Wynnewood Homes under $400,000

Welcome to Wynnewood, Oklahoma – a hidden gem nestled in the heart of the Sooner State. Known for its warm community spirit and stunning natural landscapes, Wynnewood offers a perfect blend of small-town charm and modern conveniences. With its rich history and welcoming atmosphere, this vibrant city is an ideal place for families, retirees, and everyone in between.

Wynnewood boasts a variety of amenities, including local shops, delightful eateries, and recreational parks, making it a wonderful place to call home. The city is also conveniently located near larger urban centers, providing easy access to additional shopping, dining, and entertainment options. With its friendly residents and strong community ties, you’ll find that Wynnewood truly embodies the essence of Oklahoma hospitality.

For those seeking their dream home in Wynnewood, there’s good news! The real estate market here is thriving, with a range of beautiful homes available for under $400,000. Whether you’re looking for a quaint cottage, a spacious family home, or a modern new build, you’ll discover an array of options that cater to various tastes and budgets. Many of these homes feature charming architectural details and spacious yards, perfect for enjoying the stunning Oklahoma sunsets.

In Wynnewood, you can experience the joys of homeownership without breaking the bank. With its affordable housing market and a community that feels like family, Wynnewood, Oklahoma is the perfect place to start your next chapter. Come explore the possibilities and find your dream home in this enchanting city today!

Newest Wynnewood Homes under $400,000

$240,000

3 Beds ⋅ 2 Baths ⋅ 1256254 MLS

Enjoy a country feel just approximately one mile outside of town! Situated on a spacious corner lot with approximately 2.19 acres outside city limits, this brick home offers fresh updates and room to enjoy the outdoors. New flooring runs throughout, including luxury vinyl plank in the kitchen, living room, entryway, and hallway. The kitchen features a new countertop and backsplash, while the bathroom adjoining the primary bedroom has an updated countertop. A new roof was installed in January 2026. The oversized garage has been freshly painted and features new cabinets and a sink for added functionality. Outside, two outbuildings provide additional storage, and the storm cellar features a new metal door. Located in an established neighborhood with acreage properties, this home combines convenient access to town with space to spread out. Property lines pictured are approximate. Buyer to verify sqft and school district.

40156 E County Rd 1631, Wynnewood

$149,500

3 Beds ⋅ 2 Baths ⋅ 1255784 MLS

Comfort and charm welcome you into this clean, move-in-ready 3-bedroom, 1½-bath home! New flooring in the kitchen and entryway complements the beautiful hardwood floors in both south bedrooms. The kitchen includes a refrigerator, oven/range, and dishwasher for added convenience. Accessible from both the living room and utility room, the spacious screened-in sunroom offers an inviting place to relax or gather. Step outside beneath a covered awning into the fenced backyard, with convenient access to the large underground storm shelter. Powerlift has completed foundation repair work to address previous foundation issues. Plus, the seller is offering a $2,500 allowance toward paint, improvements, or buyer closing costs, subject to lender approval where applicable. With inviting indoor and outdoor spaces, this charming home is ready for you to make it your own!

503 S Moody Drive, Wynnewood

$398,000

3 Beds ⋅ 3 Baths ⋅ 1255488 MLS

A Property Built for Possibilities – Residential Living, Expansive Workshops & Exceptional Infrastructure! Opportunities like this are hard to duplicate! Located just 1.6 miles from I-35 Exit 64, this unique Wynnewood property combines a comfortable 3-bedroom, 2-bath home with extensive metal structures, substantial electrical infrastructure, and room to bring your vision to life. The property features three impressive 50' x 120' steel-frame structures, offering approximately 18,000 square feet of combined building footprint. One structure is enclosed, while the remaining two feature erected steel framing ready for further completion. Whether your needs involve equipment storage, agricultural operations, workshops, business-related activities, or a large personal collection, the existing improvements provide a substantial head start. An additional 2,000-square-foot insulated shop features a 3/4 bathroom and kitchenette, providing a versatile workspace with added convenience. Significant electrical improvements include an 800-amp single-phase setup, along with infrastructure prepared for potential three-phase power installation. Buyers should verify electrical capacity, availability, and suitability for their intended use. The residence offers a spacious kitchen with a large island, a primary suite with an adjoining study area, two living spaces, an interior walk-in safe room, and a covered porch. A metal roof installed in 2019 adds to the home's practical appeal. A gated entrance provides controlled access, while the property's location offers convenient access to I-35, approximately one hour south of Oklahoma City and 2.5 hours north of Dallas. The infrastructure is already here. Bring your plans, your equipment, and your vision to explore the possibilities! Call or text today to schedule your private showing!

26034 Indian Meridian Road, Wynnewood

$160,000

3 Beds ⋅ 3 Baths ⋅ 1254785 MLS

New from the foundation up, finished in 2024! Great 3 bedroom, 3 full bath home on a large corner lot! Crisp white paint throughout, each bedroom has its own full bath, one. Beautifully stained kitchen cabinets with granite countertops, stainless steel sink, stainless steel refrigerator, stove and vent hood. There is a laundry room off the kitchen with door leading to exterior and to storm shelter. Modern lighting/ceiling fans throughout, and the tiered living area ceiling with special lighting is an eye catcher! Check the awesome covered porch for those front porch sittin' moments! Backyard is fenced for the all the fur babies and has a huge shade tree! Great outdoor storage and small workshop with electrical for hobbies and handiwork. Inground storm shelter and plenty of parking room, with this large lot there are multiple areas to add a garage, carport or large shop. You don't want to miss out on this one.....ready for your personal touch.

502 E Hooper Street, Wynnewood

$269,000

3 Beds ⋅ 3 Baths ⋅ 1252003 MLS

Welcome to this beautifully remodeled single-family home in Wynnewood, Oklahoma! Featuring an attached mother-in-law suite, this property offers flexible living arrangements with room for guests, extended family, or additional privacy. Situated on six city lots, the property also includes a private water well and carport. With its fresh updates, versatile layout, and extra land, this home offers a unique opportunity with plenty of possibilities! AI Decor Inspiration Included.

802 S Clayton Avenue, Wynnewood

$219,000

3 Beds ⋅ 3 Baths ⋅ 1250867 MLS

This beautifully remodeled 3-bedroom, 3-bath home combines character, modern updates, and plenty of space inside and out. Situated on a fully fenced .51-acre corner lot, the property features a durable metal roof, detached garage, and storm shelter. Inside, the spacious open kitchen is designed for gathering, featuring abundant cabinetry, generous counter space, stainless appliances, and an oversized island with plenty of room for seating. A walk-in pantry with a dedicated coffee bar adds even more storage and functionality. Large windows throughout the home provide abundant natural light and complement the updated finishes. The primary suite is a standout, offering plenty of room for a sitting area or cozy reading nook, plus its own private exit to the adjoining deck. The attached primary bath features a large walk-in shower, while a spacious walk-in closet provides excellent storage. The roomy laundry area goes beyond the basics with a utility sink, countertop workspace, cabinetry, and additional storage. With open living spaces, thoughtful updates, and functional storage throughout, this home offers a layout designed for comfortable everyday living. Outside, enjoy the privacy and possibilities of the fully fenced half-acre lot, outdoor deck space, detached garage, and storm shelter. Call or text today to schedule your private showing and see everything this property has to offer!

509 N Taylor Avenue, Wynnewood

$199,900

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

$32,000

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

$105,000

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

$400,000

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

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