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74 HARTFORDBUSINESS.COM | 2026 BOOK OF LISTS R E A L E S TAT E LARGEST SINGLE-FAMILY HOME SALES IN CONNECTICUT Ranked by sale price, then by square feet in 2025 (1) Largest single-family home sales in Connecticut Ranked by sale price, then by squar e feet in 2025 ((11)) Address Sale price Square footage No. bedrooms/ no. full bathrooms No. days on market (2) Year built 1 Hay Island Darien $26,500,000 8,684 6 7 244 2010 2 7 Cobb Island Drive Greenwich $17,500,000 6,404 6 6 495 1962 3 543 Stanwich Road Greenwich $16,200,000 17,408 7 8 199 2021 4 7 Dairy Road Greenwich $13,995,000 14,169 7 9 40 1985 5 107 Long Neck Point Road Darien $13,428,423 10,579 6 6 65 2008 6 11 Wynnwood Road Greenwich $10,752,500 12,612 5 7 9 1953 7 43 Jones Park Drive Greenwich $10,750,000 6,577 5 4 16 1942 8 640 Sasco Hill Road $10,400,000 17,736 8 10 300 1990 9 5 Fraser Road Westport $10,250,000 12,440 6 8 73 2025 10 142 Cedar Cliff Road Greenwich $10,250,000 6,002 6 7 181 2016 11 794 Sasco Hill Road $10,250,000 5,422 4 5 1937 12 61 Byram Shore Road Greenwich $10,130,000 9,280 6 7 100 1920 13 544 Oenoke Ridge New Canaan $10,025,000 18,000 12 12 209 1929 14 35 Club Road Greenwich $9,750,000 8,896 6 6 105 2008 15 262 Ocean Drive E. Stamford $9,000,000 10,015 7 7 0 2001 16 101 Long Neck Point Road Darien $8,775,000 6,689 5 6 20 1987 17 358 Lukes Wood Road New Canaan $8,750,000 15,022 7 8 180 1941 18 266 Michigan Road New Canaan $8,586,000 16,216 7 9 350 2004 19 170 John Street Greenwich $8,500,000 8,744 5 5 41 1942 20 50 Hidden Brook Road Greenwich $8,400,000 6,972 7 8 29 2014 21 10 Hurlingham Drive Greenwich $7,950,000 12,456 6 7 102 1990 22 68 Woods End Road New Canaan $7,750,000 9,049 6 7 5 2007 23 22 Indian Spring Trail Darien $7,700,000 9,548 5 7 0 2025 24 1227 Ponus Ridge New Canaan $7,550,000 10,039 7 8 51 2006 Source: Data provided by Broder Team at William Raveis Real Estate, West Hartford, 860-313-1300, with special thanks to Evan L. Berman. (1) Sales from Jan. 1, 2025 to Nov. 21, 2025 were considered for this list. (2) operty may have been on market a greater number of days if previously listed. -Compiled by: Heide Martin, hmartin@nebusinessmedia.com