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$789,001
3 Beds 2 Baths 1050182 MLS
Timeless Tudor charm meets the comfort and convenience of a complete top-to-bottom renovation! Thoughtfully redesigned with today’s lifestyle in mind, this exceptional home features all-new electrical and plumbing systems, new hardwood flooring, new windows, a new heating and cooling system, and a new garage, offering the feel of new construction while preserving its classic architectural character. The inviting main level begins with a spacious living room centered around a beautiful fireplace with a new mantel. An open floor plan leads into the light-filled dining room, creating a warm and seamless flow for everyday living and entertaining. The generously sized kitchen features brand-new stainless steel appliances, ample workspace, and sunny views of the private backyard. Upstairs, you will find three spacious bedrooms and a beautifully renovated full bathroom with stylish pocket-door access from the primary bedroom. Every detail has been carefully selected and thoughtfully completed for the home’s new owners. A large, floored attic provides excellent additional storage. The unfinished basement, not included in the listed square footage, includes a laundry area and direct access to the backyard. Situated in a highly sought-after neighborhood ideal for an active lifestyle!

79 Robert Avenue, Port Chester

$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

$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

$799,000
3 Beds 2 Baths 1034173 MLS
Excellent opportunity to own a legal two-family home in the Village of Port Chester. Ideal for both investors and owner-occupants, this property offers a versatile layout and strong income potential. The occupied first-floor apartment features two bedrooms and additional finished basement space, providing expanded living and storage options. The vacant second-floor apartment offers one bedroom plus a bonus room, making it an attractive option for an owner-occupant or a new tenant. Conveniently located near downtown Port Chester, Metro-North, shopping, restaurants, parks, schools, and major highways, this property offers the perfect blend of convenience and opportunity. Don't miss your chance to own this well-located multi-family home.

288 Olivia Street, 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

$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

$1,299,000
990092 MLS
A rare multi-building investment opportunity in the heart of Port Chester. Welcome to 30–32 Martin Place which offers five total residential units across two structures, providing immediate rental income with long-term upside in one of Westchester’s up and coming Real Estate markets. 32 Martin or the building set back from the street is a traditional two-family home featuring: Unit 1 on the Ground Floor with 2 bedrooms & 1 bath. Unit 2 on the Second Floor has 3 bedrooms, 1 bathroom and a bonus flex room. Both of these units are heated by oil, with gas separately used for cooking. 30 Martin or the building closest to the street contains three additional apartments, each offering a functional 3-bedroom, 1-bath layout. This building is fully gas-heated, with gas cooking as well. The property provides a balanced mix of unit sizes, appealing to long-term renters seeking proximity to transportation, shopping, and Port Chester’s vibrant downtown. With five income-producing units, separate utilities for cooking, and two distinct structures on one parcel, this property is ideal for investors looking to expand their portfolio with a stable asset offering strong rental demand. Located minutes from the Metro-North station, major highways, schools, and the village’s renowned dining scene, 30–32 Martin Place presents a compelling opportunity in a high-growth corridor.

30-32 Martin Place, Port Chester

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