The Highlands Real Estate

Welcome to The Highlands, a prestigious subdivision nestled in the beautiful state of Tennessee. Located in the heart of TN, The Highlands offers a unique blend of luxury living and natural beauty.

Imagine coming home to stunning views of rolling hills and lush greenery, where each day feels like a retreat from the hustle and bustle of city life. The Highlands is more than just a place to live; it's a community where neighbors become friends, and every corner tells a story of comfort and elegance.

With easy access to top-rated schools, shopping centers, and recreational facilities, The Highlands is the perfect place for families looking to settle down in a safe and welcoming environment. Whether you're looking to build your dream home or find the perfect property to invest in, The Highlands has something for everyone.

Experience the charm and tranquility of The Highlands, where every day is an opportunity to create lasting memories and live life to the fullest. Come and discover why The Highlands is not just a place to live, but a place to call home.

Newest Listings in The Highlands

$8,500,000

5 Beds ⋅ 8 Baths ⋅ 3287540 MLS ⋅ ACTIVE Status ⋅ 20 Acres ⋅ 37179 Zip Code

Introducing “Cadence at The Highlands,” an extraordinary Tennessee estate where timeless Cotswold inspired architecture, exceptional craftsmanship, and a highly curated luxury lifestyle will come together in perfect harmony with the surrounding landscape. Set on 20 breathtaking private acres, Cadence has been thoughtfully designed by David Design Group and carefully positioned to capture sweeping panoramic views while feeling as though it has always belonged among the rolling hills of Middle Tennessee. Pritchett Smith Builders will construct the residence, showcasing natural stone, cedar shake roofing, and carefully selected materials intended to create a home rich in character, patina, and timeless beauty. Designed for both refined everyday living and effortless entertaining, the residence will feature a chef’s kitchen, private office, elevator, entertainment foyer, and a spectacular primary suite complete with a spa inspired bath and dual walk in closets connected by a dramatic two story custom wardrobe. The finished lower level is planned as a destination for recreation and wellness, with a golf simulator, theater, fitness center, sauna, cold plunge, playroom, kitchenette, and pantry. The outdoor living spaces are equally impressive and include a private courtyard, resort style pool, expansive gathering areas, and garage accommodations for four vehicles. 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. Perfectly positioned just minutes from historic downtown Franklin, Leiper's Fork, Williamson County schools, shopping, and dining, Cadence offers a rare blend of privacy, natural beauty, and timeless luxury, thoughtfully designed to create a lasting legacy for generations to come.

1914 W Thompson Station Rd, Thompsons Station

$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

$455,000

3 Beds ⋅ 3 Baths ⋅ 3248387 MLS ⋅ ACTIVE Status ⋅ 0.33 Acres ⋅ 37398 Zip Code

Welcome to this meticulously designed new home! The residence features three spacious bedrooms and two bathrooms, along with a supplemental room with a half bath. It includes upscale features like top-of-the-line stainless steel appliances, custom-built expansive wardrobes, and an exquisite coffered ceiling in the main living area. Through precise craftsmanship and the use of premium materials, this home is ready to provide a blend of opulence and sophistication to its first occupant. Don't miss out on this move-in-ready gem.

201 Lookout Dr, Winchester

$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.