Brewster Homes under $400,000

Welcome to Brewster, New York—a charming gem nestled in the heart of Putnam County. Known for its picturesque landscapes and friendly community, Brewster offers a delightful blend of suburban tranquility and easy access to urban amenities. Just a short train ride from New York City, this quaint town is perfect for those seeking a peaceful retreat without sacrificing convenience.

Brewster boasts a rich history, reflected in its beautifully preserved architecture and vibrant downtown area. Residents enjoy a variety of local shops, restaurants, and recreational parks, all contributing to the warm, welcoming atmosphere that makes Brewster feel like home. The town is also surrounded by stunning natural beauty, with nearby lakes and hiking trails that invite outdoor enthusiasts to explore and unwind.

For homebuyers seeking affordable options, Brewster is a fantastic choice, with a selection of homes available for under $400,000. Whether you're looking for a cozy single-family home, a charming townhouse, or a spacious condo, you'll find a range of properties that cater to different tastes and lifestyles. These homes often feature modern amenities, inviting layouts, and access to the area's top-notch schools, making them ideal for families, professionals, and retirees alike.

With its blend of small-town charm, scenic beauty, and affordable real estate, Brewster is a place where dreams of homeownership can become a reality. Discover the vibrant community and inviting homes that await you in this lovely corner of New York!

Newest Brewster Homes under $400,000

$400,000

2 Beds ⋅ 2 Baths ⋅ 1051953 MLS

Welcome home to this beautiful townhome in the highly sought after Eagles Ridge Community! Bright, fully renovated, and ready to call it home. Stainless steel kitchen appliances with modern design touches bring the kitchen to life! Spacious open living room and dining room making entertaining a breeze. Downstairs includes two bedrooms, in unit laundry, and two full bathrooms. The gorgeous and large primary suite includes a full bathroom with walk in shower, a walk in closet, and sliding doors to outside. Private storage shed included as well. All you have to do here is move in! Close to Metro North Train, major highways, hiking trails, fishing spots, and local shopping this is a perfect location!

706 Eagles Ridge Road, Brewster

$329,999

2 Beds ⋅ 1 Baths ⋅ 1047939 MLS

Welcome to this bright and inviting condo, where pride of ownership is evident throughout. The spacious, oversized living room is designed for comfortable living and entertaining, featuring a beautiful wood-burning fireplace and two built-ins that provide both functionality and charm. All-new 2025 energy-efficient windows fill the space with natural light while bringing the beauty of the surrounding landscape indoors. The thoughtfully designed layout offers generous room sizes and flexible living space, with plenty of options for dining in the expanded living area or enjoying a casual meal in the eat-in kitchen. Custom crown moldings add an elegant finishing touch, while new carpeting (2025) and a new hot water heater offer added peace of mind. A detached one-car garage and an additional parking space provide added convenience and flexibility, with plenty of guest parking available as well. Ideally located just 2 miles from Metro-North, this home provides convenient access to commuting, major highways, shopping, and local restaurants, while still offering a peaceful setting surrounded by nature. Comfortable, well-maintained, and move-in ready, this condo offers a wonderful opportunity to enjoy easy living in a convenient location. Come see all that this special home has to offer!

1704 Holly Stream Court, Brewster

$400,000

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

$399,900

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

$399,000

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

$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, assigned parking, 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

$299,000

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

$250,000

2 Beds ⋅ 1 Baths ⋅ 1020553 MLS

Rustic cabin with private dock located on a small private lake. Enjoy peace and tranquility from your deck while you take in the best nature has to offer in this 2 bedroom cabin with direct waterfront access. This property is a private co-op owning 110 acres in Putnam County with a large lake surrounded by 28 cabins concealed from the lake by trees and plantings. Shareholders hold leases to their cabins. The lake is motor-free and offers swimming, fishing and (non-motor) boating. The cabin is seasonal since the community water is turned off from approximately the middle of October until the middle of April thus making it the perfect three-season get away. The community is careful to preserve the quiet and historic nature of this special place. The cabins were built starting in the 1920’s and the ability to make changes to their exterior, size, structure and concealment is greatly restricted in order to preserve their rustic character. Likewise, the community considers itself the steward of the lake and the surrounding wooded landscape. Financing is not permitted. Final sale is dependent upon co-op Board approval of prospective buyers. Please note there is no toilet in the cabin, only an outhouse.

00 Fairfield Drive Unit #25, 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

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