9,973

Middleton, WI Homes

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  • /58

    $600,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 2,838 Sq Ft

    3817 Lexington Dr, Middleton, WI 53562

    Tucked in a quiet Middleton neighborhood, this thoughtfully updated home offers space, comfort, and versatility at every turn. The main level offers 2 living areas. One with a cozy fireplace that's open to the eat-in kitchen and another with an adjacent dining room, making it perfect for hosting! Step out to the large screened porch overlooking a private fenced backyard. Practical mudroom with

    Spencer Schumacher Spencer Real Estate Group

    3817 Lexington Dr, Middleton, WI 53562
  • /55

    $1,363 - $2,999 per month

    The TROTTA

    1 - 3 Beds

    3001 Parmenter St, Middleton, WI 53562

    Welcome to life at the TROTTA, Middleton's newest community, where residents will enjoy our spaciously designed apartment homes and a friendly, small-town vibe. Our community of one, two, and three-bedroom apartments features modern high-end amenities, and was designed to elevate your day-to-day experience. Find comfort, walkability, sociability, and convenience when you start living the TROTTA

    3001 Parmenter St, Middleton, WI 53562
  • /36

    $575,000 Sold Jul 10, 2025

    7207 Fortune Dr, Middleton, WI 53562

    • 3 Beds
    • 2.5 Baths
    • 2,113 Sq Ft
    • Built 1972

    Last Sold Summary

    • 5% Above List Price
    • $272/SF
    • 1 Day On Market

    Current Estimated Value $547,682

    Last Listing Agent MHB Real Estate Team MHB Real Estate

    7207 Fortune Dr, Middleton, WI 53562
    • /46

      Est $378,655 Not Listed For Sale

      8720 Old Sauk Rd, Middleton, WI 53562

      • 2 Beds
      • 2.5 Baths
      • 1,536 Sq Ft
      • Built 2004
      8720 Old Sauk Rd, Middleton, WI 53562

      Last Sold Summary

      • 11% Above List Price
      • $221/SF
      • 2 Days On Market

      Last Sold Price $340,000

      Last Listing Agent Manotee Cornett EXP Realty, LLC

  • /90

    $4,500,000 Under Contract

    • 7 Beds
    • 9 Baths
    • 11,292 Sq Ft

    9809 Trappers Trail, Middleton, WI 53562

    This luxury home exudes elegance+sophistication w/over 15,000 sq ft under roof. Exterior boasts timeless architecture, w/manicured landscaping framing grand entrance. Spacious living areas adorned w/high ceilings, beautiful crown molding + custom built-ins & designer finishes. Chef’s kitchen features top-of-the-line appliances, custom cabinetry & natural stone countertops. Primary suite offers a

    Chas Martin Sprinkman Real Estate

    9809 Trappers Trail, Middleton, WI 53562
  • /22

    $1,039 - $2,375 per month

    Stagecoach Trail Apartments

    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

    6620 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 $882,528

    Last Listing Agent Matt Kornstedt Stark Company, REALTORS

    2830 Tomahawk Ct, Middleton, WI 53562
    • /26

      Est $317,654 Not Listed For Sale

      6247 Middleton Springs Dr, Middleton, WI 53562

      • 3 Beds
      • 2 Baths
      • 1,330 Sq Ft
      • Built 1994
      6247 Middleton Springs Dr, Middleton, WI 53562

      Last Sold Summary

      • 3% Above List Price
      • $231/SF
      • 5 Days On Market

      Last Sold Price $307,000

      Last Listing Agent Mason Stokke Pinnacle Real Estate Group LLC

  • /49

    $499,900

    • 3 Beds
    • 2.5 Baths
    • 1,683 Sq Ft

    9395 Old Sauk Rd, Middleton, WI 53562

    Elegance and style are showcased in the lovely 3 bed, 2 1/2 bath end unit townhouse condo in the Middleton School District! Beautifully appointed with soaring ceilings, dramatic windows, clean architectural lines and open concept. Thoughtfully designed kitchen with white cabinets, quartz counters, kitchen island/breakfast bar, tile backsplash, stainless appliances and separate dining space.

    Wendy Jones Hill Stark Company, REALTORS

    9395 Old Sauk Rd, Middleton, WI 53562
  • /55

    $1,220 - $1,740 per month

    Springtree Apartments

    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

    2615 Amherst Rd, Middleton, WI 53562
  • /12

    $210,000 Sold Dec 11, 2025

    624 Rustic Rise Way, Middleton, WI 53593

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

    Last Sold Summary

    • 12% Above List Price
    • 981 Days On Market

    Current Estimated Value $209,000

    Last Listing Agent Steve Britt Spencer Real Estate Group

    624 Rustic Rise Way, Middleton, WI 53593
    • /34

      Est $382,409 Not Listed For Sale

      8730 Old Sauk Rd, Middleton, WI 53562

      • 2 Beds
      • 2.5 Baths
      • 1,580 Sq Ft
      • Built 2004
      8730 Old Sauk Rd, Middleton, WI 53562

      Last Sold Summary

      • 12% Above List Price
      • $215/SF
      • 2 Days On Market

      Last Sold Price $340,000

      Last Listing Agent Chelle Sims First Weber, Inc

  • /50

    $1,500,000 Pending

    • 6 Beds
    • 5 Baths
    • 6,096 Sq Ft

    1014 Meadow Mist Rd, Middleton, WI 53562

    Showings start 2.17. Custom-built home in the highly desirable Blackhawk neighborhood offering over 6,000 sq ft of finished living space! Two-story great room showcases expansive windows flowing seamlessly into gourmet kitchen, walk-in pantry, lg. island, Built-in buffet. 1st fl. primary suite w/ jetted tub & private tiled shower Additional Bedroom/Craftroom on ML, full bath. Upstairs offers

    Rachael See Compass Real Estate Wisconsin

    1014 Meadow Mist Rd, Middleton, WI 53562
  • /38

    $1,250 - $1,600 per month

    Highland Ridge

    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

    5700 Highland Way, Middleton, WI 53562
  • /40

    $395,000 Sold Mar 02, 2026

    6767 Frank Lloyd Wright Ave Unit 305, Middleton, WI 53562

    • 1 Bed
    • 1 Bath
    • 1,042 Sq Ft
    • Built 2004

    Last Sold Summary

    • 8% Above List Price
    • $379/SF
    • 3 Days On Market

    Current Estimated Value $361,519

    Last Listing Agent Wanda Roche Compass Real Estate Wisconsin

    6767 Frank Lloyd Wright Ave Unit 305, Middleton, WI 53562
    • /17

      Est $228,758 Not Listed For Sale

      6249 Charing Cross Ln Unit C, Middleton, WI 53562

      • 2 Beds
      • 1.5 Baths
      • 900 Sq Ft
      • Built 1971
      6249 Charing Cross Ln Unit C, Middleton, WI 53562

      Last Sold Summary

      • 1% Below List Price
      • $256/SF
      • 15 Days On Market

      Last Sold Price $230,000

      Last Listing Agent Joanna Janas Sprinkman Real Estate

  • /71

    $800,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 3,773 Sq Ft

    5526 Grassland Trail, Middleton, WI 53562

    Show 3/13. Welcome to this beautiful contemporary 2 story home nestled in Middleton's Northlake Neighborhood & situated on 1/3 acre. Backing up to public green space you will find ample room to entertain & roam outdoors! When you step inside you will be in awe of the vaulted ceilings & open floor plan w/updated LVP flooring, updated kitchen w/granite countertops and newer appliances! The layout

    Tobi Silgman Lauer Realty Group, Inc.

    5526 Grassland Trail, Middleton, WI 53562
  • /27

    $1,400 - $2,080 per month

    Brownridge Terrace

    Studio - 2 Beds

    639 N Pleasant View Rd, Middleton, WI 53562

    A Steve & Laurel Brown Signature Residence: Brownridge Terrace is the community for anyone who loves outdoor living, meeting their neighbors and connecting with others. There are 116 units at Brownridge Terrace, each with the beautiful design finishes and the style you'd expect from Steve Brown Apartments. The property is centered around a beautiful outdoor garden terrace area, plus there is a

    639 N Pleasant View Rd, Middleton, WI 53562
  • /50

    $847,000 Sold Jul 15, 2025

    1611 Pond View Ct, Middleton, WI 53562

    • 4 Beds
    • 3.5 Baths
    • 3,335 Sq Ft
    • Built 2006

    Last Sold Summary

    • $254/SF

    Current Estimated Value $831,470

    Last Listing Agent Ronda Lawry RL Realty Group

    1611 Pond View Ct, Middleton, WI 53562
    • /20

      Est $154,031 Not Listed For Sale

      6249 Charing Cross Ln Unit A, Middleton, WI 53562

      • 1 Bed
      • 1 Bath
      • 760 Sq Ft
      • Built 1971
      6249 Charing Cross Ln Unit A, Middleton, WI 53562

      Last Sold Summary

      • 14% Above List Price
      • $178/SF
      • 179 Days On Market

      Last Sold Price $135,000

      Last Listing Agent Angi Ackard EXP Realty, LLC

  • /80

    $1,395,000 Under Contract

    • 4 Beds
    • 4 Baths
    • 4,467 Sq Ft

    4539 Deering Trail, Middleton, WI 53562

    Beautifully designed ranch home set in a quiet rural subdivision with surrounding woods for privacy, views and wildlife. This 4-bedroom, 4-bath home offers a first-floor primary suite, while all additional bedrooms are thoughtfully located in the walkout lower level, including a private en-suite bedroom. The main level features an updated kitchen with high-end stainless appliances, stylish

    Sarah Deischer Sprinkman Real Estate

    4539 Deering Trail, Middleton, WI 53562
  • /50

    $995 - $1,745 per month

    Overlook Pointe

    Studio - 3 Beds

    5405 Century Ave, Middleton, WI 53562

    Smoke Free Apartments Overlook Pointe, perfectly situated in the Middleton Neighborhood. In our community, Pheasant Branch Conservancy, local parks, beaches, bicycle and hiking trails. Downtown Middleton offers cafes, farmers markets, and locally owned shops. You will find our apartments a short distance from the cultural centers of Madison. Choose from a variety of spacious floor

    5405 Century Ave, Middleton, WI 53562
  • /36

    $750,000 Sold Jun 19, 2025

    1221 Muirfield Ct, Middleton, WI 53562

    • 3 Beds
    • 2.5 Baths
    • 2,550 Sq Ft
    • Built 1985

    Last Sold Summary

    • 4% Below List Price
    • $294/SF
    • 4 Days On Market

    Current Estimated Value $719,769

    Last Listing Agent Adam Bruckner Collective Real Estate Group

    1221 Muirfield Ct, Middleton, WI 53562
    • /29

      Est $252,710 Not Listed For Sale

      8530 Greenway Blvd Unit 213, Middleton, WI 53562

      • 1 Bed
      • 1 Bath
      • 935 Sq Ft
      • Built 1996
      8530 Greenway Blvd Unit 213, Middleton, WI 53562

      Last Sold Summary

      • 5% Above List Price
      • $258/SF
      • 2 Days On Market

      Last Sold Price $241,000

      Last Listing Agent Maxwell Woods Realty Executives

  • /44

    $490,000 Pending

    • 1 Bed
    • 1.5 Baths
    • 1,486 Sq Ft

    7777 Elmwood Ave Unit 201, Middleton, WI 53562

    Experience the best of downtown Middleton at Valencia Lofts, a distinctive condo community surrounded by shopping, dining, parks, and summer entertainment all within walking distance. This condo blends urban style with comfort, featuring soaring vaulted ceilings, exposed steel beams, and original brick walls. The open-concept living area is filled with natural light from floor-to-ceiling windows,

    Spencer Schumacher Spencer Real Estate Group

    7777 Elmwood Ave Unit 201, Middleton, WI 53562
  • /49

    $1,319 - $2,799 per month

    Conservancy Bend

    Studio - 3 Beds

    2409 Parmenter St, Middleton, WI 53562

    Stunning TOWNHOMES and APARTMENTS located near the Conservancy in the heart of Middleton! Conservancy Bend offers 2 bedroom Townhomes with attached garage and executive studio, 1, 2, and 3-bedroom apartment homes. Ideally situated on Parmenter Street in Middleton, the convenient location provides easy and efficient access to all your home, work and leisure destinations. We are also within walking

    2409 Parmenter St, Middleton, WI 53562
  • /64

    $476,500 Sold Aug 06, 2025

    3604 Glenn Ln, Middleton, WI 53562

    • 4 Beds
    • 2 Baths
    • 2,200 Sq Ft
    • Built 1979

    Last Sold Summary

    • 1% Below List Price
    • $217/SF
    • 41 Days On Market

    Current Estimated Value $462,236

    Last Listing Agent Sheila Power Restaino & Associates

    3604 Glenn Ln, Middleton, WI 53562
    • /19

      Est $262,566 Not Listed For Sale

      2836 Pleasant View Rd Unit 201, Middleton, WI 53562

      • 2 Beds
      • 1 Bath
      • 998 Sq Ft
      • Built 2011
      2836 Pleasant View Rd Unit 201, Middleton, WI 53562

      Last Sold Summary

      • 1% Below List Price
      • $266/SF
      • 3 Days On Market

      Last Sold Price $265,250

      Last Listing Agent Daniel Tenney MHB Real Estate

  • /75

    $3,500,000 Pending

    • 4 Beds
    • 8 Baths
    • 9,019 Sq Ft

    4743 Delmara Rd, Middleton, WI 53562

    Exceptional Hart DeNoble Builders custom-built luxury home on 10+ acres in Middleton. The main level features Brazilian cherry hardwood floors, soaring ceilings, crown molding, multiple living spaces, home office, & den. The gourmet kitchen offers high ceilings, crown molding, & a walk-in pantry, opening to a family room w/ coffered ceiling, fireplace, & built-ins. The stunning primary suite

    Denise Holmes Collective Real Estate Group

    4743 Delmara Rd, Middleton, WI 53562
  • /50

    $1,495 - $2,000 per month

    Deer Creek

    1 - 2 Beds

    8561 Greenway Blvd, Middleton, WI 53562

    A secluded luxury community close to shopping, entertainment & recreation.Deer Creek has spacious one-bedroom and two-bedroom apartment homes with all the amenities you need and the comfort & luxury you deserve. We are located in the Old Sauk Meadows neighborhood on Middleton's west side, secluded and away from the hassles and heavy traffic of everyday life. Community amenities include elevator

    8561 Greenway Blvd, Middleton, WI 53562
  • /42

    $305,000 Sold Mar 05, 2026

    8530 Greenway Blvd Unit 101, Middleton, WI 53562

    • 2 Beds
    • 1 Bath
    • 982 Sq Ft
    • Built 1996

    Last Sold Summary

    • 3% Below List Price
    • $311/SF
    • 114 Days On Market

    Current Estimated Value $312,643

    Last Listing Agent Maria Antoinette Cannarella Restaino & Associates

    8530 Greenway Blvd Unit 101, Middleton, WI 53562
    • /40

      Est $771,520 Not Listed For Sale

      5009 Mirandy Rose Ct, Middleton, WI 53562

      • 3 Beds
      • 2.5 Baths
      • 3,310 Sq Ft
      • Built 2000
      5009 Mirandy Rose Ct, Middleton, WI 53562

      Last Sold Summary

      • 6% Above List Price
      • $220/SF
      • 68 Days On Market

      Last Sold Price $727,500

      Last Listing Agent Daniel Tenney MHB Real Estate

  • /52

    $565,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 2,474 Sq Ft

    1030 Rooster Run Unit 19, Middleton, WI 53562

    PRICED TO SELL! Rare opportunity to own this beautiful 3 Bedroom, 2 Bath stand-alone Condo in Stonefield Village, situated within walking distance to downtown Middleton and Tiedeman's Pond Nature Preserve! With a perfect blend of comfort & style, you'll find soaring ceilings, an abundance of windows that fill the space with natural light, and hardwood floors. Main floor living with large owner's

    Nicole Bunbury Sjowall Bunbury & Assoc, REALTORS

    1030 Rooster Run Unit 19, Middleton, WI 53562
  • /49

    $1,625 - $2,250 per month

    The Foundry at Greenway

    Studio - 2 Beds

    1600 Aspen Common, Middleton, WI 53562

    Industrial Revolution Meets Lifestyle Revolution. Upscale, modern decor infused with industrial flair, The Foundry brings a unique living experience to Greenway Station. Relax on the sun deck during the day, gather around the fire pit at night, or grab some friends for a game on the bocce ball court. The Foundry features executive studios, 1 bed/1 bath, 1 bed/1.5 bath, 2 bed/2 bath, and 2 bed/2.5

    1600 Aspen Common, Middleton, WI 53562
  • /60

    $745,000 Sold Aug 19, 2025

    4422 Saint Andrews Dr, Middleton, WI 53597

    • 5 Beds
    • 3.5 Baths
    • 3,494 Sq Ft
    • Built 2020

    Last Sold Summary

    • 6% Below List Price
    • $213/SF
    • 91 Days On Market

    Last Listing Agent Matt Kornstedt Stark Company, REALTORS

    4422 Saint Andrews Dr, Middleton, WI 53597
    • /37

      Est $323,000 Not Listed For Sale

      8510 Greenway Blvd Unit 204, Middleton, WI 53562

      • 1 Bed
      • 1 Bath
      • 1,073 Sq Ft
      • Built 1996
      8510 Greenway Blvd Unit 204, Middleton, WI 53562

      Last Sold Summary

      • 19% Above List Price
      • $253/SF
      • 10 Days On Market

      Last Sold Price $271,500

      Last Listing Agent Jesse Willard Fathom Realty, LLC

  • /35

    $675,000 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
  • /51

    $1,264 - $2,361 per month

    Parmenter Circle II

    Studio - 2 Beds

    2400 Parmenter St, Middleton, WI 53562

    Parmenter Circle II is a 74-unit luxury community offering upscale features and amenities that you deserve in a location that simply cannot be beat! The highly sought-after City of Middleton has consistently been named among the best places to live in national publications. Step outside your front door and enjoy a walk, run, or bike ride along the tranquil wooded paths of Pheasant Branch Creek.

    2400 Parmenter St, Middleton, WI 53562
  • /70

    $955,000 Sold Apr 30, 2025

    7490 Pucoon Cir, Middleton, WI 53562

    • 6 Beds
    • 3.5 Baths
    • 4,355 Sq Ft
    • Built 1999

    Last Sold Summary

    • 2% Below List Price
    • $219/SF
    • 7 Days On Market

    Current Estimated Value $954,361

    Last Listing Agent Shelley Lazzareschi Realty Executives Cooper Spransy

    7490 Pucoon Cir, Middleton, WI 53562
    • /51

      Est $534,006 Not Listed For Sale

      6745 Frank Lloyd Wright Ave, Middleton, WI 53562

      • 2 Beds
      • 2 Baths
      • 1,800 Sq Ft
      • Built 2005
      6745 Frank Lloyd Wright Ave, Middleton, WI 53562

      Last Sold Summary

      • 7% Above List Price
      • $278/SF
      • 5 Days On Market

      Last Sold Price $500,000

      Last Listing Agent Kelda Roys OpenHomes Inc.

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