Five Oaks Real Estate

Five Oaks Real Estate

Welcome to Five Oaks, a stunning subdivision nestled in the heart of Tennessee, where modern living meets the charm of nature. This vibrant community is designed for those who appreciate the perfect blend of comfort, convenience, and picturesque surroundings. With its beautifully crafted homes, Five Oaks offers a variety of architectural styles, ensuring that every resident can find their dream home.

As you stroll through the tree-lined streets of Five Oaks, you’ll discover meticulously landscaped yards and welcoming neighbors, creating an inviting atmosphere that feels like home from the moment you arrive. The subdivision is conveniently located near major highways, making commuting to nearby cities a breeze while still providing a serene retreat from the hustle and bustle.

Families will appreciate the top-rated schools in the area, as well as the abundance of recreational opportunities. Five Oaks is surrounded by lush parks, scenic walking trails, and vibrant community spaces, perfect for outdoor enthusiasts and families alike. Enjoy weekend picnics, morning jogs, or simply unwind in the beauty of nature right at your doorstep.

With a strong sense of community and a focus on quality living, Five Oaks is more than just a subdivision; it’s a lifestyle. Whether you’re a first-time homebuyer, looking to downsize, or seeking a place to raise a family, Five Oaks is the ideal destination to create lasting memories. Come explore this enchanting neighborhood and discover why so many are proud to call Five Oaks home!

Newest Listings in Five Oaks

1089 Callaway Dr, Lebanon
$619,000
4 Beds ⋅ 4 Baths ⋅ 3602310 MLS ⋅ ACTIVE Status ⋅ 0.15 Acres ⋅ 37087 Zip Code
SELLERS OFFERING $20,000 towards a PERMANENT rate buydown with the use of preferred lender! Motivated sellers! Bring us an offer…all offers will be considered! 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

107 Glenhaven Ct, Lebanon
$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

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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.

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