Brewster Homes with Driveway Parking features

Welcome to Brewster, New York – a charming village nestled in the heart of Putnam County. Known for its picturesque landscapes and tight-knit community, Brewster offers a tranquil lifestyle while still being conveniently located near bustling urban centers. One of the most appealing aspects of this area is its highly regarded school district, which is committed to providing quality education and fostering a nurturing environment for students. The Brewster Central School District boasts dedicated educators and a variety of programs designed to inspire and challenge young minds. Families can feel confident in the educational opportunities available, making Brewster an ideal place to raise children.

In addition to its excellent schools, Brewster is home to a range of beautiful residential properties, many of which feature the coveted convenience of driveway parking. Imagine coming home to your own driveway, providing easy access to your vehicle while adding an extra layer of comfort and security. Whether you’re hosting friends and family or simply enjoying a quiet evening at home, having your own driveway is a significant advantage in this charming village.

With its blend of natural beauty, community spirit, and family-oriented amenities, Brewster is not just a place to live; it’s a place to thrive. Explore the real estate options available, and discover the perfect home that suits your lifestyle in this delightful corner of New York. Your dream home in Brewster awaits, complete with the convenience of driveway parking and the promise of a bright future in a vibrant community.

Newest Brewster Homes with Driveway Parking features

$619,999

4 Beds ⋅ 3 Baths ⋅ 1027450 MLS

Nestled on a picturesque property with amazing views of the Middle Branch Reservoir, 41 Bloomer Road offers the perfect blend of privacy, scenic beauty, and everyday convenience. This inviting home provides a tranquil retreat while remaining just minutes from everything you need. Enjoy the charm of a quiet, established neighborhood where tree-lined roads and natural beauty create an exceptional place to call home. 1st-floor primary bedroom and full bathroom, with sun-filled TV room and wood-burning stove. 3 bedrooms upstairs with hall bathroom, and finished basement with walkout to backyard fire pit, above-ground pool, garden and tons of views. Whether you're relaxing on the property and taking in the scenic vistas or entertaining family and friends, the setting offers a sense of serenity that's hard to find. House on city sewer and water. Commuters will appreciate the home's close proximity to the Southeast Metro-North Station, providing convenient rail service to New York City, while nearby Route 22, I-84, and I-684 make travel throughout the Hudson Valley and Westchester effortless. Shopping, restaurants, fitness centers, and everyday conveniences are all just minutes away at the nearby Village of Brewster and surrounding retail destinations. Outdoor enthusiasts will also enjoy easy access to parks, hiking trails, golf courses, lakes, and recreation throughout Putnam County. Offering the best of country living with exceptional accessibility, 41 Bloomer Road is an outstanding opportunity to enjoy breathtaking views, a peaceful neighborhood atmosphere, and a location that keeps you connected to everything.

41 Bloomer Road, Brewster

$1,675,000

5 Beds ⋅ 5 Baths ⋅ 1029124 MLS

Custom built in 2001 and set on 3.81 private, tree-lined acres, this 6,620 square foot, five bedroom center hall colonial opens with a two-story entrance and a graceful curved staircase. Off the entrance hall sit a formal living room with its own fireplace and a formal dining room. The kitchen features Bilotta Custom Wood Cabinetry, granite countertops, and stainless steel appliances, centered on a large island with a sunny dine-in area. It opens directly into the family room, where a second fireplace and a wall of windows continue the scale of the main level. A Game Room and a private office and music Room with french doors to pool sit nearby. A main-level bedroom with full bath adds flexibility for guests and a laundry room rounds out the main level. Upstairs, the primary suite has its own fireplace, a sitting area, extensive walk-in closets and a spa bath and a Sauna. Three additional bedrooms and two full baths complete the floor. The walk-out basement adds 3,757 square feet beyond the home's 6,620 listed square feet, space for a gym, media room, or other use. Outside, an in-ground gunite pool and deck are set against the picturesque acreage and mature trees. An exceptional four-car garage and another 1,162 square feet unfinished space above that is walk in from the entrance area of main house. Built for entertaining and everyday living alike.

65 Indian Wells Road, Brewster

$1,100,000

4 Beds ⋅ 3 Baths ⋅ 1030639 MLS

From the moment you arrive, this meticulously maintained 4-bedroom, 3.5-bath Colonial welcomes you with timeless curb appeal and the promise of effortless living. Perfectly positioned on a desirable corner lot, this move-in ready home has been thoughtfully updated to blend classic elegance with today's modern conveniences. Step inside to discover warm hardwood floors, a cozy fireplace, custom blinds, and a functional mudroom designed for everyday living. Expansive living spaces are complemented by quality finishes throughout, while stunning sunset views provide the perfect backdrop to unwind at the end of the day. The spacious primary suite serves as a private retreat, featuring a spa-inspired bath complete with a soaking tub, separate shower, water closet, and dual walk-in closets designed for exceptional storage and organization. Every improvement has been made with comfort and peace of mind in mind. A new HVAC system was installed in 2025, while 2020 brought an impressive list of upgrades, including new appliances, California Closets in every bedroom, a Generac generator with a transfer switch, an underground propane tank, an expansive deck and patio, and a built-in fire pit—creating the ideal setting for entertaining or enjoying quiet evenings under the stars. Beautifully cared for and thoughtfully enhanced, this exceptional home offers the perfect balance of style, functionality, and reliability in a highly desirable location. Simply move in, settle in, and begin making memories in a home that's ready to be enjoyed from day one!

8 Shailin Lane, Brewster

$699,000

3 Beds ⋅ 3 Baths ⋅ 1029709 MLS

Fall 2026 Occupancy - Home Under Construction. The Colgate welcomes you with a soaring two-story foyer and graceful staircase that leads to the bright and open living level. Here, a spacious great room, formal dining room, and casual dining area with rear yard access create the perfect setting for gatherings. The well-designed kitchen features a generous center island with breakfast bar, wraparound counter and cabinet space, and a roomy pantry. The serene primary suite offers a large walk-in closet and a spa-like bath with dual vanities and a luxe shower with seat. Secondary bedrooms, each with vaulted ceilings and ample closets, share a full hall bath. Additional highlights include a conveniently located bedroom-level laundry, a powder room on the main living level, and an everyday entry from the lower level. Ask about our Private Sale Event! We are offering $10,000 towards Toll Brothers Mortgage Closing Costs.

4095 Fairways Drive Unit #148, Carmel

$999,000

5 Beds ⋅ 5 Baths ⋅ 1024061 MLS

Exquisitely designed and beautifully appointed, this exceptional Colonial in the highly sought-after Windsor Woods neighborhood masterfully blends timeless elegance with modern luxury. Lovingly maintained by its original owners, the home is perfectly sited on beautifully manicured grounds offering both privacy and outstanding curb appeal. A light-filled foyer welcomes you with soaring ceilings, gleaming hardwood floors, and a sparkling chandelier, setting the tone for the refined craftsmanship and impeccable décor found throughout the home. Natural light graces every room, creating an inviting atmosphere where sophisticated entertaining and everyday living come together effortlessly. The elegant formal dining room provides a gracious space for hosting guests. Enhanced by expansive windows, rich hardwood flooring, and detailed decorative molding, it creates the perfect backdrop for intimate dinners and celebrations. At the heart of the home is an open-concept kitchen and family room thoughtfully crafted for today's lifestyle. The chef-inspired kitchen is beautifully appointed with gleaming white cabinetry, granite countertops, updated appliances, a professional six-burner gas cooktop, an oversized center island, built-in coffee bar, spice drawer, generous pantry, and exceptional storage. Whether enjoying your morning coffee, preparing meals, or gathering for casual conversations, this space effortlessly becomes the center of daily life. The kitchen flows seamlessly into the warm and inviting family room, where a lovely wood-burning fireplace, oversized windows, and rich hardwood flooring create a welcoming ambiance for relaxing evenings or entertaining year-round. Sliding doors open onto a private deck overlooking landscaped grounds featuring an in-ground sprinkler system, tasteful outdoor lighting, and a storage shed, creating an equally inviting outdoor retreat. Completing the main level is an aesthetically pleasing home office with French doors, hardwood flooring, and abundant natural light, offering a quiet and inspiring workspace. A stylish powder room, thoughtfully positioned laundry room, and convenient access to the oversized three-car garage complete this exceptionally functional level. Upstairs, an attractive bonus room with high ceiling, abundant natural light, and French doors provides remarkable versatility as a media room, playroom, or craft room. Just beyond, the luxurious primary suite serves as a private sanctuary, featuring tranquil mountain views, custom walk-in closets, and a spa-inspired bath complete with dual vanities, a soaking tub, and a glass-enclosed shower. Three generously sized additional bedrooms and a nicely appointed full bath provide comfortable accommodations for all. The walk-out lower level offers exceptional flexibility with two thoughtfully designed living spaces. A fully legal one-bedroom accessory apartment features its own private entrance, full kitchen with living area, bedroom, full bath with glass-enclosed shower, and private laundry, making it ideal for multi-generational living, guests, an au pair, or rental income. Separate from the apartment is additional finished living space featuring a comfortable den, recreation area, full bath with a large walk-in tiled glass shower, and generous storage. Designed for today's lifestyle, this meticulously maintained home also offers numerous thoughtful upgrades, including smart thermostats, high-efficiency furnaces, a tankless water heater, a water softening system providing enhanced comfort, efficiency, and peace of mind. Ideally located in a peaceful yet convenient setting just 75 minutes from New York City, this remarkable home offers easy access to Metro-North, Routes 22, I-684, and I-84, while being moments from Thunder Ridge Ski Area, shopping, dining, and the countless recreational opportunities and natural beauty that define the Hudson Valley. A home of luxury, comfort, and timeless sophistication.

128 Apple Hill Road, Brewster

$1,200,000

4 Beds ⋅ 4 Baths ⋅ 1025029 MLS

Stunning Home in Fortune Ridge. Welcome to this exceptional 4 bedroom 2 Full and 2 half bath custom-built home in the highly sought-after Fortune Ridge community. Built in 2022 and offering approximately 3,350 square feet of impeccably designed living space, this pristine residence showcases a sleek, modern aesthetic complemented by premium upgrades and designer finishes throughout. The heart of the home is the expansive chef’s kitchen, featuring high-end appliances, a large center island, abundant cabinetry, and the perfect layout for both everyday living and entertaining. The kitchen flows seamlessly into the oversized family room, where beautiful windows flood the space with natural light and a stunning fireplace creates a warm and inviting atmosphere. The main level also offers a versatile formal dining room, currently utilized as a home office, as well as a comfortable living room. A convenient laundry room and mudroom are located just off the attached two-car garage. Upstairs, the luxurious primary suite serves as a private retreat, complete with two spacious walk-in closets and a spa-inspired bath featuring a soaking tub and upscale finishes. Three additional generously sized bedrooms and a well-appointed hall bath complete the second floor. The living space continues in the finished lower level, offering incredible flexibility for recreation and relaxation. Complete with a half bathroom and sliding doors to the backyard, this expansive area is currently configured as a golf simulator and is ideal as a family room, game room, fitness area, or guest space. Step outside to your own private oasis and one of the most desirable lots in the neighborhood. The fully fenced backyard has been thoughtfully designed and professionally landscaped with stunning hardscape patios, retaining walls, and an expanded deck, creating the perfect setting for outdoor entertaining and peaceful evenings at home. Residents of Fortune Ridge enjoy outstanding community amenities, including a clubhouse with fitness center, playroom, gathering hall and kitchen for private events, swimming pool, tennis courts, basketball court, and playground. Ideally located just minutes from the Westchester border, I-684, and only 2.3 miles from the train station, this home offers the perfect combination of luxury, convenience, and lifestyle. This stunning home in one of the area's premier neighborhoods is truly move-in ready and won't last long!

17 Stableview Lane, Brewster

$525,000

3 Beds ⋅ 2 Baths ⋅ 1024547 MLS

Contemporary Split Level in Putnam Lake with updated kitchen and baths, cathedral ceilings, skylights, Andersen windows, foyer entry, paddle fans, raised hearth fireplace, granite kitchen counters, ceramic and finished hardwood floors, two-car garage, decks, back-up power generator.

16 Kenton Road, Patterson

$549,999

3 Beds ⋅ 2 Baths ⋅ 1023579 MLS

Welcome to this beautifully renovated lakefront ranch in the heart of Brewster! Situated on an impressive 0.75-acre property, this move-in-ready home offers the perfect blend of modern updates, comfort, and scenic waterfront living. Featuring 4 spacious bedrooms and 2 full bathrooms, this meticulously maintained home has been completely renovated. Enjoy a bright and inviting layout, updated finishes throughout, and a full finished basement providing additional living, recreation, or entertaining space. Recent improvements include brand-new siding, adding to the home’s exceptional curb appeal. The forced-air heating system ensures year-round comfort, while the stunning lakefront setting creates a peaceful retreat right in your own backyard. Whether you’re looking for a full-time residence or a weekend getaway, this exceptional waterfront property offers it all. A rare opportunity to own a beautifully updated lakefront home on three-quarters of an acre—this is truly a must-see!

917 Drewville Road, Brewster

$999,999

4 Beds ⋅ 3 Baths ⋅ 1022279 MLS

This is it, Prime time Brewster/Putnam county Real Estate. Presenting 117 Enoch Crosby Road, Brewster, NY – This exceptional 4-bedroom, 3-bathroom colonial home sits gracefully on 2.2 private acres and lives a lot more generously than the 3,600 Square Feet indicate. Thoughtfully updated and meticulously maintained, it blends classic elegance with modern comfort in one of the area’s most desirable neighborhoods. From the moment you arrive, the home impresses with its classic white colonial facade, welcoming front porch with columns, and expansive grounds. The private backyard is an entertainer’s paradise, featuring a large above-ground pool, a generous deck with pergola and picnic table, mature shade trees, and sweeping lawns—ideal for summer gatherings, relaxation, or enjoying the peaceful, wooded setting. Inside, soaring cathedral ceilings, rich hardwood floors, and abundant natural light create an open and inviting atmosphere. Multiple living spaces include a dramatic two-story great room with a cozy fireplace, a formal living room featuring elegant green walls and a grand piano, and additional comfortable family areas perfect for everyday living and entertaining. The striking red-walled formal dining room, complete with chandelier and beautiful built-in hutch, sets the stage for memorable dinners and holidays. A standout home office/library lined with impressive built-in bookshelves provides flexible space for work or relaxation, while the bright kitchen connects seamlessly to casual dining areas. Upstairs, generous bedrooms and well-appointed bathrooms offer comfort and privacy, enhanced by loft and balcony spaces that add to the home’s expansive feel. The Full lower-level areas provide even more versatility for a media room, recreation space, or additional living options. Recent upgrades ensure modern reliability and peace of mind, including a newer central air conditioning system, a new ejector pump for the septic, and a new well pump with updated water system for the drilled well. Located in the sought-after Enoch Crosby community near the Middle Branch Reservoir, this home offers a tranquil setting with convenient access to golfing, bike paths, local restaurants, shopping, and Danbury, CT. Commuters will appreciate the proximity to Metro-North Train Station, Routes 684/84, just 27 miles to Westchester County Airport, 30 miles to White Plains, and approximately 59 miles to NYC. With its ideal combination of generous space, thoughtful updates, beautiful acreage, and prime location, 117 Enoch Crosby Road is a rare opportunity to own a true retreat that feels like home from the very first visit.

117 Enoch Crosby Road, 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

$920,000

2 Beds ⋅ 3 Baths ⋅ 1020905 MLS

Overlooking the great room and accompanied by a casual dining area, the gorgeous kitchen is the perfect environment for entertaining guests with wraparound counter space and a sprawling central island. The open-concept great room is the perfect atmosphere for entertaining, with connectivity to the dining area and expansive views of the outdoor living space. The spacious primary bedroom suite offers a luxurious bath and impressive closet space. Experience the luxury you've always wanted by scheduling a tour today. This home allows you to work from home in the private first-floor office, for accurate. Experience a vibrant blend of functionality and comfort in the Jaffrey home design. An elegant tray ceiling adorns a welcoming foyer that flows past a versatile flex room into a charming casual dining area and spacious great room. Equipped for everyday meals and holiday feasts, the kitchen offers a roomy island with breakfast bar, wraparound counter and cabinet space, and a pantry. The alluring primary bedroom is complete with a large walk-in closet and a tranquil bath featuring a luxe shower with seat, a dual-sink vanity, linen storage, and a private water closet. A lovely secondary bedroom at the front of the home is situated near a full hall bath. This wonderful home is rounded out by an everyday entry, dedicated laundry space, and extra storage throughout. Also includes a finished basement with full bathroom, perfect for entertaining and guests staying overnight! Spring 2027 Occupancy. Still time to personalize interior finishes at our luxurious design studio!

2059 Summit Loop Unit #97, Carmel

$885,000

2 Beds ⋅ 2 Baths ⋅ 1020890 MLS

Overlooking the great room and accompanied by a casual dining area, the gorgeous kitchen is the perfect environment for entertaining guests with wraparound counter space and a sprawling central island. The open-concept great room is the perfect atmosphere for entertaining, with connectivity to the dining area and expansive views of the outdoor living space. The spacious primary bedroom suite offers a luxurious bath and impressive closet space. Experience the luxury you've always wanted by scheduling a tour today. This home allows you to work from home in the private first-floor office, for accurate. Experience a vibrant blend of functionality and comfort in the Jaffrey home design. An elegant tray ceiling adorns a welcoming foyer that flows past a versatile flex room into a charming casual dining area and spacious great room. Equipped for everyday meals and holiday feasts, the kitchen offers a roomy island with breakfast bar, wraparound counter and cabinet space, and a pantry. The alluring primary bedroom is complete with a large walk-in closet and a tranquil bath featuring a luxe shower with seat, a dual-sink vanity, linen storage, and a private water closet. A lovely secondary bedroom at the front of the home is situated near a full hall bath. This wonderful home is rounded out by an everyday entry, dedicated laundry space, and extra storage throughout. Also includes the covered deck with exterior privacy wall! Spring 2027 Occupancy. Still time to personalize interior finishes at our luxurious design studio!

2057 Summit Loop Unit #96, Carmel

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