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Angelia Levesque
REALTOR®, SRES
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211 Pleasant Valley Road, Brattleboro, VT 05301

$545,000
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Featured Listing New to the Market Active
BEDS2 BATHS1 full SQUARE FEET1,576 MLS#5094642
STATUSActive PROPERTY TYPEResidential - Single Family

Listing Courtesy of: BHG Masiello Brattleboro


Property Description

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.

211 Pleasant Valley Road | MLS# 5094642

This single family home located at 211 Pleasant Valley Road, Brattleboro, VT 05301 is currently listed for sale by BHG Masiello Brattleboro, with an asking price of $545,000. This property was built in 1942 and has 2 bedrooms and 1 full baths with 1576 sq. ft. Search Brattleboro real estate on angelialevesque.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Partial, Partially Finished, Interior Stairs, Storage Space, Walkout
Cooling: Central AC
Garage: 2
Heating: Oil, Hot Air
Home Style: Contemporary
Lot Size: 5.90 Acres
Roof Type: Flat, Membrane
Stories: 1.0
Taxes: $9,431
Year Built: 1942

Amenities

1 Fireplace
Hearth
Living/Dining
Natural Light
Natural Woodwork
Skylight
Wood Stove Hook-up
Basement Laundry
Barn
Deck
Garden Space
Natural Shade
Storage

Feature Descriptions

Appliances: Microwave, Electric Range, Refrigerator
Baths Full: 1
Color: Brown
Construction: Wood Frame, Vertical Siding, Wood Siding
Construction Status: Existing
Driveway: Gravel
Electric: 100 Amp Service
Exterior: Wood Frame, Vertical Siding, Wood Siding
Flood Zone: No
Flooring: Carpet, Laminate, Vinyl
Foundation: Block, Concrete, Poured Concrete
Lot: Agricultural, Country Setting, Field/Pasture, Level, Sloping, Trail/Near Trail, View, Wooded, Near Country Club, Near Golf Course, Near Skiing, Rural, Near Hospital, Private
Number of Rooms: 5
Road Frontage: 650
Roads: Gravel, Public Maintained Road
Sewer: On-Site Septic Exists
Sq. Ft. Above Grade Finished: 1104
Sq. Ft. Below Grade Finished: 472
Sq. Ft. Total Finished: 1576
Total Stories: 1
Water: Drilled Well
Zoning: res

Room Sizes

Kitchen: 10 x 17 Level - 1
Living/Dining: 13.6 X 22.6 Level - 1
Bedroom: 9 x 19 Level - 1
Bedroom: 10 x 12 Level - 1
Family Room: 12 x 33 Level - Basement

Listed By / Shown By

Listed By

Agency Name: BHG Masiello Brattleboro

agent picture

Shown By

Agent Name: Angelia Levesque
Agent Phone: (207) 942-6711

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Estimated Payment

$ 2,157.81 per month $1,212.93 Principal & Interest $785.92 Property Tax $158.96 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 06/14/2026. The listing information on this page last changed on 06/14/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sun 06/14/2026 7:30:21 AM EST) or MLSPIN MLS (last updated Sun 06/14/2026 7:08:19 AM EST) or Prime MLS (last updated Sat 06/13/2026 11:33:05 PM EST) or MREIS (last updated Sun 06/14/2026 2:05:12 AM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data compilation and photo(s) 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 2026-06-13 23:33:05

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Agency License Information: Better Homes and Gardens® and the Better Homes and Gardens Real Estate Logo are registered service marks owned by Meredith Corporation and licensed to Better Homes and Gardens Real Estate LLC. The Masiello Group Limited fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each franchise is independently owned and operated. Any services or products provided by independently owned and operated franchisees are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC nor any of its affiliated companies.


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