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$799,900

Welcome to a Rare Duplex in The Heart of Sea Cliff. This Home Offers a Beautiful Front Porch with Trex Decking That Invites You From The Street. First Floor Enters into the Living Room and Dining Room with High Ceilings, Hardwood Flooring and Beautiful Crown Moldings. The Eat in Kitchen, With Gas Cooking, Offers Side Door to Backyard and Basement Access As Well. 2 Bedrooms Located in the Back Of the Home with 1 Large Updated Full Bath. The 2nd Floor Offers A Nice Size Living Room and 1 Bedroom with Lots Of Closet Space. 1 Large Full Bath and Eat In Kitchen. The Unfinished Full Basement Houses Utilities, Storage and Outside Entrance. Do Not Miss The 2023 Fully Renovated 2 Car Garage.

1033587 MLS

Welcome to a Rare Duplex in The Heart of Sea Cliff. This Home Offers a Beautiful Front Porch with Trex Decking That Invites You From The Street. First Floor Enters into the Living Room and Dining Room with High Ceilings, Hardwood Flooring and Beautiful Crown Moldings. The Eat in Kitchen, With Gas Cooking, Offers Side Door to Backyard and Basement Access As Well. 2 Bedrooms Located in the Back Of the Home with 1 Large Updated Full Bath. The 2nd Floor Offers A Nice Size Living Room and 1 Bedroom with Lots Of Closet Space. 1 Large Full Bath and Eat In Kitchen. The Unfinished Full Basement Houses Utilities, Storage and Outside Entrance. Do Not Miss The 2023 Fully Renovated 2 Car Garage.

7 Brown Street, Sea Cliff

$1,449,000

Sea Cliff charm takes on a whole new meaning at “Herbert’s Hill,” a truly one-of-a-kind 4-bedroom, 2-bathroom Tudor with a remarkable artistic history. Built in 1912 by an artist, the home, formerly known as “The Artist Tudor”, still showcases the original owner and builder’s work throughout, including original murals, painted glass, and handcrafted architectural details. Rich walnut wood, exposed ceiling beams, archways, and other period details create a warm and captivating sense of character and eccentricity at every turn. The kitchen features a hand-painted tile backsplash which is a treat from the current artists and owners, while a second floor room with oversized windows offers an ideal setting for a home office, studio, or creative retreat. Downstairs, the “Beer Garden Cellar” is perhaps the home's most intriguing space, preserving the original artist's work with painted glass windows, timbered ceilings, and an angled brick fireplace featuring a Viking ship. It is a space that begs to be explored and offers a fascinating glimpse into the home's past. Outside, a wrap-around path winds through a peaceful garden oasis with a koi pond and waterfall. This is not simply a house, it is a piece of Sea Cliff history filled with artistry, craftsmanship, and unmistakable personality. A must walk through for those who appreciate originality and have the vision to thoughtfully maintain and preserve something truly special.

4 Beds ⋅ 2 Baths ⋅ 1048833 MLS

Sea Cliff charm takes on a whole new meaning at “Herbert’s Hill,” a truly one-of-a-kind 4-bedroom, 2-bathroom Tudor with a remarkable artistic history. Built in 1912 by an artist, the home, formerly known as “The Artist Tudor”, still showcases the original owner and builder’s work throughout, including original murals, painted glass, and handcrafted architectural details. Rich walnut wood, exposed ceiling beams, archways, and other period details create a warm and captivating sense of character and eccentricity at every turn. The kitchen features a hand-painted tile backsplash which is a treat from the current artists and owners, while a second floor room with oversized windows offers an ideal setting for a home office, studio, or creative retreat. Downstairs, the “Beer Garden Cellar” is perhaps the home's most intriguing space, preserving the original artist's work with painted glass windows, timbered ceilings, and an angled brick fireplace featuring a Viking ship. It is a space that begs to be explored and offers a fascinating glimpse into the home's past. Outside, a wrap-around path winds through a peaceful garden oasis with a koi pond and waterfall. This is not simply a house, it is a piece of Sea Cliff history filled with artistry, craftsmanship, and unmistakable personality. A must walk through for those who appreciate originality and have the vision to thoughtfully maintain and preserve something truly special.

230 Littleworth Lane, Sea Cliff

$2,200,000

Quintessential Colonial in the Heart of Sea Cliff Beautifully appointed, spacious, and thoughtfully updated, this classic Colonial offers an exceptional layout with incredible flow, abundant natural light, and generous living space throughout, all in one of Sea Cliff’s most desirable locations. From the moment you enter, soaring cathedral ceiling and skylights create a dramatic, light-filled foyer, complete with two closets and an immediate sense of space. The floor plan is truly one of the highlights of this home, you simply couldn’t ask for a better layout. The main level features gracious formal living and dining rooms, while the heart of the home is the chef’s kitchen, flowing naturally into a sun-filled breakfast area and spacious den. Beautiful glass doors open directly to the private backyard, patio, and built-in fire pit, creating the perfect indoor-outdoor connection for everyday living, entertaining, summer evenings, and crisp fall nights. Upstairs, the expansive primary suite is a true retreat with cathedral ceilings, skylights, a beautifully renovated primary bath, and generous closet space. Three additional bedrooms, a full bath, and conveniently located second-floor laundry complete this level. Abundant closet and storage space can be found throughout the entire home, something you truly appreciate once you live here. The fully CO’d finished lower level provides incredible additional living space with a wet bar, large bathroom, and plenty of room for a playroom, movie room, gym, home office, or whatever suits your lifestyle. A finished two-car garage adds even more convenience. With high ceilings, wonderful proportions, an exceptional floor plan, and effortless flow from one room to the next, this is truly the quintessential Sea Cliff Colonial. And the location is hard to beat, just moments from the village, shops, restaurants, parks, beaches, and everything that makes Sea Cliff such a special place to feel right at home.

4 Beds ⋅ 4 Baths ⋅ 1042500 MLS

Quintessential Colonial in the Heart of Sea Cliff Beautifully appointed, spacious, and thoughtfully updated, this classic Colonial offers an exceptional layout with incredible flow, abundant natural light, and generous living space throughout, all in one of Sea Cliff’s most desirable locations. From the moment you enter, soaring cathedral ceiling and skylights create a dramatic, light-filled foyer, complete with two closets and an immediate sense of space. The floor plan is truly one of the highlights of this home, you simply couldn’t ask for a better layout. The main level features gracious formal living and dining rooms, while the heart of the home is the chef’s kitchen, flowing naturally into a sun-filled breakfast area and spacious den. Beautiful glass doors open directly to the private backyard, patio, and built-in fire pit, creating the perfect indoor-outdoor connection for everyday living, entertaining, summer evenings, and crisp fall nights. Upstairs, the expansive primary suite is a true retreat with cathedral ceilings, skylights, a beautifully renovated primary bath, and generous closet space. Three additional bedrooms, a full bath, and conveniently located second-floor laundry complete this level. Abundant closet and storage space can be found throughout the entire home, something you truly appreciate once you live here. The fully CO’d finished lower level provides incredible additional living space with a wet bar, large bathroom, and plenty of room for a playroom, movie room, gym, home office, or whatever suits your lifestyle. A finished two-car garage adds even more convenience. With high ceilings, wonderful proportions, an exceptional floor plan, and effortless flow from one room to the next, this is truly the quintessential Sea Cliff Colonial. And the location is hard to beat, just moments from the village, shops, restaurants, parks, beaches, and everything that makes Sea Cliff such a special place to feel right at home.

60 Lafayette Avenue, Sea Cliff

$8,250,000

Set behind the gates of an exclusive community in the Village of Old Brookville, this exceptional modern residence offers more than 7,000 square feet of luxurious living space on over three acres of beautifully manicured, private grounds. Walls of windows fill the home with natural light while showcasing serene views of the surrounding landscape, inground pool and hot tub. A dramatic two-story entry introduces the impressive main level, featuring a soaring two-story great room with a striking stone wet bar, a formal dining room and a private home office. The expansive eat-in kitchen includes a spacious breakfast area and provides an inviting setting for both everyday living and entertaining. A generously sized junior primary suite and an additional bedroom completes the first floor. Upstairs, the expansive primary suite serves as a private retreat with dual walk-in closets, a luxurious primary bathroom and a generous terrace. Three additional bedroom suites each feature their own private bathrooms, while a conveniently located laundry room completes the second level. The finished lower level is designed for recreation, relaxation and wellness, offering a golf simulator, entertainment room, play area and full bathroom. A private spa features a hot tub, sauna and steam room, creating a resort-like experience without ever leaving home. Surrounded by lush, meticulously maintained grounds, this remarkable Old Brookville property delivers exceptional privacy, modern sophistication and resort-style living in one of Long Island’s most prestigious communities.

6 Beds ⋅ 8 Baths ⋅ 1048329 MLS

Set behind the gates of an exclusive community in the Village of Old Brookville, this exceptional modern residence offers more than 7,000 square feet of luxurious living space on over three acres of beautifully manicured, private grounds. Walls of windows fill the home with natural light while showcasing serene views of the surrounding landscape, inground pool and hot tub. A dramatic two-story entry introduces the impressive main level, featuring a soaring two-story great room with a striking stone wet bar, a formal dining room and a private home office. The expansive eat-in kitchen includes a spacious breakfast area and provides an inviting setting for both everyday living and entertaining. A generously sized junior primary suite and an additional bedroom completes the first floor. Upstairs, the expansive primary suite serves as a private retreat with dual walk-in closets, a luxurious primary bathroom and a generous terrace. Three additional bedroom suites each feature their own private bathrooms, while a conveniently located laundry room completes the second level. The finished lower level is designed for recreation, relaxation and wellness, offering a golf simulator, entertainment room, play area and full bathroom. A private spa features a hot tub, sauna and steam room, creating a resort-like experience without ever leaving home. Surrounded by lush, meticulously maintained grounds, this remarkable Old Brookville property delivers exceptional privacy, modern sophistication and resort-style living in one of Long Island’s most prestigious communities.

160 Hegemans Lane, Old Brookville

$949,000

Welcome to this sun-drenched and stylish Glen Head fully-updated townhouse in the Fairway View development, perfectly positioned with ideal southern exposure that bathes the home in natural light all day long. Step into a dramatic entry foyer with soaring cathedral ceilings that flow seamlessly into an open-concept living area. Sleek black hardwood floors anchor the residence, creating a sophisticated backdrop for both daily living and effortless entertaining. The gourmet eat-in kitchen features timeless quartz countertops, a matching backsplash, an expansive island with abundant storage, and a dedicated laundry area with pantry space. Step through sliders from the main living space onto your private back deck—an idyllic setting for outdoor dining or peaceful morning coffee. Upstairs, the primary suite serves as a true sanctuary, complete with a generous closet system and a tranquil, Zen-inspired en-suite bathroom. A spacious second bedroom, an additional full bath, and a versatile den/office space with its own private upper-deck access offer endless flexibility for work or guests. The fully finished basement adds exceptional living space, featuring an open layout, a third full bathroom, and an egress window. Situated in the prestigious, award-winning North Shore School District, this home offers the ultimate blend of privacy and convenience—just minutes from top-rated schools, local dining, community amenities, Tappen Beach, and the Glen Head LIRR for a effortless commute.

2 Beds ⋅ 4 Baths ⋅ 1048063 MLS

Welcome to this sun-drenched and stylish Glen Head fully-updated townhouse in the Fairway View development, perfectly positioned with ideal southern exposure that bathes the home in natural light all day long. Step into a dramatic entry foyer with soaring cathedral ceilings that flow seamlessly into an open-concept living area. Sleek black hardwood floors anchor the residence, creating a sophisticated backdrop for both daily living and effortless entertaining. The gourmet eat-in kitchen features timeless quartz countertops, a matching backsplash, an expansive island with abundant storage, and a dedicated laundry area with pantry space. Step through sliders from the main living space onto your private back deck—an idyllic setting for outdoor dining or peaceful morning coffee. Upstairs, the primary suite serves as a true sanctuary, complete with a generous closet system and a tranquil, Zen-inspired en-suite bathroom. A spacious second bedroom, an additional full bath, and a versatile den/office space with its own private upper-deck access offer endless flexibility for work or guests. The fully finished basement adds exceptional living space, featuring an open layout, a third full bathroom, and an egress window. Situated in the prestigious, award-winning North Shore School District, this home offers the ultimate blend of privacy and convenience—just minutes from top-rated schools, local dining, community amenities, Tappen Beach, and the Glen Head LIRR for a effortless commute.

40 Cedar Lane N Unit #40, Glen Head

$575,000

This beautifully updated Sea Cliff bungalow offers a charming blend of character, comfort and modern convenience. Sunlight pours through oversized windows and brand-new skylights (installed late 2025, when the roof was also redone), highlighting the warm wood floors throughout. The main level features a first-floor bedroom, home office and dining area, a den, and an inviting open kitchen. A unique spiral staircase leads to an open sleeping loft with its own skylight and windows. Two generous closets upstairs. The downstairs also features a bedroom closet and an office closet. Outside, a private garden enclosed by bamboo fencing creates a peaceful retreat, while a bluestone patio is perfect for outdoor dining and entertaining. Additional conveniences include two-car parking and an electric vehicle charger. While this one-of-a-kind bungalow is on a quiet residential street, it's also in the very heart of Sea Cliff, offering easy access to the village's restaurants, coffee shops, arts and music scene, and Sea Cliff's beautiful clifftop park, which offers views across the Long Island Sound. Additionally, Sea Cliff's LIRR station is less than a mile away.

2 Beds ⋅ 1 Baths ⋅ 1041144 MLS

This beautifully updated Sea Cliff bungalow offers a charming blend of character, comfort and modern convenience. Sunlight pours through oversized windows and brand-new skylights (installed late 2025, when the roof was also redone), highlighting the warm wood floors throughout. The main level features a first-floor bedroom, home office and dining area, a den, and an inviting open kitchen. A unique spiral staircase leads to an open sleeping loft with its own skylight and windows. Two generous closets upstairs. The downstairs also features a bedroom closet and an office closet. Outside, a private garden enclosed by bamboo fencing creates a peaceful retreat, while a bluestone patio is perfect for outdoor dining and entertaining. Additional conveniences include two-car parking and an electric vehicle charger. While this one-of-a-kind bungalow is on a quiet residential street, it's also in the very heart of Sea Cliff, offering easy access to the village's restaurants, coffee shops, arts and music scene, and Sea Cliff's beautiful clifftop park, which offers views across the Long Island Sound. Additionally, Sea Cliff's LIRR station is less than a mile away.

27 12th Avenue, Sea Cliff

$2,995,000

5 Woodfield Lane! Set on beautiful landscaped grounds, this impressive residence offers a wonderful blend of space, comfort, and privacy. Totally renovated in 2019! A gracious entry welcomes you into expansive living areas with soaring ceilings, abundant natural light, Stone and hardwood floors, multiple gathering spaces designed for both everyday living and entertaining. The spacious eat-in kitchen features extensive custom cabinetry, generous counter space, a large center island, and a wall of windows overlooking the lush property. The adjoining living and dining areas create an open, inviting flow, while two fireplaces add warmth and character to the home. The generously sized grounds provide a rare sense of privacy and tranquility, with mature landscaping, expansive lawns, and a private tennis court creating an exceptional outdoor setting. The long driveway provides a striking approach to the residence and ample space for guests. With its generous proportions, sophisticated architectural details, multiple living spaces, and extraordinary property, this residence offers a unique opportunity to enjoy an elegant home in a truly private setting. Finished basement features high ceilings, home office, gym, recreation room.

5 Beds ⋅ 6 Baths ⋅ 1044302 MLS

5 Woodfield Lane! Set on beautiful landscaped grounds, this impressive residence offers a wonderful blend of space, comfort, and privacy. Totally renovated in 2019! A gracious entry welcomes you into expansive living areas with soaring ceilings, abundant natural light, Stone and hardwood floors, multiple gathering spaces designed for both everyday living and entertaining. The spacious eat-in kitchen features extensive custom cabinetry, generous counter space, a large center island, and a wall of windows overlooking the lush property. The adjoining living and dining areas create an open, inviting flow, while two fireplaces add warmth and character to the home. The generously sized grounds provide a rare sense of privacy and tranquility, with mature landscaping, expansive lawns, and a private tennis court creating an exceptional outdoor setting. The long driveway provides a striking approach to the residence and ample space for guests. With its generous proportions, sophisticated architectural details, multiple living spaces, and extraordinary property, this residence offers a unique opportunity to enjoy an elegant home in a truly private setting. Finished basement features high ceilings, home office, gym, recreation room.

5 Woodfield Lane, Old Brookville

$998,639

Welcome to this inviting 3-bedroom, 2-full-bath Colonial with a Contemporary feel, featuring a charming covered front porch and a comfortable, functional layout with wonderful indoor and outdoor living space. The main level features a spacious living room with a wood-burning fireplace, flowing seamlessly into the dining room and kitchen for an open and welcoming feel. Sliding glass doors from the kitchen lead to a deck overlooking the large backyard, perfect for relaxing, entertaining, and outdoor gatherings. The first floor also offers a bedroom and full bath, providing flexible space for guests, a home office, or additional living needs. Just off the kitchen is a mudroom with laundry and access to the finished basement with outside entry. Upstairs, you’ll find the primary bedroom and an additional bedroom, connected by a Jack-and-Jill full bath featuring a Jacuzzi tub. With its inviting covered front porch, warm fireplace, open living spaces, flexible floor plan, deck, and expansive backyard, this charming Colonial is ready to welcome you home.

3 Beds ⋅ 2 Baths ⋅ 1039571 MLS

Welcome to this inviting 3-bedroom, 2-full-bath Colonial with a Contemporary feel, featuring a charming covered front porch and a comfortable, functional layout with wonderful indoor and outdoor living space. The main level features a spacious living room with a wood-burning fireplace, flowing seamlessly into the dining room and kitchen for an open and welcoming feel. Sliding glass doors from the kitchen lead to a deck overlooking the large backyard, perfect for relaxing, entertaining, and outdoor gatherings. The first floor also offers a bedroom and full bath, providing flexible space for guests, a home office, or additional living needs. Just off the kitchen is a mudroom with laundry and access to the finished basement with outside entry. Upstairs, you’ll find the primary bedroom and an additional bedroom, connected by a Jack-and-Jill full bath featuring a Jacuzzi tub. With its inviting covered front porch, warm fireplace, open living spaces, flexible floor plan, deck, and expansive backyard, this charming Colonial is ready to welcome you home.

3 Woodland Avenue, Glenwood Landing

$1,699,900

Experience Modern Living with Historic Charm. 4 Beds | 2.5 Baths | Meticulously Expanded & Rebuilt in 2017. Welcome to a stunning example of comfortable living nestled in the charming community of Sea Cliff. Originally built in 1898, this exquisite Colonial home has been meticulously expanded and completely rebuilt in 2017 by a builder ensuring top-quality materials, premium finishes, and meticulous craftsmanship throughout. Elegant & Intelligent Living Spaces: * Grand Welcome: A classic covered front porch leads into a spacious living space perfectly designed for today's lifestyle. * Chef's Heart: A modern kitchen equipped with state-of-the-art appliances and high-end finishes. * Smart Home Technology: Fully integrated SMART home automation paired with custom automated Hunter Douglas blinds. * Premium Finishes: Rich hardwood floors run seamlessly throughout the entire home. * Daily Convenience: A functional mudroom features custom built-ins alongside a stylish powder room. Your Second-Floor Sanctuary: * Primary Suite Oasis: A luxurious retreat featuring a spacious walk-in closet and a spa-like marble bathroom complete with radiant heat, a steam shower, and a separate soaker tub. * House Accommodations: Three additional bright bedrooms, a centrally located hall bath, and a dedicated upstairs laundry area. Bonus Spaces & Private Resort Grounds: * Finished Basement: Provides a dedicated play area for guests, plus abundant extra storage. * Oversized Property: A custom-made fence with a beautiful arbor completely surrounds the property, offering ample private outdoor space. * Outdoor Entertaining: Enjoy a private patio, custom landscaping, professional exterior lighting, and hassle-free in-ground sprinklers. * Ample Parking & EV Ready: A 2-car detached garage recently updated with sleek epoxy flooring and an electric car charger, plus room for 3–4 additional cars in the private driveway. The Sea Cliff Lifestyle: Perfectly located close to beautiful North Shore beaches and quaint village shops, this home offers the absolute best of Sea Cliff living. Enjoy the dual benefits of exceptionally low taxes and enrollment in the highly acclaimed North Shore School District.

4 Beds ⋅ 3 Baths ⋅ 1039834 MLS

Experience Modern Living with Historic Charm. 4 Beds | 2.5 Baths | Meticulously Expanded & Rebuilt in 2017. Welcome to a stunning example of comfortable living nestled in the charming community of Sea Cliff. Originally built in 1898, this exquisite Colonial home has been meticulously expanded and completely rebuilt in 2017 by a builder ensuring top-quality materials, premium finishes, and meticulous craftsmanship throughout. Elegant & Intelligent Living Spaces: * Grand Welcome: A classic covered front porch leads into a spacious living space perfectly designed for today's lifestyle. * Chef's Heart: A modern kitchen equipped with state-of-the-art appliances and high-end finishes. * Smart Home Technology: Fully integrated SMART home automation paired with custom automated Hunter Douglas blinds. * Premium Finishes: Rich hardwood floors run seamlessly throughout the entire home. * Daily Convenience: A functional mudroom features custom built-ins alongside a stylish powder room. Your Second-Floor Sanctuary: * Primary Suite Oasis: A luxurious retreat featuring a spacious walk-in closet and a spa-like marble bathroom complete with radiant heat, a steam shower, and a separate soaker tub. * House Accommodations: Three additional bright bedrooms, a centrally located hall bath, and a dedicated upstairs laundry area. Bonus Spaces & Private Resort Grounds: * Finished Basement: Provides a dedicated play area for guests, plus abundant extra storage. * Oversized Property: A custom-made fence with a beautiful arbor completely surrounds the property, offering ample private outdoor space. * Outdoor Entertaining: Enjoy a private patio, custom landscaping, professional exterior lighting, and hassle-free in-ground sprinklers. * Ample Parking & EV Ready: A 2-car detached garage recently updated with sleek epoxy flooring and an electric car charger, plus room for 3–4 additional cars in the private driveway. The Sea Cliff Lifestyle: Perfectly located close to beautiful North Shore beaches and quaint village shops, this home offers the absolute best of Sea Cliff living. Enjoy the dual benefits of exceptionally low taxes and enrollment in the highly acclaimed North Shore School District.

18 20th Avenue, Sea Cliff

$929,000

A Builder’s Dream in Hill Terrace! Bring your vision and your contractor—this well-located home offers an exciting opportunity for buyers looking to renovate, customize, and create their dream home. Nestled in the desirable Hill Terrace neighborhood of Glen Head, this property is surrounded by beautiful homes and offers incredible potential. Enjoy a top-rated school district and a prime location close to everything—charming village shops and dining, beautiful beaches, schools, and the railroad for an easy commute. Whether you're looking to build, renovate, or invest in a sought-after community, this is an opportunity not to be missed. Builders and savvy buyers—come now! The possibilities are endless.

4 Beds ⋅ 2 Baths ⋅ 1039687 MLS

A Builder’s Dream in Hill Terrace! Bring your vision and your contractor—this well-located home offers an exciting opportunity for buyers looking to renovate, customize, and create their dream home. Nestled in the desirable Hill Terrace neighborhood of Glen Head, this property is surrounded by beautiful homes and offers incredible potential. Enjoy a top-rated school district and a prime location close to everything—charming village shops and dining, beautiful beaches, schools, and the railroad for an easy commute. Whether you're looking to build, renovate, or invest in a sought-after community, this is an opportunity not to be missed. Builders and savvy buyers—come now! The possibilities are endless.

35 Washington Avenue, Glen Head

$3,500,000

Set on two level acres surrounded by mature trees in the sought-after Village of Old Brookville, this distinctive three-bedroom, three-bath residence offers a peaceful setting with expansive lawns and exceptional privacy. A long driveway provides abundant parking in addition to the attached two-car garage. Inside, the main level features a dramatic living room with approximately 16-foot ceilings, creating an open and impressive gathering space. Two fireplaces add warmth and character, while the flexible floor plan provides comfortable areas for everyday living, entertaining and working from home. The spacious primary suite includes a private loft that can serve as a home office, workout area or quiet retreat, along with a walk-in closet and generously sized full bathroom. Outside, a deck and adjoining patio provide inviting spaces for dining, entertaining or relaxing while overlooking the broad, level grounds and natural surroundings. Conveniently located within the North Shore School District, this Old Brookville property presents a rare combination of acreage, privacy, parking and versatile interior and outdoor living space, with an opportunity for the next owner to personalize the home to suit their individual vision.

3 Beds ⋅ 3 Baths ⋅ 1031287 MLS

Set on two level acres surrounded by mature trees in the sought-after Village of Old Brookville, this distinctive three-bedroom, three-bath residence offers a peaceful setting with expansive lawns and exceptional privacy. A long driveway provides abundant parking in addition to the attached two-car garage. Inside, the main level features a dramatic living room with approximately 16-foot ceilings, creating an open and impressive gathering space. Two fireplaces add warmth and character, while the flexible floor plan provides comfortable areas for everyday living, entertaining and working from home. The spacious primary suite includes a private loft that can serve as a home office, workout area or quiet retreat, along with a walk-in closet and generously sized full bathroom. Outside, a deck and adjoining patio provide inviting spaces for dining, entertaining or relaxing while overlooking the broad, level grounds and natural surroundings. Conveniently located within the North Shore School District, this Old Brookville property presents a rare combination of acreage, privacy, parking and versatile interior and outdoor living space, with an opportunity for the next owner to personalize the home to suit their individual vision.

1 Stonegate Lane, Old Brookville

$5,250,000

Beyond a long, tree-lined driveway, an exceptional brick Center Hall Colonial awaits on four private acres in prestigious Old Brookville. Defined by timeless architecture, grand proportions, and resort-caliber amenities, this extraordinary estate embodies the elegance, privacy, and refined lifestyle synonymous with Long Island’s Gold Coast. A dramatic two-story foyer with a sweeping staircase welcomes you into beautifully appointed interiors designed for both grand-scale entertaining and comfortable everyday living. The thoughtfully designed floor plan offers expansive formal and informal living spaces, including a gracious living room that flows seamlessly into the inviting den. At the heart of the home is an exceptional chef’s kitchen, thoughtfully designed with premium appliances, custom cabinetry, expansive workspace, and a generous center island. The kitchen opens effortlessly to the outdoor entertaining spaces, creating a seamless connection between indoor and outdoor living. Step outside to your own private resort, where multiple stone patios, a fully equipped outdoor kitchen, sparkling in-ground pool, and beautifully appointed pool house provide the ultimate setting for entertaining or quiet relaxation, all surrounded by meticulously landscaped grounds and unmatched privacy. The luxurious primary suite serves as a private retreat, complete with a large dressing room and a spa-inspired bath featuring a soaking tub, oversized shower, and refined finishes. Five additional spacious bedrooms, along with seven full bathrooms and three half bathrooms, provide exceptional accommodations. The finished lower level is designed for both recreation and relaxation, offering a custom wine cellar, state-of-the-art home theater, fitness center, expansive recreation room, and abundant storage. Perfectly blending timeless design with modern luxury, this remarkable estate offers an unparalleled lifestyle in one of Old Brookville’s most sought-after locations, where privacy, sophistication, and exceptional entertaining come together in a truly extraordinary setting.

6 Beds ⋅ 10 Baths ⋅ 1031994 MLS

Beyond a long, tree-lined driveway, an exceptional brick Center Hall Colonial awaits on four private acres in prestigious Old Brookville. Defined by timeless architecture, grand proportions, and resort-caliber amenities, this extraordinary estate embodies the elegance, privacy, and refined lifestyle synonymous with Long Island’s Gold Coast. A dramatic two-story foyer with a sweeping staircase welcomes you into beautifully appointed interiors designed for both grand-scale entertaining and comfortable everyday living. The thoughtfully designed floor plan offers expansive formal and informal living spaces, including a gracious living room that flows seamlessly into the inviting den. At the heart of the home is an exceptional chef’s kitchen, thoughtfully designed with premium appliances, custom cabinetry, expansive workspace, and a generous center island. The kitchen opens effortlessly to the outdoor entertaining spaces, creating a seamless connection between indoor and outdoor living. Step outside to your own private resort, where multiple stone patios, a fully equipped outdoor kitchen, sparkling in-ground pool, and beautifully appointed pool house provide the ultimate setting for entertaining or quiet relaxation, all surrounded by meticulously landscaped grounds and unmatched privacy. The luxurious primary suite serves as a private retreat, complete with a large dressing room and a spa-inspired bath featuring a soaking tub, oversized shower, and refined finishes. Five additional spacious bedrooms, along with seven full bathrooms and three half bathrooms, provide exceptional accommodations. The finished lower level is designed for both recreation and relaxation, offering a custom wine cellar, state-of-the-art home theater, fitness center, expansive recreation room, and abundant storage. Perfectly blending timeless design with modern luxury, this remarkable estate offers an unparalleled lifestyle in one of Old Brookville’s most sought-after locations, where privacy, sophistication, and exceptional entertaining come together in a truly extraordinary setting.

33 Chicken Valley Road, Old Brookville

$1,650,000

Welcome to this custom 5-bedroom, 5-bath Colonial, thoughtfully designed with architectural angles throughout. Perfectly situated on a quiet picturesque lane, this property offers the ideal blend of style, comfort, and functionality. From the moment you enter, you'll be impressed by the home's light-filled interiors, high ceilings, and design. The open-concept floor plan is ideal for both everyday living and entertaining. The first floor primary suite offers a private retreat, while four additional bedrooms and bathrooms provide comfort and flexibility. New kitchen with fireplace, formal dining room with fireplace, living room with fireplace and oversized windows, library with fireplace, and home office. Outside, this property offers endless possibilities for outdoor entertaining, recreation, or creating your own private backyard oasis. This inviting home combines modern architecture in a convenient location. Don't miss this opportunity to own a truly distinctive property that delivers elevated living.

5 Beds ⋅ 5 Baths ⋅ 1032997 MLS

Welcome to this custom 5-bedroom, 5-bath Colonial, thoughtfully designed with architectural angles throughout. Perfectly situated on a quiet picturesque lane, this property offers the ideal blend of style, comfort, and functionality. From the moment you enter, you'll be impressed by the home's light-filled interiors, high ceilings, and design. The open-concept floor plan is ideal for both everyday living and entertaining. The first floor primary suite offers a private retreat, while four additional bedrooms and bathrooms provide comfort and flexibility. New kitchen with fireplace, formal dining room with fireplace, living room with fireplace and oversized windows, library with fireplace, and home office. Outside, this property offers endless possibilities for outdoor entertaining, recreation, or creating your own private backyard oasis. This inviting home combines modern architecture in a convenient location. Don't miss this opportunity to own a truly distinctive property that delivers elevated living.

9 Addison Lane, Greenvale

$13,600,000

Steeped in the grandeur of Long Island's celebrated Gold Coast, this extraordinary 15+ acre equestrian estate formally named 'Westward' presents a rare opportunity to acquire a significant piece of North Shore history. Privately nestled amid rolling pastures, mature woodlands, and formal gardens, the estate seamlessly blends timeless architectural elegance with an unparalleled country lifestyle just moments from New York City. Originally commissioned in 1924 for noted industrialist and financier Benjamin Brewster Jennings - President and Chairman of Socony-Mobil and a prominent figure in New York's financial and corporate circles - this Georgian Revival brick residence with a cascading slate roof was masterfully designed by renowned architect Walter B. Chambers. The estate's distinguished landscape plan was created by legendary landscape architect Ellen Biddle Shipman, whose formal gardens and thoughtfully designed grounds continue to define the property's enduring beauty. Approached by a long, tree-lined drive framed by classic stone walls, the stately residence commands a setting of exceptional privacy and serenity. Encompassing three full levels of living space, the home is distinguished by grand entertaining rooms, soaring proportions, multiple wood-burning fireplaces, graceful arched windows, leaded-glass details, and an abundance of natural light. A gracious entrance vestibule opens to a sweeping curved staircase, while expansive formal living and dining rooms provide an elegant backdrop for entertaining on any scale. The 10 bedroom, 9.5 bathroom primary residence also features a spacious eat-in kitchen, indoor spa pool, vast slate patios and an outdoor swimming pool with cabana set against picturesque grounds, providing an idyllic backdrop for outdoor enjoyment. For equestrian enthusiasts, the property offers a turnkey horse facility. The grounds include a well-maintained main barn, run-in sheds (equipped with stalls, water, and electricity), a hot walker, extensive paddocks, and open acreage ideal for riding and grazing. Additionally, this unmatched property includes charming gatehouse cottages, staff apartments, and multiple ancillary structures, most of which have been recently renovated, creating flexibility for guests, caretakers, or income-producing opportunities. Located within one of the North Shore's most prestigious and historically significant communities, the estate enjoys close proximity to Long Island Sound beaches, renowned equestrian facilities, and some of the region's finest private clubs and golf courses. Zoned within the esteemed North Shore Central School District. Rarely does a property of this caliber come to market - offering a remarkable combination of provenance, architectural distinction, equestrian amenities, acreage, and development potential. A legacy estate of exceptional character and enduring significance, representing the very essence of North Shore country living.

10 Beds ⋅ 10 Baths ⋅ 1034316 MLS

Steeped in the grandeur of Long Island's celebrated Gold Coast, this extraordinary 15+ acre equestrian estate formally named 'Westward' presents a rare opportunity to acquire a significant piece of North Shore history. Privately nestled amid rolling pastures, mature woodlands, and formal gardens, the estate seamlessly blends timeless architectural elegance with an unparalleled country lifestyle just moments from New York City. Originally commissioned in 1924 for noted industrialist and financier Benjamin Brewster Jennings - President and Chairman of Socony-Mobil and a prominent figure in New York's financial and corporate circles - this Georgian Revival brick residence with a cascading slate roof was masterfully designed by renowned architect Walter B. Chambers. The estate's distinguished landscape plan was created by legendary landscape architect Ellen Biddle Shipman, whose formal gardens and thoughtfully designed grounds continue to define the property's enduring beauty. Approached by a long, tree-lined drive framed by classic stone walls, the stately residence commands a setting of exceptional privacy and serenity. Encompassing three full levels of living space, the home is distinguished by grand entertaining rooms, soaring proportions, multiple wood-burning fireplaces, graceful arched windows, leaded-glass details, and an abundance of natural light. A gracious entrance vestibule opens to a sweeping curved staircase, while expansive formal living and dining rooms provide an elegant backdrop for entertaining on any scale. The 10 bedroom, 9.5 bathroom primary residence also features a spacious eat-in kitchen, indoor spa pool, vast slate patios and an outdoor swimming pool with cabana set against picturesque grounds, providing an idyllic backdrop for outdoor enjoyment. For equestrian enthusiasts, the property offers a turnkey horse facility. The grounds include a well-maintained main barn, run-in sheds (equipped with stalls, water, and electricity), a hot walker, extensive paddocks, and open acreage ideal for riding and grazing. Additionally, this unmatched property includes charming gatehouse cottages, staff apartments, and multiple ancillary structures, most of which have been recently renovated, creating flexibility for guests, caretakers, or income-producing opportunities. Located within one of the North Shore's most prestigious and historically significant communities, the estate enjoys close proximity to Long Island Sound beaches, renowned equestrian facilities, and some of the region's finest private clubs and golf courses. Zoned within the esteemed North Shore Central School District. Rarely does a property of this caliber come to market - offering a remarkable combination of provenance, architectural distinction, equestrian amenities, acreage, and development potential. A legacy estate of exceptional character and enduring significance, representing the very essence of North Shore country living.

97 A Pound Hollow Road, Old Brookville

$5,999,999

Old Brookville | Welcome to 3 Valentine Farm Court, where timeless architecture, exceptional craftsmanship, and an unmatched collection of luxury amenities define one of the North Shore's most impressive private estates. Positioned behind double iron gates at the end of a secluded cul-de-sac, this stately brick center hall colonial is situated on more than three meticulously landscaped acres, combining remarkable privacy with an extraordinary level of recreation and entertaining amenities. The residence is introduced by a spectacular two-story domed foyer showcasing a sparkling chandelier, intricate hand-painted ceiling details, and extensive custom millwork carried throughout every level of the home. Formal and informal living spaces are thoughtfully arranged, including an expansive formal living room, richly appointed mahogany library, inviting family room with one of three wood-burning fireplaces, formal dining room, powder room, and a spacious first-floor en-suite bedroom with separate exterior access. The custom kitchen is appointed with premium gas appliances, custom cabinetry, a center island with seating, an adjoining breakfast area, and an expansive butler's pantry connecting directly to the formal dining room. Extending from the main level, an elevated terrace with a built-in outdoor kitchen overlooks the estate grounds and pool complex below. The second level features five bedroom suites, each with their own full bathroom. Occupying its own wing of the home, the primary suite includes a private balcony overlooking the property, separate sitting room, two oversized walk-in closets, and an expansive en-suite bathroom with dual vanities and a jetted soaking tub. Designed as an exceptional recreational and entertaining space, the lower level features a custom wet bar, expansive gathering areas, a fully equipped fitness center, additional bedroom and full bathroom, oversized laundry room, and a below-grade indoor sports court with min. 15-foot ceilings—a rarely available amenity in residential construction. The outdoor amenities are equally impressive. The resort-inspired grounds are centered around an oversized gunite swimming pool with an integrated spa and water features, surrounded by expansive patios and mature landscaping. A fully equipped pool house includes a full bathroom, laundry facilities, and an indoor kitchen with a built-in grill opening directly onto the pool terrace. Completing the estate is a full-size sports court configured for both tennis and basketball, along with an oversized three-car garage equipped with vehicle lifts offering additional space for the car enthusiast. Representing an exceptional combination of scale, craftsmanship, and amenities on more than three private acres, 3 Valentine Farm Court presents a rare opportunity within one of the North Shore's most distinguished settings.

7 Beds ⋅ 9 Baths ⋅ 1021590 MLS

Old Brookville | Welcome to 3 Valentine Farm Court, where timeless architecture, exceptional craftsmanship, and an unmatched collection of luxury amenities define one of the North Shore's most impressive private estates. Positioned behind double iron gates at the end of a secluded cul-de-sac, this stately brick center hall colonial is situated on more than three meticulously landscaped acres, combining remarkable privacy with an extraordinary level of recreation and entertaining amenities. The residence is introduced by a spectacular two-story domed foyer showcasing a sparkling chandelier, intricate hand-painted ceiling details, and extensive custom millwork carried throughout every level of the home. Formal and informal living spaces are thoughtfully arranged, including an expansive formal living room, richly appointed mahogany library, inviting family room with one of three wood-burning fireplaces, formal dining room, powder room, and a spacious first-floor en-suite bedroom with separate exterior access. The custom kitchen is appointed with premium gas appliances, custom cabinetry, a center island with seating, an adjoining breakfast area, and an expansive butler's pantry connecting directly to the formal dining room. Extending from the main level, an elevated terrace with a built-in outdoor kitchen overlooks the estate grounds and pool complex below. The second level features five bedroom suites, each with their own full bathroom. Occupying its own wing of the home, the primary suite includes a private balcony overlooking the property, separate sitting room, two oversized walk-in closets, and an expansive en-suite bathroom with dual vanities and a jetted soaking tub. Designed as an exceptional recreational and entertaining space, the lower level features a custom wet bar, expansive gathering areas, a fully equipped fitness center, additional bedroom and full bathroom, oversized laundry room, and a below-grade indoor sports court with min. 15-foot ceilings—a rarely available amenity in residential construction. The outdoor amenities are equally impressive. The resort-inspired grounds are centered around an oversized gunite swimming pool with an integrated spa and water features, surrounded by expansive patios and mature landscaping. A fully equipped pool house includes a full bathroom, laundry facilities, and an indoor kitchen with a built-in grill opening directly onto the pool terrace. Completing the estate is a full-size sports court configured for both tennis and basketball, along with an oversized three-car garage equipped with vehicle lifts offering additional space for the car enthusiast. Representing an exceptional combination of scale, craftsmanship, and amenities on more than three private acres, 3 Valentine Farm Court presents a rare opportunity within one of the North Shore's most distinguished settings.

3 Valentine Farm Court, Old Brookville

$2,575,000

ALL SHOWINGS BY APPOINTMENT ONLY....ARCHITECTURAL MILLWORK... COFFERED CEILING... RAISED MOLDINGS....DESIGNER BATHS... CUSTOM KITCHEN WITH 10 FT ISLAND .... STAINLESS APPLIANCES ...QUARTZ COUNTERTOPS ...SUN ROOM OFF KITCHEN....HARDWOOD FLOORING... ALL NEW ANDERSEN BLACK FRAME WINDOWS ...HARDIE PLANK SIDING TOTAL RENOVATION JUST COMPLETED SHOWS LIKE A MODEL LOW TAXES

4 Beds ⋅ 4 Baths ⋅ 906140 MLS

ALL SHOWINGS BY APPOINTMENT ONLY....ARCHITECTURAL MILLWORK... COFFERED CEILING... RAISED MOLDINGS....DESIGNER BATHS... CUSTOM KITCHEN WITH 10 FT ISLAND .... STAINLESS APPLIANCES ...QUARTZ COUNTERTOPS ...SUN ROOM OFF KITCHEN....HARDWOOD FLOORING... ALL NEW ANDERSEN BLACK FRAME WINDOWS ...HARDIE PLANK SIDING TOTAL RENOVATION JUST COMPLETED SHOWS LIKE A MODEL LOW TAXES

19 MICHAELS Lane, Old Brookville

$2,199,000

Welcome to 23 Wildwood Lane - an expansive modern contemporary located on a Old Brookville Street and set on .60 flat usable acres. This spacious home includes 5 oversized bedrooms and 5 well-appointed baths, including two primary ensuites with one located on the main level. Designed with flexibility in mind, this layout is ideal for multi-generational living. A dramatic entry foyer features 20-ft. soaring ceilings and the elegant and timeless marble floors set the tone for the rest of this unique home. Multiple sun-filled living spaces, and an open floor plan are designed for both everyday living and hosting large gatherings. The meticulously constructed eat-in kitchen flows seamlessly into generous living, dining and lounge areas overlooking the deck and yard while the rear property offers endless opportunities to create your own private oasis with room for a pool, and/or outdoor kitchen and more. Conveniently located near parks, shopping, dining, and transportation, this move-in ready home is a rare opportunity in one of the area’s most desirable neighborhoods. North Shore School District.

5 Beds ⋅ 5 Baths ⋅ 1026272 MLS

Welcome to 23 Wildwood Lane - an expansive modern contemporary located on a Old Brookville Street and set on .60 flat usable acres. This spacious home includes 5 oversized bedrooms and 5 well-appointed baths, including two primary ensuites with one located on the main level. Designed with flexibility in mind, this layout is ideal for multi-generational living. A dramatic entry foyer features 20-ft. soaring ceilings and the elegant and timeless marble floors set the tone for the rest of this unique home. Multiple sun-filled living spaces, and an open floor plan are designed for both everyday living and hosting large gatherings. The meticulously constructed eat-in kitchen flows seamlessly into generous living, dining and lounge areas overlooking the deck and yard while the rear property offers endless opportunities to create your own private oasis with room for a pool, and/or outdoor kitchen and more. Conveniently located near parks, shopping, dining, and transportation, this move-in ready home is a rare opportunity in one of the area’s most desirable neighborhoods. North Shore School District.

23 Wildwood Lane, Greenvale

$2,995,000

Just Completed to Perfection. Stunning new construction on a charming tree-lined cul-de-sac shared by only six homes, this exceptional 4-bedroom, 4.5-bath Hamptons-inspired residence offers the perfect blend of luxury, craftsmanship, and location. Filled with natural light, the home features exquisite millwork, designer finishes, and an open floor plan ideal for today's lifestyle. The chef's kitchen boasts an oversized center island, quartz countertops, Sub-Zero and Wolf appliances, a breakfast area, and opens to the spacious great room with a fireplace and French doors leading to a beautiful patio for seamless indoor/outdoor entertaining. The main level also includes a formal dining room with coffered ceiling, butler's pantry, living room, office/den, powder room, and attached two-car garage. Upstairs, the luxurious primary suite offers tray ceilings, walk-in closets, and a spa-inspired bath with Carrara marble, soaking tub, walk-in shower, and dual vanities. Three additional en-suite bedrooms and a second-floor laundry room complete the upper level. A full basement with 9-foot ceilings offers exceptional potential to create additional living space tailored to your needs. Additional features include Pella windows, 4-inch wide-plank oak floors, premium fixtures, multi-zone HVAC, energy-efficient construction, hardie plank,and professionally landscaped grounds, all within the award-winning North Shore School District. *Current property taxes reflect land value only.*

4 Beds ⋅ 5 Baths ⋅ 1023631 MLS

Just Completed to Perfection. Stunning new construction on a charming tree-lined cul-de-sac shared by only six homes, this exceptional 4-bedroom, 4.5-bath Hamptons-inspired residence offers the perfect blend of luxury, craftsmanship, and location. Filled with natural light, the home features exquisite millwork, designer finishes, and an open floor plan ideal for today's lifestyle. The chef's kitchen boasts an oversized center island, quartz countertops, Sub-Zero and Wolf appliances, a breakfast area, and opens to the spacious great room with a fireplace and French doors leading to a beautiful patio for seamless indoor/outdoor entertaining. The main level also includes a formal dining room with coffered ceiling, butler's pantry, living room, office/den, powder room, and attached two-car garage. Upstairs, the luxurious primary suite offers tray ceilings, walk-in closets, and a spa-inspired bath with Carrara marble, soaking tub, walk-in shower, and dual vanities. Three additional en-suite bedrooms and a second-floor laundry room complete the upper level. A full basement with 9-foot ceilings offers exceptional potential to create additional living space tailored to your needs. Additional features include Pella windows, 4-inch wide-plank oak floors, premium fixtures, multi-zone HVAC, energy-efficient construction, hardie plank,and professionally landscaped grounds, all within the award-winning North Shore School District. *Current property taxes reflect land value only.*

738 Motts Cove Road N, Glen Head

$2,995,000

Nearing Completion – See 738 Motts Cove N for Finished Home. Stunning new construction on a charming tree-lined cul-de-sac shared by only six homes, this exceptional 4-bedroom, 4.5-bath Hamptons-inspired residence offers the perfect blend of luxury, craftsmanship, and location. Filled with natural light, the home features exquisite millwork, designer finishes, and an open floor plan ideal for today's lifestyle. The chef's kitchen boasts an oversized center island, quartz countertops, Sub-Zero and Wolf appliances, a breakfast area, and opens to the spacious great room with a fireplace and French doors leading to a beautiful patio for seamless indoor/outdoor entertaining. The main level also includes a formal dining room with coffered ceiling, butler's pantry, living room, office/den, powder room, and attached two-car garage. Upstairs, the luxurious primary suite offer tray ceilings, walk-in closets, and a spa-inspired bath with Carrara marble, soaking tub, walk-in shower, and dual vanities. Three additional en-suite bedrooms and a second-floor laundry room complete the upper level. A full basement with 9-foot ceilings offers exceptional potential to create additional living space tailored to your needs. Additional features include Pella windows, 4-inch wide-plank oak floors, premium fixtures, multi-zone HVAC, energy-efficient construction, and professionally landscaped grounds, all within the award-winning North Shore School District.*Current property taxes reflect land value only.*

4 Beds ⋅ 5 Baths ⋅ 1023543 MLS

Nearing Completion – See 738 Motts Cove N for Finished Home. Stunning new construction on a charming tree-lined cul-de-sac shared by only six homes, this exceptional 4-bedroom, 4.5-bath Hamptons-inspired residence offers the perfect blend of luxury, craftsmanship, and location. Filled with natural light, the home features exquisite millwork, designer finishes, and an open floor plan ideal for today's lifestyle. The chef's kitchen boasts an oversized center island, quartz countertops, Sub-Zero and Wolf appliances, a breakfast area, and opens to the spacious great room with a fireplace and French doors leading to a beautiful patio for seamless indoor/outdoor entertaining. The main level also includes a formal dining room with coffered ceiling, butler's pantry, living room, office/den, powder room, and attached two-car garage. Upstairs, the luxurious primary suite offer tray ceilings, walk-in closets, and a spa-inspired bath with Carrara marble, soaking tub, walk-in shower, and dual vanities. Three additional en-suite bedrooms and a second-floor laundry room complete the upper level. A full basement with 9-foot ceilings offers exceptional potential to create additional living space tailored to your needs. Additional features include Pella windows, 4-inch wide-plank oak floors, premium fixtures, multi-zone HVAC, energy-efficient construction, and professionally landscaped grounds, all within the award-winning North Shore School District.*Current property taxes reflect land value only.*

734 Motts Cove Road N, Glen Head

$2,995,000

Nearing Completion – See 738 Motts Cove N for Finished Home. Stunning new construction on a charming tree-lined cul-de-sac shared by only six homes, this exceptional 4-bedroom, 4.5-bath Hamptons-inspired residence offers the perfect blend of luxury, craftsmanship, and location. Filled with natural light, the home features exquisite millwork, designer finishes, and an open floor plan ideal for today's lifestyle. The chef's kitchen boasts an oversized center island, quartz countertops, Sub-Zero and Wolf appliances, a breakfast area, and opens to the spacious great room with a fireplace and French doors leading to a beautiful patio for seamless indoor/outdoor entertaining. The main level also includes a formal dining room with coffered ceiling, butler's pantry, living room, office/den, powder room, and attached two-car garage. Upstairs, the luxurious primary suite offer stray ceilings, walk-in closets, and a spa-inspired bath with Carrara marble, soaking tub, walk-in shower, and dual vanities. Three additional en-suite bedrooms and a second-floor laundry room complete the upper level. A full basement with 9-foot ceilings offers exceptional potential to create additional living space tailored to your needs. Additional features include Pella windows, 4-inch wide-plank oak floors, premium fixtures, multi-zone HVAC, energy-efficient construction, and professionally landscaped grounds, all within the award-winning North Shore School District.*Current property taxes reflect land value only.*

4 Beds ⋅ 5 Baths ⋅ 1023531 MLS

Nearing Completion – See 738 Motts Cove N for Finished Home. Stunning new construction on a charming tree-lined cul-de-sac shared by only six homes, this exceptional 4-bedroom, 4.5-bath Hamptons-inspired residence offers the perfect blend of luxury, craftsmanship, and location. Filled with natural light, the home features exquisite millwork, designer finishes, and an open floor plan ideal for today's lifestyle. The chef's kitchen boasts an oversized center island, quartz countertops, Sub-Zero and Wolf appliances, a breakfast area, and opens to the spacious great room with a fireplace and French doors leading to a beautiful patio for seamless indoor/outdoor entertaining. The main level also includes a formal dining room with coffered ceiling, butler's pantry, living room, office/den, powder room, and attached two-car garage. Upstairs, the luxurious primary suite offer stray ceilings, walk-in closets, and a spa-inspired bath with Carrara marble, soaking tub, walk-in shower, and dual vanities. Three additional en-suite bedrooms and a second-floor laundry room complete the upper level. A full basement with 9-foot ceilings offers exceptional potential to create additional living space tailored to your needs. Additional features include Pella windows, 4-inch wide-plank oak floors, premium fixtures, multi-zone HVAC, energy-efficient construction, and professionally landscaped grounds, all within the award-winning North Shore School District.*Current property taxes reflect land value only.*

730 Motts Cove Road N, Glen Head

$3,500,000

Dream homes do exist. Perfectly situated on 2+ private, meticulously landscaped acres on a winding country lane, this charming 5-bedroom residence offers an unparalleled lifestyle. Every sun-drenched room provides stunning, expansive views of lush lawns, specimen trees, and vibrant perennial gardens. Exquisite Craftsmanship & Main Level Living. The main level showcases exceptional millwork, fine moldings, and rich hardwood flooring. A vaulted foyer welcomes you, leading to an elegant music room, a spacious living room, and a handsome cherry library with custom built-ins. The gourmet kitchen features premium appliances and custom Wood-Mode cabinetry, overlooking your private backyard oasis. A thoughtfully placed butler’s bar with a Sub-Zero wine cooler connects the kitchen to the formal dining room for seamless entertaining. A first-floor bedroom with a private en-suite bath is ideal for guests or multi-generational living. The second level hosts four additional bedrooms. The serene primary suite features a luxurious en-suite bath. Two additional bedrooms boast private en-suite baths, while the fourth bedroom enjoys access to a well-appointed hall bath. Step outside to your private resort, featuring an expansive deck that overlooks a heated, saltwater gunite pool. The entire property is fully fenced, private, and beautifully framed by mature landscaping. Car enthusiasts and organizers will love the two separate garages: a convenient main-level attached garage near the mudroom/kitchen, plus a second 2-car garage/storage area at the basement level. A massive, unfinished basement offers endless customization potential and features a direct walk-out entrance to the pool area. Enjoy the perfect balance of privacy and convenience. Located just moments from the village, this home offers an excellent commute while placing you in the highly coveted North Shore School District.

5 Beds ⋅ 5 Baths ⋅ 1018330 MLS

Dream homes do exist. Perfectly situated on 2+ private, meticulously landscaped acres on a winding country lane, this charming 5-bedroom residence offers an unparalleled lifestyle. Every sun-drenched room provides stunning, expansive views of lush lawns, specimen trees, and vibrant perennial gardens. Exquisite Craftsmanship & Main Level Living. The main level showcases exceptional millwork, fine moldings, and rich hardwood flooring. A vaulted foyer welcomes you, leading to an elegant music room, a spacious living room, and a handsome cherry library with custom built-ins. The gourmet kitchen features premium appliances and custom Wood-Mode cabinetry, overlooking your private backyard oasis. A thoughtfully placed butler’s bar with a Sub-Zero wine cooler connects the kitchen to the formal dining room for seamless entertaining. A first-floor bedroom with a private en-suite bath is ideal for guests or multi-generational living. The second level hosts four additional bedrooms. The serene primary suite features a luxurious en-suite bath. Two additional bedrooms boast private en-suite baths, while the fourth bedroom enjoys access to a well-appointed hall bath. Step outside to your private resort, featuring an expansive deck that overlooks a heated, saltwater gunite pool. The entire property is fully fenced, private, and beautifully framed by mature landscaping. Car enthusiasts and organizers will love the two separate garages: a convenient main-level attached garage near the mudroom/kitchen, plus a second 2-car garage/storage area at the basement level. A massive, unfinished basement offers endless customization potential and features a direct walk-out entrance to the pool area. Enjoy the perfect balance of privacy and convenience. Located just moments from the village, this home offers an excellent commute while placing you in the highly coveted North Shore School District.

61 Linden Lane, Upper Brookville

$5,498,000

Nestled on approximately 5 landscaped acres in Old Brookville, this distinguished estate offers exceptional space, privacy, and classic Gold Coast character. The property includes a stately main residence, a separate 3-bedroom guest cottage, and a pool house, providing flexible living and entertaining opportunities. The main residence offers approximately 5,764 square feet of living space with 7 bedrooms, soaring ceilings, hardwood floors, and elegant French arched windows that bring abundant natural light throughout the home. Expansive interiors overlook manicured grounds, gardens, and open scenic views. Recently renovated bathrooms blend modern updates with timeless design, while generously sized living areas provide comfort and functionality. The beautifully maintained grounds showcase seasonal landscapes and mature plantings, creating a serene setting year-round. Accessed through a gated entrance and private drive, this exceptional estate presents a rare opportunity to own a significant property in the desirable Village of Old Brookville.

7 Beds ⋅ 8 Baths ⋅ 1009813 MLS

Nestled on approximately 5 landscaped acres in Old Brookville, this distinguished estate offers exceptional space, privacy, and classic Gold Coast character. The property includes a stately main residence, a separate 3-bedroom guest cottage, and a pool house, providing flexible living and entertaining opportunities. The main residence offers approximately 5,764 square feet of living space with 7 bedrooms, soaring ceilings, hardwood floors, and elegant French arched windows that bring abundant natural light throughout the home. Expansive interiors overlook manicured grounds, gardens, and open scenic views. Recently renovated bathrooms blend modern updates with timeless design, while generously sized living areas provide comfort and functionality. The beautifully maintained grounds showcase seasonal landscapes and mature plantings, creating a serene setting year-round. Accessed through a gated entrance and private drive, this exceptional estate presents a rare opportunity to own a significant property in the desirable Village of Old Brookville.

952 Cedar Swamp, Old Brookville

$765,000

Nestled within the prestigious gated community of The Knolls and adjacent to the renowned Glen Head Country Club, this beautifully appointed residence at 19 The Circle offers a seamless blend of elegance, comfort, and effortless living. Bathed in natural light from an abundance of windows and multiple skylights, the home showcases gleaming hardwood floors, crown and base moldings, recessed lighting, and timeless craftsmanship throughout. The well-appointed kitchen is designed for both function and style, featuring granite countertops, tile backsplashes, stainless steel appliances, gas cooking, generous cabinetry, and a sun-drenched dining area illuminated by skylights. Its open-concept layout flows seamlessly into the main living space, creating the perfect environment for everyday living and entertaining alike. The dramatic living room boasts soaring vaulted ceilings, additional skylights, a cozy fireplace, and oversized sliding glass doors that open to a private deck spanning the full length of the unit. The spacious primary suite serves as a private retreat, complete with a walk-in closet, direct deck access through sliding glass doors, and an abundance of natural light. The recently updated luxurious primary en-suite bath features a double vanity, soaking tub, and separate shower, creating a spa-like experience at home. A generously sized second bedroom, full guest bath, and dedicated laundry closet with washer and dryer provide comfort and convenience. Additional highlights include a four-year-young hot water heater (installed in Nov 2022) covered assigned garage parking, a private storage area, and exclusivity of gated community living. Ideally located near transportation, shopping, dining, and recreation, this exceptional residence presents a rare opportunity to enjoy one of Glen Head's most sought-after communities.

2 Beds ⋅ 2 Baths ⋅ 1003795 MLS

Nestled within the prestigious gated community of The Knolls and adjacent to the renowned Glen Head Country Club, this beautifully appointed residence at 19 The Circle offers a seamless blend of elegance, comfort, and effortless living. Bathed in natural light from an abundance of windows and multiple skylights, the home showcases gleaming hardwood floors, crown and base moldings, recessed lighting, and timeless craftsmanship throughout. The well-appointed kitchen is designed for both function and style, featuring granite countertops, tile backsplashes, stainless steel appliances, gas cooking, generous cabinetry, and a sun-drenched dining area illuminated by skylights. Its open-concept layout flows seamlessly into the main living space, creating the perfect environment for everyday living and entertaining alike. The dramatic living room boasts soaring vaulted ceilings, additional skylights, a cozy fireplace, and oversized sliding glass doors that open to a private deck spanning the full length of the unit. The spacious primary suite serves as a private retreat, complete with a walk-in closet, direct deck access through sliding glass doors, and an abundance of natural light. The recently updated luxurious primary en-suite bath features a double vanity, soaking tub, and separate shower, creating a spa-like experience at home. A generously sized second bedroom, full guest bath, and dedicated laundry closet with washer and dryer provide comfort and convenience. Additional highlights include a four-year-young hot water heater (installed in Nov 2022) covered assigned garage parking, a private storage area, and exclusivity of gated community living. Ideally located near transportation, shopping, dining, and recreation, this exceptional residence presents a rare opportunity to enjoy one of Glen Head's most sought-after communities.

19 The Circle Unit #19, Glen Head

$5,499,000

Set on 3.32 meticulously landscaped acres, this sophisticated and elegant Gold Coast jewel is a true luxury retreat. The home was designed by esteemed early 20th-century architect Mott B. Schmidt, who was highly regarded for his grand homes. A grand entrance welcomes guests, framed by stately arched trees that line the long, circular driveway. Inside, the richly paneled foyer and wide pegged oak floors set the stage for exquisite architectural details, including a sweeping staircase and intricate custom millwork. The first floor offers a seamless blend of grandeur and comfort. The magnificent living room and banquet-sized dining room both feature elegant fireplaces, while the gourmet kitchen boasts a spacious center island and a bright breakfast room. A butler’s pantry adds convenience, and the library, adorned with built-in bookcases and a fireplace, offers a cozy retreat. Additional highlights include a sunroom, two en suite guest bedrooms, a first-floor washer/dryer, and a powder room. Oversized windows throughout the home provide breathtaking views of the lush grounds. The expansive primary suite is a private sanctuary, complete with a fireplace, spa-like bath, dressing area, and a large balcony overlooking the manicured gardens. This level also features four additional bedrooms with two Jack-and-Jill baths, two additional fireplaces, a gracious hall bath, a gym/bedroom, an office/bedroom, and a second-floor laundry room. The lower level offers an abundance of recreational space, including a playroom, arts and crafts area, and a full bath. The exquisitely landscaped grounds provide something for everyone, offering endless opportunities for relaxation and entertainment. The sunken gardens, originally designed by renowned landscape architect Robert Ludlow Fowler Jr., are a marvel to behold. They gracefully lead the way to a serene 20x50 saltwater gunite pool that is complemented by a spacious, elegant pool house. Sports enthusiasts will appreciate the lighted clay tennis court and a heated, enclosed outdoor structure, perfect for squash or basketball. Adding to the estate’s appeal, a charming three-bedroom, two-bath guest cottage provides comfortable accommodations, while a three-car heated garage with a separate workroom ensures ample space for vehicles and storage. This extraordinary estate is a timeless masterpiece inside and out, seamlessly blending historic charm with modern refinement.

9 Beds ⋅ 8 Baths ⋅ 1005247 MLS

Set on 3.32 meticulously landscaped acres, this sophisticated and elegant Gold Coast jewel is a true luxury retreat. The home was designed by esteemed early 20th-century architect Mott B. Schmidt, who was highly regarded for his grand homes. A grand entrance welcomes guests, framed by stately arched trees that line the long, circular driveway. Inside, the richly paneled foyer and wide pegged oak floors set the stage for exquisite architectural details, including a sweeping staircase and intricate custom millwork. The first floor offers a seamless blend of grandeur and comfort. The magnificent living room and banquet-sized dining room both feature elegant fireplaces, while the gourmet kitchen boasts a spacious center island and a bright breakfast room. A butler’s pantry adds convenience, and the library, adorned with built-in bookcases and a fireplace, offers a cozy retreat. Additional highlights include a sunroom, two en suite guest bedrooms, a first-floor washer/dryer, and a powder room. Oversized windows throughout the home provide breathtaking views of the lush grounds. The expansive primary suite is a private sanctuary, complete with a fireplace, spa-like bath, dressing area, and a large balcony overlooking the manicured gardens. This level also features four additional bedrooms with two Jack-and-Jill baths, two additional fireplaces, a gracious hall bath, a gym/bedroom, an office/bedroom, and a second-floor laundry room. The lower level offers an abundance of recreational space, including a playroom, arts and crafts area, and a full bath. The exquisitely landscaped grounds provide something for everyone, offering endless opportunities for relaxation and entertainment. The sunken gardens, originally designed by renowned landscape architect Robert Ludlow Fowler Jr., are a marvel to behold. They gracefully lead the way to a serene 20x50 saltwater gunite pool that is complemented by a spacious, elegant pool house. Sports enthusiasts will appreciate the lighted clay tennis court and a heated, enclosed outdoor structure, perfect for squash or basketball. Adding to the estate’s appeal, a charming three-bedroom, two-bath guest cottage provides comfortable accommodations, while a three-car heated garage with a separate workroom ensures ample space for vehicles and storage. This extraordinary estate is a timeless masterpiece inside and out, seamlessly blending historic charm with modern refinement.

8 Stonegate Lane, Old Brookville

$4,399,000

Set within the rarefied landscape of Old Brookville, this striking Mid-Century Modern residence is a study in architectural drama and refined design. Celebrated in Luxe Interiors + Design at the time of its transformation, the home reflects the visionary collaboration between its owners and the acclaimed firm Garcia/Maldonado, Inc.. The result is a masterwork where every line, material, and proportion has been considered with uncompromising precision. A rich palette of exotic woods—mahogany, oak, and birch—anchors the interiors with warmth and texture, while the architecture itself unfolds with quiet grandeur. The great room is nothing short of breathtaking: a soaring vaulted ceiling, commanding fireplace, and an expansive wall of glass dissolve the boundary between indoors and out, flooding the space with natural light and framing the surrounding landscape as living art. An elegant dining room overlooks the property and is the perfect venue for entertaining. At the heart of the home, the kitchen is both generous and inviting—designed for gathering and everyday luxury—with a substantial center island, sunlit breakfast room, and seamless connection to an open den. A separate media room, complete with a built-in bar and sliding doors, offers the flexibility for both intimate evenings and vibrant entertaining. The first-floor primary suite is a private sanctuary, opening directly to the grounds and featuring its own fireplace. A dramatic staircase leads to a secluded study—an architectural moment that elevates both function and form. The suite is further enhanced by a bespoke fitted closet room and a spa-like bath, exquisitely detailed in teak wood to evoke a sense of serenity, complete with dual vanities, a soaking tub, and a separate glass-enclosed shower. Upstairs, three oversized ensuite bedrooms, each with their own bath are complemented by an open lounge, creating a natural gathering space bathed in light. The lower level extends the lifestyle with a recreation room, additional den, and dedicated gym. Set across three exquisitely landscaped acres, the property evokes a private country club experience: a newly crafted Ipe deck, sparkling in-ground pool, Har-tru tennis court, and cabana complete this exceptional offering—where architecture and setting exist in perfect harmony.

5 Beds ⋅ 8 Baths ⋅ 987442 MLS

Set within the rarefied landscape of Old Brookville, this striking Mid-Century Modern residence is a study in architectural drama and refined design. Celebrated in Luxe Interiors + Design at the time of its transformation, the home reflects the visionary collaboration between its owners and the acclaimed firm Garcia/Maldonado, Inc.. The result is a masterwork where every line, material, and proportion has been considered with uncompromising precision. A rich palette of exotic woods—mahogany, oak, and birch—anchors the interiors with warmth and texture, while the architecture itself unfolds with quiet grandeur. The great room is nothing short of breathtaking: a soaring vaulted ceiling, commanding fireplace, and an expansive wall of glass dissolve the boundary between indoors and out, flooding the space with natural light and framing the surrounding landscape as living art. An elegant dining room overlooks the property and is the perfect venue for entertaining. At the heart of the home, the kitchen is both generous and inviting—designed for gathering and everyday luxury—with a substantial center island, sunlit breakfast room, and seamless connection to an open den. A separate media room, complete with a built-in bar and sliding doors, offers the flexibility for both intimate evenings and vibrant entertaining. The first-floor primary suite is a private sanctuary, opening directly to the grounds and featuring its own fireplace. A dramatic staircase leads to a secluded study—an architectural moment that elevates both function and form. The suite is further enhanced by a bespoke fitted closet room and a spa-like bath, exquisitely detailed in teak wood to evoke a sense of serenity, complete with dual vanities, a soaking tub, and a separate glass-enclosed shower. Upstairs, three oversized ensuite bedrooms, each with their own bath are complemented by an open lounge, creating a natural gathering space bathed in light. The lower level extends the lifestyle with a recreation room, additional den, and dedicated gym. Set across three exquisitely landscaped acres, the property evokes a private country club experience: a newly crafted Ipe deck, sparkling in-ground pool, Har-tru tennis court, and cabana complete this exceptional offering—where architecture and setting exist in perfect harmony.

93 Hoaglands Lane, Old Brookville

$3,795,000

Framed by sweeping pond views and surrounded by over 2 private acres of beautifully landscaped grounds, this beautifully renovated brick estate offers a rare blend of luxury, privacy, and serene waterfront living. Tucked away on a quiet cul-de-sac, the home is perfectly positioned to capture the beauty of the pond from both the interior living spaces and the resort-style outdoor setting. A circular driveway and expansive paving-stone walkway introduce this impressive 6-bedroom, 5.5-bath residence featuring a bright, flowing layout designed for both everyday comfort and elegant entertaining. The custom gourmet kitchen overlooks the scenic backyard with tranquil water views, while the first-floor primary suite serves as a private retreat within the home. Designed with exceptional functionality, every bedroom enjoys direct bathroom access through either private en-suite baths or thoughtfully designed Jack-and-Jill layouts, offering comfort and convenience. Additional highlights include hardwood floors throughout, spacious entertaining areas, a full finished basement, guest accommodations, a full-house natural gas generator, and a 3-car attached garage. Outdoors, beautifully crafted stone patios and a fully equipped outdoor kitchen create the ideal backdrop for entertaining beside the pond, with direct water access and breathtaking year-round views completing this extraordinary Upper Brookville offering. **Some photos have been virtually staged for illustrative purposes to showcase the potential use and design of the space.**

6 Beds ⋅ 6 Baths ⋅ 996646 MLS

Framed by sweeping pond views and surrounded by over 2 private acres of beautifully landscaped grounds, this beautifully renovated brick estate offers a rare blend of luxury, privacy, and serene waterfront living. Tucked away on a quiet cul-de-sac, the home is perfectly positioned to capture the beauty of the pond from both the interior living spaces and the resort-style outdoor setting. A circular driveway and expansive paving-stone walkway introduce this impressive 6-bedroom, 5.5-bath residence featuring a bright, flowing layout designed for both everyday comfort and elegant entertaining. The custom gourmet kitchen overlooks the scenic backyard with tranquil water views, while the first-floor primary suite serves as a private retreat within the home. Designed with exceptional functionality, every bedroom enjoys direct bathroom access through either private en-suite baths or thoughtfully designed Jack-and-Jill layouts, offering comfort and convenience. Additional highlights include hardwood floors throughout, spacious entertaining areas, a full finished basement, guest accommodations, a full-house natural gas generator, and a 3-car attached garage. Outdoors, beautifully crafted stone patios and a fully equipped outdoor kitchen create the ideal backdrop for entertaining beside the pond, with direct water access and breathtaking year-round views completing this extraordinary Upper Brookville offering. **Some photos have been virtually staged for illustrative purposes to showcase the potential use and design of the space.**

23 Overbrook Lane, Upper Brookville

$6,450,000

Set behind private gates in the prestigious Estates at Greenfield, this stately brick Georgian Colonial is perfectly positioned on three + magnificently landscaped acres, offering an exceptional blend of timeless architecture and resort-style living. A gracious approach leads to a generous courtyard, creating a striking first impression and a true sense of arrival. Inside, a dramatic two-story center hall marble foyer showcases a sweeping wrought iron circular staircase and exquisite, detailed millwork that sets the tone for the home’s refined interiors. The formal living room is both elegant and inviting, complete with a custom built-in bar and hardwood floors while the generous dining room is perfectly suited for grand entertaining. A warm and inviting den with a fireplace sits just off the chef’s kitchen and sunlit breakfast nook, creating an ideal flow for everyday living. A richly appointed home office features its own fireplace, custom built-in shelving, and a convenient half bath. The first floor is further enhanced by a private ensuite bedroom, perfect for guests or extended family. The second level offers a luxurious primary en-suite retreat with a fireplace, a gracious sitting room, and multiple custom-fitted closets. The spa-like marble bathroom adds to the sense of indulgence. Four additional ensuite bedrooms provide comfort and privacy, while a fabulous bonus room offers flexibility as a second den, media lounge, or computer room. The lower level has been thoughtfully designed for recreation and relaxation, featuring a game room, media area, gym, and abundant storage. Outdoors, the property is truly extraordinary—lush, expansive, and beautifully curated with mature specimen trees that provide both privacy and natural beauty. Designed for both relaxation and recreation, the grounds include a sparkling pool and hot tub, a full-service cabana, and a fully equipped outdoor kitchen ideal for seamless entertaining. A sports court and playground complete this exceptional offering. The property is simply divine—an all-encompassing retreat in The Estates at Greenfield, where every amenity has been thoughtfully curated, offering a lifestyle so complete there is truly no reason to ever leave home.

7 Beds ⋅ 10 Baths ⋅ 991638 MLS

Set behind private gates in the prestigious Estates at Greenfield, this stately brick Georgian Colonial is perfectly positioned on three + magnificently landscaped acres, offering an exceptional blend of timeless architecture and resort-style living. A gracious approach leads to a generous courtyard, creating a striking first impression and a true sense of arrival. Inside, a dramatic two-story center hall marble foyer showcases a sweeping wrought iron circular staircase and exquisite, detailed millwork that sets the tone for the home’s refined interiors. The formal living room is both elegant and inviting, complete with a custom built-in bar and hardwood floors while the generous dining room is perfectly suited for grand entertaining. A warm and inviting den with a fireplace sits just off the chef’s kitchen and sunlit breakfast nook, creating an ideal flow for everyday living. A richly appointed home office features its own fireplace, custom built-in shelving, and a convenient half bath. The first floor is further enhanced by a private ensuite bedroom, perfect for guests or extended family. The second level offers a luxurious primary en-suite retreat with a fireplace, a gracious sitting room, and multiple custom-fitted closets. The spa-like marble bathroom adds to the sense of indulgence. Four additional ensuite bedrooms provide comfort and privacy, while a fabulous bonus room offers flexibility as a second den, media lounge, or computer room. The lower level has been thoughtfully designed for recreation and relaxation, featuring a game room, media area, gym, and abundant storage. Outdoors, the property is truly extraordinary—lush, expansive, and beautifully curated with mature specimen trees that provide both privacy and natural beauty. Designed for both relaxation and recreation, the grounds include a sparkling pool and hot tub, a full-service cabana, and a fully equipped outdoor kitchen ideal for seamless entertaining. A sports court and playground complete this exceptional offering. The property is simply divine—an all-encompassing retreat in The Estates at Greenfield, where every amenity has been thoughtfully curated, offering a lifestyle so complete there is truly no reason to ever leave home.

6 Evergreen Way, Old Brookville

$1,249,000

Fully Renovated Craftsman Coastal Retreat in Sea Cliff-Reimagined in 2018 with impeccable attention to detail, this turn-key home combines timeless Craftsman character with premium modern updates. Interior Features & Upgrades Include: Gourmet Kitchen: Equipped with high-end stainless steel appliances, flowing directly onto a beautiful deck. Light-filled rooms featuring hardwood floors, custom lighting, and a cozy fireplace. Flexible layout offers a versatile Lower level with guest suite & endless possibilities, plus a 2-car garage with generous additional storage & direct indoor entry. Enjoy Peace of Mind-Complete structural updates including new siding, Anderson windows, plumbing, electrical, central A/C, and a smart security system. Exterior & Location features include a Large, lush, private backyard featuring standout copper gutters and a new roof installed in 2020. Prime Setting, Nestled in the heart of Sea Cliff. The beach is just down the hill, and local shopping and dining options are situated just two blocks away.

4 Beds ⋅ 2 Baths ⋅ 991457 MLS

Fully Renovated Craftsman Coastal Retreat in Sea Cliff-Reimagined in 2018 with impeccable attention to detail, this turn-key home combines timeless Craftsman character with premium modern updates. Interior Features & Upgrades Include: Gourmet Kitchen: Equipped with high-end stainless steel appliances, flowing directly onto a beautiful deck. Light-filled rooms featuring hardwood floors, custom lighting, and a cozy fireplace. Flexible layout offers a versatile Lower level with guest suite & endless possibilities, plus a 2-car garage with generous additional storage & direct indoor entry. Enjoy Peace of Mind-Complete structural updates including new siding, Anderson windows, plumbing, electrical, central A/C, and a smart security system. Exterior & Location features include a Large, lush, private backyard featuring standout copper gutters and a new roof installed in 2020. Prime Setting, Nestled in the heart of Sea Cliff. The beach is just down the hill, and local shopping and dining options are situated just two blocks away.

9 Winding Way, Sea Cliff

$3,899,000

Nestled in the heart of Old Brookville, this private oasis offers the perfect blend of luxury, tranquility, and modern living. Set on a sprawling, flat 3.2 -acre lot within the prestigious North Shore School District, this property feels like your own year-round retreat. As you approach via the picturesque private driveway, you're greeted by lush, mature landscaping that ensures complete seclusion. The property boasts a sparkling gunite saltwater pool with a chic pool house, a clay tennis court, and plenty of open space to enjoy outdoor living at its finest. Step inside this contemporary gem, and you'll find a thoughtfully designed floor plan that caters to comfort and style. The main level features a stunning primary ensuite with its own private deck—your perfect sanctuary for morning coffee or evening relaxation. The home has been meticulously updated with hardy plank siding, new windows, a modern A/C system, and a hot water heater. Simply move in and make it your own! Whether you're lounging by the pool, hosting friends on the tennis court, or unwinding in your serene retreat, this home truly offers a vacation lifestyle all year long. Don’t miss your chance to experience the ultimate in privacy and luxury living.

6 Beds ⋅ 5 Baths ⋅ 957864 MLS

Nestled in the heart of Old Brookville, this private oasis offers the perfect blend of luxury, tranquility, and modern living. Set on a sprawling, flat 3.2 -acre lot within the prestigious North Shore School District, this property feels like your own year-round retreat. As you approach via the picturesque private driveway, you're greeted by lush, mature landscaping that ensures complete seclusion. The property boasts a sparkling gunite saltwater pool with a chic pool house, a clay tennis court, and plenty of open space to enjoy outdoor living at its finest. Step inside this contemporary gem, and you'll find a thoughtfully designed floor plan that caters to comfort and style. The main level features a stunning primary ensuite with its own private deck—your perfect sanctuary for morning coffee or evening relaxation. The home has been meticulously updated with hardy plank siding, new windows, a modern A/C system, and a hot water heater. Simply move in and make it your own! Whether you're lounging by the pool, hosting friends on the tennis court, or unwinding in your serene retreat, this home truly offers a vacation lifestyle all year long. Don’t miss your chance to experience the ultimate in privacy and luxury living.

91 Hoaglands Lane, Old Brookville

$3,299,888

Welcome to a rare opportunity to own a fully renovated and extended estate—rebuilt from the studs up and reimagined for modern luxury in the heart of one of Long Island’s most coveted neighborhoods. Set on a beautifully manicured 2 acre lot, this 6-bedroom, 5.5-bathroom smart residence combines sophisticated design, premium finishes, and cutting-edge amenities, offering a seamless blend of elegance. Every inch of the home reflects quality and intention—from the radiant heated floors throughout the entire main level and every bathroom to the sleek, designer fixtures and finishes throughout. The gracious first floor features a private guest suite with a separate entrance, ideal for extended family and guests. The chef’s kitchen is the true centerpiece—a culinary dream outfitted with a massive center island, top-tier stainless steel appliances, including a 48” Bertazzoni induction range with double ovens, oversized refrigerator and freezer, dual dishwashers, custom cabinetry, beverage drawers, and thoughtful built-ins—all designed to inspire both intimate dinners and large-scale entertaining. The second floor is home to a luxurious primary suite with a spa-inspired en-suite bath, radiant heated floors, oversized closet, and tranquil views of the property. Three additional spacious bedrooms upstairs offer generous closets, and large windows that flood the rooms with natural light. With a dedicated second-floor laundry area, convenience meets everyday function for busy households. The fully finished basement features its own private exterior entrance and offers an abundance of versatile space, including a wine cellar, gym, recreation, full laundry room, and more— The home's brand-new exterior features include a new roof, striking black energy-efficient windows, and a large Trex deck that opens from the kitchen to your own private oasis complete with an in-ground pool. Every system has been updated—new electrical, plumbing, floors, HVAC, and insulation—ensuring true turnkey luxury living. This is more than a home—it's a statement. A rare offering of timeless craftsmanship and modern design in one of the most distinguished enclaves.

6 Beds ⋅ 6 Baths ⋅ 977675 MLS

Welcome to a rare opportunity to own a fully renovated and extended estate—rebuilt from the studs up and reimagined for modern luxury in the heart of one of Long Island’s most coveted neighborhoods. Set on a beautifully manicured 2 acre lot, this 6-bedroom, 5.5-bathroom smart residence combines sophisticated design, premium finishes, and cutting-edge amenities, offering a seamless blend of elegance. Every inch of the home reflects quality and intention—from the radiant heated floors throughout the entire main level and every bathroom to the sleek, designer fixtures and finishes throughout. The gracious first floor features a private guest suite with a separate entrance, ideal for extended family and guests. The chef’s kitchen is the true centerpiece—a culinary dream outfitted with a massive center island, top-tier stainless steel appliances, including a 48” Bertazzoni induction range with double ovens, oversized refrigerator and freezer, dual dishwashers, custom cabinetry, beverage drawers, and thoughtful built-ins—all designed to inspire both intimate dinners and large-scale entertaining. The second floor is home to a luxurious primary suite with a spa-inspired en-suite bath, radiant heated floors, oversized closet, and tranquil views of the property. Three additional spacious bedrooms upstairs offer generous closets, and large windows that flood the rooms with natural light. With a dedicated second-floor laundry area, convenience meets everyday function for busy households. The fully finished basement features its own private exterior entrance and offers an abundance of versatile space, including a wine cellar, gym, recreation, full laundry room, and more— The home's brand-new exterior features include a new roof, striking black energy-efficient windows, and a large Trex deck that opens from the kitchen to your own private oasis complete with an in-ground pool. Every system has been updated—new electrical, plumbing, floors, HVAC, and insulation—ensuring true turnkey luxury living. This is more than a home—it's a statement. A rare offering of timeless craftsmanship and modern design in one of the most distinguished enclaves.

33 High Farms Road, Old Brookville