Refine Search
Map
Sort by
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
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
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
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
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
307 Hillcrest Drive, Madison
$599,000
4 Beds ⋅ 5 Baths ⋅ 202609020 MLS ⋅ ACTIVE Status
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.

307 Hillcrest Drive, Madison
512 E Main Street Unit 1, Madison
$199,900
1 Beds ⋅ 1 Baths ⋅ 202608700 MLS ⋅ ACTIVE Status
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!

512 E Main Street Unit 1, 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
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
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
317 Meadow Lane, Madison
$454,900
5 Beds ⋅ 3 Baths ⋅ 202409255 MLS ⋅ ACTIVE Status
So many possibilities await you with this lovingly maintained home on over 1 1/2 acres with mature trees and a parklike setting with a decorative pond. This home offers 3 bedrooms, 2 full baths, one with a jetted tub and heated tile floor, living room with a gas fireplace, eat in kitchen with a pantry and granite counter tops, family room with a brick hearth and flue for a wood stove and a utility room in the main living quarters. In addition to the main living area, there is an attached living quarters/guest suite with a kitchen, full bathroom, 2 bedrooms, a living room/play room and it's own front entry and rear entry with a deck. Wait that isn't all! There are front and rear keyless entries on main living quarters doors, 2 - 2+ car detached garages, a blacktop drive with extras parking, a nice back patio and a 24' above ground pool with a deck. This home is conveniently located within 4 miles of Madison's hilltop area and Clifty Falls State Park, within 4.5 miles from Hanover and within 5 miles of Madison's historic downtown area that was named the #1 Small Town in the Midwest by USA Today 10 Best Readers' Choice Award for 2024. Potted plants will be taken by Seller and some starts off of some perennials will be take by the seller. New Survey Attached. New w/s installed July 2025 also new elements in water heater. All new paint June-July 2026 in the living room, kitchen, hallway, 1 bedroom and 1 bathroom. Mantel @ fireplace will not convey.

317 Meadow Lane, Madison

How much is your home worth?

Get instant property value now!