Chi - Uptown Real Estate

Chi - Uptown Real Estate

Welcome to Uptown, a vibrant neighborhood located in the heart of Chicago, Illinois. Situated in Cook County, Uptown is a diverse and dynamic community that offers residents a unique blend of urban convenience and historic charm.

Known for its rich cultural heritage, Uptown is home to a variety of entertainment options, including theaters, music venues, and art galleries. Residents can enjoy a night out at the iconic Green Mill Jazz Club or catch a show at the historic Aragon Ballroom.

In addition to its cultural attractions, Uptown boasts a bustling dining scene, with a wide range of restaurants offering everything from international cuisine to classic comfort food. Whether you're in the mood for a gourmet meal or a quick bite to eat, you'll find plenty of options to satisfy your cravings.

For outdoor enthusiasts, Uptown offers easy access to beautiful parks and green spaces, including the scenic Montrose Beach and the sprawling Lincoln Park. Whether you're looking to take a leisurely stroll, go for a bike ride, or simply relax and enjoy the sunshine, there are plenty of opportunities to get outside and enjoy nature in Uptown.

With its convenient location, diverse community, and abundance of amenities, Uptown is a fantastic place to call home. Whether you're a young professional, a growing family, or a retiree looking to enjoy all that city living has to offer, Uptown has something for everyone. Come explore all that this vibrant neighborhood has to offer and discover why Uptown is one of Chicago's most exciting and desirable places to live.

Newest Listings in Chi - Uptown

$499,000
3 Beds ⋅ 2 Baths ⋅ 12758263 MLS ⋅ NEW Status ⋅ Imperial Towers BLDG.
Enjoy views for days at this Imperial Tower penthouse 3 Bed/ 2 Bath corner unit flooded with light and fresh air from the 28th floor in Buena Park! This is one of only a select few three bedroom units in the building that rarely come up for resale. Large open concept living/dining area with wood flooring throughout which is perfect for entertaining. The chef's kitchen has stainless steel appliances, extensive cabinetry, and an oversized island. Spacious primary bedroom suite has a western view perfect for catching sunset views along with French doors opening up to the ensuite bath featuring full sized jacuzzi tub. The second and third bedrooms are very spacious with ample storage. All bedrooms have custom closets. Private balcony with views of Montrose harbor and Lake Michigan. Full amenity, pet friendly building featuring a 24 hour door staff, community room, fitness center, convenience store, pool with sundeck/grills, & dry cleaners. Self park or tandem parking options available in the garage for a monthly fee. Right out your door to express bus service to downtown and easy access to Lake Shore Drive. Walk to everything nearby including the Lakefront trail, Montrose Harbor, Wrigley Field, and great local restaurants.

4250 N Marine Drive Unit #2815, Chicago
$425,000
2 Beds ⋅ 1 Baths ⋅ 12756849 MLS ⋅ NEW Status
Steps from Margate Park and Puptown dog park, with Montrose Beach nearby, this bright two-bedroom, one-bath condo offers approximately 1,250 square feet on the second floor of a six-unit brick building on tree-lined Gunnison Street. Southern and eastern light, hardwood floors, and custom woodwork complement a spacious living room with a wood-burning fireplace and built-in shelving. A separate formal dining room and an exposed-brick sunroom with wraparound windows offer space to entertain, unwind, or work from home. The updated eat-in kitchen features quartz countertops, light cabinetry with a warm, subtle tone and brass hardware, stainless steel appliances installed in 2021, breakfast-bar seating, and a large pantry. The primary bedroom includes extensive built-in closet storage. Central air conditioning, basement storage, free shared laundry, and a shared backyard with a table and grill complete the home. Mariano's, Target, Planet Fitness, neighborhood dining, the Lawrence Red Line station, and the nearby 146 express bus keep recreation and everyday essentials within easy reach-and the Aragon Ballroom and the Green Mill, two of Uptown's most iconic entertainment venues, are just a short stroll away.

832 W Gunnison Street Unit #2S, Chicago
$300,000
2 Beds ⋅ 2 Baths ⋅ 12756212 MLS ⋅ NEW Status
Stunning south-facing 2-bedroom, 1.5-bath duplex with unobstructed park views, incredible natural light, and PARKING INCLUDED, all just one block from the lake. This bright and spacious Lakeview home offers the perfect combination of location, layout, and views. The main level features a generously sized kitchen with a large island that flows seamlessly into the open living and dining areas, plus a Juliet balcony with beautiful park views. A large powder room adds convenience to the main living level. Upstairs, two spacious and private bedrooms and a full bath provide ideal separation from the entertaining space below. With its sunny southern exposure, fantastic views, included parking, and unbeatable location steps from the lakefront, parks, dining, shopping, and everything Lakeview has to offer, this one checks all the boxes!

711 W Gordon Terrace Unit #310, Chicago
$325,000
1 Beds ⋅ 1 Baths ⋅ 12755343 MLS ⋅ NEW Status
Located in the heart of Andersonville, this oversized one bedroom condo blends character, thoughtful updates, and an incredibly walkable location. Inside, high ceilings and large windows create a bright, open feel, while exposed brick, Australian Cypress hardwood floors, crown molding, wainscoting, and an electric fireplace add warmth and personality. The updated kitchen features cherry cabinetry, granite counter tops, stainless steel appliances, a bead board ceiling, and a generous breakfast bar perfect for everyday dining or entertaining. The spacious bedroom offers customized closets along with added soundproofing for extra privacy, while the bath features a rain shower, custom lighting, and a distinctive tin ceiling. In-unit laundry, excellent closet space, additional basement storage, and a large rear deck round out the home. All of this just moments from Andersonville's incredible restaurants, shops, cafes, Metra, and the Red Line.

5137 N Ashland Avenue Unit #2, Chicago
$1,975,000
6 Beds ⋅ 5 Baths ⋅ 12756287 MLS ⋅ NEW Status
New construction in sought-after Ravenswood neighborhood, this exceptional 6-bedroom, 4.5-bath residence sits on an oversized 165-foot-deep lot, offering a level of space that is increasingly rare in today's market. Set on a picturesque tree-lined street with convenient transit access, acclaimed dining, and neighborhood parks nearby, the home delivers both luxury and everyday convenience in one of Chicago's most desirable neighborhoods. The main level is centered around a gourmet kitchen with custom cabinetry, premium appliances, and a large island designed for both daily living and effortless entertaining. Upstairs, the primary suite serves as a private retreat, featuring a spa-inspired bath with a soaking tub, heated floors, and a steam shower. Three additional bedrooms and two full baths provide ample flexibility for family, guests, or work-from-home needs, while a conveniently located second-floor laundry room adds to the home's thoughtful design. The fully finished 1,500-square-foot lower level offers exceptional versatility, with ample space for a recreation room, home gym, media lounge, guest suite, or all of the above. Outdoor living is equally impressive. Just off the main level, a covered back deck offers the opportunity to create a comfortable three-season room, extending enjoyment well beyond the summer months. The expansive backyard provides plenty of room for pets, play, gardening, or large gatherings. Crowning the home is a fully built-out rooftop deck, creating a spectacular setting for outdoor entertaining and taking in skyline views.

4844 N Hermitage Avenue, Chicago
$279,000
1 Beds ⋅ 1 Baths ⋅ 12751246 MLS ⋅ NEW Status
This residence offers the perfect combination of space, views, amenities, and a highly desirable lakefront lifestyle. This generously sized unit features hardwood flooring throughout and a beautifully updated kitchen with 42-inch cabinetry, granite countertops, a dishwasher, pantry, French-door refrigerator with in-door water dispenser, GE Profile electric range, and a beverage refrigerator. The oversized bedroom easily accommodates a king-size bed and offers excellent closet space. The updated bathroom features a walk-in shower with new tile, fixtures, and spray system (no tub). Additional highlights include abundant storage and high-end window treatments throughout. Imperial Towers offers an impressive array of amenities and recent building improvements, including: Updated party room with full kitchen, dining tables, and flexible gathering space Expansive sundeck with grills and outdoor dining areas Olympic-size outdoor pool (seasonal), Fitness Center, Remodeled lobbies and hallways, New elevators (8), 24-hour door staff, Two large laundry facilities (one in each building), on-site Go Grocer and dry cleaners, Package receiving room, on-site management, engineering, and maintenance staff. Enjoy easy access to the lakefront through the Montrose viaduct, connecting you to miles of walking, jogging, and biking trails, boat harbor, golf course, tennis courts, and abundant green space.

4250 N Marine Drive Unit #2731, Chicago
$840,000
3 Beds ⋅ 3 Baths ⋅ 12735943 MLS ⋅ NEW Status
From the moment you walk through the front door and into the sun-filled living room, you'll quickly understand why so many people love this neighborhood. Historic Sheridan Park is close to everything, yet set back enough to enjoy a sense of serenity and quiet, this home offers a wonderful balance of city living and neighborhood charm. The spacious living room opens through beautiful pocket double doors to the first bedroom, currently being used as a den. Down the hall, the generous primary suite provides a comfortable and private retreat, while the third bedroom offers another quiet, calming space. The large dining room and kitchen flow seamlessly to the back deck, creating an ideal setting for effortless entertaining, relaxing outdoors, and enjoying the convenience of garage parking. The lower level offers an incredible amount of additional living and entertaining space, complete with a kitchenette, full bathroom, abundant storage, and flexible areas for crafts, a home gym, dedicated office, playroom, or whatever your imagination brings to the table. All of this in a well-run building with a well-managed association, in one of Chicago's most desirable neighborhoods. Come see for yourself why Sheridan Park is such a special place to call home.

4421 N Beacon Street Unit #1S, Chicago
$280,000
1 Beds ⋅ 1 Baths ⋅ 12744048 MLS ⋅ NEW Status
Updated and move-in ready! Enjoy stunning downtown, lake, and unobstructed city views from this high-floor unit. The open floor plan offers comfortable living and entertaining space, featuring a modern kitchen with ceiling-height cabinetry, quartz countertops, tile backsplash, French-door refrigerator, microwave, and engineered wide-plank wood flooring throughout. Expansive windows, window treatments, and a spacious bedroom with a full wall of closets and shelving complete the home. This full-amenity building offers on-site management and maintenance, 24-hour security, door staff, a fitness center, Olympic-size outdoor pool, expansive sundeck, picnic and grilling areas, community garden, remodeled party room, guest suites, dry cleaning services, laundry facilities, and an on-site grocery store with coffee shop. Ideally located near restaurants, shopping, the lakefront, golf, tennis, and public transportation, with excellent walkability. Rentals are permitted, though the building is currently at its rental cap.

4250 N Marine Drive Unit #2210, Chicago
$750,000
4 Beds ⋅ 3 Baths ⋅ 12755909 MLS ⋅ NEW Status
Welcome to this warm and spacious 5-bedroom, 3-bath home in the heart of Andersonville, offered for the first time in four decades. From the moment you step inside, soaring high ceilings and a gracious living room/dining room combo set the tone for comfortable everyday living. The eat-in kitchen features Stainless Steel Appliances NEW in 2020, oversized windows that bathe the space in natural light while framing views of the manicured backyard. The main level offers two bedrooms and a full bath, while upstairs you'll find two additional generously sized bedrooms, another full bath, and attic access. Thoughtfully maintained over the years with Electric updated in 2016, a tear-off roof in 2022, Washer and Dryer New in 2020. HVAC motor replaced in 2025. The basement adds incredible versatility with an "in-law" apartment - complete with a kitchenette, full bathroom, and a nicely sized bedroom bringing the total to 5 bedrooms and 3 full baths. (Legal status of the basement apartment cannot be verified.) This property has never had water intrusion in the basement. Detached 2 Car garage off alley. Prime Andersonville Location, The Waldorf School - just a block away. Chappell Elementary and Award-winning Amundsen High School - nearby. Andersonville's renowned shopping and dining district - moments from your door The Wednesday Farmer's Market and countless beloved local businesses and eateries. A very livable house with updates needed. Take your time living in it while you update. 5 total bedrooms and 3 bathrooms. Yard and 2 car garage. Wonderful schools like the highly rated Amundsen, Chappell, Waldorf school. Clark street shops and restaurants. Come and be a part of an amazing community and neighborhood (Andersonville) that ranked the coolest in the U.S. and the second-coolest in the world by Time Out!! Being sold strictly AS IS.

1721 W Foster Avenue, Chicago
$235,000
1 Beds ⋅ 1 Baths ⋅ 12733203 MLS ⋅ NEW Status
Beautifully maintained 1 bed, 1 bath in prime Buena Park with in unit laundry! When you step inside the unit, you are immediately greeted by the perfect entryway catch all for coats, shoes, and everyday needs. Kitchen features newer stainless steel appliances and ample storage. The open floor plan makes the living room the perfect place to unwind and entertain. The bedroom is so spacious, with a large walk in closet and ample room for a king sized bed. Bathroom features new hardware and a spacious vanity making it the perfect place to relax + refresh. The home has been thoughtfully updated with a new hot water heater (2023), new washer and dryer (2023), all new lighting fixtures, doorknobs, and cabinet pulls, plus an upgraded entryway featuring hardwood flooring on the stairs and a refreshed entryway with tile. A private storage unit is also included in the price.The building features a gated entrance with ButterflyMX smart intercom and access control system, along with a lovely common patio and shared yard. Recent building improvements include tuck pointing, masonry and lintel repairs, window pane repairs or replacement, caulking, and landscape repairs and upgrades. Enjoy convenient access to Wrigley Field, CTA bus routes, and the Red Line, with street parking available and rental parking options nearby.

4053 N Sheridan Road Unit #3, Chicago
$765,000
3 Beds ⋅ 3 Baths ⋅ 12728576 MLS ⋅ NEW Status
Developer's Penthouse | Rare Duplex Residence with Three Private Terraces Originally designed as the developer's own residence, this one-of-a-kind duplex penthouse offers the comfort and functionality of a home with the convenience of condominium living. Spanning approximately 2,606 square feet across two levels and complemented by nearly 400 square feet of private outdoor living across three terraces, the residence features exceptional scale, 9-foot ceilings on the main level, and east and south exposures showcasing the Chicago skyline with partial views of Lake Michigan. A gracious foyer creates an elegant first impression and opens to light-filled living spaces where bamboo hardwood floors, custom millwork, designer lighting, Belgian linen sheer draperies, and a gas fireplace with granite surround establish a warm, sophisticated atmosphere. The extensively renovated first floor flows effortlessly from one gathering space to the next, creating an inviting setting for both everyday living and entertaining. The custom kitchen is beautifully appointed with an oversized center island topped in Caesarstone, abundant custom cabinetry, a walk-in pantry, and a thoughtfully curated collection of high-end Monogram, Gaggenau, Electrolux, and Fisher & Paykel appliances, including a built-in wine refrigerator. Custom pocket doors create a flexible den equally suited as a home office, library, or additional gathering space. As the largest residence in Buena Pointe, the thoughtfully designed floor plan offers an uncommon combination of spacious living areas, exceptional storage, and flexibility rarely found in condominium living. Upstairs, the primary suite serves as a private retreat with a walk-in closet, en suite bath with dual vanities, and its own terrace. Two additional bedrooms, a full bath, and a generous laundry room complete the upper level. Together, the home's three private terraces create an effortless indoor-outdoor lifestyle, offering multiple places to enjoy morning coffee, entertain friends, or simply unwind while taking in the skyline and glimpses of Lake Michigan. Additional highlights include a dedicated storage locker and two deeded parking spaces in the building's heated attached garage, ideally situated within the building's only private parking alcove, originally retained by the developer. Buena Pointe is a pet-friendly elevator building with inviting resident amenities, including rooftop and second-floor entertaining spaces and a beautifully landscaped private garden. Ideally located in Buena Park, you're just moments from Lake Michigan, Montrose Harbor, parks, shopping, dining, the Wilson CTA station, and Lake Shore Drive.

4350 N Broadway Street Unit #1001, Chicago
$292,500
1 Beds ⋅ 1 Baths ⋅ 12753826 MLS ⋅ NEW Status ⋅ Buena Park BLDG.
Nestled in the HIGHLY coveted WaterFord Condominium Building is the ONLY 1 bedroom unit avail, it is vacant and ready for a new owner! This building was built AS condos (not apartments) in 1973 w/higher quality, larger units AND in unit laundry in EVERY unit!!! This update spacious one-bedroom (950sqf!), one-bathroom (2022 complete rehab) condo w/a lake view from the 16th floor, is located in the vibrant Buena Park neighborhood of Chicago. The living room and dining room offer ample space for gatherings, allowing you to entertain friends and family comfortably. Step into the bright and airy galley kitchen, adorned with sleek white cabinetry and modern appliances, making meal preparation easy. Take a moment to relax on your private balcony, where you can soak in the picturesque cityscape views and embrace the calming ambiance.**In unit laundry hook up**The WaterFord Condominium building itself offers a range of amenities for residents to enjoy. From a state-of-the-art fitness center to a sparkling swimming pool and meticulously maintained common areas, this building provides a lifestyle of comfort and convenience. This condo offers close proximity to an array of dining, shopping(Trader Joes coming soon), and entertainment options as well as quick access to the CTA bus routes and Lake Shore Drive!

4170 N Marine Drive Unit #16H, Chicago
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