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$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

$999,000
7 Beds 4 Baths 1039591 MLS
A fantastic opportunity to own a versatile three-family property in the heart of Port Chester, offering an ideal setup for investors, owner-occupants, or multi-generational living. Situated on a desirable corner lot, this triplex features three separate units, with the third unit spanning the top two floors and offering a spacious multi-level layout. The property offers multiple porches and a patio, creating plenty of space to enjoy the outdoors, while the above-ground pool adds another great spot for relaxing and entertaining. A detached two-car garage provides additional parking and storage. Conveniently located close to the Port Chester Metro-North station, as well as shopping, dining, and local amenities, this property combines flexibility, outdoor space, and a commuter-friendly location in one exceptional opportunity!

318 William Street, Port Chester

$925,000
5 Beds 3 Baths 1035737 MLS
2 Units-6A features 2 bedroom, 2 baths w an EIK, deck off kitchen, 1st floor bathroom, washer/dryer hookup. Finished basement w additional storage space and additional room that can be used as an office. The roof on 6A was replaced in 2015 and added solar panels. Currently on a lease which expires in 2036. Monthly cost of panels is $65 and saves a ton on electric bill. Unit 6B features 3 bedrooms, 2 baths, separate dining area and kitchen, washer and dryer in place. Additional storage in basement. This unit is unique because it also features a basement apt with it's own walkout. Please note there is no C/O in place and will be responsibility of new owner to convert into a 3rd dwelling. House (s) Sold AS IS. This is a very rare opportunity to own and invest in a growing popular area like Pt. Chester. Only 0.7 miles to the train station, close to downtown shopping, and endless restaurants. This is a great opportunity to generate income and live in one of the units or to rent out both. An investors dream!

6 Angelo Place, Port Chester

$79,999
1 Beds 1 Baths 1033917 MLS
Welcome to Unit #1B at Longview Terrace, offering an exceptional opportunity to own in the heart of Port Chester. This spacious and well-maintained 1-bedroom, 1-bath co-op features a bright, open-concept living and dining area, creating the perfect setting for both everyday living and entertaining. Step outside to your oversized private balcony—ideal for morning coffee, contained gardening, outdoor dining, or simply relaxing after a long day. The kitchen is equipped with stainless steel appliances installed in 2019, while the beautifully renovated bathroom (2024) adds a fresh, modern touch. Ample closet space throughout, additional storage, on-site laundry facilities, and an assigned outdoor parking space (#51) provide the everyday conveniences today's buyers are looking for. Longview Terrace is ideally located just blocks from the Port Chester Metro-North train station, vibrant downtown restaurants, shopping, entertainment, and everyday conveniences. With easy access to I-95, I-287, and the Hutchinson River Parkway, commuting throughout Westchester, Fairfield County, and New York City is effortless. Whether you're a first-time buyer, downsizer, or simply seeking an affordable, low-maintenance lifestyle in a prime location, Unit #1B presents an outstanding opportunity to make homeownership a reality.

315 King Street Unit #1B, Port Chester

$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

$825,000
3 Beds 2 Baths 1033350 MLS
Classic two-family home offering an outstanding opportunity for both investors and owner-occupants in one of Port Chester's most desirable and walkable neighborhoods. Filled with character, the home features high ceilings, hardwood floors, separate gas and electric utilities for each unit, and a spacious covered front porch. The second-floor apartment extends into a finished third level, providing additional finished living space with exceptional flexibility for a variety of uses. Just a short walk to the Port Chester Metro-North train station, award-winning restaurants, shopping, The Capitol Theatre, and all that downtown Port Chester has to offer. Ideally positioned near the Village's exciting redevelopment corridor, with numerous approved and proposed mixed-use development projects continuing to transform the community and drive long-term investment potential. A rare opportunity to own a well-located multifamily property in one of Westchester County's fastest-evolving downtowns.

33 Soundview Street, Port Chester

$999,999
4 Beds 3 Baths 1029976 MLS
Welcome to this charming tranditional 4-bedroom, 2.5-bath Colonial, ideally situated on a picturesque corner lot at the end of a quiet cul-de-sac in the heart of Port Chester. Surrounded by mature landscaping and a fenced in backyard, this move-in-ready home offers the perfect balance of comfort and convenience, just minutes from the Hutchinson River Parkway, I-95, shopping, restaurants, and everyday amenities. Inside, you'll find sun-filled living spaces flooded with natural light. The inviting living room features a charming, fully functional wood-burning fireplace, natural wood beam ceiling and french doors leading into the formal dining area creating the perfect gathering space year-round. The renovated kitchen is equipped with a center island, modern finishes, and a convenient touchless sensor faucet, seamlessly connecting to the dining area and spacious family room. Upstairs, find three bedrooms, a hall bathroom and a spacious primary suite offering a private en-suite bath and walk in closet, creating a peaceful retreat. Additional smart home features include motion-sensor devices in the dining room and unfinished basement providing added convenience and peace of mind. Recent upgrades include energy-efficient split A/C units for enhanced comfort, stylish updated lighting throughout the home, a new hot water heater, and an upgraded sprinkler system to keep the landscaping looking its best and some smart home technology updates to bring modern living to this 1930's gem. Step outside to enjoy the beautifully landscaped, fully fenced backyard, an ideal space for entertaining or creating your own garden oasis with custom raised beds. The level yard and patio provide plenty of room for outdoor dining, relaxation, and year-round enjoyment. Combining timeless charm with thoughtful modern updates, this exceptional home offers comfortable living in one of Port Chester's most desirable neighborhoods.

5 Quintard Drive, Port Chester

$780,000
3 Beds 3 Baths 1014189 MLS
Welcome to easy living in the heart of Rye Brook. This three-bedroom, two full and one half bath townhome offers an exceptional opportunity to customize and create value in one of Westchester's most convenient locations.The thoughtfully designed layout features spacious living areas, an attached garage, and a private rear deck—perfect for relaxing or entertaining. Whether you're looking to renovate to your personal style or seeking an investment property, this home offers tremendous potential. The community permits rentals, providing added flexibility for homeowners and investors alike. Ideally situated just minutes from Rye Ridge Shopping Center, the Port Chester train station, and the shops and restaurants along Purchase Street in Rye, you'll enjoy easy access to everyday conveniences, dining, commuting, and recreation. A rare opportunity to make this home your own while enjoying a low-maintenance lifestyle in a sought-after Rye Brook location.

21 Brookridge Court, Rye Brook

$350,000
3 Beds 2 Baths 1022602 MLS
Step into the comfort of this beautiful three bedroom, two full bath residence in the heart of downtown Port Chester. This spacious unit welcomes the new owner with a generous living and dining area. Inside the kitchen we have stainless steel appliances. Ample closet space ensures plenty of storage. Each bedroom is a serene sanctuary; with the primary bedroom offering a full bath for ultimate privacy. Step out onto the large balcony which is great for entertaining guests. You have access to the inground pool and three parking spaces in the garage (# 34-35 and 43). Laundry facilities are conveniently on the first floor. Longview Terrace apartments has easy access to transportation with just a short walk from the Port Chester Metro-North train station. The surrounding area boasts top with diverse dining options, supermarkets, and the Capitol Theater. Also with convenient access to the Hutchinson Merritt Parkway, Interstate-I-95, and 287. Renting is allowed after two years of owner occupancy.

325 King Street Unit #3I, Port Chester

$848,000
4 Beds 3 Baths 1008396 MLS
Two-Family Investment Opportunity – RYE BROOK property at PORT CHESTER prices!! This beautifully maintained two-family home in the highly desirable Rye Brook area offers a rare opportunity for both investors and owner-occupants. Currently generating over $5,200/month in rental income, with rents still below market value. This property presents immediate upside potential. A standout feature is the finished, currently VACANT walk-out basement, previously used as an in-law suite. The First floor tenants have just purchased a new home and will be moving out within the month.This space offers excellent flexibility and can be combined with the first-floor unit to achieve an estimated rental income of $4,200+ per month.The home features two well-appointed residential units, each with in-unit washer and dryer and hardwood floors throughout. The second-floor unit includes carpeting for added sound insulation. Highlights include: Strong Income + Value-Add Potential: Consistent cash flow with room for rent growth Flexible Layout: Ideal for investors, owner-occupants, or multi-generational living Prime Location: Quiet, tree-lined street just minutes to Rye Ridge Shopping Center, downtown Port Chester, Rye, Greenwich, Metro-North, I-287 & I-95 Ample Parking: Off-street parking for up to 6 vehicles Lower-Level Flex Space: Finished walk-out level with rec room, bath, and bonus room—perfect for extended living or recreation Outdoor Appeal: Beautifully landscaped property including Shed for extra storage.This is a rare opportunity to own a versatile, income-producing property in one of Westchester’s most sought-after locations. Don’t miss it! Residual Income , Increasing Equity and Long-Term Appreciation

556 Westchester Avenue, Port Chester

$999,000
6 Beds 5 Baths 1006585 MLS
Lovingly owned by the same family for more than 30 years, 26 Glen Avenue is a rare Port Chester offering that blends original warmth with exceptional space, versatility, and outdoor living. This expansive 6-bedroom home features 3 full bathrooms and 2 half bathrooms, along with over 3,000 square feet of living space that includes multiple bonus rooms ideal for today’s needs—home offices, workout areas, creative studios, or flexible recreation spaces. The bright, flowing layout provides practical everyday living with room to grow, refresh, or personalize over time. Natural light highlights the home’s timeless character, while the generous floor plan easily accommodates multi-generational living or anyone seeking abundant space in a central location. The outdoor setting is a true private oasis. A patio and deck highlight the in-ground swimming pool, creating a resort-like environment perfect for summer gatherings, entertaining, or quiet relaxation. The property also includes a detached 2-car garage and a driveway that accommodates up to 5 additional vehicles, offering exceptional parking and storage—an uncommon convenience in this area. Ideally situated just half a mile from the Port Chester Metro-North Station, the home provides quick access to NYC and the region. You’re moments from the village’s vibrant dining scene, shopping, entertainment, and all the amenities that make Port Chester such a dynamic and convenient place to live. With its combination of size, location, and decades of thoughtful ownership, 26 Glen Avenue is a well-loved residence and a wonderful opportunity for buyers seeking a spacious home to enjoy now and update over time. This is one you’ll want to experience in person.

26 Glen Avenue, Port Chester

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.