Brewster Homes for Sale

Welcome to Brewster, New York, a charming village nestled in the heart of Putnam County. Known for its picturesque landscapes and tight-knit community, Brewster is not just a place to live; it’s a place to thrive. One of the standout features of this area is the Brewster Central School District, renowned for its commitment to academic excellence and holistic student development. The district offers a range of educational programs that cater to diverse learning needs, ensuring that every child has the opportunity to succeed. With dedicated teachers, modern facilities, and a variety of extracurricular activities, students here are well-prepared for their future endeavors.

For families considering a move to Brewster, the real estate market offers a delightful selection of homes for sale. From charming historic houses that exude character to contemporary family homes with spacious yards, there’s something for everyone. The community’s serene environment and proximity to parks, lakes, and hiking trails make it an ideal setting for outdoor enthusiasts and families alike.

Living in Brewster means enjoying a blend of suburban tranquility and urban convenience. With easy access to major highways and a nearby Metro-North train station, commuting to New York City is a breeze, allowing residents to enjoy the best of both worlds.

Explore the homes for sale in Brewster today, and discover the perfect place to create lasting memories in a community that values education, connection, and a high quality of life. Your dream home awaits in this vibrant village!

Newest Brewster Homes for Sale

$550,000

3 Beds ⋅ 2 Baths ⋅ 1051278 MLS

Some homes are special because of what they offer. Others are special because of what they are. This quintessential 1868 Colonial is both—a truly one-of-a-kind property where history, character, privacy, and convenience come together in a way that is increasingly rare. Turk Hill Road in Brewster, New York, is known for its historic residences, peaceful tree-lined setting, and rich architectural heritage. Privately tucked away at the end of its own driveway and discreetly set off the road, this historic home is surrounded by mature woods and natural beauty. The property offers a rare sense of seclusion, yet the Metro-North station is within walking distance, with highways, schools, shopping, and everyday conveniences just minutes away. The property is unlike most, featuring an antique barn with flexible space for a workshop, gym, studio, playhouse, or whatever you envision. A secluded bluestone patio framed by historic stone walls creates a beautiful outdoor retreat with a sense of privacy and timeless charm. Inside, the home preserves the warmth and craftsmanship of its origins while incorporating thoughtful modern updates. The kitchen features Carrara marble countertops, a six-burner induction cooktop, a dishwasher, a glass-front under-counter fridge, and a separate full-size refrigerator—with all appliances less than three years old. Hardwood floors run throughout the main level, while solid-wood doors and beautiful period details showcase the character and craftsmanship of another era. Tile floors enhance the bathrooms, adding a fresh, polished touch. Recent improvements include a two-year-old roof and upgraded 200-amp electrical service. With its heritage, antique barn, historic stone walls, secluded setting, and walk-to-train location, 19 Turk Hill Road is more than a home—it’s a rare opportunity to own something historic, unique, and special. If you’ve been searching for something truly exceptional, you’ve just found it.

19 Turk Hill Road, Brewster

$549,000

3 Beds ⋅ 2 Baths ⋅ 1051542 MLS

Set on over an acre of beautiful, level land, 862 Drewville Road offers the kind of property that is increasingly hard to find. This charming Cape Cod welcomes you with hardwood floors, a cozy living room with a fireplace, and a spacious enclosed back porch overlooking the expansive backyard. The outdoor setting is the true standout, offering endless possibilities for entertaining, recreation, gardening, or simply enjoying the privacy and natural surroundings. A large circular driveway and one-car garage provide ample parking and everyday convenience. Ideally situated beside the scenic Middle Branch Reservoir and less than five minutes from the Brewster Metro-North Train Station, this home offers a rare combination of generous outdoor space, classic charm, and commuter convenience. A special opportunity to enjoy the best of Hudson Valley living.

862 Drewville Road, Brewster

$1,995,000

1 Beds ⋅ 5 Baths ⋅ 1049510 MLS

Turn-Key Equestrian Facility in the heart of North Salem Horse Country. This gated, beautifully landscaped farm offers a 100’ x 200’ Outdoor Riding Arena with Lawton Adams’ TravelRite footing, several grass turnout paddocks, and 14 stalls across over 15 acres. The main stable is open and airy, offering twelve oversized stalls - most are 14' x 14' with rear dutch doors for incredible ventilation and safety - along with extra-wide aisles, a grooming and wash stall, tack area, feed room, laundry and a powder room. The facility also features a 1 bedroom/1 bath groom’s apartment, multiple offices, a lab, staff kitchen, large conference room/club room, and additional powder rooms. Outside, there is a two stall shed row barn, an outdoor wash stall/farrier station, and an enormous parking area that loops around the entire building for easy trailer access. Ideally located less than 10 minutes from the renowned Old Salem Farm international show-jumping venue and I-684, with convenient access to many of the region’s premier horse shows. An exceptional opportunity for an accomplished equestrian professional or veterinary practice seeking a presence in one of the country’s most prestigious and sought-after equestrian communities.

120 Nichols Road, Brewster

$425,000

3 Beds ⋅ 2 Baths ⋅ 1050325 MLS

Opportunity Knocks! This well loved 3 bedroom ranch offers 1,665 square feet of living space on a level .25-acre lot with town water and sewer. The main level features a spacious living room with a fireplace, formal dining room, and kitchen, along with three bedrooms and a full hall bath. Hardwood floors and central air conditioning add to the home's appeal. The Basement includes a large family room complete with a wet bar and full bathroom, a generous size unfinished area ideal for storage, workshop space, or future expansion and the Laundry area. You will love the outdoor living area with the oversized covered rear deck overlooking and connecting directly to the above-ground pool, making it perfect for entertaining and summer enjoyment. Additional features include a one-car garage, shed and ample storage. Conveniently located just 2 miles from the Brewster Metro-North train station and minutes from I-684 and I-84, this home offers easy commuting and close proximity to schools, shopping, restaurants, and everyday conveniences. While the property has been well maintained over the years, it is in need of updating and repairs and is being sold strictly as-is. An ideal opportunity for investors, contractors, or handy buyers looking to restore and personalize a home in a desirable commuter-friendly location and sought after neighborhood!

21 Allan Road, Brewster

$399,900

1 Beds ⋅ 2 Baths ⋅ 1050333 MLS

Don’t let the fact that this is a one bedroom home deceive you! This property comes with a 5-bedroom septic and town-approved plans for a 3-bedroom addition. Live in the one bedroom while you complete the addition at your leisure. Great location provides easy commute to everything: trains, buses, schools, lake.

49 Hickory Drive, Brewster

$799,999

3 Beds ⋅ 2 Baths ⋅ 1049145 MLS

A Rare Brewster Estate-Sale Opportunity! Set on beautiful, expansive grounds surrounded by mature landscaping, this distinctive raised ranch offers a wonderful combination of space, privacy, and property. Welcome to this spacious and versatile 4,032 sq. ft. raised ranch in Brewster, offering an inviting open floor plan and abundant living space. Hardwood floors, two fireplaces, and generous room sizes provide a wonderful foundation to make this home your own. The finished lower level offers additional space for recreation, entertaining, a home office, gym, or guest accommodations. Enjoy the private inground pool and create your own backyard retreat. A 5-bedroom septic system adds flexibility for a variety of living arrangements. A wonderful opportunity to bring your vision to a substantial Brewster home offering space, flexibility, and tremendous potential. Conveniently located near the train station and major highways, offering easy access for commuters while enjoying the tranquility of a spacious property setting. Town Building Department records reflect 3 bedrooms and 1.5 baths, while Town Assessor records reflect 5 bedrooms and 3.5 baths. Buyers are encouraged to conduct their own independent due diligence. Any engineering inspection or evaluation obtained by the buyer shall be for the buyer’s informational purposes only. Estate sale; property is being sold strictly AS IS.

52 Friendly Road, Brewster

$349,900

2 Beds ⋅ 1 Baths ⋅ 1048316 MLS

Welcome to this beautifully renovated 2-bedroom, 1-bath cottage on a quiet street, conveniently located minutes from shopping, schools, and the community beach. Renovated in about 2021, this charming home features hardwood floors, recessed LED lighting, and an updated kitchen with newer countertops, island, and stainless-steel appliances. The renovated bathroom adds a stylish touch, while updated windows, vinyl siding, roof, and septic provide peace of mind. With minimal steps to the entrance, the home offers easy access, while the fully fenced backyard provides a great space for your pup to enjoy. Relax on the front deck or covered rear porch. A large shed provides plenty of additional storage, and the asphalt driveway completes the package. A wonderful opportunity to enjoy a comfortable, updated home in a convenient location!

3 Preston Place, Patterson

$2,795,000

4 Beds ⋅ 7 Baths ⋅ 1048047 MLS

Sunny Ridge. Brewster’s most extraordinary offering. Set behind iron gates up a long winding drive, this estate will thrill you. Perched on a peaceful cul-de-sac street in a highly sought-after location on the Southeast/North Salem border - just 60 miles from NYC and 4 miles to the Metro North train station. Set on over 15 acres with commanding panoramic views and a profound sense of privacy - your closest neighbors are the horses at the abutting farm. The 8,000+ sq. ft main residence offers a level of craftsmanship that simply doesn’t exist at this price point. As you step inside the entry foyer, the exquisite architectural details are immediately apparent - custom millwork, detailed moldings, elegant archways, tray ceilings, and gleaming hardwood floors. The focal point is an incredible floating staircase - providing access to three magnificent levels of luxury living. There is a formal living room with soaring 20+ foot ceilings, six fireplaces, a massive fully equipped chef’s kitchen, a fully finished 2200+ sq. ft lower level with custom wet bar, movie theater, gym, wine cellar, and two french door walkouts to covered patios. Multiple offices for working from home. Cozy den with french doors out to wrap-around mahogany deck, covered porch, and outdoor kitchen with patio. Gorgeous formal dining room - ideal for dinner parties and entertaining. Upstairs, there is an expansive primary bedroom suite with sitting area, balcony, spa-like bath, and dual walk in closets. Down the hall, there are three additional en-suite bedrooms with walk-in closets and a laundry room. There is an attached heated 4 car garage, as well as a custom-built 4,000 sq.ft carriage barn, which provides garage space for an additional 12 cars. The carriage barn also offers a world of possibilities as a guest house, art/music studio, and more. Sunny Ridge is a rare and compelling opportunity for the discerning buyer seeking a private, resort-caliber estate within easy reach of Manhattan.

16 Reynwood Drive, Brewster

$594,769

3 Beds ⋅ 2 Baths ⋅ 1047465 MLS

Great commuter location! This charming 3-bedroom, 2-bath Ranch is situated in a desirable neighborhood and offers comfortable living with plenty of flexible space. The main level welcomes you into a spacious living room with beautiful hardwood floors. A hallway leads to three bedrooms and a full hall bathroom. The eat-in kitchen features a convenient door to the breezeway, which connects to the one-car garage, as well as a sliding glass door leading to a newer Trex deck. The deck overlooks the nicely fenced-in backyard, creating a wonderful space for relaxing, entertaining, and enjoying the outdoors. The finished lower level provides excellent additional living space, including a large family room, full bathroom, laundry room, den/office, and plenty of storage. Conveniently located for commuters and close to everyday amenities, this well-maintained home offers comfort, versatility, and outdoor enjoyment in a desirable neighborhood. Don't miss the opportunity to make this wonderful Ranch your new home!

7 Pine Road, Brewster

$655,000

3 Beds ⋅ 3 Baths ⋅ 1045806 MLS

Welcome to this bright and spacious three bedroom two and a half bath Center Hall Colonial featuring an inviting layout and an abundance of natural light throughout. The home offers generous living spaces, comfortable bedroom sizes and plenty of room for everyday living and entertaining. This home has a formal dining room, the primary bedroom offers two walk in closets and an oversized bathroom with jacuzzi tub. A walkout unfinished basement provides excellent storage and exciting potential for future living space, a home office, gym, recreation room or workshop, the possibilities are endless. The home is situated on a large piece of property, the backyard offers two levels, one is fenced in and the second is a nice level yard with a playhouse. With a classic colonial design, spacious rooms, and a light filled interior, this home offers a wonderful opportunity to make it your own.

480 Haviland Drive, Patterson

$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

$725,000

3 Beds ⋅ 2 Baths ⋅ 1039488 MLS

Your private Brewster retreat awaits. Set back on more than three picturesque, park-like acres, this spacious contemporary raised ranch offers a rare combination of privacy, space, flexibility, and exceptional outdoor living. With over 2,900 square feet, three bedrooms, and a versatile floor plan that lives like a four-bedroom, there is room here to spread out, entertain, work from home, and simply enjoy life. And then there’s the setting. This is where the property truly shines. Surrounded by mature trees, lush greenery, and beautifully maintained grounds, the property feels like your own private escape. The expansive deck overlooks the serene landscape and inviting pool, creating the perfect backdrop for summer entertaining, lazy afternoons, morning coffee, or evenings under the stars. There is a wonderful sense of space and seclusion here that is increasingly hard to find. At the center of the home, the generous kitchen features granite countertops, stainless steel appliances, and oak hardwood floors, while the spacious living areas offer plenty of room for both everyday living and entertaining. A fireplace in the living room and a wood-burning stove in the family room add warmth and character to the home. The spacious primary bedroom with en-suite bath, along with two additional bedrooms, completes the main level. The lower level adds another dimension of flexibility, offering a potential au pair or in-law setup, additional living space, and tons of storage. Whether you need guest space, a home office, recreation area, or simply more room for everyone and everything, this level offers numerous possibilities. The best part? You get the feeling of being tucked away in your own private oasis without sacrificing convenience. Enjoy easy access to shopping, restaurants, two nearby train stations, and major parkways, making commuting and everyday errands a breeze. Three-plus acres. Over 2,900 square feet. Incredible outdoor living. Endless possibilities. And privacy you can feel the moment you arrive. This is the kind of property that needs to be experienced in person.

66 Maple Wood Drive, Brewster

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