Middleton, WI Homes

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  /66

  $875,000 Pending

  • 5 Beds
  • 4 Baths
  • 3,105 Sq Ft

  1525 Windfield Way, Middleton, WI 53562

  Step inside this beautifully updated Stonefield home and feel instantly at ease. Sunlight fills the gorgeous, remodeled kitchen with its expansive island, walk-in pantry, and wet bar, with access to the updated multi-tiered deck and large backyard. The living room features a cozy gas fireplace and sliding doors to the bright 3-season room with skylights and a hot tub, ideal for relaxing. A

  Mari Slobounov Keller Williams Realty

  1525 Windfield Way, Middleton, WI 53562
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  /20

  $1,220 - $1,390 per month

  Forest Ridge

  Studio - 1 Bed

  2612 Branch St, Middleton, WI 53562

  Beautifully landscaped property nestled next to Pheasant Branch Nature Conservancy and around the corner from a variety of shopping areas, bike paths, bus routes, Lakeview Park and Lake Mendota access! Forest Ridge features spacious studios, lofts and one bedroom apartment homes, each with storage and off-street parking included. Underground parking is available and there is coin-operated laundry

  2612 Branch St, Middleton, WI 53562
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  /28

  $195,000 Sold Dec 12, 2025

  2128 Allen Blvd Unit 3, Middleton, WI 53562

  • 2 Beds
  • 1 Bath
  • 905 Sq Ft
  • Built 1975

  Last Sold Summary

  • 3% Below List Price
  • $215/SF
  • 45 Days On Market

  Current Estimated Value $195,640

  Last Listing Agent Seth Peterson Realty Executives Cooper Spransy

  2128 Allen Blvd Unit 3, Middleton, WI 53562
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  /66

  Est $901,013 Not Listed For Sale

  4416 Blackwolf Run, Middleton, WI 53597

  • 5 Beds
  • 3.5 Baths
  • 3,474 Sq Ft
  • Built 2014

  4416 Blackwolf Run, Middleton, WI 53597

  Last Sold Summary

  • 2% Above List Price
  • $254/SF
  • 4 Days On Market

  Last Sold Price $882,500

  Last Listing Agent Inkwell Realty Team RE/MAX
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  /2

  $559,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,516 Sq Ft

  7122 Johann Farm Rd, Middleton, WI 53562

  Move-in ready 6/5/26. This Olivia home features a thoughtfully designed, open-concept layout ideal for modern living. Offering 3 bedrooms, 2 baths, and a 2-car garage, this home showcases locally made, custom Auburn Ridge® cabinetry, doors, and trim crafted to last. The stylish kitchen includes a center island, quartz countertops, and quality finishes from trusted brands like Kohler®, Moen®, and

  Phillip Mattsson-Boze Stark Company, REALTORS

  7122 Johann Farm Rd, Middleton, WI 53562
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  /13

  $1,351 - $2,055 per month

  Heritage Middleton Senior Apartments

  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!

  6206 Maywood Ave, Middleton, WI 53562
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  $501,000 Sold Jul 01, 2025

  2109 Wood Rd, Middleton, WI 53562

  • 2 Beds
  • 2 Baths
  • 1,846 Sq Ft
  • Built 1952

  Last Sold Summary

  • 1% Above List Price
  • $271/SF
  • 6 Days On Market

  Current Estimated Value $485,178

  Last Listing Agent Spencer Schumacher Spencer Real Estate Group

  2109 Wood Rd, Middleton, WI 53562
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  /9

  Est $627,352 Not Listed For Sale

  4419 Misty Valley Dr, Middleton, WI 53562

  • 3 Beds
  • 3 Baths
  • 2,775 Sq Ft
  • Built 2014

  4419 Misty Valley Dr, Middleton, WI 53562

  Last Sold Summary

  • 2% Below List Price
  • $230/SF
  • 2 Days On Market

  Last Sold Price $638,500

  Last Listing Agent Beth Stoughtenger-DeForge Castle Rock Realty LLC
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  /36

  $1,199,000 Under Contract

  • 4 Beds
  • 3.5 Baths
  • 3,771 Sq Ft

  3466 Nappe Dr, Middleton, WI 53562

  Rare stand-alone condominium in the prestigious, gated Villages of Bishop’s Bay overlooking a serene private pond and filled with abundant natural light. This thoughtfully updated 4-bedroom, 3.5-bath home offers over 3,700 square feet across two beautifully finished levels. Brand-new wide-plank white oak hardwood floors span the main level, while new luxury flooring and carpeting enhance the

  Lindsay Koth Collective Real Estate Group

  3466 Nappe Dr, Middleton, WI 53562
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  /6

  $1,650 per month

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft
  • Condo for Rent

  7424 Franklin Ave Unit 3, Middleton, WI 53562

  Property Id: 1849749Cute 1bed/1bath, with nice den off of living room (has been used as 2nd bedroom). Has nice porch overlooking backyard off of kitchen!

  7424 Franklin Ave Unit 3, Middleton, WI 53562
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  /35

  $270,000 Sold Oct 08, 2025

  3156 Patty Ln, Middleton, WI 53562

  • 2 Beds
  • 1.5 Baths
  • 1,050 Sq Ft
  • Built 1979

  Last Sold Summary

  • 1% Above List Price
  • $257/SF
  • 9 Days On Market

  Current Estimated Value $267,912

  Last Listing Agent Mary Duff Stark Company, REALTORS

  3156 Patty Ln, Middleton, WI 53562
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  /37

  Est $499,393 Not Listed For Sale

  7178 Belle Fontaine Blvd, Middleton, WI 53562

  • 3 Beds
  • 2.5 Baths
  • 1,976 Sq Ft
  • Built 2014

  7178 Belle Fontaine Blvd, Middleton, WI 53562

  Last Sold Summary

  • 2% Below List Price
  • $257/SF
  • 16 Days On Market

  Last Sold Price $508,000

  Last Listing Agent Dan Chin Homes Team Real Broker LLC
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  /57

  $522,500 New Construction

  • 2 Beds
  • 2 Baths
  • 1,355 Sq Ft

  6667 Redpoll Rd, Middleton, WI 53562

  Move-in ready! Welcome to Redtail Ridgefeaturing Middleton Schools! Single-level, open concept living! Kitchen features quartz countertops, large island, granite sink, ceramic tile backsplash, slate appliances & pantry. Great room includes gas fireplace & extra flex area. Private primary bedroom suite with walk-in closet and bathroom with tile shower & dual sinks. Large main floor laundry room.

  Encore Homes, Inc Builder

  6667 Redpoll Rd, Middleton, WI 53562
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  /2

  $1,850 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft
  • Condo for Rent

  301 Harbour Town Dr, Madison, WI 53717

  Spacious 2 bedrooms 2 Bathrooms Condo located at very desirable west madison near shopping, restaurants, parks, and easy excess to Beltline, Condominium also offers indoor all season swimming pool, gym, clubhouse, Elevator and underground assigned parking with spacious storage room. Available 07/01/2025.

  301 Harbour Town Dr, Madison, WI 53717
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  /45

  $515,000 Sold Jun 30, 2025

  2422 Amherst Rd, Middleton, WI 53562

  • 3 Beds
  • 2.5 Baths
  • 2,064 Sq Ft
  • Built 2012

  Last Sold Summary

  • 3% Above List Price
  • $250/SF
  • 3 Days On Market

  Current Estimated Value $510,790

  Last Listing Agent Bryan Burrows Keller Williams Realty

  2422 Amherst Rd, Middleton, WI 53562
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  /31

  Est $619,722 Not Listed For Sale

  4425 Blackwolf Run, Middleton, WI 53597

  • 3 Beds
  • 2.5 Baths
  • 1,910 Sq Ft
  • Built 2015

  4425 Blackwolf Run, Middleton, WI 53597

  Last Sold Summary

  • 13% Above List Price
  • $288/SF
  • 4 Days On Market

  Last Sold Price $550,000

  Last Listing Agent Yvonne Gern Compass Real Estate Wisconsin
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  $1,150,000

  • 5 Beds
  • 4 Baths
  • 3,413 Sq Ft

  6644 Columbus Dr, Middleton, WI 53562

  Discover timeless Mid-Century Modern ranch living in the heart of Middleton. This nearly 3,500 sqft home offers exceptional space & a premier location just one block from the conservancy. This unique 5BR/4BA residence is designed for flexible living. Occupy the spacious 4BR main level while generating income from the private-entry MIL suite w/ indoor parking. A separate LL apartment with its own

  Lisa Ashley Mahler Sotheby's International Realty

  6644 Columbus Dr, Middleton, WI 53562
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  /14

  $1,800 - $2,800 total monthly price

  • 2 - 3 Beds
  • 2 Baths
  • 1,054 Sq Ft
  • Condo for Rent

  2317 Parmenter St, Middleton, WI 53562

  This property at 2317 Parmenter St offers a range of rental options with 1 to 3 bedrooms and 1 to 2 bathrooms, accommodating various living arrangements. The square footage ranges from 800 to over 2000, providing ample space for residents. Key amenities include an elevator for easy access, air conditioning for comfort, and a smoke-free environment. Each unit features a dishwasher and in-unit

  2317 Parmenter St, Middleton, WI 53562
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  $815,000 Sold Feb 18, 2026

  7329 Longmeadow Rd, Madison, WI 53717

  • 4 Beds
  • 3.5 Baths
  • 3,269 Sq Ft
  • Built 1987

  Last Sold Summary

  • 5% Above List Price
  • $249/SF
  • 93 Days On Market

  Current Estimated Value $797,182

  Last Listing Agent Jason Berning Realty Executives Cooper Spransy

  7329 Longmeadow Rd, Madison, WI 53717
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  /59

  Not Listed For Sale

  5055 Congressional Hill, Middleton, WI 53597

  • 4 Beds
  • 3.5 Baths
  • 3,278 Sq Ft
  • Built 2015

  5055 Congressional Hill, Middleton, WI 53597

  Last Sold Summary

  • $214/SF
  • 65 Days On Market

  Last Sold Price $700,000

  Last Listing Agent Inkwell Realty Team RE/MAX
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  /87

  $561,684 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,995 Sq Ft

  Winterberry Cottage Plan at Redtail Ridge - Single Family Homes, Middleton, WI 53562

  Downsize into complete freedom with this cute cottage style home! The cherry on top is the main level primary bedroom suite: everything you need and no wasted space. The upper level leaves plenty of room for your creativity, so start dreaming nowsewing room, art studio, den, guest bedroomsits up to you!

  Encore Homes, Inc Builder

  6976 Belle Fontaine Blvd Unit 37141584, Middleton, WI 53562
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  /14

  $1,800 - $2,800 total monthly price

  • 2 - 3 Beds
  • 2 Baths
  • 1,054 Sq Ft
  • Condo for Rent

  2317 Parmenter St, Middleton, WI 53562

  This property at 2317 Parmenter St offers a range of rental options with 1 to 3 bedrooms and 1 to 2 bathrooms, accommodating various living arrangements. The square footage ranges from 800 to over 2000, providing ample space for residents. Key amenities include an elevator for easy access, air conditioning for comfort, and a smoke-free environment. Each unit features a dishwasher and in-unit

  2317 Parmenter St, Middleton, WI 53562
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  $500,000 Sold May 20, 2025

  7615 Terrace Ave, Middleton, WI 53562

  • 3 Beds
  • 2 Baths
  • 1,902 Sq Ft
  • Built 1901

  Last Sold Summary

  • 4% Above List Price
  • $263/SF
  • 7 Days On Market

  Current Estimated Value $481,036

  Last Listing Agent Spencer Schumacher Spencer Real Estate Group

  7615 Terrace Ave, Middleton, WI 53562
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  /49

  Est $844,783 Not Listed For Sale

  4430 Back Nine Dr, Middleton, WI 53597

  • 4 Beds
  • 3.5 Baths
  • 3,143 Sq Ft
  • Built 2015

  4430 Back Nine Dr, Middleton, WI 53597

  Last Sold Summary

  • 13% Above List Price
  • $239/SF
  • 50 Days On Market

  Last Sold Price $749,900

  Last Listing Agent Rachel Kvasnica RE/MAX
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  /37

  $462,800 Pending

  • 3 Beds
  • 3.5 Baths
  • 2,130 Sq Ft

  6874 Belle Fontaine Blvd, Middleton, WI 53562

  Under construction; estimated completion 5/21/26. Welcome to Redtail Ridge Townhomes--featuring Middleton Schools! New townhomes with unimpeded views of 4 acre park across the street! Main level open concept living with stainless/granite kitchens and baths. 3 beds & 2 baths upstairs, 2-car attached garage & ample storage space. Finished basement INCLUDED. Garage enters at basement level. Shared

  Cari Wuebben Encore Real Estate Services, I

  6874 Belle Fontaine Blvd, Middleton, WI 53562
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  /30

  $1,995 total monthly price

  • 2 Beds
  • 1.5 Baths
  • 989 Sq Ft
  • Condo for Rent

  2824 Pleasant View Rd Unit 2824, Middleton, WI 53562

  Rent this 2 bedroom condo in the Whispering Pines Condo Development. Great location with easy access to everything the West Side has to offer!This main floor condo features an open concept living and kitchen area. The fully equipped kitchen offers stainless steel appliances and a convenient snack bar. Sliding patio doors off the dining area lead to a private patio.Down the hallway

  2824 Pleasant View Rd Unit 2824, Middleton, WI 53562
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  $1,000,000 Sold Jun 30, 2025

  4242 Savannah Ct, Middleton, WI 53562

  • 4 Beds
  • 4.5 Baths
  • 4,743 Sq Ft
  • Built 1998

  Last Sold Summary

  • 17% Below List Price
  • $211/SF
  • 124 Days On Market

  Current Estimated Value $1,016,048

  Last Listing Agent Chas Martin Sprinkman Real Estate

  4242 Savannah Ct, Middleton, WI 53562
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  /47

  Est $911,624 Not Listed For Sale

  6655 S Chickahauk Trail, Middleton, WI 53562

  • 4 Beds
  • 2.5 Baths
  • 3,960 Sq Ft
  • Built 2016

  6655 S Chickahauk Trail, Middleton, WI 53562

  Last Sold Summary

  • 1% Below List Price
  • $232/SF
  • 30 Days On Market

  Last Sold Price $919,000

  Last Listing Agent Dick Bloomenkranz Collective Real Estate Group
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  /3

  $246,000

  • Land
  • 0.08 Acre
  • $3,075,000 per Acre

  Lot 31 Belle Farm, Middleton, WI 53562

  Build your dream home in Belle Farm, Middleton’s new eco-wellness neighborhood designed for connection, sustainability, and a better way of living. This Nest Home lot includes a beautifully designed Brio-built home plan of approximately 2,400 sq ft, blending modern architecture with energy-efficient systems and thoughtful design. With Brio’s expert team and transparent process, you’ll have a

  Beth Davis Compass Real Estate Wisconsin

  Lot 31 Belle Farm, Middleton, WI 53562
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  /9

  $2,463 total monthly price

  • 3 Beds
  • 1.5 Baths
  • 1,400 Sq Ft
  • Townhouse for Rent

  6314 Maywood Ave, Middleton, WI 53562

  Three bed, one and a half bath duplex located in Middleton, WI. Fully remodeled in 2023! New windows, patio door, patio, appliances, kitchen, bathrooms, lighting, and flooring. This duplex also has a single garage stall and off-street parking spots for two additional cars. Snow removal is contracted by management and included in the total rent cost. Lawncare is a shared tenant

  6314 Maywood Ave, Middleton, WI 53562
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  /65

  $875,000 Sold Sep 19, 2025

  3315 River Birch Ln, Middleton, WI 53562

  • 3 Beds
  • 3.5 Baths
  • 3,254 Sq Ft
  • Built 2000

  Last Sold Summary

  • $269/SF
  • 1 Day On Market

  Current Estimated Value $878,845

  Last Listing Agent Shelly Sprinkman Sprinkman Real Estate

  3315 River Birch Ln, Middleton, WI 53562
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  Est $1,232,534 Not Listed For Sale

  5046 Congressional Hill, Middleton, WI 53597

  • 5 Beds
  • 5 Baths
  • 4,533 Sq Ft
  • Built 2016

  5046 Congressional Hill, Middleton, WI 53597

  Last Sold Summary

  • 8% Above List Price
  • $252/SF
  • 2 Days On Market

  Last Sold Price $1,143,000

  Last Listing Agent Carolyn Doering Bunbury & Assoc, REALTORS
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  /39

  $169,900

  • 2 Beds
  • 1 Bath
  • 870 Sq Ft

  7106 Fortune Dr Unit 1, Middleton, WI 53562

  2 bed, 1 bath corner unit condo, with a walkout patio overlooking Tiedeman Pond. Condo has tons of natural light, an open dining area, and two generously sized bedrooms. Condo common areas include a community room, nearby laundry room, and a secure storage locker. The monthly condo fee covers heat, water and sewer, and WiFi--making budgeting simple and stress-free. An assigned outdoor parking

  Alex Statz Wilkinson Auction & Realty Co.

  7106 Fortune Dr Unit 1, Middleton, WI 53562
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  /17

  $1,175 total monthly price

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Condo for Rent

  1831 Parmenter St Unit 6, Middleton, WI 53562

  Opera House Apartments in Downtown MiddletonA quiet, modern, newly remodeled apartment in the Historic Opera House located in the beautiful downtown Middleton. It is one of six units in this security locked apartment building on the second floor. It is a charming apartment with plenty of room for you to make yourself at home. Featuring a nice size sunny living room, walk through

  1831 Parmenter St Unit 6, Middleton, WI 53562
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  /2

  $727,255 Sold Sep 18, 2025

  6648 Junco Dr, Middleton, WI 53562

  • 4 Beds
  • 3.5 Baths
  • 2,522 Sq Ft
  • Built 2025

  Last Sold Summary

  • $288/SF
  • 0 Days On Market

  Last Listing Agent Cari Wuebben Encore Real Estate Services, I

  6648 Junco Dr, Middleton, WI 53562
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  /45

  Est $851,709 Not Listed For Sale

  5037 St Annes Dr, Middleton, WI 53562

  • 4 Beds
  • 4 Baths
  • 3,526 Sq Ft
  • Built 2015

  5037 St Annes Dr, Middleton, WI 53562

  Last Sold Summary

  • 13% Above List Price
  • $214/SF
  • 96 Days On Market

  Last Sold Price $755,000

  Last Listing Agent Bill Santner II First Weber Inc
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  /5

  $159,000

  • Land
  • 0.09 Acre
  • $1,766,667 per Acre

  6616 Linnet Ln, Middleton, WI 53562

  Build in Redtail Ridge, a thoughtfully planned Middleton neighborhood offering modern living with access to nature and everyday conveniences. This homesite is located near protected green space and close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Residents enjoy access to 30+ parks and natural areas,

  Aeryn Barry Tim O'Brien Homes LLC

  6616 Linnet Ln, Middleton, WI 53562
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  /15

  $3,450 total monthly price

  • 4 Beds
  • 3 Baths
  • 2,315 Sq Ft
  • House for Rent

  8845 Red Beryl Dr, Middleton, WI 53562

  This spacious 4 bedroom, 3 bath ranch won't last long. With maple cabinets and stainless steel appliances in the kitchen that opens to the family room this open floor plan is right for you. The large master bath has a tiled shower and large walk-in closet. The lower level is finished with full bath, rec room and bedroom. This home has lots of storage room. Enjoy your oversized deck overlooking

  8845 Red Beryl Dr, Middleton, WI 53562
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  /2

  $554,879 Sold Jun 03, 2025

  6602 Redpoll Rd, Middleton, WI 53562

  • 3 Beds
  • 2.5 Baths
  • 1,865 Sq Ft
  • Built 2025

  Last Sold Summary

  • $298/SF
  • 0 Days On Market

  Last Listing Agent Cari Wuebben Encore Real Estate Services, I

  6602 Redpoll Rd, Middleton, WI 53562
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  /49

  Est $732,100 Not Listed For Sale

  2647 Sand Pearl Trail, Middleton, WI 53562

  • 3 Beds
  • 2 Baths
  • 3,501 Sq Ft
  • Built 2012

  2647 Sand Pearl Trail, Middleton, WI 53562

  Last Sold Summary

  • 13% Above List Price
  • $186/SF
  • 7 Days On Market

  Last Sold Price $650,000

  Last Listing Agent Mary Schultz Century 21 Affiliated

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