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$775,000
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Property Description
A significant price reduction! Don't miss this great opportunity to be the next owner of this exquisite antique property in the historic district of beautiful Old Saybrook, Connecticut. Completely restored in keeping with circa 1790 yet with all the modern conveniences. This is a multi use investment property with retail space on the main level currently equipped for a restaurant or cafe. The 2nd floor use has 3 units each with a full and remodeled bath. The main floor also has living space with a full bath. Walk to downtown with its' awesome restaurants, cafes, wonderful boutique shops and the world renowned Katherine Hepburn Performing Art Center. A bike ride away to the public town beaches and the gorgeous Saybrook Point Resort & Marina. Enjoy all that the pretty Connecticut shoreline town has to offer to include the stunning waterfront on the Fenwick Golf Course. Old Saybrook is a quintessential New England town that is a highly regarded destination for visitors from all over the world. An easy and no fuss destination for travelers coming from NYC and Boston by train. Visitors explore the Connecticut shoreline rich in history and culture with Mystic Seaport 30 minutes away. This B&B is notably called the James Pharmacy Bed & Breakfast for the historic significance of the first female pharmacist to own and operate a pharmacy in Connecticut. Prior to it being a pharmacy, the building dates back to 1790 when it was first built and was used a general store.
Full Property Details
Full Property Details for 323 Main St
General
- Sold For: $775,000
- Taxes: (July 2025-June 2026)
- Status: Closed
- Type: Commercial
- Source: SMARTMLS
- MLS ID: 24160108
- Added to Site: 52 day(s) ago
Interior
- Flooring: Concrete, Tile, Wood
Rooms
Bathrooms
- Total Bathrooms: 6
- Full Bathrooms: 4
- Half Bathrooms: 2
- Restrooms: 5
Parking
- Total Spaces: 10
- Parking: Paved, Off Street Parking
Location
- County: Middlesex
- Driving Directions: Main Street . The cross street is Pennywise
Heating & Cooling
- Cooling Type: Central Air, Zoned
- Heating Type: Steam, Electric, Oil
- Heating Fuel: Electric, Oil
Utilities
- Sewer: Septic
- Water: Public Water Connected
- Utility Description: Electric, Cable
Structural Information
- Roof: Asphalt Shingle
- Square Feet: 2,616
- Sq. Ft. Source: Owner
- Current Bldg. Use: Restaurant and bed & breakfast
- Year Built: 1790
Unit Information
Unit 1
- Unit Description: 1 Bedroom
- Square Feet: 350
- Total Bathrooms: 1
Unit 2
- Unit Description: 1 Bedroom
- Square Feet: 350
- Total Bathrooms: 1
Unit 3
- Unit Description: 1 Bedroom
- Square Feet: 3
- Total Bathrooms: 1
Unit 4
- Unit Description: Efficiency
- Square Feet: 500
- Total Bathrooms: 1
Unit 5
- Unit Description: Retail
- Total Bathrooms: 2
- Half Baths: 2
- Partial Bathrooms: 2
Lot Features
- Lot Size (Acres): 0.25
- Frontage: Municipal Street, Paved Road
- Present Use: Restaurant and bed & breakfast
- Zoning: A
- Lot Description: Level Lot
Financial Considerations
- Assessment Amount: $344,500
- Sewer Assmt: new septic system in
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Documents Avail.: Lead Disclosure
- Property ID: 1026687
Listed by William Raveis Real Estate, GOODRICH TEAM OF WILLIAM RAVEIS REAL ESTATE, Meg Goodrich
Sold by Re/Max Valley Shore, Craig Milton
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Schools
Schools serving 323 Main St
School District:Old Saybrook School District
| Name | Grades | Distance |
|---|---|---|
Old Saybrook Middle School 60 Sheffield Street, Old Saybrook, CT 06475 | 4-8 | 0.3 mi |
Kathleen E. Goodwin School 80 Old Boston Post Road, Old Saybrook, CT 06475 | PK-3 | 0.3 mi |
Old Saybrook Senior High School 1111 Boston Post Road, Old Saybrook, CT 06475 | 9-12 | 1.1 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 323 Main St
Date
Details
Price
Change
Source
5/04/2026
Sold
$775,000
-8.81%
MLS
3/17/2026
Listed
$849,900
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
323 Main Street, Old Saybrook, CT 06475 (MLS# 24160108) is a Commercial property that was sold at $775,000 on May 04, 2026. Want to learn more about 323 Main Street? Do you have questions about finding other Commercial real estate for sale in Old Saybrook? You can browse all Old Saybrook real estate or contact a Coldwell Banker agent to request more information.

