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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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213 Properties
Map

213 Featured Properties Available

  • Default
  • Price-High To Low
  • Price-Low To High
  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
  • 9420 Stoneywood Boulevard, Middleton, WI 53562
    4 Beds3 Baths2,753 SqFt
    1/36 36
    Active

    $657,900

    9420 Stoneywood Boulevard, Middleton, WI 53562

    Listed by Bunbury & Assoc, REALTORS

    South Central Wisconsin MLS (SCWMLS)
  • 5003 Wenlock Rose Court, Middleton, WI 53562
    2 Beds2.5 Baths2,626 SqFt
    3D
    Price Dropped by $45K

    $1,250,000

    5003 Wenlock Rose Court, Middleton, WI 53562

    Listed by Sprinkman Real Estate

    South Central Wisconsin MLS (SCWMLS)
  • 9718 Sandhill Road, Middleton, WI 53562
    4 Beds4 Baths4,037 SqFt
    1/88 88
    Pending

    $1,095,000

    9718 Sandhill Road, Middleton, WI 53562

    Listed by Restaino & Associates

    South Central Wisconsin MLS (SCWMLS)
  • 5526 Grassland Trail, Middleton, WI 53562
    4 Beds3.5 Baths3,773 SqFt
    3D
    Pending

    $800,000

    5526 Grassland Trail, Middleton, WI 53562

    Listed by Lauer Realty Group, Inc.

    South Central Wisconsin MLS (SCWMLS)
  • 707 Cricket Lane #5, Middleton, WI 53562
    2 Beds2.5 Baths1,529 SqFt
    1/18 18
    Active

    $335,000

    707 Cricket Lane #5, Middleton, WI 53562

    Listed by Real Broker LLC

    South Central Wisconsin MLS (SCWMLS)
  • 4872 Augusta Drive, Middleton, WI 53597
    4 Beds3.5 Baths2,903 SqFt
    1/65 65
    Offer Show

    $995,000

    4872 Augusta Drive, Middleton, WI 53597

    Listed by RE/MAX Preferred

    South Central Wisconsin MLS (SCWMLS)
  • 749 Cricket Lane #749, Middleton, WI 53562
    2 Beds3 Baths2,435 SqFt
    1/39 39
    Offer Show

    $460,000

    749 Cricket Lane #749, Middleton, WI 53562

    Listed by Compass Real Estate Wisconsin

    South Central Wisconsin MLS (SCWMLS)
  • 7135 Johann Farm Road, Middleton, WI 53562
    3 Beds2.5 Baths1,647 SqFt
    1/2 2
    Active

    $589,900

    7135 Johann Farm Road, Middleton, WI 53562

    Listed by Stark Company, REALTORS

    South Central Wisconsin MLS (SCWMLS)
  • 4754 Sunset Ridge Drive, Middleton, WI 53562
    5 Beds3 Baths3,538 SqFt
    1/69 69
    Pending

    $930,000

    4754 Sunset Ridge Drive, Middleton, WI 53562

    Listed by Collective Real Estate Group

    South Central Wisconsin MLS (SCWMLS)
  • 4525 Hooded Merganser Drive, Middleton, WI 53562
    4 Beds4 Baths3,446 SqFt
    1/3 3
    Offer Show

    $926,165

    4525 Hooded Merganser Drive, Middleton, WI 53562

    Listed by Encore Real Estate Services, I

    South Central Wisconsin MLS (SCWMLS)
  • 4539 Deering Trail, Middleton, WI 53562
    4 Beds4 Baths4,467 SqFt
    3D
    Offer Show

    $1,395,000

    4539 Deering Trail, Middleton, WI 53562

    Listed by Sprinkman Real Estate

    South Central Wisconsin MLS (SCWMLS)
  • 6825 Maywood Avenue, Middleton, WI 53562
    4 Beds2 Baths1,638 SqFt
    3D
    Offer Show

    $474,900

    6825 Maywood Avenue, Middleton, WI 53562

    Listed by The Wills Agency

    South Central Wisconsin MLS (SCWMLS)
  • 814 Big Stone Trail, Middleton, WI 53562
    5 Beds5.5 Baths5,979 SqFt
    1/55 55
    Pending

    $1,500,000

    814 Big Stone Trail, Middleton, WI 53562

    Listed by Stark Company, REALTORS

    South Central Wisconsin MLS (SCWMLS)
  • 9913 Autumn Breeze Road, Middleton, WI 53562
    3 Beds2.5 Baths1,714 SqFt
    1/26 26
    Price Dropped by $10K

    $588,000

    9913 Autumn Breeze Road, Middleton, WI 53562

    Listed by Real Broker LLC

    South Central Wisconsin MLS (SCWMLS)
  • 1030 Rooster Run, Middleton, WI 53562
    3 Beds2.5 Baths2,474 SqFt
    3D
    Pending

    $565,000

    1030 Rooster Run, Middleton, WI 53562

    Listed by Bunbury & Assoc, REALTORS

    South Central Wisconsin MLS (SCWMLS)
  • 620 Tabby Turn Drive, Middleton, WI 53562
    3 Beds2.5 Baths1,519 SqFt
    1/16 16
    Pending

    $494,900

    620 Tabby Turn Drive, Middleton, WI 53562

    Listed by Stark Company, REALTORS

    South Central Wisconsin MLS (SCWMLS)
  • 9395 Old Sauk Road, Middleton, WI 53562
    3 Beds2.5 Baths1,683 SqFt
    3D
    Price Dropped by $4K

    $473,900

    9395 Old Sauk Road, Middleton, WI 53562

    Listed by Stark Company, REALTORS

    South Central Wisconsin MLS (SCWMLS)
  • 819 Schewe Road, Middleton, WI 53562
    4 Beds3.5 Baths3,305 SqFt
    1/50 50
    Offer Show

    $1,280,000

    819 Schewe Road, Middleton, WI 53562

    Listed by Starlight Realty

    South Central Wisconsin MLS (SCWMLS)
  • 7234 Maywood Avenue, Middleton, WI 53562
    4 Beds1 Bath1,200 SqFt
    1/30 30
    Offer Show

    $425,000

    7234 Maywood Avenue, Middleton, WI 53562

    Listed by First Weber Inc

    South Central Wisconsin MLS (SCWMLS)
  • 6835 Belle Fontaine Boulevard, Middleton, WI 53562
    3 Beds2 Baths1,640 SqFt
    1/3 3
    Active

    $629,900

    6835 Belle Fontaine Boulevard, Middleton, WI 53562

    Listed by Encore Real Estate Services, I

    South Central Wisconsin MLS (SCWMLS)
  • 6639 Wagtail Way, Middleton, WI 53562
    4 Beds2.5 Baths2,250 SqFt
    1/45 45
    Active

    $667,900

    6639 Wagtail Way, Middleton, WI 53562

    Listed by Encore Real Estate Services, I

    South Central Wisconsin MLS (SCWMLS)
  • 8691 Plainfield Road, Middleton, WI 53562
    4 Beds2.5 Baths2,860 SqFt
    1/35 35
    Pending

    $675,000

    8691 Plainfield Road, Middleton, WI 53562

    Listed by Restaino & Associates

    South Central Wisconsin MLS (SCWMLS)
  • 5038 Congressional Hill, Middleton, WI 53597
    5 Beds3.5 Baths3,300 SqFt
    3D
    Pending

    $1,150,000

    5038 Congressional Hill, Middleton, WI 53597

    Listed by RE/MAX Preferred

    South Central Wisconsin MLS (SCWMLS)
  • 7484 Summit Ridge Road, Middleton, WI 53562
    5 Beds3.5 Baths5,135 SqFt
    Offer Show

    $1,399,900

    7484 Summit Ridge Road, Middleton, WI 53562

    Listed by The Wills Agency

    South Central Wisconsin MLS (SCWMLS)
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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

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Market Trends in Middleton

(MAR 24, 2026 - APR 23, 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.