Middleton, WI Homes

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  /38

  $498,000 Sold Jul 31, 2025

  1813 Countryside Dr, Middleton, WI 53562

  • 3 Beds
  • 2 Baths
  • 1,923 Sq Ft
  • Built 1975

  Last Sold Summary

  • $259/SF
  • 2 Days On Market

  Current Estimated Value $501,690

  Last Listing Agent Luke Bruckner Collective Real Estate Group

  1813 Countryside Dr, Middleton, WI 53562
• 

  

  

  /23

  Est $262,678 Not Listed For Sale

  2814 Pleasant View Rd Unit 102, Middleton, WI 53562

  • 2 Beds
  • 1 Bath
  • 997 Sq Ft
  • Built 2006

  2814 Pleasant View Rd Unit 102, Middleton, WI 53562

  Last Sold Summary

  • 3% Below List Price
  • $273/SF
  • 5 Days On Market

  Last Sold Price $272,000

  Last Listing Agent Luke Bruckner Collective Real Estate Group
• 

  

  

  /5

  $159,000

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

  6607 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

  6607 Junco Dr, Middleton, WI 53562
• 

  

  

  /40

  $501,796 Sold Apr 07, 2025

  4319 Redstart St, Middleton, WI 53562

  • 3 Beds
  • 2.5 Baths
  • 1,865 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Above List Price
  • $269/SF
  • 153 Days On Market

  Last Listing Agent Cari Wuebben Encore Real Estate Services, I

  4319 Redstart St, Middleton, WI 53562
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  /29

  Est $267,245 Not Listed For Sale

  2812 Pleasant View Rd Unit 101, Middleton, WI 53562

  • 2 Beds
  • 1 Bath
  • 1,046 Sq Ft
  • Built 2007

  2812 Pleasant View Rd Unit 101, Middleton, WI 53562

  Last Sold Summary

  • 3% Below List Price
  • $263/SF
  • 8 Days On Market

  Last Sold Price $275,000

  Last Listing Agent Mike Bailey EXP Realty, LLC
• 

  

  /53

  $800,000 Under Contract

  • 4 Beds
  • 3 Baths
  • 3,250 Sq Ft

  4604 Plantation Ct, Middleton, WI 53562

  Showings 3/28. Tucked away on a private cul-de-sac in Middleton's Whispering Winds neighborhood, this stunning ranch home sits on .99 acres backing up to serene green space w/ a peaceful pond and walking paths. Inside, soaring vaulted ceilings and abundant natural light create an open, airy flow perfect for everyday living and effortless entertaining. The luxurious primary suite offers a spa-like

  Dan Chin Homes Team Real Broker LLC

  4604 Plantation Ct, Middleton, WI 53562
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  /27

  $462,000 Sold Dec 19, 2025

  8916 Red Beryl Dr, Middleton, WI 53562

  • 3 Beds
  • 2.5 Baths
  • 1,507 Sq Ft
  • Built 2011

  Last Sold Summary

  • 12% Below List Price
  • $307/SF
  • 54 Days On Market

  Current Estimated Value $472,343

  Last Listing Agent Andy Kramer Redfin Corporation

  8916 Red Beryl Dr, Middleton, WI 53562
• 

  

  /45

  Est $407,045 Not Listed For Sale

  3623 Flagstone Cir, Middleton, WI 53562

  • 3 Beds
  • 2 Baths
  • 1,630 Sq Ft
  • Built 2006

  3623 Flagstone Cir, Middleton, WI 53562

  Last Sold Summary

  • 1% Below List Price
  • $252/SF
  • 35 Days On Market

  Last Sold Price $410,000

  Last Listing Agent Kyle Carrier Best Realty of Edgerton
• 

  

  /90

  $1,925,000 Pending

  • 5 Beds
  • 5.5 Baths
  • 8,446 Sq Ft

  4606 Signature Dr, Middleton, WI 53562

  Nestled on a serene, private wooded lot in the gated community of Bishops Bay, this exceptional residence embodies refined elegance and effortless comfort. A grand foyer unfolds into an expansive great room w/wet bar, equally suited for sophisticated entertaining and evenings by the fire. The open design transitions seamlessly to a sun-filled sunroom just off the formal dining area, creating a

  Chris Barreau MHB Real Estate

  4606 Signature Dr, Middleton, WI 53562
• 

  

  /82

  $530,000 Sold Apr 25, 2025

  1 E Newhaven Cir, Madison, WI 53717

  • 3 Beds
  • 2.5 Baths
  • 2,354 Sq Ft
  • Built 1981

  Last Sold Summary

  • $225/SF
  • 6 Days On Market

  Current Estimated Value $531,332

  Last Listing Agent Donna Hermsen Collective Real Estate Group

  1 E Newhaven Cir, Madison, WI 53717
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  /39

  Est $499,473 Not Listed For Sale

  8873 Sunstone Ln, Middleton, WI 53562

  • 3 Beds
  • 3.5 Baths
  • 2,157 Sq Ft
  • Built 2010

  8873 Sunstone Ln, Middleton, WI 53562

  Last Sold Summary

  • 1% Above List Price
  • $229/SF
  • 5 Days On Market

  Last Sold Price $495,000

  Last Listing Agent Jeff Kramer Century 21 Affiliated
• 

  

  /5

  $159,000

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

  6619 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

  6619 Junco Dr, Middleton, WI 53562
• 

  

  /26

  $490,000 Sold Nov 17, 2025

  5802 Julia St, Madison, WI 53705

  • 4 Beds
  • 2.5 Baths
  • 1,830 Sq Ft
  • Built 1970

  Last Sold Summary

  • 3% Above List Price
  • $268/SF
  • 10 Days On Market

  Current Estimated Value $491,443

  Last Listing Agent Philip Krause Incredible Real Estate

  5802 Julia St, Madison, WI 53705
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  /36

  Est $694,349 Not Listed For Sale

  7261 Lily Ln Unit 9, Middleton, WI 53562

  • 3 Beds
  • 3 Baths
  • 3,507 Sq Ft
  • Built 2010

  7261 Lily Ln Unit 9, Middleton, WI 53562

  Last Sold Summary

  • 5% Below List Price
  • $208/SF
  • 42 Days On Market

  Last Sold Price $729,000

  Last Listing Agent Daniel Tenney MHB Real Estate
• 

  

  /4

  $180,000

  • Land
  • 0.04 Acre
  • $4,500,000 per Acre

  4052 Serenbe St, Middleton, WI 53562

  Seller is offering a $20,000 geothermal credit at closing for buyers who close on or before May 31, 2026. Lot 9 at Belle Farm comes with a floor plan consisting of 2-3 Beds, 2.5 - 3.5 Baths, approx. 1,300 - 1,700 SQ FT. The Cabins at Belle Farm serve as a peaceful antidote... an example that less can be more. Inspiring interiors, front porches and secluded side yards allow for both privacy and

  Estella Moschkau Sprinkman Real Estate

  4052 Serenbe St, Middleton, WI 53562
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  /74

  $485,000 Sold Dec 05, 2025

  2845 Century Harbor Rd Unit 1, Middleton, WI 53562

  • 3 Beds
  • 2 Baths
  • 1,764 Sq Ft
  • Built 1976

  Last Sold Summary

  • $275/SF
  • 30 Days On Market

  Current Estimated Value $471,875

  Last Listing Agent Chelle Sims First Weber, Inc

  2845 Century Harbor Rd Unit 1, Middleton, WI 53562
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  /66

  Est $551,214 Not Listed For Sale

  8886 Sunstone Ln, Middleton, WI 53562

  • 3 Beds
  • 3.5 Baths
  • 2,469 Sq Ft
  • Built 2008

  8886 Sunstone Ln, Middleton, WI 53562

  Last Sold Summary

  • 4% Above List Price
  • $215/SF
  • 11 Days On Market

  Last Sold Price $530,000

  Last Listing Agent Christine McCorvie First Weber Inc
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  /50

  $574,000

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

  8903 White Coral Way, Middleton, WI 53562

  Located in the highly sought-after Middleton Cross Plains Area School District, one of Wisconsin’s top-rated districts, this well-maintained home blends space, comfort, and lifestyle. Nestled in Hidden Oaks, this thoughtfully designed two-story offers nearly 2,691 sq ft of finished living space, including a finished lower level ideal for entertaining. The main level features 9-foot ceilings,

  Brad Chapman Real Broker LLC

  8903 White Coral Way, Middleton, WI 53562
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  /48

  $585,000 Sold May 13, 2025

  7158 Belle Fontaine Blvd, Middleton, WI 53562

  • 4 Beds
  • 3.5 Baths
  • 2,648 Sq Ft
  • Built 2010

  Last Sold Summary

  • 1% Above List Price
  • $221/SF
  • 22 Days On Market

  Current Estimated Value $572,665

  Last Listing Agent Michele Narowetz Stark Company, REALTORS

  7158 Belle Fontaine Blvd, Middleton, WI 53562
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  /58

  Est $519,435 Not Listed For Sale

  8879 Sunstone Ln, Middleton, WI 53562

  • 4 Beds
  • 3.5 Baths
  • 2,067 Sq Ft
  • Built 2009

  8879 Sunstone Ln, Middleton, WI 53562

  Last Sold Summary

  • 2% Above List Price
  • $247/SF
  • 6 Days On Market

  Last Sold Price $510,000

  Last Listing Agent David Mays First Weber Inc
• 

  

  /26

  $199,900 Under Contract

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  7401 Century Place Unit 102, Middleton, WI 53562

  Great first time home buyer or looking to downsize condo in a fantastic location! Close to Pheasant branch trail, Middleton high school and downtown Middleton. This well maintained, first floor, 2 bedroom/1 bathroom condo in Middleton with a walkout patio is what you have been looking for! The fridge, flooring, lighting, patio door, AC and shower/tub are new. Ceiling fans have just been added and

  Mike Baldwin Flat Fee Pros WI

  7401 Century Place Unit 102, Middleton, WI 53562
• 

  

  /10

  $598,500 Sold Nov 11, 2025

  1429 W Skyline Dr, Madison, WI 53705

  • 3 Beds
  • 3 Baths
  • 3,336 Sq Ft
  • Built 1959

  Last Sold Summary

  • 9% Above List Price
  • $179/SF
  • 13 Days On Market

  Current Estimated Value $607,895

  Last Listing Agent Barrett Karabis Real Broker LLC

  1429 W Skyline Dr, Madison, WI 53705
• 

  

  /34

  Est $566,625 Not Listed For Sale

  8820 White Coral Way, Middleton, WI 53562

  • 3 Beds
  • 3.5 Baths
  • 2,992 Sq Ft
  • Built 2008

  8820 White Coral Way, Middleton, WI 53562

  Last Sold Summary

  • 9% Above List Price
  • $174/SF
  • 71 Days On Market

  Last Sold Price $520,000

  Last Listing Agent Daniel Tenney MHB Real Estate
• 

  /2

  $549,900 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,649 Sq Ft

  7130 Johann Farm Rd, Middleton, WI 53562

  Move-in ready 3/31/26. This Astoria home features a thoughtfully designed, open-concept layout ideal for modern living. Offering 3 bedrooms, 2.5 baths, and a 2-car garage, this home showcases locally made, custom Auburn Ridge® cabinetry, doors, and trim crafted to last. The stylish kitchen includes a center island, quartz countertops, and quality finishes from trusted brands like Kohler®, Moen®,

  Jeff Greenlee Stark Company, REALTORS

  7130 Johann Farm Rd, Middleton, WI 53562
• 

  

  /40

  $585,000 Sold Dec 29, 2025

  5314 Jonquil Ct, Middleton, WI 53562

  • 4 Beds
  • 3 Baths
  • 2,711 Sq Ft
  • Built 1972

  Last Sold Summary

  • $216/SF
  • 9 Days On Market

  Current Estimated Value $584,212

  Last Listing Agent Allie Nicholson Compass Real Estate Wisconsin

  5314 Jonquil Ct, Middleton, WI 53562
• 

  

  /25

  Est $559,766 Not Listed For Sale

  8814 White Coral Way, Middleton, WI 53562

  • 4 Beds
  • 3.5 Baths
  • 2,855 Sq Ft
  • Built 2008

  8814 White Coral Way, Middleton, WI 53562

  Last Sold Summary

  • 7% Above List Price
  • $184/SF
  • 2 Days On Market

  Last Sold Price $524,900

  Last Listing Agent Daniel Tenney MHB Real Estate
• 

  

  /3

  $370,000

  • Land
  • 0.1 Acre
  • $3,700,000 per Acre

  7533 California Love Trail, Middleton, WI 53562

  Seller is offering a $20,000 geothermal credit at closing for buyers who close on or before May 31, 2026. 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 a home up to 4,200 sq.ft. Belle Farm is a new kind of residential community in Middleton, WI

  Estella Moschkau Sprinkman Real Estate

  7533 California Love Trail, Middleton, WI 53562
• 

  

  /40

  $270,000 Sold Aug 18, 2025

  8530 Greenway Blvd Unit 315, Middleton, WI 53562

  • 1 Bed
  • 1 Bath
  • 812 Sq Ft
  • Built 1996

  Last Sold Summary

  • 4% Above List Price
  • $333/SF
  • 19 Days On Market

  Current Estimated Value $335,304

  Last Listing Agent Juliana Van Eck Sprinkman Real Estate

  8530 Greenway Blvd Unit 315, Middleton, WI 53562
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  /52

  Est $560,218 Not Listed For Sale

  6633 S Chickahauk Trail Unit 32, Middleton, WI 53562

  • 3 Beds
  • 3 Baths
  • 2,333 Sq Ft
  • Built 2008

  6633 S Chickahauk Trail Unit 32, Middleton, WI 53562

  Last Sold Summary

  • 10% Above List Price
  • $219/SF
  • 103 Days On Market

  Last Sold Price $510,000

  Last Listing Agent Mark Hewitt Realty Executives
• 

  

  /35

  $299,000

  • 2 Beds
  • 2 Baths
  • 1,468 Sq Ft

  3108 Creekview Dr Unit 7, Middleton, WI 53562

  Discover your dream home in Middleton, Wisconsin! This stunning 2nd-floor, end-unit offers the perfect blend of luxury & comfort. 2 spacious bedrooms & 2 bathrooms, you'll have plenty of room to relax & unwind. Vaulted ceilings create a spacious, airy atmosphere, while the fireplace adds a cozy touch for our chilly Wisconsin winters. Step out onto the balcony & enjoy the breathtaking views of the

  Dana Nowland First Weber Inc

  3108 Creekview Dr Unit 7, Middleton, WI 53562
• 

  

  /89

  $2,100,000 Sold May 06, 2025

  2141 Middleton Beach Rd, Middleton, WI 53562

  • 3 Beds
  • 3 Baths
  • 2,908 Sq Ft
  • Built 1956

  Last Sold Summary

  • 9% Below List Price
  • $722/SF
  • 185 Days On Market

  Current Estimated Value $1,948,649

  Last Listing Agent Chas Martin Sprinkman Real Estate

  2141 Middleton Beach Rd, Middleton, WI 53562
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  /42

  Est $328,500 Not Listed For Sale

  8510 Greenway Blvd, Middleton, WI 53562

  • 2 Beds
  • 1.5 Baths
  • 1,158 Sq Ft
  • Built 1996

  8510 Greenway Blvd, Middleton, WI 53562

  Last Sold Summary

  • 10% Above List Price
  • $257/SF
  • 6 Days On Market

  Last Sold Price $298,000

  Last Listing Agent April Johnson Rooted Real Estate
• 

  /2

  $229,500

  • Land
  • 0.07 Acre
  • $3,278,571 per Acre

  4061 Morning Poem Place, Middleton, WI 53562

  Seller is offering a $20,000 geothermal credit at closing for buyers who close on or before May 31, 2026. Come build on Lot 35 at Belle Farm in the coveted Middleton-Cross Plains school district. Design a custom home or choose our floor plan consisting of 3 bed, 2.5 bath, approx. 1,800 square feet with the option to finish the basement. Nest lots are close to the action of Belle Farm but tucked

  Estella Moschkau Sprinkman Real Estate

  4061 Morning Poem Place, Middleton, WI 53562
• 

  

  /37

  $423,000 Sold Oct 08, 2025

  4317 Waxwing Way, Middleton, WI 53562

  • 3 Beds
  • 2.5 Baths
  • 1,435 Sq Ft
  • Built 2025

  Last Sold Summary

  • $295/SF
  • 76 Days On Market

  Last Listing Agent Cari Wuebben Encore Real Estate Services, I

  4317 Waxwing Way, Middleton, WI 53562
• 

  

  /37

  Est $201,255 Not Listed For Sale

  2138 Allen Blvd Unit 4, Middleton, WI 53562

  • 2 Beds
  • 1 Bath
  • 850 Sq Ft
  • Built 1975

  2138 Allen Blvd Unit 4, Middleton, WI 53562

  Last Sold Summary

  • 10% Above List Price
  • $215/SF
  • 6 Days On Market

  Last Sold Price $183,000

  Last Listing Agent Gail Miller South Central Non-Member
• 

  

  /37

  $459,500 Pending

  • 3 Beds
  • 3.5 Baths
  • 2,130 Sq Ft

  6878 Belle Fontaine Blvd, Middleton, WI 53562

  Under construction; est compl 4/27/26. 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

  Cari Wuebben Encore Real Estate Services, I

  6878 Belle Fontaine Blvd, Middleton, WI 53562
• 

  

  /36

  $394,750 Sold Sep 11, 2025

  6945 Belle Fontaine Blvd, Middleton, WI 53562

  • 3 Beds
  • 2.5 Baths
  • 1,435 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Above List Price
  • $275/SF
  • 138 Days On Market

  Last Listing Agent Cari Wuebben Encore Real Estate Services, I

  6945 Belle Fontaine Blvd, Middleton, WI 53562
• 

  

  /36

  Est $201,329 Not Listed For Sale

  2140 Allen Blvd Unit 2, Middleton, WI 53562

  • 2 Beds
  • 1 Bath
  • 820 Sq Ft
  • Built 1975

  2140 Allen Blvd Unit 2, Middleton, WI 53562

  Last Sold Summary

  • 6% Above List Price
  • $232/SF
  • 10 Days On Market

  Last Sold Price $190,000

  Last Listing Agent Todd Schade Stark Company, REALTORS
• 

  /2

  $550,000

  • Land
  • 0.72 Acre
  • $763,889 per Acre

  4920 Home Stretch Dr, Waunakee, WI 53597

  LOT 333: This homesite is located in The Prairie Estates Neighborhood in The Community of Bishops Bay. The lot backs to the Dane County North Mendota Wildlife Area & Prairie, with the front of the lot providing golf course views of Hole 7 on The Bishops Bay Country Club Golf Course. An exceptional large lot at .72 acres with a tremendous amount of green space, the lot offers many home design

  Janie Krohmer T. Wall Enterprises Mgt, LLC

  4920 Home Stretch Dr, Waunakee, WI 53597
• 

  $1,548,400 Sold Jul 15, 2025

  4822 Breakers Rock Rd, Middleton, WI 53597

  • 4 Beds
  • 3.5 Baths
  • 4,285 Sq Ft

  Last Sold Summary

  • 3% Below List Price
  • $361/SF

  Last Listing Agent MetroMLS NON NON MLS

  4822 Breakers Rock Rd, Middleton, WI 53597

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