105 21st Ave St. Pete Beach, FL 33706
Estimated payment $9,277/month
Highlights
- Guest House
- The property is located in a historic district
- Wood Flooring
- Property is near a marina
- Property is near golf course and public transit
- Whirlpool Bathtub
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.
Listing Agent
EXP REALTY Brokerage Phone: 727-592-2286 License #3426023 Listed on: 06/26/2026
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $14,667
Year Built
- Built in 1934
Lot Details
- 5,001 Sq Ft Lot
- Lot Dimensions are 50x100
- South Facing Home
- Vinyl Fence
Parking
- 2 Car Attached Garage
- 1 Carport Space
- Rear-Facing Garage
Home Design
- Pillar, Post or Pier Foundation
- Frame Construction
- Metal Roof
- Wood Siding
Interior Spaces
- 2,765 Sq Ft Home
- 2-Story Property
- Furnished
- Ceiling Fan
- Wood Burning Fireplace
- Blinds
- French Doors
- Living Room
- Bonus Room
- Laundry in unit
Kitchen
- Stone Countertops
- Disposal
Flooring
- Wood
- Tile
- Luxury Vinyl Tile
Bedrooms and Bathrooms
- 5 Bedrooms
- En-Suite Bathroom
- 4 Full Bathrooms
- Whirlpool Bathtub
Outdoor Features
- Outdoor Shower
- Property is near a marina
- Balcony
- Enclosed Patio or Porch
- Rain Gutters
Additional Homes
- Guest House
Location
- Property is near golf course and public transit
- The property is located in a historic district
Schools
- Azalea Elementary School
- Bay Point Middle School
- Boca Ciega High School
Utilities
- Central Heating and Cooling System
- Natural Gas Connected
- Cable TV Available
Community Details
- No Home Owners Association
- Phillips DIV Rev Map Subdivision
Listing and Financial Details
- Visit Down Payment Resource Website
- Legal Lot and Block 68 / J
- Assessor Parcel Number 18-32-16-68634-010-0680
Map
Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $16,211 | $915,000 | $670,855 | $244,145 |
| 2024 | $14,779 | $1,150,000 | $863,627 | $286,373 |
| 2023 | $14,779 | $1,000,000 | $820,597 | $179,403 |
| 2022 | $13,660 | $920,000 | $768,701 | $151,299 |
| 2021 | $12,711 | $774,700 | $0 | $0 |
| 2020 | $11,484 | $664,076 | $0 | $0 |
| 2019 | $5,896 | $373,066 | $0 | $0 |
| 2018 | $5,894 | $370,522 | $0 | $0 |
| 2017 | $5,716 | $355,294 | $0 | $0 |
| 2016 | $5,697 | $354,642 | $0 | $0 |
| 2015 | $5,601 | $346,719 | $0 | $0 |
| 2014 | $5,394 | $340,129 | $0 | $0 |
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 06/30/2026 06/30/26 | Price Changed | $1,500,000 | +7.1% | $542 / Sq Ft | |
| 06/26/2026 06/26/26 | For Sale | $1,400,000 | +89.2% | $506 / Sq Ft | |
| 11/08/2019 11/08/19 | Sold | $740,000 | -19.6% | $268 / Sq Ft | View Prior Sale |
| 09/25/2019 09/25/19 | Pending | -- | -- | -- | |
| 09/19/2019 09/19/19 | Price Changed | $920,000 | -1.6% | $333 / Sq Ft | |
| 09/14/2019 09/14/19 | Price Changed | $935,000 | -1.1% | $338 / Sq Ft | |
| 09/04/2019 09/04/19 | Price Changed | $945,000 | -1.0% | $342 / Sq Ft | |
| 08/23/2019 08/23/19 | Price Changed | $955,000 | -2.1% | $345 / Sq Ft | |
| 08/19/2019 08/19/19 | Price Changed | $975,000 | -2.0% | $353 / Sq Ft | |
| 08/01/2019 08/01/19 | For Sale | $995,000 | -- | $360 / Sq Ft |
Source: Stellar MLS
MLS Number: TB8520827
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All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
Listings courtesy of Stellar MLS as distributed by MLS GRID.
Based on information submitted to the MLS GRID
Listing Information presented by local MLS brokerage: Ten-X - (888)-952-6393
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Ask me questions while you tour the home.