21

Osceola, WI Homes for Sale with Acreage

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  • /60

    $605,000

    • 2 Beds
    • 3 Baths
    • 2,677 Sq Ft

    2239 83rd Ave, Osceola, WI 54020

    Experience the perfect blend of luxury, quality, and convenience in this exceptional home built in 2021. Thoughtfully designed with attention to every detail, this stunning property showcases high-end finishes and premium upgrades throughout.Step inside to discover an open and inviting floor plan highlighted by a gorgeous kitchen featuring quality cabinetry, beautiful countertops, and a

    Agent Photo

    Jolene Kammerud

    Outdoors Realty

    2239 83rd Ave, Osceola, WI 54020
  • /40

    $499,900

    • 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
  • /22

    $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
  • /53

    $595,000

    • 4 Beds
    • 3.5 Baths
    • 3,037 Sq Ft

    2519 86th Ave, Osceola, WI 54020

    Welcome to Buck Ridge, one of Osceola’s most desirable established neighborhoods! Situated on over an acre of beautifully landscaped grounds, this custom-built 4-bedroom, 4-bath home offers the perfect blend of comfort, space, and recreation both inside and out.From the moment you arrive, you’ll appreciate the exceptional curb appeal, oversized 3-car garage with an extra-large center door,

    Peggy Weber Keller Williams Integrity WI/MN

    2519 86th Ave, Osceola, WI 54020
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /15

    $84,900

    • Land
    • 2.37 Acres
    • $35,823 per Acre

    TBD 53rd, Osceola, WI 54020

    Build your forever home on this beautiful 2.37-acre wooded lot just minutes from Osceola! Nestled in a quiet, established subdivision, this property offers the perfect blend of privacy and convenience. Mature trees, rolling terrain, and a peaceful setting create an ideal backdrop for your dream home. Part of the property has recently been brush-cleared with updated pictures of that coming soon,

    Chelsea Kruse Saphire Realty

    TBD 53rd, Osceola, WI 54020
  • /26

    $424,000

    • 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 kitchen

    Chelsea Kruse Saphire Realty

    2373 30th Ave, 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
  • /106

    $998,000

    $202K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,452 Sq Ft

    1898 60th Ave, Osceola, WI 54020

    Experience refined Northwoods living in this impressive 4-bed, 4-bath log home on much desired Big Lake. Beautifully designed home set in a serene and private setting, the home captures peaceful lake view and lake access from the front of the home and a beautiful wooded backdrop in the back, creating the perfect balance of scenery and seclusion. Inside, you'll find spacious living areas designed

    Wanda Wickenhauser White Oaks Real Estate, LLC

    1898 60th Ave, Osceola, WI 54020
  • /66

    $995,000

    • 1 Bed
    • 2 Baths
    • 1,895 Sq Ft

    1984 35th Ave, Osceola, WI 54020

    Nestled on nearly 40 acres, this country property blends vast views with mature hardwoods and a network of trails through the woods. The single-level home sits back from the road for privacy and features natural hardwood floors and an open kitchen centered around a large island. A den and a sitting room flank the kitchen, while a spacious living room with a gas fireplace provides a comfortable

    Kyle Hinrichs RE/MAX Team 1 Realty

    1984 35th Ave, Osceola, WI 54020
  • /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
  • /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
  • /42

    $549,900

    • 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
  • /4

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,909 Sq Ft

    2192 90th Ave, Osceola, WI 54020

    More photos coming soon. Move-in ready rambler on a 1-acre lot! This meticulously cared-for home is located in a nice, quiet setting with room to stretch. The laundry room is conveniently located on the main level next to the bedrooms. Two bedrooms are located upstairs. New Bosch stainless steel appliances are still under warranty. Mechanicals were updated in 2025 and are also under warranty. The

    Laura Baker Apple River Realty LLC

    2192 90th Ave, Osceola, WI 54020
  • /11

    $89,900

    • 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

Home Price Trends

Median Sale Price
$300,000
Median Single Family Sale Price
$309,900
Median Townhouse Sale Price
$330,000
Median 2 Bedroom Sale Price
$296,900
Median 1 Bedroom Sale Price
$275,000
Average Price Per Sq Ft
$187
Number of Homes for Sale
8
Last 12 months Home Sales
61
Months of Supply
1.60
Median List Price
$305,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
0%
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