Neighborhood · St Petersburg, Florida
Chicago
A quiet St Pete pocket where sales stay steady
Chicago is a small residential corner of St Petersburg, the kind of Pinellas County neighborhood that trades on location rather than noise. It sits within easy reach of established communities like Shore Acres, Greater Pinellas Point, and Disston Heights, with Tampa International Airport about 29 minutes away and downtown Tampa roughly 31. It's a place that rewards buyers who value a settled, low-turnover street over a flashy address.
The market reality here is straightforward: inventory is thin and moves quietly. There are currently no active listings, but six homes sold over the past 12 months at a median price of $717,500, with sellers collecting about 97% of asking on average. If you want in, you'll likely be watching for the next home to hit the market and moving decisively when it does.
Chicago is a community in St Petersburg, Florida.
Quick facts
$4,000/mo median rent
5 sold in 12 months
Drive times
On the market now
Homes for sale in Chicago
Nothing active right now.
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Every active listing inside the Chicago boundary
Open full map search →The numbers that matter
The Chicago market
5
Sold, last 12 months
$720,000
Median sold price
96%
Sale-to-list ratio
What sellers actually get vs asking
48 days
Median time to sell
Chicago vs St Petersburg
Median sold price — 3-yr, 3-mo rolling
▲ 24.3% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Chicago boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Chicago is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
Population
117
Median age
38
Median income
$89,219
Median home value
$445,100
Beyond the listings
Living in Chicago
Attitudes
Top 3% in the U.S.Volunteering & Giving
Expressing a desire to give back and do good for the community, this behavior emphasizes charity. Common activities include volunteering, fundraisers, and donations.
Hobbies & Interests
Top 6% in the U.S.Bookish
Always seeking the next book, article, or poem to read, this activity is prevalent in areas where reading is a way of life. Although a solo activity, the expression of the love of books is a bonding, communal experience.
Relationships
Top 7% in the U.S.Connected Motherhood
Motherhood is a unique journey for every woman. There are highs, lows,and lots to celebrate. These moms seek to share their experiences and engage with a community of moms.
Relationships
Top 8% in the U.S.Networking
Driven to succeed in the business world, this population seeks to progress in their career through networking happy hours, summits, and connecting with other professionals online.
Hobbies & Interests
Top 9% in the U.S.Animal Advocates
Passionate about animal welfare, this population wants to know how best to care for their own pets (with toys and training) and help other animals find their fur-ever home.
Pieces of History
You can find these people researching an upcoming exhibit at the natural history museum or learning about a famous monument. This population enjoys learning about the past.
People who close here
Our St Petersburg experts
Straight answers
Chicago FAQs
Is Chicago, FL a good place to live?+
It's a small, established residential neighborhood in St Petersburg with a low-turnover feel and easy access to the wider metro. Tampa International Airport is about 29 minutes out and downtown Tampa roughly 31, so you're connected without being in the thick of it. Buyers who want a settled street near communities like Winston Park tend to like it here.
Is it expensive to buy here?+
It leans toward the upper-middle of St Petersburg pricing, with a median sold price of $717,500 over the past 12 months. Only six homes changed hands in that window, so values are set by a small pool of transactions rather than a busy market.
What do homes cost in Chicago, FL?+
The median sold price over the last year was $717,500, based on six closings. There are no active listings at the moment, so a current asking-price range isn't available and buyers should be ready to act when a home lists.
How is the market right now?+
Inventory is essentially nonexistent today, with zero active listings against six sales in the past 12 months. Sellers averaged about 97% of asking, which tells you homes that are priced right don't sit or slide far off list.
What about HOA fees, taxes, and renting?+
Published HOA and property-tax medians aren't available for this small neighborhood, so confirm those figures home by home before you buy. On the rental side, the median rent runs about $4,300 a month, reflecting the area's larger single-family homes.
Keep exploring
More St Petersburg neighborhoods
Neighborhood boundary by edgeAI; listings matched to the polygon. IDX information is 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. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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