Map location of 434 Whiteside Mountain Road, Highlands, NC 28741
$3,500,000
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434 Whiteside Mountain Road, Highlands, NC 28741

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4 Beds
7 Baths
- Sq Ft

Renovated in the early 90's. Sit on the back porch and listen to the waterfall. Mountain architectural masterpiece offering an unparalleled blend of sophistication and comfort. Enjoy up-close views of Whiteside Mountain from the screened and open porches that cover the back of the home. Owned by one of the most prominent families in the south. This family has been featured in several publications-including Town & Country Magazine. Own a piece of history: debutante parties and breezy country club living. Named after their honeymoon cottage in Bermuda - Horizons Home is a perfect description of the distant views. The family summered in Highlands at the DuPont residence for many years before they found their perfect mountain home. This home features: 4 bedrooms suites - the Primary suite (with fireplace) has private 'His' and 'Hers' bathrooms. 2 wet bars (one with ice maker and beverage refrigerator), 2 living rooms (both with fireplaces), office, billiards room, kitchen with professional grade Wolf stove and fireplace. Being sold furnished, with a small list of exclusions. 3.66 acres(Jackson County)+.56 acres (Macon County)=4.22+/- ACRES on the Big View side of Whiteside Mountain Road. The waterfall behind the property is one of the beginnings of the Savannah River! Private croquet field - the perfect location for Wine and Wickets. There are five fireplaces in total. The outdoor fireplace (is a welcoming beacon) with it's boulders for seats - it is a perfect spot for roasting s'mores with your grandchildren!! No drive by's - active cameras.

Listing By: Andrea Gabbard - Highlands Sotheby's International Realty - Dt nchcbor Realty.com
  • MLS# 103071
  • Date Listed10/02/2023
  • Bedrooms 4
  • Bathrooms 5 Full baths, 2 Half baths
  • Lot Size 4.22 acres (183,823 sq. ft)
  • Sewer Septic Tank
  • Subdivision None
  • Property Type Single Family
  • County Jackson
  • Year Built 1942
  • Water Well

Interior Features

  • Appliances Dryer, Dishwasher, Exhaust Fan, Disposal, Gas Oven, Refrigerator, Washer
  • Flooring Tile, Wood
  • Cooling Ceiling Fan(s)
  • Heating Central

Exterior / Lot Features

  • Exterior Garden, Other, Shed(s)
  • Roof Other, Slate
  • Lot Size Acres 4.22
  • Lot Size SQFT 183,823.20
  • Lot Features Rolling Slope

Directions

From Highlands take HWY 64 toward Cashiers. Turn right onto Whiteside Mountain Road. The home will be on your left #434. Look for the stone columns and the gate. Active alarm and cameras - no driveby's

Financial Considerations

  • Tax Amount $6,854
  • Terms Cash, Conventional, FHA, VA Loan

Nearby Schools

Source: School Digger

Blue Ridge School

Public • PK - 6 • Serves this home

4.77 mi

Distance

Blue Ridge Virtual Early College

Public • 7 - 13 • Serves this home

4.77 mi

Distance

Sales & Tax History

Source: Public Records

Date Event Price
06/27/2024 Active $3,500,000.00 22.22%
02/09/2024 Active $4,500,000.00 15.09%
10/02/2023 Active $5,300,000.00
Street Address Beds Baths Sold Date List Price Valuation Date Valuation Price
404 Whiteside Mountain Road | Listing 7 5 Dec 01, 2025 $4,200,000 Mar 21, 2024 $4,500,000
58 Woodland Falls Road 4 3 Dec 01, 2025 $1,400,000 Dec 04, 2025 -
70 Mountain Ash Lane 2 2 Dec 01, 2025 $520,000 Dec 04, 2025 -
395 Whitside Mountain 3 4 Dec 01, 2025 $1,895,000 Dec 04, 2025 -
434 Whiteside Mountain Road | Listing 4 7 Dec 01, 2025 $3,500,000 Feb 23, 2024 $4,500,000
472 Lake Villas Way 3 3 Dec 01, 2025 $2,749,000 Dec 04, 2025 -
454 Lake Villas Way 3 3 Dec 01, 2025 $2,795,000 Dec 04, 2025 -
4307 US Hwy 64W 3 2 Dec 01, 2025 $889,000 Dec 04, 2025 -
771 Country Club Drive | Listing 3 4 Dec 01, 2025 $950,000 Mar 21, 2024 $1,105,610
387 Country Club Drive | Listing 3 3 Dec 01, 2025 $825,000 Mar 21, 2024 $973,418

Population & Environment

Source: Sperling's Best Places

Walkability in NC / 28741

Source: Walkscore

5/100

Car-Dependent

Walk Score ®

2/100

Bikable

Bike Score ®

Overview

Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.

Walkability averages in the surrounding area

The average walkability score in the surrounding area is Walk Score: 4/100, Transit Score: 0/100, Bike Score: 4/100.

Points of Interest near 434 Whiteside Mountain Road, Highlands, NC 28741

Frequently Asked Questions for 434 Whiteside Mountain Road

Source: Realty.com

434 Whiteside Mountain Road, Highlands, NC 28741 is a Single Family 0 sq. ft. home listed for sale. Realty.com has 49 photos available of this 4 bed, 7 bath house, listed at $3,500,000. View sales and tax history, use our mortgage calculator and more on Realty.com

Realty.com has 49 photos of 434 Whiteside Mountain Road.

Our records indicate that 434 Whiteside Mountain Road was built in 1942.

The full address for this home is 434 Whiteside Mountain Road, Highlands, NC 28741.

434 Whiteside Mountain Road has been listed on Realty.com since Mon October 02, 2023

Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.

The average walkability score in the surrounding area is Walk Score: 4/100, Transit Score: 0/100, Bike Score: 4/100.

There are 2 schools assigned to this home. Check out the schools near 434 Whiteside Mountain Road. Blue Ridge School (Grades: PK - 6), Blue Ridge Virtual Early College (Grades: 7 - 13)

Listing provided courtesy of: Highlands Sotheby's International Realty - Dt (tel: 828-526-8300)
Listing agent: Andrea Gabbard (tel: 828-200-6742) (#GABBARDAN)

This content last refreshed on 2025-12-04 18:01:11. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

Export listing data of 434 Whiteside Mountain Road, Highlands, NC 28741 : MLS# 103071

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