Wynnewood Homes for Sale

Welcome to Wynnewood, Oklahoma – a hidden gem nestled in the heart of the Sooner State! This charming city, known for its warm community spirit and rich history, offers a unique blend of small-town charm and modern conveniences. With a population of just over 2,000 residents, Wynnewood provides an inviting atmosphere where neighbors become friends and families thrive.

Surrounded by picturesque landscapes and rolling hills, Wynnewood is perfect for those who appreciate the beauty of nature. Enjoy outdoor adventures at nearby Lake Wynnewood, where fishing, boating, and picnicking are just a stone's throw away. The city’s vibrant downtown area features delightful local shops, cafes, and eateries, making it a great place to unwind and enjoy the local culture.

For those considering a move, Wynnewood boasts a diverse range of homes for sale that cater to various lifestyles and budgets. From charming historic houses that exude character to modern family homes equipped with all the amenities you desire, there’s something for everyone in this delightful community. With affordable housing options and a low cost of living, Wynnewood is an ideal place for first-time homebuyers, growing families, or retirees looking for a peaceful retreat.

As you explore Wynnewood, you’ll find that it’s not just a place to live, but a place to call home. With its friendly residents, beautiful surroundings, and an abundance of homes for sale, Wynnewood invites you to experience the warmth and charm of Oklahoma living. Discover your dream home in this delightful city today!

Newest Wynnewood Homes for Sale

$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

$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

$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

$38,000

2 Beds ⋅ 1 Baths ⋅ 1236772 MLS

Opportunity awaits with this 2-bedroom, 1-bath home that's already well on its way to becoming a great investment or personal residence. Remodeling has been started, with the kitchen appearing to be completed and the bathroom already underway—just bring your finishing touches to complete the project. Choose your own flooring to add your personal style and complete the home's transformation. A newer roof, installed around 2020, provides added value and peace of mind. Conveniently located near the Wynnewood Refinery, this property offers strong potential for investors, rental income, or buyers looking to build equity. With much of the hard work already started, this is your chance to customize the final details and unlock this home's full potential. Don't miss this value-packed opportunity!

406 E Colbert Street, Wynnewood

$110,000

2 Beds ⋅ 1 Baths ⋅ 1236328 MLS

Investor opportunity with upside potential! This 2-bedroom, 1-bath home sits on two lots and offers the perfect combination of immediate rental income potential and future value growth. Featuring a newer roof and updated closet doors, just a few small improvements could have this property rent-ready in no time. Conveniently located near the Wynnewood Refinery, this property is well-positioned to attract tenants seeking proximity to major local employers. The oversized lot configuration provides exciting possibilities for expansion, allowing a future owner to add square footage, additional bedrooms, and bathrooms to maximize value and rental returns. Whether you're looking to start your investment portfolio, add a cash-flowing asset, or capitalize on a property with room to grow, this is a rare opportunity to secure a home with both immediate potential and long-term upside. Bring your vision and unlock the possibilities!

501 N Taylor Street, Wynnewood

$85,000

2 Beds ⋅ 1 Baths ⋅ 1232288 MLS

Welcome to this charming home built in 1950. Situated on a spacious corner lot, this 3 bedroom, 1 bath home offers a comfortable space to call home. Inside you will find a large kitchen with plenty of space for cooking, gathering, and entertaining. Two large bedrooms with walk-in closets provide ample storage. A third bonus area could be used as a third bedroom or office. Outside enjoy the large, fenced backyard and storage building. This home is full of possibilities and is too cute to miss!

807 E Kean Street, Wynnewood

$99,500

2 Beds ⋅ 1 Baths ⋅ 1232260 MLS

Step into the charm of yesteryear with this adorable 1950s home full of character and timeless appeal. Featuring 2 bedrooms and 1 bathroom, this inviting property has so many cool features from coved ceilings to custom display cabinets. You can peace of mind with easy to maintain vinyl flooring and a brand-new roof. Situated on a large corner lot the property is shaded by beautiful mature trees that provide both curb appeal and a relaxing outdoor setting. An outbuilding offers extra outdoor storage, or a home for hobbies. Whether a first-time buyer, looking to downsize, or an investor, this home provides opportunity for all. Give us a call today to make this home your own.

405 S Clayton Avenue, Wynnewood

$500,000

2 Beds ⋅ 2 Baths ⋅ 1220102 MLS

Endless opportunity on 10.5 acres. Discover a blend of space, functionality and opportunity with a property designed for versatility. Featuring multiple structures ready to be transformed. Property is being sold "as-is"

9721 Red Gate Ranch Road, Wynnewood

$627,000

3 Beds ⋅ 4 Baths ⋅ 1218691 MLS

15 ACRES | 3,635 SQ FT | EN-SUITE BEDROOMS | SPLIT FLOORPLAN This spacious 3-bedroom, 3.5-bath home offers a well-designed layout on 15 beautiful acres, combining comfortable living with thoughtful features throughout. The split floorplan provides privacy, and each bedroom includes its own en-suite bathroom, making it ideal for family or guests. The primary suite is designed as a private retreat with a connected office, direct patio access, and a large bathroom featuring a soaking tub, walk-in shower, dual sinks, and an oversized walk-in closet complete with built-in dressers and a vanity area. The open living and kitchen area creates a natural gathering space with quartz countertops, a large eat-in island, Thor gas range and oven, Frigidaire commercial refrigerator, KitchenAid dishwasher, and a butler’s pantry for added storage and prep space. A ventless gas fireplace, crown molding in the main living areas, and a spacious dining room add warmth and character to the home. Built with durability and efficiency in mind, the property features 2x6 exterior walls, Class 4 impact-resistant roof shingles, an oversized 2-car garage, and an 8x8 safe room. The home also includes an oversized laundry room with mud area, two HVAC systems, and two tankless gas water heaters. Flooring includes wood-look tile in living areas and baths with carpet in the bedrooms. Enjoy outdoor living from the full-length front porch or the covered back porch already stubbed for gas and hot/cold water, ready for a future outdoor kitchen. With room to spread out and enjoy peaceful surroundings, this property delivers space, privacy, and modern comfort on acreage.

42808 Highway 29, Wynnewood

$4,950,000

6 Beds ⋅ 8 Baths ⋅ 1202748 MLS

Welcome to a private 65-acre luxury estate that feels less like a residence and more like your own world-class retreat. Designed for those who crave space, privacy, and resort-style living, this extraordinary property blends refined craftsmanship with wide-open Oklahoma beauty just minutes from I-35 and an easy drive to anywhere in the state. As you pass through the gated entrance and wind down the private drive, the setting unfolds into rolling acreage, open pastures, and two serene stocked ponds. The landscape alone could be the centerpiece but here, its only the beginning. The main residence is masterfully built with a timeless ranch-inspired design and premium finishes throughout. Inside you'll find 6 bedrooms, 6 full baths, and 2 half baths, paired with soaring vaulted ceilings, warm hardwood flooring, rich woodwork, custom cabinetry, and three impressive stone fireplaces that create an atmosphere of comfort and grandeur. The open living areas flow effortlessly for entertaining, while still offering intimate retreats for relaxation or quiet evenings at home. But nothing compares to the outdoor experience. Step out back and discover a private oasis unlike anything else on the market: two resort-style pools connected by a winding lazy river, complete with a cabana, saltwater system, and multiple lounging areas. This is a backyard designed for unforgettable gatherings. The land itself is equally compelling 65 acres of usable, scenic property featuring trails, grazing areas, water features, and endless opportunities for livestock, recreation, or future expansion. Whether you envision luxury ranch living, a corporate retreat, an event venue, or a generational family estate, the possibilities are wide open. Additional equipment, furnishings, and property amenities are negotiable, allowing you to step seamlessly into the lifestyle this estate was built for. A private resort. A legacy property.

27280 N County Road 3250, Wynnewood

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