Brewster Homes with Driveway Parking features

Welcome to Brewster, New York – a charming village nestled in the heart of Putnam County, where small-town charm meets modern convenience. With its picturesque landscapes and rich history, Brewster offers an idyllic setting for families, professionals, and retirees alike. Known for its friendly community atmosphere, residents enjoy a blend of outdoor activities, local dining, and cultural experiences that make this area truly special.

Brewster is conveniently located just off Interstate 84 and is a short train ride away from New York City, making it an ideal location for commuters. The village boasts a variety of parks, recreational facilities, and scenic trails, perfect for those who love the great outdoors. Additionally, Brewster’s historic downtown area is home to quaint shops, delightful eateries, and vibrant community events that foster a strong sense of belonging.

When it comes to finding your dream home in Brewster, you’ll be pleased to discover a range of properties featuring driveway parking. Having your own driveway not only adds convenience but also enhances the overall appeal of your home. Whether you’re looking for a cozy single-family residence or a spacious multi-bedroom home, Brewster offers an array of options to suit your lifestyle.

Imagine pulling into your own driveway after a long day, knowing that your sanctuary awaits. With homes that provide this desirable feature, you can enjoy easy access and added privacy. Explore the beautiful homes in Brewster today and discover the perfect place to call your own in this enchanting village!

Newest Brewster Homes with Driveway Parking features

$549,000

3 Beds ⋅ 2 Baths ⋅ 1051542 MLS

Set on over an acre of beautiful, level land, 862 Drewville Road offers the kind of property that is increasingly hard to find. This charming Cape Cod welcomes you with hardwood floors, a cozy living room with a fireplace, and a spacious enclosed back porch overlooking the expansive backyard. The outdoor setting is the true standout, offering endless possibilities for entertaining, recreation, gardening, or simply enjoying the privacy and natural surroundings. A large circular driveway and one-car garage provide ample parking and everyday convenience. Ideally situated beside the scenic Middle Branch Reservoir and less than five minutes from the Brewster Metro-North Train Station, this home offers a rare combination of generous outdoor space, classic charm, and commuter convenience. A special opportunity to enjoy the best of Hudson Valley living.

862 Drewville Road, Brewster

$4,150,000

8 Beds ⋅ 7 Baths ⋅ 1049294 MLS

OldWalls. A storied Arts and Crafts estate of extraordinary beauty, provenance, and character - set on more than 10 private acres, just 55 miles from New York City in the heart of Horse Country. Once the home and studio retreat of world-renowned American sculptor Chester Beach and his wife, artist Eleanor Beach, this remarkable early-1900s compound evokes the romance and craftsmanship of a European country estate. The property encompasses 4 distinctive buildings, anchored by an enchanting four-bedroom stone residence that has been meticulously updated and maintained, while preserving its original architecture and artistic legacy. Artisan Plaster walls, hand-crafted stonework, breathtaking stained glass, sculpted natural light, and beautifully proportioned rooms create interiors that feel at once refined, welcoming, and entirely unique. The living room is crowned by one of the estate’s most treasured features: a collection of 112 original bird paintings created by Eleanor Beach and incorporated into the ceiling. The separate guest studio provides an additional retreat with a kitchen, bathroom, sleeping loft, and a jaw-dropping stone fireplace. A 1940’s guest cottage offers yet another guest oasis featuring a brick floored kitchen, bathroom, living room with fireplace, screened-in porch, 2 bedrooms and a sleeping loft. For the Equestrian, the five-stall barn includes a spacious one-bedroom groom's apartment, run-outs, rolling grass turnout paddocks, riding fields with access to trails, and a sand riding arena. Beyond the remarkable structures, sweeping lawns and preserved countryside frame breathtaking western vistas extending as far as 80 miles. Formal gardens, stone patios, whimsical terraces, and enchanting porches converge to create a series of rare, transcendent outdoor sanctuaries - the kind of spaces that feel entirely removed from the ordinary world. Rich in history and sensitively stewarded by its current owners, Oldwalls is more than a residence - it is a rare and enduring work of art, offering privacy, versatility, and an unmistakable sense of place.

283-289, 299 Starr Ridge Road, Brewster

$1,995,000

1 Beds ⋅ 5 Baths ⋅ 1049510 MLS

Turn-Key Equestrian Facility in the heart of North Salem Horse Country. This gated, beautifully landscaped farm offers a 100’ x 200’ Outdoor Riding Arena with Lawton Adams’ TravelRite footing, several grass turnout paddocks, and 14 stalls across over 15 acres. The main stable is open and airy, offering twelve oversized stalls - most are 14' x 14' with rear dutch doors for incredible ventilation and safety - along with extra-wide aisles, a grooming and wash stall, tack area, feed room, laundry and a powder room. The facility also features a 1 bedroom/1 bath groom’s apartment, multiple offices, a lab, staff kitchen, large conference room/club room, and additional powder rooms. Outside, there is a two stall shed row barn, an outdoor wash stall/farrier station, and an enormous parking area that loops around the entire building for easy trailer access. Ideally located less than 10 minutes from the renowned Old Salem Farm international show-jumping venue and I-684, with convenient access to many of the region’s premier horse shows. An exceptional opportunity for an accomplished equestrian professional or veterinary practice seeking a presence in one of the country’s most prestigious and sought-after equestrian communities.

120 Nichols Road, Brewster

$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

$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

$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

$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

$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

$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

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