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2020 Galway Trail S, Madison
$365,000
3 Beds ⋅ 2 Baths ⋅ 2026011948 MLS ⋅ ACTIVE Status
Interior Features: Move-In Ready Updates: Enjoy peace of mind with a brand-new HVAC system and fresh interior paint throughout. Thoughtful Layout: The popular split floor plan provides maximum privacy for the primary suite. Refined Finishes: Highlights include rich wood flooring, elegant crown molding, custom cabinetry, and sleek stainless steel appliances. Outdoor Living & Yard: Outdoor Oasis: Step out onto the covered porch and spacious brick patio—perfect for entertaining or quiet morning coffee. Fully Equipped Yard: The large backyard features raised garden beds ready for your green thumb and a charming yard barn for extra storage. Whether you're relaxing inside surrounded by high-end finishes or enjoying the spacious backyard, this move-in-ready home has it all. Schedule your showing today before it's gone!

2020 Galway Trail S, Madison

3050 Clifty Drive, Madison
$1
2026011914 MLS ⋅ ACTIVE Status
Position your business or investment along one of Madison’s primary commercial corridors at 3050 Clifty Drive. This highly visible property offers excellent exposure with a traffic count of more than 15,000 vehicles per day and a newly installed commercial approach providing convenient access to the site. Located approximately 60 minutes from Louisville and just 10 minutes from Historic Downtown Madison, the property benefits from both strong local traffic and Madison’s growing tourism economy. Madison has received national recognition as one of the Midwest’s best small towns, helping make the area an increasingly attractive destination for visitors, businesses, and investment. The property offers flexibility for a variety of commercial uses and development opportunities. The seller is willing to consider multiple deal structures, including a traditional sale, build-to-suit opportunities, or a long-term land lease. Whether you're looking for a high-visibility location for your business, a development site, or a long-term commercial investment, 3050 Clifty Drive presents a unique opportunity in one of Southern Indiana’s most active markets. Contact us today to discuss the property, potential development options, and available deal structures.

3050 Clifty Drive, Madison

410 Mouser Street, Madison
$249,900
3 Beds ⋅ 2 Baths ⋅ 2026011716 MLS ⋅ ACTIVE Status
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

725 W Third Street, Madison
$269,000
3 Beds ⋅ 2 Baths ⋅ 2026011867 MLS ⋅ ACTIVE Status
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

723 W Third Street, Madison
$269,000
3 Beds ⋅ 2 Baths ⋅ 2026011865 MLS ⋅ ACTIVE Status
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

239 Sunrise Drive, Madison
$399,900
3 Beds ⋅ 3 Baths ⋅ 2026011848 MLS ⋅ ACTIVE Status
Welcome to 239 Sunrise Drive in historic Madison, Indiana! Located in desirable Sunrise Falls Estates, this home is nestled in a welcoming community where neighbors are often out walking or cruising by on golf carts. This spacious 3-bedroom, 2.5-bath ranch offers approximately 2,580 sq ft of finished living space with plenty of room to gather and entertain. The main level features a spacious kitchen with an island and pantry, a formal dining area, and inviting living spaces filled with natural light. A desirable split-bedroom floor plan provides privacy, with the primary suite offering a peaceful retreat complete with an updated en-suite bath and dual-sink vanity. Two additional generously sized bedrooms and a full bath complete the main level. The finished lower level offers even more living space and features newly installed laminate flooring. A large family room is anchored by a striking stone wood-burning fireplace, creating the perfect setting for movie nights, entertaining, or simply relaxing at home. A convenient half bath and laundry area are located just off the family room, while the adjacent foyer provides direct access to the spacious two-car garage. Outside, enjoy generous front and rear decks along with a newly fenced yard, ideal for pets, play, entertaining, or simply enjoying the outdoors. A newly added storage shed provides additional space for lawn equipment, tools, bikes, and more. Schedule your private showing today!

239 Sunrise Drive, Madison

235 E Schafer Lane, Madison
$280,000
4 Beds ⋅ 2 Baths ⋅ 2026011732 MLS ⋅ ACTIVE Status
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

3100 Clifty Drive, Madison
$1,700,000
2026011800 MLS ⋅ ACTIVE Status
Buildings & Land Only! Multi-Building Commercial Property with Valuable Acreage – Madison, IN. Looking for space, flexibility, and room to build your vision? This 14.21-acre commercial property, now offered at $1,700,000, delivers exceptional potential with 350 feet of road frontage, multiple buildings, and expansive undeveloped acreage ready for future development. The 13,063 sq. ft. main building provides a strong operational foundation with a large showroom, warehouse space, mezzanine storage, and a finished apartment that can easily transition into office, manager quarters, or specialized operational space. With a 22x19 living room, 17x14 kitchen- complete with appliances, dishwasher, and bar area, 15x13 bedroom, 9x8 full bath, 17x9 office, and laundry/utility area, it offers comfort, convenience, and privacy. Opportunities like this don’t come often — the property is ready for your vision, and tours are encouraged to fully appreciate the scope and potential. Two additional structures expand the versatility: a 10,560 sq. ft. warehouse & 10,285 sq. ft. warehouse with a 480 sq. ft. lean-to for convenient, quick-access storage. With significant open acreage, the property is ideal for expanding operations, adding new facilities, or developing a multi-use commercial hub. Whether your plans involve logistics, retail, service operations, storage, or a blended commercial campus, this site offers the scale and adaptability to support long-term growth.

3100 Clifty Drive, Madison

221 Miles Ridge Road, Madison
$369,900
3 Beds ⋅ 3 Baths ⋅ 2026011730 MLS ⋅ ACTIVE Status
Welcome to this spacious 3-bedroom, 2.5-bath home situated on a large lot surrounded by abundant wildlife. With numerous recent updates and plenty of room to relax and entertain, this property offers comfort, charm, and versatility. Recent improvements include a roof approximately two years old, a new heating unit, and fresh paint throughout. The bathrooms have been refreshed with new vanities and luxury vinyl plank flooring. The bright eat-in kitchen features abundant cabinetry, plenty of natural light, and newer stainless-steel appliances. A formal dining room provides additional space for gatherings and special occasions. The large family room is a standout feature, offering vaulted ceilings and a cozy fireplace—perfect for entertaining guests or relaxing at the end of the day. Upstairs, a bonus area accessed through the bedroom closet offers exciting potential and could be finished as an expanded closet, home office, hobby space, or additional room. Step outside to enjoy the spacious deck, which is partially covered and provides a wonderful setting for outdoor dining, relaxing, and watching the surrounding wildlife. With its generous lot, thoughtful updates, and flexible living spaces, this home has so much to offer.

221 Miles Ridge Road, Madison

613 Walnut Street, Madison
$325,000
4 Beds ⋅ 4 Baths ⋅ 2026011766 MLS ⋅ ACTIVE Status
Downtown Madison Charm with Stylish Updates & Flexible Living Space! This beautifully updated 4-bedroom, 3.5-bath brick home offers approximately 2,024 sq ft of spacious, inviting living with character around every corner. High ceilings create an open, airy feel, while exposed brick interior walls add warmth and timeless charm. The thoughtfully designed layout offers plenty of room to spread out, including a main-level living room, bonus game/flex room, and an upstairs family room perfect for entertaining, movie nights, or relaxing with family. Enjoy the outdoors from two covered side porches, including an upper-level covered balcony to enjoy the fresh air. A nice size fenced yard offers space for children to play or pets to roam. The detached two-car garage offers alley access and additional off-street parking, while providing plenty of versatility for vehicles, a workshop, storage, hobbies, or other creative uses. Ideally located in the heart of downtown Madison, you'll be within easy walking distance of local shops, restaurants, wineries, parks, and all the charm that makes Madison such a special place to call home. A wonderful opportunity to enjoy updated living while surrounded by historic character and the best of downtown Madison!

613 Walnut Street, Madison

520 mulberry Street, Madison
$314,500
3 Beds ⋅ 4 Baths ⋅ 2026011686 MLS ⋅ ACTIVE Status
GREAT LOCATION!! Steps from historic Madison, Indiana's Main Street shopping and dining. You will have plenty of time to enjoy all the local activities when you move into this completely renovated 3 bedroom, 3.5 bath home complete with private backyard retreat featuring a deck with an adjustable-roof pergola, offering sunshine when you want it and shade and shelter when you need it—perfect for outdoor dining, entertaining, or relaxing. Dine-in kitchen opens directly into the living room, creating a seamless space for effortless entertaining. The first floor offers true single-story living with a primary bedroom suite, en-suite bath, dedicated 1st-floor laundry, and a guest half bath. Upstairs, you'll find a office space, two additional bedrooms, and two full bathrooms (one en-suite). Step outside to your ultimate outdoor living retreat—featuring a newly added deck and custom pergola perfect for hosting, plus a side patio and upper balcony to enjoy your morning coffee. With a smartly designed, low-upkeep back yard, you can spend your weekends entertaining guests instead of doing yard work. Complete renovation from top to bottom leaves nothing left to do but move right in!

520 mulberry Street, Madison

3343 E Sr 56, Madison
$159,900
2 Beds ⋅ 1 Baths ⋅ 2026011631 MLS ⋅ ACTIVE Status
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

2334 E Telegraph Hill Road, Madison
$699,000
3 Beds ⋅ 2 Baths ⋅ 2026011432 MLS ⋅ ACTIVE Status
Once in a few generations of an opportunity!!! This property has been coveted amongst family since 1906. The farmhouse offers nearly 3000 square feet of varietal spaces. There is tradition and there are upgrades. Many windows have been replaced, and some with craft stained glass. There are gingerbread, arches, and other architectural details that you will want to enhance and treasure. There is a main floor bedroom in an addition that enabled a sizable full bath and ample closet area. There is also a dreamy screened in porch where you are likely to spend a lot of time!! This property boasts over 25 acres of leased farmland, and as much in classified forest land. The property could be an outdoor enthusiast’s dream come true, with tree stands, an impressive shooting deck and range area, and so many cut paths through magnificent terrain. The property is 72.99 acres. There is a survey of record. Pictures are delayed for this property, but will be added.

2334 E Telegraph Hill Road, Madison

1717 Clinton Street, Madison
$538,900
4 Beds ⋅ 3 Baths ⋅ 2026011451 MLS ⋅ ACTIVE Status
Amazing opportunity to live on Madison’s Hilltop w/all its amenities, yet reside subtly nestled at the edge of Clifty Falls State Park & wooded land with an array of wildlife to enjoy. Lovely 4 BR, 2 ½ Bath Brick Veneer Home provides spacious Open Concept living w/a view from the front yard to the backyard, from LR thru the kitchen & out thru the Sunroom (Additional 192 sq.Ft. All Season Area with it’s own heat/cool source which was added in 2008), Kitchen Pantry, Nice Patio w/ Covered Area for a Gas Grill, & Gazebo with a hot tub) and attached 2-car garage on the main house. Main House features a new HVAC System. Mud/Laundry Room off Garage. Encapsulated crawl space In addition, there is a 2nd drive-through garage w/ adorable Cottage space attached Open throughout the Living/Kitchen/Dining area, BR w/double closet, Guest Room/Office, 1 Bath,Utility Area. No steps & easy access Wide doorways accommodate a walker/wheel chair. Lot of natural light. Newer appliances in t he Main House & Cottage w/ New Metal Roof in 2025. (MAILING ADDRESS FOR DETACHED GARAGE/COTTAGE IS 1721 CLINTON ST.). Excluded Items: Gas Grill , Fire Pits & Outdoor Furniture . This entire property features Numerous upgrades (see attachment) Madison City water & sewers w/grinder pump to the city’s main line. Dead-end private drive ( ingress/egress easement per deed/survey).Gravel on the Rd maintained by 3 property owners. Ample Parking. A rare find, especially in today’s market. Don’t let this one slip away.

1717 Clinton Street, Madison

1667 E Wehner Drive, Madison
$189,900
3 Beds ⋅ 1 Baths ⋅ 2026011479 MLS ⋅ ACTIVE Status
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

3115 N SR 7, Madison
$289,900
3 Beds ⋅ 2 Baths ⋅ 2026011368 MLS ⋅ ACTIVE Status
Stunning, fully remodeled 3 bedroom, 1.5 bath home that offers the perfect blend of modern upgrades and functional living! Every inch of this 1 story gem was completely stripped down to the studs and beautifully renovated in 2017.Step inside to a bright, energy efficient interior featuring thermopane windows outfitted with included blinds and curtains. The spacious kitchen is a chef's delight, boasting two separate pantries for unparalleled storage. Additional interior highlights include a water softener for premium water quality. The exterior features match the impressive interior. Enjoy a fully fenced in backyard perfect for pets, play, or entertaining. Storage and project space abound with a 23.1' x 13.2' detached garage and a massive 14' x 32' shed. Priced perfectly at $289,900, this turnkey home is ready for its next chapter!

3115 N SR 7, Madison

1020 W 2nd Street, Madison
$319,000
4 Beds ⋅ 2 Baths ⋅ 2026011340 MLS ⋅ ACTIVE Status
Welcome to this beautifully updated 4-bedroom, 2-full-bath, two-story home located on 2nd Street in the heart of historic downtown Madison! Situated outside the floodplain, this home offers an ideal combination of historic downtown charm and modern updates. The interior features spacious bedrooms and high ceilings on both the first and second floors, creating an open and inviting feel throughout. Major improvements include brand-new electrical and HVAC systems, updated plumbing, new appliances, cabinetry, countertops, and flooring, making this home move-in ready. Step outside onto the second-story deck and enjoy partial views of the Ohio River. The property also features a large contiguous lot with multiple off-street parking spaces conveniently accessible from the alley—a valuable find in downtown Madison. Priced right and ready to sell, this home is perfectly positioned near the restaurants, shops, entertainment, festivals, and attractions that make historic downtown Madison such a desirable place to live. Whether you’re looking for a primary residence, weekend getaway, or investment opportunity, this downtown property is one you won’t want to miss!

1020 W 2nd Street, Madison

522 Quail Ridge Court, Madison
$429,900
3 Beds ⋅ 3 Baths ⋅ 2026011214 MLS ⋅ ACTIVE Status
This full-brick home offers exceptional curb appeal and is ideally located near the cul-de-sac of a highly sought-after neighborhood. Key features of the home include a covered front porch that leads into a large foyer with beautiful marble flooring, followed by genuine hardwood floors. The living area opens directly into a stunning kitchen equipped with granite countertops, a large center island, extensive cabinet space, two pantries, and a separate den that is perfect for a home office. The upper level features three bedrooms, including a primary suite with a large bathroom and a walk-in closet with custom built-in shelving. The outdoor space is equally as nice. The kitchen and Liv Rm opens onto a private, spacious back deck that overlooks a peaceful, park-like backyard with mature trees, providing privacy, shade and tranquility. There is also a finished climate-controlled spacious room above the garage that offers excellent versatility for a recreation room, additional office, guest space, or storage. Many recent important updates - New roof in 2019, new Geothermal heat and air in 2022, and new water heater this month (Aug 2026). Check out this wonderful home at your earliest opportunity, because homes this nice don't come along very often!!

522 Quail Ridge Court, Madison

513 E Main Street, Madison
$369,900
3 Beds ⋅ 2 Baths ⋅ 2026011309 MLS ⋅ ACTIVE Status
Historic Downtown Madison AirBNB opportunity! Step into charm and character of this beautiful historic home located in the heart of downtown Madison, Indiana. Currently operating as a successful, active AirBNB, this 3-bedroom, 2-bath home offers an excellent opportunity for investors or buyers looking for turn-key property with income potential. Original hardwood floors throughout add warmth and timeless character, while multiple fireplaces showcase the home's historic appeal. The spacious primary bedroom is conveniently located on the main floor. Enjoy the best of downtown Madison with shops, restaurants, riverfront attractions, and historic sites just moments away. A wonderful blend of historic charm, modern livability, and investment potential! The furniture can be purchase separately.

513 E Main Street, Madison

132 Mouser Street, Madison
$265,000
3 Beds ⋅ 2 Baths ⋅ 2026010890 MLS ⋅ ACTIVE Status
Classic Bedford Stone Ranch on a Double Lot with Big Upgrades & Endless Possibilities! Discover easy, single-level living on this solid Bedford stone ranch situated on two parcels totaling approximately .47 acres, offering an exceptional amount of space and flexibility in a convenient location near local schools, shopping, and dining. The 3-bedroom, 2-bath home features a roof installed in 2018, HVAC replaced in 2022, a new crawl space moisture barrier installed in 2021, and a brand-new water heater. The additional parcel extends the backyard and provides access from Wray Street, creating added space for future possibilities such as an in-law suite, garage, lean-to for boat or recreational storage, workshop, expanded outdoor space, or whatever best fits your lifestyle, subject to applicable approvals and restrictions. Step outside to enjoy a large, fully fenced yard with a storage shed, mature shade trees, and plenty of room for entertaining, gardening, pets, or relaxing. Additional conveniences include a covered carport and paved driveway. With its solid construction, desirable location, extensive updates, and rare double-lot setting, this property offers both comfortable living and room to grow. Schedule your private showing today!

132 Mouser Street, Madison

5616 W SR 256, Madison
$379,900
3 Beds ⋅ 2 Baths ⋅ 2026010877 MLS ⋅ ACTIVE Status
First time on the market! Move-in-ready quality stick-built home with updates on 3.8 beautiful acres (mix of cleared & wooded), conveniently located between Madison/Hanover. Welcoming, relaxing porch sits at 50' long. This well-maintained property offers 3 bedrooms & 2 full bathrooms all on one floor. Two amazing pole barns—#1- 40' x 40' & 18 ft. tall w/ 20'x40' reinforced second floor. #2 -30' x 60' & 9' tall. Both with concrete floors/electric. These buildings provide plenty of room for storage, a workshop, equipment, recreational vehicles, hobbies & more. The enclosed covered cement pad- shelter house? dog kennel? You decide. Two car attached garage. Inside, you will find quality Andersen windows and doors, poured-concrete basement for additional storage & storm cover. There is even more potential upstairs! The upper level has 950 sq. ft. & is framed, incl plumbing stubbed in for full bathroom giving the new owner an excellent opportunity to finish the space to fit their needs—whether for additional bedrooms, living space, a home office, or a guest suite. Efficiency at its best- dual heat sourced: Geothermal heat & a coal/wood-burning furnace ductwork plumbed w/thermostat. Underground dog fence conveys. Washer & Dryer can stay.

5616 W SR 256, Madison

515 N Hereford Lane, Madison
$339,900
4 Beds ⋅ 2 Baths ⋅ 2026011013 MLS ⋅ ACTIVE Status
NEW PRICE!! Looking for space, storage, and lake access? This well-maintained 4-bedroom, 2 full bath home offers a huge living room filled with natural light, creating the perfect gathering space for family and friends. The adjacent eat-in kitchen provides plenty of room for everyday meals and entertaining. This home also features new shingles! Enjoy access to the popular Hereford Lake, where you can spend your days fishing, kayaking, or simply relaxing by the water. Conveniently located just minutes from Historic Downtown Madison—recently voted the Best Small Town in the Midwest—you'll have easy access to shopping, dining, festivals, and riverfront attractions. A standout feature of this property is the impressive 24' x 36' detached garage. Complete with concrete floors, electric service, partial insulation, and HVAC, this versatile space stays comfortable year-round and is ideal for vehicles, hobbies, storage, or a workshop. Whether you're looking for a full-time residence or a place to enjoy the outdoors, this property offers the perfect combination of comfort, convenience, and recreation. Grab your kayaks and fishing poles and come see all this home has to offer!

515 N Hereford Lane, Madison

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