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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

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

306 Fairmount Drive, Madison
$419,900
4 Beds ⋅ 3 Baths ⋅ 2026011001 MLS ⋅ ACTIVE Status
Authentic All-Brick Mid-Century Modern with 3,600 SF & Seasonal Ohio River Views! Step into quintessential 1960s architecture with this expansive 4-bedroom, 2.5-bathroom Mid-Century Modern home boasting 3,600 total square feet of living space! Designed with classic MCM flair, the main level features a bright open-concept layout accented by soaring exposed beam ceilings and rich vertical wood siding that seamlessly blends natural warmth with sleek modern lines. The highlight of the home is the huge four-seasons sunroom stretching across the entire back of the house. Lined with windows, it offers a stunning vantage point over the lush, manicured backyard, complete with a basketball court, and scenic, clear views of the Ohio River during the winter months. Constructed with a solid all-brick exterior and offering ample space for both quiet living and vibrant entertaining, this architectural treasure perfectly balances timeless style with spacious comfort. Schedule your private walkthrough today!

306 Fairmount Drive, Madison

234 Hargan Drive, Madison
$239,900
3 Beds ⋅ 2 Baths ⋅ 2026010971 MLS ⋅ ACTIVE Status
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

308 E Third Street, Madison
$465,000
5 Beds ⋅ 4 Baths ⋅ 2026010293 MLS ⋅ ACTIVE Status
Outstanding Home in the heart of Downtown Madison and formerly used as a Bed and Breakfast! This home has a highly sought after primary suite, laundry, guest half bath, updated Kitchen and living areas ALL on the main floor! Upstairs there are large and inviting 4 bedrooms and 2 bathrooms for family or guests and a dry basement for utilities and extra storage. Outside you will find the rare off street parking for downtown, tool/toy barn with room for outdoor entertainment or future pool/garage! Electronic remote shades and mounted TVs all convey with home. The historic details have been preserved with loads of updates. Historic Madison has been titled yet another award for outstanding living! Golf Cart around town, enjoy all the music and art festivals throughout the year and cruise on the river at your leisure! Schedule a showing today! ***All photographs and details are NOT AI generated.

308 E Third Street, Madison

604 Mulberry Street, Madison
$465,000
2 Beds ⋅ 3 Baths ⋅ 202609984 MLS ⋅ ACTIVE Status
Stunning full transformation of a mid-1800s brick home in Madison’s Historic District. Nearly every component has been rebuilt while preserving original character, including exposed brick walls, restored historic doors, and refinished original poplar floors on the second level. Main floor features an urban-historic aesthetic with clean lines, coffered ceilings, shiplap fireplace wall, wide-plank flooring, and a bright kitchen with quartz counters, white cabinetry, stainless appliances, and large pantry. Rear wing includes built-ins, half bath, laundry room, and access to a cathedral-ceiling porch. Upstairs offers two master suites with designer baths and coffered ceilings. New staircases are stained to match original floors. Extensive structural upgrades: new first-floor framing, rebuilt rear addition with conditioned crawlspace, conditioned basement with wood-plank-look finish and speakeasy feel, new insulated slab, restored masonry, steel lintels, spray-foamed attic, new 200-amp service, plumbing, gas lines, HVAC, and on-demand water heater. A rare historic home rebuilt for modern living. Schedule your showing today!

604 Mulberry Street, Madison

605 Walnut Street, Madison
$244,998
2 Beds ⋅ 2 Baths ⋅ 202609995 MLS ⋅ ACTIVE Status
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

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