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 Route 44 estimated to be worth?

Trulia's estimated value for Route 44 in Windsor, VT is $994,600 .

Is Windsor a buyer's or seller's market?

Windsor is currently a seller'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 Route 44?

The closest schools to Route 44 in Windsor, VT are Albert Bridge School (West Windsor) (Pre-K/Elementary, rated 6/10), Windsor School (K-12, rated 4/10).

How big is the lot at Route 44?

The lot at Route 44 in Windsor, VT is about 17.4 acres .

OFF MARKET

$994,600

Trulia Estimate

Studio

Route 44, Windsor, VT 05089

Refinance Your Home

Home Value

Trulia Estimate

$995K

Since last month

$68K (-6.3%)

Since last year

$275K (+38%)

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

Month	Estimated value
2026
November 2026	$999K
October 2026	$868K
September 2026	$1.07M
August 2026	$960K
July 2026	$909K
June 2026	$927K
May 2026	$993K
April 2026	$1M
March 2026	$974K
February 2026	$1.14M
January 2026	$785K
2025
December 2025	$784K
November 2025	$822K
October 2025	$724K
June 2025	$693K
April 2025	$763K
March 2025	$705K
February 2025	$548K
January 2025	$718K
2024
September 2024	$540K
August 2024	$548K
July 2024	$697K
March 2024	$588K
February 2024	$607K
January 2024	$518K
2023
October 2023	$679K
September 2023	$722K
August 2023	$741K
July 2023	$796K
June 2023	$631K
2022
May 2022	$796K
April 2022	$785K
March 2022	$739K
February 2022	$665K
January 2022	$700K
2021
November 2021	$708K
October 2021	$717K
September 2021	$699K
August 2021	$725K
July 2021	$778K
June 2021	$705K
May 2021	$638K
April 2021	$655K
March 2021	$612K
February 2021	$573K
January 2021	$598K
2020
December 2020	$574K
November 2020	$589K
October 2020	$586K
September 2020	$645K
August 2020	$670K
July 2020	$634K
June 2020	$582K
May 2020	$624K
April 2020	$641K
March 2020	$664K
February 2020	$664K
January 2020	$667K
2019
December 2019	$659K
November 2019	$624K
October 2019	$555K

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
16 Day Street, Windsor, VT	1.06	Single-Family Home	$94,900	12/04/25	2	1	660
16 Ascutney St, Windsor, VT	1.32	Single-Family Home	$227,940	05/04/26		-	-
1 Dorrance Street, Windsor, VT	1.09	Single-Family Home	$315,000	11/21/25	2	1.5	1,649
143 Ascutney Street, Windsor, VT	1.12	Single-Family Home	$354,000	10/14/26	2	1.5	1,092
4 Bavier Avenue, Windsor, VT	1.12	Single-Family Home	$226,000	08/07/26	3	1	2,088
24 Cherry Street, Windsor, VT	1.13	Single-Family Home	$235,000	09/30/26	3	1	1,095
21 Bavier Avenue, Windsor, VT	1.21	Single-Family Home	$256,500	11/14/25	3	1	1,232
3 Cherry Street, Windsor, VT	1.26	Single-Family Home	$259,000	05/01/26	3	1	1,176
74 Ascutney St, Windsor, VT	1.33	Single-Family Home	$260,000	07/27/26	4	1.5	1,176
74 Union Street, Windsor, VT	1.41	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
Delano Rd, Windsor, VT 05089	0.06	-	-	-	-	Off Market
127 Mountains Edge Road #210, Brownsville, VT 05037	0.12	$355,200	3	3	1,605	Off Market
000 Marton Road, Windsor, VT 05089	0.17	$95,000	-	-	-	For Sale
343 Auger Hole Road, Reading, VT 05062	0.18	$1,650,000	3	2.5	4,144	For Sale
70 Mountains Edge Road #601, Brownsville, VT 05037	0.18	$369,900	3	2.5	800	For Sale
499 Camp Rd, Windsor, VT 05089	0.23	$708,300	Studio	-	-	Off Market
836 Camp Rd, Windsor, VT 05089	0.23	$786,700	Studio	-	-	Off Market
1335 Hunt Rd, Windsor, VT 05089	0.29	$642,800	Studio	-	-	Off Market
Hoisington Rd, Windsor, VT 05089	0.30	-	-	-	-	Off Market
257 Herbert Hill Rd, Windsor, VT 05089	0.39	$554,700	Studio	-	-	Off Market
61 Herbert Hill Rd, Windsor, VT 05089	0.39	$613,400	3	3	2,088	Off Market
1587 Hunt Rd, Windsor, VT 05089	0.42	$794,700	3	5	4,019	Off Market
255 Deerview Rd, Windsor, VT 05089	0.43	$584,100	Studio	-	-	Off Market
655 Deerview Rd, Windsor, VT 05089	0.46	-	Studio	-	-	Off Market
148 Hewett Rd, Windsor, VT 05089	0.52	$586,500	Studio	-	-	Off Market
889 Hunt Rd, Windsor, VT 05089	0.52	$518,100	3	2	1,750	Off Market
1292 Hunt Rd, Windsor, VT 05089	0.54	$354,200	Studio	-	-	Off Market
1965 Hunt Rd, Windsor, VT 05089	0.56	$843,600	Studio	-	-	Off Market
1801 Hunt Rd, Windsor, VT 05089	0.59	$407,400	3	2	1,700	Off Market
1672 Hunt Rd, Windsor, VT 05089	0.59	$1,218,500	8	4.5	5,265	Off Market

Local Information

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

-- mins to

Commute Destination

Home Highlights

Single-Family Home

17.36 acre lot

About this House

This single-family home is located at Route 44, Windsor, VT. Route 44 is in Windsor, VT and in ZIP code 05089. This property has a lot size of 17.36 acres.

Route 44, Windsor, VT 05089 is a studio single-family home. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $994,600, with a rent estimate of $3,305/month.

Home Details for Route 44

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

Lot Information
Lot Area: 17.36 acres

Price and Tax history

Year	Property tax	Tax assessment
2025	$15,294	$957,500

Home facts updated by county records

Additional Cost

Market trends in Windsor

Last updated September 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

2MoM

Sourced by Trulia Market Trends

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 Route 44

What is Route 44 estimated to be worth?
Trulia's estimated value for Route 44 in Windsor, VT is $994,600.
Is Windsor a buyer's or seller's market?
Windsor is currently a seller'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 Route 44?
The closest schools to Route 44 in Windsor, VT are Albert Bridge School (West Windsor) (Pre-K/Elementary, rated 6/10), Windsor School (K-12, rated 4/10).
How big is the lot at Route 44?
The lot at Route 44 in Windsor, VT is about 17.4 acres.