$745,000

29 Old Post Rd Old Saybrook, CT 06475

Estimated payment $4,584/month

Total Views 4,650
3 Beds
2.5 Baths
1,604 Sq Ft
$464 Price per Sq Ft

Highlights

  • Very Popular Property
  • Waterfront
  • Deck
  • Kathleen E. Goodwin School Rated A-
  • Cape Cod Architecture
  • Property is near golf course and public transit

About This Home

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.

Listing Agent

Michael Barnes

Silver and Oak Realty Brokerage Phone: (860) 304-0125 License #RES.0806057 Listed on: 06/05/2026

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $6,817

Year Built

  • Built in 1850

Lot Details

  • 10,019 Sq Ft Lot
  • Waterfront

Home Design

  • Cape Cod Architecture
  • Stone Foundation
  • Frame Construction
  • Asphalt Shingled Roof
  • Vinyl Siding

Interior Spaces

  • 1,604 Sq Ft Home
  • 1 Fireplace
  • Partial Basement
  • Oven or Range
  • Laundry on main level

Bedrooms and Bathrooms

  • 3 Bedrooms

Parking

  • 2 Car Garage
  • Parking Deck
  • Gravel Driveway

Accessible Home Design

  • Raised Toilet

Outdoor Features

  • Deck
  • Rain Gutters

Location

  • Flood Zone Lot
  • Property is near golf course and public transit

Schools

  • Old Saybrook High School

Utilities

  • Central Air
  • Heating System Uses Oil
  • Private Company Owned Well
  • Fuel Tank Located in Basement

Listing and Financial Details

  • Assessor Parcel Number 1026422

Home Details

Home Type

Single Family

Est. Annual Taxes

$6,817

Year Built

Built in 1850

Lot Details

10,019 Sq Ft Lot

Listing Details

  • Neighborhood: Oyster River
  • Property Type: Single Family For Sale
  • Style: Cape Cod
  • Sq Ft Est Heated Above Grade: 1604
  • Total Sq Ft: 1604
  • Year Built: 1850
  • New Construction: No/Resale
  • Nearby Amenities: Commuter Bus, Golf Course, Park, Tennis Courts
  • Remarks Public Addendum: Important Property & Investment Note: The Two-Parcel Advantage This unique offering consists of two separate, deeded parcels being sold together, providing an unmatched real estate investment structure and exit strategy in Old Saybrook. Asset Separation: Legally, the property is comprised of two distinct lots on town land records. Parcel A features the historic 1850 farmhouse, while Parcel B holds the direct waterfront and the fully permitted, record-setting 325-ft private dock. Independent Resale Capability: Because these are two distinct parcels, the value of the dock is not permanently tied to the house. The next owner retains the legal right to split the deeds and sell the waterfront dock parcel entirely separate from the residential home parcel in the future. Unmatched Investment Value: Fully permitted, large-scale docks are nearly impossible to replicate today. This dual-parcel setup offers a rare opportunity for savvy buyers to hold a highly coveted coastal asset, maximize their portfolio, or execute a lucrative future subdivision strategy. Strategic Opportunity: Perfect for buyers who want to keep the premium waterfront property and dock for themselves to compliment another non-waterfront home in the area, while retaining the freedom to sell off the residential parcel.
  • Handicap Features: Raised Toilet
  • Direct Waterfront: Yes
  • Home Warranty Offered: No
  • Radon Mitigation Air Ynu: No
  • Radon Mitigation Water Ynu: No
  • Directions: RTE 1 to Old Post Road to Number 29 on Right
  • Street Type: Road
  • Office Attribution Contact: (860) 372-4666
  • Reserve Prospect: No
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Total Bedrooms: 3
  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Fireplaces: 1
  • Basement Description: Partial
  • Appliances: Oven/Range, Refrigerator, Freezer
  • Laundry Room Info: Main Level
  • Attic: No

Exterior Features

  • Exterior Features: Deck, Gutters
  • Exterior Siding: Vinyl Siding
  • Foundation Type: Stone
  • Roof Information: Asphalt Shingle
  • Waterfront Description: Walk to Water Dock or Mooring View Access
  • Swimming Pool: No
  • Construction Description: Frame

Garage/Parking

  • Garages Number: 2
  • Driveway Type: Private, Crushed Stone, Gravel
  • Total Parking Spaces: 8
  • Garage And Parking: Detached Garage, Driveway, Off Street Parking

Utilities

  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Heat Fuel Type: Oil
  • Fuel Tank Location: In Basement
  • Hot Water Description: 40 Gallon Tank
  • Water Source: Private Well
  • Sewer: Septic

Lot Info

  • Acres: 0.23
  • Lot Description: Some Wetlands Additional Land Avail. Borders Open Space Water View
  • Elevation Certificate: No
  • Flood Zone: Yes
  • Zoning: A
  • Parcel #: 1026422

Tax Info

  • Tax Year: July 2025-June 2026
  • Property Tax: 6817

MLS Schools

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

Map

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $6,817 $439,800 $188,400 $251,400
2024 $6,685 $439,800 $188,400 $251,400
2023 $5,389 $263,500 $113,700 $149,800
2022 $5,291 $263,500 $113,700 $149,800
2021 $5,283 $263,500 $113,700 $149,800
2020 $5,283 $263,500 $113,700 $149,800
2019 $5,204 $263,500 $113,700 $149,800
2018 $5,298 $270,300 $113,700 $156,600
2017 $5,314 $270,300 $113,700 $156,600
2016 $5,206 $270,300 $113,700 $156,600
2015 $5,084 $270,300 $113,700 $156,600
2014 $5,001 $270,300 $113,700 $156,600
Source: Public Records

Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft
06/05/2026 06/05/26 For Sale $745,000 -- $464 / Sq Ft
Source: SmartMLS

Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Type Sale Price Title Company
Warranty Deed $265,000 --
Source: Public Records

Mortgage History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Status Loan Amount Loan Type
Open $80,050 No Value Available
Previous Owner $115,000 No Value Available
Source: Public Records

Source: SmartMLS

MLS Number: 24181692

SmartMLS

APN: OSAY-000028-000004

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