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Land with Home for Sale in Brookline, Vermont

1382 Grassy Brook Rd, Brookline, VT 05345

$639,000
44.3 acres
Active
Est $3,923/mo

Beautiful Brookline! Lovingly developed by the current owners over the past 40 years, this remarkable property offers a rare opportunity--ideal for a builder, contractor, skier, snowmobiler, or anyone seeking space for equipment storage. Arrive by crossing a charming stream and following a gentle rise to the main home, which includes a one-car attached garage in the basement. Inside, the finished lower level features a comfortable sitting/TV room, laundry area, large storage closet, and utility room. Upstairs, the first floor opens into a warm, open-concept kitchen, dining, and living space centered around a striking wood-burning fireplace with a glass door enclosure. To the south, a spacious three-season sunroom invites relaxation in every season. The primary bedroom, with an en-suite bath, is conveniently located on this level. A great office space is here, too. The upper floor features two spacious bedrooms, each equipped with ample storage space. Outdoors, the property shines: a large trout pond graces the north side of the home, while the land abuts the Windmill Hill Pinnacle Association, offering direct access to miles of scenic hiking trails. Snowmobile enthusiasts will also appreciate nearby trail access. A separate three-car garage expands the possibilities--imagine a future guest house, in-law suite, or artist studio! This unique Brookline property must be experienced in person to be fully appreciated.

3,113
Sq feet
3
Beds
1
Full bath
1
3/4 bath
1
1/2 bath
1985
Built

Location

Street address
1382 Grassy Brook Rd
School district
Windham Southeast
Elevation
794 feet
Coordinates
43.0643, -72.5839

Directions

FROM BRATTLEBORO, follow VT-30 N 11.7 mi Turn right onto Radway Hill Rd 0.4 mi Continue onto Brookline Rd/Grassy Brook Rd 1.0 mi Turn left to stay on Brookline Rd/Grassy Brook Rd 5.9 mi 1382 Grassy Brook Rd. ON RIGHT. SEE SIGN

Property details

Acreage
44.3 acres
Zoning
Residential
MLS #
NNEREN 5062413
Posted

Property taxes

2025
$9,499

Resources

Details and features

Listing

Type
Residential
Subtype
Single Family Residence

Exterior

Parking Spaces
3
Parking
Garage

Structure

Stories
1
Heating
Forced Air, Oil
Cooling
Central Air
Roof
Asphalt, Metal, Shingle

Interior

Room Count
6
Rooms
Basement, Bathroom x 3, Bedroom x 3, Kitchen, Office
Flooring
Carpet, Hardwood, Wood
Appliances
Dishwasher, Dryer, Freezer, Gas Range, Microwave, Range, Refrigerator, Washer

Nearby schools

NameLevelDistrictDescription
Newbrook Elementary SchoolElementaryWindham Southeast
Leland Gray Union Middle/HighMiddleWindham Southeast
Leland GrayHighWindham Southeast

Listing history

DateEventPriceChangeSource
Sept 22, 2025New listing$639,000NNEREN
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This 44.3-acre property is located at 1382 Grassy Brook Rd in Brookline, VT 05345. The property is available for sale for $639,000. It has a 3,113 sq ft 3 bedroom, 1 bath house built in 1985.

Checked 55 mins ago — Updated

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