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About this home
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.
Highlights
Property details
- MLS #
- CAR4390432
- Property type
- Single Family Residence
- Subdivision
- None
- Status
- Active
- Days on market
- 7
- On market date
- N/A
- Stories
- N/A
- Garage spaces
- N/A
- Lot size
- N/A
Location
Get directions →Nearby schools
Within 10 miles · public school directory data (NCES)
- Enrollment
- 154
- Student:teacher ratio
- 12.8:1
- District
- Jackson County Public Schools
- Enrollment
- 129
- Student:teacher ratio
- 32.3:1
- District
- Macon County Schools
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Data source: Listing information provided by Canopy MLS (carolina) via Trestle/CoreLogic. Last updated June 12, 2026.
Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.






