401 N Fifth Street, Highlands, NC, 28741

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$2,700,000
924 Days On Site

401 N Fifth Street
Highlands, NC 28741

For Sale|Mixed Use|Active
0
Beds
4
Total Baths
1931
Built
County:
Macon
Listing courtesy of Jeannie Chambers of Chambers Realty & Vacation Rentals
401 N Fifth Street401 N Fifth Street401 N Fifth Street401 N Fifth Street
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Monthly Payment (Est.)

$12,319
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

Own a piece of Highlands history! The first time on the market and being offered AS-IS. This property once was home to a 9-hole golf course as a part of The Hall House property in the 1920s. Built in 1931 with chestnut paneling on the main level. This property has been home, home occupation, B&B, and now is zoned B-4. This property has been in the same family since the town was incorporated and once took up the whole block. This is the only lot left of the original parcel and contains .92 ac+/-. The home of Margaret and Tudor Hall and their extended family lived here from 1931 until the early 1990s when The Chambers Agency moved their real estate and vacation rentals office. Tudor and Margaret had a real estate office in town and were charter members of the Highlands Board of Realtors in 1956. In the mid-1990s, the garage was renovated into a one-bedroom/one-bath apartment that has been partially renovated. Prior to 1992, Mrs. Hall ran a boutique B&B for her 'Hall House' and the rooms upstairs that had been her children's bedrooms became weekend spots for tourists, and later became real estate offices for The Chambers Agency. In 2013, the four upper-level rooms were converted into two one-bedroom/one-bath apartments. The main level has wood floors and is paneled with clear Chestnut as the home was built just as the Chestnut blight came through town. The main level has a small kitchenette, storage, full bath and 4 rooms (The former living area is partitioned to allow for the reception area.) The attic is floored in, runs the entire length of the house and has great storage. The basement the original locust post supports. This is a property full of memories for many local people. This house was built with nature in mind, with as few as possible trees disturbed. There is a large Oak, a Chestnut and an apple tree as well as several majestic pines planted by Isabel Chambers' grandmother. You could pay $3,000,000 for this home, put another million in renovations, and STILL have a great investment for your personal residence or (light commercial) business. Two of the available four spaces are rented.

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Listing Snapshot
Price 
$2,700,000
Days On Site 
924 Days
Bedrooms 
N/A
Inside Area (SqFt) 
N/A
Total Baths 
4
Full Baths 
N/A
Partial Baths 
N/A
Lot Size 
0.92 Acres
Year Built 
1931
MLS® Number 
103221
Status 
Active
Property Tax 
$6,487.68
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
8 months agoPrice changed to $2,700,000
8 months agoListing updated with changes from the MLS®
3 years agoListing first seen on site
General Features
Acres 
0.92
Additional Property Use 
OtherResidential
Building Features 
LivingAreaReceptionArea
Disclosures 
NoneFloodPlainDisclosure
Lease Term 
12 Months
Parking Spaces 
12
Property Sub Type 
Mixed Use
Sewer 
Public Sewer
Utilities 
Cable AvailableElectricity ConnectedSewer Available
Water Source 
Public
Interior Features
Flooring 
CarpetTileVinylWood
Heating 
Baseboard
Interior 
High Speed Internet
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Exterior Features
Construction Details 
OtherWood Siding
Lot Features 
ClearedLevelOtherSee Remarks
Other Structures 
Guest HouseOtherResidence
Roof 
Shingle
Community Features
MLS Area 
Highlands In-Town
Listing courtesy of Jeannie Chambers of Chambers Realty & Vacation Rentals



Listing information is provided by Participants of the Highlands Cashiers Board of REALTORS MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Copyright 2026, Highlands Cashiers Board of REALTORS MLS.
Data last updated at: 2026-05-06 11:11 AM UTC

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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