Chickasha Homes with Chickasha School District

Welcome to Chickasha, Oklahoma – a charming city where small-town warmth meets vibrant community spirit! Nestled in Grady County, Chickasha is not just a place to live; it’s a place to thrive. Known for its rich history and welcoming atmosphere, this delightful city offers a unique blend of cultural experiences, outdoor adventures, and modern amenities.

One of the standout features of Chickasha is its commitment to education, highlighted by the reputable Chickasha School District. Families seeking a nurturing environment for their children will find a range of educational opportunities that prioritize student success and community involvement. The district is known for its dedicated teachers, innovative programs, and a focus on fostering a love for learning. Whether you have young children or teenagers, you can rest assured knowing that they are receiving a quality education right in your backyard.

In addition to its educational offerings, Chickasha boasts a variety of homes that cater to diverse lifestyles and preferences. From charming historic houses to modern family-friendly residences, there’s something for everyone in this picturesque city. The tight-knit community is complemented by numerous parks, recreational facilities, and local events that bring residents together, making it easy to form lasting friendships.

With its affordable living, strong sense of community, and access to quality education, Chickasha is truly a hidden gem in Oklahoma. Whether you’re looking to buy your first home or relocate to a more serene environment, Chickasha welcomes you with open arms. Come discover the beauty and warmth of this wonderful city!

Newest Chickasha Homes with Chickasha School District

$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

$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

$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

$10,000

1239301 MLS

Take a drive by this cleared 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 alley access 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. The corner lot next door to the north is also for sale.

904 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

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