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 14 Pine St estimated to be worth?

Trulia's estimated value for 14 Pine St in Windsor, VT is $388,800 .

What is the price history for 14 Pine St?

14 Pine St in Windsor, VT last sold for $105,000 in September 2001.

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 14 Pine St?

The lot at 14 Pine St in Windsor, VT is about 0.16 acres (6,969 sq ft).

OFF MARKET

14 Pine St
Windsor, VT 05089

Studio

$388,800

Trulia Estimate

as of Aug 9, 2026

$388,800

Trulia Estimate

as of Aug 9, 2026

Studio

Local Information

Map ViewExplore the area around 14 Pine St.
Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

About this House

This single-family home is located at 14 Pine St, Windsor, VT. 14 Pine St is in Windsor, VT and in ZIP code 05089. This property has a lot size of 6969 sqft.

14 Pine St, Windsor, VT 05089 is a studio single-family home. It last sold for $105,000 on Sep 13, 2001. It is currently off market. The Trulia Estimate is $388,800, with a rent estimate of $2,475/month.

Home Details for 14 Pine St

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

Lot Information
Lot Area: 6969 sqft

Price History for 14 Pine St

Date	Price	Event	Source
09/13/2001	$105,000	Sold	N/A
Recording Date 09/13/2001 Contract Date 09/12/2001 County Transfer Tax N/A Total Transfer Tax $563

Market trends in Windsor

Last updated June 2026

Avg. sale price

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Sale-to-List Price

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Price per sq ft

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Available listings

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Property Tax and Assessment

Year	2024
Tax
Assessment	$360,860

Home facts updated by county records

Comparable Sales for 14 Pine St

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
70-74 State Street, Windsor, VT	0.10	Single-Family Home	$115,000	12/10/25	5	3.5	4,011
38 Jarvis Street, Windsor, VT	0.45	Single-Family Home	$139,000	06/10/26	1	1	768
33 Central St, Windsor, VT	0.37	Single-Family Home	$35,000	09/08/25	3	2	1,436
9 Main Street, Windsor, VT	0.27	Single-Family Home	$200,001	08/28/25	4	1.5	2,310
31 Maple Street, Windsor, VT	0.45	Single-Family Home	$215,000	10/06/25	3	1.5	1,900
10 McKenzie Drive, Windsor, VT	0.41	Single-Family Home	$271,000	11/13/25	3	1.5	1,320
6870 Jarvis St, Windsor, VT	0.43	Single-Family Home	$165,000	01/29/26		-	-
19 1/2 Union St, Windsor, VT	0.41	Single-Family Home	$63,200	06/10/26		-	-
1214 State St, Windsor, VT	0.19	Single-Family Home	$222,030	07/01/26		-	-
66 Union Street, Windsor, VT	0.41	Single-Family Home	$219,000	09/02/25	3	2	1,743

Nearby homes

Get a sense of prices in the area by checking nearby homes.

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OFF MARKET
Est. $406,700
3 bd
1.5 ba
2,273 sqft
18 Pine Street,
Windsor, VT 05089
PrimeMLS, Closed
FOR SALE
$442,999
3 bd
2 ba
1,961 sqft
6 Pine Street,
Windsor, VT 05089
PrimeMLS, Active
FOR SALE
0.48 ACRES
$500,000
6 bd
4 ba
4,933 sqft
2 Pine Street,
Windsor, VT 05089
PrimeMLS, Active
OFF MARKET
Est. $405,400
6 bd
5 ba
3,176 sqft
40 Village Green,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
MAY 5, 2026
$425,000
3,700 sqft
64 State Street,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
DEC 10, 2025
$115,000
5 bd
3.5 ba
4,011 sqft
70-74 State Street,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $908,400
9 bd
8.5 ba
6,232 sqft
26 Main Street,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $255,900
6 bd
1.5 ba
2,880 sqft
100 State Street,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $300,900
7 bd
4 ba
3,894 sqft
102-104 State Street,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $541,200
4 bd
3 ba
3,024 sqft
29 Main Street,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $357,300
5 bd
4 ba
4,096 sqft
108 Main Street,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $460,400
4 bd
2 ba
3,146 sqft
25 Main Street,
Windsor, VT 05089
PrimeMLS, Closed

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Additional Cost

Assigned Schools

These are the assigned schools for 14 Pine St.

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."
0
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LGBTQ Local Legal Protections

Apartments for Rent

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$1,325/mo
1 bd
1 ba
9 State Street | 9 State St,
Windsor, VT 05089
$1,325 - $1,350/mo
1 bd
1 ba
24 State Street | 24 State St,
Windsor, VT 05089
$1,425/mo
1 bd
1 ba
112-114 State St #114A,
Windsor, VT 05089
$1,895/mo
3 bd
1 ba
8 Union St #4,
Windsor, VT 05089
$1,500 - $1,700/mo
1-2 bd
1 ba
360 Tecumseh Road West | 360 Tecumseh Rd W,
Windsor, VT 05089
Contact for price
1-2 bd
1-2 ba
65 State St #f320a52c6,
Windsor, VT 05089
Contact for price
1-2 bd
1-2 ba
289 County Rd #f320a52c6,
Windsor, VT 05089
$1,500/mo
2 bd
1 ba
4-10 Central St,
Windsor, VT 05089
See more homes for rent in
Windsor
Take a look

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Homes for sale near 14 Pine St

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0.48 ACRES
$500,000
6 bd
4 ba
4,933 sqft
2 Pine Street,
Windsor, VT 05089
PrimeMLS, Active
$109,000
1 bd
1 ba
504 sqft
52 Jarvis Street,
Windsor, VT 05089
PrimeMLS, Active
NEW
$350,000
2 bd
1.5 ba
1,092 sqft
143 Ascutney Street,
Windsor, VT 05089
PrimeMLS, Active
OPEN SUN, 11-1PM
11 ACRES
$575,000
4 bd
3 ba
2,229 sqft
511 Route 12A,
Cornish, NH 03745
PrimeMLS, Active
4.96 ACRES
$1,399,000
4 bd
3.5 ba
4,000 sqft
145 The Plateau,
Windsor, VT 05089
PrimeMLS, Active
$99,000
1 bd
1 ba
240 sqft
505 Back Mountain Road #14,
Windsor, VT 05089
PrimeMLS, Active
2.51 ACRES
$279,000
2 bd
1 ba
783 sqft
15 Rt. 5 North,
Windsor, VT 05089
PrimeMLS, Active
3.2 ACRES
$574,900
4 bd
3 ba
3,200 sqft
84 Old Barn Lane,
West Windsor, VT 05089
PrimeMLS, Active
See more homes for sale in
Windsor
Take a look

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Off Market Homes Near 14 Pine St

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SOLD
JUL 27, 2026
$425,000
27 Route 12,
Hartland, VT 05048
SOLD
JUL 24, 2026
$300,000
3 bd
3 ba
1,594 sqft
70 Mountains Edge Road #606,
Brownsville, VT 05037
PrimeMLS, Closed
SOLD
JUL 23, 2026
$319,000
4 bd
2 ba
2,142 sqft
74 Union Street,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
JUL 14, 2026
$374,000
2 bd
2 ba
1,192 sqft
39 Parsonage Road,
Cornish, NH 03745
PrimeMLS, Closed
SOLD
JUL 10, 2026
$575,000
3 bd
3 ba
1,860 sqft
1487 NH Route 12A,
Plainfield, NH 03781
PrimeMLS, Closed
SOLD
JUL 6, 2026
$260,000
00 Tandy Brook Road #12,
Cornish, NH 03745
PrimeMLS, Closed
SOLD
JUL 1, 2026
$222,030
1214 State St,
Windsor, VT 05089
SOLD
JUN 30, 2026
$200,000
245 Orchard Ln,
Windsor, VT 05089
SOLD
JUN 24, 2026
$290,000
3 bd
2.5 ba
1,614 sqft
127 Mountains Edge Road #211,
Brownsville, VT 05037
PrimeMLS, Closed
SOLD
JUN 22, 2026
$260,000
95 Mountains Edge Rd #102,
Brownsville, VT 05037
See more homes for sale in
Windsor
Take a look

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Frequently asked questions about 14 Pine St

What is 14 Pine St estimated to be worth?
Trulia's estimated value for 14 Pine St in Windsor, VT is $388,800.
What is the price history for 14 Pine St?
14 Pine St in Windsor, VT last sold for $105,000 in September 2001.
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 14 Pine St?
The lot at 14 Pine St in Windsor, VT is about 0.16 acres (6,969 sq ft).

14 Pine St
Windsor, VT 05089

$388,800

$388,800