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$285,000
2 Beds ⋅ 2 Baths ⋅ CLOSED Status
Step into comfort and convenience with this stylish slab-on-grade home?no stairs, just easy living! The open, modern layout flows seamlessly to a spacious deck overlooking a fully fenced yard, perfect for entertaining, pets, or play. Located in a highly sought-after neighborhood, this home combines contemporary design with a warm, welcoming feel. Enjoy low-maintenance living without sacrificing style or outdoor space.

420 Staples Road Road, Osceola

Listing courtesy of WESTconsin Realty LLC. Selling Office: .

$284,900
4 Beds ⋅ 2 Baths ⋅ CLOSED Status
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 hobbies, storage and family room. With a 2 car garage and a location close to parks, trails, schools, and the charm of this inviting river town.

706 Summit Street Street, Osceola

Listing courtesy of Keller Williams Integrity WI/MN. Selling Office: .

$275,250
3 Beds ⋅ 1 Baths ⋅ CLOSED Status
Looking for a vacation home? Or a vacation home all year long? This two-story home is what you're searching for and is available this summer! Located in the heart of Dundee, it's surrounded by the Kettle Moraine and lake system; Long Lake, Crooked Lake, Mauthe Lake, or so many others. Hike in the Kettle Moraine..it's right out your backdoor! Includes a meticulously kept home of 1,174 sq ft with 3 BR, 1 bath, eat-in kitchen, large living room, with an attached wrap-around enclosed porch. All appliances stay, as does the Generac generator and washer/dryer. Solid cinder block garage of 26x24 and storage shed 12x20. Steel siding, windows, furance and AC, also the basement plumbing. Evening strolls thru Dundee? Stop for ice cream at the Hamburger Haus for a treat!

W420 County Road F, Osceola

Listing courtesy of First Weber, Inc.. Selling Office: .

$275,000
1 Beds ⋅ 3 Baths ⋅ CLOSED Status
Lovingly cared for by its original owner, this home is ready to welcome its next chapter. Nestled on approx. 2 wooded acres, you?ll enjoy the beauty of country living with a peaceful yard and natural privacy, yet still be close to Osceola, Dresser, and all the charm of the St. Croix River Valley. The main level offers an inviting living room with large windows for natural light, a bedroom with plenty of closet space, full bathroom, laundry, kitchen and a dining room with access to a relaxing screen porch overlooking the backyard. The lower level is partially finished with a cozy family room, a quarter bath, and plenty of space to create an additional bedroom with existing egress window or expand to your needs. A 26x26 detached garage provides generous space for vehicles, hobbies, or storage. This property offers both comfort and potential, ready for you to make it your own.

883 250th Street Street, Osceola

Listing courtesy of Edina Realty, Inc.. Selling Office: .

$271,000
4 Beds ⋅ 2 Baths ⋅ CLOSED Status
Nearly an acre in town ? don't miss this one! This 4 bedroom, 2 bath home sits on a spacious lot lined with mature trees, giving you the privacy and outdoor space that's hard to find inside city limits. All four bedrooms are conveniently located upstairs, and a 3-season porch off the back gives you bonus living space to enjoy the outdoors well into fall. A full basement adds storage and potential.

619 Seminole Avenue Avenue, Osceola

Listing courtesy of LPT Realty. Selling Office: .

$270,000
2 Beds ⋅ 2 Baths ⋅ CLOSED Status
Private country retreat! This inviting 2-bedroom, 2-bath home offers the peaceful setting you've been searching for. Tucked away among mature trees, the property provides exceptional privacy and a true escape from the hustle and bustle. Enjoy comfortable and easy living spaces, a functional floor plan, and beautiful views of the surrounding nature. With plenty of room for storage & and enjoying the outdoors, this property is ideal for those seeking a quiet lifestyle while remaining within easy reach of St. Croix Falls, Osceola, and the Twin Cities metro area. A rare opportunity to own your own slice of northwest Wisconsin countryside.

1900 75th Avenue Avenue Unit Y, Osceola

Listing courtesy of Saphire Realty. Selling Office: .

$270,000
3 Beds ⋅ 1 Baths ⋅ CLOSED Status
Tucked at the end of a quiet dead-end street, this beautifully remodeled Osceola home offers comfort and style with a private backyard oasis surrounded by mature trees and a brand-new privacy fence. Inside, you?ll find new flooring throughout, an updated kitchen and bath, and a welcoming vaulted ceiling that adds to the spacious feel. The freshly painted exterior and newer roof provide peace of mind, while the family room?s wainscoting detail creates a warm, two-tone charm. Step out from the kitchen onto the backyard deck ? perfect for relaxing or entertaining in your own peaceful retreat.

402 Caroll Street Street, Osceola

Listing courtesy of Century 21 Affiliated. Selling Office: .

$269,000
2 Beds ⋅ 2 Baths ⋅ CLOSED Status
Welcome to this beautifully maintained home, perfectly situated in a quiet neighborhood near the heart of Osceola. The main level offers 2 spacious bedrooms, a remodeled full bath, & a bright living area that flows seamlessly into the eat-in kitchen w/ custom cabinets, a hands-free faucet, & a center Island w/ granite top. Downstairs, you?ll find three versatile flex rooms perfect as non-conforming bedrooms with space for a home office, gym, playroom, or creative space. Step outside to your private backyard retreat where a pergola, outdoor TV, & patio furniture await on the oversized stamped concrete patio; all included with the home! This outdoor setup is designed for comfort & enjoyment. A charming breezeway connects the home to the 2-car garage, offering both convenience & character. With a functional layout, thoughtful touches throughout, & a highly desirable location within walking distance to the elementary school, this home is truly a standout. Schedule a showing today!

412 8th Avenue Avenue, Osceola

Listing courtesy of eXp Realty LLC. Selling Office: .

$269,000
2 Beds ⋅ 2 Baths ⋅ CLOSED Status
Welcome to this beautifully maintained home, perfectly situated in a quiet neighborhood near the heart of Osceola. The main level offers two spacious bedrooms, a remodeled full bath with double sinks, and a bright living area that flows seamlessly into the updated eat-in kitchen with custom cabinets, a hands-free kitchen faucet, and a center Island with granite top and matching chairs. Downstairs, you?ll find three versatile flex room that are perfect as non-conforming bedrooms with space for a home office, gym, playroom, or creative space. Step outside to your private backyard retreat where a pergola, outdoor TV, and patio furniture await on the oversized, stamped concrete patio; all included with the home! Whether you're hosting guests or unwinding beneath the stars, this outdoor setup is designed for comfort and enjoyment. A charming breezeway connects the home to the 2-car garage with built-ins, offering both convenience and character. With a functional layout, thoughtful touches throughout, and a highly desirable location that is within walking distance to the elementary school, this home is truly a standout. Don't miss your opportunity, schedule your private showing today!

412 8th Avenue Avenue, Osceola

Listing courtesy of EXP Realty, LLC. Selling Office: .

$269,000
2 Beds ⋅ 1 Baths ⋅ CLOSED Status
Charming 2 Bed, 1 Bath Lakefront Home on Private Birchwood Lake - Great Fishing Retreat! Escape to the serene beauty of the Northern Kettle Moraine in this cozy 2-bedroom, 1-bath home located directly on private Birchwood Lake--a no-wake lake known for excellent fishing and peaceful views. Whether you're looking for a weekend getaway or a year-round retreat, this property offers the perfect balance of relaxation and outdoor adventure. Take a short walk to the nearby Kettle Moraine Lake, a full-rec lake offering boating, jet skiing, and more. After a day on the water, unwind at the local tiki bar and restaurant--all within walking distance! Property needs some cosmetic updates and is being sold as is.Don't miss this rare opportunity to own a slice of lakeside paradise!

W932 Birchwood Drive Drive, Osceola

Listing courtesy of 5-Star Realty. Selling Office: .

$260,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status
Located in a desirable in-town neighborhood within walking distance to parks, trails, and schools. This well-maintained 4-bedroom, 3-bath walk-out ranch offers comfort, convenience, and space. The beautifully landscaped yard features an inviting backyard patio, garden, pergola, and a deck added just four years ago?perfect for relaxing or entertaining. Inside, enjoy a freshly painted interior, new lower-level carpet, and numerous recent updates. The main floor offers three bedrooms, two bathrooms, a laundry room, a spacious living room, and an open-concept kitchen and dining area. The walk-out lower level includes an additional bedroom, bathroom, and family room with direct access to the backyard patio. Take in the peaceful setting from the deck and enjoy quiet cul-de-sac living with easy access to the oversized tuck-under garage. Step inside and make this exceptional home your own in a well-established neighborhood.

890 Maple Drive Drive, Osceola

Listing courtesy of Keller Williams Integrity WI/MN. Selling Office: .

$260,000
4 Beds ⋅ 2 Baths ⋅ CLOSED Status
Set on historic River St in Osceola, this quaint turn-of-the-century cottage-style gem offers timeless character with today?s modern conveniences. From the inviting screened front porch (2021) through to the maintenance-free wrap-around deck (2016), this home is full of warmth and curb appeal. Step inside to discover an updated kitchen with SS appliances (DW-2019), a stunning custom ceiling medallion and chandelier in the dining room, and your choice to use the beautiful French doors between the dining and living rooms, or keep wide open. The main level has warm hardwood floors throughout! The primary bedroom is conveniently located on the main level, offering ease & comfort. The bonus studio room on the main level could be an office, or even used as a 5th bedroom! Upstairs, you?ll find 2 more bedrooms with ample under-eave alcove-type closet areas, or have fun in the alcoves for a reading nook or play area! The lower level has a finished bedroom space with an egress window, as well as a nice utility/laundry room. Outside is easy-care with a modest lawn space and beautiful perennial gardens & landscaping framing the yard. The home has full gutters w/ gutter guards. The detached garage is all wired up for your electric vehicle and storage is available in the adjacent carport or shed. Best of all, you?re within walking distance to the library, fine dining, and all the shops, activities and festivities happening all year in beautiful Osceola. Come join us in our little river town community ? you will love it here!

602 River Street Street, Osceola

Listing courtesy of Property Executives Realty. Selling Office: .

$255,000
2 Beds ⋅ 2 Baths ⋅ CLOSED Status
One level living! Open floor plan with a bonus sun room on the east side! Brand new microwave and a cozy gas fireplace. Main living area has a vaulted ceiling and additional skylight for natural light. This lovely twin home is located on the outskirts of town ? close to walking paths to school and an easy walk downtown. The property is close to many main roads for easy access to anywhere you need to go! The owner lived in the home for 26 years and it is well maintained and cared for. Come, take a look!

222 Meadow Lark Lane Lane, Osceola

Listing courtesy of Coldwell Banker Realty. Selling Office: .

$255,000
4 Beds ⋅ 2 Baths ⋅ CLOSED Status
Charming 4-Bedroom Home with Great Potential! Welcome to 701 Cascade Street in the heart of Osceola! This spacious 4-bedroom, 1-bath home is full of character and ready for your personal touch. Featuring good bones, this property offers a solid foundation for renovation or updates. Inside, you?ll find generously sized rooms and the possibility of original hardwood floors just waiting to be uncovered and restored. Whether you?re a first-time buyer, investor, or DIY enthusiast, this home presents a fantastic opportunity to build equity and make it your own. Conveniently located near schools, parks, and downtown amenities. Don?t miss your chance to unlock the potential of this Osceola gem!

701 North Cascade Street Street, Osceola

Listing courtesy of Saphire Realty. Selling Office: .

$252,500
2 Beds ⋅ 1 Baths ⋅ CLOSED Status
Charming 2 bedroom 4-season cottage with views of Long Lake! Tons of recent updates: new 3000 gallon holding tank 9/25 + 6/26, bath & plumbing plus windows 2023, new roof 2022. Recent painting inside & out, new flooring etc. Oversized deck for taking in the lake views. Full basement under the home with laundry facilities. Are you ready for lake living? Come check it out now! Kettle Moraine State Forest & Long Lake State Park just a few minutes away. Snowmobile, walking trails, fishing, boating, waterski on full recreational Long Lake. $75 2026 association membership included w access to private boat launch, private beach, private pavillion. Listings like this don't come up often!

W138 North Street Street, Osceola

Listing courtesy of Abundance Real Estate. Selling Office: .

$241,500
2 Beds ⋅ 2 Baths ⋅ CLOSED Status
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 dinning room was previously used as a bedroom & could easily be converted back, offering flexible living space to fit your needs. The walkout lower level offers a cozy family room, 3/4 bath, & convenient laundry space. Step outside to the deck & enjoy peaceful views of wildlife & scenic Osceola Creek. Located within walking distance to trails, parks, & downtown amenities, this home offers the perfect balance of convenience & natural beauty.

414 3rd Avenue Avenue, Osceola

Listing courtesy of Keller Williams Integrity WI/MN. Selling Office: .

$234,880
CLOSED Status
Great Machine Shop business opportunity with two (2) buildings, pricing includes all equipment and Real Estate. Buildings offer typical shop environment. Excellent long-term clients with very good bottom-line income year after year. Large lot. Equipment list and financials available.

W795 Armstrong Road Road, Osceola

Listing courtesy of AC Commercial RE. Selling Office: .

$215,000
2 Beds ⋅ 1 Baths ⋅ CLOSED Status
Perfect opportunity for first-time buyers or those looking to downsize! This charming 2-bedroom, 1-bath home sits on a spacious .52-acre lot near Kettle Moraine State Forest and Long Lake, offering a great mix of comfort and outdoor recreation. Recent updates per the seller include a new furnace in 2021, roof in 2013, plus some newer windows and storm door in 2013. Enjoy the extra yard space, peaceful setting, and convenient location close to lakes, trails, and year-round activities. A great opportunity to make homeownership affordable and enjoyable!

W873 County Road F, Osceola

Listing courtesy of Keller Williams Prestige. Selling Office: .

$206,000
3 Beds ⋅ 2 Baths ⋅ CLOSED Status
Roll up your sleeves and unlock instant equity! If you're not afraid of a little work, this could be the opportunity you've been waiting for. Nestled on 2 peaceful acres in highly desirable Osceola, this one-owner Wick home offers 3 bedrooms, 1 and a 1/4 baths, a tuck-under garage, and a 24x24 pole barn. The home is solid, the setting is beautiful, and the potential is enormous. Yes, the carpet has seen better days. Yes, the wallpaper is ready to retire. But with fresh paint, new flooring, and your personal touches, this property could be transformed into something truly special, if you are really adventurous, add egress windows to make more bedrooms in the full basement. Enjoy the spacious deck overlooking scenic countryside views, abundant wildlife, and the kind of peace and quiet that's getting harder to find. Located within the highly rated Osceola School District, you'll also love the charm of small-town living with local boutiques, community celebrations, church fairs, and even Osceola's famous scenic train rides just minutes away. Bring your imagination, build equity from day one, and turn this hidden gem into your dream home. Schedule your showing today!

2267 75th Avenue Avenue, Osceola

Listing courtesy of Edina Realty, Inc.. Selling Office: .

$160,000
3 Beds ⋅ 1 Baths ⋅ CLOSED Status
Motivated sellers! Charming and affordable in Osceola! Check out this 3 bedroom 1 bathroom home with welcoming front porch. The deck and fenced in backyard provide lovely outdoor space for outdoor fun and relaxation. Plus, you can walk to downtown shopping, the local library and the park!!! Call today to schedule your showing and don't let this pass you by! Selling as-is

407 3rd Avenue Avenue, Osceola

Listing courtesy of Compass Realty Group. Selling Office: .

$157,500
CLOSED Status
Discover the perfect canvas for your dream home on a sprawling 5.28 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 not required.

Lt1 Happy Hollow Road Road, Osceola

Listing courtesy of Adashun Jones Real Estate. Selling Office: .

$157,500
CLOSED Status
Discover the perfect canvas for your dream home on a sprawling 5.28 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 not required.

Happy Hollow Road Road, Osceola

Listing courtesy of Adashun Jones, Inc.. Selling Office: .

$134,900
CLOSED Status
Discover the perfect canvas for your dream home on a sprawling 5.28 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 not required.

County Rd Ss, Osceola

Listing courtesy of Adashun Jones, Inc.. Selling Office: .

$134,900
CLOSED Status
Discover the perfect canvas for your dream home on a sprawling 5.28 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.

Lt3 County Road Ss, Osceola

Listing courtesy of Adashun Jones Real Estate. Selling Office: .

$130,000
2 Beds ⋅ 1 Baths ⋅ CLOSED Status
Country living with this affordable home set on a nice 2.59 acres, surrounded by trees and nature. This 2-bedroom, 1-bath manufactured home offers a cozy layout and plenty of potential to make it your own. The detached 2-car garage provides storage or workshop space. Enjoy a private backyard with woods and a front yard view of Horse Lake right across the road. Round Lake is down the road which is great for fishing, swimming, or a quiet day on the water. Also located near the Stower Seven Lakes Trail for biking, walking, and outdoor adventures. Selling As-Is.

796 Horse Lake Lane Lane, Osceola

Listing courtesy of Edina Realty, Inc.. Selling Office: .

$130,000
2 Beds ⋅ 1 Baths ⋅ CLOSED Status
Country living with this affordable home set on a nice 2.59 acres, surrounded by trees and nature. This 2-bedroom, 1-bath manufactured home offers a cozy layout and plenty of potential to make it your own. The detached 2-car garage provides storage or workshop space. Enjoy a private backyard with woods and a front yard view of Horse Lake right across the road. Round Lake is down the road which is great for fishing, swimming, or a quiet day on the water. Also located near the Stower Seven Lakes Trail for biking, walking, and outdoor adventures. Selling As-Is.

796 Horse Lake Lane Lane, Osceola

Listing courtesy of Edina Realty, Corp. - St Croix Falls. Selling Office: .

$95,000
CLOSED Status
This vacant lot has Long Lake frontage. There are very few vacant lake lots still available. Come and check it out before its gone. Preliminary work has been done with county and town to determine if buildable but final due diligence is up to the buyer. Sale also includes the North side of the boathouse. Both the lot and the boathouse have separate electric services. There is also an old well on the property - never used by current owner so unsure of status. Kettle Moraine State Forest and Long Lake State Park are just a few minutes away. Who's ready for Lake Life? There is also a voluntary association for $75/year.

N4026 Sunny Slope Avenue Avenue, Osceola

Listing courtesy of Abundance Real Estate. Selling Office: .

$92,500
CLOSED Status
Great opportunity to own a beautiful plot just down the road from the Kettle Moraine State park. You'll find a quiet area to either build your dream cabin or full time estate. The property has been surveyed and perked for your connivence to make this your forever home or retreat away from home. The neighboring townships provide plenty of opportunity for recreational and entertainment. Per the seller there are no restrictions or covenants on the property.

Lt3 Lake Sheehan Lane Lane, Osceola

Listing courtesy of Keller Williams Prestige. Selling Office: .

$79,500
CLOSED Status
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.

S Helen Lane Lane, Osceola

Listing courtesy of Adashun Jones, Inc.. Selling Office: .

$79,500
CLOSED Status
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.

Lt2B Helen Lane Lane, Osceola

Listing courtesy of Adashun Jones Real Estate. Selling Office: .

Copyright 2026 WIREX Multiple Listing Service. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information is deemed reliable, but not guaranteed. Information is supplied by seller and other third parties and has not been verified.

Copyright 2026 WIREX Multiple Listing Service. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information is deemed reliable, but not guaranteed. Information is supplied by seller and other third parties and has not been verified.