355 Main Street

Off Market

355 Main Street

Middlesex County CT 06475

2194 sq. ft.

0.51 ac.

Single-Family

Last sold for $707,500

Paula Stuart, last sold this property on 19 December 2025 after 188 days on market.

Overview

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.

Features

3 bedrooms

2 bathrooms

4 carspaces

2194 sq. ft. floor area

0.51 ac. lot size

Single-Family

Estimated Value

Based on this property and similar 3 bedroom single-family properties sold in Middlesex County over the last 12 months, the estimated median property value of 355 Main Street is $751.5k.

Median value

$751.5k

Estimated value range

$309k - $2.97m

Median days on market

Estimated value trend

increase over the last 12 months

Average days on market is based on recent, comparable sales in Middlesex County. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 355 Main Street

2025

Sold

$707,500

19 Dec 2025 by Paula Stuart, of Berkshire Hathaway NE Prop.

2015

Sold

$515,000

17 Sep 2015 by William Simler, of William Raveis Real Estate

2011

Sold

$435,000

18 Nov 2011 by Bill Sage, of Coldwell Banker Realty

Happy sellers in Middlesex County

We have insufficient information to provide an overview of customer satisfaction for Middlesex County. Viewing the agent profiles, reviews and sales for Middlesex County can provide insights for this location.

Local market activity for 3 bedroom single-family properties in Middlesex County

In the last 12 months, 69 three-bedroom single-family properties similar to 355 Main Street, have been sold.

This represents a 15% increase in three-bedroom single-family properties sales when compared to the previous 12 months.

Sold

For Sale

Interested in selling?

People are reaching out to these agents in Middlesex County for a market analysis.

Kayla Chasse

at Page Taft - Compass

(7 reviews)

Get a market analysis

Cathyann Schulte

at Countryside Realty

(36 reviews)

Get a market analysis

Carol York

at For Sale By Owner Connecticut

(24 reviews)

Get a market analysis

Cheri Paulsen

at Real Broker CT, LLC

(12 reviews)

Get a market analysis

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Middlesex County

Kayla Chasse

Kayla Chasse is a recommended agent for Middlesex County. They have 2 local sales and collected 1 local review across the last 12 months.

5 (7 reviews)
1 Review in Middlesex County
2 Sales in Middlesex County

View profile

Cathyann Schulte

Sellers who recommend Cathyann Schulte have praised them for being responsive, local expert, clear communication, stress-free process, pleasant, supportive, and hard-working