6689 Highland Dr, Windsor, WI 53598
Property image
Property image
SOLD
AUG 21, 2026

$564,200

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 3,355 sqft (on 0.76 acres)

6689 Highland Dr, Windsor, WI 53598

Est. Refi. Payment $3,780/mo*
Refinance Your Home
Currently Off Market - Sold Aug 21, 2026 for $575,000 (0% above list price)

Home Value

Trulia Estimate
$564K
Since last month
Decreased$11K (-1.9%)
Since last year
Decreased$42K (-6.9%)
Since last sale
Decreased$11K (-1.9%)
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 +69% in the last 10 years
MonthEstimated value
2026
September 2026$564K
August 2026$575K
July 2026$567K
June 2026$625K
May 2026$665K
April 2026$628K
March 2026$656K
February 2026$650K
January 2026$619K
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
0.41
Single-Family Home
$550,000
10/24/25
3
3
2,400
0.25
Single-Family Home
$811,764
03/24/26
4
3
3,708
0.40
Single-Family Home
$634,000
06/01/26
3
3
3,378
0.43
Single-Family Home
$630,000
10/10/25
4
3
2,988
0.47
Single-Family Home
$525,000
06/26/26
4
3
2,574
0.60
Single-Family Home
$680,000
02/24/26
4
2.5
2,665
0.48
Single-Family Home
$525,000
11/14/25
3
3
2,800
0.29
Single-Family Home
$639,030
01/29/26
4
3
3,233
0.29
Single-Family Home
$640,000
01/30/26
4
3
3,233

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
0.13
$555,800
4
2.5
2,382
Off Market
0.21
$435,000
4
3.5
2,306
Recently Sold
0.17
$333,100
3
2
1,670
Off Market
0.21
$411,100
3
2.5
1,771
Off Market
0.21
$408,700
3
2.5
1,771
Off Market
0.21
$469,700
4
3.5
2,393
Off Market
0.21
$475,700
4
3.5
2,300
Off Market
0.21
$487,300
3
2.5
1,898
Off Market
0.17
$497,500
6
3
2,470
Off Market
0.21
$476,100
4
3.5
2,300
Off Market
0.21
$405,600
3
2.5
1,771
Off Market

Local Information

  • Map ViewExplore the area around 6689 Highland Dr.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1969
0.76 acre lot
3,355 sqft
$171/sqft
3 Car Garage

About this House

What's unique:Timeless characterBrick accentsBeautiful viewsUnmatched golf course settingSpacious roomsLarge kitchen with dinette
A rare opportunity to own a true original. Set on a breathtaking ¾-acre homesite overlooking the 15th hole of Lake Windsor Golf Club, this custom-built home has been lovingly maintained by the same family since 1969. Offering over 3,400 sq ft, 4 bedrooms, 2.5 baths, and a 3-car garage, the home is filled with spacious rooms and timeless character. Expansive windows bring in natural light and showcase beautiful views, while the formal dining room, large kitchen with dinette, and multiple gathering spaces provide room to entertain. The walkout level features a striking family room with fireplace, exposed beams, brick accents, and a sun-filled four-season room. Downstairs, a vintage-inspired rec room with wet bar creates the perfect space for game nights and celebrations. Mature trees, established landscaping, and an unmatched golf course setting make this a property that's impossible to duplicate and ready for its next chapter.
6689 Highland Dr, Windsor, WI 53598 is a 4 bedroom, 3 bathroom, 3,355 sqft single-family home built in 1969. It last sold for the $574,900 asking price on Aug 21, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $564,200, with a rent estimate of $3,292/month.
Last check for updates: about 4 hours ago
Listed by Amber Huemmer
Capital Edge Realty
Bought with: Matt Winzenried Real Estate Team, Realty Executives Cooper Spransy
Source: SCWMLS, MLS#2026156

Home Details for 6689 Highland Dr

Interior Features

Interior Details
Basement: Partial,Full Size Windows/Exposed,Walk-Out Access,Finished,Partially Finished,Laundry hookupsNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Dining Room, Family Room, Kitchen, Living RoomWet Bar
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1Number of Bathrooms (main level): 1
Dimensions and Layout
Living Area: 3355 Square Feet
Appliances & Utilities
Appliances: Water Softener Included
Heating & Cooling
Heating: Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Fireplace: 1 fireplace, Wood BurningHas a Fireplace
Windows, Doors, Floors & Walls
Window: Window Coverings
Levels, Entrance, & Accessibility
Levels: Multi/Split, Tri-level

Exterior Features

Exterior Home Features
Patio / Porch: PatioExterior: Four Season Room
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 3Parking: Additional Parking,Attached
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 2103 Square Feet

Property Information

Year Built
Year Built: 1969
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Vinyl Siding, Brick
Property Information
Not Included in Sale: Washer, dryer, seller's personal propertyIncluded in Sale: Oven/range, dishwasher, refrigerator, microwave, water softener, all window coveringsParcel Number: 091030330116

Price & Status

Price
List Price: $574,900Price Per Sqft: $171/sqft

Active Status

MLS Status: Closed

Location

Direction & Address
City: WindsorCommunity: LAKE WINDSOR
School Information
Elementary School: WindsorElementary School District: DeForestJr High / Middle School: DeForestJr High / Middle School District: DeForestHigh School: DeForestHigh School District: DeForest

Building

Building Area
Building Area: 3355 Square Feet

Lot Information

Lot Area: 0.76 acres

Offer

Listing Terms: Arms Length

Miscellaneous

BasementMls Number: 2026156Above Grade Unfinished Area: 2103

Price and Tax history

DateEventPrice
Aug 21, 2026
Source: SCWMLS #2026156
Sold
$575,000
Jul 20, 2026
Source: SCWMLS #2026156
Pending
$574,900
Jul 20, 2026
Source: SCWMLS #2026156
PriceChange
$574,900
Price decreased by 4%
Jul 13, 2026
Source: SCWMLS #2026156
PriceChange
$599,900
Price decreased by 4%
Jun 18, 2026
Source: SCWMLS #2026156
Listed For Sale
$624,900

Market trends in Windsor

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
30
8
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 6689 Highland Dr

  • What is 6689 Highland Dr estimated to be worth?
    Trulia's estimated value for 6689 Highland Dr in Windsor, WI is $564,200.
  • What is the price history for 6689 Highland Dr?
    6689 Highland Dr in Windsor, WI last sold for $575,000 in August 2026.
  • 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 6689 Highland Dr have air conditioning?
    Yes, 6689 Highland Dr in Windsor, WI has air conditioning.
  • Does 6689 Highland Dr have laundry facilities?
    Yes, 6689 Highland Dr in Windsor, WI has laundry facilities.

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