390 Pleasant Valley Road

Closed 8/24/26
Closed 8/24/26
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Sold
Last Sold Price
$1,175,000
4 beds4,491 sqft$262/sqft
390 Pleasant Valley Rd, Brattleboro, VT 05301
Single FamilyProperty Type
25.9 acresLot Size
1974Year Built
$262/sq ftPrice per sq ft
4 carsParking Spaces

Description

Price Improvement! 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...Price Improvement! 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.

    Sold By Four Seasons Sotheby's Int'l Realty

    • Listed by: Kristen Ziter Taylor • Brattleboro Area Realty
    Listing closed: 08/24/2026 12:00 AM • Source: New England Real Estate Network, MLS#: 5088064
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    $8,080 per month

    30 year fixed, 6.55% Interest

    Principal and Interest

    $5,972

    Property Taxes

    $2,108

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    Property Information for 390 Pleasant Valley Road

    Property Details
    • Taxes: $25,293 / year
    • MLS Type: Residential / Single Family
    • County: Windham County
    • Zoning: res
    Building Information
    • Stories: 2
    • Year Built: 1974
    • Lot Size: 25.90 AC / 1,128,204 SF
    Summary
    Location and General Information
    • City: Brattleboro
    • County: VT-Windham
    • Directions: From Western Ave/RT9 take Meadowbrook to left on Pleasant Valley.5th home on the left. See sign
    • Latitude: 42.881356106362119
    • Longitude: -72.608567034393332
    • Road Frontage: Yes
    • Seasonal: No
    • State: VT
    • Street Designation: Road
    • Zip Code: 05301
    Taxes and HOA Information
    • SPAN Number: 081-025-13418
    • Tax Year: 2025
    • Taxes TBD: No
    Parking
    • Garage: Yes
    • Garage Capacity: 4.00
    • Driveway: Paved
    Property
    Lot Information
    • Lot Features: Country Setting, Field/Pasture, Level, Sloping, Wooded, Near Country Club, Neighborhood
    • Lot Size Acres: 25.9
    • Road Frontage Length: 985.0
    • Total Finished Area: 4491.0
    • Above Grade Finished Area: 4000.0
    • Above Grade Finished Area Source: Measured
    • Above Grade Unfinished Area: 0.0
    • Below Grade Finished Area: 491.0
    • Below Grade Finished Area Source: Measured
    • Below Grade Unfinished Area: 2420.0
    • BelowGradeUnfinishedAreaSource: Public Records
    • Lot Size Square Feet: 1128204.0
    • Total Area: 6911.0
    Property and Assessments
    • Property Class: Residential
    • Property Type: Single Family
    • Property Condition: Existing
    • Easements: Yes
    • Flood Zone: No
    • PreConstruction: No
    • Possible Use: Agriculture, Field/Pasture, Horse/Animal Farm, Woodland
    • Surveyed: Yes
    • Year Built: 1974
    • High School: Brattleboro High School
    • Middle/Jr School: Brattleboro Area Middle School
    • Elementary School: Brattleboro Elem Schools
    Utilities
    • Electric Company: GMP
    • Fuel Company: Dead River
    • Electric: 200+ Amp Service
    • Sewer: 1000 Gallon, Leach Field
    • Water Source: Drilled Well
    • Utilities: Cable Available, Telephone Available
    • Internet: Fiber Optic Internt Avail
    Interior and Exterior Features
    Exterior Features
    • Construction Materials: Wood Frame, Wood Siding
    • Roof: Architectural Shingle
    Interior Features
    • Appliances: Dishwasher, Dryer, Freezer, Electric Range, Gas Range, Refrigerator, Washer
    • Basement: Yes
    • Basement Access Type: Walkout
    • Basement Description: Concrete, Full, Partially Finished, Interior Stairs
    • Rooms: Level 1: Level 1: Bedroom, Level 1: Full Bathroom, Level 1: 1/2 Bathroom, Level 1: Den, Level 1: Dining Room, Level 1: Great Room, Level 1: Kitchen, Level 1: Living Room, Level 1: Office/Study, Level 1: Other
    • Rooms: Level 2: Level 2: Bedroom, Level 2: Full Bathroom, Level 2: Other
    • Rooms: Level B: Level B: Other, Level B: Rec Room, Level B: Workshop
    • Flooring: Carpet, Ceramic Tile, Hardwood
    • Heating: Oil, Baseboard
    • Cooling: Mini Split
    • Total Stories: 2
    • Rooms Total: 11
    • Bathrooms Full: 2
    • Bathrooms Half: 1
    • Bathrooms One Quarter: 0
    • Bathrooms Three Quarter: 1
    • Bedrooms Total: 4
    • Bathrooms Total: 4
    Room Information
    Room 1
    • Room Dimensions: 13.5x25.4
    • Room Level: 1
    • Room Type: Living Room
    Room 2
    • Room Dimensions: 12.5x20.8
    • Room Level: 1
    • Room Type: Den
    Room 3
    • Room Dimensions: 4.1x6.7
    • Room Level: 1
    • Room Type: Bathroom Half
    Room 4
    • Room Dimensions: 12.6x13.5
    • Room Level: 1
    • Room Type: Office/Study
    Room 5
    • Room Dimensions: 11.8x22
    • Room Level: 1
    • Room Type: Dining Room
    Room 6
    • Room Dimensions: 15.4x21.7
    • Room Level: 1
    • Room Type: Kitchen
    Room 7
    • Room Dimensions: 4.8x6.5
    • Room Level: 1
    • Room Type: Other
    Room 8
    • Room Dimensions: 20.11x23.11
    • Room Level: 1
    • Room Type: Great Room
    Room 9
    • Room Dimensions: 13.3x15.5
    • Room Level: 1
    • Room Type: Bedroom
    Room 10
    • Room Dimensions: 4.11x7.3
    • Room Level: 1
    • Room Type: Bathroom Full
    Room 11
    • Room Dimensions: 7.4x10.1
    • Room Level: 1
    • Room Type: Other
    Room 12
    • Room Dimensions: 7.9x8.7
    • Room Level: 2
    • Room Type: Bathroom Full
    Room 13
    • Room Dimensions: 11.3x13.6
    • Room Level: 2
    • Room Type: Bedroom
    Room 14
    • Room Dimensions: 14.11x21.6
    • Room Level: 2
    • Room Type: Other
    Room 15
    • Room Dimensions: 11.4x13.5
    • Room Level: 2
    • Room Type: Bedroom
    Room 16
    • Room Dimensions: 13.5x16.5
    • Room Level: 2
    • Room Type: Bedroom
    Room 17
    • Room Dimensions: 13.3x15.4
    • Room Level: 2
    • Room Type: Other
    Room 18
    • Room Dimensions: 8.6x14.6
    • Room Level: 2
    • Room Type: Bathroom Full
    Room 19
    • Room Dimensions: 11.10x19.7
    • Room Level: Basement
    • Room Type: Workshop
    Room 20
    • Room Dimensions: 13.3x20.5
    • Room Level: Basement
    • Room Type: Other
    Room 21
    • Room Dimensions: 11.10x19.7
    • Room Level: Basement
    • Room Type: Rec Room

    Property History for 390 Pleasant Valley Road

    DateEvent & SourcePriceAppreciation
    Aug 24, 2026

    Sold

    New England Real Estate Network #5088064

    		$1,175,000—
    Aug 24, 2026

    Pending

    New England Real Estate Network #5088064

    		—
    Jul 17, 2026

    Active Under Contract

    New England Real Estate Network #5088064

    		—
    DateEvent & SourcePrice
    08/24/2026

    Sold

    New England Real Estate Network #5088064

    $1,175,000
    08/24/2026

    Pending

    New England Real Estate Network #5088064

    —
    07/17/2026

    Active Under Contract

    New England Real Estate Network #5088064

    —

    For completeness, we often displays two records for one sale: the MLS record and the public record.

    Public Records for 390 Pleasant Valley Road

    Taxable ValueLand$196,390Additions$561,480Total$757,870
    Tax Record2025$13,292 ($1,108 / month)
    Home Facts
    Beds4Baths3.5Total Finished SqFt4,866 SqFtAbove Grade Finished SqFt4,866 SqFtStories2Lot Size1,128,204 SqFtStyleSingle Family ResidenceYear Built1974Year Renovated1974CountyWINDHAMAPN(025) 00060126.000

    Schools near 390 Pleasant Valley Road

    This home is within Windham Southeast Unified Union School District #96.
    Rating
    School
    Type
    Grades
    Distance
    Academy School
    		Public - PK to 6
    Brattleboro Area Middle School
    		Public - 7 to 8
    Brattleboro Senior Uhsd #6
    		Public - 9 to 12
    Green Street School
    		Public - PK to 6
    Rating
    School
    Distance
    Academy School
    PublicPK to 6

    Brattleboro Area Middle School
    Public7 to 8

    Brattleboro Senior Uhsd #6
    Public9 to 12

    Green Street School
    PublicPK to 6

    School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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    Nearby home values

    AddressSold priceBedsBathsSqftLot (Sqft)
    This home: 390 Pleasant Valley Road, Brattleboro, VT 05301
    $1,175,000
    4
    4,491
    1,128,204
    298 Pleasant Valley Road, Brattleboro, VT 05301
    $335,000
    3
    1,840
    298,386
    416 Pleasant Valley Road, Brattleboro, VT 05301
    –
    –
    –
    –
    15,986,520
    278 Pleasant Valley Road, Brattleboro, VT 05301
    $367,500
    3
    1,680
    2,156,655
    287 Pleasant Valley Road, Brattleboro, VT 05301
    –
    –
    2
    2,717
    2,465,496
    509 Pleasant Valley Road, Brattleboro, VT 05301
    $165,000
    2
    1,328
    191,664

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    Listing Courtesy of Brattleboro Area Realty

    Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 09/06/2026 06:13 PM