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$322,280

  • Sold
  • Closed
  • Single Family
  • 4 Beds
  • 1 Full Bath
  • 1 Partial Bath
  • 1,544 Sq. Ft.
  • 0.22 Acres
  • 1 Car Garage
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Charming Traditional New England cape built in 1871 with many upgrades. Located on a lovely cul-de-sac street. Enter through your classic mudroom, with a newly replaced floor, into a fabulous renovated kitchen that has a retro flare with lively yellow tile, & framed black & white tile backsplash. The kitchen is impressive with a nook & granite table & a combination of closed cabinets & open oak shelving. There is a graceful flow from the eat-in kitchen to the formal dining room & then to the spectacular living room. All rooms have over 9-foot ceilings & an abundance of southeastern light. The first floor also has a private laundry room & full bath. Upstairs are four bedrooms with a half bath. A very private, sweet fenced in backyard with a lovely low maintenance garden & a sprinkle of pear trees. There is also an attached garage, & a 21 x 28 barn that can offer endless possibilities. Upgrades to include a renovated kitchen, upgraded electric system, new plumbing, refinished all of the beautiful first-floor hardwood & staircase, insulated second-floor bathroom with ceiling, repairs to roof in 2022, newly rebuilt front porch, replaced stairway & upstairs hall carpet, installed sliding glass shower door, & new electric garage door. This home is close to town conveniences & all our beautiful Brattleboro has to offer. Easy access to I91, close to Boston and New York City. A very charismatic yet practical home. Showings start Saturday, May 10th by appointment.

Full Property Details for 108 Chestnut St

General

  • Sold For: $322,280
  • Taxes: $4,818 (2023)
  • Status: Closed
  • Type: Single Family
  • Source: PrimeMLS
  • MLS ID: 5039492
  • Added to Site: 291 day(s) ago

Interior

  • Number of Rooms: 8
  • Interior Features: Dining Area, Kitchen/Dining, Living/Dining, Natural Light, Natural Woodwork, Laundry - 1st Floor
  • Appliances: Dishwasher, Dryer, Refrigerator, Washer, Stove - Electric, Water Heater - Domestic
  • Flooring: Carpet, Hardwood, Vinyl, Wood

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 1
  • Half Bathrooms: 1
  • Bathroom 1: Bath - 1/2, 4.2 x 6.2, Level 2
  • Bathroom 2: Bath - Full, 06 x 09, Level 1

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: 8.11 x 13.4, Level 2
  • Bedroom 1: 9.8 x 10.2, Level 2
  • Bedroom 2: 8.9 x 11.6, Level 2
  • Bedroom 3: 8.10 x 13.4, Level 2

Other Rooms

  • Living Room: 13.5 x 21.3, Level 1
  • Kitchen: Kitchen, 10.9 x 19.9, Level 1
  • Dining Room: Dining Room, 11.6 x 13.5, Level 1
  • Laundry: 8.6 x 9.6, Level 1
  • Mud Room: Mudroom, 5.8 x 6.3, Level 1

Additional Information

  • Equipment: Smoke Detectr-Batt Powrd

Exterior

  • Exterior Features: Barn, Porch - Covered
  • Color: tan

Parking

  • Garage: Yes
  • Garage Spaces: 1
  • Parking: Auto Open, Driveway, Garage, Off Street, Barn, Attached

Location

  • County: Windham
  • Driving Directions: From Maple St take Locust St, turn left onto Chestnut St, 2nd home on 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: Public

Structural Information

  • Construction Status: Existing
  • Basement Entrance: Interior
  • Basement Desc.: Dirt Floor, Full, Stairs - Interior, Unfinished, Interior Access
  • Roof: Slate
  • Stories/Levels: 2
  • Square Feet: 1,544
  • Finished Total: 1,544 Sq. Ft.
  • Finished Above Grnd: 1,544 Sq. Ft.
  • Year Built: 1871

Lot Features

  • Lot Size (Acres): 0.22
  • Lot Size (Sq. Ft.): 9,583
  • Frontage: Yes Road Frontage
  • Frontage Feet: 60
  • Driveway/Sidewalk: Paved
  • Zoning: Res

Financial Considerations

  • Price Per Sq. Ft.: $206.61
  • Tax Amount: $4,818
  • Tax Year: 2023

Disclosures and Reports

  • Documents Avail.: Deed, Property Disclosure, Tax Map
  • APN: 081-025-15577

Listed by Brattleboro Area Realty, Kristen Ziter Taylor
Sold by Brattleboro Area Realty, Christine M. Lewis

Listed by Brattleboro Area Realty, Kristen Ziter Taylor
Sold by Brattleboro Area Realty, Christine M. Lewis

Listing agent

— 108 Chestnut St —

  • Kristen Ziter Taylor

    Brattleboro Area Realty

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NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Price & Sales History for 108 Chestnut St

Date
Details
Price
Change
Source
6/27/2025
Sold
$322,280
1.03%
MLS
5/06/2025
Listed
$319,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by Brattleboro Area Realty, Kristen Ziter Taylor
Sold by Brattleboro Area Realty, Christine M. Lewis

108 Chestnut Street, Brattleboro, VT 05301 (MLS# 5039492) is a Single Family property that was sold at $322,280 on June 27, 2025. Want to learn more about 108 Chestnut Street? 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.