SoldApr 30, 2026

Listed by Debra Lovelace from Churchill Properties

Source: MLS Property Information Network Inc #73429533

33 Middle St, Gloucester, MA, 01930

$1,160,000

9
5
4
4600 sq. ft.
7512 sq. ft.

SingleFam

30+ days on the market

Sold: Apr 30, 2026

What's around 33 Middle St

About this property

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.

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Other properties sold by Debra Lovelace

SoldMar 20, 2026
$500,000
15 Mt Vernon St
Gloucester MA 01930
3
3
2
Single-Family
Listing courtesy of Churchill Properties and J. Barrett & Company
SoldJan 23, 2026
$685,000
196 Washington St
Gloucester MA 01930
3
3
7
Other
Listing courtesy of Churchill Properties and Sara Fishbane Real Estate
SoldAug 8, 2025
$728,000
UNIT 3/74 East Main Street
Gloucester MA 01930
3
3
4
Single-Family
Listing courtesy of Churchill Properties and Holly C & Co. Fine Homes

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