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Sold for $750,000
  • $750,000

    29 Old Post Road, Old Saybrook, CT 06475

    3beds
    1,604sqft
    Single Family Residence
    Built in 1850
    10,018 Square Feet Lot
    $750,400 Zestimate®
    $468/sqft
    $4,768 Estimated rent

    Home value

    $750,400

    $713,000 - $788,000

    $4,768/mo

    Zestimate® history
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    What's special

    Massive private dockPrivate waterfront enclave
    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. 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.

    Zillow last checked:

    Listing updated:

    Listed by:

    Michael P. Barnes (860)304-0125,

    Silver and Oak Realty 860-372-4666

    Bought with:

    Al Chiarito, REB.0791400

    Chiarito Real Estate LLC

    Source: Smart MLS,MLS#: 24181692MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 3
    • Full bathrooms: 2
    • 1/2 bathrooms: 1
    Primary bedroom
    • Level: Upper
    Bedroom
    • Level: Upper
    Bedroom
    • Level: Upper
    Dining room
    • Level: Main
    Living room
    • Level: Main
    Heating
    • Forced Air, Oil
    Cooling
    • Central Air
    Appliances
    • Included: Oven/Range, Refrigerator, Freezer, Water Heater
    • Laundry: Main Level
    Features
    • Basement: Partial
    • Attic: None
    • Number of fireplaces: 1
    Interior area
    • Total structure area: 1,604
    • Total interior livable area: 1,604 sqft
    • Finished area above ground: 1,604

    Property

    Parking
    • Total spaces: 8
    • Parking features: Detached, Driveway, Off Street, Private, Gravel
    • Garage spaces: 2
    • Has uncovered spaces: Yes
    Accessibility
    • Accessibility features: Raised Toilet
    Features
    • Patio & porch: Deck
    • Exterior features: Rain Gutters
    • Has view: Yes
    • View description: Water
    • Has water view: Yes
    • Water view: Water
    • Waterfront features: Waterfront, Walk to Water, Dock or Mooring, Access
    Lot
    • Size: 10,018 Square Feet
    • Features: Wetlands, Additional Land Avail., Borders Open Space, In Flood Zone
    Details
    • Parcel number: 1026422
    • Zoning: A

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Cape Cod
    • Property subtype: Single Family Residence
    Materials
    • Vinyl Siding
    • Foundation: Stone
    • Roof: Asphalt
    Condition
    • New construction: No
    • Year built: 1850

    Utilities & green energy

    • Sewer: Septic Tank
    • Water: Well

    Community & HOA

    Community
    • Features: Near Public Transport, Golf, Park, Tennis Court(s)
    • Subdivision: Oyster River
    HOA
    • Has HOA: No
    Location
    • Region: Old Saybrook

    Financial & listing details

    • Price per square foot: $468/sqft
    • Tax assessed value: $439,800
    • Annual tax amount: $6,817
    • Date on market: 6/6/2026

    Price history

    DateEventPrice
    7/17/2026Sold$750,000+0.7%$468/sqft
    Source: Smart MLS #24181692 Report a problem
    7/7/2026Pending sale$745,000$464/sqft
    Source: Smart MLS #24181692 Report a problem
    6/6/2026Listed for sale$745,000+181.1%$464/sqft
    Source: Smart MLS #24181692 Report a problem
    11/15/2000Sold$265,000$165/sqft
    Source: Smart MLS #E108482 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$6,817 +2%$439,800
    2024$6,685 +24%$439,800 +66.9%
    2023$5,389 +1.9%$263,500
    2022$5,291 +0.2%$263,500
    2021$5,283 $263,500
    2020$5,283 +1.5%$263,500
    2019$5,204 -1.8%$263,500 -2.5%
    2018$5,298 -0.3%$270,300
    2017$5,314 +2.1%$270,300
    2016$5,206 +2.4%$270,300
    2015$5,084 +1.7%$270,300
    2014$5,001 -7.8%$270,300 -24.2%
    2013$5,423 +4%$356,800
    2012$5,216 +4%$356,800
    2011$5,017 +4.6%$356,800
    2009$4,795 +18.8%$356,800 +40%
    2007$4,036 $254,800
    Find assessor info on the county website

    Neighborhood: Saybrook Manor

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • High: Old Saybrook

    Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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