$1,199,000
33 Middle St
Gloucester, MA, 01930
Built in 1853 and beautifully updated for today’s lifestyle, the Obadiah Woodbury Home offers a rare chance to own a piece of Gloucester’s history. Just steps to Stacey Boulevard, the Inner Harbor, restaurants, galleries, shops, beaches, and the MBTA, this stately in-town residence delivers coastal living with standout walkability. Inside are soaring ceilings, spacious rooms, classic moldings, and ornate fireplaces that honor its character, while a fully modernized kitchen adds everyday function. With a flexible layout and generous proportions, it’s ideal for multi-generation living. Recent upgrades include new roofing, full removal of knob-and-tube wiring, a state-of-the-art gas heating system with zones, and custom library shelving. The private yard is a rare in-town oasis—perfect for entertaining, gardening, or quiet relaxation. Whether as a primary residence or second home, this gracious historic gem captures the best of Gloucester.
Property Details
Price:
$1,199,000
MLS #:
73429533
Status:
Active
Beds:
9
Baths:
5
Address:
33 Middle St
Type:
Single Family
Subtype:
Single Family Residence
City:
Gloucester
Listed Date:
Sep 11, 2025
State:
MA
Finished Sq Ft:
4,600
Total Sq Ft:
4,600
ZIP:
01930
Lot Size:
7,512 sqft / 0.17 acres (approx)
Year Built:
1853
Schools
Interior
Appliances
Gas Water Heater, Range, Dishwasher, Disposal, Refrigerator, Washer, Dryer, Gas Cooktop
Bathrooms
5 Full Bathrooms
Cooling
None
Fireplaces Total
5
Flooring
Wood, Flooring – Hardwood
Heating
Baseboard, Natural Gas
Laundry Features
Bathroom – Full, Second Floor
Exterior
Architectural Style
Colonial
Community Features
Public Transportation, Shopping, Park, Walk/ Jog Trails, Medical Facility, House of Worship, T- Station
Construction Materials
Frame
Exterior Features
Porch, Deck – Wood, Balcony, Storage, Fenced Yard
Parking Features
Attached, Off Street
Parking Spots
3
Roof
Shingle
Financial
Tax Year
2024
Taxes
$9,219
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Courtesy of Churchill Properties. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
33 Middle St
Gloucester, MA
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