44 Chestnut Ln, Highlands, NC 28741
OFF MARKET

$714,300

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,781 sqft (on 1.09 acres)

44 Chestnut Ln, Highlands, NC 28741

Est. Refi. Payment $3,884/mo*
Refinance Your Home
Currently Off Market - Sold Jun 4, 1999 for $195,500

Home Value

Trulia Estimate
$714K
Since last month
Increased$17K (+2.4%)
Since last year
Increased$11K (+1.5%)
Since last sale
Increased$517K (+264.3%)
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 +86% in the last 10 years
MonthEstimated value
2026
August 2026$712K
July 2026$696K
June 2026$699K
May 2026$722K
April 2026$683K
March 2026$682K
February 2026$656K
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
270 Shortoff Rd, Highlands, NC
0.18
Single-Family Home
$453,000
06/01/26
3
2
2,016
75 Hickory Dr, Highlands, NC
0.09
Single-Family Home
$875,000
01/30/26
3
2
2,199
574 Shortoff Rd, Highlands, NC
0.12
Single-Family Home
$365,000
01/22/26
2
2
1,253
59 Pearl Dr, Highlands, NC
0.45
Single-Family Home
$350,000
07/31/26
2
1
1,848
50 Pearl Drive, Highlands, NC
0.42
Single-Family Home
$575,000
05/01/26
3
2
-
29 Stable Lane, Highlands, NC
0.20
Single-Family Home
$1,000,000
08/10/26
3
2.5
-
100 Deer Run, Highlands, NC
0.34
Single-Family Home
$1,550,000
10/16/25
3
3.5
-
Shortoff Rd, Highlands, NC
0.23
Single-Family Home
$1,400,000
12/29/25
4
4
4,057
22 Joe Pye Trail, Highlands, NC
0.34
Single-Family Home
$625,000
05/15/26
3
2
-
217 Shortoff Lane, Highlands, NC
1.27
Single-Family Home
$425,000
11/07/25
2
2
1,252

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
45 Chestnut Lane, Highlands, NC 28741
0.04
$1,211,600
4
2.5
-
Off Market
556 Shortoff Rd, Highlands, NC 28741
0.09
$495,000
3
1
912
For Sale
75 Hickory Dr, Highlands, NC 28741
0.09
$875,000
3
2
2,199
Recently Sold
25 Norton Ridge Road, Highlands, NC 28741
0.12
$1,070,500
4
3
-
Off Market
65 Beaver Run Road, Highlands, NC 28741
0.12
$1,240,400
4
4.5
-
Off Market
29 Stable Lane, Highlands, NC 28741
0.20
$1,000,000
3
2.5
-
Recently Sold
49 Blackberry Lane, Highlands, NC 28741
0.25
$1,595,000
3
3.5
-
For Sale
221 Hideaway Trail, Highlands, NC 28741
0.22
$1,250,000
3
3.5
-
For Sale
201 Shortoff Road, Highlands, NC 28741
0.27
$1,607,900
2
2.5
-
Off Market
L22,23 Hideaway Trail, Highlands, NC 28741
0.26
$150,000
-
-
-
Recently Sold
58 Joe Pye Trail, Highlands, NC 28741
0.30
$556,100
2
2
-
Off Market
84 Clubhouse Trail #203, Highlands, NC 28741
0.29
$454,000
2
2
-
Off Market

Local Information

  • Map ViewExplore the area around 44 Chestnut Ln.
  • Schools2 Elementary Schools2 Middle Schools3 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1995
Lot Size
1.09 acres
Living Area
1,781 sqft
Price/Sqft
$401
Parking
Garage

About this House

This single-family home is located at 44 Chestnut Ln, Highlands, NC. 44 Chestnut Ln is in Highlands, NC and in ZIP code 28741. This property has 3 bedrooms, 2 bathrooms and approximately 1,781 sqft of floor space. This property has a lot size of 1.09 acres and was built in 1995.
44 Chestnut Ln, Highlands, NC 28741 is a 3 bedroom, 2 bathroom, 1,781 sqft single-family home built in 1995. It last sold for $195,500 on Jun 4, 1999. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $714,300, with a rent estimate of $2,538/month.

Home Details for 44 Chestnut Ln

Interior Features

Heating & Cooling
Heating: Forced Air, Propane ButaneAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 6
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: Other, VinylFoundation Type: Other
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1995Year Updated: 2000
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Lot Information

Lot Area: 1.09 acres

Price and Tax history

DateEventPrice
Jun 4, 1999
Source: N/A
Sold
$195,500

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 44 Chestnut Ln

  • What is 44 Chestnut Ln estimated to be worth?
    Trulia's estimated value for 44 Chestnut Ln in Highlands, NC is $714,300.
  • What is the price history for 44 Chestnut Ln?
    44 Chestnut Ln in Highlands, NC last sold for $195,500 in June 1999.
  • 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 44 Chestnut Ln have air conditioning?
    Yes, 44 Chestnut Ln in Highlands, NC has air conditioning.
  • How big is the lot at 44 Chestnut Ln?
    The lot at 44 Chestnut Ln in Highlands, NC is about 1.1 acres.

Explore by feature - Air Conditioning

11 rentals with air conditioning in Highlands, NC

Explore by feature - Washer/dryer

11 rentals with a washer/dryer in Highlands, NC

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Off Market Homes Near 44 Chestnut Ln

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