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

Homes with a Pool in Winston-Salem, NC

Homes with a Pool in Winston-Salem, NC

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24 of 25 Listings
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Homes with a Pool in Winston-Salem, NC

24 of 25 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #300693

Call Thomas
  1. 239 Oakwood Court — photoNew33Active

    $190,000

    2 bd · 2 ba · 1,006 sqft

    239 Oakwood Court, Winston-Salem, NC

    David Wishon · Keller Williams Premier

  2. 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

  3. 3520 Heathrow Drive — photo17Active

    $199,000

    2 bd · 2 ba · 1,264 sqft

    3520 Heathrow Drive, Winston-Salem, NC

    Shaida Horner · Horner Properties

  4. 415 Davie Avenue — photo40Active

    $299,900

    3 bd · 4 ba · 2,147 sqft

    415 Davie Avenue, Winston-Salem, NC

    Terri Christie · Real Broker LLC

  5. 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

  6. 3890 Whitehaven Road — photo14Active

    $299,000

    3 bd · 2 ba · 3,318 sqft

    3890 Whitehaven Road, Winston-Salem, NC

    Gustavo Pena · Magnolia Tree Realty

  7. 4270 Lindsey Lane — photo23Active

    $439,900

    4 bd · 3 ba · 2,578 sqft

    4270 Lindsey Lane, Winston-Salem, NC

    Kenneth Williams · eXp Realty

  8. 321 Stanaford Road — photo25Active

    $520,000

    4 bd · 3 ba · 3,248 sqft

    321 Stanaford Road, Winston-Salem, NC

    Bernardo Lundy · ERA Live Moore

  9. 125 Hartman Branch Lane — photo35Active

    $369,900

    3 bd · 3 ba · 1,805 sqft

    125 Hartman Branch Lane, Winston-Salem, NC

    Nicole Agner-Goddard · Brick & Brass Realty LLC

  10. 4162 Glenn Hi Road — photo48Active

    $599,000

    3 bd · 4 ba · 2,622 sqft

    4162 Glenn Hi Road, Winston-Salem, NC

    Ashton Chase · Keller Williams Realty Elite

  11. 3822 Country Club Road #I — photo32Active

    $85,000

    1 bd · 1 ba · 690 sqft

    3822 Country Club Road #I, Winston-Salem, NC

    LauraBeth Frantz · Southern Signature Properties

  12. 3822 Country Club Road Unit #I — photo32Active

    $85,000

    1 bd · 1 ba · 690 sqft

    3822 Country Club Road Unit #I, Winston Salem, NC

    LauraBeth Frantz · Southern Signature Properties

  13. 5922 Beckner Street — photo29Active

    $415,000

    4 bd · 3 ba · 2,443 sqft

    5922 Beckner Street, Winston-Salem, NC

    Suweena Edirisinghe · Realty One Group Results

  14. 2811 Bleeker Square #F — photo5Active

    $99,900

    2 bd · 3 ba · 1,260 sqft

    2811 Bleeker Square #F, Winston-Salem, NC

    Maggie Bohannon · Lime Rock Realty LLC

  15. 565 Knob View Drive — photo49Active

    $795,000

    4 bd · 5 ba · 4,476 sqft

    565 Knob View Drive, Winston-Salem, NC

    Zach Sawyers · Hunter Realty & Property Management, LLC

  16. 1167 Charleston Drive — photo38Active

    $525,000

    3 bd · 3 ba · 2,746 sqft

    1167 Charleston Drive, Winston-Salem, NC

    Karmen Quakenbush · RE/MAX Realty Consultants

  17. 726 Sterling Brooke Court — photo30Active

    $269,500

    3 bd · 3 ba · 1,523 sqft

    726 Sterling Brooke Court, Winston-Salem, NC

    Angela Lawrence · Noble Merit, Realtors

  18. 5347 Summit Heights Drive — photo31Active

    $170,000

    2 bd · 2 ba · 995 sqft

    5347 Summit Heights Drive, Winston-Salem, NC

    Thomas Phung · Howard Hanna Allen Tate High Point

  19. 3052 Greenhouse Road — photo50Active

    $1,150,000

    3 bd · 5 ba · 6,649 sqft

    3052 Greenhouse Road, Winston-Salem, NC

    Blake Ginther · Keller Williams Realty Elite

  20. 2921 Bittersweet Road — photo42Active

    $274,900

    4 bd · 2 ba · 1,719 sqft

    2921 Bittersweet Road, Winston-Salem, NC

    Sherri Kiser · Redfin Corporation

  21. 2785 Spicewood Trails Lane — photo50Active

    $1,175,000

    5 bd · 6 ba · 5,850 sqft

    2785 Spicewood Trails Lane, Winston-Salem, NC

    Susan Miller · MFM Realty

  22. 208 Water Lily Circle — photo46Active

    $335,000

    4 bd · 3 ba · 2,267 sqft

    208 Water Lily Circle, Winston-Salem, NC

    Brenda Thompson · eXp Realty

  23. 129 Forest View Drive — photo25Active

    $139,000

    2 bd · 2 ba · 1,126 sqft

    129 Forest View Drive, Winston-Salem, NC

    Guilan Yates · United Realty Group Inc

  24. 4650 Cherryhill Lane — photo49Active

    $1,250,000

    5 bd · 6 ba · 6,975 sqft

    4650 Cherryhill Lane, Winston-Salem, NC

    Henry Edwards · Redfin Corporation

12

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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 2026-10-16 18:05:56 UTC
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    Your local brokerage

    TO

    Thomas O'Leary

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    Lic. #300693

    Call Thomas

    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 98.8% of asking price

    Buyers here are paying below asking. MLS · 201 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 29, 2026

    Median sale price
    $250,000$159,250–$361,250 typical range
    Price per sq. ft.
    $135
    Sales
    280
    Paid in cash
    39.6%

    Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 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
    -13.0%

    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.