Historic Homes for Sale in Bloomington, IN

This beautifully maintained 1930s bungalow on Bloomington’s desirable south side offers a combination of historic character, modern updates, and flexible use potential. From the inviting wrap-around front porch, step into an interior with original painted hardwood floors and tall ceilings. The spacious living room opens to a formal dining room complete with a built-in China cabinet perfect for

Lucas Teague RE/MAX Acclaimed Properties

Welcome to The Sullivan, an exclusive new condominium address on Kirkwood Avenue, ideally situated between Bloomington's historic Courthouse Square and the Indiana University campus. Thoughtfully designed for residents who value refined living, walkable convenience, and timeless style, The Sullivan brings an elevated residential experience to the heart of Bloomington. Each of the eight

Alex Root FC Tucker/Bloomington REALTORS

Discover timeless charm blended seamlessly with modern convenience in this beautifully renovated historic home, built in 1866 and proudly standing as part of Bloomington’s rich heritage. This one-of-a-kind property offers the best of both worlds—classic architectural details and contemporary upgrades designed for today’s lifestyle. From the moment you arrive, the home's curb appeal and generous

Quinton Mayo FC Tucker/Bloomington REALTORS

Welcome to The Sullivan, an exclusive new condominium address on Kirkwood Avenue, ideally situated between Bloomington's historic Courthouse Square and the Indiana University campus. Thoughtfully designed for residents who value refined living, walkable convenience, and timeless style, The Sullivan brings an elevated residential experience to the heart of Bloomington. Each of the eight

Alex Root FC Tucker/Bloomington REALTORS

Welcome home to this beautifully maintained 2-bedroom, 1-bath limestone charmer offering 1,393 square feet of inviting living space — plus an additional bonus room ready to become whatever your heart desires: home office, guest room, hobby space, or cozy den. Bonus: Although home has carpet, seller believes there is likely hardwood throughout. Seller is also offering a Home Warranty with the home

Angela Hall New Start Home Realty LLC

Welcome to 2578 S Flat Rock Road — where comfort, convenience, and natural beauty come together. This well-maintained home offers 1344 square feet of inviting finished living space in a peaceful setting overlooking the historic Woolery Mill and its Saturday Farmer's Market. Enjoy scenic views and a sense of privacy while still being just minutes from local amenities. Recent updates include a

Michelle Papp RE/MAX Acclaimed Properties

Welcome to The Sullivan, an exclusive new condominium address on Kirkwood Avenue, ideally situated between Bloomington's historic Courthouse Square and the Indiana University campus. Thoughtfully designed for residents who value refined living, walkable convenience, and timeless style, The Sullivan brings an elevated residential experience to the heart of Bloomington. Each of the eight

Alex Root FC Tucker/Bloomington REALTORS

Perched on a gentle hill with private, romantic views, this iconic cross-gabled Bloomington home is a timeless masterpiece. With original wood floors and trim, soaring ceilings, and expansive windows, it’s full of character and light, offering lasting craftsmanship and endless potential. The existing layout is perfectly livable, yet its multiple entrances and flexible configuration offer endless

Megan Somers Glenn RE/MAX Acclaimed Properties

Discover historic charm and peaceful nature at this prime east side location, just east of Indiana University and near the new IU Health Bloomington Hospital. This historical schoolhouse—the Poplar Grove School—offers over 4,300sqft of freshly painted space with new carpet, split between two levels, each featuring restrooms and a kitchenette. The layout comprises 10 office spaces, an open common

Heather Groves Sterling Real Estate

Welcome to The Sullivan, an exclusive new condominium address on Kirkwood Avenue, ideally situated between Bloomington's historic Courthouse Square and the Indiana University campus. Thoughtfully designed for residents who value refined living, walkable convenience, and timeless style, The Sullivan brings an elevated residential experience to the heart of Bloomington. Each of the eight

Alex Root FC Tucker/Bloomington REALTORS

Welcome to 339 S Fairview Street — a thoughtfully updated 5-bedroom, 4.5-bathroom home that effortlessly blends 19th-century charm with 21st-century convenience. Nestled in the historic Prospect Hill neighborhood just blocks from downtown and the B-Line Trail, this beautifully renovated property offers over 2,400 square feet of flexible living space—perfect for multi-household living, investors,

Theresa Sicinski RE/MAX Acclaimed Properties

Located in Elm Heights and half a block from Bryan Park, this 1920 Dutch Colonial Craftsman home has a fantastic location that is walkable to Indiana University. This beautifully maintained home has had a lovely kitchen update with hand crafted custom cabinetry. The delightful gourmet kitchen with island and extensive built-ins lead to the screened porch on the back of the home. Great for

Kristen Tallent Stellar Realty Group

Welcome to The Sullivan, an exclusive new condominium address on Kirkwood Avenue, ideally situated between Bloomington's historic Courthouse Square and the Indiana University campus. Thoughtfully designed for residents who value refined living, walkable convenience, and timeless style, The Sullivan brings an elevated residential experience to the heart of Bloomington. Each of the eight

Alex Root FC Tucker/Bloomington REALTORS

Welcome to The Sullivan, an exclusive new condominium address on Kirkwood Avenue, ideally situated between Bloomington's historic Courthouse Square and the Indiana University campus. Thoughtfully designed for residents who value refined living, walkable convenience, and timeless style, The Sullivan brings an elevated residential experience to the heart of Bloomington. Each of the eight

Alex Root FC Tucker/Bloomington REALTORS

Welcome to The Sullivan, an exclusive new condominium address on Kirkwood Avenue, ideally situated between Bloomington's historic Courthouse Square and the Indiana University campus. Thoughtfully designed for residents who value refined living, walkable convenience, and timeless style, The Sullivan brings an elevated residential experience to the heart of Bloomington. Each of the eight

Alex Root FC Tucker/Bloomington REALTORS

Welcome to Maxwell Lane, one of Bloomington's oldest homes, originally owned by the distinguished Dr. Maxwell who had an instrumental part in founding Indiana University. This three-story home is original to Elm Heights and blends Bloomington’s historic charm with modern upgrades, creating a home that is both storied and eco-conscious. The main level features a spacious living room with expansive

Cortney Walcott Century 21 Scheetz - Bloomington

Charming 2-bedroom, 1-bath bungalow in the highly sought-after Prospect Hill neighborhood, just minutes from downtown Bloomington and Indiana University. This 1,092 sq ft home offers beautiful hardwood floors and a bright, inviting layout with a natural flow between the living and dining areas—ideal for both everyday living and entertaining. Recent updates include new carpet in both bedrooms,

Amy Kopp RE/MAX Acclaimed Properties