37 Chestertown Drive
Pinehurst, NC 28374
(on 2.56 acres)
Local Information
-- mins to
Home Highlights
Property Type
Lot/Land
Lot Size
2.56 acres
HOA
$69/Monthly
About this House
Stunning 2.56 Acre Golf Front Lot in Prestigious Forest Creek, Pinehurst, NC
Nestled within the esteemed and exclusive gated golf community of Forest Creek in picturesque Pinehurst, North Carolina, this remarkable 2.56-acre golf front lot presents an unparalleled opportunity to create your dream estate. With captivating views of meticulously manicured fairways and lush greens, this prime piece of real estate offers the quintessential golf course living experience.
Key Features:
Prime Location: Situated along the pristine fairways of one of the finest golf courses in the region, this lot provides the perfect canvas for your custom-designed luxury residence. Immerse yourself in the tranquility of the serene surroundings while still being conveniently located near Pinehurst's charming village and amenities.
Generous Acreage: Boasting an expansive 2.56 acres, this spacious lot grants you ample room to design your ideal home.
Exclusive Community: Forest Creek is renowned for its luxurious lifestyle and world-class amenities. Experience the epitome of refined living in this prestigious gated community.
Customizable Excellence: With the freedom to design and build your custom residence, you can transform this exceptional lot into a personalized oasis that reflects your unique style and preferences.
Endless Recreational Opportunities: Beyond golf, residents of Forest Creek enjoy access to an array of recreational activities, including nearby equestrian facilities, hiking, and more.
Embrace the outdoor lifestyle that the North Carolina Sandhills region offers.
Investment Potential: The combination of location, acreage, and exclusivity ensures that this golf front lot holds excellent investment potential, making it a coveted asset for years to come.
Nestled within the esteemed and exclusive gated golf community of Forest Creek in picturesque Pinehurst, North Carolina, this remarkable 2.56-acre golf front lot presents an unparalleled opportunity to create your dream estate. With captivating views of meticulously manicured fairways and lush greens, this prime piece of real estate offers the quintessential golf course living experience.
Key Features:
Prime Location: Situated along the pristine fairways of one of the finest golf courses in the region, this lot provides the perfect canvas for your custom-designed luxury residence. Immerse yourself in the tranquility of the serene surroundings while still being conveniently located near Pinehurst's charming village and amenities.
Generous Acreage: Boasting an expansive 2.56 acres, this spacious lot grants you ample room to design your ideal home.
Exclusive Community: Forest Creek is renowned for its luxurious lifestyle and world-class amenities. Experience the epitome of refined living in this prestigious gated community.
Customizable Excellence: With the freedom to design and build your custom residence, you can transform this exceptional lot into a personalized oasis that reflects your unique style and preferences.
Endless Recreational Opportunities: Beyond golf, residents of Forest Creek enjoy access to an array of recreational activities, including nearby equestrian facilities, hiking, and more.
Embrace the outdoor lifestyle that the North Carolina Sandhills region offers.
Investment Potential: The combination of location, acreage, and exclusivity ensures that this golf front lot holds excellent investment potential, making it a coveted asset for years to come.
37 Chestertown Drive, Pinehurst, NC 28374 is a lot/land. It last sold for $240,000 on Nov 16, 2023 (2% below the $245,000 asking price). It is currently off market. The Trulia Estimate rent is $2,573/month.
Home Details for 37 Chestertown Drive
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Exterior Home Features Other Structures: See Remarks |
Frontage Frontage Type: Golf CourseRoad Frontage: Private Road, MaintainedNot on Waterfront |
Surface & Elevation Topography: Undeveloped, Wooded |
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Cumulative Days on Market: 314 |
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Property Type / Style Property Type: LandProperty Subtype: Land |
Property Information Parcel Number: 98000899 |
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Price List Price: $245,000 |
Status Change & Dates Off Market Date: Tue Oct 17 2023 |
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MLS Status: Closed |
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Direction & Address City: PinehurstCommunity: Forest Creek |
School Information Elementary School: McDeeds Creek ElementaryJr High / Middle School: New Century MiddleHigh School: Union Pines HighHigh School District: Moore County Schools |
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HOA Name: Forest Creek POAHOA Phone: 910-692-5440HOA Fee Frequency (second): AnnuallyAssociation for this Listing: Mid Carolina Regional MLSHas an HOAHOA Fee: $825/Annually |
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Lot Area: 2.56 Acres |
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Special Conditions: Standard |
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Listing Agreement Type: Exclusive Right To Sell |
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Mls Number: 100356978Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area Units: Square FeetShowing Requirements: No Lockbox, No Sign |
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HOA Amenities: Clubhouse,Gated,Golf Course,Restaurant,Security,Street Lights,Tennis Court(s),Trail(s),Pool |
Last check for updates: about 1 hour ago
Listed by The Mueller Team, (910) 691-1041
Coldwell Banker Advantage-Southern Pines
Bought with: Wesley Smith, (919) 810-4826, eXp Realty
Originating MLS: Mid Carolina Regional MLS
Source: Hive MLS, MLS#100356978

Price History for 37 Chestertown Drive
| Date | Price | Event | Source |
|---|---|---|---|
| 11/16/2023 | $240,000 | Sold | Hive MLS #100356978 |
| 10/17/2023 | $245,000 | Pending | Hive MLS #100356978 |
| 07/03/2023 | $245,000 | PriceChange | Coldwell Banker Advantage #100356978 |
| 07/03/2023 | $210,000 | Pending | Coldwell Banker Advantage #100356978 |
| 05/30/2023 | $210,000 | Pending | Hive MLS #100356978 |
| 04/22/2023 | $210,000 | PriceChange | Hive MLS #100356978 |
| 11/05/2022 | $212,000 | Listed For Sale | Hive MLS #100356978 |
| 12/31/2020 | $50,000 | Sold | MCR #193500 |
| 11/04/2020 | $59,000 | Pending | Agent Provided |
| 03/16/2020 | $59,000 | PriceChange | Agent Provided |
| 04/03/2019 | $85,000 | Listed For Sale | Agent Provided |
| 06/30/2017 | $52,500 | Sold | MCR #181163 |
Market trends in Pinehurst
Last updated June 2026
Avg. sale price
$565K
$50.5KMoM
Sale-to-List Price
98.1%
0.8%MoM
Price per sq ft
$252
$9MoM
Available listings
215
5MoM
Property Tax and Assessment
| Year | 2020 |
|---|---|
| Tax | $855 |
| Assessment | $90,000 |
Home facts updated by county records
Comparable Sales for 37 Chestertown Drive
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.30 | Lot/Land | $450,000 | 03/18/26 | - | - | ||
0.44 | Lot/Land | $300,000 | 10/07/25 | - | - | ||
0.50 | Lot/Land | $435,000 | 12/29/25 | - | - | ||
0.35 | Lot/Land | $450,000 | 05/11/26 | - | - | ||
0.64 | Lot/Land | $335,000 | 04/01/26 | - | - | ||
0.45 | Lot/Land | $545,000 | 06/30/26 | - | - | ||
0.57 | Lot/Land | $275,000 | 04/02/26 | - | - | ||
0.97 | Lot/Land | $250,000 | 11/25/25 | - | - | ||
0.71 | Lot/Land | $375,000 | 10/28/25 | - | - | ||
1.14 | Lot/Land | $275,000 | 01/30/26 | - | - |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 37 Chestertown Drive.
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.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
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Off Market Homes Near 37 Chestertown Drive
Frequently asked questions about 37 Chestertown Drive
- What is the price history for 37 Chestertown Drive?37 Chestertown Drive in Pinehurst, NC last sold for $240,000 in November 2023.
- Is Pinehurst a buyer's or seller's market?Pinehurst is currently a balanced market, based on recent for-sale activity.
- What's the median sale price in Pinehurst?The median sale price in Pinehurst is $565K. That is up $50.5K from the prior month.
- What do residents say about Pinehurst?Residents describe Pinehurst, NC as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in Pinehurst, NC.

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 2026-08-08 01:05:36 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

