3,899

Osceola, WI Homes

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  • /58

    $475,000

    $10K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,004 Sq Ft

    2339 84th Ave, Osceola, WI 54020

    Rare opportunity to enjoy newer construction, wooded privacy, and a convenient location all in one! Built in 2021, this beautifully maintained 4-bedroom, 2-bath split-level home offers approximately 2,000 square feet of finished living space on nearly 3 private, wooded acres just minutes from Osceola.Tucked back from the road with a private driveway, the home offers a peaceful country

    Agent Photo

    Jolene Kammerud

    Outdoors Realty

    2339 84th Ave, Osceola, WI 54020
  • /27

    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 $404,578

    Last Listing Agent Ryan Bretzel RE/MAX Results

    438 280th St, Osceola, WI 54020
    • /41

      Est $360,573

      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

      Last Listing Agent Breana Berry Coldwell Banker Realty

  • /26

    $335,000

    Pending
    • 2 Beds
    • 2 Baths
    • 1,443 Sq Ft

    622 Kreekview Dr, Osceola, WI 54020

    Enjoy low maintenance living on the beautiful Krooked Kreek Golf Course in Osceola! Built in 2018, this beautifully maintained twin home offers 2 bedrooms, 2 bathrooms and an attached car garage in a desirable golf course community.The open-concept floor plan is perfect for entertaining and everyday living, featuring spacious kitchen with granite countertops, stainless steel appliances, and

    Agent Photo

    Nicole Froehlich

    Compass Realty Group

    622 Kreekview Dr, Osceola, WI 54020
  • /25

    $271,000

    Sold Jul 24, 2026

    619 Seminole Ave, Osceola, WI 54020

    • 4 Beds
    • 2 Baths
    • 2,145 Sq Ft
    • Built 1968

    Last Sold Summary

    • $126/SF
    • 33 Days On Market

    Current Estimated Value $270,908

    Last Listing Agent Lisa Mielke LPT Realty

    619 Seminole Ave, Osceola, WI 54020
    • /17

      Est $331,174

      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

      Last Listing Agent Stephen Ersfeld Bridge Realty, LLC

  • /24

    $375,000

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 2,406 Sq Ft

    2462 83rd Ave, Osceola, WI 54020

    Privacy, space and convenience come together beautifully in this incredible home set on a tree-lined 1.5-acre corner lot! Step inside through the bright, spacious foyer-with plenty of room for coats, shoes and everyday essentials. The vaulted main level features an open-concept living room, informal dining area, and kitchen with a breakfast bar. A patio door makes dining alfresco or entertaining

    Agent Photo

    Jenni Martin

    Edina Realty, Inc.

    2462 83rd Ave, 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 $354,698

    Last Listing Agent Deborah Koch Compass Realty Group

    2490 91st Ave, 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

      Last Listing Agent Candice Mueller RE/MAX Synergy/Osceola

  • /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
  • /28

    $309,900

    Sold Aug 10, 2026

    370 Mill St, Osceola, WI 54020

    • 2 Beds
    • 2 Baths
    • 1,185 Sq Ft
    • Built 2024

    Last Sold Summary

    • $262/SF
    • 54 Days On Market

    Current Estimated Value $306,926

    Last Listing Agent Todd Peterson WESTconsin Realty LLC

    370 Mill St, Osceola, WI 54020
    • /60

      Est $355,871

      Not Listed For Sale

      610 Kreekview Dr, Osceola, WI 54020

      • 2 Beds
      • 2 Baths
      • 1,587 Sq Ft
      • Built 2017
      610 Kreekview Dr, Osceola, WI 54020

      Last Sold Summary

      • 58 Days On Market

      Last Listing Agent Shari Steele Edina Realty, Inc.

  • /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
  • /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 $280,489

    Last Listing Agent Kelly Lundquist EXP Realty, LLC

    412 8th Ave E, Osceola, WI 54020
    • /29

      Est $308,401

      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

      Last Listing Agent Tina Fox Pemberton RE

  • /38

    $325,000

    • 2 Beds
    • 1.5 Baths
    • 1,190 Sq Ft

    806 248th St, Osceola, WI 54020

    Welcome to peaceful country living in this charming Wisconsin slab-on-grade home, set on a beautiful1.19-acre lot. This inviting property offers 2 bedrooms, 1½ bathrooms, and a comfortable, easy-to-maintain layout designed for everyday living and entertaining. The very efficient in-floor heat keeps the home enjoyable year-round with minimal cost. Enjoy hot water all day with the on-demand

    Sarah Larkin Keller Williams Premier Realty

    806 248th 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
    • /24

      Est $314,498

      Not Listed For Sale

      411 Ladd Ln, Osceola, WI 54020

      • 2 Beds
      • 2 Baths
      • 1,422 Sq Ft
      • Built 2017
      411 Ladd Ln, Osceola, WI 54020

      Last Sold Summary

      • 59 Days On Market

      Last Listing Agent Wanda Wickenhauser White Oaks Real Estate, LLC

  • /22

    $200,000

    • 3 Beds
    • 1.5 Baths
    • 1,300 Sq Ft

    2267 75th Ave, Osceola, WI 54020

    Roll up your sleeves and unlock instant equity!If you're not afraid of a little work, this could be the opportunity you've been waiting for. Nestled on 2 peaceful acres in highly desirable Osceola, this one-owner Wick home offers 3 bedrooms, 1 and a 1/4 baths, a tuck-under garage, and a 24x24 pole barn. The home is solid, the setting is beautiful, and the potential is enormous. Yes, the

    Patricia Katzmark Edina Realty, Inc.

    2267 75th Ave, 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 $323,734

    Last Listing Agent Jean Lundgren Keller Williams Integrity WI/MN

    2353 75th Ave, Osceola, WI 54020
    • /40

      Est $609,747

      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

      Last Listing Agent Lana Cook Coldwell Banker Realty

  • /35

    $165,000

    $10K PRICE DROP Pending
    • 2 Beds
    • 1.5 Baths
    • 1,211 Sq Ft

    810 Chieftain St, Osceola, WI 54020

    If you've been waiting for an older home in a river town with character and potential, this is your opportunity to make it your own. Set on a corner lot in the heart of Osceola, this 1910 two-story home puts you just minutes from the charm of downtown and the St. Croix River, where local shops, restaurants, parks, and scenic views are part of everyday life. A front deck welcomes you to the

    Megan Moreau Kris Lindahl Real Estate

    810 Chieftain St, Osceola, WI 54020
  • /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 $264,616

    Last Listing Agent Michele Merritt Coldwell Banker Realty

    222 Meadow Lark Ln, Osceola, WI 54020
    • /34

      Est $388,896

      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

      Last Listing Agent Peggy Weber Keller Williams Integrity WI/MN

  • /40

    $475,000

    $25K 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
  • /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 $79,643

    Last Listing Agent Jean Lundgren Keller Williams Integrity WI/MN

    876 E Lake Ln, Osceola, WI 54020
    • /32

      Est $464,314

      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

      Last Listing Agent Brian Raney Home Avenue Flat Fee Realty

  • /43

    $429,000

    • 4 Beds
    • 2 Baths
    • 2,324 Sq Ft

    2375 84th Ave, Osceola, WI 54020

    Perfect! Perfect! Perfect! This one-owner home is done right in every way and has been kept in like new condition since it was built. It features custom Hickory cabinets, a very useful custom design floor plan, and is located in a nice out-of-the-way neighborhood in the Osceola School District. The garage is finished out and there's also an extra storage shed. Don't miss out on this one!

    Mark Carlson Edina Realty, Inc.

    2375 84th Ave, 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 $272,824

    Last Listing Agent Candice Mueller RE/MAX Synergy

    408 Caroll St, Osceola, WI 54020
    • /2

      Est $441,913

      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

  • /23

    $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
  • 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 $474,001

    Last Listing Agent Becky Bednarek Keller Williams Prestige

    N3049 B & B Ct, Osceola, WI 53010
    • /2

      Est $328,587

      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

  • /73

    $539,900

    Pending
    • 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
  • /2

    $1,140,000

    Sold Aug 19, 2026

    1827 45th Ave, Osceola, WI 54020

    • 5 Beds
    • 5.5 Baths
    • 6,200 Sq Ft
    • Built 2001

    Last Sold Summary

    • $184/SF
    • 0 Days On Market

    Current Estimated Value $977,202

    Last Listing Agent Michael Carlson Edina Realty, Inc.

    1827 45th Ave, Osceola, WI 54020
    • /40

      Est $357,859

      Not Listed For Sale

      318 Meadow Lark Ln, Osceola, WI 54020

      • 3 Beds
      • 2.5 Baths
      • 1,840 Sq Ft
      • Built 2001
      318 Meadow Lark Ln, Osceola, WI 54020

      Last Sold Summary

      • 76 Days On Market

      Last Listing Agent Amy Ranae Dills Brick & Banister Real Estate Co.

  • /20

    $379,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,478 Sq Ft

    331 Gateway Pkwy, Osceola, WI 54020

    Darryl Westerlund RE/MAX Results

    331 Gateway Pkwy, 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 $322,031

    Last Listing Agent Candice Mueller RE/MAX Synergy/Osceola

    340 Mill St, Osceola, WI 54020
    • /2

      Est $391,572

      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

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$298,700
Median Single Family Sale Price
$309,900
Median Townhouse Sale Price
$302,000
Median 2 Bedroom Sale Price
$296,900
Median 1 Bedroom Sale Price
$275,000
Average Price Per Sq Ft
$202
Number of Homes for Sale
12
Last 12 months Home Sales
57
Months of Supply
2.50
Median List Price
$309,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-4%
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