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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
$2,695,000
4 Beds ⋅ 3 Baths ⋅ 1028534 MLS
Set on over one-half acre in one of Rye City's premier neighborhoods and within the highly sought-after Rye City School District, this exceptional property presents a unique opportunity to build a spectacular custom home. The existing residence is being sold as-is, with the property's true value found in its expansive parcel and outstanding location. Enjoy the convenience of being just minutes from the Metro-North station, award-winning schools, downtown Rye, shopping, dining, parks, and major highways.

116 Bradford Avenue, 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
$4,795,000
6 Beds ⋅ 6 Baths ⋅ 1024563 MLS
Introducing an iconic Milton Point treasure that best combines true architectural mastery alongside a coveted waterfront location. This stunning Victorian has been fully renovated, expanded and thoughtfully improved, inside and out, sparing no expense to preserve and enhance the historic details now blended perfectly with all imaginable modern amenities. An unreplicable home in a premier Rye location, offering partial water views and shared deep water dock. A rare find not to be missed.

731 Forest Avenue, Rye
$4,795,000
6 Beds ⋅ 6 Baths ⋅ 1021670 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 porch with kitchen and 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
$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
$4,550,000
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 without sacrificing proximity to the city. 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, and whole-house Sonos 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
$1,795,000
6 Beds ⋅ 6 Baths ⋅ 997329 MLS
Blending timeless Colonial charm with an expansive footprint, this home features a grand living room with four sets of French doors - opening to a classic covered front porch and a rear deck for the ultimate indoor-outdoor lifestyle. Relax in the paneled library with multiple built-ins and the formal dining room and spacious kitchen for family gatherings. By utilizing four separate stairways, the home effectively creates "private suites" making it ideal for multi-generational living or a secluded work-from-home environment. Beyond the main living quarters is a secondary wing that has a private entry foyer that leads to a large family room with fireplace and short stairway to guest suite or premier home-base for an au pair. Beautifully landscaped property with mature trees and plantings with an inground pool and terracing.

18 Puritan Road, Rye
$1,999,900
5 Beds ⋅ 5 Baths ⋅ 989442 MLS
Welcome to 7 Fernwood Avenue, a beautifully renovated 5-bedroom, 4.5-bath home in the heart of sought-after Rye. Thoughtfully redesigned, this move-in ready residence blends timeless architecture with modern finishes, offering bright, open living spaces and a seamless flow ideal for both everyday living and entertaining. The centerpiece of the home is the stunning chef’s kitchen, complete with an oversized quartz island, apron-front sink, custom cabinetry, and a full suite of premium Thermador appliances, including a professional-grade range, wine refrigerator, microwave drawer, and dishwasher. The kitchen opens effortlessly to a sunlit family room, creating a warm and inviting space to gather. A formal dining room and a gracious living room with a wood-burning fireplace provide the perfect setting for hosting, while a well-designed mudroom and welcoming foyer add everyday convenience. Upstairs, the spacious primary suite offers a peaceful retreat with a walk-in closet and a beautifully appointed en-suite bath. A secondary bedroom with its own private bath is ideal for guests or extended family, while two additional bedrooms share a stylish hall bath. The fully finished lower level expands the living space with a recreation room, an additional bedroom, a full bath, and a dedicated laundry area—perfect for work, play, or overnight guests. Set on a level, serene property, this home also features a one-car garage and thoughtfully designed outdoor space. With high-end finishes throughout and every detail carefully considered, this exceptional home delivers the perfect blend of luxury, comfort, and convenience in one of Rye’s most desirable neighborhoods.

7 Fernwood Avenue, Rye
$1,469,999
4 Beds ⋅ 2 Baths ⋅ 988403 MLS
Beautiful Sunny 4 Bedroom Home near Park & Beach. Flowering trees & Nice Yard. Livingroom/fireplace, Dining room, DEN, EIK, 4 BR. Two zone central Air- condtioner. Home Office/playroom. Large Basement. Home NOT in flood zone. 2 car garage, parking for addional 5 cars. Midland Elementary School, RHS.

15 Roosevelt 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
$9,250,000
4 Beds ⋅ 4 Baths ⋅ 925675 MLS
Rare waterfront opportunity offering both sunrise, sunset and a protected deep water dock! Enjoy panoramic vistas providing an incredible array of breathtaking water views. Perfectly situated, protected, bucolic 2.58 acres of natural beauty and over 200 feet of direct harbor waterfront. Whether you choose to renovate, build anew or pursue subdivision potential, explore the optionality. Site plan and surveys offer inspiration for potential subdivision or secure the perfect family compound close to all. Protected deep water dock that can handle multiple boats as well as existing marina offering 50 slips, only a 5 minute boat ride to the L.I. Sound. Enjoy a vacation lifestyle year round only 35 miles to Midtown, 5 minutes by car to town, train and all major highways. Unleash the value of this coveted location Where else can you experience a prime waterfront location with the opportunity to create your own dream home? Unique, like no other.

191 Kirby Lane, Rye
$5,995,000
6 Beds ⋅ 7 Baths ⋅ 915702 MLS
A rare offering in Rye: a newly constructed residence of exceptional scale and craftsmanship, graced with sweeping golf course views. Set on 1.37 acres, this 7,584 sq. ft. home is unlike anything else on the market, offering modern innovation on one of the most coveted private roads in Rye. The dramatic entry hall, crowned by a 21-foot ceiling and anchored by a Venetian plaster fireplace, introduces interiors of remarkable light and proportion. Expansive Marvin windows frame the verdant vistas, while wide-plank white oak floors and refined architectural detailing lend a sense of understated sophistication throughout. At the heart of the home, the kitchen showcases DOCA cabinetry imported from Spain, professional-grade Wolf and Sub-Zero appliances, and a full scullery enclosed by steel-and-glass doors. A butler’s pantry and bespoke dining room cabinetry further elevate the entertaining experience. Six ensuite bedrooms include a first-floor guest suite and a magnificent primary retreat with a private terrace, dual custom closets, and a spa-inspired Porcelanosa bath with radiant heated floors. The lower level offers a generous family room with bar, private guest suite, and space prepared for a golf simulator and/or home theater. Outdoors, a stone terrace and level grounds—engineered to accommodate a future pool—create endless possibilities for leisure and entertaining. Additional features include a full Sonos and Lutron lighting system, radiant-heated bathrooms, multiple laundry rooms, and a standing seam metal roof. A smart-home security system, mudroom, and three-car garage provide both convenience and peace of mind. A home of rare distinction, 11 Boxwood Lane pairs new construction with an unparalleled setting—an extraordinary opportunity in the heart of Rye. *Image of pool is a rendering of potential pool site. Plans were approved by town*

11 Boxwood Lane, 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.