6535 Chestnut Dr, Windsor, WI 53598
Property image
Property image
OFF MARKET

6535 Chestnut Dr
Windsor, WI 53598

  • 3 Beds
  • 3 Baths

$428,000

Trulia Estimate
as of Jul 19, 2026

$428,000

Trulia Estimate
as of Jul 19, 2026
3 Beds
3 Baths

Local Information

  • Map ViewExplore the area around 6535 Chestnut Dr.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Golf course 9th hole and Yahara River to the rear; Lake Windsor is just across the street. Friendly neighbors. Open concept floor plan. Eye candy views that will make you smile. Beautiful, one of a kind, custom built home. Many updates, large party decks, gas fireplace in family room, upstairs laundry, 2-zone invisible fence, stainless appliances, 2-car garage and whirlpool tub in owners suite. Gleaming wood floors, natural wood trim, tile and slate details.
6535 Chestnut Dr, Windsor, WI 53598 is a 3 bedroom, 3 bathroom single-family home. It is currently off market. The Trulia Estimate is $428,000, with a rent estimate of $2,577/month.

Home Highlights

Parking
No Info
Outdoor
No Info
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 6535 Chestnut Dr

Property Information

Property Type / Style
Property Type: Single Family Home

Price History for 6535 Chestnut Dr

DatePriceEventSource
01/19/2012$219,983ListingRemovedAgent Provided
10/05/2011$219,983Listed For SaleAgent Provided

Market trends in Windsor

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
40
5
MoM
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Comparable Sales for 6535 Chestnut Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.28
Single-Family Home
$440,000
07/10/26
3
2.5
2,484
0.34
Single-Family Home
$550,000
10/24/25
3
3
2,400
0.33
Single-Family Home
$430,000
06/02/26
4
2.5
2,020
0.30
Single-Family Home
$440,000
12/09/25
3
2
2,076
0.31
Single-Family Home
$340,700
10/14/25
3
2
1,744
0.58
Single-Family Home
$630,000
10/10/25
4
3
2,988
0.51
Single-Family Home
$730,000
02/27/26
4
3.5
3,550
0.54
Single-Family Home
$499,900
06/17/26
4
3.5
2,467
0.63
Single-Family Home
$655,000
09/03/25
4
3
2,689
0.77
Single-Family Home
$444,000
09/10/25
3
2.5
1,917

Nearby homes

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Assigned Schools

These are the assigned schools for 6535 Chestnut Dr.
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 29 Trulia users voted on each feature.
  • 97 % Say people would walk alone at night

  • 91 % Say parking is easy

  • 91 % Say car is needed

  • 90 % Say it's dog friendly

  • 82 % Say yards are well-kept

  • 82 % Say kids play outside

  • 76 % Say it's quiet

  • 70 % Say there's holiday spirit

  • 66 % Say neighbors are friendly

  • 61 % Say streets are well-lit

  • 57 % Say there are sidewalks

  • 48 % Say there are community events

  • 45 % Say there's wildlife

  • 37 % Say they plan to stay for at least 5 years

  • 26 % Say it's walkable to restaurants

  • 15 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Commuters use personal vehicles 100% of the time."
  • Ayang1127
    "Large yards, quiet neighbors, and minimal traffic streets. Dog park and trails near by too within walking distance "
  • Jmclain
    "Great place to raise a family. Safe at night. Good schools and friendly neighbors are a plus. Roads well maintained and a nice pArk nearby. "
  • Lmickeymouse1
    "this neighborhood isn't special, we live across from Windsor Breads. They like to park at the end of people's driveways, and it's hard to see around cars,alot of times customers block driveways. Windsor Breads, dont clear front for parking in the winter ,for there customers to park, it's very dangerous. "
  • Erv135xx
    "I lived here 40 plus year and.they have a nice 3 mile walking path along a check and woods very nice used a lot"
  • Kristen M.
    "Beautiful secluded quiet neighborhood close enough to highway 19 to get anywhere quickly but far enough off the beaten path to have only local traffic in the neighborhood."
  • Matthew
    "I have visited family in the area numerous times and we love it!!!"

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Homes for sale near 6535 Chestnut Dr

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Off Market Homes Near 6535 Chestnut Dr

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