1. Massachusetts
  2. Gloucester
  3. 33 Middle St
$1,199,000

33 Middle St, Gloucester, MA 01930

  • 9 beds |
  • 5 baths |
  • 4,600 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 1853
  • Property Lot Size Icon7,405sqft lot
  • Property Parking Icon 1 car garage
  • Property Price Per Square Feet Icon $261/sqft
  • Property List Date Icon Listed 29 days ago

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.

Listing Status:
Active
Date Added:
September 11, 2025 at 05:00AM
Listing Office:
Churchill Properties : 978-515-7031
Listing Agent:
Debra L. Lovelace : 978-879-7356
MLS ID:
73429533
  • General: Bathroom - FullClosetDining AreaCountertops - Stone/Granite/SolidKitchen IslandRecessed LightingIn-Law FloorplanBonus Room
  • Appliances: Gas Water HeaterRangeDishwasherDisposalRefrigeratorWasherDryerGas Cooktop
  • Laundry: Bathroom - FullSecond Floor
  • Basement: FinishedWalk-Out Access
  • Flooring: WoodFlooring - Hardwood
  • A/C: None
  • Heating: BaseboardNatural Gas
  • Fireplace: Dining RoomFamily RoomLiving RoomMaster BedroomBedroomFireplaceFireplaces: 5
  • Eco/Green Feature: Thermostat
  • General: PorchDeck - WoodBalconyStorageFenced Yard
  • Style: Colonial
  • Parking: AttachedOff Street
  • Roofing: Shingle
  • General: FrameGranite
  • Road/Access: Public
  • Originating MLS: MLS Property Information Network
  • County: Essex
  • Zoning: R-5M:0007 B:0085 L:00001893752
  • View: City View(s)
  • Fencing: Fenced
  • Utilities: for Gas Rangefor Electric RangeCircuit Breakers
  • Water: Public
  • Sewer: Public Sewer
  • Source: MLS Property Information Network

This listing courtesy of Debra L. Lovelace, Churchill Properties

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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Location

Schools Nearby

E

East Gloucester Elementary School

8 Davis Street Ext, Gloucester, MA, 01930

Grades KG-5

0.98 miles away

R

Ralph B O'Maley Middle School

32 Cherry St, Gloucester, MA, 01930

Grades 6-8

1.25 miles away

G

Gloucester High School

32 Leslie O Johnson Rd, Gloucester, MA, 01930

Grades 9-12

0.51 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.