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.

$350,000

3 Bed

2 Bath

Fort Myers

View this listing

TWO HOUSES FOR THE PRICE OF ONE!This charming historic property offers incredible value for today’s home buyer and/or investor, featuring a 2-BR, 1-BA main house with a second-story loft, plus a separate 1-BR, 1-BA guest cottage — perfect for extended family or guests.Both homes are move-in ready with fresh interior and exterior paint (2025), new roofs (2022), new hot water heaters (2022), and new GE ranges (2025). The vintage hardwood floors in both homes add warmth and character throughout. In addition, the guesthouse kitchen has been updated with brand-new cabinets, countertops, and built-in microwave oven (February 2025). Landscaping and brick paver walkways were all new in April, 2025. The spacious side yard offers endless possibilities — ideal for extra storage, gardening, or outdoor entertaining.Enjoy the freedom of no HOA fees or restrictions in this centrally located gem. You’ll be within walking distance of public tennis courts, kids playground, Fort Myers Golf Course, and several fantastic restaurants.Important Note: This property is not in a flood zone and had absolutely no water intrusion from recent hurricanes.Also, Truly Nolen Termite coverage is transferable to the new buyer. Don’t miss out — Definitely one of the best opportunities in this price range!

$649,500

3 Bed

3 Bath

Fort Myers

View this listing

LIFESTYLE, INCOME & A DEVELOPMENT OPPORTUNITY. This beautifully renovated 2BD/2BA VINTAGE HOME with soaring ceilings, an open floor plan AND ATTACHED 1BD/1BA APARTMENT is situated in an urban oasis of .75 acres of lush mature landscaping in the Historic Downtown River District. Quality updates include roof, gutters & downspouts (2023), hurricane impact windows (2023), Hardie board siding & skirting (2024), new A/C (2023), hardwood floors, stunningly beautiful bathrooms and the list goes on, too numerous to mention here. It's a short walk or easy trolly ride to Downtown Fort Myers with its theaters, restaurants, galleries, museums, boutique shopping, cultural events, Regional Library and the riverfront Ampitheater. Also included is the 288 sq. ft. out-building with RV hook-up with 30-amp outlet, sewer, plumbing and electric PLUS a 180 sq. ft. shed ideal for additional storage. The unique URBAN GENERAL ZONING allows for commercial uses, live/work, development of up to 12 units per acre, making this parcel a one-of-a-kind opportunity. The property is perfect for Artists and Dreamers to use as it sits, or Entrepreneurs and Developers, live the lifestyle, collect the rent and develop the property to its full potential.

$2,250

1 Bed

1 Bath

Bonita Springs

View this listing

A cozy and clean cottage, perfect for a couple .Fully Furnished with new furniture and big screen tv. 1 Car Garage. Located on a cul-de-sac on a quiet street Laundry in the garage. Yard fenced on three sides. Enjoy pristine beaches (10 mins away) Bonita Downtown with coffee shops, kayak rentals, botanical gardens and farmers market under 2 miles away, . Naples 5th Ave , RSW, and Fort Myers all about 20 mins away. On a quiet cup-de-sac, supplied with everything you need. Come relax , get some work in if you need to and enjoy the best of what Southwest Florida has to offer! You will love how cozy you feel and how close you are to everything here!

$299,900

2 Bed

2 Bath

Fort Myers

View this listing

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!