Middleton, WI Homes

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  /49

  Est $721,926 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,831 Sq Ft

  4402 Iris Ct, Middleton, WI 53562

  4402 Iris Ct, Middleton, WI 53562
• 

  

  

  /38

  $527,034 New Construction

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

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

  This stately cottage provides everything you need, all tied up in an extremely efficient little package! No wasted space and extras where it is always neededgarage storage, rear foyer (room to add cubbies!), and extra-large primary bedroom closet. Move in and start living!

  Encore Homes, Inc Builder

  6976 Belle Fontaine Blvd Unit 37141604, Middleton, WI 53562
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  /60

  $685,000 Sold Nov 10, 2025

  4138 Redtail Pass, Middleton, WI 53562

  • 4 Beds
  • 4 Baths
  • 3,221 Sq Ft
  • Built 1996

  Last Sold Summary

  • 4% Below List Price
  • $213/SF
  • 5 Days On Market

  Last Listing Agent Aaron Weber Compass Real Estate Wisconsin

  4138 Redtail Pass, Middleton, WI 53562
• 

  

  

  /36

  Est $767,606 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,334 Sq Ft

  5706 Sandhill Dr, Middleton, WI 53562

  5706 Sandhill Dr, Middleton, WI 53562
• 

  

  

  /6

  $269,000

  • Land
  • 0.83 Acre
  • $324,096 per Acre

  Lot 29 Blue Cedar Dr, Middleton, WI 53593

  This is a fantastic corner lot in the luxurious Glaciers Trail neighborhood. Located in the Town of Middleton, it provides access to the much-desired Middleton School District. This lot features the perfect location to build a stunning home while being within a short drive of local shopping, restaurants, golf courses, and other amenities of Madison’s west side. The lot features half exposure.

  Alden Cleary Jason Thomas Homes LLC

  Lot 29 Blue Cedar Dr, Middleton, WI 53593
• 

  

  /52

  $925,000 Sold Dec 13, 2025

  654 Windy Willow Rd, Middleton, WI 53593

  • 3 Beds
  • 2 Baths
  • 2,050 Sq Ft
  • Built 2025

  Last Sold Summary

  • 3% Below List Price
  • $451/SF
  • 36 Days On Market

  Last Listing Agent Rick North Stark Company, REALTORS

  654 Windy Willow Rd, Middleton, WI 53593
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  /58

  Est $932,553 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 4,482 Sq Ft

  4231 Savannah Ct, Middleton, WI 53562

  4231 Savannah Ct, Middleton, WI 53562
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  /72

  $581,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  6654 Redpoll Rd, Middleton, WI 53562

  Move-in ready! Welcome to Redtail Ridgefeaturing Middleton Schools! Open floor plan with large great room, cooks kitchen & formal dining! Kitchen includes granite countertops & sink, stainless appliances, walk-in pantry & tile backsplash. Great room features fireplace and walkout to 12x10 screened porch. Main floor laundry, powder room, and mud room. Owners suite includes walk-in closet & private

  Encore Homes, Inc Builder

  6654 Redpoll Rd, Middleton, WI 53562
• 

  

  /57

  $582,000 Sold May 30, 2025

  4734 Bergamot Way, Middleton, WI 53562

  • 4 Beds
  • 3 Baths
  • 2,631 Sq Ft
  • Built 2002

  Last Sold Summary

  • 19% Below List Price
  • $221/SF
  • 31 Days On Market

  Current Estimated Value $640,080

  Last Listing Agent Melissa Dix United Country Midwest Lifestyle Properties

  4734 Bergamot Way, Middleton, WI 53562
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  /57

  Est $860,704 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,716 Sq Ft

  5409 Upland Trail, Middleton, WI 53562

  5409 Upland Trail, Middleton, WI 53562
• 

  

  /39

  $658,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,060 Sq Ft

  6657 Wagtail Way, Middleton, WI 53562

  Under construction; estimated completion 3/17/26. Welcome to Redtail Ridge-featuring Middleton schools. Open plan ranch backing up to 4-acre neighborhood park! Expansive vaulted great room with gas fireplace and gourmet kitchen with quartz countertops, granite sink, tile backsplash, stainless appliances (gas cooktop & wall oven!) and walk-in pantry. Primary bedroom suite features large walk-in

  Encore Homes, Inc Builder

  6657 Wagtail Way, Middleton, WI 53562
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  /66

  $1,326,500 Sold Nov 07, 2025

  1369 Boundary Rd, Middleton, WI 53562

  • 4 Beds
  • 3.5 Baths
  • 4,012 Sq Ft
  • Built 1987

  Last Sold Summary

  • 2% Above List Price
  • $331/SF
  • 26 Days On Market

  Last Listing Agent Jo Ferraro EXP Realty, LLC

  1369 Boundary Rd, Middleton, WI 53562
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  /47

  Est $794,990 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,258 Sq Ft

  4323 Redtail Pass, Middleton, WI 53562

  4323 Redtail Pass, Middleton, WI 53562
• 

  

  /89

  $1,075,000 Under Contract

  • 4 Beds
  • 5 Baths
  • 4,780 Sq Ft

  7205 Donna Dr, Middleton, WI 53562

  Come experience the rare combination of private escape & in-town lifestyle—this home is truly special. The all-brick exterior is capped with cedar shake shingles, creating memorable curb appeal. Inside, the well-designed living spaces are highlighted by unique woodwork, built-ins, and large picture windows to showcase the beautiful setting. An inviting, sunny kitchen is truly the heart of the

  Andrea Bolan Relish Realty

  7205 Donna Dr, Middleton, WI 53562
• 

  

  /54

  $670,000 Sold Jun 20, 2025

  3419 Nappe Dr, Middleton, WI 53562

  • 3 Beds
  • 2.5 Baths
  • 2,053 Sq Ft
  • Built 1995

  Last Sold Summary

  • 4% Below List Price
  • $326/SF
  • 117 Days On Market

  Current Estimated Value $676,076

  Last Listing Agent Mike Adler Restaino & Associates

  3419 Nappe Dr, Middleton, WI 53562
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  /52

  Est $678,103 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,882 Sq Ft

  5314 Indigo Way, Middleton, WI 53562

  5314 Indigo Way, Middleton, WI 53562
• 

  

  /35

  $571,915 New Construction

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

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

  With a cute covered front porch AND a private patio off the dining area, this house offers so many options for enjoying the great outdoors. No matter how busy your day getswork in the flex room, laundry to tend to, dinner to make in the gourmet kitchenyoull always have an outdoor respite just steps away!

  Encore Homes, Inc Builder

  6976 Belle Fontaine Blvd Unit 37141672, Middleton, WI 53562
• 

  

  /73

  $483,000 Sold Mar 14, 2025

  5276 Scenic Ridge Trail, Middleton, WI 53562

  • 4 Beds
  • 3 Baths
  • 2,543 Sq Ft
  • Built 1976

  Last Sold Summary

  • 1% Above List Price
  • $190/SF
  • 21 Days On Market

  Current Estimated Value $524,776

  Last Listing Agent Peggy Acker-Farber RE/MAX Preferred

  5276 Scenic Ridge Trail, Middleton, WI 53562
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  /48

  Est $749,418 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,944 Sq Ft

  4345 Rock Crest Rd, Middleton, WI 53562

  4345 Rock Crest Rd, Middleton, WI 53562
• 

  

  /5

  $348,500 Pending

  • Land
  • 1.33 Acres
  • $262,030 per Acre

  Lot 7 English Daisy Ct, Middleton, WI 53593

  This highly desirable lot is ready for the perfect person to come along and build their dream home in the town of Middleton. It is ideal for a family, situated in a family-friendly neighborhood with great schools. There are multiple walking and biking trails nearby, as well as close proximity to restaurants, shopping and golf courses. This beautiful lot is adjacent to Spruce Hollow. Feel free to

  Brenda Delabarre Stark Company, REALTORS

  Lot 7 English Daisy Ct, Middleton, WI 53593
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  /61

  $855,000 Sold Aug 29, 2025

  3301 Conservancy Ln Unit 33, Middleton, WI 53562

  • 3 Beds
  • 2.5 Baths
  • 3,059 Sq Ft
  • Built 2000

  Last Sold Summary

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

  Current Estimated Value $858,679

  Last Listing Agent Jannea Wood Stark Company, REALTORS

  3301 Conservancy Ln Unit 33, Middleton, WI 53562
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  /70

  Est $807,584 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,265 Sq Ft

  5513 Sandhill Dr, Middleton, WI 53562

  5513 Sandhill Dr, Middleton, WI 53562
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  /38

  $520,886 New Construction

  • 2 Beds
  • 2 Baths
  • 1,355 Sq Ft

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

  Let the sun shine in! One-level living and efficiency in design will have you spending more time doing the things you love. Curl up with a good book in your flex room or relax on the front porch as the world goes by--heavenly!

  Encore Homes, Inc Builder

  6976 Belle Fontaine Blvd Unit 37141594, Middleton, WI 53562
• 

  

  /35

  $596,800 Sold Jun 12, 2025

  7111 Calla Pass, Middleton, WI 53562

  • 4 Beds
  • 3.5 Baths
  • 2,666 Sq Ft
  • Built 2013

  Last Sold Summary

  • 7% Below List Price
  • $224/SF
  • 52 Days On Market

  Current Estimated Value $612,221

  Last Listing Agent Stuart Meland Madcityhomes.Com

  7111 Calla Pass, Middleton, WI 53562
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  /72

  Est $468,808 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,112 Sq Ft

  4865 Pheasant Branch Rd, Middleton, WI 53562

  4865 Pheasant Branch Rd, Middleton, WI 53562
• 

  Price To Be Determined New Construction

  • 2 Beds
  • 2.5 Baths
  • 1,403 Sq Ft

  The Astor Twin Home (Crest Collection) Plan at Eagle Trace - Crest Collection, 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. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

  Veridian Homes Builder

  10129 White Fox Ln Unit 38620726, Middleton, WI 53562
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  /42

  $1,130,000 Sold May 28, 2025

  9526 Blue Heron Dr, Middleton, WI 53562

  • 5 Beds
  • 4.5 Baths
  • 4,536 Sq Ft
  • Built 2002

  Last Sold Summary

  • 3% Above List Price
  • $249/SF
  • 2 Days On Market

  Current Estimated Value $1,158,997

  Last Listing Agent Amy Lessing Compass Real Estate Wisconsin

  9526 Blue Heron Dr, Middleton, WI 53562
• 

  

  /35

  Est $845,267 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,023 Sq Ft

  4923 Foxfire Trail, Middleton, WI 53562

  4923 Foxfire Trail, Middleton, WI 53562
• 

  

  /42

  $345,000

  • 3 Beds
  • 2.5 Baths
  • 1,773 Sq Ft

  711 Cricket Ln Unit 3, Middleton, WI 53562

  Middleton Schools! This 3 bedroom, 2.5 bath townhome offers comfort and convenience with a 2-car attached garage. The main level features beautiful wood floors, a bright kitchen with stainless steel appliances, breakfast bar, and walkout to a private deck—perfect for relaxing outdoors. Cozy up by the gas fireplace in the living room on chilly days. Laundry is located on the lower level, with

  Wanda Roche Compass Real Estate Wisconsin

  711 Cricket Ln Unit 3, Middleton, WI 53562
• 

  

  /36

  $407,000 Sold Aug 21, 2025

  3631 Flagstone Cir, Middleton, WI 53562

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft
  • Built 2006

  Last Sold Summary

  • 7% Below List Price
  • $233/SF
  • 43 Days On Market

  Current Estimated Value $420,072

  Last Listing Agent Mark Hewitt Realty Executives Cooper Spransy

  3631 Flagstone Cir, Middleton, WI 53562
• 

  

  /49

  Est $774,162 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,277 Sq Ft

  4905 Foxfire Trail, Middleton, WI 53562

  4905 Foxfire Trail, Middleton, WI 53562
• 

  

  /12

  $210,000

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

  641 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

  641 Windy Willow Rd, Middleton, WI 53593
• 

  

  /61

  $464,000 Sold May 23, 2025

  6977 Spotted Sandpiper St, Middleton, WI 53562

  • 2 Beds
  • 2 Baths
  • 1,202 Sq Ft
  • Built 2024

  Last Sold Summary

  • $386/SF
  • 210 Days On Market

  Last Listing Agent Cari Wuebben Encore Real Estate Services, I

  6977 Spotted Sandpiper St, Middleton, WI 53562
• 

  

  /50

  Est $815,207 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 5,158 Sq Ft

  4898 Foxfire Trail, Middleton, WI 53562

  4898 Foxfire Trail, Middleton, WI 53562
• 

  

  /36

  $532,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,865 Sq Ft

  4302 Goldeneye Gateway Dr, Middleton, WI 53562

  Move-in ready! Welcome to Canna Lily Cottages at Redtail Ridge-featuring Middleton Schools! Open kitchen & dining area with quartz countertops, granite sink, slate appliances & walkout to private 11x11' patio. Large great room with gas fireplace and main floor powder room & laundry room. Primary bedroom suite features walk-in closet & private bath with tile shower & dual sinks. 2-car garage with

  Encore Homes, Inc Builder

  4302 Goldeneye Gateway Dr, Middleton, WI 53562
• 

  

  /86

  $1,375,000 Sold Dec 05, 2025

  4865 Champions Run, Middleton, WI 53562

  • 5 Beds
  • 3.5 Baths
  • 5,000 Sq Ft
  • Built 2005

  Last Sold Summary

  • 9% Below List Price
  • $275/SF
  • 120 Days On Market

  Last Listing Agent Kevin Campos Bunbury & Assoc, REALTORS

  4865 Champions Run, Middleton, WI 53562
• 

  /2

  Est $1,603,184 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 9,330 Sq Ft

  4844 Champions Run, Middleton, WI 53562

  4844 Champions Run, Middleton, WI 53562
• 

  

  /5

  $159,000

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

  6674 Redpoll Rd, Middleton, WI 53562

  Come build your dream home. New phase of Redtail Ridge in Middleton-Cross Plains school district is now open!

  Aeryn Barry Tim O'Brien Homes LLC

  6674 Redpoll Rd, Middleton, WI 53562
• 

  /2

  $3,350,000 Sold Jul 08, 2025

  4713 County Road M, Middleton, WI 53562

  • 4 Beds
  • 4.5 Baths
  • 7,401 Sq Ft
  • Built 1997

  Last Sold Summary

  • 11% Below List Price
  • $453/SF
  • 307 Days On Market

  Current Estimated Value $3,366,819

  Last Listing Agent Peter Mahler Mahler Sotheby's International

  4713 County Road M, Middleton, WI 53562
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  /45

  Est $1,088,082 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 4,924 Sq Ft

  4869 Pine Cone Cir, Middleton, WI 53562

  4869 Pine Cone Cir, Middleton, WI 53562

Showing Results 481 - 520, Page 13 of 18