53 Leonard St, Gloucester, MA 01930
Property image
Property image
OFF MARKET

$3,542,800

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

53 Leonard St, Gloucester, MA 01930

Refinance Your Home
Currently Off Market - Sold Aug 17, 2023 for $3,450,000

Home Value

Trulia Estimate
$3.54M
Since last month
Increased$57K (+1.6%)
Since last year
Increased$113K (+3.3%)
Since last sale
Increased$56K (+1.6%)
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 +194% in the last 10 years
MonthEstimated value
2026
August 2026$3.51M
July 2026$3.45M
June 2026$3.54M
May 2026$3.52M
April 2026$3.39M
March 2026$3.39M
February 2026$3.37M
January 2026$3.37M
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
6 River Rd, Gloucester, MA
0.25
Single-Family Home
$1,900,000
12/09/25
3
3.5
2,418
4 Lane Rd, Gloucester, MA
0.40
Single-Family Home
$1,700,000
10/15/25
3
3.5
3,882
7 Colburn St, Gloucester, MA
0.97
Single-Family Home
$1,625,000
06/29/26
5
3.5
2,791
2 Breezy Point Rd, Gloucester, MA
0.93
Single-Family Home
$1,575,000
04/22/26
5
3.5
3,564
134-134R Leonard St, Gloucester, MA
0.43
Single-Family Home
$1,107,750
09/05/25
3
1.5
1,860
9 Sandy Way, Gloucester, MA
1.16
Single-Family Home
$2,855,000
10/15/25
5
3
3,256
220 Atlantic St, Gloucester, MA
0.91
Single-Family Home
$2,950,000
07/27/26
4
4
3,754
32 Holly St, Gloucester, MA
0.81
Single-Family Home
$895,900
09/30/25
3
2
1,920
28 Macomber Rd, Gloucester, MA
1.27
Single-Family Home
$880,000
11/18/25
4
3
2,443

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
33 Leonard St, Gloucester, MA 01930
0.10
-
3
1
1,116
Off Market
37 Walnut St, Gloucester, MA 01930
0.12
$1,769,500
4
3
2,368
Off Market
1 Barberry Heights Rd, Gloucester, MA 01930
0.14
$821,400
3
2
1,790
Off Market
25 Adams Hill Rd, Gloucester, MA 01930
0.16
$2,405,500
3
2.5
2,499
Off Market
6 River Rd, Gloucester, MA 01930
0.25
$1,900,000
3
3.5
2,418
Recently Sold
5 River Rd, Gloucester, MA 01930
0.26
$1,522,600
3
1.5
1,050
Off Market
19 Youngs Rd, Gloucester, MA 01930
0.31
$785,500
3
2
1,888
Off Market
15 Youngs Rd, Gloucester, MA 01930
0.35
$1,004,300
3
2
2,818
Off Market
121 Leonard St, Gloucester, MA 01930
0.32
$1,288,400
4
2
2,576
Off Market
50 Norwood Hts, Gloucester, MA 01930
0.33
$3,626,100
4
3.5
3,246
Off Market
36 Bennett St N, Gloucester, MA 01930
0.40
$1,365,500
3
3.5
2,750
Off Market

Local Information

  • Map ViewExplore the area around 53 Leonard St.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1830
Lot Size
0.27 acres
Living Area
2,368 sqft
Price/Sqft
$1,496
Parking
2 Open Spaces

About this House

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.
53 Leonard St, Gloucester, MA 01930 is a 4 bedroom, 4 bathroom, 2,368 sqft single-family home built in 1830. It last sold for $3,450,000 on Aug 17, 2023 (5% above the $3,295,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,542,800, with a rent estimate of $4,613/month.
Last check for updates: about 5 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

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

Media

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

Price and Tax history

DateEventPrice
Aug 17, 2023
Source: MLS PIN #73134171
Sold
$3,450,000
Jul 16, 2023
Source: MLS PIN #73134171
Contingent
$3,295,000
Jul 10, 2023
Source: MLS PIN #73134171
Listed For Sale
$3,295,000
Jan 12, 2018
Source: N/A
Sold
$1,619,600
Nov 21, 2017
Source: Agent Provided
Pending
$1,400,000

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

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 53 Leonard St

  • What is 53 Leonard St estimated to be worth?
    Trulia's estimated value for 53 Leonard St in Gloucester, MA is $3,542,800.
  • What is the price history for 53 Leonard St?
    53 Leonard St in Gloucester, MA last sold for $3,450,000 in August 2023.
  • 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 53 Leonard St have air conditioning?
    Yes, 53 Leonard St in Gloucester, MA has air conditioning.
  • Does 53 Leonard St have laundry facilities?
    Yes, 53 Leonard St in Gloucester, MA has in-unit laundry.

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