Rye Homes under $500,000

Welcome to Rye, New York—a picturesque city nestled in the heart of Westchester County, just a stone's throw from the bustling energy of New York City. Known for its charming streets, vibrant community, and stunning waterfront along Long Island Sound, Rye offers a unique blend of suburban tranquility and urban accessibility. With its rich history and beautiful parks, including the renowned Rye Town Park, residents enjoy a lifestyle filled with outdoor activities, cultural events, and a tight-knit community spirit.

For those seeking a home in this idyllic setting, you'll be pleased to discover that Rye has an array of charming properties available for under $500,000. This is an incredible opportunity to become part of a city that boasts top-rated schools, delightful boutiques, and a variety of dining options. Whether you're a first-time homebuyer, a young family, or looking to downsize, Rye's real estate market offers something for everyone.

Imagine waking up in a cozy bungalow or a quaint townhouse, with easy access to local amenities and the serene beauty of the waterfront just minutes away. The charm of Rye extends beyond its homes; it’s a community filled with friendly neighbors, engaging events, and an unparalleled quality of life.

Don’t miss your chance to find your dream home in Rye! Explore the available listings and take the first step toward embracing a lifestyle that perfectly balances comfort, convenience, and community in one of New York's most enchanting cities.

Newest Rye Homes under $500,000

$355,000

1 Beds ⋅ 1 Baths ⋅ 1062014 MLS

Welcome to Blind Brook Lodge at 66 Milton Road in Rye, NY! This spacious one-bedroom, one-bath residence offers a wonderful blend of comfort, style, and convenience. Featuring dramatic double-height ceilings, the apartment feels bright, open, and inviting. The remodeled kitchen is appointed with stainless steel appliances, while the updated bathroom adds a fresh, modern touch. Enjoy an exceptional walk-to-everything location, just moments from the YMCA, Metro-North train station, downtown Rye’s shops and restaurants, and local schools. Whether commuting to the city or enjoying all that Rye has to offer, this residence delivers the perfect combination of space, modern updates, and everyday convenience.The entrance to the D tower is on the Boston Post Road side of the complex.

66 Milton Road Unit #D43, Rye

$410,000

2 Beds ⋅ 1 Baths ⋅ 1054479 MLS

A wonderful opportunity to call Rye home! Spacious and sunny two-bedroom unit in the desirable Rye Colony community. Natural light fills the home, enhancing the open-concept living and dining area. The updated kitchen opens to a back deck, perfect for outdoor dining and entertaining, and beautiful hardwood floors extend throughout. Ideally situated between the community’s two parking areas and two laundry rooms, the home offers exceptional everyday convenience along with plenty of surrounding green space. Just steps from the Metro-North station and downtown Rye’s shops and restaurants. Residents are also eligible for membership at Rye Golf Club and Pool, as well as resident access to Rye Town Park and Beach.

2 Peck Avenue Unit #22B, 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

$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

Start Your Search

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.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.