Chickasha Ot Homes under $250,000

Welcome to Chickasha, Oklahoma, a charming town nestled in Grady County that beautifully blends small-town warmth with modern conveniences. Known for its rich history and vibrant community spirit, Chickasha offers a delightful living experience for families, young professionals, and retirees alike.

As you explore this picturesque neighborhood, you’ll find a variety of homes under $250,000, making it an attractive option for budget-conscious buyers seeking quality living. From cozy bungalows to spacious family homes, the real estate market in Chickasha is diverse and affordable. These homes often feature inviting yards, classic architecture, and easy access to local amenities, ensuring comfort and convenience for residents.

Chickasha is not just about affordable housing; it’s also a community that thrives on connection. The town boasts excellent schools, parks, and recreational facilities, perfect for families looking to enjoy outdoor activities and community events. The annual Festival of Light during the holiday season and the lively Chickasha Rodeo attract visitors and foster a sense of camaraderie among residents.

In addition to its rich cultural offerings, Chickasha is conveniently located just a short drive from larger cities, providing easy access to shopping, dining, and entertainment. Whether you’re strolling through the historic downtown area or enjoying a day at the local parks, you’ll quickly fall in love with the charm and hospitality that Chickasha has to offer.

If you’re searching for a welcoming community with affordable housing options, Chickasha is the perfect place to call home. Come discover the heart of Oklahoma!

Newest Chickasha Ot Homes under $250,000

$119,000

2 Beds ⋅ 1 Baths ⋅ 1252799 MLS

Fully remodeled in 2024! This 2-bedroom, 1-bath has been updated throughout. Great starter home or long-term rental potential. Currently tenant-occupied with a monthly rent of $500. Current market rent value is $850+. Metal roof, HVAC, siding, plumbing, electrical, windows, and insulation all updated in 2024. 896 sqft - Built in 1940. The kitchen features butcher block countertops and stainless steel appliances. Updated plumbing and light fixtures. Laundry hookups. Vinyl flooring thoughout. Covered front porch. Concrete driveway. Fenced backyard. Easy access to Highway 62, Highway 227, and the H.E. Bailey Turnpike. Located in Chickasha schools and approximately 18 miles from downtown Blanchard. Utilities include PSO electric and City of Chickasha water, sewer, and trash.

708 S Sheppard Street, Chickasha

$133,000

3 Beds ⋅ 1 Baths ⋅ 1252807 MLS

Fully remodeled in 2026! This 3-bedroom, 1-bath has been updated throughout, including a new metal roof, HVAC, siding, plumbing, electrical, windows, and insulation. 1,032 sqft - Built in 1940. Great starter home or long-term rental potential. The kitchen features butcher block countertops and stainless steel appliances. New plumbing and light fixtures. Laundry hookups. Pantry. Fresh interior and exterior paint. Vinyl flooring thoughout. Covered front porch. Concrete driveway. Fenced backyard. Concrete patio. Two metal storage sheds. Easy access to Highway 62, Highway 227, and the H.E. Bailey Turnpike. Located in Chickasha schools and approximately 18 miles from downtown Blanchard. Utilities include PSO electric and City of Chickasha water, sewer, and trash.

706 S Sheppard Street, Chickasha

$120,000

3 Beds ⋅ 1 Baths ⋅ 1251579 MLS

Looking to add another property to your investment portfolio? This tenant-occupied rental offers an opportunity to purchase an established investment property with tenants already in place. Skip the search for your next occupant and step into a property that is currently being utilized as a rental. Whether you're building your first rental portfolio or adding to an existing one, this property offers the advantage of an established tenancy from day one. With the home being sold with tenants in place, this is an opportunity geared specifically toward investors looking for a long-term rental property. Add another door to your portfolio and put this investment opportunity to work for you. ***Please do not disturb tenants.*** Buyer to verify school district.

124 S 11th Street, Chickasha

$124,999

3 Beds ⋅ 2 Baths ⋅ 1250717 MLS

Very well-maintained 3-bedroom, 2-bathroom home located in the heart of Chickasha! Situated on a large lot, this home offers plenty of space both inside and out. Step inside to an open floor plan featuring original real wood flooring. The spacious kitchen offers tons of cabinet and counter space. The large main bathroom is very large providing plenty of room and comfort. A well-kept home in a convenient location with plenty to offer!

1113 W Arkansas Avenue, Chickasha

$119,900

2 Beds ⋅ 1 Baths ⋅ 1250185 MLS

Remodeled from top to bottom, you'll love this darling home from the moment you see it! The front porch offers plenty of space to enjoy a cup of coffee before the day gets started. Inside, the light pours through the new windows and plays off the wood look floors. The kitchen boasts plenty of cabinetry with the laundry area being at the back part of the kitchen. With two bedrooms and a bath, this home would be perfect for a multitude of uses. The new steps off the back door, lead to the back and side yard, which includes a nice storage building and the roof is less than 5 years old. Close to all the town amenities, this home is a jewel tucked away and ready for a new owner.

517 S 11th Street, Chickasha

$165,000

2 Beds ⋅ 2 Baths ⋅ 1250182 MLS

This property presents an opportunity to embrace a comfortable lifestyle and a welcoming community at a very affordable price. The roof is only 2 years old! The residence features two good sized bedrooms, and one and a half bathrooms. The kitchen is roomy and there is a dedicated dining area as well as a small breakfast bar. A single garage space offers convenient parking and additional storage options as well as a partial basement area for safety from stormy weather. This home is move in ready, and offers light from front to back with the large windows. The backyard is fenced and ready for your family, pets, lawn supplies or any other items you desire.

1305 S 10th Street, Chickasha

$119,000

4 Beds ⋅ 1249585 MLS

Calling all Investors! Here is a Triplex that has generated income for many years. Property has been fully vacated, and ready to reevaluate rental rates and secure your selected tenants! The property was rented for at total of $1,850/month ($750 for the larger unit / $600 for a middle apartment / $500 for a smaller upstairs apartment). All utilities are on one single meter, so the owner pays the utilities each month. All units have shared the laundry space. Additional parking located in the back through the alley. Property being sold though an estate, so owner does not know a lot about the property. No interior photos can be provided at this time.

717 W Dakota Avenue, Chickasha

$189,000

3 Beds ⋅ 2 Baths ⋅ 1248787 MLS

This a great starter home lots of room and lots of that are updated come take a look it ready for you to call it home

1223 W Oregon Avenue, Chickasha

$140,000

2 Beds ⋅ 2 Baths ⋅ 1248020 MLS

This charming, well-maintained property features a welcoming front porch and a spacious fenced backyard with plenty of room for outdoor activities. Upon entering the home, you’ll immediately notice the inviting atmosphere, enhanced by newly updated dark, moody interior walls that add depth and character throughout. The cozy living room features large windows that allow natural light to beautifully contrast and brighten the rich interior tones. The kitchen is modern and fully equipped with stainless steel appliances. The bedrooms are generously sized, and the primary suite includes spacious closets and a recently remodeled en-suite bathroom. The large basement provides laundry space along with ample storage. A detached two-car garage and carport offer additional storage and convenient access to the back door. As an added bonus, the property includes a 456 sq ft outbuilding that could be finished out and rented, bringing the total square footage of the property to 1,985 sq ft.

802 S 14th Street, Chickasha

$70,000

3 Beds ⋅ 1 Baths ⋅ 1245627 MLS

Calling all investors!!! This former rental home needs some love and TLC outside, but the inside looks great. With 3 bedrooms, this would make a great flip, or fixer upper for the handy person. Seller prefers to sell as is, where is.

812 W Colorado Avenue, Chickasha

$98,000

2 Beds ⋅ 2 Baths ⋅ 1245785 MLS

The Perfect place to make your own!! Schedule your showing today!!!

619 S 6th Street, Chickasha

$68,000

2 Beds ⋅ 2 Baths ⋅ 1237211 MLS

Opportunity awaits with this 1,225 sq. ft. home featuring 2 bedrooms, 1.5 bathrooms, and a 1-car attached garage in a convenient Chickasha location. Whether you're looking to expand your investment portfolio or searching for a property to renovate and make your own, this home offers plenty of potential. With good bones and a functional layout, a little TLC can go a long way. One of this property's biggest advantages is its flexible floor plan. With only minor renovations, it could easily be converted into a 3-bedroom home, adding even more value and appeal. Outside, you'll find a large, fully fenced backyard with plenty of space for pets, gardening, entertaining, or future improvements. This property is an excellent investment opportunity with endless possibilities for the right buyer.

622 S 14th Street, Chickasha

Start Your Search

Copyright © 2026 MLSOK, Inc. This information is believed to be accurate but is not guaranteed. Subject to verification by all parties. The listing information being provided is 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. This data is copyrighted and may not be transmitted, retransmitted, copied, framed, repurposed, or altered in any way for any other site, individual and/or purpose without the express written permission of MLSOK, Inc. Information last updated on .