4,131

Osceola, WI Homes

Section Image
    • /2

      Est $324,470

      Not Listed For Sale

      406 Delmar Ave, Osceola, WI 54020

      • 4 Beds
      • 2 Baths
      • 1,689 Sq Ft
      • Built 1998
      406 Delmar Ave, Osceola, WI 54020

  • /60

    $410,000

    $15K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 1,762 Sq Ft

    601 3rd Ave E, Osceola, WI 54020

    Cherished by the same family for four generations, this beloved home is rich in history, tradition, and treasured memories. Situated on a rare .83-acre double lot in the heart of Osceola, properties like this seldom become available. Step inside to a welcoming foyer that opens to the dining room, creating an inviting atmosphere for gatherings and celebrations. The spacious kitchen features a

    Tony Johnson Edina Realty, Corp. - St Croix Falls

    601 3rd Ave E, Osceola, WI 54020
  • /3

    $296,900

    Sold Sep 19, 2025

    340 Mill St, Osceola, WI 54020

    • 2 Beds
    • 1.5 Baths
    • 1,185 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Above List Price
    • $251/SF
    • 12 Days On Market

    Current Estimated Value $354,011

    Last Listing Agent Candice Mueller RE/MAX Synergy/Osceola

    340 Mill St, Osceola, WI 54020
    • /11

      Est $238,000

      Not Listed For Sale

      834 Oak Ct, Osceola, WI 54020

      • 2 Beds
      • 2 Baths
      • 1,240 Sq Ft
      • Built 1992
      834 Oak Ct, Osceola, WI 54020

      Last Sold Summary

      • 40 Days On Market

  • /8

    $689,000

    • Land
    • 2.27 Acres
    • $303,524 per Acre

    298 Zindaus St, Osceola, WI 54020

    Fabulous commercial opportunity in Osceola! 2.27 acres with endless possibilities!

    Teri Kampmeyer Coldwell Banker Realty

    298 Zindaus St, Osceola, WI 54020
  • /2

    $439,000

    Sold Apr 09, 2026

    2146 84th Ave, Osceola, WI 54020

    • 4 Beds
    • 3 Baths
    • 2,800 Sq Ft
    • Built 2001

    Last Sold Summary

    • $157/SF
    • 131 Days On Market

    Current Estimated Value $483,445

    Last Listing Agent Mark Kovatch Coldwell Banker Realty

    2146 84th Ave, Osceola, WI 54020
    • /29

      Est $228,349

      Not Listed For Sale

      826 Oak Ct, Osceola, WI 54020

      • 2 Beds
      • 1.5 Baths
      • 1,160 Sq Ft
      • Built 1990
      826 Oak Ct, Osceola, WI 54020

      Last Sold Summary

      • 19 Days On Market

  • /11

    $89,900

    • Land
    • 2.13 Acres
    • $42,207 per Acre

    0 Helen Ln Unit 50298327, Osceola, WI 53010

    Build your dream home now or later, with your choice of builder. Choose the address now in the beautiful Oak Ridge Estates subdivision. Located in the desirable Kettle Moraine area close to several lakes & trails. Minutes away from 45 and 41 for easy travel. Minimal subdivision restrictions apply. A beautiful place to call your own! Perk tests included.

    Sarah Voss Adashun Jones, Inc.

    0 Helen Ln Unit 50298327, Osceola, WI 53010
  • /43

    $318,000

    Sold Oct 20, 2025

    912 Maple Dr, Osceola, WI 54020

    • 3 Beds
    • 2 Baths
    • 2,210 Sq Ft
    • Built 1977

    Last Sold Summary

    • $144/SF
    • 12 Days On Market

    Current Estimated Value $360,276

    Last Listing Agent Ryan Berner Realty Executives Top Results

    912 Maple Dr, Osceola, WI 54020
    • /22

      Est $265,877

      Not Listed For Sale

      506 Saratoga Ave, Osceola, WI 54020

      • 3 Beds
      • 1 Bath
      • 960 Sq Ft
      • Built 1986
      506 Saratoga Ave, Osceola, WI 54020

      Last Sold Summary

      • 11 Days On Market

  • /11

    $89,900

    • Land
    • 2.13 Acres
    • $42,207 per Acre

    0 Helen Ln Unit 50298328, Osceola, WI 53010

    Build your dream home now or later, with your choice of builder. Choose the address now in the beautiful Oak Ridge Estates subdivision. Located in the desirable Kettle Moraine area close to several lakes & trails. Minutes away from 45 and 41 for easy travel. Minimal subdivision restrictions apply. A beautiful place to call your own! Perk tests included.

    Sarah Voss Adashun Jones, Inc.

    0 Helen Ln Unit 50298328, Osceola, WI 53010
  • /20

    $379,000

    Sold Aug 28, 2025

    881 217th St, Osceola, WI 54020

    • 3 Beds
    • 3 Baths
    • 1,908 Sq Ft
    • Built 2001

    Last Sold Summary

    • $199/SF
    • 19 Days On Market

    Current Estimated Value $381,492

    Last Listing Agent Michelle Austad 715 Real Estate

    881 217th St, Osceola, WI 54020
    • /2

      Est $347,830

      Not Listed For Sale

      922 Circle Ct, Osceola, WI 54020

      • 3 Beds
      • 2 Baths
      • 2,089 Sq Ft
      • Built 1989
      922 Circle Ct, Osceola, WI 54020

  • /11

    $84,900

    • Land
    • 1.92 Acres
    • $44,219 per Acre

    Lt4 Helen Ln, Osceola, WI 53010

    Build your dream home now or later, with your choice of builder. Choose the address now in the beautiful Oak Ridge Estates subdivision. Located in the desirable Kettle Moraine area close to several lakes & trails. Minutes away from 45 and 41 for easy travel. Minimal subdivision restrictions apply. A beautiful place to call your own! Perk tests included.

    Sarah Voss Adashun Jones Real Estate

    Lt4 Helen Ln, Osceola, WI 53010
  • /32

    $312,000

    Sold Aug 14, 2025

    2293 57th Ave, Osceola, WI 54020

    • 1 Bed
    • 1.5 Baths
    • 576 Sq Ft
    • Built 2019

    Last Sold Summary

    • $542/SF
    • 19 Days On Market

    Current Estimated Value $312,600

    Last Listing Agent Mara Bowman Coldwell Banker Realty

    2293 57th Ave, Osceola, WI 54020
    • /33

      Est $352,647

      Not Listed For Sale

      912 Martys Way, Osceola, WI 54020

      • 5 Beds
      • 1.5 Baths
      • 2,000 Sq Ft
      • Built 1937
      912 Martys Way, Osceola, WI 54020

      Last Sold Summary

      • 76 Days On Market

  • /40

    $395,000

    • 4 Beds
    • 2 Baths
    • 1,547 Sq Ft

    2362 84th Ave, Osceola, WI 54020

    Experience the perfect blend of quality craftsmanship, efficiency, and scenic beauty in this 4-bedroom, 2-bathroom home built in 2018. Set on 1.2 acres with incredible views, this property has been thoughtfully designed inside and out. The kitchen features custom cabinetry that serves as the centerpiece of the home, complemented by high-quality doors and tasteful updates throughout. An

    Joshua Leonhardt Coldwell Banker Realty

    2362 84th Ave, Osceola, WI 54020
  • /35

    $260,000

    Sold Apr 10, 2026

    890 Maple Dr, Osceola, WI 54020

    • 4 Beds
    • 2.5 Baths
    • 2,852 Sq Ft
    • Built 1982

    Last Sold Summary

    • 12% Below List Price
    • $91/SF
    • 72 Days On Market

    Current Estimated Value $305,660

    Last Listing Agent Jean Lundgren Keller Williams Integrity WI/MN

    890 Maple Dr, Osceola, WI 54020
    • /9

      Est $298,709

      Not Listed For Sale

      909 Martys Way, Osceola, WI 54020

      • 2 Beds
      • 1 Bath
      • 1,092 Sq Ft
      • Built 1993
      909 Martys Way, Osceola, WI 54020

      Last Sold Summary

      • 2 Days On Market

  • /10

    $84,900

    • Land
    • 1.92 Acres
    • $44,219 per Acre

    Lt1 Helen Ln, Osceola, WI 53010

    Build your dream home now or later, with your choice of builder. Choose the address now in the beautiful Oak Ridge Estates subdivision. Located in the desirable Kettle Moraine area close to several lakes & trails. Minutes away from 45 and 41 for easy travel. Minimal subdivision restrictions apply. A beautiful place to call your own! Perk tests included.

    Sarah Voss Adashun Jones Real Estate

    Lt1 Helen Ln, Osceola, WI 53010
  • /54

    $580,000

    Sold Mar 25, 2026

    48 279th St, Osceola, WI 54020

    • 3 Beds
    • 2.5 Baths
    • 2,956 Sq Ft
    • Built 2006

    Last Sold Summary

    • 5% Above List Price
    • $196/SF
    • 10 Days On Market

    Current Estimated Value $729,908

    Last Listing Agent Michael Germain RE/MAX Team 1 Realty

    48 279th St, Osceola, WI 54020
    • /35

      Est $304,134

      Not Listed For Sale

      893 Maple Dr, Osceola, WI 54020

      • 3 Beds
      • 2 Baths
      • 1,344 Sq Ft
      • Built 1985
      893 Maple Dr, Osceola, WI 54020

      Last Sold Summary

      • 48 Days On Market

  • /19

    $195,000

    $15K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 2,085 Sq Ft

    620 Seminole Ave, Osceola, WI 54020

    Opportunity knocks! This spacious home sits on nearly an acre lot next to the local airport, offering a unique sense of privacy and open space that’s hard to find in town. Inside, you’ll find great potential featuring a large family room with a cozy gas fireplace, some original hardwood floors, as well as main floor laundry & flex room perfect for an office or hobby space. The tuck under 2-car

    Melissa Jones Century 21 Affiliated

    620 Seminole Ave, Osceola, WI 54020
  • Lt12 Red Oak Dr, Osceola, WI 53010

    $58,000

    Sold Mar 06, 2026

    Lt12 Red Oak Dr, Osceola, WI 53010

    • Land
    • 1.14 Acres
    • $50,877 per Acre

    Last Sold Summary

    • 2% Below List Price
    • 27 Days On Market

    Last Listing Agent Elizabeth Augustyn Birchwood Properties LLC

    Lt12 Red Oak Dr, Osceola, WI 53010
    • /16

      Est $309,821

      Not Listed For Sale

      897 Maple Dr, Osceola, WI 54020

      • 2 Beds
      • 2 Baths
      • 1,631 Sq Ft
      • Built 1980
      897 Maple Dr, Osceola, WI 54020

      Last Sold Summary

      • 25 Days On Market

  • /15

    $84,900

    • Land
    • 2.37 Acres
    • $35,823 per Acre

    TBD 53rd, Osceola, WI 54020

    Build your forever home on this beautiful 2.37-acre wooded lot just minutes from Osceola! Nestled in a quiet, established subdivision, this property offers the perfect blend of privacy and convenience. Mature trees, rolling terrain, and a peaceful setting create an ideal backdrop for your dream home. Part of the property has recently been brush-cleared with updated pictures of that coming soon,

    Chelsea Kruse Saphire Realty

    TBD 53rd, Osceola, WI 54020
  • /82

    $425,000

    Sold Sep 12, 2025

    106 Prairie Grass Dr, Osceola, WI 54020

    • 4 Beds
    • 3 Baths
    • 2,776 Sq Ft
    • Built 2014

    Last Sold Summary

    • $153/SF
    • 20 Days On Market

    Current Estimated Value $499,273

    Last Listing Agent Joshua Leonhardt Coldwell Banker Realty

    106 Prairie Grass Dr, Osceola, WI 54020
    • /20

      Est $305,329

      Not Listed For Sale

      609 N Cascade St, Osceola, WI 54020

      • 3 Beds
      • 2 Baths
      • 1,944 Sq Ft
      • Built 1900
      609 N Cascade St, Osceola, WI 54020

      Last Sold Summary

      • 38 Days On Market

  • /26

    $424,000

    • 4 Beds
    • 3 Baths
    • 2,275 Sq Ft

    2373 30th Ave, Osceola, WI 54020

    Welcome to this 2023-built home, perfectly situated on a little over 2 acres in the scenic Osceola countryside. This thoughtfully designed 4-bedroom, 3-bath residence offers the ideal blend of modern craftsmanship and peaceful rural living. Step inside the open-concept layout with quality finishes throughout, designed for both everyday comfort and effortless entertaining. The spacious kitchen

    Chelsea Kruse Saphire Realty

    2373 30th Ave, Osceola, WI 54020
  • /2

    $305,000

    Sold May 29, 2026

    290 Spring St, Osceola, WI 54020

    • 2 Beds
    • 2 Baths
    • 1,185 Sq Ft
    • Built 2026

    Last Sold Summary

    • $257/SF
    • 148 Days On Market

    Current Estimated Value $314,229

    Last Listing Agent Candice Mueller RE/MAX Synergy

    290 Spring St, Osceola, WI 54020
    • /28

      Est $292,757

      Not Listed For Sale

      611 N Cascade St, Osceola, WI 54020

      • 3 Beds
      • 2 Baths
      • 1,839 Sq Ft
      • Built 1880
      611 N Cascade St, Osceola, WI 54020

      Last Sold Summary

      • 33 Days On Market

  • /72

    $610,000

    • 4 Beds
    • 2.5 Baths
    • 3,000 Sq Ft

    2833 50th Ave, Osceola, WI 54020

    Forget cookie-cutter, this one-of-a-kind custom home is unlike anything you've seen. Crafted by a skilled woodworker, it showcases stunning tiger maple trim, cherry wood, cedar posts, Douglas fir doors, and warm cork floors throughout. Nestled on 4.5 wooded acres on a quiet dead-end road near the St. Croix River, this peaceful retreat offers vaulted ceilings, main level laundry, a loft and office

    Jenn Rosenow Edina Realty, Inc.

    2833 50th Ave, Osceola, WI 54020
  • /30

    $389,900

    Sold Aug 13, 2025

    559 Wisconsin 35, Osceola, WI 54020

    • 4 Beds
    • 1 Bath
    • 1,872 Sq Ft
    • Built 1975

    Last Sold Summary

    • $208/SF
    • 50 Days On Market

    Current Estimated Value $383,015

    Last Listing Agent Melissa Jones Century 21 Affiliated

    559 Wisconsin 35, Osceola, WI 54020
    • /27

      Est $263,460

      Not Listed For Sale

      406 3rd Ave E, Osceola, WI 54020

      • 3 Beds
      • 1.5 Baths
      • 1,498 Sq Ft
      • Built 1916
      406 3rd Ave E, Osceola, WI 54020

      Last Sold Summary

      • 82 Days On Market

  • /10

    $84,900

    • Land
    • 1.92 Acres
    • $44,219 per Acre

    0 Helen Ln Unit 50298322, Osceola, WI 53010

    Build your dream home now or later, with your choice of builder. Choose the address now in the beautiful Oak Ridge Estates subdivision. Located in the desirable Kettle Moraine area close to several lakes & trails. Minutes away from 45 and 41 for easy travel. Minimal subdivision restrictions apply. A beautiful place to call your own! Perk tests included.

    Sarah Voss Adashun Jones, Inc.

    0 Helen Ln Unit 50298322, Osceola, WI 53010
  • /2

    $30,000

    Sold Jun 12, 2026

    301 Ladd Ln, Osceola, WI 54020

    • Land
    • 4,356 Sq Ft
    • $300,000 per Acre

    Last Sold Summary

    • 0 Days On Market

    Current Estimated Value $251,333

    Last Listing Agent Michael Muske RE/MAX Synergy

    301 Ladd Ln, Osceola, WI 54020
    • /2

      Est $289,446

      Not Listed For Sale

      601 Seminole Ave, Osceola, WI 54020

      • 4 Beds
      • 2 Baths
      • 2,021 Sq Ft
      • Built 1975
      601 Seminole Ave, Osceola, WI 54020

  • /35

    $239,900

    Coming Soon
    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft

    918 Geiger St, Osceola, WI 54020

    Move-in ready and offering the convenience of one-level living, this beautifully updated 3-bedroom, 1-bath home is ideally located adjacent to Osceola schools and within walking distance to downtown. The bright interior features an updated kitchen with refreshed cabinetry, newer flooring, a remodeled bathroom, and a spacious sunroom perfect for relaxing year-round. Large front windows fill the

    Miranda Gray RE/MAX Synergy

    918 Geiger St, Osceola, WI 54020
  • /33

    $333,000

    Sold Sep 26, 2025

    618 Nokomis Dr, Osceola, WI 54020

    • 3 Beds
    • 2.5 Baths
    • 1,500 Sq Ft
    • Built 1988

    Last Sold Summary

    • 5% Below List Price
    • $222/SF
    • 5 Days On Market

    Current Estimated Value $348,057

    Last Listing Agent Cory Vanover Keller Williams Realty Diversified

    618 Nokomis Dr, Osceola, WI 54020
    • /2

      Est $371,664

      Not Listed For Sale

      638 3rd Ave E, Osceola, WI 54020

      • 3 Beds
      • 2 Baths
      • 3,152 Sq Ft
      • Built 1967
      638 3rd Ave E, Osceola, WI 54020

Showing Results 41 - 80, Page 2 of 18

How to Buy a Home How to Finance a Home How to Sell a Home