1453 E 66th Pl, Chicago, IL 60637
OFF MARKET

1453 E 66th Pl
Chicago, IL 60637

Woodlawn
  • 15 Beds
  • 7 Baths
  • 5,632 sqft

$647,500

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $3,357/mo*
Refinance Your Home

$647,500

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $3,357/mo*
Refinance Your Home
15 Beds
7 Baths
5,632 sqft

Home Value

Trulia Estimate
$648K
Since last month
Decreased$52K (-7.4%)
Since last year
Decreased$15K (-2.2%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +137% in the last 10 years
MonthEstimated value
2026
August 2026$648K
July 2026$651K
June 2026$699K
May 2026$693K
April 2026$668K
March 2026$657K
February 2026$647K
January 2026$627K
2025
2024
2023
2022
2021

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
6541 S Woodlawn Ave, Chicago, IL
0.34
Multi-Family Home
$890,000
12/02/25
11
4
7,603
6942 S Stony Island Ave, Chicago, IL
0.40
Multi-Family Home
$390,000
03/06/26
8
3
4,499
6541 S Woodlawn Ave, Chicago, IL
0.37
Multi-Family Home
$890,000
11/21/25
12
6.5
-
1453 E 73rd St, Chicago, IL
0.81
Multi-Family Home
$730,000
02/26/26
12
6
4,600
6649 S Woodlawn Ave, Chicago, IL
0.32
Multi-Family Home
$640,000
12/30/25
4
4
1,798
6620 S Woodlawn Ave, Chicago, IL
0.36
Multi-Family Home
$675,000
08/22/25
10
4.5
-
6347 S Drexel Ave #1, Chicago, IL
0.76
Multi-Family Home
$728,000
10/22/25
9
3
4,290
1511 E 67th Pl, Chicago, IL
0.14
Multi-Family Home
$408,000
05/08/26
6
2
-
1417 E 69th Pl, Chicago, IL
0.38
Multi-Family Home
$355,000
10/21/25
7
3
-
6948 S Dorchester Ave, Chicago, IL
0.39
Multi-Family Home
$381,400
01/06/26
5
3.5
-

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
1450 E 66th Pl, Chicago, IL 60637
0.04
$152,500
6
1.5
2,849
Off Market
1513 E 66th Pl, Chicago, IL 60637
0.06
$398,800
6
4
-
Off Market
1510 E 67th St, Chicago, IL 60637
0.07
$249,000
-
-
-
For Sale
1519 E Marquette Rd #2W, Chicago, IL 60637
0.09
$167,800
3
2
1,400
Off Market
1506 E Marquette Rd, Chicago, IL 60637
0.11
$490,000
4
3
2,689
For Sale
1527 E 66th Pl, Chicago, IL 60637
0.13
$885,000
9
6.5
-
For Sale
1516 E Marquette Rd #2E, Chicago, IL 60637
0.12
$231,900
3
2
1,550
Off Market
1424 E Marquette Rd, Chicago, IL 60637
0.11
-
-
-
-
Off Market
1445 E 65th Pl #2, Chicago, IL 60637
0.13
-
2
2
1,363
Off Market
1449 E 65th Pl #1, Chicago, IL 60637
0.13
$400,000
4
3
2,300
Recently Sold
E, Chicago, IL 60637
0.13
$137,000
-
-
-
Recently Sold
1540 E 67th Pl #GE, Chicago, IL 60637
0.15
$212,000
3
2
1,700
Off Market

Local Information

  • Map ViewExplore the area around 1453 E 66th Pl.
-- mins to
Commute Destination

Home Highlights

Property Type
Multi-Family
Year Built
1910
Living Area
5,632 sqft
Price/Sqft
$115

About this House

A LARGE IMMACULATE 4 BEDROOM 2 BATH APARTMENT located in the Woodlawn neighborhood. This SPACIOUS unit has BEAUTIFUL HARDWOOD FLOORING; RELAXING bathrooms; BLACK kitchen appliance; IN UNIT washer/dryer; a parking space; you will be near public transportation and etc.. Owner is looking for a RESPONSIBLE working tenant. This unit WILL NOT LAST! If you are SERIOUS then DO NOT DELAY! Call Ms. Crousby (773) 819-0398. Dream Spots

Year to Year
1453 E 66th Pl, Chicago, IL 60637 is a 15 bedroom, 7 bathroom, 5,632 sqft multi-family in Woodlawn, built in 1910. It is currently off market. The Trulia Estimate is $647,500, with a rent estimate of $2,061/month.

Home Details for 1453 E 66th Pl

Interior Features

Heating & Cooling
Heating: Other, GasAir ConditioningCooling System: CentralHeating Fuel: Other
Interior Details
Number of Rooms: 21Types of Rooms: Dining RoomCeiling Fan
Appliances & Utilities
MicrowaveRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Tile, Hardwood

Exterior Features

Exterior Home Features
Roof: OtherExterior: BrickLawnPatio
Parking & Garage
Parking: Off Street

Property Information

Year Built
Year Built: 1910
Property Type / Style
Property Type: Multi FamilyArchitecture: Other

Community

Units in Building: 4

Lot Information

Lot Area: 5080 sqft

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
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Around this home

Neighborhood Overview

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

What Locals Say about Woodlawn

At least 169 Trulia users voted on each feature.

  • 97 % Say there are sidewalks

  • 87 % Say it's dog friendly

  • 76 % Say streets are well-lit

  • 72 % Say car is needed

  • 70 % Say parking is easy

  • 67 % Say there's holiday spirit

  • 60 % Say it's walkable to restaurants

  • 58 % Say neighbors are friendly

  • 56 % Say yards are well-kept

  • 54 % Say it's quiet

  • 49 % Say they plan to stay for at least 5 years

  • 47 % Say kids play outside

  • 43 % Say it's walkable to grocery stores

  • 38 % Say there are community events

  • 36 % Say there's wildlife

  • 32 % Say people would walk alone at night

Sourced by Trulia users. Learn more about our methodology.
  • Carmen Robinson Mapp
    "I work, not sure of events in the area. Good idea to speak to the alderman’s office. University is near they sometimes offer events in the neighborhood"
    1
    Flag
  • Trulia User
    "This is a nice looking neighborhood with some good people store are well maintained streets are clean it’s a great place to call home "
    0
    Flag
  • Trulia User
    "Gentrification is happening rapidly. Most of the original homeowners are being priced out. it's difficult to find a rental at a decent price "
    2
    Flag
  • Trulia User
    "I've lived in this neighborhood for over ten years. The neighbors are friendly and courteous, the children can play in the parks safely and it's a pretty quiet neighborhood. Great area to raise a family."
    6
    Flag
  • Carolyn C.
    "I live in the Bronzville Area for 24 yrs i love my area there's the lakefront Educa Schools/ Bus Stops train Station"
    2
    Flag
  • Trulia User
    "The summer events in Washington park give residents an opportunity to connect and enjoy the weather in a safe space"
    1
    Flag
  • Trulia User
    "This neighborhood has been pretty mixed with good and bad. Affordable, but be aware of your surroundings. "
    0
    Flag
  • Trulia User
    "Great Area to raise your children for younger couples. There is plenty of elementary schools in the area. And a good neighborhood for older people 55 and older. Lotta condos and single-family homes in the neighborhood. No parking, nobody shoveled sidewalks."
    0
    Flag
  • Trulia User
    "Very quite street and friendly neighbors. Would live here forever but renting would love to own my own property in this area"
    1
    Flag
  • Trulia User
    "There are other dog owners for play with your dog. You can setup play date for animals. There is a lot of parks"
    0
    Flag
  • Trulia User
    "Speedy trip to downtown on lakeshore drive is easy most days and leisurely on the others. I love my commute. "
    1
    Flag
  • Mauriceterry06
    "I drive and it's pretty easy access to and from any location in Chicago and the surrounding South suburbs. I love the access I have to the lakefront in the summer!! 😍"
    2
    Flag
  • Brionyearnold
    "It’s a neighborhood community for the most part. There is still issues with crime in the neighborhood but it seems as though it is being dealt with. Tons of development happening so it’s a great area to invest in. "
    4
    Flag
  • Leonora.bowers
    "The are always residents walking their dogs around the neighborhood. It’s a family and dog friendly area "
    1
    Flag
  • Kigaines95
    "Pretty easy commute to and from work. Easy access to US 41 and the Dan Ryan. Green line and red line trains are either a short walk or short bus ride away. "
    3
    Flag
  • Marques W.
    "Christmas the neighbors go all out for the holidays with the lights and decorations it really makes ups feel like home"
    1
    Flag
  • Tameka L.
    "I see dog owners safely walking their dogs all the time. In addition, each owner cleans up their dog’s poop."
    1
    Flag
  • Bertel.jackson
    "Up and coming neighborhood close to parks, museums and the beach. Dog friendly, relatively clean. Major grocer nearby. "
    1
    Flag
  • Loetta H.
    "Fairly quiet, close to public transportation. Close to lake and the downtown area. Nice homes on the area. Coffee shop near by. "
    0
    Flag
  • Cynthia K.
    "Festivals, farmer’s markets, and campus sporting and entertainment events at the University of Chicago "
    0
    Flag
  • Samantha S.
    "it is a great neighborhood that is striving to become better, every day. there are plenty of parks north of here, and the Midway Plaisance is great for walks, ice skating rink, soccer for children"
    0
    Flag
  • Bertel.jackson
    "Nice neighborhood. Close to the park and the beach. Public transportation friendly. Near to shopping"
    0
    Flag
  • Quinton M.
    "Nothing, There’s plenty of open space for pets to run and play. It’s a friendly neighborhood. We all look out for each other."
    1
    Flag
  • Lhenley4
    "You see people walking their dogs at any time of the day. There are many parks and open fields for the dogs to run."
    0
    Flag
  • Heather A.
    "Block parties, farmers markets, picnics, festivals, community involvement, quiet, friendly, diverse, affordable "
    0
    Flag
  • JT Chicago
    "Many events at the univ of Chicago and Hyde park. Easy access to libraries and public transportation. "
    1
    Flag
  • Hightowerchalmerscarolyn
    "my commute to down town is allways safe. people conversing about everything in city of chicago. really a good thing when there is no negative situation commute."
    1
    Flag
  • Ilovecarmah
    "There are a few parks, and decent schools for our children. For the most part it’s quiet and calm. There are a few groceries stores in the neighborhood that you can shop at as well as a family dollar that’s open till 10 pm. I believe it’s a good place to live and the families in the WoodLawn community are working families."
    1
    Flag
  • MomOf2
    "Daycares in this area are overpriced and small. There are plenty of parks nearby though and can meet new neighbors "
    0
    Flag
  • Lakeesha H.
    "This area is one big grave yard! The energy is heavy and negative all the way to the elementary school. Nothing but violence and death no place for children at ALL!!!!"
    0
    Flag
  • Brittany C.
    "I’ve lived in Woodlawn for 6 years now and it’s gentrifying more and more. I’ve noticed rent prices increasing for very cramped apartments. I don’t mind a diverse neighborhood, I actually welcome it, but not at the expense of not being able to afford a 2 or 3 bedroom apartment on this side of town. Overall, my block is quiet and I love the area, but feel that I’ll be pushed out sooner or later. "
    15
    Flag
  • Natasha R.
    "I’ve lived in this area for five years and I really love the community. I am hopeful that I can find my own condo in the area this year just so I can stay in the area."
    17
    Flag
  • Chandra E.
    "I used to live there years ago and it was a nice area. now that I visit my daughter its become diverse and cultural cultural cultural.."
    10
    Flag
  • Drbcaldwelldc
    "Lots of dogs in the neighborhood of all shapes and sizes. Easy access to University of Chicago and greenery for dogs to run around in."
    1
    Flag
  • Rani P.
    "Close proximity to Jackson Park, the Bark Park (dog training area in Jackson Park) and access to the lake front."
    2
    Flag
  • kayennen
    "East Woodlawn is becoming the hot spot in Chicago. New amenities and attractions are planned. Close to lake and Hyde Park which is also increasing retail, etc."
    10
    Flag
  • Drbcaldwelldc
    "Close to U of C, lakefront, hospital, public transportation (bus and Green Line) and soon-to-be grocery store (Jewel)."
    8
    Flag
  • Earnestine C. H.
    "Great location, close to downtown and public transportation. Neighborhood is up and coming. Overall good community. "
    5
    Flag

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Homes for sale near 1453 E 66th Pl

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Off Market Homes Near 1453 E 66th Pl

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Frequently asked questions about 1453 E 66th Pl

  • What is 1453 E 66th Pl estimated to be worth?
    Trulia's estimated value for 1453 E 66th Pl in Chicago, IL is $647,500.
  • 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 Woodlawn neighborhood?
    Residents describe the Woodlawn neighborhood in Chicago, IL as pedestrian-friendly, dog-friendly, and easy to park in. See recently sold homes in Woodlawn, Chicago.
  • Does 1453 E 66th Pl have air conditioning?
    Yes, 1453 E 66th Pl in Chicago, IL has air conditioning.
  • Does 1453 E 66th Pl have parking?
    Yes, 1453 E 66th Pl in Chicago, IL has on-site parking.