5 Bedroom Homes in Greenwich, CT

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20 of 51 Listings

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20 of 51 Listings

New29

51 listings

5 Bedroom Homes in Greenwich, CT

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20 of 51 Listings

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5 Bedroom Homes in Greenwich, CT

20 of 51 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas

New29

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas

Active

$1,699,000

5 bd · 2 ba · — sqft

25 Westview Place, Greenwich, CT

Kelly Feda · Coldwell Banker Realty

Open 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

50Active

$34,995,000

5 bd · 8 ba · 14,131 sqft

14 Meadow Lane, Greenwich, CT

Leslie McElwreath · Sotheby's International Realty

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas

24Active

$30,000,000

5 bd · 7 ba · — sqft

38-48-58 Quaker Lane, Greenwich, CT

Christian Perry · Serhant Connecticut, LLC

46Active

$8,800,000

5 bd · 9 ba · 6,637 sqft

107 Maple Avenue, Greenwich, CT

Leslie McElwreath · Sotheby's International Realty

Open 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

47Active

$6,950,000

5 bd · 8 ba · 8,676 sqft

1 Loch Lane, Greenwich, CT

Katie Benson · Houlihan Lawrence

33Active

$2,895,000

5 bd · 6 ba · 8,562 sqft

246 E Middle Patent Road, Greenwich, CT

Amanda Bates · Houlihan Lawrence

36Active

$3,100,000

5 bd · 4 ba · 3,791 sqft

90 Taconic Road, Greenwich, CT

Francine Ehrlich · Sotheby's International Realty

37Active

$7,595,000

5 bd · 7 ba · 7,700 sqft

248 Overlook Drive, Greenwich, CT

Joseph Barbieri · Sotheby's International Realty

73Active

$5,650,000

5 bd · 6 ba · 4,190 sqft

264 Taconic Road, Greenwich, CT

Mary Jones · Sotheby's International Realty

Price Reduced45Active

$2,249,000

5 bd · 5 ba · 4,200 sqft

43 Burdsall Drive, Greenwich, CT

Kelly Feda · Coldwell Banker Realty

50Active

$28,500,000

5 bd · 8 ba · 12,006 sqft

380 North Street, Greenwich, CT

Caroline McNally · Sotheby's International Realty

52Active

$6,950,000

5 bd · 7 ba · 6,849 sqft

12 Hedgerow Lane, Greenwich, CT

Joy Metalios · Houlihan Lawrence

27Active

$2,999,000

5 bd · 4 ba · — sqft

Address withheld · Greenwich, CT

Angela Alfano · Coldwell Banker Realty

23Active

$4,674,000

5 bd · 7 ba · 5,497 sqft

58 Halsey Drive, Greenwich, CT

Natalya Parker · William Raveis Real Estate

27Active

$3,000,000

5 bd · 5 ba · 3,782 sqft

99 Porchuck Road, Greenwich, CT

Susan Holey · Sotheby's International Realty

14Active

$6,150,000

5 bd · 8 ba · 6,143 sqft

21 Calhoun Drive, Greenwich, CT

Danielle Malloy · Serhant Connecticut LLC

40Active

$19,995,000

5 bd · 7 ba · 7,000 sqft

58 Shore Road, Greenwich, CT

Danielle Malloy · Serhant Connecticut, LLC

Price Reduced55Active

$2,995,000

5 bd · 5 ba · 5,354 sqft

89 Indian Field Road, Greenwich, CT

Danielle Malloy · Serhant Connecticut LLC

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
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.

Greenwich housing market

September 2026 · This period is still settling

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

Greenwich, CT community profile

Area: 46.2 sq. mi.

Source: HJN community data

Your local brokerage

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: 2026-10-09 06:31:10 UTC
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.

Greenwich, CT community profile

Area: 46.2 sq. mi.

Source: HJN community data

Greenwich housing market

September 2026 · This period is still settling

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.