Is Windsor, VT dog-friendly?

As of early 2026, 100% of users say it's dog friendly

Are yards well-kept in Windsor, VT?

As of early 2026, 92% of users say yards are well-kept

Is Windsor, VT walkable to grocery stores?

As of early 2026, 91% of users say it's walkable to grocery stores

Is a car needed in Windsor, VT?

As of early 2026, 83% of users say car is needed

Is Windsor, VT walkable to restaurants?

As of early 2026, 80% of users say it's walkable to restaurants

Would people walk alone at night in Windsor, VT?

As of early 2026, 69% of users say people would walk alone at night

Does Windsor, VT show holiday spirit?

As of early 2026, 64% of users say there's holiday spirit

Do kids play outside in Windsor, VT?

As of early 2026, 64% of users say kids play outside

Does Windsor, VT have sidewalks?

As of early 2026, 64% of users say there are sidewalks

Are the streets well-lit in Windsor, VT?

As of early 2026, 64% of users say streets are well-lit

Is there wildlife in Windsor, VT?

As of early 2026, 60% of users say there's wildlife

Is parking easy in Windsor, VT?

As of early 2026, 60% of users say parking is easy

Is Windsor, VT quiet?

As of early 2026, 58% of users say it's quiet

Are neighbors friendly in Windsor, VT?

As of early 2026, 52% of users say neighbors are friendly

Do residents of Windsor, VT plan to stay at least 5 years?

As of early 2026, 36% of users say they plan to stay for at least 5 years

Are there community events in Windsor, VT?

As of early 2026, 20% of users say there are community events

What is 2133 Route 44 estimated to be worth?

Trulia's estimated value for 2133 Route 44 in Windsor, VT is $326,600 .

What is the price history for 2133 Route 44?

2133 Route 44 in Windsor, VT last sold for $185,000 in September 2010.

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 2133 Route 44?

The lot at 2133 Route 44 in Windsor, VT is about 1.1 acres .

OFF MARKET

$326,600

Trulia Estimate

Studio

2133 Route 44, Windsor, VT 05089

Est. Refi. Payment $2,271/mo*

Refinance Your Home

Currently Off Market - Sold Sep 30, 2010 for $185,000

Home Value

Trulia Estimate

$327K

Since last month

$5K (-1.6%)

Since last year

$600 (-0.2%)

Since last sale

$142K (+76.9%)

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 +78% in the last 10 years

Month	Estimated value
2026
August 2026	$327K
July 2026	$332K
June 2026	$334K
May 2026	$329K
April 2026	$348K
March 2026	$316K
February 2026	$338K
January 2026	$330K
2025
December 2025	$319K
November 2025	$343K
October 2025	$320K
September 2025	$317K
August 2025	$328K
July 2025	$332K
June 2025	$317K
May 2025	$298K
April 2025	$337K
March 2025	$295K
February 2025	$283K
January 2025	$320K
2024
December 2024	$310K
November 2024	$298K
October 2024	$319K
September 2024	$306K
August 2024	$340K
July 2024	$319K
June 2024	$314K
May 2024	$310K
April 2024	$309K
March 2024	$299K
February 2024	$289K
January 2024	$282K
2023
December 2023	$291K
November 2023	$303K
October 2023	$310K
September 2023	$310K
August 2023	$309K
July 2023	$305K
June 2023	$299K
May 2023	$278K
April 2023	$272K
March 2023	$267K
February 2023	$261K
January 2023	$258K
2022
December 2022	$263K
November 2022	$265K
October 2022	$270K
September 2022	$273K
August 2022	$273K
July 2022	$280K
June 2022	$285K
May 2022	$278K
April 2022	$269K
March 2022	$264K
February 2022	$259K
January 2022	$258K
2021
December 2021	$258K
November 2021	$260K
October 2021	$258K
September 2021	$257K
August 2021	$262K
July 2021	$264K
June 2021	$245K
May 2021	$215K
April 2021	$206K
March 2021	$209K
February 2021	$218K
January 2021	$222K
2020
December 2020	$233K
November 2020	$228K
October 2020	$219K
September 2020	$187K
August 2020	$200K
July 2020	$194K
June 2020	$195K
May 2020	$196K
April 2020	$200K
March 2020	$200K
February 2020	$199K
January 2020	$200K
2019
December 2019	$196K
November 2019	$193K
October 2019	$193K
September 2019	$196K
August 2019	$198K
July 2019	$189K
June 2019	$192K
May 2019	$189K
April 2019	$186K
March 2019	$180K
February 2019	$182K
January 2019	$183K
2018
December 2018	$188K
November 2018	$189K
October 2018	$191K
September 2018	$192K
August 2018	$192K
July 2018	$197K
June 2018	$192K
May 2018	$192K
April 2018	$192K
March 2018	$194K
February 2018	$187K
January 2018	$185K
2017
December 2017	$187K
November 2017	$186K
October 2017	$186K
September 2017	$185K
August 2017	$187K
July 2017	$187K
June 2017	$184K
May 2017	$187K
April 2017	$190K
March 2017	$188K
February 2017	$190K
January 2017	$189K
2016
December 2016	$184K
November 2016	$183K
October 2016	$181K
September 2016	$182K
August 2016	$184K

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	0.51	Single-Family Home	$400,000	12/19/25	4	2.5	2,272
245 Orchard Ln, Windsor, VT	1.29	Single-Family Home	$200,000	06/30/26		-	-
2085 US Route 5 South, Windsor, VT	1.50	Single-Family Home	$327,000	09/26/25	3	1	1,560
61 Kennedy Drive, Windsor, VT	1.55	Single-Family Home	$273,000	08/07/26	3	1	1,008
4 Bavier Avenue, Windsor, VT	1.43	Single-Family Home	$226,000	08/07/26	3	1	2,088
1 Dorrance Street, Windsor, VT	1.46	Single-Family Home	$315,000	11/21/25	2	1.5	1,649
21 Bavier Avenue, Windsor, VT	1.48	Single-Family Home	$256,500	11/14/25	3	1	1,232
16 Day Street, Windsor, VT	1.48	Single-Family Home	$94,900	12/04/25	2	1	660
26 Cherry St, Windsor, VT	1.61	Single-Family Home	$150,000	11/03/25		-	-
3 Cherry Street, Windsor, VT	1.69	Single-Family Home	$259,000	05/01/26	3	1	1,176

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	0.17	$299,000	2	1	1,152	For Sale
1804 Rte 44, Windsor, VT 05089	0.32	$316,300	2	2	1,500	Off Market
1807 Route 44, Windsor, VT 05089	0.32	$187,600	3	1.5	1,182	Off Market
108 Cubb Court, Windsor, VT 05089	0.34	$96,232	2	2	777	For Sale
23 Cubb Court, Windsor, VT 05089	0.34	$87,826	1	1	643	For Sale
333 Brook Road, Windsor, VT 05089	0.37	$326,600	4	1.5	1,008	Off Market
505 Back Mountain Road #14, Windsor, VT 05089	0.35	$99,000	1	1	240	For Sale
517 Back Mountain Road, Windsor, VT 05089	0.37	$96,232	2	2	777	Recently Sold
84 Cubb Court, Windsor, VT 05089	0.38	$98,995	3	2	880	Recently Sold
159 Estey Lane, Windsor, VT 05089	0.47	$291,800	2	2	1,154	Off Market
28 Bishops Loop, Windsor, VT 05089	0.46	$219,100	3	1.5	1,352	Off Market
39 Dairy Lane, Windsor, VT 05089	0.48	$371,800	2	1.5	1,296	Off Market

Local Information

Map ViewExplore the area around 2133 Route 44.
Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Lot Size

1.1 acres

About this House

This single-family home is located at 2133 Route 44, Windsor, VT. 2133 Route 44 is in Windsor, VT and in ZIP code 05089. This property has a lot size of 1.10 acres.

2133 Route 44, Windsor, VT 05089 is a studio single-family home. It last sold for $185,000 on Sep 30, 2010. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $326,600, with a rent estimate of $2,601/month.

Home Details for 2133 Route 44

Property Information
Property Type / Style Property Type: Single Family Home

Lot Information
Lot Area: 1.10 acres

Price and Tax history

Date	Event	Price
Sep 30, 2010 Source: N/A	Sold	$185,000
May 26, 2006 Source: N/A	Sold	$53,500

Year	Property tax	Tax assessment
2025	$6,576	$255,570

Additional Cost

Market trends in Windsor

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

Around this home

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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.
Resident
6y ago
"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."
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Frequently asked questions about 2133 Route 44

What is 2133 Route 44 estimated to be worth?
Trulia's estimated value for 2133 Route 44 in Windsor, VT is $326,600.
What is the price history for 2133 Route 44?
2133 Route 44 in Windsor, VT last sold for $185,000 in September 2010.
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 2133 Route 44?
The lot at 2133 Route 44 in Windsor, VT is about 1.1 acres.