Pleasant Prairie Real Estate

**Discover the Charm of Pleasant Prairie, Wisconsin**

Nestled in the heart of Kenosha County, Pleasant Prairie is a hidden gem that beautifully blends suburban tranquility with vibrant community life. Just a stone's throw away from the bustling city of Kenosha and the scenic shores of Lake Michigan, this delightful town offers residents a perfect balance of relaxation and recreation.

Pleasant Prairie is known for its lush parks and outdoor spaces, making it an ideal location for families and nature enthusiasts alike. With over 1,000 acres of parkland, including the stunning Prairie Springs Park, residents can enjoy walking trails, picnic areas, and serene lakes perfect for fishing and kayaking. The town’s commitment to maintaining green spaces ensures that every season brings new opportunities for outdoor adventures.

In addition to its natural beauty, Pleasant Prairie boasts a thriving local economy, with a mix of retail, dining, and entertainment options. The Pleasant Prairie Premium Outlets offer a shopper's paradise, featuring a variety of brand-name stores and boutiques. Food lovers will delight in the diverse culinary scene, from cozy cafes to family-owned restaurants, each offering a taste of the local flavor.

Education is a cornerstone of the community, with highly-rated schools that prioritize student success and growth. Families can feel confident in the educational opportunities available for their children.

Whether you're looking to settle down or simply explore, Pleasant Prairie welcomes you with open arms. Experience the warmth of this charming town and discover why so many are proud to call it home. Your new adventure awaits in Pleasant Prairie, Wisconsin!

Newest Listings in Pleasant Prairie

$517,900

3 Beds ⋅ 2 Baths

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 front porch with a swing, exceptional landscaping, lots of storage! Nice basement waiting for your ideas! Gas and water hookups in the garage. This private location and layout set this home apart. Year round spectacular views. Shed, zero-turn lawn mower, garden cart, trailer and lawn sweeper are included to help maintain property. NO HOAS! On Il/Wi border, close to interstate and all necessities.

6526 110th St, Pleasant Prairie

Listing courtesy of RealtyPro Professional Real Estate Group LLC.

$249,900

3 Beds ⋅ 1 Baths

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 bedrooms, updated tile in bathroom, newly poured front entrance walk way. Water heater new in 2025.

12515 41st Ave, Pleasant Prairie

Listing courtesy of Gauss House Realty.

$769,900

3 Beds ⋅ 2 Baths

Stunning 3 Bed/2.5 Bath Home Being Offered In The Cottages Of Village Green In Pleasant Prairie. This Single Family Deeded Condo Was Once The Builders Model & features Top-Of-The-Line Custom Finishes, Open Concept Kitchen W/Quartz Countertops & Island, Stylish Backsplash, SS Appliances & Custom Cabinets Is Open To The Family Room W/Vaulted Ceiling & Gas Fireplace. 1st Floor Primary W/2 Walk-In Closets & An On-Suite W/Quartz Double Vanity & Tiled Shower, Large Laundry Room & 1/2 Bath Complete Main Level. Upper Level Boasts Large Loft Area Overlooking The Great Room, 2 Addt'l Spacious Bdrms & Full Bath. Attached Oversized 2 Car Heated Garage W/Epoxy Floors. Back Patio With Pond View. Full Size Windows in Lower Offers Room for Expansion. HOA Fees Cover All Exterior Maintenance!

4739 S Cottage Ln, Pleasant Prairie

Listing courtesy of Powers Realty Group.

$484,999

3 Beds ⋅ 2 Baths

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 places bedrooms on opposite ends of the home, while the primary suite features a walk-in closet and walk-in shower. First-floor laundry adds convenience. Step outside to the two-level deck overlooking the peaceful backyard. The unfinished walkout basement offers excellent potential for future living space. Ideally located just minutes from the Illinois/Wisconsin border! Fire in FP Digitally altered.

3500 121st St, Pleasant Prairie

Listing courtesy of Cove Realty, LLC.

$255,000

2 Beds ⋅ 2 Baths

Fully Furnished and Completely Updated 1st Floor Condo in the heart of Pleasant Prairie. Located near the Hwy 50 Corridor to get you anywhere you need to be. Close proximity to medical, dinning, and shopping. In addition to being updated, this unit comes completely furnished (see inclusions document). No expense spared in updating this unit. Brand New walk-in shower in Master Bath, with transferrable lifetime warranty. Both bathrooms have updated mirrors, lights, vanities, and faucets. The Kitchen received professionally painted cabinets, granite counter tops, new sink, new built in microwave, new garbage disposal. Electric, all redone throughout the condo. New Front and Back door fire rated doors. Don't miss this rare opportunity at a turn key fully updated, fully furnished condo.

8201 Lexington Pl Unit 7, Pleasant Prairie

Listing courtesy of ReBelle Realty.

$435,000

3 Beds ⋅ 4 Baths

Sprawling ranch nestled on a beautifully fenced yard with mature landscaping in a fantastic location near Lake Michigan's Carol Beach, Winthrop Harbor Metra station, shopping, Pleasant Prairie RecPlex, and I-94. This lovely, well-maintained home has been cared for and loved, featuring 3 bedrooms, including a spacious primary suite with private bath and walk-in closet. The inviting eat-in area opens to the fenced backyard, creating the perfect spot to relax or entertain. The full, unfinished basement offers endless possibilities with full lookout windows, a rough-in for a 3rd bath, and plenty of room for additional living space, recreation, a home office, or whatever you envision. All this plus a new roof! Don't miss this wonderful opportunity!

10059 Sheridan Rd, Pleasant Prairie

Listing courtesy of Berkshire Hathaway Starck Real Estate.

$65,000

Build your dream home in desirable Pleasant Prairie! This buildable 62' x 216'13 lot offers a wonderful opportunity to create a custom home near Lake Michigan, beautiful conservation areas, parks, and outdoor recreation in Carol Beach Sub. Located close to the Illinois border and major roadways--perfect for commuters seeking a peaceful setting with easy access to both Wisconsin and Illinois. Bring your builder and start planning your future today! Buyer to do their own due diligience with respect to the water and sewer requirements.

Lt11 B 9 103rd St, Pleasant Prairie

Listing courtesy of Berkshire Hathaway Home Services Epic Real Estate.

$475,000

3 Beds ⋅ 3 Baths

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 your time in the gorgeous & spacious sunroom! Primary suite on main level complete w walk-in closet, vaulted ceilings, & private bath. 1st floor laundry. Bathroom on every story Upper level features 2 additional beds & office space. Tastefully finished LL rec room w extra storage is perfect for entertaining! Furnace/AC '20. WH '17. This property is a true gem.

4258 91st Pl, Pleasant Prairie

Listing courtesy of Realty ONE Group Boardwalk.

$1,075,000

5 Beds ⋅ 4 Baths

Custom-built and impeccably maintained, this two-story executive home is tucked on a quiet cul-de-sac in sought-after Meadowdale Estates. Featuring a brick and fiber cement exterior, professional landscaping, sprinkler system, multiple patios and private hot tub. Inside, a dramatic two-story family room with soaring windows, fireplace and built-ins opens to a spacious kitchen with large island, stainless appliances and breakfast nook. Main floor offers formal living and dining rooms, office, guest bedroom, full bath and laundry. Upstairs features a primary suite with fireplace, spa-like bath and walk-in closets, 3 additional bedrooms (one being a bonus room). 3-car garage with Tesla charger, unfinished basement and municipal water/sewer.

9665 Meadowdale Ln, Pleasant Prairie

Listing courtesy of Keller Williams Thrive-Kenosha.

$595,000

3 Beds ⋅ 3 Baths

Step inside this light-filled architectural beauty in the most sought after subdivision in Pleasant Prairie: River Oaks. This gorgeous executive home features over 3,300 finished sq ft w a dramatic sunken living room wi vaulted ceilings and natural fireplace which flows into a spacious Kitchen and Dining Area. The large kitchen opens directly to the deck and covered gazebo. Enjoy the ultimate convenience of a main-floor primary bedroom suite complete w private bathroom, dual closets and dedicated laundry room. Upstairs, an open-to-below loft overlooks the living space, leading to 2 additional bedrooms and a full bath. Finished basement adds incredible value, featuring a massive recreation room and custom wet-bar area. Attached 3-car garage! Lake Russo access, close to RecPlex and I-94.

10821 88th St, Pleasant Prairie

Listing courtesy of Real Broker LLC.

$299,900

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, friendships are made, and the little everyday moments become some of your favorite memories. Conveniently located in between MKE and Chicago! Minutes to Interstate 94! This is more than a place to live. It's a place to call home!!!! DON'T WAIT!

Lt114 51st Ct, Pleasant Prairie

Listing courtesy of EXP Realty, LLC Kenosha.

$589,000

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.

9335 Old Green Bay Rd, Pleasant Prairie

Listing courtesy of Pitts Brothers & Associates, LLC.

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Source of listing data: Metro MLS. Copyright 2026 Multiple Listing Service, Inc. - All Rights Reserved. Information is supplied by seller and other third parties and has not been verified. IDX information is provided exclusively for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.