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$1,800,000
4 Beds 4 Baths 1027367 MLS
This exceptional new construction showcases elegant Southern Colonial architecture paired with refined, modern luxury, offering approximately 5,348 square feet of thoughtfully designed living space in a coveted end-of-cul-de-sac setting. Currently in the early stages of construction with framing underway, the home features a gracious blend of formal and informal living areas, highlighted by 9-foot ceilings and 7-foot doors on the main level that flow seamlessly into a gourmet’s kitchen with an expansive center island, premium appliances, a walk-in pantry, and a fully appointed butler’s pantry. The upper level offers bright, generously scaled rooms with eight-foot ceilings, including four bedrooms with walk-in closets, one with an ensuite bath, two sharing a Jack-and-Jill bath, and an impressive primary suite designed as a private retreat with a spa-inspired bathroom featuring a glass-enclosed wet room with soaking tub and shower. A main laundry room on the upper level is complemented by an additional laundry area near the mudroom on the main floor for added convenience. Set on 3 acres, the property provides ample space to create a private outdoor oasis with room for a pool and additional amenities, while the unfinished walk-out basement offers exceptional potential for future customization. The builder’s interior designer has finalized a premier selection of finishes, ensuring a harmonious blend of classic architecture and modern luxury. This is a rare opportunity to acquire a brand-new, professionally styled estate in a private cul-de-sac setting.

31 Tea House Lane, 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

$409,900
2 Beds 2 Baths 1018224 MLS
Welcome to Putnam Lake! This charming updated Cape sits on a Rare 0.42-acre corner lot in a quiet, established neighborhood with Putnam Lake rights! Officially a 2 bedroom 1.5 - bath home, this property features two additional flex rooms perfect for guests, a home office or hobby space. Thoughtful built-in cabinetry, desk space and abundant storage to maximize every square foot. This home includes updates such as: Bosch high-efficiency heat pump with central air (2021), new oil furnace (2021), new half bath (2026), professionally serviced water heater (2026), water filtration system, water softener and well tank (2018), septic pump replacement (2022) with septic serviced (2026), New washer (2024) New Dryer (2022), new gutters and downspouts (2021), New Decking (2026) and vinyl replacement windows with sun blocking coating for improved energy efficiency . Additional highlights include: propane range, pellet stove insert with the option to restore a wood-burning fireplace, bamboo flooring on the main level, hardwood flooring upstairs, attic exhaust fan, generator hookup with dedicated transfer panel, Verizon FIOS, NYSEG electric and a detached shed/workshop. The partially fenced yard offers plenty of room for entertaining, gardening, pets or play. Included with ownership are Putnam Lake rights, offering swimming, fishing, boating and beach access just two blocks away, with the public beach approximately 1/2 mile away from the home. This home is also conveniently located just 10 minutes to I-84 and I-684, 12 minutes to the Southeast Metro North Station and 15 minutes to the Danbury Fair Mall. Move-in ready with modern mechanical updates, exceptional storage, flexible living space and a rare combination of a large lot and lake rights- This is Putnam Lake living at its BEST.

21 Cameron Road, 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

$1,100,000
10 Beds 6 Baths 958315 MLS
Set on five private, wooded acres in one of Putnam County’s most desirable locations, this exceptional 21-room estate offers rare privacy, scale, and architectural significance. Originally built in 1928 and featured in House Beautiful, the home was designed by Ilonka Karasz, renowned artist and co-founder of MoMA. After serving as a wellness retreat, the property has been thoughtfully restored to a stunning single-family residence. A grand foyer opens to a dramatic vaulted living area anchored by a striking fireplace and sliding doors to a garden terrace. The dining area flows seamlessly into a sunlit wet bar and a newly renovated, lofted chef’s kitchen with high-end stainless steel appliances, oversized windows, and a statement granite island. A winding hallway leads to ten renovated bedrooms, five with en-suite baths. A lofted library with a fireplace connects the bedroom wings, while an additional living room or study opens through Andersen doors to a private rear terrace. A winding staircase leads to a beautifully renovated studio with panoramic views and its own terrace. Additional spaces include a billiards and poker room, fitness center, wine cellar, and attached two-car garage. Outdoor amenities feature a 35-foot swimming pool, a tranquil pond, and a covered carport creating a true estate setting with exceptional versatility. With its scale, layout, and prior use, the property offers outstanding flexibility for a variety of lifestyle or income-producing opportunities, including a boutique bed-and-breakfast, luxury short-term rental, wellness or retreat center, private event venue, or multigenerational compound, subject to approvals.

584 Milltown Road, Brewster

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.