Brewster Homes with Pool Amenities

Welcome to Brewster, New York—a charming community nestled in the heart of Putnam County, where picturesque landscapes meet a vibrant lifestyle. Known for its excellent school district, Brewster Central School District is dedicated to fostering a nurturing and supportive environment for students. With a commitment to academic excellence, the district boasts a range of programs designed to inspire creativity and critical thinking. From dedicated educators to modern facilities, families can feel confident that their children are receiving a top-notch education.

In addition to its educational offerings, Brewster is also a haven for those seeking homes with pool amenities. Imagine coming home to your own private oasis where you can unwind and entertain family and friends during the warm summer months. Properties in this area often feature beautifully landscaped backyards with inviting pools, perfect for making lasting memories. Whether you're looking for a luxurious retreat or a cozy family home, Brewster's real estate market has something for everyone.

Living in Brewster means embracing a lifestyle that balances tranquility with convenience. With easy access to nearby parks, charming local shops, and delicious dining options, residents enjoy the best of both worlds. Plus, the proximity to major highways and the Metro-North Railroad makes commuting to New York City a breeze.

Discover the perfect blend of community, education, and leisure in Brewster, NY. Explore our listings today and find your dream home complete with a refreshing pool—your personal sanctuary awaits!

Newest Brewster Homes with Pool Amenities

$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

$420,000

3 Beds ⋅ 3 Baths ⋅ 1029119 MLS

Welcome to Eagles Ridge, a beautifully maintained townhome community nestled amid the scenic beauty of Putnam County, where comfort, convenience, and easy/low maintenance living come together. Freshly painted throughout, this spacious three-bedroom, 2.5-bath home offers a blank canvas ready for your personal style. The oversized eat-in kitchen is pristine and provides abundant space for everyday dining and entertaining. The bright, open-concept living and dining area is anchored by a cozy gas fireplace and opens to a private deck with peaceful, long-range views of the surrounding hills—an ideal setting for morning coffee or relaxing at the end of the day. Upstairs, the expansive primary suite features a soaring vaulted ceiling, generous closet space, and a private en-suite bath. Two additional bedrooms and a full hall bathroom complete the second level. The walk-out lower level offers approximately 700 square feet of unfinished space with endless possibilities. Whether you envision a family room, recreation area, home office, fitness room, guest suite, or teen retreat, this level provides the flexibility to create the space you've always wanted. With approximately 2,140 total square feet, including the unfinished lower level, this home combines generous living space with exceptional value. Eagles Ridge offers beautifully landscaped grounds, abundant parking, and desirable amenities including a clubhouse, swimming pool, and tennis courts. Conveniently located just minutes from shopping, restaurants, Metro-North, and Interstate 84, this home offers the perfect blend of tranquility and accessibility.

1204 Eagles Ridge Road, Brewster

$699,000

3 Beds ⋅ 3 Baths ⋅ 1029709 MLS

Fall 2026 Occupancy - Home Under Construction. The Colgate welcomes you with a soaring two-story foyer and graceful staircase that leads to the bright and open living level. Here, a spacious great room, formal dining room, and casual dining area with rear yard access create the perfect setting for gatherings. The well-designed kitchen features a generous center island with breakfast bar, wraparound counter and cabinet space, and a roomy pantry. The serene primary suite offers a large walk-in closet and a spa-like bath with dual vanities and a luxe shower with seat. Secondary bedrooms, each with vaulted ceilings and ample closets, share a full hall bath. Additional highlights include a conveniently located bedroom-level laundry, a powder room on the main living level, and an everyday entry from the lower level. Ask about our Private Sale Event! We are offering $10,000 towards Toll Brothers Mortgage Closing Costs.

4095 Fairways Drive Unit #148, Carmel

$1,200,000

4 Beds ⋅ 4 Baths ⋅ 1025029 MLS

Stunning Home in Fortune Ridge. Welcome to this exceptional 4 bedroom 2 Full and 2 half bath custom-built home in the highly sought-after Fortune Ridge community. Built in 2022 and offering approximately 3,350 square feet of impeccably designed living space, this pristine residence showcases a sleek, modern aesthetic complemented by premium upgrades and designer finishes throughout. The heart of the home is the expansive chef’s kitchen, featuring high-end appliances, a large center island, abundant cabinetry, and the perfect layout for both everyday living and entertaining. The kitchen flows seamlessly into the oversized family room, where beautiful windows flood the space with natural light and a stunning fireplace creates a warm and inviting atmosphere. The main level also offers a versatile formal dining room, currently utilized as a home office, as well as a comfortable living room. A convenient laundry room and mudroom are located just off the attached two-car garage. Upstairs, the luxurious primary suite serves as a private retreat, complete with two spacious walk-in closets and a spa-inspired bath featuring a soaking tub and upscale finishes. Three additional generously sized bedrooms and a well-appointed hall bath complete the second floor. The living space continues in the finished lower level, offering incredible flexibility for recreation and relaxation. Complete with a half bathroom and sliding doors to the backyard, this expansive area is currently configured as a golf simulator and is ideal as a family room, game room, fitness area, or guest space. Step outside to your own private oasis and one of the most desirable lots in the neighborhood. The fully fenced backyard has been thoughtfully designed and professionally landscaped with stunning hardscape patios, retaining walls, and an expanded deck, creating the perfect setting for outdoor entertaining and peaceful evenings at home. Residents of Fortune Ridge enjoy outstanding community amenities, including a clubhouse with fitness center, playroom, gathering hall and kitchen for private events, swimming pool, tennis courts, basketball court, and playground. Ideally located just minutes from the Westchester border, I-684, and only 2.3 miles from the train station, this home offers the perfect combination of luxury, convenience, and lifestyle. This stunning home in one of the area's premier neighborhoods is truly move-in ready and won't last long!

17 Stableview Lane, Brewster

$387,500

2 Beds ⋅ 1 Baths ⋅ 1010945 MLS

A unique opportunity find is a completely renovated condo from top to bottom with exceptional craftmanship and high end finishes. This stunning second floor 2 bedroom condo offers the perfect blend of luxury, comfort and style. The magnificent new kitchen is a true showpiece, featuring premium stainless steel appliances including a 5- burner stove, oversized French door refrigerator, with ice maker, microwave, dishwasher and abundant cabinetry. A sunny breakfast area overlooks the peaceful backyard. The expansive living room is highlighted by a charming wood burning fireplace while elegant French doors open to a private deck. An adjoining dining area provides an ideal setting for entertaining. The spacious entry foyer offers endless possibilities for home office or additional seating area. The generous primary bedroom features soaring ceilings, dual closets and direct access to a beautifully renovated bathroom complete with separate shower. The second bedroom is also generously sized making it perfect for guests, family or home office. Additional upgrades include new full sized washer and dryer, new hot water heater and upgraded oil filled hydronic electric baseboard heaters. Abundant closet space and plush new carpeting adds warmth and comfort. An oversized garage freshly painted and sheet rocked is conveniently located just steps from the unit. Amenities include beautiful pool, clubhouse and playground. This move-in -ready home has been thoughtfully renovated with high-end materials and designer features throughout offered in a beautifully maintained community. Wonderful Location, quick access to route 22, I684/84, Brewster and Croton Falls Metro North.

502 Holly Stream Court, Brewster

$689,000

3 Beds ⋅ 3 Baths ⋅ 1020801 MLS

Home under construction, move-in Fall 2026. Nestled within The Ridge Townhomes community, the Caufield residence offers a luxurious and spacious living experience. As you enter the soaring two-story foyer, you are greeted by inviting stairs that lead to the bright living level. This level boasts a spacious great room, dining room, and a casual dining area with easy access to the rear yard. The well-appointed kitchen features a generous center island, wraparound counter and cabinet space, and a roomy pantry for all your culinary needs. The primary bedroom suite is a serene retreat, complete with an ample walk-in closet and a luxurious primary bath with a dual-sink vanity and a deluxe shower with a seat. The secondary bedrooms, with vaulted ceilings and sizable closets, share a full hall bath. Additional features include a convenient bedroom-level laundry, a powder room on the living level, an everyday entry on the lower level, and ample extra storage space. The Ridge Townhomes are perfectly situated in a non-age restricted area of the community, providing easy access to the clubhouse. This home includes luxurious designer selections!

4085 Fairways Drive Unit #143, Carmel

$440,000

2 Beds ⋅ 3 Baths ⋅ 1013670 MLS

Welcome to 1205 Greystone, a beautifully maintained townhome in the highly desirable Fieldstone Pond community, offering stylish interiors, comfortable living spaces, and an unbeatable commuter-friendly location. The main level is designed for both everyday living and effortless entertaining. A spacious kitchen opens to the dining area, which flows seamlessly into the expansive living room featuring a cozy gas fireplace. Large sliding glass doors lead to a private deck and lawn area, creating the perfect indoor-outdoor connection. Upstairs, you’ll find two generously sized bedrooms, each with its own ensuite bath, ample closet space, and abundant natural light. Convenient second-floor laundry adds to the home’s thoughtful layout. The finished lower level provides exceptional flexibility, offering valuable additional living space ideal for a home office, playroom, gym, media room, or guest retreat. Residents of Fieldstone Pond enjoy an outstanding array of amenities, including a clubhouse, swimming pool, tennis and pickleball courts, and a basketball court. The unit also includes two assigned parking spaces and a private garage conveniently located directly in front of the home. Ideally situated just minutes from I-684, Metro-North, shopping, dining, schools, bike paths, hiking trails, and ski areas, this home offers the perfect balance of convenience, recreation, and low-maintenance living. Move right in and enjoy everything Fieldstone Pond has to offer.

1205 Greystone Lane, Brewster

$869,000

2 Beds ⋅ 2 Baths ⋅ 989489 MLS

The Alstead is an exceptional combination of sophistication and functionality. A welcoming foyer punctuated by a tray ceiling leads past a versatile flex room into the main living area, featuring an elegant dining room and a spacious great room. Adjacent, a casual dining area offers access to the rear yard and the well-equipped kitchen, which offers wraparound counters and countertops, an island with breakfast bar, and a pantry. The serene primary bedroom is complete with a walk-in closet and a relaxing primary bath with a dual-sink vanity, a luxe shower with seat, and a private water closet. At the front of the home, a lovely secondary bedroom is conveniently located just steps from a full hall bath. Additional highlights include an everyday entry, centrally located laundry, and ample storage space. Seamless transition between great room, casual dining area, and kitchen Serene primary bedroom features walk-in closet and tranquil bath Flex room and secondary bedroom offer versatile living and entertaining options This home is under construction with a Summer 2026 Occupancy.

2052 Summit Loop Unit #62, Carmel

$829,000

2 Beds ⋅ 4 Baths ⋅ 939680 MLS

The elegantly appointed Winwood opens with a stylish foyer boasting a tray ceiling and a bright flex room. A spacious great room connects seamlessly the a charming casual dining area with sliding doors leading to the rear yard. Adjacent, the well-equipped kitchen features a large island with breakfast bar and wraparound counters. Conveniently located on the main floor, the primary bedroom offers a walk-in closet and a lovely bathroom with a dual-sink vanity, a luxe shower with seat, linen storage, and a private water closet. The second floor reveals a loft, a full bathroom, and a secondary bedroom. Other highlights include an everyday entry, first-floor laundry, a powder room, and extra storage throughout. This home includes a finished walk-out basement with full bath, perfect for guests to have their own private space to stay. Buyers still able to personalize interior finishes at our luxurious design studio. Fall 2026 move-in. Home is to be built.

2042 Summit Loop Unit #58, Carmel

$849,000

2 Beds ⋅ 4 Baths ⋅ 938812 MLS

Fall 2026 Move-in. Home is under construction! In the picturesque town of Carmel, New York, nestled within a serene 55+ community with resort style amenities. The Hawthorne home design offers a thoughtful layout that balances comfort and functionality. The main level features an L-shaped kitchen that flows seamlessly into the great room, perfect for entertaining. A versatile flex room on this level provides additional living space. The primary suite, conveniently located on the main floor, boasts dual walk-in closets and a luxurious bathroom with dual sinks and a private water closet. Upstairs, a loft area offers a cozy retreat, while the everyday entry ensures easy access from the garage. Two-story great room creates an open, airy atmosphere. Main-floor primary suite features dual walk-in closets and a spa-like bathroom Versatile flex room and upstairs loft provide adaptable living spaces. Home also includes a finished walk-out basement with full bath. Additionally, this home features a walk-out finished basement with full bathroom, perfect for entertaining! This home is located on a premium home site with stunning mountain and sunset views.

2076 Summit Loop Unit #73, Carmel

$899,000

2 Beds ⋅ 2 Baths ⋅ 934376 MLS

The Alstead is an exceptional combination of sophistication and functionality. A welcoming foyer punctuated by a tray ceiling leads past a versatile flex room into the main living area, featuring an elegant dining room and a spacious great room. Adjacent, a casual dining area offers access to the rear yard and the well-equipped kitchen, which offers wraparound counters and countertops, an island with breakfast bar, and a pantry. The serene primary bedroom is complete with a walk-in closet and a relaxing primary bath with a dual-sink vanity, a luxe shower with seat, and a private water closet. At the front of the home, a lovely secondary bedroom is conveniently located just steps from a full hall bath. Additional highlights include an everyday entry, centrally located laundry, and ample storage space. Additionally, this home features a finished basement with plumbing rough-in for future bath. Luxurious Designer appointment finishes throughout. Late Summer 2026 Move-in. Home is under construction!

2069 Summit Loop Unit #98, Carmel

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