Browse All Bolingbrook IL 5 Bedroom Properties for Sale

5 Beds ⋅ 2 Baths ⋅ 12791357 MLS ⋅ NEW Status

Every home has a story-welcome to your next chapter at 141 Plainview Drive! Enjoy peaceful water views and parkside living in this beautifully updated 5-bedroom, 2-bath home in Cinnamon Creek. Situated directly across from Poplar Park, this home offers flexible space across two fully finished levels. The main level features a sunlit living room, three bedrooms, a full bath, and an eat-in kitchen complete with granite countertops, stainless steel appliances, and a walk-in pantry. The lower level expands your living space with a large family room, two additional bedrooms, a second full bath, and a dedicated laundry room. Major updates to the home include: New House & Garage Roofs (2026), Updated Bathrooms (2026), New Flooring (2025), New Furnace & A/C (2025), and New Windows (2024). Step outside to relax on your screened porch or stroll the path along the water. Unbeatable location close to local shopping, dining, Pelican Harbor, I-55, and I-355!

141 Plainview Drive, Bolingbrook

$319,000

5 Beds ⋅ 3 Baths ⋅ 12731356 MLS ⋅ CONTINGENT Status

Opportunity knocks in Bolingbrook! This spacious 5-bedroom, 3-bath home offers room to grow and a solid foundation for your vision. Some big-ticket items are already handled: a brand-new roof is scheduled to be installed in the coming weeks, and the furnace, AC, and water heater were all replaced in 2025. The home needs some TLC, making it a great fit for investors, rehabbers, or buyers ready to roll up their sleeves and make it their own. With generous living space, five bedrooms, three full baths, and an attached 2-car garage, the potential here is undeniable. Bring your ideas and your toolbox, and build equity in a convenient Bolingbrook location close to shopping, dining, and major roadways.

714 Dorchester Drive, Bolingbrook

$850,000

5 Beds ⋅ 4 Baths ⋅ 12784680 MLS ⋅ ACTIVE Status

An exceptional opportunity to own a refined, lifestyle-driven residence with a Bolingbrook address, ideally located within the highly acclaimed Indian Prairie School District 204 and served by Neuqua Valley High School. Nestled in the sought-after Fairways of Augusta, this home offers the perfect blend of location, schools, and elevated living. Perfectly positioned on a premium, pond-backing lot with a desirable north-east exposure, this home offers a rare combination of privacy, natural beauty, and everyday luxury. From the moment you enter, the dramatic two-story foyer sets the tone, framed by elegant formal living and dining spaces designed for both intimate gatherings and elevated entertaining. At the heart of the home, a sun-drenched two-story family room with fireplace creates a stunning focal point, showcasing tranquil water views and an open, airy feel that defines the home's design. The seamless flow into the breakfast area and out to the deck invites effortless indoor-outdoor living-perfect for quiet mornings or evening entertaining overlooking the water. The thoughtfully designed floor plan features five bedrooms, including a highly desirable main-level bedroom privately situated near the powder room. With the ability to easily convert the adjacent powder room into a full bath, this space offers exceptional flexibility for a private guest suite or in-law arrangement-an increasingly valuable and hard-to-find feature. The kitchen has been beautifully renovated by Redo Cabinets, featuring custom cabinetry with a lifetime warranty and stainless steel appliances, blending timeless design with long-term quality. The professionally finished basement (2024), completed with permits by Basement2Finish, elevates the home even further with a full recreation space, private home theater, and full bath-creating the ultimate environment for entertainment and relaxation. Upstairs, four spacious bedrooms and two full baths provide comfort and functionality, while the primary suite offers a true retreat with dual walk-in closets and a spa-inspired bath complete with double vanities, soaking tub, and separate shower. Additional updates include a newer roof (2018), Choice Home Warranty through October 2027, ongoing fresh paint, and new wood laminate flooring throughout-ensuring a move-in ready experience with peace of mind. This is more than a home-it's a lifestyle defined by space, flexibility, and serene surroundings, all while enjoying the benefit of Naperville-area schools in a premier location.

329 Chick Evans Street, Bolingbrook

$374,900

5 Beds ⋅ 2 Baths ⋅ 12779093 MLS ⋅ PRICE CHANGE Status

Discover space and versatility in this 5-bedroom Raised Ranch Home with 2 full baths, spacious Sunroom, on a desirable Bolingbrook corner lot! The inviting main level features bright living and dining areas, granite countertops, stainless-steel appliances, and three bedrooms. An impressive 1425 sunroom opens to the oversized deck, creating an ideal space to relax, gather, and entertain. The remodeled lower level adds two bedrooms, a full bath, laundry, and flexible space for guests, a home office, or additional living needs. Enjoy an attached 2-car garage with extra storage. Plus major updates including the Roof, Siding, & Gutters (2021), Water Heater(2025), and refreshed bathrooms and outdoor spaces. Conveniently located near I-55, I-355, shopping, dining, and The Promenade. Vacant and easy to show-come see the space and possibilities for yourself!

404 Assembly Drive, Bolingbrook

$698,000

5 Beds ⋅ 4 Baths ⋅ 12769371 MLS ⋅ ACTIVE Status

BACK ON THE MARKET & BETTER THAN EVER! THIS IS NOT YOUR TYPICAL HOME-Major Upgrades, Finished Lower Level, Newer Core Systems & Ultimate Outdoor Luxury are ALREADY DONE! Nestled On a Cul-De-Sac and Perfectly situated between Plainfield & Naperville in highly acclaimed School District 202, this Versatile 14-Room Masterpiece combines timeless classic style with worry-free living. EXCEPTIONAL INTERIOR FEATURES: Solid Hardwood Floors grace the 1st Floor, Newer Carpet on the 2nd Floor, Smart-Controlled Lighting, 5 Dedicated Bedrooms, 2 Flex/Office Rooms, and 3.1 Baths (expandable to 4 Full Baths). THE ULTIMATE LOWER LEVEL: Designed as an Elite Multi-Generational Suite and Entertainment Wing, boasting 2 Flex Bedrooms, Kitchenette, Full Bath, Social Lounge, and Private Movie Theater. STEP INTO YOUR OUTDOOR OASIS: A Massive 53'x17' Multi-Level Paver Patio on a premium Pie-Shaped Lot, complete with Architectural Seating Walls, Gazebo, Integrated Smart Pillar Lighting, Open Views, and your own Private Putting Green! MAJOR SYSTEMS & MECHANICALS ARE ALREADY DONE FOR YOU! Enjoy the peace of mind with a Newer Roof, Newer Furnace, 4-Zone High-Efficiency HVAC System, Emergency Backup Sump, Whole-House Water Filtration, and Sprinkler System. The costly core components have already been taken care of on this meticulously maintained property. The Seller is open to offering Closing Cost Credit to help the Buyer Buydown their Interest Rate or Personalize their Palette with an Acceptable Offer! Review the COMPREHENSIVE HOME IMPROVEMENT LIST and SCHEDULE YOUR SHOWING TODAY!

6 Glenview Court, Bolingbrook

$355,000

5 Beds ⋅ 2 Baths ⋅ 12773958 MLS ⋅ CONTINGENT Status

Sold before listed

148 Oxford Road, Bolingbrook

$400,000

5 Beds ⋅ 3 Baths ⋅ 12773558 MLS ⋅ CONTINGENT Status

Welcome to 330 Shield Court! Nestled on a quiet cul-de-sac, this spacious 5-bedroom, 3-bath home offers approximately 3,000 square feet of living space, two kitchens, and a flexible layout designed to accommodate today's changing lifestyles. Whether you're looking for multigenerational living, related living, space for extended family, entertaining, or simply room to spread out, this home offers endless possibilities. Step inside through the beautifully enclosed entry and discover a comfortable main level featuring a generous living room and dining room, along with three bedrooms and two full baths. The expansive lower level provides even more living space, including a full kitchen, full bath, and two additional bedrooms. Outside, enjoy an oversized wraparound yard designed for relaxing and entertaining. The above-ground swimming pool, spacious deck, and playground create a wonderful outdoor setting for summer gatherings, family fun, and making memories. Located on a peaceful cul-de-sac, 330 Shield Court offers the space, flexibility, and outdoor amenities to truly make it your own.

330 Shield Court, Bolingbrook

$650,000

5 Beds ⋅ 4 Baths ⋅ 12721335 MLS ⋅ CONTINGENT Status

Lovingly maintained by its long time owners, this beautifully updated home offers incredible space and flexibility in the highly sought after River Bend subdivision, served by highly regarded District 204 and Neuqua Valley High School. Featuring 5 bedrooms, including a main level bedroom that also makes a perfect home office, plus 3.1 bathrooms and a finished basement with an additional bedroom, full bath and wet bar. The spacious family room features vaulted ceilings and a cozy fireplace, while the primary suite offers two walk in closets plus a finished attic space providing even more storage or the opportunity to expand one of the closets into an incredible oversized space. There's no shortage of storage here, including an additional basement crawl space! Major updates include a roof + gutters just 4 years old and HVAC only 2 years old among many others. All of this just minutes from parks, shopping, dining and more.

1892 Marne Road, Bolingbrook

$339,000

5 Beds ⋅ 3 Baths ⋅ 12748393 MLS ⋅ CONTINGENT Status

So much space and so much potential in this spacious 5-bedroom, 3-bath home! Bring your decorating and renovation ideas and make this home your own. Conveniently located near Orchard Hill Park, The ARC Athletic Recreation Center, Cypress Cove Family Aquatic Center, Promenade Shopping Mall, schools and more, this home also feeds into highly rated Downers Grove South High School. Step inside to a welcoming and spacious foyer. The main level features a large living room, dining room and kitchen with access to the deck overlooking the yard. Three generously sized bedrooms are also located on the main level, including a primary bedroom with a private ensuite bath. The lower level offers even more living space with a large family room with plenty of windows that fill the room with natural light. Two additional bedrooms, a full bathroom and a storage room complete the lower level, providing great flexibility for guests, a home office, workout space or hobbies. Outside, enjoy the nicely sized 95 x 123 lot with plenty of room to create your ideal outdoor space. With five bedrooms, three full baths, generous living areas and a great location, this home has all the space you need and the opportunity to make it truly shine!

661 Banbury Way, Bolingbrook

$359,900

5 Beds ⋅ 2 Baths ⋅ 12767381 MLS ⋅ CONTINGENT Status

Welcome to this beautiful, fully updated home in Bolingbrook! This spacious home offers 5 bedrooms and 2 bathrooms, providing plenty of room for family and guests. The first floor features 3 bedrooms, a spacious living room with beautiful laminate flooring throughout, and a bright kitchen with new cabinets and stainless-steel appliances. The primary bedroom is located on the split level and features new carpeting and an additional closet for extra storage. A quiet guest bedroom is located downstairs, offering privacy and flexibility. The home includes 2 bathrooms, with both a shower and bathtub for your convenience. Enjoy year-round comfort with the split air-conditioning and HVAC system. Recent Updates Include: New roof on the split-level portion of the home - 2026 New carpet and flooring New sidewalks New concrete garage floor Driveway approximately 2 years old with fresh sealcoating. 2-car garage plus additional exterior parking. Large fenced-in backyard Located in a great desirable neigborhood, close to parks, shopping, restaurants, everyday amenities, and major highways. Schedule your showing today and make this beautiful home your dream home!

225 Malibu Drive, Bolingbrook

$450,000

5 Beds ⋅ 3 Baths ⋅ 12736638 MLS ⋅ CONTINGENT Status

WOW! One of a Kind Home in the quiet Winston Woods neighborhood. A True 5 Bedroom (all on the 2nd level), 2.5 Bathroom Home with two large living areas, a chef's dream kitchen, a first floor office and a large private lot! Pull into the quiet, private cul-de-sac and immediately feel a sense of peace. Walk into the dedicated entry foyer. To the left is a massive sunken front living room with a vaulted ceiling overlooking the dining room and kitchen. The dining room has room for a large table for all your guests. The kitchen is the showstopper in this home. Renovated in 2017 to include gorgeous custom Brakur cabinetry, granite countertops, and high-end stainless steel appliances. The hardwood floors continue into the large family room with a custom wet bar area and an inviting fireplace. Down the hall is a laundry room/mudroom and a private back office. A well-located powder room rounds out the first floor. Upstairs holds all 5 bedrooms including the large master suite. Each secondary bedroom feels bigger than the next--plenty of room for everyone to have their own bed. The unfinished basement is ready to become the rec room or home theater of your dreams. The backyard is the real cherry on top here. It's huge, private, and peaceful. Updates: Roof (2026), Gutters (2026), Carpet (2026), Interior Painted (2026), Siding (2022), Gourmet Kitchen (2017).

8 Keystone Court, Bolingbrook

$425,900

5 Beds ⋅ 3 Baths ⋅ 12752736 MLS ⋅ CONTINGENT Status

412 Nassau Avenue, Bolingbrook

$369,900

5 Beds ⋅ 3 Baths ⋅ 12756025 MLS ⋅ ACTIVE Status

Welcome to 504 Nassau Ave in Bolingbrook, a spacious 5-bedroom home with a full finished basement and flexible living space. The layout offers room for larger households, guests, a home office, recreation areas, or additional living space. The kitchen features granite countertops, stainless steel appliances, ample cabinetry, and generous workspace for everyday cooking and entertaining. The finished basement expands the home's usable space and can accommodate a recreation room, home theater, gym, office, or additional gathering area. The property was recently approved by the Village of Bolingbrook for rental use, adding appeal for buyers considering an investment property. The home offers versatility for both owner-occupants and Investors.

504 Nassau Avenue, Bolingbrook

$490,000

5 Beds ⋅ 3 Baths ⋅ 12751101 MLS ⋅ ACTIVE Status

Welcome Home to this Spacious 5-Bedroom, 2.5-Bath Home! This spacious home offers plenty of room and a functional layout with formal living and dining rooms, a large kitchen with center island, and a generous family room with fireplace. The breakfast nook features sliding glass doors leading to a large patio and fenced backyard, providing great outdoor space.The first floor includes a bedroom/den and convenient laundry room. Upstairs, you'll find four additional bedrooms and two full baths. The primary suite includes a private bath with a separate tub and shower.The finished basement offers a large recreation room with ceramic tile flooring, along with a spacious storage room. Hardwood floors are featured throughout much of the home, and several rooms have been freshly painted.With its generous room sizes, flexible floor plan, and convenient location, this home offers an opportunity to add your own personal touches and make it your own. Located just minutes from schools, shopping, major tollways, and everyday conveniences. Bring your ideas and make this spacious home your own!

260 Tecumseh Drive, Bolingbrook

$549,900

5 Beds ⋅ 5 Baths ⋅ 12746160 MLS ⋅ ACTIVE Status

$25,000 in price improvement has been made to combat interest rates and attract bigger pool of buyers. Come and see this custom, spacious, beautifully updated, and exceptionally versatile home before it's gone! Located in highly rated Plainfield School District 202, this bright and inviting home offers 5 bedrooms, 3.5 bathrooms, generous living spaces on every level, a full finished basement, and a completely fenced backyard with maintenance-free fencing. Step inside to a functional open floor plan featuring new main-level laminate flooring (2023), recessed can lighting throughout (2023), updated finishes, paneled windows, and six-panel doors. The spacious eat-in kitchen offers an incredible amount of storage and workspace with 42" cabinetry, approximately 40 feet of counter space, and a 9-foot breakfast bar overlooking the family room. Newer refrigerator, microwave, and stove were added in 2023. The sun-filled family room features a cozy fireplace and built-ins, while the separate dining room and butler's pantry provide additional space for entertaining. One of the home's standout features is the first-floor bedroom located directly next to a beautifully updated full bathroom completed in 2024-ideal for guests, extended family, a private office, or multi-generational living. The bathroom also offers direct access to the backyard, making it especially convenient for outdoor entertaining, patio guests, gardening, or coming in from the yard without tracking through the home. It's also a fantastic setup for pet owners, providing an easy place to clean muddy paws or wash furry friends after outdoor play. Upstairs, the spacious primary suite features dual closets and a private bath with dual vanity and an extra-wide walk-in shower. Generously sized secondary bedrooms provide excellent closet space. For ultimate convenience, the home features two laundry areas-an upstairs laundry added in 2024 with a GE 2-in-1 laundry unit, plus a second basement laundry area completed in 2024. The full finished basement dramatically expands the living space with a recreation room, game room, theater room currently used as an additional bedroom, full bathroom, wet bar with the potential to create a kitchenette, laundry area, and abundant storage. This flexible layout can easily accommodate an in-law arrangement, guest retreat, entertainment space, or private living area. Major improvements include new heating and cooling systems in 2023, a new roof in 2024 completed prior to the solar-panel installation, and a new garage door and lift mechanism installed in 2019. Additional updates include a Samsung basement dryer (2023) and numerous interior improvements throughout. Step outside to a wonderful backyard fully enclosed with maintenance-free fencing, completed in phases in 2022 and 2025. The impressive 31' x 21' stamped concrete patio provides plenty of room for outdoor dining, grilling, entertaining, and relaxing. Adding even more value, the home is equipped with solar panels that help significantly reduce monthly electricity costs. The current owners report paying approximately $97 per month for electricity, offering an attractive energy-saving benefit for the next owner. Conveniently located near parks, two golf courses, The Promenade shopping and dining, and I-55. With extensive updates, multiple living spaces, two laundry areas, a first-floor bedroom and full bath, finished basement, energy-saving solar panels, newer roof, and fully fenced backyard, this home offers incredible flexibility for today's lifestyle. Move in and enjoy!

722 Metropolitan Avenue, Bolingbrook

$839,900

5 Beds ⋅ 4 Baths ⋅ 12644465 MLS ⋅ CONTINGENT Status

Immaculately maintained, better-than-new 2024 MAY construction boasting 5 bedrooms, 4 full bathrooms, with award-winning Naperville District 204 schools (Wayne Builta, Crone, Neuqua Valley). This highly sought-after Waverly model is loaded with premium finishes, starting with an upgraded front door that floods the 2-story great room and Level 5 flooring with natural light. A custom planning center enclosed with plexiglass walls creates a private, bright home office without sacrificing connection to the main floor, while a separate formal dining room is ready for entertaining. The main level also features a highly desirable full bedroom and bathroom, presenting the ideal setup for multi-generational living and ensuring strong future resale value. The gourmet kitchen leaves nothing to be desired, showcasing white cabinetry, quartz counters, built-in stainless steel appliances, a walk-in pantry, and a premium convenience package with soft-close dovetail drawers and roll-out trays. Every single faucet, tile, and hardware piece was upgraded at selection. Real hardwood stairs with wrought iron spindles lead upward to a spacious loft perfect for family nights. The second floor also hosts a rare third full bathroom, the perfect dedicated laundry room complete with a utility sink for ultimate convenience, and a luxurious primary suite with a double-bowl quartz vanity and massive walk-in closet. The builder-insulated garage is Smart Home 2.0 integrated and ready with a 240V NEMA 14-50 Level 2 EV charger, while the unfinished basement offers a bathroom rough-in for future expansion. Outside, a fully extended custom patio built after closing overlooks a serene golf course with extra green space and zero backyard neighbors. Situated in a thriving community featuring a massive park, toddler play area, and basketball court, this home offers unparalleled convenience with immediate access to highways, the Route 59 and Weber Road commercial corridors, and rare dual access to both Naperville and Bolingbrook libraries. Home comes equipped with a full underground sprinkler system upgrade. All the bedrooms have true blackout blinds. Rest of the home has light filtering custom blinds. No expense spared. RO water purifier and full house water softener owned and installed. Absolutely STUNNING.

2116 Bent Grass Way, Bolingbrook

$816,824

5 Beds ⋅ 4 Baths ⋅ 12619313 MLS ⋅ PENDING Status

New Construction home with award winning Naperville district 204 schools (Wayne Builta, Crone, Neuqua Valley HS). The Waverly is a gorgeous family home with plenty of room for family and friends to gather. The foyer leads to the stunning 2-story ceiling great room, and the kitchen and casual dining area. You also have a separate formal dining room for those special occasions. Enjoy your morning coffee in your bright airy sunroom. Picture yourself preparing delicious meals in your well-appointed gourmet kitchen with white cabinets and Quartz counters. It has a large island with room for seating and built-in SS appliances and a beautiful tile backsplash. You have a spacious walk-in pantry with plenty of storage. There is a nearby office that is perfect for homework or shopping lists. You will enjoy the convenience of a second-floor laundry room with utility sink. This Waverly includes an unfinished 9' basement with bathroom plumbing rough-in and the optional first-floor bedroom and full bath. Your primary bedroom suite is private and luxurious and includes Quartz counters, double bowl vanity and separate tiled shower with frameless glass door plus a soaking tub. Homesite 15C. Photos of model home.

660 Redtop Way, Bolingbrook

$793,093

5 Beds ⋅ 3 Baths ⋅ 12607705 MLS ⋅ PENDING Status

New Construction home with award winning Naperville district 204 schools (Wayne Builta, Crone, Neuqua Valley HS). The Waverly is a great family plan with plenty of room for family and friends to gather. The foyer leads to the volume ceiling great room, kitchen and casual dining area. You also have a separate formal dining room for those special occasions. Take your morning coffee in your bright airy sunroom with a view of landscaped berm. Picture yourself preparing delicious meals in your well-appointed kitchen with white cabinets and Quartz counters. It has a large island with room for seating and built-in SS appliances and a beautiful tile backsplash. You have a spacious walk-in pantry with plenty of storage. There is a nearby office that is perfect for homework or shopping lists. You will enjoy the convenience of a second-floor laundry. This Waverly includes an unfinished basement with bath plumbing rough-in. Designer touches include railings and wrought iron spindle staircase plus LVT hard surface flooring throughout the first floor. Your primary bedroom suite is private and luxurious and includes Quartz counters, double bowl vanity and separate shower with glass door. You have a first-floor bedroom and full bath! Homesite 33C. Photos of similar home shown with some features not available in this home at this price.

560 Redtop Way, Bolingbrook

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Browse All Bolingbrook IL 5 Bedroom Properties for Sale

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