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$14,900,000
938337 MLS
Discover an extraordinary 320+ acre legacy property in Putnam County — a former summer camp steeped in history and now poised for its next chapter with absolute privacy and limitless potential. Spanning 8 separate tax lots, the offering includes nearly 50 acres of commercially zoned land across 3 parcels and approximately 270 acres of residentially zoned land across the remaining 5. The crown jewel is the 95.63-acre flagship parcel, entered from Ballyhack Road, where a pristine 20-acre private lake with a newly updated dam and semi-developed waterfront awaits. Miles of established trails wind through the property, passing dozens of the original camp structures that still stand in various stages of disrepair— a lakefront lodge, large dining halls, recreation and education buildings, dormitories, medical facilities, and even an inground pool — all evoking a bygone era while inviting imaginative reuse or redevelopment. A brand-new, never-used $7 million state-of-the-art sewage treatment plant capable of servicing 60-65 homes sits ready on site, complete with current SPDES permit, full generator, and 100% redundant backup system. An additional entrance can be reclaimed from Old Route 22 via one of the commercial parcels, offering outstanding accessibility and development flexibility. Beyond the private lake, the land is enriched by two tributaries of the East Branch Croton River and approximately 1,640 feet of direct frontage on the river itself — a renowned stretch for kayaking and canoeing within the pristine Great Swamp watershed. At the Ballyhack entrance, a charming 3-bedroom ranch home serves as the ideal caretaker’s residence or gatehouse. Rolling topography, mature woodlands, and dramatic elevations create a landscape that feels worlds away, yet the property remains remarkably convenient to major highways and Metro North train stations for easy access to and from NYC. Surrounded by nature's embrace, every acre beckons for recreation and adventure, defining the perfect escape for those seeking solitude, sport, and serenity. The possibilities for development and use are vast with the permitted and special uses available with this multi-zoned, multiple-parcel property. A sample of permitted uses in C1 zoning include: research and development, veterinary hospitals, greenhouses and nurseries, restaurants, health or fitness clubs, recreational sports facilities, business and professional offices, banks, drive-in and fast food establishments. A sample of special uses include: light manufacturing, retail centers, warehouses, conference and cultural centers, membership club, nursery schools and day care centers. Rarely does a canvas of this scale, privacy, natural beauty, and built-in modern utilities come available. This is more than land — it’s a once-in-a-generation opportunity to shape something truly remarkable.

111 Ballyhack Road, Brewster

$4,150,000
8 Beds 7 Baths 1049294 MLS
OldWalls. A storied Arts and Crafts estate of extraordinary beauty, provenance, and character - set on more than 10 private acres, just 55 miles from New York City in the heart of Horse Country. Once the home and studio retreat of world-renowned American sculptor Chester Beach and his wife, artist Eleanor Beach, this remarkable early-1900s compound evokes the romance and craftsmanship of a European country estate. The property encompasses 4 distinctive buildings, anchored by an enchanting four-bedroom stone residence that has been meticulously updated and maintained, while preserving its original architecture and artistic legacy. Artisan Plaster walls, hand-crafted stonework, breathtaking stained glass, sculpted natural light, and beautifully proportioned rooms create interiors that feel at once refined, welcoming, and entirely unique. The living room is crowned by one of the estate’s most treasured features: a collection of 112 original bird paintings created by Eleanor Beach and incorporated into the ceiling. The separate guest studio provides an additional retreat with a kitchen, bathroom, sleeping loft, and a jaw-dropping stone fireplace. A 1940’s guest cottage offers yet another guest oasis featuring a brick floored kitchen, bathroom, living room with fireplace, screened-in porch, 2 bedrooms and a sleeping loft. For the Equestrian, the five-stall barn includes a spacious one-bedroom groom's apartment, run-outs, rolling grass turnout paddocks, riding fields with access to trails, and a sand riding arena. Beyond the remarkable structures, sweeping lawns and preserved countryside frame breathtaking western vistas extending as far as 80 miles. Formal gardens, stone patios, whimsical terraces, and enchanting porches converge to create a series of rare, transcendent outdoor sanctuaries - the kind of spaces that feel entirely removed from the ordinary world. Rich in history and sensitively stewarded by its current owners, Oldwalls is more than a residence - it is a rare and enduring work of art, offering privacy, versatility, and an unmistakable sense of place. Two tax parcels.

283-289, 299 Starr Ridge Road, 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

$1,995,000
1 Beds 5 Baths 1049510 MLS
Turn-Key Equestrian Facility in the heart of North Salem Horse Country. This gated, beautifully landscaped farm offers a 100’ x 200’ Outdoor Riding Arena with Lawton Adams’ TravelRite footing, several grass turnout paddocks, and 14 stalls across over 15 acres. The main stable is open and airy, offering twelve oversized stalls - most are 14' x 14' with rear dutch doors for incredible ventilation and safety - along with extra-wide aisles, a grooming and wash stall, tack area, feed room, laundry and a powder room. The facility also features a 1 bedroom/1 bath groom’s apartment, multiple offices, a lab, staff kitchen, large conference room/club room, and additional powder rooms. Outside, there is a two stall shed row barn, an outdoor wash stall/farrier station, and an enormous parking area that loops around the entire building for easy trailer access. Ideally located less than 10 minutes from the renowned Old Salem Farm international show-jumping venue and I-684, with convenient access to many of the region’s premier horse shows. An exceptional opportunity for an accomplished equestrian professional or veterinary practice seeking a presence in one of the country’s most prestigious and sought-after equestrian communities.

120 Nichols Road, 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

$1,750,000
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

$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

$1,600,000
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

$1,500,000
920256 MLS
321 Guinea Road in the Town of Southeast presents a rare opportunity with flexible RC (Rural Commercial) zoning that permits a range of uses including retail, offices, restaurants, and light commercial operations. The property also offers potential subdivision opportunities with approvals and variances, adding further development value. At the same time, its rural setting makes it equally attractive as a private estate or equestrian retreat (with conditional approval), with ample acreage suitable for custom homes, paddocks, or stables. Conveniently located near I-84 and I-684, this property is well positioned for both commercial users and developers seeking to serve the Hudson Valley, Westchester, and Connecticut markets, while also offering the charm and possibilities of estate living. This parcel is part of the Reed Road assemblage and can be purchased individually or together with neighboring properties for a package of up to 232 acres.

321 Guinea Road Avenue, 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

$1,299,000
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

$1,250,000
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

$1,199,000
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

$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

$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

$1,025,000
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

$999,000
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

$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

$995,000
981619 MLS
Just over 10 acres of commercial directly off Pugsley Road. This land located just one mile from I-84 and nestled in a complex with two new warehouse distribution buildings. One of the best uses for this parcel are for recreational uses (adjacent to 80+ acres of approved recreational use). Other Permitted and Special Uses: Nursery, Recreation, Single Family Homes, Kennel, Restaurant, Outside Storage, Professional Services, Battery Energy Storage, Hotel/Motel, Senior Housing, Shooting Range, Medical Office. Exceptional road exposure off of Interstate 84. This site is very close to the exit ramp of I84 with significant traffic counts. Zoning of the property RC- Rural Commercial. This property is also available as a Ground Lease. (Also known as Barrett Lane). Zoning of the property RC- Rural Commercial. Permitted Principal Uses: Nursery, Office, Restaurant, Kennel, Single Family Residence. Permitted Accessory: OUTDOOR STORAGE. Special Use Permit: Kennels, Senior Housing, Shooting Range, Medical Use, Conference Center and Medical Facility

100 Ten Acre Lane (Barret), Brewster

$965,000
4 Beds 3 Baths 1049061 MLS
Welcome to this impressive Center Hall Colonial, beautifully set on 2.2 acres of private, peaceful property. Offering timeless style, spacious rooms, and comfortable living. This 4 bedroom, 2.5 bath home features soaring 10 foot ceilings, creating an open and elegant feel throughout. The inviting layout features a formal living room and formal dining room, perfect for entertaining and hosting special occasions. The generously sized eat-in kitchen provides plenty of room for casual dining and gathering. A true focal point of the home is the spectacular vaulted-ceiling family room, creating an impressive sense of volume and light. The wood-burning fireplace in the family room adds warmth, character, and timeless charm, creating an inviting ambiance throughout the seasons. The luxurious primary suite offers an exceptional private retreat, with an expansive layout designed for comfort and relaxation. Three generously sized walk-in closets provide abundant storage and organization, while the en-suite bath creates a spa-like experience with a soothing Jacuzzi tub and a separate shower. The additional bedrooms are spacious and versatile, offering comfortable accommodations for guests or a home office. Outside, the expansive 2.2-acre private setting provides a rare sense of tranquility and seclusion. Surrounded by nature and generous open space, the property offers a peaceful retreat while providing ample room for outdoor enjoyment and entertaining. The location of this home is perfect for commuters needing to jump on I84/I684, the metro north train stations are minutes away, both the Southeast and Brewster stations are within a 5 to 10 min drive.

117 Enoch Crosby Road, Brewster

$950,000
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

$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

$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

$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

$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

$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

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