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 3442 County Rd estimated to be worth?

Trulia's estimated value for 3442 County Rd in Windsor, VT is $2,108,600 .

What is the price history for 3442 County Rd?

3442 County Rd in Windsor, VT last sold for $1,000,100 in December 2011.

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 3442 County Rd?

The lot at 3442 County Rd in Windsor, VT is about 0.01 acres (605 sq ft).

OFF MARKET

$2,108,600

Trulia Estimate

3 Beds
4 Baths
4,300 sqft

3442 County Rd, Windsor, VT 05089

Est. Refi. Payment $15,016/mo*

Refinance Your Home

Currently Off Market - Sold Dec 20, 2011 for $1,000,100

Home Value

Trulia Estimate

$2.11M

Since last month

$7K (-0.3%)

Since last year

$110K (+5.5%)

Since last sale

$1M (+110.8%)

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 +137% in the last 10 years

Month	Estimated value
2026
September 2026	$2.11M
August 2026	$2.12M
July 2026	$2.08M
June 2026	$2.14M
May 2026	$2.08M
April 2026	$2.13M
March 2026	$2.42M
February 2026	$2.37M
January 2026	$2.17M
2025
December 2025	$2.17M
November 2025	$2.18M
October 2025	$2.19M
September 2025	$2M
August 2025	$2.12M
July 2025	$2.11M
June 2025	$2.09M
May 2025	$2.15M
April 2025	$2.16M
March 2025	$2.07M
February 2025	$2.08M
January 2025	$2.12M
2024
December 2024	$2.08M
November 2024	$2.02M
October 2024	$2.22M
September 2024	$2.13M
August 2024	$2.14M
July 2024	$2.08M
June 2024	$2.05M
May 2024	$2.14M
April 2024	$2.06M
March 2024	$2.06M
February 2024	$2.02M
January 2024	$1.85M
2023
December 2023	$1.91M
November 2023	$1.84M
October 2023	$1.94M
September 2023	$1.96M
August 2023	$1.94M
July 2023	$1.93M
June 2023	$1.78M
May 2023	$1.84M
April 2023	$1.79M
March 2023	$1.76M
February 2023	$1.74M
January 2023	$1.75M
2022
December 2022	$1.78M
November 2022	$1.77M
October 2022	$1.8M
September 2022	$1.78M
August 2022	$1.79M
July 2022	$1.87M
June 2022	$1.91M
May 2022	$1.86M
April 2022	$1.83M
March 2022	$1.81M
February 2022	$1.75M
January 2022	$1.72M
2021
December 2021	$1.75M
November 2021	$1.72M
October 2021	$1.7M
September 2021	$1.67M
August 2021	$1.67M
July 2021	$1.64M
June 2021	$1.59M
May 2021	$1.23M
April 2021	$1.17M
March 2021	$1.27M
February 2021	$1.19M
January 2021	$1.19M
2020
December 2020	$1.4M
November 2020	$1.4M
October 2020	$1.38M
September 2020	$1M
August 2020	$1.17M
July 2020	$1.21M
June 2020	$1.16M
May 2020	$1.17M
April 2020	$1.13M
March 2020	$1.1M
February 2020	$1.1M
January 2020	$1.08M
2019
December 2019	$1.07M
November 2019	$1.07M
October 2019	$1.11M
September 2019	$1.2M
August 2019	$1.24M
July 2019	$1.22M
June 2019	$1.14M
May 2019	$1.17M
April 2019	$1.08M
March 2019	$1.04M
February 2019	$1.1M
January 2019	$1.14M
2018
December 2018	$1.15M
November 2018	$1.14M
October 2018	$1.13M
September 2018	$1.24M
August 2018	$1.2M
July 2018	$1.16M
June 2018	$1.17M
May 2018	$1.1M
April 2018	$1.08M
March 2018	$1.22M
February 2018	$1.17M
January 2018	$1.08M
2017
December 2017	$1.17M
November 2017	$1.15M
October 2017	$1.1M
September 2017	$1.17M
August 2017	$1.17M
July 2017	$1.23M
June 2017	$1.34M
May 2017	$1.29M
April 2017	$1.3M
March 2017	$1.24M
February 2017	$893K
January 2017	$892K
2016
December 2016	$890K
November 2016	$886K
October 2016	$898K
September 2016	$890K

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
3361 County Road, Windsor, VT	0.51	Single-Family Home	$500,000	12/19/25	3	2.5	1,452
2545 County Road, Windsor, VT	0.79	Single-Family Home	$230,000	11/24/25	3	2	2,289
2799 County Road, Windsor, VT	0.71	Single-Family Home	$304,000	09/21/26	2	1	1,898
2505 County Road, Windsor, VT	0.87	Single-Family Home	$299,000	09/30/25	2	1	1,332
223 Taylor Drive, Windsor, VT	1.81	Single-Family Home	$530,000	04/03/26	4	2.5	2,468
1643 Hammond Hill Road, West Windsor, VT	1.94	Single-Family Home	$573,000	12/05/25	3	3	2,680
15 Rt. 5 North, Windsor, VT	1.16	Single-Family Home	$302,000	09/25/26	2	1	783
10 Bischoff Lane, Hartland, VT	2.07	Single-Family Home	$1,475,000	12/30/25	4	5.5	3,680
17 Route 12, Hartland, VT	2.00	Single-Family Home	$475,000	11/04/25	3	2.5	2,152
5 Brownsville Road, Hartland, VT	1.93	Single-Family Home	$387,000	04/30/26	3	2	1,932

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
3223 County Road, Windsor, VT 05089	0.50	$832,700	4	2	2,238	Off Market
3361 County Road, Windsor, VT 05089	0.51	$500,000	3	2.5	1,452	Recently Sold
2799 County Road, Windsor, VT 05089	0.71	$304,000	2	1	1,898	Recently Sold
152 Rice Road, Hartland, VT 05048	0.76	$506,600	4	2	2,044	Off Market
2545 County Road, Windsor, VT 05089	0.79	$237,100	3	2	2,289	Off Market
2485 County Road, Windsor, VT 05089	0.79	$253,400	3	1	991	Off Market
2305 County Road, Windsor, VT 05089	0.85	$402,400	2	2	938	Off Market
2505 County Road, Windsor, VT 05089	0.87	$309,700	2	1	1,332	Off Market
65 County Road, Hartland, VT 05048	0.97	$1,131,200	4	3.5	4,087	Off Market
480 Route 5, Springfield, VT 05156	1.04	$484,300	4	2.5	2,688	Off Market
104 Route 5, Hartland, VT 05048	1.06	-	-	-	-	Off Market
54 Hillside Drive, Windsor, VT 05089	1.07	$274,900	3	1	1,300	Off Market

Local Information

Map ViewExplore the area around 3442 County Rd.
Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1945

4,300 sqft

$490/sqft

About this House

600 acres of pristine VT country encompassing an abundance of rural treasures including views, pastures, 4 ponds, a wildlife preserve, forests and Bashon Brook. An equestrian dream property boasting an exceptional 2 story barn with 4 stalls, 3 paddocks and extensive trails that adjoin the GMHA and VAST systems. A fully renovated, enlarged farmhouse offering exceptional charm and warmth for entertaining, serenity, and family gatherings. Includes 3 car garage, equipment sheds, gardens, and large lawn.

3442 County Rd, Windsor, VT 05089 is a 3 bedroom, 4 bathroom, 4,300 sqft single-family home built in 1945. It last sold for $1,000,100 on Dec 20, 2011. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,108,600, with a rent estimate of $3,071/month.

Home Details for 3442 County Rd

Property Information
Year Built Year Built: 1945
Property Type / Style Property Type: Single Family Home

Lot Information
Lot Area: 605 sqft

Price and Tax history

Date	Event	Price
Dec 20, 2011 Source: N/A	Sold	$1,000,100
Aug 10, 2011 Source: Agent Provided	ListingRemoved	$1,399,000
Jun 29, 2011 Source: Agent Provided	PriceChange	$1,399,000 Price decreased by 7%
Feb 26, 2011 Source: Agent Provided	PriceChange	$1,499,000 Price decreased by 6%
Jul 11, 2010 Source: Agent Provided	Listed For Sale	$1,590,000
Apr 24, 2000 Source: N/A	Sold	$140,000

Year	Property tax	Tax assessment
2025	$38,808	$1,513,340

Additional Cost

Market trends in Windsor

Last updated August 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

3MoM

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 3442 County Rd

What is 3442 County Rd estimated to be worth?
Trulia's estimated value for 3442 County Rd in Windsor, VT is $2,108,600.
What is the price history for 3442 County Rd?
3442 County Rd in Windsor, VT last sold for $1,000,100 in December 2011.
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 3442 County Rd?
The lot at 3442 County Rd in Windsor, VT is about 0.01 acres (605 sq ft).