Madison, IN Homes for Sale under $300,000

• 

  

  

  /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

  8273 Indiana 56, Madison, IN 47250
• Explore Madison

• 

  

  

  /93

  $275,000

  $25K PRICE DROP

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

  8273 State Road 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 approximately 1,100 feet of State Road 56 frontage and about 100+ feet of frontage on E Splinter Ridge Road.

  

  Brad Garrison

  Whitetail Properties Real Estate

  8273 State Road 56, Madison, IN 47250
• 

  

  

  /40

  $159,900

  $15K PRICE DROP

  • 4 Beds
  • 1 Bath
  • 2,400 Sq Ft

  1037 W Main St, Madison, IN 47250

  Wow! This home is so cool with river views and tons of exposed brick! Walk to downtown Madison shops and restaurants! Bring your imagination and your tools! This property is ready for your vision to finish! Potential for 4 bedrooms and 2 full bathrooms spread over the main 2 floor and the walk out basement! There is 2500 sf under one roof! Spiral staircase to the 2nd floor! There's so much

  

  Chris Koerner

  Property Advancement Realty

  1037 W Main St, Madison, IN 47250
• 

  

  

  /47

  $209,500

  $55K PRICE DROP

  • Land
  • 18.23 Acres
  • $11,492 per Acre

  3500 E Lemon Rd, Madison, IN 47250

  Escape to your own private outdoor paradise with this beautiful recreational property featuring a brand-new Amish-Built log cabin constructed with exceptional craftmanship and quality materials. Built for comfort and durability, this solid log cabin comfortably sleeps up to 6 people and offers many of the conveniences of home while allowing you to enjoy the peace and privacy of nature.The

  Rob Haubry Geswein Farm & Land Realty, LLC

  3500 E Lemon Rd, Madison, IN 47250
• 

  

  

  /6

  $299,000

  • Land
  • 41.91 Acres
  • $7,134 per Acre

  0 Cr 925 S 350w Unit 207830, Madison, IN 47250

  A 41.91 Acre Wooded building site with electric hook up and private drive to a cleared ready to build site.Public water available. Septic perk test available. This is a great get away site to hunt, camp or build your dream property away from the Public. Call to see this today !

  John Lucas RE/MAX Preferred Choice

  0 Cr 925 S 350w Unit 207830, Madison, IN 47250
• 

  

  /43

  $199,500

  $65K PRICE DROP

  • 0.5 Baths
  • 224 Sq Ft

  3500 Lemon Rd, Madison, IN 47250

  Escape to your own private outdoor paradise with this beautiful recreational property featuring a brand-new Amish-Built log cabin constructed with exceptional craftmanship and quality materials. Built for comfort and durability, this solid log cabin comfortably sleeps up to 6 people and offers many of the conveniences of home while allowing you to enjoy the peace and privacy of nature. The cabin

  Rob Haubry Geswein Farm & Land Realty

  3500 Lemon Rd, Madison, IN 47250
• 

  

  /25

  $265,000

  $5K 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
• 

  

  /6

  $45,000

  • Land
  • 4,356 Sq Ft
  • $450,000 per Acre

  801 Gerry Ln, Madison, IN 47250

  One bedroom, one bath, wood frame structure on the property. Assessor information shows 495 Sq ft. Property is inhabitable, but possibilities of a Pace Grant. Sold "As Is"

  Brenda Eversole Century 21 River Valley

  801 Gerry Ln, Madison, IN 47250
• 

  /2

  $90,000

  • Land
  • 10,890 Sq Ft
  • $360,000 per Acre

  606 Green Rd, Madison, IN 47250

  High traffic, commercial location on Madison's hilltop. All city utilities available. Zoned General Business. One parcel.

  Scott Lynch F.C. Tucker/Scott Lynch Group

  606 Green Rd, Madison, IN 47250
• 

  

  /17

  $189,500

  $3K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,261 Sq Ft

  230 Hendricks St, Madison, IN 47250

  Welcome home to this charming, well-maintained ranch nestled on a beautiful corner lot in one of Madison's established Hilltop neighborhoods! Conveniently located near schools, shopping, restaurants, Sunrise Golf Course, and many local attractions, this home is also just minutes from historic downtown Madison and the scenic Ohio River. Offering approximately 1,261 square feet of living space,

  Chris Hembree Realty ONE Group River Valley

  230 Hendricks St, Madison, IN 47250
• 

  

  /42

  $149,900

  • 2 Beds
  • 1 Bath
  • 896 Sq Ft

  7583 E Riverside Dr, Madison, IN 47250

  Peaceful river retreat with plenty of space to relax and enjoy the outdoors. This open-floor-plan home features a completely remodeled kitchen, new flooring, a metal roof, and dual oversized mini-splits for efficient heating and cooling. Outdoor living shines with a new front porch that adds great curb appeal and extra space to unwind, along with a front gazebo equipped with electric. Imagine

  Zach Howard Schuler Bauer Real Estate Services ERA Powered (N

  7583 E Riverside Dr, Madison, IN 47250
• 

  

  /20

  $234,900

  • 2 Beds
  • 2 Baths
  • 1,514 Sq Ft

  931 W Main St, Madison, IN 47250

  Charming two-story home located in the heart of downtown Madison! This well-maintained property offers 2 bedrooms, 2 full baths, a spacious living room, cozy family room, large laundry room, separate dining area, and an inviting kitchen with plenty of space for everyday living. Enjoy relaxing on the covered front porch with Main Street views. Take advantage of alley access to the backyard with

  Tony Bilz F.C. Tucker/Scott Lynch Group

  931 W Main St, Madison, IN 47250
• 

  

  /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
• 

  

  /21

  $155,000

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  1509 Crozier Ave, Madison, IN 47250

  Charming 2-Bedroom Home with Large Fenced Yard & Tiny Home in Madison! Welcome home to this beautifully updated 2-bedroom, 1-bath residence situated on a spacious lot in a quiet, desirable Madison neighborhood. Offering comfort, functionality, and plenty of outdoor space, this property is perfect for first-time buyers, downsizers, or anyone looking to enjoy peaceful living with added versatility.

  Van Crafton Coldwell Banker Harrell & Asso

  1509 Crozier Ave, Madison, IN 47250
• 

  

  /30

  $245,900

  $4K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,842 Sq Ft

  234 Hargan Dr, Madison, IN 47250

  Don't miss this Bedford stone beauty located on a corner lot in the established Highland Heights neighborhood of Madison. Conveniently situated near Anderson Elementary and just minutes from shopping, restaurants, and other local amenities, this 3 bedroom, 1.5 bath home offers over 1,500 square feet of living space. The spacious living room features a decorative accent wall, while the bonus room

  Cathy Jackson Schuler Bauer Real Estate Services ERA Powered (N

  234 Hargan Dr, Madison, IN 47250
• 

  

  /16

  $259,900

  • 4 Beds
  • 2 Baths
  • 1,416 Sq Ft

  2246 Flint Rd, Madison, IN 47250

  Move right into this beautifully updated 4-bedroom, 2-bath Bedford stone ranch! This well-maintained home features newer flooring, a spacious open living area, and an updated kitchen. Enjoy the privacy of the fully fenced backyard, ideal for entertaining, kids, or pets. The oversized detached 2-car garage offers excellent storage and workspace. Conveniently located and ready for its next owners!

  Christy Swingle Hoosier Homestead Real Estate

  2246 Flint Rd, Madison, IN 47250
• 

  

  /3

  $127,000

  • Land
  • 6,534 Sq Ft
  • $846,667 per Acre

  887 Vine St, Madison, IN 47250

  Rare opportunity to own an extra-large residential lot in downtown Madison! Tucked away on a quiet dead-end street with only four neighboring homes, this private setting offers a unique blend of seclusion and convenience. Mature trees provide abundant shade and natural beauty, while a small creek along the rear of the property adds to its charm. The lot is approved for a manufactured home, making

  Scott Lynch F.C. Tucker/Scott Lynch Group

  887 Vine St, Madison, IN 47250
• 

  

  /36

  $244,998

  • 2 Beds
  • 1.5 Baths
  • 1,512 Sq Ft

  605 Walnut St, Madison, IN 47250

  Positioned within walking distance to Downtown Amenities, this move-in-ready Federal-style residence presents a compelling opportunity to capitalize on ongoing neighborhood investment and appreciation. The home successfully balances historic character with thoughtful modern updates, offering both authenticity and functionality.Key features include main floor updated kitchen appliances, living

  Angela Bauer RE/MAX FIRST

  605 Walnut St, Madison, IN 47250
• 

  

  /31

  $205,000

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft

  3560 N Quail Dr, Madison, IN 47250

  Welcome Home!Discover the perfect place to call home in this charming property, nestled in a peaceful, welcoming neighborhood. Enjoy the best of both worlds with a quiet setting while being just minutes from the convenient shops and amenities on the hill.Whether you’re relaxing at home, taking an evening stroll, or running quick errands, this location offers comfort, convenience, and a

  Jason Clifton F.C. Tucker/Scott Lynch Group

  3560 N Quail Dr, Madison, IN 47250
• 

  

  /9

  $175,000

  $24K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 2,500 Sq Ft

  822 Green Rd, Madison, IN 47250

  Large home with many options, located across from the Sports Complex on Madison’s hilltop. Large bedrooms with room to grow. Close to schools, shopping, and downtown. This property has many possibilities- come take a tour and put your imagination to work...investment property or family home. Updates include: New roof (2023), Floor joist repairs, new duct work, and new laminate flooring

  Candice Fulk McDole Century 21 River Valley

  822 Green Rd, Madison, IN 47250
• 

  

  /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
• 

  

  /19

  $192,000

  $5K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  2510 Franks Dr, Madison, IN 47250

  Conveniently located on Madison's hilltop, this charming 2 bedroom, 1 bath home offers a fenced backyard, 2 car garage, and easy access to shopping, dining, and everyday conveniences. Whether you're searching for your first home or ready to downsize, you'll love the combination of comfort, outdoor space, and location. Offering both convenience and functionality in a desirable location, this home

  Ellen Stevens eXp Realty, LLC

  2510 Franks Dr, Madison, IN 47250
• 

  

  /43

  $242,900

  • 3 Beds
  • 1.5 Baths
  • 1,728 Sq Ft

  609 Walnut St, Madison, IN 47250

  Looking to own an Air B&B in a Tourist Town, Rare opportunity to own a Historic pre 1900 2 story with off street parking located in the National Historic Landmark District. Less than a half mile to walkable downtown area, or to the Ohio River entertainment area, as well as the many unique shops of Madison Indiana. This tourist community also has a trolly, but residents commute by golf cart.

  Sue Ann Collins Teamwork Real Estate

  609 Walnut St, Madison, IN 47250
• 

  

  /37

  $189,900

  • 2 Beds
  • 1 Bath
  • 880 Sq Ft

  3343 E Sr 56, Madison, IN 47250

  Wake up to breathtaking views of the Ohio River in this charming riverfront retreat just minutes from historic downtown Madison. Nestled against a wooded hillside, this unique property offers the perfect blend of privacy, character, and waterfront living with direct river access for boating, fishing, kayaking, or simply enjoying life on the water. Inside, you'll find timeless character with

  Jesse Allen SEGREST FLAHERTY REAL ESTATE G

  3343 E Sr 56, Madison, IN 47250
• 

  

  /66

  $289,900

  $20K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,575 Sq Ft

  6734 N Sr 7, Madison, IN 47250

  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

  Jim Pruett EXP Realty LLC

  6734 N Sr 7, Madison, IN 47250
• 

  

  /17

  $199,000

  $26K PRICE DROP

  • 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
• 

  

  /27

  $209,900

  $15K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,350 Sq Ft

  1202 Esplano Dr, Madison, IN 47250

  Tucked away on the largest lot on quiet Esplano Drive, this beautifully updated 3-bedroom, 1-bath home offers the perfect blend of privacy, convenience, and small-town charm. Featuring an open floor plan, bonus room, spacious laundry room, new flooring, new appliances, new heating and air, and a new roof, this move-in-ready property is designed for comfortable living. Enjoy a paved driveway with

  Van Crafton Coldwell Banker Harrell & Asso

  1202 Esplano Dr, Madison, IN 47250
• 

  

  /31

  $250,000

  • 3 Beds
  • 2 Baths
  • 1,782 Sq Ft

  9727 E Vernon Ridge Rd, Madison, IN 47250

  Check out this peaceful small homestead waiting for you! A well maintained 3 bedroom, 2 bath home on just over an acre with several fruit trees, berries, garden, chicken coop and more! Home has a nice open concept, wonderful sunroom and good size bedrooms. Updates include new flooring in entry and living areas, all new screens, new clothes washer, wood interior window sills and plans to complete

  Robin Mingione eXp Realty, LLC

  9727 E Vernon Ridge Rd, Madison, IN 47250
• 

  

  /29

  $285,000

  • 3 Beds
  • 2 Baths
  • 1,385 Sq Ft

  952 W Main St, Madison, IN 47250

  This charming, historic, Main Street Madison, shotgun home is on the west side of town close to the Heritage and Connector Trails. This home is more spacious than most shotgun style with 2-3 bedrooms, 2 full bathrooms and more open concept living. Enjoy the private backyard with detached garage perfect for downtown golf cart living! Schedule a showing today and make this home yours! *** Photos

  Robin Mingione eXp Realty, LLC

  952 W Main St, Madison, IN 47250
• 

  

  /18

  $254,900

  $20K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,792 Sq Ft

  2309 Taylor St, Madison, IN 47250

  All brick 4 bedroom, 2 full bath on the hilltop next to the Junior High School. Fenced-in backyard. New roof in 2024. New windows in 2023, except for the ones in the family room. Remodeled bath in 2025. Detached 2.5-car garage with workshop, insulated and heated. Carport in front.

  Keith Mahoney Century 21 River Valley

  2309 Taylor St, Madison, IN 47250
• 

  

  /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
• 

  

  /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
• 

  

  /22

  $244,900

  $5K PRICE DROP

  • 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
• 

  

  /21

  $199,900

  • 1 Bed
  • 1 Bath
  • 1,040 Sq Ft

  512 E Main St Unit 1, Madison, IN 47250

  Experience downtown living at its finest in this sunny first-floor condo located in a beautiful historic building on Main Street in Madison. Offering approximately 1,000 square feet, this charming condo features soaring 12-foot ceilings throughout, creating a bright and spacious atmosphere. The large one-bedroom, one-bath layout includes a walk-in shower, inviting family room with a fireplace,

  Patrick Lynch F.C. Tucker/Scott Lynch Group

  512 E Main St Unit 1, Madison, IN 47250
• 

  

  /13

  $219,900

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,428 Sq Ft

  1046 Michigan Rd, Madison, IN 47250

  Location, Privacy, and Convenience!!! This well-maintained and nicely updated 3-bedroom, 2-bathroom home offers an impressive location. Situated behind The Fairmount House of Madison and backing up to Fairmount Drive, the property provides excellent privacy while being conveniently located at the edge of the hilltop, and just two miles from historic downtown Madison. The home features genuine

  Jackie Greene Coldwell Banker Harrell & Asso

  1046 Michigan Rd, Madison, IN 47250
• 

  

  /31

  $299,900

  $20K PRICE DROP

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

  213 E 4th St, Madison, IN 47250

  This Historic home in the historic district of downtown Madison, IN is move in ready.Minutes away from shopping,restaurants, festivals and our beautiful Ohio River front. Exterior freshly painted by Adkins Painting. Walk into an inviting foyer with staircase. All hardwood floors throughout. Large LR with built in bookcase. Roomy formal DR with faux f/p and built in china cabinet that once was a

  David Jenkins Real Estate Inc

  213 E 4th St, Madison, IN 47250
• 

  

  /32

  $260,000

  $14K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 1,686 Sq Ft

  406 Mouser St, Madison, IN 47250

  MOTIVATED SELLERS!! WOW — FIVE bedrooms on ONE level! Yes, please!! This spacious ranch-style home at 406 Mouser St in Madison offers a rare combination of size, layout, and location. Featuring 5 bedrooms and 2 full bathrooms, this home is perfect for those needing room to spread out — all with the convenience of single-level living. You’ll love the living room PLUS a separate family room, giving

  Casey Kovener-Elkins Kovener & Associates Real Esta

  406 Mouser St, Madison, IN 47250
• 

  

  /41

  $279,900

  • 3 Beds
  • 2 Baths
  • 2,014 Sq Ft

  2301 Blackmore St, Madison, IN 47250

  Welcome to this cozy and inviting 3-bedroom, 2 full bath ranch featuring an open floor plan designed for comfortable living and easy entertaining. The versatile layout offers potential for a 4th bedroom or private in-law suite with its own entrance off the patio—perfect for guests, extended family, or a home office. Kitchen flooring as well as Both full bathrooms were tastefully updated in 2021.

  Penny Koehler F.C. Tucker/Scott Lynch Group

  2301 Blackmore St, Madison, IN 47250
• 

  

  /23

  $240,000

  • 3 Beds
  • 1.5 Baths
  • 1,426 Sq Ft

  206 Crestwood Dr, Madison, IN 47250

  Spacious 3-Bedroom Home in a Prime Hilltop Neighborhood Welcome home to this spacious 3-bedroom, 1.5-bath ranch offering the convenience of one-level living in a highly desirable hilltop neighborhood! Ideally located within walking distance of the newly renovated Anderson Elementary School and a new shopping center, this home combines comfort, convenience, and low-maintenance living. The

  Nancy Sobeck ReaL Broker, LLC

  206 Crestwood Dr, Madison, IN 47250
• 

  

  /13

  $189,900

  • 2 Beds
  • 1 Bath
  • 630 Sq Ft

  1041 W Main St, Madison, IN 47250

  TERRIFIC SECOND HOME OR WEEKEND PLACE IN HISTORIC DOWNTOWN MADISON,IN. FORMERLY COZY COTTAGE AIR B&B. CLOSE TO THE HERITAGE TRAIL, DOWNTOWN SHOPPING, CLIFTY FALLS STATE PARK OR THE OHIO RIVER FRONT. GREAT OPPORTUNITY! SUBJECT TO SELLER CLOSING ON A SPECIFIC HOME THAT THEY CURRENTLY HAVE AN ACCEPTED OFFER. SELLERS ARE LEAVING MUCH OF THE PERSONAL PROPERTY BUT PLESASE SEE ATTACHMENT WITH THAT LIST.

  David Jenkins Real Estate Inc

  1041 W Main St, Madison, IN 47250

Showing Results 1 - 40, Page 1 of 2