Homes in ZIP Code 53158

• 

  

  

  /10

  $209,900

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

  Lt 97 49th Ct, Pleasant Prairie, WI 53158

  Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 97 is a generously sized homesite offering over 15,0719 square feet-an 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,

  Scott Gettleman Keller Williams North Shore West

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

  

  

  /9

  $2,300 Per Month

  • 3 Beds
  • 1 Bath
  • 1,500 Sq Ft
  • Condo for Rent

  6331 104th St Unit 6331, Pleasant Prairie, WI 53158

  This well-maintained 3-bedroom, 1-bath townhome offers comfortable living in a convenient Pleasant Prairie location. Inside you’ll find a functional layout with spacious bedrooms, a bright living area, and an efficient kitchen. The oversized primary bedroom offers approximately 400 square feet of space, providing plenty of room for a king-sized bed, additional furniture, or a home office

  6331 104th St Unit 6331, 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 $688,688

  Last Listing Agent Jennifer Dassow Century 21 Benefit Realty

  9611 82nd Place, Pleasant Prairie, WI 53158
• 

  Est $332,046

  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
• 

  

  

  /57

  $995,000

  Under Contract

  • 5 Beds
  • 3 Baths
  • 3,808 Sq Ft

  9112 3rd Ave, Pleasant Prairie, WI 53158

  Tucked off a quiet road beside the protected Chiwaukee Prairie State Natural Preserve, this exceptional 5-bedroom, 3-bath home offers privacy, luxury, and natural beauty. Expansive windows immerse the home in it's remarkable natural landscape with Lake Michigan views along the horizon. The open layout features soaring ceilings, a chef's kitchen with Wolf and Sub-Zero appliances, and a seamless

  Anthony Olson Berkshire Hathaway Home Servic

  9112 3rd Ave, Pleasant Prairie, WI 53158
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  /24

  $2,300 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
• 

  $545,000

  Sold Aug 08, 2025

  8399 94th Ave, Pleasant Prairie, WI 53158

  • 3 Beds
  • 2.5 Baths
  • 2,016 Sq Ft

  Last Sold Summary

  • 1% Above List Price
  • $270/SF
  • 7 Days On Market

  Current Estimated Value $577,188

  Last Listing Agent Charlene Nikolai Cove Realty, LLC

  8399 94th Ave, Pleasant Prairie, WI 53158
• 

  

  /39

  Est $468,051

  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

  • 15 Days On Market
• 

  /2

  $12,850,000

  $4M PRICE DROP Pending

  • 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, L

  Lt0 88th Ave, Kenosha, WI 53158
• 

  

  /8

  $1,700 Per Month

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • Condo for Rent

  6331 104th St Unit 6329, Pleasant Prairie, WI 53158

  Welcome home to this bright and spacious 2-bedroom, 1-bath townhouse located at 6325 104th St in Pleasant Prairie! Featuring an open-concept main floor with large windows that bring in tons of natural light, this home offers both comfort and functionality.The kitchen includes ample cabinet space and a breakfast bar overlooking the living area, perfect for entertaining or everyday living. Updated

  6331 104th St Unit 6329, 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 $451,686

  Last Listing Agent Daniel Kroll @properties

  1034 101st St, 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
• 

  

  /52

  $515,000

  $10K PRICE DROP Under Contract

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

  12135 32nd Ave, Pleasant Prairie, WI 53158

  Impressive Southside home with stamped concrete leading up to a grand 2-story front entryway. The open floor plan is set up for easy living and entertaining. The kitchen has granite counters and tumbled marble backsplash, loads of cabinets, a large pantry, and a planning desk. Floor-to-ceiling river rock stone fireplace with custom mantel. All four bedrooms have vaulted ceilings and large

  Jason Gilliam Cove Realty, LLC

  12135 32nd Ave, 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 $180,255

  Last Listing Agent Rachel Lang Cove Realty, LLC

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

  Est $1,815,412

  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
• 

  

  /10

  $209,900

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

  Lt98 49th Ct, Pleasant Prairie, WI 53158

  Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 98 is a generously sized homesite offering over 15,362 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,

  Scott Gettleman Keller Williams North Shore We

  Lt98 49th Ct, Pleasant Prairie, WI 53158
• 

  $630,000

  Sold Sep 02, 2025

  8032 103rd Ave, Pleasant Prairie, WI 53158

  • 5 Beds
  • 3.5 Baths
  • 2,770 Sq Ft

  Last Sold Summary

  • 1% Above List Price
  • $227/SF
  • 0 Days On Market

  Current Estimated Value $663,201

  Last Listing Agent Stephanie Arinta RE/MAX ELITE

  8032 103rd Ave, Pleasant Prairie, WI 53158
• 

  Est $627,703

  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
• 

  

  /10

  $209,900

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

  Lt81 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-sacperfect for bringing your dreamhome 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 We

  Lt81 50th Ct, 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 $329,483

  Last Listing Agent Brianna Pacetti Epique Realty

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

  Est $449,994

  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
• 

  

  /24

  $359,000

  Under Contract

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

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

  Desirable Pleasant Prairie condo offering spacious, stylish living with fresh updates throughout! Crisp, clean, and move-in ready, this beautifully maintained home features an open-concept layout, freshly painted interiors, brand-new carpet, updated flooring, quartz countertops, stainless steel appliances, and a cozy fireplace perfect for relaxing evenings at home. Generously sized bedrooms and

  Tiffany Harding Berkshire Hathaway Home Servic

  9284 66th Ave Unit 64, 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 $215,498

  Last Listing Agent Sean Gitzlaff RE/MAX ELITE

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

  Est $464,425

  Not Listed For Sale

  11340 8th Ave, Pleasant Prairie, WI 53158

  • 4 Beds
  • 2 Baths
  • 2,563 Sq Ft
  • Built 1995

  11340 8th Ave, Pleasant Prairie, WI 53158

  Last Sold Summary

  • 71 Days On Market
• 

  

  /5

  $109,900

  $9K PRICE DROP

  • Land
  • 15,246 Sq Ft
  • $314,000 per Acre

  6206 63rd Ave, Kenosha, WI 53142

  Generous sized vacant lot ready for your house plans. In area of nice homes. Municipal sewer & water available. Old Elm office-condo complex abuts to North of property. Sold as is with garage on the land.

  Peggy Kormylo Coldwell Banker Real Estate On

  6206 63rd Ave, Kenosha, WI 53142
• 

  $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 $634,173

  Last Listing Agent Trey Salsbury Joseph Scott Real Estate

  9122 Creekside Cir, Pleasant Prairie, WI 53158
• 

  Est $426,057

  Not Listed For Sale

  11314 8th Ave, Pleasant Prairie, WI 53158

  • 3 Beds
  • 2 Baths
  • 2,529 Sq Ft
  • Built 1991

  11314 8th Ave, Pleasant Prairie, WI 53158

  Last Sold Summary

  • 1 Day On Market
• 

  

  /10

  $209,900

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

  Lt 91 49th Ct, Pleasant Prairie, WI 53158

  Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 91 is a generously sized homesite offering 15,100 square feet-an 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

  Lt 91 49th Ct, Pleasant Prairie, WI 53158
• 

  $425,400

  Sold May 15, 2026

  3329 125th St, Pleasant Prairie, WI 53158

  • 3 Beds
  • 2 Baths
  • 1,468 Sq Ft

  Last Sold Summary

  • 1% Below List Price
  • $290/SF
  • 1 Day On Market

  Current Estimated Value $426,109

  Last Listing Agent Ashley Ortiz Berkshire Hathaway HomeService

  3329 125th St, Pleasant Prairie, WI 53158
• 

  Est $273,071

  Not Listed For Sale

  903 111th St, Pleasant Prairie, WI 53158

  • 3 Beds
  • 1 Bath
  • 1,092 Sq Ft
  • Built 1953

  903 111th St, Pleasant Prairie, WI 53158

  Last Sold Summary

  • 16 Days On Market
• 

  /2

  $209,900

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

  Lt100 49th Ct, 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

  Lt100 49th Ct, Pleasant Prairie, WI 53158
• 

  $800,000

  Sold Jul 01, 2025

  9325 Lakeshore Dr Unit 5, Pleasant Prairie, WI 53158

  • 3 Beds
  • 2 Baths
  • 2,432 Sq Ft

  Last Sold Summary

  • $329/SF

  Current Estimated Value $895,795

  Last Listing Agent Charlotte Brengel Char Brengel Real Estate

  9325 Lakeshore Dr Unit 5, Pleasant Prairie, WI 53158
• 

  Est $615,871

  Not Listed For Sale

  935 111th St, Pleasant Prairie, WI 53158

  • 5 Beds
  • 3.5 Baths
  • 4,616 Sq Ft
  • Built 1974

  935 111th St, Pleasant Prairie, WI 53158

  Last Sold Summary

  • 196 Days On Market
• 

  

  /9

  $223,900

  • Land
  • 14,810 Sq Ft
  • $658,529 per Acre

  Lt90 49th Ct, Pleasant Prairie, WI 53158

  Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 90 is a generously sized homesite offering over 15,001 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,

  Scott Gettleman Keller Williams North Shore We

  Lt90 49th Ct, Pleasant Prairie, WI 53158
• 

  $170,990

  Sold Oct 24, 2025

  Lt29 Cedar Ridge Ct, Pleasant Prairie, WI 53158

  • Land
  • 19,602 Sq Ft
  • $379,978 per Acre

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Nicole Clark Korndoerfer Homes LLC

  Lt29 Cedar Ridge Ct, Pleasant Prairie, WI 53158
• 

  Est $217,332

  Not Listed For Sale

  11325 10th Ave Unit 1, Pleasant Prairie, WI 53158

  • 2 Beds
  • 1 Bath
  • 824 Sq Ft
  • Built 1950

  11325 10th Ave Unit 1, Pleasant Prairie, WI 53158

  Last Sold Summary

  • 3 Days On Market
• 

  

  /40

  $679,900

  $18K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 4,121 Sq Ft

  11920 45th Ave, Pleasant Prairie, WI 53158

  Nestled on 1.13 acres of wooded privacy, this spacious 4-bedroom, 3.5-bath home offers over 4000 sq. ft. of living space in a secluded cul-de-sac setting. Enjoy year-round relaxation with a heated 28' x 16' indoor pool and fireplace. Features include two family rooms and cathedral ceilings. The large, open kitchen provides plenty of workspace and storage, while generous room sizes throughout

  AJ Swartz Berkshire Hathaway Home Servic

  11920 45th Ave, Pleasant Prairie, WI 53158
• 

  $630,000

  Sold Oct 03, 2025

  10748 41st Ave, Pleasant Prairie, WI 53158

  • 5 Beds
  • 3 Baths
  • 3,160 Sq Ft

  Last Sold Summary

  • 7% Below List Price
  • $199/SF
  • 18 Days On Market

  Current Estimated Value $666,871

  Last Listing Agent Alanna Spanjers Image Real Estate, Inc.

  10748 41st Ave, Pleasant Prairie, WI 53158
• 

  Est $311,220

  Not Listed For Sale

  1012 114th St, Pleasant Prairie, WI 53158

  • 3 Beds
  • 1.5 Baths
  • 1,408 Sq Ft
  • Built 1952

  1012 114th St, Pleasant Prairie, WI 53158

  Last Sold Summary

  • 2 Days On Market
• 

  /2

  $844,900

  New Construction

  • 3 Beds
  • 2 Baths
  • 2,519 Sq Ft

  4979 113th St, Pleasant Prairie, WI 53158

  Stunning Danbury ranch featuring 10' ceilings and a box-up ceiling with crown molding in the great room and kitchen, plus a 12' ceiling in the foyer and office. The designer kitchen offers GE stainless steel appliances, quartz countertops, built-in-look refrigerator, chimney hood, and walk-in pantry. Bright sunroom off main living and office with glass double doors. Laundry with cabinet and

  Nicole Clark Korndoerfer Homes LLC

  4979 113th St, Pleasant Prairie, WI 53158

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