Monticello Condos for Sale

Monticello Condos for Sale

Welcome to Monticello, Florida – a hidden gem nestled in the heart of Jefferson County. Known for its rich history, charming small-town atmosphere, and lush landscapes, Monticello offers a unique blend of Southern hospitality and modern convenience. With its picturesque tree-lined streets, historic architecture, and vibrant community spirit, this quaint city is the perfect place to call home.

Monticello boasts an array of outdoor activities, from exploring the scenic parks and nature trails to enjoying leisurely strolls through the historic downtown district. The area's rich agricultural heritage is evident in the local farmers' markets and annual festivals, celebrating everything from arts and crafts to delicious Southern cuisine. With a tight-knit community and a welcoming vibe, residents here enjoy a slower pace of life while still being conveniently located near major highways for easy access to Tallahassee and the stunning Gulf Coast.

If you're considering a move to this charming city, you’ll be delighted to discover the variety of condos for sale in Monticello. These modern residences offer a low-maintenance lifestyle, perfect for busy professionals, retirees, or anyone looking to downsize without sacrificing comfort. Many condos feature open floor plans, updated amenities, and beautiful views of the surrounding landscapes. Whether you’re seeking a cozy retreat or a vibrant community to join, Monticello’s condos provide an ideal living space that combines comfort and convenience.

Explore the possibilities in Monticello today and discover why this enchanting city is the perfect place to start your next chapter!

Newest Monticello Condos for Sale

$249,000
2 Beds ⋅ 2 Baths ⋅ 404023 MLS
This is the kind of home you can move into and simply enjoy. Located in Cherry Street Square, a desirable community in the heart of historic Monticello, this immaculate two-bedroom, two-bath townhome with a bonus room or office has been thoughtfully updated from top to bottom. The interior feels fresh, bright and completely move-in ready, with luxury vinyl plank flooring, updated doors and windows, modern hardware and fixtures, and a full suite of kitchen appliances, all completed in 2022. Since then, the owners have continued improving the home with new gutters, toilets and faucets, an insulated garage door, storm door, smoke and carbon monoxide detectors, updated electrical switches and outlets, a new water heater, kitchen faucet and roof. The enclosed screened porch was added in 2025, creating a comfortable place to enjoy your morning coffee or unwind at the end of the day. A one-car garage, private driveway and back patio provide the space and convenience that can be difficult to find in townhome living. The HOA handles the yardwork and fence maintenance, giving you more time to enjoy your home—and far less time worrying about upkeep. From Cherry Court, you can walk or bike beneath Monticello’s canopy-lined streets to locally owned restaurants, coffee shops, boutiques, antique stores, craft shops and outdoor sporting stores. Downtown is centered around its historic courthouse and filled with preserved architecture, including the Monticello Opera House, giving the town a character that feels distinctly different from anywhere else in North Florida. It offers a slower pace without feeling disconnected, with Tallahassee approximately 25 miles away. Immaculately maintained, extensively updated and positioned in one of Monticello’s most convenient communities, this home offers an opportunity to simplify without sacrificing comfort, quality or location.

490 N Cherry Court, Monticello

Start Your Search