445 Chestnut St, Highlands, NC 28741
OFF MARKET

$780,000

Last sold price
  • 5 Beds
  • 2 Baths
  • 1,500 sqft (on 0.84 acres)

445 Chestnut St, Highlands, NC 28741

Currently Off Market - Sold Mar 29, 2019 for $780,000

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
144 Talley Rd, Highlands, NC
0.62
Single-Family Home
$720,500
04/30/26
4
3
2,192
683 Franklin Rd, Highlands, NC
0.76
Single-Family Home
$600,000
08/12/26
3
2
1,166
760 N 5th St, Highlands, NC
0.15
Single-Family Home
$4,000,000
08/28/26
4
3.5
1,944
121 Holt Knob Rd, Highlands, NC
0.58
Single-Family Home
$1,080,000
10/01/25
3
2.5
3,594
120 Buttermilk Ln, Highlands, NC
0.93
Single-Family Home
$720,000
10/13/25
4
3
2,302
154 Picklesimer Rd, Highlands, NC
0.99
Single-Family Home
$635,000
04/02/26
3
2
1,080
1135 Big Bearpen Rd, Highlands, NC
0.74
Single-Family Home
$2,570,000
06/30/26
3
3
1,230
806 N 4th Street, Highlands, NC
0.21
Single-Family Home
$1,400,000
08/07/26
3
2
-
301 Holt Cir, Highlands, NC
0.82
Single-Family Home
$325,000
11/24/25
3
3
3,744
204 Pinecrest Road, Highlands, NC
0.30
Single-Family Home
$3,225,000
01/15/26
3
3.5
-

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
472 Laurel Street, Highlands, NC 28741
0.05
$2,249,600
3
3.5
-
Off Market
472 Chestnut Street, Highlands, NC 28741
0.02
$3,300,000
4
4.5
-
For Sale
565 Chestnut Street, Highlands, NC 28741
0.08
$1,945,200
3
3.5
-
Off Market
523 Laurel Street, Highlands, NC 28741
0.11
$1,493,300
2
2.5
-
Off Market
540 Chestnut Street, Highlands, NC 28741
0.08
$3,895,000
5
3.5
-
For Sale
Historic Highlands Dr, Highlands, NC 28741
0.14
$1,350,000
-
-
-
For Sale
628 N 5th Street, Highlands, NC 28741
0.15
$5,635,000
7
7.5
-
Off Market
TBD Sagee Woods Drive, Highlands, NC 28741
0.16
$948,000
-
-
-
For Sale
760 N 5th St, Highlands, NC 28741
0.15
$4,000,000
4
3.5
1,944
Recently Sold
3702 Cashiers Road, Highlands, NC 28741
0.19
$4,095,000
-
-
-
Recently Sold
560 N 5th Street, Highlands, NC 28741
0.18
-
2
1
-
Off Market
95 Mill Creek Lane, Highlands, NC 28741
0.19
$1,850,000
3
3
-
For Sale

Local Information

  • Map ViewExplore the area around 445 Chestnut St.
  • Schools2 Elementary Schools2 Middle Schools3 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1990
0.84 acre lot
1,500 sqft

About this House

WALK TO TOWN LOCATION! WONDERFUL SETTING FOR RESIDENTIAL OR YOUR BUSINESS NEEDS. PERFECTLY FLAT LUSH GREEN YARD. FRONTAGE ON HWY 64 AND IS IDEAL FOR A SHOP OR A SITE FOR A HOME/OFFICE/RETAIL. HOUSE IS CHARMING AND IN GOOD CONDITION
445 Chestnut St, Highlands, NC 28741 is a 5 bedroom, 2 bathroom, 1,500 sqft single-family home built in 1990. It last sold for $780,000 on Mar 29, 2019. This property is not currently displayed as for sale or rent on Trulia.

Home Details for 445 Chestnut St

Interior Features

Heating & Cooling
Heating: Baseboard, ElectricHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: BrickFoundation Type: OtherPatioPorch

Property Information

Year Built
Year Built: 1990
Property Type / Style
Property Type: Single Family Home

Lot Information

Lot Area: 0.84 acres

Price and Tax history

DateEventPrice
Mar 29, 2019
Source: HCMLS #89308
Sold
$780,000
Jan 16, 2019
Source: Agent Provided
Pending
$895,000
Apr 6, 2018
Source: Agent Provided
Listed For Sale
$895,000

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 445 Chestnut St

  • What is the price history for 445 Chestnut St?
    445 Chestnut St in Highlands, NC last sold for $780,000 in March 2019.
  • 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 445 Chestnut St?
    The closest schools to 445 Chestnut St 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 445 Chestnut St have laundry facilities?
    Yes, 445 Chestnut St in Highlands, NC has in-unit laundry.
  • How big is the lot at 445 Chestnut St?
    The lot at 445 Chestnut St in Highlands, NC is about 0.84 acres (36,590 sq ft).

Explore by feature - Air Conditioning

9 rentals with air conditioning in Highlands, NC

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9 rentals with a washer/dryer in Highlands, NC

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