Osceola, WI Homes

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  /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 $439,874

  Last Listing Agent Joshua Leonhardt Coldwell Banker Realty

  106 Prairie Grass Dr, Osceola, WI 54020
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  /20

  Est $293,788 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

  • 2% Below List Price
  • $154/SF
  • 38 Days On Market

  Last Sold Price $300,000

  Last Listing Agent Melissa Jones C21 Affiliated/Hudson
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  /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
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  /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 $387,284

  Last Listing Agent Melissa Jones Century 21 Affiliated

  559 Wisconsin 35, Osceola, WI 54020
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  /28

  Est $270,241 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

  • 8% Above List Price
  • $136/SF
  • 33 Days On Market

  Last Sold Price $250,000

  Last Listing Agent Bridgette Anderson Edina Realty, Inc.
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  /2

  $25,000

  • Land

  442 Tony St, Osceola, WI 54020

  Here is your opportunity to make your home within a quaint neighborhood of Osceola. This private setting of Hidden Hollows is perfectly situated away from the hustle & bustle yet close enough to all of the conveniences of town. Ease of living, low-maintenance townhome community. Open builder.

  Candice Mueller RE/MAX Synergy

  442 Tony St, Osceola, WI 54020
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  /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 $343,062

  Last Listing Agent Cory Vanover Keller Williams Realty Diversified

  618 Nokomis Dr, Osceola, WI 54020
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  /27

  Est $246,889 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

  • 7% Above List Price
  • $153/SF
  • 82 Days On Market

  Last Sold Price $229,900

  Last Listing Agent Kari Francois LPT Realty, LLC
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  /12

  $149,900

  • Land
  • 6 Acres
  • $24,983 per Acre

  Lt2 Happy Hollow Rd, Osceola, WI 54020

  Discover the perfect canvas for your dream home on a sprawling 6.0 acre lot, nestled in the tranquil embrace of nature. Create a private oasis on this level, partially wooded lot, with frequent wildlife sightings. Near the Kettle Moraine State Forest, adventure and relaxation await with ten spring-fed lakes within a ten-minute drive.

  Frank Adashun Adashun Jones Real Estate

  Lt2 Happy Hollow Rd, Osceola, WI 54020
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  $82,000 Sold Jun 27, 2025

  0 Helen Ln Unit 50298323, Osceola, WI 53010

  • Land
  • 1.92 Acres
  • $42,708 per Acre

  Last Sold Summary

  • 3% Below List Price
  • 279 Days On Market

  Last Listing Agent Sarah Voss Adashun Jones, Inc.

  0 Helen Ln Unit 50298323, Osceola, WI 53010
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  /2

  Est $277,700 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

  Last Sold Summary

  • 9% Below List Price
  • $126/SF

  Last Sold Price $255,000

  Last Listing Agent Kyle Hinrichs RE/MAX
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  /53

  $535,000

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

  368 280th St, Osceola, WI 54020

  Here’s the opportunity to own the hobby farm you’ve been waiting for! Set on 5 wooded acres, this move-in ready 4 bed, 3 bath home offers the perfect blend of comfort and functionality, with many recent updates including fresh paint, light fixtures, and flooring. The spacious open upper level features a beautiful kitchen with a large center island, hardwood floors, custom built-ins, 3 bedrooms on

  Lisa Sorvig Keller Williams Select Realty

  368 280th St, Osceola, WI 54020
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  /49

  $210,000 Sold Jul 18, 2025

  303A 235th St, Osceola, WI 54020

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Built 1960

  Last Sold Summary

  • $210/SF
  • 5 Days On Market

  Current Estimated Value $209,692

  Last Listing Agent Jennifer Groff Real Broker, LLC

  303A 235th St, Osceola, WI 54020
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  /2

  Est $356,139 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

  Last Sold Summary

  • 6% Below List Price
  • $106/SF

  Last Sold Price $334,900

  Last Listing Agent Jean Lundgren Keller Williams Integrity WI/MN
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  /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
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  /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 $582,270

  Last Listing Agent Jamie Fahrenkrug EXP Realty, LLC

  21 279th St, Osceola, WI 54020
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  /27

  Est $258,760 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

  • 8% Above List Price
  • $170/SF
  • 24 Days On Market

  Last Sold Price $240,000

  Last Listing Agent Robert Fedderly Edina Realty, Inc.
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  /12

  $149,900

  • Land
  • 6 Acres
  • $24,983 per Acre

  0 Happy Hollow Rd Unit 50315018, Osceola, WI 53010

  Discover the perfect canvas for your dream home on a sprawling 6.0 acre lot, nestled in the tranquil embrace of nature. Create a private oasis on this level, partially wooded lot, with frequent wildlife sightings. Near the Kettle Moraine State Forest, adventure and relaxation await with ten spring-fed lakes within a ten-minute drive. Signature Homes by Adashun Jones is the preferred builder, but

  Frank Adashun Adashun Jones, Inc.

  0 Happy Hollow Rd Unit 50315018, Osceola, WI 53010
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  /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 $401,000

  Last Listing Agent Jennifer Kling A Hometown Realty

  2383 84th Ave, Osceola, WI 54020
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  /2

  Est $269,468 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

  Last Sold Summary

  • 1% Below List Price
  • $152/SF

  Last Sold Price $272,900

  Last Listing Agent Jean Lundgren Keller Williams Integrity WI/MN
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  /21

  $299,000 Pending

  • Land
  • 38.25 Acres
  • $7,817 per Acre

  County Road M County Highway M, Osceola, WI 54020

  Polk County Paradise! This 38.25 acre property provides prime whitetail habitat, rolling terrain, and a proven history of holding and harvesting mature whitetail bucks! Bear, turkey, and grouse also frequent this property providing even more hunting opportunities for outdoor enthusiasts. A well manicured trail system exists to help guide you through the beautiful rolling oak ridges throughout the

  Tim Monicken Weiss Realty, LLC

  County Road M County Highway M, Osceola, WI 54020
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  /66

  $700,000 Sold Jul 22, 2025

  840 250th St, Osceola, WI 54020

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

  Last Sold Summary

  • $171/SF
  • 53 Days On Market

  Current Estimated Value $689,734

  Last Listing Agent Dawn Bell Realty ONE Group Choice

  840 250th St, Osceola, WI 54020
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  /43

  Est $198,952 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

  • 22% Above List Price
  • $104/SF
  • 54 Days On Market

  Last Sold Price $163,100

  Last Listing Agent Tony Johnson Edina Realty, Inc.
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  /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
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  /46

  $400,000 Sold Jun 12, 2025

  1812 60th Ave, Osceola, WI 54020

  • 3 Beds
  • 1 Bath
  • 1,632 Sq Ft
  • Built 1971

  Last Sold Summary

  • $245/SF
  • 68 Days On Market

  Current Estimated Value $392,978

  Last Listing Agent Tony Johnson Edina Realty, Inc.

  1812 60th Ave, Osceola, WI 54020
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  /2

  Est $233,585 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

  Last Sold Summary

  • 17% Below List Price
  • $116/SF

  Last Sold Price $200,000

  Last Listing Agent Tony Johnson Edina Realty, Inc.
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  /29

  $284,900

  • 4 Beds
  • 2 Baths
  • 3,124 Sq Ft

  706 Summit St, Osceola, WI 54020

  Spacious and well-designed home featuring featuring 4 bedrooms all on one level-perfect for convenience & modern living. Many recent updates throughout, including new shower stalls in both baths, updated professional landscaping, 9 new Andersen windows, updated kitchen appliances & counter top, updated furnace, shingles & gutters. The expansive lower level provides endless possibilities for

  Jean Lundgren Keller Williams Integrity WI/MN

  706 Summit St, Osceola, WI 54020
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  /30

  $629,900 Sold Apr 30, 2025

  1661 65th Ave, Osceola, WI 54020

  • 3 Beds
  • 3.5 Baths
  • 3,300 Sq Ft
  • Built 1993

  Last Sold Summary

  • $191/SF
  • 4 Days On Market

  Current Estimated Value $662,014

  Last Listing Agent Luke Steele Edina Realty, Inc.

  1661 65th Ave, Osceola, WI 54020
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  /11

  Est $302,354 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

  • 3% Below List Price
  • $206/SF
  • 159 Days On Market

  Last Sold Price $310,500

  Last Listing Agent Jolene Kammerud Outdoors Realty
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  /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
• 

  

  /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 $260,069

  Last Listing Agent Chelsea Kruse Saphire Realty

  701 N Cascade St, Osceola, WI 54020
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  /2

  Est $227,539 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

  Last Sold Summary

  • 3% Below List Price
  • $146/SF

  Last Sold Price $220,000

  Last Listing Agent TJ Wilson Applegate Inc
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  /4

  $305,000 New Construction

  • 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
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  $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
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  /36

  Est $248,931 Not Listed For Sale

  907 N Cascade St, Osceola, WI 54020

  • 2 Beds
  • 1 Bath
  • 1,150 Sq Ft
  • Built 1958

  907 N Cascade St, Osceola, WI 54020

  Last Sold Summary

  • 5% Above List Price
  • $207/SF
  • 20 Days On Market

  Last Sold Price $238,000

  Last Listing Agent Lisa Olien RE/MAX Results
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  /26

  $170,000 Under Contract

  • Land
  • 6.29 Acres
  • $27,027 per Acre

  Lot 5 Big Lake Dr, Osceola, WI 54020

  6+ 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 5 Big Lake Dr, Osceola, WI 54020
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  /2

  $422,650 Sold Aug 21, 2025

  0 230th St, Osceola, WI 54020

  • Land
  • 56.5 Acres
  • $7,481 per Acre

  Last Sold Summary

  • 42,264,900% Above List Price
  • 77 Days On Market

  Last Listing Agent Jerry Bates Hansen Real Estate Group

  0 230th St, Osceola, WI 54020
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  /36

  Est $380,640 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

  • 35% Above List Price
  • $143/SF
  • 20 Days On Market

  Last Sold Price $282,500

  Last Listing Agent Chris Micko RE/MAX Results
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  /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
• 

  

  /23

  $426,000 Sold May 15, 2025

  325 280th St, Osceola, WI 54020

  • 4 Beds
  • 2 Baths
  • 2,182 Sq Ft
  • Built 1900

  Last Sold Summary

  • $195/SF
  • 2 Days On Market

  Current Estimated Value $208,481

  Last Listing Agent Jerod Krenz Keller Williams Select Realty

  325 280th St, Osceola, WI 54020

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