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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!

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

$699,000

Once in a few generations of an opportunity!!! This property has been coveted amongst family since 1906. The farmhouse offers nearly 3000 square feet of varietal spaces. There is tradition and there are upgrades. Many windows have been replaced, and some with craft stained glass. There are gingerbread, arches, and other architectural details that you will want to enhance and treasure. There is a main floor bedroom in an addition that enabled a sizable full bath and ample closet area. There is also a dreamy screened in porch where you are likely to spend a lot of time!! This property boasts over 25 acres of leased farmland, and as much in classified forest land. The property could be an outdoor enthusiast’s dream come true, with tree stands, an impressive shooting deck and range area, and so many cut paths through magnificent terrain. The property is 72.99 acres. There is a survey of record. Pictures are delayed for this property, but will be added.

3 Beds ⋅ 2 Baths ⋅ 2026011432 MLS ⋅ ACTIVE Status

Once in a few generations of an opportunity!!! This property has been coveted amongst family since 1906. The farmhouse offers nearly 3000 square feet of varietal spaces. There is tradition and there are upgrades. Many windows have been replaced, and some with craft stained glass. There are gingerbread, arches, and other architectural details that you will want to enhance and treasure. There is a main floor bedroom in an addition that enabled a sizable full bath and ample closet area. There is also a dreamy screened in porch where you are likely to spend a lot of time!! This property boasts over 25 acres of leased farmland, and as much in classified forest land. The property could be an outdoor enthusiast’s dream come true, with tree stands, an impressive shooting deck and range area, and so many cut paths through magnificent terrain. The property is 72.99 acres. There is a survey of record. Pictures are delayed for this property, but will be added.

2334 E Telegraph Hill Road, Madison

$429,900

This full-brick home offers exceptional curb appeal and is ideally located near the cul-de-sac of a highly sought-after neighborhood. Key features of the home include a covered front porch that leads into a large foyer with beautiful marble flooring, followed by genuine hardwood floors. The living area opens directly into a stunning kitchen equipped with granite countertops, a large center island, extensive cabinet space, two pantries, and a separate den that is perfect for a home office. The upper level features three bedrooms, including a primary suite with a large bathroom and a walk-in closet with custom built-in shelving. The outdoor space is equally as nice. The kitchen and Liv Rm opens onto a private, spacious back deck that overlooks a peaceful, park-like backyard with mature trees, providing privacy, shade and tranquility. There is also a finished climate-controlled spacious room above the garage that offers excellent versatility for a recreation room, additional office, guest space, or storage. Many recent important updates - New roof in 2019, new Geothermal heat and air in 2022, and new water heater this month (Aug 2026). Check out this wonderful home at your earliest opportunity, because homes this nice don't come along very often!!

3 Beds ⋅ 3 Baths ⋅ 2026011214 MLS ⋅ ACTIVE Status

This full-brick home offers exceptional curb appeal and is ideally located near the cul-de-sac of a highly sought-after neighborhood. Key features of the home include a covered front porch that leads into a large foyer with beautiful marble flooring, followed by genuine hardwood floors. The living area opens directly into a stunning kitchen equipped with granite countertops, a large center island, extensive cabinet space, two pantries, and a separate den that is perfect for a home office. The upper level features three bedrooms, including a primary suite with a large bathroom and a walk-in closet with custom built-in shelving. The outdoor space is equally as nice. The kitchen and Liv Rm opens onto a private, spacious back deck that overlooks a peaceful, park-like backyard with mature trees, providing privacy, shade and tranquility. There is also a finished climate-controlled spacious room above the garage that offers excellent versatility for a recreation room, additional office, guest space, or storage. Many recent important updates - New roof in 2019, new Geothermal heat and air in 2022, and new water heater this month (Aug 2026). Check out this wonderful home at your earliest opportunity, because homes this nice don't come along very often!!

522 Quail Ridge Court, Madison

$419,900

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!

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

$239,900

NEW PRICE $239,900! Spacious, updated, and full of character, this Bedford stone home offers over 1,800 square feet of living space in Madison's established Highland Heights neighborhood. Situated on a corner lot near Anderson Elementary, shopping, dining, and everyday conveniences, this 3 bedroom, 1.5 bath home has more space than you might expect. Inside, you'll find a spacious living room with a decorative accent wall and a separate bonus room featuring a wood burning fireplace, perfect for a family room, home office, playroom, or hobby space. New vinyl plank flooring extends through the kitchen, dining room, laundry room, and hallway. Additional updates include a newer furnace, updated lighting, several replacement windows, a completely renovated half bath, and an updated full bath that keeps its vintage tile charm. The oversized laundry room provides plenty of additional storage and functionality. All kitchen appliances remain, and a new stainless steel side by side refrigerator will be installed prior to closing. The living room desk also remains. With its Bedford stone exterior, flexible living spaces, recent updates, and convenient Madison location, this home has plenty to offer at its new price.

3 Beds ⋅ 2 Baths ⋅ 2026010971 MLS ⋅ ACTIVE Status

NEW PRICE $239,900! Spacious, updated, and full of character, this Bedford stone home offers over 1,800 square feet of living space in Madison's established Highland Heights neighborhood. Situated on a corner lot near Anderson Elementary, shopping, dining, and everyday conveniences, this 3 bedroom, 1.5 bath home has more space than you might expect. Inside, you'll find a spacious living room with a decorative accent wall and a separate bonus room featuring a wood burning fireplace, perfect for a family room, home office, playroom, or hobby space. New vinyl plank flooring extends through the kitchen, dining room, laundry room, and hallway. Additional updates include a newer furnace, updated lighting, several replacement windows, a completely renovated half bath, and an updated full bath that keeps its vintage tile charm. The oversized laundry room provides plenty of additional storage and functionality. All kitchen appliances remain, and a new stainless steel side by side refrigerator will be installed prior to closing. The living room desk also remains. With its Bedford stone exterior, flexible living spaces, recent updates, and convenient Madison location, this home has plenty to offer at its new price.

234 Hargan Drive, Madison

$465,000

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.

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

$244,998

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.

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

$599,000

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.

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

$1,100,000

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.

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

$324,900

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.

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

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