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$875,000
4 Beds ⋅ 3 Baths ⋅ 1015052 MLS
Offered for the first time in over 50 years, this rare side-by-side duplex presents an exceptional opportunity to own one of Rye Brook's most unique multifamily properties. Set on an expansive half-acre lot, the property offers the privacy and feel of two attached townhomes rather than a traditional up-and-down multifamily. An extensive driveway accommodates 8+ vehicles and leads to a detached two-car garage—an uncommon feature providing exceptional parking, storage, and versatility. Each residence enjoys its own private entrance, separate utilities, individual unfinished basement, and dedicated outdoor living space. Both units feature spacious living rooms, formal dining rooms, hardwood floors throughout, and kitchens with sliding glass doors leading to covered rear patios overlooking the beautifully landscaped, fully fenced backyard filled with mature plantings and established gardens. Unit 29 offers a spacious 2-bedroom, 1-bath layout with a walk-up attic providing abundant storage and future potential. Unit 31 features a desirable 2-bedroom, 2-bath layout with one full bathroom on each level, offering added convenience and flexibility. With separate gas service for cooking, individual 275-gallon oil tanks, and baseboard heating, the property is thoughtfully designed for practical ownership and efficient management. Whether you're an owner-occupant looking to offset your mortgage, seeking a multigenerational living arrangement, or an investor searching for a long-term addition to your portfolio, this meticulously maintained property offers exceptional versatility just minutes from shopping, dining, parks, Metro-North, and major highways.

29-31 N Ridge Street, Port Chester
$400,000
1 Beds ⋅ 1 Baths ⋅ 1008328 MLS
Welcome to 1 Landmark Square #217, a spacious one-bedroom, one-bath condominium located within the iconic Landmark Condominium, the beautifully restored former Life Savers Building and one of Westchester County's most historic and recognizable buildings. Rich in architectural character, the building showcases soaring ceilings, oversized factory windows, and original industrial details that seamlessly blend timeless history with modern living. Ideally situated in the heart of Port Chester, just moments from the shops and restaurants of Greenwich, Connecticut, yet with all the charm, energy, and value of one of Westchester's most vibrant downtowns, this location offers the best of both worlds. Walk to acclaimed restaurants, cafes, boutique shopping, The Capitol Theatre, and Metro-North, offering an easy commute to Grand Central Terminal in under an hour. With nearby waterfront parks, major highways, and everything downtown Port Chester has to offer, convenience is always within reach. Inside, this sun-filled residence offers approximately 1,082 square feet of open living space with dramatic ceilings and oversized windows that flood the home with natural light. The spacious main living area flows effortlessly into the kitchen and dining space, creating an ideal setting for everyday living and entertaining. Above, a versatile loft overlooks the main level and can easily serve as a home office, additional living area, guest space, or extra storage to fit your lifestyle. The generously sized bedroom offers ample closet space, while the thoughtfully designed layout provides both comfort and functionality. Residents of The Landmark enjoy an exceptional collection of amenities, including 24-hour concierge and doorman service, a fitness center, swimming pool, and rooftop deck. Unlike many other residences in the building, Unit #217 includes two parking spaces, offering a rare and highly sought-after convenience for owners and guests alike. Combining the charm of one of Westchester County's most celebrated historic landmarks with modern amenities and an unbeatable Port Chester location just moments from Greenwich, 1 Landmark Square #217 offers a rare opportunity to own a truly distinctive home where history, convenience, and contemporary living come together.

1 Landmark Square Unit #217, 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
$134,900
1 Baths ⋅ 1022150 MLS
Welcome to 370 Westchester Avenue, Unit 3M, a bright and inviting studio nestled on the third floor of a well-maintained elevator building in the heart of Port Chester. Bathed in natural light from oversized windows, this move-in-ready home offers a warm, airy atmosphere that feels both comfortable and spacious. The thoughtfully designed layout features beautiful hardwood floors, a bright eat-in kitchen with timeless wood cabinetry, crisp white countertops, and light-colored finishes that enhance the home's open feel. Every space has been designed for comfortable everyday living while offering the perfect opportunity to add your own personal style. Residents enjoy a beautifully maintained lobby, mature landscaping, elevator access, and a welcoming community setting. Conveniently located just minutes from Metro-North, major highways, downtown Port Chester's acclaimed restaurants, shopping, and entertainment, this home combines comfort, convenience, and exceptional value in one of Westchester County's most accessible locations. Whether you're purchasing your first home, looking to downsize, or searching for an easy commuter residence, Unit 3M is an outstanding opportunity to enjoy affordable homeownership in a vibrant and growing community.

370 Westchester Avenue Unit #3M, Port Chester
$1,099,000
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
$999,900
6 Beds ⋅ 2 Baths ⋅ 1005885 MLS
Exceptional opportunity to own a beautifully updated, income-producing two-family home in one of Port Chester’s most desirable locations! Featuring two spacious 3-bedroom, 1-bath apartments, each unit offers gleaming hardwood floors, updated kitchens, newer appliances, generous closet space, and private laundry hookups. Both apartments are currently occupied, providing immediate, strong rental income, making this an outstanding investment or future owner-occupant opportunity. This well-maintained property has seen numerous recent improvements, including freshly painted interiors, an updated bathroom, new exterior steps, a new first-floor range, a new second-floor refrigerator, outdoor lighting, and a full security camera system. The finished walk-out basement offers flexible additional living or storage space, while the two-car garage, ample off-street parking, and level backyard provide added convenience and appeal. Ideally situated just minutes from Metro-North, major highways, shopping, restaurants, parks, and schools, this home offers an easy commute to New York City and exceptional everyday convenience. Whether you’re looking to expand your investment portfolio, accommodate extended family, or secure a future owner-occupied property, this move-in-ready duplex offers tremendous value in today’s market. Motivated seller—bring your offers! A desirable property in a prime location with strong rental income, quality updates, and excellent long-term potential. This is a rare opportunity to own a high-value investment in the heart of Port Chester.

45 S Ridge Street, 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
$89,900
2 Beds ⋅ 2 Baths ⋅ 866996 MLS
***Buyer's Incentive: credit for 1 year of maintenance dues (12 X $1,700=$20,400)***. This co-op apartment features a living room with a balcony, a dining area, a kitchen, a primary bedroom with a private bath, 2nd bedroom, and an additional full bath. This property also features a landscaped building with a remodeled lobby, creating an inviting atmosphere. Parking is convenient with a deeded space, and convenience is taken a step further with on-site laundry facilities, a bike room, and additional storage on the first floor. Commuting is a breeze, as you're 0.3 miles from the Port Chester Metro-North train station. Book a showing today & get in to see it ASAP! Offers w/financing must be accompanied by pre-qual letter and down payment proof of funds; cash offers w/proof of funds. Monthly maintenance is $1,700/m + $420 assessment for capital improvements (no end date). So the total is $2,120. It includes: 1 Assigned Parking Space, Real Estate Taxes, Common Area Maintenance, Exterior Maintenance, Grounds Care, Heat, Hot Water, Pool Maintenance, Sewer, Snow Removal, Trash, and Water. Electric and gas are the responsibility of the owner. Co-op board approval is required. This property is eligible under the Freddie Mac First Look initiative through 7/4/2025. Sold as-is. ***AGENTS – MUST see confidential remarks and all MLS listing attachments for additional instructions***

315 King Street Unit #2H, 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.