New40
$749,900
4 bd · 4 ba · 3,378 sqft
5114 S Dorchester Avenue, Chicago, IL
Joan Couris · Keller Williams Thrive
Est. $6,053/mo$266/sqft · 7 days on Realty
5
Beds
4
Baths
3,570
Sqft
2017
Built
Experience a lifestyle upgrade. 559 E 50th is a masterclass in modern living - a sanctuary inside and out. Spaces flow seamlessly into one another, for quiet mornings and effortless full-scale gatherings. In the great room the 14-foot ceilings let the space soar. The kitchen anchors it all: professional-grade appliances, a sweeping stone island, and abundant storage keep the workspace as clutter-free as it is beautiful. Quiet, precise details throughout reveal the hand of a top-tier architect - this is luxury that whispers rather than shouts, and comfort reigns supreme. The open kitchen, living, and dining spaces form the heart of the home, perfect for morning coffee overlooking your private outdoor oasis. Upstairs, the primary suite is a true retreat, with a spa-like bath and a custom walk-in closet that makes getting ready a pleasure. Second-floor laundry and generous closets throughout keep everyday life effortlessly organized. The lower level flexes to fit your needs - a spacious family room, with a full bath, and executive-style office or fifth bedroom. Outside, an urban retreat awaits, with a beautifully planted, very private backyard getaway. The two-car plus garage comes wired with its own electric service, making Level 2 EV charging an easy add. The house was built by a commercial grade contractor, so it is very tight and energy efficient. All just minutes from Provident Hospital, Hyde Park, the Obama Center (just blocks from their home), the Lakefront and the best the South Side has to offer.
Listing agent
Derek Walvoord
Courtesy of Exit Strategy Realty / EMA Management
(312) 543-2481
Midwest Real Estate Data (MRED) · Listing 12763829
Midwest Real Estate Data (MRED)Courtesy of Exit Strategy Realty / EMA Management · (312) 543-2481
Listing agent: Derek Walvoord · Listing 12763829
$189,800
Estimated monthly payment
$6,053/mo
Loan amount $759,200. Estimate only — your actual rate and payment depend on credit, location, and lender.
2025 roll
Midwest Real Estate Data (MRED)This content last refreshed on 2026-09-25 22:10:49 UTC. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
New40
$749,900
4 bd · 4 ba · 3,378 sqft
5114 S Dorchester Avenue, Chicago, IL
Joan Couris · Keller Williams Thrive
39$680,000
4 bd · 3 ba · 2,400 sqft
5401 S Maryland Avenue, Chicago, IL
Catherine Rosenberg · Berkshire Hathaway HomeServices Chicago
22$899,000
4 bd · 4 ba · 2,403 sqft
4719 S Ingleside Avenue, Chicago, IL
Kelly Ladewig · Baird & Warner
Price Reduced43$1,000,000
4 bd · 4 ba · 2,898 sqft
836 E 52nd Street, Chicago, IL
Silvia Miner · RE/MAX Plaza



School ratings (A+ to F) from HJN community data.
Walter Henri Dyett High School for Arts
9-12 · Regular · Chicago Public School District 299
538 students · 17.1:1 student–teacher
Dyett High School
12-12 · Regular · Chicago Public School District 299
Reavis Math and Science Elementary School
PK-8 · Regular · Chicago Public School District 299
356 students · 15.2:1 student–teacher
Burke Elementary School
PK-8 · Regular · Chicago Public School District 299
323 students · 12.9:1 student–teacher
Kozminski Elementary School
PK-8 · Regular · Chicago Public School District 299
275 students · 10.7:1 student–teacher
Chicago Free School
PK-7 · Regular
59 students · 6.0:1 student–teacher
St Thomas the Apostle
PK-8 · Regular
267 students · 14.8:1 student–teacher
Beasley Elementary Magnet Academic Center
PK-8 · Regular · Chicago Public School District 299
1,119 students · 15.7:1 student–teacher
Within 2 miles of this home: 38+ restaurants and cafés, 12 grocery stores, 40+ parks and green spaces, and 12+ transit stops.
Place data from OpenStreetMap.
Sharks Fish & Chicken
Jimmy's Famous Burgers
Subway
South Cottage Grove Avenue
Southside Grinds Coffee Co
East 51st Street
The Hot Dog Box
East 51st Street
Louisiana Famous Fried Chicken
East 51st Street
Friistyle
South Prairie Avenue
Skidoe's Café & Grill
East 51st Street
Boxville
East 51st Street
Valley of Jordan
East 53rd Street
Adom African Market
Jewel-Osco
South Cottage Grove Avenue
Trader Joe's
East 55th Street
Whole Foods Market
South Lake Park Avenue
One Stop Foods
South Lake Park Avenue
Open Produce
East 55th Street
Washington (George) Park
South Doctor Martin Luther King Junior Drive
Washington Park Arboretum
Drexel Square
Drexel Fountain
Jessie 'Ma' Houston Park
South Cottage Grove Avenue
Washington Playground - E
Bronzeville Community Garden
Bessie Coleman Park
South Drexel Avenue
51st Street & Champlain
51st Street & St. Lawrence
Cottage Grove & 52nd Street
51st Street & Evans
51st Street & Forrestville
Cottage Grove & Payne
Cottage Grove & Drexel Square Drive
Cottage Grove & 53rd Street