29 Old Post Rd

Old Saybrook, CT 06475

$745,000
Price
3
Beds
1,604 Sq. Ft.
$464 / Sq. Ft.
1,604
Sq. Ft.
$464
per Sq. Ft.
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Description

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...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.
  1. Listed by Michael P Barnes • Silver and Oak Realty
    P: (860)-304-0125 C: (860)-304-0125 michaelbarnessells@gmail.com

Property Details for 29 Old Post Road

Basement Description
Partial
Direct Waterfront
Yes
Garages Number
2
Neighborhood
Oyster River
Style
Cape Cod
Garage Parking Info
Detached Garage, Driveway, Off Street Parking
Swimming Pool
No
LISTING UPDATED: 06/06/2026 12:11 PM

Property Details for 29 Old Post Road

StatusActive
MLS #24181692
Days on Market2
Taxes$6,817 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built1850
Lot Size0.23 AC / 10,018 SF
CountyMiddlesex County
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Location

Listing Courtesy of Silver and Oak Realty, Michael P Barnes
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Building Information for 29 Old Post Road

Stories-Year Built1850Building Size-Lot Size0.23 AC / 10,018 SF

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$4,281 per month

30 year fixed, 6.36% Interest

Principal and Interest

$3,712

Property Taxes

$568

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 29 Old Post Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: RTE 1 to Old Post Road to Number 29 on Right
  • Elementary School: Per Board of Ed
  • Flood Zone: Yes
  • High School: Old Saybrook
  • Latitude: 41.286472
  • Longitude: -72.39431
  • Neighborhood Amenities: Commuter Bus, Golf Course, Park, Tennis Courts
  • State: Connecticut
Parking
  • Parking Total Spaces: 8
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $6,817
Interior and Exterior Features
Exterior Features
  • Exterior Features: Deck, Gutters
  • Waterfront Description: Walk to Water, Dock or Mooring, View, Access
Interior Features
  • Appliances Included: Oven/Range, Refrigerator, Freezer
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: No
  • Fireplaces Total: 1
  • Laundry Room Info: Main Level
  • Rooms Total: 7
Room 1
  • Room Entry Order: 1
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 2
  • Room Level: Main
  • Room Type: Dining Room
Room 3
  • Room Entry Order: 3
  • Room Level: Upper
  • Room Type: Primary Bedroom
Room 4
  • Room Entry Order: 4
  • Room Level: Upper
  • Room Type: Bedroom
Room 5
  • Listing Key: 5394183C272C5316E0631A01100AA67D
  • Room Entry Order: 5
  • Room Level: Upper
  • Room Type: Bedroom
Property
Property and Assessments
  • Construction Description: Frame
  • Driveway Type: Private, Crushed Stone, Gravel
  • Elevation Certificate: No
  • Exterior Siding: Vinyl Siding
  • Foundation Type: Stone
  • Fuel Tank Location: In Basement
  • Handicap Features: Raised Toilet
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1850
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 1604
Lot Information
  • Lot Description: Some Wetlands, Additional Land Avail., Borders Open Space, Water View
  • Parcel Number: 1026422
  • Sq Ft Est Heated Above Grade: 1604.0
  • Sq Ft Total: 1604.0
  • Zoning: A
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: 40 Gallon Tank
  • Radon Mitigation Air: No
  • Radon Mitigation Water: No
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Vacant

Property History for 29 Old Post Road

DateEvent & SourcePriceAppreciation
Nov 15, 2000

Closed (Public Record)

Public Record #92097900

$265,000—
Nov 15, 2000

Closed (Public Record)

Public Record #92097900

$265,000—
DateEvent & SourcePrice
11/15/2000

Closed (Public Record)

Public Record #92097900

$265,000
11/15/2000

Closed (Public Record)

Public Record #92097900

$265,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 29 Old Post Road

Taxable ValueLand$188,400Additions$251,400Total$439,800
Tax Record2024$6,817 ($568 / month)
Home Facts
Beds3Baths1.5Total Finished SqFt1,604 SqFtAbove Grade Finished SqFt1,604 SqFtUnfinished Basement SqFt372 SqFtStories2Lot Size10,019 SqFtStyleSingle Family ResidenceYear Built1850ZoningACountyLOWER CONNECTICUT RIVERAPNOSAY M:028 B:004 L:

Schools near 29 Old Post Road

This home is within Old Saybrook School District.
Rating
School
Type
Grades
Distance
Kathleen E. Goodwin School
Public - PK to 4
Old Saybrook Middle School
Public - 5 to 8
Old Saybrook Senior High School
Public - 9 to 12
St John School
Private - PK to 8
Rating
School
Distance
Kathleen E. Goodwin School
PublicPK to 4

Old Saybrook Middle School
Public5 to 8

Old Saybrook Senior High School
Public9 to 12

St John School
PrivatePK to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 29 Old Post Road, Old Saybrook, CT 06475

29 Old Post Road is a single family home for sale in Old Saybrook, CT 06475. This property was listed for sale on June 5, 2026 by Silver and Oak Realty, it's currently listed at $745,000. It has been on the market for a total of 2 days and was last sold on November 15, 2000. This listing's school district is Old Saybrook School District. Nearby schools include Kathleen E. Goodwin School, Old Saybrook Middle School and Old Saybrook Senior High School. 29 Old Post Road is a 3-bed, 3-bath, 1,604 sqft single family home built in 1850.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Silver and Oak Realty, Michael P Barnes

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.