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Situated on a picturesque, quiet street in prime Roscoe Village, just a half-block from vibrant Roscoe Street shopping, dining, and nightlife. Located in the highly coveted Audubon Elementary School. Fantastic potential for arm's-length investors, value-add repositioning, or live-in owner-occupants looking for rental income. 100/100 Walk Score! Minutes to the Addison Brown Line station, bus routes, Fellger Playlot, and Hamlin Park. Three units total. The front building has a 2 bed 1 bath simplex on the main level, and a 3 bed 2 bath duplex up on the second and third levels. The coach house is an elevated simplex with 2 bed 1 bath, and a full basement underneath with storage. Each unit has their own laundry! There is no parking due to the coach house. There is an adorable shared yard with a patio. Each unit has their own newer HVAC and water tanks as well.

7 Beds ⋅ 4 Baths ⋅ 12781464 MLS ⋅ CONTINGENT Status

Situated on a picturesque, quiet street in prime Roscoe Village, just a half-block from vibrant Roscoe Street shopping, dining, and nightlife. Located in the highly coveted Audubon Elementary School. Fantastic potential for arm's-length investors, value-add repositioning, or live-in owner-occupants looking for rental income. 100/100 Walk Score! Minutes to the Addison Brown Line station, bus routes, Fellger Playlot, and Hamlin Park. Three units total. The front building has a 2 bed 1 bath simplex on the main level, and a 3 bed 2 bath duplex up on the second and third levels. The coach house is an elevated simplex with 2 bed 1 bath, and a full basement underneath with storage. Each unit has their own laundry! There is no parking due to the coach house. There is an adorable shared yard with a patio. Each unit has their own newer HVAC and water tanks as well.

3339 N Hamilton Avenue, Chicago

$690,000

Welcome to exceptional penthouse living in this spacious 1,500+ sq. ft. duplex-up ideally situated in the heart of highly sought-after Roscoe Village. From the moment you enter, you'll be impressed by the dramatic 17.5-foot ceilings, skylights, southern exposure, and incredible natural light that give this home an open and airy feel. Beautiful hardwood floors extend throughout both levels. The open-concept kitchen features stainless steel appliances, breakfast bar, pantry, and ample cabinetry, flowing seamlessly into the spacious living and dining area. A gas-start wood-burning fireplace, Juliet balcony, soaring ceilings, and plenty of room for a full-size dining table make this an ideal space for both everyday living and entertaining. The primary suite offers a true private retreat with a large private balcony and beautifully renovated bath. Head upstairs and discover one of the home's WOW factor-a massive Bedroom space offering endless possibilities, the third bedroom can also be used as a family room, home office, fitness area, or combination of uses. Outdoor living is another standout feature, with a second private terrace off 3rd bedroom level, perfect for dining, entertaining, or relaxing outdoors. Additional features include in-unit washer and dryer, generous closet space, an oversized 8' x 9' private storage room, and garage parking. Enjoy an unbeatable Roscoe Village location walking through its tree-lined streets to Hamlin Park and Fellger Park, steps away from Whole Foods, popular restaurants, cafes, boutiques, shopping, public transportation, to its vibrant dining and local favorites, all within walking distance. This updated penthouse delivers a rare combination of space, natural light, multiple private outdoor spaces, garage parking, convenience, and value. This home has been thoughtfully updated with numerous recent improvements that add both style and peace of mind. Just a few of the notable upgrades include a beautifully updated kitchen (2025), new deck (2024), new private deck roof (2024), new patio door (2025), and beautifully refinished/new hardwood flooring throughout-lower level completed in 2023 and upper level in 2025. Adding even more value, the home features a brand-new HVAC system installed in February 2026, offering modern comfort and efficiency for years to come. These thoughtful improvements have enhance the comfort, style, and value of this exceptional home, making it truly move-in ready.

3 Beds ⋅ 2 Baths ⋅ 12777319 MLS ⋅ CONTINGENT Status

Welcome to exceptional penthouse living in this spacious 1,500+ sq. ft. duplex-up ideally situated in the heart of highly sought-after Roscoe Village. From the moment you enter, you'll be impressed by the dramatic 17.5-foot ceilings, skylights, southern exposure, and incredible natural light that give this home an open and airy feel. Beautiful hardwood floors extend throughout both levels. The open-concept kitchen features stainless steel appliances, breakfast bar, pantry, and ample cabinetry, flowing seamlessly into the spacious living and dining area. A gas-start wood-burning fireplace, Juliet balcony, soaring ceilings, and plenty of room for a full-size dining table make this an ideal space for both everyday living and entertaining. The primary suite offers a true private retreat with a large private balcony and beautifully renovated bath. Head upstairs and discover one of the home's WOW factor-a massive Bedroom space offering endless possibilities, the third bedroom can also be used as a family room, home office, fitness area, or combination of uses. Outdoor living is another standout feature, with a second private terrace off 3rd bedroom level, perfect for dining, entertaining, or relaxing outdoors. Additional features include in-unit washer and dryer, generous closet space, an oversized 8' x 9' private storage room, and garage parking. Enjoy an unbeatable Roscoe Village location walking through its tree-lined streets to Hamlin Park and Fellger Park, steps away from Whole Foods, popular restaurants, cafes, boutiques, shopping, public transportation, to its vibrant dining and local favorites, all within walking distance. This updated penthouse delivers a rare combination of space, natural light, multiple private outdoor spaces, garage parking, convenience, and value. This home has been thoughtfully updated with numerous recent improvements that add both style and peace of mind. Just a few of the notable upgrades include a beautifully updated kitchen (2025), new deck (2024), new private deck roof (2024), new patio door (2025), and beautifully refinished/new hardwood flooring throughout-lower level completed in 2023 and upper level in 2025. Adding even more value, the home features a brand-new HVAC system installed in February 2026, offering modern comfort and efficiency for years to come. These thoughtful improvements have enhance the comfort, style, and value of this exceptional home, making it truly move-in ready.

1916 W Belmont Avenue Unit #3W, Chicago

2040 W Belmont Avenue Unit #405, Chicago

$550,000

Welcome home to this sunny and spacious penthouse corner unit in Roscoe Village boutique ELEVATOR building! Great opportunity to get into this split bedroom 2 bedroom 2 bath residence with oversized bedrooms and an expansive living area that's great for entertaining and easy living all in highly rated Audubon Elementary! As you enter this nearly 1400 sq ft unit you are met with gleaming hardwood floors, high ceilings, an open and updated kitchen featuring SS appliances, white quartz countertops, island w/ seating for 4 and plenty of cabinetry along w/ a full pantry. Kitchen is open to the dining room and living room which features a gas fireplace w/ custom tile surround and spacious living room which heads right out to the private balcony. Primary bedroom is very spacious w/ en-suite bathroom and walk in closet. Guest bedroom is also spacious w/ good closet space and modern guest bath right outside the room. In unit laundry and 2 deeded attached heated garage parking spaces included in price! All this walking distance to Fellger & Hamlin Parks, dog park, brown line, all the shops and restaurants and bars in Roscoe Village as well as grocery stores, cafes and more! Enjoy a quiet setting being on the top floor at the corner of the building and NOT facing Belmont!

2 Beds ⋅ 2 Baths ⋅ 12778162 MLS ⋅ PENDING Status

Welcome home to this sunny and spacious penthouse corner unit in Roscoe Village boutique ELEVATOR building! Great opportunity to get into this split bedroom 2 bedroom 2 bath residence with oversized bedrooms and an expansive living area that's great for entertaining and easy living all in highly rated Audubon Elementary! As you enter this nearly 1400 sq ft unit you are met with gleaming hardwood floors, high ceilings, an open and updated kitchen featuring SS appliances, white quartz countertops, island w/ seating for 4 and plenty of cabinetry along w/ a full pantry. Kitchen is open to the dining room and living room which features a gas fireplace w/ custom tile surround and spacious living room which heads right out to the private balcony. Primary bedroom is very spacious w/ en-suite bathroom and walk in closet. Guest bedroom is also spacious w/ good closet space and modern guest bath right outside the room. In unit laundry and 2 deeded attached heated garage parking spaces included in price! All this walking distance to Fellger & Hamlin Parks, dog park, brown line, all the shops and restaurants and bars in Roscoe Village as well as grocery stores, cafes and more! Enjoy a quiet setting being on the top floor at the corner of the building and NOT facing Belmont!

2040 W Belmont Avenue Unit #405, Chicago

$499,000

Sophisticated city living meets the charm of Roscoe Village in this beautifully updated 2-bedroom, 2-full-bath condominium. Filled with natural light, the inviting open-concept floor plan features hardwood floors, a gracious living area with fireplace, and a well-appointed kitchen with crisp white cabinetry, granite countertops, stainless steel appliances, and a generous island with breakfast-bar seating. The spacious back balcony provides outdoor living space, while the thoughtful layout offers a comfortable primary suite, versatile second bedroom, and convenient in-unit stackable laundry. Recent improvements include fresh paint (2025), dishwasher (2025), furnace (2022), and a new deck (2023). The package is complete with a garage parking space and a private storage room, a rare combination of convenience and value in the city. Ideally situated in Roscoe Village, enjoy a neighborhood known for its walkable streets, boutiques, beloved restaurants, cafes and parks. With the best of Roscoe Village just outside your door, this is city living with a distinctly neighborhood feel. Move-in ready, beautifully maintained, and exceptionally well located, this is Roscoe Village living at its best.

2 Beds ⋅ 2 Baths ⋅ 12774893 MLS ⋅ CONTINGENT Status

Sophisticated city living meets the charm of Roscoe Village in this beautifully updated 2-bedroom, 2-full-bath condominium. Filled with natural light, the inviting open-concept floor plan features hardwood floors, a gracious living area with fireplace, and a well-appointed kitchen with crisp white cabinetry, granite countertops, stainless steel appliances, and a generous island with breakfast-bar seating. The spacious back balcony provides outdoor living space, while the thoughtful layout offers a comfortable primary suite, versatile second bedroom, and convenient in-unit stackable laundry. Recent improvements include fresh paint (2025), dishwasher (2025), furnace (2022), and a new deck (2023). The package is complete with a garage parking space and a private storage room, a rare combination of convenience and value in the city. Ideally situated in Roscoe Village, enjoy a neighborhood known for its walkable streets, boutiques, beloved restaurants, cafes and parks. With the best of Roscoe Village just outside your door, this is city living with a distinctly neighborhood feel. Move-in ready, beautifully maintained, and exceptionally well located, this is Roscoe Village living at its best.

1916 W Belmont Avenue Unit #2E, Chicago

$399,500

NEWLY RENOVATED 2 BED 1.5 BATH OVERSIZED LOFT IN HIGHLY SOUGHT-AFTER LAKEVIEW BOUTIQUE ELEVATOR BUILDING STEPS FROM PUBLIC TRANS, WHOLE FOODS, ETC; WHITE/BLACK SHAKER CABINETS, STAINLESS STEEL APPLIANCES, QUARTZ ISLAND KITCHEN OPENS TO SOUTH FACING LIVING/DINING AREA W/ SOARING 14FT+ CEILINGS T/O; GREAT SIZE PRIMARY BEDROOM W/ THREE CLOSETS, SITTING/OFFICE AREA AND TASTEFULLY DONE EN-SUITE PRIMARY BATH; FLEXIBLE SECOND BEDROOM COULD BE IDEAL FOR WFH SETUP AND/OR GUEST SUITE; CONVENIENT AND REDONE POWDER BATH; EASY STREET PARKING AND RENTAL PARKING T/O THE AREA

2 Beds ⋅ 2 Baths ⋅ 12759303 MLS ⋅ CONTINGENT Status

NEWLY RENOVATED 2 BED 1.5 BATH OVERSIZED LOFT IN HIGHLY SOUGHT-AFTER LAKEVIEW BOUTIQUE ELEVATOR BUILDING STEPS FROM PUBLIC TRANS, WHOLE FOODS, ETC; WHITE/BLACK SHAKER CABINETS, STAINLESS STEEL APPLIANCES, QUARTZ ISLAND KITCHEN OPENS TO SOUTH FACING LIVING/DINING AREA W/ SOARING 14FT+ CEILINGS T/O; GREAT SIZE PRIMARY BEDROOM W/ THREE CLOSETS, SITTING/OFFICE AREA AND TASTEFULLY DONE EN-SUITE PRIMARY BATH; FLEXIBLE SECOND BEDROOM COULD BE IDEAL FOR WFH SETUP AND/OR GUEST SUITE; CONVENIENT AND REDONE POWDER BATH; EASY STREET PARKING AND RENTAL PARKING T/O THE AREA

3323 N Paulina Street Unit #3E, Chicago

$1,500,000

A rare offering in the heart of Roscoe Village, this distinguished four-bedroom, three-and-a-half-bath residence combines dramatic architectural scale, exceptional storage, and beautifully designed indoor-outdoor living. Recently refreshed from top to bottom, the home features newly refinished hardwood floors, freshly painted interiors, refinished kitchen cabinetry, and substantial improvements to its roof, mechanical systems, landscaping, and exterior spaces. The main level makes an unforgettable impression with a soaring two-story dining room designed for memorable gatherings. A gracious living room and expansive family room-each anchored by a gas fireplace-offer distinct spaces for entertaining and relaxing. At the center of the home, the chef's kitchen is richly appointed with granite countertops, double ovens, refinished cabinetry, and a premier suite of stainless steel appliances, including a Viking range. An elegant butler's pantry completes the entertaining experience with a wet bar, wine rack, and beverage refrigerator. The family room opens directly to a generous backyard with both a brick-paver patio and lawn, complemented by refreshed landscaping, new patio stairs, and a new wrought-iron fence. Above, the resurfaced roof deck provides a peaceful private retreat with a wonderful sense of openness-perfect for morning coffee, sunset cocktails, or quiet evenings outdoors. All four bedrooms are privately arranged across the upper levels and enhanced by fully built-out California Closets. The light-filled primary suite is exceptionally spacious, offering three large walk-in closets and a luxurious travertine bath with a steam shower. The second and third bedrooms are also generously proportioned and enjoy pleasant views over the tree-lined street. Additional closets in the foyer and extensive third-floor storage beneath the eaves ensure every inch of the home is as functional as it is beautiful. A heated 2.5-car garage elevates the offering further, complete with double glass doors opening to the yard and a rare heated bonus room above-ideal for a private office, studio, fitness room, or lounge. Significant recent investments include a new main-house roof, updated roof deck, refinished hardwood floors, refreshed landscaping, newer radiant-heat boiler, updated furnaces and air-conditioning systems, and a newer washer and dryer. The location is equally exceptional, with the shops, restaurants, and cafes of Roscoe Village just outside the door. Audubon Elementary, Bell Elementary, multiple parks, Mariano's, and everyday conveniences are all nearby, along with neighborhood favorites including Le Sud, Volo, and Turquoise. Convenient Brown Line access and nearby bus routes complete an effortlessly connected city lifestyle.

4 Beds ⋅ 4 Baths ⋅ 12734355 MLS ⋅ PENDING Status

A rare offering in the heart of Roscoe Village, this distinguished four-bedroom, three-and-a-half-bath residence combines dramatic architectural scale, exceptional storage, and beautifully designed indoor-outdoor living. Recently refreshed from top to bottom, the home features newly refinished hardwood floors, freshly painted interiors, refinished kitchen cabinetry, and substantial improvements to its roof, mechanical systems, landscaping, and exterior spaces. The main level makes an unforgettable impression with a soaring two-story dining room designed for memorable gatherings. A gracious living room and expansive family room-each anchored by a gas fireplace-offer distinct spaces for entertaining and relaxing. At the center of the home, the chef's kitchen is richly appointed with granite countertops, double ovens, refinished cabinetry, and a premier suite of stainless steel appliances, including a Viking range. An elegant butler's pantry completes the entertaining experience with a wet bar, wine rack, and beverage refrigerator. The family room opens directly to a generous backyard with both a brick-paver patio and lawn, complemented by refreshed landscaping, new patio stairs, and a new wrought-iron fence. Above, the resurfaced roof deck provides a peaceful private retreat with a wonderful sense of openness-perfect for morning coffee, sunset cocktails, or quiet evenings outdoors. All four bedrooms are privately arranged across the upper levels and enhanced by fully built-out California Closets. The light-filled primary suite is exceptionally spacious, offering three large walk-in closets and a luxurious travertine bath with a steam shower. The second and third bedrooms are also generously proportioned and enjoy pleasant views over the tree-lined street. Additional closets in the foyer and extensive third-floor storage beneath the eaves ensure every inch of the home is as functional as it is beautiful. A heated 2.5-car garage elevates the offering further, complete with double glass doors opening to the yard and a rare heated bonus room above-ideal for a private office, studio, fitness room, or lounge. Significant recent investments include a new main-house roof, updated roof deck, refinished hardwood floors, refreshed landscaping, newer radiant-heat boiler, updated furnaces and air-conditioning systems, and a newer washer and dryer. The location is equally exceptional, with the shops, restaurants, and cafes of Roscoe Village just outside the door. Audubon Elementary, Bell Elementary, multiple parks, Mariano's, and everyday conveniences are all nearby, along with neighborhood favorites including Le Sud, Volo, and Turquoise. Convenient Brown Line access and nearby bus routes complete an effortlessly connected city lifestyle.

3414 N Oakley Avenue, Chicago

$350,000

Sunny top-floor corner unit in the heart of Roscoe Village! This charming 2-bedroom, 1-bath condo offers beautiful treetop views, hardwood flooring throughout, and an updated kitchen with granite countertops and stainless steel appliances, replaced in 2024. Enjoy the convenience of in-unit laundry, a shared back deck, and a large private storage room. Furnace and central A/C were replaced in 2020. Ideally located in the Audubon School District and just a short walk to Trader Joe's, neighborhood shops and restaurants, the Brown Line, Addison bus, and all that Roscoe Village has to offer. A wonderful combination of natural light, thoughtful updates, and an unbeatable neighborhood location!

2 Beds ⋅ 1 Baths ⋅ 12747350 MLS ⋅ CONTINGENT Status

Sunny top-floor corner unit in the heart of Roscoe Village! This charming 2-bedroom, 1-bath condo offers beautiful treetop views, hardwood flooring throughout, and an updated kitchen with granite countertops and stainless steel appliances, replaced in 2024. Enjoy the convenience of in-unit laundry, a shared back deck, and a large private storage room. Furnace and central A/C were replaced in 2020. Ideally located in the Audubon School District and just a short walk to Trader Joe's, neighborhood shops and restaurants, the Brown Line, Addison bus, and all that Roscoe Village has to offer. A wonderful combination of natural light, thoughtful updates, and an unbeatable neighborhood location!

3557 N Hamilton Avenue Unit #3, Chicago

$525,000

Sun-drenched and spacious, this extra-wide 2-bedroom, 2-bathroom penthouse offers the perfect blend of style and comfort in the heart of Roscoe Village. The open-concept layout is an entertainer's dream, featuring soaring ceilings and multiple skylights that keep the entire space glowing with natural light. The living area, centered around a cozy fireplace, flows seamlessly to a charming Juliet balcony with views across the neighborhood. The kitchen is a chef's delight, equipped with stainless steel appliances, granite countertops, and an abundance of cabinet storage. Throughout the home, the hardwood floors have been recently refinished to a beautiful, fresh sheen. Retreat to the oversized primary suite, which includes a generous walk-in closet and a spa-like ensuite bath featuring double sinks and a separate jacuzzi tub. Outdoor living is a breeze here. Spend your afternoons on the massive back deck or take advantage of the included rooftop rights to create your own private sky-high oasis. An assigned parking space is included for ultimate convenience. Located just moments from Target, Whole Foods, the CTA, Hamlin Park, Southport Corridor, Wrigley Field, and the vibrant dining scenes on Belmont and Roscoe, this home puts the best of the city right at your doorstep. Fourth-floor walkup. Please be sure to check out Matterport/360 tour to get a full appreciation of this wonderful home. Monthly HOA dues $270. 2024 taxes $9,256.99 with homeowner exemption.

2 Beds ⋅ 2 Baths ⋅ 12755862 MLS ⋅ CONTINGENT Status

Sun-drenched and spacious, this extra-wide 2-bedroom, 2-bathroom penthouse offers the perfect blend of style and comfort in the heart of Roscoe Village. The open-concept layout is an entertainer's dream, featuring soaring ceilings and multiple skylights that keep the entire space glowing with natural light. The living area, centered around a cozy fireplace, flows seamlessly to a charming Juliet balcony with views across the neighborhood. The kitchen is a chef's delight, equipped with stainless steel appliances, granite countertops, and an abundance of cabinet storage. Throughout the home, the hardwood floors have been recently refinished to a beautiful, fresh sheen. Retreat to the oversized primary suite, which includes a generous walk-in closet and a spa-like ensuite bath featuring double sinks and a separate jacuzzi tub. Outdoor living is a breeze here. Spend your afternoons on the massive back deck or take advantage of the included rooftop rights to create your own private sky-high oasis. An assigned parking space is included for ultimate convenience. Located just moments from Target, Whole Foods, the CTA, Hamlin Park, Southport Corridor, Wrigley Field, and the vibrant dining scenes on Belmont and Roscoe, this home puts the best of the city right at your doorstep. Fourth-floor walkup. Please be sure to check out Matterport/360 tour to get a full appreciation of this wonderful home. Monthly HOA dues $270. 2024 taxes $9,256.99 with homeowner exemption.

1836 W Belmont Avenue Unit #4, Chicago

$565,000

Nestled in the heart of Roscoe Village, this move-in-ready, extra-wide 2BD/2BA masterpiece is built for entertaining. Cook like a pro in the high-end kitchen with Sub-Zero and Wolf appliances, host by the cozy gas fireplace, or unwind in the primary suite's spa bath-complete with heated floors and a steam shower. Soundproof windows in the front offer added peace and quiet, while multiple access points make it easy to enjoy the private patio and deck, complete with a built-in gas line for summer BBQs. Complete with garage parking in an unbeatable location!

2 Beds ⋅ 2 Baths ⋅ 12753386 MLS ⋅ CONTINGENT Status

Nestled in the heart of Roscoe Village, this move-in-ready, extra-wide 2BD/2BA masterpiece is built for entertaining. Cook like a pro in the high-end kitchen with Sub-Zero and Wolf appliances, host by the cozy gas fireplace, or unwind in the primary suite's spa bath-complete with heated floors and a steam shower. Soundproof windows in the front offer added peace and quiet, while multiple access points make it easy to enjoy the private patio and deck, complete with a built-in gas line for summer BBQs. Complete with garage parking in an unbeatable location!

3340 N Damen Avenue Unit #2S, Chicago

$549,000

Gorgeous and spacious 2BD/2BA loft in the heart of Roscoe Village. Freshly painted with towering 14-foot ceilings and South and West facing windows that provide maximum sunlight throughout the day. An expansive, open-concept kitchen features granite countertops, Bosch dishwasher and in-unit washer and dryer as well as a long breakfast bar island for extra counter space or entertaining. A separate dining area connects the kitchen to the massive living room, creating perfect flow for parties and family gatherings. The primary bedroom fits a king-size bed and features a walk-in closet, ensuite bathroom and extra lofted storage space above the bathroom. The generously sized second bedroom easily accommodates a queen-sized bed and features built-out closets and more lofted storage space. The Old Pencil Lofts Building is well managed with healthy reserves, a state of the art security system, package delivery room, modern gym, laundry room, party room, elegant courtyard for grilling and outdoor gatherings and a rooftop deck with one of the best views in the entire city. Very pet friendly, with no rental restrictions except for a 6 month minimum on leases. One heated & deeded garage space and an extra storage locker are included in the purchase price.

2 Beds ⋅ 2 Baths ⋅ 12752831 MLS ⋅ CONTINGENT Status

Gorgeous and spacious 2BD/2BA loft in the heart of Roscoe Village. Freshly painted with towering 14-foot ceilings and South and West facing windows that provide maximum sunlight throughout the day. An expansive, open-concept kitchen features granite countertops, Bosch dishwasher and in-unit washer and dryer as well as a long breakfast bar island for extra counter space or entertaining. A separate dining area connects the kitchen to the massive living room, creating perfect flow for parties and family gatherings. The primary bedroom fits a king-size bed and features a walk-in closet, ensuite bathroom and extra lofted storage space above the bathroom. The generously sized second bedroom easily accommodates a queen-sized bed and features built-out closets and more lofted storage space. The Old Pencil Lofts Building is well managed with healthy reserves, a state of the art security system, package delivery room, modern gym, laundry room, party room, elegant courtyard for grilling and outdoor gatherings and a rooftop deck with one of the best views in the entire city. Very pet friendly, with no rental restrictions except for a 6 month minimum on leases. One heated & deeded garage space and an extra storage locker are included in the purchase price.

1800 W Roscoe Street Unit #521, Chicago

$950,000

Jazzy 2 flat with owner's duplex up and simplex rental on 1. Street is full of high-end homes. Outdoor space is fantastic. The garage has loft space. Smart real estate on all levels. Plenty of room to move laundry to each unit out of the basement. ADU additions are very possible at this address. SFR conversion is also a likely option.

4 Beds ⋅ 3 Baths ⋅ 12741684 MLS ⋅ CONTINGENT Status

Jazzy 2 flat with owner's duplex up and simplex rental on 1. Street is full of high-end homes. Outdoor space is fantastic. The garage has loft space. Smart real estate on all levels. Plenty of room to move laundry to each unit out of the basement. ADU additions are very possible at this address. SFR conversion is also a likely option.

3307 N Oakley Avenue, Chicago

$1,275,000

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 ⋅ CONTINGENT 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

$429,000

Welcome to your dream home at Lakeview's highly coveted Lofts. This beautiful sun-drenched 1 bedroom 1 and 1/2 bath condo redefines loft living with high-end luxury and unbeatable convenience. Completely remodeled in 2020, this stunning residence is move-in ready. This home offers a 27' x 28' primary living space with an open concept kitchen, 11 foot ceilings, 18" crown molding, hardwood flooring, Sub-Zero refrigerator, built in Bosch dishwasher, under-counter microwave stove/oven, custom Omega cabinetry, marble countertops, walk in shower, with rainfall head. This pet friendly home is one block from the brown line and walking distance from Whole foods, Starbucks, Target, the UPS store and the public library. Don't miss out on this great opportunity.

1 Beds ⋅ 2 Baths ⋅ 12700460 MLS ⋅ CONTINGENT Status ⋅ Gallery Lofts BLDG.

Welcome to your dream home at Lakeview's highly coveted Lofts. This beautiful sun-drenched 1 bedroom 1 and 1/2 bath condo redefines loft living with high-end luxury and unbeatable convenience. Completely remodeled in 2020, this stunning residence is move-in ready. This home offers a 27' x 28' primary living space with an open concept kitchen, 11 foot ceilings, 18" crown molding, hardwood flooring, Sub-Zero refrigerator, built in Bosch dishwasher, under-counter microwave stove/oven, custom Omega cabinetry, marble countertops, walk in shower, with rainfall head. This pet friendly home is one block from the brown line and walking distance from Whole foods, Starbucks, Target, the UPS store and the public library. Don't miss out on this great opportunity.

3323 N Paulina Street Unit #3F, Chicago

$340,000

Prime Roscoe Village commercial condo offering 1,540 SF of well-maintained turnkey space ideal for service or professional users. Functional layout includes three private treatment rooms, bright front reception with excellent natural light, dedicated break room, utility/storage room, and a well-appointed bathroom. Zoned C1-2, allowing a wide variety of business types. Outstanding owner user opportunity in a highly walkable, thriving neighborhood corridor.

12613305 MLS ⋅ PENDING Status

Prime Roscoe Village commercial condo offering 1,540 SF of well-maintained turnkey space ideal for service or professional users. Functional layout includes three private treatment rooms, bright front reception with excellent natural light, dedicated break room, utility/storage room, and a well-appointed bathroom. Zoned C1-2, allowing a wide variety of business types. Outstanding owner user opportunity in a highly walkable, thriving neighborhood corridor.

2108 W Roscoe Street, Chicago

$1,750,000

5 Beds ⋅ 5 Baths ⋅ 12462111 MLS ⋅ PENDING Status

2237 W Roscoe Street Unit #2W, Chicago

$1,675,000

This preconstruction single-family home offers a luxurious living experience in the sought-after Roscoe Village neighborhood of Chicago. With 6 bedrooms and 4.2 baths, this stunning property spans over 4,200 square feet across three levels, showcasing exceptional architecture and craftsmanship. Upon entering, you'll be greeted by a beautiful foyer leading to a formal living and dining room, creating an ideal space for entertaining. The kitchen is a chef's dream, featuring custom cabinetry. The finished basement includes a family room, a half bath, and two additional bedrooms, one with an ensuite full bathroom. Upstairs, you'll find four bedrooms filled with natural light and exquisite finishes. The primary suite is a highlight, offering a spa-like bathroom and expansive custom walk-in closets. The home is complete with a 2-car garage, with a private rooftop deck, and professional landscaping, making it the epitome of luxury living.

4 Beds ⋅ 6 Baths ⋅ 12269352 MLS ⋅ CONTINGENT Status

This preconstruction single-family home offers a luxurious living experience in the sought-after Roscoe Village neighborhood of Chicago. With 6 bedrooms and 4.2 baths, this stunning property spans over 4,200 square feet across three levels, showcasing exceptional architecture and craftsmanship. Upon entering, you'll be greeted by a beautiful foyer leading to a formal living and dining room, creating an ideal space for entertaining. The kitchen is a chef's dream, featuring custom cabinetry. The finished basement includes a family room, a half bath, and two additional bedrooms, one with an ensuite full bathroom. Upstairs, you'll find four bedrooms filled with natural light and exquisite finishes. The primary suite is a highlight, offering a spa-like bathroom and expansive custom walk-in closets. The home is complete with a 2-car garage, with a private rooftop deck, and professional landscaping, making it the epitome of luxury living.

1743 W Newport Avenue, Chicago

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