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!
Active
$885,000
1527 E 66th Pl, Chicago, IL 60637
9beds
--sqft
Multi Family
Built in 1928
-- sqft lot
$857,000 Zestimate®
$--/sqft
$-- HOA
What's special
Exposed brick wallsRecent tuckpointingBeautiful interior details
- 25 days
- 297
- 17
Zillow last checked:
Listing updated:
Listed by:
Wayne Beals wayne@bealsproperties.com,
Exit Strategy Realty / EMA Management,
Derek Walvoord,
Exit Strategy Realty / EMA Management
Source: MRED as distributed by MLS GRID,MLS#: 12723988
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 9
- Bathrooms: 7
- Full bathrooms: 6
- 1/2 bathrooms: 1
Heating
- Natural Gas
Features
- Basement: Finished,Full
Property
Parking
- Total spaces: 2
- Parking features: Yes, Owned
Lot
- Size: 3,125 Square Feet
- Dimensions: 25X125
Details
- Parcel number: 20232260220000
- Zoning: MULTI
- Special conditions: None
Construction
Type & style
- Home type: MultiFamily
- Property subtype: Multi Family
Materials
- Brick
Condition
- New construction: No
- Year built: 1928
- Major remodel year: 2017
Utilities & green energy
- Sewer: Public Sewer
- Water: Lake Michigan, Public
Community & HOA
Location
- Region: Chicago
Financial & listing details
- Annual tax amount: $9,056
- Date on market: 8/4/2026
- Ownership: Fee Simple
Estimated market value
$857,000
$814,000 - $900,000
$1,623/mo
Price history
| Date | Event | Price |
|---|---|---|
| 8/4/2026 | Listed for sale | $885,000+1.2% |
Source: MRED as distributed by MLS GRID #12723988 Report a problem | ||
| 2/22/2026 | Listing removed | $874,900 |
Source: EXIT Realty broker feed #12455293 Report a problem | ||
| 10/29/2025 | Listed for sale | $874,900 |
Source: | ||
Public tax history
Tax history is unavailable.
Monthly payment
Est. payment






