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5 Bedroom Homes in Pinehurst, NC
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51 listings
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3 bedsNew constructionWith a pool

5 Bedroom Homes in Pinehurst, NC

5 Bedroom Homes in Pinehurst, NC

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21 of 51 Listings
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5 Bedroom Homes in Pinehurst, NC

21 of 51 Listings

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Thomas O'Leary

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Lic. #300693

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  1. 190 National Drive — photo50Active

    $2,649,900

    5 bd · 6 ba · 7,412 sqft

    190 National Drive, Pinehurst, NC

    SAMUEL VALLE · REDFIN CORP.

  2. 55 Deerwood Lane — photo51Active

    $1,270,000

    5 bd · 5 ba · 3,267 sqft

    55 Deerwood Lane, Pinehurst, NC

    Crystal Wall · Formyduval Homes Real Estate, LLC

  3. 3 Sapphire Court — photoPrice Reduced54Active

    $734,999

    5 bd · 4 ba · 2,433 sqft

    3 Sapphire Court, Pinehurst, NC

    Lee Pittman · Carolina Summit Group, LLC

  4. 102 Chesterfield Drive — photo65Active

    $1,400,000

    5 bd · 4 ba · 3,724 sqft

    102 Chesterfield Drive, Pinehurst, NC

    Suzanne Edwards · Colony Partners

  5. 16 Overpeck Lane — photo28Active

    $1,200,000

    5 bd · 4 ba · 3,700 sqft

    16 Overpeck Lane, Pinehurst, NC

    Crystal Wall · Formyduval Homes Real Estate, LLC

  6. 8 Asheville Way — photo48Active

    $535,000

    5 bd · 4 ba · 2,360 sqft

    8 Asheville Way, Pinehurst, NC

    Tracy Gibson · Pines Sotheby's International Realty

  7. 44 Dungarvan Lane — photo32Active

    $1,197,495

    5 bd · 4 ba · 3,471 sqft

    44 Dungarvan Lane, Pinehurst, NC

    Kyle Kline · eXp Realty

  8. 435 Tall Timbers Drive — photoPrice Reduced50Active

    $845,000

    5 bd · 3 ba · 3,352 sqft

    435 Tall Timbers Drive, Pinehurst, NC

    MITCHEAL DELVALLE · CENTURY 21 Family Realty

  9. 435 Tall Timbers Drive — photoPrice Reduced50Active

    $822,999

    5 bd · 3 ba · 3,352 sqft

    435 Tall Timbers Drive, Pinehurst, NC

    MITCHEAL DELVALLE · CENTURY 21 Family Realty

  10. 90 Bridle Path Circle — photo57Active

    $769,000

    5 bd · 4 ba · 2,866 sqft

    90 Bridle Path Circle, Pinehurst, NC

    Lin Hutaff · Lin Hutaff's Pinehurst Realty Group

  11. 78 Greencastle Drive — photo33Active

    $1,159,000

    5 bd · 3 ba · 3,473 sqft

    78 Greencastle Drive, Pinehurst, NC

    Lin Hutaff · Lin Hutaff's Pinehurst Realty Group

  12. 50 Mccaskill Road W — photo66Active

    $2,495,000

    5 bd · 6 ba · 5,972 sqft

    50 Mccaskill Road W, Pinehurst, NC

    Lin Hutaff · Lin Hutaff's Pinehurst Realty Group

  13. 20 Walnut Creek Road — photo63Active

    $1,578,000

    5 bd · 5 ba · 5,724 sqft

    20 Walnut Creek Road, Pinehurst, NC

    Elena Potts · Old Glory Realty LLC

  14. 10 Deepdale Lane — photo50Active

    $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

  15. 275 Hollycrest Drive — photoPrice Reduced53Active

    $1,129,000

    5 bd · 4 ba · 3,717 sqft

    275 Hollycrest Drive, Pinehurst, NC

    Elena Potts · Old Glory Realty LLC

  16. 30 New Castle Place — photoPrice Reduced70Active

    $1,195,000

    5 bd · 4 ba · 6,540 sqft

    30 New Castle Place, Pinehurst, NC

    Bethany Jackson · Keller Williams Pinehurst

  17. 22 Lochmere Drive — photoPrice 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

  18. 220 Sugar Pine Drive — photoPrice Reduced40Active

    $749,000

    5 bd · 4 ba · 3,779 sqft

    220 Sugar Pine Drive, Pinehurst, NC

    The Mark Gentry Team · The Gentry Team

  19. 399 Spring Lake Drive — photo7Active

    $625,000

    5 bd · 3 ba · 2,767 sqft

    399 Spring Lake Drive, Pinehurst, NC

    Meese Property Group · Meese Property Group, LLC

  20. 28 Chestertown Drive — photoPrice Reduced70Active

    $2,495,000

    5 bd · 7 ba · 4,273 sqft

    28 Chestertown Drive, Pinehurst, NC

    Katherine Casey Peele · Colony Partners

  21. 105 Tamarisk Lane — photo38Active

    $635,000

    5 bd · 4 ba · 2,445 sqft

    105 Tamarisk Lane, Pinehurst, NC

    Blendi Rife · Pineland Property Group LLC

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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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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 2026-08-31 18:03:51 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
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 2026-02-09 15:31:23 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
  • Co-ops
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    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #300693

    Call Thomas

    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

    Pinehurst 12-month median sale price trend

    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.