Chickasha Real Estate

Welcome to Chickasha, Oklahoma – a hidden gem nestled in the heart of Grady County, where small-town charm meets vibrant community spirit. With a population of just over 16,000, Chickasha offers a welcoming atmosphere that makes it easy to feel at home.

Rich in history, Chickasha was founded in the late 1800s and has since blossomed into a thriving city known for its friendly residents and strong sense of community. The city is perhaps best known for its annual Festival of Light, which transforms Shannon Springs Park into a winter wonderland, attracting visitors from all around. Beyond the festivities, Chickasha boasts a variety of parks, recreational facilities, and outdoor activities that cater to families, nature enthusiasts, and sports lovers alike.

For those seeking educational opportunities, Chickasha is home to the University of Science and Arts of Oklahoma, providing a robust academic environment that enhances the local culture. The city also features a charming downtown area filled with unique shops, delightful eateries, and a vibrant arts scene, making it a perfect spot for leisurely strolls and community events.

Chickasha’s strategic location along Interstate 44 offers easy access to larger cities like Oklahoma City, while still maintaining the tranquility of a close-knit community. Whether you’re looking to buy your first home, relocate your family, or invest in a property, Chickasha presents an array of real estate options to suit various lifestyles and budgets.

Discover the warmth and opportunities that Chickasha has to offer – your ideal home awaits in this enchanting Oklahoma city!

Newest Listings in Chickasha

$221,000

3 Beds ⋅ 2 Baths ⋅ 1242860 MLS

Crafted with purpose, but built for everyday living! Every finish, fixture, and structural improvement was intentionally selected to create a home that is beautiful, functional, and built to last! From upgraded construction to custom white oak cabinetry and designer finishes, This home offers craftsmanship and quality rarely found in this price range. Energy efficient with 2x6 construction, upgraded insulation (R-19) & new windows. Roof was replaced August 2026 with Class 3 shingles. The beautifully finished kitchen features custom white oak cabinetry, soft-close doors, quartz countertops, stainless steel appliances and more! Large open living area with additional flex space that could be used as study/ office space. Enjoy the beauty, convenience and warmth of the cozy electric FP! Other notable features include luxury vinyl plank flooring, recessed LED lighting, ceiling fans in all bedrooms, Custom tile walls and surrounds in showers, 84" custom cabinets in Laundry room. Did I mention, nice lot with fully fenced back yard and has new sod in front and new grass seed? This home is extensively updated and move in ready! You truly have to come see the difference in person! Schedule your showing today before its gone!

1117 Vermont Avenue, Chickasha

$147,900

3 Beds ⋅ 1 Baths ⋅ 1242977 MLS

This charming 3-bedroom, 1.5-bath brick home offers 1,053 sq. ft. of comfortable living space is move in ready. Inside, you’ll find a spacious living area with neutral colors, crown molding, and a ceiling fan. The kitchen offers plenty of cabinet and counter space with a functional layout and natural light from the window above the sink. Outside, enjoy the large front deck, perfect for outdoor seating and relaxing beneath the shade of the mature trees. The property also features a 1-car attached garage, backyard storage building, and an in-ground storm shelter—a great feature for Oklahoma weather. Located in an established Chickasha neighborhood with convenient access to shopping, dining, schools, and everyday amenities. This affordable home offers plenty of potential for a first-time buyer, downsizer, or investor.

3403 W Mississippi Avenue, Chickasha

$284,900

3 Beds ⋅ 2 Baths ⋅ 1242882 MLS

Experience the best of country living just minutes from Chickasha. Nestled on more than half an acre, this beautifully maintained property offers the perfect combination of space, comfort, and modern updates. Inside, you'll find a functional floor plan featuring three bedrooms, two full bathrooms, a two-car attached garage, generous storage throughout, and a versatile SHOP that provides endless possibilities for hobbies, projects, or additional workspace.In recent years, the previous owners completed numerous improvements, including updated interior and exterior paint, a remodeled kitchen with granite countertops, renovated primary and guest bathrooms, replacement windows, luxury wood-look ceramic tile flooring, carpet, HVAC system, hot water heater, storm door, and updated garage and shop doors with automatic openers. The roof was replaced in **2023** by the previous owners, providing added value and long-term peace of mind. The current owners have further enhanced the property by adding a storm cellar, offering an important safety feature and additional peace of mind during Oklahoma storm season. With attractive curb appeal, a fenced backyard, quality improvements throughout, and a desirable location just outside the city limits, this move-in-ready home is ready to welcome its next owners.

1948 County Street 2826, Chickasha

$239,900

3 Beds ⋅ 2 Baths ⋅ 1242341 MLS

Welcome to country living in the highly desirable Friend School District! Situated on approximately 1.2 acres, this 3-bedroom, 2-bathroom home offers 1,482 square feet of comfortable living space and endless potential. Built in 1976, this property is ready for its next owner to make it their own. Step outside and enjoy summer days in the inground swimming pool(not in working order at this time), perfect for entertaining family and friends. Need extra space? The large shop provides plenty of room for vehicles, equipment, hobbies, or a workshop. The current owner has been an avid craft enthusiast, so you’ll notice an abundance of crafting supplies and creative projects throughout both the home and shop. Don’t let that distract you from seeing the incredible space and possibilities this property has to offer. With a little vision, you’ll discover a wonderful home on acreage in a sought-after location. If you’ve been searching for a property with room to spread out, enjoy outdoor living, and customize to your taste, this is an opportunity you won't want to miss. Schedule your private showing today!

2450 State Highway 92, Chickasha

$600,000

3 Beds ⋅ 3 Baths ⋅ 1242249 MLS

Imagine coming home to 8 gently rolling acres, where a meandering creek on the border attracts local wildlife. Dotted with mature pecan, walnut, and fruit trees, this property offers a rare combination of working infrastructure, natural beauty, and daily practicality. The primary home is built around clean, low-maintenance living, featuring tile floors throughout, 10-foot ceilings, and a vaulted living room anchored by a floor-to-ceiling brick fireplace. Kitchen updates include a newer cooktop, wall oven, and microwave. In the primary suite, a high tray ceiling and expansive windows create a light-filled retreat, complemented by a walk-in closet with built-in storage solutions. It also has a distinctive feature that elevates the space—a detail you’ll want to discover in person during your tour. Beyond the main residence, the property delivers serious functional value. A 55'x40' workshop comes equipped with high-voltage wiring for heavy equipment or welding, along with a dedicated full bathroom and laundry facility. Attached to the shop sits a private 20'x40' apartment, offering immediate income with an active tenant. Recent major mechanical updates—including a 2025 hot water heater in the house and a tankless unit in the apartment and a new roof and gutters in July—ensure peace of mind from day one. Words hardly begin to describe the peace and serenity you'll feel at this property. The seller has chosen a starting price that prioritizes a quick sale rather than getting every last penny. Call today for a showing!

2901 W Idaho Avenue, Chickasha

$255,000

4 Beds ⋅ 2 Baths ⋅ 1242210 MLS

Welcome to this well-maintained 4 bedroom, 2 bath brick home that offers comfortable living inside and an entertainer's dream outside. The living room features a cozy gas fireplace, and a heated and cooled sunroom overlooks the sparkling in-ground pool, complete with operable windows and newly replaced screens for enjoying the view in any season. Step outside to your own private retreat where the the in-ground pool features a brand new vinyl liner and is enclosed by an attractive metal fence, providing both safety and an open view of the backyard. The spacious backyard is fully enclosed with a wood privacy fence. A 12x22 outbuilding with electricity provides excellent space for a workshop, storage, or hobbies. Additional highlights include a 2-car garage and a recently replaced roof. Schedule your showing for this move-in ready home today!

141 Sheridan Place, Chickasha

$65,000

2 Beds ⋅ 1 Baths ⋅ 1242238 MLS

Here’s your chance to own a home that’s waiting for someone to make it special. Featuring 2 bedrooms, 1 bath, original wood floors full of character, an attached garage, utility room, and a storm cellar. Whether you’re envisioning your first home, a cozy place to downsize, or an investment opportunity, this property is ready for new memories. Bring your creativity and see the possibilities! Buyer to verify school districts and all information to the best of their ability.

714 W Georgia Avenue, Chickasha

$44,900

1242197 MLS

Imagine designing your own custom home in Chickasha! This large lot, almost 3/4 of an acre, will allow you to have a great floor plan and still have room for a circle drive in front, a building in back, and a pool too, if desired. No required builder on this lot. No neighbors behind, and no floorplan you wish were different...just your custom plans!

3820 Hickory Stick Drive, Chickasha

$59,900

3 Beds ⋅ 1 Baths ⋅ 1242016 MLS

Investor Special – Endless Potential! Unlock the possibilities at 1425 W. Dakota Ave., Chickasha, OK! This investor special is the perfect opportunity for investors, flippers, or buyers looking to build sweat equity. With plenty of potential to renovate, update, or add to your investment portfolio, this property is ready for your vision. Whether you’re searching for your next fix-and-flip, rental property, or affordable project home, this property offers a chance to create value in an established Chickasha neighborhood. Bring your ideas and transform this diamond in the rough into something special. Property is being sold AS-IS. Don’t miss this opportunity to invest in the growing Chickasha market—schedule your showing today and imagine the possibilities!

1425 W Dakota Street, Chickasha

$169,900

3 Beds ⋅ 2 Baths ⋅ 1241635 MLS

Completely Remodeled 3 Bed, 2 Bath in Chickasha — Move-In Ready! Don't miss this beautifully renovated 1,248 sq ft home offering true peace of mind. This isn't a cosmetic flip — the sellers completed a full remodel permitted and inspected by the City of Chickasha, including a brand-new roof, all-new windows, a new electrical panel, and all-new plumbing in the walls. The HVAC system has also been professionally serviced and is ready to go. Inside, you'll find a stunning remodeled kitchen with quartz countertops and a breakfast-bar island overhang with room for barstools — perfect for casual dining or entertaining. Both bathrooms are fully updated with granite counters and tile flooring. Luxury vinyl plank flooring flows throughout the rest of the home for a clean, modern look that's built to last. The attached one-car garage comes complete with a brand-new garage door opener. Step outside to mature shade trees in both the front and back yards — perfect for relaxing evenings and cooler summer afternoons. With quality finishes throughout and the major updates already done, this home is ready for its next owner to simply move in and enjoy. Schedule your showing today! Buyer to verify school districts.

420 W Minnesota Avenue, Chickasha

$169,000

3 Beds ⋅ 2 Baths ⋅ 1241790 MLS

Welcome home to this well-maintained 3-bedroom, 1.5-bath charming brick home in the heart of Chickasha. From the moment you arrive, you'll appreciate the mature shade trees, attractive curb appeal, and pride of ownership that make this property stand out. Inside, you'll find a functional layout with generous storage, making it easy to stay organized. A basement provides even more space for storage and a storm shelter. Step outside to enjoy the covered back porch overlooking the large, fenced back yard, perfect for relaxing, entertaining or a hot tub. An outbuilding offers additional storage or workshop space, while the attached 1-car garage adds everyday convenience. Recent updates include a new roof and gutters, giving buyers added peace of mind. If you're looking for a move-in-ready home that has been lovingly cared for and offers plenty of space inside and out, this property is one you won't want to miss.

1406 W Mississippi Avenue, Chickasha

$79,900

2 Beds ⋅ 2 Baths ⋅ 1242017 MLS

Situated on approximately 5 acres in the Pioneer School District, this 2-bedroom, 1.1-bath home offers a unique opportunity to create the country retreat you've been dreaming of. Inside, you'll find two spacious living areas and two dining areas, providing a flexible layout with plenty of room to reimagine the space. The acreage offers endless possibilities for gardening, outdoor recreation, livestock, or simply enjoying the peaceful rural setting. Whether you're looking for a weekend getaway, a place to put your personal touch, or the chance to build your own private oasis, this property is ready for its next chapter. Conveniently located with easy access to Chickasha while still offering the privacy and space that acreage living provides.

531 County Road 1390 Road, Chickasha

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