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$1,150,000
5 Beds 5 Baths 12644617 MLS ACTIVE Status
Welcome to the historic Gaylord House & Gardens, a truly extraordinary estate where timeless character, modern comfort, and endless possibilities come together on just over 5 picturesque acres. Originally built in 1865, this property is rich in local history and offers a rare opportunity to own a one-of-a-kind country retreat with unmatched charm, ample acreage, and exceptional special use potential. Every detail of this remarkable home showcases timeless craftsmanship and thoughtful livability. With 5 bedrooms and 4.5 bathrooms, the home offers a generous and well balanced layout designed to accommodate comfortable living and entertaining. Original woodwork, hardwood flooring, and stunning architectural details have been beautifully preserved throughout. Multiple living spaces create a warm and inviting atmosphere, highlighted by two wood burning fireplaces, a finished attic, walkout basement, private elevator, wine cellar, and screened in patio. A thoughtfully integrated 2008 addition expands the home while honoring its original character and architectural integrity. The vintage 1901 piano located in the dining room is also included with the sale, adding yet another touch of timeless elegance. Outside, the scenic grounds are surrounded by mature trees, open green space, and protective security fencing that lines the property, offering both beauty and privacy while creating an ideal setting for pets and children. The property features a large barn ideal for gatherings or events, a chicken barn, two workshops, a machine shed, and two spacious pastures, making it perfectly suited for horses, hobby farming, entertaining, or recreational use. Electric service is available to all exterior structures. Whether you are envisioning a private estate, boutique event venue, bed and breakfast, or peaceful countryside homestead, this property offers incredible potential. The property is zoned R3 SU, offering additional flexibility and opportunity for a variety of uses. Known as the Gaylord House & Gardens, this exceptional property combines historic significance with the serenity of country living while remaining conveniently close to shopping, dining, and everyday amenities. The opportunity to own an estate of this caliber and one of Kendall County's most distinctive landmark properties is truly once in a lifetime. Experience the beauty, presence and endless potential by scheduling your private showing today.

1542 Plainfield Road, Oswego

$639,990
4 Beds 3 Baths 12652956 MLS ACTIVE Status
*LIMITED TIME OPPORTUNITY Below Market Interest Rate Available for Qualified Buyers* Welcome to 721 Fairfield Drive, a stunning new construction home that combines style, space, and modern comfort in the heart of Oswego, IL. This impressive 4-bedroom, 2.5-bathroom residence spans 3,145 square feet, offering abundant space across 2 stories for everything from everyday relaxation to memorable gatherings. Step inside to a welcoming ambiance filled with natural light, and you'll be immediately captivated by the thoughtful design and upscale finishes throughout. At the heart of the home is a chef's dream kitchen, outfitted with GE stainless steel appliances and designed to make cooking a joy, whether it's for daily meals or special occasions. The open layout connects seamlessly to spacious living areas, making entertaining as effortless as it is enjoyable. Each bedroom offers a private retreat, providing ample space to unwind and recharge. The bathrooms bring a touch of luxury to daily routines with their elegant design, creating a tranquil escape right at home. Located in a vibrant Oswego neighborhood, this home provides easy access to top amenities, parks, schools, and more, balancing peaceful suburban life with urban conveniences. MOVE IN BEFORE THE SCHOOL YEAR! Broker must be present at clients' first visit to any community. Lot 166

721 Fairfield Drive, Oswego

$550,690
3 Beds 2 Baths 12652441 MLS PRICE CHANGE Status
3 CAR GARAGE ** SPECIAL FINANCING OFFERS AVAILABLE! * FALL DELIVERY! Homesite #0108. Step into the Siena, a thoughtfully designed single-story home that blends comfort, efficiency, and modern style. This layout features three bedrooms and two bathrooms in an open-concept design that creates a seamless flow between the family room, dining area, and kitchen. At the center of it all, the kitchen offers a spacious island, stainless steel appliances, and generous cabinetry-perfect for both daily living and casual entertaining. Luxury vinyl plank flooring extends throughout the main living areas, offering both durability and a refined look. The private owner's suite serves as a quiet retreat, complete with an expansive walk-in closet and a spa-like en-suite bathroom. Two additional bedrooms are situated near a shared hallway bath, providing flexibility for guests, family, or a home office. A THREE-car garage and a conveniently located laundry room add to the home's functional appeal. The Siena delivers modern living in a streamlined, practical layout designed to suit a variety of lifestyles. *Photos are not this actual home* Discover Reserve at Hummel Trails, a vibrant master-planned community offering brand-new homes in Oswego, Illinois-where modern living meets everyday convenience and natural beauty. Designed with lifestyle in mind, this inviting neighborhood features a scenic pond and community park, creating the perfect setting for relaxing evenings, outdoor play, and gathering with friends and family. Ideally located just minutes from the bustling Route 59 corridor in Naperville, Illinois, residents enjoy quick access to top-tier shopping, dining, and entertainment. Everyday errands and weekend plans are effortless with nearby destinations like Whole Foods Market, Amazon Fresh, LA Fitness, and Costco. Families benefit from highly regarded Oswego Community Unit School District 308, with convenient access to Southbury Elementary, Traughber Junior High, and Oswego East High School. For outdoor enthusiasts, Wolf's Crossing Community Park is just moments away, offering playgrounds, a splash pad, fitness areas, and open green space for year-round recreation. At Reserve at Hummel Trails, you're not just buying a new home-you're stepping into a connected, amenity-rich community designed to elevate your everyday life.

184 Blazing Star Trail, Oswego

$519,990
4 Beds 3 Baths 12651754 MLS PRICE CHANGE Status
*Below Market Interest Rate Available for Qualified Buyers* The Barclay plan is a modern 2-story home with a full basement and impressive design features throughout 2,360 square feet. The front door immediately opens to a wide foyer and dining room with a mud room off to the side. Steps ahead, discover the extra spacious open-concept kitchen, which connects seamlessly to a central breakfast area and the family room-an entertainer's dream! The kitchen is equipped with sleek countertops and an island that doubles as a breakfast bar, providing you with the perfect gathering place for family breakfasts and meal prep. Head up to the second floor, which boasts 4 bedrooms-each with plenty of room and a spacious closet. The luxurious owner's suite is a true retreat with a private bathroom and a huge 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 model home, not subject home* Lot 80

411 Tanya Lane, Oswego

$485,900
4 Beds 3 Baths 12576866 MLS ACTIVE Status
Beautiful 4-bedroom home in the desirable Morgan Crossing subdivision of Oswego. With thoughtful updates and plenty of space to relax or entertain. This lovingly maintained property features newly refinished hardwood floors (4/26) an updated kitchen with stainless steel appliances, and beautifully refreshed bathrooms. The bright, open living spaces offer lots of natural light and the inviting family room centers around a cozy fireplace for relaxing evenings. The first floor den could easily serve as a potential 5th bedroom, office, or flex space. Fresh paint throughout gives the home a bright, move-in ready feel, New HVAC system (2025) Step outside and you'll find one of the home's true highlights: a full fenced yard with a beautiful deck and pergola, creating a private outdoor retreat perfect for entertaining, or relaxing with your morning coffee. Located just minutes from downtown Oswego, the Fox River, and easy access to walking paths, parks, shopping, dining, and top-rated Oswego schools.

534 Chestnut Drive, Oswego

$456,655
3 Beds 3 Baths 12644683 MLS ACTIVE Status
Welcome to Harvest Gate at Southbury- our most affordable premier master planned community in Oswego! This exciting new single-family community includes full unfinished basements. Imagine the ease of walking your kids to Southbury Elementary and Traughber Junior High, then spending weekends enjoying a resort-style 7600 sq ft clubhouse with two sparkling pools, tennis, pickleball, and volleyball courts, walking and biking trails, playground, and picnic areas. 3 Car Garage upgrades are available with every home. THIS HOME IS TO BE BUILT. This gorgeous new Harrison comes with a first-floor primary bedroom suite including a full bath. Your foyer leads to the soaring two-story great room, with the dining area and kitchen in the back overlooking the patio...a great gathering place for family and friends. Your spacious kitchen has a large island with room for seating, SS Whirlpool appliances, upgraded cabinets with Quartz counters, a beautiful tile backsplash and more! Your first-floor primary bedroom suite is tucked away for your complete privacy and includes a luxury bath with large shower and a double bowl vanity. The 2nd floor loft is perfect for games or family movie nights. Two additional bedrooms and a family bath complete the 2nd floor. Additional upgrades include first-floor wrought iron rail and spindle stairway, Smart Home package and more. There are many additional options to choose from! Homesite 2. Photos of similar home shown with some options not available in this home at this price.

144 Daltrey Drive, Oswego

$475,612
4 Beds 4 Baths 12644694 MLS ACTIVE Status
Welcome to Harvest Gate at Southbury- our most affordable premier master planned community in Oswego! This exciting new single-family community includes full unfinished basements. Imagine the ease of walking your kids to Southbury Elementary and Traughber Junior High, then spending weekends enjoying a resort-style 7600 sqft clubhouse with two sparkling pools, tennis, pickleball, and volleyball courts, walking and biking trails, playground, and picnic areas. 3 Car Garage upgrades are available with every home. THIS HOME IS TO BE BUILT. This gorgeous new Nelson has a two-story foyer that leads to the soaring 11' vaulted ceiling great room. The dining area and kitchen are open to the great room, a great gathering place for family and friends. Plus, you have a flex room that normally opens to the great room but in this home, it is converted to a first-floor bedroom with a full bath - the perfect in-law suite. Your spacious kitchen has a large island with room for seating, SS Whirlpool appliances, upgraded cabinets with Quartz counters, a beautiful tile backsplash and more! Your 2nd floor primary bedroom suite is tucked away for your complete privacy and includes a luxury bath with large shower and a double bowl vanity. The 2nd floor loft is perfect for games or family movie nights. Two additional bedrooms and a family bath complete the 2nd floor. Additional upgrades include first-floor wrought iron rail and spindle stairway, Smart Home package and more. There are many additional options to choose from! Homesite 3. Photos of similar home shown with some options not available in this home at this price.

142 Daltrey Drive, Oswego

$505,053
4 Beds 3 Baths 12644666 MLS ACTIVE Status
Welcome to Harvest Gate at Southbury- our most affordable premier master planned community in Oswego! This exciting new single-family community includes full unfinished basements. Imagine the ease of walking your kids to Southbury Elementary and Traughber Junior High, then spending weekends enjoying a resort-style 7600 sq ft clubhouse with two sparkling pools, tennis, pickleball, and volleyball courts, walking and biking trails, playground, and picnic areas. 3 Car Garage upgrades are available with every home. THIS HOME IS TO BE BUILT. This gorgeous new Rybrook is upgraded with the optional first-floor bedroom and full bath. Your great room, dining area and kitchen all flow together in a spacious gathering place for family and friends. Your beautiful kitchen comes with a large island with room for seating, Whirlpool SS appliances, upgraded cabinets with Quartz counters, a beautiful tile backsplash and more! Your primary bedroom suite is tucked away for your complete privacy and includes a luxury bath with large shower and a double bowl vanity. The 2nd floor loft is perfect for games or family movie nights. Additional upgrades include wrought iron rail and spindle stairway, Smart Home package and more. There are many additional options to choose from! Homesite 15. Photos of similar home shown with some options not available in this home at this price.

118 W Harvest Court, Oswego

$520,000
4 Beds 4 Baths 12642895 MLS ACTIVE Status
Beautifully updated 4-bedroom, 2.5-bath home situated on a premium lot backing to a scenic walking path, with access to sought-after community amenities including a pool and clubhouse. This home offers an open layout featuring first-floor laundry, a dedicated office, and two separate living spaces. The updated kitchen features brand-new granite countertops and stainless steel appliances, including a stove, refrigerator, dishwasher, and microwave-all replaced in 2026. Upstairs, you'll find four spacious bedrooms plus a versatile loft ideal for a home office, playroom, or additional living space. The spacious primary suite includes a large walk-in closet and a freshly updated primary bath with new flooring and a remodeled shower. The finished walkout basement expands the home's living space with a massive storage room and a private bonus room featuring noise-reducing ceiling tiles-perfect for a music studio, podcast room, workout space, or private office. This home was built in April 2006 and has been updated over the years with numerous major improvements. The basement was originally finished in 2010 & the A/C was replaced in 2013 and serviced regularly. In 2017, the first water heater was replaced, in 2018 the back doors were upgraded and the first-floor carpet was replaced with engineered hardwood flooring. Additional updates continued in 2019 with the replacement of the second water heater and a rebuilt deck. In 2020, the roof was replaced and the basement was remodeled. The driveway was replaced in 2021 along with new windows in the basement and first floor, while the remaining windows were replaced in 2022. A new fence was installed in 2023. Most recently, the furnace was replaced in 2025 along with a whole-house humidifier. In 2026 new carpet was installed upstairs. Additional features include a passive radon mitigation system, insulated garage door, water softener.

739 Bonaventure Drive, Oswego

$449,900
3 Beds 2 Baths 12608060 MLS ACTIVE Status
This one-of-a-kind home brick & frame home, sits on a .69 acre lot. It was thoughtfully built in 1972 by its original owner, an exceptional craftsman. This property offers a rare opportunity for buyers who appreciate character, space, and the potential to make a home truly their own. The home features solid construction, generous room sizes, and a functional layout ready for your personal vision and updates. This home is also equipped with a radon mitigation system. Boiler heating system was installed in 2021. Central air was installed in 2015. A standout feature of this property is the impressive two-story (with a basement) woodworking studio - perfect for hobbyists, artists, crafters, entrepreneurs, or maybe even a "tiny house", for those seeking additional creative space. With its size and structure, it also presents unique opportunities. The home is being sold as-is and may require updating, making it ideal for buyers looking to build equity while customizing to their taste. Investors welcome! Motivated seller. All roofs have had complete tear offs and replaced in 2022. Conveniently located near parks, shopping, and local amenities, this property combines location, craftsmanship, and untapped potential. Bring your ideas and unlock the possibilities this special property has to offer.

8 Hawthorne Drive, Oswego

$552,860
4 Beds 3 Baths 12638677 MLS PRICE CHANGE Status
SPECIAL FINANCING OFFERS AVAILABLE!! SUMMER DELIVERY!!!! Homesite# 0110 Introducing the Galveston, a beautifully crafted home that balances modern design with everyday functionality. This expansive two-story layout offers four bedrooms, two-and-a-half bathrooms, and a private study-perfect for working from home or managing daily tasks with ease. The main level features a formal living room and separate dining room, creating defined spaces for entertaining, while the open-concept family room flows effortlessly into the breakfast area and chef-inspired kitchen. The kitchen is the heart of the home, showcasing stainless steel appliances, sleek 42" cabinetry, quartz countertops, and a large center island ideal for meal prep or casual dining. A first-floor laundry room adds everyday convenience, and luxury vinyl plank flooring enhances the warm, inviting atmosphere throughout the main living areas. Upstairs, the owner's suite offers a spacious retreat with a walk-in closet and spa-style bathroom featuring double sinks and a deluxe shower. Three additional bedrooms share a full bath, while the full basement provides endless opportunities for customization. A standard three-car garage completes this well-appointed home. Exterior will be ASPEN WHITE color siding with OLD LAFAYETTE color brick. (pic for reference ONLY) *Photos are not this actual home* Discover Reserve at Hummel Trails, a vibrant master-planned community offering brand-new homes in Oswego, Illinois-where modern living meets everyday convenience and natural beauty. Designed with lifestyle in mind, this inviting neighborhood features a scenic pond and community park, creating the perfect setting for relaxing evenings, outdoor play, and gathering with friends and family. Ideally located just minutes from the bustling Route 59 corridor in Naperville, Illinois, residents enjoy quick access to top-tier shopping, dining, and entertainment. Everyday errands and weekend plans are effortless with nearby destinations like Whole Foods Market, Amazon Fresh, LA Fitness, and Costco. Families benefit from highly regarded Oswego Community Unit School District 308, with convenient access to Southbury Elementary, Traughber Junior High, and Oswego East High School. For outdoor enthusiasts, Wolf's Crossing Community Park is just moments away, offering playgrounds, a splash pad, fitness areas, and open green space for year-round recreation. At Reserve at Hummel Trails, you're not just buying a new home-you're stepping into a connected, amenity-rich community designed to elevate your everyday life.

176 Blazing Star Trail, Oswego

$384,000
2 Beds 2 Baths 12637659 MLS ACTIVE Status Deerpath Creek Villa'S BLDG.
Welcome to low-maintenance living in Deerpath Creek. This 2-bed, 2-bath ranch with loft townhome sits on a premium lot backing to protected prairie - and that screened porch is where you'll spend most of your time. Step inside to a two-story family room that opens to the kitchen and casual dining area. Fresh, neutral paint throughout. Main-floor primary suite with a private full bath and walk-in closet - no stairs to climb. Upstairs, a spacious loft (14x13) works as a home office, second living area, or guest space.The unfinished English basement is a blank canvas with plumbing already roughed in. Add a home gym, rec room, or extra storage - the hard part is done. What sets this home apart: Screened porch with prairie views - private, quiet, no rear neighbors Main-level living - bedroom, bath, laundry all on one floor Loft adds flexible square footage buyers don't usually get at this price Basement rough-in saves thousands down the road HOA covers lawn care, snow removal, and exterior maintenance Prime Oswego location near parks, trails, shopping, and Route 34. This home has the space, the views, and the location. Come see it!

574 Sudbury Circle, Oswego

$1,499,000
5 Beds 4 Baths 12526887 MLS ACTIVE Status
Private 14.4-Acre Creekfront Estate | 4,800+ Sq Ft | Designed for Living, Creating & Expanding! Welcome to 1502 Cherry Rd - a one-of-a-kind estate where privacy, space, and luxury converge on over 14 pristine acres in Oswego, IL. Designed for those who demand the extraordinary, this stunning ranch offers a lifestyle rarely found at any price. Step inside and discover a thoughtfully designed floor plan centered around two main-level master suites - ideal for multigenerational living, long-term guests, or a private owner's retreat. The Finished Room Over Garage (FROG) adds even more versatility, whether you envision a home office, media room, playroom, or additional guest suite. The property's crown jewel is its unmatched garage and storage infrastructure. A 4-car attached garage paired with a massive pole barn delivers the kind of space that car collectors, hobbyists, equipment owners, and entrepreneurs dream about. Bring your classics, your toys, your tools - there is room for all of it. Outdoors, over 14 acres of picturesque land surround you with room to roam, entertain, or simply breathe. The estate's natural setting provides the seclusion of country living while remaining just minutes from everyday conveniences in Oswego and a short drive to the greater Chicagoland area. Additional highlights include a thoughtful ranch layout, generous living spaces, and a character and quality that must be experienced in person to be fully appreciated. This is not just a home - it is a private retreat built for a buyer who has earned the best. Schedule your private showing today.

1502 Cherry Road, Oswego

$598,285
4 Beds 3 Baths 12628794 MLS PRICE CHANGE Status
SPECIAL FINANCING AVAILABLE! READY FOR JULY DELIVERY * Homesite #112 The Westbury is a stunning two-story home that masterfully blends modern elegance with everyday functionality. This spacious layout includes four bedrooms, two and a half bathrooms, and a dedicated study, offering comfort and versatility for today's lifestyle. On the main level, a formal dining room and a dramatic two-story living room create a grand first impression. The open-concept family room, kitchen, and breakfast area provide a seamless space for relaxing or entertaining, while a private study offers a quiet retreat. A convenient laundry room on the first floor adds to the home's thoughtful design. Upstairs, three secondary bedrooms, a versatile loft, and the luxurious owner's suite provide ample space for rest and privacy. The owner's suite serves as a serene escape with its expansive layout and spa-inspired en-suite features. A standard three-car garage ensures plenty of room for parking and storage, rounding out this well-appointed home designed to enhance everyday living. Exterior will be ASPEN WHITE color siding with OLD LAFAYETTE color brick. (pic for reference ONLY) *Photos are not this actual home* Discover Reserve at Hummel Trails, a vibrant master-planned community offering brand-new homes in Oswego, Illinois-where modern living meets everyday convenience and natural beauty. Designed with lifestyle in mind, this inviting neighborhood features a scenic pond and community park, creating the perfect setting for relaxing evenings, outdoor play, and gathering with friends and family. Ideally located just minutes from the bustling Route 59 corridor in Naperville, Illinois, residents enjoy quick access to top-tier shopping, dining, and entertainment. Everyday errands and weekend plans are effortless with nearby destinations like Whole Foods Market, Amazon Fresh, LA Fitness, and Costco. Families benefit from highly regarded Oswego Community Unit School District 308, with convenient access to Southbury Elementary, Traughber Junior High, and Oswego East High School. For outdoor enthusiasts, Wolf's Crossing Community Park is just moments away, offering playgrounds, a splash pad, fitness areas, and open green space for year-round recreation. At Reserve at Hummel Trails, you're not just buying a new home-you're stepping into a connected, amenity-rich community designed to elevate your everyday life.

168 Blazing Star Trail, Oswego

$454,900
4 Beds 3 Baths 12620410 MLS ACTIVE Status
Welcome to this stylish, move-in ready 4 bedroom, 2.5 bath home located in the highly sought after Hunt Club community of Oswego! This one owner, custom built home offers nearly 2,700 sq. ft of thoughtfully designed living space and features numerous upgrades that blend modern comfort with everyday functionality. The spacious open living and dining room combination creates a versatile space perfect for entertaining or relaxing, while the inviting first floor family room, with built-in speakers is ideal for a cozy movie night in and open to the adjoining breakfast bay and kitchen. The kitchen is both stylish and practical, featuring upgraded 42-inch cabinets with crown molding and roll out trays, recessed lighting, a island with seating, solid surface countertops and a 4' x 7' walk-in pantry. The charming breakfast bay, with recessed lighting, expands your dining space and the sliding glass door fills the room with natural light. Don't miss the nearby powder room with upgraded Kohler fixtures and the large, well designed closet space just off the garage designed by Closets by Design. On the way upstairs take note of the lovely newer carpeting underfoot and of the beautiful upgraded oak railings that line the 2nd floor loft. Once upstairs, you'll find four generous bedrooms, all with newer carpeting including a spacious, freshly painted primary suite with a large private bath featuring a double-bowl vanity, step-in shower, tile flooring, and a truly massive 12' x 12' walk-in closet! The second floor loft, also with newer carpeting, adds comfortable flexible living space ideal for a playroom, media area, or a home office. Your daily laundry chores will be a breeze in the convenient, well lighted 2nd floor laundry room, complete with washer & dryer and base cabinetry for storage with pull out shelving. There is even a large linen closet just outside the laundry room for all those clean linens! Each additional bedroom offers ample closet space with custom closet organizers, ensuring everyone has room to spread out and store their stuff! One bedroom was just freshly painted, and another bedroom even features built-in speakers! The 2nd full bath, also with upgraded fixtures and tile flooring, is located just off the loft and only steps from each of the bedrooms. Once you head back downstairs you will really notice the spaciousness of breakfast bay upgrade that offers significantly more space for a large table and chairs, and the sliding glass door that leads outdoors. Step outside onto the 10 x 12 concrete patio and enjoy the spring weather in the fully fenced quarter acre yard, perfect for entertaining, pets, or playtime! This home features 9' first floor ceilings, beautiful hardwood flooring, and upgraded white doors and trim. Rounding out the home is a finished two-car garage that's insulated for energy efficiency, drywalled, and painted. The garage has an insulated garage door and a key pad entry for convenience. There is even a ring doorbell that will stay! This home truly checks all the boxes with space, style, and location, so come see it for yourself! Popular Hunt Club is a pool and clubhouse community with walking paths and playgrounds, and an on site neighborhood Elementary School! Hunt Club is conveniently located near shopping and dining along either the Orchard Rd corridor or the Rt 34 and close to the charming downtown area of Oswego and the Fox River! Easy access to I-88 off Orchard Rd is a plus!!

4355 Schofield Drive, Oswego

$419,900
5 Beds 3 Baths 12621935 MLS ACTIVE Status
Designed for effortless living, this home offers a functional, practical floor plan with tastefully refreshed updates! You'll appreciate the efficient use of space, and worry-free lifestyle, ideal for those looking to simplify without compromising comfort. With no basement to worry about, you'll enjoy low maintenance, no concerns about flooding or moisture, and a home that's easy to navigate and easy to care for. A classic white picket fence sets the tone, leading to an oversized covered front porch including ceiling fans, custom porch furniture, inviting you to share this perfect cozy porch in the morning with coffee or relaxing in the evenings. Step inside to see a two-story foyer that offers a bright, open-concept layout with stylish wood laminate flooring throughout the main level. Fresh paint throughout the home creates a light, neutral backdrop offering a true blank canvas for buyers to bring their own style and vision to life. Just off the entry, a versatile room with custom French doors offers the perfect flexible space for a home office, den, or playroom, tailored to today's versatile needs. Designed for both everyday living and entertainment, the spacious living and family rooms flow seamlessly together. The family room opens to a generously sized eat-in kitchen featuring abundant cabinetry and counter space, a center island with electric and storage, pantry with a custom sliding barn door, fresh paint, and a few new appliances that include microwave and dishwasher. The main level is completed by a convenient half bath and a functional laundry/mudroom with direct access to the attached two-car garage and asphalt driveway. Upstairs, you'll find five generously sized bedrooms, including a spacious primary master suite with vaulted ceilings, a walk-in closet, and a private bath with double sinks and a separate shower. An additional full hallway bathroom also offers another full shower, double sink, and vanity for ample storage. New trim, updated electrical with new outlets, light switches and hardware all around the home. Enjoy peace of mind with major updates, including a brand-new furnace (February 2026), roof, paint, and more! HOME WARRANTY included ! Low HOA. Step outside to the oversized backyard complete with a concrete patio, pergola, fully fenced yard including a dedicated dog run! Kid friendly/family-oriented neighborhood, close to elementary school, three parks and walkable to downtown restaurants, bars, coffee shops and village events. With ten total rooms and a thoughtfully designed layout, this move-in-ready home offers the perfect balance of simplicity, functionality and community. Don't miss the opportunity to make it yours!

123 Eisenhower Drive, Oswego

$1,650,000
12613020 MLS ACTIVE Status
Prime Automotive Service Hub - Auto Repair & Oil Lube Center located on Merchants Drive, a high-traffic corridor between US Route 30 and Douglas Road, with a combined traffic count exceeding 54,000 vehicles per day. Situated on 1 acre, and perfectly positioned to serve surrounding neighborhoods while operating as a trusted community automotive hub. Approximately 5,904 SF plus a 2,452 SF lower level. Six service bays, (3 mechanic + 3 oil/lube) with 18-foot ceilings. Features include: energy-efficient radiant-heated concrete floors, a spacious customer lobby, a private office, two restrooms, ample operational storage, and 60+ parking spaces. Convenient access to seven auto parts distributors within a one-mile radius Expansion potential includes: paint-less dent repair, rustproofing/undercoating, window tinting, remote starts/car alarms, and software reprogramming. Exceptional owner-user or investment opportunity. Bring your vision and take this powerhouse to the next level.

18 W Merchants Drive, Oswego

$70,000
12591852 MLS ACTIVE Status
Henneberry Woods is a premier master-planned residential community in Oswego, Illinois, situated on approximately 600 acres of rolling terrain in Kendall County. It is designed with a focus on sustainability and conservation, integrating high-end custom homes into a natural landscape. The neighborhood preserves hundreds of acres of open space, including wetlands, woodlands, meadows, and restored prairies. Residents have access to an extensive network of walking and biking trails that link the various naturalized lakes and open spaces. Nearby, the Henneberry Forest Preserve offers additional outdoor space for the community. The development plan includes a clubhouse, community center, and naturalized lakes. Located north of State Route 126 and west of Grove Road, Henneberry Woods offers a quiet retreat about 1.5 miles from major routes, providing a balance of secluded living with quick access to local boutique shopping and dining.

4541 Waa-Kee-Sha Drive, Oswego

$649,990
5 Beds 3 Baths 12564551 MLS ACTIVE Status
Welcome to 1486 Vintage Dr. Oswego, Illinois a beautiful new home in our Sonoma Trails community. This home will be ready for a late SUMMER MOVE IN! This homesite includes a fully sodded yard AND Landscaping package. 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. As you enter the home you are greeted by an impressive 2- story entry way and 9-foot ceilings throughout the first floor. 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. Off of the kitchen is a bump out that allows for an oversized kitchen table and access to your backyard. Continuing onto the main level you will flow into your large Living area filled with natural light and room to spread out. A SPECIAL FEATURE of this home is a first-floor bedroom with adjacent full bathroom, a perfect space for out-of-town guests or multi-generational living. This home has it all with 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. Exterior/interior photos of similar home, actual home as built may vary.

1486 Vintage Drive, Oswego

$1,999,900
12491440 MLS ACTIVE Status
You need to check out this incredibly rare property that does not become available too often. 14.5 acres located right on the Fox River near Downtown Oswego, with its own private lake. This property has over 700' of river frontage! Amenities on this expansive property include: huge wrapping driveway that allows for extensive privacy off the main road, basketball court, playground, private lake, river frontage, 2 large sheds that can be upgraded/renovated to more livable spaces (currently just used as storage), and the best part is a massive free-standing 12,000 sq ft building equipped with elevator/full commerical kitchen (appliances/hood system/commercial dishwashing station all included)/massive event space and separate large dining space/12 dorm rooms with 4 bunk beds in each room sleeping 8 comfortably per room/laundry room/designated office spaces/designated AV room/6 bathrooms/plenty of storage/tons of furniture, supplies, dishes, cookware, tables, chairs, ect. The property also has RV hook-ups. This property has pleasant surprises around every corner, that you simply need to check out for yourself. It was being used as a spiritual retreat, but the possibilities are honestly endless for what you can do with such a unique lot: summer camp, RV park, spiritual retreat, spa retreat, tree/plant nursery, senior care facility, get a simple re-zoning and building a beautiful waterfront estate; my personal favorite idea would be to turn this into a stunning wedding reception venue since it already has the commerical kitchen for catering, large space for ceremony, dining space, dance floor, bathrooms...all of it is ready to go! Call listing agent to schedule a showing.

1626 State Route 31, Oswego

$718,900
4 Beds 4 Baths 12484147 MLS ACTIVE Status
2 Story. To be built. VISIT MODEL at 674 Cumberland Lane, Oswego to tour models. Build your dream home in Deerpath Trails, a premier community located minutes from downtown Oswego and all the area shopping and dining has to offer. Impressive standard features include - gourmet kitchens with quartz counters, 36" cabinets with crown molding, island (per plan), luxury vinyl plank flooring (per plan) and separate pantry. Baths feature ceramic tiled floors, painted cabinetry, primary bath boasts raised vanity with double bowled sink. So many other included features such as 9' ceilings (per plan) recessed lighting, lighting allowance, white painted two panel doors with custom trim, high efficiency furnace, trey ceilings (per plan), full basement and more! Landscape package and architectural shingles included, and you can customize the exterior to make your home your own. Craftsmanship at its finest! We have been building for over 30 years. We build to suit your needs. Stop in today! Photos are of model home and may include options not included in advertised base price. See builder for all options available.

676 Cumberland Lane, Oswego

$691,900
4 Beds 3 Baths 12484132 MLS ACTIVE Status
2 Story. To be built. VISIT MODEL at 674 Cumberland Lane, Oswego to tour models. Build your dream home in Deerpath Trails, a premier community located minutes from downtown Oswego and all the area shopping and dining has to offer. Impressive standard features include - gourmet kitchens with quartz counters, 36" cabinets with crown molding, island (per plan), luxury vinyl plank flooring (per plan) and separate pantry. Baths feature ceramic tiled floors, painted cabinetry, primary bath boasts raised vanity with double bowled sink. So many other included features such as 9' ceilings (per plan) recessed lighting, lighting allowance, white painted two panel doors with custom trim, high efficiency furnace, trey ceilings (per plan), full basement and more! Landscape package and architectural shingles included, and you can customize the exterior to make your home your own. Craftsmanship at its finest! We have been building for over 30 years. We build to suit your needs. Stop in today! Photos are of model home and may include options not included in advertised base price. See builder for all options available.

770 Dartmouth Lane, Oswego



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