Listed by Thom Dahlin, Berkley & Veller Greenwood Country, (802) 254-6400 . Bought with Barrett and Valley Associates Inc.
1382 Grassy Brook Road
Brookline, VT 05345
3 Beds
2.5 Baths
3,113 sqft (on 44.30 acres)
$650,000
Last Sold: Mar 3, 2026
2% over list $639K
$209/sqft
Est. Refi. Payment $4,471/mo*
$650,000
Last Sold: Mar 3, 2026
2% over list $639K
$209/sqft
Est. Refi. Payment $4,471/mo*
3 Beds
2.5 Baths
3,113 sqft
(on 44.30 acres)
Local Information
- Map ViewExplore the area around 1382 Grassy Brook Road.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1985
Lot Size
44.3 acres
Living Area
3,113 sqft
Price/Sqft
$209/sqft
Parking
Garage
Last check for updates: about 9 hours ago
Listed by Thom Dahlin
Berkley & Veller Greenwood Country, (802) 254-6400
Bought with: John T Tolosky, Barrett and Valley Associates Inc., (802) 875-2323
Source: PrimeMLS, MLS#5062413
About this House
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.
1382 Grassy Brook Road, Brookline, VT 05345 is a 3 bedroom, 3 bathroom, 3,113 sqft single-family home built in 1985. It last sold for $650,000 on Mar 3, 2026 (2% above the $639,000 asking price). It is currently off market. The Trulia Estimate is $662,300, with a rent estimate of $3,330/month.
Home Details for 1382 Grassy Brook Road
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MLS Status: Closed |
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Interior Details Basement: Climate Controlled,Concrete,Concrete Floor,Daylight,Finished,Insulated,Interior Stairs,Locked Storage,Walkout,Interior Access,Basement Stairs,Interior EntryNumber of Rooms: 6 |
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 1Number of Bathrooms (three quarters): 1Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 3113 Square Feet |
Appliances & Utilities Utilities: Cable at Site, Propane, Telephone at SiteAppliances: Dishwasher, Dryer, Range Hood, Freezer, Microwave, Gas Range, Refrigerator, Washer, Oil Water Heater, Owned Water HeaterDishwasherDryerLaundry: In BasementMicrowaveRefrigeratorWasher |
Heating & Cooling Heating: Oil,Forced Air,Hot Air,In FloorHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Oil |
Fireplace & Spa Fireplace: Wood BurningHas a Fireplace |
Gas & Electric Electric: Circuit Breakers, Generator |
Windows, Doors, Floors & Walls Window: Screens, Double Pane WindowsFlooring: Carpet, Hardwood, Softwood |
Levels, Entrance, & Accessibility Stories: 1.5Levels: One and One HalfFloors: Carpet, Hardwood, Softwood |
View Has a ViewView: Mountain(s) |
Security Security: Security, Carbon Monoxide Detector(s), Security System, Smoke Detector(s) |
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Exterior Home Features Roof: Metal Asphalt ShingleExterior: Deck, ShedFoundation: Poured Concrete |
Parking & Garage Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas Open ParkingParking Spaces: 3Parking: Circular Driveway,Crushed Stone,Auto Open,Direct Entry,Finished,Heated Garage,Storage Above,Driveway,Garage,Off Street,On Site,Parking Spaces 11 - 20,Detached |
Frontage Waterfront: Pond, Pond Site, StreamResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: Unpaved |
Water & Sewer Sewer: On-Site Septic Exists, Private Sewer |
Farm & Range Frontage Length: Road frontage: 355 |
Finished Area Finished Area (above surface): 2049 Square FeetFinished Area (below surface): 1064 Square Feet |
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Year Built Year Built: 1985 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Contemporary |
Building Construction Materials: Clapboard ExteriorNot a New Construction |
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Price List Price: $639,000Price Per Sqft: $209/sqft |
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Direction & Address City: Brookline |
School Information Elementary School: Newbrook Elementary SchoolElementary School District: Windham SoutheastJr High / Middle School: Leland Gray Union Middle/HighJr High / Middle School District: Windham SoutheastHigh School: Leland GrayHigh School District: Windham Southeast |
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Building Area Building Area: 3113 Square Feet |
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Lot Area: 44.3 Acres |
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BasementMls Number: 5062413Attribution Contact: Off: 802-254-6400Above Grade Unfinished Area: 2049Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area Source: Public RecordsBelow Grade Unfinished Area Units: Square Feet |
Price History for 1382 Grassy Brook Road
| Date | Price | Event | Source |
|---|---|---|---|
| 03/03/2026 | $650,000 | Sold | PrimeMLS #5062413 |
| 01/26/2026 | $639,000 | Listed For Sale | PrimeMLS #5062413 |
| 01/05/2026 | $639,000 | ListingRemoved | PrimeMLS #5062413 |
| 09/22/2025 | $639,000 | Listed For Sale | PrimeMLS #5062413 |
Market trends in Brookline
Last updated June 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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Available listings
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Property Tax and Assessment
| Year | 2024 |
|---|---|
| Tax | |
| Assessment | $347,400 |
Home facts updated by county records
Comparable Sales for 1382 Grassy Brook Road
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
2.04 | Single-Family Home | $500,000 | 06/22/26 | 2 | 3 | 2,610 | |
2.50 | Single-Family Home | $485,000 | 06/18/26 | 2 | 2.5 | 2,310 | |
1.48 | Single-Family Home | $350,000 | 10/08/25 | 1 | 1 | 1,004 | |
2.13 | Single-Family Home | $330,000 | 09/30/25 | 4 | 3.5 | 3,147 | |
2.23 | Single-Family Home | $350,000 | 03/06/26 | 4 | 2 | 2,080 | |
2.86 | Single-Family Home | $520,000 | 09/26/25 | 3 | 2.5 | 2,705 | |
3.16 | Single-Family Home | $439,000 | 09/05/25 | 3 | 3 | 2,339 | |
3.11 | Single-Family Home | $410,000 | 12/17/25 | 2 | 2 | 1,378 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
SOLDOCT 8, 2025PrimeMLS, Closed
Assigned Schools
These are the assigned schools for 1382 Grassy Brook Road.
- Townshend Village School
- PK-5
- Public
- 112 Students
6/10GreatSchools RatingParent Rating Average
No reviews available for this school. - Leland & Gray Uhsd #34
- 6-12
- Public
- 243 Students
3/10GreatSchools RatingParent Rating AverageThis school is very good compared to other in the area and even thought it may not seem the best it’s employees are great at what they do.Student Review2y ago 
Check out schools near 1382 Grassy Brook Road.
What Locals Say about Brookline
At least 1 Trulia users voted on each feature.
100 % Say car is needed
100 % Say there are community events
100 % Say they plan to stay for at least 5 years
100 % Say yards are well-kept
100 % Say it's dog friendly
100 % Say it's walkable to grocery stores
100 % Say people would walk alone at night
100 % Say parking is easy
50 % Say it's walkable to restaurants
25 % Say neighbors are friendly
Sourced by Trulia users. Learn more about our methodology.
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Homes for sale near 1382 Grassy Brook Road
Off Market Homes Near 1382 Grassy Brook Road
SOLDJUL 17, 2026PrimeMLS, Closed
SOLDJUN 22, 2026- SOLDJUN 18, 2026
- SOLDMAR 23, 2026
- SOLDJAN 14, 2026
See more homes for sale inBrookline
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This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 2026-08-02 22:44:44 PDT.
This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information.
This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information.