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$769,900
3 Beds 2.5 Baths ACTIVE Status
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 Lane, Pleasant Prairie

Listing courtesy of Powers Realty Group.

$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.

$255,000
2 Beds 2 Baths ACTIVE Status
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 Place Unit 7, Pleasant Prairie

Listing courtesy of ReBelle Realty.

$435,000
3 Beds 4 Baths ACTIVE Status
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 Road, Pleasant Prairie

Listing courtesy of Berkshire Hathaway Starck Real Estate.

$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.

$1,075,000
5 Beds 4 Baths ACTIVE Status
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 Lane, Pleasant Prairie

Listing courtesy of Keller Williams Thrive-Kenosha.

$595,000
3 Beds 3.5 Baths ACTIVE Status
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 Street, Pleasant Prairie

Listing courtesy of Real Broker LLC.

$824,900
5 Beds 3.5 Baths ACTIVE Status
Stunning custom-built home is only available due to relocation. Nestled into highly sought after Bain Station Crossing with private wooded backdrop. This beautiful 5-bedroom, 3.5-bath home with a 3-car garage offers a perfect blend of quality, space, and setting. Open-concept design showcases custom finishes throughout. Deluxe kitchen features a large quartz island, ideal for gathering and entertaining, and flows seamlessly into the main living area. Enjoy the sunroom with panoramic views and access to the deck. Partially finished lower level includes 5th bedroom, full bath, rec room--perfect for guests or additional living space. Insulated and drywalled garage with extra storage and smart home features complete this exceptional home.

8570 83rd Street, Pleasant Prairie

Listing courtesy of Coldwell Banker Realty.

$832,490
5 Beds 4 Baths ACTIVE Status
HOMESITE # 73 SPECIAL INCENTIVES AVAILABLE * Signature Series of Highland Estates II This new two-story home is the community's largest floorplan. The first floor features a living and dining room at the front, an open-concept family room, kitchen and breakfast room, 1st floor bedroom. Upstairs, three secondary bedrooms and a luxurious owner's suite with a home office and oversized walk-in closet offer peaceful retreats. 3 Car garage. *Photos are not this actual home* Highland Estates II offers an active lifestyle with walking trails, pickleball, and an 8.5-acre park. Near I-94, it provides easy commuting to Chicago, Milwaukee, and major employers like Amazon and Uline. Enjoy nearby Lake Michigan beaches and the RecPlex. Convenience and community await you.

Lt73 Cooper Road, Pleasant Prairie

Listing courtesy of Homesmart Connect LLC.

$790,640
5 Beds 3 Baths ACTIVE Status
HOMESITE # 72 SPECIAL INCENTIVES AVAILABLE * Signature Series of Highland Estates II This two-story home offers modern design and serene living. The first floor features a formal dining room off the foyer, an open-concept kitchen, breakfast room and family room, plus a private 1st floor bedroom or study. Upstairs are four bedrooms, including a luxurious owner's suite with an en-suite bath and dual walk-in closets. 3 Car garage. *Photos are not this actual home* Highland Estates II offers an active lifestyle with walking trails, pickleball, and an 8.5-acre park. Near I-94, it provides easy commuting to Chicago, Milwaukee, and major employers like Amazon and Uline. Enjoy nearby Lake Michigan beaches and the RecPlex. Convenience and community await you.

Lt72 Cooper Road, Pleasant Prairie

Listing courtesy of Homesmart Connect 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.

$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.

$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.

$559,000
3 Beds 3 Baths ACTIVE Status
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 Street, Pleasant Prairie

Listing courtesy of Kazi Realty, LLC.

$514,900
2 Beds 2 Baths ACTIVE Status
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 exposure. The kitchen comes w/ quartz countertops, island, pantry, and LG appliance package. LVP flooring in kitchen, dinette, and great room. You will find quality craftsmanship throughout such as 2x6 construction exterior walls, 9' first floor ceilings, and passive radon system. Basement includes daylight windows. We offer a total Kohler/Sterling home experience. The Focus on Energy program provides each home with a Certified Energy-Efficient Certificate stating that our homes are more energy efficient than current WI code.

8555 Summit Place, Pleasant Prairie

Listing courtesy of Keller Williams Thrive-Kenosha.

$789,900
5 Beds 3.5 Baths ACTIVE Status
A combination of privacy, space, and refined living. The wooded backdrop, dramatic landscape lighting & colorful gardens make a striking first impression. Warm, welcoming interior with wood floors, gas fireplace & open floor plan. Chef's kitchen with an abundance of cabinetry, quartz counters, stainless appliances & generous prep space. 1st flr primary suite w/ spa like shower & large soaking tub. Versatile office/den or music rm. Upper level adds 2 bdrms, full bath & open loft space. Finished lower level features rec rm, kitchenette, full bath, 2 additional bdrms & large storage area. Main flr laundry. Architectural details include a copper roofed bow window and impressive 8ft front & patio doors. A property like this is difficult to replicate offering serene privacy & thoughtful design.

11303 47th Avenue, Pleasant Prairie

Listing courtesy of RE/MAX ELITE.

$1,780,000
4 Beds 5.5 Baths ACTIVE Status
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 to the custom millwork, you will not be disappointed. Three levels of living as well as several outdoor entertaining areas create the ideal gathering spot. Chefs kitchen includes Thermador appliances and sprawling island which opens to a morning room complete with vaulted ceilings and fireplace. Formal dining room is serviced by a buffet bar just off the kitchen. Upstairs, the large Master Suite includes a sitting room, walk in closet and a spa-like bath complete with stone clad shower and huge soaking tub. The master is accompanied by 3 more en-suite bedrooms as well as a convenient laundry room. 4 car garage & more

11971 24th Court, Pleasant Prairie

Listing courtesy of RE/MAX ELITE.

$585,000
4 Beds 3.5 Baths ACTIVE Status
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 Russo and River Oaks Park. This 4 bedroom, 3.5 bath home features wood floors throughout. Open Concept, 2 DINING areas and an impressive great room addition with cathedral ceilings and walls of windows showcasing serene backyard views. The home offers three fireplaces, an updated kitchen, and updated bathrooms, including second floor baths with heated floors. The primary suite includes a large walk in closet with an ironing station. NO ELECTRIC BILL DURING THE DAY WITH a $20,000 SOLAR SYSTEM. First floor OFFICE/4TH BEDROOM and extra garage area for storage. Welcome Home!

8715 108th Avenue, Pleasant Prairie

Listing courtesy of Southport Realty.

$581,720
4 Beds 2.5 Baths ACTIVE Status
GARDEN BASEMENT WITH EXPANDEDBASEMENT * HOMESITE # 53 *The Starling is a two-story home with 4 bedrooms, 2.5 baths, a main-floor flex room, and a 2-car garage. An open main level flows with luxury vinyl plank flooring into a chef's kitchen featuring 42'' cabinets, quartz countertops, and a large island. Upstairs, the owner's suite acts as a private oasis with a walk-in closet and spa bath. Three additional bedrooms and a laundry room complete the floor. *Photos are not this actual home* Highland Estates offers an active lifestyle with walking trails, pickleball, and an 8.5-acre park. Near I-94, it provides easy commuting to Chicago, Milwaukee, and major employers like Amazon and Uline. Enjoy nearby Lake Michigan beaches and the RecPlex. Convenience and community await you.

9445 53rd Avenue, Pleasant Prairie

Listing courtesy of Homesmart Connect LLC.

$839,900
4 Beds 3.5 Baths ACTIVE Status
Enjoy serene views backing to wooded parkland in this stunning Glenwood. Designer kitchen w/ painted cabinets, quartz island, tile backsplash, butler's pantry & GE(r) appliance package incl built-in-look refrigerator. Great room w/ gas fireplace, stacked stone surround & boxed mantel. Bright 16'x12' sunroom adds natural light. Main level includes office w/ glass doors, LVP flooring, separate laundry/mudroom w/ lockers plus GE washer/dryer. Jack & Jill bath connects beds 2 & 3; Princess suite w/ private bath. Master suite w/ box-up ceiling, large WIC, dbl-bowl quartz vanity & 3.5'x6' tiled shower w/ frameless glass door, niche & bench. Additional features: solid core doors, insulated garage door, egress windows, bath rough in, smooth drywall, Focus on Energy Certified & builder warranty incl

4957 113th Street Unit Lt8, Pleasant Prairie

Listing courtesy of Korndoerfer Homes LLC.

$610,355
4 Beds 2.5 Baths ACTIVE Status
HOMESITE # 0029 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 level with luxury vinyl plank flooring. The kitchen features a center island, quartz countertops, and stainless appliances. Upstairs, the private owner's suite boasts a walk-in closet, joined by 3 additional bedrooms and a convenient laundry room. *Photos are not this actual home* Highland Estates offers an active lifestyle with walking trails, pickleball, and an 8.5-acre park. Near I-94, it provides easy commuting to Chicago, Milwaukee, and major employers like Amazon and Uline. Enjoy nearby Lake Michigan beaches and the RecPlex. Convenience and community await you.

5332 94th Place, Pleasant Prairie

Listing courtesy of Homesmart Connect LLC.

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.