Brewster Homes with Brewster School district

Welcome to Brewster, New York – a charming village nestled in the heart of Putnam County, where small-town charm meets modern convenience. Just a stone's throw away from the scenic beauty of the Hudson Valley, Brewster is an ideal location for families, professionals, and retirees alike. With its rich history, vibrant community, and stunning natural landscapes, Brewster offers a unique blend of suburban tranquility and easy access to urban amenities.

Brewster is renowned for its excellent school district, making it a sought-after destination for families looking to provide their children with a top-notch education. The Brewster School District is committed to fostering a nurturing and challenging environment, ensuring that students thrive academically and socially. The district boasts a range of educational programs and extracurricular activities that cater to diverse interests, helping students to excel and prepare for their futures.

When it comes to housing, Brewster has a variety of options that cater to different lifestyles and budgets. From charming historic homes to modern townhouses, there’s something for everyone. The close-knit community vibe is palpable, with friendly neighbors and local businesses that make you feel right at home.

Outdoor enthusiasts will appreciate Brewster’s proximity to beautiful parks, hiking trails, and recreational facilities, providing ample opportunities for adventure and relaxation. Whether you’re sipping coffee at a local café or enjoying a weekend at the nearby lakes, Brewster invites you to experience a quality of life that is both enriching and fulfilling. Discover your new home in Brewster, where community and comfort come together beautifully!

Newest Brewster Homes with Brewster School district

$425,000

3 Beds ⋅ 2 Baths ⋅ 1050325 MLS

Opportunity Knocks! This well loved 3 bedroom ranch offers 1,665 square feet of living space on a level .25-acre lot with town water and sewer. The main level features a spacious living room with a fireplace, formal dining room, and kitchen, along with three bedrooms and a full hall bath. Hardwood floors and central air conditioning add to the home's appeal. The Basement includes a large family room complete with a wet bar and full bathroom, a generous size unfinished area ideal for storage, workshop space, or future expansion and the Laundry area. You will love the outdoor living area with the oversized covered rear deck overlooking and connecting directly to the above-ground pool, making it perfect for entertaining and summer enjoyment. Additional features include a one-car garage, shed and ample storage. Conveniently located just 2 miles from the Brewster Metro-North train station and minutes from I-684 and I-84, this home offers easy commuting and close proximity to schools, shopping, restaurants, and everyday conveniences. While the property has been well maintained over the years, it is in need of updating and repairs and is being sold strictly as-is. An ideal opportunity for investors, contractors, or handy buyers looking to restore and personalize a home in a desirable commuter-friendly location and sought after neighborhood!

21 Allan Road, Brewster

$450,000

1 Beds ⋅ 2 Baths ⋅ 1050333 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

$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

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