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Old Greenwich, CT Homes for Sale | Realty.com
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20 listings
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Homes for Sale in Old Greenwich, CT

Homes for Sale in Old Greenwich, CT

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20 Listings
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Homes for Sale in Old Greenwich, CT

20 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas
  1. 66 Laddins Rock Road — photoOpen house Sun, Nov 8 · 1:00 PM22Active

    $1,795,000

    4 bd · 2 ba · 2,257 sqft

    66 Laddins Rock Road, Old Greenwich, CT

    Alison Leigh · Brown Harris Stevens CT, LLC

  2. 50 Havemeyer Lane — photoOpen house Sun, Nov 8 · 1:00 PM36Active

    $1,375,000

    3 bd · 2 ba · 1,669 sqft

    50 Havemeyer Lane, Old Greenwich, CT

    Ted Sibilia · Keller Williams Prestige Props

  3. 12 Grimes Road — photo27Active

    $2,999,000

    4 bd · 3 ba · 2,020 sqft

    12 Grimes Road, Old Greenwich, CT

    Megan Epand · Houlihan Lawrence

  4. 15 Stuart Drive — photo13Active

    $4,495,000

    5 bd · 9 ba · 6,931 sqft

    15 Stuart Drive, Old Greenwich, CT

    Amanda Bates Goodro · Houlihan Lawrence

  5. 17 Stuart Drive — photo13Active

    $4,595,000

    5 bd · 9 ba · 7,079 sqft

    17 Stuart Drive, Old Greenwich, CT

    Amanda Bates Goodro · Houlihan Lawrence

  6. 14A W End Avenue — photo20Active

    $2,135,000

    3 bd · 2 ba · 2,174 sqft

    14A W End Avenue, Old Greenwich, CT

    Mary Jones · Sotheby's International Realty

  7. 24 Hendrie Drive Extension — photo65Active

    $9,500,000

    5 bd · 6 ba · 5,351 sqft

    24 Hendrie Drive Extension, Old Greenwich, CT

    Dena Zarra · Compass Connecticut, LLC

  8. 11 Ledge Road — photo30Active

    $8,750,000

    6 bd · 7 ba · 7,013 sqft

    11 Ledge Road, Old Greenwich, CT

    Joseph Barbieri · Sotheby's International Realty

  9. 7 Tait Road — photo26Active

    $3,110,000

    4 bd · 5 ba · 2,716 sqft

    7 Tait Road, Old Greenwich, CT

    Jennifer Bello · Compass Connecticut, LLC

  10. 37 Midbrook Lane — photoPrice Reduced27Active

    $2,650,000

    5 bd · 4 ba · 3,557 sqft

    37 Midbrook Lane, Old Greenwich, CT

    Helene Barre · Sotheby's International Realty

  11. 58 Halsey Drive — photoPrice Reduced49Active

    $4,395,000

    5 bd · 7 ba · 5,497 sqft

    58 Halsey Drive, Old Greenwich, CT

    Natalya Parker · William Raveis Real Estate

  12. 19 Old Club House Road — photo37Active

    $3,600,000

    5 bd · 5 ba · 2,762 sqft

    19 Old Club House Road, Old Greenwich, CT

    Spencer Sodokoff · Houlihan Lawrence

  13. 15 Shorelands Place — photo55Active

    $3,795,000

    4 bd · 4 ba · 3,271 sqft

    15 Shorelands Place, Old Greenwich, CT

    Susan Isaak · Coldwell Banker Realty

  14. 58 Shore Road — photo97Active

    $19,995,000

    5 bd · 7 ba · 7,400 sqft

    58 Shore Road, Old Greenwich, CT

    Danielle Malloy · Serhant Connecticut LLC

  15. 1 Deepwoods Lane — photoPrice ReducedOpen house Sun, Nov 8 · 1:00 PM31Active

    $3,695,000

    5 bd · 4 ba · 4,488 sqft

    1 Deepwoods Lane, Old Greenwich, CT

    Gloria Gimenez Ferrer · BHHS New England Properties

  16. 14 Highview Avenue — photo23Active

    $3,495,000

    5 bd · 3 ba · 3,670 sqft

    14 Highview Avenue, Old Greenwich, CT

    Mark Pires · Coldwell Banker Realty

  17. 1 Hendrie Drive Extension — photo15Active

    $3,300,000

    5 bd · 3 ba · 2,092 sqft

    1 Hendrie Drive Extension, Old Greenwich, CT

    Susan Connal · Coldwell Banker Realty

  18. 51 Forest Avenue Unit 70 — photoPrice Reduced18Active

    $1,149,000

    1 bd · 2 ba · 1,271 sqft

    51 Forest Avenue Unit 70, Old Greenwich, CT

    Charles Aysseh · Aysseh Real Estate

  19. 51 Forest Avenue Unit 59 — photoPrice ReducedOpen house Sun, Nov 8 · 12:00 PM30Active

    $975,000

    2 bd · 2 ba · 1,300 sqft

    51 Forest Avenue Unit 59, Old Greenwich, CT

    Jenny Allen · Compass Connecticut, LLC

  20. 4 Little Cove Lane — photoPrice Reduced39Active

    $12,900,000

    5 bd · 7 ba · 6,069 sqft

    4 Little Cove Lane, Old Greenwich, CT

    Alex Allen · Corcoran Centric Realty LLC

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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

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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

Greenwich MLS (GMLS)
Listing data courtesy of Greenwich MLS. IDX information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by the MLS.
Listing information ©2026 Greenwich MLS, Inc®. All Rights Reserved. Last Updated: 2026-11-06 20:21:17 UTC
  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #REB.0790925

    Call Thomas

    Nearby areas

    ZIP codes

    • 06902 (96)
    • 06830 (83)
    • 06606 (75)
    • 06831 (74)
    • 06880 (73)
    • 06824 (68)
    • 06840 (59)
    • 06810 (55)

    Cities

    • Stamford (237)
    • Greenwich (186)
    • Norwalk (142)
    • Bridgeport (141)
    • Fairfield (131)
    • Westport (72)
    • New Canaan (59)
    • Danbury (55)

    Old Greenwich, CT community profile

    Area
    3.2 sq. mi.

    Source: HJN community data

    Old Greenwich housing market

    September 2026

    Old Greenwich 12-month median sale price trend

    Homes that sold · County records, as of Sep 30, 2026

    Median sale price
    $2,492,400$1,686,250–$3,582,500 typical range
    Price per sq. ft.
    $1,010
    Sales
    12
    Paid in cash
    33.3%

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

    Median list price
    $3,300,000
    Homes for sale
    26

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 1, 2026

    Median home size
    2,805 sq. ft.