414 E 44th St #2, Chicago, IL 60653
Property image
Property image
OFF MARKET
  • 3 Beds
  • 2 Baths
  • 1,357 sqft
  • 3 Beds
  • 2 Baths
  • 1,357 sqft

414 E 44th St #2, Chicago, IL 60653

Bronzeville

Home Highlights

Property Type
Apartment
Living Area
1,357 sqft

Local Information

  • Map ViewExplore the area around 414 E 44th St #2.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Move-in and have all Move-in fees waived and $500 off 2nd months rent OR 1 month free on 18 month lease. Welcome to The Mather! Newly gut renovated and stately corner building located on Historic King Drive. Stunning 3 bed/2 bath with refinished floors, expansive decorative fireplace/built-ins, curated interior colors, and professional Kitchens with shaker style cabinets, quartz countertops and stainless appliance package. Separate dining room, spacious bedrooms, full-size in-unit washer/dryers, generous closet space, resort inspired baths, window treatments, individual HVAC and tankless hot water heaters. Rear deck and future rear community patio space. The curb appeal and historic drive increase the appeal of this exceptional location; urban intimacy coupled with hyper-convenience and desired proximity to U of C, Lakefront, Rush Medical Center, Loop, Green Line, Expressways. Professionally managed and easy to show. 89 non-refundable application charge per adult applicant and a minimum credit score of 680 is required. Monthly income must be at least 3X the monthly rent. 350 move-in plus 150 for each additional adult tenant. 250 dog charge (limit 1, 50lb max) and 150 per cat charge (limit 2). All pets must be approved by the landlord. No Parking. Available Now.

For approved applications - Waived Move-in fees and $500 off 2nd months rent or 1 month free on 18 month lease! 89 non-refundable application charge per adult applicant and a minimum credit score of 680 is required. Monthly income must be at least 3X the monthly rent. 350 move-in plus 150 for each additional adult tenant. 250 dog charge (limit 1, 50lb max) and 150 per cat charge (limit 2). All pets must be approved by the landlord. No Parking. Available Now.
414 E 44th St #2, Chicago, IL 60653 is a 3 bedroom, 2 bathroom, 1,357 sqft apartment in Bronzeville. More recently, it was listed as a rental in December 2025 with an asking price of $2,150 per month. That rental listing was removed on December 9, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate rent is $2,385/month.

Home Details for 414 E 44th St #2

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: Central AirHeating Fuel: Forced Air
Appliances & Utilities
DishwasherDryerWasher
Levels, Entrance, & Accessibility
Floors: Hardwood

Property Information

Property Type / Style
Property Type: Apartment

Rental Terms, Policies & Fees

Lease Term: 1 Year

Exterior Features

Parking & Garage
Parking: Off Street Parking, On Site

Comparable Sales for 414 E 44th St #2

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
4755 S Michigan Ave, Chicago, IL
0.59
Apartment
$425,000
04/30/26
2
2
1,000 sqft
4043 S Drexel Blvd #103, Chicago, IL
0.72
Apartment
$137,500
03/09/26
2
2
1,300 sqft
4040 S Wabash Ave, Chicago, IL
0.61
Apartment
$825,000
07/23/26
2
1
1,200 sqft
4043 S Drexel Blvd #101, Chicago, IL
0.72
Apartment
$443,320
03/04/26
3
3
2,500 sqft
1151 E 45th St, Chicago, IL
0.98
Apartment
$315,000
10/21/25
3
2.5
1,800 sqft
845 E 52nd St #1, Chicago, IL
1.18
Apartment
$235,000
07/09/26
3
2
1,200 sqft
5329 S Woodlawn Ave, Chicago, IL
1.53
Apartment
$1,050,000
01/23/26
3
2
1,300 sqft
5711 S Calumet Ave #1S, Chicago, IL
1.67
Apartment
$165,000
10/06/25
3
2
1,320 sqft
5919 S Indiana Ave, Chicago, IL
1.96
Apartment
$447,000
12/19/25
3
2
1,300 sqft
613 W 46th Pl, Chicago, IL
1.34
Apartment
$180,700
12/02/25
2
1
900 sqft
Home facts updated by county records

Nearby homes

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Around this home

Neighborhood Overview

Bronzeville
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Bronzeville

At least 406 Trulia users voted on each feature.

  • 97 % Say there are sidewalks

  • 84 % Say it's dog friendly

  • 79 % Say streets are well-lit

  • 73 % Say parking is easy

  • 69 % Say it's walkable to restaurants

  • 67 % Say it's walkable to grocery stores

  • 66 % Say there's holiday spirit

  • 64 % Say car is needed

  • 63 % Say they plan to stay for at least 5 years

  • 59 % Say yards are well-kept

  • 57 % Say neighbors are friendly

  • 48 % Say it's quiet

  • 46 % Say kids play outside

  • 44 % Say people would walk alone at night

  • 39 % Say there are community events

  • 34 % Say there's wildlife

Sourced by Trulia users. Learn more about our methodology.
  • Sweet Pea
    "All the history, restaurants, movie theater. Stores and so close to I-55 and I-90/94. Lots of diversity "
    0
    Flag
  • brioni26
    "One of the safer communities on the south side. Lots of families and dog owners. Walkable coffee shop, food spots. "
    2
    Flag
  • Luis S
    "Plenty of parks and dog parks to take your dogs. The lakefront is only steps away from the neighborhood. "
    0
    Flag
  • Treasure Harris
    "Fairly simple and easy to navigate within the community and surrounding areas. The wait for public transportation is quick during the rush hours of the day. "
    1
    Flag
  • Ray
    "Yes there are a lot of parks and open spaces for dogs to enjoy and there are lots of dog owners living there "
    0
    Flag
  • Rm_rod30
    "Bronzeville summer nights. Block parties throughout Bronzeville. Various active community events in partnership with 002nd Dist CAPS Officers. "
    1
    Flag
  • CRYSTAl Williams
    "They break in a lot and sometimes the shooting is terrible trash all in the grass some people keep their lawn up others don’t"
    1
    Flag
  • Draey Quarles
    "Great community and even better HOA. Highly recommend this condo for a new family or first family. Contact me for more details. "
    1
    Flag
  • Trulia User
    "Community events, text thread among neighbors and neighborhood pride. Everyone is warm, helpful and inviting."
    2
    Flag
  • Trulia User
    "I’ve lived here for two years and I love the neighborhood! It’s beautiful! I have very nice neighbors and we look out for one and other. "
    10
    Flag
  • Trulia User
    "Great and awesome neighborhood a place to raise a family, lots of good schools and restaurants in the area"
    0
    Flag
  • Trulia User
    "There are many different families in this neighborhood. It's very nice but you still need to watch your surroundings."
    1
    Flag
  • Trulia User
    "Nice area for adults to live in. I have been here with my family for a decade, moving from Hyde Park. Both neighborhoods are beautiful and right next to each other. I'd definitely recommend "
    1
    Flag
  • Trulia User
    "It great no problems at all bus and train routes are close by very convenient for me and my family very nice neighborhood "
    1
    Flag
  • Trulia User
    "The closest to the downtown area and public transportation . The area is well maintained it has 3 bus lines and the transit system. "
    4
    Flag
  • Trulia User
    "Dog parks near by. Lots of dog walkers. Several NEW dog parks have beeb built throughout the neighborhood "
    1
    Flag
  • Trulia User
    "Dog friendly just a lot of crime in the area you probably need a dog for protection for your family."
    0
    Flag
  • Trulia User
    "It’s an easy commute to work via lakeshore drive which is about 3 minutes from my home! After that it’s a straight shot to my work"
    0
    Flag
  • Trulia User
    "The neighborhood is very open with easy parking, wide streets and tons of new construction and revitalization."
    1
    Flag
  • Trulia User
    "Dog owners love to see other dogs on a leash and dog owners love to see other people walk there dog early in the am when nobody’s out "
    0
    Flag
  • Trulia User
    "Pretty easy. Neighborhood isn't quiet, but it isn't excessively loud either. Parking is not the greatest, but it's not that bad trying to find street parking at night."
    0
    Flag
  • Trulia User
    "I live in the neighborhood in the '80s or 90s now I'm here in the late 2000s neighborhood is totally different than back then I love it because I was born at the Bronzeville area some area my not be good but it's history here I went to grammar school and high school here I still love it in this location a lot of good shopping stores around and it's close to Hyde park area."
    0
    Flag
  • Trulia User
    "This neighborhood has easy access to public transportation. It is located near the lake front has is only a 10 minute commute to Downtown Chicago. "
    0
    Flag
  • Trulia User
    "Great area, wonderful people, amazing history, beautiful homes. Happy to be in this area. Love to see my people here."
    2
    Flag
  • Trulia User
    "Great neighborhood, safe and friendly. From what I can see everyone in the area takes care of their property and cares about the way things are. "
    0
    Flag
  • Trulia User
    "I drive my car to my job. It’s only 15 minutes away and I am going against traffic so it’s a smooth commute. "
    0
    Flag
  • Trulia User
    "There are many families and small children in this area. It appears safe for families and single people as well. Overall, I feel safe in this neighborhood and have not had any issue with crime. "
    0
    Flag
  • Trulia User
    "Bronzeville is a neighborhood rich in history and culture with great access to downtown, local neighborhood entertainment, shopping and more "
    0
    Flag
  • Tracy B.
    "plenty of parks in the area, schools are nice mostly peaceful close to transportation it's a nice area to live in"
    1
    Flag
  • Bintalev
    "Great area. Expensive in comparison to similar neighborhoods, but most properties are renovated. Neighborhood is still changing, but quiet the majority of the time. "
    3
    Flag
  • Beebsmazyck
    "I love this neighborhood. Mostly calm, friendly, and neighborly. Continually improving. I could live here for the rest of my life. "
    19
    Flag
  • Codieratliff
    "I lived in this area for 6years To much killing for the amount of rent they want still have work to do I. The area crime rate is heavy "
    39
    Flag
  • Demarcus C.
    "Keep and eye on your kids at night. The neighborhood can be dangerous but it is much better now than it use to be."
    5
    Flag
  • Emlansana
    "There is a sense of community. Nice parks and gardens. Many children and intergenerational families "
    2
    Flag
  • Ashleyestatesllc
    "Nice people and great food near by. Good and close public transportation. People do need to pick up after their dogs though"
    13
    Flag
  • Jamescameren
    "A church across the street. God is good. The violence isn’t at all. I pray for better days. There’s also a preacher who preaches on the end of the block. "
    3
    Flag
  • Mariecollinswright
    "Its beautiful community and very vibrant with tremendous history. My parents lived here when I was born."
    0
    Flag
  • Elysia B.
    "Boxville underneath the 51st Street Green Line Station is wonderful. Happy. Happy. Happy. Expensive. "
    0
    Flag
  • Alessondra F.
    "We do many events as a block suck as trick or treating, back to school block parties and bbqs just to name a few things. My block is very close knit."
    0
    Flag
  • tasha4209
    "Bud Biliken Parade, the car and boat shows are the only community event I’m aware of. Unfortunately more needs to happen in this area. I’m happy to finally see a decent grocery’s store such as Mariano’s. I heard a Pete’s grocery store is coming soon so I’m hopeful that some of these anchor stores will be an attraction for more retail businesses in the community. We shouldn’t have to depend on events at McCormick place."
    2
    Flag

LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
Dec 9, 2025
Source: MRED as distributed by MLS GRID #12527391
ListingRemoved
$2,150
Dec 3, 2025
Source: MRED as distributed by MLS GRID #12527391
Listed For Rent
$2,150
Dec 3, 2025
Source: Zillow Rentals
ListingRemoved
$2,250
Oct 29, 2025
Source: Zillow Rentals
PriceChange
$2,250
Price decreased by 4%
Sep 4, 2025
Source: Zillow Rentals
Listed For Rent
$2,350

Frequently asked questions about 414 E 44th St #2

  • Is Chicago a buyer's or seller's market?
    Chicago is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Chicago?
    The median sale price in Chicago is $389K. That is up $10.33K from the prior month.
  • What do residents say about the Bronzeville neighborhood?
    Residents describe the Bronzeville neighborhood in Chicago, IL as pedestrian-friendly, dog-friendly, and easy to park in. See recently sold homes in Bronzeville, Chicago.
  • What are the closest schools to 414 E 44th St #2?
    The closest schools to 414 E 44th St #2 in Chicago, IL are Mollison Elementary School (Pre-K/Middle, rated 4/10), Phillips Academy High School (rated 1/10).
  • Does 414 E 44th St #2 have air conditioning?
    Yes, 414 E 44th St #2 in Chicago, IL has air conditioning.
  • Does 414 E 44th St #2 have laundry facilities?
    Yes, 414 E 44th St #2 in Chicago, IL has in-unit laundry.

Homes for rent near 414 E 44th St #2

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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