The Highlands Land for Sale

Welcome to The Highlands, a picturesque subdivision nestled in the heart of Winchester, Tennessee, within the serene Franklin County. This charming community offers an idyllic blend of natural beauty and modern conveniences, making it the perfect place to call home.

The Highlands is characterized by its rolling hills, lush greenery, and stunning views that create a tranquil atmosphere for residents. The subdivision features a variety of spacious lots, ideal for building your dream home. Whether you envision a cozy retreat or a grand estate, The Highlands provides ample space and flexibility to bring your vision to life. With land for sale in this sought-after area, now is the perfect time to invest in your future.

Living in The Highlands means enjoying the best of both worlds—peaceful, rural living with easy access to the vibrant amenities of Winchester. Just a short drive away, you’ll find charming local shops, delightful dining options, and recreational activities that cater to all ages. For outdoor enthusiasts, nearby parks and lakes offer opportunities for hiking, fishing, and enjoying the natural beauty that Tennessee is known for.

Community spirit thrives in The Highlands, where neighbors become friends and families create lasting memories. With a strong sense of belonging and an inviting atmosphere, this subdivision is more than just a place to live; it’s a lifestyle. Don’t miss your chance to be part of this exceptional community. Explore the available land for sale in The Highlands and take the first step towards your dream home in beautiful Winchester, TN!

Newest The Highlands Land for Sale

$2,250,000

3500774 MLS ⋅ ACTIVE Status ⋅ 15.65 Acres ⋅ 37179 Zip Code

Set within the rolling landscape of Middle Tennessee, this approximately 15.65-acre homesite in The Highlands offers a rare opportunity to create an estate that is deeply connected to the land. Framed by sweeping Tennessee vistas and natural beauty in every direction, the property provides an extraordinary canvas for a custom residence where timeless architecture and the surrounding landscape exist in perfect harmony. The property features two primary homesites, each accommodating up to six bedrooms, along with an accessory homesite for a two-bedroom guest house, pool house, studio, or additional living space, providing exceptional flexibility to create a private family compound or a one-of-a-kind retreat tailored to your lifestyle. Property features include an old tobacco barn and hay barn, which could easily be transformed into an indoor wellness center, as well as creeks and a pond. With expansive acreage, remarkable privacy, and sweeping Tennessee vistas, the property offers endless opportunities for outdoor living, recreation, gardens, equestrian use, and resort-style amenities. It is an ideal canvas for creating a legacy property 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 convenience. Bring your own builder and vision, or collaborate with the established builder and design team. For inspiration, explore the stunning residence planned for 1914 Thompson's Station Road West, Lot 2, or create a fully custom estate that reflects your own vision and lifestyle.

1914 W Thompsons Station Rd, Thompsons Station

$64,900

3317298 MLS ⋅ ACTIVE Status ⋅ 0.97 Acres ⋅ 37385 Zip Code

The Highlands has the most dramatic views of the mountains in the area, a gated community with septic available, city water, power, internet available. A great place to build a beautiful home.

Highlands Bluff Rd, Tellico Plains

$64,900

3317297 MLS ⋅ ACTIVE Status ⋅ 1.03 Acres ⋅ 37385 Zip Code

The Highlands has the most dramatic views of the mountains in the area, a gated community with septic available, city water, power, internet available. A great place to build a beautiful home.

Highlands Bluff Rd, Tellico Plains

$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.