What Are Comps and How Why They Relevant?
In real estate, “comps” (short for comparables) are recently sold or currently listed properties that are similar to the home you’re considering, in this case, 2238 W. Winona St. Comps help buyers and sellers understand a property’s fair market value by comparing it to other homes with similar size, layout, condition, upgrades, and location in the same neighborhood.
When choosing comps, it’s important to look for properties that closely match in:
Location
Square footage and number of units
Age and condition of the building
Recent renovations or upgrades
Layout and amenities (like garages or flex spaces)
Lease status and rental income potential
You can trust these comps because each property listed here was carefully selected for its similarity to 2238 W. Winona St. We’ve included only nearby 2 unit buildings in Lincoln Square or adjacent neighborhoods, with details on price, size, finish level, and occupancy. We also note unique features or differences that might affect value, so you can make an informed, apples-to-apples comparison. All sale prices and listing details are recent and reflect current market conditions.
If you have questions about any property listed here or want to see how 2238 W. Winona compares in person just reach out. We’re happy to share more data or schedule a private tour.
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2242 W Winona St.
Next door neighbor
Sold May 2024 – $950,000
Renovated in 2012 (granite, wood cabinetry, hardwood floors, carpeting)
2-flat
2,916 sq ft $326/sq ft
3BR duplex-down (vacant at sale) + 2BR top unit (tenant renting at only $2000)
Central air, 5-year-old garage
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4612 N Claremont Ave.
Active April 26 – $995,000
was pending but back on market now
2-flat plus garden unit
All units currently tenant-occupied below market rate with lease end dates of 10/31/25, 1/31/26, and 4/30/26
2,694 sq ft, $369/sq ft
5 bedrooms, 3 baths
Central air, older garage
Partial renovations around 2017 with basic finishes.
On market for 24 days
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2235 W Leland Ave.
Closed October 31, 2024 – $1,050,000
Kitchens and baths renovated approximately 15 years ago with midrange finishes
2-flat
2,572 sq ft, $408 per sq ft
4 bedrooms, 2 baths
Sold after 6 days on the market
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4832 N Claremont Ave.
Sold May 2025 – $915,000
2-flat duplex-down
Kitchens/baths appear to be updated approximately 15 years ago, a lot of carpeting, buyers may desire to rehab
2,304 sq ft, $390/sq ft
Located near Brown Line and Lincoln Square retail
On market for 6 days
Vacant at contract
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4837 N Claremont Ave.
Sold March 2025 – $917,000
Renovated with midrange modern finishes
1,920 sq ft, $478/sq ft
2-flat duplex-down
Vacant at closing
Multiple offers received in bidding war
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5126 N. Wolcott Ave.
Sold May 15, 2025 – $800,000
2-flat “ripe for conversion or rehab”
2,348 sq ft, $341 per sq ft
Both units continuously occupied for over 25 years
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4912 N Winchester Ave
Sold December 18, 2024 – $800,000
2-flat rehab opportunity
2,266 sq ft, $353 per sq ft
No recent renovations or upgraded finishes reported
Sale price reflects condition and conversion potential

Ready to See Why 2238 W Winona St. Stands Apart?
After reviewing these comparable Lincoln Square multi-unit properties, it’s clear that 2238 W Winona delivers exceptional value, quality, and long-term potential. This is a 2-flat plus garden unit. Thoughtful upgrades - quartz countertops, designer fixtures, smart lighting, new mini-splits and updated mechanicals - set a higher bar than most recent 2-flat listings. The brand-new two-car garage adds daily convenience, while flexible RS-3 zoning with ADU eligibility gives you room to grow or generate even more income.
Located just a short stroll from well-regarded neighborhood schools, day-care options, playgrounds, and Winnemac Park, the building sits on a quiet, tree-lined block that makes everyday errands and weekend fun easy. Whether you’re looking for a comfortable residence with supplemental rental income or a long-term investment in one of Chicago’s most sought-after community areas, this move-in-ready property meets the moment - and then some.
List Price: $995,000
Soon we can explore floor plans, 3-D tour, and full photo gallery or reach out to schedule a private tour.