Last updated October 31 2025 at 6:38 PM
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5416 S. Woodlawn Avenue
Property highlights
Located in the heart of Hyde Park, 5416 S. Woodlawn Avenue is a beacon of charm and historical elegance. Its beautifully landscaped courtyard, paired with classic brick facades, offers a picturesque retreat while remaining connected to a vibrant community. Renters love the prompt and thorough service of the maintenance team, ensuring a comfortable stay. With a range of amenities including on-site laundry and a pet-friendly policy inviting both dogs and cats, convenience meets comfort. Just moments away from the bustling University of Chicago, and surrounded by numerous parks, entertainment venues, and transportation options, this property provides unparalleled access to everything one might need.
- 1 unit available
- 1 Bed • 2 Beds • 3+ Beds
- Location
- 5416 South Woodlawn Avenue, Chicago IL 60615, South Side
- Amenities
- On-site laundry, Hardwood floors, Pet friendly, Courtyard, Range, and Oven
- Price range
- $1,995 - $1,995 per month
- Commute
Price and Availability
5416 S. Woodlawn Avenue apartments start at $1,995/month. There are 1 available apartments priced from $1,995 to $1,995. Prices were last verified by 5416 S. Woodlawn Avenue 6 hours ago.
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Unit 5418-2A
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$1,995
$2,045
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Location
Amenities
On-site laundry
Hardwood floors
Pet friendly
Courtyard
Range
Oven
Unit Amenities
hardwood floors
oven
range
refrigerator
Property Amenities
pet friendly
courtyard
on-site laundry
dogs allowed
cats allowed
This eastern facing building offers a beautifully landscaped courtyard, shadowed by the rich brick facades winding around it perimeter. Brick pilasters acknowledge a Roman influence while simple, geometric details pay tribute to the Arts and Crafts Movement. Combine these features with its location along one of Hyde Parks most centrally located residential streets, and the building becomes a perfect place to retreat yet still have access to the vibrant neighborhood.
Verified reviews
Property Details (Fees & Lease)
Please note leases shorter than 12 months often have extra fees.
Must have 2x the rent in total household income (before taxes)
Pets allowed
Dogs, cats, birds, lizards
rent
$25/month
limit
2 pets
fee
$350 per pet
restrictions
Aggressive breeds
Street parking Parking lot couple of blocks away open lot: $100/month per spot. None.
Explore the Area
Hyde Park Produce
0.2 mi
Trader Joe's
0.4 mi
Bonne Sante Health Foods
0.5 mi
Whole Foods Market
0.6 mi
Morry's Deli
0.6 mi
5 Rabanitos
0.2 mi
Saucy Porka
0.2 mi
Starbucks
0.2 mi
Woodlawn Tap
0.2 mi
Nile Restaurant
0.2 mi
Woodlawn & 53rd Street
0.1 mi
Woodlawn & 53rd Street
0.1 mi
55th Street & Woodlawn
0.2 mi
55th Street & Woodlawn
0.2 mi
Woodlawn & 55th Street
0.2 mi
Chicago Fire Department Air Sea Rescue Heliport
6.2 mi
Chicago Midway International Airport
8.0 mi
Gary/Chicago International Airport
15.6 mi
Lansing Municipal Airport
18.4 mi
Tinley Park Helistop
19.7 mi
3 /10
Murray Elementary Language Academy
PublicK-8
513 Students
0.2 mi
2 /10
Kozminski Elementary Community Academy
PublicPK-8
250 Students
0.3 mi
3 /10
Ray Elementary School
PublicPK-8
731 Students
0.4 mi
3 /10
Shoesmith Elementary School
PublicK-6
363 Students
0.5 mi
6 /10
Kenwood Academy High School
Public7-12
1,756 Students
0.5 mi
Data provided by GreatSchools. Ratings are based on test scores and additional metrics when available.
Butternut Playlot Park
0.1 mi
Nichols Park
0.1 mi
Florence Stout Park
0.2 mi
Elm Park
0.2 mi
Sycamore Park
0.3 mi
4th Ward
0.1 mi
Definition Theatre
0.2 mi
Hyde Park Neighborhood Club
0.2 mi
Henry Crown Field House
0.3 mi
Court Theatre
0.3 mi
A Paw Place
0.4 mi
Hyde Bark Dog Walking and Pet Care
0.5 mi
Pershing Animal Hospital
0.6 mi
Jackson Bark
1.2 mi
Park No. 592
1.7 mi
Getting Around
Walk & Transit Scores
Walk Score: 92 — Walker's Paradise, everything you need just steps away.Transit Score: 63 — Offers reasonable public transit options nearby.Public Transit Access
The South Side area benefits from access to public transit options, such as 13 nearby routes: 12 bus, 1 rail, 0 otherNearby public transit stops include:
- Woodlawn & 53rd Street (~0.14 mi)
- 55th Street & Woodlawn (~0.17 mi)
- Woodlawn & 55th Street (~0.19 mi)
- 55th Street & University (~0.19 mi)
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Frequently Asked Questions (FAQs)
Yes, virtual tours of 5416 S. Woodlawn Avenue are available. To schedule a virtual tour of available apartments, please contact (773) 231-5240.
In Chicago, IL, the average rent is $1,881 for a studio, $2,281 for a 1-bedroom, $2,910 for a 2-bedroom, and $3,621 for a 3-bedroom. For more information on rental trends in Chicago, IL, check out our monthly Chicago, IL Rent Report.
5416 S. Woodlawn Avenue is located in the South Side neighborhood area of Chicago, IL.
No, 5416 S. Woodlawn Avenue is not currently offering any move-in specials for new residents.
If you decide to rent an apartment at 5416 S. Woodlawn Avenue, you can expect to pay the following fees:
- Application Fee: $65
- Move-in Fee: Administrative Fee: $550
- Security Deposit: None
If you have a pet, you can also expect to pay the following fees:
- One-time Pet Fee: $350 per pet
- Monthly Pet Rent: $25/month
the following utility costs are included in the rent at 5416 S. Woodlawn Avenue: Hot Water, Internet, Sewer, Trash, Water
The minimum lease length at 5416 S. Woodlawn Avenue is 3-24 months. Please note that leases shorter than 12 months often have extra fees.
The income requirement at 5416 S. Woodlawn Avenue is 2x the rent in total household income (before taxes). Typical income verification documents include pay stubs, bank statements, or W-2/1099 tax forms.
No, 5416 S. Woodlawn Avenue does not offer furnished apartments. Tenants who rent in 5416 S. Woodlawn Avenue are expected to furnish the entirety of their apartment.
5416 S. Woodlawn Avenue is pet-friendly and allows the following pets: dogs, cats, birds, lizards. The maximum number of pets per apartment is 2 pets. You can expect to pay the following pet fees at 5416 S. Woodlawn Avenue:
- One-time Pet Fee: $350 per pet
- Monthly Pet Rent: $25/month
Restrictions: Aggressive breeds
Some of 5416 S. Woodlawn Avenue's amenities include on-site laundry, hardwood floors, and pet friendly. To see the other amenities this property offers, check out the Amenities section.
The nearest grocery store to 5416 S. Woodlawn Avenue is Hyde Park Produce, located about 0.18 away. Other nearby options include Trader Joe's, Bonne Sante Health Foods, Whole Foods Market, and Morry's Deli.
Nearby schools to 5416 S. Woodlawn Avenue include Murray Elementary Language Academy, Kozminski Elementary Community Academy, Ray Elementary School, Shoesmith Elementary School, and Kenwood Academy High School. The nearest school is Murray Elementary Language Academy, located about 0.2 miles away.
No, 5416 S. Woodlawn Avenue does not offer resident parking.
No, 5416 S. Woodlawn Avenue does not offer in unit laundry.
No, 5416 S. Woodlawn Avenue does not offer a pool for residents.
No, 5416 S. Woodlawn Avenue does not offer accessible apartments.
No, apartments at 5416 S. Woodlawn Avenue do not include dishwashers.
Yes, residents at 5416 S. Woodlawn Avenue have access to nearby public transit. The Woodlawn & 53rd Street stop is about 0.14 miles away.