9,991

Middleton, WI Homes

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  • /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
  • /55

    Starting at $1,363

    Total Monthly Price

    • 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

    The TROTTA

    (608) 602-4247

    3001 Parmenter St, Middleton, WI 53562
  • /12

    $210,000

    Sold Dec 11, 2025

    624 Rustic Rise Way, Middleton, WI 53593

    • Land
    • 10,018 Sq Ft
    • $913,043 per Acre

    Last Sold Summary

    • 12% Above List Price
    • 981 Days On Market

    Current Estimated Value $208,000

    Last Listing Agent Steve Britt Spencer Real Estate Group

    624 Rustic Rise Way, Middleton, WI 53593
    • /61

      Est $824,707

      Not Listed For Sale

      4833 Crystal Downs Way, Middleton, WI 53597

      • 5 Beds
      • 3.5 Baths
      • 2,931 Sq Ft
      • Built 2019
      4833 Crystal Downs Way, Middleton, WI 53597

      Last Sold Summary

      • 6% Above List Price
      • $264/SF
      • 20 Days On Market
      • Last Sold Price $775,000
      • Jul 09, 2024

      Last Listing Agent Trent Estabrook 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
  • /51

    Starting at $1,264

    Total Monthly Price

    • 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.

    Parmenter Circle II

    (608) 512-0517

    2400 Parmenter St, 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 $375,453

    Last Listing Agent Wanda Roche Compass Real Estate Wisconsin

    6767 Frank Lloyd Wright Ave Unit 305, Middleton, WI 53562
    • /3

      Est $1,010,839

      Not Listed For Sale

      4840 Crystal Downs Way, Middleton, WI 53597

      4840 Crystal Downs Way, Middleton, WI 53597

      Last Sold Summary

      • 289% Above List Price
      • 12 Days On Market
      • Last Sold Price $260,000
      • Dec 22, 2023

      Last Listing Agent Denise Holmes Collective Real Estate Group

  • /70

    $1,650,000

    Under Contract
    • 3 Beds
    • 3 Baths
    • 3,581 Sq Ft

    4206 Rose Ct, Middleton, WI 53562

    Tucked on 5 private acres backing Pleasantview Golf Course, this 3-bed, 3-bath home delivers space, privacy, and quality finishes throughout. The open main level showcases kitchen with cherry cabinetry, granite countertops, and stainless appliances with a living & dining area warmed by a gas fireplace. Deck off the main level overlooks an expansive, peaceful backyard. Primary with en suite, main

    Lori Murphy Sprinkman Real Estate

    4206 Rose Ct, Middleton, WI 53562
  • /54

    Starting at $1,650 Per Month

    • 1 - 3 Beds

    2644 Branch St, Middleton, WI 53562

    Welcome to Beaverbrook Apartments. Nestled in the Sak's Woods neighborhood in the heart of Middleton, Wisconsin, these 1, 2 & 3 Bedroom Apartments are steps away from the Pheasant Branch Conservancy, grocery stores, shopping, and more. Enjoy the beautiful creeks, meadows, forests, and marshes along the Pheasant Branch Conversancy Trail, or take a quick trip to the shoreline of Lake Mendota for a

    Beaverbrook Apartments

    (608) 413-2413

    2644 Branch St, 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 $758,938

    Last Listing Agent Adam Bruckner Collective Real Estate Group

    1221 Muirfield Ct, Middleton, WI 53562
    • /22

      Not Listed For Sale

      4818 Breakers Rock Rd, Middleton, WI 53597

      • 4 Beds
      • 3.5 Baths
      • 4,832 Sq Ft
      • Built 2019
      4818 Breakers Rock Rd, Middleton, WI 53597

      Last Sold Summary

      • $373/SF
      • 1 Day On Market
      • Last Sold Price $1,800,000
      • Jun 02, 2023

      Last Listing Agent Austin Fleer Pinnacle Real Estate Group LLC

  • /46

    $649,900

    • 3 Beds
    • 2.5 Baths
    • 2,199 Sq Ft

    3023 Waconia Ln, Middleton, WI 53562

    Beautifully maintained Middleton home offering thoughtful updates, extensive mechanical improvements, and a rare opportunity for nearby lake access with kayak / paddle board and potential boat slip availability. Open concept main level with hickory wood floors. Major updates include a new furnace, air conditioner, and water softener (2023), plus a new water heater (2025). The kitchen features

    Chris Ziegler Redfin Corporation

    3023 Waconia Ln, Middleton, WI 53562
  • /18

    Starting at $1,164 Per Month

    • 1 - 3 Beds

    3815 Tribeca Dr, Middleton, WI 53562

    Be one of the first to live in this brand new beautiful community!! Just wait until you see the upscale finishes. Autumn 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,

    Autumn Ridge

    (608) 292-6670

    3815 Tribeca Dr, 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 $843,570

    Last Listing Agent Ronda Lawry RL Realty Group

    1611 Pond View Ct, Middleton, WI 53562
    • /69

      Est $728,646

      Not Listed For Sale

      528 Burnt Sienna Dr, Middleton, WI 53562

      • 4 Beds
      • 3 Baths
      • 2,610 Sq Ft
      • Built 2018
      528 Burnt Sienna Dr, Middleton, WI 53562

      Last Sold Summary

      • 14% Above List Price
      • $245/SF
      • 86 Days On Market
      • Last Sold Price $640,000
      • Oct 06, 2023

      Last Listing Agent Ryan Oliversen Collective Real Estate Group

  • /87

    $1,799,000

    • 4 Beds
    • 4.5 Baths
    • 5,704 Sq Ft

    4917 Breakers Rock Rd, Middleton, WI 53597

    Set within the sought-after Community of Bishops Bay, this thoughtfully designed home pairs refined finishes with everyday ease. Maple hardwoods carry through the main level, where a chef’s kitchen is anchored by Wolf double + steam ovens, Sub-Zero refrigeration, a 44" Galley workstation sink, granite countertops, and a hidden walk-in pantry with second dishwasher and sink. The great room centers

    Shelly Sprinkman Sprinkman Real Estate

    4917 Breakers Rock Rd, Middleton, WI 53597
  • /28

    Starting at $1,400 Per Month

    • 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

    Brownridge Terrace

    (608) 292-4521

    639 N Pleasant View Rd, 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 $482,610

    Last Listing Agent Sheila Power Restaino & Associates

    3604 Glenn Ln, Middleton, WI 53562
    • /46

      Est $380,888

      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

      • 12% Above List Price
      • $221/SF
      • 2 Days On Market
      • Last Sold Price $340,000
      • Sep 01, 2023

      Last Listing Agent Manotee Cornett EXP Realty, LLC

  • /63

    $1,699,000

    New Construction Open Sat 11AM - 1PM $50K PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 3,543 Sq Ft

    4029 Serenbe St, Middleton, WI 53703

    Experience a rare combination of design, efficiency, and low-maintenance living in this move-in ready home at Belle Farm. The main level is anchored by a private first-floor primary suite and a seamless connection between kitchen, dining, and den, with hardwood floors, a wood-burning fireplace, and SubZero, Wolf, and Cove appliances. All bedrooms in the main home feature en suite baths, offering

    Estella Moschkau Sprinkman Real Estate

    4029 Serenbe St, Middleton, WI 53703
  • /50

    Starting at $1,025

    Total Monthly Price

    • 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

    Overlook Pointe

    (608) 949-7885

    5405 Century Ave, 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 $310,709

    Last Listing Agent Maria Antoinette Cannarella Restaino & Associates

    8530 Greenway Blvd Unit 101, Middleton, WI 53562
    • /26

      Est $317,244

      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
      • Feb 16, 2024

      Last Listing Agent Mason Stokke Pinnacle Real Estate Group LLC

  • /54

    $540,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,601 Sq Ft

    7010 Franklin Ave, Middleton, WI 53562

    Showing begin 5/6/26 10 am. Welcome home to the heart of Middleton, one of Dane County’s most sought-after communities, known for its exceptional schools and small-town charm. Just steps from parks, schools, shopping, and dining, this timeless all-stone 1950s ranch blends character with extensive modern updates. Enjoy a beautifully remodeled kitchen with brand-new appliances, a brand new roof,

    Steve Britt Spencer Real Estate Group

    7010 Franklin Ave, Middleton, WI 53562
  • /49

    Starting at $1,409 Per Month

    • 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

    Conservancy Bend Residences

    (608) 471-7859

    2409 Parmenter St, 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
    • /34

      Est $387,157

      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

      • 14% Above List Price
      • $215/SF
      • 2 Days On Market
      • Last Sold Price $340,000
      • Sep 14, 2020

      Last Listing Agent Chelle Sims First Weber, Inc

  • /81

    $1,250,000

    $45K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 2,626 Sq Ft

    5003 Wenlock Rose Ct, Middleton, WI 53562

    Experience refined living on Bishop’s Bay golf course in this fully renovated condo. Recent high-end transformation showcases exceptional craftsmanship + elevated design thru-out. Stunning kitchen offers 2 islands, quartz counters, custom cabs, + high-end appliances Wolf, Bosch + Sub-Zero. ML boasts new hardwood floors, gas fireplace, lux primary suite w/ heated tile bath floors & large walk-in

    Chas Martin Sprinkman Real Estate

    5003 Wenlock Rose Ct, Middleton, WI 53562
  • /50

    Starting at $1,505 Per Month

    • 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

    Deer Creek

    (608) 413-4147

    8561 Greenway Blvd, Middleton, WI 53562
  • /43

    $3,350,000

    Sold Jul 08, 2025

    4713 County Highway M, Middleton, WI 53562

    • 4 Beds
    • 4.5 Baths
    • 7,401 Sq Ft
    • Built 1997

    Last Sold Summary

    • 12% Below List Price
    • $453/SF
    • 307 Days On Market

    Current Estimated Value $3,405,008

    Last Listing Agent Peter Mahler Mahler Sotheby's International

    4713 County Highway M, Middleton, WI 53562
    • /20

      Est $150,969

      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

      • 12% Above List Price
      • $178/SF
      • 179 Days On Market
      • Last Sold Price $135,000
      • Mar 11, 2025

      Last Listing Agent Angi Ackard EXP Realty, LLC

  • /76

    $840,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 3,013 Sq Ft

    1615 Pond View Ct, Middleton, WI 53562

    First time on the market in downtown Middleton, this thoughtfully designed condo is tucked within a quiet cul-de-sac overlooking a peaceful pond. The open-concept main level features soaring ceilings, expansive windows, a primary suite, and a flexible second bedroom currently styled as an office, all complemented by a private deck with tranquil water views. The finished lower level offers two

    Joanna Janas Sprinkman Real Estate

    1615 Pond View Ct, Middleton, WI 53562
  • /50

    Starting at $1,625

    Total Monthly Price

    • 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

    The Foundry - Luxury Living Forged at Greenway Station

    (608) 602-4107

    1600 Aspen Common, Middleton, WI 53562
  • /77

    $1,150,000

    Sold May 15, 2025

    929 Winding Way, Middleton, WI 53562

    • 5 Beds
    • 4.5 Baths
    • 4,947 Sq Ft
    • Built 2003

    Last Sold Summary

    • $232/SF
    • 40 Days On Market

    Current Estimated Value $1,203,255

    Last Listing Agent Joanna Janas Sprinkman Real Estate

    929 Winding Way, Middleton, WI 53562
    • /29

      Est $263,723

      Not Listed For Sale

      8510 Greenway Blvd Unit 104, Middleton, WI 53562

      • 1 Bed
      • 1 Bath
      • 1,073 Sq Ft
      • Built 1998
      8510 Greenway Blvd Unit 104, Middleton, WI 53562

      Last Sold Summary

      • 3% Below List Price
      • $253/SF
      • 13 Days On Market
      • Last Sold Price $272,000
      • Apr 18, 2025

      Last Listing Agent Julia Zehel Compass Real Estate Wisconsin

  • /90

    $1,390,000

    Pending
    • 5 Beds
    • 4.5 Baths
    • 4,996 Sq Ft

    4691 Sunset Ridge Dr, Middleton, WI 53562

    Set within the quiet landscape of Sunset Ridge Estates, this 2007-built residence offers a refined retreat on a sprawling 0.75-acre lot. Spanning nearly 5,000 square feet, the home is defined by thoughtful architecture and a layout that balances entertaining spaces with intimate daily living. Rich cherry floors lead you through a light-filled interior where a great room serves as the anchor,

    Shelly Sprinkman Sprinkman Real Estate

    4691 Sunset Ridge Dr, Middleton, WI 53562
  • /40

    Starting at $1,550 Per Month

    • 2 Beds

    7506-7523 Rohlich Ct, Middleton, WI 53562

    Newly Renovated One and Two-Bedroom Apartment Homes with in-unit laundry, fantastic Middleton location.Just a short walk takes you to the revitalized Middleton downtown restaurants, stores and businesses. Middleton is a northwest suburb of the state capital of Wisconsin, located in the south central part of the state. This beautiful, award-winning, friendly town works hard to live by

    The Court Apartments

    (608) 471-7765

    7506-7523 Rohlich Ct, Middleton, WI 53562
  • /2

    $657,922

    Sold May 14, 2026

    6673 Redpoll Rd, Middleton, WI 53562

    • 5 Beds
    • 3.5 Baths
    • 2,715 Sq Ft
    • Built 2026

    Last Sold Summary

    • $242/SF
    • 0 Days On Market

    Last Listing Agent Cari Wuebben Encore Real Estate Services, I

    6673 Redpoll Rd, Middleton, WI 53562
    • /29

      Est $249,021

      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

      • 3% Above List Price
      • $258/SF
      • 2 Days On Market
      • Last Sold Price $241,000
      • Sep 07, 2023

      Last Listing Agent Maxwell Woods Realty Executives

Showing Results 81 - 120, Page 3 of 18

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