Escape to this beautifully updated home set on 25.9 idyllic acres of forests, meadows and stone walls, while only minutes from amenities including the local creekside farmers market, treasured food co-op and Brattleboro's vibrant downtown. A gorgeous stone floor and blown glass windows in the entry vestibule set the tone as you are drawn to the stunning great room. The home tastefully captures the historic essence of Vermont with its chestnut beams, wide plank flooring and stylish yet unpretentious design. Interior features offer the perfect balance of grandeur and intimacy with oversized windows that bathe the rooms in natural light, 3 fireplaces and authentic lighting. The kitchen is a culinary haven with state-of-the-art appliances and stunning Brazilian countertops, providing ample workspace and an eat-in area. The first floor also offers a formal dining room, a guest/primary suite with a private entrance and laundry, an office, and it's completed by a sitting room where the current owners gather around the piano. Upstairs you'll find a generous primary suite, two bedrooms, and one with a connecting room, an ideal playroom or office. The walk-out basement is partially finished with a workout room, laundry room and abundant storage. The house includes high-speed fiber internet and a whole-house generator. The attached 2-car garage is heated and a second heated detached 2-car garage with a finished loft above is perfect for playing pool and foosball with family & friends. Relaxation comes easily by the inviting in-ground pool overlooking tranquil woodlands, the stone-terraced landscape and native wildlife. This special property is nestled in a friendly community on a country road, adjacent to 367 acres of protected land with trails perfect for hiking, biking and snowshoeing. Just 2 hrs to Boston, 3.5 hrs to NYC with direct Amtrak to NYC. Easy drive to ski mountains.
Active
Listed by: Brattleboro Area Realty
$1,249,000
390 Pleasant Valley Road, Brattleboro, VT 05301
4beds
4,491sqft
Est.:
Single Family Residence
Built in 1974
25.9 Acres Lot
$-- Zestimate®
$278/sqft
$-- HOA
What's special
- 11 days |
- 2,628 |
- 263 |
Zillow last checked:
Listing updated:
Listed by:
Kristen Ziter Taylor,
Brattleboro Area Realty 802-257-1335
Source: PrimeMLS,MLS#: 5088064
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 2
- 3/4 bathrooms: 1
- 1/2 bathrooms: 1
Heating
- Oil, Baseboard
Cooling
- Mini Split
Appliances
- Included: Dishwasher, Dryer, Freezer, Electric Range, Gas Range, Refrigerator, Washer
Features
- Cathedral Ceiling(s), Dining Area, Kitchen/Dining, Living/Dining, Natural Light
- Flooring: Carpet, Ceramic Tile, Hardwood
- Windows: Skylight(s)
- Basement: Concrete,Full,Partially Finished,Interior Stairs,Walk-Out Access
- Has fireplace: Yes
- Fireplace features: 3+ Fireplaces
Interior area
- Total structure area: 6,911
- Total interior livable area: 4,491 sqft
- Finished area above ground: 4,000
- Finished area below ground: 491
Video & virtual tour
Property
Parking
- Total spaces: 4
- Parking features: Paved, Garage, Attached
- Garage spaces: 4
Features
- Levels: Two
- Stories: 2
- Patio & porch: Porch
- Exterior features: Deck, Shed
- Has private pool: Yes
- Pool features: In Ground
- Frontage length: Road frontage: 985
Lot
- Size: 25.9 Acres
- Features: Country Setting, Field/Pasture, Level, Sloped, Wooded, Near Country Club, Neighborhood
Details
- Parcel number: 8102513418
- Zoning description: res
- Other equipment: Standby Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Wood Frame, Wood Siding
- Foundation: Concrete
- Roof: Architectural Shingle
Condition
- New construction: No
- Year built: 1974
Utilities & green energy
- Electric: 200+ Amp Service
- Sewer: 1000 Gallon, Leach Field
- Utilities for property: Cable Available, Phone Available, Fiber Optic Internt Avail
Community & HOA
Community
- Security: Smoke Detector(s)
Location
- Region: Brattleboro
Financial & listing details
- Price per square foot: $278/sqft
- Tax assessed value: $757,870
- Annual tax amount: $25,293
- Date on market: 5/11/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 5/15/2026 | Listed for sale | $1,249,000+42.7%$278/sqft |
Source: | ||
| 9/15/2020 | Sold | $875,000+11.5%$195/sqft |
Source: | ||
| 7/27/2017 | Sold | $785,000$175/sqft |
Source: | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | -- | $757,870 |
| 2023 | -- | $757,870 |
| 2022 | -- | $757,870 |
| 2021 | -- | $757,870 |
| 2020 | -- | $757,870 |
| 2019 | -- | $757,870 |
| 2018 | -- | $757,870 |
| 2017 | -- | $757,870 |
| 2016 | -- | $757,870 +9899.6% |
| 2015 | -- | $7,579 |
| 2014 | -- | $7,579 |
| 2013 | -- | $7,579 |
| 2012 | -- | $7,579 |
| 2011 | -- | $7,579 |
| 2010 | -- | $7,579 0% |
| 2009 | -- | $7,582 |
| 2008 | -- | $7,582 |
| 2007 | -- | $7,582 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.
All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: 05301
Getting around
0 / 100
Car-DependentNearby schools
GreatSchools rating
- 6/10Academy SchoolGrades: PK-6Distance: 2.2 mi
- 6/10Brattleboro Area Middle SchoolGrades: 7-8Distance: 4 mi
- NAWindham Regional Career CenterGrades: 9-12Distance: 3.9 mi
Schools provided by the listing agent
- Elementary: Brattleboro Elem Schools
- Middle: Brattleboro Area Middle School
- High: Brattleboro High School
Source: PrimeMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- Vermont
- Windham County
- Brattleboro
- 05301
- 390 Pleasant Valley Road



