Chickasha Homes with Outbuildings Exterior features

Welcome to Chickasha, Oklahoma, a charming city nestled in Grady County that perfectly blends small-town warmth with modern conveniences. Known for its rich history and vibrant community spirit, Chickasha offers a delightful mix of cultural attractions, local events, and friendly neighbors. The city is home to the annual Chickasha Festival of Light, drawing visitors from near and far to enjoy the festive displays that illuminate the winter nights. With a strong sense of community and a welcoming atmosphere, it's no wonder that many choose to call Chickasha home.

When it comes to real estate, Chickasha boasts a variety of homes, including those with outbuildings that enhance both functionality and charm. These properties often feature spacious lots, allowing for ample outdoor space perfect for gardening, recreation, or simply enjoying the beautiful Oklahoma weather. The outbuildings, whether they be barns, workshops, or storage sheds, provide endless possibilities for use—be it as a hobby space, a place for your pets, or additional storage for all your treasures.

The exterior features of these homes often include beautiful landscaping, mature trees, and inviting patios or decks, perfect for entertaining friends and family or enjoying a quiet evening under the stars. Chickasha’s homes with outbuildings offer a unique opportunity to embrace a lifestyle that values both practicality and leisure, all within a community that feels like family. If you’re looking for a place that combines the charm of rural living with the conveniences of city life, Chickasha is the perfect destination to settle down and create lasting memories.

Newest Chickasha Homes with Outbuildings Exterior features

$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

$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

$92,500

3 Beds ⋅ 2 Baths ⋅ 1237553 MLS

Opportunity awaits with this double-wide manufactured home ready for someone to bring their vision to life! Remodeling has already been started, giving the next owner a head start on completing the project. Several materials and supplies currently in the home will remain with the property, helping reduce the cost of finishing the renovation. Whether you're looking for an investment property, a fixer-upper to customize to your taste, or an affordable home with potential, this property offers endless possibilities. With the work already underway, you can finish it the way you want and add your own personal touches. The sellers are highly motivated and are ready to consider offers. Property is being sold AS IS, with no repairs or warranties to be made by the sellers. Buyers are encouraged to perform their own inspections and verify all information, including square footage, utilities, schools, and condition of the property. If you've been searching for a project with upside potential, don't miss this opportunity to turn this property into something special!

2664 County Street 2856, Chickasha

$359,000

3 Beds ⋅ 3 Baths ⋅ 1236267 MLS

Need space? Here it is!! This roomy home not only offers space inside, but outside too! Located in the Rock Creek Addition on the west side of town, this home offers elbow room for spreading out, but it is a neighborhood for taking walks and seeing friends. This home offers great space with it being a home run for multi-generational needs. The street level offers the main bedroom and living/dining areas with an office/playroom with a wall of windows and laundry area, and the walk out basement offers more bedrooms with a full bathroom, bar area, fireplace and another laundry area. The backyard offers a nice patio and fenced yard with an outbuilding for storing extra belongings. If you're ready to spread out, but don't want to feel isolated, this is the home for you!

2293 County Street 2814, Chickasha

$205,000

3 Beds ⋅ 2 Baths ⋅ 1236320 MLS

Opportunity awaits with this well-built ranch-style home nestled in a quiet, established neighborhood in Chickasha. Full of character and timeless appeal, this solid home has been lovingly maintained over the years and is ready for its next owner to bring their vision and personal style to life. Whether you're a first-time buyer looking to build equity, an investor searching for a quality property, or someone eager to create a home tailored to your taste, this property offers the perfect foundation. The functional floor plan provides comfortable living spaces with plenty of potential for modern updates while preserving the home's classic charm. Much of the home remains in its original condition, reflecting the care it has received through the years and offering a blank canvas for remodeling at your own pace. Step outside to enjoy the spacious covered patio, an ideal place to relax with your morning coffee, entertain family and friends, or unwind after a long day. The backyard provides plenty of room for gardening, pets, or outdoor activities. An attached two-car garage offers convenient parking and additional storage space. Located in a peaceful neighborhood with mature trees and established homes, you'll appreciate the quiet setting while still being just minutes from schools, shopping, dining, parks, and everyday conveniences. If you've been searching for a home with great bones, lasting quality, and endless potential, this ranch-style property is ready to become your next project—or your forever home. Bring your ideas, add your personal touches, and unlock the possibilities this well-maintained home has to offer. Buyer to verify all information, including schools, square footage, and lot size.

203 Elmhurst Drive, Chickasha

$395,000

3 Beds ⋅ 2 Baths ⋅ 1233931 MLS

OPEN HOUSE - Sat., July 18 - 2 to 4 PM Put your business where it can grow. Located on 4 commercial acres along Country Club Road just west of Highway 81 south of Chickasha, this C-1 zoned property offers the ideal combination of visibility, space, and functionality for small business owners, contractors, service companies, landscapers, tradesmen, equipment operators, or entrepreneurs needing room to operate. The property includes a well-maintained ranch-style home that can serve as office space, employee housing, a live-work setup, or headquarters for your growing business. Inside you’ll find three bedrooms, two bathrooms, two living areas, and an oversized two-car garage. Recent improvements include a 2022 roof, 2024 septic system, and 2024 water softener. The standout feature is the 30’ x 50’ x 14’ insulated steel-frame shop, providing ample room for equipment storage, inventory, fabrication, service vehicles, workshops, or expanding operations. The 4-acre site offers abundant space for additional buildings, parking, outdoor storage, fleet vehicles, or future development. Positioned adjacent to Cedar Creek Apartments and surrounded by established commercial properties, this high-demand corridor continues to see growth and development. Whether you’re looking to relocate your business, expand your footprint, or invest in a property that works as hard as you do, this versatile commercial opportunity delivers.

523 W Country Club Road, Chickasha

$78,000

3 Beds ⋅ 1 Baths ⋅ 1232752 MLS

INVESTOR SPECIAL! This home has all the potential to be a flip or a long term hold. Conveniently located in the heart of Chickasha just 1 mile from USAO.

924 S 13th Street, Chickasha

$270,000

3 Beds ⋅ 3 Baths ⋅ 1230434 MLS

Stunning historic home full of character and timeless craftsmanship in the heart of Chickasha! Situated on a spacious 0.44-acre corner lot, this impressive 3 bedroom, 2 bathroom property offers over 3,300 square feet of living space with classic architectural details throughout. Built in 1900, this two-story brick home showcases beautiful arched entryways, clay tile roofing, and a truly unique traditional design that is hard to find. Inside, you’ll find expansive living areas perfect for entertaining, large bedrooms, and endless potential to make this historic gem your own. The exterior features mature landscaping, charming curb appeal, and a covered carport area. Conveniently located near downtown Chickasha, shopping, dining, and schools, this property combines historic elegance with everyday convenience. Whether you are looking for a one-of-a-kind residence or an investment opportunity, this home is sure to leave a lasting impression.

1224 W Minnesota Avenue, Chickasha

$215,900

3 Beds ⋅ 2 Baths ⋅ 1230258 MLS

Country Living at Its Finest – One Acre, Stunning Sunsets & USDA Eligible Experience the perfect blend of peaceful country living and modern comfort in this beautifully maintained 3-bedroom, 2-bath brick home situated on a picturesque one-acre homesite. With wide-open spaces, breathtaking Oklahoma sunsets, and welcoming neighbors, this property offers the lifestyle you've been dreaming about. Inside, you'll find attractive luxury vinyl plank flooring throughout the main living areas, creating a seamless, stylish look that's both durable and easy to maintain. The thoughtfully designed floor plan offers comfortable living spaces perfect for everyday life or entertaining family and friends. Outside, the possibilities are endless. Whether you envision gardening, raising a few animals, enjoying outdoor gatherings, or simply relaxing while taking in the panoramic western views, this property provides the space and freedom to make it your own. Parking is well accommodated with an attached one-car garage as well as an attached carport, providing covered parking for multiple vehicles. One of the property's most charming features is the included flock of laying chickens, allowing you to enjoy fresh eggs right from your own backyard—a delightful bonus for anyone seeking a true homestead experience. As evening falls, you'll appreciate the spectacular sunsets that paint the western sky, creating a breathtaking backdrop you'll never tire of. If you've been searching for a move-in ready property that combines country charm, practical amenities, and room to breathe, this exceptional home deserves a place at the top of your list. USDA financing eligible for qualified buyers.

254 County Road 1370 Road, Chickasha

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