The Highlands Land for Sale

Welcome to The Highlands, a picturesque subdivision nestled in the heart of Winchester, Tennessee! This charming community in Franklin County offers a unique blend of natural beauty and modern living, making it an ideal place to call home. With its rolling hills, lush greenery, and stunning views, The Highlands is perfect for those seeking a peaceful retreat while still being close to the amenities of town.

The Highlands boasts a variety of land for sale, providing prospective buyers with an opportunity to build their dream home in a serene setting. Whether you envision a cozy cottage surrounded by nature or a spacious family estate, the available lots cater to a range of preferences and styles. Each parcel of land is thoughtfully positioned to maximize privacy and breathtaking views, allowing you to immerse yourself in the tranquility of the Tennessee countryside.

Residents of The Highlands enjoy the best of both worlds: the charm of small-town living combined with easy access to Winchester’s vibrant downtown area. Here, you’ll find delightful shops, delicious dining options, and a strong sense of community. Outdoor enthusiasts will appreciate the nearby parks and recreational areas, perfect for hiking, fishing, or simply enjoying a leisurely afternoon in the sun.

With its welcoming atmosphere and stunning landscapes, The Highlands is more than just a subdivision; it’s a place where memories are made and dreams come to life. Don’t miss your chance to be a part of this enchanting community—explore the available land for sale today and start envisioning your future 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.