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

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

6-8 Hoyt Street, Brewster
$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
$429,900
2 Beds ⋅ 3 Baths ⋅ 1036319 MLS
Welcome home to this warm and inviting 2-bedroom, 2.5-bath townhome, ideally located in the desirable Blackberry Hill Village community. Spacious, bright, and thoughtfully designed, this home offers three levels of comfortable living space, with two sets of sliding glass doors that provide a wonderful connection to the outdoors. Convenient access from the parking area makes everyday living easy and effortless. The main level welcomes you with a generous, light-filled living room featuring a wood-burning fireplace, creating a warm and inviting focal point for relaxing or entertaining. An expansive 8-foot sliding glass door fills the room with natural light and offers a seamless connection to the outdoors. The spacious living area is large enough to accommodate a separate dining area, should you choose. The adjoining eat-in kitchen is both functional and welcoming, featuring stainless steel appliances, abundant cabinetry, and ample counter space—perfect for preparing meals, entertaining guests, or enjoying casual dining. Upstairs, the spacious primary suite provides a peaceful retreat with a private en-suite bath featuring a tiled walk-in shower, pedestal sink, and additional cabinetry for convenient storage. A second generously sized bedroom and beautifully tiled hall bath complete the upper level. The lower level offers even more versatility with a comfortable family room, game room, or flexible guest space, complete with another sliding glass door leading to the backyard area. This level also includes a dedicated workshop, laundry room, and plenty of additional storage, providing the flexibility and functionality today's homeowner desires. Enjoy all that Blackberry Hill Village has to offer, including a community swimming pool, tennis courts, basketball court, and playground—perfect for recreation, relaxation, and enjoying time outdoors without ever having to leave the neighborhood. With its light-filled interiors, flexible living spaces, abundant storage, private outdoor access, and exceptional community amenities, this inviting townhome offers comfort, convenience, and an easy lifestyle in the heart of Blackberry Hill Village.

803 Village Drive, Brewster
$1,250,000
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
$324,900
1 Beds ⋅ 1 Baths ⋅ 888012 MLS
Welcome to this bright and inviting one bedroom (plus office!) condo offering comfortable single-level living in the desirable Blackberry Village community. Step inside to an eat-in kitchen with ample cabinet and counter space, perfect for everyday meals. Just beyond, the dedicated dining area flows seamlessly into the spacious living room, creating an ideal layout for both relaxing and entertaining. Sliding glass doors lead to a covered patio overlooking peaceful wooded views is an ideal spot to enjoy your morning coffee or unwind at the end of the day. The generously sized primary bedroom easily accommodates a king-size bed and features an oversized walk-in closet. A separate home office offers the flexibility to work from home, create a guest space, or enjoy a hobby room, and includes a second walk-in closet for exceptional storage. A full bathroom and a convenient in-unit laundry room complete the thoughtfully designed interior. Residents of Blackberry Village enjoy an array of amenities, including a swimming pool, tennis and basketball courts, a playground and a clubhouse. Ideally located near the Metro-North train station, major highways, schools, shopping, and dining, this home offers the perfect combination of convenience and low-maintenance living. It's just waiting for you to make it your own!

501 Village Drive, Brewster
$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
$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
$699,900
3 Beds ⋅ 3 Baths ⋅ 1012164 MLS
Nestled on a picturesque 1.91-acre parcel along a tranquil cul-de-sac in Harvest Ridge, this pristine, turn-key Colonial offers a seamless blend of architectural charm and modern convenience. This move-in ready home features 3 spacious bedrooms, 2.5 beautifully renovated baths, and a 4-bedroom septic system offering expansion potential. The heart of the home is a light-filled gourmet chef's kitchen, complete with stainless steel appliances, a high-end Bertazzoni gas range, granite countertops, a center island with seating, a custom tumbled marble backsplash, refinished cabinetry, and durable bamboo flooring. The kitchen flows effortlessly into an inviting living space featuring a cozy fireplace, while French doors open to a sun-drenched deck overlooking a serene, wooded backdrop—ideal for alfresco dining and summer entertaining. A versatile main-floor office provides flexible space for a quiet home workspace, library, or den. The elegant formal dining room is perfect for hosting holidays and memorable dinners. Upstairs, retreat to a lavish primary en suite featuring a spa-inspired bathroom featuring a new double vanity, a renovated shower, a deep soaking tub, and custom closet built-ins. Two additional bright bedrooms with custom storage closets, a refreshed full hall bath, and a generous storage closet complete the upper level. The fully finished lower level expands your living space, boasting a wet bar, recreation space, family room, and abundant private storage. Recent upgrades include: new bamboo flooring throughout the main level, new carpet on the stairs and second level, fresh interior paint, and updated light fixtures throughout the home. Enjoy relaxing walks and bike rides throughout Harvest Ridge. This home is conveniently located near schools, the train, local restaurants, and local farmers markets.

4 Plum Tree Court, Brewster
$3,900,000
1008903 MLS
Excellent Main Street location, only one mile from I-684/84. This is a 3-story professional building with elevator and 80-car parking lot. 3 entrances. 90% occupied.

155 Main Street, Brewster
$739,999
4 Beds ⋅ 3 Baths ⋅ 990889 MLS
Welcome to 33 Orchard Ct in Brewster, NY — a beautifully maintained Colonial set on nearly one private acre in a peaceful cul-de-sac setting. Built in 1994, this spacious 4-bedroom, 2.5-bath home offers the perfect combination of classic charm, functional living space, and everyday comfort. Inside, you’ll find a bright and inviting layout featuring an open-concept kitchen ideal for both daily living and entertaining. Generous living spaces, abundant natural light, and a seamless flow create a warm and welcoming atmosphere throughout the home. Ideally situated close to shopping, restaurants, on Rte 22, Brewster schools are right around the corner as well as parks, Metro-North, 84 and 684. Enjoy easy access to all that Brewster and the surrounding Hudson Valley have to offer, including recreation, dining, and everyday conveniences just minutes away.

33 Orchard Court, Brewster
$450,000
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
$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

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.