Kendall County homes for sale

Explore current homes, condos, and townhomes in Kendall County. Compare listings, save your favorites, and reach out when you'd like a closer look.

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Available homes in Kendall County

$8,495,000

6 Beds ⋅ 9 Baths ⋅ 12638746 MLS ⋅ ACTIVE Status

Welcome to the Minkler Estate - a property unlike any other in Chicagoland. Surrounded by beautiful wildflowers, dense woods, and secluded prairie, this extraordinary 36-acre countryside haven offers the perfect blend of privacy, sophistication, and natural beauty. At the heart of the estate lies a stately 12,000+ sq ft English manor, meticulously renovated from the ground up to combine modern elegance with rustic charm. From barn wood ceilings to stone fireplaces, every detail exudes warmth and character. The chef's kitchen dazzles with marble countertops and high-end appliances, while the primary suite features a private balcony with sweeping views and a spa-inspired bath. Designed for grand living and entertaining, the home also boasts a great room, media room, billiards room, wine cellar, golf simulator, and home theater. With six bedrooms, seven full baths, and two half baths, the residence is as functional as it is breathtaking. Unmatched Outdoor Lifestyle The grounds are a dream come true. A dazzling infinity pool, ornate patio, and pool house create a resort-like retreat, while a sport court accommodates both pickleball and basketball. Equestrian enthusiasts will appreciate the horse barn with six stables, paired with an attached garage that fits up to 20 vehicles or off-road toys. A separate, charming historic barn offers a unique venue for weddings, graduations, and celebrations. Outdoors, you'll also find a private shooting range, a chipping golf range, and a scenic 3-acre pond, ideal for fishing or cruising with an electric boat. Guest & Staff Accommodations In addition to the main manor, the estate includes a newer 2,000 sq ft detached home, perfect for extended family, guests, or a house manager. The attached main garage comfortably houses at least eight vehicles-with room for lifts and more. The Minkler Estate is more than a home-it's a lifestyle. From private retreats and equestrian living to lavish entertaining and unforgettable events, this rare offering provides opportunities that simply cannot be found elsewhere in Chicagoland. Welcome to the Minkler Estate, there is nothing like it in Illinois.

5021 Minkler Road, Yorkville

$1,800,000

3 Beds ⋅ 3 Baths ⋅ 12736326 MLS ⋅ ACTIVE Status

Unique Walk out Ranch Home on Two Waterfront Lots + Private 8-Acre Island - Pool, Outbuildings, Stone Fireplaces & Endless Amenities This extraordinary estate offering two scenic waterfront lots, a private 8+ acre island, and a unique walkout ranch designed for year-round enjoyment. Located in the sought-after Yorkville school district, this property blends luxury, recreation, and natural beauty like no other. The main level features an open-concept design with vaulted ceilings, expansive windows, and a striking floor-to-ceiling stone fireplace. The kitchen offers generous counter space, kitchen island, and a seamless flow into the dining and living areas. The walkout lower level adds a second stone fireplace, a large recreation space, guest accommodations, and direct outdoor access with expansive decks and patios. Step outside and experience a private resort lifestyle with an inground swimming pool and pool house, a boat launch area for easy water access, a race track, and a shooting berm for target practice. The property also features a 40x40 fenced garden, fruit trees, and a kids' play area, all supported by a sprinkler system that spans the grounds. A well tapped into a natural spring provides pristine water. Multiple outbuildings, a 30x40 garage for storage or workshop, and a 40x40 auto shop with car lift included. Your own 8+ acre private island awaits-perfect for fishing, camping, wildlife watching, or simply enjoying complete seclusion. This is more than a property-it's a private sanctuary and recreational paradise offering unmatched privacy, space, and amenities.

12300 River Road, Plano

$1,695,000

5 Beds ⋅ 7 Baths ⋅ 12717697 MLS ⋅ ACTIVE Status

Some properties check boxes. Others rewrite the rulebook entirely! Welcome to 10061 Legion Road, an extraordinary private estate where luxury, privacy, and natural beauty converge across more than 21 breathtaking acres. Nestled behind a gated entrance, this custom all brick and stone residence offers over 9,500 square feet of finished living space, complemented by a resort-style saltwater pool, an incredible 100' x 50' outbuilding, a stocked pond, and approximately seven acres of mature timber-creating a lifestyle that is simply impossible to replicate. *** A winding tree-lined drive leads to the impressive home, where a stamped concrete circular driveway and elegant fountain provide an unforgettable first impression. Inside, a dramatic two-story foyer welcomes you into thoughtfully designed living spaces filled with natural light and timeless craftsmanship. The heart of the home is a stunning chef's kitchen featuring custom Styleline cabinetry, granite countertops, premium stainless steel appliances, and an expansive dining area that opens seamlessly to the breathtaking family room highlighted by a floor-to-ceiling stone wood-burning fireplace. Just beyond, the sunroom offers panoramic views of the private grounds and opens onto a sprawling stamped concrete patio with a built-in grill, creating the perfect setting for entertaining or quiet evenings surrounded by nature. A distinguished executive office with exquisite custom millwork and built-in cabinetry, elegant formal living and dining rooms, and a spacious mudroom complete the main level. *** The grand curved staircase leads to five spacious bedrooms, including a spectacular primary suite designed as a true private retreat. Enjoy a three-sided fireplace, private balcony overlooking the wooded landscape, a separate sitting room or fitness space, and a luxurious spa-inspired bath featuring a steam shower, whirlpool tub, dual vanities, and an oversized walk-in closet. Two additional bedrooms offer private ensuite baths, while the remaining bedrooms share a Jack-and-Jill bath. *** Designed for entertaining on every level, the finished basement adds more than 3,000 square feet of exceptional living space with a second family room centered around a custom brick fireplace, expansive recreation areas, wet bar, sixth bedroom, full bath, dedicated fitness room, and convenient direct access to the garage. *** Beyond the home lies an estate unlike any other. The impressive 100' x 50' outbuilding offers incredible flexibility for car collectors, hobbyists, recreational equipment, business use, or additional entertaining space, while the attached pool house opens directly to the stunning 45' x 20' saltwater pool. Wander the beautifully maintained grounds to discover approximately seven acres of mature woods and a picturesque stocked pond complete with a beach area, providing year-round opportunities for recreation and relaxation in complete privacy. *** Offering an unmatched combination of luxury, recreation, and tranquility just minutes from Yorkville's shopping, dining, and everyday conveniences, 10061 Legion Road is far more than a home-it is a destination, a private retreat, and a legacy estate unlike anything else on the market.

10061 Legion Road, Yorkville

$1,656,315

4 Beds ⋅ 4 Baths ⋅ 12706329 MLS ⋅ ACTIVE Status

Welcome to Grove Estates, an exceptional community offering the opportunity to build a truly remarkable home in a peaceful, picturesque setting just minutes from the heart of Yorkville, Plainfield, and Oswego. Surrounded by spacious acre homesites, mature trees, and abundant wildlife, Grove Estates offers a rare combination of privacy, natural beauty, and convenience. This proposed construction opportunity showcases The Kensington, one of Overstreet Builders' most sought-after floor plans. This exceptional home offers approximately 4,709 square feet of luxury living space, featuring 4 bedrooms, 4 bathrooms, and a 4-car garage. Designed for both grand entertaining and comfortable everyday living, the home features a dramatic two-story foyer and family room, spacious living and dining areas, a first-floor study, and an expansive open-concept design. Luxury upgrades elevate this proposed home even further, including a stunning hearth room, oversized kitchen island, upgraded cabinetry, a highly functional working pantry, expansive windows, and a spectacular primary bathroom featuring a luxurious wet room. Thoughtfully designed for today's lifestyle, The Kensington offers exceptional space, style, and functionality throughout. With the opportunity to personalize the home and select from a variety of finishes and features, you can create a residence uniquely tailored to your vision and lifestyle. Make your dream home a reality in the exceptional community of Grove Estates with the timeless craftsmanship and luxury construction of Overstreet Builders. Contact the builder or listing agent for additional information regarding available homesites, customization opportunities, included features, and the proposed construction process. Front elevations are subject to approval by the HOA Architectural Committee. As a built-to-order home, customizations are anticipated and may influence the final investment.

7370 Roberts Drive, Oswego

$1,399,000

5 Beds ⋅ 4 Baths ⋅ 12764386 MLS ⋅ ACTIVE Status

14.4-Acre Creekfront Estate in Oswego with Plainfield Annexation Potential! This custom all-brick 5-bedroom, 3.5-bath home offers 4,800+ sq ft, two main-floor primary suites, an oversized 4-car garage and a 30x40 pole barn. The property is eligible for annexation into the Village of Plainfield. With annexation and rezoning, uses such as horses, a home-based business or an event/wedding venue may be possible (buyer to verify with the Village). The land is currently farmed, offering potential rental income, and continued farming may qualify it for a reduced farmland tax assessment. A peaceful creek borders the property, giving you true country privacy just minutes from Oswego and Plainfield shopping and dining. Inside, the great room features skylights and a floor-to-ceiling stone fireplace. The kitchen offers updated appliances, a granite island and a pantry. Both main-level primary suites have private baths, ideal for multi-generational living: one is a retreat with soaking tub, separate shower, double vanity and walk-in closet, and the other is designed for accessibility. Upstairs are 3 more bedrooms, a full bath, a his-and-hers office and a finished bonus room over the garage. Take in creek and countryside views from the sunroom. The Alpha Drainage System keeps the basement dry, and the roof, HVAC and gutters are newer. Central vac, long private drive, and a pole barn ready for equipment, vehicles, hobbies or storage. Acreage like this near Oswego and Plainfield is rare. Schedule your private showing today!

1502 Cherry Road, Oswego

$1,295,000

4 Beds ⋅ 4 Baths ⋅ 12718192 MLS ⋅ ACTIVE Status

NEW CONSTUCTION - FIRST FLOOR MASTER SUITE - READY FOR ALL THE HOLIDAYS!! Nearly an acre in Yorkville's Whitetail Ridge Golf course neighborhood, this luxury estate seamlessly pairs elite architectural design with high-end modern amenities. Striking stone accents and durable James Hardie siding frame the sophisticated exterior. Entry consists of a welcoming covered front porch complemented by a concrete driveway leading to a spacious 3-car garage. Premium black-on-black Andersen casement windows elevate the home's striking aesthetic inside and out. The grand interior contains first floor 9-foot walls, 8-foot doors, and a dramatic 20-foot cathedral great room. An upgraded trim package elevates the living spaces with architectural beams, a coffered ceiling, and custom feature walls. A unique see-through gas fireplace elegantly connects the massive great room to a private study. At the heart of the home is a chef's kitchen outfitted with a tiered 10-foot island with integrated table seating, built-in double oven, and a spacious walk-in pantry. Designed for ultimate comfort, the 4-bedroom, 3.1-bath layout features a coveted FIRST FLOOR resort-style MASTER RETREAT. This private oasis boasts a cathedral ceiling, an expansive walk-in closet, and a spa-like bath with a free-standing soaking tub and a rainhead walk-in shower. The master suite enjoys direct access to a covered rear deck shared with the great room, perfect for seamless indoor-outdoor living. Upstairs, a second-floor en suite can be perfect privacy for family or guests. The home includes two furnaces, two air conditioning units, and 400-amp electrical service. The expansive lookout basement features 9-foot walls and pre-installed rough-in plumbing, offering endless customization potential. Don't miss out on this rare opportunity in a custom build subdivision! Schedule your sneak peek today! Property is Agent owned. Updated photos to come once siding and interior are complete

7626 Bentgrass Circle, Yorkville

$1,250,000

3 Beds ⋅ 4 Baths ⋅ 12636815 MLS ⋅ ACTIVE Status

THIS IS ONE OF A KIND! 4 bedroom ranch home nestled in a 2 acre grove of Oak and Hickory trees on 12+ acres that sits 1/4 mile off the road making it very private, peaceful and serene and providing all the privacy you could want. A breathtaking brick ranch that perfectly blends elegance, comfort, and nature. It offers you the chance to create lasting memories in a truly unique setting. The meticulously maintained ranch is designed for both relaxation and entertaining and accommodates family and guests with ease. The home features living areas that are bathed in natural light. The great room/family room features vaulted ceiling and floor to ceiling windows. 3 spacious bedrooms on the main floor and a 4th in the finished deep pour basement. 3 full baths plus a half bath. The kitchen features custom cabinets, movable island, granite countertops and stainless steel appliances. 1st floor laundry. The covered back porch is perfect for summer cookouts and relaxation. A 60x120 super insulated building features 88x60 shop area with five 14' doors (four 12' wide & one 14' wide doors) three 80,000 BTU heaters, LED lighting to name a few. 60x32 is office space with 2 offices, reception area and bath, forced air heat and A/C. Great for home office, workshop, or even a small business. This home and property has countless upgrades, from modern fixtures to energy-efficient improvements and new flooring to name a few. Move in ready!

14050 Townhouse Road, Newark

$1,225,000

3 Beds ⋅ 2 Baths ⋅ 12779031 MLS ⋅ ACTIVE Status

10 AC of agricultural land featuring a 3-bedroom, 2-bath ranch home on a fully fenced property located in unincorporated Oswego. The property includes four adaptable outbuildings providing ample room for equipment, animals, or a home-based business, along with a swimming pond complete with sandy beaches and stocked with fish, including large koi. Located near schools, restaurants, shopping, and entertainment options, this property blends rural tranquility with modern amenities. Great investment opportunity. Adjacent 9.04 AC parcel is also separately available, offering potential for assemblage. Do not enter property without approved showing request.

1451 Johnson Road, Oswego

$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 (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

$1,197,650

3 Beds ⋅ 3 Baths ⋅ 12706215 MLS ⋅ ACTIVE Status

This beautiful ranch home curated to your dreams! Experience the opportunity to build The Camden, a thoughtfully designed proposed-construction home by renowned local builder Overstreet Builders, set within the peaceful and picturesque community of Grove Estates. Surrounded by spacious, wooded acre lots, mature trees, and abundant wildlife, Grove Estates offers a rare combination of privacy, tranquility, and refined country living. The Camden offers 2,530 square feet of refined living, blending timeless design with elevated comfort. Those looking for first floor living will find exactly what they are looking for in The Camden. This thoughtfully crafted home features 3 bedrooms, 2.5 baths, a formal study, and an elegant dining room, perfect for both everyday living and sophisticated entertaining. The heart of the home showcases a stunning great room with a vaulted ceiling, seamlessly connected to a beautifully appointed kitchen with a spacious pantry. A large mudroom adds both function and style, while the private primary suite serves as a true retreat, complete with a luxurious en-suite bath and oversized walk-in closet. Select upgrades are included in the primary bathroom, kitchen, and living room, creating an elevated starting point for your future home. The proposed construction can also be modified to suit the lifestyle and preferences of its future owners, offering the opportunity to personalize the design and create a home uniquely your own. Every detail of The Camden is designed to deliver a sense of space, style, and effortless living. Contact Overstreet Builders or the listing agent for additional information regarding available homesites, included features, customization opportunities, and the proposed construction process. Front elevations are subject to approval by the HOA Architectural Committee. As a built-to-order home, customizations are anticipated and may influence the final investment.

7256 Roberts Drive, Oswego

$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

$1,099,000

5 Beds ⋅ 4 Baths ⋅ 12684348 MLS ⋅ ACTIVE Status

Welcome to 14 Abbeyfeale Drive, an extraordinary executive estate nestled on 2.2 beautifully landscaped acres in one of Oswego's most prestigious settings. Offering over-the-top quality, exceptional craftsmanship, and luxurious amenities throughout, this stunning move-in-ready residence features 5 bedrooms, a private office, 4 full bathrooms, a deep-pour finished basement, and an oversized 4-car garage. From the moment you enter, the grand two-story foyer with its elegant chandelier sets the tone for the sophistication found throughout the home. Rich premium walnut hardwood flooring spans the main level, complemented by solid wood paneled doors, custom millwork, and detailed trim surrounding every door and window. Picturesque windows adorned with plantation shutters flood the home with natural light while showcasing breathtaking views of the surrounding property. Designed for both everyday living and entertaining, the custom chef's kitchen is a true showpiece featuring high-end finishes, abundant workspace, and a large center island complete with a prep sink. The adjacent family room offers built-in shelving, a grand fireplace, and spectacular views of the backyard oasis. The thoughtfully designed main level includes a first-floor bedroom and full bathroom, ideal for guests or multi-generational living. Two separate staircases lead to the second floor, including a discreet secondary staircase equipped with a chairlift for added accessibility. Upstairs, you'll find four generously sized bedrooms, including a luxurious primary suite that serves as a private retreat. The owner's suite features a cozy fireplace sitting area, spacious walk-in closet, and spa-inspired bathroom with heated floors. Every bathroom in the home, except the basement bath, offers the comfort of heated flooring. One secondary bedroom also provides convenient access to additional attic storage. The finished deep-pour basement expands the living space with a dedicated theater room, large office or potential guest suite, full bathroom, recreation area, television lounge, expansive utility room, and an oversized storage room with built-in shelving. Step outside and discover your own private resort. The meticulously maintained grounds feature professional landscaping, a paver patio with fire pit, expansive wood deck, outdoor speaker system, and a dedicated area to practice your golf swing. Sports enthusiasts will appreciate the private pickleball court, while the expansive yard offers endless opportunities for recreation and relaxation. With oversized bedrooms, exceptional attention to detail, premium finishes, and an unmatched blend of luxury and functionality, 14 Abbeyfeale Drive presents a rare opportunity to own one of Oswego's finest executive homes.

14 Abbeyfeale Drive, Oswego

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