Pleasant Prairie, WI Homes for Sale

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  /20

  $144,000

  • 3 Beds
  • 2 Baths
  • 1,460 Sq Ft

  7801 88th Ave Unit 85, 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 1460 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 85, Pleasant Prairie, WI 53158
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  /28

  $475,000

  Open Fri 4:30PM - 6PM

  • 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
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  /33

  $559,000

  $20K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,709 Sq Ft

  5213 79th St, Kenosha, WI 53142

  Beautiful ranch on a spacious .60-acre lot with 3 bedrooms and 3 full baths, including a private primary bath with skylight. Finished basement offers a large rec room, full bath, and two additional rooms perfect for workout room, office, den, or potentail bedrooms. Enjoy new flooring, fresh paint, newer kitchen cabinets, new window AC units, new stove and refrigerator. Home is bright and spacious

  Jessica Baase Kazi Realty, LLC

  5213 79th St, Kenosha, WI 53142
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  /2

  $589,000

  • Land
  • 13.21 Acres
  • $44,587 per Acre

  9335 Old Green Bay Rd, Pleasant Prairie, WI 53158

  13.21 Acre Multi-family and Institutional development land in a major development corridor in the Village of Pleasant Prairie. Sewer & water available. Excellent frontage along Old Green Bay Rd, 93rd St and Dabbs Farm Rd.

  Frank Olson Pitts Brothers & Associates, LLC

  9335 Old Green Bay Rd, Pleasant Prairie, WI 53158
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  /35

  $349,900

  Under Contract

  • 4 Beds
  • 2 Baths
  • 1,580 Sq Ft

  917 111th St, Pleasant Prairie, WI 53158

  Welcome to this charming 4-bedroom, 2-bath ranch in Pleasant Prairie! Situated on a spacious 0.25-acre lot, this home features a brand new roof, bright living room, an eat-in kitchen, and comfortable main-level bedrooms. The partially finished basement offers additional living space with a rec room and ample storage. Outside, enjoy a large, tree-lined backyard with plenty of room to relax,

  Laura Woltersdorf Keller Williams Thrive-Kenosha

  917 111th St, Pleasant Prairie, WI 53158
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  /20

  $551,810

  New Construction $5K PRICE INCREASE Pending

  • 4 Beds
  • 2.5 Baths
  • 2,052 Sq Ft

  9435 53rd Ave, Pleasant Prairie, WI 53158

  HOMESITE # 0052 GARDEN BASEMENT OPTION * OCTOBER DELIVERY! The Meadowlark is a two-story home featuring a main-floor flex area, 2 baths, and a convenient second-floor laundry room. The open-concept main floor flows into a designer kitchen with quartz countertops, a large island, and stainless appliances. High-end finishes include luxury vinyl plank flooring, energy-efficient LED lighting, and

  Mark Zatz Homesmart Connect LLC

  9435 53rd Ave, Pleasant Prairie, WI 53158
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  /7

  $189,990

  $7K PRICE INCREASE Pending

  • Land
  • 13,503 Sq Ft
  • $612,871 per Acre

  Lt6 113th St, 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

  Lt6 113th St, Pleasant Prairie, WI 53158
• 

  Price To Be Determined

  New Construction

  • 4 Beds
  • 2 Baths
  • 2,082 Sq Ft

  The Kingston Plan at Duck Pond Estates, Kenosha, WI 53142

  Bear Homes Builder

  4011 80th St Unit 38326738, Kenosha, WI 53142
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  /2

  $2,500,000

  • Land
  • 11.12 Acres
  • $224,820 per Acre

  Lt0 75th St, Kenosha, WI 53142

  prime future development land - land use plan is commercial - property will need to be annexed into the city of Kenosha for development

  Robert Pitts Pitts Brothers & Associates, LLC

  Lt0 75th St, Kenosha, WI 53142
• 

  Price To Be Determined

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,815 Sq Ft

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

  MasterCraft Builders Builder

  5221 93rd St Unit 41722628, Pleasant Prairie, WI 53158
• 

  Price To Be Determined

  New Construction

  • 3 Beds
  • 2 Baths
  • 2,407 Sq Ft

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

  MasterCraft Builders Builder

  5221 93rd St Unit 41722589, Pleasant Prairie, WI 53158
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  /31

  $494,900

  $30K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 2,896 Sq Ft

  4372 113th St, Pleasant Prairie, WI 53158

  Rare opportunity to own this RANCH home in one of Pleasant Prairies most sought after subdivisions. This Mission Hills beauty offers a great floor plan with large living room, vaulted ceilings and tons of windows for natural light. Open concept kitchen with new Granite counter tops and updated flooring throughout the main floor. 3rd bedroom was converted to office/sunroom when built .Finished

  Scott Grundy RealtyPro Professional Real Estate Group LLC

  4372 113th St, Pleasant Prairie, WI 53158
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  /2

  $195,900

  • Land
  • 11,761 Sq Ft
  • $725,556 per Acre

  Lt132 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 132 includes 11,265 square feet! Highland Estates...A place where you know your neighbors, where families

  Lisa Fabiano EXP Realty, LLC Kenosha

  Lt132 Cooper Rd, Pleasant Prairie, WI 53158
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  /2

  $194,900

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

  Lt140 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 140 includes 10,814 square feet! Highland Estates...A place where you know your neighbors, where families

  Lisa Fabiano EXP Realty, LLC Kenosha

  Lt140 97th St, Pleasant Prairie, WI 53158
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  /4

  $184,990

  Pending

  • 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
• 

  Price To Be Determined

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,796 Sq Ft

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

  MasterCraft Builders Builder

  5221 93rd St Unit 41722583, Pleasant Prairie, WI 53158
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  /8

  $514,900

  New Construction Under Contract

  • 2 Beds
  • 2 Baths
  • 2,026 Sq Ft

  8557 81st Place, Pleasant Prairie, WI 53158

  This is a twin home- for sale is one side of the home. Welcome home to The Juniper. Open floor plan features 2 Beds, 2 Baths and a 2.5 Car garage. This lot is flat exposure. The kitchen comes w/ quartz countertops, island, pantry, and LG appliance package. LVP flooring in kitchen, dinette, and great room. You will find quality craftsmanship throughout such as 2x6 construction exterior walls, 9'

  Laura Woltersdorf Keller Williams Thrive-Kenosha

  8557 81st Place, Pleasant Prairie, WI 53158
• 

  Price To Be Determined

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,992 Sq Ft

  New Jeffrey Plan at Highland Estates, Pleasant Prairie, WI 53158

  MasterCraft Builders Builder

  5221 93rd St Unit 41722608, Pleasant Prairie, WI 53158
• 

  Price To Be Determined

  New Construction

  • 5 Beds
  • 2.5 Baths
  • 2,543 Sq Ft

  The Delilah Plan at Duck Pond Estates, Kenosha, WI 53142

  Bear Homes Builder

  4011 80th St Unit 38326731, Kenosha, WI 53142
• 

  /2

  $209,900

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

  Lt101 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 101 includes 15,030 square feet! Highland Estates...A place where you know your neighbors, where families

  Lisa Fabiano EXP Realty, LLC Kenosha

  Lt101 49th Ct, Pleasant Prairie, WI 53158
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  /4

  $159,900

  • Land
  • 17,424 Sq Ft
  • $399,750 per Acre

  Lt30 Creekside Cir, Pleasant Prairie, WI 53158

  Rare opportunity in sought after Creekside Terrace! This is the last available lot in the neighborhood. Nearly 1/2 acre and graded for a daylight basement, the lot backs to protected open space land, offering a more private setting. Creekside Terrace is a beautiful, established Pleasant Prairie neighborhood with ponds, a park, green space and great areas for walking. Perfect setting to build your

  Jennifer Heiring RE/MAX ELITE

  Lt30 Creekside Cir, Pleasant Prairie, WI 53158
• 

  Price To Be Determined

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,641 Sq Ft

  Bianca Plan at Highland Estates, Pleasant Prairie, WI 53158

  MasterCraft Builders Builder

  5221 93rd St Unit 41722651, Pleasant Prairie, WI 53158
• 

  Price To Be Determined

  New Construction

  • 3 Beds
  • 2 Baths
  • 2,064 Sq Ft

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

  MasterCraft Builders Builder

  5221 93rd St Unit 41722601, Pleasant Prairie, WI 53158
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  /21

  $603,505

  New Construction Pending

  • 4 Beds
  • 2.5 Baths
  • 2,630 Sq Ft

  9409 53rd Ave, Pleasant Prairie, WI 53158

  HOMESITE # 0049 The Wren is a two-story home with 4 bedrooms, 2 baths, a main-floor study/flex room, and a 2-car garage. A covered porch leads to an open-concept main level with luxury vinyl plank flooring. The kitchen features a center island, quartz countertops, and stainless appliances. Upstairs, the private owner's suite boasts a walk-in closet, joined by 3 additional bedrooms and a

  Mark Zatz Homesmart Connect LLC

  9409 53rd Ave, Pleasant Prairie, WI 53158
• 

  Price To Be Determined

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,391 Sq Ft

  Lancaster Plan at Highland Estates, Pleasant Prairie, WI 53158

  MasterCraft Builders Builder

  5028 93rd St Unit 40753891, Pleasant Prairie, WI 53158
• 

  

  /21

  $601,369

  New Construction Pending

  • 4 Beds
  • 2.5 Baths
  • 2,631 Sq Ft

  Lt25 94th Place, Pleasant Prairie, WI 53158

  The Wren is a two-story home with 4 bedrooms, 2 baths, a main-floor study/flex room, and a 2-car garage. A covered porch leads to an open-concept main level with luxury vinyl plank flooring. The kitchen features a center island, quartz countertops, and stainless appliances. Upstairs, the private owner's suite boasts a walk-in closet, joined by 3 additional bedrooms and a convenient laundry room.

  Mark Zatz Homesmart Connect LLC

  Lt25 94th Place, Pleasant Prairie, WI 53158
• 

  Price To Be Determined

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,888 Sq Ft

  New Englander Plan at Highland Estates, Pleasant Prairie, WI 53158

  MasterCraft Builders Builder

  5221 93rd St Unit 41722561, Pleasant Prairie, WI 53158
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  /20

  $255,900

  $24K PRICE DROP Under Contract

  • 2 Beds
  • 2 Baths
  • 1,124 Sq Ft

  6746 100th Place Unit E, Pleasant Prairie, WI 53158

  Welcome to 6746 100th Pl, #E, A beautifully updated Condo in the highly sought-after community of Pleasant Prairie, Wisconsin. This residence is thoughtfully modernized to blend elegant design with everyday resilience. The centerpiece is a stunningly renovated chef's kitchen featuring rich, solid wood cabinetry. It is perfectly complemented by premium solid quartz countertops and a sleek,

  Margaret Jacobson MAJ Real Estate LLC

  6746 100th Place Unit E, Pleasant Prairie, WI 53158
• 

  /2

  $784,900

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,981 Sq Ft

  4857 113th St, Pleasant Prairie, WI 53158

  Beautiful new construction Geneva featuring an open-concept layout designed for everyday living and entertaining, highlighted by 11' ceilings in the foyer, office, and great room. The designer kitchen offers quartz countertops, large island, walk-in pantry, chimney hood, GE appliance package, and eat-in nook, flowing into the spacious great room with large windows featuring transoms and a gas

  Nicole Clark Korndoerfer Homes LLC

  4857 113th St, Pleasant Prairie, WI 53158
• 

  /2

  $194,900

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

  Lt136 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 136 includes 10,838 square feet! Highland Estates...A place where you know your neighbors, where families

  Lisa Fabiano EXP Realty, LLC Kenosha

  Lt136 97th St, Pleasant Prairie, WI 53158
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  /54

  $630,000

  Pending

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

  8108 E Ridge Dr, Pleasant Prairie, WI 53158

  Welcome to this spacious 2,792 sq. ft. ranch where comfort, updates, and year-round fun come together. Featuring new windows, a newer roof, and updated A/C, this home offers peace of mind from day one. The true showstopper is the indoor swimming pool--perfect for entertaining, relaxing, exercising, or enjoying a private retreat no matter the season. With generous living space and a unique amenity

  Bradley Lois RE/MAX Premier Properties

  8108 E Ridge Dr, Pleasant Prairie, WI 53158
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  /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
• 

  

  /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
• 

  Price To Be Determined

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,777 Sq Ft

  Casen Plan at Highland Estates, Pleasant Prairie, WI 53158

  MasterCraft Builders Builder

  5221 93rd St Unit 41722631, Pleasant Prairie, WI 53158
• 

  /2

  $199,900

  • Land
  • 13,503 Sq Ft
  • $644,839 per Acre

  Lt 107 Highland Place, 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 107 includes 13,698 square feet! Highland Estates...A place where you know your neighbors, where families

  Lisa Fabiano EXP Realty, LLC Kenosha

  Lt 107 Highland Place, Pleasant Prairie, WI 53158
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  /41

  $824,900

  Under Contract

  • 5 Beds
  • 3.5 Baths
  • 3,559 Sq Ft

  8570 83rd St, Pleasant Prairie, WI 53158

  Stunning custom-built home is only available due to relocation. Nestled into highly sought after Bain Station Crossing with private wooded backdrop. This beautiful 5-bedroom, 3.5-bath home with a 3-car garage offers a perfect blend of quality, space, and setting. Open-concept design showcases custom finishes throughout. Deluxe kitchen features a large quartz island, ideal for gathering and

  Lorie Hall Coldwell Banker Realty

  8570 83rd St, Pleasant Prairie, WI 53158
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  /22

  $384,900

  $10K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,092 Sq Ft

  3415 124th St, Pleasant Prairie, WI 53158

  Welcome to this well-maintained 3-bedroom ranch in Pleasant Prairie, featuring an attached 2-car garage and a new A/C system. The inviting main level highlights a natural fireplace, skylights, and a comfortable layout perfect for everyday living. Outside, you will find a fenced yard with a patio, ideal for relaxing or entertaining. The basement offers additional potential and is already stubbed

  Michelle Volkmar RE/MAX Advantage Realty

  3415 124th St, Pleasant Prairie, WI 53158
• 

  Price To Be Determined

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,933 Sq Ft

  Prescott Plan at Highland Estates, Pleasant Prairie, WI 53158

  MasterCraft Builders Builder

  5221 93rd St Unit 41722557, Pleasant Prairie, WI 53158
• 

  

  /26

  $591,990

  New Construction

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

  Wren Plan at Highland Estates - Horizon Series, 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
• 

  /2

  $205,900

  • Land
  • 10,018 Sq Ft
  • $895,217 per Acre

  Lt124 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 124 includes 12,465 square feet! Highland Estates...A place where you know your neighbors, where families

  Lisa Fabiano EXP Realty, LLC Kenosha

  Lt124 Cooper Rd, Pleasant Prairie, WI 53158

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