Straight-A Realty Search Results

Modern and stylish throughout without losing its practicality and convenience, this remarkable 5Br/3.5Ba single-family home spans across three levels plus a fully finished rooftop, showcasing high-end finishes, exceptional design and thoughtful functionality throughout. The main level features an impressive, open layout with a designer kitchen, an oversized island, and a seamless flow into the living and dining areas-perfect for entertaining; plus a convenient powder room. Upstairs, three spacious bedrooms and two full baths include a luxurious primary suite with a spa-like shower and gorgeous marble accents. The sunny lower level provides an additional family room, two more generous bedrooms and a third full bath. The home's outdoor space cannot be beat, featuring both a turfed rooftop deck plus a grassy backyard. Situated on a quiet, tree-lined street just a short walk to Hamlin Park and close to Roscoe Village dining, shopping, and transit; this home offers the perfect blend of modern living and neighborhood charm.

3 Beds ⋅ 4 Baths ⋅ 12591898 MLS ⋅ CLOSED Status

Modern and stylish throughout without losing its practicality and convenience, this remarkable 5Br/3.5Ba single-family home spans across three levels plus a fully finished rooftop, showcasing high-end finishes, exceptional design and thoughtful functionality throughout. The main level features an impressive, open layout with a designer kitchen, an oversized island, and a seamless flow into the living and dining areas-perfect for entertaining; plus a convenient powder room. Upstairs, three spacious bedrooms and two full baths include a luxurious primary suite with a spa-like shower and gorgeous marble accents. The sunny lower level provides an additional family room, two more generous bedrooms and a third full bath. The home's outdoor space cannot be beat, featuring both a turfed rooftop deck plus a grassy backyard. Situated on a quiet, tree-lined street just a short walk to Hamlin Park and close to Roscoe Village dining, shopping, and transit; this home offers the perfect blend of modern living and neighborhood charm.

2938 N Leavitt Street, Chicago

$1,365,000

Oversized, brick, Roscoe Village - North Center 2-flat + basement in Bell Elementary School (on extra wide (30ft) lot). Both units in move-in-ready condition while owner's unit has newer kitchen + high end appliances (2022), kitchen island layout, walkout balcony and upgraded bath. Both floor 1 and floor 2 units having the same layout, are three bedroom and have hardwood floors and also central AC. The primary bedroom in each is deep enough for king bed and a sitting area. Basement is 1/2 level down from ground level and features an open rec room with drywall and vinyl flooring and full bath...great for tv, gaming, extended living. Also mechanicals and laundry in lower level. 2-car garage + car port (rebuilt 2009). Rear deck access via enclosed porch (rebuilt 2009) overlooks beautiful yard of plantings, grass and pavers. Owner occupied for 30+ years and these are active owners who have reinvested so well into this property. Move right in. UPDATES: Floor 2 kitchen remodeled (2023) with Bamboo cabinets, stone countertops and high end appliances including induction stove. Floor 2 bath remodeled also. Floor 1 kitchen has solid oak cabinets and has newer counters (2022) and new stove and fridge (2022). 2-car garage and rear enclosed porch rebuilt (2009) and carport added, hardi-board sided porch (2009), newer roof. Highly walkable location - two blocks to Lane Tech and also two blocks to Bell School. So many great restaurants, retail and more nearby as home is one block to downtown Roscoe Village. Parks and activities nearby including mulitple fitness centers, indoor soccer center, little kickers, indoor swimming, climb zone and others. Walk to Marianos and Jewel Grocery and Walgreens. Walk, ride a bike or take the bus to Wrigley Field and the lakefront. Walk to Brown Line El at Addison. Floor 1 was most recently rented Air BNB and rents ranged as high as $500/night. Over 2800 interior sqft + basement per assessor. Block is all wider lots than standard. 3502 lot is approx. 30ftx125ft. Once you cross Cornelia to south in Roscoe Village, lot sizes are more narrow (25x125).

6 Beds ⋅ 3 Baths ⋅ 12562655 MLS ⋅ CLOSED Status

Oversized, brick, Roscoe Village - North Center 2-flat + basement in Bell Elementary School (on extra wide (30ft) lot). Both units in move-in-ready condition while owner's unit has newer kitchen + high end appliances (2022), kitchen island layout, walkout balcony and upgraded bath. Both floor 1 and floor 2 units having the same layout, are three bedroom and have hardwood floors and also central AC. The primary bedroom in each is deep enough for king bed and a sitting area. Basement is 1/2 level down from ground level and features an open rec room with drywall and vinyl flooring and full bath...great for tv, gaming, extended living. Also mechanicals and laundry in lower level. 2-car garage + car port (rebuilt 2009). Rear deck access via enclosed porch (rebuilt 2009) overlooks beautiful yard of plantings, grass and pavers. Owner occupied for 30+ years and these are active owners who have reinvested so well into this property. Move right in. UPDATES: Floor 2 kitchen remodeled (2023) with Bamboo cabinets, stone countertops and high end appliances including induction stove. Floor 2 bath remodeled also. Floor 1 kitchen has solid oak cabinets and has newer counters (2022) and new stove and fridge (2022). 2-car garage and rear enclosed porch rebuilt (2009) and carport added, hardi-board sided porch (2009), newer roof. Highly walkable location - two blocks to Lane Tech and also two blocks to Bell School. So many great restaurants, retail and more nearby as home is one block to downtown Roscoe Village. Parks and activities nearby including mulitple fitness centers, indoor soccer center, little kickers, indoor swimming, climb zone and others. Walk to Marianos and Jewel Grocery and Walgreens. Walk, ride a bike or take the bus to Wrigley Field and the lakefront. Walk to Brown Line El at Addison. Floor 1 was most recently rented Air BNB and rents ranged as high as $500/night. Over 2800 interior sqft + basement per assessor. Block is all wider lots than standard. 3502 lot is approx. 30ftx125ft. Once you cross Cornelia to south in Roscoe Village, lot sizes are more narrow (25x125).

3502 N Oakley Avenue, Chicago

$1,358,000

An extraordinary, design-forward townhome offering four bedrooms and four-and-a-half baths, thoughtfully crafted for those who value both elevated aesthetics and uncompromising comfort. Located in the heart of highly sought-after Roscoe Village, this newer-construction residence delivers a rare combination of refined architecture, expansive living, and seamless indoor-outdoor flow-all with the feel of a single-family home. The main level is a statement in modern sophistication, defined by soaring ceilings, wide-plank hardwood flooring, and dramatic natural light pouring through oversized windows. A striking floor-to-ceiling stone fireplace anchors the living space, creating an atmosphere that is both warm and architecturally impactful. At the heart of the home, the chef's kitchen is nothing short of exceptional-featuring a showstopping waterfall island, sleek custom cabinetry, quartz countertops, and a full suite of high-end stainless steel appliances. Designed for both everyday living and elevated entertaining, the space flows effortlessly into a spacious dining area and out to a private terrace. Each of the four bedrooms is generously proportioned, offering privacy and flexibility, while the primary suite serves as a serene retreat. The spa-inspired primary bath is appointed with sophisticated finishes, delivering a calming, hotel-like experience. With four full baths and an additional powder room, the home offers both luxury and convenience for residents and guests alike. Multiple private outdoor spaces provide a rare urban sanctuary-perfect for morning coffee, evening cocktails, or hosting under the open sky. A dedicated outdoor area for grilling further enhances the lifestyle offering. Perfectly positioned within Roscoe Village, this home offers immediate access to some of Chicago's most beloved neighborhood amenities. Enjoy a vibrant dining scene with acclaimed restaurants, charming cafes, and neighborhood favorites just steps away. Boutique shopping and everyday conveniences line nearby streets, creating an effortlessly walkable lifestyle. Outdoor enthusiasts will appreciate proximity to Hamlin Park and the Chicago River, while convenient access to the CTA Brown Line, major bus routes, and nearby thoroughfares ensures a seamless commute to downtown. Set within a striking, contemporary brick building, this residence exudes timeless quality and modern design-offering the scale, privacy, and livability of a single-family home with the convenience of townhome living. A truly exceptional offering for the discerning buyer seeking luxury, location, and lifestyle.

4 Beds ⋅ 5 Baths ⋅ 12634570 MLS ⋅ CLOSED Status

An extraordinary, design-forward townhome offering four bedrooms and four-and-a-half baths, thoughtfully crafted for those who value both elevated aesthetics and uncompromising comfort. Located in the heart of highly sought-after Roscoe Village, this newer-construction residence delivers a rare combination of refined architecture, expansive living, and seamless indoor-outdoor flow-all with the feel of a single-family home. The main level is a statement in modern sophistication, defined by soaring ceilings, wide-plank hardwood flooring, and dramatic natural light pouring through oversized windows. A striking floor-to-ceiling stone fireplace anchors the living space, creating an atmosphere that is both warm and architecturally impactful. At the heart of the home, the chef's kitchen is nothing short of exceptional-featuring a showstopping waterfall island, sleek custom cabinetry, quartz countertops, and a full suite of high-end stainless steel appliances. Designed for both everyday living and elevated entertaining, the space flows effortlessly into a spacious dining area and out to a private terrace. Each of the four bedrooms is generously proportioned, offering privacy and flexibility, while the primary suite serves as a serene retreat. The spa-inspired primary bath is appointed with sophisticated finishes, delivering a calming, hotel-like experience. With four full baths and an additional powder room, the home offers both luxury and convenience for residents and guests alike. Multiple private outdoor spaces provide a rare urban sanctuary-perfect for morning coffee, evening cocktails, or hosting under the open sky. A dedicated outdoor area for grilling further enhances the lifestyle offering. Perfectly positioned within Roscoe Village, this home offers immediate access to some of Chicago's most beloved neighborhood amenities. Enjoy a vibrant dining scene with acclaimed restaurants, charming cafes, and neighborhood favorites just steps away. Boutique shopping and everyday conveniences line nearby streets, creating an effortlessly walkable lifestyle. Outdoor enthusiasts will appreciate proximity to Hamlin Park and the Chicago River, while convenient access to the CTA Brown Line, major bus routes, and nearby thoroughfares ensures a seamless commute to downtown. Set within a striking, contemporary brick building, this residence exudes timeless quality and modern design-offering the scale, privacy, and livability of a single-family home with the convenience of townhome living. A truly exceptional offering for the discerning buyer seeking luxury, location, and lifestyle.

3407 N Bell Avenue Unit #B, Chicago

$1,350,000

A distinctive 1890s corner property offering historic character, versatile residential layouts, and an attractive multi-unit investment opportunity. Originally built as a neighborhood tavern, the building has since been converted to five apartments, along with a sixth non-conforming unit. The residences vary in layout and finish, showcasing hardwood flooring, tall ceilings, oversized windows, classic bay spaces, paneled doors, decorative trim, and abundant natural light. Several units feature spacious living and dining areas, eat-in kitchens, generous storage, ceiling fans, and in-unit laundry, while the upper-level residence offers charming sloped ceilings and skylights. Kitchens and baths reflect a mix of classic and updated finishes throughout. The prominent turret and multiple bay windows create memorable curb appeal. Additional features include separate heating systems, tenant-paid utilities, and a detached lofted two-car garage. Set in the heart of Roscoe Village, the property is surrounded by neighborhood restaurants, cafes, independent shops, and entertainment along Roscoe Street and Lincoln Avenue. Fellger Park and amenity-rich Hamlin Park are nearby, with convenient access to the Addison and Paulina Brown Line stations, the Damen and Addison bus routes, Wrigleyville attractions, and the Belmont Theater District. Seller and broker make no representation regarding the legality or permissible use of the sixth unit.

12723814 MLS ⋅ CLOSED Status

A distinctive 1890s corner property offering historic character, versatile residential layouts, and an attractive multi-unit investment opportunity. Originally built as a neighborhood tavern, the building has since been converted to five apartments, along with a sixth non-conforming unit. The residences vary in layout and finish, showcasing hardwood flooring, tall ceilings, oversized windows, classic bay spaces, paneled doors, decorative trim, and abundant natural light. Several units feature spacious living and dining areas, eat-in kitchens, generous storage, ceiling fans, and in-unit laundry, while the upper-level residence offers charming sloped ceilings and skylights. Kitchens and baths reflect a mix of classic and updated finishes throughout. The prominent turret and multiple bay windows create memorable curb appeal. Additional features include separate heating systems, tenant-paid utilities, and a detached lofted two-car garage. Set in the heart of Roscoe Village, the property is surrounded by neighborhood restaurants, cafes, independent shops, and entertainment along Roscoe Street and Lincoln Avenue. Fellger Park and amenity-rich Hamlin Park are nearby, with convenient access to the Addison and Paulina Brown Line stations, the Damen and Addison bus routes, Wrigleyville attractions, and the Belmont Theater District. Seller and broker make no representation regarding the legality or permissible use of the sixth unit.

3501 N Damen Avenue, Chicago

$1,345,000

***Multiple offers received. Highest and best due by 5pm Sunday 4/19. Highly sought after oversized brick 2-flat on quiet, tree-lined one-way street in Roscoe Village down the street from top-ranked Bell Elementary! This beauty sits on an extra-wide 30' lot allowing for spacious units with tons of natural light. Perfect for a duplex down owner's unit with rental income, keep as two high earning rentals or convert to your dream luxury single family home. This well-maintained property is completely turn-key. Both units have high ceilings, windows galore & west-facing spacious living & separate dining rooms fill with natural light. Beautiful refinished oak floors & vintage doors, updated kitchens w/walk-in pantries, and the morning sunlight that pours into the finished sunrooms overlooking a beautifully landscaped backyard that offer space for an office or to relax/entertain. All bedrooms are generous and have professionally organized closets. Mini Split a/c units & newer, good insulated windows. The high 1st floor unit is a 2BR +dining +sunroom/1BTH up with a 1BR/1BTH or family room partial duplex down. The 2nd floor unit is a 2BR + dining room + sunroom/1BTH & has beautiful built-in hutch with a newer private front deck! Fully finished basement has a large shared laundry room with side by side W/D, double laundry sink, very large storage room & utility room. The plush landscaped yard is just another highlight of this property that leads to a detached, brick 2-car garage. This home is a short walk to bustling Roscoe Street eateries, wine bars, Starbucks & shops. The 312 River Run running/bike path & Clark Park Boathouse offering canoe & kayak rental on the Chicago River! Addison Brown Line (7 blks), Divy bike station (2 blks), Addison bus stop at the end of the street, & easy access to I-90/94. The surrounding Chicago neighborhoods are full of diverse urban activities, restaurants & entertainment: Wrigleyville, Southport Corridor, Lakeview, Ravenswood & Lincoln Square are a bike ride or short car ride away)! Other schools within walking distance are The Goddard School pre-school, St. Ben's & St. Andrew Elementary, Lane Tech College Prep, DePaul College Prep. Don't miss this gem and start enjoying our beloved Roscoe Village neighborhood!

5 Beds ⋅ 3 Baths ⋅ 12614790 MLS ⋅ CLOSED Status

***Multiple offers received. Highest and best due by 5pm Sunday 4/19. Highly sought after oversized brick 2-flat on quiet, tree-lined one-way street in Roscoe Village down the street from top-ranked Bell Elementary! This beauty sits on an extra-wide 30' lot allowing for spacious units with tons of natural light. Perfect for a duplex down owner's unit with rental income, keep as two high earning rentals or convert to your dream luxury single family home. This well-maintained property is completely turn-key. Both units have high ceilings, windows galore & west-facing spacious living & separate dining rooms fill with natural light. Beautiful refinished oak floors & vintage doors, updated kitchens w/walk-in pantries, and the morning sunlight that pours into the finished sunrooms overlooking a beautifully landscaped backyard that offer space for an office or to relax/entertain. All bedrooms are generous and have professionally organized closets. Mini Split a/c units & newer, good insulated windows. The high 1st floor unit is a 2BR +dining +sunroom/1BTH up with a 1BR/1BTH or family room partial duplex down. The 2nd floor unit is a 2BR + dining room + sunroom/1BTH & has beautiful built-in hutch with a newer private front deck! Fully finished basement has a large shared laundry room with side by side W/D, double laundry sink, very large storage room & utility room. The plush landscaped yard is just another highlight of this property that leads to a detached, brick 2-car garage. This home is a short walk to bustling Roscoe Street eateries, wine bars, Starbucks & shops. The 312 River Run running/bike path & Clark Park Boathouse offering canoe & kayak rental on the Chicago River! Addison Brown Line (7 blks), Divy bike station (2 blks), Addison bus stop at the end of the street, & easy access to I-90/94. The surrounding Chicago neighborhoods are full of diverse urban activities, restaurants & entertainment: Wrigleyville, Southport Corridor, Lakeview, Ravenswood & Lincoln Square are a bike ride or short car ride away)! Other schools within walking distance are The Goddard School pre-school, St. Ben's & St. Andrew Elementary, Lane Tech College Prep, DePaul College Prep. Don't miss this gem and start enjoying our beloved Roscoe Village neighborhood!

3541 N Oakley Avenue, Chicago

$1,340,000

4 Beds ⋅ 5 Baths ⋅ 12619696 MLS ⋅ CLOSED Status

Chicago

$1,319,999

Discover the space, privacy and ease of detached single-family living in gated Landmark Village. Thoughtfully updated across three finished levels, this four-bedroom, three-bath home offers a versatile floor plan designed for everyday comfort and effortless entertaining. The main level features open living and dining spaces anchored by a fireplace with custom built-ins in a striking, vibrant green. The adjacent kitchen is equipped with a chef's range, GE Profile refrigerator, dining space and ample storage. Upstairs, three bedrooms, two stylish updated baths and conveniently located laundry create a highly functional layout. The spacious primary suite features high ceilings, generous closet space and a custom California Closets system. The finished lower level adds exceptional flexibility with a fourth bedroom, updated en suite bath, built-in shelving and ample storage. Outside, the exquisitely landscaped backyard feels like a private urban retreat, complete with hardscape, low-maintenance turf, and a built-in television perfect for game day or movie night. A one car attached garage, plus an additional driveway space complete the home. Significant improvements include a new roof and gutter system with gutter guards, furnace, air-conditioning system, water heater, upgraded electrical panel, hardwood bedroom flooring and extensive interior and exterior enhancements. A polished, move-in-ready opportunity to enjoy single-family living with the convenience of a gated neighborhood setting.

4 Beds ⋅ 3 Baths ⋅ 12759637 MLS ⋅ CLOSED Status

Discover the space, privacy and ease of detached single-family living in gated Landmark Village. Thoughtfully updated across three finished levels, this four-bedroom, three-bath home offers a versatile floor plan designed for everyday comfort and effortless entertaining. The main level features open living and dining spaces anchored by a fireplace with custom built-ins in a striking, vibrant green. The adjacent kitchen is equipped with a chef's range, GE Profile refrigerator, dining space and ample storage. Upstairs, three bedrooms, two stylish updated baths and conveniently located laundry create a highly functional layout. The spacious primary suite features high ceilings, generous closet space and a custom California Closets system. The finished lower level adds exceptional flexibility with a fourth bedroom, updated en suite bath, built-in shelving and ample storage. Outside, the exquisitely landscaped backyard feels like a private urban retreat, complete with hardscape, low-maintenance turf, and a built-in television perfect for game day or movie night. A one car attached garage, plus an additional driveway space complete the home. Significant improvements include a new roof and gutter system with gutter guards, furnace, air-conditioning system, water heater, upgraded electrical panel, hardwood bedroom flooring and extensive interior and exterior enhancements. A polished, move-in-ready opportunity to enjoy single-family living with the convenience of a gated neighborhood setting.

2907 N Wolcott Avenue Unit #B, Chicago

$1,315,000

Set on a picturesque, tree-lined street in the sought-after Audubon School District, this beautifully appointed five-bedroom, 3.1-bath Roscoe Village residence delivers exceptional space, timeless character, and an effortless indoor-outdoor lifestyle. An elegant living room with a tray ceiling flows into the formal dining room, while rich hardwood floors, crown molding, custom millwork, and a striking iron-and-wood staircase add architectural distinction throughout. At the rear of the home, the expansive eat-in kitchen has been elevated with Taj Mahal quartzite countertops and backsplash, refinished maple cabinetry, updated hardware, stainless steel appliances, and a double-oven range. The kitchen opens seamlessly to an inviting family room anchored by a beautifully retiled fireplace, creating a sophisticated yet comfortable setting for everyday living and entertaining. French doors extend the space onto a large, sun-filled deck ideal for al fresco dining and relaxed summer gatherings. Three bedrooms occupy the upper level, including a serene primary retreat with soaring vaulted ceilings, skylights, a sleek linear gas fireplace, and a private balcony overlooking the backyard. The fully renovated primary bath offers a spa-like escape with a marble shower, soaking tub, heated porcelain tile floors, dual vanities, and refined lighting. Custom closet organizers, room-darkening shades, and refreshed flooring further enhance the home's comfort and functionality. The finished lower level provides exceptional flexibility with a spacious recreation room, two additional bedrooms, a full bath, and a convenient mudroom. Meticulously maintained and thoughtfully improved, the home also features updated patio doors, newer laundry appliances and water heater, an electric sump pump, recent masonry and tuckpointing, and updated HVAC systems. Complete with three fireplaces, multiple outdoor spaces, and a 2.5-car garage, this sophisticated residence offers gracious city living moments from the acclaimed dining, boutiques, and cafes along Roscoe Street, St. Benedict, the Paulina Brown Line, and near Hamlin Park.

5 Beds ⋅ 4 Baths ⋅ 12753253 MLS ⋅ CLOSED Status

Set on a picturesque, tree-lined street in the sought-after Audubon School District, this beautifully appointed five-bedroom, 3.1-bath Roscoe Village residence delivers exceptional space, timeless character, and an effortless indoor-outdoor lifestyle. An elegant living room with a tray ceiling flows into the formal dining room, while rich hardwood floors, crown molding, custom millwork, and a striking iron-and-wood staircase add architectural distinction throughout. At the rear of the home, the expansive eat-in kitchen has been elevated with Taj Mahal quartzite countertops and backsplash, refinished maple cabinetry, updated hardware, stainless steel appliances, and a double-oven range. The kitchen opens seamlessly to an inviting family room anchored by a beautifully retiled fireplace, creating a sophisticated yet comfortable setting for everyday living and entertaining. French doors extend the space onto a large, sun-filled deck ideal for al fresco dining and relaxed summer gatherings. Three bedrooms occupy the upper level, including a serene primary retreat with soaring vaulted ceilings, skylights, a sleek linear gas fireplace, and a private balcony overlooking the backyard. The fully renovated primary bath offers a spa-like escape with a marble shower, soaking tub, heated porcelain tile floors, dual vanities, and refined lighting. Custom closet organizers, room-darkening shades, and refreshed flooring further enhance the home's comfort and functionality. The finished lower level provides exceptional flexibility with a spacious recreation room, two additional bedrooms, a full bath, and a convenient mudroom. Meticulously maintained and thoughtfully improved, the home also features updated patio doors, newer laundry appliances and water heater, an electric sump pump, recent masonry and tuckpointing, and updated HVAC systems. Complete with three fireplaces, multiple outdoor spaces, and a 2.5-car garage, this sophisticated residence offers gracious city living moments from the acclaimed dining, boutiques, and cafes along Roscoe Street, St. Benedict, the Paulina Brown Line, and near Hamlin Park.

3242 N Leavitt Street, Chicago

$1,310,000

This is a beautifully maintained single-family 3 Bedroom + Den, 3 Bath home in one of Chicago's most sought-after neighborhoods. Offering an ideal blend of classic charm and modern comfort, this spacious residence features bright living spaces, timeless architectural details, and a flexible layout perfect for today's lifestyle. The home features an eat-in kitchen with stainless steel appliances, a full finished basement, separate laundry room, two decks, a quiet backyard, and a 2-car garage. Enjoy generous indoor and outdoor living in a prime location just steps from neighborhood restaurants, boutique shopping, parks, top-rated schools, and convenient public transportation. A rare opportunity to own a stunning home in the heart of Roscoe Village.

3 Beds ⋅ 3 Baths ⋅ 12644251 MLS ⋅ CLOSED Status

This is a beautifully maintained single-family 3 Bedroom + Den, 3 Bath home in one of Chicago's most sought-after neighborhoods. Offering an ideal blend of classic charm and modern comfort, this spacious residence features bright living spaces, timeless architectural details, and a flexible layout perfect for today's lifestyle. The home features an eat-in kitchen with stainless steel appliances, a full finished basement, separate laundry room, two decks, a quiet backyard, and a 2-car garage. Enjoy generous indoor and outdoor living in a prime location just steps from neighborhood restaurants, boutique shopping, parks, top-rated schools, and convenient public transportation. A rare opportunity to own a stunning home in the heart of Roscoe Village.

1808 W School Street, Chicago

$1,300,000

Set on one of Roscoe Village's beautiful tree-lined streets, this extraordinary and rarely available greystone is anything but typical. With a distinctive layout, oversized lot, detached greystone garage, finished studio space, and an abundance of original architectural character, this property offers a level of flexibility that is incredibly hard to find. Located in the highly sought-after Audubon School District, it is an exceptional opportunity for a single family home, owner-occupant investor, or multi-generational household. Owned and lovingly maintained by the same owner for more than 20 years, the main residence encompasses the first and second floors. Each floor features 3 bedrooms, 1 bathroom, a formal living room, formal dining room, and a beautiful custom wood-burning fireplace. Original details throughout the home include rich oak millwork, hardwood flooring, stained-glass accents, oversized windows, and spacious rooms that showcase the scale and craftsmanship of a bygone era. The kitchen was thoughtfully renovated in 2016 and features custom cabinetry, stone countertops, stainless steel appliances, and a large center island that creates an inviting gathering space. The bathroom was updated in 2021, providing a fresh complement to the home's classic architectural details. The garden apartment adds another layer of flexibility and potential. Currently configured as a 2-bedroom, 1-bath residence, it includes a full kitchen, comfortable living space, and excellent storage. The apartment was previously used as a 3-bedroom layout, offering additional possibilities for future use. One of the property's most unusual features is the detached greystone garage. Above the garage, a finished loft currently serves as a fitness studio and is already plumbed for a bathroom. Whether envisioned as a private office, art or creative studio, gym, workshop, guest space, or future finished living area, this bonus space provides tremendous potential. The property also includes a separate carport and an oversized yard with plenty of room for outdoor entertaining, gardening, recreation, or simply enjoying the space. The home's substantial construction is further highlighted by approximately 12-inch-thick limestone walls, reflecting the quality, permanence, and craftsmanship characteristic of Chicago's historic architecture. And the location is hard to beat! Just two blocks south of the popular Roscoe Street corridor, you'll be close to neighborhood restaurants, cafes, parks, boutique shopping, and everyday conveniences, while still enjoying the peaceful residential atmosphere of this sought-after pocket of Roscoe Village. Properties with this combination of architectural character, scale, outdoor space, additional living space, and flexibility rarely come to market. A truly special opportunity to own a distinctive piece of Roscoe Village with the potential to adapt to a variety of lifestyles and investment strategies.

8 Beds ⋅ 3 Baths ⋅ 12737803 MLS ⋅ CLOSED Status

Set on one of Roscoe Village's beautiful tree-lined streets, this extraordinary and rarely available greystone is anything but typical. With a distinctive layout, oversized lot, detached greystone garage, finished studio space, and an abundance of original architectural character, this property offers a level of flexibility that is incredibly hard to find. Located in the highly sought-after Audubon School District, it is an exceptional opportunity for a single family home, owner-occupant investor, or multi-generational household. Owned and lovingly maintained by the same owner for more than 20 years, the main residence encompasses the first and second floors. Each floor features 3 bedrooms, 1 bathroom, a formal living room, formal dining room, and a beautiful custom wood-burning fireplace. Original details throughout the home include rich oak millwork, hardwood flooring, stained-glass accents, oversized windows, and spacious rooms that showcase the scale and craftsmanship of a bygone era. The kitchen was thoughtfully renovated in 2016 and features custom cabinetry, stone countertops, stainless steel appliances, and a large center island that creates an inviting gathering space. The bathroom was updated in 2021, providing a fresh complement to the home's classic architectural details. The garden apartment adds another layer of flexibility and potential. Currently configured as a 2-bedroom, 1-bath residence, it includes a full kitchen, comfortable living space, and excellent storage. The apartment was previously used as a 3-bedroom layout, offering additional possibilities for future use. One of the property's most unusual features is the detached greystone garage. Above the garage, a finished loft currently serves as a fitness studio and is already plumbed for a bathroom. Whether envisioned as a private office, art or creative studio, gym, workshop, guest space, or future finished living area, this bonus space provides tremendous potential. The property also includes a separate carport and an oversized yard with plenty of room for outdoor entertaining, gardening, recreation, or simply enjoying the space. The home's substantial construction is further highlighted by approximately 12-inch-thick limestone walls, reflecting the quality, permanence, and craftsmanship characteristic of Chicago's historic architecture. And the location is hard to beat! Just two blocks south of the popular Roscoe Street corridor, you'll be close to neighborhood restaurants, cafes, parks, boutique shopping, and everyday conveniences, while still enjoying the peaceful residential atmosphere of this sought-after pocket of Roscoe Village. Properties with this combination of architectural character, scale, outdoor space, additional living space, and flexibility rarely come to market. A truly special opportunity to own a distinctive piece of Roscoe Village with the potential to adapt to a variety of lifestyles and investment strategies.

3248 N Oakley Avenue, Chicago

$1,300,000

Incredible opportunity to own a fully renovated, top-to-bottom luxury home on a quiet, tree lined one way street in the heart of Lakeview/Roscoe Village within the highly sought-after Jahn Elementary School district. Designed for modern living and effortless entertaining, the sun filled main level features an open concept layout with wide plank white oak floors, a statement quartz fireplace, and a custom glass enclosed floor to ceiling wine cabinet. The chef's kitchen showcases bespoke white cabinetry, quartz countertops, premium stainless appliances, designer backsplash, and an impressive 8-foot waterfall island with seating, flowing seamlessly into the dining and family areas with direct access to the rear deck and yard. The second level offers three generous bedrooms including a serene primary suite with abundant closets and a spa-inspired bath. The finished English lower level adds a spacious recreation room, fourth bedroom, full bath, laundry, and walk-out access - ideal for guests or flexible living. Outdoor spaces include a tiered deck, brick patio, landscaped yard, welcoming front porch, and two-car garage. Exceptional Roscoe Village location just steps to parks, dining, boutiques, and transportation. A rare turnkey home blending timeless design, luxury finishes, and unbeatable neighborhood convenience.

4 Beds ⋅ 4 Baths ⋅ 12559122 MLS ⋅ CLOSED Status

Incredible opportunity to own a fully renovated, top-to-bottom luxury home on a quiet, tree lined one way street in the heart of Lakeview/Roscoe Village within the highly sought-after Jahn Elementary School district. Designed for modern living and effortless entertaining, the sun filled main level features an open concept layout with wide plank white oak floors, a statement quartz fireplace, and a custom glass enclosed floor to ceiling wine cabinet. The chef's kitchen showcases bespoke white cabinetry, quartz countertops, premium stainless appliances, designer backsplash, and an impressive 8-foot waterfall island with seating, flowing seamlessly into the dining and family areas with direct access to the rear deck and yard. The second level offers three generous bedrooms including a serene primary suite with abundant closets and a spa-inspired bath. The finished English lower level adds a spacious recreation room, fourth bedroom, full bath, laundry, and walk-out access - ideal for guests or flexible living. Outdoor spaces include a tiered deck, brick patio, landscaped yard, welcoming front porch, and two-car garage. Exceptional Roscoe Village location just steps to parks, dining, boutiques, and transportation. A rare turnkey home blending timeless design, luxury finishes, and unbeatable neighborhood convenience.

1910 W George Street, Chicago

$1,300,000

Prime Location Roscoe Village 2 Flat + Coach House. Perfect "Live-In" and/or investment property. Rehabbed 3br/2ba Coach House with Front Porch could be perfect as eventual owner unit. 2nd floor unit also freshly rehabbed and currently vacant set for a buyer to occupy. New kitchen and bathroom with in-unit washer/dryer. All 3 units have high ceilings, ample outdoor space & central air. Possibility to duplex up or down in main building. First floor rehabbed in last couple of years. Close to EL stop, shopping and all Roscoe Village has to offer. Note: Rental Income is a Projections due to unit 2 being vacant. Unit 1 is leased at $2,900, CH - is leased at $3,600 and Unit 2 just rehabbed projected at $3,500

7 Beds ⋅ 4 Baths ⋅ 12530812 MLS ⋅ CLOSED Status

Prime Location Roscoe Village 2 Flat + Coach House. Perfect "Live-In" and/or investment property. Rehabbed 3br/2ba Coach House with Front Porch could be perfect as eventual owner unit. 2nd floor unit also freshly rehabbed and currently vacant set for a buyer to occupy. New kitchen and bathroom with in-unit washer/dryer. All 3 units have high ceilings, ample outdoor space & central air. Possibility to duplex up or down in main building. First floor rehabbed in last couple of years. Close to EL stop, shopping and all Roscoe Village has to offer. Note: Rental Income is a Projections due to unit 2 being vacant. Unit 1 is leased at $2,900, CH - is leased at $3,600 and Unit 2 just rehabbed projected at $3,500

1839 W Henderson Street, Chicago

$1,250,000

12616879 MLS ⋅ CLOSED Status

2114 W Roscoe Street, Chicago

$1,249,900

3141 N Oakley - gut-renovated 3-flat in the heart of Roscoe A rare opportunity to own a fully updated multifamily asset in one of Chicago's most consistently in-demand neighborhoods, just steps from Hamlin Park. This handsome brick 3-flat features two 3BD/1BA units and one 2BD/1BA unit - every unit gut-renovated top to bottom with new kitchens, quartz countertops, modern baths, and central A/C. Nothing to do but collect rent. The full unfinished basement offers clear value-add potential (storage, laundry expansion, or future buildout), and the brick 2-car garage is a premium amenity rarely found in the area. Strong in-place rental income with long-term upside as Roscoe Village continues to appreciate. Turnkey condition, proven rents, and a compelling basis - ideal for investors and house-hackers alike.

8 Beds ⋅ 3 Baths ⋅ 12697754 MLS ⋅ CLOSED Status

3141 N Oakley - gut-renovated 3-flat in the heart of Roscoe A rare opportunity to own a fully updated multifamily asset in one of Chicago's most consistently in-demand neighborhoods, just steps from Hamlin Park. This handsome brick 3-flat features two 3BD/1BA units and one 2BD/1BA unit - every unit gut-renovated top to bottom with new kitchens, quartz countertops, modern baths, and central A/C. Nothing to do but collect rent. The full unfinished basement offers clear value-add potential (storage, laundry expansion, or future buildout), and the brick 2-car garage is a premium amenity rarely found in the area. Strong in-place rental income with long-term upside as Roscoe Village continues to appreciate. Turnkey condition, proven rents, and a compelling basis - ideal for investors and house-hackers alike.

3141 N Oakley Avenue, Chicago

$1,235,000

Fully updated and stabilized, this turnkey 5-unit multi-family in the heart of Roscoe Village offers strong in-place income, future upside, and low-maintenance operations. The property includes two buildings: a stately 4-story front building with 3 updated units and an unfinished attic, and a rear 2-story coach house with a 2-bedroom unit on the main floor, an unfinished attic above, and a 1-bedroom garden unit in the basement. All units have been upgraded with new shaker kitchen cabinets, stainless steel appliances, luxury laminate flooring, modern bathrooms, and updated lighting throughout. Major capital improvements include new roofs, gutters, new Hardie Board and vinyl siding on both buildings, newer HVAC systems (with two new A/C units), separate water heaters for each unit, and a brand-new coin-operated laundry on site. Two units feature private balconies, and there is easy street parking for tenants and guests. Located just steps from the shops, dining, and nightlife of Roscoe Street and close to CTA and nearby parks, this is a rare opportunity to own a cash-flowing asset in one of Chicago's most desirable neighborhoods. 5 units total-neither broker nor seller represent the legality of the 5th (Coach House Garden) Unit.

12436088 MLS ⋅ CLOSED Status

Fully updated and stabilized, this turnkey 5-unit multi-family in the heart of Roscoe Village offers strong in-place income, future upside, and low-maintenance operations. The property includes two buildings: a stately 4-story front building with 3 updated units and an unfinished attic, and a rear 2-story coach house with a 2-bedroom unit on the main floor, an unfinished attic above, and a 1-bedroom garden unit in the basement. All units have been upgraded with new shaker kitchen cabinets, stainless steel appliances, luxury laminate flooring, modern bathrooms, and updated lighting throughout. Major capital improvements include new roofs, gutters, new Hardie Board and vinyl siding on both buildings, newer HVAC systems (with two new A/C units), separate water heaters for each unit, and a brand-new coin-operated laundry on site. Two units feature private balconies, and there is easy street parking for tenants and guests. Located just steps from the shops, dining, and nightlife of Roscoe Street and close to CTA and nearby parks, this is a rare opportunity to own a cash-flowing asset in one of Chicago's most desirable neighborhoods. 5 units total-neither broker nor seller represent the legality of the 5th (Coach House Garden) Unit.

3342 N Hoyne Avenue, Chicago

$1,220,000

Impeccable, newer construction (2018) 4 bedroom/3.1 bathroom duplex in the heart of Roscoe Village. Situated on an oversized (32') lot in the Audubon School District this unique floor plan offers better living space than most $2M single family homes. The spacious formal living room and dining rooms are bathed natural light and have been outfitted with custom window treatments, white oak flooring, transitional lighting and wall coverings. The oversized chef's kitchen is tricked out with every bell & whistle-Sub Zero, Wolf 6 burner range, quartz counter tops, incredible storage and a massive island adjoining a charming breakfast room and built in office niche. The kitchen flows seamlessly to the oversized family room with custom built ins, a cozy fireplace and sliding doors to the back deck. Enter from the back deck/garage to a custom mud room plus a massive walk in storage room outfitted with built ins for toys, art supplies & sports equipment. A butler's pantry with additional cabinetry, wine refrigeration and a chic powder room with wall coverings and on trend lighting round out the main level of the home. Four bedrooms and three bathrooms comprise the lower level with full radiant heated floors throughout. Spacious primary with large walk in closet, and spa bathroom with floating tub, walk in shower with body sprays, quartz counter tops and linen storage. Two roomy guest bedrooms are adjoined by a crisp white jack & jill bathroom with dual vanities and a full tub/shower. The fourth bedroom is large enough to accommodate a queen bed + office furnishings has an en suite third full bathroom. In the hallway of the lower level are multiple storage closets and a full size laundry room with additional cabinetry and quartz counter top. Outside the private garage roof deck has been recently overhauled with a new pergola, Trex decking, speakers, lighting and outdoor TV. One garage parking space included. All this on tree lined Roscoe, steps to shops, restaurants, grocery, parks, public transit, Audubon School and more.

4 Beds ⋅ 4 Baths ⋅ 12505972 MLS ⋅ CLOSED Status

Impeccable, newer construction (2018) 4 bedroom/3.1 bathroom duplex in the heart of Roscoe Village. Situated on an oversized (32') lot in the Audubon School District this unique floor plan offers better living space than most $2M single family homes. The spacious formal living room and dining rooms are bathed natural light and have been outfitted with custom window treatments, white oak flooring, transitional lighting and wall coverings. The oversized chef's kitchen is tricked out with every bell & whistle-Sub Zero, Wolf 6 burner range, quartz counter tops, incredible storage and a massive island adjoining a charming breakfast room and built in office niche. The kitchen flows seamlessly to the oversized family room with custom built ins, a cozy fireplace and sliding doors to the back deck. Enter from the back deck/garage to a custom mud room plus a massive walk in storage room outfitted with built ins for toys, art supplies & sports equipment. A butler's pantry with additional cabinetry, wine refrigeration and a chic powder room with wall coverings and on trend lighting round out the main level of the home. Four bedrooms and three bathrooms comprise the lower level with full radiant heated floors throughout. Spacious primary with large walk in closet, and spa bathroom with floating tub, walk in shower with body sprays, quartz counter tops and linen storage. Two roomy guest bedrooms are adjoined by a crisp white jack & jill bathroom with dual vanities and a full tub/shower. The fourth bedroom is large enough to accommodate a queen bed + office furnishings has an en suite third full bathroom. In the hallway of the lower level are multiple storage closets and a full size laundry room with additional cabinetry and quartz counter top. Outside the private garage roof deck has been recently overhauled with a new pergola, Trex decking, speakers, lighting and outdoor TV. One garage parking space included. All this on tree lined Roscoe, steps to shops, restaurants, grocery, parks, public transit, Audubon School and more.

2315 W Roscoe Street Unit #1, Chicago

$1,205,000

Welcome to one of Roscoe Village's most unique opportunities: a legal two-flat that lives like a single-family home. The opportunities are endless, also checking the box for a condo buyer, an owner-occupant, or the investor looking for a truly turnkey asset with a 5.7% cap rate. Situated within the highly coveted Audubon school boundaries, this home is set on a full 25125 lot, the home spans two levels plus a basement - all connected by both front and rear interior staircases, creating a natural sense of continuity while maintaining flexibility for evolving needs, The main level, Unit 1, greets you with vintage details and a sense of volume the moment you walk in, oversized windows flooding every room with natural light. Inside: hardwood flooring throughout, soaring ceilings, two bedrooms plus a third that serves beautifully as an office or guest space, a full bath, a spacious kitchen with a walk-in pantry and breakfast nook, and comfortable living and dining rooms. The second level, Unit 2, offers an expansive one-bedroom, one full-bath layout with a smart, dedicated office nook that can be converted to a second bedroom, and an ample storage closet spanning the length of the property. This flexible floor plan lends itself to a master suite, guest accommodations, or a standalone rental unit. The radiant-heated dug-out basement adds valuable bonus space with great ceiling height, and offers excellent functionality for play, work, fitness, hobbies, storage, or future finishing for extra living space or duplexing down unit 1. Step outside to a large, private yard that feels like your own personal retreat, complete with a two-car garage. Lovingly maintained with meaningful capital improvements completed within the last five years, including a newer roof, a mini-split heating/cooling system, a condenser, and additional system updates. Nestled at the heart of Roscoe Village, you are steps from the neighborhood's beloved restaurants, boutique shops, and coffee spots, including Volo, Le Sud, Starbucks, John's Place, Pilates and Coffee, Commonwealth, and Cinnamon Boutique. Enjoy weekend farmers markets, a stroll to Hamlin and Fellger Park, and easy access to the Brown Line for a seamless commute into the city. Whether you are looking to create your dream single-family home, have a condo alternative, owner-occupy one unit and rent the other, or land a strong investment with a 5.7% cap rate, the options here are truly endless. Do not miss this rare opportunity to own a home that truly has it all!

4 Beds ⋅ 2 Baths ⋅ 12684262 MLS ⋅ CLOSED Status

Welcome to one of Roscoe Village's most unique opportunities: a legal two-flat that lives like a single-family home. The opportunities are endless, also checking the box for a condo buyer, an owner-occupant, or the investor looking for a truly turnkey asset with a 5.7% cap rate. Situated within the highly coveted Audubon school boundaries, this home is set on a full 25125 lot, the home spans two levels plus a basement - all connected by both front and rear interior staircases, creating a natural sense of continuity while maintaining flexibility for evolving needs, The main level, Unit 1, greets you with vintage details and a sense of volume the moment you walk in, oversized windows flooding every room with natural light. Inside: hardwood flooring throughout, soaring ceilings, two bedrooms plus a third that serves beautifully as an office or guest space, a full bath, a spacious kitchen with a walk-in pantry and breakfast nook, and comfortable living and dining rooms. The second level, Unit 2, offers an expansive one-bedroom, one full-bath layout with a smart, dedicated office nook that can be converted to a second bedroom, and an ample storage closet spanning the length of the property. This flexible floor plan lends itself to a master suite, guest accommodations, or a standalone rental unit. The radiant-heated dug-out basement adds valuable bonus space with great ceiling height, and offers excellent functionality for play, work, fitness, hobbies, storage, or future finishing for extra living space or duplexing down unit 1. Step outside to a large, private yard that feels like your own personal retreat, complete with a two-car garage. Lovingly maintained with meaningful capital improvements completed within the last five years, including a newer roof, a mini-split heating/cooling system, a condenser, and additional system updates. Nestled at the heart of Roscoe Village, you are steps from the neighborhood's beloved restaurants, boutique shops, and coffee spots, including Volo, Le Sud, Starbucks, John's Place, Pilates and Coffee, Commonwealth, and Cinnamon Boutique. Enjoy weekend farmers markets, a stroll to Hamlin and Fellger Park, and easy access to the Brown Line for a seamless commute into the city. Whether you are looking to create your dream single-family home, have a condo alternative, owner-occupy one unit and rent the other, or land a strong investment with a 5.7% cap rate, the options here are truly endless. Do not miss this rare opportunity to own a home that truly has it all!

3452 N Damen Avenue, Chicago

$1,200,000

Refined, expansive, and exceptionally appointed, this four level Roscoe Village residence delivers a sophisticated urban lifestyle with the scale and comfort of a single family home. Offering approximately 3,400 square feet, 4 bedrooms, and 4.5 baths, the home is designed with elevated finishes, generous proportions, and multiple spaces for both elegant entertaining and effortless everyday living. The chef's kitchen serves as a striking centerpiece with a substantial island, Viking and Fisher & Paykel appliances, limestone backsplash, and abundant prep and storage space. The primary suite feels like a private sanctuary, complete with a fireplace, secluded terrace, and spa inspired bath with separate soaking tub and shower. Two additional bedrooms each offer private ensuite baths, while the lower level provides a beautifully flexible extension of the home with a fourth bedroom, full bath, dry bar, and wine refrigerator. Crowning the residence is an extraordinary approximately 700 square foot private rooftop deck, creating an impressive setting for alfresco dining, summer gatherings, and evenings overlooking the neighborhood. Additional features include a multi zone sound system, dual HVAC, an oversized laundry room with exceptional storage, and garage parking. Ideally positioned within the Audubon Elementary School district and moments from acclaimed Roscoe Village dining, cafes, boutiques, parks, and convenient Brown Line access, this is a distinctive opportunity to enjoy luxury, privacy, and remarkable space in one of Chicago's most coveted neighborhood settings.

4 Beds ⋅ 5 Baths ⋅ 12743697 MLS ⋅ CLOSED Status ⋅ Roscoe Village BLDG.

Refined, expansive, and exceptionally appointed, this four level Roscoe Village residence delivers a sophisticated urban lifestyle with the scale and comfort of a single family home. Offering approximately 3,400 square feet, 4 bedrooms, and 4.5 baths, the home is designed with elevated finishes, generous proportions, and multiple spaces for both elegant entertaining and effortless everyday living. The chef's kitchen serves as a striking centerpiece with a substantial island, Viking and Fisher & Paykel appliances, limestone backsplash, and abundant prep and storage space. The primary suite feels like a private sanctuary, complete with a fireplace, secluded terrace, and spa inspired bath with separate soaking tub and shower. Two additional bedrooms each offer private ensuite baths, while the lower level provides a beautifully flexible extension of the home with a fourth bedroom, full bath, dry bar, and wine refrigerator. Crowning the residence is an extraordinary approximately 700 square foot private rooftop deck, creating an impressive setting for alfresco dining, summer gatherings, and evenings overlooking the neighborhood. Additional features include a multi zone sound system, dual HVAC, an oversized laundry room with exceptional storage, and garage parking. Ideally positioned within the Audubon Elementary School district and moments from acclaimed Roscoe Village dining, cafes, boutiques, parks, and convenient Brown Line access, this is a distinctive opportunity to enjoy luxury, privacy, and remarkable space in one of Chicago's most coveted neighborhood settings.

2224 W Roscoe Street Unit #A, Chicago

$1,200,000

Located in the highly sought-after Roscoe Village neighborhood of Chicago, this completely rehabbed legal 3-unit building offers an exceptional turnkey investment opportunity. Each unit features beautiful, condo-quality finishes, blending modern style with comfortable living. All three units are currently rented, providing immediate income, with Units 1 and 3 offering lease expirations later this year-creating flexibility for an owner-occupant or the ability to adjust rents. Long-term tenants are currently paying below-market rents, presenting a clear path for a new owner to realize strong upside potential. Ideally situated within walking distance to public transportation, including nearby train lines and major routes, this property is perfectly positioned for renters. Enjoy the convenience of having popular shops, restaurants, and vibrant nightlife just steps from your front door. The building also features a spacious deck, a beautifully maintained fenced yard with grass and patio space, and a 2-car garage. The seller currently covers all utilities for the building. A rare opportunity to own a fully updated, income-generating property in one of Chicago's most desirable neighborhoods.

6 Beds ⋅ 4 Baths ⋅ 12623539 MLS ⋅ CLOSED Status

Located in the highly sought-after Roscoe Village neighborhood of Chicago, this completely rehabbed legal 3-unit building offers an exceptional turnkey investment opportunity. Each unit features beautiful, condo-quality finishes, blending modern style with comfortable living. All three units are currently rented, providing immediate income, with Units 1 and 3 offering lease expirations later this year-creating flexibility for an owner-occupant or the ability to adjust rents. Long-term tenants are currently paying below-market rents, presenting a clear path for a new owner to realize strong upside potential. Ideally situated within walking distance to public transportation, including nearby train lines and major routes, this property is perfectly positioned for renters. Enjoy the convenience of having popular shops, restaurants, and vibrant nightlife just steps from your front door. The building also features a spacious deck, a beautifully maintained fenced yard with grass and patio space, and a 2-car garage. The seller currently covers all utilities for the building. A rare opportunity to own a fully updated, income-generating property in one of Chicago's most desirable neighborhoods.

3541 N Damen Avenue, Chicago

$1,200,000

Rarely available and exceptionally wide stunning duplex-up in the heart of Roscoe Village offers 3,200 square feet of luxury living space. Located in the award-winning Audubon School District, this 2020 meticulously crafted residence features an expansive floor plan highlighted by two massive living areas, a formal dining room, and elegant oak flooring throughout. At the heart of the home is a chef's dream kitchen, anchored by an oversized island and outfitted with professional-grade Sub-Zero and Wolf appliances, sleek quartz countertops, a dedicated breakfast area, a wet bar and oversized pantry. The thoughtful layout places all four bedrooms (two en-suite) and three full baths on the second level for maximum privacy and convenience. The luxurious primary suite serves as a true retreat, boasting dual walk-in closets and a spa-caliber bathroom complete with heated floors and a steam shower with a rain head. Seamlessly blending indoor and outdoor living, the home includes a front balcony and interior stairs that lead to a massive, private rooftop deck featuring composite decking. Modern essentials including dual thermostat, gas fireplace, integrated wiring for sound, a gas line for grilling, garage parking with EV charger and large storage. Situated in premier location.

4 Beds ⋅ 4 Baths ⋅ 12589163 MLS ⋅ CLOSED Status ⋅ Roscoe Village BLDG.

Rarely available and exceptionally wide stunning duplex-up in the heart of Roscoe Village offers 3,200 square feet of luxury living space. Located in the award-winning Audubon School District, this 2020 meticulously crafted residence features an expansive floor plan highlighted by two massive living areas, a formal dining room, and elegant oak flooring throughout. At the heart of the home is a chef's dream kitchen, anchored by an oversized island and outfitted with professional-grade Sub-Zero and Wolf appliances, sleek quartz countertops, a dedicated breakfast area, a wet bar and oversized pantry. The thoughtful layout places all four bedrooms (two en-suite) and three full baths on the second level for maximum privacy and convenience. The luxurious primary suite serves as a true retreat, boasting dual walk-in closets and a spa-caliber bathroom complete with heated floors and a steam shower with a rain head. Seamlessly blending indoor and outdoor living, the home includes a front balcony and interior stairs that lead to a massive, private rooftop deck featuring composite decking. Modern essentials including dual thermostat, gas fireplace, integrated wiring for sound, a gas line for grilling, garage parking with EV charger and large storage. Situated in premier location.

2341 W Roscoe Street Unit #3W, Chicago

$1,176,000

Classic Roscoe Village legal two-flat with additional third-floor in-law/flex space, offering exceptional versatility for investors, owner-occupants, or those considering a single-family conversion. The owner's duplex-down residence features 4 bedrooms and 3 bathrooms and offers an open-concept kitchen and family room, a separate formal dining room, and multiple living and entertaining spaces highlighted by a cozy fireplace. The spacious kitchen includes abundant cabinetry, granite countertops, a center island, walk-in pantry, and additional space ideal for casual dining, a playroom, or den. Generously sized bedrooms provide ample closet space, complemented by additional storage throughout the home, and a full-size in-unit washer and dryer. . The bright and well-maintained second-floor unit offers 2 bedrooms and 1 bathroom, an additional bonus room, and is currently leased, providing immediate rental income. The unit features an updated kitchen with quartz countertops and an island, as well as an updated bath and a full-size in-unit washer and dryer . Water and garbage included in the monthly rent. In addition to the legal two-flat configuration, the property includes a finished third-floor non-conforming in-law/flex space with three rooms, separate front and rear access, and a refrigerator only (no other kitchen appliances). The space offers flexibility for extended living, workspace, guest accommodations, or future rental potential. Buyers should conduct their own due diligence regarding permitted uses. Additional features include a rear deck, large private backyard, and a two-car detached garage. Located on a quiet, tree-lined street within the highly regarded Audubon School attendance area, this property is an easy walk to the 77 bus and Brown Line stations at Paulina, Addison, and Southport. Enjoy convenient access to Roscoe Village dining, coffee shops, boutiques, neighborhood events, the Southport Corridor, Wrigleyville, and North Center amenities. Rare opportunity to own a legal two-flat with additional finished in-law/flex space in one of Chicago's most desirable neighborhoods.

7 Beds ⋅ 5 Baths ⋅ 12672659 MLS ⋅ CLOSED Status

Classic Roscoe Village legal two-flat with additional third-floor in-law/flex space, offering exceptional versatility for investors, owner-occupants, or those considering a single-family conversion. The owner's duplex-down residence features 4 bedrooms and 3 bathrooms and offers an open-concept kitchen and family room, a separate formal dining room, and multiple living and entertaining spaces highlighted by a cozy fireplace. The spacious kitchen includes abundant cabinetry, granite countertops, a center island, walk-in pantry, and additional space ideal for casual dining, a playroom, or den. Generously sized bedrooms provide ample closet space, complemented by additional storage throughout the home, and a full-size in-unit washer and dryer. . The bright and well-maintained second-floor unit offers 2 bedrooms and 1 bathroom, an additional bonus room, and is currently leased, providing immediate rental income. The unit features an updated kitchen with quartz countertops and an island, as well as an updated bath and a full-size in-unit washer and dryer . Water and garbage included in the monthly rent. In addition to the legal two-flat configuration, the property includes a finished third-floor non-conforming in-law/flex space with three rooms, separate front and rear access, and a refrigerator only (no other kitchen appliances). The space offers flexibility for extended living, workspace, guest accommodations, or future rental potential. Buyers should conduct their own due diligence regarding permitted uses. Additional features include a rear deck, large private backyard, and a two-car detached garage. Located on a quiet, tree-lined street within the highly regarded Audubon School attendance area, this property is an easy walk to the 77 bus and Brown Line stations at Paulina, Addison, and Southport. Enjoy convenient access to Roscoe Village dining, coffee shops, boutiques, neighborhood events, the Southport Corridor, Wrigleyville, and North Center amenities. Rare opportunity to own a legal two-flat with additional finished in-law/flex space in one of Chicago's most desirable neighborhoods.

2245 W Melrose Street, Chicago

$1,165,000

7 Beds ⋅ 5 Baths ⋅ 12355996 MLS ⋅ CLOSED Status

3137 N Hoyne Avenue, Chicago

$1,160,000

Beautiful and classic extra wide vintage brick 2-flat on an oversized 30 foot wide lot in Chicago's hottest neighborhood. The property is located in the coveted Bell Elementary School District on one of the most desirable blocks in Roscoe Village. Current layout: Unit 1: duplex down 3BD/2BA, Unit 2: 2BD/1BA. This building works well for all buyer types: owner occupant house hackers, investment property owners, conversion to SFH, or new construction builds.

5 Beds ⋅ 3 Baths ⋅ 12658043 MLS ⋅ CLOSED Status

Beautiful and classic extra wide vintage brick 2-flat on an oversized 30 foot wide lot in Chicago's hottest neighborhood. The property is located in the coveted Bell Elementary School District on one of the most desirable blocks in Roscoe Village. Current layout: Unit 1: duplex down 3BD/2BA, Unit 2: 2BD/1BA. This building works well for all buyer types: owner occupant house hackers, investment property owners, conversion to SFH, or new construction builds.

3531 N Oakley Avenue, Chicago

$1,160,000

3 Beds ⋅ 4 Baths ⋅ 12602558 MLS ⋅ CLOSED Status

3033 N Leavitt Street, Chicago

$1,150,000

Gorgeous move in ready 4 bedroom 3 bathroom single family home with a finished basement in the highly coveted gated community of Landmark Village! A one-of-a-kind "suburb in the city" where neighbors play ball and ride bikes in the streets, block parties happen every summer, and weeknight food trucks are the norm. Welcome guests into your new home with a spacious foyer with a coat closet which opens to an inviting living room featuring a wood-burning fireplace with gas starter and a dining room area that easily fits a table for 10, perfect for entertaining. The well appointed kitchen features granite countertops, white cabinets, stainless steel appliances including a double oven, tile backsplash, and a large breakfast bar with tons of storage. Adjacent to the kitchen is an eat in kitchen area or use it as a bonus family room/den with a wall of cabinets providing extra storage space. The second level features three bedrooms and two full bathrooms. The primary suite, which has vaulted ceilings, easily fits a king sized bed with ample space for nightstands and dressers and has a gut rehabbed en-suite primary bathroom with stunning stand-up shower with double vanity, walk in shower with rainshowerhead, and heated floors. Two additional bedrooms and a renovated 2nd bathroom complete this floor. Downtairs is a fully finished basement with a family room, the 4th bedroom, a renovated bathroom and the laundry room with side-by-side washer and dryer, and tons of extra storage! 1 car attached garage and 1 exterior space in the driveway! Guest parking available in community as well but requires permit passes, which are free. The spacious backyard, accessed from the kitchen, features high-end artificial turf and a paver patio. Newer front porch with composite decking. This single-family home is part of the homeowners association of Landmark Village and the monthly assessments take care of the water, garbage, landscaping, snow removal (except owners have to shovel their own driveways), and common maintenance of the gates, streets, and intercom system. A+ location for fun just steps from Hamlin Park, Che-Chi Wang Park, Weibolt Park, and Jahn playground. Walk to Whole Foods, Jewel, Menards, Cost-Co, the Brown line EL at Paulina or Diversey, Midtown Athletic Club, and the shops and restaurants of both Roscoe Village & Southport Corridor. These homes with basements rarely come on the market so don't let this fantastic opportunity pass you by!

3 Beds ⋅ 3 Baths ⋅ 12616657 MLS ⋅ CLOSED Status

Gorgeous move in ready 4 bedroom 3 bathroom single family home with a finished basement in the highly coveted gated community of Landmark Village! A one-of-a-kind "suburb in the city" where neighbors play ball and ride bikes in the streets, block parties happen every summer, and weeknight food trucks are the norm. Welcome guests into your new home with a spacious foyer with a coat closet which opens to an inviting living room featuring a wood-burning fireplace with gas starter and a dining room area that easily fits a table for 10, perfect for entertaining. The well appointed kitchen features granite countertops, white cabinets, stainless steel appliances including a double oven, tile backsplash, and a large breakfast bar with tons of storage. Adjacent to the kitchen is an eat in kitchen area or use it as a bonus family room/den with a wall of cabinets providing extra storage space. The second level features three bedrooms and two full bathrooms. The primary suite, which has vaulted ceilings, easily fits a king sized bed with ample space for nightstands and dressers and has a gut rehabbed en-suite primary bathroom with stunning stand-up shower with double vanity, walk in shower with rainshowerhead, and heated floors. Two additional bedrooms and a renovated 2nd bathroom complete this floor. Downtairs is a fully finished basement with a family room, the 4th bedroom, a renovated bathroom and the laundry room with side-by-side washer and dryer, and tons of extra storage! 1 car attached garage and 1 exterior space in the driveway! Guest parking available in community as well but requires permit passes, which are free. The spacious backyard, accessed from the kitchen, features high-end artificial turf and a paver patio. Newer front porch with composite decking. This single-family home is part of the homeowners association of Landmark Village and the monthly assessments take care of the water, garbage, landscaping, snow removal (except owners have to shovel their own driveways), and common maintenance of the gates, streets, and intercom system. A+ location for fun just steps from Hamlin Park, Che-Chi Wang Park, Weibolt Park, and Jahn playground. Walk to Whole Foods, Jewel, Menards, Cost-Co, the Brown line EL at Paulina or Diversey, Midtown Athletic Club, and the shops and restaurants of both Roscoe Village & Southport Corridor. These homes with basements rarely come on the market so don't let this fantastic opportunity pass you by!

2839 N Wolcott Avenue Unit #E, Chicago

$1,145,000

Welcome to this inviting home on a picturesque, tree-lined street just steps from the playground, pool, and the popular dog park at Hamlin Park. Take a short walk to the heart of Roscoe Village to enjoy its vibrant restaurants, boutiques, and coffee shops, along with close proximity to the scenic riverfront nature trail. This open, bright, and extra-wide (19' interior) home has been thoughtfully renovated and features vaulted ceilings with skylights and an abundance of natural light, creating an incredible ambiance from the moment you step inside. The expansive living room flows seamlessly into a true dining area and a beautifully completely remodeled chef's kitchen, complete with custom cabinetry, quartz countertops, stainless steel appliances, and a designer backsplash. Perfect for entertaining and everyday living, the kitchen opens to a spacious pergola-covered deck ideal for al fresco dining, overlooking a large private yard with mature lilac, hydrangea, and raspberry bushes. The home offers a flexible and functional layout with four bedrooms and three full baths. The main level includes a newly renovated full bath and a versatile bedroom ideal for guests or a home office. The lower level features a spacious primary suite with a massive spa-like bath, including a double vanity, separate shower, jetted soaking tub, and a large custom walk-in closet with a built-in dresser. An additional ensuite bedroom showcases a designer-level full bath, while a third flex room provides endless possibilities for a nursery, office, fitness space, or playroom. A dedicated mudroom/laundry area with side-by-side washer and dryer and direct access to the lower-level patio adds everyday convenience. With generous indoor and outdoor living spaces, abundant storage, and a two-car detached garage, this home offers a rare combination of scale, functionality, and location within the highly sought-after neighborhood in Jahn School District. Many Updates have been done. Full upgrade list in other documents.

4 Beds ⋅ 3 Baths ⋅ 12620701 MLS ⋅ CLOSED Status

Welcome to this inviting home on a picturesque, tree-lined street just steps from the playground, pool, and the popular dog park at Hamlin Park. Take a short walk to the heart of Roscoe Village to enjoy its vibrant restaurants, boutiques, and coffee shops, along with close proximity to the scenic riverfront nature trail. This open, bright, and extra-wide (19' interior) home has been thoughtfully renovated and features vaulted ceilings with skylights and an abundance of natural light, creating an incredible ambiance from the moment you step inside. The expansive living room flows seamlessly into a true dining area and a beautifully completely remodeled chef's kitchen, complete with custom cabinetry, quartz countertops, stainless steel appliances, and a designer backsplash. Perfect for entertaining and everyday living, the kitchen opens to a spacious pergola-covered deck ideal for al fresco dining, overlooking a large private yard with mature lilac, hydrangea, and raspberry bushes. The home offers a flexible and functional layout with four bedrooms and three full baths. The main level includes a newly renovated full bath and a versatile bedroom ideal for guests or a home office. The lower level features a spacious primary suite with a massive spa-like bath, including a double vanity, separate shower, jetted soaking tub, and a large custom walk-in closet with a built-in dresser. An additional ensuite bedroom showcases a designer-level full bath, while a third flex room provides endless possibilities for a nursery, office, fitness space, or playroom. A dedicated mudroom/laundry area with side-by-side washer and dryer and direct access to the lower-level patio adds everyday convenience. With generous indoor and outdoor living spaces, abundant storage, and a two-car detached garage, this home offers a rare combination of scale, functionality, and location within the highly sought-after neighborhood in Jahn School District. Many Updates have been done. Full upgrade list in other documents.

3043 N Hamilton Avenue, Chicago

$1,143,930

*** Multiple offers received best and final due tomorrow (9/28) by 3PM. No escalation clauses please.*** Welcome home to 1930 W Wolfram - an incredibly unique opportunity to own a single family home for the price of a condo, in highly desirable Roscoe Village! Tucked on one of the most charming, tree-lined blocks, this 3 bedroom and 3 bathroom home has been thoughtfully remodeled from top to bottom, with recently updated bathrooms, a beautifully refreshed kitchen, and fresh paint throughout, all wrapped in a floor plan that makes everyday living feel effortless. Enter the home with a charming front porch, into the main level that is anchored by a generously sized family room, a dining room, and an updated kitchen designed for both quick weeknight meals and easier hosting, all flowing seamlessly into one another. The second floor offers a very functional floorplan with three spacious bedrooms and two full bathrooms and laundry- rare to find at this price point! Your primary suite offers a fireplace, large spa-like bathroom, and your own balcony to enjoy morning coffee. The partially finished basement adds valuable versatile space that can be a playroom or an office. Outside, the home delivers what few in the neighborhood can: a massive backyard, a deck built for summer nights, and a two car garage, giving you the outdoor living space that Roscoe Village buyers rarely get to enjoy. Set on one of the area's most desirable tree-lined blocks, the home sits just around the corner from Hamlin Park and is walking distance to everything that makes Roscoe Village one of Chicago's most beloved neighborhoods, including Hexe Coffee, a great neighborhood coffeeshop and cafe just steps away. This is the kind of home and location combination that does not come around often, and it will not last!

3 Beds ⋅ 3 Baths ⋅ 12763602 MLS ⋅ CLOSED Status

*** Multiple offers received best and final due tomorrow (9/28) by 3PM. No escalation clauses please.*** Welcome home to 1930 W Wolfram - an incredibly unique opportunity to own a single family home for the price of a condo, in highly desirable Roscoe Village! Tucked on one of the most charming, tree-lined blocks, this 3 bedroom and 3 bathroom home has been thoughtfully remodeled from top to bottom, with recently updated bathrooms, a beautifully refreshed kitchen, and fresh paint throughout, all wrapped in a floor plan that makes everyday living feel effortless. Enter the home with a charming front porch, into the main level that is anchored by a generously sized family room, a dining room, and an updated kitchen designed for both quick weeknight meals and easier hosting, all flowing seamlessly into one another. The second floor offers a very functional floorplan with three spacious bedrooms and two full bathrooms and laundry- rare to find at this price point! Your primary suite offers a fireplace, large spa-like bathroom, and your own balcony to enjoy morning coffee. The partially finished basement adds valuable versatile space that can be a playroom or an office. Outside, the home delivers what few in the neighborhood can: a massive backyard, a deck built for summer nights, and a two car garage, giving you the outdoor living space that Roscoe Village buyers rarely get to enjoy. Set on one of the area's most desirable tree-lined blocks, the home sits just around the corner from Hamlin Park and is walking distance to everything that makes Roscoe Village one of Chicago's most beloved neighborhoods, including Hexe Coffee, a great neighborhood coffeeshop and cafe just steps away. This is the kind of home and location combination that does not come around often, and it will not last!

1930 W Wolfram Street, Chicago

$1,120,000

Multiple offers received. Highest and best offers due by Tuesday, 9/22 at 6pm. Great opportunity to own a fully renovated 3-unit building just one block from Hamlin Park. Perfect for an investor or owner-occupant looking to generate rental income. All three units feature individual HVAC, in-unit laundry, private balconies and separate utilities. Updated kitchens offer 42" solid wood cabinets and dishwashers, along with updated bathrooms throughout. The top-floor 3-bedroom duplex features an eat-in kitchen, two full bathrooms and a spacious two-level layout. Fully rented with long-term tenants in place. Situated on a sunny corner lot with a fenced backyard and parking for 3 cars. Great location near Hamlin Park, shopping, restaurants, public transportation and neighborhood schools. Turn-key property with strong rental potential. Listing agent is a licensed Illinois real estate broker and has an ownership interest in the property.

7 Beds ⋅ 4 Baths ⋅ 12757614 MLS ⋅ CLOSED Status

Multiple offers received. Highest and best offers due by Tuesday, 9/22 at 6pm. Great opportunity to own a fully renovated 3-unit building just one block from Hamlin Park. Perfect for an investor or owner-occupant looking to generate rental income. All three units feature individual HVAC, in-unit laundry, private balconies and separate utilities. Updated kitchens offer 42" solid wood cabinets and dishwashers, along with updated bathrooms throughout. The top-floor 3-bedroom duplex features an eat-in kitchen, two full bathrooms and a spacious two-level layout. Fully rented with long-term tenants in place. Situated on a sunny corner lot with a fenced backyard and parking for 3 cars. Great location near Hamlin Park, shopping, restaurants, public transportation and neighborhood schools. Turn-key property with strong rental potential. Listing agent is a licensed Illinois real estate broker and has an ownership interest in the property.

2135 W Barry Avenue, Chicago

$1,115,000

SOLD BEFORE PRINT

4 Beds ⋅ 3 Baths ⋅ 12579194 MLS ⋅ CLOSED Status

SOLD BEFORE PRINT

2239 W Belmont Avenue Unit #3, Chicago

$1,110,000

Tucked just a few blocks from the vibrant pulse of Roscoe Village, this impressive 4-bedroom, 3.2-bath duplex down, spanning over 4,000 square feet, offers the space and custom touches of a single-family home. Its extra-wide, open-concept floorplan stands out with 11-foot ceilings on the main level and 9-foot ceilings downstairs, creating a bright and airy atmosphere. The gourmet kitchen is a highlight, featuring tall custom cabinetry, a large quartz-topped island, high-end chef-inspired appliances, and a built-in Bosch espresso machine, ideal for both daily cooking and entertaining. The master suite provides a restful escape with a roomy walk-in closet fitted with custom built-ins and a luxurious ensuite bath boasting heated floors and a steam shower. A second bedroom includes its own ensuite bath and custom closet, while two additional bedrooms share another full bath, with two well-placed half baths-one on each level-adding convenience for guests. The spacious family room, equipped with a stylish wet bar, is perfect for gatherings or relaxed evenings, enhanced by ample storage and custom Hunter Douglas window treatments throughout. Step outside to enjoy a private 25' x 19' pergola-covered deck atop the garage, exclusive to this unit, or relax on the inviting covered front terrace off the living room, perfect for morning coffee or evening unwinding. One dedicated garage parking space is included. With Felger Park right across the street and Hamlin Park nearby, this duplex blends thoughtful design, modern comfort, and an unbeatable location in one of Chicago's most charming neighborhoods.

4 Beds ⋅ 5 Baths ⋅ 12556729 MLS ⋅ CLOSED Status

Tucked just a few blocks from the vibrant pulse of Roscoe Village, this impressive 4-bedroom, 3.2-bath duplex down, spanning over 4,000 square feet, offers the space and custom touches of a single-family home. Its extra-wide, open-concept floorplan stands out with 11-foot ceilings on the main level and 9-foot ceilings downstairs, creating a bright and airy atmosphere. The gourmet kitchen is a highlight, featuring tall custom cabinetry, a large quartz-topped island, high-end chef-inspired appliances, and a built-in Bosch espresso machine, ideal for both daily cooking and entertaining. The master suite provides a restful escape with a roomy walk-in closet fitted with custom built-ins and a luxurious ensuite bath boasting heated floors and a steam shower. A second bedroom includes its own ensuite bath and custom closet, while two additional bedrooms share another full bath, with two well-placed half baths-one on each level-adding convenience for guests. The spacious family room, equipped with a stylish wet bar, is perfect for gatherings or relaxed evenings, enhanced by ample storage and custom Hunter Douglas window treatments throughout. Step outside to enjoy a private 25' x 19' pergola-covered deck atop the garage, exclusive to this unit, or relax on the inviting covered front terrace off the living room, perfect for morning coffee or evening unwinding. One dedicated garage parking space is included. With Felger Park right across the street and Hamlin Park nearby, this duplex blends thoughtful design, modern comfort, and an unbeatable location in one of Chicago's most charming neighborhoods.

2027 W Belmont Avenue Unit #1, Chicago

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