Vintage homes for sale & real estate in 33956, FL

Vintage Home for sale in 33956, FL:

Rare opportunity in the heart of the Matlacha Historic District—a beautifully renovated waterfront duplex uniquely configured with five bedrooms, five bathrooms, and individual efficiency-style kitchenettes. While officially classified as a duplex, the interior layout offers exceptional flexibility: each bedroom suite functions as an independent studio-style unit, creating an attractive income-producing property with five rentable studios. The building has been freshly updated throughout, and the furnishings and interior décor are nearly brand new. Guests and tenants enjoy ample on-site parking and a wind-protected central courtyard that adds privacy and charm. Located directly

Vintage Home for sale in 33956, FL:

This charming home in the picturesque town of Matlacha is just footsteps away from the historic downtown and seconds to open water! This cozy abode features 1 bedroom, 1 bathroom, and a garage, perfect for a peaceful retreat. The kitchen boasts stainless steel appliances and sleek tile flooring, creating a modern and inviting space to whip up your favorite meals. Step into the new Florida room and soak in the breathtaking views of the surrounding nature, providing a serene backdrop for relaxation and entertainment. With a convenient location directly across from Matlacha Park and boat launch, you'll have easy access to all the water activities that Matlacha has to offer. The oversized yard

Vintage Home for sale in 33956, FL:

Welcome to 2631 Bayshore Drive, a classic Matlacha cottage that perfectly blends Old-Florida charm with the waterfront lifestyle this island is famous for. This beautifully maintained home offers three bedrooms, two bathrooms, and an inviting, open layout filled with natural light. The living room features a cozy fireplace, creating a warm focal point for gatherings. The kitchen and bathrooms have been thoughtfully updated, combining modern functionality with coastal style, while the home’s warm character and classic touches create a relaxing environment that instantly feels like home. Situated on a generous lot, the property offers an exceptional waterfront setup complete with a priv

Vintage Home for sale in 33956, FL:

Island living with unforgettable sunsets! Completely remodeled with marvelous style, this 2-bedroom + 2 dens, 2-bathroom 1952 home is tucked away on a coveted peninsula in the island community of Matlacha. Surrounded by the bay, this is true paradise for boaters, kayakers, and fishermen alike. Cathedral ceilings and an abundance of natural light make the home feel even more spacious, while upgraded modern light fixtures add a fresh, stylish touch. Every detail has been thoughtfully updated—LVP floors throughout, an all-new kitchen with 42” cabinets, Seaglass quartz counters, a large apron sink, and sleek finishes. Bathrooms feature spa-inspired touches like natural pebble shower

Vintage Home for sale in 33956, FL:

Located in the heart of Matlacha, 11494 May Street is a designated historic cottage that captures the character and charm of Old Florida. The home’s original features have been well cared for and have served the sellers comfortably for years. The new owners can enjoy its vintage appeal as is or choose to enhance and modernize it to their taste. With its historical designation, buyers can also raise the home for additional parking or storage, which is a popular trend on the island. Whether you’re a fishing captain, weekend paddler, or simply someone drawn to the leisurely pace of island living, Island Time Begins Here, and this property offers endless potential in one of Southwes

Vintage Home for sale in 33956, FL:

Sitting on the Dock of the Bay — the Best Seat in the House! Welcome to your slice of paradise! This fully remodeled and beautifully updated coastal cottage offers never-ending views of the water and breathtaking sunsets — right from your own backyard. Whether you’re dreaming of a laid-back island lifestyle or looking for a fantastic vacation rental (VRBO) opportunity, this home is pure perfection. Two cozy bedrooms, one stylish bath, and an unbeatable location for anyone whose heart belongs to the water — boating, fishing, or simply soaking in the coastal beauty. Rebuilt after Hurricane Milton, this gem features all-new everything — including a brand-new dock