Historical Homes in Southwest Florida

Discover these historic homes, each with a unique story waiting for you to make it your own. Explore these timeless treasures and discover a home that connects you to the past.

$339,000

3 Bed

2 Bath

ARCADIA

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Step into a perfect blend of vintage charm and modern updates! From a new roof and updated electrical to beautifully refreshed bathrooms and gleaming refinished hardwood floors, this 1946 cottage has been lovingly improved inside and out. Many updates, both cosmetic and structural, have been completed, ensuring peace of mind while preserving the home’s nostalgic character. (A complete remodeling list is available upon request.) As you stroll up the charming brick walkway and step onto the screened front porch, it feels like you’ve discovered something truly magical. Inside, original tongue-and-groove ceilings, built-ins brimming with character, and classic penny tile in the kitchen transport you back to a simpler time—while modern comforts make everyday living a breeze. A retro-style refrigerator gives a sweet nod to the past, and those refinished floors seem to whisper the stories of decades gone by. The bathrooms have been tastefully updated yet still flaunt their 1940s pastel tiles, including the pink bath’s whimsical hexagonal window. The third bedroom features a walk-in closet that doubles as a laundry space for ultimate convenience. Storage is abundant with linen closets and built-ins tucked thoughtfully throughout. Outdoors, entertaining is effortless—relax under the expansive 15x24 covered patio or host gatherings on the wooden deck just off the great room. A 12x20 shed with electricity offers endless possibilities for a workshop, creative studio, or private retreat. All of this sits in the heart of Arcadia, a town rich with historic charm, lively rodeos, and boundless outdoor adventures. This home is a story waiting to be written—will you be the next chapter?

$150,000

1 Bed

2 Bath

BRADENTON

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Check out this NEW PRICE!!!! This Braden Castle Park 1925 cottage is the only home currently available that is NOT IN A FLOOD ZONE and had no water damage from last year’s storms. So, it is all ready for you to add your own personal touches and call it home, or your seasonal get-a-way. Nestled along the picturesque Manatee River, where it meets the Braden River, this one bedroom, 2 full bath, plus bonus room (small, but has a closet, window and the second full bathroom) offers a rare opportunity in a very special 55+ waterfront community. The one car garage has been used as a pottery/craft studio for several years; has electricity, water and an AC split unit. Untouched by the recent storms and not located in a flood zone, this cottage is situated in a neighborhood rich with history. Listed on the National Register of Historic Places, the community is home to charming, unique bungalows that showcase its distinctive character. Residents enjoy a dynamic waterfront lifestyle with direct Gulf access, a private boat ramp, a fishing pier dedicated to the neighborhood’s many Veterans;, boat slips, and an array of recreational amenities. The vibrant community center hosts various events and activities, fostering a warm and welcoming atmosphere. Enjoy coffee on the front patio while enjoying views of the river, fishing and boating a few doors down. In the evening, sit along the riverfront and enjoy your favorite book or social time with your neighbors. Braden Castle Park takes a step back in history and is truly an exceptional place to call home. Yet, you are close to shopping, beaches, a wide variety of restaurants, historic downtown Bradenton and RiverWalk. Truly the best of both worlds.New roof: 2022, updated electrical: 2005

$389,000

3 Bed

2 Bath

BRADENTON

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Step into a piece of Old Florida with this beautifully preserved 1925-built home, brimming with character and charm. Located on a spacious corner lot in desirable West Bradenton, this 3-bedroom, 2-bathroom residence offers over 1,900 square feet of inviting living space.You’ll fall in love with the recently refinished hardwood floors, freshly painted original plaster walls, and soaring 9.5-foot ceilings that evoke a classic elegance throughout. Modern updates blend seamlessly with vintage appeal, including new appliances and a thoughtfully converted garage—now serving as a versatile utility room with extra space ideal for a home office or workshop.The expansive lot provides ample room to add a pool, guest house, or lush garden oasis. Just minutes from SRQ Airport and the stunning beaches of Anna Maria Island, this location offers the best of both convenience and coastal living. Enjoy easy access to top-rated schools, shopping, dining, recreation, and entertainment.Don’t miss your chance to own a unique slice of Florida history—where timeless design meets everyday comfort.

$299,900

2 Bed

2 Bath

Fort Myers

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Charming and Distinctive 1930's Craftsman just a Peaceful stroll away from Stunning Sunsets on the Caloosahatchee River! Immaculately cared for, this one-of-a-kind home sits on almost HALF an ACRE! Plenty of room to Expand, build a Pool or maybe even a much larger home and use this as a secondary In-Law Residence for extended Family and Friends! Park a Boat, RV or additional Toys? This spacious triple lot is well suited for ALL! Currently set up as 2 Bed + Den, can easily be reimagined having 3 Beds 2 Baths. Historic and Refined, details abound from the moment you step on the front porch entry and throughout! Warm and Striking wooden floors throughout, in a word, Gorgeous! Classic Crown Molding and attention to detail abound! Mindful of its Tasteful and Timeless beauty, staying true to its period, while at the same time adding many Modern Conveniences such as a Tankless Water Heater. Generous natural light pours into and over the Stainless/Granite updates of the Open Kitchen. Enjoy Panoramic views, Mature foliage and Towering trees from the Master Suite. Workshop/Shed/Storage with separate 2 Space Carport conveniently sitting only steps away. Kick back on a Front Porch Rocker with your morning coffee/latte/espresso or a glass of wine to wind down at the end of a long day. Require a little more get up and go/cardio? Russell Park only a 5 min walk to launch your Paddle board, Kayak or Canoe! FISH ON! Schandler Hall Park only a 5 minute bike ride to enjoy some Tennis, Pickleball, Basketball, Soccer, Sunshine and More! Extremely Commute Friendly location to both Downtown Fort Myers and I-75 alike. Escape from the Hustle and Bustle to Embrace this up to date Old Florida Classic...with a twist!