Osseo Homes under $300,000

Welcome to Osseo, Wisconsin—a charming city nestled in the heart of Trempealeau County. Known for its picturesque landscapes and friendly community, Osseo is a hidden gem that offers a perfect blend of small-town charm and modern conveniences. With a population of just over 1,500, this close-knit community prides itself on its welcoming atmosphere and vibrant local culture.

Osseo boasts a rich history, reflected in its well-preserved architecture and local landmarks. The city is surrounded by beautiful parks, scenic trails, and the stunning natural beauty of Wisconsin's countryside. Residents enjoy a variety of recreational activities, from hiking and biking to fishing and boating in nearby lakes. The annual events, including the Osseo Fair and various seasonal festivals, bring the community together, making it easy to forge lasting friendships.

For homebuyers seeking affordability without compromising on quality, Osseo offers an impressive selection of homes under $300,000. Whether you’re a first-time buyer, a growing family, or someone looking to downsize, you’ll find a range of options that suit your needs. From charming single-family homes with spacious yards to cozy townhouses and modern condos, there’s something for everyone in this budget-friendly market.

Living in Osseo means embracing a lifestyle that values community, nature, and affordability. With its inviting atmosphere and accessible housing options, Osseo is an ideal place to call home. Come explore the possibilities and discover why so many are choosing to make this delightful city their own!

Newest Osseo Homes under $300,000

$295,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status

Lots of space and plenty of updates in this 4-bedroom home! The main level features 4 bedrooms, large windows for good natural light, and in-floor heat. The wide staircase leads to the lower level with 1.5 bathrooms, a large den, laundry hookups, and plenty of storage. Updates include a new roof in 2021, furnace in 2018, new appliances, and a new garage door. Outside you?ll find a new fence, 20x30 patio, gazebo, gardens, 24x26 Stern Pole Building, and a 16x24 wooden shed. All sitting on a 3/4-acre corner lot on a dead-end road. A good amount of house, garage, and yard space for the money. Come take a look!

14118 5th Street, Osseo

Listing courtesy of eXp Realty LLC.

$275,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status

Welcome home to this bright, beautifully maintained 2 bedroom, 2 bathroom condo in the desirable Oak Ridge Condominium Community. Designed for easy, low maintenance living, this home features vaulted ceilings and brand new carpet throughout. The kitchen comes with a new microwave, new dishwasher, and a brand new refrigerator being installed soon! Enjoy the cozy gas fireplace in the main living area or relax in the sunroom offering serene, picture perfect views of the neighborhood pond. This condo also includes an extra versatile room perfect for a home office, craft room, or space for any hobby! The homeowners association handles all lawn care and snow removal. Schedule your tour today!

51261 Oak Ridge Road, Osseo

Listing courtesy of RyKel Real Estate.

$250,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status

Charming 3-bedroom home with timeless character, featuring beautiful wood floors and built-in cabinetry throughout. The property sits on a 0.43 acre lot. The North Branch of the Buffalo River runs through the property, adding natural appeal and unique redevelopment potential. Located right across the street from the new Kwik Trip, this home has a great location and is a must see.

14000 10th Street, Osseo

Listing courtesy of RE/MAX Results Eau Claire.

$274,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE WITH OFFER Status

Check out this beautifully updated 3-bedroom, 1.5-bath home in the heart of Osseo, just a short walk from Lake Martha! This charming home blends modern updates with the character and warmth of classic woodwork. Enjoy a spacious deck that?s perfect for entertaining, along with a fenced-in backyard offering a great space for children, pets, or simply relaxing outdoors. This home is also set up for low-cost ownership with aluminum siding, a steel roof, newer mechanicals, and updated appliances?giving you peace of mind for years to come. If you?re looking for a move-in-ready home that combines classic charm, modern updates, and a great location, this one is worth a look. Come see it before it?s gone!

50768 Charles Street, Osseo

Listing courtesy of Advantage Realty, LLC.

$269,900

4 Beds ⋅ 2 Baths ⋅ ACTIVE WITH OFFER Status

Welcome home to this well-maintained 4-bedroom, 2-bathroom single-family home. The main level features a kitchen with ample cabinet and counter space, a dishwasher, over-the-range microwave, and an adjoining breakfast nook for casual dining. Just beyond the nook is a separate formal dining room, providing additional space for entertaining. The main level also includes a laundry room, a full bathroom, and one bedroom. Character-filled details such as arched doorways and recessed lighting add warmth and charm throughout the main level. Upstairs, you'll find three additional bedrooms, each with generous closet space, and a remodeled full bathroom (2026). Situated on a corner-end lot, this home offers a long lot with a generously sized yard, mature landscaping, and attractive curb appeal. Enjoy outdoor living on the freshly stained wood deck overlooking the backyard, while the raised flower bed along the front entry creates a welcoming first impression. Additional features include a heated attached one-car garage with a workshop area and a driveway with parking for two additional vehicles. Recent updates include fresh interior paint throughout (2026), a remodeled upstairs bathroom (2026), a freshly stained deck (2026), and a new house roof (2025). Other known improvements include the garage roof (2012), electrical updates (2012), and furnace (2012). Schedule your private showing today!

13401 Thomas Street, Osseo

Listing courtesy of General Property Management LLC.

$239,900

4 Beds ⋅ 2 Baths ⋅ ACTIVE WITH OFFER Status

Well kept 4 bed, 2 bath home on a corner lot in Osseo. You'll benefit from many upgrades - The water heater, furnace and central air are less than 5 years old. On the main level, the kitchen offers plenty of cabinets, newer appliances, and an amazing walk-thru pantry that leads out to a spacious 3 season room. Home equipped with front and back entry security, the front entry foyer is it's own room and keeps the coats and shoes out of the house. Original hardwood floors and trim throughout; formal dining, living room and a walk-though bedroom to the main level bath. There are 3 additional bedrooms upstairs all with walk-in closets and another full bath. Partially finished basement with upgraded forced air furnace and C/A. Outside, there's a new storage shed w/ block placed for a kennel as well as a new firepit. This is a nice sized double lot with an additional driveway approach that could lead to a future garage. Concrete driveway for parking; the windows, roof and siding have all been replaced within the last 5 years. A very well maintained property that you'd be proud to call your next home!

14006 Pine Street, Osseo

Listing courtesy of Clearview Realty, LLC Black River Falls.

$99,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE WITH OFFER Status

2 story home in the heart of Osseo. Main floor laundry and bedroom with 1/2 bath. Upper level has full bath,2 additional bedrooms and a bonus room. Exterior offers a large yard, vinyl siding, wood deck and a brick patio. Some TLC needed and may not qualify for all types of financing.

13818 11th Street, Osseo

Listing courtesy of AABRU Real Estate.

$265,000

5 Beds ⋅ 2 Baths ⋅ ACTIVE WITH OFFER Status

Welcome to this charming and historic Osseo home, beautifully blending classic character with modern updates! Boasting five-plus bedrooms and two newly remodeled bathrooms, this property offers tons of space and large closets throughout. Inside, you will love the beautiful original woodwork and the incredible convenience of second floor laundry. Unwind in either of the two three season rooms, or relax on the expansive, covered front porch. Several updates throughout include new flooring, fresh paint, heating system, hot water heater and wonderful landscaping. The home comes with two city lots, featuring a huge fenced backyard?perfect for pets, play, or a large garden. Previously used as a duplex and could easily be converted back into a multi-family unit for rental income. Don't miss out on this unique historic gem right in the heart of Osseo!

13512 7th Street, Osseo

Listing courtesy of RyKel Real Estate.

Start Your Search

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.