Oswego Homes for Sale

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

$475,000
3 Beds 3 Baths 12713177 MLS NEW Status
Turnkey perfection awaits at 218 Woodford Road! This meticulously maintained, move-in-ready masterpiece showcases exceptional craftsmanship, timeless finishes, and thoughtful detail at every turn. Soaring 9-foot ceilings and an inviting open-concept main living area create a bright, spacious atmosphere that's perfect for both everyday living and entertaining. From elegant wainscoting and crown molding to sleek granite countertops, designer warm and cool paint tones, and brand-new carpeting, every room has been carefully curated with its own unique character and style. The custom-finished basement is an entertainer's dream, complete with a private bar and abundant space for hosting family and friends. Practical luxury continues in the heated 2-car garage, featuring commercial-grade epoxy flooring-ideal for year-round comfort and durability. Step outside to landscaped grounds that lead to a spacious, fully fenced backyard, offering the perfect setting for relaxing, playing, or entertaining. The exceptional lifestyle extends beyond your front door. Just down the block, residents enjoy exclusive access to the Churchill Clubhouse, featuring a resort-style pool, splash pad, fitness center, tennis and basketball courts, sand volleyball, and scenic walking and biking trails. Located within a highly acclaimed school district and just minutes from shopping, dining, and entertainment, this exceptional home seamlessly blends style, comfort, quality, and convenience. Every detail has been thoughtfully designed-simply move in and start enjoying everything this incredible home has to offer. Don't miss your chance ------ CUSTOM FINISHED BASEMENT 2018 - FENCED IN YARD 2019 - ROOF 2019 - WATER HEATER 2021 - NEW REFRIGERATOR, OVEN, DISHWASHER 2025

218 Woodford Road, Oswego

$299,900
3 Beds 2 Baths 12718915 MLS NEW Status
Spacious 3 bedroom 1.5 bath home in Oswego's Ogden Falls neighborhood is absolutely turnkey and ready for its next owner. Located in the desirable Oswego School District, this home can't be beat as an affordable first home or a rock-solid investment property. Walk-in to the open floorplan where your eye will be drawn to how many windows there are, filling the space with an abundance of natural light. Notice the brand new flooring and carpet alongside freshly painted walls throughout the home. The family room is massive with plenty of room for seating. The kitchen features great cabinet and counter space, newer stainless steel appliances, and an adjacent dining area. The half bath is conveniently located on the first floor for guests. Upstairs, the bedrooms are spacious, especially the grand primary bedroom with a shared primary ensuite bathroom featuring an updated vanity and lighting. Other features of the home include newer mechanicals and a newer roof - leaving absolutely nothing left to do! Enjoy the good-sized brick paver patio just outside the back door, perfect for BBQs, and a 2-car garage which is the cherry on top. Walk to the park or drive right across the way to shopping and restaurants. Come scoop this beauty up today! // UPDATES: Whole Home Interior Painted (2026), First Floor Luxury Vinyl Plan (2026), Second Floor and Staircase Carpet (2026), Full Bathroom Update (2026), Half Bath Update (2026), Lighting (2026), 11 of 13 Windows with New Sashes & All Windows with New Sills (2026), Roof (2023), Dishwasher (2023), AC/Furnace (2020), Oven/Range (2020), Water Heater (2019).

66 Wingate Drive, Oswego

$450,000
4 Beds 3 Baths 12708521 MLS NEW Status
Welcome to this beautifully maintained custom-built home in the desirable Mill Race Creek community! Offering 4 bedrooms, 2.1 baths, and a 2.5-car garage, this spacious home features an incredible backyard oasis with tranquil pond views that can be enjoyed from nearly every rear-facing window.The open-concept kitchen is designed for both everyday living and entertaining, featuring a center island, granite countertops, a built-in desk area, and seamless flow into the spacious family room with a cozy fireplace. A versatile first-floor flex room provides endless possibilities as a home office, playroom, formal living room, or study.The impressive primary suite is a true retreat, complete with a luxurious en suite bath featuring a jetted tub, separate vanities with a beauty counter, and an oversized walk-in closet. An adjoining flex room offers the perfect space for a nursery, private office, home gym, sitting room, or whatever best fits your lifestyle.The partially finished basement provides additional living and recreation space with plenty of room for storage. Outside, relax and unwind while taking in peaceful pond views from your backyard. Mill Race Creek offers scenic walking trails, neighborhood parks, and convenient access to park district facilities, highly rated schools, shopping, dining, and everyday amenities-all just minutes from your front door. This exceptional home combines comfort, flexibility, and an unbeatable location. Don't miss your opportunity to make it yours!

490 Waubonsee Circle, Oswego

$875,000
4 Beds 4 Baths 12701760 MLS NEW Status
Welcome to this exceptional custom-built two-story home situated on a beautiful 3.5-acre corner lot, offering the perfect combination of privacy, comfort, and space to enjoy both indoor and outdoor living. With approximately 2,400 square feet of above-grade living space plus a fully finished basement, this thoughtfully designed five-bedroom, three-and-a-half-bath residence provides flexibility for a variety of lifestyles. The inviting eat-in kitchen is the heart of the home and features a center island, breakfast nook, pantry, and a full complement of new appliances. Whether preparing everyday meals or entertaining guests, this space offers abundant storage, generous workspace, and an open, welcoming atmosphere. Just off the kitchen, the convenient laundry room includes a second pantry for even more storage, while a nearby half bath adds everyday functionality. A see-through fireplace creates a warm and inviting connection between the kitchen and the spacious family room, where soaring vaulted ceilings and a dramatic wall of eight west-facing windows fill the home with natural light and showcase beautiful backyard views. The adjoining dining room provides an elegant setting for holiday gatherings, family celebrations, and dinner parties. The main-level primary suite offers a peaceful retreat complete with a private en-suite bathroom. Upstairs, you'll find three generously sized bedrooms and a full bath, providing comfortable accommodations with separation from the main living areas. The fully finished basement expands the home's living space with an additional bedroom featuring an egress window, a full bathroom, a dedicated weight room, and flexible space that can be used for recreation, hobbies, media, or guests. Step outside to discover an outdoor setting designed for relaxation and entertainment. The spacious patio overlooks the beautifully maintained backyard and features a built-in swimming pool and an in-ground trampoline, creating the perfect space for enjoying warm summer days, hosting gatherings, or simply relaxing while taking in the peaceful surroundings. The expansive 3.5-acre corner lot offers room to roam, garden, play, or simply enjoy the privacy of country-style living. Adding even more value is the impressive 30-by-40-foot outbuilding complete with electricity, making it ideal for a workshop, hobby space, equipment storage, recreational vehicles, or countless other possibilities. This custom home combines quality craftsmanship, generous living spaces, abundant storage, and exceptional outdoor amenities in a setting that is both peaceful and practical. From the soaring ceilings and abundant natural light to the finished basement, backyard oasis, and versatile outbuilding, every detail has been thoughtfully designed to maximize comfort and functionality. This rare property offers the opportunity to enjoy spacious living on acreage while creating lasting memories for years to come. Schedule your private showing today and experience everything this remarkable property has to offer. Asking price $875,000.

3 Settlers Lane, Oswego

$559,000
4 Beds 4 Baths 12715471 MLS NEW 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

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