Madison, IN Homes for Sale under $300,000

Experience downtown Madison living in this 2 bedroom, 2 bath townhouse surrounded by the shops, restaurants, and charm that make the area so desirable. The living room opens to a private balcony, creating a great space to unwind or entertain. The kitchen features a large breakfast bar and a convenient pull-out pantry, while the dining room offers an additional pantry for extra storage. A 2 car

Jim Pruett eXp Realty, LLC

Beautiful weekend retreat with a fully usable cabin. This great weekend getaway is perfect for a family camp or the annual deer camp. The off-grid cabin is powered by a generator with inverter/charger battery backup, composting toilet, woodburning stove, mini split AC/heat unit and a 100-gallon cistern tank for water. The property has a nice entrance with a gravel lane and parking. The terrain

Rob Haubry Geswein Farm & Land Realty

2 story home in the heart of downtown Madison. Located in a community recognized by USA Today as the #1 Small Town in the Midwest, this property perfectly blends timeless character with thoughtful modern updates. The recently renovated kitchen features new cabinetry, updated fixtures, and quality butcher block countertops, creating a warm and inviting space ideal for everyday living and

Jason Clifton F.C. Tucker/Scott Lynch Group

Welcome HOME to 2235 Hargan Drive! Hilltop Location in Madison, Indiana! This property has never before been offered on the market and features a unique layout with an impressive amount of square footage. The home includes 3 bedrooms, 2 bathrooms, a formal dining room, living room, family room, and an additional bonus room that provides flexible space for your needs. A rare feature of this home

Casey Kovener-Elkins Kovener & Associates Real Esta

Beautiful home Located on Madison's hilltop. Covered front porch for morning coffee on this 1.5 story home on a cul-de-sac close to everything. Living room. Kitchen w/appliances to stay. Formal dining. Main bedroom on first level and 2 bedrooms upstairs, one being used currently as second living area . Utility room w/washer and dryer to stay. Great pergola back deck for entertaining. Fenced in

Marsha Berna Jack Bridgewater Real Estate

built in 1848 this brikc and frame 4 br 1.5 BA home is on a quiet street in the heart of downtown Historic Madison, IN Close to schools and shopping. This home has not been on the market in over 50 years. There is an attached shed with alley access pkerfect for storage, hobbies and a golf cart. 8 x 20 covered front porch. Wrought iron fencing(TOD) transfer on death to 3 sons. Selling as is and

David Jenkins

Charming Hilltop Brick Home that backs up to the State Park! This 3 bedroom, 2 bath residence offers a wonderful opportunity to make it your own. The main bedroom includes a private full bath, while the formal dining room, cozy kitchen with second dining area and spacious living room provide plenty of room for everyday living and entertaining. Step out from the living room onto the covered back

Jim Pruett Exp Realty

WOW — FIVE bedrooms on ONE level! Yes, please!! This spacious ranch-style home at 406 Mouser St in Madison offers a rare combination of size, layout, and location. Featuring 5 bedrooms and 2 full bathrooms, this home is perfect for those needing room to spread out — all with the convenience of single-level living. You’ll love the living room PLUS a separate family room, giving you flexible space

Casey Kovener-Elkins Kovener & Associates Real Esta

Charming and newly renovated home with fresh paint, updated flooring, and a sleek modern kitchen offers the perfect blend of comfort and functionality. The home offers 2 BD/2BA and a bonus room upstairs that can be a 3rd BD with spacious storage. The unfinished basement offers excellent potential for additional living space, making this home a fantastic opportunity with room to grow. This home

Tasha Jenkins Century 21 River Valley

This one owner two story brick home is located on a dead end street with Clifty Falls State Park as it's back drop. Enter the covered porch to a open staircase which leads to a landing with built-in bookcases. Spacious rooms with a nice flow through out the home. 4 Bedroom, 2-1/2 baths on a quiet street convenient to hilltop amenities and minutes from downtown Historic Madison. Enjoy outdoor

Brenda Eversole Century 21 River Valley

Step back in time with this all-brick Federal-style home built in 1840, ideally located in historic downtown Madison, Indiana. Rich with character and classic architectural charm, this 3-bedroom, 1 full and 1 half bath residence offers a rare opportunity to restore and personalize a true piece of Madison’s history. The home features timeless brick construction, a detached one-car garage, and a

Scott Lynch F.C. Tucker/Scott Lynch Group

Country Living with Convenience! Enjoy the best of both worlds with this brick 3 bedroom, 1.5 bath home situated in a rural setting, yet just 10 minutes from Madison's hilltop and about an hour from both Columbus and Jeffersonville, IN. The home offers multiple living spaces with a living room, family and a sunroom making this great for gatherings. The converted garage now serves as a spacious

Jim Pruett EXP Realty LLC

Built in 2023, this stunning 1,330 sq ft modern home perfectly blends contemporary comfort with the charm of downtown living. Located in the heart of Madison’s historic district, you’ll enjoy being just steps from boutique shops, local restaurants, wineries, and the city’s beloved festivals and year-round events. This newer construction features a bright, open-concept floor plan filled with

Christi Sauley-Kernen F.C. Tucker/Scott Lynch Group

Quaint 2-bedroom, 1-bath home situated on 2 peaceful acres, offering space and versatility both inside and out. The home features a large living room with newer carpet and updated windows that provide great natural light. A full unfinished basement offers excellent storage or potential for future expansion. Outside, you’ll find a nice-sized barn and a detached garage, ideal for equipment,

Nancy Sobeck F.C. Tucker/Scott Lynch Group

Beautiful home on 2.19 acres with park like setting. Home was custom built with high end finishes and unique features throughout. Large master bath with walk-in shower. Home is open concept with lots of natural light. Sunroom is useable year round with lots of windows. Garage is a 2+ car with heat and tons of storage. Well manicured yard with mature trees. Call today!!!

JR Harrell Coldwell Banker Harrell & Asso

2099 E Gardner Ln in Madison is not a "fixer" upper. It is a "finish" upper. This 4 bedroom, 2 bath home offers 1,560 square feet and is ready for someone to come in and finish what has already been started. Several updates have been completed within the last 10 years, including a large addition to the back of the home. This addition expanded the kitchen, creating a more open layout with plenty

Cathy Jackson Schuler Bauer Real Estate Services ERA Powered (N

Experience downtown Madison living in this 2 bedroom, 2 bath townhouse surrounded by the shops, restaurants, and charm that make the area so desirable. The living room opens to a private balcony, creating a great space to unwind or entertain. The kitchen features a large breakfast bar and a convenient pull-out pantry, while the dining room offers an additional pantry for extra storage. A 2 car

Jim Pruett EXP Realty LLC

Enjoy a beautiful Indiana sunset on the back deck of this remodeled 3 BR 2 Full bath home situated on 1.72 country acres! This home features newer floors, paint, light fixtures, HVAC, water heater, metal roof, windows, ceiling fans, and baths in 2020 and stove/dishwasher 2025; 8x10 front deck; 8x10 side deck off the laundry room adjoins the 10x30 rear deck off the kitchen; for the history buff an

Rae Jean Austin RE/MAX Preferred Group

Looking for a home with a large lot on the City of Madison's hilltop? Here it is! This home has lots of extras and is located on a dead end street with a 0.88 acre (+/-) lot. That home has had many recent updates. The large site also includes a 1 car detached garage with electricity, a 20' x 21' detached 2 car carport with electricity and full RV Hookup with a 19' x 31' concrete pad, water,

Becky Law

Located on Historic Madison's main street. A short walk to the riverfront, heritage trail, festivals, concerts, shopping and dining. Featuring 2 bedrooms, two updated baths and updated kitchen with granite counter top and all appliances. Possible third bedroom, den or office.Custom made wormy pine flooring from Tiny Timber in entry, kitchen and dining. Large entry from covered porch. 15 x 16

Brenda Eversole Century 21 River Valley

Welcome to this cozy and inviting 3-bedroom, 2 full bath ranch featuring an open floor plan designed for comfortable living and easy entertaining. The versatile layout offers potential for a 4th bedroom or private in-law suite with its own entrance off the patio—perfect for guests, extended family, or a home office. Both full bathrooms were tastefully updated in 2021. The hallway bath includes a

Penny Koehler F.C. Tucker/Scott Lynch Group

This beautifully updated home offers comfort, function, and thoughtful improvements throughout. Major updates completed in summer 2025 include a new HVAC system (inside and out), freshly updated flooring, sealed driveway, and a refreshed kitchen with brand-new appliances. The converted garage now serves as a spacious dining area, adding valuable living space and a large built-in storage closet

Rachel Avery

Check out this charming and fully renovated home with a new addition, covered patio and garage in Downtown Historic Madison, Indiana! A traditional Shotgun home converted into more functional living style with solid wood floors, full tile bath and half bath, new kitchen with granite counters and a great courtyard-outdoor living area between the home and garage. This home has all new Roof, HVAC,

Robin Mingione eXp Realty, LLC

Welcome to this delightful 3-bedroom, 1.5-bath ranch-style home nestled on Madison’s hilltop in a peaceful neighborhood near the Rucker Sports Complex. The charming Bedford stone front and single-level layout create timeless curb appeal and easy living. Inside, you’ll find a spacious eat-in kitchen with a dining area that opens through French doors to a large back deck—perfect for entertaining or

Patrick Lynch F.C. Tucker/Scott Lynch Group

Well-maintained and thoughtfully designed, this home offers higher-end finishes and a larger lot than much of the new construction being built today. The open floor plan features 3 bedrooms and 2 full baths, complemented by beautiful trim work and eye-catching coffered ceilings that add character and warmth throughout the main living spaces. Step outside to a fully fenced backyard with a generous

Austin Ketcham eXp Realty, LLC

RIVER TIME is just ahead of us, and this place is a haven for observing the beauty of it all. And you have access to it! This home is sweet and functionally impressive. This square footage is truly put to work with customizations such as with its two built in Murphy beds. These allow spaces to be convertible for when there's company! The Murphy beds are queen and king size, and these are in rooms

Jessica Butler

Country living with room to grow! This charming 3-bedroom, 1-bath home sits on a peaceful 2.12-acre setting, offering the perfect blend of privacy and potential. The full basement is already plumbed and wired for an additional bathroom and features its own exterior entrance—ideal for future living space, a guest suite, or recreation area. Outside, you’ll find an impressive 40x30 detached garage,

Tony Bilz F.C. Tucker/Scott Lynch Group