Osceola, WI Homes

• 

  

  

  /41

  $575,000

  Sold Sep 16, 2025

  21 279th St, Osceola, WI 54020

  • 3 Beds
  • 2 Baths
  • 1,904 Sq Ft
  • Built 2023

  Last Sold Summary

  • $302/SF
  • 2 Days On Market

  Current Estimated Value $625,361

  Last Listing Agent Jamie Fahrenkrug EXP Realty, LLC

  21 279th St, Osceola, WI 54020
• 

  

  

  /27

  Est $251,306

  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

  Last Listing Agent Kari Francois LPT Realty, LLC
• 

  

  

  /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
• 

  

  

  /17

  $399,900

  Sold Mar 13, 2026

  2383 84th Ave, Osceola, WI 54020

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 2025

  Last Sold Summary

  • $308/SF
  • 120 Days On Market

  Current Estimated Value $412,736

  Last Listing Agent Jennifer Kling A Hometown Realty

  2383 84th Ave, Osceola, WI 54020
• 

  

  /2

  Est $279,467

  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
• 

  

  /30

  $379,900

  New Construction

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

  301 Gateway Pkwy, Osceola, WI 54020

  Darryl Westerlund RE/MAX Results

  301 Gateway Pkwy, Osceola, WI 54020
• 

  /2

  $52,000

  Sold Aug 06, 2026

  TBD 248th St, Osceola, WI 54020

  • Land
  • 2.17 Acres
  • $23,963 per Acre

  Last Sold Summary

  • 16% Above List Price
  • 2 Days On Market

  Last Listing Agent Jolene Kammerud Outdoors Realty

  TBD 248th St, Osceola, WI 54020
• 

  /2

  Est $366,884

  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
• 

  

  /28

  $305,000

  Open Sat 11:30AM - 1:30PM

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

  411 Staples Rd, Osceola, WI 54020

  Welcome home to easy, move-in-ready and main level living in Osceola! Built in 2021, this 2-bedroom, 2-bath home offers the feel and peace of mind of newer construction without the wait. The thoughtfully designed layout makes excellent use of the manageable size including a spacious primary suite with its own private full bath.New carpet installed just two years ago to replace the

  Jamie Fahrenkrug EXP Realty, LLC

  411 Staples Rd, Osceola, WI 54020
• 

  

  /17

  $350,000

  Sold Apr 17, 2026

  2523 40th Ave, Osceola, WI 54020

  • 3 Beds
  • 1.5 Baths
  • 1,092 Sq Ft
  • Built 1979

  Last Sold Summary

  • 7% Below List Price
  • $321/SF
  • 55 Days On Market

  Current Estimated Value $347,487

  2523 40th Ave, Osceola, WI 54020
• 

  

  /27

  Est $269,236

  Not Listed For Sale

  430 Tony St, Osceola, WI 54020

  • 2 Beds
  • 2 Baths
  • 1,410 Sq Ft
  • Built 2000

  430 Tony St, Osceola, WI 54020

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent Robert Fedderly Edina Realty, Inc.
• 

  

  /49

  $725,000

  Open Sat 11AM - 1PM

  • 3 Beds
  • 3 Baths
  • 2,399 Sq Ft

  376 220th St, Osceola, WI 54020

  Nature lovers, this one is for you! Nestled on a peaceful 2.75-acre setting with an abundance of wildlife and NO COVENANTS, this unique property offers privacy, versatility and plenty of room for recreational vehicles, trailers, semi-truck parking, hobbies, a home-based business and more. The home features over 2,300 finished sq. ft. of thoughtfully designed, main-level living, plus an

  Nanci Johnson Edina Realty, Inc.

  376 220th St, Osceola, WI 54020
• 

  

  /25

  $293,000

  Sold Jun 30, 2026

  440 Tony St, Osceola, WI 54020

  • 2 Beds
  • 2 Baths
  • 1,441 Sq Ft
  • Built 2020

  Last Sold Summary

  • 2% Below List Price
  • $203/SF
  • 21 Days On Market

  Current Estimated Value $298,388

  Last Listing Agent Melissa Jones Century 21 Affiliated

  440 Tony St, Osceola, WI 54020
• 

  /2

  Est $268,233

  Not Listed For Sale

  708 Chieftain St, Osceola, WI 54020

  • 2 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • Built 1920

  708 Chieftain St, Osceola, WI 54020
• 

  

  /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
• 

  

  /16

  $129,000

  Sold May 11, 2026

  Lot 7 Big Lake Dr, Osceola, WI 54020

  • Land
  • 4.31 Acres
  • $29,930 per Acre

  Last Sold Summary

  • 4% Below List Price
  • 25 Days On Market

  Last Listing Agent David Strassman Riverbend Realty Group, LLC

  Lot 7 Big Lake Dr, Osceola, WI 54020
• 

  

  /43

  Est $248,948

  Not Listed For Sale

  602 N Cascade St, Osceola, WI 54020

  • 5 Beds
  • 2 Baths
  • 1,570 Sq Ft
  • Built 1850

  602 N Cascade St, Osceola, WI 54020

  Last Sold Summary

  • 54 Days On Market

  Last Listing Agent Tony Johnson Edina Realty, Inc.
• 

  

  /40

  $309,900

  New Construction $5K PRICE DROP

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

  250 Spring St, Osceola, WI 54020

  New Construction! The Princeton B Plan: Experience the joy of owning a NEW home. Located in the appealing neighborhood of Gateway Meadows in the charming river town, Osceola. Other plans/ lots to choose from.

  Candice Mueller RE/MAX Synergy

  250 Spring St, Osceola, WI 54020
• 

  

  /33

  $241,500

  Sold May 12, 2026

  414 3rd Ave E, Osceola, WI 54020

  • 2 Beds
  • 2 Baths
  • 1,410 Sq Ft
  • Built 1960

  Last Sold Summary

  • 3% Above List Price
  • $171/SF
  • 21 Days On Market

  Current Estimated Value $237,065

  Last Listing Agent Jean Lundgren Keller Williams Integrity WI/MN

  414 3rd Ave E, Osceola, WI 54020
• 

  /2

  Est $248,751

  Not Listed For Sale

  709 N Cascade St, Osceola, WI 54020

  • 3 Beds
  • 2 Baths
  • 1,725 Sq Ft
  • Built 1915

  709 N Cascade St, Osceola, WI 54020
• 

  

  /26

  $424,000

  Pending

  • 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

  Chelsea Kruse Saphire Realty

  2373 30th Ave, Osceola, WI 54020
• 

  

  /25

  $255,000

  Sold Nov 21, 2025

  701 N Cascade St, Osceola, WI 54020

  • 4 Beds
  • 1.5 Baths
  • 2,245 Sq Ft
  • Built 1960

  Last Sold Summary

  • $114/SF
  • 58 Days On Market

  Current Estimated Value $280,070

  Last Listing Agent Chelsea Kruse Saphire Realty

  701 N Cascade St, Osceola, WI 54020
• 

  

  /11

  Est $306,210

  Not Listed For Sale

  715 N Cascade St, Osceola, WI 54020

  • 3 Beds
  • 2 Baths
  • 1,504 Sq Ft
  • Built 1900

  715 N Cascade St, Osceola, WI 54020

  Last Sold Summary

  • 159 Days On Market

  Last Listing Agent Jolene Kammerud Outdoors Realty
• 

  

  /72

  $610,000

  Pending

  • 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
• 

  $157,500

  Sold Mar 06, 2026

  Lt1 Happy Hollow Rd, Osceola, WI 54020

  • Land
  • 5.28 Acres
  • $29,830 per Acre

  Last Sold Summary

  • 2% Below List Price
  • 123 Days On Market

  Last Listing Agent Frank Adashun Adashun Jones Real Estate

  Lt1 Happy Hollow Rd, Osceola, WI 54020
• 

  /2

  Est $235,017

  Not Listed For Sale

  717 N Cascade St, Osceola, WI 54020

  • 3 Beds
  • 1 Bath
  • 1,504 Sq Ft
  • Built 1900

  717 N Cascade St, Osceola, WI 54020
• 

  

  /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
• 

  

  /28

  $405,000

  Sold Jun 18, 2026

  730 170th St, Osceola, WI 54020

  • 5 Beds
  • 2 Baths
  • 2,570 Sq Ft
  • Built 1910

  Last Sold Summary

  • 9% Below List Price
  • $158/SF
  • 93 Days On Market

  Current Estimated Value $414,073

  Last Listing Agent Greg Koshiol Property Executives Realty

  730 170th St, Osceola, WI 54020
• 

  

  /36

  Est $381,941

  Not Listed For Sale

  403 8th Ave E, Osceola, WI 54020

  • 3 Beds
  • 2 Baths
  • 1,980 Sq Ft
  • Built 1940

  403 8th Ave E, Osceola, WI 54020

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Chris Micko RE/MAX Results
• 

  

  /17

  $375,000

  New Construction $15K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,494 Sq Ft

  381 Mill St, Osceola, WI 54020

  Welcome to 381 Mill Street in the highly desirable Gateway Meadows community of Osceola! This beautifully crafted 4-bedroom, 3-bathroom new construction home combines modern design, premium finishes, and everyday functionality—all with no HOA and just 45 minutes from the Twin Cities.The open-concept main level features luxury vinyl plank flooring, a stylish electric fireplace with a TV

  Brandon Miskulin National Realty Guild

  381 Mill St, Osceola, WI 54020
• 

  

  /17

  $348,000

  Sold Apr 09, 2026

  361 Mill St, Osceola, WI 54020

  • 3 Beds
  • 2 Baths
  • 1,958 Sq Ft
  • Built 2018

  Last Sold Summary

  • $178/SF
  • 10 Days On Market

  Current Estimated Value $350,290

  Last Listing Agent Patience Jensen O'Connell Pemberton RE

  361 Mill St, Osceola, WI 54020
• 

  

  /30

  Est $267,655

  Not Listed For Sale

  409 8th Ave E, Osceola, WI 54020

  • 3 Beds
  • 2 Baths
  • 1,860 Sq Ft
  • Built 1985

  409 8th Ave E, Osceola, WI 54020

  Last Sold Summary

  • 51 Days On Market

  Last Listing Agent Jason Montgomery Twin Cities Real Estate
• 

  

  /13

  $309,900

  New Construction $5K PRICE INCREASE

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

  330 Mill St, Osceola, WI 54020

  New Construction! The Princeton B Plan: Experience the joy of owning a NEW home. Located in the appealing neighborhood of Gateway Meadows in the charming river town, Osceola. Other plans/lots to choose from.

  Candice Mueller RE/MAX Synergy

  330 Mill St, Osceola, WI 54020
• 

  

  /31

  $301,000

  Sold Sep 24, 2025

  1803 Big Lake Dr, Osceola, WI 54020

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Built 1978

  Last Sold Summary

  • $188/SF
  • 48 Days On Market

  Current Estimated Value $406,533

  Last Listing Agent Melissa Jones Century 21 Affiliated

  1803 Big Lake Dr, Osceola, WI 54020
• 

  

  /25

  Est $309,380

  Not Listed For Sale

  516 Eric Dr, Osceola, WI 54020

  • 4 Beds
  • 2 Baths
  • 1,930 Sq Ft
  • Built 1977

  516 Eric Dr, Osceola, WI 54020

  Last Sold Summary

  • 16 Days On Market

  Last Listing Agent Jacob Rivard Red Key Realty
• 

  

  /37

  $399,900

  • 3 Beds
  • 2.5 Baths
  • 1,885 Sq Ft

  641 240th St, Osceola, WI 54020

  Welcome to the countryside! This 3 acre property has so much to offer with immaculate 30x86 pole building with concrete floor, two heated portions and cold storage in the back, loafing shed and large 8x30 chicken coop that was also used for goats. The home features 3 bedrooms, 3 baths and plenty of space with 2 living room spaces, separate dinning area and spacious kitchen with an island. The

  Jean Lundgren Keller Williams Integrity WI/MN

  641 240th St, Osceola, WI 54020
• 

  

  /13

  $265,000

  Sold Sep 19, 2025

  923 Geiger St, Osceola, WI 54020

  • 4 Beds
  • 2 Baths
  • 2,892 Sq Ft
  • Built 1950

  Last Sold Summary

  • $92/SF
  • 123 Days On Market

  Current Estimated Value $283,857

  Last Listing Agent Jennifer Kling A Hometown Realty

  923 Geiger St, Osceola, WI 54020
• 

  

  /39

  Est $305,326

  Not Listed For Sale

  502 Gerald St, Osceola, WI 54020

  • 3 Beds
  • 1.5 Baths
  • 2,178 Sq Ft
  • Built 1968

  502 Gerald St, Osceola, WI 54020

  Last Sold Summary

  • 70 Days On Market

  Last Listing Agent Tony Johnson Edina Realty, Corp. - St Croix Falls
• 

  

  /11

  $84,900

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

  0 Helen Ln Unit 50298326, 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 50298326, Osceola, WI 53010
• 

  

  /27

  $480,000

  Sold Jun 25, 2026

  1834 Swede Lake Dr, Osceola, WI 54020

  • 3 Beds
  • 2 Baths
  • 2,278 Sq Ft
  • Built 1991

  Last Sold Summary

  • 4% Above List Price
  • $211/SF
  • 43 Days On Market

  Current Estimated Value $549,571

  Last Listing Agent Scott Rudd RE/MAX Results Inc

  1834 Swede Lake Dr, Osceola, WI 54020

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