Osceola, WI Homes for Sale

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  /70

  $640,000

  • 4 Beds
  • 4.5 Baths
  • 3,914 Sq Ft

  411 Ridge Rd Unit C, Osceola, WI 54020

  Breathtaking panoramic river views from the bluffs of the St. Croix Valley with a 1/5th interest in an almost 15-acre island! Surrounded by mature trees and close to the Standing Cedars hiking trails, this property offers privacy and a true connection to nature. It has been lovingly maintained and thoughtfully updated. Features include beautiful maple flooring, stainless steel appliances, 2 gas

  Sheri Rude Edina Realty, Inc.

  411 Ridge Rd Unit C, Osceola, WI 54020
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  /56

  $775,000

  • 3 Beds
  • 2 Baths
  • 2,223 Sq Ft

  2771 County Line Ave, Osceola, WI 54020

  Looking for that perfect blend of cozy charm and wide-open space? This 3-bedroom, 2-bath single-family gem, set between Somerset and Osceola, is exactly what you’ve been searching for! Situated on 15 lush, green acres of tillable land and well-maintained pasture, this meticulously cared-for property offers a rare opportunity for those seeking rural charm with modern amenities. This inviting

  Jay Fletch Edina Realty, Inc.

  2771 County Line Ave, Osceola, WI 54020
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  /37

  $375,000

  • 4 Beds
  • 2 Baths
  • 2,028 Sq Ft

  351 Mill St, Osceola, WI 54020

  Welcome to your dream home in desirable Osceola! This beautifully maintained 4-bed, 2-bath home offers an open and spacious main floor layout, perfect for both entertaining and everyday living. There are two bedrooms on the main floor with a full bath and the lower level is complete with a cozy family room space, two bedrooms, and full bath. The home has been meticulously cared for, showcasing

  Michael Carlson Edina Realty, Corp. - St Croix Falls

  351 Mill St, Osceola, WI 54020
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  /30

  $325,000

  • 3 Beds
  • 2 Baths
  • 1,492 Sq Ft

  2224 75th Ave Unit M, Osceola, WI 54020

  **Welcome to 2224 75th Ave, Osceola - Peaceful Country Living Just Minutes from Town! This home offers the perfect balance of privacy and convenience, nestled on a spacious lot with beautiful views of nature in every direction. Whether you're sipping your morning coffee on the deck or relaxing in the evening, you’ll love the sound of birds singing and watching wildlife pass through your yard -

  Lonn Lineker Compass Realty Group

  2224 75th Ave Unit M, Osceola, WI 54020
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  /30

  $389,900

  • 4 Beds
  • 1 Bath
  • 1,872 Sq Ft

  559 Wisconsin 35, Osceola, WI 54020

  This updated rambler offers the perfect mix of functionality and country charm, sitting on nearly 4 acres—just 1 mile south of the Osceola hospital! Set up for hobby farming with fenced paddocks and graced by mature shade trees, this move-in ready home features an open floor plan with new vinyl plank flooring, a remodeled bathroom with tiled shower, and a spacious kitchen with stainless steel

  Melissa Jones Century 21 Affiliated

  559 Wisconsin 35, Osceola, WI 54020
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  /82

  $425,000

  • 4 Beds
  • 3 Baths
  • 2,776 Sq Ft

  106 Prairie Grass Dr, Osceola, WI 54020

  Tucked in a quiet pocket near golf course, this traditional one-level home welcomes with an open, light-filled layout and timeless details. The kitchen—complete with a large island, gas stove, and tile backsplash—flows seamlessly into relaxed gathering spaces. Enjoy peaceful mornings on the open front porch and cozy evenings on the patio free standing fireplace in the spacious lower-level family

  Joshua Leonhardt Coldwell Banker Realty

  106 Prairie Grass Dr, Osceola, WI 54020
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  /30

  $375,000

  • 3 Beds
  • 2 Baths
  • 1,900 Sq Ft

  2256 40th Ave, Osceola, WI 54020

  Welcome to this beautifully updated country farmhouse nestled on 3.1 park-like acres just south of Osceola WI. Surrounded by mature shade trees and offering excellent privacy, this charming home blends rustic warmth with modern style. The open floor plan showcases a stunning kitchen complete with a brick accent wall, quartz countertops, farmhouse sink, stainless steel appliances, and stylish

  Melissa Jones Century 21 Affiliated

  2256 40th Ave, Osceola, WI 54020
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  /66

  $689,900

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

  840 250th St, Osceola, WI 54020

  Welcome to this stunning 4-bedroom, 4-bathroom home located in the prestigious Buck ridge neighborhood of Osceola. Nestled on 2.31beautifully landscaped acres, this thoughtfully updated property offers the perfect blend of comfort, luxury, and functionality.Step inside to discover a spacious and light-filled layout featuring vaulted ceilings, new carpet, and a striking double-sided

  Dawn Bell Realty ONE Group Choice

  840 250th St, Osceola, WI 54020
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  /45

  $349,900

  • 3 Beds
  • 2 Baths
  • 1,298 Sq Ft

  623 Big Lake Ct, Osceola, WI 54020

  Great opportunity to live close to Big Lake on a private, 2.4 acre lot with a mother-in-law apartment. Nestled on a serene 2.4-acre lot near a picturesque lake, this spacious single-family home offers both privacy and convenience. The property features a fully finished basement with a separate mother-in-law apartment, making it perfect for multi-generational living or rental income.Inside, the

  Teri Eilertson Edina Realty, Inc.

  623 Big Lake Ct, Osceola, WI 54020
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  /51

  $315,000

  • 3 Beds
  • 2 Baths
  • 1,830 Sq Ft

  410 Delmar Ave, Osceola, WI 54020

  An amazing property to call your own, this 3 bedroom and 2 bath home is meticulously maintained and in the Osceola School District. With an open concept vaulted living area and abundant natural sunlight, it will be effortless to enjoy family time and entertain guests. Make time for the great outdoors sipping coffee under your front covered porch, playing in Smith Park which is immediately to the

  Sheri Rude Edina Realty, Inc.

  410 Delmar Ave, Osceola, WI 54020
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  /25

  $349,000

  • 4 Beds
  • 4 Baths
  • 2,740 Sq Ft

  502 Seminole Ave, Osceola, WI 54020

  Priced to sell! With over 2700 finished sq. ft. of living space, this rambler offers the best of both worlds - single-level living with the bonus of a newly finished basement. Perfect for families and entertainers alike, the home features three distinct living areas giving everyone their space to relax or gather.The kitchen has been updated with newer appliances, counters and backsplash.

  Lisa Hansen Epique Realty

  502 Seminole Ave, Osceola, WI 54020
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  /26

  $435,000

  • 4 Beds
  • 3 Baths
  • 2,496 Sq Ft

  602 218th St, Osceola, WI 54020

  Discover your dream country home! This newer custom built home situated on a peaceful 3 acre parcel in rural Osceola boasts 4 bedrooms, 3 baths and an array of desirable features. Designed for modern living, the open-concept floor plan creates a welcoming and spacious atmosphere. Large lower-level family room with a walk-out basement leading to a stamped concrete patio. A wrap-around deck offers

  Greg Koshiol Property Executives Realty

  602 218th St, Osceola, WI 54020
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  /38

  $1,069,000

  • 8 Beds
  • 8.5 Baths
  • 5,800 Sq Ft

  305 River St, Osceola, WI 54020

  This property is currently operating as an elegant Bed and Breakfast Inn with eight captivating unique rooms sits atop a bluff overlooking the St Croix River with panoramic views. There are eight guest rooms that are elegant and spacious rooms, there are other common areas as well. This property could be converted into a single family home to take in the beauty of the St Croix River views.

  TJ Wilson Applegate Inc

  305 River St, Osceola, WI 54020
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  /50

  $685,000

  • 4 Beds
  • 3 Baths
  • 3,855 Sq Ft

  2158 84th Ave, Osceola, WI 54020

  Laine Anderson Property Executives Realty

  2158 84th Ave, Osceola, WI 54020
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  /20

  $340,000 New Construction

  • 2 Beds
  • 2 Baths
  • 1,226 Sq Ft

  260 Spring St, Osceola, WI 54020

  The Penelope Floor Plan.....This highly sought after 1 level living layout include 2 bedrooms, 2 full bathrooms and easy laundry access. Private master suite, large eat in kitchen with center island, vaulted great room, walk in closets offering ample storage...exterior finished with stone accents and maintenance free siding, 2 car garage and a covered porch off the front door. Please note photos

  Chris Siverhus RE/MAX Synergy

  260 Spring St, Osceola, WI 54020
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  /5

  $340,000 New Construction

  • 3 Beds
  • 1.5 Baths
  • 1,300 Sq Ft

  330 Mill St, Osceola, WI 54020

  To-Be-Built, NEW CONSTRUCTION! The Arbor III Plan: Experience the joy and ease of owning a NEW home with the convenient one level living along. Located in the appealing neighborhood of Gateway Meadows in the charming river town, Osceola. Other plans/lots also available to choose from.

  Candice Mueller RE/MAX Synergy/Osceola

  330 Mill St, Osceola, WI 54020
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  /66

  $549,900

  • 6,000 Sq Ft

  W498 Elm St, Osceola, WI 53010

  Investment Opportunity in the Heart of the Kettle Moraine ( Dundee ). A church, house, 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 single family home with 4 bedrooms, 2.5 Baths, living room, family

  Sarah Voss Adashun Jones Real Estate

  W498 Elm St, Osceola, WI 53010
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  /32

  $300,000

  • 1 Bed
  • 1.5 Baths
  • 576 Sq Ft

  2293 57th Ave, Osceola, WI 54020

  Welcome Home! Don't miss this opportunity to own a well-maintained 1-bedroom, 2-bath single-family home set on a private, wooded 2-acre lot. This newer carriage house offers a peaceful, country setting with endless potential. Located just minutes from the charming river town of Osceola, the St. Croix River Valley, Trollhaugen Ski Resort, and multiple state parks and recreational trails, this

  Mara Bowman Coldwell Banker Realty

  2293 57th Ave, Osceola, WI 54020
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  /21

  $1,789,000

  • Land
  • 163 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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  /35

  $286,000

  • 2 Beds
  • 1 Bath
  • 750 Sq Ft

  563 180th St, Osceola, WI 54020

  Come and see this diamond in the rough on Wind Lake. Wind Lake is a 39 acre lake that is 24ft deep and 90% sand. This four-season cabin is ready for your weekend relaxation. Just 45 minutes from the Twins Cities area this property sits on a chain of lakes that is great for all your water recreations activities, fishing and lake fun. Nearby bike and snowmobile trails and just miles from

  Tonya Johnson Edina Realty, Inc.

  563 180th St, Osceola, WI 54020
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  /2

  $1

  • Land
  • 56 Acres
  • $0 per Acre

  0 230th St, Osceola, WI 54020

  Offered by auction at Hansenauctiongroup.com. Auction ending July 22,2025. Price determined by auction. Discover the potential of this 56.5± acre parcel offering a versatile mix of mostly open, tillable farmland, along with pasture and pockets of mature woods. Whether you're looking to expand your agricultural operation, establish a hobby farm, or invest in rural land with multiple use

  Jerry Bates Hansen Real Estate Group

  0 230th St, Osceola, WI 54020
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  /14

  $1

  • 3 Beds
  • 2 Baths
  • 1,618 Sq Ft

  161 230th St, Osceola, WI 54020

  Offered by auction at Hansenauctiongroup.com. Auction ending July 22,2025. Price determined by auction. Welcome to your dream home! This beautifully crafted, newer built residence offers modern living in a peaceful, spacious setting. Nestled on 2± acres, this 3-bedroom, 2-bath home is designed with comfort and style in mind. Enjoy luxurious outdoor living with a 15x40 saltwater swimming pool

  Jerry Bates Hansen Real Estate Group

  161 230th St, Osceola, WI 54020
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  /15

  $1

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft

  163 230th St, Osceola, WI 54020

  Offered by auction at Hansenauctiongroup.com. Auction ending July 22,2025. Price determined by auction. Discover the perfect blend of country living and practical amenities with this 3-bedroom, 2-bathroom double wide home situated on 3.6± peaceful acres. This well-maintained property offers a spacious layout with comfortable living spaces and is ideal for those seeking room to roam, hobby

  Jerry Bates Hansen Real Estate Group

  163 230th St, Osceola, WI 54020
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  /3

  $54,000

  • Land
  • 0.24 Acre
  • $225,000 per Acre

  381 Mill St, Osceola, WI 54020

  Nice .24 acre residential lot in Gateway Meadows on the east side of Osceola. Great building spot on this cleared lot with area for a garden in this newer development. Utilities of city water, city sewer, natural gas and electric service are available at the street. Great lot in a great location!

  Bruce Olson Outdoors Realty

  381 Mill St, Osceola, WI 54020
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  /24

  $305,000

  • 2 Beds
  • 2 Baths
  • 1,422 Sq Ft

  411 Ladd Ln, Osceola, WI 54020

  Freshly Updated! Modern Look! New Photos!Available for a quick close. Prime location! This single-story home features a smart, open floor plan with everything you need on one level, including a spacious island in the kitchen. Enjoy a large backyard shaded by a beautiful willow tree, fully fenced for privacy and perfect for outdoor activities. Move-in ready and waiting for you!Situated

  Wanda Wickenhauser White Oaks Real Estate, LLC

  411 Ladd Ln, Osceola, WI 54020
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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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  /36

  $228,000

  • 3 Beds
  • 1 Bath
  • 1,077 Sq Ft

  2369 94th Ave Unit A, Osceola, WI 54020

  Enjoy easy one-level living in this beautifully updated 3-bedroom, 1-bath twin home located in a quiet, well-maintained association that shares 3 grassy acres that you don't have to maintain! Step into a modern kitchen with updated finishes and an open layout, leading to a spacious walkout patio overlooking peaceful trees and open fields, perfect for sipping your coffee while relaxing taking in

  Jessica Cramlet Edina Realty, Inc.

  2369 94th Ave Unit A, Osceola, WI 54020
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  /28

  $294,900

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  898 Maple Dr, Osceola, WI 54020

  Nestled on a desirable corner lot just minutes from local schools and downtown amenities, this spacious home offers both comfort and potential. Inside, you'll find brand-new flooring throughout the bedrooms, bathroom, laundry area, and kitchen/dining space—plus a new washer and dryer for added convenience.The unfinished basement, already plumbed and featuring an egress window, provides a

  Katherine Demulling Marathon Realty

  898 Maple Dr, Osceola, WI 54020
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  /13

  $239,900

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

  923 Geiger St, Osceola, WI 54020

  This property is a great distance as your downtown amenities and only a block away from the elementary school, it has plenty of room and there is a non conforming office space that could easily be a 5th bedroom, there is Hardie siding, a newer roof, and a huge family room, it’s ready to go! The hardie siding has a painting quote at request, which will make this amazing home a Welcome family

  Jennifer Kling A Hometown Realty

  923 Geiger St, Osceola, WI 54020
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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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  /28

  $287,000

  • 3 Beds
  • 2 Baths
  • 1,684 Sq Ft

  806 Oak Ridge Dr, Osceola, WI 54020

  Great home with 3 bedrooms, 2 baths. Large 36'x18' deck off dining/kitchen area. Oversized fenced back yard in a great neighborhood! New Mini-split AC unit. New appliances and lower level windows in 2022. Nice walkable location to downtown and nearby schools. Radon Mitigation already installed.

  Kyle Hinrichs RE/MAX Team 1 Realty

  806 Oak Ridge Dr, Osceola, WI 54020
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  /6

  $58,000

  • Land
  • 3.52 Acres
  • $16,477 per Acre

  Lot 5 30th Ave, Osceola, WI 54020

  This 3.5 acre corner lot is centrally located between Osceola and Somerset on a quiet country road. ATV riding, snowmobile trails and fishing are just a few of the perks of this country living! Bring your builder and get started on your dreams of homeownership today.

  Amy Larson EXP Realty, LLC

  Lot 5 30th Ave, Osceola, WI 54020
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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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  /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

  $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

  $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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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

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