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.
Sold for $707,500
$707,500
355 Main Street, Old Saybrook, CT 06475
3beds
2,194sqft
Single Family Residence
Built in 1919
0.51 Acres Lot
$730,000 Zestimate®
$322/sqft
$3,287 Estimated rent
Home value
$730,000
$672,000 - $796,000
$3,287/mo
Zestimate® history
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Zillow last checked: 7 hours ago
Listing updated: December 20, 2025 at 07:51pm
Listed by:
Paula Stuart (860)575-5559,
Berkshire Hathaway NE Prop. 860-388-3411
Bought with:
Kristen Leo, RES.0834369
William Raveis Real Estate
Source: Smart MLS,MLS#: 24100965
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 1
- 1/2 bathrooms: 1
Primary bedroom
- Level: Upper
Bedroom
- Level: Upper
Bedroom
- Level: Upper
- Area: 96 Square Feet
- Dimensions: 8 x 12
Dining room
- Level: Main
- Area: 143 Square Feet
- Dimensions: 11 x 13
Kitchen
- Level: Main
- Area: 187 Square Feet
- Dimensions: 11 x 17
Living room
- Features: Fireplace
- Level: Main
- Area: 432 Square Feet
- Dimensions: 18 x 24
Office
- Level: Main
- Area: 135 Square Feet
- Dimensions: 9 x 15
Study
- Level: Upper
- Area: 110 Square Feet
- Dimensions: 10 x 11
Sun room
- Level: Main
- Area: 243 Square Feet
- Dimensions: 9 x 27
Heating
- Hot Water, Oil
Cooling
- Central Air
Appliances
- Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
- Laundry: Main Level
Features
- Basement: Full
- Attic: Walk-up
- Number of fireplaces: 1
Interior area
- Total structure area: 2,194
- Total interior livable area: 2,194 sqft
- Finished area above ground: 2,194
Property
Parking
- Total spaces: 4
- Parking features: None, Driveway, Private
- Has uncovered spaces: Yes
Lot
- Size: 0.51 Acres
- Features: Level, In Flood Zone
Details
- Parcel number: 1025883
- Zoning: A
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Other
- Property subtype: Single Family Residence
Materials
- Shingle Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1919
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
Community & neighborhood
Community
- Community features: Golf, Health Club, Library, Medical Facilities, Playground, Private School(s), Shopping/Mall
Location
- Region: Old Saybrook
Price history
| Date | Event | Price |
|---|---|---|
| 12/21/2025 | Listing removed | $709,900$324/sqft |
Source:  Berkshire Hathaway HomeServices New England Properties #24100965 Report a problem | ||
| 12/21/2025 | Pending sale | $709,900+0.3%$324/sqft |
Source:  Smart MLS #24100965 Report a problem | ||
| 12/19/2025 | Sold | $707,500-0.3%$322/sqft |
Source: Smart MLS #24100965 Report a problem | ||
| 11/17/2025 | Contingent | $709,900$324/sqft |
Source: Berkshire Hathaway HomeServices New England Properties #24100965 Report a problem | ||
| 11/7/2025 | Price change | $709,900-2.6%$324/sqft |
Source: Smart MLS #24100965 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $7,060 +2% | $455,500 |
| 2024 | $6,924 +13.7% | $455,500 +53% |
| 2023 | $6,090 +1.8% | $297,800 |
Find assessor info on the county website
Neighborhood: 06475
Nearby schools
GreatSchools rating
- 7/10Old Saybrook Middle SchoolGrades: 5-8Distance: 0.3 mi
- 8/10Old Saybrook Senior High SchoolGrades: 9-12Distance: 1.1 mi
- 5/10Kathleen E. Goodwin SchoolGrades: PK-4Distance: 0.4 mi
Schools provided by the listing agent
- Elementary: Kathleen E. Goodwin
- High: Old Saybrook
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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$730,000
2% more
+$14,600
With Zillow Showcase(estimated)
$744,600
- Connecticut
- Middlesex County
- Old Saybrook
- 06475
- 355 Main Street