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

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

$3,650,000
5 Beds ⋅ 5 Baths ⋅ 1047867 MLS
Set well back from the road on 1 private acre, this home offers a sense of space and seclusion rarely found in the heart of Rye. Generously scaled rooms define the main level, beginning with a gracious front-to-back living room and a dining room where textured walls and a statement chandelier add character. The family room is centered around a distinctive stone fpl and flows naturally into the 2023 renovated custom kitchen by renowned JWH Design & Cabinetry, complete with a breakfast area, island & top-tier appliances. Large windows and doors throughout these primary living spaces bring in abundant natural light and open to the rear patio, creating a wonderful connection between the interiors and the surrounding property. A newly designed JWH mudroom and laundry room off the kitchen bring the same attention to detail to everyday living. Upstairs, the primary suite offers a spa-like ensuite bath and generous WIC. Four add’l bedrooms, one with an ensuite, are bright and well proportioned, with excellent closet space and a well-appointed hall bath w/double vanity completes the space. The expansive lower level with a full bath adds another dimension to the home, with a flexible layout ready for recreation, media, play and entertaining. Recent updates include a new roof and HVAC units, new lower-level flooring, refinished hardwood floors, fresh interior paint, new carpeting on the stairs and second floor, and new window treatments throughout. What truly sets this property apart is its exceptional setting. Tucked back on a private acre, the home feels wonderfully removed while remaining within walking distance of the train, schools, parks and downtown Rye. An oversized rear patio framed by a stone wall extends the living space outdoors, creating an inviting spot for alfresco dining and entertaining. It’s a rare combination of privacy, space and in-town convenience.

140 Grace Church Street, 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
$2,395,000
4 Beds ⋅ 3 Baths ⋅ 1032343 MLS
Perfectly positioned in Rye's sought-after Milton Point neighborhood, 23 Fairlawn Street offers the rare combination of turnkey living, exceptional outdoor space, and an unbeatable location just moments from Rye Town Park and Beach, Rye Marina, and Milton School. Thoughtfully gut renovated in 2016/2017, this four-bedroom, two full and one half bath Colonial blends timeless design with modern functionality, creating a home that is truly move-in ready. At the heart of the home is a beautifully designed eat-in kitchen featuring a large center island, high end appliances, abundant storage, and custom soft-close cabinetry. The kitchen flows seamlessly into the dining and living rooms, as well as the family room, where sliding glass doors open to an expansive Trex deck overlooking the impressive fully fenced backyard—an ideal setting for outdoor entertaining, play, or simply enjoying the privacy of your own retreat. A convenient rear gate provides direct access to the pathway leading to Milton School. Upstairs, the spacious primary suite is a true sanctuary, complete with vaulted ceilings, a generous walk-in closet, and a beautifully appointed ensuite bath. Three additional bedrooms, a renovated hall bath, and the convenience of a second-floor laundry room complete the upper level. Offering the perfect balance of style, comfort, and location, 23 Fairlawn Street presents an exceptional opportunity to enjoy all that Rye's coveted Milton Point neighborhood has to offer.

23 Fairlawn Street, Rye
$2,795,000
4 Beds ⋅ 3 Baths ⋅ 1043675 MLS
Spacious Ranch with Exceptional Potential in Prime Rye City Location Located on a desirable cul-de-sac in a sought-after Rye City neighborhood, this spacious ranch offers a combination of location, generous living space, and tremendous potential. Just minutes from Midland School, Rye Recreation, shopping, and local amenities, the property is ideally positioned for both everyday living and long-term value. The main level features generously sized rooms, an updated kitchen, and hardwood floors throughout. The finished walk-out lower level significantly expands the usable living space and includes a large playroom with fireplace and sliding doors leading directly to the backyard, a bedroom with ensuite bathroom, gym, laundry, and additional unfinished storage. The property sits on lovely grounds with a fenced-in underground pool, creating excellent outdoor living and entertaining space. The layout and lot also offer an opportunity to explore future expansion or reconfiguration, subject to zoning and municipal approvals. Depending on the buyer's needs, there may be potential to enlarge the existing footprint, add additional living space, rework the current layout, or further enhance the lower level. This makes the property an excellent opportunity for a buyer looking for a home that can be enjoyed as-is while also offering the potential to create a larger, more customized residence over time. A rare opportunity to purchase a well-located Rye City ranch with substantial existing space, desirable outdoor amenities, and significant potential for future improvements and expansion. Also offered for Rent $10,500 per month.

3 Lea Place, Rye
$2,975,000
3 Beds ⋅ 4 Baths ⋅ 893842 MLS
Step off your private elevator into this newly constructed luxury condominium situated steps from downtown Rye's fabulous restaurants and shops. Built with the highest level of craftsmanship and attention to detail by esteemed local developer Landmark Construction, this gorgeous home with sun filled rooms and vaulted ceilings is what you've been waiting for. Off your foyer is an open floor plan featuring a custom JWH kitchen and bar area with Sub Zero and Wolf Appliances that flows seamlessly into your living area with gas fireplace and dining area with sliders to a balcony. Down the hallway are 2 bedrooms each with sliders to a private balcony and en-suite bathroom with radiant heated floor. The primary suite includes 2 WICs, a spa bath with soaking tub and radiant heat floor, and a primary bedroom with sliders onto a balcony where you can sit back and relax looking at the beautifully landscaped back yard.

54 Locust Avenue Unit #A, 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
$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
$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
$4,480,000
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
$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
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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.