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Explore the allure of similar living as we embark on a journey through 11 small towns in Florida. From tranquil beaches to historic districts, each town has its unique personality waiting to be discovered. Join us as we unveil the beauty and character of Crystal River, Apalachicola, Islamorada, and many more. 

aerial view of small town in florida

1. Crystal River, FL

Median sale price: $230,000 

Walk Score: 63

Located on Florida’s Nature Coast, Crystal River offers a paradise for nature enthusiasts and water lovers. With pristine springs and abundant wildlife, this town is known for its serene beauty and outdoor adventures. The warm springs of Crystal River are a popular spot for manatee watching, providing a unique opportunity to interact with these gentle giants. 

Explore the charming downtown area with its boutiques and local eateries, and don’t forget to visit the Crystal River Archaeological State Park for a glimpse into the area’s Native American history.

Homes for sale in Crystal River, FL

Apartments for rent in Crystal River, FL

2. Apalachicola, FL

Median sale price: $382,500 

Walk Score: 63

Nestled along the Gulf of Mexico, Apalachicola is full of charm and coastal ambiance. This quaint town is famous for its oyster industry, and you can’t visit without trying some of the freshest seafood around. Stroll through the historic district, filled with well-preserved 19th-century architecture and vibrant art galleries. Enjoy a leisurely boat ride along the Apalachicola River, taking in the stunning views and spotting dolphins along the way. 

Homes for sale in Apalachicola, FL

Apartments for rent in Apalachicola, FL

3. Islamorada, FL

Median sale price: $1,500,000 

Walk Score: 47

With its turquoise waters and swaying palm trees, Islamorada offers an escape into a tropical oasis. Known as the “Sportfishing Capital of the World,” Islamorada lures fishing enthusiasts from around the globe. Explore the underwater world with snorkeling and diving adventures, or relax on pristine beaches and watch the breathtaking sunsets. With its luxury resorts and tranquil atmosphere, Islamorada is a haven for those seeking a taste of the Florida Keys’ island lifestyle.

Homes for sale in Islamorada, FL

Apartments for rent in Islamorada, FL

4. Davenport, FL

Median sale price: $370,000 

Walk Score: 53

Situated less than one hour from Orlando, Davenport offers a perfect blend of quiet living and proximity to entertainment. This town is a popular choice for those seeking a peaceful retreat while still having access to theme parks and amenities. Explore the lush landscapes and wildlife at the nearby Lake Kissimmee State Park, or tee off at one of the area’s golf courses. Davenport’s welcoming atmosphere extends to its community events and local markets, providing opportunities to connect with neighbors.

Homes for sale in Davenport, FL

Apartments for rent in Davenport, FL

5. Dade City, FL

Median sale price: $340,000 

Walk Score: 73

Dade City offers a perfect balance of old-world charm and modern amenities. The downtown district is known for its antique shops, art galleries, and delightful cafes. Quaint streets lined with oak trees and charming cottages evoke a sense of nostalgia. The annual Kumquat Festival celebrates the town’s agricultural heritage and community spirit, drawing visitors from far and wide. Explore the Pioneer Florida Museum and Village for a glimpse into the past, or enjoy a leisurely day at Withlacoochee River Park. 

Homes for sale in Dade City, FL

Apartments for rent in Dade City, FL

6. Brooksville, FL

Median sale price: $353,000 

Walk Score: 61

Discover the timeless beauty of Brooksville, a small town in Florida that is steeped in history and surrounded by nature. The downtown district features elegant architecture, boutique shops, and cozy cafes. Explore the enchanting Chinsegut Hill Retreat, a historic estate offering guided tours and serene walking trails. Nature enthusiasts will appreciate the nearby Chinsegut Conservation Center and Withlacoochee State Forest, perfect for hiking, birdwatching, and wildlife spotting. Additionally, the annual Blueberry Festival is a local favorite, celebrating the town’s agricultural heritage. 

Homes for sale in Brooksville, FL

Apartments for rent in Brooksville, FL

7. Matlacha, FL

Median sale price: $493,000 

Walk Score: 49

Matlacha offers a unique and colorful coastal experience. This quirky town is known for its lively art scene, with galleries and studios showcasing local talent. Explore the Matlacha Pass Aquatic Preserve by kayak or boat, immersing yourself in its rich marine life and mangrove ecosystems. Matlacha’s vibrant, brightly painted buildings give the town a bohemian flair, creating a whimsical and welcoming atmosphere. 

Visit the Matlacha Community Park for a leisurely picnic, or simply wander the streets and discover charming shops and seafood restaurants. With its artsy spirit and captivating landscapes, Matlacha is an ideal destination for those seeking an offbeat coastal retreat.

Homes for sale in Matlacha, FL

Apartments for rent in Matlacha, FL

8. Cedar Key, FL

Median sale price: $350,000 

Walk Score: 48

Cedar Key, a quiet coastal town, provides a serene escape from the hustle and bustle of city life. This charming island community is known for its historic architecture, stunning sunsets, and abundant wildlife. Explore the Cedar Key Historical Society Museum to learn about the town’s maritime heritage and cultural significance. Birdwatching and fishing are popular activities here, and you can also embark on a boat tour to spot dolphins and manatees.

Homes for sale in Cedar Key, FL

Apartments for rent in Cedar Key, FL

9. Crestview, FL

Median sale price: $332,000 

Walk Score: 59

With its welcoming atmosphere and varied recreational options, Crestview is a great place to enjoy the best of Northwest Florida. Explore Twin Hills Park, which features walking trails, sports fields, and a splash pad, perfect for families. The downtown area boasts charming shops, boutiques, and eateries. Crestview’s central location provides easy access to nearby beaches and outdoor attractions. The town’s annual Red, White & Blue Celebration is a highlight, bringing the community together for fireworks, live music, and patriotic festivities.

Homes for sale in Crestview, FL

Apartments for rent in Crestview, FL

10. Madison, FL

Median sale price: $150,000 

Walk Score: 57

Madison, known as the “City of Four Freedoms,” offers a unique glimpse into Florida’s past. This historic town is characterized by its beautiful architecture and a strong commitment to sharing civil rights history. Explore the Madison County Courthouse and Museum to learn about the town’s role in the civil rights movement. The downtown district features charming shops, art galleries, and locally owned restaurants. Madison’s strong agricultural heritage is celebrated at the annual North Florida Livestock Show and Sale. With its small-town charm and rich history, Madison offers a welcoming and culturally significant destination.

Homes for sale in Madison, FL

Apartments for rent in Madison, FL

11. Graceville, FL

Median sale price: $142,000 

Walk Score: 48

Graceville, nestled in the Florida Panhandle, offers a quiet and close-knit community. This town is known for its Southern hospitality and family-friendly atmosphere. Explore the quaint streets and enjoy the beautiful architecture that reflects Graceville’s past. The Graceville Harvest Festival, held annually, showcases the town’s agricultural heritage and community camaraderie. Graceville is a great location for those seeking a slower pace of life, with parks and recreational areas for outdoor activities. With its warm community spirit and peaceful surroundings, Graceville welcomes residents and visitors alike to experience the charm of small-town living.

Homes for sale in Graceville, FL

Apartments for rent in Graceville, FL

Wrapping up small towns in Florida

From coastal paradises to historical gems, each town invites you to explore its charm and make it your own. Whether you’re drawn to outdoor adventures or artistic communities, these towns offer something special for everyone. So, take a step back in time or embrace the coastal breeze – these small towns are waiting to welcome you with open arms.

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