Andersonville Homes for Sale

The one you want is finally on market, and it is more beautiful than you dreamed. It is in the neighborhood you've been waiting for, in the vintage brick building with the arts-and-crafts style, the sun-dappled entryway, the classic woodwork. There's a courtyard view from the living room, southern sunlight streams into the room, built-ins around the fireplace beg for your books and treasures. The

Anthony Rodriguez Coldwell Banker Realty

Rarely available and truly one of a kind, this expansive 3-bedroom, 2-bathroom vintage condo was created by combining two units into one extraordinary home, offering unmatched space, character, and functionality in the heart of Andersonville. Filled with natural light and beautiful treetop views from nearly every room, the open and airy layout features a spacious living room, formal dining room,

Matt Laricy Americorp, Ltd

Andersonville 6-Unit Investment Opportunity - Rarely available in the heart of Andersonville, this well-maintained 6-unit building presents an exceptional opportunity for savvy investors looking to secure a stable, income-generating asset in one of Chicago's most desirable neighborhoods. Each of the six units features a spacious 1200 sq. ft., 2-bedroom, 1-bathroom layout, with in an enclosed,

Roziel Reyes Pearson Realty Group

Sun-drenched top-floor corner residence in the heart of Andersonville, one of Chicago's most sought-after neighborhoods, set within a beautifully renovated boutique building. This exceptional home blends timeless character with modern comfort, featuring exposed brick, hardwood floors, and oversized windows that flood the space with natural light. The spacious living area flows effortlessly into

Alley Ballard @properties Christie's International Real Estate

This south-facing condo is a vintage lover's dream! Located in HOT, HOT, HOT Andersonville, which is routinely ranked as one of the top city neighborhoods in the world, this home features original hardwood floors, elegant wall sconces, a large galley kitchen with stainless steel appliances and an updated bathroom. The extra-large primary bedroom can easily fit a king-sized bed and comes with a

Randy Romano Baird & Warner

Modern luxury meets cutting-edge technology in this exceptional four-story brick single-family home in the heart of Chicago's coveted Andersonville neighborhood. Designed for the discerning buyer seeking a truly turnkey residence, this home seamlessly blends clean, contemporary design with sophisticated smart-home features. Expansive entertaining spaces are complemented by hardwood floors

Neil Hackler Engel & Voelkers Chicago

**Multiple offers received**Highest and best due Friday 6/12 by noon**no escalation clauses** This cute Andersonville condo is a perfect landing spot if you want to be close to the action on the north side. This turn key property recently had a kitchen glow up. This 1 bed unit has central air and heat and in unit washer and dryer. Courtyard building sits on a beautiful tree lined street. Go spend

Erin Feinerman Cross Street Real Estate

Welcome home to this sun-drenched, south- and east-facing corner 2-bed + den, 2-bath penthouse in the heart of Andersonville! You'll be greeted by a bright and spacious living room equipped with a fireplace, built-in shelving and beautiful archways. A large sunroom provides additional living space to gaze at your treetop view overlooking the Lakewood Balmoral Historic District. The office/den

Roman Patzner Fulton Grace Realty

In a city where true rarity is increasingly hard to find, this Andersonville residence offers a level of living that is genuinely difficult to come by. Set on an exceptional 165-foot-deep lot nearly 40 feet longer than a standard Chicago parcel. Rarely found on the city grounds are a heated pool, a hot tub, a newly desighed one bedroom guest house with its own full kitchen and washer and dryer

Emily Santos @properties Christie's International Real Estate

*Best and Highst Monday at 11 am* In the heart of Andersonville, this stunning single-family home in an oversized 30 wide lot offers a fabulous opportunity to build value. Handyman special, this is an estate sale from long time owners. The main level welcomes you with an expansive open floor plan featuring high ceilings, hardwood flooring, and abundant natural light. The kitchen can easily be

Santiago Valdez Compass

Impressive oversized corner-lot brick 3-flat in the heart of Andersonville, offering exceptional space, updates, and strong investment potential. Each unit offers an expansive floor plan with 3 bedrooms, 1 bath, and separate living and dining areas, highlighted by 9-foot ceilings and abundant natural light throughout. All three units include modern kitchens featuring stainless steel appliances,

Michael Ng Mango Realty Group

Looking for the fun and convenience of city living but want a space that lives like a true home? Look no further - 1428 W Olive #2 has perfect blend of vintage charm and modern luxury on one of Andersonville's most beautiful and peaceful residential streets with all the spaces you'd enjoy in a single family home. This sun-drenched, completely renovated 3-bedroom, 2-bathroom + office/den/second

Jacqueline Patton Baird & Warner

HEART OF ANDERSONVILLE! Gorgeous south and east facing modern 2 bed + den, 2 bath condo with shared backyard and covered garage on a quiet tree-lined street. Beautifully renovated unit with high end LG appliances, Bosch dishwasher, newer LG Think full size stackable in-unit laundry. Refinished diagonal bleached oak flooring throughout, custom modern up/down blinds, and modern overhead lighting.

Michael Shin Coldwell Banker Realty

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,

James Sheehan Meridian Real Estate Chicago LLC

Lovingly maintained owner-occupied 2-flat in the heart of Andersonville offering incredible flexibility for investors, live-in owners, or multi-generational living. This spacious property features 5 bedrooms and 3 full bathrooms across two well-kept units and a basement filled with vintage charm, timeless character, and true pride of ownership. Generous room sizes, abundant natural light, and

Michael Donnelly Jameson Sotheby's Intl Realty

PLEASE NOTE: REACTIVATION DUE TO BUYER HOME SALE CONTINGENCY FALLING THROUGH (06/13/2026). Thoughtfully designed 4 bed / 3 bath duplex in boutique elevator building located in the heart of Andersonville. Spanning nearly 2,900 sq ft, this home offers a rare blend of scale, functionality, and modern luxury across two expansive levels and private exterior entrance. The main level is anchored by an

Laura Meier @properties Christie's International Real Estate

Nestled on the edge of the highly sought after Lakewood Balmoral neighborhood in Andersonville, this spacious and sunny 2BR condo plus den/office comes with on-site garage parking, air conditioning and in-unit laundry! It also has a wonderful layout featuring an oversized living room with fireplace and built-in shelving, an adjacent sunroom with airy tree-top views, a separate dining room which

Michael Hall Baird & Warner

Dreamy 1896 Victorian located in Andersonville just east of Clark Street. The vintage charm and delightful modern updates will make you feel right at home. All new super attractive, maintenance-free shingle siding, stained glass windows and vintage doors. Irresistible curb appeal and fresh landscaping. Enter the home and find all newly refinished white oak finish hardwood floors and fresh paint.

Elizabeth Amidon Jameson Sotheby's Intl Realty

So Bright You're Gonna Need Shades! Beautiful landscaped courtyard building on quiet street, Nestled between Edgewater/Andersonville this Top floor sun drenched condo-AND top floor means no upstairs neighbors! Open layout with gleaming natural cherry hardwood floors. Kitchen is open to living room for comfort and ease. Natural cherry 42" cabinets, with ample granite countertops and breakfast bar

Connie Abels RE/MAX Premier