390 Pleasant Valley RoadBrattleboro, VT 05301MLS Number 5088064

  • Price: $1,249,000
  • Est. Mortgage of $/month
  • 10 Days on Market
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$/month over payments
Federal 30-year interest rate: 6.36% last updated on May 14, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
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390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301390 Pleasant Valley Road Brattleboro VT 05301
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  • 4Bedrooms
  • 25.9Acreage
  • 4Bathrooms
  • 1974Year Built

Driving Directions

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.
Listed by Kristen Ziter Taylor of Brattleboro Area Realty

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More Info

Tax Information

  • Tax Year2025

Location

  • Building Number390
  • StreetPleasant Valley Road
  • TownBrattleboro
  • StateVT
  • Zip05301
  • CountyWindham
  • Elementary SchoolBrattleboro Elem Schools
  • Junior HighBrattleboro Area Middle School
  • High SchoolBrattleboro High School
  • Flood Zone Y/NNo
  • Address390 Pleasant Valley Road

Interior

  • Interior FeaturesCathedral Ceiling, Dining Area,3+ Fireplaces, In-Law/ADU, Kitchen/Dining, Living/Dining, Natural Light, Skylight
  • Room 1 TypeLiving Room
  • Room 1 Level1
  • Room 1 Dimensions13.5x25.4
  • FloorsCarpet, Ceramic Tile, Hardwood
  • Room 2 TypeDen
  • Room 2 Level1
  • Room 2 Dimensions12.5x20.8
  • Room 3 TypeBathroom Half
  • Room 3 Level1
  • Room 3 Dimensions4.1x6.7
  • Room 4 TypeOffice/Study
  • Room 4 Level1
  • Room 4 Dimensions12.6x13.5
  • Room 5 TypeDining Room
  • Room 5 Level1
  • Room 5 Dimensions11.8x22
  • Stories2
  • Room 6 TypeKitchen
  • Room 6 Level1
  • Room 6 Dimensions15.4x21.7
  • Room 7 TypeOther
  • Room 7 Level1
  • Room 7 Dimensions4.8x6.5
  • Room 8 TypeGreat Room
  • Room 8 Level1
  • Room 8 Dimensions20.11x23.11
  • Room 9 TypeBedroom
  • Room 9 Level1
  • Room 9 Dimensions13.3x15.5
  • Room 10 TypeBathroom Full
  • Room 10 Level1
  • Room 10 Dimensions4.11x7.3
  • Room 11 TypeOther
  • Room 11 Level1
  • Room 11 Dimensions7.4x10.1
  • Room 12 TypeBathroom Full
  • Room 12 Level2
  • Room 12 Dimensions7.9x8.7
  • Room 13 TypeBedroom
  • Room 13 Level2
  • Room 13 Dimensions11.3x13.6
  • Room 14 TypeOther
  • Room 14 Level2
  • Room 14 Dimensions14.11x21.6
  • Room 15 TypeBedroom
  • Room 15 Level2
  • Room 15 Dimensions11.4x13.5
  • Room 16 TypeBedroom
  • Room 16 Level2
  • Room 16 Dimensions13.5x16.5
  • Room 17 TypeOther
  • Room 17 Level2
  • Room 17 Dimensions13.3x15.4
  • Room 18 TypeBathroom Full
  • Room 18 Level2
  • Room 18 Dimensions8.6x14.6
  • Room 19 TypeWorkshop
  • Room 19 LevelBasement
  • Room 19 Dimensions11.10x19.7
  • Room 20 TypeOther
  • Room 20 LevelBasement
  • Room 20 Dimensions13.3x20.5
  • Room 21 TypeRec Room
  • Room 21 LevelBasement
  • Room 21 Dimensions11.10x19.7

Parking

  • Parking Spaces4
  • GarageYes
  • Parking DescriptionGarage, Paved, Attached

Building

  • Year Built1974
  • Building ConstructionWood Frame, Wood Siding
  • ConstructionExisting
  • Property StyleColonial
  • Bedrooms4
  • Bathroom4
  • Total Baths4
  • 3/4 Baths1
  • Half Bath1
  • Total Rooms11
  • Square Feet4,491
  • APX Unfin Below Grade2420
  • BasementConcrete, Full, Partially Finished, Interior Stairs
  • FoundationConcrete

Exterior

  • Exterior FeaturesDeck, In-Ground Pool, Porch, Shed
  • RoofArchitectural Shingle

Utilities

  • Heat SystemOil, Baseboard
  • WaterDrilled Well
  • Sewer1000 Gallon, Leach Field
  • Electric200+ Amp Service
  • UtilitiesCable Available, Telephone Available

Other

  • SeasonalNo
  • Page327-330
  • Date Listed05/11/2026
  • View Count3

Rooms

  • Full Bath2

Basic Information

  • MLS Number5088064
  • MLS StatusActive
  • Virtual TourView Tour
  • StatusACT
  • Property TypeSingle Family
  • List Price$1,249,000
  • Listing Agent NameKristen Ziter Taylor
  • Broker NameBrattleboro Area Realty

Property

  • Acreage25.9
  • Lot DescriptionCountry Setting, Field/Pasture, Level, Sloping, Wooded, Near Country Club, Neighborhood
  • AreaVT-Windham
  • DrivewayPaved
  • RoadsPublic
  • Road Frontage985
  • Suitable Use Land Type FarmsAgriculture, Horse/Animal Farm, Field/Pasture, Woodland

Amenities

  • AmenitiesDehumidifier, Smoke Detector, Standby Generator
  • PricePerSqFt278.11
Bellville Realty
Bellville Realty
Office: 802-257-7979
16 Harmony Place
Brattleboro, VT 05301
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Copyright 2026 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, 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 May 20, 2026 5:09 PM EDT

 

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