23 Winter Court, Brattleboro, VT 05301
Property image
Property image
OFF MARKET
Listed by A.J. Bellville, Bellville Realty, (802) 257-7979 . Bought with Berkley & Veller Greenwood Country

$269,900

Trulia Estimate
  • 3 Beds
  • 1.5 Baths
  • 1,343 sqft (on 0.25 acres)

23 Winter Court, Brattleboro, VT 05301

Refinance Your Home
Currently Off Market - Sold Jul 19, 2024 for $160,000

Home Value

Trulia Estimate
$270K
Since last month
Decreased$13K (-4.5%)
Since last year
Increased$110K (+69.2%)
Since last sale
Increased$110K (+68.7%)
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 +74% in the last 10 years
MonthEstimated value
2026
August 2026$270K
August 2026$269K
July 2026$283K
June 2026$285K
May 2026$283K
April 2026$282K
March 2026$258K
February 2026$215K
January 2026$174K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
177 Fairview Street, Brattleboro, VT
0.11
Single-Family Home
$350,000
10/06/25
3
1.5
1,768
144 Belmont Avenue, Brattleboro, VT
0.15
Single-Family Home
$339,000
12/12/25
3
1.5
1,520
164 Chestnut Street, Brattleboro, VT
0.39
Single-Family Home
$265,000
08/05/26
3
1
1,323
39 Locust Street, Brattleboro, VT
0.23
Single-Family Home
$340,000
08/31/26
4
1.5
1,800
11 Maple Street, Brattleboro, VT
0.38
Single-Family Home
$322,500
09/23/25
4
2
1,548
76 Belmont Avenue, Brattleboro, VT
0.19
Single-Family Home
$391,000
06/25/26
3
2
1,686
16 Willow Street, Brattleboro, VT
0.50
Single-Family Home
$399,900
06/02/26
3
1.5
1,339
44 Brook Street, Brattleboro, VT
0.52
Single-Family Home
$319,000
03/09/26
4
1.5
1,584
134 Washington Street, Brattleboro, VT
0.52
Single-Family Home
$255,000
07/02/26
4
1
1,521
117 Oak Grove Avenue, Brattleboro, VT
0.50
Single-Family Home
$315,250
08/21/26
3
1
1,300

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
17 Winter Court, Brattleboro, VT 05301
0.02
$278,000
3
1
1,178
Off Market
131 Fairview Street, Brattleboro, VT 05301
0.10
$359,700
3
2
1,606
Off Market
177 Fairview Street, Brattleboro, VT 05301
0.11
$366,000
3
1.5
1,768
Off Market
196 Fairview Street, Brattleboro, VT 05301
0.12
$354,800
5
2
1,714
Off Market
203 Fairview Street, Brattleboro, VT 05301
0.14
$315,000
2
1
640
For Sale
144 Belmont Avenue, Brattleboro, VT 05301
0.15
$339,000
3
1.5
1,520
Recently Sold
145 Belmont Avenue, Brattleboro, VT 05301
0.17
$289,000
3
1
1,056
For Sale
238 - 240 Fairview Street, Brattleboro, VT 05301
0.15
$360,000
5
2
2,176
Off Market
00 Winter Street, Brattleboro, VT 05301
0.15
-
-
-
-
Off Market
76 Belmont Avenue, Brattleboro, VT 05301
0.19
$391,000
3
2
1,686
Recently Sold
187 Maple Street, Brattleboro, VT 05301
0.20
$371,300
2
1.5
1,272
Off Market

Local Information

  • Map ViewExplore the area around 23 Winter Court.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1968
0.25 acre lot
1,343 sqft
$201/sqft

About this House

Here's a great opportunity to finish things off to your own style and preferences while being located at the end of a dead end street! The interior features a large living room, wood floors, a nicely sized main bathroom as well as a half bath that could include the laundry and a bonus room with loft space. There's a bit of elbow grease to be used to update and bring things back but there's great upside potential.
23 Winter Court, Brattleboro, VT 05301 is a 3 bedroom, 2 bathroom, 1,343 sqft single-family home built in 1968. It last sold for $160,000 on Jul 19, 2024 (9% below the $175,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $269,900, with a rent estimate of $2,552/month.

Home Details for 23 Winter Court

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Full,Interior EntryNumber of Rooms: 7
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1343 Square Feet
Appliances & Utilities
Utilities: None
Heating & Cooling
Heating: Oil,BaseboardNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Oil
Gas & Electric
Electric: Circuit Breakers
Levels, Entrance, & Accessibility
Stories: 1Levels: One
View
No View

Exterior Features

Exterior Home Features
Roof: Architectural ShingleFoundation: Concrete
Parking & Garage
No GarageParking: Paved
Frontage
Road Frontage: Public
Water & Sewer
Sewer: Public Sewer
Farm & Range
Frontage Length: Road frontage: 112
Finished Area
Finished Area (above surface): 1343 Square Feet

Property Information

Year Built
Year Built: 1968
Property Type / Style
Property Type: ResidentialProperty Subtype: RanchArchitecture: Ranch
Building
Construction Materials: Wood FrameNot a New Construction

Price & Status

Price
List Price: $175,000

Location

Direction & Address
City: Brattleboro

Building

Building Area
Building Area: 2362 Square Feet

Lot Information

Lot Area: 10890 sqft

Miscellaneous

BasementMls Number: 5002083Above Grade Unfinished Area: 1343Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 1019Below Grade Unfinished Area Source: Public RecordsBelow Grade Unfinished Area Units: Square Feet

Price and Tax history

DateEventPrice
Jul 19, 2024
Source: PrimeMLS #5002083
Sold
$160,000
Jun 24, 2024
Source: PrimeMLS #5002083
Listed For Sale
$175,000
May 15, 2000
Source: N/A
Sold
$86,000

Market trends in Brattleboro

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
33
1MoM

Around this home

What Locals Say about Brattleboro

At least 47 Trulia users voted on each feature.

  • 92 % Say parking is easy

  • 91 % Say it's dog friendly

  • 82 % Say yards are well-kept

  • 81 % Say there's holiday spirit

  • 81 % Say car is needed

  • 80 % Say there's wildlife

  • 72 % Say people would walk alone at night

  • 66 % Say it's walkable to restaurants

  • 62 % Say there are sidewalks

  • 60 % Say neighbors are friendly

  • 58 % Say it's walkable to grocery stores

  • 55 % Say kids play outside

  • 50 % Say streets are well-lit

  • 50 % Say there are community events

  • 48 % Say they plan to stay for at least 5 years

  • 38 % Say it's quiet

Sourced by Trulia users. Learn more about our methodology.
  • Greycella
    "Great neighborhood for learning to ride bikes, trick-or-treating, making friends with other families."
    0
    Flag
  • Brenda Nichols
    "Yes! Lots of space for walking and running around with dogs. Quiet countryside with not a lot of traffic."
    0
    Flag
  • Kelly Dias
    "People watch out for each other, sometimes we go Christmas caroling, we watch each others’ pets; we have a messaging group for neighborhood news"
    1
    Flag
  • Kelly Dias
    "It’s a great neighborhood to walk dogs. Sometimes bears come through so if it’s bear season you have to be careful. People are respectful and greet each other and we know each others’ dogs. "
    0
    Flag
  • Jessica Brown
    "I drive through downtown to work and there is some negativity on the streets by way of homelessness and drug abuse/ mental illness. But this neighborhood is still overall a place that I love to live . "
    0
    Flag
  • Kelly Dias
    "Pet friendly, willing to help out and get to know pets. Lots if grass and forested trails for walking and hiking with dogs. "
    0
    Flag
  • Isaac S.
    "Great small town in New England-artsy, funky, liberal. Nice amenities for the size of the town. Still some amount of crime-like everywhere these days."
    5
    Flag
  • Isaac S.
    "Dogs are welcome. Neighbor s are friendly. Houses are well maintained. I feel safe. Walkable neighborhood."
    3
    Flag
  • Jcoursem3
    "Neighbors are friendly and help each other out. Get together’s are organic and easy because of our close proximity. "
    0
    Flag
  • Deanshippee
    "A lot of people trust their dogs without a leash. It’s really annoying especially when every dog owner in. Brattleboro should know about our leash law."
    7
    Flag
  • Isaac S.
    "Car, 5 minutes to work. Few stoplights in town. Friendly drivers except those from Massachusetts and New York. Main Street gets bogged down with traffic but there are several back ways to get around town. Good city for driving in general."
    3
    Flag
  • Grace
    "I grew up in this neighborhood & am raising my daughter here. I love how bike friendly the neighborhood is and that we can walk both downtown & to the farmer’s market."
    11
    Flag
  • rhc3vt
    "Deteriorating economics, falling home prices, difficult to sell homes, few jobs, really bad schools, more and more poor people in trailer parks. There's not much of a future here."
    0
    Flag

LGBTQ Local Legal Protections

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 2026-09-13 00:28:16 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.

Frequently asked questions about 23 Winter Court

  • What is 23 Winter Court estimated to be worth?
    Trulia's estimated value for 23 Winter Court in Brattleboro, VT is $269,900.
  • What is the price history for 23 Winter Court?
    23 Winter Court in Brattleboro, VT last sold for $160,000 in July 2024.
  • Is Brattleboro a buyer's or seller's market?
    Brattleboro is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Brattleboro?
    Residents describe Brattleboro, VT as easy to park in, dog-friendly, and well-kept. Most residents say you need a car. See recently sold homes in Brattleboro, VT.
  • How big is the lot at 23 Winter Court?
    The lot at 23 Winter Court in Brattleboro, VT is about 0.25 acres (10,890 sq ft).
  • Does 23 Winter Court have parking?
    Yes, 23 Winter Court in Brattleboro, VT has on-site parking.

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