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1445 Boston Post Road

Old Saybrook, Connecticut 06475

ACTIVE$12,000,000
Beds
4
Baths
1
SqFt
2,059
Acres
20.21
Year Built
1678
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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1 Fireplace

About This Home

A rare opportunity to acquire a historic Connecticut landmark. The Bushnell Farm House and Barn offer a unique chance to restore and reimagine an important piece of Old Saybrook history. Featuring the historic Elisha Bushnell House and accompanying barn, the property showcases classic New England architecture, mature landscaping, stone walls, and the timeless character that has made this site a local treasure for generations. The improvements require significant modernization and renovation, presenting an ideal opportunity for someone seeking to preserve and enhance a historic property. Whether envisioned as a private estate, hospitality-related use, office, wellness concept, or other permitted use, the property offers exceptional potential for those with a vision for restoration and stewardship. Ideally situated on Boston Post Road with convenient access to Interstate 95, Route 9, shoreline beaches, marinas, shopping, and restaurants, the property benefits from excellent visibility and accessibility within one of Connecticut's most desirable shoreline communities. This offering is subject to the property's historic designation and must be purchased together with the adjoining Bushnell Farm land parcel (MLS #24183765). The combined offering presents a truly unique opportunity to preserve, restore, and shape the future of one of the Connecticut shoreline's most recognizable historic properties.

Key Facts

City/Town
Old Saybrook
Neighborhood
N/A
Property / Style
Single Family · Colonial,Antique
Year Built
1678
Days on Market
110 days
Beds
4
Baths
1 full
Living Area
2,059 sq ft
Lot Size
20.21 acres
Property Taxes
$9,333 / Annually

Market Snapshot

The Old Saybrook Market

Single Family · trailing 12 months

Median Days on Market

78

31 active listings

Median $ / Sq Ft

$520

31 active listings

Sale-to-List Ratio

99.5%

134 sales

How this home compares

List Price

$12.00M

vs $935,000 median

12.8× the median

Price / Sq Ft

$5,828

vs $520 median

11.2× the median

Days on Market

110 days

vs 78 days median

32 days longer than median

Based on 31 active and 134 closed sales (trailing 12 mo) of single family in Old Saybrook. Source: SmartMLS · As of October 1, 2026.

Location

1445 Boston Post Road, Old Saybrook, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$68,841

per month

  • Principal & Interest$64,063
  • Property Taxes$778
  • Insurance$4,000
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Old Saybrook
Neighborhood
N/A
County
Middlesex

Residence

Property Type
Single Family
Style
Colonial,Antique
Year Built
1678
New Construction
No/Resale
Living Area
2,059 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot AirOther
Heat Fuel
Oil
Cooling
None
Fireplaces
1
Appliances
Electric CooktopElectric RangeRefrigerator
Basement
None

Exterior & Lot

Lot Size
20.21 acres
Zoning
B-4
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Septic
Construction
Clapboard
Roof
ShakeShingle
Foundation
Stone
Lot Description
Sloping Lot

Listing & Financials

Property Taxes
$9,333 / Annually
Days on Market
110
MLS #
24183764
MLS Status
Active

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Casey Fisher

(970) 209-0781

Houlihan Lawrence WD

(203) 787-7800

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 10/1/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 10/1/2026 at 4:00 AM UTC.