View All Lincoln Square Chicago IL Homes with Wine Tasting Bar Listings

$2,100,000
7 Beds 7 Baths 12337253 MLS CLOSED Status
Welcome to an extraordinary blend of elegance, craftsmanship, and modern comfort in this stunning residence located on a tree-lined street in Lincoln Square. Built in 2016 by Thady Construction, this meticulously designed home offers nearly 5,000 square feet of luxury living across three levels. This home's impressive curb appeal features Hardie plank siding with stone accents, professionally landscaped front and rear yards, and snow-melt brick paver walkways and patios. A stately 8-foot mahogany front door sets the tone with every inch thoughtfully appointed with designer finishes and tailored functionality. Step inside to soaring 10' ceilings and rich dark-stained red oak floors that flow seamlessly through the main and upper levels. Custom millwork includes 7" baseboards and 6" crown moldings while oversized windows bathe the home in natural light. The living room offers a wood-burning fireplace (converted to gas logs) framed by a custom mantel and marble surround. Opposite, the formal dining room stuns with a tray ceiling, custom built-in hutch, and ambient in-cabinet lighting. The heart of the home is the chef's kitchen-featuring white, custom Amish cabinetry with soft-close drawers, quartzite countertops, and a massive contrasting island with prep sink. Premium stainless and integrated appliances include a Sub-Zero fridge, Wolf range with center griddle and pot filler, and dual Bosch dishwashers. A custom, built-in, corner breakfast nook and stylish designer lighting complete the space. Just off the kitchen is a fully outfitted butler's pantry with additional cabinetry, quartzite counter, and wine cooler as well as a spacious, custom organized, walk-in pantry. Adjacent to the kitchen is the coffered-ceiling family room with a second wood-burning fireplace, flanked by built-ins and a custom matte gold framed TV. Upstairs, the primary suite features cathedral ceilings, motorized shades, dual walk-in closets with premium wood-grain built-ins, and a spa-quality marble bath. Enjoy the oversized steam shower with rain shower head, hand shower and body sprays, freestanding soaking tub, heated marble floors, dual vanities, and private water closet. Three additional spacious bedrooms on the top floor include a lofted-ceiling second with organized, walk-in closet and ensuite porcelain tile bath as well as a full hall bath with dual sinks and glass-enclosed standing shower. Thoughtful details including a hall linen closet and upper-level laundry room with front-load washer/dryer, granite counters for folding space, utility sink, and custom cabinetry add everyday ease. Down the stairs find a custom mudroom and glass exterior door leading to the rear brick paver patio-with gas and electric hookups and snowmelt systems. The expansive lower level offers flexible living and entertaining with a large family/media room wired for surround sound and a wet bar with custom cabinetry, granite counters, beverage center, and designer lighting. A fifth bedroom with French doors makes a perfect office, while sixth and seventh (ensuite) bedrooms provide private guest accommodations. A second laundry area, abundant storage, technology center and radiant heated floors complete this level. The three-car garage, also in Hardie siding, includes a walk-up attic loft and a yard access door. Every system in this home is designed for efficiency and comfort: dual-zone, high-efficiency HVAC, radiant boiler system, and NEST smart thermostats per zone. A full Savant whole-house sound system, security system, and smart lighting and window treatment automation bring modern convenience and peace of mind. This thoughtfully designed, impeccably maintained home exudes luxury and livability just steps from all that Lincoln Square has to offer. Close to shopping, dining, great schools and transportation. Prepare to be impressed!

4844 N Oakley Avenue, Chicago

$2,300,000
4 Beds 5 Baths 12121047 MLS CLOSED Status
Welcome to this elegantly stunning, new construction, developer's home, featuring over 5,000 square feet of living space in the heart of Lincoln Square, where no detail was spared! This oversized lot translates into an intelligently designed floor plan. Step inside an inviting foyer with large-format marble floors and a wall-to-wall guest closet. Marvel at the 10-foot coffered ceilings, 8-foot solid wood doors, white oak hardwood floors and large Marvin windows, welcoming that natural, crisp sunlight into your home. French doors open to the Juliet balcony off the spacious living room with a marble, wood-burning fireplace. It seamlessly flows into a formal dining room that can easily seat ten, for those fun, all-night-long, dinner parties! Proceed into the kitchen and family room and be amazed by the sheer size of this very open space. The kitchen boasts 48" custom cabinetry, chased with undermount lighting, a 48" Sub-Zero refrigerator, a Dacor Pro-Grade oven, tiled with a marble and glass mosaic backsplash, Calacatta quartz c-tops and a 10-foot island dressed with quartzite iceberg c-tops. The island comfortably seats four and there is more available seating at the formal breakfast area that towers with its high vaulted ceilings and bay windows. Enjoy your loved ones in the adjoining family room with a marble, wood-burning fireplace and large wet bar with a wine cooler to enjoy your favorite spirits! Then, be impressed with an unparalleled powder room, beautified with custom marbled floors, a Habersham Provence vanity topped with an iceberg quartzite c-top, a timeless Kallista commode and stunning THG Paris Swarovski fixtures; this space is ultimately adorned with a transformative Schonbek light fixture. Head upstairs to the second floor, where there are four bedrooms, three baths and a laundry closet all on one level. Be amazed by the huge primary suite with double walk-in closets, sitting area with bay windows and vaulted ceilings, a marvelous spa-like bath with oversized marble shower, heated marble floors, elegant floor-to-ceiling custom wall tiles set against a Kohler soaking tub, Furniture Guild vanities adorned with crystal handled fixtures and finished with marble c-tops. Three additional generous-sized bedrooms, one en-suite with walk-in closet, bathroom accessorized with Porcelanosa vanity and expertly curated tiles, Kohler fixtures and plumbing console. Two additional bedrooms have ample closet spaces and share a bathroom with elevated design that features Porcelanosa wall and floor tiles, including a gold-designed tiled runway, double vanity with quartzite c-tops, lavish Dornbracht fixtures, as well as a Kohler plumbing console. Continue to the lower level where there is a large, enclosed mudroom with custom cabinetry and additional closet and storage spaces. Enter the huge rec room with a wet bar, electric fireplace with Porcelanosa airslate natural stone and a wonderful office space. The lower level also features a secondary kitchen with custom cabinetry, quartz c-tops and a stainless steel Kitchen Aid appliance package. Also included is a full bath featuring a designer-tiled shower, Madeli vanity with quartz c-top and Grohe fixtures. Additionally, the large, main laundry room includes a stainless steel sink, LG washer and dryer with an additional "small-load" pedestal washer below. This lower level is complete with a substantial, finished multi-purpose storage room. Additional features include a: 3-car, detached garage with rooftop deck, outdoor stone wood-burning fireplace, in/outdoor sound system, Hunter Douglas window treatments, ProCom Security System, heated floors throughout, with ice-melt outdoor pathways! Short distance to Lycee French School, Old Town School of Folk Music, train station, many parks, shops and restaurants that define Lincoln Square. This home is a true gem. A 10!

2236 W Ainslie Avenue, Chicago

$1,500,000
5 Beds 4 Baths 12036619 MLS CLOSED Status
Welcome to the most desirable street in Lincoln Square, one of the most coveted neighborhoods in the city. This all-brick, classic Greystone is located on a quiet, tree-lined street at 2236 W. Leland and a few steps away from the vibrant Square, as well as the Western Ave. Brown Line. This home offers 5 bedrooms + an enormous recreational room, 3.5 baths and a private backyard for entertaining. Upon entering the home, you'll be impressed by the abundance of natural light and open space from the foyer to the rear of the home. The main level features a large living room enhanced by a fireplace, which flows into a formal dining area and then into the newly-remodeled kitchen and living room. The kitchen features a top-of-the-line Viking (48") range and Sub-zero refrigerator, custom cabinetry, and a large island with bar seating. Off the kitchen is a beautiful bistro stye eating area which is perfect for your day- to -day casual dining. Up the extra-wide staircase you'll find three large bedrooms, all with built-in custom closets. The full laundry room upstairs makes it oh so convenient for day to day living. The upstairs primary suite includes an en-suite bathroom with dual vanities, a soaking jetted (6 ft) tub, and a separate glass-enclosed shower. In addition to the two additional bedrooms is a full hallway bathroom with dual vanities. Downstairs features a spacious media recreation room with built-in, surround-sound speakers, as well as a custom undercounter with Sub-Zero refrigerator and freezer drawers, a temperature-controlled wine rack and additional drawers for entertainment supplies. The radiant heated floors make it extra cozy on the lower level which features two additional bedrooms and one full bathroom. The lower level also provides access to the outdoor yard. The mechanicals are located on the lower level as are hook-ups for an extra washer/dryer. Experience outdoor living at its best in the lovely backyard oasis, complete with a grass lawn, perfect for al fresco dining and outdoor entertaining. In addition, there is a 2.5 car garage in back. The home is within walking distance of the Lycee Francais de Chicago, Queen of Angels, McPherson and Amundsen, and a couple blocks away from multiple bus stops for Sacred Heart Academy. Welles Park and Winnemac Park are both less than three blocks away, and enhancing the walkability of the neighborhood are bike-only lanes down Leland and throughout the area.

2236 W Leland Avenue, Chicago

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Lincoln Square, Chicago IL · Curated MLS Search

Homes with Wine Tasting Bar in Lincoln Square, Chicago IL

An editorially curated view of every active homes with wine tasting bar listing in Lincoln Square, Chicago IL. Updated in real time from the local MLS, presented without the noise.

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