Chickasha Homes under $250,000

Welcome to Chickasha, Oklahoma – a hidden gem nestled in Grady County that beautifully combines small-town charm with modern conveniences. Known for its rich history and vibrant community spirit, Chickasha offers a unique lifestyle that appeals to families, retirees, and everyone in between. The city is home to a variety of local shops, delightful eateries, and engaging community events, including the annual Festival of Light, which transforms downtown into a winter wonderland.

Chickasha is not just about its warm-hearted community; it also boasts a range of outdoor recreational opportunities. With parks, walking trails, and nearby lakes, residents can enjoy the natural beauty of Oklahoma right at their doorstep. The city’s commitment to education is evident with its reputable schools and access to higher education institutions, making it an ideal place for families looking to settle down.

What truly sets Chickasha apart is its affordability in the housing market. For those seeking their dream home without breaking the bank, there are plenty of charming options available under $250,000. From cozy bungalows to spacious family homes, the real estate market here offers a diverse selection that caters to various tastes and needs. Whether you’re a first-time homebuyer or looking to downsize, Chickasha provides excellent value for your investment.

Explore the opportunities that await you in Chickasha, where community, affordability, and quality of life come together to create a perfect place to call home. Your dream home is just waiting to be discovered!

Newest Chickasha Homes under $250,000

$187,900

3 Beds ⋅ 1 Baths ⋅ 1250576 MLS

Well, this one has been redone from top to bottom, and she is absolutely BEAUTIFUL! Sitting pretty on a corner lot, this totally remodeled home is fresh, bright, and ready for its new owner. Step inside to gorgeous Repose Gray walls accented with crisp white trim, all-new flooring, and fresh paint throughout. The kitchen is a showstopper with brand-new cabinets and beautiful quartz countertops! And the updates don’t stop with the pretty stuff! This home also features a NEW ROOF, NEW WINDOWS, NEW CENTRAL HEAT & AIR, NEW PLUMBING, and NEW ELECTRICAL! So much of the hard work has already been done—you just get to move in and enjoy it. From the stylish finishes to the major improvements, this home has been given a whole new life. Come take a look before somebody else falls in love with it first!

1005 W Washington Avenue, Chickasha

$239,000

3 Beds ⋅ 2 Baths ⋅ 1251650 MLS

Welcome home to this beautifully maintained 3-bedroom, 2-bath home built in 2006! Step inside and you’ll find a fresh, timeless look with Repose Gray walls accented by crisp white trim throughout. The kitchen is sure to impress with beautiful granite countertops and stainless steel appliances, offering both style and functionality. Major updates include a new roof installed just last year, giving the next owner added peace of mind. The home also features a storm shelter conveniently located in the garage floor—an especially valuable feature for Oklahoma living. With its modern finishes, comfortable floor plan, and move-in-ready appeal, this home checks all the boxes. Don’t wait—schedule your private showing today!

3317 Arizona Avenue, Chickasha

$119,000

2 Beds ⋅ 1 Baths ⋅ 1252799 MLS

Fully remodeled in 2024! This 2-bedroom, 1-bath has been updated throughout. Great starter home or long-term rental potential. Currently tenant-occupied with a monthly rent of $500. Current market rent value is $850+. Metal roof, HVAC, siding, plumbing, electrical, windows, and insulation all updated in 2024. 896 sqft - Built in 1940. The kitchen features butcher block countertops and stainless steel appliances. Updated plumbing and light fixtures. Laundry hookups. Vinyl flooring thoughout. Covered front porch. Concrete driveway. Fenced backyard. Easy access to Highway 62, Highway 227, and the H.E. Bailey Turnpike. Located in Chickasha schools and approximately 18 miles from downtown Blanchard. Utilities include PSO electric and City of Chickasha water, sewer, and trash.

708 S Sheppard Street, Chickasha

$133,000

3 Beds ⋅ 1 Baths ⋅ 1252807 MLS

Fully remodeled in 2026! This 3-bedroom, 1-bath has been updated throughout, including a new metal roof, HVAC, siding, plumbing, electrical, windows, and insulation. 1,032 sqft - Built in 1940. Great starter home or long-term rental potential. The kitchen features butcher block countertops and stainless steel appliances. New plumbing and light fixtures. Laundry hookups. Pantry. Fresh interior and exterior paint. Vinyl flooring thoughout. Covered front porch. Concrete driveway. Fenced backyard. Concrete patio. Two metal storage sheds. Easy access to Highway 62, Highway 227, and the H.E. Bailey Turnpike. Located in Chickasha schools and approximately 18 miles from downtown Blanchard. Utilities include PSO electric and City of Chickasha water, sewer, and trash.

706 S Sheppard Street, Chickasha

$230,500

3 Beds ⋅ 2 Baths ⋅ 1252493 MLS

$0 down options, USDA & VA eligible. The Ashton is beautifully designed where style and function come together seamlessly. This is the perfect fhome for entertaining, with a big island kitchen that flows effortlessly into the living areas, making hosting a breeze. Imagine cozying up on the nice back patio that offers privacy backing up to a beautiful treeline, perfect for relaxing or sharing a moment with loved ones. The oversized primary bedroom is a true retreat—your own personal sanctuary. Elevated ceilings in both the living areas and primary bedroom make everything feel spacious and luxurious. With a tankless gas hot water heater, you'll never run out of comfort, and those quartz countertops, pure elegance. Plus, gorgeous luxury vinyl flooring in the wet areas gives you durability and beauty in one. Open, airy, and full of light—this home is everything you want and need. And for that added touch of convenience, it’s ready for an EV charger! This is your home. Your sanctuary. Your future. Don't let it slip away, schedule to have a look today

3420 Hickorystick Drive, Chickasha

$246,500

3 Beds ⋅ 2 Baths ⋅ 1252487 MLS

$0 down options, USDA & VA eligible. The Charlotte is a beautiful spacious, open-concept home with elevated ceilings that make every room feel grand, including the luxurious primary bedroom, it is spacious enough to create your own personal retreat. The luxury vinyl flooring in the wet areas is sleek and stylish, adding to the overall sophistication of the space. The kitchen is a masterpiece, with gorgeous quartz countertops and a flush bartop island perfect for entertaining or family gatherings.The pantry is perfectly positioned giving you plenty of space for all your kitchen essentials and more. Step into the primary bathroom and closet – they’re every girl’s dream! It’s not just big, it’s designed for comfort, with ample storage and beautiful finishes that make getting ready each day feel like a treat. The secondary bedrooms are roomy and perfect with a spacious hall bath to match.and with plenty of built-ins throughout, you’ll have all the storage you need.The covered back patio is perfect for relaxing and outdoor entertaining with a beautiful treeline that your new home backs up to. And let’s not forget about the large laundry room, tankless gas hot water heater, and the fact that this home is llocaqted in the highly sought after Sleepy Hollow making it the perfect choice for you. With easy access to highways and the turnpike, you’ll never be far from where you need to be. This isn’t just a house; it’s the home you’ve been waiting for – this home is anticipated to complete in December. Reserve your new home today.

3416 Hickorystick Drive, Chickasha

$245,500

3 Beds ⋅ 2 Baths ⋅ 1252485 MLS

$0 down options, USDA & VA eligible! The Charlotte offers a spacious, open-concept living area with elevated ceilings that make every room feel grand, including the luxurious owners suite, it is spacious enough to create your own personal retreat. The luxury vinyl flooring in the living areas is sleek and stylish, adding to the overall sophistication of the space. The kitchen is a masterpiece, with gorgeous quartz countertops and a beautiful flush bartop island perfect for entertaining or gatherings. The pantry gives you plenty of space for all your kitchen essentials and more. Step into the owners suit, It's not just big, it’s designed for comfort, with ample storage and beautiful finishes that make getting ready each day feel like a treat. The secondary bedrooms are roomy with a spacious hall bath to match and with plenty of built-ins throughout, you’ll have all the storage you need. The covered back patio is perfect for relaxing and outdoor entertaining, And let’s not forget about the large laundry room, tankless gas hot water heater, and the fact that this home is located in the highly sought after Sleepy Hollow. With easy access to highways and the turnpike, you’ll never be far from where you need to be. This isn’t just a house; it’s the home you’ve been waiting for – schedule today so you can have a look

3412 Hickorystick Drive, Chickasha

$233,500

3 Beds ⋅ 2 Baths ⋅ 1252482 MLS

$0 down options, USDA & VA eligible. The Abingdon—isn’t just a house, it’s the perfect home. Perfect for entertaining, the big island kitchen is the heart of the home, creating an effortless flow that makes hosting a breeze. BIG front porch to greet guests, and a covered back patio to relax in style—this is the space where memories are made. Elevated ceilings in the living areas and primary bedroom bring that WOW factor, giving you a sense of luxury and comfort every time you step inside. Tankless gas hot water heater—endless, efficient comfort. Stunning quartz countertops and gorgeous luxury vinyl flooring in the wet areas—practical yet beautiful at every turn. Spacious, open, airy—this home flows perfectly, every single day. Plus, EV charger ready to keep you and your future eco-friendly lifestyle powered up! This home is calling your name—don’t miss your chance, schedule to have a look today

3408 Hickorystick Drive, Chickasha

$234,900

3 Beds ⋅ 2 Baths ⋅ 1252143 MLS

This thoughtfully designed 3-bedroom, 2-bathroom home 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, 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!

3304 S 23rd Street, 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

$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

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