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33 Middle StGloucester, MA 01930

For Sale

$1,199,000

Smart Buyer Rebate $5,995

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.

Listed by Debra L. Lovelace

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Churchill Properties

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978-879-7356

Last updated September 16, 2025

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Source: MLSPin #73429533

Listing Facts

  • TypeSingle-family
  • NeighborhoodCentral Gloucester
  • Bedrooms9
  • Bathrooms5
  • Days on Prevu42
  • Taxes$9,219/year
  • Size4,600 sqft
  • Price per sqft$261

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Washer/Dryer
  • Parking

Location

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Listing History

09/11/2025
Listed by Churchill Properties
$1,199,000

Property Details for 33 Middle St

Association

Amenities

  • Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, House Of Worship, T-Station

Exterior

Construction

  • Roof: Shingle
  • Year Built: 1853
  • Year Built Details: Actual,Certified Historic
  • Architectural Style: Colonial
  • Construction Materials: Frame
  • Exterior Features: Porch, Deck - Wood, Balcony, Storage, Fenced Yard

Features

  • Fencing: Fenced
  • Patio And Porch Features: Porch, Deck - Wood
  • Road Frontage Type: Public
  • View: City View(s)
  • Waterfront Features: Harbor, Ocean, 1/10 To 3/10 To Beach

Measurements

  • Building Area Total: 4,600
  • Building Area Units: Square Feet
  • Frontage Length: 65
  • Lot Size Acres: 0.17
  • Lot Size Area: 0
  • Lot Size Square Feet: 7,512
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: M:0007 B:0085 L:0000,1893752
  • Tax Annual Amount: $9,219.00
  • Tax Assessed Value: $947,500.00
  • Tax Year: 2024

Interior

Features

  • Appliances: Gas Water Heater, Range, Dishwasher, Disposal, Refrigerator, Washer, Dryer, Gas Cooktop
  • Fireplace Features: Dining Room, Family Room, Living Room, Master Bedroom, Bedroom
  • Fireplace: Yes
  • Fireplaces Total: 5
  • Flooring: Wood, Flooring - Hardwood
  • Interior Features: Bathroom - Full, Closet, Dining Area, Countertops - Stone/Granite/Solid, Kitchen Island, Recessed Lighting, In-Law Floorplan, Bonus Room

Measurements

  • Living Area: 4,600
  • Living Area Source: Measured

Rooms

  • Basement: Finished, Walk-Out Access
  • Bathrooms Full: 5
  • Bathrooms Total Integer: 5
  • Bedrooms Total: 9
  • Rooms Total: 17

Other

Environmental

  • Green Energy Efficient: Thermostat

Parking

Parking

  • Attached Garage: Yes
  • Covered Spaces: 1
  • Garage Spaces: 1
  • Garage: Yes
  • Parking Features: Attached, Off Street
  • Parking Total: 3

Utilities

Equipment

  • Electric: Circuit Breakers
  • Heating: Baseboard, Natural Gas
  • Has Heating: Yes
  • Laundry Features: Bathroom - Full, Second Floor
  • Sewer: Public Sewer
  • Utilities: For Gas Range, For Electric Range
  • Water Source: Public

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.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.