$639,000
UNDER CONTRACT

1382 Grassy Brook Rd Brookline, VT 05345

Estimated payment $4,114/month

Total Views 10,547
3 Beds
2.5 Baths
3,113 Sq Ft
$205 Price per Sq Ft

Highlights

  • Heated Floors
  • Mountain View
  • Contemporary Architecture
  • 44.3 Acre Lot
  • Deck
  • Secluded Lot

About This Home

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.

Listing Agent

Thomas Dahlin

Berkley & Veller Greenwood Country Brokerage Phone: 802-254-6400 License #082.0100352 Listed on: 09/22/2025

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $9,499

Year Built

  • Built in 1985

Lot Details

  • 44.3 Acre Lot
  • Secluded Lot
  • Wooded Lot

Parking

  • 3 Car Garage
  • Parking Storage or Cabinetry
  • Heated Garage
  • Automatic Garage Door Opener
  • Circular Driveway
  • Stone Driveway
  • Off-Street Parking

Home Design

  • Contemporary Architecture
  • Metal Roof

Interior Spaces

  • Property has 1 Level
  • Wired For Sound
  • Fireplace
  • Natural Light
  • Window Screens
  • Open Floorplan
  • Dining Area
  • Den
  • Sun or Florida Room
  • Mountain Views

Kitchen

  • Walk-In Pantry
  • Gas Range
  • Range Hood
  • Microwave
  • Freezer
  • Dishwasher
  • Kitchen Island

Flooring

  • Softwood
  • Carpet
  • Heated Floors

Bedrooms and Bathrooms

  • 3 Bedrooms
  • En-Suite Bathroom

Laundry

  • Dryer
  • Washer

Finished Basement

  • Heated Basement
  • Interior Basement Entry

Home Security

  • Home Security System
  • Carbon Monoxide Detectors
  • Fire and Smoke Detector

Outdoor Features

  • Pond
  • Stream or River on Lot
  • Deck
  • Shed

Schools

  • Newbrook Elementary School
  • Leland Gray Union Middle/High School
  • Leland Gray High School

Farming

  • Timber

Utilities

  • Forced Air Heating and Cooling System
  • Common Heating System
  • Power Generator
  • Drilled Well
  • Septic Tank
  • Cable TV Available

Community Details

  • Trails

Home Details

Home Type

Single Family

Est. Annual Taxes

$9,499

Year Built

Built in 1985

Lot Details

0

Parking

3

Listing Details

  • 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
  • Seasonal: No
  • Property Type: Residential
  • Year Built: 1985
  • Display On Internet: High Speed Intrnt at Site,Cable Internet
  • Architectural Style: Contemporary
  • ResoLotFeatures: Country Setting, Landscaped, Mountain View, Open Lot, Pond, Pond Site, Rolling Slope, Secluded, Stream, Timber, Walking Trails, Wooded, Abuts Conservation, Mountain, Near Skiing, Near Hospital
  • Road Frontage Type: Public Maintained Road, Unpaved
  • PropertySubType: Single Family Residence
  • Attribution Contact: Off: 802-254-6400
  • MLS Status: (31) Under Contract - Active Under Contract
  • Above Grade Finished Sq Ft: 2049.0
  • Reso Interior Features: Dining Area, Wood Fireplace, Kitchen Island, Kitchen/Dining, Kitchen/Living, Living/Dining, Master BR w/ BA, Natural Light, Security, Indoor Storage, Surround Sound Wiring, Walk-in Pantry, Common Heating/Cooling, Basement Laundry
  • Unit Levels: One and One Half
  • ResoPropertyCondition: Existing
  • Flood_Zone: No
  • Foreclosed_Or_Bank_Owned_Or_REO: No
  • Mobile_Home: No
  • Pre_Construction: No
  • Room_1_Type: Kitchen/Living
  • Room_10_Type: Bedroom with Bath
  • Room_11_Type: Bedroom
  • Room_12_Type: Bedroom
  • Room_17_Type: Bathroom Three Quarter
  • Room_18_Type: Bathroom Half
  • Room_6_Type: Sunroom
  • Room_7_Type: Office/Study
  • Timeshare_Or_Fract_Ownrshp: No
  • Basement_Access_Type: Interior
  • Above_Grade_Unfinished_Area_Source: Public Records
  • Below_Grade_Unfinished_Area_Source: Public Records
  • Special Features: 4224
  • Property Sub Type: Detached

Interior Features

  • Appliances: Dishwasher, Dryer, Exhaust Hood, Freezer, Microwave, Gas Range, Refrigerator, Washer, Oil Water Heater, Owned Water Heater
  • Total Bedrooms: 3
  • Flooring: Carpet, Hardwood, Softwood
  • Basement: Climate Controlled, Concrete, Concrete Floor, Daylight, Finished, Insulated, Interior Access, Locked Storage, Basement Stairs, Interior Stairs, Walkout
  • Other Equipment: CO Detector, Standby Generator, Security System, Smoke Detector
  • Basement YN: Yes
  • Full Bathrooms: 1
  • Half Bathrooms: 1
  • Three Quarter Bathrooms: 1
  • Below Grade Sq Ft: 1064.0

Exterior Features

  • Driveway: Circular, Crushed Stone
  • Exterior Features: Deck, Shed, Window Screens, Double Pane Window(s)
  • Roof: Metal, Asphalt Shingle
  • Easements: Yes
  • Construction Type: Clapboard
  • Foundation Details: Poured Concrete

Garage/Parking

  • Garage Spaces: 3.0
  • Attached Garage: Yes
  • Parking Features: Auto Open, Direct Access, Finished, Heated Garage, Storage Above, Driveway, Garage, Off Street, On Site, Parking Spaces 11 - 20, Detached

Utilities

  • Electric: Circuit Breakers, Generator
  • Sewer: Leach Field at Grade, Leach Field On-Site, On-Site Septic Exists, Private Sewer
  • Heating: Oil, Forced Air, Hot Air, In Floor
  • Cooling: Central Air
  • Utilities: Cable Connected, Propane, Phone Connected
  • Water Source: Drilled Well

Schools

  • Elementary School: Newbrook Elementary School
  • High School: Leland Gray
  • Middle Or Junior School: Leland Gray Union Middle/High

Lot Info

  • Surveyed: No
  • Zoning: Residential
  • Lot Size Acres: 44.3
  • Lot Size Sq Ft: 1929708.0

Tax Info

  • Tax Year: 2025
  • Tax Annual Amount: 9499.24

Map

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2024 $8,494 $347,400 $71,900 $275,500
2023 $8,181 $347,400 $71,900 $275,500
2022 $8,359 $347,400 $71,900 $275,500
2021 $7,697 $347,400 $71,900 $275,500
2020 $7,597 $347,400 $71,900 $275,500
2019 $7,758 $347,400 $71,900 $275,500
2018 $7,773 $347,400 $71,900 $275,500
2017 -- $347,400 $71,900 $275,500
2016 $6,973 $347,400 $71,900 $275,500
2015 -- $3,474 $0 $0
2014 -- $3,474 $0 $0
2013 -- $3,474 $0 $0
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft
01/26/2026 01/26/26 For Sale $639,000 0.0% $205 / Sq Ft
12/01/2025 12/01/25 Off Market $639,000 -- --
12/01/2025 12/01/25 For Sale $639,000 0.0% $205 / Sq Ft
09/22/2025 09/22/25 For Sale $639,000 -- $205 / Sq Ft
Source: PrimeMLS

Purchase History

Date Type Sale Price Title Company
Interfamily Deed Transfer -- --
Interfamily Deed Transfer -- --
Source: Public Records

Source: PrimeMLS

MLS Number: 5062413

PrimeMLS

APN: 099-031-10261