Oswego Real Estate

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

$389,900
3 Beds ⋅ 4 Baths ⋅ 12710104 MLS ⋅ NEW Status
FORMER PREMIER MODEL HOME WITH EXCEPTIONAL UPGRADES AND BEAUTIFUL LAKE VIEWS! Experience elevated townhouse living in this builder's former Premier model, offering more than 2,249 square feet, three spacious bedrooms, two full and two half baths, and tranquil lake views. Premium features include hardwood flooring, elegant wainscoting, rich Merillat cabinetry, granite countertops, and stainless-steel appliances. The impressive primary suite offers two custom-organized walk-in closets and a spa-inspired bath with a Jacuzzi tub and separate full-body shower. The partially finished basement adds valuable living space with a large recreation room, game area, entertaining space, and half bath. Located directly across from Prairie Point Community Park and convenient to nearby schools, shopping, and recreation. HOA dues are only $195 per month and include access to a brand-new clubhouse, swimming pool, and fitness center. Professionally cleaned carpeting and windows make this exceptional home truly move-in ready

199 Dorset Avenue, Oswego
$644,840
4 Beds ⋅ 3 Baths ⋅ 12723080 MLS ⋅ NEW Status
BRICK FRONT * EXPANDED BASEMENT OPTION * SPECIAL FINANCING OFFERS AVAILABLE! NOVEMBER DELIVERY! Homesite #0090. Discover the Raleigh, a home expertly planned to combine style and everyday comfort. This spacious layout offers four bedrooms, two and a half bathrooms, a dedicated study to suit your lifestyle, in addition to an In-Law suite with a second floor laundry upgrade. 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 two generous walk-in closets and a spa-like en-suite bathroom with dual sinks and a deluxe shower. Three additional bedrooms share a full bathroom, and the main-level laundry room adds ease to your daily routine. 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 CYPRESS color siding with Old Lafayette 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.

321 Danforth Drive, Oswego
$499,900
5 Beds ⋅ 3 Baths ⋅ 12722951 MLS ⋅ NEW Status
Welcome to your dream Home! This Custom Built Home features 4000 sq ft of livable space in this beautifully updated 5-bedroom, 2.5-bathroom home is located in one of Oswego's most sought-after neighborhoods. Featuring spacious living areas, modern finishes. Highlights include, 5 generously sized bedrooms, 2.5 updated bathrooms, Stylish kitchen with contemporary updates, Bright, open-concept living spaces, 5th bed/Den on Main level, Attached 2 car garage & great backyard space, Fully fenced with built in fire pit. Nestled in a vibrant community with access to parks, trails, and a scenic lake. Just a short walk to Prairie Point Park-home to 4th of July fireworks, Oswego farmers market, a splash pad, skate park, sledding hill, and multiple sports fields. Whether it's summer fun or winter adventures, there's something for everyone right outside your door. Don't miss your chance to live in this amazing location-schedule your showing today!

553 Danbury Drive, Oswego
$524,900
5 Beds ⋅ 4 Baths ⋅ 12675936 MLS ⋅ NEW Status

212 Mondovi Drive, Oswego
$535,000
4 Beds ⋅ 3 Baths ⋅ 12721973 MLS ⋅ NEW Status
Welcome home to this charming 4-bedroom, 3-bathroom waterfront retreat, thoughtfully designed for comfortable everyday living and effortless entertaining. Filled with natural light and serene water views, the main level features an airy two-story living room and an open gourmet kitchen, perfect for home-cooked meals and weekend gatherings. A versatile den and full bath complete the main floor, offering an ideal space for a home office, guest room, or potential main-level bedroom suite. Upstairs, wake up to peaceful water views from the spacious primary suite, complete with two walk-in closets and a generously sized ensuite bath designed for everyday comfort. Two secondary bedrooms share a convenient Jack & Jill bathroom, and a dedicated upper-level laundry room adds everyday convenience. Step outside to your own peaceful backyard retreat, where tranquil waterfront views create the perfect setting for morning coffee, gardening, or relaxing evenings around the brick patio's built-in firepit. The expansive full basement offers abundant storage today and endless possibilities for future living space, whether you envision a recreation room, home gym, home theater, or additional guest space. Conveniently located across from the elementary school and offering easy access to the community pool, tennis courts, clubhouse, shopping, dining, and everyday conveniences, this home offers the perfect blend of comfort, convenience, and beautiful waterfront living.

815 Preston Lane, Oswego
$525,000
3 Beds ⋅ 3 Baths ⋅ 12720828 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. 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. 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
$480,000
3 Beds ⋅ 3 Baths ⋅ 12703851 MLS ⋅ NEW Status
Welcome to Tranquil Waterfront Living on the Ponds at Mill Race! Experience breathtaking waterfront views from this beautifully situated premium tree-lined lot overlooking the picturesque pond. Relax with your morning coffee or unwind at sunset on the stamped concrete patio, surrounded by the serenity of nature. This exceptional home is designed for both everyday comfort and effortless entertaining. The serene enclosed sunroom provides the perfect space to gather with family and friends while enjoying year-round pond views. Highlights include: Premium waterfront lot with stunning pond views, Beautiful tree-lined setting offering privacy and tranquility, located at the end of a cul-de-sac, Spacious living room with soaring vaulted ceilings, Generous Master Bedroom featuring an Ensuite bath and abundant closet space, enclosed sunroom perfect for entertaining or relaxing, Stamped concrete patio overlooking the water and an Oversized 3-car garage with ample storage Whether you're seeking peaceful waterfront living or a home designed for hosting memorable gatherings, this Ponds at Mill Race gem offers the perfect blend of comfort, beauty, and convenience. Close to shopping, schools and nearby bike paths that lead you to the Fox River bike path. Don't miss this opportunity to enjoy waterfront living at its finest!

311 Francesca Court, Oswego
$460,000
4 Beds ⋅ 3 Baths ⋅ 12713393 MLS ⋅ ACTIVE Status
Welcome to 36 Crofton Court, where charm meets one of the best backyard views in Oswego! Nestled on a quiet cul-de-sac with no HOA, this traditional 4-bedroom, 2.5-bath home offers the kind of setting that's becoming harder to find; peaceful pond views, mature trees, and a backyard that feels like your own private retreat. Whether you're sipping your morning coffee on the low-maintenance Trex deck, watching the herons, ducks, and other wildlife, or simply enjoying the view from the kitchen table, this home invites you to slow down and stay awhile. Inside, you'll find a spacious and functional layout with generously sized living spaces, a large kitchen overlooking the water, and a welcoming family room with fire-place, perfect for gathering with family and friends. The oversized first-floor laundry room adds everyday convenience, while all four bedrooms are located upstairs, including a primary suite with private bath. This home has been well maintained over the years and offers peace of mind with newer roof, HVAC system, water softener, sump pump, and water heater. Chimney has recently been built and garage door has been replaced. While it could benefit from cosmetic updates, the big-ticket items are already done, giving you the opportunity to personalize the finishes and truly make it your own. Complete with a full basement, beautiful outdoor living spaces, and an unbeatable pond-front setting, this is the perfect opportunity for buyers looking for solid bones with a fantastic location.

36 Crofton Court, Oswego
$540,000
4 Beds ⋅ 3 Baths ⋅ 12719947 MLS ⋅ ACTIVE Status
Welcome to 804 Sparkle Court, tucked away on a quiet cul-de-sac in one of Oswego's most sought after family friendly neighborhoods. Combining thoughtful upgrades, exceptional indoor and outdoor living spaces, and prime location. The heart of the home is the stunning remodeled kitchen, featuring quartz countertops, subway tile backsplash and a custom shiplap island with butcher block countertop. Extensive 2025 lighting upgrades include elegant chandeliers in the foyer and dining room, plus updated ceiling fixtures throughout the main and second levels. The spacious family room is designed for entertaining with built-in surround sound featuring ceiling-mounted and wall speakers extending to the primary bathroom and outdoor patio. Interior improvements include a remodeled home office with custom shelving, renovated second-floor laundry room, and a staircase remodel featuring refinished handrails, updated trim, and stylish metal balusters. The finished basement offers exceptional flexibility with a custom bar added in 2021. 2023 updates include additional flooring, paint, and a sliding barn door to create a versatile space that can serve as a bedroom, workout room, or private retreat. Exterior updates provide lasting peace of mind and include a new roof with new fascia, gutters, and downspouts in 2019 ; most front windows replaced in late 2019 with double hung units; most rear windows replaced in May 2026; a new underground drainage system; and a fully replaced driveway (2024), seal coated in 2025. Car enthusiasts will appreciate the rare three-car garage with a high-door conversion on the third stall for added ceiling height, plus an Atlas four post lift that allows for vehicle stacking or expanded storage for seasonal and recreational items. Outdoor living shines with professionally installed landscape uplighting on a timer, backyard lighting, and patio string lights all controlled from a single switch. Located in a thriving and rapidly growing area of Oswego, residents enjoy easy access to schools, dining, parks, and shopping, including the highly anticipated Trader Joe's development. This is a rare opportunity to own a meticulously maintained, extensively upgraded home where nearly every detail has been thoughtfully improved and cared for.

804 S Sparkle Court, Oswego
$500,000
4 Beds ⋅ 3 Baths ⋅ 12719788 MLS ⋅ ACTIVE Status
Welcome to 281 Fox Chase North. Amazing partial stone front custom home located in Fox Chase Of Oswego. Located within the award-winning 308 school district-highly sought after Fox Chase Elementary, Thompson Junior High and Oswego High School-this residence blends quality craftsmanship and attention to detail. Upon arrival you will fall in LOVE with the great "I'm home" curb appeal and an inviting front porch. The large yard is a BIG plus for added privacy and room to roam. The SHED has what you need for all your tools. Inside, the home features plenty of space in the foyer area plus architectural detail and plenty of natural light. The living room and family room combine a cozy fireplace and invites you to relax year-round. The updated kitchen is a CHEF's dream, featuring updated finishes, large island and easy access to the large deck and amazing PERGALO for cooking out. Plenty of room for large gatherings. The master suite offers a private retreat with a vaulted ceiling and stunningly renovated bath, plus a large walk-in closet. Three additional upstairs bedrooms offer plenty of space. Bedroom three offers its own walk in closet. Additional highlights include a very spacious basement ready for your customization. Epoxy floor in the garage. Two HVAC system makes this home COOL in the Summer and COZY in the winter. Close to downtown Oswego. Enjoy all Oswego has to offer at a SHORT distance. This is a truly special home that offers space style and location. Come buy and take a look!

281 Fox Chase Drive, Oswego
$475,000
4 Beds ⋅ 4 Baths ⋅ 12717423 MLS ⋅ ACTIVE Status
Welcome to 457 Greenview Lane, where country charm meets modern comfort in the heart of Oswego. The simple things often make the biggest impact ~ an inviting front porch, plenty of room around the table, and a home that simply knows how to make you feel welcome. Offering 4 bedrooms, 3.5 bathrooms, a first-floor office, 3-car garage and a full, finished basement, this home was made for gathering. The refreshed, airy kitchen features custom pantry barn doors, ample counter space, and opens seamlessly to the family room ~ keeping everyone connected from Sunday supper to holiday celebrations. Upstairs, the spacious primary suite offers a large walk-in closet and an updated en-suite bath complete with dual vanities, soaker tub and separate shower. The finished basement with a full bathroom opens the door to endless opportunities ~ movie nights, home gym, or private guest space. Step outside to an oversized deck and large, fenced backyard, where nights around the firepit are encouraged. Minutes from Route 34 shopping, the new Trader Joe's, local festivals (PrairieFest, Wine on the Fox, Christmas Walk) and everything downtown Oswego has to offer. It's easy to see why Oswego continues to rank among the best places to live. Life's a little sweeter here. Schedule your private showing today; a home this special won't last long.

457 Greenview Lane, Oswego
$574,900
4 Beds ⋅ 4 Baths ⋅ 12719446 MLS ⋅ ACTIVE Status
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
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