161

Homes for Sale in 53158

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  • /21

    $681,900

    New Construction
    • 3 Beds
    • 3 Baths
    • 1,832 Sq Ft

    Lt81 50th Ct, Pleasant Prairie, WI 53158

    The heart of the home is an expansive open floorplan that leads to an incredible covered porch-ideal for relaxing or entertaining. The primary ensuite serves as a true retreat, featuring a double vanity, a custom walk-in tile shower, and a spacious walk-in closet. The secondary bedroom is generously sized and conveniently located adjacent to a full bath, while the home also includes a spacious

    Agent Photo

    Lisa Wolf

    Keller Williams North Shore West

    (262) 429-9801

    Lt81 50th Ct, Pleasant Prairie, WI 53158
  • /18

    $554,990

    New Construction $5K PRICE INCREASE
    • 4 Beds
    • 2.5 Baths
    • 2,362 Sq Ft

    Townsend Plan at Highland Estates, Pleasant Prairie, WI 53158

    The entryway leads to the first level of this new two-story home, where a versatile living room can be found off the foyer while the family room, dining room and kitchen share an open-concept design for seamless everyday living. Upstairs, four bedrooms provide enough space for a growing family.

    Lennar Builder
    5315 94th St Unit 40753947, Pleasant Prairie, WI 53158
  • /53

    $1,100,000

    Under Contract
    • 5 Beds
    • 4.5 Baths
    • 3,738 Sq Ft

    4222 98th St, Pleasant Prairie, WI 53158

    Thoughtfully designed with timeless finishes and today's most desired modern luxuries, this exceptional executive home in Meadowdale Subdivision offers 5 bedrooms, 4.5 baths, and beautifully crafted living space throughout. The chef's kitchen features an oversized gathering island, secondary entertaining island, quartz countertops, custom cabinetry, premium appliances, and elevated finishes.

    Michael Fisher Welcome Home Real Estate Group, LLC

    4222 98th St, Pleasant Prairie, WI 53158
  • /25

    $537,990

    New Construction $5K PRICE INCREASE
    • 3 Beds
    • 2 Baths
    • 1,866 Sq Ft

    Siena II Plan at Highland Estates, Pleasant Prairie, WI 53158

    Set among a single-level design, this home features a spacious foyer that leads directly into the family room, dining room and kitchen at the back of the residence. Three bedrooms offer plenty of space for small and growing families. The generous owner’s suite is host to a walk-in closet and an en-suite bathroom.

    Lennar Builder
    5315 94th St Unit 40753939, Pleasant Prairie, WI 53158
  • /24

    $529,990

    New Construction $5K PRICE INCREASE
    • 3 Beds
    • 2 Baths
    • 1,723 Sq Ft

    Rutherford II Plan at Highland Estates, Pleasant Prairie, WI 53158

    This new home offers a low-maintenance design contained to a convenient single level. An open-concept floorplan combines the kitchen, living and dining areas with access to a patio for seamless entertaining and multitasking. Two secondary bedrooms share a private hallway near the entry, and the luxurious owner’s suite is tucked into a private rear corner with a spa-inspired bathroom and walk-in

    Lennar Builder
    5315 94th St Unit 40753949, Pleasant Prairie, WI 53158
  • /21

    $546,810

    New Construction
    • 3 Beds
    • 2 Baths
    • 2,074 Sq Ft

    9435 53rd Ave, Pleasant Prairie, WI 53158

    The first level of this two-story home is host to communal spaces, including a flex space off the foyer and an open floorplan shared among the family room, dining room and kitchen. A loft and three bedrooms can be found upstairs, two of which feature walk-in closets.

    Lennar Builder
    9435 53rd Ave, Pleasant Prairie, WI 53158
  • /20

    $142,900

    • 3 Beds
    • 2 Baths
    • 1,460 Sq Ft

    7801 88th Ave Unit 1, Pleasant Prairie, WI 53158

    Welcome to Westwood Estates, an all age active and vibrant community, where you can find yourself in your dream home. We have a stunning, brand new, 2025 3 bed, 2 bath home for sale featuring 1460 sq ft of beautifully designed living space. Located in Pleasant Prairie, this property offers the perfect blend of modern amenities and timeless charm. Step inside to find an open-concept floor plan,

    Amanda Zambrano_Gomez Westwood Estates

    7801 88th Ave Unit 1, Pleasant Prairie, WI 53158
  • /9

    $214,900

    • Land
    • 16,552 Sq Ft
    • $565,526 per Acre

    Lt108 Highland Place, Pleasant Prairie, WI 53158

    Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 108 is a generously sized corner homesite offering 16,492 square feet with spacious viewsperfect for bringing your dream home to life. Phase 1 is officially underway, giving you the opportunity to bring your own builder or work with one of our trusted partners. Designed with lifestyle and

    Scott Gettleman Keller Williams North Shore West

    Lt108 Highland Place, Pleasant Prairie, WI 53158
  • /10

    $209,900

    Pending
    • Land
    • 15,246 Sq Ft
    • $599,714 per Acre

    Lt88 49th Ct, Pleasant Prairie, WI 53158

    Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 88 is a generously sized homesite offering 15,156 square feet and scenic views of the nearby retention pondan ideal setting to bring your vision to life. Phase 1 is officially underway, giving you the opportunity to bring your own builder or work with one of our trusted partners. Thoughtfully

    Scott Gettleman Keller Williams North Shore West

    Lt88 49th Ct, Pleasant Prairie, WI 53158
  • /10

    $214,900

    • Land
    • 16,117 Sq Ft
    • $580,811 per Acre

    Lt84 50th Ct, Pleasant Prairie, WI 53158

    Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 84 is a generously sized parcel offering 15,941 square feet with spacious views, ideally situated on a quiet cul-de-sacperfect for bringing your dream home to life. Phase 1 is oƯicially underway, giving you the opportunity to bring your own builder or work with one of our trusted partners.

    Scott Gettleman Keller Williams North Shore West

    Lt84 50th Ct, Pleasant Prairie, WI 53158
  • /10

    $209,900

    • Land
    • 14,810 Sq Ft
    • $617,353 per Acre

    Lt 97 49th Ct, Pleasant Prairie, WI 53158

    Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 97 is a generously sized homesite offering over 15,0719 square feet-an ideal setting to bring your vision to life. Phase 1 is officially underway, giving you the opportunity to bring your own builder or work with one of our trusted partners. Designed with lifestyle and livability in mind,

    Scott Gettleman Keller Williams North Shore West

    Lt 97 49th Ct, Pleasant Prairie, WI 53158
  • /57

    $995,000

    Under Contract
    • 5 Beds
    • 3 Baths
    • 3,808 Sq Ft

    9112 3rd Ave, Pleasant Prairie, WI 53158

    Tucked off a quiet road beside the protected Chiwaukee Prairie State Natural Preserve, this exceptional 5-bedroom, 3-bath home offers privacy, luxury, and natural beauty. Expansive windows immerse the home in it's remarkable natural landscape with Lake Michigan views along the horizon. The open layout features soaring ceilings, a chef's kitchen with Wolf and Sub-Zero appliances, and a seamless

    Anthony Olson Berkshire Hathaway Home Services Epic Real Estate

    9112 3rd Ave, Pleasant Prairie, WI 53158
  • /2

    $12,850,000

    $4M PRICE DROP Pending
    • Land
    • 128.5 Acres
    • $100,000 per Acre

    Lt0 88th Ave, Kenosha, WI 53158

    well located for future commercial/industrial development, very close to Foxconn, Microsoft etc.

    Robert Pitts Pitts Brothers & Associates, LLC

    Lt0 88th Ave, Kenosha, WI 53158
  • /52

    $515,000

    $10K PRICE DROP Under Contract
    • 4 Beds
    • 2.5 Baths
    • 2,398 Sq Ft

    12135 32nd Ave, Pleasant Prairie, WI 53158

    Impressive Southside home with stamped concrete leading up to a grand 2-story front entryway. The open floor plan is set up for easy living and entertaining. The kitchen has granite counters and tumbled marble backsplash, loads of cabinets, a large pantry, and a planning desk. Floor-to-ceiling river rock stone fireplace with custom mantel. All four bedrooms have vaulted ceilings and large

    Jason Gilliam Cove Realty, LLC

    12135 32nd Ave, Pleasant Prairie, WI 53158
  • /10

    $209,900

    • Land
    • 15,246 Sq Ft
    • $599,714 per Acre

    Lt98 49th Ct, Pleasant Prairie, WI 53158

    Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 98 is a generously sized homesite offering over 15,362 square feetan ideal setting to bring your vision to life. Phase 1 is officially underway, giving you the opportunity to bring your own builder or work with one of our trusted partners. Designed with lifestyle and livability in mind,

    Scott Gettleman Keller Williams North Shore West

    Lt98 49th Ct, Pleasant Prairie, WI 53158
  • /10

    $209,900

    • Land
    • 15,246 Sq Ft
    • $599,714 per Acre

    Lt81 50th Ct, Pleasant Prairie, WI 53158

    Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 81 is a generously sized parcel offering over 15,447 square feet with spacious views, ideally situated on a quiet cul-de-sacperfect for bringing your dreamhome to life. Phase 1 is officially underway, giving you the opportunity to bring your own builder or work with one of our trusted partners.

    Scott Gettleman Keller Williams North Shore West

    Lt81 50th Ct, Pleasant Prairie, WI 53158
  • /24

    $359,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,791 Sq Ft

    9284 66th Ave Unit 64, Pleasant Prairie, WI 53158

    Desirable Pleasant Prairie condo offering spacious, stylish living with fresh updates throughout! Crisp, clean, and move-in ready, this beautifully maintained home features an open-concept layout, freshly painted interiors, brand-new carpet, updated flooring, quartz countertops, stainless steel appliances, and a cozy fireplace perfect for relaxing evenings at home. Generously sized bedrooms and

    Tiffany Harding Berkshire Hathaway Home Services Epic Real Estate

    9284 66th Ave Unit 64, Pleasant Prairie, WI 53158
  • /5

    $109,900

    $9K PRICE DROP
    • Land
    • 15,246 Sq Ft
    • $314,000 per Acre

    6206 63rd Ave, Kenosha, WI 53142

    Generous sized vacant lot ready for your house plans. In area of nice homes. Municipal sewer & water available. Old Elm office-condo complex abuts to North of property. Sold as is with garage on the land.

    Peggy Kormylo Coldwell Banker Real Estate One

    6206 63rd Ave, Kenosha, WI 53142
  • /10

    $209,900

    • Land
    • 15,246 Sq Ft
    • $599,714 per Acre

    Lt 91 49th Ct, Pleasant Prairie, WI 53158

    Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 91 is a generously sized homesite offering 15,100 square feet-an ideal setting to bring your vision to life. Phase 1 is officially underway, giving you the opportunity to bring your own builder or work with one of our trusted partners. Designed with lifestyle and livability in mind, Highland

    Scott Gettleman Keller Williams North Shore West

    Lt 91 49th Ct, Pleasant Prairie, WI 53158
  • /2

    $209,900

    • Land
    • 15,246 Sq Ft
    • $599,714 per Acre

    Lt100 49th Ct, Pleasant Prairie, WI 53158

    Highland Estates offers the perfect blend of everyday convenience and peaceful neighborhood charm in beautiful Pleasant Prairie. Ideally located just 2 miles from the WI-IL border and approx. 3.5 miles from I-94, the community provides easy access to both Milwaukee and Chicago. Residents enjoy proximity to the RecPlex, Pleasant Prairie Premium Outlets, Lake Michigan, parks, trails, dining, and

    Nicole Clark Korndoerfer Homes LLC

    Lt100 49th Ct, Pleasant Prairie, WI 53158
  • /9

    $223,900

    • Land
    • 14,810 Sq Ft
    • $658,529 per Acre

    Lt90 49th Ct, Pleasant Prairie, WI 53158

    Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 90 is a generously sized homesite offering over 15,001 square feetan ideal setting to bring your vision to life. Phase 1 is officially underway, giving you the opportunity to bring your own builder or work with one of our trusted partners. Designed with lifestyle and livability in mind,

    Scott Gettleman Keller Williams North Shore West

    Lt90 49th Ct, Pleasant Prairie, WI 53158
  • /40

    $679,900

    $18K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,121 Sq Ft

    11920 45th Ave, Pleasant Prairie, WI 53158

    Nestled on 1.13 acres of wooded privacy, this spacious 4-bedroom, 3.5-bath home offers over 4000 sq. ft. of living space in a secluded cul-de-sac setting. Enjoy year-round relaxation with a heated 28' x 16' indoor pool and fireplace. Features include two family rooms and cathedral ceilings. The large, open kitchen provides plenty of workspace and storage, while generous room sizes throughout

    AJ Swartz Berkshire Hathaway Home Services Epic Real Estate

    11920 45th Ave, Pleasant Prairie, WI 53158
  • /2

    $844,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 2,519 Sq Ft

    4979 113th St, Pleasant Prairie, WI 53158

    Stunning Danbury ranch featuring 10' ceilings and a box-up ceiling with crown molding in the great room and kitchen, plus a 12' ceiling in the foyer and office. The designer kitchen offers GE stainless steel appliances, quartz countertops, built-in-look refrigerator, chimney hood, and walk-in pantry. Bright sunroom off main living and office with glass double doors. Laundry with cabinet and

    Nicole Clark Korndoerfer Homes LLC

    4979 113th St, Pleasant Prairie, WI 53158
  • /7

    $209,900

    • Land
    • 14,810 Sq Ft
    • $617,353 per Acre

    Lt 92 49th Ct, Pleasant Prairie, WI 53158

    Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 92 is a generously sized homesite offering 15,013 square feet with spacious views, ideally situated on a quiet cul-de-sac-perfect for bringing your dream home to life. Phase 1 is officially underway, giving you the opportunity to bring your own builder or work with one of our trusted partners.

    Scott Gettleman Keller Williams North Shore West

    Lt 92 49th Ct, Pleasant Prairie, WI 53158
  • /10

    $514,900

    New Construction
    • 2 Beds
    • 2 Baths
    • 2,026 Sq Ft

    8555 81st Place, Pleasant Prairie, WI 53158

    This is a twin home- for sale is one side of the home. Estimated completion end of September 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

    Laura Woltersdorf Keller Williams Thrive-Kenosha

    8555 81st Place, Pleasant Prairie, WI 53158
  • /2

    $1,454,904

    $3M PRICE DROP
    • Land
    • 3.34 Acres
    • $435,600 per Acre

    Lt0 Corporate Dr & 120th Ave, Pleasant Prairie, WI 53158

    Sewer and water are available. zoned B-6 Prime development opportunity located by the Premium Outlets. Parcel is 3.34 acres between Corporate Drive & 120th Avenue. There is a Fairfield Inn & Suites under construction adjacent to the north of the property. Asking price of $10 per square foot. Seller will consider dividing

    Robert Pitts Pitts Brothers & Associates, LLC

    Lt0 Corporate Dr & 120th Ave, Pleasant Prairie, WI 53158
  • /32

    $575,000

    Under Contract
    • 4 Beds
    • 3 Baths
    • 2,400 Sq Ft

    4753 S Cottage Ln, Pleasant Prairie, WI 53158

    Tired of yard work and exterior maintenance? This is the one. Spacious 4-bed, 3-bath townhome-style condo in Pleasant Prairie gives you the space of a house with zero exterior upkeep -- HOA handles it all. The open main level wows with vaulted ceilings, hardwood floors, and a kitchen built for gathering -- oversized island, stainless appliances. Main-floor primary suite with dual shower heads.

    Chad Scott Epique Realty

    4753 S Cottage Ln, Pleasant Prairie, WI 53158
  • /12

    $174,990

    $6K PRICE INCREASE
    • Land
    • 13,503 Sq Ft
    • $564,484 per Acre

    Lt32 Cedar Ridge Ct, Pleasant Prairie, WI 53158

    Located in the heart of Pleasant Prairie, Cedar Ridge offers a serene and welcoming environment with a perfect blend of nature and convenience. This picturesque neighborhood features spacious, fully improved lots with municipal water and sewer services. The community is surrounded by green spaces and offers easy access to local amenities, including nearby shopping, dining, and recreational

    Kim Maksimik Korndoerfer Homes LLC

    Lt32 Cedar Ridge Ct, Pleasant Prairie, WI 53158
  • /10

    $209,900

    • Land
    • 14,810 Sq Ft
    • $617,353 per Acre

    Lt 101 49th Ct, Pleasant Prairie, WI 53158

    Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 101 is a generously sized homesite offering over 15,030 square feet-an ideal setting to bring your vision to life. Phase 1 is officially underway, giving you the opportunity to bring your own builder or work with one of our trusted partners. Designed with lifestyle and livability in mind,

    Scott Gettleman Keller Williams North Shore West

    Lt 101 49th Ct, Pleasant Prairie, WI 53158
  • /33

    $569,900

    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft

    11533 8th Ave, Pleasant Prairie, WI 53158

    This spectacular new construction features 3 beds, 2 baths and is just waiting for your accepted offer. Drive and walk from driveway is included! The home offers an open floor plan, Granite counter tops throughout. Luxury Vinyl Flooring flows through the home with a warm carpet in the bedrooms. Primary bedroom is an ensuite with a walk-in closet. Pantry is 5x4 and laundry room is 9 x 5 First

    AJ Swartz Berkshire Hathaway Home Services Epic Real Estate

    11533 8th Ave, Pleasant Prairie, WI 53158
  • /76

    $749,900

    Under Contract
    • 5 Beds
    • 3.5 Baths
    • 4,200 Sq Ft

    9647 49th Ct, Pleasant Prairie, WI 53158

    Welcome home to this spacious 5 bedroom, custom built home with abundant living space and exceptional indoor-outdoor spaces. Enjoy the main floor office, dining room, primary bedroom suite. The open kitchen and living space open to a composite deck overlooking the the conservation land. Upper level includes a loft, 3 bedrooms and bath. The walk-out basement has recently been professionally and

    Melissa Treichel Cove Realty, LLC

    9647 49th Ct, Pleasant Prairie, WI 53158
  • /10

    $209,900

    • Land
    • 15,246 Sq Ft
    • $599,714 per Acre

    Lt95 49th Ct, Pleasant Prairie, WI 53158

    Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 95 is a generously sized homesite offering over 15,214 square feet with spacious views, ideally situated on a quiet cul-de-sacperfect for bringing your dream home to life. Phase 1 is officially underway, giving you the opportunity to bring your own builder or work with one of our trusted

    Scott Gettleman Keller Williams North Shore West

    Lt95 49th Ct, Pleasant Prairie, WI 53158
  • /15

    $519,900

    • 3 Beds
    • 2.5 Baths
    • 2,447 Sq Ft

    3501 109th St, Pleasant Prairie, WI 53158

    Location Location Location ONLY minutes by car to Wisc/Ill border. Manicured asphalt Kenosha County WALKING/BIKE TRAIL is a few steps away. You will love this Foxmoor Estates Beauty. This Impressive 3 Bedroom Contemporary 2 Story features a welcoming open entry way with oak floors and an open stair case. Recently remodeled Kitchen with maple cabinets and an island all with granite counter tops,

    Albert Locante Preferred Realty, LLC

    3501 109th St, Pleasant Prairie, WI 53158
  • /2

    $717,000

    • Land
    • 2.8 Acres
    • $256,071 per Acre

    Lt1 Prairie Ridge Blvd, Pleasant Prairie, WI 53158

    2.8 AC with high visibility from HWY 50. One of the last remaining parcels in the development. Commercial development opportunities.

    Karl McKillip Great Lakes Real Estate Svs

    Lt1 Prairie Ridge Blvd, Pleasant Prairie, WI 53158
  • /25

    $355,000

    $13K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,420 Sq Ft

    12450 39th Ave, Pleasant Prairie, WI 53158

    Buyer got cold feet before inspection! Welcome to 12450 39th Ave, a move-in ready 3 bed, 2 bath ranch offering 1,420 sq ft of single level living on a beautifully maintained .26 acre lot! Enjoy generous room sizes, beautiful natural light, and fresh paint throughout the home. Major updates include new siding, new windows, and a new washer. The stunning sunroom is the perfect retreat, while the

    Taylor O’Neill Real Broker LLC

    12450 39th Ave, Pleasant Prairie, WI 53158
  • /44

    $635,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 2,560 Sq Ft

    8710 Lakeshore Dr, Pleasant Prairie, WI 53158

    Experience the serenity of a lake community from the comfort of this meticulously maintained residence, just across the street from Lake Michigan. This home balances luxury and value, with a grand circular driveway and beautiful landscaping, creating a park-like oasis. The property boasts an extensive list of updates (attached). This is a rare opportunity to join a vibrant lake community in a

    Julie Balch Shorewest Realtors, Inc.

    8710 Lakeshore Dr, Pleasant Prairie, WI 53158
  • /52

    $700,000

    • 4 Beds
    • 2 Baths
    • 1,750 Sq Ft

    9461 River Rd, Pleasant Prairie, WI 53158

    If you've been dreaming of a life with more room to breathe, this is the one. Tucked away near the end of a quiet dead-end road, this 4-bedroom, 2-bath home sits on 12 acres of pristine land, offering the perfect canvas for your plans. Inside, the craftsmanship is the immediate star of the show. The kitchen is a warm, inviting space anchored by rich Hickory floors and cabinetry, perfectly

    Linnea Marsh Compass RE WI-Tosa

    9461 River Rd, Pleasant Prairie, WI 53158
  • /19

    $114,000

    • 3 Beds
    • 2 Baths
    • 1,141 Sq Ft

    7801 88th Ave Unit 72, Pleasant Prairie, WI 53158

    Welcome to Westwood Estates, an all age active and vibrant community, where you can find yourself in your dream home. We have a stunning, brand new, 2025 3 bed, 2 bath home for sale featuring 1141 sq ft of beautifully designed living space. Located in Pleasant Prairie, this property offers the perfect blend of modern amenities and timeless charm. Step inside to find an open-concept floor plan,

    Amanda Zambrano_Gomez Westwood Estates

    7801 88th Ave Unit 72, Pleasant Prairie, WI 53158
  • /8

    $209,900

    • Land
    • 14,810 Sq Ft
    • $617,353 per Acre

    Lt97 49th Ct, Pleasant Prairie, WI 53158

    Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 97 is a generously sized homesite offering over 15,0719 square feetan ideal setting to bring your vision to life. Phase 1 is officially underway, giving you the opportunity to bring your own builder or work with one of our trusted partners. Designed with lifestyle and livability in mind,

    Scott Gettleman Keller Williams North Shore West

    Lt97 49th Ct, Pleasant Prairie, WI 53158
  • /20

    $538,215

    New Construction Pending
    • 4 Beds
    • 2.5 Baths
    • 2,052 Sq Ft

    5345 94th St, Pleasant Prairie, WI 53158

    HOMESITE # 0035 The Meadowlark is a two-story home featuring a main-floor flex area, 2 baths, and a convenient second-floor laundry room. The open-concept main floor flows into a designer kitchen with quartz countertops, a large island, and stainless appliances. High-end finishes include luxury vinyl plank flooring, energy-efficient LED lighting, and stylish decorative railings that add modern

    Mark Zatz Homesmart Connect LLC

    5345 94th St, Pleasant Prairie, WI 53158

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