Port Chester, NY Real Estate | Port Chester, NY 4 Bedroom Homes for Sale

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

$899,000

4 Beds ⋅ 3 Baths ⋅ 1015560 MLS

Look no further—this move-in ready home with its charming front porch is sure to impress! Beautifully maintained and thoughtfully designed, this 4-bedroom, 2.5-bath Colonial is situated on a level, professionally landscaped property in one of Port Chester's most desirable neighborhoods. Step inside to a bright and inviting eat-in kitchen featuring granite countertops, stainless steel appliances, and abundant cabinet space. Hardwood floors flow throughout the home, adding warmth and timeless appeal. The spacious living room, formal dining room, inviting family room, and well-appointed eat-in-kitchen, powder room create the perfect setting for both everyday living and effortless entertaining. Upstairs, you'll find four generously sized bedrooms, all with hardwood floors, including a comfortable primary suite and two full bathrooms. The large unfinished basement provides exceptional storage and endless potential to create additional living space, a home gym, recreation room, or office. Additional highlights include a one-car garage, beautifully landscaped grounds, and a private backyard with a cozy fire pit—ideal for relaxing evenings or entertaining family and friends. This exceptional home combines comfort, style, and outstanding potential in a sought-after location. Don't miss this incredible opportunity—schedule your private showing today before it's gone!

107 Adams Avenue, Port Chester

$10,000

4 Beds ⋅ 3 Baths ⋅ 1022857 MLS

Available October 1st, this spacious 4-bedroom Colonial in the heart of Port Chester offers the perfect blend of classic character and modern comfort. Featuring generous room sizes, a bright living room with fireplace, formal dining room, eat-in kitchen, a versatile den, and a finished basement for added living space. Enjoy radiant heated hardwood floors, central air, and a high-efficiency natural gas heating system. Step outside to a beautiful backyard with a hot tub that's perfect for relaxing or entertaining — set on a professionally maintained 0.37-acre lot with ample driveway parking. Lease furnished or unfurnished to suit your needs, with outdoor furniture included. Snow removal and lawn care are covered for worry-free living. Ideally located minutes from Metro-North, I-287, and I-95, with Port Chester's shops, dining, and waterfront moments away. Information deemed accurate but tenant/agent should confirm.

107 Puritan Drive, Port Chester

$649,999

4 Beds ⋅ 2 Baths ⋅ 1022323 MLS

This is it, Prime Port Chester Real Estate! Presenting 334 Locust Ave, Port Chester, NY — A rare turn-of-the-century 2-family home in one of Westchester’s fastest-growing towns, ready for its next owner. This classic property blends timeless charm with practical modern updates. The two primary units are approximately 900 sq ft each with 2 bedrooms, updated kitchens and baths (complete with dishwashers and washers/dryers), private furnace, hot water heater, and separate gas & electric meters. In addition, the home includes valuable bonus living areas: a walk-up attic and a finished walk-out basement—perfect for extra living space, home office, guest suite, or additional rental income. The interiors are solid and functional, with hardwood floors and spacious layouts just waiting for your personal cosmetic touches—fresh paint, updated finishes, or modern styling—to elevate the property and maximize value. Outside, enjoy a nicely landscaped, semi-fenced yard with a slate patio, mature trees, and a generous backyard. Up to 6 rentable off-street parking spaces come with the property, a major plus for tenants or additional income. Located in a desirable, established residential neighborhood, 334 Locust Ave is highly commuter-friendly with quick access to highways, public transportation, Metro-North to NYC, and nearby shopping, dining, and entertainment. Port Chester’s strong growth makes this an excellent investment—start collecting rent from day one while building equity in a prime Westchester location.Whether you’re an investor or a hands-on buyer, this 2-family home with bonus attic and basement living space offers the perfect foundation. Old-world charm meets modern utility in a location on the rise. Ready for its next owner to bring fresh vision and transform it into a standout income producer. SELLER MAY BE ABLE TO VACATE ONE UNIT BUT NOT GUARANTEED

334 Locust Avenue, 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

$835,000

4 Beds ⋅ 2 Baths ⋅ 1016833 MLS

Rare opportunity to own a charming Dutch Colonial in the heart of Port Chester! Built in 1925, this beautifully maintained 4-bedroom, 1 and a 1/2 baths home blends timeless character with modern updates, featuring hardwood floors, a cozy wood-burning fireplace, and a finished basement. The first floor offers a welcoming foyer, spacious living room, formal dining area, updated kitchen with center island, powder room, and direct access to a large rear deck—perfect for entertaining or enjoying outdoor dining. The second floor features a generously sized primary bedroom, three additional bedrooms, and a full bathroom, providing ample space for family, guests, or a home office. The finished lower level expands the living space with a large recreation area - perfect for a family room, gym and office, offering flexibility to fit a variety of lifestyles. GAS HEAT & APPLIANCES. Outside, enjoy morning coffee on the covered front porch or relax on the backyard deck overlooking the fenced yard and picturesque side garden. Additional highlights include a detached two-car garage, ADT alarm system, and a roof less than three years old. Ideally located just a short walk to Metro-North, downtown restaurants, the library, post office, parks, and the historic Capitol Theater, this home offers the perfect combination of charm, convenience, and modern living.

12 Clark Place, Port Chester

$3,000

4 Beds ⋅ 1 Baths ⋅ 1014128 MLS

Welcome to 30 Martin Place-Ground Floor Apartment. This Pet Friendly, Ground Floor Unit at 30 Martin or the building closest to the street contains a four-room unit with a 1-bath layout. This building is fully gas-heated, with gas cooking as well. The property provides a renter seeking proximity to transportation, shopping, and Port Chester’s vibrant downtown. Located minutes from the Metro-North station, major highways, schools, and the village’s renowned dining scene, 30 Martin Place presents a great place to call home.

30 Martin Place Unit #Ground Floor-Side Entry, Port Chester

$898,000

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. 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

$850,000

4 Beds ⋅ 3 Baths ⋅ 1001065 MLS

As you enter 68 Breckenridge, you're welcomed by the warmth and charm that make classic Colonials so timeless. Traditional architecture exudes character with rich hardwood floors seamlessly leading you through it's arched entryways and inviting living spaces that immediately feel like home. The woodburning fireplace serves as the centerpiece of the main living area, while the finished wraparound sunroom adds additional space to relax, gather, or unwind behind French doors. Designed with both comfort and practicality in mind, the layout flows effortlessly into the formal dining room and spacious kitchen featuring a center island, abundant cabinetry, and a unique built-in keg tap at the sink; ready for your carbonated beverage of choice. Everyday convenience continues through the rear mudroom entry, complete with laundry, a powder room, and generous space that can function as pantry storage. The second floor carries the same warmth and character with comfortably sized bedrooms filled with natural light. Above, the finished attic is perfect for a home office, studio, or bonus space, complete with Long Island Sound views and seasonal Playland fireworks. Downstairs, the large finished basement provides even more versatility with space for recreation, a media room, gym, guest room, or work-from-home needs. Outside, enjoy a detached garage with electricity and attic storage, a flat fenced yard, and an expansive stone patio built for summer BBQs, gatherings, and everyday enjoyment. The updates blend in like the new 2018 boiler, spray insulation, updated bathroom, and refinished floors. Conveniently located within walking distance to Metro-North, the high school, shopping, restaurants, and downtown Port Chester, this move-in ready home is ready for you to begin your next chapter.

68 Breckenridge Avenue, Port Chester

$1,629,000

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

$699,000

4 Beds ⋅ 3 Baths ⋅ 998318 MLS

Opportunity to own this four bedroom 2.5 bath cape on corner of tree lined street. This attractive home offers kitchen, formal dining room, living room with fireplace, bedroom, bedroom bathroom on first level. Second level offers bedroom, bedroom and full bath. Basement is full along with half bath and leads to oversized garage which includes utility area. Walk to train or walk to school. Home needs some TLC but well worth it.

255 Glen 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

$895,000

4 Beds ⋅ 2 Baths ⋅ 988849 MLS

Perfect setup for a savvy investor or owner-occupant - live in one unit while the other helps offset your mortgage. Situated on a picturesque, tree-lined street, this charming home features a beautifully fenced in property, and welcomes you to the front yard adorned with stunning flowering trees. A long private driveway provides ample parking and leads to a backyard ideal for outdoor enjoyment, complete with a carport and spacious garage. Conveniently located just a short stroll to Rye Ridge Shopping, only 1.5 miles from the train, and minutes to I-287 and I-95 - a commuters dream. Offered for the first time since it was built, this lovingly maintained property has been owned by one family and thoughtfully restored and converted into a legal two-family home. Each unit lives like a three-bedroom: Apartment 1 features a sun-filled living room, an updated eat-in kitchen with access to the back porch and yard, two generously sized bedrooms, plus a third bedroom or home office, and a large full bath. Apartment 2 also lives like a three-bedroom and offers a spacious living room (currently used as a dining room), an updated eat-in kitchen, a full bath, and access to an expansive attic—ideal for storage or potential future expansion. The clean, dry basement includes laundry, utilities, and ample storage. Additional highlights include separate electric meters and an automatic generator.

490 Franklin Street, Port Chester

$888,000

4 Beds ⋅ 2 Baths ⋅ 984599 MLS

Nestled on a quiet cul-de-sac in the desirable Lyon Acres neighborhood, this immaculate ranch-style home offers comfortable living on a beautifully landscaped lot, approximately a half block from Lyon Park. The main living area features a floor-to-ceiling wood-burning stone fireplace, vaulted ceilings. The primary bedroom includes an en-suite bath. Two additional bedrooms are situated on the opposite side of the home and share a full hall bath. An expanded rear family room provides additional living space, along with a fourth bedroom with two exposures and dining area with the walk out leading to a grassy level lawn and afternoon sun. Charming front porch. Front yard with trees. Driveway with ample parking plus an attached garage. Full, walk out basement offers laundry room and plenty of storage. Equipped with gas heat, 5 thermostats, and 5 Mitsubishi split units providing heating and cooling. Conveniently located near major roadways, local amenities, and commuter routes, with proximity to the Greenwich border. House sold as is.

86 Birch Street, Port Chester

$1,395,000

4 Beds ⋅ 4 Baths ⋅ 980300 MLS

Welcome to this expanded and redesigned 4-bedroom, 3.5-bath home in Port Chester, masterfully completed by an experienced NYC developer with a focus on quality, function, and modern luxury. The home features a thoughtfully designed open layout with 7” wide plank hardwood flooring throughout, creating a seamless flow between living, dining, and entertaining spaces. At the heart of the home is a striking chef’s kitchen outfitted with a full Thermador appliance package, custom cabinetry, and sleek countertops—perfect for both everyday living and hosting. A desirable first-floor bedroom with a private ensuite bath offers flexible living options, ideal for guests, extended family, or a home office. Natural light fills the home through Pella windows and doors, while sliding doors lead to a level and fully enclosed backyard designed for easy outdoor living. Enjoy entertaining on the composite deck, complemented by landscape lighting and a full sprinkler system for low-maintenance living. Upstairs, the spacious primary suite offers a spa-like bath and generous closet space, while additional bedrooms are well-proportioned and thoughtfully finished. All 3.5 bathrooms have been completely renovated with designer tile, modern fixtures, and refined details. An exceptional opportunity to own a thoughtfully designed home offering sophisticated, city-level craftsmanship in Westchester!

4 W Glen Avenue, Port Chester

$625,000

4 Beds ⋅ 2 Baths ⋅ 977332 MLS

Investment opportunity meets location at 49 Grove Street in the ever-growing community of Port Chester. This classic two-family Colonial presents an excellent opportunity for investors. The property features two units: a 2-bedroom, 1-bath on the first floor and a 2-bedroom, 1-bath on the second level. Conveniently located just 10-minute walk to downtown Port Chester, with easy access to restaurants, shopping, and entertainment. Metro-North train and Bee-Line bus lines are nearby, making this an ideal location for commuters. Street parking available, along with a nearby municipal lot. Tenants pay their own utilities.

49 Grove Street, Port Chester

$1,299,000

4 Beds ⋅ 4 Baths ⋅ 936397 MLS

New Construction. 4 Bedroom 3.5 Bathroom 3110 SQ and has full unfinished basement with 9' ceilings and private entrance. The home is conveniently located next to 195, the Hutchison Parkway and public transportation. The home has an open floor plan with large rooms and a two story entrance. The. first floor features a large kitchen. island open to the family room, a large mudroom with a built-in bench and cabinets above, a powder room and a formal living room with a linear gas fireplace. The primary suite has a large walk-in. closet, double vanities and a shower with both a rain head and handheld. There are three other bedrooms on the second floor, two share a Jack and Jill bath while the third has an ensuite. The laundry room is located on the second floor with a slop sink and cabinets> above the garage there is an unfinished room for easy storage along with additional storage space in the attic. The gas has been sized for a future generator and the necessary concrete slab has been installed. The basement has already thoughtfully planned, including locations of ducts, windows and under ground plumbing allowing for easier finishing in the future. TAXES DO NOT reflect the finished home. Builder is in the process of getting CO and waiting on a new tax amount.

567 King Street, Port Chester

$149,999

4 Beds ⋅ 1 Baths ⋅ 845818 MLS

CENTRALLY LOCATED LARGE COOP THAT CAN BE USED AS EITHER A RESIDENTIAL ** (CONVERSION REQUIRED) OR PROFESSIONAL OFFICE SPACE PARKING AVAILABLE DURING THE DAY ** PARKING IN THE OPEN LOT ** IT IS READY FOR HIGH END DENTAL EQUIPMENT OR MULTI ROOM OFFICE ** LOCATED IN A BUSY ROAD OF PORT CHESTER WITH MANY OTHER AREA COOPERATIVE AND CONDO BUILDINGS ** THERE ARE APPROXIMATELY 100 UNITS IN THE COMPLEX ** LOCATED NEXT TO A BUS STOP ** GROUND FLOOR (OFFICE) UNIT HAS ITS OWN ENTRANCE ** SIX OPERATORIES ROOMS, INCLUDING AN X-RAY ROOM ** ALL ROOMS EQUIPPED WITH CABINETRY, COUNTERTOPS, AND SINKS ** CENTRAL A/C ** FULL RECEPTION AREA/WAITING ROOM AND HALF BATH ** SMALL KITCHEN AREA ** PRIVATE CONSULTATION ROOM ** STORAGE ROOM ** THE PRACTICE WAS WELL ESTABLISHED AND EXPANDED ELSEWHERE ** TWO PARKING SPACES AVAILABLE DURING WORKING HOURS PLUS AMPLE VISITOR PARKING FOR CLIENTS ** CO-OP REQUIRES 20% MINIMUM DOWN PAYMENT ** SHARES 950.

395 Westchester Avenue Unit #LC, Port Chester

Port Chester, NY 4 Bedroom Homes for Sale

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