Vintage homes for sale & real estate in The Loop, IL

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LISTED BY REDFIN3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in The Loop, IL:
The embodiment of move-in ready and awe inspiring the moment you walk into this gorgeous home. NE corner with treetop views overlooking Grant Park. Elegantly upgraded home with brand new hardwood floors, dramatic high ceilings, oversized windows, and gracious crown, floor, and chair molding throughout. The open floor plan allows plenty of room for living room seating area around the gas fireplace, as well as island bar seating, breakfast nook, and dining room space. Perfect for entertaining, the updated chef's kitchen features top of the line finishes and appliances including leathered granite countertops, grab and go fridge, custom designed, spacious pull-out pantries, and a coffee station

$579,900

2 beds2 baths1,750 sq ft

910 S Michigan Ave #304, Chicago, IL 60605

Walk in shower • Deep soaking tub • $1,373 HOA

ABOUT THIS HOME
Vintage Home for sale in The Loop, IL:
* Beautiful one-bedroom, one-bath condo in the heart of Chicago's Loop! * This quiet end-unit features hardwood floors * Full kitchen * In-unit washer/dryer * Separate storage * 24-hour door service * Fitness center * Business center * Rooftop deck * Walking distance to restaurants, entertainment, shopping, public transportation, Grant Park, Lake Michigan & Museum Campus * Perfect for convenient downtown living! * This is an Investor Friendly Building!

$225,000

1 bed1 bath— sq ft

208 W Washington St #2001, Chicago, IL 60606

Business center • Full kitchen • Fitness center

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in The Loop, IL:
Experience authentic Chicago loft living in this beautifully maintained 2-bedroom, 2-bath timber loft in one of Printer's Row's most iconic historic buildings. Rich in character and architectural charm, this spacious home showcases soaring timber ceilings, exposed brick walls, oversized windows, and hardwood floors. The kitchen features granite countertops, stainless steel appliances, and ample cabinetry, flowing into the expansive living and dining areas, perfect for entertaining or everyday living. The primary suite easily accommodates a king-size bed and offers great closet space, while the second bedroom is ideal as a guest room, home office, or additional living space. Enjoy the conven

$359,900

2 beds2 baths— sq ft

732 S Financial Pl #607, Chicago, IL 60605

Exposed brick walls • In-unit laundry • Granite countertops

EARLY ACCESSREDFIN COMING SOON

ABOUT THIS HOME
Vintage Home for sale in The Loop, IL:
Welcome to Printers Square in the heart of Printer's Row! This light filled 2 bedroom, 2 bath condo faces Printer's Row Park and offers a spacious, inviting layout. The living room features a wall of windows and flows in to the dining room, while the kitchen provides plenty of cabinet and counter space plus room for a breakfast table. Two generous bedrooms include a private primary suite with its own en suite bath. Building offers a gym, common laundry room and on site management. An additional storage locker is included in the price and garage parking is available to rent. Live in the middle of it all with an unbeatable South Loop location blocks to shopping & dining, Grant Park, Mus

$270,000

2 beds2 baths1,400 sq ft

680 S Federal St #201, Chicago, IL 60605

Wall of windows • Gym • En suite bath

ABOUT THIS HOME
Vintage Home for sale in The Loop, IL:
A WALKERS PARADISE: 1 BED, 1 BATH SOFT LOFT WITH OFFICE/DEN AND 1,250 SQ FEET ON FIFTH FLOOR ELEVATOR BUILDING WITH 11' CEILINGS, LARGE LIVING/DINING ROOM. NEW HVAC SYSTEM IN UNIT. THIS SECURED BUILDING FEATURES, EXERCISE ROOM, LAUNDRY ROOM, INDOOR RENTAL PARKING AVAILABLE IN AREA/PERMIT PARKING. SPECIAL ASSESSMENT HAS BEEN PAID IN FULL. MONTHLY ASSESSMENT INCLUDES INTERNET, WATER, GARBAGE. WALKING DISTANCE TO THE LOOP, CTA LINES, TARGET, WHOLE FOODS, TRADER JOE'S, MARIANO'S, GRANT PARK, MILLENNIUM PARK, AND THE LAKEFRONT.

$310,000

1 bed1 bath1,250 sq ft

124 W Polk St #504, Chicago, IL 60605

Exercise room • Laundry room • Secured building

Property at 208 W Washington St #1210, Chicago, IL 60606, 2 beds, 2 baths

$320,000

2 beds2 baths1,265 sq ft

208 W Washington St #1210, Chicago, IL 60606

Property at 314 S Federal St, Chicago, IL 60604

$4,995,000

— beds— baths17,500 sq ft

314 S Federal St, Chicago, IL 60604

Property at 40 E 9th St #1907, Chicago, IL 60605, 2 beds, 2 baths

$289,000

2 beds2 baths1,700 sq ft

40 E 9th St #1907, Chicago, IL 60605

Property at 310 S Michigan Ave #1507, Chicago, IL 60604, 2 beds, 2 baths

$499,000

2 beds2 baths1,350 sq ft

310 S Michigan Ave #1507, Chicago, IL 60604

Property at 330 S Michigan Ave #1601, Chicago, IL 60604, 2 beds, 2 baths

$439,888

2 beds2 baths1,300 sq ft

330 S Michigan Ave #1601, Chicago, IL 60604

Property at 740 S Federal St #1005, Chicago, IL 60605, 1 bed, 1 bath

$199,900

1 bed1 bath719 sq ft

740 S Federal St #1005, Chicago, IL 60605

Property at 40 E 9th St Unit 1406C, Chicago, IL 60605, 3 beds, 3 baths

$449,900

3 beds3 baths— sq ft

40 E 9th St Unit 1406C, Chicago, IL 60605

Property at 633 S Plymouth Ct #1208, Chicago, IL 60605, 1 bed, 1 bath

$229,000

1 bed1 bath1,100 sq ft

633 S Plymouth Ct #1208, Chicago, IL 60605

Property at 8 W Monroe St #1800, Chicago, IL 60603, 2 beds, 1.5 baths

$257,000

2 beds1.5 baths1,000 sq ft

8 W Monroe St #1800, Chicago, IL 60603

Property at 431 S Dearborn St #806, Chicago, IL 60605, 2 beds, 2 baths

$325,000

2 beds2 baths1,445 sq ft

431 S Dearborn St #806, Chicago, IL 60605

Property at 640 S Federal St #807, Chicago, IL 60605, 1 bath

$182,000

Studio1 bath586 sq ft

640 S Federal St #807, Chicago, IL 60605

Property at 310 S Michigan Ave #1100, Chicago, IL 60604, 4 beds, 4 baths

$1,649,000

4 beds4 baths3,350 sq ft

310 S Michigan Ave #1100, Chicago, IL 60604

Property at 208 W Washington St #910, Chicago, IL 60606, 2 beds, 2 baths

$325,000

2 beds2 baths1,300 sq ft

208 W Washington St #910, Chicago, IL 60606

Property at 310 S Michigan Ave #1500, Chicago, IL 60604, 5 beds, 5 baths

$1,395,000

5 beds5 baths3,400 sq ft

310 S Michigan Ave #1500, Chicago, IL 60604

Property at 208 W Washington St #1007, Chicago, IL 60606, 2 beds, 2 baths

$289,900

2 beds2 baths— sq ft

208 W Washington St #1007, Chicago, IL 60606

Property at 6 E Monroe St #1403, Chicago, IL 60603, 1 bed, 1 bath

$223,000

1 bed1 bath700 sq ft

6 E Monroe St #1403, Chicago, IL 60603

Property at 8 W Monroe St #1403, Chicago, IL 60603, 2 beds, 2 baths

$309,500

2 beds2 baths958 sq ft

8 W Monroe St #1403, Chicago, IL 60603

Property at 40 E 9th St Unit 1310C, Chicago, IL 60605, 3 beds, 2.5 baths

$324,900

3 beds2.5 baths1,500 sq ft

40 E 9th St Unit 1310C, Chicago, IL 60605

Property at 310 S Michigan Ave #1700, Chicago, IL 60604, 3 beds, 3 baths

$799,000

3 beds3 baths1,904 sq ft

310 S Michigan Ave #1700, Chicago, IL 60604

Property at 8 W Monroe St #808, Chicago, IL 60603, 2 beds, 2 baths

$309,000

2 beds2 baths1,065 sq ft

8 W Monroe St #808, Chicago, IL 60603

Property at 310 S Michigan Ave #1705, Chicago, IL 60604, 3 beds, 3.5 baths

$1,295,000

3 beds3.5 baths2,706 sq ft

310 S Michigan Ave #1705, Chicago, IL 60604

Property at 212 W Washington St Unit P5-28, Chicago, IL 60606

$25,000

— beds— baths— sq ft

212 W Washington St Unit P5-28, Chicago, IL 60606

Property at 8 W Monroe St Unit P-94, Chicago, IL 60603

$28,000

— beds— baths— sq ft

8 W Monroe St Unit P-94, Chicago, IL 60603

Property at 8 W Monroe St Unit P-103, Chicago, IL 60603

$28,000

— beds— baths— sq ft

8 W Monroe St Unit P-103, Chicago, IL 60603

Property at 20 N State St #1013, Chicago, IL 60602, 1 bed, 1 bath

$259,000

1 bed1 bath— sq ft

20 N State St #1013, Chicago, IL 60602

Property at 633 S Plymouth Ct #702, Chicago, IL 60605, 1 bed, 1.5 baths

$299,990

1 bed1.5 baths1,505 sq ft

633 S Plymouth Ct #702, Chicago, IL 60605

Property at 633 S Plymouth Ct #1207, Chicago, IL 60605, 1 bed, 1 bath

$249,000

1 bed1 bath— sq ft

633 S Plymouth Ct #1207, Chicago, IL 60605

Property at 431 S Dearborn St #1001, Chicago, IL 60605, 1 bed, 1 bath

$220,000

1 bed1 bath950 sq ft

431 S Dearborn St #1001, Chicago, IL 60605

Property at 780 S Federal St #906, Chicago, IL 60605, 1 bed, 1 bath

$200,000

1 bed1 bath— sq ft

780 S Federal St #906, Chicago, IL 60605

Property at 640 S Federal St #802, Chicago, IL 60605, 2 beds, 2 baths

$290,000

2 beds2 baths1,130 sq ft

640 S Federal St #802, Chicago, IL 60605

Property at 8 W Monroe St #1005, Chicago, IL 60603, 1 bed, 1 bath

$220,000

1 bed1 bath709 sq ft

8 W Monroe St #1005, Chicago, IL 60603

Property at 8 W Monroe St #1103, Chicago, IL 60603, 2 beds, 2 baths

$300,000

2 beds2 baths1,000 sq ft

8 W Monroe St #1103, Chicago, IL 60603

Property at 727 S Dearborn St #311, Chicago, IL 60605, 2 beds, 2 baths

$700,000

2 beds2 baths2,833 sq ft

727 S Dearborn St #311, Chicago, IL 60605

Property at 212 W Washington St #1705, Chicago, IL 60606, 3 beds, 2 baths

$549,900

3 beds2 baths1,540 sq ft

212 W Washington St #1705, Chicago, IL 60606

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Based on information submitted to the MLS GRID as of Mon Sep 28 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Vintage Homes for Sale in The Loop

There are currently 39 vintage homes for sale in The Loop at a median listing price of $449K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in The Loop stay on the market for 67 days and receive 4 offers. Popular neighborhoods include Lincoln Park, Gold Coast, Bronzeville, South Loop, and West Loop. This map is refreshed with the newest listings in The Loop every 15 minutes.

In the past month, 73 homes have been sold in The Loop. In addition to houses in The Loop, there were also 352 condos, 2 townhouses, and 0 multi-family units for sale in The Loop last month. The Loop is a supremely walkable neighborhood in Cook County with a Walk Score of 95. The Loop is home to approximately 14,709 people and 363,592 jobs. Find your dream home in The Loop using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in The Loop are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in The Loop. If you're looking to sell your home in the The Loop area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in The Loop with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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14 Redfin agents serving The Loop

407

Deals*

4.8

Satisfaction

2476

Homes closed*

* Data from the last year

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