9,978

Middleton, WI Homes

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  • /22

    $325,000

    • Land
    • 31,798 Sq Ft
    • $445,205 per Acre

    Lot 14 Highwood Cir, Middleton, WI 53562

    Build your dream home on this beautiful 0.727-acre lot in the Town of Middleton, located in the highly sought-after Middleton-Cross Plains School District! This open, level homesite offers the perfect canvas for your custom home, with ample space for outdoor living and endless design possibilities. Situated in an established neighborhood with quick access to major highways, you’ll enjoy the

    Joshua Besch Collective Real Estate Group

    Lot 14 Highwood Cir, Middleton, WI 53562
  • /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 $817,457

    Last Listing Agent Joanna Janas Sprinkman Real Estate

    6663 S Chickahauk Trail, Middleton, WI 53562
    • /50

      Est $357,938

      Not Listed For Sale

      3502 Valley Ridge Rd Unit 3502, Middleton, WI 53562

      • 3 Beds
      • 1.5 Baths
      • 1,876 Sq Ft
      • Built 1972
      3502 Valley Ridge Rd Unit 3502, Middleton, WI 53562

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Matt Deadman Real Broker LLC

  • /5

    $204,900

    • Land
    • 8,712 Sq Ft
    • $1,024,500 per Acre

    L244 Hooded Merganser 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

    L244 Hooded Merganser Dr, Middleton, WI 53562
  • /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 $420,503

    Last Listing Agent Nancy Hilton First Weber, Inc

    608 Bear Claw Way, Middleton, WI 53562
    • /51

      Est $605,050

      Not Listed For Sale

      3612 Heather Ct, Middleton, WI 53562

      • 5 Beds
      • 3 Baths
      • 2,579 Sq Ft
      • Built 1975
      3612 Heather Ct, Middleton, WI 53562

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Julie Colmar Lifestyle Realty, Madison

  • /41

    $725,000

    • 4 Beds
    • 3.5 Baths
    • 3,012 Sq Ft

    9409 Eagle Nest Ln, Middleton, WI 53562

    Welcome to this spacious, beautifully designed home featuring an open floor plan and generously sized rooms throughout. The inviting kitchen offers cherry cabinetry, a large island, and a walk-in pantry—perfect for everyday living and entertaining. A main-level office/flex room adds versatility. Upstairs, you'll find three large bedrooms, including a private primary suite. The finished lower

    Tammy Krez Stark Company, REALTORS

    9409 Eagle Nest Ln, Middleton, WI 53562
  • /2

    $539,900

    Sold Jan 16, 2026

    7134 Johann Farm Rd, Middleton, WI 53562

    • 3 Beds
    • 2.5 Baths
    • 1,568 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $344/SF
    • 17 Days On Market

    Veridian Homes Pheasant Crossing

    7134 Johann Farm Rd, Middleton, WI 53562
    • /32

      Est $516,156

      Not Listed For Sale

      3629 Marigold Cir, Middleton, WI 53562

      • 3 Beds
      • 2 Baths
      • 1,756 Sq Ft
      • Built 1975
      3629 Marigold Cir, Middleton, WI 53562

      Last Sold Summary

      • 65 Days On Market

      Last Listing Agent Jordan Bishop Real Broker LLC

  • /39

    $446,500

    New Construction $5K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,435 Sq Ft

    6866 Belle Fontaine Blvd, Middleton, WI 53562

    Move-in ready! 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 maintenance agreement means that

    Encore Homes, Inc Builder
    6866 Belle Fontaine Blvd, Middleton, WI 53562
  • /48

    $550,000

    Sold Jun 15, 2026

    7109 Friendship Ln, Middleton, WI 53562

    • 3 Beds
    • 2.5 Baths
    • 1,812 Sq Ft
    • Built 1978

    Last Sold Summary

    • $304/SF
    • 5 Days On Market

    Current Estimated Value $549,950

    Last Listing Agent Jon Birschbach The Birschbach Team

    7109 Friendship Ln, Middleton, WI 53562
    • /34

      Est $572,644

      Not Listed For Sale

      5402 S Ridge Way, Middleton, WI 53562

      • Studio
      • 2,540 Sq Ft
      • Built 1968
      5402 S Ridge Way, Middleton, WI 53562

      Last Sold Summary

      • 56 Days On Market

      Last Listing Agent Jason Needham Collective Real Estate Group

  • /84

    $638,817

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,157 Sq Ft

    Allison's Grove Plan at Redtail Ridge - Single Family Homes, Middleton, WI 53562

    Welcome home! This sprawling ranch has a unique layout with room for the whole family. The expansive primary bedroom suite provides exceptional privacy, and the fourth bedroom offers flexibility for your needs. Let the memory-making begin!

    Encore Homes, Inc Builder
    6976 Belle Fontaine Blvd Unit 37141514, 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

    Current Estimated Value $978,920

    Last Listing Agent Kavita Biyani Real Broker LLC

    630 Big Stone Trail, Middleton, WI 53562
    • /25

      Est $369,100

      Not Listed For Sale

      3612 Valley Ridge Rd Unit 3612, Middleton, WI 53562

      • 3 Beds
      • 1.5 Baths
      • 1,630 Sq Ft
      • Built 1971
      3612 Valley Ridge Rd Unit 3612, Middleton, WI 53562

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Daniel Tenney MHB Real Estate

  • /76

    $547,472

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,665 Sq Ft

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

    Its here: ranch home living with everything you need all on one level! The open concept kitchen, dining, and great room areas make entertaining easy. Imagine creating cozy memories of making holiday cookies while enjoying a quiet fire and good company. When the day is done, retreat to your primary bedroom suitetucked away from the rest of the houseand relax at last!

    Encore Homes, Inc Builder
    6976 Belle Fontaine Blvd Unit 37141683, Middleton, WI 53562
  • /12

    $210,000

    Sold Aug 28, 2025

    635 Rustic Rise Way, Middleton, WI 53593

    • Land
    • 11,325 Sq Ft
    • $807,692 per Acre

    Last Sold Summary

    • 11% Above List Price
    • 985 Days On Market

    Current Estimated Value $208,911

    Last Listing Agent Steve Britt Spencer Real Estate Group

    635 Rustic Rise Way, Middleton, WI 53593
    • /40

      Est $362,198

      Not Listed For Sale

      3610 Valley Ridge Rd, Middleton, WI 53562

      • 3 Beds
      • 1.5 Baths
      • 1,664 Sq Ft
      • Built 1970
      3610 Valley Ridge Rd, Middleton, WI 53562

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Brandon Grosse Accord Realty

  • /5

    $174,900

    • Land
    • 4,791 Sq Ft
    • $1,590,000 per Acre

    L265 Thrasher St, 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

    L265 Thrasher St, Middleton, WI 53562
  • /36

    $170,000

    Sold May 05, 2026

    2564 Branch St Unit 12, Middleton, WI 53562

    • 2 Beds
    • 1 Bath
    • 960 Sq Ft
    • Built 1986

    Last Sold Summary

    • $177/SF
    • 19 Days On Market

    Current Estimated Value $175,037

    Last Listing Agent Ryan Spiess Stark Company, REALTORS

    2564 Branch St Unit 12, Middleton, WI 53562
    • /78

      Est $516,925

      Not Listed For Sale

      5402 Larkspur Rd, Middleton, WI 53562

      • 4 Beds
      • 2.5 Baths
      • 1,944 Sq Ft
      • Built 1972
      5402 Larkspur Rd, Middleton, WI 53562

      Last Sold Summary

      • 57 Days On Market

      Last Listing Agent Leonard Piontek Realty Executives Cooper Spransy

  • /14

    $220,000

    • Land
    • 13,068 Sq Ft
    • $733,333 per Acre

    10514 Emerald Elm Rd, Middleton, WI 53593

    Welcome to Westwind! Nestled on the far west side of Madison, Westwind boasts an ideal location with convenient access to the Beltline, shopping, and dining at popular destinations like Greenway Station, Downtown Middleton, Hilldale, and Downtown Madison. Enjoy a short commute to major hospitals and Epic, along with nearby walking paths, parks, and the Pioneer Pointe pool. Our community features

    Amy Lessing Compass Real Estate Wisconsin

    10514 Emerald Elm Rd, Middleton, WI 53593
  • /30

    $216,000

    Sold Jun 04, 2026

    2829 Century Harbor Rd Unit 3, Middleton, WI 53562

    • 1 Bed
    • 1 Bath
    • 850 Sq Ft
    • Built 1972

    Last Sold Summary

    • 6% Below List Price
    • $254/SF
    • 74 Days On Market

    Current Estimated Value $215,737

    Last Listing Agent Victoria Bischel eXp Realty LLC

    2829 Century Harbor Rd Unit 3, Middleton, WI 53562
    • /41

      Est $525,423

      Not Listed For Sale

      3814 Rolling Hill Dr, Middleton, WI 53562

      • 3 Beds
      • 2 Baths
      • 1,929 Sq Ft
      • Built 1970
      3814 Rolling Hill Dr, Middleton, WI 53562

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Mike Adler Restaino & Associates

  • /3

    $370,000

    • Land
    • 4,356 Sq Ft
    • $3,700,000 per Acre

    7533 California Love Trail, Middleton, WI 53562

    Generous closing credit! Seller offering a $75,000 closing credit which can be used toward a three year rate buy down on the lot/home package and/or credit towards the home’s solar and geothermal systems. Come build a Custom Home on Lot 39 at Belle Farm in the Middleton-Cross Plains School District. Custom Homes are slightly larger lots on the edge of neighborhood and nature. This lot allows for

    Estella Moschkau Sprinkman Real Estate

    7533 California Love Trail, Middleton, WI 53562
  • /2

    $454,900

    Sold Feb 13, 2026

    605 Tabby Turn Dr, Middleton, WI 53562

    • 3 Beds
    • 2.5 Baths
    • 1,765 Sq Ft
    • Built 2026

    Last Sold Summary

    • $258/SF
    • 0 Days On Market

    Last Listing Agent Scott Kramer Stark Company, REALTORS

    605 Tabby Turn Dr, Middleton, WI 53562
    • /23

      Est $493,556

      Not Listed For Sale

      5400 Aster Ct, Middleton, WI 53562

      • 3 Beds
      • 2 Baths
      • 1,916 Sq Ft
      • Built 1973
      5400 Aster Ct, Middleton, WI 53562

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Karen Gray Dwellhop Real Estate, LLC

  • /48

    $471,323

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,563 Sq Ft

    4317 Goldeneye Gateway Dr, Middleton, WI 53562

    Welcome to Canna Lily Cottages at Redtail Ridge--featuring Middleton Schools! Kitchen includes quartz countertops, large island, granite sink, stainless appliances, and pantry. Primary bedroom suite features walk-in closet and private bath with tile shower & dual sinks. Main floor laundry & powder rooms. Built-in wood cubbies in rear foyer. 2-car attached garage with extra storage! 10yr builder's

    Encore Homes, Inc Builder
    4317 Goldeneye Gateway Dr, Middleton, WI 53562
  • /39

    $1,015,000

    Sold Aug 12, 2026

    6333 Stonefield Rd, Middleton, WI 53562

    • 4 Beds
    • 3.5 Baths
    • 3,593 Sq Ft
    • Built 1988

    Last Sold Summary

    • 4% Above List Price
    • $282/SF
    • 3 Days On Market

    Current Estimated Value $874,991

    Last Listing Agent Jacci See Compass Real Estate Wisconsin

    6333 Stonefield Rd, Middleton, WI 53562
    • /30

      Est $878,786

      Not Listed For Sale

      5006 Prairie Rose Ct, Middleton, WI 53562

      • 3 Beds
      • 3 Baths
      • 3,590 Sq Ft
      • Built 2000
      5006 Prairie Rose Ct, Middleton, WI 53562

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Peggy Koth Metro Brokers John Valenza Real Estate

  • /4

    $599,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,240 Sq Ft

    6608 Redpoll Rd, Middleton, WI 53562

    Under construction; estimated completion 9/29/26. New floor plan! This open concept home designed is designed for modern living! Cook's kitchen includes quartz countertops, granite sink, ceramic tile backsplash, stainless steel appliances, and walk-in pantry. Great room features fireplace & walkout to patio. Flex room for office, playroom, etc and two-story central staircase. Primary bedroom

    Cari Wuebben Encore Real Estate Services, I

    6608 Redpoll Rd, 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

    Last Listing Agent Kristine Jaeger Sprinkman Real Estate

    4269 Callaway Ct, Middleton, WI 53597
    • /31

      Est $695,354

      Not Listed For Sale

      5013 Mirandy Rose Ct, Middleton, WI 53562

      • 3 Beds
      • 2.5 Baths
      • 2,736 Sq Ft
      • Built 1997
      5013 Mirandy Rose Ct, Middleton, WI 53562

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Kelly Doyle Realty Executives Cooper Spransy

  • /21

    $599,900

    New Construction Open Sun 12PM - 4PM $15K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,301 Sq Ft

    6680 Redpoll Rd, Middleton, WI 53562

    Located in the heart of the highly sought-after Middleton School District, this stunning 4-bedroom, 2.5-bathroom home offers the perfect blend of comfort, space & functionality. Step in to a welcoming spacious living area w/ charming fireplace perfect for relaxing evenings. The open layout flows seamlessly into the kitchen & dining area, w/ ample counter space & room to gather. Versatile flex

    Aeryn Barry Tim O'Brien Homes LLC

    6680 Redpoll Rd, Middleton, WI 53562
  • /58

    $710,000

    Sold Jul 30, 2026

    5501 Sandhill Dr, Middleton, WI 53562

    • 4 Beds
    • 3 Baths
    • 2,566 Sq Ft
    • Built 1999

    Last Sold Summary

    • 5% Below List Price
    • $277/SF
    • 65 Days On Market

    Current Estimated Value $718,905

    Last Listing Agent Renee Christman First Weber Inc

    5501 Sandhill Dr, Middleton, WI 53562
    • /44

      Est $680,940

      Not Listed For Sale

      3438 Nappe Dr, Middleton, WI 53562

      • 3 Beds
      • 2.5 Baths
      • 2,184 Sq Ft
      • Built 1995
      3438 Nappe Dr, Middleton, WI 53562

      Last Sold Summary

      • 135 Days On Market

      Last Listing Agent Denise Holmes Collective Real Estate Group

  • /16

    $436,900

    New Construction $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,667 Sq Ft

    10116 Mosaic Way, Middleton, WI 53562

    The Crest Collection: Same heart. Smarter build. We’ve refined our most loved home plans to offer the same comfort and style with more efficient layouts and simplified construction. The result? Homes that stay true to what matters— with added value built in.For site specific home plan details, please click

    Veridian Homes Builder
    10116 Mosaic Way, Middleton, WI 53562
  • /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 $566,135

    Last Listing Agent Jennifer Utter First Weber Inc

    7305 Companion Ln, Middleton, WI 53562
    • /37

      Est $688,307

      Not Listed For Sale

      3436 Nappe Dr Unit 3436, Middleton, WI 53562

      • 3 Beds
      • 2.5 Baths
      • 2,426 Sq Ft
      • Built 1995
      3436 Nappe Dr Unit 3436, Middleton, WI 53562

      Last Sold Summary

      Last Listing Agent MHB Real Estate Team MHB Real Estate

  • /48

    $324,500

    Open Sun 1PM - 3PM
    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    6404 Maywood Ave, Middleton, WI 53562

    Invest in your future and build equity with this 3-bedroom, 2-bath half-duplex in the heart of highly desirable Middleton! This inviting home features an updated & stylish kitchen, two separate living areas affording plenty of room to spread out, split bedrooms for home office or guest space, and an attached garage. Take advantage of yard space and an outstanding location within walking distance

    Mary Duff Stark Company, REALTORS

    6404 Maywood Ave, Middleton, WI 53562

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