Brewster Homes with Brewster School district

Welcome to Brewster, New York – a charming town nestled in the heart of Putnam County. Known for its picturesque landscapes and a tight-knit community vibe, Brewster offers a perfect blend of suburban tranquility and convenient access to urban amenities. With its rich history dating back to the 1800s, Brewster is not just a place to live; it’s a place to thrive.

One of the highlights of Brewster is its exceptional school district, which is highly regarded for its commitment to educational excellence. Families looking to settle here will find homes within the Brewster School District that cater to a range of needs and preferences. From quaint single-family homes to modern townhouses, there’s something for everyone. The district’s focus on student success and community involvement makes it a desirable choice for parents seeking a nurturing environment for their children.

Outdoor enthusiasts will love Brewster’s proximity to stunning natural parks and recreational areas, including the nearby Appalachian Trail and the scenic lakes that dot the landscape. With easy access to major highways and the Metro-North Railroad, commuting to New York City is a breeze, making Brewster an ideal location for professionals who want to enjoy the peace of suburban living while still being close to the hustle and bustle of the city.

In Brewster, you’ll not only find a home but a community where friendships flourish and memories are made. Discover the charm of Brewster and see why so many choose to call this delightful town their home!

Newest Brewster Homes with Brewster School district

$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

$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

$1,800,000

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

$999,000

5 Beds ⋅ 5 Baths ⋅ 1024061 MLS

Exquisitely designed and beautifully appointed, this exceptional Colonial in the highly sought-after Windsor Woods neighborhood masterfully blends timeless elegance with modern luxury. Lovingly maintained by its original owners, the home is perfectly sited on beautifully manicured grounds offering both privacy and outstanding curb appeal. A light-filled foyer welcomes you with soaring ceilings, gleaming hardwood floors, and a sparkling chandelier, setting the tone for the refined craftsmanship and impeccable décor found throughout the home. Natural light graces every room, creating an inviting atmosphere where sophisticated entertaining and everyday living come together effortlessly. The elegant formal dining room provides a gracious space for hosting guests. Enhanced by expansive windows, rich hardwood flooring, and detailed decorative molding, it creates the perfect backdrop for intimate dinners and celebrations. At the heart of the home is an open-concept kitchen and family room thoughtfully crafted for today's lifestyle. The chef-inspired kitchen is beautifully appointed with gleaming white cabinetry, granite countertops, updated appliances, a professional six-burner gas cooktop, an oversized center island, built-in coffee bar, spice drawer, generous pantry, and exceptional storage. Whether enjoying your morning coffee, preparing meals, or gathering for casual conversations, this space effortlessly becomes the center of daily life. The kitchen flows seamlessly into the warm and inviting family room, where a lovely wood-burning fireplace, oversized windows, and rich hardwood flooring create a welcoming ambiance for relaxing evenings or entertaining year-round. Sliding doors open onto a private deck overlooking landscaped grounds featuring an in-ground sprinkler system, tasteful outdoor lighting, and a storage shed, creating an equally inviting outdoor retreat. Completing the main level is an aesthetically pleasing home office with French doors, hardwood flooring, and abundant natural light, offering a quiet and inspiring workspace. A stylish powder room, thoughtfully positioned laundry room, and convenient access to the oversized three-car garage complete this exceptionally functional level. Upstairs, an attractive bonus room with high ceiling, abundant natural light, and French doors provides remarkable versatility as a media room, playroom, or craft room. Just beyond, the luxurious primary suite serves as a private sanctuary, featuring tranquil mountain views, custom walk-in closets, and a spa-inspired bath complete with dual vanities, a soaking tub, and a glass-enclosed shower. Three generously sized additional bedrooms and a nicely appointed full bath provide comfortable accommodations for all. The walk-out lower level offers exceptional flexibility with two thoughtfully designed living spaces. A fully legal one-bedroom accessory apartment features its own private entrance, full kitchen with living area, bedroom, full bath with glass-enclosed shower, and private laundry, making it ideal for multi-generational living, guests, an au pair, or rental income. Separate from the apartment is additional finished living space featuring a comfortable den, recreation area, full bath with a large walk-in tiled glass shower, and generous storage. Designed for today's lifestyle, this meticulously maintained home also offers numerous thoughtful upgrades, including smart thermostats, high-efficiency furnaces, a tankless water heater, a water softening system providing enhanced comfort, efficiency, and peace of mind. Ideally located in a peaceful yet convenient setting just 75 minutes from New York City, this remarkable home offers easy access to Metro-North, Routes 22, I-684, and I-84, while being moments from Thunder Ridge Ski Area, shopping, dining, and the countless recreational opportunities and natural beauty that define the Hudson Valley. A home of luxury, comfort, and timeless sophistication.

128 Apple Hill Road, Brewster

$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

$549,999

3 Beds ⋅ 2 Baths ⋅ 1023579 MLS

Welcome to this beautifully renovated lakefront ranch in the heart of Brewster! Situated on an impressive 0.75-acre property, this move-in-ready home offers the perfect blend of modern updates, comfort, and scenic waterfront living. Featuring 4 spacious bedrooms and 2 full bathrooms, this meticulously maintained home has been completely renovated. Enjoy a bright and inviting layout, updated finishes throughout, and a full finished basement providing additional living, recreation, or entertaining space. Recent improvements include brand-new siding, adding to the home’s exceptional curb appeal. The forced-air heating system ensures year-round comfort, while the stunning lakefront setting creates a peaceful retreat right in your own backyard. Whether you’re looking for a full-time residence or a weekend getaway, this exceptional waterfront property offers it all. A rare opportunity to own a beautifully updated lakefront home on three-quarters of an acre—this is truly a must-see!

917 Drewville Road, Brewster

$999,999

4 Beds ⋅ 3 Baths ⋅ 1022279 MLS

This is it, Prime time Brewster/Putnam county Real Estate. Presenting 117 Enoch Crosby Road, Brewster, NY – This exceptional 4-bedroom, 3-bathroom colonial home sits gracefully on 2.2 private acres and lives a lot more generously than the 3,600 Square Feet indicate. Thoughtfully updated and meticulously maintained, it blends classic elegance with modern comfort in one of the area’s most desirable neighborhoods. From the moment you arrive, the home impresses with its classic white colonial facade, welcoming front porch with columns, and expansive grounds. The private backyard is an entertainer’s paradise, featuring a large above-ground pool, a generous deck with pergola and picnic table, mature shade trees, and sweeping lawns—ideal for summer gatherings, relaxation, or enjoying the peaceful, wooded setting. Inside, soaring cathedral ceilings, rich hardwood floors, and abundant natural light create an open and inviting atmosphere. Multiple living spaces include a dramatic two-story great room with a cozy fireplace, a formal living room featuring elegant green walls and a grand piano, and additional comfortable family areas perfect for everyday living and entertaining. The striking red-walled formal dining room, complete with chandelier and beautiful built-in hutch, sets the stage for memorable dinners and holidays. A standout home office/library lined with impressive built-in bookshelves provides flexible space for work or relaxation, while the bright kitchen connects seamlessly to casual dining areas. Upstairs, generous bedrooms and well-appointed bathrooms offer comfort and privacy, enhanced by loft and balcony spaces that add to the home’s expansive feel. The Full lower-level areas provide even more versatility for a media room, recreation space, or additional living options. Recent upgrades ensure modern reliability and peace of mind, including a newer central air conditioning system, a new ejector pump for the septic, and a new well pump with updated water system for the drilled well. Located in the sought-after Enoch Crosby community near the Middle Branch Reservoir, this home offers a tranquil setting with convenient access to golfing, bike paths, local restaurants, shopping, and Danbury, CT. Commuters will appreciate the proximity to Metro-North Train Station, Routes 684/84, just 27 miles to Westchester County Airport, 30 miles to White Plains, and approximately 59 miles to NYC. With its ideal combination of generous space, thoughtful updates, beautiful acreage, and prime location, 117 Enoch Crosby Road is a rare opportunity to own a true retreat that feels like home from the very first visit.

117 Enoch Crosby 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.