Uptown Homes under $400,000

**Discover Uptown: A Vibrant Neighborhood in Chicago**

Welcome to Uptown, one of Chicago's most dynamic and culturally rich neighborhoods! Nestled in Cook County, Uptown is renowned for its eclectic mix of historic architecture, diverse culinary scene, and vibrant arts community. With its close proximity to Lake Michigan, residents enjoy beautiful waterfront parks, scenic walking trails, and an array of recreational activities that make this area a perfect blend of urban living and outdoor enjoyment.

For those seeking affordable housing options in this lively neighborhood, Uptown offers an impressive selection of homes priced under $400,000. Whether you're a first-time homebuyer, a young professional, or looking to downsize, you'll find a variety of charming bungalows, modern condos, and cozy apartments that cater to every lifestyle. Many of these homes feature unique architectural details, spacious layouts, and access to local amenities, making them a fantastic investment for anyone looking to settle in Chicago.

Uptown is not just about great homes; it’s also a hub of entertainment and culture. Enjoy live music at the historic Aragon Ballroom or catch a film at the iconic Uptown Theatre. With a plethora of restaurants offering flavors from around the world, you’ll never run out of dining options. Plus, the neighborhood is well-connected to public transportation, making it easy to explore all that Chicago has to offer.

If you’re ready to experience the charm and excitement of Uptown, let us help you find your perfect home under $400,000 today!

Newest Uptown Homes under $400,000

$299,000

2 Beds ⋅ 2 Baths ⋅ 12749716 MLS ⋅ NEW Status

Discover the perfect urban lifestyle with this charming 2-bedroom, 2-bath condo in Sheridan Park. Nestled in a classic Greystone building on a picturesque tree-lined street, this home offers incredible value and modern living with a timeless appeal. Converted to condos in 2006, it features a desirable open floor plan with stylish updates. The kitchen boasts richly stained 42" maple cabinets, granite countertops, and stainless steel appliances, flowing seamlessly into the living and dining areas, ideal for entertaining. The tranquil primary suite includes a private bathroom and a large walk-in closet, while a versatile second bedroom offers flexibility for guests or a home office. Enjoy hardwood floors, in-unit laundry, central heating and cooling, and a private entrance. Located steps from public transportation, shopping, parks, Lake access, and dining, this pet-friendly condo is in one of Sheridan Park's most sought-after areas. Don't miss this exceptional opportunity!

4440 N Dover Street Unit #GS, Chicago

$205,000

1 Beds ⋅ 1 Baths ⋅ 12773814 MLS ⋅ NEW Status ⋅ Imperial Towers BLDG.

MOVE-IN READY, BEAUTIFULLY RENOVATED & AN EXCEPTIONAL LAKEFRONT LIFESTYLE! Experience luxury lakefront living in this beautifully renovated, spacious 1 Bedroom Condo in a full-service high-rise directly across from Lake Michigan. This stunning residence features a BRAND-NEW KITCHEN with sleek cabinetry, quartz countertops, all-new appliances, modern lighting and updated electrical. The spa-inspired bath offers a WALK-IN SHOWER with Italian tile and an automatic smart toilet, complemented by beautiful new flooring throughout. The generous layout provides ample space for a dedicated HOME OFFICE while maintaining comfortable living, dining and sleeping areas. Enjoy resort-style amenities including a 24-HOUR DOORMAN, fitness center, pool, sundeck, package lockers, on-site management and parking available for lease. A great coffee shop, grocery store and mailroom are conveniently located in the building. Lake Michigan, parks and harbor are just outside your door, with shopping, dining, nightlife and entertainment nearby. Express transportation provides easy access to the Magnificent Mile and Downtown Chicago. PET FRIENDLY!

4250 N Marine Drive Unit #905, Chicago

$172,000

1 Beds ⋅ 1 Baths ⋅ 12776175 MLS ⋅ NEW Status

5100 N Sheridan Road Unit #404, Chicago

5121 N Kenmore Avenue Unit #301, Chicago

$380,000

2 Beds ⋅ 2 Baths ⋅ 12767437 MLS ⋅ NEW Status

This sunny, top floor 2BR, 2BTH home with vaulted ceilings and skylights is just 2 blocks from the Lakefront and Foster Beach and 3 blocks to the Red Line L stop. Just a short walk to Andersonville and all its wonderful shops and restaurants and super easy access to Lake Shore Drive and downtown, the express buses and multiple grocery stores all with in a few blocks, this location simply can't be beaten! The kitchen was just updated and features 42" cabinetry, stainless appliances, tons of counter space, spacious island with breakfast bar and multiple skylights. If you like bright and airy, this unit is for you! The living room has large windows with beautiful tree top views and a private balcony and there are hardwood floors throughout. The primary bedroom suite features a new bathroom vanity with double sinks. All this with central air and in-unit laundry and a generously sized private storage unit in the basement. Parking options available for full-time rent area across the street and just a few buildings north as well. Building is well managed and has $55,000 in financial reserves!

5121 N Kenmore Avenue Unit #301, Chicago

$269,000

1 Beds ⋅ 1 Baths ⋅ 12774141 MLS ⋅ NEW Status

This residence offers the perfect combination of space, views, amenities, and a highly desirable lakefront lifestyle. A generously sized unit, featuring hardwood flooring throughout and an updated kitchen with 42-inch wood cabinetry, granite countertops, a dishwasher, pantry, French-door refrigerator with water dispenser, GE Profile electric range, and a beverage refrigerator. The oversized bedroom easily accommodates a king-size bed and offers excellent closet space. Updated bathroom features a walk-in shower with new tile, fixtures, and body spray fixtures (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, engineer 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

$175,000

1 Beds ⋅ 1 Baths ⋅ 12774219 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

4334 N Clarendon Avenue Unit #102, Chicago

$260,000

1 Beds ⋅ 1 Baths ⋅ 12773628 MLS ⋅ NEW Status

Spacious, move-in ready one bedroom in Buena Park! This ground-level condo features an open floor plan where the updated kitchen flows seamlessly into the living and dining space, making it easy to cook, relax, and entertain. Rooms are generously sized, with wood floors throughout. The bathroom has been updated with a walk-in shower in place of the tub. You'll find loads of closet space in the unit, plus a shared storage room and convenient laundry in the building. Step right out to your own private fenced patio, perfect for morning coffee or relaxing evenings. Parking is included in the price. All of this in a prime Buena Park location, just moments from the lakefront, parks, and public transportation, with Jewel, Target, and Aldi all within walking distance, plus plenty of nearby restaurants and shops.

4334 N Clarendon Avenue Unit #102, Chicago

$172,000

1 Baths ⋅ 12771850 MLS ⋅ ACTIVE Status ⋅ Imperial Towers BLDG.

MUST SEE: Sunny and Airy Updated Large Studio with North East Views of lakefront and Golf Course, Updated White Kitchen Cabinets with Granite tops and Stainless Appliances, Oven, Refrigerator, Microwave, Dishwasher, Custom Wood Cabinets in Dining Area with Murphy Bed, Updated Bathroom, Porcelain Flooring Thru Out. Newer Windows with Granite Window Sills, Freshly Painted, Storage Locker, Great Closet space,Full Amenity Building Pool, Gym, GO Grocery Store , Sunflower Bakery Cafe, Amazon Hub, Receiving Room, Grills, Pool, Gym, Peace Garden, New Lobby and Sitting Areas, WIFI Xfinity, Library, Party Room, Pet Friendly, Walking Distance to Jewel, Trader Joes, Aldi, Target and Restaurants. Walking distance to Lake, Golf Course and Park.

4250 N Marine Drive Unit #705, Chicago

4343 N Clarendon Avenue Unit #2801, Chicago

$169,900

1 Baths ⋅ 12772686 MLS ⋅ ACTIVE Status

Welcome Penthouse Unit 2801 at 4343 N Clarendon Avenue, a bright, spacious top floor studio offering impressive south facing 28th-floor views of downtown and the lake in the heart of Buena Park. This well-designed home features an open living and sleeping area, a functional kitchen, a full bathroom, generous closet space, and central heating and air conditioning. Enjoy full-service building amenities, including 24-hour door staff, an outdoor pool, fitness center, bike storage, and convenient on-site management. NEW TRADER JOE'S GOING IN ACROSS THE STREET! The location offers easy access to the lakefront, parks, public transportation, shopping, dining, Wrigley and entertainment throughout Buena Park, Uptown, and Lakeview. A prime garage parking space right by the elevator is available separately for an additional $30,000. Whether you're looking for a primary residence, an in-town home, or an investment opportunity, Unit 2801 offers comfort, convenience, and exceptional city living.

4343 N Clarendon Avenue Unit #2801, Chicago

$269,000

1 Beds ⋅ 1 Baths ⋅ 12772458 MLS ⋅ ACTIVE 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

$154,900

1 Beds ⋅ 1 Baths ⋅ 12772059 MLS ⋅ ACTIVE Status

Charming and spacious one-bedroom condo in Uptown! Fantastic for owner occupant wanting to bring their own updates to a classic space, or an investor looking for a solid rental opportunity. Wonderful location, positioned on a quiet picturesque street, and steps away from the park and Foster beach. This condo features hardwood flooring throughout the living space, bedroom carpet has been professionally cleaned, and unit has been fully repainted. An abundance of windows gives the unit plenty of natural sunlight as well. Easy walk to multiple L stops and close to LSD as well.

4970 N Marine Drive Unit #227, Chicago

$240,000

1 Beds ⋅ 1 Baths ⋅ 12770008 MLS ⋅ ACTIVE Status

Wonderful Opportunity! One bedroom with a rarely seen flex room. Lake view. Endless possibilities. Perched on the 21st floor of sought-after, investor friendly Imperial Towers, this bright and move-in-ready home offers something buyers rarely find at this price point: the flexibility of a two-bedroom floor plan without sacrificing light, views, or location. Whether you need a dedicated home office, guest room, creative space, or simply room to spread out, this home adapts to the way you live. Natural light pours through expansive windows framing views of Lake Michigan, the park, and the city skyline. The open living and dining area strikes the right balance between comfort and functionality, creating a welcoming space for everyday living and easy entertaining. The kitchen features stainless steel appliances, a pantry, and ample storage, while generous closets throughout help keep life organized. Beyond the front door, Imperial Towers offers the convenience of full-service living with 24-hour door staff, an outdoor pool and sundeck, fitness center, grilling areas, community garden, party room, package receiving room, bike storage, guest suites, a convenient laundry facility, and an on-site market and dry cleaner. Garage parking is available for lease within the building. Recent improvements include updated elevators, renovated hallways and common areas, enhanced internet service, and beautifully maintained grounds. Located just minutes from Montrose Beach, the lakefront trail, parks, restaurants, shopping, and public transportation, this home places the best of Buena Park right outside your door. Monthly assessments include heat, water, cable, Wi-Fi, and fitness center access. Move in, settle in, and enjoy a home that fits your life. Schedule your private showing today.

4250 N Marine Drive Unit #2130, Chicago

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