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

OFF MARKET

96 Cole Hill Rd
Windsor, VT 05089

2 Beds
1 Bath
952 sqft (on 1.50 acres)

$280,700

Trulia Estimate

as of Jul 10, 2026

$280,700

Trulia Estimate

as of Jul 10, 2026

2 Beds

1 Bath

952 sqft

(on 1.50 acres)

Local Information

Map ViewExplore the area around 96 Cole Hill Rd.
Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Description

This single-family home is located at 96 Cole Hill Rd, Windsor, VT. 96 Cole Hill Rd is in Windsor, VT and in ZIP code 05089. This property has 2 bedrooms, 1 bathroom and approximately 952 sqft of floor space. This property has a lot size of 1.50 acres and was built in 1978.

96 Cole Hill Rd, Windsor, VT 05089 is a 2 bedroom, 1 bathroom, 952 sqft single-family home built in 1978. It last sold for $229,000 on May 5, 2023. It is currently off market. The Trulia Estimate is $280,700, with a rent estimate of $2,173/month.

Home Highlights

Parking

Garage

Outdoor

Deck

A/C

Heating only

HOA

None

Price/Sqft

No Info

Listed

Less than a day ago

Home Details for 96 Cole Hill Rd

Interior Features
Heating & Cooling Heating: Baseboard, OilHeating Fuel: Baseboard
Interior Details Additional StorageStorage
Appliances & Utilities DryerMicrowaveRefrigeratorWasher
Fireplace & Spa Fireplace
Levels, Entrance, & Accessibility Floors: Tile, Hardwood

Exterior Features
Exterior Home Features Roof: AsphaltDeckExterior: Shingle Not Wood, Vinyl, Wood
Parking & Garage GarageParking Spaces: 3Parking: Garage Detached

Property Information
Year Built Year Built: 1978
Property Type / Style Property Type: Single Family Home

Building
Levels, Entrance, & Accessibility Disabled Access

Lot Information
Lot Area: 1.50 acres

Price History for 96 Cole Hill Rd

Date	Price	Event	Source
05/05/2023	$229,000	Sold	PrimeMLS #4926419
Recording Date 05/05/2023 County Transfer Tax N/A Total Transfer Tax N/A
02/14/2023	$229,000	PriceChange	PrimeMLS #4926419
Price Change $4,000 (2%)
09/30/2022	$225,000	PriceChange	PrimeMLS #4926419
Price Change $19,500 (9%)
08/21/2022	$205,500	Listed For Sale	PrimeMLS #4926419

08/31/2016	$149,000	Sold	PrimeMLS #4474725
Recording Date 08/31/2016 County Transfer Tax N/A Total Transfer Tax N/A
06/17/2016	$148,900	Pending	Agent Provided

05/20/2016	$148,900	PriceChange	Agent Provided
Price Change $1,000 (-1%)
04/12/2016	$149,900	PriceChange	Agent Provided
Price Change $5,100 (-3%)
03/07/2016	$155,000	Listed For Sale	Agent Provided

07/28/2010	$149,000	Sold	N/A
Recording Date 07/28/2010 County Transfer Tax N/A Total Transfer Tax N/A
07/09/2007	$60,000	Sold	N/A
Recording Date 07/09/2007 Contract Date 07/06/2007 County Transfer Tax N/A Total Transfer Tax $750

Market trends in Windsor

Last updated May 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	$214,460

Home facts updated by county records

Comparable Sales for 96 Cole Hill Rd

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
96 Dairy Lane, Windsor, VT	0.07	Single-Family Home	$400,000	12/19/25	4	2.5	2,272
2085 US Route 5 South, Windsor, VT	0.95	Single-Family Home	$327,000	09/26/25	3	1	1,560
6 Bavier Avenue, Windsor, VT	1.36	Single-Family Home	$200,000	08/27/25	2	1	786
2787 Route 44, Windsor, VT	1.17	Single-Family Home	$278,000	07/21/25	3	1.5	1,936
21 Bavier Avenue, Windsor, VT	1.39	Single-Family Home	$256,500	11/14/25	3	1	1,232
920 Town House Road, Cornish, NH	1.84	Single-Family Home	$355,000	10/24/25	2	1	1,092
6 Kiniry St, Windsor, VT	1.47	Single-Family Home	$176,000	07/28/25	3	1	1,400
16 Day Street, Windsor, VT	1.45	Single-Family Home	$94,900	12/04/25	2	1	660
3 Cherry Street, Windsor, VT	1.60	Single-Family Home	$259,000	05/01/26	3	1	1,176
1 Dorrance Street, Windsor, VT	1.42	Single-Family Home	$315,000	11/21/25	2	1.5	1,649

Nearby homes

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

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OFF MARKET
Est. $375,500
2 bd
1.5 ba
1,296 sqft
39 Dairy Lane,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
DEC 19, 2025
$400,000
4 bd
2.5 ba
2,272 sqft
96 Dairy Lane,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $185,700
3 bd
1.5 ba
1,182 sqft
1807 Route 44,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $312,800
2 bd
2 ba
1,500 sqft
1804 Rte 44,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $333,600
4 bd
1.5 ba
1,008 sqft
333 Brook Road,
Windsor, VT 05089
PrimeMLS, Closed
SOLD
MAY 14, 2026
$98,995
3 bd
2 ba
880 sqft
84 Cubb Court,
Windsor, VT 05089
PrimeMLS, Closed
FOR SALE
NEW CONSTRUCTION
$96,232
2 bd
2 ba
777 sqft
108 Cubb Court,
Windsor, VT 05089
PrimeMLS, Active
FOR SALE
NEW CONSTRUCTION
$87,826
1 bd
1 ba
643 sqft
23 Cubb Court,
Windsor, VT 05089
PrimeMLS, Active
FOR SALE
$110,000
1 bd
1 ba
240 sqft
505 Back Mountain Road #14,
Windsor, VT 05089
PrimeMLS, Active
FOR SALE
NEW CONSTRUCTION
$96,232
2 bd
2 ba
777 sqft
11 Cubb Court,
Windsor, VT 05089
PrimeMLS, Active
OFF MARKET
Est. $216,800
3 bd
1.5 ba
1,352 sqft
28 Bishops Loop,
Windsor, VT 05089
PrimeMLS, Closed
OFF MARKET
Est. $1,652,300
6 bd
6 ba
9,352 sqft
1528 Route 5 South,
Windsor, VT 05089
PrimeMLS, Closed

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Additional Cost

Assigned Schools

These are the assigned schools for 96 Cole Hill Rd.

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
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."
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Apartments for Rent

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$1,350/mo
1 bd
1 ba
24 State St #1,
Windsor, VT 05089
$1,300/mo
1 bd
1 ba
2326 US Route 5 N #1A,
Windsor, VT 05089
$1,950/mo
3 bd
1 ba
8 Union St #4,
Windsor, VT 05089
$1,450/mo
2 bd
1 ba
55 River St #B,
Windsor, VT 05089
$1,136/mo
Studio
1 ba
18 Union St #C,
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
Contact for price
1-2 bd
1-2 ba
92 Cedar Hill Dr #f320a52c6,
Windsor, VT 05089
$1,500/mo
2 bd
1 ba
4-10 Central St,
Windsor, VT 05089
APPLY INSTANTLY
PET FRIENDLY
$1,495/mo
1 bd
1 ba
51 River St #1,
Windsor, VT 05089
See more homes for rent in
Windsor
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Homes for sale near 96 Cole Hill Rd

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$110,000
1 bd
1 ba
240 sqft
505 Back Mountain Road #14,
Windsor, VT 05089
PrimeMLS, Active
6.8 ACRES
$299,000
2 bd
1 ba
1,152 sqft
466 Estey Lane,
Windsor, VT 05089
PrimeMLS, Active
NEW - 1 DAY AGO
$225,000
3 bd
1 ba
1,095 sqft
24 Cherry Street,
Windsor, VT 05089
PrimeMLS, Active
4.96 ACRES
$1,399,000
4 bd
3.5 ba
4,000 sqft
145 The Plateau,
Windsor, VT 05089
PrimeMLS, Active
1.2 ACRES
$239,900
1 bd
1 ba
570 sqft
23 CHASE HILL Road,
Cornish, NH 03745
PrimeMLS, Active
1.53 ACRES
$474,800
3 bd
2 ba
1,480 sqft
586 Ski Tow Road,
Brownsville, VT 05037
PrimeMLS, Active
AUCTION
0.48 ACRES
$510,000
6 bd
4 ba
4,933 sqft
2 Pine Street,
Windsor, VT 05089
PrimeMLS, Active
11 ACRES
$575,000
4 bd
3 ba
2,229 sqft
511 Route 12A,
Cornish, NH 03745
PrimeMLS, Active
3.2 ACRES
$599,000
4 bd
3 ba
3,200 sqft
84 Old Barn Lane,
West Windsor, VT 05089
PrimeMLS, Active
1.98 ACRES
$249,000
4 bd
1 ba
1,738 sqft
1009 Route 131,
Springfield, VT 05156
PrimeMLS, Active
See more homes for sale in
Windsor
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