Pleasant Prairie, WI Homes

• 

  $350,000

  Sold Jul 08, 2026

  12450 39th Ave, Pleasant Prairie, WI 53158

  • 3 Beds
  • 2 Baths
  • 1,420 Sq Ft

  Last Sold Summary

  • 5% Below List Price
  • $246/SF

  Current Estimated Value $345,190

  Last Listing Agent Taylor O’Neill Real Broker LLC

  12450 39th Ave, Pleasant Prairie, WI 53158
• 

  Est $396,181

  Not Listed For Sale

  1016 95th St, Pleasant Prairie, WI 53158

  • 3 Beds
  • 2 Baths
  • 1,509 Sq Ft
  • Built 1991

  1016 95th St, Pleasant Prairie, WI 53158

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Julie Perez EXP Realty, LLC~MKE
• 

  

  

  /49

  $519,900

  Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,004 Sq Ft

  8640 111th Ave, Pleasant Prairie, WI 53158

  Exceptional ranch in highly sought-after River Oaks, minutes to the interstate, shopping and dining. Enjoy Lake Russo year round, with private beach access for paddle boarding and swimming in summer, ice skating in winter. Just over 2,000 sq ft, this home offers a family room with fireplace opening to a private, lush backyard, plus a separate front living room with lake views. Eat-in kitchen is

  Laura Stoner Keller Williams Milwaukee South Shore

  8640 111th Ave, Pleasant Prairie, WI 53158
• 

  $625,000

  Sold Jun 26, 2026

  8710 Lakeshore Dr, Pleasant Prairie, WI 53158

  • 4 Beds
  • 2.5 Baths
  • 2,560 Sq Ft

  Last Sold Summary

  • 2% Below List Price
  • $244/SF
  • 24 Days On Market

  Current Estimated Value $625,904

  Last Listing Agent Julie Balch Shorewest Realtors, Inc.

  8710 Lakeshore Dr, Pleasant Prairie, WI 53158
• 

  Est $353,752

  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
• 

  

  /57

  $675,000

  $25K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,750 Sq Ft

  9461 River Rd, Pleasant Prairie, WI 53158

  If you've been dreaming of a life with more room to breathe, this is the one. Tucked away near the end of a quiet dead-end road where the Donald Hackbarth Trail begins, you'll find this 4-bedroom, 2-bath home, which sits on 12 acres, zoned Ag-3 with room to build a barn. Inside, the craftsmanship is the immediate star of the show. The kitchen is a warm, inviting space anchored by rich Hickory

  Linnea Marsh Compass RE WI-Tosa

  9461 River Rd, Pleasant Prairie, WI 53158
• 

  $489,900

  Sold Oct 14, 2025

  8565 83rd St, Pleasant Prairie, WI 53158

  • 2 Beds
  • 2 Baths
  • 1,613 Sq Ft

  Last Sold Summary

  • 9% Below List Price
  • $304/SF
  • 0 Days On Market

  Last Listing Agent Laura Woltersdorf Keller Williams Thrive-Kenosha

  8565 83rd St, 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
• 

  

  /19

  $159,900

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

  7801 88th Ave Unit 29, 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 29, Pleasant Prairie, WI 53158
• 

  $550,000

  Sold Feb 27, 2026

  9140 Cooper Rd, Pleasant Prairie, WI 53158

  • 1,650 Sq Ft

  Last Sold Summary

  • 15% Below List Price
  • $333/SF
  • 0 Days On Market

  Current Estimated Value $557,232

  Last Listing Agent Fernando Conforti Berkshire Hathaway Home Services Epic Real Estate

  9140 Cooper Rd, Pleasant Prairie, WI 53158
• 

  Est $388,059

  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.
• 

  

  /19

  $114,000

  • 3 Beds
  • 2 Baths
  • 1,141 Sq Ft

  7801 88th Ave Unit 72, 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 1141 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 72, Pleasant Prairie, WI 53158
• 

  $685,000

  Sold Nov 14, 2025

  4799 103rd St, Pleasant Prairie, WI 53158

  • 4 Beds
  • 2.5 Baths
  • 3,134 Sq Ft

  Last Sold Summary

  • $219/SF
  • 2 Days On Market

  Current Estimated Value $732,934

  Last Listing Agent Scott Gettleman KW Lake + Luxury

  4799 103rd St, 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.
• 

  

  /28

  $832,490

  New Construction

  • 5 Beds
  • 3 Baths
  • 3,799 Sq Ft

  TBD Tbd Unit 8390_649110073, Pleasant Prairie, WI 53158

  This new two-story home is the community’s largest floorplan. The first floor features a living and dining room at the front of the home, an open design among the family room, kitchen and breakfast room and a secluded study. Upstairs, three secondary bedrooms and an owner’s suite with a home office and a giant walk-in closet provide tranquil havens for family members.

  Lennar Builder

  TBD Tbd Unit 8390_649110073, Pleasant Prairie, WI 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 $418,229

  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.
• 

  

  /20

  $554,140

  $12K PRICE INCREASE

  • 3 Beds
  • 2 Baths
  • 1,792 Sq Ft

  9406 53rd Ave, Pleasant Prairie, WI 53158

  LOT 31 * NOVEMBER DELIVERY! The Siena is a single-story home with 3 bedrooms, 2 baths, and a 2-car garage. The open-concept design connects the family room, dining area, and a kitchen featuring a large island and stainless appliances. Luxury vinyl plank flooring flows through main areas. The private owner's suite boasts a walk-in closet and spa bath, while two additional bedrooms offer flexible

  Mark Zatz Homesmart Connect LLC

  9406 53rd Ave, 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 $402,043

  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
• 

  Price To Be Determined

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,744 Sq Ft

  The Denver Plan at Highland Estates, Pleasant Prairie, WI 53158

  MasterCraft Builders Builder

  5221 93rd St Unit 41722642, 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 $253,746

  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
• 

  

  /21

  $556,140

  New Construction

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

  TBD 94th Unit 3983762, 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

  TBD 94th Unit 3983762, 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 $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

  $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
• 

  $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 $665,865

  Last Listing Agent Jennifer Heiring RE/MAX ELITE

  8971 Creekside Cir, 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

  $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
• 

  $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 $318,351

  Not Listed For Sale

  1835 89th Place, Kenosha, WI 53143

  • 3 Beds
  • 2 Baths
  • 1,745 Sq Ft
  • Built 1955

  1835 89th Place, Kenosha, WI 53143

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Soula Vassilopoulos Soula Vassilopoulos
• 

  

  /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
• 

  $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 $558,428

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

  10655 33rd Ave, Pleasant Prairie, WI 53158
• 

  Est $265,426

  Not Listed For Sale

  1911 89th Place, Kenosha, WI 53143

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

  1911 89th Place, Kenosha, WI 53143

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Calli Adler Keller Williams Milwaukee North Shore
• 

  /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
• 

  $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 $619,685

  Last Listing Agent Michelle Volkmar RE/MAX Advantage Realty

  9950 8th Ave, Pleasant Prairie, WI 53158
• 

  Est $347,143

  Not Listed For Sale

  1905 89th St, Kenosha, WI 53143

  • 4 Beds
  • 1.5 Baths
  • 2,404 Sq Ft
  • Built 1955

  1905 89th St, Kenosha, WI 53143

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Gary Powell Netgar Investments 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
• 

  $439,900

  Sold Dec 19, 2025

  4011 Prairie Village Dr Unit 106, Kenosha, WI 53142

  • 3 Beds
  • 3 Baths
  • 2,173 Sq Ft

  Last Sold Summary

  • $202/SF
  • 1 Day On Market

  Current Estimated Value $457,757

  Last Listing Agent Michelle Frederick Epique Realty

  4011 Prairie Village Dr Unit 106, Kenosha, WI 53142

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