Port Chester, NY Real Estate Search

Port Chester, NY Single Family Homes for Sale

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Newest Port Chester, NY Single Family Homes for Sale

$829,000
5 Beds 2 Baths 1041112 MLS
Welcome to 21 Park Avenue, Port Chester's sparkling hidden Gem!! Fantastic opportunity to snap up this very special much-loved home filled with timeless character, generous proportions, modern kitchen and bathrooms and more than four decades of cherished memories. A charming wraparound porch—long a favorite gathering place—sets the tone for the home’s gracious interior, where soaring ceilings, oversized windows, original millwork and beautiful stained glass create warmth and distinction throughout. The main level offers an inviting foyer with a Dutch door, a formal dining room, and a spacious living room featuring a wood-burning fireplace and built-in bar. A swinging French door leads to the beautifully preserved butler’s pantry, complete with tall glass-front cabinetry and abundant storage. The kitchen features gray cabinetry, a six-burner gas range, pantry storage and glass doors opening to a fully fenced deck overlooking the in-ground pool—an ideal setting for summer entertaining. Upstairs, three bedrooms are joined by a light-filled office with bay windows, a full bathroom with a clawfoot tub, and a separate shower room. The third floor offers a private fourth bedroom with a walk-in closet, along with access to a large unfinished attic providing exceptional storage and future possibilities. Additional highlights include modern in-ground pool, hardwood floors, radiator heat, a private driveway, a detached two-car garage and a clean, spacious lower level. House is in excellent shape, owners love their home, but house is being sold "as is". Conveniently located on a quiet one-way street close to schools, shopping and everyday amenities, 21 Park Avenue is ready to welcome its lucky new owners!!

21 Park 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

$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

$849,000
3 Beds 2 Baths 1030172 MLS
Welcome to your dream home at 210 Glen Ave in beautiful Port Chester! This meticulously maintained 1973 Colonial home offers the perfect blend of luxurious interior upgrades and an absolute backyard oasis. From the moment you step inside, you will immediately notice the gleaming hardwood floors flowing throughout, beautifully complemented by elegant crown molding, a charming bay window, and custom plantation shutters on every window. Solid wood six-panel doors with sleek brushed nickel hardware and fixtures add a touch of timeless sophistication to every room. The gourmet kitchen is a true chef’s delight, featuring rich cherry wood cabinetry, stunning granite countertops, and a chic tile backsplash. It is fully equipped with stainless steel appliances, a garbage disposal, a trash compactor, and under-cabinet lighting that perfectly highlights the beautiful travertine tile flooring—which seamlessly extends through the kitchens and bathrooms. Retreat to the luxurious, spa-like bathroom, designed for ultimate relaxation with dual vanities, an oversized corner Jacuzzi tub, and elegant frameless glass shower enclosures. The bedrooms offer ample storage with built-in closet organization systems to keep everything flawlessly arranged. Enjoy year-round comfort with high-velocity central A/C, strategically placed ceiling fans, recessed lighting, and a state-of-the-art Navien gas on-demand boiler with a tankless water heater, ensuring unparalleled energy efficiency and endless hot water. Venture outside through the elegant French doors to discover a private outdoor sanctuary designed for entertaining and unwinding. Host summer gatherings on the massive 30x16 composite deck, complete with a 16x10 power-retractable SunSetter awning for perfect shade on sunny days. Step down to the huge, white-PVC fully-fenced yard, featuring an above-ground pool and mature landscaping that creates ultimate privacy. Green thumbs will fall in love with the large raised beds ready for a vegetable or flower garden, plus two versatile sheds/work areas for all your hobbies and storage needs. An in-ground sprinkler system in both the front and back yards keeps the lush grounds looking pristine with zero effort. Beyond the property itself, living at 210 Glen Ave puts you just minutes from the vibrant heart of Port Chester. Widely known as a premier dining destination, the village boasts a buzzing food scene with an incredible array of restaurants, ranging from authentic international eateries to popular hotspots like bartaco and Felice. Enjoy convenient everyday shopping at The Waterfront retail center, and experience world-class entertainment at the iconic Capitol Theatre, a beautifully restored 1920s live music venue right in town. Close to everything, all is minutes away, including public transportation (55 Min by train to NYC) and major highways I-95 and I-287. This Port Chester gem leaves absolutely nothing to be desired. Move right in and start enjoying your private sanctuary. Schedule your private showing today before it's gone!

210 Glen Avenue, 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

$699,000
4 Beds 2 Baths 1008133 MLS
This charming, classic 1920s Tudor with four bedrooms, one full bath, and one-half bath offers a generous living room with a cozy stone fireplace surround, oversized dining room, and spacious kitchen for those who enjoy making dinners with ample counter space, plus a kitchen island for sipping wine from the built-in wine chiller. The second floor includes four bedrooms, including a flexible fourth bedroom ideal as a nursery, and one full bath. A door and staircase offer easy access to a spacious attic that’s ideal for storage. Classic hardwood flooring refinished in 2026. Backyard privacy fencing was installed in 2024, and natural gas boiler and hot water heater are recently updated. 51 Clark Place is just a 0.5 mile to the Metro-North train station and 0.2 miles to the nearest bus stop. There’s plenty of driveway parking for several cars, all leading to a large detached garage for storage and a private backyard perfect for entertaining. This home boasts a Pearl SCORE of 420. (The score measures hidden, high-performance features that improve daily livability, such as energy efficiency and indoor air quality, translating home features into quantifiable benefits for the owner.) Some of the features powering this strong, above-average Pearl SCORE include newer energy-efficient windows on the first floor, second floor and attic, as well as new air sealing and attic insulation (2025) installed by Healthy Home. Take a tour of your charming new home!

51 Clark Place, 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

$1,579,000
4 Beds 3 Baths 1002709 MLS
Welcome to 55 Hawley Avenue — a rare opportunity that appeals equally to Homeowners seeking a turnkey luxury residence and Investors looking to acquire a proven, cash-flowing asset that generated nearly $200,000 in verified rental revenue in 2025 alone! Built in 2018, this 4-bedroom, 2.5-bath luxury home offers over 3,100 square feet on a private, tree-lined lot with a spacious backyard centered around a resort-style heated saltwater pool and a large hot tub that fits 6 comfortably. Inside, real hardwood floors run throughout the main and upper levels. An open-plan chef's kitchen with LG appliances, gas range, and wine fridge flows seamlessly into the dining room and entertainment-friendly living room, plus a dedicated billiards room and additional office or reading room. Upstairs, 4 spacious bedrooms with 5 beds can easily sleep 10 and include a king primary suite with ensuite bath and walk-in closet. A 600 sq ft semi-finished basement offers tremendous potential — gym, recreation room, additional living space, or more. A covered front porch, dedicated laundry, one-car garage, and private driveway complete the home — which comes fully furnished and turnkey. The location is exceptional: a walkable, friendly Port Chester neighborhood with great dining, two parks within walking distance, easy access to I-95 and I-287, Metro-North to Grand Central in under 45 minutes, and Rye Beach, Greenwich, and Rye just minutes away. This is the only home in Westchester County built within the last 10 years with a private pool currently on the market! For the homeowner, it is move-in ready with resort-style amenities in a phenomenal friendly neighborhood appreciating year over year. For the investor, it is a fully operational short-term rental generating nearly $200,000 in verified 2025 gross revenue — listed as "The All Seasons Oasis!" on Airbnb and VRBO with a perfect 5.0 rating across over 70 reviews and Airbnb's Guest Favorite designation, placing it in the top 5% of all regional listings, & likely the top producing Airbnb in Westchester County! Properties like this simply do not come available often -- schedule your showing today!

55 Hawley Avenue, Port Chester

$1,995,000
4 Beds 4 Baths 969337 MLS
Perfectly positioned between Greenwich and Rye on a quiet cul-de-sac within the highly coveted Greyrock on the Sound enclave, this custom 2026 center-hall Colonial delivers an immediate luxury lifestyle and architectural prominence. Masterfully engineered with an emphasis on advanced sound insulation and grand interior proportions, this 3,800-square-foot layout is a brilliant masterpiece of modern, open-concept, flexible design, purpose-built to serve as a quiet, self-contained sanctuary. A striking double-height foyer flows seamlessly into an expansive open-concept great room drenched in radiant natural light. The gourmet chef’s kitchen stands as the home's anchor, meticulously appointed with a premium quartz island, farmhouse sink, and high-end integrated appliances. This space transitions effortlessly into a spacious family room anchored by a custom gas fireplace, creating an intimate, inward-facing entertainment haven. A formal dining room adorned with a coffered ceiling and a dedicated private home office provide ultimate lifestyle flexibility. Upstairs, the sprawling floor plan features a serene primary retreat boasting dual vanities, a makeup station, and a custom-crafted walk-in closet. Three additional generously sized bedrooms, two full bathrooms, and a second-floor laundry room offer ample living space. The crown jewel of this level is the spectacular bonus room wrapped in a panoramic wall of windows. Drenched in exceptional daylight, this vast and versatile space serves as a magnificent second family room, an inspiring creative studio, or an elevated playroom. Bring your vision to life in the massive, unfinished 1,650-square-foot walk-out lower level, meticulously prepped and engineered for an effortless future finish. Featuring soaring 10-foot ceilings and rough-in plumbing already in place, this thoughtfully configured, exceptional layout provides the ultimate turnkey canvas. It is primed for immediate transformation into a custom home theater, high-end golf simulator, or a dedicated fitness studio, secondary home office, and full spa bathroom. Outside, the property rests on a generous 0.86-acre lot wrapped in dense, multi-layered perimeter landscaping. This intentional, engineered green buffer creates a profound sense of structural serenity and peaceful seclusion. Complete with a classic Belgian block driveway and a premium 2-car attached garage, this property represents unrivaled turn-key convenience—located just steps from your private neighborhood beach & deep-water dock, and minutes from the premier public beaches, elite clubs, and commuting hubs of the Sound Shore.

20 Hilltop Drive, Port Chester

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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.