Wynnewood Real Estate

Welcome to Wynnewood, Oklahoma – a hidden gem that beautifully blends small-town charm with vibrant community spirit. Nestled in the heart of southern Oklahoma, Wynnewood is a delightful city that boasts a rich history, picturesque landscapes, and a warm, welcoming atmosphere.

Founded in the late 19th century, Wynnewood has grown from its humble beginnings into a thriving community, known for its friendly residents and strong sense of belonging. The city is conveniently located along U.S. Highway 77, making it easily accessible for those looking to explore the surrounding areas or commute to nearby cities.

Wynnewood is home to a variety of local shops, restaurants, and recreational facilities, ensuring that residents have everything they need right at their fingertips. The Wynnewood Historic District showcases beautifully preserved buildings that reflect the city's heritage, while modern amenities cater to the needs of today’s families.

Nature enthusiasts will appreciate the stunning landscapes that surround Wynnewood, with opportunities for hiking, fishing, and enjoying the great outdoors just a stone’s throw away. The nearby Arbuckle Mountains provide a breathtaking backdrop and are perfect for weekend adventures.

Education is a priority in Wynnewood, with well-regarded schools that foster a nurturing environment for children. The community also hosts various events throughout the year, from seasonal festivals to farmers' markets, creating a sense of unity and celebration among residents.

Whether you’re seeking a place to call home or simply exploring the area, Wynnewood, Oklahoma, offers a unique blend of history, community, and natural beauty that will capture your heart. Come discover the charm of Wynnewood – where life is a little sweeter!

Newest Listings in Wynnewood

$118,750

3 Beds ⋅ 2 Baths ⋅ 1249907 MLS

Fantastic opportunity for investors or buyers looking to bring their vision to life. This property offers an abundance of living space with 3 separate living areas [or 2 living areas and 1 formal dining]. One living room features a wood burning fireplace. All 3 bedrooms are large enough to fit a king size bed. This home already has a 2 car- carport. This home sits on a generously sized lot with mature trees and plenty of room to enjoy. Room for a garden, pets, or kids to run!

1205 E Indianola Street, Wynnewood

$195,000

3 Beds ⋅ 2 Baths ⋅ 1248396 MLS

Welcome to 506 E Schmid Street—a beautifully remodeled brick home offering room to live, work, and unwind on a spacious .4821-acre corner lot. Inside, you’ll find 3 bedrooms, 2 bathrooms, a comfortable living room, dedicated dining area, and versatile bonus room. One of the three bedrooms is currently arranged as an office, demonstrating the flexibility of the floor plan. The refreshed kitchen features newly installed quartz countertops, a crisp subway tile backsplash, generous cabinetry, and updated flooring that continues into the dining and utility areas. Both bathrooms have been tastefully updated, while modern lighting and thoughtful finishes add a fresh feel throughout. The roomy utility area provides additional cabinetry and countertop space for everyday organization. Outside, the fully fenced yard offers nearly half an acre with mature shade trees, a back patio, and plenty of room for outdoor enjoyment. An attached carport and a detached carport with additional storage provide covered parking for up to four vehicles—a standout feature for anyone needing extra space for vehicles, equipment, or hobbies. Updated, versatile, and ready for its next owner, this Wynnewood property deserves a closer look. Schedule your private showing today!

506 E Schmid Street, Wynnewood

$310,000

3 Beds ⋅ 2 Baths ⋅ 1246411 MLS

WELCOME TO THE HOME THAT CHECKS ALL THE BOXES!! The Spacious & open living room, dining & kitchen have high ceilings. There's an interior safe room, ample closetcabinet space, plus all sheetrock corners are bull-nosed, kitchen, dining, utility & bathrooms have wood-look ceramic tiled flooring. All bedrooms & living room have neutral carpet. The kitchen features a pantry, granite counter tops, new white-tiled backsplash, 3-chair island with sink. Appliances included are electric smooth-top range & oven, refrigerator & dishwasher. There's a stretch of countertop that would be great for a self-serve buffet, coffee bar or craft area. The dining area is off the kitchen, utility room has cabinets. The large living room has a gas-log fireplace. The master bedroom has a huge walk-in closet with racks & shelves. The master bath has a dbl. sink vanity, large step-in tiled shower and a walk-in bath. There's an attached dbl. car garage and the fenced backyard is great for a pet or kids. One more bonus is a detached shop or 2nd garage with 2 overhead doors & a workshop on the back. All this is located near shopping, schools & only a few min. to I-35, offering the perfect balance of small town and convenience.

401 E Robert S Kerr Boulevard, Wynnewood

$13,500

1244864 MLS

This property is located in great location it is in walking distance of Wynnewood Schools , with large mature trees . A clean building sit for your dream home to be builit , on a corner lot with a storm cellar in place.

502 N Carr Avenue, Wynnewood

$46,000

1244766 MLS

Enjoy the space and freedom of rural living on this versatile 4.836 +/- acre tract just minutes from Wynnewood and I-35. With no restrictions, the property offers plenty of flexibility to build a custom home, establish a small ranch, create a homestead, or simply enjoy more room to spread out. The mostly level terrain features multiple potential homesites, fertile soils, and strong native grasses well-suited for horses, livestock, hay production, or gardening. With ample acreage for a barn, shop, equipment storage, or outdoor living areas, there’s plenty of room to create a property that fits your needs. Electricity runs along the front of the property, and rural water is available, helping simplify future improvements. Convenient access to Wynnewood and I-35 keeps shopping, schools, and everyday necessities within easy reach while still providing the privacy and slower pace of rural living. Whether you’re looking for a homesite, hobby ranch, or self-sufficient homestead, this 5 +/- acre tract offers the freedom, usability, and location to make it your own.

0004 Scruggs Road, Wynnewood

$474,000

3 Beds ⋅ 2 Baths ⋅ 1241293 MLS

Immaculately maintained and thoughtfully designed, this exceptional 3-bedroom, 2-bath home offers luxury finishes, spacious living areas, and a backyard that feels like a private resort. Soaring 14-foot ceilings and expansive windows fill the main living area with natural light, while two living spaces and two dining areas provide flexibility for everyday living and entertaining. The chef's kitchen is a true centerpiece, featuring premium appliances including a BlueStar gas range, Miele oven, Miele steam oven, Miele dishwasher, Thermador refrigerator, oversized island, abundant custom cabinetry, and impressive architectural details. The oversized primary suite offers a private retreat with an expansive custom walk-in closet and spa-inspired ensuite featuring a whirlpool tub, separate walk-in shower, and generous vanity space. Two additional oversized bedrooms provide comfortable accommodations for family or guests. The outdoor living space is equally impressive. The saltwater pool creates the perfect setting for relaxing or entertaining, while the detached cabana features a built-in outdoor kitchen, sliding glass doors, and a dedicated heating and cooling unit, allowing the space to be enjoyed year-round. The beautifully landscaped front and backyard are enhanced by a full sprinkler system, mature landscaping, and a tall privacy fence. An additional storage building with an overhead door provides convenient space for lawn equipment, hobbies, or seasonal storage. Additional features include a spacious laundry room with sink and extensive cabinetry, new Class 3 impact-resistant shingles, and the exceptional level of care and craftsmanship evident throughout the property.

1305 E Lawrence Street, Wynnewood

$469,000

1239964 MLS

54.31 acres of beautiful land ideally situated along Interstate 35, just one hour from the Texas state line. Offering an exceptional combination of privacy, accessibility, and future potential, this property is well-suited for a variety of uses. Featuring mature trees, rolling natural terrain, and close proximity to the Washita River, the acreage provides a peaceful setting for a private retreat, recreational getaway, hunting property, or future homesite. The natural landscape offers abundant wildlife and the tranquility that makes rural Oklahoma so desirable. Whether you're looking to build your dream home, invest in recreational land, or secure property with long-term development potential, this unique 54.31-acre tract offers an outstanding blend of natural beauty, convenience, and opportunity. Disclaimer: All property boundary lines shown in maps and aerial photos are approximate and for visualization purposes only. They do not represent exact legal boundaries. Buyers are advised to obtain a professional land surveyor to verify actual property lines.

26597 N County Road 3250 Road, Wynnewood

$199,900

1232417 MLS

Discover over 28 acres of beautiful wooded land in Garvin County, ideally located in South Central Oklahoma in just 20 short minutes is the Arbuckle Mountains! This beautiful property has convenient access to I-35. The property offers a peaceful, private setting with mature trees, natural terrain, and potential seasonal water flow during rain events. With a portion of the property situated along I-35, there may also be potential for future commercial use, subject to rezoning and all applicable governmental approvals. Whether envisioned as a private retreat, recreational getaway, hunting property, future homesite, or a property with possible commercial potential, this acreage offers a rare combination of natural beauty, accessibility, visibility, and opportunity.

28 Acres N County Rd 3250, Wynnewood

$174,900

1232421 MLS

Discover 25.21 beautiful acres in Garvin County, ideally located in South Central Oklahoma just 20 minutes north of the Arbuckle Mountains with convenient access to I-35. Offering an exceptional blend of open pasture, mature trees, and a scenic pond, this property provides a beautiful setting for a private estate or custom homesite. The combination of usable open land, natural beauty, privacy, and water creates a rare opportunity to build a home surrounded by wide-open views and peaceful Oklahoma countryside, while still enjoying excellent accessibility. The acreage also offers plenty of room for livestock, recreation, or simply creating your own private retreat. With a portion of the property situated along I-35, there may also be potential for future commercial use, subject to rezoning and all applicable governmental approvals. Whether envisioned as a stunning homesite, private estate, recreational property, or long-term investment, this 25.21-acre property offers an impressive combination of beauty, versatility, visibility, and opportunity.

25 Acres N County Rd 3250, Wynnewood

$198,000

1237559 MLS

Beautiful 21.36-acre property located on Froman Road in Wynnewood, just less than 3 miles from I-35 for easy access! The land is fully fenced, featuring a small pond and Hog Creek running through it, adding natural charm and water access. A well is already on the property, making it ideal for cattle, horses, or a future homestead. Peaceful rural setting with plenty of potential — bring your vision and make this acreage your own!

7641 Froman Road, Wynnewood

$18,000

1237102 MLS

Beautiful corner lot with large shaded trees is awaiting a new home! This lot is in an established neighbohood with city utilities available and also incldes one outbuilding. Lot is fenced on 2 sides. If you have been looking for the perfect lot for your new home this is it!

702 S East Avenue, Wynnewood

$209,900

4 Beds ⋅ 2 Baths ⋅ 1237130 MLS

Welcome to 9408 Joy Road in Wynnewood, Oklahoma — a spacious and thoughtfully designed 4-bedroom home offering comfort, flexibility, and room to enjoy a quieter country setting. Built in 2022 and situated on approximately 1.95 acres, this home blends modern finishes with the peaceful feel of rural living, all while remaining within the Wynnewood School District. Inside, the home features a bright and open layout with attractive wood-look flooring, neutral finishes, and plenty of natural light. The kitchen is a standout with white cabinetry, stainless appliances, a farmhouse-style sink, a large center island, black countertops, and a warm reclaimed-wood-style backsplash that gives the space character and charm. The open kitchen and dining area create a comfortable gathering space for everyday living, meals, and entertaining. The home offers 4 bedrooms plus an additional bonus room with a closet, giving buyers valuable flexibility. This extra room could serve as a second living area, home office, playroom, guest room, or potential 5th bedroom depending on the buyer’s needs. The primary suite includes a spacious bathroom with a double vanity, soaking tub, separate shower, and a clean modern feel. Outside, the acreage provides room to spread out, enjoy the outdoors, add a shop, garden, or create the country lifestyle many buyers are looking for. The setting offers privacy and open space while still being close to town conveniences in Wynnewood, with easy access to nearby communities such as Pauls Valley, Davis, and Sulphur. The surrounding area is known for outdoor recreation and small-town charm. Buyers can enjoy nearby attractions such as the Arbuckle Mountains, Turner Falls, Chickasaw National Recreation Area, and the Lake of the Arbuckles, offering opportunities for hiking, fishing, boating, swimming, camping, and weekend getaways. Reach out to schedule a showing today.

9408 Joy Road, Wynnewood

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 .