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

$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

$65,000

2 Beds ⋅ 1 Baths ⋅ 1240408 MLS

Calling all investors! This charming 840-square-foot home has already had the hard work started for you, with fresh paint, new flooring, and other interior updates that give it a clean, refreshed feel. Opportunities like this don't come around often at this price point. The home is currently tenant-occupied, making it an excellent investment opportunity with rental income already in place. Please allow a 24-hour notice for all showings so we can respect the tenant's schedule.

1117 W Pennsylvania Avenue, Chickasha

$149,900

2 Beds ⋅ 1 Baths ⋅ 1240990 MLS

Adorable and updated home in the sweet town of Chickasha! So many updates! Beautifully done and gorgeous finishes to this historical home! Brand new Floors throughout... lovely Acacia Wood floors in all the living spaces, new tile in the kitchen and bath, new marble counters and sink in kitchen, all new paint and fixtures and backsplash, some cabinetry is new as well. All brand-new appliances they also added a pantry space. Bathroom has been updated with new sink, toilet and vanity along with floors. Plumbing was brought upstairs for an all-in-one Washer/Dryer in the hallway, but facilities remain down in the basement as well, with a laundry chute from the hallway upstairs. Newly Painted inside and outside. Owner added the side drive for extra parking convenience. Two sweet porches on the front and the side of home. The garage is a single car space with a good-sized carport attached and well as a workshop space. This is a wonderful home for you to enjoy! with a full priced offer - the brand new fridge and washer/dryer combo can stay

1228 W Florida Avenue, Chickasha

$259,900

3 Beds ⋅ 2 Baths ⋅ 1240364 MLS

Y'all, this is the kind of place that feels like home the minute you pull into the driveway. Beautifully remodeled and sitting on over a quarter-acre lot, this spacious 1,985-square-foot home has all the fresh updates you've been looking for. Step inside to discover gorgeous designer-inspired color palettes, brand-new carpet, and fresh paint throughout, creating a bright, inviting space that's ready for you to make memories. Every room feels refreshed, blending timeless comfort with modern style. Outside, the oversized lot gives you plenty of room to entertain, garden, play, or simply enjoy peaceful evenings under the open sky. Whether you're hosting family cookouts or sipping your morning coffee on the patio, you'll appreciate the extra space and the sense of home this property offers. Beautifully updated, move-in ready, and full of charm, this is one you'll want to see for yourself. Come on home!

1904 S 21st Street, Chickasha

$230,000

3 Beds ⋅ 3 Baths ⋅ 1240281 MLS

Completely remodeled and move-in ready 3-bedroom, 2.5-bath home with new roof, siding, doors, windows, privacy fence, and more. Pull into the oversized driveway and follow the concrete sidewalk from the front porch around to the covered side and back porch, where you’ll find a fully fenced backyard with a gated entrance. LVP flooring flows through the main living areas & primary bedroom, with carpet in the secondary bedrooms and tile in the full bathrooms. The living room opens to a kitchen that features a custom blend of open shelving and traditional black cabinetry with gold hardware, quartz countertops, an undermount sink, breakfast bar with pendant lighting, walk-in pantry with lighting and custom stained shelving. New stainless-steel dishwasher, microwave, and stove. Just off the kitchen, the mudroom keeps everything organized with custom cabinetry, quartz countertops, a built-in bench with cubbies and hooks, a drying rack, and an oversized utility closet. A convenient half bath is tucked nearby across from the pantry, while a large storage closet behind the front door offers even more space. The primary suite is a true retreat with dual closets, including 1 walk-in closet, and a spacious bathroom featuring dual vanities, a soaking tub, tiled walk-in shower with bench, and a private water closet. The secondary bathroom is finished with a herringbone tile tub surround and black fixtures for a clean, timeless look. Recessed lighting throughout, ceiling fans in the bedrooms, custom cabinetry, and quality finishes make this home feel comfortable from the moment you walk in. Listing agent related to seller see attached disclaimer in supplements license #181843.

1828 W Idaho Avenue, Chickasha

$135,000

2 Beds ⋅ 1 Baths ⋅ 1240086 MLS

Welcome to the peace and privacy of this charming 2 bedroom, 1 bath brick home nestled in a beautiful rural setting surrounded by mature trees. Enjoy a large gated, fully fenced yard and two storage sheds, offering plenty of space for hobbies, pets, or outdoor living. Inside, you'll find new luxury vinyl plank flooring throughout the living areas and bathroom, fresh paint, a nice remodeled shower (2024), and the peace of mind a storm shelter safe room and a brand-new HVAC system installed in July 2026. This property is eligible for VA, FHA, and USDA financing, making homeownership more accessible to a variety of buyers. Whether you're looking for your first home, a place to downsize, or a peaceful country retreat, this one is a must see! Don't miss your opportunity and schedule your private showing today!

2707 County Street 2831 Street, Chickasha

$229,900

3 Beds ⋅ 2 Baths ⋅ 1239599 MLS

Step inside a luminous, open-plan sanctuary that feels expansive and inviting from the moment you walk through the front door. Gorgeous, harmonious color palettes blend soft neutrals with warm accents, creating an environment that’s both restful and uplifting—an ambiance best described as peaceful, purposeful, and full of possibility The chef-inspired kitchen shines with sleek quartz countertops, a generous island perfect for gathering, and high-end finishes that make every meal feel special. Large windows drench the living spaces in natural light, enhancing the serene tones throughout and blurring the lines between indoors and out. In the garage, tankless water heater, & an EV charger–ready space ensures you’re driving right into the future, while eco-conscious families will appreciate the forward-looking convenience. Situated just moments from Grady Memorial Hospital, Fort Sill, LSPI, HSI Sensing, Amazon, and Halliburton, your commute can mean more time at home and less behind the wheel. And with Chickasha Public Schools nearby, this home offers both community and comfort—where school mornings feel seamless and family dinners feel perfectly framed. Feel the pull of a fresh start in a place that’s made to grow into your greatest chapter yet. Experience the one you’ve been dreaming of—this home is waiting, and it won't last long.

908 Shady Meadow Way, Chickasha

$119,900

2 Beds ⋅ 1 Baths ⋅ 1239400 MLS

Welcome to this Well-located home in south Chickasha, this beautiful home offers a spacious layout with comfortable living areas, generous bedrooms, and plenty of natural light throughout. The home features a functional floor plan, a well-appointed kitchen with ample cabinet space, and a large backyard that's perfect for entertaining, gardening, or relaxing. Conveniently located near schools, shopping, restaurants, parks, and major highways, this home combines comfort and convenience. Whether you're a first-time homebuyer, looking to downsize, or searching for an investment opportunity, this property has plenty of potential.

2011 S 14th Street, Chickasha

$230,000

3 Beds ⋅ 2 Baths ⋅ 1238038 MLS

Welcome to your private one-acre retreat, where country freedom meets modern comfort! From the moment you pull up the driveway, this remarkable property impresses with its rare combination of expansive acreage and thoughtful, versatile living spaces. Step inside to discover a beautifully designed floor plan anchored by two separate, light-filled living rooms. This unique setup offers unmatched flexibility, allowing you to easily configure a cozy family media hub on one side and a formal sitting room or vibrant game room on the other. Nearby, the exceptionally spacious kitchen serves as the true heart of the home. Boasting endless countertop workspace and abundant cabinetry, it is perfectly tailored for effortless daily meal prep and large-scale holiday hosting alike.When it is time to unwind, the primary suite offers a luxurious, spa-like escape featuring a huge jetted tub designed to melt away the day's stress. The comfort continues outside, where your personal outdoor paradise awaits. Summer days are best spent lounging by the pristine above-ground pool, which features a spacious surrounding deck ideal for weekend barbecues and sunbathing. Best of all, the entire property sits on one full acre of usable land. This massive, level lot gives you the freedom to build a detached workshop, park your recreational vehicles, plant a sprawling garden, or let pets and family roam with peace of mind. Blending indoor luxury with outdoor versatility, this move-in-ready acreage is a rare find in today's market. Schedule your private tour today and start living the lifestyle you deserve!

2493 County Street 2806, Chickasha

$165,000

3 Beds ⋅ 2 Baths ⋅ 1238544 MLS

Completely remodeled inside and out, this move in ready home features a new roof (2025), fresh interior and exterior paint, newer windows, luxury vinyl plank flooring, new carpet, updated light fixtures, new appliances, and the refrigerator stays. Additional updates include a new garage door opener and a new main breaker electrical panel. The spacious living room opens to the eat in kitchen with a breakfast nook. The split floor plan features a primary suite with a walk in closet and an ensuite bathroom with a standalone shower. Two additional bedrooms are located on the opposite side of the home, along with a full hall bathroom with a tub/shower combo. A coat closet and two linen/storage closets provide additional storage. The front and backyard are fully fenced. The spacious backyard includes a large open deck, ideal for outdoor dining, grilling, or entertaining. Located in the Ninnekah School District with a Chickasha address, this updated home is ready for its next owner.

119 Windsor Road, Chickasha

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