Brewster Real Estate

Brewster Real Estate

Welcome to Brewster, New York – a charming village nestled in the heart of Putnam County. With its picturesque landscapes, rich history, and a close-knit community, Brewster offers a unique blend of suburban comfort and natural beauty. Located just 50 miles north of Manhattan, this delightful town is an ideal retreat for those seeking a peaceful lifestyle while remaining connected to the vibrancy of New York City.

Brewster is known for its stunning scenery, characterized by rolling hills, lush greenery, and the serene waters of the nearby lakes. Outdoor enthusiasts will appreciate the abundance of parks and recreational areas, including the scenic Brewster Heights and the tranquil lakes at the nearby Putnam County Park. Whether you enjoy hiking, fishing, or simply taking a leisurely stroll, Brewster’s natural surroundings provide endless opportunities for exploration and relaxation.

The village is steeped in history, with charming architecture that reflects its rich past. As you wander through the streets, you’ll encounter quaint shops, delightful cafes, and local eateries that foster a warm, welcoming atmosphere. The Brewster Historical Society offers insights into the area’s heritage, making it a perfect stop for history buffs.

Families will appreciate the excellent schools and community programs that Brewster has to offer, ensuring a nurturing environment for children. With a variety of annual events and festivals, the village fosters a sense of belonging and camaraderie among residents.

In Brewster, you’ll discover not just a place to live, but a vibrant community where the charm of small-town life meets the convenience of urban accessibility. Come and experience the allure of Brewster – your perfect home awaits!

Newest Listings in 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
$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
$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
$479,000
2 Beds ⋅ 2 Baths ⋅ 941610 MLS
End-unit tri-level townhouse tucked away on a quiet cul-de-sac in the highly sought-after Reed Farm community. As the last townhouse in the development, this desirable Upper Jonathan model enjoys added privacy, extra green space, and sweeping long-range views from its elevated setting. Offering approximately 1,610 square feet of living space across three levels, the home features two bedrooms and two bathrooms, boasting an open, airy layout filled with natural light.The renovated kitchen showcases new quartz countertops, stainless steel appliances, and refinished cabinetry. Vaulted ceilings, a cozy fireplace, and sliding glass doors enhance the inviting main living area and open to a private deck overlooking the scenic landscape. The main-level primary suite includes a generously sized updated bathroom and an adjacent flexible room perfect for a home office, sitting area, or nursery. An inviting loft level overlooks the dramatic living space below and features a spacious bedroom area along with an additional lounge or flex space ideal for guests, reading, or a work-from-home setup. The lower level offers approximately 600 square feet of finished storage space, including a large recreation room, laundry area, and multiple storage closets. Reed Farm’s beautifully maintained grounds offer residents access to a clubhouse, swimming pool, tennis and basketball courts, and a playground. Ideally located near orchards, Metro-North, and major commuter routes, this home offers the perfect blend of comfort, convenience, privacy, and community living.

806 Orchard Hill Lane, 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
$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
$425,000
2 Beds ⋅ 3 Baths ⋅ 1046108 MLS
Welcome to 103 Kensington Court, a beautifully appointed townhome in the highly sought-after Fieldstone Pond community. Offering the ideal blend of comfort, convenience, and resort-style living, this spacious 2-bedroom, 2.5-bath home features thoughtfully designed living spaces across three levels. The main level offers an inviting layout with seamless access to a private back deck, creating an effortless extension of the living space and a wonderful setting for morning coffee, al fresco dining, or relaxing outdoors. Upstairs, two well-proportioned bedrooms provide comfortable private retreats, with the convenience of a washer and dryer located on the same level. The finished walk-out lower level adds valuable flexible living space and features a full bathroom, making it ideal for a home office, recreation room, guest area, or additional lounge space. Life at Fieldstone Pond feels like a private retreat, with an impressive collection of community amenities including a swimming pool, tennis and basketball courts, playground, clubhouse, and a dedicated car wash area. Beyond the community, the location provides easy access to shopping, schools, dining, and major highways, making commuting and everyday errands exceptionally convenient. A wonderful opportunity to enjoy turnkey townhome living in one of the area's most desirable communities.

103 Kensington Court, Brewster
$725,000
3 Beds ⋅ 2 Baths ⋅ 1039488 MLS
Your private Brewster retreat awaits. Set back on more than three picturesque, park-like acres, this spacious contemporary raised ranch offers a rare combination of privacy, space, flexibility, and exceptional outdoor living. With over 2,900 square feet, three bedrooms, and a versatile floor plan that lives like a four-bedroom, there is room here to spread out, entertain, work from home, and simply enjoy life. And then there’s the setting. This is where the property truly shines. Surrounded by mature trees, lush greenery, and beautifully maintained grounds, the property feels like your own private escape. The expansive deck overlooks the serene landscape and inviting pool, creating the perfect backdrop for summer entertaining, lazy afternoons, morning coffee, or evenings under the stars. There is a wonderful sense of space and seclusion here that is increasingly hard to find. At the center of the home, the generous kitchen features granite countertops, stainless steel appliances, and oak hardwood floors, while the spacious living areas offer plenty of room for both everyday living and entertaining. A fireplace in the living room and a wood-burning stove in the family room add warmth and character to the home. The spacious primary bedroom with en-suite bath, along with two additional bedrooms, completes the main level. The lower level adds another dimension of flexibility, offering a potential au pair or in-law setup, additional living space, and tons of storage. Whether you need guest space, a home office, recreation area, or simply more room for everyone and everything, this level offers numerous possibilities. The best part? You get the feeling of being tucked away in your own private oasis without sacrificing convenience. Enjoy easy access to shopping, restaurants, two nearby train stations, and major parkways, making commuting and everyday errands a breeze. Three-plus acres. Over 2,900 square feet. Incredible outdoor living. Endless possibilities. And privacy you can feel the moment you arrive. This is the kind of property that needs to be experienced in person.

66 Maple Wood Drive, Brewster
$350,000
2 Beds ⋅ 2 Baths ⋅ 1043294 MLS
There are homes you walk into — and homes you envision your life within them. Nestled at the end of a quiet cul-de-sac, this COVETED CORNER END-UNIT captures the best of Hudson Valley living: mountain views, peaceful surroundings, desirable amenities, and the charm of Brewster right outside your door. Inside, sunlight fills the inviting interiors, highlighting warm hardwood floors, spacious rooms, ample storage, central air, and a welcoming fireplace. The layout feels comfortable and thoughtfully designed, with just the right balance of warmth, light, and room to live. The kitchen is designed for both everyday living and entertaining. The primary bedroom features sliding glass doors that open onto a generous deck—an inviting place to watch the sun rise in the morning, enjoy the peaceful outdoor setting, and take in the crisp mountain air. Beyond your front door, the lifestyle continues. Spend summer days by the pool, play tennis or basketball with friends, or explore the scenic trails. The landscaped grounds invite you to slow down, get outside, and enjoy the surroundings. When you want to explore, Brewster’s historic village, shopping, restaurants, and Metro-North train station are minutes away, with easy access to I-84, Routes 6 and 22, and Westchester County Airport. New York City is close enough for a night out, yet far enough to return to the serenity of the Hudson Valley. When winter arrives, Thunder Ridge Ski Area is approximately 20–25 minutes away, perfect for mornings on the slopes and cozy evenings by the fire. Then there are the details that make a meaningful difference: a brand new roof, three assigned parking spaces, plus plenty of guest parking. It all comes together here—the views, the setting, the space, the amenities, the accessibility, and the feeling of truly coming home. Some homes check the boxes. This one changes the way you live. Don’t miss your chance to make it yours!

1501 Eagles Ridge Road, Brewster
$1,900,000
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
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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.