Chickasha Homes for Sale

Welcome to Chickasha, Oklahoma – a hidden gem nestled in the heart of Grady County! Known for its rich history and vibrant community spirit, Chickasha offers a unique blend of small-town charm and modern amenities. With a population of just over 16,000 residents, this welcoming city is a place where neighbors become friends and a sense of belonging is felt by all.

Chickasha boasts a variety of attractions, from the annual Festival of Light, which transforms the city into a winter wonderland, to the historic Chickasha Depot, a testament to the city’s railroad heritage. Outdoor enthusiasts will appreciate the lush parks and recreational opportunities, including the beautiful Shannon Springs Park, perfect for picnics and leisurely strolls. Additionally, the local dining scene offers a delightful mix of flavors, showcasing everything from classic American fare to unique culinary experiences.

For those considering making Chickasha their home, the real estate market is thriving! With a diverse array of homes for sale, you can find everything from charming bungalows to modern family residences. Whether you’re a first-time homebuyer, seeking a cozy retreat, or looking for a spacious home to accommodate your growing family, Chickasha has something for everyone.

Explore the inviting neighborhoods and discover the warmth of community living. The affordability of homes, combined with the city’s excellent schools and low cost of living, makes Chickasha an ideal place to settle down. Come and experience the delightful lifestyle that awaits you in Chickasha, where your dream home is just a key turn away!

Newest Chickasha Homes for Sale

$299,000

2 Beds ⋅ 3 Baths ⋅ 1255471 MLS

This beautifully completely remodeled duplex offers an incredible opportunity for investors or buyers looking to live in one unit while generating rental income from the other! The property also includes and additional empty lot to the West of the duplex. Each unit features 2 bedrooms and 1 bathroom, providing a total of 4 bedrooms and 2 bathrooms. Both units have undergone extensive renovations, offering fresh, modern interiors with beautiful new flooring, stylish cabinetry, and updated fixtures throughout. Additional improvements include new windows, roof, plumbing and new central heat/AC units. Both units have new appliances, including high end washer and dryers. The kitchens have gorgeous granite countertops, modern cabinetry, and sleek finishes. The bright, inviting living spaces offer a clean, contemporary feel, making both units attractive and comfortable. LOCATION, LOCATION, LOCATION! Conveniently situated within walking distance of local restaurants, banking, and grocery shopping, this property offers everyday convenience for residents. With extensive updates already completed, this turnkey duplex is an excellent addition to any investment portfolio or a fantastic opportunity for an owner-occupant looking to offset their mortgage with rental income. There is also an option to purchase the entire corner, that would be 5 doors total. Seller has a portfolio for sale including 10 doors total. Will separate.

715 W Wisconsin Avenue, Chickasha

$175,000

3 Beds ⋅ 2 Baths ⋅ 1255399 MLS

Character and curb appeal welcome you to 1827 S 20th St in Chickasha! A distinctive blue painted-brick exterior and covered front porch framed by charming arches set the tone for this inviting home. Inside, warm wood floors, large windows, and neutral colors create a bright, comfortable atmosphere. The spacious living area features a classic mantel, while a wide opening connects the adjoining living and dining spaces. Built-in cabinetry adds both personality and practical storage. The kitchen offers white cabinetry, a mosaic tile backsplash, stainless steel appliances, a gas range, and a convenient pass-through to the adjoining dining area. A window above the sink brings in natural light, and arched interior doorways carry the home’s architectural character throughout. Outside, the covered porch provides a welcoming spot for morning coffee, with yard space ready for your landscaping touches. Full of distinctive details and opportunities to make it your own, this home deserves a closer look. Schedule your showing today!

1827 S 20th Street, Chickasha

$115,000

3 Beds ⋅ 1 Baths ⋅ 1254271 MLS

This charming 3-bedroom, 1-bath home offers a wonderful combination of character, comfort, and updates. Step inside to discover new flooring throughout, neutral tones, and spacious rooms filled with natural light. The home features two mini-split heating and cooling systems for added comfort and efficiency. An enclosed back porch provides additional space for storage or hobbies. Outside, you’ll appreciate the attractive dark exterior, metal roof, and inviting covered front porch, perfect for relaxing and enjoying the outdoors. The spacious yard offers room for outdoor activities. Whether you’re searching for a primary residence or an investment opportunity, this property has plenty to offer. Schedule your private showing today!

927 S 18th Street, Chickasha

$159,000

3 Beds ⋅ 2 Baths ⋅ 1254959 MLS

Step back in time to this very well kept charmer with original hardwoods in a good portion of the house, lovely built-ins bround the fireplace, and a wonderful sitting porch for daydreaming! The roof is brand new and any loan type will be acceptable! With 3 bedroom and 2 full baths, this house also offers a bright kitchen, in home laundry area and a cellar/basement accessible from inside the home. There is a fully fenced yard and a single detached garage with opener for safety and security. The large corner lot offers plenty of space to play and stay!

1528 W Missouri Avenue, Chickasha

$234,900

3 Beds ⋅ 2 Baths ⋅ 1252072 MLS

This thoughtfully designed 3-bedroom, 2-bathroom home with a 2-car attached garage offers modern finishes, functional living spaces, and quality craftsmanship in Chickasha. The open-concept floor plan connects the living, dining, and kitchen areas, providing a functional layout for everyday living. Luxury vinyl plank flooring extends throughout the main living areas, while large windows provide natural light. The kitchen features granite countertops, ample cabinet storage, and a full suite of stainless steel appliances, including a refrigerator, gas range, microwave, and dishwasher, along with a washer and dryer. The primary suite includes a walk-in closet and a private bathroom with dual vanities and a tiled walk-in shower. Two additional bedrooms provide flexible space for guests, a home office, or other needs, with a second full bathroom conveniently located nearby. Additional features include a dedicated laundry room, white faux wood blinds, and an attached two-car garage. Conveniently located near local schools, shopping, dining, and major roadways, this home provides access to everyday amenities. Call to schedule a tour today!

1217 S Park Avenue, Chickasha

$169,900

3 Beds ⋅ 2 Baths ⋅ 1254976 MLS

Fully remodeled and move-in ready! These 3 beds, 2 bath home at 912 S 16th St in Chickasha offers 1,328 sq ft of updated living space, priced at $169,900. The remodel went well beyond cosmetic: all new plumbing, a new electrical panel, and a combo heat and air unit give you peace of mind for years to come. Inside, new LVP flooring runs throughout, and fresh paint brightens every room. The kitchen and both bathrooms have been completely renovated. The living room is anchored by a cozy fireplace and includes a flexible nook that works great as a home office, play area, or extra space for entertaining guests. Outside, enjoy a large covered front porch, a smaller covered back porch, and a fenced backyard. Fresh exterior paint and a detached one-car garage complete the package. Have questions about financing? Contact your Realtor for information about local lenders and available financing options. Schedule your showing today!

912 S 16th Street, Chickasha

$235,000

3 Beds ⋅ 2 Baths ⋅ 1254402 MLS

Welcome to 311 Christopher Drive in Chickasha! This 3-bedroom, 2-bathroom home offers approximately 1,763 square feet of living space on a 10,018-square-foot lot. Located in a well-established neighborhood right beside the Drover Hills Country Club golf course, this property offers a rare opportunity in an area where homes don’t come up for sale often. A brand-new roof installed October 15, 2026, adds value to the home. The backyard offers potential for your own outdoor retreat, complete with an in-ground pool that is currently not in working condition and will require some TLC. Bring your vision to create a welcoming spot for relaxing, entertaining, and gathering with family and friends. Schedule your showing and explore the possibilities!

311 Christopher Drive, Chickasha

$139,000

3 Beds ⋅ 1 Baths ⋅ 1254230 MLS

3-bedroom home situated on a large corner lot in Chickasha. Offering a spacious living area with beautiful flooring, abundant natural light, and a comfortable layout. The kitchen offers plenty of cabinet space and opens to a dining area, making everyday living and entertaining a breeze. This home has the character you're looking for. Step outside and enjoy the beautiful backyard deck, perfect for morning coffee, weekend cookouts, or simply relaxing outdoors. The spacious yard offers plenty of room for outdoor activities, while the detached garage provides additional parking or storage. Additional highlights include a custom West Shore back door, cellar and an existing security system that stays with the property! With its welcoming atmosphere, functional layout, and wonderful outdoor space, this home has so much to offer. Schedule your private showing today!

1327 S 16th Street, Chickasha

$280,398

4 Beds ⋅ 2 Baths ⋅ 1253976 MLS

MOVE IN READY, close on your new home in 30 days!! There’s just something special about walking into a home where every detail feels intentional—and this brand-new, energy-efficient beauty is exactly that. Nestled in one of the area’s most sought-after communities, this spacious 4-bedroom, 2-bath home (with an inviting covered front porch) was designed with comfort, style, and everyday living in mind. Step inside and you’ll be greeted by elevated ceilings that make the open living spaces feel light and airy, while luxury vinyl plank flooring runs throughout the main areas dding warmth and texture. The heart of the home—the kitchen—features sleek quartz countertops that perfectly balance modern design with timeless appeal. You’ll love knowing this home is built for the future, with a high-efficiency HVAC system, EV charger, tankless water heater, and a 10-year structural warranty giving you peace of mind. Outside, the beautifully landscaped yard creates instant curb appeal, making this house feel like home from the very first glance. Located just minutes from the Turnpike and close to major employers like Cimarron Trailer, Standley Systems, HSI Sensing, LSPI, and Fort Sill, you’ll have both convenience and community right at your doorstep. This isn’t just a place to live—it’s a place to plant roots, gather, and make memories for years to come.

925 Hazy Brook Circle, Chickasha

$169,900

3 Beds ⋅ 2 Baths ⋅ 1253685 MLS

Welcome to this inviting 3-bedroom, 2-bath home offering comfort and functionality throughout. The living room features a wood-burning fireplace, and the kitchen refrigerator stays with the home for added convenience. The primary suite includes an ensuite bathroom with a walk-in shower. A large, fenced backyard provide plenty of room to enjoy outdoor activities, pets, and entertaining. Whether you're a first-time homebuyer or looking for a place to call home, this property is ready for its next chapter! Roof will be replaced prior to closing.

3308 S 25th Street, Chickasha

$190,000

3 Beds ⋅ 2 Baths ⋅ 1253936 MLS

LOOK!! This newly remodeled home is READY FOR YOU! This adorable home located in an established neighborhood is ready for a new owner...you. New roof, new windows, new flooring, paint, vanities.... Garage has been converted, however, there is a nice carport in back as well as a fenced yard. Take a look before it's too late!

40 Village Drive, Chickasha

$269,000

4 Beds ⋅ 2 Baths ⋅ 1252027 MLS

Beautifully updated home on a cul-de-sac. This home has beautiful updates from top to bottom. It features 3 large extra bedrooms and a grand master suite. The homeowners have updated the flooring throughout, fixtures, paint, updated the kitchen with beautiful counters and backsplash, and a new roof in 2026. This home is perfect for a large family that loves to entertain. With two large living areas and a massive fenced backyard, this property is ready for any and all of your family celebrations. Hurry and look because this one will not last long!

107 Glenwood Drive, Chickasha

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Chickasha Homes for Sale

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