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$374,900
2 Beds 1 Baths 12755024 MLS NEW Status Roscoe Manor BLDG.
Welcome to 1249 W. Roscoe- located on a beautiful tree lined street just steps to Southport Corridor! This 2-bedroom home combines the perfect mix of vintage charm and modern updates, offering everything you need for comfortable city living. Inside, you'll find beautiful Brazilian cherry hardwood floors throughout, and exposed brick. The open-concept kitchen features a custom subway tile backsplash, granite countertops, and stainless steel appliances. The primary bedroom is spacious and easily fits a queen sized bed with lots of space for furnishings. The guest bedroom is full/queen sized or could make an excellent office! The bathroom includes a tub/shower combo. Enjoy in-unit washer/dryer, central heat & NEW AC, extra storage in basement 4'Hx3'Wx3'D. Easy street parking and bike storage add extra convenience. With an unbeatable location, in between the vibrant Southport Corridor and Wrigleyville, you'll be just steps away from the iconic Wrigley Field, Gallagher Way, and a wide variety of incredible restaurants, bars, coffee shops, bakeries, and more. With easy access to the brown line, you'll be just minutes away from downtown Chicago and all the best of what the city has to offer, making this condo the ideal home for anyone who loves the energy and convenience of city living. Don't miss your chance to own this fantastic condo in one of Chicago's most desirable neighborhoods!

1249 W Roscoe Street Unit #1, Chicago

$5,600,000
7 Beds 9 Baths 12755007 MLS NEW Status
Located on one of the most sought-after blocks in Southport Corridor and ideally situated on an extra-wide 37.5 foot lot, this architecturally significant, design inspired home has been thoroughly planned to provide a thoughtful layout and awe-inspiring features to enhance day-to-day life. With just over 7100ft of living space, the expansive floor plan provides 7 bedrooms, 7 full baths and 2 half baths. Throughout the home, you'll notice towering ceiling heights, oversized windows and rooms on a grand scale. The layout provides dedicated office space, a wellness center with a sauna and cold plunge, temperature controlled wine storage and an extra living room with a beautiful veranda that provides skyline views. Multiple private outdoor areas, ideal for entertaining. Directly off the great room you'll find a professional grade outdoor kitchen and fireplace with direct access to the oversized porcelain paved garage roof deck. The three car attached garage leads to a radiant heated breezeway with a custom built mudroom to catch all of you miscellaneous items. The professionally designed kitchen is the centerpiece of the home and anchors the great room. The oversized island is enveloped in beautiful, soft close cabinetry, exceptional natural stone and oversized, professional grade, subzero, and Wolf appliances. Designer finishes include custom millwork, white oak cabinetry, organized closets, beautiful natural stone, custom tile work and hardwired infrastructure for an AV system. Centrally located you are just minutes from top ranked Hamilton Elementary and everything Southport Corridor has to offer. The area is home to award-winning restaurants, shopping and entertainment. You'll be close, but not too close to Wrigley Field, steps to public transportation, and just a short distance to Lake Michigan. Upgrade available for optional elevator service to all levels. * Renderings and plans are intended to convey design vision and are for marketing purposes only. Final layouts, materials, and finishes may vary at the Seller's discretion. Buyer(s) and their representation should confirm all specifications and selections prior to purchase. Owner is licenced IL real estate agent. List agent is part of the development team.

3446 N Bosworth Avenue, Chicago

$695,000
3 Beds 2 Baths 12744497 MLS NEW Status
Beautiful, sun-drenched 3-bedroom, 2-bath all-brick condo ideally situated in Lake View, just moments from the vibrant Southport Corridor and within the highly sought-after Blaine School District. Impeccably maintained and thoughtfully designed, this home blends timeless charm with stylish modern finishes. The bright, open-concept living and dining area features a Juliet balcony and an abundance of natural light, creating a warm and inviting space. The kitchen features elegant granite countertops, a sleek tile backsplash, stainless steel appliances, and a generous pantry for ample storage. The spacious primary suite offers a relaxing retreat complete with dual vanities, a separate shower, and a jacuzzi tub. Additional features include a stylish second bedroom, while the third bedroom features elegant French doors and offers flexibility as a bedroom or home office. Added conveniences include a private back deck, in-unit washer and dryer, and one exterior parking space. The property is thoughtfully situated within a fence-lined lot, providing an added sense of privacy and security along with convenient remote building access. Enjoy an unbeatable Southport location near parks, shopping, acclaimed dining, nightlife, and convenient public transportation all amongst beautiful tree-lined streets. This exceptional home offers the perfect combination of comfort, style, and location.

3930 N Southport Avenue Unit #2N, Chicago

$574,900
2 Beds 2 Baths 12737005 MLS NEW Status
Perfectly positioned in the heart of Lakeview and nestled between the Southport Corridor and Roscoe Village, this extra-wide 2-bedroom, 2-bath condo offers generous living spaces and an unbeatable location near some of the neighborhood's best shopping, dining, and everyday conveniences. Situated on a 30-foot-wide lot, the home features hardwood floors throughout and a beautifully remodeled kitchen with 42-inch cabinetry, quartz countertops, stainless steel appliances, and plenty of space for cooking and entertaining. The spacious living room is anchored by a cozy fireplace, creating a warm and inviting space to relax or gather. The oversized primary suite features a sunny private deck, large walk-in closet, and en-suite bath with a jetted tub, separate glass-enclosed shower, and brand-new dual vanities. Additional highlights include side-by-side washer and dryer, updated in 2025, and one garage parking space. Located within the highly rated Hamilton Elementary School district and just two blocks from Whole Foods and the Southport CTA station, this home offers exceptional space and convenience with the Southport Corridor, Roscoe Village, and the best of Lakeview right outside your door.

3417 N Bosworth Street Unit #2, Chicago

$890,000
3 Beds 3 Baths 12733884 MLS ACTIVE Status
OVERSIZED 3 bedrooms, 3 baths duplex down with two large private outdoor spaces (over 500 sq ft deck and balcony) in the Southport corridor. Recently renovated, spacious open floor plan. The kitchen boasts granite countertops and backsplash, 42'' tall cabinets, stainless steel appliances and a long breakfast bay. Western exposure allows for enviable natural light in both the dining and living room. No shortage of storage throughout the entire unit with an abundance of closet space. Crown molding, elegant fireplace and Brazilian cherry hardwood floors complete this inviting abode. The main floor hosts 2 bedroom, including a large primary bedroom with a spa-like ensuite bathroom with dual sink vanity, heated floors and separate shower and soaking tub. The lower level has tall ceilings, a very large family/rec room and the 3rd bedroom. Enjoy al fresco dining on either of the two private outdoor spaces, a balcony or a large roof top deck complete with an inviting pergola. This well built, low assessment building is perfectly located, within walking distance to restaurants, shops, parks and public transportation.

3713 N Ashland Avenue Unit #1N, Chicago

$499,900
3 Beds 2 Baths 12730466 MLS PRICE CHANGE Status
Welcome to this spacious 3-bedroom, 2-bathroom condo situated in Lake View, just a short distance to the popular Southport Corridor and within the top-rated Blaine School District! Set within a handsome brick building, this home boasts an expansive open-concept living and dining area featuring updated flooring, recessed lighting, and the first of two cozy tile-surround fireplaces. French doors lead directly out to one of two outdoor patio spaces, making indoor/outdoor entertaining seamless. The well-appointed kitchen overlooks the dining area with a convenient raised breakfast bar, crisp white cabinetry, granite counter space, and stainless steel appliances including a gas range, side-by-side refrigerator, dishwasher, and built-in microwave. All three bedrooms are generously sized, offering incredible flexibility for guest rooms or a dedicated home office. The primary suite is a comfortable retreat, complete with its own fireplace, French door access to the second outdoor patio, a walk-in closet, and an ensuite bath featuring a dual-sink vanity, deep soaking tub, and separate tiled walk-in shower. Additional home highlights include convenient in-unit laundry, great closet storage, and exterior outdoor parking for one vehicle. Conveniently located near several grocery stores, world-class dining, boutique shopping, CTA Brown Line access, and everything Lake View has to offer!

3835 N Ashland Avenue Unit #1G, Chicago

$1,835,000
6 Beds 5 Baths 12711301 MLS ACTIVE Status
A+ location in the heart of Lakeview's coveted Southport Corridor! Situated within sought-after Hamilton Elementary boundaries, this home is on an oversized 30-foot lot, creating an extra wide, spacious layout. Paired with exceptional natural light from its floor to ceiling windows, soaring 12-foot ceilings and sought after open-concept kitchen, living and dining, this home is ideal for entertaining and family gatherings. The gorgeous new kitchen was fully renovated in August 2025 and features custom cabinetry, a quartz island and countertops, marble herringbone backsplash, new KitchenAid appliances, and newly refinished hardwood floors throughout the entire main level. The home offers 6 bedrooms plus an office/den, 4.5 bathrooms, and flexible living spaces throughout. The second level includes 4 bedrooms, 3 full bathrooms (including 2 en-suites), and a conveniently located laundry room. The expansive lower level features a large recreation room, 2 additional bedrooms, a bonus room perfect for that 7th bedroom, office, or second laundry room (gas rough-in already in place), plus another spacious full bathroom. Enjoy exceptional indoor-outdoor living with a private patio, fire pit area, and garage party door. Additional parking spaces behind the garage offer potential income opportunities during events at nearby Wrigley Field. Just steps from Southport Corridor shopping, dining, and the Brown Line, and a short walk to Wrigley Field, this home combines generous living space, modern updates, and an unbeatable location. A rare opportunity in one of Chicago's most desirable neighborhoods.

1310 W Roscoe Street, Chicago



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