Five Oaks Homes with Sidewalks Community Features

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 the perfect blend of modern living and natural beauty. With its tree-lined streets and welcoming atmosphere, Five Oaks is the ideal place for families, professionals, and retirees alike.

One of the standout features of Five Oaks is its commitment to creating a walkable neighborhood. The community is adorned with well-maintained sidewalks, encouraging residents to enjoy leisurely strolls, morning jogs, or family bike rides. This pedestrian-friendly design fosters a sense of connection among neighbors, making it easy to meet new friends or catch up with old ones while soaking in the scenic surroundings.

The homes in Five Oaks are thoughtfully crafted, offering a range of architectural styles that cater to diverse tastes. Each residence boasts modern amenities and spacious layouts, perfect for both entertaining and everyday living. The community also features lush green spaces and parks, providing ample opportunities for outdoor activities and relaxation.

Conveniently located near major highways, Five Oaks offers easy access to nearby shopping, dining, and entertainment options in Lebanon. Families will appreciate the quality schools within the area, ensuring a well-rounded education for children.

Discover the charm of Five Oaks, where community spirit thrives, and every day feels like a retreat. Come experience the warmth of this delightful neighborhood and find your dream home today!

Newest Five Oaks Homes with Sidewalks Community Features

$589,990

4 Beds ⋅ 4 Baths ⋅ 3298511 MLS ⋅ ACTIVE Status ⋅ 37087 Zip Code

Five Oaks Golf and Country Club! 4.99% INTEREST RATE 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 worth $5,000, or a $5,000 credit toward a Golf Club Membership at The Club at Five Oaks. Popular Gladstone Plan with main floor owner's suite!

1104 Callaway Drive, Lebanon

$654,900

4 Beds ⋅ 4 Baths ⋅ 3221233 MLS ⋅ ACTIVE Status ⋅ 0.15 Acres ⋅ 37087 Zip Code

PREMIUM GOLF COURSE LOT! Ask about how your rate can be as low as $4.75% for the first year! Sellers offering $10,000 towards a buydown with the use of our preferred lender! Welcome to 1089 Callaway Drive, an exceptional home perfectly positioned on Hole 4 of the prestigious Five Oaks golf course community. This premium lot 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.