Middleton, WI Homes

• 

  

  

  /105

  $616,055

  New Construction

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

  Max's Royal Plan at Redtail Ridge - Single Family Homes, Middleton, WI 53562

  Lets face it, our worlds revolve around our kids, and this home is custom built to make the absolute most out of the time we get to spend with them. The gourmet kitchen and expansive vaulted great room make family living a blast, all with the convenience of single story living.

  Encore Homes, Inc Builder

  6976 Belle Fontaine Blvd Unit 37141364, Middleton, WI 53562
• 

  

  

  /30

  $285,900

  Sold Mar 02, 2026

  3114 Creekview Dr Unit 3, Middleton, WI 53562

  • 2 Beds
  • 2 Baths
  • 1,298 Sq Ft
  • Built 1974

  Last Sold Summary

  • 5% Below List Price
  • $220/SF
  • 95 Days On Market

  Current Estimated Value $287,861

  Last Listing Agent Todd Fletcher First Weber Inc

  3114 Creekview Dr Unit 3, Middleton, WI 53562
• 

  Est $635,360

  Not Listed For Sale

  5110 Sunrise Ridge Trail, Middleton, WI 53562

  • 3 Beds
  • 2 Baths
  • 1,974 Sq Ft

  5110 Sunrise Ridge Trail, Middleton, WI 53562

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Karen M Berger Realty Executives Integrity~Cedarburg
• 

  

  

  /60

  $599,900

  Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  4507 Stonewood Dr, Middleton, WI 53562

  Welcome home to this beautifully maintained 4-bedroom, 2.5-bath two-story in the sought-after Hickory Woods neighborhood! Situated on over half an acre, this home offers peaceful countryside views, breathtaking sunsets, and a spacious deck perfect for relaxing or entertaining. Enjoy a park across the street, nearby walking and biking trails, easy access to downtown Middleton and Madison, and

  Garret Clemment MHB Real Estate

  4507 Stonewood Dr, Middleton, WI 53562
• 

  

  

  /66

  $715,000

  Sold Jul 21, 2026

  6710 S Chickahauk Trail, Middleton, WI 53562

  • 4 Beds
  • 3.5 Baths
  • 3,001 Sq Ft
  • Built 2016

  Last Sold Summary

  • 1% Below List Price
  • $238/SF
  • 5 Days On Market

  Current Estimated Value $830,291

  Last Listing Agent Michele Narowetz Stark Company, REALTORS

  6710 S Chickahauk Trail, Middleton, WI 53562
• 

  

  /47

  Est $874,600

  Not Listed For Sale

  7760 Bittersweet Ct, Middleton, WI 53562

  • 4 Beds
  • 2.5 Baths
  • 3,772 Sq Ft
  • Built 1989

  7760 Bittersweet Ct, Middleton, WI 53562

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Daniel Tenney MHB Real Estate
• 

  

  /27

  $185,000

  $5K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 820 Sq Ft

  2134 Allen Blvd Unit 2, Middleton, WI 53562

  Cozy first floor 2bd/1bth garden condo features a easy access to downtown Middleton, beautiful cottonwood filled green space, and a patio view of Lake Mendota! Complex just had all roofs replaced! Condo fee includes heat, water/sewer, and hot water! Affordable and convenient, this cute condo is waiting for you.

  David Pausch Weichert, Realtors- Lakepoint

  2134 Allen Blvd Unit 2, Middleton, WI 53562
• 

  

  /55

  $375,000

  Sold Oct 17, 2025

  5807 Woodcreek Ln, Middleton, WI 53562

  • 2 Beds
  • 2.5 Baths
  • 1,989 Sq Ft
  • Built 1990

  Last Sold Summary

  • 6% Below List Price
  • $189/SF
  • 15 Days On Market

  Current Estimated Value $385,438

  Last Listing Agent Matt Kornstedt Stark Company, REALTORS

  5807 Woodcreek Ln, Middleton, WI 53562
• 

  

  /18

  Est $528,454

  Not Listed For Sale

  7476 Oak Circle Dr, Middleton, WI 53562

  • 3 Beds
  • 2 Baths
  • 2,301 Sq Ft
  • Built 1981

  7476 Oak Circle Dr, Middleton, WI 53562

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Erin Anderson First Weber Inc
• 

  

  /81

  $631,897

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,279 Sq Ft

  Landon's Crossing Plan at Redtail Ridge - Single Family Homes, Middleton, WI 53562

  Modern living at its finest! This spacious home is designed to impress with its open concept floor plan, great room vaulted ceiling, and huge butlers pantry. Youll find convenient features everywhere: an upper level laundry, a flex room to adapt to your needs, and a large mud room for storage. Looking to relax? Take advantage of the large front porch or the luxurious primary bedroom suite.

  Encore Homes, Inc Builder

  6976 Belle Fontaine Blvd Unit 37141355, Middleton, WI 53562
• 

  

  /10

  $510,000

  Sold Mar 06, 2026

  4845 St Annes Dr, Middleton, WI 53597

  • Land
  • 17,859 Sq Ft
  • $1,243,902 per Acre

  Last Sold Summary

  • 7% Below List Price
  • 9 Days On Market

  Last Listing Agent MHB Real Estate Team MHB Real Estate

  4845 St Annes Dr, Middleton, WI 53597
• 

  

  /73

  Est $551,149

  Not Listed For Sale

  5276 Scenic Ridge Trail, Middleton, WI 53562

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

  5276 Scenic Ridge Trail, Middleton, WI 53562

  Last Sold Summary

  • 21 Days On Market

  Last Listing Agent Peggy Acker-Farber RE/MAX Preferred
• 

  

  /82

  $558,900

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,264 Sq Ft

  6631 Junco Dr, Middleton, WI 53562

  Move-in ready! Welcome to Redtail Ridgefeaturing Middleton Schools! Cooks kitchen with granite countertops & sink, stainless steel appliances, and pantry. Large great room features gas fireplace and walkout to screened porch. Formal dining room and flex room for office, playroom, etc. Main floor laundry, mud room, and powder room. Upper level features 4 bedrooms and large linen closet. Primary

  Encore Homes, Inc Builder

  6631 Junco Dr, Middleton, WI 53562
• 

  

  /35

  $580,000

  Sold Nov 07, 2025

  9435 Spirit St, Middleton, WI 53562

  • 4 Beds
  • 3.5 Baths
  • 2,508 Sq Ft
  • Built 2014

  Last Sold Summary

  • 6% Below List Price
  • $231/SF
  • 25 Days On Market

  Current Estimated Value $615,677

  Last Listing Agent Mari Slobounov Keller Williams Realty

  9435 Spirit St, Middleton, WI 53562
• 

  

  /63

  Est $669,572

  Not Listed For Sale

  5287 Scenic Ridge Trail, Middleton, WI 53562

  • 5 Beds
  • 4 Baths
  • 2,912 Sq Ft
  • Built 1976

  5287 Scenic Ridge Trail, Middleton, WI 53562

  Last Sold Summary

  • 98 Days On Market

  Last Listing Agent Donna Hermsen Collective Real Estate Group
• 

  

  /5

  $174,900

  • Land
  • 3,920 Sq Ft
  • $1,943,333 per Acre

  L266 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

  L266 Thrasher St, Middleton, WI 53562
• 

  

  /36

  $284,000

  Sold Apr 15, 2026

  6243 Middleton Springs Dr, Middleton, WI 53562

  • 2 Beds
  • 2 Baths
  • 1,189 Sq Ft
  • Built 1994

  Last Sold Summary

  • 5% Below List Price
  • $239/SF
  • 20 Days On Market

  Current Estimated Value $285,981

  Last Listing Agent Kyle Ebley Realty Executives Cooper Spransy

  6243 Middleton Springs Dr, Middleton, WI 53562
• 

  

  /24

  Est $1,678,374

  Not Listed For Sale

  5214 Hedden Cir, Middleton, WI 53562

  • 4 Beds
  • 3 Baths
  • 4,013 Sq Ft
  • Built 1974

  5214 Hedden Cir, Middleton, WI 53562

  Last Sold Summary

  • 44 Days On Market

  Last Listing Agent Rick Amdahl Century 21 Affiliated
• 

  

  /61

  $1,000,000

  • 3 Beds
  • 2 Baths
  • 1,704 Sq Ft

  2809 Dewey Ct, Middleton, WI 53562

  Two lots create a rare opportunity along a quiet channel with direct access to Lake Mendota, inviting a range of possibilities from thoughtful renovation to a ground-up custom build. The existing home sits between two buildable parcels, allowing for expanded outdoor space, future development, or a private lakeside retreat tailored to your vision. Spend mornings on the water boating or fishing,

  Lori Schilling Sprinkman Real Estate

  2809 Dewey Ct, Middleton, WI 53562
• 

  

  /50

  $550,000

  Sold Jun 18, 2026

  8903 White Coral Way, Middleton, WI 53562

  • 4 Beds
  • 4 Baths
  • 2,691 Sq Ft
  • Built 2011

  Last Sold Summary

  • 4% Below List Price
  • $204/SF
  • 40 Days On Market

  Current Estimated Value $556,580

  Last Listing Agent Cheng Real Estat Group Real Broker LLC

  8903 White Coral Way, Middleton, WI 53562
• 

  

  /41

  Est $607,543

  Not Listed For Sale

  5114 Saint Cyr Rd, Middleton, WI 53562

  • 4 Beds
  • 2 Baths
  • 1,720 Sq Ft
  • Built 1983

  5114 Saint Cyr Rd, Middleton, WI 53562

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Tyler Van Elzen Compass Real Estate Wisconsin
• 

  

  /5

  $224,900

  • Land
  • 6,969 Sq Ft
  • $1,405,625 per Acre

  L207 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

  L207 Hooded Merganser Dr, Middleton, WI 53562
• 

  

  /7

  $753,842

  Sold Oct 16, 2025

  6654 Junco Dr, Middleton, WI 53562

  • 3 Beds
  • 2.5 Baths
  • 2,279 Sq Ft
  • Built 2025

  Last Sold Summary

  • $331/SF
  • 0 Days On Market

  Last Listing Agent Cari Wuebben Encore Real Estate Services, I

  6654 Junco Dr, Middleton, WI 53562
• 

  

  /52

  Est $591,630

  Not Listed For Sale

  5247 Anna Ln, Middleton, WI 53562

  • 4 Beds
  • 2.5 Baths
  • 3,672 Sq Ft
  • Built 2005

  5247 Anna Ln, Middleton, WI 53562

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Joshua Pelletter Rockwood Realty Group
• 

  

  /53

  $775,000

  $25K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,665 Sq Ft

  6805 Aldo Leopold Way, Middleton, WI 53562

  Charming 4-bedroom, 3.5-bath Craftsman in sought-after Middleton Hills Neighborhood and the Middleton School District! The main level features beautiful wood floors, a spacious kitchen with a walk-in pantry, tiled backsplash, quartz countertops, granite island, maple cabinets, an induction stove, and stainless steel appliances. Enjoy the formal dining room and relax in the spacious living room

  Spencer Schumacher Spencer Real Estate Group

  6805 Aldo Leopold Way, Middleton, WI 53562
• 

  

  /26

  $199,000

  Sold Apr 30, 2026

  7401 Century Place Unit 102, Middleton, WI 53562

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft
  • Built 1981

  Last Sold Summary

  • $203/SF
  • 8 Days On Market

  Current Estimated Value $236,384

  Last Listing Agent Mike Baldwin Home Pros

  7401 Century Place Unit 102, Middleton, WI 53562
• 

  

  /34

  Est $467,198

  Not Listed For Sale

  3415 Connie Ln, Middleton, WI 53562

  • 4 Beds
  • 2 Baths
  • 1,847 Sq Ft
  • Built 1995

  3415 Connie Ln, Middleton, WI 53562

  Last Sold Summary

  • 10 Days On Market

  Last Listing Agent Dick Bloomenkranz Collective Real Estate Group
• 

  

  /5

  $204,900

  • Land
  • 9,583 Sq Ft
  • $931,364 per Acre

  L242 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

  L242 Hooded Merganser Dr, Middleton, WI 53562
• 

  

  /74

  $899,000

  Sold Sep 15, 2025

  8601 Stonebrook Cir, Middleton, WI 53562

  • 5 Beds
  • 3 Baths
  • 4,209 Sq Ft
  • Built 2000

  Last Sold Summary

  • $214/SF
  • 54 Days On Market

  Current Estimated Value $948,758

  Last Listing Agent Lori Schilling Sprinkman Real Estate

  8601 Stonebrook Cir, Middleton, WI 53562
• 

  

  /34

  Est $771,671

  Not Listed For Sale

  5909 Clarewood Ct, Middleton, WI 53562

  • 2 Beds
  • 1 Bath
  • 1,248 Sq Ft
  • Built 1950

  5909 Clarewood Ct, Middleton, WI 53562

  Last Sold Summary

  • 180 Days On Market

  Last Listing Agent Shelly Sprinkman Sprinkman Real Estate
• 

  

  /7

  $199,900

  $55K PRICE INCREASE

  • Land
  • 10,018 Sq Ft
  • $869,130 per Acre

  9924 Shining Willow St, Middleton, WI 53562

  Beautiful half exposed homesite in The Willows neighborhood on Madison's West Side with Middleton Schools. Build with Midwest Homes, builder of quality custom homes since 1969. Enjoy energy and upfront savings with a Energy Star-rated, Green-Built, value-engineered home along with high end finishes and generous allowances for selections that you'll choose with our in-house designer. We build a

  Kelly Rainiero Mode Realty Network

  9924 Shining Willow St, Middleton, WI 53562
• 

  

  /30

  $440,000

  Sold Apr 30, 2026

  7234 Maywood Ave, Middleton, WI 53562

  • 4 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Built 1948

  Last Sold Summary

  • 4% Above List Price
  • $367/SF
  • 2 Days On Market

  Current Estimated Value $429,664

  Last Listing Agent Jon Vanden Brook First Weber Inc

  7234 Maywood Ave, Middleton, WI 53562
• 

  

  /82

  Est $4,610,787

  Not Listed For Sale

  5705 Century Ave, Middleton, WI 53562

  • 4 Beds
  • 3.5 Baths
  • 5,174 Sq Ft
  • Built 2016

  5705 Century Ave, Middleton, WI 53562

  Last Sold Summary

  • 97 Days On Market

  Last Listing Agent Ryan Oliversen Collective Real Estate Group
• 

  

  /6

  $587,483

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,813 Sq Ft

  Vincent's Place Plan at Redtail Ridge - Single Family Homes, Middleton, WI 53562

  Quiet and unassuming, this home welcomes you at the end of a long day like an old friend. An open concept living and dining room invites family to communicate and spend quality time together. The vaulted ceilings add to the open feel of the main living space. While quaint on the outside, its quite something on the inside.

  Encore Homes, Inc Builder

  6976 Belle Fontaine Blvd Unit 37141424, Middleton, WI 53562
• 

  

  /47

  $699,000

  Sold Jun 17, 2026

  10324 Ivory Dove Trail, Middleton, WI 53593

  • 4 Beds
  • 3.5 Baths
  • 2,618 Sq Ft
  • Built 2019

  Last Sold Summary

  • $267/SF
  • 3 Days On Market

  Last Listing Agent MHB Real Estate Team MHB Real Estate

  10324 Ivory Dove Trail, Middleton, WI 53593
• 

  

  /90

  Est $1,895,418

  Not Listed For Sale

  5615 Mendota Dr, Middleton, WI 53562

  • 4 Beds
  • 4 Baths
  • 3,719 Sq Ft
  • Built 1987

  5615 Mendota Dr, Middleton, WI 53562

  Last Sold Summary

  • 91 Days On Market

  Last Listing Agent Scott Mistretta Net More Realty
• 

  

  /15

  $422,900

  New Construction $10K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,667 Sq Ft

  625 Schewe Rd, 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

  625 Schewe Rd, Middleton, WI 53562
• 

  

  /21

  $1,100,000

  Sold Jul 17, 2026

  4664 Stonewood Dr, Middleton, WI 53562

  • 5 Beds
  • 3.5 Baths
  • 3,513 Sq Ft
  • Built 2017

  Last Sold Summary

  • 6% Below List Price
  • $313/SF
  • 21 Days On Market

  Current Estimated Value $1,116,328

  Last Listing Agent Pam LeMire Rock Realty

  4664 Stonewood Dr, Middleton, WI 53562
• 

  

  /47

  Est $400,396

  Not Listed For Sale

  5805 Century Ave, Middleton, WI 53562

  • 3 Beds
  • 1.5 Baths
  • 1,555 Sq Ft
  • Built 1965

  5805 Century Ave, Middleton, WI 53562

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Matt Kornstedt Stark Company, REALTORS
• 

  

  /19

  $795,000

  • Land
  • 19.85 Acres
  • $40,050 per Acre

  0 Riles Rd Unit 2030286, Middleton, WI 53562

  A very rare opportunity to own 19+ acres in the Town of Springfield in the Middleton CP School District. Many potential uses for this land that features approximately 6 acres of wooded hillside and 13 acres of productive cropland. Includes 1 developmental right to build your dream home and outbuilding for your animals(chickens, goats, horses, hogs or cattle) or use the ag land for your own use or

  Patrick Hilgers First Weber Inc

  0 Riles Rd Unit 2030286, Middleton, WI 53562

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