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LEARN MORE ABOUT THE MIDDLETON COMMUNITY!
 
 
 
 

Middleton 

Find the newest homes for sale & real estate listings in Middleton! In this competitive market it’s important to stay on top of the newest listings & to alert us on anything you would like to see. If you would like more information on any of these Middleton homes for sale, just request information on the listing details page of the property. We can provide you with information that’s not available to the public including disclosures, past sales history, dates and prices of homes recently sold nearby, and more. And, if you haven’t already, be sure to register for our website so that you can receive email alerts whenever new Middleton homes for sale come on the market.

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236 Properties
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236 Featured Properties Available

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  • Price-High To Low
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  • Newest Listings
  • Beds (Most)
  • Baths (Most)
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  • 1812 Middleton Street, Middleton, WI 53562
    3 Beds3.5 Baths2,733 SqFt
    1/13 13
    Coming Soon

    $750,000

    1812 Middleton Street, Middleton, WI 53562

    Listed by Keller Williams Realty

    South Central Wisconsin MLS (SCWMLS)
  • 7208 Friendship Lane, Middleton, WI 53562
    3 Beds3 Baths2,187 SqFt
    1/38 38
    Open 6/7 11AM-1PM

    $590,000

    7208 Friendship Lane, Middleton, WI 53562

    Listed by Real Broker LLC

    South Central Wisconsin MLS (SCWMLS)
  • 6633 E Wood Circle, Middleton, WI 53562
    2 Beds2 Baths1,497 SqFt
    3D
    Open 6/7 12PM-2PM

    $449,900

    6633 E Wood Circle, Middleton, WI 53562

    Listed by Compass Real Estate Wisconsin

    South Central Wisconsin MLS (SCWMLS)
  • 3324 Glacier Ridge Road, Middleton, WI 53562
    4 Beds3.5 Baths3,625 SqFt
    3D
    Open 6/7 11AM-1PM

    $1,150,000

    3324 Glacier Ridge Road, Middleton, WI 53562

    Listed by Accord Realty

    South Central Wisconsin MLS (SCWMLS)
  • 9715 Red Sky Drive, Middleton, WI 53562
    5 Beds4.5 Baths6,129 SqFt
    1/2 2
    Coming Soon

    $1,500,000

    9715 Red Sky Drive, Middleton, WI 53562

    Listed by Bunbury & Assoc, REALTORS

    South Central Wisconsin MLS (SCWMLS)
  • 7842 Big Timber Trail, Middleton, WI 53562
    4 Beds3.5 Baths4,621 SqFt
    1/34 34
    Open Sat 10AM-12PM

    $975,000

    7842 Big Timber Trail, Middleton, WI 53562

    Listed by Heartland Business Transitions, Inc

    South Central Wisconsin MLS (SCWMLS)
  • 4917 Foxfire Trail, Middleton, WI 53562
    4 Beds3.5 Baths4,078 SqFt
    3D
    Open 6/7 12PM-1PM

    $1,100,000

    4917 Foxfire Trail, Middleton, WI 53562

    Listed by Spencer Real Estate Group

    South Central Wisconsin MLS (SCWMLS)
  • 726 Cone Flower Street, Middleton, WI 53562
    4 Beds3.5 Baths3,130 SqFt
    1/51 51
    Open 6/7 10AM-12PM

    $740,000

    726 Cone Flower Street, Middleton, WI 53562

    Listed by Compass Real Estate Wisconsin

    South Central Wisconsin MLS (SCWMLS)
  • 4473 Shooting Star Avenue, Middleton, WI 53562
    4 Beds3.5 Baths5,045 SqFt
    1/40 40
    Open Sun 1PM-3PM

    $1,299,000

    4473 Shooting Star Avenue, Middleton, WI 53562

    Listed by Restaino & Associates

    South Central Wisconsin MLS (SCWMLS)
  • 4043 Serenbe Street, Middleton, WI 53562
    5 Beds4.5 Baths4,163 SqFt
    3D
    Open Sun 1PM-3PM

    $1,799,000

    4043 Serenbe Street, Middleton, WI 53562

    Listed by Sprinkman Real Estate

    South Central Wisconsin MLS (SCWMLS)
  • 4029 Serenbe Street, Middleton, WI 53562
    5 Beds5.5 Baths4,063 SqFt
    3D
    Open Sun 1PM-3PM

    $1,699,000

    4029 Serenbe Street, Middleton, WI 53562

    Listed by Sprinkman Real Estate

    South Central Wisconsin MLS (SCWMLS)
  • 4307 Goldeneye Gateway Drive, Middleton, WI 53562
    3 Beds2.5 Baths1,695 SqFt
    1/38 38
    Open 6/7 10AM-1PM

    $488,000

    4307 Goldeneye Gateway Drive, Middleton, WI 53562

    Listed by Encore Real Estate Services, I

    South Central Wisconsin MLS (SCWMLS)
  • 4317 Goldeneye Gateway Drive, Middleton, WI 53562
    3 Beds2.5 Baths1,563 SqFt
    1/39 39
    Open 6/7 10AM-1PM

    $485,900

    4317 Goldeneye Gateway Drive, Middleton, WI 53562

    Listed by Encore Real Estate Services, I

    South Central Wisconsin MLS (SCWMLS)
  • 4303 Goldeneye Gateway Drive, Middleton, WI 53562
    3 Beds2.5 Baths1,563 SqFt
    1/39 39
    Open 6/7 10AM-1PM

    $484,000

    4303 Goldeneye Gateway Drive, Middleton, WI 53562

    Listed by Encore Real Estate Services, I

    South Central Wisconsin MLS (SCWMLS)
  • 6870 Belle Fontaine Boulevard, Middleton, WI 53562
    3 Beds3.5 Baths2,130 SqFt
    1/37 37
    Open 6/7 10AM-1PM

    $451,500

    6870 Belle Fontaine Boulevard, Middleton, WI 53562

    Listed by Encore Real Estate Services, I

    South Central Wisconsin MLS (SCWMLS)
  • 6680 Redpoll Road, Middleton, WI 53562
    4 Beds2.5 Baths2,301 SqFt
    1/21 21
    Open Sun 12PM-4PM

    $614,900

    6680 Redpoll Road, Middleton, WI 53562

    Listed by Tim O'Brien Homes LLC

    South Central Wisconsin MLS (SCWMLS)
  • 6643 Redpoll Road, Middleton, WI 53562
    3 Beds2.5 Baths1,989 SqFt
    1/27 27
    Open Sun 12PM-4PM

    $589,900

    6643 Redpoll Road, Middleton, WI 53562

    Listed by Tim O'Brien Homes LLC

    South Central Wisconsin MLS (SCWMLS)
  • 8530 Greenway Boulevard #107, Middleton, WI 53562
    1 Bed1 Bath1,061 SqFt
    1/2 2
    Coming Soon

    $274,900

    8530 Greenway Boulevard #107, Middleton, WI 53562

    Listed by RE/MAX Preferred

    South Central Wisconsin MLS (SCWMLS)
  • 1308 Shirley Street, Middleton, WI 53562
    3 Beds2 Baths2,668 SqFt
    1/11 11
    Coming Soon

    $749,000

    1308 Shirley Street, Middleton, WI 53562

    Listed by Shore Bluff Realty

    South Central Wisconsin MLS (SCWMLS)
  • 2403 Maywood Circle, Middleton, WI 53562
    4 Beds2.5 Baths2,706 SqFt
    1/3 3
    Coming Soon

    $499,000

    2403 Maywood Circle, Middleton, WI 53562

    Listed by Century 21 Affiliated Roessler

    South Central Wisconsin MLS (SCWMLS)
  • 7008 Elmwood Avenue, Middleton, WI 53562
    3 Beds2.5 Baths1,910 SqFt
    Coming Soon

    $450,000

    7008 Elmwood Avenue, Middleton, WI 53562

    Listed by Compass Real Estate Wisconsin

    South Central Wisconsin MLS (SCWMLS)
  • 4938 Hickory Trail, Middleton, WI 53562
    3 Beds3 Baths2,394 SqFt
    1/42 42
    New

    $449,900

    4938 Hickory Trail, Middleton, WI 53562

    Listed by Collective Real Estate Group

    South Central Wisconsin MLS (SCWMLS)
  • 5813 Roosevelt Street, Middleton, WI 53562-1928
    2 Beds1 Bath1,120 SqFt
    1/77 77
    New

    $400,000

    5813 Roosevelt Street, Middleton, WI 53562-1928

    Listed by Coldwell Banker Real Estate Group

    South Central Wisconsin MLS (SCWMLS)
  • 7106 Fortune Drive #7, Middleton, WI 53562
    2 Beds1 Bath890 SqFt
    Coming Soon

    $185,000

    7106 Fortune Drive #7, Middleton, WI 53562

    Listed by RE/MAX Preferred

    South Central Wisconsin MLS (SCWMLS)
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      Communities
      1. All Communities
      2. Waterfront Homes
      3. Downtown Condos
      4. Madison
      5. Monona
      6. Middleton
      7. Shorewood Hills
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      9. Cottage Grove
      10. Fitchburg
      11. Mcfarland
      12. Verona
      13. Sun Prairie
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Forward Realty LLC
Mark Gladue

+1(608) 658-0467 mark@gladuestoppedby.com

2526 Monroe St, Madison, WI, 53711-1907, USA

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Market Trends in Middleton

(MAY 08, 2026 - JUN 07, 2026)

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    • Home
      Communities
      1. All Communities
      2. Waterfront Homes
      3. Downtown Condos
      4. Madison
      5. Monona
      6. Middleton
      7. Shorewood Hills
      8. Maple Bluff
      9. Cottage Grove
      10. Fitchburg
      11. Mcfarland
      12. Verona
      13. Sun Prairie
      Blogs
    • Buy
      Testimonials
    • Sell
      1. Home Valuation
      2. Why List With Us
      Team
Forward Realty LLC
Mark Gladue

+1(608) 658-0467 mark@gladuestoppedby.com

2526 Monroe St, Madison, WI, 53711-1907, USA

Get My App

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.