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$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 and minutes to Lake Michigan shoreline....while still coming home to a peaceful neighborhood with plenty of open space. LOT 126 includes 11,150 square feet! 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!

Lt126 Cooper Rd, Pleasant Prairie

Listing courtesy of EXP Realty, LLC Kenosha.

$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 to protected open space land, offering a more private setting. Creekside Terrace is a beautiful, established Pleasant Prairie neighborhood with ponds, a park, green space and great areas for walking. Perfect setting to build your dream home!

Lt30 Creekside Cir, Pleasant Prairie

Listing courtesy of RE/MAX ELITE.

$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 and minutes to Lake Michigan shoreline....while still coming home to a peaceful neighborhood with plenty of open space. LOT 125 includes 11,017 square feet! 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!

Lt125 Cooper Rd, Pleasant Prairie

Listing courtesy of EXP Realty, LLC Kenosha.

$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 and minutes to Lake Michigan shoreline....while still coming home to a peaceful neighborhood with plenty of open space. LOT 124 includes 12,465 square feet! 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

Lt124 Cooper Rd, Pleasant Prairie

Listing courtesy of EXP Realty, LLC Kenosha.

$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 and minutes to Lake Michigan shoreline....while still coming home to a peaceful neighborhood with plenty of open space. LOT 123 includes 13,139 square feet! 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!

Lt123 Cooper Rd, Pleasant Prairie

Listing courtesy of EXP Realty, LLC Kenosha.

$559,000
3 Beds ⋅ 3 Baths
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, full bath, and two additional rooms perfect for workout room, office, den, or potentail bedrooms. Enjoy new flooring, fresh paint, newer kitchen cabinets, new window AC units, new stove and refrigerator. Home is bright and spacious with abundant natural light, skylights, bay window, and natural fireplace. Unique concrete interior and exterior walls provide exceptional durability and energy efficiency, plus radiant floor heating, whole-house fan, and low-voltage electrical switches. The fully fenced backyard is a private oasis featuring beautiful landscaping, Japanese-inspired garden, large koi pond, and waterfall.

5213 79th St, Pleasant Prairie

Listing courtesy of Kazi Realty, LLC.

$209,900
Well maintained 2 bedroom upper/lower duplex with a detached 2 car garage. Currently generating $1,965 per month in rental income, with tenants responsible for gas, electric, heat, and water. Recent updates include a new garage door (2023) and one new furnace (2026).

4603 22nd Ave, Kenosha

Listing courtesy of SNSHN Realty LLC.

$335,000
4 Beds ⋅ 2 Baths
Welcome to this charming home in the desirable Allendale neighborhood on the perfect, tree-lined street. Greeting you with timeless character, original hardwood floors, & wood millwork throughout the home. Living room opens to the dining room with custom, built-in cabinets & a cozy sunroom. The kitchen features heated floors, white cabinetry, & stainless steel appliances! The first floor is rounded out with a large primary bedroom & a full bath. Upstairs you will find three spacious bedrooms w/walk-in closets & a second full bath with a bonus cedar closet. Enjoy mornings on the deck that connects to the primary bedroom in your private yard. Detached two-car garage. An incredible opportunity to live in an inviting neighborhood close to downtown Kenosha, walkable to the lake, parks, & shops

525 68th Pl, Kenosha

Listing courtesy of The Real Estate Studio.

$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 and minutes to Lake Michigan shoreline....while still coming home to a peaceful neighborhood with plenty of open space. LOT 122 includes 11,911 square feet! 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!

Lt122 Cooper Rd, Pleasant Prairie

Listing courtesy of EXP Realty, LLC Kenosha.

$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 and minutes to Lake Michigan shoreline....while still coming home to a peaceful neighborhood with plenty of open space. LOT 121 includes 13,998 square feet! 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!

Lt121 Cooper Rd, Pleasant Prairie

Listing courtesy of EXP Realty, LLC Kenosha.

$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 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 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!

Lt120 Cooper Rd, Pleasant Prairie

Listing courtesy of EXP Realty, LLC Kenosha.

$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 and minutes to Lake Michigan shoreline....while still coming home to a peaceful neighborhood with plenty of open space. LOT 119 includes 15,124 square feet! 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!

Lt119 Cooper Rd, Pleasant Prairie

Listing courtesy of EXP Realty, LLC Kenosha.

$274,900
3 Beds ⋅ 2 Baths
Welcome home to this beautifully refreshed 3-bedroom, 1.5-story Cape Cod style home situated on a desirable corner lot in a convenient Kenosha location. Featuring a spacious kitchen with plenty of room for cooking and gathering, this home blends classic charm with fresh updates throughout. The main floor bathroom offers a relaxing whirlpool tub, while the partially finished basement includes a full bathroom and flexible space for a family room, home office, workout area, or guests. Outside enjoy a detached two-car garage, newly installed fence, and plenty of yard space. Conveniently located near parks, schools, shopping, restaurants, and everyday amenities, this move-in-ready home is ready for its next owner.

7215 32nd Ave, Kenosha

Listing courtesy of Welcome Home Real Estate Group, LLC.

$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 and minutes to Lake Michigan shoreline....while still coming home to a peaceful neighborhood with plenty of open space. LOT 118 includes 16,338 square feet! 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!

Lt118 Cooper Rd, Pleasant Prairie

Listing courtesy of EXP Realty, LLC Kenosha.

$650,000
Located on Kenosha's popular south side - this thriving commercial hotspot offers excellent visibility, a strong surrounding customer base, & a well-established restaurant business with more than 30 years of history in the Kenosha. Property is surrounded by major traffic generators & complementary businesses, including Festival Foods, Snap-on, Dollar Tree, North Shore Bank, Ace Hardware, & Starbucks. Recent building improvements include: roof and flooring (2025), custom live edge bar & updated finished throughout. Spacious dining room, convenient pick-up window and fully outfitted commercial kitchen is perfect to continue existing restaurant operation or bring your aspirations and culinary ideas to life.

3105 80th St, Kenosha

Listing courtesy of Transfer Real Estate Services.

$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 and minutes to Lake Michigan shoreline....while still coming home to a peaceful neighborhood with plenty of open space. LOT 117 includes 24,941 square feet! 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!

Lt117 51st Ct, Pleasant Prairie

Listing courtesy of EXP Realty, LLC Kenosha.

$299,900
3 Beds ⋅ 2 Baths
Welcome home to this beautiful 1,700+ square foot, 3-bedroom, 2-bathroom home in a desirable neighborhood with great schools. Offering spacious living areas and a move-in-ready feel, this home has been thoughtfully updated throughout. The remodeled basement provides a great rec room along with a versatile bonus room--perfect for a home office, hobby room, or additional sleeping space. Enjoy the remodeled bathroom, newer roof and carpet, plus a new patio perfect for relaxing or entertaining. With plenty of space, numerous updates, and a desirable location, this home is ready for its next owner. Schedule your showing today!

2318 32nd St, Kenosha

Listing courtesy of Prestige Realty & Co.

$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 privacy, natural beauty and opportunity come together. Mature trees surround this peaceful property while a meandering creek creates picturesque views and a tranquil setting for a future dream estate, family retreat or development vision. An abundance of Wisconsin wildlife can be enjoyed throughout the property. Field wetland delineation work was completed by Heartland Ecological Group in 2023, and conceptual development plans are available for review. Imagine a home designed to embrace the beauty of the land while remaining close to modern conveniences. A rare opportunity to own a truly special piece of Wisconsin.

Sheridan Rd, Pleasant Prairie

Listing courtesy of RE/MAX Plaza.

$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 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 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!

Lt116 51st Ct, Pleasant Prairie

Listing courtesy of EXP Realty, LLC Kenosha.

$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 and minutes to Lake Michigan shoreline....while still coming home to a peaceful neighborhood with plenty of open space. LOT 115 includes 20,362 square feet! 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!

Lt115 51st Ct, Pleasant Prairie

Listing courtesy of EXP Realty, LLC Kenosha.

$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 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 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!

Lt112 Cooper Rd, Pleasant Prairie

Listing courtesy of EXP Realty, LLC Kenosha.

$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 and minutes to Lake Michigan shoreline....while still coming home to a peaceful neighborhood with plenty of open space. LOT 111 includes 20,278 square feet! 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!

Lt111 Cooper Rd, Pleasant Prairie

Listing courtesy of EXP Realty, LLC Kenosha.

$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, recreation and minutes to Lake Michigan shoreline....while still coming home to a peaceful neighborhood with plenty of open space. LOT 110 includes 14,494 square feet! 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!

Lt110 Cooper Rd, Pleasant Prairie

Listing courtesy of EXP Realty, LLC Kenosha.

$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, recreation and minutes to Lake Michigan shoreline....while still coming home to a peaceful neighborhood with plenty of open space. LOT 109 includes 14,838 square feet! 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!

Lt109 Cooper Rd, Pleasant Prairie

Listing courtesy of EXP Realty, LLC Kenosha.

$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 and minutes to Lake Michigan shoreline....while still coming home to a peaceful neighborhood with plenty of open space. LOT 108 includes 16,492 square feet! 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!

Lt108 Highland Pl, Pleasant Prairie

Listing courtesy of EXP Realty, LLC Kenosha.

$349,900
4 Beds ⋅ 2 Baths
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 eat-in kitchen, and comfortable main-level bedrooms. The partially finished basement offers additional living space with a rec room and ample storage. Outside, enjoy a large, tree-lined backyard with plenty of room to relax, garden, or entertain. An attached garage, convenient location, and recently updated park with new playground equipment just across the street complete this inviting home!

917 111th St, Pleasant Prairie

Listing courtesy of Keller Williams Thrive-Kenosha.

$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 and minutes to Lake Michigan shoreline....while still coming home to a peaceful neighborhood with plenty of open space. LOT 101 includes 15,030 square feet! 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!

Lt101 49th Ct, Pleasant Prairie

Listing courtesy of EXP Realty, LLC Kenosha.

$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 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 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!

Lt96 49th Ct, Pleasant Prairie

Listing courtesy of EXP Realty, LLC Kenosha.

$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 and minutes to Lake Michigan shoreline....while still coming home to a peaceful neighborhood with plenty of open space. LOT 95 includes 15,214 square feet! 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!

Lt95 49th Ct, Pleasant Prairie

Listing courtesy of EXP Realty, LLC Kenosha.

$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 and minutes to Lake Michigan shoreline....while still coming home to a peaceful neighborhood with plenty of open space. LOT 94 includes 15,248 square feet! 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!

Lt94 49th Ct, Pleasant Prairie

Listing courtesy of EXP Realty, LLC Kenosha.

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.