Chickasha Ot Real Estate

Welcome to Chickasha, Oklahoma—a charming city nestled in the heart of Grady County that beautifully blends small-town warmth 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.

One of the neighborhood's standout features is its strong sense of community. Residents take pride in their town, evident in the numerous local events held throughout the year, including the popular Chickasha Festival of Light, which transforms the city into a winter wonderland each holiday season. The city is also home to a variety of parks, including the scenic Shannon Springs Park, where families can enjoy picnics, walking trails, and playgrounds.

Chickasha boasts a diverse selection of dining options, from cozy cafes to family-owned restaurants serving up delicious home-cooked meals. Local shops and boutiques line the streets, offering unique finds and a chance to support local entrepreneurs. For those who enjoy the great outdoors, the nearby Lake Chickasha provides opportunities for fishing, boating, and hiking, making it a perfect spot for weekend getaways.

Education is a priority in Chickasha, with well-regarded schools and a commitment to fostering a nurturing environment for students. The city is also conveniently located near major highways, providing easy access to nearby cities and attractions.

Whether you're looking for a peaceful place to settle down or a vibrant community to call home, Chickasha, Oklahoma, offers the perfect blend of charm, convenience, and camaraderie. Come discover all that this delightful neighborhood has to offer!

Newest Listings in Chickasha Ot

$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

$335,000

4 Beds ⋅ 3 Baths ⋅ 1225777 MLS

Imagine stepping into a piece of history at 1016 W Kansas Ave. The single family residence built in 1906 offers a unique blend of timeless character and modern potential. This property presents an opportunity to craft a living space that reflects your personal style and aspirations. The foyer offers charm and warmth and is flanked by a beautiful office/sitting room/music room. The Acacia wood floors flow throughout the large living and kitchen area and blend seamlessly with the traditional design of the kitchen cabinetry and soapstone countertops. The kitchen is truly the heart of the home, offering a breakfast bar overlooking the dining room and sitting/reading/gathering space. The true gem is the large living room with the fireplace flanked by built-ins. This room offers space large enough for not only relaxing, but entertaining too, with space for couches, game/puzzle table, or other desired furniture. With four dedicated bedrooms, this home provides ample space for comfortable living, creative pursuits, or accommodating guests. The generous layout ensures privacy and flexibility for all occupants. Outside, the backyard is accessible from the kitchen or living area and offers an elegant vintage patio area for humans and four legged friends alike. There is also an in ground storm shelter. The convenience of a two-car garage offers secure parking and additional storage solutions. Discover the possibilities that await you in this charming Chickasha residence. ***New roof 4-2026*** ***New siding 6-2026***

1016 W Kansas Avenue, Chickasha

$139,999

3 Beds ⋅ 1 Baths ⋅ 1237399 MLS

Welcome to 1604 S 9th Street in Chickasha! This charming 3-bedroom, 1-bath home offers 1,256 square feet of comfortable living space on a 0.19-acre lot. The home features a spacious covered front porch, updated flooring throughout much of the home, and an inviting layout with generous living and dining areas. The kitchen offers abundant cabinet storage, stainless steel appliances, and a stylish tile backsplash. The updated bathroom includes a modern vanity, fixtures, and lighting. Spacious bedrooms provide flexibility for family, guests, or a home office, while the dedicated laundry area adds convenience. Outside, you'll find mature trees, a 2 car garage, and a yard with plenty of space to enjoy. Conveniently located near schools, shopping, dining, and downtown Chickasha amenities, this property offers both comfort and accessibility. This house is currently being rented and is occupied by tenants. So whether you wanted this property for yourself, or for a turnkey rental investment, it is the place for you! Don't miss this opportunity!

1604 S 9th Street, Chickasha

$279,000

5 Beds ⋅ 2 Baths ⋅ 1237638 MLS

This exquisite Victorian charmer, ideally situated on a large corner lot in Chickasha, invites you to experience historic grandeur, starting with the stunning original woodwork gracing the banister upon entry. The chef's kitchen continues this theme of beautiful craftsmanship with complementary wood details, creating a warm and inviting space perfect for culinary endeavors. Boasting five spacious bedrooms and two generously sized bathrooms—one featuring a luxurious soaker tub and the other a charming claw foot tub—this home offers both comfort and classic style. For year-round comfort and energy savings, both HVAC systems were replaced in July 2024 with new, high-efficiency units; the upstairs system includes all-new ductwork, vents, and 12 inches of freshly blown-in insulation, while the downstairs system was professionally cleaned and serviced for optimal performance. This is an extraordinary opportunity to transform this historic gem into your dream home!

701 S 6th Street, Chickasha

$73,000

2 Beds ⋅ 2 Baths ⋅ 1237211 MLS

Opportunity awaits with this 1,225 sq. ft. home featuring 2 bedrooms, 1.5 bathrooms, and a 1-car attached garage in a convenient Chickasha location. Whether you're looking to expand your investment portfolio or searching for a property to renovate and make your own, this home offers plenty of potential. With good bones and a functional layout, a little TLC can go a long way. One of this property's biggest advantages is its flexible floor plan. With only minor renovations, it could easily be converted into a 3-bedroom home, adding even more value and appeal. Outside, you'll find a large, fully fenced backyard with plenty of space for pets, gardening, entertaining, or future improvements. This property is an excellent investment opportunity with endless possibilities for the right buyer.

622 S 14th Street, Chickasha

$195,000

4 Beds ⋅ 3 Baths ⋅ 1237283 MLS

Completely Transformed & Move-In Ready! This 4-bed, 3-bath home has been completely renovated from the studs up, with a reconfigured floor plan designed for seamless flow. The spacious living room features an electric fireplace, while the modern kitchen offers new cabinetry, quartz countertops, a tile backsplash, stainless steel appliances including an induction stove and a refrigerator that stays. One of the hallway bathrooms includes dual vanities, a shower/tub combo, and direct access to the laundry room, which provides extra storage and counter space. Sitting on a large corner lot, this home is fully fenced and topped with a durable metal roof. The converted garage currently serves as extra storage but can easily be restored to a 1-car garage. With new windows, a new electrical panel, updated plumbing, a new AC condenser, and too many upgrades to list, this home is truly a must-see!

825 W Colorado Avenue, Chickasha

$10,000

1237032 MLS

This lot is being sold in conjunction with 917 W. Illinois., MLS# 1237026 This is a corner lot that has a road on three sides.

925 W Illinois Avenue, Chickasha

$82,000

2 Beds ⋅ 1 Baths ⋅ 1235544 MLS

Discover a charming single-family residence at 928 S 3rd ST, Chickasha, OK 73018, originally built in 1940. This home offers a unique opportunity to embrace a vibrant lifestyle in a property with established character. With two comfortable bedrooms, this home provides flexible spaces for rest and rejuvenation. The property also includes a single-car garage, offering convenient parking and additional storage solutions. This delightful property presents an inviting opportunity to create your ideal living space; schedule your private viewing today.

928 S 3rd Street, Chickasha

$29,999

1233915 MLS

Zoned Commercial~ Great Place to Build! 2 lots, separate parcels ad legal descriptions. The lot next to it 128 N 12th must be sold with this one. Parcels: C001-00-116-003-0-001-00 & C001-00-116-004-0-000-00

1121 W Choctaw Avenue, Chickasha

$220,000

3 Beds ⋅ 3 Baths ⋅ 1232959 MLS

Investor Special! This income-generating triplex brings in $2,100/month, and features three individual 1 bed/1 bath units, including one garage unit. Conveniently located less than 1 mile from the Downtown area, which is home to the famous Chickasha Leg Lamp and just a short distance to the fairgrounds, making this property even more desirable. During the holiday season, occupants can enjoy the Festival of Light just 2 miles away at Shannon Springs Park. The main structure includes two side-by-side units (#925 and #927), both with a new roof, new HVAC, new windows, new plumbing, and washer/dryer hookups as an added luxury. Units 925 and 927 are fully remodeled with new flooring, paint, updated kitchen, and bath. Unit 927 features a new gate on the fenced in patio section. The third unit (113 S. 10th St.), is a detached unit with a garage for its special feature! This unit was recently refreshed with paint, updated flooring, and a remodeled bathroom. Exterior improvements included removing several large trees for added peace of mind. All units are currently tenant-occupied with active leases, and all pay on time! With rents at $650 for unit #925, $700 for unit #927, and $750 for the garage unit, this property is a perfect turnkey addition to any investment portfolio.

925 W CHICKASHA Avenue, Chickasha

$134,900

4 Beds ⋅ 2 Baths ⋅ 1231834 MLS

Cute updated 4 bedroom brick house! This home feels bright and clean with lots of window light and fresh paint. Primary bedroom has a walk-in closet with full bath. Large laundry room. Large backyard with established, big trees makes it a private space. Schedule your showing today.

1306 S 2nd Street, Chickasha

Start Your Search

Copyright © 2026 MLSOK, Inc. This information is believed to be accurate but is not guaranteed. Subject to verification by all parties. The listing information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. This data is copyrighted and may not be transmitted, retransmitted, copied, framed, repurposed, or altered in any way for any other site, individual and/or purpose without the express written permission of MLSOK, Inc. Information last updated on .