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5 Bedroom Homes in Greenwich, CT — Page 2
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5 Bedroom Homes in Greenwich, CT

5 Bedroom Homes in Greenwich, CT

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20 of 48 Listings
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5 Bedroom Homes in Greenwich, CT

20 of 48 Listings

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TO

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas
  1. 1 Deepwoods Lane — photoPrice ReducedOpen house Sun, Oct 11 · 1:00 PM30Active

    $3,895,000

    5 bd · 4 ba · 4,488 sqft

    1 Deepwoods Lane, Greenwich, CT

    Gloria Gimenez Ferrer · Berkshire Hathaway HS NE Prop.

  2. 7 Bailiwick Road — photoPrice Reduced33Active

    $3,950,000

    5 bd · 6 ba · 5,482 sqft

    7 Bailiwick Road, Greenwich, CT

    Jennifer Leahy · Compass Connecticut, LLC

  3. 61 Center Drive — photo29Active

    $1,575,000

    5 bd · 3 ba · 2,353 sqft

    61 Center Drive, Greenwich, CT

    Roberta Jurik · Berkshire Hathaway NE Prop.

  4. 37 Mary Lane — photo36Active

    $2,999,000

    5 bd · 4 ba · 3,176 sqft

    37 Mary Lane, Greenwich, CT

    Joy Kim Metalios · Houlihan Lawrence

  5. 14 Highview Avenue — photo23Active

    $3,495,000

    5 bd · 3 ba · 3,670 sqft

    14 Highview Avenue, Greenwich, CT

    Mark Pires · Coldwell Banker Realty

  6. listing photoPrice Reduced30Active

    $3,895,000

    5 bd · 4 ba · — sqft

    Address withheld · Greenwich, CT

    Gloria Gimenez Ferrer · Berkshire Hathaway NE Prop.

  7. 74 Glenville Road — photoPrice Reduced28Active

    $4,390,000

    5 bd · 6 ba · 4,937 sqft

    74 Glenville Road, Greenwich, CT

    Chelsea Hammerschmidt · William Pitt Sotheby's Int'l

  8. 121 Round Hill Road — photo8Active

    $4,995,000

    5 bd · 5 ba · 3,573 sqft

    121 Round Hill Road, Greenwich, CT

    Sabine Schoenberg · PrimeSites, Inc.

  9. 1 Hendrie Dr Extension — photo8Active

    $3,300,000

    5 bd · 3 ba · 2,092 sqft

    1 Hendrie Dr Extension, Greenwich, CT

    Susan Connal · Coldwell Banker Realty

  10. 64 Hillside Road — photo18Active

    $7,495,000

    5 bd · 8 ba · 6,975 sqft

    64 Hillside Road, Greenwich, CT

    Amanda Bates Goodro · Houlihan Lawrence

  11. 43 Burdsall Drive — photoPrice Reduced40Active

    $2,249,000

    5 bd · 5 ba · 4,200 sqft

    43 Burdsall Drive, Greenwich, CT

    Kelly Feda · Coldwell Banker Realty

  12. 203 Shore Road — photo40Active

    $9,875,000

    5 bd · 6 ba · 6,723 sqft

    203 Shore Road, Greenwich, CT

    Tracey Koorbusch · Sotheby's International Realty

  13. 11 Butternut Hollow Road — photo35Active

    $3,495,000

    5 bd · 6 ba · 4,067 sqft

    11 Butternut Hollow Road, Greenwich, CT

    MaryAnn Grabel · Sotheby's International Realty

  14. 34 Thunder Mountain Road — photoPrice Reduced32Active

    $3,990,000

    5 bd · 6 ba · 5,230 sqft

    34 Thunder Mountain Road, Greenwich, CT

    Rob Johnson · Brown Harris Stevens CT, LLC

  15. 21 Pecksland Road — photoPrice Reduced32Active

    $5,495,000

    5 bd · 6 ba · 4,946 sqft

    21 Pecksland Road, Greenwich, CT

    Leslie McElwreath · Sotheby's International Realty

  16. 991 Lake Avenue — photoPrice Reduced43Active

    $6,250,000

    5 bd · 7 ba · 9,493 sqft

    991 Lake Avenue, Greenwich, CT

    Susan Fleisher · Coldwell Banker Realty

  17. 4 Little Cove Lane — photoPrice Reduced35Active

    $12,900,000

    5 bd · 7 ba · 6,069 sqft

    4 Little Cove Lane, Greenwich, CT

    Alexandra Allen · Corcoran Centric Realty

  18. 38 Partridge Hollow Road — photoPrice Reduced22Active

    $6,995,000

    5 bd · 8 ba · 10,981 sqft

    38 Partridge Hollow Road, Greenwich, CT

    Brittany Baity · Compass Connecticut, LLC

  19. 51 Glen Road — photoPrice Reduced38Active

    $2,499,999

    5 bd · 4 ba · 3,302 sqft

    51 Glen Road, Greenwich, CT

    Monica Webster · Douglas Elliman of Connecticut

  20. 111 Byram Shore Road — photo23Active

    $10,350,000

    5 bd · 4 ba · 8,223 sqft

    111 Byram Shore Road, Greenwich, CT

    Joseph Barbieri · Sotheby's International Realty

12
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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: 2026-10-07 06:30:24 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 · 30 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 18, 2026

    Median sale price
    $2,500,000$1,600,000–$3,753,752 typical range
    Price per sq. ft.
    $790
    Sales
    21
    Paid in cash
    42.9%

    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
    29 days

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

    Year-over-year
    -5.0%

    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.