Zumper
modified
5+ Days Ago

Highlights

  • Pet Friendly
  • New appliances
  • Open concept living
  • Fully renovated apartment
  • Waterfront
  • City view
  • Parking on street

Location

585 Shirley St, Winthrop, MA 02152, USA|Cottage Hill
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Tour 585 Shirley Street

Contact

Management

Reference Property Management

Leasing office

(844) 394-9568 ext. 5711

Property Overview

585 Shirley Street receives an overall Zumper expert rating of 8.3 out of 10, indicating it’s a strong choice for renters. The property excels in price, amenities, and location, each rated 9 out of 10, showcasing its competitive pricing and impressive features such as new appliances and waterfront views. Additionally, with public transport and grocery stores conveniently located nearby, the property stands out for its accessibility and overall quality of living.

This summary uses Zumper’s proprietary data. “Zumper Expert Ratings,” “Things you’ll love,” and “Great for” are based on our internal analyses of market trends and renter insights.

Zumper Expert Rating

8.3
Very Good
With a solid 8.3 out of 10 overall, 585 Shirley Street is a great option for renters. While some aspects, like Quality, might not be as distinguished as other properties nearby, 585 Shirley Street has a number of attractive features—namely its Price— so you can be assured your rent will come with a high standard of living.

Things you’ll love

  • More space
  • Images Available

Great for

  • Social life
  • Work-from-home

Floor plans

585 Shirley Street - 22 bed1 bath1,050 sqft$2,900 /mo2 Bed | 1 Bath| Waterfront – Winthrop Harbor Beautifully renovated 2-bedroom, 1-bath ground-level apartment located directly on Winthrop Harbor. This open-concept unit features brand-new appliances, new hardwood flooring, and stunning ocean, harbor, and city views. Be the first to enjoy this updated waterfront home offering: Heat and hot water included Dishwasher Private ground-level patio Ocean, water, and city views Street parking with permit Snow emergency parking available at Town Landing (short walk) Pet negotiable – cats OK Rare opportunity to live on the water with unbeatable views and easy access to the city.

Let's explore this property.

Amenities for 585 Shirley Street

Apartment Amenities

HeatHot Water
Trash Included

Building

Cats OKDogs OK
Onsite Laundry
Units, floor plans, amenities, dimensions, details, availability, and prices may be approximate and subject to change. Please contact a community representative for more information.

Policies and fees

Applicants

Applicants

One-time.

Contact Property

REQUIRED FEES

Security Deposit

One-time.

Contact Property

OPTIONAL FEES

Dog Policy

Allowed
Limit1

Cat Policy

Allowed
Limit1

Cat

Pet Terms

1 cat max.

Dog

Pet Terms

1 dog max.

Questions about this property’s policies and fees?

Building details

Property details

Units1
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About 585 Shirley Street

HomeApartments in Winthrop Town 585 Shirley Street

2 Bed | 1 Bath| Waterfront – Winthrop Harbor Beautifully renovated 2-bedroom, 1-bath ground-level apartment located directly on Winthrop Harbor. This open-concept unit features brand-new appliances, new hardwood flooring, and stunning ocean, harbor, and city views. Be the first to enjoy this updated waterfront home offering: Heat and hot water included Dishwasher Private ground-level patio Ocean, water, and city views Street parking with permit Snow emergency parking available at Town Landing (short walk) Pet negotiable – cats OK Rare opportunity to live on the water with unbeatable views and easy access to the city.


Zumper Expert Rating

Our expert rating is based on a weighted average score of property attributes that renters care about most: price, amenities, location, quality, and trust.
8.3
/10
Very Good
With a solid 8.3 out of 10 overall, 585 Shirley Street is a great option for renters. While some aspects, like Quality, might not be as distinguished as other properties nearby, 585 Shirley Street has a number of attractive features—namely its Price— so you can be assured your rent will come with a high standard of living.
How we rated 585 Shirley Street
Price·9A score that weighs the cost and location of the property, which we calculate by comparing rent prices of recent units to the median price of nearby rentals, adjusting for overall quality and features.
585 Shirley Street stands out with a remarkable rating of 9/10 for its cost per bedroom compared to other rentals in the area. Considering the excellent balance between price, convenience, and comfort that it provides, residents enjoy a high-quality living experience.
Amenities·9A score based on the amenities offered at this property compared to other rentals in the area. We consider the quantity, quality, and popularity of features both on site and within the units.
585 Shirley Street goes above and beyond to provide sought-after conveniences and desirable perks, including pets allowed. Renters looking for popular or luxurious features will find them here—and for that reason, 585 Shirley Street receives one of the highest amenities scores.
Location·9A score based on proximity and ease of access to shops, restaurants, schools, and public transportation while considering the desirability of the area.
585 Shirley Street is exceptional when it comes to location and conveniences. Communication with management or leasing staff is usually quick and easy and they often use advanced scheduling and communication tools to streamline the process. The location of this property offers easy access to popular points of interest in the area and options for getting around.
Quality·6A score based on what makes the property stand out, such as luxury features, unique offerings, age of the building, and our ability to verify the accuracy of these details.
While 585 Shirley Street does not have many hallmark characteristics to highlight, it has some qualities and features that will resonate with a broad range of renters.
Trustworthiness·7A score based on the accuracy, completeness, recency, and usefulness of the information provided by this property, so you can trust that what you see is what you get.
585 Shirley Street provides some information about the features available in the community and its apartments, making it a reliable option for prospective renters. Renters should ask additional questions about amenities and non-negotiable items they are looking for.

585 Shirley Street is great for:

Social life

  • 26 restaurants within 1 mile of this property
  • 6 theaters, music venues, or sports arenas nearby
  • A bustling neighborhood
  • Diverse age groups live in this area

Work-from-home

  • 1 coworking space or cafe within 1 mile
  • Quiet environment with little noise pollution
  • Utilities included in the rent

Property highlights

We compared every listing in the surrounding area to determine which amenities are most common. If a building lacks an amenity that most others in the area have, it is a con. If a building has an amenity most others in the area do not, it is a pro. Similarly, price, schools, and size are calculated relative to the size, price, and distance to schools of the other properties nearby.

How 585 Shirley Street compares to other nearby properties.

Positives

More space
The 2-bedroom is 150 sqft larger than other listings nearby
Images Available
There are at least 10 photos of this address

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Rent trends in Cottage Hill

2-bedroom apartments at 585 Shirley Street cost about 3% less than the average rent price for 2-bedroom apartments in Cottage Hill.

Median rents as of Apr 18 2026.
Cottage Hill
Winthrop Town
A table of 2-bedroom apartment rental data trends in Winthrop Town
MonthMedian Rent
May 2024$3,000
June 2024$2,965
July 2024$3,000
August 2024$2,980
September 2024$2,906
October 2024$2,906
November 2024$2,847
December 2024$2,959
January 2025$2,756
February 2025$2,750
March 2025$2,750
April 2025$2,768
May 2025$2,770
June 2025$2,775
July 2025$2,720
August 2025$2,760
September 2025$2,750
October 2025$2,832
November 2025$2,825
December 2025$2,862
January 2026$2,792
February 2026$2,871
March 2026$2,900
April 2026$2,747
A table of 2-bedroom apartment rental data trends in Cottage Hill
MonthMedian Rent
December 2024$2,975
January 2025$2,975

Affordability calculator

Can I afford to live at 585 Shirley St?

Bedrooms

2 bedrooms

Rent-to-income ratio

30%

Slide to adjust the percentage of your monthly income you are willing to spend on rent.
The general rule of thumb is to spend around 30% or less of your income on rent.
Recommended income

$116,000/yr

With your selected rent-to-income ratio, you'd ideally want to make $116,000 annually to afford this 2-bedrooms monthly rent price of $2,900.
For more information on rent affordability, visit our rent calculator.

Schools near 585 Shirley Street

Arthur T. Cummings Elementary School

40 hermon st

winthrop, MA, 2152

3-5Public
B-

William P. Gorman Fort Banks Elementary School

101 kennedy dr

winthrop, MA, 2152

PK, K-2Public
A-

Capic Head Start

67 crescent ave

chelsea, MA, 2150

PKPublic

Webster Extension

548 broadway

everett, MA, 2149

PKPublic

Johnson Elementary School

290 castle rd

nahant, MA, 1908

PK, K-6Public
B+
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Neighborhood

Cottage Hill | Winthrop Town, MA

NEIGHBORHOOD VIBE
Peaceful and quiet
Noise-canceling headphones not required in this mostly noise free area.

Getting around Winthrop near 585 Shirley St

Walking

0/10
You’ll need another mode of transportation for getting around. Scooter, anyone?

Driving

10/10
Commuting is easy with multiple accessible routes and plenty of parking.

Cycling

2/10
This is semi-bikeable, but you’ll need another way of getting around.

Transit

0/10
FYI, there are little to no public transit options within walking distance.

Points of interest for 585 Shirley St, Winthrop

Groceries

4/10
At least one supermarket within a 30-minute walk

Shopping

0/10
Few or no shops within walking distance

Cafes

6/10
Some cafés within a few minutes’ walk

Restaurants

5/10
Some restaurants within a few minutes’ walk

Primary schools

0/10
Closest elementary school further than a 30-minute walk

High schools

0/10
Closest high school further than a 30-minute walk

Nightlife

0/10
Few or no bars within walking distance

Explore the area around 585 Shirley St

Meat Market
224 Winthrop St
Winthrop Market Place Inc
35 Revere St
Orient Heights Food Market
1014 Bennington St
State Road Liquor & Food Market
116 State Rd
Olympia Market
5 Atlantic Ave

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