$2,114,500
- 6 Beds
- 4.5 Baths
- 4,395 sqft (on 0.50 acres)
255 Cherokee Road, Pinehurst, NC 28374
Est. Refi. Payment $12,710/mo*
Refinance Your HomeCurrently Off Market - Sold Apr 9, 2025 for $2,050,000
Home Value
Trulia Estimate
$2.12MSince last month
Increased$10K (+0.5%)Since last year
Increased$67K (+3.3%)Since last sale
Increased$65K (+3.1%)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 +147% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| October 2026 | $2.11M |
| September 2026 | $2.12M |
| August 2026 | $2.1M |
| 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 | |
0.54 | Single-Family Home | $1,700,000 | 08/14/26 | 5 | 3.5 | 4,983 | |
0.09 | Single-Family Home | $1,712,500 | 12/19/25 | 3 | 2.5 | 2,904 | |
0.29 | Single-Family Home | $1,450,000 | 08/27/26 | 4 | 4 | 3,447 | |
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 | |
0.36 | Single-Family Home | $1,495,000 | 09/24/26 | 3 | 3.5 | 4,897 | |
0.46 | Single-Family Home | $2,730,000 | 01/08/26 | 4 | 4 | 4,558 |
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 |
|---|---|---|---|---|---|---|
0.03 | - | 4 | - | 3,340 | Off Market | |
0.03 | - | - | - | - | Off Market | |
0.03 | - | - | - | - | Off Market | |
0.03 | $1,720,500 | 4 | 4 | 3,360 | Off Market | |
0.03 | $395,100 | 2 | 1 | 803 | Off Market | |
0.03 | $518,500 | Studio | - | - | Off Market | |
0.04 | $278,200 | 1 | 1 | 577 | Off Market | |
0.04 | $324,800 | 2 | 1 | 925 | Off Market | |
0.04 | - | - | - | - | Off Market | |
0.04 | $495,800 | 2 | 2 | 1,240 | Off Market | |
0.04 | $320,000 | 1 | 1 | - | Off Market | |
0.04 | $267,800 | 1 | 1 | 790 | Off Market | |
0.04 | $340,500 | 2 | 1 | 810 | Off Market | |
0.04 | $518,700 | 2 | 2 | 1,240 | Off Market | |
0.04 | $329,000 | 1 | 1 | - | Off Market | |
0.04 | $234,300 | 1 | 1 | 660 | Off Market | |
0.05 | $891,100 | 2 | 1 | 1,690 | Off Market | |
0.05 | $1,583,900 | 3 | 3 | 2,490 | Off Market | |
0.05 | $510,600 | 2 | 1 | - | Off Market | |
0.05 | $913,900 | 4 | 3.5 | 3,300 | Off Market |
Local Information
-- mins to
Home Highlights
Single-Family Home
Built in 1953
0.5 acre lot
4,395 sqft
$481/sqft
Garage
About this House
What's unique:Tall fenceGourmet eat-in kitchenPrivate playgroundSpacious roomsArchitectural detailsLarge island
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). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,114,500, with a rent estimate of $3,238/month.
Last check for updates: about 14 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

Home Details for 255 Cherokee Road
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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 |
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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 |
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Cumulative Days on Market: 300 |
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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 |
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Price List Price: $2,295,000 |
Status Change & Dates Off Market Date: Mon Mar 10 2025Possession Timing: See Remarks |
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MLS Status: Closed |
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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 |
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Building Area Building Area: 4395 Square Feet |
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HOA Fee Frequency (second): AnnuallyAssociation for this Listing: Mid Carolina Regional MLSNo HOA |
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Lot Area: 0.50 acres |
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Special Conditions: Standard |
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Listing Agreement Type: Exclusive Right To SellListing Terms: Cash, Conventional, VA Loan |
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Mls Number: 100444712Living Area Range: 4000 - 4499Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area Units: Square FeetShowing AttendedShowing Requirements: Appointment Only |
Price and Tax history
| Date | Event | Price |
|---|---|---|
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% |
May 15, 2024 Source: Hive MLS #100444712 | Listed For Sale | $2,600,000 |
Oct 4, 2018 Source: Hive MLS #1005182638 | Sold | $1,125,000 |
Jul 30, 2018 Source: Agent Provided | Pending | $1,195,000 |
Apr 17, 2018 Source: Agent Provided | Listed For Sale | $1,195,000 |
Dec 13, 2007 Source: N/A | Sold | $800,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2024 | $10,179 | $1,777,970 |
Home facts updated by county records
Market trends in Pinehurst
Last updated August 2026
Avg. sale price
$598K
$7.92KMoM
Sale-to-List Price
98.0%
0.1%MoM
Price per sq ft
$249
$1MoM
Available listings
231
2MoM
Around this home
What Locals Say about Pinehurst
This October
Trick-or-Treat Score
Built from what locals say about this neighborhood.- 84% say there's holiday spirit
- 56% say neighbors are friendly
- 40% say there are community events
Trulia Trick or TreatStart Ghost Hunt
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.
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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 2026-10-09 10:50:30 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
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 $2,114,500.
- 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 $598K. That is down $7.92K 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.

