Browse All Pleasant Prairie WI Just Listed Properties for Sale

Lt128 Cooper Rd, Pleasant Prairie $194,900

Welcome HOME to Highland Estates in Pleasant Prairie where community, lifestyle, and location come together! You're close to schools, shopping, restaurants, recreation an...

Courtesy of EXP Realty, LLC Kenosha

Listing courtesy of EXP Realty, LLC Kenosha.

Lt127 Cooper Rd, Pleasant Prairie $194,900

Welcome HOME to Highland Estates in Pleasant Prairie where community, lifestyle, and location come together! You're close to schools, shopping, restaurants, recreation an...

Courtesy of EXP Realty, LLC Kenosha

Listing courtesy of EXP Realty, LLC Kenosha.

Lt126 Cooper Rd, Pleasant Prairie $195,900

Welcome HOME to Highland Estates in Pleasant Prairie where community, lifestyle, and location come together! You're close to schools, shopping, restaurants, recreation an...

Courtesy of EXP Realty, LLC Kenosha

Listing courtesy of EXP Realty, LLC Kenosha.

Lt30 Creekside Cir, Pleasant Prairie image

Lt30 Creekside Cir, Pleasant Prairie $159,900

Rare opportunity in sought after Creekside Terrace! This is the last available lot in the neighborhood. Nearly 1/2 acre and graded for a daylight basement, the lot backs ...

Courtesy of RE/MAX ELITE

Listing courtesy of RE/MAX ELITE.

Lt125 Cooper Rd, Pleasant Prairie $195,900

Welcome HOME to Highland Estates in Pleasant Prairie where community, lifestyle, and location come together! You're close to schools, shopping, restaurants, recreation an...

Courtesy of EXP Realty, LLC Kenosha

Listing courtesy of EXP Realty, LLC Kenosha.

Lt124 Cooper Rd, Pleasant Prairie $205,900

Welcome HOME to Highland Estates in Pleasant Prairie where community, lifestyle, and location come together! You're close to schools, shopping, restaurants, recreation an...

Courtesy of EXP Realty, LLC Kenosha

Listing courtesy of EXP Realty, LLC Kenosha.

Lt123 Cooper Rd, Pleasant Prairie $205,900

Welcome HOME to Highland Estates in Pleasant Prairie where community, lifestyle, and location come together! You're close to schools, shopping, restaurants, recreation an...

Courtesy of EXP Realty, LLC Kenosha

Listing courtesy of EXP Realty, LLC Kenosha.

5213 79th St, Pleasant Prairie $559,000

Beautiful ranch on a spacious .60-acre lot with 3 bedrooms and 3 full baths, including a private primary bath with skylight. Finished basement offers a large rec room, fu...

3 Beds
3 Baths

Courtesy of Kazi Realty, LLC

Listing courtesy of Kazi Realty, LLC.

Lt122 Cooper Rd, Pleasant Prairie $199,900

Welcome HOME to Highland Estates in Pleasant Prairie where community, lifestyle, and location come together! You're close to schools, shopping, restaurants, recreation an...

Courtesy of EXP Realty, LLC Kenosha

Listing courtesy of EXP Realty, LLC Kenosha.

Lt121 Cooper Rd, Pleasant Prairie $224,900

Welcome HOME to Highland Estates in Pleasant Prairie where community, lifestyle, and location come together! You're close to schools, shopping, restaurants, recreation an...

Courtesy of EXP Realty, LLC Kenosha

Listing courtesy of EXP Realty, LLC Kenosha.

Lt120 Cooper Rd, Pleasant Prairie $224,900

Welcome HOME to Highland Estates in Pleasant Prairie where community, lifestyle, and location come together! You're close to schools, shopping, restaurants, recreation an...

Courtesy of EXP Realty, LLC Kenosha

Listing courtesy of EXP Realty, LLC Kenosha.

Lt119 Cooper Rd, Pleasant Prairie $229,900

Welcome HOME to Highland Estates in Pleasant Prairie where community, lifestyle, and location come together! You're close to schools, shopping, restaurants, recreation an...

Courtesy of EXP Realty, LLC Kenosha

Listing courtesy of EXP Realty, LLC Kenosha.

Lt118 Cooper Rd, Pleasant Prairie $239,900

Welcome HOME to Highland Estates in Pleasant Prairie where community, lifestyle, and location come together! You're close to schools, shopping, restaurants, recreation an...

Courtesy of EXP Realty, LLC Kenosha

Listing courtesy of EXP Realty, LLC Kenosha.

Lt117 51st Ct, Pleasant Prairie $269,900

Welcome HOME to Highland Estates in Pleasant Prairie where community, lifestyle, and location come together! You're close to schools, shopping, restaurants, recreation an...

Courtesy of EXP Realty, LLC Kenosha

Listing courtesy of EXP Realty, LLC Kenosha.

Sheridan Rd, Pleasant Prairie $475,000

A Private Wisconsin Sanctuary - 9.8 Acres of Wooded Beauty, Creekside Views & Endless Possibilities! Discover nearly 10 breathtaking acres in Pleasant Prairie, where priv...

Courtesy of RE/MAX Plaza

Listing courtesy of RE/MAX Plaza.

Lt116 51st Ct, Pleasant Prairie $239,900

Welcome HOME to Highland Estates in Pleasant Prairie where community, lifestyle, and location come together! You're close to schools, shopping, restaurants, recreation an...

Courtesy of EXP Realty, LLC Kenosha

Listing courtesy of EXP Realty, LLC Kenosha.

Lt115 51st Ct, Pleasant Prairie $249,900

Welcome HOME to Highland Estates in Pleasant Prairie where community, lifestyle, and location come together! You're close to schools, shopping, restaurants, recreation an...

Courtesy of EXP Realty, LLC Kenosha

Listing courtesy of EXP Realty, LLC Kenosha.

Lt112 Cooper Rd, Pleasant Prairie $224,900

Welcome HOME to Highland Estates in Pleasant Prairie where community, lifestyle, and location come together! You're close to schools, shopping, restaurants, recreation an...

Courtesy of EXP Realty, LLC Kenosha

Listing courtesy of EXP Realty, LLC Kenosha.

Lt111 Cooper Rd, Pleasant Prairie $259,900

Welcome HOME to Highland Estates in Pleasant Prairie where community, lifestyle, and location come together! You're close to schools, shopping, restaurants, recreation an...

Courtesy of EXP Realty, LLC Kenosha

Listing courtesy of EXP Realty, LLC Kenosha.

Lt110 Cooper Rd, Pleasant Prairie $219,900

POND VIEW!! Welcome HOME to Highland Estates in Pleasant Prairie where community, lifestyle, and location come together! You're close to schools, shopping, restaurants, r...

Courtesy of EXP Realty, LLC Kenosha

Listing courtesy of EXP Realty, LLC Kenosha.

Lt109 Cooper Rd, Pleasant Prairie $219,900

POND VIEW! Welcome HOME to Highland Estates in Pleasant Prairie where community, lifestyle, and location come together! You're close to schools, shopping, restaurants, re...

Courtesy of EXP Realty, LLC Kenosha

Listing courtesy of EXP Realty, LLC Kenosha.

Lt108 Highland Pl, Pleasant Prairie image

Lt108 Highland Pl, Pleasant Prairie $214,900

Welcome HOME to Highland Estates in Pleasant Prairie where community, lifestyle, and location come together! You're close to schools, shopping, restaurants, recreation an...

Courtesy of EXP Realty, LLC Kenosha

Listing courtesy of EXP Realty, LLC Kenosha.

917 111th St, Pleasant Prairie $349,900

Welcome to this charming 4-bedroom, 2-bath ranch in Pleasant Prairie! Situated on a spacious 0.25-acre lot, this home features a brand new roof, bright living room, an ea...

4 Beds
2 Baths

Courtesy of Keller Williams Thrive-Kenosha

Listing courtesy of Keller Williams Thrive-Kenosha.

Lt101 49th Ct, Pleasant Prairie $209,900

Welcome HOME to Highland Estates in Pleasant Prairie where community, lifestyle, and location come together! You're close to schools, shopping, restaurants, recreation an...

Courtesy of EXP Realty, LLC Kenosha

Listing courtesy of EXP Realty, LLC Kenosha.

Lt96 49th Ct, Pleasant Prairie $209,900

Welcome HOME to Highland Estates in Pleasant Prairie where community, lifestyle, and location come together! You're close to schools, shopping, restaurants, recreation an...

Courtesy of EXP Realty, LLC Kenosha

Listing courtesy of EXP Realty, LLC Kenosha.

Lt95 49th Ct, Pleasant Prairie $209,900

Welcome HOME to Highland Estates in Pleasant Prairie where community, lifestyle, and location come together! You're close to schools, shopping, restaurants, recreation an...

Courtesy of EXP Realty, LLC Kenosha

Listing courtesy of EXP Realty, LLC Kenosha.

Lt94 49th Ct, Pleasant Prairie $209,900

Welcome HOME to Highland Estates in Pleasant Prairie where community, lifestyle, and location come together! You're close to schools, shopping, restaurants, recreation an...

Courtesy of EXP Realty, LLC Kenosha

Listing courtesy of EXP Realty, LLC Kenosha.

Lt92 49th Ct, Pleasant Prairie $209,900

Welcome HOME to Highland Estates in Pleasant Prairie where community, lifestyle, and location come together! You're close to schools, shopping, restaurants, recreation an...

Courtesy of EXP Realty, LLC Kenosha

Listing courtesy of EXP Realty, LLC Kenosha.

Lt91 49th Ct, Pleasant Prairie $209,900

Welcome HOME to Highland Estates in Pleasant Prairie where community, lifestyle, and location come together! You're close to schools, shopping, restaurants, recreation an...

Courtesy of EXP Realty, LLC Kenosha

Listing courtesy of EXP Realty, LLC Kenosha.

Lt90 49th Ct, Pleasant Prairie $223,900

Welcome HOME to Highland Estates in Pleasant Prairie where community, lifestyle, and location come together! You're close to schools, shopping, restaurants, recreation an...

Courtesy of EXP Realty, LLC Kenosha

Listing courtesy of EXP Realty, LLC Kenosha.

3714 120th Pl, Pleasant Prairie $399,900

Spacious ranch home located on a no outlet street with minimal traffic. Super low maintenance brick exterior. Huge back yard with many mature trees provides a great pla...

3 Beds
1 Baths

Courtesy of Jeff Braun Realty, LLC

Listing courtesy of Jeff Braun Realty, LLC.

Lt84 50th Ct, Pleasant Prairie $214,900

Welcome HOME to Highland Estates in Pleasant Prairie where community, lifestyle, and location come together! You're close to schools, shopping, restaurants, recreation an...

Courtesy of EXP Realty, LLC Kenosha

Listing courtesy of EXP Realty, LLC Kenosha.

Lt81 50th Ct, Pleasant Prairie $209,900

FINALLY! YOU'VE WAITED FOR A NEW HOME IN PLEASANT PRAIRIE! Welcome HOME to Highland Estates in Pleasant Prairie where community, lifestyle, and location come together! Y...

Courtesy of EXP Realty, LLC Kenosha

Listing courtesy of EXP Realty, LLC Kenosha.

Lt80 Highland Pl, Pleasant Prairie image

Lt80 Highland Pl, Pleasant Prairie $239,900

Welcome HOME to Highland Estates in Pleasant Prairie where community, lifestyle, and location come together! You're close to schools, shopping, restaurants, recreation an...

Courtesy of EXP Realty, LLC Kenosha

Listing courtesy of EXP Realty, LLC Kenosha.

8604 Summit Pl, Pleasant Prairie $523,900

Welcome home to the Aspen I by Stepping Stone Homes. Homesite offers lookout exposure. This open-concept floor plan offers 2 bedrooms, 2 bathrooms, and a 2 car garage wit...

2 Beds
2 Baths

Courtesy of Keller Williams Thrive-Kenosha

Listing courtesy of Keller Williams Thrive-Kenosha.

8555 Summit Pl, Pleasant Prairie $514,900

This is a twin home- for sale is one side of the home. Welcome home to The Juniper. Open floor plan features 2 Beds, 2 Baths and a 2.5 Car garage. This lot is flat expo...

2 Beds
2 Baths

Courtesy of Keller Williams Thrive-Kenosha

Listing courtesy of Keller Williams Thrive-Kenosha.

Lt58 53rd Ave, Pleasant Prairie $614,005

HOMESITE # 0058 The Wren is a two-story home with 4 bedrooms, 2 baths, a main-floor study/flex room, and a 2-car garage. A covered porch leads to an open-concept main lev...

4 Beds
2 Baths

Courtesy of Homesmart Connect LLC

Listing courtesy of Homesmart Connect LLC.

8606 Summit Pl, Pleasant Prairie $597,900

Welcome home to the Cedar I by Stepping Stone Homes. Homesite offers lookout exposure. This open-concept floor plan offers 3 bedrooms, 3 bathrooms, and a 2.5 car garage w...

3 Beds
3 Baths

Courtesy of Keller Williams Thrive-Kenosha

Listing courtesy of Keller Williams Thrive-Kenosha.

8557 Summit Pl, Pleasant Prairie $514,900

This is a twin home- for sale is one side of the home. Welcome home to The Juniper. Open floor plan features 2 Beds, 2 Baths and a 2.5 Car garage. This lot is flat expo...

2 Beds
2 Baths

Courtesy of Keller Williams Thrive-Kenosha

Listing courtesy of Keller Williams Thrive-Kenosha.

8422 94th Ct, Pleasant Prairie $629,900

Enjoy indoor-outdoor living in this open concept ranch in a sought after Pleasant Prairie location! This 3 bedroom, 2.5 bath home with a dedicated ''work from home'' offi...

3 Beds
2 Baths

Courtesy of Shorewest Realtors, Inc.

Listing courtesy of Shorewest Realtors, Inc..

11303 47th Ave, Pleasant Prairie $789,900

A combination of privacy, space, and refined living. The wooded backdrop, dramatic landscape lighting & colorful gardens make a striking first impression. Warm, welcoming...

5 Beds
3 Baths

Courtesy of RE/MAX ELITE

Listing courtesy of RE/MAX ELITE.

9711 8th Ave, Pleasant Prairie $449,900

Stunning property on wooded 1.5 acre lot just .3 miles from Lake Michigan. Meticulously cared for & thoughtfully updated, this exceptional home offers a rare combination ...

3 Beds
2 Baths

Courtesy of RE/MAX ELITE

Listing courtesy of RE/MAX ELITE.

8528 94th Ave, Pleasant Prairie $749,900

Welcome home to this beautiful ranch in the highly sought-after Ashbury Creek subdivision! This 4BR/3.5BA home features an open-concept great room with wood floors and a ...

4 Beds
3 Baths

Courtesy of Epique Realty

Listing courtesy of Epique Realty.

6739 Meadowlands Cir Unit 6AA, Pleasant Prairie image

6739 Meadowlands Cir Unit 6AA, Pleasant Prairie $259,900

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 throu...

2 Beds
2 Baths

Courtesy of Cove Realty, LLC

Listing courtesy of Cove Realty, LLC.

11971 24th Ct, Pleasant Prairie $1,780,000

Welcome to your sanctuary! This custom built estate on a premier walk-out Tobin Woods Cul de sac represents a true executive retreat. From the landscaped 2+ acre setting ...

4 Beds
5 Baths

Courtesy of RE/MAX ELITE

Listing courtesy of RE/MAX ELITE.

4872 103rd St, Pleasant Prairie $794,900

None

5 Beds
4 Baths

Courtesy of RE/MAX ELITE

Listing courtesy of RE/MAX ELITE.

7849 Green Bay Rd, Pleasant Prairie image

7849 Green Bay Rd, Pleasant Prairie $550,000

Charming 4 bedroom, 2 bath brick Cape Cod set on a .94 acre, offering the space and privacy today's buyers are searching for. A rare 4 car tandem garage provides exceptio...

4 Beds
2 Baths

Courtesy of Keller Williams Milwaukee South Shore

Listing courtesy of Keller Williams Milwaukee South Shore.

8711 3rd Ave, Pleasant Prairie $499,900

Stunning brick ranch tucked into desirable Carol Beach Estates! This updated home features new windows, hardwood floors & ceramic tile throughout, plus first-floor laundr...

2 Beds
2 Baths

Courtesy of RE/MAX Newport

Listing courtesy of RE/MAX Newport.

8640 111th Ave, Pleasant Prairie $519,900

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 boa...

4 Beds
2 Baths

Courtesy of Keller Williams Milwaukee South Shore

Listing courtesy of Keller Williams Milwaukee South Shore.

8715 108th Ave, Pleasant Prairie $585,000

Move In Ready with a Fresh New Look! Newly painted with new carpet , this River Oaks home sits on a private lot backing to natural land and includes full access to Lake ...

4 Beds
3 Baths

Courtesy of Southport Realty

Listing courtesy of Southport Realty.

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.

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