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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.

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

$749,900

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!

3 Beds ⋅ 3 Baths ⋅ 12773162 MLS

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

$524,900

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.

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

$470,000

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.

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

$299,500

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.

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

$279,000

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.

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

4662 N Winthrop Avenue Unit #1S, Chicago

$615,000

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!

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

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!

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