Vintage homes for sale & real estate in North Side, IL

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LISTED BY REDFIN 31 HRS AGO3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in North Side, IL:
Enjoy modern comfort in this inviting 2 bed, 2 bath Lakeview condo set near Wrigley Field, shopping, restaurants, and vibrant neighborhood spots. The open floor plan creates a bright, seamless setting for entertaining, while the spacious kitchen flows naturally to a larger semi-private deck. Interior upgrades include an Ecobee smart thermostat, custom blackout blinds in the primary bedroom, and a versatile murphy bed with closet. A well-designed layout and thoughtful improvements make this home truly stand out.

$457,500

2 beds2 baths— sq ft

807 W Bradley Pl #2, Chicago, IL 60613

Lakeview condo • Semi-private deck • Spacious kitchen

OPEN SAT, 12PM TO 2PM

ABOUT THIS HOME
Vintage Home for sale in North Side, IL:
Beautifully renovated 3BR/3.5BA single-family home in the heart of Avondale, office and full lounge zone in the lower level. This home has been fully updated inside and out. Located just a 3-minute walk to the Metra/Blue Line and minutes to I-90, restaurants, and shopping. Main level features refinished hardwood floors, abundant natural light, a spacious living/dining area, and a modern chef's kitchen with new cabinetry, premium countertops, brand new KitchenAid appliances. The second floor includes 3 bedrooms with refinished wood floors and 2 remodeled bathrooms. The lower level fully updated offers a large lounge/rec room, office , laundry and a full bathroom - perfect for guests, work-fr

$899,000

3 beds3.5 baths2,500 sq ft

3143 N Sawyer Ave, Chicago, IL 60618

Remodeled bathrooms • 2 garage spots • Built 1893

OPEN SAT, 12PM TO 2PM

$850,000

5 beds2 baths— sq ft

Huge basement • Flexible layout • Abundant space

OPEN SAT, 11:30AM TO 1:30PM

ABOUT THIS HOME
Vintage Home for sale in North Side, IL:
Discover this inviting 3-bedroom, 2-bath condo nestled in the vibrant and highly desirable Logan Square neighborhood. Perfectly situated, you'll enjoy easy access to grocery stores, fitness centers, swimming pools, a wide selection of restaurants, and convenient CTA bus and train options. Just steps from Koz Park, residents can take advantage of its dog park, community center, and public indoor swimming pool, adding outstanding recreational convenience right outside your door. This raised garden unit is bathed in natural light from its full-sized windows, creating a bright and welcoming atmosphere throughout. Inside, you'll find hardwood floors, an in-unit washer and dryer, and a sleek mode

$349,900

3 beds2 baths— sq ft

2452 N Lawndale Ave Unit G, Chicago, IL 60647

Swimming pools • Grocery stores • Fitness centers

ABOUT THIS HOME
Vintage Home for sale in North Side, IL:
Fabulous lake and harbor views from this gorgeous updated 2 bedroom 2 bath condo in prime Lakeview location. Spacious open floor plan features modern, fully-equipped kitchen with custom cabinets, quartz counters, stainless appliances and large island for casual seating and entertaining. Adjacent separate space and lighting for dining table - imagine the dinner parties overlooking Lake Michigan! All this opens to huge living room filled with natural light. Generous, west-facing bedrooms enjoy sunsets and include a master suite. Guest room or home office has convenient built-in shelves and wall bed. Both baths have been updated with beautiful finishes. Hardwood floors throughout and tons of s

$385,000

2 beds2 baths— sq ft

3430 N Lake Shore Dr Unit 9L, Chicago, IL 60657

Quartz counters • Custom cabinets • Stainless appliances

Property at 3600 N Lake Shore Dr #1905, Chicago, IL 60613, 1 bed, 1 bath

$259,900

1 bed1 bath825 sq ft

3600 N Lake Shore Dr #1905, Chicago, IL 60613

Property at 3430 W Lyndale St, Chicago, IL 60647, 5 beds, 3.5 baths

$1,299,999

5 beds3.5 baths3,200 sq ft

3430 W Lyndale St, Chicago, IL 60647

Property at 3300 N Lake Shore Dr Unit 13C, Chicago, IL 60657, 3 beds, 3 baths

$374,000

3 beds3 baths1,800 sq ft

3300 N Lake Shore Dr Unit 13C, Chicago, IL 60657

Property at 2729 N Hampden Ct, Chicago, IL 60614, 5 beds, 3.5 baths

$1,850,000

5 beds3.5 baths3,449 sq ft

2729 N Hampden Ct, Chicago, IL 60614

Property at 2337 W Belden Ave, Chicago, IL 60647, 4 beds, 3.5 baths

$1,699,000

4 beds3.5 baths3,000 sq ft

2337 W Belden Ave, Chicago, IL 60647

Property at 2529 N Lawndale Ave, Chicago, IL 60647, 5 beds, 3.5 baths

$1,150,000

5 beds3.5 baths3,122 sq ft

2529 N Lawndale Ave, Chicago, IL 60647

Property at Sign in for address, Chicago, IL 60618, 5 beds, 4.5 baths

$1,325,000

5 beds4.5 baths3,900 sq ft

Property at 415 W Eugenie St, Chicago, IL 60614, 4 beds, 3 baths

$1,400,000

4 beds3 baths1,964 sq ft

415 W Eugenie St, Chicago, IL 60614

Property at 3043 W Diversey Ave, Chicago, IL 60647, 4 beds, 4 baths

$1,025,000

4 beds4 baths— sq ft

3043 W Diversey Ave, Chicago, IL 60647

Property at 2474 N Orchard St, Chicago, IL 60614, 5 beds, 2 baths

$950,000

5 beds2 baths— sq ft

2474 N Orchard St, Chicago, IL 60614

Property at 3300 N Lake Shore Dr Unit 10D, Chicago, IL 60657, 2 beds, 1 bath

$299,000

2 beds1 bath— sq ft

3300 N Lake Shore Dr Unit 10D, Chicago, IL 60657

Property at 3530 N Lake Shore Dr Unit 11B, Chicago, IL 60657, 2 beds, 2 baths

$600,000

2 beds2 baths2,000 sq ft

3530 N Lake Shore Dr Unit 11B, Chicago, IL 60657

Property at 340 W Diversey Pkwy #518, Chicago, IL 60657, 2 beds, 2 baths

$280,000

2 beds2 baths1,072 sq ft

340 W Diversey Pkwy #518, Chicago, IL 60657

Property at 2912 N Commonwealth Ave Unit 11CD, Chicago, IL 60657, 5 beds, 4 baths

$1,275,000

5 beds4 baths4,450 sq ft

2912 N Commonwealth Ave Unit 11CD, Chicago, IL 60657

Property at 725 W Sheridan Rd Unit 10E, Chicago, IL 60613, 1 bed, 1 bath

$175,000

1 bed1 bath732 sq ft

725 W Sheridan Rd Unit 10E, Chicago, IL 60613

Property at 3541 W Wrightwood Ave, Chicago, IL 60647, 8 beds, 4 baths

$650,000

8 beds4 baths— sq ft

3541 W Wrightwood Ave, Chicago, IL 60647

Property at 2970 N Lake Shore Dr Unit 4D-4E, Chicago, IL 60657, 4 beds, 3 baths

$749,900

4 beds3 baths2,100 sq ft

2970 N Lake Shore Dr Unit 4D-4E, Chicago, IL 60657

Property at 2662 N Ashland Ave, Chicago, IL 60614, 5 beds, 3 baths

$700,000

5 beds3 baths— sq ft

2662 N Ashland Ave, Chicago, IL 60614

Property at Sign in for address, Chicago, IL 60647, 6 beds, 2 baths

$600,000

6 beds2 baths— sq ft

Property at 3430 N Lake Shore Dr Unit 4K, Chicago, IL 60657, 1 bed, 1 bath

$184,900

1 bed1 bath850 sq ft

3430 N Lake Shore Dr Unit 4K, Chicago, IL 60657

Property at 3244 N Drake Ave, Chicago, IL 60618, 6 beds, 3.5 baths

$495,000

6 beds3.5 baths— sq ft

3244 N Drake Ave, Chicago, IL 60618

Property at 3021 N Racine St, Chicago, IL 60657, 5 beds, 4 baths

$825,000

5 beds4 baths— sq ft

3021 N Racine St, Chicago, IL 60657

Property at 2335 W School St, Chicago, IL 60618, 5 beds, 3 baths

$875,000

5 beds3 baths— sq ft

2335 W School St, Chicago, IL 60618

Property at 330 W Diversey Pkwy #2108, Chicago, IL 60657, 2 beds, 2 baths

$489,000

2 beds2 baths1,200 sq ft

330 W Diversey Pkwy #2108, Chicago, IL 60657

Property at 1953 W Roscoe St, Chicago, IL 60657

$1,799,000

— beds— baths6,336 sq ft

1953 W Roscoe St, Chicago, IL 60657

Property at 3180 N Lake Shore Dr Unit 5E, Chicago, IL 60657, 2 beds, 2 baths

$435,000

2 beds2 baths1,550 sq ft

3180 N Lake Shore Dr Unit 5E, Chicago, IL 60657

Property at 3600 N Lake Shore Dr #518, Chicago, IL 60613, 1 bed, 1 bath

$140,000

1 bed1 bath825 sq ft

3600 N Lake Shore Dr #518, Chicago, IL 60613

Property at 4351 N Western Ave, Chicago, IL 60618

$889,500

— beds— baths— sq ft

4351 N Western Ave, Chicago, IL 60618

Property at 3000 W Diversey Ave, Chicago, IL 60647

$750,000

— beds— baths— sq ft

3000 W Diversey Ave, Chicago, IL 60647

Property at 2510 N Rockwell St, Chicago, IL 60647, 6 beds, 2.5 baths

$750,000

6 beds2.5 baths— sq ft

2510 N Rockwell St, Chicago, IL 60647

Property at 1814 N Richmond St, Chicago, IL 60647, 9 beds, 3 baths

$850,000

9 beds3 baths— sq ft

1814 N Richmond St, Chicago, IL 60647

Property at 625 W Addison St #3, Chicago, IL 60613, 2 beds, 2 baths

$524,900

2 beds2 baths1,600 sq ft

625 W Addison St #3, Chicago, IL 60613

Property at 3100 N Lake Shore Dr #711, Chicago, IL 60657, 1 bed, 1 bath

$274,000

1 bed1 bath725 sq ft

3100 N Lake Shore Dr #711, Chicago, IL 60657

Property at 3141 N Central Park Ave, Chicago, IL 60618, 7 beds, 4 baths

$957,500

7 beds4 baths— sq ft

3141 N Central Park Ave, Chicago, IL 60618

Property at 3900 N Lake Shore Dr Unit 17G, Chicago, IL 60613, 1 bed, 1 bath

$175,000

1 bed1 bath776 sq ft

3900 N Lake Shore Dr Unit 17G, Chicago, IL 60613

Property at 718 W Sheridan Rd Unit 3S, Chicago, IL 60613, 2 beds, 1 bath

$324,900

2 beds1 bath— sq ft

718 W Sheridan Rd Unit 3S, Chicago, IL 60613

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Based on information submitted to the MLS GRID as of Sat Dec 13 2025. 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 North Side

There are currently 145 vintage homes for sale in North Side at a median listing price of $645K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in North Side stay on the market for 52 days and receive 3 offers. Popular neighborhoods include Lincoln Park, Lake View, Bucktown, Logan Square, and West Loop. This map is refreshed with the newest listings in North Side every 15 minutes.

In the past month, 281 homes have been sold in North Side. In addition to houses in North Side, there were also 650 condos, 53 townhouses, and 96 multi-family units for sale in North Side last month. Find your dream home in North Side 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 North Side are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in North Side. If you're looking to sell your home in the North Side area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in North Side with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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