Madison, IN Homes for Sale under $500,000

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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

  8273 Indiana 56, Madison, IN 47250
• Explore Madison

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  /32

  $395,000

  $22K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,984 Sq Ft

  2660 N Borcherding Rd, Madison, IN 47250

  Welcome home to classic architectural charm and modern comfort in this spacious Cape Cod offering nearly 3,000 square feet of finished living space! Featuring 3 to 4 bedrooms and 2.5 bathrooms, this turn-key home is completely move-in ready. The ideal floor plan highlights a sought-after main-floor primary suite, complete with a private en-suite bathroom and a spacious walk-in closet for ultimate

  

  Christi Sauley-Kernen

  F.C. Tucker/Scott Lynch Group

  2660 N Borcherding Rd, Madison, IN 47250
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  /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
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  /56

  $429,900

  • 4 Beds
  • 2.5 Baths
  • 3,602 Sq Ft

  306 Fairmount Dr, Madison, IN 47250

  Authentic All-Brick Mid-Century Modern with 3,600 SF & Seasonal Ohio River Views!Step into quintessential 1960s architecture with this expansive 4-bedroom, 2.5-bathroom Mid-Century Modern home boasting 3,600 total square feet of living space! Designed with classic MCM flair, the main level features a bright open-concept layout accented by soaring exposed beam ceilings and rich vertical

  

  Christi Sauley-Kernen

  F.C. Tucker/Scott Lynch Group

  306 Fairmount Dr, Madison, IN 47250
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  /104

  $459,000

  • 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

  Trueblood Real Estate

  2945 N Greenbrier Rd, Madison, IN 47250
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  /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
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  /2

  $275,000

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

  132 Mouser St, Madison, IN 47250

  New Moisture barrier placed in crawl space 2021 Classic Bedford Stone Ranch in Top Location with Big Upgrades & Fenced Yard!Discover easy, single-level living in this solid Bedford stone ranch home, perfectly positioned close to local schools, shopping, and dining. Boasting 3 spacious bedrooms and 2 full bathrooms, this property combines classic character with complete peace of mind—featuring

  

  Christi Sauley-Kernen

  F.C. Tucker/Scott Lynch Group

  132 Mouser St, Madison, IN 47250
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  /7

  $249,900

  $160K PRICE DROP

  • Land
  • 54.72 Acres
  • $4,567 per Acre

  3492 Lemon Rd, Madison, IN 47250

  The property features approx. 350 ft. of road frontage. The property has been surveyed into three 18+ acre parcels. The terrain is predominantly flat and easy to navigate, consisting of young to medium aged hardwood timber including poplar, soft maple, hickory and white oak. The white oak acorn production is a great wildlife food source. Hunters will appreciate the property's outstanding

  Rob Haubry Geswein Farm & Land Realty, LLC

  3492 Lemon Rd, Madison, IN 47250
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  /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
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  /32

  $289,900

  $10K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,944 Sq Ft

  217 Wildwood Dr, Madison, IN 47250

  Highly motivated sellers! Well maintained home in established Hilltop neighborhood. Lots of updates including new paint, carpet, LVP, roof in 2024 , and HVAC in 2022. Lower decorative stone on home came from original Madison Post Office. 3 sheds, 2 with electric, and beautiful garden areas in the backyard. Large 14 x 11 heated and cooled sunroom is perfect for relaxing and enjoying the beauty of

  JR Harrell Coldwell Banker Harrell & Asso

  217 Wildwood Dr, Madison, IN 47250
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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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  /28

  $384,900

  $15K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,674 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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  /7

  $249,900

  $160K PRICE DROP

  • Land
  • 54.72 Acres
  • $4,567 per Acre

  3485 E Lemon Rd, Madison, IN 47250

  The property features approx. 350 ft. of road frontage. The property has been surveyed into three 18+ acre parcels. The terrain is predominantly flat and easy to navigate, consisting of young to medium aged hardwood timber including poplar, soft maple, hickory and white oak. The white oak acorn production is a great wildlife food source. Hunter will appreciate the property's outstanding location.

  Rob Haubry Geswein Farm & Land Realty

  3485 E Lemon Rd, Madison, IN 47250
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  /59

  $465,000

  • 2 Beds
  • 2.5 Baths
  • 2,004 Sq Ft

  604 Mulberry St, Madison, IN 47250

  Stunning full transformation of a mid-1800s brick home in Madison’s Historic District. Nearly every component has been rebuilt while preserving original character, including exposed brick walls, restored historic doors, and refinished original poplar floors on the second level.Main floor features an urban-historic aesthetic with clean lines, coffered ceilings, shiplap fireplace wall,

  Jim Pruett eXp Realty, LLC

  604 Mulberry St, Madison, IN 47250
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  /41

  $429,900

  • 3 Beds
  • 2 Baths
  • 1,432 Sq Ft

  5616 W Sr 256, Madison, IN 47250

  First time on the market! Move-in-ready quality stick-built home with updates on 3.8 beautiful acres (mix of cleared & wooded), conveniently located between Madison/Hanover. Welcoming, relaxing porch sits at 50' long. This well-maintained property offers 3 bedrooms & 2 full bathrooms all on one floor. Two amazing pole barns—#1- 40' x 40' & 18 ft. tall w/ 20'x40' reinforced second floor. #2 -30' x

  Nancy Sobeck ReaL Broker, LLC

  5616 W Sr 256, Madison, IN 47250
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  /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
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  /28

  $289,900

  $10K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,248 Sq Ft

  4510 Vineyard Rd, Madison, IN 47250

  Escape to the country to this stick built home on over 2 acres! This 3 bed 1 bath offers 1248 sqft on the main floor. Home has some recent updates with a new roof, flooring, refrigerator and more. Home sits on a full walk out basement that is ready to be finished to suit and is plumbed for a bathroom. Outside you have established landscaping with producing persimmon trees and blackberry bushes, a

  Joey Rider Rider Realty LLC

  4510 Vineyard Rd, Madison, IN 47250
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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 Keller Williams Realty Consultants

  715 Walnut St, Madison, IN 47250
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  /39

  $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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  /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
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  $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
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  /39

  $339,900

  • 4 Beds
  • 2 Baths
  • 2,112 Sq Ft

  515 N Hereford Ln, Madison, IN 47250

  NEW PRICE!! Looking for space, storage, and lake access? This well-maintained 4-bedroom, 2 full bath home offers a huge living room filled with natural light, creating the perfect gathering space for family and friends. The adjacent eat-in kitchen provides plenty of room for everyday meals and entertaining. This home also features new shingles!Enjoy access to the popular Hereford Lake,

  Austin Ketcham eXp Realty, LLC

  515 N Hereford Ln, Madison, IN 47250
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  $485,000

  • 5 Beds
  • 3.5 Baths
  • 3,252 Sq Ft

  308 E 3rd St, Madison, IN 47250

  Outstanding Home in the heart of Downtown Madison! This home has a highly sought after primary suite, laundry, guest half bath, updated Kitchen and living areas on the main floor! Upstairs there are large and inviting 4 bedrooms and 2 bathrooms for family or guests and a great, dry basement for utilities and extra storage. Outside you will find the rare off street parking for downtown, tool/toy

  Robin Mingione eXp Realty, LLC

  308 E 3rd St, Madison, IN 47250
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  /30

  $239,900

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

  234 Hargan Dr, Madison, IN 47250

  NEW PRICE $239,900! Spacious, updated, and full of character, this Bedford stone home offers over 1,800 square feet of living space in Madison's established Highland Heights neighborhood. Situated on a corner lot near Anderson Elementary, shopping, dining, and everyday conveniences, this 3 bedroom, 1.5 bath home has more space than you might expect. Inside, you'll find a spacious living room with

  Cathy Jackson Schuler Bauer Real Estate Services ERA Powered (N

  234 Hargan Dr, Madison, IN 47250
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  /53

  $258,000

  $1K 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
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  /17

  $219,900

  • 3 Beds
  • 1.5 Baths
  • 1,372 Sq Ft

  413 Bellaire Dr, Madison, IN 47250

  Check out this 3-bedroom, 1.5-bath home hardwood floors, a newer roof, and newer HVAC. It has a very nice porch to enjoy as well. The home may need a little TLC, but with some care and personal touches, it has the potential to become a wonderful home. A great opportunity for buyers looking to add their own style and value. Come take a look and imagine the possibilities!

  JR Harrell Coldwell Banker Harrell & Asso

  413 Bellaire Dr, Madison, IN 47250
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  /76

  $474,900

  • 4 Beds
  • 3.5 Baths
  • 3,909 Sq Ft

  7877 Upper Dry Fork Rd, Madison, IN 47250

  Welcome to your private retreat on 5.72 picturesque acres! This spacious 4BR, 3.5BA home features an inviting open floor plan with LVP flooring throughout. The living room boasts a stunning stone fireplace, while the eat-in kitchen offers a counter bar, walkout, and huge pantry. The dining room also features a walkout. The spacious primary suite includes a walkout and adjoining bath with jetted

  Gary Hamilton Sibcy Cline, Inc.

  

  7877 Upper Dry Fork Rd, 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
  • 3,510 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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  /34

  $404,900

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,127 Sq Ft

  128 West St, Madison, IN 47250

  An extremely rare 2 structure opportunity for OWNER-OCCUPANTS or for INVESTORS looking for an IMMEDIATE INCOME-PRODUCING property - proven AIRBNB GROSS INCOME OF OVER $69k FROM mid 2024-and all 2025 (financials available). The home has been maintained personally by local owners. FULLY FURNISHED with an acceptable offer. You can move right in or continue renting immediately! This beautifully

  Scott Lynch F.C. Tucker/Scott Lynch Group

  128 West St, Madison, IN 47250
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  /30

  $255,000

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

  40 Country Manor Blvd, Madison, IN 47250

  Move-in ready and low maintenance, this 3-bedroom, 2.5-bath brick home has been thoughtfully updated with brand-new shingles, fresh paint, and some new flooring. Nestled in an established neighborhood just 10 minutes from historic downtown Madison, you'll enjoy small-town charm with convenient access to Charlestown in just 30 minutes and Louisville in under an hour!The property also

  Austin Ketcham eXp Realty, LLC

  40 Country Manor Blvd, Madison, IN 47250
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  /43

  $242,900

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

  609 Walnut St, Madison, IN 47250

  Step Back in Time with Modern Comforts - Historic 1855 Home in the Heart of River Town Living, the perfect blend of history and small-town charm in this beautifully maintained 3-bedroom, 1.5-bath home, built in 1855. Nestled just steps from the vibrant downtown district, you'll enjoy the unique lifestyle of a medium tourist river town where golf carts are a favorite way to get around. Inside,

  Sue Ann Collins Teamwork Real Estate

  609 Walnut St, Madison, IN 47250
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  /40

  $324,900

  $5K PRICE DROP

  • 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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  /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
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  /30

  $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
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  /51

  $334,500

  $5K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,990 Sq Ft

  712 E Main St, Madison, IN 47250

  Historic downtown Madison living! This 2 story home blends history with modern updates for $339,900. Inside, discover rare chestnut flooring, 4 fireplaces, and an abundance of storage. A portion of the home has thermapane windows. The dining room boasts built in storage and a fireplace with an original Eric Phagan painting included in the sale! Perfect for hosting, the wet bar features a tile

  Jim Pruett EXP Realty LLC

  712 E Main St, Madison, IN 47250
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  /47

  $354,900

  $44K 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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  /39

  $310,000

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,518 Sq Ft

  401 Maple Hill Dr, Madison, IN 47250

  You don't want to miss this beautifully updated 3 bedroom, 2 bath home offering over 1500 sq. ft. in a quiet cul-de-sac just minutes from town. Recent upgrades include new West Shore doors and windows, new flooring, new carpet, and fresh paint throughout. The kitchen also features new appliances! The roof is less than 2 years old and it has a brand new sump pump. Inside you'll love the spacious

  Stephanie Brawner Coldwell Banker Harrell & Asso

  401 Maple Hill Dr, Madison, IN 47250
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  /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

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