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Listed by:
Desiree Stango,
Berkley & Veller Greenwood Country Off:802-254-6400,
Claire Renaud,
Berkley & Veller Greenwood Country
Bought with: Berkley & Veller Greenwood Country
$668,000
395 Hillwinds Road, Brattleboro, VT 05301
4beds
2,226sqft
Single Family Residence
Built in 1985
1.25 Acres Lot
$665,500 Zestimate®
$300/sqft
$2,968 Estimated rent
Home value
$665,500
$426,000 - $1.03M
$2,968/mo
Zestimate® history
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What's special
Turnkey Home in Sought-After Hillwinds! Located in the desirable Hillwinds neighborhood and nestled among the trees, your dream home awaits! This charming and functional home offers open, sun-filled living spaces, softwood floors, and abundant storage. The kitchen is a cook’s dream, featuring granite countertops, a gas stove, farmhouse sink, and a unique pull-out cabinet on wheels for added versatility and easy access to storage. The open-concept kitchen flows seamlessly into the living room, complete with a brick mantel and cozy gas fireplace—perfect for relaxing evenings. With four spacious bedrooms and three bathrooms, there’s room for everyone. The primary suite offers a walk-in closet and a skylit bathroom with radiant heated floors for year-round comfort. A convenient first-floor washer and dryer add to the home’s functionality, and if the interior isn’t enough—just wait until you step outside! Enjoy beautifully landscaped gardens with shrubs and mulched beds throughout the yard. A stone patio offers the perfect spot for small gatherings around the fire pit. Off the three-season room, you’ll find a private hot tub—ideal for unwinding after a long day. A private backyard path leads directly to the scenic Hillwinds trails. Don’t miss the chance to own this special home that blends nature, comfort, and thoughtful design. Delayed Showings begin Saturday 7/5/25 with an OPEN HOUSE 11am-2pm.
Zillow last checked: 8 hours ago
Listing updated: August 12, 2025 at 08:55am
Listed by:
Desiree Stango,
Berkley & Veller Greenwood Country Off:802-254-6400,
Claire Renaud,
Berkley & Veller Greenwood Country
Bought with:
John Hatton
Berkley & Veller Greenwood Country
Source: PrimeMLS,MLS#: 5049724
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Heating
- Propane, Baseboard, Hot Water, Radiant
Cooling
- Mini Split
Appliances
- Included: Dishwasher, Dryer, Gas Range, Refrigerator, Washer, Domestic Water Heater
Features
- Flooring: Carpet, Tile, Wood
- Basement: Concrete Floor,Insulated,Interior Access,Interior Entry
Interior area
- Total structure area: 3,234
- Total interior livable area: 2,226 sqft
- Finished area above ground: 2,226
- Finished area below ground: 0
Property
Parking
- Total spaces: 3
- Parking features: Paved, Driveway
- Garage spaces: 3
- Has uncovered spaces: Yes
Features
- Levels: One and One Half
- Stories: 1
- Frontage length: Road frontage: 150
Lot
- Size: 1.25 Acres
- Features: Country Setting, Landscaped, Abuts Conservation
Details
- Parcel number: 8102511714
- Zoning description: Residential
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cape
- Property subtype: Single Family Residence
Materials
- Post and Beam, Wood Frame, Clapboard Exterior
- Foundation: Concrete
- Roof: Asphalt Shingle
Condition
- New construction: No
- Year built: 1985
Utilities & green energy
- Electric: 200+ Amp Service
- Sewer: 1000 Gallon, On-Site Septic Exists, Private Sewer
- Utilities for property: Cable Available, Phone Available
Community & neighborhood
Location
- Region: Brattleboro
Price history
| Date | Event | Price |
|---|---|---|
| 8/12/2025 | Sold | $668,000+2.9%$300/sqft |
Source: | ||
| 7/2/2025 | Listed for sale | $649,000+36.6%$292/sqft |
Source: | ||
| 4/4/2022 | Sold | $475,000+42.2%$213/sqft |
Source: Public Record | ||
| 1/7/2011 | Listing removed | $334,000$150/sqft |
Source: Berkley & Veller Greenwood Country Realtors #4011034 | ||
| 12/17/2010 | Price change | $334,000-4.6%$150/sqft |
Source: Berkley & Veller Greenwood Country Realtors #4011034 | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | -- | $310,560 |
| 2023 | -- | $310,560 |
| 2022 | -- | $310,560 |
Find assessor info on the county website
Neighborhood: 05301
Nearby schools
GreatSchools rating
- 5/10Academy SchoolGrades: PK-6Distance: 2.4 mi
- 6/10Brattleboro Area Middle SchoolGrades: 7-8Distance: 3.9 mi
- NAWindham Regional Career CenterGrades: 9-12Distance: 3.9 mi
Schools provided by the listing agent
- District: Windham Southeast
Source: PrimeMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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