Osceola, WI Homes for Sale

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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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  /26

  $375,000

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

  2256 40th Ave Unit X, 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 Unit X, Osceola, WI 54020
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  /70

  $640,000

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

  411 Ridge Rd, 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, Osceola, WI 54020
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  /20

  $379,000 Open Sat 11AM - 1PM

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

  881 217th St, Osceola, WI 54020

  Welcome to this immaculately maintained 3bed/ 3bath, split-level home nestled on a spacious 1 acre lot in the Pleasant Hollow sub-division in Osceola, WI. This property, located just minutes from the StowerSeven Lakes Trail, local parks, and all the amenities that Osceola has to offer, exhibits a perfect blend of comfort, functionality, and location. Step inside to find a welcoming interior with

  Michelle Austad EXP Realty, LLC

  881 217th St, Osceola, WI 54020
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  /50

  $468,000

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

  2146 84th Ave, Osceola, WI 54020

  You will LOVE the view this home offers. Are you looking for a custom home that offers a home warranty, country setting, quality craftsmanship, peace of mind and serene living in this beautifully designed 4-bedroom home, nestled in a tranquil setting with breathtaking views that invite peace and relaxation. Step inside to find a spacious, thoughtfully laid-out interior featuring a large primary

  Benjamin Wheeler EXP Realty, LLC

  2146 84th Ave, Osceola, WI 54020
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  /27

  $325,000

  • 4 Beds
  • 2 Baths
  • 2,000 Sq Ft

  2186 88th Ave, Osceola, WI 54020

  This inviting 4-bedroom, 2-bath home sits on a spacious 1-acre lot bordered by mature trees, offering both comfort and room to roam. Built in 2003, it features updated vinyl plank flooring, a vaulted ceiling for added space and light, Anderson windows, and a modern kitchen with stainless steel appliances & a classic subway tile backsplash. Enjoy working in the garage year-round convenience with

  Melissa Jones Century 21 Affiliated

  2186 88th Ave, Osceola, WI 54020
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  /27

  $309,000 Open Sat 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,424 Sq Ft

  411 Ladd Ln, Osceola, WI 54020

  Note: Seller having professional repainting done - New Photos week of June 16. This home would be available for a quick close. Location, Location, Location! Everything you need on one level in this smart floor plan home - open floor plan with island. Large back yard with beautiful willow tree. Fully Fenced. Move in Ready.Osceola is a

  Wanda Wickenhauser White Oaks Real Estate, LLC

  411 Ladd Ln, 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 gasfireplace

  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

  $365,000

  • 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. Enjoy

  Lisa Hansen Epique Realty

  502 Seminole Ave, Osceola, WI 54020
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  /45

  $350,000

  • 3 Beds
  • 2.5 Baths
  • 1,840 Sq Ft

  318 Meadow Lark Ln, Osceola, WI 54020

  Tucked away in the charming countryside of Osceola, this 3-bedroom, 3-bath home is a peaceful retreat with storybook appeal. The main floor primary suite offers cozy comfort, while soaring ceilings and thoughtful architectural details add a sense of airy elegance throughout. Perennial landscaping blooms with color through the seasons, inviting birds and butterflies to visit. Inside, sunlight

  Amy Ranae Dills Brick & Banister Real Estate

  318 Meadow Lark Ln, Osceola, WI 54020
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  /114

  $1,099,000

  • 5 Beds
  • 4.5 Baths
  • 6,205 Sq Ft

  2364 15th Ave, Osceola, WI 54020

  A masterpiece of luxury and design nestled on 5.35 wooded acres is this amazing home that will exceed your expectations. This custom-built home showcases refined craftsmanship—maple flooring, radiant in-floor heated concrete, Andersen windows, and energy-efficient spray foam insulation. Enjoy the warmth and natural light from the four-season sunroom or entertain in the open concept living room

  Brenda Johnson Edina Realty, Inc.

  2364 15th Ave, Osceola, WI 54020
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  /26

  $448,500

  • 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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  /34

  $385,000

  • 4 Beds
  • 3 Baths
  • 2,146 Sq Ft

  738 220th St, Osceola, WI 54020

  A offer has been accepted, and the open house is shut down. Your dream home awaits just east of beautiful Osceola!! This stunning four-bedroom, three-bathroom home is perfectly situated on 1.77 acres, offering plenty of space for children to play and dogs to roam. Inside, you'll find a modern kitchen with newer appliances, making it easy to host gatherings and entertain guests. The spacious

  Adam Majeske Saphire Realty

  738 220th 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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  /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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  /49

  $214,900 Open Sat 11AM - 1PM

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft

  303A 235th St, Osceola, WI 54020

  Escape the hustle and embrace the quiet. Tucked into a quiet, one-of-a-kind neighborhood in Osceola, this 3 bedroom, 1 bath home is full of potential and peaceful charm. Inside you'll find a functional layout, a cozy feel and room to make it your own. Outside, there's plenty of space for a garden, fire pit, backyard BBQ's or just enjoying the sounds of nature. Just minutes from Cascade Falls, The

  Jennifer Groff Real Broker, LLC

  303A 235th St, Osceola, WI 54020
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  /14

  $1 Open House 7/15

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

  159 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

  159 230th St, Osceola, WI 54020
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  /15

  $1 Open House 7/15

  • 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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  /2

  $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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  /2

  $29,900

  • Land

  420/422 Tony St, Osceola, WI 54020

  Here is your opportunity to make your home within a quaint neighborhood of Osceola. Less than an hour from the Twin Cities metro, perfectly situated at the end of a quiet no-outlet street. 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

  420/422 Tony St, 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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  /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, 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, &

  Sarah Voss Adashun Jones Real Estate

  W498 Elm St, Osceola, WI 53010
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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

  $299,000

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  898 Maple Dr, Osceola, WI 54020

  This home is located on a nice corner lot near the schools and close to downtown. There is plenty of room here, but room to grow with an unfinished basement already plumbed and egress window available. This home has new flooring in the bedrooms, bath, laundry, kitchen/dining and a new washer and dryer. The large deck has plenty of room for seating and an outdoor grill to boot.

  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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  /5

  $60,000

  • Land
  • 3.52 Acres
  • $17,045 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
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  /9

  $84,900

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

  0 Helen Ln Unit 50298323, 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 50298323, 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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