Chickasha Homes with Outbuildings Exterior features

**Discover the Charm of Chickasha, Oklahoma: Your Ideal Home Awaits!**

Nestled in the heart of Grady County, Chickasha, Oklahoma, is a vibrant city that beautifully blends small-town charm with modern amenities. Known for its rich history and friendly community, Chickasha offers a unique lifestyle that appeals to families, retirees, and everyone in between. With a delightful downtown area filled with local shops, restaurants, and cultural attractions, residents enjoy a strong sense of community and a slower pace of life.

One of the standout features of homes in Chickasha is the abundance of properties with outbuildings. These versatile structures can serve a multitude of purposes, from workshops and storage spaces to guest houses or hobby barns. Imagine having your own space to pursue your passions, whether it be crafting, gardening, or simply enjoying the outdoors. The exterior features of these homes often include spacious yards, mature trees, and well-maintained landscaping, creating a serene environment perfect for relaxation and entertainment.

Chickasha is also known for its annual events, including the famous Chickasha Festival of Light, which draws visitors from all around. The city boasts excellent schools, parks, and recreational opportunities, making it an ideal place to raise a family or enjoy retirement.

If you’re searching for a home that offers both comfort and the potential for creativity with outbuildings, Chickasha could be your perfect match. Embrace the charm of this delightful city and discover a community where you can truly feel at home.

Newest Chickasha Homes with Outbuildings Exterior features

$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

$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

$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

$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

$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

$135,000

2 Beds ⋅ 1 Baths ⋅ 1240086 MLS

Welcome to the peace and privacy of this charming 2 bedroom, 1 bath brick home nestled in a beautiful rural setting surrounded by mature trees. Enjoy a large gated, fully fenced yard and two storage sheds, offering plenty of space for hobbies, pets, or outdoor living. Inside, you'll find new luxury vinyl plank flooring throughout the living areas and bathroom, fresh paint, a nice remodeled shower (2024), and the peace of mind a storm shelter safe room and a brand-new HVAC system installed in July 2026. This property is eligible for VA, FHA, and USDA financing, making homeownership more accessible to a variety of buyers. Whether you're looking for your first home, a place to downsize, or a peaceful country retreat, this one is a must see! Don't miss your opportunity and schedule your private showing today!

2707 County Street 2831 Street, Chickasha

$225,000

4 Beds ⋅ 3 Baths ⋅ 1239684 MLS

Tucked away at the end of a quiet cul-de-sac and backing directly to Shannon Springs Park, this spacious home offers the perfect blend of privacy, convenience, and outdoor living. Step outside your backyard gate to enjoy scenic walking trails, playgrounds, peaceful morning coffee strolls, or relaxing evening walks through one of Chickasha’s most beloved parks. Inside, you’ll find generous living spaces with the flexibility of two living rooms or a fourth bedroom, along with oversized bedrooms designed for comfortable everyday living. The private backyard is surrounded by a privacy fence and mature shade trees, creating a tranquil retreat for entertaining or unwinding. The home features a comfortable hot tub and patio for fun outdoors, and storm shelter for added peace of mind. A detached garage/shop provides the ideal space for RV hookups, recreational vehicle storage, hobbies, or a workshop. With a brand-new roof and recently replaced air conditioning system, this home offers valuable updates and peace of mind, making it truly move-in ready. Don’t miss this rare opportunity to own a home in one of Chickasha’s most desirable locations—schedule your private showing today!

27 Shannon Drive, Chickasha

$174,900

2 Beds ⋅ 2 Baths ⋅ 1239041 MLS

****NEW ROOF ****Charming brick home, move-in-ready in the heart of Chickasha! Enjoy a spacious, tree-lined lot of almost half an acre, fully fenced, with an outbuilding for extra storage. It's a Spacious backyard! Inside, there are 2 living areas and a "flex" room perfect for the workout enthusiast. 2 bedrooms & 2 full baths. 2-car garage too! Updated vinyl windows and a split system keep you cool and insulated! Enjoy the updated kitchen, and the fridge stays! Also staying are the washer and dryer. It's an adorable home and one you must see!

1910 S 13th Street, Chickasha

$219,900

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

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 .