87 Kennedy Dr, Windsor, VT 05089
Property image
Property image
OFF MARKET

87 Kennedy Dr
Windsor, VT 05089

  • 3 Beds
  • 1.5 Baths
  • 1,246 sqft (on 1.50 acres)

$352,100

Trulia Estimate
as of Aug 21, 2026

$352,100

Trulia Estimate
as of Aug 21, 2026
3 Beds
1.5 Baths
1,246 sqft
(on 1.50 acres)

Home Value

Trulia Estimate
$352K
Since last month
Increased$4K (+1.1%)
Since last year
Increased$4K (+1.3%)
Since last sale
Increased$42K (+13.5%)
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 +107% in the last 10 years
MonthEstimated value
2026
August 2026$352K
July 2026$348K
June 2026$358K
May 2026$357K
April 2026$353K
March 2026$352K
February 2026$345K
January 2026$342K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
61 Kennedy Drive, Windsor, VT
0.05
Single-Family Home
$273,000
08/07/26
3
1
1,008
2085 US Route 5 South, Windsor, VT
0.22
Single-Family Home
$327,000
09/26/25
3
1
1,560
96 Dairy Lane, Windsor, VT
1.09
Single-Family Home
$400,000
12/19/25
4
2.5
2,272
1118 NH Route 12A, Cornish, NH
0.68
Single-Family Home
$600,000
12/02/25
3
4
4,186
920 Town House Road, Cornish, NH
1.92
Single-Family Home
$355,000
10/24/25
2
1
1,092
90 Turner Place, Windsor, VT
2.20
Single-Family Home
$505,000
10/01/25
4
2
2,088
5755 US Route 5, Perkinsville, VT
1.89
Single-Family Home
$199,900
12/18/25
2
1
2,250
56 Jenness Road, Windsor, VT
2.25
Single-Family Home
$365,000
08/07/26
3
1
1,012
53 Sunset Strip Road, Cornish, NH
1.99
Single-Family Home
$675,000
07/06/26
3
2
1,706
32 Clough Avenue, Windsor, VT
2.29
Single-Family Home
$292,500
08/28/25
3
1.5
1,606

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
61 Kennedy Drive, Windsor, VT 05089
0.05
$273,000
3
1
1,008
Recently Sold
59 Weston Heights, Windsor, VT 05089
0.16
$266,600
4
1
1,008
Off Market
2125 Route 5 South, Windsor, VT 05089
0.17
$256,600
3
1
1,654
Off Market
2085 US Route 5 South, Windsor, VT 05089
0.22
$339,400
3
1
1,560
Off Market
1118 NH Route 12A, Cornish, NH 03745
0.68
$600,000
3
4
4,186
Recently Sold
1528 Route 5 South, Windsor, VT 05089
0.71
$1,623,200
6
6
9,352
Off Market
1223 Route 5 South, Windsor, VT 05089
1.06
-
3
2
1,344
Off Market
96 Dairy Lane, Windsor, VT 05089
1.09
$400,000
4
2.5
2,272
Recently Sold
69 Back Mountain Road, Perkinsville, VT 05151
1.17
$269,900
3
2
1,716
Off Market
28 Bishops Loop, Windsor, VT 05089
1.15
$220,000
3
1.5
1,352
Off Market
39 Dairy Lane, Windsor, VT 05089
1.16
$375,700
2
1.5
1,296
Off Market
1124 Route 5 S, Windsor, VT 05089
1.17
$423,700
4
4
2,656
Off Market

Local Information

  • Map ViewExplore the area around 87 Kennedy Dr.
  • Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1942
Lot Size
1.5 acres
Living Area
1,246 sqft
Price/Sqft
$283

About this House

This single-family home is located at 87 Kennedy Dr, Windsor, VT. 87 Kennedy Dr is in Windsor, VT and in ZIP code 05089. This property has 3 bedrooms, 2 bathrooms and approximately 1,246 sqft of floor space. This property has a lot size of 1.50 acres and was built in 1942.
87 Kennedy Dr, Windsor, VT 05089 is a 3 bedroom, 2 bathroom, 1,246 sqft single-family home built in 1942. It last sold for $310,000 on Jun 30, 2023. It is currently off market. The Trulia Estimate is $352,100, with a rent estimate of $2,818/month.

Home Details for 87 Kennedy Dr

Interior Features

Heating & Cooling
Heating: Forced Air, Stove, OilHeating Fuel: Forced Air
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Concrete, Hardwood

Property Information

Year Built
Year Built: 1942
Property Type / Style
Property Type: Single Family Home

Exterior Features

Exterior Home Features
Exterior: Vinyl
Parking & Garage
Parking: Carport

Lot Information

Lot Area: 1.50 acres

Price and Tax history

DateEventPrice
Jun 30, 2023
Source: PrimeMLS #4950732
Sold
$310,000
May 1, 2023
Source: PrimeMLS #4950732
Listed For Sale
$282,500
May 1, 2023
Source: PrimeMLS #4945412
ListingRemoved
Mar 13, 2023
Source: PrimeMLS #4945412
Listed For Sale
$249,900
Jul 31, 2019
Source: PrimeMLS #4712652
Sold
$164,000

Market trends in Windsor

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
6

Around this home

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.
    "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
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 87 Kennedy Dr

  • What is 87 Kennedy Dr estimated to be worth?
    Trulia's estimated value for 87 Kennedy Dr in Windsor, VT is $352,100.
  • What is the price history for 87 Kennedy Dr?
    87 Kennedy Dr in Windsor, VT last sold for $310,000 in June 2023.
  • 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.
  • Does 87 Kennedy Dr have laundry facilities?
    Yes, 87 Kennedy Dr in Windsor, VT has in-unit laundry.
  • How big is the lot at 87 Kennedy Dr?
    The lot at 87 Kennedy Dr in Windsor, VT is about 1.5 acres.

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