The Highlands Land for Sale

Welcome to The Highlands, a hidden gem nestled in the picturesque landscapes of Winchester, Tennessee, within Franklin County. This charming subdivision offers a harmonious blend of natural beauty and modern living, making it an ideal place for families, retirees, and anyone seeking a peaceful retreat.

The Highlands is characterized by its rolling hills, lush greenery, and stunning views that provide a serene backdrop for everyday life. The community is designed to embrace the outdoors, with ample opportunities for hiking, biking, and enjoying the tranquility of nature. Imagine waking up to the gentle sounds of birds chirping and the rustling of leaves, all while being just a stone's throw away from the vibrant city of Winchester.

For those looking to invest in their dream home, The Highlands offers a variety of land for sale, catering to diverse preferences and needs. Whether you envision a sprawling estate or a cozy cottage, you'll find the perfect canvas to bring your vision to life. With generous lot sizes and flexible zoning, the possibilities are endless.

In addition to its natural allure, The Highlands is conveniently located near local amenities, including shopping, dining, and recreational facilities. The friendly community vibe and the welcoming atmosphere make it easy to forge lasting connections with your neighbors.

Don’t miss your chance to be a part of this enchanting community. Explore the available land for sale in The Highlands today and take the first step toward building the life you've always dreamed of in beautiful Winchester, TN!

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

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.