Chickasha Homes for Sale

Welcome to Chickasha, Oklahoma – a charming city nestled in the heart of Grady County, where small-town charm meets modern conveniences. With a rich history dating back to the late 1800s, Chickasha boasts a vibrant community spirit and a welcoming atmosphere that makes it an ideal place to call home. Known for its friendly residents and picturesque landscapes, this city offers a delightful blend of rural tranquility and urban accessibility.

Chickasha is not just a place to live; it's a community that thrives on connection and tradition. The city hosts an array of annual events, including the famous Festival of Light, which transforms downtown into a winter wonderland, and the Chickasha Rodeo, a celebration of the region's agricultural roots. Enjoy leisurely strolls through the historic downtown area, where you’ll find unique shops, local eateries, and a bustling farmers market that highlights the best of Oklahoma’s produce.

For those looking to settle down, Chickasha offers a diverse selection of homes for sale, catering to various lifestyles and budgets. From charming historic houses with character to modern family residences in friendly neighborhoods, there’s something for everyone. The real estate market here is thriving, making it an excellent opportunity for first-time buyers, families, and retirees alike.

With its affordable housing options, excellent schools, and a strong sense of community, Chickasha is not just a place to live—it's a place to thrive. Explore the homes for sale in this delightful city and discover the perfect backdrop for your next chapter!

Newest Chickasha Homes for Sale

$255,000

4 Beds ⋅ 2 Baths ⋅ 1242210 MLS

Welcome to this well-maintained 4 bedroom, 2 bath brick home that offers comfortable living inside and an entertainer's dream outside. The living room features a cozy gas fireplace, and a heated and cooled sunroom overlooks the sparkling in-ground pool, complete with operable windows and newly replaced screens for enjoying the view in any season. Step outside to your own private retreat where the the in-ground pool features a brand new vinyl liner and is enclosed by an attractive metal fence, providing both safety and an open view of the backyard. The spacious backyard is fully enclosed with a wood privacy fence. A 12x22 outbuilding with electricity provides excellent space for a workshop, storage, or hobbies. Additional highlights include a 2-car garage and a recently replaced roof. Schedule your showing for this move-in ready home today!

141 Sheridan Place, Chickasha

$65,000

2 Beds ⋅ 1 Baths ⋅ 1242238 MLS

Here’s your chance to own a home that’s waiting for someone to make it special. Featuring 2 bedrooms, 1 bath, original wood floors full of character, an attached garage, utility room, and a storm cellar. Whether you’re envisioning your first home, a cozy place to downsize, or an investment opportunity, this property is ready for new memories. Bring your creativity and see the possibilities! Buyer to verify school districts and all information to the best of their ability.

714 W Georgia Avenue, Chickasha

$159,000

3 Beds ⋅ 2 Baths ⋅ 1242240 MLS

Welcome home to this beautiful 3-bedroom, 2-bathroom brick home offering modern finishes, an inviting open floor plan, and a very large fenced backyard with a storage building, perfect for entertaining, pets, or play. Enjoy the large living area that flows seamlessly into the kitchen and dining space, creating the ideal layout for everyday living and hosting guests. The kitchen features abundant cabinetry, ample counter space, and a convenient breakfast bar overlooking the living room. The primary suite offers a private retreat with its own full bathroom, while two additional bedrooms provide flexibility for family, guests, or a home office. Outside, you’ll love the oversized fenced backyard with plenty of room for outdoor activities, gardening, or simply relaxing. The back patio is the perfect spot to enjoy your morning coffee or evening sunsets. Conveniently located in Chickasha, this move-in-ready home offers comfort, functionality, and plenty of outdoor space—all wrapped in low-maintenance brick construction.

1919 W Dakota Avenue, Chickasha

$59,900

3 Beds ⋅ 1 Baths ⋅ 1242016 MLS

Investor Special – Endless Potential! Unlock the possibilities at 1425 W. Dakota Ave., Chickasha, OK! This investor special is the perfect opportunity for investors, flippers, or buyers looking to build sweat equity. With plenty of potential to renovate, update, or add to your investment portfolio, this property is ready for your vision. Whether you’re searching for your next fix-and-flip, rental property, or affordable project home, this property offers a chance to create value in an established Chickasha neighborhood. Bring your ideas and transform this diamond in the rough into something special. Property is being sold AS-IS. Don’t miss this opportunity to invest in the growing Chickasha market—schedule your showing today and imagine the possibilities!

1425 W Dakota Street, Chickasha

$169,900

3 Beds ⋅ 2 Baths ⋅ 1241635 MLS

Completely Remodeled 3 Bed, 2 Bath in Chickasha — Move-In Ready! Don't miss this beautifully renovated 1,248 sq ft home offering true peace of mind. This isn't a cosmetic flip — the sellers completed a full remodel permitted and inspected by the City of Chickasha, including a brand-new roof, all-new windows, a new electrical panel, and all-new plumbing in the walls. The HVAC system has also been professionally serviced and is ready to go. Inside, you'll find a stunning remodeled kitchen with quartz countertops and a breakfast-bar island overhang with room for barstools — perfect for casual dining or entertaining. Both bathrooms are fully updated with granite counters and tile flooring. Luxury vinyl plank flooring flows throughout the rest of the home for a clean, modern look that's built to last. The attached one-car garage comes complete with a brand-new garage door opener. Step outside to mature shade trees in both the front and back yards — perfect for relaxing evenings and cooler summer afternoons. With quality finishes throughout and the major updates already done, this home is ready for its next owner to simply move in and enjoy. Schedule your showing today! Buyer to verify school districts.

420 W Minnesota Avenue, Chickasha

$169,000

3 Beds ⋅ 2 Baths ⋅ 1241790 MLS

Welcome home to this well-maintained 3-bedroom, 1.5-bath charming brick home in the heart of Chickasha. From the moment you arrive, you'll appreciate the mature shade trees, attractive curb appeal, and pride of ownership that make this property stand out. Inside, you'll find a functional layout with generous storage, making it easy to stay organized. A basement provides even more space for storage and a storm shelter. Step outside to enjoy the covered back porch overlooking the large, fenced backyard, perfect for relaxing or entertaining. An outbuilding offers additional storage or workshop space, while the attached 1-car garage adds everyday convenience. Recent updates include a new roof and gutters, giving buyers added peace of mind. If you're looking for a move-in-ready home that has been lovingly cared for and offers plenty of space inside and out, this property is one you won't want to miss.

1406 W Mississippi Avenue, Chickasha

$79,900

2 Beds ⋅ 2 Baths ⋅ 1242017 MLS

Situated on approximately 5 acres in the Pioneer School District, this 2-bedroom, 1.1-bath home offers a unique opportunity to create the country retreat you've been dreaming of. Inside, you'll find two spacious living areas and two dining areas, providing a flexible layout with plenty of room to reimagine the space. The acreage offers endless possibilities for gardening, outdoor recreation, livestock, or simply enjoying the peaceful rural setting. Whether you're looking for a weekend getaway, a place to put your personal touch, or the chance to build your own private oasis, this property is ready for its next chapter. Conveniently located with easy access to Chickasha while still offering the privacy and space that acreage living provides.

531 County Road 1390 Road, Chickasha

$164,900

3 Beds ⋅ 2 Baths ⋅ 1240317 MLS

Well now, if you’ve been waitin’ on a place that feels brand-new but still knows how to feel like home, this one just might be singin’ your song. This beautiful 3-bedroom, 1.1-bath home has been completely remodeled from top to bottom — we’re talkin’ a new roof, new windows, central heat and air, a new water heater, fresh paint, new flooring... the list just keeps on goin’. Tucked right into the heart of Chickasha — yes, Christmas Town itself — this home shines just as bright on the outside as it does on the inside. It’s got all the charm, all the updates, and all the heart you’ve been lookin’ for. So don’t wait around hummin’ about it — call today and schedule your own private showing before someone else falls in love first.

917 W Colorado Avenue, Chickasha

$140,000

3 Beds ⋅ 2 Baths ⋅ 1241620 MLS

Rare find in Chickasha, a full acre backing up to shannon springs lake! This 3-bedroom, 2-bath home sits on a spacious lot backing directly to the lake, offering privacy and a peaceful setting rarely available at this price point. Full of character, the home retains original finishes, a large sunroom, and vintage detail throughout, appealing to buyers who appreciate craftsmanship you won't find in new construction. A separate living area/workshop adds incredible flexibility, use it as a studio, hobby shop, guest quarters, or extra storage. Enjoy lake views right from your own backyard. Being sold as-is, this is a great opportunity for buyers ready to bring their vision and make it their own. Don't miss this one-of-a-kind property!

3409 S 4th Street, Chickasha

$185,000

3 Beds ⋅ 2 Baths ⋅ 1241292 MLS

Situated on just under a half-acre, this beautifully maintained home offers a spacious, fully fenced backyard with plenty of room to relax, play, and entertain. Located just one block from Chickasha's highly sought-after Shannon Springs Park, you'll enjoy easy access to scenic walking trails, the community pool, and multiple playgrounds right outside your door. Inside, the home features two generous living areas, with one easily serving as a fourth bedroom, home office, or flex space to fit your needs. The open layout between the living and kitchen areas creates an inviting atmosphere that's perfect for everyday living and hosting family and friends. For added peace of mind, the homeowner recently installed a durable metal roof designed to provide years of reliable protection. The oversized two-car garage offers ample space for vehicles, storage, and hobbies, while the property also includes a storm shelter and storage shed for added convenience. Freshly touched up and move-in ready, this home is clean, well cared for, and waiting for its next owner to make it their own!

2 Shannon Drive, Chickasha

$189,000

3 Beds ⋅ 2 Baths ⋅ 1241224 MLS

Are you a porch sitter? This home offers a sweet front porch where you can sip your tea and wave to the neighbors! As you drive up, you'll love the extended drive that will easily accommodate 6 cars, or a couple of cars and a couple of toy as well as a double garage.! Upon entering, you'll see the front room which could be an office, sitting room, piano room, formal dining, or second living area. The spacious kitchen offers space for a table and chairs and/or a rolling island, which would look great! As a bonus, the seller has offered to leave the refrigerator. Off the kitchen, the laundry room is huge and has plenty of storage. The den area has a nice fireplace and wood look floors which are throughout the house. The three bedrooms are generously sized and both bathrooms offer walk/roll in showers. New windows have been installed within the past few years too! Come take a look at this one. The price is right and the location offers easy access to HE Bailey and US Hwy 81.

12 Morrow Drive, Chickasha

$178,000

3 Beds ⋅ 1 Baths ⋅ 1241120 MLS

Move-in ready and completely remodeled in 2024! This 3-bedroom, 1-bath brick home offers 1,283 sq. ft. of updated living space on a spacious corner lot in Chickasha. The renovation brought a fresh, modern feel throughout with updated flooring, paint, lighting, windows, kitchen cabinetry, granite countertops, and appliances installed in 2024. The kitchen offers plenty of cabinet and counter space with a clean, functional layout that opens easily into the main living areas. A brand-new roof will be installed, adding another major update for the next owner. Outside, enjoy a large yard with mature shade trees, covered front porch, double carport, attached garage, and plenty of room to enjoy the outdoors. With the major updates already completed, and a newly added $8000 privacy fence. This home offers the character of an established neighborhood with the convenience of a remodeled interior. Clean, updated, and ready for its next owner—schedule your showing today!

827 S 20th Avenue, Chickasha

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