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3 bedsNew constructionWith a pool
5 Bedroom Homes in Greenwich, CT
27 listings

5 Bedroom Homes in Greenwich, CT

5 Bedroom Homes in Greenwich, CT

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20 of 27 Listings
Map

5 Bedroom Homes in Greenwich, CT

20 of 27 Listings

  1. 18 Sidney Lanier Lane — photoNew27

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas
Active

$4,500,000

5 bd · 6 ba · 6,134 sqft

18 Sidney Lanier Lane, Greenwich, CT

BK Bates · Houlihan Lawrence

  • 14 Highview Avenue — photoNew23Active

    $3,495,000

    5 bd · 3 ba · 3,357 sqft

    14 Highview Avenue, Greenwich, CT

    Mark Pires · Coldwell Banker Realty

  • 74 Glenville Road — photo28Active

    $4,500,000

    5 bd · 6 ba · 4,937 sqft

    74 Glenville Road, Greenwich, CT

    Chelsea Hammerschmidt · William Pitt Sotheby's Int'l

  • 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.

  • 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

  • 64 Hillside Road — photo12Active

    $7,495,000

    5 bd · 8 ba · 6,975 sqft

    64 Hillside Road, Greenwich, CT

    Amanda Bates · Houlihan Lawrence

  • 24 Stillman Lane — photo28Active

    $7,599,000

    5 bd · 9 ba · 6,749 sqft

    24 Stillman Lane, Greenwich, CT

    Amanda Bates · Houlihan Lawrence

  • 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

  • 65 Sherwood Place — photo31Active

    $2,490,000

    5 bd · 6 ba · 2,885 sqft

    65 Sherwood Place, Greenwich, CT

    Scott Kelland · CLS Group

  • 65 Sherwood Place 65 — photo30Active

    $2,490,000

    5 bd · 6 ba · 2,885 sqft

    65 Sherwood Place 65, Greenwich, CT

    Scott Kelland · CLS Group

  • 5 Willow Run Road — photoPrice Reduced50Active

    $3,250,000

    5 bd · 5 ba · 3,853 sqft

    5 Willow Run Road, Greenwich, CT

    Roberta Jurik · Berkshire Hathaway HS NE Prop.

  • 11 Butternut Hollow Road — photo33Active

    $3,495,000

    5 bd · 6 ba · 4,067 sqft

    11 Butternut Hollow Road, Greenwich, CT

    Mary Ann Grabel · Sotheby's International Realty

  • 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

  • 21 Pecksland Road — photo32Active

    $5,850,000

    5 bd · 6 ba · 4,946 sqft

    21 Pecksland Road, Greenwich, CT

    Leslie McElwreath · Sotheby's International Realty

  • 991 Lake Avenue — photo40Active

    $6,750,000

    5 bd · 7 ba · 9,493 sqft

    991 Lake Avenue, Greenwich, CT

    Susan Fleisher · Coldwell Banker Realty

  • 61 Center Drive — photoPrice Reduced29Active

    $1,649,600

    5 bd · 3 ba · 2,352 sqft

    61 Center Drive, Greenwich, CT

    Jason Saphire · www.HomeZu.com

  • 74 Rock Maple Road — photoPrice Reduced60Active

    $7,450,000

    5 bd · 9 ba · 8,911 sqft

    74 Rock Maple Road, Greenwich, CT

    Jenny Allen · Compass Connecticut, LLC

  • 20 Oak Street — photoPrice Reduced57Active

    $4,950,000

    5 bd · 9 ba · 8,603 sqft

    20 Oak Street, Greenwich, CT

    Matthew Tallett · Brown Harris Stevens CT, LLC

  • 4 Little Cove Lane — photoPrice Reduced39Active

    $13,890,000

    5 bd · 7 ba · 6,069 sqft

    4 Little Cove Lane, Greenwich, CT

    Alexandra Allen · Corcoran Centric Realty

  • 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

  • 12

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    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #REB.0790925

    Call Thomas

    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: 2026-09-04 14:08:14 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.