View All Jefferson Park Chicago IL Homes with Private Gym Listings

4 Beds ⋅ 4 Baths ⋅ 12754500 MLS ⋅ NEW Status

Welcome Home to this beautifully maintained contemporary residence, where modern design meets comfortable everyday living right on the border of Jefferson Park and Forest Glen! Thoughtfully designed for both entertaining and every day life, this super spacious home offers 4 bedrooms, 4 baths, a fully finished basement, two additional rooms and a beautifully landscaped backyard. The open-concept main level is filled with natural light from all angles and features a stunning kitchen with custom cabinetry, quartz countertops, stainless steel appliances, and a large island overlooking the seating and dining areas anchored by a cozy electric fireplace, with a bonus room attached, perfect for a sunny office space! Plus an ample living area also on the main level leading right out to your own private oasis. Step outside to a beautifully landscaped backyard with a paver patio, creating the perfect setting for summer gatherings or quiet evenings at home. On the top floor, start your mornings with coffee on your private balcony right off the spacious primary suite facing South, flooding the space with more natural sunlight. Enjoy the convenience of second-floor laundry where all 4 bedrooms live. Downstairs, the finished lower level expands your living space featuring a full wet bar, full bath, and a versatile bonus room perfect for a guest suite, home office, gym, or 5th bedroom. Designer lighting, custom window treatments and dual HVAC systems, add comfort and peace of mind. PLUS 2.5 car garage with EV parking! Ideally located in the top-rated public school district - Beaubien Elementary just one block over and Taft High School nearby. Plus surrounded by plenty of parks & hiking trails, the CTA Blue Line, Metra stations and I-90/94, this home offers the perfect blend of city convenience, and neighborhood charm. *Also available for rent at $7,900/month.

5047 W Winnemac Avenue, Chicago

$675,000

3 Beds ⋅ 3 Baths ⋅ 12732107 MLS ⋅ ACTIVE Status

Move right into this beautifully updated Chicago bungalow that blends timeless character with the modern finishes today's buyers are looking for. Offering 5 bedrooms, 3 full baths, and three finished levels of living space, this home delivers the flexibility to fit the way you live. Natural light fills the spacious living and dining rooms, while the kitchen serves as the heart of the home with waterfall quartz countertops, abundant cabinetry, a pantry, and a full stainless steel appliance package. Just beyond, a versatile bonus room is perfect for a home office, breakfast nook, playroom, or reading lounge. The main level offers two bedrooms and a stylish full bath. Upstairs, the entire second floor is dedicated to a private primary suite featuring generous closet space and a spa-inspired ensuite with dual vanities and an oversized walk-in shower with dual rain shower heads. The finished lower level expands your living space with a large family room, two additional bedrooms, a full bath, and a dedicated laundry area-ideal for guests, a home gym, hobbies, or multigenerational living. Enjoy peace of mind with major updates, including newer windows, HVAC, sump pump and drainage system, and a brand-new garage. Set in the heart of Portage Park, you'll love being close to neighborhood restaurants, coffee shops, parks, shopping, the Blue Line, Metra, and I-90/94. Move-in ready, thoughtfully updated, and designed for the way today's buyers want to live.

4431 N Marmora Avenue, Chicago

$435,000

3 Beds ⋅ 2 Baths ⋅ 12716755 MLS ⋅ CONTINGENT Status

Welcome to this classic brick English Tudor home, perfectly situated on a peaceful, tree-lined street. Combining timeless character with thoughtful updates, this home offers comfortable living spaces both inside and out. The main level features two spacious bedrooms and a beautifully renovated full bathroom with a modern walk-in shower. Enjoy entertaining in the separate formal dining room, while the bright kitchen showcases a charming farmhouse sink and ample workspace. A sun-filled enclosed sunroom provides the perfect spot to enjoy your morning coffee or unwind with a good book. Upstairs, you'll find a private and expansive primary bedroom suite complete with a convenient powder room, creating a comfortable retreat away from the main living areas. The full unfinished basement offers endless possibilities for additional living space, a home office, gym, workshop, or recreation room. A full-size washer and dryer, utility sink, and abundant storage add everyday convenience. Outside, relax or entertain on the spacious patio and take advantage of the detached two-car garage. Conveniently located with easy access to O'Hare Airport, I-90, parks, grocery stores, shopping, dining, and everyday amenities, this charming Tudor offers both character and opportunity in a desirable location. A wonderful opportunity to make this charming home your own while enjoying its timeless appeal and excellent location. Property is being sold AS-IS (inspection allowed).

5704 N Major Avenue, Chicago

$780,000

4 Beds ⋅ 4 Baths ⋅ 12693284 MLS ⋅ CLOSED Status

Spectacular fully-renovated 5-bedroom, 4-bathroom residence delivering master-class craftsmanship and sophisticated modern design in a highly desirable Jefferson Park location. From the curb, the home makes a bold statement with its striking dark exterior contrasted by crisp white trim. Inside, a complete top-to-bottom transformation unfolds across an expansive, light-filled open-concept main floor, accented by gleaming hardwood flooring and premium finishes throughout. The custom chef's kitchen serves as the home's centerpiece, boasting pristine white cabinetry, high-end appliances, and an oversized entertainment island. Upstairs, the luxurious primary suite offers a serene, spa-inspired retreat, complemented by beautifully appointed bathrooms. The fully finished lower level dramatically expands your living space, ideal for a media room, home gym, or guest quarters. Step outside to a private outdoor oasis featuring a spacious deck, generous backyard, and a brand-new concrete driveway leading to a detached garage. Perfectly positioned for effortless city living, this home offers unbeatable location convenience just minutes from the Kennedy Expressway (I-90) and steps from the Jefferson Park Transit Center for seamless Blue Line and Metra access. True turn-key luxury.

5029 W Windsor Avenue, Chicago

$775,000

5 Beds ⋅ 4 Baths ⋅ 12616928 MLS ⋅ CLOSED Status

This beautifully reimagined Jefferson Park brick bungalow blends timeless architecture with a level of finish and functionality that's hard to come by. A true foyer welcomes you in, setting the tone with a beautiful statement porcelain tile. From there, the sun-filled living room flows into a formal dining space, where custom millwork and wainscoting adds character. This kitchen is the heart of the home and this one surely delivers. Thoughtfully designed with custom cabinetry, quartz countertops, large island and high-end stainless steel appliances, it offers both style and function. A built-in dining nook adds additional seating with the original 1927 front door repurposed as the table. The adjacent coffee bar gives a separate space in the morning to get ready before heading out the door. Right off the kitchen behind a sliding door is a spacious mudroom complete with built-in storage, laundry and plenty of room to keep everything organized. Additionally on this level is an office/bedroom and full bathroom. Up the bright stairwell, the primary suite offers a true retreat. The bathroom will surprise you with vaulted ceilings, a spa-inspired shower, double vanity, private water closet, elevated finishes and access to the generous walk-in closet. Two additional bedrooms and a well-appointed full bathroom complete the second level. The finished lower level expands your living space even further, featuring a huge family room, wet bar, and a standout wine cellar with custom racking, perfect for entertaining or unwinding at home. Another beautiful vintage save from the original 1927 home is the original kitchen sink, which has been repurposed here in the basement right off the wet bar as a functional yet beautiful design piece. The additional 5th bedroom allows for a great guest suite, office, or gym. There is a massive storage room which is separate from the utility closet. Off the back of the home is a covered porch, landscaped fenced in yard and two-car garage. Additional features throughout the home include hardwood flooring and new LVP flooring, recessed lighting, radiator heating controlled through Ecobee smart thermostat, NEST doorbells and more. Extensively updated with attention to detail throughout, this home offers the peace of mind of modern systems while maintaining the charm of a classic Chicago bungalow. Located in the coveted Beaubien School District, metra and blue line and super easy access to 94.

4823 W Argyle Street, Chicago

$380,000

3 Beds ⋅ 2 Baths ⋅ 12589028 MLS ⋅ CLOSED Status

This move-in ready 3 bedroom, 2 bath home in Chicago's Jefferson Park neighborhood, offering charm, updates, and convenience all in one. The main level features a bright living room with refinished hardwood floors and fresh paint throughout, enjoy a large family/eating area right off the kitchen-perfect for everyday living and entertaining. The spacious second-floor primary suite includes a full bath and walk-in closet, giving you a private retreat separate from the other bedrooms. The partially finished basement provides additional living space plus a large storage area, ideal for a home gym, playroom, or hobby space. Recent improvements include a high-efficiency furnace and updated circuit breaker panel. The home sits on a nice-size lot with a clean, well-kept yard and a solid two-car brick garage. Enjoy easy on/off access to I-90 for quick commutes downtown or to O'Hare, and you're just a short walk to Austin-Foster Park, with its open green space, playground, and baseball diamonds.

5944 W Foster Avenue, Chicago

$535,000

5 Beds ⋅ 3 Baths ⋅ 12563903 MLS ⋅ CLOSED Status

Welcome home to this charming Dutch Colonial in the heart of Jefferson-where classic character meets modern living! From the moment you step onto the large, inviting front porch, you'll imagine morning coffee, evening chats, and memories in the making. Inside, this bright and spacious two-story home offers 5 bedrooms and 3 full bathrooms-perfect for growing families, guests, or a home office setup. The generous primary suite features its own private bath, creating a peaceful retreat at the end of the day. The heart of the home is the stunning, modern kitchen with crisp 42" white cabinets, granite countertops, and stainless steel appliances-ideal for weeknight dinners and weekend entertaining. Hardwood floors flow throughout the first floor, while can lighting adds a warm, stylish touch throughout the home. Need more space? The fully spacious basement is ready for a playroom, home gym, or hangout zone. Big-ticket updates are already done, including a 4 year old roof, newer windows, and newer HVAC system-giving you peace of mind for years to come. Outside, enjoy the convenience of a 2-car garage and a location that keeps you close to everything you need. This is more than a house-it's the place where your next chapter begins. Come see it today and fall in love!

5646 N Menard Avenue, Chicago

$435,000

4 Beds ⋅ 3 Baths ⋅ 12498894 MLS ⋅ CLOSED Status

**NEW PRICE AND NEWLY REFRESHED** New paint on first and second floors and new carpet on top floors. Other updates to home completed as well including back deck refresh. Welcome to this charming Portage Park home ideally located with convenience in mind. A few short minutes to shopping, dining, public transit, major expressways, parks, top-rated schools and the recently redeveloped original Six Corners, everything you need is in reach within minutes! This spacious, two story home is bursting with natural light and offers abundant storage, including oversized closets in every bedroom. Original hardwood floors throughout the main level are accompanied by an eat-in kitchen with ceiling-high custom cabinets, modern high-end stainless steel appliances and granite countertops. Walk out the back door where you can enjoy a cup of coffee in the morning or grill out in the evening on your cozy, private deck overlooking the fenced in yard. This home boasts four generously sized bedrooms, two on the main level, and two in the renovated upstairs as well as three thoughtfully designed FULL bathrooms, one on each floor. Additionally, there is a FULLY professionally finished basement offering additional living space ideal for entertaining, an additional family room, home office, playroom or gym, the options are endless! Whether you're hosting friends and family or creating a quiet retreat, this lower level feels just as inviting as the main floors. The basement also includes a storage room with a brand new 50 gallon hot water heater. Ideal for families, there is no need for private schools or trying your luck with the CPS lottery, this residence is zoned for IB school Taft High School, walking distance to the elementary school, and conveniently located within walking distance to two playground parks. Updated in 2015 and bursting with character and good bones, this property is just waiting for your vision and finishing touches to truly shine. Bring your ideas and make this home your dream home today!

4433 N Narragansett Avenue, Chicago

$500,000

3 Beds ⋅ 3 Baths ⋅ 12439692 MLS ⋅ CLOSED Status

Charming Brick Bungalow in the Heart of Gladstone Park! Welcome home to this beautifully maintained and updated brick bungalow-blending timeless charm with modern updates on a quiet, tree-lined street in sought-after Gladstone Park. Bright + Inviting: Step into a sun-filled, west-facing living room featuring a classic bay window that fills the space with natural light. Main Floor Convenience: The first floor offers a spacious bedroom and a refreshed full bath with tub/shower combo-perfect for guests or main-level living. Updated Kitchen: Enjoy a well-designed kitchen with spacious granite counters, tile backsplash, white cabinetry, and stainless steel appliances including a gas range and new dishwasher (2024). Dedicated Dining: A separate dining room features an accent wall, sleek modern light fixture, and a pantry for added storage. Room to Grow Upstairs: Two generous bedrooms including a primary suite with dual closets. The second bedroom overlooks the lush backyard and offers space for flexible layouts. A bright, full-height bathroom completes the upper level. Versatile Lower Level: Fully finished basement offers a second living area, playroom, home gym, or office-plus a convenient half bath, laundry room (new washer + dryer in 2025), and workshop/storage space. Outdoor Retreat: Entertain or relax in your private, fenced backyard with a newer deck (2022), paver patio (2022), and tuck pointing completed in 2025 as well as garden beds, and grassy yard. A 2-car garage (including new garage door 2022) adds extra storage and functionality. Other updates include new water heater (2025), new A/C (2024) and new roof + gutters on house and garage as of 2020. All this in commuter-friendly Gladstone Park - nestled between Jefferson Park, Norwood Park, and Union Ridge, with easy access to I-90, the Gladstone Park Metra, Austin-Foster Park, and Taft High School.

5321 N Moody Avenue, Chicago

$455,000

3 Beds ⋅ 4 Baths ⋅ 12439357 MLS ⋅ CLOSED Status

Stylish 3-Bedroom Townhome with 3.5 Baths and Modern Upgrades in Highly Sought-After Concord at Jefferson Park. Offering over 2,000 sq. ft. of thoughtfully designed living space, this sun-drenched end unit blends functionality, natural light, and elevated style. Located in the desirable Concord at Jefferson Park community, this spacious 3-bedroom, 3.5-bath townhome features vaulted ceilings, oversized windows, and a shared courtyard in addition to a private balcony for outdoor living and grilling. The main level boasts an open-concept layout with hardwood floors, a cozy fireplace, and a striking accent wall that creates a dramatic yet inviting living room atmosphere. The modern kitchen includes granite countertops, refinished cabinetry, stainless steel appliances, a center island with seating, and ample storage-perfect for both everyday use and entertaining. A private balcony extends off the kitchen, and a full laundry room with new washer and dryer (2022) and powder room complete the main floor. Upstairs, the spacious primary suite includes a walk-in closet and en-suite bathroom. Two additional bedrooms share a second full bath, ideal for family, guests, or a home office. The entry level offers a large bonus room with its own full bath-perfect as a second family room, gym, office, or easily convertible fourth bedroom. Recent upgrades include updated paint, lighting, and hardware throughout the home (2020), new Trex deck (2023), blinds (2020), wainscoting (added between 2020-2022), and a new hot water heater (2023). An attached 2-car garage offers additional convenience and storage. Ideally located just 10 miles from Downtown Chicago and 6 miles from O'Hare International Airport, this home provides unbeatable access to I-90 and I-94, the Montrose and Jefferson Park Blue Line stations, and the Forest Glen Metra Station. Outdoor enthusiasts will love being near LaBagh Woods and the North Branch Trail, offering miles of walking, running, and biking paths. Families will appreciate access to top-rated schools including Beaubien Elementary, along with more than 10 Chicago Park District playgrounds, several community swimming pools, and the Jefferson Park Community Garden and Farmers Market-all within walking distance. Don't miss this rare opportunity to own a move-in ready townhome in one of Chicago's most connected and community-rich neighborhoods!

4716 N Lamon Avenue, Chicago

$750,000

8 Beds ⋅ 4 Baths ⋅ 12396676 MLS ⋅ CLOSED Status

Drop in showing this Sunday (7/13/25) from 12:00 PM to 2:00 PM - don't miss this fantastic opportunity! Incredibly spacious and unique 2-flat with additional finished basement (in law unit), situated on an oversized 50' wide lot in the highly sought-after Jefferson Park/Forest Glen neighborhood. This property lives like a massive single-family home and offers tremendous versatility and income potential. The main level boasts 3 generously sized bedrooms and 2 full bathrooms, including a recently renovated bath. Enjoy a bright and airy open-concept living and formal dining area, plus a fully updated kitchen featuring 42" cabinets, granite countertops, a large island, washer and dryer hook up, and stainless steel appliances. This property also boasts a sun-filled sitting room providing additional lounging space. The large primary bedroom offers excellent closet space. Upstairs, you'll find a bright and modern 3-bedroom, 6-room apartment with its own private entry, an oversized primary bedroom with walk-in closet, updated kitchen, and full tile bath. Separate utilities and central A/C make it ideal for rental-easily generating $1,800+ per month. The full finished basement offers flexible living quarters with a full bath, second kitchen, spacious living area, laundry, and an additional room that can serve as a bedroom, office, gym, or more. Basement space can be duplexed with the first floor or used as its own unit. Additional highlights include beautiful hardwood floors throughout, majority of windows are new and just installed within the last year, flood control system, freshly painted deck, and a charming side yard and rear deck. This is a rare opportunity-homes on double lots like this don't come around often. Endless possibilities for investors or owner-occupants!

5125 N La Crosse Avenue, Chicago

$299,900

2 Beds ⋅ 2 Baths ⋅ 12275602 MLS ⋅ CLOSED Status

Welcome to 4837 N Central Ave #202, a stylish and sunlit 2-bedroom, 2-bathroom condo in the heart of Jefferson Park. This beautifully designed home offers an inviting open floor plan with high ceilings, hardwood floors, and floor-to-ceiling windows that flood the space with natural light. The spacious living area seamlessly connects to a private balcony, perfect for enjoying morning coffee or unwinding in the evening. The open-concept kitchen is designed for both functionality and style, featuring granite countertops, stainless steel appliances, 42-inch oak cabinetry, and a large island, making it ideal for cooking and entertaining. The primary bedroom suite provides a peaceful retreat with plush carpeting, ample closet space, and an en-suite bath complete with a walk-in shower and modern finishes. The second bedroom is bright and versatile, making it perfect for guests, a home office, or a personal gym. Additional conveniences include an in-unit washer and dryer, central heat and A/C, and an assigned parking space. Located in Jefferson Park, this home offers the best of city living with a neighborhood feel. Just moments from the CTA Blue Line, Metra, and major expressways, commuting is a breeze. Enjoy the nearby Jefferson Memorial Park, local favorites like Smak-Tak and Andy's Deli, and a variety of shops, cafes, and entertainment options, including the Copernicus Center. This move-in-ready condo is an incredible opportunity to own in one of Chicago's most well-connected and charming neighborhoods. S1 parking spot included in price.

4837 N Central Avenue Unit #202, Chicago

$595,000

4 Beds ⋅ 5 Baths ⋅ 12171501 MLS ⋅ CLOSED Status

Beautifully renovated, turnkey, 4-bedroom (currently used as a 5 bedroom)/4.1-bathroom single-family home that offers the perfect layout for multi-generational living, larger families, or generating rental income for the clever house hacker who wants to reduce their mortgage. The front of the house, built in 2010, features 3 spacious bedrooms, and 3 full baths, two of which are en-suite, while the back includes a private in-law/guest suite complete with a full kitchen, 1.1 bathroom, family room, and separate entrance. This space is ideal for extended family, guests, or a quiet work-from-home retreat. Recent updates include a new roof at the rear of the home, two modern kitchens with 42" shaker-style cabinets, sleek quartz countertops, stainless steel appliances, new bathrooms, refinished hardwood floors and more. The entire home has been freshly painted and boasts a new front porch and zoned HVAC for maximum comfort. Convenience is key with main-floor laundry, plus an additional laundry room in the basement where you will find an additional guest bedroom, gym, or office. The massive rooftop deck is perfect for entertaining. 2-car garage with overhead door. Easy access to the expressway and O'Hare, with Taft High School just a short few minute walk away. This home offers style, function, and the unique ability to lower your housing costs with this gorgeous 3-level setup that can evolve as your needs do.

5317 N Nagle Avenue, Chicago

$415,000

3 Beds ⋅ 3 Baths ⋅ 12162460 MLS ⋅ CLOSED Status

Welcome to 5601 N Parkside located on a lovely block in Jefferson Park! This 3 bedroom single family home stands out with its soaring ceilings and skylights, creating a bright and welcoming interior from the moment you enter. The living, dining, and kitchen areas are seamlessly integrated, ideal for both everyday living and entertaining. Hardwood floors throughout, while the powder room on the main level enhances guest convenience. The second level boasts three bedrooms and a full bathroom that provide private spaces, while the finished lower level offers versatility with a family room, home office or gym, and a second full bathroom and laundry room. The charming backyard is perfect for enjoying Chicago summers and fall evenings, complementing the indoor living spaces. Jefferson Park's appeal is highlighted with its sense of community, lush greenery, tree-lined streets, and proximity to parks, forest preserves, nature trails, and a golf course. Everything you need is in close proximity including Mariano's, coffee shops, restaurants, plus the CTA and Metra adds to the neighborhood's desirability. Easy access to the Kennedy Expressway and O'Hare airport is a 15 minute drive.

5601 N Parkside Avenue, Chicago

$835,000

5 Beds ⋅ 4 Baths ⋅ 12009362 MLS ⋅ CLOSED Status

1 HOUSE LEFT - WATCH FULL WALK THRU 4K DRONE TOUR ON VTOUR BUTTON (IS OF 5142 WINONA HOUSE) Two newly constructed 'Row Homes' on an oversized 45' wide lot (22.5 per house). These modern farmhouses live perfectly with an open concept floor plan featuring transitional interiors. You'll love the five bedrooms and 3.5 baths. The main floor is divided up with 70% of the square footage consisting of the kitchen and oversized family room, creating a great 'heart of the home' where everyone spends the bulk of their time. The kitchen boasts high-end Bosch appliances, custom built walnut lower cabinets and island, off-set by matte white 60" upper cabinets. Quartz countertops, decorative backsplash, fully vented custom hood, and matte black hardware finish out the kitchen. Outdoor entertainment is at its best; a large 'Trex' deck featuring a dividing wall for privacy from adjacent row home, is directly off the family room and beyond is a grassy back yard. The upstairs is equally impressive; the homes extra width affords graciously sized bedrooms. The primary bedroom is graced with two walk-in closets, large spa inspired bathroom. The other 2 bedrooms each feature large scale closets, and beautiful views from large windows. The top floor is complete with full side by side laundry in a proper laundry room, NOT closet. The lower level gets great natural light from the high ceilings. Entertainment is easy in this family room, a large space for an oversized entertainment center and a full wet bar. The last two bedrooms are also in the lower level; easily can have private guest quarters plus a private office and/or gym. There is a second laundry hook-up in the basement. Graciously sized 2 car garage. Winona has easy highway, Metra and CTA access. The farmhouse vibe is maintained with Hardie Board facade and rear with vinyl on the sides. Photos are of 5142 Winona, the sister home. PICS ARE OF THE ATTACHED HOME

5140 W Winona Street, Chicago

$875,000

5 Beds ⋅ 4 Baths ⋅ 11943879 MLS ⋅ CLOSED Status

WATCH VIRTUAL TOUR TO TAKE A 4K DRONE WALK THRU THE HOUSE! Two newly constructed 'Row Homes' on an oversized 45' wide lot (22.5 per house). These modern farmhouses live perfectly with an open concept floor plan featuring transitional interiors. You'll love the five bedrooms and 3.5 baths. The main floor is divided up with 70% of the square footage consisting of the kitchen and oversized family room, creating a great 'heart of the home' where everyone spends the bulk of their time. The kitchen boasts high-end Bosch appliances, custom built walnut lower cabinets and island, off-set by matte white 60" upper cabinets. Quartz countertops, decorative backsplash, fully vented custom hood, and matte black hardware finish out the kitchen. Outdoor entertainment is at its best; a large 'Trex' deck featuring a dividing wall for privacy from adjacent row home, is directly off the family room and beyond is a grassy back yard. The upstairs is equally impressive; the homes extra width affords graciously sized bedrooms. The primary bedroom is graced with two walk-in closets, large spa inspired bathroom and skylights. The other 2 bedrooms each feature large scale closets, and beautiful views from large windows. The top floor is complete with full side by side laundry in a proper laundry room, NOT closet. The lower level gets great natural light from the high ceilings. Entertainment is easy in this family room, a large space for an oversized entertainment center and a full wet bar. The last two bedrooms are also in the lower level; easily can have private guest quarters plus a private office and/or gym. There is a second laundry hook-up in the basement. Graciously sized 2 car garage. Winona has easy highway, Metra and CTA access. The farmhouse vibe is maintained with Hardie Board facade and rear with vinyl on the sides. Taxes: $5,145.02

5142 W Winona Street, Chicago

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Jefferson Park, Chicago IL · Curated MLS Search

Homes with Private Gym in Jefferson Park, Chicago IL

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