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Homes for Sale with a Pool in Port Chester, NY

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Welcome to your dedicated resource for homes for sale with a pool in Port Chester, NY. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Port Chester, NY agent, Jeremy Zucker specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the with a pool properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Homes for Sale with a Pool in Port Chester, NY

$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
$999,000
4 Beds ⋅ 2 Baths ⋅ 1044756 MLS
Welcome to this delightful home, ideally situated on a very private road with no through traffic. The spacious living room features sparkling hardwood floors and bay window overlooking emerald green lawn. New kitchen upgrades feature new appliances, doors, lite fixtures along with view of the blue waters of the in-ground pool. The formal dining room enhances the first level offering lots of space for large family gatherings. A few steps off kitchen is the family room laundry room and utility area with access to garage. The second level has the primary bedroom and primary bath with 3 additional bedrooms and hall bath. Location, Location, Location this home is a gem.

20 Priscilla Lane, Port Chester
$999,000
7 Beds ⋅ 4 Baths ⋅ 1039591 MLS
A fantastic opportunity to own a versatile three-family property in the heart of Port Chester, offering an ideal setup for investors, owner-occupants, or multi-generational living. Situated on a desirable corner lot, this triplex features three separate units, with the third unit spanning the top two floors and offering a spacious multi-level layout. The property offers multiple porches and a patio, creating plenty of space to enjoy the outdoors, while the above-ground pool adds another great spot for relaxing and entertaining. A detached two-car garage provides additional parking and storage. Conveniently located close to the Port Chester Metro-North station, as well as shopping, dining, and local amenities, this property combines flexibility, outdoor space, and a commuter-friendly location in one exceptional opportunity!

318 William Street, 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
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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.