Homes with Pools for Sale in North Side, IL

339 homes

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ABOUT THIS HOME
Home with a Pool for sale in North Side, IL:
Gorgeous sunny penthouse in an elevator building in the Southport Corridor/Lakeview area. This home features over 1,000 sq. ft. of private rooftop space with wraparound skyline views. Floor plan includes 2 bedrooms + a large den and 2 marble bathrooms, including a steam shower and soaking tub. Direct elevator access from the attached private garage leads straight into the unit. The garage also offers floor-to-ceiling secured storage. Interior highlights include 11-ft ceilings, detailed millwork, hardwood floors, fireplace, and surround sound throughout. The chef's kitchen offers high-end appliances and a walk-in pantry. Oversized windows bring in abundant natural light and capture skyline v

$675,000

2 beds2 baths1,700 sq ft

3806 N Ashland Ave Unit 3N, Chicago, IL 60613

Front balcony • Chef's kitchen • Walk-in pantry

$1,325,000

5 beds4.5 baths3,900 sq ft

Walk-in closet • Spacious mudroom • Oversized island

ABOUT THIS HOME
Home with a Pool for sale in North Side, IL:
Super cool 2Bed/2Bath + Den Duplex Down in Logan Square. This unit was gut rehabbed in 2007 and has been very well maintained ever since. You walk in to an absolute flood of sunlight in the living rom. Or wait! Is it the dining room? Do you then move the living room to the lower level? Or can you put it in den on the main level? Does the entire lower level become an enormous Primary Suite? The answer to all of those questions is YES! The unique configuration of this unit means you can convert it to fit any lifestyle, living situation or working needs you may have. The kitchen has stainless steel appliances including a dishwasher. There's even a full-size washer and dryer on the lower level.

$285,000

2 beds2 baths1,274 sq ft

1949 N Whipple St #1, Chicago, IL 60647

Gut rehabbed • Close to blue line • Unique configuration

ABOUT THIS HOME
Home with a Pool for sale in North Side, IL:
Located in the heart of Logan Square, this home offers walkable access to everything, including the 606 in a vibrant neighborhood filled with great food, coffee houses, shopping, parks, and just a five minute walk to the Blue Line. The main level is perfect for entertaining, featuring a dedicated dining area and a spacious living room that opens onto a private fenced yard. The kitchen has Italian cabinets, quartz countertops, a large island and abundant built-in cabinetry for sleek additional storage. The main floor boasts high ceilings and heated floors for a warm inviting atmosphere. Thick timber stairs lead to two generously sized bedrooms with huge windows that flood the rooms with sun

$820,000

3 beds2 baths1,808 sq ft

2805 W Shakespeare Ave, Chicago, IL 60647

Quartz countertops • Built-in cabinetry • Italian cabinets

ABOUT THIS HOME
Home with a Pool for sale in North Side, IL:
Settle into a space rooted in Chicago's history. This corner loft sits in the heart of Avondale, a neighborhood shaped by makers, creatives, and the city's Polish and Latinx heritage. Set in the former Shoemaker factory, this 3-bedroom, 2-bath corner unit packs in over 1,500 sq. ft. of bright, open living with 12-foot concrete ceilings, exposed ducts, and industrial-sized windows that catch light throughout the day (unless we have a classic Chicago winter). Two bedrooms are fully enclosed for restful nights or focused Zoom sessions. The third makes a great flex space: office, guest room, a place to stash your vinyl collection, or endless projects. The whole unit was refreshed in 2025 with n

$429,000

3 beds2 baths1,500 sq ft

3963 W Belmont Ave #310, Chicago, IL 60618

Exposed ducts • Corner loft • $403 HOA

Property at 2435 N Clybourn Ave Unit 4S, Chicago, IL 60614, 3 beds, 2 baths

$825,000

3 beds2 baths— sq ft

2435 N Clybourn Ave Unit 4S, Chicago, IL 60614

Property at 2801 N Oakley Ave #202, Chicago, IL 60618, 1 bed, 1 bath

$359,000

1 bed1 bath1,000 sq ft

2801 N Oakley Ave #202, Chicago, IL 60618

Property at 2452 N Lawndale Ave Unit G, Chicago, IL 60647, 3 beds, 2 baths

$349,900

3 beds2 baths— sq ft

2452 N Lawndale Ave Unit G, Chicago, IL 60647

Property at 1646 N Orchard St #2, Chicago, IL 60614, 3 beds, 3 baths

$1,689,000

3 beds3 baths— sq ft

1646 N Orchard St #2, Chicago, IL 60614

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

$270,000

2 beds2 baths1,072 sq ft

340 W Diversey Pkwy #518, Chicago, IL 60657

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 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 623 W Drummond Pl #6, Chicago, IL 60614, 3 beds, 3 baths

$825,000

3 beds3 baths— sq ft

623 W Drummond Pl #6, Chicago, IL 60614

Property at 3930 N Pine Grove Ave #1109, Chicago, IL 60613, 1 bed, 1 bath

$199,900

1 bed1 bath700 sq ft

3930 N Pine Grove Ave #1109, Chicago, IL 60613

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 2235 W Oakdale Ave Unit 3-D, Chicago, IL 60618, 4 beds, 3.5 baths

$1,200,000

4 beds3.5 baths3,269 sq ft

2235 W Oakdale Ave Unit 3-D, Chicago, IL 60618

Property at 2602 W Diversey Ave #402, Chicago, IL 60647, 3 beds, 2 baths

$569,000

3 beds2 baths1,900 sq ft

2602 W Diversey Ave #402, Chicago, IL 60647

Property at 1850 N Clark St #201, Chicago, IL 60614, 1 bed, 1 bath

$285,500

1 bed1 bath850 sq ft

1850 N Clark St #201, Chicago, IL 60614

Property at 2214 W Oakdale Ave, Chicago, IL 60618, 6 beds, 4.5 baths

$2,250,000

6 beds4.5 baths4,500 sq ft

2214 W Oakdale Ave, Chicago, IL 60618

Property at 2237 N Hoyne Ave Unit 3N, Chicago, IL 60647, 2 beds, 2 baths

$725,000

2 beds2 baths— sq ft

2237 N Hoyne Ave Unit 3N, Chicago, IL 60647

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 3150 N Sheridan Rd Unit 25CD, Chicago, IL 60657, 4 beds, 3 baths

$449,000

4 beds3 baths2,400 sq ft

3150 N Sheridan Rd Unit 25CD, Chicago, IL 60657

Property at 2811 N Bell Ave #202, Chicago, IL 60618, 1 bed, 1 bath

$349,000

1 bed1 bath— sq ft

2811 N Bell Ave #202, Chicago, IL 60618

Property at 1412 W Diversey Pkwy, Chicago, IL 60614, 7 beds, 5 baths

$2,199,000

7 beds5 baths— sq ft

1412 W Diversey Pkwy, Chicago, IL 60614

Property at 2435 N Clybourn Ave Unit 3N, Chicago, IL 60614, 3 beds, 2 baths

$719,900

3 beds2 baths— sq ft

2435 N Clybourn Ave Unit 3N, Chicago, IL 60614

Property at 2754 N Hampden Ct #1407, Chicago, IL 60614, 1 bed, 1 bath

$299,000

1 bed1 bath750 sq ft

2754 N Hampden Ct #1407, Chicago, IL 60614

Property at 1455 W Melrose St, Chicago, IL 60657, 3 beds, 3.5 baths

$1,599,000

3 beds3.5 baths— sq ft

1455 W Melrose St, 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 3733 N Damen Ave #1, Chicago, IL 60618, 3 beds, 2 baths

$465,000

3 beds2 baths— sq ft

3733 N Damen Ave #1, Chicago, IL 60618

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 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 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 2911 N Western Ave #513, Chicago, IL 60618, 2 beds, 2 baths

$420,000

2 beds2 baths1,000 sq ft

2911 N Western Ave #513, Chicago, IL 60618

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 2815 N Kimball Ave #1, Chicago, IL 60618, 3 beds, 2.5 baths

$875,000

3 beds2.5 baths— sq ft

2815 N Kimball Ave #1, Chicago, IL 60618

Property at 2327 W Wolfram St #311, Chicago, IL 60618, 2 beds, 2 baths

$425,000

2 beds2 baths1,355 sq ft

2327 W Wolfram St #311, Chicago, IL 60618

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

$600,000

6 beds2 baths— sq ft

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 3000 W Diversey Ave, Chicago, IL 60647

$750,000

— beds— baths— sq ft

3000 W Diversey Ave, Chicago, IL 60647

Property at 345 W Fullerton Pkwy #1001, Chicago, IL 60614, 2 beds, 2.5 baths

$525,000

2 beds2.5 baths1,600 sq ft

345 W Fullerton Pkwy #1001, Chicago, IL 60614

Property at 2450 N Clybourn Ave Unit 5S, Chicago, IL 60614, 3 beds, 2 baths

$799,000

3 beds2 baths1,700 sq ft

2450 N Clybourn Ave Unit 5S, Chicago, IL 60614

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Based on information submitted to the MLS GRID as of Sun Dec 21 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.

Homes with Pools for Sale in North Side

There are currently 339 homes with pools for sale in North Side at a median listing price of $650K. 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 53 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, 282 homes have been sold in North Side. In addition to houses in North Side, there were also 663 condos, 54 townhouses, and 97 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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