Brewster Real Estate

Welcome to Brewster, New York – a charming village nestled in the heart of Putnam County. With its picturesque landscapes, rich history, and a close-knit community, Brewster offers a unique blend of suburban comfort and natural beauty. Located just 50 miles north of Manhattan, this delightful town is an ideal retreat for those seeking a peaceful lifestyle while remaining connected to the vibrancy of New York City.

Brewster is known for its stunning scenery, characterized by rolling hills, lush greenery, and the serene waters of the nearby lakes. Outdoor enthusiasts will appreciate the abundance of parks and recreational areas, including the scenic Brewster Heights and the tranquil lakes at the nearby Putnam County Park. Whether you enjoy hiking, fishing, or simply taking a leisurely stroll, Brewster’s natural surroundings provide endless opportunities for exploration and relaxation.

The village is steeped in history, with charming architecture that reflects its rich past. As you wander through the streets, you’ll encounter quaint shops, delightful cafes, and local eateries that foster a warm, welcoming atmosphere. The Brewster Historical Society offers insights into the area’s heritage, making it a perfect stop for history buffs.

Families will appreciate the excellent schools and community programs that Brewster has to offer, ensuring a nurturing environment for children. With a variety of annual events and festivals, the village fosters a sense of belonging and camaraderie among residents.

In Brewster, you’ll discover not just a place to live, but a vibrant community where the charm of small-town life meets the convenience of urban accessibility. Come and experience the allure of Brewster – your perfect home awaits!

Newest Listings in 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

$619,999

4 Beds ⋅ 3 Baths ⋅ 1027450 MLS

Nestled on a picturesque property with amazing views of the Middle Branch Reservoir, 41 Bloomer Road offers the perfect blend of privacy, scenic beauty, and everyday convenience. This inviting home provides a tranquil retreat while remaining just minutes from everything you need. Enjoy the charm of a quiet, established neighborhood where tree-lined roads and natural beauty create an exceptional place to call home. 1st-floor primary bedroom and full bathroom, with sun-filled TV room and wood-burning stove. 3 bedrooms upstairs with hall bathroom, and finished basement with walkout to backyard fire pit, above-ground pool, garden and tons of views. Whether you're relaxing on the property and taking in the scenic vistas or entertaining family and friends, the setting offers a sense of serenity that's hard to find. House on city sewer and water. Commuters will appreciate the home's close proximity to the Southeast Metro-North Station, providing convenient rail service to New York City, while nearby Route 22, I-84, and I-684 make travel throughout the Hudson Valley and Westchester effortless. Shopping, restaurants, fitness centers, and everyday conveniences are all just minutes away at the nearby Village of Brewster and surrounding retail destinations. Outdoor enthusiasts will also enjoy easy access to parks, hiking trails, golf courses, lakes, and recreation throughout Putnam County. Offering the best of country living with exceptional accessibility, 41 Bloomer Road is an outstanding opportunity to enjoy breathtaking views, a peaceful neighborhood atmosphere, and a location that keeps you connected to everything.

41 Bloomer Road, Brewster

$1,675,000

5 Beds ⋅ 5 Baths ⋅ 1029124 MLS

Custom built in 2001 and set on 3.81 private, tree-lined acres, this 6,620 square foot, five bedroom center hall colonial opens with a two-story entrance and a graceful curved staircase. Off the entrance hall sit a formal living room with its own fireplace and a formal dining room. The kitchen features Bilotta Custom Wood Cabinetry, granite countertops, and stainless steel appliances, centered on a large island with a sunny dine-in area. It opens directly into the family room, where a second fireplace and a wall of windows continue the scale of the main level. A Game Room and a private office and music Room with french doors to pool sit nearby. A main-level bedroom with full bath adds flexibility for guests and a laundry room rounds out the main level. Upstairs, the primary suite has its own fireplace, a sitting area, extensive walk-in closets and a spa bath and a Sauna. Three additional bedrooms and two full baths complete the floor. The walk-out basement adds 3,757 square feet beyond the home's 6,620 listed square feet, space for a gym, media room, or other use. Outside, an in-ground gunite pool and deck are set against the picturesque acreage and mature trees. An exceptional four-car garage and another 1,162 square feet unfinished space above that is walk in from the entrance area of main house. Built for entertaining and everyday living alike.

65 Indian Wells Road, Brewster

$525,000

3 Beds ⋅ 2 Baths ⋅ 1030928 MLS

Welcome home to this spacious and well maintained 3 bedroom, 2 bath ranch offering approximately 1,900 square feet of living space on a corner lot with .26 acres in the desirable Brewster Heights community. The main level features a welcoming living room with a cozy pellet stove, a dining room open to the kitchen for easy entertaining, three comfortable bedrooms, a full bath, and a versatile den that can be used as a home office, playroom, or guest space. The finished lower level expands the living area with a large family room, dedicated office, and a second full bathroom. A convenient walkout staircase provides direct access to the backyard. You'll also find a generous unfinished area ideal for storage, along with the utility room and laundry area. Outdoor living is a delight with a large rear deck, perfect for grilling and entertaining, a level yard for recreation and relaxation, and a charming front patio to enjoy your morning coffee or evening sunsets. Enjoy the convenience of an automatic generator, central a/c, a one car garage, municipal water and sewer, along with an unbeatable location just 1.5 miles from the Brewster train station and village, and only minutes to I-684 and I-84, making commuting a breeze. This home offers the perfect combination of space, comfort, outdoor enjoyment, and commuter convenience...don't miss this exceptional opportunity!

21 Clematis Road, Brewster

$1,100,000

4 Beds ⋅ 3 Baths ⋅ 1030639 MLS

From the moment you arrive, this meticulously maintained 4-bedroom, 3.5-bath Colonial welcomes you with timeless curb appeal and the promise of effortless living. Perfectly positioned on a desirable corner lot, this move-in ready home has been thoughtfully updated to blend classic elegance with today's modern conveniences. Step inside to discover warm hardwood floors, a cozy fireplace, custom blinds, and a functional mudroom designed for everyday living. Expansive living spaces are complemented by quality finishes throughout, while stunning sunset views provide the perfect backdrop to unwind at the end of the day. The spacious primary suite serves as a private retreat, featuring a spa-inspired bath complete with a soaking tub, separate shower, water closet, and dual walk-in closets designed for exceptional storage and organization. Every improvement has been made with comfort and peace of mind in mind. A new HVAC system was installed in 2025, while 2020 brought an impressive list of upgrades, including new appliances, California Closets in every bedroom, a Generac generator with a transfer switch, an underground propane tank, an expansive deck and patio, and a built-in fire pit—creating the ideal setting for entertaining or enjoying quiet evenings under the stars. Beautifully cared for and thoughtfully enhanced, this exceptional home offers the perfect balance of style, functionality, and reliability in a highly desirable location. Simply move in, settle in, and begin making memories in a home that's ready to be enjoyed from day one!

8 Shailin Lane, Brewster

$1,950,000

5 Beds ⋅ 7 Baths ⋅ 1029717 MLS

Magnificent Stone & Stucco Tudor Estate nestled on 2 professionally landscaped, manicured acres in Brewster’s historic Milltown area, this custom-built 7,400 sq. ft. Tudor estate effortlessly blends grand elegance with cutting-edge modern luxury. From the moment you step into the soaring 2-story marble and granite foyer, the home’s exceptional craftsmanship is on display. The main level features a sweeping open floor plan anchored by 10’ to 14’ ceilings, gorgeous hardwood floors with custom inlays, and floor-to-ceiling bay windows that frame views of your private backyard oasis. The family room serves as a stunning centerpiece with its 14’ tray ceiling, Sonos-powered audio system, and a magnificent wood-paneled marble fireplace. For the culinary enthusiast, the gourmet eat-in kitchen boasts high-end appliances, bespoke handmade cherry cabinetry, two island preparation areas, and dual dishwashers. Conveniently located nearby is a dedicated, separate laundry room with integrated pantry storage for ultimate organization. An Unparalleled Main-Level Primary Wing Retreat to the expanded master suite, a completely private sanctuary redesigned for ultimate modern living. This sprawling wing features its own dedicated sitting room and a rare, highly desired "his and hers" dual office setup, providing two entirely separate, quiet workspaces for remote professionals. The suite's multiple walk-in closets have been entirely reimagined with premium California Closets systems, offering impeccable custom organization. The retreat is completed by opulent his-and-her master baths. To ensure absolute comfort for everyone, every additional bedroom in this estate also features its own dedicated full bath and walk-in closet. Premium Amenities & Smart Home Technology Entertainment & Audio: Enjoy a cinematic experience at home with a state-of-the-art 4K Home Theater featuring a massive 120-inch screen. Immersive sound follows you throughout the entire estate via a multi-room Sonos audio system. Connectivity: Stay seamlessly connected with high-speed network Ethernet ports and modern USB outlets strategically installed throughout the home. Smart Climate & Wellness: Stay perfectly comfortable with an integrated Smart Home AC/Heat setup managing the premium Hydro-Air climate control system. Drink with confidence knowing the property is outfitted with a whole-house water filtration system. Elite Home Gym: The dedicated full exercise room is a fitness enthusiast's dream, fully equipped with premium Peloton and Tonal smart training systems. Entertainer’s Backyard: Step out onto expansive patios leading to a heated, in-ground saltwater pool, all secured within a beautifully fenced 2-acre lot with mature trees and shrubs. Lower Level Living: The full, walk-out finished basement also hosts a legal accessory apartment equipped with 1 bedroom, a great room, a full kitchen, a dining area, and finished storage—perfect for extended family or guests. Parking & Mechanicals: Car enthusiasts will love the two heated attached garages accommodating up to 5 vehicles. Located in the desirable Brewster School District (John F. Kennedy Elementary) with an easy commute , this single-family masterpiece offers an unparalleled lifestyle.

8 Bridey Lane, Brewster

$369,900

2 Beds ⋅ 1 Baths ⋅ 1030339 MLS

Enjoy Lake Living on Peach Lake! Lifestyle that beckons you to spend time outdoors, chat with your neighbors, listen to the wind rippling the clear water, all while enjoying the beautiful sunsets- and just over an hour train ride into NYC. 2BR, 1Bth. Bring your motorboat, kayak, canoe, SUP, or even an old school rowboat. Slips available along with winter storage onsite. Beach has lifeguards daily throughout the summer season. Incredible Clubhouse overlooking the lake w/ expansive deck can be utilized by residents to host private functions. Newly refinished courts (2 Tennis/4 Pickleball), Basketball Court, Playground, Softball Field - all free to residents. Ice-skating in winter. Expansion possibilities in this cute bungalow/cottage or enjoy as is. Wonderful backyard with glorious mature magnolia tree and patio style deck. Views of the Lake year round. Can be left fully furnished (TV too!)- Award winning North Salem School District. Please note: Renting is permitted after 3 years of ownership. Low Taxes! (Interior pictures coming this weekend)

72 Vails Lake Shore 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

$1,000,000

4 Beds ⋅ 4 Baths ⋅ 1029241 MLS

Private Estate Retreat on 2.6 Acres with Resort-Style Grounds. Nestled on 2.6 private acres and set well back from the road, this exceptional estate-like residence offers over 4,000 square feet of living space in a truly serene and picturesque setting. A long, private driveway leads to this one-of-a-kind property, where natural beauty and thoughtful design come together to create an extraordinary lifestyle. The spectacular outdoor environment is a true oasis, featuring a solar-heated gunite pool, tranquil pond, and a trickling stream surrounded by beautifully landscaped grounds. Multiple outdoor living spaces...including expansive patios, decks, and a screened-in porch, provide endless opportunities to relax, entertain, and enjoy the peaceful surroundings. Inside, the home's unique layout and warm character are equally impressive. A welcoming entry foyer opens to a cozy living room highlighted by a wood-burning fireplace. The dining room flows seamlessly into the beautifully updated kitchen, showcasing Corian countertops, custom mahogany shelving, and upgraded appliances. Large windows and sliding glass doors frame breathtaking views of the pond, pool, and surrounding landscape, bringing the outdoors in. Just beyond the kitchen, an open den offers the perfect space for reading, yoga, meditation, or quiet reflection. The kitchen also overlooks a spacious family room and separate TV nook, both with direct access to the deck and screened porch, creating an ideal setting for everyday living and entertaining. The main level features a private primary suite with an en-suite bath and sliding doors leading to a charming courtyard. A separate wing of the home provides two additional bedrooms and a full bath, each bedroom offering sliders to a deck overlooking the pool and grounds. Upstairs, a private guest suite includes an en-suite bath and adjoining office/den, creating a perfect retreat for guests, extended family, or work-from-home flexibility. The lower level expands the living space even further with an oversized exercise room, laundry area, and an incredible office or studio space with sliding doors opening to a patio overlooking the pond. Additional highlights include a three-car garage, extensive landscaping, and numerous recent improvements that enhance both comfort and value. Ideally located just over the Westchester border within the North Salem School District, this remarkable property offers the perfect balance of privacy and convenience. Just 4 miles to I-684 and less than 3 miles to the Metro-North train station. Rarely does a property combine such exceptional outdoor amenities, versatile living space, and prime location. This is a truly unique opportunity to own a private estate retreat unlike any other.

394 N Salem Road, Brewster

$1,800,000

4 Beds ⋅ 4 Baths ⋅ 1027367 MLS

This exceptional new construction showcases elegant Southern Colonial architecture paired with refined, modern luxury, offering approximately 5,348 square feet of thoughtfully designed living space in a coveted end-of-cul-de-sac setting. Currently in the early stages of construction with framing underway, the home features a gracious blend of formal and informal living areas, highlighted by 9-foot ceilings and 7-foot doors on the main level that flow seamlessly into a gourmet’s kitchen with an expansive center island, premium appliances, a walk-in pantry, and a fully appointed butler’s pantry. The upper level offers bright, generously scaled rooms with eight-foot ceilings, including four bedrooms with walk-in closets, one with an ensuite bath, two sharing a Jack-and-Jill bath, and an impressive primary suite designed as a private retreat with a spa-inspired bathroom featuring a glass-enclosed wet room with soaking tub and shower. A main laundry room on the upper level is complemented by an additional laundry area near the mudroom on the main floor for added convenience. Set on 3 acres, the property provides ample space to create a private outdoor oasis with room for a pool and additional amenities, while the unfinished walk-out basement offers exceptional potential for future customization. The builder’s interior designer has finalized a premier selection of finishes, ensuring a harmonious blend of classic architecture and modern luxury. This is a rare opportunity to acquire a brand-new, professionally styled estate in a private cul-de-sac setting.

31 Tea House Lane, Brewster

$487,000

2 Beds ⋅ 3 Baths ⋅ 1029053 MLS

Welcome to Fieldstone Pond—one of the most sought-after townhome communities in the Town of Southeast, nestled amid the scenic beauty of Putnam County. Offering an impressive 2,402 square feet of living space across four finished levels, this exceptional townhome combines size, flexibility, and convenience in a way that is rarely available. Complete with its own coveted garage plus two assigned parking spaces, this home truly lives larger than its two-bedroom designation. The updated eat-in kitchen features granite countertops, stainless steel appliances, and abundant cabinet space. The kitchen looks seamlessly into the open-concept dining area and living room, where a classic wood-burning fireplace creates a warm and inviting atmosphere. Sliding glass doors lead to a generously sized deck overlooking a peaceful wooded backdrop. Custom retractable privacy shades on both sides of the deck create the perfect outdoor retreat for relaxing or entertaining. The second level features a spacious primary bedroom with soaring vaulted ceilings, a walk-in closet, an additional closet, and direct access to the beautifully updated bathroom. A bright and comfortable second bedroom completes this level. The private loft provides outstanding flexibility and can easily serve as a home office, den, a guest space, hobby room, or quiet retreat. An adjoining storage room adds even more functionality to the space. A standout feature of this home is the fully finished walk-out lower level, adding approximately 742 square feet of living space and a full bathroom. Whether you need a recreation room, home gym, media room, guest suite, teen retreat, or additional work-from-home space, this level offers endless possibilities. Residents of Fieldstone Pond enjoy exceptional amenities including a clubhouse, swimming pool, tennis and pickleball courts, basketball court, playground, and car washing station. Conveniently located near shopping, dining, Metro-North, I-684, and I-84, this remarkable home offers the perfect blend of comfort, versatility, and low-maintenance living in one of Putnam County's most desirable communities.

1404 Scarborough Drive, Brewster

$600,000

4 Beds ⋅ 3 Baths ⋅ 1028561 MLS

Opportunity Knocks in the Carmel Central School District! Bring your vision and unlock the incredible potential of this spacious 2,688 sq ft Colonial, ideally situated on a quiet cul-de-sac and set on a beautiful 3+ acre property. Offering a highly desirable floor plan and plenty of room to grow, this 4 bedroom, 2.5 bath home is the perfect opportunity for buyers seeking space, privacy, and the chance to build instant equity. The main level welcomes you with a large entry foyer and features a traditional layout that includes a formal living room, dining room, eat-in kitchen, and comfortable family room. A convenient half bath and first floor laundry room add to the home's functionality. Upstairs, the oversized primary suite offers a private retreat complete with a dressing area, ensuite bathroom, and walk-in closet. Three additional generously sized bedrooms and a full hall bath provide plenty of space for family and guests. Step outside onto the newly renovated deck, an ideal setting for entertaining, outdoor dining, or simply enjoying the peaceful surroundings. The expansive yard offers endless possibilities for recreation, gardening, or future enhancements. Additional features include a large unfinished basement with abundant storage space and a two-car attached garage. While the home has benefited from several recent updates, it presents an excellent opportunity for buyers willing to make additional improvements and personalize the space to their taste. Whether you're a handy homeowner, investor, or someone looking for a property with strong equity potential, this home delivers exceptional value. Conveniently located near the Patterson and Southeast Metro-North train stations, Route 22, and I-84, this property offers easy access for commuters while maintaining a peaceful country setting. Don't miss this chance to transform a solid, spacious home into your dream property in a prime Carmel location!

15 Country Hill Road, Brewster

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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.