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$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

$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

$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

$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

$387,500
2 Beds 1 Baths 1010945 MLS
A unique opportunity find is a completely renovated condo from top to bottom with exceptional craftmanship and high end finishes. This stunning second floor 2 bedroom condo offers the perfect blend of luxury, comfort and style. The magnificent new kitchen is a true showpiece, featuring premium stainless steel appliances including a 5- burner stove, oversized French door refrigerator, with ice maker, microwave, dishwasher and abundant cabinetry. A sunny breakfast area overlooks the peaceful backyard. The expansive living room is highlighted by a charming wood burning fireplace while elegant French doors open to a private deck. An adjoining dining area provides an ideal setting for entertaining. The spacious entry foyer offers endless possibilities for home office or additional seating area. The generous primary bedroom features soaring ceilings, dual closets and direct access to a beautifully renovated bathroom complete with separate shower. The second bedroom is also generously sized making it perfect for guests, family or home office. Additional upgrades include new full sized washer and dryer, new hot water heater and upgraded oil filled hydronic electric baseboard heaters. Abundant closet space and plush new carpeting adds warmth and comfort. An oversized garage freshly painted and sheet rocked is conveniently located just steps from the unit. Amenities include beautiful pool, clubhouse and playground. This move-in -ready home has been thoughtfully renovated with high-end materials and designer features throughout offered in a beautifully maintained community. Wonderful Location, quick access to route 22, I684/84, Brewster and Croton Falls Metro North.

502 Holly Stream Court, Brewster

$440,000
2 Beds 3 Baths 1013670 MLS
Welcome to 1205 Greystone, a beautifully maintained townhome in the highly desirable Fieldstone Pond community, offering stylish interiors, comfortable living spaces, and an unbeatable commuter-friendly location. The main level is designed for both everyday living and effortless entertaining. A spacious kitchen opens to the dining area, which flows seamlessly into the expansive living room featuring a cozy gas fireplace. Large sliding glass doors lead to a private deck and lawn area, creating the perfect indoor-outdoor connection. Upstairs, you’ll find two generously sized bedrooms, each with its own ensuite bath, ample closet space, and abundant natural light. Convenient second-floor laundry adds to the home’s thoughtful layout. The finished lower level provides exceptional flexibility, offering valuable additional living space ideal for a home office, playroom, gym, media room, or guest retreat. Residents of Fieldstone Pond enjoy an outstanding array of amenities, including a clubhouse, swimming pool, tennis and pickleball courts, and a basketball court. The unit also includes two assigned parking spaces and a private garage conveniently located directly in front of the home. Ideally situated just minutes from I-684, Metro-North, shopping, dining, schools, bike paths, hiking trails, and ski areas, this home offers the perfect balance of convenience, recreation, and low-maintenance living. Move right in and enjoy everything Fieldstone Pond has to offer.

1205 Greystone Lane, Brewster

$1,010,500
4 Beds 5 Baths 1010711 MLS
Nestled on 2.84 private, professionally landscaped acres, this impressive 4-bedroom, 4.5-bath Colonial offers over 3300 square feet of beautifully designed living space plus 1090 feet of mostly finished basement. A grand entry welcomes you into a thoughtfully designed floor plan featuring spacious formal and casual living areas, two fireplaces, and abundant natural light throughout. The gourmet kitchen serves as the heart of the home, seamlessly connecting to the dining and entertaining spaces. The expansive primary first floor bedroom suite provides a private retreat with generous closet space and a luxurious bath. Additional highlights include central air, a full basement, and an attached two-car garage. Enjoy the perfect balance of privacy and convenience in a sought-after Brewster location, just minutes from shopping, dining, schools, and major commuter routes. A truly exceptional property offering space, comfort, and timeless appeal.

141 Gage 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

$725,000
3 Beds 3 Baths 1012164 MLS
Nestled on 1.91 acres on a quiet cul-de-sac in desirable Harvest Ridge, this beautifully updated Colonial offers the perfect blend of comfort, style, and convenience. This move-in ready home features 3 bedrooms, 2.5 baths. The home has a 4-bedroom septic system, offering the potential to convert back to four bedrooms if desired. The heart of the home is the stunning chef's kitchen, complete with stainless steel appliances, granite countertops, a large center island with seating, tumbled marble backsplash, and a Bertazzoni gas range. Refinished cabinetry and durable bamboo flooring add warmth and functionality. The kitchen flows seamlessly into the family room, where a cozy fireplace creates the perfect gathering space. French doors open to an expansive deck overlooking a peaceful setting—ideal for outdoor dining and summer barbecues. A versatile first-floor office offers endless possibilities as a home workspace, library, playroom, homework area, or den. The spacious formal dining room is perfect for hosting holidays and memorable dinners. Upstairs, retreat to the generous primary en suite featuring a new double vanity, renovated shower, soaking tub and custom closet built-ins in the bedroom area. Two additional bedrooms with custom closets, a full hall bath, and a large storage closet complete the second level. The fully finished lower level expands your living space with a wet bar, recreation area, family room, and abundant storage. Whether you're envisioning a home gym, media room, game room, or play space, this flexible area can accommodate your lifestyle. Recent improvements include: New hardwood flooring throughout the first floor, new carpet on stairs and second floor, fresh interior paint, and updated light fixtures throughout the home. Enjoy relaxing walks and bike rides throughout Harvest Ridge.This home is conveniently located near schools, the train, local restaurants, and local farmers markets.

4 Plum Tree Court, Brewster

$575,000
4 Beds 2 Baths 1013395 MLS
Charming 4 Bedroom Cape on 1.34 acres yet only 1.2 miles to Train Station. Set amid mature, thoughtfully maintained landscaping, this classic 1920s home offers warmth, character, and everyday comfort. With 4 bedrooms and 2 full baths, the home blends original charm with well-considered updates throughout. Inside, the welcoming entry space features a cozy sitting area anchored by a natural stone fireplace. Beautiful hardwood floors extend across the entire home, adding continuity and timeless appeal. The dining room is filled with natural light and enhanced by French doors, flowing easily into a renovated kitchen complete with granite countertops.The main level also includes a bright, generously sized living room with additional French doors, creating an open and inviting atmosphere. A full bathroom and a practical mudroom with laundry provide added convenience, while direct access leads out to a large private patio and expansive backyard...perfect for entertaining or enjoying quiet outdoor time. Upstairs, a flexible open area offers room for a reading nook, workspace, or additional lounge area. This level also features a fully updated bathroom with double sinks, and Four comfortable bedrooms. A pull-down attic provides extra storage options. The walkout basement adds 798 sq ft of finished storage space with easy exterior access. The exterior of this home offers stunning plantings, gardens, ample yard, and a large patio perfect for entertaining. The home is move-in-ready with many recent updates including roof, boiler, hot water heater and more! Ideally located close to I-684 and Train, schools, shopping, and restaurants, this home offers both accessibility and charm. A wonderful opportunity to step into a home that’s ready for its next chapter.

213 Peaceable Hill Road, Brewster

$1,075,000
4 Beds 3 Baths 1009323 MLS
Welcome to this stunning brand-new custom farmhouse-style home in Brewster, offering the perfect blend of modern luxury and timeless design. Situated on .44 acres, this beautifully crafted 4-bedroom, 2.5-bath residence features 9-foot ceilings, custom finishes throughout, and exceptional attention to detail. The heart of the home is the designer kitchen, complete with premium Café appliances, a 9-foot waterfall quartz island, built-in microwave, custom cabinetry, and elegant crown moldings. The open-concept layout flows seamlessly into the spacious living areas, creating an ideal space for both everyday living and entertaining. Additional highlights include custom flooring throughout, a luxurious primary suite with an oversized walk-in closet, Ply Gem windows, spray foam insulation from attic to basement for superior energy efficiency, and radiant heated floors in the basement. Exterior features are equally impressive, including James Hardie siding, two stone entry pillars, a paver driveway and walkways, an attached 2-car garage, and a yard irrigation system. Connected to a community septic system and conveniently located near Southeast and major commuter routes. A rare opportunity to own a thoughtfully designed new construction home with high-end finishes and quality craftsmanship throughout. HOA: Approximately $500/quarter (subject to change)

20 Sophia Lane, Brewster

$700,000
3 Beds 3 Baths 1010152 MLS
Welcome to this exceptional custom built home, perfectly situated on 1.13 private acres. Built in 2015 and offering approximately 2,200 square feet, this beautifully maintained residence boasts an open concept layout, high ceilings, and high end designer finishes throughout. The heart of the home is the show stopping kitchen, featuring elegant marble countertops, top of the line appliances, custom cabinetry, and an oversized center island complete with a wine refrigerator...perfect for entertaining. The adjoining dining room offers a perfect space to gather with sliders to the deck, while the spacious living room impresses with soaring ceilings, a cozy gas fireplace, and an abundance of natural light. Gleaming hardwood floors add warmth and sophistication throughout the main level. This home features 3 generously sized bedrooms and 3 full bathrooms. The primary suite is a private retreat, offering a spacious bedroom, a luxurious marble tiled bath, and a large walk in closet. Two additional bedrooms share a well appointed hall bathroom. The finished lower level expands your living space with a large family room with sliders to the yard, a full bathroom, a dedicated office, and a laundry room. The attached 2 car garage provides additional convenience. Step outside and enjoy your own private oasis. Relax on the deck while taking in beautiful sunsets, cool off in the above ground pool, or unwind around the firepit. The level yard offers exceptional privacy and plenty of space for outdoor activities. Additional highlights include central air conditioning and efficient gas heat for year round comfort. Ideally located near schools, shopping, and restaurants, this home is also a commuter’s dream just 8 minutes to the Southeast Train Station and I-84, and only 10 minutes to I-684. Don't wait, this home is truly exceptional and won't last...a perfect blend of luxury, comfort, and convenience...this home truly has it all.

139 Farm To Market Road, Brewster

$499,000
4 Beds 2 Baths 1006401 MLS
Charming Circa-1900 Colonial with Timeless Character and Modern Updates. Step into the perfect blend of historic charm and modern comfort in this beautifully maintained 4-bedroom Colonial. Built in 1900, this home showcases the craftsmanship and character of an earlier time while offering thoughtful updates for today's lifestyle. Freshly painted and move-in ready, the home features updated 1.5 bathrooms, spacious living areas, and an inviting covered front porch perfect for relaxing and enjoying the neighborhood. A walk-up partially finished attic offers valuable bonus space with flexibility for storage, hobbies, or other uses. Situated on a level lot with a detached outbuilding, this property offers a convenient location approximately 0.04 miles from the train station and just minutes from major highways, shopping, dining, and other local amenities. A rare opportunity to own a character-filled home that beautifully combines historic appeal with modern updates.

8 Eastview Avenue, Brewster

$1,450,000
4 Beds 4 Baths 994673 MLS
Stunning 5145 sq ft renovated colonial set on 2.16 private, park-like acres on the Brewster-North Salem border. Enjoy Brewster taxes with sought-after North Salem schools. Perched atop a hill with breathtaking forever panoramic views, this home offers privacy and luxury in a move-in ready package. A long, tree-lined driveway leads to the house, where soaring ceilings, gleaming hardwood floors and abundant natural light create an open, flowing layout perfect for both everyday living and entertaining. The gourmet kitchen features top-of-the-line appliances and opens to a large family room with a striking stone fireplace and built-in bar. The home includes 4 generous bedrooms and 3.5 beautifully renovated bathrooms, highlighted by a spa-like primary suite. A fully finished walk out basement provides excellent additional space for a home office, gym and recreation area. Outside, enjoy a backyard oasis overlooking picturesque horse property complete with a built-in pizza oven and fire pit and plenty of room for entertaining. Additional features include central air, 2 car garage, and dual driveway access. Conveniently located near Route 684, 84, Metro North train, restaurants, and the Danbury Mall, yet peacefully private. This is a true turnkey home with nothing left to do but move in and enjoy peace and tranquility.

9 Hickory Ridge Road, Brewster

$1,100,000
10 Beds 6 Baths 958315 MLS
Set on five private, wooded acres in one of Putnam County’s most desirable locations, this exceptional 21-room estate offers rare privacy, scale, and architectural significance. Originally built in 1928 and featured in House Beautiful, the home was designed by Ilonka Karasz, renowned artist and co-founder of MoMA. After serving as a wellness retreat, the property has been thoughtfully restored to a stunning single-family residence. A grand foyer opens to a dramatic vaulted living area anchored by a striking fireplace and sliding doors to a garden terrace. The dining area flows seamlessly into a sunlit wet bar and a newly renovated, lofted chef’s kitchen with high-end stainless steel appliances, oversized windows, and a statement granite island. A winding hallway leads to ten renovated bedrooms, five with en-suite baths. A lofted library with a fireplace connects the bedroom wings, while an additional living room or study opens through Andersen doors to a private rear terrace. A winding staircase leads to a beautifully renovated studio with panoramic views and its own terrace. Additional spaces include a billiards and poker room, fitness center, wine cellar, and attached two-car garage. Outdoor amenities feature a 35-foot swimming pool, a tranquil pond, and a covered carport creating a true estate setting with exceptional versatility. With its scale, layout, and prior use, the property offers outstanding flexibility for a variety of lifestyle or income-producing opportunities, including a boutique bed-and-breakfast, luxury short-term rental, wellness or retreat center, private event venue, or multigenerational compound, subject to approvals.

584 Milltown Road, Brewster

$2,795,000
4 Beds 7 Baths 947922 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

$949,999
3 Beds 3 Baths 891269 MLS
Welcome to your own private retreat in the historic Milltown area of Southeast. This 3-bedroom with a bonus room that could be an office/den or 4th bedroom, 3-bathroom home is set on 1.67 beautifully landscaped acres, offering the perfect balance of privacy, nature, and convenience—just one hour from NYC. Thoughtfully designed and custom-built by a local builder for his own family, every detail reflects quality and character. Imagine summer days lounging by the in-ground pool, evenings dining on the patio surrounded by mature plantings, and cozy nights in a home that feels both refined and welcoming. The chef’s kitchen is a dream for cooking and entertaining, featuring high-end appliances like a Wolf induction cooktop, Sub-Zero fridge, Miele dishwasher, and granite counters. If you’ve been searching for a home that offers peaceful living without compromising on style or location, this is the one.

7 Fox Hollow 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.