Address
105 21st Avenue, ST PETE BEACH, FL
Price
$ 1,500,000
Property Attributes
- MLS#TB8520827
- TypeSingle Family
- Listing Status Pending
- CountyPinellas
- CityST PETE BEACH
- AreaPass a Grille Bch/St Pete Bch/Treasure Isl
- NeighborhoodPHILLIPS DIV REV MAP
- Zip33706
- StyleSingle Family Residence
- Year Built1934
- Taxes$ 14666
- Price$ 1,500,000
- Bedrooms5
- Full Bathrooms4
- Half Bathrooms0
- Sqr Footage2765
- Lot Size0.11 Acres
Data Source:
Stellar MLS
Property Description
Under contract-accepting backup offers. 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.
| Elementary School | Middle School | High School |
|---|---|---|
| Azalea Elementary-PN Elementary School | Bay Point Middle-PN Middle School | Boca Ciega High-PN High School |
| Price History | |
|---|---|
| 6/26/2026 | Listed $1,400,000 |
| 6/30/2026 | 7$1,500,000 |
General Features
| Sewer | Public Sewer |
|---|---|
| Heating | Central |
| Cooling | Central Air |
| Utilities | Cable Connected,Electricity Connected,Natural Gas Connected,Sewer Connected,Water Connected |
| Roof | Metal |
| Appliances | Disposal |
| Garage Spaces | 2 |
| Patio/Porch Features | Covered,Enclosed,Patio |
| Construction Materials | Wood Frame,Wood Siding |
| Pets Allowed | Yes |
| Year Built | 1934 |
| Levels | Two |
| Property Subtype | Single Family Residence |
| Tax Year | 2025 |
| Ownership | Fee Simple |
| County | Pinellas |
| New Construction | false |
| Property Type | Residential |
| Attached Garage | true |
| Subdivision Name | PHILLIPS DIV REV MAP |
| Facing Direction | South |
| Garage Y/N | true |
| Other Structures | Guest House |
| Total Rooms | 3 |
| Full Baths | 4 |
| Status | Pending |
| 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 |
| High School | Boca Ciega High-PN |
| City | ST PETE BEACH |
| Senior Community Y/N | false |
| MLS Area | 33706 - Pass a Grille Bch/St Pete Bch/Treasure Isl |
| Lot Size Units | Square Feet |
| Lot Size Square Feet | 5001 |
| Carport Spaces | 1 |
| Carport Y/N | true |
| Listing Terms | Cash,Conventional |
| Elementary School | Azalea Elementary-PN |
| Land Lease Y/N | false |
| Tax Annual Amount | 14666.84 |
| Middle/Junior High School | Bay Point Middle-PN |
| Additional Parcels Y/N | false |
| Lease Considered Y/N | true |
| Virtual Tour | https://www.propertypanorama.com/instaview/stellar/TB8520827 |
| Building Area Units | Square Feet |
| Living Area Units | Square Feet |
| Standard Status | Active Under Contract |
| Occupancy Type | Tenant |
| Tax Lot | 68 |
| Legal Description | PHILLIPS DIVISION REV MAP BLK J, LOT 68 |
| Minimum Lease | 1 Month |
| Water Access Y/N | false |
| Additional Rooms | Bonus Room |
| Water View Y/N | false |
| Flood Zone Code | AE |
| In Law Suite YN | true |
| In Law Suite Description | 2+ Bathrooms,2+ Bedrooms |
| DockY/N | false |
Interior Features
| Interior Amenities | Ceiling Fan(s),Stone Counters |
|---|---|
| Flooring | Luxury Vinyl,Tile |
| Furnished Y/N | Furnished |
| Fireplace Features | Wood Burning |
| Total Stories | 2 |
| Air Conditioning Y/N | true |
| Heating Y/N | true |
| Window Features | Blinds |
| Fireplace Y/N | true |
| Laundry Features | Inside |
| Total Bedrooms | 5 |
| LivingAreaSource | Appraiser |
| Total Baths | 4 |
Exterior Features
| Exterior Amenities | Balcony,French Doors,Outdoor Shower,Rain Gutters |
|---|---|
| Fencing | Fenced,Vinyl |
| Parking Features | Garage Faces Rear |
| Lot Features | Historic District,Near Golf Course,Near Marina,Near Public Transit,Sidewalk |
| Water Source | Public |
| Lot Size Area | 5001 |
| Foundation Details | Pillar/Post/Pier |
| Building Area Total | 4377 |
| Lot Dimensions | 50 x 100 |
| Lot Size Acres | 0.11 |
| Road Surface Type | Asphalt |
| Private Pool | false |
| Waterfront Y/N | false |
| Covered Spaces | 3 |
Amenities
- Foreclosure
- Views
- Short Sale
- New Construction
- Adult 55+
- Lease To Own
- No HOA Fees
- Furnished
- Primary On Main
- Air Conditioning
- Seller Finance
- Green
- Fixer Upper
- Horse
- Golf
- Fireplace
- Deck
- Garage
- Basement
- Pool
Property vs Single Family Average in 33706
Price
Taxes
Year Built
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All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Updated on September 11, 2026 12:17 AM UTC
