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 16 Dewey Ave estimated to be worth?

Trulia's estimated value for 16 Dewey Ave in Windsor, VT is $315,600 .

What is the price history for 16 Dewey Ave?

16 Dewey Ave in Windsor, VT last sold for $160,000 in December 2012.

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

Windsor is currently a balanced 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 16 Dewey Ave?

The lot at 16 Dewey Ave in Windsor, VT is about 0.59 acres (25,699 sq ft).

OFF MARKET

$315,600

Trulia Estimate

3 Beds
2 Baths
1,744 sqft (on 0.59 acres)

16 Dewey Ave, Windsor, VT 05089

Refinance Your Home

Currently Off Market - Sold Dec 3, 2012 for $160,000

Home Value

Trulia Estimate

$316K

Since last month

$21K (-6.1%)

Since last year

$8K (-2.4%)

Since last sale

$156K (+97.3%)

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 +96% in the last 10 years

Month	Estimated value
2026
November 2026	$316K
October 2026	$329K
September 2026	$336K
August 2026	$334K
July 2026	$339K
June 2026	$348K
May 2026	$346K
April 2026	$334K
March 2026	$333K
February 2026	$321K
January 2026	$319K
2025
December 2025	$319K
November 2025	$324K
October 2025	$323K
September 2025	$331K
August 2025	$340K
July 2025	$347K
June 2025	$352K
May 2025	$340K
April 2025	$330K
March 2025	$323K
February 2025	$318K
January 2025	$317K
2024
December 2024	$317K
November 2024	$320K
October 2024	$325K
September 2024	$323K
August 2024	$321K
July 2024	$321K
June 2024	$319K
May 2024	$322K
April 2024	$310K
March 2024	$304K
February 2024	$298K
January 2024	$299K
2023
December 2023	$293K
November 2023	$305K
October 2023	$314K
September 2023	$314K
August 2023	$316K
July 2023	$309K
June 2023	$297K
May 2023	$302K
April 2023	$294K
March 2023	$286K
February 2023	$276K
January 2023	$270K
2022
December 2022	$273K
November 2022	$277K
October 2022	$279K
September 2022	$280K
August 2022	$282K
July 2022	$284K
June 2022	$283K
May 2022	$279K
April 2022	$269K
March 2022	$260K
February 2022	$248K
January 2022	$247K
2021
December 2021	$248K
November 2021	$248K
October 2021	$247K
September 2021	$245K
August 2021	$247K
July 2021	$243K
June 2021	$228K
May 2021	$202K
April 2021	$201K
March 2021	$192K
February 2021	$192K
January 2021	$191K
2020
December 2020	$187K
November 2020	$184K
October 2020	$188K
September 2020	$183K
August 2020	$185K
July 2020	$184K
June 2020	$181K
May 2020	$175K
April 2020	$171K
March 2020	$180K
February 2020	$180K
January 2020	$181K
2019
December 2019	$181K
November 2019	$179K
October 2019	$181K
September 2019	$177K
August 2019	$177K
July 2019	$175K
June 2019	$177K
May 2019	$177K
April 2019	$173K
March 2019	$166K
February 2019	$164K
January 2019	$164K
2018
December 2018	$165K
November 2018	$167K
October 2018	$167K
September 2018	$171K
August 2018	$170K
July 2018	$177K
June 2018	$170K
May 2018	$169K
April 2018	$166K
March 2018	$170K
February 2018	$175K
January 2018	$170K
2017
December 2017	$168K
November 2017	$173K
October 2017	$170K
September 2017	$170K
August 2017	$173K
July 2017	$168K
June 2017	$170K
May 2017	$169K
April 2017	$169K
March 2017	$168K
February 2017	$164K
January 2017	$163K
2016
December 2016	$162K
November 2016	$161K

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
74 Union Street, Windsor, VT	0.22	Single-Family Home	$319,000	07/23/26	4	2	2,142
74 Ascutney St, Windsor, VT	0.34	Single-Family Home	$260,000	07/27/26	4	1.5	1,176
3 Cherry Street, Windsor, VT	0.38	Single-Family Home	$259,000	05/01/26	3	1	1,176
51 Central St, Windsor, VT	0.64	Single-Family Home	$33,500	04/30/26	3	2	1,550
70-74 State Street, Windsor, VT	0.34	Single-Family Home	$115,000	12/10/25	5	3.5	4,011
1 Dorrance Street, Windsor, VT	0.59	Single-Family Home	$315,000	11/21/25	2	1.5	1,649
24 Cherry Street, Windsor, VT	0.42	Single-Family Home	$235,000	09/30/26	3	1	1,095
5 Clough Avenue, Windsor, VT	0.35	Single-Family Home	$339,000	10/02/26	3	1	1,392
93 Belaski Road, Windsor, VT	0.52	Single-Family Home	$565,000	08/17/26	3	3	2,368
4 Bavier Avenue, Windsor, VT	0.62	Single-Family Home	$226,000	08/07/26	3	1	2,088

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
20 Dewey Ave, Windsor, VT 05089	0.03	$226,700	Studio	-	-	Off Market
15 Dewey Ave, Windsor, VT 05089	0.03	$165,800	Studio	-	-	Off Market
9 Dewey Ave, Windsor, VT 05089	0.03	$217,600	2	1	1,000	Off Market
11 Dewey Ave, Windsor, VT 05089	0.04	$306,300	Studio	-	-	Off Market
141 State St, Windsor, VT 05089	0.04	$287,300	Studio	-	-	Off Market
139 State St, Windsor, VT 05089	0.04	$326,400	Studio	-	-	Off Market
151 State St, Windsor, VT 05089	0.04	$263,800	Studio	-	-	Off Market
145 State St, Windsor, VT 05089	0.04	$234,800	Studio	-	-	Off Market
17 Dewey Avenue, Windsor, VT 05089	0.04	$205,200	3	1	1,523	Off Market
7 Dewey Ave, Windsor, VT 05089	0.04	$239,700	Studio	-	-	Off Market
155 State St, Windsor, VT 05089	0.05	$135,700	Studio	-	-	Off Market
18 Dewey Ave, Windsor, VT 05089	0.05	$148,200	Studio	-	-	Off Market
159 State St, Windsor, VT 05089	0.06	$235,600	3	1	1,514	Off Market
6 Dewey Ave, Windsor, VT 05089	0.06	$139,000	Studio	-	-	Off Market
153 State Street, Windsor, VT 05089	0.06	$254,500	4	1.5	1,600	Off Market
21 Dewey Ave, Windsor, VT 05089	0.07	$275,100	Studio	-	-	Off Market
157 State St, Windsor, VT 05089	0.07	$238,700	Studio	-	-	Off Market
25 Dewey Ave, Windsor, VT 05089	0.07	$137,100	Studio	-	-	Off Market
135 State St, Windsor, VT 05089	0.07	$242,500	Studio	-	-	Off Market
16 Ascutney St, Windsor, VT 05089	0.07	$227,940	Studio	-	-	Recently Sold

Local Information

Map ViewExplore the area around 16 Dewey Ave.
Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1917

0.59 acre lot

1,744 sqft

$181/sqft

About this House

FULLY APPLIANCED KITCHEN W/PANTRY, FORMAL DR W/BUILT-IN HUTCH, FIREPLACED LR, HARDWOOD FLOORS, SCREENED PORCH, DETAILED NATURAL WOODWORK W/ORIGINAL HARDWARE, RECENT UPDATES INCLUDE FURNACE, ROOF, WIRING, ETC. MOVE-IN CONDITION, PRIVATE LOCATION, WALK TO TOWN LOCATION, WELL WORTH A LOOK.

16 Dewey Ave, Windsor, VT 05089 is a 3 bedroom, 2 bathroom, 1,744 sqft single-family home built in 1917. It last sold for $160,000 on Dec 3, 2012. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $315,600, with a rent estimate of $2,625/month.

Home Details for 16 Dewey Ave

Property Information
Year Built Year Built: 1917
Property Type / Style Property Type: Single Family Home

Lot Information
Lot Area: 0.59 acres

Price and Tax history

Date	Event	Price
Dec 3, 2012 Source: N/A	Sold	$160,000
Aug 30, 2012 Source: Agent Provided	ListingRemoved	$164,000
Aug 1, 2012 Source: Agent Provided	Listed For Sale	$164,000

Year	Property tax	Tax assessment
2025	$5,941	$230,890

Additional Cost

Market trends in Windsor

Last updated October 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

6MoM

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 16 Dewey Ave

What is 16 Dewey Ave estimated to be worth?
Trulia's estimated value for 16 Dewey Ave in Windsor, VT is $315,600.
What is the price history for 16 Dewey Ave?
16 Dewey Ave in Windsor, VT last sold for $160,000 in December 2012.
Is Windsor a buyer's or seller's market?
Windsor is currently a balanced 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 16 Dewey Ave?
The lot at 16 Dewey Ave in Windsor, VT is about 0.59 acres (25,699 sq ft).