Brewster Homes with Original Details Interior features

Welcome to Brewster, New York—a charming town nestled in the heart of Putnam County, where picturesque landscapes meet rich history. With its stunning natural beauty and vibrant community spirit, Brewster offers a unique blend of small-town charm and modern conveniences, making it an ideal place to call home.

Brewster is known for its quaint downtown area, featuring an array of local shops, delightful eateries, and inviting parks. The town is conveniently located near major highways and the Metro-North Railroad, providing easy access to New York City while still allowing residents to enjoy the tranquility of suburban living. Nature enthusiasts will appreciate the nearby hiking trails, lakes, and scenic views that define this beautiful region.

One of the standout features of Brewster’s real estate market is the availability of homes with original details. These properties often boast unique architectural elements that tell a story of the past, from intricate moldings and hardwood floors to vintage fixtures and charming fireplaces. Each home is a testament to craftsmanship, offering a warm and inviting atmosphere that modern designs often overlook.

Imagine stepping into a beautifully preserved Victorian or a classic Colonial, where every room reflects a piece of history. The character and charm of these homes create a cozy ambiance perfect for family gatherings or quiet evenings by the fire. In Brewster, you’re not just buying a house; you’re investing in a lifestyle enriched with heritage and community.

Join us in Brewster, where history meets modern living, and discover the perfect home that resonates with your dreams and aspirations.

Newest Brewster Homes with Original Details Interior features

$1,010,500

4 Beds ⋅ 5 Baths ⋅ 1010711 MLS

Nestled on 2.84 private, professionally landscaped acres, this impressive 4-bedroom, 4.5-bath Colonial offers over 3300 square feet of beautifully designed living space plus 1090 feet of mostly finished basement. A grand entry welcomes you into a thoughtfully designed floor plan featuring spacious formal and casual living areas, two fireplaces, and abundant natural light throughout. The gourmet kitchen serves as the heart of the home, seamlessly connecting to the dining and entertaining spaces. The expansive primary first floor bedroom suite provides a private retreat with generous closet space and a luxurious bath. Additional highlights include central air, a full basement, and an attached two-car garage. Enjoy the perfect balance of privacy and convenience in a sought-after Brewster location, just minutes from shopping, dining, schools, and major commuter routes. A truly exceptional property offering space, comfort, and timeless appeal.

141 Gage Road, Brewster

$520,000

4 Beds ⋅ 3 Baths ⋅ 1007732 MLS

A place where every day feels like a summer weekend or a vacation. This is updated four bedroom home in the sought-after Vails Grove community on Peach Lake offers the ultimate lakeside lifestyle within the North Salem School District. The main level features a bright, modern kitchen open to a great room that flows seamlessly through glass doors onto an spacious deck. The gardens and sweeping western views capture the lake’s most spectacular sunsets. The primary suite, complete with its own full bath, and two additional bedrooms and full bath are also on the main floor. The lower level layout offers incredible flexibility with a fourth bedroom, another full bath, and a bonus room perfect for a home office, art studio, or kids' playroom. Living in Vails Grove means you’re steps away from its community beach with swimming, boating and playground. Feel worlds away from the hustle, but be just minutes to Croton Falls with shops, Metro North Train Station and seasonal Saturday North Salem farmers market, and to Danbury and Ridgefield with restaurants, arts, entertainment and shopping.

56 Vails Lakeshore Drive, Brewster

$4,295,000

9 Beds ⋅ 7 Baths ⋅ 981686 MLS

OldWalls is one of the area’s finest historic properties, originally envisioned by the legendary American sculptor Chester Beach and his artist wife Eleanor. Completed in 1918, the estate was constructed of massive hand-laid native stone with walls over two feet thick, crowned by a slate roof — a testament to old-world craftsmanship rarely seen today. The compound includes nine bedrooms across multiple stone buildings, designed in the Arts & Crafts style and enriched with Beach’s original artistry: hand-hewn chestnut beams, whimsical friezes, artisan plaster walls, stained glass, antique doors, and built-in sculptures created by Chester Beach himself. Highlights include a soaring Great Room with fireplace, a spacious Living Room with 112 hand-painted ceiling tiles, and a chef’s kitchen. Stone terraces open to breathtaking western vistas and sunsets. The grounds are a living landscape of English gardens, wisteria-draped arbors, fruit trees, roses, specimen plantings, and a majestic European beech. A potential pool site and grass tennis court (restorable or repurposable) expand the lifestyle options. Additional structures include the original Stone Artist Studio (c.1914), now a guest cottage; “The Camp,” a 1940s renovated cottage with Great Room, kitchen, two bedrooms, and loft; and a five-stall equestrian barn with heated tack room, laundry, hayloft, and groom’s quarters, complemented by fenced pastures, paddocks, and a riding arena. Set on ten+ acres across two parcels, OldWalls is a rare historic estate — a blend of history, artistry, and enduring elegance.

283-289 Starr Ridge Road Unit #283-289 and 299, Brewster

$575,000

4 Beds ⋅ 2 Baths ⋅ 1013395 MLS

Charming 4 Bedroom Cape on 1.34 acres yet only 1.2 miles to Train Station. Set amid mature, thoughtfully maintained landscaping, this classic 1920s home offers warmth, character, and everyday comfort. With 4 bedrooms and 2 full baths, the home blends original charm with well-considered updates throughout. Inside, the welcoming entry space features a cozy sitting area anchored by a natural stone fireplace. Beautiful hardwood floors extend across the entire home, adding continuity and timeless appeal. The dining room is filled with natural light and enhanced by French doors, flowing easily into a renovated kitchen complete with granite countertops.The main level also includes a bright, generously sized living room with additional French doors, creating an open and inviting atmosphere. A full bathroom and a practical mudroom with laundry provide added convenience, while direct access leads out to a large private patio and expansive backyard...perfect for entertaining or enjoying quiet outdoor time. Upstairs, a flexible open area offers room for a reading nook, workspace, or additional lounge area. This level also features a fully updated bathroom with double sinks, and Four comfortable bedrooms. A pull-down attic provides extra storage options. The walkout basement adds 798 sq ft of finished storage space with easy exterior access. The exterior of this home offers stunning plantings, gardens, ample yard, and a large patio perfect for entertaining. The home is move-in-ready with many recent updates including roof, boiler, hot water heater and more! Ideally located close to I-684 and Train, schools, shopping, and restaurants, this home offers both accessibility and charm. A wonderful opportunity to step into a home that’s ready for its next chapter.

213 Peaceable Hill Road, Brewster

$489,000

2 Beds ⋅ 1 Baths ⋅ 963467 MLS

A perfect condo alternative with the freedom of your own space, this charming 2-bedroom, 1-bath home offers easy living in a beautiful lake community setting. Thoughtfully maintained and full of warmth, the home features beautiful wood floors, an updated kitchen and bath, and a spacious family room ideal for everyday comfort and relaxed gatherings. Enjoy the flexibility of a walk-up attic with exciting potential for a home office, playroom, or cozy retreat—adding value and versatility beyond typical condo living. Behind the scenes, key updates including a 2023 hot water heater, Weil-McLain oil burner, above-ground oil tank, generator transfer switch, water softener system, and a 14-year-young roof provide true peace of mind. Step outside and experience what truly sets this home apart—its incredible outdoor space. A stunning stone patio with gazebo creates the perfect setting for entertaining or unwinding, while stone steps lead to an upper level and expansive side yard ideal for gardening, play, or simply enjoying the outdoors. Two sheds offer excellent storage, giving you the space condos often lack. Located in the sought-after Lake Tonetta community, you’ll enjoy optional membership for just $150/year, granting access to a sandy beach, swimming, boating, fishing, and a welcoming neighborhood atmosphere with year-round events. All the ease of condo living—without the restrictions—combined with a well-maintained home, exceptional outdoor space, and a lifestyle centered around the lake.

47 Tonetta Lake Way, Brewster

$895,000

4 Beds ⋅ 3 Baths ⋅ 962156 MLS

New construction to be built in the desirable Drewville Heights community! Set on 1.03 flat usable acres with privacy. Upon entering you will step into a home that’s designed not just to look beautiful, but to feel right from the moment you walk in. This brand-new 4-bedroom bi-level blends modern design with a warm, open layout that makes everyday living and entertaining effortless. The main level offers a bright, open-concept living space where the kitchen, dining, and living areas come together seamlessly. At the heart of it all is a spacious kitchen with a center island—perfect for morning coffee, casual meals, or gathering with friends and family. All four bedrooms are thoughtfully positioned on this level, including a comfortable primary suite with its own private bath, along with a second full bathroom for the remaining bedrooms. Downstairs, the fully finished lower level opens up even more possibilities. A large, inviting family room creates the perfect space to relax, host, or unwind, complete with a full bathroom and a walk-out to the backyard that naturally extends your living space outdoors. From the moment you arrive, the home makes a statement with its modern farmhouse-inspired exterior—clean lines, black-framed windows, and a stone-accented entry that adds both character and curb appeal. And the best part—there’s still time to make it yours. Early buyers will have the opportunity to select finishes and colors, giving you the rare chance to personalize a brand-new home to match your own style.

58 Knox Road, Brewster

$949,999

3 Beds ⋅ 3 Baths ⋅ 891269 MLS

Welcome to your own private retreat in the historic Milltown area of Southeast. This 3-bedroom with a bonus room that could be an office/den or 4th bedroom, 3-bathroom home is set on 1.67 beautifully landscaped acres, offering the perfect balance of privacy, nature, and convenience—just one hour from NYC. Thoughtfully designed and custom-built by a local builder for his own family, every detail reflects quality and character. Imagine summer days lounging by the in-ground pool, evenings dining on the patio surrounded by mature plantings, and cozy nights in a home that feels both refined and welcoming. The chef’s kitchen is a dream for cooking and entertaining, featuring high-end appliances like a Wolf induction cooktop, Sub-Zero fridge, Miele dishwasher, and granite counters. If you’ve been searching for a home that offers peaceful living without compromising on style or location, this is the one.

7 Fox Hollow Road, 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.