8,192

Pleasant Prairie, WI Homes

Section Image Section Image Section Image
  • /21

    $681,900

    New Construction
    • 3 Beds
    • 3 Baths
    • 1,832 Sq Ft

    Lt 81 50th Ct, Pleasant Prairie, WI 53158

    The heart of the home is an expansive open floorplan that leads to an incredible covered porch-ideal for relaxing or entertaining. The primary ensuite serves as a true retreat, featuring a double vanity, a custom walk-in tile shower, and a spacious walk-in closet. The secondary bedroom is generously sized and conveniently located adjacent to a full bath, while the home also includes a spacious

    Agent Photo

    Lisa Wolf

    Keller Williams North Shore West

    Lt 81 50th Ct, Pleasant Prairie, WI 53158
  • /37

    Starting at $1,495 Per Month

    • Studio - 3 Beds

    11245 Betty Ln, Pleasant Prairie, WI 53158

    Live carefree every day. At Inspire at Prairie Springs, coming home feels like you're on vacation. With impressive finishes and resort-quality amenities, our apartments make it possible to live beyond your expectations. With so much to do in the perfect location, a vibrant new lifestyle awaits. Embrace it.

    Inspire Prairie Springs

    11245 Betty Ln, Pleasant Prairie, WI 53158
  • 6006 107th St, Pleasant Prairie, WI 53158

    $499,000

    Sold Mar 23, 2026

    6006 107th St, Pleasant Prairie, WI 53158

    • 3 Beds
    • 2 Baths
    • 1,707 Sq Ft

    Last Sold Summary

    • $292/SF

    Current Estimated Value $503,213

    Last Listing Agent NON MLS-KEN NON MLS

    6006 107th St, Pleasant Prairie, WI 53158
    • 9917 Bain Station Rd, Pleasant Prairie, WI 53158

      Est $585,717

      Not Listed For Sale

      9917 Bain Station Rd, Pleasant Prairie, WI 53158

      • 5 Beds
      • 2 Baths
      • 2,762 Sq Ft
      • Built 1937
      9917 Bain Station Rd, Pleasant Prairie, WI 53158

      Last Sold Summary

      • 45 Days On Market

      Last Listing Agent Michael Zoerner Better Homes and Gardens Real Estate Power Realty

  • /18

    $569,990

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,362 Sq Ft

    Townsend Plan at Highland Estates, Pleasant Prairie, WI 53158

    The entryway leads to the first level of this new two-story home, where a versatile living room can be found off the foyer while the family room, dining room and kitchen share an open-concept design for seamless everyday living. Upstairs, four bedrooms provide enough space for a growing family.

    Lennar Builder
    5315 94th St Unit 40753947, Pleasant Prairie, WI 53158
  • /40

    Starting at $1,610 Per Month

    • Studio - 3 Beds

    10906 Seasons Place, Pleasant Prairie, WI 53158

    Seasons embodies the evolution of luxury suburban living by providing an exceptional location blended with a wide array of high end amenities and finishes tailored to suit your lifestyle. Located in a park like setting, Seasons at River View has a true suburban feel with the convenience of city life only minutes away.

    Seasons at River View

    10906 Seasons Place, Pleasant Prairie, WI 53158
  • 9200 66th Ave Unit 123, Pleasant Prairie, WI 53158

    $419,956

    Sold Aug 29, 2025

    9200 66th Ave Unit 123, Pleasant Prairie, WI 53158

    • 2 Beds
    • 2 Baths
    • 1,498 Sq Ft

    Last Sold Summary

    • $280/SF
    • 1 Day On Market

    Current Estimated Value $471,407

    Last Listing Agent Joseph Stanich Stanich Realty, LLC

    9200 66th Ave Unit 123, Pleasant Prairie, WI 53158
    • 4937 103rd St, Pleasant Prairie, WI 53158

      Est $698,833

      Not Listed For Sale

      4937 103rd St, Pleasant Prairie, WI 53158

      • 4 Beds
      • 2.5 Baths
      • 2,603 Sq Ft
      • Built 2012
      4937 103rd St, Pleasant Prairie, WI 53158

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Linda Swan RE/MAX ELITE

  • /53

    $1,100,000

    Under Contract
    • 5 Beds
    • 4.5 Baths
    • 3,738 Sq Ft

    4222 98th St, Pleasant Prairie, WI 53158

    Thoughtfully designed with timeless finishes and today's most desired modern luxuries, this exceptional executive home in Meadowdale Subdivision offers 5 bedrooms, 4.5 baths, and beautifully crafted living space throughout. The chef's kitchen features an oversized gathering island, secondary entertaining island, quartz countertops, custom cabinetry, premium appliances, and elevated finishes.

    Michael Fisher Welcome Home Real Estate Group, LLC

    4222 98th St, Pleasant Prairie, WI 53158
  • /34

    Starting at $1,545 Per Month

    • 1 - 2 Beds

    10916 75th St, Kenosha, WI 53142

    Riverwood Apartments is the perfect place for you to call home. Our community offers fantastic amenities including an outdoor heated pool, dog park, underground parking, fitness center, and a playground. Our beautifully tree-lined property makes anyone want to call Riverwood Apartments home. Conveniently located off of I-94 for easy access to it all.

    Riverwood

    10916 75th St, Kenosha, WI 53142
  • 5736 84th St, Kenosha, WI 53142

    $485,000

    Sold Jul 29, 2026

    5736 84th St, Kenosha, WI 53142

    • 3 Beds
    • 2 Baths
    • 1,811 Sq Ft

    Last Sold Summary

    • 2% Above List Price
    • $268/SF
    • 6 Days On Market

    Current Estimated Value $471,596

    Last Listing Agent Alissa Traughber Keller Williams Thrive-Kenosha

    5736 84th St, Kenosha, WI 53142
    • 9145 8th Ave, Pleasant Prairie, WI 53158

      Est $508,725

      Not Listed For Sale

      9145 8th Ave, Pleasant Prairie, WI 53158

      • 4 Beds
      • 3 Baths
      • 2,700 Sq Ft
      • Built 2017
      9145 8th Ave, Pleasant Prairie, WI 53158

      Last Sold Summary

      • 28 Days On Market

      Last Listing Agent Tracey Maksen Pelishek Accent Realty LLC

  • /25

    $552,990

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,866 Sq Ft

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

    Set among a single-level design, this home features a spacious foyer that leads directly into the family room, dining room and kitchen at the back of the residence. Three bedrooms offer plenty of space for small and growing families. The generous owner’s suite is host to a walk-in closet and an en-suite bathroom.

    Lennar Builder
    5315 94th St Unit 40753939, Pleasant Prairie, WI 53158
  • /25

    Starting at $1,650 Per Month

    • 1 - 2 Beds

    10981 116th Ave, Pleasant Prairie, WI 53158

    The Breeze Terrace Apartments is a gated community that offers an abundance of green space while still located steps away from shopping and convenience. Breeze Terrace offers brand new, spacious apartment homes with luxury finishes and thoughtfully designed floorplans. Select townhome styles offer private entry and attached or detached garages. Residents can enjoy a multipurpose 24/7 fitness

    Breeze Terrace

    10981 116th Ave, Pleasant Prairie, WI 53158
  • 9272 11th Ave, Pleasant Prairie, WI 53158

    $420,000

    Sold Apr 23, 2026

    9272 11th Ave, Pleasant Prairie, WI 53158

    • 3 Beds
    • 2 Baths
    • 1,997 Sq Ft

    Last Sold Summary

    • $210/SF
    • 4 Days On Market

    Current Estimated Value $418,897

    Last Listing Agent Jack Reget Cove Realty, LLC

    9272 11th Ave, Pleasant Prairie, WI 53158
    • 4742 105th Place, Pleasant Prairie, WI 53158

      Est $1,576,187

      Not Listed For Sale

      4742 105th Place, Pleasant Prairie, WI 53158

      • 4 Beds
      • 5 Baths
      • 4,284 Sq Ft
      • Built 2010
      4742 105th Place, Pleasant Prairie, WI 53158

      Last Sold Summary

      • 21 Days On Market

      Last Listing Agent Leslie Boyea Quorum Enterprises, Inc.

  • /21

    $294,900

    $5K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,261 Sq Ft

    6636 124th St, Pleasant Prairie, WI 53158

    Move-in ready 3-bedroom ranch offering convenient single-level, no-stairs living on a spacious 1/3-acre lot in desirable Pleasant Prairie, just north of the Illinois border. Tucked away on a quiet cul-de-sac next to Big Oaks Golf Course, this clean, well-maintained home offers a peaceful setting with everyday convenience. The fully fenced backyard provides plenty of space for pets, play,

    Justin Ryan Redfin Corporation

    6636 124th St, Pleasant Prairie, WI 53158
  • /25

    Starting at $1,887 Per Month

    • 2 Beds

    9300 Prairie Ridge Blvd, Pleasant Prairie, WI 53158

    Welcome to Cobblestone Creek - a luxury apartment community of Pleasant Prairie! Imagine soaring vaulted ceilings, painted trim, wrought iron railings, and beautiful panoramic views of two breathtaking reflection ponds. If you're looking for your dream luxury apartment that feels more like home, check out Cobblestone Creek. This premier apartment community has many floor plans available to suit a

    Cobblestone Creek

    9300 Prairie Ridge Blvd, Pleasant Prairie, WI 53158
  • 4411 113th St, Pleasant Prairie, WI 53158

    $524,900

    Sold Apr 30, 2026

    4411 113th St, Pleasant Prairie, WI 53158

    • 3 Beds
    • 2.5 Baths
    • 2,283 Sq Ft

    Last Sold Summary

    • $230/SF

    Current Estimated Value $531,293

    Last Listing Agent Alexander Resendiz Compass Wisconsin-Lake Geneva

    4411 113th St, Pleasant Prairie, WI 53158
    • 2623 116th St, Pleasant Prairie, WI 53158

      Est $425,785

      Not Listed For Sale

      2623 116th St, Pleasant Prairie, WI 53158

      • 3 Beds
      • 1,500 Sq Ft
      • Built 1951
      2623 116th St, Pleasant Prairie, WI 53158

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Scott Grundy RealtyPro Professional Real Estate Group LLC

  • /24

    $544,990

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,723 Sq Ft

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

    This new home offers a low-maintenance design contained to a convenient single level. An open-concept floorplan combines the kitchen, living and dining areas with access to a patio for seamless entertaining and multitasking. Two secondary bedrooms share a private hallway near the entry, and the luxurious owner’s suite is tucked into a private rear corner with a spa-inspired bathroom and walk-in

    Lennar Builder
    5315 94th St Unit 40753949, Pleasant Prairie, WI 53158
  • /35

    Starting at $1,752 Per Month

    • 1 - 3 Beds

    8920 83rd St, Pleasant Prairie, WI 53158

    Come see why Fountain Ridge is the talk of the town in Pleasant Prairie! You'll get more square footage than anywhere else in the area... and every apartment is filled with high-end finishes! No paying extra for luxuries such as Adura plank flooring, granite counter tops, designer lighting, and custom-painted walls, because all these and more are included in every apartment! In addition, parking

    Fountain Ridge

    8920 83rd St, Pleasant Prairie, WI 53158
  • 5009 83rd St, Kenosha, WI 53142

    $630,000

    Sold Feb 25, 2026

    5009 83rd St, Kenosha, WI 53142

    • 4 Beds
    • 2.5 Baths
    • 2,779 Sq Ft

    Last Sold Summary

    • 5% Below List Price
    • $227/SF
    • 91 Days On Market

    Current Estimated Value $685,742

    Last Listing Agent Laura Stoner Keller Williams Milwaukee South Shore

    5009 83rd St, Kenosha, WI 53142
    • 9971 50th Ave, Pleasant Prairie, WI 53158

      Est $957,154

      Not Listed For Sale

      9971 50th Ave, Pleasant Prairie, WI 53158

      • 5 Beds
      • 3.5 Baths
      • 4,455 Sq Ft
      • Built 2008
      9971 50th Ave, Pleasant Prairie, WI 53158

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Douglas Stanich Stanich Realty, LLC

  • /9

    $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 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 108 Highland Place, Pleasant Prairie, WI 53158
  • /32

    Starting at $1,625 Per Month

    • 1 - 3 Beds

    8600 82nd St, Pleasant Prairie, WI 53158

    Hidden Oak is a community offering quality and convenience. -Heated pool -Exercise facility -Spacious floor plans -Conveniently located -Heated underground parking -Pet friendly -Spacious patios/balconies -Lush landscapes -Responsive and professional maintenance -Professional Management Team

    Hidden Oak

    8600 82nd St, Pleasant Prairie, WI 53158
  • Lt88 49th Ct, Pleasant Prairie, WI 53158

    $216,000

    Sold Jul 31, 2026

    Lt88 49th Ct, Pleasant Prairie, WI 53158

    • Land
    • 15,246 Sq Ft
    • $617,143 per Acre

    Last Sold Summary

    • 3% Above List Price
    • 300 Days On Market

    Last Listing Agent Scott Gettleman Keller Williams North Shore West

    Lt88 49th Ct, Pleasant Prairie, WI 53158
    • 9409 Ashbury Ln, Pleasant Prairie, WI 53158

      Est $805,458

      Not Listed For Sale

      9409 Ashbury Ln, Pleasant Prairie, WI 53158

      • 4 Beds
      • 3.5 Baths
      • 3,838 Sq Ft
      • Built 2008
      9409 Ashbury Ln, Pleasant Prairie, WI 53158

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Felicia Pavlica RE/MAX ELITE

  • /10

    $214,900

    • Land
    • 16,117 Sq Ft
    • $580,811 per Acre

    Lt 84 50th Ct, Pleasant Prairie, WI 53158

    Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 84 is a generously sized parcel offering 15,941 square feet with spacious views, ideally situated on a quiet cul-de-sacperfect for bringing your dream home to life. Phase 1 is oƯicially 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 84 50th Ct, Pleasant Prairie, WI 53158
  • /36

    Starting at $1,850 Per Month

    • 2 Beds

    9511 81st St, Kenosha, WI 53158

    Built in 2017, Skyline Towers has worked tirelessly to maintain that brand new feeling for each of our new tenants. Upgrading our appearance, security and cleanliness on a continual basis has made this property a haven for our new and long term tenants. Located in a prime area of Kenosha County, Wisconsin, we are right between Chicago and Milwaukee for an easy commute for work or play. Aurora and

    Skyline Towers

    9511 81st St, Kenosha, WI 53158
  • 11227 Cedar Ridge Ct, Pleasant Prairie, WI 53158

    $920,000

    Sold Apr 07, 2026

    11227 Cedar Ridge Ct, Pleasant Prairie, WI 53158

    • 3 Beds
    • 2.5 Baths
    • 2,602 Sq Ft

    Last Sold Summary

    • 1% Below List Price
    • $354/SF
    • 68 Days On Market

    Last Listing Agent Nicole Clark Korndoerfer Homes LLC

    11227 Cedar Ridge Ct, Pleasant Prairie, WI 53158
    • 9486 Bain Station Rd, Pleasant Prairie, WI 53158

      Est $950,379

      Not Listed For Sale

      9486 Bain Station Rd, Pleasant Prairie, WI 53158

      • 5 Beds
      • 3.5 Baths
      • 4,471 Sq Ft
      • Built 2008
      9486 Bain Station Rd, Pleasant Prairie, WI 53158

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Michelle Colosimo The Real Estate Company Lake & Country

  • /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

    Starting at $1,678 Per Month

    • 1 - 2 Beds

    6941 91st St, Pleasant Prairie, WI 53158

    Vista at Creekside is an affordable, 140-unit, apartment complex for those who qualify under workforce housing. This property has income restrictions, please call for more information and to see if you qualify.Thoughtfully designed to be both functional and attractive, Vista at Creekside is intended to meet the growing demand for affordable apartments in the Village of Pleasant Prairie,

    The Vista At Creekside

    6941 91st St, Pleasant Prairie, WI 53158
  • 8495 Ridgeway Ct, Pleasant Prairie, WI 53158

    $589,900

    Sold Apr 30, 2026

    8495 Ridgeway Ct, Pleasant Prairie, WI 53158

    • 4 Beds
    • 3 Baths
    • 2,969 Sq Ft

    Last Sold Summary

    • $199/SF
    • 4 Days On Market

    Current Estimated Value $594,446

    Last Listing Agent Michelle Volkmar RE/MAX Advantage Realty

    8495 Ridgeway Ct, Pleasant Prairie, WI 53158
    • 11218 10th Ave, Pleasant Prairie, WI 53158

      Est $272,308

      Not Listed For Sale

      11218 10th Ave, Pleasant Prairie, WI 53158

      • 2 Beds
      • 1 Bath
      • 824 Sq Ft
      • Built 1952
      11218 10th Ave, Pleasant Prairie, WI 53158

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Vincent Lang ReBelle Realty

  • /10

    $209,900

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

    Lt 98 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 West

    Lt 98 49th Ct, Pleasant Prairie, WI 53158
  • /20

    Starting at $1,685 Per Month

    • 2 Beds

    5732 80th St, Kenosha, WI 53142

    We are more than just another apartment community; Courtyard Junction is a thoughtfully planned community, created with an assortment of amenities to assist in making your life all it can be. These homes include a one car garage, private entrances, central HVAC, large closets, washer and dryer in unit, professional and friendly staff & 24 hr. emergency maintenance. At Courtyard Junction we make

    Courtyard Junction Apartments

    5732 80th St, Kenosha, WI 53142
  • 9112 3rd Ave, Pleasant Prairie, WI 53158

    $1,000,000

    Sold Jul 01, 2026

    9112 3rd Ave, Pleasant Prairie, WI 53158

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

    Last Sold Summary

    • 1% Above List Price
    • $263/SF
    • 15 Days On Market

    Current Estimated Value $994,539

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

    9112 3rd Ave, Pleasant Prairie, WI 53158
    • 815 114th St, Pleasant Prairie, WI 53158

      Est $308,629

      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

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$489,900
Median Single Family Sale Price
$539,450
Median 2 Bedroom Sale Price
$325,000
Median 1 Bedroom Sale Price
$182,500
Average Price Per Sq Ft
$241
Number of Homes for Sale
46
Last 12 months Home Sales
187
Months of Supply
3.00
Median List Price
$524,900
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
17%
How to Buy a Home How to Finance a Home How to Sell a Home