1382 Grassy Brook Road Brookline, VT $ 639,000
1382 Grassy Brook Road
$ 639,000
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1382 Grassy Brook Road

Brookline, VT, 05345
$ 639,000
Bedrooms3 Baths2.1 Sq 3,113

Monthly Estimate*

$ 3,987

Listed by Thom Dahlin, Berkley & Veller Greenwood Country, 802-254-6400, thom.dahlin@berkleyveller.com
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Single Family Home for sale in Brookline, VT

for $639,000 with 3 bedrooms and 2 full baths, 1 half bath. This 3,113 square foot home was built in 1985 on a lot size of 44.3.

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.

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Single Family Active

Price

$ 639,000

Bedrooms

3

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 0

Style

Contemporary

Lot Size

44.3

Year Built

1985

Town/City

Brookline

County/Region

Windham

MLS | Web ID

5062413

Features
Interior
Basement Description Climate Controlled Concrete Concrete Floor Daylight Finished Insulated Interior Stairs Locked Storage Walkout Interior Access Basement Stairs
Interior Amenities Dining Area Wood Fireplace Kitchen Island Kitchen/Dining Kitchen/Living Living/Dining Primary BR w/ BA Natural Light Security Indoor Storage Surround Sound Wiring Walk-in Pantry Common Heating/Coolin
Basement Yes
Flooring Carpet Hardwood Softwood
Beds 3
Total Rooms 6
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General
Road Frontage Yes
Sewer Leach Field at Grade Leach Field On-Site On-Site Septic Exists Private
Heating Oil Forced Air Hot Air In Floor
Cooling Central AC
Utilities Cable at Site Propane Telephone at Site
Roof Metal Asphalt Shingle
Appliances Dishwasher Dryer Range Hood Freezer Microwave Gas Range Refrigerator Washer Oil Water Heater Owned Water Heater
Garage Yes
current use No
Flood Zone No
Zoning Residential
3/4 Baths 1
Full Baths 1
Half Baths 1
Bathrooms 3
Year Built 1985
Electric Circuit Breaker(s) Generator
Style Contemporary
Stories Count 1.5
Construction Status Existing
Type Single Family
Auction No
Tax Year 2025
Status Detail 0
Covenants Unknown
Construction Materials Clapboard Exterior
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 Br
High School Leland Gray
City Brookline
Other Equipment CO Detector Security System Smoke Detector Standby Generator
School District Windham Southeast
Seasonal No
Elementary School Newbrook Elementary School
Middle School Leland Gray Union Middle/High
DOM 81
Price Per Sq Ft Total AG 205.27
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Exterior
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
Exterior Amenities Deck Shed Window Screens Double Pane Window(s)
Driveway Circular Crushed Stone
Lot Size Area 44.3
Water Source Drilled Well
Parking Features Auto Open Direct Entry Finished Heated Garage Storage Above Driveway Garage Off Street On-Site Parking Spaces 11 - 20 Detached
Garage Capacity 3
Foundation Poured Concrete
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* Excluded Features
List By
Thom Dahlin

Listing Agent

Berkley & Veller Greenwood Country

Broker

(802) 254-6400

Phone

thom.dahlin@berkleyveller.com

Email

Affordability Calculator

$3,987
Per Month
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Monthly Principal & Interest
$3,987
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Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
5284474 Elementary School
5284476 Middle School
Leland Gray High School High School
Pricing History
DatePricePrice ChangeDescription
9/22/2025$639,000 Listed Price

Map


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1382 Grassy Brook Road, Brookline, VT, 05345 is a Single Family Home for sale at $639,000 with 3,113 sqft and a lot size of 44.3. 1382 Grassy Brook Road has 3 bedrooms, 2.1 baths, and was built in 1985. The property's zip code is 05345 which is in Brookline, VT