Refine Search
Sort by
$825,000
3 Beds 2 Baths 12718418 MLS NEW Status
Discover sophisticated urban living at 3823 N. Ashland Avenue, a truly impressive residence nestled within a desirable, elevator-equipped building in the heart of Chicago's dynamic Southport Corridor and within the sought-after Blaine Elementary School District. This meticulous 3-bedroom, 2-bathroom home combines a premium location with countless modern upgrades, offering an unparalleled living experience. Step inside and be immediately wowed by the recently, beautifully renovated kitchen. A true showstopper, it features stunning, contrasting custom cabinetry (dark flat-panel mixed with warm light wood tones), sleek quartz countertops with a dramatic waterfall edge on the island, top-tier stainless steel appliances (including a professional-grade range), and contemporary pendant lighting over the generous island with breakfast bar seating. This culinary haven is both functional for daily living and impeccably styled for entertaining. The thoughtful, open-concept floor plan flows seamlessly into the expansive living and dining area. This inviting space is flooded with natural light from a series of large windows that perfectly frame the lush treetops lining Ashland Avenue. The cozy, gas fireplace serves as a central focal point, perfect for relaxing evenings and adding warmth and ambiance at the flick of a switch. Step out through the charming French doors onto your front balcony, an idyllic spot to enjoy morning coffee or evening breezes while overlooking the vibrant neighborhood. The spacious primary suite is a true retreat, complete with a walk-in closet featuring custom organizers and a spa-like en-suite bathroom with a double vanity and glass enclosed shower with steam and body sprays. The second and third bedrooms are well-sized and share access to the second full bathroom, making this home incredibly versatile. This exceptional home also includes a tandem heated garage space, solving your city parking needs. With in-unit laundry, additional building storage, and a prime location just steps from the superb shopping, dining, and nightlife of the Southport Corridor, the CTA Brown Line, and numerous parks, this residence offers the ultimate in North Side living.

3823 N Ashland Avenue Unit #201, Chicago

$1,175,000
3 Beds 3 Baths 12714420 MLS ACTIVE Status
This beautifully updated, affordable, move-in ready single family in coveted Blaine is a rare find! Situated ideally on the corner of quiet one-way streets Bosworth and Grace, this charming home is just a block from the elementary school and steps from all the amazing restaurants and shops along Southport. Enjoy a terrific floor plan with three bedrooms and two full bathrooms up, and an open and flexible main level with a powder room. Rich real hardwood floors throughout, along with brand higher-end carpet/runners on the stairs and in one bedroom upstairs. The bright chef's kitchen is thoughtfully renovated with quartz counters, farmhouse sink, custom-made Amish cabinetry, creative terracotta tile work and stainless steel appliances with beverage fridge. The dining room/area easily allows for a full-size dining table. Just off the kitchen is a huge (200+ sf or so) freshly-stained deck, ideal for entertaining, grilling and relaxing, along with a tranquil private yard that works well for small garden or meditation space. The lower level is with light and features new luxury vinyl flooring, terrific flexible space for recreation, and an additional bedroom/office/den. The utility room houses the side-by-side washer/dryer, along with the boiler and water heater. An ideal combination of radiant heat and newer central AC! The garden in front is freshly mulched; the parkways on Grace and Bosworth have been mulched and cleared and are ready for your ideas, with custom cedar fencing already in place. A curb cut allows for parking, and a garage or carport build may be possible. Don't sleep on this rare opportunity to get a terrific single family home in Blaine at a townhome price!

3757 N Bosworth Avenue, Chicago

$1,885,000
6 Beds 5 Baths 12711301 MLS ACTIVE Status
Welcome to 1310 W. Roscoe Street, a move-in-ready single-family home in the heart of Lakeview's coveted Southport Corridor and within sought-after Hamilton Elementary boundaries. Situated on an oversized 30-foot-wide lot, this spacious home offers exceptional natural light, soaring 12-foot ceilings, and an ideal open-concept layout. The stunning kitchen was fully renovated in August 2025 and features custom cabinetry, a quartz island, marble herringbone backsplash, new KitchenAid appliances, and newly refinished hardwood floors. The home offers 6 bedrooms plus an office/den, 4.5 bathrooms, and flexible living space 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 ideal for a 7th bedroom, office, or second laundry room (gas rough-in already in place), and another 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

$389,000
2 Beds 1 Baths 12692363 MLS ACTIVE 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

$649,000
2 Beds 3 Baths 12685068 MLS ACTIVE Status
Welcome to this sun-drenched, south-facing brick townhome nestled in the heart of the Southport Corridor. Offering 2 bedrooms, 2.5 bathrooms, a thoughtfully designed multi-level layout, and a private rooftop deck with stunning city and neighborhood views, this home truly has it all. The main level sets the tone with hardwood floors, a generous living room anchored by a fireplace with a classic wood mantle, and floor-to-ceiling Juliet balconies that flood the space with natural light. The eat-in kitchen is a showstopper featuring quartz countertops, a large center island, custom cabinetry & backsplash, stainless steel appliances, and a charming farmhouse sink (perfect for both everyday cooking and entertaining ). A convenient half bath is located on the first floor level, along with access to the attached one-car garage. A stunning primary suite awaits on the third level, complete with a spa-inspired ensuite featuring a freestanding soaking tub and a separate shower. In-unit laundry is also ideally located on this level. The upper level offers flex space (could be used as an office or sitting area) and includes the second bedroom and a full bathroom, with spiral staircase access to the oversized private rooftop deck. Whether you're grilling, entertaining, or simply soaking in the skyline, this outdoor space is truly one of a kind. Located in the Blaine Elementary School district and just steps from the best of Southport Corridor and Wrigleyville, Music Box Theatre, restaurants, grocery stores, and both the Brown and Red Line trains. This meticulously maintained home is move-in ready and not to be missed!

1350 W Byron Street Unit #7, Chicago

$1,299,000
8 Beds 3 Baths 12666976 MLS ACTIVE Status
Exceptional opportunity to own a classic Chicago Greystone in one of Lakeview's most sought-after locations. Situated just steps from Wrigley Field, the Southport Corridor, CTA transit, shopping, dining, and entertainment. This well-maintained investment property offers the perfect blend of historic charm, stable income, and long-term upside. The building consists of two spacious 3-bed / 1-bath apartments plus a non-conforming 2-bed garden unit. All the units showcase features that tenants love, including hardwood floors, good room sizes, separate living & dining rooms, Washer & Dryer in each unit. Additional features include gas-forced heat and central A/C, rear porches, and 3 tandem parking spaces accommodating up to six vehicles. Investors will appreciate the opportunity to increase rents through strategic updates, while owner-occupants may explore future renovation, duplexing, or conversion possibilities. Whether you're seeking a turnkey investment, a value-add opportunity, or a chance to own a piece of classic Chicago architecture, this Lakeview Greystone delivers location, character, and exceptional potential in one of the city's most enduring neighborhoods.

1513 W Addison Street, Chicago



The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Copyright 2026 MRED LLC. All rights reserved.

Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Some listings have been excluded from this website.