Madison, IN Homes for Sale

/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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/65
$549,900

$25K PRICE DROP
- 3 Beds
- 2 Baths
- 1,750 Sq Ft
380 N Lakeside Dr, Madison, IN 47250

Your private resort awaits! This beautiful 3 bedroom, 2 bath, single story brick home offers the ideal blend of comfort, style, and outdoor living. With its open and spacious layout, the home is designed for both relaxation and entertaining, featuring generous living areas and plenty of natural light throughout. Step outside to your private backyard oasis, complete with a heated inground pool,

Jim Pruett EXP Realty LLC

380 N Lakeside Dr, Madison, IN 47250
/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
/43
$242,900
- 3 Beds
- 1.5 Baths
- 1,728 Sq Ft
609 Walnut St, Madison, IN 47250

Exciting Downtown Madison. Quaint town and opportunity to own your own Unique main home/2nd home. Alll newer HVAC, HWH, baseboard heat upstairs, double hung windows. Very nice hardwood flooring, brick exposed walls in the country kitchen, lots of cabinets, island, walkout to private backyard and patio. Large rooms with a half bath on the first and full bath on the 2nd. Formal dining room. 9 ft

Sue Ann Collins Teamwork Real Estate

609 Walnut St, Madison, IN 47250
/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
/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
/61
$1,100,000
- 4 Beds
- 2 Baths
- 3,876 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
/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
/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
/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
/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
/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
/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
/21
$199,900
- 3 Beds
- 1 Bath
- 924 Sq Ft
8812 E Little Doe Run Rd, Madison, IN 47250

A charming country property situated on 4.67 acres in Madison, Indiana. This 3-bedroom, 1-bath home offers 924 sq ft of living space and plenty of room to enjoy peaceful rural surroundings. Whether you're looking for a full-time residence, weekend retreat, or investment opportunity, this property provides privacy, open space, and endless potential in a beautiful setting. ! Sold as is.

Keri Hir Keri Hir

8812 E Little Doe Run Rd, Madison, IN 47250
/42
$525,000
- 4 Beds
- 3.5 Baths
- 3,148 Sq Ft
229 Miles Ridge Rd, Madison, IN 47250

Welcome to this beautifully crafted 4-bedroom, 3.5-bath home located on a double lot in the highly desirable Miles Ridge Subdivision. Designed with a split-bedroom floor plan, this home offers quality finishes, thoughtful details, and an abundance of natural light throughout. The spacious front foyer makes a striking first impression with its built-in aquarium, while the open-concept living area

Scott Lynch F.C. Tucker/Scott Lynch Group

229 Miles Ridge Rd, Madison, IN 47250
/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
/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
/39
$405,000

$12K PRICE DROP
- 3 Beds
- 2.5 Baths
- 2,984 Sq Ft
2660 N Borcherding Rd, Madison, IN 47250

Picture-Perfect Cape Cod with Exceptional Curb Appeal!Prepare to fall in love with this stunning, light-filled home that perfectly balances traditional charm with spacious functionality.Key Features Include:Stunning Exterior: Beautiful brick-accented front facade, mature landscaping, and an expansive covered front porch designed for relaxing.Spacious Living: Classic Cape Cod

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

2660 N Borcherding Rd, Madison, IN 47250
/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
/45
$589,900
- 4 Beds
- 3 Baths
- 3,244 Sq Ft
507 W Main St, Madison, IN 47250

Beautiful historic brick home located in the heart of downtown Madison combines timeless architecture with modern updates. Classic Federal Historic John Boyd Home,circa 1834. Listed on the National Register of Historic Places this charming two story brick features 4 bedrooms, 3 full undated baths. The kitchen windows open and have screens for viewing the backyard, granite countertops, Mike Young

Brenda Eversole Century 21 River Valley

507 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
/9
$64,900
- 3 Beds
- 1 Bath
- 1,632 Sq Ft
8038 S US 421, Madison, IN 47250

Investor opportunity! Situated on a 1.85-acre corner lot, this property offers outstanding potential for renovation, rental income, or future development. The property includes a 40' x 30' pole barn with a concrete floor and electricity, providing excellent storage or workshop space. The home is in need of repairs and is ready for your vision. Sold AS IS. Seller makes no warranties, expressed or

Beth Terry Coldwell Banker Martin Miller Lamb

8038 S US 421, Madison, IN 47250
/34
$324,900

$5K PRICE DROP
- 3 Beds
- 2.5 Baths
- 1,800 Sq Ft
5260 W Quail Run Ln, Madison, IN 47250

Welcome to this charming Country Estate home offering comfort, quality, and plenty of character. Situated on a beautiful corner lot in a desirable neighborhood, this 3-bedroom, 2.5-bath home features a covered front porch, attached two-car garage, and a durable metal roof. The inviting kitchen showcases quartz countertops, a stylish sink, and thoughtful finishes throughout. Enjoy cozy evenings by

Mark Jenkins F.C. Tucker/Scott Lynch Group

5260 W Quail Run Ln, Madison, IN 47250
/20
$160,000
- 2 Beds
- 1 Bath
- 875 Sq Ft
2238 Crescent St, Madison, IN 47250

Welcome home to this charming, move-in ready 2-bedroom, 1-bath home that's perfect for first-time buyers, those looking to downsize, or anyone seeking low-maintenance living. Thoughtfully updated throughout, this home combines modern improvements with comfortable everyday living. Recent upgrades include a brand-new HVAC and furnace system, a beautifully updated shower, and a new dishwasher, all

Rachel Avery Legacy Land Use & Realty

2238 Crescent St, Madison, IN 47250
/32
$515,000
- 12 Beds
- 3 Baths
- 4,960 Sq Ft
313 Mulberry St, Madison, IN 47250

Exceptional investment opportunity in the heart of historic downtown Madison! These two contiguous buildings offer threestories featuring over 1700sqft of open retail space combined with a total of 12 bedrooms, 3 bathrooms, a main floor office, and dedicated laundry room space. Out your front door overlooks the area beside the iconic Kindness Mural and Bicentennial Park, with convenient golf

Van Crafton Coldwell Banker Harrell & Asso

313 Mulberry St, Madison, IN 47250
/41
$454,900

$5K PRICE DROP
- 5 Beds
- 3 Baths
- 2,504 Sq Ft
317 Meadow Ln, Madison, IN 47250

So many possibilities await you with this lovingly maintained home on over 1 1/2 acres with mature trees and a parklike setting with a decorative pond. This home offers 3 bedrooms, 2 full baths, one with a jetted tub and heated tile floor, living room with a gas fireplace, eat in kitchen with a pantry and granite counter tops, family room with a brick hearth and flue for a wood stove and a

Becky Law Real Estate Inc

317 Meadow Ln, Madison, IN 47250
/19
$350,000

$20K PRICE DROP
- 1 Bed
- 1 Bath
- 6,337 Sq Ft
316 W Main St, Madison, IN 47250

Discover this Italianate two-part in a commercial block, constructed circa 1870, brimming with potential for various business ventures or investment opportunities! **Property Highlights** Spacious first floor - Enjoy approximately 3140 sq ft of versatile space, perfect for retail or office use. Flexible Second Floor - Currently utilized for storage, this level can easily be transformed to suit

Tony Bilz F.C. Tucker/Scott Lynch Group

316 W Main St, Madison, IN 47250
/66
$309,900

$20K PRICE DROP
- 3 Beds
- 2 Baths
- 1,568 Sq Ft
2197 N 950 E, Madison, IN 47250

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

William Pike II Rider Realty LLC

2197 N 950 E, 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
/31
$479,900
- 3 Beds
- 3 Baths
- 1,494 Sq Ft
118 Ferry St, Madison, IN 47250

Located just one block from the Ohio Riverfront, this turnkey triplex investment property offers three updatedrental units and multiple income streams through existing tenants and a proven AirBnB operation. Unit 1 and 2feature comfortable one-bedroom layouts with full kitchens, living rooms, and baths, while Unit 3 offers a studiosetup with a full bath. Each unit has been thoughtfully

Maleha Motter F.C. Tucker/Scott Lynch Group

118 Ferry St, Madison, IN 47250
/54
$387,900
- 3 Beds
- 2.5 Baths
- 2,462 Sq Ft
322 E 2nd St, Madison, IN 47250

Historic 1904 Queen Anne, once the home of Dr NA Kremer situate in the heart of downtown Historic Madison, IN. The apothecary behind the home provided the Doctor a laboratory to blend the pharmaceuticals. Origianal flooring has been covered in many places but believe it may be intact. Pocket doors between the double parlors on the East side of the home and between the entry hall and dining room.

Teresa Lyons Homestead Realty Inc

322 E 2nd St, Madison, IN 47250
/22
$275,000

$20K PRICE DROP
- 2 Beds
- 1.5 Baths
- 1,021 Sq Ft
1122 W 2nd St, Madison, IN 47250

Check out this charming and fully renovated home with a new addition, covered patio and garage in Downtown Historic Madison, Indiana! A traditional Shotgun home converted into more functional living style with solid wood floors, full tile bath and half bath, new kitchen with granite counters and a great courtyard-outdoor living area between the home and garage. This home has all new Roof, HVAC,

Robin Mingione eXp Realty, LLC

1122 W 2nd St, Madison, IN 47250
/34
$258,890

$11K PRICE DROP
- 3 Beds
- 2.5 Baths
- 1,434 Sq Ft
40 Country Manor Blvd, Madison, IN 47250

NEW ROOF July 2026! MOTIVATED SELLERS! Welcome to Country Manor where YOUR home awaits! Featuring 3 bedrooms, 2.5 baths and a fenced in back yard in a quiet neighborhood makes for the perfect place to relax or entertain guests. New hardwood flooring in the living room, hallway and main bedroom! Plus new recessed lighting in the kitchen and a COVERED deck. An extra garage with its own paved drive

Sarah Hollihan eXp Realty, LLC

40 Country Manor Blvd, Madison, IN 47250
/50
$319,000

$23K PRICE DROP
- 3 Beds
- 1.5 Baths
- 1,800 Sq Ft
4306 E 925 N, Madison, IN 47250

Honey stop the car and get the phone number to set up a showing! This nice farmhouse on 1.77 acres won't sit on the market long! The home has a large very nice kitchen, full bath, laundry, living room, dining room or additional bedroom on main floor, upper bedroom and play room. Offering nice level yard, front porch, geothermal HVAC, old stone summer kitchen or smokehouse, large pole barn for

Teresa Lyons Homestead Realty Inc

4306 E 925 N, Madison, IN 47250
/28
$359,900
- 3 Beds
- 2 Baths
- 1,632 Sq Ft
2037 Ridgewood Dr, Madison, IN 47250

Beautifully updated 3-bedroom, 2 full bath home located in the desirable Sunrise neighborhood and within walking distance of Sunrise Golf Course. This move-in ready home features a spacious kitchen complete with appliances, a large pantry, center island, and dining area—perfect for everyday living and entertaining. Generous-sized bedrooms offer walk-in closets, while an additional room provides

Scott Lynch F.C. Tucker/Scott Lynch Group

2037 Ridgewood Dr, Madison, IN 47250
/14
$160,000

$49K PRICE DROP
- 2 Beds
- 1 Bath
- 1,296 Sq Ft
904 E 2nd St, Madison, IN 47250

Price adjustment! This charming home on a corner lot is perfectly positioned in the heart of downtown Madison, just minutes from the bridge and all the activities this vibrant community is known for. Enjoy the convenience of walkable living while still having your own private retreat.This home features hardwood and tile flooring, a dining room, and a layout ideal for everyday living and

Pamela Adam eXp Realty, LLC

904 E 2nd St, Madison, IN 47250

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