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844 W Lakeside Place, Chicago
$2,875,000
12715402 MLS
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

4445-4447 N Broadway Street, Chicago
$1,350,000
12702882 MLS
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

915 W Lawrence Avenue, Chicago
$1,250,000
5 Beds ⋅ 4 Baths ⋅ 12761851 MLS
One of Chicago's most distinctive architectural residences is tucked within the heart of Uptown An Architectural Masterpiece being offered for sale for the first time since creation. This extraordinary home was designed by architect Kevin Lee Sarring as a deeply personal expression of Eastern tradition and Western modernism. The home was conceived as a sanctuary-an intentional confluence of architecture, nature, light, and tranquility. A granite-floored entry introduces the home that unfolds inward around its breathtaking centerpiece: a glass-enclosed Japanese-inspired garden designed by landscape architect Bill Miller. A raked-stone "dry river" winds through ferns, moss, bamboo, and pine creating a remarkable sense of serenity and privacy. As daylight fades, recessed soffit lighting gently illuminates the garden, transforming it into an ever-changing work of art visible from throughout the home. The residence's Western living spaces provide a striking counterpoint. An expansive open-concept living and dining area is anchored by a monumental freestanding Mankato stone fireplace, creating a dramatic yet inviting gathering space. Eight skylights introduce abundant natural light from above, while the thoughtful relationship between the interior and central garden creates an extraordinary sense of openness, flow, and radiance. More than a home, this is a study in balance and intentional design. Every space was carefully considered to create a feeling of harmony between the built environment and the natural world-an architectural experience that is both sophisticated and deeply peaceful. The location further enhances its appeal. Just minutes from Montrose Beach, blocks from Broadway, and Uptown's Natural Area, the property offers an uncommon combination of secluded sanctuary and vibrant city living, with the lakefront, neighborhood amenities, dining, entertainment, and transportation all close at hand. The property occupies a double lot, adding another dimension to this exceptional offering. A singular piece of Chicago architecture-where Eastern philosophy, Western design, nature, and opportunity converge.

915 W Lawrence Avenue, Chicago

1314 W Carmen Avenue, Chicago
$1,200,000
6 Beds ⋅ 2 Baths ⋅ 12737730 MLS
Andersonville- Most two-flats blend in, but this one breaks the mold! This classic Chicago brick 2-flat sits on an impressive 40 ft by 150 ft lot, allowing for over 3,400 sq ft of finished living space, a larger foot print than typical, a huge backyard that is a gardener's dream, and a beautiful custom bluestone patio. Both apartments are extra large with living rooms, family rooms and dining rooms as well. They both also feature private balconies. The first floor owner's unit has an internal staircase leading to the basement, providing easy access for potential duplex down conversion. The current owners have lovingly remodeled the space with attention to improvements while maintaining the original architectural details including untouched woodwork, some gas-light fixtures, speaking tubes & vintage ornate doorknobs. Most impactful is the creation of a kitchen that is straight out of a magazine and that you'd normally only see in a multi-million-dollar single family home! It boasts a custom oversized quartzite island with a cherry butcher block, a double-sized 48-inch Sub-Zero refrigerator, and a 48-inch Wolf double oven and stove top. High-end recessed lighting, in-ceiling speakers, and radiant floor heating enhance comfort during cooler months. The wall separating the kitchen and dining room was removed to create an open layout with a spacious dining room/great room area with the original built-in dining hutch still intact! The bathroom has been completely remodeled with new tile, custom quartz counters, a new triple-pane window, and a custom-built vanity. It features a walk-in shower with a bench, a custom shower door, premium fixtures, and radiant floor heating. Additional improvements include refinished walls in both apartments, new and refurbished lighting fixtures, and upgraded electrical service with two new panels (2025). The second floor has a different layout than the first with a fabulous family room adjacent to the kitchen, which has great storage and an original built-in butler's pantry. The full basement, with direct access to the first-floor apartment, offers ample storage space, a workshop area, and upgraded electrical systems, a new laundry room with beautiful tile walls, new cast-iron drains for the washer and dryer, a dog wash sink, new copper plumbing, and building-wide wired network and security cameras. Although there currently isn't parking behind the building, there are options for installing a garage, parking pad or doing a curb cut in front of the property. All this located in a spectacular Andersonville location just a couple of blocks from Clark Street with its wonderful shopping, restaurants, and bars, as well as the Red Line, and only a short distance to the lakefront and Lake Shore Drive as well. Top floor is rented for $3150 per month through the end of April 2028.

1314 W Carmen Avenue, Chicago

1223 W Gunnison Street, Chicago
$750,000
5 Beds ⋅ 2 Baths ⋅ 12701584 MLS
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

4858 N Kenmore Avenue Unit #2N, Chicago
$675,000
3 Beds ⋅ 2 Baths ⋅ 12772994 MLS
A rare find in Uptown: newer construction in a neighborhood known for its vintage brick and greystone character. This sun-filled 3-bedroom, 2-bath home is turn-key and impeccably managed. The open kitchen features European cabinetry, an integrated panel-front refrigerator, Thermador/Bosch appliances, quartz countertops, and a spacious breakfast bar. It connects seamlessly to the living/dining area and opens to a large front balcony with a gas hookup for grilling. The primary suite includes an organized walk-in closet, oversized shower, heated porcelain floors, a floating double vanity, and linear drains. The second bath offers custom lighting and a deep soaking tub. Sustainable bamboo floors run throughout, and European turn-and-tilt windows provide sound insulation and energy efficiency, complemented by energy-efficient HVAC and a tankless water heater. Additional features include one garage parking space, bike storage, and a full-size Samsung washer/dryer. Location: two blocks to the lakefront, one block to the new Red Line Lawrence stop and a Divvy station, with express bus access downtown and Metra less than a mile away. Nearby restaurants, festivals, and a neighborhood school add to the area's appeal.

4858 N Kenmore Avenue Unit #2N, Chicago

4662 N Winthrop Avenue Unit #1S, Chicago
$599,000
3 Beds ⋅ 3 Baths ⋅ 12736528 MLS
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

1000 W Leland Avenue Unit #12BC, Chicago
$555,000
3 Beds ⋅ 4 Baths ⋅ 12622656 MLS
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

1100 W Montrose Avenue Unit #502, Chicago
$525,000
2 Beds ⋅ 2 Baths ⋅ 12778498 MLS
Check out this sun-filled 2-bedroom, 2-bath corner home with two deeded parking spaces in a boutique elevator building. Large windows flood the home with natural light, creating a bright and inviting living space. The spacious living room features a tiled gas fireplace and direct access to a charming private balcony. The open concept kitchen is beautifully appointed with Calacatta Classic quartz countertops, custom white cabinetry, stainless steel appliances, and a large island with seating. The generous primary suite offers two closets and a beautifully updated spa-like en-suite bath with custom tile work and ample storage. Additional highlights include updated kitchen and bathrooms, an in-unit washer and dryer, and peace of mind with major mechanical updates, including a new heating system installed in November 2025 and a new air conditioning system installed in July 2026. Two deeded exterior parking spaces are INCLUDED in the price. Ideally located just steps from the train and minutes from Montrose Beach, the Southport Corridor, Uptown, Wrigleyville, and Andersonville, with easy access to Lake Shore Drive for a quick commute. This is the one you've been waiting for-come take a look!

1100 W Montrose Avenue Unit #502, Chicago

917 W Lakeside Place Unit #3W, Chicago
$524,900
2 Beds ⋅ 2 Baths ⋅ 12770834 MLS
Perched on the top floor, this beautifully updated penthouse offers the perfect blend of style, comfort, and city living. The airy open-concept layout is highlighted by soaring vaulted ceilings, skylights that flood the home with natural light, and rich hardwood floors throughout. The chef-inspired kitchen features granite countertops, custom cherry cabinetry, stainless steel appliances, abundant prep space, and a built-in pantry designed to seamlessly complement the kitchen's elevated aesthetic. The kitchen flows effortlessly into a spacious dining area and inviting living room anchored by a cozy fireplace, creating an ideal setting for entertaining or everyday living. Freshly painted and move-in ready, the home also boasts luxurious marble baths, including a spa-like primary bath with a whirlpool tub and steam shower. Enjoy outdoor living with both a private balcony and charming Juliette balcony, perfect for taking in the neighborhood atmosphere. Garage parking with an additional tandem exterior space completes this exceptional offering. Ideally situated in Chicago's vibrant Uptown neighborhood, you'll enjoy easy access to the lakefront, Montrose Beach, scenic running and biking trails, and some of the city's most beloved entertainment venues, including the historic Riviera Theatre and Aragon Ballroom. Recent building upgrades/maintenance: Roof - 2019, Tuck pointing and re-sealing - 2025, landscaping updated- 2023, new fence 2023, decks replaced-2016, stained 2024. Robust reserves.

917 W Lakeside Place Unit #3W, Chicago

4536 N Sheridan Road Unit #303, Chicago
$470,000
2 Beds ⋅ 2 Baths ⋅ 12760178 MLS
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

4909 N Janssen Avenue Unit #2W, Chicago
$385,000
2 Beds ⋅ 1 Baths ⋅ 12775145 MLS
Welcome to 4909 N Janssen Ave, Unit 2W! You'll find this bright 2-bedroom, 1-bath condo in a vintage 1930s building in Uptown, on the edge of Andersonville. Relax in the comfy living room or prepare a gourmet meal in your upgraded kitchen. A private balcony with new sliding glass doors off the living area, is perfect for morning coffee or summer evenings. Beyond the living room, you'll find two generous bedrooms with customized closets, a fully renovated bathroom with sparkling tile, and in-unit washer-dryer combo (2019) for your convenience. This condo is equipped with beautiful hardwood floors, new windows, new dishwasher, new refrigerator, a new microwave, filtered water, plus a new HVAC and furnace with humidifier. Lower level building storage keeps bikes and seasonal gear out of the way. Easy access parking (1 spot included) off the alley. The building also has a voice intercom, central AC, a new water heater and is pet-friendly. You'll love the location! You're close to CTA Red Line and bus service, with tons of restaurants, coffee shops, and shopping nearby, plus Chase Park for green space and a short distance to the Lake. A quiet residential block, a well-kept small building, and a true 2-bedroom. Plan your visit today!

4909 N Janssen Avenue Unit #2W, Chicago

929 W Eastwood Avenue Unit #GW, Chicago
$299,500
2 Beds ⋅ 2 Baths ⋅ 12754042 MLS
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

4733 N Kenmore Avenue Unit #4, Chicago
$279,000
2 Beds ⋅ 1 Baths ⋅ 12745173 MLS
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



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