189 houses for sale in Canaan, Shelby township Jefferson County Indiana

Affordable rural living with plenty of potential! This spacious 3-bedroom, 1.5-bath brick home in rural Jennings County is ready for its next owner to make it their own. With some cosmetic updating, this property could be the bargain you've been waiting for! All three bedrooms, along with the full and half baths, are conveniently located on the main level. Hardwood floors throughout much of the home add character and provide a great foundation for your personal style and updates. The full unfinished basement offers a versatile space with endless possibilities. Use it for storage, a workshop, or hobbies and more. It also provides a great safe area during severe weather. Outside, the expansive back deck is perfect for entertaining, grilling, or simply enjoying peaceful summer evenings. A detached 1-car garage provides convenient parking and additional storage for tools, equipment, or recreational items. The metal roof offers added peace of mind and long-term durability, while the brick e

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, incl

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

Completely remodeled and thoughtfully designed, this stunning 4-bedroom, 3.5-bath home offers 2,544 sq ft of beautifully updated living space in the heart of downtown Madison. Blending modern updates with timeless character, you’ll find exposed brick, wood beams, and quality craftsmanship throughout. The spacious kitchen features abundant cabinetry, a pantry, large island, and an attached dining area—perfect for everyday living and entertaining. The primary suite offers a generous layout with a large bath, and large closet. While natural light fills the home, creating a warm and inviting atmosphere, you wont want to miss what outside has to offer! Enjoy a private courtyard ideal for relaxing or outdoor dining, which leads to a detached two-car garage for added convenience and storage. Located just moments from shops, dining, wineries, and all that downtown Madison has to offer, this home is truly a must-see

Located in Carrollton, KY, this property offers an excellent opportunity for investors. It is partially completed renovation work on a home. Previously had termites it has walls that have been framed and some drywall definitely a handyman project or something for those who want to put their flare on a listing that is partially complete

Completely reimagined 5-bedroom, 4-bath—including two primary suites—lakefront retreat offering 4,776 sq ft of luxurious living with high-end upgrades throughout. Soaring vaulted ceilings, exposed beams, and a stunning wall of windows fill the home with natural light and showcase breathtaking lake views. The beautifully updated kitchen features a large island and opens to inviting living spaces with a striking stone fireplace. Step outside to a spacious deck overlooking the water—perfect for entertaining or relaxing while watching bald eagles soar and enjoying peaceful, star-filled nights. The lake lifestyle awaits with fishing, kayaking, paddleboarding, or sunset cruises right from your backyard. Conveniently located just 20 minutes to I-65 and 10 minutes to downtown Madison, this home offers the perfect balance of luxury, comfort, and scenic tranquility

Discover this Italianate two-part in a commercial block, constructed circa 1870, brimming with potential for various business ventures or investment opportunities! *Property Highlights*. Spacious first floor. Enjoy approximately 3140 sq ft of versatile space, perfect for retail or office use. Flexible Second Floor. Currently utilized for storage, this level can easily be transformed to suit your needs, whether it be additional office space or even more retail opportunities. Third Floor Comfort. A welcoming apartment provides both convenience and potential rental income, making this property a smart investment. Property runs from Main Street to the back alley. Don't miss out on a chance to own this property! Contact us today for more information or schedule a viewing

Own a Piece of Historic Downtown Madison Discover a rare investment opportunity in the heart of downtown Madison. This versatile corner lot property features four beautifully maintained Airbnb units, offering both charm and strong income potential. The thoughtfully designed layout includes: Main Floor: Two spacious 2 bedroom, 1.5 bath units Upper Level: Two expansive 3 bedroom, 2 bath units Currently operating as a successful short-term rental, this property delivers excellent returns and comes as a true turnkey investment complete with future bookings and all furnishings included, allowing for a seamless transition. Endless Possibilities: Continue as a high performing Airbnb, Multi generational living setup, convert to condo-style rentals, Owner occupy one unit while renting the others. Recent Updates Include: complete rehab, all systems new. Perfectly positioned in a highly walkable downtown location, you’re just steps from local boutiques, dining, and the scenic Ohio River. Blending

Located just one block from the Ohio Riverfront, this turnkey triplex investment property offers three updated rental units and multiple income streams through existing tenants and a proven AirBnB operation. Unit 1 and 2 feature comfortable one-bedroom layouts with full kitchens, living rooms, and baths, while Unit 3 offers a studio setup with a full bath. Each unit has been thoughtfully updated with luxury vinyl plank flooring, granite countertops, new cabinetry, and stainless-steel appliances within the last 4 years. Additional recent improvements include a newer roof (2023), newly paved patio (2023), new water heaters (Unit 2 & 3), and an added water softener, ensuring low-maintenance ownership for years to come. With off-street parking, attractive river views, and a location that puts residents within walking distance of the waterfront, this is an investment opportunity you won't want to miss!

Welcome to 307 Hillcrest Drive, an impressive 4-bedroom, 4.5-bath home offering 4,424 square feet of finished living space in one of Madison’s most desirable neighborhoods. Designed for both comfortable everyday living and entertaining, the home features a formal dining room, private office, spacious living areas, a sunroom, bonus room, recreation room, and an eat-in kitchen with a center island. The basement provides additional living and storage space and includes a full bathroom. Outside, enjoy more than half an acre of beautifully established grounds with mature trees and landscaping, a gazebo, patio, deck, and enclosed porch. Car enthusiasts, hobbyists, or anyone needing extra storage will appreciate the two-car attached garage and separate two-car detached garage. With generous room sizes, abundant storage, timeless character, and inviting indoor and outdoor spaces, this exceptional Hillcrest property offers the space and versatility to truly make it your own

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

Relax, unwind, and embrace the peaceful lifestyle you've been looking for in this beautiful 2 bedroom, 2 bath barndo-style home on nearly 5 acres. Inside, enjoy the warm character of a cozy log cabin; outside, discover an impressive array of amenities for hobbies, entertaining, and outdoor living. Spend summer days by the pool or relaxing on the expansive deck surrounded by private acreage. The 10x8 pool pump house has a roll-up door and electrical, offering storage for pool supplies and deck furniture in winter. Green thumbs will love the 12x12 greenhouse, raised garden beds, and rainwater collection system for cultivating flowers and fresh produce. Two versatile shops provide space for work, hobbies, and storage. The 60x40x10 shop features plumbing, electrical, and a two-door garage opener operable via Bluetooth and smartphone app. The 45x24 shop includes a large roll-up door plus a heated/cooled bonus room-ideal as a gym, workshop, office, or hobby space. As seasons change, cozy up

Motivated sellers! 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 for entertaining, relaxing, or everyday life. The attached 1-car garage adds convenience, while the slab foundation (NO crawl space. Woo hoo! )is a major bonus. Located on the hilltop of Madison, this home offers a great setting in an established area. Enjoy peace of mind with a gas furnace and gas water heater, and unwind outdoors on the back deck with gazebo. Perfect for gatherings or quiet evenings. Homes with this many bedrooms, all on one level, don't come along often. Don't miss your chance!

Charming 3 bedroom, 2 bath home tucked into a quiet neighborhood with updates already done for you. Enjoy peace of mind with a new roof and gutters with guards, plus new LVP flooring throughout for a stylish, low-maintenance feel. The kitchen features new quartz countertops and a bar area that opens seamlessly to the living room, creating an ideal layout for everyday living and entertaining, with vaulted ceilings adding an airy, spacious feel. A partial walk-out basement offers additional storage space and flexibility. Step outside to a large, fully fenced backyard with exceptional privacy—perfect for pets, play, or relaxing evenings. Move-in ready and easy to love. Take advantage of $5,000 in seller-paid concessions—use it toward closing costs, prepaid expenses, or reduce your monthly payment by buying down your interest rate (subject to lender approval)

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!

Wake up every day to breathtaking views of the Ohio River and iconic bridge from this charming 3-bedroom, 2-bath home! Whether you're enjoying your morning coffee on the porch or unwinding after a long day, the scenery is sure to impress. Inside, you'll find a comfortable layout with spacious living areas, a functional kitchen, and plenty of natural light throughout. The primary suite offers a private retreat, while two additional bedrooms provide flexibility for family, guests, or a home office. Conveniently located with easy access to nearby amenities, this home combines comfort, convenience, and unforgettable river views. Don't miss your opportunity to own a property where the view is just as special as the home itself. Schedule your private showing today!

Check out this peaceful small homestead waiting for you! A well maintained 3 bedroom, 2 bath home on just over an acre with several fruit trees, berries, garden, chicken coop and more! Home has a nice open concept, wonderful sunroom and good size bedrooms. Updates include new flooring in entry and living areas, all new screens, new clothes washer, wood interior window sills and plans to complete a new 9 x 8 back deck with railing. Outdoors there is a nice detached garage/barn, shed, chicken coop, firepit and compost bin. Schedule your showing today to see a nice peace of quiet nature!

Auction ends april 27 @ 4 pm! Charming mid-century ranch with endless potential in a great convenient location! This spacious single-level home features mid-century simplicity, functional floor plan, & classic details throughout. Offers a warm, welcoming atmosphere showcasing large picture windows & two beautiful floor-to-ceiling fireplaces! Enjoy outdoor social gatherings, also perfect for morning coffee or evening kickback! The spacious backyard provides ample room for gardening, pets, or play, and includes an in ground pool w/pool house! House Interior Highlights-large front living area w/skylights (2023) & built-in brick fireplace; open style kitchen w/white cabinetry & appliances; south facing spacious sunroom w/natural wood vaulted exposed beam ceiling & wood burning stove/exposed brick chimney; multiple skylights (2023); & half bath in laundry room. Roof replaced 2023. Furnace installed 2022. Includes water softener. Pool/house features-510 +/. SF pool (interior refinished 2021)

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

This house is a must see! Great attention to detail, completely remodeled by respected local contractor. All the charm of a historic home with all the modern amenities. Solidly built over a century ago! All new flooring throughout, new cabinets and appliances, new roof, huge yard, too many updates to list. Call today for your private showing of this gorgeous home!

Historic Downtown Madison Gem with Main-Level Bedroom Potential & Full Bath! Experience the timeless beauty of the Classic Federal Historic John Boyd Home, circa 1834, offering over 3,200 square feet of character-filled living space in the heart of downtown Madison. Listed on the National Register of Historic Places, one of this home's most versatile features is an enclosed main-level room with a privacy door and convenient access to a full bathroom—ideal for use as a potential first-floor bedroom, guest room, or home office. The kitchen windows open and have screens for viewing the backyard, granite countertops, Mike Young soft close cabinetry, all the appliances which includes gas range and original fireplace. Utility room includes utility sink and additional cabinetry. With beautiful original architectural details, spacious entertaining areas, a private garden, and walkable access to downtown shops, restaurants, and the riverfront, this home combines historic charm with flexibility

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!

Historic Federal style home built in 1850 in the heart of historic downtown Madison. Step into a beautifully maintained home by its owners. You will be welcomed by a open staircase, sunny living, and dining rooms with original, restored pine floors. Living room features the orginal fireplace (now decorative) and leaded glass hangings in the front windows. Large kitchen is highlighted with vintage General Electric steel kitchen cabinets in amazing condition. Granite counter top and tile back-splash. The unique kitchen floor is plank eucalyptus. The rear project/utility/garden room has a large storage closet and big picture window looking at the landscaped and peaceful fenced yard and patio. Covered back door entrance. Three spacious bedrooms. Second and third bedrooms currently used by the homeowners as TV/reading room and office. Completely remodeled baths (full and half) with tile flooring, shower, refinished claw-foot tub and stainglass window hangings in the full bathroom. Home is l

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

Exceptional investment opportunity in the heart of historic downtown Madison! These two contiguous buildings offer three stories featuring over 1700sqft of open retail space combined with a total of 12 bedrooms, 3 bathrooms, a main floor office, and dedicated laundry room space. Out your front door overlooks the area beside the iconic Kindness Mural and Bicentennial Park, with convenient golf cart parking, newly renovated public parking areas, and updated streetscapes just outside your door. Main level on 313 has large open room that could be used for multiple types of business. Located in the center of booming downtown Madison, you are only steps away from shopping, restaurants, festivals, riverfront attractions, and everything this charming historic town has to offer. Whether you are looking for long-term rentals, short-term rental potential, employee housing, or a mixed-use investment, the possibilities are endless. Rare opportunity to own a large footprint in one of Indiana’s most

Modern Luxury Meets Historic Convenience! This fully remodeled home offers a'brand new' living experience in the heart of downtown Madison. Interior Reinvention: The floor plan was strategically reconfigured to embrace a modern, open-concept layout. By merging the kitchen, dining, and living areas, the home now feels significantly more expansive and fluid. Complete Overhaul: Brand new roof, HVAC, double pane windows, and upgraded systems to include washer/dryer hookup. Privacy: A newly installed privacy fence secures the backyard, creating a dedicated, quiet sanctuary for outdoor living. Storage Galore: Multiple large closets throughout—rare for the area! Layout: 3 spacious bedrooms with primary suite on 1st floor and 2 full baths with modern finishes. Move-In Ready: Open layout perfect for entertaining or everyday living. Don't miss this opportunity to own a high-quality, low-maintenance home steps away from shopping, dining, and the Ohio River! Also, off-street parking perfect for go

Scenic river view and comfortable downtown living in this two year old home. This two bedroom, two bath residence provides a designer kitchen with breakfast bar, granite counter top and tile backsplash. Open concept living and dining area with open staircase to basement. River view from living and dining areas. Large family room walk-out to covered patio and river view. Have your morning coffee or evening beverage with view of the sun shinging on the river or the sunset over the bridge. Home is located close to river walk, riverfront parks, dining, shopping, festivals and all that Madison-USA Todays's'Best Small Town in the Midwest'-has to offer

Immediate possession! 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 19.7 x 13.9 bonus room, currently a laundry space, but ideal for storage, hobbies, a workshop, or even a man cave. A 26x32 detached 2 car garage and ample driveway parking add convenience. For horse enthusiasts, the property offers a 100x24 barn with 6 to 8 stalls, a tack room, and a large fenced pasture area. With so much space inside and out, this home provides endless possibilities for country living. This home has been recently inspected with no major defects found. Buyers are welcome to conduct any and all inspections; property is being sold in current condition, with n

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!

Beautifully maintained 1,758 sq ft Bedford stone home with stunning views of the Ohio River! This 3-bedroom, 3 full bath home offers a desirable split floor plan and an open kitchen and dining area that flows seamlessly into the living room, perfect for everyday living and entertaining. The spacious kitchen features abundant cabinetry and a large island ideal for gathering. The primary suite includes a private bath and double closets, while a generous laundry room with a third full bath adds convenience. Expansive windows throughout fill the home with natural light and showcase the incredible river views. Enjoy cozy evenings by either of the two fireplaces, or unwind in the enclosed sunroom and open patio overlooking the Ohio. Complete with a 2-car attached garage and extra parking