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3 bedsNew construction
5 Bedroom Homes in Winston-Salem, NC
53 listings

5 Bedroom Homes in Winston-Salem, NC

5 Bedroom Homes in Winston-Salem, NC

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24 of 53 Listings
Map

5 Bedroom Homes in Winston-Salem, NC

24 of 53 Listings

  1. 4620 Cherryhill Lane — photo

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #300693

Call Thomas
New
45
Active

$1,695,000

5 bd · 8 ba · 9,404 sqft

4620 Cherryhill Lane, Winston-Salem, NC

Melissa Parker · Leonard Ryden Burr Real Estate

  • 210 Surrey Path Court — photoNew36Active

    $1,050,000

    5 bd · 4 ba · 4,922 sqft

    210 Surrey Path Court, Winston-Salem, NC

    Blake Ginther · Keller Williams Realty Elite

  • 3828 Robbins Brook Drive — photo38Active

    $349,900

    5 bd · 3 ba · 2,402 sqft

    3828 Robbins Brook Drive, Winston-Salem, NC

    Kristi Idol · RE/MAX Preferred Properties

  • 3055 Scarlet Tanager Drive — photo7Active

    $1,215,000

    5 bd · 4 ba · 3,230 sqft

    3055 Scarlet Tanager Drive, Winston-Salem, NC

    Courtney Pizzitola · Berkshire Hathaway HomeServices Carolinas Realty

  • 2862 Robinhood Road — photo50Active

    $995,000

    5 bd · 5 ba · 6,032 sqft

    2862 Robinhood Road, Winston-Salem, NC

    Debbie DeBruhl Burns · Leonard Ryden Burr Real Estate

  • 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

  • 1708 Indigo Bunting Court — photo32Active

    $1,350,000

    5 bd · 4 ba · 4,161 sqft

    1708 Indigo Bunting Court, Winston-Salem, NC

    Tara Haymore · ERA Live Moore

  • 3790 Spring Willow Way — photo38Active

    $367,500

    5 bd · 3 ba · 2,890 sqft

    3790 Spring Willow Way, Winston-Salem, NC

    Spencer Harrell · Real Broker LLC

  • 4926 Leinbach Drive — photo50Active

    $463,900

    5 bd · 3 ba · 2,508 sqft

    4926 Leinbach Drive, Winston-Salem, NC

    Lanisha Haithcock · Triangle Door

  • 5330 Summer Hill Lane — photo50Active

    $1,325,000

    5 bd · 5 ba · 5,312 sqft

    5330 Summer Hill Lane, Winston-Salem, NC

    Jessica Zombek Ferris · Keller Williams Realty Elite

  • 4610 Century Oaks Lane — photo50Active

    $728,000

    5 bd · 4 ba · 3,835 sqft

    4610 Century Oaks Lane, Winston-Salem, NC

    Christine Wilkerson · Mitchell Prime Properties

  • 3780 Quail Haven Drive — photo26Active

    $329,000

    5 bd · 3 ba · 2,511 sqft

    3780 Quail Haven Drive, Winston-Salem, NC

    Elizabeth Ward · DR Horton

  • 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

  • 111 Hidden Creek Road — photo44Active

    $384,999

    5 bd · 3 ba · 2,421 sqft

    111 Hidden Creek Road, Winston-Salem, NC

    Melanie Pipes · Keller Williams Ballantyne Area Market Center

  • 739 Petree Road — photo44Active

    $425,000

    5 bd · 3 ba · 2,736 sqft

    739 Petree Road, Winston-Salem, NC

    Milly Khowala · Fathom Realty

  • 4486 Greystone Place Court — photo50Active

    $590,000

    5 bd · 5 ba · 3,838 sqft

    4486 Greystone Place Court, Winston-Salem, NC

    Michael Hosey · Berkshire Hathaway HomeServices Carolinas Realty

  • 3390 Sally Kirk Road — photo50Active

    $749,000

    5 bd · 4 ba · 4,110 sqft

    3390 Sally Kirk Road, Winston-Salem, NC

    Ben Miller · Triad Home Real Estate LLC

  • 4105 Willow Knoll Lane — photo50Active

    $749,000

    5 bd · 5 ba · 4,533 sqft

    4105 Willow Knoll Lane, Winston-Salem, NC

    Maria Chrysson · R&B Legacy Group

  • 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

  • 2842 N Patterson Avenue — photo23Active

    $224,900

    5 bd · 3 ba · 2,704 sqft

    2842 N Patterson Avenue, Winston-Salem, NC

    Maria Gomez Luis · ERA Live Moore

  • 1311 Maple Chase Lane — photo1Active

    Price unavailable

    5 bd · 4 ba · 3,414 sqft

    1311 Maple Chase Lane, Winston-Salem, NC

    Heather Bowen · Berkshire Hathaway HomeServices Carolinas Realty

  • 2874 Wood Valley Road #166 — photo22Active

    $439,500

    5 bd · 3 ba · 2,982 sqft

    2874 Wood Valley Road #166, Winston-Salem, NC

    Kaylee Wilson · TLS Realty LLC

  • 78 Robinhood Circle — photo50Active

    $425,000

    5 bd · 3 ba · 2,330 sqft

    78 Robinhood Circle, Winston-Salem, NC

    Renea Burgess · Southern Signature Properties

  • 1256 Cloister Drive — photo30Active

    $359,000

    5 bd · 3 ba · 2,040 sqft

    1256 Cloister Drive, Winston-Salem, NC

    Jose Melendez · MCA Realty Int & Building Co. LLC

  • 123

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    Your local brokerage

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    Thomas O'Leary

    Realty.com

    Lic. #300693

    Call Thomas

    Listing data & MLS disclosures

    Triad MLS
    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 2026-10-01 23:06:02 UTC

    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

    September 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 · 174 sales · as of Sep 29, 2026

    Homes that sold · County records, as of Sep 16, 2026

    Median sale price
    $255,000$172,000–$371,250 typical range
    Price per sq. ft.
    $133
    Sales
    147
    Paid in cash
    38.1%

    Homes on the market · MLS, as of Sep 27, 2026–Sep 29, 2026

    Median list price
    $294,250
    Homes for sale
    848
    Median days on market
    24 days

    Price trend · Assessor repeat sales, as of Sep 30, 2026

    Year-over-year
    -12.6%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

    Median home size
    2,040 sq. ft.