Browse All Andersonville IL Above $1M Properties for Sale

7 Beds ⋅ 4 Baths ⋅ 12711377 MLS ⋅ NEW Status

Classic Chicago two-flat in the heart of Andersonville, thoughtfully updated in 2025 to blend modern amenities with timeless vintage charm. An exceptional investment opportunity, this property is ideal as a live-in, owner-occupied home with rental income or as a fully leased, income-producing asset. The second-floor two-bedroom apartment features central A/C, in-unit laundry, and a beautifully renovated kitchen that opens to the enclosed back porch, creating space for both an island and a kitchen table overlooking the backyard. A formal dining room has been preserved, while the spacious living room and office nook open to a front porch overlooking the picturesque, tree-lined street. The first-floor duplex-down offers five bedrooms (two on the main level and three below), providing exceptional flexibility for a growing household, a group of housemates, guests, or home offices. The historic floor plan has been thoughtfully maintained on the first floor, featuring a formal dining room with the original built-in cabinetry and an enclosed back porch that serves as an ideal breakfast room or mudroom. The home includes three bathrooms, including a beautifully renovated vintage-style bath on the main level, a spa-inspired ensuite, and a second sophisticated lower-level bath. The finished lower level also offers a family room and in-unit laundry. Enjoy an evening on the porch, grilling on the back patio (with a gas hookup), playing in the spacious turf backyard, or gardening. A two-car garage, newly re-sided in 2025, completes this exceptional Andersonville property, located just down the street from Pizza Lobo and Little Bad Wolf. Andersonville is known for its locally owned businesses, bars, restaurants, and cafes. The area also offers exceptional schools, including Pierce Elementary, the Waldorf School, and Rogers Park Montessori School, and is a short walk to the Metra station, the Berwyn L station, and Foster Beach. Second floor tenants are lease runs to May 2027. First floor tenants are on a month-to-month lease and would like to stay.

1446 W Catalpa Avenue, Chicago

$1,599,000

5 Beds ⋅ 4 Baths ⋅ 12694742 MLS ⋅ PENDING Status

Welcome to this spacious, jumbo three-story all-brick home situated on an oversized 50-foot lot in the heart of Andersonville. Offering 6 bedrooms, 3 full bathrooms, 2 full kitchens, and part finished basement, this exceptional property is ideal for a large family, multi-generational living, or related living arrangements. Filled with timeless character, the home features beautiful original woodwork, stunning antique (Stained Glass) details, and classic architectural charm throughout. The inviting living room showcases a cozy fireplace, while the generously sized formal dining room is perfect for hosting family gatherings and entertaining guests. The main level includes a spacious bedroom and a large eat-in kitchen designed for comfortable everyday living. The part finished basement offers additional living space with a family room, bedroom, full kitchen, and full bathroom, creating an excellent option for extended family or guests. A separate basement area includes the utility room along with a washer and dryer. The enormous unfinished attic provides incredible potential for future expansion, whether you envision additional bedrooms, a home office, recreation space, or a luxurious primary suite.Nice Size Back Yard, 2 Separate Car Garages. Home is Located just steps from Andersonville's acclaimed restaurants, boutiques, cafes, and entertainment, and within walking distance of Lake Michigan, this home combines generous living space, historic charm, and an unbeatable location. Brokers Please see Private Remarks for additional information.

1446 W Summerdale Avenue, Chicago

$1,999,000

6 Beds ⋅ 6 Baths ⋅ 12649531 MLS ⋅ ACTIVE Status

New-construction luxury single-family home in Andersonville by respected architect-led design builder Real View Design & Development. Spanning approximately 4,200 square feet, this thoughtfully designed 6-bedroom, 4.2-bath residence combines timeless finishes, modern functionality, and exceptional indoor-outdoor living. The main level features a bright living and dining room combo with fireplace, a spacious family room with coffered ceilings, custom built-ins, and a second gas fireplace with stone surround. The chef's kitchen is designed for both everyday living and entertaining, featuring premium slim shaker cabinetry with soft-close doors, custom-colored island cabinetry, oversized island with pendant lighting, quartz countertops and full-height backsplash, under-cabinet lighting, sleek black hardware, and a full Wolf and Sub-Zero appliance package including a 48" French-door refrigerator, six-burner range, paneled hood, dishwasher, microwave/speed oven, and farmhouse sink. Pantry closet and bar complete the space. Interior finishes include Marvin windows throughout, weathered oak-stained hardwood flooring on the first and second levels, radiant-heated luxury vinyl tile flooring in the lower level, solid-core interior doors with Schlage hardware, built-in closet systems throughout, LED recessed lighting, contemporary fixtures, and smart-home prewiring including Nest doorbell integration and in-ceiling speaker prewiring in family rooms. The second level offers four bedrooms and three baths, including a luxurious primary suite with custom built-in walk-in closet and spa-caliber bath featuring radiant heated floors, freestanding soaking tub, fully tiled shower with rain head, body jets, and quartz-topped dual vanity. The finished lower level includes radiant heated flooring, expansive recreation room with wet bar, two additional bedrooms, full bath, powder room, and laundry/mechanical rooms. Outdoor spaces are maximized with a fenced front yard, rear paved patio with gas line for grilling, and a two-car garage with rooftop deck, Trex decking, metal pergola, and metal stair access. Additional features include EV charging readiness, dual high-efficiency furnaces, tankless water heater, and builder warranty. Blocks from parks, restaurants, shopping, and everything Andersonville has to offer. Late fall 2026 delivery.

1619 W Summerdale Avenue, Chicago

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