1382 Grassy Brook Rd

Brookline, VT 05345

$639,000
Price
3
Beds
3,113 Sq. Ft.
$205 / Sq. Ft.
3,113
Sq. Ft.
$205
per Sq. Ft.
Under ContractVirtual Tour
Under ContractVirtual Tour

Description

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....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.
  1. Listed by Thom Dahlin • Berkley & Veller Greenwood Country • Off: 802-254-6400

Property Details for 1382 Grassy Brook Road

Zoning
Residential
LISTING UPDATED: 01/26/2026 03:15 PM

Property Details for 1382 Grassy Brook Road

StatusUnder Contract
MLS #5062413
Days on Market124
Taxes$9,499 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family
Year Built1985
Lot Size44.30 AC / 1,929,707 SF
CountyWindham County

Location

Listing Courtesy of Berkley & Veller Greenwood Country
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Building Information for 1382 Grassy Brook Road

Stories1Year Built1985Building Size-Lot Size44.30 AC / 1,929,707 SF

Payment Calculator

$3,906 per month

30 year fixed, 6.15% Interest

Principal and Interest

$3,114

Property Taxes

$792

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 1382 Grassy Brook Road

Summary
Location and General Information
  • City: Brookline
  • County: VT-Windham
  • 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
  • Latitude: 43.064048000001002
  • Longitude: -72.583603999999994
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Road
  • Zip Code: 05345
Taxes and HOA Information
  • SPAN Number: 099-031-10261
  • Tax Year: 2025
  • Taxes TBD: No
Parking
  • Garage: Yes
  • Garage Capacity: 3.00
  • Driveway: Circular, Crushed Stone
Property
Lot Information
  • Footprint: 38X37
  • Lot Features: Country Setting, Landscaped, Mountain View, Open, Pond, Pond Site, Rolling, Secluded, Stream, Timber, Walking Trails, Wooded, Abuts Conservation, Mountain, Near Skiing, Near Hospital
  • Lot Size Acres: 44.3
  • Road Frontage Length: 355.0
Property and Assessments
  • Current Use: No
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Easements: Yes
  • Flood Zone: No
  • PreConstruction: No
  • Surveyed: No
  • Year Built: 1985
Utilities
  • Electric Company: GMP
  • Cable Company: COMCAST
  • Fuel Company: COTA AND COTA
  • Electric: Circuit Breaker(s), Generator
  • Sewer: Leach Field at Grade, Leach Field On-Site, On-Site Septic Exists, Private
  • Water Source: Drilled Well
  • Utilities: Cable at Site, Propane, Telephone at Site
  • Internet: High Speed Intrnt at Site, Cable Internet
Interior and Exterior Features
Exterior Features
  • Color: Brown
  • Construction Materials: Clapboard Exterior
  • Roof: Metal, Asphalt Shingle
Interior Features
  • Appliances: Dishwasher, Dryer, Range Hood, Freezer, Microwave, Gas Range, Refrigerator, Washer, Oil Water Heater, Owned Water Heater
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Climate Controlled, Concrete, Concrete Floor, Daylight, Finished, Insulated, Interior Stairs, Locked Storage, Walkout, Interior Access, Basement Stairs
  • Rooms: Level 1: Level 1: Full Bathroom, Level 1: 3/4 Bathroom, Level 1: Kitchen/Living, Level 1: Office/Study, Level 1: Sunroom
  • Rooms: Level 2: Level 2: Bedroom
  • Rooms: Level B: Level B: 1/2 Bathroom
  • Flooring: Carpet, Hardwood, Softwood
  • Heating: Oil, Forced Air, Hot Air, In Floor
  • Cooling: Central AC
  • Total Stories: 1.5
Room Information
Room 1
  • Room Dimensions: 27X20
  • Room Level: 1
  • Room Type: Kitchen/Living
Room 6
  • Room Dimensions: 14.10X13.3
  • Room Level: 1
  • Room Type: Sunroom
Room 7
  • Room Dimensions: 10.10X8.5
  • Room Level: 1
  • Room Type: Office/Study
Room 10
  • Room Dimensions: 15X13.3
  • Room Level: 1
  • Room Type: Bedroom with Bath
Room 11
  • Room Dimensions: 21.3x14.9
  • Room Level: 2
  • Room Type: Bedroom
Room 12
  • Room Dimensions: 21.3x13.1
  • Room Level: 2
  • Room Type: Bedroom
Room 16
  • Room Dimensions: 8X5
  • Room Level: 1
  • Room Type: Bathroom Full
Room 17
  • Room Dimensions: 8.4X6.3
  • Room Level: 1
  • Room Type: Bathroom Three Quarter
Room 18
  • Room Dimensions: 6x6
  • Room Level: Basement
  • Room Type: Bathroom Half

Property History for 1382 Grassy Brook Road

DateEvent & SourcePriceAppreciation
Jan 24, 2026

Active Under Contract

New England Real Estate Network #5062413

—
Sep 22, 2025

Listed (Active)

New England Real Estate Network #5062413

$639,000—
DateEvent & SourcePrice
01/24/2026

Active Under Contract

New England Real Estate Network #5062413

—
09/22/2025

Listed (Active)

New England Real Estate Network #5062413

$639,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 1382 Grassy Brook Road

Taxable ValueLand$71,900Additions$275,500Total$347,400
Tax Record2024$8,494 ($708 / month)
Home Facts
Beds2Baths2Total Finished SqFt2,049 SqFtAbove Grade Finished SqFt2,049 SqFtUnfinished Basement SqFt532 SqFtLot Size1,894,860 SqFtStyleSingle Family ResidenceYear Built1985CountyWINDHAMAPN(031) 000002 004Fireplace TypeHas Fireplace

Schools near 1382 Grassy Brook Road

This home is within West River Valley Modified Union Education District #72a.
Rating
School
Type
Grades
Distance
Newbrook Elementary School
Public - PK to 5
Leland & Gray Uhsd #34
Public - 6 to 12
Rating
School
Distance
Newbrook Elementary School
PublicPK to 5

Leland & Gray Uhsd #34
Public6 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Listing Courtesy of Berkley & Veller Greenwood Country

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site 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 02/09/2026 11:27 AM