$709,900
Price
3
Beds
2,194 Sq. Ft.
$324 / Sq. Ft.
2,194
Sq. Ft.
$324
per Sq. Ft.

Description

In the heart of Old Saybrook! This home was built in 1919 and is called a New Englander. This Main Street house offers a walkable location to Main Street which has all the local flair! Stroll to the Katherine Hepburn theater which offers many events thru out the year. Main Street has shopping and restaurants or just a beautiful walk. Walking distance to Kathleen Goodwin school, Main Street school the library and Farmers Market in warmer weather. This is walkable to the Amtrack Train Station and local...In the heart of Old Saybrook! This home was built in 1919 and is called a New Englander. This Main Street house offers a walkable location to Main Street which has all the local flair! Stroll to the Katherine Hepburn theater which offers many events thru out the year. Main Street has shopping and restaurants or just a beautiful walk. Walking distance to Kathleen Goodwin school, Main Street school the library and Farmers Market in warmer weather. This is walkable to the Amtrack Train Station and local pickelball courts. With charm and a beautiful level yard. A two car detached garage and .51 acre. Updates and new carpet installed on front porch.
  1. Listed by Paula Stuart • Berkshire Hathaway NE Prop.
    P: (860)-575-5559 C: (860)-575-5559 Paulastuart@bhhsne.com

Property Details for 355 Main Street

Basement Description
Full, Full With Hatchway
Direct Waterfront
No
Expected Active Date
06-14-2025
Neighborhood
N/A
Style
Other
Garage Parking Info
None, Driveway
Swimming Pool
No
Expected On Market Date
06-14-2025
LISTING UPDATED: 12/08/2025 04:03 PM

Property Details for 355 Main Street

StatusUnder Contract - Continue To Show
MLS #24100965
Days on Market141
Taxes$7,060 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1919
Lot Size0.51 AC / 22,215 SF
CountyMiddlesex County

Location

Listing Courtesy of Berkshire Hathaway NE Prop., Paula Stuart
Add your commute

Building Information for 355 Main Street

Stories-Year Built1919Building Size-Lot Size0.51 AC / 22,215 SF

Payment Calculator

$4,096 per month

30 year fixed, 6.28% Interest

Principal and Interest

$3,508

Property Taxes

$588

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 355 Main Street

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Main Street Old Saybrook
  • Elementary School: Kathleen E. Goodwin
  • Flood Zone: Yes
  • High School: Old Saybrook
  • Intermediate School: Per Board of Ed
  • Latitude: 41.284584
  • Longitude: -72.374873
  • Neighborhood Amenities: Golf Course, Health Club, Library, Medical Facilities, Playground/Tot Lot, Private School(s), Shopping/Mall
  • State: Connecticut
Parking
  • Parking Total Spaces: 4
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $7,060
Interior and Exterior Features
Exterior Features
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer
  • Attic Description: Walk-up
  • Cooling System: Central Air
  • Heat Type: Hot Water
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Laundry Room Info: Main Level
  • Laundry Room Location: first floor
  • Rooms Total: 8
Room 1
  • Room Entry Order: 1
  • Room Features: Fireplace
  • Room Length: 24.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 18.0
Room 2
  • Room Entry Order: 2
  • Room Length: 13.0
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 11.0
Room 3
  • Room Entry Order: 3
  • Room Length: 27.0
  • Room Level: Main
  • Room Type: Sun Room
  • Room Width: 9.0
Room 4
  • Room Entry Order: 4
  • Room Length: 17.0
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 11.0
Room 5
  • Listing Key: 36AD5D6880A166B4E0631A01100A2677
  • Room Entry Order: 5
  • Room Level: Upper
  • Room Type: Primary Bedroom
Room 6
  • Room Entry Order: 6
  • Room Level: Upper
  • Room Type: Bedroom
Room 7
  • Room Entry Order: 7
  • Room Length: 12.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 8.0
Room 8
  • Room Entry Order: 8
  • Room Length: 11.0
  • Room Level: Upper
  • Room Type: Study
  • Room Width: 10.0
Room 9
  • Listing Key: 36AD5D6880A166B4E0631A01100A2677
  • Room Entry Order: 9
  • Room Length: 15.0
  • Room Level: Main
  • Room Type: Office
  • Room Width: 9.0
Property
Property and Assessments
  • Color: brown
  • Construction Description: Frame
  • Driveway Type: Private
  • Elevation Certificate: No
  • Exterior Siding: Shingle
  • Foundation Type: Concrete
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1919
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Apartment: No
  • Living Area SQFT Per Public Records: 2194
Lot Information
  • Lot Description: Level Lot
  • Parcel Number: 1025883
  • Sq Ft Est Heated Above Grade: 2194.0
  • Sq Ft Total: 2194.0
  • Zoning: A
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Domestic
  • Radon Mitigation Air: No
  • Radon Mitigation Water: No
  • Sewage System: Septic
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 355 Main Street

DateEvent & SourcePriceAppreciation
Sep 17, 2015

Closed (Public Record)

Public Record #556679294

$515,000

+11.8% / yr

Oct 1, 2012

Closed (Public Record)

Public Record #342277713

$370,000

-17.2% / yr

Nov 23, 2011

Closed (Public Record)

Public Record #320793911

$435,000

+5.1% / yr

Aug 19, 1999

Closed (Public Record)

Public Record #92097087

$237,000—
DateEvent & SourcePrice
09/17/2015

Closed (Public Record)

Public Record #556679294

$515,000

+11.8% / yr

10/01/2012

Closed (Public Record)

Public Record #342277713

$370,000

-17.2% / yr

11/23/2011

Closed (Public Record)

Public Record #320793911

$435,000

+5.1% / yr

08/19/1999

Closed (Public Record)

Public Record #92097087

$237,000

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

Public Records for 355 Main Street

Taxable ValueLand$124,600Additions$330,900Total$455,500
Tax Record2024$7,060 ($588 / month)
Home Facts
Beds3Baths2Total Finished SqFt2,194 SqFtAbove Grade Finished SqFt2,194 SqFtUnfinished Basement SqFt892 SqFtStories2Lot Size22,216 SqFtStyleSingle Family ResidenceYear Built1919ZoningACountyMIDDLESEXAPNOSAY M:022 B:248 L:

Schools near 355 Main Street

This home is within Old Saybrook School District.
Rating
School
Type
Grades
Distance
Public - PK to 4
Public - 5 to 8
Public - 9 to 12
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.

Similar Homes

Similar Sold Homes

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 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 makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Berkshire Hathaway NE Prop., Paula Stuart

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.