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$825,000
2 Beds ⋅ 3 Baths ⋅ 1049408 MLS
Welcome to Milton Harbor House, a sought-after waterfront community offering an exceptional lifestyle overlooking Long Island Sound and Rye Marina. This spacious 2-bedroom, 2.5-bath residence features generously sized rooms, abundant closet space, including a walk-in closet, and beautiful marina views. The expansive living room enjoys wonderful water views and flows seamlessly into a large dining area, perfect for everyday living and entertaining. The well-designed kitchen offers excellent cabinet and storage space. Both bedrooms feature private en-suite baths, plus there is a convenient powder room and an in-unit washer and dryer. Enjoy easy, maintenance-free living with an on-site maintenance attendant, security gatehouse, and a spectacular waterfront pool overlooking Long Island Sound. Additional amenities include a garage parking space, exterior parking, EV charging stations, and access for canoeing and kayaking directly on the Sound. A wonderful opportunity to enjoy spacious one-level living, beautiful water views, and the best of Rye’s waterfront lifestyle—all just minutes from downtown Rye, shopping, restaurants, the train, and Rye Town Park and Beach. Live like you're on vacation!

720 Milton Road Unit #N-3D, Rye
$4,300,000
5 Beds ⋅ 5 Baths ⋅ 1047345 MLS
Timeless style, modern amenities and exceptional indoor-outdoor living come together at this beautifully appointed recently built classic in Rye’s sought-after Hix Park neighborhood. Set on a quiet street with a level private professionally landscaped property, this thoughtfully designed space offers a sophisticated yet relaxed sensibility. Light-filled interiors and a gracious, open flow create an inviting backdrop for both everyday life and entertaining. Thoughtful upgrades throughout include a gas fireplace and integrated sound system, while covered and open decks extend the living spaces outdoors, overlooking the private backyard. A gas grill makes summer dining and entertaining effortless. Oversized windows fill the interiors with natural light, enhancing the home’s gracious, open flow. The first floor features elegant living and dining rooms and a well-appointed butler’s pantry with wet bar and pantry closet. At the heart of the home, the open-plan kitchen and family room are designed for both everyday living and entertaining, with banquette seating, a generous center island and gas fireplace. Doors open directly to covered and open decks and the private, landscaped backyard, creating a seamless connection between indoors and out. A work station, powder room and convenient mudroom complete the first floor. Upstairs, the serene primary suite features two walk-in closets and a spacious en suite bath with radiant heated floors, vaulted ceiling, freestanding soaking tub, oversized shower and double vanities. Two additional bedrooms share a bath, while a fourth bedroom enjoys its own en suite bath. A linen closet and connection for a second washer and dryer add thoughtful convenience. The finished lower level is a true standout—a custom built imaginative recreation designed by Smart Playrooms featuring a climbing wall, monkey bars, foam pit, a two-story playhouse, arts and crafts station and generous space for recreation and play, creating a one-of-a-kind destination within the home. The garage features epoxy flooring, a Tesla charger and a storage system and a second refrigerator. Outside, the level, beautifully landscaped backyard offers privacy and ample space for play, al fresco entertaining and relaxation, while a whole-house generator provides added comfort and peace of mind. With its timeless design, modern conveniences, fabulous outdoor spaces and coveted Hix Park setting, 2 Westbank Road offers a wonderful opportunity to enjoy the very best of Rye.

2 WESTBANK Road, Rye
$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
$4,400,000
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
$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.