Pleasant Prairie, WI Homes for Sale under $500,000

• 

  

  /2

  $249,000

  • Land
  • 11,325 Sq Ft
  • $957,692 per Acre

  Lot15 Blk34 Carol Be 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 conversancy, an ample green buffer from neighbors comes at no extra cost...priceless! Commute to Chicago's Loop by rail

  Shiela Heg Shiela Heg, Broker

  Lot15 Blk34 Carol Be Lakeshore Dr, Pleasant Prairie, WI 53158
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• 

  

  /2

  $209,900

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

  Lt96 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 96 includes 15,481 square feet! Highland Estates...A place where you know your neighbors, where families

  Lisa Fabiano EXP Realty, LLC Kenosha

  Lt96 49th Ct, Pleasant Prairie, WI 53158
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  /47

  $399,900

  $50K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,452 Sq Ft

  5401 82nd St, Kenosha, WI 53142

  Welcome Home to this Beautifully Updated 3 Bedroom 1.5 Bath Ranch in desirable Pleasant Prairie.The inviting Living Room features a 2 Sided Gas Fireplace to relax/entertain.Expansive Master Bedroom. Stylish,Updated Kitchen showcases Quartz Countertops, Tiled Backsplash, White Kitchen Cabinets & Stainless Steel Appliances. Recent Updates include Fresh Paint, Modern Lighting, Laminate Flooring

  Kani Zumeri Berkshire Hathaway HomeServices Metro Realty

  5401 82nd St, Kenosha, WI 53142
• 

  

  

  /3

  $329,000

  $56K PRICE DROP

  • Land
  • 9.2 Acres
  • $35,761 per Acre

  3464 93rd St, Pleasant Prairie, WI 53158

  Build your dream home on this beautiful 9.2 acres in Pleasant Prairie just minutes from WI/IL border and I-94. Wild life Enthusiast and hunters this property has deer and turkey. Village water and sewer available off 93rd st. This property is subject to the village approval of any development plans.

  Timothy Cox Legendary Real Estate Services

  3464 93rd St, Pleasant Prairie, WI 53158
• 

  

  

  /45

  $484,999

  • 3 Beds
  • 2 Baths
  • 1,814 Sq Ft

  3500 121st St, Pleasant Prairie, WI 53158

  Beautiful 3-bedroom, 2-bath ranch offering great curb appeal! Enjoy privacy with a fenced yard backing to a tree line and conservancy with no neighbors directly behind. Inside you'll find hardwood and ceramic flooring, a natural fireplace in the great room with tall ceilings, surround-sound speakers, separate dining area and a spacious eat-in kitchen with breakfast bar. The split-bedroom design

  Charlene Nikolai Cove Realty, LLC

  3500 121st St, Pleasant Prairie, WI 53158
• 

  

  /8

  $249,000

  Pending

  • Land
  • 8.68 Acres
  • $28,687 per Acre

  8989 114th Ave, Pleasant Prairie, WI 53158

  Fantastic opportunity to own a beautiful 8.68 acre private lot in Pleasant Prairie, WI. There is already a garage in place with electric. Bring your ideas and your builder to create your own slice of country heaven on this Dead-end road. Access to walking/bike trail that takes you to the Kenosha RecPlex and Lake Andrea. Quiet road with abundant wildlife yet so close to dinning/entertainment. The

  Pamela Brantner Image Real Estate, Inc.

  8989 114th Ave, Pleasant Prairie, WI 53158
• 

  /2

  $224,900

  • Land
  • 13,939 Sq Ft
  • $702,812 per Acre

  Lt120 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 120 includes 14,082 square feet! Highland Estates...A place where you know your neighbors, where families

  Lisa Fabiano EXP Realty, LLC Kenosha

  Lt120 Cooper Rd, Pleasant Prairie, WI 53158
• 

  

  /31

  $329,900

  • 4 Beds
  • 2 Baths
  • 1,390 Sq Ft

  8117 107th Ave, Pleasant Prairie, WI 53158

  Fantastic Pleasant Prairie location with easy access to I-94 and shopping. Affordable 4 bed, 2 bath on 1/3 acre. Family room with cozy wood burning stove. Eat in kitchen offers patio doors leading to the deck and backyard. Updated vinyl windows, brand new water heater, furnace & AC 6-7 yrs old. 2 car heated garage plus storage shed. Fenced yard.

  Jennifer Heiring RE/MAX ELITE

  8117 107th Ave, Pleasant Prairie, WI 53158
• 

  

  /14

  $435,000

  • 2 Beds
  • 2 Baths
  • 1,498 Sq Ft

  9214 66th Ave Unit 111, 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. Located in a serene neighborhood with convenient access to local attractions, Creekside Crossing

  Joseph Stanich Stanich Realty, LLC

  9214 66th Ave Unit 111, Pleasant Prairie, WI 53158
• 

  /2

  $224,900

  • Land
  • 17,859 Sq Ft
  • $548,537 per Acre

  Lt112 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 112 includes 17,993 square feet! Highland Estates...A place where you know your neighbors, where families

  Lisa Fabiano EXP Realty, LLC Kenosha

  Lt112 Cooper Rd, Pleasant Prairie, WI 53158
• 

  

  /23

  $249,900

  Under Contract

  • 3 Beds
  • 1 Bath
  • 1,161 Sq Ft

  12515 41st Ave, Pleasant Prairie, WI 53158

  This 3 bedroom, 1 bathroom Pleasant Prairie home is the perfect starter home or home for anyone looking to downsize. Located in the Village of Pleasant Prairie, enjoy low taxes and easy commute to IL, only minutes from the border. Everything on main level - ease of access for anyone. Large fenced in backyard allows for safe keeping of pets or children playing in the yard. Newer carpeting in

  Wendy Gauss Gauss House Realty

  12515 41st Ave, Pleasant Prairie, WI 53158
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  /47

  $349,900

  • 3 Beds
  • 1.5 Baths
  • 1,242 Sq Ft

  4506 75th St, Kenosha, WI 53142

  Completely renovated from top to bottom, this move-in ready Cape Cod is the one you've been waiting for! This beautifully updated home features 3 bedrooms, 1.5 baths, and quality craftsmanship throughout. Gorgeous solid oak hardwood floors, fresh paint, newer roof, windows, and an updated kitchen with under-cabinet lighting and newer appliances showcase the attention to detail in every room. The

  Jake Hansen @properties

  4506 75th St, Kenosha, WI 53142
• 

  /2

  $205,900

  • Land
  • 12,632 Sq Ft
  • $710,000 per Acre

  Lt141 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 141 includes 12,786 square feet! Highland Estates...A place where you know your neighbors, where families

  Lisa Fabiano EXP Realty, LLC Kenosha

  Lt141 97th St, Pleasant Prairie, WI 53158
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  /2

  $239,900

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

  Lt80 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 80 includes 18,160 square feet! Highland Estates...A place where you know your neighbors, where families

  Lisa Fabiano EXP Realty, LLC Kenosha

  Lt80 Highland Place, Pleasant Prairie, WI 53158
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  /45

  $429,900

  Open Sat 12PM - 1PM

  • 4 Beds
  • 2 Baths
  • 1,485 Sq Ft

  986 93rd St, Pleasant Prairie, WI 53158

  Welcome home to this beautifully remodeled 4-bedroom, 2 bath tri-level nestled in Carol Beach just minutes from the lake. Thoughtfully updated from top to bottom, this move-in ready home offers modern finishes, comfortable living spaces, and a functional layout with plenty of room to spread out. Enjoy the perfect combination of peaceful neighborhood living and convenient access to the lake,

  Melissa Treichel Cove Realty, LLC

  986 93rd St, Pleasant Prairie, WI 53158
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  /2

  $209,900

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

  Lt92 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 92 includes 15,013 square feet! Highland Estates...A place where you know your neighbors, where families

  Lisa Fabiano EXP Realty, LLC Kenosha

  Lt92 49th Ct, Pleasant Prairie, WI 53158
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  /15

  $442,500

  • 3 Beds
  • 2 Baths
  • 1,922 Sq Ft

  9214 66th Ave Unit 115, 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. Located in a serene neighborhood with convenient access to local attractions, Creekside Crossing provides the perfect blend of tranquility and urban

  Todd Stanich Stanich Realty, LLC

  9214 66th Ave Unit 115, Pleasant Prairie, WI 53158
• 

  /2

  $239,900

  • Land
  • 16,552 Sq Ft
  • $631,316 per Acre

  Lt116 51st 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 116 includes 16,599 square feet! Highland Estates...A place where you know your neighbors, where families

  Lisa Fabiano EXP Realty, LLC Kenosha

  Lt116 51st Ct, Pleasant Prairie, WI 53158
• 

  /2

  $299,900

  • Land
  • 28,314 Sq Ft
  • $461,385 per Acre

  Lt114 51st 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 114 includes 28,192 sqft! Highland Estates...A place where you know your neighbors, where families grow,

  Lisa Fabiano EXP Realty, LLC Kenosha

  Lt114 51st Ct, Pleasant Prairie, WI 53158
• 

  /2

  $209,900

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

  Lt91 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 91 includes 15,100 square feet! Highland Estates...A place where you know your neighbors, where families

  Lisa Fabiano EXP Realty, LLC Kenosha

  Lt91 49th Ct, Pleasant Prairie, WI 53158
• 

  

  /18

  $215,000

  Pending

  • 2 Beds
  • 2 Baths
  • 1,073 Sq Ft

  8581 Lexington Place Unit 4, Pleasant Prairie, WI 53158

  Welcome home to this beautiful 2BR & 2 full bath open concept upper condo. The cathedral ceiling creates a bright, spacious feel throughout the living and dining areas. The large living room opens to a private balcony overlooking peaceful green space, perfect for enjoying your morning coffee or unwinding after a long day. Master suite features a private bath and a large walk-in closet. Additional

  Elisa Rocha Realty ONE Group Boardwalk

  8581 Lexington Place Unit 4, Pleasant Prairie, WI 53158
• 

  /2

  $204,900

  • Land
  • 12,196 Sq Ft
  • $731,786 per Acre

  Lt133 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 133 includes 12,372 square feet! Highland Estates...A place where you know your neighbors, where families

  Lisa Fabiano EXP Realty, LLC Kenosha

  Lt133 Cooper Rd, Pleasant Prairie, WI 53158
• 

  

  /14

  $259,900

  Under Contract

  • 2 Beds
  • 2 Baths
  • 1,170 Sq Ft

  6739 Meadowlands Cir Unit 6AA, Pleasant Prairie, WI 53158

  Updated 2 bedroom, 2 bath lower level Meadowlands condo now available! This move in ready unit features an open dining and living room combination, new LVP flooring throughout, fresh paint, new baseboards, lighting and hardware, plus a smart doorbell, thermostat and front entry door lock. The spacious primary suite offers double walk in closets, a private bath with walk in shower and new vanity.

  Kimberly Boyle Cove Realty, LLC

  6739 Meadowlands Cir Unit 6AA, Pleasant Prairie, WI 53158
• 

  /2

  $209,900

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

  Lt 98 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 98 includes 15,358 square feet! Highland Estates...A place where you know your neighbors, where families

  Lisa Fabiano EXP Realty, LLC Kenosha

  Lt 98 49th Ct, Pleasant Prairie, WI 53158
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  /22

  $209,900

  • 2 Beds
  • 2 Baths
  • 1,075 Sq Ft

  7209 57th Ave Unit 103, Kenosha, WI 53142

  Convenience is the work for this hard to find FIRST FLOOR Condo located in a Great Neighborhood. This Nice Condo is within walking distance to Grocery Store, Restaurants & retail Shopping center. This Condo will sure to please for the buyer who values easy convenience. This Condo boasts a Spacious Living Room, Large Dining Area & Two Full Bathrooms w/a 1 Car Detached Garage. Features include New

  Gary Frederick Epique Realty

  7209 57th Ave Unit 103, Kenosha, WI 53142
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  /46

  $424,900

  • 3 Beds
  • 2 Baths
  • 1,733 Sq Ft

  6724 85th Ave, Kenosha, WI 53142

  Beautifully maintained home offering modern updates & spacious living areas. Gorgeous Acacia wood floors flow throughout the main floor. Enjoy the best of indoor-outdoor living in the fantastic 3 season room, complete with hurricane grade windows & siding & built-in heater, creating a comfortable space to enjoy the outdoors well into the cooler months. The spacious primary suite offers a peaceful

  Felicia Pavlica RE/MAX ELITE

  6724 85th Ave, Kenosha, WI 53142
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  /24

  $334,900

  $15K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,790 Sq Ft

  6800 55th Ave, Kenosha, WI 53142

  WOW ! You've just found Kenosha's BEST OPEN CONCEPT, AFFORDABLE & SPACIOUSE 3+Br Ranch Wrapped in a GALLERY of Future DREAMS, SPECIAL Places & Imaginative UPDATES Ideal for Multigenerational Living w/an Apartment Style FINISHED LL & AWESOME Family Rm/Dinning Rm OPEN through a WALL of GLASS to an INTIMATE & FENCED Rear Yard IDEAL for Your Parties & Watching Those 2 & 4 Legged Family Members! Want

  Adrian Brill Realty Executives Integrity~Brookfield

  6800 55th Ave, Kenosha, WI 53142
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  /41

  $470,000

  Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,137 Sq Ft

  8836 43rd Ave, Kenosha, WI 53142

  Spacious and updated 4 bedroom, 2.5 bath home on Kenosha's south side. This home offers plenty of room with separate living and family rooms, a remodeled kitchen with stainless steel appliances, updated baths, recessed lighting and attractive flooring throughout. All four bedrooms are upstairs, including a primary bedroom. The partially finished basement adds even more usable space. Outside,

  Laura Woltersdorf Keller Williams Thrive-Kenosha

  8836 43rd Ave, Kenosha, WI 53142
• 

  

  /13

  $218,000

  Under Contract

  • 2 Beds
  • 1 Bath
  • 520 Sq Ft

  7107 45th Ave, Kenosha, WI 53142

  Welcome home to this cozy and beautifully updated two bedroom one bath property that's full of charm and comfort. Completely remodeled, just two years ago this home features modern finishes while maintaining its warm, inviting feel. Enjoy a spacious, fully fenced yard with a brand new fence, offering privacy and plenty of space for pets, kids, or outdoor entertaining. Inside, you'll find updated

  Lisa Fabiano EXP Realty, LLC Kenosha

  7107 45th Ave, Kenosha, WI 53142
• 

  /2

  $485,000

  • 4 Beds
  • 2 Baths
  • 1,694 Sq Ft

  13211 Wilmot Rd, Kenosha, WI 53142

  Opportunity on 2.5+ wooded acres. This Cape Cod offers two complete living spaces--upper level with 2 beds, living room, kitchen, bath, and a main floor with its own 2 beds, living room, kitchen, and full bath. Ideal for multi gen living, rental income, or a small business thanks to its location less than a mile from I 94 on Hwy C/Wilmot Rd. Close to Illinois/Wisconsin border. Includes 2 car

  Shiela Heg Lake to Lake Realty LLC

  13211 Wilmot Rd, Kenosha, WI 53142
• 

  

  /27

  $399,900

  • 3 Beds
  • 2 Baths
  • 1,432 Sq Ft

  8827 47th Ave, Kenosha, WI 53142

  Featuring a ramped entrance and an accessible walk-in shower, this 3-bedroom, 2-bath ranch offers comfortable, convenient living. Inside you'll find beautiful hardwood floors, a timeless kitchen with classic charm, and a bright 4-season sunroom perfect for enjoying natural light year-round. Major updates include a new roof and siding in 2025 for added peace of mind. The attached 2-car garage

  Jamie Kennow Coldwell Banker Realty

  8827 47th Ave, Kenosha, WI 53142
• 

  

  /44

  $489,900

  • 4 Beds
  • 2.5 Baths
  • 2,718 Sq Ft

  230 English Ln, Winthrop Harbor, IL 60096

  REMODELED | QUALITY FINISHES | PRIVATE RETREAT | MODERN UPDATES QUIET DEAD-END STREET + REMODELED KITCHEN + NEWLY INSTALLED WHITE GLASS APPLIANCES + LOTS OF NATURAL LIGHTING, WINDOW WALL & VAULTED CEILINGS + EXPANSIVE KITCHEN DRAWER STORAGE, HIDDEN INTERIOR DRAWERS + NEWLY INSTALLED MAIN-LEVEL FLOORING + NEWLY INSTALLED LIGHTING/FANS EVERY ROOM + NEW TOILETS + FRESH COAT OF PAINT + FRESH COAT OF

  Ryan Cherney Circle One Realty

  230 English Ln, Winthrop Harbor, IL 60096
• 

  

  /20

  $325,000

  • 2 Beds
  • 1 Bath
  • 1,263 Sq Ft

  7426 Pershing Blvd, Kenosha, WI 53142

  Corner brick ranch! This is a Chef's kitchen with an open concept living room. 2 Bedroom on main floor and 2 bedrooms on lower level. Check out the beautiful custom built dresser/wardrobe, built by a master carpenter. Bathroom has a shower over the tub as well as a walk-in shower. The kitchen has a large butcher block island with plenty of storage. The home offers handicapped accessible with a

  Steve Last Lake to Lake Realty LLC

  7426 Pershing Blvd, Kenosha, WI 53142
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  /2

  $450,000

  Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,183 Sq Ft

  8129 62nd Ave, Kenosha, WI 53142

  Move In Ready Home In Alesci's Villa Neighborhood! This Two Story, 3 Bed, 2.5 Bath home features a spacious open concept formal living room and dining room with sunny west exposure. The large eat-in kitchen offers new floors and patio doors leading out to a two level deck and fenced in yard, perfect for entertaining. Cozy family room with large windows and a natural fireplace. Partially finished

  Reid Group* Homesmart Connect LLC

  8129 62nd Ave, Kenosha, WI 53142
• 

  

  /26

  $259,000

  $31K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,267 Sq Ft

  7305 98th Ave Unit B, Kenosha, WI 53142

  Rare first-floor condo in Cornerstone, one of west Kenosha's most desirable and convenient locations! This updated 1,267 sq. ft. home offers 2 bedrooms, 1 bath, a private entrance, and true stair-free living. The bright, open layout features updated flooring, a spacious living area, an efficient kitchen with breakfast bar, in-unit laundry, and two storage rooms, one inside and one outside on the

  Justin Carmody Keller Williams North Shore West

  7305 98th Ave Unit B, Kenosha, WI 53142

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