8,316

Pleasant Prairie, WI Homes

Section Image Section Image
  • /2

    $209,900

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

    Lt81 50th Ct, Pleasant Prairie, WI 53158

    FINALLY! YOU'VE WAITED FOR A NEW HOME IN PLEASANT PRAIRIE! Welcome HOME to Highland Estates in Pleasant Prairie where community, lifestyle, and location come together! You're close to schools, shopping, restaurants, recreation and minutes to Lake Michigan shoreline....while still coming home to a peaceful neighborhood with plenty of open space. LOT 81 includes 15,447 square feet! Highland

    Lisa Fabiano EXP Realty, LLC Kenosha

    Lt81 50th Ct, Pleasant Prairie, WI 53158
  • /13

    $1,595

    Total Monthly Price

    • 2 Beds
    • 1.5 Baths
    • 1,000 Sq Ft
    • Condo for Rent

    10770 39th Ave Unit 2, Pleasant Prairie, WI 53158

    RENTAL REQUIREMENTS-One-year lease-Non-smoking property-Minimum credit score: 670-Gross monthly income of at least 3x monthly rent-Verifiable income required-Satisfactory rental history required-Credit and background screening required-No prior evictions or unpaid housing-related judgmentsIn-person showings are scheduled for applicants who meet our initial

    10770 39th Ave Unit 2, Pleasant Prairie, WI 53158
  • 9611 82nd Place, Pleasant Prairie, WI 53158

    $689,000

    Sold Mar 18, 2026

    9611 82nd Place, Pleasant Prairie, WI 53158

    • 5 Beds
    • 3.5 Baths
    • 4,003 Sq Ft

    Last Sold Summary

    • 5% Below List Price
    • $172/SF
    • 39 Days On Market

    Current Estimated Value $718,191

    Last Listing Agent Jennifer Dassow Century 21 Benefit Realty

    9611 82nd Place, Pleasant Prairie, WI 53158
    • 815 114th St, Pleasant Prairie, WI 53158

      Est $304,751

      Not Listed For Sale

      815 114th St, Pleasant Prairie, WI 53158

      • 3 Beds
      • 1.5 Baths
      • 1,232 Sq Ft
      • Built 1952
      815 114th St, Pleasant Prairie, WI 53158

      Last Sold Summary

      • 37 Days On Market

      Last Listing Agent Katie Johnson Welcome Home Real Estate Group, LLC

  • /20

    $2,199 Per Month

    • 3 Beds
    • 2 Baths
    • 1,460 Sq Ft
    • Property for Rent

    7801 88th Ave Unit 85, Pleasant Prairie, WI 53158

    Welcome to Westwood Estates, an all age active and vibrant community, where you can find yourself in your dream home. We have a stunning, brand new, 2025 3 bed, 2 bath home for sale featuring 1460 sq ft of beautifully designed living space. Located in Pleasant Prairie, this property offers the perfect blend of modern amenities and timeless charm. Step inside to find an open-concept floor plan,

    Kayla Mayes Westwood Estates

    7801 88th Ave Unit 85, Pleasant Prairie, WI 53158
  • 12135 32nd Ave, Pleasant Prairie, WI 53158

    $500,000

    Sold Jun 24, 2026

    12135 32nd Ave, Pleasant Prairie, WI 53158

    • 4 Beds
    • 2.5 Baths
    • 2,398 Sq Ft

    Last Sold Summary

    • 5% Below List Price
    • $209/SF
    • 26 Days On Market

    Current Estimated Value $508,780

    Last Listing Agent Jason Gilliam Cove Realty, LLC

    12135 32nd Ave, Pleasant Prairie, WI 53158
  • /2

    $12,850,000

    $4M PRICE DROP
    • Land
    • 128.5 Acres
    • $100,000 per Acre

    Lt0 88th Ave, Kenosha, WI 53158

    well located for future commercial/industrial development, very close to Foxconn, Microsoft etc.

    Robert Pitts Pitts Brothers & Associates, LLC

    Lt0 88th Ave, Kenosha, WI 53158
  • /24

    $2,100 Per Month

    • 2 Beds
    • 2 Baths
    • 1,080 Sq Ft
    • Condo for Rent

    8055 Lexington Place, Pleasant Prairie, WI 53158

    Super cute updated upper with vaulted ceilings and 2 car attached garage. New carpeting, new stainless appliances, new backsplash, granite countertops, professionally painted walls and trim, new fixtures and private balcony. Great location near shops and dining! Easy access to interstate for commuters to Milwaukee or Chicago. Resident pays Electricity, Gas, Water/Trash. Amazing 2 bedroom, 2

    8055 Lexington Place, Pleasant Prairie, WI 53158
  • 9284 66th Ave Unit 64, Pleasant Prairie, WI 53158

    $350,000

    Sold Jul 10, 2026

    9284 66th Ave Unit 64, Pleasant Prairie, WI 53158

    • 3 Beds
    • 2 Baths
    • 1,791 Sq Ft

    Last Sold Summary

    • 3% Below List Price
    • $195/SF
    • 17 Days On Market

    Current Estimated Value $348,521

    Last Listing Agent Tiffany Harding Berkshire Hathaway Home Services Epic Real Estate

    9284 66th Ave Unit 64, Pleasant Prairie, WI 53158
  • /6

    $2,299 Per Month

    • 4 Beds
    • 2 Baths
    • 1,460 Sq Ft
    • Property for Rent

    7801 88th Ave Unit 10, Pleasant Prairie, WI 53158

    Welcome to Westwood Estates a all age active and vibrant community, where you can find yourself in your dream home. We have a new 2025 4 bed, 2 bath home for sale featuring 1460.48 sq ft of beautifully designed living space. Located in/near Pleasant Prairie and the greater Kenosha area, this property offers the perfect blend of modern amenities and timeless charm. Step inside to find an

    Kayla Mayes Westwood Estates

    7801 88th Ave Unit 10, Pleasant Prairie, WI 53158
  • 1034 101st St, Pleasant Prairie, WI 53158

    $433,500

    Sold Jan 07, 2026

    1034 101st St, Pleasant Prairie, WI 53158

    • 4 Beds
    • 3 Baths
    • 3,379 Sq Ft

    Last Sold Summary

    • 1% Below List Price
    • $128/SF
    • 19 Days On Market

    Current Estimated Value $465,806

    Last Listing Agent Daniel Kroll @properties

    1034 101st St, Pleasant Prairie, WI 53158
  • /25

    $4,700 Per Month

    • 3 Beds
    • 2 Baths
    • 1,815 Sq Ft
    • House for Rent

    8023 98th Cir, Pleasant Prairie, WI 53158

    Beautifully updated 3-bedroom, 2-bathroom home in Pleasant Prairie offering 1,815 square feet of spacious, modern living.This home features a bright and open-concept floor plan with a stunning oversized kitchen designed for both everyday living and entertaining. The kitchen includes a large center island, quartz countertops, a full stainless steel appliance package, abundant cabinetry,

    8023 98th Cir, Pleasant Prairie, WI 53158
  • 6865 99th Place Unit AA, Pleasant Prairie, WI 53158

    $178,000

    Sold Nov 07, 2025

    6865 99th Place Unit AA, Pleasant Prairie, WI 53158

    • 1 Bed
    • 1 Bath
    • 768 Sq Ft

    Last Sold Summary

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

    Current Estimated Value $187,271

    Last Listing Agent Rachel Lang Cove Realty, LLC

    6865 99th Place Unit AA, Pleasant Prairie, WI 53158
    • 9298 66th Ave Unit 53, Pleasant Prairie, WI 53158

      Est $347,370

      Not Listed For Sale

      9298 66th Ave Unit 53, Pleasant Prairie, WI 53158

      • 3 Beds
      • 2 Baths
      • 1,782 Sq Ft
      • Built 2006
      9298 66th Ave Unit 53, Pleasant Prairie, WI 53158

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Stephen O'Connor Mastermind REALTORS

  • /38

    $1,780,000

    • 4 Beds
    • 5.5 Baths
    • 6,435 Sq Ft

    11971 24th Ct, Pleasant Prairie, WI 53158

    Welcome to your sanctuary! This custom built estate on a premier walk-out Tobin Woods Cul de sac represents a true executive retreat. From the landscaped 2+ acre setting to the custom millwork, you will not be disappointed. Three levels of living as well as several outdoor entertaining areas create the ideal gathering spot. Chefs kitchen includes Thermador appliances and sprawling island which

    Marc Frisco REMAX Elite

    11971 24th Ct, Pleasant Prairie, WI 53158
  • /20

    $2,199 Per Month

    • 3 Beds
    • 2 Baths
    • 1,460 Sq Ft
    • Property for Rent

    7801 88th Ave Unit 1, Pleasant Prairie, WI 53158

    Welcome to Westwood Estates, an all age active and vibrant community, where you can find yourself in your dream home. We have a stunning, brand new, 2025 3 bed, 2 bath home for sale featuring 1460 sq ft of beautifully designed living space. Located in Pleasant Prairie, this property offers the perfect blend of modern amenities and timeless charm. Step inside to find an open-concept floor plan,

    Kayla Mayes Westwood Estates

    7801 88th Ave Unit 1, Pleasant Prairie, WI 53158
  • 4600 Springbrook Rd, Pleasant Prairie, WI 53158

    $425,555

    Sold Sep 14, 2026

    4600 Springbrook Rd, Pleasant Prairie, WI 53158

    • 3 Beds
    • 1.5 Baths
    • 1,776 Sq Ft

    Last Sold Summary

    • 7% Above List Price
    • $240/SF
    • 2 Days On Market

    Current Estimated Value $487,047

    Last Listing Agent Heather Cash Real Broker LLC

    4600 Springbrook Rd, Pleasant Prairie, WI 53158
    • 5022 85th Place, Kenosha, WI 53142

      Est $518,757

      Not Listed For Sale

      5022 85th Place, Kenosha, WI 53142

      • 3 Beds
      • 2.5 Baths
      • 2,218 Sq Ft
      • Built 1977
      5022 85th Place, Kenosha, WI 53142

      Last Sold Summary

      • 32 Days On Market

      Last Listing Agent Bob Morrone Prime Realty Group

  • /45

    $565,000

    Under Contract
    • 4 Beds
    • 3 Baths
    • 2,037 Sq Ft

    4205 86th St, Kenosha, WI 53142

    Beautiful, solid brick ranch house with a full basement. No HOA fees. Located in a great neighborhood, needs nothing

    Kathleen Bak Gates & Gables Realty

    4205 86th St, Kenosha, WI 53142
  • 5025 Harrison Rd, Kenosha, WI 53142

    $334,280

    Sold Jun 29, 2026

    5025 Harrison Rd, Kenosha, WI 53142

    • 3 Beds
    • 1.5 Baths
    • 1,923 Sq Ft

    Last Sold Summary

    • 1% Above List Price
    • $174/SF
    • 38 Days On Market

    Current Estimated Value $334,890

    Last Listing Agent Lauren Stone Welcome Home Real Estate Group, LLC

    5025 Harrison Rd, Kenosha, WI 53142
    • 12109 2nd Ave, Pleasant Prairie, WI 53158

      Est $465,677

      Not Listed For Sale

      12109 2nd Ave, Pleasant Prairie, WI 53158

      • 5 Beds
      • 3 Baths
      • 2,184 Sq Ft
      • Built 2005
      12109 2nd Ave, Pleasant Prairie, WI 53158

      Last Sold Summary

      • 16 Days On Market

      Last Listing Agent Jim Starwalt BHGRE Star Homes

  • 11885 25th Ct, Pleasant Prairie, WI 53158

    $1,250,000

    Sold Aug 12, 2026

    11885 25th Ct, Pleasant Prairie, WI 53158

    • 5 Beds
    • 5.5 Baths
    • 5,944 Sq Ft

    Last Sold Summary

    • 4% Above List Price
    • $210/SF
    • 2 Days On Market

    Current Estimated Value $1,149,520

    Last Listing Agent Jennifer Heiring RE/MAX ELITE

    11885 25th Ct, Pleasant Prairie, WI 53158
    • 12135 2nd Ave, Pleasant Prairie, WI 53158

      Not Listed For Sale

      12135 2nd Ave, Pleasant Prairie, WI 53158

      • 3 Beds
      • 1 Bath
      • 925 Sq Ft
      • Built 1954
      12135 2nd Ave, Pleasant Prairie, WI 53158

      Last Sold Summary

      • 30 Days On Market

      Last Listing Agent Charlene Nikolai Cove Realty, LLC

  • 9296 Creekside Cir Unit 212, Pleasant Prairie, WI 53158

    $330,000

    Sold May 29, 2026

    9296 Creekside Cir Unit 212, Pleasant Prairie, WI 53158

    • 2 Beds
    • 2 Baths
    • 1,394 Sq Ft

    Last Sold Summary

    • 3% Below List Price
    • $237/SF
    • 3 Days On Market

    Current Estimated Value $334,461

    Last Listing Agent Brianna Pacetti Epique Realty

    9296 Creekside Cir Unit 212, Pleasant Prairie, WI 53158
    • 11887 Lakeshore Dr, Pleasant Prairie, WI 53158

      Est $1,931,376

      Not Listed For Sale

      11887 Lakeshore Dr, Pleasant Prairie, WI 53158

      • 6 Beds
      • 5 Baths
      • 6,570 Sq Ft
      • Built 2004
      11887 Lakeshore Dr, Pleasant Prairie, WI 53158

      Last Sold Summary

      • 35 Days On Market

      Last Listing Agent Daniel Kroll @properties

  • /5

    $180,990

    • Land
    • 19,166 Sq Ft
    • $411,341 per Acre

    Lt19 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

    Kim Maksimik Korndoerfer Homes LLC

    Lt19 Cedar Ridge Ct, Pleasant Prairie, WI 53158
  • 6738 102nd St Unit EE, Pleasant Prairie, WI 53158

    $255,000

    Sold Feb 27, 2026

    6738 102nd St Unit EE, Pleasant Prairie, WI 53158

    • 2 Beds
    • 2 Baths
    • 1,124 Sq Ft

    Last Sold Summary

    • $227/SF
    • 1 Day On Market

    Current Estimated Value $244,004

    Last Listing Agent Sean Gitzlaff RE/MAX ELITE

    6738 102nd St Unit EE, Pleasant Prairie, WI 53158
    • 820 111th St, Pleasant Prairie, WI 53158

      Est $659,246

      Not Listed For Sale

      820 111th St, Pleasant Prairie, WI 53158

      • 4 Beds
      • 3.5 Baths
      • 3,816 Sq Ft
      • Built 2003
      820 111th St, Pleasant Prairie, WI 53158

      Last Sold Summary

      • 28 Days On Market

      Last Listing Agent Kimberly Boyle Cove Realty, LLC

  • 9122 Creekside Cir, Pleasant Prairie, WI 53158

    $612,000

    Sold Nov 14, 2025

    9122 Creekside Cir, Pleasant Prairie, WI 53158

    • 3 Beds
    • 2 Baths
    • 1,804 Sq Ft

    Last Sold Summary

    • 9% Below List Price
    • $339/SF
    • 50 Days On Market

    Current Estimated Value $653,862

    Last Listing Agent Trey Salsbury Joseph Scott Real Estate LLC

    9122 Creekside Cir, Pleasant Prairie, WI 53158
    • 11117 8th Ave Unit 1, Pleasant Prairie, WI 53158

      Est $506,061

      Not Listed For Sale

      11117 8th Ave Unit 1, Pleasant Prairie, WI 53158

      • 4 Beds
      • 3 Baths
      • 2,447 Sq Ft
      • Built 2006
      11117 8th Ave Unit 1, Pleasant Prairie, WI 53158

      Last Sold Summary

      • 35 Days On Market

      Last Listing Agent Rose Bogosian Gonnering Realty, Inc

  • /5

    $184,990

    • Land
    • 13,503 Sq Ft
    • $596,742 per Acre

    Lt12 113th St, 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

    Kim Maksimik Korndoerfer Homes LLC

    Lt12 113th St, Pleasant Prairie, WI 53158

Showing Results 41 - 80, Page 2 of 18

How to Buy a Home How to Finance a Home How to Sell a Home