Refine Search
Map
Sort by
$350,000
2 Beds ⋅ 1.5 Baths ⋅ CLOSED Status
Absolute Country Paradise! This stunning 1 acre lot has been beautifully landscaped and thoughtfully designed. Featuring perennials, raised beds, asparagus and raspberries, plus many newly planted and mature trees - you truly get the best of both worlds. Step inside to find 2 bedrooms, BUT this home was originally 3 bedrooms so it could easily be converted back. Large open concept living/dining/kitchen areas that have been all redone! New flooring, counters, freshly painted, new light fixtures and hardware, and a few new windows! Updated roof, furnace and brand new central air. All new appliances included too. Large full basement ready to finish, detached concrete floor shed that doubles as more garage space, and covered patio/gazebo with firepit area all included.

W867 County Road B, Osceola

Listing courtesy of Roberts Homes and Real Estate. Selling Office: .

$341,950
3 Beds ⋅ 2 Baths ⋅ CLOSED Status
Don't miss the virtual tour video! Step inside and you'll instantly understand why this one is special. Originally built as a model home, this condo was designed to impress with a large, light-filled sunroom that quickly becomes your favorite spot in the house. Picture slow mornings with coffee in hand, watching deer wander by and birds fill the trees. This is exactly why it's called Deer Path community. With over 1,800 sq ft, this 3-bed, 2-bath home offers the space and layout you are craving. The open design feels bright & welcoming, anchored by a beautiful fireplace that makes the entire living area feel warm and inviting. You'll also notice thoughtful upgrades throughout, including classy brass fixtures and a whole house humidifier for added comfort year round. And here's the part you don't want to miss - this home is prices below market value, making it an opportunity that doesn't come around often. This neighborhood is all about community. Come see it, before someone else claims your sunroom view.

450 Deer Path Path, Osceola

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

$340,000
2 Beds ⋅ 2 Baths ⋅ CLOSED Status
Enjoy low maintenance living on the beautiful Krooked Kreek Golf Course in Osceola! Built in 2018, this beautifully maintained twin home offers 2 bedrooms, 2 bathrooms and an attached car garage in a desirable golf course community. The open-concept floor plan is perfect for entertaining and everyday living, featuring spacious kitchen with granite countertops, stainless steel appliances, and plenty of cabinet space. The inviting living room is centered around a cozy gas fireplace, creating a warm and welcoming atmosphere. The primary suite provides a peaceful retreat with a walk-in closet and private 3/4 bath. Step outside to the patio and enjoy your morning coffee or unwind in the evening while taking in the golf course views and landscaped yard. An underground sprinkler system keeps the lawn looking its best. Whether you are looking to simplify your lifestyle or enjoy the convenience of newer construction in a fantastic location, this home offers comfort, style, and carefree living just steps from the golf course.

622 Kreekview Drive Drive, Osceola

Listing courtesy of Compass Realty Group. Selling Office: .

$332,450
3 Beds ⋅ 2 Baths ⋅ CLOSED Status
Updated well kept ranch in centrally located Armstrong! Near Kettle Moraine forest, lakes, trails, tons of recreation! Deck over looking large yard with storage shed and coy pond, nice sized rooms, finished basement! Roughed in full bath in lower level. Windows/roof/siding 10 to 12 yrs old. Located across from Armstrong Apples. All room sizes approximate and to be verified by buyer.

W846 County Road B, Osceola

Listing courtesy of Birchwood Properties LLC. Selling Office: .

$325,000
2 Beds ⋅ 2 Baths ⋅ CLOSED Status
Tucked into a quiet, established neighborhood on the edge of Osceola, Wisconsin, this beautifully updated 2-bedroom, 2-bath townhome offers the perfect mix of convenience and low-maintenance living. Enjoy being just minutes from the grocery store, golf course, and everyday essentials while still coming home to a peaceful setting that feels comfortably removed from the hustle. Inside, you?ll appreciate the fresh updates throughout, including NEW wood-look flooring, NEW carpeting, freshly painted & neutral walls and ceilings, and thoughtfully refreshed kitchen and bathroom spaces. Mechanicals & roof are all 2018, kitchen & laundry appliances all newer (2014-2024), plus beautiful Silhouette Hunter Douglas blinds throughout. The hard work has already been done, making this a truly move-in ready opportunity with solid mechanicals and updated finishes. An exceptional value! This home is part of a small, locally managed condo association with affordable dues of just $200/month, covering exterior maintenance, lawn care, and snow removal. That means more time enjoying your home and less time worrying about weekend chores. Whether you?re looking to simplify, downsize, or just enjoy an easier lifestyle, this townhome checks all the boxes. Bring your decorating ideas, settle in, and maybe even put that lawn mower up for sale before summer arrives!

300 Deer Path Path Unit 5, Osceola

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

$325,000
2 Beds ⋅ 1.5 Baths ⋅ CLOSED Status
This Margaritaville style condo assoc is SE Wisconsin's best kept secret.This is the largest beachside 1st floor Condo, w/1350 sq ft,2 bedroom,1.5 bath level walkout to a soft sand/maintained beach, incld a private pier&dock for your boat, your own 25' x 14' flag stone patio overlooking Kettle Moraine Lake (a 209ac full rec lake) It's a one of a kind! Add a 1.5 car (29'L x 9.8'W) detached garage,2 assigned parking spots&lots more for guests.The Tiki Bar resort offers a full seasonal restaurant, an outdoor/beach side refreshment bar & occasional live entertainment making this your very own vacation getaway!They even have seasonal palm trees to enhance the atmosphere! The condo comes furnished,incld. 2 Kayaks w/storage rack,a portable beach hut & beach chairs. Short term rentals are allowed!

W921 Kettle Moraine Lane Lane Unit 7, Osceola

Listing courtesy of Coldwell Banker Realty. Selling Office: .

$325,000
3 Beds ⋅ 2 Baths ⋅ CLOSED Status
Just minutes from Osceola, this charming quality-built home offers the perfect blend of country living and convenience. Enjoy easy one-level living with three bedrooms, 2 baths, plus a versatile lower level ideal for entertaining, a quiet work area, storage or additional living space. Recent updates include a new furnace & AC (1 yr), well pump & pressure tank 2020, house roof re-shingled (5 yrs) & new garage door opener 2022. The main level features a spacious dinning area & inviting living room filled with natural light from the beautiful picture windows, complemented by classic built-ins. A detached garage provides excellent space for parking, storage or hobbies. Surrounded by mature trees, the property offers both privacy & shade, creating a peaceful outdoor 1.92 acre setting. This well-maintained home is full of potential and ready for you to make it your own.

2353 75th Avenue Avenue, Osceola

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

$310,000
CLOSED Status
Polk County Paradise! This 38.25 acre property provides prime whitetail habitat, rolling terrain, and a proven history of holding and harvesting mature whitetail bucks! Bear, turkey, and grouse also frequent this property providing even more hunting opportunities for outdoor enthusiasts. A well manicured trail system exists to help guide you through the beautiful rolling oak ridges throughout the property and also serves as great travel corridors for wildlife. You will find heavily used game trails and sign throughout this tract! A food plot has been established where trails converge making for a great hunting location. If you are seeking a heavy hitting hunting parcel in close proximity to the metro or a great potential build location for your new country home, this may be for you. This property is less than one hour from the twin cities metro area and just 3 miles east of Osceola making it convenient for all your needs. The St. Croix River and Trollhaugen Ski Resort are also just minutes from the property for more outdoor recreation experiences and opportunities. Schedule your showing today!

County Road M County Road M, Osceola

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

$309,900
2 Beds ⋅ 2 Baths ⋅ CLOSED Status
Charming and efficient 1-story home located in the desirable Gateway Meadows neighborhood in Osceola, WI! This well-designed 1,185 sq ft home features 2 bedrooms and 2 bathrooms with a bright, open-concept living area perfect for everyday living and entertaining. The kitchen offers a functional island, pantry, and modern finishes, seamlessly flowing into the living and dining spaces highlighted by durable LVP flooring throughout. The private primary suite includes a private bath and a spacious walk-in closet, providing a comfortable retreat. A second bedroom and bath offer flexibility for guests, office space, or hobbies. Additional highlights include main level laundry, a conveniently attached 2-car garage and thoughtfully planned layout for easy one-level living. Don't miss the opportunity to own a low-maintenance home in a fantastic neighborhood!

370 Mill Street Street, Osceola

Listing courtesy of WESTconsin Realty LLC. Selling Office: .

$305,000
2 Beds ⋅ 2 Baths ⋅ CLOSED Status
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.

290 Spring Street Street, Osceola

Listing courtesy of RE/MAX Synergy. Selling Office: .

$295,000
2 Beds ⋅ 2 Baths ⋅ CLOSED Status
One level living in Deer Path Townhomes! This quiet edge of town neighborhood is just what you may be looking for with close to it all 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 walk-in shower. The kitchen has great cabinet space, a pantry and space for a table. With updates like an on-demand water heater, furnace & a/c unit you can focus on making the rest of the space just as you prefer while enjoying all this quiet neighborhood and community have to offer. (Note) The washer is being updated with a 2023 LG front loading machine.

650 Deer Path Path, Osceola

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

$295,000
4 Beds ⋅ 2 Baths ⋅ CLOSED Status
This One Won?t Last in Osceola! Here?s your chance to own a spacious, move-in ready home in the highly sought-after town of Osceola?homes like this don?t stay on the market long! Featuring 4 bedrooms and 2 baths, this home offers the space you are searching for. The upper-level suite is a true retreat with a large walk-in closet and a cozy sitting area?perfect for relaxing at the end of the day. Step into the heart of the home with an updated kitchen showcasing beautiful cabinetry and newer appliances. From the dining room, patio doors lead to a charming 3-season porch overlooking a nicely landscaped backyard?ideal for morning coffee or summer evenings. Newer siding & central air (approx. 4?5 years old) Spacious corner lot, Walkable in-town location near schools, parks & shopping. Homes offering this combination of space, updates, and location are hard to find?don?t wait or you?ll miss it!

314 8th Avenue Avenue, Osceola

Listing courtesy of Realty ONE Group SIMPLIFIED. Selling Office: .

$293,000
2 Beds ⋅ 2 Baths ⋅ CLOSED Status
Welcome to easy living at 440 Tony Street in Osceola! This beautifully maintained detached townhome sits on a quiet dead-end street, offering both privacy and peace. A newer build, the home features a stunning two-toned kitchen complete with granite countertops and a stylish tiled backsplash?perfect for everyday living or entertaining. With 2 bedrooms plus a bright sunroom overlooking the woods, you?ll love watching wildlife right from home. The spacious primary suite includes a walk-in closet and private en-suite bath. The second bedroom features a charming built-in bunk. Durable vinyl plank flooring runs throughout for easy maintenance and allergy-friendly living. A perfect blend of comfort, style, and convenience!

440 Tony Street Street, Osceola

Listing courtesy of Century 21 Affiliated. 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: .

$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: .

$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: .

$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: .

$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: .

$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: .

$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: .

$62,000
2 Beds ⋅ 1 Baths ⋅ CLOSED Status
THIS MANUFACTURED HOME IS BEYOND REPAIR. ALTHOUGH IT'S ON OVER A 1.5 ACRE PARTIALLY LOT WITH A SHARED WELL AND ITS OWN SEPTIC. THIS HOME ALSO SITS ON A FULL BASEMENT. THERE ARE MANY ITEMS LEFT IN THE HOME AND THE PROPERTY THAT WILL BE PART OF THE SALE, NOTHING WILL BE REMOVED. WILL ONLY ACCEPT VASH ONLY IS NOT FINANCABLE.

N4440 Vista Drive Drive, Osceola

Listing courtesy of Shorewest Realtors, Inc.. Selling Office: .

$59,000
CLOSED Status
Bring your vision and make it a reality on this spacious 1-acre parcel located in the Village of Osceola (Campbellsport School District) A newer 14x20 shed offers immediate storage or workspace, and the property is already set for electricity at the road for easy connection. This lot is ready for your plans. Call the village/county regarding building requirments.

W863 County Road B, Osceola

Listing courtesy of Johnson Realty & Associates LLC. 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.