Rye Real Estate

Welcome to Rye, New York – a charming coastal city nestled in the heart of Westchester County. Known for its picturesque waterfront, Rye seamlessly blends small-town charm with urban sophistication, making it a coveted destination for families and professionals alike.

Rye boasts a rich history that dates back to the 17th century, and this heritage is beautifully reflected in its well-preserved architecture and vibrant community. The city is home to a variety of parks, including the stunning Rye Town Park, which offers scenic views of Long Island Sound and a sandy beach perfect for summer relaxation. The park is a hub of activity, featuring walking trails, picnic areas, and playgrounds, making it an ideal spot for families to gather and enjoy the great outdoors.

For those who appreciate a lively arts and culture scene, Rye does not disappoint. The city hosts numerous events throughout the year, from farmers' markets to art fairs, fostering a close-knit community spirit. The historic Rye Playland, one of the oldest amusement parks in the U.S., adds a whimsical touch to the city's offerings, providing fun for residents and visitors of all ages.

Rye’s excellent schools and proximity to New York City make it a prime location for families seeking a balance between suburban tranquility and urban convenience. With easy access to Metro-North trains, commuting to Manhattan is a breeze.

Whether you’re strolling down the charming streets lined with boutiques and cafes or enjoying a sunset at the beach, Rye, NY, is a place where you can truly feel at home. Discover the enchanting lifestyle that awaits you in this vibrant city!

Newest Listings in 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

$1,450,000

3 Beds ⋅ 2 Baths ⋅ 1039957 MLS

Welcome to 14 Fernwood Avenue, a charming Tudor-style home ideally situated on one of Rye's quiet,treelined residential streets. This inviting 3+ bedroo, 2 bath home offers a wonderful blend of classic character and comfortable living. The spacious updated eat-in kitchen provides a warm and welcoming gathering space, while a fireplace adds character and ambiance to the homes living spaces. Outside, enjoy a private, fenced yard with patio perfect for outdoor dining, play, gardening, or simply enjoying the peaceful surroundings. Mature trees and the tranquil settiing of Fernwood Avenuecreate a wonderful sense of privacy while keeping you close to everything Rye has to offer. The location is exceptional; just 1/2 mile to the beach, one mile from downtown Rye, and a short stroll to Rye Middle and Rye High Schools, Enjoy easy access to Rye's shops, restaurants, schools, parks and waterfront while coming home to a quiet beautifully established neighborhood.

14 Fernwood Avenue, 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. 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

$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

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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.