Refine Search
Sort by
$495,000
2 Beds 1 Baths 1010538 MLS
Welcome to this charming ranch-style home nestled on nearly half an acre of flat, level property. From the moment you step inside, you'll appreciate the warmth, comfort, and endless possibilities this home has to offer. Whether you're a first-time homebuyer looking for a place to call your own or an investor seeking a great opportunity, this property provides the perfect canvas to make it your own. Home is being sold as is! Enjoy the convenience of being within walking distance to public transportation and just a short drive to the Metro-North Train Station, I-84, I-684, shopping, dining, and all that the area has to offer. Located minutes from Brewster schools, this cozy and quaint home offers both charm and accessibility. Don’t miss your chance to own this wonderful property—schedule your private showing today and start imagining the possibilities!

15 Maple Drive, Brewster

$479,000
2 Beds 2 Baths 941610 MLS
End-unit tri-level townhouse tucked away on a quiet cul-de-sac in the highly sought-after Reed Farm community. As the last townhouse in the development, this desirable Upper Jonathan model enjoys added privacy, extra green space, and sweeping long-range views from its elevated setting. Offering approximately 1,610 square feet of living space across three levels, the home features two bedrooms and two bathrooms, boasting an open, airy layout filled with natural light.The renovated kitchen showcases new quartz countertops, stainless steel appliances, and refinished cabinetry. Vaulted ceilings, a cozy fireplace, and sliding glass doors enhance the inviting main living area and open to a private deck overlooking the scenic landscape. The main-level primary suite includes a generously sized updated bathroom and an adjacent flexible room perfect for a home office, sitting area, or nursery. An inviting loft level overlooks the dramatic living space below and features a spacious bedroom area along with an additional lounge or flex space ideal for guests, reading, or a work-from-home setup. The lower level offers approximately 600 square feet of finished storage space, including a large recreation room, laundry area, and multiple storage closets. Reed Farm’s beautifully maintained grounds offer residents access to a clubhouse, swimming pool, tennis and basketball courts, and a playground. Ideally located near orchards, Metro-North, and major commuter routes, this home offers the perfect blend of comfort, convenience, privacy, and community living.

806 Orchard Hill Lane, Brewster

$475,000
3 Beds 2 Baths 1006422 MLS
Turn your housing payment into an investment! Whether you're a first-time buyer, investor, or looking for multi-generational living, this move-in-ready two-family offers the opportunity to live in one unit while rental income from the second helps offset your mortgage. Featuring a spacious 2-bedroom apartment and a comfortable 1-bedroom apartment, this well-maintained property has already been updated, making it truly turnkey. Additional highlights include a detached garage, off-street parking, separate utilities, an unfinished basement with abundant storage, and a convenient location just minutes to the Metro-North station, shops, restaurants, parks, and major highways. A rare opportunity to own an income-producing property that's ready from day one.

159 Main Street, Brewster

$453,000
3 Beds 2 Baths 1042018 MLS
Lake living with room to breathe! Welcome to 9 Lawrence Drive, a spacious 3-bedroom, 2-bath Cape in the Putnam Lake community, where boating, swimming, fishing and laid-back lake days are all part of the lifestyle. This is not your typical lake house! Raised ceilings throughout give the home an unexpectedly open and airy feel. The main level offers a generously sized living room, eat-in kitchen, full bath, laundry, and a large primary bedroom with additional space perfect for a home office, sitting area or dressing space. Upstairs, you'll find two additional bedrooms and a second full bath. Need even more room? The oversized walk-out basement offers loads of possibilities for a workshop, recreation space, gym, hobbies or future finishing. Outside, the private, fenced and level backyard is ready for summer fun with an above-ground pool and plenty of space to entertain, garden, play or simply relax. A detached two-car garage provides even more storage, while the oversized driveway can accommodate up to seven cars. A roof approximately three years young adds to the list of highlights. And then there's the Putnam Lake lifestyle! Residents can enjoy Warren Beach and Jackson Beach, both featuring designated summer swimming areas with lifeguards on duty, with beach passes required for access. Two resident boat launches accommodate small watercraft and trailers, while five additional recreational park areas provide even more opportunities to gather, relax and enjoy access to the lake. All this just minutes from shopping, dining, major roadways and everyday conveniences. Whether you're looking for your first home, more space, or simply a place where life feels a little more relaxed, 9 Lawrence Drive is ready to welcome you home.

9 Lawrence 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

$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

$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

$349,000
3 Beds 2 Baths 941206 MLS
Come check out this commuter's dream close to train station and highways before it's gone! Step into this stunning 3-bedroom, 2-bath home, where an impressive open-concept layout and soaring cathedral ceilings create a sense of luxury from the moment you enter. Flooded with natural light and designed for effortless living and entertaining, this home delivers the space, style, and comfort buyers are searching for. Set on a serene 0.86-acre lot, the property offers exceptional privacy along with beautiful seasonal views—your own peaceful retreat just minutes from everyday essentials. Enjoy unbeatable convenience with quick access to the train schools, and premier shopping, making this an ideal location for commuters. With its modern interior, desirable layout, and perfect blend of tranquility and accessibility, this home is a must-see and won’t stay on the market for long.

10 Green Acres Lane, 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

$280,000
1047937 MLS
Prime Investment Opportunity in Brewster! Unlock the potential of this well-maintained commercial and residential-zoned property, offering 1,496 sq ft of versatile space in a desirable Brewster location. Features include 8 private parking spaces for added convenience, attic space for additional storage, and outdoor rear space ideal for breaks, utility use, or additional flexibility. With a strong rental history and a reliable tenant already in place, this property offers built-in cash flow potential from day one. Situated in a thriving commercial area with easy access to major roadways, the property’s commercial and residential zoning provides added versatility for continued use and potential future business or residential opportunities, subject to local zoning regulations. Don’t miss this opportunity to invest in a growing community with built-in income, flexible zoning, and long-term potential!

172 Fairfield Drive, Brewster

$274,500
953840 MLS
Create your dream 4-bedroom oasis in the picturesque Evergreen Acres on Settlers Hill, located near the scenic border of Danbury, CT. If you've ever dreamed of building your home with a grand wall of windows - this is the property for you! This stunning property has received Board of Health approval for your ideal 4-bedroom residence and features an existing well, ensuring convenience from the start. Imagine enjoying over 8 acres of privacy with vast VIEWS while being less than 10 minutes away from all essential amenities and just an 8-minute drive from the renowned Richter Golf Course, perfect for leisurely afternoons, and the exclusive Morefar Back O'Beyond Golf Club, where luxury meets tranquility. Brewster Train Station is less than 15 minutes away keeping your commute to NYC under 2 hours. Embrace a lifestyle of comfort and relaxation in this charming setting!

93 Settlers Hill Road, Brewster

$259,000
1020928 MLS
Rare Opportunity to Build Your Dream Home in Brewster! Discover this exceptional 3.49-acre parcel nestled at the end of a quiet, pristine cul-de-sac at 36 Barlow Way. Located in one of Brewster’s most beautiful and established subdivisions, this prime piece of property offers the perfect blend of total privacy and everyday convenience. The Setting: Enjoy a remarkably serene environment, uniquely bordered by protected state land. You get guaranteed privacy and a beautiful, natural backdrop that will never be developed. The Potential: Bring your architectural vision to life! Approvals are currently pending for a 5-bedroom BOHA (Board of Health Approval), making this a highly versatile site for a spacious, luxury estate. The Location: A commuter’s dream. You are just minutes away from Route 684, the Interstate, and the Metro-North train station for an effortless commute. Plus, local shopping, dining, and amenities are all right around the corner. Land of this caliber—offering acreage, a cul-de-sac location, protective borders, and prime commuting access—is a rare find in today's market. Don't miss the chance to clear the way for your custom dream home!

36 Sylvia Barlow Way, Brewster

$250,000
2 Beds 1 Baths 1020553 MLS
Rustic cabin with private dock located on a small private lake. Enjoy peace and tranquility from your deck while you take in the best nature has to offer in this 2 bedroom cabin with direct waterfront access. This property is a private co-op owning 110 acres in Putnam County with a large lake surrounded by 28 cabins concealed from the lake by trees and plantings. Shareholders hold leases to their cabins. The lake is motor-free and offers swimming, fishing and (non-motor) boating. The cabin is seasonal since the community water is turned off from approximately the middle of October until the middle of April thus making it the perfect three-season get away. The community is careful to preserve the quiet and historic nature of this special place. The cabins were built starting in the 1920’s and the ability to make changes to their exterior, size, structure and concealment is greatly restricted in order to preserve their rustic character. Likewise, the community considers itself the steward of the lake and the surrounding wooded landscape. Financing is not permitted. Final sale is dependent upon co-op Board approval of prospective buyers. Please note there is no toilet in the cabin, only an outhouse.

00 Fairfield Drive Unit #25, Brewster

$225,000
983608 MLS
Build your dream home on this beautiful level 3+ acre parcel, offering the perfect balance of privacy and convenience. This Board of Health approved lot is ready for a 4-bedroom home, providing ample space for a custom residence, outdoor living, and more. Set in a desirable and serene location, the property offers a peaceful setting while remaining just minutes from shopping, dining, and major commuter routes. Conveniently located approximately 75 minutes from New York City, with easy access to the Metro-North Railroad, Routes 22, 684, and 84, this location combines country tranquility with commuter-friendly convenience. Enjoy nearby recreational opportunities including Thunder Ridge Ski Area, along with all the charm the Hudson Valley has to offer. If you’re looking to build but want expert guidance, the property owner is an experienced local builder known for quality craftsmanship and attention to detail. Offering several architectural plans to choose from, the builder can help bring your vision to life—customizing a home that blends functionality with style to suit your needs. Whether you're ready to build now or planning for the future, this is an exceptional opportunity to secure a prime piece of land and create the home you’ve always envisioned.

73 Farm To Market Road, Brewster

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.