Listed by Grayson VanHendrick, Flex Realty
$190,000
- 2 Beds
- 1 Bath
- 930 sqft
39 Brookside Drive #4, Brattleboro, VT 05301
Est. Mortgage $1,388/mo*
Get Pre-QualifiedHome Highlights
Townhouse
Built in 1966
$204/sqft
Open Parking
Local Information
-- mins to
About this House
What's unique:Peaceful wooded backdropTwo generously sized bedroomsPrivate patio
Move-in ready and easy to maintain, this 2-bedroom, 1-bath townhouse-style condo offers comfortable living in a convenient Brattleboro location. The main level features a bright, open living and dining area with sliding doors that lead to a private patio and a peaceful, wooded backdrop. An inviting spot to relax or enjoy the outdoors. The kitchen offers plenty of cabinetry and workspace and flows easily into the main living area. Upstairs, you’ll find two generously sized bedrooms and a full bath. With 930 square feet of finished living space plus a full 465-square-foot unfinished basement, there’s excellent additional room for storage, hobbies, or everyday necessities. Conveniently located near shopping, public transportation, I-91, the Farmers Market, Living Memorial Park, and all that downtown Brattleboro has to offer. Association fees include heat, water/sewer, landscaping, and more, helping make this an appealing low-maintenance home at an accessible price point.
Home Details for 39 Brookside Drive #4
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MLS Status: Active Under Contract |
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Interior Details Basement: Full,Interior EntryNumber of Rooms: 4 |
Beds & Baths Number of Bedrooms: 2Number of Bathrooms: 1Number of Bathrooms (full): 1 |
Dimensions and Layout Living Area: 930 Square Feet |
Appliances & Utilities Utilities: Cable AvailableAppliances: Dishwasher, Microwave, Electric Range, RefrigeratorDishwasherMicrowaveRefrigerator |
Heating & Cooling Heating: Baseboard,Hot WaterNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Baseboard |
Gas & Electric Electric: Circuit Breakers |
Windows, Doors, Floors & Walls Flooring: Manufactured, Vinyl |
Levels, Entrance, & Accessibility Stories: 2Levels: TwoFloors: Manufactured, Vinyl |
View No View |
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Exterior Home Features Roof: Asphalt ShinglePatio / Porch: PatioFoundation: Concrete |
Parking & Garage No CarportNo GarageHas Open ParkingParking: Paved,Driveway,On Site |
Frontage Road Frontage: TBDRoad Surface Type: Paved |
Water & Sewer Sewer: Public Sewer |
Finished Area Finished Area (above surface): 930 Square Feet |
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Days on Market: 41 |
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Year Built Year Built: 1966 |
Property Type / Style Property Type: ResidentialProperty Subtype: Condominium, TownhouseStructure Type: TownhouseArchitecture: Townhouse |
Building Construction Materials: Wood Frame, Wood ExteriorNot a New Construction |
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Price List Price: $190,000Price Per Sqft: $204 |
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Direction & Address City: Brattleboro |
School Information Elementary School: Academy SchoolElementary School District: Windham SoutheastJr High / Middle School: Brattleboro Area Middle SchoolJr High / Middle School District: Windham SoutheastHigh School: Brattleboro High SchoolHigh School District: Windham Southeast |
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Listing Agent Listing ID: 5104626 |
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Building Area Building Area: 1395 Square Feet |
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Units in Building: 8 |
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BasementMls Number: 5104626Zillow Contingency Status: Accepting Back-up OffersAdditional Fee Info: Fee: $396Attribution Contact: grayson@flexrealtyvt.comAbove Grade Unfinished Area: 930Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 465Below Grade Unfinished Area Source: Public RecordsBelow Grade Unfinished Area Units: Square Feet |
Around this home
What Locals Say about West Brattleboro
At least 1 Trulia users voted on each feature.
100 % Say car is needed
100 % Say it's dog friendly
100 % Say there are sidewalks
100 % Say people would walk alone at night
100 % Say parking is easy
100 % Say yards are well-kept
75 % Say there's holiday spirit
67 % Say there's wildlife
60 % Say it's walkable to restaurants
50 % Say kids play outside
50 % Say neighbors are friendly
33 % Say there are community events
25 % Say streets are well-lit
Sourced by Trulia users. Learn more about our methodology.
Market trends in Brattleboro
Last updated August 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
33
1MoM
Home Value
Trulia Estimate
$191KSince last month
Decreased$400 (-0.2%)Since last year
Increased$29K (+17.6%)Since last sale
Increased$30K (+18.9%)Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.
Trulia Estimate
The of this home's value increased by +16% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| September 2026 | $190K |
| August 2026 | $191K |
| July 2026 | $167K |
| June 2026 | $171K |
| May 2026 | $172K |
| April 2026 | $169K |
| March 2026 | $168K |
| February 2026 | $167K |
| January 2026 | $164K |
2025 | |
2024 | |
2023 | |
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.01 | Townhouse | $190,000 | 01/26/26 | 2 | 1 | 930 | |
0.04 | Townhouse | $210,000 | 07/30/26 | 2 | 1 | 930 | |
0.09 | Townhouse | $165,000 | 06/20/26 | 2 | 1.5 | 1,248 | |
0.09 | Townhouse | $246,000 | 05/26/26 | 2 | 1.5 | 1,248 | |
0.10 | Townhouse | $247,400 | 08/14/26 | 2 | 1.5 | 1,248 | |
0.09 | Townhouse | $247,900 | 04/28/26 | 3 | 2.5 | 1,680 | |
0.40 | Townhouse | $359,000 | 09/03/26 | 4 | 3.5 | 2,800 | |
1.82 | Townhouse | $190,000 | 06/17/26 | 2 | 1.5 | 955 | |
1.84 | Townhouse | $185,000 | 09/15/26 | 2 | 1.5 | 966 | |
1.82 | Townhouse | $205,000 | 06/18/26 | 2 | 1.5 | 955 |
Nearby home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.01 | $135,000 | 1 | 1 | 685 | For Sale | |
0.01 | $190,000 | 2 | 1 | 930 | Recently Sold | |
0.01 | $183,400 | 2 | 1 | 930 | Off Market | |
0.00 | $190,000 | 2 | 1 | 930 | For Sale | |
0.03 | $157,700 | 1 | 1 | 700 | Off Market | |
0.03 | $120,000 | 1 | 1 | 700 | Recently Sold | |
0.03 | $175,000 | 1 | 1 | 700 | Recently Sold | |
0.05 | $141,100 | 1 | 1 | 700 | Off Market | |
0.03 | $158,900 | 1 | 1 | 685 | Off Market | |
0.04 | $336,600 | 5 | 4 | 2,579 | Off Market | |
0.04 | $210,000 | 2 | 1 | 930 | Recently Sold | |
0.04 | $179,000 | 1 | 1 | 700 | For Sale |
Price and Tax history
| Date | Event | Price |
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Aug 12, 2026 Source: PrimeMLS #5104626 | Listed For Sale | $190,000 |
May 24, 2024 Source: PrimeMLS #4989712 | Sold | $160,000 |
Apr 3, 2024 Source: PrimeMLS #4989712 | Contingent | $160,000 |
Apr 1, 2024 Source: PrimeMLS #4989712 | Listed For Sale | $160,000 |
Jan 4, 2023 Source: PrimeMLS #4935998 | Sold | $145,000 |
Nov 17, 2022 Source: PrimeMLS #4935998 | Contingent | $145,000 |
Nov 4, 2022 Source: PrimeMLS #4935998 | Listed For Sale | $145,000 |
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Grayson VanHendrick, Flex Realty, grayson@flexrealtyvt.com

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 2026-09-22 12:18:19 PDT.
This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information.
This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information.
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Frequently asked questions about 39 Brookside Drive #4
- What is the estimated monthly payment for 39 Brookside Drive #4?Based on a $190,000 list price with 20% down at today's rates, the estimated monthly payment for 39 Brookside Drive #4 in Brattleboro, VT is approximately $1,403 (about $1,032 principal & interest, $296 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
- What are the closest schools to 39 Brookside Drive #4?The closest schools to 39 Brookside Drive #4 in Brattleboro, VT are Academy School (Pre-K/Elementary, rated 6/10), Brattleboro Area Middle School (rated 6/10), Windham Regional Career Center (High).
- What is 39 Brookside Drive #4 estimated to be worth?Trulia's estimated value for 39 Brookside Drive #4 in Brattleboro, VT is $190,600.
- Does 39 Brookside Drive #4 have parking?Yes, 39 Brookside Drive #4 in Brattleboro, VT has on-site parking.
39 Brookside Drive #4, Brattleboro, VT 05301 is a 2 bedroom, 1 bathroom, 930 sqft townhouse built in 1966. 39 Brookside Drive #4 is located in West Brattleboro, Brattleboro. This property is currently available for sale and was listed by PrimeMLS on Aug 12, 2026. The MLS # for this home is MLS# 5104626.

