View 9809 Trappers Trail Middleton, WI MLS# 1974648
  • Virtual Tour
1 of 90
$4,500,000
7

Beds

7.2

Baths

11,292

Sq.Ft.

9809 Trappers Trail

Middleton, WI

Courtesy of SPRINKMAN REAL ESTATE
View 4817 Parmenter Street Middleton, WI MLS# 2014349
  • Recently Listed with Virtual Tour
1 of 25
$3,999,900
Studio

Beds

0.0

Baths

4817 Parmenter Street

Middleton, WI

Courtesy of RE/MAX PREFERRED
View Parmenter Street Middleton, WI MLS# 2009257
$3,799,500
Studio

Beds

0.0

Baths

Parmenter Street

Middleton, WI

Courtesy of KEY COMMERCIAL REAL ESTATE, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 5029 St Cyr Road Middleton, WI MLS# 2006589
  • Virtual Tour
1 of 88
$3,450,000
4

Beds

4.1

Baths

5,494

Sq.Ft.

5029 St Cyr Road

Middleton, WI

Courtesy of SPRINKMAN REAL ESTATE
View 4908 Winners Circle Middleton, WI MLS# 2013583
  • Virtual Tour
1 of 79
$3,100,000
7

Beds

5.2

Baths

12,275

Sq.Ft.

4908 Winners Circle

Middleton, WI

Courtesy of SPRINKMAN REAL ESTATE
View 5511 Mendota Drive Middleton, WI MLS# 2007823
  • Virtual Tour
1 of 80
$2,400,000
4

Beds

3.1

Baths

4,246

Sq.Ft.

5511 Mendota Drive

Middleton, WI

Courtesy of RESTAINO & ASSOCIATES
View 4043 Serenbe Street Middleton, WI MLS# 2010370
  • Virtual Tour
1 of 65
$1,799,000
5

Beds

4.1

Baths

3,643

Sq.Ft.

4043 Serenbe Street

Middleton, WI

Courtesy of SPRINKMAN REAL ESTATE
View 4043 Serenbe Street Middleton, WI MLS# 2012278
  • Virtual Tour
1 of 45
$1,799,000
5

Beds

4.1

Baths

3,643

Sq.Ft.

4043 Serenbe Street

Middleton, WI

Courtesy of SPRINKMAN REAL ESTATE
View 4029 Serenbe Street Middleton, WI MLS# 2010369
  • Virtual Tour
1 of 55
$1,749,000
5

Beds

5.1

Baths

3,543

Sq.Ft.

4029 Serenbe Street

Middleton, WI

Courtesy of SPRINKMAN REAL ESTATE
View 4029 Serenbe Street Middleton, WI MLS# 2012253
  • Virtual Tour
1 of 55
$1,749,000
5

Beds

5.1

Baths

3,518

Sq.Ft.

4029 Serenbe Street

Middleton, WI

Courtesy of SPRINKMAN REAL ESTATE
View 3579 Superior Oak Drive Middleton, WI MLS# 2005829
    1 of 34
    OPEN HOUSE: Saturday 1/24 12:00 PM - 4:00 PM
    $1,399,000
    5

    Beds

    4.1

    Baths

    4,237

    Sq.Ft.

    3579 Superior Oak Drive

    Middleton, WI

    Courtesy of VCI REALTY, LLC
    View 9801 Shadow Ridge Trail Middleton, WI MLS# 2014151
    $1,275,000
    4

    Beds

    4.1

    Baths

    4,124

    Sq.Ft.

    9801 Shadow Ridge Trail

    Middleton, WI

    Courtesy of COMPASS REAL ESTATE WISCONSIN
    View 3615 John Muir Drive Middleton, WI MLS# 2010149
    $1,200,000
    5

    Beds

    4.0

    Baths

    3,718

    Sq.Ft.

    3615 John Muir Drive

    Middleton, WI

    Courtesy of RESTAINO & ASSOCIATES
    View 7403 Elmwood Avenue Middleton, WI MLS# 2003875
    $1,199,000
    4

    Beds

    2.1

    Baths

    2,997

    Sq.Ft.

    7403 Elmwood Avenue

    Middleton, WI

    Courtesy of MHB REAL ESTATE
    View 6988 Schneider Road Middleton, WI MLS# 2005832
    $1,099,000
    5

    Beds

    3.1

    Baths

    3,186

    Sq.Ft.

    6988 Schneider Road

    Middleton, WI

    Courtesy of RESTAINO & ASSOCIATES
    View 6988 Schneider Road Middleton, WI MLS# 2007219
    $1,099,000
    5

    Beds

    3.1

    Baths

    3,186

    Sq.Ft.

    6988 Schneider Road

    Middleton, WI

    Courtesy of RESTAINO & ASSOCIATES
    View 7418 Century Avenue Middleton, WI MLS# 2013009
    $1,090,000
    4

    Beds

    2.0

    Baths

    1,836

    Sq.Ft.

    7418 Century Avenue

    Middleton, WI

    Courtesy of MADISON PROPERTY MANAGEMENT, INC.
    View 6242 University Avenue Middleton, WI MLS# 1961568
    $1,075,000
    Studio

    Beds

    0.0

    Baths

    6242 University Avenue

    Middleton, WI

    Courtesy of ALTUS COMMERCIAL REAL ESTATE, INC.
    View 7205 Donna Drive Middleton, WI MLS# 2003887
    $1,075,000
    4

    Beds

    3.2

    Baths

    4,780

    Sq.Ft.

    7205 Donna Drive

    Middleton, WI

    Courtesy of RELISH REALTY
    View 8561 Airport Road Middleton, WI MLS# 2010042
    $999,000
    3

    Beds

    2.0

    Baths

    2,920

    Sq.Ft.

    8561 Airport Road

    Middleton, WI

    Courtesy of DEVOUT REAL ESTATE GROUP, LLC

    About Middleton

    Listings in Middleton, WI

    145

    Estimated median home price

    $515,900
    Middleton WI Homes for Sale & Properties

    Weichert Realtors is one of the nation's leading providers of Middleton, Wisconsin real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Middleton, WI.

    Homes for Sale by Price in Middleton, WI

    PriceCount
    $0 - 100K0
    $100K - 200K17
    $200K - 300K14
    $300K - 400K12
    $400K - 500K26
    $500K - 600K29
    $600K - 700K15
    $700K - 800K6
    $800K - 900K3
    $900K - 1M4
    $1M - Max19

    Homes for Sale by Type in Middleton, WI

    Property TypeCount
    Single Family78
    Townhouse0
    Condo28
    Commercial1
    Rental0
    Lots and Land34
    Condo/Town/CoOp0
    CoOp0
    Multi Family4
    Mobile Home0
    Farms0

    (Data as of 1/16/2026)

    Information deemed reliable but not guaranteed.

    The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the South Central Wisconsin Multiple Listing Service. Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors are marked with the SCWMLS approved logo and detailed information about them includes the name of the listing brokers.

    © 2026 South Central Wisconsin MLS Corporation. All rights reserved.

    The information being provided is 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.

    This information, provided by seller, listing broker, and other parties, may not have been verified.

    Data is updated as of 1/19/2026.