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5 Bedroom Homes in Old Greenwich, CT
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9 listings
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5 Bedroom Homes in Old Greenwich, CT

5 Bedroom Homes in Old Greenwich, CT

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9 Listings
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5 Bedroom Homes in Old Greenwich, CT

9 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas
  1. 137 Shore Road — photoNewOpen house Sun, Oct 11 · 12:00 PM34Active

    $5,000,000

    5 bd · 7 ba · 6,256 sqft

    137 Shore Road, Old Greenwich, CT

    Angela Swift · Compass Connecticut, LLC

  2. 37 Midbrook Lane — photo36Active

    $2,995,000

    5 bd · 4 ba · 3,557 sqft

    37 Midbrook Lane, Old Greenwich, CT

    Helene Barre · Sotheby's International Realty

  3. 58 Halsey Drive — photo49Active

    $4,674,000

    5 bd · 7 ba · 5,497 sqft

    58 Halsey Drive, Old Greenwich, CT

    Natalya Parker · William Raveis Real Estate

  4. 19 Old Club House Road — photoOpen house Sat, Oct 10 · 12:00 PM37Active

    $3,600,000

    5 bd · 5 ba · 2,762 sqft

    19 Old Club House Road, Old Greenwich, CT

    Spencer Sodokoff · Houlihan Lawrence

  5. 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

  6. 1 Deepwoods Lane — photoPrice ReducedOpen house Sat, Oct 10 · 2:00 PM30Active

    $3,895,000

    5 bd · 4 ba · 4,488 sqft

    1 Deepwoods Lane, Old Greenwich, CT

    Gloria Gimenez Ferrer · BHHS New England Properties

  7. 61 Center Drive — photo29Active

    $1,575,000

    5 bd · 3 ba · 2,353 sqft

    61 Center Drive, Old Greenwich, CT

    Roberta Jurik · BHHS New England Properties

  8. 1 Hendrie Drive Extension — photo12Active

    $3,300,000

    5 bd · 3 ba · 2,092 sqft

    1 Hendrie Drive Extension, Old Greenwich, CT

    Susan Connal · Coldwell Banker Realty

  9. 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

About 5 Bedroom Homes in Old Greenwich, CT

5 Bedroom Homes in Old Greenwich, CT: 9 active listings as of October 9, 2026, 10:30 UTC.

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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: 2026-10-09 06:31:10 UTC
  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #REB.0790925

    Call Thomas

    Old Greenwich, CT community profile

    Area
    3.2 sq. mi.

    Source: HJN community data

    Old Greenwich housing market

    September 2026

    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.