Grady Homes with Chickasha School District

Welcome to Grady County, Oklahoma, a hidden gem that beautifully marries small-town charm with modern conveniences. Nestled in the heart of the state, Grady County is home to the vibrant city of Chickasha, known for its rich history and welcoming atmosphere. With its friendly community and a variety of local amenities, Chickasha offers a delightful living experience for families, retirees, and young professionals alike.

One of the standout features of this area is the highly regarded Chickasha School District. Families seeking quality education for their children will find a nurturing environment here, with schools dedicated to fostering academic excellence and personal growth. The district is known for its innovative programs, dedicated teachers, and a strong sense of community involvement, making it an ideal choice for families prioritizing education.

When it comes to real estate, Grady County offers a diverse selection of homes that cater to a range of lifestyles and budgets. From charming historic houses to contemporary new builds, the housing market in Chickasha is both affordable and appealing. Many homes are conveniently located near schools, parks, and local attractions, ensuring that residents can enjoy the best of what the city has to offer.

In addition to its excellent educational opportunities, Grady County is rich in culture and outdoor activities. With beautiful parks, recreational facilities, and annual events that bring the community together, there's always something happening in Chickasha.

Discover the enchanting lifestyle that awaits you in Grady County, where quality living meets a supportive community. Your dream home in Chickasha is just waiting to be found!

Newest Grady Homes with Chickasha School District

$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

$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

$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

$125,000

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

$9,500

1239304 MLS

Take a drive by this cleared corner lot, ready for your new home! Conveniently located in midtown Chickasha, it is close to all the amenities you will need. Nice trees in the back yard with access off Texas make it very convenient for someone needing to put a trailer or "toys" in the backyard. Just add a double gated fence! This property is only subject to city ordinances/permits and easements. No HOA or Covenants and Restrictions. Interior lot to the south is also for sale.

0000 S 1st 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

$210,000

3 Beds ⋅ 2 Baths ⋅ 1238113 MLS

Discover this newly painted and contemporary living at 2928 Westbrook ST, Chickasha, OK 73018, a single-family residence built in 2021. This property offers a fresh start in a home designed for modern comfort. The three bedrooms provide versatile spaces, accommodating various needs from tranquil sleeping quarters to productive home offices. A two-car garage offers convenient and secure parking, along with additional storage possibilities. This thoughtfully designed residence presents an exceptional opportunity to embrace a new chapter in Chickasha. A new roof and siding will be replaced prior to closing.

2928 Westbrook Street, 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

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 .