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5 Bedroom Homes in Greenwich, CT
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5 Bedroom Homes in Greenwich, CT

5 Bedroom Homes in Greenwich, CT

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21 of 49 Listings
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5 Bedroom Homes in Greenwich, CT

21 of 49 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas
  1. listing photoNew36Active

    $2,195,000

    5 bd · 3 ba · 2,688 sqft

    Address withheld · Greenwich, CT

    Roxana Bowgen · Sotheby's International Realty

  2. 23 Bedford Road — photoNew40Active

    $6,950,000

    5 bd · 8 ba · 7,959 sqft

    23 Bedford Road, Greenwich, CT

    Megan Sullivan · Douglas Elliman of Connecticut

  3. 151 Stanwich Road — photo49Active

    $4,795,000

    5 bd · 5 ba · 4,870 sqft

    151 Stanwich Road, Greenwich, CT

    Kevin Sneddon Private Client Team at Compass · Compass Connecticut, LLC

  4. 30 Hope Farm Road — photo26Active

    $5,295,000

    5 bd · 8 ba · 7,048 sqft

    30 Hope Farm Road, Greenwich, CT

    Mark Pruner · Compass Connecticut, LLC

  5. 25 Westview Place — photo29Active

    $1,699,000

    5 bd · 2 ba · — sqft

    25 Westview Place, Greenwich, CT

    Kelly Feda · Coldwell Banker Realty

  6. 14 Meadow Lane — photo50Active

    $34,995,000

    5 bd · 8 ba · 14,131 sqft

    14 Meadow Lane, Greenwich, CT

    Leslie McElwreath · Sotheby's International Realty

  7. 38-48-58 Quaker Lane — photo24Active

    $30,000,000

    5 bd · 7 ba · — sqft

    38-48-58 Quaker Lane, Greenwich, CT

    Christian Perry · Serhant Connecticut, LLC

  8. 107 Maple Avenue — photo46Active

    $8,800,000

    5 bd · 9 ba · 6,637 sqft

    107 Maple Avenue, Greenwich, CT

    Leslie McElwreath · Sotheby's International Realty

  9. 88 Indian Field Road — photo33Active

    $2,650,000

    5 bd · 4 ba · 3,464 sqft

    88 Indian Field Road, Greenwich, CT

    Carolyn Petersen · Compass Connecticut, LLC

  10. 246 E Middle Patent Road — photo33Active

    $2,895,000

    5 bd · 6 ba · 8,562 sqft

    246 E Middle Patent Road, Greenwich, CT

    Amanda Bates · Houlihan Lawrence

  11. 90 Taconic Road — photo36Active

    $3,100,000

    5 bd · 4 ba · 3,791 sqft

    90 Taconic Road, Greenwich, CT

    Francine Ehrlich · Sotheby's International Realty

  12. 264 Taconic Road — photo73Active

    $5,650,000

    5 bd · 6 ba · 4,190 sqft

    264 Taconic Road, Greenwich, CT

    Mary Jones · Sotheby's International Realty

  13. 43 Burdsall Drive — photoPrice Reduced45Active

    $2,249,000

    5 bd · 5 ba · 4,200 sqft

    43 Burdsall Drive, Greenwich, CT

    Kelly Feda · Coldwell Banker Realty

  14. 380 North Street — photo50Active

    $28,500,000

    5 bd · 8 ba · 12,006 sqft

    380 North Street, Greenwich, CT

    Caroline McNally · Sotheby's International Realty

  15. 12 Hedgerow Lane — photo52Active

    $6,950,000

    5 bd · 7 ba · 6,849 sqft

    12 Hedgerow Lane, Greenwich, CT

    Joy Metalios · Houlihan Lawrence

  16. listing photo27Active

    $2,999,000

    5 bd · 4 ba · — sqft

    Address withheld · Greenwich, CT

    Angela Alfano · Coldwell Banker Realty

  17. 99 Porchuck Road — photo27Active

    $3,000,000

    5 bd · 5 ba · 3,782 sqft

    99 Porchuck Road, Greenwich, CT

    Susan Holey · Sotheby's International Realty

  18. 58 Halsey Drive — photoPrice Reduced23Active

    $4,395,000

    5 bd · 7 ba · 5,497 sqft

    58 Halsey Drive, Greenwich, CT

    Natalya Parker · William Raveis Real Estate

  19. 21 Calhoun Drive — photo14Active

    $6,150,000

    5 bd · 8 ba · 6,143 sqft

    21 Calhoun Drive, Greenwich, CT

    Danielle Malloy · Serhant Connecticut LLC

  20. 58 Shore Road — photo40Active

    $19,995,000

    5 bd · 7 ba · 7,000 sqft

    58 Shore Road, Greenwich, CT

    Danielle Malloy · Serhant Connecticut, LLC

  21. 61 Center Drive — photo29Active

    $1,575,000

    5 bd · 3 ba · 2,353 sqft

    61 Center Drive, Greenwich, CT

    Roberta Jurik · Berkshire Hathaway HS NE Prop.

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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: 2026-10-13 19:07:47 UTC
OneKey MLS
The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively 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. Copyright © 2026 OneKey MLS. All Rights Reserved
SmartMLS
IDX information is provided exclusively for 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 is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.
  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #REB.0790925

    Call Thomas

    Greenwich, CT community profile

    Area
    46.2 sq. mi.

    Source: HJN community data

    Greenwich housing market

    September 2026 · This period is still settling

    Greenwich 12-month median sale price trend

    Selling at 100.0% of asking price

    Sales here are closing essentially at asking. MLS · 31 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 23, 2026

    Median sale price
    $3,100,000$1,830,000–$3,950,000 typical range
    Price per sq. ft.
    $790
    Sales
    27
    Paid in cash
    48.2%

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

    Median list price
    $4,972,500
    Homes for sale
    104
    Median days on market
    32 days

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

    Year-over-year
    17.8%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 2, 2026

    Median home size
    3,279 sq. ft.