Brewster Homes with Pool Amenities

Welcome to Brewster, New York, a charming town nestled in the heart of Putnam County. Known for its picturesque landscapes and a tight-knit community, Brewster offers the perfect blend of suburban tranquility and easy access to urban amenities. With its rich history, vibrant culture, and stunning natural beauty, it’s no wonder that Brewster has become a sought-after destination for families and individuals alike.

One of the standout features of homes in Brewster is the abundance of properties boasting pool amenities. Imagine spending hot summer days lounging by your own sparkling oasis, hosting barbecues, or enjoying a refreshing swim with family and friends. The homes with pool amenities in Brewster cater to those who appreciate outdoor living and the joy of entertaining. Whether you’re looking for a cozy retreat or a spacious family home, you’ll find a variety of options that include beautifully landscaped yards and private pools, creating an inviting atmosphere for relaxation and enjoyment.

In addition to its stunning homes, Brewster is conveniently located near major highways and the Metro-North train line, making commuting to New York City a breeze. The town is also home to excellent schools, parks, and recreational facilities, ensuring that residents have access to everything they need for a fulfilling lifestyle.

Explore the charm of Brewster, where your dream home with a pool awaits. Dive into the refreshing lifestyle that this delightful town has to offer, and make lasting memories in your own backyard paradise.

Newest Brewster Homes with Pool Amenities

$425,000

2 Beds ⋅ 3 Baths ⋅ 1046108 MLS

Welcome to 103 Kensington Court, a beautifully appointed townhome in the highly sought-after Fieldstone Pond community. Offering the ideal blend of comfort, convenience, and resort-style living, this spacious 2-bedroom, 2.5-bath home features thoughtfully designed living spaces across three levels. The main level offers an inviting layout with seamless access to a private back deck, creating an effortless extension of the living space and a wonderful setting for morning coffee, al fresco dining, or relaxing outdoors. Upstairs, two well-proportioned bedrooms provide comfortable private retreats, with the convenience of a washer and dryer located on the same level. The finished walk-out lower level adds valuable flexible living space and features a full bathroom, making it ideal for a home office, recreation room, guest area, or additional lounge space. Life at Fieldstone Pond feels like a private retreat, with an impressive collection of community amenities including a swimming pool, tennis and basketball courts, playground, clubhouse, and a dedicated car wash area. Beyond the community, the location provides easy access to shopping, schools, dining, and major highways, making commuting and everyday errands exceptionally convenient. A wonderful opportunity to enjoy turnkey townhome living in one of the area's most desirable communities.

103 Kensington Court, Brewster

$350,000

2 Beds ⋅ 2 Baths ⋅ 1043294 MLS

There are homes you walk into — and homes you envision your life within them. Nestled at the end of a quiet cul-de-sac, this COVETED CORNER END-UNIT captures the best of Hudson Valley living: mountain views, peaceful surroundings, desirable amenities, and the charm of Brewster right outside your door. Inside, sunlight fills the inviting interiors, highlighting warm hardwood floors, spacious rooms, ample storage, central air, and a welcoming fireplace. The layout feels comfortable and thoughtfully designed, with just the right balance of warmth, light, and room to live. The kitchen is designed for both everyday living and entertaining. The primary bedroom features sliding glass doors that open onto a generous deck—an inviting place to watch the sun rise in the morning, enjoy the peaceful outdoor setting, and take in the crisp mountain air. Beyond your front door, the lifestyle continues. Spend summer days by the pool, play tennis or basketball with friends, or explore the scenic trails. The landscaped grounds invite you to slow down, get outside, and enjoy the surroundings. When you want to explore, Brewster’s historic village, shopping, restaurants, and Metro-North train station are minutes away, with easy access to I-84, Routes 6 and 22, and Westchester County Airport. New York City is close enough for a night out, yet far enough to return to the serenity of the Hudson Valley. When winter arrives, Thunder Ridge Ski Area is approximately 20–25 minutes away, perfect for mornings on the slopes and cozy evenings by the fire. Then there are the details that make a meaningful difference: a brand new roof, three assigned parking spaces, plus plenty of guest parking. It all comes together here—the views, the setting, the space, the amenities, the accessibility, and the feeling of truly coming home. Some homes check the boxes. This one changes the way you live. Don’t miss your chance to make it yours!

1501 Eagles Ridge Road, Brewster

$429,900

2 Beds ⋅ 3 Baths ⋅ 1036319 MLS

Welcome home to this warm and inviting 2-bedroom, 2.5-bath townhome, ideally located in the desirable Blackberry Hill Village community. Spacious, bright, and thoughtfully designed, this home offers three levels of comfortable living space, with two sets of sliding glass doors that provide a wonderful connection to the outdoors. Convenient access from the parking area makes everyday living easy and effortless. The main level welcomes you with a generous, light-filled living room featuring a wood-burning fireplace, creating a warm and inviting focal point for relaxing or entertaining. An expansive 8-foot sliding glass door fills the room with natural light and offers a seamless connection to the outdoors. The spacious living area is large enough to accommodate a separate dining area, should you choose. The adjoining eat-in kitchen is both functional and welcoming, featuring stainless steel appliances, abundant cabinetry, and ample counter space—perfect for preparing meals, entertaining guests, or enjoying casual dining. Upstairs, the spacious primary suite provides a peaceful retreat with a private en-suite bath featuring a tiled walk-in shower, pedestal sink, and additional cabinetry for convenient storage. A second generously sized bedroom and beautifully tiled hall bath complete the upper level. The lower level offers even more versatility with a comfortable family room, game room, or flexible guest space, complete with another sliding glass door leading to the backyard area. This level also includes a dedicated workshop, laundry room, and plenty of additional storage, providing the flexibility and functionality today's homeowner desires. Enjoy all that Blackberry Hill Village has to offer, including a community swimming pool, tennis courts, basketball court, and playground—perfect for recreation, relaxation, and enjoying time outdoors without ever having to leave the neighborhood. With its light-filled interiors, flexible living spaces, abundant storage, private outdoor access, and exceptional community amenities, this inviting townhome offers comfort, convenience, and an easy lifestyle in the heart of Blackberry Hill Village.

803 Village Drive, Brewster

$1,299,000

4 Beds ⋅ 3 Baths ⋅ 1037425 MLS

Discover luxury living at Homesite #35, featuring the highly sought-after McCourt Modern Farmhouse in Toll Brothers' newest premier community in the Town of Southeast. Perfectly positioned on a desirable corner homesite, this elegant home blends sophisticated design, exceptional craftsmanship, and modern luxury. The thoughtfully designed floor plan offers the convenience of a first-floor primary bedroom suite, creating a private retreat complete with a spa-inspired bath featuring a stunning Kohler freestanding soaking tub. The inviting great room is anchored by a charming wood-burning fireplace, providing warmth and character throughout the seasons. Step outside and experience the ultimate in indoor-outdoor living with an expansive luxury outdoor space featuring premium TimberTech decking, ideal for entertaining, dining al fresco, or simply enjoying the beauty of your surroundings. Upstairs, three generously sized bedrooms offer comfort and flexibility for family and guests. Additional highlights include a 2-car side-entry garage and rough plumbing in the basement, providing the opportunity for future finished living space tailored to your needs. Projected for a Winter 2026 move-in, this exceptional home comes with designer-selected features and finishes that have been thoughtfully curated to complement its stunning architecture and modern farmhouse style. Located within one of the area's most anticipated luxury communities, Homesite #35 offers the perfect combination of elegance, comfort, and convenience. With limited opportunities available, this is your chance to own a beautifully crafted new home from one of the nation's leading luxury builders. Take advantage of our limited Quick Move-In sales event offering exclusive incentives!

2 Serenity Ridge Lane Unit #35, Brewster

$1,336,000

5 Beds ⋅ 5 Baths ⋅ 1036908 MLS

Discover luxury living in this stunning Emmett New England home, perfectly situated in one of Brewster's newest communities. Surrounded by picturesque horse farms and riding stables, this exceptional neighborhood offers a peaceful countryside setting just five minutes from the Brewster Metro-North train station, providing the ideal balance of privacy and convenience. Designed with versatility and comfort in mind, this thoughtfully appointed home features a main-level guest bedroom and full bath, perfect for visitors, extended family, or multigenerational living. The inviting great room is anchored by a charming wood-burning fireplace, while the gourmet kitchen and open-concept living spaces are ideal for both everyday living and entertaining. The luxurious primary suite serves as a private retreat, highlighted by a spa-inspired bath featuring a freestanding Kohler soaking tub. The finished lower level expands the home's living space with a media room, full bath, and additional flexible living area, offering endless possibilities for recreation, work, or hosting guests. Enjoy outdoor living on the covered Trex deck, overlooking a private wooded backyard that creates a serene natural backdrop year-round. Additional highlights include a side-entry garage and an impressive collection of designer upgrades throughout. This home is beautifully appointed with upgraded design finishes, including floor-to-ceiling tile walls in select bathrooms, quartz countertops, engineered hardwood flooring, and numerous luxury enhancements that elevate both style and functionality. Move in Winter 2026 and enjoy the rare opportunity to own a professionally designed new construction home in one of Brewster's most desirable new communities. Combining luxury finishes, flexible living spaces, natural surroundings, and unmatched commuter convenience, this exceptional residence truly has it all.

43 Drewsclift Drive Unit #26, Brewster

$324,900

1 Beds ⋅ 1 Baths ⋅ 888012 MLS

Welcome to this bright and inviting one bedroom (plus office!) condo offering comfortable single-level living in the desirable Blackberry Village community. Step inside to an eat-in kitchen with ample cabinet and counter space, perfect for everyday meals. Just beyond, the dedicated dining area flows seamlessly into the spacious living room, creating an ideal layout for both relaxing and entertaining. Sliding glass doors lead to a covered patio overlooking peaceful wooded views is an ideal spot to enjoy your morning coffee or unwind at the end of the day. The generously sized primary bedroom easily accommodates a king-size bed and features an oversized walk-in closet. A separate home office offers the flexibility to work from home, create a guest space, or enjoy a hobby room, and includes a second walk-in closet for exceptional storage. A full bathroom and a convenient in-unit laundry room complete the thoughtfully designed interior. Residents of Blackberry Village enjoy an array of amenities, including a swimming pool, tennis and basketball courts, a playground and a clubhouse. Ideally located near the Metro-North train station, major highways, schools, shopping, and dining, this home offers the perfect combination of convenience and low-maintenance living. It's just waiting for you to make it your own!

501 Village Drive, Brewster

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