Five Oaks Homes with Traditional Style

Welcome to Five Oaks, a charming subdivision nestled in the heart of Tennessee. This picturesque community offers a serene escape from the hustle and bustle of city life while still being conveniently located near all the amenities you could need.

The homes in Five Oaks boast traditional Southern style, with elegant architecture and timeless design elements. True to the region's heritage, these homes exude warmth and hospitality, making them the perfect place to put down roots and create lasting memories.

Living in Five Oaks means enjoying a close-knit community where neighbors become friends and every street is lined with Southern charm. With tree-lined streets, manicured lawns, and a sense of tranquility in the air, this subdivision truly embodies the essence of Southern living.

Whether you're looking for a cozy cottage or a spacious family home, Five Oaks has something to offer everyone. With easy access to local schools, shopping, dining, and outdoor recreation, this community has everything you need to live a fulfilling and balanced lifestyle.

Come and discover the beauty and charm of Five Oaks - where traditional style meets modern convenience, and where every day feels like a breath of fresh air. Welcome home.

Newest Five Oaks Homes with Traditional Style

$2,500,000

5 Beds ⋅ 8 Baths ⋅ 3530065 MLS ⋅ ACTIVE Status ⋅ 1.27 Acres ⋅ 37087 Zip Code

Exceptional brick and stone estate in the highly sought-after Five Oaks Golf & Country Club, where timeless architecture, exceptional craftsmanship, and resort-style amenities come together. Designed for elegant entertaining and luxurious everyday living, this impressive home showcases beautiful hardwood and tile flooring, extensive crown molding, custom iron doors, built-in cubbies, and refined architectural details throughout. The stunning gourmet kitchen features a built-in refrigerator, stainless steel appliances, wrap-around bar, and spacious eat-in area with a beautiful fireplace. A formal dining room provides an elegant setting for special occasions, while the private office showcases striking coffered wood ceilings. The luxurious primary suite offers a relaxing sitting area with fireplace and an impressive spa-like bath featuring an enclosed walk-through shower, double shower heads, rain shower head, separate tub, and two toilets with bidets. Additional bedrooms offer flexibility, including Bedroom 3 with a walk-out balcony and Bedroom 4 with a dedicated office area and built-in nook. Entertainment spaces are exceptional, featuring a large game room, private theater with a 120-inch screen, and two wet bars—perfect for movie nights, game days, parties, and gatherings. Step outside to your own private resort with a sparkling saltwater pool and slide, creating the perfect setting for summer entertaining and relaxation. The third floor is expandable, offering exciting potential for additional living space, while the home is pre-wired for a future elevator. Combining sophisticated design, generous living spaces, extraordinary entertainment amenities, and future expansion potential, this remarkable Five Oaks estate offers a lifestyle designed for both grand entertaining and comfortable everyday living.

107 Glenhaven Ct, Lebanon

$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

$614,990

5 Beds ⋅ 3 Baths ⋅ 3298513 MLS ⋅ ACTIVE Status ⋅ 37087 Zip Code

Five Oaks Golf and Country Club. GENEROUS BUILDER INCENTIVE w/ preferred lender and title. Purchase a David Weekley Quick Move-in Home in the Nashville-area community of 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. The Satinwood floorplan has everything you need on the main floor. Chef's kitchen, study, owner's retreat featuring a separate tub and shower. This Satinwood also has a 5th Bedroom and 3rd Full Bath on the first floor! Upstairs are three spacious bedrooms, walk in closets, and loft space for family evenings. Professionally designed with classic finishes. Visit our model at 1077 Callaway Drive, Lebanon.

1096 Callaway Drive, Lebanon

$564,990

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

Start Your Search

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.