158 Main St, Windsor, VT 05089
OFF MARKET

$223,600

Trulia Estimate
  • Studio

158 Main St, Windsor, VT 05089

Est. Refi. Payment $1,594/mo*
Refinance Your Home
Currently Off Market - Sold May 4, 1990 for $60,000

Home Value

Trulia Estimate
$224K
Since last month
Increased$22K (+11%)
Since last year
Increased$39K (+21.1%)
Since last sale
Increased$165K (+275.7%)
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 +80% in the last 10 years
MonthEstimated value
2026
August 2026$225K
August 2026$224K
July 2026$203K
June 2026$207K
May 2026$199K
April 2026$200K
March 2026$201K
February 2026$200K
January 2026$158K
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
19 1/2 Union St, Windsor, VT
0.13
Single-Family Home
$63,200
06/10/26
-
-
51 Central St, Windsor, VT
0.12
Single-Family Home
$33,500
04/30/26
3
2
1,550
70-74 State Street, Windsor, VT
0.30
Single-Family Home
$115,000
12/10/25
5
3.5
4,011
33 Central St, Windsor, VT
0.15
Single-Family Home
$35,000
09/08/25
3
2
1,436
31 Maple Street, Windsor, VT
0.12
Single-Family Home
$215,000
10/06/25
3
1.5
1,900
5 Clough Avenue, Windsor, VT
0.25
Single-Family Home
$60,000
12/18/25
3
1
1,392
30 Jarvis St, Windsor, VT
0.29
Single-Family Home
$41,900
12/15/25
-
-
38 Jarvis Street, Windsor, VT
0.29
Single-Family Home
$139,000
06/10/26
1
1
768
74 Union Street, Windsor, VT
0.37
Single-Family Home
$319,000
07/23/26
4
2
2,142
10 McKenzie Drive, Windsor, VT
0.23
Single-Family Home
$271,000
11/13/25
3
1.5
1,320

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
149 Main Street, Windsor, VT 05089
0.08
$255,900
2
2.5
2,009
Off Market
30 Union Street, Windsor, VT 05089
0.10
$365,300
4
4.5
3,990
Off Market
9 Durkee Street, Windsor, VT 05089
0.08
$220,500
Studio
-
3,500
Off Market
159 Marcy Court, Windsor, VT 05089
0.09
$237,200
3
1
1,331
Off Market
31 Maple Street, Windsor, VT 05089
0.12
$221,800
3
1.5
1,900
Off Market
25.5 Union Street, Windsor, VT 05089
0.16
$182,400
2
1
1,115
Off Market
17 Maple Street, Windsor, VT 05089
0.15
$227,800
3
1
1,024
Off Market
108 Main Street, Windsor, VT 05089
0.17
$343,000
5
4
4,096
Off Market
14 Central Street, Windsor, VT 05089
0.18
$217,800
1
1.5
1,056
Off Market
6 Buena Vista Court, Windsor, VT 05089
0.20
$331,600
4
1.5
1,800
Off Market
10 McKenzie Drive, Windsor, VT 05089
0.23
$271,000
3
1.5
1,320
Recently Sold
17 Clough Avenue, Windsor, VT 05089
0.26
$279,800
4
2
3,266
Off Market

Local Information

  • Map ViewExplore the area around 158 Main St.
  • Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
0.41 acre lot

About this House

This single-family home is located at 158 Main St, Windsor, VT. 158 Main St is in Windsor, VT and in ZIP code 05089. This property has a lot size of 0.41 acres.
158 Main St, Windsor, VT 05089 is a studio single-family home. It last sold for $60,000 on May 4, 1990. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $223,600, with a rent estimate of $2,605/month.

Home Details for 158 Main St

Property Information

Property Type / Style
Property Type: Single Family Home

Lot Information

Lot Area: 0.41 acres

Price and Tax history

DateEventPrice
May 4, 1990
Source: N/A
Sold
$60,000

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 158 Main St

  • What is 158 Main St estimated to be worth?
    Trulia's estimated value for 158 Main St in Windsor, VT is $223,600.
  • What is the price history for 158 Main St?
    158 Main St in Windsor, VT last sold for $60,000 in May 1990.
  • 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.
  • How big is the lot at 158 Main St?
    The lot at 158 Main St in Windsor, VT is about 0.41 acres (17,859 sq ft).

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 158 Main St

Skip to last item
Skip to first item

Homes for sale near 158 Main St

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