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$1,200,000
7 Beds 6 Baths 12750633 MLS ACTIVE Status
Some homes you see. This one, you feel the moment you step inside. This extraordinary 7-bedroom, 6-bath waterfront estate brings extensive renovations, exceptional craftsmanship, and true resort-style living together on a truly remarkable property. Set along Waubonsie Creek, this expansive home offers incredible flexibility for everyday living, entertaining, multi-generational needs, and guests. The main level has been beautifully transformed with new oak hardwood flooring, fresh paint, updated lighting and plumbing fixtures, and impeccable trim work throughout. At the heart of the home is a completely renovated kitchen, thoughtfully redesigned with wall-to-ceiling custom cabinetry, integrated lighting, quartz countertops, double ovens, and a spacious eat-in area overlooking the pool. Direct access to the screened-in porch creates a seamless connection between indoor and outdoor living. Formal living and dining spaces provide an elegant backdrop for entertaining, while the dramatic two-story family room fills with natural light and centers around a striking masonry fireplace, framing views of the yard and pool beyond. Down the hall, a second fireplace warms the library, creating an inviting retreat for quiet mornings or evening conversation. The first-floor primary suite is a private sanctuary, crowned by soaring coffered, 10-foot ceilings. The completely renovated spa-inspired bath is where the home truly indulges - an oversized walk-in shower, a stand-alone soaking tub, heated floors, and custom tile, sinks, and vanity come together for a retreat that rivals any five-star escape. A custom lower staircase and all-new carpeting further elevate the home's impressive interior. A brand-new mudroom, designed specifically with poolside living in mind, offers direct access to the pool along with custom benches, built-in drawers for pool towels, a new dog wash, new tile and lighting, and an oversized pantry closet. Upstairs, five bedrooms provide exceptional space and versatility, many crowned with soaring vaulted ceilings. One features a private en-suite bath and walk-in closet, while another includes a custom built-in bunk bed, ideal for children, grandkids, or overnight guests. The remaining bedrooms are complemented by a beautifully updated shared full bathroom, including a newly renovated hall bathroom. The walk-out lower level expands the possibilities even further. A separate suite with a bedroom, full closet, and full bath offers outstanding potential for multi-generational living, an in-law arrangement, or extended-stay guests. The spacious recreation area gathers around the home's third masonry fireplace, with abundant storage and a renovated wine room featuring new wine shelving and custom tile. Outside, the property becomes a private oasis with an in-ground pool, large screened-in porch, dog run, waterfront setting, and expansive grounds designed for both relaxation and entertaining. Car enthusiasts will appreciate the home's exceptional five-car garage capacity. The three-car side-load garage features brand-new epoxy flooring, while the walk-out lower level provides an additional two-car tandem garage, creating tremendous flexibility for vehicles, recreational equipment, storage, or workshop space. A turnaround driveway adds everyday convenience. Additional highlights include Pella windows, several new appliances, and extensive updates throughout the home. The village is also installing a new parkway walkway in front of the property that will connect to a larger path system, adding even more appeal for those who enjoy walking, biking, and the outdoors. The home was converted to the new 2" city water in September and sewer in August (with the well kept intact to serve the pool and irrigation needs). This is more than a home. It is a waterfront estate designed for the way you want to live, with exceptional entertaining possibilities, resort-style outdoor living, and thoughtful craftsmanship at every turn. Schedule today

3663 Wolf Road, Oswego

$495,000
4 Beds 4 Baths 12746328 MLS ACTIVE Status
Welcome home to your spacious 4 BR, 3.5 Bathroom home oasis, located in the highly desired Brighton Meadows Subdivision and Oswego schools, that is ready to entertain and relax. The Home welcomes you into the large, warm foyer which flows into the family room that is ready to be used as you need, whether it be for recreation or as a formal dining room. Follow the french doors into the huge kitchen that features SS appliances throughout including a smart refrigerator, kitchen island with a prep sink, large eat-in area, and plenty of cabinets for ample storage. The adjacent living room features large windows to let in the natural light and a fireplace, just in time for winter around the corner. A large coat room with laundry hook-ups and a half bath round out the main level. Head upstairs to find 4 generously sized BRs and 2 full bathrooms, including the Primary Suite that boasts vaulted ceilings, 2 walk-in closets, a large exercise/den area and a private Primary Bathroom that features double sinks, jetted tub and separate shower with dual shower heads. The finished basement is ready to impress with its large recreation area that showcases a beautiful wooden mosaic bar, a full bathroom, a separate room that would be a perfect home theater, gym, office, craft room, storage, etc and a second "speakeasy" stairway back upstairs. A huge, 3-car heated garage is ready and waiting for your next project! The backyard is the definition of home oasis boasting an above ground pool with a huge deck, fire pit area, grilling area, separate mulched play area with a trampoline and playset that are staying, storage sheds to hold your pool and lawn equipment and a huge, wide open side yard to run around in. So close to schools, shopping, parks/paths, and so much more!

398 Essex Drive, Oswego

$790,000
5 Beds 5 Baths 12743965 MLS CONTINGENT Status
A little bit country, a little bit city - all on over an acre. Tucked in Old Reserve Hills on a private 1-acre lot, this stately home gives you room to breathe and space between you and your neighbors, while still sitting inside the Oswego city limits. Surrounded by farmland views but minutes from everyday convenience - the best of both worlds, literally.~~~Step inside and the two-story foyer stops you. Twenty-foot ceilings, a wall of Palladian windows, and a Great Room that just pours with natural light. Hardwood floors carry you through the main level, past a formal living room and dining room built for entertaining.~~~Here's the flex that sets this one apart: a main-floor in-law suite with its own full bath, an adjoining sitting area, and private exterior access to the patio. Full independence, total privacy - whether it's for extended household members, guests, or a home office that feels like its own wing.~~~The kitchen means business. A center island with a breakfast bar, wine rack, and beverage fridge anchors the space, while granite counters and Thomasville 42" cabinets give it a rich, custom feel. Cabinets wrap around the corner, connecting a butler pantry to the kitchen workspace - and combined with the walk-in pantry, storage is never a question. Recessed lighting keeps it bright, and cooking is set up for real work: built-in dual ovens, a gas cooktop, and a stainless Broan range hood, plus a full-size fridge and full-size freezer that give the whole space a genuinely commercial feel.~~~Upstairs, four bedrooms and a loft. The primary suite is the showstopper - triple tray ceiling with inset crown, and a bathroom that feels like a spa: oversized shower with dual sprayers, separate soaking tub, a huge split-sink vanity with a makeup station, tulip lighting, and a cathedral ceiling overhead. Plus a walk-in closet with built-ins that's a room of its own. One secondary bedroom has its own private bath; the other two share a jack-and-jill.~~~Then there's the backyard. One acre, fresh landscaping, and an in-ground pool with diving board and slide - the summer headquarters. A brick paver patio and pergola with TV round it out for long evenings outside. And the three-car side-load garage is a home for trucks and SUVs: 32.5' wide, 23.5' deep, with 8-foot insulated doors.~~~The bones are built to last - 2x6 construction, steel H-beam supports, tornado ties on every joist, insulated interior walls for quiet, and dual-zone HVAC for comfort on every level. Bellagio two-panel wood doors and vinyl-clad Thermopane windows throughout. Students attend Hunt Club, Traughber, and Oswego High School. Room to breathe, built to last - and waiting for you.

5320 Goldenrod Drive, Oswego

$410,000
3 Beds 3 Baths 12737930 MLS ACTIVE Status
Beautifully maintained and truly move-in ready, this home has been exceptionally well cared for and offers a wonderful combination of comfort, style, and entertaining space. The spacious primary suite is a standout, featuring a huge primary bedroom with plenty of room to relax and unwind. The finished basement provides valuable additional living and recreation space. Step outside to an amazing backyard oasis featuring a beautiful pool-perfect for summer entertaining, relaxing, and making memories with family and friends. The pride of ownership throughout this home is evident, with every space thoughtfully maintained. A wonderful opportunity to own a beautiful home with exceptional indoor and outdoor living space.

637 Otter Way, Oswego

$530,000
4 Beds 3 Baths 12722695 MLS ACTIVE Status
A best buy in Deerpath Creek and the true definition of real estate done right is found here! These owners hate to leave (job transfer) and have done absolutely everything in this home with quality and craftsmanship in mind! You'll appreciate all the high end finishes the moment you walk in the door! Enjoy summers here because this home also features a custom in-ground SALT WATER swimming pool with all the bells and whistles, pool heater, cleaner and supplies (new salt water chlorinator too)! Inside you'll find an open main level floorplan, updated main level kitchen with custom Brakur cabinets, granite counters and upgraded interior trim finishes. On the 2nd floor you'll notice the large secondary bedroom sizes along with a primary master suite with dual closets and a private bath. In the finished basement (perfect for an in-law setup), you'll find more quality trim work, a full 2nd kitchen, family room with a custom stone fireplace, bonus room and a large storage room (could easily be converted to another full bath with minimal work). Newer items include a new AC (2025), new furnace (2023), new refrigerator, new dish washer, high end windows, Anderson patio door, front door, insulated & reinforced garage door, water softener, water heater, and a Culligan reverse osmosis system! Outside you'll enjoy a well planned, professionally landscaped lot with a fenced-in rear yard, extensive concrete & paver patio finishes, side concrete storage apron and a large, 10x14 custom storage/pool shed with a concrete floor! All this on a rare Deerpath Creek lot that is one of the few that is not part of the association, which means no rules and regulations and no association fees! Don't forget that this home is just a short walk to Prairie Point Elementary, Prairie Point Park & Oswego Park District Splash Pad too! This one checks all the boxes and is priced aggressivley for a hassle free sale!

236 Isleview Drive, Oswego

$550,000
4 Beds 3 Baths 12726943 MLS CONTINGENT Status
Move-in ready and beautifully updated 4-bedroom home situated on a fully fenced lot overlooking a peaceful farm field. This spacious home offers a wonderful floor plan with a finished basement and oversized 3-car garage. The updated kitchen features granite countertops, farmhouse sink, newer stainless-steel appliances, abundant 42-inch cabinetry and generous prep space, opening to a bright south-facing sunroom. The main level also offers a family room, living room, dining room and convenient mudroom. Gray-washed hardwood floors, updated lighting and an electric fireplace add warmth and style. Upstairs are 4 spacious bedrooms, including the luxurious owner's suite with walk-in closet and private bath featuring a Jacuzzi tub, separate shower and dual vanity. The finished basement includes a separate room with built-in closet, ideal for a 5th bedroom, office or flex space, plus a large crawl space for storage. Enjoy exceptional outdoor living with a newly built multi-level deck, concrete patio, heated above-ground pool and fully fenced yard with peaceful views. Recent updates include roof (2019), windows (2013), central A/C (2015) and 2-speed high-efficiency furnace (2016). Conveniently located near schools, shopping, dining, parks and all that Oswego has to offer. Don't miss this exceptional home!

437 Raintree Drive, Oswego

$875,000
4 Beds 4 Baths 12701760 MLS ACTIVE 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

$550,000
4 Beds 3 Baths 12709411 MLS PENDING 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

$1,295,000
4 Beds 5 Baths 12694808 MLS PENDING 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



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