Oswego Homes for Sale

Oswego Homes for Sale

Welcome to Oswego, a charming town located in Kendall County, Illinois. Known for its welcoming community and picturesque surroundings, Oswego offers a perfect blend of small-town charm and modern amenities.

If you are looking for homes for sale in Oswego, you are in the right place. Whether you are in search of a cozy single-family home, a spacious townhouse, or a luxurious estate, Oswego has a diverse range of real estate options to suit every lifestyle and budget. From historic properties with character to newly constructed homes with all the latest upgrades, there is something for everyone in Oswego.

Living in Oswego means enjoying a high quality of life with access to top-rated schools, beautiful parks, and a thriving local economy. With its convenient location near major highways and bustling shopping centers, Oswego offers the perfect balance of tranquility and convenience.

If you are ready to make Oswego your new home, explore the available homes for sale and start your journey to finding your dream home in this wonderful community. Let Oswego welcome you with open arms and become the perfect place to create lasting memories with your loved ones.

Newest Oswego Homes for Sale

$695,000
4 Beds ⋅ 4 Baths ⋅ 12652938 MLS ⋅ NEW Status
Located within the sought-after custom home community of Deerpath Trails, this exceptional home offers an impressive combination of space, functionality, and fine finishes. A four-car garage provides ample parking and storage, while the deep-pour basement offers an additional full bedroom and an abundance of unfinished space ready to be customized to suit your needs. The open-concept main level features an array of beautiful details, including wainscoting in the dining room and crown molding throughout the split-entry living and dining areas. Tucked away at the back of the first floor, the spacious den/office provides a quiet and private workspace. The expansive kitchen is designed for both everyday living and entertaining, featuring a large eating area, oversized island, and abundant cabinetry and storage. Glass sliding doors lead directly to the freshly stained deck and granite patio, creating an easy transition between indoor and outdoor living. The kitchen also connects seamlessly to the dining room through a fully appointed butler's pantry. A generous laundry and mudroom offers exceptional functionality with extensive storage and space for keeping everyday essentials organized. Upstairs, you'll find three full bathrooms along with a versatile bonus room-perfect for movie nights, cheering on your favorite sports team, a playroom, or settling in for a good binge-watch. The spacious primary suite features a comfortable sitting area, while the luxurious primary bath offers dual sinks and an ample walk-in closet. With its generous living spaces, thoughtful layout, extensive storage, and room to customize, this Deerpath Trails home offers an exceptional opportunity to make a truly special property your own. New roof in 2019 and so much more. For a full list, see Additional Information.

402 Deerfield Drive, Oswego
$440,000
4 Beds ⋅ 3 Baths ⋅ 12758347 MLS ⋅ NEW Status
Discover the potential in this spacious 4-bedroom, 2.5-bath home in the heart of Oswego, offering generous living spaces, a functional floor plan, and several major recent updates. A welcoming two-story foyer sets the tone as you enter, while large windows throughout fill the home with an abundance of natural light. The thoughtfully designed layout provides plenty of space for everyday living, entertaining, and working from home. Fresh interior paint and brand-new carpeting create a clean, neutral foundation, while still offering the next owner the opportunity to add their own style and personal touches. The partially finished basement adds valuable additional living space and features a dry bar-perfect for a recreation room, home office, fitness area, playroom, or game-day gatherings. Step outside to a generously sized backyard offering endless possibilities for outdoor entertaining, gardening, play, or simply relaxing and enjoying the outdoors. Major recent improvements add even more value, including a brand-new roof (August 2026), new water heater (July 2026), new air conditioner, and whole-home interior paint (Spring 2026), plus new carpet (summer 2026). Conveniently located near parks, walking trails, shopping, dining, and Oswego-area schools, this home offers the ideal combination of space, location, recent improvements, and opportunity. Whether you're looking for room to grow or a home you can personalize over time, this property is ready for its next chapter.

418 Terrace Lane, Oswego
$379,900
3 Beds ⋅ 3 Baths ⋅ 12756226 MLS ⋅ NEW Status
Custom-Built Ranch Near Downtown Oswego Welcome home to this unique custom-built ranch featuring over 1,800 square feet on the main level plus a full basement! Designed with comfort, entertaining, and privacy in mind, this spacious home offers an inviting open floor plan and plenty of room to grow. The large family room features vaulted ceilings and a cozy fireplace, creating the perfect space to relax on chilly evenings. The generously sized dining room provides plenty of space for hosting large family gatherings and holiday meals. Just off the dining room, the spacious kitchen offers convenient access to the outdoors through sliding doors that lead to a large concrete patio-ideal for summer entertaining. The primary suite is generously sized and includes a walk-in closet and private full bath. Two additional bedrooms are located at the opposite end of the home, providing added privacy for family members or guests. The spacious full basement features an extra-deep pour for higher ceilings and is partially finished with a versatile bonus room that could be used as a home office, hobby room, exercise space, or whatever fits your lifestyle. A full basement bathroom adds even more functionality. Step outside to the large 24' x 30' detached garage and fully fenced yard, perfect for pets, recreation, and outdoor enjoyment. Location is hard to beat! Enjoy being close to Downtown Oswego, with its shopping, restaurants, schools, bike paths, river walk, community events, and festivals.

464 S Madison Street, Oswego
$525,000
4 Beds ⋅ 3 Baths ⋅ 12755392 MLS ⋅ NEW Status

12 N Adams Street, Oswego
$479,900
4 Beds ⋅ 4 Baths ⋅ 12753506 MLS ⋅ NEW Status
Welcome to 615 Manhattan Circle, a beautifully refreshed home offering spacious living, thoughtful updates, and plenty of room to entertain! Gorgeous refurbished hardwood floors immediately set the tone and add warmth and character throughout the main living spaces. The inviting kitchen features stainless steel appliances, a huge island with ample seating, table space, and an open view into the family room-perfect for everyday living and entertaining. The first-floor office offers excellent flexibility and can easily serve as a 5th bedroom, with a full bath conveniently located adjacent to the room. A first-floor laundry with newer washer and dryer adds everyday convenience. Upstairs, the luxurious primary suite provides a private retreat, complete with a spa-like primary bath. Additional living and entertaining space continues in the finished basement, ideal for movie nights, game days, gatherings, or a variety of lifestyle needs. A massive storage room/workshop provides exceptional additional storage and workspace. Step outside to enjoy the oversized, fully fenced backyard featuring a patio that's ready for relaxing, dining, and entertaining. Recent updates include a new roof (2019), refrigerator (2024), hot water heater (December 2025), and washer and dryer (2026). Smart-home and outdoor items that stay with the home include the Nest thermostat, Ring doorbell, backyard storage bins, and patio string lights. With its flexible floor plan, finished basement, expansive yard, and numerous updates, this home offers an ideal combination of comfort, functionality, and entertaining space in a desirable Oswego location.

615 Manhattan Circle, Oswego
$625,000
4 Beds ⋅ 5 Baths ⋅ 12745583 MLS ⋅ NEW Status
Set against the serene backdrop of open prairie in the highly desirable Deerpath Trails community, this exceptional residence offers a rare combination of space, privacy, and refined living. Offering approximately 3,100 square feet above grade, this impressive home features four oversized bedrooms, three full baths plus one-half bath, plus two additional bedrooms and a full bath in the professionally finished basement-providing an extraordinary level of space and versatility. The open-concept main level is enhanced by 9-foot ceilings and rich hardwood flooring, creating an inviting sense of scale and effortless flow. At the heart of the home, the beautifully appointed kitchen blends style and function with upgraded maple cabinetry, granite countertops, stainless steel appliances, a spacious center island with seating, and a walk-in pantry. A new KitchenAid cooktop added in 2025 further complements this well-designed culinary space. Generously proportioned bedrooms offer exceptional comfort, while the primary suite provides a true retreat. Its luxurious private bath features a large walk-in shower and Jacuzzi soaking tub, creating the perfect place to unwind. The professionally finished lower level expands the home's possibilities with impressive 9-foot ceilings, two additional bedrooms, a full bathroom, and abundant space for entertaining, recreation, a home theater, fitness area, office, or guest accommodations. Equally impressive is the home's outdoor setting. The professionally landscaped property backs directly to open prairie, offering a rare sense of privacy, serenity, and unobstructed views. A TREX composite deck provides the ideal setting for outdoor dining and relaxation, while an irrigation system, updated landscaping, and retaining wall enhance the beautifully maintained grounds. Extensive improvements reflect exceptional pride of ownership, including new roof (2026), two new furnaces and two new air-conditioning units (November 2022), TREX composite deck (2019), new concrete driveway, walkway, porch and steps (2022), new KitchenAid cooktop (2025), new main sump pump and battery for backup (2026), and updated tile flooring in the laundry room (2018). Ideally located near highly regarded schools, charming downtown Oswego, dining, shopping, parks, scenic walking paths, and everyday conveniences, this remarkable Deerpath Trails residence offers an exceptional combination of space, privacy, thoughtful updates, and timeless appeal. A truly special home that must be experienced in person.

176 Amherst Circle, Oswego
$639,990
5 Beds ⋅ 3 Baths ⋅ 12756399 MLS ⋅ NEW Status
Welcome to 1498 Vintage Dr. Oswego, Illinois a beautiful new home in our Sonoma Trails community. This home will be ready for a FALL MOVE IN! This homesite includes a fully sodded yard AND Landscaping package AND a FRONT PORCH. The exquisite Emerson plan offers 3,044 square feet of living space with 5 bedrooms, and 3 FULL baths, Loft plus a Flex Room great for a first-floor office or additional sitting area. Entertaining will be easy in this open-concept kitchen equipped with a GOURMET KITCHEN PACKAGE that not only provides ample kitchen storage but elevates the home to an entire new level of luxury. Kitchen boasts a large island with an overhang for stools, 42-inch designer cabinetry with crown molding and soft close drawers and doors PLUS butler pantry. Additionally, the kitchen features modern Kitchen Aid stainless-steel appliances, quartz countertops, and easy-to-maintain luxury vinyl plank flooring. The Emerson plan also features a full basement and a 3-car garage which provides ample storage for the entire home. 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 are of similar home and model home. Actual home built may vary.

1498 Vintage Drive, Oswego
$395,000
3 Beds ⋅ 3 Baths ⋅ 12755797 MLS ⋅ NEW Status
Welcome to this beautifully maintained home in the desirable Fox Chase subdivision of Oswego! Freshly painted and truly move-in ready, this home offers a versatile floor plan highlighted by a sought-after first-floor primary suite featuring a vaulted ceiling, skylight, two walk-in closets, and a private bath with separate shower and whirlpool tub. The spacious living room features a dramatic vaulted ceiling and skylights that bring in plenty of natural light, while the open connection to the dining area creates an inviting space for everyday living and entertaining. The eat-in kitchen offers abundant cabinetry, generous workspace, and room for casual dining. Upstairs, you'll find additional living space enhanced by new carpet installed in 2024, providing a fresh and comfortable feel. Step outside to enjoy the large deck and patio overlooking a fenced backyard surrounded by mature trees-an ideal setting for relaxing, entertaining, or enjoying summer evenings. Additional highlights include an oversized garage providing valuable extra storage, updated light fixtures, fresh interior paint, new upstairs carpet (2024), and a new water heater installed in July 2026. Conveniently located near shopping, dining, parks, schools, and everyday amenities, this spotless Fox Chase home combines a desirable first-floor primary suite, generous living spaces, and a wonderful outdoor setting. Move right in and make it your own!

228 Whitetail Crossing, Oswego
$619,900
4 Beds ⋅ 3 Baths ⋅ 12755697 MLS ⋅ NEW Status
Welcome to 191 Chapin Way in desirable Prescott Mill-an exceptional 4-bedroom, 2.5-bath home offering 3,364 square feet of beautifully maintained living space, an impressive 3-car garage, and incredible potential for even more living space in the full 1,823-square-foot basement. From the moment you enter, the dramatic two-story foyer and grand staircase set the tone. The main level features a private office, formal living and dining rooms, and an expansive two-story family room highlighted by soaring ceilings, a fireplace, and oversized windows that bring in an abundance of natural light. The gourmet kitchen is designed for both everyday living and entertaining, featuring granite countertops, a large center island with breakfast bar, double ovens, stainless steel appliances, upgraded cabinetry with crown molding, a planning desk, walk-in pantry, and butler's pantry. The spacious eating area provides a seamless connection to the kitchen and family room. Upstairs, the generous primary suite offers a relaxing retreat with a spacious bedroom, luxurious bath, and walk-in closets. Three additional bedrooms provide plenty of space for family, guests, or a second office. The full basement offers approximately 1,823 square feet of unfinished space with a bathroom rough-in-an incredible opportunity to create a recreation room, home gym, theater, additional bedrooms, or the custom space you've always wanted. Outside, enjoy the professionally enhanced landscaping, newer patio, and gazebo-perfect for relaxing or entertaining. With its spacious floor plan, 3-car garage, large basement, and sought-after Prescott Mill location, this home offers the space and flexibility today's buyers are looking for without compromising on comfort or style. Move-in ready and thoughtfully designed for both everyday living and entertaining-this is a home you won't want to miss.

191 Chapin Way, Oswego
$1,895,000
5 Beds ⋅ 6 Baths ⋅ 12753973 MLS ⋅ NEW Status
Extraordinary Riverfront Retreat on Nearly 3 acres along the Fox River in Oswego. Frank Lloyd Wright-inspired architecture with extensive DESIGNER RENOVATIONS, LUXURY UPGRADES & MAJOR MECHANICAL IMPROVEMENTS. The home delivers the ultimate lifestyle - Walls of glass blending indoor/outdoor space, private boat launch, riverwalk, and two fire pit areas. Chef's kitchen: Custom RekMaker Cabinetry, JennAir appliances, double ovens/dishwashers/sinks, oversized island, built-in grill, commercial hood, adjoining wet bar. NanaWall Glass Wall Easily Opens dining room to the outdoors and a two-level patio Brickpaver patio - ideal for entertaining 75+ guests. Primary suite offers panoramic river views and a spa bath with steam shower, rain shower & soaking tub. A FIRST-FLOOR BEDROOM & ENSUITE FULL BATH are ideal for guests, a private office, and Generational Living. Lower level: radiant heated floors, rec room, wet bar, wine room, fitness room, full bath, hidden room, garage access. Radiant Heated 6 CAR GARAGE With New Boiler, Control4 Smart Home Automation, Sonos Audio, Kohler whole-house generator. New Architectural Roof. New HVAC. Newer tankless water heater. THE RIVERWOOD ESTATE is more than an exceptional home, it's a private riverfront legacy property where generations gather, celebrations become traditions, and memories are made for years to come. Welcome Home!

88 Riverwood Drive, Oswego
$535,000
4 Beds ⋅ 3 Baths ⋅ 12754535 MLS ⋅ NEW Status
Experience peaceful waterfront living in this spacious 4-bedroom, 3-bath home, where beautiful water views can be enjoyed from the backyard, brick patio, and primary suite. Filled with natural light, the main level features a dramatic two-story living room, an open kitchen ideal for entertaining, and a versatile den with a nearby full bath-perfect for a home office, guest room, or potential main-level bedroom. Upstairs, the spacious primary suite offers peaceful water views, two walk-in closets, and a generously sized private bath. Two secondary bedrooms share a convenient Jack-and-Jill bathroom, while an upper-level laundry room adds everyday convenience. The expansive full basement provides abundant storage and excellent potential for a recreation room, home gym, theater, or additional living space. Outside, the waterfront backyard and brick patio with a built-in firepit offer the perfect setting for morning coffee, gardening, entertaining, or relaxing in the evening. Conveniently located across from the elementary school and near the community pool, clubhouse, tennis courts, shopping, and dining, this home offers a wonderful combination of space, convenience, and waterfront living.

815 Preston Lane, Oswego
$365,000
2 Beds ⋅ 3 Baths ⋅ 12752204 MLS ⋅ ACTIVE Status
Fantastic ranch style home located in the desirable River Run neighborhood, a vibrant 55+ adult community with a clubhouse, pool, ponds & paths~The gorgeous renovated kitchen features custom cabinetry w/soft-close drawers, upgraded KitchenAid appliances & 2 pantries~Lovely luxury vinyl plank flooring throughout~Convenient 1st floor laundry (washer & dryer included) w/utility sink & additional cabinets~The wonderful master suite promotes 2 closets (1 is walk-in closet & a private ensuite bathroom w/dual sink vanity & nice walk-in shower~The sun-filled 3-season room provides access to backyard & patio~The flex room is perfect for a den, office, craft room or guest room~Full, English basement offers a full bathroom, storage closets & a great workshop~Many improvements include newer roof ('19), siding ('23), windows, furnace & A/C ('22)~Lawn maintenance & snow removal included w/HOA~Well maintained & move-in ready~Great location, close to downtown Oswego, library, parks, Fox River, shopping, dining & so much more!

210 Stillwater Court, Oswego
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