Rye, NY Homes for Sale: Discover Your Dream Property with Jeremy Zucker

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Explore an exclusive selection of homes for sale in Rye, NY, a prestigious waterfront community offering unparalleled luxury and a vibrant lifestyle. From historic Colonial estates nestled in tree-lined streets to modern residences boasting breathtaking Long Island Sound views, Rye presents diverse real estate opportunities. Prospective buyers will find properties perfectly blending suburban tranquility with easy access to New York City. Whether seeking a family home within the top-rated Rye City School District or a sophisticated waterfront retreat, the Rye housing market is rich with exceptional choices. Discover why discerning buyers choose Rye for its distinctive charm and premium living experience, with expert guidance from Jeremy Zucker.

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Explore Diverse Rye, NY Homes for Sale

The real estate landscape in Rye, NY, is as diverse as it is desirable. Future residents can find an impressive array of properties, ranging from elegant single-family homes to sophisticated condominiums and co-ops. Each home for sale in Rye offers a unique entry point into this sought-after Westchester County city.

Waterfront Homes and Estates in Rye

One of the most defining characteristics of Rye's real estate market is its exquisite collection of waterfront homes for sale. Areas like Milton Point and parts of Greenhaven feature stunning properties with private docks, direct beach access, or panoramic views of the Long Island Sound. These exclusive estates often provide a coveted lifestyle, perfect for boating enthusiasts and those seeking serene coastal living.

Family-Friendly Residences and Neighborhoods

For families considering homes for sale in Rye, the city offers numerous welcoming neighborhoods known for their excellent schools and community spirit. Locations such as Loudon Woods, Indian Village, and areas near Dogwood Lane provide a mix of classic Colonial, charming Victorian, and spacious contemporary homes. These properties are often set on generous lots with lush landscaping, ideal for growing families. The Rye City School District is consistently top-ranked, making homes here particularly attractive to those prioritizing education.

Architectural Styles and Property Types

When looking at homes for sale in Rye, you will encounter a rich tapestry of architectural styles. Historic Colonials, dating back to the early 20th century, stand alongside beautifully renovated Post-Modern and Contemporary designs. Additionally, for those seeking a lower-maintenance lifestyle, there are elegant townhouses, co-ops, and condos available, particularly near the vibrant downtown area. Each property type caters to different preferences and needs within the Rye housing market.

The Rye, NY Lifestyle: More Than Just Homes

Investing in homes for sale in Rye means embracing a distinctive lifestyle. This charming city combines natural beauty with a sophisticated suburban environment, offering an abundance of recreational and cultural amenities.

Recreation and Outdoors

Rye is renowned for its outdoor recreational opportunities. Residents enjoy access to Rye Town Park, Playland Beach, and the Rye Nature Center. Boating is a popular pastime, with local clubs like the American Yacht Club and Rye Yacht Club providing facilities and community. The Rye Golf Club offers a beautiful course and amenities for golf enthusiasts. These amenities significantly enhance the appeal of homes in Rye.

Vibrant Downtown and Commuter Convenience

The downtown area of Rye is bustling with boutique shops, fine dining establishments, and local cafes, fostering a strong sense of community. Its Metro-North train station offers a convenient commute to Grand Central Terminal in New York City, making homes for sale in Rye an excellent option for professionals seeking a balance between city careers and tranquil suburban living.

Navigating the Rye, NY Real Estate Market with Jeremy Zucker

Finding the perfect home among the diverse selection of homes for sale in Rye, NY, requires local expertise. Jeremy Zucker provides comprehensive market insights and personalized guidance, ensuring a smooth and successful property search. From understanding current market trends to exploring hidden gems, let Jeremy Zucker be your trusted partner in discovering your ideal Rye residence.

Newest Homes for Sale in Rye, NY

$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

$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 ****OWNER WILL COVER FULL ASSESSEMNT THROUGH 4/30/2031*****

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

$1,795,000

4 Beds ⋅ 5 Baths ⋅ 1008358 MLS

86 A Maple Avenue, Rye

$1,525,000

1008303 MLS

Beautiful, elegant, community fully developed, Well established homes and landscaping throughout the entire community. A dream spot to build your once in a life time home. Close to town and parkways .

20 Mt. Holly, 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

$1,539,500

4 Beds ⋅ 2 Baths ⋅ 988403 MLS

Lovely Coonial Homewalk to Beach & Park & Schools: Midland Elementary School & Rye High. Winter Water View on tree lined street. House is larger than appears in listing. Livingroom, Formal Diningroom, Den, Home Office/Playroom, 4 Bedrooms. Cute EIK. Hardwood Floors, Ceramic Tiles. Dry painted Large basement with new oil tank & door to garden. NO flooding & no flood insurance required. Lots of Flowering Trees. Two large car Garages.

15 Roosevelt 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.