OFF MARKET

Listed by Kerri Kane • Realty Executives Cooper Spransy (kkane@kerrikanerealty.com). Bought with Realty Executives Cooper Spransy.

Off market aug 2024 for $536K

$667,078

Est. refi paymentEst. refi $3,574/mo

•

3,724

sq ft

104 Winston Way, Waunakee, WI 53597

About this home

Public Remarks: Michael Simon custom home in the heart of Waunakee on the airfield/airstrip. Perfectly positioned within walking distance to schools, this 5-bedroom home sits on an extra-large lot with a fenced in backyard in a highly desired neighborhood. A spacious kitchen boasts abundant cabinets, central island and solid surface counters with a walk out to a large entertainer's deck. Enjoy natural light flooding the home, wood floors, 2 fireplaces, and newly updated carpet & interior paint throughout. The owner's suite is a true retreat with a huge bedroom and ensuite bath with floor-to-ceiling tiled shower. The lower level offers 2 additional bedrooms, a huge laundry room, and a cozy living area that walks out to the patio and pool area. Don't miss this exceptional and rare opportunity in Waunakee.

Single-familyProperty Type

1975Year Built

0.59 acresLot Size

$179Est. Price/Sq.Ft.

2 car garageParking

Listed by Kerri Kane • Realty Executives Cooper Spransy

Listed by Mark Kane • Realty Executives Cooper Spransy

Contact: kkane@kerrikanerealty.com

Bought with Kerri Kane • Realty Executives Cooper Spransy

Redfin checked: 3 minutes ago

•Source:SCWMLS as distributed by WIREX #1981357

Redfin Estimate

$667,078

$131K since sold in August 2024$2,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 18.5% higher than the average sale price ($563K) of 5 comparable homes.

SOLD APR 17, 2026
$600,000
A
5 beds3 baths3,167 sq ft
102 Kensington Ln, Waunakee, WI 53597
SOLD SEP 28, 2026
$565,000
B
4 beds3 baths2,814 sq ft
101 8th St, Waunakee, WI 53597
SOLD OCT 6, 2026
$485,000
C
4 beds3 baths2,684 sq ft
305 Raymond Rd, Waunakee, WI 53597
SOLD APR 24, 2026
$595,000
D
5 beds3 baths2,907 sq ft
1606 Manchester Xing, Waunakee, WI 53597
SOLD OCT 13, 2026
$570,000
E
5 beds3.5 baths2,356 sq ft
1000 Monteray Ln, Waunakee, WI 53597

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Earn from this home

Sell

$214,703

Est. take-home

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Refinance

Est. cash available

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Rent

$2,501/mo

Redfin rental estimate

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Market trends in 53597, WI

Last updated September 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-list price

99.0%

0.3% MoM

Median sale price

$665K

$26K MoM

Avg. days on market

63d

4 days MoM

Recently sold homes

102

14 MoM

New listings for sale

OPEN WED, 3PM TO 5PM
$799,900
5 beds3 baths3,972 sq ft
1017 Limerick Ln, Waunakee, WI 53597
Acker Maly Home Team • RE/MAX Preferred
OPEN SAT, 12PM TO 2PM
$705,000
5 beds3 baths3,371 sq ft
1917 Winchester Way, Waunakee, WI 53597
Sarah Deischer • Sprinkman Real Estate
3D WALKTHROUGH
$750,000
5 beds3.5 baths4,023 sq ft
1102 N Fairbrook Dr, Waunakee, WI 53597
Tamara Mcdougal • EXP Realty, LLC
$665,000
3 beds2 baths3,430 sq ft
701 Lochmoore Dr, Waunakee, WI 53597
Brian Soper • First Weber, Inc
$1,375,000
5 beds4 baths3,940 sq ft
5766 Derby Downs Dr, Waunakee, WI 53597
Nikki Fehrmann • EXP Realty, LLC
$529,900
2 beds2.5 baths2,258 sq ft
304 Coneflower Ct, Waunakee, WI 53597
Bob Sachtjen • First Weber Inc
See all

Provided by Redfin

Sale history for 104 Winston Way

Year

Property tax

Land + Additions

Assessment*

2025

$8,862 (+7.7%)

$135,000 + $498,400

$633,400

2024

$8,229 (+3.5%)

$109,500 + $393,800

$503,300

2023

$7,952 (+7.8%)

$109,500 + $393,800

$503,300

2022

$7,374 (+0.7%)

$95,500 + $281,300

$376,800

2021

$7,326 (+3.1%)

$95,500 + $281,300

$376,800

2020

$7,105 (+0.4%)

$95,500 + $281,300

$376,800

2019

$7,074 (+14.7%)

$95,500 + $281,300

$376,800

2018

$6,167 (+0.6%)

$86,000 + $205,400

$291,400

2017

$6,132 (+1.5%)

$86,000 + $205,400

$291,400

2016

$6,044 (+4.2%)

$86,000 + $205,400

$291,400

2014

$5,801 (−2.5%)

$86,000 + $205,400

$291,400

2013

$5,951

$86,000 + $205,400

$291,400

Tax history for 104 Winston Way

Year

Property tax

Land + Additions

Assessment*

2025

$8,862 (+7.7%)

$135,000 + $498,400

$633,400

2024

$8,229 (+3.5%)

$109,500 + $393,800

$503,300

2023

$7,952 (+7.8%)

$109,500 + $393,800

$503,300

2022

$7,374 (+0.7%)

$95,500 + $281,300

$376,800

2021

$7,326 (+3.1%)

$95,500 + $281,300

$376,800

2020

$7,105 (+0.4%)

$95,500 + $281,300

$376,800

2019

$7,074 (+14.7%)

$95,500 + $281,300

$376,800

2018

$6,167 (+0.6%)

$86,000 + $205,400

$291,400

2017

$6,132 (+1.5%)

$86,000 + $205,400

$291,400

2016

$6,044 (+4.2%)

$86,000 + $205,400

$291,400

2014

$5,801 (−2.5%)

$86,000 + $205,400

$291,400

2013

$5,951

$86,000 + $205,400

$291,400

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

0.59 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Single Family Residential

County

Dane County

APN

080908365331

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 6, 2026.

Property details

Parking

Garage Information
# of Garage Parking Spaces (Total): 2
Garage: 2 Car, Attached, Opener Included

Interior

Bedroom Information
Master Bedroom Dimensions: 22 x 12
Master Bedroom Level: Main
Bedroom 2 Dimensions: 15 x 10
Bedroom 2 Level: Main
Bedroom 3 Dimensions: 13 x 10
Bedroom 3 Level: Main
Bedroom 4 Dimension: 13 x 11
Bedroom 4 Level: Lower
Bedroom 5 Dimension: 17 x 10
Bedroom 5 Level: Lower

Bathroom Information
Bath Description(s): At Least 1 Tub, Master Bedroom Bath (Full), Master Bedroom Bath, Tub/Shower Combo in Master Bathroom
# of Baths (Full): 3

Interior Features
Wood or Simulation Wood Floors, Great Room, Water Softener, Cable/Satellite Available, High Speed Internet

Room Information
Full, Exposed, Full Size Windows, Walk Out/Outer Door, Finished, Poured Concrete
Living Room Dimensions: 17 x 11
Living Room Level: Main
Kitchen Level: Main
Kitchen Dimensions: 14 x 12
Family Room Level: Lower
Family Room Length: 26 x 25
Dining Room Dimensions: 17 x 15
Dining Room Level: Main

Equipment
Appliances: Range/Oven, Refrigerator, Dishwasher, Microwave, Washer, Dryer

Exterior

Building Information
Building Type: Bi-Level
Estimated Sq. Ft. Range: 3501-5000

Exterior
Exterior Features: Deck, Patio, Fenced Yard, Pool (Inground)
Exterior: Vinyl, Brick

Property Information
Single-Family
Information Source Year Built: Assessor/Public Record

Lot Information
Lot Acreage: 0.59
Zoning: Res

Subdivision
Subdivision: Castle Crest

Financial

Tax Information
Total Taxes: $7,952
Tax Year: 2023

Utilities

Utility Information
Municipal Water, Municipal Sewer
Heating/Cooling: Forced Air, Central Air, Zoned Heating
Natural Gas

Location

Neighborhood Information
Municipality: WAUNAKEE
Municipality Type: Village

School Information
School District: Waunakee
Elementary School: Heritage
Middle School: Waunakee
High School: Waunakee

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 0.59 acres
Style: Single Family Residential
Year Built: —
Year Renovated: —
County: Dane County
APN: 080908365331

Home facts updated by county records on Aug 6, 2026

Other

Listing Information
SaleType: Arms Length
Inclusions: Refrigerator, Range/Oven, Dishwasher, Microwave, Water Softener, Washer, Dryer, All Window Blinds &/or Rods, Garage Door Opener(s), Some Garage Cabinets
Exclusions: Seller's Personal Property

Around this home

Schools

Waunakee Heritage Elementary School

Public PreK-4 • Assigned • 0.9mi

7/10

Waunakee Middle School

Public 7-8 • Assigned • 0.1mi

6/10

Waunakee High School

Public 9-12 • Assigned • 0.3mi

8/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

2/10 Heat Factor

7 days above 100° expected this year, 14 days in 30 years

2/10 Wind Factor

Minor risk of severe winds over next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Waunakee, WI • 53597

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9.7 hours in June and 3.5 hours in December, placing it below the U.S. average for solar exposure.

9.7 hrs

3.5 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$634,000 – $768,000

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New listings for sale in 53597

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Home values near 104 Winston Way

Data from public records.

Address	Redfin Estimate
107 Winston Way, Waunakee, WI 3 Beds \| 2 Baths \| 2480 Sq. Ft.	$387,053
111 Winston Way, Waunakee, WI 5 Beds \| 2 Baths \| 2332 Sq. Ft.	$503,433

Address	Redfin Estimate
117 Winston Way, Waunakee, WI 4 Beds \| 2.5 Baths \| 2307 Sq. Ft.	$481,511
102 Winston Way, Waunakee, WI 4 Beds \| 3 Baths \| 3003 Sq. Ft.	$719,014

Address	Redfin Estimate
116 Winston Way, Waunakee, WI 3 Beds \| 3.5 Baths \| 3200 Sq. Ft.	$722,168
110 Winston Way, Waunakee, WI 4 Beds \| 2.5 Baths \| 2270 Sq. Ft.	$529,757

Property information provided by SCWMLS as distributed by WIREX when last listed in 2024. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 53597, WI

Sale history for 104 Winston Way

Tax history for 104 Winston Way

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 53597

Home values near 104 Winston Way

More real estate resources