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1743 W Newport Avenue, Chicago
$1,675,000
4 Beds ⋅ 6 Baths ⋅ 12269352 MLS
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

3414 N Oakley Avenue, Chicago
$1,500,000
4 Beds ⋅ 4 Baths ⋅ 12734355 MLS
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

3242 N Leavitt Street, Chicago
$1,350,000
5 Beds ⋅ 4 Baths ⋅ 12753253 MLS
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

3501 N Damen Avenue, Chicago
$1,350,000
12723814 MLS
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

3248 N Oakley Avenue, Chicago
$1,275,000
8 Beds ⋅ 3 Baths ⋅ 12737803 MLS
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

3250 N Damen Avenue Unit #2, Chicago
$569,900
2 Beds ⋅ 2 Baths ⋅ 12710120 MLS
Welcome home to this impeccably maintained and thoughtfully updated 2bed/2bath in the heart of Roscoe Village, where timeless finishes and quality improvements shine throughout. The stunning kitchen has been tastefully refreshed with professionally painted white cabinetry, a designer neutral tile backsplash extending to the ceiling, granite countertops, stainless steel appliances, a breakfast bar, and beautifully refinished hardwood floors, creating a bright and inviting space that's perfect for everyday living and entertaining. The spacious living room is anchored by a cozy fireplace that has been converted to gas for added convenience and ambiance. An Andersen patio door installed in 2023 fills the home with natural light and provides seamless access to the private outdoor deck. Additional recent updates include an LG full-size washer and dryer (2024). Every improvement reflects the seller's pride of ownership, making this home truly move-in ready. The spacious primary suite features a walk-in closet, a private bath with a Jacuzzi tub. Additional highlights include central heat and air, extra storage in the basement, and a spectacular shared rooftop deck with breathtaking skyline views-perfect for entertaining or relaxing with family and friends. Located in the highly sought-after Audubon School District, you'll enjoy easy access to neighborhood parks including Hamlin Park, boutiques, restaurants, coffee shops, fitness centers, grocery stores, the Brown Line, multiple bus routes, and Wrigley Field. Garage parking is included in the price. This exceptional home offers the perfect combination of style, comfort, thoughtful updates, and an unbeatable location. Monthly assessments: $162.00, 2024 Real Estate Taxes: 8,438.10

3250 N Damen Avenue Unit #2, Chicago

1916 W Belmont Avenue Unit #2E, Chicago
$499,000
2 Beds ⋅ 2 Baths ⋅ 12774893 MLS
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

3323 N Paulina Street Unit #3F, Chicago
$429,000
1 Beds ⋅ 2 Baths ⋅ 12700460 MLS ⋅ 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



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