Brewster Homes under $750,000

Welcome to Brewster, New York—a charming gem nestled in the heart of Putnam County. Known for its picturesque landscapes and serene atmosphere, Brewster offers the perfect blend of small-town charm and modern convenience. With its rich history, friendly community, and stunning natural beauty, it’s no wonder that Brewster is a sought-after destination for families, professionals, and retirees alike.

Brewster is conveniently located just a short drive from New York City, making it an ideal retreat for those who want to escape the hustle and bustle while still enjoying easy access to urban amenities. The town boasts a vibrant downtown area filled with quaint shops, delightful eateries, and community events that foster a strong sense of belonging. For outdoor enthusiasts, nearby parks and recreational areas provide ample opportunities for hiking, biking, and enjoying the scenic views of the Hudson Valley.

When it comes to housing, Brewster presents an attractive array of homes under $750,000. Whether you’re looking for a cozy single-family home, a charming bungalow, or a spacious townhouse, Brewster has something to suit every taste and budget. These homes often feature beautiful yards, modern amenities, and easy access to schools and local attractions, making them perfect for families and individuals alike.

Discover the charm of Brewster, where you can find your dream home without breaking the bank. Embrace the tranquil lifestyle of this enchanting town and start your next chapter in a community that feels like home.

Newest Brewster Homes under $750,000

$439,000

2 Beds ⋅ 3 Baths ⋅ 1058192 MLS

The Space of a House, the Lifestyle of a Condo — Welcome to 2606 Village Drive! This end unit condo has been freshly painted, with recently updated flooring and bathrooms, giving it a clean, modern, move-in-ready feel! Rarely does a condo offer this much space, flexibility, and comfortable living. This beautifully refreshed three-level unit offers just under 2,000 square feet of living space. The main level features a welcoming eat in kitchen, a convenient half bathroom, dining room, spacious living room with a wood burning fireplace and an 8 foot slider opens to a deck where you'll find a beautiful view. Upstairs, the second level offers two spacious bedrooms, a full bathroom, and the convenience of bedroom level laundry! Bonus attic storage with pull down stairs. The surprises continue downstairs! The finished lower level provides a family room with walk-out slider, along with a separate den, office, and ¾ bathroom. Whether you need a home office, guest space, media room, hobby room, or simply somewhere everyone can spread out, this level gives you endless possibilities! And then there’s the community! Enjoy a resort-like lifestyle with reserved parking, access to a community pool, playground, tennis and basketball courts. Spend summer afternoons by the pool, enjoy a friendly game of tennis or basketball, or simply take advantage of everything this wonderful community has to offer. In addition, this home is 5 minutes from the Metro-North Brewster station, I-684 and I-84. A commuters dream!

2606 Village Drive, Brewster

$499,999

3 Beds ⋅ 3 Baths ⋅ 1057322 MLS

Welcome to 471 Tonetta Lake Road, a thoughtfully updated Three-Bedroom, Three-Full-Bath Cape Cod with flexible living space across three levels. The Main Level features a Living Room with hardwood floors and crown molding, a Kitchen with stainless steel appliances and white cabinetry, a Dining Room, a Full Bath, and a Bedroom. Upstairs are two additional Bedrooms and another Full Bath. The finished Lower Level offers additional living space, a third Full Bath, and exterior access. Outside, enjoy the raised Patio, updated stone steps, and backyard with room for gardening and outdoor use. A one-car Garage and driveway with additional parking and turnaround space add everyday convenience. Located near Tonetta Lake and Southeast Town Park at Tonetta Lake, offering access to swimming, boating, fishing, and seasonal recreation through Town facilities. Conveniently situated near shopping, dining, everyday services, and major commuter routes. A well-rounded home offering a versatile layout, comfortable indoor and outdoor living space, and convenient access to area amenities.

471 Tonetta Lake Road, Brewster

$450,000

3 Beds ⋅ 3 Baths ⋅ 1054588 MLS

Opportunity meets potential at 536 Lake Shore Drive. A 3 bedroom home that has flexibility for more. Set in the Putnam Lake community, this three-level home offers approximately 1,594 square feet of above-grade living space, plus a substantial basement that creates an exciting opportunity for a buyer with vision. The main level offers a comfortable and functional layout with a spacious living room, dining area, kitchen, full bath and two bedrooms. Upstairs, you'll find an additional bedroom, another full bath, laundry area, walk-in closet and a large storage room—giving the home flexibility for today's changing needs. Several spaces have already been beautifully updated, including a bright, modern bath and rooms that demonstrate just how dramatically this property can be transformed. But the real story here may be the untapped potential. The basement provides a significant amount of additional space, with a full bath already in place, a separate room, storage and utility areas, and a large open section ready for the next owner to reimagine. Whether envisioned as recreation space, a home gym, workshop, office, hobby area or additional finished space, the possibilities are substantial, subject to applicable approvals and building requirements. For an investor, contractor or buyer looking to create equity, the home presents a compelling opportunity. Continue the renovations, improve the unfinished areas, refresh the exterior and outdoor spaces, and create a property tailored to your own vision. For an owner-occupant, it is an opportunity to purchase a home today while improving it over time rather than paying a premium for someone else's finished renovation. Outside, the home is surrounded by mature trees and greenery, creating a setting that feels removed from the congestion of more densely developed areas. The existing deck and yard also offer another opportunity to create inviting outdoor living and entertaining spaces. And then there's the location. Putnam Lake and the surrounding countryside are an important part of the lifestyle here. Putnam County offers an abundance of outdoor recreation, including hiking, biking, fishing and parks. Nearby destinations include Wonder Lake State Park, Tilly Foster Farm, the Putnam County Trailway and Thunder Ridge Ski Area, providing year-round activities from hiking and cycling to skiing and snowboarding. At the same time, you're not isolated. The greater Brewster area provides shopping, dining and access to major roadways, while Metro-North service from Brewster/Southeast provides a connection toward New York City. Putnam County also operates bus service connecting Putnam Lake with Brewster. 536 Lake Shore Drive isn't simply about what the home is today—it's about what it can become. With its existing living space, two full baths above grade plus a basement bath, flexible three-level layout, substantial basement and desirable Putnam County setting, this is an opportunity for a buyer ready to unlock the property's next chapter.

536 Lake Shore Drive, Brewster

$675,000

3 Beds ⋅ 2 Baths ⋅ 1051765 MLS

Some properties are just houses. 159 Big Elm Road is a retreat. From the moment you arrive, the pace slows and the quiet takes over. This artist's custom-built home pairs wide-open natural beauty with an interior that's anything but ordinary. Set high on 3.43 private acres, bordering the scenic pastures of the premiere Crossroads Equestrian Center, this barn-inspired architecture pairs with a breathtaking backdrop of grazing horses, open fields, and magnificent Montana-style skies over the Hudson Valley. When you step inside the main level, you’re greeted by soaring 17-foot pine ceilings and large, picturesque windows that fill the home with natural light, while showcasing the beauty of the surrounding countryside. The home's open-concept design creates a seamless flow from room to room, anchored by a dramatic great room that serves as its focal point. A striking wood staircase and open loft above enhances the airy and expansive feel. Designed with gathering and entertaining in mind, the kitchen features a breakfast bar and overall good counter & cabinet space. The dining room blends rustic elegance with casual comfort including hand-painted floor design, large windows and a sliding glass door that invites natural light and opens to the outside balcony. Featuring a custom bas-relief mural, the den offers a warm and intimate retreat, making it the perfect spot for reading, relaxing or guest quarters. The main level also includes a full bath and convenient laundry area. The upstairs catwalk continues the knotty pine plank ceilings from below and features hanging lantern-style fixtures and hand-textured wall finishes. The second level features three well-proportioned bedrooms and a full bath with double sinks. The front bedroom is perfectly positioned to capture the serene views of the neighboring equestrian pastures and open countryside. The primary bedroom, complete with an art deco backdrop, opens seamlessly to the adjacent bedroom, which features a gold-finished ceiling and chandelier. The lower level offers a flexible layout with several distinct spaces — an entryway with closet, an office area, a large mechanical room, and access to the one-car garage. Whether you're dreaming of a private retreat, a forever home, or a weekend escape, this remarkable property delivers. While the home may benefit from some additional updates, its extraordinary setting, unique design, and undeniable charm make it a truly rare find. Easy access to I-84 and I-684, 6-minute commute to the Southeast Metro-North train station w/a direct route to NYC, and both Danbury and White Plains are within easy reach. Also conveniently located near Trader Joe's, DeCicco’s, restaurants, shopping, golf courses, the Rail Trail, and more!

159 Big Elm Road, Brewster

$549,900

4 Beds ⋅ 2 Baths ⋅ 1032152 MLS

Nestled within a quiet, private loop in the highly desirable Drewville Heights neighborhood, this rare L-shaped ranch offers a seamless blend of a true single-level layout and exceptional future potential. Unlike the more common raised ranches found throughout the area, this architectural style is a unique find, offering a sprawling and distinct floor plan. The home is situated on a generous, quiet one-acre parcel that feels remarkably expansive, featuring a private, wooded setting in the rear that creates a peaceful and exceptionally quiet backyard sanctuary. The seller has completed significant preparation to give the next owner a fantastic head start. The entire interior has been freshly painted in a crisp, clean palette, perfectly highlighting the immaculately refinished oak hardwood floors that gleam like new throughout the 1,696-square-foot main level. The thoughtful, open flow leads from a dedicated dining room into an expansive, light-filled living room anchored by a classic brick fireplace. Just off the bright eat-in kitchen, a door leads out to a newer composite deck, inviting you to relax in complete comfort and quiet while overlooking the mature tree line. The main floor accommodates four bedrooms and two full bathrooms. The primary bedroom features the convenience of a walk-in closet and an original ensuite bathroom. The hall bathroom features newly updated fixtures. Both bathrooms are original and ready for updating. Year-round comfort across the main living space is enhanced by a recently installed, highly efficient mini-split combination heating and cooling system. Storage and future lifestyle expansion needs are effortlessly met by a very generous two-car garage and a vast basement where the walls and floors have been freshly painted, creating a clean open canvas. Offering a rare architectural footprint and a private neighborhood setting, this solidly built home represents an incredible upside potential in value with some updating and further modernization.

17 Woodland Drive, Brewster

$699,000

3 Beds ⋅ 3 Baths ⋅ 1053683 MLS

Opportunity awaits with this spacious three-bedroom, three-full-bath Raised Ranch offering over 2,000 square feet of living space in the main house, set on just over two acres in the sought-after North Salem School District. The main level features hardwood floors throughout, three bedrooms, a hall full bath, and a primary bedroom with its own private full bath. The finished walkout lower level offers a spacious family room, an additional full bath, and access to the home's two-car garage, providing great flexibility for everyday living, guests, a home office, or recreation space. The home is ready for some TLC and updating, offering a wonderful opportunity to bring your own vision and make it your own. One of the standout features of this property is the incredible detached six-car garage and barn, measuring approximately 70' x 27'. Each garage bay measures approximately 10' high x 20' wide, offering exceptional space for vehicles, equipment, tools, and storage. The barn is equipped with electrical and professional car lifts including a Mohawk lift for oil changes, making it ideal for the car enthusiast, hobbyist, contractor, collector, or anyone looking for substantial workspace. A full pine staircase leads to the expansive unfinished second story, offering even more possibilities. Create a home gym, workshop, art or photography studio, music room, game room, home office, yoga studio, craft room, collector space, or simply enjoy the tremendous additional storage. With over 2,000 square feet of living space in the main house, more than two acres of property, North Salem schools, a two-car attached garage, plus the exceptional detached six-car garage and barn with car lifts and a massive unfinished upper level, this is a truly unique opportunity with incredible potential. Bring your vision, a little TLC, and make it your own! **PLEASE NOTE: DO NOT GO ON OR UNDER DECK.**

214 Starr Ridge Road, Brewster

$469,000

2 Beds ⋅ 3 Baths ⋅ 1053004 MLS

If Lake Life Is Calling: This Home on Orchard Road Is for You! Set on the eastern shore of Peach Lake in the sought-after Vails Grove community, this rustic home offers the ultimate lakeside lifestyle within the North Salem School District. With 2 bedrooms, 2.5 baths, a dedicated office, an open living room, kitchen, lower level family room with laundry and a 2-car, heated garage, this is more than a summer home—it's a full-time residence. The main level features an open kitchen and dining area, living room, a spacious deck, to enjoy sunset, the primary bedroom with its own full bath, plus an additional bedroom, office, and full bath. The lower level offers flexibility with a family room, half bath, laundry, and access to the heated 2-car garage. Living in Vails Grove means you're steps away from the community beach, with swimming, boating, tennis courts and a playground—just minutes from Croton Falls and the Metro-North train station, as well as Danbury and Ridgefield Connecticut. This special property has been in the same family for over 50 years - who will own it next?

23 Orchard Road, Brewster

$449,900

2 Beds ⋅ 2 Baths ⋅ 1047294 MLS

Welcome home to this warm and inviting split-level home, where comfort and convenience meet in a peaceful private country setting. Step inside to a spacious, open-concept living room featuring a pellet stove insert that provides a cozy supplemental heat source, flowing seamlessly into a more than ample dining area—perfect for entertaining relatives and friends. Two expansive bay-style windows fill the main level with an abundance of natural sunlight, creating a bright and welcoming atmosphere throughout. The home's kitchen is well outfitted with an abundance of cabinetry and counter space. A double stainless steel sink, 2 windows for plenty of natural sunlight and a breakfast bar makes meal prep quick and easy. Just outside the kitchen are the few steps to the bedroom level. You will find two generously sized bedrooms and an updated fully tiled main hall bath. The lower level offers even more flexible living space, featuring a second pellet stove to keep the area warm and comfortable, along with a versatile bonus room ideal for guests, a home office or a hobby space, plus a second tiled full bath. The convenient laundry/mudroom provides easy access to the oversized garage. Step outside from the family room and enjoy the beauty and privacy of the lush backyard featuring two patios surrounded by mature plantings—an inviting setting for outdoor dining, relaxing, and entertaining. Unwind from a stressful day in your very own hot tub while bird watching or just relaxing. Ideally located just a couple of doors from the end of the dead-end street, this home offers a peaceful setting with minimal traffic while still providing convenient access to everyday amenities. With its spacious living areas, flexible lower-level space, abundant natural light, and tranquil outdoor setting, this inviting home offers comfort, warmth, and the easy lifestyle you've been looking for. Move in ready! Make your appt today to take a tour. You will fall in love.

39 Homer Drive, Brewster

$400,000

2 Beds ⋅ 2 Baths ⋅ 1051953 MLS

Welcome home to this beautiful townhome in the highly sought after Eagles Ridge Community! Bright, fully renovated, and ready to call it home. Stainless steel kitchen appliances with modern design touches bring the kitchen to life! Spacious open living room and dining room making entertaining a breeze. Downstairs includes two bedrooms, in unit laundry, and two full bathrooms. The gorgeous and large primary suite includes a full bathroom with walk in shower, a walk in closet, and sliding doors to outside. Private storage shed included as well. All you have to do here is move in! Close to Metro North Train, major highways, hiking trails, fishing spots, and local shopping this is a perfect location!

706 Eagles Ridge Road, Brewster

$329,999

2 Beds ⋅ 1 Baths ⋅ 1047939 MLS

Welcome to this bright and inviting condo, where pride of ownership is evident throughout. The spacious, oversized living room is designed for comfortable living and entertaining, featuring a beautiful wood-burning fireplace and two built-ins that provide both functionality and charm. All-new 2025 energy-efficient windows fill the space with natural light while bringing the beauty of the surrounding landscape indoors. The thoughtfully designed layout offers generous room sizes and flexible living space, with plenty of options for dining in the expanded living area or enjoying a casual meal in the eat-in kitchen. Custom crown moldings add an elegant finishing touch, while new carpeting (2025) and a new hot water heater offer added peace of mind. A detached one-car garage and an additional parking space provide added convenience and flexibility, with plenty of guest parking available as well. Ideally located just 2 miles from Metro-North, this home provides convenient access to commuting, major highways, shopping, and local restaurants, while still offering a peaceful setting surrounded by nature. Comfortable, well-maintained, and move-in ready, this condo offers a wonderful opportunity to enjoy easy living in a convenient location. Come see all that this special home has to offer!

1704 Holly Stream Court, Brewster

$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 architectural heritage. Tucked away at the end of its own driveway and set discreetly off the road, this home is surrounded by mature woods and natural beauty. It offers exceptional seclusion while remaining within walking distance of the Metro-North station and just minutes from highways, schools, shopping, and everyday conveniences. The property delivers timeless charm without the old-house headaches. The roof is just two years old, and the above-ground oil tank simplifies access and maintenance. An antique barn offers flexible space for a workshop, gym, studio, or playhouse, while a secluded bluestone patio framed by historic stone walls creates a private outdoor retreat. Inside, original warmth and craftsmanship blend with thoughtful modern updates. The kitchen features Carrara marble countertops, a six-burner induction cooktop, a dishwasher, two sinks, a glass-front under-counter refrigerator, and a separate full-size refrigerator—all less than three years old. Hardwood floors, solid-wood doors, and period details preserve the home’s character, while tiled bathrooms and upgraded 200-amp electrical service add modern comfort. With its historic setting, antique barn, stone walls, private grounds, and walk-to-train location, 19 Turk Hill Road is more than a home—it’s a rare opportunity to own something truly unique and special. If you’ve been searching for something 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

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