Osceola, WI Homes

• 

  

  /2

  Est $265,303

  Not Listed For Sale

  508 Gerald St, Osceola, WI 54020

  • 4 Beds
  • 2 Baths
  • 2,240 Sq Ft
  • Built 1968

  508 Gerald St, Osceola, WI 54020
• 

  

  

  /13

  $279,000

  • 2 Beds
  • 2 Baths
  • 1,314 Sq Ft

  137 Belmont St, Osceola, WI 54020

  Welcome to this well-maintained one-level townhome featuring 2 bedrooms, 2 bathrooms, and a bright, easy-living layout. The main living area offers comfortable flow between the kitchen, dining, and living spaces, making everyday routines simple and enjoyable.A standout feature of this home is the sunroom, filled with natural light and perfect for relaxing, reading, or enjoying morning coffee

  Shelby Peltier Edina Realty, Inc.

  137 Belmont St, Osceola, WI 54020
• 

  

  

  /59

  $450,000

  Sold Oct 01, 2025

  598 230th St, Osceola, WI 54020

  • 1 Bed
  • 1 Bath
  • 1,280 Sq Ft
  • Built 1999

  Last Sold Summary

  • $352/SF
  • 50 Days On Market

  Current Estimated Value $439,879

  Last Listing Agent Candice Mueller RE/MAX Synergy/Osceola

  598 230th St, Osceola, WI 54020
• 

  

  /2

  Est $262,243

  Not Listed For Sale

  403 Caroll St, Osceola, WI 54020

  • 3 Beds
  • 1 Bath
  • 1,512 Sq Ft
  • Built 1963

  403 Caroll St, Osceola, WI 54020
• 

  

  

  /51

  $759,000

  • 4 Beds
  • 2.5 Baths
  • 2,060 Sq Ft

  619 Nokomis Dr, Osceola, WI 54020

  Located on Big Lake in Osceola, this four-bedroom, three-bath home offers a modern interior with extensive updates and direct access to one of the area’s connected lake systems. Big Lake is part of a three-lake chain that links Big Lake, Round Lake, and Church Pine Lake, giving owners additional room to explore. fish, paddle, or spend the day on the water. The lake is known for its natural

  Katherine Matzek Keller Williams Premier Realty

  619 Nokomis Dr, Osceola, WI 54020
• 

  

  /30

  $160,000

  Sold Feb 20, 2026

  407 3rd Ave E, Osceola, WI 54020

  • 3 Beds
  • 1 Bath
  • 1,292 Sq Ft
  • Built 1920

  Last Sold Summary

  • $124/SF
  • 156 Days On Market

  Current Estimated Value $186,936

  Last Listing Agent Nicole Froehlich Compass Realty Group

  407 3rd Ave E, Osceola, WI 54020
• 

  

  /37

  Est $237,762

  Not Listed For Sale

  401 Caroll St, Osceola, WI 54020

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft
  • Built 1960

  401 Caroll St, Osceola, WI 54020

  Last Sold Summary

  • 26 Days On Market

  Last Listing Agent Candice Mueller RE/MAX Synergy
• 

  

  /38

  $770,000

  • 3 Beds
  • 3.5 Baths
  • 2,350 Sq Ft

  530 Round Lake Ct, Osceola, WI 54020

  Discover a truly unique lake home on Round Lake with tons of lake frontage, privacy, and an incredible wooded setting. This one-of-a-kind three-story home offers a versatile layout with plenty of space to enjoy lake life. The main level features a comfortable family room, bedroom, and bathroom. The next level opens up to a spacious kitchen, dining area, and living room, along with a bathroom and

  Jim Moe WESTconsin Realty LLC

  530 Round Lake Ct, Osceola, WI 54020
• 

  

  /23

  $346,000

  Sold Mar 09, 2026

  380 Staples Rd, Osceola, WI 54020

  • 4 Beds
  • 2 Baths
  • 1,906 Sq Ft
  • Built 2020

  Last Sold Summary

  • 2% Above List Price
  • $182/SF
  • 65 Days On Market

  Current Estimated Value $353,308

  Last Listing Agent Amy McCune Realty ONE Group SIMPLIFIED

  380 Staples Rd, Osceola, WI 54020
• 

  /2

  Est $258,565

  Not Listed For Sale

  502 3rd Ave E, Osceola, WI 54020

  • 2 Beds
  • 2 Baths
  • 1,538 Sq Ft
  • Built 1963

  502 3rd Ave E, Osceola, WI 54020
• 

  

  /11

  $89,900

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

  Lt3B 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

  Lt3B Helen Ln, Osceola, WI 53010
• 

  

  /28

  $400,000

  Sold May 15, 2026

  502 Kreekview Dr, Osceola, WI 54020

  • 3 Beds
  • 2 Baths
  • 1,353 Sq Ft
  • Built 2026

  Last Sold Summary

  • $296/SF
  • 72 Days On Market

  Current Estimated Value $391,180

  Last Listing Agent Brian Smith Coldwell Banker Realty

  502 Kreekview Dr, Osceola, WI 54020
• 

  

  /30

  Est $268,889

  Not Listed For Sale

  701 Chieftain St, Osceola, WI 54020

  • 4 Beds
  • 2 Baths
  • 1,867 Sq Ft
  • Built 1950

  701 Chieftain St, Osceola, WI 54020

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Jo Hinz Property Executives Realty
• 

  

  /42

  $549,900

  Pending

  • 4 Beds
  • 3 Baths
  • 3,121 Sq Ft

  729 220th St, Osceola, WI 54020

  This 4-bed, 3-bath home is set on nearly 2.5 acres and offers a thoughtful layout with plenty of room to spread out, both inside and out. Inside you'll find beautiful hardwood floors, an abundance of natural light, and an updated kitchen that's ready for everything from busy mornings to holiday gatherings. The cozy living room fireplace creates a warm and welcoming focal point, while charming

  Jacob Rivard Red Key Realty

  729 220th St, Osceola, WI 54020
• 

  

  /53

  $535,000

  Sold May 29, 2026

  368 280th St, Osceola, WI 54020

  • 4 Beds
  • 3 Baths
  • 2,389 Sq Ft
  • Built 1982

  Last Sold Summary

  • 3% Below List Price
  • $224/SF
  • 64 Days On Market

  Current Estimated Value $529,510

  Last Listing Agent Lisa Sorvig Keller Williams Select Realty

  368 280th St, Osceola, WI 54020
• 

  

  /35

  Est $341,324

  Not Listed For Sale

  2394 82nd Ave, Osceola, WI 54020

  • 3 Beds
  • 2 Baths
  • 1,574 Sq Ft
  • Built 2007

  2394 82nd Ave, Osceola, WI 54020

  Last Sold Summary

  • 25 Days On Market

  Last Listing Agent Karson Frokjer Move it Real Estate Group/Lakehomes
• 

  

  /88

  $525,000

  • 3 Beds
  • 3 Baths
  • 2,269 Sq Ft

  2485 50th Ave, Osceola, WI 54020

  Escape to the peace and privacy of country living on this beautiful 2.41-acre property! Surrounded by nature yet conveniently located for an easy commute, this inviting home offers the perfect blend of comfort, character, and functionality. The charming log-sided front exterior and welcoming porch set the stage for what's inside. The open-concept floor plan features vaulted ceilings, natural

  Tony Johnson Edina Realty, Inc.

  2485 50th Ave, Osceola, WI 54020
• 

  

  /38

  $360,000

  Sold Oct 30, 2025

  2027 40th Ave, Osceola, WI 54020

  • 3 Beds
  • 1.5 Baths
  • 2,112 Sq Ft
  • Built 2006

  Last Sold Summary

  • $170/SF
  • 7 Days On Market

  Current Estimated Value $378,213

  Last Listing Agent Jacob Rivard Red Key Realty

  2027 40th Ave, Osceola, WI 54020
• 

  

  /22

  Est $346,649

  Not Listed For Sale

  2391 81st Ave, Osceola, WI 54020

  • 3 Beds
  • 2 Baths
  • 2,056 Sq Ft
  • Built 2002

  2391 81st Ave, Osceola, WI 54020

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent Jenni Martin Edina Realty, Inc.
• 

  

  /11

  $399,000

  • Land
  • 28,314 Sq Ft
  • $613,846 per Acre

  254 S Cascade, Osceola, WI 54020

  Ben Bruno The Terrace Group

  254 S Cascade, Osceola, WI 54020
• 

  

  /3

  $296,900

  Sold Sep 19, 2025

  390 Mill St, Osceola, WI 54020

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

  Last Sold Summary

  • $251/SF
  • 43 Days On Market

  Current Estimated Value $368,333

  Last Listing Agent Candice Mueller RE/MAX Synergy

  390 Mill St, Osceola, WI 54020
• 

  /2

  Est $359,531

  Not Listed For Sale

  2186 88th Ave, Osceola, WI 54020

  • 4 Beds
  • 2 Baths
  • 2,000 Sq Ft
  • Built 2003

  2186 88th Ave, Osceola, WI 54020
• 

  

  /11

  $89,900

  Pending

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

  Lt2B 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

  Lt2B Helen Ln, Osceola, WI 53010
• 

  

  /42

  $270,000

  Sold Nov 21, 2025

  402 Caroll St, Osceola, WI 54020

  • 3 Beds
  • 1 Bath
  • 1,600 Sq Ft
  • Built 1977

  Last Sold Summary

  • $169/SF
  • 30 Days On Market

  Current Estimated Value $283,490

  Last Listing Agent Melissa Jones Century 21 Affiliated

  402 Caroll St, Osceola, WI 54020
• 

  

  /29

  Est $618,830

  Not Listed For Sale

  731 220th St, Osceola, WI 54020

  • 4 Beds
  • 3 Baths
  • 3,331 Sq Ft
  • Built 2000

  731 220th St, Osceola, WI 54020

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Leslie Boyea Quorum Enterprises, Inc.
• 

  /2

  $470,000

  Sold Jul 07, 2026

  452 280th St, Osceola, WI 54020

  • 4 Beds
  • 3 Baths
  • 2,021 Sq Ft
  • Built 1975

  Last Sold Summary

  • $233/SF
  • 52 Days On Market

  Current Estimated Value $461,251

  Last Listing Agent Meghan Porter Real Broker LLC

  452 280th St, Osceola, WI 54020
• 

  

  /34

  Est $395,708

  Not Listed For Sale

  738 220th St, Osceola, WI 54020

  • 4 Beds
  • 3 Baths
  • 2,146 Sq Ft
  • Built 2003

  738 220th St, Osceola, WI 54020

  Last Sold Summary

  • 99 Days On Market

  Last Listing Agent Adam Majeske Saphire Realty
• 

  

  /40

  $415,000

  Sold Aug 21, 2026

  2362 84th Ave, Osceola, WI 54020

  • 4 Beds
  • 2 Baths
  • 1,547 Sq Ft
  • Built 2018

  Last Sold Summary

  • 5% Above List Price
  • $268/SF
  • 39 Days On Market

  Current Estimated Value $389,242

  Last Listing Agent Joshua Leonhardt Coldwell Banker Realty

  2362 84th Ave, Osceola, WI 54020
• 

  /2

  Est $472,251

  Not Listed For Sale

  742 220th St, Osceola, WI 54020

  • 4 Beds
  • 3 Baths
  • 3,330 Sq Ft
  • Built 2003

  742 220th St, Osceola, WI 54020
• 

  

  /29

  $337,500

  Sold Oct 03, 2025

  218 Meadow Lark Ln, Osceola, WI 54020

  • 3 Beds
  • 2 Baths
  • 1,681 Sq Ft
  • Built 2001

  Last Sold Summary

  • $201/SF
  • 34 Days On Market

  Current Estimated Value $348,917

  Last Listing Agent Jean Lundgren Keller Williams Integrity WI/MN

  218 Meadow Lark Ln, Osceola, WI 54020
• 

  /2

  Est $336,370

  Not Listed For Sale

  814 248th St, Osceola, WI 54020

  • 4 Beds
  • 2 Baths
  • 2,012 Sq Ft
  • Built 1998

  814 248th St, Osceola, WI 54020
• 

  

  /29

  $236,000

  Sold Jul 02, 2026

  307 Wisconsin 35, Osceola, WI 54020

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft
  • Built 1911

  Last Sold Summary

  • 4% Below List Price
  • $223/SF
  • 52 Days On Market

  Last Listing Agent Jennifer Corbett Outdoors Realty

  307 Wisconsin 35, Osceola, WI 54020
• 

  /2

  Est $341,576

  Not Listed For Sale

  2467 83rd Ave, Osceola, WI 54020

  • 4 Beds
  • 2 Baths
  • 1,928 Sq Ft
  • Built 1998

  2467 83rd Ave, Osceola, WI 54020
• 

  

  /40

  $325,000

  Sold Jun 30, 2026

  300 Deer Path Unit 5, Osceola, WI 54020

  • 2 Beds
  • 2 Baths
  • 1,720 Sq Ft
  • Built 2003

  Last Sold Summary

  • $189/SF
  • 39 Days On Market

  Current Estimated Value $326,050

  Last Listing Agent Peggy Weber Keller Williams Integrity WI/MN

  300 Deer Path Unit 5, Osceola, WI 54020
• 

  /2

  Est $362,715

  Not Listed For Sale

  2469 83rd Ave, Osceola, WI 54020

  • 4 Beds
  • 2 Baths
  • 2,120 Sq Ft
  • Built 1998

  2469 83rd Ave, Osceola, WI 54020
• 

  /2

  $425,000

  Sold Sep 16, 2025

  163 230th St, Osceola, WI 54020

  • 3 Beds
  • 2 Baths
  • 1,705 Sq Ft
  • Built 2018

  Last Sold Summary

  • $249/SF
  • 0 Days On Market

  Last Listing Agent Other Companies Non-MLS Other Companies/Non-MLS

  163 230th St, Osceola, WI 54020
• 

  

  /66

  Est $766,921

  Not Listed For Sale

  840 250th St, Osceola, WI 54020

  • 4 Beds
  • 3.5 Baths
  • 4,094 Sq Ft
  • Built 2000

  840 250th St, Osceola, WI 54020

  Last Sold Summary

  • 53 Days On Market

  Last Listing Agent Dawn Bell Realty ONE Group Choice
• 

  

  /50

  $295,000

  Sold Apr 30, 2026

  314 8th Ave, Osceola, WI 54020

  • 4 Beds
  • 2 Baths
  • 2,000 Sq Ft
  • Built 1960

  Last Sold Summary

  • $148/SF
  • 2 Days On Market

  Current Estimated Value $292,789

  Last Listing Agent Amy McCune Realty ONE Group SIMPLIFIED

  314 8th Ave, Osceola, WI 54020
• 

  

  /38

  Est $433,729

  Not Listed For Sale

  713 Cessna Rd, Osceola, WI 54020

  • 4 Beds
  • 2.5 Baths
  • 2,688 Sq Ft
  • Built 1994

  713 Cessna Rd, Osceola, WI 54020

  Last Sold Summary

  • 60 Days On Market

  Last Listing Agent Tony Johnson Edina Realty, Inc.
• 

  

  /62

  $776,000

  Sold Sep 15, 2025

  1875 40th Ave, Osceola, WI 54020

  • 4 Beds
  • 2.5 Baths
  • 3,404 Sq Ft
  • Built 2006

  Last Sold Summary

  • $228/SF
  • 39 Days On Market

  Current Estimated Value $814,763

  Last Listing Agent Mike Boege Coldwell Banker Realty

  1875 40th Ave, Osceola, WI 54020

Showing Results 121 - 160, Page 4 of 18