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$2,990,000
68 Days On Site

656 Big Bear Pen Road
Highlands, NC 28741

For Sale|Single Family Residence|Active
4
Beds
6
Total Baths
6
Full Baths
1980
Built
Subdivision:
Bear Pen
County:
Macon
Listing courtesy of John Muir of Berkshire Hathaway HomeServices Meadows Mountain Realty – HF
Call Now: +1 706-746-2900
Is this the listing for you? We can help make it yours.
+1 706-746-2900
656 Big Bear Pen Road656 Big Bear Pen Road656 Big Bear Pen Road656 Big Bear Pen Road
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Monthly Payment (Est.)

$13,642
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

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.

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Listing Snapshot
Price 
$2,990,000
Days On Site 
68 Days
Bedrooms 
4
Inside Area (SqFt) 
N/A
Total Baths 
6
Full Baths 
6
Partial Baths 
N/A
Lot Size 
0.76 Acres
Year Built 
1980
MLS® Number 
1002404
Status 
Active
Property Tax 
$3,513
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
2 months agoListing first seen on site
2 months agoListing updated with changes from the MLS®
General Features
Acres 
0.76
Disclosures 
LicensedVacationRental
Levels 
Two
Number Of Stories 
2
Parking 
GravelParking Lot
Property Sub Type 
Single Family Residence
Sewer 
Septic Tank
Style 
Bungalow
Utilities 
Cable ConnectedElectricity ConnectedOtherSee Remarks
Water Source 
Public
Zoning 
Residential
Interior Features
Appliances 
Built-In RefrigeratorDryerDishwasherFreezerGas OvenMicrowaveRefrigerator
Basement 
Interior EntryUnfinished
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
DenMasonryOutsideWood Burning
Fireplaces 
2
Flooring 
Wood
Furnished 
Unfurnished
Heating 
Interior 
Wet BarEat-in KitchenKitchen IslandVaulted Ceiling(s)Walk-In Closet(s)
Laundry Features 
Washer Hookup
Bedroom 2 
Level – UpperArea Units – Square Feet
Bedroom 3 
Level – UpperArea Units – Square Feet
Bedroom 4 
Level – UpperArea Units – Square Feet
Bedroom 5 
Level – MainArea Units – Square Feet
Den 
Level – MainArea Units – Square Feet
Dining Room 
Level – MainArea Units – Square Feet
Family Room 
Level – MainArea Units – Square Feet
Kitchen 
Level – MainArea Units – Square Feet
Library 
Level – MainArea Units – Square Feet
Living Room 
Level – MainArea Units – Square Feet
Master Bedroom 
Level – MainArea Units – Square Feet
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Exterior Features
Construction Details 
Wood Siding
Exterior 
BalconyFire PitGardenOther
Lot Features 
ClearedLevelWoodedCity Lot
Other Structures 
Residence
Patio And Porch 
Rear PorchCoveredDeckFront PorchPatioPorch
Roof 
Shingle
View 
Mountain(s)
Waterview 
Mountain(s)
Community Features
MLS Area 
Highlands In-Town
Listing courtesy of John Muir of Berkshire Hathaway HomeServices Meadows Mountain Realty – HF



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: 2026-03-24 10:44 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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