Single Family Homes for Sale in Rye, NY

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Welcome to your dedicated resource for single family homes for sale 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, Tierra Stanback specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the single family properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Single Family Homes for Sale in Rye, NY

$3,995,000

7 Beds ⋅ 10 Baths ⋅ 1044834 MLS

A rare opportunity to reimagine one of Harrison’s most distinctive estates. Set on 5.21 beautifully landscaped acres, this custom-built brick residence offers exceptional scale and complete privacy—all just minutes from downtown Rye, the Metro-North train station and major highways. Ideal for an end user with the vision and resources to renovate and maintain a true estate, the property may also present an intriguing opportunity for a builder or developer to explore redevelopment or subdivision potential, subject to municipal approvals and independent due diligence. Offering more than 10,000 square feet across the first and second floors not including the livable bouns space on third floor, plus an approximately 2,000-square-foot lower level, the home is centered around a dramatic front-to-back atrium with soaring ceilings, marble floors and walls of glass. The expansive first floor features formal living and dining rooms, a richly paneled library, chef’s kitchen with breakfast areas, spectacular great room with fireplace and wet bar, and a private two-bedroom guest wing. Upstairs, the palatial primary suite includes a fireplace, radiant-heated sunroom, two marble bathrooms, extensive fitted wardrobes and distant Long Island Sound views. Additional ensuite bedrooms, an office or optional bedroom, upper-level laundry and a third-floor guest or recreation suite offer exceptional flexibility. The lower level includes a full bowling alley, gym, wine cellar, workshop, additional bedroom suite and access to the attached seven-car garage. The resort-like grounds feature a heated infinity pool, pool house, separate guest house, full clay tennis court, indoor-outdoor Jacuzzi, expansive patios, rolling lawns and magnificent mature trees. An elevator, generator, multi-zone heating and air conditioning, heated driveway areas, security system and irrigation complete this truly one-of-a-kind Harrison estate.

7 Rockledge Road, Rye

$11,000,000

8 Beds ⋅ 7 Baths ⋅ 1035345 MLS

Gracefully elevated above one of Rye's most extraordinary landscapes, this distinguished 1928 brick Georgian Colonial estate is among Rye's most sought after properties. Set on 2.5 private acres in the coveted Hilltop Place neighborhood, this exceptional home commands breathtaking 180-degree panoramic views overlooking The Apawamis Club, Harrison Meadows, and Westchester Country Club, where spectacular sunsets, seasonal fireworks, and endless acres of captivating fairways provide an ever-changing backdrop throughout the year. Beyond its vistas, Hilltop's timeless architecture and enduring craftsmanship define this remarkable home. Beautifully weathered brick, a slate roof, copper gutters, gracious proportions, exquisite millwork, soaring ceilings, and three wood-burning fireplaces reflect the elegance of a bygone era while seamlessly accommodating today's lifestyle. Designed for both grand-scale entertaining and comfortable everyday living, the principal rooms open effortlessly to a series of expansive bluestone terraces overlooking rolling lawns, a picturesque pond, and sweeping fairway vistas beyond, creating one of Rye's most captivating settings. The gracious living room, richly paneled library, elegant formal dining room, inviting sun room, and beautifully appointed kitchen with adjoining family room provide exceptional spaces for gathering while embracing the estate's extraordinary surroundings. Offering nearly 9,000 square feet, with eight bedrooms, five full baths, and two powder rooms, the home balances timeless elegance with the quiet comfort for modern living. For the opportunity driven, 25 Hilltop consists of two separate tax lots - the estate home of 25 Hilltop on 1.4 acres and 22 Hilltop, a 1.08 acre flat property parcel for building development. Ideal for clients looking for a premier luxury estate with the opportunity to develop in the Rye PO market. Rarely does a property offer such a compelling combination with a one thousand acre view.

25 Hilltop Place, 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

$2,550,000

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 $9,500 per month.

3 Lea Place, 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

$3,300,000

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

$7,695,000

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

$4,480,000

6 Beds ⋅ 10 Baths ⋅ 1004420 MLS

Looking for a new home to host the holidays? This is it...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 second primary suite with spa-inspired bath on the main floor, offer privacy at every turn, ideal for multi-generational living or distinguished guests. A media room, fully renovated chef's kitchen with custom butler's pantry, newly built family room with galley walls and vaulted ceiling and whole-house Sonos speaker 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, custom bar with multiple seating areas, outdoor media room with speaker system, 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

$1,539,500

4 Beds ⋅ 2 Baths ⋅ 988403 MLS

Lovely Colonial on a Tree Lined Street. Walk to Beach and Park, Winter water view. House is NOT in flood zone. Four Bedrooms, Den, Home Office, Big Basement, Cute EIK, Large Livingroom/fireplace & Dining room. Hardwood Floors & Tiles. Two Car Garage. Lots of Flowering Bushes & Trees. Midland Elementary School & Rye High School.

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

$7,495,000

6 Beds ⋅ 7 Baths ⋅ H6317077 MLS

The pinnacle of turn-key modern luxury, this masterfully transformed 8,500+ SF estate delivers the ultimate resort lifestyle directly within the prestigious Westchester Country Club enclave, just 35 minutes from NYC. Effortlessly marrying classic architectural character with modern sophistication, light-filled living spaces are defined by intricate millwork, elegant arches, leaded glass, and warming Rumford fireplaces. The social heart of the residence is a bespoke designer chef’s kitchen featuring custom cabinetry, marble surfaces, and a dramatic teak entertaining island that flows seamlessly into an expansive great room overlooking serene grounds. The primary suite is an elevated sanctuary with high ceilings, a fireplace, boutique dressing room, and a spa bath with radiant heated floors and a steam shower. Designed for whole-body wellness and grand hosting, the lower level features a fitness gym, custom wine room, and dedicated pool baths leading out to sweeping stone terraces and an in-ground pool framed by a timeless slate roof and copper gutters. Complete with a three-car garage and private upper media lounge, this peaceful retreat offers unrivaled proximity to championship golf, tennis, vibrant village dining, premier schools, and express rail service to Manhattan.

19 Park Drive S, 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.