5 Bedroom homes for sale & real estate in Oswego, IL

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ABOUT THIS HOME
5 Bedroom Homes for Sale in Oswego, IL
Welcome to this beautifully maintained home located on a quiet dead-end street, perfect for those seeking privacy! Buyers will find peace of mind knowing that all of the major mechanicals were replaced in 2022 including the: furnace, A/C, and water heater, updated siding (2023), new ejector pump in (2025), entire house painted (2023), and that the roof was replaced in (2018)! The first-floor features engineered hardwood flooring throughout (2023), a mud room off of the garage is combined with full sized laundry, and the kitchens granite countertops (2024) highlight the 42" cabinets perfectly! A new Samsung refrigerator was just added (2025)! The kitchen opens to the family room seamles

$515,000

5 beds3.5 baths2,304 sq ft

502 Vernon Dr, Oswego, IL 60543

Entire house painted • Updated siding • New ejector pump

NEW CONSTRUCTION

ABOUT THIS HOME
5 Bedroom Homes for Sale in Oswego, IL
Welcome to 1460 Vintage Dr. Oswego, Illinois a beautiful new home in our Sonoma Trails community. This home will be ready for a SPRING MOVE IN! This homesite includes a fully sodded yard AND Landscaping package with a peaceful pond view. The exquisite Emerson plan offers 3,044 square feet of living space with 5 bedrooms, and 3 FULL baths, Loft plus a Flex Room great for a first-floor office or additional sitting area. As you enter the home you are greeted by an impressive 2- story entry way and9-foot ceilings throughout the first floor. Entertaining will be easy in this open-concept kitchen equipped with a GOURMET KITCHEN PACKAGE that not only provides ample kitchen storage but elevates the

$634,990

5 beds3 baths3,044 sq ft

1460 Vintage Dr, Oswego, IL 60543

Pond view • Fully sodded yard • Landscaping package

3D WALKTHROUGH

ABOUT THIS HOME
5 Bedroom Homes for Sale in Oswego, IL
Welcome to this extra large 5-bedroom, 3.1-bathroom residence offering over 4,000 square feet of beautifully finished living space and an oversized 3-car garage in the desirable Gates Creek subdivision. Step into the impressive two-story foyer with a grand staircase and hardwood floors that flow throughout the main level. The open-concept design showcases soaring cathedral ceilings in the living room, centered around a cozy gas and wood-burning fireplace, creating a warm and inviting great room atmosphere. The gourmet kitchen is the heart of the home, featuring granite countertops, a large island, and elegant cabinetry. Enjoy casual meals in the eat-in breakfast area or host formal gatherin

$529,900

5 beds3.5 baths2,949 sq ft

238 Willowwood Dr, Oswego, IL 60543

Grand staircase • Cathedral ceilings • Open concept design

ABOUT THIS HOME
5 Bedroom Homes for Sale in Oswego, IL
Welcome to this fantastic 5-bedroom, 2.5-bathroom home in highly sought-after Oswego, offering an exceptional layout designed for modern living. Step inside and discover a spacious and inviting floor plan perfect for families of all sizes. Upstairs, you'll find four generously sized bedrooms, each providing ample space and natural light. These versatile rooms offer the perfect environment for a dedicated home office, e-learning stations, or simply comfortable private retreats. Great loft area that can be used an extra office space, reading nook, you name it. The true highlight of this property extends outdoors to the large, private yard - an ideal setting for entertaining, gardening, or sim

$449,900

5 beds2.5 baths3,716 sq ft

206 Washington St, Oswego, IL 60543

Spacious floor plan • Private yard • Loft area

ABOUT THIS HOME
5 Bedroom Homes for Sale in Oswego, IL
Oak Creek Subdivision is a highly sought after combination of spacious 1 acres lots, mature Oaks, neighbors that waive, a Club House with meeting space, playground, Pool, and tennis courts. This 5 bedroom 4 full baths (including a first floor bath next to a bedroom) sits on just over a private acre with mature trees. Large Kitchen with island, eat in area, and easy access to the back patio. Full basement with extra storage crawl is pre-plumbed for a bathroom. Some newer big items include windows 2020, Roof 2020, and a whole house generator. Award winning Yorkville schools. Its just minutes from downtown Yorkville, where you will find great restaurants, local entertainment, recreation, and s

$589,000

5 beds4 baths3,465 sq ft

52 Oak Creek Dr, Yorkville, IL 60560

1.11 acre lot • 3 garage spots • Community pool

Property at 521 Litchfield Way, Oswego, IL 60543, 5 beds, 4 baths

$594,900

5 beds4 baths3,736 sq ft

521 Litchfield Way, Oswego, IL 60543

Property at 53 Abbeyfeale Dr, Oswego, IL 60543, 5 beds, 6 baths

$1,385,000

5 beds6 baths7,891 sq ft

53 Abbeyfeale Dr, Oswego, IL 60543

Property at 114 Riverview Ct, Oswego, IL 60543, 5 beds, 3.5 baths

$1,275,000

5 beds3.5 baths5,398 sq ft

114 Riverview Ct, Oswego, IL 60543

Property at 645 Henry Ln, Oswego, IL 60543, 5 beds, 3.5 baths

$679,990

5 beds3.5 baths3,145 sq ft

645 Henry Ln, Oswego, IL 60543

Property at 649 Henry Ln, Oswego, IL 60543, 5 beds, 3 baths

$649,990

5 beds3 baths2,872 sq ft

649 Henry Ln, Oswego, IL 60543

Property at 700 N Sparkle Ct, Oswego, IL 60543, 5 beds, 3.5 baths

$449,900

5 beds3.5 baths3,000 sq ft

700 N Sparkle Ct, Oswego, IL 60543

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3D WALKTHROUGH

ABOUT THIS HOME
5 Bedroom Homes for Sale in Oswego, IL
Warm, move-in ready home in Tall Grass with new roof (2023), new A/C (2025), 3-car garage, finished basement, and fresh updates throughout. Step into a bright two-story foyer with a graceful winding staircase that opens to a sun-filled living room with vaulted ceiling and an elegant dining room with tray ceiling and rich hardwood floors-perfect for hosting friends and family. The updated white kitchen features refinished cabinetry, granite counters, a spacious island, and a convenient Butler's Pantry, flowing into a cozy sunroom with its own fireplace for morning coffee or quiet evenings. The inviting family room offers a dramatic floor-to-ceiling brick fireplace, vaulted ceilings, skylight

$789,000

5 beds3.5 baths3,115 sq ft

3432 Redwing Dr, Naperville, IL 60564

Winding staircase • Two-story foyer • Finished basement

VIDEO TOUR

ABOUT THIS HOME
5 Bedroom Homes for Sale in Oswego, IL
Welcome to this beautiful 3.5 year old home in Plainfield, offering exceptional curb appeal with a welcoming front porch and a layout designed for comfort, style, and flexibility. This five bedroom home features four full baths, multigenerational living options, and thoughtful upgrades throughout. Situated on a corner lot with brick and vinyl siding, the property also includes an attached two car garage and an affordable HOA. Step inside to a center foyer entry highlighted by an updated chandelier. The foyer opens to a separate dining room with access to a butler pantry that flows into the gourmet kitchen. This kitchen is designed for everyday enjoyment and entertaining, featuring soft clos

$799,000

5 beds4 baths5,217 sq ft

13005 Timber Wood Cir, Plainfield, IL 60585

Pull out drawers • Front porch • Gourmet kitchen

ABOUT THIS HOME
5 Bedroom Homes for Sale in Oswego, IL
Step into this beautifully designed , near new home where natural light fills every room and spacious living meets modern elegance. From its upscale finishes to its smart layout, this home delivers the ideal blend of comfort and sophistication. At the heart of the home is a stunning kitchen, featuring 42-inch white cabinetry, gleaming white quartz countertops, a large center island, premium stainless steel appliances, and a smart, upgraded refrigerator. Whether you're hosting a dinner party or enjoying a quiet morning coffee, this kitchen is both functional and fabulous. Adjacent to the kitchen is a generously sized family room, perfect for relaxing or entertaining. A mudroom off the 3-car

$599,990

5 beds2.5 baths2,872 sq ft

15124 Emerson St, Plainfield, IL 60544

Large center island • 0.28 acre lot • 3 garage spots

$579,900

5 beds2.5 baths3,156 sq ft

3467 Charlemaine Dr, Aurora, IL 60504

Inviting living area • Spacious backyard • Back patio

$580,000

5 beds3.5 baths3,000 sq ft

53 Ponderosa Dr, Yorkville, IL 60560

1 acre lot • 2 garage spots • Built 1988

ABOUT THIS HOME
5 Bedroom Homes for Sale in Oswego, IL
Welcome to Your Dream Home in Boulder Hill! This rare Cape Cod-style property offers exceptional space and comfort in unincorporated Montgomery, situated in a convenient location within a highly regarded school district. With 5 bedrooms and 3 bathrooms, this spacious home provides flexibility to suit a wide range of needs. Enjoy peace of mind with numerous brand-new 2025 updates, including new carpet, new kitchen flooring, a new water heater, and a new refrigerator. The home includes a private primary suite, four additional well-sized bedrooms, and a versatile basement with excellent potential for future expansion. Proceed outside to a fully fenced yard featuring a newer side deck, patio, a

$345,000

5 beds3 baths1,976 sq ft

215 Fernwood Rd, Montgomery, IL 60538

Updated electrical • Private master suite • Versatile basement

Property at 25415 W Rock Dr, Plainfield, IL 60586, 5 beds, 3.5 baths

$595,000

5 beds3.5 baths2,975 sq ft

25415 W Rock Dr, Plainfield, IL 60586

Property at 26315 W Elizabeth Ct, Plainfield, IL 60585, 5 beds, 3.5 baths

$725,000

5 beds3.5 baths3,264 sq ft

26315 W Elizabeth Ct, Plainfield, IL 60585

Property at 16432 S Harmon Ln, Plainfield, IL 60586, 5 beds, 3.5 baths

$585,000

5 beds3.5 baths3,229 sq ft

16432 S Harmon Ln, Plainfield, IL 60586

Property at 16205 S Summit St, Plainfield, IL 60586, 5 beds, 3 baths

$595,000

5 beds3 baths2,907 sq ft

16205 S Summit St, Plainfield, IL 60586

Property at 13521 Arborview Cir, Plainfield, IL 60585, 5 beds, 2.5 baths

$599,900

5 beds2.5 baths3,200 sq ft

13521 Arborview Cir, Plainfield, IL 60585

Property at 2895 Lahinch Ct, Aurora, IL 60503, 5 beds, 2.5 baths

$550,000

5 beds2.5 baths3,028 sq ft

2895 Lahinch Ct, Aurora, IL 60503

Property at 24331 Norwood Dr, Plainfield, IL 60585, 5 beds, 2.5 baths

$589,000

5 beds2.5 baths2,771 sq ft

24331 Norwood Dr, Plainfield, IL 60585

Property at 13035 Grande Pines Blvd, Plainfield, IL 60585, 5 beds, 4.5 baths

$699,900

5 beds4.5 baths3,416 sq ft

13035 Grande Pines Blvd, Plainfield, IL 60585

Property at 3014 Shetland Ln, Montgomery, IL 60538, 5 beds, 3.5 baths

$450,000

5 beds3.5 baths2,459 sq ft

3014 Shetland Ln, Montgomery, IL 60538

Property at 417 Marion Ave, Aurora, IL 60505, 5 beds, 2.5 baths

$309,900

5 beds2.5 baths2,000 sq ft

417 Marion Ave, Aurora, IL 60505

Property at 2735 Hillsboro Blvd, Aurora, IL 60503, 5 beds, 2.5 baths

$465,000

5 beds2.5 baths2,608 sq ft

2735 Hillsboro Blvd, Aurora, IL 60503

Property at The Logan III Plan, Plainfield, IL 60565, 5 beds, 4 baths

$947,900

5 beds4 baths3,514 sq ft

The Logan III Plan, Plainfield, IL 60565

Listing provided by Zillow

Property at The Amelia II Plan, Plainfield, IL 60585, 5 beds, 3.5 baths

$931,900

5 beds3.5 baths3,295 sq ft

The Amelia II Plan, Plainfield, IL 60585

Listing provided by Zillow

Property at 26800 Basswood Cir, Plainfield, IL 60585, 5 beds, 3.5 baths

$649,999

5 beds3.5 baths2,723 sq ft

26800 Basswood Cir, Plainfield, IL 60585

Based on information submitted to the MLS GRID as of Sat Nov 29 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.

5 Bedroom Homes for Sale in Oswego

There are currently 11 5 bedroom homes in Oswego. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Oswego stay on the market for 43 days and receive 5 offers. Popular neighborhoods include Seasons Ridge, Far Southeast, and Downtown Oswego. This map is refreshed with the newest listings in Oswego every 15 minutes.

In the past month, 40 homes have been sold in Oswego. In addition to houses in Oswego, there were also 5 condos, 40 townhouses, and 1 multi-family unit for sale in Oswego last month. Oswego is a not walkable city in Kendall County with a Walk Score of 24. Oswego is home to approximately 29,810 people and 8,689 jobs. Find your dream home in Oswego 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 Oswego are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Oswego. Our Oswego real estate stats and trends will give you more information about home buying and selling trends in Oswego. If you're looking to sell your home in the Oswego area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Oswego with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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