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Highlights
Pet Friendly
Location
5339 South Woodlawn Avenue, Chicago, Illinois 60615, United States|Hyde Park
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Property Overview
The property at 5339-5345 S. Woodlawn Avenue is highly rated, with an overall Zumper score of 8.4, reflecting its strong appeal to renters. It features an excellent balance of price and value, highlighted by a competitive price rating of 9 and an impressive amenities score of 10. Additionally, its outstanding location rating of 9 showcases its convenience to local attractions, while a trustworthiness rating of 7 indicates clear communication and transparency from property management. The availability of 12 quality photos further enhances the property’s attractiveness to potential renters.
This summary uses Zumper’s proprietary data. “Zumper Expert Ratings” and “Things you’ll love” are based on our internal analyses of market trends and renter insights.
Things you’ll love
Dishwasher- Images Available
Floor plans
| 5339-1 | 2 bed | 1 bath | 894 sqft | |||
| 1212-3 | 3 bed | 1 bath | 1,058 sqft | |||
| 5339-3 | 3 bed | 1 bath | 980 sqft | |||
| 1216-1 | 3 bed | 1 bath | 1,069 sqft | |||
| 1212-1 | 3 bed | 1 bath | 1,062 sqft | |||
| 5343-1 | 3 bed | 1 bath | 977 sqft | |||
| 5339-2 | 3 bed | 1 bath | 980 sqft | |||
| 1212-2 | 3 bed | 1 bath | 1,058 sqft | |||
| 5345-2 | 4 bed | 1 bath | 1,335 sqft | |||
| 5345-1 | 4 bed | 1 bath | 1,298 sqft |
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Amenities for 5339-5345 S. Woodlawn Avenue
Apartment Amenities
| Air Conditioning | Dining Room |
| Hard Surface Countertops | Hardwood Floor |
Appliances
| Dishwasher | In-Unit Laundry |
| Stainless Steel Appliances |
Building
| Bike Storage | Cats OK |
| Dogs OK | Onsite Laundry |
Grounds
| Off-Street Parking | Pet-Friendly Community |
| Storage |
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
Dog Policy
Allowed
Limit1
Cat Policy
Allowed
Limit1
Building details
Property details
| Year built | 1910 |
|---|---|
| Units | 25 |
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About 5339-5345 S. Woodlawn Avenue
5339-5345 S Woodlawn Avenue is a Chicago Apartment located at 5339 5345 S. Woodlawn. The property features a 4 BR rental unit available starting at $3750. Amenities include Dogs Ok, Cats Ok, Pet Friendly Community, On-Site Laundry, and In-Unit Laundry. Off-Street Parking parking available. Contact us for a showing.
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.
8.4
/10
Very GoodWith a solid 8.4 out of 10 overall, 5339-5345 S. Woodlawn Avenue is a great option for renters. While some aspects, like Quality, might not be as distinguished as other properties nearby, 5339-5345 S. Woodlawn Avenue has a number of attractive features—namely its Amenities— so you can be assured your rent will come with a high standard of living.
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·9A 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 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 5339-5345 S. Woodlawn Avenue 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.
5339-5345 S. Woodlawn Avenue 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.
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
- Dishwasher
- Dishwasher available in kitchen
- Images Available
- There are at least 10 photos of this address
Considerations
- Greater distance from high schools
- The nearest high school is farther than 1 mile away
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Rent trends in Hyde Park
Median rents as of Nov 22 2025.
Hyde Park
Chicago
| Month | Median Rent |
|---|---|
| December 2023 | $1,568 |
| 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 | $1,511 |
| Month | Median Rent |
|---|---|
| December 2023 | $1,073 |
| 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 | $1,156 |
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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Internet available near 5339-5345 S. Woodlawn Avenue
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 South Woodlawn Avenue
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 South Woodlawn Avenue, 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
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