33 Middle St, Gloucester, MA 01930
Property image
Property image
SOLD
APR 30, 2026

$1,209,900

Trulia Estimate
  • 9 Beds
  • 5 Baths
  • 4,600 sqft

33 Middle St, Gloucester, MA 01930

Est. Refi. Payment $7,206/mo*
Refinance Your Home
Currently Off Market - Sold Apr 30, 2026 for $1,160,000 (2% below list price)

Home Value

Trulia Estimate
$1.21M
Since last month
Decreased$28K (-2.3%)
Since last year
Increased$7K (+0.6%)
Since last sale
Increased$46K (+3.9%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +190% in the last 10 years
MonthEstimated value
2026
August 2026$1.21M
July 2026$1.23M
June 2026$1.18M
May 2026$1.17M
April 2026$1.25M
March 2026$1.22M
February 2026$1.2M
January 2026$1.21M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
13 Leslie O Johnson Rd, Gloucester, MA
0.41
Single-Family Home
$807,000
05/20/26
5
2.5
2,709
7 Sumac Ln, Gloucester, MA
0.55
Single-Family Home
$2,350,000
07/16/26
5
3.5
2,430
7 Granite St, Gloucester, MA
0.14
Single-Family Home
$606,900
06/16/26
3
2
2,189
7 Babson St, Gloucester, MA
0.23
Single-Family Home
$600,000
12/03/25
3
2
1,825
10 Fremont St, Gloucester, MA
0.69
Single-Family Home
$1,950,000
05/29/26
4
3.5
2,200
7 Hawthorne Ln, Gloucester, MA
0.95
Single-Family Home
$1,850,000
02/18/26
4
5
2,739
1 Alpine Ct, Gloucester, MA
0.37
Single-Family Home
$630,000
10/28/25
3
2
1,894
3 Stone Ct, Gloucester, MA
0.49
Single-Family Home
$725,000
12/17/25
3
3
1,700
2 Clarendon St, Gloucester, MA
0.54
Single-Family Home
$1,900,000
08/28/25
3
2.5
2,808

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
7-7R Washington St, Gloucester, MA 01930
0.02
-
5
2
2,100
Off Market
35 Middle St #4, Gloucester, MA 01930
0.01
$398,000
2
1.5
1,181
Recently Sold
17 Washington St #3, Gloucester, MA 01930
0.02
$355,000
1
1
486
Recently Sold
17 Washington Sq #3, Gloucester, MA 01930
0.02
-
1
1
486
Off Market
42 Middle St #42, Gloucester, MA 01930
0.03
-
4
2
1,983
Off Market
40 Middle St #2, Gloucester, MA 01930
0.03
$450,000
2
1
835
Recently Sold
40 Middle St #3B, Gloucester, MA 01930
0.03
-
1
1
517
Off Market
40 Middle St #1, Gloucester, MA 01930
0.03
-
3
1
820
Off Market
40 Middle St #3A, Gloucester, MA 01930
0.03
$485,000
3
1
930
Recently Sold
40-42 Middle St, Gloucester, MA 01930
0.03
-
10
6
6,731
Off Market
37 Washington St #8, Gloucester, MA 01930
0.07
$193,200
1
1
727
Off Market

Local Information

  • Map ViewExplore the area around 33 Middle St.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1853
Living Area
4,600 sqft
Price/Sqft
$252/sqft
Parking
1 Car Garage

About this House

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.
33 Middle St, Gloucester, MA 01930 is a 9 bedroom, 5 bathroom, 4,600 sqft single-family home built in 1853. It last sold for $1,160,000 on Apr 30, 2026 (2% below the $1,179,000 asking price). More recently, it was listed as a rental in November 2023 with an asking price of $2,200 per month. That rental listing was removed on November 29, 2023. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,209,900, with a rent estimate of $2,595/month.
Last check for updates: about 8 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

Home Details for 33 Middle St

Interior Features

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

Exterior Features

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

Property Information

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

Price & Status

Price
List Price: $1,179,000Price Per Sqft: $252/sqft
Status Change & Dates
Off Market Date: Tue Feb 24 2026

Active Status

MLS Status: Sold

Location

Direction & Address
City: Gloucester

Building

Building Area
Building Area: 4600 Square Feet

Community

Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, House of Worship, T-StationNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 7512 sqft

Offer

Contingencies: FinancingListing Terms: Contract

Energy

Energy Efficiency Features: Thermostat

Miscellaneous

BasementMls Number: 73429533Water ViewWater View: Harbor, WaterAbove Grade Unfinished Area: 3633

Additional Information

Public TransportationShoppingParkWalk/Jog TrailsMedical FacilityHouse of WorshipT-Station

Price and Tax history

DateEventPrice
Apr 30, 2026
Source: MLS PIN #73429533
Sold
$1,160,000
Feb 11, 2026
Source: MLS PIN #73429533
Contingent
$1,179,000
Feb 11, 2026
Source: MLS PIN #73429533
PendingToActive
$1,179,000
Feb 5, 2026
Source: MLS PIN #73429533
Contingent
$1,179,000
Jan 21, 2026
Source: MLS PIN #73429533
PriceChange
$1,179,000
Price decreased by 2%

Market trends in Gloucester

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$726K
Sale-to-List Price
99.9%
Price per sq ft
$449
Available listings
89
2MoM

Around this home

View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Gloucester

At least 179 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

  • 71 % Say car is needed

  • 68 % Say there are sidewalks

  • 68 % Say there's wildlife

  • 68 % Say parking is easy

  • 65 % Say neighbors are friendly

  • 64 % Say streets are well-lit

  • 62 % Say it's walkable to restaurants

  • 60 % Say they plan to stay for at least 5 years

  • 60 % Say kids play outside

  • 59 % Say it's walkable to grocery stores

  • 52 % Say it's quiet

  • 46 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "There are a lot of dog and dog owners who live in the neighbor of lanesville Gloucester and seem very friendly "
    0
    Flag
  • Georgeanne H.
    "It's quite far from boston or shopping the winter travel is not easy and requires the utmost attention susceptible to morning fog on roads make for caution "
    13
    Flag
  • Megmcdnld
    "Have lived here on and off over many years. Sense of community is strong, lots of farmers markets and more sustainable living projects, kid friendly"
    4
    Flag
  • Lisa C.
    "Safe neighborhood to live in. We enjoy walks and the beach is near by. The school are great. It is a very quiet area."
    0
    Flag
  • Janellesousa
    "Gloucester has a great network of affordable daycare.there are many parks and beaches that my kids enjoy. There are also some great trails and quarries. There is a dog park up at stage fort park."
    2
    Flag
  • William M.
    "Pay attention to the random people in your neighborhood as it’s a close family environment so outsiders are easy to spot"
    4
    Flag
  • Charlotte T.
    "Dogs if all breeds are welcome in this town. There is a very accommodating dog park in town and the beaches are open to dogs in the off season "
    3
    Flag
  • Jennifer L.
    "I am visiting from Albany NY and it is absolutely beautiful here. The views are breathtaking & the air is so clean & fresh. The sound of the ocean is soothing & relaxing. I would love to call this place my home."
    1
    Flag
  • Geanoulis91297
    "Commute is very easy and accessible, there are many buses, taxis and a train near downtown. There’s a beach near where i live and i can walk to it too."
    1
    Flag
  • Gordonmichael3
    "This is a good area to have kids but currently very few living here(east Main Street) East Gloucester. A playground real close by with parents bringing children daily. "
    0
    Flag
  • Elizabeth G.
    "We have fiesta every summer, a carnival basically and a parade for the fellow Italians to rejoice, and those not Italian. We have concerts at the Fitz Hugh Lane house Thursday nights in the summer, and a lot of live entertainment. Beautiful seaside spot for good food, shops, historical landmarks, parks, beaches, etc. Much love for this town and the beauty behind it. "
    2
    Flag
  • Michael B.
    "if you live in gloucester, there is no reason to leave gloucester unless you need to travel for work, fortunately i work and live here. the island life is for me :)"
    0
    Flag
  • Jennifer S. W.
    "I live between long beach and Good harbor there are many fun events i enjoy almost all events i like biking hiking and just enjoying sunsets"
    1
    Flag
  • kim02128
    "I love this area, I am born/bred returned to live in Gloucester. This area is fantastic, great for walking and easy to get around without a car."
    0
    Flag
  • Jrharpy2
    "Nice neighbors, within minutes of everything and 1&1/2 blocks from the ocean. Kids have a paradise in the summer on Good Harbor beach. "
    0
    Flag
  • Kimberly V.
    "short and Easy, a short drive across town. it is typically 10 min without traffic, 20-30 during traffic hours."
    0
    Flag
  • Jrharpy2
    "Good Harbor beach is just around the corner, which is a paradise for kids in the summer and the back shore is spectacular at all times of the year."
    0
    Flag
  • Stefani H.
    "It is clean, quiet, free from traffic and near the beach bank post office hair salon dentist acupuncturist and convenient store"
    0
    Flag
  • Holly A.
    "this beautiful location has the oldest sea port in America with the oldest art colony in America. lots of history and lots of things to do and see"
    1
    Flag
  • Steffani L.
    "While I may have just moved to the neighborhood, many people there have been residents for quite some time. They are well known to each other, and I have watched and spoken to neighbors who verify this to be true."
    0
    Flag
  • Ms m.
    "quiet and friendly, lived here for 25 years. Good schools and coastal community with many good places to eat and picnic"
    0
    Flag

LGBTQ Local Legal Protections

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.

Frequently asked questions about 33 Middle St

  • What is 33 Middle St estimated to be worth?
    Trulia's estimated value for 33 Middle St in Gloucester, MA is $1,209,900.
  • What is the price history for 33 Middle St?
    33 Middle St in Gloucester, MA last sold for $1,160,000 in April 2026.
  • Is Gloucester a buyer's or seller's market?
    Gloucester is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Gloucester?
    The median sale price in Gloucester is $726K.
  • Does 33 Middle St have laundry facilities?
    Yes, 33 Middle St in Gloucester, MA has in-unit laundry.
  • Does 33 Middle St have a yard?
    Yes, 33 Middle St in Gloucester, MA has a yard.

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