Brewster Homes with Playground Amenities

Welcome to Brewster, New York—a charming town nestled in the heart of Putnam County, where small-town charm meets the beauty of nature. Located just an hour north of New York City, Brewster offers a perfect blend of suburban tranquility and urban accessibility. With its picturesque landscapes, vibrant community, and rich history, Brewster is an ideal place for families and individuals seeking a peaceful yet engaging lifestyle.

One of the standout features of Brewster is its commitment to family-friendly living, particularly evident in the homes equipped with playground amenities. Imagine stepping outside your back door to find a delightful playground, where children can laugh, play, and explore in a safe environment. These homes are designed with family in mind, providing ample outdoor space for children to enjoy, fostering a sense of community and connection among neighbors.

Brewster also boasts an array of parks and recreational areas, making it easy for families to engage in outdoor activities. From hiking trails to picnic spots, there’s always something to do in this vibrant town. The local schools are highly regarded, and the community is known for its welcoming atmosphere, making it a wonderful place to raise children.

Whether you’re looking for a cozy single-family home or a spacious property with playground amenities, Brewster has something to offer everyone. Embrace the opportunity to create lasting memories in a town that truly feels like home. Discover your dream home in Brewster today, and experience the perfect balance of comfort, community, and convenience!

Newest Brewster Homes with Playground 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

$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

$520,000

4 Beds ⋅ 3 Baths ⋅ 1007732 MLS

A place where every day feels like a summer weekend or a vacation. This is updated four bedroom home in the sought-after Vails Grove community on Peach Lake offers the ultimate lakeside lifestyle within the North Salem School District. The main level features a bright, modern kitchen open to a great room that flows seamlessly through glass doors onto an spacious deck. The gardens and sweeping western views capture the lake’s most spectacular sunsets. The primary suite, complete with its own full bath, and two additional bedrooms and full bath are also on the main floor. The lower level layout offers incredible flexibility with a fourth bedroom, another full bath, and a bonus room perfect for a home office, art studio, or kids' playroom. Living in Vails Grove means you’re steps away from its community beach with swimming, boating and playground. Feel worlds away from the hustle, but be just minutes to Croton Falls with shops, Metro North Train Station and seasonal Saturday North Salem farmers market, and to Danbury and Ridgefield with restaurants, arts, entertainment and shopping.

56 Vails Lakeshore Drive, Brewster

$450,000

2 Beds ⋅ 1 Baths ⋅ 963467 MLS

A perfect condo alternative with the freedom of your own space, this charming 2-bedroom, 1-bath home offers easy living in a beautiful lake community setting. Thoughtfully maintained and full of warmth, the home features beautiful wood floors, an updated kitchen and bath, and a spacious family room ideal for everyday comfort and relaxed gatherings. Enjoy the flexibility of a walk-up attic with exciting potential for a home office, playroom, or cozy retreat—adding value and versatility beyond typical condo living. Behind the scenes, key updates including a 2023 hot water heater, Weil-McLain oil burner, above-ground oil tank, generator transfer switch, water softener system, and a 14-year-young roof provide true peace of mind. Step outside and experience what truly sets this home apart—its incredible outdoor space. A stunning stone patio with gazebo creates the perfect setting for entertaining or unwinding, while stone steps lead to an upper level and expansive side yard ideal for gardening, play, or simply enjoying the outdoors. Two sheds offer excellent storage, giving you the space condos often lack. Located in the sought-after Lake Tonetta community, you’ll enjoy optional membership for just $150/year, granting access to a sandy beach, swimming, boating, fishing, and a welcoming neighborhood atmosphere with year-round events. All the ease of condo living—without the restrictions—combined with a well-maintained home, exceptional outdoor space, and a lifestyle centered around the lake.

47 Tonetta Lake Way, Brewster

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