2141 Upper Divide Road

Highlands, NC
$ 4,750,000 Beds 5 Baths 5.5 Virtual Tour
Monthly Estimate* How much can I afford?

Offered for the first time since it was built, this exceptional mountain retreat embodies everything buyers envision when they dream of owning a home in the Highlands mountains. Platt Architecture (Forbes: America’s Top Residential Architects 2025) designed the lodge style home. Privately situated at the end of a long driveway, the home welcomes you with a charming pebble parking court, a two-car carport, and a sense of arrival that immediately sets it apart. Crafted with timeless mountain character, the residence features beautiful hardwood floors, handcrafted twig railings, soaring ceilings, and the kind of warmth and authenticity that can only be achieved through thoughtful design and years of cherished ownership. The heart of the home is an expansive living room anchored by a dramatic floor-to-ceiling stone fireplace. Large windows frame the natural beauty beyond, while the spacious gathering areas create an inviting setting for everything from intimate evenings by the fire to hosting family and friends. The generously sized kitchen is designed for both everyday living and entertaining, opening seamlessly to a covered deck that extends onto a spacious stone terrace. Here, the breathtaking view of Whiteside Mountain becomes the backdrop for a good read, outdoor dining, and unforgettable mountain sunrise. The main level is anchored by a gracious primary suite featuring a lovely bath, separate his-and-her closets, and a wall of custom bookshelves perfect for displaying treasured books, artwork, and personal collections. A comfortable office on this level provides an ideal space for working remotely or simply enjoying a quiet retreat. Upstairs, four beautifully appointed guest suites offer privacy and comfort for family and visitors alike. Above the carport, an oversized bonus room serves as a fifth bedroom suite but could easily become a family room, recreation space, media room, or the perfect gathering place for grandchildren and guests. Combining privacy, character, and spectacular mountain views, this is a home designed for making memories across generations. Opportunities to acquire a property of this caliber,especially one being offered for the very first time are increasingly rare. Located within the gates of Highlands Falls Country Club, members enjoy access to a lifestyle centered around golf, tennis, fitness, dining, and mountain living. Membership in Highlands Falls is optional for homeowners and is available by invitation and application.

Single Family

  • Price
  • $ 4,750,000
  • City
  • Highlands
  • Bedrooms
  • 5
  • Full Bathrooms
  • 5
  • County
  • Jackson
  • Half Bathrooms
  • 1
  • Area
  • Highlands
  • Lot Size
  • 0.75 Acres
  • Zip
  • 28741
  • Year Built
  • 1999
  • Taxes
  • $ 12463
  • Style
  • MLS#
  • 1003477
Listed By: Berkshire Hathaway HomeServices Meadows Mountain Realty
Data Source: Highlands Cashiers MLS (HCMLS-NC)

Features

General

View Meadow
Heating Central,Gas
Cooling Central Air
Year Built 1999
Appliances Built-In Electric Oven,Built-In Refrigerator,Dryer,Dishwasher,Exhaust Fan,Gas Cooktop,Disposal,Microwave,Range Hood,Washer
Exterior Features Private Entrance
Interior Features Bookcases,Cathedral Ceiling(s),Central Vacuum,Dry Bar,Entrance Foyer,High Ceilings,His and Hers Closets,Kitchen Island,Multiple Closets,Open Floorplan,Pantry,Natural Woodwork
Utilities Cable Available,Cable Connected,Electricity Connected,High Speed Internet Available,Phone Available
Roof Shake

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the , office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
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Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School
Middle School
High School

Price History

6/8/2026 Listed $4,850,000
9/18/2026 2% - $4,750,000

Property vs Zip Code Average in 28741

Price
AVG $2.6M
$4.75M
Taxes
AVG $21,956
$12,463
Year Built
AVG 1992
1999

2141 Upper Divide Road Highlands, NC is a Single Family Home for sale at $4750000 and a lot size of 0.75 Acres Acre(s). 2141 Upper Divide Road Highlands has 5 bedrooms, 5 baths and was built in 1999. The property's zip code is 28741 which is in Highlands, NC

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.