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1527 E 66th PlaceChicago, IL 60637

Cook County

$885,000List price
9Beds
7Baths
1928Year built
6 weeks agoOn market

Description

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!

Property Information

Property type
Residential Income
Sub-type
Multi Family
Year built
1928
Lot dimensions
25X125
Parking spaces
2
Ownership
Fee Simple
Zoning
MULTI
Days on market
44
MLS® Listing#
12723988

Property Features

Heating
Natural Gas
Basement
Finished · Full
Construction
Brick
Sewer
Public Sewer
Water source
Public

Financial Details

Annual taxes
$9,056Tax year 2024
Parcel number
20232260220000

Directions

Stony Island, then west on 66th Pl

Open Houses

Midwest Real Estate Data logo

Listing Courtesy: Exit Strategy Realty / EMA Management - wayne@bealsproperties.com

Based on information submitted to the MLS GRID as of 2026-08-04. 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.

Last Updated: 2026-08-04

Chicago Market Statistics

How this home compares to 4,594 active listings in Chicago, IL

Chicago medianThis listing
Median listing price$384,317$885,000
Median days on market2744
Median Sq Ft1,400
Median price / Sq Ft$275

Market statistics compiled from active EXIT Realty® and MLS listings in Chicago, IL.

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