Explore Rye City, NY Homes for Sale Between $2,000,000 to $5,000,000
Rye City, NY Homes for Sale Between $2,000,000 to $5,000,000 Map Search

Homes for Sale in Rye City, NY Between $2,000,000 to $5,000,000

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Welcome to your dedicated resource for Homes for Sale Between $2,000,000 to $5,000,000 in Rye City, NY. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Rye City, NY agent, Jeremy Zucker specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the properties currently available between $2,000,000 to $5,000,000 below, or contact a local agent to discuss the details that matters most to your search.

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All Rye City, NY Homes for Sale Between $2,000,000 to $5,000,000

$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
$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
$2,250,000
3 Beds ⋅ 4 Baths ⋅ 1025000 MLS
Experience refined coastal living on the water in Rye. Sweeping views of the channel and Sound are the backdrops for this completely renovated townhouse, which balances modern luxury with welcoming comfort. Smart design positions the spaces to take advantage of the water views and light while providing exceptional flow for effortless living and entertaining. Expert craftsmanship is apparent in the abundant and clever storage, the warm textures, natural wood and stone. The living room is anchored by a stone fireplace surrounded by built-ins; doors open to the new deck. The dining room features a banquette with storage. The chef's kitchen centers around an island with seating and includes warm wood cabinetry, light counters and top line appliances. The primary suite overlooks the water and views of the Sound with built-in storage and walk-in closets. The adjoining bath features a double vanity, glass enclosed shower and soaking tub. Two additional bedrooms are served by a hall bath. The foyer welcomes you with elegant curved walls, and a bonus room with laundry and full bath. Key convenience features are the elevator and heated garage. The pool, dock and gated security ensure comfort and calm for an easy lifestyle on Milton Point.

720 Milton Road Unit #F5, 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
$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
$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
$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
$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
$2,695,000
915764 MLS
Over 3 Acres of land for sale in the city of Rye, preliminary plans to build over 10,000 square foot home designed by Crozier Gedney Architects. This property sits back off the road and provides plenty of privacy with room for a potential pool and tennis court. Land is being sold as is.

255 Grace Church, 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
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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.