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$3,995,000
6 Beds ⋅ 5 Baths ⋅ 1027898 MLS
A rare offering in the heart of Rye in sought after Beaumont Park~ perfectly positioned in one of Rye's most coveted "in-town" neighborhoods, this exceptional 6 Bedroom, 4.1 bath colonial offers GENEROUS everyday living space on both the first and second floors with high ceilings; offering a rare three car garage. This proud Center Hall Colonial offers an uncommon combination of refined elegance, generous scale, and peaceful privacy. Just steps from downtown Rye, top rated schools, parks, restaurants, and the train, the home enjoys a premier location while feeling like a secluded retreat, surrounded by mature trees and lush landscaping defined by stone walls and patios, and last but not least, established hydrangeas ~ a slice of Nantucket in your very own backyard :). Features a coveted first floor study and a first floor en-suite bedroom which provides ideal accommodations for a guest, multigenerational living, au pair, or an additional home office. Options galore! This home combines timeless architecture and exceptional craftsmanship~ from its stone patios, inviting circular driveway, to it's lead coated copper gutters and so much more. Pure sunset bliss from your own backyard :))

21 Loder Street, Rye
$2,349,000
3 Beds ⋅ 3 Baths ⋅ 1021811 MLS
Picture perfect, cream puff, turnkey Colonial. Move in before the start of school. This recently updated home is set on .34 of an acre on one of Rye's most beloved streets. The home offers an exceptional walk-to-all location, classic architecture, contemporary comfort and a wonderful sense of community. Lovingly maintained and thoughtfully updated, this 3+ bedroom home is move-in ready with opportunities to expand over time. The home showcases newly renovated honed Thassos marble bathrooms with premium fixtures, new hardwood flooring, and custom millwork. The large, private backyard is beautifully landscaped with seasonal flowers, mature trees and features a tree swing. The western sunset views make this home even more special. At the heart of the home, the open kitchen features custom white cabinetry, stainless steel appliances, a Viking six burner range, GE Profile wall oven, microwave, two sinks, a pantry, new hardwood flooring, and opens to the family room with sliding doors to a spacious deck, updated full bath and mudroom. Designed for modern living, the open-concept kitchen and family room flow effortlessly to the oversized deck, creating the perfect setting for indoor-outdoor living, entertaining, and everyday life. Whether hosting large gatherings, summer dinners, or intimate evenings with friends, the expansive deck and adjoining backyard provide an exceptional entertaining experience. The home also offers the convenience of dual laundry stations. Upstairs, the primary suite features 12-foot ceilings, abundant natural light, new hardwood floors, sweeping backyard views, and a freshly renovated ensuite marble bath (2026) with a skylight. Two generously sized secondary bedrooms, a beautifully renovated hall bath (2026), and a flexible study/playroom complete the second floor with all new hardwood flooring. Don't miss bonus space/storage in the walk-up third floor. New furnace 2026. One-car detached garage. Drive by on a weekend afternoon and you'll often find neighbors gathering outside as the street comes alive with people out walking, biking, and playing. From here, you can walk to downtown Rye, Metro-North, highly rated Midland Elementary, Rye Middle and High School, Rye Recreation with tennis, pickleball, skating, summer camps, concerts, and food trucks, the Rye Arts Center, Rye Nature Center and more - all within approximately half a mile. Enjoy Rye Golf Club, private clubs, beaches, the marina, and year-round community events. Rye Town Park and the beach are just one mile away. Combining location, lifestyle, privacy, luxury finishes, and expansion flexibility, this beautifully updated home represents a rare opportunity to own one of Rye's most desirable in-town properties. Property taxes under $20k per year.

26 Davis Avenue, Rye
$1,399,000
3 Beds ⋅ 3 Baths ⋅ 1023299 MLS
Beautifully renovated and thoughtfully reimagined, this move-in ready 3-bedroom, 2.5-bath home blends timeless design with modern functionality in one of Rye's most desirable locations. Just moments from Rye Town Park & Beach, downtown dining and shopping, Metro-North, and Rye schools, this property offers convenient access to waterfront recreation and effortless commuting. From the moment you arrive, you'll appreciate the home's inviting curb appeal, newly expanded driveway with parking for up to four vehicles, and a newly installed fence enclosing the backyard. Inside, abundant natural light showcases quality craftsmanship and carefully selected finishes. The extensive renovation includes a refurbished slate roof, updated electrical and plumbing, new casement windows, recessed lighting, all new interior doors and trim, fresh paint, built-in speakers and an energy-efficient multi-zone ductless heating and cooling system. The home also features a Generac Home generator and Tesla EV charger. The kitchen serves as the centerpiece of the home, boasting custom cabinetry, elegant quartzite countertops, and premium Viking and Miele appliances. A newly added powder room enhances the main level, while the thoughtfully designed floor plan offers comfortable everyday living and seamless entertaining. The primary suite provides a private retreat with two oversized closets and a beautifully appointed en suite bathroom featuring a double vanity, walk-in shower, and radiant heated floors. The additional full bathroom has also been tastefully renovated with high-end finishes. The spacious heated basement provides valuable bonus space with endless possibilities for storage, a home gym, hobbies, or future customization. Additionally, a separate greenhouse offers unique flexibility as a gardening retreat, private studio, or workspace. Combining quality renovations, timeless finishes, and a highly sought-after location near Rye's waterfront, parks, schools, and transit, this turnkey home offers an exceptional opportunity to enjoy coastal living with modern comfort.

444 Milton Road, Rye
$3,095,000
3 Beds ⋅ 4 Baths ⋅ 1022311 MLS
Public Remarks Experience unparalleled luxury at The St. Regis Residences, Rye, an exclusive 55+ condominium community offering legendary St. Regis service and world-class amenities. This rare three-bedroom, three-bath patio residence features a gracious open floor plan with seamless indoor-outdoor living and direct access to a private patio. Elegant finishes include contemporary Italian kitchen and bath cabinetry, stone and quartz countertops, a spa-inspired primary bath with heated floors, Kohler fixtures, a gas fireplace, hardwood and stone tile flooring, oversized windows, Sub-Zero, Wolf, and Bosch appliances, a wine refrigerator, spacious walk-in closet, and a private butler's closet. Residents enjoy exceptional amenities including full-service staff, three club rooms, an indoor pool, fitness center, screening room, golf simulator, and beautifully landscaped grounds with walking paths, water features, outdoor fire pits, and flowering gardens. Experience the ultimate in luxury, comfort, and convenience in one of Rye's most prestigious residential communities.

120 Old Post Road Unit #C107, 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
$1,795,000
4 Beds ⋅ 5 Baths ⋅ 1008360 MLS
NEW 4 bedroom 4.5 bath townhome in the city of Rye close to all. This home features over 2,800 sq feet of living space with an open floor plan, The main level has a beautiful kitchen with large center island, stainless steel appliances, quartz countertop and backsplash, living room with fireplace, powder room, and sliding glass doors to a private deck overlooking the back yard. The second floor has a magnificent primary bedroom with a full bath, and spacious closets, 2 additional bedrooms, a hall bath, and washer/dryer. The 3rd level has a 4th bedroom, family room and a full bath, it can also be utilized as a private office, guest suite, or additional play area. The lower level is a large finished recreational room, with a gym, a full bath, natural light, and high ceilings.

86 B Maple Avenue, Rye
$1,795,000
4 Beds ⋅ 5 Baths ⋅ 1008358 MLS
NEW 4 bedroom 4.5 bath townhome in the city of Rye close to all. This home features over 2,800 sq feet of living space with an open floor plan, The main level has a beautiful kitchen with large center island, stainless steel appliances, quartz countertop and backsplash, living room with fireplace, powder room, and sliding glass doors to a private deck overlooking the back yard. The second floor has a magnificent primary bedroom with a full bath, and spacious closets, 2 additional bedrooms, a hall bath, and washer/dryer. The 3rd level has a 4th bedroom, family room and a full bath, it can also be utilized as a private office, guest suite, or additional play area. The lower level is a large finished recreational room, with a gym, a full bath, natural light, and high ceilings.

86 A Maple Avenue, 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
$7,995,000
6 Beds ⋅ 7 Baths ⋅ H6317077 MLS
A rare opportunity to own one of Westchester Country Club’s most elegant estates- a completely renovated, move-in ready 1926 Tudor that effortlessly marries storybook charm with modern luxury. Boasting over 8,500 square feet of masterfully renovated living space, this residence seamlessly blends historic architectural character with modern sophistication, offering a rare opportunity for refined suburban living. Enter through a grand foyer into formal living spaces defined by intricate millwork, elegant arches, leaded glass windows, and Rumford fireplaces. The spacious dining room flows effortlessly into a designer chef’s kitchen, featuring custom cabinetry, marble countertops, a Wolf six-burner range with pot filler, a Sub-Zero refrigerator/freezer, and a built-in pantry. The massive teak center island is ideal for entertaining, complete with a Sub-Zero wine refrigerator and cooling drawers. Adjacent, the expansive family room is bathed in natural light, with custom woodwork and a grand fireplace, overlooking serene estate grounds. The private primary suite is a sanctuary of luxury, with high ceilings, a fireplace, custom closets, and a spa-inspired bath with radiant heated floors, tumbled marble, soaking tub, steam shower, and dual vanity. Additional bedrooms are generously sized with high ceilings and elegant finishes, complemented by beautifully appointed baths. The lower level offers a world-class retreat, including a well-equipped gym, custom wine room, an additional bedroom, two full baths with direct pool access, and abundant storage. Outdoor living is equally spectacular, with an expansive patio, in-ground pool, and meticulously maintained grounds framed by the estate’s timeless slate roof and copper gutters. A three-car garage with a bonus/media room completes this extraordinary property. Located in one of Westchester’s most desirable enclaves, 19 Park Drive South provides unparalleled privacy, proximity to world-class amenities, and effortless access to New York City via Metro-North and major parkways. Whether enjoying the serene estate, hosting elegant gatherings, or taking advantage of the Westchester Country Club’s prestigious grounds, this home embodies the ultimate luxury lifestyle.

19 Park Drive S, Rye
$3,995,000
4 Beds ⋅ 3 Baths ⋅ 955809 MLS
With beautiful views of Kirby Lane Pond, this exceptional residence offers a rare blend of privacy, natural beauty, and refined coastal living. Set on over an acre of private, expansive grounds, the classic clapboard Colonial features four bedrooms and a collection of light-filled, thoughtfully designed spaces—ideal for both comfortable everyday living and gracious entertaining throughout the seasons. The sun-drenched, open-concept living and dining areas are dramatic in scale and capture water views year-round, while the cupola and oversized windows bathe the interiors in natural light. Wake each morning to serene vistas stretching across the pond, creating a tranquil backdrop for daily life. Ideally positioned just moments from Rye’s premier beach clubs and shoreline amenities, this coveted location offers effortless access to the area’s celebrated coastal lifestyle, as well as convenient proximity to downtown shops, dining, and schools. With the potential to expand to over 7,000 square feet or thoughtfully reimagine the existing home to suit your vision, the possibilities are truly extraordinary. The sweeping grounds invite endless opportunity and await their next steward. 162 Kirby Lane is more than a home—it is a rare opportunity to create your ultimate coastal retreat in one of Rye’s most sought-after settings.

162 Kirby Lane, 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
$4,495,000
7 Beds ⋅ 10 Baths ⋅ 873606 MLS
$15 Million Dollar value being sold in an estate sale for an amazing price! Unrivaled grandeur with an idyllic Tuscan-countryside vibe! Introducing one of Westchester County’s most magnificent Estates, beautifully situated high on an exquisite tree-lined rise just minutes from Rye. This private sanctuary is nestled on 5.2 acres of manicured grounds with distant water views of Long Island Sound. There’s nothing quite like it: an infinity pool, pool house, guest house, indoor-outdoor jacuzzi, sauna, sun-drenched patios, clay tennis court, bowling alley, gym, wine cellar and a seven-car garage. The possibilities are endless! A masterpiece of design, this stunning residence features a soaring 40-foot-high central atrium with a barrel-vaulted ceiling and a suspended walkway. Bathed in natural light from towering walls of glass, this home unfolds gracefully over 4 levels. It offers a welcoming reception room, a stately library, grand living room, a chic dining room and a spacious executive office with built-ins. Multiple rooms open to a glorious rear patio with built-in grill including the chef’s kitchen, sunny breakfast room and the breathtaking Great Room with wet-bar and one of this home’s four fireplaces. The main residence boasts 7 bedrooms, 8 full bathrooms and 2 powder rooms. The primary suite is one-of-a-kind with a stunning private sundeck, 2 marble ensuites and a myriad of boutique-like dressing rooms and closets. Nothing has been overlooked - there’s an elevator to all floors, 2 laundries, and a heated driveway for snow melt. This prestigious Estate is minutes from downtown Rye, convenient to Metro-North train and highways to NYC!

7 Rockledge 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.