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$1,199,000
4 Beds ⋅ 4 Baths ⋅ 1043978 MLS
Welcome to 71 Stallion Trail, an inviting 4 bedroom, 4 bath Colonial in North Salem School District. This spacious home offers a wonderful combination of comfort, functionality and entertaining space, with a generous floor plan and many updates throughout. The bright and welcoming interior features beautiful hardwood floors, spacious living areas and generously sized bedrooms. The home's thoughtful layout provides plenty of room for everyday living as well as entertaining. A gracious entry welcomes you to old world charm meets modern living, with a convenient half bath off the foyer. The inviting living room features French doors leading to a private office or den. The elegant dining room showcases wide plank wood floors and flows seamlessly into a convenient butler's pantry complete with sink and wine refrigerator. The kitchen opens to an impressive great room with a dramatic stone fireplace, a comfortable eat-in area and doors leading out to the outdoor living space. Outdoor entertaining is effortless with a second, outdoor fireplace creating a wonderful extension of the living space. The upper level welcomes you with a charming loft. The luxurious primary suite features a walk-in closet and sophisticated primary bath. Three generously sized bedrooms are also upstairs, along with a hall bathroom and laundry room area. The finished lower level offers approximately an additional 1,500 square feet of space, including a playroom, gym area, wine cellar and full bath. versatile living space, including a playroom, gym area, wine cellar and full bath. The beautifully landscaped property which features an irrigation system and a pool, creating a private and picturesque setting. A great way to enjoy your summers! Come see this extraordinary home where timeless charm meets sophisticated modern living! Ideally located just minutes from Metro North, major highways, restaurants and shopping.

71 Stallion Trail, Brewster
$799,999
3 Beds ⋅ 2 Baths ⋅ 1049145 MLS
A Rare Brewster Estate-Sale Opportunity! Set on beautiful, expansive grounds surrounded by mature landscaping, this distinctive raised ranch offers a wonderful combination of space, privacy, and property. Welcome to this spacious and versatile 4,032 sq. ft. raised ranch in Brewster, offering an inviting open floor plan and abundant living space. Hardwood floors, two fireplaces, and generous room sizes provide a wonderful foundation to make this home your own. The finished lower level offers additional space for recreation, entertaining, a home office, gym, or guest accommodations. Enjoy the private inground pool and create your own backyard retreat. A 5-bedroom septic system adds flexibility for a variety of living arrangements. A wonderful opportunity to bring your vision to a substantial Brewster home offering space, flexibility, and tremendous potential. Conveniently located near the train station and major highways, offering easy access for commuters while enjoying the tranquility of a spacious property setting. Town Building Department records reflect 3 bedrooms and 1.5 baths, while Town Assessor records reflect 5 bedrooms and 3.5 baths. Buyers are encouraged to conduct their own independent due diligence. Any engineering inspection or evaluation obtained by the buyer shall be for the buyer’s informational purposes only. Estate sale; property is being sold strictly AS IS.

52 Friendly Road, Brewster
$625,000
4 Beds ⋅ 6 Baths ⋅ 1048727 MLS
24 hour notice minimum to show. Please provide mortgage prequalification and/or proof of funds. Your chance to own a modern two family duplex with full unfinished basement level. Built new in 1989, these apartments feature kitchen, dining, living room and half bath on the first level plus two large bedrooms and two full baths on level 2. One unit features oil heat, the other propane heat. Long term tenants in both units who would love to stay. Perfect for investor or live in one and rent the other, or use both for extended family. Walk to train and shops. Easy access to 684/84.

8 Wells Woods Lane, Brewster
$1,600,000
1040132 MLS
Prime Location & Investment Opportunity in the Heart of Brewster! Located directly across from the Brewster Metro-North Station, this multi-family property offers exceptional convenience with approximately a 2-minute walk to the train—ideal for commuters and tenants alike. The property features 5-car garage capacity, ample off-street parking, and laundry potential, providing additional opportunities to increase rental income and value. Long-term tenants are already in place, offering an attractive foundation for an investor looking for an income-producing property. Heating systems and water heaters have been updated, while most units have been renovated, with ongoing repairs and maintenance completed as needed. Recent exterior improvements include the back interior hallway being freshly painted and the entire house power washed this summer. A rare opportunity to own a well-located multi-family property with strong rental appeal, parking, garage space, and convenient access to Metro-North, shopping, restaurants, and downtown Brewster.

6-8 Hoyt Street, 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
$2,795,000
4 Beds ⋅ 7 Baths ⋅ 1048047 MLS
Sunny Ridge. Brewster’s most extraordinary offering. Set behind iron gates up a long winding drive, this estate will thrill you. Perched on a peaceful cul-de-sac street in a highly sought-after location on the Southeast/North Salem border - just 60 miles from NYC and 4 miles to the Metro North train station. Set on over 15 acres with commanding panoramic views and a profound sense of privacy - your closest neighbors are the horses at the abutting farm. The 8,000+ sq. ft main residence offers a level of craftsmanship that simply doesn’t exist at this price point. As you step inside the entry foyer, the exquisite architectural details are immediately apparent - custom millwork, detailed moldings, elegant archways, tray ceilings, and gleaming hardwood floors. The focal point is an incredible floating staircase - providing access to three magnificent levels of luxury living. There is a formal living room with soaring 20+ foot ceilings, six fireplaces, a massive fully equipped chef’s kitchen, a fully finished 2200+ sq. ft lower level with custom wet bar, movie theater, gym, wine cellar, and two french door walkouts to covered patios. Multiple offices for working from home. Cozy den with french doors out to wrap-around mahogany deck, covered porch, and outdoor kitchen with patio. Gorgeous formal dining room - ideal for dinner parties and entertaining. Upstairs, there is an expansive primary bedroom suite with sitting area, balcony, spa-like bath, and dual walk in closets. Down the hall, there are three additional en-suite bedrooms with walk-in closets and a laundry room. There is an attached heated 4 car garage, as well as a custom-built 4,000 sq.ft carriage barn, which provides garage space for an additional 12 cars. The carriage barn also offers a world of possibilities as a guest house, art/music studio, and more. Sunny Ridge is a rare and compelling opportunity for the discerning buyer seeking a private, resort-caliber estate within easy reach of Manhattan.

16 Reynwood Drive, Brewster
$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
$594,769
3 Beds ⋅ 2 Baths ⋅ 1047465 MLS
Great commuter location! This charming 3-bedroom, 2-bath Ranch is situated in a desirable neighborhood and offers comfortable living with plenty of flexible space. The main level welcomes you into a spacious living room with beautiful hardwood floors. A hallway leads to three bedrooms and a full hall bathroom. The eat-in kitchen features a convenient door to the breezeway, which connects to the one-car garage, as well as a sliding glass door leading to a newer Trex deck. The deck overlooks the nicely fenced-in backyard, creating a wonderful space for relaxing, entertaining, and enjoying the outdoors. The finished lower level provides excellent additional living space, including a large family room, full bathroom, laundry room, den/office, and plenty of storage. Conveniently located for commuters and close to everyday amenities, this well-maintained home offers comfort, versatility, and outdoor enjoyment in a desirable neighborhood. Don't miss the opportunity to make this wonderful Ranch your new home!

7 Pine Road, Brewster
$425,000
2 Beds ⋅ 3 Baths ⋅ 1046108 MLS
Welcome to 103 Kensington Court, a beautifully appointed townhome in the highly sought-after Fieldstone Pond community. Offering the ideal blend of comfort, convenience, and resort-style living, this spacious 2-bedroom, 2.5-bath home features thoughtfully designed living spaces across three levels. The main level offers an inviting layout with seamless access to a private back deck, creating an effortless extension of the living space and a wonderful setting for morning coffee, al fresco dining, or relaxing outdoors. Upstairs, two well-proportioned bedrooms provide comfortable private retreats, with the convenience of a washer and dryer located on the same level. The finished walk-out lower level adds valuable flexible living space and features a full bathroom, making it ideal for a home office, recreation room, guest area, or additional lounge space. Life at Fieldstone Pond feels like a private retreat, with an impressive collection of community amenities including a swimming pool, tennis and basketball courts, playground, clubhouse, and a dedicated car wash area. Beyond the community, the location provides easy access to shopping, schools, dining, and major highways, making commuting and everyday errands exceptionally convenient. A wonderful opportunity to enjoy turnkey townhome living in one of the area's most desirable communities.

103 Kensington Court, Brewster
$725,000
3 Beds ⋅ 2 Baths ⋅ 1039488 MLS
Your private Brewster retreat awaits. Set back on more than three picturesque, park-like acres, this spacious contemporary raised ranch offers a rare combination of privacy, space, flexibility, and exceptional outdoor living. With over 2,900 square feet, three bedrooms, and a versatile floor plan that lives like a four-bedroom, there is room here to spread out, entertain, work from home, and simply enjoy life. And then there’s the setting. This is where the property truly shines. Surrounded by mature trees, lush greenery, and beautifully maintained grounds, the property feels like your own private escape. The expansive deck overlooks the serene landscape and inviting pool, creating the perfect backdrop for summer entertaining, lazy afternoons, morning coffee, or evenings under the stars. There is a wonderful sense of space and seclusion here that is increasingly hard to find. At the center of the home, the generous kitchen features granite countertops, stainless steel appliances, and oak hardwood floors, while the spacious living areas offer plenty of room for both everyday living and entertaining. A fireplace in the living room and a wood-burning stove in the family room add warmth and character to the home. The spacious primary bedroom with en-suite bath, along with two additional bedrooms, completes the main level. The lower level adds another dimension of flexibility, offering a potential au pair or in-law setup, additional living space, and tons of storage. Whether you need guest space, a home office, recreation area, or simply more room for everyone and everything, this level offers numerous possibilities. The best part? You get the feeling of being tucked away in your own private oasis without sacrificing convenience. Enjoy easy access to shopping, restaurants, two nearby train stations, and major parkways, making commuting and everyday errands a breeze. Three-plus acres. Over 2,900 square feet. Incredible outdoor living. Endless possibilities. And privacy you can feel the moment you arrive. This is the kind of property that needs to be experienced in person.

66 Maple Wood Drive, Brewster
$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
$1,900,000
3 Beds ⋅ 3 Baths ⋅ 1037280 MLS
Prime 98 Acres Estate in the Forest Discover an uncommon 98-acres rolling hills residential property one hour from NYC with untouched woodlands and serene NYC reservoirs. Conveniently located near major highways, commuter rail and daily amenities. This property offers unmatched privacy, security, seclusion and convenience. The property could be subdivided upon approval and is suitable for a variety of activities, including private retreats, farming, hunting, fishing, private equestrian facilities, greenhouse, or just simply peacefulness without any disturbance. Main structure and garage are both steel I-beams and reinforced concrete construction featuring an open floor plan. It includes three bedrooms, four hallways, a modern kitchen, 3 bathrooms, a library, an expandable attic, and a full basement; super insulated and thermal efficient design. Included with this property are: excavator, skid steer, plow dump truck, generator, compressor, welder, hand tools and unlimited wood resource.

118 Scenic Ridge Drive, 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
$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
$1,299,000
4 Beds ⋅ 3 Baths ⋅ 1037425 MLS
Discover luxury living at Homesite #35, featuring the highly sought-after McCourt Modern Farmhouse in Toll Brothers' newest premier community in the Town of Southeast. Perfectly positioned on a desirable corner homesite, this elegant home blends sophisticated design, exceptional craftsmanship, and modern luxury. The thoughtfully designed floor plan offers the convenience of a first-floor primary bedroom suite, creating a private retreat complete with a spa-inspired bath featuring a stunning Kohler freestanding soaking tub. The inviting great room is anchored by a charming wood-burning fireplace, providing warmth and character throughout the seasons. Step outside and experience the ultimate in indoor-outdoor living with an expansive luxury outdoor space featuring premium TimberTech decking, ideal for entertaining, dining al fresco, or simply enjoying the beauty of your surroundings. Upstairs, three generously sized bedrooms offer comfort and flexibility for family and guests. Additional highlights include a 2-car side-entry garage and rough plumbing in the basement, providing the opportunity for future finished living space tailored to your needs. Projected for a Winter 2026 move-in, this exceptional home comes with designer-selected features and finishes that have been thoughtfully curated to complement its stunning architecture and modern farmhouse style. Located within one of the area's most anticipated luxury communities, Homesite #35 offers the perfect combination of elegance, comfort, and convenience. With limited opportunities available, this is your chance to own a beautifully crafted new home from one of the nation's leading luxury builders. Take advantage of our limited Quick Move-In sales event offering exclusive incentives!

2 Serenity Ridge Lane Unit #35, Brewster
$1,336,000
5 Beds ⋅ 5 Baths ⋅ 1036908 MLS
Discover luxury living in this stunning Emmett New England home, perfectly situated in one of Brewster's newest communities. Surrounded by picturesque horse farms and riding stables, this exceptional neighborhood offers a peaceful countryside setting just five minutes from the Brewster Metro-North train station, providing the ideal balance of privacy and convenience. Designed with versatility and comfort in mind, this thoughtfully appointed home features a main-level guest bedroom and full bath, perfect for visitors, extended family, or multigenerational living. The inviting great room is anchored by a charming wood-burning fireplace, while the gourmet kitchen and open-concept living spaces are ideal for both everyday living and entertaining. The luxurious primary suite serves as a private retreat, highlighted by a spa-inspired bath featuring a freestanding Kohler soaking tub. The finished lower level expands the home's living space with a media room, full bath, and additional flexible living area, offering endless possibilities for recreation, work, or hosting guests. Enjoy outdoor living on the covered Trex deck, overlooking a private wooded backyard that creates a serene natural backdrop year-round. Additional highlights include a side-entry garage and an impressive collection of designer upgrades throughout. This home is beautifully appointed with upgraded design finishes, including floor-to-ceiling tile walls in select bathrooms, quartz countertops, engineered hardwood flooring, and numerous luxury enhancements that elevate both style and functionality. Move in Winter 2026 and enjoy the rare opportunity to own a professionally designed new construction home in one of Brewster's most desirable new communities. Combining luxury finishes, flexible living spaces, natural surroundings, and unmatched commuter convenience, this exceptional residence truly has it all.

43 Drewsclift Drive Unit #26, Brewster
$1,250,000
4 Beds ⋅ 4 Baths ⋅ 1026366 MLS
Welcome to your own private riverside retreat, where exceptional craftsmanship, contemporary design, and breathtaking natural beauty come together in perfect harmony. Thoughtfully custom built and meticulously maintained by its original owners, this stunning multi-level residence offers over 3,900 square feet of beautifully designed living space, perfectly positioned to capture tranquil views of the East Branch Croton River. At the heart of the home is a beautifully appointed custom chef’s kitchen featuring a large center island, granite countertops, abundant white cabinetry, a generously sized pantry, dual ovens, a six-burner Viking gas range with a dual-motor, Viking exhaust hood, and a Sub-Zero refrigerator/freezer. Designed for both everyday living and effortless entertaining, the kitchen flows seamlessly into the formal dining room and sun-filled living room. The living room is anchored by a fireplace and showcases striking floor-to-ceiling custom mahogany tilt-and-turn windows with oversized glass panels that flood the home with natural light while framing picturesque river views. Step outside to the expansive deck, an ideal setting for outdoor dining, entertaining, or simply relaxing as the seasons unfold along the water's edge. The elegant formal dining room provides the perfect backdrop for gatherings and special celebrations. Completing the main level are a full bath, laundry room, and a versatile flex space featuring a pass-through to the kitchen, breakfast bar, and direct access to the deck—ideal as a casual dining area, sitting room, home office, or reading nook. Upstairs, the luxurious primary suite serves as a peaceful sanctuary with generous space for sleeping, lounging, and dressing with two walk in closets. A stunning double-sided fireplace creates warmth and ambiance for both the bedroom and spa-inspired ensuite bath, complete with a walk-in shower, Jacuzzi tub, skylight, and vanity. A private balcony offers the perfect place to enjoy your morning coffee or unwind with a good book while overlooking the peaceful landscape. Two additional spacious bedrooms, a beautifully appointed full bath with dual vanity and glass-enclosed shower, and an impressive open foyer highlighted by three elegant chandeliers complete the second level. The walk-out lower level features a fully legal one-bedroom accessory apartment with its own private entrance, spacious deck, full kitchen, laundry, and expansive living with flexible space for a dining room or home office. Whether used for multi-generational living, guest accommodations, an au pair suite, or rental income, this thoughtfully designed space offers exceptional flexibility while maintaining privacy for everyone. Set on nearly three idyllic acres, the grounds are every bit as remarkable as the home itself. Lush lawns, mature trees, flowering shrubs, a charming small pond with waterfall, and the gentle flow of the East Branch Croton River create a truly enchanting setting. Wander down the private path to the river, where the soothing sounds of flowing water provide a daily escape. Observe abundant wildlife including egrets, owls, turtles, geese, and other native species, or launch a kayak or canoe and spend the afternoon exploring the peaceful river. Despite its serene and secluded setting at the beginning of 6,000 acres of The Great Swamp, this extraordinary waterfront property is just minutes from Metro-North, major highways, local shops, restaurants, hiking trails, Thunder Ridge Ski Area, and all the charm, recreation, and culture the historic Hudson Valley has to offer. Where luxury meets nature, and every day feels like a peaceful escape.

23 River Road, Brewster
$1,050,000
4 Beds ⋅ 4 Baths ⋅ 1035237 MLS
Designed for effortless everyday living and entertaining, this beautifully maintained and extensively improved home offers generous living spaces, exceptional amenities, and a wonderful connection to the outdoors. Since 2016, the property has undergone significant improvements, including a major whole-home renovation, geothermal heating, solar with battery backup, renovated kitchen and baths, and abeautifully finished lower level. At the heart of the home, the spacious eat-in kitchen features stone countertops, two center islands, abreakfast bar, wet bar, vaulted beamed ceilings, and skylights, creating a light-filled and inviting gatheringspace. Just beyond, the sunken great room is warm and welcoming, with soaring beamed ceilings, wood floors, custom built-ins, and a stately stone fireplace creating a wonderfully cozy place to gather and unwind. The adjoining dining room is equally inviting, offering a chic yet relaxed setting for everything from everyday dinners to holidays with family and friends. The spacious primary suite feels like a peaceful retreat with an oversized walk-in closet and beautifully renovated spa-inspired bath featuring radiant underfloor heat, a soaking tub, tiled shower, and double vanity. Three additional bedrooms and a full hall bath provide comfortable accommodations for family and guests. The finished lower level significantly expands the living space, with a "hang out" room and recreation area, private office or potential fifth bedroom, updated full bath, gym/flex space, and radiant underfloor heating throughout - ideal for working from home, entertaining, exercise, hobbies, or offering privacy to overnight guests. Outdoors, the professionally designed and landscaped backyard feels like a private summer retreat. The in-ground pool was renovated in 2026 with a new liner and custom steps, while an expansive Trex deck off the kitchen provides ample room for outdoor dining and lounging. A separate bluestone patio invites eveningsaround the firepit, complemented by classic stone walls, a bluestone walkway, and established landscaping. Thoughtful improvements continue throughout the property, including geothermal heating, solar withwhole-home battery backup, and a new well pump and well tank installed in 2026. For all its sense of privacy and escape, the property remains remarkably convenient to Metro-North (15 min to Brewster station) offering direct train service to Grand Central Terminal, as well as Danbury and major commuter routes including I-684 and I-84. Whether enjoyed as a full-time residence or weekend retreat, this is a home made for gathering, relaxing, entertaining, and enjoying every season. IMPROVEMENT DETAILS - Extensively improved since 2016, including a major 2018 whole-home renovation. Improvements include renovated kitchen and primary bath; finished lower level with full bath, office/potential 5th BR, gym/flex space and radiant underfloor heat; Water Furnace geothermal system; upgraded electrical panels; partial main-floor window replacement; and 2020 Trex deck. 2022 solar installation includes 47 panels and two Tesla Power-wall batteries providing whole-home backup. 25-year Sunrun lease was prepaid in full; buyer to assume agreement. 2026 improvements include pool renovation with new liner/custom steps and new well pump and 82-gallon well tank, both with 5-year manufacturer warranties.

10 Pheasant Crossing Lane, Brewster
$1,100,000
4 Beds ⋅ 5 Baths ⋅ 1033523 MLS
Welcome to 26 Mill Farm Lane, Brewster, NY, an exceptional residence where refined interiors, generous living spaces, and resort-style amenities come together in a private setting. Beautifully sited on nearly two manicured acres at the end of a quiet cul-de-sac, this meticulously maintained 4-bedroom, 4.5-bath home offers an elegant, yet comfortable lifestyle designed for gracious entertaining and everyday living. A light-filled, thoughtfully designed floor plan welcomes you inside. At the heart of the home, the spacious eat-in kitchen provides an inviting gathering place for casual meals and entertaining, while the formal dining room offers an elegant setting for memorable celebrations. A beautifully appointed living room and versatile bonus room—ideal as a home office, media room, playroom, or guest retreat—add to the home's flexibility. The fully finished walk-out lower level extends the living space, offering exceptional possibilities for recreation, entertaining, extended-stay guests, or multi-generational living. A three-car garage provides generous parking and storage. Outdoors, discover a private resort-style retreat surrounded by mature landscaping and lush grounds. The in-ground swimming pool is the centerpiece of this spectacular outdoor setting, perfect for leisurely afternoons poolside, alfresco dining, summer gatherings, or simply relaxing in the privacy of your own backyard oasis. Nearly two acres provide a beautiful backdrop for recreation and entertaining, creating a seamless extension of the home's interior living spaces. Modern amenities include smart thermostats, a high-efficiency furnace, tankless water heater, and whole-home water softening system for added comfort and efficiency. Ideally located approximately 75 minutes from New York City with convenient access to Metro-North, Route 22, I-684, and I-84, the home is also close to shopping, dining, parks, Thunder Ridge Ski Area, and the recreational attractions of the Hudson Valley. Elegant interiors, resort-style outdoor living, exceptional privacy, and a desirable location come together at 26 Mill Farm Lane—a distinctive country retreat designed to be enjoyed in every season.

26 Mill Farm 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
$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
$998,000
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
$1,875,000
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
$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 final stages of completion, 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 freestanding soaking tub beside a large, glass-enclosed walk-in 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
$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
$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
$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
$799,000
3 Beds ⋅ 3 Baths ⋅ 1016174 MLS
A rare opportunity to own brand new construction in Spruce Estates, one of southern Putnam County's most convenient commuter locations. Tucked away on a quiet cul-de-sac in the Town of Southeast, this 3 bedroom, 2.5 bath Colonial offers 1,980 square feet of thoughtfully designed living space. The main level features 4 inch wide 3/4 inch oak hardwood floors, a formal dining room, oversized great room, and a spacious eat in kitchen with a pantry, center island, and GE appliances. Upstairs, the primary suite includes a walk in closet and private bath with a soaking tub and separate shower, along with two additional bedrooms and a full hall bath. Designed for efficiency and long term savings, the home is equipped with an all electric high efficiency Bosch heat pump system providing heating and central air conditioning, along with a Bradford White AeroTherm heat pump water heater for domestic hot water with cost efficient NYSEG service as your system backup. By eliminating the need for oil or gas, these advanced systems provide year round comfort, lower maintenance, improved energy efficiency, and the convenience of modern all electric living. A wide 36 ft reed front porch spans the full length of the home and offers the perfect place to sit back and relax, while the full basement offers outstanding potential for future finished living space. Additional highlights include a two car garage, attic storage, and an irrigation system for the foundation plantings. Conveniently located just minutes from I 84, I 684, Metro North, 15 minutes from the Danbury Fair Mall, and dining, this home offers the increasingly rare opportunity to own brand new construction in a quiet cul-de-sac with exceptional commuter convenience and the peace of mind that comes with new, energy efficient mechanical systems.

32 Spruce Road, Brewster
$949,000
4 Beds ⋅ 4 Baths ⋅ 901284 MLS
This meticulously maintained classic 4 bedroom Colonial in the North Salem School District makes you feel instantly at ease. 26 Hickory Ridge Road welcomes you with a wide, rocking-chair front porch leading to the interior of the home that perfectly balances traditional charm with a layout designed for modern life. The main level flows seamlessly from light filled entertaining spaces, including a sun room off the kitchen, to cozy corners for relaxing. Upstairs, the four generous bedrooms with spacious closets offer plenty of versatility for a primary retreat, guest rooms and/or a dedicated home office. The lower level provides a stylish half bathroom, finished storage and updated mechanical systems for the ultimate peace of mind. Set on a private lot, with magnificent trees, stone patio and lovely gardens, just minutes from local favorites in North Salem, Brewster, Ridgefield and Danbury this property offers the space you need and the character you’ve been searching for in the heart of North Salem horse country.

26 Hickory Ridge Road, Brewster
$685,000
3 Beds ⋅ 4 Baths ⋅ 1015882 MLS
Welcome to this beautifully maintained home that perfectly blends comfort, style, and functionality. This property offers a warm and inviting atmosphere from the moment you arrive. Step inside to discover a spacious, light-filled interior featuring an open-concept layout with beautiful arches. The modern kitchen boasts sleek granite countertops, ample cabinetry, and stainless steel appliances, seamlessly flowing into the dining and living areas. This space is perfect for everyday living and entertaining. The home includes 2 generously sized bedrooms upstairs with a full bath, providing plenty of space for relaxation and privacy. The primary suite located on the first floor offers a peaceful retreat with its own ensuite bathroom that includes a large shower and soaking tub. Outside, enjoy a well-manicured yard perfect for gatherings, gardening, or simply unwinding. Whether you are hosting guests or enjoying a quiet evening, this outdoor space adds to the home's overall charm. Conveniently located near schools, shopping, dining, I84,I684, and both Brewster and Southeast train stations. This property combines suburban tranquility with easy access to everyday essentials. Do not miss this opportunity to make this exceptional home your own

63 South 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.