1527 E 66th Pl, Chicago, IL 60637
Property image
Property image
FOR SALE

$885,000

  • 9 Beds
  • 6.5 Baths

1527 E 66th Pl, Chicago, IL 60637

Woodlawn
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Home Highlights

Multi-Family
Built in 1928
2 Parking Spaces

Local Information

  • Map ViewExplore the area around 1527 E 66th Pl.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Prime Woodlawn Investment Opportunity! Invest in the growth of Chicago's historic Woodlawn neighborhood with this meticulously maintained, condo-quality 3-unit building. Perfectly positioned just blocks from the Obama Presidential Center, this turn-key property is an exceptional opportunity to owner occupy or invest, offering high-end rental income and significant long-term appreciation potential. Property Highlights: Optimal Unit Mix: Three highly desirable, spacious units, each featuring a 3-bedroom, 2-bathroom layout. Premium Floor Plans: The first-floor unit is a sprawling duplex-down, providing massive living space that lives like a single-family home. Condo-Quality Finishes: Beautiful interior details, including exposed brick walls, add character and charm to attract premium tenants while minimizing upkeep. Turn-Key Mechanicals: All major systems-including plumbing, electrical, HVAC have been modernized, and recent tuckpointing, ensuring low maintenance and peace of mind for the next owner. Unmatched Location & Upside: Situated at the epicenter of a multi-billion dollar neighborhood transformation, this building sits directly across the street from a brand-new 8-unit development, signaling strong and continuous local investment. Residents enjoy an incredible quality of life with seamless access to DuSable Lake Shore Drive, the lakefront recreation trail, the renowned Jackson Park Golf Course, the beach, and the harbor. Plus, the vibrant shopping, dining, and entertainment of nearby Hyde Park are just minutes away. Don't miss this rare chance to own a strategic, cash-flowing piece of Woodlawn's exciting future!
Last check for updates: about 8 hours ago
Listing courtesy of: Wayne Beals
Exit Strategy Realty / EMA Management
Derek Walvoord
Exit Strategy Realty / EMA Management
Source: MRED as distributed by MLS GRID, MLS#12723988
Also Listed on EXIT Realty broker feed, MRED as distributed by MLS GRID, MRED as distributed by MLS GRID.

Home Details for 1527 E 66th Pl

Active Status

MLS Status: Active

Interior Features

Interior Details
Basement: Finished,FullNumber of Rooms: 18
Beds & Baths
Number of Bedrooms: 9Number of Bathrooms: 7Number of Bathrooms (full): 6Number of Bathrooms (half): 1
Heating & Cooling
Heating: Natural GasHas HeatingHeating Fuel: Natural Gas
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No View

Exterior Features

Parking & Garage
No Attached GarageParking Spaces: 2Parking: Yes,Owned
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Days on Market: 30

Property Information

Year Built
Year Built: 1928Year Renovated: 2017
Property Type / Style
Property Type: Residential IncomeProperty Subtype: Multi Family
Building
Construction Materials: BrickNot a New ConstructionIs Habitable Residence
Property Information
Parcel Number: 20232260220000

Price & Status

Price
List Price: $885,000
Status Change & Dates
Possession Timing: Close Of Escrow

Location

Direction & Address
City: Chicago
School Information
Elementary School District: 299Jr High / Middle School District: 299High School District: 299

Agent Information

Listing Agent
Listing ID: 12723988

Lot Information

Lot Area: 3125 sqft

Listing Info

Special Conditions: None

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: 12723988Attribution Contact: wayne@bealsproperties.com

Additional Information

Source Internet Consumer CommentSource Internet Entire Listing DisplayMRD IDX Comments Reviews: YesMRD Listing On IDX Display: YesMRD AVM On IDX Display: YesMRD Address On VOW Display: YesSource Internet Automated Valuation DisplayMRD Price History On IDX Display: YesMRD Market Time On IDX Display: YesMRD REMARKSINTERNET: YesSource Internet Address DisplayMRD Remarks On VOW Display: Yes

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

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

Home Value

Trulia Estimate
$862K
Since last month
Increased$28K (+3.3%)
Since last year
Decreased$13K (-1.5%)
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 decreased by -1% in the last 10 years
MonthEstimated value
2026
August 2026$863K
August 2026$862K
July 2026$836K
June 2026$834K
May 2026$836K
April 2026$829K
March 2026$837K
February 2026$833K
January 2026$848K
2025

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
6500 S Dorchester Ave, Chicago, IL
0.30
Multi-Family Home
$680,000
08/20/26
9
6
-
1511 E 67th Pl, Chicago, IL
0.17
Multi-Family Home
$408,000
05/08/26
6
2
-
6541 S Woodlawn Ave, Chicago, IL
0.47
Multi-Family Home
$890,000
11/21/25
12
6.5
-
1417 E 69th Pl, Chicago, IL
0.45
Multi-Family Home
$355,000
10/21/25
7
3
-
6419 S Kenwood Ave, Chicago, IL
0.38
Multi-Family Home
$520,000
05/12/26
5
3
-
6948 S Dorchester Ave, Chicago, IL
0.48
Multi-Family Home
$381,400
01/06/26
5
3.5
-
6730 S Merrill Ave, Chicago, IL
0.73
Multi-Family Home
$740,000
08/04/26
9
6
-

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
1524 E Marquette Rd, Chicago, IL 60637
0.07
$350,000
-
-
-
For Sale
1517 E Marquette Rd #2E, Chicago, IL 60637
0.06
$195,000
3
2
1,400
For Sale
1519 E Marquette Rd #2W, Chicago, IL 60637
0.06
$167,400
3
2
1,400
Off Market
1516 E Marquette Rd #2E, Chicago, IL 60637
0.08
$230,900
3
2
1,550
Off Market
1506 E Marquette Rd, Chicago, IL 60637
0.10
$480,000
4
3
2,689
For Sale
1540 E 65th Pl #3, Chicago, IL 60637
0.13
$339,800
3
2
-
Off Market
1554 E 65th Pl #3, Chicago, IL 60637
0.13
$165,100
2
1
1,000
Off Market
1552 E 65th Pl #3, Chicago, IL 60637
0.13
$160,000
2
1
1,200
Recently Sold
1513 E 66th Pl, Chicago, IL 60637
0.07
$432,400
6
4
-
Off Market
1530 E 65th Pl, Chicago, IL 60637
0.13
$990,600
15
12
-
Off Market
1520 E 65th Pl #PENTHOUSE, Chicago, IL 60637
0.13
$281,100
3
2
1,600
Off Market

Price and Tax history

DateEventPrice
Aug 4, 2026
Source: MRED as distributed by MLS GRID #12723988
Listed For Sale
$885,000
Feb 22, 2026
Source: EXIT Realty broker feed #12455293
ListingRemoved
$874,900
Oct 29, 2025
Source: MRED as distributed by MLS GRID #12455293
Listed For Sale
$874,900

LGBTQ Local Legal Protections

Wayne Beals, Exit Strategy Realty / EMA Management
Based on information submitted to the MLS GRID as of 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Click here for more information

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Frequently asked questions about 1527 E 66th Pl

  • What is the estimated monthly payment for 1527 E 66th Pl?
    Based on a $885,000 list price with 20% down at today's rates, the estimated monthly payment for 1527 E 66th Pl in Chicago, IL is approximately $6,223 (about $4,680 principal & interest, $1,468 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 1527 E 66th Pl compare to homes in Chicago?
    1527 E 66th Pl in Chicago, IL is listed at $885,000, about 128% above the $389K median sale price in Chicago.
  • 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 homes for sale in Woodlawn, Chicago.
  • What are the closest schools to 1527 E 66th Pl?
    The closest schools to 1527 E 66th Pl in Chicago, IL are Hyde Park Academy High School (rated 2/10), Wadsworth PreK-8th STEM School (Elementary/Middle, rated 4/10).
  • Does 1527 E 66th Pl have parking?
    Yes, 1527 E 66th Pl in Chicago, IL has on-site parking.
1527 E 66th Pl, Chicago, IL 60637 is a 9 bedroom, 7 bathroom multi-family built in 1928. 1527 E 66th Pl is located in Woodlawn, Chicago. This property is currently available for sale and was listed by MRED as distributed by MLS GRID on Aug 4, 2026. The MLS # for this home is MLS# 12723988.