Single Family Residence at 65 Cedar Street, Brattleboro

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40 photos

$339,000

Under contract

65 Cedar Street

Brattleboro, VT 05301

Listed by Kate Barry · EXP Realty

Bedrooms

Bathrooms

Living area

N/A

Year built

1864

About this home

Step into a world of artistic whimsy and historic allure at 65 Cedar Street, a property overflowing with character, magic, and boundless potential. Nestled in an ideal location with an entrance to the beloved Retreat Trails, this unique home offers an enchanting escape from the everyday. Outside, the property is embraced by beautiful, mature gardens cultivated over time in a spirit of enchanting "benign neglect"—where nature and romance intertwine to create a storybook setting that will capture your heart from the moment you arrive. Inside, you will find a spacious layout featuring 4 bedrooms and 2 full baths spread across 2,250 square feet of versatile living space. The home has been thoroughly cleaned out and deep-cleaned, presenting a pristine, blank canvas with exceptional, rock-solid "bones" ready for its next chapter. Fine historic details anchor the home, from rich wood floors to timeless built-ins. At the heart of the home sits a magnificent centerpiece: a vintage Vermont Iron Stove Works stove, radiating authentic New England warmth and charm. The footprint continues to impress with a bright, beautiful sunroom perfect for morning coffee, a large attached 2-car garage providing excellent storage, and a expansive bonus space tucked away in the finished attic. This property is being offered in "as-is" condition and does not include appliances, making it the ultimate dream project for those looking to invest sweat equity into a truly remarkable historic home. Bring your vision to finish the cosmetic upgrades and unlock the true grandeur of this whimsical masterpiece. OPEN HOUSE SUNDAY, JUNE 14TH | 12:00 PM – 2:00 PM Come experience the magic and explore the incredible potential of this one-of-a-kind home in person!

Property details

MLS: Prime MLS
MLS #: 5093467
Property type: Single Family Residence
Subdivision: N/A
Status: Under contract
Days on market: 11
On market date: N/A
Stories: N/A
Total bathrooms: 2
Garage spaces: 2
Parking spaces: N/A
Lot size: 0.2 acres

Location

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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary

Chesterfield Central School

5.51 mi away · Grades 0-8

Nearest school -- attendance-zone data not available here

5.0

Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating

Enrollment: 273
Student:teacher ratio: 10.9:1
District: Chesterfield School District

Middle

Hinsdale Middle High School

6.1 mi away · Grades 6-8

Nearest school -- attendance-zone data not available here

5.0

Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating

Enrollment: 127
Student:teacher ratio: 9.8:1
District: Hinsdale School District

High

Hinsdale High School

6.1 mi away · Grades 9-12

Nearest school -- attendance-zone data not available here

5.0

Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating

Enrollment: 140
Student:teacher ratio: 8.2:1
District: Hinsdale School District

Market position

How this listing compares to current activity in Brattleboro, from live MLS data.

On the market 11 days -- 200 fewer days than Brattleboro's current average of 211 days.

For reference, the median list price across 83 active listings in Brattleboro right now is $299,000.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

Home price

Down payment

Interest rate

Loan term

Adjust tax / insurance estimates

Property tax

% / yr

Home insurance

/mo

Est. monthly payment

$2,191/mo

$67,800 down

$271,200 loan

Principal & interest$1,759

Property tax (est.)$283

Home insurance (est.)$150

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Copyright 2026 PrimeMLS. 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 06/20/26.