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$499,000
4 Beds ⋅ 2 Baths ⋅ 1006401 MLS
Charming Circa-1900 Colonial with Timeless Character and Modern Updates. Step into the perfect blend of historic charm and modern comfort in this beautifully maintained 4-bedroom Colonial. Built in 1900, this home showcases the craftsmanship and character of an earlier time while offering thoughtful updates for today's lifestyle. Freshly painted and move-in ready, the home features updated 1.5 bathrooms, spacious living areas, and an inviting covered front porch perfect for relaxing and enjoying the neighborhood. A walk-up partially finished attic offers valuable bonus space with flexibility for storage, hobbies, or other uses. Situated on a level lot with a detached outbuilding, this property offers a convenient location approximately 0.04 miles from the train station and just minutes from major highways, shopping, dining, and other local amenities. A rare opportunity to own a character-filled home that beautifully combines historic appeal with modern updates.

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

59 Oakwood Drive, Brewster
$669,000
4 Beds ⋅ 4 Baths ⋅ 997337 MLS
Step in to this charming well maintained Colonial that offers the perfect blend of comfort and style on a peaceful and private acre. Filled with natural light, this warm and inviting home features an eat in kitchen complete with updated stainless steel appliances, sliding glass doors that open to a deck overlooking a park like back yard, ideal for enjoying your morning coffee or relaxing at the end of the day. Enjoy cozy evenings by the fireplace in the den or retreat to the living room, a versatile space perfect for every day living or entertaining. You will find all the bedrooms upstairs including a bright and spacious primary suite featuring a full bath and walk in closet. The finished basement offers additional living space with sliding doors that lead you to a beautiful fieldstone patio perfectly positioned beside the above ground pool and surrounding deck. The ideal setup for relaxing or entertaining. This spacious and welcoming home provides the perfect setting for both everyday living or entertaining while the serene property offers a sense of privacy and tranquility.

11 Bradley Drive, Brewster
$1,450,000
4 Beds ⋅ 4 Baths ⋅ 994673 MLS
Stunning 5145 sq ft renovated colonial set on 2.16 private, park-like acres on the Brewster-North Salem border. Enjoy Brewster taxes with sought-after North Salem schools. Perched atop a hill with breathtaking forever panoramic views, this home offers privacy and luxury in a move-in ready package. A long, tree-lined driveway leads to the house, where soaring ceilings, gleaming hardwood floors and abundant natural light create an open, flowing layout perfect for both everyday living and entertaining. The gourmet kitchen features top-of-the-line appliances and opens to a large family room with a striking stone fireplace and built-in bar. The home includes 4 generous bedrooms and 3.5 beautifully renovated bathrooms, highlighted by a spa-like primary suite. A fully finished walk out basement provides excellent additional space for a home office, gym and recreation area. Outside, enjoy a backyard oasis overlooking picturesque horse property complete with a built-in pizza oven and fire pit and plenty of room for entertaining. Additional features include central air, 2 car garage, and dual driveway access. Conveniently located near Route 684, 84, Metro North train, restaurants, and the Danbury Mall, yet peacefully private. This is a true turnkey home with nothing left to do but move in and enjoy peace and tranquility.

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

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

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

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

73 Farm To Market Road, Brewster
$1,100,000
10 Beds ⋅ 6 Baths ⋅ 958315 MLS
Set on five private, wooded acres in one of Putnam County’s most desirable locations, this exceptional 21-room estate offers rare privacy, scale, and architectural significance. Originally built in 1928 and featured in House Beautiful, the home was designed by Ilonka Karasz, renowned artist and co-founder of MoMA. After serving as a wellness retreat, the property has been thoughtfully restored to a stunning single-family residence. A grand foyer opens to a dramatic vaulted living area anchored by a striking fireplace and sliding doors to a garden terrace. The dining area flows seamlessly into a sunlit wet bar and a newly renovated, lofted chef’s kitchen with high-end stainless steel appliances, oversized windows, and a statement granite island. A winding hallway leads to ten renovated bedrooms, five with en-suite baths. A lofted library with a fireplace connects the bedroom wings, while an additional living room or study opens through Andersen doors to a private rear terrace. A winding staircase leads to a beautifully renovated studio with panoramic views and its own terrace. Additional spaces include a billiards and poker room, fitness center, wine cellar, and attached two-car garage. Outdoor amenities feature a 35-foot swimming pool, a tranquil pond, and a covered carport creating a true estate setting with exceptional versatility. With its scale, layout, and prior use, the property offers outstanding flexibility for a variety of lifestyle or income-producing opportunities, including a boutique bed-and-breakfast, luxury short-term rental, wellness or retreat center, private event venue, or multigenerational compound, subject to approvals.

584 Milltown Road, Brewster
$2,795,000
4 Beds ⋅ 7 Baths ⋅ 947922 MLS
Sunny Ridge. Brewster’s most extraordinary offering. Set behind iron gates up a long winding drive, this estate will thrill you. Perched on a peaceful cul-de-sac street in a highly sought-after location on the Southeast/North Salem border - just 60 miles from NYC and 4 miles to the Metro North train station. Set on over 15 acres with commanding panoramic views and a profound sense of privacy - your closest neighbors are the horses at the abutting farm. The 8,000+ sq. ft main residence offers a level of craftsmanship that simply doesn’t exist at this price point. As you step inside the entry foyer, the exquisite architectural details are immediately apparent - custom millwork, detailed moldings, elegant archways, tray ceilings, and gleaming hardwood floors. The focal point is an incredible floating staircase - providing access to three magnificent levels of luxury living. There is a formal living room with soaring 20+ foot ceilings, six fireplaces, a massive fully equipped chef’s kitchen, a fully finished 2200+ sq. ft lower level with custom wet bar, movie theater, gym, wine cellar, and two french door walkouts to covered patios. Multiple offices for working from home. Cozy den with french doors out to wrap-around mahogany deck, covered porch, and outdoor kitchen with patio. Gorgeous formal dining room - ideal for dinner parties and entertaining. Upstairs, there is an expansive primary bedroom suite with sitting area, balcony, spa-like bath, and dual walk in closets. Down the hall, there are three additional en-suite bedrooms with walk-in closets and a laundry room. There is an attached heated 4 car garage, as well as a custom-built 4,000 sq.ft carriage barn, which provides garage space for an additional 12 cars. The carriage barn also offers a world of possibilities as a guest house, art/music studio, and more. Sunny Ridge is a rare and compelling opportunity for the discerning buyer seeking a private, resort-caliber estate within easy reach of Manhattan.

16 Reynwood Drive, Brewster
$399,000
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
$450,000
1 Beds ⋅ 2 Baths ⋅ H6321210 MLS
Don’t let the fact that this is a one bedroom home deceive you! This property comes with a 5-bedroom septic and town-approved plans for a 3-bedroom addition. Live in the one bedroom while you complete the addition at your leisure. Great location provides easy commute to everything: trains, buses, schools, lake.

49 Hickory Drive, 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.