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 239 US Route 5 S estimated to be worth?

Trulia's estimated value for 239 US Route 5 S in Windsor, VT is $298,200 .

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 239 US Route 5 S?

The closest schools to 239 US Route 5 S in Windsor, VT are Albert Bridge School (West Windsor) (Pre-K/Elementary), Windsor School (K-12, rated 4/10).

Does 239 US Route 5 S have laundry facilities?

Yes, 239 US Route 5 S in Windsor, VT has in-unit laundry.

OFF MARKET

$298,200

Trulia Estimate

5 Beds
2.5 Baths
2,163 sqft (on 1.10 acres)

239 US Route 5 S, Windsor, VT 05089

Est. Refi. Payment $2,084/mo*

Refinance Your Home

Home Value

Trulia Estimate

$298K

Since last month

$7K (-2.3%)

Since last year

$11K (-3.5%)

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 +48% in the last 10 years

Month	Estimated value
2026
August 2026	$295K
July 2026	$302K
June 2026	$308K
May 2026	$313K
April 2026	$299K
March 2026	$294K
February 2026	$294K
January 2026	$284K
2025
December 2025	$288K
November 2025	$288K
October 2025	$296K
September 2025	$303K
August 2025	$305K
July 2025	$304K
June 2025	$309K
May 2025	$287K
April 2025	$280K
March 2025	$282K
February 2025	$274K
January 2025	$269K
2024
December 2024	$281K
November 2024	$273K
October 2024	$271K
September 2024	$275K
August 2024	$271K
July 2024	$277K
June 2024	$277K
May 2024	$273K
April 2024	$267K
March 2024	$260K
February 2024	$249K
January 2024	$242K
2023
December 2023	$256K
November 2023	$261K
October 2023	$254K
September 2023	$257K
August 2023	$257K
July 2023	$271K
June 2023	$268K
May 2023	$260K
April 2023	$254K
March 2023	$249K
February 2023	$248K
January 2023	$247K
2022
December 2022	$249K
November 2022	$251K
October 2022	$252K
September 2022	$254K
August 2022	$253K
July 2022	$254K
June 2022	$252K
May 2022	$247K
April 2022	$241K
March 2022	$232K
February 2022	$219K
January 2022	$217K
2021
December 2021	$217K
November 2021	$217K
October 2021	$217K
September 2021	$212K
August 2021	$214K
July 2021	$215K
June 2021	$227K
May 2021	$226K
April 2021	$226K
March 2021	$236K
February 2021	$233K
January 2021	$221K
2020
December 2020	$222K
November 2020	$215K
October 2020	$195K
September 2020	$184K
August 2020	$207K
July 2020	$197K
June 2020	$194K
May 2020	$186K
April 2020	$191K
March 2020	$200K
February 2020	$201K
January 2020	$201K
2019
December 2019	$197K
November 2019	$195K
October 2019	$196K
September 2019	$212K
August 2019	$219K
July 2019	$219K
June 2019	$212K
May 2019	$204K
April 2019	$198K
March 2019	$196K
February 2019	$205K
January 2019	$204K
2018
December 2018	$212K
November 2018	$216K
October 2018	$216K
September 2018	$215K
August 2018	$214K
July 2018	$217K
June 2018	$212K
May 2018	$207K
April 2018	$211K
March 2018	$209K
February 2018	$214K
January 2018	$209K
2017
December 2017	$209K
November 2017	$249K
October 2017	$250K
September 2017	$250K
August 2017	$249K
July 2017	$249K
June 2017	$246K
May 2017	$266K
April 2017	$268K
March 2017	$265K
February 2017	$199K
January 2017	$192K
2016
December 2016	$200K
November 2016	$198K
October 2016	$197K
September 2016	$197K
August 2016	$199K

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
102-104 State Street, Windsor, VT	0.78	Multi-Family Home	$250,000	10/02/25	7	4	3,894
64 State Street, Windsor, VT	0.75	Multi-Family Home	$425,000	05/05/26		-	3,700
444 Winter St, Claremont, NH	5.50	Multi-Family Home	$137,400	10/16/25	4	2	988
110 Lafayette Street, Claremont, NH	6.75	Multi-Family Home	$300,000	04/16/26	6	2	2,160
7 and 7A Brownsville Road, Hartland, VT	5.51	Multi-Family Home	$560,000	10/20/25		-	2,525
236 North St, Claremont, NH	6.56	Multi-Family Home	$400,000	03/30/26	7	4	2,609
184 Sullivan Street, Claremont, NH	6.98	Multi-Family Home	$195,000	09/22/25	4	2	2,250
248 Main Street, Claremont, NH	6.72	Multi-Family Home	$175,000	01/15/26	3	2	1,405
110 Sullivan Street, Claremont, NH	7.09	Multi-Family Home	$298,000	04/16/26	6	3	2,708
36 Walnut St, Claremont, NH	7.25	Multi-Family Home	$258,000	04/03/26	4	3	2,138

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
357 Route 5, Windsor, VT 05089	0.10	-	-	-	-	Off Market
338 US Route 5 South, Windsor, VT 05089	0.11	$249,200	6	2	2,504	Off Market
145 The Plateau, Windsor, VT 05089	0.14	$1,399,000	4	3.5	4,000	For Sale
93 Belaski Road, Windsor, VT 05089	0.31	$565,000	3	3	2,368	Recently Sold
17 Maple Street, Windsor, VT 05089	0.33	$228,900	3	1	1,024	Off Market
8 Old Mill Pond Road, Windsor, VT 05089	0.32	$315,900	3	5	1,754	Off Market
6 Buena Vista Court, Windsor, VT 05089	0.35	$331,600	4	1.5	1,800	Off Market
4 Old Mill Pond Road #4, Windsor, VT 05089	0.35	$282,400	3	4	2,052	Off Market
31 Maple Street, Windsor, VT 05089	0.38	$221,800	3	1.5	1,900	Off Market
32 Clough Avenue, Windsor, VT 05089	0.40	$305,400	3	1.5	1,606	Off Market
25.5 Union Street, Windsor, VT 05089	0.44	$183,500	2	1	1,115	Off Market
9 Durkee Street, Windsor, VT 05089	0.46	$222,000	Studio	-	3,500	Off Market

Local Information

Map ViewExplore the area around 239 US Route 5 S.
Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Multi-Family

Year Built

1955

Lot Size

1.1 acres

Living Area

2,163 sqft

Price/Sqft

$138

Parking

Garage

About this House

This multi-family home is located at 239 US Route 5 S, Windsor, VT. 239 US Route 5 S is in Windsor, VT and in ZIP code 05089. This property has 5 bedrooms, 3 bathrooms and approximately 2,163 sqft of floor space. This property has a lot size of 1.10 acres and was built in 1955.

239 US Route 5 S, Windsor, VT 05089 is a 5 bedroom, 3 bathroom, 2,163 sqft multi-family built in 1955. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $298,200, with a rent estimate of $2,090/month.

Home Details for 239 US Route 5 S

Interior Features
Heating & Cooling Heating: Baseboard, Forced Air, Electric, Gas, OilHeating Fuel: Baseboard
Interior Details Types of Rooms: Dining Room
Appliances & Utilities DryerRefrigeratorWasher

Property Information
Year Built Year Built: 1955
Property Type / Style Property Type: Multi Family

Exterior Features
Parking & Garage GarageParking: Garage Detached

Lot Information
Lot Area: 1.10 acres

Price and Tax history

Date	Event	Price
Sep 21, 2017 Source: Agent Provided	ListingRemoved	$259,900
Sep 13, 2017 Source: Agent Provided	Listed For Sale	$259,900
Jul 12, 2017 Source: Agent Provided	ListingRemoved	$259,900
Jun 3, 2017 Source: Agent Provided	PriceChange	$259,900 Price decreased by 7%
Mar 11, 2017 Source: Agent Provided	Listed For Sale	$279,900

Year	Property tax	Tax assessment
2025	$7,504	$291,640

Additional Cost

Market trends in Windsor

Last updated July 2026

Avg. sale price

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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 239 US Route 5 S

What is 239 US Route 5 S estimated to be worth?
Trulia's estimated value for 239 US Route 5 S in Windsor, VT is $298,200.
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 239 US Route 5 S?
The closest schools to 239 US Route 5 S in Windsor, VT are Albert Bridge School (West Windsor) (Pre-K/Elementary), Windsor School (K-12, rated 4/10).
Does 239 US Route 5 S have laundry facilities?
Yes, 239 US Route 5 S in Windsor, VT has in-unit laundry.