Chickasha Homes under $400,000

Welcome to Chickasha, Oklahoma – a charming city that beautifully blends small-town warmth with vibrant community spirit! Nestled in Grady County, Chickasha is known for its rich history, friendly atmosphere, and an array of recreational opportunities. With a population of just over 16,000, this delightful city offers a tight-knit community where neighbors become friends and local businesses thrive.

Chickasha boasts a variety of attractions, including the stunning Chickasha Festival of Light, which transforms the city into a winter wonderland each holiday season. Outdoor enthusiasts will love the nearby Lake Chickasha, perfect for fishing, boating, and picnicking. The city also features beautiful parks, walking trails, and sports facilities that cater to all ages.

When it comes to finding your dream home, Chickasha is an excellent choice. The real estate market here offers an impressive selection of homes priced under $400,000, making it an ideal location for first-time buyers, families, and retirees alike. From charming bungalows to spacious family homes, you’ll discover properties that fit your lifestyle and budget. Many homes feature modern amenities, spacious yards, and proximity to schools, shopping, and dining options.

With its affordable housing market and welcoming community, Chickasha is not just a place to live; it's a place to thrive. Come explore the possibilities and find your perfect home in this delightful Oklahoma city!

Newest Chickasha Homes under $400,000

$69,000

3 Beds ⋅ 1 Baths ⋅ 1252076 MLS

Charming 3 bedroom, 1 bath home offers a comfortable layout with plenty of character. Step inside to find beautiful hardwood flooring and an open living and dining area that flows into the kitchen, featuring granite countertops, ample cabinet space, and a convenient breakfast bar. Outside, you’ll find a covered front porch perfect along with a fenced backyard offering plenty of room for pets, kids, gardening, or outdoor entertaining. The metal roof is another great feature. Whether you’re looking for your first home, downsizing, or adding another property to your investment portfolio, 1220 W. Texas Ave. is definitely worth a look. Schedule your showing today!

1220 W Texas Avenue, Chickasha

$219,000

4 Beds ⋅ 3 Baths ⋅ 1251592 MLS

This home is in a fantastic location, directly across the street from the Country Club, offering convenient access to golfing and swimming! This well-kept home has only had 3 owners. This nostalgic home offers a comfortable layout, beautiful original details, and an abundance of outdoor space. Inside, you’ll find a clean and inviting interior with original wood doors, cork floors, generous storage, and plenty of natural light. The dining room features large glass sliding doors that open directly to the courtyard, creating an inviting connection between the indoor and outdoor living spaces. Recent updates include a brand-new roof installed approximately one month ago and a new hot water tank, offering peace of mind for the next owner. Outside, enjoy the expansive lot, mature shade trees, fenced outdoor areas, covered parking, and a spacious courtyard/patio area that’s perfect for relaxing or entertaining. The large yard provides plenty of room for pets, gardening, recreation, or future improvements. You really can’t find a yard like this in a location so prestige. With its solid brick construction, traditional ranch layout, spacious rooms, original character, new roof, new hot water tank, generous outdoor space, and prime location across from the Country Club, this home offers both character and convenience with plenty of potential to make it your own.

1628 W Carolina Avenue, Chickasha

$120,000

3 Beds ⋅ 1 Baths ⋅ 1251579 MLS

Looking to add another property to your investment portfolio? This tenant-occupied rental offers an opportunity to purchase an established investment property with tenants already in place. Skip the search for your next occupant and step into a property that is currently being utilized as a rental. Whether you're building your first rental portfolio or adding to an existing one, this property offers the advantage of an established tenancy from day one. With the home being sold with tenants in place, this is an opportunity geared specifically toward investors looking for a long-term rental property. Add another door to your portfolio and put this investment opportunity to work for you. ***Please do not disturb tenants.*** Buyer to verify school district.

124 S 11th Street, Chickasha

$345,000

4 Beds ⋅ 1216683 MLS

Stylish, Low-Maintenance Living in the Heart of Chickasha Discover comfort and modern design in this beautifully constructed 2-bedroom, 2-bath duplex nestled in a quiet Chickasha neighborhood. Thoughtfully designed with both style and functionality in mind, this home offers an inviting space that feels bright, open, and effortlessly livable. Step inside to a light-filled open-concept layout where the living, dining, and kitchen areas connect seamlessly—creating the perfect setting for entertaining friends or enjoying a relaxing night at home. Large windows enhance the airy feel, while the smart floor plan maximizes every square foot. The kitchen is a true highlight, featuring sleek granite countertops, stainless-steel appliances, abundant cabinetry, and clean, contemporary finishes. Even better, this home comes fully equipped with a complete appliance package—including refrigerator, dishwasher, gas range, microwave, washer, and dryer—so you can move in with ease from day one. The spacious primary suite serves as a private retreat with its own ensuite bath and generous closet space. A second bedroom and full bathroom provide versatility for guests, a home office, or additional household members. Outside, enjoy your fully fenced backyard—perfect for pets, gardening, weekend gatherings, or simply unwinding in your own private outdoor space. Conveniently located near schools, parks, shopping, and dining, this property offers the charm of small-town living with everyday essentials just minutes away. If you’re looking for modern comfort with minimal maintenance, this Chickasha gem is ready to welcome you home.

3308 S 23rd, Chickasha

$70,000

2 Beds ⋅ 1 Baths ⋅ 1251344 MLS

Welcome to a prime investment opportunity brimming with potential! Built in 1951, this classic all-brick home offers solid bone structure and timeless curb appeal, serving as the perfect blank canvas for your next renovation project. Whether you are an experienced investor looking for your next flip or rental addition, or an owner-occupant eager to customize a space to your exact style and build sweat equity, this property is primed for transformation. Key Features & Highlights: Classic Masonry Construction: Sturdy 1951 all-brick exterior providing durability and timeless charm. Unbeatable Location: Situated just minutes from major highway access, making daily commutes a breeze. Convenient Amenities: Close proximity to local shopping, dining, and neighborhood schools. Property is being sold in AS-IS condition (Cash Only). There are no interior phots available. Don't miss out on this high-potential project in a convenient location—bring your design ideas and contractor today!

305 N 17th Street, Chickasha

$234,900

3 Beds ⋅ 2 Baths ⋅ 1250364 MLS

Step into a bright, BRAND NEW open-concept living area featuring durable wood-look flooring, abundant natural light, and 2-inch white faux wood blinds throughout. The kitchen is designed for both everyday use and entertaining, complete with granite countertops, generous cabinet space, and a full set of appliances—including a brand-new refrigerator, microwave, gas range, dishwasher, washer, and dryer. The private primary suite offers a tiled shower, dual-sink vanity, and a spacious walk-in closet. Two additional bedrooms provide flexible space for guests, a home office, or other needs. The secondary bathroom showcases stylish tile finishes that combine durability with a modern touch. Outside, enjoy a covered patio that looks out onto a fenced backyard—perfect for pets, relaxing evenings, or outdoor meals. A two-car garage adds convenience and extra storage. Situated in Chickasha, this home provides easy access to shopping, dining, and major highways. Call for your tour today!

3306 S 23rd Street, Chickasha

$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

$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

$119,000

4 Beds ⋅ 1249585 MLS

Calling all Investors! Here is a Triplex that has generated income for many years. Property has been fully vacated, and ready to reevaluate rental rates and secure your selected tenants! The property was rented for at total of $1,850/month ($750 for the larger unit / $600 for a middle apartment / $500 for a smaller upstairs apartment). All utilities are on one single meter, so the owner pays the utilities each month. All units have shared the laundry space. Additional parking located in the back through the alley. Property being sold though an estate, so owner does not know a lot about the property. No interior photos can be provided at this time.

717 W Dakota Avenue, Chickasha

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