Middleton, WI Homes

• 

  

  

  /12

  $559,500

  Sold May 11, 2026

  6502 Elmwood Ave, Middleton, WI 53562

  • 2,898 Sq Ft
  • Built 1958

  Last Sold Summary

  • 2% Above List Price
  • $193/SF
  • 8 Days On Market

  Current Estimated Value $558,998

  Last Listing Agent Deena Cortright Restaino & Associates

  6502 Elmwood Ave, Middleton, WI 53562
• 

  

  

  /47

  Est $895,317

  Not Listed For Sale

  6655 S Chickahauk Trail, Middleton, WI 53562

  • 4 Beds
  • 2.5 Baths
  • 3,960 Sq Ft
  • Built 2016

  6655 S Chickahauk Trail, Middleton, WI 53562

  Last Sold Summary

  • 30 Days On Market

  Last Listing Agent Dick Bloomenkranz Collective Real Estate Group
• 

  

  

  /26

  $327,000

  $8K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,529 Sq Ft

  707 Cricket Ln Unit 5, Middleton, WI 53562

  Move right into this end-unit condo in the highly sought-after Middleton School District! Ideally located just minutes from Blackhawk Park, West Towne Mall, and the Beltline, this home offers the perfect blend of comfort and convenience. The open-concept main level features a spacious living room with a cozy gas fireplace, dining area, and kitchen complete with stainless steel appliances.

  Erin Flesch MHB Real Estate

  707 Cricket Ln Unit 5, Middleton, WI 53562
• 

  

  

  /50

  $967,500

  Sold Feb 27, 2026

  1119 Red Rock Ln, Middleton, WI 53562

  • 4 Beds
  • 3.5 Baths
  • 3,078 Sq Ft
  • Built 2021

  Last Sold Summary

  • 2% Below List Price
  • $314/SF
  • 4 Days On Market

  Current Estimated Value $989,107

  Last Listing Agent Mari Slobounov Keller Williams Realty

  1119 Red Rock Ln, Middleton, WI 53562
• 

  

  

  /64

  Est $1,259,149

  Not Listed For Sale

  5046 Congressional Hill, Middleton, WI 53597

  • 5 Beds
  • 5 Baths
  • 4,533 Sq Ft
  • Built 2016

  5046 Congressional Hill, Middleton, WI 53597

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Carolyn Doering Bunbury & Assoc, REALTORS
• 

  

  /5

  $224,900

  • Land
  • 7,405 Sq Ft
  • $1,322,941 per Acre

  L206 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

  L206 Hooded Merganser Dr, Middleton, WI 53562
• 

  /2

  $424,900

  Sold Feb 02, 2026

  639 Schewe Rd, Middleton, WI 53562

  • 3 Beds
  • 2.5 Baths
  • 1,690 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $251/SF
  • 62 Days On Market

  Veridian Homes Eagle Trace - Crest Collection

  639 Schewe Rd, Middleton, WI 53562
• 

  

  /45

  Not Listed For Sale

  5037 St Annes Dr, Middleton, WI 53562

  • 4 Beds
  • 4 Baths
  • 3,526 Sq Ft
  • Built 2015

  5037 St Annes Dr, Middleton, WI 53562

  Last Sold Summary

  • 96 Days On Market

  Last Listing Agent Bill Santner II First Weber Inc
• 

  

  /13

  $634,900

  New Construction Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,340 Sq Ft

  6665 Linnet Ln, Middleton, WI 53562

  Energy Efficient New Construction located in the highly sought after Middleton School District. Tim O'Brien Homes Abbott plan welcomes you from the covered front porch inviting you into an open living space where the bright sunny Great Room features a cozy fireplace & is open to a spacious Kitchen and dining area. The quartz counters & ample cabinetry make this kitchen a chef's dream. A Flex Room

  Renee Bailey Tim O'Brien Homes LLC

  6665 Linnet Ln, Middleton, WI 53562
• 

  

  /28

  $165,000

  Sold Jun 26, 2026

  7106 Fortune Dr Unit 18, Middleton, WI 53562

  • 2 Beds
  • 1 Bath
  • 870 Sq Ft
  • Built 1968

  Last Sold Summary

  • $190/SF
  • 3 Days On Market

  Current Estimated Value $169,416

  Last Listing Agent Abby Byrne First Weber, Inc

  7106 Fortune Dr Unit 18, Middleton, WI 53562
• 

  

  /44

  Est $937,043

  Not Listed For Sale

  6758 S Chickahauk Trail, Middleton, WI 53562

  • 5 Beds
  • 3.5 Baths
  • 3,935 Sq Ft
  • Built 2016

  6758 S Chickahauk Trail, Middleton, WI 53562

  Last Sold Summary

  • 177 Days On Market

  Last Listing Agent Mary Whitcomb Compass Real Estate Wisconsin
• 

  

  /49

  $229,900

  $30K PRICE DROP

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

  5522 Century Ave Unit 3, Middleton, WI 53562

  This 2-bed, 2-bath condo offers the perfect quiet park-like setting nestled near the Pheasant Branch Conservancy. This Garden style unit features plank flooring, a bright open concept with a private balcony overlooking the pool and gardens. The kitchen features natural wood cabinets, a brand new refigerator & Microwave, a dedicated dining space as well as a smaller breakfast area. The primary

  Kelly Bakken Restaino & Associates

  5522 Century Ave Unit 3, Middleton, WI 53562
• 

  

  /22

  $634,900

  Sold Jun 08, 2026

  6668 Redpoll Rd, Middleton, WI 53562

  • 4 Beds
  • 2.5 Baths
  • 2,341 Sq Ft
  • Built 2026

  Last Sold Summary

  • $271/SF
  • 138 Days On Market

  Last Listing Agent Aeryn Barry Tim O'Brien Homes LLC

  6668 Redpoll Rd, Middleton, WI 53562
• 

  

  /32

  Est $752,796

  Not Listed For Sale

  631 Big Stone Trail, Middleton, WI 53562

  • 4 Beds
  • 2.5 Baths
  • 2,339 Sq Ft
  • Built 2016

  631 Big Stone Trail, Middleton, WI 53562

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Daniel Tenney MHB Real Estate
• 

  

  /49

  $469,480

  New Construction

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

  4303 Goldeneye Gateway Dr, Middleton, WI 53562

  Move-in ready! Welcome to Canna Lily Cottages at Redtail Ridge--featuring Middleton Schools! Kitchen features granite countertops & sink, large island, tile backsplash, stainless appliances & 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

  Encore Homes, Inc Builder

  4303 Goldeneye Gateway Dr, Middleton, WI 53562
• 

  

  /45

  $389,000

  Sold Jul 21, 2026

  2911 Marina Dr, Middleton, WI 53562

  • 3 Beds
  • 2.5 Baths
  • 1,832 Sq Ft
  • Built 1983

  Last Sold Summary

  • $212/SF
  • 62 Days On Market

  Current Estimated Value $390,852

  Last Listing Agent MHB Real Estate Team MHB Real Estate

  2911 Marina Dr, Middleton, WI 53562
• 

  

  /45

  Est $724,746

  Not Listed For Sale

  544 Big Stone Trail, Middleton, WI 53562

  • 3 Beds
  • 2.5 Baths
  • 2,064 Sq Ft
  • Built 2021

  544 Big Stone Trail, Middleton, WI 53562

  Last Sold Summary

  • 32 Days On Market

  Last Listing Agent Kelly Rainiero Mode Realty Network
• 

  

  /53

  $685,000

  • 4 Beds
  • 3.5 Baths
  • 2,843 Sq Ft

  7103 Caneel Trail, Middleton, WI 53562

  Immaculate 4 bed, 3.5 bath 2-story in Middleton’s Misty Valley! The inviting lvg rm w/soaring 16 ft ceiling, abundant natural light & hdwd flrs flow seamlessly into the sleek kitchen w/white cabinets, SS appliances, peninsula w/bfast bar & dinette. You’ll love the main lvl primary w/ensuite bath feat dual sinks, new shower & walk-in closet. A 1/2 bath & mudrm w/cubbies round out the main lvl.

  Ben Allen Vanguard Real Estate LLC

  7103 Caneel Trail, Middleton, WI 53562
• 

  

  /69

  $915,000

  Sold May 26, 2026

  4754 Sunset Ridge Dr, Middleton, WI 53562

  • 5 Beds
  • 3 Baths
  • 3,538 Sq Ft
  • Built 2019

  Last Sold Summary

  • 4% Below List Price
  • $259/SF
  • 54 Days On Market

  Current Estimated Value $915,656

  Last Listing Agent Ryan Oliversen Collective Real Estate Group

  4754 Sunset Ridge Dr, Middleton, WI 53562
• 

  

  /56

  Est $851,744

  Not Listed For Sale

  4427 Back Nine Dr, Middleton, WI 53597

  • 5 Beds
  • 3.5 Baths
  • 3,172 Sq Ft
  • Built 2016

  4427 Back Nine Dr, Middleton, WI 53597

  Last Sold Summary

  • 21 Days On Market

  Last Listing Agent Shelly Sprinkman Sprinkman Real Estate
• 

  

  /39

  $446,500

  New Construction $5K PRICE DROP

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

  6870 Belle Fontaine Blvd, Middleton, WI 53562

  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 youll never need

  Encore Homes, Inc Builder

  6870 Belle Fontaine Blvd, Middleton, WI 53562
• 

  

  /76

  $885,000

  Sold May 28, 2026

  1615 Pond View Ct, Middleton, WI 53562

  • 4 Beds
  • 2.5 Baths
  • 3,013 Sq Ft
  • Built 2004

  Last Sold Summary

  • 5% Above List Price
  • $294/SF
  • 18 Days On Market

  Current Estimated Value $869,369

  Last Listing Agent Joanna Janas Sprinkman Real Estate

  1615 Pond View Ct, Middleton, WI 53562
• 

  

  /70

  Est $1,071,388

  Not Listed For Sale

  5034 Congressional Hill, Middleton, WI 53597

  • 4 Beds
  • 3.5 Baths
  • 4,012 Sq Ft
  • Built 2015

  5034 Congressional Hill, Middleton, WI 53597

  Last Sold Summary

  • 33 Days On Market

  Last Listing Agent Shelly Sprinkman Sprinkman Real Estate
• 

  

  /58

  $650,760

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,513 Sq Ft

  Alex's Court Plan at Redtail Ridge - Single Family Homes, Middleton, WI 53562

  Single floor living in a two story home? Absolutely! This home has fantastic design features around every corner, including a main floor primary bedroom suite. The dramatic great room vaulted ceiling and the huge butlers pantry are a few of the features you will appreciateall while enjoying the convenience of smart design!

  Encore Homes, Inc Builder

  6976 Belle Fontaine Blvd Unit 37141434, Middleton, WI 53562
• 

  

  /61

  $665,000

  Sold May 29, 2026

  4413 Yukon Way, Middleton, WI 53562

  • 4 Beds
  • 3.5 Baths
  • 2,531 Sq Ft
  • Built 2014

  Last Sold Summary

  • 1% Below List Price
  • $263/SF
  • 8 Days On Market

  Current Estimated Value $664,601

  Last Listing Agent MHB Real Estate Team MHB Real Estate

  4413 Yukon Way, Middleton, WI 53562
• 

  

  /29

  Est $2,749,387

  Not Listed For Sale

  7693 Bridle Ridge Pass, Middleton, WI 53562

  • 5 Beds
  • 7 Baths
  • 7,763 Sq Ft
  • Built 2012

  7693 Bridle Ridge Pass, Middleton, WI 53562

  Last Sold Summary

  • 10 Days On Market

  Last Listing Agent Holly Lovell Real Broker LLC
• 

  

  /63

  $809,900

  • 6 Beds
  • 4 Baths
  • 3,414 Sq Ft

  6978 Apprentice Place, Middleton, WI 53562

  Here's your chance to own a beautifully maintained home in the heart of Middleton Hills, with an unbeatable location and the major updates already complete. It's just half a block from Northside Elementary, with Kromrey and Middleton High School nearby, and the school bus stop just one door down. Enjoy being two blocks from one of several neighborhood parks, close to the trails of Pheasant Branch

  Jack Verstegen Restaino & Associates

  6978 Apprentice Place, Middleton, WI 53562
• 

  

  /48

  $718,000

  Sold Mar 31, 2026

  551 Fargo Trail, Middleton, WI 53562

  • 3 Beds
  • 4 Baths
  • 2,823 Sq Ft
  • Built 2005

  Last Sold Summary

  • 4% Below List Price
  • $254/SF
  • 23 Days On Market

  Current Estimated Value $727,327

  Last Listing Agent Mary Browning Compass Real Estate Wisconsin

  551 Fargo Trail, Middleton, WI 53562
• 

  

  /50

  Not Listed For Sale

  5018 Congressional Hill, Middleton, WI 53597

  • 3 Beds
  • 2.5 Baths
  • 2,440 Sq Ft
  • Built 2016

  5018 Congressional Hill, Middleton, WI 53597

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Susi Haviland Stark Company, REALTORS
• 

  

  /70

  $750,000

  • 3 Beds
  • 2.5 Baths
  • 3,053 Sq Ft

  5021 Prairie Rose Ct, Middleton, WI 53562

  Spacious, updated ranch-style condo in Bishop's Bay with a main-level primary suite. The open-concept kitchen and living room feature bamboo flooring and a gas fireplace, while the eat-in kitchen offers solid surface counters, a gas range with hood vent, and abundant storage. Step outside to the private, covered composite deck — perfect for grilling or fresh air. The large primary suite impresses

  Michael Restaino Restaino & Associates

  5021 Prairie Rose Ct, Middleton, WI 53562
• 

  

  /41

  $635,000

  Sold Jul 01, 2026

  6625 Boulder Ln, Middleton, WI 53562

  • 3 Beds
  • 2.5 Baths
  • 1,904 Sq Ft
  • Built 1961

  Last Sold Summary

  • 8% Below List Price
  • $334/SF
  • 25 Days On Market

  Current Estimated Value $645,944

  Last Listing Agent Preston Sigmon Assist 2 Sell Homes 4 You Realty

  6625 Boulder Ln, Middleton, WI 53562
• 

  

  /27

  Est $264,076

  Not Listed For Sale

  2832 Pleasant View Rd Unit 202, Middleton, WI 53562

  • 2 Beds
  • 1 Bath
  • 998 Sq Ft
  • Built 2009

  2832 Pleasant View Rd Unit 202, Middleton, WI 53562

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Alan Feder Realty Executives Cooper Spransy
• 

  Price To Be Determined

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,526 Sq Ft

  The Jade Plan at Eagle Trace - Crest Collection, Middleton, WI 53562

  ROOMS DRENCHED IN NATURAL LIGHT SET THE TONE FROM THE MOMENT YOU STEP INSIDE—bright, open, and effortlessly inviting. A kitchen as distinctive as your style blends elevated design with everyday function, ready for weeknight dinners, weekend brunches, and everything in between. It’s calm, comfortable, and designed for the kind of living that never rushes. Welcome to the Jade—a home that can

  Veridian Homes Builder

  10129 White Fox Ln Unit 38928409, Middleton, WI 53562
• 

  

  /41

  $259,900

  Sold May 05, 2026

  7014 Fortune Dr Unit C, Middleton, WI 53562

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Built 1973

  Last Sold Summary

  • 4% Above List Price
  • $260/SF
  • 3 Days On Market

  Current Estimated Value $255,016

  Last Listing Agent Wendy Jones Hill Stark Company, REALTORS

  7014 Fortune Dr Unit C, Middleton, WI 53562
• 

  

  /37

  Est $624,997

  Not Listed For Sale

  8981 Sunstone Ln, Middleton, WI 53562

  • 4 Beds
  • 4 Baths
  • 2,667 Sq Ft
  • Built 2011

  8981 Sunstone Ln, Middleton, WI 53562

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Daniel Tenney MHB Real Estate
• 

  

  /34

  $449,900

  $50K PRICE DROP Under Contract

  • 3 Beds
  • 4 Baths
  • 1,737 Sq Ft

  8866 Red Beryl Dr, Middleton, WI 53562

  Pheasant Branch trail access begins right in the neighborhood! This Hidden Oaks gem is the ultimate luxury starter home, offering a vibrant, connected neighborhood where active community living comes naturally. This home features a new roof and downspouts (2026) and a water heater (2023). The main level showcases durable, pet-friendly Adura Rigid Acacia LVP flooring (2024) and luxury carpet

  Michelle Schreier Restaino & Associates

  8866 Red Beryl Dr, Middleton, WI 53562
• 

  

  /65

  $875,000

  Sold Sep 19, 2025

  3315 River Birch Ln, Middleton, WI 53562

  • 3 Beds
  • 3.5 Baths
  • 3,254 Sq Ft
  • Built 2000

  Last Sold Summary

  • $269/SF
  • 1 Day On Market

  Current Estimated Value $946,485

  Last Listing Agent Shelly Sprinkman Sprinkman Real Estate

  3315 River Birch Ln, Middleton, WI 53562
• 

  

  /73

  Est $856,975

  Not Listed For Sale

  2512 Sand Pearl Trail, Middleton, WI 53562

  • 5 Beds
  • 3.5 Baths
  • 3,696 Sq Ft
  • Built 2011

  2512 Sand Pearl Trail, Middleton, WI 53562

  Last Sold Summary

  • 38 Days On Market

  Last Listing Agent Ryan Bird Century 21 Affiliated
• 

  

  /41

  $714,371

  New Construction $6K PRICE INCREASE Under Contract

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

  6678 Junco Dr, Middleton, WI 53562

  Under construction; est completion 8/20/26. Welcome to Redtail Ridge-featuring Middleton schools. Open concept ranch with expansive vaulted great room with gas fireplace and built-in wood shelves. Cook’s kitchen with quartz countertops, granite sink, tile backsplash, stainless appliances, and walk-in pantry. Dining area opens to elevated Trex deck. Primary bedroom suite features large walk-in

  Cari Wuebben Encore Real Estate Services, I

  6678 Junco Dr, Middleton, WI 53562
• 

  

  /15

  $499,900

  Sold Mar 04, 2026

  636 Tabby Turn Dr, Middleton, WI 53562

  • 3 Beds
  • 2.5 Baths
  • 1,526 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • 3% Above List Price
  • $328/SF
  • 32 Days On Market

  Veridian Homes Eagle Trace - Crest Collection

  636 Tabby Turn Dr, Middleton, WI 53562

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