View All Uptown Chicago IL Homes with Multi-Car Garage Listings

$774,900
3 Beds 3 Baths 12754804 MLS NEW Status
VACANT AND READY FOR A NEW OWNER! This truly expansive 3-bedroom, 3-bath duplex-down with low monthly assessments and one garage parking space-all in a desirable Uptown location. The bright, open main level features hardwood floors, a generous living and dining area, and a fireplace surrounded by windows and French doors. The kitchen offers white cabinetry, granite countertops, stainless-steel appliances, a center island, abundant storage, and a new refrigerator. Two spacious bedrooms and two full baths are located on the main level, including a large primary suite with excellent closet space and private bath. A covered, oversized rear deck provides the perfect setting for outdoor dining and entertaining. The HUGE lower level significantly expands the home's living space with new carpeting, a second fireplace, an enormous recreation and media area, third bedroom, full bath, in-unit laundry, and oversized private storage. The flexible floor plan easily accommodates guests, a home office, fitness area, or separate living space. Additional highlights include a new A/C unit, central heating, and garage parking. Enjoy convenient access to the lakefront, beaches, parks, public transportation, shopping, dining, and the new neighborhood Trader Joe's planned for October 2026. Tremendous space, low monthly assessments, valuable updates, private outdoor space, and parking make this move-in-ready home an exceptional Uptown value!

853 W Lakeside Place Unit #1W, Chicago

$799,000
3 Beds 2 Baths 12752054 MLS NEW Status
This impeccably maintained 3-bedroom, 2 bath penthouse pairs sophisticated modern design w/ exceptional private outdoor space in the heart of Uptown! Soaring 11' ceilings & oversized windows flood the home w/ natural light. Hardwood flooring throughout, 8-foot solid core doors & clean architectural lines create a contemporary feel throughout. The sleek European kitchen is a chef's dream, featuring integrated panel refrigerator & dishwasher, Thermador/Bosch appliances, white quartz countertops, marble backsplash, under cabinet & pendant lighting, & a generous breakfast bar w/ seating for four. The expansive open concept living and dining space is fantastic for entertaining, anchored by a striking custom fireplace & opening directly to a private terrace w/ gas hookup for a grill. The serene primary suite provides ample room for a King-sized bed, professionally organized walk-in closet, & a luxurious primary bathroom w/ heated porcelain floors, a floating double vanity & an oversized walk-in shower w/ a rain head. Two guest bedrooms, a beautiful hall bathroom, & a huge laundry closet with side-by-side Whirlpool washer/dryer set complete the main living level. The full-floor rooftop is a true urban oasis w/ panoramic city view, pergola & fire pit, contemporary planters, irrigation, & artificial turf. Adjacent to the roof deck is a bonus room that would make an ideal office or workout space. This boutique, seven-unit building is professionally managed with a spacious garage w/ bike storage. Walk to the Lake, Aragon Ballroom, Green Mill, Lawrence and Argyle Red Line "L" stations, and so much more!

4858 N Kenmore Avenue Unit #3N, Chicago

$699,000
3 Beds 2 Baths 12719198 MLS ACTIVE Status
Spacious, sophisticated, light filled 3-bedroom, 2 bath home in excellent location! The open floor plan is great for entertaining and everyday living: the open polished kitchen welcomes your guests, while overlooking the sunny delightful living/dining area, opening to the large balcony. Beautiful and functional kitchen with European cabinets, integrated panel refrigerator, soft-close hardware, Thermador/Bosch appliances, under-cabinet lighting complimented by quartz countertops and spacious breakfast bar. Large front balcony off the living room with gas hook-up, making grilling a breeze. This home feels like a spa, with the large, private primary bedroom en-suite with organized walk in closet. Master bath features: oversized luxury shower, heated porcelain tile floor, floating double vanity and linear drains. A relaxing day at home can feel like taking a trip to a spa. The second full bath is warm, yet sleek, with custom lighting and a deep soaking tub for total recovery after a long day. The natural bamboo wood floors throughout are environmentally conscious, via sustainable sourcing, while having the durability to withstand the daily wear and tear of real life. The European style turn-and-tilt windows are silencing and energy-efficient. One garage parking space included, bike storage! Full size, in unit, front loading Whirlpool washer dryer. Energy efficient HVAC. Tankless hot water heater. Self-managed. Our seller has loved the area and the growing number of restaurants and multiple festivals nearby, plus living next to a school provides a warm neighborhood feel and a responsible next-door neighbor. 2 short blocks to the lakefront, 1 block to the New Red Line Lawrence station and Divvy station. Jump on an express bus to downtown, or travel less than 1 mile to Metra station.

4858 N Kenmore Avenue Unit #2N, Chicago

$610,000
3 Beds 2 Baths 12664956 MLS CLOSED Status
MULTIPLE OFFERS RECEIVED! Highest and Best due Sunday 5/7 at 4:30 PM. Gorgeous and Remodeled 3 Bed, 2 Bath Uptown Penthouse with Luxurious Upgrades and Improvements! Be prepared to fall in love with this fabulous townhouse on a tree lined street that offers the perfect blend of space, elegance, and comfort! Absolutely stunning light and bright LV/DR combination features 13' vaulted ceilings, huge windows, recessed lighting, gas fireplace, and newer light fixtures. The stunning open-concept layout is complimented by hardwood flooring, crown molding and white doors and trim throughout. Spectacular designer inspired gourmet kitchen boasts 47" soft close cabinets, granite countertops, All S.S. appliances, large pantry, and an oversized center island w/large vented hood over five burner range. Additional kitchen entertaining area includes custom cabinets w/granite countertops, wine cooler and tons of storage. Glamorous Main bedroom includes newer lighting, and a huge walk-in closet with custom closet system. Remodeled in 2024, Gorgeous SPA-like main ensuite features double vanity w/quartz countertops, white custom soaking tub,(2024) deluxe steam shower,(2024) and stunning white backsplash and porcelain flooring (2024). Two additional large bedrooms include generous closets, and newer lighting. Fabulous deck offers picturesque views and the perfect place for entertaining or relaxing. Additional amenities include In Unit Washer/Dryer(2022), HVAC (2021), Water Heater (2021), 1 car garage parking space, additional storage locker, Lutron dimmers, smart locks, surround sound, and Nest thermostat. Located close to restaurants, entertainment, Aragon Theatre, Red-line, parks and Lakefront. Make it Yours today!

4831 N Winthrop Avenue Unit #3S, Chicago

$810,000
3 Beds 3 Baths 12607279 MLS CLOSED Status
Spectacular extra-wide new construction in the heart of Andersonville. Set on a 35-foot-wide lot, this spectacular north-facing duplex-down offers a serene living experience on one of Andersonville's quietest streets while still being less than a three-minute walk from all of the shops, restaurants and vibrant energy of Clark & Foster. With your own private side entrance, enter this home to a dramatic, double-high atrium providing stair access to both the upper and lower levels. As you ascend to the main living space the width of this unit will blow your mind. Finally, a condo with a generously sized kitchen, a generously sized living room and a true, defined dining room! Not to mention a south-facing deck finished with 24" x 24" porcelain tile overlooking charming, tree-lined Winona. Features of this home include: 4-inch American white Oak hardwood floors, 8-foot solid core two-panel inset doors and 9-foot ceilings and custom closets throughout. Kitchens include a full Thermador appliance package, 1.25-inch quartz counters with waterfall-edge island, custom cabinets with soft-close hinges and drawers. A gas, ventless fireplace with beautiful surround is the focal point of the family room which also has a powder room and large coat closet. The lower level has 3 nicely sized bedrooms, custom closets throughout, a hall bath with hexagonal marble stone flooring, marble tub and shower surround and floating vanity with 1.25-inch quartz countertop. The primary bedroom captures tremendous southern light and primary bath features a floating vanity, double sinks, 12" x 24" stone floors, enormous walk-in shower with rain shower, hand-held, soap niche and bench. The unit also comes with a garage-top deck finished with 24" x 24" porcelain tiles. Garage parking included. Available for immediate delivery.

1304 W Winona Street Unit #1N, Chicago

$825,000
3 Beds 2 Baths 12601776 MLS CLOSED Status
Spectacular extra-wide new construction in the heart of Andersonville. Set on a 35-foot-wide lot, this spectacular south-facing simplex offers a serene living experience on one of Andersonville's quietest streets while still being less than a three-minute walk from all of the shops, restaurants and vibrant energy of Clark & Foster. Not your cookie-cutter condo, as you enter this home you will be blown away by the width and the layout! Finally a condo with a generously sized kitchen, a generously sized living space and a true, defined dining area. Not to mention a south-facing deck finished with 24" x 24" porcelain tile overlooking charming, tree-lined Winona. Features of this home include: 4-inch American white Oak hardwood floors, 8-foot solid core two-panel inset doors, 9-foot ceilings and custom closets throughout. Kitchens include a full Thermador appliance package, 1.25-inch quartz counters with waterfall-edge island, custom cabinets with soft-close hinges and drawers. A gas, ventless fireplace with beautiful surround is the focal point of the family room. As you continue through the home, you'll find 3 nicely sized bedrooms, a hall bath with hexagonal marble stone flooring, marble tub and shower surround and floating vanity with 1.25-inch quartz countertop. The primary bedroom boasts a large walk-in closet, and primary bath features a floating vanity, double sinks, 12" x 24" stone floors, and an enormous walk-in shower with rain shower, hand-held, soap niche and bench. Not to be overlooked is a large, walk-in laundry room with stackable washer/dryer and plenty of room for storage. Garage parking included. Available for immediate delivery. Photos coming 2/19.

1304 W Winona Street Unit #2, Chicago

$475,000
3 Beds 2 Baths 12598298 MLS CLOSED Status
Spacious Vintage Condo in Prime Location! Step into this charming vintage 3-bedroom, 2-bath home offering generous living space and timeless character. The oversized living/dining room flows seamlessly into a large kitchen and an additional sunroom-perfect for a home office, reading nook, or extra lounge space. The renovated kitchen (2022) features new countertops, backsplash, cabinetry, and black stainless steel appliances. Both bathrooms have been tastefully refreshed with brand-new counters, sinks, faucets, and backsplash. Updated overhead lighting enhances the entry, living room, hallway, office, and two bedrooms. Recent mechanical updates include a new hot water heater, furnace, and air conditioning condenser (2024), along with an in-unit washer and dryer (2022). The building completed a full roof repair in 2016. Additional features include a private storage cage, bike storage, and access to approximately 1,200 sq ft of shared basement space. Enjoy outdoor living in the beautifully maintained yard with patio, lighting, and seating-ideal for relaxing or entertaining. Perfectly located just 1/2 mile from iconic venues like the Green Mill Cocktail Lounge, Aragon Ballroom, and Riviera Theatre. Outdoor enthusiasts will love the quick access to Montrose Beach and the 18-mile lakefront trail. The gracious sellers are offering to cover one year of parking at the Weiss parking garage! Fantastic space, unbeatable location-don't miss this opportunity!

829 W Lakeside Place Unit #1W, Chicago

$744,900
4 Beds 3 Baths 12593507 MLS CLOSED Status
Welcome to this beautifully updated 4-bedroom, 3-bath duplex-down in the heart of Uptown, offering the space and comfort of a single-family home with approximately 2,500 sq. ft. of living space. Step inside to soaring ceilings, crown molding, and abundant natural light throughout the main level. Newly refinished hardwood floors lead to a spacious living and dining area centered around one of two cozy fireplaces, creating a warm and inviting atmosphere. The updated kitchen features granite countertops, stainless steel appliances, and a large island-perfect for everyday living or entertaining. The king-size primary suite offers a true retreat with three custom closets and a spa-inspired ensuite bath featuring marble finishes, a jetted soaking tub, and a steam-shower cabin. The expansive lower level provides exceptional living space with floor-to-ceiling windows, a large family room with a second fireplace, and a bar center ideal for gatherings. A private front patio extends the living space outdoors. Additional highlights include: large private deck with gas line for grilling, garage parking plus additional exterior parking space, ample storage with 10+ closets, dedicated exterior storage room (approx. 4' x 14'), large laundry room, two mailboxes - ideal for home office or business use. This highly desirable duplex-down layout offers generous space, beautiful finishes, and an unbeatable location near the lake and transit. Enjoy living steps from Uptown's vibrant dining and entertainment scene, including performances at the iconic Aragon Ballroom and Riviera Theatre, and live jazz at the legendary Green Mill Lounge. Everyday conveniences like Target, JewelOsco, and ALDI are just blocks away.

5021 N Kenmore Avenue Unit #1N, Chicago

$1,569,000
12580198 MLS CLOSED Status
WONDERFUL CHANCE TO OWN A LIVE- IN INVESTMENT - SOUTH ANDERSONVILLE / UPTOWN YOU FIND THIS UNIQUE DESIGN 5 UNITS INVESTMENT BUILDING WITH A POSSIBLE 6TH UNIT/ OFFICE AREA ON A OVERSIZED 40X138 LOT WITH 3 REAR PARKING , 2CAR GARAGE WITH A CARPORT (SELLER USE FOR HIMSELF). SELLER HAS A PRIVATE TOWNHOME SYTLE FRONT GREYSTONE STYLE BUILDING WITH 3 FINISHED LEVELS (COMPLETELY GUTTED OUT 20 YEARS AGO - EVERYTHING REPLACED), SEPARATE FROM THE REAR 4 RENTAL UNITS. OR RENT FRONT UNIT FOR EXTRA INCOME. SELLER FRONT UNIT HAS 3 BDRMS, 2 FULL BATH AN OPEN 1ST FLOOR DESIGN WITH MAPLE FLOORS, HIGH CEILINGS, FIREPLACE, LIVING RM OPEN WITH DINING AREA (WALK OUT TO SIDE DECK). KITCHEN WITH GRANITE COUNTERS, THERMODOR RANGE AND HOOD, STAINLESS STEEL APPLIANCES, GORGEOUS MAPLE-OAK STAIR CASE TO 2ND FLOOR, 2 LARGE BEDRMS, FULL BATH WITH JACUZZI TUB , SEP SHOWER, DBL SINKS, AND SKYLIGHT, 2ND FL HALLWAY HAS ADDITIONAL SKYLIGHT. LOWER LEVEL SPACIOUS FAMILY RM, 3RD BDRM, FULL BATH AND PRIVATE LAUNDRY. CENTRAL AIR ON FRONT BUILDING. LOT OF SOUTH NATURAL LIGHTING.ALARM SYSTEM ON FRONT BUILDING. REAR BUILDING HAS 4 LEGAL UNITS, 2 - 2 BEDRMS & 2 - 1 BDRMS PLUS TENANTS HAVE EXTRA STORAGE ON PORCH (ALL 4 UNITS RENTED). NEW BOILER FOR REAR BUILDING.THERE A POSSIBLE 6TH UNIT/ OFFICE AREA WITH 2 OUTSIDE DOORS AND PLUMBING BUT NEEDS TO FINISH OUT. SHORT WALK TO RED LINE TRAIN, TRANSPORATION, RESTRAUANTS AND WONDERFUL ANDERSONVILLE PLUS BIKE RIDE TO THE LAKE FRONT. TENANTS = ELECTRIC & COOKING GAS. RENOVATED REARS UNIT COULD BRING HIGHER RENTS. SET OF COIN WASHTER AND DRYER FOR TENANTS. PLEASE NOTE TOTAL RENTS INCLUDES IF SELLER UNIT IS RENTED AND NO EXPENSE FOR SELLER UNIT ADDED TO EXPENSES.

1260 W Winnemac Avenue, Chicago

$840,000
3 Beds 3 Baths 12569592 MLS CLOSED Status
Spectacular extra-wide new construction in the heart of Andersonville. Set on a 35-foot-wide lot, this spectacular south-facing duplex-down offers a serene living experience on one of Andersonville's quietest streets while still being less than a three-minute walk from all of the shops, restaurants and vibrant energy of Clark & Foster. With your own private side entrance, enter this home to a dramatic, double-high atrium providing stair access to both the upper and lower levels. As you ascend to the main living space the width of this unit will blow your mind. Finally, a condo with a generously sized kitchen, a generously sized living room and a true, defined dining room! Not to mention a south-facing deck finished with 24" x 24" porcelain tile overlooking charming, tree-lined Winona. Features of this home include: 4-inch American white Oak hardwood floors, 8-foot solid core two-panel inset doors and 9-foot ceilings and custom closets throughout. Kitchens include a full Thermador appliance package, 1.25-inch quartz counters with waterfall-edge island, custom cabinets with soft-close hinges and drawers. A gas, ventless fireplace with beautiful surround is the focal point of the family room which also has a powder room and large coat closet. The lower level has 3 nicely sized bedrooms, custom closets throughout, a hall bath with hexagonal marble stone flooring, marble tub and shower surround and floating vanity with 1.25-inch quartz countertop. The primary bedroom captures tremendous southern light and primary bath features a floating vanity, double sinks, 12" x 24" stone floors, enormous walk-in shower with rain shower, hand-held, soap niche and bench. The unit also comes with a garage-top deck finished with 24" x 24" porcelain tiles. Garage parking included. Available for immediate delivery. Photos coming 2/19.

1304 W Winona Street Unit #1S, Chicago

$560,000
2 Beds 2 Baths 12572174 MLS CLOSED Status
***MULTIPLE OFFERS RECEIVED. HIGHEST AND BEST CALLED FOR BY MONDAY, FEBRUARY 23RD @ 12 NOON. NO ESCALATION CLAUSES OR LOVE LETTERS.*** Nestled on a one-way street in Uptown is this rarely offered end-unit townhome. Featuring 2-3BR's, 1.1BA's, and an attached 1 car garage, this lives more like a single family home, and offers 3 sides of light and exposure. Inside the main level features an open concept living/dining/kitchen space with newly refinished hardwood floors, new recessed lighting, plus a powder room on this level. The kitchen has ample cabinet storage, all newer appliances, and expansive counter space for entertaining, meal prep, and bar seating. The living room has two Juliet balconies to allow for beautiful sunsets and spring breezes to fill the space, and the kitchen leads to a balcony perfect for grilling. Upstairs are two generously sized bedrooms with brand new carpet and a full wall of closets in each room. The primary bedroom can easily accommodate a king size bedroom set, and the 2nd bedroom leads to a balcony space overlooking the backyard. Speaking of the backyard--YES, a full fenced-in BACKYARD!!! The ground level has in-unit laundry, and a bonus room that could be used as a rec room/3rd bedroom or office, and has sliding doors that lead to a custom designed "Catio" for those with four-legged friends who want to enjoy the outdoors. The backyard is beautifully landscaped with brick pavers, and is the perfect space to spend magical evenings dining al fresco, and space to start a garden. Of the five townhomes in the association, this one has the largest yard! Across the street is the Winthrop Family Community Garden, offering a beautiful landscape to gaze upon from the living room and primary bedroom, and rest assured with the peace of mind that it can never be built on! This pocket of Uptown offers convenience to dining and nightlife, with restaurants like Lucy's, Stan's Donuts, and plenty of excellent restaurant options on Wilson Avenue. Catch a jazz show at Green Mill Tavern, the Riviera, or Aragon Ballroom just two blocks to the north. Public transit is simple with the newly renovated CTA Wilson Red and Purple Line Stations around the corner, and plenty of bus options on Broadway and Lawrence Avenues, plus easy access to Lake Shore Drive via the Wilson on/off ramps. Enjoy summers at the beaches of Lake Michigan, or the Lakefront Trails, just at the end of Wilson Avenue!

4633 N Winthrop Avenue, Chicago

$770,000
3 Beds 3 Baths 12562722 MLS CLOSED Status
Exquisite 3-bedroom, 3-bath duplex-down residence in the heart of Uptown with a rare private two-car garage. This expansive unit lives like a single-family home and showcases inlaid hardwood floors, crown molding throughout, two fireplaces, and soaring ceilings on both levels. Exceptional natural light fills the space with desirable north, west, and east exposures. The main level is designed for everyday living and effortless entertaining, with generous living and dining areas that flow seamlessly into the thoughtfully designed chef's kitchen which features rich cherry cabinetry, granite countertops, brand new premium stainless-steel appliances, and an expansive island. The serene, main level primary suite easily accommodates a king-size bed and offers a newly renovated spa-inspired ensuite bath with luxurious marble finishes, a whirlpool soaking tub, and a custom new separate glass-enclosed shower. A second bedroom, newly updated full bath, and private deck complete the main level. The lower level provides an ideal extension of the home with a spacious family room with wet bar and wine cooler, large third bedroom, recently updated full bath, laundry room, discreet under-stairs storage, private storage room, and outdoor access. Set on a quiet, tree-lined stretch of Winthrop Avenue, this home is just steps from the brand new Argyle Red Line Station, providing modern, accessible transit and quick access downtown and across the city. Enjoy easy walks to Foster Beach, Margate Park, and the lakefront trail as well as nearby dining, shopping, and entertainment in Uptown and Andersonville.

4933 N Winthrop Avenue Unit #1N, Chicago

$1,425,000
3 Beds 4 Baths 12543415 MLS CLOSED Status
Meticulously maintained and built in 2008, this stunning Andersonville residence blends luxury, space, and an unbeatable location. Inside, you'll find walnut floors throughout, a chef's kitchen with rich walnut cabinetry, stainless steel appliances, honed granite countertops, a spacious island, and an oversized walk-in pantry-perfect for entertaining or everyday living. The sun-drenched interior features soaring ceilings and oversized windows on every level. The second floor offers three generously sized bedrooms, including a luxurious primary suite with a spa-like marble bath featuring a steam shower, rain shower head, whirlpool tub, and custom-built closets. A second-floor laundry room adds everyday convenience. The lower level expands your living space with an additional bedroom and full bath featuring double sinks and a tub-ideal for guests or extended family. There's also a spacious bonus room complete with a dry bar and beverage center, plus radiant heated floors and a second laundry area. Modern comforts abound: dual-zoned HVAC, gas fireplace, surround sound wiring, and recent updates including new roof, tuckpointing, and parapet (2024), chimney recapped and sealed (2024), and newer furnaces (2023). Outdoor living is just as impressive with a private roof deck featuring composite decking, a landscaped backyard with newer paver patio, and an attached 2-car garage with a radiant heated driveway. All of this in a prime Andersonville location, just half a block from Clark Street's vibrant shops and restaurants, close to the CTA, El, Metra, Mariano's, parks, and only 3/4 mile to the lake.

1433 W Winnemac Avenue, Chicago

$535,000
3 Beds 2 Baths 12528756 MLS CLOSED Status
Beautiful 2,000 sq ft 3BR/2BA condo plus a sunny tree-top office, featuring an interior transom window over French doors, perfectly situated on a quiet one-way street. This spacious home offers a high-end eat-in kitchen, large open dining room, an oversized primary bedroom and bath, in-unit laundry room, walk-in pantry, and garage parking and a storage rm in basement. The recently renovated kitchen includes stainless steel appliances, white shaker cabinets, quartzite countertops, and abundant workspace. The inviting living room features a marble-surround gas fireplace and huge windows overlooking the tree-lined street. All bedrooms are generously sized with excellent closet space. The primary suite offers a spa-like retreat with double sinks and a jetted tub. Beautiful flooring runs throughout, with plank-style porcelain tile in the bathrooms. Enjoy a rear outdoor common area perfect for grilling. Interior Updates Kitchen: new counters, sink, and backsplash (2022); new garbage disposal (2024); kitchen floors and painted cabinets (2020) Mechanical: new furnace (2024), new AC condenser (2022), new hot water heater (2020) Primary bath: updated plumbing including new toilet and sinks (2022) Building Updates & Financials $20,000 in reserves No special assessments Common area improvements: new iron back gate (spring 2025), front stairwell painted (spring 2025), garage painted (2024) Exterior: back/side tuckpointing (2021); front tuckpointing, full lintel replacement, and spot tuckpointing (spring 2023) Prime Location Close proximity to public transit, shopping, dining, parks, and the lakefront. Steps from the 151 bus, Jewel, and a fitness center. * 2 blocks to the 148 Express bus (N. Michigan Ave.) * 2 blocks to Montrose Beach and Lakefront Trail, Target, the harbor, dog park * 3 blocks to the Red Line, Aldi, and restaurants * Less than a mile to Wrigley Field, golf, fishing, skate park, library & more

945 W Agatite Avenue Unit #2, Chicago

$925,000
3 Beds 2 Baths 12456028 MLS CLOSED Status
Stunning Andersonville Penthouse with Private Rooftop Oasis. Live above it all in this incredible 3-bedroom, 2-bath Andersonville Penthouse, where luxury, design, and location come together seamlessly. Set atop a reimagined historic greystone, this one-of-a-kind home features a showstopping 1,200 SF private rooftop deck-custom-built for entertaining and relaxation. Just steps from Andersonville's vibrant shops, dining, and nightlife, this third-floor residence offers three private outdoor spaces: a spacious front balcony, a rear terrace, and the ultimate rooftop retreat. Your rooftop paradise is outfitted with a hot tub, pergola, two-sided gas fireplace, radiant heater, outdoor kitchen with built-in grill and beer taps, refrigerator, TV mount, and lush landscaped planters-all accessible via interior stairs for seamless indoor-outdoor living. Inside, the home boasts an open-concept island kitchen with rich cabinetry, quartz counters, custom backsplash, and top-tier appliances including Sub-Zero fridge, Blue Star range, Bosch dishwasher, and a beverage center. Thoughtful touches like oak floors, crown molding, integrated speakers. The king-sized primary suite is a spa-inspired sanctuary with a stone bath, oversized steam shower with body sprays, double vanity, and radiant heat flooring. Two additional spacious bedrooms and a beautifully appointed second bath with a jetted tub complete the layout. Additional perks include in-unit laundry, garage parking plus tandem exterior space, and extra storage. Truly a rare find in one of Chicago's most sought-after neighborhoods.

1457 W Carmen Avenue Unit #3W, Chicago

$535,000
2 Beds 2 Baths 12461855 MLS CLOSED Status
Custom-designed and truly one of a kind, this expansive 2 bed, 2 bath loft in the sought-after Gunnison Street Lofts was completely built out for the owner with no detail overlooked. Originally a 3-bedroom layout, it was reconfigured into a spacious 2-bedroom to maximize living and entertaining space while showcasing custom millwork and luxury finishes throughout. Soaring 17-foot ceilings and floor-to-ceiling windows flood the space with natural light. Bamboo hardwood flooring runs throughout the open-concept living and dining area, which is an entertainer's dream with integrated A/V, custom lighting, and direct access to a private outdoor deck. The chef's kitchen stands out with a rare dual-island layout, honed granite countertops, Sub-Zero refrigerator, Bosch and Dacor appliances, back-painted glass backsplash, custom cabinetry, and a dry bar with wine fridge and glass display. The king-sized primary suite features a spa-caliber bath with heated slate floors, a walk-in steam shower with rain head and bench, dual glass vessel vanities, and custom tilework. The second bedroom is designed with floor-to-ceiling custom millwork, built-in desk, and a queen-sized Murphy bed, perfect for flexible use as an office or guest space. Additional highlights include 14-foot motorized window treatments, surround sound speakers, oversized solid core doors, built-ins, recessed lighting, professionally organized closets, and a dedicated laundry room with storage and newer in-unit washer and dryer. One heated garage parking space and private storage are included. Set in an intimate 22-unit elevator building with a classic brick and terra cotta facade, just steps from the new Lawrence Red Line stop, the lakefront, parks, restaurants, entertainment, and everything Uptown has to offer!

1215 W Gunnison Street Unit #205, Chicago

$565,000
3 Beds 2 Baths 12460830 MLS CLOSED Status
Welcome to 4932 N Kenmore Ave Unit 2N, a 3 bedroom, 2 bathroom condo in a newer building. Built in 2023, this stunning condo features an open floor-plan with an extra-wide living and dining area-perfect for entertaining or relaxing in style. From the living room step outside onto the front balcony, which spans the entire width of the unit and features durable composite decking with peaceful treetop views-your own private escape in the city. Back inside, the chef's kitchen boasts custom cabinetry with updated pull-out shelving, quartz countertops, and a spacious breakfast bar ideal for casual dining. The king-sized primary suite offers a serene retreat with a walk-in closet, custom remote-controlled blackout blinds, and an ensuite bath featuring double sinks. The generously sized second and third bedrooms each include custom closet organizers for efficient storage. Other updates include new paint throughout the condo in 2025, custom remote Hunter-Douglas blinds in the living and dining rooms, and a designer fan installed in the master bedroom. One garage parking space is included. This is a rare opportunity to own a beautifully appointed home in a prime Uptown location. Just steps from the Argyle Red Line, the 36 Broadway bus, and beloved local favorites like Tank Noodle, Sun Wah BBQ, and First Sip Cafe, this condo offers both comfort and unbeatable Uptown convenience. Come Home!

4932 N Kenmore Avenue Unit #2N, Chicago

$635,000
3 Beds 2 Baths 12371380 MLS CLOSED Status
Welcome to your dream home-modern luxury meets timeless design in this impeccably crafted/designed 3 bed, 2 bath residence. Built in 2024 by the renowned Vari Architects Group, this high second-floor unit offers a refined living experience with elegant finishes, thoughtfully designed spaces, and sophisticated style from the moment you step inside. Enjoy a spacious layout with a 17' x 7' front terrace that offers composite decking, gas and electric hookups, and built-in lighting plus an additional private rooftop deck space above the garage-perfect for relaxing or entertaining. This gated and full-masonry building (no split-face block) stands out with clean, contemporary architecture . Inside, you'll find wide 5" plank engineered hardwood floors, 7' solid-core doors, recessed LED lighting and expansive European-style windows flood the home with natural light. The chef's kitchen is a true showpiece, featuring custom flat-panel European cabinetry, an oversized quartz island, high end SS appliances, under-cabinet lighting, an integrated small appliance garage complete with internal electrical outlets, a custom pantry, and a stylish dry bar with built-in shelving and a beverage fridge. Both bathrooms are elegantly appointed with quartz countertops, porcelain tile, and polished chrome fixtures. The luxurious primary bath also includes a NuHeat radiant heated floor system with programmable thermostat. Oversized garage parking spot with bike rack included in price! Located on a peaceful tree-lined street just one block from the El station, this home is steps from Andersonville's beloved shops, bakeries, and restaurants, and just a short walk to the lakefront, dog beach, and Puptown Dog Park for your furry friends. Notable upgrades include: * A custom-built Murphy bed with integrated desk in the second bedroom by Closet Factory ($15,000 cost/value with a lifetime warranty), creating a versatile guest room/home office combo. * High-end, custom light filtering window treatments from Ashland Blinds (over $5000 cost/value). Don't miss this rare opportunity to own a modern, thoughtfully upgraded home in one of Chicago's most vibrant neighborhoods.

4906 N Kenmore Avenue Unit #2S, Chicago

$650,000
3 Beds 3 Baths 12357934 MLS CLOSED Status
OFFERS IN! HIGHEST AND BEST 5/11 12PM! Extra-wide, sun-soaked 2,300+ sq. ft. duplex-down nestled on a leafy street in Sheridan Park. With southwest exposure flooding the space with light through bay windows and a layout that lives like a single-family home, this 3-bedroom, 2.5-bath beauty offers room to stretch out and settle in. As you enter, you're greeted by a stunning dining and living room, where brand new oak floors flow seamlessly through the space. The living room features a fully functional wood-burning fireplace (yes, the real deal!) framed by a sleek new surround-perfect for cozy evenings or an impromptu wine night. The updated eat-in kitchen is equipped with all the right upgrades: a new fridge, newer dishwasher, and extra recessed lighting to elevate your culinary experience. Step outside to your private deck and enjoy morning coffee or warm summer dinners under the stars. For added convenience, a half bath is located off the kitchen. The primary suite, located on the upper level, serves as a true retreat with two custom-organized closets, an ensuite bath, and plenty of room to unwind. The lower level offers a space featuring a large family room, a laundry room with side-by-side washer/dryer, and ample storage. Two additional bedrooms are ideal for home offices or guest suites, plus a full bath completes this level. Practical updates throughout include a smart thermostat, smart security, an upgraded electrical panel, and whole-home surge protection. With garage parking and private storage, this home truly delivers both style and substance. And let's not forget the location-just a short stroll to the lakefront, parks, and public transit. City living, elevated.

4741 N Kenmore Avenue Unit #1S, Chicago

$660,000
4 Beds 3 Baths 12331953 MLS CLOSED Status
This 4BR, 3BTH duplex down has a fantastic layout, and with approximately 2600 ft.2 of living space, it's as large as many single family homes in the area, but with lower property taxes. It also sits in a superior location at the nexus of three of Chicago's most vibrant neighborhoods including the Arglye shopping and restaurant district in Uptown, Edgewater Beach and Andersonville. Just 2.5 blocks from the Red Line "L" and only 3 blocks from Margate Park and the lakefront and with a plethora of grocery stores and restaurants all right outside your door, it simply doesn't get better than this. This home has an open concept design with a very large kitchen that offers tons of counter space and storage, including a separate pantry, as well as all stainless appliances, and a peninsula with room for bar stool seating. Great room adjacent to the kitchen could be used as a living room or dining room. There's also a huge family room in the lower level with nicely appointed wet-bar, perfect for entertaining. A spacious 3rd bedroom with walk-in closet, a full bath, laundry room with side by side laundry and a large 5 by 11 ft storage room finish out the lower level. The 4th bedroom is on the main floor close to the kitchen and has French Doors to be flexibly used as a dining room, office or bedroom. Primary bedroom suite has double sinks, a large steam shower with body sprays and overhead shower head, a makeup vanity for additional space and storage, a walk-in closet and a private balcony overlooking a small private patio area. The building also has a common roof deck with exceptional views and outdoor furniture for all to enjoy. All this in a well cared, full brick building with a great association. Garage parking spot is included in the price.

5018 N Kenmore Avenue Unit #1N, Chicago

$850,000
3 Beds 3 Baths 12048129 MLS CLOSED Status
Wow. Welcome to The Renslow, a boutique, all masonry, elevator building located in the heart of Andersonville. Stunning customized home, new 2021, with beautiful finishes throughout. 3 generously sized bedrooms, 2 full baths, 1 half bath, 2 outdoor spaces, including private roof deck plus assigned parking in a heated garage, all included in the price. Sunny with an open concept floor plan, perfect for living, working and entertaining. Kitchen opens to sun filled living/dining area. Showcase cook's kitchen with a Wolf 36" cooktop and 36" hood, KitchenAid double wall ovens, JennAir French door refrigerator, upgraded beverage refrigerator, two-tone cabinets, waterfall island, porcelain tile backsplash and custom open shelving. Living room features a ventless gas fireplace with surrounding Venetian plaster. East facing outdoor space immediately off the kitchen. Primary suite is large enough to fit a king sized bed and features large organized closet. The full bath features heated floors, oversized steam shower with rainfall head, hand sprayer and body sprayers, dual vanity as well as marble basketweave tile. The guest bath features 12x24 marble flooring. Custom electric blinds in primary and second bedrooms. Beautiful white oak hardwood floors throughout the home. Picture frame molding in primary bedroom, living room, and hallway. Surround sound installed in the unit. Full sized in-unit washer and dryer. Central heat and air plus AprilAire Whole-House humidifier. Organized closets throughout. Designated larger roof Trex deck with gorgeous city/neighborhood views features water, natural gas and electric, as well as gigabit speed WiFi, wonderful for additional entertainment space. Generously sized additional private storage (est 10'x'8'x15') located on the building main level. Pet friendly building. 100% owner occupied. Everything Andersonville has to offer located immediately outside your door. Hurry, this wonderful home won't last.

5015 N Clark Street Unit #305, Chicago

$484,900
3 Beds 2 Baths 12037310 MLS CLOSED Status
This 3 Bed/2 Bath Penthouse is Charming, Functional, and gives you an opportunity to Experience Chicago's Early Twentieth Century Architecture in Modern Style. The Floor Plan is ideal for working from home, allowing separation and privacy. Bright and Spacious Living Room with Exposed Brick, Fireplace and Built-In Cabinetry is Perfect for Entertaining Guests. The Penthouse comes with the privilege of greater privacy-during the warmer months the living room and solarium are surrounded by the green canopy of the trees, and in the winter the sunroom fills with natural light. Granite Countertops and Tile Backsplash are the highlights of this Gorgeous Kitchen, the right size for game day feasts or dinner with the whole family. Huge Bedrooms that can easily double as an Office Space, with a Master Bath hiding a Steam Shower, Double Vanities and Detailed Tile Work. Back Deck with Lots of Light Exposure and Fantastic View allows you to take in the best of Chicago weather. This unit also includes a Private, Enclosed Parking Garage that can also be used for storage. So many of the desirable amenities Chicago has to offer are at your doorstep. Located in the thriving Uptown/Andersonville entertainment district there is also easy access to Foster and Montrose Beach, Montrose Harbor, the Montrose Dog Beach as well as multiple Dog Parks; Lincoln Park, numerous Gyms and Recreational Facilities, and an excellent starting point for long walks along the lake. Steps away from the Argyle Redline Stop which is in an advanced phase of modernization yielding a smoother ride and quieter train passage. This modernization project coupled with excellent city planning on Argyle has established the Uptown neighborhood as an attractive dining/entertainment destination for the city.

4912 N Winthrop Avenue Unit #4N, Chicago

$505,000
3 Beds 2 Baths 12036932 MLS CLOSED Status
Recently renovated top-floor unit on the 3rd level boasts 3 bedrooms, 2 bathrooms w/ tub showers, and garage parking! The kitchen has undergone a complete modernization, featuring stainless steel appliances and an open layout connecting seamlessly to a spacious family room. Both bathrooms have received tasteful updates, and the in-unit washer/dryer adds convenience. Enjoy contemporary amenities such as a Nest thermostat and Elfa shelf closets. Step outside onto your private back porch through the new sliding glass door, or unwind in the afternoon sun on the south-facing front balcony. Conveniently situated within walking distance of public transportation, shopping, restaurants, Montrose Beach, and Margate Park, the unit also includes one parking space within a shared 2-car garage. There is also sizable shared storage space in the common areas in the basement, plus one designated private storage locker. The building has a free-weight gym with treadmill & stationary bike exercise equipment. Will you be taking the train? Wilson and Argyle Train Stops have recently been renovated! Key renovations and upgrades include a kitchen remodel in 2018 with updated electrical, new appliances, cabinets, and countertops, new windows installed in the living room in 2019, and in the primary bedroom and hall bathroom in 2020 with privacy and safety features. The furnace and A/C were both replaced in 2020 with warranties, new sliding glass door was also installed in 2021. Further enhancements in 2023 included the replacement of bath/shower fixtures in the primary and second bathrooms. Gas Fireplace (as-is).

900 W Lakeside Place Unit #6, Chicago

$821,000
3 Beds 2 Baths 12014143 MLS CLOSED Status
This luxurious 3-bedroom, 2-bathroom extra wide simplex offers an unparalleled living experience on an oversized 40' Chicago lot with garage parking included and located in the heart of the highly coveted Andersonville neighborhood. This unique home is 30' wide boasting 2050 square feet of meticulously designed sophisticated space which is a haven for entertainers and families alike. Upon entry, you're greeted by a spacious living room featuring a custom-built media console and cabinetry framing a gas fireplace with a stone surround, complemented by an abundance of natural light pouring in through large windows. The adjacent dining area, complete with a custom chandelier, seamlessly flows into the modern chef's kitchen, outfitted with 42-inch soft-close custom cabinets, quartz countertops, and high-end stainless steel Thermador appliances including a 6-burner range. A sprawling 9-foot waterfall edge quartz island with a breakfast bar, wine refrigerator, and a separate table area/lounge offer the perfect space for gatherings with access to the expansive private covered deck. Retreat to the extra-large primary suite, featuring a custom-organized closet and an ensuite spa bathroom with a double vanity, heated floors and a luxurious walk-in steam shower. Two additional generously sized bedrooms with great closet space, an adjacent hall full bathroom with a soaking tub, and a laundry room with built-in cabinetry and counter space complete the layout. Additional highlights include white oak wide planked hardwood floors throughout, 9-foot ceilings, custom window treatments and lighting, built-in speakers, and access to a shared garage rooftop deck. Close to entertainment, restaurants, shopping, and public transit, this exquisite residence epitomizes modern urban living at its finest.

1229 W Carmen Avenue Unit #2, Chicago

$640,000
3 Beds 3 Baths 11992683 MLS CLOSED Status
60% sold!! Warrantable Financing with as little as 5% down. *Announcing seven exceptional, new construction condominiums in the exciting, rapidly-emerging East Andersonville/Uptown locale! Smart functional layouts that appeal to today's lifestyles! Unit 1S is a spacious duplex-down with front terrace and garage roof deck space! Kitchen features a large walk-in pantry closet plus a pantry tower! We also offer several different floorplans; from 3 bedroom/2 bath simplexes, 3 bedroom/2.5 bath duplex homes and one 4 bedroom/2.5 bath duplex with an atypical, extra-wide unexpected design! You'll enjoy expansive outdoor spaces, via front-facing terraces, large decks and Penthouses that feature the highly-coveted private roof decks accessible directly from interior stairs! Each residence is appointed with premium Designer-selected finishes! Stately building stands tall on a gorgeous one-way, tree-lined street! Stroll up the block to the quaint, cobble-stone lined Argyle Street to enjoy neighborhood favorites like the highly acclaimed Milly's Pizza or First Sip Cafe or enjoy true flavors of authentic ethnic cuisine! All the major retailers such as Mariano's, Whole Foods and Target ultra-conveniently nearby! A few blocks east is the most beautiful strip of lakefront beaches, parks biking and miles of jogging and biking paths! A short trip to the ultra-popular Andersonville strip! Grab the L or take the newly-resurfaced DuSable LSD straight downtown! Come take a look, fall in love and pick your home! Delivering soon! Photos are of 1N staged unit

4932 N Kenmore Avenue Unit #1S, Chicago

$684,000
3 Beds 3 Baths 11990859 MLS CLOSED Status
60% sold! Financing with as little as 5% down. Announcing seven exceptional, new construction condominiums in the exciting, rapidly-emerging East Andersonville/Uptown locale! Smart functional layouts that appeal to today's lifestyles! Unit 1W is an extra-wide, 3+/4 bedroom with very unique floorplan that runs wide instead of long! Features large deck off living room plus garage roofdeck space! We also offer several different floorplans; from 3 bedroom/2 bath simplexes, 3 bedroom/2.5 bath duplex homes and one 4 bedroom/2.5 bath duplex with an atypical, extra-wide unexpected design! You'll enjoy expansive outdoor spaces, via front-facing terraces, large decks and Penthouses that feature the highly-coveted private roofdecks accessible directly from interior stairs! Each residence is appointed with premium finishes. Stately building stands tall on a gorgeous one-way, tree-lined street! Stroll up the block to the quaint, cobble-stone lined Argyle Street to enjoy neighborhood favorites like the highly acclaimed Milly's Pizza or First Sip Cafe or enjoy true flavors of authentic ethnic cuisine! All the major retailers such as Mariano's, Whole Foods and Target ultra-conveniently nearby! A few blocks east is the most beautiful strip of lakefront beaches, parks biking and miles of jogging and biking paths! A short trip to the ultra-popular Andersonville strip! Grab the L or take the newly-resurfaced DuSable LSD straight downtown! Come take a look, fall in love and pick your home! Delivering soon! Photos are of staged unit 3N

4932 N Kenmore Avenue Unit #1W, Chicago

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Uptown, Chicago IL · Curated MLS Search

Homes with Multi-Car Garage in Uptown, Chicago IL

An editorially curated view of every active homes with multi-car garage listing in Uptown, Chicago IL. Updated in real time from the local MLS, presented without the noise.

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