33 Middle St
Gloucester, MA 01930
9 Beds
5 Baths
4,600 sqft
$1,160,000
Last Sold: Apr 30, 2026
2% below list $1.18M
$252/sqft
Est. Refi. Payment $6,821/mo*
$1,160,000
Last Sold: Apr 30, 2026
2% below list $1.18M
$252/sqft
Est. Refi. Payment $6,821/mo*
9 Beds
5 Baths
4,600 sqft
Local Information
© Google
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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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from April 30, 2026
Home Highlights
Parking
1 Car Garage
Outdoor
Porch, Deck
A/C
Heating only
HOA
None
Price/Sqft
$252/sqft
Listed
180+ days ago
Home Details for 33 Middle St
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Interior Details Basement: Finished,Walk-Out AccessNumber of Rooms: 17Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Family Room, Kitchen, Living Room |
Beds & Baths Number of Bedrooms: 9Number of Bathrooms: 5Number of Bathrooms (full): 5 |
Dimensions and Layout Living Area: 4600 Square Feet |
Appliances & Utilities Utilities: for Gas Range, for Electric RangeAppliances: Gas Water Heater, Range, Dishwasher, Disposal, Refrigerator, Washer, Dryer, Gas CooktopDishwasherDisposalDryerLaundry: Bathroom - Full,Second FloorRefrigeratorWasher |
Heating & Cooling Heating: Baseboard,Natural GasNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Baseboard |
Fireplace & Spa Number of Fireplaces: 5Fireplace: Dining Room, Family Room, Living Room, Master Bedroom, BedroomHas a FireplaceNo Spa |
Gas & Electric Electric: Circuit Breakers |
Windows, Doors, Floors & Walls Flooring: Wood, Flooring - Hardwood |
Levels, Entrance, & Accessibility Floors: Wood, Flooring Hardwood |
View Has a ViewView: City View(s), Water, Harbor |
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Exterior Home Features Roof: ShinglePatio / Porch: Porch, Deck - WoodFencing: FencedExterior: Porch, Deck - Wood, Balcony, Storage, Fenced YardFoundation: Granite |
Parking & Garage Number of Garage Spaces: 1Number of Covered Spaces: 1Open Parking Spaces: 3No CarportHas a GarageHas an Attached GarageParking Spaces: 4Parking: Attached,Off Street |
Frontage Waterfront: Harbor, Ocean, 1/10 to 3/10 To BeachRoad Frontage: PublicNot on Waterfront |
Water & Sewer Sewer: Public Sewer |
Farm & Range Frontage Length: 65.00 |
Finished Area Finished Area (above surface): 3633Finished Area (below surface): 967 |
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Year Built Year Built: 1853 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial |
Building Construction Materials: FrameNot Attached PropertyDoes Not Include Home Warranty |
Property Information Parcel Number: M:0007 B:0085 L:0000, 1893752 |
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Price List Price: $1,179,000Price Per Sqft: $252/sqft |
Status Change & Dates Off Market Date: Tue Feb 24 2026 |
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MLS Status: Sold |
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Direction & Address City: Gloucester |
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Building Area Building Area: 4600 Square Feet |
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Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, House of Worship, T-StationNot Senior Community |
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No HOA |
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Lot Area: 7512 sqft |
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Contingencies: FinancingListing Terms: Contract |
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Energy Efficiency Features: Thermostat |
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BasementMls Number: 73429533Water ViewWater View: Harbor, WaterAbove Grade Unfinished Area: 3633 |
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Public TransportationShoppingParkWalk/Jog TrailsMedical FacilityHouse of WorshipT-Station |
Last check for updates: about 7 hours ago
Listed by Debra L. Lovelace, (978) 879-7356
Churchill Properties, (978) 515-7031
Bought with: Susan Mantia, (603) 508-7167, Jill & Co. Realty Group, (603) 275-0487
Source: MLS PIN, MLS#73429533
Price History for 33 Middle St
| Date | Price | Event | Source |
|---|---|---|---|
| 04/30/2026 | $1,160,000 | Sold | MLS PIN #73429533 |
| 02/11/2026 | $1,179,000 | Contingent | MLS PIN #73429533 |
| 02/11/2026 | $1,179,000 | PendingToActive | MLS PIN #73429533 |
| 02/05/2026 | $1,179,000 | Contingent | MLS PIN #73429533 |
| 01/21/2026 | $1,179,000 | PriceChange | MLS PIN #73429533 |
| 09/11/2025 | $1,199,000 | Listed For Sale | MLS PIN #73429533 |
| 11/29/2023 | ListingRemoved | Zillow Rentals | |
| 11/01/2023 | $2,200 | Listed For Rent | Zillow Rentals |
| 10/24/2023 | ListingRemoved | Zillow Rentals | |
| 09/19/2023 | $2,300 | Listed For Rent | Zillow Rentals |
| 02/26/2023 | ListingRemoved | Zillow Rentals | |
| 02/18/2023 | $1,500 | Listed For Rent | Zillow Rentals |
| 12/21/2022 | $950,000 | Sold | MLS PIN #73049013 |
| 10/27/2022 | $925,000 | Contingent | MLS PIN #73049013 |
| 10/17/2022 | $925,000 | Listed For Sale | MLS PIN #73049013 |
| 09/26/2018 | $649,000 | Sold | N/A |
| 08/19/2018 | $649,000 | Pending | Agent Provided |
| 06/26/2018 | $649,000 | Listed For Sale | Agent Provided |
| 05/13/2011 | $310,000 | Sold | N/A |
| 12/17/2010 | $350,000 | PriceChange | Agent Provided |
| 10/30/2010 | $389,000 | PriceChange | Agent Provided |
| 09/30/2010 | $450,000 | Listed For Sale | Agent Provided |
| 05/15/2002 | $500,000 | Sold | N/A |
| 06/12/1998 | $26,666 | Sold | N/A |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $9,219 |
| Assessment | $947,500 |
Home facts updated by county records
Comparable Sales for 33 Middle St
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.41 | Single-Family Home | $807,000 | 05/20/26 | 5 | 2.5 | 2,709 | |
0.20 | Single-Family Home | $735,000 | 06/18/25 | 3 | 3 | 1,960 | |
0.59 | Single-Family Home | $795,000 | 08/08/25 | 3 | 4.5 | 2,568 | |
0.23 | Single-Family Home | $600,000 | 12/03/25 | 3 | 2 | 1,825 | |
0.14 | Single-Family Home | $658,900 | 08/05/25 | 3 | 1.5 | 1,976 | |
0.95 | Single-Family Home | $1,850,000 | 02/18/26 | 4 | 5 | 2,739 | |
0.37 | Single-Family Home | $630,000 | 10/28/25 | 3 | 2 | 1,894 | |
0.49 | Single-Family Home | $725,000 | 12/17/25 | 3 | 3 | 1,700 | |
0.54 | Single-Family Home | $1,900,000 | 08/28/25 | 3 | 2.5 | 2,808 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
FOR SALENEWOPEN SUN, 11:30-1:30PMWalter Zenkin, The Zenkin Realty Group LLC
FOR SALENEW - 22 HRS AGOKarin Gitto, Bancroft Realty Group
FOR SALENEWOPEN FRI, 4:30-6PMAnn Rick Gloucester Group, J. Barrett & Company
FOR SALEMichael Beaton, Churchill Properties- FOR SALEMichael Beaton, Churchill Properties
FOR SALEJanet Breiter, Keller Williams Realty Evolution
FOR SALEJanet Breiter, Keller Williams Realty Evolution
FOR SALERosalia Giacalone, Engel & Volkers By the Sea
FOR SALEKathleen McHugh, Churchill Properties
FOR SALERuth Pino, RE/MAX Beacon
FOR SALEKathleen McHugh, Churchill Properties
Assigned Schools
These are the assigned schools for 33 Middle St.
- Gloucester High School
- 9-12
- Public
- 769 Students
4/10GreatSchools RatingParent Rating Average
No reviews available for this school. - Ralph B O'Maley Innovation Middle School
- 6-8
- Public
- 594 Students
4/10GreatSchools RatingParent Rating AverageThe students run the school. There is no discipline, no follow through or consequences. Teachers are not supported and are constantly dis-empowered. They are reprimanded for having high expectations and challenging students, especially in specialists classes and have been told to dumb down lessons. Just last year students were lighting fire in the hallways and carrying weapons to school. The school has dropped to a level 3, on its way to level 4 I'm sure. The "STEAM" element is a joke and just there to get funding. In practice, there is no collaboration between teachers, only "practices" put in place "just in case" evidence is asked for by the state for STEAM practices. If a student is at risk, they will do anything they can to ignore and or push that child's problems under the rug. One guidance counselor is completely useless, the other two try but their hands are tied because the administration would rather ignore student issues. The administration is a complete joke.Other Review10y ago - East Veterans Elementary School
- K-5
- Public
- 446 Students
5/10GreatSchools RatingParent Rating AverageNo reviews available for this school. 
Check out schools near 33 Middle St.
What Locals Say about Gloucester
At least 178 Trulia users voted on each feature.
88 % Say it's dog friendly
82 % Say people would walk alone at night
72 % Say yards are well-kept
72 % Say there's holiday spirit
70 % Say car is needed
68 % Say there are sidewalks
68 % Say there's wildlife
68 % Say parking is easy
64 % Say neighbors are friendly
64 % Say streets are well-lit
62 % Say it's walkable to restaurants
60 % Say kids play outside
59 % Say it's walkable to grocery stores
59 % Say they plan to stay for at least 5 years
52 % Say it's quiet
46 % Say there are community events
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
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Homes for sale near 33 Middle St
- Michael Beaton, Churchill Properties
0.49 ACRESJeanne Carpenter, J. Barrett & Company- NEWOPEN SUN, 11:30-1:30PMWalter Zenkin, The Zenkin Realty Group LLC
Nice to be Home Group, RE/MAX Beacon- NEW - 22 HRS AGOKarin Gitto, Bancroft Realty Group
See more homes for sale inGloucester
Off Market Homes Near 33 Middle St
SOLDMAY 22, 2026Ruth Pino, RE/MAX Beacon
SOLDMAY 20, 2026Mike Quail Team, Gibson Sotheby's International Realty
SOLDMAY 19, 2026Ruth Pino, RE/MAX Beacon
SOLDMAY 19, 2026Gretchen Parker, Gibson Sotheby's International Realty
SOLDMAY 14, 2026Heather Dagle, RE/MAX Beacon
SOLDMAY 12, 2026Jim Cooke, Cameron Real Estate Group
SOLDMAY 8, 2026DalBon & Company, Keller Williams Realty Evolution
SOLDMAY 8, 2026Nicholas Coppola, Keller Williams Realty
SOLDAPR 30, 2026Jason Saphire, www.HomeZu.com- See more homes for sale inGloucester
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.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.
Homes for rent near 33 Middle St
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33 Middle St, Gloucester, MA 01930 is a 9 bedroom, 5 bathroom, 4,600 sqft single-family home built in 1853. This property is not currently available for sale. 33 Middle St was last sold on Apr 30, 2026 for $1,160,000 (2% lower than the asking price of $1,179,000). The current Trulia Estimate for 33 Middle St is $1,161,900.