6509 Chestnut Dr, Windsor, WI 53598
Property image
Property image
OFF MARKET

6509 Chestnut Dr
Windsor, WI 53598

  • 3 Beds
  • 3 Baths
  • 3,300 sqft (on 0.78 acres)

$666,600

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $4,313/mo*

$666,600

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $4,313/mo*
3 Beds
3 Baths
3,300 sqft
(on 0.78 acres)

Home Value

Trulia Estimate
$667K
Since last month
$200 (0%)
Since last year
Increased$37K (+5.9%)
Since last sale
Increased$185K (+38.5%)
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 +114% in the last 10 years
MonthEstimated value
2026
August 2026$666K
July 2026$667K
June 2026$682K
May 2026$682K
April 2026$672K
March 2026$673K
February 2026$647K
January 2026$637K
2025
2024
2023
2022
2021
2020

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
0.17
Single-Family Home
$440,000
07/13/26
3
2.5
2,484
0.20
Single-Family Home
$430,000
06/02/26
4
2.5
2,020
0.47
Single-Family Home
$550,000
10/24/25
3
3
2,400
0.18
Single-Family Home
$340,700
10/14/25
3
2
1,744
0.42
Single-Family Home
$440,000
12/09/25
3
2
2,076
0.56
Single-Family Home
$730,000
02/27/26
4
3.5
3,550
0.71
Single-Family Home
$630,000
10/10/25
4
3
2,988
0.93
Single-Family Home
$634,000
06/01/26
3
3
3,378
0.64
Single-Family Home
$499,900
06/17/26
4
3.5
2,467
0.69
Single-Family Home
$655,000
09/03/25
4
3
2,689

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
0.03
$514,600
3
2.5
1,912
Off Market
0.05
$586,300
4
3
2,792
Off Market
0.06
$590,000
3
3
3,051
Off Market
0.15
$404,000
3
1
2,073
Off Market
0.17
$440,000
3
2.5
2,484
Recently Sold
0.18
$469,700
3
2
1,744
Off Market
0.19
$468,500
3
2
2,266
Off Market
0.20
$430,000
4
2.5
2,020
Recently Sold
0.30
$589,900
5
3
3,370
For Sale
0.40
$531,700
5
3
2,650
Off Market
0.42
$440,000
3
2
2,076
Recently Sold
0.45
$626,600
5
3
3,830
Off Market

Local Information

  • Map ViewExplore the area around 6509 Chestnut Dr.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1959
Lot Size
0.78 acres
Living Area
3,300 sqft
Price/Sqft
$202
Parking
Garage

About this House

This beautifully renovated home backs up to the Yahara River and the 6th hole at Lake Windsor Golf Course. Completely remodeled in 2011, this home's kitchen features granite countertops, maple cabinetry, stainless steel appliances, and a pantry for extra storage. Matching maple built-ins integrate the kitchen with the dining and living rooms to create a spacious, open concept living area. This space opens to the back porch which is nestled against a rock waterfall. The large master bedroom features a walk-in closet with built-in storage. Double sinks and a jetted steam shower complete the master suite. Lower level features a wet bar and partial exposure with views of the beautifully landscaped backyard. 4th bedroom possible with the addition of an egress window. Agent is relative of seller
6509 Chestnut Dr, Windsor, WI 53598 is a 3 bedroom, 3 bathroom, 3,300 sqft single-family home built in 1959. It last sold for $481,000 on Jul 23, 2021. It is currently off market. The Trulia Estimate is $666,600, with a rent estimate of $3,263/month.

Home Details for 6509 Chestnut Dr

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Hardwood
Interior Details
Types of Rooms: Walk In ClosetWet Bar
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1959
Property Type / Style
Property Type: Single Family Home

Exterior Features

Exterior Home Features
DeckExterior: WoodPatio
Parking & Garage
GarageParking Spaces: 3Parking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 0.78 acres

Price and Tax history

DateEventPrice
Jul 23, 2021
Source: SCWMLS #1909199
Sold
$481,000
May 25, 2021
Source: SCWMLS #1909199
Pending
$449,000
May 14, 2021
Source: SCWMLS #1909199
Listed For Sale
$449,000
Aug 23, 2008
Source: Agent Provided
ListingRemoved
$229,900
Jun 18, 2008
Source: Agent Provided
Listed For Sale
$229,900

Market trends in Windsor

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
22
18
MoM

Around this home

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 30 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

  • 67 % Say neighbors are friendly

  • 61 % Say streets are well-lit

  • 58 % Say there are sidewalks

  • 48 % Say there are community events

  • 47 % Say there's wildlife

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

  • 28 % 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!!!"

LGBTQ Local Legal Protections

Frequently asked questions about 6509 Chestnut Dr

  • What is 6509 Chestnut Dr estimated to be worth?
    Trulia's estimated value for 6509 Chestnut Dr in Windsor, WI is $666,600.
  • What is the price history for 6509 Chestnut Dr?
    6509 Chestnut Dr in Windsor, WI last sold for $481,000 in July 2021.
  • Is Windsor a buyer's or seller's market?
    Windsor is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Windsor?
    Residents describe Windsor, WI as easy to park in, dog-friendly, and well-kept. Most residents say you need a car. See recently sold homes in Windsor, WI.
  • Does 6509 Chestnut Dr have air conditioning?
    Yes, 6509 Chestnut Dr in Windsor, WI has air conditioning.
  • Does 6509 Chestnut Dr have laundry facilities?
    Yes, 6509 Chestnut Dr in Windsor, WI has in-unit laundry.

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