Oswego Homes for Sale

Welcome to Oswego, Illinois – a charming village nestled in the heart of Kendall County. Known for its picturesque landscapes and vibrant community, Oswego is a perfect blend of suburban tranquility and modern convenience. With a rich history that dates back to the 1830s, this delightful town has evolved into one of the most sought-after places to call home.

Oswego boasts a variety of amenities that cater to families, professionals, and retirees alike. Stroll through the quaint downtown area, where you'll find a delightful mix of local shops, restaurants, and cafes that foster a strong sense of community. The village is also home to beautifully maintained parks, scenic trails, and the stunning Fox River, providing countless opportunities for outdoor recreation and relaxation.

For those considering a move, Oswego offers a diverse selection of homes for sale, ranging from charming single-family residences to modern townhomes. Whether you're a first-time buyer or looking to upgrade, you'll find properties that suit your lifestyle and budget. The real estate market in Oswego is thriving, with homes featuring spacious layouts, contemporary finishes, and family-friendly neighborhoods.

Families will appreciate the highly-rated school district, which is committed to providing quality education and a supportive environment for students. With its welcoming atmosphere, excellent amenities, and a strong sense of community, Oswego is not just a place to live; it's a place to thrive. Explore the homes for sale in this vibrant village and discover your dream home in Oswego today!

Newest Oswego Homes for Sale

$519,900

4 Beds ⋅ 3 Baths ⋅ 12793338 MLS ⋅ NEW Status

Welcome to 457 Raintree Drive in Oswego! This spacious 4-bedroom, 2.5-bath home offers approximately 2,460 square feet of living space, a 3-car garage, and a full basement, providing plenty of room for comfortable everyday living and entertaining. Beautiful hardwood floors extend throughout the main level in the majority of the second level, while the kitchen features elegant granite countertops. The expansive lower level offers approximately 1,075 additional square feet of unfinished space, presenting endless possibilities for future customization! Whether you envision a recreation room, home theater, fitness area, home office, or additional living space, this versatile lower level offers incredible potential to expand the home's usable space to suit your needs. Enjoy a beautifully enhanced backyard featuring a fully fenced yard (4 years old), a charming gazebo (4 years old), and a custom brick BBQ area-perfect for outdoor gatherings, summer cookouts, or simply relaxing in your own private outdoor space. This home also offers several other valuable updates, including a roof (approx. 6 years old), front windows (approx. 7 years old), a whole-house water softener + filtration + UV purification system installed approximately 2-3 years ago, a main sump pump (approx. 4 years old), and a secondary sump pump system (approx. 6 years old). Custom designed window treatments, including drapes and curtains, specifically tailored for each window, will remain with the property, adding a thoughtful, finishing touch throughout the home. Majority of the homes furniture may also be included in the sale, subject to negotiation, offering an added opportunity for buyers seeking a move-in ready experience. A smart security system will also remain with the property, adding convenience and peace of mind. Location is another highlight! Enjoy convenient access to shopping, dining, and everyday essentials, with Sam's Club and nearby restaurants approximately 5 minutes away, Target just 8 minutes away, and Costco approximately 15 minutes away. A newly opened Starbucks and the upcoming Trader Joe's location are also approximately 5 minutes away! The nearby Route 34 shopping corridor offers even more options, including Walmart, ALDI, Meijer, and numerous restaurants and retail destinations. Outdoor enthusiasts will appreciate the surrounding parks, walking and biking trails, and recreational opportunities, while charming downtown Oswego offers local shops, restaurants, and community attractions. Combining generous living space, valuable updates, inviting outdoor amenities, and a convenient location, this home has so much to offer. Schedule your private showing today!

457 Raintree Drive, Oswego

$565,000

5 Beds ⋅ 4 Baths ⋅ 12796729 MLS ⋅ NEW Status

WELCOME TO THIS LOVELY AND ELEGANT HOME. 9 FEET CEILING, 4 BEDROOM + FIRST FLOOR DEN AND 2nd LOFT, *** SUNROOM***, OVER 3450 SQ FT, 3.1 BATH, *** 3 CAR GARAGE***, *** LOOKOUT BASEMENT***, FIREPLACE. TWO STORY FOYER AND LIVING ROOM, A GOURMET KITCHEN w/ISLAND, HARDWOOD FLOORS, HUGE MASTER BEDROOM SUITE WITH *** SITTING AREA ***, WALKIN CLOSET AND LUXURY MASTER BATH WITH SEPERATE SHOWER AND WHIRLPOOL TUB. TWO BEDROOMS WITH JACK AND JILL. 4TH BEDROOM SUITE, LARGE LAUNDRY ROOM, CLUB HOUSE, PARK, PLAYGROUND, POOL, POND. Elementary school in the subdivision. OVER 100+ SHOPPING STORES WITHIN MINUTES. $5,000 CLOSING COST CREDIT TO BUYER!

607 Mansfield Way, Oswego

$439,990

4 Beds ⋅ 3 Baths ⋅ 12795502 MLS ⋅ NEW Status

Welcome to 2401 Semillon St. the Sloan floorplan is located at the beautiful amenity filled Sonoma Trails Community in Oswego, IL. Home will be available for late fall move-in. This scenic homesite will include a fully sodded yard and landscaping package. The Sloan plan offers close to to 2,000 square feet of living space with 4 bedrooms and 2.5 baths. Enjoy this open concept home with natural light throughout your main level. Coming through your front door you'll find your powder room and coat closet in your foyer. The great room, dining room, and kitchen flow effortlessly together, making your home the perfect entertainment space. Your kitchen features 42" designer Soft Close cabinetry with quartz countertops, and a pantry. Walking up the beautiful wrought iron staircase you will find your private oasis with your primary bedroom on its own side of the top floor complete with an en suite bathroom complete with a raised dual quartz vanity and walk in closet, and linen closet. Enjoy the convenience of a top floor walk in laundry room and all secondary bedrooms upstairs with a full second bathroom with dual vanity and linen closet. Sonoma Trails is located in Oswego, this charming, historic town evokes a family atmosphere with countless options for shopping, dining and entertainment. All Chicago homes include our America's Smart Home Technology. Exterior/interior photos of similar home, actual home as built may vary.

2401 Semillon Street, Oswego

$419,990

3 Beds ⋅ 3 Baths ⋅ 12795437 MLS ⋅ NEW Status

Welcome to 2467 Barbera Dr., a beautiful new home at the amenity filled Sonoma Trails Community in Oswego, IL. This home will be ready to move in this winter. This CORNER homesite is next to the park will include a fully sodded yard. The Bradley plan features 1,663 square feet of living space with 3 bedrooms, 2.5 baths, a loft, and a 2-car garage. Entering the foyer, you will first pass the powder room, and then walk into the main level living space. The living area is open concept, with your bump out dining area, a living room, and kitchen that blend together seamlessly. The kitchen shows off beautiful designer 42" cabinetry, a pantry, and an island with ample seating space that looks out to the living room. This layout is perfect for entertaining family and friends. Heading up the beautiful rod iron staircase, you'll find a loft which is perfect as a home office, playroom, or study space! Your primary bedroom features a deluxe bath with ample storage in the walk-in closet and a dual sink vanity. 2 additional bedrooms with closets, a second bath, linen closet, and a convenient upstairs laundry room complete the rest of the second floor. All Chicago homes include our America's Smart Home Technology, featuring a smart video doorbell, smart Honeywell thermostat, smart door lock, smart light switches, and more. Photos are of similar home and model home. Actual home built may vary.

2467 Barbera Drive, Oswego

$440,000

4 Beds ⋅ 3 Baths ⋅ 12783058 MLS ⋅ NEW Status

Welcome to 410 Preswick Court in Oswego! Situated on a private cul-de-sac with one of the most beautiful lots in the neighborhood, this meticulously maintained 4-bedroom, 2.5-bathroom two-story home has so much to offer! As you step inside, you're welcomed by a beautiful two-story foyer that leads into spacious living areas with plenty of natural light. The main level offers a great layout with multiple living spaces, perfect for everyday living and entertaining. The kitchen features ample cabinet space, stainless steel appliances, and a eat in kitchen overlooking the backyard. A convenient first-floor laundry room adds to the home's functional layout. Upstairs, you'll find four generously sized bedrooms, including a spacious primary suite with a private bathroom featuring a double vanity and soaking tub. You'll also appreciate the updated luxury vinyl plank flooring throughout the upper level, completed in 2025. This home has been exceptionally well cared for, with numerous big-ticket updates already taken care of! Improvements include a new A/C unit, furnace blower, and water heater in 2025, dishwasher, washer, and dryer in 2024, and new roof, siding, and treated cedar fence in 2021. Step outside to the large, fully fenced backyard featuring a beautiful, oversized brick paver patio, perfect for entertaining, hosting gatherings, or simply relaxing outdoors! The backyard also features custom-made raised garden planter boxes, giving you the perfect space to grow your own fresh vegetables and herbs. The attached 2-car garage and unfinished basement provide additional storage and plenty of possibilities. With its incredible lot, extensive updates, spacious layout, and beautiful outdoor space, this is one you won't want to miss. Schedule your showing today!

410 Preswick Court, Oswego

$439,990

4 Beds ⋅ 3 Baths ⋅ 12793152 MLS ⋅ NEW Status

Welcome home to 2479 Barbera Dr! The Sloan floorplan is located at the beautiful amenity filled Sonoma Trails Community in Oswego, IL. Home will be available for winter move-in. This scenic homesite will include a fully sodded yard and landscaping package. The Sloan plan offers over 1,900 square feet of living space with 4 bedrooms and 2.5 baths. Enjoy this open concept home with natural light throughout your main level. Coming through your front door you'll find your powder room and coat closet in your foyer. The great room, dining room, and kitchen flow effortlessly together, making it your home the perfect entertainment space. Your kitchen features 42" designer cabinetry with quartz countertops, and a pantry. Walking up the beautiful rod iron staircase you will find your private oasis with your primary bedroom on its own side of the top floor complete with an en suite bathroom complete with a raised dual quartz vanity and walk in closet, and linen closet. Enjoy the convenience of a top floor walk in laundry room and all secondary bedrooms upstairs with a full second bathroom with a dual vanity and linen closet. All Chicago homes include our America's Smart Home Technology. Exterior/interior photos of similar home, actual home as built may vary.

2479 Barbera Drive, Oswego

$419,900

2 Beds ⋅ 2 Baths ⋅ 12793506 MLS ⋅ ACTIVE Status

Welcome home to your dream home on Homeview Drive in the sought-after Steeplechase 55+ community! This gorgeous 2-bedroom, 2-bath home has been meticulously maintained, freshly painted, and lovingly cared for, offering a truly move-in-ready opportunity! A charming front porch with covered entry welcomes you into a beautiful hardwood foyer, spacious dining room, inviting guest suite, and versatile den with elegant French doors. The open floor plan is perfect for entertaining, while beautiful maple doors, cabinetry, and convenient roll-out shelving add warmth, character, and functionality throughout. Enjoy additional living space in the partially finished basement, complete with two generous crawl spaces for storage. Major improvements offer peace of mind, including a new furnace, central air conditioning, and water heater in 2024, plus a roof less than six years old! Step outside to your own beautifully landscaped retreat featuring a fenced yard, lush greenery, and concrete patio perfect for relaxing or entertaining. Enjoy the convenience of nearby shopping, dining, healthcare, parks, walking paths, and recreational amenities, including pickleball, tennis, volleyball, and basketball courts. Experience low-maintenance living in a wonderful 55+ community where comfort, convenience, and pride of ownership come together. This exceptional home is ready for its next chapter. Meticulously maintained, beautifully appointed, and truly move-in ready-this is the lifestyle and home you've been waiting for!

520 Homeview Drive, Oswego

$649,900

4 Beds ⋅ 2 Baths ⋅ 12793028 MLS ⋅ NEW Status

Country charm meets modern updates at this beautifully refreshed farmhouse on over 5 acres in unincorporated Oswego! A long driveway welcomes you to a scenic setting with beautiful views and room to spread out. Featuring 4 bedrooms and 2 full bathrooms, the home offers freshly painted interiors, refinished hardwood floors, fresh carpeting, and modern fixtures throughout. The kitchen showcases quartz countertops, beautiful cabinetry, and stainless steel appliances. A large outbuilding/garage offers ample space for storage, equipment, and hobbies, while an additional outbuilding features a horse stable. Enjoy wide open outdoor space and the peaceful appeal of country living just a few miles from downtown Oswego. Offering acreage, character, modern updates, and incredible potential, this truly one-of-a-kind property has room to live, work, store, and grow!

3174 Plainfield Road, Oswego

$550,000

4 Beds ⋅ 3 Baths ⋅ 12774883 MLS ⋅ ACTIVE Status

Enjoy the perfect blend of privacy, space, and comfort with this unique property in Oswego, Illinois! Tucked away in a peaceful, secluded setting, this home offers the feel of country living while remaining conveniently close to local shopping, dining, and everyday amenities. Featuring 4 bedrooms and 2.5 beautifully remodeled bathrooms, this home showcases a variety of updates throughout, including custom touches that add character and make the space feel truly special. Thoughtful improvements and unique details throughout the home create a warm, inviting atmosphere with a blend of comfort and style. Outside, enjoy a spacious yard with plenty of room to entertain, relax, garden, or simply take in the peaceful surroundings. The large shop is a standout feature, offering endless possibilities for hobbies, projects, storage, equipment, or workspace. Whether you're looking for room for your toys, a place to work on projects, or extra space to fit your lifestyle, this property delivers versatility that is hard to find. If you've been searching for a home that offers privacy, custom character, modern updates, and room to spread out, this property is a rare opportunity to enjoy the best of rural living in Oswego. Come experience the space, tranquility, and possibilities this special property has to offer! Motivated seller! Property is being sold AS-IS, presenting an opportunity for buyers to bring their vision and make this property their own.

11 Ottawa Court, Oswego

$564,000

4 Beds ⋅ 4 Baths ⋅ 12793068 MLS ⋅ ACTIVE Status

INCREDIBLE VALUE & located in District 115's highly rated Yorkville Schools! Welcome home to this stunning residence, designed for both everyday living and effortless entertaining! This incredible home features a spacious open concept floor plan filled with natural light and showstopping features, including gorgeous arched doorways and an impressive family room with soaring vaulted ceilings, a beautiful focal point fireplace, and expansive double windows. The fabulous kitchen offers ample cabinetry, generous counter space, a pantry and an eat-in dining area, all perfectly open to the main living space. A first-floor office and convenient mudroom and laundry room off the attached 3-car garage add both function and flexibility. Upstairs, enjoy generous bedrooms with abundant closet space, including the luxurious primary suite featuring a large walk-in closet and a beautifully updated spa-like bathroom. The finished basement is an entertainer's dream, complete with high ceilings, an additional bedroom with a large walk-in closet and full bathroom, amazing bar area, recreational space and incredible storage. Step outside to enjoy the fabulous backyard and paver patio, perfect for relaxing or hosting gatherings. Fantastic location just minutes from shopping, dining, and more! So many updates: Roof 2023, Water Heater 2026, Dishwasher 2026, Garage Doors 2024, Newer Windows, Newer Primary Bathroom and Fresh Paint

115 Pineridge Drive, Oswego

$529,900

4 Beds ⋅ 4 Baths ⋅ 12792492 MLS ⋅ ACTIVE Status

Beautiful 4 bedroom, 3.5 bath home located in the heart of Prescott Mill on a premium cul-de-sac lot with desirable eastern exposure! Step into the stunning two-story foyer filled with natural light, flanked by formal living and dining rooms perfect for entertaining. The open-concept main level features a spacious den/office with large windows and an adjacent powder room, flowing seamlessly into the expansive family room and gourmet kitchen. The kitchen is designed to impress with 42" cabinetry, quartz countertops, a large island with breakfast bar seating, walk-in pantry, and all stainless steel appliances, including a refrigerator replaced in March 2024. Step outside to the raised deck overlooking an impressive 900 sq. ft. Unilock brick patio - ideal for outdoor gatherings and relaxation. The second level offers an oversized primary suite complete with a sitting area, vaulted ceiling bath, dual sink vanity, walk-in shower, Jacuzzi tub, and spacious walk-in closet. Three additional generously sized bedrooms share a full bath with double sinks. The fully finished deep-pour walkout basement adds incredible living space featuring a pre-wired theater setup, water-resistant flooring, and a full bath - perfect for entertaining, recreation, or related living. Additional highlights include a 3-car garage, owned water softener, dual-motor sump pump less than a year old, whole-home humidifier approximately 4 years old, 4th generation Nest Learning Thermostat, and security system. Conveniently located near shopping, dining, parks, and entertainment, this exceptional home offers space, comfort, and luxury throughout!

321 Parker Place, Oswego

$625,000

4 Beds ⋅ 4 Baths ⋅ 12787841 MLS ⋅ ACTIVE Status

Tired of boring subdivision architecture? Looking for a little space between the neighbors but still enjoy the conveniences of being in-town? Want a floorplan that works great when hosting a crew but still has cozy components for the quieter life moments? Here is your UNICORN! It's rare to come across a home with this much character AND a magnificent 1.87 acre lot just one block to downtown Oswego, including a buildable lot! This mid-century modern home is surrounded by a wealth of trees plus it has a fenced in area with a firepit conveniently off of the deck. The main level is vast and the open floorplan is great for entertainment, including a recently remodeled eat-in Kitchen with a breakfast bar & table space, a sun drenched Four-season Room that maximizes the views, a spacious Living Room with one of two fireplaces, and a Den full of character that could easily be a 5th Bedroom. On the upper level there are 3 large Bedrooms set apart from the Master Sanctuary that includes a private balcony, two walk-in closets, and a beautifully tiled Bathroom. Additionally, the expansive finished lower level can be accessed from the Kitchen as well as the Garage, which ties into the 500 square foot workshop. Inside the second fenced portion of the yard is an 8' deep, 16x36 in-ground pool with newer mechanicals including a pump that was just installed in September 2026. This suburban oasis has the privacy you are looking for yet it is only blocks away from several parks and the Fox River trail. Please note there are two PINS with the Village of Oswego confirming that the front lot is buildable by connecting to city water and public sewer. New items include gutters, gutter guards & downspouts ('26), refrigerator ('26), hot water heater ('25), radon mitigation system ('23), high efficiency furnace & air conditioner ('22), pool heater & refurbished pool pump ('22), roof and siding ('19), the list goes on!

150 N Madison Street, Oswego

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Oswego Homes for Sale

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