255 Cherokee Road, Pinehurst, NC 28374
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Property image
OFF MARKET

255 Cherokee Road
Pinehurst, NC 28374

  • 6 Beds
  • 4.5 Baths
  • 4,395 sqft (on 0.50 acres)

$2,120,400

Trulia Estimate
as of Aug 15, 2026
Est. Refi. Payment $11,802/mo*

$2,120,400

Trulia Estimate
as of Aug 15, 2026
Est. Refi. Payment $11,802/mo*
6 Beds
4.5 Baths
4,395 sqft
(on 0.50 acres)

Home Value

Trulia Estimate
$2.12M
Since last month
Increased$7K (+0.3%)
Since last year
Increased$56K (+2.7%)
Since last sale
Increased$71K (+3.5%)
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 +131% in the last 10 years
MonthEstimated value
2026
August 2026$2.12M
July 2026$2.11M
June 2026$2.11M
May 2026$2.11M
April 2026$2.11M
March 2026$2.13M
February 2026$2.11M
January 2026$2.07M
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
0.22
Single-Family Home
$1,540,000
11/20/25
4
3.5
3,959
0.38
Single-Family Home
$2,600,000
05/21/26
5
4.5
5,588
0.09
Single-Family Home
$1,712,500
12/19/25
3
2.5
2,904
0.50
Single-Family Home
$2,585,000
05/01/26
5
4.5
5,012
0.09
Single-Family Home
$1,420,000
10/21/25
3
3
2,857
0.46
Single-Family Home
$2,730,000
01/08/26
4
4
4,558
0.48
Single-Family Home
$1,350,000
11/17/25
4
3.5
3,022
0.59
Single-Family Home
$2,295,000
02/06/26
4
4.5
4,608

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
0.06
$749,000
2
3
1,907
For Sale
0.03
$402,900
2
1
803
Off Market
0.04
$284,600
1
1
577
Off Market
0.04
$327,200
1
1
802
Off Market
0.09
$378,000
2
2
1,605
Off Market
0.05
$444,100
2
1
925
Off Market
0.06
$587,700
2
1
1,239
Off Market
0.08
$885,000
2
2
1,508
Recently Sold
0.11
$575,000
5
2
1,520
Recently Sold
0.09
-
-
-
-
Off Market
0.09
$1,712,500
3
2.5
2,904
Recently Sold

Local Information

  • Map ViewExplore the area around 255 Cherokee Road.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1953
Lot Size
0.5 acres
Living Area
4,395 sqft
Price/Sqft
$482
Parking
Garage

About this House

Totally updated, ''MOVE-IN READY'', in prime OLD TOWN location 2 1/2 blocks from the Historic Village of Pinehurst. Easy walk to restaurants, pubs, boutiques and the many Village events on the Village Green throughout the year. Take your golf cart to the Pinehurst Resort and SPA or the first tee of 5 Pinehurst Championship Courses including Pinehurst No 2, host to the soon to be 2024 U.S. Open. Architectural details of the home include pointed pediments over the first floor windows, widows walk, herringbone brick walkway, portico with smooth columns and symmetrical chimneys. This fabulous home also has a 4-car garage, plus a beautifully landscaped, fenced, backyard with fire pit. Large spacious rooms within and a whole house generator. The special 3-room ''mother-in-law suite'' within the home is located on the main level with separate entrance and private garage. It connects to the main living areas by a hallway with built in bookcases and window seat. The spacious formal living room with Brazilian cherry flooring and deep dental molding is visible as you enter the foyer. Seamlessly combing formal areas with casual living, the Gourmet eat-in kitchen with large island opens to family room with handsome corner fireplace. Also near the kitchen area is a powder room, large laundry room with built in cabinetry and mudroom to the second 2-car garage. Located on the main level, the beautiful master suite features a spacious custom bath, his and her walk in-closets and a sitting area with patio doors to the private back yard. Upstairs there are 4 additional bedrooms The large very private backyard is surrounded by a tall fence, perfect for entertaining or children's private playground. Homes in this premier location, with this style and charm and updates completed are a rare find in Old Town Pinehurst.
255 Cherokee Road, Pinehurst, NC 28374 is a 6 bedroom, 5 bathroom, 4,395 sqft single-family home built in 1953. It last sold for $2,050,000 on Apr 9, 2025 (11% below the $2,295,000 asking price). It is currently off market. The Trulia Estimate is $2,120,400, with a rent estimate of $3,616/month.

Home Details for 255 Cherokee Road

Interior Features

Interior Details
Number of Rooms: 14Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Bedroom 6, Breakfast Nook, Dining Room, Family Room, Kitchen, Laundry, Living Room
Beds & Baths
Number of Bedrooms: 6Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 4395 Square Feet
Appliances & Utilities
Utilities: Sewer Available, Water AvailableAppliances: Gas Cooktop, Built-In Microwave, Refrigerator, DishwasherDishwasherRefrigerator
Heating & Cooling
Heating: Electric,Heat PumpHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Electric
Gas & Electric
No Electric on Property
Levels, Entrance, & Accessibility
Stories: 2Levels: Two

Exterior Features

Exterior Home Features
Roof: CompositionPatio / Porch: Patio, See RemarksFencing: Full, Back Yard, Wood, Front YardFoundation: Crawl Space
Parking & Garage
Number of Garage Spaces: 4Number of Covered Spaces: 4Has a GarageNo Attached GarageParking Spaces: 4Parking: Paved
Frontage
Road Frontage: City Street, State RoadNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 300

Property Information

Year Built
Year Built: 1953
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: Wood FrameArchitecture: Wood Frame
Building
Construction Materials: Wood SidingNot a New Construction
Property Information
Parcel Number: 00022902

Price & Status

Price
List Price: $2,295,000
Status Change & Dates
Off Market Date: Mon Mar 10 2025Possession Timing: See Remarks

Active Status

MLS Status: Closed

Location

Direction & Address
City: PinehurstCommunity: Old Town
School Information
Elementary School: Pinehurst ElementaryJr High / Middle School: West Pine MiddleHigh School: Pinecrest HighHigh School District: Moore County Schools

Building

Building Area
Building Area: 4395 Square Feet

HOA

HOA Fee Frequency (second): AnnuallyAssociation for this Listing: Mid Carolina Regional MLSNo HOA

Lot Information

Lot Area: 0.50 acres

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: Exclusive Right To SellListing Terms: Cash, Conventional, VA Loan

Miscellaneous

Mls Number: 100444712Living Area Range: 4000 - 4499Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area Units: Square FeetShowing AttendedShowing Requirements: Appointment Only
Last check for updates: about 7 hours ago
Listed by Lin Hutaff, (910) 528-6427
Lin Hutaff's Pinehurst Realty Group
Bought with: Wesley Smith, (919) 810-4826, eXp Realty
Originating MLS: Mid Carolina Regional MLS
Source: Hive MLS, MLS#100444712

Price and Tax history

DateEventPrice
Apr 9, 2025
Source: Hive MLS #100444712
Sold
$2,050,000
Mar 11, 2025
Source: Hive MLS #100444712
Pending
$2,295,000
Jan 28, 2025
Source: Hive MLS #100444712
PriceChange
$2,295,000
Price decreased by 7%
Oct 16, 2024
Source: Hive MLS #100444712
PriceChange
$2,475,000
Price decreased by 3%
Jul 22, 2024
Source: Hive MLS #100444712
PriceChange
$2,550,000
Price decreased by 2%

Market trends in Pinehurst

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$605K
$41.33K
MoM
Sale-to-List Price
98.1%
Price per sq ft
$250
$1
MoM
Available listings
229
13
MoM
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Around this home

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 Pinehurst

At least 101 Trulia users voted on each feature.
  • 94 % Say car is needed

  • 89 % Say parking is easy

  • 88 % Say yards are well-kept

  • 86 % Say it's dog friendly

  • 84 % Say there's holiday spirit

  • 83 % Say it's quiet

  • 76 % Say people would walk alone at night

  • 62 % Say kids play outside

  • 62 % Say they plan to stay for at least 5 years

  • 56 % Say neighbors are friendly

  • 55 % Say there's wildlife

  • 40 % Say there are community events

  • 29 % Say streets are well-lit

  • 26 % Say there are sidewalks

  • 22 % Say it's walkable to restaurants

  • 14 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Kimojha Brooks
    "The town is unique and friendly and everything is close by. There are plenty of stores and restaurants too. "
  • Spencer James
    "health lectures senior friendly community events and input include movies music food farmers market etc"
  • Patrick Norris
    "I don’t commute…work from home. Moving around the neighborhood is easy, just need to drive slowly. "
  • Mobrindley79
    "We’ve lived here almost 2 years. Love our location and family neighborhood. We’re in Village acres and we’re also not far from Taylortown or Pinehurst Village. We are golfers, however my husbands recovery from major back surgery last year has put our golf on hold. But there are lots of golf carts driving on our roads to their tee times! It’s great!"
  • Gretchengeorge1
    "Easy and convenient. Not too ouch traffic. The roundabout keeps things moving well. Pinehurst is a great place! "
  • Madison M.
    "There are a lot of pet owners in the neighborhood. People really like dogs and stop to say hi. There is not a fenced dog park and very few doggy/bag stations."
  • Lizabthn
    "I've lived here now 7 months and we love it. Neighbors are super friendly and always helpful. Love that you see your neighbors either walking their dogs or pushing a stroller. I especially like that when you drive by someone, they wave hello. Great family friendly neighborhood! Lots of kids! "
  • Tina A. K.
    "It takes me about 15 minutes to get to work, 7 miles. The traffic circle usually takes the most time but there’s also a stop light along the way. "
  • Liz
    "Very family-friendly neighborhood with many activities and local shops. Great place to raise a family, vacation and retire. Big on Golfing! "
  • BCW
    "Friendly people. Famous for its golf courses. Great restaurants. Quaint village. Great newcomers clubs with many activities on a weekly basis...something for everyone."
  • Cindy S.
    "I work part time and work is only 10 minutes away. This is a very small community. No public transportation needed. "
  • HH
    "Lived here for 12 years...safe and very comfortable! Good neighbors and very child friendly. The schools assigned to this neighborhood are also exceptional."
  • Jill F.
    "It is a very family friendly area that is super safe, reminds me of how it use to be when we were young."
  • Jill F.
    "Every month in each town there are local concerts that are family friendly during the spring through fall months. "
  • Sean K.
    "We like the quiet, quaint neighborhood. We are very close to the village and grocery stores and shopping. "
  • Kyndalboykin
    "I've lived here for 1 year now. I feel extremely safe in my neighborhood. We love the quite laid back feeling, also a good mix of people within our community. Also I love that Aberdeen, Pinehurst and Southern Pines are ALL very convenient and great cities! "
  • Unspecified
    "Low crime rate and a reasonable cost of living. Excellent medical care abounds and there are several miles of walking trails."

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Homes for sale near 255 Cherokee Road

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Off Market Homes Near 255 Cherokee Road

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Frequently asked questions about 255 Cherokee Road

  • What is 255 Cherokee Road estimated to be worth?
    Trulia's estimated value for 255 Cherokee Road in Pinehurst, NC is $2,120,400.
  • What is the price history for 255 Cherokee Road?
    255 Cherokee Road in Pinehurst, NC last sold for $2,050,000 in April 2025.
  • Is Pinehurst a buyer's or seller's market?
    Pinehurst is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Pinehurst?
    The median sale price in Pinehurst is $605K. That is up $41.33K from the prior month.
  • Does 255 Cherokee Road have air conditioning?
    Yes, 255 Cherokee Road in Pinehurst, NC has air conditioning.
  • Does 255 Cherokee Road have laundry facilities?
    Yes, 255 Cherokee Road in Pinehurst, NC has laundry facilities.
The data relating to real estate on this web site comes in part from the Internet Data Exchange program of Hive MLS, and is updated as of 2026-08-14 20:35:42 PDT. All information is deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change, or withdrawal. Neither listing broker(s) nor Zillow, Inc. shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless from any damages arising from reliance upon these data. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. © 2025-10-17 12:20:34 PDT Hive MLS