Historic South Side Homes with Newly Painted Int. Features

Historic South Side Homes with Newly Painted Int. Features

Welcome to the Historic South Side of Apalachicola, Florida, where charm and character converge in a stunning display of Southern living. Nestled along the picturesque Gulf Coast, this delightful subdivision is rich in history and offers a unique blend of quaint architecture and modern conveniences. The Historic South Side is known for its tree-lined streets, vibrant gardens, and a warm sense of community that invites you to settle in and make lasting memories.

One of the standout features of the homes in this charming neighborhood is the newly painted interior spaces that breathe fresh life into classic designs. Imagine stepping into a beautifully revitalized living space, where soft hues and vibrant accents create an inviting atmosphere perfect for relaxation and entertaining. With an eye for detail, these homes have been thoughtfully updated to reflect contemporary tastes while preserving their historic charm.

Residents of the Historic South Side enjoy easy access to Apalachicola's rich cultural scene, with local galleries, boutique shops, and renowned seafood restaurants just a stone's throw away. The nearby waterfront beckons with opportunities for boating, fishing, and soaking in the stunning sunsets over the Apalachicola Bay.

Whether you’re a first-time homebuyer, a family looking for a welcoming community, or someone seeking a charming retreat, the Historic South Side offers a unique living experience that captures the essence of Florida's coastal lifestyle. Come explore the possibilities and discover your dream home in this enchanting neighborhood!

Newest Historic South Side Homes with Newly Painted Int. Features

3 Beds ⋅ 2 Baths ⋅ 329051 MLS

Originally built in 1940 as the home of the American Legion Hall, this historic building was later converted into a private residence, offering a one-of-a-kind blend of character, history, and incredible potential. Situated on an oversized 100' x 150' corner lot, the property provides ample outdoor space with endless possibilities for gardening, entertaining, additional parking, or future improvements. Inside, the spacious open-concept living, dining, and kitchen area is ideal for entertaining family and friends. A large wood-burning fireplace serves as the centerpiece of the living room, while the oversized breakfast bar, abundant cabinetry, center prep island, and additional eat-in kitchen space provide exceptional functionality for everyday living. One of the home's standout features is the enclosed porch that stretches across the front and down one side of the home. Lined with countless windows, ceiling fans for year-round comfort, and panoramic views of Apalachicola Bay, this inviting space is the perfect place to enjoy your morning coffee, gather with friends, or unwind while taking in the coastal scenery and unforgettable sunsets. The ground level offers generous storage with enough room to accommodate a family boat, while the rear open deck is perfect for grilling and outdoor gatherings. Major improvements include a roof, HVAC system, and Invisible Fence installed approximately 2019–2020, providing a solid foundation for future updates. The hardwood floors are ready to be restored, and the remainder of the home presents an excellent opportunity for renovation to suit your personal style. The home has been priced with these improvements in mind, giving the next owner the chance to build instant equity while preserving and enhancing a truly special property in one of Apalachicola's most desirable waterfront neighborhoods.

12 7th St, Apalachicola

2 Beds ⋅ 2 Baths ⋅ 328840 MLS

Originally built in 1908 and thoughtfully reimagined in 2018, this exceptional residence seamlessly blends the timeless character of historic Apalachicola with the comfort and peace of mind of modern construction. Located in the coveted South Historic District, this 2 bedroom, 2 bath home offers 1,923 square feet of thoughtfully designed living space in the desirable X Flood Zone, just a short walk or golf cart ride from the heart of one of Florida's most cherished coastal towns. Extensively reconstructed in 2018, the home preserves the original front portion of the residence, including the welcoming front porch, charming Florida room with original crank-out windows, the primary bedroom, and a versatile flex room, while the remainder of the home was beautifully redesigned for modern living. Major improvements include a new foundation, roof, electrical, plumbing, HVAC, insulation, appliances, and more, offering the confidence of newer construction without sacrificing historic charm. Original materials have been thoughtfully repurposed throughout, including ceiling boards transformed into a striking dining room accent wall, floor joists showcased as exposed beams, and historic doors reimagined as custom accents to the primary suite. A spacious screened back porch overlooks the private backyard, complete with a detached outbuilding featuring an outdoor bar and additional storage. Enjoy morning coffee, waterfront parks, locally owned shops, galleries, restaurants and lively bars, all just a short walk or golf cart ride away. Rich in maritime history and authentic Old Florida charm, Apalachicola remains one of the true gems of Florida's Forgotten Coast. This is more than a beautifully restored historic home, it's a rare opportunity to own a piece of history while enjoying the comfort, craftsmanship, and lifestyle of modern coastal living.

108 Ave D, Apalachicola

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

2 Beds ⋅ 2 Baths ⋅ 325090 MLS

OPTION to purchase lot 3 (Subject B) in addition to the subject property listed (A) as pictured. This century old vintage Floridian cottage made of cedar is perfect for anyone who enjoys strolling easily to the unique shops of downtown Apalachicola; as it is only one mile from all the wonderful restaurants, boutiques, collectable markets, and candy shops Apalach has to offer! This home located in the historic district has withstood the test of time (and storms). What's more? The property is within a 1/2 mile of the water! The home is one level, making it easily accessible to all. Like any true Floridian home, it has a beautiful sunroom for basking in natural light whilst reading your favorite novel or sipping on a warm cup of coffee. The main house features a large eat-in kitchen with an abundance of counter space and a large pantry. The primary bedroom boasts an en suite bath, with a tub, along with a walk-in closet. The second bedroom has direct access to the hall guest bath. If you enjoy the character and quirkiness of historic-style homes, look no further! Your sunny, Florida gem is waiting on you.. and maybe your favorite pet, too! Embrace the essence of coastal living with this stunning home that captures the spirit of historic Apalachicola.

130 14th St, Apalachicola

5 Beds ⋅ 5 Baths ⋅ 324168 MLS ⋅ Taranto House BLDG.

HISTORIC RENTAL GEM!! The distinguished Taranto House is named for the Taranto family & dates back to circa 1880. A beautifully restored historic treasure in the heart of enchanting Apalachicola, this 5-bedroom/5-bath residence seamlessly blends turn-of-the-century character with modern comfort, offering a rare opportunity to own a piece of local history. Perfectly positioned in the walkable downtown district, the home features five individually designed rooms, each with its own charm & each rented individually for maximum rental potential. Thoughtfully preserved to honor its historic integrity, the home has been updated with contemporary conveniences that enhance its appeal. Inviting shared spaces—including a comfortable common area & kitchen—reflect its hospitality roots while providing residential ease. From the lofty porches, enjoy glimpses of Apalachicola Bay & immediate access to the Big Bend Scenic Byway Coastal Trail. Just steps from galleries, cafes, boutiques & the waterfront, the location could not be more ideal. Shaded porches & quiet garden corners invite you to linger beneath moss-draped oaks, savoring coastal breezes & southern charm. For locals, the preferred method of travel is, bar none, by golf cart. Easy to drive, easy to park & the perfect way to let your hair down. Golf carts are a celebrated part of daily life here—often with a dog or two happily riding along offering the chance to explore more of Apalachicola's hidden nooks & crannies. Whether enjoyed as a private residence or continued as a sought-after rental, this home offers both charm & versatility. Embrace the Apalachicola lifestyle—stroll to seafood markets, sip your morning coffee on the porch, explore local art studios & watch golden sunsets melt into the bay. This is more than a home—it's a living legacy. Don't miss your chance to own this one-of-a-kind treasure in a town defined by timeless beauty. Call for your private tour & LIVE THE BEACH LIFE!!

20 4th St, 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

2 Beds ⋅ 3 Baths ⋅ 321844 MLS

Discover the perfect blend of historic charm and modern luxury in this beautifully restored 2BR/2.5BA Craftsman bungalow, ideally situated just two blocks from Battery Park Marina and five blocks from downtown Apalachicola. Originally built in the early 20th century and completely renovated in 2006 with a second-floor addition, all new systems, new siding and raised on a new foundation. Inside, you'll find the most beautiful narrow plank heart pine floors, a gas fireplace, and elegant architectural details throughout. The open living and dining spaces flow seamlessly to an open kitchen which leads to a large screened back porch overlooking the fenced backyard—perfect for entertaining. The custom kitchen is a chef's dream, featuring soapstone counters and sink, gas range, custom cabinetry with a tasteful blend of glass front and solid doors and a spacious pantry with wine storage. Upstairs, the luxurious primary suite is a true retreat, offering vaulted ceilings many windows for natural light, a cozy sitting area with built-in bookshelves, two walk-in closets, and a spa-like bath with a garden tub, separate walk-in shower, and double vanities. A charming guest cottage in the fenced backyard provides additional space for visitors, a home office, or studio. Enjoy bay views from the inviting front porch as you sip your morning coffee or evening cocktail. Located in a peaceful coastal neighborhood, this exceptional property offers the best of Apalachicola living—walk to marinas, parks, seafood dining, and downtown shops. Whether as a full-time residence or weekend escape, this home is a rare find where historic character meets modern low maintenance.

15 8th St, Apalachicola

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