The Cottages on 5th

The Cottages on 5th

Nestled on two beautifully landscaped acres at the quieter northern end of Main Street, The Cottages on 5th is an intimate, gated enclave of just six luxury homes created by Old Edwards—sophisticated and low-maintenance living only steps from downtown Highlands.

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Nestled on two beautifully landscaped acres at the quieter northern end of Main Street, The Cottages on 5th is an intimate, gated enclave of just six luxury homes created by Old Edwards—sophisticated and low-maintenance living only steps from downtown Highlands Each estate-style cottage sits on a half-acre and is thoughtfully crafted by renowned builder John Lupoli, with elevated finishes like 14-ft ceilings, vaulted wood-beam great rooms, stone fireplaces, gourmet kitchens with granite and marble countertops, Emtek hardware, and elegant outdoor living spaces with wood-burning fireplaces. Most include three ensuite bedrooms plus a versatile loft suite over the oversized carport—perfect for a home office, bunk room, or guest suite. 

The Cottages on 5th blends the charm of downtown Highlands living with the exclusivity of a gated mountain community. With public water/sewer, a walking trail connection to the Kelsey Trail, and minimal HOA fees, it delivers a maintenance-friendly lifestyle ideal for second-home owners or empty nesters. Contemporary yet timeless, these cottages typically list in the $1.8M–$2.5M range, making them a luxury enclave for in-town elegance and legacy-style living in the Blue Ridge Mountains.


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