Get the keys to your Castle with Josh Castle
BEDS5
BATHS4 full
SQUARE FEET2,765
MLS#TB8520827
STATUSActive
PROPERTY TYPEResidential - Single Family
SUBDIVISIONPHILLIPS DIV REV MAP
Property Description
The 1934 Historic Pineapple house is on the market and should be on your radar! This rare 92 year old Coastal Compound in the Heart of Pass-a-Grille is a one-of-a-kind property offering the perfect blend of historic island charm and modern updates with a beautifully renovated 3-bedroom, 2-bath main residence plus a second story 2-bedroom, 2-bath guest house, separated by a large solid wood and insulated conjoining door that offers the new buyer the option of having a 5-bedroom 4-bath with two kitchens, two indoor laundry locations, with endless possibilities for extended family, guests, or additional income potential.No Pass-a-Grille parking problem here as the home has a side by side two vehicle parking garage and two vehicle carport.Rich in character, the main home features soaring tongue-and-groove ceilings, exposed wood beams, original hardwood floors, and abundant natural light throughout. The updated kitchen offers shaker cabinetry, stone countertops, stainless steel appliances, and leads into the living spaces designed for relaxed coastal living. The spacious second floor primary suite is timeless and serves as a private retreat with a spa-inspired bath, and connecting bonus room perfect for a home office or coffee/wine bar. The additional guest bedrooms provide comfort for family and guests.The attached guest house has been thoughtfully updated maintaining its timeless coastal character, offering a full kitchen, spacious living area, two bedrooms, and two full baths.The exterior private and a covered entertainment area boasts a large kitchen counter, flat screen tv, and power and gas line to add outdoor refrigerator and and gas grill, perfect for gathering after a day at the beach.Located just steps from the sugar sand beaches of Pass-a-Grille, boutique shopping, waterfront dining, marinas, and historic 8th Avenue, this exceptional property offers a rare opportunity to own one of the area's classic island homes. Whether you're searching for a primary residence, vacation retreat, or an investment with exceptional flexibility, this unique coastal compound truly has it all.The 2/2 guest quarters is currently rented for $3000 a month plus renter pays utilities. Main house rents monthly between $6000 to $15,000 a month depending on the season. 24 hour notice for showings as the property is currently occupied. Currently July, August, December 2026 and January, March-April 14, 2027 are rented.
Upcoming Open Houses
Open House Saturday June 27th, 12:00pm - 4:00pm
Open House Sunday June 28th, 12:00pm - 4:00pm
Open House Tuesday June 30th, 12:00pm - 4:00pm
Property Features
Property Type: Residential - Single Family
Cooling: Central Air
Fenced: Yes
Garage: 2 car attached
Heating: Central
Lot Size: 0.11 Acres
Roof Type: Metal
Stories: 2.0
Taxes: $14,666
Year Built: 1934
Amenities
Ceiling Fans(s)
Stone Counters
Balcony
French Doors
Outdoor Shower
Rain Gutters
Feature Descriptions
Additional Rooms: Bonus Room
Appliances: Disposal
Directions: From Gulf Blvd heading south, GUlf Blvd turns into Pass a Grille way. At the stop sign, turn right onto 21st Ave property will be on the right
Exterior: Frame, Wood Siding
Fencing: Fenced, Vinyl
Fireplace: Wood Burning
Fireplace Y/N: Yes
Flood Zone Code: AE
Flooring: Luxury Vinyl, Tile
Foundation: Pillar/Post/Pier
Garage Dimensions: 26x17
Home Warranty Y/N: No
Listing Terms: Cash, Conventional
Lot: Historic District, Near Golf Course, Near Marina, Near Public Transit, Sidewalk
Lot Dimensions: 0.11
Other Structures: Guest House
Ownership: Fee Simple
Parking: Garage Faces Rear
Parking Notes: Garage Faces Rear
Patio/Porch: Covered, Enclosed, Patio
Pets Allowed: Yes
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Sewer: Public Sewer
Showing Instructions: Appointment Only, Lock Box Electronic, ShowingTime
Special Sale Provisions: None
Utilities: Cable Connected, Electricity Connected, Natural Gas Connected, Sewer Connected, Water Connected
Water: Public
Water Access Y/N: No
Windows: Blinds
Room Sizes
Kitchen: 13.6x8.6
Living Room: 13.6x14.9
Primary Bedroom: 38.5x17
Local Schools
High School: Boca Ciega High-PN
Middle School: Bay Point Middle-PN
Elementary School: Azalea Elementary-PN
Listed By / Shown By
Listed By
Agency Name: EXP REALTY
Agency Contact: 727-592-2286
Shown By
Agent Name: Josh Castle
Agent Phone: (813) 407-7512
Agency Title: Florida Executive Realty
Estimate Your Payment
Estimated Payment
$ 4,746.29 per month $3,115.79 Principal & Interest $1,222.17 Property Tax $408.33 Homeowner's InsuranceChange Payment Information
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105 21st Avenue | MLS# TB8520827
This single family home located at 105 21st Avenue, Saint Pete Beach, FL 33706 is currently listed for sale with an asking price of $1,400,000. This property was built in 1934 and has 5 bedrooms and 4 full baths with 2765 sq. ft. 21st Avenue is located in the PHILLIPS DIV REV MAP subdivision. Search PHILLIPS DIV REV MAP real estate on jcastle.floridaexecutiverealty.com today.