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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 ⋅ CLOSED 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

$360,000

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 ⋅ CLOSED 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

$240,000

BEST AND FINAL DUE MONDAY AT 3PM. - Recently rehabbed Andersonville 1 Bedroom Penthouse on a tree-lined one-way street. East-facing light-filled home with modern open floor plan with generous room dimensions and vintage charm. Open kitchen with beautiful cherry cabinets, granite countertops, and stainless steel appliances. Marble bathroom, private deck off living room, common deck off kitchen, in-unit washer and dryer, and large extra storage room. 7 min walk to public transit and blocks away from everything Andersonville has to offer. Street parking and off-site rental options are available. Roof recoated in 2025, new butterfly entrance system, furnace and AC from 2024, laundry 2021. HOA 287. Tax 4036.30. Built in 1927 and fully gutted in 2004. Rentals allowed-rental cap of 4 units-currently 3 rented. Must live in the unit for 1 year before renting. 40k in reserves - no specials planned

1 Beds ⋅ 1 Baths ⋅ 12763794 MLS ⋅ CLOSED Status

BEST AND FINAL DUE MONDAY AT 3PM. - Recently rehabbed Andersonville 1 Bedroom Penthouse on a tree-lined one-way street. East-facing light-filled home with modern open floor plan with generous room dimensions and vintage charm. Open kitchen with beautiful cherry cabinets, granite countertops, and stainless steel appliances. Marble bathroom, private deck off living room, common deck off kitchen, in-unit washer and dryer, and large extra storage room. 7 min walk to public transit and blocks away from everything Andersonville has to offer. Street parking and off-site rental options are available. Roof recoated in 2025, new butterfly entrance system, furnace and AC from 2024, laundry 2021. HOA 287. Tax 4036.30. Built in 1927 and fully gutted in 2004. Rentals allowed-rental cap of 4 units-currently 3 rented. Must live in the unit for 1 year before renting. 40k in reserves - no specials planned

1258 W Winona Street Unit #4B, Chicago

$689,000

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

2 Beds ⋅ 2 Baths ⋅ 12710094 MLS ⋅ CLOSED Status

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

927 W Agatite Avenue Unit #3S, Chicago

$550,000

Beautifully updated, bright, corner 2 bedroom, 2 bath condo in fantastic Uptown location! Boutique elevator building that is steps to the Red Line, Lake Shore Drive and the lakefront parks and trails. Fantastic layout with a large, open main living space with room for comfortable living room, dining room and flex space, with a HUGE 900sqft deck right outside! The kitchen was fully updated and features new cabinets, quartz counters, stainless steel appliances and wine fridge. The primary bedroom has its own en-suite bath and walk-in closet. The bath is highlighted by double vanity, upgraded stone tiles and counter, and beautiful shower. The second bedroom and guest bath are just down the hall, so each area feels separate. Other features of this great space are new wood floors throughout, in-unit laundry and a cozy, gas fireplace! The building includes a common roof deck, storage, and butterfly security/access system. One garage parking space is included. Tons of food, grocery, and entertainment options are right outside the front door! Offer deadline Monday, August 24, 1:00pm.

2 Beds ⋅ 2 Baths ⋅ 12737097 MLS ⋅ CLOSED Status

Beautifully updated, bright, corner 2 bedroom, 2 bath condo in fantastic Uptown location! Boutique elevator building that is steps to the Red Line, Lake Shore Drive and the lakefront parks and trails. Fantastic layout with a large, open main living space with room for comfortable living room, dining room and flex space, with a HUGE 900sqft deck right outside! The kitchen was fully updated and features new cabinets, quartz counters, stainless steel appliances and wine fridge. The primary bedroom has its own en-suite bath and walk-in closet. The bath is highlighted by double vanity, upgraded stone tiles and counter, and beautiful shower. The second bedroom and guest bath are just down the hall, so each area feels separate. Other features of this great space are new wood floors throughout, in-unit laundry and a cozy, gas fireplace! The building includes a common roof deck, storage, and butterfly security/access system. One garage parking space is included. Tons of food, grocery, and entertainment options are right outside the front door! Offer deadline Monday, August 24, 1:00pm.

4700 N Kenmore Avenue Unit #2A, Chicago

1321 W Winnemac Avenue Unit #2E, Chicago

$660,000

Welcome to this gorgeous Andersonville 2 bedroom + office, 2 bathroom condo that is beautifully maintained and truly move-in ready! Located in a classic vintage Chicago building that was gut-rehabbed in 2006, this home blends timeless character with high-quality modern finishes throughout. The spacious open floor plan is ideal for both everyday living and entertaining, featuring a large living room with a gas fireplace framed by custom built-ins. Elegant details throughout include coffered ceilings, exposed brick, and beautiful hardwood floors. The bright and inviting sunroom provides an additional living space with walls of windows offering abundant natural light and beautiful treetop views. The well-appointed kitchen features 42" wood cabinetry, upgraded stainless steel appliances, and generous counter space. The spacious primary suite offers a gorgeous en-suite bathroom with a deep soaking tub, separate shower, dual vanities & radiant heated flooring. A standout feature of this home is the dedicated built-in office, thoughtfully designed to maximize space and filled with natural light from patio doors that open directly to your private deck-perfect for working from home or enjoying a quiet morning outdoors. A separate laundry room and pantry provide excellent additional storage and garage parking is included in the price. Enjoy everything Andersonville has to offer right outside your door with an incredible selection of restaurants, shopping, nightlife and entertainment nearby - including Bar Roma, The Magic Lounge, Hopleaf, Tala House and countless other neighborhood favorites. You're also just minutes from the restaurants and shops along Argyle Street. Convenient access to public transportation, including the Red Line and the Metra, makes commuting easy, while the lakefront, parks, beaches and miles of walking and biking trails are less than a mile away. Beautifully updated, thoughtfully designed and surrounded by everything that makes Andersonville special-this is a home that truly has it all!

2 Beds ⋅ 2 Baths ⋅ 12766694 MLS ⋅ CLOSED Status

Welcome to this gorgeous Andersonville 2 bedroom + office, 2 bathroom condo that is beautifully maintained and truly move-in ready! Located in a classic vintage Chicago building that was gut-rehabbed in 2006, this home blends timeless character with high-quality modern finishes throughout. The spacious open floor plan is ideal for both everyday living and entertaining, featuring a large living room with a gas fireplace framed by custom built-ins. Elegant details throughout include coffered ceilings, exposed brick, and beautiful hardwood floors. The bright and inviting sunroom provides an additional living space with walls of windows offering abundant natural light and beautiful treetop views. The well-appointed kitchen features 42" wood cabinetry, upgraded stainless steel appliances, and generous counter space. The spacious primary suite offers a gorgeous en-suite bathroom with a deep soaking tub, separate shower, dual vanities & radiant heated flooring. A standout feature of this home is the dedicated built-in office, thoughtfully designed to maximize space and filled with natural light from patio doors that open directly to your private deck-perfect for working from home or enjoying a quiet morning outdoors. A separate laundry room and pantry provide excellent additional storage and garage parking is included in the price. Enjoy everything Andersonville has to offer right outside your door with an incredible selection of restaurants, shopping, nightlife and entertainment nearby - including Bar Roma, The Magic Lounge, Hopleaf, Tala House and countless other neighborhood favorites. You're also just minutes from the restaurants and shops along Argyle Street. Convenient access to public transportation, including the Red Line and the Metra, makes commuting easy, while the lakefront, parks, beaches and miles of walking and biking trails are less than a mile away. Beautifully updated, thoughtfully designed and surrounded by everything that makes Andersonville special-this is a home that truly has it all!

1321 W Winnemac Avenue Unit #2E, Chicago

$799,000

This impeccably maintained 3-bedroom, 2 bath penthouse pairs sophisticated modern design w/ exceptional private outdoor space in the heart of Uptown! Soaring 11' ceilings & oversized windows flood the home w/ natural light. Hardwood flooring throughout, 8-foot solid core doors & clean architectural lines create a contemporary feel throughout. The sleek European kitchen is a chef's dream, featuring integrated panel refrigerator & dishwasher, Thermador/Bosch appliances, white quartz countertops, marble backsplash, under cabinet & pendant lighting, & a generous breakfast bar w/ seating for four. The expansive open concept living and dining space is fantastic for entertaining, anchored by a striking custom fireplace & opening directly to a private terrace w/ gas hookup for a grill. The serene primary suite provides ample room for a King-sized bed, professionally organized walk-in closet, & a luxurious primary bathroom w/ heated porcelain floors, a floating double vanity & an oversized walk-in shower w/ a rain head. Two guest bedrooms, a beautiful hall bathroom, & a huge laundry closet with side-by-side Whirlpool washer/dryer set complete the main living level. The full-floor rooftop is a true urban oasis w/ panoramic city view, pergola & fire pit, contemporary planters, irrigation, & artificial turf. Adjacent to the roof deck is a bonus room that would make an ideal office or workout space. This boutique, seven-unit building is professionally managed with a spacious garage w/ bike storage. Walk to the Lake, Aragon Ballroom, Green Mill, Lawrence and Argyle Red Line "L" stations, and so much more!

3 Beds ⋅ 2 Baths ⋅ 12752054 MLS ⋅ CLOSED Status

This impeccably maintained 3-bedroom, 2 bath penthouse pairs sophisticated modern design w/ exceptional private outdoor space in the heart of Uptown! Soaring 11' ceilings & oversized windows flood the home w/ natural light. Hardwood flooring throughout, 8-foot solid core doors & clean architectural lines create a contemporary feel throughout. The sleek European kitchen is a chef's dream, featuring integrated panel refrigerator & dishwasher, Thermador/Bosch appliances, white quartz countertops, marble backsplash, under cabinet & pendant lighting, & a generous breakfast bar w/ seating for four. The expansive open concept living and dining space is fantastic for entertaining, anchored by a striking custom fireplace & opening directly to a private terrace w/ gas hookup for a grill. The serene primary suite provides ample room for a King-sized bed, professionally organized walk-in closet, & a luxurious primary bathroom w/ heated porcelain floors, a floating double vanity & an oversized walk-in shower w/ a rain head. Two guest bedrooms, a beautiful hall bathroom, & a huge laundry closet with side-by-side Whirlpool washer/dryer set complete the main living level. The full-floor rooftop is a true urban oasis w/ panoramic city view, pergola & fire pit, contemporary planters, irrigation, & artificial turf. Adjacent to the roof deck is a bonus room that would make an ideal office or workout space. This boutique, seven-unit building is professionally managed with a spacious garage w/ bike storage. Walk to the Lake, Aragon Ballroom, Green Mill, Lawrence and Argyle Red Line "L" stations, and so much more!

4858 N Kenmore Avenue Unit #3N, Chicago

$260,000

Space for every part of your day. This bright, spacious one-bedroom plus den in a vintage courtyard building gives you room to live, work, and host. An oversized living room flows into an open den, ready for a desk, a reading chair, or both. A true dining room connects to a generously sized kitchen with a breakfast bar and ample storage. The bedroom sits at the far end, set apart from it all. Newly refinished hardwood floors and new bedroom carpet. Central heat and air, plus Your own storage locker, bike storage, a large fitness room, and free laundry in the building. Deeded parking in a gated outdoor lot one block away. Pets welcome. Step outside and you're close to the best of Uptown and Andersonville, the Red Line and the lakefront. Come feel what a little more room does for your day.

1 Beds ⋅ 1 Baths ⋅ 12756394 MLS ⋅ CLOSED Status

Space for every part of your day. This bright, spacious one-bedroom plus den in a vintage courtyard building gives you room to live, work, and host. An oversized living room flows into an open den, ready for a desk, a reading chair, or both. A true dining room connects to a generously sized kitchen with a breakfast bar and ample storage. The bedroom sits at the far end, set apart from it all. Newly refinished hardwood floors and new bedroom carpet. Central heat and air, plus Your own storage locker, bike storage, a large fitness room, and free laundry in the building. Deeded parking in a gated outdoor lot one block away. Pets welcome. Step outside and you're close to the best of Uptown and Andersonville, the Red Line and the lakefront. Come feel what a little more room does for your day.

5115 N Kenmore Avenue Unit #2S, Chicago

$260,000

2 Beds ⋅ 2 Baths ⋅ 12667932 MLS ⋅ CLOSED Status

1047 W Leland Avenue Unit #1W, Chicago

$300,000

2 Beds ⋅ 1 Baths ⋅ 12753287 MLS ⋅ CLOSED Status

Chicago

$162,500

Prime Location + Strong Business & Investor Opportunity in Uptown! Modern ground-level retail/office condo-Unit C-2 (Unit 102)-featuring 1,300 sq ft of versatile space in a high-visibility, easy-access area. Ideal for retail, medical, beauty, insurance, convenience, and other professional uses under flexible B3-5 zoning. Open unit with 1 private office, spacious bathroom and kitchenette/breakroom. Two parking spaces also available for sale. Perfect for owner-users or investors seeking a property in a location where businesses consistently thrive.

12518426 MLS ⋅ CLOSED Status

Prime Location + Strong Business & Investor Opportunity in Uptown! Modern ground-level retail/office condo-Unit C-2 (Unit 102)-featuring 1,300 sq ft of versatile space in a high-visibility, easy-access area. Ideal for retail, medical, beauty, insurance, convenience, and other professional uses under flexible B3-5 zoning. Open unit with 1 private office, spacious bathroom and kitchenette/breakroom. Two parking spaces also available for sale. Perfect for owner-users or investors seeking a property in a location where businesses consistently thrive.

4848 N Sheridan Road Unit #C2, Chicago

$730,000

Vintage charm meets contemporary comfort in this well cared for and graciously renovated 3-bedroom, 3 bath duplex with over 2,300 square feet of beautifully finished living space. Located on a tree-lined street in the heart of Uptown just a block from the renovated Argyle Red Line stop and a short walk to North Lincoln Park and the lake, you'll find yourself at home with impressive 11-foot ceilings and expansive windows creating an abundance of natural light. The minute you step inside, you're welcomed into the open living and dining area with the warmth and coziness of the elegant fireplace, all adjacent to the well-appointed kitchen with 42'' maple cabinets, honed granite countertops, breakfast bar and stainless-steel appliances. With hardwood floors throughout, the main floor also features full guest bath, custom-designed laundry space, sitting area/reading nook and primary ensuite with tastefully designed, spa-like bath with radiant floor heating and marble tile that was a complete gut-remodel in 2021. And you'll love stepping outside onto your expansive covered rear deck, perfect for entertaining or quiet relaxation on a summer day. The lower-level features home office space, another gut-remodel full bath (2024) and two additional bedrooms, offering comfortable privacy for other members of the family or hosting overnight guests. Other updates include new dishwasher and microwave (2026), new washer & dryer (2023), new central air conditioner (2022) and new furnace (2021). Secure exterior parking with deeded space and dedicated storage with additional area for bikes. Pet-friendly, self-managed building. Just steps from Argyle Street, this sought-after Uptown neighborhood is an easy walk to public transportation; Lincoln Park, beaches, running and bike paths, and playgrounds; trendy cafes and restaurants; local shops; iconic concert venues like the Aragon Ballroom and Green Mill Jazz Club, and so many other cultural offerings not only in Uptown, but also in nearby Andersonville and Edgewater. In this location, in this meticulously cared for and thoughtfully renovated spacious duplex, this is truly a unique opportunity.

3 Beds ⋅ 3 Baths ⋅ 12757940 MLS ⋅ CLOSED Status

Vintage charm meets contemporary comfort in this well cared for and graciously renovated 3-bedroom, 3 bath duplex with over 2,300 square feet of beautifully finished living space. Located on a tree-lined street in the heart of Uptown just a block from the renovated Argyle Red Line stop and a short walk to North Lincoln Park and the lake, you'll find yourself at home with impressive 11-foot ceilings and expansive windows creating an abundance of natural light. The minute you step inside, you're welcomed into the open living and dining area with the warmth and coziness of the elegant fireplace, all adjacent to the well-appointed kitchen with 42'' maple cabinets, honed granite countertops, breakfast bar and stainless-steel appliances. With hardwood floors throughout, the main floor also features full guest bath, custom-designed laundry space, sitting area/reading nook and primary ensuite with tastefully designed, spa-like bath with radiant floor heating and marble tile that was a complete gut-remodel in 2021. And you'll love stepping outside onto your expansive covered rear deck, perfect for entertaining or quiet relaxation on a summer day. The lower-level features home office space, another gut-remodel full bath (2024) and two additional bedrooms, offering comfortable privacy for other members of the family or hosting overnight guests. Other updates include new dishwasher and microwave (2026), new washer & dryer (2023), new central air conditioner (2022) and new furnace (2021). Secure exterior parking with deeded space and dedicated storage with additional area for bikes. Pet-friendly, self-managed building. Just steps from Argyle Street, this sought-after Uptown neighborhood is an easy walk to public transportation; Lincoln Park, beaches, running and bike paths, and playgrounds; trendy cafes and restaurants; local shops; iconic concert venues like the Aragon Ballroom and Green Mill Jazz Club, and so many other cultural offerings not only in Uptown, but also in nearby Andersonville and Edgewater. In this location, in this meticulously cared for and thoughtfully renovated spacious duplex, this is truly a unique opportunity.

4921 N Kenmore Avenue Unit #1, 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

$194,000

This charming top-floor 1BED, 1BATH unit features an easy-flowing layout. Right off the entryway, the condo is immediately flooded with natural light throughout. Living and dining are separated out and offer ample space and can even accommodate a 6-8 seat dining set. The kitchen is nicely tucked away off to the side with plenty of cabinetry & counterspace. Idyllic Uptown location: close to LSD, the lake front (Foster beach), Argyle Redline and Marianos! In addition, shopping and eateries are right at your doorstep! The property is being sold "AS IS" The entire HVAC system needs to be replaced.

1 Beds ⋅ 1 Baths ⋅ 12690473 MLS ⋅ CLOSED Status

This charming top-floor 1BED, 1BATH unit features an easy-flowing layout. Right off the entryway, the condo is immediately flooded with natural light throughout. Living and dining are separated out and offer ample space and can even accommodate a 6-8 seat dining set. The kitchen is nicely tucked away off to the side with plenty of cabinetry & counterspace. Idyllic Uptown location: close to LSD, the lake front (Foster beach), Argyle Redline and Marianos! In addition, shopping and eateries are right at your doorstep! The property is being sold "AS IS" The entire HVAC system needs to be replaced.

5115 N Kenmore Avenue Unit #3S, Chicago

4925 N Glenwood Avenue Unit #3E, Chicago

$487,000

Welcome home to a truly special Andersonville residence where classic Chicago character meets contemporary style. This beautifully designed 2-bedroom, 2-bathroom condo offers thoughtfully arranged living space with soaring ceilings, warm hardwood floors, abundant natural light, and distinctive architectural details throughout.The spacious living room is the heart of the home, offering an open and inviting setting for both everyday living and entertaining. A charming sunroom extends from the living space, creating a versatile spot for morning coffee, a reading nook, or home office while overlooking the quiet treelined street.The separate dining room makes a statement with its dramatic exposed brick wall, adding warmth and authentic Chicago character. Large windows and hardwood floors complement the space, while the adjacent kitchen keeps cooking and entertaining effortlessly connected. Both bedrooms are generously sized, with the primary bedroom offering a comfortable retreat and the second bedroom providing flexibility for guests, a home office, or additional living space. Two full bathrooms add convenience and functionality. An expansive outdoor deck extends the living space and provides an ideal setting for dining, entertaining, or relaxing. Combined with the home's spacious rooms, sunroom, exposed brick, and thoughtful layout, this home offers the charm of a vintage Chicago condo with both comfort and functionality. Ideally located in Andersonville, one of Chicago's most sought-after North Side neighborhoods, you'll be surrounded by an exceptional selection of restaurants, cafes, boutiques, entertainment, parks, and everyday conveniences, with easy access to public transportation and everything the North Side has to offer.

2 Beds ⋅ 2 Baths ⋅ 12738026 MLS ⋅ CLOSED Status

Welcome home to a truly special Andersonville residence where classic Chicago character meets contemporary style. This beautifully designed 2-bedroom, 2-bathroom condo offers thoughtfully arranged living space with soaring ceilings, warm hardwood floors, abundant natural light, and distinctive architectural details throughout.The spacious living room is the heart of the home, offering an open and inviting setting for both everyday living and entertaining. A charming sunroom extends from the living space, creating a versatile spot for morning coffee, a reading nook, or home office while overlooking the quiet treelined street.The separate dining room makes a statement with its dramatic exposed brick wall, adding warmth and authentic Chicago character. Large windows and hardwood floors complement the space, while the adjacent kitchen keeps cooking and entertaining effortlessly connected. Both bedrooms are generously sized, with the primary bedroom offering a comfortable retreat and the second bedroom providing flexibility for guests, a home office, or additional living space. Two full bathrooms add convenience and functionality. An expansive outdoor deck extends the living space and provides an ideal setting for dining, entertaining, or relaxing. Combined with the home's spacious rooms, sunroom, exposed brick, and thoughtful layout, this home offers the charm of a vintage Chicago condo with both comfort and functionality. Ideally located in Andersonville, one of Chicago's most sought-after North Side neighborhoods, you'll be surrounded by an exceptional selection of restaurants, cafes, boutiques, entertainment, parks, and everyday conveniences, with easy access to public transportation and everything the North Side has to offer.

4925 N Glenwood Avenue Unit #3E, Chicago

$600,000

Timeless vintage architecture meets refined modern living in this exceptional top-floor residence, nestled on a picturesque tree-lined street just a half block from the lake. Set within an intimate six-unit greystone dating to the early 1900s, this sun-drenched home showcases the craftsmanship vintage enthusiasts cherish, including original millwork, cove moldings, soaring 10-foot ceilings, five-panel wood doors, decorative mantels, coffered dining room ceilings, custom radiator covers, original honeycomb tile, a classic clawfoot tub, and two fireplaces. Offering exceptional flexibility, the expansive 3-bedroom, 2-bath floor plan can easily accommodate a fourth bedroom, home office, or additional living space. Modern updates include SpacePak central air (2021), Bosch in-unit laundry, radiant heat, private storage, and a covered deck perfect for outdoor entertaining. A garage parking space is included. Located in a meticulously maintained, 100% owner-occupied building with a strong association (no rentals permitted), this rare residence offers the perfect blend of historic elegance and contemporary comfort just moments from the lakefront, beaches, neighborhood dining, and all that Uptown has to offer-including the highly anticipated Trader Joe's coming soon. Cat-friendly building. Welcome home!

3 Beds ⋅ 2 Baths ⋅ 12720695 MLS ⋅ CLOSED Status

Timeless vintage architecture meets refined modern living in this exceptional top-floor residence, nestled on a picturesque tree-lined street just a half block from the lake. Set within an intimate six-unit greystone dating to the early 1900s, this sun-drenched home showcases the craftsmanship vintage enthusiasts cherish, including original millwork, cove moldings, soaring 10-foot ceilings, five-panel wood doors, decorative mantels, coffered dining room ceilings, custom radiator covers, original honeycomb tile, a classic clawfoot tub, and two fireplaces. Offering exceptional flexibility, the expansive 3-bedroom, 2-bath floor plan can easily accommodate a fourth bedroom, home office, or additional living space. Modern updates include SpacePak central air (2021), Bosch in-unit laundry, radiant heat, private storage, and a covered deck perfect for outdoor entertaining. A garage parking space is included. Located in a meticulously maintained, 100% owner-occupied building with a strong association (no rentals permitted), this rare residence offers the perfect blend of historic elegance and contemporary comfort just moments from the lakefront, beaches, neighborhood dining, and all that Uptown has to offer-including the highly anticipated Trader Joe's coming soon. Cat-friendly building. Welcome home!

823 W Lakeside Place Unit #3E, Chicago

$475,000

Set on a quiet, tree-lined street in the heart of Andersonville, this spacious two-bedroom, two-bath home offers an easy, comfortable layout with plenty of character. The high first-floor unit features hardwood floors and generously sized living spaces, including a welcoming living room with a fireplace and plenty of room to entertain. The open kitchen is equipped with stainless steel appliances and flows naturally into a separate dining area. Both bedrooms are nicely sized, with an ensuite bath in the primary bedroom. In-unit laundry, central heat and air, an oversized private storage closet, and bike storage add everyday convenience. Just outside your door, enjoy some of Andersonville's best restaurants and neighborhood favorites, including Hopleaf, Little Bad Wolf, Uvae, Lost Larson, and Parson's. Mariano's, Jewel-Osco, and Aldi are all nearby, along with easy access to the Argyle Red Line, multiple bus routes, and Lake Shore Drive. Foster Beach and the lakefront trail are also less than a mile away.

2 Beds ⋅ 2 Baths ⋅ 12740777 MLS ⋅ CLOSED Status

Set on a quiet, tree-lined street in the heart of Andersonville, this spacious two-bedroom, two-bath home offers an easy, comfortable layout with plenty of character. The high first-floor unit features hardwood floors and generously sized living spaces, including a welcoming living room with a fireplace and plenty of room to entertain. The open kitchen is equipped with stainless steel appliances and flows naturally into a separate dining area. Both bedrooms are nicely sized, with an ensuite bath in the primary bedroom. In-unit laundry, central heat and air, an oversized private storage closet, and bike storage add everyday convenience. Just outside your door, enjoy some of Andersonville's best restaurants and neighborhood favorites, including Hopleaf, Little Bad Wolf, Uvae, Lost Larson, and Parson's. Mariano's, Jewel-Osco, and Aldi are all nearby, along with easy access to the Argyle Red Line, multiple bus routes, and Lake Shore Drive. Foster Beach and the lakefront trail are also less than a mile away.

5010 N Glenwood Avenue Unit #1, Chicago

$700,000

Stunning Extra-Wide 2BR/2BA Condo in the Heart of Andersonville. Set in an all brick-and-limestone boutique building, this unit includes a SPACIOUS, OVERSIZED and SEPARATE 1.5 car garage (18.5 ft. W X 19 ft. D X 12.67 H) with abundant storage located inside the building. Move right into this mint-condition, condo offering 1,500 square feet of meticulously maintained open living space. Every detail has been thoughtfully considered - from the high ceilings and oversized windows to the upgraded lighting that fills the combined living/dining area with warmth and light. The chef's kitchen was remodeled in 2017 with painted cabinetry, quartz countertops, an extended island, new backsplash, and new sink, complemented by a newer refrigerator (2020) and stove (2017). Also refreshed in 2017: refinished/stained floors, freshly painted walls, a custom living room built-in, and a stylish fireplace wrap - giving the whole home a cohesive, move-in-ready feel. Retreat to the private primary suite, complete with a spacious walk-in closet and a hotel-caliber marble bath boasting a double vanity, jacuzzi tub, and separate shower. Major systems have been thoughtfully maintained, including a newer condenser, evaporator coil & refrigerant (2017) and water heater (2018), plus a washer/dryer replaced in 2023 - offering real peace of mind for the next owner. The location can't be beat - steps from Clark Street's best dining, shopping, and entertainment, with easy access to the Red Line, Metra, the lake, bike trail, and beach.

2 Beds ⋅ 2 Baths ⋅ 12733138 MLS ⋅ CLOSED Status

Stunning Extra-Wide 2BR/2BA Condo in the Heart of Andersonville. Set in an all brick-and-limestone boutique building, this unit includes a SPACIOUS, OVERSIZED and SEPARATE 1.5 car garage (18.5 ft. W X 19 ft. D X 12.67 H) with abundant storage located inside the building. Move right into this mint-condition, condo offering 1,500 square feet of meticulously maintained open living space. Every detail has been thoughtfully considered - from the high ceilings and oversized windows to the upgraded lighting that fills the combined living/dining area with warmth and light. The chef's kitchen was remodeled in 2017 with painted cabinetry, quartz countertops, an extended island, new backsplash, and new sink, complemented by a newer refrigerator (2020) and stove (2017). Also refreshed in 2017: refinished/stained floors, freshly painted walls, a custom living room built-in, and a stylish fireplace wrap - giving the whole home a cohesive, move-in-ready feel. Retreat to the private primary suite, complete with a spacious walk-in closet and a hotel-caliber marble bath boasting a double vanity, jacuzzi tub, and separate shower. Major systems have been thoughtfully maintained, including a newer condenser, evaporator coil & refrigerant (2017) and water heater (2018), plus a washer/dryer replaced in 2023 - offering real peace of mind for the next owner. The location can't be beat - steps from Clark Street's best dining, shopping, and entertainment, with easy access to the Red Line, Metra, the lake, bike trail, and beach.

5055 N Clark Street Unit #2S, Chicago

$330,000

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

1 Beds ⋅ 2 Baths ⋅ 12703801 MLS ⋅ CLOSED Status

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

4848 N Sheridan Road Unit #308, Chicago

$233,500

Bright and open, this 1-bedroom condo offers abundant natural light, hardwood floors throughout, and charming treetop views overlooking Lawrence Avenue. The open-concept layout seamlessly connects the kitchen and living area, creating a comfortable and inviting space for everyday living and entertaining. The kitchen features warm maple cabinetry, generous counter space, and a breakfast bar with ample seating. The spacious bedroom has tons of closet space. Additional highlights include central air conditioning, in-unit laundry, and a large private storage locker. Located just steps from the lakefront, Lincoln Park, public transportation, and neighborhood dining and shopping, this pet-friendly building offers the perfect combination of convenience and city living. Building just did large special to cover extensive tuckpointing and new roof. New owner will get full benefit of recent improvements, and seller will be covering expense in full at closing.

1 Beds ⋅ 1 Baths ⋅ 12745367 MLS ⋅ CLOSED Status

Bright and open, this 1-bedroom condo offers abundant natural light, hardwood floors throughout, and charming treetop views overlooking Lawrence Avenue. The open-concept layout seamlessly connects the kitchen and living area, creating a comfortable and inviting space for everyday living and entertaining. The kitchen features warm maple cabinetry, generous counter space, and a breakfast bar with ample seating. The spacious bedroom has tons of closet space. Additional highlights include central air conditioning, in-unit laundry, and a large private storage locker. Located just steps from the lakefront, Lincoln Park, public transportation, and neighborhood dining and shopping, this pet-friendly building offers the perfect combination of convenience and city living. Building just did large special to cover extensive tuckpointing and new roof. New owner will get full benefit of recent improvements, and seller will be covering expense in full at closing.

835 W Lawrence Avenue Unit #2N, Chicago

1226 W Winnemac Avenue Unit #3S, Chicago

$750,000

Modern, light-filled 2-bedroom penthouse in a beautiful historic Chicago greystone, tucked onto a quiet residential street in one of the city's most vibrant neighborhoods. Fully updated in 2021, this home blends contemporary style and convenience with the architectural character of the original building. The south-facing main living space is bathed in incredible natural light and features hardwood floors, 9 foot ceilings, and motorized blinds for effortless comfort. At the heart of the home, a large open kitchen offers abundant storage, generous counter space, and a functional layout perfect for everyday living and entertaining. The spacious, updated primary suite includes a well-appointed bath with a large shower featuring both rainfall and handheld options. The unit has been professionally finished throughout in designer Farrow & Ball paint. Every room feels curated and move-in ready. Enjoy central air and heat, a full size washer and dryer, and a parking spot with a Level 2 EV charger. The unit has ample storage to round out the thoughtful details. You will find custom solid-wood closet organizers throughout, including both bedrooms, pantry, and hallway closets. Enjoy two private outdoor spaces: a convenient side deck off the kitchen, ideal for grilling or enjoying your morning coffee, and a roof deck (30x14) with sweeping views and room to gather. The unit includes full south building roof rights (an unfinished additional 27x21 area). Both finished decks feature premium, low-maintenance composite decking and gas line hookups. Unbeatable location: a 0.1-mile walk to the CTA Red Line and just half a mile to Andersonville's beloved independent shops and restaurants, a downtown express bus stop, and the attractions of Uptown-historic music venues, a climbing gym, international markets and more. The lakefront is under a mile away. Coffee shops, grocery stores, bakeries, gyms, parks, and museums are all just steps from your door. Well-maintained building with engaged, friendly neighbors and healthy reserves. A rare opportunity to own a turn-key penthouse in a welcoming, diverse community where there's always something to do nearby. The 2021 rehab included all new electrical, plumbing, as well as new water and sewer service lines. Spray foam insulation was added for increased comfort and energy savings. There is a layer of concrete between each floor providing excellent privacy and quiet.

2 Beds ⋅ 2 Baths ⋅ 12716650 MLS ⋅ CLOSED Status ⋅ Andersonville BLDG.

Modern, light-filled 2-bedroom penthouse in a beautiful historic Chicago greystone, tucked onto a quiet residential street in one of the city's most vibrant neighborhoods. Fully updated in 2021, this home blends contemporary style and convenience with the architectural character of the original building. The south-facing main living space is bathed in incredible natural light and features hardwood floors, 9 foot ceilings, and motorized blinds for effortless comfort. At the heart of the home, a large open kitchen offers abundant storage, generous counter space, and a functional layout perfect for everyday living and entertaining. The spacious, updated primary suite includes a well-appointed bath with a large shower featuring both rainfall and handheld options. The unit has been professionally finished throughout in designer Farrow & Ball paint. Every room feels curated and move-in ready. Enjoy central air and heat, a full size washer and dryer, and a parking spot with a Level 2 EV charger. The unit has ample storage to round out the thoughtful details. You will find custom solid-wood closet organizers throughout, including both bedrooms, pantry, and hallway closets. Enjoy two private outdoor spaces: a convenient side deck off the kitchen, ideal for grilling or enjoying your morning coffee, and a roof deck (30x14) with sweeping views and room to gather. The unit includes full south building roof rights (an unfinished additional 27x21 area). Both finished decks feature premium, low-maintenance composite decking and gas line hookups. Unbeatable location: a 0.1-mile walk to the CTA Red Line and just half a mile to Andersonville's beloved independent shops and restaurants, a downtown express bus stop, and the attractions of Uptown-historic music venues, a climbing gym, international markets and more. The lakefront is under a mile away. Coffee shops, grocery stores, bakeries, gyms, parks, and museums are all just steps from your door. Well-maintained building with engaged, friendly neighbors and healthy reserves. A rare opportunity to own a turn-key penthouse in a welcoming, diverse community where there's always something to do nearby. The 2021 rehab included all new electrical, plumbing, as well as new water and sewer service lines. Spray foam insulation was added for increased comfort and energy savings. There is a layer of concrete between each floor providing excellent privacy and quiet.

1226 W Winnemac Avenue Unit #3S, 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

4648 N Winthrop Avenue Unit #3S, Chicago

$580,000

Welcome to this rare, sun-drenched 3-bedroom, 2-bathroom duplex penthouse in the heart of vibrant Uptown! Spanning 1,700 sq. ft. across two levels, this urban retreat offers a unique and versatile layout complete with a bonus loft space for living large. The main level features an expansive, open-concept living and dining area centered around a custom fireplace, flowing into a chef's kitchen with granite countertops and high-end stainless steel appliances. Step outside to three private outdoor decks, including a top-tier rooftop space with sweeping city views that's perfect for entertaining. The primary suite serves as a true sanctuary, featuring a walk-in closet and a spa-like bath with a Jacuzzi tub and separate shower. Unbeatable location with a Walk Score of 95: just 1.5 blocks to the CTA Red Line, moments to DuSable Lake Shore Drive, Lake Michigan beaches, and world-class dining and entertainment.

3 Beds ⋅ 2 Baths ⋅ 12736381 MLS ⋅ CLOSED Status

Welcome to this rare, sun-drenched 3-bedroom, 2-bathroom duplex penthouse in the heart of vibrant Uptown! Spanning 1,700 sq. ft. across two levels, this urban retreat offers a unique and versatile layout complete with a bonus loft space for living large. The main level features an expansive, open-concept living and dining area centered around a custom fireplace, flowing into a chef's kitchen with granite countertops and high-end stainless steel appliances. Step outside to three private outdoor decks, including a top-tier rooftop space with sweeping city views that's perfect for entertaining. The primary suite serves as a true sanctuary, featuring a walk-in closet and a spa-like bath with a Jacuzzi tub and separate shower. Unbeatable location with a Walk Score of 95: just 1.5 blocks to the CTA Red Line, moments to DuSable Lake Shore Drive, Lake Michigan beaches, and world-class dining and entertainment.

4648 N Winthrop Avenue Unit #3S, 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

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

$425,000

A true urban oasis. Check out this 2bed/2bath, appx 1,400 sqft. 4th floor condo in Uptown! Walk in to a lovely foyer, including large laundry room/closet to the left, featuring upgraded LG washer/dryer units (2024) and extra storage. Continue on into the amply-sized combo kitchen and living room, with separate dining space large enough for an 8-person table. Large sliding doors take you to the attached front balcony. Kitchen features upgraded LG stainless appliances (2022), wrap around granite counter top that finishes at a 4-6 person breakfast bar, with space for an additional island for even more kitchen storage. Second bedroom and bathroom just off the living space will fit a queen-size bed and furniture with ease. Further down takes you to the grand primary suite featuring functional walk-in closet, space for a king-size bed and furniture, and well-appointed en-suite bath with separate soaking tub and shower. Natural light is abundant from the slew of windows. A/C compressor replaced in 2024. Unit comes with assigned exterior parking space and additional storage cage on the first floor. Building features 2 pedestrian elevators, dog run, bike storage stalls in garage ($25.00 annual fee), and expansive rooftop deck available for use year round by all residents. Up to 2 pets allowed per unit, no breed/weight restrictions. This is a lovely place to call home. Schedule your tour today!

2 Beds ⋅ 2 Baths ⋅ 12710041 MLS ⋅ CLOSED Status ⋅ The Sheridan Grande BLDG.

A true urban oasis. Check out this 2bed/2bath, appx 1,400 sqft. 4th floor condo in Uptown! Walk in to a lovely foyer, including large laundry room/closet to the left, featuring upgraded LG washer/dryer units (2024) and extra storage. Continue on into the amply-sized combo kitchen and living room, with separate dining space large enough for an 8-person table. Large sliding doors take you to the attached front balcony. Kitchen features upgraded LG stainless appliances (2022), wrap around granite counter top that finishes at a 4-6 person breakfast bar, with space for an additional island for even more kitchen storage. Second bedroom and bathroom just off the living space will fit a queen-size bed and furniture with ease. Further down takes you to the grand primary suite featuring functional walk-in closet, space for a king-size bed and furniture, and well-appointed en-suite bath with separate soaking tub and shower. Natural light is abundant from the slew of windows. A/C compressor replaced in 2024. Unit comes with assigned exterior parking space and additional storage cage on the first floor. Building features 2 pedestrian elevators, dog run, bike storage stalls in garage ($25.00 annual fee), and expansive rooftop deck available for use year round by all residents. Up to 2 pets allowed per unit, no breed/weight restrictions. This is a lovely place to call home. Schedule your tour today!

4848 N Sheridan Road Unit #407, Chicago

$825,000

3 Beds ⋅ 2 Baths ⋅ 12732654 MLS ⋅ CLOSED Status

Chicago

$2,140,000

Rare opportunity to acquire a fully renovated, income-producing multifamily property in Chicago's highly desirable Uptown neighborhood. This well-maintained asset consists of 6 spacious apartments and 5 on-site parking spaces, with a significant value-add component through city-approved plans for 2 additional ADU units in the basement. The property has undergone extensive capital improvements, including a complete upgrade of the heating and cooling systems to modern HVAC throughout all units in late 2025. Interiors feature ultra-modern kitchens with stainless steel appliances, beautifully renovated bathrooms, abundant natural light, and contemporary finishes designed to attract and retain quality tenants. Current rents exceed $2,600 per unit, providing strong in-place income with additional upside through continued rent optimization and the future ADU expansion. Ownership has already secured city approvals, permits, and architectural/MEP plans for the basement conversion, allowing a new owner to immediately pursue development of the additional units. Ideally located just minutes from the Wilson Red Line station, the property offers convenient access to downtown Chicago while benefiting from Uptown's vibrant dining, entertainment, and retail scene. Nearby attractions include Truman College, local cafes, restaurants, and neighborhood amenities that continue to drive strong rental demand. This offering presents a compelling combination of stabilized income, recent capital improvements, and immediate expansion potential in one of Chicago's most dynamic rental submarkets.

12684909 MLS ⋅ CLOSED Status

Rare opportunity to acquire a fully renovated, income-producing multifamily property in Chicago's highly desirable Uptown neighborhood. This well-maintained asset consists of 6 spacious apartments and 5 on-site parking spaces, with a significant value-add component through city-approved plans for 2 additional ADU units in the basement. The property has undergone extensive capital improvements, including a complete upgrade of the heating and cooling systems to modern HVAC throughout all units in late 2025. Interiors feature ultra-modern kitchens with stainless steel appliances, beautifully renovated bathrooms, abundant natural light, and contemporary finishes designed to attract and retain quality tenants. Current rents exceed $2,600 per unit, providing strong in-place income with additional upside through continued rent optimization and the future ADU expansion. Ownership has already secured city approvals, permits, and architectural/MEP plans for the basement conversion, allowing a new owner to immediately pursue development of the additional units. Ideally located just minutes from the Wilson Red Line station, the property offers convenient access to downtown Chicago while benefiting from Uptown's vibrant dining, entertainment, and retail scene. Nearby attractions include Truman College, local cafes, restaurants, and neighborhood amenities that continue to drive strong rental demand. This offering presents a compelling combination of stabilized income, recent capital improvements, and immediate expansion potential in one of Chicago's most dynamic rental submarkets.

4431 N Racine Avenue, 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

$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

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