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$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

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

159 Main Street, Brewster

$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

$225,000
983608 MLS
Build your dream home on this beautiful level 3+ acre parcel, offering the perfect balance of privacy and convenience. This Board of Health approved lot is ready for a 4-bedroom home, providing ample space for a custom residence, outdoor living, and more. Set in a desirable and serene location, the property offers a peaceful setting while remaining just minutes from shopping, dining, and major commuter routes. Conveniently located approximately 75 minutes from New York City, with easy access to the Metro-North Railroad, Routes 22, 684, and 84, this location combines country tranquility with commuter-friendly convenience. Enjoy nearby recreational opportunities including Thunder Ridge Ski Area, along with all the charm the Hudson Valley has to offer. If you’re looking to build but want expert guidance, the property owner is an experienced local builder known for quality craftsmanship and attention to detail. Offering several architectural plans to choose from, the builder can help bring your vision to life—customizing a home that blends functionality with style to suit your needs. Whether you're ready to build now or planning for the future, this is an exceptional opportunity to secure a prime piece of land and create the home you’ve always envisioned.

73 Farm To Market 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

$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

$274,500
953840 MLS
Create your dream 4-bedroom oasis in the picturesque Evergreen Acres on Settlers Hill, located near the scenic border of Danbury, CT. If you've ever dreamed of building your home with a grand wall of windows - this is the property for you! This stunning property has received Board of Health approval for your ideal 4-bedroom residence and features an existing well, ensuring convenience from the start. Imagine enjoying over 8 acres of privacy with vast VIEWS while being less than 10 minutes away from all essential amenities and just an 8-minute drive from the renowned Richter Golf Course, perfect for leisurely afternoons, and the exclusive Morefar Back O'Beyond Golf Club, where luxury meets tranquility. Brewster Train Station is less than 15 minutes away keeping your commute to NYC under 2 hours. Embrace a lifestyle of comfort and relaxation in this charming setting!

93 Settlers Hill 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

$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

$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

$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.