The Highlands Land for Sale

Welcome to The Highlands, an enchanting subdivision nestled in the heart of Winchester, Tennessee, within the picturesque Franklin County. This charming community is designed for those seeking a tranquil lifestyle surrounded by the stunning natural beauty of the Tennessee landscape. With its rolling hills, lush greenery, and serene surroundings, The Highlands offers a perfect blend of rural charm and modern convenience.

Imagine waking up to breathtaking views, where every sunrise paints the sky with vibrant colors. The Highlands is not just a place to live; it's a lifestyle that encourages outdoor activities, family gatherings, and a strong sense of community. Residents enjoy easy access to nearby parks, lakes, and recreational areas, making it an ideal spot for nature lovers and adventure seekers alike.

Currently, there is an exciting opportunity to invest in land for sale within The Highlands. Whether you're looking to build your dream home or seeking a peaceful retreat, this land offers a blank canvas for your vision. With ample space to create your sanctuary, you can design a home that reflects your personal style while embracing the natural beauty that surrounds you.

The Highlands is conveniently located near Winchester's vibrant downtown, where you can find charming shops, delightful eateries, and community events. You'll also appreciate the friendly atmosphere and welcoming neighbors that make this subdivision feel like home.

Don’t miss your chance to be part of this beautiful community. Explore the land for sale in The Highlands today and start your journey towards a fulfilling and serene lifestyle in Franklin County!

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.