Chicago Homes with Breezeway Exterior features

Chicago Homes with Breezeway Exterior features

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Newest Chicago Homes with Breezeway Exterior features

$579,999
4 Beds 3 Baths 12714777 MLS
Excellent opportunity to own a well-maintained 2-flat in the highly desirable Jefferson Park neighborhood, offering strong rental potential and an ideal setup for owner-occupants. This classic Chicago multi-unit features two spacious units, a finished basement, and shared laundry, making it a versatile investment in one of the city's most commuter-friendly areas. The first-floor unit offers 2 bedrooms and 1 bathroom with hardwood floors throughout, a bright and spacious living room that flows into a separate dining room, and a well-appointed kitchen with an eat-in breakfast area. This unit also includes central heating and air conditioning, providing year-round comfort. The second-floor unit features 1 bedroom and 1 bathroom with 9-foot ceilings. All wood floors throughout the first/Second floor. The layout includes a large living room, separate dining room, and a spacious kitchen with a walk-in pantry, along with a generous bedroom featuring a large walk-in closet. The finished basement offers additional living, recreation, or storage space and includes shared laundry and mechanicals, including the furnace, A/C, and water heater. Basement features full bedroom and bathroom. Significant exterior improvements include a newer roof, windows, siding, 2 car garage, concrete patio, and privacy fence, creating a low-maintenance investment with appealing outdoor space. Located in the heart of Jefferson Park, the property offers exceptional access to transportation and neighborhood amenities, including nearby **CTA Blue Line stations and multiple Metra lines for easy commuting to downtown Chicago. Residents are also within walking distance to everyday conveniences such as Mariano's, Target, and Starbucks, with quick access to Interstate 90 and Interstate 94. Jefferson Park is known for its strong rental demand, neighborhood charm, and unmatched transit connectivity, making this property an excellent choice for investors seeking steady income or buyers looking to live in one unit while generating rental income from the other. Home has a 2 car garage and parking pad next to garage. Fully fenced in yard. Click on 3d tour to walk though unit.

5037 W Winona Street, Chicago

$2,900,000
6 Beds 6 Baths 12703000 MLS
Architecturally refined and exceptionally sophisticated, this meticulously designed single-family residence offers over 6,000 square feet on an EXTRA-WIDE 30' lot nestled in the highly sought-after BURLEY SCHOOL DISTRICT!!! This truly elevated home is complete with 6 bedrooms, 5.1 bathrooms, high ceilings, hardwood floors, 3 PRIVATE OUTDOOR SPACES, and an attached heated 2.5-car garage. The STUNNING main level is designed for both elevated everyday living and seamless entertaining, showcasing a designer foyer that leads to a grand-scale living room anchored by a striking limestone fireplace, an expansive formal dining room and a beautifully appointed butler's pantry. The gourmet chef's kitchen is nothing short of exceptional, featuring an abundance of custom white cabinetry, beautiful marble countertops and full-height backsplash, an oversized center island with breakfast bar, double Sub-Zero refrigerator/freezer, Wolf stove/oven, a separate oversized pantry and an expansive eat-in area. The adjacent family room is highlighted by another cozy fireplace that opens directly to an ENORMOUS outdoor terrace and an oversized deck situated above the heated 2.5-car garage - creating a true indoor-outdoor lifestyle and perfect for entertaining! The second level offers a luxurious primary suite retreat, complete with expansive custom walk-in closet, a stunning spa-inspired bathroom featuring a double vanity, oversized steam shower with rain shower, heated marble floors and a built-in makeup vanity. Two additional generously sized bedrooms down the hall, each with their own ensuite bathroom. The third floor is a true showstopper! A beautifully curated indoor-outdoor retreat tailored for entertaining, featuring a versatile sitting/lounge area enhanced by an exquisite full-sized bar, a spectacular deck and a full bathroom. This could also be converted into a 6th bedroom if needed. The expansive lower level is designed for both recreation and relaxation, offering high ceilings, heated flooring, two additional bedrooms, a full bathroom, and a spacious recreational room ideal for movie nights, game days, or multi-generational living. A rare and coveted amenity that elevates this home further is the clubhouse exclusively serving just 11 homes; featuring an indoor pool, hot tub, and a fully equipped fitness room. Nestled in the highly sought-after Burley School District, this home offers an unparalleled lifestyle, just steps from Chi Che Wang Park, top-rated restaurants, coffee shops, fitness studios, nightlife, parks, boutiques, grocery stores, public transportation, expressways and so much more!

1634 W Surf Street, Chicago

$720,000
5 Beds 4 Baths 12647817 MLS
In the heart of the vibrant Oakland neighborhood, this 5-bedroom, 3.5-bathroom brick home renovated in 2021 blends 19th-century charm with contemporary luxury. From the moment you enter the home, the seamless openness of the main floor invites you into a space defined by glowing hardwood floors, recessed lighting, and the warm, textured history of exposed Chicago brick. Your eyes will be drawn to the LED-illuminated staircase and glass banister. The kitchen features European-styled cabinetry, a center island, a French door refrigerator, quartz countertops, and a 35.5" dual-fuel range. Retreat to the second level, where the primary suite includes a spa-like en suite featuring heated flooring for those chilly Chicago mornings and a shower equipped with dual jets. Two additional bedrooms and a guest bathroom complete the second level. The lower level has been thoughtfully upgraded to provide a private, quiet space with 7' ceilings-perfect for guests or a home office. Enjoy peace of mind and convenience with: Dual HVAC systems (2021), energy-efficient tankless water heater, an underground sprinkler system, and two laundry options (lower-level washer and dryer included; 2nd-floor hookups available). The fully fenced outdoor space is ready for your next summer bash! The 16' x 13.8' deck is perfect for effortless grilling. The gazebo is wired with electricity, it's the perfect spot to plug in your outdoor speakers and enjoy a breeze. Above the detached 1-car garage sits an insulated, finished studio. Beyond the brick and mortar, this home is near the shimmering waters of Oakwood Beach; public transit; restaurants; and parks. Book now to secure your private tour of this home before it's gone!

4114 S Ellis Avenue, Chicago

$3,175,000
6 Beds 6 Baths 12638727 MLS
Incredible, custom-built 6300 SQFT single family home on an extra-wide lot in the heart of North Center. Highly customized with painstaking attention to detail, this 6 bedroom, 4.2 bath home has been meticulously maintained. The thoughtfully designed floorplan sets the stage for a myriad of entertaining possibilities. Nestled along one of the neighborhood's most sought-after streets and elegantly clad in limestone, this impeccable residence instantly makes an impression. An expansive front entry stairway and impressive front door set the tone as your step into the foyer. The open floor plan in the living space allows an abundance of natural light to flow from two exposures through floor-to-ceiling windows. The living room features a gas fireplace with a sleek, minimalist marble surround while a large picture window overlooks Bradley Place. The spacious dining area currently accommodates a table for ten with ample room to expand. Tucked away just off the dining room, a cozy study is the ideal spot for a library or den. Truly a showstopper, the eat-in chef's kitchen offers top-of-the-line appliances, copious cabinetry and counter space, an oversized island with breakfast bar, two sinks with disposals, a breakfast room with a built-in banquette, and a butler's pantry with wine fridge. Around the corner is a beautifully appointed powder room. The kitchen opens to the perfect family room with two walls of floor-to-ceiling windows, built-ins, and a fireplace. A short staircase brings you to a breezeway with heated floors leading to the heated 3-car garage, a secluded back patio, and roof top deck over the garage with pergola and water access. Upstairs on the second level, a light-filled atrium with a wide staircase is anchored by a contemporary chandelier. The sumptuous primary suite occupies half of the second level and features a graciously sized bedroom with an adjacent sitting room, two custom walk-in closets, and a luxurious ensuite bath with steam shower, separate soaking tub, heated floors, double vanity, and water closet. Three additional bedrooms are located on this level, two are connected by a Jack-and-Jill bath. The front bedroom has vaulted ceilings, giant windows, an ensuite bath, a walk-in closet, and a lofted space above the bedroom perfect for a playroom. A laundry room with oversized LG ThinQ washer/dryer, sink, cabinet, and counter space completes this level. The lofted space is accessible on the third floor along with a roof deck complete with a hot tub. The lower level features a huge recreation room with a gaming table, movie screen, and projector. You will also find 2 bedrooms, 1.1 bathrooms, a gym, a temperature-controlled wine room, storage rooms, and heated flooring on the lower level. North Center is a vibrant, walkable neighborhood with restaurants, bars, shopping, grocery stores, parks, playgrounds, easy access to public transportation, all within the award-winning Bell Elementary School district. Welcome home!

2107 W Bradley Place, Chicago

$9,995,000
10 Beds 10 Baths 11985710 MLS
Unique opportunity for the luxury homeowner who wants to provide an opportunity for an extended family habitat, live in nanny, or even business associates to be close in the huge coach house over the attached 5 car garage. The coach house also could be a huge basketball court with not much effort. This outstanding renovation was customized to perfection by Soucie Horner for this current owner who wanted grandparents to be close to kids for the ultimate family experience. The coach house is connected to the main home via a glass enclosed masterpiece of a vestibule. The seller wants to share they used the coach house for grandma, and she has watched her four grandkids grow from birth to heading off to college, while keeping grandmother vital to the daily activities, using the home as multi-generational space. This will become your homestead for all relatives for all holidays. The current owners have had "celebrations of life", baptisms, graduation, marriage proposals, birthdays, and all holidays, whether it's in the side yard or the wine cellar that holds 20-30. It's one of the best entertaining home in Lincoln Park. Yes, the house has beautiful design, but the absolute specialness of living in this home is who is in it with you, and with the coach house, the choice is yours. From the moment you enter the classic, original gate, the house has a feeling of being a home with an oversized front porch, beautiful original detailing, massive windows and beautiful front door which showcases the grand foyer and ultimate wide staircase the moment you enter. The coach house also has the most outstanding wine cellar perfect complete with a dining table! The house itself is incredibly special. High end finishes throughout on this extra wide lot which also includes an entire side lot with a sport court, a separate private office and amazing grass and terracing which gets all day sun. The modern kitchen and great room all overlook this gorgeous outdoor space and provide the most amazing entertaining space; the home has been the backdrop to multitudes of parties. The second and third floors have an amazing 6 bedrooms with a huge top floor playroom/hang out space with a huge skylight. The primary bedroom is ultra luxe and has a full slab Violeta marble bathroom straight out of a magazine. This house can be the ultimate city home for the person who wants it all!

2026 N Kenmore Avenue, Chicago

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