39 Chestnut St, Windsor, NY 13865
OFF MARKET

39 Chestnut St
Windsor, NY 13865

  • 2 Beds
  • 1 Bath
  • 1,162 sqft

$130,900

Trulia Estimate
as of May 25, 2026
Est. Refi. Payment $991/mo*

$130,900

Trulia Estimate
as of May 25, 2026
Est. Refi. Payment $991/mo*
2 Beds
1 Bath
1,162 sqft

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Beautifully maintained 2-3 bedroom Cape Cod.
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
No Info

Home Details for 39 Chestnut St

Interior Features

Heating & Cooling
Heating: Other, OtherHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1.5
Interior Details
Number of Rooms: 5

Property Information

Year Built
Year Built: 1955
Property Type / Style
Property Type: Single Family HomeArchitecture: split level

Exterior Features

Exterior Home Features
Exterior: Other
Parking & Garage
GarageParking Space: 1Parking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 10018 sqft

Price History for 39 Chestnut St

DatePriceEventSource
04/08/2009$71,900ListingRemovedAgent Provided
10/28/2008$70,000Sold
N/A
08/31/2008$71,900Listed For SaleAgent Provided
05/06/1996$43,000Sold
N/A
05/04/1995$38,250Sold
N/A
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Property Tax and Assessment

Year2025
Tax
Assessment$106,800
Home facts updated by county records

Comparable Sales for 39 Chestnut St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.02
Single-Family Home
$87,538
12/10/25
2
1
1,075
0.76
Single-Family Home
$160,000
09/15/25
3
1
1,252
0.54
Single-Family Home
$174,900
12/02/25
4
2
1,640
0.56
Single-Family Home
$50,000
09/29/25
5
2
2,269
0.76
Single-Family Home
$165,000
12/11/25
4
1.5
1,513
0.59
Single-Family Home
$267,800
06/06/25
4
2.5
1,852
0.55
Single-Family Home
$185,000
12/15/25
4
1.5
2,776
0.82
Single-Family Home
$194,000
10/27/25
5
2
1,600
0.81
Single-Family Home
$25,000
10/03/25
3
2
2,040
1.39
Single-Family Home
$186,170
09/25/25
3
1
1,200

Nearby homes

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What Locals Say about Windsor

At least 10 Trulia users voted on each feature.
  • 94 % Say yards are well-kept

  • 93 % Say there's holiday spirit

  • 92 % Say parking is easy

  • 92 % Say kids play outside

  • 88 % Say it's dog friendly

  • 82 % Say car is needed

  • 82 % Say people would walk alone at night

  • 75 % Say there are community events

  • 74 % Say neighbors are friendly

  • 69 % Say it's walkable to grocery stores

  • 67 % Say it's quiet

  • 64 % Say they plan to stay for at least 5 years

  • 60 % Say there's wildlife

  • 56 % Say there are sidewalks

  • 47 % Say streets are well-lit

  • 21 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • NormBoGraham
    "I like this area, but it's lacking any real community feel. The schools are excellent. The area is very very "wet", but not swampy thus, if you build, be sure to include excellent drainage. Difficult to keep a basement dry, even on the hill. One house made the mistake of using a sump pump, thus, when tenants turned off the power, and heat, and left the home briefly....it distroyed the home, by freezing in the basement). Look at the willow trees....they are there because it's wet in the area. Windsor building rules are such, that I generally do things without a permit, because they get a bit excessive in their demands...(example: They require a special circuit breaker which is 5 times more expensive when the circuit goes to a bedroom). ie: replacing an old fuse box with circuit breakers makes things safer, but Windsor wants you to alter things unnecessarily. Windsor is a combination of expensive homes, and also dumps. "

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 39 Chestnut St

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Off Market Homes Near 39 Chestnut St

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Homes for rent near 39 Chestnut St

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39 Chestnut St, Windsor, NY 13865 is a 2 bedroom, 1 bathroom, 1,162 sqft single-family home built in 1955. This property is not currently available for sale. 39 Chestnut St was last sold on Oct 28, 2008 for $70,000. The current Trulia Estimate for 39 Chestnut St is $130,900.