Galewood Real Estate

Welcome to Galewood, a charming neighborhood nestled in the heart of Chicago, Illinois, within Cook County. Known for its picturesque tree-lined streets and a strong sense of community, Galewood offers a perfect blend of suburban tranquility and urban convenience.

As you stroll through the neighborhood, you'll be captivated by the beautiful single-family homes that reflect a variety of architectural styles, from classic bungalows to modern designs. The area is characterized by spacious yards and well-maintained gardens, creating an inviting atmosphere for families and individuals alike. Galewood is not just a place to live; it’s a place to thrive.

One of the neighborhood's standout features is its commitment to green spaces. Parks like Galewood Park and nearby parks provide ample opportunities for outdoor activities, whether you’re enjoying a leisurely walk, hosting a family picnic, or letting the kids play. The community also boasts a wealth of local amenities, including shops, cafes, and restaurants, all within easy reach.

Galewood’s location is ideal for commuters, with convenient access to public transportation and major highways, making it easy to explore all that Chicago has to offer. The neighborhood is served by reputable schools, ensuring that families have access to quality education.

In Galewood, you’ll find a welcoming community that values connection and engagement. Whether you’re looking for a quiet place to call home or a vibrant community to be a part of, Galewood is a neighborhood that truly has it all. Come discover the charm and warmth of Galewood—your new home awaits!

Newest Listings in Galewood

$249,000

3 Beds ⋅ 3 Baths ⋅ 12796079 MLS ⋅ NEW Status

Calling All Rehabbers & Contractors - Full Brick Dutch Colonial on a Massive Corner Lot in west Galewood! Rare opportunity to transform an all-brick two-story Dutch Colonial with a classic center hall layout in one of west Galewood's most desirable pockets. This home has been totally gutted and is ready for your vision - bring your crew and your imagination. Full brick construction and the totally gutted interior gives you a blank canvas with no demo required. The real standout here is the lot: an oversized corner parcel measuring 37' x 199', offering exceptional width and depth rarely found in the city, with room to expand or maximize outdoor living space. The garage is newer, adding real value to a rehab. Location seals the deal - a prime west Galewood address within walking distance of the commuter train, in an established neighborhood of well-kept homes. This is a rehabber's dream: brick shell, unbeatable lot size, a newer garage already in place, and a location that will always be in demand. Structure, square footage, and lot dimensions make this one of the better rehab opportunities to hit the market in west Galewood recently. Sold strictly as-is.

2158 N Nordica Avenue, Chicago

$449,900

4 Beds ⋅ 3 Baths ⋅ 12794711 MLS ⋅ NEW Status

Spacious 6-Bedroom, 3-bath Home in a Prime Belmont Cragin Location! Welcome to this spacious two-story frame home offering an abundance of living space, versatile room arrangements, and an unbeatable Northwest Side location! The first floor features an open-concept living and dining room, three bedrooms, an updated kitchen, and a full bathroom. The second floor offers one additional bedroom, a comfortable family room, and another full bathroom. The finished basement provides even more living space, with two additional bedrooms, a family area, and a large laundry room-ideal for accommodating extended family, guests, or creating a home office or recreation space. Quality updates include complete gut rehabs of the first floor and basement in 2012, featuring updated electrical, plumbing, kitchens, bathrooms, and flooring. The roof, olive-colored siding, and window capping were completed in 2014. Location is everything, and this home delivers! Just one block from the Galewood Metra station, with a CTA bus stop right at your front door. Enjoy being only two blocks south of Riis Park and close to the Brickyard and Bricktown shopping centers. Plus, O'Hare International Airport is approximately 20 minutes away, making commuting and travel convenient. A spacious home, extensive living options, and a fantastic location all in one! Don't miss this opportunity to make this Belmont Cragin property your next home.

2106 N Narragansett Avenue, Chicago

$749,000

5 Beds ⋅ 3 Baths ⋅ 12792727 MLS ⋅ ACTIVE Status

1822 N Mulligan Avenue, Chicago

$285,000

2 Beds ⋅ 2 Baths ⋅ 12786778 MLS ⋅ ACTIVE Status

Welcome to this beautifully appointed 2-bedroom, 2-bathroom condo in the desirable Galewood neighborhood! This spacious unit offers an open-concept floor plan with 10-foot ceilings, hardwood flooring throughout, and abundant natural light. The inviting living and dining area features a wood-burning/gas fireplace, adding warmth and character to the space. The kitchen is equipped with 42-inch cherry cabinetry, granite countertops, stainless steel appliances, and a generous center island, perfect for everyday living and entertaining. The spacious primary suite includes a walk-in closet and a private bathroom featuring a granite vanity, Jacuzzi tub, and separate shower. Additional highlights include in-unit laundry, ample closet space, LED lighting, and a private deck. One garage parking space is included. Conveniently located near schools, parks, the Galewood Metra station, and Brickyard Mall, this condo offers a wonderful combination of comfort, space, and accessibility. Schedule your showing today!

2134 N Natchez Avenue Unit #3N, Chicago

$415,000

3 Beds ⋅ 2 Baths ⋅ 12767720 MLS ⋅ PRICE CHANGE Status

Beautiful rehab (with plans and permits), this cottage-style single-family home in Galewood offers 5 bedrooms, 2 baths, and generous spaces for everyday living. It's bigger than it looks from the outside! Featuring luxury vinyl plank flooring throughout, many new windows, thick attic insulation and completely new electrical and copper plumbing. A functional and large eat-in kitchen features stone countertops, tile backsplash, white shaker style cabinets and a new stainless steel appliance package. An expansive dining room sets the scene for holiday gatherings, while a sunny main-level living room and a separate basement recreation room offer plenty of space to spread out. Newer HVAC and a newer hot water tank complete the package. Bonus gigantic attic space is ripe for possibility of expanding upwards someday too! Outside, the fenced yard offers a sun filled gardener's dream lot with room to cultivate, relax, and enjoy-all while preserving rear parking for two cars. There's a park at the end of the street and convenient access to the Brickyard and Riis Park's swimming pools, playgrounds, and acres of outdoor space. A fresh start with room to grow!

2177 N Merrimac Avenue, Chicago

$759,900

3 Beds ⋅ 3 Baths ⋅ 12777961 MLS ⋅ ACTIVE Status

2125 N Neva Avenue, Chicago

$499,900

5 Beds ⋅ 3 Baths ⋅ 12784258 MLS ⋅ ACTIVE Status

5 Bedrooms 2.5 Bathrooms - Meticulously maintained 1939 Brick English Tudor on an oversized 38x125 lot in Galewood's prime pocket between Narragansett and Oak Park Ave. Boarding Oak Park and Elmwood Park. Timeless character meets thoughtful updates: leaded stained-glass windows, gleaming hardwood floors, and arched doorways, plus 2019 furnace, 2021 central air, 2021 water heater, updated electric, updated windows, and newer appliances including a 2025 refrigerator. Main level offers a bright living room, formal dining room, three bedrooms, full ceramic-tile bath, and eat-in kitchen with Corian counters, pantry, and mudroom to the backyard. The true showpiece is upstairs: a separate staircase leads to a complete second living space with high dormered ceilings - large living room, dining/family room, two generous bedrooms, full updated bath, and full eat-in kitchen, perfect for multigenerational living or guests. Finished English basement with rec room, half bath, and laundry (new 2026 washer). Huge 3-car garage. Steps to Sayre Language Academy, Metra, shops, dining, and Thatcher Woods trails.

1619 N Normandy Avenue, Chicago

$299,900

12781199 MLS ⋅ ACTIVE Status

An exceptional opportunity awaits with this expansive 5,125 sq. ft. vacant storefront in a high-visibility location! This property is located on a double Chicago lot and is ideal for retail, office, showroom, or creative space. It was previously used as a grocery store plus a small restaurant so it could be divided into 2 small commercial spaces. Key highlights include an open-concept layout with a versatile floor plan, ample natural light and high ceilings, multiple rooms/offices plus convenient restrooms and a dedicated electrical room for operational efficiency. It's located in a bustling commercial corridor, surrounded by businesses and residential areas. Don't miss out on this excellent investment or business opportunity in a high-traffic area of Chicago! The possibilities are endless with this building. The building is being SOLD "AS IS". Schedule a showing today.

6309 W Grand Avenue, Chicago

$430,000

4 Beds ⋅ 3 Baths ⋅ 12777764 MLS ⋅ ACTIVE Status

LOCATION...LOCATION..LOCATION Imagine owning this spacious Galewood GEM offering 4 bedrooms 2.5 baths. This home offers tons of charm with unmatched living space & updated windows. The natural light & large spacious rooms flow seamlessly. The Den adds extra entertainment/living space .With tile flooring in the kitchen and hardwood floors throughout he rest of the home.The eat-in kitchen has tons of potential you just need to bring your own ideas . The backyard is perfect for outdoor entertaining or relaxing evenings. Upstairs, you'll find three spacious bedrooms and a classic vintage tiled full bath. The basement adds potential living space while making memories in the family room which feature a 1/2 bath . Seller Motivated .

1737 N Sayre Avenue, Chicago

$244,900

3 Beds ⋅ 2 Baths ⋅ 12775752 MLS ⋅ ACTIVE Status

Located in the highly sought after Galewood community, finding a home at this value in this area is rarer than hitting the lotto and you need to get inside today. Situated on a great lot, this charming bungalow style home features an expansive layout, the home features a larger first floor layout with two bedrooms and a full bath. Walk into the finished second floor space and you will find a very spacious third bedroom along with a den and half bathroom. If you are needing more space the basement is unfinished and features potential to add an additional family room and bedroom while raising equity. The home is in an ideal location, this can be a great value add home for an owner occupant or add value and rent out while values rise and equity builds. Do not miss this diamond in the rough as they rarely hit the market in this location.

1743 N Natchez Avenue, Chicago

$585,900

4 Beds ⋅ 2 Baths ⋅ 12767841 MLS ⋅ ACTIVE Status

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

$599,998

9 Beds ⋅ 3 Baths ⋅ 12744547 MLS ⋅ ACTIVE Status

Excellent opportunity in Galewood! This three-unit building sits on an oversized lot and offers spacious units with functional layouts and plenty of potential. The property needs TLC and updating, making it a great opportunity for an owner-occupant or investor looking to add value and bring their vision to life. Conveniently located near shopping, dining, transportation, and neighborhood amenities. Three legal units, an oversized lot, and plenty of upside potential. Sold As-Is.

1637 N Sayre Avenue, Chicago

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Galewood Real Estate

Newest Listings in Galewood

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