Madison Square, IL homes for sale & real estate

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ABOUT THIS HOME
Madison Square, IL Homes for Sale
LARGE BRICK 3 FLAT WITH SIDE DOOR ENTRANCE GARDEN. PROPERTY SOLD OCCUPIED / PROPERTY BEING SOLD AS IS CONDITION, NO SURVEYS NOR DISCLOSURES. BUYER TO BE RESPONSIBLE FOR BUILDING CODE VIOLATIONS (ROOM COUNTS / SIZES ARE ESTIMATES). THERE IS A FULL BASEMENT WITH HIGH CEILINGS. DONT MISS THIS ONE- OWNER READY FOR A QUICK CLOSING

$279,900

6 beds3 baths— sq ft

4930 W Washington Blvd, Chicago, IL 60644

Side door entrance • Full basement • Brick 3 flat

ABOUT THIS HOME
Madison Square, IL Homes for Sale
Great opportunity in Chicago's Austin neighborhood! This spacious 2-unit building features two generously sized units, each offering 3 bedrooms and 1 bathroom. The finished basement provides additional flexible space, and a dedicated laundry room, offering plenty of possibilities for storage, recreation, or other permitted uses. Additional highlights include enclosed rear porches for extra storage, a 2-car garage, and an adjacent lot included in the sale, providing additional space for parking, outdoor entertaining, or recreational activities. With one unit currently tenant-occupied, this property offers rental income potential and flexibility for both investors and owner-occupants. Don't m

$580,000

8 beds3 baths— sq ft

4922 W Adams St, Chicago, IL 60644

Finished basement • 3,484 sq ft lot • 2 garage spots

ABOUT THIS HOME
Madison Square, IL Homes for Sale
4952 W Madison is a 23-unit building in Austin, asking $2.45M, listed by BAUVISTA - Property is master leased to a strong non-profit through 2034 with one 5-year option and annual rent escalations. The tenant pays gas, electric, and most repairs. Tenant has staff present at property 24/7.

$2,450,000

— beds— baths— sq ft

4952 W Madison St, Chicago, IL 60644

0.3 acre lot • Built 1924 • Listed 7 days

ABOUT THIS HOME
Madison Square, IL Homes for Sale
Classic true Chicago 3-flat with 2-bedroom units on each floor. Unfinished basement offers tenant storage, a half bath, and coin-operated laundry. Each unit has its own newer furnace, with some updates throughout. The will assist with closing costs. Recent improvements include a 3-year-old roof and rear porch. Includes a 2-car garage plus exterior parking for a third vehicle. Great investment opportunity-bring your buyers!

$495,500

6 beds3.5 baths— sq ft

4924 W Adams St, Chicago, IL 60644

Newer furnace • Unfinished basement • Rear porch

ABOUT THIS HOME
Madison Square, IL Homes for Sale
Welcome to this classic Chicago Two Flat nestled on a quiet cul de sac in the multifaceted Austin neighborhood, offering spacious layouts, modern updates, and excellent income potential. The first floor duplex down unit features 4 bedrooms, 2 full baths, large living and dining rooms, a den, entertainment/recreation room, and in-unit laundry. The second floor unit offers 3 bedrooms, 2 full baths, and a versatile sunroom/den. Both units feature refinished hardwood floors, updated kitchens with stainless steel appliances and quartz countertops, contemporary lighting, and overall generous living spaces. The property also includes a two-car garage and backyard, while both units are currently oc

$621,000

7 beds4 baths— sq ft

154 N Lamon Ave, Chicago, IL 60644

Spacious layouts • Modern updates • In-unit laundry

Property at 4820 W Washington Blvd, Chicago, IL 60644, 6 beds, 2.5 baths

$325,000

6 beds2.5 baths— sq ft

4820 W Washington Blvd, Chicago, IL 60644

Property at 4640 W West End Ave, Chicago, IL 60644, 7 beds, 3 baths

$575,000

7 beds3 baths— sq ft

4640 W West End Ave, Chicago, IL 60644

Property at 4642 W Monroe St, Chicago, IL 60644, 4 beds, 2 baths

$385,000

4 beds2 baths1,408 sq ft

4642 W Monroe St, Chicago, IL 60644

Property at 4720 W Washington Blvd, Chicago, IL 60644

$45,000

Land4,350 sq ft (lot)

4720 W Washington Blvd, Chicago, IL 60644

Property at 4716 W Madison St, Chicago, IL 60644

$30,000

Land3,125 sq ft (lot)

4716 W Madison St, Chicago, IL 60644

Property at 4718 W Madison St, Chicago, IL 60644, 2 baths

$30,000

Land4,988 sq ft (lot)

4718 W Madison St, Chicago, IL 60644

Property at 4722 W Madison St, Chicago, IL 60644

$30,000

Land4,325 sq ft (lot)

4722 W Madison St, Chicago, IL 60644

$59,900

Land4,500 sq ft (lot)

4722 W Washington Blvd, Chicago, IL 60644

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EARLY ACCESS@PROPERTIES COMING SOON

$1,499,900

Studio— baths— sq ft

5026-32 W Madison St, Chicago, IL 60644

Built 1925

OPEN NOV 7, 12PM TO 3PM

ABOUT THIS HOME
Madison Square, IL Homes for Sale
Welcome to 4528 W. Washington Blvd. ! This completely renovated two-story Chicago home combines timeless architectural character with modern comfort and finishes. Featuring 3 spacious bedrooms and 2.5 bathrooms, the home showcases stunning original ornate woodwork in the foyer, creating an impressive first impression and highlighting its classic Chicago craftsmanship. The thoughtfully updated interior features a renovated kitchen, modern bathrooms, and generous living spaces throughout. A finished basement provides additional room for entertaining, recreation, or relaxation, complete with a bathroom and multiple exits. Outside, a substantial two-car brick garage offers secure parking and ad

$469,000

3 beds2.5 baths1,955 sq ft

4528 W Washington Blvd, Chicago, IL 60624

Renovated kitchen • Finished basement • Two car brick garage

ABOUT THIS HOME
Madison Square, IL Homes for Sale
CONDO STYLE 7 unit apartment building on a beautiful tree-lines street of Washington Boulevard. Complete GUT REHAB of 7 units consisting of 3 bedrooms. ALL NEW MECHANICALS. This One-of-a-Kind property sits on an extra wide and extra deep lot. 4 car brick garage with separate doors for each space. Large back yard! SEPARATE and INDIVIDUAL UTILITIES! Electrical panels in each unit. Super High efficiency furnaces and AC are "AQUA-THERM" systems with heat pump technology! Tenant's heating and AC bills will be a fraction of the average costs. Laundry hook-ups in each unit! Kitchens have Quartz counters, stainless steel appliances and solid maple cabinets for great durability. Gorgeous H

$1,299,900

21 beds8 baths— sq ft

5027-5029 W Washington Blvd, Chicago, IL 60644

Separate utilities • 4 car garage • Extra deep lot

ABOUT THIS HOME
Madison Square, IL Homes for Sale
Don't wait to view this update interior rehabbed classic Chicago architecture two-unit design brick multi-unit. In-eat kitchen and dining room. Each unit has a rear back enclosed multi-purpose room. It also has a basement unit for opportunity to expand to a 3-unit in the future. 3 electrical panels, instant cost savings. The property is located near public transportation, schools, parks and shopping with easy access to Downtown. Immediate cash flow with established great paying tenants. You can walk into an income producing property or property can be delivered vacant.

$399,999

5 beds2.5 baths— sq ft

4546 W Jackson Blvd, Chicago, IL 60624

Basement unit • Update interior • 3,049 sq ft lot

ABOUT THIS HOME
Madison Square, IL Homes for Sale
Turnkey 7-unit building that can be sold with management in place. Listed at a 9.5 CAP Rate. Recently renovated with separate utilities throughout. All units have NEW Individual Forced Air heating systems equipped with A coils for Central AC ready! Newer Porches, Newly Insulated enclosed porch areas for additional space in all units. New LP Siding, Commercial Oversized Gutters & Downspouts. New Electric wiring throughout, New Plumbing Throughout, New Drywall, insulation, All Kitchens, All Bathrooms, New hardwood Flooring throughout, Appliances throughout, Laundry for additional income. Newer: Windows, Roof, Tuck-pointing! POTENTIAL 4+ Car Brick Garage with brand new footings, roof, an

$975,000

19 beds7 baths11,040 sq ft

4934-36 W Jackson Blvd, Chicago, IL 60644

New porches • Separate utilities • 7 unit building

ABOUT THIS HOME
Madison Square, IL Homes for Sale
Oversized corner lot zoned R4. Clean Title. Drive by and make your offer.

$50,000

Land3,920 sq ft (lot)

4551 W West End Ave, Chicago, IL 60624

Oversized corner lot • Zoned r4

Based on information submitted to the MLS GRID as of Wed Oct 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.

Average home prices near Madison Square, IL

Cities

Glen Ellyn homes for sale
$598,500
Schaumburg homes for sale
$357,500
Wheaton homes for sale
$444,450
Des Plaines homes for sale
$410,000
Downers Grove homes for sale
$525,000
Glenview homes for sale
$705,500
Arlington Heights homes for sale
$499,500
Mount Prospect homes for sale
$450,000
Evanston homes for sale
$464,450
Oak Park homes for sale
$432,500
Naperville homes for sale
$649,990
Skokie homes for sale
$449,999
Park Ridge homes for sale
$674,950
Chicago homes for sale
$373,450
Orland Park homes for sale
$397,900

Neighborhoods

Northwest Side homes for sale
$475,000
North Austin homes for sale
$377,000
South Lawndale homes for sale
$302,500
North Lawndale homes for sale
$396,000
West Garfield Park homes for sale
$319,950
Humboldt Park homes for sale
$549,000
Austin homes for sale
$365,000
South Lawndale / Little Village homes for sale
$302,500
East Garfield Park homes for sale
$404,900
South Austin homes for sale
$335,000

Madison Square, IL real estate trends

$365K

Sale price

$203

Sale $/sq ft

Over list price

0.3%

Days on market

Down payment

—

Total homes sold

See more Madison Square, IL market insights

More to explore in Madison Square, IL

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6 Redfin agents serving Madison Square

195

Deals*

4.8

Satisfaction

1359

Homes closed*

* Data from the last year

Popular Markets in Illinois

Chicago homes for sale
$373,450
Naperville homes for sale
$649,990
Schaumburg homes for sale
$357,500
Arlington Heights homes for sale
$499,500
Glenview homes for sale
$705,500
Evanston homes for sale
$464,450
Oak Park homes for sale
$432,500
Des Plaines homes for sale
$410,000
Orland Park homes for sale
$397,900
Downers Grove homes for sale
$525,000
Mount Prospect homes for sale
$450,000
Lombard homes for sale
$389,900
Skokie homes for sale
$449,999
Glen Ellyn homes for sale
$598,500
St. Charles homes for sale
$489,000

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