RW Caldwell Real Estate Listings

Cute as a button and centrally located in Gulfport! This solid masonry home sits in a non-flood zone and features a freshly painted exterior, newer roof, and a comfortable, easy-flow layout. Enjoy a separate living room and dining room that opens to the light and bright new kitchen with quartz countertops.

BRAND NEW ROOF installed July 2025. NEVER FLOODED! Prime income property located in the heart of Gulfport's Waterfront Redevelopment District! This exceptional 5-plex is just one block from Veteran's Park, the fishing pier, and Gulfport's renowned culinary destinations.

Under contract-accepting backup offers. Located in West St. Petersburg in a quiet, established neighborhood, this handsome masonry home offers classic Florida charm and serene lake views. The curb appeal shines with mature landscaping, a welcoming front porch, and a well-maintained lot.

IMPROVED PRICE!! Centrally located in the gated waterfront community of Pasadena Yacht and Country Club, this spacious 2BR/2BA 7th floor condo is located in Building A on Pelican Bay Plaza. There is plenty of room to spread out with 1,476 SqFt & a split bedroom floor plan with en suite baths in both rooms.

Under contract-accepting backup offers. Location is everything, centrally located in a non flood zone just blocks from Stetson Law College, in the heart of Gulfport. This Mid-Century Modern home has only had one family ownership since the 50's. Two bedrooms/one bath with a bonus room off the main bedroom, with access to the yard.

An exceptional chance to build in Gulfport is now available. The previous structure was removed, filled, compacted and graded with numerous loads of dirt providing a foundation for constructing your ideal home. Owner has paid the demolition fees, Impact fees, Water & Sewer fees, and the survey has been completed.

Under contract-accepting backup offers. Live the Gulfport lifestyle in this colorful two-bedroom, one-bath home, near the vibrant Downtown Arts District with its galleries, restaurants, and lively entertainment. Step inside to an open, light-filled layout designed for easy living.

Charming Gulfport Home in Marina District! Live the Gulfport lifestyle in this delightful two-bedroom, one-bath home—just a short stroll from the vibrant Downtown District, known for its galleries, restaurants, and local entertainment. Available for annual lease. Inside, you’ll find an airy, open layout filled with natural light.

COMMERICAL RENTAL: Located in Downtown Terra Verde this 2nd floor professional office space is on situated on the Pinellas Bayway S offering ample parking, sign visibility from the road and has high daily traffic patterns passing the center. The center hosts a variety of businesses, restaurants and shops bringing an abundant of customers and foot traffic 7 days a week.

Welcome to your dream retreat in the coveted Admiral Building at Bay Island, a premier 55+ waterfront community offering the ultimate in coastal living. This beautifully updated 1-bedroom, 1.5-bath condo on the 15th floor boasts breathtaking panoramic views of Boca Ciega Bay.

MOTIVATED SELLERS will look at all offers. Charming Gulfport Duplex with Income Potential & Park Views! This masonry duplex in central Gulfport offers incredible flexibility, whether you're looking for an investment opportunity or a multi-generational living arrangement.