Pleasant Prairie, WI Homes for Sale

• 

  

  /2

  $194,900

  • Land
  • 12,632 Sq Ft
  • $672,069 per Acre

  Lt130 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 130 includes 10,039 square feet! Highland Estates...A place where you know your neighbors, where families

  Lisa Fabiano EXP Realty, LLC Kenosha

  Lt130 Cooper Rd, Pleasant Prairie, WI 53158
• 

  

  /2

  $194,900

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

  Lt135 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 135 includes 10,900square feet! Highland Estates...A place where you know your neighbors, where families

  Lisa Fabiano EXP Realty, LLC Kenosha

  Lt135 97th St, Pleasant Prairie, WI 53158
• 

  

  

  /5

  $177,990

  • Land
  • 19,602 Sq Ft
  • $395,533 per Acre

  Lt24 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

  Lt24 Cedar Ridge Ct, Pleasant Prairie, WI 53158
• 

  

  /2

  $215,900

  • Land
  • 16,117 Sq Ft
  • $583,514 per Acre

  Lt 103 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 103 includes 16,229 square feet! Highland Estates...A place where you know your neighbors, where families

  Lisa Fabiano EXP Realty, LLC Kenosha

  Lt 103 Highland Place, Pleasant Prairie, WI 53158
• 

  

  

  /29

  $459,900

  • 5 Beds
  • 2 Baths
  • 2,215 Sq Ft

  10415 22nd Ave, Pleasant Prairie, WI 53158

  Fully updated in 2023, this move-in ready home sits on 1.2 acres with half fenced yard in desirable Pleasant Prairie! With 2 kitchens, 6 bedrooms, 2 bathrooms, multiple living spaces, multi-level deck, and a walkout basement this home is perfect for multi generational living! Kitchen includes slow close kitchen cabinetry both upper and lower with upstairs having 2 large pantries, ceiling tall

  Lisa Fabiano EXP Realty, LLC Kenosha

  10415 22nd Ave, Pleasant Prairie, WI 53158
• 

  

  /71

  $517,900

  Open Sat 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 1,780 Sq Ft

  6526 110th St, Pleasant Prairie, WI 53158

  Exceptional property on dead end street in sought after Pleasant Prairie! Incredible location! Well-maintained and Loved, 3-bedroom, 2.5 bath, .82 acre home with, living room, dining room, family room w/access to back deck, half bath, and laundry ALL ON FIRST FLOOR. refreshed kitchen and pantry. Hardwood flooring runs throughout most main level, accented by 6-panel doors! New carpet, Fabulous

  Susy Grigolo-Piehl RealtyPro Professional Real Estate Group LLC

  6526 110th St, Pleasant Prairie, WI 53158
• 

  

  /28

  $832,490

  New Construction

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

  Lt73 Cooper Rd, Kenosha, WI 53158

  HOMESITE # 73 SPECIAL INCENTIVES AVAILABLE * Signature Series of Highland Estates II This new two-story home is the community's largest floorplan. The first floor features a living and dining room at the front, an open-concept family room, kitchen and breakfast room, 1st floor bedroom. Upstairs, three secondary bedrooms and a luxurious owner's suite with a home office and oversized walk-in closet

  Mark Zatz Homesmart Connect LLC

  Lt73 Cooper Rd, Kenosha, WI 53158
• 

  

  /21

  $566,140

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,063 Sq Ft

  5317 94th Place, Pleasant Prairie, WI 53158

  The first level of this two-story home is host to communal spaces, including a flex space off the foyer and an open floorplan shared among the family room, dining room and kitchen. A loft and three bedrooms can be found upstairs, two of which feature walk-in closets.

  Lennar Builder

  5317 94th Place, Pleasant Prairie, WI 53158
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  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
• 

  

  /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
• 

  /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
• 

  /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
• 

  

  /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
• 

  /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
• 

  

  /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
• 

  

  /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
• 

  /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
• 

  /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
• 

  

  /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
• 

  /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
• 

  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
• 

  

  /27

  $697,777

  New Construction Open Sat 11AM - 3PM $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
• 

  /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
• 

  Price To Be Determined

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,451 Sq Ft

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

  MasterCraft Builders Builder

  5221 93rd St Unit 41722672, Pleasant Prairie, WI 53158
• 

  /2

  $194,900

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

  Lt139 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 139 includes 10,838 square feet! Highland Estates...A place where you know your neighbors, where families

  Lisa Fabiano EXP Realty, LLC Kenosha

  Lt139 97th St, Pleasant Prairie, WI 53158
• 

  Price To Be Determined

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,259 Sq Ft

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

  Bear Homes Builder

  4011 80th St Unit 38326748, Kenosha, WI 53142
• 

  /2

  $209,900

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

  Lt95 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 95 includes 15,214 square feet! Highland Estates...A place where you know your neighbors, where families

  Lisa Fabiano EXP Realty, LLC Kenosha

  Lt95 49th Ct, Pleasant Prairie, WI 53158
• 

  

  /23

  $419,900

  $10K PRICE DROP Under Contract

  • 3 Beds
  • 2 Baths
  • 1,558 Sq Ft

  906 114th St, Pleasant Prairie, WI 53158

  Beautifully maintained 3-bedroom, 2-bath tri-level home situated on a spacious double lot in the highly sought-after Carol Beach neighborhood! This move-in-ready home features a beautifully updated kitchen with updated appliances throughout, spacious living areas, and a functional layout perfect for everyday living and entertaining. Pride of ownership shines throughout, with meticulous

  Ericka Viola Southport Realty

  906 114th St, Pleasant Prairie, WI 53158
• 

  Price To Be Determined

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,243 Sq Ft

  Sierra Plan at Highland Estates, Pleasant Prairie, WI 53158

  MasterCraft Builders Builder

  5221 93rd St Unit 41722542, Pleasant Prairie, WI 53158
• 

  

  /39

  $389,900

  Pending

  • 3 Beds
  • 2 Baths
  • 1,908 Sq Ft

  1100 97th St, Pleasant Prairie, WI 53158

  This beautifully updated, move-in-ready home offers a warm and inviting blend of comfort, style, and space. The refreshed kitchen features brand-new cabinets, countertops, and appliances, while the updated bathrooms bring a clean, modern feel throughout. Situated on an impressive 1.14-acre lot, the property offers plenty of room to enjoy the outdoors while still being just minutes away on foot

  Osmar Golpe Premier Point Realty LLC

  1100 97th St, Pleasant Prairie, WI 53158
• 

  

  /31

  $225,000

  $15K PRICE INCREASE Under Contract

  • 3 Beds
  • 1 Bath
  • 1,050 Sq Ft

  9013 26th Ave, Kenosha, WI 53143

  Fully renovated 3BR/1BA ranch steps from Tremper High School! Open-concept living flows into a stunning new kitchen with sage cabinetry, white counters, an island, and stainless appliances. The remodeled bath features marble-look tile and brass fixtures. Gleaming vinyl plank floors, spacious bedrooms, and a freshly landscaped yard complete this move-in-ready home. Every major update is done --

  Daniel Lasota SUV Properties LLC

  9013 26th Ave, Kenosha, WI 53143
• 

  Price To Be Determined

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,848 Sq Ft

  Kingston Plan at Highland Estates, Pleasant Prairie, WI 53158

  MasterCraft Builders Builder

  5221 93rd St Unit 41722573, Pleasant Prairie, WI 53158
• 

  Price To Be Determined

  New Construction

  • 5 Beds
  • 2.5 Baths
  • 2,347 Sq Ft

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

  Bear Homes Builder

  4011 80th St Unit 38326752, Kenosha, WI 53142
• 

  

  /5

  $159,990

  • Land
  • 15,246 Sq Ft
  • $457,114 per Acre

  Lt15 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

  Lt15 Cedar Ridge Ct, Pleasant Prairie, WI 53158

Showing Results 41 - 80, Page 2 of 8