A once-in-a-generation opportunity to own one of Highlands' most cherished legacy properties. Just blocks from downtown, the historic Whittle House has been lovingly maintained by the same family for over 100 years and five generations and offers an extraordinary combination of history, privacy, and location. Set on 2.88 gently rolling acres framed by towering pines, rhododendrons, and a gentle stream, this 4-bedroom, 3.5-bath farmhouse captures the timeless charm of Old Highlands. Built in the late 1800’s and on the National Historic Registry, the home includes tongue-and-groove ceilings, a stone fireplace, expansive living spaces, a detached garage with a loft, and beautifully preserved grounds that have remained largely unchanged for nearly a century. Rich in character and surrounded by nature, this remarkable estate offers endless possibilities as a private family retreat, legacy property, or future investment opportunity. Properties of this significance and proximity to downtown Highlands rarely become available. Schedule your private showing today and become the next steward of one of Highlands' most treasured homes.
| MLS # | 4390432 |
|---|---|
| Listing Type | For Sale |
| Style | House |
| Sub-Type | Resale |
| Status | Pending |
| Year | 1900 |
| Days On Site | 74 |
| Listing Provided By | MOUNTAIN LIFE REAL ESTATE, LLC | Doug Treadwell |
| Bed(s) | 4 |
|---|---|
| Bath(s) | 4 Total |
| SQ Feet | 1,944 |
| Basement | Y |
| Story(s) | 2 |
| Zoning | HR-2 |
| Acreage | 2.88 |
| Water Front | Yes |
| Cooling | Ceiling Fan(s), Window Unit(s) |
|---|---|
| Heating | Propane, Wall Furnace |
| Interior Features | Built-in Features |
| Appliances | Dishwasher, Electric Range, Exhaust Hood, Refrigerator, Washer/Dryer |
| Exterior Features | Fire Pit, Other - See Remarks |
|---|---|
| Roof | Metal |
| Construction Materials | Stone, Wood |
| Foundation Details | Crawl Space |
| Lot Features | Corner Lot, Creek Front, Orchard(s), Green Area, Level, Private, Creek/Stream |
| Garage Yes / No | No |
|---|---|
| Parking Features | Driveway |
| Utilities | Electricity Connected, Propane |
|---|
| Community Features | Sidewalks, Walking Trails |
|---|
| List Aor | Highlands Cashiers Board of Realtors |
|---|
| Property | 2111480 |
|---|
| State | NC |
|---|---|
| County | Macon |
| City | Highlands |
| Zip Code | 28741 |
| Area | Macon |
| School District | Unspecified |
| Elementary School | Unspecified |
| High School | Unspecified |
| Listing VS Median (in 28741) | |
Price: $4,200,000 low | high Med: $1,212,500 sqft: 1,944 low | high Med: 1,826 $ / sqft: $2,160 low | high Med: $700 On site: 74 low | high Med: 106 | |
| State | NC |
|---|---|
| County | Macon |
| City | Highlands |
| Zip Code | 28741 |
| Area | Macon |
| School District | Unspecified |
| Elementary School | Unspecified |
| High School | Unspecified |
| Listing VS Median (in 28741) | |
Price: $4,200,000 low | high Med: $1,212,500 sqft: 1,944 low | high Med: 1,826 $ / sqft: $2,160 low | high Med: $700 On site: 74 low | high Med: 106 | |