9,991

Middleton, WI Homes

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  • /57

    $700,000

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

    5507 Grassland Trail, Middleton, WI 53562

    Show 5/15. Welcome home to this amazing 2 story in the fabulous Northlake Neighborhood! Beautiful hardwood floors, tons of updates, beautifully apoxyed garage floor, tons of living space, tastefully finished basement, and loads of sunlight throughout. Versitle eat-in kitchen looking into the cozy living room w/gas fireplace and a formal dining area. There is an office in the basement finished

    Tobi Silgman Lauer Realty Group, Inc.

    5507 Grassland Trail, Middleton, WI 53562
  • /40

    Starting at $1,245 Per Month

    • Studio - 2 Beds

    652 Bear Claw Way, Middleton, WI 53562

    Aspen Ridge: Cozy & Quiet Apartment LivingOn the western edge of Middleton-where peaceful neighborhoods meet tranquil farmland-rests Aspen Ridge. The property sits serenely amongst open fields and quiet residences. The people who live at Aspen Ridge enjoy the cozy, quiet life, sheltered from the hubbub of the city. It's perfect for those who crave a slower pace without sacrificing the

    Aspen Ridge

    (608) 960-8587

    652 Bear Claw Way, Middleton, WI 53562
  • /67

    $760,000

    Sold Dec 08, 2025

    9333 Cobalt St, Middleton, WI 53562

    • 4 Beds
    • 3.5 Baths
    • 3,019 Sq Ft
    • Built 2015

    Last Sold Summary

    • 2% Below List Price
    • $252/SF
    • 49 Days On Market

    Current Estimated Value $761,536

    Last Listing Agent MHB Real Estate Team MHB Real Estate

    9333 Cobalt St, Middleton, WI 53562
    • /19

      Est $268,278

      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% Above List Price
      • $266/SF
      • 3 Days On Market
      • Last Sold Price $265,250
      • Aug 01, 2023

      Last Listing Agent Daniel Tenney MHB Real Estate

  • /52

    $1,799,000

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 3,643 Sq Ft

    4043 Serenbe St, Middleton, WI 53562

    A move-in ready 2025 Parade Home showcasing contemporary design and abundant natural light at Belle Farm. The open concept main level features a private first floor primary suite, hardwood floors, a curved staircase, and a wood burning fireplace. Clean architectural lines and expansive windows create bright, inviting spaces throughout. Solar and geothermal systems support long term efficiency and

    Estella Moschkau Sprinkman Real Estate

    4043 Serenbe St, Middleton, WI 53562
  • /21

    Starting at $1,339 Per Month

    • 2 - 3 Beds

    2136 N Gateway St, Middleton, WI 53562

    Nestled in a peaceful residential neighborhood, away from the hustle and bustle of everyday life, Middleton Lakeview Apartments are steps from Marshall Park, Lake Mendota, Lakeview Park, and tons of bike and walking paths. Hop on University and you’ll be in downtown Madison in a short 10 minutes. These apartments are perfect for families with two and three bedroom layouts in a wonderful

    Middleton Lakeview Apartments

    (608) 405-6506

    2136 N Gateway St, Middleton, WI 53562
  • /36

    $687,500

    Sold Feb 06, 2026

    9438 Spirit St, Middleton, WI 53562

    • 5 Beds
    • 3 Baths
    • 2,813 Sq Ft
    • Built 2012

    Last Sold Summary

    • 6% Below List Price
    • $244/SF
    • 9 Days On Market

    Current Estimated Value $696,279

    Last Listing Agent Michelle Schreier Restaino & Associates

    9438 Spirit St, Middleton, WI 53562
    • /40

      Est $777,546

      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

      • 7% Above List Price
      • $220/SF
      • 68 Days On Market
      • Last Sold Price $727,500
      • Aug 02, 2024

      Last Listing Agent Daniel Tenney MHB Real Estate

  • /56

    $350,000

    • 3 Beds
    • 2.5 Baths
    • 1,845 Sq Ft

    3518 Valley Ridge Rd Unit 3518, Middleton, WI 53562

    Just in time for Summer! Orchid Heights Townhomes, situated in Middleton, is a short walk to Pheasant Branch Conservancy walking paths, has a community pool and offers the ease of condo living with lawn care included in your monthly association fee. Townhome has newer flooring throughout. Main floor half bath, kitchen with plenty of storage and space to work, formal dining area that opens into

    Mark Gladue Lauer Realty Group, Inc.

    3518 Valley Ridge Rd Unit 3518, Middleton, WI 53562
  • /35

    Starting at $1,705 Per Month

    • 1 - 2 Beds

    7710 Terrace Ave, Middleton, WI 53562

    Middleton Station is an upscale, pet-friendly, and smoke-free 39-unit community that boasts amenities such as Middleton's only 5th-floor garden terrace, bicycle tuning room, and a state-of-the-art Wi-Fi enhanced health studio. We are located in the heart of downtown Middleton, next to the Capitol Brewery and within walking distance of many unique shops and eateries. Every home features Kohler

    Middleton Station

    (608) 602-4419

    7710 Terrace Ave, Middleton, WI 53562
  • /68

    $661,000

    Sold Apr 30, 2026

    4966 Hickory Trail, Middleton, WI 53562

    • 3 Beds
    • 3 Baths
    • 2,039 Sq Ft
    • Built 1977

    Last Sold Summary

    • 10% Above List Price
    • $324/SF
    • 2 Days On Market

    Current Estimated Value $652,881

    Last Listing Agent Ronda Thompson Restaino & Associates

    4966 Hickory Trail, Middleton, WI 53562
    • /15

      Est $523,216

      Not Listed For Sale

      8951 White Coral Way, Middleton, WI 53562

      • 3 Beds
      • 2.5 Baths
      • 1,515 Sq Ft
      • Built 2011
      8951 White Coral Way, Middleton, WI 53562

      Last Sold Summary

      • 23% Above List Price
      • $281/SF
      • 205 Days On Market
      • Last Sold Price $425,000
      • Apr 10, 2012

      Last Listing Agent Paul Hickman HG RE LLC

  • /90

    $4,500,000

    $250K PRICE DROP 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
  • /29

    Starting at $1,025 Per Month

    • Studio - 2 Beds

    3511 Roma Ln, Middleton, WI 53562

    Greetings from the most welcoming community in Middleton! Easily accessible and affordable, Arbor Lakes has quick access to downtown Madison, the University of Wisconsin-Madison, and all of the entertainment the area provides. All of this without breaking your budget. Enjoy the changing seasons in your spacious one-bedroom, two-bedroom, or studio apartment. Your future home comes with air

    Arbor Lakes at Middleton

    (608) 413-3303

    3511 Roma Ln, Middleton, WI 53562
  • /39

    $290,000

    Sold Mar 12, 2026

    7322 Mockingbird Ln, Middleton, WI 53562

    • 2 Beds
    • 1.5 Baths
    • 1,076 Sq Ft
    • Built 1979

    Last Sold Summary

    • 2% Above List Price
    • $270/SF
    • 11 Days On Market

    Current Estimated Value $286,243

    Last Listing Agent Kelly Sweeney Stark Company, REALTORS

    7322 Mockingbird Ln, Middleton, WI 53562
    • /37

      Est $322,000

      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
      • Mar 22, 2024

      Last Listing Agent Jesse Willard Fathom Realty, LLC

  • /44

    $463,000

    Open Sun 1PM - 3PM $72K PRICE DROP
    • 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
  • /25

    Starting at $1,695 Per Month

    • 2 Beds

    2842-2876 Pleasant View Rd, Middleton, WI 53562

    WHISPERING PINES RENTALS2842 - 2898 PLEASANT VIEW RDMIDDLETON, WI 53562Secluded living in a property surrounded on three sides by city conservancy. Minutes from HWY 12 and 14, Greenway Station, Downtown Middleton, Fireman's Park, Costco, and much more! Private drive with no thru traffic takes you to the top of hill with views for miles around. Look out your living room window and

    Whispering Pines

    (608) 820-8366

    2842-2876 Pleasant View Rd, Middleton, WI 53562
  • /85

    $860,000

    Sold Jul 11, 2025

    1816 Middleton St, Middleton, WI 53562

    • 4 Beds
    • 3 Baths
    • 2,030 Sq Ft
    • Built 1920

    Last Sold Summary

    • 1% Above List Price
    • $424/SF
    • 31 Days On Market

    Current Estimated Value $825,810

    Last Listing Agent Sarah Rodriguez Lagniappe Real Estate Group

    1816 Middleton St, Middleton, WI 53562
    • /51

      Est $530,203

      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

      • 6% Above List Price
      • $278/SF
      • 5 Days On Market
      • Last Sold Price $500,000
      • Jul 31, 2023

      Last Listing Agent Kelda Roys OpenHomes Inc.

  • /73

    $799,000

    Under Contract
    • 4 Beds
    • 3.5 Baths
    • 3,772 Sq Ft

    5715 Sandhill Dr, Middleton, WI 53562

    Thoughtfully designed for both daily ease and entertaining, this home is anchored by a well-appointed kitchen with quartz countertops, a generous island, and an impressive 8x12 walk-in pantry complete with an additional refrigerator and freezer. Luxury vinyl wood flooring carries through the main level, complemented by a formal dining room with an integrated coffee and wine bar, and a welcoming

    Shelly Sprinkman Sprinkman Real Estate

    5715 Sandhill Dr, Middleton, WI 53562
  • /22

    Starting at $1,319 Per Month

    • Studio - 2 Beds

    3725 Tribeca Dr, Middleton, WI 53562

    Tribeca Village, a T. Wall Urban Village®, features beautiful studio, one, and two bedroom apartments in Middleton WI. The apartments feature an open floor plan, 9 foot ceilings, and beautiful luxury finishes. You will love the amenities such as a sparkling swimming pool & hot tub (Open Memorial Day through Labor Day), 24-hour fitness center complete with club grade Matrix equipment, 24-hour yoga

    Tribeca Village

    (608) 602-4244

    3725 Tribeca Dr, Middleton, WI 53562
  • /69

    $865,000

    Sold Jul 30, 2025

    4707 Plainfield Ct, Middleton, WI 53562

    • 4 Beds
    • 3 Baths
    • 3,736 Sq Ft
    • Built 1996

    Last Sold Summary

    • 13% Below List Price
    • $232/SF
    • 85 Days On Market

    Current Estimated Value $902,865

    Last Listing Agent Renee Christman First Weber Inc

    4707 Plainfield Ct, Middleton, WI 53562
    • /41

      Est $610,589

      Not Listed For Sale

      6648 N Chickahauk Trail, Middleton, WI 53562

      • 3 Beds
      • 2.5 Baths
      • 2,374 Sq Ft
      • Built 2013
      6648 N Chickahauk Trail, Middleton, WI 53562

      Last Sold Summary

      • 2% Above List Price
      • $253/SF
      • 6 Days On Market
      • Last Sold Price $600,000
      • Aug 21, 2024

      Last Listing Agent Charles Wills The Wills Agency

  • /82

    $1,150,000

    Open Sun 1PM - 2PM $50K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,078 Sq Ft

    4917 Foxfire Trail, Middleton, WI 53562

    Escape to your private oasis! This stunning home offers 3 levels of expansive living with a bright, open-concept main floor. The fully remodeled kitchen features 2 islands ideal for meal prepping, dining, or serving. The vaulted living room is anchored by a gorgeous fireplace. The adjacent 3-season porch is where you’ll spend endless hours overlooking the peaceful, wooded lot. Upstairs has 3

    Spencer Schumacher Spencer Real Estate Group

    4917 Foxfire Trail, Middleton, WI 53562
  • /44

    Starting at $1,420 Per Month

    • Studio - 2 Beds

    8502 Old Sauk Rd, Middleton, WI 53562

    A Steve & Laurel Brown Signature Residence: The Brownstone on Old Sauk is unlike other luxury apartments in Madison, Wisconsin. The apartments been designed to provide you with a living experience that is comparable to being in a luxury condominium home. This beautiful property achieves luxury by paying attention to the details and by providing you with prompt, courteous service. Each of the

    Brownstone on Old Sauk

    (608) 602-4358

    8502 Old Sauk Rd, Middleton, WI 53562
  • /39

    $496,000

    Sold May 15, 2025

    4434 Northern Flicker Rd, Middleton, WI 53562

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

    Last Sold Summary

    • $293/SF
    • 128 Days On Market

    Last Listing Agent Cari Wuebben Encore Real Estate Services, I

    4434 Northern Flicker Rd, Middleton, WI 53562
    • /60

      Est $604,620

      Not Listed For Sale

      330 Fargo Trail, Middleton, WI 53562

      • 3 Beds
      • 2.5 Baths
      • 1,807 Sq Ft
      • Built 2012
      330 Fargo Trail, Middleton, WI 53562

      Last Sold Summary

      • 10% Above List Price
      • $305/SF
      • 13 Days On Market
      • Last Sold Price $550,800
      • Aug 15, 2023

      Last Listing Agent Wendy Pacetti EXP Realty, LLC

  • /72

    $850,000

    Pending
    • 3 Beds
    • 3.5 Baths
    • 3,599 Sq Ft

    7700 Bittersweet Ct, Middleton, WI 53562

    Tucked into a private wooded setting on 1.3 acres in the Town of Springfield, this 90s contemporary offers architectural character, natural light, and functional living—paired with Middleton-Cross Plains Schools and lower township taxes. Spacious foyer with built-ins leads to a flexible den/library with closet. The great room features a two-story vaulted ceiling, floor-to-ceiling windows, and a

    Becca Mauch Compass Real Estate Wisconsin

    7700 Bittersweet Ct, Middleton, WI 53562
  • /29

    Starting at $1,199

    Total Monthly Price

    • 1 - 2 Beds

    1218 Sweeney Dr, Middleton, WI 53562

    Nestled in a peaceful Middleton neighborhood, The Brittany offers the perfect balance of privacy and convenience. Just minutes from the vibrant West Towne area and Middleton’s top shopping destinations, our one- and two-bedroom apartment homes provide easy access to everything you need—without the noise. Enjoy spacious layouts surrounded by beautifully landscaped grounds and serene wooded trails

    The Brittany

    (608) 820-8859

    1218 Sweeney Dr, Middleton, WI 53562
  • /39

    $632,000

    Sold Jun 27, 2025

    1217 Muirfield Ct, Middleton, WI 53562

    • 3 Beds
    • 2.5 Baths
    • 1,850 Sq Ft
    • Built 1986

    Last Sold Summary

    • 15% Above List Price
    • $342/SF
    • 1 Day On Market

    Current Estimated Value $627,421

    Last Listing Agent Adam Bruckner Collective Real Estate Group

    1217 Muirfield Ct, Middleton, WI 53562
    • /44

      Est $307,186

      Not Listed For Sale

      8510 Greenway Blvd Unit 208, Middleton, WI 53562

      • 2 Beds
      • 1 Bath
      • 1,259 Sq Ft
      • Built 1998
      8510 Greenway Blvd Unit 208, Middleton, WI 53562

      Last Sold Summary

      • 4% Above List Price
      • $234/SF
      • 5 Days On Market
      • Last Sold Price $295,000
      • Sep 15, 2023

      Last Listing Agent Cris Selin Stark Company, REALTORS

  • /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
  • /16

    Starting at $1,350

    Total Monthly Price

    • Studio - 2 Beds

    6818 University Ave, Middleton, WI 53562

    Welcome Home! Located in the heart of Middleton, The Kestrel Apartments offer you all the apartment features you desire, like stainless steel appliances, beautiful cabinetry, and modern touches. Just minutes away from the fantastic shopping and restaurants of Greenway Station, a hop skip and a jump to Willy Street Co-Op, and convenient access to the beautiful Pheasant Branch Conservancy. We are

    Kestrel Apartments

    (608) 292-5361

    6818 University Ave, Middleton, WI 53562
  • /16

    $447,900

    Sold Apr 06, 2026

    10110 Mosaic Way, Middleton, WI 53562

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

    Move in Ready Sold Summary

    • $254/SF
    • 32 Days On Market

    Veridian Homes Eagle Trace - Crest Collection

    10110 Mosaic Way, Middleton, WI 53562
    • /40

      Est $718,531

      Not Listed For Sale

      9425 Elderberry Rd, Middleton, WI 53562

      • 4 Beds
      • 3 Baths
      • 2,618 Sq Ft
      • Built 2012
      9425 Elderberry Rd, Middleton, WI 53562

      Last Sold Summary

      • 11% Above List Price
      • $248/SF
      • 2 Days On Market
      • Last Sold Price $650,000
      • Jun 29, 2023

      Last Listing Agent The Hub Team The Hub Realty

  • /34

    $585,000

    • 3 Beds
    • 3 Baths
    • 2,242 Sq Ft

    1410 Shirley St, Middleton, WI 53562

    Location location location - it doesn't get much better than this! Mature Middleton neighborhood - walk or bike to parks, schools, pool, Pheasant Branch conservancy, 2 ponds and downtown Middleton with great restaurants and shops. Spacious kitchen with custom hickory cabinets, open to the great room with built-in bookshelves and beautiful (real) hardwood floors. 3/4 primary bedroom bath. Private

    Jenny Swain Jenny Swain and Associates

    1410 Shirley St, Middleton, WI 53562
  • /10

    Starting at $1,622 Per Month

    • 2 Beds

    7625 Lisa Ln, Middleton, WI 53562

    Meadow Ridge is a vibrant multi-family community located in the breath taking setting of historic Middleton Wisconsin, "The Good Neighbor City". This captivating scenery offers nearby Pheasant Branch Conservancy Trail, Award Winning Schools, refreshing local pool and splash pad park, unique cuisine, premiere shopping, local museums, and stunning parks with sponsored activities to develop exciting

    Meadow Ridge Middleton

    (608) 413-3395

    7625 Lisa Ln, Middleton, WI 53562
  • /37

    $552,000

    Sold Sep 16, 2025

    4664 Hawthorne Ct, Middleton, WI 53562

    • 3 Beds
    • 2.5 Baths
    • 2,504 Sq Ft
    • Built 1978

    Last Sold Summary

    • 14% Above List Price
    • $220/SF
    • 5 Days On Market

    Current Estimated Value $582,307

    Last Listing Agent Paul Haviland Stark Company, REALTORS

    4664 Hawthorne Ct, Middleton, WI 53562
    • /29

      Est $479,126

      Not Listed For Sale

      8940 Red Beryl Dr, Middleton, WI 53562

      • 3 Beds
      • 2.5 Baths
      • 1,521 Sq Ft
      • Built 2012
      8940 Red Beryl Dr, Middleton, WI 53562

      Last Sold Summary

      • 6% Above List Price
      • $296/SF
      • 6 Days On Market
      • Last Sold Price $450,000
      • Jul 07, 2023

      Last Listing Agent Daniel Tenney MHB Real Estate

Showing Results 121 - 160, Page 4 of 18

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