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 39 Channing Dr estimated to be worth?

Trulia's estimated value for 39 Channing Dr in Windsor, VT is $310,400 .

What is the price history for 39 Channing Dr?

39 Channing Dr in Windsor, VT last sold for $245,000 in August 2021.

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 .

How big is the lot at 39 Channing Dr?

The lot at 39 Channing Dr in Windsor, VT is about 0.33 acres (14,375 sq ft).

OFF MARKET

$310,400

Trulia Estimate

Studio

39 Channing Dr, Windsor, VT 05089

Refinance Your Home

Currently Off Market - Sold Aug 6, 2021 for $245,000

Home Value

Trulia Estimate

$310K

Since last month

$900 (-0.3%)

Since last year

$2K (+0.6%)

Since last sale

$65K (+26.4%)

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 +129% in the last 10 years

Month	Estimated value
2026
November 2026	$310K
October 2026	$303K
September 2026	$311K
August 2026	$309K
July 2026	$321K
June 2026	$319K
May 2026	$321K
April 2026	$317K
March 2026	$314K
February 2026	$307K
January 2026	$303K
2025
December 2025	$310K
November 2025	$311K
October 2025	$308K
September 2025	$311K
August 2025	$314K
July 2025	$315K
June 2025	$323K
May 2025	$318K
April 2025	$319K
March 2025	$314K
February 2025	$302K
January 2025	$307K
2024
December 2024	$301K
November 2024	$310K
October 2024	$315K
September 2024	$303K
August 2024	$308K
July 2024	$303K
June 2024	$306K
May 2024	$302K
April 2024	$297K
March 2024	$291K
February 2024	$283K
January 2024	$281K
2023
December 2023	$285K
November 2023	$290K
October 2023	$294K
September 2023	$295K
August 2023	$297K
July 2023	$294K
June 2023	$294K
May 2023	$292K
April 2023	$285K
March 2023	$282K
February 2023	$284K
January 2023	$283K
2022
December 2022	$295K
November 2022	$278K
October 2022	$274K
September 2022	$272K
August 2022	$268K
July 2022	$271K
June 2022	$266K
May 2022	$268K
April 2022	$270K
March 2022	$269K
February 2022	$262K
January 2022	$260K
2021
December 2021	$257K
November 2021	$255K
October 2021	$252K
September 2021	$250K
August 2021	$247K
July 2021	$230K
June 2021	$228K
May 2021	$171K
April 2021	$167K
March 2021	$153K
February 2021	$156K
January 2021	$154K
2020
December 2020	$161K
November 2020	$158K
October 2020	$151K
September 2020	$154K
August 2020	$149K
July 2020	$154K
June 2020	$155K
May 2020	$133K
April 2020	$147K
March 2020	$171K
February 2020	$170K
January 2020	$171K
2019
December 2019	$169K
November 2019	$165K
October 2019	$165K
September 2019	$161K
August 2019	$158K
July 2019	$159K
June 2019	$156K
May 2019	$153K
April 2019	$154K
March 2019	$152K
February 2019	$147K
January 2019	$151K
2018
December 2018	$155K
November 2018	$149K
October 2018	$144K
September 2018	$149K
August 2018	$154K
July 2018	$153K
June 2018	$146K
May 2018	$148K
April 2018	$143K
March 2018	$151K
February 2018	$139K
January 2018	$131K
2017
December 2017	$157K
November 2017	$158K
October 2017	$151K
September 2017	$146K
August 2017	$141K
July 2017	$138K
June 2017	$138K
May 2017	$137K
April 2017	$137K
March 2017	$137K
February 2017	$136K
January 2017	$136K
2016
December 2016	$136K
November 2016	$135K

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
58 Morningside Drive, Windsor, VT	0.14	Single-Family Home	$395,900	11/13/25	3	1.5	1,680
473 Taylor Drive, Windsor, VT	0.27	Single-Family Home	$426,000	01/23/26	4	2.5	1,832
223 Taylor Drive, Windsor, VT	0.48	Single-Family Home	$530,000	04/03/26	4	2.5	2,468
70-74 State Street, Windsor, VT	0.97	Single-Family Home	$115,000	12/10/25	5	3.5	4,011
74 Union Street, Windsor, VT	1.17	Single-Family Home	$319,000	07/23/26	4	2	2,142
36 Central St, Windsor, VT	1.27	Single-Family Home	$328,125	08/04/26		-	-
17-19 Main St, Windsor, VT	1.13	Single-Family Home	$280,000	08/10/26		-	-
18 Central St, Windsor, VT	1.19	Single-Family Home	$335,625	08/04/26		-	-
5763 State St, Windsor, VT	1.02	Single-Family Home	$515,625	08/04/26		-	-
10 McKenzie Drive, Windsor, VT	1.24	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
21 Channing Dr, Windsor, VT 05089	0.02	$280,400	Studio	-	-	Off Market
61 Channing Drive, Windsor, VT 05089	0.02	$349,000	3	1	1,298	For Sale
44 Channing Dr, Windsor, VT 05089	0.03	$311,900	Studio	-	-	Off Market
39 Huntington Drive, Windsor, VT 05089	0.05	$366,900	3	1	2,160	Off Market
85 Channing Dr, Windsor, VT 05089	0.05	$389,400	Studio	-	-	Off Market
70 Channing Dr, Windsor, VT 05089	0.05	$312,000	Studio	-	-	Off Market
63 Huntington Dr, Windsor, VT 05089	0.05	$277,100	3	2	960	Off Market
109 Morningside Drive, Windsor, VT 05089	0.06	$308,700	3	1.5	1,550	Off Market
128 Morningside Dr, Windsor, VT 05089	0.06	$364,700	3	3	1,540	Off Market
30 Huntington Dr, Windsor, VT 05089	0.06	-	-	-	-	Off Market
83 Huntington Dr, Windsor, VT 05089	0.07	$310,800	Studio	-	-	Off Market
111 Channing Dr, Windsor, VT 05089	0.07	$374,100	Studio	-	-	Off Market
97 Morningside Dr, Windsor, VT 05089	0.07	$296,300	Studio	-	-	Off Market
108 Morningside Dr, Windsor, VT 05089	0.07	$339,600	Studio	-	-	Off Market
116 Channing Dr, Windsor, VT 05089	0.08	$347,600	3	2.5	1,528	Off Market
222 Paradise Dr, Windsor, VT 05089	0.09	$675,900	Studio	-	-	Off Market
145 Channing Dr, Windsor, VT 05089	0.09	$626,100	Studio	-	-	Off Market
113 Huntington Dr, Windsor, VT 05089	0.09	$308,800	3	1.5	1,528	Off Market
86 Morningside Dr, Windsor, VT 05089	0.09	$371,500	Studio	-	-	Off Market
69 Morningside Drive, Windsor, VT 05089	0.10	$344,700	3	2	1,242	Off Market

Local Information

Map ViewExplore the area around 39 Channing Dr.
Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

0.33 acre lot

About this House

This single-family home is located at 39 Channing Dr, Windsor, VT. 39 Channing Dr is in Windsor, VT and in ZIP code 05089. This property has a lot size of 0.33 acres.

39 Channing Dr, Windsor, VT 05089 is a studio single-family home. It last sold for $245,000 on Aug 6, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $310,400, with a rent estimate of $2,570/month.

Home Details for 39 Channing Dr

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

Lot Information
Lot Area: 0.33 acres

Price and Tax history

Date	Event	Price
Aug 6, 2021 Source: PrimeMLS #4866511	Sold	$245,000
Jun 18, 2021 Source: PrimeMLS #4866511	Contingent	$235,000
Jun 14, 2021 Source: PrimeMLS #4866511	Listed For Sale	$235,000
Sep 2, 2014 Source: N/A	Sold	$130,000

Year	Property tax	Tax assessment
2025	$5,923	$230,190

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 39 Channing Dr

What is 39 Channing Dr estimated to be worth?
Trulia's estimated value for 39 Channing Dr in Windsor, VT is $310,400.
What is the price history for 39 Channing Dr?
39 Channing Dr in Windsor, VT last sold for $245,000 in August 2021.
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.
How big is the lot at 39 Channing Dr?
The lot at 39 Channing Dr in Windsor, VT is about 0.33 acres (14,375 sq ft).