656 Big Bear Pen Road

Highlands, NC
$ 2,990,000 Beds 4 Baths 6 Virtual Tour
Monthly Estimate* How much can I afford?

Nestled on the slopes of Big Bear Pen Mountain and just a stone's throw from the bustling heart of downtown Highlands, NC, lies a gem of a property that's recently undergone a complete makeover. Introducing 656 Big Bear Pen Road: a stunningly renovated and professionally decorated haven (courtesy of Spruce Interiors) that promises comfort, style, and unparalleled mountain living. This exquisite property boasts a spacious four bedroom, five bath main home along with a charming one bedroom guest cottage, making it perfect for entertaining guests or indulging in some quiet time. The main residence is a marvel of modern design and rustic charm, featuring a grand great room with a large stone fireplace that invites cozy evenings and warm conversations. The heart of the home is undoubtedly the chef's kitchen, complete with a large island for gathering. The main level also houses the owner's suite, a guest bathroom, a cozy study/den for quieter moments, and a dining room for memorable meals. But the allure doesn't stop there. Step outside to the large covered porch with its own stone fireplace, or enjoy the tranquility from the deck off the back of the house. Upstairs, guests can enjoy their own private retreats in three beautifully appointed bedrooms, each with its own bathroom. The separate guest house offers additional space and independence; it has a living room with a kitchenette, bedroom, and a full bathroom. This property has not only been a beloved home but also a successful vacation rental, grandfathered by the town of Highlands, adding to its appeal as a wise investment or a personal escape. Don't miss your chance to own a piece of paradise at 656 Big Bear Pen Road.

Single Family

  • Price
  • $ 2,990,000
  • City
  • Highlands
  • Bedrooms
  • 4
  • Full Bathrooms
  • 6
  • County
  • Macon
  • Half Bathrooms
  • 0
  • Area
  • Highlands In-Town
  • Lot Size
  • 0.76 Acres
  • Zip
  • 28741
  • Year Built
  • 1980
  • Taxes
  • $ 3513
  • Style
  • MLS#
  • 1002404
Listed By: Berkshire Hathaway HomeServices Meadows Mountain Realty - HF
Data Source: Highlands Cashiers MLS (HCMLS-NC)

Features

General

View Mountain(s)
Cooling Central Air
Year Built 1980
Appliances Built-In Refrigerator,Dryer,Dishwasher,Freezer,Gas Oven,Microwave,Refrigerator
Exterior Features Balcony,Fire Pit,Garden,Other
Interior Features Wet Bar,Eat-in Kitchen,Kitchen Island,Vaulted Ceiling(s),Walk-In Closet(s)
Utilities Cable Connected,Electricity Connected,Other,See Remarks
Roof Shingle

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 Highlands, NC office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

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

1/14/2026 Listed $2,990,000

Property vs Zip Code Average in 28741

Price
AVG $2.6M
$2.99M
Taxes
AVG $21,329
$3,513
Year Built
AVG 1992
1980

656 Big Bear Pen Road Highlands, NC is a Single Family Home for sale at $2990000 and a lot size of 0.76 Acres Acre(s). 656 Big Bear Pen Road Highlands has 4 bedrooms, 6 baths and was built in 1980. 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.