33 Middle St

4,716 Sq. Ft.
$201 / Sq. Ft.
4,716
Sq. Ft.
$201
per Sq. Ft.

Description

Open House by appointment only. Immerse yourself in the history that modern day Gloucester has to offer. The Obadiah Woodbury home was built in 1853 in the heart of Downtown Gloucester. High above Main Street it allows you the convenience of care-free living where you can walk to all area amenities including countless fine restaurants, art galleries, shopping, area beaches, the Boulevard and the historic inner harbor. The Cape Ann Art Museum and Maritime Museum and MBTA commuter rail to Boston are...Open House by appointment only. Immerse yourself in the history that modern day Gloucester has to offer. The Obadiah Woodbury home was built in 1853 in the heart of Downtown Gloucester. High above Main Street it allows you the convenience of care-free living where you can walk to all area amenities including countless fine restaurants, art galleries, shopping, area beaches, the Boulevard and the historic inner harbor. The Cape Ann Art Museum and Maritime Museum and MBTA commuter rail to Boston are only a five minute walk. The house itself features seventeen rooms, most all with soaring ceilings, a grand staircase and five fireplaces. This is an opportunity like no other and whether you are looking to own a single family home in downtown Gloucester that will support you well into retirement years or looking for an investment with the potential to convert into condominiums this is well worth previewing regardless of what the next chapter reveals. Offers due Tuesday 10/25 at 3:00PM.

Listing Agents

  1. Amanda Armstrong

    Amanda Armstrong

    Alternative Listing Agent

    Compass

Property Details for 33 Middle Street

Town
Gloucester
Area
MA-Gloucester
Architectural Style
Colonial
Style
Colonial
Garage Spaces
1
Open Parking Spaces
1.00
Parking Spaces Total
1
LISTING UPDATED: 12/21/2022 02:47 PM

Property Details for 33 Middle Street

StatusSold
MLS #73049013
Days on Market20
Taxes$7,792 / year
HOA Fees-
Property TypeSingle Family
MLS TypeSingle Family / Detached
Year Built1853
CountyEssex County
Buyer's Agent Compensation2%

Location

Sold By Churchill Properties, Debra L. Lovelace

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Building Information for 33 Middle Street

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

Payment Calculator

$5,433 per month

30 year fixed, 6.46% Interest

Principal and Interest

$4,784

Property Taxes

$649

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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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, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Marina, Public School, T-Station
  • Current Financing: Conv. Fixed
  • Living Area: 4716.0
  • Color: Orange
  • SqFt with Basement: No
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Water View: No
  • Year Built Details: Actual,Renovated Since
  • Year Built Source: Public Records
Location/School
  • High School: Ghs
  • Middle School: O'maley
Features
Interior Features
  • Appliances: Range, Dishwasher, Disposal, Refrigerator, Freezer, Washer, Dryer, Range Hood, Oil Water Heater, Utility Connections for Electric Range
  • Basement Features: Full, Finished
  • 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, Hardwood, Flooring - Hardwood, Flooring - Laminate
  • Interior Features: Dining Area, Countertops - Stone/Granite/Solid, Lighting - Overhead, Bathroom - 3/4, Closet, Recessed Lighting, In-Law Floorplan, Bonus Room, Office
  • Interior Features: Security System
  • Laundry Features: Bathroom - Full, Second Floor
  • Primary Bath: No
Exterior Features
  • Construction: Frame
  • Exterior Features: Rain Gutters
  • Exterior Features: Deck, Patio
  • Fencing: Fenced/Enclosed
  • Patio And Porch Features: Deck, Patio
  • Roof Material: Shingle
  • Waterfront Features: Beach Front, Ocean, Walk to, 1/10 to 3/10 To Beach, Beach Ownership(Public)
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: 200+ Amp Service
  • Green Energy Efficient: Thermostat
  • Green Energy Generation: Solar
  • Heating: Oil
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Utility Connections: for Electric Range
  • Water: Public
Room Information
Primary Bedroom
  • Room Primary Bedroom Area: 297.5
  • Room Primary Bedroom Features: Ceiling Fan(s),Closet,Flooring - Hardwood,Lighting - Sconce,Lighting - Overhead
  • Room Primary Bedroom Length: 17.0
  • Primary Bedroom Level: Second Floor
  • Room Primary Bedroom Width: 17.5
Bedroom 2
  • Bedroom2 Area: 182.25
  • Bedroom2 Features: Ceiling Fan(s),Walk-In Closet(s),Flooring - Hardwood,Lighting - Overhead
  • Bedroom2 Length: 13.5
  • Bedroom2 Level: Second
  • Bedroom2 Width: 13.5
Bedroom 3
  • Bedroom3 Area: 187.5
  • Bedroom3 Features: Ceiling Fan(s),Closet,Flooring - Hardwood,Balcony / Deck,Lighting - Overhead
  • Bedroom3 Length: 15.0
  • Bedroom3 Level: Second
  • Bedroom3 Width: 12.5
Bedroom 4
  • Bedroom4 Area: 187.5
  • Bedroom4 Features: Closet,Flooring - Hardwood,Lighting - Overhead
  • Bedroom4 Length: 15.0
  • Bedroom4 Level: Third
  • Bedroom4 Width: 12.5
Bedroom 5
  • Bedroom5 Area: 176.0
  • Bedroom5 Features: Closet,Flooring - Hardwood,Lighting - Overhead
  • Bedroom5 Length: 11.0
  • Bedroom5 Level: Third
  • Bedroom5 Width: 16.0
Bathroom 1
  • Bathroom1 Area: 20.0
  • Bathroom1 Features: Bathroom - 3/4,Bathroom - With Shower Stall,Flooring - Hardwood
  • Bathroom1 Length: 5.0
  • Bathroom1 Level: First
  • Bathroom1 Width: 4.0
Bathroom 2
  • Bathroom2 Area: 112.0
  • Bathroom2 Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Bathroom - With Tub & Shower,Flooring - Stone/Ceramic Tile,Countertops - Stone/Granite/Solid,Dryer Hookup - Electric,Wainscoting,Washer Hookup
  • Bathroom2 Length: 14.0
  • Bathroom2 Level: Second
  • Bathroom2 Width: 8.0
Bathroom 3
  • Bathroom3 Area: 37.5
  • Bathroom3 Features: Bathroom - Full,Bathroom - Tiled With Tub & Shower,Lighting - Overhead
  • Bathroom3 Length: 7.5
  • Bathroom3 Level: Second
  • Bathroom3 Width: 5.0
Dining Room
  • Dining Room Area: 222.75
  • Dining Room Features: Bathroom - Half,Flooring - Hardwood,Lighting - Overhead,Crown Molding
  • Dining Room Length: 13.5
  • Dining Room Level: First
  • Dining Room Width: 16.5
Family Room
  • Family Room Area: 196.0
  • Family Room Features: Closet,Flooring - Hardwood,Lighting - Overhead
  • Family Room Length: 14.0
  • Family Room Level: First
  • Family Room Width: 14.0
Kitchen
  • Kitchen Area: 330.0
  • Kitchen Features: Flooring - Hardwood,Balcony / Deck,Countertops - Stone/Granite/Solid,Kitchen Island,Breakfast Bar / Nook,Exterior Access,Recessed Lighting,Stainless Steel Appliances
  • Kitchen Length: 15.0
  • Kitchen Level: Main
  • Kitchen Width: 22.0
Living Room
  • Room Living Room Area: 289.0
  • Room Living Room Features: Flooring - Hardwood,Lighting - Overhead
  • Room Living Room Length: 17.0
  • Room Living Room Level: Main
  • Room Living Room Width: 17.0
Other Room 1
  • Room Office Area: 143.0
  • Room Office Features: Closet,Flooring - Laminate,Lighting - Overhead
  • Room Office Length: 11.0
  • Room Office Level: First
  • Room Office Width: 13.0
Property Information
Property Info
  • Year Round: Yes
  • Farm Land Area Units: Square Feet
  • Lot Size Units: Acres
  • Road Frontage Type: Public
  • Disclosures: Solar information estimated. Property has video surveillance.
Tax Information
  • Tax ID: 1893752
  • Assessments: $664,300
  • Book: 37040
  • Tax Year: 2022
  • Zoning: R-5
Building / Association Information
Living Characteristics
  • Beds Total: 9
Other Building Characteristics
  • Foundation: Concrete Perimeter
  • Frontage: 65.00
Complex & Association Information
  • Association Security: Security System
Market and Agent Information
Sale Info
  • Buyer Broker Comp: 2
  • Other Agent Compensation: 0

Property History for 33 Middle Street

DateEvent & SourcePriceAppreciation
Feb 25, 2026

Under Agreement

MLS PIN #73429533

—
Feb 10, 2026

Temporarily Withdrawn

MLS PIN #73429533

$1,179,000—
Jan 25, 2026

Contingent

MLS PIN #73429533

—
Sep 11, 2025

Listed (Active)

MLS PIN #73429533

$1,199,000—
Dec 21, 2022

Sold

MLS PIN #73049013

$950,000—
Nov 6, 2022

Under Agreement

MLS PIN #73049013

—
Oct 26, 2022

Contingent

MLS PIN #73049013

—
Oct 17, 2022

Listed (Active)

MLS PIN #73049013

$925,000—
Sep 26, 2018

Sold

MLS PIN #72353165

$649,000—
Aug 17, 2018

Contingent

MLS PIN #72353165

—
Jun 26, 2018

Listed (Active)

MLS PIN #72353165

$649,000—
May 13, 2011

Sold (Public Record)

Public Record #309050873

$310,000

-5.2% / yr

May 13, 2011

Sold

MLS PIN #71143423

$310,000—
Mar 22, 2011

Contingent

MLS PIN #71143423

—
Sep 28, 2010

Listed (Active)

MLS PIN #71143423

$450,000—
May 15, 2002

Sold (Public Record)

Public Record #100906743

$500,000—
DateEvent & SourcePrice
02/25/2026

Under Agreement

MLS PIN #73429533

—
02/10/2026

Temporarily Withdrawn

MLS PIN #73429533

$1,179,000
01/25/2026

Contingent

MLS PIN #73429533

—
09/11/2025

Listed (Active)

MLS PIN #73429533

$1,199,000
12/21/2022

Sold

MLS PIN #73049013

$950,000
11/06/2022

Under Agreement

MLS PIN #73049013

—
10/26/2022

Contingent

MLS PIN #73049013

—
10/17/2022

Listed (Active)

MLS PIN #73049013

$925,000
09/26/2018

Sold

MLS PIN #72353165

$649,000
08/17/2018

Contingent

MLS PIN #72353165

—
06/26/2018

Listed (Active)

MLS PIN #72353165

$649,000
05/13/2011

Sold (Public Record)

Public Record #309050873

$310,000

-5.2% / yr

05/13/2011

Sold

MLS PIN #71143423

$310,000
03/22/2011

Contingent

MLS PIN #71143423

—
09/28/2010

Listed (Active)

MLS PIN #71143423

$450,000
05/15/2002

Sold (Public Record)

Public Record #100906743

$500,000

For completeness, Compass 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
Public - K to 5
Public - 6 to 8
Public - 9 to 12
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 descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the seller. 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.

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.