Galewood Homes for Sale

Galewood: A Charming Neighborhood in Chicago

Located in the heart of Chicago, Galewood is a vibrant neighborhood that offers a perfect blend of urban convenience and suburban charm. Situated in Cook County, Illinois, Galewood is a sought-after area for homebuyers looking for a peaceful community within close proximity to the bustling city.

Galewood is known for its picturesque tree-lined streets, well-maintained homes, and friendly neighbors. The neighborhood boasts a variety of architectural styles, including charming bungalows, cozy cottages, and spacious single-family houses. With a wide range of housing options available, there is something to suit every taste and budget.

One of the major advantages of living in Galewood is its convenient location. Residents have easy access to downtown Chicago, thanks to the nearby Metra train station and major expressways. This makes commuting a breeze for those who work in the city but prefer a quieter place to call home.

In addition to its excellent location, Galewood offers a range of amenities and recreational opportunities. The neighborhood is home to several parks, including Sayre Park, which features playgrounds, sports fields, and picnic areas. There are also plenty of shopping and dining options nearby, ensuring residents have everything they need within reach.

If you're in the market for a new home, Galewood is definitely worth considering. With its charming atmosphere, convenient location, and diverse housing options, this neighborhood has something to offer everyone. Don't miss the opportunity to become part of this welcoming community and find your dream home in Galewood.

Newest Galewood Homes for Sale

$749,000

5 Beds ⋅ 3 Baths ⋅ 12792727 MLS ⋅ NEW Status

1822 N Mulligan Avenue, Chicago

$279,900

3 Beds ⋅ 2 Baths ⋅ 12789778 MLS ⋅ ACTIVE Status

Classic Chicago bungalow directly across from Amundsen Park! This spacious 4-bed/2-bath home offers plenty of room and is ready for its next owners. The bright living room features large windows that fill the space with natural light and flows into the formal dining room, perfect for family gatherings and entertaining. The eat-in kitchen features stainless steel appliances and plenty of room for a dining table. Three bedrooms and a full bath are located on the main level. The finished basement provides additional living space with a fourth bedroom, full bathroom, kitchenette, and laundry room. Outside, enjoy a large private patio and detached 2-car garage. Ideally located across from the park with plenty of space to make this home your own. Schedule your showing today!

1804 N Merrimac Avenue, Chicago

$425,000

2 Beds ⋅ 2 Baths ⋅ 12767720 MLS ⋅ ACTIVE 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

$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 . This home is being sold AS-IS.

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 ⋅ PRICE CHANGE 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

$275,000

3 Beds ⋅ 3 Baths ⋅ 12761867 MLS ⋅ ACTIVE Status

Calling All Rehabbers & Contractors - Full Brick Dutch Colonial on a Massive Corner Lot in west Galewood! Rare opportunity to transform a solid, 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 front to back means true masonry built to last, 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: solid 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. Cash buyers only with POF. Sold strictly as-is.

2158 N Nordica Avenue, Chicago

$424,900

3 Beds ⋅ 2 Baths ⋅ 12746575 MLS ⋅ PRICE CHANGE Status

Welcome to this lovingly maintained, updated Georgian in the highly desirable Galewood neighborhood! The main level features a spacious living room with crown molding and a decorative fireplace, flanked by a versatile bonus room ideal for a formal dining area, home office, rec room, or sitting room. The chef's kitchen boasts luxury stainless steel appliances, bamboo cabinetry, quartz countertops, and an oversized island for dining and entertaining which seamlessly connects to the sun-filled dining room which would also be perfect as a sitting room or office space. From there, step out to a brand-new, maintenance-free TimberTech deck, leading to a brick patio surrounded by perennial gardens, perfect backyard and a detached garage with extra storage. A stylish powder room completes the first floor. Upstairs, three spacious bedrooms sit on the same level, each featuring ceiling fans and generous closet space. The primary suite stands out with an expansive bonus room, perfect for a luxury dressing room, private sitting area, or executive home office. The finished lower level includes brand-new flooring, a recreation space, laundry area, and ample storage. Key improvements include updating plumbing with an increased pipe diameter out to the main line. This home is conveniently located near, parks, shopping, dining, and public transportation. This property is being conveyed as is.

1851 N Natoma Avenue, Chicago

$499,000

3 Beds ⋅ 3 Baths ⋅ 12739072 MLS ⋅ ACTIVE Status

This refined 4-bedroom Galewood bungalow offers a premium blend of modern luxury and timeless character in a wonderful neighborhood filled with tree-lined streets. Freshly painted interiors and new windows create a bright, elegant atmosphere, while the updated kitchen showcases stainless steel appliances, elevated finishes and thoughtfully curated details. The renovated bathrooms echo the same upscale aesthetic with contemporary fixtures and clean, sophisticated design. A newer roof, updated plumbing and 3 efficient mini splits for cooling add long-term confidence and comfort. Outside, the expanded deck provides a polished outdoor living experience ideal for entertaining or unwinding. The dedicated theater room elevates the home further, delivering a high-end entertainment space. A turnkey residence with premium upgrades throughout, this bungalow stands out as a polished, move-in ready retreat.

1625 N Natchez Avenue, Chicago

$649,000

4 Beds ⋅ 3 Baths ⋅ 12699821 MLS ⋅ ACTIVE Status

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

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Galewood Homes for Sale

Newest Galewood Homes for Sale

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