20 Hours Ago
Location
5744 N Milwaukee Ave #2B, Chicago, IL 60646, USA|Jefferson Park
Tour 5744 N Milwaukee Ave #2B
Contact
Nearby rentals
Renter hub
Property management
Apartments for rent ChicagoApartments for rent LakeviewApartments for rent Near North SideApartments for rent Near West SideApartments for rent Rogers ParkApartments for rent UptownApartments for rent LoopApartments for rent Lincoln SquareApartments for rent Lincoln ParkApartments for rent EdgewaterApartments for rent South LoopApartments for rent Logan SquareApartments for rent EvanstonApartments for rent Hyde ParkApartments for rent West TownApartments Near Me
Houses for rent ChicagoHouses for rent DeerfieldHouses for rent PalatineHouses for rent SchaumburgHouses for rent SkokieHouses for rent Forest ViewHouses for rent ManhattanHouses for rent River GroveHouses for rent NapervilleHouses for rent AuroraHouses for rent LisleHouses for rent Oak LawnHouses for rent Vernon HillsHouses for rent Des PlainesHouses for rent LombardHouses for rent near me
Amenities for 5744 N Milwaukee Ave #2B, Jefferson Park
Appliances
| In-Unit Laundry |
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
Not allowed
Cat Policy
Not allowed
No pets allowed.
Questions about this property’s policies and fees?
Advertisement
About 5744 N Milwaukee Ave #2B
Unique and full of character, this top-floor 2-bedroom, 1-bath apartment sits above a charming neighborhood bakery in the heart of Jefferson Park. Just moments from the Jefferson Park Terminal, you'll enjoy convenient access to the Blue Line, Metra, and multiple bus routes, making commuting throughout the city a breeze. Inside, the home features beautiful hardwood floors, central air conditioning, and the convenience of in-unit laundry. Distinctive beam ceilings add warmth and architectural charm, creating a truly one-of-a-kind living space. Surrounded by popular neighborhood restaurants, shops, and local favorites, this apartment offers comfort, convenience, and character in an unbeatable location.
Address details
| Neighborhood | Jefferson Park |
|---|---|
| Zip code | 60646 |
| Type | Apartment for rent |
Get the latest listings anytime, anywhere
Receive similar listings in the area, download our app, and more.
Rent trends in Jefferson Park
2-bedroom apartments at 5744 N Milwaukee Ave #2B cost about 2% more than the average rent price for 2-bedroom apartments in Chicago.
Median rents as of Jun 13 2026.
Jefferson Park
Chicago
| Month | Median Rent |
|---|---|
| June 2024 | $2,845 |
| July 2024 | $2,862 |
| August 2024 | $2,702 |
| September 2024 | $2,706 |
| October 2024 | $2,704 |
| November 2024 | $2,621 |
| December 2024 | $2,508 |
| January 2025 | $2,470 |
| February 2025 | $2,498 |
| March 2025 | $2,508 |
| April 2025 | $2,495 |
| May 2025 | $2,498 |
| June 2025 | $2,498 |
| July 2025 | $2,550 |
| August 2025 | $2,491 |
| September 2025 | $2,419 |
| October 2025 | $2,402 |
| November 2025 | $2,428 |
| December 2025 | $2,348 |
| January 2026 | $2,436 |
| February 2026 | $2,425 |
| March 2026 | $2,537 |
| April 2026 | $2,503 |
| May 2026 | $2,574 |
| June 2026 | $2,595 |
| Month | Median Rent |
|---|---|
| June 2024 | $1,825 |
| July 2024 | $1,893 |
| August 2024 | $1,897 |
| September 2024 | $1,937 |
| October 2024 | $1,900 |
| November 2024 | $1,750 |
| December 2024 | $1,766 |
| February 2025 | $1,500 |
| March 2025 | $1,780 |
| April 2025 | $2,438 |
| May 2025 | $2,584 |
| June 2025 | $2,704 |
| July 2025 | $2,630 |
| August 2025 | $2,523 |
| September 2025 | $2,193 |
| October 2025 | $2,028 |
| November 2025 | $2,177 |
| December 2025 | $2,087 |
| January 2026 | $2,035 |
| February 2026 | $1,985 |
| March 2026 | $1,981 |
| April 2026 | $1,936 |
| May 2026 | $2,249 |
| June 2026 | $2,175 |
Affordability calculator
Can I afford to live at 5744 N Milwaukee Ave #2B?
Bedrooms
2 bedroomsRent-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
$88,000/yr
With your selected rent-to-income ratio, you'd ideally want to make $88,000 annually to afford this 2-bedrooms monthly rent price of $2,200.
For more information on rent affordability, visit our rent calculator.
Schools near 5744 N Milwaukee Ave #2B
Hitch Elementary School
5625 n mcvicker ave
chicago, IL, 60646
PK, K-8Public
B
Beard Elementary School
6445 w strong st
chicago, IL, 60656
PK, K-3Public
B+
Union Ridge Elementary School
4600 n oak park ave
harwood heights, IL, 60706
PK, K-8Public
A-
Fairview South School
7040 laramie ave
skokie, IL, 60077
K-8Public
A
Stock Early Childhood Center
7507 w birchwood ave
chicago, IL, 60631
PKPublic
Advertisement
Internet available near 5744 N Milwaukee Ave #2B
Neighborhood
Jefferson Park | Chicago, IL
Getting around Chicago near 5744 N Milwaukee Ave #2B
Walking
10/10
No car? No problem. Everything you need is within a few blocks.
Driving
7/10
This area is close to freeways and has adequate parking options.
Cycling
6/10
Peddling isn’t a problem with cyclist-friendly streets and bikeable destinations.
Transit
6/10
Popular public transit options are just a short walk from this location.
Points of interest for 5744 N Milwaukee Ave #2B, Chicago
Groceries
8/10
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
6/10
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
10/10
At least one elementary school within a 5-minute walk
High schools
4/10
At least one high school within a 20-minute walk
Parks
10/10
Exceptionally large amount of park space within a few minutes’ walk
Nightlife
8/10
Wide variety of bars within a few minutes' walk
Compare similar properties nearby
Landmark West Loop
Our team has verified this companyNear West Side • 1035 W Van Buren St
1–3 Beds
$2,714–$5,610
- cats ok
- on-site laundry
- air conditioning
- cats ok
- on-site laundry
- air conditioning
13thirteen Randolph Street Lofts
Our team has verified this companyNear West Side • 1313 W Randolph St
1–2 Beds
$2,484–$3,200
- cats ok
- on-site laundry
- air conditioning
- cats ok
- on-site laundry
- air conditioning
808 -12 W. Junior Terrace
Our team has verified this companyLakeview • 808 808 -12 W. Junior Terrace
1–2 Beds
$1,795–$1,995
- cats ok
- on-site laundry
- air conditioning
- cats ok
- on-site laundry
- air conditioning
537 S Dearborn Terminals Building
Our team has verified this companyLoop • 537 S Dearborn St
1–2 Beds
$1,950–$2,850
- cats ok
- on-site laundry
- air conditioning
- cats ok
- on-site laundry
- air conditioning
Landmark West Loop
Our team has verified this companyNear West Side • 1035 W Van Buren St
1–3 Beds
$2,714–$5,610
- cats ok
- on-site laundry
- air conditioning
- cats ok
- on-site laundry
- air conditioning
13thirteen Randolph Street Lofts
Our team has verified this companyNear West Side • 1313 W Randolph St
1–2 Beds
$2,484–$3,200
- cats ok
- on-site laundry
- air conditioning
- cats ok
- on-site laundry
- air conditioning
808 -12 W. Junior Terrace
Our team has verified this companyLakeview • 808 808 -12 W. Junior Terrace
1–2 Beds
$1,795–$1,995
- cats ok
- on-site laundry
- air conditioning
- cats ok
- on-site laundry
- air conditioning
537 S Dearborn Terminals Building
Our team has verified this companyLoop • 537 S Dearborn St
1–2 Beds
$1,950–$2,850
- cats ok
- on-site laundry
- air conditioning
- cats ok
- on-site laundry
- air conditioning
Check availability
Studio apartment rentals in Chicago1747 listings
1747 listings
1 Bedroom apartment rentals in Chicago3415 listings
3415 listings
2 Bedroom apartment rentals in Chicago3350 listings
3350 listings
3 Bedroom apartment rentals in Chicago1521 listings
1521 listings
2 Bedroom house rentals in Chicago138 listings
138 listings
3 Bedroom house rentals in Chicago181 listings
181 listings
Advertisement