Chicagorealestatesource.com Search Results

$865,000

Experience the timeless charm of this classic Chicago Greystone on a picturesque tree-lined street in the heart of East Lakeview. Offering exceptional curb appeal and a generous second-floor floorplan, this home perfectly blends vintage character with modern updates. The sun-filled, south-facing living room welcomes you with a rounded bay window, a wood-burning fireplace, and direct access to a private deck overlooking Oakdale Avenue. Entertain with ease in the oversized formal dining room, which comfortably seats 8-10 guests. The bright kitchen features white cabinetry and countertops, all-new appliances in 2020, and opens seamlessly to a cozy breakfast room. The spacious primary suite easily accommodates a king-size bed and includes a large walk-in closet and an en-suite bath with a walk-in shower and double vanity. The second bedroom is generously sized with ample closet space, and the third bedroom is perfect as a nursery, guest room, or home office. Enjoy peace of mind with a recently updated furnace (2021) and hot water heater (2022). Additional conveniences include central heating and air conditioning, in-unit laundry, and parking for two cars in a covered tandem parking space in the carport. Ideally located just moments from the lakefront, parks, and the vibrant dining, shopping, and nightlife along Broadway and Halsted, this home offers the perfect combination of neighborhood charm, spacious living, and an unbeatable East Lakeview location.

3 Beds ⋅ 2 Baths ⋅ 12708538 MLS ⋅ CLOSED Status

Experience the timeless charm of this classic Chicago Greystone on a picturesque tree-lined street in the heart of East Lakeview. Offering exceptional curb appeal and a generous second-floor floorplan, this home perfectly blends vintage character with modern updates. The sun-filled, south-facing living room welcomes you with a rounded bay window, a wood-burning fireplace, and direct access to a private deck overlooking Oakdale Avenue. Entertain with ease in the oversized formal dining room, which comfortably seats 8-10 guests. The bright kitchen features white cabinetry and countertops, all-new appliances in 2020, and opens seamlessly to a cozy breakfast room. The spacious primary suite easily accommodates a king-size bed and includes a large walk-in closet and an en-suite bath with a walk-in shower and double vanity. The second bedroom is generously sized with ample closet space, and the third bedroom is perfect as a nursery, guest room, or home office. Enjoy peace of mind with a recently updated furnace (2021) and hot water heater (2022). Additional conveniences include central heating and air conditioning, in-unit laundry, and parking for two cars in a covered tandem parking space in the carport. Ideally located just moments from the lakefront, parks, and the vibrant dining, shopping, and nightlife along Broadway and Halsted, this home offers the perfect combination of neighborhood charm, spacious living, and an unbeatable East Lakeview location.

524 W Oakdale Avenue Unit #2, Chicago

$420,777

Back on the market with many upgrades! Welcome home to this beautiful Greystone. 3 finished, renovated, and upgraded levels. New kitchen, Brazilian quartz countertops, new appliances, copper plumbing, updated electric, flood control system, too much to list. Stunning hardwood floors, high ceilings, and bathed in sunlight. Move in ready! Tons of shopping, restaurants and nightlife close by. 7 minute drive to the lake and a short walk to the heart of Hyde Park. Welcome home!

4 Beds ⋅ 3 Baths ⋅ 12717299 MLS ⋅ CONTINGENT Status

Back on the market with many upgrades! Welcome home to this beautiful Greystone. 3 finished, renovated, and upgraded levels. New kitchen, Brazilian quartz countertops, new appliances, copper plumbing, updated electric, flood control system, too much to list. Stunning hardwood floors, high ceilings, and bathed in sunlight. Move in ready! Tons of shopping, restaurants and nightlife close by. 7 minute drive to the lake and a short walk to the heart of Hyde Park. Welcome home!

4754 S Langley Avenue, Chicago

$725,000

Location truly is everything. Steps from everything that makes Lincoln Park one of Chicago's most beloved neighborhoods. From morning jogs along Lake Michigan to afternoons at the Lincoln Park Zoo and evenings dining at nearby restaurants, this home puts you in the center of it all. Charming treelined streets, historic architecture, and endless neighborhood amenities create an exceptional urban lifestyle. This stunning, sun-filled vintage Greystone sits on a quiet, treelined street with charming neighborhood views. The home offers an open flow while still preserving distinct living and entertaining spaces. Eastern and western exposures bathe every room in natural light throughout the day, accentuating the gleaming hardwood floors, original architectural details, and soaring 10-foot ceilings. The oversized primary suite +den/bonus room is a true retreat, featuring a generous sitting area, two walk-in closets, a private balcony, and an ensuite bath. Additional conveniences include large closets throughout unit, dedicated storage, and a bike room in the basement. Easy street parking.

2 Beds ⋅ 2 Baths ⋅ 12678210 MLS ⋅ CLOSED Status

Location truly is everything. Steps from everything that makes Lincoln Park one of Chicago's most beloved neighborhoods. From morning jogs along Lake Michigan to afternoons at the Lincoln Park Zoo and evenings dining at nearby restaurants, this home puts you in the center of it all. Charming treelined streets, historic architecture, and endless neighborhood amenities create an exceptional urban lifestyle. This stunning, sun-filled vintage Greystone sits on a quiet, treelined street with charming neighborhood views. The home offers an open flow while still preserving distinct living and entertaining spaces. Eastern and western exposures bathe every room in natural light throughout the day, accentuating the gleaming hardwood floors, original architectural details, and soaring 10-foot ceilings. The oversized primary suite +den/bonus room is a true retreat, featuring a generous sitting area, two walk-in closets, a private balcony, and an ensuite bath. Additional conveniences include large closets throughout unit, dedicated storage, and a bike room in the basement. Easy street parking.

1940 N Cleveland Avenue Unit #2, Chicago

$424,000

Turn key investment opportunity in the form of a handsome Greystone with 4 rentable units. Legal 3 unit + bonus unit in basement. 10 total bedrooms and 6 total bathroom. 2 of 4 units are occupied. In unit washer / dryer, individual water heater and tenant paid utilities. Potential for owner occupy "house hack" to live in the building or use as pure investment and realize the potential $6500/mo gross rent. Large fenced backyard and parking pad.

11 Beds ⋅ 6 Baths ⋅ 12712792 MLS ⋅ ACTIVE Status

Turn key investment opportunity in the form of a handsome Greystone with 4 rentable units. Legal 3 unit + bonus unit in basement. 10 total bedrooms and 6 total bathroom. 2 of 4 units are occupied. In unit washer / dryer, individual water heater and tenant paid utilities. Potential for owner occupy "house hack" to live in the building or use as pure investment and realize the potential $6500/mo gross rent. Large fenced backyard and parking pad.

1330 S Lawndale Avenue, Chicago

$635,000

A landmark on Grand Boulevard. This extraordinary limestone greystone single family home is one of Bronzeville's most recognizable historic homes, distinguished by a rare castellated parapet and hand-detailed Gothic stonework that command attention from the street. Inside, more than 5,500 square feet unfold across four beautifully proportioned levels, with mature trees, open green space, and northern skyline views surrounding the property. The main level lives for both everyday comfort and entertaining: a gracious foyer flows into a light-filled living room, a formal dining area, and a generous family room anchored by the kitchen and a sunny breakfast nook. The second floor delivers a dramatic billiard room and two spacious bedrooms. The entire top floor is devoted to a private primary retreat with its own sitting room, a home office, and an enormous walk-in closet, the kind of owner's suite almost impossible to find in a historic Chicago home. A full unfinished basement offers tremendous potential to expand, while the rear deck and detached 2-car garage round out a package that simply does not exist at this price point in this neighborhood. Location is everything here. You are steps to the CTA Green Line for a quick, easy commute to downtown and the Loop, with Lake Shore Drive, the lakefront, and the University of Chicago all within close reach. Bronzeville's celebrated restaurants, historic landmarks, and cultural institutions are right outside your door. Homes with this much architectural significance, square footage, and soul rarely become available. Come experience it in person.

5 Beds ⋅ 3 Baths ⋅ 12654290 MLS ⋅ CONTINGENT Status

A landmark on Grand Boulevard. This extraordinary limestone greystone single family home is one of Bronzeville's most recognizable historic homes, distinguished by a rare castellated parapet and hand-detailed Gothic stonework that command attention from the street. Inside, more than 5,500 square feet unfold across four beautifully proportioned levels, with mature trees, open green space, and northern skyline views surrounding the property. The main level lives for both everyday comfort and entertaining: a gracious foyer flows into a light-filled living room, a formal dining area, and a generous family room anchored by the kitchen and a sunny breakfast nook. The second floor delivers a dramatic billiard room and two spacious bedrooms. The entire top floor is devoted to a private primary retreat with its own sitting room, a home office, and an enormous walk-in closet, the kind of owner's suite almost impossible to find in a historic Chicago home. A full unfinished basement offers tremendous potential to expand, while the rear deck and detached 2-car garage round out a package that simply does not exist at this price point in this neighborhood. Location is everything here. You are steps to the CTA Green Line for a quick, easy commute to downtown and the Loop, with Lake Shore Drive, the lakefront, and the University of Chicago all within close reach. Bronzeville's celebrated restaurants, historic landmarks, and cultural institutions are right outside your door. Homes with this much architectural significance, square footage, and soul rarely become available. Come experience it in person.

4507 S Prairie Avenue, Chicago

$257,000

**Investor Special - Historic Chicago Greystone | Full Gut Renovation Opportunity!** Attention investors, rehabbers, and builders! This **Historic Chicago Greystone featuring Classical Revival architecture** offers an exceptional opportunity to restore a timeless piece of Chicago history. This property is a **complete gut-rehab** and is ready for a full renovation, allowing you to bring your vision to life while preserving its historic character. **Drive-by only due to the property's poor condition.** The property is being sold **AS-IS**, and entry will only be permitted upon an accepted offer. **Cash or renovation financing is required.** Ideally located near I-290, public transportation, parks, schools, and downtown Chicago, this property offers tremendous potential for restoration or redevelopment. Don't miss this rare opportunity to transform a classic Chicago Greystone into a stunning home or investment property.

4 Beds ⋅ 2 Baths ⋅ 12711748 MLS ⋅ ACTIVE Status

**Investor Special - Historic Chicago Greystone | Full Gut Renovation Opportunity!** Attention investors, rehabbers, and builders! This **Historic Chicago Greystone featuring Classical Revival architecture** offers an exceptional opportunity to restore a timeless piece of Chicago history. This property is a **complete gut-rehab** and is ready for a full renovation, allowing you to bring your vision to life while preserving its historic character. **Drive-by only due to the property's poor condition.** The property is being sold **AS-IS**, and entry will only be permitted upon an accepted offer. **Cash or renovation financing is required.** Ideally located near I-290, public transportation, parks, schools, and downtown Chicago, this property offers tremendous potential for restoration or redevelopment. Don't miss this rare opportunity to transform a classic Chicago Greystone into a stunning home or investment property.

3332 W Congress Parkway, Chicago

$315,000

Nestled in the desirable Greater Grand Crossing neighborhood, this classic Greystone two-unit building offers an exceptional opportunity for both investors and owner-occupants. Each spacious unit features 3 bedrooms w/ original hardwood floors. The first-floor unit includes 1 full bathroom plus a convenient half bath, while the second-floor unit boasts 2 full bathrooms and formal dining room providing added comfort and functionality. Each unit is equipped with its own in-unit washer and dryer hookups, along with separate furnaces and water heaters, allowing for independent utilities and added convenience. A full, unfinished basement offers endless potential for storage or future expansion, while the detached 2-car garage provides secure off-street parking. Sold As-Is

6 Beds ⋅ 4 Baths ⋅ 12711039 MLS ⋅ CONTINGENT Status

Nestled in the desirable Greater Grand Crossing neighborhood, this classic Greystone two-unit building offers an exceptional opportunity for both investors and owner-occupants. Each spacious unit features 3 bedrooms w/ original hardwood floors. The first-floor unit includes 1 full bathroom plus a convenient half bath, while the second-floor unit boasts 2 full bathrooms and formal dining room providing added comfort and functionality. Each unit is equipped with its own in-unit washer and dryer hookups, along with separate furnaces and water heaters, allowing for independent utilities and added convenience. A full, unfinished basement offers endless potential for storage or future expansion, while the detached 2-car garage provides secure off-street parking. Sold As-Is

7236 S Vernon Avenue, Chicago

$450,000

Exceptional legal 3-unit greystone in the heart of rapidly growing Woodlawn! This beautifully updated investment property features two spacious 2-bedroom units, each with a bonus room ideal for a home office, den, or flex space, plus a large 1-bedroom garden unit. Additional highlights include on-site coin laundry, a 2-car garage, and a finished enclosed porch. Ideally located just minutes from the Obama Presidential Center, the University of Chicago and public transportation. Perfect for an owner-occupant looking to house hack or an investor seeking a strong addition to their portfolio. Don't miss this outstanding cash flowing opportunity in one of Chicago's most dynamic neighborhoods!

5 Beds ⋅ 3 Baths ⋅ 12708799 MLS ⋅ RE-ACTIVATED Status

Exceptional legal 3-unit greystone in the heart of rapidly growing Woodlawn! This beautifully updated investment property features two spacious 2-bedroom units, each with a bonus room ideal for a home office, den, or flex space, plus a large 1-bedroom garden unit. Additional highlights include on-site coin laundry, a 2-car garage, and a finished enclosed porch. Ideally located just minutes from the Obama Presidential Center, the University of Chicago and public transportation. Perfect for an owner-occupant looking to house hack or an investor seeking a strong addition to their portfolio. Don't miss this outstanding cash flowing opportunity in one of Chicago's most dynamic neighborhoods!

6524 S Eberhart Avenue, Chicago

$384,999

Discover 6018 S Sangamon Street-a stunningly updated greystone 2-flat, ideal for both investors and owner-occupants. Each unit boasts over 1,300 sq. ft. of living space, brand-new mechanicals and appliances and modern finishes throughout. Unit 1 offers 2 bedrooms and 1 bathroom, while Unit 2 provides 3 bedrooms and 1 bathroom. Enjoy LVP flooring and sleek kitchens featuring quartz countertops, custom cabinets, and stainless steel appliances. The clean, unfinished basement includes a shared laundry area and separate utility panels. Outside, a well-kept, low-maintenance yard. Whether you're house hacking your first home or seeking a fully turnkey addition to your rental portfolio, this property is move-in ready and an outstanding investment opportunity.

5 Beds ⋅ 2 Baths ⋅ 12708977 MLS ⋅ CONTINGENT Status

Discover 6018 S Sangamon Street-a stunningly updated greystone 2-flat, ideal for both investors and owner-occupants. Each unit boasts over 1,300 sq. ft. of living space, brand-new mechanicals and appliances and modern finishes throughout. Unit 1 offers 2 bedrooms and 1 bathroom, while Unit 2 provides 3 bedrooms and 1 bathroom. Enjoy LVP flooring and sleek kitchens featuring quartz countertops, custom cabinets, and stainless steel appliances. The clean, unfinished basement includes a shared laundry area and separate utility panels. Outside, a well-kept, low-maintenance yard. Whether you're house hacking your first home or seeking a fully turnkey addition to your rental portfolio, this property is move-in ready and an outstanding investment opportunity.

6018 S Sangamon Street, Chicago

$300,000

Excellent opportunity to own a classic Greystone two-unit building in the highly desirable East Garfield Park neighborhood. This well maintained property features spacious 2-bedroom and 3-bedroom units with a full unfinished basement for future expansion potential, 2 car detached garage. Current rents are below market due to long term tenants, who are month to month providing flexibility for investors or owner occupants seeking to maximize the property's income potential. Property being sold AS-IS. 3509 W. Lexington also available.

5 Beds ⋅ 2 Baths ⋅ 12703072 MLS ⋅ CONTINGENT Status

Excellent opportunity to own a classic Greystone two-unit building in the highly desirable East Garfield Park neighborhood. This well maintained property features spacious 2-bedroom and 3-bedroom units with a full unfinished basement for future expansion potential, 2 car detached garage. Current rents are below market due to long term tenants, who are month to month providing flexibility for investors or owner occupants seeking to maximize the property's income potential. Property being sold AS-IS. 3509 W. Lexington also available.

3407 W Flournoy Street, Chicago

$1,241,000

Exceptional opportunity to own one of Lincoln Square's most charming and architecturally significant greystones on one of the neighborhood's most picturesque, tree lined blocks. Beautifully maintained and thoughtfully updated over the years, this timeless two flat with an additional garden apartment showcases true pride of ownership while offering remarkable flexibility for investors, owner occupants, or those seeking the perfect house hacking opportunity in one of Chicago's most coveted neighborhoods. The first floor residence offers two spacious bedrooms and a beautifully renovated bathroom, complemented by an expansive floor plan featuring a gracious living room, sun filled den, formal dining room, and an updated eat in kitchen. Rich original oak hardwood floors, intricate millwork, and a stunning built in hutch have been meticulously preserved, highlighting the home's historic character. The renovated kitchen opens to a private rear porch, an ideal setting for morning coffee, al fresco dining, or entertaining guests. Generous storage can be found throughout the home. The second floor residence features three bedrooms, one updated bathroom, and a dedicated office just off the kitchen, perfect for today's work from home lifestyle. The spacious living room is flooded with beautiful southern sunlight, while the oversized formal dining room provides an inviting space for family gatherings and entertaining. The bright and welcoming garden apartment offers a well designed one bedroom, one bathroom layout with abundant natural light, creating an attractive option for additional rental income, extended family, or guest accommodations. The building has been exceptionally cared for, reflecting decades of thoughtful stewardship and meticulous maintenance. Additional storage and a shared laundry area are conveniently located in the basement. Outside, the professionally designed Zen inspired rear garden creates a peaceful urban retreat. The full masonry three car garage is crowned by an impressive finished rooftop deck, an extraordinary outdoor living space rarely found in the city. The location is simply unmatched. Just one block from the vibrant heart of Lincoln Square, you'll enjoy effortless access to beloved neighborhood restaurants, cozy cafes, boutique shopping, neighborhood taverns, parks, the CTA Brown Line, the Lincoln Square Farmers Market, the Chicago Riverwalk trail system and the year round concerts, festivals, and community events that make this one of Chicago's most treasured neighborhoods. Whether you're looking for a trophy investment, a multi generational home, or an owner occupied property with substantial income potential, this exceptional greystone offers timeless architecture, impeccable condition, enduring value, and outstanding future upside in one of Chicago's strongest and most sought after residential markets.

6 Beds ⋅ 3 Baths ⋅ 12686346 MLS ⋅ CLOSED Status

Exceptional opportunity to own one of Lincoln Square's most charming and architecturally significant greystones on one of the neighborhood's most picturesque, tree lined blocks. Beautifully maintained and thoughtfully updated over the years, this timeless two flat with an additional garden apartment showcases true pride of ownership while offering remarkable flexibility for investors, owner occupants, or those seeking the perfect house hacking opportunity in one of Chicago's most coveted neighborhoods. The first floor residence offers two spacious bedrooms and a beautifully renovated bathroom, complemented by an expansive floor plan featuring a gracious living room, sun filled den, formal dining room, and an updated eat in kitchen. Rich original oak hardwood floors, intricate millwork, and a stunning built in hutch have been meticulously preserved, highlighting the home's historic character. The renovated kitchen opens to a private rear porch, an ideal setting for morning coffee, al fresco dining, or entertaining guests. Generous storage can be found throughout the home. The second floor residence features three bedrooms, one updated bathroom, and a dedicated office just off the kitchen, perfect for today's work from home lifestyle. The spacious living room is flooded with beautiful southern sunlight, while the oversized formal dining room provides an inviting space for family gatherings and entertaining. The bright and welcoming garden apartment offers a well designed one bedroom, one bathroom layout with abundant natural light, creating an attractive option for additional rental income, extended family, or guest accommodations. The building has been exceptionally cared for, reflecting decades of thoughtful stewardship and meticulous maintenance. Additional storage and a shared laundry area are conveniently located in the basement. Outside, the professionally designed Zen inspired rear garden creates a peaceful urban retreat. The full masonry three car garage is crowned by an impressive finished rooftop deck, an extraordinary outdoor living space rarely found in the city. The location is simply unmatched. Just one block from the vibrant heart of Lincoln Square, you'll enjoy effortless access to beloved neighborhood restaurants, cozy cafes, boutique shopping, neighborhood taverns, parks, the CTA Brown Line, the Lincoln Square Farmers Market, the Chicago Riverwalk trail system and the year round concerts, festivals, and community events that make this one of Chicago's most treasured neighborhoods. Whether you're looking for a trophy investment, a multi generational home, or an owner occupied property with substantial income potential, this exceptional greystone offers timeless architecture, impeccable condition, enduring value, and outstanding future upside in one of Chicago's strongest and most sought after residential markets.

2230 W Leland Avenue, Chicago

$340,500

Bright, sun-filled top-floor, two bedroom condo in a charming greystone building in the heart of West Town. This beautifully maintained home features an open-concept floor plan with hardwood floors throughout, ceiling fans, in-unit front-loading washer and dryer, and newer window blinds. The thoughtfully designed kitchen offers stainless steel appliances, granite countertops, abundant cabinet and counter space, and a breakfast bar with seating for four. Step outside to an expansive private back deck with picturesque tree-lined views-perfect for grilling, relaxing, or entertaining guests. One rear parking space is included, with plentiful street parking available for a second vehicle. Additional basement storage provides extra convenience. Welcome home!

2 Beds ⋅ 1 Baths ⋅ 12705362 MLS ⋅ CLOSED Status

Bright, sun-filled top-floor, two bedroom condo in a charming greystone building in the heart of West Town. This beautifully maintained home features an open-concept floor plan with hardwood floors throughout, ceiling fans, in-unit front-loading washer and dryer, and newer window blinds. The thoughtfully designed kitchen offers stainless steel appliances, granite countertops, abundant cabinet and counter space, and a breakfast bar with seating for four. Step outside to an expansive private back deck with picturesque tree-lined views-perfect for grilling, relaxing, or entertaining guests. One rear parking space is included, with plentiful street parking available for a second vehicle. Additional basement storage provides extra convenience. Welcome home!

1312 N Artesian Avenue Unit #3R, Chicago

$315,000

One of a kind opportunity to own a historic Greystone gem and truly make it your own! This 3 bedroom, 3.5 bathroom home combines timeless architectural character with an open-concept layout rarely found in historic properties. With demolition already completed, the interior is a true blank canvas, allowing you to bypass the heavy lifting and bring your custom vision to life immediately. The main level offers the perfect bones for the airy floor plan found in new construction, featuring hardwood floors, a cozy fireplace, and a seamless flow from the living area to the kitchen. Just off the rear, you'll find exterior access to a private deck and backyard, the perfect setting for summer entertaining. Upstairs, the layout accommodates two generously sized guest bedrooms and a massive primary suite design. Adding even more value is the versatile lower level; this space can serve as a traditional basement or a 1-bedroom, 1-bathroom garden apartment. Located just minutes from the University of Chicago, public transportation, and the city's finest dining and trails, this is your chance to restore a piece of Chicago's history with modern elegance. Schedule your showing today and let your imagination run wild!

3 Beds ⋅ 4 Baths ⋅ 12704859 MLS ⋅ CONTINGENT Status

One of a kind opportunity to own a historic Greystone gem and truly make it your own! This 3 bedroom, 3.5 bathroom home combines timeless architectural character with an open-concept layout rarely found in historic properties. With demolition already completed, the interior is a true blank canvas, allowing you to bypass the heavy lifting and bring your custom vision to life immediately. The main level offers the perfect bones for the airy floor plan found in new construction, featuring hardwood floors, a cozy fireplace, and a seamless flow from the living area to the kitchen. Just off the rear, you'll find exterior access to a private deck and backyard, the perfect setting for summer entertaining. Upstairs, the layout accommodates two generously sized guest bedrooms and a massive primary suite design. Adding even more value is the versatile lower level; this space can serve as a traditional basement or a 1-bedroom, 1-bathroom garden apartment. Located just minutes from the University of Chicago, public transportation, and the city's finest dining and trails, this is your chance to restore a piece of Chicago's history with modern elegance. Schedule your showing today and let your imagination run wild!

4718 S Langley Avenue, Chicago

$380,000

Introducing 4146 W Jackson Blvd, a stately Greystone three-flat situated in the heart of Chicago's historic West Garfield Park neighborhood. This property offers 10 bedrooms and 3 full bathrooms across three spacious units, providing a versatile opportunity for both investors and owner-occupants. Each unit has separate utilities, newer fence back porch, windows, and hardwood floors. CTA Green Line's Pulaski station just a short walk away, providing direct access to downtown Chicago. Broker owned.

10 Beds ⋅ 3 Baths ⋅ 12703774 MLS ⋅ CLOSED Status

Introducing 4146 W Jackson Blvd, a stately Greystone three-flat situated in the heart of Chicago's historic West Garfield Park neighborhood. This property offers 10 bedrooms and 3 full bathrooms across three spacious units, providing a versatile opportunity for both investors and owner-occupants. Each unit has separate utilities, newer fence back porch, windows, and hardwood floors. CTA Green Line's Pulaski station just a short walk away, providing direct access to downtown Chicago. Broker owned.

4146 W Jackson Boulevard, Chicago

$610,000

Nestled in the heart of historic Bronzeville, 441 E. 42nd Street presents a rare chance to own a classic Chicago greystone in one of the city's most dynamic and culturally rich neighborhoods. Spanning more than 4,000 square feet above grade, this updated three-unit building offers remarkable versatility for investors and owner-occupants alike. Updated in 2021, the property lends itself to a variety of living and investment strategies. Continue operating it as an income-producing multi-unit, live in one residence while generating rental income from the others, or explore the potential to convert it into a stunning single-family home (subject to city approvals). The first-floor unit extends into the basement, creating a spacious duplex layout with opportunities for additional living space, a private guest suite, or flexible recreation and work-from-home areas. Ideally located just minutes from downtown Chicago, Lake Shore Drive, the Green Line, and the lakefront, residents enjoy convenient access to neighborhood restaurants, parks, shopping, entertainment, and Bronzeville's rich history and thriving arts community.

7 Beds ⋅ 4 Baths ⋅ 12701914 MLS ⋅ PRICE CHANGE Status

Nestled in the heart of historic Bronzeville, 441 E. 42nd Street presents a rare chance to own a classic Chicago greystone in one of the city's most dynamic and culturally rich neighborhoods. Spanning more than 4,000 square feet above grade, this updated three-unit building offers remarkable versatility for investors and owner-occupants alike. Updated in 2021, the property lends itself to a variety of living and investment strategies. Continue operating it as an income-producing multi-unit, live in one residence while generating rental income from the others, or explore the potential to convert it into a stunning single-family home (subject to city approvals). The first-floor unit extends into the basement, creating a spacious duplex layout with opportunities for additional living space, a private guest suite, or flexible recreation and work-from-home areas. Ideally located just minutes from downtown Chicago, Lake Shore Drive, the Green Line, and the lakefront, residents enjoy convenient access to neighborhood restaurants, parks, shopping, entertainment, and Bronzeville's rich history and thriving arts community.

441 E 42Nd Street, Chicago

$425,000

GREYSTONE 2-flat offering two generously sized 3-bedroom, 1-bathroom units with high-end finishes throughout. Both units have been appointed with premium cabinetry, updated fixtures, hardwood flooring and contemporary finishes consistent with the property's elevated positioning. The solid greystone exterior offers lasting curb appeal and structural integrity characteristic of Chicago's most enduring residential architecture. A turnkey opportunity suited for the owner-occupant seeking to off set carrying costs or the seasoned investor adding a stabilized asset to their portfolio.

6 Beds ⋅ 2 Baths ⋅ 12700924 MLS ⋅ CLOSED Status

GREYSTONE 2-flat offering two generously sized 3-bedroom, 1-bathroom units with high-end finishes throughout. Both units have been appointed with premium cabinetry, updated fixtures, hardwood flooring and contemporary finishes consistent with the property's elevated positioning. The solid greystone exterior offers lasting curb appeal and structural integrity characteristic of Chicago's most enduring residential architecture. A turnkey opportunity suited for the owner-occupant seeking to off set carrying costs or the seasoned investor adding a stabilized asset to their portfolio.

3902 W Fillmore Street, Chicago

$449,900

This classic Chicago greystone two-flat in the West Side checks every box for the value-add investor or owner-occupant: updated systems, below-market rents, and a neighborhood in the middle of a real transformation. With iconic bay window architecture, solid masonry construction, and a freshly updated profile from foundation to roof, this building is ready for its next chapter. Major improvements completed in 2026 mean the heavy lifting is already done. Two brand-new water heater tanks, a fully resurfaced roof, and structural reinforcements give the next owner the confidence to walk in and focus on upside rather than repairs. The foundation is solid, the systems are fresh, and the returns are within reach. The building offers strong income potential across three levels. Unit 2 features three bedrooms, one bath, and original hardwood floors. Unit 1 offers two bedrooms, one bath, and a flexible layout. The semi-finished basement includes a living room, bedroom, full bath, half-bath, and rough plumbing for a future kitchen, making it a natural candidate for a duplex-down conversion or in-law suite. Both units are currently tenant-occupied on month-to-month leases at below-market rents, meaning day-one income with immediate room to grow. Raise rents to market rate, activate the basement conversion, or house-hack and let your tenants cover your mortgage. The location only adds to the case. Minutes from the Illinois Medical District, Little Italy, Garfield Park Conservatory, and Cinespace Chicago Studios, this property sits in the path of serious capital. The $7 billion United Center 1901 Project is just five minutes away and accelerating demand across the entire west side corridor. Easy access to I-290 and the CTA Blue Line keeps tenants happy and vacancy low. Seller is a licensed real estate broker in the State of Illinois.

5 Beds ⋅ 3 Baths ⋅ 12699187 MLS ⋅ ACTIVE Status

This classic Chicago greystone two-flat in the West Side checks every box for the value-add investor or owner-occupant: updated systems, below-market rents, and a neighborhood in the middle of a real transformation. With iconic bay window architecture, solid masonry construction, and a freshly updated profile from foundation to roof, this building is ready for its next chapter. Major improvements completed in 2026 mean the heavy lifting is already done. Two brand-new water heater tanks, a fully resurfaced roof, and structural reinforcements give the next owner the confidence to walk in and focus on upside rather than repairs. The foundation is solid, the systems are fresh, and the returns are within reach. The building offers strong income potential across three levels. Unit 2 features three bedrooms, one bath, and original hardwood floors. Unit 1 offers two bedrooms, one bath, and a flexible layout. The semi-finished basement includes a living room, bedroom, full bath, half-bath, and rough plumbing for a future kitchen, making it a natural candidate for a duplex-down conversion or in-law suite. Both units are currently tenant-occupied on month-to-month leases at below-market rents, meaning day-one income with immediate room to grow. Raise rents to market rate, activate the basement conversion, or house-hack and let your tenants cover your mortgage. The location only adds to the case. Minutes from the Illinois Medical District, Little Italy, Garfield Park Conservatory, and Cinespace Chicago Studios, this property sits in the path of serious capital. The $7 billion United Center 1901 Project is just five minutes away and accelerating demand across the entire west side corridor. Easy access to I-290 and the CTA Blue Line keeps tenants happy and vacancy low. Seller is a licensed real estate broker in the State of Illinois.

2714 W Lexington Street, Chicago

$374,900

*** BACK ON THE MARKET - BUYER FINANCING FELL THROUGH -UNDER CONTRACT IN 48 HOURS. *** Exceptional opportunity to acquire a fully occupied brick Chicago two-flat greystone in the heart of East Garfield Park. Ideally located just minutes from Downtown Chicago, the Illinois Medical District, the Garfield Park Conservatory, public transportation, major expressways, parks, restaurants, and everyday conveniences. Showcasing timeless architecture, this classic two-flat features a duplex-down first-floor unit with three bedrooms, two full bathrooms, and additional lower-level living space, along with a spacious second-floor unit offering three bedrooms and one full bathroom. A detached 2-car garage adds convenience and functionality, while the generous layouts provide flexibility for a variety of ownership goals. Whether you're expanding an investment portfolio or searching for an owner-occupied opportunity, this property offers the ability to reposition rents over time, implement your own vision, and build long-term value in a neighborhood that continues to benefit from ongoing public and private investment. Opportunities to acquire greystone multi-units in this location are becoming increasingly limited. Whether your plans include investing, owner-occupancy, or long-term wealth building, this property is ready for its next chapter. Schedule your private showing today. The property is being sold strictly as-is.

6 Beds ⋅ 3 Baths ⋅ 12695323 MLS ⋅ CONTINGENT Status

*** BACK ON THE MARKET - BUYER FINANCING FELL THROUGH -UNDER CONTRACT IN 48 HOURS. *** Exceptional opportunity to acquire a fully occupied brick Chicago two-flat greystone in the heart of East Garfield Park. Ideally located just minutes from Downtown Chicago, the Illinois Medical District, the Garfield Park Conservatory, public transportation, major expressways, parks, restaurants, and everyday conveniences. Showcasing timeless architecture, this classic two-flat features a duplex-down first-floor unit with three bedrooms, two full bathrooms, and additional lower-level living space, along with a spacious second-floor unit offering three bedrooms and one full bathroom. A detached 2-car garage adds convenience and functionality, while the generous layouts provide flexibility for a variety of ownership goals. Whether you're expanding an investment portfolio or searching for an owner-occupied opportunity, this property offers the ability to reposition rents over time, implement your own vision, and build long-term value in a neighborhood that continues to benefit from ongoing public and private investment. Opportunities to acquire greystone multi-units in this location are becoming increasingly limited. Whether your plans include investing, owner-occupancy, or long-term wealth building, this property is ready for its next chapter. Schedule your private showing today. The property is being sold strictly as-is.

3416 W Jackson Boulevard, Chicago

$369,000

Exceptional investment opportunity! This Greystone offers an unbeatable combination of size, updates, location, and income production. Showcasing two oversized units, each featuring approx 1,600sf of living space, 9' ceilings, newer kitchen appliances refrigerator, & range (2024) and hot-water heater 2024. The first-floor unit features 4 spacious bedrooms, 2 full bathrooms, separate living and dining rooms, laminate wood floors, porcelain floor tiles, plus 1st floor furnace newer replaced in (2022) newer HVAV duct work (2022). The second-floor unit features 5 bedrooms, 2 full bathrooms, laminate wood floors, and porcelain floor tiles. 2nd floor furnace motor was replaced in (2023). All this plus two exterior parking spaces and fully enclosed by a wrought iron fence providing added security and curb appeal. Situated directly across from Douglas Park, commuter bus and train access. Schedule your showing today!

9 Beds ⋅ 4 Baths ⋅ 12698349 MLS ⋅ CONTINGENT Status

Exceptional investment opportunity! This Greystone offers an unbeatable combination of size, updates, location, and income production. Showcasing two oversized units, each featuring approx 1,600sf of living space, 9' ceilings, newer kitchen appliances refrigerator, & range (2024) and hot-water heater 2024. The first-floor unit features 4 spacious bedrooms, 2 full bathrooms, separate living and dining rooms, laminate wood floors, porcelain floor tiles, plus 1st floor furnace newer replaced in (2022) newer HVAV duct work (2022). The second-floor unit features 5 bedrooms, 2 full bathrooms, laminate wood floors, and porcelain floor tiles. 2nd floor furnace motor was replaced in (2023). All this plus two exterior parking spaces and fully enclosed by a wrought iron fence providing added security and curb appeal. Situated directly across from Douglas Park, commuter bus and train access. Schedule your showing today!

3250 W Douglas Boulevard, Chicago

$385,000

BEAUTIFUL AND RARELY AVAILABLE GREYSTONE UNIT IN PRIME GOLD COAST LOCATION. A SECURED ENTRANCE LEADS YOU TO THIS BRIGHT AND MOVE-IN READY TWO BED TWO BATH UNIT WITH A LARGE OPEN CONCEPT LIVING SPACE FEATURING WHITE CABINETRY, SS APPLIANCES, GRANITE COUNTER TOPS, BREAKFAST BAR, AND VERSATILE SPACES FOR BOTH DINING AND WORK FROM HOME. PRIMARY BEDROOM WITH BUILT-IN WARDROBES AND UPDATED PRIVATE BATH FEATURING WALK-IN SHOWER. SECOND BEDROOM AND UPDATED SECOND FULL BATH. HARDWOOD FLOORS AND RECESSED LIGHTING THROUGHOUT. IN-UNIT WASHER/DRYER (NEW IN 26') AND CENTRAL AIR/HEAT (NEW IN 24'). RECENTLY PAINTED THROUGHOUT. SHARED BRICK PAVER PATIO WITH FOUNTAIN AND GRILL IS THE PERFECT RETREAT. INCREDIBLE LOCATION STEPS FROM WASHINGTON SQ PARK, SHOPPING, DINING, ENTERTAINMENT, AND MULTIPLE PUBLIC TRANSPORTATION OPTIONS. CONVENIENT ACCESS TO LOYOLA AND NORTHWESTERN CAMPUSES AND SO MUCH MORE. PET AND INVESTOR FRIENDLY. RENTAL PARKING OPTIONS AVAILABLE IN AREA.

2 Beds ⋅ 2 Baths ⋅ 12688735 MLS ⋅ CLOSED Status

BEAUTIFUL AND RARELY AVAILABLE GREYSTONE UNIT IN PRIME GOLD COAST LOCATION. A SECURED ENTRANCE LEADS YOU TO THIS BRIGHT AND MOVE-IN READY TWO BED TWO BATH UNIT WITH A LARGE OPEN CONCEPT LIVING SPACE FEATURING WHITE CABINETRY, SS APPLIANCES, GRANITE COUNTER TOPS, BREAKFAST BAR, AND VERSATILE SPACES FOR BOTH DINING AND WORK FROM HOME. PRIMARY BEDROOM WITH BUILT-IN WARDROBES AND UPDATED PRIVATE BATH FEATURING WALK-IN SHOWER. SECOND BEDROOM AND UPDATED SECOND FULL BATH. HARDWOOD FLOORS AND RECESSED LIGHTING THROUGHOUT. IN-UNIT WASHER/DRYER (NEW IN 26') AND CENTRAL AIR/HEAT (NEW IN 24'). RECENTLY PAINTED THROUGHOUT. SHARED BRICK PAVER PATIO WITH FOUNTAIN AND GRILL IS THE PERFECT RETREAT. INCREDIBLE LOCATION STEPS FROM WASHINGTON SQ PARK, SHOPPING, DINING, ENTERTAINMENT, AND MULTIPLE PUBLIC TRANSPORTATION OPTIONS. CONVENIENT ACCESS TO LOYOLA AND NORTHWESTERN CAMPUSES AND SO MUCH MORE. PET AND INVESTOR FRIENDLY. RENTAL PARKING OPTIONS AVAILABLE IN AREA.

818 N Dearborn Street Unit #BR, Chicago

$1,279,000

Step into the perfect blend of timeless architectural charm and modern updates with this architecturally significant Greystone two-flat featuring a finished garden-level unit. This meticulously maintained property offers three spacious residences, with the first and second-floor units showcasing impressive 12-foot ceilings that enhance the sense of space and natural light. Situated on an extra-deep lot, the property also features a generous backyard and a detached two-car garage. Thoughtfully updated over the years, the building includes central heating and air conditioning, renovated kitchens and bathrooms, hardwood floors, dishwashers, and in-unit laundry for each residence-highly desirable amenities that support strong rental income potential. Ideally located near a vibrant selection of restaurants, nightlife, shopping, and entertainment, this property offers exceptional convenience with easy access to public transportation. Whether you're looking to expand your investment portfolio or occupy one unit while generating rental income from the others, this well-maintained Greystone presents an outstanding opportunity in a sought-after urban location.

8 Beds ⋅ 3 Baths ⋅ 12696276 MLS ⋅ ACTIVE Status

Step into the perfect blend of timeless architectural charm and modern updates with this architecturally significant Greystone two-flat featuring a finished garden-level unit. This meticulously maintained property offers three spacious residences, with the first and second-floor units showcasing impressive 12-foot ceilings that enhance the sense of space and natural light. Situated on an extra-deep lot, the property also features a generous backyard and a detached two-car garage. Thoughtfully updated over the years, the building includes central heating and air conditioning, renovated kitchens and bathrooms, hardwood floors, dishwashers, and in-unit laundry for each residence-highly desirable amenities that support strong rental income potential. Ideally located near a vibrant selection of restaurants, nightlife, shopping, and entertainment, this property offers exceptional convenience with easy access to public transportation. Whether you're looking to expand your investment portfolio or occupy one unit while generating rental income from the others, this well-maintained Greystone presents an outstanding opportunity in a sought-after urban location.

4127 N Ashland Avenue, Chicago

$369,000

Exceptional investment opportunity! This Greystone offers an unbeatable combination of size, updates, location, and income production. Showcasing two oversized units, each featuring approx 1,900sf of living space, 9' ceilings, newer kitchen appliances refrigerator, range & microwave (2024) and hot-water heater 2024. The first-floor unit features 4 spacious bedrooms, 2 full bathrooms, separate living and dining rooms, laminate wood floors, porcelain floor tiles, plus 1st floor furnace motor was replaced in (2024). The second-floor unit features 5 bedrooms, 2 full bathrooms, laminate wood floors, and porcelain floor tiles. 2nd floor furnace motor was replaced in 2023. All this plus two exterior parking spaces and fully enclosed by a wrought iron fence providing added security and curb appeal. Situated directly across from Douglas Park, commuter bus and train access. Schedule your showing today!

9 Beds ⋅ 4 Baths ⋅ 12696406 MLS ⋅ CONTINGENT Status

Exceptional investment opportunity! This Greystone offers an unbeatable combination of size, updates, location, and income production. Showcasing two oversized units, each featuring approx 1,900sf of living space, 9' ceilings, newer kitchen appliances refrigerator, range & microwave (2024) and hot-water heater 2024. The first-floor unit features 4 spacious bedrooms, 2 full bathrooms, separate living and dining rooms, laminate wood floors, porcelain floor tiles, plus 1st floor furnace motor was replaced in (2024). The second-floor unit features 5 bedrooms, 2 full bathrooms, laminate wood floors, and porcelain floor tiles. 2nd floor furnace motor was replaced in 2023. All this plus two exterior parking spaces and fully enclosed by a wrought iron fence providing added security and curb appeal. Situated directly across from Douglas Park, commuter bus and train access. Schedule your showing today!

3248 W Douglas Boulevard, Chicago

$739,000

Turnkey 6-unit greystone. - all six units leased. Fixed-term leases in place into 2027 for stability, with near-term rent upside on the month-to-month units. This property has 15 bedrooms and 6 bathrooms. New roof, rebuilt rear porch, two water heaters, tuckpointing, rear concrete parking pad, and refreshed units with refinished hardwood. CHA/Section 8 approved building-wide - dependable, government-backed rent. The 2024 Cook County reassessment is already appealed and resolved, with taxes documented through the current cycle. Finances cleanly via DSCR/commercial and covers debt service with room to spare. Full rent roll and P&L available to qualified buyers.

12696124 MLS ⋅ ACTIVE Status

Turnkey 6-unit greystone. - all six units leased. Fixed-term leases in place into 2027 for stability, with near-term rent upside on the month-to-month units. This property has 15 bedrooms and 6 bathrooms. New roof, rebuilt rear porch, two water heaters, tuckpointing, rear concrete parking pad, and refreshed units with refinished hardwood. CHA/Section 8 approved building-wide - dependable, government-backed rent. The 2024 Cook County reassessment is already appealed and resolved, with taxes documented through the current cycle. Finances cleanly via DSCR/commercial and covers debt service with room to spare. Full rent roll and P&L available to qualified buyers.

1264 S Saint Louis Avenue, Chicago

$349,000

Incredible opportunity to own a classic greystone 2-flat in fast booming Garfield Park which went through a complete rehab in 2024 documented and complied with the City Of Chicago. Beautiful oversized building with 2 units each featuring 4 bedrooms one bath and independent utilities .Entire building features sought after high ceilings. Full unfinished basement featuring about 7 feet high ceiling and 2 entries completely independent!!. 5 mnts drive for 290 access making the downtown area a 15 mnts drive. So much rehab activity in the area ensures this solid investment. Check out the Pictures and call us to set a viewing so you can fall in love with it.

8 Beds ⋅ 2 Baths ⋅ 12690363 MLS ⋅ CONTINGENT Status

Incredible opportunity to own a classic greystone 2-flat in fast booming Garfield Park which went through a complete rehab in 2024 documented and complied with the City Of Chicago. Beautiful oversized building with 2 units each featuring 4 bedrooms one bath and independent utilities .Entire building features sought after high ceilings. Full unfinished basement featuring about 7 feet high ceiling and 2 entries completely independent!!. 5 mnts drive for 290 access making the downtown area a 15 mnts drive. So much rehab activity in the area ensures this solid investment. Check out the Pictures and call us to set a viewing so you can fall in love with it.

4126 W Adams Street, Chicago

$775,000

Welcome home to this sun-drenched greystone nestled in one of Chicago's most coveted historic neighborhoods. Harmoniously blending classic vintage elegance with modern sophistication, starting with a gorgeously-renovated entryway inviting you in. This home features an expansive floor plan tailored for refined living and effortless entertaining. The extra wide footprint is defined by hardwood floors, an inviting fireplace, and oversized windows that bathes the home in natural light. The generous living area accommodates maximum space for lounging, a formal dining table + an area ideal for a home office or library. The well-appointed kitchen features lots of warm wood cabinetry & great counterspace. The attached balcony creates a seamless flow for morning coffee, grilling & dining al fresco. Three well-proportioned bedrooms include a primary king-sized suite that boasts bay windows & two full walls of closets. Both baths are nicely-situated & one was just thoughtfully-renovated to fit the character of the home. There's abundant closet space throughout plus it comes with a massive 14' x 13' storage room. Perfectly positioned in a quiet Lincoln Park pocket, this home places the very best of Chicago living at your doorstep such as the Lincoln Park Zoo & Green City Market in the park, North Avenue Beach at the lake & all the shopping & dining you could handle on Armitage. Permit parking on the street is doable & inexpensive parking options are available very nearby as well. Located near the highly acclaimed Lincoln Park Elementary School & accessible to the CTA, this home is one you have to call home to truly appreciate.

3 Beds ⋅ 2 Baths ⋅ 12687273 MLS ⋅ CLOSED Status

Welcome home to this sun-drenched greystone nestled in one of Chicago's most coveted historic neighborhoods. Harmoniously blending classic vintage elegance with modern sophistication, starting with a gorgeously-renovated entryway inviting you in. This home features an expansive floor plan tailored for refined living and effortless entertaining. The extra wide footprint is defined by hardwood floors, an inviting fireplace, and oversized windows that bathes the home in natural light. The generous living area accommodates maximum space for lounging, a formal dining table + an area ideal for a home office or library. The well-appointed kitchen features lots of warm wood cabinetry & great counterspace. The attached balcony creates a seamless flow for morning coffee, grilling & dining al fresco. Three well-proportioned bedrooms include a primary king-sized suite that boasts bay windows & two full walls of closets. Both baths are nicely-situated & one was just thoughtfully-renovated to fit the character of the home. There's abundant closet space throughout plus it comes with a massive 14' x 13' storage room. Perfectly positioned in a quiet Lincoln Park pocket, this home places the very best of Chicago living at your doorstep such as the Lincoln Park Zoo & Green City Market in the park, North Avenue Beach at the lake & all the shopping & dining you could handle on Armitage. Permit parking on the street is doable & inexpensive parking options are available very nearby as well. Located near the highly acclaimed Lincoln Park Elementary School & accessible to the CTA, this home is one you have to call home to truly appreciate.

351 W Dickens Avenue Unit #2E, Chicago

$555,000

Beautiful Lincoln Park greystone with garage parking included. Character-rich residence features original vintage millwork, wood-burning fireplace, and real hardwood floors throughout. Spacious layout, dedicated living area, and dining with an updated granite kitchen with newer stainless steel appliances, dishwasher, and garbage disposal. Home includes an updated bath, in-unit laundry, professionally organized bedroom closets and excellent storage, including a private storage room in the building. Common area rooftop over garage. Ideally located on Armitage Avenue in the heart of Lincoln Park, you are steps from the Armitage train Line stop, restaurants, shopping, DePaul, parks, and the lakefront, with easy access to Metra and the future Lincoln Yards development. Building is pet-friendly (1 dog up to 20 lbs), features central heat and air with smart-home/Nest controls, and is part of a well-run association with solid reserves.

2 Beds ⋅ 1 Baths ⋅ 12666762 MLS ⋅ CLOSED Status

Beautiful Lincoln Park greystone with garage parking included. Character-rich residence features original vintage millwork, wood-burning fireplace, and real hardwood floors throughout. Spacious layout, dedicated living area, and dining with an updated granite kitchen with newer stainless steel appliances, dishwasher, and garbage disposal. Home includes an updated bath, in-unit laundry, professionally organized bedroom closets and excellent storage, including a private storage room in the building. Common area rooftop over garage. Ideally located on Armitage Avenue in the heart of Lincoln Park, you are steps from the Armitage train Line stop, restaurants, shopping, DePaul, parks, and the lakefront, with easy access to Metra and the future Lincoln Yards development. Building is pet-friendly (1 dog up to 20 lbs), features central heat and air with smart-home/Nest controls, and is part of a well-run association with solid reserves.

1120 W Armitage Avenue Unit #301, Chicago

$525,000

Exceptional Investment Opportunity in Canaryville! This well-maintained, legal 2-unit classic Greystone building offers an ideal blend of owner-occupant living and investment potential. Each spacious unit features 3 bedrooms, 1 full bath, generous living and separate dining areas, and an east-facing exposure that provides abundant natural light. Full unfinished basement offering ample storage space. The owner is evident with thoughtful upkeep and solid mechanicals. First floor long-term tenants show strong pride in residence and maintain the home exceptionally well. Enjoy cemented backyard space, outdoor gatherings, or low-maintenance relaxation. Conveniently located near parks, schools, public transportation, shopping, and major expressways, this property provides both comfort and accessibility. Whether you're looking to generate rental income, accommodate extended family, or add a quality asset to your portfolio, this is a must-see. Don't miss your opportunity to own a classic Canaryville multi-unit!

6 Beds ⋅ 2 Baths ⋅ 12685047 MLS ⋅ CONTINGENT Status

Exceptional Investment Opportunity in Canaryville! This well-maintained, legal 2-unit classic Greystone building offers an ideal blend of owner-occupant living and investment potential. Each spacious unit features 3 bedrooms, 1 full bath, generous living and separate dining areas, and an east-facing exposure that provides abundant natural light. Full unfinished basement offering ample storage space. The owner is evident with thoughtful upkeep and solid mechanicals. First floor long-term tenants show strong pride in residence and maintain the home exceptionally well. Enjoy cemented backyard space, outdoor gatherings, or low-maintenance relaxation. Conveniently located near parks, schools, public transportation, shopping, and major expressways, this property provides both comfort and accessibility. Whether you're looking to generate rental income, accommodate extended family, or add a quality asset to your portfolio, this is a must-see. Don't miss your opportunity to own a classic Canaryville multi-unit!

4522 S Union Avenue, Chicago

$709,000

Rarely available Greystone rowhouse in East Rogers Park, 3 blocks from the lake and 2 blocks to the Morse Red Line stop, near Loyola University. This large spacious grand rowhouse features high ceilings and hardwood floors throughout, a spacious living room and family room (currently used as a bedroom). Separate dining and kitchen areas. The kitchen features beautiful terracotta tiles overlooking the deck, which leads to the secluded backyard patio and a two-car garage. The second floor has four large bedrooms with an extra convenient laundry closet. Finished basement currently used as an extended family living space and features a full bathroom & laundry room. This home is being sold as-is Estate sale.

4 Beds ⋅ 3 Baths ⋅ 12674393 MLS ⋅ CLOSED Status

Rarely available Greystone rowhouse in East Rogers Park, 3 blocks from the lake and 2 blocks to the Morse Red Line stop, near Loyola University. This large spacious grand rowhouse features high ceilings and hardwood floors throughout, a spacious living room and family room (currently used as a bedroom). Separate dining and kitchen areas. The kitchen features beautiful terracotta tiles overlooking the deck, which leads to the secluded backyard patio and a two-car garage. The second floor has four large bedrooms with an extra convenient laundry closet. Finished basement currently used as an extended family living space and features a full bathroom & laundry room. This home is being sold as-is Estate sale.

1329 W Pratt Boulevard, Chicago

$479,900

Renovated Greystone 2-Unit Building with Value-Add Potential in West Garfield Park. Welcome to 4351 W Maypole Ave, a beautifully rehabbed multi-family Greystone nestled on a well-maintained, pride-filled block in Chicago's rapidly growing West Garfield Park neighborhood. This turnkey 2-unit property offers the perfect blend of modern updates, classic Chicago charm, and additional upside with a semi-finished basement ready for your vision. Property Overview: This stunning building features 6 bedrooms and 2 bathrooms across two spacious units, each thoughtfully updated with today's finishes while maintaining timeless character. Whether you're an owner-occupant seeking rental income or an investor looking for strong cash flow and appreciation, this property checks every box. Unit Features: 1st Floor Unit: Fully rehabbed 3-bedroom, 1-bath layout with in-unit laundry, ideal for owner occupancy or premium rental income 2nd Floor Unit: Bright, sun-filled 3-bedroom, 1-bath also with in-unit laundry and a functional, desirable layout Interior Highlights: Modern kitchens with granite countertops, sleek cabinetry, and stainless-steel appliances Hardwood flooring throughout with ceramic tile in kitchens Open-concept layouts offering flexibility and comfort New plumbing, electrical, and HVAC systems for peace of mind Exterior & Additional Features: Spacious fenced backyard-perfect for entertaining, relaxing, or summer BBQs Paved parking area with secure gated access Classic Greystone curb appeal on a quiet, attractive block Value-Add Opportunity: The full, open basement offers endless possibilities-expand living space, duplex down, or create an additional unit (subject to zoning). A prime opportunity to increase equity and maximize returns. Location & Conveniently located just minutes from: Garfield Park & Conservatory, CTA Blue Line, & I-290 Expressway. Downtown Chicago, dining, shopping, and entertainment. Situated in a neighborhood experiencing ongoing revitalization, this property presents a compelling opportunity to invest in Chicago's West Side growth. Investment Potential: Live in one unit and rent the other Rent both units for strong income Add value through basement expansion Space to live. Income to grow. Style to love. Don't miss your chance to own this beautifully updated, income-generating property. **Schedule your private showing today!

6 Beds ⋅ 2 Baths ⋅ 12681033 MLS ⋅ CONTINGENT Status

Renovated Greystone 2-Unit Building with Value-Add Potential in West Garfield Park. Welcome to 4351 W Maypole Ave, a beautifully rehabbed multi-family Greystone nestled on a well-maintained, pride-filled block in Chicago's rapidly growing West Garfield Park neighborhood. This turnkey 2-unit property offers the perfect blend of modern updates, classic Chicago charm, and additional upside with a semi-finished basement ready for your vision. Property Overview: This stunning building features 6 bedrooms and 2 bathrooms across two spacious units, each thoughtfully updated with today's finishes while maintaining timeless character. Whether you're an owner-occupant seeking rental income or an investor looking for strong cash flow and appreciation, this property checks every box. Unit Features: 1st Floor Unit: Fully rehabbed 3-bedroom, 1-bath layout with in-unit laundry, ideal for owner occupancy or premium rental income 2nd Floor Unit: Bright, sun-filled 3-bedroom, 1-bath also with in-unit laundry and a functional, desirable layout Interior Highlights: Modern kitchens with granite countertops, sleek cabinetry, and stainless-steel appliances Hardwood flooring throughout with ceramic tile in kitchens Open-concept layouts offering flexibility and comfort New plumbing, electrical, and HVAC systems for peace of mind Exterior & Additional Features: Spacious fenced backyard-perfect for entertaining, relaxing, or summer BBQs Paved parking area with secure gated access Classic Greystone curb appeal on a quiet, attractive block Value-Add Opportunity: The full, open basement offers endless possibilities-expand living space, duplex down, or create an additional unit (subject to zoning). A prime opportunity to increase equity and maximize returns. Location & Conveniently located just minutes from: Garfield Park & Conservatory, CTA Blue Line, & I-290 Expressway. Downtown Chicago, dining, shopping, and entertainment. Situated in a neighborhood experiencing ongoing revitalization, this property presents a compelling opportunity to invest in Chicago's West Side growth. Investment Potential: Live in one unit and rent the other Rent both units for strong income Add value through basement expansion Space to live. Income to grow. Style to love. Don't miss your chance to own this beautifully updated, income-generating property. **Schedule your private showing today!

4351 W Maypole Avenue, Chicago

$4,850,000

Once in a lifetime opportunity to own a true urban oasis with majestic renovated greystone on 104'x126' vast city compound with charming coach house overlooking picturesque garden in the desirable Bucktown neighborhood. This breathtaking dwelling was meticulously restored to celebrate the original fretwork, cove moldings, oval leaded glass windows, ceiling medallions, oak fireplaces w/antique mantels, original tiles, & oak mirror in entryway. The modern steel & glass additions of jaw dropping solarium off side of home, the glass rear staircase (fabricated by company that made the famous "Bean" in Millennium Park), & sleek chef's kitchen are a masterclass in juxtaposition to intricate original details showcasing the history of this 1896 abode which was brought into the 21st century. Greeted by a stately exterior w/relief carvings & gas lamps, a gracious foyer welcomes you into sunny double parlor living room w/original pocket doors separating formal dining room which boasts a double sided original hutch w/curved beveled glass & custom chandelier by artist Lucy Slivinski made from a tree on property. Legitimate chef's kitchen w/commercial grade appliances, unique natural stone countertops, pizza oven, room for large table, & fresh produce from the property's variety of fruit trees, vegetable garden, & delicious honey from the bee hives on rare urban rooftop garden. The heart of the home is the extraordinary glass atrium solarium off of the kitchen which transports you from an urban environment to being immersed in nature with indoor koi pond and remarkable backdrop of blooming scenic landscaping. The staircase up to 2nd level features wood paneled art gallery to hang your favorites with picture molding. Original fretwork meticulously restored and repositioned on this level to find awe-inspiring 19th century craftsmanship at every turn. Beautiful 2nd floor family room with original display shelving cabinet to anchor the room. Large primary suite boasts pendants which are works of art made from silk chrysalises, large sitting room with curved glass windows and original fireplace, custom-built-ins, large walk-in closet with custom built oval jewelry cabinet, & zen inspired bathroom w/stunning natural stone oversized shower, & antique fixtures such as Chinese soaking tub, vanity, pendants & door for a tranquil spa-like experience. Two-more bedrooms w/shared en-suite bathroom complete the 2nd level. The lower level features radiant heated flooring, 2 additional bedrooms, full bathroom w/steam shower, laundry, dog wash station, & abundant storage. Extra 2BR/2BA apartment on basement level w/its own entrance & kitchen w/high end Sub Zero, Wolf, & Miele appliances ideal for au-pair or in-law suite. The home is equipped w/elevator which goes all the way to rooftop level (this renders the house fully wheelchair accessible) for special walk through a "garden in the sky" professionally landscaped by Intrinsic landscaping w/drip irrigation system w/native perennials & bee hives producing the most delicious diverse honey. The rear of the home has a doggie door leading to smaller fenced in dog yard, firepit, large patio w/amazing Zanzibar door as backdrop on the 2.5 car garage. Parking pad on side of charming 1874 coach house known to house celebrities filming here. This beloved coach house was picked up from behind house next door and moved to its current location with vast front yard and features original pine floors, wood burning fireplace, updated kitchen with Carrera Marble countertops, 2 bedrooms, 2 renovated bathrooms, & lower level family room with another Zanzibar door. The magical yard is filled w/intoxicating blooms from Magnolia trees, and includes apple trees, peach trees, raspberries, gooseberries, & blackberries all w/irrigation system. Located in historic district of Bucktown w/easy access to blue line, 606 Trail, dog park, and all of the best boutiques and restaurants in heart of Wicker Park and Bucktown.

7 Beds ⋅ 7 Baths ⋅ 12680743 MLS ⋅ ACTIVE Status

Once in a lifetime opportunity to own a true urban oasis with majestic renovated greystone on 104'x126' vast city compound with charming coach house overlooking picturesque garden in the desirable Bucktown neighborhood. This breathtaking dwelling was meticulously restored to celebrate the original fretwork, cove moldings, oval leaded glass windows, ceiling medallions, oak fireplaces w/antique mantels, original tiles, & oak mirror in entryway. The modern steel & glass additions of jaw dropping solarium off side of home, the glass rear staircase (fabricated by company that made the famous "Bean" in Millennium Park), & sleek chef's kitchen are a masterclass in juxtaposition to intricate original details showcasing the history of this 1896 abode which was brought into the 21st century. Greeted by a stately exterior w/relief carvings & gas lamps, a gracious foyer welcomes you into sunny double parlor living room w/original pocket doors separating formal dining room which boasts a double sided original hutch w/curved beveled glass & custom chandelier by artist Lucy Slivinski made from a tree on property. Legitimate chef's kitchen w/commercial grade appliances, unique natural stone countertops, pizza oven, room for large table, & fresh produce from the property's variety of fruit trees, vegetable garden, & delicious honey from the bee hives on rare urban rooftop garden. The heart of the home is the extraordinary glass atrium solarium off of the kitchen which transports you from an urban environment to being immersed in nature with indoor koi pond and remarkable backdrop of blooming scenic landscaping. The staircase up to 2nd level features wood paneled art gallery to hang your favorites with picture molding. Original fretwork meticulously restored and repositioned on this level to find awe-inspiring 19th century craftsmanship at every turn. Beautiful 2nd floor family room with original display shelving cabinet to anchor the room. Large primary suite boasts pendants which are works of art made from silk chrysalises, large sitting room with curved glass windows and original fireplace, custom-built-ins, large walk-in closet with custom built oval jewelry cabinet, & zen inspired bathroom w/stunning natural stone oversized shower, & antique fixtures such as Chinese soaking tub, vanity, pendants & door for a tranquil spa-like experience. Two-more bedrooms w/shared en-suite bathroom complete the 2nd level. The lower level features radiant heated flooring, 2 additional bedrooms, full bathroom w/steam shower, laundry, dog wash station, & abundant storage. Extra 2BR/2BA apartment on basement level w/its own entrance & kitchen w/high end Sub Zero, Wolf, & Miele appliances ideal for au-pair or in-law suite. The home is equipped w/elevator which goes all the way to rooftop level (this renders the house fully wheelchair accessible) for special walk through a "garden in the sky" professionally landscaped by Intrinsic landscaping w/drip irrigation system w/native perennials & bee hives producing the most delicious diverse honey. The rear of the home has a doggie door leading to smaller fenced in dog yard, firepit, large patio w/amazing Zanzibar door as backdrop on the 2.5 car garage. Parking pad on side of charming 1874 coach house known to house celebrities filming here. This beloved coach house was picked up from behind house next door and moved to its current location with vast front yard and features original pine floors, wood burning fireplace, updated kitchen with Carrera Marble countertops, 2 bedrooms, 2 renovated bathrooms, & lower level family room with another Zanzibar door. The magical yard is filled w/intoxicating blooms from Magnolia trees, and includes apple trees, peach trees, raspberries, gooseberries, & blackberries all w/irrigation system. Located in historic district of Bucktown w/easy access to blue line, 606 Trail, dog park, and all of the best boutiques and restaurants in heart of Wicker Park and Bucktown.

1646 N Leavitt Street, Chicago