Jefferson, IN Homes

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  /74

  $500,000

  • 1 Bed
  • 1 Bath
  • 1,233 Sq Ft

  2945 N Greenbrier Rd, Madison, IN 47250

  If you’re looking for a ultimate log cabin retreat then look no more. Our cabin is a unique, small, authentic 19th century log home, nestled among cedar trees while overlooking a pond. The cabin offers the perfect retreat away from the hustle and bustle of everyday life. The log cabin has been completely restored with modern conveniences yet still retains all the rustic charm of an era gone by.

  

  Greg Taylor

  Semonin REALTORS

  (812) 609-6074

  2945 N Greenbrier Rd, Madison, IN 47250
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  Explore Madison

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  /6

  $1,032 per month

  • 1 Bed
  • 1 Bath
  • Apartment for Rent

  101 W 2nd St, Madison, IN 47250

  Rick Rivera Rental Housing Deals

  101 W 2nd St, Madison, IN 47250
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  /30

  $400,000 Sold Aug 01, 2025

  • 2,015 Sq Ft
  • $199/SF
  • 6 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2020

  1033 W Main St, Madison, IN 47250

  This beautiful 3-bedroom, 3-bath home in Madison—named #1 Best Small Town in the Midwest by USA Today for two years in a row—offers modern living with a touch of small-town charm. Built in 2020, the home features a spacious open floor plan, with sleek granite countertops, and newly added leaf filter gutter guards. It was also featured in the Madison Tour of Homes. Enjoy the convenience of a

  Carsha Strouse F.C. Tucker/Scott Lynch Group

  1033 W Main St, Madison, IN 47250
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  /33

  Est $212,418 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,188 Sq Ft

  3378 N Michigan Rd, Madison, IN 47250

  3378 N Michigan Rd, Madison, IN 47250
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  /94

  $679,900

  • Land
  • 118 Acres
  • $5,776 per Acre

  6000 N East Prong Rd, Madison, IN 47250

  Finding a well-manicured recreational property is rare, but this is truly an ideal setup for serious whitetail hunting. Recently revitalized with hundreds of hours of labor and planning, this beautifully maintained hunting and outdoor paradise is ready for immediate use. Located in a highly desirable area, the property features over two miles of freshly cut and well-maintained trails,

  

  Brad Garrison

  Whitetail Properties

  (812) 612-5412

  6000 N East Prong Rd, Madison, IN 47250
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  /20

  $255,000 Sold Jul 30, 2025

  • 1,120 Sq Ft
  • $228/SF
  • 96 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1980

  523 West St, Madison, IN 47250

  Wonderful opportunity to purchase a completely remodeled home in the heart of downtown Madison's historic district. The location is just a brief 3 block walk to Main St that was granted the 2024 Great American Main St Award. The renovation was completed with new high end finishings but you can still feel the historic charm throughout the home. There are 2 bedrooms and 2 bathrooms. The kitchen

  Marla Brennan

  523 West St, Madison, IN 47250
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  /43

  Est $596,124 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,125 Sq Ft

  825 W 1st St, Madison, IN 47250

  825 W 1st St, Madison, IN 47250
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  /131

  $679,900

  • Land
  • 118 Acres
  • $5,776 per Acre

  6400 E Prong Rd, Madison, IN 47250

  Finding a well-manicured recreational property is rare, but this is truly an ideal setup for serious whitetail hunting. Recently revitalized with hundreds of hours of labor and planning, this beautifully maintained hunting and outdoor paradise is ready for immediate use. Located in a highly desirable area, the property features over two miles of freshly cut and well-maintained trails,

  Brad Garrison

  6400 E Prong Rd, Madison, IN 47250
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  /67

  $283,000 Sold Jul 24, 2025

  • 1,867 Sq Ft
  • $152/SF
  • 10 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1965

  2330 Cragmont St, Madison, IN 47250

  Welcome to 2330 Cragmont! This beautifully maintained home offers the perfect blend of convenience and comfort. Located just minutes from schools, shopping, and a quick drive to historic downtown Madison, this property truly has it all. Pride of ownership is evident throughout, with meticulous care and numerous updates over the past six years—including new shingles, HVAC, 14 windows, water

  Austin Ketcham eXp Realty, LLC

  2330 Cragmont St, Madison, IN 47250
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  /34

  Est $258,997 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,257 Sq Ft

  Unlisted Address

  Unlisted Address
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  /70

  $749,999

  • Land
  • 153 Acres
  • $4,902 per Acre

  8686 E Doe Run Rd, Madison, IN 47250

  This 153+/-acre property in Jefferson County offers a strong mix of hunting, recreation, and long-term timber potential. Located near the Ohio River and directly bordering Splinter Ridge Fish and Wildlife Area, the property is accessed by a private road and offers seclusion with solid natural features. The land includes ridge top open fields, ideal for future food plots with some light

  Rob Haubry Geswein Farm & Land Realty

  8686 E Doe Run Rd, Madison, IN 47250
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  /24

  $163,000 Sold Jul 23, 2025

  • 991 Sq Ft
  • $164/SF
  • 31 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1977

  1653 Valley Dr, Madison, IN 47250

  3 Bedroom, 1 bath home that offers a large backyard with mature trees and a park like setting. Imagine sitting on your back deck enjoying the beauty of the wooded backyard. In the spring and fall enjoy the seasonal view of a small stream from your backyard. Stone flower boxes line your 2 car wide blacktop driveway that leads to the 1 car attached garage with auto door opener. New heat and air

  Becky Law

  1653 Valley Dr, Madison, IN 47250
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  /33

  Est $274,704 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,356 Sq Ft

  1807 W Dawson Smith Rd, Madison, IN 47250

  1807 W Dawson Smith Rd, Madison, IN 47250
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  /60

  $379,900

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  1442 Rosenberger Rd, Madison, IN 47250

  Tucked away on just over 25 acres of wooded hunting land is this charming 2-bedroom, 2-bath cabin with a spacious loft, the perfect escape for nature lovers, outdoor enthusiasts, or anyone seeking the quiet comforts of rustic living. Inside, you'll find an inviting interior featuring a mix of unique and naturalistic touches from the beech and oak flooring to the vaulted ceiling. The

  Christy Alexander River Ridge Realtors

  1442 Rosenberger Rd, Madison, IN 47250
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  /23

  $310,000 Sold Jul 22, 2025

  • 2,482 Sq Ft
  • $125/SF
  • 63 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1976

  10669 Indiana 256, Madison, IN 47250

  Nestled in a peaceful rural setting, this inviting 3 Bedroom, 2.5 bathroom home offers the perfect blend of comfort and country living. Situated on a sprawling 3.32 acre lot, the property includes a stunning historic log barn, adding character and endless possibilities. The home also features a spacious living room, eat-in kitchen, formal dining room and a cozy family room with gas log fireplace,

  Scott Lynch F.C. Tucker/Scott Lynch Group

  10669 Indiana 256, Madison, IN 47250
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  /43

  Est $702,735 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,125 Sq Ft

  819 W 1st St, Madison, IN 47250

  819 W 1st St, Madison, IN 47250
• 

  

  /25

  $400,000

  • 3 Beds
  • 2 Baths
  • 1,104 Sq Ft

  8421 J Lucas Rd, Madison, IN 47250

  Privacy, Acreage, and Updates - Your Country Retreat Awaits! Looking for some privacy and room to roam? Look no further! This 3-bedroom, 2-bath home sits on 21 scenic acres at the end of J Lucas Road. A true hunter's paradise, the property offers woods on both sides, a small watering hole, and open land in the middle ideal for a food plot, hayfield, pasture for livestock, or maybe 2nd homesite.

  Christy Alexander River Ridge Realtors

  8421 J Lucas Rd, Madison, IN 47250
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  /10

  $70,000 Sold Jul 21, 2025

  • 1,664 Sq Ft
  • $42/SF
  • 10 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1900

  780 Gerry Ln, Madison, IN 47250

  Property in Historic downtown Madison IndianaThis home contains 2 bedrooms and 1 full bath. This property is in need of upgrades.There are endless possibilities for you to put your personal finishing touches on. Close to shopping, dining, and the scenic Ohio River just a short walk away.

  Patrick Lynch F.C. Tucker/Scott Lynch Group

  780 Gerry Ln, Madison, IN 47250
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  /57

  Est $263,284 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,434 Sq Ft

  40 Country Manor Blvd, Madison, IN 47250

  40 Country Manor Blvd, Madison, IN 47250
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  /54

  $529,000

  • 4 Beds
  • 4 Baths
  • 3,040 Sq Ft

  426 E Main St, Madison, IN 47250

  Classic Circa 1825 opportunity! This historic gem sits in nice proximity to everything downtown Madison- only two blocks from the Ohio River riverfront! This Federal style, all brick, structure is zoned to allow for commercial use, adding value! The nicely appointed interiors allow for ease and comfort from day one. There are 4 bedrooms, 2 full baths, and 2 half baths. The windows are original

  Jessica Butler

  426 E Main St, Madison, IN 47250
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  /77

  $855,000 Sold Jul 21, 2025

  • 5,922 Sq Ft
  • $144/SF
  • 39 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2002

  2222 Bedford Falls, Madison, IN 47250

  This property checks ALL the boxes!!! Beautiful Custom Home, one owner, made with top of the line quality materials inside and out. A Perfect floorplan with open concept, large bedrooms, additional living and entertaining spaces, loads of closet and storage space. The exterior is a dreamland with exotic waterfall and koi pond, inground pool and amazing rock landscaping all around. Located in one

  Robin Mingione eXp Realty, LLC

  2222 Bedford Falls, Madison, IN 47250
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  /36

  Est $610,976 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,122 Sq Ft

  1141 River Bluff Lake Dr, Madison, IN 47250

  1141 River Bluff Lake Dr, Madison, IN 47250
• 

  

  /71

  $314,000

  • 2 Beds
  • 1 Bath
  • 1,623 Sq Ft

  1127 Walnut St, Madison, IN 47250

  Incredible Opportunity in the Heart of Historic Madison, Indiana! This unique property offers this home situated with four separate parcels, totaling 9.68 ACRES of beautiful southern Indiana landscape. A true blend of partially wooded acreage and open fields, this property is perfect for nature lovers, investors, or those seeking a PRIVATE RETREAT with development potential. Located just moments

  William Andes eXp Realty, LLC

  1127 Walnut St, Madison, IN 47250
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  /21

  $147,500 Sold Jul 21, 2025

  • 1,264 Sq Ft
  • $117/SF
  • 35 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1900

  421 Mill St, Madison, IN 47250

  This two bedroom, 1 1/2 bath home is nestled in the heart of historic Madison across from John Paul Park and one block from Main St. and the coffee cafes, restaurants and unique shops found there. Original oak floors are found on the first floor and 5" painted pine floors upstairs that exude character. The two bedrooms upstairs are connected with a Jack & Jill bath. Off street parking for a

  Terri Suiter eXp Realty, LLC

  421 Mill St, Madison, IN 47250
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  /62

  Est $434,316 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,033 Sq Ft

  505 N Little Cedar Rd, Madison, IN 47250

  505 N Little Cedar Rd, Madison, IN 47250
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  /14

  $330,000

  • 3 Beds
  • 2.5 Baths
  • 2,024 Sq Ft

  309 Laurel Ln, Madison, IN 47250

  This beautiful home has had so many nice updates! Situated on a quiet cul-de-sac in a highly sought after neighborhood, this home is being offered to a new buyer to enjoy all that it offers! The updated kitchen, newer roof, newer HVAC, newer bathrooms with tiled showers, newer flooring, and new front porch give this home a welcoming feel. The backyard has recent improvements with leveling,

  Jackie Armel Greene Coldwell Banker Harrell & Asso

  309 Laurel Ln, Madison, IN 47250
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  /36

  $224,500 Sold Jul 18, 2025

  • 1,522 Sq Ft
  • $148/SF
  • 1 Day On Market

  • 3 Beds
  • 2 Baths
  • Built 1977

  121 Hooton Blvd, Madison, IN 47250

  Beautifully updated Hilltop 3-bedroom, 2-bath ranch offers comfort, style and convenience in the desirable Maple Hill neighborhood just steps from Sunrise Golf Course and less than a mile from scenic Johnson Lake. Enjoy the freedom of no HOA while being ideally situated close to schools, shopping and only a 5-7 minute drive to the charm of Downtown Main Street or a hike in Clifty Falls State

  Robin DeLuca F.C. Tucker Company

  121 Hooton Blvd, Madison, IN 47250
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  /67

  Est $310,770 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,940 Sq Ft

  35 Rose Allen Way, Madison, IN 47250

  35 Rose Allen Way, Madison, IN 47250
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  /35

  $429,900

  • 3 Beds
  • 2.5 Baths
  • 2,202 Sq Ft

  213 Miles Ridge Rd, Madison, IN 47250

  This beautiful residence, located in a coveted neighborhood, has amazing curb appeal and is ready for its next owner. Having been meticulously maintained by one owner, it offers a large covered front porch and deck on the back for entertaining. The kitchen has granite countertops and ample cabinetry, along with a separate dining area with hardwood flooring. The bedrooms are split with the main

  Candice Fulk McDole Century 21 River Valley

  213 Miles Ridge Rd, Madison, IN 47250
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  /23

  $203,000 Sold Jul 18, 2025

  • 1,128 Sq Ft
  • $180/SF
  • 48 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1950

  1912 Strader St, Madison, IN 47250

  Home Sweet Home! This charming property is in immaculate condition and ready for its new owners. The home offers a convenient layout with a split-bedroom floor plan, open living space between the eat-in kitchen and the family room, a large laundry room off the master suite, and plenty of walk-in closet space for storage. Additional features include a covered front porch with vaulted shiplap

  Kelsey Shaw F.C. Tucker/Scott Lynch Group

  1912 Strader St, Madison, IN 47250
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  /36

  Est $338,319 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,032 Sq Ft

  340 N Willow Dr, Madison, IN 47250

  340 N Willow Dr, Madison, IN 47250
• 

  

  /43

  $519,900

  • 4 Beds
  • 5 Baths
  • 3,432 Sq Ft

  2339 Woods Edge Dr, Madison, IN 47250

  Home features an inviting wraparound front porch located at the entrance of cul-de-sac. A 4 bedroom, 3 full-2 half bath home over a finished basement. The open concept living room, kitchen with breakfast bar and eat-in area offers comfort, style and functionality. Kitchen showcases granite countertops, stainless steel appliances and double doors leading to a two level trek deck with retrackable

  Brenda Eversole Century 21 River Valley

  2339 Woods Edge Dr, Madison, IN 47250
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  /21

  $205,000 Sold Jul 18, 2025

  • 1,248 Sq Ft
  • $164/SF
  • 133 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1973

  1682 E Wehner Dr, Madison, IN 47250

  VERY Motivated Seller! Nicely updated home in a convenient location to downtown or hilltop! Roof, HVAC, water heater, flooring and crawl all updated. Garage has been converted and could be an additional bedroom with private bathroom and laundry closet. Well maintained with a nice shed including electric and concrete parking pad for an RV or patio.

  Robin Mingione eXp Realty, LLC

  1682 E Wehner Dr, Madison, IN 47250
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  /45

  Est $356,534 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,346 Sq Ft

  4283 W 400 N, Madison, IN 47250

  4283 W 400 N, Madison, IN 47250
• 

  

  /55

  $309,500

  • 4 Beds
  • 5 Baths
  • 3,716 Sq Ft

  422 E 2nd St, Madison, IN 47250

  Endless Possibilities in the Heart of Historic Downtown Madison! This versatile 4 unit, 2 story building is a rare opportunity for investors or visionary homeowners. Currently configured as four apartment units, the property offers a range of optionsmaintain it as a 4 unit rental, reimagine it as three apartments and two efficiencies, convert it into two charming single-family homes, or create a

  Jim Pruett Exp Realty

  422 E 2nd St, Madison, IN 47250
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  /22

  $204,500 Sold Jul 16, 2025

  • 1,054 Sq Ft
  • $194/SF
  • 5 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1900

  816 W Main St, Madison, IN 47250

  Charming Victorian, shotgun-style home in the heart of Historic Downtown Madison. Located directly on Main Street, just steps away from local favorite coffee shops, restaurants, local boutiques, night life, and more. This home features 2 bedrooms, 2 full bathrooms, a flex room that could potentially be a third bedroom, an updated eat-in kitchen, screened in back patio, an outdoor shed, small

  Kelsey Shaw F.C. Tucker/Scott Lynch Group

  816 W Main St, Madison, IN 47250
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  /47

  Est $535,100 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,164 Sq Ft

  200 S Indian Cave Rd, Madison, IN 47250

  200 S Indian Cave Rd, Madison, IN 47250
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  /28

  $339,900

  • 3 Beds
  • 1.5 Baths
  • 1,988 Sq Ft

  213 E 4th St, Madison, IN 47250

  Gorgeous and charming home that is move in ready. Home is lot. No yard to maintain and more time to travel, do hobbies. Great location to shopping in downtown shops Enter vestibule and come inside to large entry. Large LR and formal DR with dec. f/p and buit in cupboard. Cherry cabinets in K with granite counters,slow close cabinets,built in and w/i pantries. Water softner is rented through

  David Jenkins

  213 E 4th St, Madison, IN 47250
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  /28

  $260,000 Sold Jul 15, 2025

  • 1,582 Sq Ft
  • $164/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1956

  545 Branch Ave, Madison, IN 47250

  LOCATION, LOCATION, LOCATION3 bedroom;2 bath home on Madison's hilltop. Conveniently located close to MCHS and MJHS, shopping and golf course. Home has plenty of room with a large family room and living room. Living room has hardwood flooring. Bedrooms are nice size with newer carpet.The backyard is your own oasis and features an above ground pool, gazebo and privacy

  Nancy Sobeck F.C. Tucker/Scott Lynch Group

  545 Branch Ave, Madison, IN 47250
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  /38

  Est $182,373 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,120 Sq Ft

  745 W 3rd St, Madison, IN 47250

  745 W 3rd St, Madison, IN 47250

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