Refine Search
Map
Sort by
1286 E Thorton Road, Madison
$650,000
2 Beds ⋅ 3 Baths ⋅ 2026010859 MLS ⋅ ACTIVE Status
15 acres + 2 bed/2.5 bath home, detached garage, and horse barn! Room to Grow in a Private Setting! This charming property offers plenty of room to grow, featuring 2 bedrooms with the potential for up to 4 bedrooms. Enjoy the spacious horse barn, garden area, and a peaceful creek perfect for outdoor enjoyment. Nestled in a private setting, this property offers space, privacy, and plenty of possibilities to make it your own.

1286 E Thorton Road, Madison
11945 N JEFFERSON Road, Madison
$254,900
3 Beds ⋅ 2 Baths ⋅ 2026010401 MLS ⋅ ACTIVE Status
Looking for peaceful country living with room to spread out? This 3 BR 2 BA home sits on 1.35 acres in rural Madison,offering the opportunity to enjoy a little extra space, fresh air, and a more relaxed lifestyle. Inside you'll find a comfortable floor plan with updated laminate flooring, a spacious living area dividing the master suite from the 2 additional BR's providing flexibility for family, guests, a home office or hobbies. Step outside to enjoy the covered front porch, perfect for relaxing evenings or the surrounding country setting. Multiple storage buildings provide useful space for tools, lawn equipment, gardening supplies, and outdoor projects. The rolling hill and backyard trees provide a relaxing backyard oasis. This property offers a combination of indoor comfort and outdoor space. If you have been looking for a home with a little breathing room, space for pets and hobbies and the feel of country living close to town, schedule you showing today!

11945 N JEFFERSON Road, Madison
1344 Lockard Street, Madison
$319,900
3 Beds ⋅ 2 Baths ⋅ 202609939 MLS ⋅ ACTIVE Status
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).

1344 Lockard Street, Madison
4466 N SR 62, Madison
$759,900
7 Beds ⋅ 5 Baths ⋅ 202609873 MLS ⋅ ACTIVE Status
Excited to share details regarding this exceptional property situated on over 5 acres just on the edge of town. Located only 2 miles from the hub of Madison's hilltop and minutes from vibrant downtown Madison—recently rated the #1 Best Small Town in the Midwest by USA Today—this home offers an incredible amount of space and versatility. The interior features a gorgeous custom kitchen designed for entertaining, complemented by beautiful genuine hardwood floors throughout the main living area. The primary suite includes a modern soaking tub, tiled walk-in shower, and double vanities for ultimate comfort. The main level also offers 3 more bedrooms, a full bathroom, a half bath for guests, and a laundry room. Upstairs, you will find 2 large loft areas, 3 additional bedrooms, and a very spacious full bathroom. The full finished walk-out basement provides a very large Family room, a 2nd laundry room, ample storage, a play room, a safe room, and an additional full bathroom. Outdoor amenities are equally impressive, featuring large covered front and back porches with updated Trex flooring. The fenced backyard includes a playset and leads to 3 acres of wooded land. Additionally the property includes 2 detached garages: one is insulated, with rubber mat flooring across the entire floor, and has a heat & air system, while the 2nd features a 12-foot door perfect for an RV or boat. This dream home has so much to offer. Schedule your viewing today!

4466 N SR 62, Madison
118 Ferry Street, Madison
$479,900
3 Beds ⋅ 3 Baths ⋅ 202609731 MLS ⋅ ACTIVE Status
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!

118 Ferry Street, Madison
5260 W Quail Run Lane, Madison
$324,900
3 Beds ⋅ 3 Baths ⋅ 202609422 MLS ⋅ ACTIVE Status
Welcome to this charming Country Estate home offering comfort, quality, and plenty of character. Situated on a beautiful corner lot in a desirable neighborhood, this 3-bedroom, 2.5-bath home features a covered front porch, attached two-car garage, and a durable metal roof. The inviting kitchen showcases quartz countertops, a stylish sink, and thoughtful finishes throughout. Enjoy cozy evenings by the wood stove with custom ceramic surround, while the high-efficiency heat pump provides year-round comfort. A wonderful blend of peaceful country living and modern conveniences awaits! Call for your showing today!

5260 W Quail Run Lane, Madison
2037 Ridgewood Drive, Madison
$339,999
3 Beds ⋅ 2 Baths ⋅ 202609219 MLS ⋅ ACTIVE Status
Beautifully updated 3-bedroom, 2 full bath home located in the desirable Sunrise neighborhood and within walking distance of Sunrise Golf Course. This move-in ready home features a spacious kitchen complete with appliances, a large pantry, center island, and dining area—perfect for everyday living and entertaining. Generous-sized bedrooms offer walk-in closets, while an additional room provides the ideal space for a home office, hobby room, or flex space. Step outside to enjoy the large covered rear deck and patio overlooking the nice-sized backyard, complete with a raised garden bed and a storage shed. Thoughtfully updated throughout, this home combines modern conveniences with comfortable living in a great location. Don't miss this opportunity to own a beautifully redone home in one of the area's most sought-after neighborhoods!

2037 Ridgewood Drive, Madison
507 W Main Street, Madison
$564,900
4 Beds ⋅ 3 Baths ⋅ 202609257 MLS ⋅ ACTIVE Status
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 for modern living. The home showcases 6 fireplaces, original wide plank wood flooring, crown molding, chandeliers throughout, front and back staircases. Upgrades to electrical, plumbing and anti-mold protection system and sump pump in basement. Oversized one car garage with 10 x 14 covered and lighted patio. Additional off street parking is available behind the garage. Schedule your private showing and discover the possibilities!

507 W Main Street, Madison
2660 N Borcherding Road, Madison
$395,000
3 Beds ⋅ 3 Baths ⋅ 202608791 MLS ⋅ ACTIVE Status
Welcome home to classic architectural charm and modern comfort in this spacious Cape Cod offering nearly 3,000 square feet of finished living space! Featuring 3 to 4 bedrooms and 2.5 bathrooms, this turn-key home is completely move-in ready. The ideal floor plan highlights a sought-after main-floor primary suite, complete with a private en-suite bathroom and a spacious walk-in closet for ultimate single-level convenience. Step into the inviting main living room centered around a beautiful fireplace—the perfect focal point for cozy evenings. The flexible upper level boasts a versatile loft area, ideal for a 4th bedroom, private home office, or playroom. Outside, enjoy an abundance of outdoor space with both a large front lawn and an expansive backyard, perfect for entertaining, gardening, or recreation. Complete with an attached 2-car garage and timeless curb appeal, this home offers space, versatility, and complete peace of mind. Schedule your private tour today!

2660 N Borcherding Road, Madison
931 W Main Street, Madison
$219,900
2 Beds ⋅ 2 Baths ⋅ 202608635 MLS ⋅ ACTIVE Status
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
2904 N Rykers Ridge Road, Madison
$1,100,000
4 Beds ⋅ 2 Baths ⋅ 202608456 MLS ⋅ ACTIVE Status
Welcome to an extraordinary property in the highly desirable Rykers Ridge area of Jefferson County, Indiana—where refined living meets breathtaking natural beauty. Situated on 57 pristine acres of rolling pasture & wooded acreage, this private retreat offers a rare combination of elegance, tranquility, & space. From the moment you arrive, the home’s timeless charm is evident in its inviting covered front porch & wraparound veranda—perfect for enjoying sweeping views & peaceful surroundings. Designed for both relaxation & entertaining, the outdoor spaces include a covered back porch & patio, all immersed in a serene landscape rich with wildlife. Inside, impeccable craftsmanship shines through with high ceilings, exquisite cabinetry, & two striking fireplaces that anchor the home’s sophisticated living spaces. The residence features two beautifully appointed kitchens, ideal for seamless multi-generational living or hosting guests in style with dedicated private quarters. Offering 4 spacious bedrooms & 2 spa-inspired bathrooms, every detail has been curated to provide comfort & luxury. A detached two-car garage with lean-to & a barn add both function & versatility to this remarkable property. Located just minutes from the charm & culture of Madison, Indiana, this estate delivers an unparalleled lifestyle of privacy, beauty, & elevated country living. If you’ve been dreaming of space, privacy, & a place to truly unwind—this Rykers Ridge property in Jefferson County is it.

2904 N Rykers Ridge Road, Madison
401 Maple Hill Drive, Madison
$310,000
3 Beds ⋅ 2 Baths ⋅ 202608313 MLS ⋅ ACTIVE Status
You don't want to miss this beautifully updated 3 bedroom, 2 bath home offering over 1500 sq. ft. in a quiet cul-de-sac just minutes from town. Recent upgrades include new West Shore doors and windows, new flooring, new carpet, and fresh paint throughout. The kitchen also features new appliances! The roof is less than 2 years old and it has a brand new sump pump. Inside you'll love the spacious feel created by both tray and vaulted ceilings. The perfect blend of comfort, style, and convenience!

401 Maple Hill Drive, Madison
612B W Second Street Unit 4, Madison
$324,900
2 Beds ⋅ 3 Baths ⋅ 202608000 MLS ⋅ ACTIVE Status
Spacious, comfortable condominium in downtown Madison. Features tall ceilings, beautiful woodwork, and great natural light throughout. Cherry kitchen cabinets, granite counter top, all appliances, and breakfast bar. Large main suite with oversized window overlooking gardens and rooftops. Main suite includes well designed walk-in closet. Besides the main suite bath additional full bath and half bath off the second bedroom. Fireplaces are decorative. Beautiful staircase in common area with landing at this unit and additional back staircase. Large front porch for residence use. Front and back staircase. One car garage space with storage. Great location blocks away from the river front, shopping, dining, festivals, and all that Madison---USA Today's Best Small Town in the Midwest"--has to offer.

612B W Second Street Unit 4, Madison
4502 N SR 7, Madison
$649,000
4 Beds ⋅ 3 Baths ⋅ 202607868 MLS ⋅ ACTIVE Status
Check out this truly rare opportunity in Madison, where you can enjoy the convenience of being just minutes from town while owning over 6 acres of private, picturesque land. Properties like this are hard to find, offering the accessibility and peaceful country living. This stunning home lives up to the hype with beauty, quality, space, and a sense of tranquility that’s hard to match. Inside, you’ll find beautiful living space filled with custom finishes and intricate detailing. From crown molding and unique ceilings with ambient lighting to the impressive fireplace, every element has been thoughtfully designed to impress. The versatile floor plan offers flexibility to fit your lifestyle, with options for a first-floor bedroom or office, and additional rooms upstairs that could serve as a nursery or sitting area. Entertaining is a breeze with a formal dining room, breakfast nook, and open-concept main living areas that flow seamlessly together. In addition to the attached 2+ car garage, a detached 2-car pole barn provides ample storage for vehicles, hobbies, or recreational equipment. If you're seeking privacy, high-quality finishes, and room to roam—all while staying close to town—this exceptional property is truly a must-see.

4502 N SR 7, Madison
423 Mill Street, Madison
$265,000
3 Beds ⋅ 2 Baths ⋅ 202607860 MLS ⋅ ACTIVE Status
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 golf cart/car!!

423 Mill Street, Madison
610A W Second Street Unit 1, Madison
$324,900
3 Beds ⋅ 2 Baths ⋅ 202607581 MLS ⋅ ACTIVE Status
Beautiful first floor Federal style condominium blocks away from the river front, shopping, dining, festivals, and all that Madison---USA Today's Best Small Town in the Midwest"--has to offer. Amazing remodeled kitchen boasts all major appliances, granite counter top, track lighting, under-cabinet lighting and plenty of counter space. Open floor plan with 10 ft ceilings, crown molding, recess lighting, chandeliers, hardwood flooring in foyer, living room and kitchen. Split bedrooms with owner using third bedroom as a sitting room. Owners suite has large dressing closet with additional vanity and built in desk. Large front porch for residence use. Small patio for owners use. One car garage space with storage and easy access from the condo. Don't let this move-in ready maintenance-free home pass you by.

610A W Second Street Unit 1, Madison
422 St Michaels Avenue, Madison
$464,500
4 Beds ⋅ 4 Baths ⋅ 202607755 MLS ⋅ ACTIVE Status
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.

422 St Michaels Avenue, Madison
513 & 515 West Street, Madison
$1,375,000
10 Beds ⋅ 8 Baths ⋅ 202607078 MLS ⋅ ACTIVE Status
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 historic character with modern upgrades, this property is a standout opportunity in one of Indiana’s most sought after river towns. $124,000 in gross income in the first full year of operation.

513 & 515 West Street, Madison
507 E Main Street, Madison
$379,000
3 Beds ⋅ 2 Baths ⋅ 202606645 MLS ⋅ ACTIVE Status
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 located close to dining, shopping, riverfront, festivals and all that Madison---USA Today's "Best Small Town in the Midwest"--has to offer.

507 E Main Street, Madison
1010 E First Street, Madison
$376,900
2 Beds ⋅ 2 Baths ⋅ 202606763 MLS ⋅ ACTIVE Status
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.

1010 E First Street, Madison
2945 N Greenbrier Road, Madison
$459,000
1 Beds ⋅ 1 Baths ⋅ 202605428 MLS ⋅ ACTIVE Status
If you're looking for a ultimate log cabin retreat then look no more. Our cabin is a unique, small, authentic 19th century log home, nestled among cedar trees while overlooking a pond. The cabin offers the perfect retreat away from the hustle and bustle of everyday life. The log cabin has been completely restored with modern conveniences yet still retains all the rustic charm of an era gone by. Set on 30-/+ private scenic acres. This intimate retreat overlooks the beautiful backdrop of rolling ridges with expansive views of southern Indiana's Jefferson county. Refresh your body and spirit in the serene atmosphere of Francine's Log Cabin. Listed BELOW Appraisal Value.

2945 N Greenbrier Road, Madison
2159 Lanier Drive, Madison
$219,000
2 Beds ⋅ 2 Baths ⋅ 2025013009 MLS ⋅ ACTIVE Status
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

How much is your home worth?

Get instant property value now!