Connecticut · City
Old Saybrook
Old Saybrook's register runs heavily to houses, 9 listings of that kind. 3 of the listings are historic districts rather than single buildings.
The earliest listing here is Humphrey Pratt Tavern, added Nov 7, 1972.
Map
Coordinates come from the National Park Service National Register spatial data, or from Wikidata where the spatial data has no point. A point marks the record location and does not mean the place is open to visitors. Data refreshed November 02, 2026.
20
Listings
3
Historic districts
1972
First listing
Oldest on the register
| First listed | Humphrey Pratt Tavern · Nov 7, 1972 |
| Oldest construction date | Ambrose Whittlesey House · built 1765 |
Listing dates come from the National Register office's spreadsheet of listed properties. Construction years come from Wikidata, matched on reference number, and are on record for 2 of the 20 listings here. Data refreshed November 02, 2026.
Historic districts
Styles that appear most
Colonial Revival 2Federal 2Georgian 2
Style labels come from Wikidata and are on record for 4 of the 20 listings here. The count is the number of listings carrying each label. Data refreshed November 02, 2026.
Every listing
Black Horse Tavern▾Old SaybrookBuilding1978
- Address
- SE of Old Saybrook at 175 N. Cove Rd., Old Saybrook vicinity
- Listed
- Dec 1, 1978
- Listed for
- Transportation, Exploration and settlement, Architecture
- Significance
- State
- Reference
- 78002851
- Contributing
- 1 building
- Links
- The nomination form is the original nomination as filed with the National Park Service and is often the best description of the place.Nomination form and photographs ↗National Archives copy ↗Wikipedia ↗Directions ↗
Bushnell–Dickinson House▾Old SaybrookBuilding2013
- Address
- 170 Old Post Rd., Old Saybrook
- Listed
- Aug 28, 2013
- Listed for
- Architecture
- Significance
- Local
- Reference
- 13000289
- Contributing
- 1 building
- Links
- The nomination form is the original nomination as filed with the National Park Service and is often the best description of the place.Nomination form and photographs ↗Wikipedia ↗Directions ↗
Elisha Bushnell House▾Old SaybrookBuilding1978
- Address
- 1445 Boston Post Rd., Old Saybrook
- Listed
- Nov 29, 1978
- Listed for
- Architecture
- Significance
- State
- Also known as
- Older Bushnell House
- Reference
- 78002850
- Contributing
- 2 buildings
- Links
- The nomination form is the original nomination as filed with the National Park Service and is often the best description of the place.Nomination form and photographs ↗National Archives copy ↗Wikipedia ↗Directions ↗
Connecticut Valley Railroad Roundhouse and Turntable Site▾Old SaybrookSite1994
- Address
- Off Main St. in Ft. Saybrook Monument Park in Saybrook Point, Old Saybrook
- Listed
- Apr 28, 1994
- Listed for
- Engineering, Historical archaeology, Transportation
- Significance
- State
- Reference
- 94000395
- Contributing
- 2 structures, 1 site
- Links
- The nomination form is the original nomination as filed with the National Park Service and is often the best description of the place.Nomination form and photographs ↗National Archives copy ↗Wikipedia ↗Directions ↗
Cypress Cemetery▾Old SaybrookHistoric district·
- Address
- 100 College St., Old Saybrook
- Listed for
- Art
- Significance
- Local
- Reference
- 100003006
- Contributing
- 1 site, 1 object
- Links
- The nomination form is the original nomination as filed with the National Park Service and is often the best description of the place.Nomination form and photographs ↗Directions ↗
Jedidiah Dudley House▾Old SaybrookBuilding1982
- Address
- Springbrook Rd., Old Saybrook
- Listed
- Apr 12, 1982
- Listed for
- Transportation, Architecture, Social history
- Significance
- Local
- Also known as
- John Whittlesey Jr. House
- Reference
- 82004339
- Contributing
- 1 building
- Links
- The nomination form is the original nomination as filed with the National Park Service and is often the best description of the place.Nomination form and photographs ↗National Archives copy ↗Wikipedia ↗Directions ↗
Samuel Eliot House▾Old SaybrookBuilding1972
- Address
- 500 Main St., Old Saybrook
- Listed
- Nov 9, 1972
- Listed for
- Architecture
- Significance
- Local
- Reference
- 72001316
- Contributing
- 1 building
- Links
- The nomination form is the original nomination as filed with the National Park Service and is often the best description of the place.Nomination form and photographs ↗National Archives copy ↗Wikipedia ↗Directions ↗
Gen. William Hart House▾Old SaybrookBuilding1972
- Address
- 350 Main St., Old Saybrook
- Listed
- Nov 9, 1972
- Listed for
- Architecture
- Significance
- Local
- Also known as
- See Also:Old Saybrook South Green
- Reference
- 72001318
- Style
- Georgian architecture
- Contributing
- 1 building
- Links
- The nomination form is the original nomination as filed with the National Park Service and is often the best description of the place.Nomination form and photographs ↗National Archives copy ↗Wikipedia ↗Directions ↗
James Pharmacy▾Old SaybrookBuilding1994
- Address
- 2 Pennywise Ln., Old Saybrook
- Listed
- Aug 5, 1994
- Listed for
- Black heritage, Health and medicine
- Significance
- State
- Also known as
- See Also:Old Saybrook South Green Historic District
- Reference
- 94000845
- Style
- Federal architecture, Colonial Revival architecture
- Contributing
- 1 building
- Links
- The nomination form is the original nomination as filed with the National Park Service and is often the best description of the place.Nomination form and photographs ↗National Archives copy ↗Wikipedia ↗Directions ↗
Lynde Point Lighthouse▾Old SaybrookStructure1990
- Address
- SE terminus of Sequassen Ave., Old Saybrook
- Listed
- May 29, 1990
- Listed for
- Engineering, Transportation
- Significance
- State
- Reference
- 89001469
- Contributing
- 1 structure
- Links
- The nomination form is the original nomination as filed with the National Park Service and is often the best description of the place.Nomination form and photographs ↗National Archives copy ↗Wikipedia ↗Directions ↗
North Cove Historic District▾Old SaybrookHistoric district1994
- Address
- Roughly, N. Cove Rd. from Church St. to the Connecticut R. and adjacent properties on Cromwell Pl., Old Saybrook
- Listed
- Jul 22, 1994
- Listed for
- Architecture, Commerce
- Significance
- State
- Also known as
- See also:Tulley, Willam, House; Black Horse Tavern
- Reference
- 94000766
- Links
- The nomination form is the original nomination as filed with the National Park Service and is often the best description of the place.Nomination form and photographs ↗National Archives copy ↗Wikipedia ↗Directions ↗
Old Saybrook South Green▾Old SaybrookHistoric district1976
- Address
- Old Boston Post Rd., Pennywise Lane, Main St., Old Saybrook
- Listed
- Sep 3, 1976
- Listed for
- Community planning, Architecture
- Significance
- State
- Also known as
- See Also:Hart, Gen. William, House; Pratt, Humphrey, Tavern
- Reference
- 76001984
- Links
- The nomination form is the original nomination as filed with the National Park Service and is often the best description of the place.Nomination form and photographs ↗National Archives copy ↗Wikipedia ↗Directions ↗
Old Saybrook Town Hall and Theater▾Old SaybrookBuilding2007
- Address
- 300 Main St., Old Saybrook
- Listed
- Jun 21, 2007
- Listed for
- Architecture
- Significance
- State
- Also known as
- The Katharine Hepburn Cultural Arts Center and Theatre
- Reference
- 07000558
- Style
- Colonial Revival architecture
- Contributing
- 1 building
- Links
- The nomination form is the original nomination as filed with the National Park Service and is often the best description of the place.Nomination form and photographs ↗National Archives copy ↗Wikipedia ↗Directions ↗
Parker House▾Old SaybrookBuilding1978
- Address
- 680 Middlesex Tpke., Old Saybrook vicinity
- Listed
- Nov 29, 1978
- Listed for
- Architecture
- Significance
- Local
- Reference
- 78002853
- Contributing
- 1 building
- Links
- The nomination form is the original nomination as filed with the National Park Service and is often the best description of the place.Nomination form and photographs ↗National Archives copy ↗Wikipedia ↗Directions ↗
Humphrey Pratt Tavern▾Old SaybrookBuilding1972
- Address
- 287 Main St., Old Saybrook
- Listed
- Nov 7, 1972
- Listed for
- Architecture
- Significance
- Local
- Also known as
- See Also:Old Saybrook South Green
- Reference
- 72001320
- Contributing
- 1 building
- Links
- The nomination form is the original nomination as filed with the National Park Service and is often the best description of the place.Nomination form and photographs ↗National Archives copy ↗Wikipedia ↗Directions ↗
Saybrook Breakwater Lighthouse▾Old SaybrookStructure1990
- Address
- S terminus of Saybrook Jetty at mouth of Connecticut River, Old Saybrook
- Listed
- May 29, 1990
- Listed for
- Engineering, Transportation
- Significance
- State
- Reference
- 89001474
- Built
- 1886
- Contributing
- 1 structure
- Links
- The nomination form is the original nomination as filed with the National Park Service and is often the best description of the place.Nomination form and photographs ↗National Archives copy ↗Wikipedia ↗Directions ↗
Shore Line Electric Railway Powerhouse▾Old SaybrookBuilding·
- Address
- 2-20 Ferry Place, Old Saybrook
- Listed for
- Transportation, Architecture
- Significance
- Local
- Also known as
- Saybrook Yacht Yard; Saybrook Marine Service Inc.
- Reference
- 100004086
- Contributing
- 1 building
- Links
- The nomination form is the original nomination as filed with the National Park Service and is often the best description of the place.Nomination form and photographs ↗Directions ↗
William Tully House▾Old SaybrookBuilding1982
- Address
- 135 N. Cove Rd., Old Saybrook
- Listed
- Mar 15, 1982
- Listed for
- Military, Health and medicine, Architecture
- Significance
- State
- Also known as
- Heartsease
- Reference
- 82004340
- Contributing
- 1 building, 1 structure
- Links
- The nomination form is the original nomination as filed with the National Park Service and is often the best description of the place.Nomination form and photographs ↗National Archives copy ↗Wikipedia ↗Directions ↗
Ambrose Whittlesey House▾Old SaybrookBuilding1985
- Address
- 14 Main St., Old Saybrook
- Listed
- Aug 23, 1985
- Listed for
- Politics and government, Architecture
- Significance
- Local
- Reference
- 85001830
- Built
- 1765
- Style
- Georgian architecture, Federal architecture
- Contributing
- 1 building
- Links
- The nomination form is the original nomination as filed with the National Park Service and is often the best description of the place.Nomination form and photographs ↗National Archives copy ↗Wikipedia ↗Directions ↗
John Whittlesey Jr. House▾Old SaybrookBuilding1984
- Address
- 40 Ferry Rd., Old Saybrook
- Listed
- Oct 26, 1984
- Listed for
- Architecture
- Significance
- Local
- Reference
- 84002644
- Contributing
- 1 building
- Links
- The nomination form is the original nomination as filed with the National Park Service and is often the best description of the place.Nomination form and photographs ↗National Archives copy ↗Wikipedia ↗Directions ↗
Every listing here also appears on its county page for Middlesex County.
Nearby cities
Local history books for Old Saybrook and Middlesex County
We earn a small commission if you buy through these links. It does not change what we list.
- Hidden History of Middlesex County, ConnecticutRobert Hubbard and Kathleen Hubbard, 2018Find at Bookshop.org
Guidebooks to historic places and travel in Connecticut
Titles come from Open Library's catalog, matched by subject heading or by title.