Annerossley.com Search Results

$2,600,000

One of a kind, masterfully crafted, stand out 5 bedroom residence on one of the most coveted streets in the main heart of Andersonville. A half block east of Clark Street and steps to the pulse of the neighborhood. Another exquisite Tylo Development Partners LLC single family features 3 bedrooms on one floor plus a guest or in-law suite on lower level, 4.1 decadent bathrooms. This combination of classic contemporary style, 11' ceilings, incredible natural light sources, 2500 square feet of private outdoor space lends itself both to an entertainer's dream home and a very family friendly experience to raise children with bedrooms on one floor and conducive layout with an open kitchen concept and adjacent "play spaces", easy access to first level backyard with some grass set on a 30' wide lot. Impressive, distinct and all masonry and limestone front, double stacked, oversized bay windows with motorized shades, all restored Chicago brick sides walls. Crisp color palette for fine art display and beautiful and fun wallpaper sprinkled throughout the rooms of this home. Ring System security with locked front gate, Smart Home System. Foyer greets, gracious formal living room with fireplace outfit with heavy limestone mantle and hearth. First floor powder room. Classic contemporary wall wainscoting, coffered ceilings, all 7" wide plank, real "tongue and groove" hardwood floors throughout, sumptuous 5,400 square feet of interior living space. Open kitchen concept with separate and designated dining room. Gourmet kitchen featuring massive 14' island, built in sink, comfortable seating for five, mitered quartz counters in white with grey veining, slab backsplash, Subzero, high end and custom all wood cabinetry dressed in white and walnut, separate pantry, black gold hardware. Six burner, high output Wolf range with double oven, vented culinary hood, stainless steel appliance package. Family room continues the kitchen space with fireplace and extra cabinetry including dry bar, wine and beverage coolers, windows on on three sides and collapsable panel of glass "accordion style" with a screen leading out to first floor outdoor space with pavers and grass, 2.5 car all brick garage with EV charger, epoxy floor, roof top deck above. Cohesive custom light fixtures, chandeliers, ceiling fans, romantic iron patterned staircase, wood treads, laundry room with sink, folding space, side by side washer and dyer, cabinetry in the middle of the second floor. Ensuite bathrooms. The sumptuous primary bedroom includes two walk-in closets, a shoe closet, crown moldings and tall, detailed baseboards throughout, fireplace. Primary bathroom features exquisite marble patterned floor, separate, oversized vanities with quartz counters, free standing soaking tub, separate shower with rain, toilet room, and window for a natural light source. Four additional, great sized bedrooms and three additional bathrooms dressed in finest quartz and marbler stone. Full floor plate lower level offers home theatre room and play space for children, a second laundry room, additional storage, and wet bar. Every closet in this home has custom built ins. The roof top deck is decadent IPE, total privacy above the neighbors, fireplace, view of the Chicago Skyline, two remote controlled retractable pergolas. The Brilliant SMART Home Control Home System features 27 speakers, Wi-Fi 6, nine camera and lighting system security system and remote access. Newly added water filtration system in addition to water softener, reverse osmosis, window treatments, landscaping renovation, sump pump backup battery, water alarm sensors, Reme Halo air purification. Bring your most discriminating buyer. This is the crown of Andersonville and the season.

3 Beds ⋅ 5 Baths ⋅ 12526935 MLS ⋅ CLOSED Status

One of a kind, masterfully crafted, stand out 5 bedroom residence on one of the most coveted streets in the main heart of Andersonville. A half block east of Clark Street and steps to the pulse of the neighborhood. Another exquisite Tylo Development Partners LLC single family features 3 bedrooms on one floor plus a guest or in-law suite on lower level, 4.1 decadent bathrooms. This combination of classic contemporary style, 11' ceilings, incredible natural light sources, 2500 square feet of private outdoor space lends itself both to an entertainer's dream home and a very family friendly experience to raise children with bedrooms on one floor and conducive layout with an open kitchen concept and adjacent "play spaces", easy access to first level backyard with some grass set on a 30' wide lot. Impressive, distinct and all masonry and limestone front, double stacked, oversized bay windows with motorized shades, all restored Chicago brick sides walls. Crisp color palette for fine art display and beautiful and fun wallpaper sprinkled throughout the rooms of this home. Ring System security with locked front gate, Smart Home System. Foyer greets, gracious formal living room with fireplace outfit with heavy limestone mantle and hearth. First floor powder room. Classic contemporary wall wainscoting, coffered ceilings, all 7" wide plank, real "tongue and groove" hardwood floors throughout, sumptuous 5,400 square feet of interior living space. Open kitchen concept with separate and designated dining room. Gourmet kitchen featuring massive 14' island, built in sink, comfortable seating for five, mitered quartz counters in white with grey veining, slab backsplash, Subzero, high end and custom all wood cabinetry dressed in white and walnut, separate pantry, black gold hardware. Six burner, high output Wolf range with double oven, vented culinary hood, stainless steel appliance package. Family room continues the kitchen space with fireplace and extra cabinetry including dry bar, wine and beverage coolers, windows on on three sides and collapsable panel of glass "accordion style" with a screen leading out to first floor outdoor space with pavers and grass, 2.5 car all brick garage with EV charger, epoxy floor, roof top deck above. Cohesive custom light fixtures, chandeliers, ceiling fans, romantic iron patterned staircase, wood treads, laundry room with sink, folding space, side by side washer and dyer, cabinetry in the middle of the second floor. Ensuite bathrooms. The sumptuous primary bedroom includes two walk-in closets, a shoe closet, crown moldings and tall, detailed baseboards throughout, fireplace. Primary bathroom features exquisite marble patterned floor, separate, oversized vanities with quartz counters, free standing soaking tub, separate shower with rain, toilet room, and window for a natural light source. Four additional, great sized bedrooms and three additional bathrooms dressed in finest quartz and marbler stone. Full floor plate lower level offers home theatre room and play space for children, a second laundry room, additional storage, and wet bar. Every closet in this home has custom built ins. The roof top deck is decadent IPE, total privacy above the neighbors, fireplace, view of the Chicago Skyline, two remote controlled retractable pergolas. The Brilliant SMART Home Control Home System features 27 speakers, Wi-Fi 6, nine camera and lighting system security system and remote access. Newly added water filtration system in addition to water softener, reverse osmosis, window treatments, landscaping renovation, sump pump backup battery, water alarm sensors, Reme Halo air purification. Bring your most discriminating buyer. This is the crown of Andersonville and the season.

1443 W Summerdale Avenue, Chicago

$2,512,500

Sophisticated new construction single-family home on an extra-wide 35 x 123 lot with a 3-car garage in the heart of Andersonville. Every detail has been considered in this impeccable 6 bedroom, 4.1 bath home. Contemporary facade with brick and Hardie Board siding. Combined living/dining room features fireplace with custom built-ins and large windows offering ample natural light. Chef quality kitchen equipped with professional grade Wolf/Thermador appliances, large island with bar seating, soft close cabinetry, butler pantry, pantry closet, and breakfast area with built-in banquet. Adjoining family room features fireplace with custom built-ins and rear mudroom with built-in bench and storage. Spacious primary bedroom includes ample closet space with custom organizers, and spa like ensuite bath with freestanding soaking tub, frameless glass shower, dual vanities, and heated flooring. Three additional bedrooms, one with ensuite bath, hall bath, and laundry with washer/dryer + sink complete the upper-level. Finished lower-level with radiant heated flooring throughout includes recreation room with wet bar + beverage center, sauna, two guest bedrooms, full bath, mechanicals, and second laundry hook-up. Statement lighting, designer fixtures and finishes, quartzite and quartz countertops, 8' doors, built-out closets, and heated flooring throughout lower-level and all upper-level baths. Enclosed backyard with patio and detached three-car garage featuring outdoor fireplace. Easy access to the lake and all your favorite spots for dining, entertainment and shopping in Andersonville and nearby neighborhoods. Photos are from a similar recent project with comparable floor plan and finishes. Estimated completion April.

4 Beds ⋅ 5 Baths ⋅ 12593263 MLS ⋅ CLOSED Status

Sophisticated new construction single-family home on an extra-wide 35 x 123 lot with a 3-car garage in the heart of Andersonville. Every detail has been considered in this impeccable 6 bedroom, 4.1 bath home. Contemporary facade with brick and Hardie Board siding. Combined living/dining room features fireplace with custom built-ins and large windows offering ample natural light. Chef quality kitchen equipped with professional grade Wolf/Thermador appliances, large island with bar seating, soft close cabinetry, butler pantry, pantry closet, and breakfast area with built-in banquet. Adjoining family room features fireplace with custom built-ins and rear mudroom with built-in bench and storage. Spacious primary bedroom includes ample closet space with custom organizers, and spa like ensuite bath with freestanding soaking tub, frameless glass shower, dual vanities, and heated flooring. Three additional bedrooms, one with ensuite bath, hall bath, and laundry with washer/dryer + sink complete the upper-level. Finished lower-level with radiant heated flooring throughout includes recreation room with wet bar + beverage center, sauna, two guest bedrooms, full bath, mechanicals, and second laundry hook-up. Statement lighting, designer fixtures and finishes, quartzite and quartz countertops, 8' doors, built-out closets, and heated flooring throughout lower-level and all upper-level baths. Enclosed backyard with patio and detached three-car garage featuring outdoor fireplace. Easy access to the lake and all your favorite spots for dining, entertainment and shopping in Andersonville and nearby neighborhoods. Photos are from a similar recent project with comparable floor plan and finishes. Estimated completion April.

5534 N Wayne Avenue, Chicago

$2,225,000

Stunning new construction single-family home on an extra-wide 39 x 124 lot with a 3-car garage in the heart of Andersonville. Every detail has been considered in this impeccable 6 bedroom, 4.1 bath home. Contemporary facade with brick and Hardie Board siding. Combined living/dining room features fireplace, large windows offering ample natural light, and beautiful custom millwork. Chef quality kitchen equipped with professional grade Wolf/Thermador appliances, large island with bar seating, soft close cabinetry with under counter lighting, stunning quartz counters, butler pantry, pantry closet, and breakfast area. Adjoining family room features fireplace with custom built-ins and patio doors to covered back porch. Rear mudroom with built-in bench and storage. Spacious primary bedroom includes ample closet space with custom organizers, and spa like ensuite bath with freestanding soaking tub, frameless glass shower, dual vanities, and heated flooring. Three additional bedrooms, one with ensuite bath, hall bath, and laundry with washer/dryer + sink complete the upper-level. Finished lower-level with radiant heated flooring throughout includes recreation room with wet bar + beverage center, sauna, two guest bedrooms, full bath, mechanicals, and second laundry hook-up. Statement lighting, designer fixtures and finishes, 8' doors, built-out closets, and heated flooring throughout lower-level and all upper-level baths. Fully enclosed yard with rear patio and detached three-car garage featuring roof deck and fireplace. Easy access to the lake and all your favorite spots for dining, entertainment and shopping in Andersonville and nearby neighborhoods.

4 Beds ⋅ 5 Baths ⋅ 12490927 MLS ⋅ CLOSED Status

Stunning new construction single-family home on an extra-wide 39 x 124 lot with a 3-car garage in the heart of Andersonville. Every detail has been considered in this impeccable 6 bedroom, 4.1 bath home. Contemporary facade with brick and Hardie Board siding. Combined living/dining room features fireplace, large windows offering ample natural light, and beautiful custom millwork. Chef quality kitchen equipped with professional grade Wolf/Thermador appliances, large island with bar seating, soft close cabinetry with under counter lighting, stunning quartz counters, butler pantry, pantry closet, and breakfast area. Adjoining family room features fireplace with custom built-ins and patio doors to covered back porch. Rear mudroom with built-in bench and storage. Spacious primary bedroom includes ample closet space with custom organizers, and spa like ensuite bath with freestanding soaking tub, frameless glass shower, dual vanities, and heated flooring. Three additional bedrooms, one with ensuite bath, hall bath, and laundry with washer/dryer + sink complete the upper-level. Finished lower-level with radiant heated flooring throughout includes recreation room with wet bar + beverage center, sauna, two guest bedrooms, full bath, mechanicals, and second laundry hook-up. Statement lighting, designer fixtures and finishes, 8' doors, built-out closets, and heated flooring throughout lower-level and all upper-level baths. Fully enclosed yard with rear patio and detached three-car garage featuring roof deck and fireplace. Easy access to the lake and all your favorite spots for dining, entertainment and shopping in Andersonville and nearby neighborhoods.

1633 W Balmoral Avenue, Chicago

$2,000,000

In a city where true rarity is increasingly hard to find, this Andersonville residence offers a level of living that is genuinely difficult to come by. Set on an exceptional 165-foot-deep lot nearly 40 feet longer than a standard Chicago parcel. Rarely found on the city grounds are a heated pool, a hot tub, a newly desighed one bedroom guest house with its own full kitchen and washer and dryer and a two-car garage. From the moment you step inside, the energy of the city fades away. This is a full-scale custom reconstruction by MK Builders, where every finish, material and system was selected without compromise, well beyond what any standard builder would deliver. A newly constructed greystone facade and double pane windows create an interior of remarkable quiet and calm, an unexpected luxury in one of Chicago's most vibrant neighborhoods. It is a home best appreciated in person.Originally built in 1896 and completely reimagined from the studs out, the residence blends historic character with modern performance. All mechanical, electrical, and plumbing systems were completely replaced, giving this home the soul of a classic Chicago greystone and the peace of mind of a fully updated residence. Brilliant and Ring smart home technology allows effortless control of lighting, whole-home audio and security from anywhere. Whether hosting an intimate dinner or a large gathering around the pool, this home was designed from the ground up to entertain beautifully at every level.The chef's kitchen is both a statement and a centerpiece. A dramatic 15-foot Silverwave stone island anchors the space. Professional grade appliances include a full Miele suite with steam oven and built-in espresso system, a Wolf convection oven and gas cooktop, and integrated Gaggenau refrigerator and dishwasher concealed behind custom European cabinetry. A custom appliance garage preserves the clean architectural lines.Throughout the home, hand-cut solid oak herringbone floors installed by European craftsmen speak to the level of care put into every detail. A custom staircase with hand-bent hardwood railings rises beneath a striking brass chandelier. Throughout, RH solid brass lighting fixtures and Silverwave stone accents create an atmosphere of quiet refinement that you simply cannot replicate.The primary suite is a true private retreat, featuring heated floors, a steam room with essential oil infusion, a chromotherapy soaking tub, a Japanese-style smart toilet and a beautifully appointed custom walk-in wardrobe with brass detailing. Two additional guest bedrooms open to Juliette balconies overlooking the pool and garden, an outlook that makes every morning feel a little different.The lower level was built for entertaining. A private home theater, a full bartender's bar with a wine refrigerator, commercial ice maker and beverage drawers, a dedicated service laundry, a glass and steel home office wired with dual Ethernet and a private guest suite with its own full bath.The backyard is where this home sets itself completely apart. Professionally landscaped and enclosed by a privacy fence, the rear garden feels nothing like a city backyard. A heated pool, hot tub and expansive entertaining terrace create a setting that most Chicagoans drive past for years and never imagine exists behind the facade. The one-bedroom guest house works beautifully as a guest retreat, au pair quarters or an income-producing rental. A two-car garage with 220-volt EV charging completes the offering. Andersonville is one of Chicago's most admired neighborhoods, offering walkability, vibrancy, and acclaimed restaurants, cafes and boutiques. Homes of this caliber do not become available often. Come see it in person.

5 Beds ⋅ 5 Baths ⋅ 12624950 MLS ⋅ CLOSED Status

In a city where true rarity is increasingly hard to find, this Andersonville residence offers a level of living that is genuinely difficult to come by. Set on an exceptional 165-foot-deep lot nearly 40 feet longer than a standard Chicago parcel. Rarely found on the city grounds are a heated pool, a hot tub, a newly desighed one bedroom guest house with its own full kitchen and washer and dryer and a two-car garage. From the moment you step inside, the energy of the city fades away. This is a full-scale custom reconstruction by MK Builders, where every finish, material and system was selected without compromise, well beyond what any standard builder would deliver. A newly constructed greystone facade and double pane windows create an interior of remarkable quiet and calm, an unexpected luxury in one of Chicago's most vibrant neighborhoods. It is a home best appreciated in person.Originally built in 1896 and completely reimagined from the studs out, the residence blends historic character with modern performance. All mechanical, electrical, and plumbing systems were completely replaced, giving this home the soul of a classic Chicago greystone and the peace of mind of a fully updated residence. Brilliant and Ring smart home technology allows effortless control of lighting, whole-home audio and security from anywhere. Whether hosting an intimate dinner or a large gathering around the pool, this home was designed from the ground up to entertain beautifully at every level.The chef's kitchen is both a statement and a centerpiece. A dramatic 15-foot Silverwave stone island anchors the space. Professional grade appliances include a full Miele suite with steam oven and built-in espresso system, a Wolf convection oven and gas cooktop, and integrated Gaggenau refrigerator and dishwasher concealed behind custom European cabinetry. A custom appliance garage preserves the clean architectural lines.Throughout the home, hand-cut solid oak herringbone floors installed by European craftsmen speak to the level of care put into every detail. A custom staircase with hand-bent hardwood railings rises beneath a striking brass chandelier. Throughout, RH solid brass lighting fixtures and Silverwave stone accents create an atmosphere of quiet refinement that you simply cannot replicate.The primary suite is a true private retreat, featuring heated floors, a steam room with essential oil infusion, a chromotherapy soaking tub, a Japanese-style smart toilet and a beautifully appointed custom walk-in wardrobe with brass detailing. Two additional guest bedrooms open to Juliette balconies overlooking the pool and garden, an outlook that makes every morning feel a little different.The lower level was built for entertaining. A private home theater, a full bartender's bar with a wine refrigerator, commercial ice maker and beverage drawers, a dedicated service laundry, a glass and steel home office wired with dual Ethernet and a private guest suite with its own full bath.The backyard is where this home sets itself completely apart. Professionally landscaped and enclosed by a privacy fence, the rear garden feels nothing like a city backyard. A heated pool, hot tub and expansive entertaining terrace create a setting that most Chicagoans drive past for years and never imagine exists behind the facade. The one-bedroom guest house works beautifully as a guest retreat, au pair quarters or an income-producing rental. A two-car garage with 220-volt EV charging completes the offering. Andersonville is one of Chicago's most admired neighborhoods, offering walkability, vibrancy, and acclaimed restaurants, cafes and boutiques. Homes of this caliber do not become available often. Come see it in person.

5415 N Ashland Avenue, Chicago

$1,840,000

12596092 MLS ⋅ CLOSED Status

1739 W Gregory Avenue, Chicago

$1,600,000

Rebuilt and reimagined in 2022, this Andersonville residence blends timeless charm with modern design. This property has been meticulously transformed into a stunning home by builder MJZ Home Design, architect Andrew Ivari, and the design team at Aussie Bear. Nearly every element is brand new - the only pieces of its past that remain are the brick walls and floor joists - everything else has been thoughtfully rebuilt to today's highest standards. Spanning 5 bedrooms and 4 full baths, the home offers an open-concept main level where the living room, dining room, and chef's kitchen flow seamlessly to a large back deck and fenced yard, ideal for everyday living and entertaining. Abundant natural light pours in from the wide lot, enhanced by the added side yard. The second level hosts 3 spacious bedrooms, including a serene primary suite with a private deck overlooking the backyard. At the top of the stairs, a dedicated office nook provides the perfect work-from-home setup. Every level is complete with a full bathroom - including the finished basement, which also features a mudroom with an oversized sink and second laundry hook-up. Outdoors, enjoy a beautifully designed backyard with a fire pit for cozy evenings, plus a 2-car detached garage. With brand-new plumbing, electric, windows, HVAC, roof, and more, this home is truly move-in ready. Located in the heart of Andersonville, you'll be moments from vibrant shops, acclaimed restaurants, and the warm community atmosphere that makes this neighborhood so special.

4 Beds ⋅ 4 Baths ⋅ 12437329 MLS ⋅ CLOSED Status

Rebuilt and reimagined in 2022, this Andersonville residence blends timeless charm with modern design. This property has been meticulously transformed into a stunning home by builder MJZ Home Design, architect Andrew Ivari, and the design team at Aussie Bear. Nearly every element is brand new - the only pieces of its past that remain are the brick walls and floor joists - everything else has been thoughtfully rebuilt to today's highest standards. Spanning 5 bedrooms and 4 full baths, the home offers an open-concept main level where the living room, dining room, and chef's kitchen flow seamlessly to a large back deck and fenced yard, ideal for everyday living and entertaining. Abundant natural light pours in from the wide lot, enhanced by the added side yard. The second level hosts 3 spacious bedrooms, including a serene primary suite with a private deck overlooking the backyard. At the top of the stairs, a dedicated office nook provides the perfect work-from-home setup. Every level is complete with a full bathroom - including the finished basement, which also features a mudroom with an oversized sink and second laundry hook-up. Outdoors, enjoy a beautifully designed backyard with a fire pit for cozy evenings, plus a 2-car detached garage. With brand-new plumbing, electric, windows, HVAC, roof, and more, this home is truly move-in ready. Located in the heart of Andersonville, you'll be moments from vibrant shops, acclaimed restaurants, and the warm community atmosphere that makes this neighborhood so special.

5453 N Paulina Street, Chicago

$1,500,000

Welcome to this spacious, jumbo three-story all-brick home situated on an oversized 50-foot lot in the heart of Andersonville. Offering 6 bedrooms, 3 full bathrooms, 2 full kitchens, and part finished basement, this exceptional property is ideal for a large family, multi-generational living, or related living arrangements. Filled with timeless character, the home features beautiful original woodwork, stunning antique (Stained Glass) details, and classic architectural charm throughout. The inviting living room showcases a cozy fireplace, while the generously sized formal dining room is perfect for hosting family gatherings and entertaining guests. The main level includes a spacious bedroom and a large eat-in kitchen designed for comfortable everyday living. The part finished basement offers additional living space with a family room, bedroom, full kitchen, and full bathroom, creating an excellent option for extended family or guests. A separate basement area includes the utility room along with a washer and dryer. The enormous unfinished attic provides incredible potential for future expansion, whether you envision additional bedrooms, a home office, recreation space, or a luxurious primary suite.Nice Size Back Yard, 2 Separate Car Garages. Home is Located just steps from Andersonville's acclaimed restaurants, boutiques, cafes, and entertainment, and within walking distance of Lake Michigan, this home combines generous living space, historic charm, and an unbeatable location. Brokers Please see Private Remarks for additional information.

5 Beds ⋅ 4 Baths ⋅ 12694742 MLS ⋅ CLOSED Status

Welcome to this spacious, jumbo three-story all-brick home situated on an oversized 50-foot lot in the heart of Andersonville. Offering 6 bedrooms, 3 full bathrooms, 2 full kitchens, and part finished basement, this exceptional property is ideal for a large family, multi-generational living, or related living arrangements. Filled with timeless character, the home features beautiful original woodwork, stunning antique (Stained Glass) details, and classic architectural charm throughout. The inviting living room showcases a cozy fireplace, while the generously sized formal dining room is perfect for hosting family gatherings and entertaining guests. The main level includes a spacious bedroom and a large eat-in kitchen designed for comfortable everyday living. The part finished basement offers additional living space with a family room, bedroom, full kitchen, and full bathroom, creating an excellent option for extended family or guests. A separate basement area includes the utility room along with a washer and dryer. The enormous unfinished attic provides incredible potential for future expansion, whether you envision additional bedrooms, a home office, recreation space, or a luxurious primary suite.Nice Size Back Yard, 2 Separate Car Garages. Home is Located just steps from Andersonville's acclaimed restaurants, boutiques, cafes, and entertainment, and within walking distance of Lake Michigan, this home combines generous living space, historic charm, and an unbeatable location. Brokers Please see Private Remarks for additional information.

1446 W Summerdale Avenue, Chicago

$1,370,000

Impressive oversized corner-lot brick 3-flat in the heart of Andersonville, offering exceptional space, updates, and strong investment potential. Each unit offers an expansive floor plan with 3 bedrooms, 1 bath, and separate living and dining areas, highlighted by 9-foot ceilings and abundant natural light throughout. All three units include modern kitchens featuring stainless steel appliances, ample cabinetry, and granite countertops, along with well-designed bathrooms with quality finishes. Each unit also enjoys a large balcony, perfect for outdoor relaxation. The second and third-floor units were fully updated in 2023 and are currently tenant-occupied, while the first-floor unit has been recently updated and is ready for a new tenant or owner-occupant. All units are equipped with high-efficiency central heating and cooling system, as well as in-unit washer and dryer for added convenience. The partially finished basement includes a full bathroom, offering excellent potential for an in-law suite or additional living space. A spacious rear outdoor area accommodates at least three off-street parking spaces. Current rents are below market value, presenting significant upside and room for income growth. Ideally located just steps from Andersonville's vibrant shops, restaurants, and public transportation, this property presents a rare opportunity for both investors and owner-occupants alike.

9 Beds ⋅ 4 Baths ⋅ 12637096 MLS ⋅ CLOSED Status

Impressive oversized corner-lot brick 3-flat in the heart of Andersonville, offering exceptional space, updates, and strong investment potential. Each unit offers an expansive floor plan with 3 bedrooms, 1 bath, and separate living and dining areas, highlighted by 9-foot ceilings and abundant natural light throughout. All three units include modern kitchens featuring stainless steel appliances, ample cabinetry, and granite countertops, along with well-designed bathrooms with quality finishes. Each unit also enjoys a large balcony, perfect for outdoor relaxation. The second and third-floor units were fully updated in 2023 and are currently tenant-occupied, while the first-floor unit has been recently updated and is ready for a new tenant or owner-occupant. All units are equipped with high-efficiency central heating and cooling system, as well as in-unit washer and dryer for added convenience. The partially finished basement includes a full bathroom, offering excellent potential for an in-law suite or additional living space. A spacious rear outdoor area accommodates at least three off-street parking spaces. Current rents are below market value, presenting significant upside and room for income growth. Ideally located just steps from Andersonville's vibrant shops, restaurants, and public transportation, this property presents a rare opportunity for both investors and owner-occupants alike.

1414 W Summerdale Avenue, Chicago

$1,350,000

This iconic brick building is perfectly nestled between Andersonville and Bowmanville to provide the perfect blend of walkability and serenity! THE most pristine three-unit on the market on the north side, this special building offers incredible warmth, character, and long-term upside. It features three spacious units that were all delicately renovated in every aspect. Each unit enjoys condo-quality kitchens and bathrooms, central heat/air conditioning, individual laundry, plus one designated storage room in the basement. Outdoor space is a standout feature, showcasing a low-maintenance backyard with turf, a fully fenced yard, and a custom fire pit patio... perfect for entertaining or relaxing year-round. Detached two car garage has an EV charger. Located in a sought-after pocket known for its tree-lined streets and historic homes, this investment offers the best of city living with a neighborhood vibe. The surrounding area blends quiet residential blocks with easy access to vibrant Andersonville, known for its locally-owned shops, dining, libations, and robust community events. Nearby Bowmanville adds a more residential feel with well-maintained homes, a welcoming atmosphere, and proximity to Winnemac Park. This is rare gem... with a cherry on top.

6 Beds ⋅ 3 Baths ⋅ 12634526 MLS ⋅ CLOSED Status

This iconic brick building is perfectly nestled between Andersonville and Bowmanville to provide the perfect blend of walkability and serenity! THE most pristine three-unit on the market on the north side, this special building offers incredible warmth, character, and long-term upside. It features three spacious units that were all delicately renovated in every aspect. Each unit enjoys condo-quality kitchens and bathrooms, central heat/air conditioning, individual laundry, plus one designated storage room in the basement. Outdoor space is a standout feature, showcasing a low-maintenance backyard with turf, a fully fenced yard, and a custom fire pit patio... perfect for entertaining or relaxing year-round. Detached two car garage has an EV charger. Located in a sought-after pocket known for its tree-lined streets and historic homes, this investment offers the best of city living with a neighborhood vibe. The surrounding area blends quiet residential blocks with easy access to vibrant Andersonville, known for its locally-owned shops, dining, libations, and robust community events. Nearby Bowmanville adds a more residential feel with well-maintained homes, a welcoming atmosphere, and proximity to Winnemac Park. This is rare gem... with a cherry on top.

1715 W Balmoral Avenue, Chicago

$1,325,000

Classic Chicago two-flat in the heart of Andersonville, thoughtfully updated in 2025 to blend modern amenities with timeless vintage charm. An exceptional investment opportunity, this property is ideal as a live-in, owner-occupied home with rental income or as a fully leased, income-producing asset. The second-floor two-bedroom apartment features central A/C, in-unit laundry, and a beautifully renovated kitchen that opens to the enclosed back porch, creating space for both an island and a kitchen table overlooking the backyard. A formal dining room has been preserved, while the spacious living room and office nook open to a front porch overlooking the picturesque, tree-lined street. The first-floor duplex-down offers five bedrooms (two on the main level and three below), providing exceptional flexibility for a growing household, a group of housemates, guests, or home offices. The historic floor plan has been thoughtfully maintained on the first floor, featuring a formal dining room with the original built-in cabinetry and an enclosed back porch that serves as an ideal breakfast room or mudroom. The home includes three bathrooms, including a beautifully renovated vintage-style bath on the main level, a spa-inspired ensuite, and a second sophisticated lower-level bath. The finished lower level also offers a family room and in-unit laundry. Enjoy an evening on the porch, grilling on the back patio (with a gas hookup), playing in the spacious turf backyard, or gardening. A two-car garage, newly re-sided in 2025, completes this exceptional Andersonville property, located just down the street from Pizza Lobo and Little Bad Wolf. Andersonville is known for its locally owned businesses, bars, restaurants, and cafes. The area also offers exceptional schools, including Pierce Elementary, the Waldorf School, and Rogers Park Montessori School, and is a short walk to the Metra station, the Berwyn L station, and Foster Beach. Second floor tenants are lease runs to May 2027. First floor tenants are on a month-to-month lease and would like to stay.

7 Beds ⋅ 4 Baths ⋅ 12711377 MLS ⋅ CLOSED Status

Classic Chicago two-flat in the heart of Andersonville, thoughtfully updated in 2025 to blend modern amenities with timeless vintage charm. An exceptional investment opportunity, this property is ideal as a live-in, owner-occupied home with rental income or as a fully leased, income-producing asset. The second-floor two-bedroom apartment features central A/C, in-unit laundry, and a beautifully renovated kitchen that opens to the enclosed back porch, creating space for both an island and a kitchen table overlooking the backyard. A formal dining room has been preserved, while the spacious living room and office nook open to a front porch overlooking the picturesque, tree-lined street. The first-floor duplex-down offers five bedrooms (two on the main level and three below), providing exceptional flexibility for a growing household, a group of housemates, guests, or home offices. The historic floor plan has been thoughtfully maintained on the first floor, featuring a formal dining room with the original built-in cabinetry and an enclosed back porch that serves as an ideal breakfast room or mudroom. The home includes three bathrooms, including a beautifully renovated vintage-style bath on the main level, a spa-inspired ensuite, and a second sophisticated lower-level bath. The finished lower level also offers a family room and in-unit laundry. Enjoy an evening on the porch, grilling on the back patio (with a gas hookup), playing in the spacious turf backyard, or gardening. A two-car garage, newly re-sided in 2025, completes this exceptional Andersonville property, located just down the street from Pizza Lobo and Little Bad Wolf. Andersonville is known for its locally owned businesses, bars, restaurants, and cafes. The area also offers exceptional schools, including Pierce Elementary, the Waldorf School, and Rogers Park Montessori School, and is a short walk to the Metra station, the Berwyn L station, and Foster Beach. Second floor tenants are lease runs to May 2027. First floor tenants are on a month-to-month lease and would like to stay.

1446 W Catalpa Avenue, Chicago

$1,320,000

HIGHEST AND BEST OFFERS DUE 2/25 AT 4PM. Must purchase 1621 and 1623 together. The seller will not separate. The list price of $1,100,000 is for both parcels. 1621 home sits on a 30-foot-wide lot by 125. 1623 home sits on a 35-foot-wide lot by 125. Survey has been ordered. These homes need complete renovation or tear down. The 1621 home does not have a kitchen. 1623 has an unfinished attic. Both homes have unfinished basement. The rear brick garage is built across both lots. Zoning is RS-3. Sold as-is. Deed Restrictions apply. Closing timeline are based on seller's contract approvals. Inquire with questions.

1 Beds ⋅ 1 Baths ⋅ 12570202 MLS ⋅ CLOSED Status

HIGHEST AND BEST OFFERS DUE 2/25 AT 4PM. Must purchase 1621 and 1623 together. The seller will not separate. The list price of $1,100,000 is for both parcels. 1621 home sits on a 30-foot-wide lot by 125. 1623 home sits on a 35-foot-wide lot by 125. Survey has been ordered. These homes need complete renovation or tear down. The 1621 home does not have a kitchen. 1623 has an unfinished attic. Both homes have unfinished basement. The rear brick garage is built across both lots. Zoning is RS-3. Sold as-is. Deed Restrictions apply. Closing timeline are based on seller's contract approvals. Inquire with questions.

1623 W Bryn Mawr Avenue, Chicago

$1,320,000

HIGHEST AND BEST OFFERS DUE 2/25 AT 4PM. Must purchase 1621 and 1623 together. The seller will not separate. The list price of $1,100,000 is for both parcels. 1621 home sits on a 30-foot-wide lot by 125. 1623 home sits on a 35-foot-wide lot by 125. Survey has been ordered. These homes need complete renovation or tear down. The 1621 home does not have a kitchen. 1623 has an unfinished attic. Both homes have unfinished basement. The rear brick garage is built across both lots. Zoning is RS-3. Sold as-is. Deed Restrictions apply. Closing timeline are based on seller's contract approvals. Inquire with questions.

12570185 MLS ⋅ CLOSED Status

HIGHEST AND BEST OFFERS DUE 2/25 AT 4PM. Must purchase 1621 and 1623 together. The seller will not separate. The list price of $1,100,000 is for both parcels. 1621 home sits on a 30-foot-wide lot by 125. 1623 home sits on a 35-foot-wide lot by 125. Survey has been ordered. These homes need complete renovation or tear down. The 1621 home does not have a kitchen. 1623 has an unfinished attic. Both homes have unfinished basement. The rear brick garage is built across both lots. Zoning is RS-3. Sold as-is. Deed Restrictions apply. Closing timeline are based on seller's contract approvals. Inquire with questions.

1621 W Bryn Mawr Avenue, Chicago

$1,311,000

Lovingly maintained owner-occupied 2-flat in the heart of Andersonville offering incredible flexibility for investors, live-in owners, or multi-generational living. This spacious property features 5 bedrooms and 3 full bathrooms across two well-kept units and a basement filled with vintage charm, timeless character, and true pride of ownership. Generous room sizes, abundant natural light, and thoughtful upkeep help highlight the beautiful original details and classic vintage accents that are found throughout, including stunning built-in cabinetry, rich woodwork, and warm, inviting living spaces. Recent upgrades to the kitchen and bath provide a modern touch in the owner's unit..this is that rare move-in ready opportunity that blends charm and functionality. The property also includes private balconies, a 2-car garage and outdoor space. There is also a tall basement with laundry room, utility room and endless storage. All situated on a quiet tree-lined street just moments from Lake Michigan and Andersonville's renowned restaurants, cafes, shopping, nightlife, parks, and public transportation. Whether you're looking to generate rental income, owner-occupy with supplemental income, or invest in one of Chicago's most sought-after neighborhoods, this exceptional 2-flat offers endless potential and enduring Chicago character.

5 Beds ⋅ 3 Baths ⋅ 12657840 MLS ⋅ CLOSED Status

Lovingly maintained owner-occupied 2-flat in the heart of Andersonville offering incredible flexibility for investors, live-in owners, or multi-generational living. This spacious property features 5 bedrooms and 3 full bathrooms across two well-kept units and a basement filled with vintage charm, timeless character, and true pride of ownership. Generous room sizes, abundant natural light, and thoughtful upkeep help highlight the beautiful original details and classic vintage accents that are found throughout, including stunning built-in cabinetry, rich woodwork, and warm, inviting living spaces. Recent upgrades to the kitchen and bath provide a modern touch in the owner's unit..this is that rare move-in ready opportunity that blends charm and functionality. The property also includes private balconies, a 2-car garage and outdoor space. There is also a tall basement with laundry room, utility room and endless storage. All situated on a quiet tree-lined street just moments from Lake Michigan and Andersonville's renowned restaurants, cafes, shopping, nightlife, parks, and public transportation. Whether you're looking to generate rental income, owner-occupy with supplemental income, or invest in one of Chicago's most sought-after neighborhoods, this exceptional 2-flat offers endless potential and enduring Chicago character.

5227 N Glenwood Avenue, Chicago

$1,255,000

This 3-bed, 3.5-bath 1913 workman's cottage sits on a picturesque one-way street in Andersonville's Lakewood Balmoral neighborhood. Fully refreshed inside and out, this property has been lovingly polished highlighting its vintage charm. The curb appeal is undeniable. A custom native plant garden was installed in spring 2024. The front steps were widened and rebuilt with TimberTech tops, and newly installed flower boxes at the facade add a pop of color that can be enjoyed from the inside as well as out. The new ceramic tile mudroom entry leads to the foyer. A brand new skylight allows light to flood the charming original staircase. New crown molding and cased openings run throughout the main level, with all walls releveled and painted. The living room features custom cabinetry, gas fireplace, and an adjustable lowering tv mount ready for movie nights. The dining room is a definite showstopper as well, with William Morris wallpaper, new wainscoting, and the home's original built-in hutch. The kitchen has a new island, granite countertops, stainless steel appliances, and a large walk-in pantry with its own countertop and ample storage. A 'keeping room' couples with the kitchen with access to the cedar deck and fully fenced backyard, where new antimicrobial, free-draining pet grass has been installed. A powder room completes the main level. Upstairs there is a large primary suite with private deck, massive walk-in closet, and an ensuite bathroom. A bright second bedroom-including a Tonal home gym-and a full main bath complete the floor. New crown throughout the second level as well. The lower level has a guest suite with a full bath featuring a clawfoot tub, plus laundry, and exterior access to the backyard. Dual-zoned HVAC. Two-car detached garage. Walk to Clark Street, Bryn Mawr Historic District, the CTA, and the lake. Seller is an IL Licensed Agent.

2 Beds ⋅ 4 Baths ⋅ 12630107 MLS ⋅ CLOSED Status

This 3-bed, 3.5-bath 1913 workman's cottage sits on a picturesque one-way street in Andersonville's Lakewood Balmoral neighborhood. Fully refreshed inside and out, this property has been lovingly polished highlighting its vintage charm. The curb appeal is undeniable. A custom native plant garden was installed in spring 2024. The front steps were widened and rebuilt with TimberTech tops, and newly installed flower boxes at the facade add a pop of color that can be enjoyed from the inside as well as out. The new ceramic tile mudroom entry leads to the foyer. A brand new skylight allows light to flood the charming original staircase. New crown molding and cased openings run throughout the main level, with all walls releveled and painted. The living room features custom cabinetry, gas fireplace, and an adjustable lowering tv mount ready for movie nights. The dining room is a definite showstopper as well, with William Morris wallpaper, new wainscoting, and the home's original built-in hutch. The kitchen has a new island, granite countertops, stainless steel appliances, and a large walk-in pantry with its own countertop and ample storage. A 'keeping room' couples with the kitchen with access to the cedar deck and fully fenced backyard, where new antimicrobial, free-draining pet grass has been installed. A powder room completes the main level. Upstairs there is a large primary suite with private deck, massive walk-in closet, and an ensuite bathroom. A bright second bedroom-including a Tonal home gym-and a full main bath complete the floor. New crown throughout the second level as well. The lower level has a guest suite with a full bath featuring a clawfoot tub, plus laundry, and exterior access to the backyard. Dual-zoned HVAC. Two-car detached garage. Walk to Clark Street, Bryn Mawr Historic District, the CTA, and the lake. Seller is an IL Licensed Agent.

1443 W Catalpa Avenue, Chicago

$1,160,000

A rare find! Bring your contractor and your vision to this beautiful, classic Greystone 2-flat, held by the same family for decades. Situated on a massive 37 ft wide lot on one of Andersonville's most coveted streets, this property offers incredible potential. Unit 1 has been reconfigured from a 3-bedroom to a spacious 2-bedroom layout, featuring a huge living and dining area. The large eat-in kitchen incorporates the enclosed porch for extra space, and laundry has been conveniently installed in-unit. An interior staircase provides direct access to a large, unfinished basement-perfect for duplexing down. Unit 2 is a sun-drenched 3-bedroom plus den, 1-bath apartment. Vintage details remain intact throughout both units. Outside, you will find a very large backyard, a 2-car garage, and room for a 3rd car if needed. The possibilities are endless: convert to a spectacular single-family home, create a luxury owner-occupied duplex, or renovate into two massive condos. Located just two blocks from Clark Street, you are steps away from a plethora of fabulous shops and restaurants. Note: This is an estate sale and the property is conveyed AS-IS

5 Beds ⋅ 2 Baths ⋅ 12569543 MLS ⋅ CLOSED Status

A rare find! Bring your contractor and your vision to this beautiful, classic Greystone 2-flat, held by the same family for decades. Situated on a massive 37 ft wide lot on one of Andersonville's most coveted streets, this property offers incredible potential. Unit 1 has been reconfigured from a 3-bedroom to a spacious 2-bedroom layout, featuring a huge living and dining area. The large eat-in kitchen incorporates the enclosed porch for extra space, and laundry has been conveniently installed in-unit. An interior staircase provides direct access to a large, unfinished basement-perfect for duplexing down. Unit 2 is a sun-drenched 3-bedroom plus den, 1-bath apartment. Vintage details remain intact throughout both units. Outside, you will find a very large backyard, a 2-car garage, and room for a 3rd car if needed. The possibilities are endless: convert to a spectacular single-family home, create a luxury owner-occupied duplex, or renovate into two massive condos. Located just two blocks from Clark Street, you are steps away from a plethora of fabulous shops and restaurants. Note: This is an estate sale and the property is conveyed AS-IS

5210 N Glenwood Avenue, Chicago

$1,127,000

Versatile one and a half story currently enjoyed as a spacious single-family home, this unique Andersonville property offers incredible flexibility for today's buyer. The existing layout provides exciting possibilities for future use while functioning beautifully as a spacious four-bedroom, three-bath home. A full bath on every level offers convenience and flexibility. The light-filled kitchen features white cabinetry, granite countertops, stainless steel appliances, and a generous eating area overlooking the backyard. Hardwood floors run throughout the main and second levels, while the finished basement, with above-grade windows for abundant natural light, offers luxury vinyl flooring, a full bath, and wonderful additional living space. Situated on an oversized 33-foot lot in one of Andersonville's most desirable locations, this home offers the perfect combination of charm, space, and future potential.

4 Beds ⋅ 3 Baths ⋅ 12714832 MLS ⋅ CLOSED Status

Versatile one and a half story currently enjoyed as a spacious single-family home, this unique Andersonville property offers incredible flexibility for today's buyer. The existing layout provides exciting possibilities for future use while functioning beautifully as a spacious four-bedroom, three-bath home. A full bath on every level offers convenience and flexibility. The light-filled kitchen features white cabinetry, granite countertops, stainless steel appliances, and a generous eating area overlooking the backyard. Hardwood floors run throughout the main and second levels, while the finished basement, with above-grade windows for abundant natural light, offers luxury vinyl flooring, a full bath, and wonderful additional living space. Situated on an oversized 33-foot lot in one of Andersonville's most desirable locations, this home offers the perfect combination of charm, space, and future potential.

1735 W Farragut Avenue, Chicago

$1,100,000

6 Beds ⋅ 3 Baths ⋅ 12563246 MLS ⋅ CLOSED Status

1468 W Foster Avenue, Chicago

$1,005,000

3 Beds ⋅ 3 Baths ⋅ 12581198 MLS ⋅ CLOSED Status

1619 W Bryn Mawr Avenue, Chicago

$900,000

Immerse yourself in the refined elegance of this spacious single-family home, nestled in the vibrant heart of Andersonville. Just a block away from a rich tapestry of dining, entertainment, and shopping, this residence offers a perfect blend of urban living and community charm, surrounded by gardens and local culture. The expansive formal living and dining areas gracefully flow into an open-concept kitchen and family room, complete with a cozy wood-burning fireplace and a walk-out rear deck. The kitchen featuring granite countertops, cherry cabinetry, stainless steel appliances, a buffet, a breakfast nook, and a convenient powder-room. Hardwood floors exude warmth and sophistication. The master suite is a personal retreat with a room-length walk-in closet and an en suite marble bath that includes a whirlpool tub, a separate shower, and a double vanity. Two additional bedrooms share a full bath, each featuring generous closet space. In the tiled and fully renovated basement, discover a second master bedroom along with a luxury bathroom, offering a two-person steam shower for ultimate relaxation. The home's modern electrical system is equipped for solar power, installed in 2022, reflects modern sustainability. An instant hot water system, paired with a high-efficiency tank, ensures comfort and convenience, even with guests. The thoughtfully designed exterior drainage system guarantees a low-maintenance and dry basement, while cable access from the laundry room supports seamless entertainment and reliable Wi-Fi throughout the home. Ceiling fans in most rooms enhance energy efficiency, allowing you to enjoy the refreshing breeze from the back porch through the elegant French doors. With a partially finished attic space that spans the entire house, currently serving as a boxing gym and storage area, you have the freedom to pursue your passions. The fully tiled lower level expands your living space, featuring an additional family room, fourth bedroom, full bath, mudroom, and ample storage. This home is not just a residence; it's a canvas for a vibrant and fulfilling lifestyle.

3 Beds ⋅ 4 Baths ⋅ 12493318 MLS ⋅ CLOSED Status

Immerse yourself in the refined elegance of this spacious single-family home, nestled in the vibrant heart of Andersonville. Just a block away from a rich tapestry of dining, entertainment, and shopping, this residence offers a perfect blend of urban living and community charm, surrounded by gardens and local culture. The expansive formal living and dining areas gracefully flow into an open-concept kitchen and family room, complete with a cozy wood-burning fireplace and a walk-out rear deck. The kitchen featuring granite countertops, cherry cabinetry, stainless steel appliances, a buffet, a breakfast nook, and a convenient powder-room. Hardwood floors exude warmth and sophistication. The master suite is a personal retreat with a room-length walk-in closet and an en suite marble bath that includes a whirlpool tub, a separate shower, and a double vanity. Two additional bedrooms share a full bath, each featuring generous closet space. In the tiled and fully renovated basement, discover a second master bedroom along with a luxury bathroom, offering a two-person steam shower for ultimate relaxation. The home's modern electrical system is equipped for solar power, installed in 2022, reflects modern sustainability. An instant hot water system, paired with a high-efficiency tank, ensures comfort and convenience, even with guests. The thoughtfully designed exterior drainage system guarantees a low-maintenance and dry basement, while cable access from the laundry room supports seamless entertainment and reliable Wi-Fi throughout the home. Ceiling fans in most rooms enhance energy efficiency, allowing you to enjoy the refreshing breeze from the back porch through the elegant French doors. With a partially finished attic space that spans the entire house, currently serving as a boxing gym and storage area, you have the freedom to pursue your passions. The fully tiled lower level expands your living space, featuring an additional family room, fourth bedroom, full bath, mudroom, and ample storage. This home is not just a residence; it's a canvas for a vibrant and fulfilling lifestyle.

5338 N Ashland Avenue, Chicago

$885,000

Perfectly positioned in the heart of Andersonville, this beautifully maintained 3-bedroom, 3-bath single-family home offers the ideal blend of timeless character, thoughtful updates, and an unbeatable location. Just steps from the neighborhood's beloved restaurants, cafes, boutiques, parks, and convenient transportation, this is city living at its finest. Inside, you'll find a warm and inviting floor plan designed for both everyday living and effortless entertaining. The spacious living areas flow seamlessly into a well-appointed kitchen featuring 42 inch cabinetry, generous counter space with center island, stainless steel appliances and an eat-in area that serves as the heart of the home. The back den/office area overlooks the two-level backyard deck reimagined in 2014. The top floor is your private primary suite complete with a large closet, dressing area and private bath. The finished lower level expands your living space with endless possibilities, whether you envision a family room, home office, fitness area, media room, or guest suite. The fenced yard and two-car garage complete this exceptional home. Meticulously cared for and thoughtfully updated, major improvements include a new roof (2016) and a new central air conditioning system (2020), providing peace of mind for years to come. Location truly sets this home apart. Enjoy being just moments from Andersonville favorites including Hopleaf, Lady Gregory's, Vincent, Starbucks, independent shops along Clark Street, neighborhood parks, and convenient access to both the Red Line and Metra, making commuting throughout the city a breeze.

2 Beds ⋅ 3 Baths ⋅ 12718581 MLS ⋅ CLOSED Status

Perfectly positioned in the heart of Andersonville, this beautifully maintained 3-bedroom, 3-bath single-family home offers the ideal blend of timeless character, thoughtful updates, and an unbeatable location. Just steps from the neighborhood's beloved restaurants, cafes, boutiques, parks, and convenient transportation, this is city living at its finest. Inside, you'll find a warm and inviting floor plan designed for both everyday living and effortless entertaining. The spacious living areas flow seamlessly into a well-appointed kitchen featuring 42 inch cabinetry, generous counter space with center island, stainless steel appliances and an eat-in area that serves as the heart of the home. The back den/office area overlooks the two-level backyard deck reimagined in 2014. The top floor is your private primary suite complete with a large closet, dressing area and private bath. The finished lower level expands your living space with endless possibilities, whether you envision a family room, home office, fitness area, media room, or guest suite. The fenced yard and two-car garage complete this exceptional home. Meticulously cared for and thoughtfully updated, major improvements include a new roof (2016) and a new central air conditioning system (2020), providing peace of mind for years to come. Location truly sets this home apart. Enjoy being just moments from Andersonville favorites including Hopleaf, Lady Gregory's, Vincent, Starbucks, independent shops along Clark Street, neighborhood parks, and convenient access to both the Red Line and Metra, making commuting throughout the city a breeze.

5354 N Ashland Avenue, Chicago

$856,000

3 Beds ⋅ 4 Baths ⋅ 12462064 MLS ⋅ CLOSED Status

Chicago

$825,000

* Highest and Best Offers by 3 pm Tuesday January 27th. Andersonville Gem with Vintage Charm and Endless Possibilities. Discover this classic "iron-spot" brick Chicago 2-flat in the heart of Andersonville, rich with original character and thoughtful updates. Both units feature hardwood floors, beautiful vintage wood trim, and soaring high ceilings, creating a warm and timeless feel throughout. The first-floor bathroom has been tastefully renovated with custom tile, a wood vanity, and classic octagonal floor tile. Each unit offers generous kitchens with white cabinetry and oversized pantries, perfect for everyday living and storage. The full basement offers good ceiling height and wide-open space, ideal for storage, a workshop, or future finishing possibilities. With a 29.6' x 125' lot, enjoy a huge backyard plus a 2-car garage. Major mechanicals include newer separate furnaces and central air systems, along with two water heaters. All of this just blocks from Clark Street's shops, restaurants, nightlife, and public transportation. A wonderful opportunity for an investor, owner-occupant, or those exploring potential single-family conversion-with loads of original detail you simply can't replicate today.

5 Beds ⋅ 2 Baths ⋅ 12543328 MLS ⋅ CLOSED Status

* Highest and Best Offers by 3 pm Tuesday January 27th. Andersonville Gem with Vintage Charm and Endless Possibilities. Discover this classic "iron-spot" brick Chicago 2-flat in the heart of Andersonville, rich with original character and thoughtful updates. Both units feature hardwood floors, beautiful vintage wood trim, and soaring high ceilings, creating a warm and timeless feel throughout. The first-floor bathroom has been tastefully renovated with custom tile, a wood vanity, and classic octagonal floor tile. Each unit offers generous kitchens with white cabinetry and oversized pantries, perfect for everyday living and storage. The full basement offers good ceiling height and wide-open space, ideal for storage, a workshop, or future finishing possibilities. With a 29.6' x 125' lot, enjoy a huge backyard plus a 2-car garage. Major mechanicals include newer separate furnaces and central air systems, along with two water heaters. All of this just blocks from Clark Street's shops, restaurants, nightlife, and public transportation. A wonderful opportunity for an investor, owner-occupant, or those exploring potential single-family conversion-with loads of original detail you simply can't replicate today.

1736 W Farragut Avenue, Chicago

$780,000

Check out this beautiful brick two-flat plus finished garden nestled in the heart of Andersonville, one of Chicago's most vibrant neighborhoods. This charming property is a perfect blend of classic character and modern convenience, just one block away from the bustling shops and restaurants of Clark Street. Enjoy hardwood floors on the 1st and 2nd floors, updated kitchens and baths, stainless steel appliances, in-unit laundry and central air/heat. The property has been meticulously maintained, with two new AC units installed in 2022, a new roof in 2023, new skylight in 2018 and tuckpointing completed in 2015. The finished garden level offers additional living space or added income. For those who value convenience, this location has easy access to public transportation, including the "L", bus and Metra. The property also features a two-car garage and a lovely yard, perfect for outdoor enjoyment.

5 Beds ⋅ 3 Baths ⋅ 12444082 MLS ⋅ CLOSED Status

Check out this beautiful brick two-flat plus finished garden nestled in the heart of Andersonville, one of Chicago's most vibrant neighborhoods. This charming property is a perfect blend of classic character and modern convenience, just one block away from the bustling shops and restaurants of Clark Street. Enjoy hardwood floors on the 1st and 2nd floors, updated kitchens and baths, stainless steel appliances, in-unit laundry and central air/heat. The property has been meticulously maintained, with two new AC units installed in 2022, a new roof in 2023, new skylight in 2018 and tuckpointing completed in 2015. The finished garden level offers additional living space or added income. For those who value convenience, this location has easy access to public transportation, including the "L", bus and Metra. The property also features a two-car garage and a lovely yard, perfect for outdoor enjoyment.

5440 N Ashland Avenue, Chicago

$775,000

This huge, beautifully rehabbed condo features a stunning combination of vintage details and modern amenities and is located in an intimate brick building on a serene tree-lined street, half a block from the heart of Andersonville! This south facing unit is flooded with natural light and features a thoughtful floor plan ideal for family living and entertaining. Gracious foyer leads to large living room with custom wall coverings and gas fireplace flanked by beautiful vintage built-ins. Living room opens to sun-filled family room with three exposures. Brand new designer kitchen with stainless steel appliances, custom backsplash, gorgeous terra cotta floor and large breakfast bar opens to dining room that easily accommodates a large table. Enclosed private office perfect for working from home. Hardwood floors. New premium lighting. High-end matte paint. In-unit washer/dryer. Dedicated private garage not shared with other owners and large storage closet are included in the price. Unbeatable location steps to restaurants, cafes, shopping, groceries, parks, the "L" and all that Andersonville has to offer. No detail was overlooked in this meticulously designed home.

3 Beds ⋅ 2 Baths ⋅ 12639941 MLS ⋅ CLOSED Status

This huge, beautifully rehabbed condo features a stunning combination of vintage details and modern amenities and is located in an intimate brick building on a serene tree-lined street, half a block from the heart of Andersonville! This south facing unit is flooded with natural light and features a thoughtful floor plan ideal for family living and entertaining. Gracious foyer leads to large living room with custom wall coverings and gas fireplace flanked by beautiful vintage built-ins. Living room opens to sun-filled family room with three exposures. Brand new designer kitchen with stainless steel appliances, custom backsplash, gorgeous terra cotta floor and large breakfast bar opens to dining room that easily accommodates a large table. Enclosed private office perfect for working from home. Hardwood floors. New premium lighting. High-end matte paint. In-unit washer/dryer. Dedicated private garage not shared with other owners and large storage closet are included in the price. Unbeatable location steps to restaurants, cafes, shopping, groceries, parks, the "L" and all that Andersonville has to offer. No detail was overlooked in this meticulously designed home.

1468 W Balmoral Avenue Unit #3, Chicago

$732,000

A thoughtfully designed and spacious condo with abundant natural light. The main level features an open and inviting layout with a spacious living room that flows into the dining area and well-appointed kitchen, complete with ample counter space and storage ideal for both everyday living and entertaining. A first-floor bedroom and full bath provide flexibility for guests. Upstairs, you'll find a generous primary bedroom with a walk-in closet, an additional bedroom, and a full bath. A versatile loft-style office area overlooking the living space adds character and functionality. Enjoy outdoor living with a private deck, along with the convenience of in-unit laundry. Situated on a charming tree-lined street in the heart of Andersonville, this attached unit offers easy access to public transportation, parks, dining, and shopping, blending neighborhood charm with city convenience.

3 Beds ⋅ 3 Baths ⋅ 12539256 MLS ⋅ CLOSED Status

A thoughtfully designed and spacious condo with abundant natural light. The main level features an open and inviting layout with a spacious living room that flows into the dining area and well-appointed kitchen, complete with ample counter space and storage ideal for both everyday living and entertaining. A first-floor bedroom and full bath provide flexibility for guests. Upstairs, you'll find a generous primary bedroom with a walk-in closet, an additional bedroom, and a full bath. A versatile loft-style office area overlooking the living space adds character and functionality. Enjoy outdoor living with a private deck, along with the convenience of in-unit laundry. Situated on a charming tree-lined street in the heart of Andersonville, this attached unit offers easy access to public transportation, parks, dining, and shopping, blending neighborhood charm with city convenience.

5536 N Glenwood Avenue Unit #1F, Chicago

$715,000

Discover this rarely available, fully renovated 4-bedroom, 2-bath condo in a charming boutique building, ideally situated just steps from Andersonville's vibrant shopping, dining, parks, and entertainment. This architecturally distinctive home boasts a modern kitchen and baths, making it a true gem. A proper entry with a coat closet opens to a sizable, stylish living room bathed in abundant sunlight from its east, south, and west exposures. The dining room, featuring three walls of windows, is a perfect spot to linger. A gallery hallway, ideal for showcasing an art collection, leads to the gorgeous chef's kitchen. This culinary haven includes a center island, Carrera white marble counters, a Thermador 6-burner range with a vented hood, Bosch and Kitchenaid appliances, a subway tile accent wall, and an oversized farmhouse sink. Custom cabinetry offers ample storage, including pantry space and a coveted coffee bar. The spacious primary suite features a comfortable sitting area and generous closet space. White Carrera marble primary bath,walk in shower and high end fixtures. The 2nd bath has white subway tile and a tub/shower combination. All four bedrooms have closet organizers.Enjoy beautiful hardwood floors throughout, newer windows, in-unit laundry, a storage room in the basement, a charming patio, and a garage space. Perfectly located on a tree-lined street in the highly sought-after Andersonville neighborhood, this is truly the perfect place to call home!

4 Beds ⋅ 2 Baths ⋅ 12499394 MLS ⋅ CLOSED Status

Discover this rarely available, fully renovated 4-bedroom, 2-bath condo in a charming boutique building, ideally situated just steps from Andersonville's vibrant shopping, dining, parks, and entertainment. This architecturally distinctive home boasts a modern kitchen and baths, making it a true gem. A proper entry with a coat closet opens to a sizable, stylish living room bathed in abundant sunlight from its east, south, and west exposures. The dining room, featuring three walls of windows, is a perfect spot to linger. A gallery hallway, ideal for showcasing an art collection, leads to the gorgeous chef's kitchen. This culinary haven includes a center island, Carrera white marble counters, a Thermador 6-burner range with a vented hood, Bosch and Kitchenaid appliances, a subway tile accent wall, and an oversized farmhouse sink. Custom cabinetry offers ample storage, including pantry space and a coveted coffee bar. The spacious primary suite features a comfortable sitting area and generous closet space. White Carrera marble primary bath,walk in shower and high end fixtures. The 2nd bath has white subway tile and a tub/shower combination. All four bedrooms have closet organizers.Enjoy beautiful hardwood floors throughout, newer windows, in-unit laundry, a storage room in the basement, a charming patio, and a garage space. Perfectly located on a tree-lined street in the highly sought-after Andersonville neighborhood, this is truly the perfect place to call home!

1462 W Balmoral Avenue Unit #2, Chicago

$705,414

The Andersonville Sanctuary: Set on the top floor of a classic vintage building, this beautifully updated Andersonville home pairs timeless architectural character with a fresh, refined sensibility. Stunning renovation (2006) features original details like exposed brick, crown molding, hardwood floors, and restored wood trim combining character, with modern amenities adding warmth, comfort and functionality.The spacious, sundrenched living room features built-in bookcases and a gas fireplace, flowing seamlessly into a sun-drenched front sunroom - ideal for dining, relaxing, reading, or Work From Home. The updated gourmet open kitchen boasts cherrywood cabinetry, ample counter space, stainless appliances including a double oven stove and new in 2025 Samsung 4-door, triple-cooling zone refrigerator, Just off the kitchen, the South-facing family room offers tons of natural light Additional numerous and recent improvements include : New AC unit (2025), New washer dryer (2025), New front alcove windows and bedroom (2023), New dishwasher (2023), New garbage disposal (2023) & Hot water heater (2021) The king-sized primary suite is a true retreat, with an oversized closet and a fully renovated ensuite bath complete with marble counters, natural stone tile, and a soaking tub. Two additional bedrooms are bright and well-proportioned, with ample closet space and plenty of natural light. Paired with a second full bath, they offer comfortable, flexible living for children, guests, or a beautifully appointed home office. Just beyond the kitchen, the south-facing family room is bathed in natural light and offers a flexible setting for relaxed everyday living, casual dining, or gathering with family and friends. A discreet in-unit laundry closet adds everyday convenience, while direct access to the private tree top deck creates an effortless indoor-outdoor connection for grilling, dining, or simply unwinding at the end of the day. A thoughtfully self-managed association gives owners direct involvement in the care of their building while keeping management overhead out of the monthly assessment. With a fabulous shared garage rooftop deck there is not only an additional outdoor space, but an opportunity to gather with neighbors, One garage parking spot is included, with easy street parking for guests. All of this is just steps from Andersonville's iconic shops, restaurants, parks, Hollywood Beach, the Lake, and the Metra station.

3 Beds ⋅ 2 Baths ⋅ 12731815 MLS ⋅ CLOSED Status ⋅ Andersonville BLDG.

The Andersonville Sanctuary: Set on the top floor of a classic vintage building, this beautifully updated Andersonville home pairs timeless architectural character with a fresh, refined sensibility. Stunning renovation (2006) features original details like exposed brick, crown molding, hardwood floors, and restored wood trim combining character, with modern amenities adding warmth, comfort and functionality.The spacious, sundrenched living room features built-in bookcases and a gas fireplace, flowing seamlessly into a sun-drenched front sunroom - ideal for dining, relaxing, reading, or Work From Home. The updated gourmet open kitchen boasts cherrywood cabinetry, ample counter space, stainless appliances including a double oven stove and new in 2025 Samsung 4-door, triple-cooling zone refrigerator, Just off the kitchen, the South-facing family room offers tons of natural light Additional numerous and recent improvements include : New AC unit (2025), New washer dryer (2025), New front alcove windows and bedroom (2023), New dishwasher (2023), New garbage disposal (2023) & Hot water heater (2021) The king-sized primary suite is a true retreat, with an oversized closet and a fully renovated ensuite bath complete with marble counters, natural stone tile, and a soaking tub. Two additional bedrooms are bright and well-proportioned, with ample closet space and plenty of natural light. Paired with a second full bath, they offer comfortable, flexible living for children, guests, or a beautifully appointed home office. Just beyond the kitchen, the south-facing family room is bathed in natural light and offers a flexible setting for relaxed everyday living, casual dining, or gathering with family and friends. A discreet in-unit laundry closet adds everyday convenience, while direct access to the private tree top deck creates an effortless indoor-outdoor connection for grilling, dining, or simply unwinding at the end of the day. A thoughtfully self-managed association gives owners direct involvement in the care of their building while keeping management overhead out of the monthly assessment. With a fabulous shared garage rooftop deck there is not only an additional outdoor space, but an opportunity to gather with neighbors, One garage parking spot is included, with easy street parking for guests. All of this is just steps from Andersonville's iconic shops, restaurants, parks, Hollywood Beach, the Lake, and the Metra station.

1621 W Rascher Avenue Unit #3, Chicago

$625,000

*Best and Highst Monday at 11 am* Rare opportunity to buy land in a great location with a livable structure that can be financed! Build your dream building home home on a wonderful lot in Andersonville. Lot gets great East and West Sunlight. RS-3 zoning.

12607502 MLS ⋅ CLOSED Status

*Best and Highst Monday at 11 am* Rare opportunity to buy land in a great location with a livable structure that can be financed! Build your dream building home home on a wonderful lot in Andersonville. Lot gets great East and West Sunlight. RS-3 zoning.

5421 N Ashland Avenue, Chicago

$625,000

*Best and Highst Monday at 11 am* In the heart of Andersonville, this stunning single-family home in an oversized 30 wide lot offers a fabulous opportunity to build value. Handyman special, this is an estate sale from long time owners. The main level welcomes you with an expansive open floor plan featuring high ceilings, hardwood flooring, and abundant natural light. The kitchen can easily be opened to connect and flow seamlessly into the inviting living and dining areas, bringing it to today's ideal for entertaining. The second level features 4 bedrooms; this space can easily accommodate adding a 2nd bathroom on the second floor to meet today's convenience needs. The finished lower level offers versatile space with an interior staircase and also exterior access and great ceiling height. Fabulous potential for an airbnb. Step outside to discover the huge amount of land, currently housing a deck, oversized yard and a 2 car garage. Located just steps away from the historic and vibrant Andersonville shops, renowned restaurants, and multiple attractions of Clark Street. Steps to the lakefront and easy access to public transit. This property is a rare find in one of Chicago's most sought-after neighborhoods. Great potential for an owner-occupant or an investor.

4 Beds ⋅ 2 Baths ⋅ 12593879 MLS ⋅ CLOSED Status

*Best and Highst Monday at 11 am* In the heart of Andersonville, this stunning single-family home in an oversized 30 wide lot offers a fabulous opportunity to build value. Handyman special, this is an estate sale from long time owners. The main level welcomes you with an expansive open floor plan featuring high ceilings, hardwood flooring, and abundant natural light. The kitchen can easily be opened to connect and flow seamlessly into the inviting living and dining areas, bringing it to today's ideal for entertaining. The second level features 4 bedrooms; this space can easily accommodate adding a 2nd bathroom on the second floor to meet today's convenience needs. The finished lower level offers versatile space with an interior staircase and also exterior access and great ceiling height. Fabulous potential for an airbnb. Step outside to discover the huge amount of land, currently housing a deck, oversized yard and a 2 car garage. Located just steps away from the historic and vibrant Andersonville shops, renowned restaurants, and multiple attractions of Clark Street. Steps to the lakefront and easy access to public transit. This property is a rare find in one of Chicago's most sought-after neighborhoods. Great potential for an owner-occupant or an investor.

5421 N Ashland Avenue, Chicago

$609,118

Sophisticated bright 2-bedroom, 2-bath residence set on a charming tree-lined street in the heart of Andersonville. The thoughtfully designed interior features custom stained hardwood floors, a gas fireplace, central air, and new window treatments throughout. The chef's kitchen is equipped with quartz countertops, stainless steel appliances, a bespoke tile backsplash, a breakfast bar with pendant lighting, and dimmer light switches for added convenience-perfect for both everyday living and entertaining. The spacious primary suite offers a walk-in closet and a spa-like ensuite with a jetted tub, separate full-body spray shower, and radiant heated floors. Additional highlights include in-unit laundry, tandem parking for two vehicles with private EV charging, extra storage, and a private deck with electricity. All just steps from the new Metra, CTA, and Andersonville's vibrant dining, shopping, and nightlife.

2 Beds ⋅ 2 Baths ⋅ 12606677 MLS ⋅ CLOSED Status ⋅ Andersonville BLDG.

Sophisticated bright 2-bedroom, 2-bath residence set on a charming tree-lined street in the heart of Andersonville. The thoughtfully designed interior features custom stained hardwood floors, a gas fireplace, central air, and new window treatments throughout. The chef's kitchen is equipped with quartz countertops, stainless steel appliances, a bespoke tile backsplash, a breakfast bar with pendant lighting, and dimmer light switches for added convenience-perfect for both everyday living and entertaining. The spacious primary suite offers a walk-in closet and a spa-like ensuite with a jetted tub, separate full-body spray shower, and radiant heated floors. Additional highlights include in-unit laundry, tandem parking for two vehicles with private EV charging, extra storage, and a private deck with electricity. All just steps from the new Metra, CTA, and Andersonville's vibrant dining, shopping, and nightlife.

1625 W Catalpa Avenue Unit #1, Chicago