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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.

6 Beds ⋅ 2 Baths ⋅ 12797184 MLS ⋅ ACTIVE Status

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

$650,000

Meticulously appointed duplex down in an intimate six unit building in a prime Andersonville location. Set on a quiet, tree lined street this two bedroom & 2.5 bath unit features high ceilings, hardwood floors, crown molding throughout. The main level offers a spacious living room anchored by a gas fireplace with built-ins on either side that flows in to the sunroom with windows on two sides that provides the perfect spot to relax. The separate dining room is just off the the fully renovated kitchen (2019), featuring two-tone cabinetry, a stone tile backsplash, and upgraded appliances. An office nook just off the kitchen offers a convenient work from home space and leads directly to a large deck. Both bedrooms are located on the main level, including a primary suite with a private en suite featuring dual sinks and a soaking tub. The spacious second bedroom and full hall bath complete the main floor. The lower level adds more living space with a family room, half bath, and laundry room with utility sink. Originally configured with a third bedroom, the lower level was opened up to create additional common living space, offering flexibility for a future owner to reimagine the layout. One exterior parking space is included in the price. Additional highlights include a newer furnace (2023) and a well run self managed association. Enjoy easy access to the lakefront, beaches, shopping, and dining along Clark & Argyle with buses, the Red Line and Lake Shore Drive blocks away. A wonderful blend of character & convenience in one of Chicago's most sought after neighborhoods!

2 Beds ⋅ 3 Baths ⋅ 12781698 MLS ⋅ CONTINGENT Status

Meticulously appointed duplex down in an intimate six unit building in a prime Andersonville location. Set on a quiet, tree lined street this two bedroom & 2.5 bath unit features high ceilings, hardwood floors, crown molding throughout. The main level offers a spacious living room anchored by a gas fireplace with built-ins on either side that flows in to the sunroom with windows on two sides that provides the perfect spot to relax. The separate dining room is just off the the fully renovated kitchen (2019), featuring two-tone cabinetry, a stone tile backsplash, and upgraded appliances. An office nook just off the kitchen offers a convenient work from home space and leads directly to a large deck. Both bedrooms are located on the main level, including a primary suite with a private en suite featuring dual sinks and a soaking tub. The spacious second bedroom and full hall bath complete the main floor. The lower level adds more living space with a family room, half bath, and laundry room with utility sink. Originally configured with a third bedroom, the lower level was opened up to create additional common living space, offering flexibility for a future owner to reimagine the layout. One exterior parking space is included in the price. Additional highlights include a newer furnace (2023) and a well run self managed association. Enjoy easy access to the lakefront, beaches, shopping, and dining along Clark & Argyle with buses, the Red Line and Lake Shore Drive blocks away. A wonderful blend of character & convenience in one of Chicago's most sought after neighborhoods!

1252 W Winona Street Unit #1, Chicago

$385,000

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!

2 Beds ⋅ 1 Baths ⋅ 12775145 MLS ⋅ PENDING Status

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

$1,250,000

ANDERSONVILLE brick 3-flat - turnkey investment property! MOTIVATED SELLER! All three units are classic 2-bedroom, 1-bath layouts featuring spacious kitchens, separate dining rooms, enclosed 3-season sunrooms off the kitchens, and hardwood floors throughout. Newer kitchens and baths. Beautiful backyard with patio and brick 2-car garage. Well-maintained property with numerous updates. Recent improvements include tuckpointing and a new garage roof in 2023, plus a new boiler in 2024. Unfinished basement offers potential for a 1st-floor duplex or new garden apartment through Chicago's ADU program. Don't miss the opportunity to invest in one of Chicago's hottest neighborhoods.

6 Beds ⋅ 3 Baths ⋅ 12774861 MLS ⋅ ACTIVE Status

ANDERSONVILLE brick 3-flat - turnkey investment property! MOTIVATED SELLER! All three units are classic 2-bedroom, 1-bath layouts featuring spacious kitchens, separate dining rooms, enclosed 3-season sunrooms off the kitchens, and hardwood floors throughout. Newer kitchens and baths. Beautiful backyard with patio and brick 2-car garage. Well-maintained property with numerous updates. Recent improvements include tuckpointing and a new garage roof in 2023, plus a new boiler in 2024. Unfinished basement offers potential for a 1st-floor duplex or new garden apartment through Chicago's ADU program. Don't miss the opportunity to invest in one of Chicago's hottest neighborhoods.

1461 W Winona Street, Chicago

$1,250,000

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.

5 Beds ⋅ 4 Baths ⋅ 12761851 MLS ⋅ ACTIVE Status

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

$2,300,000

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.

12755430 MLS ⋅ CONTINGENT 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

$1,050,000

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.

8 Beds ⋅ 3 Baths ⋅ 12754863 MLS ⋅ CLOSED 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

4662 N Winthrop Avenue Unit #1S, Chicago

$599,000

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 ⋅ 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

$325,000

Welcome to Uptown! This oversized 1-bedroom, 1.1-bath corner condo delivers the space, features, and location that are hard to find at this price point. Set within a gated vintage property with beautiful original architectural details and impressive curb appeal, this move-in-ready home includes gated parking, in-unit laundry, central air, a private covered terrace, extra storage, a walk-in closet, and an en-suite primary bath. The expansive, light-filled living space features multiple exposures, abundant windows, crown molding, and plenty of room for a large sectional plus a separate dining area that comfortably seats six. The open-concept chef's kitchen is designed for both everyday living and entertaining, featuring a Viking range/oven, granite countertops and backsplash, natural wood cabinetry, oversized island with seating, and built-in desk/coffee bar area** with potential for a wine fridge or beverage center. A sliding glass door opens directly to the private covered terrace, offering ample space for outdoor seating and grilling. The king-sized primary bedroom provides excellent flexibility for additional dressers, a desk, or work-from-home space, plus a generous walk-in closet. The en-suite primary bathroom features marble tile, dual vanities, and a whirlpool tub. A separate powder room with black hexagon tile and gold accents provides an additional bath rarely found in a one-bedroom condo. Additional features include a **new refrigerator, updated lighting, central A/C, in-unit washer/dryer, excellent interior storage, separate additional storage, and gated parking included in the price**. The association has completed a reserve study/restoration plan and is actively planning for the long-term maintenance of this distinctive vintage property. Pet-friendly and rentals allowed. Outstanding Uptown location near the **Lawrence Red Line station, Green Mill, Aragon Ballroom, Riviera Theatre, Montrose Beach, Foster Beach, Lake Michigan, and Lake Shore Drive, with convenient access to Target, Aldi, Mariano's, Jewel-Osco, restaurants, nightlife, shopping, and public transportation.

1 Beds ⋅ 2 Baths ⋅ 12731410 MLS ⋅ CLOSED Status

Welcome to Uptown! This oversized 1-bedroom, 1.1-bath corner condo delivers the space, features, and location that are hard to find at this price point. Set within a gated vintage property with beautiful original architectural details and impressive curb appeal, this move-in-ready home includes gated parking, in-unit laundry, central air, a private covered terrace, extra storage, a walk-in closet, and an en-suite primary bath. The expansive, light-filled living space features multiple exposures, abundant windows, crown molding, and plenty of room for a large sectional plus a separate dining area that comfortably seats six. The open-concept chef's kitchen is designed for both everyday living and entertaining, featuring a Viking range/oven, granite countertops and backsplash, natural wood cabinetry, oversized island with seating, and built-in desk/coffee bar area** with potential for a wine fridge or beverage center. A sliding glass door opens directly to the private covered terrace, offering ample space for outdoor seating and grilling. The king-sized primary bedroom provides excellent flexibility for additional dressers, a desk, or work-from-home space, plus a generous walk-in closet. The en-suite primary bathroom features marble tile, dual vanities, and a whirlpool tub. A separate powder room with black hexagon tile and gold accents provides an additional bath rarely found in a one-bedroom condo. Additional features include a **new refrigerator, updated lighting, central A/C, in-unit washer/dryer, excellent interior storage, separate additional storage, and gated parking included in the price**. The association has completed a reserve study/restoration plan and is actively planning for the long-term maintenance of this distinctive vintage property. Pet-friendly and rentals allowed. Outstanding Uptown location near the **Lawrence Red Line station, Green Mill, Aragon Ballroom, Riviera Theatre, Montrose Beach, Foster Beach, Lake Michigan, and Lake Shore Drive, with convenient access to Target, Aldi, Mariano's, Jewel-Osco, restaurants, nightlife, shopping, and public transportation.

4834 N Kenmore Avenue Unit #GN, Chicago

$520,000

Nestled on a peaceful, tree-lined street in the heart of vibrant Uptown, 4627 N Kenmore Ave Unit 1E is a duplex condo that effortlessly combines modern style, everyday comfort, and unparalleled convenience. From the moment you step inside, you'll feel the warmth of home in the sun-soaked living area, where oversized windows bathe the space in natural light and a cozy gas fireplace invites you to unwind. The open-concept layout flows seamlessly into the chef's kitchen, a true centerpiece equipped with stainless steel appliances, gleaming granite countertops, rich maple cabinetry, and a spacious island perfect for everything from casual breakfasts to hosting friends and family. The main level is designed to impress, featuring beautiful hardwood floors that stretch throughout, a dedicated dining area ideal for dinner parties, and a charming balcony that's perfect for morning coffee or evening relaxation. A convenient half bath adds to the functionality of this level. Upstairs, the thoughtful design continues. The primary suite is a peaceful retreat, boasting generous closet space and a private ensuite bathroom. The large second bedroom offers endless possibilities, use it as a guest room, a home office, or a creative space to suit your needs. High ceilings throughout the home give it an airy feel, while abundant storage and an in-unit washer/dryer enhance the practicality of daily living. One of the standout features. A parking space is included in the price, an invaluable perk in this bustling neighborhood! Additionally, the property allows rentals, offering flexibility for both homeowners and investors. The building itself is equally impressive, with recent updates ensuring peace of mind for years to come. A full roof replacement was completed in 2020, a new AC unit installed in 2021, and a furnace upgrade in 2018, all signs of a well-cared-for property. Location is everything, and this condo delivers. Just minutes from the Red Line, Target, local parks, Montrose Beach, and the lakefront, you'll have endless options for outdoor fun and city exploration. Add to that Uptown's dynamic dining scene and eclectic shops, and you'll never run out of things to do right in your neighborhood. Whether you're looking for a serene retreat or a home that connects you to the best of Chicago living, this is a rare opportunity you won't want to miss. Schedule your showing today and see firsthand why this duplex condo is truly one of a kind!

2 Beds ⋅ 3 Baths ⋅ 12569327 MLS ⋅ CLOSED Status

Nestled on a peaceful, tree-lined street in the heart of vibrant Uptown, 4627 N Kenmore Ave Unit 1E is a duplex condo that effortlessly combines modern style, everyday comfort, and unparalleled convenience. From the moment you step inside, you'll feel the warmth of home in the sun-soaked living area, where oversized windows bathe the space in natural light and a cozy gas fireplace invites you to unwind. The open-concept layout flows seamlessly into the chef's kitchen, a true centerpiece equipped with stainless steel appliances, gleaming granite countertops, rich maple cabinetry, and a spacious island perfect for everything from casual breakfasts to hosting friends and family. The main level is designed to impress, featuring beautiful hardwood floors that stretch throughout, a dedicated dining area ideal for dinner parties, and a charming balcony that's perfect for morning coffee or evening relaxation. A convenient half bath adds to the functionality of this level. Upstairs, the thoughtful design continues. The primary suite is a peaceful retreat, boasting generous closet space and a private ensuite bathroom. The large second bedroom offers endless possibilities, use it as a guest room, a home office, or a creative space to suit your needs. High ceilings throughout the home give it an airy feel, while abundant storage and an in-unit washer/dryer enhance the practicality of daily living. One of the standout features. A parking space is included in the price, an invaluable perk in this bustling neighborhood! Additionally, the property allows rentals, offering flexibility for both homeowners and investors. The building itself is equally impressive, with recent updates ensuring peace of mind for years to come. A full roof replacement was completed in 2020, a new AC unit installed in 2021, and a furnace upgrade in 2018, all signs of a well-cared-for property. Location is everything, and this condo delivers. Just minutes from the Red Line, Target, local parks, Montrose Beach, and the lakefront, you'll have endless options for outdoor fun and city exploration. Add to that Uptown's dynamic dining scene and eclectic shops, and you'll never run out of things to do right in your neighborhood. Whether you're looking for a serene retreat or a home that connects you to the best of Chicago living, this is a rare opportunity you won't want to miss. Schedule your showing today and see firsthand why this duplex condo is truly one of a kind!

4627 N Kenmore Avenue Unit #1E, Chicago

$725,000

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.

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

$585,000

If you're searching for extraordinary vintage charm and one-of-a-kind character, this spectacular 2000 sq. ft. duplex-down in one of the city's hottest neighborhoods is the one! Rich with timeless architectural details including an original fireplace mantel, stunning crown molding, beamed ceilings, stained glass windows, extra-tall ceilings, and gleaming hardwood floors throughout. The expansive floor plan features an enormous living room, huge separate dining room with beamed ceilings, charming breakfast area off the kitchen, and a an extra family room space on the lower level. The oversized kitchen is incredibley charming and offers beautiful granite countertops, stainless steel appliances, abundant cabinetry, open shelving, under cabinet ligthing, super cool subway tile, an original built-in hutch, and a large separate pantry. All Bedrooms are extra-large and can easily handle king size beds. There are enormous closets throughout the unit, in-unit washer/dryer, central air, extra basement storage, bike storage, parking for two cars, and 3 large private outdoor spaces perfect for entertaining. Sunlight pours through countless windows, creating a warm and inviting atmosphere. Unbeatable location just a half block from Lincoln Park, the lakefront, beaches, bike trails, and bus stops, only two blocks from the new Red Line station, and surrounded by some of the city's hottest restaurants, including Michelin Bib Gourmand and Michelin-starred destinations, the Riviera & AragonTheaters, Green Mill Lounge and a ton of new cafes . An exceptional opportunity to own a truly charming home in one of Chicago's most sought-after neighborhoods. Parking space for 2 cars included in price!

3 Beds ⋅ 2 Baths ⋅ 12648442 MLS ⋅ CLOSED Status

If you're searching for extraordinary vintage charm and one-of-a-kind character, this spectacular 2000 sq. ft. duplex-down in one of the city's hottest neighborhoods is the one! Rich with timeless architectural details including an original fireplace mantel, stunning crown molding, beamed ceilings, stained glass windows, extra-tall ceilings, and gleaming hardwood floors throughout. The expansive floor plan features an enormous living room, huge separate dining room with beamed ceilings, charming breakfast area off the kitchen, and a an extra family room space on the lower level. The oversized kitchen is incredibley charming and offers beautiful granite countertops, stainless steel appliances, abundant cabinetry, open shelving, under cabinet ligthing, super cool subway tile, an original built-in hutch, and a large separate pantry. All Bedrooms are extra-large and can easily handle king size beds. There are enormous closets throughout the unit, in-unit washer/dryer, central air, extra basement storage, bike storage, parking for two cars, and 3 large private outdoor spaces perfect for entertaining. Sunlight pours through countless windows, creating a warm and inviting atmosphere. Unbeatable location just a half block from Lincoln Park, the lakefront, beaches, bike trails, and bus stops, only two blocks from the new Red Line station, and surrounded by some of the city's hottest restaurants, including Michelin Bib Gourmand and Michelin-starred destinations, the Riviera & AragonTheaters, Green Mill Lounge and a ton of new cafes . An exceptional opportunity to own a truly charming home in one of Chicago's most sought-after neighborhoods. Parking space for 2 cars included in price!

817 W Lawrence Avenue Unit #1, Chicago

$535,000

Exceptional design, thoughtful upgrades, and an unbeatable Uptown location converge in this beautifully reimagined 3-bedroom, 2.1-bath townhome. Extensively renovated in 2018, this sophisticated residence offers a seamless blend of modern elegance, functional living, and energy-efficient performance within a gated community just moments from Chicago's lakefront, transit, and neighborhood conveniences. Step inside to discover an expansive open-concept floor plan accentuated by soaring ceilings, rich bamboo flooring, recessed lighting, and an abundance of natural light streaming through updated Low-E windows. Designed with both everyday living and effortless entertaining in mind, the stunning chef's kitchen serves as the centerpiece of the home, featuring stainless steel appliances, a substantial quartz island with seating, and seamless connectivity to the spacious living and dining areas. Every detail has been curated for comfort and longevity. High-efficiency HVAC, brand new furnace, central air conditioning, a whole-house humidifier, and a NEST smart home system provide year-round comfort while maximizing energy efficiency. Upstairs, three generously proportioned bedrooms offer exceptional flexibility, including a spacious primary retreat complete with a large closet and an updated ensuite bath featuring a double vanity and timeless finishes. The partially finished lower level expands the home's versatility, offering the perfect space for a home office, fitness studio, media room, recreation area, or additional storage. A full-size side-by-side washer and dryer further enhance everyday convenience. Outdoor living is equally impressive. A newer composite deck, privacy fencing, and updated front concrete create a rare urban sanctuary ideal for morning coffee, evening gatherings, or simply unwinding outdoors. The home also includes an assigned exterior parking space, with additional zoned street parking available for residents and guests. Professionally managed and exceptionally maintained, the association provides peace of mind with assessments that include exterior maintenance, common insurance, snow removal, scavenger (trash) service, and parking. Water is not included in association fees. With no planned special projects currently pending, homeowners can enjoy confidence in both ownership and future value. Positioned in one of Chicago's most vibrant and connected neighborhoods, residents enjoy immediate access to the CTA Red Line, Metra, multiple bus routes, Montrose Beach, Montrose Dog Beach, Target, Aldi, Jewel-Osco, Walgreens, CVS, neighborhood parks, and an ever-growing collection of restaurants, cafes, and entertainment destinations. Offering the space of a single-family home, the convenience of townhome living, and a location that places the best of Chicago at your doorstep, this exceptional residence presents a rare opportunity to secure a truly move-in-ready home in one of the city's most sought-after neighborhoods.

3 Beds ⋅ 3 Baths ⋅ 12692388 MLS ⋅ CLOSED Status

Exceptional design, thoughtful upgrades, and an unbeatable Uptown location converge in this beautifully reimagined 3-bedroom, 2.1-bath townhome. Extensively renovated in 2018, this sophisticated residence offers a seamless blend of modern elegance, functional living, and energy-efficient performance within a gated community just moments from Chicago's lakefront, transit, and neighborhood conveniences. Step inside to discover an expansive open-concept floor plan accentuated by soaring ceilings, rich bamboo flooring, recessed lighting, and an abundance of natural light streaming through updated Low-E windows. Designed with both everyday living and effortless entertaining in mind, the stunning chef's kitchen serves as the centerpiece of the home, featuring stainless steel appliances, a substantial quartz island with seating, and seamless connectivity to the spacious living and dining areas. Every detail has been curated for comfort and longevity. High-efficiency HVAC, brand new furnace, central air conditioning, a whole-house humidifier, and a NEST smart home system provide year-round comfort while maximizing energy efficiency. Upstairs, three generously proportioned bedrooms offer exceptional flexibility, including a spacious primary retreat complete with a large closet and an updated ensuite bath featuring a double vanity and timeless finishes. The partially finished lower level expands the home's versatility, offering the perfect space for a home office, fitness studio, media room, recreation area, or additional storage. A full-size side-by-side washer and dryer further enhance everyday convenience. Outdoor living is equally impressive. A newer composite deck, privacy fencing, and updated front concrete create a rare urban sanctuary ideal for morning coffee, evening gatherings, or simply unwinding outdoors. The home also includes an assigned exterior parking space, with additional zoned street parking available for residents and guests. Professionally managed and exceptionally maintained, the association provides peace of mind with assessments that include exterior maintenance, common insurance, snow removal, scavenger (trash) service, and parking. Water is not included in association fees. With no planned special projects currently pending, homeowners can enjoy confidence in both ownership and future value. Positioned in one of Chicago's most vibrant and connected neighborhoods, residents enjoy immediate access to the CTA Red Line, Metra, multiple bus routes, Montrose Beach, Montrose Dog Beach, Target, Aldi, Jewel-Osco, Walgreens, CVS, neighborhood parks, and an ever-growing collection of restaurants, cafes, and entertainment destinations. Offering the space of a single-family home, the convenience of townhome living, and a location that places the best of Chicago at your doorstep, this exceptional residence presents a rare opportunity to secure a truly move-in-ready home in one of the city's most sought-after neighborhoods.

4647 N Kenmore Avenue Unit #B, Chicago

$455,000

Your new home awaits! Come see this gorgeous, south-facing, light-abundant top floor condo resting among the halcyon trees of Winona, all within a cozy, quintessential Chicago brick building. This two bedroom, two bath, gut-rehabbed condo is located in the beating heart of Andersonville mixes modern amenities with vintage charm and features coffered ceilings in the living area, hardwood floors throughout, crown moulding, a gas fireplace, central heat and A/C, in-unit laundry, built-in speakers and french doors. The large primary bedroom can easily fit a king sized bed and has its own luxe en-suite bathroom with marble tile throughout. The chef's kitchen features stainless steel GE Profile appliances, cherry cabinets, granite countertops, pendant lighting and an eat-in bar for entertaining, not too much the beautiful and fully finished sun room, which can used as a dining area or make for the perfect home office. Did I mention the fully-private, south-facing balcony? The unit also comes with an extra-large storage space, as well as one outdoor parking spot included in the price. Building is pet-friendly, with PetSmart right around the corner. With just a few steps to the Red Line, Asia on Argyle, the brand-new Timeline Theater, Sun Wah BBQ, Fat Miilk, Bambu Dessert Drinks, Yooyee and all the other shops on Broadway, why would you ever leave the neighborhood?

2 Beds ⋅ 2 Baths ⋅ 12664816 MLS ⋅ CLOSED Status

Your new home awaits! Come see this gorgeous, south-facing, light-abundant top floor condo resting among the halcyon trees of Winona, all within a cozy, quintessential Chicago brick building. This two bedroom, two bath, gut-rehabbed condo is located in the beating heart of Andersonville mixes modern amenities with vintage charm and features coffered ceilings in the living area, hardwood floors throughout, crown moulding, a gas fireplace, central heat and A/C, in-unit laundry, built-in speakers and french doors. The large primary bedroom can easily fit a king sized bed and has its own luxe en-suite bathroom with marble tile throughout. The chef's kitchen features stainless steel GE Profile appliances, cherry cabinets, granite countertops, pendant lighting and an eat-in bar for entertaining, not too much the beautiful and fully finished sun room, which can used as a dining area or make for the perfect home office. Did I mention the fully-private, south-facing balcony? The unit also comes with an extra-large storage space, as well as one outdoor parking spot included in the price. Building is pet-friendly, with PetSmart right around the corner. With just a few steps to the Red Line, Asia on Argyle, the brand-new Timeline Theater, Sun Wah BBQ, Fat Miilk, Bambu Dessert Drinks, Yooyee and all the other shops on Broadway, why would you ever leave the neighborhood?

1322 W Winona Street Unit #3S, Chicago

$260,000

2 Beds ⋅ 2 Baths ⋅ 12667932 MLS ⋅ CLOSED Status

1047 W Leland Avenue Unit #1W, Chicago

$500,000

*Multiple offers received. Highest and best due Monday June 15 2:00.* two-bed plus a sunroom or office. Open floor plan. Top floor with fantastic light and roof rights. Warm, rich, loft-like finishes - extra high ceilings, exposed brick detailing, spiral ductwork, hardwood floors throughout, custom window treatments, updated bath, newer expanded rear deck and parking space included. Well run building with low assessments. Bike room and storage unit. Train to the east, DSLSD on/off nearby as well. Just east of thriving Clark Street which is a conscientious blend of independent shopping, entertainment and support service - a true asset to the area! Enjoy one of the best neighborhoods in the city! Ideal closing date is first week of August - August 7. *Multiple offers received. Highest and best due Monday June 15 2:00.*

2 Beds ⋅ 1 Baths ⋅ 12672123 MLS ⋅ CLOSED Status

*Multiple offers received. Highest and best due Monday June 15 2:00.* two-bed plus a sunroom or office. Open floor plan. Top floor with fantastic light and roof rights. Warm, rich, loft-like finishes - extra high ceilings, exposed brick detailing, spiral ductwork, hardwood floors throughout, custom window treatments, updated bath, newer expanded rear deck and parking space included. Well run building with low assessments. Bike room and storage unit. Train to the east, DSLSD on/off nearby as well. Just east of thriving Clark Street which is a conscientious blend of independent shopping, entertainment and support service - a true asset to the area! Enjoy one of the best neighborhoods in the city! Ideal closing date is first week of August - August 7. *Multiple offers received. Highest and best due Monday June 15 2:00.*

1473 W Foster Avenue Unit #3, Chicago

908 W Sunnyside Avenue Unit #2C, Chicago

$310,000

This 2BR condo with gated private parking sits on a beautiful tree-lined street in a great location just 2 blocks from the Red and purple lines, the lakefront, Montrose Beach, the city's largest public beach, featuring extensive amenities like kayak/volleyball rentals, a dog-friendly beach, scenic bird sanctuary, and track and field. Walk to everything! including restaurants, bars, gyms, Target and Jewel Osco and the new Clarendon Park Community Center. This home has a great split-bedroom floor plan with a very spacious living room with dining area, fireplace and room for a desk, hardwood flooring, kitchen with small table area and good counter space. This unit also comes with a deeded parking space, private storage locker and access to two shared common decks and room for a grill right outside your kitchen door. Monthly assessment includes heat, cable, internet, water and all exterior maintenance. All this in a beautiful, pet-friendly, professionally managed and professionally landscaped, gated courtyard building with dog-run. Rental cap in place and currently, this unit can only be owner-occupied. Currently there is no homeowner's exemption for property taxes, thus property taxes could be reduced once the new owner moves in.

2 Beds ⋅ 1 Baths ⋅ 12674238 MLS ⋅ CLOSED Status

This 2BR condo with gated private parking sits on a beautiful tree-lined street in a great location just 2 blocks from the Red and purple lines, the lakefront, Montrose Beach, the city's largest public beach, featuring extensive amenities like kayak/volleyball rentals, a dog-friendly beach, scenic bird sanctuary, and track and field. Walk to everything! including restaurants, bars, gyms, Target and Jewel Osco and the new Clarendon Park Community Center. This home has a great split-bedroom floor plan with a very spacious living room with dining area, fireplace and room for a desk, hardwood flooring, kitchen with small table area and good counter space. This unit also comes with a deeded parking space, private storage locker and access to two shared common decks and room for a grill right outside your kitchen door. Monthly assessment includes heat, cable, internet, water and all exterior maintenance. All this in a beautiful, pet-friendly, professionally managed and professionally landscaped, gated courtyard building with dog-run. Rental cap in place and currently, this unit can only be owner-occupied. Currently there is no homeowner's exemption for property taxes, thus property taxes could be reduced once the new owner moves in.

908 W Sunnyside Avenue Unit #2C, Chicago

$298,000

Sunny and bright top floor corner home with large windows and unobstructed tree top views! Hardwood floors throughout, nicely updated kitchen and bath, private deck, central air conditioning, and in-unit laundry. Deeded parking space off clean alley on concrete pad with separate PIN is included! Second bedroom is currently used as office/den, flexible space, see pictures (the pink room) and click on 'additional information' for floor plan. Convenient Uptown location, near the lake, shopping, restaurants. 5 blocks to the heart of Andersonville! 2 blocks to the Argyle Red Line EL stop. Intimate 10 unit self managed building with lovely gardens. Tax does not reflect homeowner's exemption, although the home is owner occupied.

2 Beds ⋅ 1 Baths ⋅ 12625999 MLS ⋅ CLOSED Status

Sunny and bright top floor corner home with large windows and unobstructed tree top views! Hardwood floors throughout, nicely updated kitchen and bath, private deck, central air conditioning, and in-unit laundry. Deeded parking space off clean alley on concrete pad with separate PIN is included! Second bedroom is currently used as office/den, flexible space, see pictures (the pink room) and click on 'additional information' for floor plan. Convenient Uptown location, near the lake, shopping, restaurants. 5 blocks to the heart of Andersonville! 2 blocks to the Argyle Red Line EL stop. Intimate 10 unit self managed building with lovely gardens. Tax does not reflect homeowner's exemption, although the home is owner occupied.

1234 W Argyle Street Unit #3F, Chicago

$525,100

Feast your eyes on this beautifully updated, top-floor 2 bed / 2 bath, the perfect blend of vintage charm and modern convenience in the heart of Uptown. Flooded with natural light, the home features refinished hardwood floors, a spacious living room with a wood-burning fireplace, and an inviting sunroom ideal for a home office or reading nook. The open-concept kitchen is equipped with granite countertops, stainless steel appliances, and a breakfast bar, flowing seamlessly into a separate dining area-perfect for entertaining. The generous primary suite includes an ensuite bath and there is a rear deck ideal for grilling and enjoying those Chicago summers. Additional highlights include in-unit laundry, central air, and garage parking. Ideally located steps from Clarendon Park, the lakefront, CTA Red Line, and vibrant neighborhood dining and retail.

2 Beds ⋅ 2 Baths ⋅ 12616084 MLS ⋅ CLOSED Status ⋅ Sunnyside Place Condominiums BLDG.

Feast your eyes on this beautifully updated, top-floor 2 bed / 2 bath, the perfect blend of vintage charm and modern convenience in the heart of Uptown. Flooded with natural light, the home features refinished hardwood floors, a spacious living room with a wood-burning fireplace, and an inviting sunroom ideal for a home office or reading nook. The open-concept kitchen is equipped with granite countertops, stainless steel appliances, and a breakfast bar, flowing seamlessly into a separate dining area-perfect for entertaining. The generous primary suite includes an ensuite bath and there is a rear deck ideal for grilling and enjoying those Chicago summers. Additional highlights include in-unit laundry, central air, and garage parking. Ideally located steps from Clarendon Park, the lakefront, CTA Red Line, and vibrant neighborhood dining and retail.

824 W Sunnyside Avenue Unit #3, Chicago

$1,250,000

**** MULTIPLE OFFERS HAVE BEEN RECEIVED, BEST AND FINAL DUE BY 8P SUNDAY**** Step into perfection in this extraordinary Andersonville duplex, where every detail has been thoughtfully designed and beautifully executed. This all-brick custom residence sits on an oversized 33-foot lot, allowing for an impressive 24-foot-wide interior rarely found in the city. The gracious main level offers exceptional flow with formal living and dining spaces, plus a welcoming family room, creating the ideal layout for both elegant entertaining and effortless daily living. At the heart of the home, the chef's kitchen is a true showpiece, featuring a 10+ foot island, butler's pantry, and refined finishes curated for those who love to cook, gather, and host. Multiple outdoor spaces elevate the experience even further, including front and rear terraces with direct access to the private garage roof deck, complete with gas & water for seamless indoor-outdoor living all season long. Custom Sonos system with dynamic in ceiling speakers in the home. A dramatic, well-positioned staircase leads to the private bedroom level below, where 9+ foot ceilings and radiant heated floors create warmth and comfort throughout. The stunning primary suite is a true retreat, offering a 14x7 walk-in closet, meditation area, spa bath with double vanity, and oversized steam shower. Three additional bedrooms, one currently configured as an office, and another full bath provide lifestyle flexibility. With its scale, finish level, and lifestyle appeal, this home gives upper-bracket custom single-family living a serious run for its money. Professionally landscaped front and rear yards are maintained seasonally, while the self-managed association keeps overhead low and maintenance a priority. One garage space included. All just moments from Andersonville favorites, Rogers Park Montessori, the Waldorf School, the Red Line, and the lake.

4 Beds ⋅ 3 Baths ⋅ 12614166 MLS ⋅ CLOSED Status

**** MULTIPLE OFFERS HAVE BEEN RECEIVED, BEST AND FINAL DUE BY 8P SUNDAY**** Step into perfection in this extraordinary Andersonville duplex, where every detail has been thoughtfully designed and beautifully executed. This all-brick custom residence sits on an oversized 33-foot lot, allowing for an impressive 24-foot-wide interior rarely found in the city. The gracious main level offers exceptional flow with formal living and dining spaces, plus a welcoming family room, creating the ideal layout for both elegant entertaining and effortless daily living. At the heart of the home, the chef's kitchen is a true showpiece, featuring a 10+ foot island, butler's pantry, and refined finishes curated for those who love to cook, gather, and host. Multiple outdoor spaces elevate the experience even further, including front and rear terraces with direct access to the private garage roof deck, complete with gas & water for seamless indoor-outdoor living all season long. Custom Sonos system with dynamic in ceiling speakers in the home. A dramatic, well-positioned staircase leads to the private bedroom level below, where 9+ foot ceilings and radiant heated floors create warmth and comfort throughout. The stunning primary suite is a true retreat, offering a 14x7 walk-in closet, meditation area, spa bath with double vanity, and oversized steam shower. Three additional bedrooms, one currently configured as an office, and another full bath provide lifestyle flexibility. With its scale, finish level, and lifestyle appeal, this home gives upper-bracket custom single-family living a serious run for its money. Professionally landscaped front and rear yards are maintained seasonally, while the self-managed association keeps overhead low and maintenance a priority. One garage space included. All just moments from Andersonville favorites, Rogers Park Montessori, the Waldorf School, the Red Line, and the lake.

1448 W Carmen Avenue Unit #1, Chicago

$1,226,000

Turnkey, classic Andersonville greystone offering three legal units on a wide lot. All units feature open-concept kitchens and granite baths. Bright and sunny throughout with high ceilings, hardwood floors, and gas-forced air heat. Extensive capital improvements include 2022 renovation of garden unit (new flooring, appliances, paint, etc.) New windows in 1st and 2nd floor units, refreshed common areas and 2nd floor main living spaces. The property also offers a landscaped, private fenced yard. Located on a quiet, tree-lined street just steps from Andersonville's dining and shopping district, Foster Beach, the Red Line, and Metra. Great opportunity for an investor or live-in owner in a prime location.

8 Beds ⋅ 3 Baths ⋅ 12602618 MLS ⋅ CLOSED Status

Turnkey, classic Andersonville greystone offering three legal units on a wide lot. All units feature open-concept kitchens and granite baths. Bright and sunny throughout with high ceilings, hardwood floors, and gas-forced air heat. Extensive capital improvements include 2022 renovation of garden unit (new flooring, appliances, paint, etc.) New windows in 1st and 2nd floor units, refreshed common areas and 2nd floor main living spaces. The property also offers a landscaped, private fenced yard. Located on a quiet, tree-lined street just steps from Andersonville's dining and shopping district, Foster Beach, the Red Line, and Metra. Great opportunity for an investor or live-in owner in a prime location.

1427 W Winona Street, Chicago

$475,000

Spacious Vintage Condo in Prime Location! Step into this charming vintage 3-bedroom, 2-bath home offering generous living space and timeless character. The oversized living/dining room flows seamlessly into a large kitchen and an additional sunroom-perfect for a home office, reading nook, or extra lounge space. The renovated kitchen (2022) features new countertops, backsplash, cabinetry, and black stainless steel appliances. Both bathrooms have been tastefully refreshed with brand-new counters, sinks, faucets, and backsplash. Updated overhead lighting enhances the entry, living room, hallway, office, and two bedrooms. Recent mechanical updates include a new hot water heater, furnace, and air conditioning condenser (2024), along with an in-unit washer and dryer (2022). The building completed a full roof repair in 2016. Additional features include a private storage cage, bike storage, and access to approximately 1,200 sq ft of shared basement space. Enjoy outdoor living in the beautifully maintained yard with patio, lighting, and seating-ideal for relaxing or entertaining. Perfectly located just 1/2 mile from iconic venues like the Green Mill Cocktail Lounge, Aragon Ballroom, and Riviera Theatre. Outdoor enthusiasts will love the quick access to Montrose Beach and the 18-mile lakefront trail. The gracious sellers are offering to cover one year of parking at the Weiss parking garage! Fantastic space, unbeatable location-don't miss this opportunity!

3 Beds ⋅ 2 Baths ⋅ 12598298 MLS ⋅ CLOSED Status

Spacious Vintage Condo in Prime Location! Step into this charming vintage 3-bedroom, 2-bath home offering generous living space and timeless character. The oversized living/dining room flows seamlessly into a large kitchen and an additional sunroom-perfect for a home office, reading nook, or extra lounge space. The renovated kitchen (2022) features new countertops, backsplash, cabinetry, and black stainless steel appliances. Both bathrooms have been tastefully refreshed with brand-new counters, sinks, faucets, and backsplash. Updated overhead lighting enhances the entry, living room, hallway, office, and two bedrooms. Recent mechanical updates include a new hot water heater, furnace, and air conditioning condenser (2024), along with an in-unit washer and dryer (2022). The building completed a full roof repair in 2016. Additional features include a private storage cage, bike storage, and access to approximately 1,200 sq ft of shared basement space. Enjoy outdoor living in the beautifully maintained yard with patio, lighting, and seating-ideal for relaxing or entertaining. Perfectly located just 1/2 mile from iconic venues like the Green Mill Cocktail Lounge, Aragon Ballroom, and Riviera Theatre. Outdoor enthusiasts will love the quick access to Montrose Beach and the 18-mile lakefront trail. The gracious sellers are offering to cover one year of parking at the Weiss parking garage! Fantastic space, unbeatable location-don't miss this opportunity!

829 W Lakeside Place Unit #1W, Chicago

$744,900

Welcome to this beautifully updated 4-bedroom, 3-bath duplex-down in the heart of Uptown, offering the space and comfort of a single-family home with approximately 2,500 sq. ft. of living space. Step inside to soaring ceilings, crown molding, and abundant natural light throughout the main level. Newly refinished hardwood floors lead to a spacious living and dining area centered around one of two cozy fireplaces, creating a warm and inviting atmosphere. The updated kitchen features granite countertops, stainless steel appliances, and a large island-perfect for everyday living or entertaining. The king-size primary suite offers a true retreat with three custom closets and a spa-inspired ensuite bath featuring marble finishes, a jetted soaking tub, and a steam-shower cabin. The expansive lower level provides exceptional living space with floor-to-ceiling windows, a large family room with a second fireplace, and a bar center ideal for gatherings. A private front patio extends the living space outdoors. Additional highlights include: large private deck with gas line for grilling, garage parking plus additional exterior parking space, ample storage with 10+ closets, dedicated exterior storage room (approx. 4' x 14'), large laundry room, two mailboxes - ideal for home office or business use. This highly desirable duplex-down layout offers generous space, beautiful finishes, and an unbeatable location near the lake and transit. Enjoy living steps from Uptown's vibrant dining and entertainment scene, including performances at the iconic Aragon Ballroom and Riviera Theatre, and live jazz at the legendary Green Mill Lounge. Everyday conveniences like Target, JewelOsco, and ALDI are just blocks away.

4 Beds ⋅ 3 Baths ⋅ 12593507 MLS ⋅ CLOSED Status

Welcome to this beautifully updated 4-bedroom, 3-bath duplex-down in the heart of Uptown, offering the space and comfort of a single-family home with approximately 2,500 sq. ft. of living space. Step inside to soaring ceilings, crown molding, and abundant natural light throughout the main level. Newly refinished hardwood floors lead to a spacious living and dining area centered around one of two cozy fireplaces, creating a warm and inviting atmosphere. The updated kitchen features granite countertops, stainless steel appliances, and a large island-perfect for everyday living or entertaining. The king-size primary suite offers a true retreat with three custom closets and a spa-inspired ensuite bath featuring marble finishes, a jetted soaking tub, and a steam-shower cabin. The expansive lower level provides exceptional living space with floor-to-ceiling windows, a large family room with a second fireplace, and a bar center ideal for gatherings. A private front patio extends the living space outdoors. Additional highlights include: large private deck with gas line for grilling, garage parking plus additional exterior parking space, ample storage with 10+ closets, dedicated exterior storage room (approx. 4' x 14'), large laundry room, two mailboxes - ideal for home office or business use. This highly desirable duplex-down layout offers generous space, beautiful finishes, and an unbeatable location near the lake and transit. Enjoy living steps from Uptown's vibrant dining and entertainment scene, including performances at the iconic Aragon Ballroom and Riviera Theatre, and live jazz at the legendary Green Mill Lounge. Everyday conveniences like Target, JewelOsco, and ALDI are just blocks away.

5021 N Kenmore Avenue Unit #1N, Chicago

$790,000

4 Beds ⋅ 3 Baths ⋅ 12551211 MLS ⋅ CLOSED Status

Chicago

$550,000

Spacious 3 bed, 2.5 bath duplex-down condo in Uptown Chicago. Offering the perfect blend of comfort, style, and city convenience. This thoughtfully designed home features two levels of living space, a spacious main floor with abundant natural light, and a modern kitchen ideal for entertaining. The lower level provides additional living space perfect for a family room, office, or guest suite. Enjoy generous bedrooms, some updated finishes, heated kitchen floors and easy access to Uptown's vibrant dining, nightlife, parks, and lakefront. A great opportunity for city living with room to spread out.

3 Beds ⋅ 3 Baths ⋅ 12587714 MLS ⋅ CLOSED Status

Spacious 3 bed, 2.5 bath duplex-down condo in Uptown Chicago. Offering the perfect blend of comfort, style, and city convenience. This thoughtfully designed home features two levels of living space, a spacious main floor with abundant natural light, and a modern kitchen ideal for entertaining. The lower level provides additional living space perfect for a family room, office, or guest suite. Enjoy generous bedrooms, some updated finishes, heated kitchen floors and easy access to Uptown's vibrant dining, nightlife, parks, and lakefront. A great opportunity for city living with room to spread out.

4626 N Kenmore Avenue Unit #1N, Chicago

$482,000

Rare two-story townhome in the heart of Uptown offering three levels of living. This bright home features all new fresh paint throughout, an updated kitchen with new cabinetry and newer appliances. Three spacious bedrooms are located on the second level. The full, large unfinished basement offers excellent expansion potential for additional living space. Private backyard, detached two-car garage, and two additional parking spaces included. One of only two townhomes in this development with no association fees. Great layout, outdoor space, and room to grow. A must see!

3 Beds ⋅ 2 Baths ⋅ 12568947 MLS ⋅ CLOSED Status

Rare two-story townhome in the heart of Uptown offering three levels of living. This bright home features all new fresh paint throughout, an updated kitchen with new cabinetry and newer appliances. Three spacious bedrooms are located on the second level. The full, large unfinished basement offers excellent expansion potential for additional living space. Private backyard, detached two-car garage, and two additional parking spaces included. One of only two townhomes in this development with no association fees. Great layout, outdoor space, and room to grow. A must see!

4933 N Kenmore Avenue, Chicago

4933 N Winthrop Avenue Unit #1N, Chicago

$770,000

Exquisite 3-bedroom, 3-bath duplex-down residence in the heart of Uptown with a rare private two-car garage. This expansive unit lives like a single-family home and showcases inlaid hardwood floors, crown molding throughout, two fireplaces, and soaring ceilings on both levels. Exceptional natural light fills the space with desirable north, west, and east exposures. The main level is designed for everyday living and effortless entertaining, with generous living and dining areas that flow seamlessly into the thoughtfully designed chef's kitchen which features rich cherry cabinetry, granite countertops, brand new premium stainless-steel appliances, and an expansive island. The serene, main level primary suite easily accommodates a king-size bed and offers a newly renovated spa-inspired ensuite bath with luxurious marble finishes, a whirlpool soaking tub, and a custom new separate glass-enclosed shower. A second bedroom, newly updated full bath, and private deck complete the main level. The lower level provides an ideal extension of the home with a spacious family room with wet bar and wine cooler, large third bedroom, recently updated full bath, laundry room, discreet under-stairs storage, private storage room, and outdoor access. Set on a quiet, tree-lined stretch of Winthrop Avenue, this home is just steps from the brand new Argyle Red Line Station, providing modern, accessible transit and quick access downtown and across the city. Enjoy easy walks to Foster Beach, Margate Park, and the lakefront trail as well as nearby dining, shopping, and entertainment in Uptown and Andersonville.

3 Beds ⋅ 3 Baths ⋅ 12562722 MLS ⋅ CLOSED Status

Exquisite 3-bedroom, 3-bath duplex-down residence in the heart of Uptown with a rare private two-car garage. This expansive unit lives like a single-family home and showcases inlaid hardwood floors, crown molding throughout, two fireplaces, and soaring ceilings on both levels. Exceptional natural light fills the space with desirable north, west, and east exposures. The main level is designed for everyday living and effortless entertaining, with generous living and dining areas that flow seamlessly into the thoughtfully designed chef's kitchen which features rich cherry cabinetry, granite countertops, brand new premium stainless-steel appliances, and an expansive island. The serene, main level primary suite easily accommodates a king-size bed and offers a newly renovated spa-inspired ensuite bath with luxurious marble finishes, a whirlpool soaking tub, and a custom new separate glass-enclosed shower. A second bedroom, newly updated full bath, and private deck complete the main level. The lower level provides an ideal extension of the home with a spacious family room with wet bar and wine cooler, large third bedroom, recently updated full bath, laundry room, discreet under-stairs storage, private storage room, and outdoor access. Set on a quiet, tree-lined stretch of Winthrop Avenue, this home is just steps from the brand new Argyle Red Line Station, providing modern, accessible transit and quick access downtown and across the city. Enjoy easy walks to Foster Beach, Margate Park, and the lakefront trail as well as nearby dining, shopping, and entertainment in Uptown and Andersonville.

4933 N Winthrop Avenue Unit #1N, Chicago

$1,710,000

***MULTIPLE OFFERS RECEIVED. HIGHEST AND BEST CALLED FOR BY MONDAY, JANUARY 19TH @ 12 NOON. NO ESCALATION CLAUSES OR LOVE LETTERS.*** Tucked away on a quiet tree-lined street is this classic Chicago Greystone set on an exceptionally rare 40' x 150' lot. Renovated in 2018 and thoughtfully enhanced in 2022, the home blends turn-of-the-century character with modern comfort. Between the wide lot offering a generous setback from neighbors on both sides, and large windows in every room, the entire home is filled with an abundance of natural light, while hardwood floors and high ceilings add to the home's vibrance and charm. A professionally landscaped front yard leads into a gracious foyer and a flowing main level with a formal living room anchored by a gas fireplace, a gracious formal dining area, and a high-end kitchen featuring stainless steel appliances (Wolf range, Sub-Zero refrigerator), quartz countertops, an island with bar seating, and a nook for an eat-in area. Beyond the kitchen is an oversized family room opening to a steel back deck overlooking perennial prairie gardens and raised vegetable beds. A powder room, built-in pantry storage, and full laundry room complete this level. Atop the sweeping staircase, the second floor offers four spacious bedrooms and three full baths. The sun-drenched south-facing primary suite features a gorgeous window bay, walk-in closet, and spa-inspired bath with dual vanities, soaking tub, full height pull-out storage cabinet, and a walk-in shower. The three other bedrooms on this level enjoy abundant natural light, optimized storage, and hardwood floors, plus a second laundry hookup conveniently located in a hallway closet. The fully finished lower level was repurposed and remodeled in 2022, and is accessed via its own private entrance. This space functions as a flexible 2-bedroom, 1-bath suite with a private entrance, full kitchen, laundry, heated bathroom floors, and bright, comfortable living spaces-ideal for guests, multi-generational living, work-from-home/home business space, additional household support, or supplementary income. The staircase down to the basement from the main level has potential to be re-installed by the new owner--ask agent for details! With no alley behind the property, the backyard lives like a private urban sanctuary-an expansive, sunny retreat to host unforgettable evenings with family and friends. Own this home with peace of mind, knowing the current owners have poured over $450,000 into enhancing the home's efficiency, longevity, and eco-friendliness--an Improvement List can be provided upon request! Andersonville was rated as "America's Coolest Neighborhood" in 2021 by TimeOut, and this block of Carmen encapsulates the best of Uptown/Andersonville living--small town charm with big city conveniences, and a lively block club (Winona Foster Carmen Winnemac, "WFCW"). Nestled between the Broadway and Clark Street corridors, this area offers effortless walkability and access to beloved grocery stores (Jewel-Osco and Marianos are closest), gyms, coffee shops, boutique galleries, dining, nightlife and entertainment. Just around the corner is Asia on Argyle (home to the summer Argyle Night Market and incredible Asian cuisine options), historic Green Mill Tavern Jazz Club, Aragon Ballroom, and the Riviera Theatre. Equidistant to the Argyle and Berwyn CTA Red Line Stations, as well as CTA buses on Broadway, Clark Street and Foster Avenue. For those who enjoy spending summers at Lake Michigan, Foster Beach, Saddle & Cycle Club, and the Lakefront Trail are just 5 blocks away! Carmen Park playground is a few doors down, and many school options abound including McCutcheon, Chicago Montessori, Rogers Park Montessori, Sacred Heart, and Waldorf School.

6 Beds ⋅ 5 Baths ⋅ 12521948 MLS ⋅ CLOSED Status

***MULTIPLE OFFERS RECEIVED. HIGHEST AND BEST CALLED FOR BY MONDAY, JANUARY 19TH @ 12 NOON. NO ESCALATION CLAUSES OR LOVE LETTERS.*** Tucked away on a quiet tree-lined street is this classic Chicago Greystone set on an exceptionally rare 40' x 150' lot. Renovated in 2018 and thoughtfully enhanced in 2022, the home blends turn-of-the-century character with modern comfort. Between the wide lot offering a generous setback from neighbors on both sides, and large windows in every room, the entire home is filled with an abundance of natural light, while hardwood floors and high ceilings add to the home's vibrance and charm. A professionally landscaped front yard leads into a gracious foyer and a flowing main level with a formal living room anchored by a gas fireplace, a gracious formal dining area, and a high-end kitchen featuring stainless steel appliances (Wolf range, Sub-Zero refrigerator), quartz countertops, an island with bar seating, and a nook for an eat-in area. Beyond the kitchen is an oversized family room opening to a steel back deck overlooking perennial prairie gardens and raised vegetable beds. A powder room, built-in pantry storage, and full laundry room complete this level. Atop the sweeping staircase, the second floor offers four spacious bedrooms and three full baths. The sun-drenched south-facing primary suite features a gorgeous window bay, walk-in closet, and spa-inspired bath with dual vanities, soaking tub, full height pull-out storage cabinet, and a walk-in shower. The three other bedrooms on this level enjoy abundant natural light, optimized storage, and hardwood floors, plus a second laundry hookup conveniently located in a hallway closet. The fully finished lower level was repurposed and remodeled in 2022, and is accessed via its own private entrance. This space functions as a flexible 2-bedroom, 1-bath suite with a private entrance, full kitchen, laundry, heated bathroom floors, and bright, comfortable living spaces-ideal for guests, multi-generational living, work-from-home/home business space, additional household support, or supplementary income. The staircase down to the basement from the main level has potential to be re-installed by the new owner--ask agent for details! With no alley behind the property, the backyard lives like a private urban sanctuary-an expansive, sunny retreat to host unforgettable evenings with family and friends. Own this home with peace of mind, knowing the current owners have poured over $450,000 into enhancing the home's efficiency, longevity, and eco-friendliness--an Improvement List can be provided upon request! Andersonville was rated as "America's Coolest Neighborhood" in 2021 by TimeOut, and this block of Carmen encapsulates the best of Uptown/Andersonville living--small town charm with big city conveniences, and a lively block club (Winona Foster Carmen Winnemac, "WFCW"). Nestled between the Broadway and Clark Street corridors, this area offers effortless walkability and access to beloved grocery stores (Jewel-Osco and Marianos are closest), gyms, coffee shops, boutique galleries, dining, nightlife and entertainment. Just around the corner is Asia on Argyle (home to the summer Argyle Night Market and incredible Asian cuisine options), historic Green Mill Tavern Jazz Club, Aragon Ballroom, and the Riviera Theatre. Equidistant to the Argyle and Berwyn CTA Red Line Stations, as well as CTA buses on Broadway, Clark Street and Foster Avenue. For those who enjoy spending summers at Lake Michigan, Foster Beach, Saddle & Cycle Club, and the Lakefront Trail are just 5 blocks away! Carmen Park playground is a few doors down, and many school options abound including McCutcheon, Chicago Montessori, Rogers Park Montessori, Sacred Heart, and Waldorf School.

1252 W Carmen Avenue, Chicago

$1,425,000

Meticulously maintained and built in 2008, this stunning Andersonville residence blends luxury, space, and an unbeatable location. Inside, you'll find walnut floors throughout, a chef's kitchen with rich walnut cabinetry, stainless steel appliances, honed granite countertops, a spacious island, and an oversized walk-in pantry-perfect for entertaining or everyday living. The sun-drenched interior features soaring ceilings and oversized windows on every level. The second floor offers three generously sized bedrooms, including a luxurious primary suite with a spa-like marble bath featuring a steam shower, rain shower head, whirlpool tub, and custom-built closets. A second-floor laundry room adds everyday convenience. The lower level expands your living space with an additional bedroom and full bath featuring double sinks and a tub-ideal for guests or extended family. There's also a spacious bonus room complete with a dry bar and beverage center, plus radiant heated floors and a second laundry area. Modern comforts abound: dual-zoned HVAC, gas fireplace, surround sound wiring, and recent updates including new roof, tuckpointing, and parapet (2024), chimney recapped and sealed (2024), and newer furnaces (2023). Outdoor living is just as impressive with a private roof deck featuring composite decking, a landscaped backyard with newer paver patio, and an attached 2-car garage with a radiant heated driveway. All of this in a prime Andersonville location, just half a block from Clark Street's vibrant shops and restaurants, close to the CTA, El, Metra, Mariano's, parks, and only 3/4 mile to the lake.

3 Beds ⋅ 4 Baths ⋅ 12543415 MLS ⋅ CLOSED Status

Meticulously maintained and built in 2008, this stunning Andersonville residence blends luxury, space, and an unbeatable location. Inside, you'll find walnut floors throughout, a chef's kitchen with rich walnut cabinetry, stainless steel appliances, honed granite countertops, a spacious island, and an oversized walk-in pantry-perfect for entertaining or everyday living. The sun-drenched interior features soaring ceilings and oversized windows on every level. The second floor offers three generously sized bedrooms, including a luxurious primary suite with a spa-like marble bath featuring a steam shower, rain shower head, whirlpool tub, and custom-built closets. A second-floor laundry room adds everyday convenience. The lower level expands your living space with an additional bedroom and full bath featuring double sinks and a tub-ideal for guests or extended family. There's also a spacious bonus room complete with a dry bar and beverage center, plus radiant heated floors and a second laundry area. Modern comforts abound: dual-zoned HVAC, gas fireplace, surround sound wiring, and recent updates including new roof, tuckpointing, and parapet (2024), chimney recapped and sealed (2024), and newer furnaces (2023). Outdoor living is just as impressive with a private roof deck featuring composite decking, a landscaped backyard with newer paver patio, and an attached 2-car garage with a radiant heated driveway. All of this in a prime Andersonville location, just half a block from Clark Street's vibrant shops and restaurants, close to the CTA, El, Metra, Mariano's, parks, and only 3/4 mile to the lake.

1433 W Winnemac Avenue, Chicago

$1,600,000

12437850 MLS ⋅ CLOSED Status

Chicago

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