9,879

Middleton, WI Homes

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  • /45

    $1,350,000 Sold Jul 21, 2025

    810 Big Stone Trail, Middleton, WI 53562

    • 6 Beds
    • 5 Baths
    • 5,916 Sq Ft
    • Built 2013

    Last Sold Summary

    • 4% Below List Price
    • $228/SF
    • 6 Days On Market

    Current Estimated Value $1,365,586

    Last Listing Agent Amy Lessing Compass Real Estate Wisconsin

    810 Big Stone Trail, Middleton, WI 53562
    • /46

      Est $327,405 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 791 Sq Ft

      5810 Roosevelt St, Middleton, WI 53562

      5810 Roosevelt St, Middleton, WI 53562
  • /69

    $597,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,230 Sq Ft

    6661 Redpoll Rd, Middleton, WI 53562

    Move-in ready! Welcome to Redtail Ridgefeaturing Middleton Schools! Spacious carriage home plan with rear-load garage features two-story great room with gas fireplace. Cooks kitchen includes granite countertops & sink, ceramic tile backsplash, stainless appliances, and walk-in pantry. Spacious main floor primary bedroom suite with large walk-in closet and private bath including tile shower & dual

    Encore Homes, Inc Builder
    6661 Redpoll Rd, Middleton, WI 53562
  • /76

    $504,000 Sold May 01, 2025

    6944 Pine Siskin Place, Middleton, WI 53562

    • 3 Beds
    • 2.5 Baths
    • 1,892 Sq Ft
    • Built 2024

    Last Sold Summary

    • 1% Above List Price
    • $266/SF
    • 333 Days On Market

    Last Listing Agent Cari Wuebben Encore Real Estate Services, I

    6944 Pine Siskin Place, Middleton, WI 53562
    • /66

      Est $916,340 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 1,122 Sq Ft

      5806 Baskerville Walk, Middleton, WI 53562

      5806 Baskerville Walk, Middleton, WI 53562
  • /12

    $210,000

    • Land
    • 0.23 Acre
    • $913,043 per Acre

    662 Rustic Rise Way, Middleton, WI 53593

    Discover the perfect balance of city convenience and country charm at Fox Knoll, Madison’s newest sought-after subdivision! Nestled on the quiet west side and within the Middleton-Cross Plains School District, Fox Knoll offers 74 spacious single family home lots with phase one featuring 50 homesites ranging from .21 to .36 acres. Enjoy serene living with Pope Farm Conservancy and Pioneer Park

    Steve Britt Spencer Real Estate Group

    662 Rustic Rise Way, Middleton, WI 53593
  • /52

    $791,000 Sold Nov 12, 2025

    6663 S Chickahauk Trail, Middleton, WI 53562

    • 4 Beds
    • 3.5 Baths
    • 3,235 Sq Ft
    • Built 2015

    Last Sold Summary

    • 1% Below List Price
    • $245/SF
    • 121 Days On Market

    Last Listing Agent Joanna Janas Sprinkman Real Estate

    6663 S Chickahauk Trail, Middleton, WI 53562
    • /23

      Est $328,835 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,100 Sq Ft

      5745 Roosevelt St, Middleton, WI 53562

      5745 Roosevelt St, Middleton, WI 53562
  • /12

    $210,000

    • Land
    • 0.25 Acre
    • $840,000 per Acre

    646 Rustic Rise Way, Middleton, WI 53593

    Discover the perfect balance of city convenience and country charm at Fox Knoll, Madison’s newest sought-after subdivision! Nestled on the quiet west side and within the Middleton-Cross Plains School District, Fox Knoll offers 74 spacious single family home lots with phase one featuring 50 homesites ranging from .21 to .36 acres. Enjoy serene living with Pope Farm Conservancy and Pioneer Park

    Steve Britt Spencer Real Estate Group

    646 Rustic Rise Way, Middleton, WI 53593
  • /50

    $350,000 Sold May 14, 2025

    3502 Valley Ridge Rd Unit 3502, Middleton, WI 53562

    • 3 Beds
    • 1.5 Baths
    • 1,876 Sq Ft
    • Built 1972

    Last Sold Summary

    • $187/SF
    • 11 Days On Market

    Current Estimated Value $359,070

    Last Listing Agent Matt Deadman Real Broker LLC

    3502 Valley Ridge Rd Unit 3502, Middleton, WI 53562
    • /42

      Est $479,069 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,896 Sq Ft

      5709 Highland Way, Middleton, WI 53562

      5709 Highland Way, Middleton, WI 53562
  • /56

    $547,757 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,695 Sq Ft

    Mulberry Cottage Plan at Redtail Ridge - Single Family Homes, Middleton, WI 53562

    Cottage style living with plenty of room for your whole family. Free up extra time with the efficiently designed Mulberry Cottage--no more wasted time and energy cleaning unused space. Let the fun begin!

    Encore Homes, Inc Builder
    6976 Belle Fontaine Blvd Unit 37141564, Middleton, WI 53562
  • /55

    $930,000 Sold Dec 11, 2025

    630 Big Stone Trail, Middleton, WI 53562

    • 5 Beds
    • 4 Baths
    • 4,705 Sq Ft
    • Built 2016

    Last Sold Summary

    • 12% Below List Price
    • $198/SF
    • 103 Days On Market

    Last Listing Agent Kavita Biyani Berkshire Hathaway HomeServices True Realty

    630 Big Stone Trail, Middleton, WI 53562
    • /47

      Est $408,759 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,356 Sq Ft

      5727 Highland Way, Middleton, WI 53562

      5727 Highland Way, Middleton, WI 53562
  • /32

    $499,900

    • 2 Beds
    • 2 Baths
    • 1,533 Sq Ft

    9329 Cobalt St, Middleton, WI 53562

    Welcome to this high-quality 2 bedroom, 2 bathroom home offering an inviting open-concept layout with modern finishes throughout. The kitchen features granite countertops, a walk-in pantry, and a seamless flow into the main living area—ideal for everyday living and effortless entertaining. Beautiful engineered hardwood floors, a dedicated mudroom, main-floor laundry, and 9' ceilings add both

    Heather Taylor MHB Real Estate

    9329 Cobalt St, Middleton, WI 53562
  • /12

    $210,000 Sold Aug 28, 2025

    635 Rustic Rise Way, Middleton, WI 53593

    • Land
    • 0.26 Acre
    • $807,692 per Acre

    Last Sold Summary

    • 11% Above List Price
    • 985 Days On Market

    Current Estimated Value $210,735

    Last Listing Agent Steve Britt Spencer Real Estate Group

    635 Rustic Rise Way, Middleton, WI 53593
    • /50

      Est $452,104 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,732 Sq Ft

      3309 Cedar Trail, Middleton, WI 53562

      3309 Cedar Trail, Middleton, WI 53562
  • /12

    $205,000

    • Land
    • 0.26 Acre
    • $788,462 per Acre

    639 Rustic Rise Way, Middleton, WI 53593

    Discover the perfect balance of city convenience and country charm at Fox Knoll, Madison’s newest sought-after subdivision! Nestled on the quiet west side and within the Middleton-Cross Plains School District, Fox Knoll offers 74 spacious single family home lots with phase one featuring 50 homesites ranging from .21 to .36 acres. Enjoy serene living with Pope Farm Conservancy and Pioneer Park

    Steve Britt Spencer Real Estate Group

    639 Rustic Rise Way, Middleton, WI 53593
  • 5110 Sunrise Ridge Trail, Middleton, WI 53562

    $600,000 Sold Aug 15, 2025

    5110 Sunrise Ridge Trail, Middleton, WI 53562

    • 3 Beds
    • 2 Baths
    • 1,974 Sq Ft

    Last Sold Summary

    • 8% Below List Price
    • $304/SF
    • 17 Days On Market

    Current Estimated Value $615,887

    Last Listing Agent Karen M Berger Realty Executives Integrity~Cedarburg

    5110 Sunrise Ridge Trail, Middleton, WI 53562
    • /31

      Est $450,598 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,752 Sq Ft

      5601 Cedar Ridge Rd, Middleton, WI 53562

      5601 Cedar Ridge Rd, Middleton, WI 53562
  • /12

    $200,000

    • Land
    • 0.23 Acre
    • $869,565 per Acre

    640 Rustic Rise Way, Middleton, WI 53593

    Discover the perfect balance of city convenience and country charm at Fox Knoll, Madison’s newest sought-after subdivision! Nestled on the quiet west side and within the Middleton-Cross Plains School District, Fox Knoll offers 74 spacious single family home lots with phase one featuring 50 homesites ranging from .21 to .36 acres. Enjoy serene living with Pope Farm Conservancy and Pioneer Park

    Steve Britt Spencer Real Estate Group

    640 Rustic Rise Way, Middleton, WI 53593
  • /64

    $825,000 Sold Apr 09, 2025

    6801 Phil Lewis Way, Middleton, WI 53562

    • 4 Beds
    • 2.5 Baths
    • 2,856 Sq Ft
    • Built 2002

    Last Sold Summary

    • 1% Above List Price
    • $289/SF
    • 29 Days On Market

    Current Estimated Value $850,086

    Last Listing Agent Chas Martin Sprinkman Real Estate

    6801 Phil Lewis Way, Middleton, WI 53562
    • /29

      Est $411,820 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,769 Sq Ft

      5821 Woodcreek Ln, Middleton, WI 53562

      5821 Woodcreek Ln, Middleton, WI 53562
  • /54

    $489,900 Open Sun 11AM - 1PM

    • 2 Beds
    • 2.5 Baths
    • 1,950 Sq Ft

    5102 Sarah Ln, Middleton, WI 53562

    Highly Sought after Middleton location on a quiet cul de sac & backyard bordering an open area with walking trail to Lake Mendota & park. Impressive & meticulously maintained almost 2000 sq ft 2 story w/3 levels of wonderful living space! Main level features gorgeous LVP flooring, sunny living rm w/gas frpl. & guest bath. Kitchen w/center island, ample counterspace & cabinetry. Dining area

    Sue Eastwood RE/MAX Preferred

    5102 Sarah Ln, Middleton, WI 53562
  • /40

    $261,000 Sold May 15, 2025

    3412 Valley Ridge Rd Unit 5, Middleton, WI 53562

    • 2 Beds
    • 2 Baths
    • 1,145 Sq Ft
    • Built 1972

    Last Sold Summary

    • 2% Above List Price
    • $228/SF
    • 24 Days On Market

    Current Estimated Value $261,411

    Last Listing Agent Lindsay Gallagher Lindsay Gallagher & Associates

    3412 Valley Ridge Rd Unit 5, Middleton, WI 53562
    • /43

      Est $308,496 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,323 Sq Ft

      5834 Highland Terrace Unit F4, Middleton, WI 53562

      5834 Highland Terrace Unit F4, Middleton, WI 53562
  • /35

    $309,900

    • 2 Beds
    • 2 Baths
    • 1,468 Sq Ft

    3108 Creekview Dr Unit 7, Middleton, WI 53562

    Discover your dream home in Middleton, Wisconsin! This stunning 2nd-floor, end unit offers the perfect blend of luxury & comfort. 2 spacious bedrooms & 2 bathrooms, you'll have plenty of room to relax & unwind. The vaulted ceilings create an airy atmosphere, while the fireplace adds a cozy touch for our chilly Wisconsin winters. Step out on the balcony & enjoy the views of conservancy, & the many

    Dana Nowland First Weber Inc

    3108 Creekview Dr Unit 7, Middleton, WI 53562
  • /72

    $1,905,000 Sold Sep 19, 2025

    4269 Callaway Ct, Middleton, WI 53597

    • 5 Beds
    • 5 Baths
    • 4,677 Sq Ft
    • Built 2019

    Last Sold Summary

    • 5% Below List Price
    • $407/SF
    • 46 Days On Market

    Current Estimated Value $1,863,901

    Last Listing Agent Kristine Jaeger Sprinkman Real Estate

    4269 Callaway Ct, Middleton, WI 53597
    • /20

      Est $307,267 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,260 Sq Ft

      5828 Highland Terrace, Middleton, WI 53562

      5828 Highland Terrace, Middleton, WI 53562
  • /2

    $359,900 Under Contract

    • Land
    • 0.57 Acre
    • $631,404 per Acre

    Lot 26 Colonial Way, Middleton, WI 53593

    Take advantage of one of the final opportunities to build your dream home in one of Middleton’s most sought-after communities! This premium lot (that we were fortunate to get!) in the desirable Pioneer Pointe subdivision offers moderate exposure, backs to the golf course out lots/greenspace (no neighbors), and features views of holes 3 and 4 of the outstanding Pioneer Pointe Golf Course. As well

    Alden Cleary Jason Thomas Homes LLC

    Lot 26 Colonial Way, Middleton, WI 53593
  • /39

    $300,000 Sold Jun 26, 2025

    5236 Frisco Ct Unit 5236, Middleton, WI 53562

    • 2 Beds
    • 2.5 Baths
    • 1,150 Sq Ft
    • Built 2006

    Last Sold Summary

    • $261/SF
    • 11 Days On Market

    Current Estimated Value $303,742

    Last Listing Agent Kayleigh Cleary Stark Company, REALTORS

    5236 Frisco Ct Unit 5236, Middleton, WI 53562
    • /21

      Est $328,260 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,260 Sq Ft

      5815 Highland Terrace Unit B1, Middleton, WI 53562

      5815 Highland Terrace Unit B1, Middleton, WI 53562
  • /12

    $210,000

    • Land
    • 0.23 Acre
    • $913,043 per Acre

    654 Rustic Rise Way, Middleton, WI 53593

    Discover the perfect balance of city convenience and country charm at Fox Knoll, Madison’s newest sought-after subdivision! Nestled on the quiet west side and within the Middleton-Cross Plains School District, Fox Knoll offers 74 spacious single family home lots with phase one featuring 50 homesites ranging from .21 to .36 acres. Enjoy serene living with Pope Farm Conservancy and Pioneer Park

    Steve Britt Spencer Real Estate Group

    654 Rustic Rise Way, Middleton, WI 53593
  • /24

    $465,500 Sold Jul 11, 2025

    4208 Thrasher St, Middleton, WI 53562

    • 3 Beds
    • 2 Baths
    • 1,675 Sq Ft
    • Built 2024

    Last Sold Summary

    • 7% Below List Price
    • $278/SF
    • 22 Days On Market

    Current Estimated Value $474,766

    Last Listing Agent Luke Bruckner Collective Real Estate Group

    4208 Thrasher St, Middleton, WI 53562
    • /28

      Est $493,593 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,716 Sq Ft

      3102 Sunrise Ct, Middleton, WI 53562

      3102 Sunrise Ct, Middleton, WI 53562
  • /12

    $215,000

    • Land
    • 0.27 Acre
    • $796,296 per Acre

    651 Rustic Rise Way, Middleton, WI 53593

    Discover the perfect balance of city convenience and country charm at Fox Knoll, Madison’s newest sought-after subdivision! Nestled on the quiet west side and within the Middleton-Cross Plains School District, Fox Knoll offers 74 spacious single family home lots with phase one featuring 50 homesites ranging from .21 to .36 acres. Enjoy serene living with Pope Farm Conservancy and Pioneer Park

    Steve Britt Spencer Real Estate Group

    651 Rustic Rise Way, Middleton, WI 53593
  • /58

    $550,000 Sold Sep 12, 2025

    7305 Companion Ln, Middleton, WI 53562

    • 3 Beds
    • 2.5 Baths
    • 2,626 Sq Ft
    • Built 1983

    Last Sold Summary

    • $209/SF
    • 13 Days On Market

    Current Estimated Value $556,496

    Last Listing Agent Jennifer Utter First Weber Inc

    7305 Companion Ln, Middleton, WI 53562
    • /48

      Est $488,435 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,996 Sq Ft

      3102 Elm Ln, Middleton, WI 53562

      3102 Elm Ln, Middleton, WI 53562
  • /40

    $578,517 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,264 Sq Ft

    Glacier Carriage Home Plan at Redtail Ridge - Single Family Homes, Middleton, WI 53562

    With this house, keeping your busy family organized and connected will be a breeze! Host dinner in your formal dining room, do homework or music lessons in the flex room, have coffee with friends at the kitchen island, enjoy a quiet evening by the fire in the great roomyou dream it, and theres space for it! And at the end of your busy day, youll retreat to a well-appointed primary bedroom suite

    Encore Homes, Inc Builder
    6976 Belle Fontaine Blvd Unit 37141657, Middleton, WI 53562
  • /12

    $215,000 Sold Jun 20, 2025

    646 Windy Willow Rd, Middleton, WI 53593

    • Land
    • 0.22 Acre
    • $977,273 per Acre

    Last Sold Summary

    • 34% Above List Price
    • 1,032 Days On Market

    Current Estimated Value $212,558

    Last Listing Agent Steve Britt Spencer Real Estate Group

    646 Windy Willow Rd, Middleton, WI 53593

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