Chickasha Homes for Sale

Welcome to Chickasha, Oklahoma – a charming city nestled in the heart of Grady County. With its rich history, friendly community, and vibrant culture, Chickasha offers a delightful blend of small-town charm and modern conveniences. Known for its annual events, including the famous Chickasha Festival of Light, this city lights up with festive spirit during the holiday season, attracting visitors from near and far.

Chickasha is also renowned for its beautiful parks, including the scenic Shannon Springs Park, where families can enjoy picnics, walking trails, and playgrounds. The city boasts a strong sense of community, with local shops, restaurants, and farmers’ markets that reflect the warmth and hospitality of its residents. Whether you're looking to explore the historical downtown district or take part in local events, Chickasha has something for everyone.

If you're considering making Chickasha your home, you'll be pleased to find a variety of homes for sale that cater to diverse tastes and budgets. From charming historic houses with character to modern family homes equipped with all the latest amenities, the real estate market here has something for everyone. The affordability of homes in this area makes it an attractive option for first-time buyers, families, and retirees alike.

With its welcoming atmosphere and strong community ties, Chickasha is not just a place to live; it’s a place to thrive. Explore the homes for sale today and discover the perfect abode where you can create lasting memories in this delightful Oklahoma city!

Newest Chickasha Homes for Sale

$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

$154,900

3 Beds ⋅ 2 Baths ⋅ 1248957 MLS

This 3-bedroom, 2-bath home is as sweet as one of Miss Beverly’s birthday cakes! Lovingly cared for by the McAdams family for decades, this home is filled with warmth, character, and pride of ownership. Inside, you’ll find large, spacious rooms and an updated kitchen ready for its next chapter. Out back, there’s a large detached 2-car garage, while beautiful mature trees shade the entire property and add to its welcoming charm. Homes with this kind of history and care don’t come along every day—call today to schedule your private tour!

815 S 19th Street, Chickasha

$254,990

4 Beds ⋅ 2 Baths ⋅ 1248437 MLS

This is more than a new home—it’s the fresh start you’ve been longing for. Step inside and feel the difference: soaring elevated ceilings, sunlight pouring into an open, spacious layout designed to breathe with you, not press in around you. Every detail speaks of care and comfort—luxury vinyl plank flooring underfoot, gleaming quartz countertops that elevate every moment in the kitchen. This isn’t just about beauty. It’s smart, too—energy efficient from top to bottom, with an EV charger ready for the future you’ve worked so hard to build. But here's the truth: homes like this don’t wait. Not in this market. Not with features like these. And not with the feeling you get the moment you walk through the door—the undeniable sense that this is it. Don’t let this one slip away. This is your chance. Schedule your showing today!

928 Hazy Brook Circle, Chickasha

$100,000

4 Beds ⋅ 1 Baths ⋅ 1248191 MLS

Offering fantastic functionality and space to spread out, this 4-bedroom, 1-bathroom Chickasha residence delivers an ideal layout for buyers seeking room to grow both inside and out. The interior provides four flexible bedrooms that can easily adapt to house a growing household, a home office, or a dedicated hobby room. Outside, the property truly shines with a expansive covered carport for weather-protected parking, alongside multiple outdoor storage sheds and versatile utility buildings—perfect for storing tools, setting up a custom workshop, or housing recreational equipment. Ideally located with quick access to local schools, parks, and downtown amenities, this property combines everyday practical convenience with incredible utility and outdoor potential—reach out today to schedule your private tour!

1923 W Louisiana Avenue, 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 .