Zumper
modified
Updated 14 Hours 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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Tour 5339-5345 S. Woodlawn Avenue

Contact

Management

Mac Properties

Our team has verified this company

Leasing office

(312) 473-8038

Open 

8:00 am–6:00 pm CT

Property Overview

5339-5345 S. Woodlawn Avenue earns a standout Zumper rating of 9.6 out of 10, reflecting strong marks for price, amenities, location, quality, and trustworthiness. Nearby top-rated schools, 25 photos, and a pet-friendly setting add appeal, while projected porches, a unique flair, and a Chicago brick facade give the property distinctive character.

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

9.6
Excellent
Earning an outstanding 9.6 out of 10 overall rating, 5339-5345 S. Woodlawn Avenue is a shining example of a what an exceptional rental property looks like. Most noteworthy, it excels at Amenities and Location—these two characteristics alone make this property an excellent choice for anyone seeking an elevated lifestyle with few trade-offs.

Things you’ll love

  • Middle school nearby
  • Elementary school nearby
  • Dishwasher

Great for

  • Pet owners

Floor plans

5339-2ba2 bed1 bath894 sqft$2,295 /mo1 unit available
5339-3bd3 bed1 bath1,022 sqft$2,395 /mo1 unit available
5339-3bb3 bed1 bath1,058 sqft$2,495 /mo1 unit available
5339-3be3 bed1 bath980 sqft$2,495 /mo1 unit available
5339-3bg3 bed1 bath977 sqft$2,495 /mo1 unit available
5339-3ba3 bed1 bath1,036 sqft$2,595 /mo1 unit available
5339-3bf3 bed2 bath918 sqft$3,495 /mo1 unit available
5339-4ba4 bed1 bath1,298 sqft$3,865 /mo1 unit available

Let's explore this property.

Amenities for 5339-5345 S. Woodlawn Avenue

Apartment Amenities

Air ConditioningHardwood Floor
Stone Counters

Appliances

DishwasherIn-Unit Laundry
Stainless Steel AppliancesWasher and Dryer

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

Applicants

One-time.

Contact Property

REQUIRED FEES

Security Deposit

One-time. Refundable.

Contact Property

OPTIONAL FEES

Dog Policy

Allowed
Limit2

Cat Policy

Allowed
Limit2

Cat

Cat Fee

One-time. 2 cats max. Refund Policy: Non-refundable.

$350

Cat Rent

Monthly. Refund Policy: Non-refundable.

$35

Dog

Dog Fee

One-time. 2 dogs max. Refund Policy: Non-refundable.

$350

Dog Rent

Monthly. Refund Policy: Non-refundable.

$35

Questions about this property’s policies and fees?

Building details

Property details

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.


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.
9.6
/10
Excellent
Earning an outstanding 9.6 out of 10 overall rating, 5339-5345 S. Woodlawn Avenue is a shining example of a what an exceptional rental property looks like. Most noteworthy, it excels at Amenities and Location—these two characteristics alone make this property an excellent choice for anyone seeking an elevated lifestyle with few trade-offs.
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·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.
5339-5345 S. Woodlawn Avenue 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.
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 hospitals in the area
  • 3 pet supply stores near the property

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

Middle school nearby
There is a middle school 1 mile away
Elementary school nearby
There is an elementary school 0.1 mile away
Dishwasher
Dishwasher available in kitchen
Images Available
There are at least 10 photos of this address

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Rent trends in Hyde Park

If you decide to upgrade your space, you can expect 2-bedrooms at 5339-5345 S. Woodlawn Avenue to be 4% less than the average for similarly sized apartments in Hyde Park.

3-bedroom apartments at 5339-5345 S. Woodlawn Avenue cost about 1% less than the average rent price for 3-bedroom apartments in Hyde Park.

4-bedroom apartments at 5339-5345 S. Woodlawn Avenue cost about 10% more than the average rent price for 4-bedroom apartments in Hyde Park.

Median rents as of Sep 12 2026.
Hyde Park
Chicago
A table of studio rental data trends in Chicago
MonthMedian Rent
September 2024$1,700
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$1,657
April 2026$1,637
May 2026$1,684
June 2026$1,691
July 2026$1,658
August 2026$1,650
September 2026$1,650
A table of studio rental data trends in Hyde Park
MonthMedian Rent
September 2024$1,095
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
December 2025$1,150
January 2026$1,150
February 2026$1,150
March 2026$1,177
April 2026$1,259
May 2026$1,308
June 2026$1,239
July 2026$1,235
August 2026$1,241
September 2026$1,235

Affordability calculator

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

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

$91,800/yr

With your selected rent-to-income ratio, you'd ideally want to make $91,800 annually to afford this 2-bedrooms monthly rent price of $2,295.
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

Bronzeville Classical Elementary School

8 w root st

chicago, IL, 60609

K-6Public
A-
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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

8/10
No car? No problem. Everything you need is within a few blocks.

Driving

5/10
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

9/10
Wide variety of groceries within a few minutes' walk

Shopping

7/10
Wide variety of shops within a short drive, including some within walking distance

Cafes

8/10
Wide variety of cafés within a short drive, including some within walking distance

Restaurants

8/10
Wide variety of restaurants within a few minutes’ walk

Primary schools

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

High schools

7/10
At least one high school within a 15-minute walk

Parks

8/10
Very large amount of park space within a few minutes' walk

Nightlife

6/10
Wide variety of bars within a short drive, including some within walking distance

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