Middleton, WI Homes

• 

  

  

  /22

  $465,000

  Sold Nov 24, 2025

  6214 Lakeview Blvd, Middleton, WI 53562

  • 3 Beds
  • 1.5 Baths
  • 2,064 Sq Ft
  • Built 1960

  Last Sold Summary

  • 22% Below List Price
  • $225/SF
  • 60 Days On Market

  Current Estimated Value $498,754

  Last Listing Agent Mike T Nelson Oaktree Real Estate Services

  6214 Lakeview Blvd, Middleton, WI 53562
• 

  

  

  /54

  Est $367,829

  Not Listed For Sale

  5807 Century Ave, Middleton, WI 53562

  • 3 Beds
  • 1 Bath
  • 1,478 Sq Ft
  • Built 1963

  5807 Century Ave, Middleton, WI 53562

  Last Sold Summary

  • 10 Days On Market

  Last Listing Agent Larisa Kingston Century 21 Affiliated
• 

  

  

  /32

  $275,000

  $25K PRICE DROP Under Contract

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft

  1702 Park St, Middleton, WI 53562

  In search of an investor or first time buyer. Great starter home that does need some improving. Put in some sweat equity and take advantage of a lower priced home in an excellent Middleton location. Sits along bus line and is walking distance to schools, shopping, and restaurants. Seller purchased the home for a family member and has never occupied the home, therefore prefers to sell as is.

  Liz Leonard Bunbury & Assoc, REALTORS

  1702 Park St, Middleton, WI 53562
• 

  

  

  /65

  $730,000

  Sold Apr 03, 2026

  1426 N Westfield Rd, Middleton, WI 53562

  • 4 Beds
  • 3 Baths
  • 2,224 Sq Ft
  • Built 1980

  Last Sold Summary

  • 19% Above List Price
  • $328/SF
  • 61 Days On Market

  Current Estimated Value $700,214

  Last Listing Agent Sue Eastwood RE/MAX Preferred

  1426 N Westfield Rd, Middleton, WI 53562
• 

  

  

  /46

  Est $348,897

  Not Listed For Sale

  5810 Roosevelt St, Middleton, WI 53562

  • 2 Beds
  • 1 Bath
  • 791 Sq Ft
  • Built 1950

  5810 Roosevelt St, Middleton, WI 53562

  Last Sold Summary

  • 38 Days On Market

  Last Listing Agent Acker Maly Home Team RE/MAX Preferred
• 

  

  /45

  $637,900

  Under Contract

  • 2,157 Sq Ft

  7404 University Ave, Middleton, WI 53562

  Fantastic investment opportunity or ideal owner-occupant property! Live in one unit and let rental income help offset your mortgage, or add this well-located 2-flat to your investment portfolio. Perfectly situated with easy access to both Middleton and Madison, this property offers a convenient location for commuters while being close to shopping, dining, parks, and everyday amenities. Whether

  Chris Barreau MHB Real Estate

  7404 University Ave, Middleton, WI 53562
• 

  

  /57

  $675,000

  Sold Jul 10, 2026

  5507 Grassland Trail, Middleton, WI 53562

  • 4 Beds
  • 3.5 Baths
  • 2,776 Sq Ft
  • Built 1998

  Last Sold Summary

  • 4% Below List Price
  • $243/SF
  • 41 Days On Market

  Current Estimated Value $699,651

  Last Listing Agent Tobi Silgman Lauer Realty Group, Inc.

  5507 Grassland Trail, Middleton, WI 53562
• 

  

  /23

  Est $358,877

  Not Listed For Sale

  5745 Roosevelt St, Middleton, WI 53562

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Built 1963

  5745 Roosevelt St, Middleton, WI 53562

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Barbie Murawski Coldwell Banker Real Estate Group
• 

  

  /60

  $274,900

  Open Sun 11AM - 1PM

  • 1 Bed
  • 1 Bath
  • 1,073 Sq Ft

  8510 Greenway Blvd Unit 104, Middleton, WI 53562

  Comfort, convenience and condo living come together in Middleton! This 1-bedroom, 1-bath condo welcomes you with an open floor plan that makes everyday living and entertaining feel effortless. Pull up a stool at the breakfast bar, settle in beside the gas fireplace, or enjoy a quiet moment in the sunroom. Two spaces in the heated underground parking garage offer a welcome perk through every

  Matt Kornstedt Stark Company, REALTORS

  8510 Greenway Blvd Unit 104, Middleton, WI 53562
• 

  

  /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

  Current Estimated Value $719,918

  Last Listing Agent Aaron Weber Compass Real Estate Wisconsin

  4138 Redtail Pass, Middleton, WI 53562
• 

  

  /23

  Est $459,699

  Not Listed For Sale

  5723 Highland Way, Middleton, WI 53562

  • 3 Beds
  • 1.5 Baths
  • 1,685 Sq Ft
  • Built 1979

  5723 Highland Way, Middleton, WI 53562

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent MHB Real Estate Team MHB Real Estate
• 

  

  /40

  $551,613

  New Construction

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

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

  Cute as a button and so practical! The Juniper Cottage features a huge great room with plenty of space for a desk nook for work-at-home options. The private primary bedroom suite is extraordinarily roomy with an extra-large walk-in closet. And for a nice bonus: a private patio for outdoor living!

  Encore Homes, Inc Builder

  6976 Belle Fontaine Blvd Unit 37141612, Middleton, WI 53562
• 

  /2

  $599,900

  Sold Feb 17, 2026

  7146 Johann Farm Rd, Middleton, WI 53562

  • 3 Beds
  • 2 Baths
  • 1,577 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $380/SF
  • 39 Days On Market

  Veridian Homes Pheasant Crossing

  7146 Johann Farm Rd, Middleton, WI 53562
• 

  

  /47

  Est $434,988

  Not Listed For Sale

  5727 Highland Way, Middleton, WI 53562

  • 3 Beds
  • 1.5 Baths
  • 1,356 Sq Ft
  • Built 1980

  5727 Highland Way, Middleton, WI 53562

  Last Sold Summary

  • 54 Days On Market

  Last Listing Agent Ashley Malinowski Restaino & Associates
• 

  

  /13

  $249,000

  • 2 Beds
  • 1 Bath
  • 866 Sq Ft

  2051 Allen Blvd Unit 201, Middleton, WI 53562

  Conveniently located near shopping, restaurants, and the bus line, this beautifully updated end-unit condo offers comfort, convenience, and investment potential. Featuring 2 bedrooms, 1 full bath, an open layout, in-unit washer and dryer, and a spacious private balcony, this home is move-in ready. Enjoy the convenience of heated underground parking with one assigned space, elevator access, and

  Donna LaBarge Badger Realty Team

  2051 Allen Blvd Unit 201, Middleton, WI 53562
• 

  

  /52

  $1,015,000

  Sold Dec 13, 2025

  654 Windy Willow Rd, Middleton, WI 53593

  • 3 Beds
  • 2 Baths
  • 3,510 Sq Ft
  • Built 2025

  Last Sold Summary

  • 7% Above List Price
  • $289/SF
  • 36 Days On Market

  Current Estimated Value $998,098

  Last Listing Agent Rick North Compass Real Estate Wisconsin

  654 Windy Willow Rd, Middleton, WI 53593
• 

  

  /61

  Est $392,178

  Not Listed For Sale

  5819 Woodcreek Ln, Middleton, WI 53562

  • 2 Beds
  • 2 Baths
  • 2,127 Sq Ft
  • Built 1981

  5819 Woodcreek Ln, Middleton, WI 53562

  Last Sold Summary

  • 109 Days On Market

  Last Listing Agent Ron Kubalanza Stark Company, REALTORS
• 

  

  /5

  $249,900

  • Land
  • 7,405 Sq Ft
  • $1,470,000 per Acre

  L235 Towhee 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

  L235 Towhee Dr, Middleton, WI 53562
• 

  

  /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

  Current Estimated Value $1,340,541

  Last Listing Agent Jo Ferraro EXP Realty, LLC

  1369 Boundary Rd, Middleton, WI 53562
• 

  

  /43

  Est $298,359

  Not Listed For Sale

  5834 Highland Terrace Unit F4, Middleton, WI 53562

  • 3 Beds
  • 1.5 Baths
  • 1,323 Sq Ft
  • Built 1979

  5834 Highland Terrace Unit F4, Middleton, WI 53562

  Last Sold Summary

  • 16 Days On Market

  Last Listing Agent Chris Conrad Conrad Development LLC
• 

  

  /16

  $589,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,647 Sq Ft

  7135 Johann Farm Rd, Middleton, WI 53562

  Renderings are for illustrative purposes only. Final colors, finishes, and landscaping will differ.All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

  Veridian Homes Builder

  7135 Johann Farm Rd, Middleton, WI 53562
• 

  

  /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 $866,856

  Last Listing Agent Jannea Wood Stark Company, REALTORS

  3301 Conservancy Ln Unit 33, Middleton, WI 53562
• 

  

  /19

  Est $288,405

  Not Listed For Sale

  5830 Highland Terrace, Middleton, WI 53562

  • 3 Beds
  • 1.5 Baths
  • 1,260 Sq Ft
  • Built 1978

  5830 Highland Terrace, Middleton, WI 53562

  Last Sold Summary

  • 48 Days On Market

  Last Listing Agent Dixon Scheibach Team First Weber Inc
• 

  

  /12

  $210,000

  $49K PRICE INCREASE

  • Land
  • 10,018 Sq Ft
  • $913,043 per Acre

  649 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

  649 Windy Willow Rd, Middleton, WI 53593
• 

  

  /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 $442,235

  Last Listing Agent Mark Hewitt Realty Executives Cooper Spransy

  3631 Flagstone Cir, Middleton, WI 53562
• 

  

  /20

  Est $306,274

  Not Listed For Sale

  5828 Highland Terrace, Middleton, WI 53562

  • 3 Beds
  • 1.5 Baths
  • 1,260 Sq Ft
  • Built 1979

  5828 Highland Terrace, Middleton, WI 53562

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Daniel Tenney MHB Real Estate
• 

  

  /5

  $193,000

  • Land
  • 5,227 Sq Ft
  • $1,608,333 per Acre

  Lot 6 Belle Farm, Middleton, WI 53562

  Embrace simple living in Belle Farm, Middleton’s new eco-wellness neighborhood designed for connection, sustainability, and a better way of life. This Cabin Home lot features a thoughtfully crafted Brio-built home plan of approximately 1,300 sq ft, offering a cozy, efficient footprint without sacrificing design or comfort. Clean lines, smart spaces, and high-quality materials create a home that

  Beth Davis Compass Real Estate Wisconsin

  Lot 6 Belle Farm, Middleton, WI 53562
• 

  

  /41

  $715,000

  Sold Dec 30, 2025

  9423 Lost Meadow Rd, Middleton, WI 53562

  • 3 Beds
  • 2.5 Baths
  • 3,034 Sq Ft
  • Built 2006

  Last Sold Summary

  • 5% Below List Price
  • $236/SF
  • 16 Days On Market

  Current Estimated Value $736,555

  Last Listing Agent Amy Sherman-Kortbein Restaino & Associates

  9423 Lost Meadow Rd, Middleton, WI 53562
• 

  

  /21

  Est $320,254

  Not Listed For Sale

  5815 Highland Terrace Unit B1, Middleton, WI 53562

  • 3 Beds
  • 1.5 Baths
  • 1,260 Sq Ft
  • Built 1978

  5815 Highland Terrace Unit B1, Middleton, WI 53562

  Last Sold Summary

  • 9 Days On Market

  Last Listing Agent Daniel Tenney MHB Real Estate
• 

  

  /36

  $723,900

  New Construction Pending

  • 4 Beds
  • 2.5 Baths
  • 2,157 Sq Ft

  4499 Thrasher St, Middleton, WI 53562

  Under construction; estimated completion 9/24/26. Welcome to Redtail Ridge-featuring Middleton schools. Sprawling open concept ranch with 3-car garage. Cook’s kitchen with quartz countertops, ceramic tile backsplash, slate appliances, and walk-in pantry. Impressive vaulted great room includes gas fireplace with tile surround. Dining area opens screened porch! Expansive primary bedroom suite

  Cari Wuebben Encore Real Estate Services, I

  4499 Thrasher St, Middleton, WI 53562
• 

  

  /35

  $286,000

  Sold May 26, 2026

  3108 Creekview Dr Unit 7, Middleton, WI 53562

  • 2 Beds
  • 2 Baths
  • 1,468 Sq Ft
  • Built 1974

  Last Sold Summary

  • 4% Below List Price
  • $195/SF
  • 90 Days On Market

  Current Estimated Value $288,559

  Last Listing Agent Dana Nowland First Weber Inc

  3108 Creekview Dr Unit 7, Middleton, WI 53562
• 

  

  /28

  Est $514,706

  Not Listed For Sale

  3102 Sunrise Ct, Middleton, WI 53562

  • 3 Beds
  • 2 Baths
  • 1,716 Sq Ft
  • Built 1974

  3102 Sunrise Ct, Middleton, WI 53562

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Spencer Schumacher Spencer Real Estate Group
• 

  

  /47

  $390,000

  New Construction

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

  Redtail Ridge 3-Unit Townhomes Plan at Redtail Ridge - Townhomes, Middleton, WI 53562

  All the comforts of home, coupled with unparalleled convenience! Spacious townhome style means open concept living, generously sized bedrooms, and ample storage space coupled with contemporary design. Shared maintenance agreement means that youll never need to worry about snow removal or landscape careall taken care of for you! Photos and tours are of a similar duplex end-unit model.

  Encore Homes, Inc Builder

  6976 Belle Fontaine Blvd Unit 37141785, Middleton, WI 53562
• 

  

  /23

  $457,100

  Sold Jul 23, 2026

  7008 Elmwood Ave, Middleton, WI 53562

  • 3 Beds
  • 2.5 Baths
  • 1,910 Sq Ft
  • Built 1938

  Last Sold Summary

  • 2% Above List Price
  • $239/SF
  • 19 Days On Market

  Current Estimated Value $455,612

  Last Listing Agent Aaron Weber Compass Real Estate Wisconsin

  7008 Elmwood Ave, Middleton, WI 53562
• 

  

  /48

  Est $504,488

  Not Listed For Sale

  3102 Elm Ln, Middleton, WI 53562

  • 3 Beds
  • 2.5 Baths
  • 1,996 Sq Ft
  • Built 1969

  3102 Elm Ln, Middleton, WI 53562

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent Brenda Murphy First Weber Inc
• 

  

  /47

  $390,000

  New Construction

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

  Redtail Ridge 4-Unit Townhomes Plan at Redtail Ridge - Townhomes, Middleton, WI 53562

  All the comforts of home, coupled with unparalleled convenience! Spacious townhome style means open concept living, generously sized bedrooms, and ample storage space coupled with contemporary design. Shared maintenance agreement means that youll never need to worry about snow removal or landscape careall taken care of for you! Photos and tours are of a similar duplex end-unit model.

  Encore Homes, Inc Builder

  6976 Belle Fontaine Blvd Unit 37141798, Middleton, WI 53562
• 

  

  /45

  $975,000

  Sold Mar 23, 2026

  901 Winding Way, Middleton, WI 53562

  • 5 Beds
  • 4.5 Baths
  • 4,366 Sq Ft
  • Built 2003

  Last Sold Summary

  • $223/SF
  • 2 Days On Market

  Current Estimated Value $1,012,007

  Last Listing Agent Amy Lessing Compass Real Estate Wisconsin

  901 Winding Way, Middleton, WI 53562
• 

  

  /45

  Est $615,926

  Not Listed For Sale

  3111 Sunrise Ct, Middleton, WI 53562

  • 4 Beds
  • 3 Baths
  • 2,687 Sq Ft
  • Built 1968

  3111 Sunrise Ct, Middleton, WI 53562

  Last Sold Summary

  • 21 Days On Market

  Last Listing Agent Austin Kempf Realty Executives Cooper Spransy
• 

  

  /33

  $435,000

  $10K PRICE INCREASE Under Contract

  • 2 Beds
  • 1 Bath
  • 1,298 Sq Ft

  6622 Franklin Ave, Middleton, WI 53562

  Inviting ranch home in Middleton, conveniently located near Lakeview Park Splash Pad, Sauk Trail Elementary School, Willy Street Co-op, and popular dining spots. The smart layout features a formal dining room and updated kitchen, creating an easy flow for entertaining and everyday living. Unwind in your private sunroom overlooking the beautifully landscaped backyard, the perfect spot to relax and

  Dan Chin Homes Team Real Broker LLC

  6622 Franklin Ave, 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

  Current Estimated Value $1,418,797

  Last Listing Agent Kevin Campos Bunbury & Assoc, REALTORS

  4865 Champions Run, Middleton, WI 53562

Showing Results 521 - 560, Page 14 of 18