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Homes for Sale in 53590

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  • /71

    $899,900

    • 4 Beds
    • 3 Baths
    • 3,921 Sq Ft

    6784 Tartan Trail, Sun Prairie, WI 53590

    Welcome to your new luxury retreat on 1.39 acres in Bristol. This 4-bed, 3-bath home blends high-end comfort with everyday function. Enjoy a spacious main level with cathedral ceilings, beautiful kitchen, laundry room, and primary suite with private deck and large walk-in closet. The expansive deck overlooks a stunning, built-in spa oasis featuring stamped & dyed concrete, custom fire pit, and

    Agent Photo

    Mikayla M Elliott

    First Weber Inc

    (608) 807-5128

    6784 Tartan Trail, Sun Prairie, WI 53590
  • /38

    $185,000

    • 1 Bed
    • 1 Bath
    • 926 Sq Ft

    955 Liberty Blvd Unit 103, Sun Prairie, WI 53590

    Beautiful, comfortable, and wonderfully affordable first-floor 1-bedroom condo in Sun Prairie’s premier 55+ community. This thoughtfully designed home offers an open and accessible layout with brand-new vinyl flooring for smooth movement, a newly updated walk-in shower, and full-size in-unit laundry (new in '25). The kitchen features warm oak cabinetry and stainless appliances, and the living

    Agent Photo

    Matt Deadman

    Real Broker LLC

    (608) 599-5963

    955 Liberty Blvd Unit 103, Sun Prairie, WI 53590
  • /63

    $550,000

    • 4 Beds
    • 3 Baths
    • 1,976 Sq Ft

    3133 Pleasant St, Sun Prairie, WI 53590

    Back on market after being NEWLY remodeled & painted--CHECK IT OUT AGAIN!! Prime location--on bike path & a short walk to everything in Prairie Lakes (Costco!) With peaceful water & prairie views, enjoy watching the pond & take in the vistas of Northeast Park/playground thru huge picture windows on BOTH levels, not to mention looking over the amazing fenced backyard W/grapes, hops, fruit trees &

    Agent Photo

    Angi Ackard

    EXP Realty, LLC

    (608) 389-6584

    3133 Pleasant St, Sun Prairie, WI 53590
  • /19

    $81,900

    • Land
    • 0.69 Acre
    • $118,696 per Acre

    Lot 66 Drumlin Creek Ct, Columbus, WI 53925

    This serene subdivision offers 1/2 acre to 1 acre lots with rolling terrain for exposures. Columbus schools and low Town of Bristol taxes, 15 minutes to Madison, Deed restricted for exceptional homes. Bring your own builder.

    Agent Photo

    Kelly Bennett

    First Weber Inc

    (920) 409-4216

    Lot 66 Drumlin Creek Ct, Columbus, WI 53925
  • /58

    $499,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 3,170 Sq Ft

    816 Woodview Dr, Sun Prairie, WI 53590

    Spacious and well-designed, this home offers 3,170 finished sq ft with an abundance of living space—ideal for everyday living and entertaining. The open, functional layout provides multiple areas to gather and relax. The 2-car garage includes a bonus storage area in the back, perfect for tools, hobbies, or extra gear. The partially finished basement adds even more versatility with additional

    Agent Photo

    Mikayla M Elliott

    First Weber Inc

    (608) 447-8663

    816 Woodview Dr, Sun Prairie, WI 53590
  • /33

    $220,000

    • 1 Bed
    • 1 Bath
    • 958 Sq Ft

    201 E Lane St Unit 106, Sun Prairie, WI 53590

    Welcome home to this inviting one-bedroom, one-bath main-level condo in Sun Prairie, WI. Thoughtfully designed for comfort and convenience, this unit features in-unit laundry, a cozy gas fireplace, underground parking, and a private walk-out patio—perfect for enjoying morning coffee or relaxing evenings. The open living and dining area offers a functional layout with easy access to the outdoors,

    Agent Photo

    Jenna Moe

    Relish Realty

    (608) 336-5627

    201 E Lane St Unit 106, Sun Prairie, WI 53590
  • /47

    $460,000

    • 3 Beds
    • 2.5 Baths
    • 2,620 Sq Ft

    1171 Carriage Dr, Sun Prairie, WI 53590

    Welcome home to this spacious 3-bedroom, 3-bath property that blends comfort, updates, and room to grow. The open main level showcases vaulted ceilings, a cozy gas fireplace, and a seamless kitchen-to-dining layout ideal for everyday living and entertaining. With four separate living areas, there’s plenty of space to relax, work from home, or host gatherings. Step outside to a generous backyard

    Agent Photo

    Matt Deadman

    Real Broker LLC

    (608) 830-0036

    1171 Carriage Dr, Sun Prairie, WI 53590
  • /5

    $95,000

    • Land
    • 0.16 Acre
    • $593,750 per Acre

    3126 Hope St, Sun Prairie, WI 53590

    Prime location is everything and this has it all! Only 15 minutes from the state capitol. Located on Sun Prairie's westside and walking distance to shopping, dining, exercise, schools, parks and so much more. This lot is one of the few that allow front loading garages rather then alley way. This lot is in beautiful Providence subdivision. Bring your blue print with your own builder or we can

    Agent Photo

    Fred Van Buren

    Real Broker LLC

    (608) 623-6615

    3126 Hope St, Sun Prairie, WI 53590
  • /25

    $849,900

    • 5 Beds
    • 4 Baths
    • 5,393 Sq Ft

    2026 Stonehaven Dr, Sun Prairie, WI 53590

    Nearly 6,000 square feet of thoughtfully designed living space in this expansive ranch style home built for comfort and everyday living. With five bedrooms and four bathrooms the layout offers both scale and flow, anchored by an oversized kitchen perfect for gathering. Natural light fills the home and highlights the beautiful four season sunroom ideal for morning coffee or hosting friends. The

    Agent Photo

    Sarah Gabrielse

    Devout Real Estate Group, LLC

    (608) 389-7754

    2026 Stonehaven Dr, Sun Prairie, WI 53590
  • /5

    $95,000

    • Land
    • 0.16 Acre
    • $593,750 per Acre

    3118 Hope St, Sun Prairie, WI 53590

    Prime location is everything and this has it all! Only 15 minutes from the state capitol. Located on Sun Prairie's westside and walking distance to shopping, dining, exercise, schools, parks and so much more. This lot is one of the few that allow front loading garages rather then alley way. This lot is in beautiful Providence subdivision. Bring your blue print with your own builder or we can

    Agent Photo

    Fred Van Buren

    Real Broker LLC

    (608) 546-9386

    3118 Hope St, Sun Prairie, WI 53590
  • /63

    $1,050,000 Open Sun 9AM - 11AM

    • 4 Beds
    • 3.5 Baths
    • 3,787 Sq Ft

    6854 Karolina Way, Sun Prairie, WI 53590

    Welcome to this stunning new custom-built home offering modern design and exceptional craftsmanship throughout. The open-concept main level features spacious living and dining areas, perfect for everyday living and entertaining. A beautiful covered porch extends your living space outdoors, ideal for relaxing or hosting guests. The light-filled, fully finished basement provides additional

    Agent Photo

    Kelley Muselman

    Realty Executives Cooper Spransy

    (608) 674-0451

    6854 Karolina Way, Sun Prairie, WI 53590
  • /42

    $450,000 Open Sat 10AM - 12PM

    • 4 Beds
    • 3 Baths
    • 2,291 Sq Ft

    2718 Hilltop Dr, Sun Prairie, WI 53590

    Spacious, bright and updated home with 4 bedrooms on over half an acre to call your own in the sought after Town of Bristol! The main level features an updated kitchen with hickory cabinets and SS appliances, dining area, and pantry. There's also a walkout to the recently resurfaced deck that overlooks the huge backyard. A large main level living area, full bath, and 3 sizeable bedrooms (incl.

    Jason Holtman RE/MAX Preferred

    2718 Hilltop Dr, Sun Prairie, WI 53590
  • /68

    $775,000

    • 4 Beds
    • 4.5 Baths
    • 4,028 Sq Ft

    3419 Whistling Wind Way, Sun Prairie, WI 53590

    Located in highly sought-after Migration Path Estates, this stunning 4BR 4.5BA custom home offers 4,028 sq ft of living space on a private, wooded 0.69-acre lot. All four bedrooms are conveniently located on the upper level, along with a laundry room featuring a brand new washer and dryer. The main floor includes a dedicated office and spacious living areas. The finished lower level offers a

    Anthony Hudzinski Wisco Real Estate Sales

    3419 Whistling Wind Way, Sun Prairie, WI 53590
  • /56

    $1,250,000 Open Sun 1PM - 3PM

    • 5 Beds
    • 3.5 Baths
    • 3,982 Sq Ft

    3327 Colton Way, Sun Prairie, WI 53590

    Timeless elegance abounds in this sprawling Parade ranch home. Vaulted cedar entry sets the tone for elevated craftsmanship throughout. Main level captivates w/ 11’ ceilings & expansive windows. Living room feat. gas fireplace w/ stone surround & built-ins. Enjoy chef’s kitchen w/ Cafe appliances, quartz counters, & walk-in pantry. Mudroom, laundry room & granite counter, and powder room make

    Brandon Buell Realty Executives Cooper Spransy

    3327 Colton Way, Sun Prairie, WI 53590
  • /62

    $865,000

    • 4 Beds
    • 3.5 Baths
    • 4,374 Sq Ft

    3403 Whistling Wind Way, Sun Prairie, WI 53590

    Nestled in the hills of Migration Path Estates, this 4-bedroom, 3.5-bath home gives you everything you need in a thoughtfully designed living space. Abundant oversized windows fill the home with natural light and showcase stunning panoramic views. The main level features a bright sunroom, a dedicated home office, and a spacious gourmet kitchen with an expansive island, walk-in pantry, and custom

    Ryan Oliversen Collective Real Estate Group

    3403 Whistling Wind Way, Sun Prairie, WI 53590
  • /24

    $599,900

    • 3 Beds
    • 2.5 Baths
    • 3,300 Sq Ft

    142 Dewey St, Sun Prairie, MN 53590

    Beautiful Victorian home with many updates: new windows (2025), HVAC (2023), garage TSR coating (2024), leaf filter (2020), sump pumps (2024), water heater (2020), chimney (2021). Extras include 2nd laundry available on main floor, basement hair salon, yard landscaped in 2023. Primary bedroom en suite bathroom provides comfort and convenience. Make this lovely house your home!

    Chuck Chvala Custom Real Estate LLC

    142 Dewey St, Sun Prairie, MN 53590
  • /60

    $674,900 Open Sat 2PM - 4PM

    • 4 Beds
    • 3.5 Baths
    • 2,744 Sq Ft

    1182 O'Keeffe Ave, Sun Prairie, WI 53590

    BETTER THAN NEW CONSTRUCTION! Skip the construction timelines with this stunning 2025-built ranch that feels brand new. The open layout is anchored by bright living room, creating an inviting atmosphere. Culinary enthusiasts will love the chef’s kitchen, featuring a functional breakfast bar and a walk-in pantry for effortless organization. The primary bedroom suite is complete with a private

    Matt Kornstedt Stark Company, REALTORS

    1182 O'Keeffe Ave, Sun Prairie, WI 53590
  • /2

    $679,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,722 Sq Ft

    1844 Waverly Way, Sun Prairie, WI 53590

    Move-in ready 4/10/26. This Hoffman II home features a thoughtfully designed, open-concept layout ideal for modern living. Offering 3 bedrooms, 2.5 baths, and a 2-car garage, this home showcases locally made, custom Auburn Ridge® cabinetry, doors, and trim crafted to last. The stylish kitchen includes a center island, quartz countertops, and quality finishes from trusted brands like Kohler®,

    Kyle Wachter Stark Company, REALTORS

    1844 Waverly Way, Sun Prairie, WI 53590
  • /3

    $750,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,357 Sq Ft

    1421 Stonehaven Dr, Sun Prairie, WI 53590

    Discover the difference of a new custom-built ranch home by Maverick Homes, where a true commitment to excellence and customer satisfaction sets them apart in the homebuilding industry. This stunning 1.5-story ranch showcases thoughtful design, quality craftsmanship, and the flexibility of semi-custom living, allowing your home to reflect your personal style and needs. The open-concept main level

    Cindy Ulsrud Realty Executives Cooper Spransy

    1421 Stonehaven Dr, Sun Prairie, WI 53590
  • /55

    $647,500

    • 4 Beds
    • 3.5 Baths
    • 3,612 Sq Ft

    2893 Hazelnut Trail, Sun Prairie, WI 53590

    4 bed, 3.5 bath in the popular Fox Point neighborhood of Sun Prairie! This contemporary two-story home features a large open concept living room flooded with natural light from the south-facing windows. The kitchen has granite counters, stainless appliances, tile backsplash, island with breakfast bar & generous pantry. Off the living room are french doors to a den/office. Also on the main level,

    Caleb Payne Madcityhomes.Com

    2893 Hazelnut Trail, Sun Prairie, WI 53590
  • /66

    $895,000 Open Sun 11AM - 1PM

    • 5 Beds
    • 3 Baths
    • 4,676 Sq Ft

    2945 Wyndwood Way, Sun Prairie, WI 53590

    Discover this spacious 5-bedroom, 3-bath ranch home nestled on a quiet cul-de-sac minutes north of Sun Prairie and the golf course. Beautifully maintained, it offers a bright, open layout featuring a kitchen with breakfast bar, dinette, and formal dining area—great for both everyday living and entertaining. Unwind in the sun-filled four-season room or step out onto the deck overlooking peaceful,

    Renee Crothers RE/MAX Preferred

    2945 Wyndwood Way, Sun Prairie, WI 53590
  • /79

    $794,900 Open Sun 11AM - 1PM

    • 4 Beds
    • 3 Baths
    • 3,167 Sq Ft

    3016 Midnight Sun Dr, Sun Prairie, WI 53590

    Showings begin January 30, 2026 Set on nearly one acre, this thoughtfully designed home offers a desirable split-bedroom floor plan and an open-concept layout ideal for everyday living and entertaining. The custom kitchen features a gas stove, walk-in pantry with built-in shelving, and a spacious dining area perfect for hosting. A bright four-seasons room invites year-round enjoyment, with a

    Jenny Hewitt Real Broker LLC

    3016 Midnight Sun Dr, Sun Prairie, WI 53590
  • /2

    $750,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,684 Sq Ft

    1358 Ranger Way, Sun Prairie, WI 53590

    This beautifully crafted new construction home showcases a striking mix of refreshing design and refined contemporary finishes. With 4 bedrooms and 2.5 baths, the open-concept floor plan offers an expansive layout perfect for both hosting and everyday living. Stylish details, crisp lines and warm textures create an inviting feel throughout the home. The gorgeous kitchen anchors the space with

    Candi Gaston Realty Executives Cooper Spransy

    1358 Ranger Way, Sun Prairie, WI 53590
  • /19

    $749,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,782 Sq Ft

    2117 Winding Stream Way, Sun Prairie, WI 53590

    Image is representative of home; colors may vary. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Veridian Homes Builder
    2117 Winding Stream Way, Sun Prairie, WI 53590
  • /68

    $662,600 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,781 Sq Ft

    The Jackson Plan at Smiths Crossing - Smith's Crossing McCoy Addition, Sun Prairie, WI 53590

    THERE’S NO DENYING IT, THE JACKSON MAKES A STATEMENT. Actually, it makes several. Its four bedrooms say there’s plenty of room for everyone. Its spacious owner’s suite acknowledges that there is time for peace and privacy. Its big basement understands that sometimes, kids just need to roughhouse with each other. And The Jackson’s biggest statement? It says “welcome home.” All prices, promotions

    Veridian Homes Builder
    1207 Crane Meadow Way Unit 36789011, Sun Prairie, WI 53590
  • 1854 Waverly Way, Sun Prairie, WI 53590

    $599,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,211 Sq Ft

    1854 Waverly Way, Sun Prairie, WI 53590

    Renderings are for illustrative purposes only. Final colors, finishes, and landscaping will differ. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Veridian Homes Builder
    1854 Waverly Way, Sun Prairie, WI 53590
  • 1759 Waverly Way, Sun Prairie, WI 53590

    $489,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,650 Sq Ft

    1759 Waverly Way, Sun Prairie, WI 53590

    Image is representative of home; colors may vary. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Veridian Homes Builder
    1759 Waverly Way, Sun Prairie, WI 53590
  • /13

    $1,000,000

    • Land
    • 0.49 Acre
    • $2,040,816 per Acre

    4595 County Highway Tt, Sun Prairie, WI 53590

    Commercial zoning w/ awesome location! (3 Parcel) Property assemblage available in the popular Town of Sun Prairie/Cottage Grove corridor. Investors: Take advantage of the opportunity to own this .5 acre lot (and two others) directly adjacent to the newly built Amazon Fulfillment Center in Sun Prairie/Cottage Grove corridor. Bring your business ideas to this property in the Sun Prairie school

    Maurice Taylor First Weber Inc

    4595 County Highway Tt, Sun Prairie, WI 53590
  • 2038 Leopold Way, Sun Prairie, WI 53590

    $479,900 New Construction

    • 2 Beds
    • 2 Baths
    • 1,536 Sq Ft

    2038 Leopold Way, Sun Prairie, WI 53590

    Renderings are for illustrative purposes only. Final colors, finishes, and landscaping will differ. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Veridian Homes Builder
    2038 Leopold Way, Sun Prairie, WI 53590
  • /21

    $249,000

    • Land
    • 0.62 Acre
    • $401,613 per Acre

    L23 Colton Way, Windsor, WI 53590

    Lot 23 Windsor Gardens. 2026 Parade of Homes site! Large country estate lots. Neighborhood features rolling country side views, basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!

    Kristin Lemke Wisconsin Real Estate Prof, LLC

    L23 Colton Way, Windsor, WI 53590
  • /7

    $990,000

    • Land
    • 26.35 Acres
    • $37,571 per Acre

    Lot 2 Twin Lane Rd, Sun Prairie, WI 53590

    Opportunity Knocks! This prime 26-acre parcel is ideally situated just off the Hwy 151 interchange and only minutes from Sun Prairie, offering the perfect blend of convenience and potential. Currently zoned agricultural, the land is buildable as a residential lot—but the true value lies in its commercial development potential. With over 1,300 feet of high-visibility frontage along Twin Lane Road

    Chris Ubert Rock Realty

    Lot 2 Twin Lane Rd, Sun Prairie, WI 53590
  • /4

    $466,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,650 Sq Ft

    The Emerald Plan at Smiths Crossing - Smith's Crossing McCoy Addition, Sun Prairie, WI 53590

    Ideal for gatherings, gadgets and relaxation. The Emerald offers smart features that cater to your every need. Congregate with family around the kitchen island, dock your devices at the Daily Station and re-charge yourself in its impressive Owner’s Suite. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Veridian Homes Builder
    1207 Crane Meadow Way Unit 36450354, Sun Prairie, WI 53590
  • /10

    $1,000,000

    • 3 Beds
    • 2 Baths
    • 1,708 Sq Ft

    4591 County Highway Tt, Sun Prairie, WI 53590

    Commercial Zoning w/ Awesome Location! (Three parcel) Property Assemblage Available in the popular Town of Sun Prairie/Cottage Grove corridor. INVESTORS: Take advantage of the opportunity to own this .5 acre lot (and two others) directly Adjacent to the Newly Built Amazon Fulfillment Center in the Sun Prairie/Cottage Grove corridor. Bring your business ideas to this property in the Sun Prairie

    Maurice Taylor First Weber Inc

    4591 County Highway Tt, Sun Prairie, WI 53590
  • 1798 Summerfield Way, Sun Prairie, WI 53590

    $559,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,052 Sq Ft

    1798 Summerfield Way, Sun Prairie, WI 53590

    Renderings are for illustrative purposes only. Final colors, finishes, and landscaping will differ. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Veridian Homes Builder
    1798 Summerfield Way, Sun Prairie, WI 53590
  • /35

    $539,500

    • 4 Beds
    • 2.5 Baths
    • 2,227 Sq Ft

    3124 Harmony St, Sun Prairie, WI 53590

    Bright, energy-efficient 4-bedroom, 2.5-bath home in Sun Prairie’s Providence sub division. Open-concept main level perfect for everyday living and entertaining, featuring a gas fireplace and first-floor office. Stylish kitchen includes upgraded appliances, walk-in pantry, and island. Expansive unfinished basement is stubbed for a future bathroom, offering potential for a guest suite, rec room,

    Evan Rees Berkshire Hathaway HomeServices Local Realty

    3124 Harmony St, Sun Prairie, WI 53590
  • /21

    $144,000

    • Land
    • 0.85 Acre
    • $169,412 per Acre

    2899 Bailey Rd, Sun Prairie, WI 53590

    This beautiful .85 acre lot offers sweeping views of open farm fields and a charming garden as you enter the gravel drive, with mature trees providing a natural buffer from the neighbor. Just 5 minutes from downtown Sun Prairie, 20 minutes to Madison, and 10 minutes to Costco, Target, Woodman's, and major shopping. With a completed perc test and full survey, it's fully ready for your dream home -

    Mike Coke EXP Realty, LLC

    2899 Bailey Rd, Sun Prairie, WI 53590
  • /9

    $950,000 New Construction

    • 6 Beds
    • 4 Baths
    • 4,970 Sq Ft

    2362 Lonnie Ct, Sun Prairie, WI 53590

    June 26 completion. Stunning new construction 6 Bd, 4 bth 2-story home with a walk-out lower level. Tucked away on a quiet cul-de-sac in sought-after Serenity Estates and overlooking mature greenspace, this nearly 5,000 sq ft residence offers the perfect blend of elegance, comfort, and functionality. The main level is designed for effortless entertaining, featuring soaring 10-foot ceilings, a

    Jo Ferraro EXP Realty, LLC

    2362 Lonnie Ct, Sun Prairie, WI 53590
  • /21

    $229,000

    • Land
    • 0.59 Acre
    • $388,136 per Acre

    L17 Kyla Brooke Ln, Sun Prairie, WI 53590

    Lot 17 Windsor Gardens. 2026 Parade of Homes site! Large country estate lots. Neighborhood features rolling country side views, basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!

    Kristin Lemke Wisconsin Real Estate Prof, LLC

    L17 Kyla Brooke Ln, Sun Prairie, WI 53590
  • /21

    $239,000

    • Land
    • 0.82 Acre
    • $291,463 per Acre

    L120 Blue Victoria Dr, Sun Prairie, WI 53590

    Lot 120 Windsor Gardens. 2025 Parade of Homes site! Large country estate lots. Neighborhood features rolling country side views, basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!

    Kristin Lemke Wisconsin Real Estate Prof, LLC

    L120 Blue Victoria Dr, Sun Prairie, WI 53590
  • /20

    $239,000

    • Land
    • 0.73 Acre
    • $327,397 per Acre

    L118 Naomi Trail, Sun Prairie, WI 53590

    Lot 118 Windsor Gardens. 2025 Parade of Homes site! Large country estate lots. Neighborhood features rolling country side views, basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!

    Kristin Lemke Wisconsin Real Estate Prof, LLC

    L118 Naomi Trail, Sun Prairie, WI 53590

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