Five Oaks Homes for Sale

Welcome to Five Oaks, a stunning subdivision nestled in the heart of Tennessee, where charm meets modern living. This picturesque community seamlessly blends the tranquility of nature with the conveniences of urban life, making it an ideal choice for families, retirees, and everyone in between.

Five Oaks boasts an array of beautifully designed homes that cater to diverse tastes and lifestyles. From spacious single-family residences to elegant townhomes, each property is crafted with quality and comfort in mind. With homes for sale in varying sizes and styles, you’re sure to find the perfect fit for your needs. Many of these homes feature open floor plans, gourmet kitchens, and lush outdoor spaces that invite relaxation and entertainment.

The community is surrounded by lush greenery and offers access to scenic walking trails, parks, and recreational facilities, ensuring that residents can enjoy the great outdoors right at their doorstep. Families will appreciate the proximity to highly-rated schools, while local shops and dining options are just a short drive away, providing a perfect blend of convenience and leisure.

Living in Five Oaks means embracing a lifestyle filled with community spirit and a sense of belonging. Whether you’re looking to enjoy peaceful evenings on your porch or engage in neighborhood gatherings, Five Oaks has something for everyone. Explore our current listings today and discover why so many are choosing to call this charming subdivision home. Your dream home awaits in Five Oaks, TN!

Newest Five Oaks Homes for Sale

$639,000

4 Beds ⋅ 4 Baths ⋅ 3602310 MLS ⋅ ACTIVE Status ⋅ 0.15 Acres ⋅ 37087 Zip Code

GOLF COURSE HOMESITE! Sellers offering $10,000 towards a rate buydown with the use of preferred lender! Welcome to 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

$199,000

2 Beds ⋅ 2 Baths ⋅ 3546683 MLS ⋅ ACTIVE Status ⋅ 0.01 Acres ⋅ 37217 Zip Code

Affordable Living in the Heart of Nashville! Welcome to 129 Five Oaks Dr, nestled in the desirable Five Oaks Condo community. This charming 2-bedroom, 1.5-bath condo offers an exceptional combination of comfort, convenience, and affordability. Ideally located just 10 minutes from Nashville International Airport, this home provides easy access to downtown Nashville, major highways, shopping, dining, and entertainment—making it a great choice for homeowners, traveling professionals, and investors alike. Priced to sell, this property presents an incredible opportunity for first-time homebuyers, those looking to downsize, or anyone seeking an affordable home in Nashville's competitive market. Even better, there are no rental restrictions, offering flexibility for both long-term and short-term rental opportunities (buyers should verify all local regulations). Whether you're searching for your next home or a smart investment property, this condo delivers outstanding value in a highly desirable location. Don't miss your opportunity to own in the sought-after Five Oaks community—schedule your private tour today!

129 Five Oaks Dr, Nashville

$2,450,000

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

$225,000

2 Beds ⋅ 1 Baths ⋅ 3318803 MLS ⋅ ACTIVE Status ⋅ 0.02 Acres ⋅ 37217 Zip Code

Adorable DETACHED condo! 2 bedrooms, 1 bathroom, complete with a cute little porch and deck. Perfect for first time home buyers, or buyers looking to downsize. Home also offers the most convenient central location, easy access to BNA, Downtown, I-40, 440, I-24.

102 Five Oaks Dr, Nashville

$609,990

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

$549,990

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

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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.