Five Oaks Real Estate

Welcome to Five Oaks, a picturesque subdivision nestled in the heart of Lebanon, Tennessee, within the vibrant Wilson County. This charming community is perfect for families, retirees, and anyone seeking a tranquil lifestyle while still being close to the bustling amenities of city life.

Five Oaks boasts a variety of beautifully designed homes that cater to diverse tastes and preferences. From modern architectural styles to classic designs, each residence is crafted with attention to detail and quality. The neighborhood is adorned with lush green spaces, manicured lawns, and tree-lined streets, creating an inviting atmosphere that encourages outdoor living and community interaction.

One of the standout features of Five Oaks is its proximity to top-notch schools, making it an ideal choice for families. Residents enjoy easy access to educational institutions that are known for their commitment to excellence in academics and extracurricular activities. Additionally, the community is conveniently located near shopping centers, restaurants, and recreational facilities, ensuring that everything you need is just a stone's throw away.

For outdoor enthusiasts, Five Oaks offers ample opportunities for exploration and leisure. With nearby parks, walking trails, and scenic spots, residents can indulge in a variety of activities, from hiking to picnicking. The community also hosts regular events and gatherings, fostering a sense of camaraderie among neighbors.

In Five Oaks, you’ll find not just a home, but a lifestyle. Experience the perfect blend of suburban charm and modern convenience in this delightful Lebanon community. Come discover your dream home today!

Newest Listings in Five Oaks

$235,000

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

$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 $4.75% 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

$234,000

2 Beds ⋅ 1 Baths ⋅ 3305881 MLS ⋅ ACTIVE Status ⋅ 0.02 Acres ⋅ 37217 Zip Code

This beautifully refreshed home is back on the market with impressive updates throughout! Enjoy brand-new laminate flooring, custom closet shelving, new interior doors, a new dishwasher, and a tastefully remodeled bathroom that adds a modern touch. Step outside to the spacious deck perfect for relaxing evenings, entertaining friends, or enjoying your morning coffee.Conveniently located just minutes from downtown Nashville, Opry Mills, and BNA Airport, you’ll have easy access to shopping, dining, entertainment, and major commuter routes.Don’t miss your opportunity to see this move-in-ready home with its fresh updates and fantastic location!

126 Five Oaks Dr, Nashville

$234,900

2 Beds ⋅ 3 Baths ⋅ 3305564 MLS ⋅ ACTIVE Status ⋅ 0.01 Acres ⋅ 37217 Zip Code

Move-in ready 2-bedroom, 3-bath townhouse offering 1,216 square feet in a convenient East Nashville location. Extensively updated in 2019 with new laminate flooring, a remodeled kitchen and bathrooms, and a new bathtub, this home also features a new HVAC system installed in 2024 and a new dishwasher. The functional floor plan provides spacious living areas, while two assigned parking spaces add everyday convenience. Located in a quiet community just minutes from Percy Priest Lake, Nashville International Airport (BNA), and Downtown Nashville, this home offers an excellent opportunity for first-time buyers, investors, or anyone seeking low-maintenance living with easy access to shopping, dining, parks, and major commuter routes. The HOA includes common area maintenance, making for a carefree lifestyle in a highly desirable location.

211 Oak Grove Dr, Nashville

$624,990

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

$574,990

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

$245,000

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

1150 Callaway Dr, Lebanon

$237,500

2 Beds ⋅ 2 Baths ⋅ 3158549 MLS ⋅ ACTIVE Status ⋅ 0.02 Acres ⋅ 37217 Zip Code

Beautiful one-level renovated turnkey townhome within 10-12 minutes to downtown. Central to everything, end Unit. Low HOA fees at $160. 2 Bedrooms, 2 half and one full bathroom. Roof, HVAC, Foundation, plumbing in good shape and has been updated. Park-like setting and an unbeatable price!

213 Oak Grove Dr, Nashville

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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.