320 E 21st St #307, Chicago, IL 60616
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Property image
OFF MARKET

320 E 21st St #307
Chicago, IL 60616

South Loop
  • 1 Bed
  • 1 Bath
  • 800 sqft

$277,400

Trulia Estimate
as of Jul 16, 2026
Est. Refi. Payment $1,935/mo*
Refinance Your Home

$277,400

Trulia Estimate
as of Jul 16, 2026
Est. Refi. Payment $1,935/mo*
Refinance Your Home
1 Bed
1 Bath
800 sqft

Local Information

  • Map ViewExplore the area around 320 E 21st St #307.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Highly desirable Chess Lofts situated in the heart of the South Loop's historic Prairie District! Rarely available, the 07 is the largest 1 bed floorplan in the building. Spacious open floor plan, soaring 12-foot concrete ceilings, huge windows, exposed brick, light filled with hardwood floors. High-end lighting fixtures, in-unit laundry and great closet space. Kitchen features 42inch cabinets, stainless steel appliances, granite counters, bathroom with deep soaking tub, granite countertop and linen closet. The Chess Lofts location cannot be beat; children's playground and dog park next door. Minutes to the Loop, Lake Michigan, McCormick Place, Museum Campus & Soldier Field. Close to public transportation & easy access to LSD and expswys, plus enjoy retail, dining and entertainment steps from Chess Lofts. This designer loft is in move-in condition in the red-hot South Loop! Additional $200 a month for garage parking. Rent includes, heat, air, water, gym and common roof deck with spectacular city and lake views.
320 E 21st St #307, Chicago, IL 60616 is a 1 bedroom, 1 bathroom, 800 sqft apartment in South Loop, built in 1927. It last sold for $216,000 on Jan 14, 2008. More recently, it was listed as a rental in September 2020 with an asking price of $1,550 per month. That rental listing was removed on February 16, 2021. It is currently off market. The Trulia Estimate is $277,400, with a rent estimate of $2,160/month.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 320 E 21st St #307

Interior Features

Heating & Cooling
Heating: Forced Air, ElectricAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Carpet, Hardwood

Property Information

Year Built
Year Built: 1927
Property Type / Style
Property Type: Apartment

Exterior Features

Exterior Home Features
Exterior: Brick
Parking & Garage
GarageParking Space: 1Parking: Garage Attached

Price History for 320 E 21st St #307

DatePriceEventSource
02/16/2021ListingRemovedLocal MLS
09/14/2020$1,550Listed For RentAgent Provided
01/14/2008$216,000Sold
N/A

Market trends in South Loop

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$389K
$1.28KMoM
Sale-to-List Price
99.8%
0.4%MoM
Price per sq ft
$346
$2MoM
Available listings
233
10MoM
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Property Tax and Assessment

Year2024
Tax
Assessment$257,550
Home facts updated by county records

Comparable Sales for 320 E 21st St #307

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1529 S State St #803, Chicago, IL
0.59
Apartment
$243,000
07/21/25
1
1
834
1503 S State St #512, Chicago, IL
0.62
Apartment
$227,960
06/15/26
1
1
755
1720 S Michigan Ave #2305, Chicago, IL
0.38
Apartment
$250,000
03/20/26
1
1
722
1727 S Indiana Ave #116, Chicago, IL
0.30
Apartment
$220,000
11/03/25
1
1.5
1,150
419 W Cermak Rd #2C, Chicago, IL
0.94
Apartment
$283,000
12/05/25
3
1.5
1,000
125 E 13th St #GU127, Chicago, IL
0.77
Apartment
$32,500
03/09/26
2
2
1,200
1115 S Plymouth Ct #109, Chicago, IL
1.12
Apartment
$231,500
11/03/25
2
3
1,400
3001 S Michigan Ave #1204, Chicago, IL
1.04
Apartment
$135,000
08/19/25
1
1
720
420 S Clinton St #312A, Chicago, IL
1.87
Apartment
$341,500
10/16/25
1
1
840
2101 S Wabash Ave #302, Chicago, IL
0.29
Apartment
$2,750
08/08/25
2
2
1,191
Home facts updated by county records

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Assigned Schools

These are the assigned schools for 320 E 21st St #307.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

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

What Locals Say about South Loop

At least 491 Trulia users voted on each feature.

  • 93 % Say there are sidewalks

  • 92 % Say it's dog friendly

  • 85 % Say it's walkable to restaurants

  • 80 % Say it's walkable to grocery stores

  • 79 % Say streets are well-lit

  • 65 % Say there's holiday spirit

  • 56 % Say kids play outside

  • 56 % Say people would walk alone at night

  • 55 % Say they plan to stay for at least 5 years

  • 50 % Say neighbors are friendly

  • 49 % Say parking is easy

  • 43 % Say car is needed

  • 42 % Say it's quiet

  • 39 % Say there are community events

  • 37 % Say yards are well-kept

  • 22 % Say there's wildlife

Sourced by Trulia users. Learn more about our methodology.
  • Dejonee Oakley
    "Great place to live very good area nice people but Chicago is a city not a neighborhood so when you look at it as a whole then you will see it’s more than just that! "
    0
    Flag
  • F4fgwmv4n8
    "I’m in rural Alaska with no public transportation. Everyone has their means of transportation. If not, we have taxis. Commute is very short. "
    0
    Flag
  • Adrianalaurahernandez
    "I’ve lived in the neighborhood for 14 years. It feels like a small town community in the middle of the heart of the city."
    0
    Flag
  • Jordanhaye07
    "I’ve lived in the neighborhood for 4 years. It’s a great place to single,over 30 and under 50 people"
    1
    Flag
  • Trulia User
    "Bookfest lalapalooza skatepark volleyball and other fun stuff. Pizza time is great as well. The South Loop is just really neat."
    0
    Flag
  • Trulia User
    "This area is very low-key and quiet at times. Family oriented, as well as young professionals. Sense of community with the local businesses and soldier field being local"
    6
    Flag
  • Trulia User
    "Nice neighborhood and wonderful parks and lake front. Public transportation is abundant. Restaurants and grocery stores are close by as well. Colleges, and students abound. "
    2
    Flag
  • Trulia User
    "Little grass but tree spots that compensate for that. There are a lot of parks close by however that make up for not having grass everywhere. "
    2
    Flag
  • Trulia User
    "Good School system and decent neighborhood. Diverse for the most part. Would definitely stay here if I found another home. "
    1
    Flag
  • Trulia User
    "Roosevelt Station and bus service can get you anywhere in the city. I can get from my apartment to Midway in less than 30 minutes. "
    0
    Flag
  • Trulia User
    "I know some one that live in the Neighborhood And I’ve visited and everything seems to be pleasant high and quiet"
    0
    Flag
  • Trulia User
    "Neighborhood with a lot of beautiful real estate & high end shops along with essential commissaries & department stores."
    1
    Flag
  • Trulia User
    "They have a few doggie parks in and around the area. It’s been many people able to walk their dogs up and the down the streets! "
    1
    Flag
  • Trulia User
    "great place for walking your dog . dog park located on 14th & wabash. friendly community, city life, everything is walking distance "
    1
    Flag
  • Trulia User
    "It’s a very knit community, Great stores nice parks for your children everything‘s in walking distance, Awesome views of Lake Michigan"
    0
    Flag
  • Trulia User
    "Very dog friendly! Close proximity to dog parks, people pick up after their dogs, and lots of pet shops and veterinarians nearby."
    0
    Flag
  • Trulia User
    "Great people & food Amazing places to shop, I love the scenery I can look out my window and see the lakefront. & the Neighborhood as well police"
    0
    Flag
  • Trulia User
    "There are at least 1/2 dozen dog parks here and plenty of quiet streets with light traffic which makes it easy to walk dogs without worrying about cross traffic"
    0
    Flag
  • Trulia User
    "As long as you have a parking spot in the garage everything’s great closest soldier Field close to the shed aquarium bike paths very dog friendly for the most part I feel pretty safe"
    0
    Flag
  • Trulia User
    "It’s all concrete no grass or trees and dog poop everywhere. Heavy traffic all day and night. There is a vet on every other block though. "
    0
    Flag
  • Trulia User
    "Lots of parks nearby as well as good food and Resturant joints. Best is the access to grant park and high ways."
    0
    Flag
  • Trulia User
    "What’s not to like! If you want a more rural atmosphere then not here but the parks and local amenities are great!"
    0
    Flag
  • Trulia User
    "Lots of dogs and people out walking their dogs. Most of us have gotten to know each other over the years just by walking at the same time. "
    0
    Flag
  • Trulia User
    "It’s accessible, people are kind, there are great local spots and it gives you the feel of a city and a neighborhood at the same time"
    0
    Flag
  • Trulia User
    "The laSalle bank marathon, the stores and bars , close by the lake , Solderfeild, the hotels ,, having a police station in such a close proximity that the officer’s know the neighborhood."
    0
    Flag
  • Megan W.
    "My neighborhood is close to CTA lines, bike shares, and walkable to the loop. I’m able to walk to my office in the loop when the weather is nice"
    2
    Flag
  • Ashleyb1616
    "This is a diverse neighborhood with a vibrant feel. Easy access to shopping as well as the lakefront."
    11
    Flag
  • Brikozlowski
    "the easiest commute I've ever had. just walk down Polk to the other entrance for Harrison red line stop. go north 4 stops and I'm at work! "
    0
    Flag
  • Efrain D.
    "I walk everywhere within the Loop, or bike if the weather is nice enough. Public transit is quite frequent and feels safe."
    1
    Flag
  • Brikozlowski
    "printers row literary fest, close to the loop and museums and the lake, easy to access, not overly crowded, not overly expensive "
    1
    Flag
  • DeVonte D. .
    "It’s a safe neighborhood and it’s a lot of places to shop at as fair grocery stores, and retail. Police is always patrolling the area. "
    0
    Flag
  • Trulia User
    "Festivals are done year round here in south loop. Book festivals, music festivals and live events at the millennium park."
    1
    Flag
  • Darnell G. J.
    "My commute is 5 mins on the orange line to the loop. Living close to the Roosevelt station, I have easy access to the red, orange and green lines making it easy to get anywhere in the city"
    0
    Flag
  • Jorge M.
    "Great neighborhood. And is currently evolving to be even better. More restaurants and stores appear all the time. Very close to all museums, parks and touristic attractions of the City. "
    0
    Flag
  • Rgazzimd
    "We are close to Lake Michigan, grant park and field museum. Friendly neighborhood.No better place to be! "
    1
    Flag
  • Bianca R.
    "Lots of soccer games and team sports for kids and adults at Kelly park. During the summer time McKinley park has the neighborhood pool open summer camp for kids. Pond for adults to take their kids fishing or even just for a nice walk around the park "
    1
    Flag
  • M5150v
    "The book fair is nothing short of amazing. The lake, skate park, Millennium park, simply beautiful incredible and full of amazing energy!"
    0
    Flag
  • Abigail C.
    "Love the south loop. So great for kids. Easy to get around with the train and bus. Dog friendly. Super cute!"
    0
    Flag
  • Kristyharvey13
    "There are lots of kids in our area. The parks are a great place for the kids to play. Our building works to welcome families and pets. "
    0
    Flag
  • Ndallensworth
    "I hardly see any kids in the neighborhood only 1 kid in my 50 unit building. There are playgrounds for children in the neighborhood. "
    0
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Homes for sale near 320 E 21st St #307

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Off Market Homes Near 320 E 21st St #307

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