Date
Details
Price
Change
Source
5/15/2026
Listed
$1,249,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$1,249,000
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Property Description
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.
Full Property Details
Full Property Details for 390 Pleasant Valley Rd
General
- Price: $1,249,000
- Taxes: $25,293 (2025)
- Status: Active
- Type: Single Family
- Source: PrimeMLS
- MLS ID: 5088064
- Updated: 5/15/2026
- Added to Site: 15 day(s) ago
Interior
- Number of Rooms: 11
- Interior Features: Cathedral Ceiling, Dining Area, 3 or More Fireplaces, In-Law/ADU, Kitchen/Dining, Living/Dining, Natural Light, Skylight
- Fireplace: Yes
- Appliances: Dishwasher, Dryer, Freezer, Electric Range, Gas Range, Refrigerator, Washer
- Flooring: Carpet, Ceramic Tile, Hardwood
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 2
- 3/4 Bathrooms: 1
- Half Bathrooms: 1
- Bathroom 1: Bathroom Full, 8.6 x 14.6, Level 2
- Bathroom 2: Bathroom Full, 7.9 x 8.7, Level 2
- Bathroom 3: Bathroom Full, 4.11 x 7.3, Level 1
- Bathroom 4: Bathroom Half, 4.1 x 6.7, Level 1
Bedrooms
- Total Bedrooms: 4
- Bedroom 1: 13.5 x 16.5, Level 2
- Bedroom 2: 11.4 x 13.5, Level 2
- Bedroom 3: 11.3 x 13.6, Level 2
- Bedroom 4: 13.3 x 15.5, Level 1
Other Rooms
- Living Room: 13.5 x 25.4, Level 1
- Great Room: 20.11 x 23.11, Level 1
- Kitchen: Kitchen, 15.4 x 21.7, Level 1
- Dining Room: Dining Room, 11.8 x 22, Level 1
- Office: 12.6 x 13.5, Level 1
- Den: Den, 12.5 x 20.8, Level 1
- Rec Room: Basement
- Other Room 1: 14.11 x 21.6, Level 2
- Other Room 2: 13.3 x 15.4, Level 1
- Other Room 3: 7.4 x 10.1, Level 1
- Other Room 4: 4.8 x 6.5, Level 1
- Work Shop: Workshop, 11.10 x 19.7, Basement
Additional Information
- Pool: Yes
- Equipment: Dehumidifier, Smoke Detector, Standby Generator
Exterior
- Exterior Features: Deck, In-Ground Pool, Porch, Shed
Parking
- Garage: Yes
- Garage Spaces: 4
- Parking: Garage, Paved, Attached
Location
- County: Windham
- Driving Directions: From Western Ave/RT9 take Meadowbrook to left on Pleasant Valley.5th home on the left. See sign
School Information
- Elementary School: Brattleboro Elem Schools
- Middle School: Brattleboro Area Middle School
- High School: Brattleboro High School
Heating & Cooling
- Cooling Type: Mini Split
- Heating Type: Oil, Baseboard
Utilities
- Sewer: 1000 Gallon, Leach Field
Structural Information
- Construction Status: Existing
- Basement Entrance: Walkout
- Basement Desc.: Concrete, Full, Partially Finished, Interior Stairs
- Roof: Architectural Shingle
- Stories/Levels: 2
- Square Feet: 4,491
- Finished Total: 4,491 Sq. Ft.
- Finished Above Grnd: 4,000 Sq. Ft.
- Finished Below Grnd: 491 Sq. Ft.
- Year Built: 1974
Lot Features
- Lot Size (Acres): 25.9
- Lot Size (Sq. Ft.): 1,128,204
- Frontage: Yes Road Frontage
- Frontage Feet: 985
- Driveway/Sidewalk: Paved
- Potential Use: Agriculture, Field/Pasture, Horse/Animal Farm, Woodland
- Zoning: res
Financial Considerations
- Price Per Sq. Ft.: $278.11
- Tax Amount: $25,293.12
- Tax Year: 2025
Disclosures and Reports
- Surveyed: Yes
- APN: 081-025-13418
Listed by Brattleboro Area Realty, Kristen Ziter Taylor
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Listed by Brattleboro Area Realty, Kristen Ziter Taylor
Listing agent
— 390 Pleasant Valley Rd —
Kristen Ziter Taylor
Brattleboro Area Realty
NMLS#: 1598647Get Pre-Approved Today
Price & Sales History for 390 Pleasant Valley Rd
Tax History
Tax History for 390 Pleasant Valley Rd
Year
Property Taxes
Change
Tax Assessment
Change
2024
$24,608
8%
$757,870
—
2023
$22,713
2%
$757,870
—
2021
$22,274
5%
$757,870
—
2019
$21,192
—
$757,870
—
2018
$21,149
-1%
$757,870
—
2017
$21,364
—
$757,870
—
2016
$21,316
-1%
$757,870
—
2015
$21,505
1%
$757,870
—
2014
$21,339
—
$757,870
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 390 Pleasant Valley Rd
390 Pleasant Valley Road, Brattleboro, VT 05301 (MLS# 5088064) is a Single Family property with 4 bedrooms, 2 full bathrooms and 2 partial bathrooms. 390 Pleasant Valley Road is currently listed for $1,249,000 and was received on May 11, 2026. Want to learn more about 390 Pleasant Valley Road? Do you have questions about finding other Single Family real estate for sale in Brattleboro? You can browse all Brattleboro real estate or contact a Coldwell Banker agent to request more information.