Historic South Side Real Estate Search

Historic South Side 4 Bedroom Properties for Sale

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Newest Historic South Side 4 Bedroom Properties for Sale

4 Beds ⋅ 3 Baths ⋅ 328044 MLS

Located one block from Lafayette Park in Apalachicola's Southside Historic District, this 4 bedroom, 2.5 bath home is not to be missed. Picture perfect location on a large corner parcel (2.5 lots), this family home is a private retreat with mature trees and room to garden to your heart's content. Inside--thoughtful design and quality construction are evident in its original floorplan from the welcoming foyer and open living area to its light-filled dining room and 4 generous bedrooms (2 bedrooms downstairs and 2 bedrooms upstairs). Important bonus features are the vestibule complete with laundry hookup, half bath, workshop or art studio, and the attached 2 car garage. Yes, the possibilities are endless! Meticulously cared for by the original family members, this home plus location is a rare find. Call today for a private showing.

22 12th St, Apalachicola

4 Beds ⋅ 3 Baths ⋅ 325180 MLS

COASTAL CHARMER - Historic home in Apalachicola's coveted South Historic District. Golf cart or walk to the waterfront and downtown. Steeped in history, this exceptional residence is a rare example of historic Gulf Coast architecture. Distinguished by its uncommon hip roof, graceful bay window, and classic double-porch. Constructed of old-growth heart pine and cypress, the home offers over 3,100 square feet of light-filled interior space beneath 11-foot ceilings. Original architectural elements remain beautifully intact, including two back-to-back fireplaces, original wainscoting and millwork, a striking grand staircase, and a bay window fitted with original “wavy” period glass. The floor plan features a gracious foyer, formal parlor or library, expansive great room for traditional living and dining, large kitchen, generously sized bedrooms, and 2nd-floor living area. Double front and rear porches create four expansive outdoor spaces. From the upper porch, enjoy glimpses of Apalachicola Bay and coastal breezes. Master bedroom has private balcony. Modern improvements have been sensitively integrated to honor the home's historic character while providing modern reliability. Updates include a new metal roof, an updated kitchen with quartz countertops and stainless steel appliances, twofully renovated bathrooms and half bath, and two new heat-pump HVAC systems. The lot is in an X flood zone. Ideally situated to Apalachicola's historic maritime heritage working waterfront, downtown shops, art galleries, and renowned seafood restaurants, this home offers a walkable lifestyle immersed in living history. From weekend markets and community festivals to evening music and quiet neighborhood strolls, Apalachicola's authentic coastal culture surrounds you. Coastal town with close proximity to the uncrowded, sugar white sand beaches of St. George Island.

107 Ave B, Apalachicola

4 Beds ⋅ 4 Baths ⋅ 323808 MLS

HEART of historic Apalachicola—59 Ave D presents an exceptional multi-unit property that combines charm, convenience, and thoughtful modern upgrades in one of the Gulf Coast's most beloved small towns. Recently remodeled, each of the four 1-bedroom, 1-bath units blends contemporary finishes with classic Apalachicola character. Every unit features its own kitchen and living area for privacy and comfort, plus an efficient mini-split HVAC system, a washer and dryer, and a private porch or balcony—perfect for relaxing and soaking in the neighborhood's appeal. Units A and B come fully furnished, offering immediate move-in or rental income potential. A tankless Rinnai on-demand hot water system provides energy-efficient comfort throughout. The lush backyard green space creates a peaceful retreat for gardening, unwinding, or enjoying the Florida sunshine, while the inviting shared porches—upstairs and down—offer the perfect spot for morning coffee, friendly chats, or watching the quiet street life go by. With no short-term rentals permitted, the setting remains serene and community-focused, making this an ideal choice for stable, long-term investment or multi-generational living. Just steps from vibrant downtown Apalachicola, you'll enjoy easy access to boutique shops, acclaimed restaurants, art galleries, and the scenic riverfront. From weekend markets to lively festivals, everything that defines the town's laid-back coastal lifestyle is within walking distance. Whether you choose to live in one unit and lease the others or secure a fully updated property in a prime location, 59 Ave D is a rare opportunity. Be sure to check out the high def 3D video tour. Call for your private tour & LIVE THE BEACH LIFE!

59 Ave D, Apalachicola

4 Beds ⋅ 2 Baths ⋅ 321822 MLS

Bay front custom home located in Apalachicola's historic south-side. Designed for entertaining, relaxing, and memorable holidays with family and friends. Keep your boat at your private dock (accessed by a 385' boardwalk) for quick and easy access to Apalachicola bay and the Gulf of Mexico. One-half mile from 10 foot hole public boat launch and marina. Bay views from most rooms in the house. A sunroom tucked away on the back of the house is the home's hidden gem providing a serene, private, and intimate area for sitting, reading, or just gathering your thoughts. Make this unique property your primary or get-a-way coastal home in laid back historic Apalachicola. One-half mile to historic downtown for dining, shopping, and gathering with old friends and meeting new friends and neighbors. When the mood suits you head downtown for listening and dancing to live music and enjoying local brews. Watch the sun rise with the pelicans, gulls, eagles, hawks, and ospreys from your deck, or join the early morning walkers out for their daily dose of sunrise and fresh coastal air. Watching full moons rise over the bay are simply memorable. Immediately upon entering the house its spacious and open-concept floor-plan is revealed. The east end of the home is laid out around the kitchen and interspersed with several sitting and dining areas. A 20' foot breakfast bar surrounds the cooking and food preparation areas. It's easy to imagine the back-and-forth conversations among family and friends during holiday gathering and when preparing and dining on fresh fish, crabs, and shrimp caught off your private dock. Well maintained and used by the sole owner and family for 40+ years. Use caution on boardwalk. Some pilings have incurred structural damage likely from "dock piling worms". Use of the boardwalk is discouraged. Personal effects, art work, and pictures will be removed prior to closing. House sold AS IS. Don't postpone joy. Call for a showing today.

130 Bay Ave, Apalachicola

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