Homes for Sale in Uptown Chicago: A Vibrant, Diverse Neighborhood

Uptown, located on Chicago’s North Side, is a vibrant and diverse neighborhood that offers a blend of historic charm and modern development. Known for its eclectic entertainment scene, beautiful lakefront access, and rich cultural history, Uptown is a popular destination for homebuyers seeking urban living with a unique twist. From classic Chicago greystones and vintage apartments to sleek new construction condos, Uptown has a wide variety of housing options to meet different needs and lifestyles.

Why Buy in Uptown Chicago?

Uptown has long been known as a cultural melting pot, attracting people from all walks of life. It’s a neighborhood that offers both the tranquility of lakeside living and the excitement of a thriving entertainment scene. With historic venues like the Riviera Theatre and the Aragon Ballroom, as well as its close proximity to Montrose Beach, Uptown is a neighborhood that perfectly balances urban energy with peaceful retreats.

The neighborhood is home to some of Chicago’s most diverse dining options, with cuisines ranging from Vietnamese to Ethiopian to classic American fare. Residents can enjoy the bustling atmosphere along Broadway and Argyle Streets, while also having easy access to public transportation, including CTA Red Line stops and numerous bus routes that make commuting to downtown Chicago a breeze.

Uptown’s proximity to nearby neighborhoods like Andersonville, Lakeview, and Ravenswood makes it an attractive option for those who want to experience the best of the North Side while still enjoying a more affordable and relaxed atmosphere.

Types of Homes for Sale in Uptown Chicago

Single-Family Homes: Uptown is home to beautiful single-family houses, many of which are classic Chicago greystones or brick bungalows. These homes often feature spacious layouts, vintage details, and generous backyards perfect for outdoor entertaining.
Condos & Townhomes: Uptown has seen a surge in condo and townhome developments, offering modern amenities like rooftop decks, gyms, and parking garages. These homes are ideal for those looking for low-maintenance living with easy access to everything the city has to offer.
Multi-Unit Buildings: For investors or buyers looking to generate rental income, Uptown’s multi-unit buildings present excellent opportunities. Many vintage three-flats and two-flats have been restored and updated, providing options for both homeowners and renters.

Living in Uptown: Culture, History, and Recreation

Uptown is a neighborhood with deep cultural roots and a vibrant history. The area has long been known for its entertainment venues, including the historic Uptown Theatre, which is currently undergoing restoration. The community also embraces its jazz heritage with local clubs and annual festivals celebrating this storied music genre.

Residents can explore the scenic lakefront at Montrose Beach, which offers expansive green spaces, bird sanctuaries, and a dog-friendly beach area. For outdoor enthusiasts, the lakefront trail is perfect for biking, running, or simply enjoying the stunning views of Lake Michigan. Uptown’s parks, including Clarendon Park and Chase Park, also provide ample space for sports, picnics, and family gatherings.

In addition to its entertainment and outdoor offerings, Uptown boasts a strong community spirit with active neighborhood groups and community events that bring residents together. From farmer’s markets to cultural parades, there’s always something happening in this dynamic neighborhood.

Explore Nearby Neighborhoods

Andersonville: Just west of Uptown, Andersonville is a vibrant community known for its Swedish heritage, charming independent shops, and bustling Clark Street corridor.
Lakeview: To the south, Lakeview is famous for its nightlife, entertainment, and access to Wrigley Field, home of the Chicago Cubs. It’s also known for its diverse housing options and lakefront access.
Ravenswood: This neighborhood is characterized by its tree-lined streets, historic homes, and close-knit community. Ravenswood offers a quieter, residential vibe while still being close to the action.

Start Your Home Search in Uptown Chicago

Whether you’re looking for a historic single-family home, a modern condo, or an investment property, Uptown offers a diverse range of real estate options in a vibrant, exciting neighborhood. With its rich cultural history, lively entertainment scene, and proximity to Chicago’s lakefront, Uptown is an ideal place to call home.

Start exploring homes for sale in Uptown Chicago today and discover why so many people are choosing to make this unique neighborhood their own.

Latest Uptown homes and condos for sale

$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

$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

$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

$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

$299,500

2 Beds ⋅ 2 Baths ⋅ 12754042 MLS ⋅ NEW Status

Rarely available Uptown garden unit in vintage historical low-rise building. This freshly painted unit located in a quiet pocket of Uptown on a cul-de-sac street offers lots of space and plenty of light throughout. The open floorplan, solid, refinished hardwood floors, and high ceilings makes it a hard to find home. The kitchen features granite counters, custom cabinetry, stainless steel appliances, and a convenient breakfast bar. It opens to the spacious living room area with a cozy gas fireplace, and open window line. The primary suite has an en-suite bathroom, double-sinks, whirlpool tub, and lots of closet space. Enjoy your own private terrace space in the back as well. Washer/dryer in-unit, and assigned parking space. Large storage room on the same level. Sump pump and check valve to prevent backflow. Conveniently located within walking distance of all the area amenities, including lakefront trails, public transportation, and the vibrant restaurant scene. ACT FAST. ** This property may qualify for a $5,000 Chase Homebuyer Grant that can be used to reduce the cost of your Chase mortgage. Contact for more information** Offered as-is.

929 W Eastwood Avenue Unit #GW, 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

$650,000

2 Beds ⋅ 2 Baths ⋅ 12710094 MLS ⋅ NEW Status

Look no further than this exceptional corner condo, where elevated city living meets an extraordinary outdoor lifestyle. Meticulously maintained and bathed in natural light from southern exposure, this sophisticated split two-bedroom residence offers two private outdoor spaces, including an impressive 500-square-foot private rooftop deck with newly installed Trex decking and stunning Chicago skyline views. The rooftop is equally suited for entertaining, relaxing, or working from home (WiFi access point ready). Inside, the thoughtfully designed floor plan showcases beautiful hardwood floors, detailed moldings, custom designer lighting, smart-home technology, and a cozy gas fireplace. The sun-filled living room opens directly to a second private deck, also refinished with Trex decking-an inviting retreat for morning coffee or evening cocktails. The chef's kitchen is designed for both everyday living and entertaining, featuring stainless-steel appliances, striking 42-inch white milled cabinetry, durable soapstone countertops, generous prep space, an oversized breakfast bar, and a large walk-in pantry. The serene primary suite easily accommodates a king-size bed, two nightstands, and additional furnishings, while the professionally organized walk-in closet provides exceptional storage. The spa-inspired primary bath features an oversized stone shower, deep soaking tub, dual undermount-sink vanity, and abundant storage. The spacious second bedroom offers an organized closet and is complemented by a beautifully appointed full guest bath with an oversized standing shower. Additional highlights include in-unit washer/dryer and a dedicated parking space equipped with a newly installed Level 2 EV charger. Set within a full-brick building, this exceptional home offers both timeless quality and modern convenience. Ideally located in the sought-after Montrose Harbor/Buena Park neighborhood, enjoy easy access to Lake Michigan, Montrose Beach, the park, off-leash dog park, running and biking paths, and the newly proposed Trader Joe's. Convenient transportation options include Lake Shore Drive, the Wilson Red Line station, and express bus service. An abundance of neighborhood coffee shops, restaurants, pubs, gyms, theaters, Target, and Jewel are all close by. An exceptional home offering private rooftop living, refined interiors, and an enviable location just steps from the lake. Welcome home!

927 W Agatite Avenue Unit #3S, Chicago

$285,000

2 Beds ⋅ 1 Baths ⋅ 12753202 MLS ⋅ NEW Status

Rarely Available Uptown condo!!! Chicago living at it's best in this sun-soaked 2 bed / 1 bath condo, perfectly placed on a quiet tree-lined street in the heart of Uptown. Fully updated in 2022, this vacant, move-in-ready home combines modern style, cozy vibes, and city energy all in one smart space. 2022 Renovation - fresh finishes, updated kitchen + bath Natural Light Goals - huge windows, airy layout Hardwood Floors - sleek, clean, and easy to style Stainless Steel Appliances - modern + functional A+ Location - walk to the lake, CTA, gym, groceries, bars, & brunch Tree-Lined Street Feels - peaceful block, urban access First-Floor Walk-Up - easy in, easy out (no endless stairs!) Whether you're nesting or investing, this Uptown condo is the best deal in the building and ready for its next owner. Schedule your showing today - opportunities at this price move fast!

918 W Sunnyside Avenue Unit #1B, Chicago

$279,000

2 Beds ⋅ 1 Baths ⋅ 12745173 MLS ⋅ ACTIVE Status

Charming Garden Unit in the Heart of Uptown - Your Own Private Entrance! Welcome home to this beautifully updated 2-bedroom, 1-bath garden unit tucked inside a stately, gated brick building in one of Chicago's most vibrant neighborhoods. This isn't a typical garden unit - it's bright, thoughtfully finished, and comes with two private entrances (front and back), so you never have to share a hallway if you don't want to. Step inside to a crisp kitchen with marble herringbone backsplash and stainless-steel appliances, opening onto a spacious living and dining area with room to entertain. The primary bedroom easily fits a king bed and has generous closet space, while the second bedroom and a large flexible den/office give you room to work from home, set up a workout space, or carve out a craft room - whatever your life needs right now. In-unit washer/dryer, extra storage, and tasteful modern finishes throughout round out the interior. Outside, residents share a genuinely lovely backyard garden - a rare find in the city. Why this location is special: This building sits in the heart of Uptown's entertainment district, close to the historic Green Mill and legendary venues like the Aragon Ballroom and Riviera Theatre. Just minutes from: The lakefront, the new Red Line Lawrence stop and the Purple Line Express at Wilson, Mariano's, Jewel-Osco, Target, and Aldi, neighborhood schools, some of the city's best restaurants and nightlife. The details that matter: HOA just $198/month - remarkably low for the neighborhood, covering building upkeep and shared spaces. a real community, not a revolving door of renters. Gated entry for added security. Street parking with a residential permit (no dedicated garage spot included). This is a rare opportunity to own in Uptown at an accessible price point, in a building people actually stay in.

4733 N Kenmore Avenue Unit #4, Chicago

$325,000

1 Beds ⋅ 2 Baths ⋅ 12703801 MLS ⋅ ACTIVE Status

Stunning east facing one bedroom in prime Uptown location! With over 1100 SQ FT, this open concept layout is ideal for entertaining with large dining & living areas & balcony that runs the length of the unit. The updated kitchen features maple cabinets, granite countertops, stainless steel appliances and a sizable island in addition to a dining room that fits a large table. The primary bedroom has a walk-in closet and an updated en-suite bathroom with a sleek vanity, great lighting and neutral tile. A half bathroom, side-by-side full sized washer dryer, hardwood flooring and additional closet complete this fabulous home. Located just a few blocks to the el, lake, restaurants and iconic music venues. Parking available for rent in the building

4848 N Sheridan Road Unit #308, Chicago

$1,295,000

10 Beds ⋅ 4 Baths ⋅ 12741174 MLS ⋅ ACTIVE Status

Excellent investment opportunity in the heart of Andersonville! This handsome three-unit greystone offers an impressive 10-bedroom, 4-bathroom configuration with spacious apartments with individual HVAC systems and strong rental income. Unit 1 is a generous duplex-down featuring four bedrooms, two full baths, and a separate family room, while Units 2 and 3 each offer three bedrooms and one bath. Additional highlights include private rear decks, common laundry, and a two-car garage. Ideally located near the restaurants, shops, cafes, and neighborhood amenities along Clark Street, with convenient access to public transportation and the lakefront. A substantial, income-producing property in one of Chicago's most desirable neighborhoods-schedule your showing today!

1319 W Foster Avenue, 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

$615,000

3 Beds ⋅ 3 Baths ⋅ 12736528 MLS ⋅ ACTIVE Status

Space, versatility and an exceptional Uptown location come together in this expansive 3-bedroom, 3-bath duplex offering nearly 2000 square feet of living space. Designed for the buyer who values generous proportions and flexibility, this home offers room to live, work, entertain and make it truly your own. The main level features an inviting living and dining area, kitchen, two bedrooms and two full baths, while the finished lower level adds a third bedroom, full bath and substantial additional living space-ideal for a family room, home office, guest accommodations, in-law arrangement, gym or creative space. Hardwood floors, high ceilings, in-unit laundry, abundant storage and a private balcony add everyday functionality to the unit. Attached garage parking and additional storage complete the package! Step outside and experience the best of Uptown at your doorstep. Enjoy morning walks along Lake Michigan, afternoons at Montrose Beach, miles of lakefront trail, neighborhood parks and an incredible collection of restaurants, cafes and international dining along Broadway and Argyle. For entertainment, the iconic Green Mill, Riviera Theatre and Aragon Ballroom are all close by. With convenient Red Line access and easy connections to downtown, this is Chicago living with space to spread out, a neighborhood full of character and endless opportunity!

4662 N Winthrop Avenue Unit #1S, Chicago

$485,000

2 Beds ⋅ 2 Baths ⋅ 12735842 MLS ⋅ ACTIVE Status

Large, Top floor corner unit in a beautiful vintage building with amazing original detail and incredible natural light. Built in 1889; this 2 BD/2BA home features an open layout perfect for entertaining. Kitchen has ample storage, SS appliances, granite counters, and beautiful glass tile backsplash. Living room is flooded with natural light; shining through large, curved bay windows. Vintage built-in bookcases surround a tiled gas fireplace. Harwood floors throughout the living room and bedrooms (each with a large walk-in closet). In-unit washer/dryer. Central heat & air. Full-size storage unit in the building. The building is pet-friendly with not weight restrictions or breed restrictions. Front yard has automatic sprinkler system. Parking is secured and gated. exterior front and back video surveillance (Nest Cams) and electronic entry system. Walking distance to the lake, Starbucks, Target and the Red line.

4536 N Sheridan Road Unit #303, Chicago

$750,000

5 Beds ⋅ 2 Baths ⋅ 12701584 MLS ⋅ ACTIVE Status

Historic Uptown! This Chicago Classic brick two-unit offers comfortable living space for an owner-occupant or tenants! Less than 5 miles from Montrose Beach and close to restaurants and public transportation. The first-floor apartment features 2 bedrooms, 1 bathroom, and hardwood floors, while the second-floor apartment includes 3 bedrooms and 1 bathroom. Each unit includes a charming living room, a formal dining room with wood crown molding throughout, a vintage built-in hallway wood cupboard, and a back den that can be used as pleased, plus access to an unfinished basement with potential for additional storage or future improvements. The owner occupies the 1st floor unit as their primary residence and will remain until the sale closes. The 2nd floor unit is vacant. Property TUCKPOINTED 4/2022, WARRANTY ON ROOF UNTIL 5/2027, Sewer line excavated, PVC cleaned out 3/2026. Property is being sold as-is.

1223 W Gunnison Street, Chicago

$799,000

4 Beds ⋅ 4 Baths ⋅ 12726586 MLS ⋅ ACTIVE Status

Two very large units combined to make one beautifully rehabbed home, over 3000 square feet of comfortable and elegant living. Three bedrooms and 2 bathrooms in the upper level plus a sunroom, large living room with a fire place, formal dining room, kitchen has a walk-in pantry, 42" cabinets, granite counter tops, double door dishwasher, double oven, microwave, heated floors, and 2 decks in the back. Very large family room in the lower level with wet bar, 23 x 17 master suite with a fireplace and seating area, huge walk-in closet, Spa main bathroom, huge whirlpool, separate steam shower, double sink vanity, separate toilet. Laundry room & dual zoned heat/AC., 2 deeded garage spaces. Perfect location, xpress bus to Michigan Ave., steps away from Lake Shore Drive, park, Lake Michigan, Wrigley Field, L station, and shopping. Gas $170/month, electric $100/month.

844 W Agatite Avenue Unit #2W, Chicago

$2,875,000

12715402 MLS ⋅ ACTIVE Status

844-846 W. Lakeside Pl., a classic center-entrance six-flat apartment building located in Chicago's Uptown neighborhood, a short walk from Lake Michigan and Montrose Harbor. The Property consists of five (5) three-bedroom/two-bathroom units and one (1) four-bedroom/two-bathroom unit, with each apartment measuring approximately 1,600 square feet. The Offering also includes five (5) garage parking spaces and a basement workspace currently rented for $550/month. Tenants have large private storage spaces in the basement as well. The apartments showcase preserved vintage character - coffered ceilings, wainscoting, crown molding, decorative fireplaces, and built-in cabinetry - paired with select unit-level updates including refinished hardwood floors, quartz countertops, stainless-steel appliances, HVAC, in-unit washer/dryers, and renovated bathrooms. Capital improvements include a fully rebuilt rear porch system (2023) and a 400-amp electrical service upgrade (2016). A new owner may choose to pursue additional cosmetic renovations to kitchens and bathrooms to push rents above current market levels, building on the unit modernization already completed elsewhere in the building. The Property may also support the addition of an Accessory dwelling unit (ADU) or two, pending city approval. 844-846 W. Lakeside Pl. is ideally situated on a quiet, tree-lined street one block from the Lakefront Trail and Montrose Harbor, with three CTA stations nearby - Lawrence Red Line (7 minutes), Wilson Red/Purple (8 minutes), and Argyle Red Line (10 minutes) - all providing direct service to the Loop.

844 W Lakeside Place, Chicago

$1,350,000

12702882 MLS ⋅ ACTIVE Status

Exceptional mixed-use investment opportunity in the heart of Uptown! This unique offering includes two adjacent properties: 4445 N Broadway St. on a 2,450 sq. ft. lot and 4447 N Broadway St. on a 2,575 sq. ft. lot, which includes one parking space. Ideally located in one of Chicago's most vibrant neighborhoods, the property is within walking distance of shopping, restaurants, grocery stores, public transportation (CTA Red Line and bus routes), Lake Michigan, parks, beaches, hospitals, and schools. 4445 N Broadway features approximately 3,846 sq. ft. and includes a beautifully remodeled street-level pawn shop with an excellent long-term business, plus two spacious residential units above. Each apartment offers 3 bedrooms; Unit 2 features 1.5 bathrooms and has been recently remodeled, while Unit 3 offers 1 full bathroom. Both units share the rear rooftop, in-unit laundry rooms, and separate furnaces, electric panels, and gas service. The building also includes an unfinished basement, providing additional storage or future potential. 4447 N Broadway is occupied by a long-term restaurant tenant and features a large open dining area, an unfinished basement, separate central heating, electric panel, and gas service. The building offers excellent income potential and awaits your personal updates and improvements. Whether you're an investor seeking stable rental income with value-add potential or an owner looking to expand your portfolio, this is a rare opportunity in a prime Uptown location. Schedule your private showing today!

4445-4447 N Broadway Street, Chicago

$899,000

12627814 MLS ⋅ ACTIVE Status

High-visibility retail property on Sheridan Rd. 5,257 SF with flexible layout suitable for retail, medical, fitness, or service use. Strong foot and vehicle traffic. Vacant and ideal for owner-user or investment.

4848 N Sheridan Road, Chicago

$555,000

3 Beds ⋅ 4 Baths ⋅ 12622656 MLS ⋅ PRICE CHANGE Status

Fantastic opportunity in this sun filled gem in one of Chicago's hottest neighborhoods! This unique property consist of TWO adjoining units 12B and 12C each with its own PIN plus THREE deeded garage parking spaces. Situated in a boutique concrete loft-style building, this top floor condos feature dramatic 10+ ceilings, floor to ceiling windows and multiple storage options . UNIT 12C features huge living room, dining room, kitchen with lots of cabinets and bar area, powder room, primary suite with ensuite bath , second bedroom with private bath, in unit laundry, balcony and 2 parking spaces. UNIT 12B is a spacious studio with kitchenette, bathroom, balcony and 1 parking space. This intimate building is pet-friendly and offers a fitness room, bike storage, package lockers, common laundry, and a rooftop deck with panoramic views. Ideally located near shops, Target, Mariano's, Aldi, restaurants, nightlife, and just blocks from Montrose Beach, lakefront trails, and Uptown's iconic entertainment venues. Convenient access to CTA Red Line stations and express buses makes commuting easy. Don't miss the opportunity to own this exceptional condo in a dynamic and growing neighborhood!

1000 W Leland Avenue Unit #12BC, Chicago

$1,990,000

12592954 MLS ⋅ ACTIVE Status

Attention Developers/Rehabbers!!! Double lot 6 units brick building has good bones but needs a lot of work. This is a rare opportunity to own this attractive building in Uptown walking distance to the Lake of Michigan and to the beaches and parks. This property is being sold AS-IS.

1235 W Foster Avenue, Chicago

$30,000

12552696 MLS ⋅ ACTIVE Status

Private, deeded, covered space in the Gunnison Street Lofts garage. Conveniently located in the heart of Uptown. Blocks from The Aragon Ballroom, The Riviera Theater, The Green Mill Cocktail Lounge, the Lawrence & Wilson Red Lines, and Asia on Argyle. Parking space can also accommodate a wall mounted bike rack. Garage is on the lower level. Go to street level via stairs or elevator.

1215 W Gunnison Street Unit #P-13, Chicago

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