Madison, FL Homes for Sale under $500,000

New and Improved Price!! Charming Country Home with Spacious Living and Modern AmenitiesDiscover the perfect blend of elegance, comfort, and privacy in this beautiful country residence. Boasting three bedrooms, two and a half baths, and a versatile bonus room, this home offers 2,850 square feet of heated living space within a generous 3,755 square feet under roof. Set on a sprawling

TINA DONALDSON AFG Tristate Realty

Nestled on 2.44 private acres surrounded by abundant wildlife, this beautifully maintained 1985 home offers space, charm, and numerous upgrades in the heart of Madison, FL. A brand-new metal roof installed in 2024 adds peace of mind, while the mature landscaping filled with blooming camellias creates a serene country setting. Inside, you'll find a spacious layout featuring a cozy wood-burning

Alicia Radtke All Realty Services

Discover a unique investment opportunity in Madison, Florida, where two separate buildings hold the potential for a vibrant mix of residential and business spaces. Currently all occupied with tenants, these properties offer an immediate income stream. The charm of the town adds to the appeal, making it an attractive location for various ventures like coffee shops, restaurants, barber shops, and

Crystal Daviner Marzucco Real Estate LLC

Welcome home to this beautifully updated all brick home situated on 3 high and dry acres in a peaceful country setting. Offering paved road frontage and bordering a large tract of land, you'll enjoy exceptional privacy with no close neighbors. The property also includes an additional well and septic system, providing endless possibilities for future use. This move in ready home features a brand

Amy Cope Amy Cope Southern Properties,

Experience the perfect blend of modern style and peaceful country living in this almost-complete new construction home in Canopy Park, Madison County’s newest subdivision just outside the city limits of Madison. This beautifully designed 3-bedroom, 2-bath home features an open-concept floor plan with spacious living areas, elegant quartz countertops, and a stunning custom tile shower in the

Sarah Pike The American Dream

This charming single-family home was built in 1931 and boasts beautiful hardwood floors with 12 foot ceilings and a spacious 3,206 sq.ft. of finished living space spread across two stories. With 5 bedrooms this property offers plenty of convenience for a growing family or those who love to entertain. Sitting on a large lot size of 17,859.6 sq.ft., there is plenty of outdoor space to enjoy with a

Moe Mossa Savvy Avenue, LLC

Situated on just over an acre in one of Madison’s most desirable locations near North Florida College, this beautifully renovated brick home offers the perfect blend of timeless construction, modern comfort, and upscale finishes. With 2,241 heated square feet, 4 bedrooms, and 3 bathrooms, the residence features a bright open-concept design that feels both spacious and inviting from the moment you

Sarah Pike The American Dream

BEAUTFUL BRICK HOME RIGHT IN THE HEART OF HISTORIC MADISON FL! SITTING ON 3 LOTS FOR A VERY SPACIOUS 0.76 ACRES, THIS HOME IS DEFINITELY A MUST SEE.ON THE EAST SIDE, THE PROPERTY ALSO INCLUDES A HUGE CARPORT AND A TWO CAR GARAGE. A FULL MOTHER IN LAW SUITE IS ALSO INCLUDED WHICH CARRIES IT'S OWN KITCHEN AND FULL BATH. THERE IS ALSO A STORAGE AREA UNDER ROOF ON THE OUTSIDE OF THE SUITE. BOASTING 4

Daren Renfroe A Main Street Realty Co, LLC

Step into timeless charm with this beautifully maintained Folk Victorian-era home in the heart of Madison, Florida. Rich in character, this stunning property showcases intricate gingerbread trim, gleaming refinished heart-of-pine hardwood floors, and four cozy gas fireplaces that create a warm, inviting atmosphere throughout. The main home offers three spacious bedrooms, two bathrooms, a

Sarah Pike The American Dream

Welcome to the charming town of Madison, where small-town character and rich history create a wonderful place to call home. This spacious 4-bedroom, 3-bathroom property offers plenty of room to grow along with exciting opportunities to add your own personal style. Inside, you’ll immediately notice the beautiful vaulted wood ceilings that stretch across the living, dining, and kitchen areas,

Sarah Pike The American Dream

Spacious, beautifully renovated 3 bedroom, 2 bathroom home situated on 8.63 acres on paved North State Road 53, just minutes from town. The 2,899 heated square foot home is high and dry and surrounded by mature live oaks, offering a peaceful North Florida setting with convenient access. Most renovations were completed in 2021, with a new metal roof installed in 2025. Updates include new flooring,

Stephanie Dobson Southern Land & Homes

PRICE IMPROVED! Great investment/business opportunity! 2,115sqft Residence with 5,165sqft 10-Unit Assisted Living Facility and 3-Unit Apartment. This listing is two separate parcels being sold together totaling approximately 6.9 acres with a beautiful entrance lined with Live Oaks. It would be wonderful for the community to see this property revitalized for its former purpose, serving the elderly

Ben Marinelli All Realty Services

There’s something special about finding a home that offers both space to breathe and comfort to gather—and this one delivers. Situated on 6.63 fully fenced acres, this well-maintained traditional 3 bedroom, 2 bathroom home offers 2,032 heated sq ft of thoughtfully designed living space. Inside, a well-appointed formal living room welcomes you at the front of the home, while the separate family

Melanie Parks The American Dream

Located in the desirable Livingston Springs neighborhood, this move-in ready brick home offers the perfect combination of space, updates, and convenience just minutes from downtown Madison, Florida. Featuring 4 bedrooms, 2.5 bathrooms, and 1,881 heated square feet, this home offers a functional split-bedroom floor plan designed for both privacy and everyday living. Multiple gathering spaces,

Jessica Groover Southern Land & Homes

Charming Brick Home on 1 Acre – Peaceful Country Living! Discover this beautiful 2-bedroom, 2-bath brick home perfectly situated on a serene 1-acre lot. Enjoy quiet mornings in the sunroom overlooking a tranquil koi pond and a peaceful backyard filled with nature’s beauty. The spacious layout offers comfortable living areas, a well-appointed kitchen, and plenty of natural light throughout.

Crystal Bochnia Madison Realty Group, LLC