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2 Bedroom Apartments in Uptown Under $3,500
8 2 bedroom apartments available in Uptown under $3,500. Median rent $2,999. Live prices and availability.
About Uptown: Historic entertainment district on the north lakefront — old jazz-era theaters (Aragon, Riviera, Uptown), a long stretch of lakefront, and a mix of vintage apartment buildings and new construction. Improving steadily over the last decade.
$2,999
Median rent
$2,502
Cheapest
Available now
$2,502
2BR
Buena Terrace #0314
Uptown
$2,602
2BR · 987sf
Somerset Place #211
Uptown
$2,856
2BR
The Covington #0202
Uptown
$2,997
2BR · 1025sf
The Montrose #1218
Uptown
$3,001
2BR · 950sf
The Montrose #0407
Uptown
$3,001
2BR · 950sf
The Montrose #0404
Uptown
$3,350
2BR · 959sf
Upshore Residences #0309
Uptown
$3,375
2BR · 834sf
Platform 4611 #501
Uptown
Top buildings for this search
- The Montrose$2,997–$3,001
- Buena Terrace$2,502–$2,502
- Somerset Place$2,602–$2,602
- The Covington$2,856–$2,856
- Upshore Residences$3,350–$3,350
- Platform 4611$3,375–$3,375
Frequently asked
What's the cheapest 2 bedroom in Uptown under $3,500 right now?
Buena Terrace #0314 at $2,502/month. Located at 4242 N Sheridan Rd.
How many 2 bedroom apartments are available in Uptown under $3,500?
2 bedroom apartments are currently listed in Uptown under $3,500. Median rent is $2,999.
Which buildings in Uptown offer 2 bedroom apartments?
Top buildings by current inventory: The Montrose, Buena Terrace, Somerset Place, The Covington, Upshore Residences.
Is $3,500 a realistic budget for 2 bedroom in Uptown?
Yes. The median rent at this size in Uptown is $2,999, so a $3,500 ceiling sits $501 above the median and leaves room to choose.
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Updated September 20, 2026 at 6:09 PM CDT. No paid placement.