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$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

$159,900
3 Beds 2 Baths 1240317 MLS
Well now, if you’ve been waitin’ on a place that feels brand-new but still knows how to feel like home, this one just might be singin’ your song. This beautiful 3-bedroom, 1.1-bath home has been completely remodeled from top to bottom — we’re talkin’ a new roof, new windows, central heat and air, a new water heater, fresh paint, new flooring... the list just keeps on goin’. Tucked right into the heart of Chickasha — yes, Christmas Town itself — this home shines just as bright on the outside as it does on the inside. It’s got all the charm, all the updates, and all the heart you’ve been lookin’ for. So don’t wait around hummin’ about it — call today and schedule your own private showing before someone else falls in love first.

917 W Colorado Avenue, Chickasha

$349,000
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. What do we love about this home? *location...so close to town, yet feels rural *a neighborhood where people can spread out *just outside of city limits which means fewer limitations/rules *established shade trees-wonderful for a tire swing or for climbing *set up for multi generational space or potential rental possibility 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

$299,900
3 Beds 3 Baths 1234475 MLS
Main Residence: 3 Bed, 2.5 Bath, ~2,872 SQFT | Detached Guest House: 2 Bed, 1 Bath, ~850 SQFT. Located in the heart of Chickasha, this home puts you minutes from the town's best local dining, shopping, annual festivals, and classic small-town charm. Step into a remarkable piece of Chickasha history where timeless early-1900s architecture meets modern luxury. Meticulously renovated from top to bottom, the main residence combines preserved historic character with the ultimate peace of mind, boasting all-new PEX plumbing, updated electrical, energy-efficient Low-E windows, a tankless water heater, and a durable 50-year composition shingle roof. Original details have been lovingly restored throughout, including gorgeous pine floors, impressive 10-inch baseboards, vintage hardware, oversized pocket doors, and a grand staircase that creates an unforgettable first impression. At the heart of the home, a rare, one-of-a-kind triangular fireplace serves as an architectural masterpiece, providing warmth and ambiance to the living room, dining room, and luxurious primary suite simultaneously. The chef-inspired kitchen is flooded with natural light and showcases premium quartz countertops and custom cabinetry. Downstairs, the spacious primary retreat features a spa-like bathroom with designer tile, a soaking tub, a walk-in shower, and dual walk-in closets—each accented by its own elegant chandelier. Upstairs, you will find two additional bedrooms and a second versatile living space. Adding massive flexibility and value, the property includes a separate, fully remodeled 850-square-foot detached guest home featuring two bedrooms and one bathroom. This incredible bonus structure offers unmatched versatility, making it the perfect setup for multi-generational living, a private office/studio, a long-term guest cottage, or an income-producing asset. Properties with this level of historic detail, quality updates, and flexible square footage are a rare find—schedule your showing today!

1401 W Chickasha Avenue, Chickasha

$133,500
4 Beds 2 Baths 1227278 MLS
Unique and versatile property in the heart of Chickasha! 408 S 5th Street offers endless possibilities with two spacious living areas connected by a stunning double-sided fireplace. Currently modified into a single-family residence, this property still retains a flexible layout that could easily be converted back into a duplex for added income potential. Featuring central heat & air, this home is ideal for multi-generational living, rental income, or a live/work setup with one side serving as office space and the other as comfortable living quarters. Conveniently located near downtown Chickasha, shopping, dining, and local amenities. Whether you’re an investor, business owner, or homeowner looking for space and options, this property is packed with opportunity.

408 S 5th Street, Chickasha

$305,000
3 Beds 2 Baths 1225709 MLS
A beautiful brick home with a NEW 2026 ROOF situated on a spacious rural setting, offering the perfect blend of comfort, functionality, and peaceful surroundings. This property features an inviting covered front porch, mature landscaping, and excellent curb appeal. NEW ROOF 2026! Step inside to an open-concept layout with a large living area, complete with a tray ceiling, abundant natural light, and a cozy fireplace with built-in shelving—perfect for relaxing or entertaining. The kitchen is a standout with rich wood cabinetry, ample counter space, stainless steel appliances, and a center island that flows into the living and dining areas. The home offers generously sized bedrooms and a well-appointed primary suite featuring a spa-like bathroom with a soaking tub, double vanity, and dual closets. Outside, enjoy wide-open space with room to roam, garden, or add a shop—ideal for those wanting a little extra elbow room without sacrificing convenience. Nice black chain fence covers a large area for children at play or pets.

722 County Road 1350, Chickasha

$99,000
2 Beds 2 Baths 1219835 MLS
If you’ve been searching for acreage within Chickasha, this is the opportunity you’ve been waiting for! Situated on a spacious 2.33 (mol) tract, 627 Cranton Dr offers the perfect blend of country living with the convenience of being in town. This property features a brick home ready to finished out, ideal for buyers looking to customize and make it their own. The completed shop is a major bonus, offering endless possibilities for a workshop, business use, or additional storage. Even better, the property includes RV hookup, perfect for guests, extra income potential, or your own travel setup. Property also has a cellar and a bomb shelter. With plenty of room to spread out, this property is full of opportunity for homeowners, investors, or anyone wanting space and flexibility. Properties like this don’t come along often, schedule your showing today and imagine the possibilities!

627 Cranton Drive, Chickasha

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