Middleton, WI Homes for Sale under $400,000

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  /37

  $315,000

  • 2 Beds
  • 1.5 Baths
  • 1,250 Sq Ft

  2805 Century Harbor Rd Unit 4, Middleton, WI 53562

  Show 8/13 - Lake living meets modern convenience at Century Harbor Condominiums! Ideally situated just steps from beautiful Lake Mendota, this bright and inviting 2-bedroom, 1.5-bath condo offers the perfect blend of comfort, updates, and an unbeatable location. The spacious primary suite features a walk-in closet and private half bath, while abundant windows and vaulted ceilings fill the home

  Chris Barreau MHB Real Estate

  2805 Century Harbor Rd Unit 4, Middleton, WI 53562
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  /25

  $300,000

  • 2 Beds
  • 2 Baths
  • 1,414 Sq Ft

  3108 Creekview Dr Unit 5, Middleton, WI 53562

  Middleton schools! This beautifully updated 2-bedroom, 2-bath condo features two recently remodeled bathrooms and a spacious, open layout. The large living room with a gas fireplace opens to a private patio, creating the perfect space to relax or entertain. The generously sized kitchen and dining room offer plenty of room for gatherings. Additional highlights include private in-unit laundry, a

  Joe Armentrout Pinnacle Real Estate Group LLC

  3108 Creekview Dr Unit 5, Middleton, WI 53562
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  /12

  $210,000

  $49K PRICE INCREASE

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

  662 Rustic Rise Way, Middleton, WI 53593

  Discover the perfect balance of city convenience and country charm at Fox Knoll, Madison’s newest sought-after subdivision! Nestled on the quiet west side and within the Middleton-Cross Plains School District, Fox Knoll offers 74 spacious single family home lots with phase one featuring 50 homesites ranging from .21 to .36 acres. Enjoy serene living with Pope Farm Conservancy and Pioneer Park

  Steve Britt Spencer Real Estate Group

  662 Rustic Rise Way, Middleton, WI 53593
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  $390,000

  Open Sat 11AM - 1PM

  • 3 Beds
  • 1.5 Baths
  • 1,900 Sq Ft

  3550 Valley Ridge Rd, Middleton, WI 53562

  Welcome to Orchid Heights Townhomes! Located close to beautiful Lake Mendota, walking trails and the scenic of Pheasant Branch Conservancy. Enjoy low-maintenance living with lawn care and snow removal included, a community pool and picnic area. This beautifully updated townhome features a completely renovated kitchen, updated bathrooms, updated flooring and new carpet on the upper level. The

  Jeannie LaMarre Keller Williams Inspire

  3550 Valley Ridge Rd, Middleton, WI 53562
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  /12

  $200,000

  $13K PRICE INCREASE

  • Land
  • 10,018 Sq Ft
  • $869,565 per Acre

  640 Rustic Rise Way, Middleton, WI 53593

  Discover the perfect balance of city convenience and country charm at Fox Knoll, Madison’s newest sought-after subdivision! Nestled on the quiet west side and within the Middleton-Cross Plains School District, Fox Knoll offers 74 spacious single family home lots with phase one featuring 50 homesites ranging from .21 to .36 acres. Enjoy serene living with Pope Farm Conservancy and Pioneer Park

  Steve Britt Spencer Real Estate Group

  640 Rustic Rise Way, Middleton, WI 53593
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  /2

  $369,900

  • Land
  • 25,700 Sq Ft
  • $626,949 per Acre

  Lot 36 Eden Ct, Middleton, WI 53593

  Build your dream custom home with Jason Thomas Homes on Lot 36 in Pioneer Pointe, a top golf community offering scenic views and luxury homes. This spacious lot offers a flexible building area backing to the golf course, with views of the green on hole 4 at Pioneer Pointe Golf Course, making it perfect for a thoughtfully designed home that suits your lifestyle. Live in a desirable neighborhood

  Alden Cleary Jason Thomas Homes LLC

  Lot 36 Eden Ct, Middleton, WI 53593
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  /12

  $215,000

  $47K PRICE INCREASE

  • Land
  • 11,761 Sq Ft
  • $796,296 per Acre

  651 Rustic Rise Way, Middleton, WI 53593

  Discover the perfect balance of city convenience and country charm at Fox Knoll, Madison’s newest sought-after subdivision! Nestled on the quiet west side and within the Middleton-Cross Plains School District, Fox Knoll offers 74 spacious single family home lots with phase one featuring 50 homesites ranging from .21 to .36 acres. Enjoy serene living with Pope Farm Conservancy and Pioneer Park

  Steve Britt Spencer Real Estate Group

  651 Rustic Rise Way, Middleton, WI 53593
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  /30

  $250,000

  Open Sat 11AM - 1PM

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft

  2809 Century Harbor Rd, Middleton, WI 53562

  OPEN SAT AUG 15TH 11:00-1:00! LAKE MENDOTA FRONTAGE! MODERN UPDATES! GARAGE! EXCELLENT MIDDLETON LOCATION! $250,000! Yes! This condo project has prime frontage on the Lake & possibilities for a boat slip! Rare opportunity! Perfect for those who want a second home on the lake or a year-round perfect location on the bus line w/ quick access to UW & Madison hospitals! Walk in & be greeted by a

  Peggy Acker-Farber RE/MAX Preferred

  2809 Century Harbor Rd, Middleton, WI 53562
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  /5

  $219,900

  • Land
  • 8,276 Sq Ft
  • $1,157,368 per Acre

  L253 Thrasher St, 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

  L253 Thrasher St, Middleton, WI 53562
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  /60

  $205,000

  • 1 Bed
  • 1 Bath
  • 760 Sq Ft

  6235 Charing Cross Ln Unit A1, Middleton, WI 53562

  Don't miss this move-in-ready 1-bedroom, 1-bath condo offering comfortable, low-maintenance living. Enjoy the quiet outdoors on your patio. Surrounded by beautiful shared green space—perfect for relaxing or enjoying the outdoors. Additional features include 1 underground parking spot, a private storage area, and a convenient on-site laundry. Located just minutes from downtown Middleton, Greenway

  Kevin Navarro LPT Realty

  6235 Charing Cross Ln Unit A1, Middleton, WI 53562
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  /14

  $200,000

  • Land
  • 10,890 Sq Ft
  • $800,000 per Acre

  10513 Emerald Elm Rd, Middleton, WI 53593

  Welcome to Westwind! Nestled on the far west side of Madison, Westwind boasts an ideal location with convenient access to the Beltline, shopping, and dining at popular destinations like Greenway Station, Downtown Middleton, Hilldale, and Downtown Madison. Enjoy a short commute to major hospitals and Epic, along with nearby walking paths, parks, and the Pioneer Pointe pool. Our community features

  Amy Lessing Compass Real Estate Wisconsin

  10513 Emerald Elm Rd, Middleton, WI 53593
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  /5

  $174,900

  • Land
  • 4,356 Sq Ft
  • $1,749,000 per Acre

  L267 Thrasher St, 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

  L267 Thrasher St, Middleton, WI 53562
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  /5

  $224,900

  • Land
  • 6,969 Sq Ft
  • $1,405,625 per Acre

  L208 Hooded Merganser Dr, 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

  L208 Hooded Merganser Dr, Middleton, WI 53562

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