About 540 Chestnut Street
Own a rare in-town Highlands retreat just steps from the new Performing Arts Center. Enjoy the charm of mountain living paired with a vibrant cultural lifestyle, with world-class performances, fine dining, boutique shopping, and all that Highlands has to offer just a short stroll from your front door. Set on beautifully landscaped grounds, this elegant home offers exceptional privacy, surrounded by mature evergreens that create the feeling of a secluded estate in the heart of town. A welcoming sense of arrival begins with the lush front gardens and continues to the enchanting rear courtyard, where a waterfall and fountain provide a tranquil backdrop for outdoor living. Inside, a gracious foyer opens to a spacious great room featuring soaring vaulted ceilings, abundant natural light, and a stunning stone fireplace. The adjoining dining area flows seamlessly into the stunning gourmet kitchen, designed for both entertaining and everyday living. A charming keeping room with its own stone fireplace creates the perfect gathering place for family and friends while meals are prepared. The inviting screened porch, complete with a wood-burning fireplace, serves as an additional living space overlooking the picturesque gardens. Just beyond, an open-air deck offers the ideal setting for grilling, relaxing, and enjoying the mountain sunshine. The main-level primary suite is a private sanctuary, featuring a fireplace, peaceful garden views, and a luxurious spa-inspired bath with soaking tub and separate shower. A second ensuite guest bedroom and a cozy den complete the main level. Upstairs, three additional bedrooms—including a delightful bunk room—provide ample accommodations for family and guests. A sitting area and office nook offer flexible spaces for work, reading, or relaxation. Thoughtfully maintained and move-in ready, the home also features a two-car carport with floored attic storage, additional guest parking, a generator, central vacuum system, gas starters in all four fireplaces, custom closet shelving, and a fully encapsulated crawlspace. Combining privacy, luxury, and convenience, this exceptional Highlands property offers the opportunity to enjoy the very best of mountain living in one of the area's most desirable in-town locations.
Features of 540 Chestnut Street
| MLS® # | 1003582 |
|---|---|
| Price | $3,895,000 |
| Bedrooms | 5 |
| Full Baths | 3 |
| Half Baths | 1 |
| Acres | 0.73 |
| Year Built | 2002 |
| Type | Residential |
| Sub-Type | Single Family Residence |
| Style | Traditional |
| Status | Active |
Community Information
| Address | 540 Chestnut Street |
|---|---|
| Area | Highlands In-Town |
| Subdivision | None |
| City | Highlands |
| County | Macon |
| State | NC |
| Zip Code | 28741 |
Amenities
| Utilities | Electricity Connected, Fiber Optic Available, Propane, Sewer Connected |
|---|---|
| Parking Spaces | 2 |
| Parking | Additional Parking |
| View | Garden |
| Is Lakefront | No |
| Lakefront | None |
Interior
| Interior | Wood |
|---|---|
| Interior Features | Breakfast Bar, Bookcases, Ceiling Fan(s), Double Vanity, Entrance Foyer, High Speed Internet, Primary Downstairs, Stone Counters, Storage, Solar Tube(s), Soaking Tub, Vaulted Ceiling(s), Walk-In Closet(s) |
| Appliances | Dryer, Dishwasher, Disposal, Microwave, Range, Refrigerator, Warming Drawer, Washer |
| Heating | Central |
| Cooling | Central Air, Electric |
| Has Basement | No |
| Basement | Crawl Space, Exterior Entry, Encapsulated |
| Fireplace | Yes |
| Fireplaces | Gas Log, Kitchen, Living Room, Primary Bedroom, Other, Outside, Propane, Raised Hearth, Stone, Wood Burning |
| # of Stories | 2 |
| Stories | Two |
Exterior
| Exterior Features | Garden, Water Feature |
|---|---|
| Lot Description | Back Yard, Cleared, Sloped Down, Front Yard, Gentle Sloping, Landscaped, Paved, City Lot |
| Roof | Asphalt |
| Construction | Frame, HardiPlank Type, Stone |
Additional Information
| Date Listed | June 27th, 2026 |
|---|---|
| Foreclosure | No |
| Short Sale | No |
| RE / Bank Owned | No |
Listing Details
| Office | Christie's International Real Estate Highlands-Cashiers |
|---|