Galewood Real Estate

Galewood Real Estate

Galewood: A Hidden Gem in Chicago's Cook County

Located in the vibrant city of Chicago, in Cook County, Illinois, Galewood is a neighborhood that offers a unique blend of suburban tranquility and urban convenience. With its tree-lined streets, well-maintained homes, and a strong sense of community, Galewood is a hidden gem that attracts residents seeking a peaceful and family-friendly environment.

One of the key advantages of living in Galewood is its prime location. Situated just 10 miles northwest of downtown Chicago, residents have easy access to all the amenities and attractions the city has to offer. Whether it's exploring the renowned museums, dining at world-class restaurants, or enjoying the vibrant nightlife, Galewood residents can experience the best of urban living without sacrificing the tranquility of a suburban neighborhood.

Galewood is also known for its well-regarded schools, making it an ideal choice for families. The neighborhood is served by the Chicago Public Schools system, which provides a range of educational options for students of all ages. Additionally, Galewood boasts several parks and recreational areas, providing ample opportunities for outdoor activities and community gatherings.

With its diverse housing options, Galewood appeals to a wide range of individuals and families. From charming single-family homes to modern townhouses, there is something to suit every lifestyle and budget. The neighborhood's real estate market offers a mix of established properties and new developments, providing opportunities for both buyers and renters.

If you're seeking a neighborhood that offers the perfect balance between suburban tranquility and urban convenience, look no further than Galewood. With its prime location, strong sense of community, and diverse housing options, this charming neighborhood in Chicago's Cook County is a place that truly feels like home.

Newest Listings in Galewood

$280,000
2 Beds 1 Baths 12707516 MLS RE-ACTIVATED Status
** Multiple Offers Received **. Rich in character and full of opportunity, this officially recognized Chicago Bungalow Association home reflects the timeless appeal of classic Chicago bungalow architecture from 1921. Tucked away on a picturesque, tree-lined one-way street in vibrant Galewood neighborhood, this residence offers a comfortable blend of classic bungalow appeal, functional living spaces, and recent improvements. The enclosed front porch serves as a functional vestibule with practical storage for everyday essentials. Inside, the main level features a spacious living room, separate dining room, two comfortable bedrooms, a bright full bathroom, and a refreshed kitchen boasting a new tile floor (2026) and a newer GE stainless steel refrigerator (2024). Preserving the home's traditional bungalow layout, the original staircase off the rear bedroom leads to the upper level, where two generously sized bonus rooms with walk-in closets provide flexible space for home offices, master bedroom buildout, creative studios, guest accommodations, hobby rooms, or additional storage. The full basement includes a washer and dryer, an existing utility sink, plus a new boxed utility sink in the garage that will convey with the home, along with abundant storage and endless potential for future customization or expanded living space. Outside, enjoy a fenced backyard offering privacy and space for entertaining, gardening, pets, or relaxing outdoors, along with the convenience of a detached two-car garage. Ideally located less than a block from Amundsen Park and minutes from Oak Park, River Forest, and Elmwood Park, you will enjoy easy access to neighborhood restaurants, shopping, CTA bus routes #72, #86, and #91, minutes from the Green and Blue Train lines, and less than five minutes to Metra heading to Union Station, and too many to list that you must come out to see in person. Nearby higher education institutions include Wilbur Wright College, Triton College, and Concordia University Chicago. Outdoor enthusiasts will also appreciate the numerous parks throughout Galewood neighborhood. Major recent improvements include fresh interior paint (2026), a rebuilt rear porch (2025), foundation waterproofing and flood-control upgrades (2026), a new Rheem water heater (2026), and a complete tear-off roof with new soffits, fascia, and gutters (2016). A wonderful opportunity in a sought-after location to create lasting memories, this home is ready for its next chapter. Come home and love where you live!

1743 N Moody Avenue, Chicago

$669,000
4 Beds 3 Baths 12699821 MLS PRICE CHANGE 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

$765,000
6 Beds 4 Baths 12698868 MLS ACTIVE Status
Welcome to Galewood. A suburb within the city. Beautiful and meticulously cared for, brick 2 story home. Over 4000 sq.ft. The true pulse of this residence is the amazing chef's kitchen, a high-capacity hub featuring a professional 6-burner cooktop, double ovens, and a massive granite island with seating for six. This space flows into a bright informal dining area with custom built-ins for additional seating, making it the perfect setting for daily life and casual hosting. From the kitchen, French doors exit directly to a sprawling pool deck and patio, leading to a secluded and quiet backyard sanctuary with a swimming pool, a tranquil fountain, and beautiful perennial gardens with an irrigation system. Beyond the kitchen, the home reveals its grand architectural scale. The formal dining room acts as an elegant centerpiece, connecting the kitchen to the expansive living room, which features a classic fireplace and abundant seating. Tucked away for privacy, the family room with an adjoining office serves as a quiet retreat or casual hangout spot. Uniquely, the main floor also includes a full bathroom and an additional private room, offering a secluded second office space or a convenient guest suite on the primary level. Rare Five-Bedroom Upper Level The second floor is a dedicated sanctuary, uniquely offering five spacious bedrooms and two full bathrooms on one level-a rare find for a home of this vintage. The magnificent primary suite is a true highlight, boasting a double sink vanity and a spa-inspired custom shower. Rounding out this 1937 gem is an oversized, 2-car garage with a workshop and a fully finished basement featuring a complete second kitchen and a convenient half bath. Everyready flood control and ADT security system. With 6 total bedrooms and 3.5 bathrooms, this estate seamlessly balances historic prestige with modern, multi-generational utility. Close to award-winning schools, Sayre Academy, St. Giles, Trinity and Fenwick.

1619 N Sayre Avenue, Chicago

$750,000
4 Beds 5 Baths 12698374 MLS ACTIVE Status
Rare brick and stone ranch in Galewood, 2 blocks north of Oak Park, offering a truly unique combination of privacy, space, and thoughtful design. Set on a beautifully landscaped oversized corner lot, this property features a professionally built masonry privacy wall enclosing a stunning outdoor living environment with three paver patios, connecting walkways, and multiple seating areas-creating a rare, secure, and serene setting not commonly found in the area. The home offers a highly desirable ranch layout with approximately 2,300 square feet on the main level, complemented by a fully finished lower level providing significant additional living space. With 6 bedrooms, 3 full bathrooms, and 2 half bathrooms, the home accommodates a wide range of living needs, including guest space, home office, and recreation. Interior highlights include hardwood floors, crown moldings, two fireplaces, skylights, and a distinctive room featuring vaulted ceilings, stained glass elements, and direct access to the private garden. The spacious kitchen includes high-quality custom cabinetry and a functional layout with abundant natural light. The finished lower level expands the home with a large family room, additional bedrooms, a full bath with steam shower, exercise room, and extensive storage. Mechanical features include sump and ejector systems with backup, hardwired data connections, and durable finishes throughout. Additional features include an attached heated garage with epoxy flooring, attic storage, on-site parking for multiple vehicles, and a fully enclosed lot with multiple gated access points. A rare opportunity to own a distinctive ranch home with exceptional outdoor space in a prime Galewood location near Oak Park.

1758 N Natoma Avenue, Chicago

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