211 Pleasant Valley Road Brattleboro, VT $ 545,000
211 Pleasant Valley Road
$ 545,000
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211 Pleasant Valley Road

Brattleboro, VT, 05301
$ 545,000
Bedrooms2 Baths1.0 Sq 1,576

Monthly Estimate*

$ 3,356

Listed by Chris Long, BHG Masiello Brattleboro, 802-345-8477, cjlong@masiello.com
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Single Family Home for sale in Brattleboro, VT

for $545,000 with 2 bedrooms and 1 full bath. This 1,576 square foot home was built in 1942 on a lot size of 5.9.

Perched atop this scenic hillside on 6 acres, this distinctive contemporary home and classic gambrel two-story barn once enjoyed sweeping easterly views to Mount Wantastiquet and distant Mount Monadnock. Glimpses of the long-range views exist but will need to be reclaimed. Located on highly desirable Pleasant Valley Road in West Brattleboro, the property offers an exceptional combination of rural Vermont charm, privacy and convenience, with easy access to town. The beautiful Pleasant Valley Reservoir and the recreational opportunities provided by its protected land, trail system and class 4 road network are an underutilized outdoor paradise just down the road. The home's striking flat roof design, redwood siding, and clean mid-century modern influences create a timeless architectural aesthetic. Inside, the open concept living/dining and kitchen area is filled with natural light from the expansive windows that frame the surrounding landscape. An East/SE facing corner deck provides the perfect setting for morning coffee and sunrise views. The main level features two bedrooms and a full bath updated in 2026. The finished walkout lower level offers a spacious additional living space. The impressive gambrel barn once housed horses in its 3-5 stall lower level and has water and power. The top level of the barn is open clear span with a drive-in door ideal for vehicles and equipment storage, a wood shop, workshop, studio space or a variety of other uses including a possible second dwelling unit with applicable permits. The open land in front of the barn was once a dressage arena and provides an excellent level outdoor space for recreation, animals or agriculture. The remainder of the property includes a mix of open field, young growth forest and established yard areas surrounding the home with abundant room for large gardens and outdoor fun. Despite its peaceful country setting skiing, golf, hiking and biking are only minutes away. A rare one-of-a-kind Vermont property.

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Single Family Active

Price

$ 545,000

Bedrooms

2

Full Bath

1

Property Type

Single Family

Taxes

$ 0

Style

Contemporary

Lot Size

5.9

Year Built

1942

Town/City

Brattleboro

County/Region

Windham

MLS | Web ID

5094642

Features
Interior
Basement Description Partial Partially Finished Interior Stairs Storage Space Walkout
Interior Amenities 1 Fireplace Hearth Living/Dining Natural Light Natural Woodwork Skylight Wood Stove Hook-up Basement Laundry
Basement Yes
Flooring Carpet Laminate Vinyl
Beds 2
Total Rooms 5
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General
Road Frontage Yes
Sewer On-Site Septic Exists
Heating Oil Hot Air
Cooling Central AC
Utilities Phone Cable
Roof Flat Membrane
Appliances Microwave Electric Range Refrigerator
Garage Yes
Flood Zone No
Zoning res
3/4 Baths 0
Full Baths 1
Half Baths 0
Bathrooms 1
Year Built 1942
Electric 100 Amp Service
Style Contemporary
Stories Count 1
Construction Status Existing
Type Single Family
Assessment Amount 270820
Auction No
Tax Year 2025
Status Detail 0
Covenants Unknown
Construction Materials Wood Frame Vertical Siding Wood Siding
Directions Meadowbrook Road to Pleasant Valley Road toward Reservoir. House is approx. 1 mile on right at the top of the hill.
City Brattleboro
Seasonal No
DOM 2
Price Per Sq Ft Total AG 493.66
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Exterior
Lot Features Agricultural Country Setting Field/Pasture Level Sloping Trail/Near Trail View Wooded Near Country Club Near Golf Course Near Skiing Rural Near Hospital Private
Exterior Amenities Barn Deck Garden Space Natural Shade Storage
Driveway Gravel
Lot Size Area 5.9
Water Source Drilled Well
Garage Capacity 2
Foundation Block Concrete Poured Concrete
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* Excluded Features
List By
Chris Long

Listing Agent

Bhg Masiello Brattleboro

Broker

(802) 345-8477

Phone

cjlong@masiello.com

Email

Affordability Calculator

$3,356
Per Month
100%
0%
0%
Monthly Principal & Interest
$3,356
Monthly Property Taxes
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Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
451920 Elementary School
452237 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
6/14/2026$545,000 Listed Price

Map


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211 Pleasant Valley Road, Brattleboro, VT, 05301 is a Single Family Home for sale at $545,000 with 1,576 sqft and a lot size of 5.9. 211 Pleasant Valley Road has 2 bedrooms, 1.0 baths, and was built in 1942. The property's zip code is 05301 which is in Brattleboro, VT