OFF MARKET

Listed by Kristine Jaeger • Sprinkman Real Estate. Bought with Sprinkman Real Estate.

Off market mar 2025 for $1.9M

$1,916,180

Est. refi paymentEst. refi $4,884/mo

•

5,263

sq ft

4899 Winners Cir, Middleton, WI 53562

About this home

Public Remarks: Extraordinary estate, architects custom built home. Nestled on top of a hill, in a cul-de-sac, private lot, one of Middleton's most exclusive neighborhoods. Designed with an eye for sophistication, functionality, comfort and luxury. Every detail of this home is carefully crafted to provide a seamless living experience, blending elegance with modern comfort. Chef-inspired custom kitchen features new paneled sub-zero fridge, 48" Viking gas range, huge island, lg pantry, pergola, 4-car heated garage/shop, 3 fireplaces, gorgeous 3-season room with FP, vaulted ceilings. Prof. designed custom main closet, new bar space, lighting, upgraded landscaping, and a newly installed invisible fence around the 1.5 acres to keep your sweet Doggy safe. Completely move-in ready. Welcome home, you deserve it!

Single-familyProperty Type

2019Year Built

1.51 acresLot Size

$364Est. Price/Sq.Ft.

4 car garageParking

Listed by Kristine Jaeger • Sprinkman Real Estate

Bought with Gerardo Jimenez • Sprinkman Real Estate

Redfin checked: a few seconds ago

•Source:SCWMLS as distributed by WIREX #1991837

Redfin Estimate

$1,916,180

$79K since sold in March 2025$3,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 51.3% higher than the average sale price ($1.27M) of 6 comparable homes.

SOLD SEP 15, 2026
$1,420,000
A
5 beds4.5 baths5,354 sq ft
4498 Nina Ln, Middleton, WI 53562
SOLD SEP 9, 2026
$1,298,000
B
5 beds4.5 baths5,188 sq ft
4516 Nina Ln, Middleton, WI 53562
SOLD JUL 17, 2026
$1,100,000
C
5 beds3.5 baths3,513 sq ft
4664 Stonewood Dr, Middleton, WI 53562
SOLD JUL 28, 2026
$1,050,000
D
5 beds4.5 baths5,000 sq ft
4479 Shooting Star Ave, Middleton, WI 53562
SOLD JUN 16, 2026
$1,430,000
E
5 beds3.5 baths5,135 sq ft
7484 Summit Ridge Rd, Middleton, WI 53562
SOLD MAY 22, 2026
$1,300,000
F
5 beds4.5 baths4,996 sq ft
4691 Sunset Ridge Dr, Middleton, WI 53562

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Earn from this home

Sell

$252,107

Est. take-home

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Refinance

Est. cash available

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Market trends in 53562, WI

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

99.9%

+0.1% MoM

Median sale price

$610K

$5K MoM

Avg. days on market

52d

2 days MoM

Recently sold homes

131

39 MoM

New listings for sale

$939,900
4 beds3 baths4,086 sq ft
902 Winding Way, Middleton, WI 53562
Seth Pfaehler • The McGrady Group, LLC
3D WALKTHROUGH
$239,900
1 bed1 bath850 sq ft
2809 Century Harbor Rd #3, Middleton, WI 53562
Peggy Acker-Farber • RE/MAX Preferred
$280,000
2 beds2 baths1,235 sq ft
3414 Valley Ridge Rd #3, Middleton, WI 53562
Diann Huset • First Weber, Inc
$1,075,000
4 beds3.5 baths4,765 sq ft
930 Winding Way, Middleton, WI 53562
Catherine Kimura • Compass Real Estate Wisconsin
$789,000
4 beds3.5 baths3,000 sq ft
6671 S Chickahauk Trl, Middleton, WI 53562
Leticia Hernandez • First Weber, Inc
$489,900
3 beds1.5 baths2,141 sq ft
6627 Franklin Ave, Middleton, WI 53562
Hanin Jaber • Coldwell Banker Realty
$825,000
4 beds3.5 baths3,000 sq ft
517 Dragon Willow Ln, Middleton, WI 53562
Dustin Laufenberg • MHB Real Estate
See all

Provided by Redfin

Sale history for 4899 Winners Cir

Year

Property tax

Land + Additions

Assessment*

2025

$22,007 (+28.4%)

$234,000 + $1,555,700

$1,789,700

2024

$17,139 (+4.8%)

$138,100 + $726,300

$864,400

2023

$16,358 (+5.8%)

$138,100 + $726,300

$864,400

2022

$15,461 (+0.8%)

$138,100 + $726,300

$864,400

2021

$15,342 (+19.7%)

$138,100 + $726,300

$864,400

2020

$12,820 (+265.5%)

$138,100 + $585,600

$723,700

2019

$3,507 (+70.0%)

$138,100 + $79,300

$217,400

2018

$2,063 (−3.6%)

$138,100

2017

$2,140 (−2.5%)

$138,100

2016

$2,195 (−2.5%)

$138,100

2014

$2,251 (−2.9%)

$138,100

2013

$2,317

$138,100

Tax history for 4899 Winners Cir

Year

Property tax

Land + Additions

Assessment*

2025

$22,007 (+28.4%)

$234,000 + $1,555,700

$1,789,700

2024

$17,139 (+4.8%)

$138,100 + $726,300

$864,400

2023

$16,358 (+5.8%)

$138,100 + $726,300

$864,400

2022

$15,461 (+0.8%)

$138,100 + $726,300

$864,400

2021

$15,342 (+19.7%)

$138,100 + $726,300

$864,400

2020

$12,820 (+265.5%)

$138,100 + $585,600

$723,700

2019

$3,507 (+70.0%)

$138,100 + $79,300

$217,400

2018

$2,063 (−3.6%)

$138,100

2017

$2,140 (−2.5%)

$138,100

2016

$2,195 (−2.5%)

$138,100

2014

$2,251 (−2.9%)

$138,100

2013

$2,317

$138,100

*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

1.51 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Other

County

Dane County

APN

080831401330

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 7, 2026.

Property details

Parking

Garage Information
# of Garage Parking Spaces (Total): 4
Garage: Attached, Heated, Opener Included, 4+ Cars, Garage Door Over 8 Feet

Interior

Bedroom Information
Master Bedroom Dimensions: 17 x 16
Master Bedroom Level: Main
Bedroom 2 Dimensions: 13 x 13
Bedroom 2 Level: Upper
Bedroom 3 Dimensions: 14 x 13
Bedroom 3 Level: Upper
Bedroom 4 Dimension: 13 x 13
Bedroom 4 Level: Upper
Bedroom 5 Dimension: 14 x 11
Bedroom 5 Level: Lower

Bathroom Information
Bath Description(s): Stubbed For Bathroom on Lower Level, At Least 1 Tub, Master Bedroom Bath (Full), Master Bedroom Bath, Walk-In Shower in Master Bathroom
# of Baths (1/2): 1
# of Baths (Full): 4

Interior Features
Wood or Simulation Wood Floors, Walk-In Closet(s), Great Room, Cathedral/Vaulted Ceiling, Water Softener, Security System, Wet Bar, Cable/Satellite Available, Hot Tub

Room Information
Full, Exposed, Full Size Windows, Walk Out/Outer Door, Finished, Sump Pump, 8'+ Ceiling, Radon Mitigation System, Poured Concrete
Other Room 2 Name: Screened Porch
Living Room Dimensions: 19 x 18
Living Room Level: Main
Kitchen Level: Main
Kitchen Dimensions: 18 x 14
Family Room Level: Lower
Family Room Length: 33 x 22
Dining Room Dimensions: 14 x 12
Dining Room Level: Main
Den/Office Dimension: 12 x 12
Den/Office Level: Main

Equipment
Appliances: Range/Oven, Refrigerator, Dishwasher, Microwave, Garbage Disposal

Exterior

Building Information
Building Type: 2 Story
Environmentally Friendly: Energy Star Appliances, Low Energy Windows
Estimated Sq. Ft. Range: 5001+

Exterior
Exterior Features: Porch (Screened), Patio, Sprinkler System, Electronic Pet Containment
Exterior: Fiber Cement, Other, Stone

Property Information
Single-Family
Information Source Year Built: Builder

Lot Information
Lot Acreage: 1.51
Zoning: Res

Subdivision
Subdivision: Bridle Ridge

Financial

Tax Information
Total Taxes: $17,140
Tax Year: 2024

Utilities

Utility Information
Well, Private Septic System
Heating/Cooling: Forced Air, Central Air, Zoned Heating
Natural Gas

Location

Neighborhood Information
Municipality: SPRINGFIELD
Municipality Type: Town

School Information
School District: Middleton-Cross Plains
Elementary School: Sunset Ridge
Middle School: Glacier Creek
High School: Middleton

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 1.51 acres
Style: Other
Year Built: —
Year Renovated: —
County: Dane County
APN: 080831401330

Home facts updated by county records on Aug 6, 2026

Other

Listing Information
SaleType: Arms Length
Inclusions: Fridge, range/oven, dishwasher, microwave, kitchen bar mini fridge, garage fridge, LL fridge, Bar room mini fridge, LL bar mini fridge, water softener, hot tub, Great room TV
Exclusions: All exercise equipment. Negotiable: ping pong table, snow blower, four wheeler.

Around this home

Schools

Sunset Ridge Elementary School

Public PreK-4 • Assigned • 0.7mi

7/10

Glacier Creek Middle School

Public 5-8 • Assigned • 2.7mi

9/10

Middleton High School

Public 9-12 • Assigned • 4.1mi

9/10

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 98° 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, 1 days in 30 years

Provided by First Street

Historical weather

Middleton, WI • 53562

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

Try the sun simulator tool to see how light moves across the property at different times of day and year.

Provided by Shadowmap

Estimated sale price

$1.82M – $2.20M

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Nearby similar homes

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4 beds3.5 baths3,000 sq ft

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Dustin Laufenberg • MHB Real Estate

New listings for sale in 53562

$939,900

4 beds3 baths4,086 sq ft

902 Winding Way, Middleton, WI 53562

Seth Pfaehler • The McGrady Group, LLC

3D WALKTHROUGH

$239,900

1 bed1 bath850 sq ft

2809 Century Harbor Rd #3, Middleton, WI 53562

Peggy Acker-Farber • RE/MAX Preferred

$280,000

2 beds2 baths1,235 sq ft

3414 Valley Ridge Rd #3, Middleton, WI 53562

Diann Huset • First Weber, Inc

$1,075,000

4 beds3.5 baths4,765 sq ft

930 Winding Way, Middleton, WI 53562

Catherine Kimura • Compass Real Estate Wisconsin

$789,000

4 beds3.5 baths3,000 sq ft

6671 S Chickahauk Trl, Middleton, WI 53562

Leticia Hernandez • First Weber, Inc

$489,900

3 beds1.5 baths2,141 sq ft

6627 Franklin Ave, Middleton, WI 53562

Hanin Jaber • Coldwell Banker Realty

$825,000

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517 Dragon Willow Ln, Middleton, WI 53562

Dustin Laufenberg • MHB Real Estate

Home values near 4899 Winners Cir

Data from public records.

Address	Redfin Estimate
4900 Winners Circle, Middleton, WI 5 Beds \| 4.5 Baths \| 4766 Sq. Ft.	$1,395,084
4908 Winners Circle, Middleton, WI 7 Beds \| 6.5 Baths \| 12178 Sq. Ft.	$3,191,756

Address	Redfin Estimate
4890 Winners Circle, Middleton, WI 5 Beds \| 4.5 Baths \| 5338 Sq. Ft.	$1,545,627
4880 Winners Circle, Middleton, WI 4 Beds \| 3.5 Baths \| 4576 Sq. Ft.	$1,324,728

Address	Redfin Estimate
4909 Winners Circle, Middleton, WI 4 Beds \| 4.5 Baths \| 4171 Sq. Ft.	$1,441,962
4859 Triple Crown Court, Middleton, WI 4 Beds \| 4.5 Baths \| 6515 Sq. Ft.	$1,647,084

Property information provided by SCWMLS as distributed by WIREX when last listed in 2025. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 53562, WI

Sale history for 4899 Winners Cir

Tax history for 4899 Winners Cir

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 53562

Home values near 4899 Winners Cir

More real estate resources