39 Bear Shadow Rdg, Highlands, NC 28741
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Property image
OFF MARKET

39 Bear Shadow Rdg
Highlands, NC 28741

  • 4 Beds
  • 5.5 Baths
4 Beds
5.5 Baths
(on 0.87 acres)

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
19-B Whiteside Mountain RD, Highlands, NC
0.06
Single-Family Home
$745,000
08/14/26
2
2
-
148 Mountain Ash Lane, Highlands, NC
0.50
Single-Family Home
$2,048,500
01/15/26
4
5
-
393 Whiteside Mountain Road, Highlands, NC
0.35
Single-Family Home
$2,700,000
11/14/25
4
3.5
-
Lot 3 Country Club Drive, Highlands, NC
0.41
Single-Family Home
$2,787,203
11/14/25
4
3.5
-
100 Mountain Ash Lane, Highlands, NC
0.55
Single-Family Home
$1,735,000
09/19/25
3
3.5
-
2385 Magnolia Drive, Highlands, NC
0.71
Single-Family Home
$3,150,000
05/14/26
3
4.5
-
451 Country Club Drive, Highlands, NC
0.65
Single-Family Home
$2,400,000
01/09/26
3
4.5
-
168 Old Wagon Road, Highlands, NC
0.57
Single-Family Home
$4,800,000
12/31/25
4
5
-
66 Hemlock Lane, Highlands, NC
0.66
Single-Family Home
$700,000
10/01/25
4
3
-
4 Woodland Lane, Highlands, NC
0.17
Single-Family Home
$1,100,000
07/23/26
2
2
-

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
39 Bear Shadow Ridge, Highlands, NC 28741
0.02
$4,960,300
4
5.5
-
Off Market
19-B Whiteside Mountain RD, Highlands, NC 28741
0.06
$745,000
2
2
-
Recently Sold
51 Bear Shadow Ridge, Highlands, NC 28741
0.03
$4,750,000
4
5.5
-
For Sale
100 Locust Flats Rd, Franklin, NC 28734
0.16
$175,000
-
-
-
Recently Sold
58 Woodland Falls Road, Highlands, NC 28741
0.15
$1,617,200
4
3
-
Off Market
4 Woodland Lane, Highlands, NC 28741
0.17
$1,100,000
2
2
-
Recently Sold
49 Hickory Lane, Highlands, NC 28741
0.21
$1,382,600
2
2
-
Off Market
700 Rhody Lane, Cashiers, NC 28717
0.24
$1,889,500
3
4
-
Off Market
TBD Cashiers Road, Highlands, NC 28741
0.26
$975,000
-
-
-
For Sale
829 E Over Drive Drive, Highlands, NC 28741
0.28
$2,576,400
3
3
-
Off Market
404 Whiteside Mountain Road, Highlands, NC 28741
0.34
$4,584,400
7
4.5
-
Off Market
434 Whiteside Mountain Road, Highlands, NC 28741
0.35
$4,353,600
4
6
-
Off Market

Local Information

  • Map ViewExplore the area around 39 Bear Shadow Rdg.
  • Schools2 Elementary Schools2 Middle Schools3 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2007
Lot Size
0.87 acres

About this House

This extraordinary residence located on the knoll above the famous "Bear Shadow" siting, provides unparalleled views of Whiteside Mountain, Terrapin Mountain and views into South Carolina. Only four special homes will ever be built inside this gated sanctuary, and 39 Bear Shadow includes the adjacent lot creating a magnificent sophisticated estate halfway between the iconic towns of Highlands and Cashiers, North Carolina. Nestled on the Southern slope of this mountain, you have level access all around the home. The foyer opens into a spacious great room and attached sun room with expansive unobstructed views of the Blue Ridge Mountains. The master suite is located on the main level, with private terrace and breathtaking view. Three bedrooms with ensuite baths are upstairs in addition to a family room and studio. The exceptional peace and calm inherent in this luxurious gracious home provide a respite from the bustling world. You will not find a home anywhere with this elegance and sophistication in such an inviting manner. The Bear Shadow residence embraces luxurious comfort as well as beauty for the ultimate retreat or full time residence.
39 Bear Shadow Rdg, Highlands, NC 28741 is a 4 bedroom, 6 bathroom single-family home built in 2007. It is currently off market. The Trulia Estimate rent is $5,541/month.

Home Details for 39 Bear Shadow Rdg

Property Information

Year Built
Year Built: 2007
Property Type / Style
Property Type: Single Family Home

Interior Features

Interior Details
Types of Rooms: Walk In Closet, Dining Room
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigerator
Heating & Cooling
Air ConditioningCooling System: Central
Fireplace & Spa
FireplaceJetted Bath Tub
Levels, Entrance, & Accessibility
Floors: Tile, Carpet, Hardwood

Exterior Features

Exterior Home Features
DeckGardenPatioPorch

Lot Information

Lot Area: 0.87 acres

Price and Tax history

DateEventPrice
Nov 9, 2018
Source: Agent Provided
ListingRemoved
$2,445,000
Oct 16, 2018
Source: Agent Provided
PriceChange
$2,445,000
Price decreased by 2%
Aug 30, 2018
Source: Agent Provided
Listed For Sale
$2,495,000

Market trends in Highlands

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
191
5MoM

Around this home

View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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

LGBTQ Local Legal Protections

Frequently asked questions about 39 Bear Shadow Rdg

  • Is Highlands a buyer's or seller's market?
    Highlands is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Highlands?
    Residents describe Highlands, NC as dog-friendly, quiet, and well-kept. Most residents say you need a car. See recently sold homes in Highlands, NC.
  • What are the closest schools to 39 Bear Shadow Rdg?
    The closest schools to 39 Bear Shadow Rdg in Highlands, NC are Franklin High (rated 5/10), Highlands School (Elementary/Middle/High, rated 6/10), Macon Early College High School (rated 7/10).
  • Does 39 Bear Shadow Rdg have air conditioning?
    Yes, 39 Bear Shadow Rdg in Highlands, NC has air conditioning.
  • How big is the lot at 39 Bear Shadow Rdg?
    The lot at 39 Bear Shadow Rdg in Highlands, NC is about 0.87 acres (37,897 sq ft).

Explore by feature - Air Conditioning

13 rentals with air conditioning in Highlands, NC

Explore by feature - Washer/dryer

13 rentals with a washer/dryer in Highlands, NC

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