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$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

$575,000
4 Beds 3 Baths 12709411 MLS ACTIVE Status
If you love a great front porch- this one is for you! And it just happens to be connected to an amazing house! As soon as you walk in, you'll be welcomed by a soaring ceiling that opens up to a beautiful wall of architecturally pleasing windows that the showcase the brick fireplace in the large great room, the heart of the home. Off the welcoming, bright and airy foyer there is a gorgeous dining room. From the beautiful floor to the stunning windows to the Swarovski crystal chandelier, it is an amazing room to entertain in. This home has a first-floor master suite with windows overlooking the beautiful backyard with a built-in pool and gazebo. Master suite bath has a thoughtfully laid out floorplan that includes a separate area with toilet and a shower. Master bath also includes dual sinks, whirlpool tub and walk in closet. In the large kitchen, you have tons of cabinet and counter space including an island to work on. Solid oak cabinets with granite tops and stainless-steel appliances. Appliances are included. Off the kitchen there is a nice laundry room with a utility sink and closet. The other 3 generous sized bedrooms are on the second floor, with new carpet, ceiling fans and freshly painted. There is also a large bathroom with dual sinks, shower/tub combo and a huge linen closet. A huge basement that includes a rec room, office and plenty of storage, a workroom with utility sink and electrical subpanel and still room to grow. Garage has EV charger and hot/cold water access. BUT- the backyard is what you'll be in love with! An everyday vacation and retreat! Your own private oasis. A built-in pool and gazebo, a seating area and a covered porch to unwind on. All pool equipment included. Landscaped beautifully! A showstopper! All this home is missing is YOU!

413 Windsor Drive, Oswego

$580,000
4 Beds 3 Baths 12709267 MLS ACTIVE Status
Stunning, move-in ready 4-bedroom, 2.5 bath home on a premium lot with no rear neighbors, nestled on a quiet street overlooking a peaceful farm field. Offering over 2,460 square feet plus a finished basement including a separate room with built-in closet for a potential 5th bedroom or office, and large crawl space for ample storage. This beautifully updated home features an open layout kitchen space with granite countertops, a farmhouse sink, newer stainless steel appliances, abundant 42 inch cabinetry, and generous prep space. The adjoining south facing sunroom fills the home with natural light and views of the newly built multi-level deck, concrete patio, and heated above ground pool all within a fully fenced yard providing exceptional indoor/outdoor living spaces with the privacy you desire. You'll appreciate the gray-washed hardwood floors throughout the first floor, updated lighting, electric fireplace, newer upstairs carpeting, and convenient main-floor mudroom connecting to the oversized 3-car garage all combining style and functionality. Upstairs you'll find all 4 spacious bedrooms including the luxurious master suite with walk-in closet and private bath featuring a jacuzzi tub, separate shower, and dual vanity. Additional highlights include: new roof (2019), new windows (2013), central A/C (2015), and 2-speed high efficiency furnace (2016). Just minutes away from schools, shopping, dining, parks, and everything Oswego has to offer. Start making memories today....you won't want to miss this one!

437 Raintree Drive, Oswego

$1,295,000
4 Beds 5 Baths 12694808 MLS CONTINGENT Status
The ULTIMATE INDOOR SPORTS COMPLEX! Whether you're sinking three-pointers, hosting pickleball tournaments, practicing volleyball, flipping through gymnastics routines, rolling out yoga mats, or scoring a goal, this incredible 1600 sq ft indoor sports court (with sound absorbing panels) is unlike anything you've seen! Rain, snow, or scorching summer heat-it doesn't matter. The game is always on! Add the adjoining weight room, and every workout, practice, celebration, and family gathering happens right at home. And when the final buzzer sounds... it's time to make a splash outdoors! Centered around a spectacular 16' x 37' fiberglass saltwater pool with custom tile patio, automatic cover, and an easy-care chlorine-generating system, this outdoor space was designed for making family memories! This one-acre property with 22-zone irrigation system makes every day feel like a vacation! The sports court & pool may steal the spotlight...but the attached luxury home will steal your heart! Built in 2021, this one-of-a-kind custom estate blends modern luxury with thoughtful design at every turn. The breathtaking two-story family room features 20-foot ceilings, a dramatic floor-to-ceiling fireplace, and walls of windows that flood the home with natural light. A large interior picture window offers a direct view of the sports court, so you'll never miss the action. The chef's kitchen is as beautiful as it is functional, showcasing high-end JennAir appliances, a large center island, and everyone's favorite feature-a hidden walk-in pantry! The adjacent dining room is perfect for everything from casual family dinners to holiday gatherings, while the private office, custom plantation shutters throughout, elegant wide baseboards, and an oversized mudroom elevate everyday living. Upstairs you'll find four spacious bedrooms, including a primary suite with a tray ceiling and an large walk-in closet. The second bedroom also features its own walk-in closet, while the third bedroom offers the privacy of an attached ensuite bath. An enormous linen closet provides exceptional storage, and the thoughtfully designed laundry room is a dream with abundant cabinetry, built-in pull-out laundry hampers, two full-size washer/dryer combinations, plus a convenient pedestal washer that's perfect for small loads, delicates, or athletic wear. The finished basement level keeps the fun going with the incredible indoor sports court, adjoining weight room, ample storage closet, spacious recreation room, full bar (with gas and plumbing), an additional bedroom, and a full bathroom with direct access to the pool-perfect for rinsing off after a swim. Additional highlights include a four-car garage, dual HVAC, smart home technology for the thermostat and appliances, and a timeless Hardie Board and brick exterior designed for lasting beauty. Located in prestigious Henneberry Woods, surrounded by custom homes, scenic ponds, and walking trails, this is more than a luxury home - it's a lifestyle that's nearly impossible to duplicate. Train. Play. Splash. Repeat. Welcome home. (Ask your Realtor for the Video House Tour!)

4720 Waa Kee Sha Drive, Oswego

$415,000
3 Beds 3 Baths 12685316 MLS CONTINGENT Status
Why book a vacation when your own backyard feels like a private resort? Welcome to this beautifully updated Victoria Meadows stunner featuring thoughtful updates, flexible living spaces and an incredible backyard retreat designed for making lasting memories. The stylish, updated kitchen features granite countertops, a glass & ceramic tile backsplash, stainless steel appliances, professionally refinished cabinetry and a center island offering additional seating and storage. The adjacent dining area flows seamlessly into the family room, highlighted by a stunning stone-surround gas fireplace, built-in storage and a wall of windows overlooking the backyard oasis. The versatile living/dining room is currently configured as a home office but can easily adapt to fit your lifestyle needs. Brand new laminate flooring (scratch & water resistant) just installed throughout most of the first floor. Upstairs you'll find three spacious bedrooms, including a primary suite with two closets - one walk-in and a beautifully updated en-suite bath featuring a custom ceramic tile shower with glass enclosure & built in bench. Two additional bedrooms share access to a 2nd full bathroom with an updated vanity. The additional 'rec room' is a real gem ~ generously sized at approx 350 sq ft~ this is the ideal gathering place for movie nights, game days or entertaining guests! Outside, your private backyard paradise awaits. The fully fenced yard features a heated in-ground pool with diving board, storage shed and stamped concrete patio. Relax beneath the pergola on the charming porch swing; enjoy the cozy ambience in the evenings with the surrounding lights. Ideally located near shopping, dining and everyday conveniences, this home is also just minutes from the charm of downtown Oswego, where you can enjoy the scenic Fox River, community festivals, parks and seasonal events. Students attend the highly acclaimed District 308 schools. From poolside afternoons to cozy evenings by the fireplace, this charming Victoria Meadows (No HOA!) home is the backdrop for a lifetime of unforgettable moments!

310 Barnaby Drive, Oswego

$525,000
4 Beds 4 Baths 12676320 MLS ACTIVE Status
Welcome to this spacious and thoughtfully designed two-story home offering the perfect blend of comfort, functionality, and standout indoor-outdoor living. Boasting 4 bedrooms and 3.5 bathrooms, this home features a highly desirable layout with all four bedrooms located on the second floor. The primary suite is a true retreat, showcasing vaulted ceilings, a dedicated exercise area with a partial vaulted ceiling, and a luxurious en-suite bath complete with a jetted soaking tub and double-head walk-in shower. Designed for convenience, the home includes two laundry rooms, ideal for busy households. The main living areas offer generous space for both everyday living and entertaining. The finished basement expands your living options with a bedroom and a stylish bar area-perfect for hosting, relaxing, or creating a private guest space. Step outside and enjoy everything this property has to offer: A huge deck ideal for entertaining or unwinding. A 30-foot above-ground pool for summer enjoyment. A large side yard with plenty of room for recreation. A mulched play area ready for outdoor fun. Completing the home is a heated 3-car garage, providing ample parking and storage. This home delivers space, versatility, and lifestyle-driven features both inside and out-ready for its next owner to move in and enjoy. **This beautiful home also comes with a workout room, has smart lights and bluetooth fan lights!

398 Essex Drive, Oswego

$999,000
4 Beds 4 Baths 12660759 MLS CONTINGENT Status
Simply stunning Oswego estate set on 9 private acres with a 36'x54' outbuilding that can accommodate up to 6 cars! This 2,800 sq ft home with a finished basement gives you over 4000 square feet of living space and offers the perfect blend of comfort, efficiency, and scenic beauty. Featuring 4 bedrooms and 2.2 baths, the home showcases hardwood flooring throughout the first and second levels and is filled with natural light. The expansive kitchen is a showstopper with quartz countertops, stainless steel appliances including a double oven, and abundant cabinetry. The inviting family room features a cozy wood-burning stove, while the finished basement is ideal for entertaining with a kitchenette, powder room, and radiant floor heat. The updated primary suite includes a spa-like bath with jetted tub, separate shower, dual sinks, dual closets, and radiant heated floors. The secondary bedrooms are all generous in size with abundant closet space. Geothermal heating and cooling ensures maximum efficiency throughout the home. Enjoy breathtaking views from every window, plus outdoor living at its finest with a wraparound porch and in-ground pool. The outbuilding with radiant heat provides endless possibilities - workshop, car storage, hobby space, or more. Chickens are allowed, making this property perfect for those seeking a rural lifestyle without sacrificing convenience. One proud owner has meticulously maintained this gorgeous, secluded property. Low taxes and a prime location close to shopping, dining, and amenities in both Plainfield and Oswego. Do not miss this opportunity to have it ALL!

1651 Johnson Road, Oswego

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Oswego Homes with Pool

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