RW Caldwell Real Estate Listings

Discover this exquisitely furnished luxury rental in Pasadena Point Estates, an exclusive enclave within Pasadena Yacht and Country Club, Pinellas County’s most sought-after gated waterfront and golfing community. From the moment you arrive, the grand entrance—framed by majestic Royal Palms—sets the tone for the elegance within.

Nestled in the charming Pinellas Point neighborhood of South St. Petersburg, this exquisite block home offers the epitome of Florida living. Boasting three spacious bedrooms and two pristine baths, this residence exudes both comfort and style. Beyond the living area lies a delightful Florida room, bathed in natural light and offering serene views of the oversized lot that surrounds the property.

Under contract-accepting backup offers. Welcome to the pinnacle of luxury living in the exclusive Pasadena Yacht & Country Club. This stunning corner penthouse offers breathtaking, panoramic views that capture both unforgettable sunsets over Boca Ciega Bay and the Gulf of Mexico, as well as vibrant sunrises over downtown St. Petersburg from your expansive private balconies.

Discover this recently refreshed 1 BR 1 BA apartment in the heart of downtown Gulfport. This unit offers a spacious kitchen with plenty of storage, easy to care for flooring throughout, has freshly painted, brand new HVAC system, updated bath, and great outdoor community space. There is off-street parking for all residents, water/sewer/garbage is included along with lawncare.

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.

Located high and dry in Gulfport’s sought-after flood zone X, this spacious home offers over 2,000 square feet of living space, blending eclectic charm with practical updates. With four bedrooms and two baths, the layout is both versatile and expansive, featuring a formal living room with classic arches leading to three front bedrooms and a shared hall bath.

Enjoy the view of the Town Shores Marina from your Florida Room windows from this second floor unit. Light & bright with newer tile floors & paint in neutral colors ready for you to decorate in your style, this is the larger one bedroom unit at 860 square feet.

Under contract-accepting backup offers. Nestled in the popular Gulfport community and situated in the high-and-dry Flood Zone X, this charming three-bedroom masonry home has been thoughtfully updated from top to bottom.

Under contract-accepting backup offers. This high and dry Gulfport bungalow is a delightful blend of original charm and thoughtful modern updates, situated just a block from Tomlinson Park on a picturesque brick-lined street.

LOCATION, LOCATION, LOCATION! Rare opportunity to own in the highly desirable 55+ community of Eagle Nest! As you arrive you will be greeted by the peaceful views of Walter Fuller Park; a 133-acre park with walking trails, tennis and pickleball courts, lake, pool and more! You will notice right away that this is a very well-maintained community.

Spacious Masonry Home on a Corner Lot in Pasadena! Discover this expansive and inviting masonry home located on a charming brick-lined street in Pasadena. With over 2,500 heated square feet, this property offers ample space to live, work, and entertain. The home features four bedrooms, two full bathrooms, and a convenient powder room.

Spacious masonry home in downtown Gulfport. Home was affected by Hurricane Helene; however, it was the only time it flooded in the 53 years that the family owned it. There are two bedrooms, an eat-in kitchen, Florida room and bonus room. Additionally, there is a laundry room with bonus half bath that is not accounted for in public records. There is a rear carport and alley access.