Middleton, WI Homes

• 

  

  

  /50

  Est $446,190

  Not Listed For Sale

  3309 Cedar Trail, Middleton, WI 53562

  • 4 Beds
  • 2 Baths
  • 1,732 Sq Ft
  • Built 1982

  3309 Cedar Trail, Middleton, WI 53562

  Last Sold Summary

  • 10% Above List Price
  • $234/SF
  • 14 Days On Market

  • Last Sold Price $405,000
  • Jun 30, 2023

  Last Listing Agent Todd Mulhern Restaino & Associates
• 

  

  

  /30

  $219,900

  $10K PRICE DROP Under Contract

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft

  2829 Century Harbor Rd Unit 3, Middleton, WI 53562

  This second-floor one-bedroom condo is located in Century Harbor Condominiums, a desirable Middleton community set on a quiet cul-de-sac with direct frontage on Lake Mendota. Residents enjoy immediate access to the shoreline, expansive greenspace, and inviting lakefront amenities—including an in-ground pool and a shared firepit positioned right at the water’s edge. The location is exceptional:

  Victoria Bischel eXp Realty LLC

  2829 Century Harbor Rd Unit 3, Middleton, WI 53562
• 

  

  

  /33

  $412,000

  Sold Mar 16, 2026

  608 Bear Claw Way, Middleton, WI 53562

  • 3 Beds
  • 2.5 Baths
  • 1,758 Sq Ft
  • Built 2008

  Last Sold Summary

  • 3% Below List Price
  • $234/SF
  • 39 Days On Market

  Current Estimated Value $414,359

  Last Listing Agent Nancy Hilton First Weber, Inc

  608 Bear Claw Way, Middleton, WI 53562
• 

  

  

  /31

  Est $432,554

  Not Listed For Sale

  5601 Cedar Ridge Rd, Middleton, WI 53562

  • 3 Beds
  • 2 Baths
  • 1,752 Sq Ft
  • Built 1983

  5601 Cedar Ridge Rd, Middleton, WI 53562

  Last Sold Summary

  • 7% Above List Price
  • $232/SF
  • 5 Days On Market

  • Last Sold Price $406,000
  • Jun 01, 2023

  Last Listing Agent Amy Lessing Compass Real Estate Wisconsin
• 

  

  

  /7

  $229,500

  $26K PRICE DROP

  • Land
  • 3,049 Sq Ft
  • $3,278,571 per Acre

  7539 Another Way, 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 25 at Belle Farm in the coveted Middleton-Cross Plains school district. Design a custom home or choose our floor plan consisting of 3 beds, 2.5 baths and 1,600 square feet in the main house with the option to finish the ADU above the garage as a 532 square foot studio

  Estella Moschkau Sprinkman Real Estate

  7539 Another Way, Middleton, WI 53562
• 

  /2

  $539,900

  Sold Jan 16, 2026

  7134 Johann Farm Rd, Middleton, WI 53562

  • 3 Beds
  • 2.5 Baths
  • 1,568 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $344/SF
  • 17 Days On Market

  Veridian Homes Pheasant Crossing

  7134 Johann Farm Rd, Middleton, WI 53562
• 

  

  /61

  Est $381,938

  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

  • 19% Above List Price
  • $150/SF
  • 109 Days On Market

  • Last Sold Price $320,000
  • Mar 14, 2025

  Last Listing Agent Ron Kubalanza Stark Company, REALTORS
• 

  

  /58

  $750,000

  • 4 Beds
  • 3 Baths
  • 2,566 Sq Ft

  5501 Sandhill Dr, Middleton, WI 53562

  Showings start May 14th. One-owner, custom-built gem - meticulously maintained, ready to move on to its lucky next owner! The heart of the home features an open floor plan where the kitchen flows effortlessly into the great room - perfect for gathering & entertaining. Soaring vaulted ceiling adds dramatic volume, while a bar area makes hosting easy & inviting. Flexible first-floor bedroom -

  Renee Christman First Weber Inc

  5501 Sandhill Dr, Middleton, WI 53562
• 

  

  /55

  $930,000

  Sold Dec 11, 2025

  630 Big Stone Trail, Middleton, WI 53562

  • 5 Beds
  • 4 Baths
  • 4,705 Sq Ft
  • Built 2016

  Last Sold Summary

  • 12% Below List Price
  • $198/SF
  • 103 Days On Market

  Current Estimated Value $963,921

  Last Listing Agent Kavita Biyani Real Broker LLC

  630 Big Stone Trail, Middleton, WI 53562
• 

  

  /43

  Est $291,603

  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

  • 1% Above List Price
  • $219/SF
  • 16 Days On Market

  • Last Sold Price $290,000
  • Aug 15, 2024

  Last Listing Agent Chris Conrad Conrad Development LLC
• 

  

  /11

  $1,900,000

  $600K PRICE DROP

  • Land
  • 3.63 Acres
  • $523,416 per Acre

  5323 Carnation Way, Waunakee, WI 53597

  3.63 Acres of Development Land. Prime opportunity just off Highway Q, surrounded by established residential neighborhoods. Convenient location with great visibility and access, ready to be taken through the entitlement process.

  Michele Narowetz Stark Company, REALTORS

  5323 Carnation Way, Waunakee, WI 53597
• 

  

  /12

  $210,000

  Sold Aug 28, 2025

  635 Rustic Rise Way, Middleton, WI 53593

  • Land
  • 11,325 Sq Ft
  • $807,692 per Acre

  Last Sold Summary

  • 11% Above List Price
  • 985 Days On Market

  Last Listing Agent Steve Britt Spencer Real Estate Group

  635 Rustic Rise Way, Middleton, WI 53593
• 

  

  /19

  Est $289,366

  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

  • 21% Above List Price
  • $190/SF
  • 48 Days On Market

  • Last Sold Price $240,000
  • Dec 12, 2024

  Last Listing Agent Dixon Scheibach Team First Weber Inc
• 

  /2

  $1,399,900

  Under Contract

  • 5 Beds
  • 3.5 Baths
  • 5,135 Sq Ft

  7484 Summit Ridge Rd, Middleton, WI 53562

  Showings begin 2/25/26.

  Charles Wills The Wills Agency

  7484 Summit Ridge Rd, Middleton, WI 53562
• 

  

  /36

  $170,000

  Sold May 05, 2026

  2564 Branch St Unit 12, Middleton, WI 53562

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1986

  Last Sold Summary

  • $177/SF
  • 19 Days On Market

  Current Estimated Value $188,046

  Last Listing Agent Ryan Spiess Stark Company, REALTORS

  2564 Branch St Unit 12, Middleton, WI 53562
• 

  

  /20

  Est $285,823

  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

  • 4% Above List Price
  • $218/SF
  • 1 Day On Market

  • Last Sold Price $275,000
  • Nov 22, 2023

  Last Listing Agent Daniel Tenney MHB Real Estate
• 

  

  /67

  $533,900

  New Construction Open Sat 10AM - 1PM $41K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,750 Sq Ft

  6655 Redpoll Rd, Middleton, WI 53562

  Move-in ready! Welcome to Redtail Ridge—featuring Middleton Schools! Cook's kitchen with slate appliances, quartz countertops, granite sink, huge island, tile backsplash & pantry. Open floor plan to dining area and great room with gas fireplace. Main floor laundry, powder room, and pocket study/office space! Rear foyer includes built-in wood cubbies. Spacious primary bedroom suite features

  Cari Wuebben Encore Real Estate Services, I

  6655 Redpoll Rd, Middleton, WI 53562
• 

  $600,000

  Sold Aug 15, 2025

  5110 Sunrise Ridge Trail, Middleton, WI 53562

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

  Last Sold Summary

  • 8% Below List Price
  • $304/SF
  • 17 Days On Market

  Current Estimated Value $622,726

  Last Listing Agent Karen M Berger Realty Executives Integrity~Cedarburg

  5110 Sunrise Ridge Trail, Middleton, WI 53562
• 

  

  /21

  Est $319,416

  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

  • 3% Above List Price
  • $246/SF
  • 9 Days On Market

  • Last Sold Price $310,000
  • May 15, 2024

  Last Listing Agent Daniel Tenney MHB Real Estate
• 

  

  /37

  $599,000

  Under Contract

  • 4 Beds
  • 3 Baths
  • 2,696 Sq Ft

  4633 Toepfer Rd, Middleton, WI 53562

  Well-maintained ranch in the Town of Middleton, set on a private 1-acre hilltop lot. The main level offers comfortable everyday living with a spacious living room featuring a wood-burning fireplace, custom built-in cabinetry, and access to the deck overlooking the level backyard. The bright kitchen includes abundant counter space and excellent storage. Three bedrooms are located together on the

  Paul Haviland Stark Company, REALTORS

  4633 Toepfer Rd, Middleton, WI 53562
• 

  /2

  $454,900

  Sold Feb 13, 2026

  605 Tabby Turn Dr, Middleton, WI 53562

  • 3 Beds
  • 2.5 Baths
  • 1,765 Sq Ft
  • Built 2026

  Last Sold Summary

  • $258/SF
  • 0 Days On Market

  Last Listing Agent Scott Kramer Stark Company, REALTORS

  605 Tabby Turn Dr, Middleton, WI 53562
• 

  

  /28

  Est $493,008

  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

  • 2% Above List Price
  • $280/SF
  • 5 Days On Market

  • Last Sold Price $481,000
  • Mar 08, 2019

  Last Listing Agent Wanda Roche Compass Real Estate Wisconsin
• 

  

  /14

  $210,000

  • Land
  • 14,374 Sq Ft
  • $636,364 per Acre

  10436 Emerald Elm Rd, Middleton, WI 53593

  Welcome to Westwind! Nestled on the far west side of Madison, Westwind boasts an ideal location with convenient access to the Beltline, shopping, and dining at popular destinations like Greenway Station, Downtown Middleton, Hilldale, and Downtown Madison. Enjoy a short commute to major hospitals and Epic, along with nearby walking paths, parks, and the Pioneer Pointe pool. Our community features

  Amy Lessing Compass Real Estate Wisconsin

  10436 Emerald Elm Rd, Middleton, WI 53593
• 

  

  /40

  $261,000

  Sold May 15, 2025

  3412 Valley Ridge Rd Unit 5, Middleton, WI 53562

  • 2 Beds
  • 2 Baths
  • 1,145 Sq Ft
  • Built 1972

  Last Sold Summary

  • 2% Above List Price
  • $228/SF
  • 24 Days On Market

  Current Estimated Value $254,312

  Last Listing Agent Lindsay Gallagher Elevate Estates Realty Co.

  3412 Valley Ridge Rd Unit 5, Middleton, WI 53562
• 

  

  /48

  Est $493,229

  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

  • 6% Below List Price
  • $263/SF
  • 24 Days On Market

  • Last Sold Price $525,000
  • Apr 19, 2024

  Last Listing Agent Brenda Murphy First Weber Inc
• 

  /2

  $544,900

  New Construction Pending

  • 3 Beds
  • 2.5 Baths
  • 1,568 Sq Ft

  7107 Johann Farm Rd, Middleton, WI 53562

  Move-in ready 7/14/26. This Harlequin 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®,

  Adam Crook Stark Company, REALTORS

  7107 Johann Farm Rd, Middleton, WI 53562
• 

  

  /72

  $1,905,000

  Sold Sep 19, 2025

  4269 Callaway Ct, Middleton, WI 53597

  • 5 Beds
  • 5 Baths
  • 4,677 Sq Ft
  • Built 2019

  Last Sold Summary

  • 5% Below List Price
  • $407/SF
  • 46 Days On Market

  Last Listing Agent Kristine Jaeger Sprinkman Real Estate

  4269 Callaway Ct, Middleton, WI 53597
• 

  

  /45

  Est $572,080

  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

  • $213/SF
  • 21 Days On Market

  • Last Sold Price $573,000
  • Aug 09, 2024

  Last Listing Agent Austin Kempf Realty Executives
• 

  

  /28

  $360,000

  Open Sun 10AM - 12PM $10K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,260 Sq Ft

  9368 Old Sauk Rd, Middleton, WI 53562

  Updated, move-in ready condo with an open floor plan and modern updates throughout. Kitchen and bathroom features have been refreshed, with additional improvements to flooring, fixtures, and mechanical components. Functional layout with combined living and dining areas, plus a breakfast bar for added seating and flexibility. Spacious bedrooms and ample storage. Enjoy low-maintenance living with

  Belinda Thomas Compass Real Estate Wisconsin

  9368 Old Sauk Rd, Middleton, WI 53562
• 

  

  /39

  $300,000

  Sold Jun 26, 2025

  5236 Frisco Ct Unit 5236, Middleton, WI 53562

  • 2 Beds
  • 2.5 Baths
  • 1,150 Sq Ft
  • Built 2006

  Last Sold Summary

  • $261/SF
  • 11 Days On Market

  Current Estimated Value $302,357

  Last Listing Agent Kayleigh Cleary Stark Company, REALTORS

  5236 Frisco Ct Unit 5236, Middleton, WI 53562
• 

  

  /10

  Est $243,571

  Not Listed For Sale

  5546 Century Ave Unit 2, Middleton, WI 53562

  • 2 Beds
  • 2 Baths
  • 1,068 Sq Ft
  • Built 1972

  5546 Century Ave Unit 2, Middleton, WI 53562

  Last Sold Summary

  • 3% Below List Price
  • $235/SF
  • 9 Days On Market

  • Last Sold Price $251,000
  • Apr 22, 2024

  Last Listing Agent Jerry Gill Gill Realty, LLC
• 

  

  /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
• 

  

  /24

  $465,500

  Sold Jul 11, 2025

  4208 Thrasher St, Middleton, WI 53562

  • 3 Beds
  • 2 Baths
  • 1,675 Sq Ft
  • Built 2024

  Last Sold Summary

  • 7% Below List Price
  • $278/SF
  • 22 Days On Market

  Current Estimated Value $476,419

  Last Listing Agent Luke Bruckner Collective Real Estate Group

  4208 Thrasher St, Middleton, WI 53562
• 

  

  /37

  Est $242,439

  Not Listed For Sale

  5526 Century Ave Unit 3, Middleton, WI 53562

  • 2 Beds
  • 2 Baths
  • 1,107 Sq Ft
  • Built 1972

  5526 Century Ave Unit 3, Middleton, WI 53562

  Last Sold Summary

  • 2% Below List Price
  • $223/SF
  • 5 Days On Market

  • Last Sold Price $247,000
  • May 31, 2024

  Last Listing Agent Karen Gray Dwellhop Real Estate, LLC
• 

  

  /49

  $449,900

  Pending

  • 3 Beds
  • 2 Baths
  • 2,075 Sq Ft

  7231 Fortune Dr, Middleton, WI 53562

  Located in the heart of Madison’s West side this 3 bedroom ranch is ready for its next owners. Enter inside to find the well appointed kitchen/dining area w/ brick surrounded wood fireplace centering the two areas together. 3 main level bedrooms including the primary w/ a private en-suite bathroom w/ walk-in shower. Exposed, partially finished basement is ready for all your future ideas and

  Dustin Laufenberg MHB Real Estate

  7231 Fortune Dr, Middleton, WI 53562
• 

  

  /58

  $550,000

  Sold Sep 12, 2025

  7305 Companion Ln, Middleton, WI 53562

  • 3 Beds
  • 2.5 Baths
  • 2,626 Sq Ft
  • Built 1983

  Last Sold Summary

  • $209/SF
  • 13 Days On Market

  Current Estimated Value $566,540

  Last Listing Agent Jennifer Utter First Weber Inc

  7305 Companion Ln, Middleton, WI 53562
• 

  

  /25

  Est $240,229

  Not Listed For Sale

  5522 Century Ave Unit 1, Middleton, WI 53562

  • 2 Beds
  • 2 Baths
  • 1,050 Sq Ft
  • Built 1972

  5522 Century Ave Unit 1, Middleton, WI 53562

  Last Sold Summary

  • $229/SF
  • 1 Day On Market

  • Last Sold Price $240,000
  • Mar 28, 2024

  Last Listing Agent Brian Davis Stark Company, REALTORS
• 

  

  /40

  $569,000

  Under Contract

  • 2 Beds
  • 2.5 Baths
  • 1,642 Sq Ft

  1622 Pond View Ct Unit 1622, Middleton, WI 53562

  Experience superb Middleton condo living just a stone’s throw from serene nature and activity trails in this meticulously maintained unit. Steps from Tiedeman Pond Nature Preserve & Woodside Heights Park, this stunning residence offers extensive high-end upgrades. Vaulted living room flows into a spacious sunroom bathed in light, highlighting beautiful Mannington AduraMax LVP flooring (2022).

  Ned Liebl OpenHomes Inc.

  1622 Pond View Ct Unit 1622, Middleton, WI 53562
• 

  

  /12

  $215,000

  Sold Jun 20, 2025

  646 Windy Willow Rd, Middleton, WI 53593

  • Land
  • 9,583 Sq Ft
  • $977,273 per Acre

  Last Sold Summary

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

  Last Listing Agent Steve Britt Spencer Real Estate Group

  646 Windy Willow Rd, Middleton, WI 53593
• 

  

  /23

  Est $249,978

  Not Listed For Sale

  5520 Century Ave Unit 1, Middleton, WI 53562

  • 2 Beds
  • 2 Baths
  • 1,096 Sq Ft
  • Built 1972

  5520 Century Ave Unit 1, Middleton, WI 53562

  Last Sold Summary

  • 4% Below List Price
  • $238/SF
  • 36 Days On Market

  • Last Sold Price $261,242
  • Aug 28, 2024

  Last Listing Agent Ron Reed Redfin Corporation

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