[3] Name on the Register [4] Image Date listed [5] Location City or town Description 1 Belltown Historic District Belltown Historic District October 28, 1985 (# 85003543 ) Roughly Main St. between W. High St. and CT 16 , and portions of cross streets W. High, Barton Hill-Summit, and Skinner St. 41°34′23″N 72°30′17″W / 41.573056°N 72.504722°W / 41.573056; -72.504722 (Belltown Historic District ) East Hampton 2 Black Horse Tavern Black Horse Tavern December 1, 1978 (# 78002851 ) Southeast of Old Saybrook at 175 N. Cove Rd. 41°17′20″N 72°21′20″W / 41.288889°N 72.355556°W / 41.288889; -72.355556 (Black Horse Tavern ) Old Saybrook 3 BOC Site Upload image October 15, 1987 (# 87001218 ) Address Restricted Haddam Archaeological site documented as part of the Lower Connecticut River Valley Woodland Period Archaeological TR. 0.1 acre. 4 Bridge No. 1132 Bridge No. 1132 September 29, 2004 (# 04001091 ) CT 80 at the Hammonasset River 41°21′26″N 72°36′45″W / 41.357222°N 72.612553°W / 41.357222; -72.612553 (Bridge No. 1132 ) Killingworth Open-spandrel concrete arch bridge built in 1934; extends into Madison in New Haven County 5 Bridge No. 1603 Bridge No. 1603 July 29, 1993 (# 93000641 ) Devil's Hopyard Rd. (Rt. 434) over an unnamed brook in Devil's Hopyard State Park 41°29′02″N 72°20′33″W / 41.483756°N 72.342370°W / 41.483756; -72.342370 (Bridge No. 1603 ) East Haddam Near Chapman Falls. 6 Bridge No. 1604 Bridge No. 1604 July 29, 1993 (# 93000642 ) Devil's Hopyard Rd. (Rt. 434) over unnamed brook in Devil's Hopyard State Park 41°28′39″N 72°20′31″W / 41.477417°N 72.341954°W / 41.477417; -72.341954 (Bridge No. 1604 ) East Haddam 7 Bridge No. 1605 Bridge No. 1605 July 29, 1993 (# 93000643 ) Devil's Hopyard Rd. (Rt. 434) over Muddy Brook in Devil's Hopyard State Park 41°28′32″N 72°20′31″W / 41.475528°N 72.341911°W / 41.475528; -72.341911 (Bridge No. 1605 ) East Haddam 8 Benjamin Bushnell Farm Benjamin Bushnell Farm May 10, 1990 (# 90000761 ) 52 Ingham Hill Rd. 41°19′49″N 72°25′14″W / 41.330278°N 72.420556°W / 41.330278; -72.420556 (Benjamin Bushnell Farm ) Essex 9 Elisha Bushnell House Elisha Bushnell House November 29, 1978 (# 78002850 ) 1445 Boston Post Rd. 41°17′14″N 72°24′31″W / 41.287222°N 72.408611°W / 41.287222; -72.408611 (Elisha Bushnell House ) Old Saybrook 10 Bushnell-Dickinson House Bushnell-Dickinson House August 28, 2013 (# 13000289 ) 170 Old Post Rd. 41°17′12″N 72°24′11″W / 41.286528°N 72.403087°W / 41.286528; -72.403087 (Bushnell-Dickinson House ) Old Saybrook 11 Camp Bethel Camp Bethel December 11, 2007 (# 07001246 ) 124 Camp Bethel Rd. 41°27′11″N 72°28′24″W / 41.45309°N 72.473215°W / 41.45309; -72.473215 (Camp Bethel ) Haddam 12 Hubbell Carter House Hubbell Carter House November 29, 2018 (# 100003147 ) 2 Carter Hill Rd. 41°18′52″N 72°30′59″W / 41.3144°N 72.516308°W / 41.3144; -72.516308 (Hubbell Carter House ) Clinton 13 Centerbrook Congregational Church Centerbrook Congregational Church February 12, 1987 (# 87000113 ) Main St. 41°21′06″N 72°24′53″W / 41.351667°N 72.414722°W / 41.351667; -72.414722 (Centerbrook Congregational Church ) Essex 14 Clinton Village Historic District Clinton Village Historic District July 29, 1994 (# 94000788 ) Along Cemetery Rd., Church, E. Main and Liberty Sts., Old Post Rd., and Waterside Ln. 41°16′36″N 72°31′07″W / 41.276667°N 72.518611°W / 41.276667; -72.518611 (Clinton Village Historic District ) Clinton 15 Commerce Street Historic District Upload image May 9, 2024 (# 100009867 ) 10-34, 38, 52, 58, odd #s 59-105, 109-125, 140-142 Commerce St, 7-9 Fisk Ave 41°16′23″N 72°31′40″W / 41.2731°N 72.5278°W / 41.2731; -72.5278 (Commerce Street Historic District ) Clinton 16 Comstock's Bridge Comstock's Bridge January 1, 1976 (# 76001978 ) Southeast of East Hampton off CT 16 41°33′11″N 72°26′57″W / 41.553056°N 72.449167°W / 41.553056; -72.449167 (Comstock's Bridge ) East Hampton 17 Comstock-Cheney Hall Comstock-Cheney Hall April 15, 1982 (# 82003769 ) Main and Summit Sts. 41°20′55″N 72°26′32″W / 41.348642°N 72.442236°W / 41.348642; -72.442236 (Comstock-Cheney Hall ) Essex Better known as Ivoryton Theatre, the first summer theatre in the U.S.? 18 Connecticut Valley Railroad Roundhouse and Turntable Site Connecticut Valley Railroad Roundhouse and Turntable Site April 28, 1994 (# 94000395 ) Off Main St. in Fort Saybrook Monument Park in Saybrook Point 41°17′02″N 72°21′05″W / 41.283889°N 72.351389°W / 41.283889; -72.351389 (Connecticut Valley Railroad Roundhouse and Turntable Site ) Old Saybrook 19 Cypress Cemetery Cypress Cemetery October 2, 2018 (# 100003006 ) 100 College St. 41°17′02″N 72°21′19″W / 41.2838°N 72.3553°W / 41.2838; -72.3553 (Cypress Cemetery ) Old Saybrook 20 Charles Daniels House Charles Daniels House February 19, 1988 (# 88000094 ) 43 Liberty St. 41°24′27″N 72°27′33″W / 41.4075°N 72.459167°W / 41.4075; -72.459167 (Charles Daniels House ) Chester 21 Amasa Day House Amasa Day House September 22, 1972 (# 72001315 ) Plains Rd. 41°30′07″N 72°27′09″W / 41.501944°N 72.4525°W / 41.501944; -72.4525 (Amasa Day House ) East Haddam 22 Deep River Freight Station Deep River Freight Station December 21, 1994 (# 94001445 ) 152 River St. 41°23′38″N 72°25′37″W / 41.3939°N 72.4269°W / 41.3939; -72.4269 (Deep River Freight Station ) Deep River 23 Deep River Town Hall Deep River Town Hall January 1, 1976 (# 76001977 ) CT 80 and CT 9A 41°23′06″N 72°26′11″W / 41.385°N 72.4364°W / 41.385; -72.4364 (Deep River Town Hall ) Deep River 24 Doane's Sawmill/Deep River Manufacturing Company Doane's Sawmill/Deep River Manufacturing Company February 21, 1985 (# 85000313 ) Horse Hill and Winthrop Rds. 41°20′17″N 72°29′02″W / 41.3381°N 72.4839°W / 41.3381; -72.4839 (Doane's Sawmill/Deep River Manufacturing Company ) Westbrook and Deep River 25 Doris (Sailing yacht) Doris (Sailing yacht) May 31, 1984 (# 84001108 ) Connecticut River off River Rd. 41°23′00″N 72°23′34″W / 41.3833°N 72.3928°W / 41.3833; -72.3928 (Doris (Sailing yacht) ) Deep River 26 Jedidiah Dudley House Jedidiah Dudley House April 12, 1982 (# 82004339 ) Springbrook Rd. 41°18′54″N 72°21′51″W / 41.315°N 72.3642°W / 41.315; -72.3642 (Jedidiah Dudley House ) Old Saybrook 27 East Haddam Historic District East Haddam Historic District April 29, 1983 (# 83001273 ) CT 149 , Broom, Norwich, Creamery, Lumberyard, and Landing Hill Rds. 41°27′23″N 72°27′45″W / 41.4564°N 72.4625°W / 41.4564; -72.4625 (East Haddam Historic District ) East Haddam 28 Samuel Eliot House Samuel Eliot House November 9, 1972 (# 72001316 ) 500 Main St. 41°17′02″N 72°22′08″W / 41.2839°N 72.3689°W / 41.2839; -72.3689 (Samuel Eliot House ) Old Saybrook 29 Emmanuel Church Emmanuel Church August 5, 1999 (# 99000924 ) 50 Emmanuel Church Rd. 41°23′34″N 72°36′33″W / 41.3928°N 72.6092°W / 41.3928; -72.6092 (Emmanuel Church ) Killingworth 30 Essex Freight Station Essex Freight Station April 19, 1994 (# 94000337 ) 1 Railroad Ave. 41°21′00″N 72°24′18″W / 41.3501°N 72.4049°W / 41.3501; -72.4049 (Essex Freight Station ) Essex 31 Fenwick Historic District Fenwick Historic District April 13, 1995 (# 95000437 ) Roughly, along Agawam, Neponset and Pettipaug Aves. 41°16′14″N 72°21′23″W / 41.2706°N 72.35634°W / 41.2706; -72.35634 (Fenwick Historic District ) Old Saybrook 32 Goodspeed Opera House Goodspeed Opera House July 30, 1971 (# 71000901 ) Norwich Rd. 41°27′07″N 72°27′47″W / 41.4519°N 72.4631°W / 41.4519; -72.4631 (Goodspeed Opera House ) East Haddam 33 Haddam Center Historic District Haddam Center Historic District February 9, 1989 (# 89000012 ) Roughly 2.5 miles (4.0 km) along Walkley Rd. and CT 154 /Saybrook Rd. 41°28′46″N 72°30′55″W / 41.4794°N 72.5153°W / 41.4794; -72.5153 (Haddam Center Historic District ) Haddam 34 Hadlyme North Historic District Hadlyme North Historic District December 8, 1988 (# 88002686 ) Roughly bounded by CT 82 , Town St., Banning Rd., and Old Town St. 41°25′45″N 72°24′25″W / 41.4292°N 72.4069°W / 41.4292; -72.4069 (Hadlyme North Historic District ) East Haddam 35 Hammonasset Paper Mill Site Hammonasset Paper Mill Site February 23, 1996 (# 96000128 ) Green Hill Road at the Hammonasset River [6] 41°19′27″N 72°35′36″W / 41.3241°N 72.5932°W / 41.3241; -72.5932 (Hammonasset Paper Mill Site ) Killingworth Extends into Madison . 36 Gen. William Hart House Gen. William Hart House November 9, 1972 (# 72001318 ) 350 Main St. 41°17′14″N 72°22′31″W / 41.2871°N 72.3752°W / 41.2871; -72.3752 (Gen. William Hart House ) Old Saybrook 37 James Hazelton House James Hazelton House November 16, 1988 (# 88001468 ) 23 Hayden Hill Rd. 41°28′46″N 72°31′06″W / 41.4794°N 72.5183°W / 41.4794; -72.5183 (James Hazelton House ) Haddam 38 Higganum Landing Historic District Higganum Landing Historic District December 10, 2018 (# 100003206 ) 40-68 Landing Rd., 2-14 Landing Rd. S 41°27′00″N 72°32′55″W / 41.4500°N 72.5485°W / 41.4500; -72.5485 (Higganum Landing Historic District ) Haddam 39 High Street Historic District Upload image August 10, 2020 (# 100005404 ) 7 Central Ave., 19-114 High St., and 1-62 John St. 41°16′52″N 72°31′37″W / 41.2810°N 72.5269°W / 41.2810; -72.5269 (High Street Historic District ) Clinton 40 Hill's Academy Hill's Academy August 23, 1985 (# 85001831 ) 22 Prospect St. 41°21′14″N 72°23′34″W / 41.3539°N 72.3928°W / 41.3539; -72.3928 (Hill's Academy ) Essex 41 Indian Hill Avenue Historic District Indian Hill Avenue Historic District May 26, 1983 (# 83001274 ) Main St. and Indian Hill Ave. to the river 41°35′54″N 72°37′23″W / 41.5983°N 72.6231°W / 41.5983; -72.6231 (Indian Hill Avenue Historic District ) Portland 42 Ivoryton Historic District Ivoryton Historic District April 15, 2014 (# 13000895 ) Roughly bounded by Main, N. Main, Oak, Blake & Summit Sts., Park Rd. & Comstock Ave. 41°20′54″N 72°26′27″W / 41.348311°N 72.440813°W / 41.348311; -72.440813 (Ivoryton Historic District ) Essex Ivoryton, Connecticut 43 James Pharmacy James Pharmacy August 5, 1994 (# 94000845 ) 2 Pennywise Ln. 41°17′09″N 72°22′35″W / 41.285833°N 72.376389°W / 41.285833; -72.376389 (James Pharmacy ) Old Saybrook Home and workplace of Anna Louise James (1886–1977), the first African-American woman pharmacist in the state. 44 Lay-Pritchett House Lay-Pritchett House October 11, 1978 (# 78002854 ) North of Westbrook on CT 145 41°19′55″N 72°29′35″W / 41.331944°N 72.493056°W / 41.331944; -72.493056 (Lay-Pritchett House ) Westbrook 45 Daniel and Mary Lee House Daniel and Mary Lee House April 3, 1991 (# 91000365 ) Pepperidge Rd. E of Jobs Pond Rd. 41°34′47″N 72°34′59″W / 41.579722°N 72.583056°W / 41.579722; -72.583056 (Daniel and Mary Lee House ) Portland 46 Little Haddam Historic District Little Haddam Historic District August 1, 1996 (# 96000783 ) Roughly bounded by E. Haddam Rd., Orchard Rd., and Town St. 41°28′44″N 72°26′48″W / 41.478889°N 72.446667°W / 41.478889; -72.446667 (Little Haddam Historic District ) East Haddam 47 David Lyman II House David Lyman II House February 6, 1986 (# 86000149 ) 5 Lyman Rd. 41°29′47″N 72°42′43″W / 41.496389°N 72.711944°W / 41.496389; -72.711944 (David Lyman II House ) Middlefield 48 Thomas Lyman House Thomas Lyman House November 20, 1975 (# 75001921 ) 105 Middlefield Rd. 41°29′18″N 72°41′16″W / 41.4883°N 72.6877°W / 41.4883; -72.6877 (Thomas Lyman House ) Durham 49 Lynde Point Lighthouse Lynde Point Lighthouse May 29, 1990 (# 89001469 ) Southeastern terminus of Sequassen Ave. 41°16′16″N 72°20′38″W / 41.271111°N 72.343889°W / 41.271111; -72.343889 (Lynde Point Lighthouse ) Old Saybrook 50 Main Street Historic District Main Street Historic District October 24, 1985 (# 85003389 ) Roughly bounded by Nooks Hill Rd., Prospect Hill Rd., Wall and West Sts. and New Ln., and Stevens Ln. and Main St. 41°36′07″N 72°38′56″W / 41.601944°N 72.648889°W / 41.601944; -72.648889 (Main Street Historic District ) Cromwell 51 Main Street Historic District Main Street Historic District September 4, 1986 (# 86002837 ) Roughly Maple Ave. and Main St. between Talcott Ln. and Higganum Rd. 41°28′26″N 72°40′51″W / 41.473889°N 72.680833°W / 41.473889; -72.680833 (Main Street Historic District ) Durham 52 Marlborough Street Historic District Marlborough Street Historic District March 20, 2012 (# 12000130 ) 58, 64, 69, 70, 78, 88, & 92 Marlborough St. 41°34′15″N 72°38′05″W / 41.570814°N 72.634825°W / 41.570814; -72.634825 (Marlborough Street Historic District ) Portland 53 Middle Haddam Historic District Middle Haddam Historic District February 3, 1984 (# 84001112 ) Moodus and Long Hill Rds. 41°33′11″N 72°33′06″W / 41.553056°N 72.551667°W / 41.553056; -72.551667 (Middle Haddam Historic District ) East Hampton 54 Middle Haddam School Middle Haddam School October 18, 2019 (# 100004545 ) 12 Schoolhouse Ln. 41°33′09″N 72°32′52″W / 41.5525°N 72.5478°W / 41.5525; -72.5478 (Middle Haddam School ) East Hampton 55 Middletown Upper Houses Historic District Middletown Upper Houses Historic District July 27, 1979 (# 79002620 ) CT 99 41°35′19″N 72°38′28″W / 41.588611°N 72.641111°W / 41.588611; -72.641111 (Middletown Upper Houses Historic District ) Cromwell Historic district of area that was in Middletown, until it was split to Cromwell in 1851 56 Millington Green Historic District Millington Green Historic District July 25, 1996 (# 96000782 ) Roughly bounded by Millington, Tater Hill, Haywardville, and Old Hopyard Rds. 41°29′06″N 72°21′28″W / 41.485°N 72.357778°W / 41.485; -72.357778 (Millington Green Historic District ) East Haddam 57 North Cove Historic District North Cove Historic District July 22, 1994 (# 94000766 ) Roughly N. Cove Rd. from Church St. to the Connecticut River and adjacent properties on Cromwell Pl. 41°17′13″N 72°21′32″W / 41.286944°N 72.358889°W / 41.286944; -72.358889 (North Cove Historic District ) Old Saybrook 58 Oak Lodge Oak Lodge September 4, 1986 (# 86001734 ) Western side of Schreeder Pond, Chatfield Hollow State Park 41°22′11″N 72°35′27″W / 41.369722°N 72.590833°W / 41.369722; -72.590833 (Oak Lodge ) Killingworth 59 Old Saybrook South Green Old Saybrook South Green September 3, 1976 (# 76001984 ) Old Boston Post Rd., Pennywise Lane, Main St. 41°17′17″N 72°22′36″W / 41.287933°N 72.376771°W / 41.287933; -72.376771 (Old Saybrook South Green ) Old Saybrook 60 Old Saybrook Town Hall and Theater Old Saybrook Town Hall and Theater June 21, 2007 (# 07000558 ) 300 Main St. 41°17′26″N 72°23′11″W / 41.290556°N 72.386389°W / 41.290556; -72.386389 (Old Saybrook Town Hall and Theater ) Old Saybrook Now known as the Katharine Hepburn Cultural Arts Center 61 Old Town Hall Old Town Hall February 23, 1972 (# 72001310 ) On the green between Liberty St. and Goose Hill Rd. 41°24′25″N 72°27′09″W / 41.406944°N 72.4525°W / 41.406944; -72.4525 (Old Town Hall ) Chester 62 Oriole Rockshelter Upload image October 15, 1987 (# 87001222 ) Address Restricted East Haddam 63 Parker House Parker House November 29, 1978 (# 78002853 ) 680 Middlesex Turnpike 41°19′25″N 72°22′30″W / 41.323611°N 72.375°W / 41.323611; -72.375 (Parker House ) Old Saybrook 64 Parmelee House Parmelee House May 15, 2007 (# 07000417 ) 4 Beckwith Rd. 41°23′03″N 72°35′13″W / 41.384167°N 72.586944°W / 41.384167; -72.586944 (Parmelee House ) Killingworth 65 Portland Brownstone Quarries Portland Brownstone Quarries May 16, 2000 (# 00000703 ) Brownstone Ave. and Silver St. 41°34′30″N 72°38′36″W / 41.575°N 72.643333°W / 41.575; -72.643333 (Portland Brownstone Quarries ) Portland Quarried since 1690, source of vast quantities of brownstone for New York City, Philadelphia, Boston, other urban areas' buildings. 66 Pratt House Pratt House August 23, 1985 (# 85001824 ) 19 West Ave. 41°21′13″N 72°23′40″W / 41.3536°N 72.3945°W / 41.3536; -72.3945 (Pratt House ) Essex 67 Dr. Ambrose Pratt House Dr. Ambrose Pratt House November 9, 1972 (# 72001311 ) Pratt St. 41°24′01″N 72°26′43″W / 41.400278°N 72.445278°W / 41.400278; -72.445278 (Dr. Ambrose Pratt House ) Chester 68 Caleb Pratt House Upload image March 28, 2024 (# 100010112 ) 26 Gates Road 41°20′27″N 72°23′29″W / 41.3409°N 72.3913°W / 41.3409; -72.3913 (Caleb Pratt House ) Essex 69 Humphrey Pratt Tavern Humphrey Pratt Tavern November 7, 1972 (# 72001320 ) 287 Main St. 41°17′18″N 72°22′35″W / 41.288333°N 72.376389°W / 41.288333; -72.376389 (Humphrey Pratt Tavern ) Old Saybrook 70 Pratt, Read and Company Factory Complex Pratt, Read and Company Factory Complex August 30, 1984 (# 84001117 ) Main St. between Bridge and Spring Sts. and 5 Bridge St. 41°23′25″N 72°26′22″W / 41.390278°N 72.439444°W / 41.390278; -72.439444 (Pratt, Read and Company Factory Complex ) Deep River 71 Rapallo Viaduct Rapallo Viaduct August 21, 1986 (# 86002728 ) Flat Brook and former Air Line railroad right-of-way 41°34′19″N 72°28′19″W / 41.571944°N 72.471944°W / 41.571944; -72.471944 (Rapallo Viaduct ) East Hampton 72 Roaring Brook I Site Upload image July 31, 1987 (# 87001220 ) Address Restricted East Haddam Archaeological site documented as part of the Lower Connecticut River Valley Woodland Period Archaeological TR. Less than 1 acre. 73 Roaring Brook II Site Upload image July 31, 1987 (# 87001221 ) Address Restricted East Haddam Archaeological site documented as part of the Lower Connecticut River Valley Woodland Period Archaeological TR. Less than 1 acre. 74 Sage-Kirby House Sage-Kirby House April 29, 1982 (# 82003767 ) 93 Shunpike Rd. 41°36′41″N 72°40′36″W / 41.611389°N 72.676667°W / 41.611389; -72.676667 (Sage-Kirby House ) Cromwell 75 Saybrook Breakwater Lighthouse Saybrook Breakwater Lighthouse May 29, 1990 (# 89001474 ) Southern terminus of Saybrook Jetty at the mouth of the Connecticut River 41°15′47″N 72°20′35″W / 41.263056°N 72.343056°W / 41.263056; -72.343056 (Saybrook Breakwater Lighthouse ) Old Saybrook 76 Seventh Sister Seventh Sister July 31, 1986 (# 86002103 ) 67 River Rd. 41°25′25″N 72°25′53″W / 41.423611°N 72.431389°W / 41.423611; -72.431389 (Seventh Sister ) East Haddam and Lyme Now Gillette Castle State Park. 77 Shore Line Electric Railway Power House Shore Line Electric Railway Power House June 20, 2019 (# 100004086 ) 220 Ferry Road 41°18′51″N 72°21′39″W / 41.3141°N 72.3609°W / 41.3141; -72.3609 (Shore Line Electric Railway Power House ) Old Saybrook 78 Steamboat Dock Site Steamboat Dock Site April 1, 1982 (# 82003768 ) Main St. 41°21′04″N 72°23′06″W / 41.351111°N 72.385°W / 41.351111; -72.385 (Steamboat Dock Site ) Essex Now the Connecticut River Museum 79 William Stevens House William Stevens House May 30, 1985 (# 85001163 ) 131 Cow Hill Rd. 41°18′17″N 72°32′45″W / 41.3047°N 72.5457°W / 41.3047; -72.5457 (William Stevens House ) Clinton 80 William Tully House William Tully House March 15, 1982 (# 82004340 ) 135 N. Cove Rd. 41°17′21″N 72°21′26″W / 41.289167°N 72.357222°W / 41.289167; -72.357222 (William Tully House ) Old Saybrook 81 Villa Bella Vista Villa Bella Vista December 28, 2000 (# 00001560 ) 7 Old Depot Rd. 41°24′12″N 72°26′28″W / 41.403333°N 72.441111°W / 41.403333; -72.441111 (Villa Bella Vista ) Chester 82 William Ward Jr. House William Ward Jr. House February 19, 1988 (# 88000109 ) 137 Powder Hill Rd. 41°30′14″N 72°43′47″W / 41.5040°N 72.7298°W / 41.5040; -72.7298 (William Ward Jr. House ) Middlefield 83 Warner House Warner House February 19, 1987 (# 87000174 ) 307 Town St. 41°27′12″N 72°26′27″W / 41.453333°N 72.440833°W / 41.453333; -72.440833 (Warner House ) East Haddam 84 Jonathan Warner House Jonathan Warner House December 19, 1978 (# 78002855 ) 47 Kings Highway 41°25′00″N 72°26′27″W / 41.416667°N 72.440833°W / 41.416667; -72.440833 (Jonathan Warner House ) Chester 85 Westbrook Town Center Historic District Westbrook Town Center Historic District October 16, 2017 (# 100001732 ) Old Clinton at Hammock Rds., Boston Post Rd. at Bellstone Ave., Trolley Rd., Boston Post Rd. at Goodspeed Dr. 41°17′04″N 72°26′44″W / 41.284394°N 72.445492°W / 41.284394; -72.445492 (Westbrook Town Center Historic District ) Westbrook 86 White-Overton-Callander House White-Overton-Callander House May 21, 2014 (# 13000896 ) 492 Main Street 41°35′15″N 72°37′43″W / 41.5876°N 72.6285°W / 41.5876; -72.6285 (White-Overton-Callander House ) Portland House museum of the Portland Historical Society 87 Ambrose Whittlesey House Ambrose Whittlesey House August 23, 1985 (# 85001830 ) 14 Main St. 41°17′51″N 72°22′37″W / 41.2975°N 72.376944°W / 41.2975; -72.376944 (Ambrose Whittlesey House ) Old Saybrook 88 John Whittlesey Jr. House John Whittlesey Jr. House October 26, 1984 (# 84002644 ) 40 Ferry Rd. 41°18′49″N 72°21′33″W / 41.31366°N 72.35923°W / 41.31366; -72.35923 (John Whittlesey Jr. House ) Old Saybrook 89 Wickham Road Historic District Wickham Road Historic District July 25, 1996 (# 96000781 ) Roughly the junction of Wickham and Geoffrey Rds. 41°30′16″N 72°22′46″W / 41.504444°N 72.379444°W / 41.504444; -72.379444 (Wickham Road Historic District ) East Haddam 90 Williams and Stancliff Octagon Houses Williams and Stancliff Octagon Houses April 22, 1976 (# 76001985 ) 26 and 28 Marlborough St. 41°34′21″N 72°38′20″W / 41.5725°N 72.638889°W / 41.5725; -72.638889 (Williams and Stancliff Octagon Houses ) Portland 91 Working Girls' Vacation Society Historic District Working Girls' Vacation Society Historic District June 3, 1994 (# 94000557 ) 60, 64, and 66 Mill Rd. 41°26′31″N 72°23′43″W / 41.441944°N 72.395278°W / 41.441944; -72.395278 (Working Girls' Vacation Society Historic District ) East Haddam