The Highlands Land for Sale

Welcome to The Highlands, an enchanting subdivision nestled in the picturesque landscapes of Winchester, Tennessee. Located in the heart of Franklin County, The Highlands is a hidden gem that offers an ideal blend of serene country living and modern conveniences. With breathtaking views of rolling hills and lush greenery, this community is perfect for those seeking tranquility without sacrificing accessibility to urban amenities.

The Highlands boasts an array of beautiful homesites, each thoughtfully designed to maximize the natural beauty of the area. Whether you’re looking for a spacious lot to build your dream home or a cozy retreat to escape the hustle and bustle of daily life, The Highlands has something for everyone. The available land for sale is a rare opportunity to invest in a thriving community where nature and comfort coexist harmoniously.

Residents of The Highlands enjoy a vibrant lifestyle, with nearby parks, recreational facilities, and a welcoming community spirit. Winchester itself is known for its charming downtown area, offering delightful shops, restaurants, and local events that foster a sense of belonging. With excellent schools and a friendly atmosphere, families will find The Highlands to be an ideal place to call home.

If you’re ready to embrace a lifestyle filled with natural beauty and community warmth, explore the land for sale in The Highlands today. Your dream home awaits in this idyllic Tennessee subdivision, where every day feels like a retreat. Don’t miss the chance to be part of this thriving community—discover the possibilities that await you in The Highlands!

Newest The Highlands Land for Sale

$3,000,000

3287541 MLS ⋅ ACTIVE Status ⋅ 20 Acres ⋅ 37179 Zip Code

Experience pristine Tennessee living on 20 breathtaking acres in The Highlands, where rolling hills, panoramic views, and the natural beauty of Middle Tennessee create an extraordinary setting for a legacy estate. Thoughtfully positioned to complement the surrounding landscape, this exceptional parcel offers a rare opportunity to create a timeless custom residence that feels as though it has always belonged. Beyond the featured residence, the property is approved for two primary residences, each accommodating six or more bedrooms, providing exceptional flexibility to create a multigenerational family compound, private guest residences, or a lasting legacy estate. With expansive acreage, remarkable privacy, and sweeping Tennessee vistas, the property offers endless possibilities for outdoor living, recreation, gardens, equestrian use, and multigenerational living. It is an ideal canvas for creating a one-of-a-kind retreat designed to be enjoyed for generations. Conveniently located just minutes from historic downtown Franklin, Leiper’s Fork, Williamson County schools, shopping, and dining, this property offers the perfect balance of peaceful country living and everyday accessibility. Bring your own builder and vision, or work with the established builder and design team. For inspiration, explore the stunning residence planned for 1914 Thompson’s Station Road West, Lot 1, or create an entirely custom home tailored to your lifestyle.

1914 W Thompson Station Rd, Thompsons Station

$64,900

2792698 MLS ⋅ ACTIVE Status ⋅ 0.55 Acres ⋅ 37398 Zip Code

New Gated Community, The Highlands! Located less than one minute from Tims Ford Lake (public boat launch on Sharp Springs Rd). Convenient to shopping and dining.

66 Edgefield Ct, Winchester

$64,900

2792697 MLS ⋅ ACTIVE Status ⋅ 0.28 Acres ⋅ 37398 Zip Code

New Gated Community, The Highlands! Located less than one minute from Tims Ford Lake (public boat launch on Sharp Springs Rd). Convenient to shopping and dining. Underground utilities and security gate.

67 Edgefield Ct, Winchester

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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.