Mayfair Homes for Sale

Welcome to Mayfair, a hidden gem nestled in the heart of Chicago, Illinois, within Cook County. This charming neighborhood seamlessly blends the vibrancy of city life with the warmth of a close-knit community, making it an ideal place for families, young professionals, and anyone looking to enjoy the best of both worlds.

Mayfair is known for its tree-lined streets, beautiful parks, and a diverse array of architectural styles. From classic bungalows to modern single-family homes, the real estate options here cater to various tastes and budgets. The neighborhood boasts a strong sense of community, with local events and gatherings that foster connections among residents. Families will appreciate the top-rated schools and safe, welcoming environment that Mayfair provides.

Conveniently located near public transportation, Mayfair offers easy access to downtown Chicago and its bustling job market, shopping, and entertainment options. The nearby Jefferson Park Transit Center and the Blue Line make commuting a breeze, while local shops, restaurants, and cafes add to the neighborhood's charm.

For those seeking homes for sale in Mayfair, you’ll find a range of listings that showcase the neighborhood’s unique character. Whether you're looking for a cozy starter home or a spacious residence for a growing family, Mayfair has something for everyone. Explore our current listings and discover why so many are choosing to call this vibrant community home. Come experience Mayfair, where comfort meets convenience in one of Chicago's most delightful neighborhoods!

Newest Mayfair Homes for Sale

$1,660,000

4 Beds ⋅ 5 Baths ⋅ 12793309 MLS ⋅ NEW Status

Currently under construction on oversized lot (37x156). Two lots of record. Estimated delivery January 2027. Footprint of 1,400 sq ft per floor for a total of 4,200 sq ft. 10 ft ceilings in basement and 1st floor, 9 ft plus on second. 3 car garage. Built by an experienced builder. Great layout. Total of 3 full bathrooms on second floor. 2 laundry rooms. Fully finished basement. Now is the time to pick your finishes.

4460 N Tripp Avenue, Chicago

$449,900

2 Beds ⋅ 2 Baths ⋅ 12792518 MLS ⋅ NEW Status

Rare Multi-Generational Living Opportunity in a Prime, High-Transit Location! This classic, all-brick Chicago ranch offers the ultimate layout for families with teenagers, college students, or extended guests seeking independence. The main level features a bright, functional footprint with two comfortable bedrooms and a full bath. Head downstairs to discover a fully finished lower-level retreat that functions beautifully as a private living zone. This impressive space features two additional dedicated bedrooms, a full private bathroom, a spacious recreational living area, and a convenient refrigerator tucked cleanly off to the side for easy access to drinks and snacks. The location is a commuter's dream, offering unmatched convenience and freedom for car-free teens or young adults. You are within easy walking distance to both the CTA Blue Line and Metra train stations, making trips downtown or to local universities effortless. Access to the Edens Expressway (I-94) is just blocks away for a quick drive, and a beautiful neighborhood park is just a short stroll from your front door. Enjoy true dual-zone living, premium privacy, and ultimate urban convenience under one roof! Fenced in, paved yard with a dog run and 2.5 car garage. Dining room used to be a bedroom, can easily be converted back.

4723 N Kilbourn Avenue, Chicago

$625,000

3 Beds ⋅ 3 Baths ⋅ 12714971 MLS ⋅ ACTIVE Status

Prepare to fall in love with this meticulously cared-for single-family home, situated on an oversized lot along an idyllic, tree-lined street in Mayfair/Old Irving Park. If a spacious backyard and exceptional natural light are on your wish list, this home delivers! Pride of ownership shines throughout this inviting four-bedroom, two-and-a-half-bath home, with three bedrooms conveniently located upstairs. A beautiful modern kitchen, separate dining room, and sunroom (could be used as a mudroom) offer wonderful spaces for everyday living and entertaining. The finished basement features a fourth bedroom or home office and a full bath, providing flexible space to suit your needs. Enjoy the generous backyard and a two-car garage, along with convenient access to the CTA Blue Line, Metra, and the expressway. Close to Mayfair Park, Old Irving and Eris Breweries, and the North Branch Trail! Come see for yourself what makes this home so special. Welcome home!

4538 N Kostner Avenue, Chicago

$1,625,000

3 Beds ⋅ 5 Baths ⋅ 12779159 MLS ⋅ ACTIVE Status

Welcome to 4522 N. Kenton Avenue, a beautifully reimagined 4-bedroom, 3-full and 2-half-bath home situated on an expansive double lot in Mayfair. Completely renovated down to the studs in 2026, every inch has been meticulously rebuilt with exceptional craftsmanship and thoughtful attention to detail. Originally designed as a private residence-not a flip-the home features a new roof, all-new mechanicals, white oak hardwood flooring and an open-concept layout ideal for everyday living and entertaining. The showstopping kitchen is anchored by an oversized island and features quartz countertops, Thermador appliances, custom cabinetry and a fully built-out walk-in pantry. Upstairs are three spacious bedrooms, including an impressive primary suite with vaulted ceilings, an expansive custom walk-in closet and a spa-inspired bath with a soaking tub and oversized walk-in shower. A conveniently located second-floor laundry room completes this level. The finished lower level offers a private fourth en-suite bedroom-perfect for guests or a home office-along with a generous recreation room and dry bar. Outside, enjoy professional landscaping, a side driveway and a secluded backyard with abundant space to relax and entertain. The property also features a complete irrigation system. The welcoming front porch overlooks Mayfair Park, offering a front-row view of neighborhood T-ball, softball and soccer games. Ideally located near the Metra, Montrose Blue Line, O'Hare and the Kennedy/Edens junction. A truly special home where quality, space and location come together. Welcome Home!

4522 N Kenton Avenue, Chicago

$394,900

3 Beds ⋅ 1 Baths ⋅ 12777694 MLS ⋅ ACTIVE Status

Welcome home to this charming and well-maintained single-family residence located in the highly desirable Mayfair neighborhood! Offering 3 bedrooms, 1 full bathroom, and a full unfinished basement, this home provides the perfect opportunity to move right in while adding your own personal touch and creating additional living space in the future. Step inside to discover an inviting layout filled with natural light, comfortable living areas designed for everyday living. The full basement offers endless possibilities-create a family room, home office, fitness area, workshop, or extra storage to fit your lifestyle. Situated on a great lot in a fantastic location, you'll enjoy convenient access to parks, schools, shopping, restaurants, public transportation, and major expressways, making commuting throughout the city a breeze. Whether you're a first-time homebuyer, looking to downsize, or searching for an investment opportunity, this home offers exceptional value in one of Chicago's most established neighborhoods. Don't miss your chance to own this wonderful Mayfair home with incredible potential. Schedule your private showing today and imagine all the possibilities this property has to offer!

4746 N Karlov Avenue, Chicago

$468,000

4 Beds ⋅ 3 Baths ⋅ 12706256 MLS ⋅ ACTIVE Status

Bring your decorating ideas and unlock the potential of this spacious 5-bedroom, 2.5-bath home! Filled with character and plenty of living space, this home is ready for your personal touch. The main level features a generous living and dining area, a welcoming enclosed front porch, and a convenient powder room. Upstairs, you will find three bedrooms and a full bath, while the finished third level offers a large fourth bedroom that can also serve as a home office, playroom, or flex space. The basement includes an additional bedroom and full bathroom, providing even more room for guests or extended living. Step outside to a nice-sized backyard with a large garage, offering ample outdoor space and storage. Conveniently located near public transportation, grocery stores, restaurants, shopping, and more, this is a fantastic opportunity to customize a home and make it your own!

4440 N Kasson Avenue, Chicago

Start Your Search

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.

Mayfair Homes for Sale

Newest Mayfair Homes for Sale

How much is your home worth?

How much is your home worth?