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$799,900
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
$575,000
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
$799,999
3 Beds ⋅ 2 Baths ⋅ 1041833 MLS
THE "ULTIMATE" GLEN HEAD OPPORTUNITY — HARBOR VIEW, IN-GROUND POOL & TREMENDOUS POTENTIAL — OFFERED AT JUST $799,000 Located in the desirable Harbor View section of Glen Head, within the Hamlet of Oyster Bay, this expanded Cape offers an exceptional opportunity for buyers looking to renovate, customize, and create a home that reflects their own vision. Situated on an approximately 7,035-square-foot lot, the property offers a compelling combination of location, outdoor living, privacy, and future potential. The interior is ready for updating and renovation, providing the perfect canvas for a buyer to re imagine the space and make it their own. The backyard is a true highlight and is designed for entertaining, featuring a fenced-in backyard featuring an in-ground swimming pool with a Salt water conversion system , expansive patio areas, an enclosed/covered porch overlooking the pool, and a separate gazebo ideal for outdoor dining, entertainment, relaxing, and enjoying the warmer months. Conveniently located near the LIRR, shopping, restaurants, and everyday amenities, and situated within the highly regarded North Shore School District. North Shore Senior High School was recently ranked No. 2 among Nassau County’s Top 10 High Schools in the ranking provided. With its sought-after Harbor View location, generous lot size, impressive outdoor amenities, and substantial renovation potential, this property presents an exciting opportunity to create something truly special in Glen Head. Pool -Property -Potential & Location Offered at just $799,000. Come see the possibilities this Harbor View home has to offer. The home is being sold as-is and offers an excellent opportunity for updating, expansion, customization. The kitchen ,Baths and interior finishes are dated and ready for renovation,while the property offers tremendous potential to create a home that suits your style and needs. Whether you’re an end user, investor, or contractor, this is a unique opportunity to unlock the full potential of the home and property. BRING YOUR VISION and make 2 Ruth Place your own.

2 RUTH Place, Glen Head
$789,000
5 Beds ⋅ 2 Baths ⋅ 1040374 MLS
This double dormered Cape Cod features a living room, formal dining room, a kitchen, a den, two bedrooms and a full bath on the main floor and three bedrooms including the primary bedroom ( full with primary bedroom is huge and could easily be divided into two separate bedrooms ) and a bath on the second floor. There is a full basement, a one car garage that is not in good shape, an in-ground pool that needs to be repaired or replaced, hardwood floors, tile floors, a newer main roof, all gas cooking and Heating and a very quiet location that is walk to most things. This house needs a lot of work but is a diamond in the rough.

1 Glen Cove Drive, Glen Head
$1,699,900
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
$699,000
3 Beds ⋅ 1 Baths ⋅ 1038653 MLS
Charming 3 bedroom, 1 bathroom, fixer-upper cottage which sits on 7500 sq.ft. of property on a quiet street. Needs new boiler, heating systems, water heater, water lines, and flooring through out. Needs work but with some creative fixes, will be a great investment

14 Marlan Court, Sea Cliff
$1,099,998
3 Beds ⋅ 2 Baths ⋅ 1038251 MLS
Welcome to this charming three-bedroom, two-bathroom home in the heart of Glen Head, offering comfortable living spaces, thoughtful updates, and wonderful outdoor amenities. The formal living room features a beautiful fireplace, creating a warm and inviting setting for relaxing or entertaining, while the adjacent dining room provides an ideal space for family meals and gatherings. The updated kitchen offers modern convenience and functionality, and the spacious family room provides plenty of room for everyday living, movie nights, or entertaining guests. The primary bedroom is a private retreat with its own balcony, while two additional bedrooms provide comfortable spaces for children, guests, or a home office. With ample storage throughout and a full unfinished basement, there is plenty of space for organization, hobbies, recreation, or future expansion. Outside, enjoy a fully fenced backyard designed for both relaxation and entertaining. A covered patio provides a comfortable outdoor living area, while a separate fire pit area creates the perfect spot for gathering with family and friends. Ideally located in Glen Head, this home offers convenient access to the Long Island Rail Road, Tappan beach, nearby parks and recreational areas, and the highly sought-after North Shore community and school district. A wonderful opportunity to enjoy the space, charm, and convenience of Glen Head living.

40 Plymouth Drive S, Glen Head
$3,500,000
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
$13,600,000
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
$2,995,000
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
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
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
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
$4,795,999
11 Beds ⋅ 14 Baths ⋅ 1016829 MLS
A truly extraordinary opportunity to create one of Brookville's most distinguished private estates. Nestled on an expansive 15-acre parcel in the prestigious Village of Old Brookville, this remarkable property offers an unparalleled setting on one of the area's most coveted and desirable streets. Plans envision a magnificent 22,000-square-foot luxury residence thoughtfully designed to blend timeless elegance with modern sophistication. Surrounded by mature landscaping and serene natural beauty, the estate offers exceptional privacy while remaining conveniently located near renowned schools, country clubs, fine dining, and major transportation routes. A picturesque private pond serves as the centerpiece of the grounds, creating a tranquil and captivating backdrop for the future residence. The vast acreage presents limitless possibilities for world-class amenities, including formal gardens, resort-style outdoor living spaces, recreational facilities, and equestrian pursuits. Rarely does an offering of this caliber become available—a unique chance to build a legacy estate tailored to your vision in one of Long Island's most exclusive enclaves. An exceptional canvas upon which to create a truly iconic residence

1 Penny Pond Court, Old Brookville

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.