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.
Sold for $1,160,000
$1,160,000
33 Middle St, Gloucester, MA 01930
9beds
4,600sqft
Single Family Residence
Built in 1853
7,512 Square Feet Lot
$1,185,000 Zestimate®
$252/sqft
$2,477 Estimated rent
Home value
$1,185,000
$1.10M - $1.27M
$2,477/mo
Zestimate® history
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$7,061/mo
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List your homeWhat's special
Modernized kitchenPrivate yardClassic moldingsCustom library shelvingRare in-town oasisOrnate fireplacesSoaring ceilings
Zillow last checked:
Listing updated:
Listed by:
Debra L. Lovelace 978-879-7356,
Churchill Properties 978-515-7031
Bought with:
Susan Mantia
Jill & Co. Realty Group
Source: MLS PIN,MLS#: 73429533
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 9
- Bathrooms: 5
- Full bathrooms: 5
Primary bedroom
- Features: Ceiling Fan(s), Closet, Flooring - Hardwood
- Level: Second
Bedroom 2
- Features: Ceiling Fan(s), Flooring - Hardwood
- Level: Second
Bedroom 3
- Features: Ceiling Fan(s), Flooring - Hardwood, Balcony - Exterior, Lighting - Overhead
- Level: Second
Bedroom 4
- Features: Closet, Flooring - Hardwood, Recessed Lighting
- Level: Third
Bedroom 5
- Features: Closet, Flooring - Hardwood
- Level: Third
Primary bathroom
- Features: No
Bathroom 1
- Features: Bathroom - Full, Countertops - Upgraded
- Level: First
Bathroom 2
- Features: Bathroom - Full, Bathroom - Double Vanity/Sink, Flooring - Hardwood, Countertops - Stone/Granite/Solid
- Level: Second
Bathroom 3
- Features: Bathroom - Full
- Level: Second
Dining room
- Features: Bathroom - Full, Flooring - Hardwood, Lighting - Overhead, Crown Molding
- Level: First
Family room
- Features: Closet, Closet/Cabinets - Custom Built, Flooring - Hardwood
- Level: First
Kitchen
- Features: Wood / Coal / Pellet Stove, Flooring - Hardwood, Balcony / Deck, Pantry, Countertops - Stone/Granite/Solid, Breakfast Bar / Nook, Cabinets - Upgraded, Deck - Exterior, Recessed Lighting, Stainless Steel Appliances, Gas Stove
- Level: Main,First
Living room
- Features: Flooring - Hardwood, Window(s) - Bay/Bow/Box, Window(s) - Stained Glass, Cable Hookup, Decorative Molding
- Level: First
Heating
- Baseboard, Natural Gas
Cooling
- None
Appliances
- Included: Gas Water Heater, Range, Dishwasher, Disposal, Refrigerator, Washer, Dryer, Gas Cooktop
- Laundry: Bathroom - Full, Second Floor
Features
- Bathroom - Full, Closet, Dining Area, Countertops - Stone/Granite/Solid, Kitchen Island, Recessed Lighting, In-Law Floorplan, Bonus Room
- Flooring: Wood, Flooring - Hardwood
- Basement: Finished,Walk-Out Access
- Number of fireplaces: 5
- Fireplace features: Dining Room, Family Room, Living Room, Master Bedroom, Bedroom
Interior area
- Total structure area: 4,600
- Total interior livable area: 4,600 sqft
- Finished area above ground: 3,633
- Finished area below ground: 967
Property
Parking
- Total spaces: 4
- Parking features: Attached, Off Street
- Attached garage spaces: 1
- Uncovered spaces: 3
Features
- Patio & porch: Porch, Deck - Wood
- Exterior features: Porch, Deck - Wood, Balcony, Storage, Fenced Yard
- Fencing: Fenced
- Has view: Yes
- View description: City View(s), Water, Harbor
- Has water view: Yes
- Water view: Harbor,Water
- Waterfront features: Harbor, Ocean, 1/10 to 3/10 To Beach
- Frontage length: 65.00
Lot
- Size: 7,512 sqft
Details
- Parcel number: M:0007 B:0085 L:0000,1893752
- Zoning: R-5
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Frame
- Foundation: Granite
- Roof: Shingle
Condition
- Year built: 1853
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: Public Sewer
- Water: Public
- Utilities for property: for Gas Range, for Electric Range
Green energy
- Energy efficient items: Thermostat
Community & neighborhood
Community
- Community features: Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, House of Worship, T-Station
Location
- Region: Gloucester
Other
Other facts
- Listing terms: Contract
Price history
| Date | Event | Price |
|---|---|---|
| 4/30/2026 | Sold | $1,160,000-1.6%$252/sqft |
Source: MLS PIN #73429533 Report a problem | ||
| 2/11/2026 | Contingent | $1,179,000$256/sqft |
Source: MLS PIN #73429533 Report a problem | ||
| 2/11/2026 | Listed for sale | $1,179,000$256/sqft |
Source: MLS PIN #73429533 Report a problem | ||
| 2/5/2026 | Contingent | $1,179,000$256/sqft |
Source: MLS PIN #73429533 Report a problem | ||
| 1/21/2026 | Price change | $1,179,000-1.7%$256/sqft |
Source: MLS PIN #73429533 Report a problem | ||
| 9/11/2025 | Listed for sale | $1,199,000+26.2%$261/sqft |
Source: MLS PIN #73429533 Report a problem | ||
| 11/29/2023 | Listing removed | -- |
Source: Zillow Rentals Report a problem | ||
| 11/1/2023 | Listed for rent | $2,200-4.3% |
Source: Zillow Rentals Report a problem | ||
| 10/24/2023 | Listing removed | -- |
Source: Zillow Rentals Report a problem | ||
| 9/19/2023 | Listed for rent | $2,300+53.3%$1/sqft |
Source: Zillow Rentals Report a problem | ||
| 2/26/2023 | Listing removed | -- |
Source: Zillow Rentals Report a problem | ||
| 2/18/2023 | Listed for rent | $1,500 |
Source: Zillow Rentals Report a problem | ||
| 12/21/2022 | Sold | $950,000+2.7%$207/sqft |
Source: MLS PIN #73049013 Report a problem | ||
| 10/27/2022 | Contingent | $925,000$201/sqft |
Source: MLS PIN #73049013 Report a problem | ||
| 10/17/2022 | Listed for sale | $925,000+42.5%$201/sqft |
Source: MLS PIN #73049013 Report a problem | ||
| 9/26/2018 | Sold | $649,000$141/sqft |
Source: Public Record Report a problem | ||
| 8/19/2018 | Pending sale | $649,000$141/sqft |
Source: Engel & Volkers Beverly Farms #72353165 Report a problem | ||
| 6/26/2018 | Listed for sale | $649,000+109.4%$141/sqft |
Source: By the Sea Sotheby's International Realty #72353165 Report a problem | ||
| 5/13/2011 | Sold | $310,000-11.4%$67/sqft |
Source: Public Record Report a problem | ||
| 12/17/2010 | Price change | $350,000-10%$76/sqft |
Source: Jan Jefgood #71143423 Report a problem | ||
| 10/30/2010 | Price change | $389,000-13.6%$85/sqft |
Source: Jan Jefgood #71143423 Report a problem | ||
| 9/30/2010 | Listed for sale | $450,000-10%$98/sqft |
Source: Jan Jefgood #71143423 Report a problem | ||
| 5/15/2002 | Sold | $500,000+1775%$109/sqft |
Source: Public Record Report a problem | ||
| 6/12/1998 | Sold | $26,666$6/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $9,219 | $947,500 |
| 2024 | $9,219 +14.9% | $947,500 +25% |
| 2023 | $8,026 | $757,900 |
| 2022 | $8,026 +6.5% | $757,900 +25.1% |
| 2021 | $7,535 -1.2% | $605,700 -2.1% |
| 2020 | $7,625 +31.3% | $618,400 +35.1% |
| 2019 | $5,809 +2.9% | $457,800 +4.9% |
| 2018 | $5,644 +4.3% | $436,500 +6.4% |
| 2017 | $5,411 +20.6% | $410,200 +24.4% |
| 2016 | $4,487 +5.6% | $329,700 +5.9% |
| 2015 | $4,248 +7.5% | $311,200 +2.2% |
| 2014 | $3,951 +2.1% | $304,400 -0.7% |
| 2013 | $3,871 -11.1% | $306,700 -14.2% |
| 2012 | $4,354 -17.6% | $357,500 -23.5% |
| 2011 | $5,286 +6.1% | $467,400 -1.5% |
| 2010 | $4,980 +1.3% | $474,700 -7.3% |
| 2009 | $4,917 +2.6% | $512,200 -2.8% |
| 2008 | $4,793 +3.2% | $526,700 -2.4% |
| 2007 | $4,645 -0.8% | $539,500 |
| 2006 | $4,683 +12.6% | $539,500 +16.6% |
| 2005 | $4,159 +5.1% | $462,600 +12.3% |
| 2004 | $3,958 -0.6% | $411,900 +13.3% |
| 2003 | $3,983 +12.9% | $363,700 +36.8% |
| 2001 | $3,527 +9.2% | $265,800 +24.1% |
| 1999 | $3,231 | $214,100 |
Find assessor info on the county website
Neighborhood: 01930
Nearby schools
GreatSchools rating
- 5/10East Veterans Elementary SchoolGrades: K-5Distance: 1 mi
- 4/10Ralph B O'Maley Innovation Middle SchoolGrades: 6-8Distance: 1.3 mi
- 4/10Gloucester High SchoolGrades: 9-12Distance: 0.5 mi
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Estimated market value
$1,185,000
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Estimated market value
$1,185,000
- Massachusetts
- Essex County
- Gloucester
- 01930
- 33 Middle St
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