Rye NY Homes for Sale

Advanced Search Market Reports Home Value Connect

Search homes for sale in Rye, NY and compare current listings in one of Westchester County’s best-known Sound Shore markets. Rye real estate can include single-family homes, waterfront properties, condos, townhomes, and residences near downtown, train access, parks, schools, and Long Island Sound.

Because Rye properties can vary by neighborhood, school district, lot size, water proximity, taxes, condition, and commute access, it is helpful to look beyond the listing photos. Use this page to browse active Rye NY homes for sale, then review the market report, home value tools, and local guidance before making your next move.

Search Rye, NY by Lifestyle

Search Rye, NY by Price

Search Rye, NY by Bedrooms

Search Rye, NY by Bathrooms

Rye NY Real Estate Market Overview

What Buyers Should Know About Rye Homes for Sale

The market for homes for sale in Rye, NY is highly property-specific. Two homes with similar bedroom counts can compare very differently depending on location, condition, lot size, taxes, school district, water proximity, updates, and commute access. Buyers should review each listing carefully before relying on price alone.

Rye can appeal to buyers comparing Sound Shore living, Metro-North access, downtown convenience, waterfront settings, and single-family residential neighborhoods. It can also be compared with nearby markets such as Harrison, Mamaroneck, Larchmont, Rye Brook, Port Chester, and Greenwich depending on budget, commute needs, and property type.

What Sellers Should Know About Pricing in Rye

For Rye homeowners, pricing should be based on more than broad citywide averages. A strong pricing strategy should consider recent comparable sales, neighborhood, school district, property condition, lot size, updates, water access or views, taxes, and the active competition buyers are seeing at the same time.

Homes that are well-prepared, clearly positioned, and priced with the current market in mind tend to give buyers more confidence. Before listing, it can be helpful to review both recent sales and active competing homes so your property enters the market with a realistic strategy.

Types of Homes for Sale in Rye, NY

Single-Family Homes in Rye

Many Rye searches focus on single-family homes. Inventory may include classic Colonials, renovated older homes, newer construction, larger properties, homes near downtown, and homes closer to water or park access. Condition, layout, outdoor space, parking, and long-term maintenance should all be part of the review.

Waterfront and Water-Adjacent Homes

Some Rye NY homes for sale are located near Long Island Sound, Milton Harbor, or other water-adjacent settings. Buyers should review water proximity, insurance considerations, flood-zone information, exterior maintenance, privacy, views, dock access when applicable, and any local restrictions tied to the property.

Condos and Townhomes in Rye

Rye condos and townhomes may offer a different ownership experience from detached single-family homes. Buyers should compare monthly costs, building rules, reserves, assessments, parking, outdoor space, amenities, pet policies, and resale considerations before deciding whether a property fits.

Rye Neighborhood and Area Considerations

Downtown Rye and Train-Proximate Homes

Homes near downtown Rye and the Rye Metro-North station may appeal to buyers who value access to restaurants, shops, services, and transportation. Property type, parking, lot size, noise, walk distance, and price-per-square-foot comparisons can vary from one block to another.

Milton Point, Rye Neck, and Waterfront-Area Searches

Rye searches may also include Milton Point, Rye Neck, and other water-oriented areas. Buyers should verify school district, municipality, water access, taxes, beach or association details, and property-specific records before making assumptions based on mailing address or neighborhood name.

Greenhaven, Loudon Woods, and Larger Property Settings

Some Rye buyers compare larger lots, mature landscaping, privacy, water proximity, and established residential settings. These homes should be reviewed for condition, renovations, exterior maintenance, drainage, tree care, taxes, and how the property compares with nearby Sound Shore alternatives.

Schools, Parks, and Local Amenities in Rye

School District Details

Rye searches often include school-district questions. Buyers should verify school district and assignment by property address, especially when comparing Rye City, Rye Neck, and nearby market areas. School information should always be confirmed directly with the district before relying on listing language.

Parks, Waterfront Access, and Recreation

Rye is known for access to parks, waterfront areas, and local recreation options, including Rye Town Park and Playland-related amenities. Buyers should review proximity, parking, membership or access rules where applicable, and how these features fit their day-to-day needs.

Shopping, Dining, and Daily Convenience

Downtown Rye offers restaurants, shops, services, and train access that can be important to buyers comparing lower Westchester and Sound Shore communities. For sellers, proximity to these conveniences should be presented clearly, but always in relation to the specific property and likely buyer comparison set.

Buying or Selling in Rye, NY

Whether you are searching for Rye NY homes for sale or preparing to sell a Rye property, the details matter. Location, school district, taxes, updates, lot size, water proximity, commute access, and current inventory all shape the decision.

Use the listings above to browse active Rye homes, then review the market report or request a home value estimate for a more specific understanding of where a property fits in today’s market.

Newest Homes for Sale in Rye, NY

$5,495,000

7 Beds ⋅ 10 Baths ⋅ 1052607 MLS

Welcome to 81 Park Drive North, a beautifully renovated Colonial on the Westchester Country Club Grounds. The home combines the character and scale of a classic Colonial with the comfort and amenities of a thoroughly updated home, with seven bedrooms, seven full baths, and three half baths. The kitchen, generous dining area, and adjoining family room with fireplace create an inviting setting for everyday living and entertaining. Well-proportioned den, living, and dining rooms provide gracious formal spaces, while a first-floor bedroom suite offers flexibility. The second floor features six bedrooms and five full baths, including a spacious primary suite, plus a second laundry. A bright third floor provides versatile space for an office, playroom, or retreat. The large finished lower level adds an additional 1,500 sqft of flexible living space, with a gym, areas for gaming and entertaining, mudroom, third laundry, and both a half and full bath. Outdoor living is equally inviting, with an enclosed porch off the kitchen that can be opened seasonally as a screened porch. The private rear terrace features living and dining areas, a wood-burning fireplace, and large gas grill, ideal for relaxed entertaining. Three garages, including one with an electric vehicle charging connection, complete the property. With its generous scale, flexible living spaces, privacy, and exceptional indoor-outdoor entertaining areas, 81 Park Drive North is a beautiful, substantial, and thoughtfully designed Colonial.

81 Park Drive N, Rye

$5,795,000

7 Beds ⋅ 8 Baths ⋅ 1054047 MLS

At 355 Grace Church Street, generous proportions and thoughtful details come together in a home that feels as welcoming as it is elegant. Impeccably maintained and in pristine condition, this custom-built stone-and-shingle Center Hall Colonial offers seven bedrooms, seven full baths, ten-foot ceilings, five masonry fireplaces, and custom millwork throughout, paired with an expansive, level backyard. A double-height foyer and dramatic open staircase set the tone. The formal living room features a fireplace, while the elegant dining room connects to a butler’s pantry. The eat-in kitchen is appointed with top-of-the-line appliances, a large marble island, and a walk-in pantry. Just beyond, an inviting family room with custom millwork opens through French doors to the patio. A wood-paneled office with a custom wine closet offers a distinctive place to work or unwind. A first-floor nanny or in-law suite with a full bath, a mudroom with a side entrance, and a secondary staircase add everyday flexibility. Upstairs, the spacious primary suite features a fireplace, two walk-in closets, and an en-suite bath with dual vanities, a steam shower, and a soaking tub. Three additional bedrooms each have an en-suite bath, while a fifth is arranged as a private guest suite with its own living space and bath. The completely renovated third floor provides additional living space and a large bedroom with an en-suite bath. Outside, the expansive backyard is made for entertaining, with a slate patio, built-in barbecue and pergola with an outdoor fireplace. A finished basement, two-car garage and whole-house generator complete the offering. With pristine interiors, picture-perfect grounds, and a prime location near downtown Rye, 355 Grace Church Street delivers on every front.

355 Grace Church Street, Rye

$2,495,000

6 Beds ⋅ 7 Baths ⋅ 1053438 MLS

DISTINGUISHED 1940’S ESTATE. First time listed in decades! One of the original area estate properties. Circular drive to 3.6 manicured acres with remarkable age-old trees, verdant lawns and flowering shrubs. Impressive Stone and Shingle Country House dating to the 1940’s with many original details perfectly preserved. Stunning formal Entrance Hall with sweeping staircase. Powder Room with original art-deco fixtures. Beautifully proportioned Living Room with high ceiling, curved window wall and fireplace. Wood-paneled Library with fireplace, wet bar and door to slate-floored Sunroom. Formal Dining Room with dramatic recessed ceiling, soffit lighting and wood parquet floor. Kitchen with Breakfast Area. First floor Primary Suite with two Baths. Three additional spacious Bedrooms plus Two additional smaller Bedrooms. Lower Level Recreation Room with fireplace. Fabulous awning-covered Terrace for outdoor entertaining. Swimming Pool with Cabana next to the tennis court. Conveniently located with easy access to the Hutchinson River Parkway, I-287, I-684, I-95 and the Westchester County Airport. A truly rare offering!

51 Kenilworth Road, Rye

$5,595,000

6 Beds ⋅ 7 Baths ⋅ 1047642 MLS

This exceptional new construction by JAF Builders, one of Westchester’s premier developers, offers 5851 square feet of sophisticated living in the heart of Rye. Ideally located just minutes from the train and downtown Rye's fabulous shops and restaurants, this stunning property enjoys extraordinary views of three golf courses; Apawamis Club, Westchester Country Club and The Meadows. This stunning 6 bedroom, 6.1 bath colonial offers a seamless blend of time-honored craftsmanship and contemporary luxury, featuring a thoughtfully designed layout and elevated, clean finishes crafted with meticulous precision. The first floor boasts 10-foot ceilings, a large center hall foyer, and a bright, open-concept chef's kitchen featuring a center island, breakfast area, custom cabinetry, and high-end appliances. The kitchen flows effortlessly into a spacious family room with a fireplace—perfect for family gatherings. An elegant living room, formal dining room, butler's pantry, private study, guest bedroom with an en-suite bath, powder room, large pantry, mud room with radiant heated floor, and access to the two-car garage complete this level. Upstairs, the primary suite impresses with a tray ceiling, two huge walk-in closets, a spa-like bath with radiant heated floor, and doors opening to a private deck. Three additional en-suite bedrooms, each with tray ceilings, and a laundry room round out the second floor. The walk-out lower level, with 9-foot ceilings and recessed lighting offers outstanding flexibility with a playroom, bedroom, full bathroom, exercise room, bar cabinet, optional theater, and a door leading to an outdoor patio. There are also three distinct outdoor living spaces — an extra-large deck off of the kitchen, a covered porch with wiring for a television off the family room, and a private deck off the primary suite — designed for effortless indoor-outdoor living. The expansive, private backyard provides ample space for a custom pool. This exquisite home sits on over a half-acre of beautifully landscaped grounds, offering a perfect balance of elegance and comfort in a prime Rye location. Scheduled for completion in Summer 2027.

321 Locust Avenue, Rye

$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

$650,000

1 Beds ⋅ 2 Baths ⋅ 1051070 MLS

Enjoy beautiful water views from every room of this spectacular, fully renovated one-bedroom, one-and-a-half-bath co-op, thoughtfully designed with style and comfort in mind. This sophisticated open-concept home features a chef’s kitchen with a quartz island, open shelving, top-of-the-line appliances and a separate bar area—perfect for entertaining. The inviting living room, highlighted by a striking stone fireplace, flows seamlessly into the dining area, all overlooking the sparkling water and boats of Rye Marina. Retreat through a designer barn door to the serene primary bedroom and spa-like marble bath featuring a double vanity and oversized walk-in shower. A full-size front-loading washer and dryer, generous closets and abundant storage complete this beautifully appointed home. Enjoy effortless waterfront living with beautifully landscaped grounds, a pool overlooking the Long Island Sound and the opportunity to kayak right from the inlet. Monthly maintenance includes heat, hot water, AC and taxes. Completely renovated and truly move-in ready—unpack, unwind and enjoy the exceptional water views and lifestyle!

720 Milton Road Unit #N-2C, Rye

720 Milton Road Unit #West Building, 2E, Rye

$475,000

1 Beds ⋅ 2 Baths ⋅ 1049933 MLS

Milton Harbor House invites you to relax by the pool and watch the boats go by. Whether starting out or sizing down, this one bedroom unit is a perfect landing spot. Offering a large bedroom with ensuite bath, guest powder room, galley kitchen and oversized living space -- all with abundant storage. West 2E is ready and waiting for your inspiration and updates. This lovely, quiet location offers an assigned space in the garage, and plenty of parking for guests in the outdoor lot next to the West building. Gardeners are able to sign up for a space in the communal garden, but even without an assigned segment, the grounds are in full bloom every season for all to enjoy. 24-hour gated security and an onsite staff allow for an easy lock and leave when headed on vacation! Come create your own home sweet home at Milton Harbor House West 2E. Rare opportunity!

720 Milton Road Unit #West Building, 2E, 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

$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

Start Your Search

Prev
1
2
3
...
4
of 4
Next

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.