Grady Homes with Guest Quarters Exterior features

Welcome to Grady County, Oklahoma, a hidden gem nestled in the heart of the Sooner State! Known for its picturesque landscapes and a tight-knit community, Grady County offers a unique blend of rural charm and modern conveniences. With a rich history and vibrant local culture, residents enjoy a slower pace of life while still having access to the amenities of nearby cities like Chickasha and Anadarko.

One of the standout features of homes in Grady County is the availability of properties with guest quarters. These versatile spaces are perfect for accommodating family, friends, or even potential rental income. Imagine welcoming loved ones to your cozy abode, where they can enjoy their own private retreat, complete with a separate entrance and living area. Whether you envision a charming in-law suite, a home office, or a creative studio, the possibilities are endless.

Exterior features of these homes often include beautifully landscaped yards, spacious patios, and inviting outdoor living spaces that make entertaining a breeze. Picture summer barbecues under the stars or peaceful mornings sipping coffee on your porch, all while soaking in the stunning Oklahoma sunsets.

Grady County is not just a place to live; it’s a community where you can create lasting memories. With its friendly atmosphere, excellent schools, and abundant recreational opportunities, it’s no wonder so many are choosing to call this area home. Discover your dream property today, complete with guest quarters, and experience the warmth and charm of Grady County living!

Newest Grady Homes with Guest Quarters Exterior features

$299,000

3 Beds ⋅ 2 Baths ⋅ 1241299 MLS

Endless possibilities await on this versatile 6-acre property featuring an approximately 5,000 sq. ft. insulated warehouse with all concrete floors and a full HVAC system, making it ideal for a variety of commercial, agricultural, hobby, or storage uses. The property also includes a 3-bedroom, 2-bath single-wide manufactured home for on-site living or rental potential, plus an additional insulated storage building for even more workspace or equipment storage. With ample room to expand and a flexible layout, this property offers the perfect combination of functionality, space, and opportunity.

Ninnekah

$1,095,000

3 Beds ⋅ 3 Baths ⋅ 1236221 MLS

(**GUEST HOUSE SQ FOOTAGE & BATH NOT INCLUDED IN MLS INFORMATION!!) Some homes are designed to be admired. Others become the place where everyone wants to gather. This is one of those homes. Set on six picturesque acres with a peaceful pond, this thoughtfully designed estate offers over 3,490 square feet between the 2,913 sq. ft. main home and 578 sq. ft. guest house, blending everyday comfort with exceptional entertaining. The kitchen is both beautiful and brilliantly functional, featuring quartzite countertops, ceiling-height cabinetry, a stunning 5' x 9' island with a built-in auto-lift mixer stand, oversized farmhouse sink, coffee bar with a concealed garage-style door, paper towel drawer, and built-in dining banquette with hidden storage. The open-concept living area flows effortlessly outdoors through dual-opening Pella sliding doors, creating seamless indoor-outdoor living with views of the oversized covered patio and sparkling pool. A retractable pool cover adds convenience, making it easy to enjoy throughout the season. The main home offers three bedrooms (one currently used as an office), two and a half baths, a theater/bonus room, and an adjoining home gym. The detached guest house includes a kitchenette with a sink, refrigerator, large ice maker, and a full bath—ideal for guests, extended family, or a private retreat. An oversized four-car garage with spray foam insulation includes staircase access to an expansive attic, offering exceptional storage and future possibilities. Whether you're watching the sunrise from the front porch, hosting poolside gatherings, or simply enjoying the quiet beauty of six acres, this home was designed to bring people together and create lasting memories.

2560 S Sara Avenue, Blanchard

$324,900

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

$674,999

5 Beds ⋅ 4 Baths ⋅ 1234246 MLS

Welcome to 319 E Cedar Drive - A two home property that you can’t miss! PUT A FINGER DOWN IF… you’ve ever wanted to drive down a beautifully wooded road, wave at your neighbors that have become friends, and pull into your own private 2 acre, serene vacation at home. You can have all of this while being perfectly situated near the charm of a small town with locally owned businesses, a walkable downtown, and even a local theater and all minutes from the convenience of major metro areas. The main home offers 3 bedrooms and 2.5 bathrooms with multiple living areas, a large living room with built-ins and fireplace, breakfast nook, granite countertops, and a downstairs primary suite with soaking tub, glass shower, dual vanities, and large closets. The additional upstairs bedrooms are connected by a Jack and Jill bath. Outside is where this property really starts to separate itself. Mature trees, usable land, RV hookup with electric and sewer, EV setup in the garage, security wiring, and no HOA. NO restrictions. No limitations. Just space to actually live how you want. BUT WAIT - THERES MORE With a brand new guest home, this is where it becomes something unique. Endless opportunities. This home offers two bedrooms, 1 bathroom, ADA accessibility, a one car garage, tons of storage, and optional loft space. Multi-generational living, long-term rental. Short-term rental. Events. Photography studio. Content space. Wellness studio. Spa. Dog wash. Private retreat. If you can think of it, this property has the space to make it happen. It would be hard to be more centrally located. You are less than 30 minutes from Oklahoma City, Norman, Mustang, and the airport with easy access to major highways and turnpikes. Whether it is work, college sports, concerts, travel, or even celebrating a Thunder national championship win - everything is within reach! This property is everyone’s dream and if you schedule your showing today, it can be YOUR forever!

319 E Cedar Drive, Tuttle

$1,499,000

6 Beds ⋅ 5 Baths ⋅ 1227579 MLS

Pass through the gated entry and be welcomed onto this exceptional 17.7-acre homestead. The main residence features a gourmet kitchen with custom cabinets, marble counters and walk-in pantry. Gather in the living room with custom fireplace and cabinetry. The intimate primary suite has a fireplace, his-and-her closets, jetted tub, dual walk-in shower, and double vanity. 2 additional bedrooms on the main floor and 3 bedrooms upstairs, this 2-story layout is designed for comfort and flexibility. Extra-large closets in 2 upstairs bedrooms can be used as craft room, study space or storage. The large laundry room features 2 washers, 2 dryers, and farm sink. A detached gym is located between the main house and pool. An outdoor kitchen has granite countertops, sink and gas hookup for a grill. Enjoy cool weather around the stone fire pit overlooking the farm and amazing views for miles. A second home—beside the shop—is a cozy 2 bedroom, 1 bathroom, with full kitchen, laundry room/pantry, and views of the farm. An ideal space for guests or multi-generational living. A 20’x30’ section of the shop connects to a 20’x27’ section with overhead doors for vehicle storage, and a workspace. The property also features a 40’x70’ barn with concrete floors, spray foam insulation and four 12’x12’ stalls with Dutch doors leading to pens with awnings, 2 climate-controlled storage/feed/tack rooms, milking room, full bathroom, and 14’x14’overhead doors. Additional features include 2 water wells enclosed in an insulated shed, cross and perimeter fencing, raised-bed garden, fruit trees, and large chicken coop. The land is 95% pasture with native grass and 2 ponds. Security consists of a custom alarm system, cameras and automatic locking front gate. This is a turnkey opportunity for anyone seeking a self-sustaining lifestyle with modern comforts.

298 N Aspen Drive, Blanchard

$1,174,999

6 Beds ⋅ 5 Baths ⋅ 1223989 MLS

A motivated seller has this custom-built property, located on 5 acres (opportunity for more acreage connecting) in the desirable school district of Tuttle, redefines multi-generational living with a layout that offers both connection and true independence, without compromise. From the moment you arrive, you’re welcomed by a large covered front porch and striking double front doors that set the tone for what’s inside. Step into a thoughtfully designed main home featuring beautiful wood-look tile floors, a vaulted living room with exposed beams, and a cozy fireplace that anchors the space. The kitchen is built to handle real life and real gatherings, complete with granite countertops, abundant cabinetry, and an expansive pantry that gives you storage most homes simply don’t offer. Just off the main living areas, you’ll find a spacious laundry room, additional storage throughout, and a functional layout that keeps everything flowing. The main home includes 4 bedrooms, 2.5 baths, a dedicated dining area, sunroom, and a 2-car garage, giving you all the space you need to live and host with ease. The Primary bedroom and ensuite feature a soaking tub, walk in shower, separate his and her vanities and his and her closets. But what truly sets this property apart is the fully equipped second living space. With its own private exterior entrance and interior access to the main home, this space was designed for flexibility. It features 2 bedrooms, 2 full bathrooms, a full kitchen with "Sonic style ice machine, living area with fireplace, private laundry room, and its own 2-car garage. Whether you’re accommodating extended family, creating a private space for adult children, welcoming long-term guests, or exploring income-producing opportunities, this setup allows you to do it all, while maintaining privacy on both sides. Outside you will enjoy the privacy the 5 acres offers, as well as the wildlife, you are bound to see deer, turkey, bunnies and more.

579 N Cemetery Road, Tuttle

$599,000

4 Beds ⋅ 3 Baths ⋅ 1223505 MLS

LOCATION. VISIBILITY. OPPORTUNITY. Positioned directly on Highway 81, this property offers incredible exposure in one of Chickasha’s busiest corridors. Whether you’re searching for your next home, investment property, or a site with potential for future use, this one checks the boxes. Properties with this kind of frontage and traffic don’t last. Not to mention, this home offers 4 bed, 2.5 bath with approximately 2,800 sq ft and has 14 rooms. Hard to find this combination of size, land, and accessibility! Perfect for buyers wanting room to live, grow, and invest. Properties like this don’t last—come see it before it’s gone!

2200 Highway 81, Chickasha

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