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$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

$280,000
1047937 MLS
Prime Investment Opportunity in Brewster! Unlock the potential of this well-maintained commercial and residential-zoned property, offering 1,496 sq ft of versatile space in a desirable Brewster location. Features include 8 private parking spaces for added convenience, attic space for additional storage, and outdoor rear space ideal for breaks, utility use, or additional flexibility. With a strong rental history and a reliable tenant already in place, this property offers built-in cash flow potential from day one. Situated in a thriving commercial area with easy access to major roadways, the property’s commercial and residential zoning provides added versatility for continued use and potential future business or residential opportunities, subject to local zoning regulations. Don’t miss this opportunity to invest in a growing community with built-in income, flexible zoning, and long-term potential!

172 Fairfield Drive, Brewster

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

7 Pine Road, Brewster

$655,000
3 Beds 3 Baths 1045806 MLS
Welcome to this bright and spacious three bedroom two and a half bath Center Hall Colonial featuring an inviting layout and an abundance of natural light throughout. The home offers generous living spaces, comfortable bedroom sizes and plenty of room for everyday living and entertaining. This home has a formal dining room, the primary bedroom offers two walk in closets and an oversized bathroom with jacuzzi tub. A walkout unfinished basement provides excellent storage and exciting potential for future living space, a home office, gym, recreation room or workshop, the possibilities are endless. The home is situated on a large piece of property, the backyard offers two levels, one is fenced in and the second is a nice level yard with a playhouse. With a classic colonial design, spacious rooms, and a light filled interior, this home offers a wonderful opportunity to make it your own.

480 Haviland Drive, Patterson

$609,000
3 Beds 2 Baths 1037769 MLS
Welcome to this thoughtfully expanded home offering 3 bedrooms and 2 full baths, where the original ranch has been expanded throughout the years to create a unique and versatile floor plan. The main level features an expanded kitchen and a spacious living room with vaulted ceilings, creating an open and airy feel. A charming alcove provides a versatile space that can be used as a home office, reading nook, or additional flex space. There is also a bedroom and bathroom on this level. Upstairs, the addition creates a private primary bedroom suite and full bath, offering a peaceful retreat separate from the main living areas. The primary suite also features new central A/C-Hot air installed July 2026. The finished basement provides additional living space and includes the third bedroom, den area, and laundry room, offering flexibility for guests, a home office, recreation, or other needs. Outside, the approximately 100-foot-long driveway, combined with additional parking in front of the home, provides ample parking for 12+ vehicles. The property also features apple and pear trees, adding to the character of the outdoor space. Recent improvements include ductless heating and A/C system added to the living room and first-floor bedroom in July 2026; new central A/C in the primary suite in July 2026; fresh interior paint in July 2026; exterior power washing; a freshly painted deck and front porch in August 2026; and professional interior cleaning completed in August 2026. With its expanded layout, vaulted ceilings, private primary suite, finished basement, flexible spaces, extensive parking, mature fruit trees, and numerous recent improvements, this home offers more space and versatility than its exterior may initially suggest. Come discover the unexpected spaces and thoughtful expansions throughout.

24 Inwood Place, Patterson

$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

$1,100,000
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

$1,675,000
5 Beds 5 Baths 1029124 MLS
Custom built in 2001 and set on 3.81 private, tree-lined acres, this 6,620 square foot, five bedroom center hall colonial opens with a two-story entrance and a graceful curved staircase. Off the entrance hall sit a formal living room with its own fireplace and a formal dining room. The kitchen features Bilotta Custom Wood Cabinetry, granite countertops, and stainless steel appliances, centered on a large island with a sunny dine-in area. It opens directly into the family room, where a second fireplace and a wall of windows continue the scale of the main level. A Game Room and a private office and music Room with french doors to pool sit nearby. A main-level bedroom with full bath adds flexibility for guests and a laundry room rounds out the main level. Upstairs, the primary suite has its own fireplace, a sitting area, extensive walk-in closets and a spa bath and a Sauna. Three additional bedrooms and two full baths complete the floor. The walk-out basement adds 3,757 square feet beyond the home's 6,620 listed square feet, space for a gym, media room, or other use. Outside, an in-ground gunite pool and deck are set against the picturesque acreage and mature trees. An exceptional four-car garage and another 1,162 square feet unfinished space above that is walk in from the entrance area of main house. Built for entertaining and everyday living alike.

65 Indian Wells Road, Brewster

$998,000
4 Beds 3 Baths 1030639 MLS
From the moment you arrive, this meticulously maintained 4-bedroom, 3.5-bath Colonial welcomes you with timeless curb appeal and the promise of effortless living. Perfectly positioned on a desirable corner lot, this move-in ready home has been thoughtfully updated to blend classic elegance with today's modern conveniences. Step inside to discover warm hardwood floors, a cozy fireplace, custom blinds, and a functional mudroom designed for everyday living. Expansive living spaces are complemented by quality finishes throughout, while stunning sunset views provide the perfect backdrop to unwind at the end of the day. The spacious primary suite serves as a private retreat, featuring a spa-inspired bath complete with a soaking tub, separate shower, water closet, and dual walk-in closets designed for exceptional storage and organization. Every improvement has been made with comfort and peace of mind in mind. A new HVAC system was installed in 2025, while 2020 brought an impressive list of upgrades, including new appliances, California Closets in every bedroom, a Generac generator with a transfer switch, an underground propane tank, an expansive deck and patio, and a built-in fire pit—creating the ideal setting for entertaining or enjoying quiet evenings under the stars. Beautifully cared for and thoughtfully enhanced, this exceptional home offers the perfect balance of style, functionality, and reliability in a highly desirable location. Simply move in, settle in, and begin making memories in a home that's ready to be enjoyed from day one!

8 Shailin Lane, Brewster

$1,875,000
5 Beds 7 Baths 1029717 MLS
Magnificent Stone & Stucco Tudor Estate nestled on 2 professionally landscaped, manicured acres in Brewster’s historic Milltown area, this custom-built 7,400 sq. ft. Tudor estate effortlessly blends grand elegance with cutting-edge modern luxury. From the moment you step into the soaring 2-story marble and granite foyer, the home’s exceptional craftsmanship is on display. The main level features a sweeping open floor plan anchored by 10’ to 14’ ceilings, gorgeous hardwood floors with custom inlays, and floor-to-ceiling bay windows that frame views of your private backyard oasis. The family room serves as a stunning centerpiece with its 14’ tray ceiling, Sonos-powered audio system, and a magnificent wood-paneled marble fireplace. For the culinary enthusiast, the gourmet eat-in kitchen boasts high-end appliances, bespoke handmade cherry cabinetry, two island preparation areas, and dual dishwashers. Conveniently located nearby is a dedicated, separate laundry room with integrated pantry storage for ultimate organization. An Unparalleled Main-Level Primary Wing Retreat to the expanded master suite, a completely private sanctuary redesigned for ultimate modern living. This sprawling wing features its own dedicated sitting room and a rare, highly desired "his and hers" dual office setup, providing two entirely separate, quiet workspaces for remote professionals. The suite's multiple walk-in closets have been entirely reimagined with premium California Closets systems, offering impeccable custom organization. The retreat is completed by opulent his-and-her master baths. To ensure absolute comfort for everyone, every additional bedroom in this estate also features its own dedicated full bath and walk-in closet. Premium Amenities & Smart Home Technology Entertainment & Audio: Enjoy a cinematic experience at home with a state-of-the-art 4K Home Theater featuring a massive 120-inch screen. Immersive sound follows you throughout the entire estate via a multi-room Sonos audio system. Connectivity: Stay seamlessly connected with high-speed network Ethernet ports and modern USB outlets strategically installed throughout the home. Smart Climate & Wellness: Stay perfectly comfortable with an integrated Smart Home AC/Heat setup managing the premium Hydro-Air climate control system. Drink with confidence knowing the property is outfitted with a whole-house water filtration system. Elite Home Gym: The dedicated full exercise room is a fitness enthusiast's dream, fully equipped with premium Peloton and Tonal smart training systems. Entertainer’s Backyard: Step out onto expansive patios leading to a heated, in-ground saltwater pool, all secured within a beautifully fenced 2-acre lot with mature trees and shrubs. Lower Level Living: The full, walk-out finished basement also hosts a legal accessory apartment equipped with 1 bedroom, a great room, a full kitchen, a dining area, and finished storage—perfect for extended family or guests. Parking & Mechanicals: Car enthusiasts will love the two heated attached garages accommodating up to 5 vehicles. Located in the desirable Brewster School District (John F. Kennedy Elementary) with an easy commute , this single-family masterpiece offers an unparalleled lifestyle.

8 Bridey Lane, Brewster

$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

$999,000
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

$349,000
3 Beds 2 Baths 941206 MLS
Come check out this commuter's dream close to train station and highways before it's gone! Step into this stunning 3-bedroom, 2-bath home, where an impressive open-concept layout and soaring cathedral ceilings create a sense of luxury from the moment you enter. Flooded with natural light and designed for effortless living and entertaining, this home delivers the space, style, and comfort buyers are searching for. Set on a serene 0.86-acre lot, the property offers exceptional privacy along with beautiful seasonal views—your own peaceful retreat just minutes from everyday essentials. Enjoy unbeatable convenience with quick access to the train schools, and premier shopping, making this an ideal location for commuters. With its modern interior, desirable layout, and perfect blend of tranquility and accessibility, this home is a must-see and won’t stay on the market for long.

10 Green Acres Lane, Brewster

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

7 Fox Hollow Road, Brewster

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.