Zumper
modified
5+ Days Ago

Highlights

  • Pet Friendly
  • Laundry center
  • Modern kitchen cabinets
  • Hardwood flooring
  • Two renovated bathrooms
  • Gated reserved parking
  • Lots of closet space

Location

7545 N Winchester Ave, Chicago, IL 60626, USA|Rogers Park
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Contact

Management

Becovic Management Group, Inc.

Our team has verified this company

Leasing office

(773) 271-6143

Property Overview

The Howard Winchester receives an exemplary Zumper Expert Rating of 9.9, reflecting its outstanding value and competitive pricing. The property features high-quality amenities such as modern kitchen cabinets, hardwood flooring, and two renovated bathrooms, coupled with gated reserved parking and ample closet space. Additionally, its prime location offers unmatched access to local attractions and pet-friendly services, enhancing the overall living experience for potential renters.

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

9.9
Excellent
With an impressive overall rating of 9.9 out of 10, The Howard Winchester is one of the top properties in Rogers Park. It stands out for Price, Amenities, and Location, so residents can expect their monthly rent payments to give them elevated features, an exceptional standard of living, and a phenomenal experience.

Things you’ll love

  • More space
  • Elementary school nearby
  • Elevator

Great for

  • Pet owners

Floor plans

2BR/1.5BA2 bed1.5 bath897+ sqft$2,050–$2,100 /mo3 units available—Modern Kitchen Cabinets —Quartz Countertops with Deep Undermount Sink —Stainless Steel Appliances includes Dishwasher —Breakfast Bar Counter —Two Renovated Bathrooms —Hardwood Flooring —Spacious Living Room & Bedrooms —Lots of Closet Space —Two AC Wall Units Included —Water Included (No Hidden Fees) —Pets Welcome (No Pet Rent)

Let's explore this property.

Amenities for The Howard Winchester

Apartment Amenities

Air ConditioningHot Water
Water

Appliances

DishwasherElectric Stove
MicrowaveRange
Refrigerator

Building

Cats OKDogs OK
ElevatorElevator Building
Fitness CenterLaundry Center with Mobile Pay
Onsite LaundryOnsite Parking Options for Additional Monthly Fee

Services

Trash and Recycling

Neighborhood

Convenient Access to Shopping, Dining, EntertainmentEasy CTA Access
Short Distance to Parks & Beaches
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. Refundable.

Contact Property

Dog Policy

Allowed
Limit1

Cat Policy

Allowed
Limit1

Questions about this property’s policies and fees?

Building details

Property details

Units18
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About The Howard Winchester

HomeApartments in ChicagoRogers Park The Howard Winchester

Welcome to The Howard Winchester Centered along Rogers Park’s Howard Street, the Howard Winchester provides easy access to Evanston, Sheridan Road and Skokie! These quality, spacious 2- and 3-bedroom and 1.5 bath apartments have everything you want and need in your new place. Gated reserved parking and laundry center are right there on site, and the street is booming with local favorites PALMHOUSE, Peckish Pig, and Sweet Temptations Bake Shop are all across the street! A day care in the ground floor commercial space offers the potential for your childcare commute to be effortless. Located close to the action but still steps away on a quieter block of Howard, the Howard Winchester has the best of everything!


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.
9.9
/10
Excellent
With an impressive overall rating of 9.9 out of 10, The Howard Winchester is one of the top properties in Rogers Park. It stands out for Price, Amenities, and Location, so residents can expect their monthly rent payments to give them elevated features, an exceptional standard of living, and a phenomenal experience.
How we rated The Howard Winchester
Price·10A 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.
The Howard Winchester offers an excellent balance between price and value. It's priced competitively for its amenities, location, and other key features. Compared to the median price per bedroom in the area, this property is less than, or about the same as, nearby rentals, so residents can expect great value without too many compromises on their desired standard of living.
Amenities·10A 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.
The Howard Winchester stands out as a premier property with an impressive array of amenities and an excellent standard of living. Residents here have access to many of the most popular and desired perks—pets allowed—making this one of the top choices for renters seeking unparalleled comfort and convenience.
Location·10A score based on proximity and ease of access to shops, restaurants, schools, and public transportation while considering the desirability of the area.
The Howard Winchester offers residents unparalleled convenience to popular points of interest, transportation, schools, and more, which provide an elevated quality of life. Communication with management is usually quick and easy, allowing for a more expedited application and renting process, saving you time and money.
Quality·10A 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.
The Howard Winchester has notable characteristics that give it an edge. It is a verified property that stands out from others nearby as an exceptional choice for renters looking for a specific lifestyle. Offering a combination of prestige, modernity, and tailored living experiences, residents can expect nothing short of excellence at The Howard Winchester.
Trustworthiness·9A 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.
The Howard Winchester has gone above and beyond to craft a useful, detailed description, demonstrating transparency and trustworthiness, and giving renters a clear picture of what to expect from the property and its management, so they can make an informed decision about whether the rental meets their needs.

The Howard Winchester is great for:

Pet owners

  • 8 pet grooming services nearby
  • 2 dog parks within 1 mile
  • 12 pet supply stores near the property
  • 2 pet hospitals in the area

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 The Howard Winchester compares to other nearby properties.

Positives

More space
The 2-bedroom is 248 sqft larger than other listings nearby
Elementary school nearby
There is an elementary school 0.1 mile away
Elevator
Improved accessibility features

Considerations

Greater distance from high schools
The nearest high school is farther than 1 mile away
Lacks images
Fewer than 10 photos available for this location

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Rent trends in Rogers Park

2-bedroom apartments at The Howard Winchester cost about 7% more than the average rent price for 2-bedroom apartments in Rogers Park.

Median rents as of Mar 14 2026.
Rogers Park
Chicago
A table of studio rental data trends in Chicago
MonthMedian Rent
March 2024$1,987
April 2024$1,745
May 2024$1,751
June 2024$1,764
July 2024$1,931
August 2024$1,691
September 2024$1,682
October 2024$1,630
November 2024$1,568
December 2024$1,501
January 2025$1,483
February 2025$1,495
March 2025$1,520
April 2025$1,512
May 2025$1,502
June 2025$1,531
July 2025$1,580
August 2025$1,516
September 2025$1,473
October 2025$1,495
November 2025$1,520
December 2025$1,495
January 2026$1,496
February 2026$1,516
March 2026$1,655
A table of studio rental data trends in Rogers Park
MonthMedian Rent
March 2024$1,000
April 2024$1,012
May 2024$1,025
June 2024$1,076
July 2024$1,075
August 2024$1,095
September 2024$1,098
October 2024$1,096
November 2024$1,099
December 2024$1,100
January 2025$1,100
February 2025$1,100
March 2025$1,120
April 2025$1,118
May 2025$1,170
June 2025$1,211
July 2025$1,196
August 2025$1,128
September 2025$1,119
October 2025$1,180
November 2025$1,220
December 2025$1,200
January 2026$1,210
February 2026$1,250
March 2026$1,262

Affordability calculator

Can I afford to live at 7545 N Winchester Ave?

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

$82,000/yr

With your selected rent-to-income ratio, you'd ideally want to make $82,000 annually to afford this 2-bedrooms monthly rent price of $2,050.
For more information on rent affordability, visit our rent calculator.

Schools near The Howard Winchester

Jordan Elementary Community School

7414 n wolcott ave

chicago, IL, 60626

PK, K-8Public
C+

Baby Toddler Nursery

2200 main st

evanston, IL, 60202

PKPublic

East Prairie Elementary School

7616 e prairie rd

skokie, IL, 60076

PK, K-8Public
A

Albany Park Community Center

5101 n kimball ave 1

chicago, IL, 60625

PKPublic

Fairview South School

7040 laramie ave

skokie, IL, 60077

K-8Public
A
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Getting around Chicago near 7545 N Winchester Ave

Walking

10/10
No car? No problem. Everything you need is within a few blocks.

Driving

4/10
This area is accessible to thoroughfares and has ample parking options.

Transit

9/10
Getting around is a breeze; rapid transit and bus lines are a few blocks away.

Points of interest for 7545 N Winchester Ave, Chicago

Groceries

9/10
At least one grocery store within a few minutes' walk

Shopping

7/10
Variety of shops within walking distance

Cafes

6/10
Some cafés within walking distance

Restaurants

7/10
Variety of restaurants within walking distance

Primary schools

10/10
At least one elementary school within a 5-minute walk

High schools

8/10
At least one high school within a 20-minute walk

Parks

8/10
Large amount of park space nearby

Nightlife

4/10
Some bars within walking distance

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