353 State Rd, Great Barrington, MA 01230
Local realty services provided by:CENTURY 21 North East
353 State Rd,Great Barrington, MA 01230
$1,450,000
- 5 Beds
- 3 Baths
- 2,688 sq. ft.
- Single family
- Active
Listed by: jared kelly, elle villetto
Office: william pitt sotheby's - gt barrington
MLS#:248080
Source:MA_BCMLS
Price summary
- Price:$1,450,000
- Price per sq. ft.:$539.43
About this home
A rare opportunity to own a private and picturesque Berkshire retreat in the heart of Great Barrington. Set on seventy-four acres of meadow, orchard, and forest, The Woodlands offers a refuge of uncommon scale and serenity—just two minutes from Ski Butternut and five minutes to downtown Great Barrington's restaurants, shops, and cultural life. The property abuts the Thomas and Palmer Brook Reserve, a Berkshire Natural Resources Council preserve spanning more than 300 acres of protected woodland and scenic trails, extending your own land into a vast network of wild beauty.
A long, tree-lined drive winds through open fields to a light-filled contemporary five-bedroom, three-bath residence beside a tranquil pond that feeds a gently babbling brook. Inside, the home is defined by warmth, craftsmanship, and a connection to its surroundings.
The living, dining, and kitchen areas flow together in an open layout that serves as the home's central gathering space, bright and welcoming, with large windows framing trees and sky. The living room's stone fireplace anchors the space, while the dining area, surrounded by windows on two sides, invites relaxed meals and conversation. The kitchen blends natural wood cabinetry with granite counters and subtle updates, maintaining the home's organic character. A broad entertaining deck extends from the great room and overlooks the pond and seasonal brook.
The primary suite occupies its own private wing of the first floor, completely separate from guest spaces. Expansive windows frame the pond and meadow, creating a quiet space immersed in nature. The en suite bath features double vanities and a soaking tub positioned before a picture window overlooking the landscape.
Upstairs, a cathedral-ceiling family room provides a bright, flexible living area for movies, games, or creative pursuits. Three bedrooms and a full bath open directly from this space, creating an ideal guest or family zone. A large office, lined with floor-to-ceiling bookshelves, extends from this level as well, offering views, a generous work area, and a loft above for storage or a potential fun space.
Extra amenities include walk-in climate-controlled wine storage, a dedicated ski and boot room, golf-bag and gear storage, a professional darkroom, and parking for four vehicles under the house plus a detached lower-property garage for equipment or hobby use.
Beyond the open fields, the property's back acreage unfolds in a mix of mature forest and gently rising terrain. An old logging road winds through the woods still visible and easily reopened as a private trail for hiking, snowshoeing, or quiet walks in every season. At the ridge crest, a hand-laid stone wall marks a peaceful resting point and potential site for a small off-grid cabin or retreat. The land also connects to the Thomas and Palmer Brook Reserve, offering access to approximately two miles of preserved woodland trails right from the property. And when winter arrives, the gentle slope at the front of the house offers a perfect sledding hill for cold-weather play.
Whether envisioned as a year-round residence, four-season getaway, or multi-generation retreat, The Woodlands combines beauty, privacy, and proximity in a way few Berkshire properties can.
The ultimate private Berkshire escape, minutes from everything, yet a world apart.
Contact an agent
Home facts
- Year built:1982
- Listing ID #:248080
- Added:51 day(s) ago
- Updated:December 02, 2025 at 06:53 PM
Rooms and interior
- Bedrooms:5
- Total bathrooms:3
- Full bathrooms:3
- Living area:2,688 sq. ft.
Heating and cooling
- Cooling:Electric
- Heating:Electric
Structure and exterior
- Year built:1982
- Building area:2,688 sq. ft.
- Lot area:74.07 Acres
Schools
- High school:Monument Mountain
- Middle school:W.E.B. DuBois Middle School
- Elementary school:Muddy Brook Reg.
Utilities
- Water:Well
- Sewer:Public
Finances and disclosures
- Price:$1,450,000
- Price per sq. ft.:$539.43
- Tax amount:$10,589 (2025)
New listings near 353 State Rd
- Open Tue, 9 to 10:30amNew
$610,000Active3 beds 1 baths1,031 sq. ft.119 Hollenbeck Ave, Great Barrington, MA 01230
MLS# 248410Listed by: HOUSATONIC REAL ESTATE - New
$779,000Active3 beds 2 baths1,771 sq. ft.165 - D Maple Ave, Great Barrington, MA 01230
MLS# 248389Listed by: LANCE VERMEULEN RE, INC - New
$779,000Active3 beds 2 baths1,771 sq. ft.165 Maple Ave #D, Great Barrington, MA 01230
MLS# 248388Listed by: LANCE VERMEULEN RE, INC - New
$439,000Active4 beds 2 baths2,112 sq. ft.115 Bridge St, Great Barrington, MA 01230
MLS# 248383Listed by: LANCE VERMEULEN RE, INC
$1,995,000Active6 beds 3 baths4,138 sq. ft.32 Benton Ave, Great Barrington, MA 01230
MLS# 248313Listed by: WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,200,000Active5 beds 3 baths3,328 sq. ft.3 Pleasant View Dr, Great Barrington, MA 01230
MLS# 248253Listed by: THE KINDERHOOK GROUP
$595,000Active3 beds 2 baths1,632 sq. ft.6 Blue Hill Rd, Great Barrington, MA 01230
MLS# 248202Listed by: LANCE VERMEULEN RE, INC
$799,000Pending3 beds 2 baths1,695 sq. ft.6 Lake Buel Rd, Great Barrington, MA 01230
MLS# 248192Listed by: WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$525,000Active4 beds 2 baths1,964 sq. ft.41 Pearl St #1-2, Great Barrington, MA 01230
MLS# 248169Listed by: FAIRGROUND REAL ESTATE, INC
$449,900Active2 beds 1 baths1,182 sq. ft.245 Long Pond Rd, Great Barrington, MA 01230
MLS# 73450528Listed by: Lamacchia Realty, Inc.