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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

$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

$799,000
3 Beds 2 Baths 1027832 MLS
Exceptional opportunity to own a two-family property in the heart of Port Chester, one of Westchester County's most active redevelopment communities. Both apartments are occupied on a month-to-month basis, with each tenant currently paying $2,550 per month, providing immediate income while allowing flexibility for future plans. Located within the Village's CD-5 Zoning District, this property offers future redevelopment potential with zoning that allows for higher-density development and a variety of permitted uses, subject to Village approvals. Whether you're an investor seeking stable cash flow, a developer looking for your next project, or an owner-occupant planning for the future, this property offers outstanding potential. The property also features a detached garage and additional off-street parking. Ideally situated just a short walk to the Port Chester Metro-North station, downtown restaurants, shopping, entertainment, and the Village's thriving waterfront and downtown redevelopment, this is a rare opportunity to invest in one of Westchester's fastest-growing communities.

15 Bulkley Avenue, Port Chester

$800,000
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

$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

$999,000
8 Beds 3 Baths 1008870 MLS
Exceptional opportunity to own a three-family property in the heart of Port Chester. Featuring a desirable unit mix of a 4-bedroom, 3-bedroom, and 1-bedroom apartment, this income-producing property generates great rental income and offers immediate cash flow for investors and owner-occupants alike. The property includes a large walk-out basement providing additional space and future possibilities, along with a backyard and off-street parking. Conveniently located near shopping, restaurants, parks, schools, major highways, and Metro-North, this property offers both convenience and strong long-term value. Whether you're looking to expand your investment portfolio, generate passive income, or occupy one unit while collecting rent from the others, 27 Soundview Street presents a rare opportunity in one of Westchester's most accessible and vibrant communities.

27 Soundview Street, 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

$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

$89,500
1 Beds 1 Baths 895129 MLS
Welcome to Unit #1B at Longview Terrace co-operative, where comfort meets convenience in the heart of downtown Port Chester. This spacious unit welcomes you with a generous living and dining area. Step out onto the large balcony, ideal for entertaining guests, indulging in gardening, or simply enjoying peaceful moments. Inside, the kitchen boasts new stainless steel appliances installed in 2019, complemented by a newly renovated bathroom in 2024. Ample closet space ensures plenty of storage, while a designated parking space (#51) adds convenience for residents. Laundry facilities are conveniently located on the first floor along with additional storage space. Longview Terrace apartments are ideally positioned just a short walk from the Port Chester Metro-North train station, offering easy access to transportation. Enjoy the vibrant downtown area with its diverse range of shops, dining options, and entertainment venues, all within close proximity. With convenient access to Interstate-287, Interstate-95, and the Hutchinson Merritt Parkway, Longview Terrace provides a prime location for both commuting and exploring everything Port Chester has to offer. Discover the perfect blend of urban convenience and modern comfort at Longview Terrace Unit #1B.

315 King Street Unit #1B, 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.