Port Chester Homes with Driveway Parking features

**Discover Port Chester, NY: A Hidden Gem in Westchester County**

Nestled along the picturesque shores of Long Island Sound, Port Chester, New York, is a vibrant community that seamlessly blends rich history with modern living. Located in Westchester County, this charming town offers residents a unique mix of urban amenities and small-town charm. With its diverse population, thriving arts scene, and an array of dining options, Port Chester is a delightful place to call home.

One of the standout features of homes in Port Chester is the convenience of driveway parking. In a bustling town where space is at a premium, having your own dedicated parking area is a significant advantage. Whether you're coming home from a long day at work or hosting friends for a weekend gathering, the ease of accessing your vehicle from the comfort of your property is a true luxury. Many homes in the area boast this feature, providing not just convenience but also a sense of security and peace of mind.

The real estate market in Port Chester is as diverse as its residents, offering a variety of housing options, from charming single-family homes to modern condos. With its proximity to New York City, excellent schools, and a strong sense of community, Port Chester is an ideal choice for families, young professionals, and retirees alike.

Explore the inviting streets of Port Chester, where every corner has a story to tell, and discover your perfect home with the added benefit of driveway parking. Embrace a lifestyle that combines comfort, convenience, and community in this delightful Westchester town!

Newest Port Chester Homes with Driveway Parking features

$799,000

4 Beds ⋅ 3 Baths ⋅ 1033076 MLS

Spacious 4 bedroom 2.5 bath on large lot. Great price with much to offer. Versatile floor plan arrange rooms to suite your familys needs. Possible in-law.

713 Westchester Avenue, Port Chester

$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

$899,000

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

$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

$749,900

3 Beds ⋅ 2 Baths ⋅ 1010086 MLS

Move right into this beautifully maintained 3-bedroom home, featuring a kitchen with dining area, and access to a private terrace. The spacious, finished basement includes a recreation area with a bar, a laundry room, and direct access to the beautifully landscaped backyard with sprinkler system. Enjoy the fully fenced, private yard with ornamental trees and flowering plants. The home also features fully paid-off solar panels for added energy efficiency. Conveniently located near parks and outdoor recreation areas.

11 Brook Road, Port Chester

$779,000

3 Beds ⋅ 2 Baths ⋅ 1012107 MLS

Raised Ranch om .12- acre lot. Home offers open floor plan. Kitchen, living room/dining room combo access to deck. Primary bedroom, bedroom bedroom, hall bath. Lower family room, utility room, bathroom access to one- car garage.

137 Breckenridge Avenue, 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

$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

$719,000

3 Beds ⋅ 2 Baths ⋅ 989699 MLS

Investment Opportunity Two Family home priced to sell. Home offers 2 Units. First floor offers Eat in Kitchen, Living Room, 2-Bedrooms and Bathroom Second unit offers 3 rooms, Eat in Kitchen, Living room, Bedroom Bathroom plus walk up attic Lot size spacious with a 2 Car Garage and patio. Front porch great for relaxing with morning coffee or enjoying warm summer evenings. Very close to all shops and major highways.

322 Olivia Street, Port Chester

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