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Welcome home to this beautifully remodeled gem in the heart of Madison! Located in a desirable neighborhood on Madison's Hilltop, this stunning 4 bedroom, 2 full bathroom home offers 1,988 square feet of thoughtfully updated living space, designed for both comfort and style. Step inside to discover brand-new flooring throughout, fresh modern paint, and an inviting layout perfect for today’s lifestyle. The completely renovated kitchen features sleek stainless steel appliances, upgraded finishes, and a charming built-in coffee bar — the perfect spot to start your mornings. Both full bathrooms have been tastefully upgraded, offering a fresh, contemporary feel. With two separate family rooms, there’s plenty of space for entertaining, relaxing, working from home, or creating a playroom or media room — the possibilities are endless. Move-in ready and packed with updates, even including a new roof, this home combines modern convenience with a prime location, close to everything Madison has to offer. Don’t miss your opportunity to own this turn-key home!

4 Beds ⋅ 2 Baths ⋅ 202608021 MLS

Welcome home to this beautifully remodeled gem in the heart of Madison! Located in a desirable neighborhood on Madison's Hilltop, this stunning 4 bedroom, 2 full bathroom home offers 1,988 square feet of thoughtfully updated living space, designed for both comfort and style. Step inside to discover brand-new flooring throughout, fresh modern paint, and an inviting layout perfect for today’s lifestyle. The completely renovated kitchen features sleek stainless steel appliances, upgraded finishes, and a charming built-in coffee bar — the perfect spot to start your mornings. Both full bathrooms have been tastefully upgraded, offering a fresh, contemporary feel. With two separate family rooms, there’s plenty of space for entertaining, relaxing, working from home, or creating a playroom or media room — the possibilities are endless. Move-in ready and packed with updates, even including a new roof, this home combines modern convenience with a prime location, close to everything Madison has to offer. Don’t miss your opportunity to own this turn-key home!

1835 Greenhills Drive, Madison

Listing courtesy of F.C. Tucker/Scott Lynch Group. Selling Office: Rider Realty.

$330,000

Back on the market due to no fault of the Seller.Timeless Madison Gem! Elegantly preserved historic home in the heart of Madison—Close to shops, the riverfront, and dining. Welcoming living room features soaring 10+ ft ceilings, new windows, ornate crown molding, ornamental fireplace, and original hardwood floors. Spacious dining room perfect for gatherings. Kitchen offers white cabinetry, glass fronts, stainless appliances, and ample counters. Side-entry laundry/mudroom adds convenience. Bonus family room that could easily be used as a 1st floor bedroom room with full bath and walk-in shower. The private backyard is ideal for entertaining with sparkling in-ground pool, patio, garden, and shed—all beautifully landscaped. Upstairs boasts oversized primary with double closets, two more large bedrooms, and updated full bath with granite double vanity and ceramic tile. Basement/cellar for storage. Updated plumbing and newer HVAC. A perfect blend of historic charm and modern comfort—this rare find has it all!

3 Beds ⋅ 2 Baths ⋅ 202509977 MLS

Back on the market due to no fault of the Seller.Timeless Madison Gem! Elegantly preserved historic home in the heart of Madison—Close to shops, the riverfront, and dining. Welcoming living room features soaring 10+ ft ceilings, new windows, ornate crown molding, ornamental fireplace, and original hardwood floors. Spacious dining room perfect for gatherings. Kitchen offers white cabinetry, glass fronts, stainless appliances, and ample counters. Side-entry laundry/mudroom adds convenience. Bonus family room that could easily be used as a 1st floor bedroom room with full bath and walk-in shower. The private backyard is ideal for entertaining with sparkling in-ground pool, patio, garden, and shed—all beautifully landscaped. Upstairs boasts oversized primary with double closets, two more large bedrooms, and updated full bath with granite double vanity and ceramic tile. Basement/cellar for storage. Updated plumbing and newer HVAC. A perfect blend of historic charm and modern comfort—this rare find has it all!

506 Jefferson Street, Madison

Listing courtesy of 85W Real Estate. Selling Office: Century 21 River Valley.

$329,000

This one is a classic! Central, large, and loaded with character and quality!!

4 Beds ⋅ 3 Baths ⋅ 202606082 MLS

This one is a classic! Central, large, and loaded with character and quality!!

121 W 3rd Street, Madison

Listing courtesy of Legacy Land Use & Realty. Selling Office: Legacy Land Use & Realty.

$329,000

Welcome to this beautiful 3-bedroom, 2-bath home perfectly situated across the street from a serene lake! Step inside to soaring ceilings that create an open, airy feel throughout. The spacious living room features a cozy gas-burning fireplace, ideal for relaxing evenings at home. The kitchen and dining areas flow seamlessly, making entertaining a breeze. Outside, you’ll love the large backyard with plenty of room to play, garden, or host gatherings—complete with a storage shed for all your outdoor needs. With its fantastic location, thoughtful layout, and inviting features, this home is one you won’t want to miss!

3 Beds ⋅ 2 Baths ⋅ 2025010872 MLS

Welcome to this beautiful 3-bedroom, 2-bath home perfectly situated across the street from a serene lake! Step inside to soaring ceilings that create an open, airy feel throughout. The spacious living room features a cozy gas-burning fireplace, ideal for relaxing evenings at home. The kitchen and dining areas flow seamlessly, making entertaining a breeze. Outside, you’ll love the large backyard with plenty of room to play, garden, or host gatherings—complete with a storage shed for all your outdoor needs. With its fantastic location, thoughtful layout, and inviting features, this home is one you won’t want to miss!

160 N Lakeside Drive, Madison

Listing courtesy of Lopp Real Estate Brokers. Selling Office: Coldwell Banker Harrell & Asso.

$327,500

Can be sold Turnkey Furnished!! Historic Federal-Style Home in the Heart of Downtown Madison. Step into timeless elegance w/this beautifully preserved home in a fabulous location! Thoughtfully updated while honoring its original character, this residence offers the perfect blend of historic charm & modern comfort. The main level features a welcoming living room & dining room, accented by hardwood floors & decorative fireplaces, along w/a convenient powder room. The standout kitchen is both functional and striking, showcasing custom MI-HER cabinetry, granite countertops, a center island, tile flooring, stainless steel appliances, & stunning exposed brick walls & beams. From the kitchen, step directly into the open-air covered patio & private courtyard, creating a seamless indoor-outdoor flow ideal for entertaining or quiet relaxation. The second level offers two spacious bedrooms & a full bathroom featuring a classic clawfoot tub w/a wrap-around shower enclosure. The fully finished third level provides versatile flex space, perfect for a third bedroom, home office, studio, or creative retreat. Add'l features include four decorative fireplaces, a clean basement w/laundry & ample storage, & outdoor spaces. Every update has been tastefully completed to maintain the home’s historic integrity while enhancing everyday livability. A rare opportunity to own a piece of Madison’s history—just steps from shops, dining, and all the charm downtown has to offer.

2 Beds ⋅ 2 Baths ⋅ 202605558 MLS

Can be sold Turnkey Furnished!! Historic Federal-Style Home in the Heart of Downtown Madison. Step into timeless elegance w/this beautifully preserved home in a fabulous location! Thoughtfully updated while honoring its original character, this residence offers the perfect blend of historic charm & modern comfort. The main level features a welcoming living room & dining room, accented by hardwood floors & decorative fireplaces, along w/a convenient powder room. The standout kitchen is both functional and striking, showcasing custom MI-HER cabinetry, granite countertops, a center island, tile flooring, stainless steel appliances, & stunning exposed brick walls & beams. From the kitchen, step directly into the open-air covered patio & private courtyard, creating a seamless indoor-outdoor flow ideal for entertaining or quiet relaxation. The second level offers two spacious bedrooms & a full bathroom featuring a classic clawfoot tub w/a wrap-around shower enclosure. The fully finished third level provides versatile flex space, perfect for a third bedroom, home office, studio, or creative retreat. Add'l features include four decorative fireplaces, a clean basement w/laundry & ample storage, & outdoor spaces. Every update has been tastefully completed to maintain the home’s historic integrity while enhancing everyday livability. A rare opportunity to own a piece of Madison’s history—just steps from shops, dining, and all the charm downtown has to offer.

318 walnut Street, Madison

Listing courtesy of F.C. Tucker/Scott Lynch Group. Selling Office: F.C. Tucker/Scott Lynch Group.

$325,000

I am pleased to present an exceptional investment opportunity featuring two successful, side-by-side Airbnb properties in the heart of downtown Madison, Indiana. These one-level homes are within walking distance of all downtown amenities and are being offered for sale separately, however the opportunity to purchase 2 successful Airbnb properties side-is-side is very rare! Key highlights of these properties include: - Location: Situated within walking distance of downtown and featuring nice porches where you can view the beautiful Ohio River! Despite their proximity to Vaughn Drive, neither home was flooded by the last two major historical floods. - Features: One property offers convenient off-street parking, while the other is a spacious duplex featuring six bedrooms and four bathrooms. - Turnkey: Both homes are beautifully updated and fully furnished and are wonderfully spacious. All furnishings, linens, and several future bookings will be included in the sale. Whether you are looking for a continued short-term rental investment, a personal weekend getaway, or a full-time residence, these homes are move-in ready! Schedule a viewing of these beautiful properties before they're gone! This listing has impressive River views and a very DRY basement. The other listing that is being offered for sale next door is MLS #202606991

2 Beds ⋅ 2 Baths ⋅ 202606979 MLS

I am pleased to present an exceptional investment opportunity featuring two successful, side-by-side Airbnb properties in the heart of downtown Madison, Indiana. These one-level homes are within walking distance of all downtown amenities and are being offered for sale separately, however the opportunity to purchase 2 successful Airbnb properties side-is-side is very rare! Key highlights of these properties include: - Location: Situated within walking distance of downtown and featuring nice porches where you can view the beautiful Ohio River! Despite their proximity to Vaughn Drive, neither home was flooded by the last two major historical floods. - Features: One property offers convenient off-street parking, while the other is a spacious duplex featuring six bedrooms and four bathrooms. - Turnkey: Both homes are beautifully updated and fully furnished and are wonderfully spacious. All furnishings, linens, and several future bookings will be included in the sale. Whether you are looking for a continued short-term rental investment, a personal weekend getaway, or a full-time residence, these homes are move-in ready! Schedule a viewing of these beautiful properties before they're gone! This listing has impressive River views and a very DRY basement. The other listing that is being offered for sale next door is MLS #202606991

113 Jefferson Street, Madison

Listing courtesy of Coldwell Banker Harrell & Asso. Selling Office: Coldwell Banker Harrell & Asso.

$325,000

Discover the possibilities with this 30-acre parcel of tillable land, perfect for farming, recreation, or creating your own private retreat in a peaceful hilltop setting. The property features a convenient layout with open terrain and multiple potential building sites. Utilities are available at the road, making it easy if you plan to build a home or garage. A 60.01' ingress/egress easement provides access to the parcel located north of the property, while a 30' utility easement runs south to north along the east boundary. See legal description for a more accurate description. Whether you envision building a custom home or cultivating the land, this property is perfect for you.

2025011794 MLS

Discover the possibilities with this 30-acre parcel of tillable land, perfect for farming, recreation, or creating your own private retreat in a peaceful hilltop setting. The property features a convenient layout with open terrain and multiple potential building sites. Utilities are available at the road, making it easy if you plan to build a home or garage. A 60.01' ingress/egress easement provides access to the parcel located north of the property, while a 30' utility easement runs south to north along the east boundary. See legal description for a more accurate description. Whether you envision building a custom home or cultivating the land, this property is perfect for you.

2000+ E Cross Road, Madison

Listing courtesy of eXp Realty, LLC. Selling Office: eXp Realty, LLC.

$324,000

Exceptional mixed-use investment opportunity in the heart of Historic Downtown Madison. This classic two-story brick storefront offers outstanding visibility and multiple income-producing possibilities in a prime Main Street location. The main level features approximately 1,700 square feet of retail or commercial space, ideal for a boutique, office, gallery, or specialty business. Above, the second floor showcases a distinctive 2-bedroom, 1-bath apartment with views overlooking Main Street—perfect for rental income or owner occupancy. A detached 720-square-foot brick garage at the rear of the property provides additional revenue potential, workshop space, or vehicle storage. Just steps from local shops, dining, schools, and Madison’s scenic Ohio Riverfront, this property blends historic character, versatility, and prime location—an outstanding opportunity for investors or entrepreneurs alike.

2 Beds ⋅ 1 Baths ⋅ 202606019 MLS

Exceptional mixed-use investment opportunity in the heart of Historic Downtown Madison. This classic two-story brick storefront offers outstanding visibility and multiple income-producing possibilities in a prime Main Street location. The main level features approximately 1,700 square feet of retail or commercial space, ideal for a boutique, office, gallery, or specialty business. Above, the second floor showcases a distinctive 2-bedroom, 1-bath apartment with views overlooking Main Street—perfect for rental income or owner occupancy. A detached 720-square-foot brick garage at the rear of the property provides additional revenue potential, workshop space, or vehicle storage. Just steps from local shops, dining, schools, and Madison’s scenic Ohio Riverfront, this property blends historic character, versatility, and prime location—an outstanding opportunity for investors or entrepreneurs alike.

845 W Main Street, Madison

Listing courtesy of F.C. Tucker/Scott Lynch Group. Selling Office: F.C. Tucker/Scott Lynch Group.

$323,500

This property might be a downtown Madison unicorn! This property is delightful. Located at the corner of Fourth and East Street, with over 1400 square feet of main floor living! There are two bedrooms, two full baths, wonderful window light, original hardwood floors, a balance of classicism and modernity, a charming enclosed backyard, and an attached single-car garage! The full basement of this home is tremendous. The home has updated roof, water heater, HVAC, and a sump pump with backup within the past 10 years! Upon availability of the owners' plumber, the laundry is being moved to the upstairs of this home. The overall repair of this home is recognizable. She is ready for your consideration, and we recommend you not delay scheduling your visit!

2 Beds ⋅ 2 Baths ⋅ 2026011828 MLS

This property might be a downtown Madison unicorn! This property is delightful. Located at the corner of Fourth and East Street, with over 1400 square feet of main floor living! There are two bedrooms, two full baths, wonderful window light, original hardwood floors, a balance of classicism and modernity, a charming enclosed backyard, and an attached single-car garage! The full basement of this home is tremendous. The home has updated roof, water heater, HVAC, and a sump pump with backup within the past 10 years! Upon availability of the owners' plumber, the laundry is being moved to the upstairs of this home. The overall repair of this home is recognizable. She is ready for your consideration, and we recommend you not delay scheduling your visit!

424 E 4th Street, Madison

Listing courtesy of Legacy Land Use & Realty. Selling Office: Legacy Land Use & Realty.

$320,000

Pristine and impeccably maintained, this 3-bedroom, 2-bath home offers 1,680 square feet of comfortable living space in a wonderful established neighborhood. From the moment you step inside, the exceptional cleanliness and care are sure to impress. The spacious bedrooms feature deep closets for abundant storage, while hardwood floors lie beneath the carpeted bedrooms—offering a beautiful second flooring option. The inviting living room showcases a cozy fireplace, elegant crown moldings, and quality finishes throughout. The kitchen is designed for both function and flow, featuring KraftMaid cabinetry, a convenient breakfast bar, and an open layout overlooking the family room and dining area—perfect for everyday living and entertaining. Step outside to enjoy the covered back patio and generously sized backyard. A detached garage provides ideal space for extra vehicles, storage, or even a workshop. Additional updates include a newer roof (just 2 years old) and gutters with gutter guards to help prevent debris buildup. Located in a great neighborhood with sidewalks ideal for evening strolls, and conveniently close to schools, shopping, and more—this home truly checks all the boxes.

3 Beds ⋅ 2 Baths ⋅ 202606233 MLS

Pristine and impeccably maintained, this 3-bedroom, 2-bath home offers 1,680 square feet of comfortable living space in a wonderful established neighborhood. From the moment you step inside, the exceptional cleanliness and care are sure to impress. The spacious bedrooms feature deep closets for abundant storage, while hardwood floors lie beneath the carpeted bedrooms—offering a beautiful second flooring option. The inviting living room showcases a cozy fireplace, elegant crown moldings, and quality finishes throughout. The kitchen is designed for both function and flow, featuring KraftMaid cabinetry, a convenient breakfast bar, and an open layout overlooking the family room and dining area—perfect for everyday living and entertaining. Step outside to enjoy the covered back patio and generously sized backyard. A detached garage provides ideal space for extra vehicles, storage, or even a workshop. Additional updates include a newer roof (just 2 years old) and gutters with gutter guards to help prevent debris buildup. Located in a great neighborhood with sidewalks ideal for evening strolls, and conveniently close to schools, shopping, and more—this home truly checks all the boxes.

2412 Bellaire Drive, Madison

Listing courtesy of F.C. Tucker/Scott Lynch Group. Selling Office: F.C. Tucker/Scott Lynch Group.

$315,000

Spacious 1,575 sq ft, 3 bedroom, 2 bath all-brick home located in one of the area’s most desirable neighborhoods. Situated on a large lot with a fenced backyard and a covered rear porch, this home offers the perfect blend of comfort and outdoor living. Inside, you’ll find an open floor plan with fresh paint, luxury vinyl plank flooring, and a cozy fireplace that creates a warm and inviting atmosphere. Enjoy the added benefit of optional access to Hereford Lake Preservation, offering private lake access for fishing, kayaking, or simply relaxing in a peaceful natural setting just moments from home. A well-maintained property combining location, space, and lifestyle.

3 Beds ⋅ 2 Baths ⋅ 202606728 MLS

Spacious 1,575 sq ft, 3 bedroom, 2 bath all-brick home located in one of the area’s most desirable neighborhoods. Situated on a large lot with a fenced backyard and a covered rear porch, this home offers the perfect blend of comfort and outdoor living. Inside, you’ll find an open floor plan with fresh paint, luxury vinyl plank flooring, and a cozy fireplace that creates a warm and inviting atmosphere. Enjoy the added benefit of optional access to Hereford Lake Preservation, offering private lake access for fishing, kayaking, or simply relaxing in a peaceful natural setting just moments from home. A well-maintained property combining location, space, and lifestyle.

375 N Hereford Lane, Madison

Listing courtesy of F.C. Tucker/Scott Lynch Group. Selling Office: OUTSIDE COMPANY.

$315,000

3 Beds ⋅ 2 Baths ⋅ 2025012806 MLS

315 N Willow Drive, Madison

Listing courtesy of OUTSIDE COMPANY. Selling Office: eXp Realty, LLC.

$314,350

Welcome to this beautifully maintained 4-bedroom, 2.5-bath home offering plenty of space for your family — inside and out! Within the home you will find a wood burning fireplace with electric insert, new luxury vinyl flooring on the main level, an updated kitchen with modern appliances, and plentiful closet space throughout! Outside you will find a spacious back yard with rear deck and gazebo, perfect for relaxing or entertaining. Brand new roof in 2024. Other Major updates in the past 4 years include a geothermal heat pump, hot water heater, water softener, and kitchen appliances. Conveniently located near schools, shopping, and restaurants — this move-in ready gem blends comfort, style, and location in one perfect package.

4 Beds ⋅ 3 Baths ⋅ 2025010193 MLS

Welcome to this beautifully maintained 4-bedroom, 2.5-bath home offering plenty of space for your family — inside and out! Within the home you will find a wood burning fireplace with electric insert, new luxury vinyl flooring on the main level, an updated kitchen with modern appliances, and plentiful closet space throughout! Outside you will find a spacious back yard with rear deck and gazebo, perfect for relaxing or entertaining. Brand new roof in 2024. Other Major updates in the past 4 years include a geothermal heat pump, hot water heater, water softener, and kitchen appliances. Conveniently located near schools, shopping, and restaurants — this move-in ready gem blends comfort, style, and location in one perfect package.

2522 Oak Ridge Lane, Madison

Listing courtesy of F.C. Tucker/Scott Lynch Group. Selling Office: F.C. Tucker/Scott Lynch Group.

$310,000

This downtown Madison home embodies the perfect blend of historic character, comfort, and convenience! Ideally situated just 2 blocks from Bicentennial Park, 2 blocks from Madison's riverwalk, and 1 block from downtown Madison's vibrant Main Street, this home offers the ultimate downtown lifestyle. This incredible 3-4 bedroom, 2 full bath residence boasts a wonderful covered front porch, a thoughtful interior layout, and beautiful updates! Enjoy one-level living with a main bedroom and en-suite bathroom, Liv Rm, kitchen, and laundry space all on the main level, plus ample space upstairs for relaxation with 3 additional bedrooms and a full bath. This home offers the additional benefit of a separate entrance and space that could allow for some rental income. In addition, there is a dry basement w tall ceilings that is great for your mechanicals, storage, and/or storm shelter! Call today to check out the amazing features that this home offers!

3 Beds ⋅ 2 Baths ⋅ 202605486 MLS

This downtown Madison home embodies the perfect blend of historic character, comfort, and convenience! Ideally situated just 2 blocks from Bicentennial Park, 2 blocks from Madison's riverwalk, and 1 block from downtown Madison's vibrant Main Street, this home offers the ultimate downtown lifestyle. This incredible 3-4 bedroom, 2 full bath residence boasts a wonderful covered front porch, a thoughtful interior layout, and beautiful updates! Enjoy one-level living with a main bedroom and en-suite bathroom, Liv Rm, kitchen, and laundry space all on the main level, plus ample space upstairs for relaxation with 3 additional bedrooms and a full bath. This home offers the additional benefit of a separate entrance and space that could allow for some rental income. In addition, there is a dry basement w tall ceilings that is great for your mechanicals, storage, and/or storm shelter! Call today to check out the amazing features that this home offers!

220 W Second Street, Madison

Listing courtesy of Coldwell Banker Harrell & Asso. Selling Office: Coldwell Banker Harrell & Asso.

$309,900

Charming and well maintained 3-bedroom, 2 bath home in the heart of Madisons Hilltop! Ideally located just one block from Sunrise Golf Course and conveniently close to schools and shopping. This all-brick home features beautiful hardwood floors and a versatile bonus room off the back of the garage- perfect for a home office, hobby space, or additional living area. Step outside to a spacious rear deck overlooking a fully fenced backyard with vinyl privacy fencing. A must-see property offering comfort, convenience, and timeless appeal.

3 Beds ⋅ 2 Baths ⋅ 202605988 MLS

Charming and well maintained 3-bedroom, 2 bath home in the heart of Madisons Hilltop! Ideally located just one block from Sunrise Golf Course and conveniently close to schools and shopping. This all-brick home features beautiful hardwood floors and a versatile bonus room off the back of the garage- perfect for a home office, hobby space, or additional living area. Step outside to a spacious rear deck overlooking a fully fenced backyard with vinyl privacy fencing. A must-see property offering comfort, convenience, and timeless appeal.

308 Maple Hill Drive, Madison

Listing courtesy of F.C. Tucker/Scott Lynch Group. Selling Office: Kovener & Associates Real Esta.

$305,000

Welcome home! This move-in ready property combines many big updates, a thoughtful layout, and an ideal location just minutes from schools, shopping, and the charm of historic downtown Madison. Every detail reflects years of meticulous care, making this home ready for its next owner. Step inside to discover a welcoming floor plan, featuring a comfortable living room, an additional family room perfect for gathering, and an eat-in kitchen that offers plenty of space for everyday meals and entertaining alike. The updated bathrooms feature stylish finishes, including a relaxing jetted tub that creates the perfect retreat at the end of the day. Major improvements completed within the last 7 years provide added peace of mind, including a new roof, HVAC system, windows, water heater, LVP flooring, interior doors, water softener, gutters, SS refrigerator, and new garage door. Outside, the generously sized yard offers endless possibilities for outdoor entertaining, gardening, or simply enjoying the extra space. It even includes 2 large outdoor sheds for all your storage needs. Conveniently located with easy access to local amenities and downtown Madison, this well-maintained home is one you won't want to miss. Schedule your private showing today!

3 Beds ⋅ 2 Baths ⋅ 202609610 MLS

Welcome home! This move-in ready property combines many big updates, a thoughtful layout, and an ideal location just minutes from schools, shopping, and the charm of historic downtown Madison. Every detail reflects years of meticulous care, making this home ready for its next owner. Step inside to discover a welcoming floor plan, featuring a comfortable living room, an additional family room perfect for gathering, and an eat-in kitchen that offers plenty of space for everyday meals and entertaining alike. The updated bathrooms feature stylish finishes, including a relaxing jetted tub that creates the perfect retreat at the end of the day. Major improvements completed within the last 7 years provide added peace of mind, including a new roof, HVAC system, windows, water heater, LVP flooring, interior doors, water softener, gutters, SS refrigerator, and new garage door. Outside, the generously sized yard offers endless possibilities for outdoor entertaining, gardening, or simply enjoying the extra space. It even includes 2 large outdoor sheds for all your storage needs. Conveniently located with easy access to local amenities and downtown Madison, this well-maintained home is one you won't want to miss. Schedule your private showing today!

2330 Cragmont Street, Madison

Listing courtesy of F.C. Tucker/Scott Lynch Group. Selling Office: RE/MAX FIRST.

$305,000

This is an opportunity to have a corner mixed-use property in downtown Madison, Indiana, only two blocks from the Ohio River! This property offers over 1600 square feet of space, 3 full bathrooms, 3 bedrooms, an eat in kitchen, and other interpretive rooms! It can become the dreams you’ve had. For those who know Some Came Running, this property is Smitty’s Bar! This property has a secondary parcel, the back yard! The property offers a sweet, single car, attached garage! Don’t miss exploring this property and opportunity. It has so much to offer!

3 Beds ⋅ 3 Baths ⋅ 202606783 MLS

This is an opportunity to have a corner mixed-use property in downtown Madison, Indiana, only two blocks from the Ohio River! This property offers over 1600 square feet of space, 3 full bathrooms, 3 bedrooms, an eat in kitchen, and other interpretive rooms! It can become the dreams you’ve had. For those who know Some Came Running, this property is Smitty’s Bar! This property has a secondary parcel, the back yard! The property offers a sweet, single car, attached garage! Don’t miss exploring this property and opportunity. It has so much to offer!

302 Jefferson Street, Madison

Listing courtesy of Legacy Land Use & Realty. Selling Office: Legacy Land Use & Realty.

$301,775

This is a UNIQUE downtown Madison listing! Truly unique. Properly situated between a fabric of period homes, this property boasts a circa 2002 home and 2024 pole barn. With this property, you may live within a preserved district, and respectfully coexist, but be a structure without certain period conditions. This home has had many updates recently. Flooring and some wall paint will be the choice projects of the buyer. This home offers a primary suite in the lofted upper level. Downstairs are 2 additional bedrooms and a full bath. The kitchen has been remodeled for a better layout and openness for eat-in dining and access to the attached garage. Windows have been updated. This property expands over three parcels and offers a lot to a downtown buyer!

3 Beds ⋅ 2 Baths ⋅ 202605772 MLS

This is a UNIQUE downtown Madison listing! Truly unique. Properly situated between a fabric of period homes, this property boasts a circa 2002 home and 2024 pole barn. With this property, you may live within a preserved district, and respectfully coexist, but be a structure without certain period conditions. This home has had many updates recently. Flooring and some wall paint will be the choice projects of the buyer. This home offers a primary suite in the lofted upper level. Downstairs are 2 additional bedrooms and a full bath. The kitchen has been remodeled for a better layout and openness for eat-in dining and access to the attached garage. Windows have been updated. This property expands over three parcels and offers a lot to a downtown buyer!

770 W 3rd Street, Madison

Listing courtesy of Legacy Land Use & Realty. Selling Office: Legacy Land Use & Realty.

$300,000

Beautiful 2,161 sq ft all-brick ranch located in a well-established subdivision on Madison’s hilltop, offering a central location close to restaurants, schools, and shopping. This 3-bedroom, 3 full bath home features hardwood floors, two fireplaces, a spacious eat-in kitchen, and a formal dining room—ideal for both everyday living and entertaining. Recent updates include a new HVAC system, water heater,water softener, and fresh paint throughout. The nicely landscaped yard includes a large back patio, perfect for gatherings and enjoying outdoor living.

3 Beds ⋅ 3 Baths ⋅ 202607944 MLS

Beautiful 2,161 sq ft all-brick ranch located in a well-established subdivision on Madison’s hilltop, offering a central location close to restaurants, schools, and shopping. This 3-bedroom, 3 full bath home features hardwood floors, two fireplaces, a spacious eat-in kitchen, and a formal dining room—ideal for both everyday living and entertaining. Recent updates include a new HVAC system, water heater,water softener, and fresh paint throughout. The nicely landscaped yard includes a large back patio, perfect for gatherings and enjoying outdoor living.

345 Bellaire Drive, Madison

Listing courtesy of F.C. Tucker/Scott Lynch Group. Selling Office: F.C. Tucker/Scott Lynch Group.

$300,000

OPPORTUNITY at a scale an investor can appreciate. If you are wanting rental investments, why not acquire 7 units? Madison has maintained rentals in this classic set of tri-plexes for 150+ years, and the owners of this property have made necessary updates, but want to let YOU carry this one forward. If you are seeking funds toward rehabbing the buildings, at this location there are two separate parcels, and therefore you could receive two grants. There is potential for historic contributions on the grounds of this property being a part of the Underground Railroad. The history is alleged, and at this time the listing agent does not have documentation of this history. The sale of this Real Estate is to be AS-IS, but buyers are welcome to thorough inspections.

7 Beds ⋅ 10 Baths ⋅ 2025010231 MLS

OPPORTUNITY at a scale an investor can appreciate. If you are wanting rental investments, why not acquire 7 units? Madison has maintained rentals in this classic set of tri-plexes for 150+ years, and the owners of this property have made necessary updates, but want to let YOU carry this one forward. If you are seeking funds toward rehabbing the buildings, at this location there are two separate parcels, and therefore you could receive two grants. There is potential for historic contributions on the grounds of this property being a part of the Underground Railroad. The history is alleged, and at this time the listing agent does not have documentation of this history. The sale of this Real Estate is to be AS-IS, but buyers are welcome to thorough inspections.

727/733 W Third, Madison

Listing courtesy of Legacy Land Use & Realty. Selling Office: F.C. Tucker/Scott Lynch Group.

$299,900

This beautiful one-level home is conveniently located in a pleasant country setting just a few miles from Madison's hilltop. Upon entering, you will find a welcoming open floor plan featuring gorgeous engineered hardwood floors throughout. The bright and sleek kitchen is showcased by granite countertops and an abundance of natural light. The home also offers great versatility, with a formal dining room currently serving as a home office. The Main suite is truly elegant, featuring French doors that lead into the room, along with a full-bath equipped with a walk-in shower, a jetted tub, and granite countertop. Outside, the backyard offers exceptional space and privacy, backing up to an open field. The outdoor oasis is complete with a firepit, swimming pool, and deck, creating a fantastic space for relaxation. The garage provides additional opportunities for finished living space as it currently houses rubber matted flooring and a recently installed mini-split system for climate control. There is also a third car garage space that can easily be converted to suit your needs. All of this at a price that is affordable! Don't miss your opportunity to call this beautiful home your own!!

3 Beds ⋅ 2 Baths ⋅ 202607238 MLS

This beautiful one-level home is conveniently located in a pleasant country setting just a few miles from Madison's hilltop. Upon entering, you will find a welcoming open floor plan featuring gorgeous engineered hardwood floors throughout. The bright and sleek kitchen is showcased by granite countertops and an abundance of natural light. The home also offers great versatility, with a formal dining room currently serving as a home office. The Main suite is truly elegant, featuring French doors that lead into the room, along with a full-bath equipped with a walk-in shower, a jetted tub, and granite countertop. Outside, the backyard offers exceptional space and privacy, backing up to an open field. The outdoor oasis is complete with a firepit, swimming pool, and deck, creating a fantastic space for relaxation. The garage provides additional opportunities for finished living space as it currently houses rubber matted flooring and a recently installed mini-split system for climate control. There is also a third car garage space that can easily be converted to suit your needs. All of this at a price that is affordable! Don't miss your opportunity to call this beautiful home your own!!

2960 N Borcherding Road, Madison

Listing courtesy of Coldwell Banker Harrell & Asso. Selling Office: Century 21 River Valley.

$295,000

Beautifully maintained brick home located on Madison’s desirable hilltop! This 3-bedroom, 2 full bath home features an open-concept kitchen, dining, and living area with vaulted ceilings, creating a bright and spacious feel throughout. The large primary suite offers a walk-in closet, soaking tub, and separate walk-in shower. A welcoming foyer entrance adds to the home’s charm and functionality. Enjoy outdoor living with a covered front porch, spacious deck, and large yard barn, all situated on a generous .724-acre in-town lot.

3 Beds ⋅ 2 Baths ⋅ 202608088 MLS

Beautifully maintained brick home located on Madison’s desirable hilltop! This 3-bedroom, 2 full bath home features an open-concept kitchen, dining, and living area with vaulted ceilings, creating a bright and spacious feel throughout. The large primary suite offers a walk-in closet, soaking tub, and separate walk-in shower. A welcoming foyer entrance adds to the home’s charm and functionality. Enjoy outdoor living with a covered front porch, spacious deck, and large yard barn, all situated on a generous .724-acre in-town lot.

1041 Rabbit Lane, Madison

Listing courtesy of F.C. Tucker/Scott Lynch Group. Selling Office: XO Realty, Inc.

$294,000

Welcome home to this charming 3-bedroom, 2-bath brick ranch nestled in a quiet, quaint community on Madison’s desirable Hilltop. The spacious open-concept layout seamlessly connects the family room and kitchen, creating the perfect space for entertaining family and friends. The primary bathroom features a relaxing jetted tub, offering a private retreat after a long day. Step outside to enjoy the large fenced backyard, ideal for pets, play, and outdoor gatherings, complete with a beautiful deck perfect for summer cookouts and relaxing evenings. Conveniently located near schools, shopping, and all that Madison has to offer, this home combines comfort, functionality, and small-town charm.

3 Beds ⋅ 2 Baths ⋅ 202609306 MLS

Welcome home to this charming 3-bedroom, 2-bath brick ranch nestled in a quiet, quaint community on Madison’s desirable Hilltop. The spacious open-concept layout seamlessly connects the family room and kitchen, creating the perfect space for entertaining family and friends. The primary bathroom features a relaxing jetted tub, offering a private retreat after a long day. Step outside to enjoy the large fenced backyard, ideal for pets, play, and outdoor gatherings, complete with a beautiful deck perfect for summer cookouts and relaxing evenings. Conveniently located near schools, shopping, and all that Madison has to offer, this home combines comfort, functionality, and small-town charm.

1203 Rabbit Lane, Madison

Listing courtesy of Coldwell Banker Harrell & Asso. Selling Office: Coldwell Banker Harrell & Asso.

$293,000

This Historic Madison Second Street Home is ready for immediate possession. This freshly painted home in the heart of downtown with hardwood flooring, two fireplaces and a garage for off street parking. The home is located on a one way street close to dining, shopping, riverfront, heritage trail, festivals and all that Madison has to offer. Kitchen offers a island/breakfast bar and all the appliances as well as washer and dryer. Featuring 2 bedrooms, living, dining and 1-1/2 baths. The family room/office with skylights opens to covered porch and peaceful landscaped backyard. Don't miss your opportunity to live on a well-maintained street in a city that has been recognized as "Best Small Town in the Midwest"

2 Beds ⋅ 2 Baths ⋅ 2025011015 MLS

This Historic Madison Second Street Home is ready for immediate possession. This freshly painted home in the heart of downtown with hardwood flooring, two fireplaces and a garage for off street parking. The home is located on a one way street close to dining, shopping, riverfront, heritage trail, festivals and all that Madison has to offer. Kitchen offers a island/breakfast bar and all the appliances as well as washer and dryer. Featuring 2 bedrooms, living, dining and 1-1/2 baths. The family room/office with skylights opens to covered porch and peaceful landscaped backyard. Don't miss your opportunity to live on a well-maintained street in a city that has been recognized as "Best Small Town in the Midwest"

716 W Second Street, Madison

Listing courtesy of Century 21 River Valley. Selling Office: Coldwell Banker Harrell & Asso.

$292,000

Nestled on 5.59+/- scenic acres with a park-like setting, this 3-bedroom, 2-bath home offers privacy, wildlife, and quality craftsmanship throughout. Cathedral ceilings create an open feel, while the primary suite features a walk-in shower and jetted tub. Enjoy the beautifully landscaped property along with a detached shed and carport for added storage and versatility. A peaceful retreat with the space and setting you’ve been looking for.

3 Beds ⋅ 2 Baths ⋅ 202607579 MLS

Nestled on 5.59+/- scenic acres with a park-like setting, this 3-bedroom, 2-bath home offers privacy, wildlife, and quality craftsmanship throughout. Cathedral ceilings create an open feel, while the primary suite features a walk-in shower and jetted tub. Enjoy the beautifully landscaped property along with a detached shed and carport for added storage and versatility. A peaceful retreat with the space and setting you’ve been looking for.

2197 N 950 E, Madison

Listing courtesy of Rider Realty. Selling Office: Coldwell Banker Harrell & Asso.

$285,000

This wonderful home was in one family for the last 60 + years! It has been fully renovated and ready for the next family to enjoy for decades to come! Inside the lower level has new flooring, paint, bath fixtures and new clothes W/D. Upstairs has all new appliances, granite counters, completely new full bathroom with tile shower, fresh paint and new light fixtures. Outside the siding has been replaced with hard siding, gutters, new retaining wall and drainage. Enjoy the balcony or back deck looking over the yard with great evergreen trees, small creek and bridge to a perfect place for a swing or reading chair. Convenient location on Madison's Hilltop just minutes from shopping, schools and the historic downtown and festivals. Be sure to schedule a showing today!

4 Beds ⋅ 2 Baths ⋅ 202608574 MLS

This wonderful home was in one family for the last 60 + years! It has been fully renovated and ready for the next family to enjoy for decades to come! Inside the lower level has new flooring, paint, bath fixtures and new clothes W/D. Upstairs has all new appliances, granite counters, completely new full bathroom with tile shower, fresh paint and new light fixtures. Outside the siding has been replaced with hard siding, gutters, new retaining wall and drainage. Enjoy the balcony or back deck looking over the yard with great evergreen trees, small creek and bridge to a perfect place for a swing or reading chair. Convenient location on Madison's Hilltop just minutes from shopping, schools and the historic downtown and festivals. Be sure to schedule a showing today!

330 State Street, Madison

Listing courtesy of eXp Realty, LLC. Selling Office: Coldwell Banker Harrell & Asso.

$282,500

Welcome to your dream home in beautiful Madison, Indiana! Priced at $289,900, this one story residence features three spacious bedrooms, two full bathrooms, and a bright open layout with tons of natural lighting. The heart of the home centers around a cozy family room with fireplace and a kitchen complete with a central island. Retreat to the primary suite, which has a generous walk in closet. The family room has a fireplace and a door that leads to the deck. Just off of the family room is a bathroom with a soaking tub, a separate shower with a glass door, and an abundance of cabinet space. Comfort is year round with ceiling fans installed throughout the home. Step outside to a fenced in backyard. The swing set and contents of shed are excluded.

3 Beds ⋅ 2 Baths ⋅ 1722550 MLS

Welcome to your dream home in beautiful Madison, Indiana! Priced at $289,900, this one story residence features three spacious bedrooms, two full bathrooms, and a bright open layout with tons of natural lighting. The heart of the home centers around a cozy family room with fireplace and a kitchen complete with a central island. Retreat to the primary suite, which has a generous walk in closet. The family room has a fireplace and a door that leads to the deck. Just off of the family room is a bathroom with a soaking tub, a separate shower with a glass door, and an abundance of cabinet space. Comfort is year round with ceiling fans installed throughout the home. Step outside to a fenced in backyard. The swing set and contents of shed are excluded.

2357 Sunset Ct, Madison

Listing courtesy of EXP Realty LLC. Selling Office: .

$282,500

Welcome to your dream home in beautiful Madison, Indiana! Priced at $289,900, this stunning one story residence features three spacious bedrooms, two full bathrooms, and a bright open layout flooded with tons of natural lighting. The heart of the home centers around a cozy family room with a beautiful fireplace and a chef inspired kitchen complete with a large central island. Retreat to the primary suite, which boasts a generous walk in closet. The family room features a fireplace and a door that leads to the deck. Just off of the family room is a deluxe bathroom outfitted with a soaking tub, a separate shower with a sleek glass door, and an abundance of cabinet space. Comfort is guaranteed year round with ceiling fans installed throughout the home. Step outside to your private, fenced in backyard oasis, featuring a spacious back deck perfect for entertaining, a handy storage shed, and an attached two car garage for secure parking. The swing set and contents of shed are not included in the purchase. The shelves located in the closet and garage are staying, the refrigerator in the garage is staying, and the TV is staying.

3 Beds ⋅ 2 Baths ⋅ 202609913 MLS

Welcome to your dream home in beautiful Madison, Indiana! Priced at $289,900, this stunning one story residence features three spacious bedrooms, two full bathrooms, and a bright open layout flooded with tons of natural lighting. The heart of the home centers around a cozy family room with a beautiful fireplace and a chef inspired kitchen complete with a large central island. Retreat to the primary suite, which boasts a generous walk in closet. The family room features a fireplace and a door that leads to the deck. Just off of the family room is a deluxe bathroom outfitted with a soaking tub, a separate shower with a sleek glass door, and an abundance of cabinet space. Comfort is guaranteed year round with ceiling fans installed throughout the home. Step outside to your private, fenced in backyard oasis, featuring a spacious back deck perfect for entertaining, a handy storage shed, and an attached two car garage for secure parking. The swing set and contents of shed are not included in the purchase. The shelves located in the closet and garage are staying, the refrigerator in the garage is staying, and the TV is staying.

2357 Sunset Court, Madison

Listing courtesy of eXp Realty, LLC. Selling Office: Century 21 River Valley.

$282,500

Built in 2023, this stunning 1,330 sq ft modern home perfectly blends contemporary comfort with the charm of downtown living. Located in the heart of Madison’s historic district, you’ll enjoy being just steps from boutique shops, local restaurants, wineries, and the city’s beloved festivals and year-round events. This newer construction features a bright, open-concept floor plan filled with natural light—ideal for both everyday living and entertaining. The spacious main-level living areas flow seamlessly, creating a welcoming and airy atmosphere. The primary suite is a private retreat, complete with a beautiful hand painted mural, a generous walk-in closet, spa-like bath featuring a walk-in shower and soaking tub, and your own private balcony looking over the back yard—perfect for morning coffee or unwinding in the evening. Forget the hassle of downtown parking—this property offers convenient off-street parking for added ease and accessibility. With modern amenities, thoughtful design, and an unbeatable location, this home truly is a must-see!

2 Beds ⋅ 2 Baths ⋅ 202605866 MLS

Built in 2023, this stunning 1,330 sq ft modern home perfectly blends contemporary comfort with the charm of downtown living. Located in the heart of Madison’s historic district, you’ll enjoy being just steps from boutique shops, local restaurants, wineries, and the city’s beloved festivals and year-round events. This newer construction features a bright, open-concept floor plan filled with natural light—ideal for both everyday living and entertaining. The spacious main-level living areas flow seamlessly, creating a welcoming and airy atmosphere. The primary suite is a private retreat, complete with a beautiful hand painted mural, a generous walk-in closet, spa-like bath featuring a walk-in shower and soaking tub, and your own private balcony looking over the back yard—perfect for morning coffee or unwinding in the evening. Forget the hassle of downtown parking—this property offers convenient off-street parking for added ease and accessibility. With modern amenities, thoughtful design, and an unbeatable location, this home truly is a must-see!

718 W Third Street, Madison

Listing courtesy of F.C. Tucker/Scott Lynch Group. Selling Office: F.C. Tucker/Scott Lynch Group.

$280,000

Immediate possession! Country Living with Convenience! Enjoy the best of both worlds with this brick 3 bedroom, 1.5 bath home situated in a rural setting, yet just 10 minutes from Madison's hilltop and about an hour from both Columbus and Jeffersonville, IN. The home offers multiple living spaces with a living room, family and a sunroom making this great for gatherings. The converted garage now serves as a spacious 19.7 x 13.9 bonus room, currently a laundry space, but ideal for storage, hobbies, a workshop, or even a man cave. A 26x32 detached 2 car garage and ample driveway parking add convenience. For horse enthusiasts, the property offers a 100x24 barn with 6 to 8 stalls, a tack room, and a large fenced pasture area. With so much space inside and out, this home provides endless possibilities for country living. This home has been recently inspected with no major defects found. Buyers are welcome to conduct any and all inspections; property is being sold in current condition, with no repairs to be made by the seller. With a full price offer, seller will give at closing a check to roofer for $9350.00 see attached estimate.

3 Beds ⋅ 1 Baths ⋅ 1703460 MLS

Immediate possession! Country Living with Convenience! Enjoy the best of both worlds with this brick 3 bedroom, 1.5 bath home situated in a rural setting, yet just 10 minutes from Madison's hilltop and about an hour from both Columbus and Jeffersonville, IN. The home offers multiple living spaces with a living room, family and a sunroom making this great for gatherings. The converted garage now serves as a spacious 19.7 x 13.9 bonus room, currently a laundry space, but ideal for storage, hobbies, a workshop, or even a man cave. A 26x32 detached 2 car garage and ample driveway parking add convenience. For horse enthusiasts, the property offers a 100x24 barn with 6 to 8 stalls, a tack room, and a large fenced pasture area. With so much space inside and out, this home provides endless possibilities for country living. This home has been recently inspected with no major defects found. Buyers are welcome to conduct any and all inspections; property is being sold in current condition, with no repairs to be made by the seller. With a full price offer, seller will give at closing a check to roofer for $9350.00 see attached estimate.

6734 N SR 7, Madison

Listing courtesy of EXP Realty LLC. Selling Office: .

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