105 21st Avenue, Saint Pete Beach, FL 33706
Local realty services provided by:CENTURY 21 Circle
Listed by: brandon tecklenburg, christina perkins, rpa
Office: exp realty
MLS#:TB8520827
Source:MFRMLS
Price summary
- Price:$1,500,000
- Price per sq. ft.:$342.7
About this home
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....
Contact an agent
Home facts
- Year built:1934
- Listing ID #:TB8520827
- Added:8 day(s) ago
- Updated:July 05, 2026 at 02:21 PM
Rooms and interior
- Bedrooms:5
- Total bathrooms:4
- Full bathrooms:4
- Flooring:Luxury Vinyl, Tile
- Kitchen Description:Disposal, Stone Counters
- Basement Description:Pillar/Post/Pier
- Living area:2,765 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Central
- Central air:Yes
Structure and exterior
- Roof:Metal
- Year built:1934
- Building area:2,765 sq. ft.
- Lot area:0.11 Acres
- Lot Features:Near Golf Course, Near Marina, Near Public Transit, Sidewalk
- Construction Materials:Frame, Wood Siding
- Exterior Features:Balcony, Covered Porch/Patio, Enclosed, Outdoor Shower, Patio, Rain Gutters
- Foundation Description:Pillar/post/pier
- Levels:2 Story
Schools
- High school:Boca Ciega High-PN
- Middle school:Bay Point Middle-PN
- Elementary school:Azalea Elementary-PN
Utilities
- Water:Public, Water Connected
- Sewer:Public Sewer, Sewer Connected
Finances and disclosures
- Price:$1,500,000
- Price per sq. ft.:$342.7
- Tax amount:$14,667 (2025)
Features and amenities
- Appliances:Disposal
- Laundry features:Inside
- Amenities:Cable Connected, Ceiling Fans(s), Natural Gas Connected, Stone Counters
- Pool features:Public Pool
Parking
- Parking description:1 Car Carport, Attached Garage, Garage Faces Rear
- Garage:Yes
- Garage spaces:2
- Carport spaces:1
New listings near 105 21st Avenue
- New
$399,900Active2 beds 2 baths1,156 sq. ft.316 76th Avenue, ST PETE BEACH, FL 33706
MLS# TB8523833Listed by: SMITH & ASSOCIATES REAL ESTATE - New
$894,995Active2 beds 2 baths750 sq. ft.4000 Gulf Boulevard #203, ST PETE BEACH, FL 33706
MLS# TB8525082Listed by: LUXURY & BEACH REALTY INC - New
$950,000Active2 beds 3 baths2,017 sq. ft.3805 Gulf Boulevard #203, ST PETE BEACH, FL 33706
MLS# TB8523219Listed by: BHHS FLORIDA PROPERTIES GROUP - New
$179,900Active1 beds 1 baths530 sq. ft.8800 Blind Pass Road #4, ST PETE BEACH, FL 33706
MLS# TB8523486Listed by: COLDWELL BANKER REALTY - New
$629,000Active2 beds 1 baths1,160 sq. ft.535 78th Avenue, ST PETERSBURG, FL 33706
MLS# TB8524407Listed by: FLAT FEE MLS REALTY - New
$989,000Active0.11 Acres108 22nd Avenue, ST PETE BEACH, FL 33706
MLS# TB8520580Listed by: SELLERS EXPRESS REALTY INC - New
$768,800Active3 beds 2 baths1,182 sq. ft.564 70th Avenue, ST PETE BEACH, FL 33706
MLS# TB8518094Listed by: EPIQUE REALTY INC. - New
$750,000Active2 beds 2 baths1,327 sq. ft.819 59th Avenue, ST PETE BEACH, FL 33706
MLS# TB8524085Listed by: RE/MAX CHAMPIONS - Open Sun, 12am to 4pmNew
$1,250,000Active4 beds 3 baths2,488 sq. ft.3310 E Maritana Drive, ST PETE BEACH, FL 33706
MLS# TB8520828Listed by: EXP REALTY