204

Pleasant Prairie, WI Homes for Sale

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  • /5

    $184,990

    $7K PRICE INCREASE
    • Land
    • 13,503 Sq Ft
    • $596,742 per Acre

    Lt12 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

    Lt12 113th St, Pleasant Prairie, WI 53158
  • /32

    $449,900

    $49K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,541 Sq Ft

    10059 Sheridan Rd, Pleasant Prairie, WI 53158

    Beautiful, well-maintained ranch home! This inviting property features 3 bedrooms and 2 bathrooms. The basement offers additional potential with plumbing already stubbed in and full-size lookout windows that provide abundant natural light. Enjoy the low-maintenance composite deck overlooking peaceful wooded views and a fenced backyard, perfect for relaxing or entertaining. A storage shed offers

    Ezekiel Jackson NextHome Dream Big Realty

    10059 Sheridan Rd, Pleasant Prairie, WI 53158
  • /10

    $199,900

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

    Lt107 Highland Place, Pleasant Prairie, WI 53158

    Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 107 is a generously sized homesite offering 13,698 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 livability

    Scott Gettleman Keller Williams North Shore West

    Lt107 Highland Place, Pleasant Prairie, WI 53158
  • /14

    $594,840

    New Construction
    • 4 Beds
    • 2 Baths
    • 2,387 Sq Ft

    9425 53rd Ave, 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
    9425 53rd Ave, Pleasant Prairie, WI 53158
  • /48

    $630,000

    • 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
  • /9

    $239,900

    • Land
    • 18,295 Sq Ft
    • $571,190 per Acre

    Lt 80 Highland Place, Pleasant Prairie, WI 53158

    Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 80 is a generously sized corner homesite offering over 18,160 square feet with spacious views-perfect 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 80 Highland Place, Pleasant Prairie, WI 53158
  • /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
  • /10

    $192,000

    Under Contract
    • 1 Bed
    • 1 Bath
    • 823 Sq Ft

    6846 102nd St Unit B, Pleasant Prairie, WI 53158

    Looking for low-maintenance living with comfort and convenience? This charming first-floor 1-bedroom condo in the Meadowland Villa Condominium Community is waiting for you! ✔️ Attached garage ✔️ Updated step-in shower ✔️ Bright, open living room ✔️ Private patio access from both the living room and bedroom

    Kelly Clark Berkshire Hathaway HomeServices Metro Realty-Racine

    6846 102nd St Unit B, Pleasant Prairie, WI 53158
  • /77

    $1,135,000

    $240K PRICE DROP Under Contract
    • 5 Beds
    • 4.5 Baths
    • 6,946 Sq Ft

    11641 Old Green Bay Rd, Pleasant Prairie, WI 53158

    BREATHTAKING Newer Const., on 1 acre in coveted Pleasant Prairie, waiting for YOU! Home features almost 7000 sq ft!! Lg master sanctuary & ensuite w/dual vanity, quartz tops, stand alone tub, tiled walk-in show. & luxurious custom-built walk in closets. Chef's Kit. quartz tops. Bosh app. walk-in pantry. 4 add. BR, one on MF, one w/private ensuite. Massive 2 story Living w/gorgeous FP. LVP

    Karen Brown RE/MAX ELITE

    11641 Old Green Bay Rd, Pleasant Prairie, WI 53158
  • /16

    $441,900

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,434 Sq Ft

    9200 66th Ave Unit 124, Pleasant Prairie, WI 53158

    Nestled in the heart of Pleasant Prairie, Creekside Crossing Condominiums offers beautifully designed units, each tailored for luxury and comfort. These condominiums feature modern amenities, refined finishes, 9' ceilings, and an open floor plan. This specific condo also includes a full basement and pond view. Located in a serene neighborhood with convenient access to local attractions, Creekside

    Todd Stanich Stanich Realty, LLC

    9200 66th Ave Unit 124, Pleasant Prairie, WI 53158
  • /10

    $239,900

    • Land
    • 18,295 Sq Ft
    • $571,190 per Acre

    Lt80 Highland Place, Pleasant Prairie, WI 53158

    Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 80 is a generously sized corner homesite offering over 18,160 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

    Lt80 Highland Place, Pleasant Prairie, WI 53158
  • /26

    $584,990

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

    Wren Plan at Highland Estates, 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
  • /9

    $199,900

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

    Lt 107 Highland Place, Pleasant Prairie, WI 53158

    Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 107 is a generously sized homesite offering 13,698 square feet with spacious views-perfect 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 livability

    Scott Gettleman Keller Williams North Shore West

    Lt 107 Highland Place, Pleasant Prairie, WI 53158
  • /8

    $249,900

    • Land
    • 19,166 Sq Ft
    • $567,955 per Acre

    Lt 82 50th Ct, Pleasant Prairie, WI 53158

    Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 82 is a generously sized parcel offering 19,319 square feet with spacious views, ideally situated on a quiet cul-de-sac-perfect 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.

    Scott Gettleman Keller Williams North Shore West

    Lt 82 50th Ct, Pleasant Prairie, WI 53158
  • /2

    $399,900

    $100K PRICE DROP
    • Land
    • 3.4 Acres
    • $117,618 per Acre

    Lt0 Green Bay Rd, Kenosha, WI 53158

    In the path of much future progress. High visibility and 2 separate accesses to property. This is ready for your new building!!! 3+ acres is available, and the possibilities are endless.

    Melissa Roach-Zievers RE/MAX ELITE

    Lt0 Green Bay Rd, Kenosha, WI 53158
  • /44

    $275,000

    • 2 Beds
    • 2 Baths
    • 1,190 Sq Ft

    11102 82nd St, Pleasant Prairie, WI 53158

    Cozy and charming 1950s ranch in desirable Pleasant Prairie offering timeless character with thoughtful modern updates! This well-built home features hardwood floors, real plaster walls, energy-efficient forced-air heat and central air, 100-amp electrical service, thermal windows and doors, and newer stainless appliances. The custom kitchen showcases handcrafted solid black oak cabinets,

    Diana Dahlberg 1 Month Realty

    11102 82nd St, Pleasant Prairie, WI 53158
  • /10

    $209,900

    • Land
    • 15,681 Sq Ft
    • $583,056 per Acre

    Lt96 49th Ct, Pleasant Prairie, WI 53158

    Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 96 is a generously sized homesite offering over 15,481 square feet with spacious views, ideally situated on a quiet cul-de-sacperfect 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

    Scott Gettleman Keller Williams North Shore West

    Lt96 49th Ct, Pleasant Prairie, WI 53158
  • /10

    $184,990

    $7K PRICE INCREASE
    • 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
  • /21

    $254,900

    • 4 Beds
    • 1 Bath
    • 912 Sq Ft

    5121 85th St, Pleasant Prairie, WI 53158

    This classic Cape Cod offers 4 bedrooms and 1 bath across a cozy, well-laid-out 912 sq ft -- 2 bedrooms conveniently located on the main floor and 2 upstairs, perfect for flexible living arrangements. Set on a spacious lot, this property boasts a backyard ideal for entertaining, gardening, or simply enjoying outdoor space that you don't often find at this price point. A gravel driveway provides

    Alexander Gray-Broses Durante & Rich Real Estate

    5121 85th St, Pleasant Prairie, WI 53158
  • /28

    $485,000

    • 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
  • /10

    $215,900

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

    Lt104 Highland Place, Pleasant Prairie, WI 53158

    Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 104 is a generously sized homesite offering over 16,127 square feet and spacious viewsan 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. Thoughtfully designed with

    Scott Gettleman Keller Williams North Shore West

    Lt104 Highland Place, Pleasant Prairie, WI 53158
  • /2

    $215,000

    Pending
    • Land
    • 16,988 Sq Ft
    • $551,282 per Acre

    Lt27 Cedar Ridge Ct, Pleasant Prairie, WI 53158

    Beautiful Pleasant Prairie lot tucked away in Cedar Ridge! Situated on a .39 acre lot overlooking the pond. Conveniently located near shopping, dining, and recreational options as well as easy access to I-94. This lot offers walk-out exposure with pond frontage. Truly a great location!

    Andrea Blaziewske Southport Realty

    Lt27 Cedar Ridge Ct, Pleasant Prairie, WI 53158
  • /14

    $30,000

    $35K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,120 Sq Ft

    7801 88th St Unit 171, Pleasant Prairie, WI 53158

    Must see this well-maintained manufactured home in Westwood Estates in desirable Pleasant Prairie! This 3BR, 2 full bath home features a spacious living room open to the kitchen with an eat-in area. Affordable monthly costs: sewer/well approx. $25–$35 and personal property tax approx. $17. Pet-friendly community allows up to 2 pets (1 cat/1 dog or 2 cats; dogs subject to HOA approval, no breed

    Chris Slinker Berkshire Hathaway HomeServices Water City Realty

    7801 88th St Unit 171, Pleasant Prairie, WI 53158
  • /43

    $599,900

    Under Contract
    • 6 Beds
    • 3 Baths
    • 3,044 Sq Ft

    10063 64th Ave, Pleasant Prairie, WI 53158

    Welcome Home to this beautifully refreshed Pleasant Prairie ranch featuring 6 bedrooms, 3 full baths, and an open concept layout accented by vaulted ceilings. The stunning remodeled kitchen and updated primary bath bring a fresh, modern feel, while new carpet and paint make this home truly move-in ready. The finished lower level includes 3 additional bedrooms, each with its own egress window that

    Michael Fisher Welcome Home Real Estate Group, LLC

    10063 64th Ave, Pleasant Prairie, WI 53158
  • /24

    $225,000

    $5K PRICE DROP Pending
    • 2 Beds
    • 2 Baths
    • 1,080 Sq Ft

    8200 Lexington Place Unit 12, Pleasant Prairie, WI 53158

    Second floor, 2 bedroom, 2 bath open concept condo with great balcony view. Just south of Hwy 50 easy access to I-94 and shopping and restaurants. Offering a country feel and green space park in the middle of the cul de sac outside the building. Vaulted living room ceiling with wood floors. Newer washer, dryer, dishwasher, and light fixtures. 1/1/2 attached garage with opener at the back of the

    Susan Anderson Shorewest Realtors, Inc.

    8200 Lexington Place Unit 12, Pleasant Prairie, WI 53158
  • /50

    $749,900

    Under Contract
    • 4 Beds
    • 3.5 Baths
    • 3,214 Sq Ft

    4388 86th St, Kenosha, WI 53142

    Beautifully maintained home in sought after Pleasant Prairie offering oversized living spaces, thoughtful updates throughout, and a resort style backyard that backs up to open space. This home perfectly blends comfort, functionality, and outdoor enjoyment. Featuring bamboo flooring, new carpet (2025), updated kitchen (2021), private backyard with in-ground pool (new liner in 2021), expansive

    Lisa Fabiano EXP Realty, LLC Kenosha

    4388 86th St, Kenosha, WI 53142
  • /71

    $844,900

    $55K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,349 Sq Ft

    11303 47th Ave, Pleasant Prairie, WI 53158

    Executive-built home nestled on nearly 1 acre wooded & matured lot! Stunning 5-bedroom, 3.5-bath home offers perfect blend of elegance, comfort & functionality. Rich hardwd flrs & thoughtfully designed floor plan ideal for both everyday living & entertaining. Gourmet chef's kitchen serves as the heart of the home, featuring abundant cabinetry, quartz tops, island, SS appliances, generous

    Don Taylor Real Broker LLC

    11303 47th Ave, Pleasant Prairie, WI 53158
  • /10

    $209,900

    • Land
    • 15,681 Sq Ft
    • $583,056 per Acre

    Lt 96 49th Ct, Pleasant Prairie, WI 53158

    Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 96 is a generously sized homesite offering over 15,481 square feet with spacious views, ideally situated on a quiet cul-de-sac-perfect 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

    Scott Gettleman Keller Williams North Shore West

    Lt 96 49th Ct, Pleasant Prairie, WI 53158
  • /5

    $180,990

    $8K PRICE INCREASE
    • Land
    • 19,166 Sq Ft
    • $411,341 per Acre

    Lt19 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

    Lt19 Cedar Ridge Ct, Pleasant Prairie, WI 53158
  • /26

    $551,990

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,193 Sq Ft

    Starling Plan at Highland Estates, Pleasant Prairie, WI 53158

    This two-story home provides modern comfort and ample room to grow. Upon entry is a flex room well-suited for hosting guests, followed by a spacious open layout for seamless family living and relaxing. Separate from the downstairs main living area, the second level hosts all four bedrooms to provide great personal space and privacy. The sprawling owner’s suite is a serene haven with a full-sized

    Lennar Builder
    5315 94th St Unit 40753951, Pleasant Prairie, WI 53158
  • /10

    $209,900

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

    Lt99 49th Ct, Pleasant Prairie, WI 53158

    Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 99 is a generously sized homesite offering over 15,078 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

    Lt99 49th Ct, Pleasant Prairie, WI 53158
  • /47

    $399,900

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,666 Sq Ft

    11337 Wilmot Rd, Pleasant Prairie, WI 53158

    Spacious 1,666 sq. ft. 3-bedroom, 2-bath ranch on a .82-acre lot in desirable Pleasant Prairie! The beautifully updated kitchen features abundant cabinetry, tile backsplash, island, in-wall oven, pot filler, and plenty of prep space. The large dining room flows into the living/family room with a brick three-sided fireplace. All bedrooms are generously sized with excellent closet space. The

    Charlene Nikolai Cove Realty, LLC

    11337 Wilmot Rd, Pleasant Prairie, WI 53158
  • /22

    $605,355

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,620 Sq Ft

    5332 94th Place, 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
    5332 94th Place, Pleasant Prairie, WI 53158
  • /2

    $249,900

    • Land
    • 24,393 Sq Ft
    • $446,250 per Acre

    Lt17 29th St, Kenosha, WI 53142

    1 of 2 extremely private cul de sac lots with over .5 acres. Nestled in the newly approved Tirawoods Subdivision on Kenosha's desirable Northside, this exceptional lot offers the freedom to build with the builder of your choice. Several lots are available, including options ideal for daylight and walk-out basements. Enjoy rare privacy with over 8 acres of vacant land stretching behind the

    AJ Swartz Berkshire Hathaway Home Services Epic Real Estate

    Lt17 29th St, Kenosha, WI 53142
  • /66

    $1,890,000

    • 6 Beds
    • 5.5 Baths
    • 7,900 Sq Ft

    9425 43rd Ave, Pleasant Prairie, WI 53158

    Magnificent stately four-sided solid brick residence showcasing exceptional craftsmanship, thoughtful design, and uncompromising attention to detail throughout. Situated on a beautifully landscaped A3/4-acre lot in prestigious Meadowdale Estates, this 6 Bdr / 5.5 Bath custom-built home offers the perfect blend of elegance, comfort, and functionality. Designed with both everyday living and

    Aaron Kohlmeier Welcome Home Real Estate Group, LLC

    9425 43rd Ave, Pleasant Prairie, WI 53158
  • /10

    $209,900

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

    Unlisted Address

    Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 94 is a generously sized homesite offering over 15,248 square feet with spacious views, ideally situated on a quiet cul-de-sac-perfect 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

    Scott Gettleman Keller Williams North Shore West

    Unlisted Address
  • /17

    $114,000

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

    7801 88th Ave Unit 62, 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 62, Pleasant Prairie, WI 53158

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