Homes with Pools for Sale in Waukegan, IL

98 homes

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ABOUT THIS HOME
Home with a Pool for sale in Waukegan, IL:
Experience timeless elegance in this stunning landmark home located in the heart of the Historic District. This beautifully preserved Italianate-style residence showcases authentic old-world craftsmanship, including antique pine floors throughout and meticulously finished plaster walls. The home blends classic charm with sophisticated updates. Enjoy a fully renovated kitchen and baths featuring quartz countertops, crown molding, recessed lighting, handmade tile work, and a luxurious tumbled-marble bathroom with Jacuzzi tub and separate shower. A rare opportunity to own a piece of history with all the modern comforts.

$279,900

4 beds2 baths2,054 sq ft

426 Julian Ave, Waukegan, IL 60085

Quartz countertops • Renovated baths • Antique pine floors

NEW 27 HRS AGO3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Waukegan, IL:
YES, you can AFFORD it! The TAXES are very LOW! Discover the finest ranch in town at 2440 West Cheyenne Rd, located in the quiet 60087 Waukegan neighborhood. This stunning home has been remodeled to perfection, offering four bedrooms, two full baths, & a seamless blend of modern style, comfort, and functionality. Situated on a desirable corner lot, this property is move-in ready & conveniently close to Great Lakes Navy Base, shopping, Gurnee Mills, and a variety of restaurants with easy access to major roads that connect you to Wisconsin & Chicago. Curb appeal is unmatched with fresh Sherwin-Williams exterior paint & brand-new windows. Light fixtures: You have outsid

$319,999

4 beds2 baths1,728 sq ft

2440 W Cheyenne Rd, Waukegan, IL 60087

Elegant new flooring • Desirable corner lot • 6,534 sq ft lot

NEW 27 HRS AGO3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Waukegan, IL:
Welcome to 408 Besley Place in Waukegan, a charming two-story home offering comfort, character, and a functional layout. This property features three bedrooms and one full bath, designed to suit a variety of lifestyles. The main level includes a cozy living room, a spacious eat-in kitchen with ceramic tile flooring, and a convenient main-floor bedroom that can also serve as an office or guest space. Upstairs, two additional bedrooms provide comfortable and private accommodations. A full basement offers extra storage, workspace, or potential for future finishing. Outside, the fenced yard provides privacy and ample room for outdoor activities or relaxation with a covered patio. Whether you're

$169,999

3 beds1 bath891 sq ft

408 Besley Pl, Waukegan, IL 60085

Cozy living room • Full basement • Two story home

NEW 25 HRS AGO

ABOUT THIS HOME
Home with a Pool for sale in Waukegan, IL:
CASH BUYERS ONLY - REHAB OPPORTUNITY IN WAUKEGAN! Unlock the potential of this charming 3-bedroom, 2-bath home offering tons of potential for the right buyer! Perfect for cash buyers, investors, or handymen looking for their next project. The main level features two bedrooms and a full bath, while the partially finished basement provides additional space, a convenient additional bath, and endless possibilities for expansion or storage. Enjoy a spacious and inviting backyard-ideal for entertaining, gardening, or creating your own outdoor oasis. Located near parks, shopping, dining, and all the amenities the Waukegan area has to offer, plus access to Waukegan schools. With great bones and roo

$150,000

3 beds2 baths1,288 sq ft

629 S Fulton Ave, Waukegan, IL 60085

Access to schools • Near dining • Spacious backyard

REDFIN COMING SOON

$105,000

1 bed1 bath450 sq ft

3170 W Monroe St #311, Waukegan, IL 60085

$163 HOA • Garage • Built 1995

Property at 427 Tiffany Dr, Waukegan, IL 60085, 4 beds, 1.5 baths

$209,900

4 beds1.5 baths1,330 sq ft

427 Tiffany Dr, Waukegan, IL 60085

Property at Sign in for address, Waukegan, IL 60085, 3 beds, 1 bath

$237,900

3 beds1 bath2,550 sq ft

Property at 3050 Nicklaus Ln, Wadsworth, IL 60083, 3 beds, 3 baths

$289,999

3 beds3 baths1,687 sq ft

3050 Nicklaus Ln, Wadsworth, IL 60083

Property at 3148 Concord Ln, Wadsworth, IL 60083, 4 beds, 3.5 baths

$485,000

4 beds3.5 baths2,668 sq ft

3148 Concord Ln, Wadsworth, IL 60083

Property at 1015 Merton Ave, Waukegan, IL 60087, 3 beds, 1 bath

$210,000

3 beds1 bath920 sq ft

1015 Merton Ave, Waukegan, IL 60087

Property at 308 W Greenwood Ave, Waukegan, IL 60087, 2 beds, 1.5 baths

$238,899

2 beds1.5 baths1,044 sq ft

308 W Greenwood Ave, Waukegan, IL 60087

Property at 2009 Harding Ave, Waukegan, IL 60085, 3 beds, 1 bath

$189,900

3 beds1 bath890 sq ft

2009 Harding Ave, Waukegan, IL 60085

Property at 4506 W Forest Ave, Waukegan, IL 60085, 3 beds, 2.5 baths

$374,320

3 beds2.5 baths2,132 sq ft

4506 W Forest Ave, Waukegan, IL 60085

Property at 1014 Washington St, Waukegan, IL 60085

$175,000

— beds— baths— sq ft

1014 Washington St, Waukegan, IL 60085

Property at 2726 W Hidden Glen Dr, Waukegan, IL 60085, 3 beds, 2.5 baths

$350,000

3 beds2.5 baths1,864 sq ft

2726 W Hidden Glen Dr, Waukegan, IL 60085

Property at 2670 Woodview Ct S, Waukegan, IL 60087, 3 beds, 2 baths

$164,000

3 beds2 baths1,674 sq ft

2670 Woodview Ct S, Waukegan, IL 60087

Property at 325 4th St, Waukegan, IL 60085, 3 beds, 1.5 baths

$295,000

3 beds1.5 baths1,524 sq ft

325 4th St, Waukegan, IL 60085

Property at 615 Tiffany Dr, Waukegan, IL 60085, 5 beds, 3.5 baths

$439,000

5 beds3.5 baths3,564 sq ft

615 Tiffany Dr, Waukegan, IL 60085

Property at 2634 Woodview Ct, Waukegan, IL 60087, 2 beds, 2 baths

$194,500

2 beds2 baths920 sq ft

2634 Woodview Ct, Waukegan, IL 60087

Property at 1000 Pine St, Waukegan, IL 60085, 2 beds, 1 bath

$175,000

2 beds1 bath896 sq ft

1000 Pine St, Waukegan, IL 60085

Property at Sign in for address, Waukegan, IL 60087, 3 beds, 2 baths

$250,000

3 beds2 baths1,213 sq ft

Property at 3032 W Vermont Ave, Waukegan, IL 60087, 4 beds, 2.5 baths

$379,900

4 beds2.5 baths2,016 sq ft

3032 W Vermont Ave, Waukegan, IL 60087

Property at 4150 Midlane Dr, Wadsworth, IL 60083, 3 beds, 2.5 baths

$384,900

3 beds2.5 baths2,304 sq ft

4150 Midlane Dr, Wadsworth, IL 60083

Property at 1712 11th St, Waukegan, IL 60085, 3 beds, 1 bath

$239,900

3 beds1 bath1,200 sq ft

1712 11th St, Waukegan, IL 60085

Property at 671 Oldsmar Ln, Park City, IL 60085, 2 beds, 2 baths

$84,888

2 beds2 baths— sq ft

671 Oldsmar Ln, Park City, IL 60085

Property at 1105 Woodlawn Cir, Waukegan, IL 60085, 2 beds, 1 bath

$205,000

2 beds1 bath808 sq ft

1105 Woodlawn Cir, Waukegan, IL 60085

Property at 547 S Martin Luther King Jr Ave, Waukegan, IL 60085, 5 beds, 2 baths

$277,200

5 beds2 baths1,722 sq ft

547 S Martin Luther King Jr Ave, Waukegan, IL 60085

Property at Sign in for address, Waukegan, IL 60087, 4 beds, 3 baths

$475,000

4 beds3 baths1,818 sq ft

Property at 1905 Linden Ave, Waukegan, IL 60087, 3 beds, 2 baths

$289,900

3 beds2 baths1,744 sq ft

1905 Linden Ave, Waukegan, IL 60087

Property at 4605 Sawgrass Blvd, Wadsworth, IL 60083, 2 beds, 3 baths

$275,000

2 beds3 baths2,049 sq ft

4605 Sawgrass Blvd, Wadsworth, IL 60083

Property at 1109 Massena Ave, Waukegan, IL 60085, 2 beds, 1 bath

$218,000

2 beds1 bath864 sq ft

1109 Massena Ave, Waukegan, IL 60085

Property at 446 S Jackson St, Waukegan, IL 60085, 3 beds, 2 baths

$299,900

3 beds2 baths1,236 sq ft

446 S Jackson St, Waukegan, IL 60085

Property at Sign in for address, North Chicago, IL 60064, 4 beds, 4 baths

$269,900

4 beds4 baths— sq ft

Property at 3068 N Southern Hills Dr, Wadsworth, IL 60083, 2 beds, 2 baths

$349,500

2 beds2 baths2,063 sq ft

3068 N Southern Hills Dr, Wadsworth, IL 60083

Property at 49 S Lewis Ave, Waukegan, IL 60085, 2 beds, 2 baths

$220,000

2 beds2 baths1,125 sq ft

49 S Lewis Ave, Waukegan, IL 60085

Property at 631 8th St, Waukegan, IL 60085, 4 beds, 2 baths

$150,000

4 beds2 baths— sq ft

631 8th St, Waukegan, IL 60085

Property at 815 Prescott St, Waukegan, IL 60085, 5 beds, 2 baths

$329,900

5 beds2 baths— sq ft

815 Prescott St, Waukegan, IL 60085

Property at 3159 Jeanette Ave, Park City, IL 60085, 2 beds, 1 bath

$60,000

2 beds1 bath— sq ft

3159 Jeanette Ave, Park City, IL 60085

Property at 2713 Varonen Ave, Waukegan, IL 60087, 3 beds, 2 baths

$299,900

3 beds2 baths2,308 sq ft

2713 Varonen Ave, Waukegan, IL 60087

Property at 917 N Linden Ave, Waukegan, IL 60085, 4 beds, 4 baths

$299,999

4 beds4 baths2,445 sq ft

917 N Linden Ave, Waukegan, IL 60085

Property at 616 W Keith Ave, Waukegan, IL 60085, 3 beds, 1.5 baths

$250,000

3 beds1.5 baths1,252 sq ft

616 W Keith Ave, Waukegan, IL 60085

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Based on information submitted to the MLS GRID as of Tue Dec 02 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 Waukegan

There are currently 98 homes with pools for sale in Waukegan at a median listing price of $265K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Waukegan stay on the market for 42 days and receive 1 offers. Popular neighborhoods include Cambridge at Heatherridge, The Pines, North Center, North Waukegan, and Uptown. This map is refreshed with the newest listings in Waukegan every 15 minutes.

In the past month, 46 homes have been sold in Waukegan. In addition to houses in Waukegan, there were also 3 condos, 11 townhouses, and 23 multi-family units for sale in Waukegan last month. Waukegan is a minimally walkable city in Illinois with a Walk Score of 49. Waukegan is home to approximately 88,794 people and 31,890 jobs. Find your dream home in Waukegan 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 Waukegan are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Waukegan. Our Waukegan real estate stats and trends will give you more information about home buying and selling trends in Waukegan. If you're looking to sell your home in the Waukegan area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Waukegan with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

More real estate resources for Waukegan, IL

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