89 Rolling Woods Drive, Highlands, NC 28741
Property image
Property image
OFF MARKET

$802,200

Trulia Estimate
  • 3 Beds
  • 2 Baths

89 Rolling Woods Drive, Highlands, NC 28741

Est. Refi. Payment $4,374/mo*
Refinance Your Home
Currently Off Market - Sold Feb 9, 2024 for $550,000

Home Value

Trulia Estimate
$802K
Since last month
Decreased$27K (-3.2%)
Since last year
Increased$179K (+28.7%)
Since last sale
Increased$255K (+46.3%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +145% in the last 10 years
MonthEstimated value
2026
August 2026$805K
August 2026$802K
July 2026$832K
June 2026$825K
May 2026$791K
April 2026$746K
March 2026$736K
February 2026$738K
January 2026$722K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
315 Rolling Acres Drive, Highlands, NC
0.04
Single-Family Home
$630,000
09/23/25
3
2
-
149 Woodland Hill Drive, Highlands, NC
0.28
Single-Family Home
$1,067,000
08/14/26
3
3
-
509 Crowe Drive, Highlands, NC
0.19
Single-Family Home
$1,375,000
10/20/25
3
3
-
36 Rocky Ridge Road, Highlands, NC
0.40
Single-Family Home
$1,500,000
09/23/25
3
3
-
63 Rocky Ridge Road, Highlands, NC
0.43
Single-Family Home
$1,595,000
12/03/25
3
3
-
39 Jackson Drive, Highlands, NC
0.68
Single-Family Home
$874,000
03/23/26
3
3
-
LT 110 River's Rdge Road, Highlands, NC
0.39
Single-Family Home
$2,593,119
05/14/26
3
3.5
-
57 Jackson Drive, Highlands, NC
0.72
Single-Family Home
$1,100,000
06/02/26
3
3
-
180 Hemlock Cir, Highlands, NC
0.39
Single-Family Home
$2,390,000
08/18/26
3
3.5
-
8 Three R Lane, Highlands, NC
0.78
Single-Family Home
$1,100,000
08/31/26
3
2.5
-

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
93 Rolling Woods Dr, Highlands, NC 28741
0.03
$1,146,900
3
4
-
Off Market
315 Rolling Acres Drive, Highlands, NC 28741
0.04
$626,600
3
2
-
Off Market
1840 N 4th Street, Highlands, NC 28741
0.12
$7,516,300
5
6.5
-
Off Market
227 Sherwood Forest Road, Highlands, NC 28741
0.19
$2,500,000
7
8
-
Recently Sold
203 Rolling Acres Drive, Highlands, NC 28741
0.15
$822,200
3
3
-
Off Market
509 Crowe Drive, Highlands, NC 28741
0.19
$1,366,600
3
3
-
Off Market
TBD Sherwood Forest Road, Highlands, NC 28741
0.23
-
-
-
-
Off Market
220 Sherwood Forest Road, Highlands, NC 28741
0.24
$1,633,400
3
3.5
-
Off Market
230 Woodland Hill Drive, Highlands, NC 28741
0.19
$940,000
3
3
-
Off Market
65 Nantahala Lane, Highlands, NC 28741
0.20
$1,595,000
3
2.5
-
For Sale
21 Song Bird Lane, Highlands, NC 28741
0.23
$549,900
2
1
-
For Sale

Local Information

  • Map ViewExplore the area around 89 Rolling Woods Drive.
  • Schools2 Elementary Schools2 Middle Schools3 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1978
Lot Size
0.5 acres
Parking
Garage

About this House

Minutes from downtown Highlands, this sweet 3/2 single-level home is the perfect place to enjoy great outdoor living! With fine dining at elite restaurants, plentiful shopping, great hiking, there's many adventures to be had........ and then it's just a short drive home to the peace you need on your spacious deck overlooking the beautiful mountains with a brook providing the background music. The vaulted ceiling in the living room overlooks a beautiful fireplace to keep you toasty at night.
89 Rolling Woods Drive, Highlands, NC 28741 is a 3 bedroom, 2 bathroom single-family home built in 1978. It last sold for $550,000 on Feb 9, 2024 (4% below the $575,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $802,200, with a rent estimate of $2,885/month.
Last check for updates: about 13 hours ago
Listed by Al Stoneham
Allen Tate/Pat Allen Realty Group
Bought with: Deborah Gleeson, Christie's International Real Estate Highlands-Cashiers
Originating MLS: Highlands Cashiers Board of Realtors
Source: HCMLS, MLS#101578

Home Details for 89 Rolling Woods Drive

Interior Features

Interior Details
Basement: Dirt Floor,Exterior Entry,UnfinishedNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Den, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Appliances & Utilities
Utilities: Cable Available, High Speed Internet AvailableAppliances: Dryer, Dishwasher, Exhaust Fan, Electric Oven, Refrigerator, WasherDishwasherDryerLaundry: Washer Hookup,Dryer HookupRefrigeratorWasher
Heating & Cooling
Heating: ElectricNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Electric
Fireplace & Spa
Fireplace: Gas Log, Living RoomHas a Fireplace
Windows, Doors, Floors & Walls
Flooring: Carpet, Vinyl
Levels, Entrance, & Accessibility
Stories: 1Levels: OneFloors: Carpet, Vinyl
View
Has a ViewView: Mountain(s), Creek/Stream, Seasonal View

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Rear Porch, Deck, Front Porch, PorchExterior: None
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageParking Spaces: 1Parking: Garage,One Car Garage,Gravel,Other
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Permit 3 Bedroom, Septic Tank

Property Information

Year Built
Year Built: 1978
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Wood SidingNot a New Construction
Property Information
Parcel Number: 7540665529

Price & Status

Price
List Price: $575,000
Status Change & Dates
Off Market Date: Fri Feb 09 2024Possession Timing: Close Of Escrow

Active Status

MLS Status: Closed

Location

Direction & Address
City: HighlandsCommunity: Rolling Woods

Community

Community Features: None

HOA

Association for this Listing: Highlands Cashiers Board of RealtorsNo HOA

Lot Information

Lot Area: 0.50 acres

Offer

Listing Terms: Conventional

Miscellaneous

BasementMls Number: 101578Living Area Range Units: Square FeetWater ViewWater View: Creek/StreamAttribution Contact: 8285268784Universal Property Id: US-37113-N-7540665529-R-N

Additional Information

None

Price and Tax history

DateEventPrice
Feb 9, 2024
Source: HCMLS #101578
Sold
$550,000
Jan 3, 2024
Source: HCMLS #101578
Contingent
$575,000
Nov 6, 2023
Source: HCMLS #101578
PendingToActive
$575,000
Oct 17, 2023
Source: HCMLS #101578
Contingent
$575,000
Sep 12, 2023
Source: HCMLS #101578
PriceChange
$575,000
Price decreased by 2%

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

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

Frequently asked questions about 89 Rolling Woods Drive

  • What is 89 Rolling Woods Drive estimated to be worth?
    Trulia's estimated value for 89 Rolling Woods Drive in Highlands, NC is $802,200.
  • What is the price history for 89 Rolling Woods Drive?
    89 Rolling Woods Drive in Highlands, NC last sold for $550,000 in February 2024.
  • 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.
  • Does 89 Rolling Woods Drive have laundry facilities?
    Yes, 89 Rolling Woods Drive in Highlands, NC has in-unit laundry.
  • How big is the lot at 89 Rolling Woods Drive?
    The lot at 89 Rolling Woods Drive in Highlands, NC is about 0.50 acres (21,780 sq ft).

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