1,884

Recently Sold Old Greenwich, CT Homes

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  • 36 Middlebury St, Stamford, CT 06902

    $651,700

    Sold Nov 07, 2025

    36 Middlebury St, Stamford, CT 06902

    • 3 Beds
    • 1 Bath
    • 1,365 Sq Ft
    • Built 1950

    Last Sold Summary

    • 9% Above List Price
    • $477/SF
    • 12 Days On Market

    Current Estimated Value $675,449

    Last Listing Agent Max Dober Keller Williams Prestige Prop.

    36 Middlebury St, Stamford, CT 06902
  • 137 Shore Rd, Old Greenwich, CT 06870

    $2,600,000

    Sold Dec 23, 2025

    137 Shore Rd, Old Greenwich, CT 06870

    • 4 Beds
    • 2.5 Baths
    • 2,214 Sq Ft
    • Built 1970

    Last Sold Summary

    • 5% Above List Price
    • $1,174/SF
    • 13 Days On Market

    Current Estimated Value $2,670,333

    Last Listing Agent Angela Swift Compass Connecticut, LLC

    137 Shore Rd, Old Greenwich, CT 06870
  • 52 Sachem Place, Stamford, CT 06902

    $760,000

    Sold Nov 13, 2025

    52 Sachem Place, Stamford, CT 06902

    • 3 Beds
    • 3 Baths
    • 2,174 Sq Ft
    • Built 1957

    Last Sold Summary

    • 4% Above List Price
    • $350/SF
    • 17 Days On Market

    Current Estimated Value $788,605

    Last Listing Agent Evan Philippopoulos RE/MAX Right Choice

    52 Sachem Place, Stamford, CT 06902
  • 30 Maple Tree Ave Unit D, Stamford, CT 06906

    $315,000

    Sold Dec 09, 2025

    30 Maple Tree Ave Unit D, Stamford, CT 06906

    • 2 Beds
    • 1 Bath
    • 918 Sq Ft
    • Built 1969

    Last Sold Summary

    • 1% Below List Price
    • $343/SF
    • 35 Days On Market

    Current Estimated Value $335,881

    Last Listing Agent Adam Wagner Keller Williams Prestige Prop.

    30 Maple Tree Ave Unit D, Stamford, CT 06906
  • 40 W Elm St Unit 2M, Greenwich, CT 06830

    $1,095,000

    Sold Jun 23, 2026

    40 W Elm St Unit 2M, Greenwich, CT 06830

    • 1 Bed
    • 1.5 Baths
    • 1,235 Sq Ft
    • Built 1939

    Last Sold Summary

    • $887/SF
    • 31 Days On Market

    Last Listing Agent Peter DaPuzzo Sotheby's International Realty

    40 W Elm St Unit 2M, Greenwich, CT 06830
  • 55 Byram Terrace Dr Unit B, Greenwich, CT 06831

    $1,285,000

    Sold Apr 01, 2026

    55 Byram Terrace Dr Unit B, Greenwich, CT 06831

    • 2 Beds
    • 4 Baths
    • 2,601 Sq Ft
    • Built 2008

    Last Sold Summary

    • 1% Above List Price
    • $494/SF
    • 9 Days On Market

    Current Estimated Value $1,335,564

    Last Listing Agent Stephen Archino Sotheby's International Realty

    55 Byram Terrace Dr Unit B, Greenwich, CT 06831
  • 24 Annjim Dr, Greenwich, CT 06830

    $4,753,000

    Sold Apr 20, 2026

    24 Annjim Dr, Greenwich, CT 06830

    • 5 Beds
    • 4.5 Baths
    • 4,937 Sq Ft
    • Built 2001

    Last Sold Summary

    • 12% Above List Price
    • $963/SF
    • 5 Days On Market

    Last Listing Agent Amanda Bates Houlihan Lawrence

    24 Annjim Dr, Greenwich, CT 06830
  • 72 Palmer Ave, Stamford, CT 06902

    $700,000

    Sold Sep 15, 2026

    72 Palmer Ave, Stamford, CT 06902

    • 3 Beds
    • 2 Baths
    • 1,656 Sq Ft
    • Built 1928

    Last Sold Summary

    • 5% Above List Price
    • $423/SF
    • 31 Days On Market

    Current Estimated Value $702,568

    Last Listing Agent Geri Guzinski William Pitt Sotheby's Int'l

    72 Palmer Ave, Stamford, CT 06902
  • 163 W Hill Rd, Stamford, CT 06902

    $1,550,000

    Sold Jul 16, 2026

    163 W Hill Rd, Stamford, CT 06902

    • 6 Beds
    • 5.5 Baths
    • 4,794 Sq Ft
    • Built 1954

    Last Sold Summary

    • 9% Below List Price
    • $323/SF
    • 34 Days On Market

    Current Estimated Value $1,563,880

    Last Listing Agent Todd Auslander Keller Williams Prestige Prop.

    163 W Hill Rd, Stamford, CT 06902
  • 83 Sea Beach Dr, Stamford, CT 06902

    $2,650,000

    Sold Jun 04, 2026

    83 Sea Beach Dr, Stamford, CT 06902

    • 6 Beds
    • 6.5 Baths
    • 4,815 Sq Ft
    • Built 1930

    Last Sold Summary

    • 2% Below List Price
    • $550/SF
    • 10 Days On Market

    Current Estimated Value $2,625,982

    Last Listing Agent Carolyn Brook William Pitt Sotheby's Int'l

    83 Sea Beach Dr, Stamford, CT 06902
  • 13 Hidden Brook Rd, Riverside, CT 06878

    $3,500,000

    Sold Sep 18, 2026

    13 Hidden Brook Rd, Riverside, CT 06878

    • 4 Beds
    • 4 Baths
    • 3,342 Sq Ft
    • Built 1936

    Last Sold Summary

    • 19% Above List Price
    • $1,047/SF
    • 6 Days On Market

    Current Estimated Value $3,207,196

    Last Listing Agent Sally Maloney Houlihan Lawrence

    13 Hidden Brook Rd, Riverside, CT 06878
  • 42 Sylvan Knoll Rd, Stamford, CT 06902

    $615,000

    Sold Oct 24, 2025

    42 Sylvan Knoll Rd, Stamford, CT 06902

    • 4 Beds
    • 1 Bath
    • 1,238 Sq Ft
    • Built 1948

    Last Sold Summary

    • 1% Above List Price
    • $497/SF
    • 55 Days On Market

    Current Estimated Value $668,704

    Last Listing Agent Glenn Marr Marr Caruso Realty Group

    42 Sylvan Knoll Rd, Stamford, CT 06902
  • 91 Dann Dr, Stamford, CT 06905

    $765,000

    Sold Apr 17, 2026

    91 Dann Dr, Stamford, CT 06905

    • 3 Beds
    • 2.5 Baths
    • 1,413 Sq Ft
    • Built 1955

    Last Sold Summary

    • 11% Above List Price
    • $541/SF
    • 13 Days On Market

    Current Estimated Value $753,643

    Last Listing Agent Nick Jaku William Raveis Real Estate

    91 Dann Dr, Stamford, CT 06905
  • 143 Hoyt St Unit 1N, Stamford, CT 06905

    $595,000

    Sold Jun 12, 2026

    143 Hoyt St Unit 1N, Stamford, CT 06905

    • 2 Beds
    • 2 Baths
    • 1,836 Sq Ft
    • Built 1976

    Last Sold Summary

    • 8% Below List Price
    • $324/SF
    • 23 Days On Market

    Last Listing Agent Patricia Rattray William Pitt Sotheby's Int'l

    143 Hoyt St Unit 1N, Stamford, CT 06905
  • 65 Glenbrook Rd Unit 8B, Stamford, CT 06902

    $380,000

    Sold Sep 26, 2025

    65 Glenbrook Rd Unit 8B, Stamford, CT 06902

    • 2 Beds
    • 2 Baths
    • 1,336 Sq Ft
    • Built 1964

    Last Sold Summary

    • 1% Below List Price
    • $284/SF
    • 75 Days On Market

    Last Listing Agent Ying Gao Golden Heights LLC

    65 Glenbrook Rd Unit 8B, Stamford, CT 06902
  • 123 Harbor Dr Unit 311, Stamford, CT 06902

    $803,000

    Sold Oct 03, 2025

    123 Harbor Dr Unit 311, Stamford, CT 06902

    • 2 Beds
    • 2.5 Baths
    • 1,525 Sq Ft
    • Built 1985

    Last Sold Summary

    • 10% Above List Price
    • $527/SF
    • 10 Days On Market

    Current Estimated Value $832,727

    Last Listing Agent Susan Pitkin-Rudnick William Raveis Real Estate

    123 Harbor Dr Unit 311, Stamford, CT 06902
  • 463 Cove Rd Unit 6, Stamford, CT 06902

    $398,000

    Sold Sep 08, 2026

    463 Cove Rd Unit 6, Stamford, CT 06902

    • 2 Beds
    • 1 Bath
    • 804 Sq Ft
    • Built 1974

    Last Sold Summary

    • 6% Below List Price
    • $495/SF
    • 74 Days On Market

    Current Estimated Value $420,199

    Last Listing Agent Rosa Aquino eXp Realty

    463 Cove Rd Unit 6, Stamford, CT 06902
  • 11 Bel Aire Dr, Stamford, CT 06905

    $890,000

    Sold Oct 30, 2025

    11 Bel Aire Dr, Stamford, CT 06905

    • 3 Beds
    • 2.5 Baths
    • 2,463 Sq Ft
    • Built 1957

    Last Sold Summary

    • 5% Above List Price
    • $361/SF
    • 11 Days On Market

    Current Estimated Value $927,362

    Last Listing Agent Edward Zislis Higgins Group Real Estate

    11 Bel Aire Dr, Stamford, CT 06905
  • 14 Upland Dr, Greenwich, CT 06831

    $3,195,500

    Sold Aug 06, 2026

    14 Upland Dr, Greenwich, CT 06831

    • 4 Beds
    • 4.5 Baths
    • 4,113 Sq Ft
    • Built 1936

    Last Sold Summary

    • $777/SF
    • 18 Days On Market

    Current Estimated Value $3,300,726

    Last Listing Agent Roseann Benedict Compass Connecticut, LLC

    14 Upland Dr, Greenwich, CT 06831
  • 45 Sound Beach Avenue Extension, Greenwich, CT 06878

    $1,575,000

    Sold Mar 12, 2026

    45 Sound Beach Avenue Extension, Greenwich, CT 06878

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 1953

    Last Sold Summary

    • 1% Below List Price
    • $1,172/SF
    • 56 Days On Market

    Current Estimated Value $1,543,167

    Last Listing Agent Susan Isaak Coldwell Banker Realty

    45 Sound Beach Avenue Extension, Greenwich, CT 06878
  • 67 View St W, Greenwich, CT 06830

    $885,000

    Sold Jun 11, 2026

    67 View St W, Greenwich, CT 06830

    • 3 Beds
    • 2 Baths
    • 2,570 Sq Ft
    • Built 1930

    Last Sold Summary

    • 3% Below List Price
    • $344/SF
    • 17 Days On Market

    Last Listing Agent Amy Repik Compass Connecticut, LLC

    67 View St W, Greenwich, CT 06830
  • 51 Saint Charles Ave, Stamford, CT 06907

    $760,000

    Sold Apr 21, 2026

    51 Saint Charles Ave, Stamford, CT 06907

    • 3 Beds
    • 2 Baths
    • 1,408 Sq Ft
    • Built 1961

    Last Sold Summary

    • 2% Below List Price
    • $540/SF
    • 33 Days On Market

    Current Estimated Value $757,205

    Last Listing Agent Seamus Costigan Marr Caruso Realty Group

    51 Saint Charles Ave, Stamford, CT 06907
  • 18 Sound Beach Ave, Old Greenwich, CT 06870

    $1,849,000

    Sold Feb 27, 2026

    18 Sound Beach Ave, Old Greenwich, CT 06870

    • 4 Beds
    • 3.5 Baths
    • 1,576 Sq Ft
    • Built 2025

    Last Sold Summary

    • $1,173/SF
    • 51 Days On Market

    Last Listing Agent Roberta Jurik Berkshire Hathaway NE Prop.

    18 Sound Beach Ave, Old Greenwich, CT 06870
  • 24 Valley Rd, Cos Cob, CT 06807

    $2,400,000

    Sold Feb 25, 2026

    24 Valley Rd, Cos Cob, CT 06807

    • 4 Beds
    • 4.5 Baths
    • 3,221 Sq Ft
    • Built 1925

    Last Sold Summary

    • 3% Below List Price
    • $745/SF
    • 11 Days On Market

    Last Listing Agent Angela Swift Compass Connecticut, LLC

    24 Valley Rd, Cos Cob, CT 06807
  • 122 Berrian Rd, Stamford, CT 06905

    $1,245,000

    Sold Jul 31, 2026

    122 Berrian Rd, Stamford, CT 06905

    • 5 Beds
    • 2.5 Baths
    • 2,576 Sq Ft
    • Built 1955

    Last Sold Summary

    • 31% Above List Price
    • $483/SF
    • 7 Days On Market

    Current Estimated Value $1,065,246

    Last Listing Agent Joseph Schinella Arena Real Estate Services LLC

    122 Berrian Rd, Stamford, CT 06905
  • 222 Silver Hill Ln, Stamford, CT 06905

    $985,000

    Sold Sep 16, 2026

    222 Silver Hill Ln, Stamford, CT 06905

    • 3 Beds
    • 2 Baths
    • 1,683 Sq Ft
    • Built 1950

    Last Sold Summary

    • 10% Above List Price
    • $585/SF
    • 25 Days On Market

    Current Estimated Value $896,284

    Last Listing Agent Jonathan Makovsky Compass Connecticut, LLC

    222 Silver Hill Ln, Stamford, CT 06905
  • 8 Wardwell St Unit 5, Stamford, CT 06902

    $240,000

    Sold Apr 24, 2026

    8 Wardwell St Unit 5, Stamford, CT 06902

    • 1 Bed
    • 1 Bath
    • 510 Sq Ft
    • Built 1972

    Last Sold Summary

    • 2% Below List Price
    • $471/SF
    • 86 Days On Market

    Current Estimated Value $236,277

    Last Listing Agent Lenka Hladikova Keller Williams Prestige Prop.

    8 Wardwell St Unit 5, Stamford, CT 06902
  • 25 Forest St Unit 11M, Stamford, CT 06901

    $449,000

    Sold Aug 24, 2026

    25 Forest St Unit 11M, Stamford, CT 06901

    • 1 Bed
    • 1.5 Baths
    • 965 Sq Ft
    • Built 1990

    Last Sold Summary

    • 4% Below List Price
    • $465/SF
    • 118 Days On Market

    Current Estimated Value $498,621

    Last Listing Agent Sharon Giglio Sharon Giglio Luxury Real Estate

    25 Forest St Unit 11M, Stamford, CT 06901
  • 291 Delavan Ave, Greenwich, CT 06830

    $1,075,000

    Sold Nov 21, 2025

    291 Delavan Ave, Greenwich, CT 06830

    • 4 Beds
    • 2.5 Baths
    • 2,021 Sq Ft
    • Built 1926

    Last Sold Summary

    • 8% Above List Price
    • $532/SF
    • 6 Days On Market

    Last Listing Agent Rick Scott Keller Williams Prestige Props

    291 Delavan Ave, Greenwich, CT 06830
  • 18 Charles St, Darien, CT 06820

    $2,310,000

    Sold Jul 14, 2026

    18 Charles St, Darien, CT 06820

    • 4 Beds
    • 3.5 Baths
    • 3,000 Sq Ft
    • Built 1954

    Last Sold Summary

    • 22% Above List Price
    • $770/SF
    • 10 Days On Market

    Current Estimated Value $2,107,522

    Last Listing Agent Gaynor Brennan BHHS Darien/New Canaan

    18 Charles St, Darien, CT 06820
  • 20 Ridge Rd, Cos Cob, CT 06807

    $2,503,000

    Sold Jul 31, 2026

    20 Ridge Rd, Cos Cob, CT 06807

    • 3 Beds
    • 3.5 Baths
    • 1,839 Sq Ft
    • Built 1928

    Last Sold Summary

    • 39% Above List Price
    • $1,361/SF
    • 8 Days On Market

    Current Estimated Value $1,782,390

    Last Listing Agent Kaitlin Kelly Compass Connecticut, LLC

    20 Ridge Rd, Cos Cob, CT 06807
  • 43 Cedar St, Stamford, CT 06902

    $910,000

    Sold Nov 26, 2025

    43 Cedar St, Stamford, CT 06902

    • 7 Beds
    • 3 Baths
    • 2,104 Sq Ft
    • Built 2010

    Last Sold Summary

    • 17% Above List Price
    • $433/SF
    • 33 Days On Market

    Current Estimated Value $905,677

    Last Listing Agent Matthew Nuzie RE/MAX Right Choice

    43 Cedar St, Stamford, CT 06902
  • 91 Strawberry Hill Ave Unit 727, Stamford, CT 06902

    $245,000

    Sold Jun 08, 2026

    91 Strawberry Hill Ave Unit 727, Stamford, CT 06902

    • 1 Bed
    • 1 Bath
    • 725 Sq Ft
    • Built 1959

    Last Sold Summary

    • 4% Above List Price
    • $338/SF
    • 13 Days On Market

    Last Listing Agent Ryan McEachern William Raveis Real Estate

    91 Strawberry Hill Ave Unit 727, Stamford, CT 06902
  • 54 Signal Rd, Stamford, CT 06902

    $1,750,000

    Sold Dec 30, 2025

    54 Signal Rd, Stamford, CT 06902

    • Land
    • 20,037 Sq Ft
    • $3,804,348 per Acre

    Last Sold Summary

    • 33% Below List Price
    • 36 Days On Market

    Last Listing Agent Leslie McElwreath Sotheby's International Realty

    54 Signal Rd, Stamford, CT 06902
  • 40 W Elm St Unit 6E, Greenwich, CT 06830

    $1,505,000

    Sold Feb 27, 2026

    40 W Elm St Unit 6E, Greenwich, CT 06830

    • 1 Bed
    • 1.5 Baths
    • 1,380 Sq Ft
    • Built 1939

    Last Sold Summary

    • $1,091/SF
    • 40 Days On Market

    Last Listing Agent Kara Cugno Coldwell Banker Realty

    40 W Elm St Unit 6E, Greenwich, CT 06830
  • 21 Perkins Rd, Greenwich, CT 06830

    $4,300,000

    Sold Sep 03, 2026

    21 Perkins Rd, Greenwich, CT 06830

    • 4 Beds
    • 2.5 Baths
    • 4,220 Sq Ft
    • Built 1970

    Last Sold Summary

    • $1,019/SF
    • 0 Days On Market

    Current Estimated Value $3,600,230

    Last Listing Agent NON MLS NON MLS

    21 Perkins Rd, Greenwich, CT 06830
  • 1 Megan Ln, Stamford, CT 06905

    $1,645,000

    Sold May 01, 2026

    1 Megan Ln, Stamford, CT 06905

    • 4 Beds
    • 3.5 Baths
    • 4,221 Sq Ft
    • Built 1978

    Last Sold Summary

    • 3% Above List Price
    • $390/SF
    • 38 Days On Market

    Current Estimated Value $1,653,725

    Last Listing Agent Len Schwartz Keller Williams Prestige Prop.

    1 Megan Ln, Stamford, CT 06905
  • 162 Sylvan Knoll Rd, Stamford, CT 06902

    $320,000

    Sold Nov 06, 2025

    162 Sylvan Knoll Rd, Stamford, CT 06902

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • Built 1951

    Last Sold Summary

    • $291/SF
    • 65 Days On Market

    Last Listing Agent Andie Nesci Houlihan Lawrence

    162 Sylvan Knoll Rd, Stamford, CT 06902
  • 100 Hope St Unit 10, Stamford, CT 06906

    $575,000

    Sold Apr 20, 2026

    100 Hope St Unit 10, Stamford, CT 06906

    • 3 Beds
    • 3 Baths
    • 2,005 Sq Ft
    • Built 1975

    Last Sold Summary

    • 10% Below List Price
    • $287/SF
    • 129 Days On Market

    Last Listing Agent Wende Foreman William Pitt Sotheby's Int'l

    100 Hope St Unit 10, Stamford, CT 06906
  • 39 North St, Stamford, CT 06902

    $1,197,500

    Sold Oct 31, 2025

    39 North St, Stamford, CT 06902

    • 8 Beds
    • 4.5 Baths
    • 3,019 Sq Ft
    • Built 1932

    Last Sold Summary

    • $397/SF
    • 51 Days On Market

    Current Estimated Value $1,108,654

    Last Listing Agent Antonio LaRocca The LaRocca Group

    39 North St, Stamford, CT 06902

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