Middleton, WI Homes

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  /47

  Est $426,111 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
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  /78

  $584,000 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,185 Sq Ft

  6649 Junco Dr, Middleton, WI 53562

  Move-in ready! Welcome to Redtail Ridge—featuring Middleton Schools! Spacious carriage home with rear-load garage. Cooks kitchen includes quartz countertops, granite sink, stainless appliances and walk-in pantry. Open floor plan to large great groom with gas fireplace and dining area with walkout to patio. Main floor laundry/mud room with built-in wood cubbies. Bonus flex room for office,

  Cari Wuebben Encore Real Estate Services, I

  6649 Junco Dr, 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 $1,366,420

  Last Listing Agent Amy Lessing Compass Real Estate Wisconsin

  810 Big Stone Trail, Middleton, WI 53562
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  /50

  Est $452,225 Not Listed For Sale

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

  3309 Cedar Trail, Middleton, WI 53562

  3309 Cedar Trail, Middleton, WI 53562
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  /5

  $159,000

  • Land
  • 0.09 Acre
  • $1,766,667 per Acre

  6613 Junco Dr, Middleton, WI 53562

  Build in Redtail Ridge, a thoughtfully planned Middleton neighborhood offering modern living with access to nature and everyday conveniences. This homesite is located near protected green space and close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Residents enjoy access to 30+ parks and natural areas,

  Aeryn Barry Tim O'Brien Homes LLC

  6613 Junco Dr, 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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  /31

  Est $454,699 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
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  /12

  $210,000

  • Land
  • 0.21 Acre
  • $1,000,000 per Acre

  638 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

  638 Windy Willow Rd, Middleton, WI 53593
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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

  Last Listing Agent Joanna Janas Sprinkman Real Estate

  6663 S Chickahauk Trail, Middleton, WI 53562
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  /43

  Est $310,205 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
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  /68

  $779,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,781 Sq Ft

  The Jackson Plan at Eagle Trace, Middleton, WI 53562

  THERE’S NO DENYING IT, THE JACKSON MAKES A STATEMENT. Actually, it makes several. Its four bedrooms say there’s plenty of room for everyone. Its spacious owner’s suite acknowledges that there is time for peace and privacy. Its big basement understands that sometimes, kids just need to roughhouse with each other. And The Jackson’s biggest statement? It says “welcome home.” All prices, promotions

  Veridian Homes Builder

  3955 Schewe Rd Unit 38788518, 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 $356,887

  Last Listing Agent Matt Deadman Real Broker LLC

  3502 Valley Ridge Rd Unit 3502, Middleton, WI 53562
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  /19

  Est $265,469 Not Listed For Sale

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

  5830 Highland Terrace, Middleton, WI 53562

  5830 Highland Terrace, Middleton, WI 53562
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  /5

  $561,310 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,735 Sq Ft

  Stephanie's Bluff Plan at Redtail Ridge - Single Family Homes, Middleton, WI 53562

  When storage is a priority, the Stephanie's Bluff floor plan is your housing answer. Not only is the home equipped with ample closet space, basement storage options and a mud room for seasonal and sporting equipment, but the garage features an extra storage area for some of your toys. This is the perfect home for an active family, providing storage for everything and giving you a space to relax.

  Encore Homes, Inc Builder

  6976 Belle Fontaine Blvd Unit 37141404, Middleton, WI 53562
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  /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 Real Broker LLC

  630 Big Stone Trail, Middleton, WI 53562
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  /20

  Est $307,952 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
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  /102

  $590,653 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,933 Sq Ft

  Nathan's Cove Plan at Redtail Ridge - Single Family Homes, Middleton, WI 53562

  This is the home you are looking for! It has everything you want, starting with space. Even before you walk in the front door, the large front porch brings up images of relaxing during sunsets. Inside, the home opens into an inviting family environment with a flex room that can be adapted to suit your individual needs. Its the perfect home for a family to grow together.

  Encore Homes, Inc Builder

  6976 Belle Fontaine Blvd Unit 37141396, Middleton, WI 53562
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  /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 $210,840

  Last Listing Agent Steve Britt Spencer Real Estate Group

  635 Rustic Rise Way, Middleton, WI 53593
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  /21

  Est $329,642 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
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  /34

  $538,930 New Construction

  • 3 Beds
  • 2 Baths
  • 1,590 Sq Ft

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

  Single-level, ranch style living made easy! Sip coffee and watch the world go by through the huge dining area window. Host all of your favorite people for a game night in the spacious great room. Watch as the heart of the home, the kitchen, draws everyone in with its island area perfect for snacks and gatherings. Let the memory-making begin!

  Encore Homes, Inc Builder

  6976 Belle Fontaine Blvd Unit 37141703, 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 $600,654

  Last Listing Agent Karen M Berger Realty Executives Integrity~Cedarburg

  5110 Sunrise Ridge Trail, Middleton, WI 53562
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  /28

  Est $510,145 Not Listed For Sale

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

  3102 Sunrise Ct, Middleton, WI 53562

  3102 Sunrise Ct, Middleton, WI 53562
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  /3

  $589,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,989 Sq Ft

  6643 Redpoll Rd, Middleton, WI 53562

  Located in the heart of the highly sought-after Middleton School District, this stunning 3-bedroom, 2.5-bathroom home offers the perfect blend of comfort, space & functionality. Step in from the covered front porch to a welcoming spacious living area w/ charming fireplace perfect for relaxing evenings. The open layout flows seamlessly into the kitchen w/ ample counter space, walk in pantry &

  Tim O'Brien Homes Builder

  6643 Redpoll Rd, Middleton, WI 53562
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  /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 $849,004

  Last Listing Agent Chas Martin Sprinkman Real Estate

  6801 Phil Lewis Way, Middleton, WI 53562
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  /48

  Est $490,691 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
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  /68

  $558,100 New Construction

  • 3 Beds
  • 2 Baths
  • 1,572 Sq Ft

  The Harlow Plan at Pheasant Crossing, Middleton, WI 53562

  One look at the owner’s suite in The Harlow and you’ll feel your pulse quicken... Featuring a private bath and a closet big enough to dance in. The kitchen showcases a large island for entertaining and a sunny set of patio doors for a quiet cup of coffee before your busy day begins. Welcome home to The Harlow. All prices, promotions and specifications are subject to change at any time without

  Veridian Homes Builder

  6801 S Towne Dr Unit 39023560, Middleton, WI 53562
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  /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 $258,759

  Last Listing Agent Lindsay Gallagher Elevate Estates

  3412 Valley Ridge Rd Unit 5, Middleton, WI 53562
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  /45

  Est $596,862 Not Listed For Sale

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

  3111 Sunrise Ct, Middleton, WI 53562

  3111 Sunrise Ct, Middleton, WI 53562
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  /52

  $1,099,000 Under Contract

  • 5 Beds
  • 3.5 Baths
  • 3,186 Sq Ft

  6988 Schneider Rd, Middleton, WI 53562

  1st time offered! Historic 19th century 6.25 ac farmette w/ a 3,186 +/- sqft, 2-story farmhouse, panoramic views located right on the edge of Middleton w/ endless possibilities & where gangster John Dillinger visited in the early 1930’s! This fully renovated 3 bed, 2.5 bath home features an open kitchen/dining area w/ large island & granite counters, spacious outside deck w/ scenic views + an

  Craig Endres Restaino & Associates

  6988 Schneider Rd, Middleton, WI 53562
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  /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

  Last Listing Agent Kristine Jaeger Sprinkman Real Estate

  4269 Callaway Ct, Middleton, WI 53597
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  /10

  Est $256,416 Not Listed For Sale

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

  5546 Century Ave Unit 2, Middleton, WI 53562

  5546 Century Ave Unit 2, Middleton, WI 53562
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  /24

  $509,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,440 Sq Ft

  6205 Mendota Ave, Middleton, WI 53562

  Ranch has Lake Mendota/Marshall Park (boat launch) a few hundred yards East & Lakeview Park across the street. This is move in ready with no need for costly improvements/updates. Kitchen has hard wood fronts, full extension soft close drawers w/upgraded counters, & stainless appliances. Master bed gives you the privacy you want with a walk in closet and bath. Garage features one full wall of

  David Arndt Incredible Real Estate

  6205 Mendota Ave, Middleton, WI 53562
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  /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 $301,640

  Last Listing Agent Kayleigh Cleary Stark Company, REALTORS

  5236 Frisco Ct Unit 5236, Middleton, WI 53562
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  /54

  Est $247,666 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,012 Sq Ft

  5546 Century Ave Unit 1, Middleton, WI 53562

  5546 Century Ave Unit 1, Middleton, WI 53562
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  /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
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  /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 $469,440

  Last Listing Agent Luke Bruckner Collective Real Estate Group

  4208 Thrasher St, Middleton, WI 53562
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  /37

  Est $258,955 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,107 Sq Ft

  5526 Century Ave Unit 3, Middleton, WI 53562

  5526 Century Ave Unit 3, Middleton, WI 53562
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  /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
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  /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 $556,953

  Last Listing Agent Jennifer Utter First Weber Inc

  7305 Companion Ln, Middleton, WI 53562
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  /25

  Est $256,662 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,050 Sq Ft

  5522 Century Ave Unit 1, Middleton, WI 53562

  5522 Century Ave Unit 1, Middleton, WI 53562

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