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$745,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 1,604 Sq. Ft.
  • 2 Car Garage
  • Updated 20 hours ago
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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.

Full Property Details for 29 Old Post Rd

General

  • Price: $745,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24181692
  • Updated: 6/6/2026
  • Added to Site: 2 day(s) ago

Interior

  • Number of Rooms: 7
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Oven/Range, Refrigerator, Freezer

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: Primary Bedroom, Upper
  • Bedroom 1: Bedroom, Upper
  • Bedroom 2: Bedroom, Upper

Other Rooms

  • Living Room: Living Room, Main
  • Dining Room: Dining Room, Main
  • Laundry: Main Level

Exterior

  • Exterior Features: Deck, Gutters

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 8
  • Parking: Detached Garage, Driveway, Off Street Parking

Location

  • County: Middlesex
  • Neighborhood: Oyster River
  • Driving Directions: RTE 1 to Old Post Road to Number 29 on Right

School Information

  • Elementary School: Per Board of Ed
  • High School: Old Saybrook

Community

  • Community Name: Oyster River

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Air, Oil
  • Heating Fuel: Oil
  • Water Heater: 40 Gallon Tank

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Cape Cod
  • Construction Status: No/Resale
  • Exterior Const.: Vinyl Siding
  • Basement Desc.: Partial
  • Roof: Asphalt Shingle
  • Disability Access: Raised Toilet
  • Square Feet: 1,604
  • Above Ground: 1,604 Sq. Ft.
  • Year Built: 1850

Lot Features

  • Lot Size (Acres): 0.23
  • Driveway/Sidewalk: Private, Crushed Stone, Gravel
  • Zoning: A
  • Lot Description: Some Wetlands, Additional Land Avail., Borders Open Space, Water View

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: Walk to Water, Dock or Mooring, View, Access

Financial Considerations

  • Assessment Amount: $439,800
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Flood Zone: Yes
  • Property ID: 1026422

Listed by Silver and Oak Realty, Michael Barnes

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Listing agent

— 29 Old Post Rd —

  • Michael Barnes

    Silver and Oak Realty

Agent Contact: (860) 304-0125 Office Contact: (860) 372-4666

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Price & Sales History for 29 Old Post Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/05/2026
Listed
$745,000
181.13%
MLS
11/15/2000
Sold
$265,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 29 Old Post Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$6,817
2%
$439,800
—
2023
$6,685
24%
$439,800
67%
2023
$5,389
2%
$263,500
—
2022
$5,291
—
$263,500
—
2021
$5,283
—
$263,500
—
2020
$5,283
2%
$263,500
—
2019
$5,204
-2%
$263,500
-3%
2018
$5,298
—
$270,300
—
2017
$5,314
2%
$270,300
—
2016
$5,206
2%
$270,300
—
2015
$5,084
2%
$270,300
—
2014
$5,001
-8%
$270,300
-24%
2011
$5,423
—
$356,800
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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with our affiliated lender
NMLS#: 1598647

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Listed by Silver and Oak Realty, Michael Barnes

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29 Old Post Road, Old Saybrook, CT 06475 (MLS# 24181692) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 29 Old Post Road is currently listed for $745,000 and was received on June 05, 2026. Want to learn more about 29 Old Post Road? Do you have questions about finding other Single Family real estate for sale in Old Saybrook? You can browse all Old Saybrook real estate or contact a Coldwell Banker agent to request more information.

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