1933 Route 44, Windsor, VT 05089
OFF MARKET

$330,500

Trulia Estimate
  • 4 Beds
  • 3 Baths

1933 Route 44, Windsor, VT 05089

Est. Refi. Payment $2,291/mo*
Refinance Your Home

Home Value

Trulia Estimate
$331K
Since last month
Decreased$5K (-1.4%)
Since last year
Decreased$400 (-0.1%)
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 +95% in the last 10 years
MonthEstimated value
2026
August 2026$326K
July 2026$331K
June 2026$335K
March 2026$321K
February 2026$319K
January 2026$309K
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
0.32
Single-Family Home
$400,000
12/19/25
4
2.5
2,272
93 Belaski Road, Windsor, VT
1.76
Single-Family Home
$565,000
08/17/26
3
3
2,368
2085 US Route 5 South, Windsor, VT
1.31
Single-Family Home
$327,000
09/26/25
3
1
1,560
61 Kennedy Drive, Windsor, VT
1.36
Single-Family Home
$273,000
08/07/26
3
1
1,008
1 Dorrance Street, Windsor, VT
1.43
Single-Family Home
$315,000
11/21/25
2
1.5
1,649
1118 NH Route 12A, Cornish, NH
1.61
Single-Family Home
$600,000
12/02/25
3
4
4,186
4 Bavier Avenue, Windsor, VT
1.40
Single-Family Home
$226,000
08/07/26
3
1
2,088
32 Clough Avenue, Windsor, VT
1.76
Single-Family Home
$292,500
08/28/25
3
1.5
1,606
21 Bavier Avenue, Windsor, VT
1.44
Single-Family Home
$256,500
11/14/25
3
1
1,232
74 Union Street, Windsor, VT
1.88
Single-Family Home
$319,000
07/23/26
4
2
2,142

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
319 Back Mountain Road, Windsor, VT 05089
0.06
$299,000
2
1
1,152
For Sale
108 Cubb Court, Windsor, VT 05089
0.17
$96,232
2
2
777
For Sale
1807 Route 44, Windsor, VT 05089
0.13
$187,600
3
1.5
1,182
Off Market
23 Cubb Court, Windsor, VT 05089
0.18
$87,826
1
1
643
For Sale
1804 Rte 44, Windsor, VT 05089
0.14
$315,000
2
2
1,500
Off Market
505 Back Mountain Road #14, Windsor, VT 05089
0.19
$99,000
1
1
240
For Sale
84 Cubb Court, Windsor, VT 05089
0.21
$98,995
3
2
880
Recently Sold
517 Back Mountain Road, Windsor, VT 05089
0.21
$96,232
2
2
777
Recently Sold
333 Brook Road, Windsor, VT 05089
0.22
$328,300
4
1.5
1,008
Off Market
28 Bishops Loop, Windsor, VT 05089
0.32
$219,100
3
1.5
1,352
Off Market
39 Dairy Lane, Windsor, VT 05089
0.29
$371,800
2
1.5
1,296
Off Market
96 Dairy Lane, Windsor, VT 05089
0.31
$400,000
4
2.5
2,272
Recently Sold

Local Information

  • Map ViewExplore the area around 1933 Route 44.
  • Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1954
Lot Size
1.7 acres

About this House

Large home with efficient kitchen and living room, huge family room has large brick fireplace, attached enclosed porch, very large master suite, 2 additional bedrooms on the main level, a bonus room in the basement with 3/4 bath. 2 car attached garage (needs doors), 1.7 Acres. Minutes to Town, I-91 and Ascutney Mountain. Property Sold AS IS. Information assembled from MLS and town; Buyer should verify ALL info.<br/><br/>Brokered And Advertised By: Blue Ridge Real Estate LLC<br/>Listing Agent: Rebecca Woodard
1933 Route 44, Windsor, VT 05089 is a 4 bedroom, 3 bathroom single-family home built in 1954. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $330,500, with a rent estimate of $3,490/month.

Home Details for 1933 Route 44

Property Information

Year Built
Year Built: 1954
Property Type / Style
Property Type: Single Family Home

Lot Information

Lot Area: 1.70 acres

Price and Tax history

DateEventPrice
Sep 21, 2009
Source: Agent Provided
ListingRemoved
$119,900
Jul 6, 2009
Source: Agent Provided
Listed For Sale
$119,900

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

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Frequently asked questions about 1933 Route 44

  • What is 1933 Route 44 estimated to be worth?
    Trulia's estimated value for 1933 Route 44 in Windsor, VT is $330,500.
  • 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 1933 Route 44?
    The closest schools to 1933 Route 44 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 1933 Route 44?
    The lot at 1933 Route 44 in Windsor, VT is about 1.7 acres.

Apartments for Rent

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Off Market Homes Near 1933 Route 44

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