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10415 22nd Ave, Pleasant Prairie
$459,900
5 Beds ⋅ 2 Baths
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 Ave, Pleasant Prairie

Listing courtesy of EXP Realty, LLC Kenosha.

4258 91st Pl, Pleasant Prairie
$450,000
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.

8708 2nd Ave, Pleasant Prairie
$449,900
3 Beds ⋅ 2 Baths
Rare opportunity available in PRESTIGIOUS CAROL BEACH ESTATES! Just blocks to Lake Michigan and walking trails to the sand dunes! 4 car tandem garage with vent for a wood stove. Maintenance free ranch style home with newer furnace, A/C, and water heater gives you peace of mind with no major expenses needed. Kitchen features granite countertops, stainless appliances and large dinette. Main bath has deep tub with tiled shower surround with recessed niche. Master bedroom offers large closet and bath with walk-in shower! 3rd main floor bedroom converted to first floor laundry that leads to oversized, up-north feeling family room with tons of windows and skylights allowing ample sunlight! Basement has egress window, rec room, dry bar area and 3rd bedroom with possibility of 4th if finished.

8708 2nd Ave, Pleasant Prairie

Listing courtesy of Prime Realty Group.

9214 66th Ave Unit 115, Pleasant Prairie
$442,500
3 Beds ⋅ 2 Baths
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 Ave Unit 115, Pleasant Prairie

Listing courtesy of Stanich Realty, LLC.

10007 66th Ave Unit 9, Pleasant Prairie
$435,900
3 Beds ⋅ 3 Baths
Three bedrooms, three private en-suite baths, and a half bath for guests. This meticulously maintained townhouse-style condo sits on a quiet no-thru street with a private backyard and sunny patio. The updated kitchen features quartz countertops, a farmhouse sink and backsplash, while the primary bath showcases marble flooring and a quartz countertop. Newly refinished hardwood floors, fresh paint and motorized roller shades on the patio slider make this one truly move-in ready. The lower level offers 9 ft ceilings, its own full bath, and an oversized bedroom with an egress window and spacious walk-in closet, perfect as a guest suite, extra living area, office or however you'd make it your own. A rare opportunity in a sought-after location!

10007 66th Ave Unit 9, Pleasant Prairie

Listing courtesy of Keller Williams Milwaukee North Shore.

9214 66th Ave Unit 111, Pleasant Prairie
$435,000
2 Beds ⋅ 2 Baths
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 Ave Unit 111, Pleasant Prairie

Listing courtesy of Stanich Realty, LLC.

8743 3rd Ave, Pleasant Prairie
$429,900
3 Beds ⋅ 2 Baths
Beautiful home tucked away in Carol Beach Estates on a quiet street just blocks from the Lake and Chiwaukee Prairie to enjoy peaceful walks and Lake living. Spacious home with 3-bed, 2-baths featuring a spacious 2-car garage, brand-new carpet, freshly painted throughout with recessed lighting. Large living and dining areas for entertaining with a family room or multi purpose on main floor that can easily be converted to a 4th bedroom. Upper level has a huge Master with ensuite with heated floors, and walk-in closet. Fenced in back yard. Half-circle driveway for extra parking. Newer windows,Refrigerator(2026)induction stove(2026) roof(2021), insulated garage door(uses app) (2026) carpet(2026),Extra water heater(2026)Smart locks on front/back doors.

8743 3rd Ave, Pleasant Prairie

Listing courtesy of NextHome Signature Group.

6661 105th St Unit 31, Pleasant Prairie
$429,900
2 Beds ⋅ 2 Baths
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 St Unit 31, Pleasant Prairie

Listing courtesy of EXP Realty, LLC~MKE.

7716 105th Ave, Pleasant Prairie
$424,900
3 Beds ⋅ 2 Baths
Location is everything with this charming brick ranch situated on a spacious 0.37-acre lot in Pleasant Prairie! Nestled on a quiet street with convenient access to shopping, dining, amenities, and I-94, this home offers 3 bedrooms, 2.5 baths, formal living and dining rooms, and a family room with a brick fireplace. Enjoy the enclosed three-season room overlooking the backyard, pool, and expansive patio, perfect for summer entertaining. The finished lower level features a rec room, full bar, and large workshop. A 3-car tandem garage provides ample storage. Recent major improvements include a brand-new roof (complete tear-off) and new chimney. A wonderful combination of space, comfort, and convenience in a prime location!

7716 105th Ave, Pleasant Prairie

Listing courtesy of RE/MAX ELITE.

986 93rd St, Pleasant Prairie
$424,900
4 Beds ⋅ 2 Baths
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 St, Pleasant Prairie

Listing courtesy of Cove Realty, LLC.

11233 3rd Ave, Pleasant Prairie
$419,900
3 Beds ⋅ 3 Baths
Welcome home to this lovely contemporary 2-story in beautiful Carol Beach Estates. Walk/bike to Lake Michigan. Vacant land to the north & west. Beautifully refreshed home w/extensive updates throughout. All 4, bathrooms, including lower level bath w/hot tub, have been remodeled; Kitchen w/quartz counter tops, SS appliances & upgraded fixtures; Lvg Rm w/fplc & Brazilian Cherry floors. Fresh interior paint; New carpeting in the finished basement. The front porch & back deck have been refreshed & a new dusk-to-dawn porch light adds a welcoming touch. Major systems have been recently inspected, including the roof, furnace/AC, electrical, well, water, & septic, with inspections passed. A new sump pump adds additional peace of mind. Move-in ready w/many of the big updates already completed.

11233 3rd Ave, Pleasant Prairie

Listing courtesy of Char Brengel Real Estate.

Lt0 Green Bay Rd, Pleasant Prairie
$399,900
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 Rd, Pleasant Prairie

Listing courtesy of RE/MAX ELITE.

Lt14 24th Ct, Pleasant Prairie
$399,000
THE VERY LAST LOT in Tobin Woods!! Set on a Cul-de-Sac in the ultra exclusive Tobin Woods subdivision, this nearly one acre Wooded lot represents your very last opportunity to join the other elegant, stately homes. Currently, the partially cleared lot has been maintained (including fully sprinkled) as an extension of the home to the East which is available as a separate parcel. Combined they offer a very private, exclusive setting in one of Pleasant Prairies most respected subdivisions. Small amount of wetlands in back corner of lot. Utilities at line.

Lt14 24th Ct, Pleasant Prairie

Listing courtesy of RE/MAX ELITE.

10529 22nd Ave, Pleasant Prairie
$385,000
3 Beds ⋅ 1 Baths
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 Ave, Pleasant Prairie

Listing courtesy of MAJ Real Estate LLC.

3415 124th St, Pleasant Prairie
$349,900
3 Beds ⋅ 1 Baths
Welcome to this well-maintained 3-bedroom ranch in Pleasant Prairie, featuring a NEW A/C system and NEW ROOF and SKYLIGHTS. 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 St, Pleasant Prairie

Listing courtesy of RE/MAX Advantage Realty.

6709 102nd St Unit 9C, Pleasant Prairie
$349,900
2 Beds ⋅ 2 Baths
Beautifully styled 2 bed, 2 bath upper condo in Pl. Prairie's Meadowlands community! The spacious open layout features vaulted ceilings, stylish flooring & large windows that fill the living & dining areas with natural light. The inviting kitchen showcases two-tone cabinetry, s.s. appliances, a decorative tile backsplash, & a generous breakfast bar perfect for casual meals or gathering with guests. The expansive primary suite offers & a private bath with dual sinks, a soaking tub & separate shower. Enjoy morning coffee or unwind on the large balcony. A dedicated laundry room with cabinet storage, private entrance, & attached 2 car garage complete the home. Convenient access to shopping, dining, parks, and I-94 makes this an ideal blend of comfort & convenience. Photo digitally altered.

6709 102nd St Unit 9C, Pleasant Prairie

Listing courtesy of Coldwell Banker Real Estate One.

4506 75th St, Pleasant Prairie
$349,900
3 Beds ⋅ 1 Baths
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 St, Pleasant Prairie

Listing courtesy of @properties.

6620 Meadowlands Cir Unit 8C, Pleasant Prairie
$330,000
2 Beds ⋅ 2 Baths
Come Live the Carefree Life! Beautiful Well Maintained upper Level Condo in Desirable Pleasant Prairie. This Light & Bright End Unit with Lg Windows, Double Sliders to Balcony with Southern Exposure is one of the Largest Units THIS Beauty features an Open Floor Concept with Vaulted Ceilings. Spacious LR with Gas Fireplace, Fully Applianced Kit with an Abundance of Oak Cabs, Countertops, and Sep DR. Lg MBR Suite with Desk Area and Huge Walk-In Closet. MBath offers Double Vanity, soaking Tub, and Shower. Guest BR and Bath located on opposite side of Master. Upgrades include 6 Panel Oak Drs, Ceiling Fans, newer Floors, Oak Cabs in Laundry Rm, Oak Stairs, and Convenient Elec Stair Chair Lift. Quiet location minutes to Stateline,, main Rds and I-94. Come see, you won't be disappointed!

6620 Meadowlands Cir Unit 8C, Pleasant Prairie

Listing courtesy of RE/MAX Plaza.

3464 93rd St, Pleasant Prairie
$329,000
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 St, Pleasant Prairie

Listing courtesy of Legendary Real Estate Services.

10052 3rd Ave, Pleasant Prairie
$324,900
3 Beds ⋅ 1 Baths
After more than 40 yrs in the home, seller is moving on and a RARE OPPORTUNITY IS YOURS! This charming three-BR home sits on a large, fenced lot in an unmatched setting! Chiwaukee Prairie State Natural Area borders the property on three sides, offering a remarkable sense of privacy, serenity, and connection to nature. Views of Lake Michigan from the spacious front porch puncuate the beauty of this unique location in every season. The cozy living room is equipped with a pellet stove for additional warmth or quiet ambience. Kitchen offers plenty of cabinets for everyday living. Primary BR with access to deck - year old hot tub stays w/right offer! Two additional bedrooms - one with access to the deck as well. Freshen up this home or start over! Either way the privacy and views are forever!

10052 3rd Ave, Pleasant Prairie

Listing courtesy of RE/MAX Plaza.

Lt114 51st Ct, Pleasant Prairie
$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.

11102 82nd St, Pleasant Prairie
$285,000
2 Beds ⋅ 2 Baths
''Trust Owned'' cozy & charming Pleasant Prairie 1950's ranch. Modern convenient upgrades; stainless steel appliances, energy saver central air & heat, 100 amp service, hardwood floors, custom cast porcelain tile, lots of outlets, contractor built midcentury black oak cabinets in kitchen w/snack bar island & dinette. Thermal windows & doors. 2nd 3/4 bath in basement + 2 multi-purpose rooms ''livable space'' and laundry. Plaster walls. Granite vanity bath on main floor with linen tower, tub & shower. Plank floors on lower level & heated breezeway providing access to house, lower level & 2-car attached garage. Brand new awning, overhead garage door + electric remote opener for safe entry. Lovely 1/3 acre corner wooded lot with room for garden or expansion. 1 Year Home Warranty. VA welcome!

11102 82nd St, Pleasant Prairie

Listing courtesy of 1 Month Realty.

4810 76th St, Pleasant Prairie
$279,900
3 Beds ⋅ 1 Baths
Location, Location, Location... AND everything else!!! Beautiful ranch w/gorgeous updated maple cabinets, granite countertops & ss appliances, 2 main flr beds w/great closet space & hrdwd flrs underneath, 1 updated full bath & a fantastic 4 season porch! Lower level boasts another bed/office option w/huge closet & a rec rm perfect for all your movie & game nights! Enjoy hosting those gatherings in your fully fenced in EXTRA LG backyard or send everyone across the street to play at Becker Park! This one has it all; come take a peek!

4810 76th St, Pleasant Prairie

Listing courtesy of RE/MAX ELITE.

6672 102nd St Unit CC, Pleasant Prairie
$275,000
2 Beds ⋅ 2 Baths
TOWNHOME-STYLE LIVING UNDER $300K IN PLEASANT PRAIRIE! Don't miss this rare opportunity to own a spacious 2-story condo offering 1,540 sq. ft. of comfortable living in highly sought-after Pleasant Prairie. Featuring 2 generously sized bedrooms with walk-in closets, 2.5 baths, and an attached 1-car garage, this home offers the space and functionality you've been looking for. Enjoy two outdoor living areas with a private patio and balcony, perfect for relaxing or entertaining. The 2-story layout provides added privacy and the feel of a townhome with the convenience of condo living. With this much space, an attached garage, 2.5 baths, and a desirable Pleasant Prairie location, this is a rare find under $300K. Schedule your showing today!

6672 102nd St Unit CC, Pleasant Prairie

Listing courtesy of Homestead Realty, Inc.

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 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.

10160 66th Ave Unit C, Pleasant Prairie
$263,000
2 Beds ⋅ 2 Baths
Enjoy comfortable, low-maintenance living in this spacious 2-bedroom, 2.5-bath condo offering 1,540 sq ft of inviting living space. The welcoming living area features a gas fireplace, perfect for relaxing or entertaining. Both bedrooms offer walk-in closets, while the primary suite includes a private bath for added comfort and privacy. Enjoy the eastern exposure that brings in beautiful morning sunlight, along with a balcony and patio for outdoor enjoyment. Convenient main-floor laundry adds to the ease of everyday living. A wonderful opportunity to enjoy the space and comfort you desire with the convenience of condo living!

10160 66th Ave Unit C, Pleasant Prairie

Listing courtesy of RE/MAX ELITE.

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 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.

6757 99th Pl Unit HH, Pleasant Prairie
$255,500
2 Beds ⋅ 2 Baths
OUTSTANDING VALUE! Bright, fresh, and spotless. This spacious 2-bedroom, 2-bath condo is deep-cleaned, freshly painted, and ready for its new owner! Soaring vaulted ceilings create an open, airy feel throughout. Corner fireplace in living room provides cozy gathering place for entertaining or relaxing! Access to a charming balcony from living and dining room. Kitchen offers plenty of space to prepare family meals and separate dining area to enjoy those meals! The huge primary suite is a true retreat! Walk-in closet and ensuite featuring a large walk-in shower. The spacious second bedroom also offers plenty of room for guests, family, or a home office. The second full guest bath features a shower over tub. Attached 1c garage. Close to EVERYTHING! Exceptional unit at exceptional price!

6757 99th Pl Unit HH, Pleasant Prairie

Listing courtesy of RE/MAX Plaza.

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 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.

Lt15,Bk34 Lakeshore Dr, Pleasant Prairie
$249,000
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 Dr, Pleasant Prairie

Listing courtesy of Lake to Lake Realty LLC.

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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