40
$1,500,000
4 bd · 4 ba · — sqft
3739 N Clifton Avenue 1, Chicago, IL
Carrie McCormick · @properties Christie's International Real Estate
Est. $9,993/mo$518/sqft · 3 days on Realty
· 12:00 PM–2:00 PM
3
Beds
4
Baths
2,800
Sqft
2007
Built
Rarely available duplex penthouse in the heart of the Southport Corridor! This 3 bed/3.1 bath, 2,800 sq ft home stuns from the moment you enter, with a 20-foot atrium flooding the two-story layout with natural light. Two living areas, one on each level, both with adjacent outdoor space. Chef's kitchen features custom cabinetry, professional grade Viking appliances, a wine fridge and a large kitchen island. Primary suites on both floors, each with custom walk-in closets and en-suite baths; the first-floor primary bath includes a steam and rain shower, heated floors and a separate tub. Generously sized third bedroom with custom closets and a full bath across the hall. Five total outdoor spaces, including a massive private rooftop deck with a pergola, outdoor TV, multiple living areas, and sweeping city views. Located in the Blaine Elementary school district. Two parking spaces included...one garage and one exterior. Walk to Southport shopping and dining, and steps from the Brown Line.
Listing agent
R. Matt Leutheuser
Courtesy of Jameson Sotheby's Intl Realty
(312) 929-1562
Midwest Real Estate Data (MRED) · Listing MRD12772580
$290,000
Estimated monthly payment
$9,993/mo
Loan amount $1,160,000. Estimate only — your actual rate and payment depend on credit, location, and lender.
2025 roll
School ratings (A+ to F) from HJN community data.
Blaine Elementary School
PK-8 · Regular · Chicago Public School District 299
639 students · 13.3:1 student–teacher
Inter-American Elementary Magnet School
PK-8 · Regular · Chicago Public School District 299
616 students · 13.9:1 student–teacher
Greeley Elementary School
PK-8 · Regular · Chicago Public School District 299
331 students · 10.2:1 student–teacher
Hawthorne Elementary Scholastic Academy
KG-8 · Regular · Chicago Public School District 299
642 students · 15.1:1 student–teacher
Lake View High School
9-12 · Regular · Chicago Public School District 299
1,431 students · 14.4:1 student–teacher
Bernard Zell Anshe Emet Day School
PK-8 · Regular
386 students · 5.5:1 student–teacher
Hamilton Elementary School
PK-8 · Regular · Chicago Public School District 299
486 students · 13.4:1 student–teacher
St Andrew School
PK-8 · Regular
359 students · 9.1:1 student–teacher
Within 2 miles of this home: 40+ restaurants and cafés, 21 grocery stores, 38+ parks and green spaces, and 15+ transit stops.
Place data from OpenStreetMap.
The Ginger Man Tavern
North Clark Street
Smart Bar
North Clark Street
Wrigleyville Dogs
North Clark Street
Raw Bar
North Clark Street
Uncommon Ground
North Clark Street
Yak-Zies
American restaurant · North Clark Street
Raising Cane's
North Clark Street
Bernie's Tavern
North Clark Street
Jewel-Osco
North Southport Avenue
Spencer's Jolly Posh Foods
West Irving Park Road
Alta Vista Foods
Whole Foods Market
North Halsted Street
Trader Joe's
North Lincoln Avenue
Aldi
North Broadway
A Plus Store
North Sheridan Road
Sheffield Market & Deli
North Sheffield Avenue
Gallagher Way
North Clark Street
John Kelly Park
North Seminary Avenue
Ann Sather Garden
Sheil Park
North Southport Avenue
Juniper Park
North Greenview Avenue
Ginkgo Gardens
Howard Brown Peace Garden
Gill Park
West Sheridan Road
Clark & Grace
Clark & Waveland
Clark & Byron
Addison & Racine
Addison & Lakewood
Clark & Addison
3930 N Clark
Addison & Clark
Midwest Real Estate Data (MRED)This content last refreshed on 2026-10-04 10:16:58 UTC. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
40
$1,500,000
4 bd · 4 ba · — sqft
3739 N Clifton Avenue 1, Chicago, IL
Carrie McCormick · @properties Christie's International Real Estate
43$1,100,000
2 bd · 2 ba · — sqft
3739 N Clifton Avenue 3, Chicago, IL
Carrie McCormick · @properties Christie's International Real Estate
21$1,450,000
3 bd · 4 ba · 0 sqft
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4 bd · 3 ba · 3,001 sqft
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Michael Zuker · @properties Christie's International Real Estate
37$1,430,000
4 bd · 4 ba · — sqft
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James Mooney · Compass
30$1,499,000
4 bd · 4 ba · — sqft
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Benjamin Bass · ChiCity Real Estate




