Refine Search
Map
Sort by
4515 N Paper Mill Road, Madison
$509,000
4 Beds ⋅ 2 Baths ⋅ 2026012604 MLS ⋅ ACTIVE Status
Historic 1855 home on 5 acres. Built more than 170 years ago of solid brick, this residence retains it's robust construction and period character. The home has been fully rewired, plumbed, insulated, and features Pella windows throughout. The roof and gutters were new in 2023. 2,468 sq ft with 4 bedrooms and 2 full baths. The primary bedroom includes his-and-hers closets and an en-suite bath with a clawfoot tub and separate shower. Original wood floors in much of the house, oak cabinetry, and stainless appliances. Concrete patio overlooks open fields and mature trees. A standout feature is the 36×54 high-ceiling pole barn garage (2019), fully insulated and heated for workshop, storage, or multi-use. Located just outside Madison city limits—3.2 miles from McDonald’s and 4.3 miles from Walmart—it offers convenient access to daily needs while retaining a distinctly rural setting near historic Madison. Authentic mid-19th-century brick architecture paired with practical modern updates.

4515 N Paper Mill Road, Madison
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
1805 Holly Lane, Madison
$249,900
3 Beds ⋅ 2 Baths ⋅ 2026012434 MLS ⋅ ACTIVE Status
Don't miss your chance to view this charming home in the heart of the Madison Hilltop. This three bedroom, two bathroom home offers a spacious layout with several major updates already completed for you. Roof, water heater, and HVAC were all replaced in the last 5 years. A single-car garage is attached with two additional oversized sheds on the property providing ample storage space. It is conveniently situated on an oversized lot at the end of a dead end street with additional street access on the opposite side of the property.

1805 Holly Lane, 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
5184 N Us 421, Madison
$148,000
3 Beds ⋅ 1 Baths ⋅ 2026012275 MLS ⋅ ACTIVE Status
Buyers, Investors or Renovators Bring your vision to this fixer-upper opportunity offering peaceful rural living while remaining a short distance from Madison’s hilltop and all the connivence of shopping and dining or drive down the hill to enjoy Madison’s historic downtown Main Street. This home has character and plenty of potential. Inside, you'll find built-in bookshelves, a bonus room with a fireplace/wood-stove insert, and the opportunity to open the space up and create one large living area that flows into the family room. Hardwood floors are believed to be underneath the carpet in the bedrooms, offering another opportunity to restore and enhance the home’s original character. Outside, enjoy a spacious yard surrounded by mature trees, a detached garage/workshop, ample parking, your own well, and a durable red metal roof. A great opportunity for an investor, renovator, or buyer looking to create a home with character while enjoying the space of rural living and convenient access to Madison. Being Sold As-IS.

5184 N Us 421, Madison
208 WILDWOOD Drive, Madison
$324,900
3 Beds ⋅ 2 Baths ⋅ 2026012203 MLS ⋅ ACTIVE Status
Immaculate and well cared for 3 BR 2 full BA brick home in desirable location. Roof 2 years old, heat and air 2 years old, w/h 6 years old. All new PEX plumbing 2025. New vinyl plank flooring throughout. New concrete driveway. F/R with gas log f/p. Covered rear porch. Large utility room with storage closet off garage. Too many updates to list. Come see for yourself!

208 WILDWOOD Drive, 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
410 Mouser Street, Madison
$249,900
3 Beds ⋅ 2 Baths ⋅ 2026011716 MLS ⋅ ACTIVE Status
Welcome home to this move-in ready 3-bedroom, 1.5-bathroom gem offering the perfect blend of modern comfort and outdoor convenience right here in Madison! Step inside to find a fully equipped kitchen featuring a refrigerator, dishwasher, range, and garbage disposal, all complementing a highly functional floor plan. In the utility room there is a washer and dryer included. Behind the scenes, this home offers premium updates, including energy-efficient thermopane windows that flood the home with natural light and a water softener system. The exceptional living space extends outdoors! The sliding doors lead you out to a spacious concrete patio, ideal for weekend barbecues and morning coffee. Enjoy a fully fenced-in backyard that offers a secure area for children or pets to run free. Storage is never an issue thanks to the sizable outdoor storage shed. Whether you are a first-time homebuyer or looking to downsize, this meticulously maintained property is ready for you to move right in and make it your own!

410 Mouser Street, 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
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
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
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
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
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
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
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
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
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
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
1122 W Second Street, Madison
$250,000
2 Beds ⋅ 2 Baths ⋅ 2025012327 MLS ⋅ ACTIVE Status
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!

1122 W Second Street, Madison

How much is your home worth?

Get instant property value now!