Oswego Homes for Sale

Oswego Homes for Sale

Welcome to Oswego, Illinois – a charming village nestled in the heart of Kendall County. With its rich history, vibrant community, and picturesque landscapes, Oswego is not just a place to live; it’s a place to thrive. Known for its friendly atmosphere and strong sense of community, this delightful town offers a perfect blend of suburban tranquility and urban convenience. Just a short drive from Chicago, residents enjoy easy access to the city’s bustling lifestyle while relishing the serene beauty of small-town living.

Oswego boasts an array of amenities, including beautiful parks, top-rated schools, and a variety of shopping and dining options that cater to all tastes. The Fox River runs through the village, providing scenic views and recreational opportunities for outdoor enthusiasts. Whether you’re strolling along the riverwalk, enjoying a picnic in one of the many parks, or participating in community events, there’s always something happening in Oswego.

For those looking to call this enchanting village home, there are numerous homes for sale that cater to diverse lifestyles and preferences. From charming single-family homes with spacious yards to modern townhouses with contemporary designs, Oswego’s real estate market has something for everyone. Families, young professionals, and retirees alike will find their ideal sanctuary here.

Explore the possibilities and discover your dream home in Oswego, where community spirit meets suburban bliss. Your perfect life awaits in this lovely Illinois village!

Newest Oswego Homes for Sale

$1,399,000
5 Beds ⋅ 4 Baths ⋅ 12764386 MLS ⋅ NEW Status
14.4-Acre Creekfront Estate in Oswego with Plainfield Annexation Potential! This custom all-brick 5-bedroom, 3.5-bath home offers 4,800+ sq ft, two main-floor primary suites, an oversized 4-car garage and a 30x40 pole barn. The property is eligible for annexation into the Village of Plainfield. With annexation and rezoning, uses such as horses, a home-based business or an event/wedding venue may be possible (buyer to verify with the Village). The land is currently farmed, offering potential rental income, and continued farming may qualify it for a reduced farmland tax assessment. A peaceful creek borders the property, giving you true country privacy just minutes from Oswego and Plainfield shopping and dining. Inside, the great room features skylights and a floor-to-ceiling stone fireplace. The kitchen offers updated appliances, a granite island and a pantry. Both main-level primary suites have private baths, ideal for multi-generational living: one is a retreat with soaking tub, separate shower, double vanity and walk-in closet, and the other is designed for accessibility. Upstairs are 3 more bedrooms, a full bath, a his-and-hers office and a finished bonus room over the garage. Take in creek and countryside views from the sunroom. The Alpha Drainage System keeps the basement dry, and the roof, HVAC and gutters are newer. Central vac, long private drive, and a pole barn ready for equipment, vehicles, hobbies or storage. Acreage like this near Oswego and Plainfield is rare. Schedule your private showing today!

1502 Cherry Road, Oswego
$349,900
3 Beds ⋅ 3 Baths ⋅ 12764417 MLS ⋅ NEW Status
Beautiful home in Victoria Meadows in the Heart of Oswego! Vaulted ceilings as you enter with tons of natural light! Chef's kitchen features granite counters with backsplash! Home features 3 bedrooms with 2.5 baths! Master suite features vaulted ceilings with walk in closet and private spa like master bath! Finished basement features tons of extra living space! Attached 2 car garage and fenced in backyard! Perfect location near tons of restaurants and shopping!

115 Seton Creek Drive, Oswego
$425,000
3 Beds ⋅ 3 Baths ⋅ 12762117 MLS ⋅ NEW Status
Welcome to this almost 2,200sf home with a 1st floor office and laundry room. The front and backyards are exceptionally beautiful with the mature trees, gardens and seasonal greenery. The finished basement has several different areas that can be customized to whatever you chose! These original owners have created a 'north woods' feel while incorporating a rec room area, an 2nd office/study area and a second family room. There is an 18x10 storage area and a closet under the stairs - plenty of room for all the seasonal decor! These original owners have replaced the siding along with all the windows on the 'sunny side of the house'. In the last 8 years they put in a new furnace, A/C, sump pump and roof. The kitchen has granite counters, white cabinets with hardware, a center island and a closet pantry. The sliding glass door in the eating area overlooks the fenced backyard, large shed and brick paver patio with its custom water feature. Flowing into the cozy family room, the focal point is the brick fireplace with its custom wood mantle and the wall of windows that provides yet another view of this incredible backyard. Rounding out the 1st floor are the living and dining rooms that are connected with a custom, rounded archway making this space open and able to accommodate all your family and friends! The open staircase takes you upstairs where you will discover a primary suite with a full, private bathroom complete with double sinks, a linen closet, separate shower and soaker tub. There is a 12x6 walk in closet with wire rack shelving making this your private oasis. The other 2 generous bedrooms each have plenty of closet space and share 2 hallway linen closets and a full bathroom. The location of this home is superior! There are walking paths through the nature preserve and a neighborhood park with a lake. You are walking distance to the splash pad, sled hill, skate park and soccer & softball fields. If you hop on your bike you can head into the quaint downtown Oswego and enjoy the many festivals, parades, farmers market and array of local shops and restaurants. Just down Rte 34/Ogden are all the major stores making this home the perfect location! Welcome to your next chapter where your memories are ready to be made!

203 Parkside Lane, Oswego
$999,900
4 Beds ⋅ 5 Baths ⋅ 12764065 MLS ⋅ NEW Status
Welcome to 5085 Half Round Road, a custom-built two-story home in Old Reserve Hills offering an incredible combination of space, privacy, and entertaining amenities. Built in 2006 and situated on over an acre, this impressive home features approximately 6,171 square feet of finished living space-along with an in-ground pool, deck, and 3-car garage. The extensively remodeled main level is highlighted by a show-stopping kitchen featuring white custom cabinetry, granite countertops, stainless steel appliances, a custom range hood, and two islands providing abundant prep space, storage, seating, and room to gather. Hardwood floors flow throughout the first floor, and the spacious living room with fireplace creates a warm centerpiece for the home. A first-floor laundry room adds everyday convenience. The home has been freshly painted and features all-new carpeting along with new lighting and ceiling fans throughout. With 4 bedrooms, 3 full and 2 half baths, two additional flex rooms, and a large bonus room above the garage, there is no shortage of space for home offices, playrooms, hobbies, guests, or additional recreation. The second-floor bedroom layout includes a Jack-and-Jill bath as well as an additional bedroom with its own private en-suite bath. The 1,868-square-foot finished basement takes entertaining to another level. Designed as a true extension of the home, this expansive space features a custom full bar with custom bar top, multiple areas for gathering and recreation, and a separate storage room. Outside, enjoy your own private retreat with an in-ground heated pool, stamped concrete with gazebo, spacious deck, and over an acre of property offering plenty of room to entertain, relax, and enjoy the outdoors. The pool heater was replaced in 2025, and the sprinkler system has been refreshed with new heads and piping. Additional updates include a roof replaced in 2021, water heaters replaced in 2018, new capacitors on the A/C systems(2016/2020), Furnace 2024

5085 Half Round Road, Oswego
$619,900
4 Beds ⋅ 3 Baths ⋅ 12763388 MLS ⋅ NEW Status
Welcome to 191 Chapin Way in desirable Prescott Mill-an exceptional 4-bedroom, 2.5-bath home offering 3,364 square feet of beautifully maintained living space, an impressive 3-car garage, and incredible potential for even more living space in the full 1,823-square-foot basement. From the moment you enter, the dramatic two-story foyer and grand staircase set the tone. The main level features a private office, formal living and dining rooms, and an expansive two-story family room highlighted by soaring ceilings, a fireplace, and oversized windows that bring in an abundance of natural light. The gourmet kitchen is designed for both everyday living and entertaining, featuring granite countertops, a large center island with breakfast bar, double ovens, stainless steel appliances, upgraded cabinetry with crown molding, a planning desk, walk-in pantry, and butler's pantry. The spacious eating area provides a seamless connection to the kitchen and family room. Upstairs, the generous primary suite offers a relaxing retreat with a spacious bedroom, luxurious bath, and walk-in closets. Three additional bedrooms provide plenty of space for family, guests, or a second office. The full basement offers approximately 1,823 square feet space with a bathroom rough-in-an incredible opportunity to create a recreation room, home gym, theater, additional bedrooms, or the custom space you've always wanted. Outside, enjoy the professionally enhanced landscaping, newer patio, and gazebo-perfect for relaxing or entertaining. With its spacious floor plan, 3-car garage, large basement, and sought-after Prescott Mill location, this home offers the space and flexibility today's buyers are looking for without compromising on comfort or style. Move-in ready and thoughtfully designed for both everyday living and entertaining-this is a home you won't want to miss.

191 Chapin Way, Oswego
$799,990
4 Beds ⋅ 4 Baths ⋅ 12746555 MLS ⋅ NEW Status
Over two acres of wooded grounds. The Fox River at the edge of your yard. A custom home with over 4,200 square feet of finished living space - and a floor plan built for the way people live. Set back from Route 71 on a tree-lined lot in unincorporated Oswego, this 4-bedroom, 4-full-bath home delivers space and character that's increasingly hard to find - without sacrificing convenience. Downtown Oswego and the Orchard Road corridor are minutes away, putting dining, shopping, and everyday errands within easy reach. Step through the foyer and the home opens immediately into a beautiful living room anchored by a stunning stone fireplace - the kind of space that sets the tone for everything that follows. The living room flows naturally into the dining room, creating an effortless connection between the two that's ideal for entertaining. From there, the kitchen takes over: rich cherry cabinetry, granite countertops, stainless appliances, a beverage fridge, and a breakfast nook that makes everyday mornings feel easy. Toward the back of the home, the family room offers its own distinct gathering space - a second fireplace, generous square footage, and views of the screened porch just beyond. Step through the screened porch onto the large deck - your front-row seat to the trees and the Fox River valley. Whether it's a quiet morning with coffee or an evening with friends, this outdoor space earns its keep. The main level also includes a dedicated home office, a full bathroom, and a main-level laundry room - everything you need without ever going upstairs. Upstairs, the primary bedroom is a generous 16' x 19' with a walk-in closet and a private balcony overlooking the backyard and the wooded lot - a rare feature that makes the room feel connected to everything that makes this property special. Three additional bedrooms and a hall bath round out the upper level. The walk-out lower level is a destination of its own - a large recreation room, a secondary family room warmed by a fireplace, a generous bar, and a full bath. Whether it's game night or a casual hang, this level delivers. A new roof in 2023 means one less thing to think about. Four full bathrooms mean no one waits. This is a home for someone who wants room to breathe. For move-up buyers who've outgrown subdivision living. For those who want river access without giving up proximity to town. For anyone who understands that a wooded lot and a custom floor plan are worth more than square footage alone. 5425 Route 71. Space, character, and the Fox River - all in one place.

5425 Route 71, Oswego
$300,000
3 Beds ⋅ 1 Baths ⋅ 12750860 MLS ⋅ NEW Status
Charming 3-bedroom, 1-bath home in Oswego on a generously sized lot with room for everything. The backyard offers tons of space to entertain - and endless opportunities to make it your own. Inside, beautiful new wood flooring flows through the living room, hallway, and primary bedroom, creating a warm, fresh feel throughout. Recent updates include a new washer and dryer (2026) and a newer refrigerator (2021), so you can move right in with peace of mind. Conveniently located just minutes from downtown Oswego, where restaurants, coffee shops, and boutiques await. Schedule your showing today!

103 Mary Street, Oswego
$559,900
4 Beds ⋅ 3 Baths ⋅ 12763341 MLS ⋅ NEW Status
1st time on the market. One of Gates Creek largest models with over 3,320sf with a full, finished basement as well as an attached 3-car garage. Brick front facade includes stone entryway. Well cared for home has been recently remodeled that includes a brand new kitchen, bathroom vanities with countertops, tiled plank flooring, carpeting, lighting and hardware in kitchen and bathrooms. Upon entering you'll be greeted with a 2-story foyer and staircase to the 2nd floor (there's also a back staircase too in family room). New 42" white shaker cabinets/terra cotta quartz countertops/planning desk/new double oven, cooktop, dishwasher and microwave. Included in kitchen is an island with the cooktop as well as a gooseneck faucet in the inset sink. 2-story family room has 2 rows of windows for sunlight to beam in and room is accented with massive floor to ceiling stone fireplace. An office/5th bedroom located off the family room. The formal living/dining room have new carpeting & dining room has new lighting. Working your way upstairs to the bedrooms enjoy your 22x12 primary bedroom with double door entryway, huge walk-in closet & finally a private master bathroom everyone dreams of. Brand new step in shower with floor plate/surround/glass and hardware. Separate soaker rub & double bowl vanity with long mirror. All of the secondary bedrooms are well sized & include lighting as well as walk-in closets! The basement is fully finished with bonus room, hot tub room and 5th bedroom. Recent improvements include kitchen, bathrooms and 50 gallon HWT (2026), garage door opener (2025), tear-off roof (2017). Brick paver patio yard with western views is perfect for morning coffees or for sunsets!

199 Willowwood Drive, Oswego
$385,000
3 Beds ⋅ 2 Baths ⋅ 12759542 MLS ⋅ NEW Status

8 Hawthorne Drive, Oswego
$653,485
5 Beds ⋅ 3 Baths ⋅ 12761606 MLS ⋅ NEW Status
IN-LAW SUITE * 5 BEDROOMS * 3 CAR GARAGE * EXPANDED BASEMENT * SPECIAL FINANCING AVAILABLE! Homesite #0093 Discover the Raleigh, a home expertly planned to combine style and everyday comfort. This spacious layout offers five bedrooms, three bathrooms, and a IN-LAW SUITE. The main level features a seamless flow between the family room, kitchen, and breakfast room, creating an open and inviting space perfect for both relaxing and entertaining. The chef-inspired kitchen boasts stainless steel appliances, sleek 42" cabinetry, elegant quartz countertops, and a large island that serves as both a functional workspace and gathering spot. The owner's suite, located upstairs, is a true retreat featuring a walk-in closet and a spa-like en-suite bathroom with dual sinks and a deluxe shower. Three additional bedrooms share a full bathroom, and the 2ND FL-level laundry room. An Open to Below lookout from the second level creates a dramatic and airy connection to the other rooms below, enhancing the home's spacious feel. A standard three-car garage provides ample parking and storage. Exterior will be Bone color siding with Manor House color brick. (pic for reference ONLY) *Photos are not this actual home* Welcome to Hudson Pointe II, a beautifully designed master-planned community offering brand-new homes in the heart of Oswego, Illinois. Perfectly blending comfort, convenience, and natural beauty, this neighborhood is ideal for families and individuals seeking a balanced lifestyle. Right within the community, residents can enjoy a well-maintained park for leisurely play and gatherings, as well as a serene pond that enhances the peaceful atmosphere of Hudson Pointe II. Just 10 minutes from the Naperville Route 59 corridor, Hudson Pointe II places premier shopping, dining, and entertainment within easy reach. Access top destinations like Whole Foods, Amazon Fresh Market, LA Fitness, and Costco, along with a variety of local restaurants and entertainment spots. Families will appreciate the top-rated Oswego School District 308, with students attending Southbury Elementary, Murphy Junior High, and Oswego East High School-all conveniently located within a 10-minute drive. Outdoor enthusiasts will love the close proximity to Wolf's Crossing Community Park, offering an array of recreational features including playgrounds, an outdoor fitness area, a splash pad, and more-perfect for year-round family fun. At Hudson Pointe II, you're not just buying a home-you're joining a thoughtfully planned community where modern living meets natural charm and everyday convenience.

504 Fridley Avenue, Oswego
$664,900
4 Beds ⋅ 5 Baths ⋅ 12761395 MLS ⋅ NEW Status
Welcome to a great house. Gates Creek West presents this spacious home with so much to offer. A large foyer welcomes you to this newer home w living room, separate dining room & eat-in kitchen w silver maple cabinets & granite counter-tops w large island. Kitchen opens to large family room w cathedral ceilings and wood burning fireplace and gas starter. First floor also features private office. 2nd floor boasts the master bedroom suite plus 3 large additional bedrooms. 4 full baths & additional 1/2 bath on first floor. Full finished Basement features a new and spacious bedroom, full bathroom, a fitness room and a recreational area. Large deck overlooks the in-ground pool, a new hot tub, and pergola for your enjoyment. New tear off roof. 3 car over-sized and heated garage w hot/cold water spicket. Beautifully landscaped yard has sprinkler system. House is located close to all amenities like schools and shopping centers near by. Show and sell today!

404 Heatherwood Drive, Oswego
$587,805
4 Beds ⋅ 3 Baths ⋅ 12761438 MLS ⋅ NEW Status
3 CAR GARAGE - BRICK FRONT OPTION! * READY FOR FALL DELIVERY! SPECIAL INCENTIVES AVAILABLE Homesite #0105 Introducing the Brooklyn model-a thoughtfully designed two-story home that seamlessly blends elegance with everyday functionality. This spacious layout offers four well-appointed bedrooms, two and a half bathrooms, and a private study, making it ideal for both family living and professional needs. A formal dining room near the entrance sets the tone for gatherings, while the adjacent study offers a quiet space for work or creativity. At the heart of the home is an expansive kitchen featuring an oversized center island, premium cabinetry, and sleek countertops. This stylish culinary space flows effortlessly into the breakfast nook and the casual family room, creating a welcoming open-concept layout that's perfect for entertaining and day-to-day comfort. Upstairs, the owner's suite is a peaceful retreat with two generous walk-in closets and a spacious en-suite bathroom. Three additional bedrooms and a second-floor laundry room add both flexibility and convenience, making the Brooklyn an exceptional choice for modern living. Exterior will be OCEANSIDE color siding with Old Lafayette color brick. (pic for reference ONLY) *Photos are not this actual home* Discover Reserve at Hummel Trails, a vibrant master-planned community offering brand-new homes in Oswego, Illinois-where modern living meets everyday convenience and natural beauty. Designed with lifestyle in mind, this inviting neighborhood features a scenic pond and community park, creating the perfect setting for relaxing evenings, outdoor play, and gathering with friends and family. Ideally located just minutes from the bustling Route 59 corridor in Naperville, Illinois, residents enjoy quick access to top-tier shopping, dining, and entertainment. Everyday errands and weekend plans are effortless with nearby destinations like Whole Foods Market, Amazon Fresh, LA Fitness, and Costco. Families benefit from highly regarded Oswego Community Unit School District 308, with convenient access to Southbury Elementary, Traughber Junior High, and Oswego East High School. For outdoor enthusiasts, Wolf's Crossing Community Park is just moments away, offering playgrounds, a splash pad, fitness areas, and open green space for year-round recreation. At Reserve at Hummel Trails, you're not just buying a new home-you're stepping into a connected, amenity-rich community designed to elevate your everyday life."

200 Gentian Court, Oswego
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