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$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

$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

$369,900
2 Beds 1 Baths 1030339 MLS
Enjoy Lake Living on Peach Lake! Lifestyle that beckons you to spend time outdoors, chat with your neighbors, listen to the wind rippling the clear water, all while enjoying the beautiful sunsets- and just over an hour train ride into NYC. 2BR, 1Bth. Bring your motorboat, kayak, canoe, SUP, or even an old school rowboat. Slips available along with winter storage onsite. Beach has lifeguards daily throughout the summer season. Incredible Clubhouse overlooking the lake w/ expansive deck can be utilized by residents to host private functions. Newly refinished courts (2 Tennis/4 Pickleball), Basketball Court, Playground, Softball Field - all free to residents. Ice-skating in winter. Expansion possibilities in this cute bungalow/cottage or enjoy as is. Wonderful backyard with glorious mature magnolia tree and patio style deck. Views of the Lake year round. Can be left fully furnished (TV too!)- Award winning North Salem School District. Please note: Renting is permitted after 3 years of ownership. Low Taxes! (Interior pictures coming this weekend)

72 Vails Lake Shore Drive, Brewster

$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

$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

$549,000
3 Beds 2 Baths 1015269 MLS
Welcome to your very own private retreat! Nestled on a beautiful 4.55 acre dual parcel, on the border of the Town of Patterson and the Town of Southeast. This move-in ready home seamlessly blends timeless character with thoughtful updates. A stunning floor-to-ceiling stone fireplace serves as the centerpiece of the home and greets you as you walk in. The spacious sunroom offers the perfect place to relax year-round while taking in peaceful views of the surrounding trees. The generous primary suite provides a comfortable retreat, and the home's flexible layout offers room for guests, a home office, or additional living space. Outside, enjoy exceptional privacy with mature trees and serene setting that's ideal for entertaining, gardening, or simply unwinding. Conveniently located while still offering the tranquility of country living, this unique property is ready for its next owner to enjoy. Don't miss the opportunity to make this one-of-a-kind home yours!

105 Welfare Road, 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, walk up 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

$409,900
2 Beds 2 Baths 1018224 MLS
Welcome to Putnam Lake! This charming updated Cape sits on a Rare 0.42-acre corner lot in a quiet, established neighborhood with Putnam Lake rights! Officially a 2 bedroom 1.5 - bath home, this property features two additional flex rooms perfect for guests, a home office or hobby space. Thoughtful built-in cabinetry, desk space and abundant storage to maximize every square foot. This home includes updates such as: Bosch high-efficiency heat pump with central air (2021), new oil furnace (2021), new half bath (2026), professionally serviced water heater (2026), water filtration system, water softener and well tank (2018), septic pump replacement (2022) with septic serviced (2026), New washer (2024) New Dryer (2022), new gutters and downspouts (2021), New Decking (2026) and vinyl replacement windows with sun blocking coating for improved energy efficiency . Additional highlights include: propane range, pellet stove insert with the option to restore a wood-burning fireplace, bamboo flooring on the main level, hardwood flooring upstairs, attic exhaust fan, generator hookup with dedicated transfer panel, Verizon FIOS, NYSEG electric and a detached shed/workshop. The partially fenced yard offers plenty of room for entertaining, gardening, pets or play. Included with ownership are Putnam Lake rights, offering swimming, fishing, boating and beach access just two blocks away, with the public beach approximately 1/2 mile away from the home. This home is also conveniently located just 10 minutes to I-84 and I-684, 12 minutes to the Southeast Metro North Station and 15 minutes to the Danbury Fair Mall. Move-in ready with modern mechanical updates, exceptional storage, flexible living space and a rare combination of a large lot and lake rights- This is Putnam Lake living at its BEST.

21 Cameron Road, Brewster

$600,000
4 Beds 2 Baths 1016557 MLS
Impeccably Maintained 4 Bedroom Home on Private Cul-de-Sac Street. Welcome to this beautifully maintained and thoughtfully updated 4 bedroom, 2 bath home set on a level, park-like acre in a quiet cul-de-sac location. Offering space, functionality, and modern upgrades, this home is perfect for comfortable everyday living and entertaining alike. Step inside to a warm and inviting living room featuring a classic wood-burning fireplace, creating the perfect gathering space. The updated eat-in kitchen boasts granite countertops, upgraded appliances, and ample room for dining. Just beyond, an oversized, spacious family room with sliding glass doors opens to the patio and expansive backyard...ideal for indoor-outdoor living. This level also provides convenient access to the mudroom and attached garage. Upstairs, you’ll find three nicely sized bedrooms along with a beautifully updated hall bathroom. The lower level offers tremendous flexibility with a fourth bedroom, full bath, two private home offices, and a dedicated laundry area, perfect for today’s work-from-home lifestyle. Outside, enjoy a large rear yard and patio, perfect for entertaining, play, or simply relaxing in your own private outdoor space. Additional highlights include central air conditioning, community water, and numerous upgrades throughout reflecting the home’s meticulous care. Ideally located for commuters, this home is just 10 minutes to I-684 and approximately 12 minutes to the Brewster Metro-North train station, with easy access to shopping, dining, and top-rated schools. A truly exceptional home combining comfort, convenience, and location!

11 Leona Drive, 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

$495,000
2 Beds 1 Baths 1010538 MLS
Welcome to this charming ranch-style home nestled on nearly half an acre of flat, level property. From the moment you step inside, you'll appreciate the warmth, comfort, and endless possibilities this home has to offer. Whether you're a first-time homebuyer looking for a place to call your own or an investor seeking a great opportunity, this property provides the perfect canvas to make it your own. Home is being sold as is! Enjoy the convenience of being within walking distance to public transportation and just a short drive to the Metro-North Train Station, I-84, I-684, shopping, dining, and all that the area has to offer. Located minutes from Brewster schools, this cozy and quaint home offers both charm and accessibility. Don’t miss your chance to own this wonderful property—schedule your private showing today and start imagining the possibilities!

15 Maple Drive, Brewster

$520,000
4 Beds 3 Baths 1007732 MLS
A place where every day feels like a summer weekend or a vacation. This is updated four bedroom home in the sought-after Vails Grove community on Peach Lake offers the ultimate lakeside lifestyle within the North Salem School District. The main level features a bright, modern kitchen open to a great room that flows seamlessly through glass doors onto an spacious deck. The gardens and sweeping western views capture the lake’s most spectacular sunsets. The primary suite, complete with its own full bath, and two additional bedrooms and full bath are also on the main floor. The lower level layout offers incredible flexibility with a fourth bedroom, another full bath, and a bonus room perfect for a home office, art studio, or kids' playroom. Living in Vails Grove means you’re steps away from its community beach with swimming, boating and playground. Feel worlds away from the hustle, but be just minutes to Croton Falls with shops, Metro North Train Station and seasonal Saturday North Salem farmers market, and to Danbury and Ridgefield with restaurants, arts, entertainment and shopping.

56 Vails Lakeshore Drive, Brewster

$4,295,000
9 Beds 7 Baths 981686 MLS
OldWalls is one of the area’s finest historic properties, originally envisioned by the legendary American sculptor Chester Beach and his artist wife Eleanor. Completed in 1918, the estate was constructed of massive hand-laid native stone with walls over two feet thick, crowned by a slate roof — a testament to old-world craftsmanship rarely seen today. The compound includes nine bedrooms across multiple stone buildings, designed in the Arts & Crafts style and enriched with Beach’s original artistry: hand-hewn chestnut beams, whimsical friezes, artisan plaster walls, stained glass, antique doors, and built-in sculptures created by Chester Beach himself. Highlights include a soaring Great Room with fireplace, a spacious Living Room with 112 hand-painted ceiling tiles, and a chef’s kitchen. Stone terraces open to breathtaking western vistas and sunsets. The grounds are a living landscape of English gardens, wisteria-draped arbors, fruit trees, roses, specimen plantings, and a majestic European beech. A potential pool site and grass tennis court (restorable or repurposable) expand the lifestyle options. Additional structures include the original Stone Artist Studio (c.1914), now a guest cottage; “The Camp,” a 1940s renovated cottage with Great Room, kitchen, two bedrooms, and loft; and a five-stall equestrian barn with heated tack room, laundry, hayloft, and groom’s quarters, complemented by fenced pastures, paddocks, and a riding arena. Set on ten+ acres across two parcels, OldWalls is a rare historic estate — a blend of history, artistry, and enduring elegance.

283-289 Starr Ridge Road Unit #283-289 and 299, 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

$475,000
3 Beds 2 Baths 1006422 MLS
Turn your housing payment into an investment! Whether you're a first-time buyer, investor, or looking for multi-generational living, this move-in-ready two-family offers the opportunity to live in one unit while rental income from the second helps offset your mortgage. Featuring a spacious 2-bedroom apartment and a comfortable 1-bedroom apartment, this well-maintained property has already been updated, making it truly turnkey. Additional highlights include a detached garage, off-street parking, separate utilities, an unfinished basement with abundant storage, and a convenient location just minutes to the Metro-North station, shops, restaurants, parks, and major highways. A rare opportunity to own an income-producing property that's ready from day one.

159 Main Street, 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

$400,000
3 Beds 1 Baths 1007017 MLS
Welcome to this well-maintained 3 bedroom, 1 bath ranch, perfectly set on a level 0.34-acre lot along a quiet residential street. This inviting home offers the ease of one-level living combined with a functional and comfortable layout. Step inside to find beautiful hardwood floors and a bright, open living room that flows seamlessly into the kitchen—ideal for both everyday living and entertaining. The spacious dining room features sliding doors that lead directly to a rear patio, creating a perfect indoor-outdoor connection for gatherings and relaxation. The home includes three well-proportioned bedrooms, an updated full bathroom, and the convenience of a main-level laundry/utility room. Outdoors, enjoy a fully level and usable backyard—perfect for recreation, gardening, or simply unwinding—complete with a patio for outdoor dining. Ample off-street parking is available in the driveway. Conveniently located for commuters, this home offers easy access to the train as well as I-684 and I-84. You’ll also love being just minutes from shopping, schools, and a variety of restaurants. This gem of a home offers comfort, convenience, and value—and won’t last long!

59 Oakwood Drive, 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

$597,999
4 Beds 2 Baths 991674 MLS
The best homes don’t just shelter you. They take care of you. I’m Noel — a home designed for calm mornings, warm gatherings, and a life that finally feels balanced where light, space, and updates come together to make everyday life feel just right. I was updated to offer comfort, style, and peace of mind. I’m proud to say I have a brand-new roof, a beautifully renovated kitchen with quartz countertops and a skylight, and a fully updated second-level bathroom, all completed in 2024. My partial finished basement, and new hot water tank were also done that same year, so you can move right in and relax. Inside, I offer a warm and inviting living room with a generous fireplace, a formal dining area, and a kitchen filled with natural light thanks to my skylight and large windows. Hardwood floors run throughout the home, including new flooring in select second-floor bedrooms, adding timeless character and comfort. Step outside and you’ll find a spacious deck, perfect for entertaining, along with a large, yard ideal for kids, pets, and summer barbecues. I sit on a quiet cul-de-sac, offering privacy and tranquility that’s hard to find. Parking is never a concern here — I feature a two-car garage plus a long driveway that fits approximately 5–6 additional vehicles. My covered front porch is the perfect spot to enjoy a quiet morning or unwind at the end of the day. Location is one of my strongest features. I’m just 5 minutes from the Brewster train station, providing an easy commute to Grand Central Manhattan. I’m also located in a highly regarded school district, within a wonderful town, and I’m competitively priced for the area, making me an exceptional value. Are you looking for a home that blends updates, space, light, and an unbeatable location? If yes, LET’S HOME ????

8 Noel Court, Brewster

$489,000
2 Beds 1 Baths 963467 MLS
A perfect condo alternative with the freedom of your own space, this charming 2-bedroom, 1-bath home offers easy living in a beautiful lake community setting. Thoughtfully maintained and full of warmth, the home features beautiful wood floors, an updated kitchen and bath, and a spacious family room ideal for everyday comfort and relaxed gatherings. Enjoy the flexibility of a walk-up attic with exciting potential for a home office, playroom, or cozy retreat—adding value and versatility beyond typical condo living. Behind the scenes, key updates including a 2023 hot water heater, Weil-McLain oil burner, above-ground oil tank, generator transfer switch, water softener system, and a 14-year-young roof provide true peace of mind. Step outside and experience what truly sets this home apart—its incredible outdoor space. A stunning stone patio with gazebo creates the perfect setting for entertaining or unwinding, while stone steps lead to an upper level and expansive side yard ideal for gardening, play, or simply enjoying the outdoors. Two sheds offer excellent storage, giving you the space condos often lack. Located in the sought-after Lake Tonetta community, you’ll enjoy optional membership for just $150/year, granting access to a sandy beach, swimming, boating, fishing, and a welcoming neighborhood atmosphere with year-round events. All the ease of condo living—without the restrictions—combined with a well-maintained home, exceptional outdoor space, and a lifestyle centered around the lake.

47 Tonetta Lake Way, Brewster

$895,000
4 Beds 3 Baths 962156 MLS
New construction to be built in the desirable Drewville Heights community! Set on 1.03 flat usable acres with privacy. Upon entering you will step into a home that’s designed not just to look beautiful, but to feel right from the moment you walk in. This brand-new 4-bedroom bi-level blends modern design with a warm, open layout that makes everyday living and entertaining effortless. The main level offers a bright, open-concept living space where the kitchen, dining, and living areas come together seamlessly. At the heart of it all is a spacious kitchen with a center island—perfect for morning coffee, casual meals, or gathering with friends and family. All four bedrooms are thoughtfully positioned on this level, including a comfortable primary suite with its own private bath, along with a second full bathroom for the remaining bedrooms. Downstairs, the fully finished lower level opens up even more possibilities. A large, inviting family room creates the perfect space to relax, host, or unwind, complete with a full bathroom and a walk-out to the backyard that naturally extends your living space outdoors. From the moment you arrive, the home makes a statement with its modern farmhouse-inspired exterior—clean lines, black-framed windows, and a stone-accented entry that adds both character and curb appeal. And the best part—there’s still time to make it yours. Early buyers will have the opportunity to select finishes and colors, giving you the rare chance to personalize a brand-new home to match your own style.

58 Knox Road, Brewster

$869,000
4 Beds 3 Baths 982755 MLS
Introducing a to-be-built residence crafted by an experienced local builder known for quality and attention to detail. Thoughtfully planned with today’s lifestyle in mind, this beautifully designed raised ranch with subtle Colonial flair offers both comfort and functionality. Perfectly sited on over three acres, the proposed home will feature an open-concept floor plan filled with natural light, ideal for everyday living and entertaining. The spacious living room flows seamlessly into an eat-in kitchen, with sliders leading to a large deck—perfect for indoor-outdoor gatherings. The primary suite will serve as a peaceful retreat, complete with a private bath and walk-in closet. Two additional bedrooms on the main level, along with a lower-level bedroom, provide flexible space for guests, multi-generational living or a dedicated home office. Quality finishes and modern amenities include hardwood floors, high ceilings, foam insulation, central air, a gas fireplace, and a two-car garage. The expansive walkout lower level offers a family room, bedroom, full bath, laundry area, and waterproof laminate flooring—ideal for extended living, a guest suite, recreation space, or whatever best suits your needs. Set in a serene location just 75 minutes from New York City, it provides convenient access to Metro-North Railroad, Routes 22, 684, and 84, as well as nearby attractions such as Thunder Ridge Ski Area, along with shopping, dining, and all the charm of the Hudson Valley. Photos include virtual renderings and images of a recently completed similar home. Finishes and features are subject to change during construction. **This is considered a *to be built home* and contract terms will require purchaser to fund the buildout.**

73 Farm To Market 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

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