50 Cherry Hill Drive, Pinehurst, NC 28374
Property image
Property image
SOLD
APR 20, 2026

50 Cherry Hill Drive
Pinehurst, NC 28374

  • 4 Beds
  • 4 Baths
  • 5,420 sqft (on 5.52 acres)

$1,950,000

Last Sold: Apr 20, 2026
11% over list $1.75M
$360/sqft
Est. Refi. Payment $10,891/mo*
Refinance Your Home

$1,950,000

Last Sold: Apr 20, 2026
11% over list $1.75M
$360/sqft
Est. Refi. Payment $10,891/mo*
Refinance Your Home
4 Beds
4 Baths
5,420 sqft
(on 5.52 acres)

Local Information

  • Map ViewExplore the area around 50 Cherry Hill Drive.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1987
Lot Size
5.52 acres
Living Area
5,420 sqft
Price/Sqft
$360/sqft
Parking
2 Car Garage
HOA
$243/Monthly

About this House

Experience the perfect blend of luxury and privacy in this gorgeous, unique, contemporary home on 5+acres in the Country Club of North Carolina designed by renowned NC modernist architect James Howard Fox. Step into a grand entrance foyer that welcomes you into a thoughtfully designed interior featuring soaring ceilings, elegant architectural details, and an abundance of natural light. The thoughtfully designed main level offers a seamless flow between formal and casual living spaces, including a gracious living room, cozy sitting room, expansive family room overlooking the pool, and an eat-in kitchen, perfect for both everyday living and entertaining. Upstairs, you'll find all bedrooms privately situated, offering comfort and tranquility. Enjoy cozy evenings by one of six fireplaces throughout the home where warmth and ambiance are always close at hand. Step outside to your private oasis featuring a sparkling in-ground pool with hot tub, a charming vine-covered pergola, and a second-floor balcony offering breathtaking views of the property. Whether you're lounging by the pool or hosting under the stars, this home is a true retreat. This one-of-a-kind property combines architectural elegance with exceptional outdoor amenities — a rare find! **there is a 5.32 acre lot to the left (if you're facing the house from the road) that can be acquired with the house for an add'l $400k-see associated docs for tax map**
50 Cherry Hill Drive, Pinehurst, NC 28374 is a 4 bedroom, 5 bathroom, 5,420 sqft single-family home built in 1987. It last sold for $1,950,000 on Apr 20, 2026 (11% above the $1,750,000 asking price). It is currently off market. The Trulia Estimate is $1,616,500, with a rent estimate of $3,737/month.

Home Details for 50 Cherry Hill Drive

Interior Features

Interior Details
Number of Rooms: 10Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Dining Room, Family Room, Kitchen, Living Room, Office, Other
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 5Number of Bathrooms (full): 3Number of Bathrooms (half): 2
Dimensions and Layout
Living Area: 5420 Square Feet
Appliances & Utilities
Utilities: OtherAppliances: Gas Cooktop, Washer, Refrigerator, Dryer, Double Oven, DishwasherDishwasherDryerLaundry: Dryer Hookup,Washer Hookup,Laundry ClosetRefrigeratorWasher
Heating & Cooling
Heating: Wood,Fireplace(s),Electric,Heat PumpHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Wood
Gas & Electric
No Electric on Property
Windows, Doors, Floors & Walls
Flooring: Brick, Tile, Wood
Levels, Entrance, & Accessibility
Stories: 2Number of Stories: 2Levels: TwoFloors: Brick, Tile, Wood
View
View: See Remarks
Security
Security: Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: ShakePatio / Porch: Open, Patio, Porch, BalconyFencing: Metal/OrnamentalOther Structures: PergolaFoundation: Crawl Space
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageHas an Attached GarageParking Spaces: 2Parking: Garage Faces Rear,Gravel,Garage Door Opener
Pool
Pool: In Ground, Pool/Spa ComboPool
Frontage
Frontage Type: See RemarksRoad Frontage: Private Road, PavedRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Septic Tank

Days on Market

Cumulative Days on Market: 168

Property Information

Year Built
Year Built: 1987
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: Wood Frame, Stick BuiltArchitecture: Wood Frame,Stick Built
Building
Construction Materials: Brick Veneer, Wood FrameNot a New Construction
Property Information
Parcel Number: 00023321

Price & Status

Price
List Price: $1,750,000Price Per Sqft: $360/sqft
Status Change & Dates
Off Market Date: Mon Feb 23 2026Possession Timing: Close Of Escrow

Active Status

MLS Status: Closed

Location

Direction & Address
City: PinehurstCommunity: CCNC
School Information
Elementary School: Southern Pines ElementaryJr High / Middle School: Southern Pines Middle SchoolHigh School: PinecrestHigh School District: Moore County Schools

Building

Building Area
Building Area: 5420 Square Feet

HOA

HOA Name: CCNC HOAHOA Phone: 910-692-6565HOA Fee Frequency (second): AnnuallyAssociation for this Listing: Mid Carolina Regional MLSHas an HOAHOA Fee: $2,916/Annually

Lot Information

Lot Area: 5.52 Acres

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: Exclusive Right To SellListing Terms: Cash, Conventional, VA Loan

Miscellaneous

Mls Number: 100530454Living Area Range: 5000 - 5499Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area Units: Square FeetShowing Requirements: Appointment Only, Lockbox

Additional Information

HOA Amenities: Gated,Maintenance Common Areas,Management,Security
Last check for updates: about 21 hours ago
Listed by The Mark Gentry Team, (910) 295-7100
The Gentry Team
Bought with: Scott Lincicome, (910) 315-7856, Better Homes and Gardens Real Estate Lifestyle Property Partners
Originating MLS: Mid Carolina Regional MLS
Source: Hive MLS, MLS#100530454

Price History for 50 Cherry Hill Drive

DatePriceEventSource
04/20/2026$1,950,000Sold
Hive MLS #100530454
02/25/2026$1,750,000ContingentHive MLS #100530454
02/23/2026$1,750,000PendingHive MLS #100530454
02/10/2026$1,750,000PriceChange
Hive MLS #100530454
09/12/2025$1,880,000Listed For SaleHive MLS #100530454

Market trends in Pinehurst

Last updated June 2026
Buyer'sMarketSeller'sMarket
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
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Property Tax and Assessment

Year2024
Tax$9,346
Assessment$1,632,500
Home facts updated by county records

Comparable Sales for 50 Cherry Hill Drive

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
205 Bel Air Drive, Pinehurst, NC
0.53
Single-Family Home
$1,325,000
10/02/25
4
4
3,934
845 Lake Dornoch Drive, Pinehurst, NC
0.86
Single-Family Home
$1,199,000
06/24/26
4
5.5
4,911
55 Cypress Point Drive, Pinehurst, NC
0.62
Single-Family Home
$2,625,000
04/17/26
6
7
7,970
875 Monticello Drive #8, Pinehurst, NC
0.28
Single-Family Home
$829,930
06/15/26
4
3.5
2,971
750 Lake Dornoch Drive, Pinehurst, NC
0.79
Single-Family Home
$850,000
05/15/26
3
3
3,704
835 Lake Dornoch Drive, Pinehurst, NC
0.91
Single-Family Home
$1,150,000
12/02/25
3
4
3,498
4 Belair Court, Pinehurst, NC
0.52
Single-Family Home
$780,000
01/08/26
4
3.5
3,413

Nearby homes

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Assigned Schools

These are the assigned schools for 50 Cherry Hill Drive.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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.
  • Kimojha Brooks
    "The town is unique and friendly and everything is close by. There are plenty of stores and restaurants too. "
    0
    Flag
  • Spencer James
    "health lectures senior friendly community events and input include movies music food farmers market etc"
    0
    Flag
  • Patrick Norris
    "I don’t commute…work from home. Moving around the neighborhood is easy, just need to drive slowly. "
    0
    Flag
  • Mobrindley79
    "We’ve lived here almost 2 years. Love our location and family neighborhood. We’re in Village acres and we’re also not far from Taylortown or Pinehurst Village. We are golfers, however my husbands recovery from major back surgery last year has put our golf on hold. But there are lots of golf carts driving on our roads to their tee times! It’s great!"
    1
    Flag
  • Gretchengeorge1
    "Easy and convenient. Not too ouch traffic. The roundabout keeps things moving well. Pinehurst is a great place! "
    0
    Flag
  • Madison M.
    "There are a lot of pet owners in the neighborhood. People really like dogs and stop to say hi. There is not a fenced dog park and very few doggy/bag stations."
    3
    Flag
  • Lizabthn
    "I've lived here now 7 months and we love it. Neighbors are super friendly and always helpful. Love that you see your neighbors either walking their dogs or pushing a stroller. I especially like that when you drive by someone, they wave hello. Great family friendly neighborhood! Lots of kids! "
    1
    Flag
  • Tina A. K.
    "It takes me about 15 minutes to get to work, 7 miles. The traffic circle usually takes the most time but there’s also a stop light along the way. "
    1
    Flag
  • Liz
    "Very family-friendly neighborhood with many activities and local shops. Great place to raise a family, vacation and retire. Big on Golfing! "
    1
    Flag
  • BCW
    "Friendly people. Famous for its golf courses. Great restaurants. Quaint village. Great newcomers clubs with many activities on a weekly basis...something for everyone."
    1
    Flag
  • Cindy S.
    "I work part time and work is only 10 minutes away. This is a very small community. No public transportation needed. "
    1
    Flag
  • HH
    "Lived here for 12 years...safe and very comfortable! Good neighbors and very child friendly. The schools assigned to this neighborhood are also exceptional."
    1
    Flag
  • Jill F.
    "It is a very family friendly area that is super safe, reminds me of how it use to be when we were young."
    1
    Flag
  • Jill F.
    "Every month in each town there are local concerts that are family friendly during the spring through fall months. "
    0
    Flag
  • Sean K.
    "We like the quiet, quaint neighborhood. We are very close to the village and grocery stores and shopping. "
    0
    Flag
  • Kyndalboykin
    "I've lived here for 1 year now. I feel extremely safe in my neighborhood. We love the quite laid back feeling, also a good mix of people within our community. Also I love that Aberdeen, Pinehurst and Southern Pines are ALL very convenient and great cities! "
    0
    Flag
  • Unspecified
    "Low crime rate and a reasonable cost of living. Excellent medical care abounds and there are several miles of walking trails."
    2
    Flag

LGBTQ Local Legal Protections

Apartments for Rent

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Explore by feature - Pet Friendly

29 pet-friendly rentals in Pinehurst, NC

Explore by feature - Garage

30 rentals with a garage in Pinehurst, NC

Explore by feature - Air Conditioning

48 rentals with air conditioning in Pinehurst, NC

Explore by feature - Pool

Explore by feature - Washer/dryer

52 rentals with a washer/dryer in Pinehurst, NC

Explore by feature - Outdoor Space

14 rentals with an outdoor space in Pinehurst, NC

Homes for sale near 50 Cherry Hill Drive

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Off Market Homes Near 50 Cherry Hill Drive

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Frequently asked questions about 50 Cherry Hill Drive

  • What is 50 Cherry Hill Drive estimated to be worth?
    Trulia's estimated value for 50 Cherry Hill Drive in Pinehurst, NC is $1,616,500.
  • What is the price history for 50 Cherry Hill Drive?
    50 Cherry Hill Drive in Pinehurst, NC last sold for $1,950,000 in April 2026.
  • 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.
  • Does 50 Cherry Hill Drive have air conditioning?
    Yes, 50 Cherry Hill Drive in Pinehurst, NC has air conditioning.
  • Does 50 Cherry Hill Drive have a pool?
    Yes, 50 Cherry Hill Drive in Pinehurst, NC has a pool.
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 2026-08-07 12:27:58 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