2 Winchester Ct, Gloucester, MA 01930
Property image
Property image
OFF MARKET

$499,500

Trulia Estimate
  • 4 Beds
  • 2 Baths
  • 1,586 sqft

2 Winchester Ct, Gloucester, MA 01930

Est. Refi. Payment $3,017/mo*
Refinance Your Home
Currently Off Market - Sold Apr 29, 2025 for $495,000

Home Value

Trulia Estimate
$500K
Since last month
Decreased$2K (-0.5%)
Since last year
Increased$1K (+0.2%)
Since last sale
Increased$5K (+0.9%)
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 +54% in the last 10 years
MonthEstimated value
2026
August 2026$500K
August 2026$498K
July 2026$502K
June 2026$506K
May 2026$506K
April 2026$506K
March 2026$500K
February 2026$498K
January 2026$493K
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
15 Mount Vernon St, Gloucester, MA
0.11
Single-Family Home
$500,000
03/20/26
3
2.5
1,237
36 Warner St, Gloucester, MA
0.17
Single-Family Home
$479,000
08/25/26
3
1.5
1,080
15 Columbia St, Gloucester, MA
0.37
Single-Family Home
$555,000
11/07/25
3
1.5
1,528
8 Arthur St, Gloucester, MA
0.42
Single-Family Home
$460,000
11/07/25
3
2
1,264
6 Arthur St, Gloucester, MA
0.41
Single-Family Home
$535,000
06/15/26
3
2
1,200
72 Friend St, Gloucester, MA
0.33
Single-Family Home
$470,000
06/30/26
3
1
1,498
10 Prospect Ct, Gloucester, MA
0.09
Single-Family Home
$552,000
09/17/25
2
1
923
9 Trask St, Gloucester, MA
0.24
Single-Family Home
$465,000
09/12/25
3
1
1,354
24 Millett St, Gloucester, MA
0.31
Single-Family Home
$570,000
11/07/25
3
1
1,016
36 Eastern Ave, Gloucester, MA
0.48
Single-Family Home
$605,000
04/16/26
4
2
2,192

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
2 Winchester Ct #2, Gloucester, MA 01930
0.00
-
4
1
1,593
Off Market
114 Prospect St, Gloucester, MA 01930
0.03
$733,900
4
1.5
1,328
Off Market
118 Prospect St, Gloucester, MA 01930
0.03
$580,000
4
2
2,106
Recently Sold
274 Main St #4, Gloucester, MA 01930
0.07
$435,000
3
1.5
1,157
Recently Sold
274 Main St #6, Gloucester, MA 01930
0.07
$372,500
2
1
817
Off Market
274 Main St #5, Gloucester, MA 01930
0.07
$357,500
1
1
603
Off Market
6 Prospect Ct, Gloucester, MA 01930
0.08
$520,000
1
1.5
800
Recently Sold
9 Allen St, Gloucester, MA 01930
0.07
$661,500
3
1
1,091
Off Market
260 Main St #2, Gloucester, MA 01930
0.10
$841,500
3
2.5
1,875
Off Market
10 Prospect Ct, Gloucester, MA 01930
0.09
$554,800
2
1
923
Off Market
4 Mount Vernon St, Gloucester, MA 01930
0.05
$645,000
6
2
1,848
Recently Sold

Local Information

  • Map ViewExplore the area around 2 Winchester Ct.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1900
1,586 sqft
$315/sqft
2 Parking Spaces

About this House

Lovely Antique Colonial 4 bedrooms, 2 Full Baths, with In-law apartment in the heart of beautiful downtown Gloucester. When you open the front door to the covered vestibule you will start to notice the character and charm of this home from its captain's windows, crown moldings, Built-ins, and hardwood floors throughout. The first floor offers large living room with bow window, and a wood burning fireplace. Large eat in kitchen with a beautiful built-in China cabinet and newer Laminate flooring that leads out to your private backyard. On the second level you will find 3 spacious bedrooms, an extra room for an office/ walk-in closet, and1 full bath. In the lower level you will find a washer & dryer, built in storage shelves and walk out bulkhead. Off street parking for two cars, Close proximity to public transportation, restaurants, beaches and parks.
2 Winchester Ct, Gloucester, MA 01930 is a 4 bedroom, 2 bathroom, 1,586 sqft single-family home built in 1900. It last sold for $495,000 on Apr 29, 2025 (20% below the $615,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $499,500, with a rent estimate of $3,666/month.
Last check for updates: about 5 hours ago
Listed by Aiello Team, (978) 549-2143
North Shore's Gold Coast Realty, (978) 283-4440
Bought with: Ruth Pino, (978) 764-6710, RE/MAX Beacon, (978) 281-8005
Source: MLS PIN, MLS#73304452

Home Details for 2 Winchester Ct

Interior Features

Interior Details
Basement: Full,Bulkhead,ConcreteNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Kitchen, Living Room, Office
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1586 Square Feet
Appliances & Utilities
Appliances: Electric Water Heater, Range, Refrigerator, Washer, DryerDryerLaundry: Electric Dryer Hookup,Exterior Access,In BasementRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,OilHas CoolingAir Conditioning: Wall Unit(s)Has HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 2Fireplace: Living RoomHas a FireplaceNo Spa
Gas & Electric
Electric: 220 Volts, Circuit Breakers, 200+ Amp Service
Windows, Doors, Floors & Walls
Flooring: Tile, Laminate, Hardwood, Flooring - Hardwood
Levels, Entrance, & Accessibility
Floors: Tile, Laminate, Hardwood, Flooring Hardwood

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: PatioFencing: FencedExterior: Patio, Fenced Yard, GardenFoundation: Stone, Brick/MortarGarden
Parking & Garage
Open Parking Spaces: 2No GarageParking Spaces: 2Parking: Off Street
Frontage
Waterfront: Harbor, Ocean, 1/2 to 1 Mile To Beach, Beach Ownership(Public)Road Frontage: PublicRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1900
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:0012 B:0081 L:0000, 1893927

Price & Status

Price
List Price: $615,000
Status Change & Dates
Off Market Date: Wed Dec 04 2024

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: Gloucester
School Information
Elementary School: East VeteransJr High / Middle School: O'maleyHigh School: Ghs

Building

Building Area
Building Area: 1586 Square Feet

Community

Community Features: Public Transportation, Shopping, Golf, Medical Facility, Laundromat, Highway Access, House of Worship, Marina, Public SchoolNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 2806 sqft

Offer

Contingencies: Pending P&SListing Terms: Other (See Remarks)

Miscellaneous

BasementMls Number: 73304452

Additional Information

Public TransportationShoppingGolfMedical FacilityLaundromatHighway AccessHouse of WorshipMarinaPublic School

Price and Tax history

DateEventPrice
Apr 29, 2025
Source: N/A
Sold
$495,000
Dec 19, 2024
Source: MLS PIN #73304452
Sold
$625,000
Nov 21, 2024
Source: MLS PIN #73304452
Contingent
$615,000
Nov 15, 2024
Source: MLS PIN #73304452
PriceChange
$615,000
Price decreased by 4%
Nov 6, 2024
Source: MLS PIN #73304452
PriceChange
$639,900
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 2 Winchester Ct

  • What is 2 Winchester Ct estimated to be worth?
    Trulia's estimated value for 2 Winchester Ct in Gloucester, MA is $499,500.
  • What is the price history for 2 Winchester Ct?
    2 Winchester Ct in Gloucester, MA last sold for $495,000 in April 2025.
  • 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 2 Winchester Ct have air conditioning?
    Yes, 2 Winchester Ct in Gloucester, MA has air conditioning.
  • Does 2 Winchester Ct have laundry facilities?
    Yes, 2 Winchester Ct in Gloucester, MA has in-unit laundry.

Explore by feature - Pet Friendly

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Off Market Homes Near 2 Winchester Ct

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