Historic South Side Real Estate

Historic South Side Real Estate

Welcome to the Historic South Side of Apalachicola, Florida, a charming subdivision that beautifully marries rich history with modern living. Nestled in Franklin County, this picturesque neighborhood is renowned for its quaint streets lined with stunning historic homes, each with their own unique story to tell. As you stroll through the area, you'll be captivated by the architecture that reflects the region's maritime heritage and Southern charm.

The Historic South Side is more than just a collection of beautiful houses; it is a vibrant community where neighbors become friends. With its close-knit atmosphere, residents enjoy a sense of belonging, often gathering for local events and festivals that celebrate the area’s culture and history. The nearby Apalachicola River offers opportunities for fishing, boating, and leisurely walks along the waterfront, making it a haven for outdoor enthusiasts.

In addition to its natural beauty, the Historic South Side boasts proximity to local shops, restaurants, and historic sites. Sample fresh seafood at one of the local eateries, or explore the unique boutiques that line the streets, offering everything from antiques to handmade crafts. The area is also home to several parks, providing ample space for picnics, playdates, and community gatherings.

Whether you’re looking to buy your first home, retire in a tranquil setting, or invest in a property with character, the Historic South Side offers a perfect blend of history, community, and accessibility. Discover the charm of this remarkable neighborhood, where every day feels like a step back in time, yet offers all the conveniences of modern living. Welcome home!

Newest Listings in Historic South Side

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 encompassing approximately two and a half city lots—an exceptional size for the area—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 ⋅ 1 Baths ⋅ 329049 MLS

Steeped in history and filled with years of cherished memories, this well loved home is ready for it's next chapter. This front porch haven is located on the highly desirable South Historic Side of Apalachicola, you'll enjoy all the charm of Florida's most beloved coastal town just steps away from everything including the waterfront. Leave your car behind and embrace the Apalachicola laidback lifestyle with an easy golf cart ride to all the parks, shopping, dining, even everyday conveniences such as banks and grocery. If you've been looking for a home with a sweet story, this is it! Give us a call today!

34 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

3 Beds ⋅ 2 Baths ⋅ 327749 MLS

Located in the coveted southside of Apalachicola's Historic District, this corner property sits at Ave D and 11th Street with convenient alley access and the easygoing charm that defines this coastal town. Freshly painted and well maintained, this 3-bedroom, 1.5 bath home offers a wonderful opportunity to step into the Apalachicola lifestyle while adding your own personal touches over time. Built in 1985, the home features 1,056 sq ft heated and cooled (1,660 total) with a comfortable semi-open living, kitchen, and dining space that feels welcoming the moment you walk in. The primary bedroom includes a private half bath, while the full bathroom is conveniently located in the hallway and easily accessible for guests and the additional bedrooms. Outside, the property continues to offer practical and flexible spaces. The utility room sits conveniently under the carport, and an additional storage building provides the perfect spot for a golf cart, small workshop, or extra storage. The partially fenced backyard includes a concrete pad ready for outdoor living, grilling, or a safe space for your pooch to enjoy. A new HVAC system was installed in 2025, and a new hot water heater installed in 2023 along with new vinyl siding. With solid bones, a desirable Southside location, and room to make it your own, this Apalachicola home is ready for its next chapter. Buyer to verify all information through inspections, survey, appraisal, or preferred due diligence. Taxes and insurance are specific to the current owner and may change at closing.

141 Ave D, 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

3 Beds ⋅ 2 Baths ⋅ 324786 MLS

Tucked beneath a canopy of mature oaks in historic Apalachicola, this charming coastal cottage sits just a half mile from the water, offering an easy connection to the town's shops, restaurants, bars, bays, riverfront, and maritime culture. The home features three comfortable bedrooms and two full baths within approximately 1,500 square feet of thoughtfully designed living space. Upgraded finishes such as granite countertops and vanities, stainless steel appliances, plantation shutters, and more. A welcoming front porch sets the tone, framed by lush, established foliage that provides shade, privacy, and a distinctly Old Florida feel. Inside, plantation shutters throughout the home add both elegance and function, filtering natural light while enhancing the cottage's classic coastal character. The interior is tastefully decorated in a relaxed, refined style that complements the historic setting without feeling overdone. The kitchen flows seamlessly into the main living area, creating an inviting space for entertaining or everyday living. Bedrooms are well-proportioned and thoughtfully placed for comfort and privacy. One of the home's standout features is a large screened-in side porch, an ideal spot for morning coffee, afternoon breezes, or evening gatherings, offering an extended living area that embraces the outdoor lifestyle Apalachicola is known for. The landscaped yard feels serene and well-established, with alley access at the rear providing convenient and discreet entry for parking or storage while preserving the home's charming street presence. Overall, this coastal cottage blends historic appeal, tasteful finishes, and livable indoor-outdoor spaces, all just minutes from the water and the heart of Apalachicola. Constructed in 2023 and X Flood Zone. Please take time to view the 3-D virtual tour. Some dimensions obtained from the Franklin Co. Prop Appraiser's Office, please verify if important. Furnishings negotiable.

72 13th 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

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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