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$659,000
4 Beds ⋅ 3 Baths ⋅ 328790 MLS
Historic, stylish, and happily not haunted, this circa 1834 Apalachicola home brings the charm, the character, and just the right amount of wink. The Messina-Day home - thought to be the oldest home in town - located just two blocks from downtown shops, restaurants, and the waterfront, this beautifully updated home captures the best of historic Apalachicola living with 12' ceilings, refinished pine floors, original wood walls, ceilings, and trim, and unique details around every corner. Inside, the home offers generous spaces, warm wood finishes, and a layout that works beautifully for modern life. The custom kitchen features granite countertops, new appliances, a chef-quality gas cooktop, and electric wall oven. The kitchen breakfast bar opens to a sun-filled den with charming bay window, gas stove and door to the private side deck. The main-level primary suite includes a walk-in closet, and en suite bath, while a second main-floor bedroom and full bath offer excellent guest space. Upstairs, two additional bedrooms share a hall bath and open to a brand-new balcony with views out over the charming back yard and palm trees, offering a little front-row seat to Apalachicola's laid-back magic. Recent updates include fresh interior and exterior paint, new HVAC systems upstairs and down, and all replaced AC ductwork beneath the home. A full array of solar panels keeps electric costs down and EV charger is installed, ready to plug in. Out back, the fully fenced yard is ready for fun, with a large Trex deck, pergola-covered custom stock tank “cocktail pool,” and a fire pit area made for storytelling under the stars. Two exterior storage buildings provide space for bikes, fishing gear, tools, or owner storage. Zoned commercial, this home offers flexibility as a full-time residence, second home, short-term rental, boutique B&B, or creative live/work retreat. Historic, walkable, updated, and full of personality, this Apalachicola classic is anything but ordinary!

111 4th St, Apalachicola
$725,000
4 Beds ⋅ 3 Baths ⋅ 328611 MLS
Known as the Orman Cottage, this historic Apalachicola home was originally built in 1850 for the son of Thomas Orman, one of the town's most influential early residents. The home was thoughtfully completed in two phases, with the original first level constructed in 1850 and the second story added in 1890. More than 175 years later, it remains a beautiful reflection of Apalachicola's rich history and enduring character. Filled with natural light, the home showcases original hard wood floors, walls, and ceilings that speak to its historic roots while creating a warm and inviting atmosphere throughout. The primary living spaces are conveniently located on the main level, while three bedrooms a common area, and a full bath occupy the second floor. Two welcoming front porches, one on each level, offer the perfect place to enjoy a morning coffee, visit with neighbors, or simply slow down and take in the charm of Old Florida. Situated on a rare double corner lot with highly desirable Residential-Commercial zoning, this property offers a desirable opportunity seldom found in Apalachicola. Mature landscaping surrounds the home, creating a private, secluded setting in the heart of town. A magnificent weeping oak serves as the centerpiece of the yard, adding beauty, shade, and a sense of timelessness to the property. A detached hobby room, currently used as a poker room, provides endless possibilities, while the workshop provides additional storage and workspace. Just a short stroll from Apalachicola's restaurants, shops, galleries, and waterfront, the Orman Cottage offers a rare combination of history, character, privacy, and location. Qualities that are becoming increasingly difficult to find along Florida's Forgotten Coast.

128 4th St, Apalachicola
$529,900
3 Beds ⋅ 2 Baths ⋅ 328490 MLS
Welcome to downtown Apalachicola! This 3-bedroom 2-bath home is located in the Heart of it all. A short golf cart ride away from the waterfront and all festivals, events, restaurants, local pubs/Breweries, and parades. There is always something going on. The seller moved this beautiful home to this wonderful location. 2 lots give it outdoor space to store all the watersport toys you will need for your coastal life. Step inside and back in time to true historical Apalachicola style. This charmer has high ceilings original wood floors and crown molding true to its age and time. Your kitchen has all the old style with modern-day appliances and is the perfect size for preparing daily meals or baking. located off the main dining room and steps away from your breakfast nook. The formal living room is open to your formal dining room. Downstairs you have 2 large bedrooms and a full bath with a tiled shower and washer and dryer area. Upstairs you will find a large bedroom and bath with a jacuzzi tub, bidet, and regular toilet. large storage area and a historical-style staircase that opens up with views of the other areas. From your veranda-style front porch to the double-stair back deck this home is a must see. Comfortable cozy with a traditional historical charm that Apalachicola is famous for call and set your appointment to tour this one today. see ya down-town!!!

124 8th St, Apalachicola
$459,000
3 Beds ⋅ 3 Baths ⋅ 328058 MLS
Well-maintained 3-bedroom, 2.5-bath home in Apalachicola offering comfortable single-level living with an easy, functional layout and generous living and dining areas, ideal for both everyday living and entertaining. A 2-car garage provides added convenience and storage. Recent updates include a new roof, remodeled kitchen, updated bathroom sinks and cabinetry, new carpet, fresh interior and exterior paint, a new driveway, new water heater, and a new irrigation system—making this home move-in ready. Outdoor living is just as inviting, with space for a fire pit and a covered area complete with a sink and cabinet—perfect for creating an outdoor kitchen and entertaining space. Conveniently located just a short drive to Apalachicola's shops, restaurants, and waterfront, and approximately 18 miles from Port St. Joe, this property is a great opportunity to enjoy life on the Forgotten Coast.

8 Apalachee St, Apalachicola
$489,000
2 Beds ⋅ 2 Baths ⋅ 326557 MLS ⋅ Water Street Hotel 308 BLDG.
Discover this 2 Bedroom 2 Bath River Front Condo in Beautiful Apalachicola. Living Area features two sets of French doors opening onto a Large Screened Porch overlooking the Apalachicola River Basin. Kitchen boasts granite countertops and a breakfast bar, perfect for casual dining. The Primary Bedroom offers a Queen bed, an en suite 3 piece Bathroom, and stunning River views through its own set of double French doors. The Second Bedroom features a Double bed and also has an en suite 3 piece Bath. A pull-out sofa in the Living Area ensures up to six guests can sleep comfortably. Additional conveniences include a stackable washer and dryer, as well as access to the community pool and fitness center. The views from the Third Floor are simply unparalleled, this beautiful property is being sold turn-key. Call today to schedule your private showing.

329 Water St Unit 308, 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, 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
$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!!

20 4th St, Apalachicola
$479,000
2 Beds ⋅ 2 Baths ⋅ 322057 MLS
You'll wake up with the early birds to enjoy the BEST sunrises on the Apalachicola Bay from your private screened porch! Overlooking the peaceful waters of Scipio Creek and the Apalachicola River, this 2-bedroom, 2-bath condo at the Water Street Hotel and Marina offers the best of low-maintenance ownership. Designed for utmost privacy and comfort with each bedroom featuring its own ensuite bath; primary bedroom features a king bed and the second bedroom has a twin. Freshly painted interior in serene shades, Australian cypress floors create an elegant coastal ambiance. The open-concept living area flows seamlessly to a spacious screened porch—your private perch for morning coffee or sunset cocktails with unobstructed waterfront views, watch the shrimp and fishing boats going to sea from the comfort of your screened porch! The kitchen is fully equipped, granite countertops, custom cabinets, stainless appliances including new refrigerator, and bar seating adds functionality for everyday living or entertaining. Community amenities include a sparkling swimming pool, elevator access, electric vehicle charging station, fitness room and first-come, first-served boat slips for waterway adventurers. Whether you're setting off for a day on the bay or strolling into town, this location offers effortless access to the best of Apalachicola. Offered fully furnished and move-in ready, this condo is ideal as a personal retreat, investment property, or a blend of both.

329 Water St, Apalachicola
$899,000
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