87 Kennedy Drive, Windsor, VT 05089
OFF MARKET
Listed by Katie Ladue Gilbert, KW Vermont Woodstock, (802) 654-8500 . Bought with BHG Masiello Hanover

87 Kennedy Drive
Windsor, VT 05089

  • 3 Beds
  • 1.5 Baths
  • 1,215 sqft (on 1.50 acres)

$358,400

Trulia Estimate
as of May 23, 2026
Est. Refi. Payment $2,456/mo*
Refinance Your Home

$358,400

Trulia Estimate
as of May 23, 2026
Est. Refi. Payment $2,456/mo*
Refinance Your Home
3 Beds
1.5 Baths
1,215 sqft
(on 1.50 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination
Last check for updates: about 5 hours ago
Listed by Katie Ladue Gilbert
KW Vermont Woodstock, (802) 654-8500
Bought with: Ara Cardew, BHG Masiello Hanover
Source: PrimeMLS, MLS#4950732

Description

Back on the market, but ready to go! This home has been lovingly cared for with recent additions including (but not limited to) standing seam roof, new windows, remodeled kitchen nicely combining the old with the new with lots of built-in’s. Formal dining room, large living room, first floor bedroom with a remodeled full bath. Upstairs offers two bedrooms and a half bath. Basement offers a family room, laundry area. Lots of storage with an attached 1 car garage with overhead storage, carport and a spacious detached shed. Located at the end of the street giving it a park like feel on 1.5 Acres.
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. This description is from July 03, 2023

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 87 Kennedy Drive

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Full,Partially Finished,Interior Stairs,Interior EntryNumber of Rooms: 7
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1215 Square Feet
Appliances & Utilities
Utilities: CableAppliances: Dryer, Electric Range, Refrigerator, Washer, Electric Water Heater, Owned Water HeaterDryerRefrigeratorWasher
Heating & Cooling
Heating: Oil,Hot AirNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Oil
Gas & Electric
Electric: 100 Amp Service, Circuit Breakers
Windows, Doors, Floors & Walls
Flooring: Hardwood
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoAccessibility: 1st Floor Full BathroomFloors: Hardwood
View
No View

Exterior Features

Exterior Home Features
Roof: Standing SeamExterior: Deck, ShedFoundation: Concrete
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageParking Spaces: 2Parking: Paved,Attached
Frontage
Road Frontage: PublicRoad Surface Type: Paved
Water & Sewer
Sewer: Public Sewer
Farm & Range
Frontage Length: Road frontage: 300
Finished Area
Finished Area (above surface): 955 Square FeetFinished Area (below surface): 260 Square Feet

Property Information

Year Built
Year Built: 1942
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape
Building
Construction Materials: Wood Frame, Vinyl SidingNot a New Construction

Price & Status

Price
List Price: $282,500

Location

Direction & Address
City: Windsor
School Information
Elementary School: State Street SchoolElementary School District: Windsor SoutheastJr High / Middle School: Windsor High SchoolJr High / Middle School District: Windsor SoutheastHigh School: Windsor High SchoolHigh School District: Windsor Southeast

Building

Building Area
Building Area: 1725 Square Feet

Lot Information

Lot Area: 1.5 Acres

Miscellaneous

BasementMls Number: 4950732Attic: Attic with Hatch/SkuttleAttribution Contact: Cell: 802-299-7522Above Grade Unfinished Area: 955Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 510Below Grade Unfinished Area Source: Public RecordsBelow Grade Unfinished Area Units: Square Feet

Price History for 87 Kennedy Drive

DatePriceEventSource
06/30/2023$310,000Sold
PrimeMLS #4950732
05/01/2023$282,500Listed For SalePrimeMLS #4950732
05/01/2023ListingRemovedPrimeMLS #4945412
03/13/2023$249,900Listed For SalePrimeMLS #4945412
07/31/2019$164,000Sold
PrimeMLS #4712652
10/16/2018$174,000PriceChange
Agent Provided
09/28/2018$179,000PriceChange
Agent Provided
08/14/2018$185,000Listed For SaleAgent Provided
08/09/2006$180,000Sold
N/A
09/23/1999$105,500Sold
N/A
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Property Tax and Assessment

Year2024
Tax
Assessment$259,170
Home facts updated by county records

Comparable Sales for 87 Kennedy Drive

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
2085 US Route 5 South, Windsor, VT
0.21
Single-Family Home
$327,000
09/26/25
3
1
1,560
2125 Route 5 South, Windsor, VT
0.16
Single-Family Home
$245,000
06/02/25
3
1
1,654
59 Weston Heights, Windsor, VT
0.14
Single-Family Home
$255,000
07/01/25
4
1
1,008
96 Dairy Lane, Windsor, VT
1.09
Single-Family Home
$400,000
12/19/25
4
2.5
2,272
1807 Route 44, Windsor, VT
1.29
Single-Family Home
$180,000
06/13/25
3
1.5
1,182
28 Bishops Loop, Windsor, VT
1.15
Single-Family Home
$210,000
05/30/25
3
1.5
1,352
1118 NH Route 12A, Cornish, NH
0.67
Single-Family Home
$600,000
12/02/25
3
4
4,186
920 Town House Road, Cornish, NH
1.91
Single-Family Home
$355,000
10/24/25
2
1
1,092
206 Root Hil Road, Cornish, NH
1.38
Single-Family Home
$760,000
07/03/25
3
2
3,594

Nearby homes

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Assigned Schools

These are the assigned schools for 87 Kennedy Drive.

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.
    "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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Homes for sale near 87 Kennedy Drive

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Off Market Homes Near 87 Kennedy Drive

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Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 2026-05-23 10:05:30 PDT.
This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information.

Homes for rent near 87 Kennedy Drive

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87 Kennedy Drive, Windsor, VT 05089 is a 3 bedroom, 2 bathroom, 1,215 sqft single-family home built in 1942. This property is not currently available for sale. 87 Kennedy Drive was last sold on Jun 30, 2023 for $310,000 (10% higher than the asking price of $282,500). The current Trulia Estimate for 87 Kennedy Drive is $358,400.