4908 Winners Circle

Middleton, WI
$ 3,300,000 Beds 7 Baths 6.5 Sq 12,178
Monthly Estimate* How much can I afford?

Executive home situated on 1.5 acres w/expansive views, offering luxury & craftsmanship. The main level showcases an impressive great room w/floor to ceiling stone fireplace. Gourmet chef’s kitchen with adjacent screen porch. Family room features a brick surround fireplace. Mud room, laundry & butler pantry on main level. Private owner’s suite featuring a spa-inspired bath, soaking tub, & custom closet. 4 additional bdrms, 2nd laundry & hidden paneled office complete the upper level. The spacious walk-out lower level is designed for recreation & entertaining. Complete w/a wet bar, theater rm, game area, indoor sport court, & gym. Outdoors, a private resort awaits with a sparkling pool, oversized patio, stunning pool house with fireplace, outdoor kitchen & grill. 4 car heated garage. Located in the highly desirable Middleton School District. This exceptional estate offers a rare combination of sophisticated living, superior craftsmanship, & resort-inspired amenities.

Single Family

  • Price
  • $ 3,300,000
  • City
  • Middleton
  • Bedrooms
  • 7
  • Full Bathrooms
  • 5
  • County
  • DANE
  • Half Bathrooms
  • 3
  • Area
  • SPRINGFIELD - T
  • Lot Size
  • 1.5 Acres
  • Zip
  • 53562
  • Sqr Footage
  • 12,178
  • Year Built
  • 2017
  • Taxes
  • $ 32099
  • Style
  • Colonial
  • MLS#
  • 2032111
Listed By: Collective Real Estate Group;
Data Source: South Central Wisconsin MLS (SCWMLS)

Features

General

Fireplaces 3+ fireplaces,Gas
Garage Attached,4+ car
Zoning Res
School District Middleton-Cross Plains
Full Baths 5
Half Baths 3
Subdivision Bridle Ridge
Style Colonial
County Dane
Class Single Family
Builder Keuler Fine Homes
Tax Year 2025
Fuel Natural gas
Status Active
Annual HOA Dues 785
Items Included All appliances,All window treatments,2- Washers,2- Dryers,Water softener,Outdoor grill.
Year Built 2017
Directions West on Airport,R- Bonner,R- Vosen Rd,L- Bridle Ridge Pass,R- on Winners Circle
High School Middleton
City Springfield
Elementary School Sunset Ridge
Middle School Glacier Creek
DOM 13
Price Per Sq Ft Total AG 270.98
County Qtr Section Dane NW

Interior Features

Basement Full,Full Size Windows/Exposed,Walkout to yard,Partially finished,8'+ Ceiling,Poured concrete foundatn,Exposed
Family Room Dimensions 20x16
Laundry Dimensions 7x11
Kitchen Dimensions 15x23
Kitchen Features Breakfast bar,Pantry,Kitchen Island,Range/Oven,Refrigerator,Dishwasher,Microwave,Disposal
Dining Room Dimensions 17x16
Beds 7
Total Baths 5.5
Heating/Cooling Forced air,Central air
Other Room 4 Dim 18x17
Other Room 3 Screened Porch
Other Room 3 Dim 14x16
Other Room 2 Dim 46x23
Other Room 2 Rec Room
Other Room 4 Theater
Finished SqFt 12178
Bedroom 2 Dim 14x21
Bedroom 3 Dim 20x19
Bedroom 4 Dim 19x18
Bedroom 5 Dim 17x13
Other Room Dim 16x13
Laundry Level M
Other Room Exercise Room
Bedroom 2 Level U
Bedroom 3 Level U
Bedroom 4 Level U
Bedroom 5 Lvl U
Dining Area Lvl M
Dining Room Level M
Family Room Level M
Kitchen Level M
Other Room 2 Lvl L
Other Room 3 Lvl M
Other Room Lvl L
SqFt Source Blue Print
Full Baths Lower 1
Full Baths Main 1
Full Baths Upper 3

Exterior Features

Lot Description Cul-de-sac,Rural-in subdivision
Improvements 2387200
Exterior Pressed board,Stone
Exterior Amenities Deck,Patio,Fenced Yard,Storage building,Pool - in ground,Sprinkler system
Driveway Paved
Water/Waste Well,Non-Municipal/Prvt dispos

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Baraboo, WI office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Sunset Ridge Elementary School
Middle School Glacier Creek Middle School
High School Middleton High School

Price History

9/5/2026 Listed $3,300,000

Property vs Zip Code Average in 53562

Price
AVG $830K
$3.3M
Taxes
AVG $6,906
$32,099
Year Built
AVG 2007
2017
Visits
AVG 115
4
Data Provided by Inside Real Estate®

Areas That We Cover

4908 Winners Circle Middleton, WI is a Single Family Home for sale at $3300000 with 12178 sqft and a lot size of 1.5 Acres Acre(s). 4908 Winners Circle Middleton has 7 bedrooms, 5 baths and was built in 2017. The property's zip code is 53562 which is in Middleton, WI

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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