Historic North Side Real Estate

Historic North Side Real Estate

Welcome to Historic North Side, a hidden gem nestled in the charming coastal town of Apalachicola, Florida. This enchanting subdivision is steeped in rich history and Southern charm, offering a unique blend of old-world elegance and modern conveniences. Known for its picturesque streets lined with majestic oak trees draped in Spanish moss, Historic North Side invites you to experience the serene beauty of waterfront living.

The area boasts a vibrant community spirit, where neighbors become friends and local businesses thrive. Stroll through the quaint streets and discover unique boutiques, delightful cafes, and fresh seafood markets that celebrate the region’s maritime heritage. The nearby Apalachicola River and Gulf of Mexico provide endless opportunities for fishing, boating, and exploring the stunning natural landscapes that define this coastal paradise.

Historic North Side is also home to some of the most beautifully preserved historic homes in the region, each with its own story to tell. Whether you’re seeking a cozy cottage or a grand historic estate, this subdivision offers an array of architectural styles that reflect the area’s rich past while catering to modern lifestyles.

Families will appreciate the strong sense of community and access to excellent schools, parks, and recreational activities. With its close-knit atmosphere and breathtaking surroundings, Historic North Side is not just a place to live; it’s a place to call home. Embrace the charm of this unique subdivision and discover why so many have chosen to make Historic North Side their forever sanctuary. Come and explore the beauty and history that await you in this idyllic corner of Florida!

Newest Listings in Historic North Side

$87,500
328965 MLS
Build or invest in the heart of Apalachicola's Historic District with this 60' x 100' vacant lot at 195 8th Street. Located in Franklin County, Florida, this in-town property offers a compelling opportunity for buyers seeking land near downtown Apalachicola, area boat ramps, local marinas, restaurants, shops, galleries and the working waterfront character that makes Apalachicola one of Florida's most distinctive coastal towns. Per Franklin County records, this site is located in an X flood zone meaning lenders generally do not require flood insurance on a dwelling constructed in this flood zone. With no HOA, this lot offers flexibility for a future residential or permitted commercial use, subject to City approval and buyer due diligence. Block 170, Lot 7 appears to be zoned C-2 Neighborhood Commercial. Short-term vacation rental use is not allowed as a matter of right, but may potentially be available only through City approval of a Special Exception, followed by compliance with Apalachicola's vacation-rental licensing, parking, signage, building, zoning and state-registration requirements. Enjoy the convenience of a nearby boat ramp, multiple nearby marinas and the award-winning beaches of St. George Island approximately 15 minutes away by car. Apalachicola is also known as a golf-cart-friendly community, making this location especially appealing for buyers who want easy access to downtown amenities and coastal recreation. Whether considered for a future home, builder opportunity or permitted neighborhood commercial use, 195 8th Street offers a well-located Apalachicola homesite in a highly recognizable historic coastal setting. Buyer to verify zoning, land use, setbacks, utilities, building requirements, flood zone, historic district requirements, special exception availability, rental restrictions, permitting and all matters material to Buyer's intended use.

195 8th St, Apalachicola

$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 328713 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

$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

$424,500
4 Beds 2 Baths 328164 MLS
Charming circa-1900 pine and cypress home in Apalachicola's historic Northside, rich with character. Set on a beautiful corner lot, high and dry in the "X" flood zone - no flood insurance required! - shaded by mature pines and blooming azaleas, this inviting property offers the warmth and craftsmanship of Old Florida living with a layout designed for modern function. Beautiful tongue and groove cypress walls and ceiling are unfinished and ready for buyer to stain or paint as desired. The first floor features two spacious front bedrooms, a central den that serves as the heart of the home, and a bright kitchen and dining area at the rear of the house that opens onto a shady back deck—perfect for morning coffee or outdoor dining. Upstairs, two additional bedrooms and a full bath, including one bedroom that opens directly onto the charming front balcony, a perfect perch to enjoy the peaceful neighborhood and gentle breezes. The generous corner lot provides ample room for parking, gardening, or future possibilities. The owner also owns the adjacent lot with a storage shed, which is available for purchase with the home—an exceptional opportunity for added space, privacy, or expansion. Sold mostly furnished with antiques and nautical decor. Ideally located just 3/4 mile from downtown Apalachicola with its celebrated shops, restaurants, and waterfront charm, and only five blocks from bayfront Lafayette Park, this historic property offers the character of classic Apalachicola in a great corner location with potential room to expand!

100 14th St, Apalachicola

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