8,192

Pleasant Prairie, WI Homes

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  • Lt105 Highland Place, Pleasant Prairie, WI 53158
    Lt105 Highland Place, Pleasant Prairie, WI 53158
    /2

    $209,900

    • Land
    • 14,810 Sq Ft
    • $617,353 per Acre

    Lt105 Highland Place, Pleasant Prairie, WI 53158

    Highland Estates offers the perfect blend of everyday convenience and peaceful neighborhood charm in beautiful Pleasant Prairie. Ideally located just 2 miles from the WI-IL border and approx. 3.5 miles from I-94, the community provides easy access to both Milwaukee and Chicago. Residents enjoy proximity to the RecPlex, Pleasant Prairie Premium Outlets, Lake Michigan, parks, trails, dining, and

    Nicole Clark Korndoerfer Homes LLC

    Lt105 Highland Place, Pleasant Prairie, WI 53158
  • 5386 99th St, Pleasant Prairie, WI 53158
    5386 99th St, Pleasant Prairie, WI 53158
    5386 99th St, Pleasant Prairie, WI 53158
    /37

    $665,000

    Sold Mar 05, 2026

    5386 99th St, Pleasant Prairie, WI 53158

    • 3 Beds
    • 3.5 Baths
    • 2,894 Sq Ft
    • Built 2009

    Last Sold Summary

    • 1% Below List Price
    • $230/SF
    • 49 Days On Market

    Current Estimated Value $674,436

    Last Listing Agent Marc Frisco REMAX Elite

    5386 99th St, Pleasant Prairie, WI 53158
    • 3740 122nd St, Pleasant Prairie, WI 53158
      3740 122nd St, Pleasant Prairie, WI 53158
      /2

      Est $552,502

      Not Listed For Sale

      3740 122nd St, Pleasant Prairie, WI 53158

      • 3 Beds
      • 3 Baths
      • 2,636 Sq Ft
      • Built 1998
      3740 122nd St, Pleasant Prairie, WI 53158

  • Lt15,Bk34 Lakeshore Dr, Pleasant Prairie, WI 53158
    Lt15,Bk34 Lakeshore Dr, Pleasant Prairie, WI 53158
    Lt15,Bk34 Lakeshore Dr, Pleasant Prairie, WI 53158
    /5

    $249,000

    • Land
    • 11,325 Sq Ft
    • $957,692 per Acre

    Lt15,Bk34 Lakeshore Dr, Pleasant Prairie, WI 53158

    Lake Michigan defines this pristine Carol Beach Estates lot. Lake Michigan moderates the air, for cooler Summers and warmer Winters. Lake Michigan stuns with wonderful vistas over more than 320' of unbuilt lake shore across the road (not included). Abutting and amid State-owned conservancy, an ample green buffer from neighbors comes at no extra cost...priceless! Commute to Chicago's Loop by rail

    Shiela Heg Lake to Lake Realty LLC

    Lt15,Bk34 Lakeshore Dr, Pleasant Prairie, WI 53158
  • 4601 73rd Place, Kenosha, WI 53142

    $205,000

    Sold Jan 30, 2026

    4601 73rd Place, Kenosha, WI 53142

    • 3 Beds
    • 1 Bath
    • 768 Sq Ft

    Last Sold Summary

    • 11% Below List Price
    • $267/SF
    • 6 Days On Market

    Current Estimated Value $209,296

    Last Listing Agent Ashley Ortiz Berkshire Hathaway HomeServices Metro Realty-Racine

    4601 73rd Place, Kenosha, WI 53142
    • 12007 39th Ave, Pleasant Prairie, WI 53158

      Est $418,677

      Not Listed For Sale

      12007 39th Ave, Pleasant Prairie, WI 53158

      • 4 Beds
      • 2 Baths
      • 2,124 Sq Ft
      • Built 1991
      12007 39th Ave, Pleasant Prairie, WI 53158

      Last Sold Summary

      • 110 Days On Market

      Last Listing Agent Colette Broadway Sun Realty Group

  • 11641 Old Green Bay Rd, Pleasant Prairie, WI 53158
    11641 Old Green Bay Rd, Pleasant Prairie, WI 53158
    11641 Old Green Bay Rd, Pleasant Prairie, WI 53158
    /77

    $1,135,000

    $240K PRICE DROP Under Contract
    • 5 Beds
    • 4.5 Baths
    • 6,946 Sq Ft

    11641 Old Green Bay Rd, Pleasant Prairie, WI 53158

    BREATHTAKING Newer Const., on 1 acre in coveted Pleasant Prairie, waiting for YOU! Home features almost 7000 sq ft!! Lg master sanctuary & ensuite w/dual vanity, quartz tops, stand alone tub, tiled walk-in show. & luxurious custom-built walk in closets. Chef's Kit. quartz tops. Bosh app. walk-in pantry. 4 add. BR, one on MF, one w/private ensuite. Massive 2 story Living w/gorgeous FP. LVP

    Karen Brown RE/MAX ELITE

    11641 Old Green Bay Rd, Pleasant Prairie, WI 53158
  • 3781 124th St, Pleasant Prairie, WI 53158

    $386,000

    Sold Apr 01, 2026

    3781 124th St, Pleasant Prairie, WI 53158

    • 3 Beds
    • 2 Baths
    • 1,506 Sq Ft

    Last Sold Summary

    • 1% Below List Price
    • $256/SF
    • 2 Days On Market

    Current Estimated Value $391,104

    Last Listing Agent Douglas Jackson RE/MAX ELITE

    3781 124th St, Pleasant Prairie, WI 53158
    • 3511 120th Place, Pleasant Prairie, WI 53158

      Est $575,167

      Not Listed For Sale

      3511 120th Place, Pleasant Prairie, WI 53158

      • 2 Beds
      • 3 Baths
      • 2,190 Sq Ft
      • Built 1988
      3511 120th Place, Pleasant Prairie, WI 53158

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Kimberly Boyle Cove Realty, LLC

  • 9200 66th Ave Unit 124, Pleasant Prairie, WI 53158
    9200 66th Ave Unit 124, Pleasant Prairie, WI 53158
    9200 66th Ave Unit 124, Pleasant Prairie, WI 53158
    /16

    $441,900

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,434 Sq Ft

    9200 66th Ave Unit 124, Pleasant Prairie, WI 53158

    Nestled in the heart of Pleasant Prairie, Creekside Crossing Condominiums offers beautifully designed units, each tailored for luxury and comfort. These condominiums feature modern amenities, refined finishes, 9' ceilings, and an open floor plan. This specific condo also includes a full basement and pond view. Located in a serene neighborhood with convenient access to local attractions, Creekside

    Todd Stanich Stanich Realty, LLC

    9200 66th Ave Unit 124, Pleasant Prairie, WI 53158
  • 3650 115th St, Pleasant Prairie, WI 53158

    $710,000

    Sold Jun 05, 2026

    3650 115th St, Pleasant Prairie, WI 53158

    • 4 Beds
    • 3.5 Baths
    • 3,494 Sq Ft

    Last Sold Summary

    • 5% Above List Price
    • $203/SF
    • 48 Days On Market

    Current Estimated Value $699,579

    Last Listing Agent Aaron Kohlmeier Welcome Home Real Estate Group, LLC

    3650 115th St, Pleasant Prairie, WI 53158
    • 11909 39th Ave, Pleasant Prairie, WI 53158

      Est $377,950

      Not Listed For Sale

      11909 39th Ave, Pleasant Prairie, WI 53158

      • 3 Beds
      • 2 Baths
      • 1,211 Sq Ft
      • Built 1958
      11909 39th Ave, Pleasant Prairie, WI 53158

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent AJ Swartz Berkshire Hathaway Home Services Epic Real Estate

  • Lt 80 Highland Place, Pleasant Prairie, WI 53158
    Lt 80 Highland Place, Pleasant Prairie, WI 53158
    Lt 80 Highland Place, Pleasant Prairie, WI 53158
    /10

    $239,900

    • Land
    • 18,295 Sq Ft
    • $571,190 per Acre

    Lt 80 Highland Place, Pleasant Prairie, WI 53158

    Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 80 is a generously sized corner homesite offering over 18,160 square feet with spacious viewsperfect 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 80 Highland Place, Pleasant Prairie, WI 53158
  • 8060 Lexington Place Unit 1, Pleasant Prairie, WI 53158

    $235,000

    Sold May 13, 2026

    8060 Lexington Place Unit 1, Pleasant Prairie, WI 53158

    • 2 Beds
    • 2 Baths
    • 1,100 Sq Ft

    Last Sold Summary

    • 2% Above List Price
    • $214/SF
    • 1 Day On Market

    Current Estimated Value $233,939

    Last Listing Agent Amber Sederstrom Compass Wisconsin-Lake Geneva

    8060 Lexington Place Unit 1, Pleasant Prairie, WI 53158
    • 11908 24th Ct, Pleasant Prairie, WI 53158

      Est $1,231,924

      Not Listed For Sale

      11908 24th Ct, Pleasant Prairie, WI 53158

      • 5 Beds
      • 5 Baths
      • 5,708 Sq Ft
      • Built 2005
      11908 24th Ct, Pleasant Prairie, WI 53158

      Last Sold Summary

      • 30 Days On Market

      Last Listing Agent Laura Stoner Keller Williams Milwaukee South Shore

  • 5315 94th St Unit 40753948, Pleasant Prairie, WI 53158
    5315 94th St Unit 40753948, Pleasant Prairie, WI 53158
    5315 94th St Unit 40753948, Pleasant Prairie, WI 53158
    /26

    $589,990

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,608 Sq Ft

    Wren Plan at Highland Estates, Pleasant Prairie, WI 53158

    This two-story home combines modern comfort with convenience. Found off the foyer is a flex space for versatile needs, followed by a cohesive open main living area with direct access to the backyard for indoor-outdoor activities. In a private corner of the first floor is a study ideal for at-home work. Upstairs are three secondary bedrooms and the spacious owner’s suite with a full-sized bathroom.

    Lennar Builder
    5315 94th St Unit 40753948, Pleasant Prairie, WI 53158
  • 12437 41st Ave, Pleasant Prairie, WI 53158

    $370,000

    Sold Jul 02, 2026

    12437 41st Ave, Pleasant Prairie, WI 53158

    • 4 Beds
    • 1.5 Baths
    • 1,728 Sq Ft

    Last Sold Summary

    • 1% Below List Price
    • $214/SF
    • 21 Days On Market

    Current Estimated Value $359,543

    Last Listing Agent joe Prindle Homesmart Connect LLC

    12437 41st Ave, Pleasant Prairie, WI 53158
    • 11935 24th Ct, Pleasant Prairie, WI 53158

      Est $939,642

      Not Listed For Sale

      11935 24th Ct, Pleasant Prairie, WI 53158

      • 5 Beds
      • 3.5 Baths
      • 3,949 Sq Ft
      • Built 2004
      11935 24th Ct, Pleasant Prairie, WI 53158

      Last Sold Summary

      • 48 Days On Market

      Last Listing Agent Laura Stoner Keller Williams Milwaukee South Shore

  • Lt0 Green Bay Rd, Kenosha, WI 53158
    Lt0 Green Bay Rd, Kenosha, WI 53158
    /2

    $399,900

    $100K PRICE DROP
    • Land
    • 3.4 Acres
    • $117,618 per Acre

    Lt0 Green Bay Rd, Kenosha, WI 53158

    In the path of much future progress. High visibility and 2 separate accesses to property. This is ready for your new building!!! 3+ acres is available, and the possibilities are endless.

    Melissa Roach-Zievers RE/MAX ELITE

    Lt0 Green Bay Rd, Kenosha, WI 53158
  • Lt0 Old Green Bay Rd, Kenosha, WI 53158

    $497,000

    Sold Aug 05, 2026

    Lt0 Old Green Bay Rd, Kenosha, WI 53158

    • Land
    • 17.65 Acres
    • $28,159 per Acre

    Last Sold Summary

    • 24% Below List Price
    • 128 Days On Market

    Last Listing Agent Robert Pitts Pitts Brothers & Associates, LLC

    Lt0 Old Green Bay Rd, Kenosha, WI 53158
    • 2921 116th St, Pleasant Prairie, WI 53158

      Est $292,943

      Not Listed For Sale

      2921 116th St, Pleasant Prairie, WI 53158

      • 2 Beds
      • 2 Baths
      • 1,450 Sq Ft
      • Built 1930
      2921 116th St, Pleasant Prairie, WI 53158

      Last Sold Summary

      • 45 Days On Market

      Last Listing Agent Lisa Howe RE/MAX Advantage Realty

  • 11102 82nd St, Pleasant Prairie, WI 53158
    11102 82nd St, Pleasant Prairie, WI 53158
    11102 82nd St, Pleasant Prairie, WI 53158
    /44

    $275,000

    • 2 Beds
    • 2 Baths
    • 1,620 Sq Ft

    11102 82nd St, Pleasant Prairie, WI 53158

    1950s Ranch in desirable Pleasant Prairie offers timeless character with modern updates! ***House in Trust. Exterior being updated* 8* This well-built home features hardwood floors, plaster walls, energy-efficient GFA furnace & central air, 100-amp electric, thermal windows & doors, plus newer stainless appliances. Custom kitchen showcases handcrafted solid black oak cabinets, hand-cast porcelain

    Diana Dahlberg 1 Month Realty

    11102 82nd St, Pleasant Prairie, WI 53158
  • 4366 86th St, Kenosha, WI 53142

    $650,000

    Sold Jul 31, 2026

    4366 86th St, Kenosha, WI 53142

    • 3 Beds
    • 4 Baths
    • 3,469 Sq Ft

    Last Sold Summary

    • 7% Below List Price
    • $187/SF
    • 8 Days On Market

    Current Estimated Value $654,910

    Last Listing Agent Tony DeBartolo Berkshire Hathaway Home Services Epic Real Estate

    4366 86th St, Kenosha, WI 53142
    • 2727 116th St, Pleasant Prairie, WI 53158

      Est $488,525

      Not Listed For Sale

      2727 116th St, Pleasant Prairie, WI 53158

      • 4 Beds
      • 2.5 Baths
      • 2,497 Sq Ft
      • Built 1946
      2727 116th St, Pleasant Prairie, WI 53158

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Rachael West EXP Realty,LLC Kenosha

  • Lt 96 49th Ct, Pleasant Prairie, WI 53158
    Lt 96 49th Ct, Pleasant Prairie, WI 53158
    Lt 96 49th Ct, Pleasant Prairie, WI 53158
    /10

    $209,900

    • Land
    • 15,681 Sq Ft
    • $583,056 per Acre

    Lt 96 49th Ct, Pleasant Prairie, WI 53158

    Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 96 is a generously sized homesite offering over 15,481 square feet with spacious views, ideally situated on a quiet cul-de-sacperfect 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 96 49th Ct, Pleasant Prairie, WI 53158
  • Lt2 113th St, Pleasant Prairie, WI 53158

    $182,990

    Sold Dec 19, 2025

    Lt2 113th St, Pleasant Prairie, WI 53158

    • Land
    • 15,246 Sq Ft
    • $522,829 per Acre

    Last Sold Summary

    • 22 Days On Market

    Last Listing Agent Kim Maksimik Korndoerfer Homes LLC

    Lt2 113th St, Pleasant Prairie, WI 53158
    • 12139 26th Ave, Pleasant Prairie, WI 53158

      Est $557,749

      Not Listed For Sale

      12139 26th Ave, Pleasant Prairie, WI 53158

      • 3 Beds
      • 3.5 Baths
      • 2,700 Sq Ft
      • Built 1988
      12139 26th Ave, Pleasant Prairie, WI 53158

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Lindsay Knapp RE/MAX Newport

  • 9249 64th Ct Unit 167, Pleasant Prairie, WI 53158
    9249 64th Ct Unit 167, Pleasant Prairie, WI 53158
    9249 64th Ct Unit 167, Pleasant Prairie, WI 53158
    /32

    $349,900

    • 3 Beds
    • 2 Baths
    • 1,741 Sq Ft

    9249 64th Ct Unit 167, Pleasant Prairie, WI 53158

    Melissa Treichel Cove Realty, LLC

    9249 64th Ct Unit 167, Pleasant Prairie, WI 53158
  • 10941 14th Ct, Pleasant Prairie, WI 53158

    $600,500

    Sold May 20, 2026

    10941 14th Ct, Pleasant Prairie, WI 53158

    • 4 Beds
    • 2.5 Baths
    • 4,220 Sq Ft

    Last Sold Summary

    • 5% Below List Price
    • $142/SF
    • 14 Days On Market

    Current Estimated Value $606,057

    Last Listing Agent Lori Mattice RE/MAX Plaza

    10941 14th Ct, Pleasant Prairie, WI 53158
    • 2209 116th St, Pleasant Prairie, WI 53158

      Est $352,894

      Not Listed For Sale

      2209 116th St, Pleasant Prairie, WI 53158

      • 3 Beds
      • 2 Baths
      • 1,020 Sq Ft
      • Built 1953
      2209 116th St, Pleasant Prairie, WI 53158

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Katherine Ford Berkshire Hathaway Home Services Epic Real Estate

  • Lt25 Cedar Ridge Ct, Pleasant Prairie, WI 53158
    Lt25 Cedar Ridge Ct, Pleasant Prairie, WI 53158
    Lt25 Cedar Ridge Ct, Pleasant Prairie, WI 53158
    /10

    $184,990

    $7K PRICE INCREASE
    • Land
    • 19,166 Sq Ft
    • $420,432 per Acre

    Lt25 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

    Lt25 Cedar Ridge Ct, Pleasant Prairie, WI 53158
  • 4648 98th St, Pleasant Prairie, WI 53158

    $777,777

    Sold Jul 06, 2026

    4648 98th St, Pleasant Prairie, WI 53158

    • 3 Beds
    • 2.5 Baths
    • 1,920 Sq Ft

    Last Sold Summary

    • 10% Below List Price
    • $405/SF
    • 262 Days On Market

    Current Estimated Value $777,626

    Last Listing Agent Todd Stanich Stanich Realty, LLC

    4648 98th St, Pleasant Prairie, WI 53158
    • 4316 128th St, Pleasant Prairie, WI 53158

      Est $526,531

      Not Listed For Sale

      4316 128th St, Pleasant Prairie, WI 53158

      • 3 Beds
      • 3 Baths
      • 2,810 Sq Ft
      • Built 1972
      4316 128th St, Pleasant Prairie, WI 53158

      Last Sold Summary

      • 37 Days On Market

      Last Listing Agent Kyle Grammentz Shorewest Realtors, Inc.

  • 5121 85th St, Pleasant Prairie, WI 53158
    5121 85th St, Pleasant Prairie, WI 53158
    5121 85th St, Pleasant Prairie, WI 53158
    /21

    $254,900

    • 4 Beds
    • 1 Bath
    • 912 Sq Ft

    5121 85th St, Pleasant Prairie, WI 53158

    This classic Cape Cod offers 4 bedrooms and 1 bath across a cozy, well-laid-out 912 sq ft -- 2 bedrooms conveniently located on the main floor and 2 upstairs, perfect for flexible living arrangements. Set on a spacious lot, this property boasts a backyard ideal for entertaining, gardening, or simply enjoying outdoor space that you don't often find at this price point. A gravel driveway provides

    Alexander Gray-Broses Durante & Rich Real Estate

    5121 85th St, Pleasant Prairie, WI 53158
  • 9607 82nd Place, Pleasant Prairie, WI 53158

    $485,000

    Sold Dec 22, 2025

    9607 82nd Place, Pleasant Prairie, WI 53158

    • 4 Beds
    • 2.5 Baths
    • 2,245 Sq Ft

    Last Sold Summary

    • 1% Below List Price
    • $216/SF
    • 25 Days On Market

    Current Estimated Value $566,439

    Last Listing Agent Tasha Easter RE/MAX ELITE

    9607 82nd Place, Pleasant Prairie, WI 53158
    • 4225 122nd St, Pleasant Prairie, WI 53158

      Est $380,194

      Not Listed For Sale

      4225 122nd St, Pleasant Prairie, WI 53158

      • 3 Beds
      • 1.5 Baths
      • 1,823 Sq Ft
      • Built 1961
      4225 122nd St, Pleasant Prairie, WI 53158

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Natalie Bell Keating Real Estate

  • 4258 91st Place, Kenosha, WI 53142
    4258 91st Place, Kenosha, WI 53142
    4258 91st Place, Kenosha, WI 53142
    /28

    $485,000

    • 3 Beds
    • 4 Baths
    • 2,678 Sq Ft

    4258 91st Place, Kenosha, WI 53142

    Very rare, side by side, 2 story condo in Pleasant Prairie! Beautifully landscaped, extremely well maintained & packed with character. Riveting pride of ownership. Huge great room w vaulted ceilings, gas fireplace, picturesque staircase, & large windows. Natural light beams into the eat-in kitchen; complete w tasteful wood cabinets, tons of counterspace, & room for kitchen table. Spend most of

    Zach Ostergaard Realty ONE Group Boardwalk

    4258 91st Place, Kenosha, WI 53142
  • 3740 109th St, Pleasant Prairie, WI 53158

    $470,000

    Sold Jul 15, 2026

    3740 109th St, Pleasant Prairie, WI 53158

    • 4 Beds
    • 2.5 Baths
    • 2,306 Sq Ft

    Last Sold Summary

    • 4% Below List Price
    • $204/SF
    • 5 Days On Market

    Current Estimated Value $503,592

    Last Listing Agent Natalie Rugg Welcome Home Real Estate Group, LLC

    3740 109th St, Pleasant Prairie, WI 53158
    • 4203 122nd St, Pleasant Prairie, WI 53158
      4203 122nd St, Pleasant Prairie, WI 53158
      4203 122nd St, Pleasant Prairie, WI 53158
      /27

      Est $294,708

      Not Listed For Sale

      4203 122nd St, Pleasant Prairie, WI 53158

      • 3 Beds
      • 2 Baths
      • 1,428 Sq Ft
      • Built 1961
      4203 122nd St, Pleasant Prairie, WI 53158

      Last Sold Summary

      • 39 Days On Market

      Last Listing Agent Lori Mattice RE/MAX Plaza

Showing Results 241 - 280, Page 7 of 18

Wisconsin Kenosha County

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