9,991

Middleton, WI Homes

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  • /43

    $1,350,000

    Pending
    • 4 Beds
    • 3.5 Baths
    • 3,850 Sq Ft

    9706 Sandhill Rd, Middleton, WI 53562

    Remarkable, custom built home in desirable Blackhawk Subdivision. Impressive two story great room with floor to ceiling fireplace. Gourmet kitchen features double island, Wolf and Sub Zero appliances and walk in pantry. Large dining area and formal dining room perfect for entertaining and get togethers. Gleaming hardwood floors and tons of windows provide abundant natural light. Spacious primary

    Agent Photo

    Tommy Van Ess

    First Weber Inc

    (608) 818-8413

    9706 Sandhill Rd, Middleton, WI 53562
  • /63

    Starting at $1,390 Per Month

    • Studio - 3 Beds

    8420 Market St, Middleton, WI 53562

    Flexible Lease Start Dates and Short-term Options Available!Much more than an apartment community, Market West is the vanguard of upscale housing. Here you will find the ideal hub for urbanites who prefer close proximity to the city, yet still want to enjoy a walkable neighborhood with social and cultural opportunities in abundance. There are no comparisons! Market West apartment homes

    Market West Apartments

    (608) 292-3205

    8420 Market St, Middleton, WI 53562
  • /2

    $706,121

    Sold Sep 02, 2025

    6624 Junco Dr, Middleton, WI 53562

    • 4 Beds
    • 2.5 Baths
    • 2,542 Sq Ft
    • Built 2025

    Last Sold Summary

    • $278/SF
    • 0 Days On Market

    Last Listing Agent Cari Wuebben Encore Real Estate Services, I

    6624 Junco Dr, Middleton, WI 53562
    • /81

      Est $1,266,254

      Not Listed For Sale

      9802 Shadow Ridge Trail, Middleton, WI 53562

      • 5 Beds
      • 6 Baths
      • 4,441 Sq Ft
      • Built 2016
      9802 Shadow Ridge Trail, Middleton, WI 53562

      Last Sold Summary

      • 27% Above List Price
      • $225/SF
      • 24 Days On Market
      • Last Sold Price $1,000,000
      • Jul 20, 2023

      Last Listing Agent Shelly Sprinkman Sprinkman Real Estate

  • /61

    $720,000

    Under Contract
    • 4 Beds
    • 5 Baths
    • 3,114 Sq Ft

    9414 Whippoorwill Way, Middleton, WI 53562

    This recently updated sun filled two story home in Sauk Heights is exceptional! Dramatic 17 foot vaulted GR ceiling W/ skylights is captivating! Enjoy numerous windows, a gas fireplace & access to the spacious nearby kitchen featuring granite counters, repainted cabinetry & SS appliances. Large dinette area abuts the glass sliding patio doors leading to a stone paver patio & maturely landscaped

    Agent Photo

    Josh Blasi

    Restaino & Associates

    (608) 560-0769

    9414 Whippoorwill Way, Middleton, WI 53562
  • /43

    Starting at $1,640

    Total Monthly Price

    • Studio - 2 Beds

    6230 University Ave, Middleton, WI 53562

    If you’re looking for an apartment with high-end amenities, top-notch finishes, and creative floorplans and designs, look no further than Cariad. These luxury apartment homes feature floor to ceiling windows, private balconies, and views that bring a smile to your face no matter the time of year with many views of Marshall Park and Lake Mendota. And that’s just for starters. Add quartz

    Cariad

    (608) 413-2503

    6230 University Ave, Middleton, WI 53562
  • /2

    $448,900

    Sold Jan 30, 2026

    10108 Mosaic Way, Middleton, WI 53562

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

    Last Sold Summary

    • $254/SF
    • 0 Days On Market

    Last Listing Agent Scott Kramer Stark Company, REALTORS

    10108 Mosaic Way, Middleton, WI 53562
    • /42

      Est $805,533

      Not Listed For Sale

      6750 S Chickahauk Trail, Middleton, WI 53562

      • 5 Beds
      • 3 Baths
      • 2,982 Sq Ft
      • Built 2011
      6750 S Chickahauk Trail, Middleton, WI 53562

      Last Sold Summary

      • 4% Above List Price
      • $259/SF
      • 6 Days On Market
      • Last Sold Price $772,500
      • Jul 17, 2023

      Last Listing Agent Jenny Swain Jenny Swain and Associates

  • /46

    $389,900

    Pending
    • 2 Beds
    • 2 Baths
    • 1,559 Sq Ft

    2109 Clark St, Middleton, WI 53562

    Welcome to 2109 Clark St, a charming 2-bedroom, 2-bath home in one of Middleton’s most convenient locations. Just a block off University Ave and Middleton High School, a few blocks from downtown Middleton, and near the Pheasant Branch Trail, this home puts so much of the Good Neighbor City close by. Inside, you’ll find hardwood floors throughout the main level, a sunny living room, a private

    Agent Photo

    Matt Deadman

    Real Broker LLC

    (608) 708-7429

    2109 Clark St, Middleton, WI 53562
  • /74

    Starting at $1,855

    Total Monthly Price

    • 2 Beds

    1080 N Pleasant View Rd, Middleton, WI 53562

    Conveniently located in the Blackhawk neighborhood on Madison’s west side. It is a great choice for those who are looking at townhouses or lofts and want to get away from it all—without getting too far from it all. Boulder Creek luxury apartments, townhouses, and lofts are located just minutes from West Towne Mall, the upscale shops of Greenway Station, and the trendy boutiques and restaurants of

    Boulder Creek

    (608) 602-4292

    1080 N Pleasant View Rd, Middleton, WI 53562
  • /41

    $540,000

    Sold Jun 18, 2025

    6620 Hubbard Ave, Middleton, WI 53562

    • 3 Beds
    • 2 Baths
    • 1,568 Sq Ft
    • Built 1960

    Last Sold Summary

    • 4% Above List Price
    • $344/SF
    • 2 Days On Market

    Current Estimated Value $535,000

    Last Listing Agent Dick Bloomenkranz Collective Real Estate Group

    6620 Hubbard Ave, Middleton, WI 53562
    • /42

      Est $811,382

      Not Listed For Sale

      328 Little Bear Dr, Middleton, WI 53562

      • 4 Beds
      • 3.5 Baths
      • 3,294 Sq Ft
      • Built 2013
      328 Little Bear Dr, Middleton, WI 53562

      Last Sold Summary

      • 13% Above List Price
      • $217/SF
      • 6 Days On Market
      • Last Sold Price $715,000
      • Apr 30, 2024

      Last Listing Agent Audra Geldmacher Compass Real Estate Wisconsin

  • /55

    $649,900

    Pending
    • 3 Beds
    • 3.5 Baths
    • 2,678 Sq Ft

    4927 Hickory Trail, Middleton, WI 53562

    Showings start 3/6 after 12p. Nature, privacy, space, almost an acre of wooded bliss all in the Middleton school district. This gorgeous Cape Cod-style home is so well built, inviting and simply charming!! Be welcomed by a slate floored foyer, spacious & light-filled living rm, w/fireplace & hardwood floors. Separate DR overlooks the wooded lot that feels like living in a treehouse. Updated

    Agent Photo

    Mary Browning

    Compass Real Estate Wisconsin

    (608) 736-0659

    4927 Hickory Trail, Middleton, WI 53562
  • /22

    Starting at $1,039 Per Month

    • 1 - 3 Beds

    6620 Century Ave, Middleton, WI 53562

    Stagecoach Trail offers a blend of comfort, style, and convenience. Nestled in Middleton Hills adjacent to the Pheasant Branch Conservancy, Stagecoach has a the perfect location for everyone! Come home to private views and the ability to walk to some of Middleton's best restaurants and trails. The leasing team will assist you in finding your perfect new place. At Stagecoach Trail you'll feel

    Stagecoach Trail Apartments

    (608) 413-3370

    6620 Century Ave, Middleton, WI 53562
  • /37

    $425,000

    Sold May 16, 2025

    3717 High Rd, Middleton, WI 53562

    • 3 Beds
    • 2.5 Baths
    • 1,550 Sq Ft
    • Built 1970

    Last Sold Summary

    • 15% Below List Price
    • $274/SF
    • 228 Days On Market

    Current Estimated Value $434,075

    Last Listing Agent Jason Needham Collective Real Estate Group

    3717 High Rd, Middleton, WI 53562
    • /85

      Est $1,112,781

      Not Listed For Sale

      805 Big Stone Trail, Middleton, WI 53562

      • 5 Beds
      • 4.5 Baths
      • 4,333 Sq Ft
      • Built 2016
      805 Big Stone Trail, Middleton, WI 53562

      Last Sold Summary

      • 3% Above List Price
      • $249/SF
      • 10 Days On Market
      • Last Sold Price $1,080,000
      • Feb 12, 2025

      Last Listing Agent Peggy Acker-Farber RE/MAX

  • /90

    $2,124,900

    New Construction Open Sat 12PM - 4PM $75K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 6,182 Sq Ft

    3395 White Cedar Dr, Middleton, WI 53593

    Exceptional 5-bedroom new build by Victory Homes of WI! Filled with natural light, this home features soaring ceilings and walls of windows. The chef’s kitchen and spacious dining area open to a large covered porch—perfect for outdoor entertaining. A stunning 4-season hearth room with rustic beams and a stone fireplace adds warmth and charm. The main floor owner’s suite offers a spa-like retreat

    Agent Photo

    Keith McNeely

    First Weber Inc

    (608) 765-9943

    3395 White Cedar Dr, Middleton, WI 53593
  • /55

    Starting at $1,191 Per Month

    • 1 - 3 Beds

    2615 Amherst Rd, Middleton, WI 53562

    Welcome to Springtree Apartments, a gem nestled in the heart of Middleton, WI. Our apartments offer a variety of deluxe options, including one, two, and three-bedroom units, each designed with your comfort in mind. Enjoy the stunning courtyard view from your new windows, or step out onto your private ST balcony or patio door to soak in the serene surroundings. Each apartment is equipped with a

    Springtree Apartments

    (608) 602-4359

    2615 Amherst Rd, Middleton, WI 53562
  • /41

    $355,000

    Sold Jul 02, 2025

    8530 Greenway Blvd Unit 214, Middleton, WI 53562

    • 2 Beds
    • 2 Baths
    • 1,417 Sq Ft
    • Built 1996

    Last Sold Summary

    • 5% Below List Price
    • $251/SF
    • 30 Days On Market

    Current Estimated Value $357,500

    Last Listing Agent Cait Berry Real Broker LLC

    8530 Greenway Blvd Unit 214, Middleton, WI 53562
    • /50

      Est $863,548

      Not Listed For Sale

      6739 N Chickahauk Trail, Middleton, WI 53562

      • 4 Beds
      • 3.5 Baths
      • 3,493 Sq Ft
      • Built 2017
      6739 N Chickahauk Trail, Middleton, WI 53562

      Last Sold Summary

      • 11% Above List Price
      • $223/SF
      • 64 Days On Market
      • Last Sold Price $780,000
      • Aug 09, 2024

      Last Listing Agent Audra Geldmacher Compass Real Estate Wisconsin

  • /47

    $895,000

    Under Contract
    • 4 Beds
    • 3.5 Baths
    • 3,014 Sq Ft

    4912 Saint Annes Dr, Waunakee, WI 53597

    Stunning craftsman bungalow built by Brio in the Community of Bishops Bay. This home features incredible craftsmanship and a thoughtful layout. The main level boasts wood floors and oversized trim throughout. The kitchen is equipped with white wood cabinetry, quartz countertops, and gas range, hood vent and pantry. Living room with a window seat and gas fireplace, a screened porch with EZ breeze

    Jamie Miller Compass Real Estate Wisconsin

    4912 Saint Annes Dr, Waunakee, WI 53597
  • /38

    Starting at $1,250

    Total Monthly Price

    • 1 - 2 Beds

    5700 Highland Way, Middleton, WI 53562

    Highland Ridge luxury apartments are just minutes away from downtown Middleton and Madison. Located adjacent to the beautiful Pheasant Branch Conservancy, Highland Ridge luxury apartments offer 122 units in the ideal combination of a quiet residential neighborhood and connection to a vast nature preserve. Enjoy hiking and biking trails through the forest wetland and prairie. Grocery stores and

    Highland Ridge

    (608) 413-3309

    5700 Highland Way, Middleton, WI 53562
  • /46

    $431,250

    Sold Jul 18, 2025

    7017 University Ave, Middleton, WI 53562

    • 3 Beds
    • 2 Baths
    • 1,974 Sq Ft
    • Built 1953

    Last Sold Summary

    • 18% Below List Price
    • $218/SF
    • 87 Days On Market

    Current Estimated Value $463,636

    Last Listing Agent Kris Teasdale Restaino & Associates

    7017 University Ave, Middleton, WI 53562
    • /43

      Est $640,222

      Not Listed For Sale

      2008 Butler Ct, Middleton, WI 53562

      • 4 Beds
      • 3 Baths
      • 2,910 Sq Ft
      • Built 2016
      2008 Butler Ct, Middleton, WI 53562

      Last Sold Summary

      • 3% Above List Price
      • $213/SF
      • 17 Days On Market
      • Last Sold Price $620,022
      • Aug 09, 2024

      Last Listing Agent Amy Sherman-Kortbein Restaino & Associates

  • /45

    $574,900

    Open Sun 12PM - 2PM
    • 2 Beds
    • 2.5 Baths
    • 1,902 Sq Ft

    3505 Strawberry Loop, Middleton, WI 53562

    Welcome home to Middleton Hills! This beautifully crafted home blends comfort, style, and an unbeatable location on a quite street. Hardwood floors flow throughout the main level, while the updated kitchen features solid surface countertops, stainless steel appliances, and plenty of space for cooking and gathering. The living and dining areas connect seamlessly, anchored by a wood burning

    Charles Wills The Wills Agency

    3505 Strawberry Loop, Middleton, WI 53562
  • /26

    Starting at $1,225

    Total Monthly Price

    • 1 - 2 Beds

    6110-6130 Century Ave, Middleton, WI 53562

    Welcome to Middleton Shores Apartments — where serenity meets convenience!Nestled on the quiet outskirts of Madison, Middleton Shores Apartments offers the ideal balance of relaxation and accessibility. Located at the intersection of Allen Boulevard and Century Avenue, our community provides a peaceful retreat while keeping you close to everything you need.Living at Middleton

    Flats at Middleton Shores

    (608) 830-1607

    6110-6130 Century Ave, Middleton, WI 53562
  • /42

    $250,000

    Sold Apr 13, 2026

    5542 Century Ave Unit 4, Middleton, WI 53562

    • 2 Beds
    • 2 Baths
    • 1,060 Sq Ft
    • Built 1972

    Last Sold Summary

    • $236/SF
    • 34 Days On Market

    Current Estimated Value $248,689

    Last Listing Agent Matt Kornstedt Stark Company, REALTORS

    5542 Century Ave Unit 4, Middleton, WI 53562
    • /20

      Est $706,244

      Not Listed For Sale

      5028 Augusta Dr, Middleton, WI 53597

      5028 Augusta Dr, Middleton, WI 53597

      Last Sold Summary

      • 288% Above List Price
      • 93 Days On Market
      • Last Sold Price $181,900
      • Aug 18, 2023

      Last Listing Agent Cris Selin Stark Company, REALTORS

  • /35

    $675,000

    $14K PRICE DROP Pending
    • 4 Beds
    • 2.5 Baths
    • 2,860 Sq Ft

    8691 Plainfield Rd, Middleton, WI 53562

    Life is hectic, you deserve the tranquility and scenic natural beauty that the Enchanted Valley Estates neighborhood is known for. Welcome to your haven, this one looks young for it's age. Stylish, professionally updated 4-5 bedroom ranch home sits beautifully at the end of a quiet, wooded cul-de-sac. Updated interior and open concept floor plan features a vaulted great room complete with

    Julie White Restaino & Associates

    8691 Plainfield Rd, Middleton, WI 53562
  • /32

    Starting at $1,653 Per Month

    • 1 - 2 Beds

    5240 Bishops Bay Pkwy, Waunakee, WI 53597

    Paragon Place Luxury Apartments: Middleton's Community of Bishops Bay with upscale amenities and gorgeous views. Pet friendly! Take a tour – prepare to be impressed!

    Paragon Place at Bishops Bay

    (608) 471-6779

    5240 Bishops Bay Pkwy, Waunakee, WI 53597
  • /44

    $1,200,000

    Sold Jun 05, 2025

    3748 Pheasant Branch Rd, Middleton, WI 53562

    • 4 Beds
    • 3.5 Baths
    • 3,474 Sq Ft
    • Built 2006

    Last Sold Summary

    • 12% Above List Price
    • $345/SF
    • 2 Days On Market

    Current Estimated Value $1,202,869

    Last Listing Agent MHB Real Estate Team MHB Real Estate

    3748 Pheasant Branch Rd, Middleton, WI 53562
    • /76

      Not Listed For Sale

      4840 St Annes Dr, Middleton, WI 53597

      • 7 Beds
      • 5.5 Baths
      • 6,499 Sq Ft
      • Built 2020
      4840 St Annes Dr, Middleton, WI 53597

      Last Sold Summary

      • $308/SF
      • 7 Days On Market
      • Last Sold Price $2,000,000
      • May 30, 2024

      Last Listing Agent Inkwell Realty Team Pinnacle Real Estate Group LLC

  • /33

    $429,900

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

    6972 Belle Fontaine Blvd, Middleton, WI 53562

    Welcome to Redtail Ridge and the warmth of this open and airy half duplex end unit townhome in the Middleton-Cross Plains School District! 1-year old Encore Builders home features an open concept design and abundance of windows for the natural light you're looking for. Great room brings living, dining and kitchen areas together seamlessly with LVP wood flooring throughout. Lovely kitchen with

    Wendy Jones Hill Stark Company, REALTORS

    6972 Belle Fontaine Blvd, Middleton, WI 53562
  • /48

    Starting at $1,810 Per Month

    • 1 - 3 Beds

    8860 Blackhawk Rd, Middleton, WI 53562

    A Steve & Laurel Brown Signature Residence: Brownpoint Reserve has been thoughtfully designed (and wired) with smart layouts and top of the line finishes. You'll find private spaces for reflection or relaxation at the community pond, gazebo, and outdoor firepit. We also offer The Retreat home to a living room, outdoor patio with TV, fireplace and kitchen, gym with an indoor/outdoor yoga room,

    Brownpoint Reserve

    (608) 413-4401

    8860 Blackhawk Rd, Middleton, WI 53562
  • /51

    $355,000

    Sold Oct 02, 2025

    3524 Valley Ridge Rd, Middleton, WI 53562

    • 3 Beds
    • 1.5 Baths
    • 2,065 Sq Ft
    • Built 1972

    Last Sold Summary

    • 1% Above List Price
    • $172/SF
    • 10 Days On Market

    Current Estimated Value $373,083

    Last Listing Agent Kate Weis Lauer Realty Group, Inc.

    3524 Valley Ridge Rd, Middleton, WI 53562
    • /36

      Not Listed For Sale

      5032 St Annes Dr, Middleton, WI 53597

      • 4 Beds
      • 3.5 Baths
      • 3,235 Sq Ft
      • Built 2018
      5032 St Annes Dr, Middleton, WI 53597

      Last Sold Summary

      • $227/SF
      • 37 Days On Market
      • Last Sold Price $735,000
      • Nov 01, 2024

      Last Listing Agent Luke Bruckner Collective Real Estate Group

  • /75

    $875,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 3,090 Sq Ft

    1321 Stratford Ct, Middleton, WI 53562

    Presenting this beautiful, custom built, 1 owner ranch home in pristine condition, on a cul de sac with Middleton Schools. The floor plan is open, light and airy with beautiful hardwoods, built-ins, granite countertops and stainless steel appliances. 10 foot ceilings in the great room with a gorgeous stacked stone gas fireplace and built-in bookcases & entertainment center and Trek deck. Study

    David Mays First Weber Inc

    1321 Stratford Ct, Middleton, WI 53562
  • /10

    Starting at $1,465

    Total Monthly Price

    • 1 - 2 Beds

    6150 Century Ave, Middleton, WI 53562

    Welcome to Middleton Shores Apartments — where serenity meets convenience!Nestled on the quiet outskirts of Madison, Middleton Shores Apartments offers the ideal balance of relaxation and accessibility. Located at the intersection of Allen Boulevard and Century Avenue, our community provides a peaceful retreat while keeping you close to everything you need.With three classic

    Monarch at Middleton Shores

    (608) 830-1556

    6150 Century Ave, Middleton, WI 53562
  • /51

    $890,000

    Sold Aug 14, 2025

    2830 Tomahawk Ct, Middleton, WI 53562

    • 2 Beds
    • 2 Baths
    • 1,350 Sq Ft
    • Built 2016

    Last Sold Summary

    • 6% Below List Price
    • $659/SF
    • 43 Days On Market

    Current Estimated Value $923,077

    Last Listing Agent Matt Kornstedt Stark Company, REALTORS

    2830 Tomahawk Ct, Middleton, WI 53562
    • /58

      Not Listed For Sale

      4826 Breakers Rock Rd, Middleton, WI 53597

      • 5 Beds
      • 4.5 Baths
      • 5,323 Sq Ft
      • Built 2017
      4826 Breakers Rock Rd, Middleton, WI 53597

      Last Sold Summary

      • $315/SF
      • 14 Days On Market
      • Last Sold Price $1,675,000
      • Jun 02, 2023

      Last Listing Agent Rachel Kvasnica Pinnacle Real Estate Group LLC

Showing Results 41 - 80, Page 2 of 18

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