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29 Old Post Road
Old Saybrook CT 06475 US

$745,000

Active Listing ID 24181692
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3 bed
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3.00 Bath (2 Full , 1 Half)
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Lot: 0.23 Acres
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Other

$745,000

Active Listing ID 24181692
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29 Old Post Road Welcome to Crow's Nest, where classic New England country living meets direct waterfront luxury on the scenic Oyster River. Steeped in history, this enchanting historic farmhouse Circa 1850, is perfectly positioned along the west banks of the Oyster River, offering breathtaking water views from almost every single room. The character-rich interior features 3 bedrooms & 2.5 baths, offering cozy, sun-drenched spaces primed for your personal touch. For those with a vision, these charming spaces are ready to expand, with incredible potential to further enhance the elevated river vistas with slight modifications. A Rare, Multi-Parcel Investment Opportunity Uniquely spanning two separate parcels, this property offers unmatched flexibility and value. The home sits on one parcel, while the spectacular waterfront assets sit on a separate deeded parcel, meaning the dock parcel possesses the rare capability of being sold separately in the future if desired. The Crown Jewel: A fully permitted 325-foot private dock-standing proud as one of the absolute largest private docks in all of Old Saybrook. Bring your boats, jet skis, and kayaks! The Boathouse: An oversized 2-car detached garage offers the ultimate storage solution for all your water toys and gear. Enjoy close proximity to downtown Old Saybrook, yet remain tucked away in your own private waterfront enclave. Sit on your massive private dock, watch the wildlife pass you by & experience the pure freedom of waterfront.

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Property Features

  • Facts
  • Lot Size: 0.23 Acres
  • Property Type: Residential
  • Property Sub-type: Other
  • Features
  • Full Bathrooms: 2
  • 1/2 Bathrooms: 1
  • Cooling System: Central Air
  • Exterior Finish: Deck, Gutters
  • Additional Features
  • Basement
  • Fireplace
  • Patio
  • Waterfront

School Information

  • School
  • Per Board of Ed(Elementary)
  • Old Saybrook(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Other
  • listprice: 745000
  • unparsedaddress: 29 Old Post Road
  • postalcity: Old Saybrook
  • stateorprovince: CT
  • country: US
  • postalcode: 06475
  • bathroomsfull: 2
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.23
  • lotsizeunits: Acres
  • lotsizearea: 0.23
  • livingarea: 1604
  • livingareaunits: Square Feet
  • latitude: 41.286436
  • longitude: -72.394296
  • listagentfullname: Michael Barnes
  • listagentemail: michaelbarnessells@gmail.com
  • listagentkey: 3yd-CTMLS-BARNEMI
  • listagentmlsid: BARNEMI
  • listagentpreferredphone: 8603040125
  • listagentofficephone: 8603724666
  • listofficekey: 3yd-CTMLS-ASTR01
  • listofficemlsid: ASTR01
  • disclaimer: Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
  • sourcesystemid: CTMLS
  • yearbuilt: 1850
  • listingcontractdate: 2026-06-06
  • listagenturl: https://www.silverandoakct.com/
  • countyorparish: Middlesex
  • elementaryschool: Per Board of Ed
  • highschool: Old Saybrook
  • appliances: Oven/Range, Refrigerator, Freezer
  • cooling: Central Air
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 8
  • waterfrontyn: True
  • franchiseaffiliation: Independent
  • exteriorfeatures: Deck, Gutters
  • architecturalstyle: Cape Cod
  • rooms: Bathroom 2, Bedroom 3, Basement, Bedroom 2, Bathroom 1, Bedroom 1, Bathroom 3
  • patioandporchfeatures: Deck
  • basement: Partial
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -72.394295, 41.286434
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Jonathan Gineo", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"michaelbarnessells@gmail.com", "ListBrokerageCity":"Bloomfield", "ListBrokerageCountry":"US", "ListBrokerageEmail":"Jonathan@silverandoakct.com", "ListBrokerageLogoUrl":null, "ListBrokerageName":"Jonathan Gineo", "ListBrokeragePhone":"(860) 372-4666", "ListBrokeragePostalCode":"06002", "ListBrokerageStateOrProvince":"CT", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"22 D Mountain Avenue", "ListBrokerageWebsiteUrl":"https://www.silverandoakct.com/", "ListOfficeAddress1":"71 Raymond Road, Suite 101 ", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"ASTR01", "ListOfficeCity":"West Hartford", "ListOfficeCountry":"US", "ListOfficeEmail":"jon.gineo@gmail.com", "ListOfficePostalCode":"06107", "ListOfficeStateOrProvince":"CT", "ListPriceCurrencyType":"USD", "ListingTitle":"SINGLE_FAMILY - Old Saybrook, CT", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/29-Old-Post-Rd_Old-Saybrook_CT_06475_M37415-31518?f=listhub&s=CTMLS&m=24181692&c=rexren", "MLSModificationTimestamp":"2026-06-06 12:11:08", "Neighborhoods":[{"Description":null, "Name":"Oyster River"}], "PostalCode":null, "RoomCount":7, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":6817, "TaxDescription":null, "TaxYear":"2026"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 6/7/2026 3:17:23 PM GMT
Source Updated Date: 6/11/2026 12:47:41 AM GMT

Courtesy of: Michael Barnes, Silver and Oak Realty, michaelbarnessells@gmail.com

Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.