Middleton, WI Homes

• 

  

  

  /23

  $450,000

  • 3 Beds
  • 2 Baths
  • 2,198 Sq Ft

  2845 Tomahawk Ct, Middleton, WI 53562

  Welcome to this inviting home tucked away on a quiet court in sought-after Middleton. Designed for comfortable everyday living, this residence offers a functional layout with generous living spaces and abundant natural light. Conveniently located near the lake, parks, shopping, and dining, this home blends neighborhood charm with everyday convenience.

  Jo Ferraro EXP Realty, LLC

  2845 Tomahawk Ct, Middleton, WI 53562
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  /12

  $215,000 Sold Jun 20, 2025

  646 Windy Willow Rd, Middleton, WI 53593

  • Land
  • 0.22 Acre
  • $977,273 per Acre

  Last Sold Summary

  • 34% Above List Price
  • 1,032 Days On Market

  Current Estimated Value $212,558

  Last Listing Agent Steve Britt Spencer Real Estate Group

  646 Windy Willow Rd, Middleton, WI 53593
• 

  

  

  /23

  Est $259,965 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,096 Sq Ft

  5520 Century Ave Unit 1, Middleton, WI 53562

  5520 Century Ave Unit 1, Middleton, WI 53562
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  /56

  $547,757 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,695 Sq Ft

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

  Cottage style living with plenty of room for your whole family. Free up extra time with the efficiently designed Mulberry Cottage--no more wasted time and energy cleaning unused space. Let the fun begin!

  Encore Homes, Inc Builder

  6976 Belle Fontaine Blvd Unit 37141564, Middleton, WI 53562
• 

  

  

  /49

  $495,000 Sold Jan 14, 2026

  5902 Roosevelt St, Middleton, WI 53562

  • 3 Beds
  • 2 Baths
  • 1,873 Sq Ft
  • Built 1977

  Last Sold Summary

  • $264/SF
  • 6 Days On Market

  Last Listing Agent Chas Martin Sprinkman Real Estate

  5902 Roosevelt St, Middleton, WI 53562
• 

  

  /36

  Est $254,844 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,068 Sq Ft

  5518 Century Ave Unit 3, Middleton, WI 53562

  5518 Century Ave Unit 3, Middleton, WI 53562
• 

  

  /32

  $499,900 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,533 Sq Ft

  9329 Cobalt St, Middleton, WI 53562

  Welcome to this high-quality 2 bedroom, 2 bathroom home offering an inviting open-concept layout with modern finishes throughout. The kitchen features granite countertops, a walk-in pantry, and a seamless flow into the main living area—ideal for everyday living and effortless entertaining. Beautiful engineered hardwood floors, a dedicated mudroom, main-floor laundry, and 9' ceilings add both

  Heather Taylor MHB Real Estate

  9329 Cobalt St, Middleton, WI 53562
• 

  

  /43

  $512,000 Sold Jun 16, 2025

  6862 Pine Siskin Place, Middleton, WI 53562

  • 3 Beds
  • 2.5 Baths
  • 1,995 Sq Ft
  • Built 2025

  Last Sold Summary

  • $257/SF
  • 59 Days On Market

  Last Listing Agent Cari Wuebben Encore Real Estate Services, I

  6862 Pine Siskin Place, Middleton, WI 53562
• 

  

  /20

  Est $251,291 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,012 Sq Ft

  5506 Century Ave Unit 2, Middleton, WI 53562

  5506 Century Ave Unit 2, Middleton, WI 53562
• 

  

  /12

  $205,000

  • Land
  • 0.26 Acre
  • $788,462 per Acre

  639 Rustic Rise Way, 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

  639 Rustic Rise Way, Middleton, WI 53593
• 

  

  /79

  $900,000 Sold Jun 23, 2025

  7482 Pucoon Cir, Middleton, WI 53562

  • 5 Beds
  • 3.5 Baths
  • 3,789 Sq Ft
  • Built 2000

  Last Sold Summary

  • 3% Above List Price
  • $238/SF
  • 36 Days On Market

  Current Estimated Value $903,135

  Last Listing Agent Kevin Campos Bunbury & Assoc, REALTORS

  7482 Pucoon Cir, Middleton, WI 53562
• 

  

  /34

  Est $253,201 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,060 Sq Ft

  5502 Century Ave Unit 4, Middleton, WI 53562

  5502 Century Ave Unit 4, Middleton, WI 53562
• 

  

  /12

  $200,000

  • Land
  • 0.23 Acre
  • $869,565 per Acre

  640 Rustic Rise Way, 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

  640 Rustic Rise Way, Middleton, WI 53593
• 

  

  /40

  $539,000 Sold Jun 30, 2025

  3616 Glenn Ln, Middleton, WI 53562

  • 3 Beds
  • 2 Baths
  • 1,980 Sq Ft
  • Built 1979

  Last Sold Summary

  • 20% Above List Price
  • $272/SF
  • 44 Days On Market

  Current Estimated Value $525,650

  Last Listing Agent Ryan Koch Keller Williams Realty

  3616 Glenn Ln, Middleton, WI 53562
• 

  

  /37

  Est $385,570 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,700 Sq Ft

  5307 S Ridge Way, Middleton, WI 53562

  5307 S Ridge Way, Middleton, WI 53562
• 

  

  /54

  $489,900 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,950 Sq Ft

  5102 Sarah Ln, Middleton, WI 53562

  Highly Sought after Middleton location on a quiet cul de sac & backyard bordering an open area with walking trail to Lake Mendota & park. Impressive & meticulously maintained almost 2000 sq ft 2 story w/3 levels of wonderful living space! Main level features gorgeous LVP flooring, sunny living rm w/gas frpl. & guest bath. Kitchen w/center island, ample counterspace & cabinetry. Dining area

  Sue Eastwood RE/MAX Preferred

  5102 Sarah Ln, Middleton, WI 53562
• 

  

  /55

  $1,400,100 Sold Jul 30, 2025

  6345 Briarcliff Ln, Middleton, WI 53562

  • 5 Beds
  • 4.5 Baths
  • 4,510 Sq Ft
  • Built 1984

  Last Sold Summary

  • 4% Above List Price
  • $310/SF
  • 5 Days On Market

  Current Estimated Value $1,371,904

  Last Listing Agent Andrew Gardner Century 21 Affiliated Roessler

  6345 Briarcliff Ln, Middleton, WI 53562
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  /27

  Est $411,992 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,613 Sq Ft

  5409 S Ridge Way Unit 1, Middleton, WI 53562

  5409 S Ridge Way Unit 1, Middleton, WI 53562
• 

  

  /3

  $599,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,029 Sq Ft

  6637 Redpoll Rd, Middleton, WI 53562

  Located in the highly sought-after Middleton School District, this stunning 3-bed, 2.5-bath home offers the perfect blend of comfort, space & functionality. Step into a warm & welcoming main level w/ spacious living area anchored by a charming fireplace perfect for relaxing evenings. The open layout flows seamlessly into the kitchen & dining area w/ room to gather. Double doors lead to a

  Tim O'Brien Homes Builder

  6637 Redpoll Rd, Middleton, WI 53562
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  /2

  $1,054,009 Sold Sep 30, 2025

  650 Windy Willow Rd, Middleton, WI 53593

  • 4 Beds
  • 3.5 Baths
  • 3,487 Sq Ft
  • Built 2025

  Last Sold Summary

  • $302/SF
  • 0 Days On Market

  Last Listing Agent Kelly Rainiero Mode Realty Network

  650 Windy Willow Rd, Middleton, WI 53593
• 

  

  /23

  Est $256,575 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,145 Sq Ft

  3416 Valley Ridge Rd Unit 5, Middleton, WI 53562

  3416 Valley Ridge Rd Unit 5, Middleton, WI 53562
• 

  /2

  $359,900 Under Contract

  • Land
  • 0.57 Acre
  • $631,404 per Acre

  Lot 26 Colonial Way, Middleton, WI 53593

  Take advantage of one of the final opportunities to build your dream home in one of Middleton’s most sought-after communities! This premium lot (that we were fortunate to get!) in the desirable Pioneer Pointe subdivision offers moderate exposure, backs to the golf course out lots/greenspace (no neighbors), and features views of holes 3 and 4 of the outstanding Pioneer Pointe Golf Course. As well

  Alden Cleary Jason Thomas Homes LLC

  Lot 26 Colonial Way, Middleton, WI 53593
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  /12

  $210,000 Sold Feb 13, 2025

  655 Rustic Rise Way, Middleton, WI 53593

  • Land
  • 0.3 Acre
  • $700,000 per Acre

  Last Sold Summary

  • 25% Above List Price
  • 278 Days On Market

  Current Estimated Value $216,154

  Last Listing Agent Steve Britt Spencer Real Estate Group

  655 Rustic Rise Way, Middleton, WI 53593
• 

  

  /31

  Est $256,110 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,145 Sq Ft

  3414 Valley Ridge Rd Unit 6, Middleton, WI 53562

  3414 Valley Ridge Rd Unit 6, Middleton, WI 53562
• 

  

  /12

  $210,000 Pending

  • Land
  • 0.23 Acre
  • $913,043 per Acre

  654 Rustic Rise Way, 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

  654 Rustic Rise Way, Middleton, WI 53593
• 

  

  /39

  $496,000 Sold May 08, 2025

  6912 Pine Siskin Place, Middleton, WI 53562

  • 3 Beds
  • 2.5 Baths
  • 1,695 Sq Ft
  • Built 2025

  Last Sold Summary

  • $293/SF
  • 85 Days On Market

  Last Listing Agent Cari Wuebben Encore Real Estate Services, I

  6912 Pine Siskin Place, Middleton, WI 53562
• 

  

  /69

  Est $254,763 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,235 Sq Ft

  3410 Valley Ridge Rd Unit 4, Middleton, WI 53562

  3410 Valley Ridge Rd Unit 4, Middleton, WI 53562
• 

  

  /12

  $215,000

  • Land
  • 0.27 Acre
  • $796,296 per Acre

  651 Rustic Rise Way, 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

  651 Rustic Rise Way, Middleton, WI 53593
• 

  

  /23

  $163,370 Sold Nov 04, 2025

  7106 Fortune Dr Unit 14, Middleton, WI 53562

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

  Last Sold Summary

  • 7% Below List Price
  • $172/SF
  • 117 Days On Market

  Current Estimated Value $167,991

  Last Listing Agent Abby Byrne First Weber, Inc

  7106 Fortune Dr Unit 14, Middleton, WI 53562
• 

  

  /37

  Est $260,558 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,385 Sq Ft

  3410 Valley Ridge Rd Unit 3, Middleton, WI 53562

  3410 Valley Ridge Rd Unit 3, Middleton, WI 53562
• 

  

  /46

  $265,000

  • 2 Beds
  • 2 Baths
  • 1,012 Sq Ft

  5506 Century Ave Unit 1, Middleton, WI 53562

  Discover effortless, maintenance-free living in this move-in-ready 2-bedroom, 2-bath condo! The bright, open living space offers a welcoming layout ideal for both entertaining and everyday relaxation. Unwind in the serene primary suite featuring a private bath and walk-in closet, while the extra-deep tandem garage provides exceptional storage. Step through the patio door and enjoy easy access to

  Aaron Weber Compass Real Estate Wisconsin

  5506 Century Ave Unit 1, Middleton, WI 53562
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  /47

  $595,000 Sold May 13, 2025

  8802 White Coral Way, Middleton, WI 53562

  • 5 Beds
  • 3.5 Baths
  • 2,757 Sq Ft
  • Built 2008

  Last Sold Summary

  • 3% Above List Price
  • $216/SF
  • 19 Days On Market

  Current Estimated Value $605,225

  Last Listing Agent Joffre Pedretti Keller Williams Realty

  8802 White Coral Way, Middleton, WI 53562
• 

  

  /52

  Est $382,906 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,890 Sq Ft

  3556 Valley Ridge Rd Unit 3556, Middleton, WI 53562

  3556 Valley Ridge Rd Unit 3556, Middleton, WI 53562
• 

  $499,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,547 Sq Ft

  624 Tabby Turn Dr, 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 here. All prices, promotions and specifications are subject to change at any time without

  Veridian Homes Builder

  624 Tabby Turn Dr, Middleton, WI 53562
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  /40

  $275,000 Sold Aug 22, 2025

  2827 Century Harbor Rd Unit 2, Middleton, WI 53562

  • 2 Beds
  • 1.5 Baths
  • 1,250 Sq Ft
  • Built 1972

  Last Sold Summary

  • 8% Below List Price
  • $220/SF
  • 42 Days On Market

  Current Estimated Value $281,179

  Last Listing Agent Chris Hale @properties-elleven Christie's

  2827 Century Harbor Rd Unit 2, Middleton, WI 53562
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  /34

  Est $375,060 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,800 Sq Ft

  3542 Valley Ridge Rd Unit 3542, Middleton, WI 53562

  3542 Valley Ridge Rd Unit 3542, Middleton, WI 53562
• 

  

  /40

  $578,517 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,070 Sq Ft

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

  With this house, keeping your busy family organized and connected will be a breeze! Host dinner in your formal dining room, do homework or music lessons in the flex room, have coffee with friends at the kitchen island, enjoy a quiet evening by the fire in the great roomyou dream it, and theres space for it! And at the end of your busy day, youll retreat to a well-appointed primary bedroom suite

  Encore Homes, Inc Builder

  6976 Belle Fontaine Blvd Unit 37141657, Middleton, WI 53562
• 

  

  /47

  $860,000 Sold Jan 16, 2026

  6724 Aldo Leopold Way, Middleton, WI 53562

  • 4 Beds
  • 3.5 Baths
  • 2,878 Sq Ft
  • Built 2007

  Last Sold Summary

  • 2% Below List Price
  • $299/SF
  • 3 Days On Market

  Last Listing Agent Shelly Sprinkman Sprinkman Real Estate

  6724 Aldo Leopold Way, Middleton, WI 53562
• 

  

  /38

  Est $363,482 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,932 Sq Ft

  3516 Valley Ridge Rd Unit 3516, Middleton, WI 53562

  3516 Valley Ridge Rd Unit 3516, Middleton, WI 53562
• 

  

  /21

  $1,090,000

  • 1,836 Sq Ft

  7418 Century Ave, Middleton, WI 53562

  This 6-unit apartment/condo complex offers the perfect blend of convenience and comfort. Each unit is individually parceled as a condo unit with its own tax parcel but 100% of the 6 units are owned by the seller. Each unit features 819 sq. (approx.) with 2 bedrooms, 1 full bath, a fully equipped kitchen, dishwasher, in-unit washer/dryer, and dining area. Conveniently situated near Parmenter St

  James Stopple Madison Property Management, Inc.

  7418 Century Ave, Middleton, WI 53562

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