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.
Closed
Listed by:
Thom Dahlin,
Berkley & Veller Greenwood Country Off:802-254-6400
Bought with: Barrett and Valley Associates Inc.
$650,000
1382 Grassy Brook Road, Brookline, VT 05345
3beds
3,113sqft
Single Family Residence
Built in 1985
44.3 Acres Lot
$650,200 Zestimate®
$209/sqft
$3,543 Estimated rent
Home value
$650,200
$585,000 - $722,000
$3,543/mo
Zestimate® history
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Zillow last checked: 7 hours ago
Listing updated: March 03, 2026 at 11:21am
Listed by:
Thom Dahlin,
Berkley & Veller Greenwood Country Off:802-254-6400
Bought with:
John T Tolosky
Barrett and Valley Associates Inc.
Source: PrimeMLS,MLS#: 5062413
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 1
- 3/4 bathrooms: 1
- 1/2 bathrooms: 1
Heating
- Oil, Forced Air, Hot Air, In Floor
Cooling
- Central Air
Appliances
- Included: Dishwasher, Dryer, Range Hood, Freezer, Microwave, Gas Range, Refrigerator, Washer, Oil Water Heater, Owned Water Heater
- Laundry: In Basement
Features
- Dining Area, Kitchen Island, Kitchen/Dining, Kitchen/Living, Living/Dining, Primary BR w/ BA, Natural Light, Indoor Storage, Wired for Sound, Walk-in Pantry, Common Heating/Cooling
- Flooring: Carpet, Hardwood, Softwood
- Windows: Screens, Double Pane Windows
- Basement: Climate Controlled,Concrete,Concrete Floor,Daylight,Finished,Insulated,Interior Stairs,Locked Storage,Walkout,Interior Access,Basement Stairs,Interior Entry
- Has fireplace: Yes
- Fireplace features: Wood Burning
Interior area
- Total structure area: 3,113
- Total interior livable area: 3,113 sqft
- Finished area above ground: 2,049
- Finished area below ground: 1,064
Property
Parking
- Total spaces: 3
- Parking features: Circular Driveway, Crushed Stone, Auto Open, Direct Entry, Finished, Heated Garage, Storage Above, Driveway, Garage, Off Street, On Site, Parking Spaces 11 - 20, Detached
- Garage spaces: 3
- Has uncovered spaces: Yes
Features
- Levels: One and One Half
- Stories: 1
- Exterior features: Deck, Shed
- Has view: Yes
- View description: Mountain(s)
- Waterfront features: Pond, Pond Site, Stream
- Frontage length: Road frontage: 355
Lot
- Size: 44.30 Acres
- Features: Country Setting, Landscaped, Open Lot, Rolling Slope, Secluded, Timber, Walking Trails, Wooded, Abuts Conservation, Mountain, Near Skiing, Near Hospital
Details
- Parcel number: 9903110261
- Zoning description: Residential
- Other equipment: Standby Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary
- Property subtype: Single Family Residence
Materials
- Clapboard Exterior
- Foundation: Poured Concrete
- Roof: Metal,Asphalt Shingle
Condition
- New construction: No
- Year built: 1985
Utilities & green energy
- Electric: Circuit Breakers, Generator
- Sewer: On-Site Septic Exists, Private Sewer
- Utilities for property: Cable at Site, Propane, Telephone at Site
Community & neighborhood
Security
- Security features: Security, Carbon Monoxide Detector(s), Security System, Smoke Detector(s)
Location
- Region: Brookline
Other
Other facts
- Road surface type: Unpaved
Price history
| Date | Event | Price |
|---|---|---|
| 3/3/2026 | Sold | $650,000+1.7%$209/sqft |
Source:  PrimeMLS #5062413 Report a problem | ||
| 1/26/2026 | Listed for sale | $639,000$205/sqft |
Source: PrimeMLS #5062413 Report a problem | ||
| 1/5/2026 | Listing removed | $639,000$205/sqft |
Source: PrimeMLS #5062413 Report a problem | ||
| 9/22/2025 | Listed for sale | $639,000$205/sqft |
Source: PrimeMLS #5062413 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | -- | $347,400 |
| 2023 | -- | $347,400 |
| 2022 | -- | $347,400 |
Find assessor info on the county website
Neighborhood: 05345
Nearby schools
GreatSchools rating
- 6/10Townshend Village SchoolGrades: PK-5Distance: 4.5 mi
- 3/10Leland & Gray Uhsd #34Grades: 6-12Distance: 4.4 mi
Schools provided by the listing agent
- Elementary: Newbrook Elementary School
- Middle: Leland Gray Union Middle/High
- High: Leland Gray
- District: Windham Southeast
Source: PrimeMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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- Vermont
- Windham County
- Brookline
- 05345
- 1382 Grassy Brook Road