Rye Real Estate

Rye Real Estate

Welcome to Rye, New York – a charming coastal city nestled in the picturesque Westchester County. Known for its rich history, stunning waterfront views, and vibrant community, Rye offers a unique blend of suburban tranquility and urban convenience, making it an ideal place to call home.

Founded in the early 17th century, Rye has retained much of its historical charm, evident in its beautifully preserved colonial architecture and quaint downtown area. Stroll through the tree-lined streets and discover a variety of boutique shops, delightful cafes, and gourmet restaurants that cater to diverse tastes. The Rye Arts Center and local galleries infuse the area with a creative spirit, hosting events and exhibitions that celebrate local talent.

One of the crowning jewels of Rye is its stunning coastline along Long Island Sound. Residents enjoy access to pristine beaches, including the popular Rye Town Park and the iconic Playland Park, which offers amusement rides and a classic boardwalk experience. Outdoor enthusiasts will appreciate the numerous parks and recreational facilities, perfect for hiking, biking, and family picnics.

Rye also boasts a highly regarded school system, making it a sought-after destination for families. With easy access to New York City via Metro-North trains, Rye combines the best of both worlds – the peace of suburban living and the excitement of city life.

Whether you're looking for a cozy bungalow or a grand estate, Rye's diverse real estate market has something for everyone. Come explore this enchanting city and discover why Rye is more than just a place to live; it’s a lifestyle waiting to be embraced.

Newest Listings in Rye

$549,500
2 Beds ⋅ 1 Baths ⋅ 1036914 MLS
This pristine condo offers the perfect combination of comfort and convenience, just a short stroll to the train and village! Freshly painted, refinished wood flooring renovated kitchen and bath, updated recessed lighting , central air conditioning, stainless steel appliances, cherrywood cabinetry, and a private storage room. Parking is a bonus with one detached garage space plus one outdoor parking space included in monthly maintenance Ideally located close to shopping, YMCA, Rye Historical Society, Rye Art Center and Rye's fabulous restaurants.....enjoy nearby golf, boating, beach, award-winning schools, parks, and more. With the train station just minutes away, this truly is an easy commuter’s delight! ** MM = $645 per Month Pets allowed Washer and Dryer Installation option exists

184 Purchase Street Unit #1-1, Rye
$1,500,000
4 Beds ⋅ 3 Baths ⋅ 1033533 MLS
Well maintained 3 unit building in the heart of downtown Rye with 2 driveway parking spots. Walking distance to Metro North, Shops & Restaurants, Rye Middle & High Schools, Rye Library, Rye YMCA. 1st Floor Unit 1 BR 1 Bath, 2nd Floor Unit 1 BR 1 Bath, 3rd Floor Unit 2 BR 1 Bath. Current tenants are renting month to month below the fair market rate. Updates: New Gutters 2021, New Front Porch Roof 2021, Front Porch New Posts. Railings & Floor 2016, New Building Roof 2016, Replaced Siding & Windows 2005.

1095 Boston Post Road, 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.

90 Greenhaven Road, Rye
$1,895,000
4 Beds ⋅ 4 Baths ⋅ 1032576 MLS
Just blocks from Oakland Beach, this beautiful 4-bedroom home offers the perfect blend of modern comfort, thoughtful design, and quintessential Rye living. Built in 2017, the features an inviting open-concept layout with spacious living areas, abundant natural light, and high-quality finishes throughout. The well-appointed kitchen flows seamlessly into the dining and family rooms, creating an ideal space for both everyday living and entertaining. Four generously sized bedrooms include a private primary suite, while additional living space provides flexibility for a home office, playroom, or guest accommodations. Outside, enjoy a private setting perfect for relaxing or entertaining. Located just moments from Oakland Beach, Rye's vibrant downtown, schools, parks, restaurants, and train station, this exceptional home offers the best of coastal living with all the conveniences of modern construction and a full house generator.

42 Orchard Drive, 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
$299,000
1 Beds ⋅ 1 Baths ⋅ 1019326 MLS
Welcome to Blind Brook Lodge. Stately pre-war brick Tudor-style building in the heart of Rye! Here timeless architecture, character and a park-like setting come together. This updated one-bedroom residence offers the rare advantage of its own private entrance, providing added privacy. Features new flooring, updated galley kitchen, and dining area, large living room, spacious bedroom and ample closet space throughout. Interior freshly painted throughout. This unit boasts high ceilings that create a bright, open ambience. The floor plan offers comfortable living with an effortless flow. Expansive grounds feature beautiful gardens, playground and outdoor seating areas. Blind Brook Lodge has a new building generator, elevators, common laundry, assigned parking and onsite storage. Close to town, shops, restaurants, library, Rye Arts Center, Rye Recreation, Rye YMCA, park, beach, highways and Metro North Train station. Whether you are purchasing your first home, downsizing, or seeking a low maintenance lifestyle, this residence presents an outstanding opportunity in one of Rye's most desirable communities.

66 Milton Road Unit #A1, 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
$185,000
1 Baths ⋅ 1014135 MLS
Fully renovated, cheerful studio just 2 blocks to Metro North and all that Rye has to offer. A spacious kitchen features an eating/working island open to living area. Washer and dryer in unit. Assigned parking spot on site. Beach rights. Perfect for easy living. Unit was renovated in 2019. Washer/dryer new in 2024. Unit was just freshly painted. Easily fits a king sized bed and ample seating/living area. Come and get your slice of Rye while it lasts! *photo with furniture is virtually staged Parking $60/mo. Assessement $60/mo through 4/30/2031. Minimum income $75k-$100k. Max DTI36%, max household debt 28%; minimum down payment 15%; minimum credit score 700

24 Wappanocca Avenue Unit #J, Rye
$1,650,000
1010775 MLS
Attention Investors, Developers & Those Who Want to Build Their Dream Home in One of Westchester's Most Coveted Areas! IMAGINE: A blank canvas to build your dream home in the prestigious enclave of Rockledge Road. Private, yet convenient to downtown Rye and nearby White Plains. Fans of Apple TV's FRIENDS and NEIGHBORS might recognize this exclusive, tree lined street! Easy access to major highways and Metro North Rye train station. Close to highly acclaimed Rye Country Day School and world renowned Westchester Country Club. Take control of your lifestyle! Be creative, add beauty and live life on your own terms! Make your appointment today!

15 Rockledge Road, Rye
$1,795,000
4 Beds ⋅ 5 Baths ⋅ 1008360 MLS
NEW 4 bedroom 4.5 bath townhome in the city of Rye close to all. This home features over 2,800 sq feet of living space with an open floor plan, The main level has a beautiful kitchen with large center island, stainless steel appliances, quartz countertop and backsplash, living room with fireplace, powder room, and sliding glass doors to a private deck overlooking the back yard. The second floor has a magnificent primary bedroom with a full bath, and spacious closets, 2 additional bedrooms, a hall bath, and washer/dryer. The 3rd level has a 4th bedroom, family room and a full bath, it can also be utilized as a private office, guest suite, or additional play area. The lower level is a large finished recreational room, with a gym, a full bath, natural light, and high ceilings.

86 B Maple Avenue, 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.