Jay Contessa
William Pitt Sotheby's Int'l
(475) 250-1748
52 Total Sales
1 in Old Saybrook
$3,400,000 Price
355 Main St Old Saybrook, CT 06475
Old Saybrook AreaEstimated Value: $779,414
3
Beds
1.5
Baths
2,194
Sq Ft
$355/Sq Ft
Est. Value
Highlights
- Attic
- Property is near golf course and shops
- Hot Water Heating System
- 1 Fireplace
- Central Air
- Private Driveway
About This Home
As of December 2025In 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.
Last Agent to Sell the Property
Berkshire Hathaway NE Prop. Brokerage Phone: (860) 575-5559 License #RES.0764016 Listed on: 06/11/2025
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $7,060
Year Built
- Built in 1919
Lot Details
- 22,216 Sq Ft Lot
- Level Lot
Home Design
- Concrete Foundation
- Frame Construction
- Asphalt Shingled Roof
- Shingle Siding
Interior Spaces
- 2,194 Sq Ft Home
- 1 Fireplace
- Basement Fills Entire Space Under The House
- Walkup Attic
Kitchen
- Oven or Range
- Microwave
- Dishwasher
Bedrooms and Bathrooms
- 3 Bedrooms
Laundry
- Laundry on main level
- Dryer
- Washer
Parking
- 4 Parking Spaces
- Private Driveway
Location
- Flood Zone Lot
- Property is near golf course and shops
Schools
- Kathleen E. Goodwin Elementary School
- Old Saybrook High School
Utilities
- Central Air
- Hot Water Heating System
- Heating System Uses Oil
- Fuel Tank Located in Basement
Listing and Financial Details
- Assessor Parcel Number 1025883
Ownership History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Jun 11, 2025
Closed on
Dec 19, 2025
Sold by
Bought by
Seller's Agent
Paula Stuart
Berkshire Hathaway NE Prop.
Buyer's Agent
Kristen Leo
William Raveis Real Estate
List Price
$729,000
Sold Price
$707,500
Premium/Discount to List
-$21,500
-2.95%
Views
134
Current Estimated Value
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
$71,914
Avg. Annual Appreciation
16.90%
Purchase Details
Listed on
Aug 3, 2015
Closed on
Sep 18, 2015
Sold by
Bought by
Seller's Agent
William Simler
Coldwell Banker Realty
Buyer's Agent
Rose McWaid
William Raveis Real Estate
List Price
$549,000
Sold Price
$515,000
Premium/Discount to List
-$34,000
-6.19%
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
3.14%
Original Mortgage
$215,000
Interest Rate
3.94%
Mortgage Type
New Conventional
Purchase Details
Listed on
Jun 8, 2012
Closed on
Oct 1, 2012
Sold by
Bought by
Seller's Agent
Bill Sage
Coldwell Banker Realty
Buyer's Agent
Blythe Smith
Blythe Real Estate
List Price
$499,900
Sold Price
$370,000
Premium/Discount to List
-$129,900
-25.99%
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
11.78%
Original Mortgage
$277,750
Interest Rate
3.62%
Purchase Details
Closed on
Aug 19, 1999
Sold by
Bought by
Home Values in the Area
Average Home Value in this Area
Agents Specializing in Old Saybrook, CT
-
Jay Contessa
-
Joan Casey
Joan Casey
RE/MAX Legends
(860) 451-5035
127 Total Sales
1 in Old Saybrook
$1,060,000 Price
-
Kelly Puorro
Kelly Puorro
Puorro Realty Group
(959) 265-4615
103 Total Sales
2 in Old Saybrook
$68K - $459K Price Range
-
Nancy Potts
Nancy Potts
Coldwell Banker Realty
(959) 215-5488
65 Total Sales
5 in Old Saybrook
$440K - $1.2M Price Range
-
Joseph Moleano
Joseph Moleano
Charles Rutenberg Realty, Inc.
(914) 809-9676
10 Total Sales
1 in Old Saybrook
$1,300,000 Price
-
Judy Szablak
Judy Szablak
Coldwell Banker Realty
(475) 262-8112
98 Total Sales
1 in Old Saybrook
$610,000 Price
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Buyer | Sale Price | Title Company |
|---|---|---|---|
| $715,000 | -- | ||
| $515,000 | -- | ||
| $370,000 | -- | ||
| $237,000 | -- |
Source: Public Records
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Borrower | Loan Amount |
|---|---|---|---|
| Closed | $600,000 | ||
| Previous Owner | $179,000 | ||
| Previous Owner | $215,000 | ||
| Previous Owner | $277,750 | ||
| Previous Owner | $30,000 | ||
| Previous Owner | $277,750 | ||
| Previous Owner | $26,315 | ||
| Previous Owner | $25,000 |
Source: Public Records
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 12/21/2025 12/21/25 | Pending | -- | -- | -- | |
| 12/19/2025 12/19/25 | Sold | $707,500 | -0.3% | $322 / Sq Ft | |
| 11/07/2025 11/07/25 | Price Changed | $709,900 | -2.6% | $324 / Sq Ft | |
| 09/13/2025 09/13/25 | Price Changed | $729,000 | 0.0% | $332 / Sq Ft | |
| 09/13/2025 09/13/25 | For Sale | $729,000 | +3.0% | $332 / Sq Ft | |
| 08/08/2025 08/08/25 | Off Market | $707,500 | -- | -- | |
| 06/14/2025 06/14/25 | For Sale | $749,000 | +45.4% | $341 / Sq Ft | |
| 09/17/2015 09/17/15 | Sold | $515,000 | -6.2% | $235 / Sq Ft | View Prior Sale |
| 08/15/2015 08/15/15 | Pending | -- | -- | -- | |
| 08/03/2015 08/03/15 | For Sale | $549,000 | +48.4% | $250 / Sq Ft | |
| 09/28/2012 09/28/12 | Sold | $370,000 | -26.0% | $169 / Sq Ft | View Prior Sale |
| 08/06/2012 08/06/12 | Pending | -- | -- | -- | |
| 06/08/2012 06/08/12 | For Sale | $499,900 | -- | $228 / Sq Ft |
Source: SmartMLS
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $7,060 | $455,500 | $124,600 | $330,900 |
| 2024 | $6,924 | $455,500 | $124,600 | $330,900 |
| 2023 | $6,090 | $297,800 | $84,500 | $213,300 |
| 2022 | $5,980 | $297,800 | $84,500 | $213,300 |
| 2021 | $5,971 | $297,800 | $84,500 | $213,300 |
| 2020 | $5,971 | $297,800 | $84,500 | $213,300 |
| 2019 | $5,882 | $297,800 | $84,500 | $213,300 |
| 2018 | $5,523 | $281,800 | $74,300 | $207,500 |
| 2017 | $5,540 | $281,800 | $74,300 | $207,500 |
| 2016 | $5,427 | $281,800 | $74,300 | $207,500 |
| 2015 | $5,301 | $281,800 | $74,300 | $207,500 |
| 2014 | $5,213 | $281,800 | $74,300 | $207,500 |
Source: Public Records
Agents Affiliated with this Home
-
Paula Stuart
Seller's Agent in 2025
Paula Stuart
Berkshire Hathaway Home Services
(860) 575-5559
36 Total Sales
-
Kristen Leo
K
Buyer's Agent in 2025
Kristen Leo
William Raveis Real Estate
(860) 536-2600
2 Total Sales
-
W
Seller's Agent in 2015
William Simler
Coldwell Banker Realty
-
Rose McWaid
Buyer's Agent in 2015
Rose McWaid
William Raveis Real Estate
(860) 573-0667
40 Total Sales
-
B
Seller's Agent in 2012
Bill Sage
Coldwell Banker Realty
-
B
Buyer's Agent in 2012
Blythe Smith
Blythe Real Estate
Map
Source: SmartMLS
MLS Number: 24100965
APN: OSAY-000022-000248
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
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.
Nearby Homes
- 5 Cove Landing
- 25 Sheffield St Unit 7
- 25 Sheffield St Unit 3
- 108 Maple Ave
- 20 Saltus Dr
- 125 Main St
- 2 Old South Cove Rd
- 18 Old South Cove Rd
- 13 College St
- 1333A Boston Post Rd
- 17 College St
- 11 Coulter St Unit 7
- 9 Farview Ave
- 14 Cedarwood Ln
- 32 King St
- 25 Sunset Rd Unit 3
- 11 Cambridge Ct E
- 119 Great Hammock Rd
- 104 Knollwood Dr
- 26 Willard Ave
- 359 Main St
- 351 Main St
- 357 Main St
- 349 Main St
- 365 Main St
- 367 Main St Unit 9
- 367 Main St Unit 46
- 367 Main St Unit 45
- 367 Main St Unit 3
- 367 Main St Unit 37
- 367 Main St Unit 4
- 367 Main St Unit 1
- 367 Main St Unit 17
- 367 Main St Unit 10
- 367 Main St Unit 16
- 367 Main St Unit 14
- 367 Main St Unit 2
- 367 Main St Unit 51
- 367 Main St Unit 34
- 367 Main St Unit 43
Your Personal Tour Guide
Ask me questions while you tour the home.