Oswego Homes under $500,000

Welcome to Oswego, Illinois – a charming village nestled in the heart of Kendall County, just a short drive from the bustling city of Chicago. Known for its picturesque landscapes and vibrant community spirit, Oswego is the perfect blend of suburban tranquility and urban convenience. With a rich history dating back to the 1830s, this delightful town offers a warm atmosphere, making it an ideal place for families, young professionals, and retirees alike.

Oswego boasts a variety of amenities, including beautiful parks, highly-rated schools, and a lively downtown area filled with boutique shops and delightful dining options. Residents enjoy the serene beauty of the Fox River, which meanders through the town, providing ample opportunities for outdoor activities such as kayaking, fishing, and hiking along scenic trails.

For those looking to settle down in this idyllic setting, Oswego offers an impressive selection of homes under $500,000. Whether you're in search of a cozy starter home, a spacious family residence, or a modern townhouse, you'll find an array of options that cater to diverse tastes and budgets. Many of these homes feature contemporary designs, updated amenities, and lovely outdoor spaces, making them perfect for both relaxation and entertaining.

With its friendly community, excellent schools, and affordable housing options, Oswego is a hidden gem in Illinois that promises a high quality of life. Come explore the charm of Oswego and discover your dream home in this inviting village!

Newest Oswego Homes under $500,000

$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

172 Presidential Boulevard Unit #172, Oswego

$324,000

3 Beds ⋅ 2 Baths ⋅ 12775742 MLS ⋅ NEW Status

Ready to move in 3 bedroom, 1.5 bath recently upgraded house with wood laminate floors in living and dining area. New carpet, new appliances and new bathrooms and paint.

172 Presidential Boulevard Unit #172, Oswego

$379,990

3 Beds ⋅ 3 Baths ⋅ 12775477 MLS ⋅ NEW Status

Discover yourself at 2277 Barbera Dr., Oswego, Illinois, a beautiful new home in our Sonoma Trails community. This END UNIT townhome is ready for fall move-in! Homesite includes a fully sodded yard that is maintained throughout the year as well as snow removal in the winter. This Norfolk townhome plan offers over 1,500 square feet of living space with 3 bedrooms plus a loft, 2.5 baths, a mudroom and a 2-car garage. As soon as you step inside, you'll be greeted by our open concept living area, featuring luxury vinyl plank throughout the main living areas. The expansive kitchen overlooks the dining and great room areas, making it the ideal space to entertain. Additionally, your kitchen features designer 42-inch cabinetry, a spacious island with quartz countertops, and pantry. Enjoy your large primary bedroom with a walk-in closet and connecting en suite bathroom. The rest of the upper level features a laundry room, secondary bedrooms with a full second bath, and linen closet. You'll find luxury vinyl plank flooring throughout the main level living space, bathrooms, and laundry. All Chicago homes include our America's Smart Home Technology. Exterior and interior Photos are of similar home and model home. Actual home built may vary.

2277 Barbera Drive, Oswego

$355,000

3 Beds ⋅ 3 Baths ⋅ 12768994 MLS ⋅ NEW Status

Wow! This Seasons at Southbury townhome is better than brand new! Enjoy the courtyard view! Just built in 2022, you've got all the goodies that were upgraded such as the wrought iron spindles on the staircase, LVP flooring on the main level, recessed lighting, 42" kitchen cabinets and gleaming quartz counters. Modern smart home features - plus seller has added blinds throughout, new hardware on the cabinets, ceiling fan in the primary and a wash basin in the lower level laundry room! The sunny living room flows right into your oversized kitchen and breakfast room. It features gorgeous rich mocha cabinetry, a hall closet, a pantry closet, all stainless steel appliances and direct access to your spacious balcony! Upstairs, your primary suite is a true retreat with a ceiling fan, an incredible walk in closet and a wonderful en suite with a dual sink vanity, huge shower and private water closet. The 2 additional bedrooms on this level are bright and sunny and have excellent closet space. There is an additional full bathroom on this level! In the lower level, you will find an excellent bonus room for the perfect den or work from home space, tons of additional storage in the closet and under the stairs, and a large mudroom equipped with a wash basin and storage shelves. This home is Wi-Fi certified it boasts Smart Home Automation technology, a wireless touch entry, and a video doorbell. This is such an amenity rich subdivision, you'll never run out of activities to do! You're just a few steps to the gorgeous clubhouse/exercise facilities and pool, tennis courts, walk to the elementary school, stroll for miles on the paved walking paths, enjoy the parks throughout and so much more. This location also features additional guest parking right out back. Walk on up into your new townhome today, it's turn key ready for you!

403 Shadow Court, Oswego

$425,000

4 Beds ⋅ 3 Baths ⋅ 12775191 MLS ⋅ NEW Status

Welcome to sought-after Windcrest of Oswego, where mature tree-lined streets, distinctive homes & spacious lots create a neighborhood that feels established and special - all just 1 mile from the Fox River Trail and 2 miles from downtown Oswego! Set on an impressive .41-acre lot with gorgeous mature trees, this 4-bedroom, 2.1-bath home offers something increasingly hard to find: space, privacy & peace - inside and out. Freshly painted and light-filled, the home features hardwood floors throughout the spacious bedrooms, brand new luxury vinyl in the family room and NO carpet anywhere! Eat-in kitchen with breakfast area, island with seating, abundant cabinetry & pantry! Cozy wood-burning fireplace in the family room, charming built-ins, 1st floor laundry, mudroom and a fabulous 3-season sunroom. Enjoy your own private retreat with an in-ground pool, huge fenced yard, fire pit, beautiful mature trees - plenty of room to swim, entertain, play or simply relax and enjoy the outdoors. All-electric home with a ducted heat-pump system providing heating & central air, plus individually controlled ductless heat-pump units in each bedroom for additional heating & cooling comfort. Newer windows, attached 2-car garage & unfinished basement offering plenty of storage and future possibilities. Nearby 2,000 square foot PLUS a basement, oversized lot, private in-ground pool, an incredible Oswego location and NO HOA! So much space, character, potential and value in one of Oswego's most established neighborhoods! Don't delay - schedule your showing today!

21 Partridge Square, Oswego

$489,900

4 Beds ⋅ 3 Baths ⋅ 12773973 MLS ⋅ NEW Status

Freshly painted throughout and ready for immediate occupancy, this beautiful 4 bedroom, 2.5 bath home offers spacious living areas, wood and tile flooring and exceptional features both inside and out! Soaring 2 story entry with 16" ceramic tiles through to the kitchen. Hardwood flooring in living room,dining room and family room.The spacious kitchen features abundant cabintry, buffet area and large pantry. A charming butler's pantry connect the kitchen to the formal dining room, creating the perfect setup for entertaining. Just off the kitchen, the inviting family room features a stunning stone fireplace, make it an ideal space to relax and unwind.The spacious primary suite offer a private bathroom with double sinks, a luurious whirlpool tub, and a separate shower. Three additional generously sized bedrooms and a full hall bathroom provide plenty of room for the family, guest or a home office. Additional highlights include a basement offering extra storage or potential for additional living space, and is plumbed for an additional bath. The professional landscaped yard and beautiful brick patio with a pergola is perfect for outdoor dining, entertaining, or simply enjoying the outdoors. Don't miss the opportunitey to make this beautiful home yours! Move in today and enjoy the space, charm and features this home has to offer.

207 Willington Way, Oswego

$345,000

3 Beds ⋅ 3 Baths ⋅ 12773366 MLS ⋅ NEW Status

Stylish, smart and thoughtfully designed for the way you live - this Prescott Mills tri-level offers the space, updates and low-maintenance lifestyle you've been looking for. Offering over 1,700 square feet, 3 bedrooms, 2.5 bathrooms and a low HOA, this townhouse delivers an ideal blend of comfort and convenience in one of Oswego's sought-after communities. Inside, the main level immediately feels warm and inviting with beautiful hardwood floors and an updated kitchen designed to balance style with everyday function. Trend-forward gray cabinetry, granite countertops, and black stainless steel appliances create a polished space that's equally suited to morning coffee or entertaining friends. With granite countertops carried through the bathrooms, the home offers a consistent level of thoughtful updating throughout. Upstairs is where you'll find your private retreat. Brand new carpet extends throughout all three bedrooms, including an oversized primary suite featuring a generous walk-in closet and private ensuite bath with dual sinks. Two additional bedrooms provide flexibility for family, guests or a dedicated workspace. The lower level adds even more versatility with wood-look Italian tile and a spacious flex room ready to adapt to your lifestyle - think cozy family room, home office, hobby studio or playroom. And the details behind the walls are just as appealing. The home is hardwired for internet and equipped with smart switches and a smart thermostat, making everyday living a little more connected and convenient. In the heated garage, an overhead storage rack system provides valuable organization without sacrificing parking or floor space. Outside, the setting is equally inviting. Step into the quiet common courtyard or follow the connecting walking paths toward serene pond views. Townsend Park is right within the subdivision, while shopping, dining, recreation and everyday conveniences are all close by. Located within Oswego School District 308, this is a home that makes an especially compelling first step into homeownership - with the space to grow, the updates to enjoy, and the low-maintenance lifestyle to make it easy. Opportunities to find this combination of space, smart features, peaceful surroundings, and a low HOA don't come along every day. Come see how naturally this one fits your lifestyle.

234 Devoe Drive, Oswego

$499,900

4 Beds ⋅ 3 Baths ⋅ 12773729 MLS ⋅ NEW Status

WHY WAIT TO BUILD? Built in 2025, this move-in-ready 4-bedroom, 2.5-bath Oswego home offers the look and feel of new construction with so many of the extras already done for you! Enjoy a fully established lawn, room darkening zebra blinds throughout, a water softener with warranty, ALL appliances including the refrigerator, washer and dryer with remaining warranties, plus the balance of the 10-year structural warranty. Inside, the bright, open floor plan offers plenty of room to gather, entertain and spread out. Four large bedrooms give flexibility for family, guests, a home office or whatever life needs next. Western exposure fills the home with beautiful afternoon and evening light, while the backyard is already green, established and ready to enjoy. And here's where this home really stands apart from starting from scratch: no construction timeline, no waiting for grass to grow, and no shopping for blinds, appliances, a washer and dryer or a water softener after closing. Simply move in and enjoy a home that's barely a year old! Looking for an even easier move? Furniture may potentially be included with the sale for a truly turnkey opportunity. Financing incentive may also be available-ask the listing agent for details and lender information. Quick close possible. Come see why 134 Piper Glen Avenue may be the new-construction alternative you've been waiting for!

134 Piper Glen Avenue, Oswego

$465,000

4 Beds ⋅ 4 Baths ⋅ 12772237 MLS ⋅ NEW Status

Spacious 4-bedroom Home with backyard Oasis. Welcome to 426 Badger Lane in the sought after Fox Chase subdivision in beautiful Oswego. Great home to raise a family. 4 bedrooms, 3.5 baths, huge family room, 3 car garage, huge fenced-in backyard with a newer pool and big deck. In last 5 years.... Newer windows, Siding, Roof, Water heater, Washer, Dryer, Frig, Microwave. Also newer window treatments and updated lighting fixtures. Unfinished basement waiting for your finishing touches. Owner is offering a $5000 closing credit for flooring upgrade. Please note that home has 2 primary 19x12 bedrooms with attached full bath. This home has only had one owner and there is NO HOA. The backyard is amazing..... Step outside and enjoy the 30 foot heated pool and 700 square foot deck with custom granite bean bag game boxes. It truly is perfect for entertaining or simply unwinding after a day at work. This home has a lot of living space and is truly Move-in Ready.

426 Badger Lane, Oswego

$399,900

3 Beds ⋅ 2 Baths ⋅ 12769921 MLS ⋅ NEW Status

Wow, this move-in ready 3-bedroom, 2-full-bath ranch in Oswego is an absolute standout! Nestled on a beautifully landscaped lot surrounded by mature trees for exceptional curb appeal, this home boasts an unbeatable location just minutes from downtown Oswego, the Fox River, local parks, and top-rated schools. Step inside to find a fresh, modern interior complete with crisp paint, hardwood flooring, and soft new carpet throughout. The spacious layout features both an expansive living room and a cozy family room, along with a bright kitchen equipped with abundant cabinetry, sleek quartz countertops, and stainless steel appliances. Three generously sized bedrooms and two full baths offer plenty of room to unwind, while the huge unfinished basement provides endless potential for extra living space, a workshop, or custom finishes. Complete with a 2-car garage plus an additional storage garage for all your tools and toys, this stunning home truly has it all-book your private showing today before it's gone!

53 Cebold Drive, Oswego

$419,990

3 Beds ⋅ 3 Baths ⋅ 12772996 MLS ⋅ NEW Status

Welcome to 2407 Semillon St. the Bradley floorplan at the beautiful amenity filled Sonoma Trails Community in Oswego, IL. This home is ready for quick move-in! Step inside this 1,663 square foot home with 3 bedrooms, 2.5 baths, a loft, a 2-car garage and smart home technology. 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 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 great for entertaining family and friends. Heading Up the beautiful rod iron staircase, you'll find a loft which is perfect as a home office 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. Sonoma Trails located in Oswego, IL, a charming, historic town that 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.

2407 Semillon Street, Oswego

$489,900

4 Beds ⋅ 3 Baths ⋅ 12758599 MLS ⋅ NEW Status

WHY WAIT FOR NEW CONSTRUCTION? 400 Kensington Drive blends the best of both worlds: 2,680 SF of beautifully renovated, meticulously maintained living space with quality finishes and ALL BIG-TICKET UPDATES COMPLETE, plus an established outdoor setting new construction simply can't offer. Every inch thoughtfully updated, including the gourmet kitchen and all 2.5 baths, so there is truly NO PROJECT LIST. One of the biggest updates: $50,000 of BRAND-NEW, HIGH-QUALITY Renewal by Andersen windows installed in 2025. Newer roof, furnace, A/C, water heater, humidifier, sump pump, doors, garage door, epoxied garage floor, appliances, washer and dryer-ALL the expensive projects are already behind you. A full front porch welcomes you home. Inside, the showstopping kitchen features abundant custom cabinetry, a spacious island with built-in microwave, stainless steel appliances, built-in double ovens, and sleek granite countertops. The beautifully renovated baths continue the elevated feel with thoughtful, quality finishes. Far from the hustle of the main living areas, a quiet office sits tucked just beyond the kitchen-perfect for working from home or a peaceful reading nook. Step outside and you'll discover what new construction can't give you overnight: a fully fenced yard, expansive patio, and professionally landscaped grounds filled with lush, mature plantings and trees-an outdoor setting that takes years to establish. It's your own private retreat, ready to enjoy from day one. The heated garage adds another layer of year-round convenience, with an epoxied floor and plenty of space for parking, storage, and projects. Four spacious bedrooms, gleaming hardwood floors, modern lighting, and beautifully renovated baths complete the home. Morning coffee on the porch. Afternoons in the yard. Evenings on the patio. And when you want to get outside, newly enhanced Farmington Lakes Park is nearby with a kayak launch, fishing pier, walking trails, and a pedestrian bridge over Waubonsie Creek. Close to shopping, dining, Routes 30/34, and within District 308 school boundaries. NO PROJECT LIST. NO WAITING. JUST MOVE IN, UNPACK, AND ENJOY. WELCOME HOME.

400 Kensington Drive, Oswego

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