luxury houses with pool for sale Croton-on-Hudson, United States

Steeped in local history and once owned by the Gilded Age Van Cortlandt family, gracious Rose Lodge is an inviting and beautifully restored historic estate—not landmarked—offering modern living and exceptional privacy on 17.9 acres. The property enjoys sweeping views across a perfectly sited in-ground pool, terraced gardens, expansive flat croquet lawn, and private lake, creating a serene country setting less than an hour on the express train from NYC. The main residence features a warm and welcoming checkerbox marble foyer opening to elegant formal rooms, and flowing to a cozy bar and family room overlooking the grounds through walls of windows. A sparkling chef's kitchen, convenient butler's pantry, and finely restored period details make the home ideal for both everyday living and entertaining. Upstairs, there is extensive accommodation, including a spacious primary suite with elevated views of the private lake, along with three additional bedrooms and multiple baths. A generous home office and dedicated home theater provide exceptional flexibility for work and leisure. The uppermost floor offers two more expansive bedrooms, or flex space for a creative studio. Beyond the main residence, the estate includes a 5-car garage connected to a stables complex by an elegant breezeway. An additional and completely remodelled 1-bedroom apartment above the stable wing, and a charming separate 2-bedroom stone cottage provide versatility for guests, multigenerational living, or rental/Airbnb income. Landscaped grounds with nature paths, sweeping lawns, and exceptional stonework make this a true retreat. Located in the quaint riverfront community of Ossining, known for its scenic Hudson views, vibrant downtown, and abundant parks and trails, this property offers a rare opportunity to own a thoughtfully preserved and modernized Hudson Valley estate.

Seize this rare opportunity to own an iconic estate rich in history, dating back to the 1890s. This distinguished property, known as The Manor House, was built for and live in by Walter Law, the founder of The Village of Briarcliff Manor. Constructed on Brier Cliff Farms, originally acquired from James Stillman, then-President of National City Bank (now Citibank), the estate at 139 Scarborough Rd exudes a blend of historical charm and opulence. Spanning over 9 acres, the expansive 15,000+ sq. ft. residence features 14 bedrooms, 7.1 bathrooms, a private entertainment hall, a bar, an atrium, and an indoor pool, all highlighted by distinctive architectural elements. The wood paneling throughout the estate, imported from The Baxter Church in England, has been meticulously preserved. In 1928, The Manor House served as a clubhouse for the Metropolitan Masons with a golf course on property and was once the venue for a notable boxing match between Jack Sharkey and Carl Brisson in the early 1930s. Designed with input from the Olmstead Brothers, renowned landscape architects behind Manhattan's Central Park, the estate still features remnants of their work, including waterfalls, retaining walls, statues, gazebos, and greenhouses. Neighbors to the Manor House have included prominent families such as the Rockefellers, Shepherds, Speyers, Macys, Webbs, and Astors. This is a rare opportunity to restore and own a significant piece of history. Don't miss the chance to make this extraordinary estate your own. Additional Information: HeatingFuel:Oil Above Ground, Property being sold As-Is.

Tucked away on a quiet corner lot in the heart of New City, this architect-designed contemporary renovation offers a rare alternative to the ordinary suburban house. With soaring ceilings, dramatic structural beams that animate the space, and an abundance of skylights, the house is filled with natural light and a striking sense of space. Every room feels thoughtfully designed — warm, modern, and deeply connected to the outdoors. The expansive open-plan living area is equally suited to intimate dinners and lively gatherings, with seamless flow between interior spaces and the surrounding landscape. Outside, the property unfolds into a true backyard retreat. Mature specimen trees, lush landscaping, in-ground pool, spacious deck, and patio create a serene oasis for summer entertaining, quiet mornings, or family afternoons by the water. The backyard borders a dead-end street, enhancing the sense of calm and seclusion. The walk-out lower level features a generous family room with direct access to the pool area, a full bath, and flexible space for guests, recreation, or work-from-home living. A partially finished basement offers even more room for play, exercise, studio space, or storage. Five spacious bedrooms and three full baths provide comfort and flexibility for modern family life, while the attached two-car garage adds everyday convenience. Located on peaceful, tree-lined roads yet just a short walk to downtown New City and nearby parkland, this one-of-a-kind home offers the best of both worlds: tranquility, design, and easy access to community life. All within the award-winning Clarkstown school district.

1906 Grandeur. 2026 Luxury: The Ultimate Gated Sanctuary. Perched majestically atop a private hilltop, this gated 7,800-square-foot, five-bedroom estate presents a rare convergence of Gilded Age prestige and contemporary luxury. Believed to have been commissioned in 1906 for railroad magnate A.H. Smith, the residence has been masterfully renovated to honor its historic soul, featuring original interior stone walls and soaring ceilings that strike a perfect balance between grand scale and intimate warmth. Anchored by three distinctive hearths, the home is designed for both elegant living and everyday ease. A sun-drenched chef's kitchen showcases a central island, dramatic overhead skylight, and professional-grade appliances. Unique architectural moments—including a circular-skylit Stargazer's Nook—add character and charm, while the versatile five-bedroom layout offers both a magnificent two-story primary wing and a coveted first-floor private suite. Set on more than four exceptionally private acres, the grounds unfold as a true outdoor sanctuary, featuring a beautiful pool and spa (32x20), refined pergola terraces ideal for entertaining, and a private tennis court. From its commanding hilltop position, the estate delivers an unparalleled sense of privacy, security, and timeless elegance. Welcome home!

Set on a lovely cul-de-sac in Canterbury Crossing, this sought-after townhome offers three levels of comfortable living with generous indoor and outdoor space. Bright, spacious rooms and a wonderful flow make this home feel warm and inviting throughout. The living room/dining room opens to a large deck overlooking the wooded backyard, creating an easy connection between indoor and outdoor living. The primary suite features en-suite bathroom, cathedral ceilings and double closets, while the second bedroom also offers double closets with a full bath nearby. The walk-out lower level provides excellent additional space with an expansive family room/office, hot tub, and sliders leading to a covered patio, perfect for relaxing, working, or entertaining. Canterbury Crossing amenities including pool, tennis, and basketball. Conveniently located near the Taconic, schools, Cortlandt Town Center, and Croton-Harmon Metro-North with a 46-minute express train to NYC. Taxes with STAR savings approximately $4,699

Just 60 minutes from Manhattan, this exceptional Hudson Highlands retreat offers a rare combination of architectural character, protected natural surroundings, and direct access to some of the region’s most celebrated outdoor destinations. Set on 13 private acres across two separate lots—including a second vacant, buildable parcel—the property is tucked away on a quiet dirt road known for its strong sense of community, minimal traffic, and remarkable tranquility. Bordering the 8,000-acre Hudson Highlands State Park Preserve with more than 70 miles of trails, the estate enjoys a setting that feels both deeply secluded and endlessly connected to nature. Outdoor recreation begins at your doorstep. The property features its own trail network and private trailhead connecting directly to the Appalachian Trail, offering true hike-on, hike-off access. Walk to nearby lakes, explore the trails of the Russel Wright Design Center, hike to Anthony’s Nose, or cycle directly from the property to Bear Mountain, one of the Northeast’s premier road biking destinations. A seasonal stream, private campsite, and campfire area further enhance the experience of living immersed in the landscape. Designed by noted Hudson Valley architect Frank Dushin, the residence blends the warmth and craftsmanship of the Arts and Crafts tradition with the clean lines and thoughtful spatial design of modernism. Dramatic exposed beams, natural materials, and a striking sunken living room create spaces that feel both timeless and distinctly connected to their surroundings. The home has been extensively renovated, including a complete reimagining of the primary suite and bath, beautifully updated bathrooms throughout, and a thoughtfully designed laundry room. Two fireplaces, a screened porch, and expansive views of the surrounding gardens and woodlands create inviting spaces for every season. Outside, more than two decades of garden design by a beloved local horticulturist have shaped the landscape into a living extension of the home. Mature plantings, curated garden rooms, and woodland paths unfold across the property, creating beauty and interest throughout the year. A separate wellness pavilion includes a gym, steam room, dedicated shower facilities, outdoor hot tub, and connections for a future sauna, while a detached two-bedroom guest house with its own kitchen offers comfortable accommodations for family and visitors. Rarely does a property combine architectural pedigree, buildable acreage, direct trail access, protected parkland, established gardens, and resort-style amenities so close to New York City. This is a true Hudson Highlands sanctuary—private, peaceful, and connected to the landscape in every direction.

Set majestically on nearly three gated acres in Armonk’s coveted Wrights Mill Estates, this extraordinary hand-cut stone manor with over 12,000 sq ft of classic architecture, artisan craftsmanship, and resort-caliber living. A breathtaking foyer leads to the two-story great room with an impressive window wall and fireplace. A richly paneled study and sunlit conservatory offer space for dual home offices. A family room, dining room, chef’s kitchen with pantry and breakfast room, complete the main level. The upper level offers a grand primary suite, a luxurious retreat featuring a fireplace, dual spa baths, separate dressing rooms, and a third-floor private wellness space with sauna. Additionally, upstairs, four ensuite bedrooms, laundry room and den are joined by a dramatic enclosed bridge leading to a private guest wing. The lower level rivals a private club with lounge, wet bar, wine cellar, theater, gym, hot yoga studio, bedroom, bath and second laundry. Outdoor amenities are designed for both relaxation and entertaining, featuring a beautifully integrated pool, an independent spa, expansive terraces and patios and a built-in outdoor grill. The flat, beautifully manicured grounds are complemented by an elegant courtyard with eight garage bays providing generous space for prized automobiles and collections alike. Combining timeless-inspired grandeur with modern luxury, this remarkable estate presents a rare opportunity to enjoy a private country-club lifestyle just minutes from downtown Armonk and Greenwich, with convenient access to New York City. A truly exceptional opportunity for the most discerning buyer.

5,500sqft 6 Bedrooms and 4 Bathrooms, 145ft of Hudson River frontage with 560’ riparian rights. A rare and irreplaceable Hudson River estate in the coveted village of Grandview-on-Hudson, offering panoramic riverfront views, private water access, and a level of restoration rarely seen in today’s market. Comprising two parcels—including direct river frontage with dock permit—this exceptional residence underwent a complete, no-expense-spared restoration from 2013 to 2015, seamlessly blending historic architectural integrity with modern luxury infrastructure. The home was fully reimagined from the foundation up, including structural reframing, new mechanical systems, and meticulous restoration of original details such as plaster moldings, fireplaces, and hardwood flooring. Every element reflects craftsmanship and precision. Designed for both comfort and entertaining, the residence features a state-of-the-art chef’s kitchen with premium appliances, radiant heated floors, elevator access to all levels, and ADA-compliant guest accommodations. The outdoor experience is equally extraordinary, highlighted by a 75-foot heated, all-season lap pool with retractable cover, spa, and a fully equipped cabana—set against sweeping river views. A covered porch with gas lanterns and integrated heating allows for year-round enjoyment. Smart home integration includes a Crestron-controlled audio-visual system, full-house generator, advanced drainage systems, and comprehensive network infrastructure. This is a once-in-a-generation offering—where historic charm, modern engineering, and waterfront lifestyle converge in one of the Hudson Valley’s most charming and sought-after enclaves. Property Overview • Two parcels: • 216 River Road – direct Hudson River frontage • 217 River Road – access to linear park • Full restoration completed: 2013–2015 ⸻ STRUCTURAL & EXTERIOR • New / restored foundation • Entire home fully reframed • New roof with Yankee gutters and soffits • All new windows and storm systems • Universal drainage system with engineered seepage pit tied to county system • Covered porch with gas lanterns and built-in electric heaters • Large storage area beneath porch ⸻ INTERIOR RESTORATION • Original plaster moldings fully restored • All flooring restored throughout • 5 fireplaces completely rebuilt: • Flues • Mantels • Hearths • Full insulation (walls, floors, ceilings) with sound attenuation ⸻ MECHANICAL SYSTEMS • All new electrical systems • New gas and water service • New HVAC (heating + central air) • Radiant heated floors: • Kitchen • Bathrooms • Mudroom • 70KW natural gas generator with automatic transfer switch • Central vacuum (all floors) ⸻ KITCHEN & APPLIANCES Fully modernized chef’s kitchen featuring: • Miele built-in coffee system • Miele convection oven • Advantium microwave/convection oven • Le Cornue gas range with matching hood • Two Bosch dishwashers • Wet bar + ice maker ⸻ TECHNOLOGY & SMART HOME • Crestron integrated AV system • Whole-house wired + wireless network • Dual independent fire & smoke systems with central monitoring ⸻ ACCESSIBILITY & FUNCTIONALITY • Elevator servicing all 3 levels • ADA-compliant egress and guest quarters ⸻ OUTDOOR LIVING & AMENITIES • 75’ x 16’ heated all-season lap pool • Retractable cover • 12’ x 6’ spa • Full cabana with: • Bathroom • Shower • Kitchenette • Storage ⸻ WATERFRONT FEATURES • Direct Hudson River frontage • Dock permit in place

Perched along one of Nyack’s most coveted stretches of River Road, this exceptional 3,100-square-foot residence showcases breathtaking Hudson River vistas, spectacular sunrises, and a lifestyle that seamlessly blends luxury, comfort, and natural beauty. Offering 3 bedrooms and 2.5 bathrooms, the home is thoughtfully designed for both elegant living and effortless entertaining. The open-concept kitchen features granite countertops, a custom tiled backsplash, and a premium Wolf range, flowing seamlessly into the main living areas. Expansive windows capture sweeping river views and fill the home with natural light, while a spacious wraparound deck provides the perfect setting for outdoor dining, entertaining guests, or simply relaxing while enjoying the ever-changing beauty of the Hudson. Further enhancing this rare offering is the inclusion of a separate waterfront parcel at 276A River Road, providing direct Hudson River access and an unparalleled waterfront lifestyle. The primary suite serves as a peaceful retreat, offering panoramic water views and a serene backdrop to begin and end each day. The lower level features two additional bedrooms, a full bathroom, and stunning river views, creating an ideal space for guests, extended stays, or flexible living arrangements. A generously sized recreation room adjacent to the pool area provides a welcoming space for entertaining and relaxation, while a large bonus room offers endless possibilities as a home office, fitness studio, media room, guest suite, creative workspace, or additional recreational space. Enhancing the home’s appeal is a private indoor lap pool, providing a luxurious year-round retreat for exercise, wellness, and relaxation. Imagine beginning your day with a refreshing swim or unwinding in your own private sanctuary while surrounded by the beauty of the Hudson Valley. Adding to the property’s extraordinary appeal is the separate waterfront parcel at 276A River Road. This rare inclusion provides direct access to the Hudson River and creates a truly unique opportunity to enjoy a waterfront lifestyle seldom available in the Lower Hudson Valley. Whether kayaking, paddleboarding, fishing, relaxing along the shoreline, or simply taking in the ever-changing riverfront scenery, this additional parcel elevates the property into a class of its own. Ideally located just minutes from the vibrant shops, acclaimed restaurants, waterfront parks, marinas, and cultural attractions of both downtown Nyack and downtown Piermont, and conveniently accessible to New York City, major highways, and commuter rail service, this home offers the perfect balance of privacy, convenience, and sophistication.

Longmeadow, nestled in the heart of Irvington's prestigious Matthiessen Park, is a true showstopper — a timeless example of Hudson River grandeur. Majestically set on 12 sweeping acres of lush, open grounds, this extraordinary estate captures the full splendor of its idyllic surroundings. With commanding views of both the rolling landscape and the tranquil waters of the Hudson, Longmeadow offers a setting that is nothing short of breathtaking. Painstakingly restored and thoughtfully reimagined, the home masterfully blends classic architectural elegance with a sophisticated modern aesthetic. Inside, the interiors exude an effortless sense of luxury — cool, comfortable, and undeniably striking. Every detail has been curated to elevate the experience of everyday living, from the soaring ceilings to the perfectly scaled rooms that seamlessly transition from formal to relaxed. Spanning over 11,000 square feet across four expansive levels, the residence is both grand in scale and intimate in feel. At its heart are eight beautifully appointed en-suite bedrooms, each designed as a private sanctuary, along with twelve bathrooms finished to the highest standard. A dramatic 30-foot interior gallery anchors the home, connecting a series of stunning public rooms that are equally suited for grand entertaining or quiet reflection. A defining highlight of the first floor is the breathtaking loggia, opening to a 100-foot west-facing terrace that frames unobstructed river views. From here, an elegant staircase cascades down to the manicured gardens — an exquisite extension of the home's architectural beauty. The lower level offers a fully immersive lifestyle experience, with dedicated areas for recreation, fitness, and entertaining. Enjoy expansive playrooms, a state-of-the-art gym, a summer kitchen, and a full bath — all leading to the crown jewel: a 21-foot heated indoor pool, offering a resort-quality escape year-round. Just 25 miles from Midtown Manhattan, Longmeadow offers the rare combination of total privacy and immediate access to city life. The charming village of Irvington — with its boutique shops, vibrant dining scene, and riverfront parks — is just a short stroll away. A once-in-a-lifetime offering, Longmeadow is an estate where timeless beauty meets modern luxury, and every amenity is crafted to deliver an unparalleled lifestyle. With guest quarters, a private dressing area, and garage parking for four or more cars, this is truly a legacy property unlike any other.

Gothic Revival Country House. Welcome to the Hurst-Pierrepont Estate. This Gothic beauty, situated in the picturesque Hudson Valley is truly a one of a kind offering. The house completed in 1867, designed by Alexander Jackson Davis for Edwards Pierrepont as a country home, sits on almost 20 verdant acres with pool, patio, pond, perennial gardens and specimen trees. Preserving the home's rich history inside, the period features continue throughout. Beginning with the dramatic entrance showcasing the grand, keyhole staircase, the generous public spaces with many fine trim details, paned windows , archways and niches abound. A layout that offers great flow for entertaining as well as many nooks in which to retreat to relax. A slice of country life without being too remote. This hidden sanctuary in the center of Garrison awaits its next owner to enjoy all the history and beauty it has to offer. Privacy without sacrificing convenience. A perfect retreat.

BEAUTIFUL CONTEMPORARY COLONIAL with open floor plan and stunning inground pool! 4+ Bedrooms/3 Full Baths. Cathedral Ceilings/Lots of lighting-recessed and more. First floor guest rooms x2 /Full Bath and Utilities -Washer/Dryer. Grand Foyer to escalating beautiful Staircase to large open space. Two tier lighting. 4 Large Bedrooms and closets galore for storage. Primary ensuite Full Bathroom and large relaxing space. Finished & Walk out Basement offers an additional Approx 550 Sq Ft - not included in sq ft above! Oversized driveway! Lots of Parking in HUGE extended driveway, more space then pics show! Stone stairs and walkway to Front Beautiful Entry Door. Large gated backyard with Indoor pool and more. Landscaping will take your breath away..So much privacy and open air space to enjoy. Schools are near by as is shopping and highways to NYC/ORANGE COUNTY AND NJ. Ramapo Central Schools/Town of Suffern proximity with Shopping/Theatre/Shops and Restaurants. Public Buses and Trains to NYC/NJ.

Vacation at home in this exceptional five bedroom residence, where refined design, resort inspired amenities and the flexibility of optional single level living create an extraordinary lifestyle. Tucked at the end of a quiet cul de sac on a spectacular 3.2 acre private parcel, property abuts conservation land with direct access to scenic nature trails offering tranquility and natural beauty. Designed for both elegant entertaining and everyday comfort, the outdoor living experience is highlighted by a new saltwater pool and spa. The breathtaking new main level primary suite serves as a private sanctuary complete with custom closets. Upstairs four additional bedrooms - including an optional second primary, accompany updated full baths. LL boasts wine lit wine closet, sauna and media room.

Luxurious new construction in prestigious Ardsley Park! Located in the charming village of Dobbs Ferry, this prime home offers nearly 8,000 square feet of beautifully designed living space including a finished lower level. This exceptional, custom house features five spacious bedrooms, 5.5 baths, and a three-car garage, with time still available to personalize select finishes. Designed for modern living and effortless entertaining, the home also includes a stunning 20' x 40' swimming pool, creating a private backyard oasis. The chef's kitchen is outfitted with premium appliances including a Sub-Zero refrigerator, Wolf range, and Bosch dishwasher, complemented by elegant quartz countertops and impeccable craftsmanship throughout. The spectacular primary suite offers a serene retreat with two, large walk-in closets and a luxurious spa-inspired bath with soaking tub, shower, double vanity, and quartz counters. Ideally located close to the Metro-North train station with a 36-minute commute to Grand Central Terminal, and within the highly regarded, award-winning Dobbs Ferry School District. A rare opportunity to enjoy sophisticated, new-construction living in one of Westchester's most desirable Rivertown neighborhoods.

A rare offering where extraordinary craftsmanship, uncompromising luxury, and complete privacy converge to create a residence without equal. Hidden behind a gated entrance and framed by magnificent stone walls in prestigious Bedford, this exceptional estate makes an unforgettable first impression long before you arrive at the front door. Step inside and discover a world designed to elevate everyday living-where soaring ceilings, dramatic open spaces, and walls of glass create a breathtaking interplay of natural light and architectural beauty. Every inch of this remarkable home has been masterfully crafted with an unwavering commitment to quality, seamlessly blending timeless sophistication with modern comfort. The main level is designed for both grand-scale entertaining and effortless daily living, featuring expansive gathering spaces, a beautifully renovated chef's kitchen, and a private guest or in-law suite offering comfort and flexibility for extended stays. Outside, a resort-caliber setting awaits. A spectacular covered terrace is anchored by a grand outdoor fireplace on one end and a built-in grilling station on the other, with generous spaces in between for elegant entertaining or quiet evenings under the stars. Beyond, an extraordinary custom stone infinity-edge pool, separate stone spa, and sweeping terraces create a private sanctuary that feels more like a five-star resort than a private residence. Return indoors to enjoy the private steam sauna and Finnish spa on the main level-bringing a true wellness experience into your daily life. The second floor is dedicated to luxurious private living, highlighted by an exquisite primary suite designed as a personal sanctuary, along with three additional en-suite bedrooms that offer exceptional comfort and privacy for guests. The lower level redefines home entertainment with an experience rivaling premier private clubs-featuring a custom-designed full bar, a state-of-the-art home theater, fitness studio, and expansive recreation spaces ideal for billiards, celebrations, or unforgettable gatherings. For the automobile enthusiast, the heated garage comfortably accommodates six vehicles. Perfectly positioned in Bedford, New York-renowned for its historic charm, estate properties, and timeless appeal-this extraordinary residence offers the ultimate escape from the demands of everyday life while remaining close to exceptional dining, boutique shopping, and equestrian pursuits. This is more than a home-it is a destination, a retreat, and a once-in-a-lifetime opportunity for buyers seeking nothing less than perfection.

Nestled on 4.09 acres in Greenwich, CT, this breathtaking 8-bedroom Georgian Colonial estate offers unparalleled elegance and privacy. Commanding spectacular big sky views from its perch 560' above sea level, the property features exquisite formal gardens, and pool. Inside, grand-scale rooms with soaring ceilings, masterful stonework, elegant millwork, and arches create a luxurious atmosphere. Highlights include a Beverly Ellsley gourmet kitchen, cherry library, solarium, and expansive living areas. The primary suite boasts two dressing rooms, spa baths, and a sitting room. A true modern-day ''Great Estate,'' just an hour from NYC.

Cosseted within the gates of the exclusive Conyers Farm association with 24hr security, this baronial French Normandy chateau is poised on more than thirteen park-like acres. Hospitality sets the tone from the entrance through the grand foyer to the dual living rooms, an impressive formal dining room for large-scale entertaining and a warmly paneled library. The heart of the home is the luxurious kitchen with butler's pantry, breakfast room and adjoining family room with fireplace. French doors open to the immense terrace, perfect for outdoor dining. A true sanctuary, the primary suite features two bathrooms, two sizable walk-in closets, a dressing room and a romantic sitting room with balcony overlooking the naturally secluded, private backyard. Six additional bedrooms offer abundant space for guests or family. Creating captivating vignettes of multifunctional living, the lower level features a home theater, sitting room with fireplace, full bar with kitchenette, gym, indoor resistance pool and a hot tub. Outside the terrace overlooks beautiful, level lawns and a pool with spa. Peace of mind is the directive for this characterful estate, with its reassuring security in a guard-gated enclave and its luxury leisure amenities.

Overlooking Wilshire Pond, 35 Wilshire Road is a rare modern backcountry compound set on 5.29 private acres with a true resort-like feel. Designed by noted architect Gerald Schiff, the home offers approx. 7,884 sq ft, 8 total beds & baths, bold entertaining spaces, and dramatic architectural details throughout. Amenities include a natural pool with waterfall and 15+ ft deep diving well, stone pool house with guest suite, tennis court with stadium lighting, expansive sports lawn, renovated gym with floor-to-ceiling windows, 3-car garage and generator. Substantially improved by the current owners, with reimagined landscaping, enhanced living spaces & upgraded systems, this is a one-of-a-kind Greenwich retreat is designed for privacy, recreation and effortless entertaining.

Welcome to one of Round Hill's most treasured historic properties. Originally established in 1795 as the community's first schoolhouse and later transformed into a picturesque mid-19th century center hall Colonial, this remarkable home is located within the Round Hill Historic District. Perched high on 4.6 fully fenced acres, the property enjoys broad western exposures and magnificent sunsets. The 5-bedroom main residence blends period character with modern comfort and is complemented by a separate garage cottage. Wide plank floors, sweeping lawns, mature landscaping, vegetable and flower gardens, a swimming pool, and enduring architectural details create a quintessential Greenwich country setting and a rare opportunity to own an authentic piece of local history.

A timeless French-inspired estate set on two manicured acres in one of Old Tappan's most sought-after enclaves, located within the town's highly coveted Blue Ribbon school district. Designed for modern living and entertaining, the home's flowing layout connects 11,000 sq. ft. of elegant interiors with resort-style outdoor spaces. A meticulous renovation, begun in 2014 and completed in 2016, introduced a stylish loft and an elegant primary closet, enhancing the home's blend of sophistication and comfort. At the center is a limestone terrace framing a 40-foot heated pool and spa, surrounded by mature evergreens for total privacy. The covered loggia with paneled ceiling, fireplace, and retractable drapery creates an outdoor living room for all seasons. Inside, the home combines timeless design with modern amenities, featuring custom finishes, radiant-heated floors, and smart-home integration throughout. The private primary suite offers dual marble baths and a vaulted dressing room with skylights and glass wardrobes, while a separate loft apartment with a private entrance provides flexibility for guests, staff, or studio use. This listing includes the adjoining parcel at 11 Stokes Farm Rd, presenting a rare opportunity to own two neighboring lots together. DeWolf Rd to O'Connors Ln to Stokes Farm Rd.

A truly exceptional Greenwich estate combining privacy, sophistication in a coveted backcountry setting. Set on four secluded acres, this classic European-inspired residence offers timeless elegance and exceptional living spaces. The main level features a gourmet chef's kitchen,charming family room with fireplace, formal dining room, dramatic beamed living room with stone fireplace,and double bedroom with full bath. Upstairs are a primary suite and three additional bedrooms. French doors open to wonderful outdoor entertaining space which is adorned by a gunite pool and spa. Formal gardens and expansive grounds complete this spectacular outdoor space. The finished lower level offers a spacious game room with a stone fireplace, extensive office space, with a private entrance.

Exquisite custom Georgian manor perfectly situated on over 2 acres of park-like grounds in a gated Association. The manor boasts beautifully proportioned, light-filled rooms with high ceilings, stunning architectural details, and impeccable craftsmanship. Residence offers both sophisticated formal areas and comfortable family spaces, striking a unique balance for easy enjoyment. Magnificently scaled rooms include a mahogany library, and a spectacular Christopher Peacock kitchen with Calcutta marble double islands and an oversized breakfast room. Features include seven en-suite bedrooms, lounge & bar, wine cellar, gym and home theater. Property features stunning verandas overlooking gardens, fountains, terraces, and a pool with spa and waterfall. Square Footage is for 1st and 2nd levels. Lower Level: 2,262.58