416 E 66th St, Chicago, IL 60637
Property image
Property image
OFF MARKET

416 E 66th St
Chicago, IL 60637

West Woodlawn
  • 2 Beds
  • 1 Bath
2 Beds
1 Bath

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
6148 S Rhodes Ave #2, Chicago, IL
0.53
Apartment
$425,000
03/25/26
3
1
1,500
6130 S Rhodes Ave #2, Chicago, IL
0.57
Apartment
$172,500
09/24/25
3
1
1,300
541 E 60th St, Chicago, IL
0.75
Apartment
$47,000
01/05/26
2
1
927
6124 S Eberhart Ave, Chicago, IL
0.57
Apartment
$788,500
10/28/25
2
2
1,200
7037 S Wabash Ave, Chicago, IL
0.73
Apartment
$295,000
12/09/25
3
1
2,576
6646 S Greenwood Ave, Chicago, IL
0.76
Apartment
$1,188,000
12/17/25
2
2
-
6604 S Langley Ave #1, Chicago, IL
0.32
Apartment
$555,000
01/16/26
7
3
3,186
5733 S Calumet Ave #1E, Chicago, IL
1.06
Apartment
$110,000
10/21/25
2
1
-
5919 S Indiana Ave, Chicago, IL
0.87
Apartment
$447,000
12/19/25
3
2
1,300
7106 S Drexel Ave, Chicago, IL
0.87
Apartment
$150,000
01/21/26
4
2
2,252
Home facts updated by county records

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
6540 S Vernon Ave, Chicago, IL 60637
0.03
$275,000
5
2
1,600
Recently Sold
6608 S Vernon Ave, Chicago, IL 60637
0.03
-
6
3
-
Off Market
6555 S Vernon Ave, Chicago, IL 60637
0.04
$296,800
4
2
1,813
Off Market
7028-7030 S Vernon Ave, Chicago, IL 60637
0.06
-
-
-
-
Off Market
6613 S Vernon Ave, Chicago, IL 60637
0.06
$486,100
7
2
-
Off Market
6615 S Vernon Ave, Chicago, IL 60637
0.06
$311,200
6
2
-
Off Market
6617 S Vernon Ave, Chicago, IL 60637
0.06
$200,000
4
2
-
Recently Sold
6527 S Vernon Ave, Chicago, IL 60637
0.07
$465,000
7
3
-
Recently Sold
6621 S Vernon Ave, Chicago, IL 60637
0.07
$175,000
4
2
934
Recently Sold
6623 S Vernon Ave, Chicago, IL 60637
0.07
$450,000
6
3
-
Recently Sold
6602 S Marquette Rd, Chicago, IL 60637
0.07
$365,000
5
2
-
For Sale
6510 S Vernon Ave, Chicago, IL 60637
0.09
$325,000
6
2
-
Recently Sold

Local Information

  • Map ViewExplore the area around 416 E 66th St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Apartment

About this House

Here you have a beautiful 2 bedroom 1 bath unit located in the south shore area. This unit features hardwood floors throughout the apartment, dishwasher, jacuzzi tub plus more!! You also have a grammar school and high school just a few blocks away!There's a $500 move in fee, this is a cats ONLY unit!! Applicant Requirements: - 550+ credit score - 3x's the rent - NO EVICTIONS Please contact Debi with Dreamspots for more information or to schedule a showing. HOPE TO HEAR FROM YOU SOON
416 E 66th St, Chicago, IL 60637 is a 2 bedroom, 1 bathroom apartment in West Woodlawn. More recently, it was listed as a rental in June 2022 with an asking price of $1,150 per month. That rental listing was removed on June 25, 2022. It is currently off market. The Trulia Estimate rent is $1,634/month.

Home Details for 416 E 66th St

Property Information

Property Type / Style
Property Type: Apartment

Interior Features

Appliances & Utilities
Dishwasher
Levels, Entrance, & Accessibility
Floors: Hardwood

Exterior Features

Parking & Garage
Parking: Off Street

Price and Tax history

DateEventPrice
Jun 25, 2022
Source: Zillow Rental Manager
ListingRemoved
Jun 16, 2022
Source: Zillow Rental Manager
Listed For Rent
$1,150
Feb 11, 2020
Source: Agent Provided
ListingRemoved
$900
Oct 15, 2019
Source: Agent Provided
Listed For Rent
$900
Jul 16, 2019
Source: Agent Provided
ListingRemoved
$1,200

Market trends in Chicago

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$389K
$10.33KMoM
Sale-to-List Price
100.2%
0.2%MoM
Price per sq ft
$294
$8MoM
Available listings
5488
263MoM

Around this home

Neighborhood Overview

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

What Locals Say about West Woodlawn

At least 77 Trulia users voted on each feature.

  • 95 % Say there are sidewalks

  • 67 % Say it's dog friendly

  • 67 % Say yards are well-kept

  • 67 % Say it's walkable to restaurants

  • 64 % Say streets are well-lit

  • 61 % Say there's holiday spirit

  • 60 % Say car is needed

  • 59 % Say parking is easy

  • 56 % Say it's walkable to grocery stores

  • 49 % Say kids play outside

  • 47 % Say neighbors are friendly

  • 36 % Say they plan to stay for at least 5 years

  • 35 % Say there's wildlife

  • 34 % Say there are community events

  • 30 % Say it's quiet

  • 28 % Say people would walk alone at night

Sourced by Trulia users. Learn more about our methodology.
  • Cindy Wade
    "I’ve always visited this neighborhood because, my mother lived there for years. From visiting for years the neighborhood appeared to be very nice. I would love to live in this neighborhood!"
    2
    Flag
  • Trulia User
    "Great schools in the area. Parks are great to visit but be mindful of your surroundings. You can visit the beach via public transportation or bike. "
    1
    Flag
  • Trulia User
    "what makes this neighborhood so unique is the character ( maintenances) that are always competing with one another to put there bulk items in the trash so that there building will get there trash picked up first"
    6
    Flag
  • Trulia User
    "be safe and communicate For should stick together help keep nice and healthy clean Neighborhood Environment for our children's and family "
    0
    Flag
  • Trulia User
    "First time living in Chicago and I love it here!! Close to public transportation, neighbors are friendly and Chicago is AWESOME!!!"
    4
    Flag
  • T33faholadeji
    "Great access to downtown.. bus 4 takes you all the way downtown... green line train station is close by.. groceries stores close by too"
    3
    Flag
  • Demarcus C.
    "It’s fine. Not to hard to get around with or without a vehicle. A very walkable neighborhood with decently nice neighbors."
    3
    Flag
  • Demarcus C.
    "It has ease of access to public transportation and to local highways. Take about 20-45 mins to get down town."
    1
    Flag
  • LaTonya J.
    "Dogs are always welcome in the neighborhood and most have mannerism. Both small dogs and large live in this neighborhood "
    2
    Flag
  • Michael
    "This neighborhood is changing from what it was be patient soon it will be a neighborhood where our children can come out to play but as for know be patient and hold on for a little while longer "
    8
    Flag
  • 2x D.
    "Real Nice big houses that come with big rats. Avoid parkway. City Trying to change the neighborhood around good luck "
    1
    Flag
  • Mary A. D. W.
    "Im sure they would find it quite nice considering Washington Park is very near by. Maybe not for night time walks as it gets pretty loud with gun violence at that time of day."
    2
    Flag
  • Mary A. D. W.
    "Easy access to public transit. Green Line, Bus Routes 3, 4, 63rd and 59th. Close to Washington Park, Jewel on 61st and Cottage and University of Chicago Hospital. Downside: Plenty of Gun Violence and drug activity"
    2
    Flag
  • 1annettejordan
    "Lots of choices to get to work - several bus and train routes. Also an easy 10 minute drive to downtown."
    1
    Flag
  • Mary A. D. W.
    "it's dangerous at night and sometimes in the day. my children were robbed twice in broad daylight. police presence is high but is a non factor when it comes to safety."
    2
    Flag
  • Mary A. D. W.
    "I'll put it like this I just got done hearing pump action type gun shots at 8:00 pm. A sound that is pretty normal for this area. This neighborhood is no good for kids in my opinion. In a square 4 block radius from Eberhart to Prairie."
    4
    Flag
  • Patrice
    "The area is a mix of families. Kids play outside and people care for their yards. There are some streets were the buildings are abandoned but that’s changing too. I think there’s room for improvement n"
    2
    Flag
  • Patrice
    "I have lived here for the last 2 years. It’s changing for the better. There’s more businesses and a grocery store in walking distance. "
    35
    Flag
  • Andrea H.
    "Great transportation to the green line, the cottage grove bus is right up the street than the red line, also you can go down by stony island and get all the buses to go down town as well. "
    1
    Flag
  • Godsgirlst
    "None. I haven’t seen a block club or anything. It’s crime ridden and drug infested. No sense of community what so ever. I can’t wait to move away from here. "
    6
    Flag
  • Bianca T.
    "Kind of a rough neighborhood but it is up and coming. Lived here for 2 years with no major problems."
    37
    Flag
  • Patrice
    "There’s YWCA in the neighborhood and a library in walking distance. I don’t let my daughter play outside but we can walk to the park or drive to the lake. "
    2
    Flag
  • Mrs M. W.
    "Please do not move here. You can move into the Hyde Park or Bronzeville area but not here. The quietness in the day is very, very deceiving. "
    11
    Flag
  • Beabeckford
    "Yes. Lots of dog owners in this area. No dog park, but Washington Park is really close and Jackson Bark is not to far. "
    1
    Flag
  • Mrs M. W.
    "Washington Park is near by but it is not safe to let your children be unattended in the area or out late nights because there are random shootings that happen close by. "
    2
    Flag
  • Mrs M. W.
    "Pro's: Right on 59th street, King Drive and Cottage Grove bus routes and the Green Line train. Con's: High gun violence, drug activity, chances of being robbed. "
    2
    Flag
  • Flemingirma555
    "I have heard this on the news six shooting last week I will not be able to stay here for a year I have grand children that visit me. "
    3
    Flag
  • Sefthex1972
    "Nothing. Crime is rampant. Schools are bad. In 10 years it might be a very nice neighborhood if the University of Chicago keeps on investing. The close proximity to Hyde Park is the biggest plus for me"
    7
    Flag
  • Patrice
    "It’s getting better because of development and investments. The University has brought a lot of money into the community. "
    5
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 416 E 66th St

  • 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 West Woodlawn neighborhood?
    Residents describe the West Woodlawn neighborhood in Chicago, IL as pedestrian-friendly, dog-friendly, and well-kept. See recently sold homes in West Woodlawn, Chicago.
  • What are the closest schools to 416 E 66th St?
    The closest schools to 416 E 66th St in Chicago, IL are Dulles Elementary School (Pre-K/Middle, rated 3/10), Hirsch Metropolitan High School (rated 1/10).
  • Does 416 E 66th St have parking?
    Yes, 416 E 66th St in Chicago, IL has on-site parking.

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Apartments for Rent

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Off Market Homes Near 416 E 66th St

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