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3 beds New construction With a pool

5 Bedroom Homes in Pinehurst, NC

52 listings

5 Bedroom Homes in Pinehurst, NC

5 Bedroom Homes in Pinehurst, NC

21 of 52 Listings

5 Bedroom Homes in Pinehurst, NC

21 of 52 Listings

New

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #300693

22

Active

$720,000

5 bd · 4 ba · 2,819 sqft

4 Mitchell Court, Pinehurst, NC

Blake Webb · Taproot Realty Group LLC

$2,649,900

5 bd · 6 ba · 7,412 sqft

190 National Drive, Pinehurst, NC

SAMUEL VALLE · REDFIN CORP.

$1,270,000

5 bd · 5 ba · 3,267 sqft

55 Deerwood Lane, Pinehurst, NC

Crystal Wall · Formyduval Homes Real Estate, LLC

Price Reduced54Active

$734,999

5 bd · 4 ba · 2,433 sqft

3 Sapphire Court, Pinehurst, NC

Lee Pittman · Carolina Summit Group, LLC

$1,400,000

5 bd · 4 ba · 3,724 sqft

102 Chesterfield Drive, Pinehurst, NC

Suzanne Edwards · Colony Partners

$1,200,000

5 bd · 4 ba · 3,700 sqft

16 Overpeck Lane, Pinehurst, NC

Crystal Wall · Formyduval Homes Real Estate, LLC

$535,000

5 bd · 4 ba · 2,360 sqft

8 Asheville Way, Pinehurst, NC

Tracy Gibson · Pines Sotheby's International Realty

$1,197,495

5 bd · 4 ba · 3,471 sqft

44 Dungarvan Lane, Pinehurst, NC

Kyle Kline · eXp Realty

Price Reduced50Active

$845,000

5 bd · 3 ba · 3,352 sqft

435 Tall Timbers Drive, Pinehurst, NC

MITCHEAL DELVALLE · CENTURY 21 Family Realty

Price Reduced50Active

$822,999

5 bd · 3 ba · 3,352 sqft

435 Tall Timbers Drive, Pinehurst, NC

MITCHEAL DELVALLE · CENTURY 21 Family Realty

$769,000

5 bd · 4 ba · 2,866 sqft

90 Bridle Path Circle, Pinehurst, NC

Lin Hutaff · Lin Hutaff's Pinehurst Realty Group

$1,159,000

5 bd · 3 ba · 3,473 sqft

78 Greencastle Drive, Pinehurst, NC

Lin Hutaff · Lin Hutaff's Pinehurst Realty Group

$2,495,000

5 bd · 6 ba · 5,972 sqft

50 Mccaskill Road W, Pinehurst, NC

Lin Hutaff · Lin Hutaff's Pinehurst Realty Group

$1,578,000

5 bd · 5 ba · 5,724 sqft

20 Walnut Creek Road, Pinehurst, NC

Elena Potts · Old Glory Realty LLC

$1,695,000

5 bd · 4 ba · 4,364 sqft

10 Deepdale Lane, Pinehurst, NC

Scott Lincicome · Better Homes and Gardens Real Estate Lifestyle Property Partners

Price Reduced53Active

$1,129,000

5 bd · 4 ba · 3,717 sqft

275 Hollycrest Drive, Pinehurst, NC

Elena Potts · Old Glory Realty LLC

Price Reduced70Active

$1,195,000

5 bd · 4 ba · 6,540 sqft

30 New Castle Place, Pinehurst, NC

Bethany Jackson · Keller Williams Pinehurst

Price Reduced81Active

$995,000

5 bd · 5 ba · 5,925 sqft

22 Lochmere Drive, Pinehurst, NC

Laura A Gollehon · A Place in the Pines Realty LLC

Price Reduced40Active

$749,000

5 bd · 4 ba · 3,779 sqft

220 Sugar Pine Drive, Pinehurst, NC

The Mark Gentry Team · The Gentry Team

$625,000

5 bd · 3 ba · 2,767 sqft

399 Spring Lake Drive, Pinehurst, NC

Meese Property Group · Meese Property Group, LLC

Price Reduced70Active

$2,495,000

5 bd · 7 ba · 4,273 sqft

28 Chestertown Drive, Pinehurst, NC

Katherine Casey Peele · Colony Partners

1 2 3

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L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #300693

Listing data & MLS disclosures

Hive MLS (North Carolina Regional): The data relating to real estate on this website comes in part from the Internet Data Exchange program of Hive MLS, and is updated as of 2026-09-02 18:29:07 UTC. 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 [name of IDX Participant’s firm] 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. © 2026 Hive MLS
Triangle MLS (Doorify): 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. Information is deemed reliable but not guaranteed.
Listing information ©2026 Triangle MLS, Inc®. All Rights Reserved. Last Updated: 2026-08-31 13:54:15 UTC

Pinehurst, NC community profile

Population: 19,177
Median income: $98,518
Housing units: 10,483
People per sq. mi.: 848.5
Area: 22.6 sq. mi.

Source: HJN community data

Pinehurst housing market

August 2026 · This period is still settling

Selling at 98.2% of asking price

Buyers here are paying below asking. MLS · 26 sales · as of Aug 21, 2026

Homes that sold · County records, as of Aug 11, 2026

Median sale price: $469,000$300,000–$818,000 typical range
Sales: 14
Paid in cash: 71.4%

Homes on the market · MLS, as of Aug 21, 2026–Aug 24, 2026

Median list price: $585,000
Homes for sale: 335
Median days on market: 33 days

Price trend · Assessor repeat sales, as of Aug 31, 2026

Year-over-year: -9.2%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Aug 20, 2026

Median home size: 2,312 sq. ft.