Historic North Side Homes for Sale

Historic North Side Homes for Sale

Welcome to Historic North Side, a charming subdivision nestled in the heart of Apalachicola, Florida, where history meets modern living. This picturesque neighborhood is steeped in rich heritage, boasting beautifully preserved architecture that reflects the area’s storied past. As you stroll through the tree-lined streets, you'll be captivated by the stunning Victorian homes and quaint cottages that tell tales of yesteryear, all while providing the comforts of contemporary living.

Historic North Side is not just a feast for the eyes; it’s a vibrant community that fosters a strong sense of belonging. Residents enjoy a laid-back lifestyle, with friendly neighbors and a welcoming atmosphere that makes it easy to feel at home. The area is also conveniently located near the scenic Apalachicola River, offering ample opportunities for outdoor enthusiasts to indulge in fishing, kayaking, and leisurely strolls along the waterfront.

For those looking to buy a home in this enchanting subdivision, you’ll find a variety of options available. From charming single-family homes to spacious properties perfect for families, there’s something for everyone in Historic North Side. Each home offers unique architectural details, modern amenities, and easy access to local shops, restaurants, and cultural attractions that make Apalachicola a delightful place to live.

Whether you’re drawn to the area’s historical charm or its vibrant community spirit, Historic North Side is a hidden gem waiting to be discovered. Explore the homes for sale today and become part of this captivating neighborhood where history and community come together in perfect harmony.

Newest Historic North Side Homes for Sale

$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

$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

$299,900
2 Beds 2 Baths 327786 MLS
Step into the charm of historic Apalachicola with this beautifully preserved cozy cottage located at 112 14th Street, offering the perfect blend of timeless character and modern comfort. Ideal as a weekend getaway, full-time residence, retirement home, or income-producing long-term rental, this inviting home features a simple and functional floor plan with two bedrooms and two bathrooms, complemented by high ceilings and original heart pine floors, walls, and ceilings that showcase its historic roots. The updated kitchen and central heating and air provide modern convenience while maintaining the home's authentic character. Relax and unwind on the welcoming front porch, perfect for rocking chairs and enjoying the gentle bay breezes, or entertain guests in the comfortable living spaces filled with natural light. Situated in the Northside historic neighborhood, the property is located just across from Apalachicola Bay Charter School and on the same street as Lafayette Park and the Apalachicola dog park. It's a short walk, bike, or golf cart ride to downtown Apalachicola's shops, restaurants, parks, and marina. Outside, the home offers a lovely backyard with an outbuilding and a charming, landscaped front yard ready for your personal touch. Thoughtfully restored with an emphasis on preserving its original beauty, this cottage is a rare opportunity to own a piece of Apalachicola's history while enjoying all the conveniences of coastal living.

112 14th St, Apalachicola

$399,000
3 Beds 2 Baths 324435 MLS
Discover modern coastal living just five blocks from the heart of downtown Apalachicola! This beautifully crafted new home offers the perfect blend of timeless charm and contemporary design, with easy access to the stunning beaches of St. George Island and the rich history, dining, and shopping of Apalachicola's waterfront district. Featuring an open-concept layout and a thoughtfully designed split floor plan, this 3-bedroom, 2-bath home provides both comfort and style. The expansive living area flows effortlessly into the kitchen and eat-in dining space, ideal for entertaining or relaxing with family and friends. The dream kitchen showcases stainless steel appliances, stylish two-toned cabinetry, abundant counter space, and sleek countertops. The rear mudroom and laundry area provide a convenient pass-through to the backyard, where a private patio invites outdoor gatherings or quiet moments in the fresh air. Upgraded finishes are found throughout, including raised ceilings with beautiful lighting, large windows that fill the home with natural light, and warm interior tones complemented by stained tongue-and-groove wood accents on the front porch ceiling. Retreat to the luxurious primary suite featuring a double vanity, custom walk-in tile shower, and elegant finishes. The guest bath is equally impressive, with sophisticated tile accents and modern details. This new home perfectly balances modern functionality with classic Southern elegance. A welcoming haven in one of Florida's most charming coastal towns.

114 8th St, Apalachicola

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