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5 Bedroom Homes in Greenwich, CT
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19 listings
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5 Bedroom Homes in Greenwich, CT

5 Bedroom Homes in Greenwich, CT

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19 Listings
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5 Bedroom Homes in Greenwich, CT

19 Listings

Your local brokerage

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Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas
  1. 30 Hope Farm Road — photoNewOpen house Sun, Oct 11 · 12:00 PM26Active

    $5,295,000

    5 bd · 8 ba · 7,048 sqft

    30 Hope Farm Road, Greenwich, CT

    Mark Pruner · Compass Connecticut, LLC

  2. 10 Parsonage Lane — photoOpen house Sun, Oct 11 · 1:00 PM37Active

    $3,995,000

    5 bd · 6 ba · 3,783 sqft

    10 Parsonage Lane, Greenwich, CT

    Krissy Blake · Sotheby's International Realty

  3. 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

  4. 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

  5. 88 Indian Field Road — photoOpen house Sat, Oct 10 · 11:00 AM33Active

    $2,650,000

    5 bd · 4 ba · 3,464 sqft

    88 Indian Field Road, Greenwich, CT

    Carolyn Petersen · Compass Connecticut, LLC

  6. 1 Loch Lane — photo47Active

    $6,950,000

    5 bd · 8 ba · 8,676 sqft

    1 Loch Lane, Greenwich, CT

    Katie Benson · Houlihan Lawrence

  7. 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 Goodro · Houlihan Lawrence

  8. 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

  9. 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

  10. 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

  11. 12 Hedgerow Lane — photo52Active

    $6,950,000

    5 bd · 7 ba · 6,849 sqft

    12 Hedgerow Lane, Greenwich, CT

    Joy Metalios · Houlihan Lawrence

  12. 21 Calhoun Drive — photo14Active

    $6,150,000

    5 bd · 8 ba · 6,143 sqft

    21 Calhoun Drive, Greenwich, CT

    Danielle Malloy · Serhant Connecticut LLC

  13. 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.

  14. 64 Hillside Road — photo18Active

    $7,495,000

    5 bd · 8 ba · 6,975 sqft

    64 Hillside Road, Greenwich, CT

    Amanda Bates Goodro · Houlihan Lawrence

  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. 74 Rock Maple Road — photoPrice Reduced60Active

    $6,995,000

    5 bd · 8 ba · 8,911 sqft

    74 Rock Maple Road, Greenwich, CT

    Jenny Allen · Compass Connecticut, LLC

  18. 38 Partridge Hollow Road — photoPrice Reduced26Active

    $6,995,000

    5 bd · 8 ba · 10,981 sqft

    38 Partridge Hollow Road, Greenwich, CT

    Brittany Baity · Compass Connecticut, LLC

  19. 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

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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 20:42:47 UTC
  • 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.