1445 Boston Post Road, Old Saybrook, CT 06475
Property image
Property image
FOR SALE
20.21 ACRES

$12,000,000

  • 4 Beds
  • 1 Bath
  • 2,059 sqft (on 20.21 acres)

1445 Boston Post Road, Old Saybrook, CT 06475

Est. Mortgage $82,558/mo*
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Home Highlights

Single-Family Home
Built in 1678
20.21 acre lot
$5,828/sqft

Local Information

  • Map ViewExplore the area around 1445 Boston Post Road.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

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.
Last check for updates: about 7 hours ago
Listing courtesy of Casey Fisher, (970) 209-0781
Houlihan Lawrence WD, (970) 209-0781
Source: Smart MLS, MLS#24183764
Also Listed on Smart MLS.

Home Details for 1445 Boston Post Road

Interior Features

Interior Details
Basement: NoneNumber of Rooms: 9Types of Rooms: Master Bedroom, Bedroom, Bathroom, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 1Number of Bathrooms (full): 1
Dimensions and Layout
Living Area: 2059 Square Feet
Appliances & Utilities
Appliances: Electric Cooktop, Electric Range, Refrigerator, Water HeaterRefrigerator
Heating & Cooling
Heating: Forced Air,Other,OilNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace

Exterior Features

Exterior Home Features
Roof: Shake ShingleFoundation: StoneNo Private Pool
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 2059 Square Feet

Days on Market

Days on Market: 92

Property Information

Year Built
Year Built: 1678
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial,Antique
Building
Construction Materials: ClapboardNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 1026296

Price & Status

Price
List Price: $12,000,000Price Per Sqft: $5,828
Status Change & Dates
Possession Timing: Negotiable

Active Status

MLS Status: Active

Location

Direction & Address
City: Old Saybrook
School Information
Elementary School: Per Board of EdHigh School: Per Board of Ed

Agent Information

Listing Agent
Listing ID: 24183764

Building

Building Area
Building Area: 2059 Square Feet

HOA

No HOA

Lot Information

Lot Area: 20.21 Acres

Miscellaneous

Mls Number: 24183764Attribution Contact: (970) 209-0781Above Grade Unfinished Area: 2059

Around this home

What Locals Say about Old Saybrook

At least 42 Trulia users voted on each feature.

  • 88 % Say yards are well-kept

  • 88 % Say it's dog friendly

  • 84 % Say there's holiday spirit

  • 84 % Say parking is easy

  • 78 % Say car is needed

  • 75 % Say people would walk alone at night

  • 66 % Say they plan to stay for at least 5 years

  • 61 % Say neighbors are friendly

  • 61 % Say kids play outside

  • 60 % Say there's wildlife

  • 58 % Say it's quiet

  • 57 % Say streets are well-lit

  • 56 % Say it's walkable to restaurants

  • 52 % Say there are sidewalks

  • 51 % Say there are community events

  • 43 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Diva For Life
    "I think is great to live here I think it safe for family and I hope I can move here with my family soon "
    0
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  • Trulia User
    "It’s a safe town, good schools. A lot of different activities and programs available for kids from toddlers to high school. The schools are located in convenient safe areas of the town. Lower traffic areas. Pedestrians are plentiful and kids riding bikes to and from school. Several beaches that are great for family gatherings as well as private time to yourself. Everything you need to bring your family up in a quiet shoreline community. Public transportation is available with a trolly during the months of spring and summer. The library is conveniently located next to the elementary school. Plenty of in town shopping available and plenty of great restaurants. Ice cream as well. "
    1
    Flag
  • Jocelynne B. .
    "It’s a safe place to live and the school system is very good. Small class rooms and everyone knows everyone. "
    0
    Flag
  • Tyfinkbus
    "I have lived in Old Saybrook for 15 years and the people are very friendly. The area is peaceful and very well maintained."
    0
    Flag
  • John D.
    "I commute by my car, motorcycle, scooter, or bicycle. I do not use public transportation. I also walk to the beach or downtown. "
    1
    Flag
  • J Jenkins
    "I lived in this neighborhood for 40 yrs, I love it here, we have had our children here and now have there own homes close by. We are only 1.1 miles from I-95, 1.5 to the supermarket, 2 miles to main St and 3 miles to the beach. A great area."
    0
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  • Svasmatics
    "I moved to Old Saybrook because I work in town. It is close to I-95 and Route9. The town itself and traffic is very different from winter to summer. Summer brings a lot of snow birds and visitors. Stores, traffic, commotion in general is heavier in the summer months. Food prices also go up in the summer."
    2
    Flag
  • Tony
    "I've lived in the area for over 12 years. Everything (shopping, dining, etc.) are all within walking distance, with plenty of sidewalks. most neighbors are friendly, and willing to lend a hand when needed."
    5
    Flag
  • Ali F.
    "No sidewalks. Some neighbors let dogs walk off the leash. There are Coyotes or coy dogs that are found to live around the marsh areas. I have had squirrels in my attic three times even after sealing. "
    6
    Flag
  • Ali F.
    "Love our neighborhood. Close walking to center of town. Neighbors are friendly. Birds, rabbits and squirrels. Sometimes can see coyote or deer. "
    0
    Flag
  • Karen E. d.
    "Train station is within walking distance with newly installed sidewalks and street lighting. I95 is easily accessible for commutes to New York or north. Personally, I am able to walk to my job in the downtown area. "
    0
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  • Annette M.
    "Wonderful beach community for families and singles. I rent here but most people own and the community is very tight knit and supportive."
    0
    Flag
  • Karen E. d.
    "Lots of friendly dogs in area. Most on leashes or in fenced yards. Some of the Main St. businesses put water out for our four legged friends. "
    1
    Flag
  • Bean_laura
    "Lots of other dogs. Dog parks. Pet stores. Fire hydrants. Pet friendly restaurants and bars. Pet friendly shopping."
    1
    Flag
  • Jocelynne B.
    "It’s a quiet neighborhood with no issues. Saybrook is safe and the school system is excellent. I enjoyed growing up and living in Saybrook. It’s a very friendly community."
    0
    Flag
  • Kearney j.
    "I've lived here for 25 years. it is a safe and welcoming community. pride I. home and property is prevalent everywhere. neighbors are friendly and supportive."
    0
    Flag
  • Rose H. M.
    "Fenwood beach is one of the most desirable areas along the shore, with a private beach, bordering Fenwick golf course, with views of the Saybrook lighthouses from the shore. The residents have lots of social activities, such as the summer lobster bake on the beach. Residents often ride golf carts around the neighborhood and to the beach. Fenwood beach is also a short drive into the quaint town center and to Saybrook Point. "
    0
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Market trends in Old Saybrook

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
51
4MoM

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
14 Denmore Lane, Old Saybrook, CT
0.34
Single-Family Home
$460,000
06/16/26
3
1
1,196
53 Chalker Beach Road, Old Saybrook, CT
0.30
Single-Family Home
$550,000
09/04/26
3
1
960
52 Chalker Beach Road, Old Saybrook, CT
0.27
Single-Family Home
$377,000
10/08/25
3
1.5
1,120
23 Meadowood Lane, Old Saybrook, CT
0.27
Single-Family Home
$685,000
06/30/26
3
1.5
1,818
1 Clark Avenue, Old Saybrook, CT
0.32
Single-Family Home
$875,000
12/03/25
4
2
2,376
3 Deerfield Road, Old Saybrook, CT
0.27
Single-Family Home
$715,000
05/29/26
4
2.5
1,916
21 Baum Avenue, Old Saybrook, CT
0.18
Single-Family Home
$600,000
08/24/26
2
1.5
1,290
26 Meadowood Lane, Old Saybrook, CT
0.24
Single-Family Home
$1,169,000
12/10/25
3
2.5
2,236
39 Middletown Avenue, Old Saybrook, CT
0.66
Single-Family Home
$385,000
07/15/26
4
1
640

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
10 Allendale Road, Old Saybrook, CT 06475
0.20
$749,800
3
2.5
1,924
Off Market
35 School House Road, Old Saybrook, CT 06475
0.24
$499,999
3
1
2,718
For Sale
21 Baum Avenue, Old Saybrook, CT 06475
0.18
$600,000
2
1.5
1,290
Recently Sold
25 Chalker Beach Road, Old Saybrook, CT 06475
0.19
$562,600
2
2
922
Off Market
14 Meadowood Lane, Old Saybrook, CT 06475
0.24
$668,300
4
2
1,812
Off Market
26 Meadowood Lane, Old Saybrook, CT 06475
0.24
$1,169,000
3
2.5
2,236
Recently Sold
170 Old Post Road, Old Saybrook, CT 06475
0.27
$999,000
3
2.5
2,128
For Sale
10 Meadowood Lane, Old Saybrook, CT 06475
0.26
$682,500
4
2.5
1,916
Off Market
3 Deerfield Road, Old Saybrook, CT 06475
0.27
$715,000
4
2.5
1,916
Recently Sold
23 Meadowood Lane, Old Saybrook, CT 06475
0.27
$685,000
3
1.5
1,818
Recently Sold
9 Deerfield Road, Old Saybrook, CT 06475
0.30
$437,600
3
1.5
2,244
Off Market

Price and Tax history

DateEventPrice
Jun 13, 2026
Source: Smart MLS #24183764
Listed For Sale
$12,000,000
Sep 28, 2000
Source: N/A
Sold
$275,000
Mar 31, 1989
Source: N/A
Sold
$1,300,000

LGBTQ Local Legal Protections

Casey Fisher, Houlihan Lawrence WD, (970) 209-0781
Agent Phone: (970) 209-0781
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

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Frequently asked questions about 1445 Boston Post Road

  • What is the estimated monthly payment for 1445 Boston Post Road?
    Based on a $12,000,000 list price with 20% down at today's rates, the estimated monthly payment for 1445 Boston Post Road in Old Saybrook, CT is approximately $83,992 (about $64,917 principal & interest, $19,000 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • What do residents say about Old Saybrook?
    Residents describe Old Saybrook, CT as well-kept, dog-friendly, and easy to park in. Most residents say you need a car. See homes for sale in Old Saybrook, CT.
  • What are the closest schools to 1445 Boston Post Road?
    The closest schools to 1445 Boston Post Road in Old Saybrook, CT are Kathleen E. Goodwin School (Pre-K/Elementary, rated 6/10), Old Saybrook Middle School (Elementary, rated 8/10), Old Saybrook Senior High School (rated 8/10).
  • How big is the lot at 1445 Boston Post Road?
    The lot at 1445 Boston Post Road in Old Saybrook, CT is about 20.2 acres.
1445 Boston Post Road, Old Saybrook, CT 06475 is a 4 bedroom, 1 bathroom, 2,059 sqft single-family home built in 1678. This property is currently available for sale and was listed by Smart MLS on Jun 13, 2026. The MLS # for this home is MLS# 24183764.