Uptown Real Estate

Uptown Real Estate

Uptown: A Vibrant Neighborhood in Chicago's Cook County, Illinois

Nestled in the heart of Chicago's Cook County, Uptown is a vibrant and diverse neighborhood that offers a unique blend of history, culture, and entertainment. Known for its rich heritage and thriving arts scene, Uptown has become a sought-after destination for both residents and visitors alike.

One of the defining features of Uptown is its diverse community. People from all walks of life call this neighborhood home, creating a vibrant melting pot of cultures and traditions. From the bustling streets filled with international cuisine to the various cultural festivals and events, Uptown truly celebrates its multicultural identity.

Uptown is also renowned for its historic architecture. The neighborhood boasts a range of architectural styles, including beautiful Victorian homes, vintage apartment buildings, and charming townhouses. These architectural gems add to the neighborhood's charm and appeal, attracting those who appreciate the character and history of the area.

In terms of entertainment, Uptown has no shortage of options. The neighborhood is home to several theaters, including the iconic Aragon Ballroom, which has hosted countless concerts and events over the years. Additionally, Uptown is known for its vibrant nightlife, with numerous bars, clubs, and live music venues catering to a wide range of tastes.

For those seeking outdoor recreation, Uptown offers easy access to Lake Michigan and its beautiful beaches. Residents can enjoy leisurely strolls along the lakefront trail, picnics in the parks, or water activities such as kayaking and paddleboarding.

With its rich history, diverse community, and vibrant entertainment scene, Uptown is a neighborhood that truly has something for everyone. Whether you're looking for a place to call home or a destination to explore, Uptown in Chicago's Cook County, Illinois, is worth considering.

Newest Listings in Uptown

$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
$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
$2,300,000
12755430 MLS ⋅ NEW Status
1330 W. Argyle St., a center-entrance, six-unit fully renovated apartment building located in Chicago's Uptown neighborhood on the city's North Side. The Property consists of four two-bedroom/two-bathroom apartments averaging approximately 850 square feet and two three-bedroom/three-bathroom apartments averaging approximately 1,200 square feet. The Offering also includes six parking spaces. Originally constructed circa 1918, the Property has been fully renovated to condo- quality standards. The apartments feature granite countertops, hardwood flooring, stainless-steel appliances, in-unit washers and dryers, and individual HVAC with central air conditioning. Current in-place rents average approximately $2,423 per month for the two- bedroom units and $3,054 per month for the three-bedroom units. The enclosed rental survey demonstrates additional upside of approximately $26,000 in annual gross rent by increasing the two-bedroom units to approximately $2,800 and the three-bedroom units to approximately $3,400, levels fully supported by the surrounding submarket. 1330 W. Argyle is ideally located in one of Chicago's most active North Side submarkets, just a five-minute walk from the CTA Red Line at the Argyle Station and within walking distance of the Argyle Street international dining corridor and Andersonville's Clark Street retail district. The Property is also a 13-minute walk (0.65 miles) from the Ravenswood UP-N Metra Station, with the CTA Purple Line at Wilson a 13-minute walk (0.66 miles) and the Brown Line an 18-minute walk (0.9 miles) away. Foster Beach and Lake Michigan's Lakefront are a 23-minute walk (1 mile) away.

1330 W Argyle Street, Chicago
$175,000
1 Beds ⋅ 1 Baths ⋅ 12755316 MLS ⋅ NEW Status
Welcome to Shoreline Park Condominiums, a classic mid-century high-rise near Foster Beach, Margate Park, the lakefront trail, dining, public transportation, and Lake Shore Drive. This bright 1 bedroom, 1 bath condo features an open living/dining area, updated kitchen, modern flooring, great natural light, and a larger storage space for added convenience. The building offers 24-hour door staff, fitness center, game room, business center, laundry, on-site management, rooftop sundeck with lake and park views, and convenient valet parking. FHA approved building and rentals allowed. Electricity is billed through the building. Monthly assessment breakdown includes $530.20 for the unit, $73.69 for valet parking, and $21.84 for internet.

4980 N Marine Drive Unit #1431, Chicago
$825,000
8 Beds ⋅ 3 Baths ⋅ 12754863 MLS ⋅ NEW Status
Rare opportunity to own a solid brick legal 3-unit building in Chicago's Uptown neighborhood on beautiful tree-lined Kenmore Avenue. Situated on an oversized lot, this Uptown multi-unit property offers outstanding potential for an investor, owner-occupant, or future single-family home conversion. Spacious units feature abundant natural light, generous room sizes, and separate living and dining spaces. Each unit has separate heating and cooling systems and individual utilities. The vacant top-floor unit features a bright 2-bedroom, 1-bath layout, dramatic stairwell accented by a skylight, and in-unit laundry. The first- and second-floor units each offer 3 bedrooms and 1 bath. The unfinished basement provides additional untapped potential with great ceiling height and two separate entrances. Detached 2-car garage. Prime Uptown Chicago location near the Wilson Red and Purple Line CTA station, multiple bus routes, lakefront parks and trails, restaurants, coffee shops, grocery stores, and the Uptown Entertainment District. An exceptional opportunity to own a brick 3-unit investment property in one of Chicago's most vibrant North Side neighborhoods.

4725 N Kenmore Avenue, Chicago
$299,000
2 Beds ⋅ 1 Baths ⋅ 12754926 MLS ⋅ NEW Status
Attention first time homebuyers and investors! Don't miss out on this charming and spacious vintage rehab in one of Chicago's hottest neighborhoods! This elevated 1st floor Sheridan Park home offers very generous bedroom sizes with enough room in both for home offices, too! Hardwood floors, Central Heat & AC, newer eat-in kitchen with breakfast bar, a cozy and inviting atmosphere for relaxing or entertaining guests. The stylish updated bathroom is infused with a modern color palette, trendy brass finishes, new cabinetry, and soaking tub. Lots of closet space and an additional very large storage unit for seasonal items, bikes & extra stuff. Conveniently located, this home is just moments away from shops, restaurants, the new Wilson EL stop, short walk to the picturesque Montrose beach & lakefront trails, Andersonville and vibrant theater venues, and close to LSD (15 min drive to downtown) makes commuting a breeze, walking distance to the Rivera, Aragon, Target, Aldi, and soon to be Trader Joes. Easy zoned street parking! No rental restrictions makes it a fantastic investment in a very rapidly appreciating neighborhood. Welcome to your updated, chic retreat in the center of it all!

1247 W Leland Avenue Unit #1, Chicago
$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
$475,000
3 Beds ⋅ 2 Baths ⋅ 12737196 MLS ⋅ NEW Status
Nestled within a beautifully landscaped gated courtyard building on a quiet, tree-lined street, this second floor condo offers the perfect blend of timeless vintage character and thoughtful modern updates. This classic walk-up home boasts a generous floor plan, anchored by a formal dining room featuring a striking exposed brick wall that creates an inviting backdrop for dinner parties and everyday meals alike. The kitchen connects seamlessly with a practical breakfast bar, painted cabinetry accented by new hardware, and stainless steel appliances, making cooking and entertaining an absolute breeze. Comfort and flexibility define the living quarters, which include two tastefully renovated full bathrooms and three remarkably spacious bedrooms. Unlike typical city layouts, every single bedroom is sized to comfortably accommodate a full bed setup alongside a desk or dresser, making work-from-home and guest arrangements effortless. Complete with the essential convenience of in-unit laundry and recently updated to include a Quad-Zone Mini-Split system for the ultimate zoned air-conditioning comfort. This charming Buena Park home places you just moments from the lakefront, local parks, neighborhood dining, and easy public transit options.

714 W Buena Street Unit #B, Chicago
$299,900
2 Beds ⋅ 1 Baths ⋅ 12753511 MLS ⋅ NEW Status
This beautiful courtyard building featuring a two bed, one bath condo is just steps from the lakefront and Montrose harbor. With an open floor plan, hardwood floors throughout and an outdoor deck space, this home is not to be missed. Each room provides ample closet space, the bathroom is updated and the living room features an electric fireplace. The building includes: two laundry rooms, a community exercise room, storage locker (#24) and nearby parking garages. In unit laundry cannot be added. Rentals and pets ARE welcome! (Unit is currently rented through April 30, 2027. Current rent is $2,100. Good tenants, great investment opportunity.)

810 W Lakeside Place Unit #107, Chicago
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