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108 Jessup Avenue, Quogue
$2,500,000
2 Beds ⋅ 1 Baths ⋅ 1015040 MLS
Rarely does an opportunity like this become available in one of the Hamptons' most sought-after villages. Situated on approximately 0.94 acres, 108 Jessup Avenue presents the ideal setting to create a custom residence of up to approximately 6,000 square feet (subject to buyer verification and approvals). This property is being offered primarily for its exceptional land value and redevelopment potential. Whether you envision a classic Hamptons retreat, modern coastal estate, or your own personalized sanctuary, this expansive parcel provides the space and flexibility to bring your vision to life. Located just moments from Quogue Village shops, dining, and local amenities, the property also includes coveted Quogue Village Beach rights, offering access to one of the East End's most desirable oceanfront beaches. A unique opportunity to secure a nearly one-acre parcel in a premier Quogue location and create a home tailored to your lifestyle.

108 Jessup Avenue, Quogue

11 Fostertown Road, Balmville
$2,500,000
5 Beds ⋅ 5 Baths ⋅ 972449 MLS
Tucked behind a long private drive on 25 park-like acres in the storied Balmville neighborhood of the Town of Newburgh, this distinguished 1938 Georgian Colonial stone manor is one of the Hudson Valley’s most remarkable estate offerings. Original architectural plans dated 1937 identify noted Newburgh architect Gordon S. Marvel as architect for William C. Scott, Esq. An extraordinary collection of original drawings and blueprints remains with the property, documenting the residence in remarkable detail and offering a rare connection between the home as conceived and the estate that stands today. The masterfully laid stone facade, slate roof, columned entry portico, and ornamental wrought-iron balcony establish the home’s timeless character. Step through the arched leaded-glass entry into an impressive yet classic center hall foyer, where wainscoting, crown moldings, hardwood floors, and a sweeping curved staircase showcase the craftsmanship throughout. The formal living room features a carved-mantel fireplace and French doors opening to a 32-foot screened porch, while the formal dining room overlooks the greenhouse garden through a beautiful bay window. The kitchen connects to a butler’s pantry, preserving the home’s original service flow. Upstairs, five generous bedrooms include a primary suite with private bath, dressing room, and Juliet balcony, along with a dedicated home office and four second-floor bathrooms. The lower level is a singular achievement, paneled in hand-carved Gothic-influenced oak and evoking a private English pub, complete with brick fireplace, built-in cabinetry, bar, wine cellar, stone floors, laundry room, powder room, and extensive storage. The nearly 1,600-square-foot third floor, already plumbed for a bath, offers tremendous potential for additional living quarters, studio, or recreation space. Outside, rolling lawns and mature woodland surround a tennis court, stone-paved garden, picturesque waterfall and stream, attached three-car garage, and spectacular greenhouse-conservatory with attached potting room, a true botanical sanctuary steps from the house. Brand-new energy-efficient electric heat pump systems provide modern mechanical performance within a home of irreplaceable historic character. Perhaps most remarkable is the property’s surviving architectural archive. Gordon S. Marvel drawings dating to September 1937 document floor plans, elevations, fireplaces, windows, millwork, and other custom details, while later drawings chronicle the continued evolution of the Scott estate. Preserved with the property for nearly nine decades, the collection provides an uncommon record of its design and craftsmanship. Conveniently located minutes from the Newburgh waterfront, Stewart International Airport, Metro-North at Beacon, and the Hudson Valley’s cultural and recreational destinations—and approximately 75 minutes from New York City—11 Fostertown Road is a legacy property where architecture, landscape, and nearly 90 years of documented history remain remarkably connected.

11 Fostertown Road, Balmville

1 Steels Walk, Water Island
$2,500,000
4 Beds ⋅ 3 Baths ⋅ 988717 MLS
Featured in Architectural Digest, this extraordinary oceanfront residence on Steels Walk in Water Island, designed by acclaimed architect and designer Carl D’Aquino, is one of the most distinctive and architecturally significant properties on all of Fire Island. As co-founder of the internationally celebrated design firm D’Aquino Monaco, D’Aquino is renowned for creating homes that blend modernist architecture with warmth, craftsmanship, and a profound connection to their natural surroundings — a philosophy beautifully realized throughout this remarkable coastal retreat. Comprised of two dramatic octagonal-shaped structures seamlessly joined at the center, the home was thoughtfully conceived to embrace its breathtaking setting, where unobstructed views of the Atlantic Ocean, rolling dunes, and endless sky become part of everyday living. Every angle, sightline, and material was intentionally selected to create a seamless dialogue between architecture and landscape, resulting in a home that feels both visionary and deeply serene. Offering 4 bedrooms and 2.5 baths, the residence blends refined coastal sophistication with a tranquil, resort-like atmosphere. Expansive living spaces are carefully positioned to maximize privacy, natural light, and connection to the outdoors, creating an effortless flow between the interiors and the surrounding decks. Throughout the home, extraordinary craftsmanship and attention to detail elevate every space. The striking clapboard ceilings were meticulously installed piece by piece, creating warmth, texture, and architectural rhythm overhead — a labor-intensive design element that speaks to the level of artistry woven into the home. In the kitchen, custom cabinetry was handcrafted in Brooklyn, then carefully transported to Water Island in sections and thoughtfully assembled in place — a remarkable undertaking that reflects the bespoke nature of the residence and the uncompromising dedication to quality and design. The outdoor spaces are equally exceptional. A sprawling oceanfront deck unfolds toward the dunes and shoreline, offering multiple areas for lounging, dining, and entertaining against the ever-changing backdrop of the Atlantic. The heated pool is framed by sun-washed decking and lush landscaping, while a tranquil waterfall pond and curated gardens create moments of calm and seclusion throughout the property. Tucked above it all, the private second-floor deck off the primary suite offers sweeping ocean views and an unmatched sense of peace — ideal for quiet mornings, sunset cocktails, or stargazing beneath the open sky. Surrounded by nature and designed for complete privacy, this is more than a home — it is a rare coastal sanctuary unlike anything else on Water Island. Celebrated for its architecture, craftsmanship, setting, and atmosphere, this once-in-a-generation offering presents the opportunity to own a truly iconic stretch of Fire Island oceanfront.

1 Steels Walk, Water Island

235 Cantrell Road, Monticello
$2,500,000
4 Beds ⋅ 4 Baths ⋅ 993197 MLS
A once-in-a-lifetime private stone garden estate has officially arrived on the market — an extraordinary hidden sanctuary in Monticello. Evoking the charm of a secluded fairytale retreat, this breathtaking property offers unparalleled privacy, natural beauty, and exceptional long-term investment potential. Encompassing approximately 43.48 acres of pristine land, the estate is surrounded by lush forests, expansive meadows, and a serene natural lake/pond spanning approximately 3.5 acres. The tranquil setting, crisp mountain air, and peaceful atmosphere provide a remarkable escape from city life, while still being conveniently located just approximately two hours from New York City. Whether envisioned as a private compound, luxury vacation estate, wellness retreat, wedding venue, boutique resort, farm stay, or future development opportunity, this property presents a rare blank canvas with limitless possibilities. This exceptional estate is an incredibly rare offering in Monticello. Located only minutes from Resorts World Catskills, and within easy reach of Woodbury Common Premium Outlets, fine dining, shopping, entertainment, and year-round recreational attractions. The residence itself is thoughtfully designed with oversized windows that flood the interiors with natural light, highlighting the warm estate-style ambiance and rich wood craftsmanship throughout. The first floor features multiple expansive living and entertainment spaces ideal for hosting gatherings, along with a spacious kitchen, formal dining area, storage room, full bathroom, and a practical mudroom complete with laundry and ample storage for coats and footwear. There is a French double door that separates the studying room and the dining room. The open-concept estate kitchen is equipped with an oven, dishwasher, and refrigerator. The second floor offers an inviting additional living area, a luxurious primary suite with an adjoining full bathroom, a guest suite with its own private full bathroom, two additional bedrooms, and another separate full bathroom. There is also an attic. The unfinished basement, complete with a separate entrance, offers tremendous potential for customization — ideal for a recreation lounge, home theater, fitness center, executive office, wine cellar, or expanded living quarters. Additional highlights include central heating and cooling systems, spacious and functional layouts, exceptional privacy, and comfortable room configurations throughout the home. Property Specifications: Approximately 3,606 sq ft of interior living space, built in 2009, situated on approximately 43.48 acres of land, featuring a Colonial-style single dwelling residence with an attached 1-car garage. RR2 Zoning — Potential for Multiple Luxury Homes The true value of this extraordinary offering extends far beyond the residence itself — it lies within the land, the natural resources, the serenity, and the unmatched setting. A truly rare Upstate New York estate showcasing remarkable natural beauty, fresh mountain air, and exceptional feng shui qualities.

235 Cantrell Road, Monticello

74 Root Avenue, Carmel
$2,500,000
4 Beds ⋅ 5 Baths ⋅ 987768 MLS
Welcome to The Hummingbird Estates. An enclave that features 5 homes that uniquely marry design, materials and texture. Seller has poured his heart into building an exquisite escape. Determination and detail brings this home to a level of luxury that has yet to be met in Southeast. Showcasing high end materials from the first entry throughout you experience the quality in craftsmanship. A beautiful stone entryway opens to vaulted well framed clean lines, hidden moldings and walls of windows. The kitchen combines granite, custom cabinetry and high end appliances for a chefs dream. The combination of stone, metal and glass are classically combined to showcase this Prarie style home. With 4BR, 4.5BA and 5,400 Sq ft of living quarters the architectural design allows for a flow that invites both relaxation and entertainment. Imagine a relaxing read off of the main bedroom deck overlooking water views or a night of entertaining on the patio. There is still time to choose finishes. Additional Information: ParkingFeatures:3 Car Attached,

74 Root Avenue, Carmel

4 Polo Grounds Lane, E. Quogue
$2,500,000
4 Beds ⋅ 5 Baths ⋅ 970165 MLS
Tucked mid-block on a quiet cul-de-sacstreet, this beautifully appointed 4-bedroom, 4.5-bathroom home delivers the lifestyle you've been looking for. On the first floor, rooms flow seamlessly from one to the next. The eat-in kitchen is outfitted with stainless steel appliances and opens to a large dining room with sliders to the yard. The den features vaulted ceilings, a fireplace, and sliders leading to a light-filled sunroom. An en suite bedroom doubles as a home office, and a half bath rounds out this level. Upstairs, three bedrooms each enjoy access to spa-caliber bathrooms — thoughtfully updated with the finishes you'd expect in a luxury hotel. The primary suite impresses with generous closets and a private balcony overlooking the lush yard below. The finished basement is currently configured as a home theater and separate recreation room, complete with a full bath. Out back, your private retreat awaits with a heated pool, jacuzzi, tennis court, and built-in BBQ you and your guests will never be bored. Minutes to beaches, dining, and everything East Quogue has to offer

4 Polo Grounds Lane, E. Quogue

6372 74th Street, Middle Village
$2,500,000
3 Beds ⋅ 4 Baths ⋅ 964215 MLS
On a quiet corner in the heart of Middle Village stands a home that immediately sets itself apart — a solid brick residence where craftsmanship, scale, and thoughtful design come together in a way rarely seen in the neighborhood. Built with steel beam construction and a steel-reinforced staircase, the home offers a level of strength and permanence you can feel the moment you walk in. Inside, with 3,350 square feet unfolds with rich Canadian maple flooring, sleek porcelain tile, and hand-applied Venetian stucco that adds warmth and texture throughout. Each upstairs bedroom opens to its own private balcony, creating peaceful outdoor moments above the tree-lined streets. The kitchen is both a showpiece and a true working space — custom oak cabinetry, a dramatic quartz island, a professional six-burner double-oven range by Viking, a rare Rizzoli wood-burning oven, and a full LG appliance package make it ideal for everyday living or unforgettable gatherings. Radiant heat runs on every level. The fully finished lower level with a full bath expands the living space even further, perfect for recreation, guests, or extended use. A private garage, beautifully paved exterior, and a covered backyard retreat complete the experience. Just moments from Juniper Valley Park, local shops, restaurants, and neighborhood cafes, the location is as convenient as it is charming. The M train at Metropolitan Avenue provides a direct commute to Manhattan in approximately 35 to 40 minutes, while nearby access to the Long Island Expressway, Brooklyn-Queens Expressway, and Jackie Robinson Parkway makes getting anywhere in the city or to Long Island effortless. This is not just another property — it is a true one-of-one residence for Middle Village, built with intention, designed for longevity, and finished with a level of detail that is rarely duplicated.

6372 74th Street, Middle Village

26 Cecilia Lane, Pleasantville
$2,499,999
5 Beds ⋅ 5 Baths ⋅ 1043619 MLS
A rare opportunity to choose between the award-winning ARMONK (BYRAM HILLS) OR CHAPPAQUA SCHOOL DISTRICTS. Experience modern luxury at 26 Cecilia Lane, a completely move-in-ready, 5,055-square-foot contemporary ranch that pairs impressive scale with the effortless ease of predominantly first floor living. Flooded with natural light and set on more than 1.5 acres of professionally landscaped, flat and usable grounds, this exceptional residence offers 5 bedrooms, 3 full bathrooms, and two powder rooms. A gracious foyer sets the tone, opening to living spaces designed for comfortable daily activities and effortless entertaining. The living room opens through sliding glass doors to an expansive bluestone patio, blurring the line between indoor and out against a backdrop of lush private grounds. The formal dining room flows seamlessly into a sun-filled eat-in kitchen, which opens directly to the patio for easy indoor-outdoor dining and gathering. At the heart of the home is a dramatic family room with vaulted ceilings, anchored by a wood-burning fireplace and framed by an abundance of windows overlooking the surrounding landscape. Warm, inviting and filled with natural light, it is an ideal gathering space in every season. A private bedroom wing places all five bedrooms conveniently on the main level. The serene primary suite features generous walk-in closets and an en-suite bathroom while three additional well-proportioned bedrooms share an oversized hall bathroom. A fifth bedroom adds flexibility as a guest suite or home office. A beautifully appointed powder room, an oversized mudroom with laundry, along with direct access to the attached two-car garage round out the main level with everyday luxury and convenience. The home’s impressive scale continues upstairs, where a versatile loft and full bathroom offer abundant space for recreation, work, fitness or guests. The finished walkout lower level offers additional flexibility, complete with its own powder room and direct access to the backyard. Outside, the expansive lawn, established perennial gardens, mature trees and thriving vegetable garden create a private park-like setting with abundant room to relax, play, garden and entertain. Set in a peaceful, sought-after neighborhood, this home is close to the North White Plains and Pleasantville train stations, the Pleasantville Farmers Market, Jacob Burns Film Center, and shopping in both Armonk and Chappaqua. Rare in its scale, light, privacy and flexibility, 26 Cecilia Lane delivers a turnkey offering of elegance and expansive outdoor living in one of Westchester's most prime locations. VERY ATTRACTIVE TAXES!

26 Cecilia Lane, Pleasantville

3 Aron Drive, Woodbury
$2,499,999
4 Beds ⋅ 4 Baths ⋅ 1049514 MLS
Welcome to 3 Aron Drive, a completely reimagined and fully renovated expanded Colonial in the highly desirable “Castle” section of Woodbury, within the sought-after Syosset School District. No expense was spared in transforming this exceptional 4-bedroom, 4-bath home, which showcases top-of-the-line materials, sophisticated finishes, and thoughtful craftsmanship throughout. Step inside to a fresh, modern interior filled with natural light and designed for today’s lifestyle. The beautifully redesigned living spaces offer an effortless flow for both everyday living and entertaining, while the stunning new kitchen serves as the heart of the home with high-end finishes, premium appliances, and a refined contemporary feel. Spacious living and dining areas provide the perfect setting for gatherings, while the inviting family room offers a comfortable place to unwind. Upstairs, four generously sized bedrooms provide ample space and storage, while the beautifully renovated bathrooms feature stylish, quality finishes. From the major systems to the smallest details, the home has been comprehensively updated to deliver modern comfort, functionality, and peace of mind. A full basement provides additional space and endless possibilities for a home gym, playroom, media room, office, or recreation area. Outside, the home sits on an oversized property of more than half an acre, offering a private, park-like backyard with plenty of room for entertaining, play, and outdoor enjoyment. Combining a premier Woodbury location, Syosset schools, expansive property, and a truly top-to-bottom renovation, 3 Aron Drive is a rare move-in-ready opportunity you will not want to miss. Make this extraordinary home your next home.

3 Aron Drive, Woodbury

616 Woodmere Boulevard, Woodmere
$2,499,999
5 Beds ⋅ 5 Baths ⋅ 1042971 MLS
Welcome to this spacious 5-bedroom, 4.5-bath home located in prime Woodmere Park, situated on an impressive 15,000 sq. ft. lot in District 15, offering the benefit of lower taxes. With four levels of living space, this home provides plenty of room for comfortable everyday living and entertaining. The home features solar panels, a separate private office, dedicated utility room, spacious den with surround sound, and a 2-car garage. Additional highlights include 3-zone central air conditioning, gas, a sprinkler system, and a security alarm system. With generous indoor and outdoor space, a versatile layout, a prime Woodmere Park location, and the advantage of lower District 15 taxes, this home is a fantastic opportunity!

616 Woodmere Boulevard, Woodmere

126 Old Field Road, E. Setauket
$2,499,999
6 Beds ⋅ 7 Baths ⋅ 1038361 MLS
Set on approximately 2.5 acres in Old Field, 126 Old Field Road is a completely renovated residence offering approximately 6,500 square feet, 6 bedrooms, 6 full bathrooms and 1 half bathroom, with the space and layout of a true North Shore estate. A dramatic two-story entry introduces the home, opening to beautifully proportioned formal and informal living spaces with hardwood floors, detailed millwork and an abundance of natural light. The great room is one of the home’s standout spaces, with soaring ceilings, a fireplace and an impressive wall of windows and doors overlooking the property. The renovated kitchen offers generous cabinetry, stone countertops, stainless steel appliances, a large center island and a separate eat-in area, with an easy connection to the surrounding living spaces. A formal dining room and additional front sitting room provide distinct spaces for entertaining without losing the home’s open, comfortable flow. The main level also offers flexibility for a first-floor primary suite or private guest suite, giving the home added versatility for extended family, guests or anyone looking for convenient first-floor living. The primary suite is exceptionally spacious, with a vaulted ceiling, room for a private sitting area, multiple windows and a large fitted walk-in closet. Additional bedrooms are generously sized, while the renovated bathrooms continue the clean, updated feel found throughout the home. Comfort features include central air conditioning and radiant heated flooring where available. The fully finished lower level feels like an extension of the home rather than an afterthought, with approximately 10-foot ceilings, a full bathroom, substantial storage and enough open space to create a gym, theater, bar, game room, lounge or multiple recreational areas. Outside, the home sits well back on a broad, manicured lawn surrounded by mature trees and established landscaping, creating a private setting that feels removed while remaining convenient to Stony Brook, Setauket and the surrounding North Shore communities. An attached 3-car garage, expansive driveway and front and rear irrigation complete the property. A rare combination of acreage, scale, extensive renovation and flexible living space in one of Old Field’s most established residential settings.

126 Old Field Road, E. Setauket

19 Pheasant Hill Lane, Old Brookville
$2,499,999
5 Beds ⋅ 4 Baths ⋅ 1019434 MLS
This extraordinary Old Brookville estate at 19 Pheasant Hill Lane, featured in Architectural Digest, is a rare Georgian inspired residence that embodies timeless architecture, exceptional craftsmanship, and refined design. Perfectly positioned on two flat, private acres along one of Old Brookville’s most peaceful and coveted streets, this 5 bedroom, 3.5 bath home offers elevated living within the award winning North Shore School District. A charming circular driveway welcomes you to the stately facade, where grand Georgian columns create an unforgettable first impression. Beyond the marble foyer, the home unfolds with elegant living spaces rich in character and architectural detail. Luxurious marble bathrooms, custom designer lighting throughout, and a spectacular all glass cupola that fills the home with natural light showcase the remarkable quality and craftsmanship found in every room. Designed for today's lifestyle, the thoughtfully planned layout includes a first-floor bedroom, ideal for guests, extended family, or a private home office. Every space reflects warmth, sophistication, and timeless appeal, creating a home that is both inviting and impressive. The fully finished lower level is an entertainer's dream unlike any other. Featuring an expansive restaurant style bar, a custom built nightclub inspired entertainment venue complete with a DJ booth, dance floor, and generous gathering areas, this one of a kind space is perfectly suited for hosting unforgettable celebrations and private events. Outside, the sprawling two acre property offers endless possibilities to create your own resort style backyard oasis. With ample room for a luxurious pool, spa, outdoor kitchen, tennis or pickleball court, and beautifully landscaped gardens, the grounds provide the perfect canvas for exceptional outdoor living. Ideally located just minutes from the charming villages, fine dining, boutique shopping, renowned country clubs, parks, and Long Island Rail Road stations, this exceptional residence offers the perfect balance of privacy, convenience, and prestige. A truly remarkable Architectural Digest featured estate where timeless elegance, extraordinary entertaining, and the coveted Old Brookville lifestyle come together in one exceptional offering.

19 Pheasant Hill Lane, Old Brookville

2 Greenwood Lane, Woodbury
$2,499,999
5 Beds ⋅ 5 Baths ⋅ 1015209 MLS
Welcome to 2 Greenwood Lane! A Massive Contemporary Estate situated on a premier, park-like acre within the prestigious Rolling Hills area of Syosset School District. This expansive 5-bedroom, 4.5-bathroom home offers an unparalleled combination of grand scale, structural integrity, and architectural warmth. From the moment you step into the soaring two-story center hall foyer, you are greeted by an inviting, open-concept layout that allows you to see the true expanse of the home. Designed for both grand entertaining and comfortable daily living, the main level features a sun-drenched formal living room, a gracious formal dining room, and a massive den off the kitchen complete with a custom bar—perfect for hosting gatherings. Upstairs, the sleeping quarters are remarkably spacious, highlighted by a sprawling primary suite featuring dual walk-in closets and a dedicated en-suite bath. A massive, full finished basement with high ceilings offers the perfect footprint for a home theater, gym, or recreation area. Step outside onto a trex deck and overlook your own private paradise. The meticulously landscaped, park-like yard features a sweeping patio surrounding a pristine in-ground pool—your private summer country club. This home has been meticulously maintained, it is the perfect opportunity to bring your own personal style and vision to a beautifully maintained estate. This is your chance to create a forever home of your own in one of Woodbury's most desirable neighborhoods. 3D Tour: https://my.matterport.com/show/?m=WmMqijM6QPP

2 Greenwood Lane, Woodbury

290 Windward Road, Orient
$2,499,999
5 Beds ⋅ 4 Baths ⋅ 828203 MLS
This modern custom-built home, spanning 4200 square feet, is a masterpiece of architectural design, meticulously crafted with thoughtful details at every turn. Situated in the serene landscape of the North Fork, this property boasts breathtaking views that will captivate and inspire. Upon entering, you're greeted by an open pavilion like great room maximizing natural light and panoramic vistas. The interior features sleek lines, high ceilings, and premium finishes, creating a contemporary yet inviting atmosphere. The kitchen is a chef's dream, equipped with state-of-the-art, energy-efficient appliances that make cooking a joy. With ample counter space, custom cabinetry, and a spacious island, it's perfect for both intimate dinners and entertaining guests. The tranquility of the North Fork surrounds this home, offering a peaceful retreat from the hustle and bustle of everyday life. Whether you're lounging on the expansive patio, taking a dip in the pool, or strolling down to the Long Island Sound, you'll find serenity and relaxation at every turn. Beyond the property's boundaries, the North Fork offers an array of attractions to explore. From stunning beaches and charming farms to world-renowned vineyards, fine dining establishments, and boutique shopping, there's something for everyone to enjoy. This architectural gem combines luxury, functionality, and natural beauty to create an unparalleled living experience. Whether you're seeking a tranquil retreat or a sophisticated entertainer's paradise, this custom-built home is sure to exceed your expectations.

290 Windward Road, Orient

95 Judson Road, Montgomery
$2,499,900
3 Beds ⋅ 3 Baths ⋅ 1006189 MLS
Welcome to one of the Hudson Valley's most iconic private estates; an extraordinary 38+ acre retreat offering luxury, recreation, equestrian amenities, abundant space for custom vehicle enthusiasts and unmatched entertaining spaces. Known locally as the famed "Orange County Choppers House," this remarkable property blends rustic elegance with modern comfort in a setting designed for those who appreciate both refined living and outdoor adventure. Beyond the gated entrance, a winding driveway passes fenced paddocks, open meadows, a pond, farm animal run-in sheds and a row barn, before arriving at the impressive log home, complete with a wraparound covered porch, metal roof, and expansive courtyard driveway with ample space for oversized vehicles and equipment. Inside, the home showcases rich wood craftsmanship, soaring ceilings, and breathtaking views of the surrounding mountains, koi ponds, and manicured gardens. The chef's kitchen features custom wood cabinetry, granite countertops, a center island, and spacious dining area, while a practical mudroom includes a convenient dog washing station. The dramatic great room serves as the heart of the home with floor-to-ceiling windows and a striking stone fireplace. The main level offers a private office, full bathroom, and a luxurious primary suite complete with a walk-in closet and spa-inspired ensuite featuring a floating jetted soaking tub, oversized tiled shower, and double vanity. Nearly every room opens directly to inviting outdoor living spaces that seamlessly connect the home to its natural surroundings. Upstairs, two generously sized bedrooms share a full bath, while a peaceful loft-style sitting area overlooks both the great room below and the picturesque grounds beyond. The partially finished lower level provides endless potential with a full bathroom and bar area already in place, awaiting your personal finishing touches. A full house generator offers peace of mind all year long. Step outside and discover a true resort-style oasis. The spectacular multi-level heated pool features a slide, wading area, and extensive lounging spaces. The pool house includes a tiki bar, full bathroom, and outdoor shower, while dual Thor grills, granite serving stations, and a shaded pergola create the ultimate setting for unforgettable gatherings. The estate continues to impress with a heated two-story showroom garage offering over 7,000 square feet of commercial grade space. The upper level includes two guest apartments, each with kitchenettes, bedrooms, and bathrooms, creating exceptional opportunities for extended family, guests, or staff accommodations. Equestrian enthusiasts will appreciate the classic red two-story barn currently configured for five horses with room for expansion, along with a massive hay loft, multiple fenced paddocks, and supporting run-ins. An impressive 6000 sq ft commercial grade mechanic's garage and workshop sits farther down the drive, providing privacy and flexibility for hobbyists, collectors, or business pursuits. Completing this extraordinary offering is a stunning 1+ acre pond featuring docks, a waterfall, and waterside grilling patio—an idyllic backdrop for fishing, entertaining, or simply enjoying the peace and beauty of the Hudson Valley countryside. Rarely does a property offer this level of privacy, recreation, functionality, and luxury. Whether envisioned as a compound, equestrian estate, entertainer's paradise, or Hudson Valley retreat, this iconic property delivers a lifestyle unlike any other.

95 Judson Road, Montgomery

25 Oriole Way, Dix Hills
$2,499,000
5 Beds ⋅ 6 Baths ⋅ 1057752 MLS
Welcome to this impressive approximately 5,500-square-foot Post-Modern Colonial set on one professionally landscaped acre in the heart of Dix Hills. Completely renovated in 2007, this distinctive residence combines dramatic architecture, expansive living spaces and exceptional indoor-outdoor amenities. A circular paver driveway leads to a carved-wood double-door entry with glass transom. Inside, the two-story center hall features designer porcelain tile flooring and a contemporary staircase, introducing the home's bright, open layout. The main level includes a Junior Suite with private full bath and views of the front and rear property, ideal for guests or extended stays. The formal living room flows into the gourmet kitchen featuring custom cabinetry, granite countertops, a large center island with seating, Sub-Zero refrigerator and Wolf propane cooktop. The kitchen opens to the formal dining room and spectacular great room, creating a seamless setting for everyday living and entertaining. The dramatic great room is a true centerpiece of the home, featuring approximately 23-foot ceilings, radiant-heated flooring, hardwood floors and an extraordinary two-story wall of windows overlooking the rear property and pool. Multiple glass doors provide direct access to the patio, while the second level features a striking glass overlook/catwalk and balcony with speakers overlooking the pool and grounds. The home's abundant windows and soaring ceilings create exceptional natural light throughout. The approximately 2000-square-foot basement provides additional recreational space with a theater, wet bar, guest quarters and ductless heating/cooling. Outside, the one-acre property has been professionally landscaped with specimen trees and mature plantings and is designed for recreation and entertaining with a chlorine vinyl-lined pool, basketball court, go-kart track, patio areas and expansive grounds. A backyard drainage system with pumps near the playground directs water toward the front of the property and street. Additional features include 400-amp electric, five-zone central air conditioning, six-zone heating, a 250-gallon oil tank and propane servicing the Wolf cooktop. Updates/ages: CAC approximately 2007; boiler approximately 2007; roof approximately 2007; cesspool approximately 2007, located in front of the driveway; Sub-Zero refrigerator approximately 2005; double oven approximately 2007; basement ductless mini-splits approximately 3 years old; vinyl pool liner approximately 5 years old; water heater 2026.

25 Oriole Way, Dix Hills

43 Shore Road, Remsenburg
$2,499,000
4 Beds ⋅ 4 Baths ⋅ 1028286 MLS
Nestled on one of Remsenburg's most coveted streets, south of South Country Road, this exceptional postmodern residence offers over 3,500 sqft. of meticulously maintained living space on just shy of a half acre. Surrounded by towering privacy hedges, the property creates a secluded oasis where luxury, comfort, and tranquility come together. From the moment you arrive, the home's attention to detail is evident. A beautifully crafted paver driveway and freshly painted wood shingle exterior set an elegant tone, while mahogany front steps welcome you inside to a dramatic foyer with soaring 20-ft ceilings. The main level boasts impressive 10-ft ceilings, complemented by rich hardwood oak flooring, solid wood doors, and refined crown molding throughout. The spectacular living room is the centerpiece of the home, featuring soaring ceilings, abundant natural light, and a striking floor-to-ceiling stone fireplace. An adjacent dining area offers the perfect setting for intimate dinners and effortless entertaining. At the heart of the home is a thoughtfully designed eat-in chef's kitchen, complete with custom cabinetry, granite countertops, and premium paneled appliances including a Sub-Zero refrigerator, stainless steel appliances such as a Thermador 8-burner gas range with oven, and a second wall oven. A spacious casual dining area with access to the backyard makes everyday living as enjoyable as hosting family and friends. A well-appointed mudroom with custom built-in cubbies and direct access to the driveway, along with a stylish powder room, adds convenience to daily life. Occupying its own private wing, the first-floor master suite serves as a true retreat. The spacious bedroom opens directly to the backyard through French doors and is complemented by an expansive California Closet with island. The luxurious en-suite bath features a walk-in shower, and freestanding soaking tub. Upstairs, a spacious laundry room with ample cabinetry and countertop workspace offers exceptional functionality. A dramatic catwalk overlooks both the foyer and living room, leading to the remaining bedrooms, including a private en-suite bedroom and two additional bedrooms connected by a Jack-and-Jill bathroom, ideal for family or guests. A generous landing creates the perfect flex space for a sitting area, reading nook, or open-concept home office, with direct access to a private mahogany deck overlooking the grounds. The outdoor living experience is equally impressive. A sprawling paver patio surrounds the 20' x 40' pool, complete with a brand-new liner, creating exceptional spaces for lounging, dining, and entertaining. The fully equipped built-in outdoor kitchen makes summer gatherings effortless, while the cabana/pool house offers endless possibilities as a retreat, entertaining space, or recreational room. The beautifully landscaped front and rear yards provide the perfect balance of open lawn and mature greenery, creating an environment that is both picturesque and easy to maintain. Additional highlights include low annual taxes of just $9,365, Southampton Town beach rights with the option to purchase access to WHB Village beaches, and placement within the highly regarded Remsenburg-Speonk School District, including Westhampton Beach Junior & Senior High School. Water access to Moriches Bay sits at the end of the road, while the nearby Westhampton Yacht Squadron offers optional membership (sponsorship required) with access to tennis courts, sailing, a newly renovated swimming pool, marina, boat ramp, and waterfront restaurant. Perfectly positioned just 3.8 miles from the vibrant WHB Village Main Street, its acclaimed restaurants, boutique shopping, and the pristine ocean beaches along Dune Road, this remarkable residence delivers the ideal combination of privacy, luxury, and convenience. Life at this abode is defined by effortless Hamptons living, where every detail has been thoughtfully curated and every day feels like a retreat. Welcome home!

43 Shore Road, Remsenburg

50 Circle Drive, Manhasset
$2,499,000
5 Beds ⋅ 4 Baths ⋅ 1056671 MLS
Welcome to 50 Circle Drive, a beautifully crafted five-bedroom, three-bath residence set on over half an acre in the heart of Plandome Manor. Blending Tudor character with Colonial influences, this exceptional home reflects a level of craftsmanship and quality rarely found today. Rich original woodwork, architectural detail, and graciously proportioned rooms bring together the artistry of the past with the way we live today. Generous living spaces flow naturally for everyday living and entertaining, while the expansive backyard offers an unexpected sense of tranquility. Surrounded by mature landscaping and remarkable privacy, the grounds invite outdoor entertaining, recreation, gardening, or simply a quiet escape. Moments from the Port Washington train line with convenient access to NYC, 50 Circle Drive is a home that reveals more the further you explore. Its character unfolds room by room and level by level, with unexpected spaces tucked beneath its distinctive roofline that may be among its most memorable. And the icing is the parcel falls on a split school district where either Port Washington or Manhasset Schools may be designated by new home owner.

50 Circle Drive, Manhasset

10 Lower Devon Road, Belle Terre
$2,499,000
5 Beds ⋅ 6 Baths ⋅ 1055813 MLS
TO BE BUILT! A stunning modern residence situated on a 1 acre site Located in the Exclusive Village of Belle First Floor: The Hub for Gathering & Entertaining • Entry Foyer: featuring an 18-foot vaulted ceiling and an open-tread mono stair with glass railings establishes a grand, modern architectural focal point • Open Living: The heart of the home features a spacious Great Room with 16’ ceiling, see through central fireplace, transitioning seamlessly into an open Dining Area perfect for hosting memorable dinner parties. A Modern Gourmet Chef's Kitchen featuring a wrap-around layout, a central island, and a walk-in pantry optimizes the ultimate workflow for culinary prep and indoor-outdoor entertaining. • Versatile Main-Floor Guest Suite/Office: Tucked away from the main traffic areas with direct access to a full bath and a walk-in closet, making it an ideal home office or private setup for long-term guests. • Deep 2-Car Garage: Offers 540 sqft of space with plenty of room for oversized vehicles and workbench configurations. Second Floor: Elite Privacy & Executive Comfort • Spacious Primary Sanctuary: Spanning an isolated wing of the house, the Primary Bedroom features elevated 10'-0" high ceilings, a luxurious spa-like bath with double vanities, spa shower, and a customized walk-in closet. • All En-Suite Bedrooms: Elevating the standard for comfort, All Bedrooms boast private, attached en-suite bathrooms and deep closets. • Second-Floor Laundry Hub: Positioned centrally alongside the bedroom quarters to eliminate hauling laundry baskets down the stairs. Plan Specifications • Main Level Living Area: 1,566 sqft • Second Floor Living Area: 1,566 sqft • Garage Footprint: 540 sqft • Ceiling Heights: 9'-0" baseline heights on the main floor, escalating to a dramatic 18'-0" foyer entry and premium 10'-0" volumes in the primary suite. • Modern Kitchen with quartz counters • Full 9’-0” basement • Hardwood wide plank flooring throughout all floors • Fully tiled baths • Tiled entry way • Mono open stringer stair with glass railings • Paver patios and walkways • Landscape Package • Appliance package • Option for pool • Private Beaches • This Home is fully customizable • Deal Directly with Designer-Builder John Petsco

10 Lower Devon Road, Belle Terre

40 Fulton Avenue, Atlantic Beach
$2,499,000
4 Beds ⋅ 3 Baths ⋅ 1055472 MLS
Ocean Views, Rooftop Deck & 36' Pool — Modern Resort Beach Living Steps from the Sand Sleek, sun-filled and steps from the beach, this striking 4-bedroom, 3-bath white stucco contemporary sits on an oversized lot and offers something rarely found in Atlantic Beach: a quiet location off the main street with a completely unobstructed ocean view. Clean modern lines, walls of glass and a flat-roof design give the home a distinctly Art Moderne feel. Sliding glass doors open the entire side of the home to a wraparound deck with outdoor dining, leading down to the heated 36-foot pool and built-in spa. With a southern exposure, the pool enjoys sun from morning to evening, surrounded by mature trees and lush privacy hedging on a generously sized lot. The heart of the home is an open living, dining, and kitchen area with granite counters, a center island with seating, glass-front display cabinets, along with an exceptional amount of built-in storage. Upstairs, a warm wood-paneled lounge with soaring ceilings and floor-to-ceiling windows overlooks the ocean. Sit on the expansive rooftop deck with Adirondack chairs and take in unobstructed views of the Atlantic ocean, and the beach. Watch the sunrise over the water with coffee, or the sunset with a glass of wine. Residents private beach with chair service, boardwalk are just across the way. A true year-round retreat or the ultimate summer escape.

40 Fulton Avenue, Atlantic Beach

85 Nassau Drive, Great Neck
$2,499,000
5 Beds ⋅ 5 Baths ⋅ 1045680 MLS
A rare half-acre Kensington Village estate for buyers who want Great Neck location without sacrificing space, privacy or luxury. Welcome to this beautifully expanded and thoughtfully updated modern expanded ranch, ideally situated in the sought-after Kensington Village section of Great Neck. Set on an impressive half-acre of park-like grounds, this exceptional residence offers a rare combination of space, comfort, privacy, and modern luxury. Step inside to discover a sophisticated, open, and inviting layout featuring modern upgrades throughout, elegant wood floors, a gracious formal living room, spacious formal dining room, and a generously sized family room designed for comfortable everyday living and entertaining. Note: Some of the pictures are AI generated. The heart of the home is the beautifully updated primary eat-in kitchen, featuring quartz countertops, a large center island, abundant cabinetry, and generous workspace. Stainless steel appliances, including a Kenmore Elite electric range and LG refrigerator, complement the kitchen’s stylish and functional design, making it perfect for both casual meals and hosting guests. Complementing the main culinary space is a dedicated, fully equipped second kosher kitchen, offering duplicate prep areas and appliances for ultimate efficiency and observance. The expansive primary suite provides a private retreat, featuring a luxurious primary bath and spacious walk-in closet. Additional versatile spaces include a convenient mudroom and a seamless transition between the main and secondary kitchen spaces, offering exceptional functionality for today’s lifestyle. The lower level further expands the home’s living, recreation, and storage possibilities with a walk-out basement, while the attached two-car garage provides added convenience and ample storage. Enjoy the beauty and privacy of the large, park-like property, offering tremendous space for recreation, entertaining, gardening, or simply relaxing in your own tranquil setting. Additional highlights include newer split-unit heating and air conditioning systems and a newer roof, providing year-round comfort and peace of mind. A rare opportunity to own a spacious, beautifully updated home on an exceptional half-acre property in one of Great Neck’s most desirable communities. Luxury, privacy, space, and convenience come together in this remarkable Kensington Village residence.

85 Nassau Drive, Great Neck

7 The Keel, East Islip
$2,499,000
5 Beds ⋅ 3 Baths ⋅ 1040562 MLS
Welcome to an exceptional offering within The Moorings, one of Long Island’s distinguished private gated waterfront communities with 24 hour security, tennis/pickleball courts and marina. Spanning nearly 5,600+ square feet, this impressive residence offers generous proportions and remarkable privacy, complemented by a private deeded boat slip, three-car garage, water views, beautifully landscaped grounds and expansive indoor and outdoor entertaining spaces. A grand entry foyer sets the tone inside, introducing elegant formal sitting and dining rooms accented by custom moldings. The expansive eat-in kitchen serves as the heart of the home, opening naturally to a comfortable family room. An impressive recreation room features a bespoke built-in wet bar, complemented by a pool table and generous seating overlooking the backyard and pool. A first-floor bedroom adds convenience and flexibility for family and guests. Upstairs, the primary suite features an ensuite bath and two large walk-in closets, accompanied by three additional bedrooms, a dedicated gym and office. The gym and office space provide exceptional flexibility, with the potential to create a private guest wing, extended-family quarters or additional living space to suit a variety of needs. A second-floor balcony provides another place to take in the surroundings overlooking mature, thoughtfully designed landscaping and nature preserve; offering exceptional privacy and a peaceful natural backdrop. A heated in-ground pool, expansive deck and patio create multiple areas for outdoor dining, entertaining and relaxing. Situated along a quiet cul-de-sac, the home enjoys a peaceful setting while remaining conveniently positioned within the community. With the private deeded boat slip just a short walk away, The Moorings brings together boating, privacy, security and the amenities of an established waterfront community in this desirable boating enclave.

7 The Keel, East Islip

37 Soundview Drive, Shoreham
$2,499,000
4 Beds ⋅ 3 Baths ⋅ 1025848 MLS
37 Soundview Drive | Shoreham, New York Set against the dramatic backdrop of the Long Island Sound, 37 Soundview Drive is a completely renovated coastal residence where exceptional water views and thoughtfully designed outdoor living take center stage. The home offers three bedrooms, three full baths, and a dedicated office, with a bright, open layout designed to capture views of the Sound from virtually every room. The living and dining spaces flow naturally into the eat-in kitchen, creating an inviting setting equally suited to relaxed everyday living and entertaining. Outside, the property’s 1.78 acres becomes a private resort. A gunite pool with a waterfall edge overlooks the landscape, complemented by an outdoor fireplace for evenings under the stars. A private putting green with its own tee box adds a distinctive recreational element, while access to a beautiful sandy beach on the Long Island Sound completes the coastal experience. Completely renovated and beautifully positioned, 37 Soundview Drive offers a turnkey opportunity to enjoy refined North Shore living—defined by sweeping water views, sandy beach access, privacy, and an effortless connection between indoors and out.

37 Soundview Drive, Shoreham

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.