Galewood Homes for Sale

Galewood Homes for Sale

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Galewood and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!

Newest Galewood Homes for Sale

1646 N Sayre Avenue, Chicago
$599,900
4 Beds ⋅ 2 Baths ⋅ 12767841 MLS
Welcome to a home filled with warmth, character, and wonderful possibilities-a place thoughtfully designed for everyday living, meaningful gatherings, and all the beautiful moments in between. Nestled along a lovely street lined with beautiful mature trees, this charming two-story residence with a full basement offers an abundance of space, natural light, and flexibility, creating a home that can comfortably evolve along with you. Step inside and immediately appreciate the generously sized living room, where large windows welcome an abundance of natural light and create a bright, inviting atmosphere with a charming fireplace. The spacious dining room provides a wonderful setting for intimate dinners and memorable celebrations, while the great-sized kitchen is perfectly positioned at the heart of the home, allowing for an effortless flow from one space to the next. Adding even more versatility to the main level is a charming den ready to follow your imagination-envision a sophisticated home office, children's playroom, cozy library, creative studio, or simply a peaceful retreat to unwind with your favorite book. Upstairs, you'll discover four generously sized bedrooms, offering plenty of room to comfortably settle in and grow. An additional cozy space creates another delightful little escape, perfectly suited for a reading room, study, or home office. The full basement brings its own personality and a wonderful touch of nostalgia, featuring a vintage bar and classic plank wood walls that give the space unmistakable character. Preserve its retro charm or reimagine it as an entertainment room, recreation space, or casual gathering area. A dedicated laundry area and abundant storage add everyday practicality, and the home also features a flood-control system incorporated into the original construction. Step outside and the possibilities continue. The large backyard is ready for summer evenings, lively celebrations, barbecues, and unforgettable gatherings with family and friends. The garage is in great condition and features an epoxy-coated floor and generous height capable of accommodating an approximately 7-foot-tall SUV. A sweet little porch by the garage service door adds another comfortable spot to sit, relax, or enjoy the outdoors. The location makes it even more special-within walking distance of Lindberg Park and just a few minutes' drive from Oak Park Country Club and Thatcher Woods, bringing recreation and nature wonderfully close to home. With four bedrooms, two full bathrooms, expansive living spaces, oversized windows, a versatile den, full basement, generous backyard, and a beautiful tree-lined setting, this home offers the space and character to make it uniquely yours. The property offers outdoors sprinkler system as well for making your landscape staying vibrant. The flower or plant little square designed in front of the property was done by the owner to match with the home as well through the design. Your home awaits-ready for your new chapter to begin!

1646 N Sayre Avenue, Chicago

1619 N Normandy Avenue, Chicago
$520,000
5 Beds ⋅ 3 Baths ⋅ 12766388 MLS
Beautiful Brick Multigenerational English Tudor in Sought-After Galewood! Welcome home to this charming and spacious brick English Tudor nestled in the highly desirable Galewood neighborhood of Chicago-a hidden pocket known for its beautiful homes, tree-lined streets, and exceptional location bordering Oak Park and Elmwood Park. Enjoy the best of city living with a neighborhood feel, including convenient access to downtown Oak Park, scenic Thatcher Avenue, and the beautiful trails of Thatcher Woods. This distinctive home offers 5 bedrooms, 2.5 bathrooms, and exceptional multigenerational living possibilities, with spacious living areas and kitchens on both the first and second floors. The first floor welcomes you into an elegant and light-filled living room featuring beautiful leaded stained-glass windows and hardwood floors. An arched opening leads to the separate formal dining room, creating a warm and inviting space for entertaining and family gatherings. Down the hallway are two comfortable bedrooms and an original, beautifully maintained full ceramic-tile bathroom. The spacious eat-in kitchen features Corian countertops, dishwasher, oven/range, garbage disposal, pantry, refrigerator, and microwave. Just beyond the kitchen is a flexible third bedroom or family room, along with a convenient mudroom leading to the expansive backyard and newer 3-car garage. The second floor offers an impressive and versatile living space, making this home ideal for extended family, multigenerational living, or guests. A separate front staircase leads to a large, bright living room with another beautiful leaded stained-glass window. A charming library or small home office sits just off the entryway. The second-floor living space also includes a large dining room, two generously sized bedrooms, a full bathroom, and a full eat-in kitchen. The expansive finished basement provides even more space to spread out, featuring a huge family room with high ceilings, a convenient half bath, and a laundry area with an additional small shower. A large, clean unfinished area offers tremendous potential for storage, a workshop, exercise room, or future customization. An exterior door provides direct access to the backyard. Additional features include newer central air, gas-forced-air heat, hardwood floors, and a newer 3-car garage. With its unique layout, timeless Tudor character, beautiful original details, and incredible potential for multigenerational living, this special Galewood home is ready for its next chapter. Come discover one of Chicago's best-kept neighborhood secrets-conveniently located steps to Oak Park, Elmwood Park, The Metra, Near O'Hare Airport,shopping, dining, transportation, and beautiful forest preserve trails. A rare opportunity to own a spacious, character-filled multigenerational home in the heart of sought-after Galewood!

1619 N Normandy Avenue, Chicago

1748 N Rutherford Avenue, Chicago
$415,000
3 Beds ⋅ 2 Baths ⋅ 12750178 MLS
Welcome to this charming English-style brick home in the heart of Galewood, offering 3 bedrooms, 2 full bathrooms, a full finished basement, and versatile living space throughout. The main level features a spacious, light-filled living room with a beautiful front bay window and hardwood flooring, a separate formal dining room, and a bright kitchen with white cabinetry, granite countertops, hardwood floors, a large window above the sink, and distinctive arched architectural details. Two bedrooms, a spacious walk-in closet, and a full bathroom with an accessible walk-in jetted tub completes the main level. Upstairs, you'll find a spacious third bedroom with hardwood floors, vaulted and sloped ceilings, abundant natural light, and a second full bathroom featuring a tiled walk-in shower with glass enclosure, granite-top vanity, and built-in storage. A spacious bonus room offers additional flexibility and could potentially serve as a 4th bedroom, home office, playroom, sitting area, or creative space. The home also features wall-unit air conditioners and a ductless mini-split system for added comfort. The full finished basement provides a large recreation/family room ideal for entertaining, a home gym, or additional living space, plus a separate laundry and utility area with washer, dryer, utility sink, cabinetry, counter space, and storage. Outside, enjoy an enclosed porch, spacious deck with pergola, and a generous backyard perfect for relaxing and entertaining. A detached 2-car garage with an additional exterior parking space completes this wonderful Galewood home, offering plenty of space, character, and possibilities!

1748 N Rutherford Avenue, Chicago

1631 N Natchez Avenue, Chicago
$649,000
4 Beds ⋅ 3 Baths ⋅ 12699821 MLS
Discover the perfect blend of timeless Chicago bungalow charm and modern functionality in this beautifully maintained Galewood home. Nestled on a quiet, tree-lined block, this spacious residence offers exceptional versatility for multigenerational living, extended family, or anyone seeking room to grow. The original bungalow has been lovingly preserved and is in pristine condition, showcasing gleaming original hardwood floors, elegant vintage sconces, an immaculate vintage bathroom with classic basket-weave tile flooring, an antique pantry, and the craftsmanship that makes Chicago bungalows so beloved. Abundant windows fill the home with natural light, creating a warm and inviting atmosphere throughout. A thoughtfully designed addition seamlessly expands the living space with modern conveniences, including a generous primary suite with an ensuite bath, expansive flex space ideal for a media room, home office, or family room, vaulted ceilings in the second-floor stairwell, and multiple bonus rooms to suit your needs. With 4 bedrooms, 3 full bathrooms, 2 full kitchens, 3 walk-in closets, a spacious second-floor office, a full basement, outdoor deck, and a 2-car garage, this home offers incredible flexibility for multigenerational living, related living, or hosting long-term guests while maintaining privacy and comfort. Ideally located just a short walk to the Metra, with convenient access to North Avenue's shopping and dining, Brickyard Plaza, parks, schools, and major expressways, you'll enjoy the perfect balance of neighborhood tranquility and everyday convenience. A rare opportunity to own a meticulously maintained home that honors its historic character while offering the space and flexibility today's buyers are looking for. Being sold As Is.

1631 N Natchez 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.