Middleton, WI Homes

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  /23

  Est $328,287 Not Listed For Sale

  5745 Roosevelt St, Middleton, WI 53562

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Built 1963

  5745 Roosevelt St, Middleton, WI 53562

  Last Sold Summary

  • 11% Above List Price
  • $268/SF
  • 6 Days On Market

  Last Sold Price $295,000

  Last Listing Agent Barbie Murawski Coldwell Banker Real Estate Group
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  /47

  $390,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,435 Sq Ft

  Redtail Ridge 3-Unit Townhomes Plan at Redtail Ridge - Townhomes, Middleton, WI 53562

  All the comforts of home, coupled with unparalleled convenience! Spacious townhome style means open concept living, generously sized bedrooms, and ample storage space coupled with contemporary design. Shared maintenance agreement means that youll never need to worry about snow removal or landscape careall taken care of for you! Photos and tours are of a similar duplex end-unit model.

  Encore Homes, Inc Builder

  6976 Belle Fontaine Blvd Unit 37141785, Middleton, WI 53562
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  /62

  $819,000 Sold Dec 12, 2025

  5039 Congressional Hill, Middleton, WI 53597

  • 4 Beds
  • 3.5 Baths
  • 3,552 Sq Ft
  • Built 2015

  Last Sold Summary

  • 4% Below List Price
  • $231/SF
  • 29 Days On Market

  Last Listing Agent Lori Murphy Sprinkman Real Estate

  5039 Congressional Hill, Middleton, WI 53597
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  /42

  Est $474,872 Not Listed For Sale

  5709 Highland Way, Middleton, WI 53562

  • 3 Beds
  • 3 Baths
  • 1,896 Sq Ft
  • Built 1983

  5709 Highland Way, Middleton, WI 53562

  Last Sold Summary

  • 8% Above List Price
  • $232/SF
  • 5 Days On Market

  Last Sold Price $440,000

  Last Listing Agent Gerardo Jimenez Sprinkman Real Estate
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  /47

  $390,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,435 Sq Ft

  Redtail Ridge 4-Unit Townhomes Plan at Redtail Ridge - Townhomes, Middleton, WI 53562

  All the comforts of home, coupled with unparalleled convenience! Spacious townhome style means open concept living, generously sized bedrooms, and ample storage space coupled with contemporary design. Shared maintenance agreement means that youll never need to worry about snow removal or landscape careall taken care of for you! Photos and tours are of a similar duplex end-unit model.

  Encore Homes, Inc Builder

  6976 Belle Fontaine Blvd Unit 37141798, Middleton, WI 53562
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  /27

  $623,500 Sold Jun 24, 2025

  7021 Hubbard Ave, Middleton, WI 53562

  • 2,704 Sq Ft
  • Built 1900

  Last Sold Summary

  • $231/SF
  • 2 Days On Market

  Current Estimated Value $610,324

  Last Listing Agent MHB Real Estate Team MHB Real Estate

  7021 Hubbard Ave, Middleton, WI 53562
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  /47

  Est $421,095 Not Listed For Sale

  5727 Highland Way, Middleton, WI 53562

  • 3 Beds
  • 1.5 Baths
  • 1,356 Sq Ft
  • Built 1980

  5727 Highland Way, Middleton, WI 53562

  Last Sold Summary

  • 4% Above List Price
  • $298/SF
  • 54 Days On Market

  Last Sold Price $403,500

  Last Listing Agent Ashley Malinowski Restaino & Associates
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  /55

  $1,500,000 Pending

  • 5 Beds
  • 5.5 Baths
  • 5,979 Sq Ft

  814 Big Stone Trail, Middleton, WI 53562

  Gorgeous style & exceptional function come together in this home in the desirable Blackhawk neighborhood. Enjoy timeless design & thoughtful flow throughout. Relax in the FR w/cozy reading nook, fireplace, coffered ceiling & stunning views of the private yard & pool. A chef’s kitchen offers everything including a fireplace adding extra warmth & charm. The huge DR provides the perfect space for

  Susi Haviland Stark Company, REALTORS

  814 Big Stone Trail, Middleton, WI 53562
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  /25

  $540,200 Sold Apr 30, 2025

  7010 Donna Dr, Middleton, WI 53562

  • 4 Beds
  • 2.5 Baths
  • 2,058 Sq Ft
  • Built 1966

  Last Sold Summary

  • 7% Below List Price
  • $262/SF
  • 147 Days On Market

  Current Estimated Value $511,390

  Last Listing Agent MHB Real Estate Team MHB Real Estate

  7010 Donna Dr, Middleton, WI 53562
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  /50

  Est $445,853 Not Listed For Sale

  3309 Cedar Trail, Middleton, WI 53562

  • 4 Beds
  • 2 Baths
  • 1,732 Sq Ft
  • Built 1982

  3309 Cedar Trail, Middleton, WI 53562

  Last Sold Summary

  • 10% Above List Price
  • $234/SF
  • 14 Days On Market

  Last Sold Price $405,000

  Last Listing Agent Todd Mulhern Restaino & Associates
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  /100

  $574,459 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,883 Sq Ft

  Jennifer's Knoll Plan at Redtail Ridge - Single Family Homes, Middleton, WI 53562

  This all-American floor plan is instantly comforting; it reminds you of homes you spent part of your childhood in, yet there is a modern twist and updates that makes it more functional and open. With three bedrooms, two and a half bathrooms, and a first floor laundry, it accommodates everyone with ease and efficiency.

  Encore Homes, Inc Builder

  6976 Belle Fontaine Blvd Unit 37141332, Middleton, WI 53562
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  /32

  $425,000 Sold Oct 17, 2025

  6913 Belle Fontaine Blvd, Middleton, WI 53562

  • 3 Beds
  • 2.5 Baths
  • 1,435 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $296/SF
  • 28 Days On Market

  Encore Homes, Inc Redtail Ridge - Townhomes

  6913 Belle Fontaine Blvd, Middleton, WI 53562
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  /31

  Est $430,884 Not Listed For Sale

  5601 Cedar Ridge Rd, Middleton, WI 53562

  • 3 Beds
  • 2 Baths
  • 1,752 Sq Ft
  • Built 1983

  5601 Cedar Ridge Rd, Middleton, WI 53562

  Last Sold Summary

  • 6% Above List Price
  • $232/SF
  • 5 Days On Market

  Last Sold Price $406,000

  Last Listing Agent Amy Lessing Compass Real Estate Wisconsin
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  /5

  $159,000

  • Land
  • 0.19 Acre
  • $836,842 per Acre

  9433 Cobalt St, Middleton, WI 53562

  Rare homesite in the Middleton School District on the west side of Madison. Partial front exposure possible. Build with Midwest Homes, builder of quality custom homes since 1969. Enjoy energy and upfront savings with an Energy Star-rated, Green-Built, value-engineered home and quality finishes to be chosen alongside our in-house designer. We build a limited number of homes each year to maintain

  Kelly Rainiero Mode Realty Network

  9433 Cobalt St, Middleton, WI 53562
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  /22

  $347,000 Sold Jul 25, 2025

  719 Cricket Ln Unit 5, Middleton, WI 53562

  • 3 Beds
  • 2.5 Baths
  • 1,755 Sq Ft
  • Built 2007

  Last Sold Summary

  • 1% Below List Price
  • $198/SF
  • 4 Days On Market

  Current Estimated Value $349,320

  Last Listing Agent MHB Real Estate Team MHB Real Estate

  719 Cricket Ln Unit 5, Middleton, WI 53562
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  /61

  Est $344,564 Not Listed For Sale

  5819 Woodcreek Ln, Middleton, WI 53562

  • 2 Beds
  • 2 Baths
  • 2,127 Sq Ft
  • Built 1981

  5819 Woodcreek Ln, Middleton, WI 53562

  Last Sold Summary

  • 8% Above List Price
  • $150/SF
  • 109 Days On Market

  Last Sold Price $320,000

  Last Listing Agent Ron Kubalanza Stark Company, REALTORS
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  /37

  $823,600 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,044 Sq Ft

  The Maybeck Plan at Eagle Trace, Middleton, WI 53562

  The Maybeck, named for the arts and crafts movement architect, Bernard Maybeck, is a fine tribute to his legacy. A well thought out design brings form and function to the space. The Maybeck features two flex rooms on the main floor, allowing you to create your own zones. Arts and crafts can be had in the back and perhaps a music room with a baby grand can resonate from the front. What’s more,

  Veridian Homes Builder

  3955 Schewe Rd Unit 38774778, Middleton, WI 53562
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  /39

  $785,000 Sold Feb 27, 2026

  423 Fargo Trail, Middleton, WI 53562

  • 4 Beds
  • 3.5 Baths
  • 3,221 Sq Ft
  • Built 2006

  Last Sold Summary

  • 2% Below List Price
  • $244/SF
  • 36 Days On Market

  Current Estimated Value $777,076

  Last Listing Agent Rachael See Compass Real Estate Wisconsin

  423 Fargo Trail, Middleton, WI 53562
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  /43

  Est $295,505 Not Listed For Sale

  5834 Highland Terrace Unit F4, Middleton, WI 53562

  • 3 Beds
  • 1.5 Baths
  • 1,323 Sq Ft
  • Built 1979

  5834 Highland Terrace Unit F4, Middleton, WI 53562

  Last Sold Summary

  • 2% Above List Price
  • $219/SF
  • 16 Days On Market

  Last Sold Price $290,000

  Last Listing Agent Chris Conrad Conrad Development LLC
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  /12

  $200,000

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

  657 Windy Willow Rd, 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

  657 Windy Willow Rd, Middleton, WI 53593
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  /37

  $470,000 Sold Jul 15, 2025

  575 Fargo Trail, Middleton, WI 53562

  • 4 Beds
  • 3.5 Baths
  • 2,786 Sq Ft
  • Built 2006

  Last Sold Summary

  • 6% Below List Price
  • $169/SF
  • 20 Days On Market

  Current Estimated Value $481,055

  Last Listing Agent MHB Real Estate Team MHB Real Estate

  575 Fargo Trail, Middleton, WI 53562
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  /19

  Est $273,149 Not Listed For Sale

  5830 Highland Terrace, Middleton, WI 53562

  • 3 Beds
  • 1.5 Baths
  • 1,260 Sq Ft
  • Built 1978

  5830 Highland Terrace, Middleton, WI 53562

  Last Sold Summary

  • 14% Above List Price
  • $190/SF
  • 48 Days On Market

  Last Sold Price $240,000

  Last Listing Agent Dixon Scheibach Team First Weber Inc
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  /25

  $3,999,900

  • Land
  • 5.84 Acres
  • $684,914 per Acre

  4817 Parmenter St, Middleton, WI 53562

  MIDDLETON LAND FOR SALE...NEARLY 6 ACRES W/ENDLESS POSSIBILITIES IN DESIRABLE & GROWING CITY OF MIDDLETON+NEAR WEST MADISON! This land is already in the Middleton TIF district! Build your commercial building, doctor's office, dentist office, lawyer's office or multi-unit building! High visibility from Hwy 12/Beltline with easy access from the on & off ramp by the Beltline & Parmenter exchange

  Acker Maly Home Team RE/MAX Preferred

  4817 Parmenter St, Middleton, WI 53562
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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 $1,360,466

  Last Listing Agent Amy Lessing Compass Real Estate Wisconsin

  810 Big Stone Trail, Middleton, WI 53562
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  /20

  Est $293,338 Not Listed For Sale

  5828 Highland Terrace, Middleton, WI 53562

  • 3 Beds
  • 1.5 Baths
  • 1,260 Sq Ft
  • Built 1979

  5828 Highland Terrace, Middleton, WI 53562

  Last Sold Summary

  • 7% Above List Price
  • $218/SF
  • 1 Day On Market

  Last Sold Price $275,000

  Last Listing Agent Daniel Tenney MHB Real Estate
• 

  /2

  $539,900 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,568 Sq Ft

  7134 Johann Farm Rd, Middleton, WI 53562

  Move-in Ready 3/20/26! This Harlequin home features a smart, open layout and checks off all your boxes. 3 bedrooms, 2.5 baths with locally crafted cabinetry and painted trim and doors throughout. Gourmet kitchen w/ island and stainless appliances. Owner’s Suite has a private bath, walk-in closet, and tray ceiling. 2-car garage. Retreat to your patio for some R&R. To top it off, this home offers a

  Scott Kramer Stark Company, REALTORS

  7134 Johann Farm Rd, Middleton, WI 53562
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  /28

  $920,000 Sold Feb 26, 2026

  8561 Airport Rd, Middleton, WI 53562

  • 3 Beds
  • 2 Baths
  • 2,920 Sq Ft
  • Built 1900

  Last Sold Summary

  • 12% Below List Price
  • $315/SF
  • 96 Days On Market

  Current Estimated Value $951,359

  Last Listing Agent Sarah Gabrielse Devout Real Estate Group, LLC

  8561 Airport Rd, Middleton, WI 53562
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  /21

  Est $326,589 Not Listed For Sale

  5815 Highland Terrace Unit B1, Middleton, WI 53562

  • 3 Beds
  • 1.5 Baths
  • 1,260 Sq Ft
  • Built 1978

  5815 Highland Terrace Unit B1, Middleton, WI 53562

  Last Sold Summary

  • 5% Above List Price
  • $246/SF
  • 9 Days On Market

  Last Sold Price $310,000

  Last Listing Agent Daniel Tenney MHB Real Estate
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  /37

  $469,314 Pending

  • 3 Beds
  • 3.5 Baths
  • 2,130 Sq Ft

  6858 Belle Fontaine Blvd, Middleton, WI 53562

  Under construction; estimated completion 7/28/26. Welcome to Redtail Ridge Townhomes--featuring Middleton Schools! New townhomes with unimpeded views of 4 acre park across the street! Main level open concept living with stainless/granite kitchens and baths. 3 beds & 2 baths upstairs, 2-car attached garage & ample storage space. Finished basement INCLUDED. Garage enters at basement level. Shared

  Cari Wuebben Encore Real Estate Services, I

  6858 Belle Fontaine Blvd, Middleton, WI 53562
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  /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
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  /28

  Est $483,437 Not Listed For Sale

  3102 Sunrise Ct, Middleton, WI 53562

  • 3 Beds
  • 2 Baths
  • 1,716 Sq Ft
  • Built 1974

  3102 Sunrise Ct, Middleton, WI 53562

  Last Sold Summary

  • 1% Above List Price
  • $280/SF
  • 5 Days On Market

  Last Sold Price $481,000

  Last Listing Agent Wanda Roche Compass Real Estate Wisconsin
• 

  

  /37

  $369,000

  • 3 Beds
  • 2.5 Baths
  • 1,815 Sq Ft

  719 Cricket Ln Unit 6, Middleton, WI 53562

  Showings start 4/3. Pope Farm Elementary! Welcome to this rare end-unit townhome located in Middleton school district. Tucked away in a quiet setting with no through traffic, this home offers both privacy and convenience. The open-concept main level is filled with natural light thanks to additional windows unique to end units. The living room features a cozy gas fireplace, wood floor and a

  Jiangjiang Liu TRR Realty LLC

  719 Cricket Ln Unit 6, Middleton, WI 53562
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  /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

  Current Estimated Value $793,535

  Last Listing Agent Joanna Janas Sprinkman Real Estate

  6663 S Chickahauk Trail, Middleton, WI 53562
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  /48

  Est $491,237 Not Listed For Sale

  3102 Elm Ln, Middleton, WI 53562

  • 3 Beds
  • 2.5 Baths
  • 1,996 Sq Ft
  • Built 1969

  3102 Elm Ln, Middleton, WI 53562

  Last Sold Summary

  • 6% Below List Price
  • $263/SF
  • 24 Days On Market

  Last Sold Price $525,000

  Last Listing Agent Brenda Murphy First Weber Inc
• 

  

  /19

  $335,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,390 Sq Ft

  7009 Fortune Dr, Middleton, WI 53562

  Peaceful 3-Bedroom Condo Near Downtown Middleton & Madison Welcome to your serene retreat nestled across the street from Stricker's and Tiedeman's pond, just minutes from both downtown Middleton and downtown Madison, as well as Madison's vibrant west side. This beautifully maintained 3-bedroom condo offers the perfect blend of nature, convenience, and comfort. Step inside to find an open-concept

  Eduardo Gnewuch Bunbury & Assoc, REALTORS

  7009 Fortune Dr, Middleton, WI 53562
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  /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 $340,692

  Last Listing Agent Matt Deadman Real Broker LLC

  3502 Valley Ridge Rd Unit 3502, Middleton, WI 53562
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  /45

  Est $569,408 Not Listed For Sale

  3111 Sunrise Ct, Middleton, WI 53562

  • 4 Beds
  • 3 Baths
  • 2,687 Sq Ft
  • Built 1968

  3111 Sunrise Ct, Middleton, WI 53562

  Last Sold Summary

  • 1% Below List Price
  • $213/SF
  • 21 Days On Market

  Last Sold Price $573,000

  Last Listing Agent Austin Kempf Realty Executives
• 

  

  /8

  $499,900 Under Contract

  • Land
  • 0.98 Acre
  • $510,102 per Acre

  Lot 14 Blue Cedar Dr, Middleton, WI 53593

  Build Your Dream Home in Glacier’s Trail! Bring your own builder and create the custom home you’ve always imagined on this stunning, nearly one-acre lot. Nestled in the highly sought-after Glacier's Trail community, this property offers serene views of scenic trails, peaceful ponds, and natural landscapes. Enjoy the perfect blend of tranquility and convenience—just minutes from top-rated

  Jordan Armentrout Pinnacle Real Estate Group LLC

  Lot 14 Blue Cedar Dr, Middleton, WI 53593
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  /33

  $412,000 Sold Mar 16, 2026

  608 Bear Claw Way, Middleton, WI 53562

  • 3 Beds
  • 2.5 Baths
  • 1,758 Sq Ft
  • Built 2008

  Last Sold Summary

  • 3% Below List Price
  • $234/SF
  • 39 Days On Market

  Current Estimated Value $421,570

  Last Listing Agent Nancy Hilton First Weber, Inc

  608 Bear Claw Way, Middleton, WI 53562
• 

  

  /10

  Est $249,293 Not Listed For Sale

  5546 Century Ave Unit 2, Middleton, WI 53562

  • 2 Beds
  • 2 Baths
  • 1,068 Sq Ft
  • Built 1972

  5546 Century Ave Unit 2, Middleton, WI 53562

  Last Sold Summary

  • 1% Below List Price
  • $235/SF
  • 9 Days On Market

  Last Sold Price $251,000

  Last Listing Agent Jerry Gill Gill Realty, LLC

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