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$639,000
43 Days On Site

1382 Grassy Brook Road
Brookline, VT 05345

For Sale|Single Family Residence|Active
3
Beds
3
Total Baths
1
Full Bath
2
Partial Baths
3,113
SqFt
$205
/SqFt
1985
Built
County:
VT-Windham
Listing courtesy of Thom Dahlin of Berkley & Veller Greenwood Country Off: 802-254-6400
Call Now: 802-254-6400
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802-254-6400
1382 Grassy Brook Road1382 Grassy Brook Road1382 Grassy Brook Road1382 Grassy Brook Road
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Mortgage Calculator

Monthly Payment (Est.)

$2,915
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2025 Information is deemed reliable but not guaranteed.

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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Listing Snapshot
Price 
$639,000
Days On Site 
43 Days
Bedrooms 
3
Inside Area (SqFt) 
3,113 sqft
Total Baths 
3
Full Baths 
1
Partial Baths 
2
Lot Size 
44.3 Acres
Year Built 
1985
MLS® Number 
5062413
Status 
Active
Property Tax 
$9,499.24
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
3 weeks agoListing updated with changes from the MLS®
a month agoListing first seen on site
General Features
Acres 
44.3
Garage 
Yes
Garage Spaces 
3
Number Of Stories 
1
Parking 
Heated GarageDrivewayGarageOff StreetOn SiteDetached
Parking Spaces 
3
Property Sub Type 
Single Family Residence
Security 
Security SystemSmoke Detector(s)
Sewer 
Septic Tank
SqFt Above 
2049
SqFt Below 
1064
SqFt Total 
3113
Style 
Contemporary
Utilities 
Cable Available
Water Source 
WellPrivate
Zoning 
Residential
Interior Features
Appliances 
DishwasherDryerFreezerRefrigeratorMicrowaveWasher
Basement 
ConcreteFinished
Cooling 
Central Air
Electric 
Circuit BreakersGenerator
Fireplace Features 
Wood Burning
Flooring 
CarpetHardwood
Heating 
Forced Air
Interior 
Kitchen IslandHigh Speed Internet
Bathroom 1 
Dimensions - 8X5
Bathroom 2 
Dimensions - 8.4X6.3
Bathroom 3 
Dimensions - 6x6
Bedroom 1 
Dimensions - 15X13.3
Bedroom 2 
Dimensions - 21.3x14.9
Bedroom 3 
Dimensions - 21.3x13.1
Living Room 
Dimensions - 27X20
Office/Study 
Dimensions - 10.10X8.5
Sunroom 
Dimensions - 14.10X13.3
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Exterior Features
Lot Features 
Rolling SlopeWooded
Other Structures 
Shed(s)
Patio And Porch 
Deck
Roof 
MetalShingle
View 
Mountain(s)
Waterfront Features 
PondStream
Waterview 
Mountain(s)
Community Features
School District 
Windham Southeast
Schools
School District
Windham Southeast
Elementary School
Newbrook Elementary School
Middle School
Leland Gray Union Middle/High
High School
Leland Gray
Listing courtesy of Thom Dahlin of Berkley & Veller Greenwood Country Off: 802-254-6400



Copyright 2025, PrimeMLS, Inc. All rights reserved. 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, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Last checked: 2025-11-04 05:40 PM UTC
Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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