The Highlands Land for Sale

Welcome to The Highlands, a picturesque subdivision nestled in the heart of Winchester, Tennessee, within the charming Franklin County. This serene community is the perfect blend of natural beauty and modern living, offering an idyllic environment for families, retirees, and anyone looking to embrace a tranquil lifestyle.

The Highlands boasts an array of beautifully designed homes, each with unique architectural features that reflect the warmth and character of the region. The subdivision is surrounded by lush landscapes and rolling hills, providing residents with breathtaking views and a peaceful atmosphere. Imagine waking up to the gentle sounds of nature and enjoying your morning coffee on a spacious deck that overlooks the stunning scenery.

For those seeking land for sale, The Highlands presents an exceptional opportunity. Whether you’re looking to build your dream home or invest in a piece of Tennessee’s beautiful countryside, the available lots are spacious and ready for your vision. With ample space for gardens, outdoor activities, and even a pool, the possibilities are endless in this inviting community.

Conveniently located near Winchester’s vibrant downtown, residents of The Highlands enjoy easy access to local shops, restaurants, and recreational activities. Explore nearby parks, hiking trails, and lakes, perfect for weekend adventures and family outings. With a welcoming atmosphere and a strong sense of community, The Highlands is not just a place to live; it's a place to thrive.

Discover your slice of paradise in The Highlands today, where the charm of Tennessee meets the comfort of home!

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 Thompsons Station Rd, Thompsons Station

$57,900

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

$57,900

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.