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33 Middle St, Gloucester, MA 01930
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$1,199,000
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Home Details for 33 Middle St
Price
$1,199,000
Type
Single Family
Bedrooms
9
Total Bathrooms
5
Full Bathrooms
5
Year Build
1853
Sq. Ft.
4600
Lot Size
0.17
County
Essex
Total Rooms
17
Garage
1
Basement
Finished, Walk-Out Access
Tax
$9,219
MLS®️ Listing#
73429533
On exitrealty.com
128 days
Property Description
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.
- Fire Place
- Dining Room
- Family Room
- Living Room
- Master Bedroom
- Bedroom
- House Interior
- Kitchen Island
- Recessed Lighting
- In-Law Floorplan
- Parking
- Attached
- Off Street
- Garage
- Heating Information
- Natural Gas
- Baseboard
- Basement
- Finished
- Walk-Out Access
- Waterfront and Water Access
- Ocean Front
- Cooling Information
- None
- Water Features
- Public
- Garage
- 1
Listing Courtesy: Churchill Properties - 978-515-7031. Presented by: Debra L. Lovelace
The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing, leasing or renting 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, leasing or renting. 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, or as to the accuracy of any of the Images, set forth herein. Copyright ©2026 MLS Property Information Network, Inc. All Rights Reserved.
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$1,199,000
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EXIT BAYSIDE REALTY
1827 Dorchester Avenue, Boston, MA 02124
Proudly serving the areas of Braintree, Milton, Quincy, South Boston