355 Brook Rd, Windsor, VT 05089
OFF MARKET

$291,900

Trulia Estimate
  • 4 Beds
  • 2 Baths
  • 1,700 sqft (on 0.42 acres)

355 Brook Rd, Windsor, VT 05089

Est. Refi. Payment $2,033/mo*
Refinance Your Home

Home Value

Trulia Estimate
$292K
Since last month
Decreased$7K (-2.2%)
Since last year
Decreased$4K (-1.3%)
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 +69% in the last 10 years
MonthEstimated value
2026
August 2026$291K
July 2026$298K
June 2026$299K
May 2026$298K
April 2026$295K
March 2026$290K
February 2026$280K
January 2026$277K
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
96 Dairy Lane, Windsor, VT
0.31
Single-Family Home
$400,000
12/19/25
4
2.5
2,272
2085 US Route 5 South, Windsor, VT
1.27
Single-Family Home
$327,000
09/26/25
3
1
1,560
32 Clough Avenue, Windsor, VT
1.53
Single-Family Home
$292,500
08/28/25
3
1.5
1,606
1 Dorrance Street, Windsor, VT
1.21
Single-Family Home
$315,000
11/21/25
2
1.5
1,649
61 Kennedy Drive, Windsor, VT
1.35
Single-Family Home
$273,000
08/07/26
3
1
1,008
74 Union Street, Windsor, VT
1.65
Single-Family Home
$319,000
07/23/26
4
2
2,142
4 Bavier Avenue, Windsor, VT
1.18
Single-Family Home
$226,000
08/07/26
3
1
2,088
21 Bavier Avenue, Windsor, VT
1.21
Single-Family Home
$256,500
11/14/25
3
1
1,232
51 Central St, Windsor, VT
1.85
Single-Family Home
$33,500
04/30/26
3
2
1,550
31 Maple Street, Windsor, VT
1.69
Single-Family Home
$215,000
10/06/25
3
1.5
1,900

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
333 Brook Road, Windsor, VT 05089
0.04
$328,300
4
1.5
1,008
Off Market
1804 Rte 44, Windsor, VT 05089
0.14
$319,400
2
2
1,500
Off Market
1807 Route 44, Windsor, VT 05089
0.17
$187,600
3
1.5
1,182
Off Market
39 Dairy Lane, Windsor, VT 05089
0.23
$371,800
2
1.5
1,296
Off Market
319 Back Mountain Road, Windsor, VT 05089
0.30
$299,000
2
1
1,152
For Sale
96 Dairy Lane, Windsor, VT 05089
0.31
$400,000
4
2.5
2,272
Recently Sold
108 Cubb Court, Windsor, VT 05089
0.35
$96,232
2
2
777
For Sale
23 Cubb Court, Windsor, VT 05089
0.35
$87,826
1
1
643
For Sale
84 Cubb Court, Windsor, VT 05089
0.36
$98,995
3
2
880
Recently Sold
505 Back Mountain Road #14, Windsor, VT 05089
0.37
$99,000
1
1
240
For Sale
517 Back Mountain Road, Windsor, VT 05089
0.39
$96,232
2
2
777
Recently Sold
28 Bishops Loop, Windsor, VT 05089
0.49
$221,700
3
1.5
1,352
Off Market

Local Information

  • Map ViewExplore the area around 355 Brook Rd.
  • Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1940
Lot Size
0.42 acres
Living Area
1,700 sqft
Price/Sqft
$172

About this House

REDUCED!Adorable 4 bedroom home in a country setting, with plenty of yard for a family and gardens. The house features a new roof, eat-in kitchen, an office or family room and a first floor bedroom with bath. The yard has beautiful perennial gardens, blueberry and raspberry plants and a private deck. Enjoy this tranquil setting within a short distance to the village.
355 Brook Rd, Windsor, VT 05089 is a 4 bedroom, 2 bathroom, 1,700 sqft single-family home built in 1940. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $291,900, with a rent estimate of $3,030/month.

Home Details for 355 Brook Rd

Property Information

Year Built
Year Built: 1940
Property Type / Style
Property Type: Single Family Home

Lot Information

Lot Area: 0.42 acres

Price and Tax history

DateEventPrice
Sep 7, 2011
Source: Agent Provided
ListingRemoved
$144,000
Jul 24, 2011
Source: Agent Provided
PriceChange
$144,000
Price decreased by 6%
Jul 16, 2011
Source: Agent Provided
PriceChange
$154,000
Price decreased by 6%
Jul 15, 2011
Source: Agent Provided
PriceChange
$164,000
Price increased by 6%
Jun 9, 2011
Source: Agent Provided
PriceChange
$154,000
Price decreased by 6%

Market trends in Windsor

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
6

Around this home

What Locals Say about Windsor

At least 10 Trulia users voted on each feature.

  • 100 % Say it's dog friendly

  • 92 % Say yards are well-kept

  • 91 % Say it's walkable to grocery stores

  • 83 % Say car is needed

  • 80 % Say it's walkable to restaurants

  • 69 % Say people would walk alone at night

  • 64 % Say there's holiday spirit

  • 64 % Say kids play outside

  • 64 % Say there are sidewalks

  • 64 % Say streets are well-lit

  • 60 % Say there's wildlife

  • 60 % Say parking is easy

  • 58 % Say it's quiet

  • 52 % Say neighbors are friendly

  • 36 % Say they plan to stay for at least 5 years

  • 20 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Brianna W.
    "It’s small but fun. It’s got a local salon, pizza chef, and a hospital, fire/police department, and a school all within a mile of each other."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 355 Brook Rd

  • What is 355 Brook Rd estimated to be worth?
    Trulia's estimated value for 355 Brook Rd in Windsor, VT is $291,900.
  • Is Windsor a buyer's or seller's market?
    Windsor is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Windsor?
    Residents describe Windsor, VT as dog-friendly, well-kept, and walkable to grocery stores. See recently sold homes in Windsor, VT.
  • What are the closest schools to 355 Brook Rd?
    The closest schools to 355 Brook Rd in Windsor, VT are Albert Bridge School (West Windsor) (Pre-K/Elementary), Windsor School (K-12, rated 4/10).
  • How big is the lot at 355 Brook Rd?
    The lot at 355 Brook Rd in Windsor, VT is about 0.42 acres (18,295 sq ft).

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 355 Brook Rd

Skip to last item
Skip to first item

Homes for sale near 355 Brook Rd

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item