Flossmoor Real Estate

Welcome to Flossmoor, Illinois—a charming village nestled in Cook County that perfectly blends suburban tranquility with vibrant community spirit. Just 30 miles south of downtown Chicago, Flossmoor offers residents a peaceful retreat while keeping the excitement of the city within easy reach.

Flossmoor is renowned for its picturesque tree-lined streets, beautifully maintained parks, and a strong sense of community. The village boasts a rich history, having been established in the late 19th century. Today, it is a thriving residential area that attracts families, professionals, and retirees alike, all drawn to its welcoming atmosphere and excellent quality of life.

Education is a cornerstone of Flossmoor, with highly-rated public and private schools that prioritize academic excellence and holistic development. The village is home to the prestigious Homewood-Flossmoor High School, known for its commitment to fostering creativity and critical thinking among students.

Outdoor enthusiasts will find plenty to love in Flossmoor. The village features numerous parks, walking trails, and recreational facilities, perfect for family outings or leisurely strolls. The Flossmoor Country Club, a historic gem, offers not only golf but also a vibrant social scene, making it a hub for community events and gatherings.

Dining and shopping options abound, with a delightful mix of local boutiques, cafes, and restaurants that cater to diverse tastes. Whether you’re in the mood for a cozy coffee shop or a fine dining experience, Flossmoor has something to satisfy every palate.

In Flossmoor, you’ll discover a community that feels like home—a place where neighbors know each other, and every day brings a new opportunity to connect and thrive. Come explore the charm and warmth of Flossmoor, where your ideal lifestyle awaits!

Newest Listings in Flossmoor

$680,000

5 Beds ⋅ 5 Baths ⋅ 12720152 MLS

Introducing 1819 Cornell Road, a stately 5-bedroom, 4.5-bath all-brick masterpiece commanding a rare 1.75-acre private estate in the heart of Flossmoor. This grand residence spans over 4,900 square feet of seamlessly reimagined living space, flawlessly blending timeless architectural heritage with sophisticated modern upgrades. The sun-drenched interior captivates from the moment you enter, featuring an elegant sunroom, a private executive library with custom built-ins, and three majestic fireplaces that ground the primary living areas. Culinary enthusiasts will find their match in the gourmet chef's kitchen, meticulously equipped with a professional Kucht range, high-end finishes, and a massive central prep island. Designed for effortless multigenerational living or refined guest hosting, the highly versatile layout introduces a coveted first-floor guest suite alongside an expansive upper-level primary retreat. Entertainment possibilities extend to the fully finished lower level, which delivers a designated media lounge anchored by a handsome stone fireplace. Car enthusiasts and collectors will appreciate the attached 3-car garage, beautifully complemented by a substantial detached garage pavilion engineered to shelter a boat, RV, or extensive vehicle collection. Completely turn-key and optimized for maximum peace of mind, the property boasts a brand-new HVAC system, a new water heater, and a whole-house backup generator. Nestled in a prime, highly sought-after location within the prestigious Western Avenue Elementary district, this distinctive estate sits just 1.5 miles from historic downtown Flossmoor's Metra station, artisan bistros, and boutique shopping.

1819 Cornell Road, Flossmoor

$410,000

4 Beds ⋅ 4 Baths ⋅ 12714870 MLS

Welcome to this stunning 4-bedroom, 3.5-bath Flossmoor home, where thoughtful updates and unique features meet spacious living. Step through the grand foyer with soaring ceilings into a sunlit formal living room anchored by a cozy fireplace, seamlessly connecting to the formal dining room via a bar with cabinet space. The heart of the home is the large eat-in kitchen boasting a central island and brand-new 2026 stainless steel appliances, including a new stove, refrigerator, and dishwasher, which flows naturally into a comfortable family room with its own second fireplace. Main-level conveniences include a powder room and a dedicated laundry room equipped with a new washer and dryer. Upstairs, retreat to the expansive primary suite featuring dual closets and an ensuite bath complete with a large vanity, soaking tub, and separate shower, along with fresh carpeting throughout the rest of the second floor where three additional spacious bedrooms and a full bath reside. The partially finished basement expands your living space with a recreation room, full bath, private sauna, and a dedicated workroom. Exceptional big-ticket updates offer complete peace of mind, including a new roof (2020), windows (2021), furnace (2024), and water heater (2024). Outstanding eco-friendly perks round out the property with a fully paid-off solar panel system and a built-in Tesla charger in the attached 2.5-car garage. Outside, relax on the large backyard deck overlooking fresh landscaping and a vibrant garden oasis-thoughtfully cultivated by a botanist former owner with lush tropical flowers, varied plants, and a vegetable garden. All of this is situated in the desirable Pinewood Manor neighborhood, offering an unbeatable location within walking distance of local schools, and just minutes from the Metra station for a quick Chicago commute, Coyote Run Golf Course, and downtown Flossmoor dining.

3007 Monterey Drive, Flossmoor

$339,900

4 Beds ⋅ 3 Baths ⋅ 12716405 MLS

Welcome home to this move-in ready split-level offering the perfect combination of space, comfort, and opportunity! Situated on a beautiful tree-lined street in Flossmoor, this well-maintained home features **4 bedrooms, 2 full baths, and a convenient half bath**, including a spacious primary suite complete with a private bath and walk-in closet. Designed for today's lifestyle, the bright and functional floor plan includes a welcoming front porch, an inviting family room with a fireplace, and a partially finished sub-basement that provides flexible space for a recreation room, home office, fitness area, or additional storage. The family room opens directly to the oversized, fully fenced backyard with a patio-ideal for outdoor entertaining, gardening, pets, or simply relaxing. The attached 21/2-car garage offers plenty of room for vehicles, tools, and extra storage. Recent updates include flooring in the family room and an updated powder room, while major improvements provide added peace of mind, including a newer roof, gutters & downspounts, windows, hot water heater, and sump pump (approximately 8-10 years), plus HVAC replaced around 2012. Move in & enjoy the home immediately while adding your own personal touches over time. With solid mechanical updates, generous living space, and room to build additional equity, this is an exceptional opportunity. Close to restaurants, shopping, parks & train.

818 Elm Street, Flossmoor

$385,000

5 Beds ⋅ 3 Baths ⋅ 12715777 MLS

Exquisite 5-6 Bedroom Residence in Prestigious Flossmoor with Access to Award-Winning Homewood-Flossmoor Schools An exceptional opportunity awaits in one of Flossmoor's most desirable enclaves-this beautifully updated 5, with potential for 6-bedroom residence offers an elevated lifestyle within the highly acclaimed Homewood-Flossmoor School District. From the moment you enter, you are welcomed by gleaming floors and freshly refinished interiors that set a refined and sophisticated tone throughout. The thoughtfully designed main level features a highly sought-after first-floor bedroom, 21/2 elegantly appointed baths, a formal dining room ideal for entertaining, and a separate, inviting living room designed for both intimate gatherings and relaxed everyday living. At the heart of the home, the expansive chef's kitchen showcases granite countertops, an abundance of rich maple cabinetry, a full pantry, and generous space to accommodate a center island or breakfast table-blending functionality with timeless style. Adjacent, the sun-drenched family room offers a warm and inviting ambiance, anchored by a fireplace and enhanced by a dramatic skylight that fills the space with natural light. A true highlight of the residence is the custom-enclosed three-season room, a serene retreat featuring French doors, exposed architectural beams, multiple skylights, and ceiling fans. This sophisticated space seamlessly extends to the outdoors, offering direct access to a concrete patio and expansive green space-perfectly suited for refined outdoor entertaining and leisure. The upper-level primary suite serves as a private sanctuary, complete with a spacious walk-in closet and a well-appointed en-suite bath designed for comfort and convenience. The fully finished lower level extends the home's versatility, spanning the entire footprint and offering new carpeting, a generously sized sixth bedroom or fitness room, a backup generator, a newer high-efficiency furnace, and dual sump pumps. Whether envisioned as a media lounge, private office, wellness studio, or recreation space, this level delivers exceptional flexibility to suit a variety of lifestyles. Blending space, sophistication, and thoughtful upgrades, this distinguished Flossmoor residence presents a rare opportunity to enjoy refined suburban living at its finest. Schedule your private showing and experience the lifestyle this remarkable home affords.

3037 Kathleen Lane, Flossmoor

$182,000

2 Beds ⋅ 2 Baths ⋅ 12715705 MLS

Step into the modernized, functional and spacious condo featuring updates throughout. The main living area features laminate flooring, large windows that lets in natural light. The kitchen features laminate flooring and quartz countertops, tile backsplash and stainless-steel appliances. The main bedroom offers laminate flooring, an updated ensuite bathroom and a spacious walk-in closet. The second bedroom offers easy access to an updated second bathroom, laminate flooring and a spacious closet. This home is located in the highly sought-after Homewood-Flossmoor High School district and is conveniently located near downtown Flossmoor, train station, restaurants and shopping. This is an elevator building for upper units, storage and coin laundry in the basement. The new owner will enjoy having assigned outside parking. This listing is being sold AS-IS.

1117 Leavitt Avenue Unit #110, Flossmoor

$450,000

4 Beds ⋅ 3 Baths ⋅ 12705236 MLS

Completely transformed from top to bottom, this stunning newer gut-rehabbed home offers the perfect blend of modern luxury and timeless design. Every detail has been thoughtfully updated, providing true move-in-ready living. The spacious floor plan features beautifully finished living spaces, a designer kitchen with high-end cabinetry, premium countertops, and stainless steel appliances, along with fully remodeled bathrooms showcasing today's most desirable finishes. Enjoy new flooring, updated lighting, fresh paint, upgraded mechanicals, and quality craftsmanship throughout. The generous bedrooms offer comfort and flexibility, while the primary suite provides a private retreat. The full basement offers roughed in plumbing for bathroom, additional living space and endless possibilities for entertaining, a home office, fitness area, or recreation room. Situated in a desirable Flossmoor neighborhood, this exceptional home combines modern updates with classic curb appeal. If you've been searching for a home where everything has already been done, this is the one. Simply unpack and enjoy all that this beautifully renovated property has to offer!

258 Cove Drive, Flossmoor

$625,000

4 Beds ⋅ 4 Baths ⋅ 12705441 MLS

Welcome to an exceptional residence where timeless elegance meets everyday comfort in one of Flossmoor's most beloved neighborhoods. Perfectly positioned on a picturesque tree-lined street just moments from the charm of historic downtown Flossmoor, this beautifully appointed four-bedroom, four-bath home offers sophisticated living with a thoughtfully designed floor plan that effortlessly balances entertaining and relaxed daily life. A dramatic two-story foyer with a sweeping staircase and sparkling crystal chandelier sets an elegant tone from the moment you arrive. Beyond the entry, expansive living spaces unfold with a soaring two-story great room featuring a striking fireplace, wet bar, and walls of windows that fill the home with natural light. A handsome private study with custom built-ins provides an ideal work-from-home retreat, while the first-floor laundry and mudroom add everyday convenience. Designed to be the heart of the home, the gourmet kitchen showcases stainless steel appliances, granite countertops, abundant custom cabinetry, a substantial center island with additional storage, and a spacious breakfast area perfect for casual gatherings. The adjacent formal dining room provides an elegant setting for holidays and special occasions, while sliding doors lead to a beautifully crafted paver patio overlooking professionally landscaped grounds-creating a seamless indoor-outdoor lifestyle ideal for entertaining. The main-level primary suite offers a peaceful private retreat with a luxurious en suite bath, making it equally well suited as a guest suite. Upstairs, three generously proportioned bedrooms include a spacious second primary suite complete with custom California Closets and a spa-inspired bath designed for comfort and relaxation. The finished lower level adds exceptional versatility with expansive recreation space ideal for a media room, fitness studio, playroom, home office or craft space. Enjoy the unparalleled convenience of being just blocks from Flossmoor's charming historic downtown, where boutique shopping, acclaimed restaurants, parks, and the Metra station provide effortless access to the University of Chicago and downtown Chicago.

1245 Braeburn Avenue, Flossmoor

$211,000

3 Beds ⋅ 1 Baths ⋅ 12712197 MLS

Located in Homewood/Flossmoor School District. Lovely updated 3 bedroom ranch. New vinyl flooring in hallway, dining room and living room. Spacious eat-in kitchen with ceramic tile, pantry closet. Lots of storage with pull down attic. Newer hot water heater and furnace, bathroom updated. Side drive provides great off street parking. Lovely back yard for your enjoyment. See this one today. Being SOLD AS IS.

18733 Crawford Avenue, Flossmoor

$375,000

3 Beds ⋅ 3 Baths ⋅ 12711567 MLS

Welcome home to this beautifully updated end-unit townhouse in the desirable community of Flossmoor! Offering 2,737 square feet of thoughtfully designed living space, this spacious two-story end-unit features a highly desirable floor plan with a main-level primary bedroom suite, two additional bedrooms on the upper level, 2.5 bathrooms, and a versatile loft overlooking the primary suite that is currently used as a home office. An unfinished basement provides endless possibilities for future living space, while the attached 2-car garage offers everyday convenience. The heart of the home is the stunning, generously sized eat-in kitchen, featuring elegant granite countertops with waterfall edges, refinished cabinetry, a stylish glass tile backsplash, a striking gold sink with coordinating fixtures, stainless steel appliances, updated lighting, custom aluminum blinds, and durable laminate flooring-perfectly blending modern style with everyday functionality. The spacious dining area provides plenty of room for everyday meals and entertaining. The inviting living room is designed for both comfort and entertaining, showcasing a dramatic vaulted ceiling, generous-sized windows that overlook the deck and fill the space with abundant natural light, a beautifully updated stone fireplace, refinished built-in bookshelves, laminate flooring, and custom aluminum blinds that add both style and privacy. The main-level primary suite offers laminate flooring and a refreshed en-suite bathroom with an updated vanity, providing comfort and convenience on the first floor. Upstairs, you'll find two spacious bedrooms, a beautifully renovated full bathroom featuring a new vanity, toilet, tub and shower, and elegant ceramic tile throughout, along with a versatile loft overlooking the primary suite that serves as the perfect home office, reading nook, or additional living space. The upstairs bedroom windows have also been replaced, adding to the home's comfort and energy efficiency. Additional updates include a refreshed powder room with laminate flooring, a new toilet, and a contemporary LED mirror. The refinished staircase, fresh paint throughout the home, updated lighting throughout, a new front entry door with matching storm door, and custom window shades on the front door provide a fresh, move-in-ready feel from the moment you arrive. For added peace of mind, several major mechanical systems have already been replaced, including the furnace, central air conditioner, hot water heater, and sump pump, allowing the next owner to enjoy the home with confidence. Additionally, the owner is willing to include the premium Sonos sound system, Samsung Frame television, and the washer and dryer for an additional cost. These items are negotiable and offer the opportunity to enjoy an even more move-in-ready home. With generous living space, modern finishes, and the added privacy of an end-unit location, this exceptional townhouse offers the perfect combination of comfort, style, and convenience in Flossmoor. Don't miss your opportunity to make this beautifully updated home your own!

1647 Huntington Court Unit #1, Flossmoor

$375,000

4 Beds ⋅ 3 Baths ⋅ 12709057 MLS

Fabulous house! Great location near downtown Flossmoor and the Metra Electric with direct access to the University of Chicago and the city, this updated quad-level home offers space, style, and functionality throughout. Step into the welcoming foyer with convenient access to the attached garage, backyard, laundry room, and newly remodeled powder room - a smart design for everyday living. Just a short flight up, the main living area features hardwood floors, floor-to-ceiling windows, and a striking double-sided gas log fireplace that connects seamlessly to the expansive eat-in kitchen. The kitchen is designed for gathering, showcasing custom cherry cabinetry, stainless steel appliances, generous storage, and thoughtful custom touches. A wall of windows and skylight flood the space with sunlight, while a door leads to the oversized composite deck overlooking the fully fenced and private backyard - ideal for entertaining or relaxing outdoors. Upstairs, you'll find four well-proportioned bedrooms and refreshed bathrooms, including a private primary suite. The lower-level family room with brand new carpeting provides additional living space with yet another fireplace, sunny windows, and plenty of storage. Complete with a two-car attached garage, a large shed, and an unbeatable location, this freshly painted home is ready for its next chapter. Schedule your showing today!

2708 Hawthorne Lane, Flossmoor

$299,000

4 Beds ⋅ 4 Baths ⋅ 12703842 MLS

Beautiful 2-story home situated on a large lot in Flossmoor. This property boasts 4 bedrooms, 3.5 bathrooms, Fireplace, Full Finished basement and 3 car attached garage. Sun-filled living room greets you and offers an abundance of space. Spacious family room with a cozy fireplace is the perfect spot to relax in. Upstairs you will find the master bedroom complete with a private bathroom. 3 additional generously sized bedrooms, all with ample closet space and full bathroom complete the upper level. Full basement awaits your finishing touches. Large backyard with patio area is the perfect spot to entertain in the summer months. 3 car attached garage that awaits you at the end of the driveway. Just a few blocks from all amenities, restaurants, and interstate access!! This home has it all! There is discoloration at the property.

202 Roberts Cove Drive, Flossmoor

$115,000

1 Beds ⋅ 1 Baths ⋅ 12678786 MLS

LOCATION, LOCATION, LOCATION! Just steps from the Flossmoor Metra station, downtown Flossmoor, the library & park, this 1 bedroom 1 bath condo is CHEAPER THAN RENT! Most utilities are included in the monthly HOA fee (heat, AC, WATER, trash service, snow & lawn care), PLUS laundry in the building! With efficient boiler heat (plus central air) you're comfortable year round. L-shaped living room/dining room combo & large bedroom w/ DOUBLE CLOSETS. Includes 1 designated parking spot. In good shape, but selling strictly AS-IS (cash or conventional loans only). Pets allowed; but no rentals. Taxes should reduce once homeowner's exemption is applied (currently no exemptions).

2650 Central Drive Unit #1N, Flossmoor

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