Port Chester-Rye Homes for Sale

Welcome to the Port Chester-Rye School District, an exceptional educational hub nestled in the heart of Westchester County, New York. This vibrant district serves the communities of Port Chester and Rye, offering a nurturing environment where students thrive academically and socially. With a commitment to excellence, the Port Chester-Rye School District boasts a diverse curriculum, innovative teaching methods, and a plethora of extracurricular activities designed to foster well-rounded students.

Families residing in this district benefit from a strong sense of community and a collaborative approach to education. The dedicated faculty and staff work tirelessly to ensure each student receives personalized attention, empowering them to reach their fullest potential. The district's schools are equipped with modern facilities and resources, creating an engaging learning atmosphere that inspires creativity and critical thinking.

As you explore the homes for sale in this desirable area, you'll find a variety of options that cater to different lifestyles and budgets. From charming single-family homes to modern condos, the real estate market in Port Chester and Rye presents an array of choices for prospective buyers. The picturesque neighborhoods are not only known for their beautiful homes but also for their proximity to excellent schools, parks, and local amenities.

Living in the Port Chester-Rye School District means being part of a community that values education, growth, and connection. With an inviting atmosphere and a commitment to academic excellence, this district is an ideal place for families looking to settle down in Westchester County. Come discover your dream home today, and experience the unique charm of the Port Chester-Rye School District!

Newest Port Chester-Rye Homes for Sale

$695,000

2 Beds ⋅ 1 Baths ⋅ 1046916 MLS

Welcome to this charming, move-in-ready two bedroom brick Cape. Nestled on a lovely Rye Brook street, this dream home is minutes to the Port Chester Metro-North Station, Rye Ridge Shopping Center, and Port Chester schools. This inviting home offers a wonderful blend of character, comfort and convenience with a spacious backyard and a beautiful deck for outdoor entertaining. This home is not to be missed!

10 Maywood Avenue, Rye Brook

$999,000

4 Beds ⋅ 2 Baths ⋅ 1044756 MLS

Welcome to this delightful home, ideally situated on a very private road with no through traffic. The spacious living room features sparkling hardwood floors and bay window overlooking emerald green lawn. New kitchen upgrades feature new appliances, doors, lite fixtures along with view of the blue waters of the in-ground pool. The formal dining room enhances the first level offering lots of space for large family gatherings. A few steps off kitchen is the family room laundry room and utility area with access to garage. The second level has the primary bedroom and primary bath with 3 additional bedrooms and hall bath. Location, Location, Location this home is a gem.

20 Priscilla Lane, Port Chester

$699,500

2 Beds ⋅ 3 Baths ⋅ 1045077 MLS

Come see this fully renovated sunny and spacious townhouse style attached SF home in Rye Brook, a two bedroom home that lives like a three! Enjoy many desirable features built into three levels of comfort - a new eat-in-kitchen, large living room with sliding glass door to patio and yard, large primary bedroom w/cathedral ceilings, three levels, plenty of closets/storage and one car attached garage. Conveniently located near Rye Ridge Shopping Center, restaurants, schools, parks and Metro North Train (Rye). Must see to appreciate.

33 Roanoke Avenue, Rye Brook

$815,000

3 Beds ⋅ 2 Baths ⋅ 1036151 MLS

Welcome Home! This charming 1930s Tudor is perfectly situated on a desirable, sidewalk-lined street with a level yard and a wonderful sense of privacy. Full of character and warmth, this inviting home offers timeless architectural details, archways,comfortable living spaces, a backyard retreat with a beautiful garden. A welcoming vestibule leads into the spacious living room, featuring a classic fireplace and plenty of natural light. Just off the living room is a versatile den or office—ideal for working from home or a cozy retreat. The dining room provides a lovely setting for everyday meals and entertaining. The kitchen features granite countertops, stainless steel appliances and direct access to the backyard. A full hall bath with tub completes the first floor. Upstairs are three bedrooms and a full bathroom with heated floors, adding an extra touch of comfort during the colder months. The outdoor spaces are truly special. Enjoy the pretty gardens in the private backyard and charming patio. The private yard provides a wonderful setting for outdoor dining, gardening, relaxing and entertaining. A detached two-car garage with a loft offers valuable parking and additional storage or workspace. Hardwood floors. Numerous recent improvements add to the home's appeal, including new windows and doors (2023), a new hot water heater (2022), masonry improvements (2024), fresh exterior painting (2024) washer and dryer (2026). Conveniently located near the Port Chester train station, Westchester County Airport, fantastic restaurants, shopping, and all that downtown Port Chester has to offer. Enjoy easy access to Rye, Greenwich, and White Plains, making this a wonderful location for commuting, dining, shopping, and enjoying the best of Westchester and nearby Connecticut.

59 Adams Avenue, Port Chester

$660,000

2 Beds ⋅ 1 Baths ⋅ 1035795 MLS

Value, versatility, and charm come together in beautiful Rye Brook! This 2-bedroom home "lives like a 3-bedroom" with space for everyone. Enjoy inviting main-floor living complete with a brick fireplace, hardwood floors under carpet, and two bright bedrooms. The standout feature is the full finished walk-up attic—a massive loft space perfect for a custom primary suite or ultimate home office setup. The main level features a delightful eat in retro kitchen with a cooktop, walk-in pantry and direct backyard access. Need even more room? The full walk-out basement adds incredible flexible space of over 800 sq ft for a rec room, media center, and a hobby area. Step outside to enjoy covered front and rear porches overlooking a lovely gathering yard. Unbeatable location close to local dining, top parks, transit, and major highways!

47 Woodland Avenue, Rye Brook

$675,000

3 Beds ⋅ 2 Baths ⋅ 1043559 MLS

Imagine celebrating this holiday season in your very own home at 12 Perry Ave in Port Chester NY. From the moment you arrive, this home's elegant curb appeal sets the tone. Step inside to a large, bright, open kitchen that flows effortlessly into the living room and outdoor spaces. A charming powder room on the main level, gleaming hardwood floors throughout, and a cozy wood-burning fireplace add warmth and character, while abundant closet space keeps everything organized. Beyond the three bedrooms, you'll find a versatile first-floor den that could be your office, a guest room or a creative/music room. On the second floor an additional bonus room attached to the primary bedroom could be ideal for a home office, nursery, walk-in closet or a private retreat. High ceilings and a walk-out door in the unfinished basement invite your own ideas for using this space for more than storage and laundry room. Also, don't miss the attic, accessible from one of the bedrooms, for even more future potential. Outside, a large deck overlooks a level, private yard just waiting to host gatherings. Ideally located, near Central Avenue Elementary School, Port Chester High School, and downtown with its waterfront restaurants and Metro-North station, this home offers both comfort and convenience. Come see it for yourself.

12 Perry Avenue, Port Chester

$1,100,000

5 Beds ⋅ 5 Baths ⋅ 1038042 MLS

8 Bolton Place, built in 1846 is a home you simply don’t come across often. Offering over 4,200 square feet across three levels, the home combines the scale and architectural character of its era with meaningful updates made for today’s living. Original hardwood floors, detailed millwork, oversized windows and generously sized rooms carry throughout the home. The updated kitchen is one of the major improvements, featuring a large center island, stainless steel appliances, extensive counter space and a built-in breakfast nook. The main level offers an impressive amount of living space, including a formal dining room, large living room with fireplace and built-ins, along with additional flexible spaces that can work as a home office, den or playroom. Upstairs, five bedrooms and multiple baths provide plenty of room to spread out, while the home’s distinctive architecture continues with unique spaces, including a light-filled room surrounded by windows and topped by a vaulted ceiling with exposed beams. Beyond the cosmetic updates, the home has also benefited from structural improvements designed to reinforce and preserve the integrity of the home for years to come. Set on approximately .45 level acres, the property offers a fenced yard and an expansive driveway with plenty of off-street parking. With more than 175 years of history, 8 Bolton Place retains the details that make an older home special while offering the space, updated kitchen and improvements that make it practical for its next chapter.

8 Bolton Place, Port Chester

$899,000

3 Beds ⋅ 2 Baths ⋅ 1038647 MLS

Welcome to 54 Bowman Avenue! Beautifully maintained all brick Colonial offering timeless charm, abundant natural light, and classic details throughout. Set on .17 acre property with access to two driveways and 1-car detached garage on Osborne Place, a quiet dead-end street. The main level features a welcoming foyer, formal living room with wood-burning fireplace, a sunny family room, an elegant dining room and a modern kitchen with cooktop & double wall oven. A covered deck with fireplace and a private fenced yard offers an extension of your living space. It is the perfect setting for BBQ's. The second level includes a spacious primary bedroom offering a walk-in closet, 3 additional bedrooms and a hall bath. Access to the walk-up is from the primary closet. The finished lower level with radiant heat adds flexibility with a separate entrance, offering a finished bonus space, laundry, utility room and access to the yard. Spacious rooms and handsome oak floors on the first and second levels. 6-zone Gas heating system & 1-zone Central Air Conditioning, Central Vacuum, 18-year old windows. Convenient location close to bus, train, shops and schools. A must see!

54 Bowman Avenue, Rye Brook

$777,000

4 Beds ⋅ 2 Baths ⋅ 1031988 MLS

Welcome to this beautiful single family home with open front porch,Brand new stain steel appliances,new Boiler and water heater (2023) central to all major highways, a block away from elementary school and 0.4 miles from Port chester Metro North,walking distance to parks,shopping center ,fine diverse restaurants, and waterfront areas.Home is being sold "AS IS" ready for the new owners to bring their own personal touches and ideas. proof of funds or pre-approval letter required to view this property.

130 Smith Street, Port Chester

$739,000

4 Beds ⋅ 2 Baths ⋅ 1037403 MLS

Welcome to this charming 4-bedroom Cape nestled on a peaceful, tree-lined street with no thru traffic. The thoughtfully designed layout offers one bedroom on the first floor, along with eat in kitchen, dining room, comfortable living room, and full bath. The second level features 3 additional bedrooms and convenient half bath, providing plenty of space for family, guest, a home office, or a growing household. Enjoy the best of both worlds- a quiet residential setting with shops, restaurants major highways, and everyday conveniences just minutes away. a wonderful opportunity to make this well-located Cape your own.

24 Maywood Avenue, Rye Brook

$760,000

3 Beds ⋅ 2 Baths ⋅ 1030826 MLS

Welcome to 215 Chestnut Street, a stylish Colonial that lives like a townhouse, offering the perfect blend of modern updates, flexible living space, and income potential in the heart of vibrant Port Chester. Renovated in 2018, this move-in-ready home features a bright open-concept floor plan, beautiful hardwood floors, LED recessed lighting, a modern kitchen, and a high-efficiency combination boiler/water heater. Designed for today's lifestyle, the home offers exceptional indoor and outdoor living. Step out from the kitchen onto a spacious deck, ideal for entertaining. The finished walk-out lower level provides endless possibilities as a recreation room, home office, guest suite, or income-producing space, which is currently operating as a successful Airbnb. Additional highlights include a workshop beneath the home, a backyard storage shed, solar panels that help reduce monthly utility costs, and abundant off-street parking for multiple cars, SUVs, or trucks. Two parking spaces are currently rented month-to-month, providing an additional revenue stream. Located in one of Westchester County's fastest-growing communities, Port Chester offers an exciting downtown known for its acclaimed restaurants, entertainment, shopping, and arts scene. Enjoy easy access to Metro-North, New York City, Greenwich, Rye, White Plains, major highways, and Westchester County Airport. Whether you're looking for a beautifully updated primary residence, a home with flexible living space, or added income opportunities, 215 Chestnut Street truly has it all.

215 Chestnut Street, Port Chester

$799,000

4 Beds ⋅ 3 Baths ⋅ 1033076 MLS

Spacious 4 bedroom 2.5 bath on large lot. Great price with much to offer. Versatile floor plan arrange rooms to suite your familys needs. Possible in-law.

713 Westchester Avenue, Port Chester

Start Your Search

© 2026 TReND. All Rights Reserved.
The data relating to real estate for sale on this website appears in part through the TReND Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Real Broker NY LLC participates, and is provided by TReND through a licensing agreement. Real estate listings held by brokerage firms other than Real Broker NY LLC are marked with the IDX icon and detailed information about each listing includes the name of the listing broker.
All information provided is deemed reliable but is not guaranteed. Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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.