Pleasant Prairie, WI Homes

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  $214,900

  • Land
  • 16,552 Sq Ft
  • $565,526 per Acre

  Lt 108 Highland Place, Pleasant Prairie, WI 53158

  Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 108 is a generously sized corner homesite offering 16,492 square feet with spacious views-perfect for bringing your dream home to life. Phase 1 is officially underway, giving you the opportunity to bring your own builder or work with one of our trusted partners. Designed with lifestyle and

  Scott Gettleman Keller Williams North Shore West

  Lt 108 Highland Place, Pleasant Prairie, WI 53158
• 

  $510,000 Sold Jun 13, 2025

  3401 100th St, Pleasant Prairie, WI 53158

  • 4 Beds
  • 3 Baths
  • 2,732 Sq Ft

  Last Sold Summary

  • 2% Above List Price
  • $187/SF
  • 24 Days On Market

  Current Estimated Value $535,175

  Last Listing Agent Laura Stoner Keller Williams Milwaukee South Shore

  3401 100th St, Pleasant Prairie, WI 53158
• 

  Est $396,423 Not Listed For Sale

  10124 34th Ave, Pleasant Prairie, WI 53158

  • 3 Beds
  • 1.5 Baths
  • 1,596 Sq Ft
  • Built 1973

  10124 34th Ave, Pleasant Prairie, WI 53158

  Last Sold Summary

  • 2% Above List Price
  • $244/SF
  • 2 Days On Market

  • Last Sold Price $390,000
  • Aug 09, 2024

  Last Listing Agent Heather Thompson RE/MAX
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  $209,900

  • Land
  • 15,246 Sq Ft
  • $599,714 per Acre

  Lt 81 50th Ct, Pleasant Prairie, WI 53158

  Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 81 is a generously sized parcel offering over 15,447 square feet with spacious views, ideally situated on a quiet cul-de-sac-perfect for bringing your dream home to life. Phase 1 is officially underway, giving you the opportunity to bring your own builder or work with one of our trusted

  Scott Gettleman Keller Williams North Shore West

  Lt 81 50th Ct, Pleasant Prairie, WI 53158
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  $410,000 Sold Nov 21, 2025

  9335 Old Green Bay Rd, Pleasant Prairie, WI 53158

  • Land
  • 13.2 Acres
  • $31,061 per Acre

  Last Sold Summary

  • 40,999,900% Above List Price
  • 111 Days On Market

  Current Estimated Value $401,226

  Last Listing Agent Robert Pitts Pitts Brothers & Associates, LLC

  9335 Old Green Bay Rd, Pleasant Prairie, WI 53158
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  Not Listed For Sale

  3875 100th St, Pleasant Prairie, WI 53158

  • 3 Beds
  • 3.5 Baths
  • 3,439 Sq Ft
  • Built 2002

  3875 100th St, Pleasant Prairie, WI 53158

  Last Sold Summary

  • 3% Above List Price
  • $208/SF
  • 6 Days On Market

  • Last Sold Price $715,000
  • Nov 05, 2024

  Last Listing Agent Felicia Pavlica RE/MAX
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  $169,990

  • Land
  • 13,503 Sq Ft
  • $548,355 per Acre

  Lt18 Cedar Ridge Ct, Pleasant Prairie, WI 53158

  Located in the heart of Pleasant Prairie, Cedar Ridge offers a serene and welcoming environment with a perfect blend of nature and convenience. This picturesque neighborhood features spacious, fully improved lots with municipal water and sewer services. The community is surrounded by green spaces and offers easy access to local amenities, including nearby shopping, dining, and recreational

  Nicole Clark Korndoerfer Homes LLC

  Lt18 Cedar Ridge Ct, Pleasant Prairie, WI 53158
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  $56,000 Sold May 09, 2025

  Lt3 3rd Ave, Kenosha, WI 53158

  • Land
  • 12,632 Sq Ft
  • $193,103 per Acre

  Last Sold Summary

  • 14% Below List Price
  • 42 Days On Market

  Last Listing Agent Daniel Kroll @properties

  Lt3 3rd Ave, Kenosha, WI 53158
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  Est $462,822 Not Listed For Sale

  3429 99th St, Pleasant Prairie, WI 53158

  • 4 Beds
  • 3 Baths
  • 1,678 Sq Ft
  • Built 1991

  3429 99th St, Pleasant Prairie, WI 53158

  Last Sold Summary

  • 6% Above List Price
  • $261/SF
  • 11 Days On Market

  • Last Sold Price $438,000
  • May 07, 2025

  Last Listing Agent Ben Trecroci Trecroci Realty 2
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  $314,900 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  6455 127th St, Pleasant Prairie, WI 53158

  Welcome to this beautifully maintained 3-bedroom, 2-bath home in Pleasant Prairie, offering comfort, style, and convenience. The gourmet eat-in kitchen features high-end appliances, ample cabinetry, and generous counter space--perfect for cooking and entertaining. The spacious primary suite includes a private ensuite, while two additional bedrooms share a full bath. A cozy living room with

  Prentiss Grant RE/MAX Plaza

  6455 127th St, Pleasant Prairie, WI 53158
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  $320,000 Sold Sep 19, 2025

  3314 93rd St, Pleasant Prairie, WI 53158

  • 1,688 Sq Ft

  Last Sold Summary

  • 3% Below List Price
  • $190/SF
  • 19 Days On Market

  Current Estimated Value $318,827

  Last Listing Agent Cameron Krehbiel Epique Realty

  3314 93rd St, Pleasant Prairie, WI 53158
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  Est $491,808 Not Listed For Sale

  3610 98th Place, Pleasant Prairie, WI 53158

  • 4 Beds
  • 2 Baths
  • 1,710 Sq Ft
  • Built 1963

  3610 98th Place, Pleasant Prairie, WI 53158

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Mini Samuel Mini Enterprise, LLC
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  Price To Be Determined New Construction

  • 4 Beds
  • 2 Baths
  • 1,946 Sq Ft

  The Carrington Plan at Duck Pond Estates, Kenosha, WI 53142

  Bear Homes Builder

  4011 80th St Unit 38326730, Kenosha, WI 53142
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  $470,000 Sold Apr 17, 2026

  6298 92nd Place, Pleasant Prairie, WI 53158

  • 2 Beds
  • 2.5 Baths
  • 3,018 Sq Ft

  Last Sold Summary

  • 1% Below List Price
  • $156/SF
  • 8 Days On Market

  Current Estimated Value $466,148

  Last Listing Agent Zach Ostergaard Realty ONE Group Boardwalk

  6298 92nd Place, Pleasant Prairie, WI 53158
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  Est $675,158 Not Listed For Sale

  3630 98th Place, Pleasant Prairie, WI 53158

  • 3 Beds
  • 3 Baths
  • 4,484 Sq Ft
  • Built 1971

  3630 98th Place, Pleasant Prairie, WI 53158

  Last Sold Summary

  • 19% Above List Price
  • $126/SF
  • 11 Days On Market

  • Last Sold Price $565,000
  • Dec 14, 2023

  Last Listing Agent Gary Frederick XSELL Real Estate Company, LLC
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  $214,900

  • Land
  • 15,246 Sq Ft
  • $614,000 per Acre

  Lt85 49th Ct, Pleasant Prairie, WI 53158

  Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 85 is a generously sized parcel offering over 15,400 square feetan ideal setting to bring your vision to life. Phase 1 is officially underway, giving you the opportunity to bring your own builder or work with one of our trusted partners. Designed with lifestyle and livability in mind, Highland

  Scott Gettleman Keller Williams North Shore West

  Lt85 49th Ct, Pleasant Prairie, WI 53158
• 

  $475,000 Sold Sep 11, 2025

  5022 85th Place, Kenosha, WI 53142

  • 3 Beds
  • 2.5 Baths
  • 2,218 Sq Ft

  Last Sold Summary

  • 3% Below List Price
  • $214/SF
  • 32 Days On Market

  Current Estimated Value $490,046

  Last Listing Agent Bob Morrone Prime Realty Group

  5022 85th Place, Kenosha, WI 53142
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  Est $331,728 Not Listed For Sale

  9820 37th Ave, Pleasant Prairie, WI 53158

  • 3 Beds
  • 1 Bath
  • 1,074 Sq Ft
  • Built 1968

  9820 37th Ave, Pleasant Prairie, WI 53158

  Last Sold Summary

  • 33% Above List Price
  • $233/SF
  • 53 Days On Market

  • Last Sold Price $250,000
  • Nov 30, 2023

  Last Listing Agent Robyn Booth Y Realty Wisconsin
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  $214,900

  • Land
  • 15,246 Sq Ft
  • $614,000 per Acre

  Lt 83 50th Ct, Pleasant Prairie, WI 53158

  Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 83 is a generously sized parcel offering 15,349 square feet with spacious views, ideally situated on a quiet cul-de-sac-perfect for bringing your dream home to life. Phase 1 is officially underway, giving you the opportunity to bring your own builder or work with one of our trusted partners.

  Scott Gettleman Keller Williams North Shore West

  Lt 83 50th Ct, Pleasant Prairie, WI 53158
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  $178,990 Sold Nov 07, 2025

  Lt27 Cedar Ridge Ct, Pleasant Prairie, WI 53158

  • Land
  • 16,988 Sq Ft
  • $458,949 per Acre

  Last Sold Summary

  • 2% Below List Price
  • 0 Days On Market

  Last Listing Agent Kim Maksimik Korndoerfer Homes LLC

  Lt27 Cedar Ridge Ct, Pleasant Prairie, WI 53158
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  Est $409,049 Not Listed For Sale

  9900 37th Ave, Pleasant Prairie, WI 53158

  • 3 Beds
  • 2 Baths
  • 2,144 Sq Ft
  • Built 1963

  9900 37th Ave, Pleasant Prairie, WI 53158

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Jason Gilliam Cove Realty, LLC
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  $934,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,312 Sq Ft

  Lt 97 49th Ct, Pleasant Prairie, WI 53158

  This Craftsman-style ranch offers 2,312 sq. ft. of refined living with a 3-car garage, 9' poured full lookout basement with maintenance-free TimberTech deck, and upscale finishes throughout. The open design features a chef's kitchen with quartz counters, stainless appliances, oversized island, and walk-in prep pantry (''messy kitchen'') with cabinets, beverage fridge, and prep sink. Elegant 10'

  Scott Gettleman Keller Williams North Shore West

  Lt 97 49th Ct, Pleasant Prairie, WI 53158
• 

  $698,000 Sold Jul 11, 2025

  8050 W Ridge Dr, Pleasant Prairie, WI 53158

  • 4 Beds
  • 3.5 Baths
  • 3,491 Sq Ft

  Last Sold Summary

  • $200/SF
  • 17 Days On Market

  Current Estimated Value $735,340

  Last Listing Agent Laura Stoner Keller Williams Milwaukee South Shore

  8050 W Ridge Dr, Pleasant Prairie, WI 53158
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  Est $372,499 Not Listed For Sale

  4016 104th St, Pleasant Prairie, WI 53158

  • 3 Beds
  • 1.5 Baths
  • 1,304 Sq Ft
  • Built 1972

  4016 104th St, Pleasant Prairie, WI 53158

  Last Sold Summary

  • 6% Above List Price
  • $268/SF
  • 15 Days On Market

  • Last Sold Price $350,000
  • Aug 12, 2024

  Last Listing Agent Susy Grigolo-Piehl RealtyPro Professional Real Estate Group
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  $209,900

  • Land
  • 15,246 Sq Ft
  • $599,714 per Acre

  Lt 94 49th Ct, Pleasant Prairie, WI 53158

  Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 94 is a generously sized homesite offering over 15,248 square feet with spacious views, ideally situated on a quiet cul-de-sac-perfect for bringing your dream home to life. Phase 1 is officially underway, giving you the opportunity to bring your own builder or work with one of our trusted

  Scott Gettleman Keller Williams North Shore West

  Lt 94 49th Ct, Pleasant Prairie, WI 53158
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  $690,000 Sold Aug 15, 2025

  8231 Ridgeway Ct, Pleasant Prairie, WI 53158

  • 4 Beds
  • 3 Baths
  • 4,219 Sq Ft

  Last Sold Summary

  • 1% Above List Price
  • $164/SF
  • 4 Days On Market

  Current Estimated Value $749,215

  Last Listing Agent Felicia Pavlica RE/MAX ELITE

  8231 Ridgeway Ct, Pleasant Prairie, WI 53158
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  Est $729,100 Not Listed For Sale

  10348 51st Ct, Pleasant Prairie, WI 53158

  • 3 Beds
  • 2.5 Baths
  • 3,059 Sq Ft
  • Built 2005

  10348 51st Ct, Pleasant Prairie, WI 53158

  Last Sold Summary

  • 14% Above List Price
  • $209/SF
  • 16 Days On Market

  • Last Sold Price $640,000
  • May 21, 2024

  Last Listing Agent Kellie Onstad Shorewest Realtors, Inc.
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  $470,000 Sold Jul 24, 2025

  3637 121st Place, Pleasant Prairie, WI 53158

  • 4 Beds
  • 2.5 Baths
  • 2,484 Sq Ft

  Last Sold Summary

  • $189/SF
  • 3 Days On Market

  Current Estimated Value $510,365

  Last Listing Agent Heather Thompson RE/MAX ELITE

  3637 121st Place, Pleasant Prairie, WI 53158
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  Est $940,969 Not Listed For Sale

  9532 42nd Ct, Pleasant Prairie, WI 53158

  • 5 Beds
  • 4.5 Baths
  • 4,047 Sq Ft
  • Built 2004

  9532 42nd Ct, Pleasant Prairie, WI 53158

  Last Sold Summary

  • 5% Above List Price
  • $222/SF
  • 71 Days On Market

  • Last Sold Price $900,000
  • Jan 31, 2025

  Last Listing Agent Laura Stoner Keller Williams Milwaukee South Shore
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  $182,990 Sold Apr 10, 2026

  Lt5 113th St, Pleasant Prairie, WI 53158

  • Land
  • 13,503 Sq Ft
  • $590,290 per Acre

  Last Sold Summary

  • 138 Days On Market

  Last Listing Agent Nicole Clark Korndoerfer Homes LLC

  Lt5 113th St, Pleasant Prairie, WI 53158
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  Est $1,246,043 Not Listed For Sale

  4275 95th St, Pleasant Prairie, WI 53158

  • 6 Beds
  • 4.5 Baths
  • 6,640 Sq Ft
  • Built 2004

  4275 95th St, Pleasant Prairie, WI 53158

  Last Sold Summary

  • 106 Days On Market

  Last Listing Agent Jason Gilliam Cove Realty, LLC
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  $257,500 Sold Mar 09, 2026

  9114 29th Ave, Kenosha, WI 53143

  • 2 Beds
  • 1 Bath
  • 1,323 Sq Ft

  Last Sold Summary

  • 3% Above List Price
  • $195/SF
  • 4 Days On Market

  Current Estimated Value $255,069

  Last Listing Agent Steve Robe Elite Team* Real Broker LLC

  9114 29th Ave, Kenosha, WI 53143
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  Est $963,111 Not Listed For Sale

  9482 43rd Ave, Pleasant Prairie, WI 53158

  • 4 Beds
  • 5.5 Baths
  • 4,776 Sq Ft
  • Built 2004

  9482 43rd Ave, Pleasant Prairie, WI 53158

  Last Sold Summary

  • 24% Above List Price
  • $163/SF
  • 3 Days On Market

  • Last Sold Price $777,500
  • Oct 24, 2024

  Last Listing Agent Gina L Dingman Realty Executives Integrity-East Troy
• 

  $513,000 Sold Aug 01, 2025

  8337 66th Ct, Pleasant Prairie, WI 53158

  • 4 Beds
  • 3.5 Baths
  • 3,411 Sq Ft

  Last Sold Summary

  • 5% Above List Price
  • $150/SF
  • 1 Day On Market

  Current Estimated Value $551,801

  Last Listing Agent Alex Wajerski Cove Realty, LLC

  8337 66th Ct, Pleasant Prairie, WI 53158
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  Est $891,137 Not Listed For Sale

  4298 95th St, Pleasant Prairie, WI 53158

  • 5 Beds
  • 4 Baths
  • 5,384 Sq Ft
  • Built 2006

  4298 95th St, Pleasant Prairie, WI 53158

  Last Sold Summary

  • 16% Above List Price
  • $143/SF
  • 87 Days On Market

  • Last Sold Price $770,000
  • Oct 23, 2024

  Last Listing Agent Alex Attiah Fulton Grace Realty
• 

  $580,000 Sold Apr 06, 2026

  10974 14th Ct, Pleasant Prairie, WI 53158

  • 3 Beds
  • 2.5 Baths
  • 2,787 Sq Ft

  Last Sold Summary

  • 5% Above List Price
  • $208/SF
  • 3 Days On Market

  Current Estimated Value $571,603

  Last Listing Agent Ben Gentile Epique Realty

  10974 14th Ct, Pleasant Prairie, WI 53158
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  Est $1,070,129 Not Listed For Sale

  4230 95th St, Pleasant Prairie, WI 53158

  • 6 Beds
  • 6 Baths
  • 5,501 Sq Ft
  • Built 2002

  4230 95th St, Pleasant Prairie, WI 53158

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Sean Gitzlaff RE/MAX
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  $425,900 Sold Jan 02, 2026

  9200 66th Ave Unit 125, Pleasant Prairie, WI 53158

  • 3 Beds
  • 2 Baths
  • 1,922 Sq Ft

  Last Sold Summary

  • 7% Above List Price
  • $222/SF
  • 105 Days On Market

  Current Estimated Value $494,500

  Last Listing Agent Todd Stanich Stanich Realty, LLC

  9200 66th Ave Unit 125, Pleasant Prairie, WI 53158
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  Est $943,429 Not Listed For Sale

  9687 42nd Ct, Pleasant Prairie, WI 53158

  • 5 Beds
  • 5 Baths
  • 4,646 Sq Ft
  • Built 2005

  9687 42nd Ct, Pleasant Prairie, WI 53158

  Last Sold Summary

  • 18% Above List Price
  • $172/SF
  • 106 Days On Market

  • Last Sold Price $800,000
  • Dec 03, 2024

  Last Listing Agent Tony DeBartolo Berkshire Hathaway Home Services Epic Real Estate
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  $73,000 Sold Apr 28, 2026

  1817 104th St Unit 126, Pleasant Prairie, WI 53158

  • 3 Beds
  • 2 Baths
  • Built 1998

  Last Sold Summary

  • 19% Below List Price
  • 25 Days On Market

  Last Listing Agent Danielle Welker Re/Max Advantage

  1817 104th St Unit 126, Pleasant Prairie, WI 53158

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