39 Bear Shadow Ridge, Highlands, NC 28741
OFF MARKET

39 Bear Shadow Ridge
Highlands, NC 28741

  • 4 Beds
  • 5.5 Baths

$4,710,900

Trulia Estimate
as of May 22, 2026
Est. Refi. Payment $25,126/mo*
Refinance Your Home

$4,710,900

Trulia Estimate
as of May 22, 2026
Est. Refi. Payment $25,126/mo*
Refinance Your Home
4 Beds
5.5 Baths
(on 2.54 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Bear Shadow Estate has been the home & sanctuary of locally renowned artist & previous Fashion Director for Barbie Magazine & the Muppets, Penny Pollock. This majestic masterpiece, overlooking Whiteside Mountain's coveted Shadow of the Bear, was crafted by Phillip Coppage, to maximize mountain views & glorious sunrises. The owner has traveled the world & befriended indigenous artisans who inspired her unique decor style interwoven with elements of mountain living. She meandered into a builder's open house 14 years ago & was awestruck that the unparalleled view she had traversed the world to witness,lay right before her eyes & took her breath away!“ Every morning, I jump out of bed in anticipation of a different sunrise. Once you experience a sunrise here you will never be the same, for this magical spot instills hope, anticipation & gratitude.” This is one of the only homes on the plateau that fully captures the Bear Shadow. The glory of this event appears in February, but in October people journey from afar to witness this awe inspiring spectacle that has a music festival named after it. Bear Shadow Estate was built to embody the elements of nature & its surreal views. Sited on 2.54 acres, the numerous outdoor options offer a variety of settings to soothe the soul. The expansive decks, covered living area with fireplace & outdoor firepit, will make you feel as though you will never want to leave. “The Hive,” Penny's art studio, overlooks Whiteside Mountain & would be perfect for a yoga studio. The interior incorporates the elements of stone & antique wide plank pine flooring & maximizes views & light, with 20 ft ceilings in the living room, 3 stone fireplaces, 4 bedrooms & bonus rooms. The kitchen boasts double Wolf ovens & cooktops, a Subzero refrigerator & butler's pantry. Gated for privacy, with a 2-car garage & generator,Bear Shadow Estate is easily accessible to Highlands & Cashiers & is the perfect embodiment of luxury for those seeking solace on the plateau.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from May 14, 2026

Home Highlights

Parking
Garage
Outdoor
Porch, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 39 Bear Shadow Ridge

Interior Features

Interior Details
Basement: Crawl Space,Exterior Entry,FullNumber of Rooms: 10Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bonus Room, Den, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 6Number of Bathrooms (full): 5Number of Bathrooms (half): 1
Appliances & Utilities
Utilities: Cable Available, High Speed Internet AvailableAppliances: Built-In Refrigerator, Double Oven, Dryer, Dishwasher, Exhaust Fan, Disposal, Microwave, Range, Wine Cooler, WasherDishwasherDisposalDryerLaundry: Washer Hookup,Dryer HookupMicrowaveWasher
Heating & Cooling
Heating: Gas,ZonedHas CoolingAir Conditioning: Central Air,Electric,ZonedHas HeatingHeating Fuel: Gas
Fireplace & Spa
Fireplace: Gas Log, Gas Starter, Living Room, Outside, Wood BurningHas a FireplaceJetted Bath Tub
Gas & Electric
Electric: Generator
Windows, Doors, Floors & Walls
Window: Window TreatmentsFlooring: Carpet, Tile, Wood
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoFloors: Carpet, Tile, Wood
View
Has a ViewView: Mountain(s), Panoramic
Security
Security: Gated Community

Exterior Features

Exterior Home Features
Roof: WoodPatio / Porch: Rear Porch, Covered, Deck, Front Porch, Porch, Side PorchExterior: Fire Pit, Garden, OtherFoundation: PouredGarden
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageParking Spaces: 2Parking: Attached,Circular Driveway,Driveway,Garage,Two Car Garage,Other,Paved
Frontage
Road Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Septic Permit 4 Bedroom, Septic Tank

Property Information

Year Built
Year Built: 2007
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Craftsman
Building
Construction Materials: Frame, Concrete, Stone, Wood SidingNot a New Construction
Property Information
Parcel Number: 7551947452/7551949502

Price & Status

Price
List Price: $4,750,000
Status Change & Dates
Off Market Date: Wed Sep 04 2024

Active Status

MLS Status: Closed

Location

Direction & Address
City: HighlandsCommunity: None

Community

Community Features: Gated

HOA

Association for this Listing: Highlands Cashiers Board of RealtorsNo HOA

Lot Information

Lot Area: 2.54 Acres

Offer

Listing Terms: Cash

Rental Terms, Policies & Fees

Lease Term: Other

Miscellaneous

BasementMls Number: 105827Living Area Range Units: Square FeetAttribution Contact: 8285268784Universal Property Id: US-37113-N-75519474527551949502-R-N

Additional Information

Gated
Last check for updates: about 6 hours ago
Listed by Julie Osborn
Allen Tate/Pat Allen Realty Group
Patricia Allen
Allen Tate/Pat Allen Realty Group
Bought with: Kristie Brennan, Vignette Realty
Originating MLS: Highlands Cashiers Board of Realtors
Source: HCMLS, MLS#105827

Price History for 39 Bear Shadow Ridge

DatePriceEventSource
09/04/2024$4,695,000Sold
HCMLS #105827
08/19/2024$4,750,000PendingHCMLS #105827
08/05/2024$4,750,000ContingentHCMLS #105827
07/30/2024$4,750,000Listed For SaleHCMLS #105827
07/16/2024$4,895,000ListingRemovedHCMLS #104366
06/22/2024$4,895,000PriceChange
HCMLS #104366
05/22/2024$5,295,000Listed For SaleHCMLS #104366
08/23/2018$2,495,000ListingRemovedAgent Provided
05/23/2018$2,495,000PriceChange
Agent Provided
05/18/2018$2,950,000Listed For SaleAgent Provided
12/05/2017$2,695,000ListingRemovedAgent Provided
05/06/2017$2,695,000Listed For SaleAgent Provided
03/10/2017$0Sold
N/A
12/14/2016$2,900,000Listed For SaleAgent Provided
02/17/2010$1,700,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$3,550
Assessment$1,186,470
Home facts updated by county records

Comparable Sales for 39 Bear Shadow Ridge

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
168 Old Wagon Road, Highlands, NC
0.57
Single-Family Home
$4,800,000
12/31/25
4
5
-
393 Whiteside Mountain Road, Highlands, NC
0.37
Single-Family Home
$2,700,000
11/14/25
4
3.5
-
148 Mountain Ash Lane, Highlands, NC
0.52
Single-Family Home
$2,048,500
01/15/26
4
5
-
Lot 3 Country Club Drive, Highlands, NC
0.42
Single-Family Home
$2,787,203
11/14/25
4
3.5
-
2385 Magnolia Drive, Highlands, NC
0.72
Single-Family Home
$3,150,000
05/14/26
3
4.5
-
100 Mountain Ash Lane, Highlands, NC
0.57
Single-Family Home
$1,735,000
09/19/25
3
3.5
-
451 Country Club Drive, Highlands, NC
0.67
Single-Family Home
$2,400,000
01/09/26
3
4.5
-
2564 Magnolia Drive, Highlands, NC
0.70
Single-Family Home
$1,550,000
07/18/25
4
4.5
-
2741 Magnolia Drive, Highlands, NC
0.68
Single-Family Home
$1,337,500
02/27/26
3
3
-
2608 Magnolia Drive, Highlands, NC
0.70
Single-Family Home
$2,200,000
08/13/25
3
3.5
-

Nearby homes

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Assigned Schools

These are the assigned schools for 39 Bear Shadow Ridge.
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What Locals Say about Highlands

At least 19 Trulia users voted on each feature.

  • 95 % Say it's dog friendly

  • 91 % Say it's quiet

  • 89 % Say car is needed

  • 89 % Say yards are well-kept

  • 84 % Say people would walk alone at night

  • 76 % Say there's holiday spirit

  • 74 % Say parking is easy

  • 74 % Say they plan to stay for at least 5 years

  • 74 % Say there's wildlife

  • 74 % Say there are community events

  • 54 % Say neighbors are friendly

  • 52 % Say streets are well-lit

  • 46 % Say kids play outside

  • 44 % Say it's walkable to grocery stores

  • 30 % Say it's walkable to restaurants

  • 25 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.
  • Kimberlyg833
    "It’s beautiful and appears to be a great place to raise a family. I used to come here as a child back in the 70’s with my parents and it’s still as I remember it. Quaint and beautiful. "
    15
    Flag
  • Karie.mcclure
    "not sure only a renter at this point but love how safe And low key it is .. great weather as well nice people "
    2
    Flag
  • Pam
    "Great small town. Elevation 4000 feet plus. Friendly residents. Lots to do for a small town. A little pricy, but worth it. Great hiking and waterfalls galore. Dog friendly neighborhood and town."
    7
    Flag
  • Christine B.
    "It's a very friendly community. When the tourists come to town for the season it gets overcrowded but some non locals are really friendly. "
    6
    Flag
  • Bill B.
    "I live here and love the weather, hiking trails, water falls, and the National Forest. 4,118 feet elevation provides cool weather in the summer."
    3
    Flag
  • Susan C.
    "What a beautiful place to live ... there is nothing as peaceful or beautiful as the mountains and this lovely, quaint town."
    3
    Flag
  • Rick C.
    "There's no Wal-Mart or fast food joints. Life in the mountains has an easier pace. You are removed from the city, but that's why we live here, to get away from it all. There is a world class spa, fine dining on smaller scale, exquisite shops. Think Breckinridge, without the skiing.Beautiful mountains, hiking, mountain biking, floral life, live music, plays, wineries, what more do you want?"
    2
    Flag
  • carolrosen
    "Great area, lovely home, easy comfortable living"
    3
    Flag
  • John D.
    "A great place to spend the summer, and within walking distance to town."
    3
    Flag
  • Nadine P.
    "A wonderful community with a year round caretaker, pool, tennis courts and swimming pool plus it is gated. Certainly not a necessity in Highlands! I would recommend King Mtn to anyone looking for lush foliage, fantastic views and wonderful amenities."
    0
    Flag
  • Nadine P.
    "I have lived in Highlands, NC for 7 years and still upon returning from out of town get a peacefulness when I hit Main St or the Gorge Rd from Franklin. Prettiest place anywhere...you must visit!"
    0
    Flag
  • Dorothy S.
    "You will find that people are extremely friendly. We have four mild seasons. Winter is wonderful. Nothing is better than curling up with a book in front of a crackling fire."
    1
    Flag

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Copyright Highlands-Cashiers Board of REALTORS. All rights reserved. Information is deemed reliable but not guaranteed.

Homes for rent near 39 Bear Shadow Ridge

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39 Bear Shadow Ridge, Highlands, NC 28741 is a 4 bedroom, 6 bathroom single-family home built in 2007. This property is not currently available for sale. 39 Bear Shadow Ridge was last sold on Sep 4, 2024 for $4,695,000 (1% lower than the asking price of $4,750,000). The current Trulia Estimate for 39 Bear Shadow Ridge is $4,710,900.