Refine Search
Sort by
833 & 835 W Main Street, Madison
$759,900
3 Beds ⋅ 3 Baths ⋅ 2026012471 MLS ⋅ ACTIVE Status
Historic Downtown Madison – Live, Work & Invest! This distinctive mixed-use property offers the perfect blend of commercial opportunity and upscale downtown living. Featuring approximately 3,233 sq. ft. of main-level retail space with an extensive remodel, the property also includes a luxurious second-floor residence with its own private entrance. The inviting residence features 3 bedrooms, 2 bathrooms, beautiful hardwood floors, an updated kitchen, and an open floor plan. Additional amenities include off-street rear parking and an all-brick detached garage. Located in the heart of historic downtown Madison, this unique property offers the opportunity to enjoy a spacious, upscale residence while operating a business or generating rental income. An exceptional opportunity for an owner-occupant or investor seeking character, convenience, and versatility in a prime downtown location. Call today for additional details!

833 & 835 W Main Street, Madison

304 Quail Ridge Lane, Madison
$449,000
4 Beds ⋅ 4 Baths ⋅ 202609805 MLS ⋅ ACTIVE Status
Set on a quiet street in the established Miles Ridge neighborhood, 304 Quail Ridge Lane pairs substantial living space with thoughtful updates and inviting outdoor areas. This 4 bedroom, 3.5 bath residence offers flexibility for everyday routines, guests, hobbies, and entertaining. At the center of the home is an impressive kitchen remodeled in 2020, featuring sleek quartz countertops, stainless steel appliances, and a polished setting for everything from quick breakfasts to celebratory dinners. Quality construction and a practical floor plan create a strong foundation for personal style. The washer and dryer are included, adding welcome convenience from day one. The lower level, featuring exterior access, expands the possibilities. Use it for recreation, a media room, fitness space, a home office, or storage suited to your needs. An attached two-car garage provides sheltered parking and additional room for gear. Evenings are well spent on the covered back deck, where peaceful surroundings set the scene for outdoor dining or a quiet pause at the end of the day. A new roof installed in 2024 further highlights the home’s recent updates. Conveniently positioned near shopping, Sunrise Golf Course, and Hatcher Hill Trail, the location keeps recreation and daily errands within easy reach. This new listing delivers a compelling combination of space, workmanship, updates, and neighborhood convenience. Schedule a tour to see how it fits your next chapter.

304 Quail Ridge Lane, Madison

1215 W Main Street, Madison
$429,900
3 Beds ⋅ 3 Baths ⋅ 2026012373 MLS ⋅ ACTIVE Status
Two doors down from a crosswalk that leads to the new Connector Trail to Clifty Falls State park, and walking distance to Madison's downtown festivals and our gorgeous River-Walk! This beautiful one-level home has many recent updates including NEW roof, NEW 6" gutters, NEW A/C, NEW hardboard siding, NEW sewer line from street to the house, all NEW plumbing & sewer lines inside the home, NEW water softener, NEW screened in porch. Updated kitchen with granite countertop and newer SS appliances, and new RO water system. Tall ceilings w custom ceiling tiles throughout most of the home. Newer double hung vinyl windows throughout that come w transferable warranty. Primary BR suite includes an oversized bathroom with custom large walk-in tiled shower AND original (restored) beautiful clawfoot tub, and a HUGE walk-in closet with custom built-in closet organizers. Out back is a large 2 tiered deck with a small view of the Ohio River, a NEW storage building and carport built to easily finish as a 2+ car garage if desired. The fenced front yard still has some original wrought iron fencing giving character and charm. Homes this nice are rare to come by in this condition, location, and nice finishes! This home has been run as a VERY successful Airbnb (rated Superhost) during festivals and just random weekends, and can include all furnishings, dishes, linens, etc so that it can be completely turn-key if desired. Seller is also Listing agent. Light in back closet does NOT convey.

1215 W Main Street, Madison

2717 N Borcherding Road, Madison
$550,000
4 Beds ⋅ 2 Baths ⋅ 2026012255 MLS ⋅ ACTIVE Status
Peaceful wooded setting just minutes from Madison’s hilltop, this newly constructed 2,000 sq. ft. home offers an exceptional blend of modern comfort, privacy, and convenience. The thoughtfully designed open floor plan features a spacious living area, vaulted ceiling, and beautiful kitchen with plenty of room for everyday living and entertaining. The private primary suite offers a generous walk-in closet and luxurious attached bath, while three additional bedrooms provide flexibility for family, guests, or a dedicated home office. Step outside to the covered back patio and enjoy the tranquility of the surrounding wooded setting. A spacious 3-car garage provides abundant room for vehicles, storage, hobbies, or workshop space. With its desirable layout, peaceful setting, and close proximity to Madison, this beautiful new home offers the best of both comfort and convenience.

2717 N Borcherding Road, Madison

331 Golf Ridge Lane, Madison
$525,000
3 Beds ⋅ 3 Baths ⋅ 2026011987 MLS ⋅ ACTIVE Status
If you’re looking for a quiet, peaceful setting surrounded by mature trees and a waterfall, this is the place for you! Nestled below Hole No. 3 at Sunrise Golf Course, this 2,760-square-foot home offers three bedrooms and two-and-a-half bathrooms with the primary suite located on the main floor. The wraparound porch provides the perfect place to relax while enjoying views of the wooded ravine and listening to the waterfall after it rains. Inside, the open-concept layout features vaulted ceilings, spacious rooms, and abundant natural light, creating an open and inviting atmosphere. The primary suite is conveniently located on the main floor, while the walkout lower level offers excellent potential for additional finished living space. Located in one of the area’s most sought-after neighborhoods, this wonderful home and picturesque setting present a truly special opportunity!

331 Golf Ridge Lane, Madison

532 Miles Ridge Road, Madison
$349,900
3 Beds ⋅ 3 Baths ⋅ 2026012114 MLS ⋅ ACTIVE Status
Welcome to this beautifully updated 3-bedroom, 2.5-bath ranch home in the desirable Miles Ridge neighborhood! Situated on a spacious corner lot, this inviting home offers a thoughtful split-bedroom floor plan, fresh finishes, and plenty of room to enjoy both inside and out. The heart of the home is the newly finished kitchen, featuring refinished cabinetry, stunning quartz countertops, a farmhouse sink, and brand-new stainless steel appliances. The dining area features access to a covered back porch and a newly fenced-in yard, perfect for entertaining family and friends! The home features many more updates, including newly finished bathrooms, newly painted trim and walls throughout the home, new flooring through the majority of the home, fresh landscaping, and more. With its desirable location, corner-lot setting, extensive updates, and inviting floor plan, this Miles Ridge gem is truly move-in ready and waiting for its next owner. Schedule your showing today!

532 Miles Ridge Road, Madison

5440 W Quail Run Lane, Madison
$490,000
4 Beds ⋅ 5 Baths ⋅ 2026012075 MLS ⋅ ACTIVE Status
“It feels like I went on vacation and just never left.” — Property Owner Tucked into a serene, park-like setting near Hereford Lake, this distinctive A-frame offers a private retreat while remaining just 15 minutes from central Madison. A charming front goldfish pond and lush landscaping create a welcoming first impression, while the property backs to a private wooded lot with a gentle creek and includes an additional buildable lot. Inside, the spacious floor plan features 4 bedrooms, 4.5 bathrooms, and two additional finished basement rooms ideal for a home office, craft room, guest space, or potential bedrooms. Architectural character shines throughout with a striking signature chimney, two fireplaces, and a cozy wood-burning stove. The fully finished walk-out basement is perfect for entertaining and includes a custom wet bar, while thoughtful amenities include walk-in closets, ample storage, and a large laundry room with a convenient laundry chute. Relax on the covered concrete porch or enjoy the peaceful, tree-lined views from the upper-level balconies. Recent improvements include a new roof and HVAC system in 2026, along with an added bathroom creating a second primary suite. A truly special property offering space, privacy, character, and a setting designed for making lasting memories.

5440 W Quail Run Lane, Madison

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

2020 Galway Trail S, Madison

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

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

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

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

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

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

How much is your home worth?

Get instant property value now!