Grady Homes with Guest Quarters Exterior features

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

$1,499,000
6 Beds 5 Baths 1243380 MLS
Pass through the gated entry and be welcomed onto this exceptional 17.7-acre homestead with two homes. 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

$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

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 .