Homes in ZIP Code 53158

• 

  $1,900,000

  Sold Oct 31, 2025

  11505 Lakeshore Dr, Pleasant Prairie, WI 53158

  • 3 Beds
  • 3 Baths
  • 3,701 Sq Ft

  Last Sold Summary

  • $513/SF

  Current Estimated Value $1,758,578

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

  11505 Lakeshore Dr, Pleasant Prairie, WI 53158
• 

  Est $344,309

  Not Listed For Sale

  9421 11th Ave, Pleasant Prairie, WI 53158

  • 2 Beds
  • 2 Baths
  • 1,195 Sq Ft
  • Built 1965

  9421 11th Ave, Pleasant Prairie, WI 53158

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Nathan Griffith Compass RE WI-Tosa
• 

  

  /2

  $194,900

  • Land
  • 10,890 Sq Ft
  • $779,600 per Acre

  Lt138 97th St, Pleasant Prairie, WI 53158

  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 138 includes 10,838 square feet! Highland Estates...A place where you know your neighbors, where families

  Lisa Fabiano EXP Realty, LLC Kenosha

  Lt138 97th St, Pleasant Prairie, WI 53158
• 

  $670,000

  Sold Sep 04, 2026

  9411 41st Ave, Pleasant Prairie, WI 53158

  • 4 Beds
  • 3.5 Baths
  • 3,674 Sq Ft

  Last Sold Summary

  • 8% Below List Price
  • $182/SF
  • 45 Days On Market

  Current Estimated Value $697,613

  Last Listing Agent Horizon Homes Group* Compass RE WI-Northshore

  9411 41st Ave, Pleasant Prairie, WI 53158
• 

  Est $404,885

  Not Listed For Sale

  1075 93rd St, Pleasant Prairie, WI 53158

  • 4 Beds
  • 2 Baths
  • 2,002 Sq Ft
  • Built 1999

  1075 93rd St, Pleasant Prairie, WI 53158

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Susan Rossetto Rossetto Realty, LLC
• 

  /2

  $195,900

  • Land
  • 10,018 Sq Ft
  • $851,739 per Acre

  Lt125 Cooper Rd, Pleasant Prairie, WI 53158

  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 125 includes 11,017 square feet! Highland Estates...A place where you know your neighbors, where families

  Lisa Fabiano EXP Realty, LLC Kenosha

  Lt125 Cooper Rd, Pleasant Prairie, WI 53158
• 

  $209,000

  Sold May 29, 2026

  Lt87 49th Ct, Pleasant Prairie, WI 53158

  • Land
  • 15,246 Sq Ft
  • $597,143 per Acre

  Last Sold Summary

  • 29 Days On Market

  Last Listing Agent Nicole Clark Korndoerfer Homes LLC

  Lt87 49th Ct, Pleasant Prairie, WI 53158
• 

  Est $381,422

  Not Listed For Sale

  922 93rd St Unit 6, Pleasant Prairie, WI 53158

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 1998

  922 93rd St Unit 6, Pleasant Prairie, WI 53158

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Alicia Chovan Shorewest Realtors, Inc.
• 

  

  /21

  $159,900

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft

  7801 88th Ave Unit 87, Pleasant Prairie, WI 53158

  Welcome to Westwood Estates, a vibrant community where you can find yourself in your dream home. We have a stunning, brand new, 2026 3 bed, 2 bath home for sale featuring 1560.00 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 a spacious open-concept floor plan. The kitchen

  Kayla Mayes Westwood Estates

  7801 88th Ave Unit 87, Pleasant Prairie, WI 53158
• 

  $740,000

  Sold Sep 08, 2026

  9110 Creekside Cir, Pleasant Prairie, WI 53158

  • 4 Beds
  • 2.5 Baths
  • 2,534 Sq Ft

  Last Sold Summary

  • 2% Above List Price
  • $292/SF
  • 2 Days On Market

  Current Estimated Value $723,176

  Last Listing Agent Felicia Pavlica RE/MAX ELITE

  9110 Creekside Cir, Pleasant Prairie, WI 53158
• 

  Est $457,060

  Not Listed For Sale

  852 92nd St, Pleasant Prairie, WI 53158

  • 4 Beds
  • 3 Baths
  • 2,138 Sq Ft
  • Built 2005

  852 92nd St, Pleasant Prairie, WI 53158

  Last Sold Summary

  • 70 Days On Market

  Last Listing Agent Richard Dial Image Real Estate, Inc.
• 

  /2

  $219,900

  • Land
  • 14,810 Sq Ft
  • $646,765 per Acre

  Lt109 Cooper Rd, Pleasant Prairie, WI 53158

  POND VIEW! 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 109 includes 14,838 square feet! Highland Estates...A place where you know your neighbors, where

  Lisa Fabiano EXP Realty, LLC Kenosha

  Lt109 Cooper Rd, Pleasant Prairie, WI 53158
• 

  $660,000

  Sold May 08, 2026

  8971 Creekside Cir, Pleasant Prairie, WI 53158

  • 4 Beds
  • 2.5 Baths
  • 2,230 Sq Ft

  Last Sold Summary

  • 3% Above List Price
  • $296/SF
  • 1 Day On Market

  Current Estimated Value $654,055

  Last Listing Agent Jennifer Heiring RE/MAX ELITE

  8971 Creekside Cir, Pleasant Prairie, WI 53158
• 

  Est $422,835

  Not Listed For Sale

  901 91st St, Pleasant Prairie, WI 53158

  • 4 Beds
  • 3 Baths
  • 1,944 Sq Ft
  • Built 1991

  901 91st St, Pleasant Prairie, WI 53158

  Last Sold Summary

  • 25 Days On Market

  Last Listing Agent Richard Dial Image Real Estate, Inc.
• 

  

  /5

  $79,000

  Under Contract

  • Land
  • 13,503 Sq Ft
  • $254,839 per Acre

  Lt 2 11th Ave, Pleasant Prairie, WI 53158

  Build your dream home in desirable Pleasant Prairie! This buildable 72' x 181' lot offers a wonderful opportunity to create a custom home near Lake Michigan, beautiful conservation areas, parks, and outdoor recreation. Conveniently located close to the Illinois border, shopping, dining, and major roadways--perfect for commuters seeking a peaceful setting with easy access to both Wisconsin and

  Veronica Flores Berkshire Hathaway Home Services Epic Real Estate

  Lt 2 11th Ave, Pleasant Prairie, WI 53158
• 

  $495,000

  Sold Aug 31, 2026

  12012 47th Ave, Pleasant Prairie, WI 53158

  • 3 Beds
  • 2.5 Baths
  • 2,108 Sq Ft

  Last Sold Summary

  • 7% Below List Price
  • $235/SF
  • 9 Days On Market

  Current Estimated Value $522,483

  Last Listing Agent Linda Swan RE/MAX ELITE

  12012 47th Ave, Pleasant Prairie, WI 53158
• 

  Est $416,856

  Not Listed For Sale

  9207 8th Ave, Pleasant Prairie, WI 53158

  • 4 Beds
  • 3 Baths
  • 2,202 Sq Ft
  • Built 1994

  9207 8th Ave, Pleasant Prairie, WI 53158

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Stephen O'Connor Mastermind REALTORS
• 

  

  /14

  $174,990

  Pending

  • Land
  • 13,503 Sq Ft
  • $564,484 per Acre

  Lt32 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

  Lt32 Cedar Ridge Ct, Pleasant Prairie, WI 53158
• 

  $550,000

  Sold Apr 21, 2026

  10655 33rd Ave, Pleasant Prairie, WI 53158

  • 3 Beds
  • 3 Baths
  • 2,878 Sq Ft

  Last Sold Summary

  • 5% Above List Price
  • $191/SF
  • 1 Day On Market

  Current Estimated Value $554,957

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

  10655 33rd Ave, Pleasant Prairie, WI 53158
• 

  Est $239,484

  Not Listed For Sale

  8833 5th Ave Unit 5A, Pleasant Prairie, WI 53158

  • 2 Beds
  • 1 Bath
  • 856 Sq Ft
  • Built 1952

  8833 5th Ave Unit 5A, Pleasant Prairie, WI 53158

  Last Sold Summary

  • 31 Days On Market

  Last Listing Agent Charlene Nikolai Cove Realty, LLC
• 

  /2

  $229,900

  • Land
  • 15,246 Sq Ft
  • $656,857 per Acre

  Lt119 Cooper Rd, Pleasant Prairie, WI 53158

  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 119 includes 15,124 square feet! Highland Estates...A place where you know your neighbors, where families

  Lisa Fabiano EXP Realty, LLC Kenosha

  Lt119 Cooper Rd, Pleasant Prairie, WI 53158
• 

  $647,000

  Sold Sep 16, 2025

  8693 84th St, Pleasant Prairie, WI 53158

  • 4 Beds
  • 3.5 Baths
  • 3,788 Sq Ft

  Last Sold Summary

  • 2% Below List Price
  • $171/SF
  • 15 Days On Market

  Current Estimated Value $723,098

  Last Listing Agent Laura Stoner Keller Williams Milwaukee South Shore

  8693 84th St, Pleasant Prairie, WI 53158
• 

  Est $948,383

  Not Listed For Sale

  9237 Lakeshore Dr, Pleasant Prairie, WI 53158

  • 2 Beds
  • 1 Bath
  • 984 Sq Ft
  • Built 1954

  9237 Lakeshore Dr, Pleasant Prairie, WI 53158

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Anthony Olson Berkshire Hathaway Home Services Epic Real Estate
• 

  /2

  $8,575,000

  • Land
  • 24.5 Acres
  • $350,000 per Acre

  10630 Old Green Bay Rd, Kenosha, WI 53158

  prime land for future development on the SE Corner of Hwy 31 & 165 also includes the parcel located at 10540 Old Green Bay Rd

  Robert Pitts Pitts Brothers & Associates, LLC

  10630 Old Green Bay Rd, Kenosha, WI 53158
• 

  $586,000

  Sold Jan 12, 2026

  9950 8th Ave, Pleasant Prairie, WI 53158

  • 4 Beds
  • 2.5 Baths
  • 3,424 Sq Ft

  Last Sold Summary

  • 2% Below List Price
  • $171/SF
  • 17 Days On Market

  Current Estimated Value $608,577

  Last Listing Agent Michelle Volkmar RE/MAX Advantage Realty

  9950 8th Ave, Pleasant Prairie, WI 53158
• 

  Est $1,523,572

  Not Listed For Sale

  9155 Lakeshore Dr, Pleasant Prairie, WI 53158

  • 3 Beds
  • 4 Baths
  • 4,172 Sq Ft
  • Built 2000

  9155 Lakeshore Dr, Pleasant Prairie, WI 53158

  Last Sold Summary

  • 21 Days On Market

  Last Listing Agent Laura Stoner Keller Williams Milwaukee South Shore
• 

  /2

  $223,900

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

  Lt90 49th Ct, Pleasant Prairie, WI 53158

  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 90 includes 16,879 square feet! Highland Estates...A place where you know your neighbors, where families

  Lisa Fabiano EXP Realty, LLC Kenosha

  Lt90 49th Ct, Pleasant Prairie, WI 53158
• 

  $230,000

  Sold Oct 28, 2025

  1909 91st St, Pleasant Prairie, WI 53158

  • 3 Beds
  • 1 Bath
  • 1,256 Sq Ft

  Last Sold Summary

  • 15% Below List Price
  • $183/SF
  • 118 Days On Market

  Last Listing Agent Howard Haubrich Bear Realty Of Burlington

  1909 91st St, Pleasant Prairie, WI 53158
• 

  Est $477,048

  Not Listed For Sale

  8821 3rd Ave, Pleasant Prairie, WI 53158

  • 3 Beds
  • 2.5 Baths
  • 1,610 Sq Ft
  • Built 1980

  8821 3rd Ave, Pleasant Prairie, WI 53158

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Craig Stein First Weber Inc- Greenfield
• 

  

  /18

  $760,990

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,146 Sq Ft

  TBD Tbd Unit 8440_649110074, Pleasant Prairie, WI 53158

  This new single-story home is a family-friendly haven. It features an open design among the welcoming family room, well-equipped kitchen and dining room, which has sliding-glass doors providing direct access to the covered patio. Two secondary bedrooms and the luxe owner’s suite all offer walk-in closets. Adding a sunroom is an appealing option.

  Lennar Builder

  TBD Tbd Unit 8440_649110074, Pleasant Prairie, WI 53158
• 

  $122,000

  Sold Aug 27, 2026

  10110 28th Ave, Pleasant Prairie, WI 53158

  • Land
  • 27,442 Sq Ft
  • $193,651 per Acre

  Last Sold Summary

  • 2% Below List Price
  • 10 Days On Market

  Current Estimated Value $160,903

  Last Listing Agent Felicia Pavlica RE/MAX ELITE

  10110 28th Ave, Pleasant Prairie, WI 53158
• 

  

  /79

  Est $500,448

  Not Listed For Sale

  8745 3rd Ave, Pleasant Prairie, WI 53158

  • 3 Beds
  • 2.5 Baths
  • 1,915 Sq Ft
  • Built 1992

  8745 3rd Ave, Pleasant Prairie, WI 53158

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Charlotte Brengel Char Brengel Real Estate LLC
• 

  Price To Be Determined

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,478 Sq Ft

  Mariner II Plan at Highland Estates, Pleasant Prairie, WI 53158

  MasterCraft Builders Builder

  5221 93rd St Unit 41722532, Pleasant Prairie, WI 53158
• 

  $42,500

  Sold Jan 09, 2026

  Lt11 2nd Ave, Pleasant Prairie, WI 53158

  • Land
  • 9,147 Sq Ft
  • $202,381 per Acre

  Last Sold Summary

  • 35% Below List Price
  • 66 Days On Market

  Last Listing Agent Felicia Pavlica RE/MAX ELITE

  Lt11 2nd Ave, Pleasant Prairie, WI 53158
• 

  /2

  Est $442,428

  Not Listed For Sale

  225 87th St, Pleasant Prairie, WI 53158

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft
  • Built 1973

  225 87th St, Pleasant Prairie, WI 53158
• 

  

  /27

  $697,777

  New Construction $73K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,907 Sq Ft

  4703 98th St, Pleasant Prairie, WI 53158

  BRAND NEW Forever Home at The Cottages at Village Green, conveniently located in the Village of Pleasant Prairie, just minutes from I-94. Tucked amongst the area's finest neighborhoods, this Augusta VI model features 3 bedrooms, 3 bathrooms and a smart-open floor plan with zero-step entries, soaring ceilings and unique architectural flairs. Upgrades galore! If carefree living is your cup of tea,

  Todd Stanich Stanich Realty, LLC

  4703 98th St, Pleasant Prairie, WI 53158
• 

  $414,000

  Sold Aug 14, 2026

  10880 39th Ave, Pleasant Prairie, WI 53158

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

  Last Sold Summary

  • 4% Above List Price
  • $240/SF
  • 2 Days On Market

  Current Estimated Value $369,774

  Last Listing Agent Susy Grigolo-Piehl RealtyPro Professional Real Estate Group LLC

  10880 39th Ave, Pleasant Prairie, WI 53158
• 

  Est $802,918

  Not Listed For Sale

  8755 Lakeshore Dr, Pleasant Prairie, WI 53158

  • 4 Beds
  • 2.5 Baths
  • 1,633 Sq Ft
  • Built 1952

  8755 Lakeshore Dr, Pleasant Prairie, WI 53158

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Holly Collins Compass Wisconsin-Lake Geneva
• 

  /2

  $199,900

  • Land
  • 11,325 Sq Ft
  • $768,846 per Acre

  Lt122 Cooper Rd, Pleasant Prairie, WI 53158

  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 122 includes 11,911 square feet! Highland Estates...A place where you know your neighbors, where families

  Lisa Fabiano EXP Realty, LLC Kenosha

  Lt122 Cooper Rd, Pleasant Prairie, WI 53158
• 

  $387,000

  Sold Jun 15, 2026

  6650 124th St, Pleasant Prairie, WI 53158

  • 4 Beds
  • 2.5 Baths
  • 1,886 Sq Ft

  Last Sold Summary

  • 8% Below List Price
  • $205/SF
  • 4 Days On Market

  Current Estimated Value $388,807

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

  6650 124th St, Pleasant Prairie, WI 53158

Showing Results 161 - 200, Page 5 of 18