33 Leonard St, Gloucester, MA 01930
OFF MARKET

33 Leonard St
Gloucester, MA 01930

  • 3 Beds
  • 1 Bath
  • 1,116 sqft
3 Beds
1 Bath
1,116 sqft

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

Set in the heart of Picturesque Annisquam Village just steps to Lobster Cove, The Annisquam Yacht Club and Cambridge Beach you will find this most charming cottage, a former Blacksmiths barn, creates a setting reminiscent of yesteryear and classic New England Summers. This enchanted feeling begins as you are welcomed by a lovely natural shingled exterior with beautiful French casement push out windows. Inside is a spacious first floor with a quaint country kitchen and a living room with open beamed ceilings and a gas fireplace with a classic Cape Ann granite mantle. Step outside the living room onto the deck and enjoy views of Lobster Cove. The second floor has one larger bedroom with cathedral ceilings, two smaller bedrooms, a full bath and great loft area perfect for storage or kids sleeping area. All offers, if any, due Wednesday 6/28 by 12pm
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 August 19, 2023

Home Highlights

Parking
1 Open Spaces
Outdoor
Deck
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
168 days ago

Home Details for 33 Leonard St

Interior Features

Interior Details
Basement: Crawl SpaceNumber of Rooms: 5Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bathroom 1, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 1Number of Bathrooms (full): 1
Dimensions and Layout
Living Area: 1116 Square FeetFoundation Area: 558
Appliances & Utilities
Laundry: First Floor
Heating & Cooling
Heating: Floor Furnace,Natural GasNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Floor Furnace
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Living RoomHas a FireplaceNo Spa
View
Has a ViewView: Water

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: DeckExterior: DeckFoundation: Granite
Parking & Garage
Open Parking Spaces: 1No GarageHas Open ParkingParking Spaces: 1Parking: Paved Drive,Off Street,Paved
Frontage
Waterfront: 1/10 to 3/10 To Beach, Beach Ownership(Private)Not on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1829
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cottage
Building
Not Attached PropertyDoes Not Include Home Warranty

Price & Status

Price
List Price: $899,000
Status Change & Dates
Off Market Date: Wed Jul 19 2023

Active Status

MLS Status: Sold

Location

Direction & Address
City: Gloucester

Building

Building Area
Building Area: 1116 Square Feet

Community

Community Features: Tennis Court(s), MarinaNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 4585 sqft

Offer

Contingencies: Financing

Miscellaneous

Mls Number: 73128458Water ViewWater View: Water

Additional Information

Tennis Court(s)Marina
Last check for updates: about 14 hours ago
Listed by Mark Ventimiglia, (978) 479-7257
Vadala Real Estate, (978) 281-1111
Bought with: Mark Ventimiglia, (978) 479-7257, Vadala Real Estate, (978) 281-1111
Source: MLS PIN, MLS#73128458

Price History for 33 Leonard St

DatePriceEventSource
08/18/2023$749,000Sold
MLS PIN #73128458
07/06/2023$899,000ContingentMLS PIN #73128458
06/22/2023$899,000Listed For SaleMLS PIN #73128458

Market trends in Gloucester

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
85
21
MoM
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Homeowner tools

Estimated monthly rent$3,518/mo

Comparable Sales for 33 Leonard St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.15
Single-Family Home
$1,900,000
12/09/25
3
3.5
2,418
0.79
Single-Family Home
$535,000
10/06/25
2
2
1,074
0.20
Single-Family Home
$1,250,000
07/18/25
4
3
2,368
0.54
Single-Family Home
$1,050,000
07/17/25
3
3.5
2,198
0.35
Single-Family Home
$1,000,000
07/11/25
3
2
2,818
0.79
Single-Family Home
$700,000
07/31/25
3
2
1,239
0.76
Single-Family Home
$895,900
09/30/25
3
2
1,920
0.53
Single-Family Home
$1,107,750
09/05/25
3
1.5
1,860
1.11
Single-Family Home
$590,000
06/23/25
2
1.5
1,177
1.06
Single-Family Home
$970,000
01/20/26
3
2
2,438

Nearby homes

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Assigned Schools

These are the assigned schools for 33 Leonard St.
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

  • 70 % 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 "
  • 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 "
  • 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"
  • 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."
  • 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."
  • William M.
    "Pay attention to the random people in your neighborhood as it’s a close family environment so outsiders are easy to spot"
  • 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 "
  • 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."
  • 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."
  • 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. "
  • 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. "
  • 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 :)"
  • 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"
  • 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."
  • 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. "
  • Kimberly V.
    "short and Easy, a short drive across town. it is typically 10 min without traffic, 20-30 during traffic hours."
  • 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."
  • Stefani H.
    "It is clean, quiet, free from traffic and near the beach bank post office hair salon dentist acupuncturist and convenient store"
  • 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"
  • 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."
  • Ms m.
    "quiet and friendly, lived here for 25 years. Good schools and coastal community with many good places to eat and picnic"

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Off Market Homes Near 33 Leonard St

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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.
33 Leonard St, Gloucester, MA 01930 is a 3 bedroom, 1 bathroom, 1,116 sqft single-family home built in 1829. This property is not currently available for sale. 33 Leonard St was last sold on Aug 18, 2023 for $749,000 (17% lower than the asking price of $899,000).