4,131

Osceola, WI Homes

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  • /30

    $199,900

    $30K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,505 Sq Ft

    109 Hialeah St, Osceola, WI 54020

    Tucked away on a private lot, this 3-bedroom, 3-bathroom home offers a great opportunity for those looking to add their own touch and build equity. The main level features all three bedrooms conveniently located on one level, along with a functional layout designed for everyday living. Downstairs, the lower level offers a 3/4 bathroom and a finished room that could serve as a home office, guest

    Agent Photo

    Melissa Wiegele

    Coldwell Banker Realty

    109 Hialeah St, Osceola, WI 54020
  • /35

    Starting at $1,399 Per Month

    • 2 Beds

    303-318 South Ave, Osceola, WI 54020

    Cascade falls is nestled on the east bank of the St. Croix river in Osceola, Wisconsin. We are now offering completely renovated 2 bedroom units. The updates include wood-look flooring and carpet throughout each unit, appliances, and fixtures. Every unit includes a washer and dryer. We also provide garbage services including recycling and water/sewer. LOCATION: 307 South Ave #1 , Osceola,

    Cascade Falls

    303-318 South Ave, Osceola, WI 54020
  • /45

    $400,000

    Sold Apr 29, 2026

    438 280th St, Osceola, WI 54020

    • 4 Beds
    • 2 Baths
    • 1,899 Sq Ft
    • Built 1970

    Last Sold Summary

    • 4% Below List Price
    • $211/SF
    • 19 Days On Market

    Current Estimated Value $413,937

    Last Listing Agent Ryan Bretzel RE/MAX Results

    438 280th St, Osceola, WI 54020
    • /28

      Est $514,778

      Not Listed For Sale

      36 260th St, Osceola, WI 54020

      • 4 Beds
      • 1.5 Baths
      • 2,392 Sq Ft
      • Built 1980
      36 260th St, Osceola, WI 54020

      Last Sold Summary

      • 31 Days On Market

  • /2

    $45,000

    Pending
    • Land
    • 1.51 Acres
    • $29,801 per Acre

    TBD 83rd Ave, Osceola, WI 54020

    1.51 acre country lot.

    Agent Photo

    Jolene Kammerud

    Outdoors Realty

    TBD 83rd Ave, Osceola, WI 54020
  • /20

    $1,149

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 936 Sq Ft
    • Condo for Rent

    2390 94th Ave Unit 1 Prairie View, Osceola, WI 54020

    Very nice and well-maintained Townhome Style 2BR Apartment in beautiful Osceola, WI. Only 1 hour from Twin Cities! This pleasant 936 sq ft 2nd floor unit includes an Attached 1 Car Garage w/Opener, In-Unit Washer/Dryer, In-Unit Water Heater, A/C, Dishwasher, Microwave, Range, Refrigerator, Private Entrance. Carpeted flooring throughout and laminate in kitchen and there is a small balcony.

    2390 94th Ave Unit 1 Prairie View, Osceola, WI 54020
  • /27

    $285,000

    Sold Aug 18, 2025

    330 Staples Rd, Osceola, WI 54020

    • 3 Beds
    • 1 Bath
    • 1,989 Sq Ft
    • Built 2015

    Last Sold Summary

    • $143/SF
    • 3 Days On Market

    Current Estimated Value $337,043

    Last Listing Agent Carrie Tobin Kris Lindahl Real Estate

    330 Staples Rd, Osceola, WI 54020
    • /41

      Est $388,194

      Not Listed For Sale

      624 Kreekview Dr, Osceola, WI 54020

      • 2 Beds
      • 2 Baths
      • 1,587 Sq Ft
      • Built 2019
      624 Kreekview Dr, Osceola, WI 54020

      Last Sold Summary

      • 205 Days On Market

  • /22

    $189,000

    $11K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,352 Sq Ft

    310 235th St, Osceola, WI 54020

    Coming soon in East Farmington! Tucked away in a one-of-a-kind neighborhood in Osceola is this 3 bed 1 bath open concept home offers comfortable living with functional layout. recent updates include furnace and central air and insulated foundation in 2023. Attic also has blown insulation. Fiber optic internet available and 1 car heated attached garage add more value and convenience. Enjoy the

    Agent Photo

    Nicole Froehlich

    Compass Realty Group

    310 235th St, Osceola, WI 54020
  • /27

    $359,000

    Sold May 07, 2026

    2490 91st Ave, Osceola, WI 54020

    • 3 Beds
    • 2.5 Baths
    • 1,878 Sq Ft
    • Built 2002

    Last Sold Summary

    • $191/SF
    • 46 Days On Market

    Current Estimated Value $355,463

    Last Listing Agent Deborah Koch Compass Realty Group

    2490 91st Ave, Osceola, WI 54020
    • /34

      Est $338,576

      Not Listed For Sale

      622 Kreekview Dr, Osceola, WI 54020

      • 2 Beds
      • 2 Baths
      • 1,443 Sq Ft
      • Built 2018
      622 Kreekview Dr, Osceola, WI 54020

      Last Sold Summary

      • 56 Days On Market

  • /25

    $270,000

    Pending
    • 4 Beds
    • 2 Baths
    • 2,145 Sq Ft

    619 Seminole Ave, Osceola, WI 54020

    Nearly an acre in town — don't miss this one! This 4 bedroom, 2 bath home sits on a spacious lot lined with mature trees, giving you the privacy and outdoor space that's hard to find inside city limits. All four bedrooms are conveniently located upstairs, and a 3-season porch off the back gives you bonus living space to enjoy the outdoors well into fall. A full basement adds storage and potential.

    Lisa Mielke LPT Realty

    619 Seminole Ave, Osceola, WI 54020
  • /37

    $269,000

    Sold Oct 31, 2025

    412 8th Ave E, Osceola, WI 54020

    • 2 Beds
    • 1.5 Baths
    • 1,730 Sq Ft
    • Built 1960

    Last Sold Summary

    • $155/SF
    • 78 Days On Market

    Current Estimated Value $309,133

    Last Listing Agent Kelly Lundquist EXP Realty, LLC

    412 8th Ave E, Osceola, WI 54020
    • /17

      Est $335,949

      Not Listed For Sale

      321 Ladd Ln, Osceola, WI 54020

      • 3 Beds
      • 2 Baths
      • 1,972 Sq Ft
      • Built 2018
      321 Ladd Ln, Osceola, WI 54020

      Last Sold Summary

      • 85 Days On Market

  • /28

    $309,900

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

    370 Mill St, Osceola, WI 54020

    Charming and efficient 1-story home located in the desirable Gateway Meadows neighborhood in Osceola, WI! This well-designed 1,185 sq ft home features 2 bedrooms and 2 bathrooms with a bright, open-concept living area perfect for everyday living and entertaining. The kitchen offers a functional island, pantry, and modern finishes, seamlessly flowing into the living and dining spaces highlighted

    Todd Peterson WESTconsin Realty LLC

    370 Mill St, Osceola, WI 54020
  • /24

    $100,000

    Sold Jun 05, 2026

    Lot 2 Big Lake Dr, Osceola, WI 54020

    • Land
    • 3.02 Acres
    • $33,113 per Acre

    Last Sold Summary

    • 23% Below List Price
    • 65 Days On Market

    Last Listing Agent David Strassman Riverbend Realty Group, LLC

    Lot 2 Big Lake Dr, Osceola, WI 54020
    • /4

      Not Listed For Sale

      xxx 240th St, Osceola, WI 54020

      xxx 240th St, Osceola, WI 54020

      Last Sold Summary

      • 67 Days On Market

  • /40

    $485,000

    $15K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 2,233 Sq Ft

    733 220th St, Osceola, WI 54020

    Pride of ownership shines throughout this beautifully maintained home, offered for sale by its original owner. Thoughtfully cared for over the years, this property offers a welcoming atmosphere, functional living spaces, and the peace of mind that comes with exceptional upkeep. Located in a desirable Osceola setting, this is a rare opportunity to own a home that has been cherished from day one.

    Lonn Lineker Compass Realty Group

    733 220th St, Osceola, WI 54020
  • /40

    $325,000

    Sold May 26, 2026

    2353 75th Ave, Osceola, WI 54020

    • 3 Beds
    • 2 Baths
    • 2,311 Sq Ft
    • Built 1962

    Last Sold Summary

    • 7% Below List Price
    • $141/SF
    • 43 Days On Market

    Current Estimated Value $337,762

    Last Listing Agent Jean Lundgren Keller Williams Integrity WI/MN

    2353 75th Ave, Osceola, WI 54020
    • /29

      Est $312,288

      Not Listed For Sale

      350 Ladd Ln, Osceola, WI 54020

      • 2 Beds
      • 2 Baths
      • 1,165 Sq Ft
      • Built 2017
      350 Ladd Ln, Osceola, WI 54020

      Last Sold Summary

      • 55 Days On Market

  • /28

    $309,900

    $5K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,720 Sq Ft

    650 Deer Path, Osceola, WI 54020

    One level living in Deer Path Townhomes! This quiet edge of town neighborhood is just what you may be looking for with close to it all convenience and views of nature out back. The spacious living area and vaulted ceilings offer an open feeling with extra space in the back sunroom to enjoy wildlife or use as an office or hobby room. The primary bedroom features a walk-in closest and private bath

    Jean Lundgren Keller Williams Integrity WI/MN

    650 Deer Path, Osceola, WI 54020
  • /2

    $30,000

    Sold Jun 12, 2026

    331 Gateway Pkwy, Osceola, WI 54020

    • Land
    • 10,890 Sq Ft
    • $120,000 per Acre

    Last Sold Summary

    • 0 Days On Market

    Last Listing Agent Michael Muske RE/MAX Synergy

    331 Gateway Pkwy, Osceola, WI 54020
    • /40

      Est $606,447

      Not Listed For Sale

      485 230th St, Osceola, WI 54020

      • 4 Beds
      • 2.5 Baths
      • 2,745 Sq Ft
      • Built 2008
      485 230th St, Osceola, WI 54020

      Last Sold Summary

      • 22 Days On Market

  • /22

    $133,000

    $2K PRICE DROP
    • Land
    • 3.29 Acres
    • $40,426 per Acre

    Lot 3 Big Lake Dr, Osceola, WI 54020

    3+ wooded acres on a Class 1 Trout Creek. Hunt & fish in your backyard. The creek is home to naturally reproducing Brook Trout & Brown Trout. Multiple building sites, including walk-out basement options. Lot is perfect for nature lovers and outdoor enthusiasts. The property is covered in deer sign & trails. The lot has direct access to Stower Seven Lakes State Trail. The trail is 14 miles long

    David Strassman Riverbend Realty Group, LLC

    Lot 3 Big Lake Dr, Osceola, WI 54020
  • /36

    $220,000

    Sold Jul 31, 2025

    2369 94th Ave Unit A, Osceola, WI 54020

    • 3 Beds
    • 1 Bath
    • 1,077 Sq Ft
    • Built 1999

    Last Sold Summary

    • 4% Below List Price
    • $204/SF
    • 89 Days On Market

    Current Estimated Value $249,142

    Last Listing Agent Jessica Cramlet Edina Realty, Corp. - Siren

    2369 94th Ave Unit A, Osceola, WI 54020
    • /34

      Est $392,440

      Not Listed For Sale

      310 Spring St, Osceola, WI 54020

      • 3 Beds
      • 2 Baths
      • 2,500 Sq Ft
      • Built 2007
      310 Spring St, Osceola, WI 54020

      Last Sold Summary

      • 64 Days On Market

  • /73

    $539,900

    • 6,000 Sq Ft

    W498 Elm St, Osceola, WI 53010

    Investment Opportunity in the Heart of the Kettle Moraine ( Dundee ). A church, parsonage, and parking lot all included. Make this beautiful church into your dream business. The church offers a great space, stained glass windows, front entry, & balcony. The LL includes a kitchen and 2 bathrooms. Rent or live in the multi level parsonage with 4 bedrooms, 2.5 Baths, living room, family room, & open

    Sarah Voss Adashun Jones Real Estate

    W498 Elm St, Osceola, WI 53010
  • /16

    $255,000

    Sold Mar 17, 2026

    222 Meadow Lark Ln, Osceola, WI 54020

    • 2 Beds
    • 2 Baths
    • 1,356 Sq Ft
    • Built 1999

    Last Sold Summary

    • 2% Above List Price
    • $188/SF
    • 16 Days On Market

    Current Estimated Value $288,401

    Last Listing Agent Michele Merritt Coldwell Banker Realty

    222 Meadow Lark Ln, Osceola, WI 54020
    • /32

      Est $474,333

      Not Listed For Sale

      200 Spring St, Osceola, WI 54020

      • 5 Beds
      • 2.5 Baths
      • 3,105 Sq Ft
      • Built 2006
      200 Spring St, Osceola, WI 54020

      Last Sold Summary

      • 75 Days On Market

  • /53

    $595,000

    • 4 Beds
    • 3.5 Baths
    • 3,037 Sq Ft

    2519 86th Ave, Osceola, WI 54020

    Welcome to Buck Ridge, one of Osceola’s most desirable established neighborhoods! Situated on over an acre of beautifully landscaped grounds, this custom-built 4-bedroom, 4-bath home offers the perfect blend of comfort, space, and recreation both inside and out.From the moment you arrive, you’ll appreciate the exceptional curb appeal, oversized 3-car garage with an extra-large center door,

    Peggy Weber Keller Williams Integrity WI/MN

    2519 86th Ave, Osceola, WI 54020
  • /28

    $260,000

    Sold Jul 15, 2025

    806 Oak Ridge Dr, Osceola, WI 54020

    • 3 Beds
    • 2 Baths
    • 1,684 Sq Ft
    • Built 1973

    Last Sold Summary

    • $154/SF
    • 101 Days On Market

    Current Estimated Value $295,760

    Last Listing Agent Kyle Hinrichs RE/MAX Team 1 Realty

    806 Oak Ridge Dr, Osceola, WI 54020
    • /2

      Est $445,022

      Not Listed For Sale

      112 Kreekview Dr, Osceola, WI 54020

      • 3 Beds
      • 2 Baths
      • 1,609 Sq Ft
      • Built 2002
      112 Kreekview Dr, Osceola, WI 54020

  • /44

    $424,900

    • 4 Beds
    • 3 Baths
    • 2,749 Sq Ft

    908 Martys Way, Osceola, WI 54020

    This stunning in-town home offers something for everyone. A rare find with 20x40 heated in-ground pool, hot tub, spacious home with 4BR/3BA, large garage space with 30 amp RV plug-in, family room & huge storage space. Upon entry you will feel welcomed by the comfortable living space with an ideal layout. Featuring 3 bedrooms on one level, a primary bedroom with walk-in closet and private bath,

    Jean Lundgren Keller Williams Integrity WI/MN

    908 Martys Way, Osceola, WI 54020
  • /15

    $64,900

    Sold Oct 20, 2025

    876 E Lake Ln, Osceola, WI 54020

    • Land
    • 20,037 Sq Ft
    • $141,087 per Acre

    Last Sold Summary

    • 15 Days On Market

    Current Estimated Value $66,702

    Last Listing Agent Jean Lundgren Keller Williams Integrity WI/MN

    876 E Lake Ln, Osceola, WI 54020
    • /2

      Est $334,554

      Not Listed For Sale

      700 Deer Path, Osceola, WI 54020

      • 3 Beds
      • 2 Baths
      • 1,776 Sq Ft
      • Built 2005
      700 Deer Path, Osceola, WI 54020

  • /18

    $650,000

    • Land
    • 4.37 Acres
    • $148,741 per Acre

    Lot 61 Simmon Dr, Osceola, WI 54020

    Commercial site in Osceola, that is part of the Gateway Meadows Development. Now that the development is getting built out, this is prime for a gas station and convenience store.

    Michael Muske RE/MAX Synergy

    Lot 61 Simmon Dr, Osceola, WI 54020
  • /34

    $260,000

    Sold Sep 03, 2025

    408 Caroll St, Osceola, WI 54020

    • 3 Beds
    • 2 Baths
    • 1,676 Sq Ft
    • Built 1962

    Last Sold Summary

    • $155/SF
    • 34 Days On Market

    Current Estimated Value $264,803

    Last Listing Agent Candice Mueller RE/MAX Synergy

    408 Caroll St, Osceola, WI 54020
    • /2

      Est $396,963

      Not Listed For Sale

      406 Smith Ave, Osceola, WI 54020

      • 4 Beds
      • 3 Baths
      • 2,536 Sq Ft
      • Built 2004
      406 Smith Ave, Osceola, WI 54020

  • /21

    $1,789,000

    • Land
    • 162.64 Acres
    • $11,000 per Acre

    xxx 65th Ave, Osceola, WI 54020

    Currently the parcel is high quality tillable acrss consisting on mainly Dakota Loam with 0-3% slope. However the parcel has a very high development potential by being adjacent to the Village of Osceola. Currently there is a village road on north boundary with municipal water installed. There has been extensive engineer work done and partial approval from Village for development.

    Brent Wernlund Edina Realty, Inc.

    xxx 65th Ave, Osceola, WI 54020
  • N3049 B & B Ct, Osceola, WI 53010

    $435,000

    Sold Oct 15, 2025

    N3049 B & B Ct, Osceola, WI 53010

    • 3 Beds
    • 3 Baths
    • 2,462 Sq Ft

    Last Sold Summary

    • 9% Above List Price
    • $177/SF
    • 1 Day On Market

    Current Estimated Value $475,720

    Last Listing Agent Becky Bednarek Keller Williams Prestige

    N3049 B & B Ct, Osceola, WI 53010

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$302,500
Median Single Family Sale Price
$309,900
Median Townhouse Sale Price
$330,000
Median 2 Bedroom Sale Price
$296,900
Median 1 Bedroom Sale Price
$275,000
Average Price Per Sq Ft
$188
Number of Homes for Sale
10
Last 12 months Home Sales
62
Months of Supply
1.90
Median List Price
$307,450
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
1%
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