Historic South Side Homes under $800,000

Historic South Side Homes under $800,000

Welcome to the Historic South Side of Apalachicola, Florida—a charming subdivision where history meets modern living. Nestled in the heart of this picturesque coastal town, the Historic South Side boasts a unique blend of old-world charm and contemporary amenities. Known for its rich maritime heritage, the area features tree-lined streets, beautifully preserved historic homes, and a vibrant community spirit that welcomes newcomers with open arms.

The Historic South Side is perfect for those seeking a tranquil lifestyle without sacrificing access to the amenities of a bustling town. Residents enjoy proximity to the stunning Apalachicola Bay, renowned for its pristine waters and bountiful seafood. Spend your weekends exploring local farmers' markets, indulging in fresh oysters at waterfront restaurants, or taking leisurely strolls along the scenic riverfront.

For homebuyers looking for an affordable slice of paradise, the Historic South Side offers a variety of charming homes priced under $800,000. From quaint cottages to spacious family residences, there’s something for everyone in this delightful neighborhood. Many homes feature classic architectural details, modern upgrades, and lush gardens, making them ideal for both families and retirees alike.

With a close-knit community, excellent schools, and a rich cultural scene, the Historic South Side is more than just a place to live; it’s a place to thrive. Experience the warmth of Southern hospitality and the beauty of coastal living in this historic gem of Apalachicola. Your dream home awaits on the Historic South Side!

Newest Historic South Side Homes under $800,000

50 15th St, Apalachicola
$275,000
2 Beds ⋅ 1 Baths ⋅ 329566 MLS
For Sale: Located in the desirable South Historic District, this authentic Apalachicola cottage is ready for renovation. See the potential in its high ceilings, open floorplan, original windows and a covered front porch. This special cottage also retains its original tongue and groove pine floors, walls and ceilings. Location is key, Lafayette Park is less than 2 blocks away where you can enjoy the serenity of Apalachicola Bay. Call today for an appointment!

50 15th St, Apalachicola
141 Ave D, Apalachicola
$310,000
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
107 Ave B, Apalachicola
$535,000
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, 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
20 4th St, Apalachicola
$549,000
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!! *Seller in the LLC is a licensed real estate agent in the state of Florida.

20 4th St, Apalachicola
59 Ave D, Apalachicola
$499,000
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! *Seller in the LLC is a licensed real estate agent in the state of Florida.

59 Ave D, Apalachicola
130 Bay Ave, Apalachicola
$625,000
4 Beds ⋅ 2 Baths ⋅ 321822 MLS
Bay front custom home located in Apalachicola's historic south-side. Cash offers only please. Keep your boat at your private dock (accessed by a 400' 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. 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 entertaining and talking with friends and family when preparing and dining on fresh fish, crabs, and shrimp caught off your private dock. Use caution on boardwalk. Some dock 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. The property was surveyed, inspected, and appraised in August 2026.

130 Bay Ave, Apalachicola
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