Five Oaks Homes with Walter J. Baird Middle School Junior High School

Welcome to Five Oaks, a picturesque subdivision nestled in the heart of Lebanon, Tennessee, within the charming Wilson County. This vibrant community is designed for those who appreciate a blend of modern living and natural beauty, making it an ideal place for families, retirees, and everyone in between.

Five Oaks boasts a variety of stunning homes, each thoughtfully designed to cater to diverse lifestyles. With spacious floor plans, contemporary finishes, and beautifully manicured lawns, these residences provide a perfect sanctuary for relaxation and entertainment. The community is adorned with scenic walking trails, lush green spaces, and well-maintained parks, encouraging an active and connected lifestyle.

One of the standout features of Five Oaks is its proximity to quality education. Families will be pleased to know that Walter J. Baird Middle School is just a stone's throw away. This well-regarded junior high school is known for its commitment to academic excellence and nurturing environment, making it an appealing choice for families with school-age children.

Living in Five Oaks means enjoying the tranquility of suburban life while still being conveniently located near Lebanon's vibrant downtown area, where you can find a delightful mix of shops, restaurants, and entertainment options. With easy access to major highways, commuting to nearby cities is a breeze.

Discover the charm of Five Oaks, where community spirit meets modern convenience. Whether you’re looking to buy your first home or seeking a peaceful retreat, Five Oaks is the perfect place to call home in Lebanon, TN. Come and explore the possibilities today!

Newest Five Oaks Homes with Walter J. Baird Middle School Junior High School

$724,990

4 Beds ⋅ 4 Baths ⋅ 3513826 MLS ⋅ ACTIVE Status ⋅ 37087 Zip Code

WALK OUT BASEMENT ON GOLF COURSE! Five Oaks Golf and Country Club! GENEROUS BUILDER INCENTIVE w/ preferred lender and title. Plus, purchase a David Weekley Home in The Preserve at Five Oaks and receive either a complimentary Social Club Membership initiation fee worth $5,000, or a $5,000 credit toward a full Golf Club Membership initiation fee at The Club at Five Oaks. This to-be-built home will feature a spacious Gladstone plan with a walk-out basement, offering plenty of space and the opportunity to customize your home to fit your lifestyle. Make the home truly yours by visiting our design studio, where you will select finishes, fixtures, colors and other design details to add your own personal touches. Final sales price is dependent upon the design and flex selections made.

1147 Callaway Drive, Lebanon

$704,990

4 Beds ⋅ 3 Baths ⋅ 3513818 MLS ⋅ ACTIVE Status ⋅ 37087 Zip Code

BASEMENT Homesite on the GOLF COURSE at FIVE OAKS. Generous builder incentives offered. Build your dream home on this beautiful golf-course homesite in Five Oaks! This to-be-built home will feature the popular Satinwood floorplan with a walk-out basement, offering plenty of space and the opportunity to customize your home to fit your lifestyle. Make the home truly yours by visiting our design studio, where you'll select finishes, fixtures, colors and other design details to add your own personal touches. Final sales price is dependent upon the design selections made. Don't miss this opportunity to create a home that is uniquely yours in one of Five Oaks' desirable golf-course homesites!

1153 Callaway Drive, Lebanon

$649,900

4 Beds ⋅ 4 Baths ⋅ 3318655 MLS ⋅ ACTIVE Status ⋅ 0.15 Acres ⋅ 37087 Zip Code

GOLF COURSE HOMESITE! Ask about how your rate can be as low as $4.5% for the first year! Sellers offering $10,000 towards a rate buydown with the use of preferred lender! Welcome to 1089 Callaway Drive, an exceptional home perfectly positioned on Hole 4 of the Five Oaks golf course community. This premium lot (without the price tag) offers incredible golf course views and a thoughtfully designed open layout (Gladstone Plan), this home combines luxury, comfort, and functionality in every detail. Inside you’ll find spacious living areas filled with natural light, large bedrooms, and an abundance of storage throughout. Better than new, this home is loaded with builder upgrades and elevated even further with custom updates that make it truly one of a kind. No need to worry about appliances or window shades because they all stay with the home! Just one more plus compared to a new build. The stunning primary suite features a spa-like super shower and a walk-in closet with custom wood shelving. Designer lighting and custom accent walls throughout the home add warmth, character, and style. Every space has been carefully curated to create a home that feels both refined and inviting. Step outside and enjoy breathtaking views of the golf course…the perfect backdrop for relaxing evenings or entertaining guests! This is luxury golf course living at its finest in the highly sought-after Five Oaks community.

1089 Callaway Dr, Lebanon

$245,000

3189493 MLS ⋅ ACTIVE Status ⋅ 0.053 Acres ⋅ 37087 Zip Code

1150 Callaway Dr, Lebanon

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Information Is Believed To Be Accurate But Not Guaranteed. Some or all listings may or may not be listed by the office/agent presenting these featured properties. Copyright 2026 MTRMLS, Inc. RealTracs Solutions.