Skip to content

Location filter
  • Any
  • Boston
  • Boston - Allston
  • Boston - Back Bay
  • Boston - Bay Village
  • Boston - Beacon Hill
  • Boston - Brighton
  • Boston - Charlestown
  • Boston - Chinatown
  • Boston - Dorchester
  • Boston - Downtown
  • Boston - East Boston
  • Boston - Fenway/Kenmore
  • Boston - Fort Hill
  • Boston - Fort Point
  • Boston - Hyde Park
  • Boston - Jamaica Plain
  • Boston - Longwood Medical Area
  • Boston - Mattapan
  • Boston - Mission Hill
  • Boston - North End
  • Boston - Northeastern/Symphony
  • Boston - Roslindale
  • Boston - Roxbury
  • Boston - Seaport/Waterfront
  • Boston - South Boston
  • Boston - South End
  • Boston - Theater District
  • Boston - West End
  • Boston - West Roxbury
  • Abington
  • Acton
  • Amherst
  • Andover
  • Arlington
  • Attleboro
  • Barnstable
  • Bedford
  • Bellingham
  • Belmont
  • Berlin
  • Beverly
  • Billerica
  • Bolton
  • Bourne
  • Boxborough
  • Braintree
  • Brewster
  • Bridgewater
  • Brockton
  • Brookline
  • Burlington
  • Cambridge
  • Canton
  • Charlton
  • Chatham
  • Chelmsford
  • Chelsea
  • Chestnut Hill
  • Clinton
  • Cohasset
  • Concord
  • Dalton
  • Danvers
  • Dartmouth
  • Dedham
  • Dennis
  • Douglas
  • Dover
  • Dracut
  • Duxbury
  • Everett
  • Fall River
  • Falmouth
  • Fitchburg
  • Foxboro
  • Framingham
  • Franklin
  • Gardner
  • Gloucester
  • Grafton
  • Granby
  • Great Barrington
  • Greenfield
  • Groveland
  • Hadley
  • Hanover
  • Hanson
  • Harwich
  • Haverhill
  • Hingham
  • Holbrook
  • Hopkinton
  • Hull
  • Hyannis
  • Kingston
  • Lakeville
  • Lancaster
  • Lawrence
  • Leicester
  • Lenox
  • Leominster
  • Lexington
  • Littleton
  • Lowell
  • Lunenburg
  • Lynn
  • Lynnfield
  • Malden
  • Marion
  • Marlborough
  • Marshfield
  • Mashpee
  • Maynard
  • Medford
  • Medway
  • Melrose
  • Merrimac
  • Methuen
  • Milford
  • Milton
  • Natick
  • Needham
  • Newton
  • North Andover
  • North Grafton
  • North Reading
  • Northampton
  • Northborough
  • Northbridge
  • Norton
  • Norwell
  • Norwood
  • Oak Bluffs
  • Orange
  • Peabody
  • Pembroke
  • Pepperell
  • Pittsfield
  • Plainville
  • Plymouth
  • Quincy
  • Randolph
  • Reading
  • Revere
  • Salem
  • Sandwich
  • Saugus
  • Sharon
  • Somerset
  • Somerville
  • Spencer
  • Stoneham
  • Stoughton
  • Sudbury
  • Swampscott
  • Taunton
  • Wakefield
  • Walpole
  • Waltham
  • Wareham
  • Watertown
  • Wayland
  • Webster
  • Wellesley
  • West Springfield
  • Westborough
  • Westfield
  • Westwood
  • Weymouth
  • Wilmington
  • Winthrop
  • Woburn
  • Worcester
  • Yarmouth
  • Babson College
  • Berklee College of Music
  • Bentley University
  • Boston College
  • Boston University
  • Brandeis University
  • Emerson College
  • Emmanuel College
  • Harvard University
  • Hult International Business School
  • MassArt
  • MCPHS University
  • MIT
  • Northeastern University
  • Simmons University
  • Suffolk University
  • Tufts University
  • UMASS Boston
  • Wentworth Institute of Technology
You are here:
Home Massachusetts Gloucester Homes for Sale

33 Middle St Gloucester, MA 01930

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

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 Overview

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

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

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

Amenities

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

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

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

Mortgage Calculator

View Breakdown

Map & Resources

Hovey School

School

0.24mi

Gloucester Alternative High School

Grades: 9-12

0.25mi

Saint Ann Elementary School

Grades: 1-6

0.3mi

St Ann Elementary

Private School, Grades: PK-8

0.31mi

Gloucester High School

Public Secondary School, Grades: 9-12

0.48mi

Watson and the Shark

Bar

0.06mi

Crows Nest

Bar

0.69mi

Cafe Dolce

Cafe

0.07mi

Cafe Bischo

Cafe

0.08mi

Sandpiper Bakery

Coffee Shop & Bakery (Cafe)

0.16mi

Cake Ann

Cake & Cupcake & Coffee (Cafe)

0.19mi

Lone Gull Coffee House

Coffee Shop

0.21mi

Shore Nutrition

Juice (Fast Food)

0.21mi

Gloucester Police Department

Local Police

0.29mi

MEP Pier

Police

0.82mi

Massachuetts Environmental Police

Police

0.84mi

Gloucester Fire Department

Fire Station

0.15mi

Addison Gilbert Hospital

Hospital

1.09mi

Sargent House Museum

Museum

0.09mi

Cape Ann Historical Museum

Museum

0.27mi

Cape Ann Museum

Museum

0.29mi

Maritime Gloucester

Museum

0.39mi

CAM Green

Museum

0.83mi

Gloucester Cinema

Cinema

0.81mi

New Balance Stadium

Sports Centre. Sports: American Football

0.35mi

Unitarian Unaversalist Churchyard

Park

0.04mi

Sargent House Garden

Park

0.09mi

St. Peter's Park

Park

0.1mi

Stacy Boulevard

Park

0.16mi

Central Gloucester Historic District

Park

0.22mi

Lookout Park - Governors Hill

Municipal Park

0.26mi

Cape Ann Historical Museum Sculpture Park

Park

0.26mi

Cape Ann Historical Museum Courtyard

Park

0.27mi

Oval Playground

Playground

0.44mi

Ganine Doucette Playground

Playground

0.63mi

Cape Ann Marina

Recreation Ground

0.65mi

Cape Ann Marina

Recreation Ground

0.72mi

Green Landing And Marsh

Recreation Ground

0.83mi

Bank of America

Bank

0.08mi

Citizens Bank

Bank

0.21mi

BankGloucester

Bank

0.23mi

BankGloucester

Bank

0.25mi

TD Bank

Bank

0.3mi

Speedway

Gas Station

0.76mi

Gloucester Lyceum & Sawyer Free Library

Library

0.21mi

Cape Ann Historical Association Library

Library

0.27mi

Conleys drug store

Pharmacy

0.29mi

Cape Ann Convenience

Convenience

0.08mi

Railroad Variety

Convenience

0.25mi

7-Eleven

Convenience

0.37mi

Speedway

Convenience

0.75mi

Shaw's

Supermarket

0.29mi

Market Basket

Supermarket

0.8mi

Gloucester

Newburyport-Rockport

0.33mi

Real Estate Resources

BayCoast Mortgage As a full-service lender providing industry-best solutions, BayCoast Mortgage can help make homeownership a reality for you. Want to get preapproved? Start today!
Mark's Moving & Storage With an unmatched team of professionals dedicated to customer service and responsiveness, you can trust Mark’s to handle every aspect of your move. Get an Estimate!

Seller's Representative: Debra L. Lovelace, Churchill Properties
MLS ID#: 73429533

© 2025 MLS Property Information Network, Inc.. All rights reserved.

The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing 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 or leasing. 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 set forth herein.

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