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Luxury Homes in Winston-Salem, NC
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3 bedsNew constructionWith a pool

Luxury Homes in Winston-Salem, NC

Luxury Homes in Winston-Salem, NC

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24 of 34 Listings
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Luxury Homes in Winston-Salem, NC

24 of 34 Listings

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Thomas O'Leary

Realty.com

Lic. #300693

Call Thomas
  1. 1220 Ashburton Lane — photo32Active

    $1,050,000

    4 bd · 4 ba · 3,732 sqft

    1220 Ashburton Lane, Winston-Salem, NC

    Gail Sullivan · Berkshire Hathaway HomeServices Carolinas Realty

  2. 317 Banbury Road — photo35Active

    $1,295,000

    4 bd · 4 ba · 3,610 sqft

    317 Banbury Road, Winston-Salem, NC

    Leigh Cortesis · Berkshire Hathaway HomeServices Carolinas Realty

  3. 2671 Chatham Farm Road — photo47Active

    $2,100,000

    4 bd · 4 ba · 4,049 sqft

    2671 Chatham Farm Road, Winston-Salem, NC

    Leigh Cortesis · Berkshire Hathaway HomeServices Carolinas Realty

  4. 756 Royal Jasmine Court — photo31Active

    $1,960,000

    4 bd · 6 ba · 4,891 sqft

    756 Royal Jasmine Court, Winston-Salem, NC

    Emily Dunlap · Berkshire Hathaway HomeServices Carolinas Realty

  5. 4090 Carriage Manor Cove — photo50Active

    $1,125,000

    4 bd · 3 ba · 3,359 sqft

    4090 Carriage Manor Cove, Winston-Salem, NC

    Pamela Hilton · Mitchell Prime Properties

  6. 3923 Kinderton Stream Lane — photo50Active

    $1,419,520

    4 bd · 5 ba · 3,883 sqft

    3923 Kinderton Stream Lane, Winston-Salem, NC

    Dwanna Adams · Adams Carolinas Realty, LLC

  7. 2527 Woodbine Road — photo43Active

    $1,000,068

    4 bd · 5 ba · 3,750 sqft

    2527 Woodbine Road, Winston-Salem, NC

    Cindy Kluttz · Berkshire Hathaway HomeServices Carolinas Realty

  8. 880 Osprey Ridge Road — photo46Active

    $1,395,000

    5 bd · 5 ba · 5,072 sqft

    880 Osprey Ridge Road, Winston-Salem, NC

    Deana Browder · Leonard Ryden Burr Real Estate

  9. 210 Surrey Path Court — photo36Active

    $1,050,000

    5 bd · 4 ba · 4,922 sqft

    210 Surrey Path Court, Winston-Salem, NC

    Blake Ginther · Keller Williams Realty Elite

  10. 4620 Cherryhill Lane — photo45Active

    $1,695,000

    5 bd · 8 ba · 9,404 sqft

    4620 Cherryhill Lane, Winston-Salem, NC

    Melissa Parker · Leonard Ryden Burr Real Estate

  11. 803 S Main Street — photo38Active

    $1,295,000

    14 bd · 15 ba · 6,027 sqft

    803 S Main Street, Winston-Salem, NC

    Clare Fader · Fader Real Estate at ERA Live Moore

  12. 3055 Scarlet Tanager Drive — photo7Active

    $1,215,000

    5 bd · 4 ba · 3,418 sqft

    3055 Scarlet Tanager Drive, Winston-Salem, NC

    Courtney Pizzitola · Berkshire Hathaway HomeServices Carolinas Realty

  13. 5603 Hundley Road — photo44Active

    $1,795,000

    5 bd · 5 ba · 4,864 sqft

    5603 Hundley Road, Winston-Salem, NC

    Lloyd Dillon, III · Berkshire Hathaway HomeServices Carolinas Realty

  14. 1708 Indigo Bunting Court — photo32Active

    $1,300,000

    5 bd · 4 ba · 4,161 sqft

    1708 Indigo Bunting Court, Winston-Salem, NC

    Tara Haymore · ERA Live Moore

  15. 3721 Coral Garden Lane — photo50Active

    $1,325,000

    6 bd · 7 ba · 6,931 sqft

    3721 Coral Garden Lane, Winston-Salem, NC

    Cathy Richardson · Berkshire Hathaway HomeServices Carolinas Realty

  16. 5330 Summer Hill Lane — photo50Active

    $1,275,000

    5 bd · 5 ba · 5,312 sqft

    5330 Summer Hill Lane, Winston-Salem, NC

    Jessica Zombek Ferris · Keller Williams Realty Elite

  17. 1811 Chanterelle Court — photo39Active

    $2,070,000

    4 bd · 5 ba · 4,828 sqft

    1811 Chanterelle Court, Winston-Salem, NC

    Peggy Gheesling · Berkshire Hathaway HomeServices Carolinas Realty

  18. 2822 Lazy Lane — photo48Active

    $1,150,000

    4 bd · 7 ba · 5,243 sqft

    2822 Lazy Lane, Winston-Salem, NC

    Nancy Huber · Berkshire Hathaway HomeServices Carolinas Realty

  19. 727 Royal Jasmine Court — photo48Active

    $1,499,900

    5 bd · 6 ba · 5,101 sqft

    727 Royal Jasmine Court, Winston-Salem, NC

    Victoria L. Boysen · Berkshire Hathaway HomeServices Carolinas Realty

  20. 709 Royal Jasmine Court — photo49Active

    $2,309,000

    5 bd · 6 ba · 5,831 sqft

    709 Royal Jasmine Court, Winston-Salem, NC

    Emily Dunlap · Berkshire Hathaway HomeServices Carolinas Realty

  21. 1595 Red Copper Circle — photo50Active

    $1,500,000

    2 bd · 3 ba · 2,450 sqft

    1595 Red Copper Circle, Winston-Salem, NC

    Jack Stack · Jack Stack Properties

  22. 744 Royal Jasmine Court — photo45Active

    $1,395,000

    5 bd · 4 ba · 3,852 sqft

    744 Royal Jasmine Court, Winston-Salem, NC

    Courtney Pizzitola · Berkshire Hathaway HomeServices Carolinas Realty

  23. 3917 Kinderton Stream Lane — photo2Active

    $1,543,069

    3 bd · 6 ba · 4,127 sqft

    3917 Kinderton Stream Lane, Winston-Salem, NC

    Dwanna Adams · Adams Carolinas Realty, LLC

  24. 763 Royal Jasmine Court — photo42Active

    $1,800,000

    5 bd · 5 ba · 4,758 sqft

    763 Royal Jasmine Court, Winston-Salem, NC

    Courtney Pizzitola · Berkshire Hathaway HomeServices Carolinas Realty

12

About Luxury Homes in Winston-Salem, NC

Luxury Homes in Winston-Salem, NC: 34 active listings as of November 1, 2026, 02:49 UTC.

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Listing information © 2026 Triad MLS, Inc. of North Carolina. All rights reserved. The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (IDX) Program of the Triad MLS, Inc. of High Point, NC. Real estate listings held by brokerage firms other than Realty.com are marked with the Internet Data Exchange logo or the Internet Data Exchange (IDX) thumbnail logo (the TRIAD MLS logo) and detailed information about them includes the name of the listing brokers. IDX information provided is for consumers' 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 deemed reliable but not guaranteed. Data last updated 2026-10-30 20:04:44 UTC
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    Thomas O'Leary

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    Winston-Salem, NC community profile

    Population
    260,950
    Median income
    $57,150
    Housing units
    114,072
    People per sq. mi.
    1,934.4
    Area
    134.9 sq. mi.

    Source: HJN community data

    Winston-Salem housing market

    October 2026 · This period is still settling

    Winston-Salem 12-month median sale price trend

    Selling at 98.4% of asking price

    Buyers here are paying below asking. MLS · 147 sales · as of Oct 23, 2026

    Homes that sold · County records, as of Oct 8, 2026

    Median sale price
    $250,000$180,500–$387,500 typical range
    Price per sq. ft.
    $143
    Sales
    79
    Paid in cash
    36.7%

    Homes on the market · MLS, as of Oct 18, 2026–Oct 23, 2026

    Median list price
    $285,000
    Homes for sale
    861
    Median days on market
    29 days

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

    Year-over-year
    -1.9%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 2026

    Median home size
    2,040 sq. ft.