Chickasha Homes for Sale

Welcome to Chickasha, Oklahoma – a charming city nestled in the heart of Grady County, where small-town hospitality meets vibrant community spirit. Known for its rich history and friendly atmosphere, Chickasha offers a unique blend of modern amenities and a close-knit community feel. With a population of just over 16,000 residents, this city boasts a welcoming environment that makes it an ideal place to call home.

Chickasha is not only famous for its annual Festival of Light, which transforms the city into a winter wonderland, but it also offers a variety of recreational opportunities. Residents enjoy beautiful parks, scenic walking trails, and a robust local arts scene. The historic downtown area is filled with charming boutiques, delightful eateries, and local businesses that contribute to the city’s unique character.

For those looking to settle down in this delightful city, there are numerous homes for sale that cater to a variety of lifestyles and budgets. Whether you’re searching for a cozy starter home, a spacious family residence, or a charming historic property, Chickasha has something for everyone. The real estate market here is thriving, with options that range from modern builds to classic homes with character.

Living in Chickasha means enjoying a slower pace of life while still being just a short drive away from bigger cities like Oklahoma City. With its affordable housing options and strong sense of community, Chickasha is a perfect place to find your dream home. Discover the charm of Chickasha today and explore the wonderful homes waiting for you!

Newest Chickasha Homes for Sale

$147,000

2 Beds ⋅ 2 Baths ⋅ 1249719 MLS

This charming bungalow offers the look of a vintage home with the bones of a modern home. Renovated in late 2022, the home got a new roof, windows, siding, flooring, cabinetry, interior doors, paint, interior walls, appliances, etc! The bedrooms are spacious and the master bathroom is too! In home laundry area, breakfast bar and granite countertops are just a few of the finishing touches in this sweet home. Double closets in the primary bedroom and a large walk in shower are just a few items that make this house a home! The good sized fenced yard will accommodate animals and the single car garage offers a breezeway into the home for protection on rainy days. Schedule your private tour today! Buyer to verify square footage. Seller will offer a 750.00 carpet allowance with acceptable offer.

302 S 15th Street, Chickasha

$249,900

3 Beds ⋅ 2 Baths ⋅ 1249506 MLS

Looking for custom finished without paying for a custom build? Here it is. This custom kitchen will allow you to be a part of all the goings on in the house. Open and airy, the kitchen/living/dining offer plenty of light and tons of space for friends and family to gather and connect. There is plenty of room for a breakfast table as well as a formal dining table, and lots of room left over for living room sectional or large furniture. From the farmhouse sink, to the pot filler, to the 9 foot island, to the stainless appliances and custom cabinetry, you'll love your new kitchen! Both bathrooms have been recently remodeled and the entire interior has been repainted recently and recessed lighting has been added too. Outside, there is a HUGE backyard with a privacy fence, and a storage building that will stay with the home. **Roof 2026** HVAC 2022**Hot water tank 2022**Water softener 2022** Located at the end of the cul de sac, this property is tucked away in Chickasha, yet right in the middle of town! Take a look today!

2706 Timber Court, 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

$214,900

3 Beds ⋅ 2 Baths ⋅ 1250489 MLS

Welcome to 143 Orchard Drive! This 3-bedroom, 2-bath home offers a spacious and functional layout with plenty of room inside and out. The updated kitchen features granite countertops, stainless steel appliances, subway tile backsplash, ample cabinet storage, breakfast bar seating, and an eat-in dining area with a large window overlooking the backyard. The home offers multiple living and dining spaces, giving you flexibility for entertaining, a home office, or additional family space. The living room features a fireplace, built-in shelving and cabinetry, and direct access to the covered back patio. The oversized primary bedroom includes a private bath and double closets. Step outside to a large, privacy-fenced backyard with plenty of room for kids, pets, gardening, or outdoor entertaining. The covered patio provides a shaded place to relax and enjoy the backyard. Additional features include an indoor laundry room with built-in storage, an attached 2-car garage, and additional backyard storage. Conveniently located in an established Chickasha neighborhood, 143 Orchard Drive offers plenty of space, a practical floor plan, and a backyard that's hard to find. Schedule your showing today!

143 Orchard Drive, Chickasha

$99,000

2 Beds ⋅ 2 Baths ⋅ 1250487 MLS

Charming home in a fantastic location right next to the University of Science and Arts of Oklahoma! This 2-bedroom, 2-bath home is full of character, with beautiful vintage touches including rich woodwork, a statement fireplace with decorative mantel, and a unique built-in telephone nook that adds a glimpse of the home’s history. Sitting on a large lot with a great yard, there’s plenty of room to enjoy the outdoors, garden, entertain, or simply spread out. A detached garage with carport provides additional parking and storage or could make a great workshop or hobby space. You’ll also appreciate the convenience of a storm cellar. With USAO just steps away, the location offers exciting possibilities for an investor, college-area rental, or someone looking for a charming home to make their own. A little TLC and personal touch could really make this home shine! Property is being sold AS-IS; seller will make no repairs. Great location, vintage charm, a spacious yard, and so much potential—all waiting for its next chapter.

1701 S 16th Street, 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

$695,000

3 Beds ⋅ 3 Baths ⋅ 1249921 MLS

Where timeless character meets modern comfort! Situated on 25 fenced acres, this beautifully renovated 1940 home offers 3 bedrooms, 3 bathrooms, abundant natural light, and incredible views of the surrounding countryside. Thoughtfully modernized from top to bottom, the home retains the charm that makes it special, including beautifully preserved original wood floors, while incorporating the updates today's buyers expect. The extensive renovation includes a new kitchen, updated bathrooms, new appliances, new upstairs A/C, and spray foam insulation throughout the home for improved efficiency and comfort. Large windows fill the interior with natural light and showcase the peaceful rural setting. The spacious upstairs family area offers tremendous flexibility and could easily be reconfigured to create additional bedrooms, giving the home the potential for a 4 or even 5 bedroom layout. A unique bonus room provides the perfect space for a craft room, playroom, hobby space, or home office. Outside, the 25 acres are fenced and feature a pond along with multiple outbuildings that add both character and functionality. An original milking parlor is a reminder of the property's agricultural history, while the modern 30x50 shop provides excellent space for equipment, projects, storage, or recreational toys. With highway frontage for convenient access yet a homesite that maintains a quiet, private, rural feel, this property offers a rare combination of accessibility and country living. Renovated with exceptional attention to detail and a commitment to preserving its original character, this is not simply an updated farmhouse—it's a property where the hard work has already been done. Move in, spread out, and enjoy 25 acres of Oklahoma country living.

1601 Highway 62, Chickasha

$52,500

2 Beds ⋅ 1 Baths ⋅ 1249421 MLS

The home is being sold with the long term tenant, allowing for instant financial gain. The tenant pays $550/month, and tenant pays their utility expenses. There are no interior photos. Home will be sold as-is.

2012 S 13th Street, Chickasha

$185,000

4 Beds ⋅ 2 Baths ⋅ 1246859 MLS

Welcome to country living close to town! This wonderful mobile home sits on 3.65 acres mol and offers 4 bedrooms and 2 bathrooms. The layout is very spacious. Feel free to build a garage/shop/barn for your work or play tools. This property is at the end of a cul de sac. Home has been moved twice so not eligible for certain loan types. Seller will finance with 15K down over 25 years. (home is currently occupied and photos are showing it vacant) No showings until 9/22/26

1185 CR 1386, Chickasha

$269,900

3 Beds ⋅ 2 Baths ⋅ 1249085 MLS

Welcome to this charming, well-maintained property! This home offers a comfortable layout with spacious living areas, an abundance of natural light, and large closets providing excellent storage throughout. Inviting living areas with built in shelving creating a warm and functional space for relaxing or entertaining. Kitchen and dining areas offer comfortable flow for everyday living. Step outside to enjoy the large, well-kept backyard, complete with mature trees, covered patio, and garden area! The attached garage and fenced area add convenience and functionality. With established landscaping, classic brick, spacious rooms, and generous storage, with the roof being a year old PLUS a warranty this home is ready for its next owner!

1327 W Kansas 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

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