Jefferson County IN Homes for Sale with Basement

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  /80

  $275,000

  $25K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,154 Sq Ft

  8273 Indiana 56, Madison, IN 47250

  Location is key, and this property sits between two of the "Best Small Midwest Towns in America," according to USA Today. Conveniently located between Madison and Vevay, this versatile 10 acre tract offers a mix of residential, recreational, and small business potential. The parcel features about 1,100 feet of State Road 56 frontage and roughly 100 feet on E Splinter Ridge Road. A paved road that

  

  Brad Garrison

  Whitetail Properties

  (812) 561-6963

  8273 Indiana 56, Madison, IN 47250
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  /102

  $420,000

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,548 Sq Ft

  2973 North1250 W, Deputy, IN 47230

  Located in the rural community of Deputy, Indiana, this property offers a residential home with multiple acreage options to accommodate a range of buyer preferences. This specific offering includes approximately 2.75 acres and features a well-maintained home, functional improvements, and a scenic setting with a half-acre pond. Per GIS, the home offers over 2,500 square feet of living space and

  

  Brad Garrison

  Whitetail Properties Real Estate

  (317) 701-8655

  2973 North1250 W, Deputy, IN 47230
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  /105

  $440,000

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft

  2973 N 1250 W, Deputy, IN 47230

  Located in the rural community of Deputy, Indiana, this property offers a residential home with multiple acreage options to accommodate a range of buyer preferences. This specific offering includes approximately 4.5 acres and features a well-maintained home, functional improvements, and a scenic setting with a half-acre pond. Per GIS, the home offers over 2,500 square feet of living space and

  

  Brad Garrison

  Whitetail Properties

  (812) 489-9780

  2973 N 1250 W, Deputy, IN 47230
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  /104

  $420,000

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft

  2973 N 1250 W, Deputy, IN 47230

  Located in the rural community of Deputy, Indiana, this property offers a residential home with multiple acreage options to accommodate a range of buyer preferences. This specific offering includes approximately 2.75 acres and features a well-maintained home, functional improvements, and a scenic setting with a half-acre pond. Per GIS, the home offers over 2,500 square feet of living space and

  

  Brad Garrison

  Whitetail Properties

  (812) 721-4446

  2973 N 1250 W, Deputy, IN 47230
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  /104

  $485,000

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft

  2973 N 1250 W, Deputy, IN 47230

  Located in the rural community of Deputy, Indiana, this property offers a residential home with multiple acreage options to accommodate a range of buyer preferences. This specific offering includes approximately 10 acres and features a well-maintained home, functional improvements, and a scenic setting with a half-acre pond. Per GIS, the home offers over 2,500 square feet of living space and

  

  Brad Garrison

  Whitetail Properties

  (812) 613-2804

  2973 N 1250 W, Deputy, IN 47230
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  /22

  $115,000

  $10K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,196 Sq Ft

  5653 W 400 N, Madison, IN 47250

  5.03 scenic acres with a pond in a tranquil setting near Madison. Property includes an existing structure being sold as-is. Excellent opportunity for redevelopment, new construction, or renovation. Beautiful natural surroundings with water feature, privacy, and convenient access to Madison's historic downtown, riverfront, and outdoor recreation.

  

  Candice Ritchie

  Green Tree Real Estate Services

  (812) 370-8110

  5653 W 400 N, Madison, IN 47250
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  /21

  $390,000

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft

  113 Jefferson St, Madison, IN 47250

  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

  Jackie Greene Coldwell Banker Harrell & Asso

  113 Jefferson St, Madison, IN 47250
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  /32

  $625,000

  $125K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,531 Sq Ft

  2020 Michigan Rd, Madison, IN 47250

  Beautiful open floor plan home on Sunrise Golf Course with a full finished basement. All brick home with 4 bedrooms, 4 bathrooms, a fully finished basement, and a 2-car attached garage. Features include an Inground pool with a waterfall, hot tub, and a partially fenced-in area. Beautiful golf course views. Nicely Landscaped. Property is being split, and taxes are to be determined.

  Keith Mahoney Century 21 River Valley

  2020 Michigan Rd, Madison, IN 47250
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  /68

  $649,900

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,618 Sq Ft

  11833 Indiana 56, Lexington, IN 47138

  PRIVATE & SERENE RETREAT just minutes from SCOTTSBRG and Madison! This sprawling RANCH offers over 2,600 SQ FT of FIRST FLOOR LIVING on 15+ ACRES of picturesque land. Step onto the FULL-WIDTH COVERED FRONT PORCH and into a breathtaking OPEN CONCEPT layout featuring HARDWOOD FLOORS and SOARING CEILINGS throughout the main living areas filled with natural light. The CHEF'S KITCHEN is a showstopper

  Andrea Bogdon Schuler Bauer Real Estate Services ERA Powered (N

  11833 Indiana 56, Lexington, IN 47138
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  /25

  $275,000

  $15K PRICE INCREASE

  • 3 Beds
  • 2 Baths
  • 1,264 Sq Ft

  423 Mill St, Madison, IN 47250

  Modern Luxury Meets Historic Convenience! This fully remodeled home offers a "brand new" living experience in the heart of downtown Madison. Interior Reinvention: The floor plan was strategically reconfigured to embrace a modern, open-concept layout. By merging the kitchen, dining, and living areas, the home now feels significantly more expansive and fluid. Complete Overhaul: Brand new roof,

  Christi Sauley-Kernen F.C. Tucker/Scott Lynch Group

  423 Mill St, Madison, IN 47250
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  /46

  $198,500

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  123 N Sycamore Dr, Hanover, IN 47243

  Beautifully renovated 3 bedroom, 1 bath home in a desirable Hanover subdivision on Sycamore Drive. Thoughtful updates include new cabinets with granite countertops, fresh interior and exterior paint, new flooring, new interior doors, updated plumbing, new shingles, gutters and downspouts, and a new electric heat pump HVAC. There is a crawlspace, 1 car attached garage, and a bright, open layout.

  Jim Pruett eXp Realty, LLC

  123 N Sycamore Dr, Hanover, IN 47243
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  /32

  $324,900

  • 3 Beds
  • 2 Baths
  • 1,526 Sq Ft

  610 W 2nd St Unit 1, Madison, IN 47250

  Beautiful first floor Federal style condominium blocks away from the river front, shopping, dining, festivals, and all that Madison---USA Today'sBest 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

  Brenda Eversole Century 21 River Valley

  610 W 2nd St Unit 1, Madison, IN 47250
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  /29

  $389,900

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 837 Sq Ft

  1010 E 1st St, Madison, IN 47250

  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

  Brenda Eversole Century 21 River Valley

  1010 E 1st St, Madison, IN 47250
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  /70

  $1,375,000

  • 10 Beds
  • 8 Baths
  • 5,508 Sq Ft

  513 West St, Madison, IN 47250

  Own a Piece of Historic Downtown Madison Discover a rare investment opportunity in the heart of downtown Madison. This versatile corner lot property features four beautifully maintained Airbnb units, offering both charm and strong income potential. The thoughtfully designed layout includes: Main Floor: Two spacious 2 bedroom, 1.5 bath units Upper Level: Two expansive 3 bedroom, 2 bath units

  Jim Pruett Exp Realty

  513 West St, Madison, IN 47250
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  /99

  $759,900

  • 4 Beds
  • 2.5 Baths
  • 2,444 Sq Ft

  4536 N Richard Cart Rd, Deputy, IN 47230

  Welcome to your dream farm retreat in the rolling hills of Jefferson County! Nestled on 90 BREATHTAKING ACRES, this classic 2-story farmhouse built in 1981 offers the perfect blend of country charm and functional farm infrastructure. The 4-bedroom, 3-bathroom home features BEAUTIFUL NATURAL WOOD BEAM CEILINGS, a WOOD-BURNING STOVE in the main living room, COZY FIREPLACES including one in the

  Kristal May Lopp Real Estate Brokers

  4536 N Richard Cart Rd, Deputy, IN 47230
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  /12

  $215,000

  $10K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,344 Sq Ft

  715 Walnut St, Madison, IN 47250

  2 story home in the heart of downtown Madison. Located in a community recognized by USA Today as the #1 Small Town in the Midwest, this property perfectly blends timeless character with thoughtful modern updates. The recently renovated kitchen features new cabinetry, updated fixtures, and quality butcher block countertops, creating a warm and inviting space ideal for everyday living and

  Jason Clifton F.C. Tucker/Scott Lynch Group

  715 Walnut St, Madison, IN 47250
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  /40

  $379,000

  • 3 Beds
  • 1.5 Baths
  • 2,164 Sq Ft

  507 E Main St, Madison, IN 47250

  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

  Brenda Eversole Century 21 River Valley

  507 E Main St, Madison, IN 47250
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  /49

  $550,000

  • 5 Beds
  • 4 Baths
  • 4,296 Sq Ft

  416 E 2nd St, Madison, IN 47250

  HISTORIC COSTIGAN MASTERPIECE IN THE HEART OF DOWNTOWN MADISON! Step into a piece of history with this commanding 1851 Greek Revival home, attributed to renowned architect Francis Costigan. Located in Madison, Indiana’s treasured historic district, this remarkable 5-bedroom, 4-bath residence captures timeless elegance and architectural distinction. From the original iron balcony and graceful

  Scott Lynch F.C. Tucker/Scott Lynch Group

  416 E 2nd St, Madison, IN 47250
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  /29

  $219,000

  $21K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,797 Sq Ft

  572 S Grange Hall Rd, Hanover, IN 47243

  Beautifully updated and light-filled 3 bedroom, 2 bath home offering 1797 sq ft of comfortable living space, situated on just over an acre between Hanover and Madison. The spacious primary suite serves as a true retreat, featuring a private bath complete with soaking tub and separate stand-up shower. This move-in ready home features a bright, inviting interior with new carpet and fresh paint

  Nancy Sobeck ReaL Broker, LLC

  572 S Grange Hall Rd, Hanover, IN 47243
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  /49

  $384,900

  • 3 Beds
  • 2.5 Baths
  • 2,570 Sq Ft

  508 Jefferson St, Madison, IN 47250

  Beautiful Brick Federal style home built in 1847 with gas light front door entry. In the heart of historic downtown Madison, with original woodwork and flooring. Double parlor accented with arched doors and gingerbread. Home showcases a curved hallway staircase with stained glass window and door, which also leads to the upstairs covered porch at the landing. For convenience, an additional back

  Brenda Eversole Century 21 River Valley

  508 Jefferson St, Madison, IN 47250
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  /41

  $349,000

  • 2 Beds
  • 1.5 Baths
  • 1,774 Sq Ft

  712 E Main St, Madison, IN 47250

  This captivating stone residence, built in 1839, offers a whimsical blend of timeless elegance and modern comfort. Step through the beautiful Dutch door at the front stoop into a sanctuary rich with character and history. Original chestnut and old-growth pine flooring whisper stories of bygone eras throughout the home. The foyer offers an inviting transition, leading to the parlor and dining room

  Jessica Butler Legacy Land Use & Realty

  712 E Main St, Madison, IN 47250
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  /47

  $355,000

  $5K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,834 Sq Ft

  2695 S Tull Rd, Hanover, IN 47243

  Roomy Transitional home on 1.26 acre lot. 4 bedroom, 3 bath. Over 5,000 total square feet. Indoor features include living room with cathedral ceiling and cozy fireplace. Perfect for spending time with family or watching the game. Kitchen includes convenient bar for quick meals. Also, plenty or formal dining room space. Primary suite offers ensuite bathroom, jacuzzi tub, and walk out deck.

  Greg Unthank Plum Tree Realty

  2695 S Tull Rd, Hanover, IN 47243
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  /32

  $354,900

  • 4 Beds
  • 2.5 Baths
  • 2,084 Sq Ft

  7526 E Riverside Dr, Madison, IN 47250

  This beautiful home offers two exceptional features: Stunning river views and direct access to the Ohio River. From the deck, you can enjoy watching boats and barges pass by against the peaceful backdrop of the hills of Kentucky. The property also boasts additional wonderful outdoor amenities, including a fenced yard, a swimming pool, and an additional lot providing plenty of space for enjoyment.

  Jackie Greene Coldwell Banker Harrell & Asso

  7526 E Riverside Dr, Madison, IN 47250
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  /32

  $239,000

  $11K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,852 Sq Ft

  2159 Lanier Dr, Madison, IN 47250

  Charming and newly renovated home with fresh paint, updated flooring, and a sleek modern kitchen offers the perfect blend of comfort and functionality. The home offers 2 BD/2BA and a bonus room upstairs that can be a 3rd BD with spacious storage. The unfinished basement offers excellent potential for additional living space, making this home a fantastic opportunity with room to grow. This home

  Tasha Jenkins Century 21 River Valley

  2159 Lanier Dr, Madison, IN 47250
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  /40

  $374,900

  $25K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 1,410 Sq Ft

  1421 Cherokee Ct, Madison, IN 47250

  Spacious 5-bedroom, 3-bath home offering comfort, space, and a peaceful setting. The open floor plan features vaulted ceilings, abundant natural light, and two cozy woodburning fireplaces. The kitchen includes granite countertops, a breakfast bar, and plenty of cabinet space for storage. Enjoy multiple living areas including a family room with built-in shelving and a finished basement with

  Nancy Sobeck ReaL Broker, LLC

  1421 Cherokee Ct, Madison, IN 47250
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  /65

  $425,000

  • 4 Beds
  • 4 Baths
  • 2,782 Sq Ft

  321 E Main St, Hanover, IN 47243

  Foxworthy Hollow property, two and one half lots, bordering the west edge of Hanover College. Giving an opportunity for enjoying the picturesque campus, viewing the Ohio River at The Point and for taking in all cultural and sports activities at the college. The home was built in 1952 by a wood buyer and has views of the tree lined street from the north. Faces Foxworthy Hollow, a ravine that is a

  Brenda Eversole Century 21 River Valley

  321 E Main St, Hanover, IN 47243
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  /70

  $1,375,000

  • 10 Beds
  • 8 Baths
  • 5,508 Sq Ft

  513 & 515 West St, Madison, IN 47250

  Own a Piece of Historic Downtown Madison Discover a rare investment opportunity in the heart of downtown Madison. This versatile corner lot property features four beautifully maintained Airbnb units, offering both charm and strong income potential. The thoughtfully designed layout includes: Main Floor: Two spacious 2 bedroom, 1.5 bath units Upper Level: Two expansive 3 bedroom, 2 bath units

  Jim Pruett eXp Realty, LLC

  513 & 515 West St, Madison, IN 47250
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  /65

  $294,500

  • 3 Beds
  • 2 Baths
  • 1,779 Sq Ft

  8757 S 450 W, Hanover, IN 47243

  Charming one level ranch on 2.63 private acres in rural Jefferson County. Perfect blend of country tranquility and everyday convenience. This well maintained 3-bedroom, 2-full-bath home offers an open, easy living layout, plenty of natural light, and a full basement for storage or future finishing. Outside, enjoy expansive yard space, mature trees, and a heated and insulated 23 x 66 detached

  Jim Pruett EXP Realty LLC

  8757 S 450 W, Hanover, IN 47243
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  /38

  $494,900

  • 3 Beds
  • 2.5 Baths
  • 1,152 Sq Ft

  212 Saint Michaels Ave, Madison, IN 47250

  Charming old meets new home 1 block from the river and out of the flood plain. Home has been completely updated. 3 bedroom 2.5 bath with beautiful finishes, large closets, 2 decorative fireplaces, oak stairs, new appliances, high-end countertops, new cabinets, new windows, new roof, new water heater, and much, much, more! Large partially fenced yard with 2+ car garage and additional off-street

  JR Harrell Coldwell Banker Harrell & Asso

  212 Saint Michaels Ave, Madison, IN 47250
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  /17

  $225,000

  • 2 Beds
  • 1 Bath
  • 904 Sq Ft

  7132 W Sr 256, Madison, IN 47250

  Quaint 2-bedroom, 1-bath home situated on 2 peaceful acres, offering space and versatility both inside and out. The home features a large living room with newer carpet and updated windows that provide great natural light. A full unfinished basement offers excellent storage or potential for future expansion. Outside, you’ll find a nice-sized barn and a detached garage, ideal for equipment,

  Nancy Sobeck ReaL Broker, LLC

  7132 W Sr 256, Madison, IN 47250
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  /61

  $1,100,000

  • 4 Beds
  • 2 Baths
  • 3,444 Sq Ft

  2904 N Rykers Ridge Rd, Madison, IN 47250

  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

  Scott Lynch F.C. Tucker/Scott Lynch Group

  2904 N Rykers Ridge Rd, Madison, IN 47250
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  /40

  $329,900

  • 2 Beds
  • 2.5 Baths
  • 1,991 Sq Ft

  612 W 2nd St Unit 4, Madison, IN 47250

  Spacious, comfortable condominium in downtown Madison. Features tall ceilings, beautiful woodwork, and great natural light throughout.Cherry kitchen cabinets, granite counter top, all appliances, and breakfast bar. Large main suite with oversized window overlooking gardens and rooftops. Main suite includes well designed walk-in closet. Besides the main suite bath additional full bath and half

  Brenda Eversole Century 21 River Valley

  612 W 2nd St Unit 4, Madison, IN 47250
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  /36

  $405,000

  • 3 Beds
  • 2.5 Baths
  • 1,994 Sq Ft

  119 N Madison Ave, Hanover, IN 47243

  Your chance to own a piece of Hanover history has arrived to market! Welcome to the Millican House! You can reasonably consider this a new home in an 1852 body! The home has received zone heating and cooling for efficiency and comfort. A newly constructed addition to the home has offered an additional few hundred square feet to the the upper and main levels, so that a laundry room, closet, and

  Jessica Butler Legacy Land Use & Realty

  119 N Madison Ave, Hanover, IN 47243
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  /88

  $459,900

  • 4 Beds
  • 3.5 Baths
  • 2,529 Sq Ft

  379 Brentwood Dr, Madison, IN 47250

  EXECUTIVE CONTEMPORARY/MID CENTURY HOME Over 3500 SQ.FT. lives like a ranch with an abundance of sq. footage on multiple levels featuring clerestory windows, soaring stone hearth, wet bar, cathedral ceiling & loft all on the corner of a quiet cul-de-sac. Boasting 3 Bedrooms w/ 31⁄2 baths and brand new kitchen remodel with tongue and groove ceiling, recessed lighting, new cabinets, marble

  Joey Hawman NextHome Wilson Real Estate

  379 Brentwood Dr, Madison, IN 47250
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  /47

  $369,000

  $30K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,652 Sq Ft

  518 Jefferson St, Madison, IN 47250

  Fully renovated historic Federal-style brick home located in downtown Madison. This two-story property offers 4 bedrooms and 2.5 bathrooms and blends timeless character with modern updates. Features include a spacious open kitchen with new cabinetry, stainless steel appliances, center island with breakfast bar, coffee bar, and butler’s pantry. Main level includes living room, flex room that

  Scott Lynch F.C. Tucker/Scott Lynch Group

  518 Jefferson St, Madison, IN 47250
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  /26

  $264,900

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,668 Sq Ft

  115 Walnut St, Madison, IN 47250

  Built around 1870, this charming 2-story Federal-style brick home is located in the heart of downtown Madison, just half a block from the Ohio River and outside the flood plain. Offering 1,668 sq ft, the home features 3–4 bedrooms and 2 full baths, blending timeless historic character with everyday convenience. Enjoy being within walking distance—or a quick golf cart ride—to local shops, dining,

  Tony Bilz F.C. Tucker/Scott Lynch Group

  115 Walnut St, Madison, IN 47250
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  /40

  $184,000

  $5K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,120 Sq Ft

  716 Walnut St, Madison, IN 47250

  Step into timeless charm with this beautifully renovated 2-bedroom, 1-bath cottage-style in the heart of Historic DowntownMadison. Built ca. 1930 by a local millworker, this home blends original character with modern updates. The covered porchshelters the front door, which opens into a foyer with a coat closet, and a spacious living room featuring a cozy fireplace.Enjoy refinished

  John Demaree F.C. Tucker/Scott Lynch Group

  716 Walnut St, Madison, IN 47250
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  /39

  $469,000

  • 4 Beds
  • 2.5 Baths
  • 2,384 Sq Ft

  4399 N Graham Rd, Madison, IN 47250

  HOME SWEET HOME!! A lovely farmhouse, just toward the edge of city-proper, Madison! Near to the hospital and other amenities, this property is 3.26 acres and rural in its presentation. The farmhouse is entirely remodeled into the place your brood may settle, play, and spread your wings! The rooms are each spacious. There are 3 bedrooms and a full bathroom upstairs. There is a primary suite on the

  Jessica Butler Legacy Land Use & Realty

  4399 N Graham Rd, Madison, IN 47250
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  /22

  $250,000

  • 1 Bed
  • 1 Bath
  • 868 Sq Ft

  1057 W Main St, Madison, IN 47250

  Historic charm meets modern convenience right on Main Street in downtown Madison! This thoughtfully updated bungalow blends timeless character with tasteful improvements while preserving many original features, including the beautiful hardwood floors throughout much of the home. The spacious living room offers the perfect setting to showcase your antique furnishings and create a warm, inviting

  Andrew Flora 1 Percent Lists Indiana Real Estate

  1057 W Main St, Madison, IN 47250
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  /16

  $399,000

  $100K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,082 Sq Ft

  109 Central Ave, Madison, IN 47250

  Rare chance to own property directly across from Historic Downtown Madison festival hub Bicentennial Park, and close to the River Walk. This property sits in the heart of the action, offering unparalleled access to all the charm and activities downtown has to offer. The house itself is in need of renovation, but it provides a blank slate for any vision. Whether you dream of restoring the existing

  Alaina Tandy Century 21 River Valley

  109 Central Ave, Madison, IN 47250

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