Oswego Real Estate

Oswego Real Estate

Welcome to Oswego, a charming town located in Kendall County, Illinois. Known for its small-town charm and friendly community, Oswego offers residents a peaceful and serene place to call home.

With a rich history dating back to the 1830s, Oswego has a blend of historic architecture and modern amenities. The town boasts beautiful parks, scenic trails, and a bustling downtown area filled with local shops and restaurants. Residents can enjoy a variety of outdoor activities, from hiking and biking to fishing and boating on the Fox River.

Oswego is also home to top-rated schools, making it an ideal place for families to settle down. The town has a strong sense of community, with events and festivals held throughout the year that bring residents together.

Conveniently located near major highways, Oswego offers easy access to nearby cities like Chicago for those who commute for work or leisure. Whether you're looking for a peaceful retreat or a place to raise a family, Oswego has something to offer everyone.

Come and discover the beauty and charm of Oswego, where small-town living meets modern convenience. Experience the best of Kendall County living in this welcoming community.

Newest Listings in 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
$315,000
2 Beds ⋅ 3 Baths ⋅ 12725991 MLS ⋅ NEW Status
Built in 2021 and freshly painted, this beautifully appointed 2-bedroom townhome offers sophisticated style and effortless low-maintenance living in a sought-after clubhouse community. The spacious open-concept design creates an inviting atmosphere for both everyday living and entertaining.The stunning gourmet kitchen showcases 42-inch cabinetry, gleaming quartz countertops, a generous center island with breakfast bar, and newer dishwasher. Quartz countertops continue into the bathrooms for a cohesive, upscale feel. Convenient second-floor laundry adds to the home's thoughtful functionality.The lower level provides exceptional flexibility and can easily be transformed into a third bedroom, home office, media room, or playroom. Sliding glass doors extend the living space outdoors to a private balcony-perfect for morning coffee or unwinding at the end of the day. Enjoy an array of amenities including a clubhouse, pool, tennis court, fitness center, and playground. Ideally located near schools, shopping, dining, and everyday conveniences, this exceptional townhome delivers the perfect blend of luxury, comfort, and convenience.

513 Creek 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
$295,000
2 Beds ⋅ 3 Baths ⋅ 12742147 MLS ⋅ NEW Status ⋅ Lincoln Station BLDG.
EASY LIVING STARTS HERE!! You're going to love everything about this meticulously maintained one-owner home in popular Lincoln Station. Top to bottom, inside and out, this home has been lovingly cared for and thoughtfully updated, making it completely turnkey for the next owner. The wide-open floor plan creates an easy, comfortable flow and all the big windows fill the home with natural light. White trim and doors give the home a fresh, timeless feel. Newer carpet and paint add to the appeal, and the updated light fixtures are a nice finishing touch. The kitchen features newer black GE stainless steel appliances, including a dishwasher replaced in 2026 (others were replaced in 2018). Upstairs you'll find TWO PRIMARY SUITES, each with its own private bath and generous closet. The finished lower level adds loads of flexibility with a versatile bonus room that can serve as a second family room, home office or exercise space - whatever fits your lifestyle! From there, step into the large, finished two-car garage, complete with water spigot. A new garage door and MyQ motion-sensor garage door opener were added in December 2025. Outside, the balcony was completely rebuilt in 2025. The HOA replaced the siding and roof in 2024. They also replaced all the driveways in 2026. Many big ticket items have also been handled for you. HVAC was replaced in 2023 and the water heater in 2019. Lower taxes and assessments make this an affordable choice and, since it's investor-friendly community, it's an attractive option for homeowners and investors alike. Ideally situated just minutes from Route 30 and Route 34, this home gives you easy access to a variety of shopping and dining options. This is the kind of home that makes everyday living feel easy. Get here quick before someone else does. Welcome home!

530 Lincoln Station Drive Unit #530, 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
$299,000
3 Beds ⋅ 3 Baths ⋅ 12752574 MLS ⋅ NEW Status
Welcome home to this charming 4-bedroom, 3-bath home featuring a full finished basement and plenty of updates! The spacious layout offers comfortable living areas and room for everyone. Enjoy the added living space of the inviting 3-seasons room, which leads directly to a beautiful brick paver patio-perfect for relaxing or entertaining. The large, fully fenced rear yard provides plenty of space for outdoor activities, pets, and gatherings. Major updates include a 2023 roof, 2024 siding, 2024 hot water heater, and 2021 furnace and A/C, offering peace of mind for years to come. With the big-ticket items already taken care of, you can focus on making this home your own. Bring your vision, add your personal touches, and welcome home!

49 Sherwick Road, Oswego
$375,000
3 Beds ⋅ 3 Baths ⋅ 12747007 MLS ⋅ NEW Status
Welcome to this beautiful townhome in Seasons at Southbury, a pool and clubhouse community! This spacious home offers over 2,200 square feet of living space with 3 bedrooms, 2.1 baths, a 2-car garage, and additional flexible living space on the lower level. Freshly painted and filled with natural light, the home features an open and inviting main level that is perfect for everyday living and entertaining. The kitchen offers a center island, quartz countertops, Aristokraft cabinetry, stainless steel appliances, a newer Bosch dishwasher, and a new garbage disposal. The adjoining dining area opens to the large living room, creating a comfortable flow throughout the space, with access to the back deck for relaxing outdoors. Upstairs, you will find three spacious bedrooms, including a generous primary suite with a private bath and walk-in closet, along with a second full bath. The lower level provides great additional living space that can be used as a family room, home office, workout space, playroom, or whatever best fits your needs, along with the laundry room, access to the attached 2-car garage, and thoughtfully organized under-stair storage. Additional features include a Ring doorbell and MyQ garage door system. Enjoy the space, updates, and community amenities this home offers.

191 Lakeshore 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 ⋅ NEW 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
$294,900
2 Beds ⋅ 2 Baths ⋅ 12753217 MLS ⋅ NEW Status ⋅ Winding Waters BLDG.
Beautifully updated and meticulously maintained ranch condo offering 1,549 square feet of comfortable, easy living. This spacious 2-bedroom, 2-full-bath home features a desirable single-level layout and an attached 2-car garage. The gorgeous kitchen was fully updated in 2024 and offers plenty of style and functionality, with all appliances included. The bright and sunny living room provides generous space for relaxing or entertaining and opens to a private patio. Even the patio furniture stays! The spacious primary bedroom features a large walk-in closet and private full bathroom. A second bedroom and full bath provide flexibility for guests, a home office or additional living space. Major updates include the furnace, washer, dryer and garbage disposal in 2015, a complete kitchen renovation in 2024, and a new water heater in 2026. Move-in ready, beautifully cared for and offering the convenience of ranch-style condo living! Welcome home!

413 Cascade Lane Unit #413, Oswego
$265,000
2 Beds ⋅ 2 Baths ⋅ 12753453 MLS ⋅ NEW Status
Welcome to 233 W Washington St, a charming 2-bedroom, 1.5-bath single-family home in Oswego featuring a versatile loft and several recent updates. With new flooring and fresh interior paint, this home offers a bright, refreshed feel and is ready for its next owner. The additional loft space provides valuable flexibility and can be used as a home office, reading area, playroom, or whatever best fits your lifestyle. The comfortable layout and inviting spaces make this an excellent opportunity for first-time homebuyers looking for a home they can make their own.

233 W Washington Street, Oswego
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