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Madison, IN Homes for Sale under $400,000

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  • /51

    $339,900

    • 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
  • /17

    $309,900

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,674 Sq Ft

    1041 Rabbit Ln, Madison, IN 47250

    Beautifully maintained brick home located on Madison’s desirable hilltop! This 3-bedroom, 2 full bath home features an open-concept kitchen, dining, and living area with vaulted ceilings, creating a bright and spacious feel throughout. The large primary suite offers a walk-in closet, soaking tub, and separate walk-in shower. A welcoming foyer entrance adds to the home’s charm and functionality.

    Patrick Lynch F.C. Tucker/Scott Lynch Group

    1041 Rabbit Ln, 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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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

    $319,900

    $10K 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
  • /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
  • /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
  • /39

    $259,900

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,434 Sq Ft

    40 Country Manor Blvd, Madison, IN 47250

    MOTIVATED SELLERS! Welcome to Country Manor where YOUR home awaits! NEW ROOF July 2026! 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
  • /32

    $299,900

    • 3 Beds
    • 2 Baths
    • 1,671 Sq Ft

    1203 Rabbit Ln, Madison, IN 47250

    Welcome home to this charming 3-bedroom, 2-bath brick ranch nestled in a quiet, quaint community on Madison’s desirable Hilltop. The spacious open-concept layout seamlessly connects the family room and kitchen, creating the perfect space for entertaining family and friends. The primary bathroom features a relaxing jetted tub, offering a private retreat after a long day. Step outside to enjoy the

    Van Crafton Coldwell Banker Harrell & Asso

    1203 Rabbit Ln, 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
  • /30

    $249,900

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    1635 E Telegraph Hill Rd, Madison, IN 47250

    CURB APPEAL!! Located in the Rykers Ridge area of Madison and just minutes for Historic Downtown, this fully remodeled home has so much to offer. This one story home has 1,248 sq. ft with 3 bedrooms and 2 full bathrooms. The nearly one acre property has mature trees, a huge fenced-in backyard, pole barn and shed. This spacious property gives you room to breathe, relax, play, garden, whatever you

    Tyler Stock Coldwell Banker-Martin, Miller

    1635 E Telegraph Hill Rd, Madison, IN 47250
  • /26

    $275,000

    New Construction $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,450 Sq Ft

    3450 N Michigan Rd, Madison, IN 47250

    Motivated Seller!!! Beautiful new construction home offering 1,450 sq ft of thoughtfully designed living space. This 3-bedroom, 2 full bath home features an open floor plan connecting the kitchen, dining area, and living room—perfect for everyday living and entertaining. The eat-in kitchen includes stainless steel appliances, abundant cabinet space, a large pantry, and a center island with

    Tony Bilz F.C. Tucker/Scott Lynch Group

    3450 N Michigan Rd, Madison, IN 47250
  • /14

    $129,000

    • 647 Sq Ft

    707 Walnut St, Madison, IN 47250

    Open to interpretation!! How shall this property be finished? The preservation organization succeeded in stabilizing and beatifying its original footprint! This cottage needs to be made cozy by an individual ready to give it its layout and design. There are preservation covenants, held by Indiana Landmarks, with this property.

    Jessica Butler Legacy Land Use & Realty

    707 Walnut St, Madison, IN 47250
  • /45

    $350,000

    • 2 Beds
    • 2 Baths
    • 1,541 Sq Ft

    946 W Main St, Madison, IN 47250

    Welcome to your own private oasis in the heart of Historic Downtown Madison! Perfectly situated on iconic Main Street, this charming 2-bedroom, 2-bath home offers the ideal blend of timeless character, modern comfort, and an unbeatable location just steps from Madison's award-winning shops, restaurants, parks, and riverfront. From the moment you arrive, you'll be captivated by the exceptional

    Andrew Flora 1 Percent Lists Indiana Real Estate

    946 W Main St, Madison, IN 47250
  • /12

    $209,900

    $12K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,094 Sq Ft

    2930 Kentucky Ave, Madison, IN 47250

    This three bedroom home has many new updates including a new roof. The kitchen has new cabinets, counter tops, flooring, and appliances. This home is on is not far from the schools, golf course, shopping, and the hospital.

    Jamin Spall F.C. Tucker Real Estate Experts

    2930 Kentucky Ave, Madison, IN 47250
  • /28

    $339,900

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,649 Sq Ft

    1344 Lockard St, Madison, IN 47250

    Charming 3 bedroom, 2 bath home tucked into a quiet neighborhood with updates already done for you. Enjoy peace of mind with a new roof and gutters with guards, plus new LVP flooring throughout for a stylish, low-maintenance feel. The kitchen features new quartz countertops and a bar area that opens seamlessly to the living room, creating an ideal layout for everyday living and entertaining, with

    Carsha Strouse F.C. Tucker/Scott Lynch Group

    1344 Lockard St, Madison, IN 47250

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