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

$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

$479,990

4 Beds ⋅ 3 Baths ⋅ 12715730 MLS ⋅ PRICE CHANGE Status

*Below Market Interest Rate Available for Qualified Buyers* Welcome to the Paxton at Piper Glen-one of our best-selling Smart Series homes! From the moment you pull into the driveway and walk inside, it's easy to see why this plan is so popular. With 2,437 square feet, 4 bedrooms, 2.5 bathrooms, an upstiars loft and a 2-car garage, this 2-story plan boasts an efficient and artfully crafted design. You'll find the following rooms throughout the first floor: * Dining room * Powder bathroom * Family room * Breakfast area * Kitchen * Laundry room One of the wow factors in this plan is the open-concept area uniting the family room, breakfast area, and kitchen! Host brunch with friends in this space where some can whip up pancakes and coffee in the kitchen while others chat in the breakfast area or family room nearby. This kitchen comes with GE stainless steel appliances, a sizable corner pantry, a center island, and expansive countertop / cabinetry space. Upstairs, 3 bedrooms, the owner's suite, a spacious loft and a full bathroom surround the hallway. Relaxation and luxury await in your owner's suite. The en-suite bathroom comes with a dual-bowl vanity, a spacious tiled shower, and a long walk-in closet. Rounding out this home is a full basement. Broker must be present at clients first visit to any M/I Homes community. *Photos are of a similar home, not subject home* Lot 22

142 Piper Glen Avenue, 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

$540,000

4 Beds ⋅ 3 Baths ⋅ 12713388 MLS ⋅ NEW Status

Why wait to build when you can move into a home that's practically brand new? Built in 2025, this beautiful west-facing home offers all the benefits of new construction without the wait, unexpected upgrade costs, or unfinished landscaping. 4 generous bedrooms and 2.5 bath make this the perfect home. From the moment you arrive, you'll appreciate the fully established yard and thoughtful upgrades throughout. Inside, you'll find a bright, modern floor plan designed for today's lifestyle, complete with motorized blinds on every window for effortless comfort and privacy. The kitchen comes fully equipped with all appliances, including the refrigerator, washer, and dryer, making your move that much easier. Every detail has already been taken care of, allowing you to simply unpack and enjoy your new home. The furniture is available for purchase, offering a convenient opportunity for a truly turnkey move. Skip the construction delays and start enjoying life in Piper Glen today! Quick close possible.

134 Piper Glen Avenue, Oswego

$399,990

3 Beds ⋅ 3 Baths ⋅ 12714734 MLS ⋅ NEW Status

Welcome to 2475 Barbera Dr. in the amenity-rich Sonoma Trails community of Oswego, IL. Available for Winter delivery, this beautifully designed Haven floorplan offers over 1,500 square feet of thoughtfully planned living space with 3 bedrooms, 2.5 baths, and a 2-car garage. This home will feature a fully sodded yard and included landscaping package for added curb appeal. Inside, the open-concept great room and kitchen create an inviting space for everyday living and effortless entertaining. The kitchen showcases 42" designer cabinetry, quartz countertops, and a convenient pantry. Upstairs, you will find a private primary suite situated on its own side of the second floor, complete with a deluxe bath featuring a raised dual quartz vanity and spacious walk-in closet. Two additional bedrooms, a full hall bath, linen closet, and convenient second-floor walk-in laundry room complete the upper level. All Chicago homes include America's Smart Home Technology. Exterior/interior photos are of a similar home; actual home as built may vary.

2475 Barbera Drive, Oswego

$469,990

4 Beds ⋅ 3 Baths ⋅ 12715149 MLS ⋅ PRICE CHANGE Status

*Below Market Interest Rate Available for Qualified Buyers* Boasting 2,289 square feet, 4 bedrooms, and 2.5 bathrooms, the Quinn is one of our best selling floorplans! As you enter the home, an open flex room sits just off to the side. Transform this versatile room into a light-filled seating area to create an inviting entrance. Straight ahead, your kitchen and family room sit on either side of the central breakfast area, providing an open and expansive main floor. This kitchen offers the following highlights: * GE stainless steel appliances * Center island * Back-facing window above the sink * Spacious corner pantry * Sleek cabinets and counters Upstairs, 4 bedrooms, a laundry room, and 2 full bathrooms complete the second floor. Inside the owner's bedroom, 3 windows cast sunshine in during the daytime. A private, en-suite bathroom connects to your bedroom and leads to the spacious walk-in closet. From seasonal decor to tools and cleaning supplies, it's important that your new home has plenty of storage room for these essential items. Thankfully, the Quinn plan comes with a full basement. *Photos are of model home, not subject home* Broker must be present at clients first visit to any M/I Homes community. Lot 102

319 Monica Lane, Oswego

$525,000

5 Beds ⋅ 3 Baths ⋅ 12713184 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

$599,900

4 Beds ⋅ 4 Baths ⋅ 12708923 MLS ⋅ ACTIVE Status

Welcome to 103 Northampton, a beautifully maintained brick-front Georgian in an exceptional location near downtown Oswego, area schools, shopping, dining, and the beloved sledding hill just across the street. Offering four spacious bedrooms, a first-floor office, and beautifully designed spaces for both everyday living and entertaining. This home is filled with comfort, character, and thoughtful updates. The remodeled kitchen is the heart of the home, featuring granite countertops, a large center island, vented range hood, walk-in pantry, cooktop, oven, wine refrigerator, and a convenient charging and electrical outlet drawer. Gleaming hardwood floors flow through the foyer, kitchen, and dining room. The impressive vaulted family room invites you to relax beside the gas-start wood burning fireplace and features built-in cabinetry, a wet bar, surround sound, and a mounted television that will remain. Generously sized formal living and dining rooms, enhanced by elegant French glass doors, provide the perfect setting for memorable gatherings. The first-floor office offers an inspiring work from home setting with tranquil views of the professionally landscaped backyard. Just beyond the expansive screened porch with windows overlooking the gorgeous ground, creates a wonderful place to unwind throughout the seasons. An adjoining deck extends the living space outdoors, while the exceptionally large yard offers abundant room to entertain, play, and garden. Upstairs, the beautifully remodeled primary retreat features remote-controlled blinds, a walk-in closet with closet organizer, and a luxurious bath with marble flooring, a soaking tub, separate shower, and dual sinks. The secondary bedrooms are remarkably spacious, including one with an impressively large walk-in closet, a rare and desirable feature. The shared main bath also features two sinks, and a large linen closet. The finished basement adds even more versatility, offering multiple areas for recreation and entertaining, a built-in bar, bathroom, and generous storage. Notable improvements include the kitchen remodel (2015), primary bedroom and bath remodel (2017), roof (2019), furnace (2021), and windows (October 2022). Additional highlights include a sump pump with battery backup, water softener, gutter guards, built-in blinds, mounted televisions that remain, and a two-car garage equipped with an electric vehicle charger. Spacious, welcoming, and beautifully appointed, 103 Northampton offers an exceptional combination of style, functionality, and location ready to be enjoyed for years to come!

103 Northampton Drive, Oswego

$479,990

4 Beds ⋅ 3 Baths ⋅ 12714166 MLS ⋅ NEW Status

Welcome to 2404 Semillon St. the Sloan floorplan is located at the beautiful amenity filled Sonoma Trails Community in Oswego, IL. Home will be available for late Fall move-in. This scenic homesite with POND VIEWS will include a fully sodded yard and landscaping package. The Sloan plan offers close to to 2,000 square feet of living space with 4 bedrooms and 2.5 baths. Enjoy this open concept home with natural light throughout your main level. Coming through your front door you'll find your powder room and coat closet in your foyer. The great room, dining room, and kitchen flow effortlessly together, making your home the perfect entertainment space. Your kitchen features 42" designer Soft Close cabinetry with quartz countertops, and a pantry. Walking up the beautiful wrought iron staircase you will find your private oasis with your primary bedroom on its own side of the top floor complete with an en suite bathroom complete with a raised dual quartz vanity and walk in closet, and linen closet. Enjoy the convenience of a top floor walk in laundry room and all secondary bedrooms upstairs with a full second bathroom with dual vanity and linen closet. All Chicago homes include our America's Smart Home Technology. Exterior/interior photos of similar home, actual home as built may vary.

2404 Semillon Street, Oswego

$589,990

4 Beds ⋅ 3 Baths ⋅ 12714073 MLS ⋅ NEW Status

Welcome to 1444 Vintage Drive, your dream home in the highly sought-after Sonoma Trails community! This beautiful 4-bedroom, 2.5-bath new construction COVENTRY FLOOPLAN is situated on a premium homesite with peaceful pond views. Step inside to find an open-concept layout starting with a flex room great for an office, formal dining room or an additional sitting area. As you walk farther into the home you will notice an impressive family room with loads of natural light perfect for entertaining. The heart of the home is the upgraded gourmet kitchen, showcasing a KitchenAid appliance package, quartz countertops, a spacious island, and elegant 42" designer cabinetry. A butler's pantry adds convenience and extra storage-ideal for hosting and everyday living. Upstairs, you'll find four generously sized bedrooms plus a versatile loft, perfect for a home office, media room, or play area. A full LOOKOUT basement is included, offering endless potential for future expansion or storage. All Chicago homes include our America's Smart Home Technology. Exterior/interior photos of similar homes, actual home as built may vary.

1444 Vintage Drive, Oswego

$399,900

4 Beds ⋅ 3 Baths ⋅ 12712634 MLS ⋅ NEW Status

Beautiful 2 Story Home in Oswego! Gorgeous open floor plan with tons of natural light! Family room leads right into chef's kitchen features tons of cabinet space, island, granite counters and upgraded lighting! Walk in pantry is a great plus with eating area leading to massive deck! Home features 4 bedrooms all upstairs! Master suite features huge walk-in closet along with spa like private master bath with his/her's vanity's, soaking tub, and separate shower! First floor laundry! Partially finished basement gives extra living space and also has roughed in bath! Attached 2 car garage and fenced in yard!

328 Barnaby Drive, Oswego

$300,000

3 Beds ⋅ 3 Baths ⋅ 12691267 MLS ⋅ NEW Status

Welcome to Winding Waters, where peaceful pond views, everyday convenience, and easy Oswego living come together beautifully. Perfectly positioned to capture incredible water views from almost every room, this home offers a bright, functional layout in a location close to shopping, dining, parks, Downtown Oswego, Rush Copley Medical Center, Rush Copley Healthplex, and a great local 18-hole public golf course and indoor golfing facility. Step inside to a welcoming living room where large windows frame the pond views and fill the space with natural light. The main level offers a practical layout with a separate dining or eating area and a well-appointed kitchen featuring a full complement of appliances, plenty of prep space, and a deep pantry closet for added storage. Just off the kitchen, the laundry and mudroom area adds everyday functionality, along with direct access to the attached 2-car garage for added convenience. Upstairs, three spacious bedrooms provide comfort and flexibility, including a well-sized primary suite with a private bath, dual-sink vanity, and walk-in closet featuring custom Elfa closet organizers. The additional bedrooms include nice window treatments and share a spacious hall bath. Additional highlights include a new HVAC system in August of 2025, offering added peace of mind for the next owner. With its rare pond views, functional layout, and prime Winding Waters location near everyday amenities, this home offers the comfort, convenience, and lifestyle you've been looking for. Welcome home.

302 Cascade Lane, Oswego

Start Your Search

The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Copyright 2026 MRED LLC. All rights reserved.

Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Some listings have been excluded from this website.