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$199,999
2026012292 MLS
This is the Custer-Cosby house, and the pursuer of this property will become a next person in the fabled legacy from within these walls. The original front of the home is enhanced by its restoration. Behind the front rooms is an entirely fitting new build! The property is being marketed to the person who wants to make this house a home. The bones are good and the opportunities endless! There are architect floorplans that can be your layout design, or you may entirely reimagine it for your use. There is a good area for outdoor enjoyment with an interior yard porch that is inviting. This is best understood with a look for yourself!

111 E fourth, Madison

Listing courtesy of Legacy Land Use & Realty.

5184 N Us 421, Madison
$148,000
3 Beds ⋅ 1 Baths ⋅ 2026012275 MLS
Buyers, Investors or Renovators Bring your vision to this fixer-upper opportunity offering peaceful rural living while remaining a short distance from Madison’s hilltop and all the connivence of shopping and dining or drive down the hill to enjoy Madison’s historic downtown Main Street. This home has character and plenty of potential. Inside, you'll find built-in bookshelves, a bonus room with a fireplace/wood-stove insert, and the opportunity to open the space up and create one large living area that flows into the family room. Hardwood floors are believed to be underneath the carpet in the bedrooms, offering another opportunity to restore and enhance the home’s original character. Outside, enjoy a spacious yard surrounded by mature trees, a detached garage/workshop, ample parking, your own well, and a durable red metal roof. A great opportunity for an investor, renovator, or buyer looking to create a home with character while enjoying the space of rural living and convenient access to Madison. Being Sold As-IS.

5184 N Us 421, Madison

Listing courtesy of F.C. Tucker/Scott Lynch Group.

3335 N Quail Drive, Madison
$189,900
3 Beds ⋅ 2 Baths ⋅ 2026012213 MLS
Move-in ready and built for low-maintenance living! This 3-bed, 1-bath home features over 1,000 finished square feet, a functional floor plan, and major system upgrades—complete with a brand-new HVAC system and new water heater for peace of mind. Located on a quiet lot in Madison, this property offers incredible value. Don't wait—schedule a showing today!

3335 N Quail Drive, Madison

Listing courtesy of RE/MAX FIRST.

2315 Allen Street, Madison
$239,000
3 Beds ⋅ 1 Baths ⋅ 2026012265 MLS
This beautiful Bedford Stone house has 3 bedrooms and 1 bathroom. There is a large backyard with tremendous potential. The home offers original hardwood flooring. There is a nice deck off of the backside of the home. The home has an open concept layout, with a kitchen island included. The property is located within the neighborhood adjacent to Madison Junior/Senior high schools. This central hilltop location is a perfect fit for a classic home such as this one. Make it yours!

2315 Allen Street, Madison

Listing courtesy of Legacy Land Use & Realty.

410 Mouser St, Madison
$249,900
3 Beds ⋅ 2 Baths ⋅ 1729501 MLS
Welcome home to this move-in ready 3-bedroom, 1.5-bathroom gem offering the perfect blend of modern comfort and outdoor convenience right here in Madison! Step inside to find a fully equipped kitchen featuring a refrigerator, dishwasher, range, and garbage disposal, all complementing a highly functional floor plan. In the utility room there is a washer and dryer included. Behind the scenes, this home offers premium updates, including energy-efficient thermopane windows that flood the home with natural light and a water softener system. The exceptional living space extends outdoors! The sliding doors lead you out to a spacious concrete patio, ideal for weekend barbecues and morning coffee. Enjoy a fully fenced-in backyard that offers a secure area for children or pets to run free!

410 Mouser St, Madison

Listing courtesy of EXP Realty LLC.

410 Mouser Street, Madison
$249,900
3 Beds ⋅ 2 Baths ⋅ 2026011716 MLS
Welcome home to this move-in ready 3-bedroom, 1.5-bathroom gem offering the perfect blend of modern comfort and outdoor convenience right here in Madison! Step inside to find a fully equipped kitchen featuring a refrigerator, dishwasher, range, and garbage disposal, all complementing a highly functional floor plan. In the utility room there is a washer and dryer included. Behind the scenes, this home offers premium updates, including energy-efficient thermopane windows that flood the home with natural light and a water softener system. The exceptional living space extends outdoors! The sliding doors lead you out to a spacious concrete patio, ideal for weekend barbecues and morning coffee. Enjoy a fully fenced-in backyard that offers a secure area for children or pets to run free. Storage is never an issue thanks to the sizable outdoor storage shed. Whether you are a first-time homebuyer or looking to downsize, this meticulously maintained property is ready for you to move right in and make it your own!

410 Mouser Street, Madison

Listing courtesy of eXp Realty, LLC.

3343 E Sr 56, Madison
$159,900
2 Beds ⋅ 1 Baths ⋅ 2026011631 MLS
OWN A GETAWAY ON THE OHIO RIVER! This unique riverfront property offers an opportunity to own a vacation retreat, second home, short-term rental, or investment property just minutes from historic downtown Madison. Spend your mornings watching the river, afternoons boating, fishing or kayaking, and evenings relaxing or entertaining outdoors with the Ohio River as your backdrop. Inside, the home's efficient layout makes excellent use of its space with hardwood floors, abundant natural light, large windows framing the river views, flexible living areas and built-in Murphy beds that make accommodating overnight guests easy. Outside, enjoy multiple areas for relaxing and entertaining, a spacious deck, fenced yard, mature trees and direct access to the river. Whether you're looking for your own weekend escape, a place to share with family and friends, or a riverfront property with potential short-term rental use, this one delivers an experience that's difficult to duplicate at this price point. Come see what life on the Ohio River could look like.

3343 E Sr 56, Madison

Listing courtesy of SEGREST FLAHERTY REAL ESTATE G.

520 Seventh Street, Madison
$229,900
4 Beds ⋅ 2 Baths ⋅ 2026011160 MLS
Check out this great 4 bedroom 2 full bath home! Seller is offering a 3k credit towards flooring upgrades etc! Location! Detached garage! Spacious corner lot with a metal roof for peace of mind. Come take a look today!

520 Seventh Street, Madison

Listing courtesy of eXp Realty, LLC.

1667 E Wehner Drive, Madison
$189,900
3 Beds ⋅ 1 Baths ⋅ 2026011479 MLS
Move-In Ready & Energy-Efficient 3-Bedroom Ranch. Welcome to 1667 E Wehner Drive. 3-bedroom, 1-bathroom single-family home offers 1,101 sq. ft. on a 0.34-acre lot in the quiet Wehner Addition subdivision. What truly sets this property apart is the extensive list of high-ticket, structural upgrades designed for worry-free living and low utility bills: Roof & Flooring: A durable, low-maintenance metal roof was installed just 9 years ago, alongside beautiful updated flooring throughout most of the home. HVAC & Windows: Enjoy year-round comfort and efficiency with a central HVAC system and replacement windows—all less than 10 years old. Superior Insulation: The crawl space is fully insulated, and the attic has been insulated well above standard requirements, ensuring maximum energy savings. Outside, the yard provides opportunities for gardening, pets, or outdoor entertaining. Located just minutes from historic downtown Madison, local shopping, and Clifty Falls State Park, this home is perfect for first-time buyers, downsizers, or savvy investors. Schedule your showing today before it's gone!

1667 E Wehner Drive, Madison

Listing courtesy of XO Realty, Inc.

1924 Locust St, Madison
$129,900
3 Beds ⋅ 1 Baths ⋅ 1727969 MLS
Don't miss this 3BR/1BA home in the desirable Hilltop area of Madison, IN! Offering 1,040 sq ft of living space, this property is a fantastic value. Features include energy-efficient thermopane windows, an attached 1-car garage, and a full bath with a shower/tub combo. The kitchen comes equipped with a refrigerator, oven, and range top, plus the washer and dryer stay! Enjoy outdoor living in the fully fenced backyard, complete with a convenient storage shed. Perfect for downsizers, or investors. Schedule your tour today!

1924 Locust St, Madison

Listing courtesy of EXP Realty LLC.

1924 Locust Street, Madison
$129,900
3 Beds ⋅ 1 Baths ⋅ 2026011282 MLS
Don't miss this 3BR/1BA home in the desirable Hilltop area of Madison, IN! Offering 1,040 sq ft of living space, this property is a fantastic value. Features include energy-efficient thermopane windows, an attached 1-car garage, and a full bath with a shower/tub combo. The kitchen comes equipped with a refrigerator, oven, and range top, plus the washer and dryer stay! Enjoy outdoor living in the fully fenced backyard, complete with a convenient storage shed. Perfect for downsizers, or investors. Schedule your tour today!

1924 Locust Street, Madison

Listing courtesy of eXp Realty, LLC.

2518 Franks Drive, Madison
$242,400
3 Beds ⋅ 1 Baths ⋅ 2026011435 MLS
Motivated Seller- Schedule a showing today! Conveniently located on Madison's Hilltop this 3 BD, 1 BA home has several updates... Metal Roof (2021/2026),Bathroom 2021, Refrigerator 2022, Dishwasher 2025, Garage Door Opener 2025 and updated flooring. PLUS- the 12 x 23 shed has a full working bathroom and living space with window ac and electric heater- would make a great office/hangout! Enjoy this large lot with a small creek running though it plus wooded land and fenced back area for pets. Just minutes away from shopping, hospital, schools and historic Madison. Motivated Seller so schedule a showing today!

2518 Franks Drive, Madison

Listing courtesy of eXp Realty, LLC.

2241 Seneca Drive, Madison
$219,999
3 Beds ⋅ 2 Baths ⋅ 2026010596 MLS
This spacious 3-bedroom, 1.5-bath home offers a practical layout with plenty of living space. The standout feature is the location, as the property sits right against Clifty Falls State Park, giving you quick access to trails and nature. Inside, the house feels open and functional, making it a great fit for anyone wanting a solid home with an incredible backyard extension. You can cross new roof off your to do's because the roof is just under 3 years old. It is a quiet, convenient spot that lets you enjoy the connivence of being located on Madison's hilltop!

2241 Seneca Drive, Madison

Listing courtesy of Legacy Land Use & Realty.

411 W State Street, Madison
$189,900
3 Beds ⋅ 1 Baths ⋅ 2026011097 MLS
Offering 1,348 square feet of living space, this 3-bedroom, 1-bath home provides plenty of flexibility to fit your needs. The converted garage creates a spacious bonus room that could serve as a second living area, home office, or potential 4th bedroom. Major updates include a newer HVAC system, windows approx. a year old, and a roof approximately 8 years old. Outside, enjoy a private, fully fenced backyard—perfect for pets, outdoor activities, or simply relaxing. A solid opportunity with versatile living space and room to make it your own!

411 W State Street, Madison

Listing courtesy of F.C. Tucker/Scott Lynch Group.

413 Bellaire Drive, Madison
$209,900
3 Beds ⋅ 2 Baths ⋅ 2026011045 MLS
Check out this 3-bedroom, 1.5-bath home hardwood floors, a newer roof, and newer HVAC. It has a very nice porch to enjoy as well. The home may need a little TLC, but with some care and personal touches, it has the potential to become a wonderful home. A great opportunity for buyers looking to add their own style and value. Come take a look and imagine the possibilities!

413 Bellaire Drive, Madison

Listing courtesy of Coldwell Banker Harrell & Asso.

234 Hargan Drive, Madison
$239,900
3 Beds ⋅ 2 Baths ⋅ 2026010971 MLS
NEW PRICE $239,900! Spacious, updated, and full of character, this Bedford stone home offers over 1,800 square feet of living space in Madison's established Highland Heights neighborhood. Situated on a corner lot near Anderson Elementary, shopping, dining, and everyday conveniences, this 3 bedroom, 1.5 bath home has more space than you might expect. Inside, you'll find a spacious living room with a decorative accent wall and a separate bonus room featuring a wood burning fireplace, perfect for a family room, home office, playroom, or hobby space. New vinyl plank flooring extends through the kitchen, dining room, laundry room, and hallway. Additional updates include a newer furnace, updated lighting, several replacement windows, a completely renovated half bath, and an updated full bath that keeps its vintage tile charm. The oversized laundry room provides plenty of additional storage and functionality. All kitchen appliances remain, and a new stainless steel side by side refrigerator will be installed prior to closing. The living room desk also remains. With its Bedford stone exterior, flexible living spaces, recent updates, and convenient Madison location, this home has plenty to offer at its new price.

234 Hargan Drive, Madison

Listing courtesy of Schuler Bauer Real Estate Services ERA Powered (N.

605 Walnut Street, Madison
$244,998
2 Beds ⋅ 2 Baths ⋅ 202609995 MLS
Positioned within walking distance to Downtown Amenities, this move-in-ready Federal-style residence presents a compelling opportunity to capitalize on ongoing neighborhood investment and appreciation. The home successfully balances historic character with thoughtful modern updates, offering both authenticity and functionality. Key features include main floor updated kitchen appliances, living room, fireplace, dining room area, and half bath. Tall Ceilings, and finished painted hardwood floors that create a bright, durable living environment. A notably spacious, dry cellar provides flexible-use space not found in comparable Madison properties, ideal for a bonus room, work out space, or a secret "Speak Easy" space. The upper-level has an additional living or lounge area, both bedrooms, and a full bathroom - Enhancing the home's versatility from Owner Occupied, to Bed & Breakfast! Lots of possibilities. Outside, a fully fenced backyard offers multiple seating and entertainment spaces, including the covered Patio, and complemented by a storage barn for added convenience.

605 Walnut Street, Madison

Listing courtesy of RE/MAX FIRST.

2510 Franks Drive, Madison
$170,000
2 Beds ⋅ 1 Baths ⋅ 202609418 MLS
Looking for a home with a fenced yard and a 2 car garage? This 2 bedroom, 1 bath home on Madison’s hilltop has both. Enjoy a backyard with room for pets, gardening, or evenings outside, plus a detached garage with plenty of space for parking and storage. The location keeps you close to shopping, dining, and everything Madison’s hilltop has to offer. Come take a look and see how you could make this home your own.

2510 Franks Drive, Madison

Listing courtesy of eXp Realty, LLC.

1041 W MAIN Street, Madison
$189,900
2 Beds ⋅ 1 Baths ⋅ 202609317 MLS
TERRIFIC SECOND HOME OR WEEKEND PLACE IN HISTORIC DOWNTOWN MADISON,IN. FORMERLY COZY COTTAGE AIR B&B. CLOSE TO THE HERITAGE TRAIL, DOWNTOWN SHOPPING, CLIFTY FALLS STATE PARK OR THE OHIO RIVER FRONT. GREAT OPPORTUNITY! SUBJECT TO SELLER CLOSING ON A SPECIFIC HOME THAT THEY CURRENTLY HAVE AN ACCEPTED OFFER. SELLERS ARE LEAVING MUCH OF THE PERSONAL PROPERTY BUT PLESASE SEE ATTACHMENT WITH THAT LIST. WALL HEATER IN BA NOT WORKING.

1041 W MAIN Street, Madison

Listing courtesy of Real Estate Inc.

512 E Main Street Unit 1, Madison
$199,900
1 Beds ⋅ 1 Baths ⋅ 202608700 MLS
Experience downtown living at its finest in this sunny first-floor condo located in a beautiful historic building on Main Street in Madison. Offering approximately 1,000 square feet, this charming condo features soaring 12-foot ceilings throughout, creating a bright and spacious atmosphere. The large one-bedroom, one-bath layout includes a walk-in shower, inviting family room with a fireplace, and a charming eat-in kitchen perfect for everyday living. Additional highlights include bonus exterior storage space, shared patio area, off-street parking, and several newer appliances. Conveniently located just steps from local shops, restaurants, wineries, popular festivals, and the scenic Ohio River, this condo offers the perfect blend of historic charm and downtown convenience. A must-see opportunity!

512 E Main Street Unit 1, Madison

Listing courtesy of F.C. Tucker/Scott Lynch Group.

931 W Main Street, Madison
$219,900
2 Beds ⋅ 2 Baths ⋅ 202608635 MLS
Charming two-story home located in the heart of downtown Madison! This well-maintained property offers 2 bedrooms, 2 full baths, a spacious living room, cozy family room, large laundry room, separate dining area, and an inviting kitchen with plenty of space for everyday living. Enjoy relaxing on the covered front porch with Main Street views. Take advantage of alley access to the backyard with convenient off-street parking. Recent updates include a newer roof approximately 5 years old and Thermopane windows throughout. Just a short walk to downtown shops, local eateries, wineries, and the picturesque Ohio River waterfront, this home combines comfort, convenience, and small-town charm in an ideal location.

931 W Main Street, Madison

Listing courtesy of F.C. Tucker/Scott Lynch Group.

2159 Lanier Drive, Madison
$219,000
2 Beds ⋅ 2 Baths ⋅ 2025013009 MLS
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 blends comfort, character, and convenience in a great location on the hilltop. Schedule your showing today.

2159 Lanier Drive, Madison

Listing courtesy of Century 21 River Valley.

707 Walnut Street, Madison
$114,900
2025012675 MLS
Open to interpretation!! How shall this property be finished? The preservation organization succeeded in stabilizing and beatifying its original footprint! This cottage needs to be made cozy by an individual ready to give it its layout and design. There are preservation covenants, held by Indiana Landmarks, with this property.

707 Walnut Street, Madison

Listing courtesy of Legacy Land Use & Realty.

1122 W Second Street, Madison
$250,000
2 Beds ⋅ 2 Baths ⋅ 2025012327 MLS
Motivated Seller...added NEW Privacy Fence, NEW Bedroom Windows and don't miss the River View from Front Porch! Check out this charming and fully renovated home with a new rear 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, Water Heater and Stainless Appliances. AND great location to Marina and less than a block walking distance to the Heritage Trail and Connector to Clifty State Park! Schedule a showing today!

1122 W Second Street, Madison

Listing courtesy of eXp Realty, LLC.