33 Middle St, Gloucester, MA 01930
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$1,199,000
9 Beds
5 Baths
4600 SQFT
0.17 Acre
HOA: N/A

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.

Property Details tap to expand

Amenities

  • House of Worship
  • Medical Facility
  • Park
  • Public Transportation
  • Shopping
  • T-Station
  • Walk/Jog Trails

Kitchen, Dining, and Appliances

  • Balcony / Deck, Breakfast Bar / Nook, Cabinets - Upgraded, Countertops - Stone/Granite/Solid, Deck - Exterior, Flooring - Hardwood, Gas Stove, Pantry, Recessed Lighting, Stainless Steel Appliances, Wood / Coal / Pellet Stove
  • Dishwasher, Disposal, Dryer, Range, Refrigerator, Washer
  • Dining Room Level: First Floor
  • Dining Room Features: Bathroom - Full, Crown Molding, Fireplace, Flooring - Hardwood, Lighting - Overhead

Bathrooms

  • Full Baths: 5
  • Bathroom 1 Level: First Floor
  • Bathroom 1 Features: Bathroom - Full, Countertops - Upgraded
  • Bathroom 2 Level: Second Floor
  • Bathroom 2 Features: Bathroom - Double Vanity/Sink, Bathroom - Full, Countertops - Stone/Granite/Solid, Flooring - Hardwood
  • Bathroom 3 Level: Second Floor
  • Bathroom 3 Features: Bathroom - Full

Bedrooms

  • Bedrooms: 9
  • Master Bedroom Level: Second Floor
  • Master Bedroom Features: Ceiling Fan(s), Closet, Fireplace, Flooring - Hardwood
  • Bedroom 2 Level: Second Floor
  • Master Bedroom Features: Ceiling Fan(s), Flooring - Hardwood
  • Bedroom 3 Level: Second Floor
  • Master Bedroom Features: Balcony - Exterior, Ceiling Fan(s), Flooring - Hardwood, Lighting - Overhead

Other Rooms

  • Total Rooms: 17
  • Living Room Level: First Floor
  • Living Room Features: Cable Hookup, Decorative Molding, Fireplace, Flooring - Hardwood, Window(s) - Bay/Bow/Box, Window(s) - Stained Glass
  • Family Room Level: First Floor
  • Family Room Features: Closet, Closet/Cabinets - Custom Built, Fireplace, Flooring - Hardwood
  • Laundry Room Features: Finished, Walk Out

Utilities

  • Heating: Gas, Hot Water Baseboard
  • Heat Zones: 3
  • Hot Water: Natural Gas
  • Cooling: None
  • Electric Info: Circuit Breakers
  • Energy Features: Prog. Thermostat
  • Utility Connections: for Electric Range, for Gas Range
  • Water: City/Town Water
  • Sewer: City/Town Sewer

Garage & Parking

  • Garage Parking: Attached
  • Garage Spaces: 1
  • Parking Features: Off-Street
  • Parking Spaces: 3

Interior Features

  • Square Feet: 4600
  • Fireplaces: 5
  • Accessability Features: Unknown

Construction

  • Year Built: 1853
  • Type: Detached
  • Style: Colonial
  • Construction Type: Frame
  • Foundation Info: Granite
  • Roof Material: Asphalt/Fiberglass Shingles
  • UFFI: Unknown
  • Flooring Type: Wood
  • Lead Paint: Unknown
  • Warranty: No

Exterior & Lot

  • Lot Description: City View(s)
  • Exterior Features: Balcony, Deck - Wood, Fenced Yard, Porch, Storage Shed
  • Road Type: Public
  • Waterfront Features: Harbor, Ocean
  • Distance to Beach: 1/10 to 3/10

Other Information

  • MLS ID# 73429533
  • Last Updated: 09/16/25
  • HOA: No
  • Reqd Own Association: Unknown
  • Terms: Contract for Deed

Property History tap to expand

Date Event Price Price/Sq Ft Source
09/15/2025Active$1,199,000$261MLSPIN
09/11/2025New$1,199,000$261MLSPIN

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Seller's Representative: Debra L. Lovelace, Churchill Properties
Sub Agent Compensation: n/a
Buyer Agent Compensation: n/a
Facilitator Compensation: n/a
Compensation Based On: n/a
Sub-Agency Relationship Offered: No

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MLS PIN data last updated at 2025-09-16 08:13:00