53 Willow Ave, Winthrop, MA 02152
Photo 3
Photo 5
OFF MARKET

$886,400

Trulia Estimate
  • 5 Beds
  • 3 Baths
  • 2,436 sqft

53 Willow Ave, Winthrop, MA 02152

Est. Refi. Payment $5,051/mo*
Refinance Your Home

Home Value

Trulia Estimate
$886K
Since last month
Decreased$32K (-3.5%)
Since last year
Decreased$20K (-2.1%)
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 +32% in the last 10 years
MonthEstimated value
2026
August 2026$888K
August 2026$886K
July 2026$920K
June 2026$920K
May 2026$923K
April 2026$894K
March 2026$905K
February 2026$891K
January 2026$879K
2025
2024
2023
2022
2020

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
308 Bowdoin St, Winthrop, MA
0.03
Multi-Family Home
$999,900
06/19/26
7
3
3,628
29 Dolphin Ave, Winthrop, MA
0.31
Multi-Family Home
$1,050,000
09/12/25
6
3
2,144
28 Thornton Park, Winthrop, MA
0.14
Multi-Family Home
$775,000
01/16/26
5
2.5
3,769
40 Cottage Park Rd, Winthrop, MA
0.50
Multi-Family Home
$950,000
11/21/25
5
3
2,550
19 Jefferson St, Winthrop, MA
0.34
Multi-Family Home
$1,270,000
09/30/25
9
3
2,775
72 Fremont St, Winthrop, MA
0.31
Multi-Family Home
$995,000
03/09/26
7
2
2,604
77 Cottage Ave, Winthrop, MA
0.55
Multi-Family Home
$860,000
09/30/25
5
3
2,308
339 Winthrop St, Winthrop, MA
0.44
Multi-Family Home
$910,000
12/05/25
5
2.5
3,776
11 Pearl Ave, Winthrop, MA
0.28
Multi-Family Home
$1,107,000
05/28/26
11
3
4,032
37 Trident Ave, Winthrop, MA
0.37
Multi-Family Home
$1,260,000
03/31/26
8
3
3,708

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
64 Bates Ave, Winthrop, MA 02152
0.03
$632,400
3
1
1,348
Off Market
68 Bates Ave, Winthrop, MA 02152
0.03
$866,500
4
1.5
1,760
Off Market
308 Bowdoin St, Winthrop, MA 02152
0.03
$999,900
7
3
3,628
Recently Sold
56 Willow Ave, Winthrop, MA 02152
0.02
$855,800
4
2
2,032
Off Market
15 Thornton St #1, Winthrop, MA 02152
0.04
$568,600
3
1
1,140
Off Market
293 Bowdoin St, Winthrop, MA 02152
0.06
$724,200
5
1
1,967
Off Market
209 River Rd, Winthrop, MA 02152
0.07
$801,700
3
1.5
1,715
Off Market
59 Lewis Ave, Winthrop, MA 02152
0.10
$907,800
3
2.5
1,884
Off Market
17-17R Thornton Park, Winthrop, MA 02152
0.12
-
2
1
1,021
Off Market
52 Thornton Park, Winthrop, MA 02152
0.11
$1,348,500
4
2.5
2,226
Off Market
260 Bowdoin St, Winthrop, MA 02152
0.10
$905,200
5
2
2,220
Off Market
257-259 Bowdoin St, Winthrop, MA 02152
0.11
-
8
2
2,936
Off Market

Local Information

  • Map ViewExplore the area around 53 Willow Ave.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Multi-Family
Built in 1920
2,436 sqft
$364/sqft

About this House

Apt has been newly painted, hardwood floors and eat in kitchen
53 Willow Ave, Winthrop, MA 02152 is a 5 bedroom, 3 bathroom, 2,436 sqft multi-family built in 1920. More recently, it was listed as a rental in October 2011 with an asking price of $1,200 per month. That rental listing was removed on November 29, 2011. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $886,400, with a rent estimate of $3,545/month.

Home Details for 53 Willow Ave

Interior Features

Heating & Cooling
Heating: GasHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 3
Interior Details
Number of Rooms: 12

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Other

Property Information

Year Built
Year Built: 1920
Property Type / Style
Property Type: Multi Family

Community

Units in Building: 2

Lot Information

Lot Area: 4356 sqft

Price and Tax history

DateEventPrice
Nov 29, 2011
Source: Agent Provided
ListingRemoved
$1,200
Oct 1, 2011
Source: Agent Provided
Listed For Rent
$1,200

Market trends in Winthrop

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
74

Around this home

What Locals Say about Winthrop

At least 174 Trulia users voted on each feature.

  • 94 % Say there are sidewalks

  • 92 % Say it's dog friendly

  • 84 % Say it's walkable to restaurants

  • 84 % Say parking is easy

  • 83 % Say people would walk alone at night

  • 80 % Say there's holiday spirit

  • 74 % Say streets are well-lit

  • 72 % Say yards are well-kept

  • 67 % Say it's walkable to grocery stores

  • 66 % Say they plan to stay for at least 5 years

  • 65 % Say kids play outside

  • 64 % Say it's quiet

  • 62 % Say car is needed

  • 60 % Say neighbors are friendly

  • 45 % Say there's wildlife

  • 42 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Yv9h5vmcvm
    "Great neighborhood community, with alot of outdoor space. No school bus route but everything is relatively close and walkable. Easy access to public transportation. The community is welcoming and supportive."
    0
    Flag
  • Trulia User
    "Reliable bus to the nearby T station makes the commute manageable and coffee shops add to the experience."
    0
    Flag
  • Job4cwsouthworth
    "Great area! Its mostly quiet and you have access to all Boston has to offer. There are frequent local events outside in the summer and a lot of clubs and thing to do indoors in winter. The city center is small but it has the essentials and some nice cafes. The BBQ place does a great brunch! Plus you have ocean access! The ocean micro-climate in Winthrop means warmer winters and cooler in the summers. Nothing in life is perfect, but Winthrop comes close! "
    0
    Flag
  • Trulia User
    "You can park at orient heights for 6 bucks or one of the other lots along the blue line. The commute in is easy. Easy like Sunday morning."
    0
    Flag
  • Trulia User
    "Coughlin Park is a great place to meet up with other dogs! usually after work lots of people bring their dogs there and let them play! always good to be around other dog lovers !"
    0
    Flag
  • Trulia User
    "Winthrop is close to downtown Boston, the beach, Logan Airport and the MBTA (both bus and train lines)."
    0
    Flag
  • Trulia User
    "Winthrop is near the beach, near Boston, near the Airport, near highways and has access to public transportation. City life without the city!"
    0
    Flag
  • Alexander21mp
    "Not good, this lovely city should have a better transportation. Also, traffic can be very ugly during morning and evening."
    6
    Flag
  • Joey C.
    "Lots of small town events. Craft fairs, holiday gift shows The Horribles Parade and Firewomen. Halloween haunt and holiday tree lighting in town center."
    3
    Flag
  • Mikeborghe
    "Great neighborhood!! On the ocean and next to the city. But most importantly very safe! Friendly environment. "
    1
    Flag
  • Andrea L. G.
    "I lived here for 5 years and love it! Love walks to the beach and shops & restaurants in the center of town. "
    0
    Flag
  • Janelleallison90
    "Santa comes plus School fundraisers and sporting events. Winthrop market always supports kids in need. "
    1
    Flag
  • Jojowhite118
    "Commute would be better if we got a discount on the tolls. I go though Chelsea, Everett, Charlestown to get to work at TD Garden. I come home the same way which is so out of my way. To pay the Tolls it’s like another big bill on my hands. I love living in Winthrop but I’ll probably move out because of the toll’s. "
    5
    Flag
  • Kbiti01
    "I live here it is a great town with lots of little shops and really nice people. It is very close to walking distance of the beach. "
    0
    Flag
  • Pinzonaleja
    "I love Winthrop, is a safe and beautiful environment and is close to the sea also has public transportation (bus) every 15 min "
    0
    Flag
  • Chris
    "I've lived in Winthrop 10byears. I have a six year old son and I am going to raise him here. This is a great town. I have lived all over and Winthrop is excellent. Small town feel next to big city and all that has to offer. Culture, safe, great schools and the beach! "
    9
    Flag
  • Katlyn J.
    "It’s a great town to live in awesome schools and teachers. People around here are pretty nice. Foods amazing around here lots of restaurants and we have beaches as well"
    4
    Flag
  • Nicole P. .
    "Quick walk to the 712 bus which takes you to Orient Heights on the blue line. About 35 mins door to door to downtown Boston."
    2
    Flag
  • Trulia User
    "Winthrop is a great suburban town located in close proximity to both Boston and Logan airport. It’s a safe family oriented community, offering many family oriented activities throughout the year. It’s great for outdoor living as well, being a costal community, there are many ways to enjoy the great outdoors in Winthrop. No matter what your into... walking, biking, water sports... whatever... Winthrop is nice place to call home...😎"
    2
    Flag
  • Pinzonaleja
    "Winthrop is not close to the T, but it has regular bus service to the orient heights station. At least every 15- 20 min there is a bus going to the station or departing to Winthrop. "
    2
    Flag
  • Tacm12000
    "Movies on the beach. Santa’s parade. Town hall meetings for residents. Nice police force. Very reactive. "
    0
    Flag
  • Elaine C.
    "Every festival makes our community like a family, but I Think the drama club of middle school, at the center the Blue light tree at Christmas even. "
    0
    Flag
  • Elaine C.
    "We moved to Winthrop 5 years ago and we like the hole family fall in love with the city. My kids grow so much here in all potencial areas, my son Plays football and Basketball for High school we are very happy here."
    0
    Flag
  • Trulia User
    "Great parks, nice playground, for toddlers and older kids, skate park, courts for basketball. Sporting goods store in the center for kids who play sports! Nice restaurants all throughout town! Safe neighborhood to walk around in! "
    0
    Flag
  • Alyssa S.
    "Plenty of buses that take you to the blue line at Orient Heights station...4 stops to Boston. You could also choose to drive to the station to park and take the train"
    1
    Flag
  • Odwyro
    "Skunks share the hill and dogs get sprayed regularly especially when let out in the yard at night I attended. Beach is seasonal for dogs."
    1
    Flag

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Frequently asked questions about 53 Willow Ave

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