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$550,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Welcome to a truly special 4BR Pleasant Prairie home, custom designed by its original owner and lovingly maintained for more than 4 decades. Tucked on a quiet cul-de-sac amid mature woods, this home offers exceptional privacy, character and craftsmanship. An open, flexible floor plan features substantial natural woodwork, solid wood doors, arched openings and oversized windows framing the wooded setting. Main-floor BR with adjacent full bath offers great flexibility. Impressive masonry fireplace was converted from wood-burning to gas. Full lookout/English basement with large above-grade windows offers abundant storage and future possibilities. Newer furnace, A/C, water heater and insulated garage doors/openers. Covered porch, patio, wooded yard and Pleasant Prairie Park a short walk away.

10818 86th Place, Pleasant Prairie

Listing courtesy of Keller Williams North Shore West.

$550,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status
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 exceptional storage and workspace for hobbyists & collectors. Step inside to a spacious eat-in kitchen where ceramic tile flooring and granite countertops. The living room invites you to unwind beside a natural fireplace, perfect for cozy Wisconsin evenings. Convenient main floor living is made easy with the primary bedroom located on the first level, while three additional bedrooms and a full bath upstairs offer comfortable accommodations for family or guests. Additional finished living space in the lower level for a rec room, home office, or media space. Outside, a large deck sets the scene for summer entertaining. Close to I94

7849 Green Bay Road, Pleasant Prairie

Listing courtesy of Keller Williams Milwaukee South Shore.

$550,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status
Four bedrooms. Three full baths. 2,400 square feet built in 2022 and it still feels brand new. The main level opens with vaulted ceilings, hardwood floors, and a kitchen built for gathering with an oversized island and stainless appliances. Main floor primary suite with a walk-in closet, dual shower heads, and its own private bath. First floor laundry keeps life simple.The finished lower level adds two more bedrooms with egress windows, a full bath, and a massive rec room. Covered porch out back for year round relaxing. 2-car attached garage. Lawn care exterior maintenance and snow removal are covered by the HOA. FHA and VA approved. Minutes to I-94 and the Illinois border.

4753 S Cottage Lane, Pleasant Prairie

Listing courtesy of Epique Realty.

$550,000
ACTIVE Status
Property consists of three (3) separate buildings including an 1,885 square foot masonry auto garage building (vacant), a 1,050 square foot wood frame garage building and a 660 square foot garage (unheated) building. High profile site with ample frontage along 75th Street (STH ''50'') and a large site for expansion and/or parking. Each of the buildings are serviced with overhead drive-in doors. Over 26,100 vehicles per day traveling along 75th Street (STH ''50'') in front of the property, per WisDOT. Site contains 0.761 acres or 33,150 square feet.

4512 75th Street, Pleasant Prairie

Listing courtesy of Pitts Brothers & Associates, LLC.

$523,900
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status
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 with functional living spaces designed for today's lifestyle. Kitchen highlights include quartz countertops, island, pantry, and appliance package. Main living areas feature durable flooring selections. Quality construction includes 2x6 exterior walls, passive radon system, daylight basement windows, and 9' first-floor ceilings. Features, finishes, dimensions, and specifications subject to change without notice.

8604 Summit Place, Pleasant Prairie

Listing courtesy of Keller Williams Thrive-Kenosha.

$517,900
3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
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 Street, Pleasant Prairie

Listing courtesy of RealtyPro Professional Real Estate Group LLC.

$510,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status
Welcome to 6595 105th Street, where easy living comes with plenty of space, style, and personality! This ranch-style, 3-bedroom, 3-full-bath home offers the comfort of single-family living in desirable Greenbay Trails, with two bedrooms conveniently located on the main floor and a third bedroom in the finished basement. Step inside and enjoy the open feel and beautiful vinyl plank flooring throughout. The huge kitchen is ready for quiet mornings with coffee or hosting a crowd. All three bathrooms feature stylish tile showers and flooring. The finished basement adds cozy carpeting, generous storage, a full bath, and a fantastic bar perfect for game days, movie nights, or gathering with friends. Spacious, welcoming, and anything but cookie-cutter!

6595 105th Street, Pleasant Prairie

Listing courtesy of Keller Williams North Shore West.

$494,900
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Rare opportunity to own this RANCH home in one of Pleasant Prairies most sought after subdivisions. This Mission Hills beauty offers a great floor plan with large living room, vaulted ceilings and tons of windows for natural light. Open concept kitchen with new Granite counter tops and updated flooring throughout the main floor. 3rd bedroom was converted to office/sunroom when built .Finished lower level with rec-room & bar, media room and large gym area. Don't forget the absolutely beautiful yard with tons of flowers, patio, pool and shed. Main level laundry room and oversized 3 car garage for all of your toys!

4372 113th Street, Pleasant Prairie

Listing courtesy of RealtyPro Professional Real Estate Group LLC.

$484,999
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status
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 Street, Pleasant Prairie

Listing courtesy of Cove Realty, LLC.

$475,000
3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
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 Place, Pleasant Prairie

Listing courtesy of Realty ONE Group Boardwalk.

$475,000
ACTIVE Status
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 Road, Pleasant Prairie

Listing courtesy of RE/MAX Plaza.

$459,900
5 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Fully updated in 2023, this move-in ready home sits on 1.2 acres with half fenced yard in desirable Pleasant Prairie! With 2 kitchens, 6 bedrooms, 2 bathrooms, multiple living spaces, multi-level deck, and a walkout basement this home is perfect for multi generational living! Kitchen includes slow close kitchen cabinetry both upper and lower with upstairs having 2 large pantries, ceiling tall cabinets, under lighting, and granite countertops. Also brand new laminate flooring in both kitchens and upper living room. NEW carpet in all bedrooms with dimable can lighting and fans. Features walk in tile shower with rain shower head. NEW on demand water heater with new pex and copper plumbing. Topped off with a NEW roof in 2025 for added value and peace of mind. Make this beauty your new home!

10415 22nd Avenue, Pleasant Prairie

Listing courtesy of EXP Realty, LLC Kenosha.

$442,500
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status
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 living. This is your last chance to be part of a flourishing community and experience the ultimate in maintenance-free, upscale living. Financing available! PROPERTY IS NEW CONSTRUCTION, IMAGES ARE OF A SIMILAR PRODUCT

9214 66th Avenue Unit 115, Pleasant Prairie

Listing courtesy of Stanich Realty, LLC.

$440,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Rare ranch style condo living in one of Pleasant Prairie's most convenient locations. Built in 2021, this first floor 2 bedroom, 2 bath condo in Green Bay Trail offers an open concept layout with LVP flooring through the main living areas, tiled baths and laundry, maple cabinetry, granite countertops, custom paint, and Kohler plumbing fixtures. Enjoy a 15x12 patio plus an unfinished basement offering excellent future potential with an egress window and plumbing already stubbed for a third bathroom. Low maintenance living means more time to enjoy the location, just minutes from shopping, dining, major roadways, and the Illinois border. A clean, functional layout with the space and flexibility buyers want.

6661 105th Street Unit 31, Pleasant Prairie

Listing courtesy of EXP Realty, LLC MKE.

$435,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status
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 provides the perfect blend of tranquility and urban living. This is your last chance to be part of a flourishing community and experience the ultimate in maintenance-free, upscale living. PROPERTY IS NEW CONSTRUCTION, IMAGES ARE OF A SIMILAR PRODUCT

9214 66th Avenue Unit 111, Pleasant Prairie

Listing courtesy of Stanich Realty, LLC.

$429,900
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status
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, recreation, shopping and more. Absolutely nothing to do but move in and enjoy!

986 93rd Street, Pleasant Prairie

Listing courtesy of Cove Realty, LLC.

$399,900
ACTIVE Status
In the path of much future progress. High visibility and 2 separate accesses to property. This is ready for your new building!!! 3+ acres is available, and the possibilities are endless.

Lt0 Green Bay Road, Pleasant Prairie

Listing courtesy of RE/MAX ELITE.

$389,900
3 Beds ⋅ 1.5 Baths ⋅ ACTIVE Status
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 throughout the main level, 6 Panel White Doors with Crisp White Trim making this Home Modern & Move in Ready. The Finished Lower Level Rec Room offers more additional Living Space with Half Bath. Additional Bonus Room off of garage can be used as Exercise or Hobby Room.Large .39 Acre Lot.Low Pleasant Prairie Taxes!Great Location! Ample drive Boat/RV Photos Virtually Staged by Hapi Photo

5401 82nd Street, Pleasant Prairie

Listing courtesy of Berkshire Hathaway HomeServices Metro Realty.

$385,000
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status
Welcome to your own slice of tranquility in Pleasant Prairie! A diamond in the rough, this charming 3-bedroom, 1-bathroom single-family home offers 1,167 sqft of comfortable living space perfectly situated on a sprawling 1-acre lot. Inside, you will find a bright, inviting layout that flows seamlessly into three cozy bedrooms. The true standout is the massive outdoor space, a rare 1-acre canvas offering limitless possibilities for gardening, outdoor entertaining, or future expansion. An attached 2-car garage provides everyday convenience, and a 24x40 barn is great for storing or an extra added space for anything you need! Located minutes from Prairie Lane Elementary, shopping, and parks, you enjoy peaceful neighborhood living with quick access to the I-94 corridor for easy commuting.

10529 22nd Avenue, Pleasant Prairie

Listing courtesy of MAJ Real Estate LLC.

$384,900
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status
Welcome to this well-maintained 3-bedroom ranch in Pleasant Prairie, featuring an attached 2-car garage and a new A/C system. The inviting main level highlights a natural fireplace, skylights, and a comfortable layout perfect for everyday living. Outside, you will find a fenced yard with a patio, ideal for relaxing or entertaining. The basement offers additional potential and is already stubbed for a bathroom, providing an excellent opportunity to expand your finished living space. Located in Green Tree Estates, this home offers a wonderful combination of comfort and future possibilities in an established subdivision that is ideal for commuters.

3415 124th Street, Pleasant Prairie

Listing courtesy of RE/MAX Advantage Realty.

$349,900
3 Beds ⋅ 1.5 Baths ⋅ ACTIVE Status
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 full basement offers laundry and plenty of storage, while the detached 2-car garage, brand-new concrete driveway, fenced backyard, and abundant off-street parking add everyday convenience. Relax on the inviting screened front porch and enjoy a home that's truly ready for its next owner.

4506 75th Street, Pleasant Prairie

Listing courtesy of @properties.

$329,900
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status
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.

8117 107th Avenue, Pleasant Prairie

Listing courtesy of RE/MAX ELITE.

$329,000
ACTIVE Status
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.

3464 93rd Street, Pleasant Prairie

Listing courtesy of Legendary Real Estate Services.

$299,900
ACTIVE Status
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 Court, Pleasant Prairie

Listing courtesy of EXP Realty, LLC Kenosha.

$269,900
ACTIVE Status
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 Court, Pleasant Prairie

Listing courtesy of EXP Realty, LLC Kenosha.

$259,900
ACTIVE Status
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 Road, Pleasant Prairie

Listing courtesy of EXP Realty, LLC Kenosha.

$249,900
ACTIVE Status
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 Court, Pleasant Prairie

Listing courtesy of EXP Realty, LLC Kenosha.

$249,000
ACTIVE Status
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 conservancy, an ample green buffer from neighbors comes at no extra cost...priceless! Commute to Chicago's Loop by rail from Kenosha or Waukegan. Owner attests wetland conditions do not exist on property nor does the floodplain. Per the Village buildablity is the responsibility of the Owner, who says It's fully buildable!!!

Lt15,Bk34 Lakeshore Drive, Pleasant Prairie

Listing courtesy of Lake to Lake Realty LLC.

$239,900
ACTIVE Status
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 Road, Pleasant Prairie

Listing courtesy of EXP Realty, LLC Kenosha.

$239,900
ACTIVE Status
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 Court, Pleasant Prairie

Listing courtesy of EXP Realty, LLC Kenosha.

Copyright 2026 WIREX Multiple Listing Service. All rights reserved. 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. All information is deemed reliable, but not guaranteed. Information is supplied by seller and other third parties and has not been verified.

Copyright 2026 WIREX Multiple Listing Service. All rights reserved. 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. All information is deemed reliable, but not guaranteed. Information is supplied by seller and other third parties and has not been verified.