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$6,995,000
7 Beds 9 Baths 1048484 MLS
Set high on 2.08 serene, private acres within the prestigious Westchester Country Club grounds (Rye PO / Harrison), this reimagined stone manor blends modern turnkey luxury with timeless architectural pedigree. Spanning 9,300+ SF of pristine, light-filled living space, the residence is curated for effortless everyday living and entertaining. The heart of the home is a culinary chef’s kitchen featuring a Carrara marble island, top-tier appliances, dual dishwashers, and a butler’s pantry, opening directly to an expansive coffered-ceiling family room with outdoor access to sizable deck and expansive grounds. Work from home in a quiet executive office or unwind in formal living room, framed by original leaded-glass doors and hand-hewn millwork. Upstairs, the vaulted primary retreat boasts custom closets, a spa bath with steam shower and radiant heat, a gas fireplace, and a private, screened sleeping porch capturing open views of the lush grounds. Designed for active wellness and recreation, the radiant-heated walkout lower level features a custom sauna, full bath, second laundry and flexible area ideal for lounge and fitness. For the automotive and sports enthusiast, an iconic porte-cochere leads to an extraordinary 4-car garage setup, in conjunction with a climate-controlled 3-car auxiliary garage. Complete with Marvin windows, energy-efficient systems, and elevator-ready access across all levels. An unmatched lifestyle location: tucked away in privacy, yet minutes to top-ranked public and private schools, downtown dining, golf, major highways, and a 40-minute commute to Manhattan. Move-in ready perfection.

4 Commodore Avenue, Rye

$4,595,000
6 Beds 6 Baths 1048123 MLS
Spectacular transitional home, custom built in 2023 with the highest level of craftsmanship and attention to detail by esteemed local developer, Landmark Construction. Sun filled rooms with 20 foot vaulted ceilings and a continuous wall of glass provides a stunning view of the idyllic landscape. The open floor plan features a gorgeous 10 foot island that bridges the living room with gas fireplace and the dining area and includes a state of the art sound system making it perfect for entertaining. Outdoors is a covered heated kitchen with entertainment system, leading to an extensive bluestone patio with an outdoor wood-burning fireplace and salt water hot tub. The main floor includes a bedroom with en suite bath and an office. Upstairs is a primary suite, with spa bath and 2 WICs, a bedroom with en suite bath, 2 bedrooms, hall bath and laundry. The lower level with high ceilings, expansive recreation area with multi media walls, custom bar, gym, bedroom and full bath complete this dream home.

9 Kirby Lane N, Rye

$4,400,000
8 Beds 8 Baths 1031136 MLS
A truly rare opportunity in Rye. Set on nearly 5 spectacular, estate-like acres in the Rye City School District, this is one of those properties that simply cannot be replicated today. The breathtaking grounds create a private retreat complete with an in-ground pool, expansive lawns, mature landscaping, and endless space to entertain, relax, or play. At the heart of the outdoor experience is an exceptional pool house that lives like a true second home—a pristine, newer residence featuring approximately 1,600+ square feet, three bedrooms, three full baths, a beautiful modern kitchen, spacious living area with fireplace, and covered patio overlooking the pool. Whether used for extended family, guests, an au pair, home office, or multigenerational living, it is a remarkable amenity rarely found at this level. The stately Colonial offers nearly 5,000 square feet with an outstanding floor plan, generous room sizes, sun-filled living spaces, a grand foyer, formal living and dining rooms, private office, spacious family room with stone fireplace and wet bar, sunroom, and five bedrooms including a gracious primary suite. The home has been meticulously maintained and presents the perfect opportunity to update and customize to your own style while preserving its exceptional layout and timeless character. An added bonus—and a major value enhancement—is the property's new connection to public sewer, eliminating one of the biggest concerns associated with estate properties while providing long-term peace of mind. Just minutes from downtown Rye, beaches, parks, marinas, restaurants, Metro-North, and award-winning Rye City Schools, this is a once-in-a-generation opportunity to own an estate-sized property with a true second residence in one of Westchester's most sought-after communities. Properties offering this combination of acreage, privacy, flexibility, and location are extraordinarily rare.

415 Grace Church Street, Rye

$3,499,000
5 Beds 6 Baths 1036005 MLS
Nestled in the heart of Rye's coveted Greenhaven waterfront community, with DEEDED RIGHTS TO THE PRIVATE BEACH AND PIER located just steps away - at the end of the street, minutes from Greenwich, this exceptional 5-bedroom, 5.1 bathroom residence offers an extraordinary opportunity to enjoy luxury living in one of Westchester County's most prestigious neighborhoods. Situated on an expansive half acre lot, this lovingly maintained home boasts 3,804 square feet of beautifully designed living space, which does not include the lower level offering an additional 1300 sq ft of endless potential possibilities for recreation, a home gym, media room, guest quarters, or multigenerational living. Built in 1988, the home showcases a timeless brick colonial design with spacious, light-filled rooms, gracious entertaining spaces, and a seamless flow ideal for both everyday living and elegant gatherings. The generous floor plan offers oversized bedrooms, multiple living and entertaining areas with fireplaces. Outside, the level landscaped grounds create a private retreat with plenty of room for outdoor entertaining, or the addition of a pool. Set on over half an acre in the sought-after Greenhaven neighborhood, you'll enjoy a serene residential setting and moments from Milton Harbor, marinas, parks, beaches, and scenic waterfront walks. Residents appreciate Greenhaven's unique waterfront lifestyle while remaining just minutes from downtown Rye's vibrant restaurants, boutique shopping, Metro-North station, award-winning schools, and major highways, providing an effortless commute to Manhattan. House has been updated with new forced air heating system/central air and new H/W heater.

90 Greenhaven Road, Rye

$7,995,000
6 Beds 6 Baths 1015115 MLS
Tucked away at the end of a long private drive, hidden from view and unknown to many who pass nearby, this extraordinary waterfront estate offers a rare combination of privacy, history, and lifestyle in one of Rye’s most coveted neighborhoods. Originally built in 1856 as part of the area’s original homestead and thoughtfully expanded and enhanced over the years, the property spans 1.59 spectacular acres along Milton Harbor with direct access to Long Island Sound. A world apart from the ordinary, the 5,233-square-foot residence is surrounded by breathtaking gardens, mature specimen plantings, and a series of enchanting outdoor spaces that unfold from one destination to the next. Multiple terraces invite al fresco dining and entertaining—from morning coffee overlooking the water, to sunset cocktails by the pool, to gatherings at the dock as boats return from a day on the Sound. With six bedrooms, five full and one half baths, four garage bays, a waterside pool, and a private dock accommodating a vessel up to approximately 32 feet, the property delivers an unrivaled waterfront lifestyle. The setting evokes a distinctive “Bedford meets the water” feel—an uncommon blend of estate-like grounds, privacy, and natural beauty rarely found on the shoreline. While the home enjoys all the benefits of the vibrant Hix Park neighborhood community, it lives as its own private sanctuary. This is not a cookie-cutter property. It is for the buyer seeking something truly unique: a place with history, character, extraordinary land, stunning gardens, a dock, pool, water access, and a sense of discovery that cannot be replicated.

87 Hix Avenue, Rye

$4,480,000
6 Beds 10 Baths 1004420 MLS
A rare convergence of privacy, scale, and effortless sophistication, this commanding Contemporary Colonial stands behind its own gated entry on 1.47 manicured, fully fenced acres. Located 23 miles from midtown Manhattan and moments from the storied grounds of Westchester Country Club, this one-of-a kind home offers privacy and tranquility, just 1.5 miles from the Rye train station, boutiques and dining. Soaring 10-foot ceilings and a dramatic 21-foot double-height living room set an architectural tone of quiet grandeur from the moment you arrive. Six ensuite bedrooms, including a main-floor second primary suite with spa-inspired bath, offer privacy at every turn, ideal for multi-generational living or distinguished guests. A media room, fully renovated chef's kitchen, newly built recreation room and whole-house Sonos system complete an interior conceived for both grand entertaining and unhurried everyday living. Outside, a private resort campus completed in 2020 anchors the grounds: a heated saltwater pool and spa, professional outdoor kitchen, two designer cabanas, and a tranquil cascading waterfall create a sense of year-round escape. Below grade, a finished lower level unfolds as a world unto itself, complete with a home gym, custom bar and multiple entertaining areas. An oversized three-car garage and full-house generator round out an offering defined by both luxury and ease — with taxes that significantly undercut comparable estates.

23 Pheasant Drive, Rye

$3,295,000
6 Beds 6 Baths 986082 MLS
Stunning New home in a great location within walking distance to the Rye train station and town. This well designed 1st floor features an open floor plan with an eat in kitchen, large center island, family room with fireplace, living room, dining room, private study and powder room. The second floor has a large Primary bedroom suite with a vaulted tray ceiling, custom finished walk in closets, and marble bath with a heated floor. Four additional bedrooms, 2 en/suite with a private bath, a hall bath, and laundry room complete the 2nd floor. The lower level is finished with a recreation room, bedroom, full bath and mud room. Other amenities include high efficiency heating and cooling system, custom transitional moldings, maintenance free exterior, 9 ft ceiling, custom craftsmanship and detail throughout by long time local Westchester developer. House will be completed by the end of the 2026 still time to customize and make it your own.

233 Highland Road, Rye

$7,495,000
6 Beds 7 Baths H6317077 MLS
The pinnacle of turn-key modern luxury, this masterfully transformed 8,500+ SF estate delivers the ultimate resort lifestyle directly within the prestigious Westchester Country Club enclave, just 35 minutes from NYC. Effortlessly marrying classic architectural character with modern sophistication, light-filled living spaces are defined by intricate millwork, elegant arches, leaded glass, and warming Rumford fireplaces. The social heart of the residence is a bespoke designer chef’s kitchen featuring custom cabinetry, marble surfaces, and a dramatic teak entertaining island that flows seamlessly into an expansive great room overlooking serene grounds. The primary suite is an elevated sanctuary with high ceilings, a fireplace, boutique dressing room, and a spa bath with radiant heated floors and a steam shower. Designed for whole-body wellness and grand hosting, the lower level features a fitness gym, custom wine room, and dedicated pool baths leading out to sweeping stone terraces and an in-ground pool framed by a timeless slate roof and copper gutters. Complete with a three-car garage and private upper media lounge, this peaceful retreat offers unrivaled proximity to championship golf, tennis, vibrant village dining, premier schools, and express rail service to Manhattan.

19 Park Drive S, Rye

$5,395,000
5 Beds 6 Baths 941230 MLS
THE ULTIMATE MODERN MASTERPIECE. Brand new, complete, and meticulously engineered, this sleek farmhouse is a masterclass in high-performance luxury. Built for the buyer who demands "best-in-class" quality, this home features a low-maintenance James Hardie exterior, an Atlas Pinnacle Pristine roof, and professional-grade Marvin windows and doors. Inside, the engineering is unrivaled: a high-efficiency gas-fired boiler powers a 20-zone radiant heating system, ensuring silent, precision comfort in every room. The main level boasts 10' ceilings and wide-plank white oak floors. A breathtaking family room with soaring cathedral ceilings serves as the architectural heart, while the sleek chef’s kitchen features a waterfall quartz island and European cabinetry. A versatile first-floor bedroom/office and a custom-outfitted mudroom cater to modern lifestyle needs. The second level is a study in scale, headlined by a primary suite with custom closets and three additional ensuite bedrooms. The true "showstopper" is the massive 25x36 game room, offering endless possibilities for a home theater or golf simulator. The fully-equipped lower level is complete with a dedicated playroom, home gym, and wine cellar—offering the space, sophistication, and peace of mind today’s discerning buyer deserves! Outside, the completely flat, oversized backyard is a rare find, ready for a pool, sports court, and outdoor kitchen. Ready for homeowners now, this house is a must-see!

144 Wendover Road, Rye

$3,495,000
6 Beds 11 Baths 911637 MLS
Major reduction . Home owner wishes to move on. Nestled on over two acres of secluded, picturesque grounds, this exceptional, one-of-a-kind contemporary estate is a rare opportunity for luxury living. It boasts a stunning pool with hot tub ,waterfall, a pavilion with full bath and changing rooms, and a tennis court. The striking architecture seamlessly blends indoor and outdoor living. Expansive spaces are accentuated by soaring ceilings and glass walls, creating the perfect environment for intimate gatherings and large-scale entertaining. The home offers every imaginable amenity, ensuring a lifestyle of comfort and elegance. This beautifully constructed and maintained residence offers modernized heating and air conditioning systems, ensuring optimal comfort year-round. The pool and tennis court have been meticulously maintained. near downtown Rye, shops and restaurants, and Harrison, White Plains, and Greenwich, easy commute to NYC. Come and visit 40 Poly Park Road. Additional Guest Quarters, Tennis, 3 Car Attached, extra parking

40 Polly Park Road, Rye

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.