33 Middle St

Gloucester, MA 01930

$1,160,000
Last Sold Price
9
Beds
4,600 Sq. Ft.
$252 / Sq. Ft.
4,600
Sq. Ft.
$252
per Sq. Ft.
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Sold 4/30/26
Sold 4/30/26
a front view of a house with a yard
a front view of a house with a yard
a view of backyard with a slide and a bench
a view of front door
an aerial view of multiple house
a bedroom with furniture and a bed
a living room with furniture a fireplace and a chandelier
a bedroom with a bed and a table in it
a view of a workspace with furniture and a window
a workspace with furniture window and wooden floor
a workspace room with furniture and wooden floor
a view of staircase with wooden floor and white walls
a view of a livingroom and dining room
a view of a dining room with furniture window and wooden floor
a dining room with furniture a rug and wooden floor
a bathroom with a toilet a sink a vanity and mirror
a large white kitchen with a large window and stainless steel appliances
a kitchen with cabinets and stainless steel appliances
a kitchen with stainless steel appliances granite countertop a stove and a sink
a kitchen with stainless steel appliances a sink dishwasher stove refrigerator and cabinets with wooden floor
a kitchen with stainless steel appliances a refrigerator and wooden floor
a kitchen with stainless steel appliances kitchen island granite countertop a table and chairs in it
a view of a hallway with wooden floor and stairs
a view of an empty room with wooden floor and a window
a bed room with a bed and a chair
a bathroom with a granite countertop sink and a mirror
a bathroom with a sink and a mirror
a bedroom with a bed a table and wooden floor
a view of balcony
a view of an empty room with glass door
a view of a livingroom with furniture and wooden floor
a living room with furniture and a flat screen tv
a living room with furniture and a wooden floor
a kitchen with a sink cabinets and stainless steel appliances
a kitchen with a sink wooden floor and stainless steel appliances
a bedroom with a bed and lamp on desk
a bedroom with a bed and wooden floor
a spacious bathroom with a double vanity sink a and a shower
a view of walk in closet with clothes and shoes
an aerial view of a swimming pool patio and mountain view
a view of a lake with a yard

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....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.
  1. Listed by Debra L. Lovelace • Churchill Properties

Property Details for 33 Middle Street

Town
Gloucester
Area
MA-Gloucester
Architectural Style
Colonial
Style
Colonial
Garage Spaces
1
Open Parking Spaces
3.00
Parking Spaces Total
4
LISTING CLOSED: 04/30/2026 12:00 AM

Property Details for 33 Middle Street

StatusSold
MLS #73429533
Days on Market166
Taxes$9,219 / year
HOA Fees-
Property TypeSingle Family
MLS TypeSingle Family / Detached
Year Built1853
CountyEssex County
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Location

Listing Courtesy of Churchill Properties, Debra L. Lovelace

Sold By Jill & Co. Realty Group, Susan Mantia

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Building Information for 33 Middle Street

Stories-Year Built1853Building Size-Lot Size0.17 AC / 7,512 SF

Payment Calculator

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$6,549 per month

30 year fixed, 6.36% Interest

Principal and Interest

$5,780

Property Taxes

$768

HOA Dues

$0

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Property Information for 33 Middle Street

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, House of Worship, T-Station
  • Current Financing: Conv. Fixed
  • Living Area: 4600.0
  • SqFt with Basement: Yes
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Water View: Yes
  • Year Built Details: Actual,Certified Historic
  • Year Built Source: Public Records
Features
Interior Features
  • Appliances: Gas Water Heater, Range, Dishwasher, Disposal, Refrigerator, Washer, Dryer, Gas Cooktop
  • Basement Features: Finished, Walk Out
  • Num of Baths: 5.0
  • Num of Full Baths: 5
  • Num of Half Baths: 0
  • Bathrooms Total Decimal: 5.00
  • Bathrooms Total Integer: 5
  • FireplaceFeatures: Dining Room, Family Room, Living Room, Master Bedroom, Bedroom
  • FireplaceYN: Yes
  • Fireplaces: 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
  • Laundry Features: Bathroom - Full, Second Floor
  • Primary Bath: No
  • SpaYN: No
Exterior Features
  • Construction: Frame
  • Exterior Features: Porch, Deck - Wood, Balcony, Storage Shed, Fenced Yard
  • Exterior Features: Fenced Yard, Balcony, Storage Shed, Porch, Deck - Wood
  • Fencing: Fenced
  • Patio And Porch Features: Porch, Deck - Wood
  • Roof Material: Shingle
  • View: City View(s)
  • View: Yes
  • Waterfront Features: Harbor, Ocean, 1/10 to 3/10 To Beach
  • Waterview Features: Harbor
Parking Features
  • Attached Garage: Yes
  • Carport: No
  • Covered Spaces: 1.00
  • Garage: Yes
  • Garage Parking: Attached, Off-Street
  • Parking Features: Attached, Off-Street
  • Parking Features: Off-Street
Utilities
  • Cooling: None
  • Cooling: No
  • Electric: Circuit Breakers
  • Green Energy Efficient: Thermostat
  • Heating: Baseboard, Natural Gas
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Utility Connections: for Gas Range, for Electric Range
  • Water: Public
Room Information
Primary Bedroom
  • Room Primary Bedroom Features: Ceiling Fan(s),Closet,Flooring - Hardwood
  • Primary Bedroom Level: Second Floor
Bedroom 2
  • Bedroom2 Features: Ceiling Fan(s),Flooring - Hardwood
  • Bedroom2 Level: Second
Bedroom 3
  • Bedroom3 Features: Ceiling Fan(s),Flooring - Hardwood,Balcony - Exterior,Lighting - Overhead
  • Bedroom3 Level: Second
Bedroom 4
  • Bedroom4 Features: Closet,Flooring - Hardwood,Recessed Lighting
  • Bedroom4 Level: Third
Bedroom 5
  • Bedroom5 Features: Closet,Flooring - Hardwood
  • Bedroom5 Level: Third
Bathroom 1
  • Bathroom1 Features: Bathroom - Full,Countertops - Upgraded
  • Bathroom1 Level: First
Bathroom 2
  • Bathroom2 Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Flooring - Hardwood,Countertops - Stone/Granite/Solid
  • Bathroom2 Level: Second
Bathroom 3
  • Bathroom3 Features: Bathroom - Full
  • Bathroom3 Level: Second
Dining Room
  • Dining Room Features: Bathroom - Full,Flooring - Hardwood,Lighting - Overhead,Crown Molding
  • Dining Room Level: First
Family Room
  • Family Room Features: Closet,Closet/Cabinets - Custom Built,Flooring - Hardwood
  • Family Room Level: First
Kitchen
  • 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
  • Kitchen Level: Main,First
Living Room
  • Room Living Room Features: Flooring - Hardwood,Window(s) - Bay/Bow/Box,Window(s) - Stained Glass,Cable Hookup,Decorative Molding
  • Room Living Room Level: First
Property Information
Property Info
  • UFFI: Unknown
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public
Tax Information
  • Listing Terms: Contract
  • Tax ID: M:0007 B:0085 L:0000,1893752
  • Assessments: $947,500
  • Book: 41364
  • Tax Year: 2024
  • Zoning: R-5
Building / Association Information
Living Characteristics
  • Beds Total: 9
Other Building Characteristics
  • Foundation: Granite
  • Frontage: 65.00
  • Cooling Zones: 0
  • Heat Zones: 3
Complex & Association Information
  • Adult Community: No

Property History for 33 Middle Street

DateEvent & SourcePriceAppreciation
Apr 30, 2026

Sold

MLS PIN #73429533

$1,160,000—
Feb 25, 2026

Under Agreement

MLS PIN #73429533

—
Feb 10, 2026

Temporarily Withdrawn

MLS PIN #73429533

$1,179,000—
DateEvent & SourcePrice
04/30/2026

Sold

MLS PIN #73429533

$1,160,000
02/25/2026

Under Agreement

MLS PIN #73429533

—
02/10/2026

Temporarily Withdrawn

MLS PIN #73429533

$1,179,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 33 Middle Street

Taxable ValueLand$154,000Additions$800,800Total$954,800
Tax Record2025$9,281 ($773 / month)
Home Facts
Beds5Baths3.5Total Finished SqFt3,454 SqFtAbove Grade Finished SqFt3,454 SqFtUnfinished Basement SqFt1,302 SqFtStories3Lot Size7,512 SqFtStyleSingle Family ResidenceYear Built1853ZoningR-5CountyESSEXAPNGLOU M:0007 B:0085 L:0000Fireplace TypeHas Fireplace

Schools near 33 Middle Street

This home is within Gloucester School District.
Rating
School
Type
Grades
Distance
Beeman Memorial Elementary School
Public - K to 5
Ralph B O'Maley Innovation Middle School
Public - 6 to 8
Gloucester High School
Public - 9 to 12
East Veterans Elementary School
Public - K to 5
Rating
School
Distance
Beeman Memorial Elementary School
PublicK to 5

Ralph B O'Maley Innovation Middle School
Public6 to 8

Gloucester High School
Public9 to 12

East Veterans Elementary School
PublicK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Churchill Properties, Debra L. Lovelace

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. 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 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., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS 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.