$2,480,300
- 5 Beds
- 5.5 Baths
- 7,193 sqft (on 1.39 acres)
49 Chestertown Dr, Pinehurst, NC 28374
Est. Refi. Payment $13,937/mo*
Refinance Your HomeCurrently Off Market - Sold Mar 9, 2022 for $1,725,000
Home Value
Trulia Estimate
$2.48MSince last month
Increased$28K (+1.1%)Since last year
Increased$162K (+7%)Since last sale
Increased$755K (+43.8%)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 +90% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $2.48M |
| August 2026 | $2.47M |
| July 2026 | $2.45M |
| June 2026 | $2.52M |
| May 2026 | $2.46M |
| April 2026 | $2.42M |
| March 2026 | $2.4M |
| February 2026 | $2.32M |
| January 2026 | $2.32M |
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 |
|---|---|---|---|---|---|---|---|
0.03 | Single-Family Home | $1,350,000 | 11/20/25 | 4 | 6 | 5,382 | |
0.05 | Single-Family Home | $3,650,000 | 12/18/25 | 5 | 5 | 6,244 | |
0.27 | Single-Family Home | $1,675,000 | 05/21/26 | 4 | 4.5 | 3,663 | |
0.26 | Single-Family Home | $1,899,000 | 04/01/26 | 4 | 3.5 | 4,479 | |
0.46 | Single-Family Home | $2,125,000 | 10/27/25 | 4 | 5 | 5,884 | |
0.13 | Single-Family Home | $1,240,000 | 02/09/26 | 3 | 3.5 | 3,301 | |
0.31 | Single-Family Home | $2,725,000 | 11/20/25 | 7 | 6.5 | 6,320 | |
0.36 | Single-Family Home | $1,345,000 | 06/02/26 | 3 | 4.5 | 3,393 | |
0.53 | Single-Family Home | $1,350,000 | 01/08/26 | 4 | 4.5 | 4,258 | |
0.56 | Single-Family Home | $1,699,000 | 03/27/26 | 4 | 4.5 | 3,628 |
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 | $1,350,000 | 4 | 6 | 5,382 | Recently Sold | |
0.05 | $3,650,000 | 5 | 5 | 6,244 | Recently Sold | |
0.12 | - | - | - | - | Off Market | |
0.14 | $495,000 | - | - | - | For Sale | |
0.14 | $665,500 | 4 | 3 | 3,029 | Recently Sold | |
0.13 | $1,240,000 | 3 | 3.5 | 3,301 | Recently Sold | |
0.16 | $658,250 | 4 | 4 | 3,040 | Recently Sold | |
0.16 | $673,250 | 5 | 3.5 | 3,244 | Recently Sold | |
0.17 | $450,000 | - | - | - | Recently Sold | |
0.16 | $445,000 | - | - | - | For Sale | |
0.19 | $450,000 | - | - | - | Recently Sold | |
0.16 | - | - | - | - | Off Market |
Local Information
-- mins to
Home Highlights
Single-Family Home
Built in 2010
1.39 acre lot
7,193 sqft
$345/sqft
Garage
About this House
Incredible custom designed brick and stone home in Forest Creek Golf Club, one of area's premier gated communities and private courses. . A Certified Gold Green Home and Energy Star Qualified Home built by Will Huntley with Huntley Design Build, one of the area's premier builder, is situated on 1.3 acres just off hole #3 of the South Course. This home boasts approx. 7,000 sq. ft. of heated living space, + 1,100 sq. ft. veranda hosting a 20 ft. stone/ wood burning fireplace, vaulted pine ceilings and outdoor kitchen. An additional 2000 sq. ft. of walk-in attic space accounts for almost 10,000 sq. ft. of useable space. The home encompasses architectural details and exceptional craftsmanship. This golf course elegance offers numerous stunning features:< Leather finished Granite
< Entry barrel- vaulted ceiling embedded with crystals
< Main level owner's suite
< Guest suites
< 3 stop hydraulic elevator
< 900 bottle wine cellar
< Workout room
< Golf simulator/theatre room
< Gourmet expansive kitchen with leathered granite + walk-in pantry
< Separate hobby/cigar room with own venting
< 2 Tankless water heaters for instant hot water
< Geothermal 5-zone HVAC system
< Sealed-conditioned attic and crawl space + under slab drain system
< Four car garage w/ 3 large doors
< Irrigation well
< Whole house generator
< Intercom+16 zone whole house audio
< Central vac
< Covered gutters
< Security system
< Many more outstanding features...
< Entry barrel- vaulted ceiling embedded with crystals
< Main level owner's suite
< Guest suites
< 3 stop hydraulic elevator
< 900 bottle wine cellar
< Workout room
< Golf simulator/theatre room
< Gourmet expansive kitchen with leathered granite + walk-in pantry
< Separate hobby/cigar room with own venting
< 2 Tankless water heaters for instant hot water
< Geothermal 5-zone HVAC system
< Sealed-conditioned attic and crawl space + under slab drain system
< Four car garage w/ 3 large doors
< Irrigation well
< Whole house generator
< Intercom+16 zone whole house audio
< Central vac
< Covered gutters
< Security system
< Many more outstanding features...
49 Chestertown Dr, Pinehurst, NC 28374 is a 5 bedroom, 6 bathroom, 7,193 sqft single-family home built in 2010. It last sold for $1,725,000 on Mar 9, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,480,300, with a rent estimate of $4,896/month.
Home Details for 49 Chestertown Dr
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Interior Details BasementAtticNumber of Rooms: 9Types of Rooms: Breakfast Nook, Dining Room, Family Room, Recreation RoomCeiling Fan |
Heating & Cooling Heating: Forced Air, Heat Pump, ElectricAir ConditioningCooling System: CentralHeating Fuel: Forced Air |
Levels, Entrance, & Accessibility Stories: 1ElevatorFloors: Tile, Carpet, Hardwood |
Appliances & Utilities Washer |
Fireplace & Spa Fireplace |
Security Security System |
|
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Exterior Home Features Roof: CompositionExterior: StonePorch |
Parking & Garage GarageParking Spaces: 3Parking: Garage Attached |
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Year Built Year Built: 2010 |
Property Type / Style Property Type: Single Family Home |
|
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Lot Area: 1.39 acres |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Mar 9, 2022 Source: N/A | Sold | $1,725,000 |
Oct 7, 2020 Source: Agent Provided | ListingRemoved | $1,895,000 |
Sep 13, 2019 Source: Agent Provided | Listed For Sale | $1,895,000 |
Apr 20, 2018 Source: Hive MLS #185096 | Sold | $1,725,000 |
Feb 21, 2006 Source: N/A | Sold | $265,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2024 | $13,096 | $2,054,320 |
Home facts updated by county records
Market trends in Pinehurst
Last updated August 2026
Avg. sale price
$605K
$41.33KMoM
Sale-to-List Price
98.1%
Price per sq ft
$250
$1MoM
Available listings
231
2MoM
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 49 Chestertown Dr
- What is 49 Chestertown Dr estimated to be worth?Trulia's estimated value for 49 Chestertown Dr in Pinehurst, NC is $2,480,300.
- What is the price history for 49 Chestertown Dr?49 Chestertown Dr in Pinehurst, NC last sold for $1,725,000 in March 2022.
- 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 49 Chestertown Dr have air conditioning?Yes, 49 Chestertown Dr in Pinehurst, NC has air conditioning.
- How big is the lot at 49 Chestertown Dr?The lot at 49 Chestertown Dr in Pinehurst, NC is about 1.4 acres.

