66066 Homes under $500,000

Welcome to Oskaloosa, Kansas, nestled in the heart of Jefferson County and proudly bearing the zip code 66066. This charming city offers a delightful blend of small-town charm and modern conveniences, making it an ideal location for families, retirees, and anyone seeking a peaceful community to call home.

Oskaloosa is renowned for its friendly atmosphere and strong sense of community. With its scenic landscapes and rich history, residents enjoy a tranquil lifestyle while being just a short drive away from the bustling city life of Topeka and Lawrence. The area is home to a variety of parks, recreational facilities, and local shops, providing ample opportunities for outdoor activities and community engagement.

For those seeking a new home, Oskaloosa offers an impressive selection of properties under $500,000. Whether you’re looking for a cozy single-family home, a spacious ranch-style residence, or a charming bungalow, you’ll find plenty of options that cater to diverse tastes and budgets. Many of these homes boast modern amenities, beautiful yards, and easy access to local schools and services, making them perfect for families or first-time homebuyers.

In addition to its affordable housing market, Oskaloosa is known for its welcoming community spirit, excellent schools, and low crime rates, making it a safe and nurturing environment for all. If you're looking for a place where you can truly feel at home, Oskaloosa, KS 66066, is the perfect destination. Discover your dream home in this hidden gem today!

Newest 66066 Homes under $500,000

$160,000

3 Beds ⋅ 2.5 Baths

802 Union Street, Oskaloosa

Listing courtesy of Joy Mestagh of Pia Friend Realty.

$126,000

4 Beds ⋅ 2 Baths

Calling all renovators, investors, and old-home enthusiasts! This Oskaloosa fixer-upper offers over 1,800 sq ft of space and is ready for someone with the vision to bring it back to life. Renovation work was started but not completed, leaving a blank canvas with plenty of original character still intact. Inside to find original hardwood floors throughout much of the home and spacious rooms full of possibilities. The dining/hearth room is a standout feature with a bank of south-facing windows providing abundant natural light and an original fireplace that could become a beautiful focal point. The large living room includes a welcoming entry area with the potential for an office or sitting nook. Upstairs you'll find three generously sized bedrooms along with a smaller room that offers potential for an additional bathroom. On the main level, a room just off the kitchen could serve as a fourth bedroom, family room, office, or flex space. This is a true fixer-upper and will require substantial renovation. Portions of the flooring in the kitchen and bathroom areas are currently open to the cellar below and will need to be repaired. However, for the right buyer, this home offers the opportunity to preserve its original details while creating something truly special. With its spacious layout, hardwood floors, original features, fireplace, and loads of character, this home has the potential to become an absolute masterpiece. Bring your tools, creativity, and vision and give this Oskaloosa home the transformation it deserves!

809 Liberty Street, Oskaloosa

Listing courtesy of Joy Mestagh of Pia Friend Realty.

$350,000

4 Beds ⋅ 1.5 Baths

Country living with room to spread out! This beautiful 7.22-acre property offers the space, privacy, and flexibility you've been looking for, with a comfortable 4-bedroom, 3-bath home and plenty of outdoor amenities. Inside, you'll find a finished basement, two fireplaces, and an attached 2-car garage, providing plenty of space for everyday living, entertaining, hobbies, and storage. Outside, the property is ready for enjoying the best of rural living. The stocked pond offers fishing right at home, while fully fenced pastures provide excellent space for livestock or other outdoor pursuits. The barn is equipped with both electricity and water. Aditional features include a chicken coop with fenced runand an above-ground swimming pool with surrounding deck—perfect for enjoying warm summer days at home. With established infrastructure already in place, this property offers countless possibilities for hobby farming, livestock, recreation, or simply enjoying the peace and space of the country. Come see all that this unique property has to offer!

6734 Lincoln Road, Oskaloosa

Listing courtesy of Emily Stewart of Crystal Clear Realty.

$167,500

3 Beds ⋅ 1 Baths

Opportunity awaits at this 3-bedroom, 1-bath ranch-style home in Oskaloosa! With sweat equity & updates you can bring this house back to life. Offering over 1,400+/- sq. ft. of finished living space, this home features spacious rooms and plenty of potential for a buyer ready to add their own updates and personal touches. Whether you're looking for a place to call home or an investment property to add to your rental portfolio, this property offers a great opportunity. Outside, you'll find a good-sized lot, covered patio, two storage sheds, and an attached 1-car garage for additional storage and convenience. Located near the city park, ballfields, swimming pool, and school, you'll love the easy access to many of Oskaloosa's community amenities. Bring your ideas and make this property your own! Property is being sold AS-IS. Inspections are welcome; however, seller will make no repairs.

602 Warren Street, Oskaloosa

Listing courtesy of Michelle Gerety of Pia Friend Realty.

$198,700

4 Beds ⋅ 1 Baths

MOTIVATED SELLER. Step into timeless character and cozy comfort in this charming 4-bedroom home nestled in the heart of Oskaloosa, KS. Filled with warmth and original charm, this inviting home offers spacious living areas, including a formal dining room that’s perfect for hosting family dinners or holiday gatherings and a comfortable living room ideal for relaxing at the end of the day. The galley kitchen is both functional and efficient with plenty of storage. Ceiling fans throughout the home add comfort, while a dedicated storage room provides extra space for all your essentials. A washer and dryer are also included for added convenience. Outside, you’ll love the large deck and fenced backyard with room to play, garden, entertain, or let your pets enjoy the outdoors. Three private parking spaces are conveniently located off the alley. Enjoy the peaceful charm of small-town living while still having easy highway access for a convenient commute to nearby communities. If you’re looking for a home with personality, character, and everyday functionality, this gem is one you won’t want to miss.

707 Liberty Street, Oskaloosa

Listing courtesy of White Birch Properties Team of Realty Executives.

$359,000

5 Beds ⋅ 3 Baths

Welcome to Where Space, Comfort, and Timeless Charm Come Together If you’ve been searching for a home that offers room to grow without sacrificing warmth and character, this exceptional 5-bedroom, 3-bathroom residence is one you won’t want to miss. With beautifully designed living space, this home offers the perfect balance of everyday comfort and effortless entertaining. Step inside to find spacious living areas filled with natural light and a welcoming atmosphere. The main level features a cozy fireplace, creating the perfect gathering place . Downstairs, the fully finished basement expands your living space with a large family room and a second fireplace, making it an ideal retreat for movie nights, game days, or hosting guests. Each of the five generously sized bedrooms provides comfort and privacy, while large closets offer exceptional storage throughout the home. The thoughtful layout makes this property perfect for those who love to entertain, or anyone simply looking for extra space. Additional features include an attached two-car garage, abundant storage, and versatile living areas that can easily adapt to your lifestyle. Located in the welcoming community of Oskaloosa, this home combines the charm of small-town living with the space and amenities today’s buyers are looking for. Opportunities to own a home of this size and quality are rare- experience everything this property has to offer. Highlights 5 spacious bedrooms 3 full bathrooms Attached 2-car garage Two fireplaces (main level and basement) Large finished basement with expansive family room Generous closets and abundant storage Ideal for entertaining and everyday living Convenient Oskaloosa location

506 Atchison Street, Oskaloosa

Listing courtesy of Pamela Chyba of ListWithFreedom.com Inc.

$299,900

3 Beds ⋅ 2 Baths

One of the nicest older homes in Oskaloosa! Fabulous 1920 Craftsman Bungalow with all the vintage details you would expect! 3 Bedrooms, 2 baths on 3/4 acre lot in quiet area of town. Sun porch/3 season room, 2 large decks, covered patio with hot tub hook ups, fenced yard with above ground pool, and the list goes on! Inside you will find gleaming hardwood floors, original unpainted trim, country (eat-in) kitchen, full basement with new furnace, attic fan, and immaculate move-in condition! But wait! There is also an oversized heated detached garage with an apartment above it that could be used for guests or rent out for extra income! Make appointment to see this special home soon!

520 Atchison Street, Oskaloosa

Listing courtesy of Darrell Mooney of Pia Friend Realty.

$259,500

2 Beds ⋅ 1.5 Baths

Country living with room to make it your own! This 2-bedroom, 2-bath log cabin with a full unfinished walk out basement sits on 3 acres and offers plenty of privacy and potential. The property also features a very nice metal building/shop with lots of space for vehicles, equipment, hobbies, or storage. The home could use some TLC, but with its log cabin character, acreage, and great shop, there’s a lot here to work with. A great opportunity for someone looking for a place in the country and willing to put in a little work.

11678 KING ESTATES Drive, Oskaloosa

Listing courtesy of Randy Hubbard of Town & Country Real Estate.

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