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$885,000

1527 66th Pl

Chicago, IL
Active
9
Bedrooms
1928
Year Built
91
Days On Market

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!

Listing Information

Listing Updated
08/10/2026
Listed By
Wayne Beals · Exit Strategy Realty / EMA Management, 3127670572
MLS#
12723988
Source
Midwest Real Estate Data (MRED)
Status
Active

Facts & Features

Location

Community Information

Address
1527 E 66th Pl, Chicago, IL 60637
City
Chicago
County
Cook
Zip Code
60637

Architecture

Bedrooms
9
Year Built
1928
Construction Materials
Brick
Garage Spaces
0

Features & Amenities

Heating
Natural Gas

Property Features

Water
Public
Sewer
Public Sewer

Tax & Financial Information

List Price
$885,000
Annual Taxes
$9,056

Schools

69/100
Carnegie Elementary School
Elementary · Grades KG–08 · 0.7 mi
City
Chicago
Students
401
Parent reviews
5.0★ avg · 2 reviews
Student body
96% Black · 2% Hispanic / Latino · 1% White
Free/reduced lunch
84%
Phone
(773) 535-0530
55/100
Woodlawn Elementary Community School
Elementary · Grades PK–06 · 0.4 mi
City
Chicago
Students
167
Student body
96% Black · 4% Hispanic / Latino
Free/reduced lunch
89%
Phone
(773) 535-0801
55/100
Univ of Chicago Charter-Woodlawn
High · Grades 06–12 · 0.7 mi
City
Chicago
Students
591
Student body
98% Black · 2% Hispanic / Latino · 0% Two or More Races
Free/reduced lunch
72%
Phone
(773) 752-8101
54/100
Wadsworth Elementary School
Elementary · Grades PK–08 · 0.6 mi
City
Chicago
Students
527
Student body
96% Black · 3% Hispanic / Latino · 1% Two or More Races
Free/reduced lunch
97%
Phone
(773) 535-0730
54/100
OKeeffe Elementary School
Elementary · Grades PK–08 · 0.8 mi
City
Chicago
Students
666
Student body
96% Black · 2% Hispanic / Latino · 1% Two or More Races
Free/reduced lunch
98%
Phone
(773) 535-0600
53/100
Parkside Elementary Community Academy
Elementary · Grades PK–08 · 0.4 mi
City
Chicago
Students
272
Student body
99% Black · 1% Hispanic / Latino · 0% Two or More Races
Free/reduced lunch
96%
Phone
(773) 535-0940
52/100
Fermi Elementary School
Grades PK–08 · 0.5 mi
City
Chicago
Phone
(773) 535-0540
52/100
South Shore Fine Arts Elementary School
Elementary · Grades PK–08 · 0.5 mi
City
Chicago
Students
257
Student body
96% Black · 3% Hispanic / Latino · 1% Two or More Races
Phone
(773) 535-8340

School ratings are provided for informational purposes only and are subject to change. Attendance boundaries are for reference only — contact the school or district directly to verify enrollment eligibility.

Historical Data

Price History

DateEventPrice
08/04/2026Listed for sale$885,000

Listed by Wayne Beals · Exit Strategy Realty / EMA Management · 3127670572

Listing information provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed by the MLS. Copyright 2026, Midwest Real Estate Data (MRED). All rights reserved.

Last Updated: August 10, 2026 at 5:09 AM | Source: Midwest Real Estate Data (MRED) | MLS#: 12723988

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