Zumper
modified
5+ Days Ago

Highlights

  • Pet Friendly
  • Projected porches
  • Unique flair
  • Chicago brick facade

Location

5339 S Woodlawn Ave # 5345, Chicago, IL 60615, USA|Hyde Park
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Contact

Management

Mac Properties

Our team has verified this company

Leasing office

(872) 241-2739

Open today 

8:00 am–6:00 pm CT

Property Overview

The property at 5339-5345 S. Woodlawn Avenue achieves an impressive Zumper Expert Rating of 9.2, underpinned by its excellent location, quality, and amenities. With a competitive pricing rating of 9, it reflects strong value for what is offered. Notable features include projected porches and a unique Chicago brick facade, while the proximity to top-rated schools and numerous pet-related services enhances its appeal.

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

9.2
Excellent
5339-5345 S. Woodlawn Avenue is an excellent find, offering residents a superior living experience with a wide range of desirable features. Residents will particularly enjoy knowing that this property rated highest in Location and Quality, which help to make this rental a great place to call home.

Things you’ll love

  • Less expensive
  • Middle school nearby
  • Elementary school nearby

Great for

  • Pet owners

Floor plans

5339-4bB4 bed1 bath1,298 sqft$3,750–$5,817 /mo

Let's explore this property.

Amenities for 5339-5345 S. Woodlawn Avenue

Building

Bike StorageCats OK
Dogs OKOnsite Laundry

Grounds

Assigned ParkingStorage
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

Applicationfee

One-time.

$65

REQUIRED FEES

Adminfee

One-time.

$550

Security Deposit

One-time. Refundable.

Contact Property

OPTIONAL FEES

Dog Policy

Allowed

Cat Policy

Allowed

Cat

Pet Rent

Monthly. 2 cats max.

$30

Pet Fee

One-time fee per pet.

$350

Pet Deposit

One-time deposit per pet.

$0

Dog

Pet Rent

Monthly. 2 dogs max.

$30

Pet Fee

One-time fee per pet.

$350

Pet Deposit

One-time deposit per pet.

$0

Questions about this property’s policies and fees?

Building details

Property details

Year built1910
Units25
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About 5339-5345 S. Woodlawn Avenue

HomeApartments in ChicagoHyde Park 5339-5345 S. Woodlawn Avenue

Reflecting the simplicity and clean lines of its neighbor, this corner property boasts a similar Chicago brick facade, but varies in color and depth to create a dynamic visual. Two projected porches give the building a unique flair and residents a place to sit and observe the surrounding neighborhood.


Year Built: 1910

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.
9.2
/10
Excellent
5339-5345 S. Woodlawn Avenue is an excellent find, offering residents a superior living experience with a wide range of desirable features. Residents will particularly enjoy knowing that this property rated highest in Location and Quality, which help to make this rental a great place to call home.
How we rated 5339-5345 S. Woodlawn Avenue
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.
5339-5345 S. Woodlawn Avenue 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·8A 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.
With multiple in-demand amenities, 5339-5345 S. Woodlawn Avenue is committed to enhancing the renting experience. And while it may have fewer total conveniences and features than similar rentals nearby, it remains a top choice for renters wanting an specific standard of living.
Location·10A score based on proximity and ease of access to shops, restaurants, schools, and public transportation while considering the desirability of the area.
5339-5345 S. Woodlawn Avenue 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.
5339-5345 S. Woodlawn Avenue 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 5339-5345 S. Woodlawn Avenue.
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.
5339-5345 S. Woodlawn Avenue 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.

5339-5345 S. Woodlawn Avenue is great for:

Pet owners

  • 2 pet grooming services nearby
  • 7 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 5339-5345 S. Woodlawn Avenue compares to other nearby properties.

Positives

Less expensive
The 3-bedrooms are cheaper than other similar listings nearby
Middle school nearby
There is a middle school 1 mile away
Elementary school nearby
There is an elementary school 0.1 mile away
Images Available
There are at least 10 photos of this address

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Rent trends in Hyde Park

4-bedroom apartments at 5339-5345 S. Woodlawn Avenue cost about 37% more than the average rent price for 4-bedroom apartments in Hyde Park.

Median rents as of Nov 29 2025.
Hyde Park
Chicago
A table of studio rental data trends in Chicago
MonthMedian Rent
December 2023$1,575
January 2024$1,595
February 2024$1,627
March 2024$1,926
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
A table of studio rental data trends in Hyde Park
MonthMedian Rent
December 2023$1,066
January 2024$1,081
February 2024$1,050
March 2024$1,051
April 2024$1,051
May 2024$1,050
June 2024$1,066
July 2024$1,110
August 2024$1,102
September 2024$1,108
October 2024$1,078
November 2024$1,081
December 2024$1,085
January 2025$1,094
February 2025$1,091
March 2025$1,142
April 2025$1,150
May 2025$1,170
June 2025$1,144
July 2025$1,137
August 2025$1,142
September 2025$1,150
October 2025$1,161
November 2025$1,155

Affordability calculator

Can I afford to live at 5339 S Woodlawn Ave # 5345?

Bedrooms

4+ 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

$150,000/yr

With your selected rent-to-income ratio, you'd ideally want to make $150,000 annually to afford this 4-bedrooms monthly rent price of $3,750.
For more information on rent affordability, visit our rent calculator.

Schools near 5339-5345 S. Woodlawn Avenue

Ray Elementary School

5631 s kimbark ave

chicago, IL, 60637

PK, K-8Public
B-

Ariel Elementary Community Academy

1119 e 46th st

chicago, IL, 60653

PK, K-8Public
C-

Woodlawn Elementary Community School

6657 s kimbark ave

chicago, IL, 60637

PK, K-6Public
C

South Shore Fine Arts Elementary School

1415 e 70th st

chicago, IL, 60637

PK, K-8Public
C

Christopher Elementary School

5042 s artesian ave

chicago, IL, 60632

K-8Public
C
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Neighborhood

Hyde Park | Chicago, IL

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

Getting around Chicago near 5339 S Woodlawn Ave # 5345

Walking

9/10
No car? No problem. Everything you need is within a few blocks.

Driving

6/10
This area is accessible to thoroughfares and has ample parking options.

Cycling

8/10
Helmets on–you can get anywhere in this cyclist-friendly, well-connected area.

Transit

8/10
Popular public transit options are just a short walk from this location.

Points of interest for 5339 S Woodlawn Ave # 5345, Chicago

Groceries

8/10
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

6/10
Variety of restaurants within walking distance

Primary schools

9/10
At least one elementary school within a 10-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

3/10
Few or no bars within walking distance

Explore the area around 5339 S Woodlawn Ave # 5345

Valley of Jordan
1009 E 53rd St
Trader Joe's
1528 E 55th St
Whole Foods Market
5118 S Lake Park Ave
Zaleski & Horvath MarketCafe
1323 E 57th St
Harper Foods
1455 E 57th St

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