$748,870
Tax assessed value
- 4 Beds
- 4,060 sqft (on 0.74 acres)
39 Chestertown Dr, Pinehurst, NC 28374
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 |
|---|---|---|---|---|---|---|---|
0.32 | Lot/Land | $450,000 | 05/11/26 | - | - | ||
0.27 | Lot/Land | $450,000 | 03/18/26 | - | - | ||
0.42 | Lot/Land | $545,000 | 06/30/26 | - | - | ||
0.40 | Lot/Land | $300,000 | 10/07/25 | - | - | ||
0.54 | Lot/Land | $275,000 | 04/02/26 | - | - | ||
0.55 | Lot/Land | $400,000 | 10/08/25 | - | - | ||
0.68 | Lot/Land | $375,000 | 10/28/25 | - | - | ||
0.63 | Lot/Land | $335,000 | 04/01/26 | - | - | ||
0.47 | Lot/Land | $435,000 | 12/29/25 | - | - | ||
0.78 | Lot/Land | $16,500 | 10/16/25 | - | - |
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 |
|---|---|---|---|---|---|---|
0.04 | - | - | - | - | Off Market | |
0.08 | $3,650,000 | 5 | 5 | 6,244 | Recently Sold | |
0.11 | - | - | - | - | Off Market | |
0.10 | $2,495,000 | 5 | 6.5 | 4,273 | For Sale | |
0.13 | - | - | - | - | Off Market | |
0.12 | $1,240,000 | 3 | 3.5 | 3,301 | Recently Sold | |
0.16 | $1,350,000 | 4 | 6 | 5,382 | Recently Sold | |
0.19 | - | - | - | - | Off Market | |
0.22 | - | - | - | - | Off Market | |
0.20 | $665,500 | 4 | 3 | 3,029 | Recently Sold | |
0.24 | $1,675,000 | 4 | 4.5 | 3,663 | Recently Sold | |
0.25 | $445,000 | - | - | - | For Sale |
Local Information
-- mins to
Home Highlights
Property Type
Lot/Land
Year Built
2023
Lot Size
0.74 acres
Living Area
4,060 sqft
Parking
Garage
About this House
Incredible lot that sits on high ground with a commanding view of the 3rd and 4th holes of the South Course at Forest Creek. This lot measures .74 acre or 32,234 square feet so there is ample room for a beautiful home. 129 feet of golf frontage.Build your custom home in this private, gated community spanning 1,265 acres. Master-planned community with over 750 home sites, lighted private paved roads, jogging trails and more. Membership to Forest Creek Golf Club includes Clubhouse dining, award winning Men's Locker Room, and two Tom Fazio-designed golf courses, both of which are ranked in Golfweek's Top 100 Residential. The Club will spend more than $2 million between 2018 and 2019 in capital upgrades, including the resurfacing of the North Course greens, the refurbishment of the bunkers on the North Course and the repair of the cart paths on both courses. Only 2.5 miles from the Village of Pinehurst.
Build your custom home in this private, gated community spanning 1,265 acres. Master-planned community with over 750 home sites, lighted private paved roads, jogging trails and more. Membership to Forest Creek Golf Club includes Clubhouse dining, award winning Men's Locker Room, and two Tom Fazio-designed golf courses, both of which are ranked in Golfweek's Top 100 Residential. The Club will spend more than $2 million between 2018 and 2019 in capital upgrades, including the resurfacing of the North Course greens, the refurbishment of the bunkers on the North Course and the repair of the cart paths on both courses. Only 2.5 miles from the Village of Pinehurst.
Build your custom home in this private, gated community spanning 1,265 acres. Master-planned community with over 750 home sites, lighted private paved roads, jogging trails and more. Membership to Forest Creek Golf Club includes Clubhouse dining, award winning Men's Locker Room, and two Tom Fazio-designed golf courses, both of which are ranked in Golfweek's Top 100 Residential. The Club will spend more than $2 million between 2018 and 2019 in capital upgrades, including the resurfacing of the North Course greens, the refurbishment of the bunkers on the North Course and the repair of the cart paths on both courses. Only 2.5 miles from the Village of Pinehurst.
Build your custom home in this private, gated community spanning 1,265 acres. Master-planned community with over 750 home sites, lighted private paved roads, jogging trails and more. Membership to Forest Creek Golf Club includes Clubhouse dining, award winning Men's Locker Room, and two Tom Fazio-designed golf courses, both of which are ranked in Golfweek's Top 100 Residential. The Club will spend more than $2 million between 2018 and 2019 in capital upgrades, including the resurfacing of the North Course greens, the refurbishment of the bunkers on the North Course and the repair of the cart paths on both courses. Only 2.5 miles from the Village of Pinehurst.
Build your custom home in this private, gated community spanning 1,265 acres. Master-planned community with over 750 home sites, lighted private paved roads, jogging trails and more. Membership to Forest Creek Golf Club includes Clubhouse dining, award winning Men's Locker Room, and two Tom Fazio-designed golf courses, both of which are ranked in Golfweek's Top 100 Residential. The Club will spend more than $2 million between 2018 and 2019 in capital upgrades, including the resurfacing of the North Course greens, the refurbishment of the bunkers on the North Course and the repair of the cart paths on both courses. Only 2.5 miles from the Village of Pinehurst.
Build your custom home in this private, gated community spanning 1,265 acres. Master-planned community with over 750 home sites, lighted private paved roads, jogging trails and more. Membership to Forest Creek Golf Club includes Clubhouse dining, award winning Men's Locker Room, and two Tom Fazio-designed golf courses, both of which are ranked in Golfweek's Top 100 Residential. The Club will spend more
Build your custom home in this private, gated community spanning 1,265 acres. Master-planned community with over 750 home sites, lighted private paved roads, jogging trails and more. Membership to Forest Creek Golf Club includes Clubhouse dining, award winning Men's Locker Room, and two Tom Fazio-designed golf courses, both of which are ranked in Golfweek's Top 100 Residential. The Club will spend more than $2 million between 2018 and 2019 in capital upgrades, including the resurfacing of the North Course greens, the refurbishment of the bunkers on the North Course and the repair of the cart paths on both courses. Only 2.5 miles from the Village of Pinehurst.
Build your custom home in this private, gated community spanning 1,265 acres. Master-planned community with over 750 home sites, lighted private paved roads, jogging trails and more. Membership to Forest Creek Golf Club includes Clubhouse dining, award winning Men's Locker Room, and two Tom Fazio-designed golf courses, both of which are ranked in Golfweek's Top 100 Residential. The Club will spend more than $2 million between 2018 and 2019 in capital upgrades, including the resurfacing of the North Course greens, the refurbishment of the bunkers on the North Course and the repair of the cart paths on both courses. Only 2.5 miles from the Village of Pinehurst.
Build your custom home in this private, gated community spanning 1,265 acres. Master-planned community with over 750 home sites, lighted private paved roads, jogging trails and more. Membership to Forest Creek Golf Club includes Clubhouse dining, award winning Men's Locker Room, and two Tom Fazio-designed golf courses, both of which are ranked in Golfweek's Top 100 Residential. The Club will spend more than $2 million between 2018 and 2019 in capital upgrades, including the resurfacing of the North Course greens, the refurbishment of the bunkers on the North Course and the repair of the cart paths on both courses. Only 2.5 miles from the Village of Pinehurst.
Build your custom home in this private, gated community spanning 1,265 acres. Master-planned community with over 750 home sites, lighted private paved roads, jogging trails and more. Membership to Forest Creek Golf Club includes Clubhouse dining, award winning Men's Locker Room, and two Tom Fazio-designed golf courses, both of which are ranked in Golfweek's Top 100 Residential. The Club will spend more than $2 million between 2018 and 2019 in capital upgrades, including the resurfacing of the North Course greens, the refurbishment of the bunkers on the North Course and the repair of the cart paths on both courses. Only 2.5 miles from the Village of Pinehurst.
Build your custom home in this private, gated community spanning 1,265 acres. Master-planned community with over 750 home sites, lighted private paved roads, jogging trails and more. Membership to Forest Creek Golf Club includes Clubhouse dining, award winning Men's Locker Room, and two Tom Fazio-designed golf courses, both of which are ranked in Golfweek's Top 100 Residential. The Club will spend more
39 Chestertown Dr, Pinehurst, NC 28374 is a 4 bedroom, 4,060 sqft lot/land built in 2023. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate rent is $2,322/month.
Home Details for 39 Chestertown Dr
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Levels, Entrance, & Accessibility Stories: 1 |
Interior Details Number of Rooms: 10 |
Heating & Cooling Air ConditioningCooling System: Central |
Fireplace & Spa Fireplace |
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Year Built Year Built: 2023 |
Property Type / Style Property Type: Lot Land |
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Parking & Garage GarageParking: Garage Attached |
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Lot Area: 0.74 acres |
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Pool Sauna |
Fitness & Sports Tennis Court |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Jan 20, 2021 Source: MCR | ListingRemoved | |
Mar 2, 2020 Source: Agent Provided | PriceChange | $85,000 Price decreased by 15% |
Apr 15, 2018 Source: Agent Provided | Listed For Sale | $100,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2024 | $4,774 | $748,870 |
Home facts updated by county records
Market trends in Pinehurst
Last updated July 2026
Avg. sale price
$605K
$41.33KMoM
Sale-to-List Price
98.1%
Price per sq ft
$250
$1MoM
Available listings
229
13MoM
Around this home
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
Frequently asked questions about 39 Chestertown Dr
- 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.
- 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.
- What are the closest schools to 39 Chestertown Dr?The closest schools to 39 Chestertown Dr in Pinehurst, NC are McDeeds Creek Elementary (rated 8/10), New Century Middle School (rated 9/10), Union Pines High School (rated 7/10).

