53 Leonard St, Gloucester, MA 01930
OFF MARKET

53 Leonard St
Gloucester, MA 01930

  • 4 Beds
  • 3.5 Baths
  • 2,368 sqft (on 0.27 acres)

$3,638,500

Trulia Estimate
as of May 25, 2026
Est. Refi. Payment $21,234/mo*

$3,638,500

Trulia Estimate
as of May 25, 2026
Est. Refi. Payment $21,234/mo*
4 Beds
3.5 Baths
2,368 sqft
(on 0.27 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

This iconic waterfront compound, the “Pink House”, including a main residence, guest house, and dock provides an intimate experience with the sea and the quaint village of Annisquam. Extensively renovated in 2020, the main residence seamlessly combines the original antique elegance with modern functionality. Extensive glass floods the primary rooms with natural sunlight while offering superb water views. The kitchen has been redesigned and appointed for true cooking enthusiasts and the living room is accented by the original brick fireplace. The Main bedroom suite affords glorious morning water views and a luxurious designer bath and dressing closet. Terraced lawns and manicured perennial gardens flow to the waterfront, dock for boating and refreshing summer swims. There is a seaside guest cottage providing a delightful venue for summer parties or extended guest stays. Other amenities: updated systems/roof/dock, central air, and radiant heat. APPT REQUIRED DURING OPEN HOUSE TIMES.
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 17, 2023

Home Highlights

Parking
2 Open Spaces
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
134 days ago

Home Details for 53 Leonard St

Interior Features

Interior Details
Basement: Partial,Bulkhead,Sump Pump,Concrete,UnfinishedNumber of Rooms: 9Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Kitchen, Living Room, Office
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2368 Square Feet
Appliances & Utilities
Utilities: for Gas Range, for Electric Oven, for Electric Dryer, Washer HookupAppliances: Gas Water Heater, Water Heater, Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer, Wine Refrigerator, Range HoodDishwasherDryerLaundry: Second Floor,Electric Dryer Hookup,Washer HookupMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Central,Hot Water,Radiant,Natural Gas,Pellet Stove,FireplaceHas CoolingAir Conditioning: Central Air,DualHas HeatingHeating Fuel: Central
Fireplace & Spa
Number of Fireplaces: 3Fireplace: Living Room, BedroomHas a FireplaceNo Spa
Gas & Electric
Electric: Circuit Breakers, 200+ Amp Service
Windows, Doors, Floors & Walls
Window: Skylight(s), Storm Window(s)Door: French DoorsFlooring: Tile, Hardwood, Pine, Stone / Slate, Flooring - Wood, Flooring - Hardwood, Flooring - Stone/Ceramic Tile
Levels, Entrance, & Accessibility
Accessibility: NoFloors: Tile, Hardwood, Pine, Stone Slate, Flooring Wood, Flooring Hardwood, Flooring Stone Ceramic Tile
View
Has a ViewView: Scenic View(s), Water, Dock/Mooring, Ocean, Private Water View, River

Exterior Features

Exterior Home Features
Roof: Shingle MetalPatio / Porch: DeckOther Structures: Guest HouseExterior: Deck, Rain Gutters, Storage, Professional Landscaping, Garden, Guest House, Outdoor Shower, Stone WallFoundation: GraniteGarden
Parking & Garage
Open Parking Spaces: 2No GarageHas Open ParkingParking Spaces: 2Parking: Off Street,Tandem,Unpaved
Frontage
WaterfrontWaterfront: Waterfront, Navigable Water, Ocean, River, Dock/Mooring, Frontage, Direct Access, Private, Ocean, 0 to 1/10 Mile To Beach, Beach Ownership(Public)Road Frontage: PublicResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: PavedOn Waterfront
Water & Sewer
Sewer: Public Sewer
Farm & Range
Frontage Length: 89.00

Property Information

Year Built
Year Built: 1830
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial,Antique
Building
Construction Materials: Frame, Post & BeamNot Attached PropertyDoes Not Include Home Warranty
Property Information
Parcel Number: 1899768

Price & Status

Price
List Price: $3,295,000
Status Change & Dates
Off Market Date: Tue Jul 25 2023

Active Status

MLS Status: Sold

Location

Direction & Address
City: Gloucester

Building

Building Area
Building Area: 2368 Square Feet

Community

Community Features: Walk/Jog Trails, Golf, Conservation Area, Highway Access, House of Worship, Marina, Public SchoolNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.27 acres

Offer

Listing Terms: Contract

Energy

Energy Efficiency Features: Thermostat

Miscellaneous

BasementMls Number: 73134171Water ViewWater View: Dock/Mooring, Ocean, Private, River, Water

Additional Information

Walk/Jog TrailsGolfConservation AreaHighway AccessHouse of WorshipMarinaPublic School
Last check for updates: about 2 hours ago
Listed by Karen Bernier, (978) 807-5580
Churchill Properties, (978) 515-7031
Bought with: Karen Bernier, (978) 807-5580, Churchill Properties, (978) 998-4656
Source: MLS PIN, MLS#73134171

Price History for 53 Leonard St

DatePriceEventSource
08/17/2023$3,450,000Sold
MLS PIN #73134171
07/16/2023$3,295,000ContingentMLS PIN #73134171
07/10/2023$3,295,000Listed For SaleMLS PIN #73134171
01/12/2018$1,619,600Sold
N/A
11/21/2017$1,400,000PendingAgent Provided
11/16/2017$1,400,000Listed For SaleAgent Provided
07/16/1999$589,000Sold
N/A
04/21/1998$240,000Sold
N/A
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$19,559
Assessment$2,010,200
Home facts updated by county records

Comparable Sales for 53 Leonard St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.12
Single-Family Home
$1,250,000
07/18/25
4
3
2,368
0.25
Single-Family Home
$1,900,000
12/09/25
3
3.5
2,418
0.35
Single-Family Home
$1,000,000
07/11/25
3
2
2,818
0.40
Single-Family Home
$1,700,000
10/15/25
3
3.5
3,882
0.61
Single-Family Home
$1,050,000
07/17/25
3
3.5
2,198
0.93
Single-Family Home
$1,575,000
04/22/26
5
3.5
3,564
0.43
Single-Family Home
$1,107,750
09/05/25
3
1.5
1,860
0.96
Single-Family Home
$1,025,000
08/15/25
4
2.5
2,968
1.16
Single-Family Home
$2,855,000
10/15/25
5
3
3,256

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 53 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 178 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

  • 69 % Say parking is easy

  • 68 % Say there are sidewalks

  • 68 % Say there's wildlife

  • 64 % Say neighbors are friendly

  • 64 % Say streets are well-lit

  • 62 % Say it's walkable to restaurants

  • 60 % Say kids play outside

  • 59 % Say it's walkable to grocery stores

  • 59 % Say they plan to stay for at least 5 years

  • 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"

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature

Homes for sale near 53 Leonard St

Skip to last item
Skip to first item

Off Market Homes Near 53 Leonard St

Skip to last item
Skip to first item
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.

Homes for rent near 53 Leonard St

Skip to last item
  • Results are loading
Skip to first item
53 Leonard St, Gloucester, MA 01930 is a 4 bedroom, 4 bathroom, 2,368 sqft single-family home built in 1830. This property is not currently available for sale. 53 Leonard St was last sold on Aug 17, 2023 for $3,450,000 (5% higher than the asking price of $3,295,000). The current Trulia Estimate for 53 Leonard St is $3,638,500.