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, 90% 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, 78% of users say it's walkable to restaurants

Is parking easy in Windsor, VT?

As of early 2026, 67% of users say parking is easy

Would people walk alone at night in Windsor, VT?

As of early 2026, 67% of users say people would walk alone at night

Are the streets well-lit in Windsor, VT?

As of early 2026, 64% of users say streets are well-lit

Is Windsor, VT quiet?

As of early 2026, 64% of users say it's quiet

Does Windsor, VT have sidewalks?

As of early 2026, 64% of users say there are sidewalks

Do kids play outside in Windsor, VT?

As of early 2026, 64% of users say kids play outside

Does Windsor, VT show holiday spirit?

As of early 2026, 60% of users say there's holiday spirit

Is there wildlife in Windsor, VT?

As of early 2026, 60% of users say there's wildlife

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

OFF MARKET

239 US Route 5 S
Windsor, VT 05089

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

$312,500

Trulia Estimate

as of Jun 4, 2026

$312,500

Trulia Estimate

as of Jun 4, 2026

5 Beds

2.5 Baths

2,163 sqft

(on 1.10 acres)

Local Information

-- mins to

Commute Destination

Description

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.

This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking

Garage

Outdoor

No Info

A/C

Heating only

HOA

None

Price/Sqft

No Info

Listed

Less than a day ago

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 History for 239 US Route 5 S

Date	Price	Event	Source
09/21/2017	$259,900	ListingRemoved	Agent Provided

09/13/2017	$259,900	Listed For Sale	Agent Provided

07/12/2017	$259,900	ListingRemoved	Agent Provided

06/03/2017	$259,900	PriceChange	Agent Provided
Price Change $20,000 (-7%)
03/11/2017	$279,900	Listed For Sale	Agent Provided

Market trends in Windsor

Last updated April 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	$291,640

Home facts updated by county records

Comparable Sales for 239 US Route 5 S

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
3-5 Foster Avenue, Windsor, VT	0.67	Multi-Family Home	$235,000	07/11/25		2	2,662
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

Nearby homes

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

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OFF MARKET
357 Route 5,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $247,200
6 bd
2 ba
2,504 sqft
338 US Route 5 South,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $231,700
3 bd
1 ba
1,024 sqft
17 Maple Street,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
AUG 26, 2025
$305,000
3 bd
5 ba
1,754 sqft
8 Old Mill Pond Road,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $329,700
4 bd
1.5 ba
1,800 sqft
6 Buena Vista Court,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $278,300
3 bd
4 ba
2,052 sqft
4 Old Mill Pond Road #4,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
OCT 6, 2025
$215,000
3 bd
1.5 ba
1,900 sqft
31 Maple Street,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
AUG 28, 2025
$292,500
3 bd
1.5 ba
1,606 sqft
32 Clough Avenue,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $180,200
2 bd
1 ba
1,115 sqft
25.5 Union Street,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $216,300
3,500 sqft
9 Durkee Street,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $285,500
4 bd
2 ba
3,266 sqft
17 Clough Avenue,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $360,400
4 bd
4.5 ba
3,990 sqft
30 Union Street,
Windsor, VT 05089
PrimeMLS, Closed

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Additional Cost

Assigned Schools

These are the assigned schools for 239 US Route 5 S.

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 9 Trulia users voted on each feature.

100 % Say it's dog friendly
92 % Say yards are well-kept
90 % Say it's walkable to grocery stores
83 % Say car is needed
78 % Say it's walkable to restaurants
67 % Say parking is easy
67 % Say people would walk alone at night
64 % Say streets are well-lit
64 % Say it's quiet
64 % Say there are sidewalks
64 % Say kids play outside
60 % Say there's holiday spirit
60 % Say there's wildlife
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
5y 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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$1,400/mo
1 bd
1 ba
2326 US Route 5 North | 2326 US Route 5 N #C,
Windsor, VT 05089
$1,575/mo
2 bd
1 ba
45-47 Ascutney Blvd #4,
Windsor, VT 05089
$1,650/mo
2 bd
1 ba
75 Union St #3,
Windsor, VT 05089
$1,136/mo
Studio
1 ba
18 Union St #C,
Windsor, VT 05089
$1,375/mo
2 bd
1 ba
55 River St #B,
Windsor, VT 05089
$1,950/mo
3 bd
1 ba
8 Union St #4,
Windsor, VT 05089
$1,950/mo
2 bd
1 ba
16-20 State St #B,
Windsor, VT 05089
$1,500/mo
2 bd
1 ba
24 Durkee St #B,
Windsor, VT 05089
$1,750/mo
2 bd
1 ba
77 Union St #2,
Windsor, VT 05089
NEW - 2 DAYS AGO
$1,500/mo
2 bd
1 ba
4-10 Central St,
Windsor, VT 05089
$2,250/mo
3 bd
1 ba
21-23 Maple St,
Windsor, VT 05089
See more homes for rent in
Windsor
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Explore by feature

$2,250/mo
3 bd
1 ba
21-23 Maple St,
Windsor, VT 05089
$1,675/mo
1 bd
1 ba
68 Ascutney St,
Windsor, VT 05089
$2,950/mo
3 bd
1 ba
69 Belknap Ln,
Windsor, VT 05089
$1,325/mo
1 bd
1 ba
17 State St,
Windsor, VT 05089
$1,400/mo
1 bd
1 ba
2326 US Route 5 North | 2326 US Route 5 N #C,
Windsor, VT 05089
$1,950/mo
2 bd
1 ba
16-20 State St #B,
Windsor, VT 05089
$1,750/mo
2 bd
1 ba
77 Union St #2,
Windsor, VT 05089
7 rentals with a washer/dryer in Windsor, VT

Homes for sale near 239 US Route 5 S

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$260,000
4 bd
2 ba
1,845 sqft
126 Lafayette Street,
Claremont, NH 03743
PrimeMLS, Active
5.83 ACRES
$1,576,000
9,455 sqft
14/16 Summarsell Drive,
Hartland, VT 05048
PrimeMLS, Active
1 ACRE
$452,600
3 ba
2,915 sqft
282 Skunk Hollow Road,
Hartland, VT 05048
PrimeMLS, Active
$350,000
2,139 sqft
200 Main Street,
Claremont, NH 03743
PrimeMLS, Active
0.27 ACRES
$330,000
3 ba
2,987 sqft
38 Washington Street,
Claremont, NH 03743
PrimeMLS, Active
$850,000
4 ba
7,815 sqft
37-45 Pleasant Street,
Claremont, NH 03743
PrimeMLS, Active
0.31 ACRES
$4,865,000
32,635 sqft
1 Pleasant Street,
Claremont, NH 03743
PrimeMLS, Active
$60,000
58 Pearl Street,
Claremont, NH 03743
PrimeMLS, Active
See more homes for sale in
Windsor
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Off Market Homes Near 239 US Route 5 S

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SOLD
MAY 21, 2026
$195,000
Hotel Rd,
Brownsville, VT 05037
SOLD
MAY 15, 2026
$459,000
4 bd
1.5 ba
2,349 sqft
579 Town House Road,
Cornish, NH 03745
PrimeMLS, Closed
SOLD
MAY 15, 2026
$195,000
3 bd
1,604 sqft
295 Hotel Road #10/10A,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
MAY 5, 2026
$425,000
3,700 sqft
64 State Street,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
MAY 1, 2026
$259,000
3 bd
1 ba
1,176 sqft
3 Cherry Street,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
APR 30, 2026
$230,000
3 bd
2 ba
1,434 sqft
19 SPRUCE PARK Drive #19,
Plainfield, NH 03781
PrimeMLS, Closed
SOLD
APR 23, 2026
$185,000
295 Hotel Rd,
Brownsville, VT 05037
SOLD
APR 22, 2026
$295,000
3 bd
3 ba
1,594 sqft
72 Mountains Edge Road #508,
Brownsville, VT 05037
PrimeMLS, Closed
SOLD
APR 17, 2026
$185,000
2 bd
1.5 ba
850 sqft
295 Hotel Road #15,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
APR 8, 2026
$201,000
0 Town House Road #28,
Cornish, NH 03745
PrimeMLS, Closed
See more homes for sale in
Windsor
Take a look

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Homes for rent near 239 US Route 5 S

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$2,950/mo
3 bd
1 ba
69 Belknap Ln,
Windsor, VT 05089
$1,950/mo
3 bd
1 ba
35 River St,
Windsor, VT 05089
See more homes for rent in
Windsor
Take a look

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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 available for sale. The current Trulia Estimate for 239 US Route 5 S is $312,500.

239 US Route 5 S
Windsor, VT 05089

$312,500

$312,500

Local Information