Middleton, WI Homes

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  $495,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,873 Sq Ft

  5902 Roosevelt St, Middleton, WI 53562

  Beautifully updated Middleton home close to Lake Mendota + ideally located w/ quick access to Pheasant Branch Conservancy. Inside, enjoy bamboo floors, new LVP entryways, updated carpet, + custom built-ins. Spacious, updated kitchen w/ dinette features quartz countertops, tile flooring + backsplash. Welcoming living room w/ fireplace, 3 beds including primary suite to complete main level. Lower

  Chas Martin Sprinkman Real Estate

  5902 Roosevelt St, Middleton, WI 53562
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  $1,422 - $2,520 per month

  Market West Apartments

  Studio - 3 Beds

  8420 Market St, Middleton, WI 53562

  Flexible Lease Start Dates and Short-term Options Available!Much more than an apartment community, Market West is the vanguard of upscale housing. Here you will find the ideal hub for urbanites who prefer close proximity to the city, yet still want to enjoy a walkable neighborhood with social and cultural opportunities in abundance. There are no comparisons! Market West apartment homes

  8420 Market St, Middleton, WI 53562
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  /50

  $302,500 Sold Jan 10, 2025

  5220 Frisco Ct Unit 5220, Middleton, WI 53562

  • 2 Beds
  • 2.5 Baths
  • 1,150 Sq Ft
  • Built 2006

  Last Sold Summary

  • 2% Below List Price
  • $263/SF
  • 16 Days On Market

  Current Estimated Value $316,950

  Last Listing Agent Kathy Smith Epping Restaino & Associates

  5220 Frisco Ct Unit 5220, Middleton, WI 53562
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  /21

  Est $324,000 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,427 Sq Ft

  8510 Greenway Blvd Unit 206, Middleton, WI 53562

  8510 Greenway Blvd Unit 206, Middleton, WI 53562
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  $875,000 Under Contract

  • 4 Beds
  • 3.5 Baths
  • 2,878 Sq Ft

  6724 Aldo Leopold Way, Middleton, WI 53562

  Timeless design meets modern convenience in this beautifully maintained Craftsman. Ideally situated in the heart of Middleton Hills, you’re steps from schools, shopping, neighborhood parks, and the Pheasant Branch Conservancy. Inside, wide-plank walnut floors anchor the open main level with a chef’s kitchen featuring a Viking range, granite counters, and a dedicated home workstation. A screened

  Julie Bernauer Sprinkman Real Estate

  6724 Aldo Leopold Way, Middleton, WI 53562
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  $2,795 per month

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

  8951 White Coral Way, Middleton, WI 53562

  Two-story single-family house for rent in the beautiful Hidden Oak Subdivision, within City of Middleton limits, first floor boasts a large open concept living room, modern kitchen with custom Cherrywood cabinets, granite countertops, stainless steel appliances, large full glass door from dinette goes out to a private deck, walk upstairs towards 3 generally-sized bdrm and 2 full baths, partially

  Xianjing Shan OnePlus Realty Team

  8951 White Coral Way, Middleton, WI 53562
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  /41

  $540,000 Sold Jun 18, 2025

  6620 Hubbard Ave, Middleton, WI 53562

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft
  • Built 1960

  Last Sold Summary

  • 4% Above List Price
  • $344/SF
  • 2 Days On Market

  Current Estimated Value $533,372

  Last Listing Agent Dick Bloomenkranz Collective Real Estate Group

  6620 Hubbard Ave, Middleton, WI 53562
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  Est $743,126 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,037 Sq Ft

  9914 Autumn Breeze Rd, Middleton, WI 53562

  9914 Autumn Breeze Rd, Middleton, WI 53562
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  /90

  $4,500,000

  • 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
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  $1,540 - $3,250 per month

  Cariad

  Studio - 2 Beds

  6230 University Ave, Middleton, WI 53562

  If you’re looking for an apartment with high-end amenities, top-notch finishes, and creative floorplans and designs, look no further than Cariad. These luxury apartment homes feature floor to ceiling windows, private balconies, and views that bring a smile to your face no matter the time of year with many views of Marshall Park and Lake Mendota. And that’s just for starters. Add quartz

  6230 University Ave, Middleton, WI 53562
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  $425,000 Sold May 16, 2025

  3717 High Rd, Middleton, WI 53562

  • 3 Beds
  • 2.5 Baths
  • 1,550 Sq Ft
  • Built 1970

  Last Sold Summary

  • 15% Below List Price
  • $274/SF
  • 228 Days On Market

  Current Estimated Value $437,093

  Last Listing Agent Jason Needham Collective Real Estate Group

  3717 High Rd, Middleton, WI 53562
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  Est $1,179,151 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 4,441 Sq Ft

  9802 Shadow Ridge Trail, Middleton, WI 53562

  9802 Shadow Ridge Trail, Middleton, WI 53562
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  /55

  $1,799,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 3,543 Sq Ft

  4029 Serenbe St, Middleton, WI 53703

  Move-in ready Cottage at Belle Farm, Middleton’s walkable eco, health and wellness neighborhood. This high-performance 5-bedroom home on a corner lot provides a separately accessed 1 bed/1 bath apartment above the garage... offering flexible spaces for guests, remote work, rental income, etc. The sustainable home features solar panels, geothermal heating and cooling, EV-ready wiring, deep-rooted

  Estella Moschkau Sprinkman Real Estate

  4029 Serenbe St, Middleton, WI 53703
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  /20

  $2,199 per month

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Apartment for Rent

  1818 Parmenter St Unit 2, Middleton, WI 53562

  Middleton Center luxury apartments in Middleton offer the newest, lavish apartments in the heart of the charming downtown scene. Head downstairs and get your workout in with your free membership to Peter Kraus Fitness. Relax on the sky deck and take in the city views. Middleton Center offers a variety of different apartment floor plans to fit your lifestyle. Enjoy unique amenities including a

  Janie Krohmer T. Wall Enterprises Mgt, LLC

  1818 Parmenter St Unit 2, Middleton, WI 53562
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  $392,000 Sold Mar 17, 2025

  6963 Belle Fontaine Blvd, Middleton, WI 53562

  • 3 Beds
  • 2.5 Baths
  • 1,435 Sq Ft
  • Built 2024

  Last Sold Summary

  • $273/SF
  • 19 Days On Market

  Current Estimated Value $406,336

  Last Listing Agent Cari Wuebben Encore Real Estate Services, I

  6963 Belle Fontaine Blvd, Middleton, WI 53562
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  /42

  Est $812,290 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,982 Sq Ft

  6750 S Chickahauk Trail, Middleton, WI 53562

  6750 S Chickahauk Trail, Middleton, WI 53562
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  $820,000

  • 3 Beds
  • 2.5 Baths
  • 2,352 Sq Ft

  6811 Aldo Leopold Way, Middleton, WI 53562

  This Middleton Hills gem blends easy living with classic Craftsman style! Everything you need is on the main level, including primary suite w/walk-in closet and large ensuite bath. Living room showcases beautiful built-ins and gas fireplace. Large kitchen offers abundant storage and an island w/breakfast bar. French doors lead to a den that flows to a screened porch and 2-car garage. Plus,

  Spencer Schumacher Spencer Real Estate Group

  6811 Aldo Leopold Way, Middleton, WI 53562
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  $1,445 - $2,375 per month

  Boulder Creek

  1 - 2 Beds

  1080 N Pleasant View Rd, Middleton, WI 53562

  Conveniently located in the Blackhawk neighborhood on Madison’s west side. It is a great choice for those who are looking at townhouses or lofts and want to get away from it all—without getting too far from it all. Boulder Creek luxury apartments, townhouses, and lofts are located just minutes from West Towne Mall, the upscale shops of Greenway Station, and the trendy boutiques and restaurants of

  1080 N Pleasant View Rd, Middleton, WI 53562
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  $355,000 Sold Jul 02, 2025

  8530 Greenway Blvd Unit 214, Middleton, WI 53562

  • 2 Beds
  • 2 Baths
  • 1,417 Sq Ft
  • Built 1996

  Last Sold Summary

  • 5% Below List Price
  • $251/SF
  • 30 Days On Market

  Current Estimated Value $352,500

  Last Listing Agent Cait Berry Berkshire Hathaway HomeServices True Realty

  8530 Greenway Blvd Unit 214, Middleton, WI 53562
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  /42

  Est $767,617 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,294 Sq Ft

  328 Little Bear Dr, Middleton, WI 53562

  328 Little Bear Dr, Middleton, WI 53562
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  $685,000

  • 4 Beds
  • 2.5 Baths
  • 3,275 Sq Ft

  3716 Lexington Cir, Middleton, WI 53562

  Rare second chance! Tucked away on a quiet cul-de-sac, this beautifully cared-for property offers plenty of space inside & out. Enjoy energy savings with the 7.67 kW solar system, which is fully paid for, and an efficient low-temp heat pump & 22 SEER A/C. Relax on the screened porch and deck overlooking the big yard, or retreat to your stunning primary suite with rain shower and a huge walk-in

  Spencer Schumacher Spencer Real Estate Group

  3716 Lexington Cir, Middleton, WI 53562
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  /3

  $2,199 per month

  • 2 Beds
  • 2 Baths
  • 1,371 Sq Ft
  • Apartment for Rent

  5251 Bishops Bay Pkwy, Middleton, WI 53597

  Gorgeous upscale apartments located in the beautiful neighborhood of The Community of Bishops Bay! You will find The Masters in a country-like setting nestled between Middleton and Waunakee. The elegant clubhouse at The Community of Bishops Bay has everything you need including a well-appointed community room, a complimentary coffee bar and a convenient conference center for business meetings

  Janie Krohmer T. Wall Enterprises Mgt, LLC

  5251 Bishops Bay Pkwy, Middleton, WI 53597
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  $825,000 Sold Apr 18, 2025

  6639 Columbus Dr, Middleton, WI 53562

  • 4 Beds
  • 2.5 Baths
  • 3,322 Sq Ft
  • Built 1963

  Last Sold Summary

  • 10% Above List Price
  • $248/SF
  • 11 Days On Market

  Current Estimated Value $811,573

  Last Listing Agent Eric Breidel Investment Realty Services LLC

  6639 Columbus Dr, Middleton, WI 53562
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  /31

  Not Listed For Sale

  L1 Tumbledown Tr, Middleton, WI 53593

  L1 Tumbledown Tr, Middleton, WI 53593
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  /73

  $1,849,900 Under Contract

  • 4 Beds
  • 6 Baths
  • 6,111 Sq Ft

  3931 S Meadow Dr, Middleton, WI 53562

  Nestled on 3.5 private acres in Fox Bluff, this stunning French Country estate blends refined elegance with natural beauty. Enjoy serene views and your own orchard bordering the peaceful Holy Wisdom Monastery. Inside, exceptional craftsmanship shines from the grand two-story foyer and open staircase to the library with custom built-ins. The gourmet kitchen showcases granite countertops, high-end

  Charles Wills The Wills Agency

  3931 S Meadow Dr, Middleton, WI 53562
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  $1,700 per month

  Waterside

  2 Beds

  9201 Waterside St, Middleton, WI 53562

  Waterside is one of our three properties conveniently located in the prestigious Blackhawk Neighborhood on Madison’s west side. Nestled among luxury homes and condominiums, it’s adjacent to a beautiful city park and a short walk to the public 27-hole Pleasant View Golf Course. In a matter of minutes, you can drive to West Towne Mall, the 35+ retail shops and restaurants of Greenway Station, or

  9201 Waterside St, Middleton, WI 53562
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  $431,250 Sold Jul 18, 2025

  7017 University Ave, Middleton, WI 53562

  • 3 Beds
  • 2 Baths
  • 1,974 Sq Ft
  • Built 1953

  Last Sold Summary

  • 18% Below List Price
  • $218/SF
  • 87 Days On Market

  Current Estimated Value $453,379

  Last Listing Agent Kris Teasdale Restaino & Associates

  7017 University Ave, Middleton, WI 53562
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  /50

  Est $872,431 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,493 Sq Ft

  6739 N Chickahauk Trail, Middleton, WI 53562

  6739 N Chickahauk Trail, Middleton, WI 53562
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  $3,450,000

  • 4 Beds
  • 4.5 Baths
  • 5,494 Sq Ft

  5029 Saint Cyr Rd, Middleton, WI 53562

  Exceptional custom-built lakefront home showcasing impeccable design + craftsmanship thru-out. Constructed w/ the finest materials, home features stunning millwork, custom cabinetry + exquisite finishes. Chef’s kitchen boasts dual islands + top-of-the-line appliances. French doors from the great room + sunroom open to beautiful lakefront patio, offering seamless indoor-outdoor living +

  Chas Martin Sprinkman Real Estate

  5029 Saint Cyr Rd, Middleton, WI 53562
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  $1,415 - $2,480 per month

  Lesilve

  1 - 2 Beds

  8560 Greenway Blvd, Middleton, WI 53562

  The LeSilve community in Middleton offers luxurious and spacious studios, one-bedroom, one-bedroom plus dens and two-bedroom apartment homes with the comfort & luxury you deserve. The choice is yours . . . with 27 different floor plans, LeSilve Apartments has the perfect apartment home for you.Apartment amenities include underground parking, gas fireplaces and jacuzzi tubs in select apartments,

  8560 Greenway Blvd, Middleton, WI 53562
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  $1,200,000 Sold Jun 05, 2025

  3748 Pheasant Branch Rd, Middleton, WI 53562

  • 4 Beds
  • 3.5 Baths
  • 3,474 Sq Ft
  • Built 2006

  Last Sold Summary

  • 12% Above List Price
  • $345/SF
  • 2 Days On Market

  Current Estimated Value $1,150,483

  Last Listing Agent MHB Real Estate Team MHB Real Estate

  3748 Pheasant Branch Rd, Middleton, WI 53562
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  /43

  Est $640,022 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,910 Sq Ft

  2008 Butler Ct, Middleton, WI 53562

  2008 Butler Ct, Middleton, WI 53562
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  $649,900

  • 4 Beds
  • 2.5 Baths
  • 2,444 Sq Ft

  3702 Nathan Hale Ct, Middleton, WI 53562

  This 4 bedroom, 2 1/2 bath, 2 story Colonial home has it all! Brand new large kitchen from the flooring up! Just completed-high end Built in oversized gas range & hood/fan, oven & microwave, custom cabinets, quartz counters, huge center island with breakfast bar & double door pantry. Front multi-purpose room (formal dining/formal living rm or den/office). Large family room with floor to ceiling

  Patrick Hilgers First Weber Inc

  3702 Nathan Hale Ct, Middleton, WI 53562
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  /17

  $1,338 - $2,980 per month

  The West Edge

  Studio - 3 Beds

  1312 John Q Hammons Dr, Middleton, WI 53562

  Welcome to The West Edge luxury apartments located in Middleton, WI. Now leasing spacious studio, one, two, and three-bedroom apartments near Highway 12 & Greenway Station. Each creatively designed apartment offers an open-concept floor plan with finishes including stone countertops, stainless steel appliances, a tile kitchen backsplash, and an abundance of natural light with spectacular views.

  1312 John Q Hammons Dr, Middleton, WI 53562
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  $567,250 Sold Mar 24, 2025

  3804 Bunker Hill, Middleton, WI 53562

  • 3 Beds
  • 3 Baths
  • 2,779 Sq Ft
  • Built 1978

  Last Sold Summary

  • 8% Above List Price
  • $204/SF
  • 36 Days On Market

  Current Estimated Value $585,443

  Last Listing Agent Spencer Schumacher Spencer Real Estate Group

  3804 Bunker Hill, Middleton, WI 53562
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  /15

  Est $463,691 Not Listed For Sale

  4932 Augusta Dr, Middleton, WI 53597

  4932 Augusta Dr, Middleton, WI 53597
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  /33

  $350,000

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  5805 Roosevelt St, Middleton, WI 53562

  Location, location, location! This home is not only just a block from Lake Mendota, but it is also within a short stroll to Pheasant Branch Conservancy, dining options, and various amenities. Upon entering, you’ll be greeted by a charming living room featuring hardwood floors and a rustic fireplace. Beyond the French doors lies a bright, versatile space that can serve as an additional living or

  Spencer Schumacher Spencer Real Estate Group

  5805 Roosevelt St, Middleton, WI 53562
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  /17

  $1,475 per month

  Flats at Middleton Shores

  2 Beds

  6110-6130 Century Ave, Middleton, WI 53562

  Welcome to Middleton Shores Apartments — where serenity meets convenience!Nestled on the quiet outskirts of Madison, Middleton Shores Apartments offers the ideal balance of relaxation and accessibility. Located at the intersection of Allen Boulevard and Century Avenue, our community provides a peaceful retreat while keeping you close to everything you need.Living at Middleton

  6110-6130 Century Ave, Middleton, WI 53562
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  $1,200,000 Sold May 09, 2025

  4880 Pine Cone Cir, Middleton, WI 53562

  • 4 Beds
  • 3.5 Baths
  • 4,376 Sq Ft
  • Built 1993

  Last Sold Summary

  • $274/SF
  • 23 Days On Market

  Current Estimated Value $1,208,237

  Last Listing Agent Pam Widen Coldwell Banker Real Estate Group

  4880 Pine Cone Cir, Middleton, WI 53562
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  /20

  Est $533,000 Not Listed For Sale

  5028 Augusta Dr, Middleton, WI 53597

  5028 Augusta Dr, Middleton, WI 53597

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