Homes in ZIP Code 53158

• 

  $380,000 Sold Jul 21, 2025

  • 1,502 Sq Ft
  • $253/SF
  • 3 Days On Market

  5322 89th St, Pleasant Prairie, WI 53158

  EXTREMELY RARE ranch side x side 2 unit situated on just under 1/2 acre in Pleasant Prairie! Beautifully manicured lot with a 2 car detached garage shared by tenants. Additional storage in garage and comes with all the tools you need for exterior lawn maintenance and snow removal. 2 bedrooms, 1 bath each unit with common area rear laundry room. Entire property was impressively remodeled within

  Jeanette Hessefort Prime Realty Group

  5322 89th St, Pleasant Prairie, WI 53158
• 

  Est $280,055 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,120 Sq Ft

  122 108th St Unit 3, Pleasant Prairie, WI 53158

  122 108th St Unit 3, Pleasant Prairie, WI 53158
• 

  

  

  /36

  $649,900

  • 1,650 Sq Ft

  9140 Cooper Rd, Pleasant Prairie, WI 53158

  Bring your ideas, as this opportunity doesn't come along often. This listing involves 1 of 3 ways of available use. (1) Purchase as a SFR that resides on 3.6 acres, w/3 bd 1.5 bth ranch style home. The property offers all appliances & a full basement for storage and/or additional living space if finished. House plans provided in the MLS. A large (52X90) pool barn for ample storage and 13

  Fernando Conforti Berkshire Hathaway Home Services Epic Real Estate

  9140 Cooper Rd, Pleasant Prairie, WI 53158
• 

  $880,000 Sold Jul 18, 2025

  • 984 Sq Ft
  • $894/SF
  • 8 Days On Market

  • 2 Beds
  • 1 Bath

  9237 Lakeshore Dr, Pleasant Prairie, WI 53158

  Welcome to your slice of paradise on the shores of Lake Michigan, where coastal charm meets Midwestern tranquility. This 2-bed, 1-bath Spanish Revival retreat is a rare fusion of timeless elegance and serene lakeside living. From the moment you arrive, the white stucco facade, arched entryway, wrought iron door, and dark tile roof transport you to another place entirely. Rich in character and

  Anthony Olson Berkshire Hathaway Home Services Epic Real Estate

  9237 Lakeshore Dr, Pleasant Prairie, WI 53158
• 

  Est $1,012,933 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,977 Sq Ft

  9984 Lakeshore Dr, Pleasant Prairie, WI 53158

  9984 Lakeshore Dr, Pleasant Prairie, WI 53158
• 

  

  /58

  $659,900

  • 4 Beds
  • 3.5 Baths
  • 3,788 Sq Ft

  8693 84th St, Pleasant Prairie, WI 53158

  This stunning open concept walk-out ranch is located in desirable Bain Station Crossing Subdivision. Welcoming foyer opens to spacious living room with , over sized windows & gas fireplace. Extended eat in kitchen with Peruvian cherry floors, SS Appliances, & eat in nook with access to your outdoor oasis. Massive deck with pergola for entering. Primary suite with ensuite & walk in closet with

  Laura Stoner Keller Williams Milwaukee South Shore

  8693 84th St, Pleasant Prairie, WI 53158
• 

  $280,000 Sold Jul 18, 2025

  • 1,340 Sq Ft
  • $209/SF
  • 7 Days On Market

  • 2 Beds
  • 2 Baths

  10245 66th Ave Unit 2BB, Pleasant Prairie, WI 53158

  Extremely rare, 1st floor Meadowlands Condo! Perfectly located in Pleasant Prairie only 5 min from IL/WI border. Large carpeted living room features a gas fireplace display, overhead lighting & sliding door leading to the outdoor patio. Kitchen has been tastefully updated with ss appliances, tons of cabinet/counter space, wine shelf, & extra space for a small table or additional kitchen storage.

  Zach Ostergaard Realty ONE Group Boardwalk

  10245 66th Ave Unit 2BB, Pleasant Prairie, WI 53158
• 

  Est $739,746 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,583 Sq Ft

  9838 Lakeshore Dr Unit 4, Pleasant Prairie, WI 53158

  9838 Lakeshore Dr Unit 4, Pleasant Prairie, WI 53158
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  $239,900

  • Land
  • 0.42 Acre
  • $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
• 

  $720,000 Sold Jul 18, 2025

  • 2,900 Sq Ft
  • $248/SF
  • 6 Days On Market

  • 5 Beds
  • 3 Baths

  11715 45th Ave, Pleasant Prairie, WI 53158

  Stunning new construction sitting on over 1/2 acre is a must see! Open concept home features beautiful kitchen, high end finishes, soft close cabinetry, quartz tops, custom built shelving & fully applianced! Large living & dining area can accomodate the whole clan! Main floor bedroom w/closet, full bath on main, stunning sun room with extensive windows for natural light. LVP flooring

  Karen Brown RE/MAX ELITE

  11715 45th Ave, Pleasant Prairie, WI 53158
• 

  Est $1,227,948 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,840 Sq Ft

  9617 Lakeshore Dr, Pleasant Prairie, WI 53158

  9617 Lakeshore Dr, Pleasant Prairie, WI 53158
• 

  

  /9

  $191,900

  • Land
  • 0.3 Acre
  • $639,667 per Acre

  Lt79 Highland Place, Pleasant Prairie, WI 53158

  Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 79 is a generously sized homesite offering over 13,199 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

  Lt79 Highland Place, Pleasant Prairie, WI 53158
• 

  $525,000 Sold Jul 15, 2025

  • 1,712 Sq Ft
  • $307/SF
  • 31 Days On Market

  • 3 Beds
  • 1 Bath

  4214 93rd St, Pleasant Prairie, WI 53158

  What an amazing location near Meadow dale Estates. The value of this property is the separation of the lots. Pleasant Prairie has stated this can be divided into 4 lots for residential building. The existing home and outbuildings would need to be taken down. Leaving 4 lots at almost a half-acre each. Seller is selling the property in entirety so the buyer can do as they please.

  Michael Zoerner Better Homes and Gardens Real Estate Power Realty

  4214 93rd St, Pleasant Prairie, WI 53158
• 

  Est $328,944 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft

  10227 8th Ave, Pleasant Prairie, WI 53158

  10227 8th Ave, Pleasant Prairie, WI 53158
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  $189,900

  • Land
  • 0.29 Acre
  • $654,828 per Acre

  Lt78 Cooper Rd, Kenosha, WI 53158

  Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 78 is a generously sized corner homesite offering 12,722 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

  Lt78 Cooper Rd, Kenosha, WI 53158
• 

  $698,000 Sold Jul 11, 2025

  • 3,491 Sq Ft
  • $200/SF
  • 17 Days On Market

  • 4 Beds
  • 3.5 Baths

  8050 W Ridge Dr, Pleasant Prairie, WI 53158

  Stunning 4-bedroom, 3.5-bath home in the highly sought-after Prairie Ridge Subdivision in Pleasant Prairie! Step into the grand foyer and be welcomed by soaring ceilings, a beautifully remodeled living room with a floor-to-ceiling stone fireplace, and gleaming hardwood floors. The updated kitchen impresses with tile flooring, granite countertops, new stainless steel appliances, and direct access

  Laura Stoner Keller Williams Milwaukee South Shore

  8050 W Ridge Dr, Pleasant Prairie, WI 53158
• 

  Est $310,397 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,753 Sq Ft

  1104 104th St, Pleasant Prairie, WI 53158

  1104 104th St, Pleasant Prairie, WI 53158
• 

  

  /9

  $205,900

  • Land
  • 0.33 Acre
  • $623,939 per Acre

  Lt77 Cooper Rd, Kenosha, WI 53158

  Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 77 is a generously sized homesite offering over 14,190 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

  Lt77 Cooper Rd, Kenosha, WI 53158
• 

  $506,200 Sold Jul 11, 2025

  • 2,318 Sq Ft
  • $218/SF
  • 2 Days On Market

  • 3 Beds
  • 2 Baths

  2830 104th St, Pleasant Prairie, WI 53158

  Beautiful Pleasant Prairie ranch home with 2,300 sq ft on 1.37 acres! Split bedroom floor plan with 3 large bedrooms and 2 full baths. First floor laundry room that will make you love doing the wash! Updated kitchen with generous cabinet & counter space and all appliances included. Sliding doors off of dining area leads to cement patio overlooking the over one acre yard... a perfect place to

  Andrea Blaziewske Southport Realty

  2830 104th St, Pleasant Prairie, WI 53158
• 

  Est $430,561 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,155 Sq Ft

  1158 101st St, Pleasant Prairie, WI 53158

  1158 101st St, Pleasant Prairie, WI 53158
• 

  

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  $199,900

  • Land
  • 0.31 Acre
  • $644,839 per Acre

  Lt76 Cooper Rd, Kenosha, WI 53158

  Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 76 is a generously sized homesite offering over 13,494 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

  Lt76 Cooper Rd, Kenosha, WI 53158
• 

  $330,000 Sold Jul 11, 2025

  • 1,458 Sq Ft
  • $226/SF
  • 19 Days On Market

  • 4 Beds
  • 2 Baths

  12100 44th Ave, Pleasant Prairie, WI 53158

  Immaculate 4-Bedroom Brick Home in a desirable Pleasant Prairie area. Don't miss this beautifully maintained 4-bedroom, 2-bath brick home tucked away in one of Pleasant Prairie's most sought-after neighborhoods. Just minutes from Hwy 31 and the Wisconsin-Illinois border, this home offers both convenience and tranquility. Situated on just under a 0.40 acre, the spacious and private backyard is

  Sabina Lopez Realty ONE Group Boardwalk

  12100 44th Ave, Pleasant Prairie, WI 53158
• 

  Est $409,030 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,492 Sq Ft

  9746 Sheridan Rd, Pleasant Prairie, WI 53158

  9746 Sheridan Rd, Pleasant Prairie, WI 53158
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  $210,900

  • Land
  • 0.33 Acre
  • $639,091 per Acre

  Lt75 Cooper Rd, Kenosha, WI 53158

  Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 75 is a generously sized parcel offering 14,491 square feet and scenic views of the nearby retention pondan 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

  Scott Gettleman Keller Williams North Shore West

  Lt75 Cooper Rd, Kenosha, WI 53158
• 

  $230,000 Sold Jul 11, 2025

  • 856 Sq Ft
  • $269/SF
  • 31 Days On Market

  • 2 Beds
  • 1 Bath

  8833 5th Ave Unit 5A, Pleasant Prairie, WI 53158

  Nestled on a secluded dead-end street in sought-after Carol Beach Estates, this charming 2-bedroom, 1-bath starter home or weekend retreat is just blocks from Lake Michigan. Tucked on a spacious 0.25-acre lot, the home boasts privacy, peace, and room to growits septic system is rated for 3 bedrooms (installed 2005) there is also city water available at the street offering you expansion or

  Charlene Nikolai Cove Realty, LLC

  8833 5th Ave Unit 5A, Pleasant Prairie, WI 53158
• 

  Est $457,632 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,031 Sq Ft

  1117 97th St, Pleasant Prairie, WI 53158

  1117 97th St, Pleasant Prairie, WI 53158
• 

  

  /9

  $199,900

  • Land
  • 0.31 Acre
  • $644,839 per Acre

  Lt74 Cooper Rd, Kenosha, WI 53158

  Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 74 is a generously sized parcel offering 13,704 square feet and scenic views of the nearby retention pondan 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

  Scott Gettleman Keller Williams North Shore West

  Lt74 Cooper Rd, Kenosha, WI 53158
• 

  $485,000 Sold Jul 11, 2025

  • 1,742 Sq Ft
  • $278/SF
  • 17 Days On Market

  • 2 Beds
  • 2 Baths

  8026 107th Ave, Pleasant Prairie, WI 53158

  Immaculate, custom home sitting in a quiet neighborhood in Pleasant Prairie. This spacious two bedroom, 2 bathroom has an open concept kitchen with classic tile back splash, solid maple butcherblock on kitchen island, and French doors leading to covered back porch. Featuring 9 foot ceilings, 10 foot ceiling in the living room and carefully selected details throughout including first floor

  joe Prindle Homesmart Connect LLC

  8026 107th Ave, Pleasant Prairie, WI 53158
• 

  Est $523,976 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,517 Sq Ft

  1005 97th St, Pleasant Prairie, WI 53158

  1005 97th St, Pleasant Prairie, WI 53158
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  /9

  $189,900

  • Land
  • 0.3 Acre
  • $633,000 per Acre

  Lt73 Cooper Rd, Kenosha, WI 53158

  Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 73 is a generously sized homesite offering 13,039 square feetan ideal setting to bring your vision to life. Phase 1 is offering 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, Highland

  Scott Gettleman Keller Williams North Shore West

  Lt73 Cooper Rd, Kenosha, WI 53158
• 

  $855,000 Sold Jul 10, 2025

  • 4,471 Sq Ft
  • $191/SF
  • 0 Days On Market

  • 5 Beds
  • 3.5 Baths

  9486 Bain Station Rd, Pleasant Prairie, WI 53158

  Gorgeous executive style home features an inviting 2 story foyer with custom staircase, beautiful Brazilian Teak wood floors, formal dining room with tray ceiling, spacious great room with double sided fireplace and vaulted ceilings. Prepare chef inspired dishes in the custom kitchen featuring stainless steel appliances & granite counters. Once you get outdoors relax on the extensive patio and

  Michelle Colosimo The Real Estate Company Lake & Country

  9486 Bain Station Rd, Pleasant Prairie, WI 53158
• 

  Est $405,037 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,300 Sq Ft

  811 95th St, Pleasant Prairie, WI 53158

  811 95th St, Pleasant Prairie, WI 53158
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  /9

  $189,900

  • Land
  • 0.29 Acre
  • $654,828 per Acre

  Lt72 Cooper Rd, Kenosha, WI 53158

  Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 72 is a generously sized homesite offering over 12,826 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

  Lt72 Cooper Rd, Kenosha, WI 53158
• 

  $520,000 Sold Jul 10, 2025

  • 2,170 Sq Ft
  • $240/SF
  • 0 Days On Market

  • 3 Beds
  • 2.5 Baths

  10040 Wilmot Rd, Pleasant Prairie, WI 53158

  Welcome to this meticulously maintained home featuring a huge open-concept great room w/ a gas fireplace -perfect for family gatherings. The bright & cheery kitchen boasts a breakfast bar, large pantry, & space for a farm table. Main floor laundry room loaded w/ storage. Upstairs you'll find dreamy bedrooms, w/ overhead lighting & walk-in closets. The primary suite offers a retreat w/ newer

  Lisa Nevinski Lannon Stone Realty LLC

  10040 Wilmot Rd, Pleasant Prairie, WI 53158
• 

  Est $433,276 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,609 Sq Ft

  9321 8th Ave, Pleasant Prairie, WI 53158

  9321 8th Ave, Pleasant Prairie, WI 53158
• 

  

  /9

  $189,900

  • Land
  • 0.29 Acre
  • $654,828 per Acre

  Lt71 Cooper Rd, Kenosha, WI 53158

  Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 71 is a generously sized homesite offering 12,826 square feet with lookout basement and 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

  Scott Gettleman Keller Williams North Shore West

  Lt71 Cooper Rd, Kenosha, WI 53158
• 

  $262,000 Sold Jul 09, 2025

  • 1,450 Sq Ft
  • $181/SF
  • 45 Days On Market

  • 2 Beds
  • 2 Baths

  2921 116th St, Pleasant Prairie, WI 53158

  Check out this awesome ranch in Pleasant Prairie with a ton of updates! Living room with wood burning fireplace, Kitchen has tons of cabinets, an island with seating-sized and has nice dining area. Primary bedroom has attached full bath that was recently remodeled. Guest bedroom and full guest bath off of the main floor laundry room. Additional storage or small office. Unfinished basement great

  Lisa Howe RE/MAX Advantage Realty

  2921 116th St, Pleasant Prairie, WI 53158
• 

  Est $389,432 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,976 Sq Ft

  9299 8th Ave, Pleasant Prairie, WI 53158

  9299 8th Ave, Pleasant Prairie, WI 53158
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  /9

  $189,900

  • Land
  • 0.29 Acre
  • $654,828 per Acre

  Lt70 Cooper Rd, Kenosha, WI 53158

  Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 70 is a generously sized corner homesite offering 12,826 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

  Lt70 Cooper Rd, Kenosha, WI 53158
• 

  $1,405,000 Sold Jul 02, 2025

  • 4,172 Sq Ft
  • $337/SF
  • 21 Days On Market

  • 3 Beds
  • 4 Baths

  9155 Lakeshore Dr, Pleasant Prairie, WI 53158

  Luxury Lakefront Living at Its Finest! Welcome to this stunning 3-bedroom, 4-bathroom lakefront estate, where elegance meets comfort. From the moment you step inside, soaring ceilings and floor-to-ceiling windows bathe the home in natural light and showcase panoramic views of the serene water. The main level features rich wood floors and an open-concept layout, ideal for both everyday living and

  Laura Stoner Keller Williams Milwaukee South Shore

  9155 Lakeshore Dr, Pleasant Prairie, WI 53158

Showing Results 121 - 160, Page 4 of 18