45 Chestertown Drive
Pinehurst, NC 28374
- 5 Beds
- 5 Baths
- 6,244 sqft (on 0.91 acres)
$3,650,000
Last Sold: Dec 18, 2025
24% over list $2.95M
$585/sqft
Est. Refi. Payment $19,994/mo*
$3,650,000
Last Sold: Dec 18, 2025
24% over list $2.95M
$585/sqft
Est. Refi. Payment $19,994/mo*
5 Beds
5 Baths
6,244 sqft
(on 0.91 acres)
Local Information
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Description
This is an absolutely breathtaking property on nearly one acre in the prestigious gated Community of Forest Creek Golf Club. The grand stone gated entrance to privacy includes a circular driveway lined with gas lanterns and a beautifully landscaped entry walkway. Overlooking the 3rd green of Tom Fazio's South course, the expansive stone patio with wood burning fireplace is great for intimate evenings or entertaining large parties. Inside is full of charm and character, a home easily suited to formal and casual evenings. Special features abound in every room and nothing was spared in either design or quality of materials. Reclaimed heart pine, European stone flooring, custom Rutt cabinetry, and Waterworks fixtures are just a few of the exceptional features. The ground floor boasts an elegant living room, dining room and butler's pantry leading into an expansive gourmet kitchen and spectacular great room with floor to ceiling windows and a wood-burning fireplace. The great room adjoins a Southern-style covered porch and patio with Pennsylvania flagstone paving and an impressive stacked-stone outdoor fireplace, allowing for a great indoor-outdoor experience. All fireplaces are wood burning except in the bedroom and all have gas starters. A luxurious guest suite, that could equally serve as a first floor Master bedroom, as well as a beautifully appointed library with fireplace, and wet bar complete the first floor. A second Master suite with double walk-in closets, balcony, fireplace and sumptuous bathroom is on the 2nd floor. The home has a total of 5 bedrooms, 4 baths, 2 half baths and numerous additional multi use spaces. Completing this remarkable home is a handsome custom wine cellar, designed for storage and entertaining on the lower level. Custom furnishings negotiable. Two adjacent lots, owned by the seller, negotiable. One of a kind! Club membership not required. Exterior recently painted.
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 19, 2025
Home Highlights
Parking
Garage
Outdoor
Porch, Patio
A/C
Heating & Cooling
HOA
$158/Monthly
Price/Sqft
$585/sqft
Listed
180+ days ago
Home Details for 45 Chestertown Drive
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Interior Details Number of Rooms: 15Types of Rooms: Master Bedroom, Dining RoomWet Bar |
Beds & Baths Number of Bedrooms: 5Number of Bathrooms: 6Number of Bathrooms (full): 4Number of Bathrooms (half): 2 |
Dimensions and Layout Living Area: 6244 Square Feet |
Appliances & Utilities Utilities: Sewer Available, Water Available |
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 |
View View: Golf Course |
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Exterior Home Features Roof: CompositionPatio / Porch: Covered, Patio, PorchFencing: NoneFoundation: Crawl Space |
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageNo Attached GarageHas Open ParkingParking Spaces: 2Parking: Circular Driveway,Gravel |
Frontage Road Frontage: Private Road, PavedRoad Surface Type: PavedNot on Waterfront |
Water & Sewer Sewer: Public Sewer |
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Cumulative Days on Market: 675 |
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Year Built Year Built: 2000 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: Wood FrameArchitecture: Wood Frame |
Building Construction Materials: Brick, Stone, Wood SidingNot a New Construction |
Property Information Parcel Number: 98000903 |
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Price List Price: $2,950,000Price Per Sqft: $585/sqft |
Status Change & Dates Off Market Date: Mon Oct 20 2025Possession Timing: Close Of Escrow |
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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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Building Area Building Area: 6244 Square Feet |
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HOA Name: CASHOA Phone: 910-295-3791HOA Fee Frequency (second): AnnuallyAssociation for this Listing: Mid Carolina Regional MLSHas an HOAHOA Fee: $1,890/Annually |
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Lot Area: 0.91 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: 100500878Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area Units: Square FeetShowing AttendedShowing Requirements: Appointment Only |
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HOA Amenities: Maintenance Common Areas,Maintenance Roads,Management,Security,Street Lights |
Last check for updates: 1 day ago
Listed by Lin Hutaff, (910) 528-6427
Lin Hutaff's Pinehurst Realty Group
Bought with: Dale B Heck, (910) 528-4652, Sandhills Luxury Homes LLC
Originating MLS: Mid Carolina Regional MLS
Source: Hive MLS, MLS#100500878

Price History for 45 Chestertown Drive
| Date | Price | Event | Source |
|---|---|---|---|
| 12/18/2025 | $3,650,000 | Sold | Hive MLS #100500878 |
| 10/24/2025 | $2,950,000 | Contingent | Hive MLS #100500878 |
| 10/21/2025 | $2,950,000 | Pending | Hive MLS #100500878 |
| 04/12/2025 | $2,950,000 | Listed For Sale | Hive MLS #100500878 |
| 03/19/2025 | $2,950,000 | ListingRemoved | Hive MLS #100444998 |
| 11/29/2024 | $2,950,000 | PriceChange | Hive MLS #100444998 |
| 05/16/2024 | $3,150,000 | Listed For Sale | Hive MLS #100444998 |
| 05/01/2024 | ListingRemoved | Hive MLS #100413278 | |
| 11/06/2023 | $3,150,000 | Listed For Sale | Hive MLS #100413278 |
| 03/01/2023 | ListingRemoved | Hive MLS #100313219 | |
| 04/05/2022 | $3,150,000 | Listed For Sale | Hive MLS #100313219 |
| 02/23/2022 | ListingRemoved | Hive MLS #100313219 | |
| 02/21/2022 | $3,150,000 | Listed For Sale | Hive MLS #100313219 |
Market trends in Pinehurst
Last updated April 2026
Avg. sale price
$494K $26.67KMoM
Sale-to-List Price
97.0% 0.0%MoM
Price per sq ft
$237 $4MoM
Available listings
221
Property Tax and Assessment
| Year | 2024 |
|---|---|
| Tax | $8,737 |
| Assessment | $1,370,440 |
Home facts updated by county records
Homeowner tools
Estimated monthly rent$4,884/mo
Comparable Sales for 45 Chestertown Drive
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.22 | Single-Family Home | $2,350,000 | 06/30/25 | 4 | 4 | 5,760 | |
0.35 | Single-Family Home | $2,725,000 | 11/20/25 | 7 | 6.5 | 6,320 | |
0.25 | Single-Family Home | $1,675,000 | 05/21/26 | 4 | 4.5 | 3,663 | |
0.27 | Single-Family Home | $1,800,000 | 07/30/25 | 6 | 6 | 5,056 | |
0.08 | Single-Family Home | $1,350,000 | 11/20/25 | 4 | 6 | 5,382 | |
0.52 | Single-Family Home | $3,192,500 | 05/28/26 | 4 | 5.5 | 5,141 | |
0.30 | Single-Family Home | $1,899,000 | 04/01/26 | 4 | 3.5 | 4,479 | |
0.18 | Single-Family Home | $673,250 | 01/09/26 | 5 | 3.5 | 3,244 | |
0.53 | Single-Family Home | $1,350,000 | 01/08/26 | 4 | 4.5 | 4,258 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 45 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.
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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
45 Chestertown Drive, Pinehurst, NC 28374 is a 5 bedroom, 6 bathroom, 6,244 sqft single-family home built in 2000. This property is not currently available for sale. 45 Chestertown Drive was last sold on Dec 18, 2025 for $3,650,000 (24% higher than the asking price of $2,950,000). The current Trulia Estimate for 45 Chestertown Drive is $3,692,500.

