255 Cherokee Road
Pinehurst, NC 28374
6 Beds
4.5 Baths
4,395 sqft (on 0.50 acres)
6 Beds
4.5 Baths
4,395 sqft
(on 0.50 acres)
Local Information
© Google
-- mins to
Description
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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from December 02, 2025
Home Highlights
Parking
Garage
Outdoor
Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago
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: 100444712Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area Units: Square FeetShowing AttendedShowing Requirements: Appointment Only |
Last check for updates: about 5 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 History for 255 Cherokee Road
| Date | Price | Event | Source |
|---|---|---|---|
| 04/09/2025 | $2,050,000 | Sold | Hive MLS #100444712 |
| 03/11/2025 | $2,295,000 | Pending | Hive MLS #100444712 |
| 01/28/2025 | $2,295,000 | PriceChange | Hive MLS #100444712 |
| 10/16/2024 | $2,475,000 | PriceChange | Hive MLS #100444712 |
| 07/22/2024 | $2,550,000 | PriceChange | Hive MLS #100444712 |
| 05/15/2024 | $2,600,000 | Listed For Sale | Hive MLS #100444712 |
| 10/04/2018 | $1,125,000 | Sold | Hive MLS #1005182638 |
| 07/30/2018 | $1,195,000 | Pending | Agent Provided |
| 04/17/2018 | $1,195,000 | Listed For Sale | Agent Provided |
| 12/13/2007 | $800,000 | Sold | N/A |
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Property Tax and Assessment
| Year | 2024 |
|---|---|
| Tax | $10,179 |
| Assessment | $1,777,970 |
Home facts updated by county records
Comparable Sales for 255 Cherokee Road
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 | |
0.09 | 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 | |
0.62 | Single-Family Home | $1,550,000 | 05/28/25 | 5 | 4.5 | 3,810 | |
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 | |
0.70 | Single-Family Home | $1,575,000 | 07/29/25 | 5 | 4 | 3,550 | |
0.44 | Single-Family Home | $1,100,000 | 06/10/25 | 4 | 3 | 3,364 |
Assigned Schools
These are the assigned schools for 255 Cherokee Road.
- Pinecrest High School
- 9-12
- Public
- 2221 Students
5/10GreatSchools RatingParent Rating AverageI have a senior and a graduate from Pinecrest. They both had positive experiences. The graduate is now working on a master’s degree.Parent Review7mo ago - Pinehurst Elementary School
- K-5
- Public
- 624 Students
10/10GreatSchools RatingParent Rating AverageIn an effort to provide an open and honest review, I'll start with the good... The school is safe and clean, the new building opening next school year is massive and state-of-the-art, the majority of the teachers are great, and Principal communication is good (robocalls daily). Now the not-so-good... Our children spent several years at this school, made many friends and great memories. As the years progressed, we noticed changes in regards to the education and discipline approaches. Discipline issues ruled the classrooms each year (with little/no consequences for bad behavior). Kids who are middle or high performing are left completely unchallenged. The teachers are overwhelmed with nonstop digital assessments and teaching just to meet the EOG testing requirements to pass the students at the end of the year. As we started to pay more attention to what our children were (not) learning, we realized they weren't being challenged at all and decided to move to a local charter school. Many of the teachers are amazing and loving, but they are not empowered with the ability to effectively discipline or provide any structured curriculum to help the students advance beyond the status quo, or even get to grade level in many cases. Additionally, the school focuses heavily on social-emotional learning in order to guide student emotions in a certain way psychologically. It's nonstop... What color of emotion are you feeling today? Take an emotion survey today that will go to a 3rd party for analysis. Tell the school counselor how you feel today. It started to seem like assessing and documenting student feelings was more important than student academics/learning.MCS needs an overhaul, because it's not just PES but other district schools too. Perhaps MCS should get back to focusing on academic excellence, or more children will leave the traditional public school system and go to charter or private.Other Review5y ago - West Pine Middle School
- 6-8
- Public
- 688 Students
6/10GreatSchools RatingParent Rating AverageI had 2 children attend this school all three years and it was fine for one and a nightmare for the other. We received no support from the school regarding the bullying that was taking place for my child. Regardless of multiple calls and emails nothing was done to help the situation. My husband and I had to try to diffuse the situation. Teachers seem to have their favorites as well and we have been on both ends of the spectrum with that. Needless to say it was such a relief when both kids were out of there and started highschool. This was over 10 years ago so hopefully it has gotten much better since then but from what I have heard it has not.Parent Review1y ago 
Check out schools near 255 Cherokee Road.
What Locals Say about Pinehurst
At least 100 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
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 2025-10-17 12:20:34 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
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255 Cherokee Road, Pinehurst, NC 28374 is a 6 bedroom, 5 bathroom, 4,395 sqft single-family home built in 1953. This property is not currently available for sale. 255 Cherokee Road was last sold on Apr 9, 2025 for $2,050,000 (11% lower than the asking price of $2,295,000). The current Trulia Estimate for 255 Cherokee Road is $2,115,700.