Madison Homes under $300,000

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.

$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.

$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.

$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.

$269,900

3 Beds ⋅ 2 Baths ⋅ 2026012233 MLS

Welcome to this beautifully maintained 3-bedroom, 2 full bath home situated on a desirable corner lot in Madison’s hilltop area, just two blocks from the junior high and high schools. Thoughtfully updated and cared for, the home offers an inviting open-concept layout with fresh paint, recessed lighting, ceiling fans, and a mix of refinished hardwood, carpet, and tile flooring. The spacious primary bedroom features a walk-in closet with built-in organizers, while the remodeled full bath and convenient half bath add comfort and functionality. The kitchen flows easily into the living and dining areas and includes the refrigerator, range, and dishwasher. A fireplace offers the option for ventless gas logs, and the breezeway provides a convenient laundry area with washer and dryer. Outside, enjoy established landscaping, mature trees, a privacy-fenced backyard, and large deck—perfect for relaxing or entertaining. Recent improvements include a new water heater in December 2025, new furnace blower motor, thermostat and three control boards in 2026, plus a remodeled bathroom. Additional features include a newer roof, replaced main water and sewer lines, crawl space vapor barrier and sump pump, LeafFilter gutter guards, and double-hung windows with lifetime guarantees. Move-in ready and conveniently located near schools, shopping, and downtown Madison, this home offers comfort, convenience, and thoughtful updates throughout.

709 Montclair Street, Madison

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

$299,900

3 Beds ⋅ 2 Baths ⋅ 2026012110 MLS

Discover the charm of this beautifully renovated historic home nestled in Downtown Madison. Offering 3 bedrooms, 2 full baths, and 2,080 sq. ft. of living space, this home blends timeless character with thoughtful updates. The remodeled galley kitchen features butcher block countertops, black stainless steel appliances, and a unique hidden wine cellar/reading nook. An expansive family room provides the perfect gathering space, complete with a new gas-log fireplace. The spacious primary suite includes a private sitting room and beautifully updated bath with heated floors for an added touch of luxury. Outside, enjoy two private courtyard areas for relaxing or entertaining. Conveniently located on the north side of Downtown Madison, you're just a short stroll from local coffee shops, boutiques, restaurants, and the scenic Ohio River. This Madison gem is one you won't want to miss!

738 Michigan Road, Madison

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

$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.

$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.

$269,000

3 Beds ⋅ 2 Baths ⋅ 2026011867 MLS

Completely remodeled and move-in ready, this downtown home offers the feel of new construction with the character of its historic setting. The extensive remodel includes a new roof, windows, HVAC, wiring, plumbing, siding, and front and rear covered porches. The thoughtfully designed interior features a spacious second-floor primary suite with access to a Jack-and-Jill bathroom shared with an additional bedroom, plus convenient laundry. The stylish kitchen offers stainless steel appliances and a granite island. Located in Madison’s historic district, just one block from Lydia Middleton Elementary School and within easy walking distance of downtown shops, restaurants, and more. This beautifully updated home is ready for its next chapter!

725 W Third Street, Madison

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

$269,000

3 Beds ⋅ 2 Baths ⋅ 2026011865 MLS

Completely remodeled and move-in ready, this downtown home offers the feel of new construction with the character of its historic setting. The extensive remodel includes a new roof, windows, HVAC, wiring, plumbing, siding, and front and rear covered porches. The thoughtfully designed interior features a spacious second-floor primary suite with access to a Jack-and-Jill bathroom shared with an additional bedroom, plus convenient laundry. The stylish kitchen offers stainless steel appliances and a granite island. Located in Madison’s historic district, just one block from Lydia Middleton Elementary School and within easy walking distance of downtown shops, restaurants, and more. This beautifully updated home is ready for its next chapter!

723 W Third Street, Madison

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

$290,000

4 Beds ⋅ 2 Baths ⋅ 2026011732 MLS

Looking for a property that offers space, privacy, and plenty of possibilities? Welcome to East Schafer Lane in Madison, Indiana! Tucked away on a quiet dead-end road and surrounded by mature trees, this home offers a peaceful setting with the convenience of being just a short drive from downtown Madison, local shopping, dining, schools, and everyday amenities. The flexible layout features two private entrances, creating options for separate living quarters, multi-generational living, a home office setup, or potential income-producing space. Whether you're searching for a home with room to spread out, space to accommodate changing needs, or a property you can make your own, this one offers versatility in a great Madison location. Enjoy the privacy of the tree-lined setting while staying within easy reach of everything this historic river town has to offer. Come explore the possibilities! Square footage and room sizes are approximate; buyer to verify.

235 E Schafer Lane, Madison

Listing courtesy of NextHome Wilson Real Estate.

$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.

Madison Homes under $300,000

Newest Madison Homes under $300,000