Oswego Real Estate

Welcome to Oswego, Illinois—a charming village nestled in the heart of Kendall County, where small-town warmth meets modern conveniences. With its picturesque landscapes and rich history, Oswego is a hidden gem that offers residents a vibrant community and a high quality of life.

Oswego boasts a delightful blend of suburban tranquility and urban accessibility. Located just 45 minutes from downtown Chicago, this thriving village provides residents with easy access to the city’s bustling cultural scene while allowing them to retreat to the serene beauty of their hometown. The Fox River, which winds gracefully through the area, offers scenic views and recreational opportunities, making it a favorite spot for outdoor enthusiasts. Families can enjoy a plethora of parks, walking trails, and sports facilities, ensuring there’s always something to do.

Education is a cornerstone of the Oswego community, with highly-rated schools that prioritize student success and well-being. The local school district is known for its commitment to excellence, providing a nurturing environment for children to grow and thrive.

Oswego’s downtown area is a charming blend of historic architecture and modern amenities. With boutique shops, delightful cafes, and a variety of dining options, it’s the perfect place to spend a leisurely afternoon. The community also hosts numerous events throughout the year, including festivals, farmers' markets, and outdoor concerts, fostering a strong sense of camaraderie among residents.

Whether you're looking for a place to raise a family, start a career, or simply enjoy a peaceful lifestyle, Oswego is a wonderful choice. Come discover the warmth and charm of this vibrant village—your new home awaits!

Newest Listings in Oswego

$564,990

4 Beds ⋅ 3 Baths ⋅ 12779843 MLS ⋅ NEW Status

Welcome to 1444 Vintage Dr, a beautiful new home in the Sonoma Trails community in Oswego, IL. This home is situated on a premium homesite with peaceful pond views, a full lookout basement, a fully sodded yard, and professionally landscape package. This home is MOVE IN READY! This beautiful Coventry floorplan features 2,836 square feet of living space with 4 bedrooms, 2.5-baths, and a 2-car garage. Step inside to find an open-concept layout starting with a flex room great for an office, formal dining room or an additional sitting area. As you walk farther into the home you will notice an impressive family room with loads of natural light perfect for entertaining. The heart of the home is the upgraded gourmet kitchen, showcasing a KitchenAid appliance package, quartz countertops, a spacious island, and elegant 42" designer cabinetry. A butler's pantry adds convenience and extra storage-ideal for hosting and everyday living. Upstairs, you'll find 4 generously sized bedrooms plus a versatile loft, perfect for a home office, media room, or play area. A full lookout basement is included, offering endless potential for future expansion or storage. All Chicago homes include our America's Smart Home Technology. Photos are of similar home and model home. Actual home built may vary.

1444 Vintage Drive, Oswego

$644,990

5 Beds ⋅ 3 Baths ⋅ 12779842 MLS ⋅ NEW Status

Welcome to 1486 Vintage Dr. Oswego, Illinois a beautiful new home in our Sonoma Trails community. This homesite includes a full basement, 3-car garage, fully sodded yard and landscaping package. This home is ready for quick move-in! The Emerson plan offers 3,044 square feet of living space with 5 bedrooms, and 3 full baths, a loft plus a flex room, perfect for a first-floor office or additional sitting area. As you enter the home you are greeted by a 2- story entry way and 9-foot ceilings throughout the first floor. Entertaining will be easy in this open-concept kitchen equipped with a gourmet kitchen package that provides ample storage. The kitchen boasts a large island with an overhang for stools, 42-inch designer cabinetry with crown molding and soft close drawers and doors plus a butler pantry. Additionally, the kitchen features Kitchen Aid stainless-steel appliances, quartz countertops, and luxury vinyl plank flooring. Continuing onto the main level you will flow into your large living area filled with natural light and room to spread out. The main bedroom suite has a large walk-in closet and private bath featuring a raised dual bowl vanity, luxury vinyl plank floors, quartz vanity top, large shower, and a linen closet. Convenient walk-in laundry room, 3 additional bedrooms with a full second bath and a linen closet complete the second floor. All Chicago homes include our America's Smart Home Technology. Photos of similar home, actual home as built may vary.

1486 Vintage Drive, Oswego

$539,990

4 Beds ⋅ 3 Baths ⋅ 12779787 MLS ⋅ NEW Status

Discover yourself at 2310 Hirsch Rd. Oswego, Illinois, a beautiful new home located in our Sonoma Trails community. This home will be ready for a winter move in! The Henley plan offers 2,600 square feet of living space with 4 bedrooms, 2.5 baths, flex room, 9ft ceilings on first floor, and a FULL BASEMENT. Entertaining will be easy in this open-concept kitchen family room and dining layout with a large island with an overhang for stools, 42-inch designer cabinetry with crown molding and soft close doors and drawers. Additionally, the kitchen features a walk-in pantry, modern stainless-steel appliances, sparkling quartz countertops, and easy-to-maintain luxury vinyl plank flooring throughout the first floor! Finishing off the main floor you will have an XL Mud room and storage closet. Enjoy your private getaway with your large primary bedroom and en suite bathroom with a raised height dual sink, quartz top vanity, walk-in-shower with clear glass shower door. Convenient walk-in laundry room, 3 additional bedrooms with a full second bath and a linen closet complete the second floor. All Chicago homes include our America's Smart Home Technology. Exterior/interior photos of similar home, actual home as built may vary.

2310 Hirsch Road, Oswego

$404,900

5 Beds ⋅ 3 Baths ⋅ 12779338 MLS ⋅ NEW Status

Welcome to this refreshed 5-bedroom home in Oswego's Hometown neighborhood. A white picket fence and covered front porch with ceiling fans greet you out front, and inside the open main level feels bright with wood-laminate floors and fresh paint. Just off the entry, a flexible office or den with French doors gives you an easy work-from-home spot. The eat-in kitchen has an island, barn-door pantry, and newer microwave and dishwasher. A half bath and laundry/mudroom lead straight to the attached 2-car garage. Slab foundation, so no basement to maintain. Upstairs are five bedrooms, including a primary suite with vaulted ceilings, a walk-in closet, and a private bath with double sinks and a separate shower. The second full hall bath also has double sinks. Updates include a new furnace (February 2026), roof (2019), paint (2025), hardware, and refreshed outlets, switches, and trim. Out back, a fully fenced yard with patio, pergola, and dog run is ready for pets and weekends. Close to Fox Chase Elementary, neighborhood parks, and downtown Oswego. Low HOA. Book your tour today!

123 Eisenhower Drive, Oswego

$290,000

3 Beds ⋅ 3 Baths ⋅ 12729821 MLS ⋅ NEW Status

Welcome home to this beautifully maintained 3-bedroom, 2.5-bathroom two-story condo! As an end unit, this home offers added privacy and peaceful views from your patio that backs up to a tree lined setting. The bright, inviting main level features durable laminate flooring and a well-appointed kitchen with stainless steel appliances. Upstairs, you'll find three comfortable bedrooms, including a spacious primary suite with walk in closet. Enjoy the ease of an attached garage and the low-maintenance lifestyle condo living provides. With a desirable layout, great natural views, and plenty of space to call your own, this home is a must-see! Many updated done including: new Carpet 2024, New washer and dryer 2025, new dishwasher 2025, new garage door opener 2024, new nest theromstat 2026, garbage disposal 2021, and roof in 2018.

109 Waterbury Circle Unit #109, Oswego

$490,000

4 Beds ⋅ 3 Baths ⋅ 12779042 MLS ⋅ NEW Status

Welcome to 533 Treasure Dr, a well-maintained 4-bedroom, 2.5-bath home with a beautiful backyard setting overlooking the lake. The home has been cared for and offers a great opportunity for the next owner to make it their own with just a little fresh paint and personal touches. Major updates are already complete, including a brand-new furnace and air conditioner installed in 2025 and a roof replaced in 2019. Enjoy peaceful water views from the backyard and a comfortable layout with plenty of space for everyday living and entertaining. This home is move-in ready and waiting for its next owners to call it home.

533 Treasure Drive, Oswego

$1,225,000

3 Beds ⋅ 2 Baths ⋅ 12779031 MLS ⋅ NEW Status

10 AC of agricultural land featuring a 3-bedroom, 2-bath ranch home on a fully fenced property located in unincorporated Oswego. The property includes four adaptable outbuildings providing ample room for equipment, animals, or a home-based business, along with a swimming pond complete with sandy beaches and stocked with fish, including large koi. Located near schools, restaurants, shopping, and entertainment options, this property blends rural tranquility with modern amenities. Great investment opportunity. Adjacent 9.04 AC parcel is also separately available, offering potential for assemblage. Do not enter property without approved showing request.

1451 Johnson Road, Oswego

$375,000

3 Beds ⋅ 3 Baths ⋅ 12778398 MLS ⋅ NEW Status

Welcome to 16 Sherwick Rd, a spacious and inviting 5-bedroom, 3-bathroom home nestled on a quiet street in Oswego, offering an open floor plan, abundant storage, and a peaceful setting surrounded by mature trees. This home offers a versatile layout designed for comfortable everyday living and entertaining. The main level features a bright living room, dining area, and kitchen with an eating area, breakfast bar, center island, and pantry, creating a welcoming space for gatherings. Three bedrooms are conveniently located across the main level, while the basement provides additional living space and two more bedrooms, offering excellent flexibility for guests, a home office, hobbies, you name it! Numerous improvements enhance the home's comfort and appeal. New luxury vinyl plank flooring was installed throughout most of the main level in June 2026. The main bathroom was updated and the main living areas received new paint in June 2026. A 6-foot cedar privacy fence was added in March 2025, creating a private outdoor setting, while all main-level windows were replaced in June 2025 with a transferable warranty to the next owner. Enjoy an exceptional location close to everyday conveniences and recreation. The home is mere minutes to the Civic Center and its pool and is less than a five-minute drive to the community center with indoor pool, golf course, Fox River, and downtown Oswego. Costco and Sam's Club are approximately 10 minutes away. Residents will also appreciate access to highly regarded local schools. This home combines a desirable location, thoughtful updates, flexible living space, and a peaceful neighborhood setting. Schedule your showing today!

16 Sherwick Road, Oswego

$619,990

4 Beds ⋅ 3 Baths ⋅ 12778392 MLS ⋅ PRICE CHANGE Status

*Below Market Interest Rate Available for Qualified Buyers* Welcome to the Essex! Offering the perfect blend of beautiful design and functionality, this floorplan comes with 4 bedrooms, 2.5 bathrooms, a 3-car garage, and over 2,800 square feet. Step in through the front door where a versatile flex room sits just off the foyer. Continue through the foyer, past the staircase and coat closet, and into the expansive family room where this floor opens up. The family room seamlessly connects to the breakfast nook and kitchen. Cook, bake, and meal prep with ease in this thoughtfully designed kitchen, which includes the following: Cabinetry lining the perimeter Large center island GE appliances You'll also find the den on the first floor, perfect for a home office. Venture upstairs where everyone has his or her own space to call their own, including 3 secondary bedrooms, an owner's bedroom with an en-suite bathroom, a full hall bathroom, a laundry room, and a spacious loft. Relax and recharge in your stunning owner's suite! The en-suite bathroom comes equipped a dual sink vanity, a spacious, tiled shower, large soaking tub and walk in closet. Rounding out this home is a full basement. Contact our team today for more details about the Essex plan at Piper Glen in Oswego! *Photos and Virtual Tour are of a model home, not subject home* Broker must be present at clients first visit to any M/I Homes community. Lot 57

410 Tanya Lane, Oswego

$419,990

3 Beds ⋅ 2 Baths ⋅ 12778379 MLS ⋅ PRICE CHANGE Status

*Below Market Interest Rate Available for Qualified Buyers* Brand new construction in Oswego! Introducing the Clayton floorplan! This single-story plan from our Somerset Series boasts 1,700 square feet of living space, 3 bedrooms, 2 full bathrooms, and a strategically designed, open-concept layout. Step from the covered front porch and into the foyer. The secondary bedrooms and full bathroom they share are situated just off the entrance. The family room, kitchen, and dining room all flow into the other, providing the optimal space for hosting holiday gatherings or dinner parties with friends! The highlight of this living area is the extra-long island with an overhang on one end for high-top seating and a sink on the other side with cabinetry beneath. Store all your snacks and dry goods in the walk-in pantry. This kitchen has it all! Retreat to the private owner's suite in the back corner, featuring an en-suite bathroom and a walk-in closet. If you find yourself picturing life in a Clayton home, give our team a shout! We're here to help guide you through your home search and answer any questions that come up throughout, and we're eager to share more about this Oswego floorplan. Broker must be present at clients first visit to any M/I Homes community. Lot 299

747 Alberta Avenue, Oswego

$510,000

3 Beds ⋅ 3 Baths ⋅ 12777573 MLS ⋅ NEW Status

Welcome to this beautifully maintained single family home located in the Villas of Southbury, offering low-maintenance living in a thriving 55+ adult community! Step inside to gleaming hardwood floors throughout, complemented by immaculate finishes and soaring cathedral ceilings. The large sunroom near the kitchen fills the space with light and openness. The main-level master bedroom features hardwood floors, high ceilings, and a full bathroom double sink bathroom and walk-in closet en-suite. Hardwood floors in the master were replaced in 2022. There is a spare bedroom on the main-level with a full bathroom nearby. Upstairs you'll find the spacious third bedroom and full bath along with a large loft space perfect for a home office or lounge area. Need extra storage? There is a full basement and crawl space that has you covered. Outside you'll find a beautiful patio with a pergola perfect for relaxing evenings. New paint, carpeting, and lighting done in 2024. New roof, water heater, and sump pump in 2023. The clubhouse features resort-style amenities offering two pools, a fully equipped gym, a lounge area and library. Schedule your showings today!

809 Colchester Drive, Oswego

$369,000

3 Beds ⋅ 3 Baths ⋅ 12776470 MLS ⋅ NEW Status

Welcome to this spacious 3-bedroom, 2.1-bath townhome in the desirable Seasons at Southbury community in Oswego. Offering approximately 2,200+ square feet of thoughtfully designed living space, this Chelsea model provides an open and functional floor plan with room to live, work, relax and entertain. The main level features an inviting open-concept layout with a generously sized living room, dining area and well-appointed kitchen with an island, ample cabinetry and plenty of counter space. The living room overlooks the rear deck, creating a comfortable extension of the living space and a great spot to enjoy your morning coffee or unwind at the end of the day. Upstairs, you'll find three bedrooms, including a spacious primary suite with a private bath and walk-in closet, along with two full bathrooms for added convenience. The finished lower level provides valuable additional living space and includes the laundry area, storage and flexible bonus space that can be used as a home office, exercise area, media room, playroom or additional gathering space. Additional highlights include a 2-car attached garage, private entrance, central air, durable vinyl plank flooring in key areas and plenty of storage throughout. Enjoy the ease of maintenance-free living with exterior maintenance, lawn care and snow removal included through the association.

424 Shadow Court, Oswego

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