Osceola, WI Homes

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  $130,000

  • Land
  • 3.02 Acres
  • $43,046 per Acre

  Lot 2 Big Lake Dr, Osceola, WI 54020

  3 wooded acres with multiple building sites, including walk-out basement options. The lot is perfect for nature lovers and outdoor enthusiasts. The property is covered in deer sign and trails, hunt in your backyard! The lot has direct access to Stower Seven Lakes State Trail. The trail is 14 miles long and passes through maple and oak forests, wetlands, prairies, and farmlands and past seven

  David Strassman Riverbend Realty Group, LLC

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

  $410,000 Sold Apr 29, 2025

  2376 15th Ave, Osceola, WI 54020

  • 3 Beds
  • 2.5 Baths

  Last Sold Summary

  • 0 Days On Market

  Current Estimated Value $436,594

  Last Listing Agent Alec Roth Edina Realty, Inc.

  2376 15th Ave, Osceola, WI 54020
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  /24

  Est $322,754 Not Listed For Sale

  300 Deer Path, Osceola, WI 54020

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

  300 Deer Path, Osceola, WI 54020

  Last Sold Summary

  • 4% Above List Price
  • $180/SF
  • 46 Days On Market

  Last Sold Price $310,000

  Last Listing Agent Todd Franck Keller Williams Premier Realty
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  /21

  $99,900

  • Land
  • 1.19 Acres
  • $83,950 per Acre

  8xx 207th St, Osceola, WI 54009

  Build your dream home on this beautiful 1.19-acre lot with 100' frontage on Lotus Lake! This scenic parcel offers the perfect blend of open space and mature trees, giving you flexibility for building while maintaining privacy and natural charm. The gentle slope provides excellent elevation—ideal for a slab home or walkout design capturing stunning western sunset views across the 246-acre lake.

  Melissa Jones Century 21 Affiliated

  8xx 207th St, Osceola, WI 54009
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  $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 $429,094

  Last Listing Agent Becky Bednarek Keller Williams Prestige

  N3049 B & B Ct, Osceola, WI 53010
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  /28

  Est $382,619 Not Listed For Sale

  303 Meadow Lark Ln, Osceola, WI 54020

  • 3 Beds
  • 3.5 Baths
  • 1,797 Sq Ft
  • Built 2003

  303 Meadow Lark Ln, Osceola, WI 54020

  Last Sold Summary

  • 11% Below List Price
  • $239/SF
  • 17 Days On Market

  Last Sold Price $430,000

  Last Listing Agent Leslie Boyea Quorum Enterprises, Inc.
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  /28

  $315,000

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

  650 Deer Path, Osceola, WI 54020

  One level living in Deer Path Townhomes! This desirable quiet neighborhood is just what you may be looking for with close-to-town 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 with

  Jean Lundgren Keller Williams Integrity WI/MN

  650 Deer Path, Osceola, WI 54020
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  /73

  $590,000 Sold May 22, 2025

  2379 50th Ave, Osceola, WI 54020

  • 3 Beds
  • 2 Baths
  • 3,262 Sq Ft
  • Built 1988

  Last Sold Summary

  • $181/SF
  • 68 Days On Market

  Current Estimated Value $600,500

  Last Listing Agent Jaclyn Butcher Edina Realty, Inc.

  2379 50th Ave, Osceola, WI 54020
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  /2

  Est $371,036 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

  Last Sold Summary

  • 2% Below List Price
  • $144/SF

  Last Sold Price $365,000

  Last Listing Agent Mary Griesbach Property Executives Realty
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  /22

  $135,000

  • Land
  • 3.29 Acres
  • $41,033 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
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  /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 $306,084

  Last Listing Agent Candice Mueller RE/MAX Synergy/Osceola

  340 Mill St, Osceola, WI 54020
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  /2

  Est $325,342 Not Listed For Sale

  406 Delmar Ave, Osceola, WI 54020

  • 4 Beds
  • 2 Baths
  • 1,689 Sq Ft
  • Built 1998

  406 Delmar Ave, Osceola, WI 54020

  Last Sold Summary

  • 1% Below List Price
  • $195/SF

  Last Sold Price $330,000

  Last Listing Agent Jean Lundgren Keller Williams Integrity WI/MN
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  /74

  $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
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  /73

  $332,700 Sold Jun 06, 2025

  2239 75th Ave Unit M, Osceola, WI 54020

  • 3 Beds
  • 2 Baths
  • 2,520 Sq Ft
  • Built 1977

  Last Sold Summary

  • $132/SF
  • 11 Days On Market

  Current Estimated Value $352,423

  Last Listing Agent Joshua Leonhardt Coldwell Banker Realty

  2239 75th Ave Unit M, Osceola, WI 54020
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  /24

  Est $336,093 Not Listed For Sale

  501 Delmar Ave, Osceola, WI 54020

  • 4 Beds
  • 2 Baths
  • 2,269 Sq Ft
  • Built 1992

  501 Delmar Ave, Osceola, WI 54020

  Last Sold Summary

  • 8% Above List Price
  • $137/SF
  • 3 Days On Market

  Last Sold Price $310,000

  Last Listing Agent Jennifer Martin Edina Realty, Inc.
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  /5

  $249,900 New Construction

  • 2 Beds
  • 1 Bath
  • 834 Sq Ft

  301 Ladd Ln, Osceola, WI 54020

  The Teton Plan. One level living! Experience the joy and ease 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

  301 Ladd Ln, Osceola, WI 54020
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  /27

  $188,000 Sold May 16, 2025

  914 Geiger St, Osceola, WI 54020

  • 3 Beds
  • 1 Bath
  • 865 Sq Ft
  • Built 1953

  Last Sold Summary

  • 4% Below List Price
  • $217/SF
  • 167 Days On Market

  Current Estimated Value $197,805

  Last Listing Agent James Tinman Re/Max Cornerstone

  914 Geiger St, Osceola, WI 54020
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  /11

  Est $226,162 Not Listed For Sale

  834 Oak Ct, Osceola, WI 54020

  • 2 Beds
  • 2 Baths
  • 1,240 Sq Ft
  • Built 1992

  834 Oak Ct, Osceola, WI 54020

  Last Sold Summary

  • 5% Above List Price
  • $173/SF
  • 40 Days On Market

  Last Sold Price $215,000

  Last Listing Agent Jean Lundgren Keller Williams Integrity WI/MN
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  /2

  $315,000 New Construction

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

  290 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

  290 Spring St, Osceola, WI 54020
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  /2

  $439,000 Sold Apr 09, 2026

  2146 84th Ave, Osceola, WI 54020

  • 4 Beds
  • 3 Baths
  • 2,800 Sq Ft
  • Built 2001

  Last Sold Summary

  • $157/SF
  • 131 Days On Market

  Current Estimated Value $435,115

  Last Listing Agent Mark Kovatch Coldwell Banker Realty

  2146 84th Ave, Osceola, WI 54020
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  /29

  Est $217,043 Not Listed For Sale

  826 Oak Ct, Osceola, WI 54020

  • 2 Beds
  • 1.5 Baths
  • 1,160 Sq Ft
  • Built 1990

  826 Oak Ct, Osceola, WI 54020

  Last Sold Summary

  • 5% Above List Price
  • $178/SF
  • 19 Days On Market

  Last Sold Price $206,000

  Last Listing Agent Alison Blanchard Compass Realty Group
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  /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
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  /43

  $318,000 Sold Oct 20, 2025

  912 Maple Dr, Osceola, WI 54020

  • 3 Beds
  • 2 Baths
  • 2,210 Sq Ft
  • Built 1977

  Last Sold Summary

  • $144/SF
  • 12 Days On Market

  Current Estimated Value $322,774

  Last Listing Agent Ryan Berner Realty Executives Top Results

  912 Maple Dr, Osceola, WI 54020
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  /22

  Est $263,385 Not Listed For Sale

  506 Saratoga Ave, Osceola, WI 54020

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1986

  506 Saratoga Ave, Osceola, WI 54020

  Last Sold Summary

  • 10% Above List Price
  • $250/SF
  • 11 Days On Market

  Last Sold Price $239,900

  Last Listing Agent Nathaniel Pettis RE/MAX Advantage Plus
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  /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
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  /20

  $379,000 Sold Aug 28, 2025

  881 217th St, Osceola, WI 54020

  • 3 Beds
  • 3 Baths
  • 1,908 Sq Ft
  • Built 2001

  Last Sold Summary

  • $199/SF
  • 19 Days On Market

  Current Estimated Value $382,106

  Last Listing Agent Michelle Austad EXP Realty, LLC

  881 217th St, Osceola, WI 54020
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  /2

  Est $331,492 Not Listed For Sale

  922 Circle Ct, Osceola, WI 54020

  • 3 Beds
  • 2 Baths
  • 2,089 Sq Ft
  • Built 1989

  922 Circle Ct, Osceola, WI 54020

  Last Sold Summary

  • 2% Below List Price
  • $156/SF

  Last Sold Price $325,000

  Last Listing Agent Jean Lundgren Keller Williams Integrity WI/MN
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  /8

  $689,000

  • Land
  • 2.27 Acres
  • $303,524 per Acre

  298 Zindaus St, Osceola, WI 54020

  Fabulous commercial opportunity in Osceola! 2.27 acres with endless possibilities!

  Teri Kampmeyer Coldwell Banker Realty

  298 Zindaus St, Osceola, WI 54020
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  /32

  $312,000 Sold Aug 14, 2025

  2293 57th Ave, Osceola, WI 54020

  • 1 Bed
  • 1.5 Baths
  • 576 Sq Ft
  • Built 2019

  Last Sold Summary

  • $542/SF
  • 19 Days On Market

  Current Estimated Value $310,016

  Last Listing Agent Mara Bowman Coldwell Banker Realty

  2293 57th Ave, Osceola, WI 54020
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  /33

  Est $341,340 Not Listed For Sale

  912 Martys Way, Osceola, WI 54020

  • 5 Beds
  • 1.5 Baths
  • 2,000 Sq Ft
  • Built 1937

  912 Martys Way, Osceola, WI 54020

  Last Sold Summary

  • 2% Above List Price
  • $168/SF
  • 76 Days On Market

  Last Sold Price $335,000

  Last Listing Agent Peggy Weber Keller Williams Integrity WI/MN
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  /16

  $135,000 Under Contract

  • Land
  • 4.31 Acres
  • $31,323 per Acre

  Lot 7 Big Lake Dr, Osceola, WI 54020

  4+ wooded acres with multiple building sites including walk-out basement options. The lot is perfect for nature lovers and outdoor enthusiasts. The property is covered in deer sign and trails, hunt in your backyard! Just 1 hour from the Twin Cities. The lot just down the road from Stower Seven Lakes State Trail. The trail is 14 miles long and passes through maple and oak forests wetlands prairies

  David Strassman Riverbend Realty Group, LLC

  Lot 7 Big Lake Dr, Osceola, WI 54020
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  /35

  $260,000 Sold Apr 10, 2026

  890 Maple Dr, Osceola, WI 54020

  • 4 Beds
  • 2.5 Baths
  • 2,852 Sq Ft
  • Built 1982

  Last Sold Summary

  • 12% Below List Price
  • $91/SF
  • 72 Days On Market

  Current Estimated Value $285,710

  Last Listing Agent Jean Lundgren Keller Williams Integrity WI/MN

  890 Maple Dr, Osceola, WI 54020
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  /9

  Est $296,417 Not Listed For Sale

  909 Martys Way, Osceola, WI 54020

  • 2 Beds
  • 1 Bath
  • 1,092 Sq Ft
  • Built 1993

  909 Martys Way, Osceola, WI 54020

  Last Sold Summary

  • 16% Above List Price
  • $234/SF
  • 2 Days On Market

  Last Sold Price $255,000

  Last Listing Agent Cheryl Retterath Edina Realty, Inc.
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  /33

  $234,900

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

  414 3rd Ave E, Osceola, WI 54020

  Darling 2+ bedroom, 2 bath move-in ready home in a highly walkable location! This well-maintained home blends charm with modern updates, featuring beautiful original white oak hardwood floors & new central air added in 2023. Extensive renovations in 2020-2021 include updated electrical(except range & dryer), PEX plumbing, stylish new lighting, and a fully remodeled main floor bath. The current

  Jean Lundgren Keller Williams Integrity WI/MN

  414 3rd Ave E, Osceola, WI 54020
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  /54

  $580,000 Sold Mar 25, 2026

  48 279th St, Osceola, WI 54020

  • 3 Beds
  • 2.5 Baths
  • 2,956 Sq Ft
  • Built 2006

  Last Sold Summary

  • 5% Above List Price
  • $196/SF
  • 10 Days On Market

  Current Estimated Value $612,864

  Last Listing Agent Michael Germain RE/MAX Team 1 Realty

  48 279th St, Osceola, WI 54020
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  /35

  Est $297,779 Not Listed For Sale

  893 Maple Dr, Osceola, WI 54020

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 1985

  893 Maple Dr, Osceola, WI 54020

  Last Sold Summary

  • 2% Above List Price
  • $218/SF
  • 48 Days On Market

  Last Sold Price $293,000

  Last Listing Agent Jamie Fahrenkrug EXP Realty, LLC
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  /11

  $89,900

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

  0 Helen Ln Unit 50298327, 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 50298327, Osceola, WI 53010
• 

  $58,000 Sold Mar 06, 2026

  Lt12 Red Oak Dr, Osceola, WI 53010

  • Land
  • 1.14 Acres
  • $50,877 per Acre

  Last Sold Summary

  • 2% Below List Price
  • 27 Days On Market

  Last Listing Agent Elizabeth Augustyn Birchwood Properties LLC

  Lt12 Red Oak Dr, Osceola, WI 53010
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  /16

  Est $292,153 Not Listed For Sale

  897 Maple Dr, Osceola, WI 54020

  • 2 Beds
  • 2 Baths
  • 1,631 Sq Ft
  • Built 1980

  897 Maple Dr, Osceola, WI 54020

  Last Sold Summary

  • 3% Below List Price
  • $184/SF
  • 25 Days On Market

  Last Sold Price $300,000

  Last Listing Agent Alyssa Auten Real Broker, LLC
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  /2

  $315,000 New Construction

  • 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

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