Darien Homes under $500,000

Welcome to Darien, Illinois – a hidden gem nestled in DuPage County that perfectly blends suburban tranquility with vibrant community life. Just 30 miles southwest of downtown Chicago, Darien offers residents a peaceful retreat while still being conveniently close to the bustling city. With its tree-lined streets, well-maintained parks, and a strong sense of community, it’s no wonder that families and professionals alike are drawn to this charming city.

Darien boasts a variety of amenities that cater to all lifestyles. From excellent schools and recreational facilities to shopping centers and dining options, everything you need is just a stone's throw away. The city’s commitment to maintaining green spaces is evident in its numerous parks, perfect for picnics, sports, and leisurely strolls. Plus, with easy access to major highways and public transportation, commuting to Chicago or neighboring suburbs is a breeze.

For those looking to invest in a home without breaking the bank, Darien offers an impressive selection of properties under $500,000. Whether you’re searching for a cozy single-family home or a modern townhouse, you’ll find a diverse range of options that cater to various tastes and budgets. Many of these homes feature spacious layouts, updated amenities, and beautiful yards, making them ideal for both first-time buyers and those looking to downsize.

Discover the charm of Darien, where community spirit meets affordability. Your dream home awaits in this delightful city!

Newest Darien Homes under $500,000

$429,900

2 Beds ⋅ 3 Baths ⋅ 12791938 MLS ⋅ NEW Status

TRULY A RARE OPPORTUNITY! Very seldom do townhomes come on the market in this highly sought after Villas of Carriage Greens community. This impressive residence offers soaring ceilings and spectacular views, combining the space and feel of a single family home with low maintenance living in a premiere location. Step inside to a 2-story foyer highlighting the dramatic staircase and glorious open concept floor plan. Walls of windows bring nature indoors offering breathtaking unobstructed views of the cherished landscape. The main level features vaulted ceilings, a charming brick fireplace, formal dining room, and spacious kitchen featuring stainless steel appliances and ample cabinet and counter space. Down the hall is a generously sized laundry room and private powder room. As you gaze through this inviting space you can't help but notice the tranquil outdoor retreat on the other side of the patio doors offering a very private paver brick patio area and lush welcoming landscape. The open concept continues on the second level offering not one but two primary suites. These elegant and spacious bedrooms with attached full baths and impressive walk-in closets offer the convenience of luxury and privacy, enhanced by the welcoming arched windows flooding the area with natural light and exquisite views. The full basement offers a finished flex space to use as you choose depending on your lifestyle needs. Recreation, media room, playroom, work-out area, office...the possibilities are endless! Plus there is a massive storage and utility area. No crawling into a crawl space to reach your holiday decorations. Every inch of this sensational property offers style, flow, and functionality. Now let's step out to the paver brick patio, where your views are nothing short of amazing! The list of "news" includes New Tear-off Roof, Gutters, Soffits, and Fascia (2022), New Furnace (2026), Newly Painted Siding, New Basement Flooring, and Many Rooms Newly Painted. The low HOA includes lawn care and snow removal and the location is priceless. The Villas are conveniently located just minutes from Carriage Greens Country Club, Smart Oaks Park, and Cass Jr. High School. Added conveniences include easy access to I-55 and 355, parks, playgrounds, walking and biking trails, the Four Corners, the Burr Ridge Village Center, the Promenade Mall, Oak Brook Mall, and a host of local restaurants and entertainment venues. This isn't just a subdivision, it's a LIFESTYLE! HERE IS WHERE YOUR NEXT CHAPTER BEGINS!

8521 Thistlewood Court, Darien

$325,000

4 Beds ⋅ 2 Baths ⋅ 12791950 MLS ⋅ NEW Status

Welcome to this spacious 4 bedroom, 2 bath ranch home nestled on a beautiful, fully fenced quarter acre lot in Darien. Set slightly above street level, the home has wonderful curb appeal while the generous backyard offers plenty of space to play, entertain, garden, or simply enjoy the outdoors. Inside, the comfortable one story layout offers a spacious primary bedroom with private en-suite bath, plus three additional bedrooms that share the full hall bath. A large laundry and mudroom provides valuable additional space with convenient access to both the attached garage and backyard, making everyday living that much easier. The home offers plenty of opportunity to bring your own style and vision while enjoying the space and functionality already in place. Outside, the private fenced yard provides an incredible backdrop for outdoor living with room to create the backyard you've been dreaming of. An attached one car garage adds everyday convenience. Located in a well established Darien neighborhood close to parks, schools, shopping, dining, and everyday conveniences, this home offers a wonderful opportunity to make it your own and enjoy all that Darien has to offer.

7714 Brookhaven Avenue, Darien

1501 Darien Lake Drive Unit #307, Darien

$295,900

2 Beds ⋅ 2 Baths ⋅ 12789460 MLS ⋅ NEW Status ⋅ Darien Lake BLDG.

Freshly rehabbed Darien Lake condominium unit. Two bedrooms with a family room and two baths. The family room could be converted to a third bedroom. Move in ready! Freshly painted throughout. All new flooring throughout. New doors, windows and interior trim. Completely updated baths. New kitchen countertops, stainless steel appliances and painted cabinets. This spacious condo offers an excellent investment in a highly desirable community with top-rated schools. Enjoy underground assigned parking plus an additional outdoor space, two storage lockers, and on-site laundry. There is a private pool and tennis court along with attractive common areas featuring a beautiful pond. Conveniently located near shopping, dining, parks, golf, theaters and I-55 for an easy commute.

1501 Darien Lake Drive Unit #307, Darien

$300,000

3 Beds ⋅ 2 Baths ⋅ 12790416 MLS ⋅ NEW Status

The Green House is the Word on the Street! Beautifully updated 3-bedroom ranch-style condo with a fresh, modern feel and an impressive amount of living space! The open-concept main level features laminate flooring, a stunning olive-green accent wall with custom decorative molding, and warm wood accents that bring the entire space together. The remodeled kitchen offers quartz countertops, stainless steel appliances, abundant cabinetry, a large center island, and a striking wood-slat feature that adds character and warmth. Three bedrooms and an updated full bath complete the main level. The finished basement offers even more room to spread out, entertain, or create the ultimate game room! Complete with a built-in bar, half bath, and a huge utility/storage room, the possibilities are endless. Outside, enjoy a private fenced patio, an attached one-car garage, and additional shared exterior parking. Conveniently located near Waterfall Glen Forest Preserve with easy access to I-55, shopping, dining, and area amenities. The Green House isn't just a nickname. It's one you'll remember!

8329 Portsmouth Drive Unit #C, Darien

$329,000

3 Beds ⋅ 2 Baths ⋅ 12788101 MLS ⋅ NEW Status

Welcome to this charming and maintained 3-bedroom, 1.1-bath ranch home nestled on a quiet, tree-lined street in the heart of Darien. From the moment you arrive, you'll appreciate the inviting curb appeal, cozy layout, and endless possibilities this home has to offer. Step inside to a warm and welcoming interior filled with natural light and comfortable living spaces designed for everyday living and effortless entertaining. The living areas flow seamlessly, creating the perfect setting for family gatherings, holiday celebrations, or simply relaxing at the end of the day. The kitchen offers plenty of workspace and storage with the opportunity to customize and create the kitchen of your dreams. The three well-sized bedrooms provide comfortable retreats, while the full and half baths are functional today and present an exciting opportunity for a future renovation. Imagine transforming the bathrooms with timeless finishes such as a new vanity, elegant tile, quartz countertops, modern fixtures, and a spa-inspired shower, adding both style and value to this already wonderful home. One of the home's standout features is the versatile bonus room connected to the attached 2-car garage. Whether you envision a home office, fitness studio, playroom, hobby space, workshop, or a cozy family room, this flexible area adapts to your lifestyle and creates possibilities rarely found at this price point. Step outside to enjoy the large fenced backyard, offering plenty of room for outdoor entertaining, summer barbecues, gardening, or simply unwinding after a long day. It's a space where memories are waiting to be made. Living here means enjoying the best of Darien, a community known for its beautiful parks, walking and biking trails, excellent schools, neighborhood events, and convenient access to shopping, dining, and expressways. Commuters will appreciate the easy access to I-55, Kingery hwy and I-355, making travel throughout the western suburbs and into downtown Chicago simple and convenient. Nearby forest preserves, golf courses, and recreational amenities provide endless opportunities to enjoy the outdoors year-round. Whether you're a first-time buyer, looking to downsize, or searching for a home with room to personalize and build equity, this property is filled with potential. Move in and enjoy it today while adding your own personal touches over time. Opportunities like this in such a desirable location don't come along often, come see all that this home has to offer!

113 Holly Avenue, Darien

$320,000

2 Beds ⋅ 2 Baths ⋅ 12788104 MLS ⋅ NEW Status

Updated end-unit townhome featuring beautiful water views from both the living area and bedrooms! Step directly out of your private patio to enjoy peaceful waterfront sights in a highly sought-after, family-friendly suburban community. Modern kitchen fully remodeled in December 2023 with sleek finishes and premium stainless steel appliances. Updated half bath (June 2026), freshly refinished and re-stained hardwood floors (December 2025), and a fully updated second-floor bath (December 2024). Convenient Layout, features 1st-floor laundry for ultimate everyday convenience. A commuter's dream, quick, easy access to major expressways and multiple local train stations along with highly rated school districts along with many restaurants, coffee shops and parks. Nature at your doorstep, minutes away from the scenic trails, biking, hiking and natural beauty of the Waterfall Glen Forest Preserve.

7937 Knottingham Circle Unit #C, Darien

$499,000

4 Beds ⋅ 2 Baths ⋅ 12785937 MLS ⋅ ACTIVE Status

Classic split with finished sub-basement. Spotless grama clean. Quality Hardwood floors dining and bedrooms, Ceramic tiled kitchen with loads of cabinets. Door to huge concrete patio and gazebo deck. Three bedrooms up with double closets and 4th/office on main floor family room level. 2 spacious bathrooms. Enjoy the soaker tub. Main floor walk out family room with patio doors to spacious back yard. Finished Rec room down with bar room for the Bears games and theater room for family shows. Plenty of storage closets and full size laundry room. Close to shopping centers and highway 55. School district 99, Downers Grove South Highschool. Fun yard with extra shed for yard stuff. Oh many flowers flowers flowers. Garden and Apple trees. $15,000 Vinal fencing. Quality concrete driveway Will go fast!!!

7801 Surrey Drive, Darien

$229,000

2 Beds ⋅ 1 Baths ⋅ 12786913 MLS ⋅ ACTIVE Status ⋅ Brookdale At Darien Condominiums BLDG.

Beautiful fully remodeled 2-bedroom 1 bathroom condo is located in Darien's Brookdale subdivision. Home is very welcoming, secure & close to shopping, schools, and expressways. Large and bright living room. Bedrooms both with spacious closets. Remodeled 2026. Laundry in unit, newer windows, new plumbing, new electrical panel

7410 Brookdale Drive Unit #214, Darien

$399,900

2 Beds ⋅ 3 Baths ⋅ 12786799 MLS ⋅ ACTIVE Status

Freshly painted throughout with brand-new carpeting! Truly move-in ready! Welcome to this spacious and affordable townhome in the sought-after Woodmere community! Offering 2 bedrooms, a versatile loft, 2.5 baths, and a finished basement, this home has plenty of room to live, work, and entertain! Step inside the impressive two-story foyer and enjoy the bright and sunny living room featuring a cozy gas fireplace. The formal dining room offers direct access to your private patio, perfect for relaxing or entertaining. The huge eat-in kitchen features abundant cabinetry, generous counter space, a pantry, and plenty of storage! Upstairs, you'll find a spacious primary suite complete with a walk-in closet, private bath, and a cozy office nook or sitting area. A generously sized second bedroom and versatile loft provide even more flexibility! The loft can easily be converted back into a third bedroom or used as a home office. Convenient second-floor laundry makes everyday living a breeze! The finished basement offers wonderful additional living space, perfect for a family room, recreation room, home gym, or playroom. Ideally located near shopping, dining, expressways, and Darien schools.

2752 Whitlock Drive, Darien

$485,000

3 Beds ⋅ 2 Baths ⋅ 12786766 MLS ⋅ ACTIVE Status

An exceptional residence offering timeless elegance, and an unmatched location in Darien's coveted Farmingdale Ridge Subdivision. This home seamlessly blends prestige with everyday convenience. From the moment you arrive, the home's outstanding curb appeal. Inside, meticulously maintained interiors reflect classic design paired with modern comfort. The gourmet kitchen is beautifully appointed with stone countertops, and generous space for casual dining. The expansive family room offers warmth and sophistication with engineered wood flooring.

2214 Hamilton Lane, Darien

$425,000

3 Beds ⋅ 3 Baths ⋅ 12786314 MLS ⋅ ACTIVE Status

Welcome to 2976 Drover Ln in Darien! This well-maintained split-level ranch features 3 bedrooms, 1 full bath, and 2 half baths, with a functional layout and comfortable living spaces. In very good condition, this home offers a wonderful opportunity to add your personal touches and make it your own. Come see all it has to offer!

2976 Drover Lane, Darien

$489,000

3 Beds ⋅ 4 Baths ⋅ 12784526 MLS ⋅ ACTIVE Status

Stunning 3-Bedroom, 4-Bathroom Townhouse in Darien (21 miles straight highway to the city right by I-55) Rentable. Lawn Mowing, snow removal and exterior maintenance taken care of by HOA! Lemont 10/10 schools! Experience luxury living in this meticulously designed townhouse that perfectly combines elegance, convenience, and comfort. Prime Location & Schools Nestled in a quiet neighborhood with access to highly-rated Lemont schools (with 10/10 rating), this home offers the perfect blend of suburban tranquility and urban accessibility. Reach I-55 in just minutes for seamless commuting to downtown in 30 minutes, while enjoying the convenience of Jewel-Osco less than 5 minutes away for all your daily needs. Gourmet Kitchen & Living Spaces The heart of this home features a high-end kitchen equipped with all new appliances, positioned on the ground floor for effortless grocery transport directly from your 2-car garage. Soaring cathedral ceilings create an airy, open atmosphere throughout, while elegant chandeliers add crystal clear lighting to every room. Luxurious Master Suite Retreat to the spacious master bedroom featuring custom closet systems and two generous roomsize closets, providing exceptional storage and organization for your wardrobe and personal items. Entertainment & Storage The fully finished basement transforms into your personal winter entertainment haven, complete with a full bathroom and ample storage areas to keep your home organized and clutter-free. Outdoor Paradise & Maintenance-Free Living with ample lighting throughout the house Step into your perfect summer backyard adorned with beautiful flower gardens, ideal for relaxation and entertaining. The HOA handles all yard and exterior maintenance, ensuring a truly hassle-free living experience. Fitness Enthusiast's Dream Enjoy immediate access to a 10-mile run track right behind your home, making daily exercise convenient and inspiring. Additional Features 4 full bathrooms throughout the home Abundant storage solutions Move-in ready with premium finishes Peaceful neighborhood Professional landscaping and exterior upkeep included Schools for the home: Elementary: Oakwood Elementary School Middle: Old Quarry Middle School High: Lemont Twp High School District: 113A This exceptional townhouse offers the rare combination of luxury amenities, prime location, and maintenance-free living. What the owner loves about this home Closets the size of a room 10 mile trail right behind the house 10/10 lemont schools HOA takes care of snow and lawn Huge basement for winter fun

9241 Waterfall Glen Boulevard, Darien

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Darien Homes under $500,000

Newest Darien Homes under $500,000

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