9,991

Middleton, WI Homes

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  • /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
  • /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

  • /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
  • /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
  • /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

  • /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
  • /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
  • /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

  • /44

    $350,000

    Open Sun 1PM - 3PM
    • 3 Beds
    • 2 Baths
    • 1,425 Sq Ft

    1208 N Gammon Rd, Middleton, WI 53562

    Showings begin May 15th on this beautifully updated 3 BR, 2 BA end-unit condo. The updated functional kitchen includes all SS appliances, granite countertops and flows seamlessly into the dining area & to a roomy screen porch that overlooks mature trees and beautiful landscaping. Take advantage of a spacious & bright open layout featuring abundant natural sunlight, vaulted ceiling in LR, and a

    Kellie Unke Stark Company, REALTORS

    1208 N Gammon Rd, 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
  • /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

  • /77

    $1,195,000

    Open Sun 2PM - 4PM
    • 5 Beds
    • 4.5 Baths
    • 4,167 Sq Ft

    6715 S Chickahauk Trail, Middleton, WI 53562

    Show 5/1. Refined elegance meets thoughtful design in this 5-bedroom, 4.5-bath home, where connection & separation are perfectly balanced. The main level flows effortlessly from a sunlit living room with soaring ceilings, gas fireplace, & patio to an expansive chef’s kitchen with a massive island, abundant storage, dual sinks, and breakfast bar—ideal for gathering & everyday living. Privately set

    Susan Detering Solidarity Realty, LLC

    6715 S Chickahauk 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
  • /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.

  • /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
  • /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
  • /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

  • /52

    $565,000

    $10K PRICE DROP Pending
    • 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
  • /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
  • /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

  • /48

    $1,250,000

    Under Contract
    • 4 Beds
    • 2.5 Baths
    • 4,230 Sq Ft

    6419 Stonefield Rd, Middleton, WI 53562

    Sellers accepted a sight unseen offer. Welcome to this custom-built home, offering quality craftsmanship in highly sought-after Stonefield neighborhood! Open and bright floor plan featuring chef's kitchen w/ cherry cabinets, lg. island, and high end appliances. Open to cozy family room & airy sunroom for place to soak in the sunlight year round! Formal Dining and den/living room w/ one of two

    Rachael See Compass Real Estate Wisconsin

    6419 Stonefield Rd, 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
  • /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

  • /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
  • /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
  • /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

  • /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
  • /13

    Starting at $1,172 Per Month

    • 2 Beds

    6206 Maywood Ave, Middleton, WI 53562

    Discover your new apartment home at Heritage Middleton, for seniors 55 and better! Located at 6206 Maywood Ave in Middleton!Give us a call today to schedule your tour!

    Heritage Middleton Senior Apartments

    (608) 410-1278

    6206 Maywood Ave, 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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