by Global Lifestyle Properties

See Home Value
$1,400,000
● House - Off Market

105 21ST AVENUE

ST PETE BEACH, FL 33706
bedrooms
5 Beds
bathrooms
4 Baths
square feet
2,765 Ft²
$8,588
Est. Monthly

About This Property

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.
Unit Size
2,765 Ft²
Days on Market
97 days
Land Size
0.11 acres
Price per sqft
$543
Property Type
House
Property Taxes
$1,222
HOA Dues
-
Year Built
1934

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Last updated: 2 months ago (Stellar MLS #TB8520827)

Price History

Date / Event Date Event Price
Oct 1, 2026 Sold
Sold
Aug 7, 2026 In contract -
In contract
Jul 1, 2026 Price Increased $1,500,000
↑ $100K (7.1%)
Price Increased
Jun 25, 2026 Listed by EXP REALTY $1,400,000
Listed by EXP REALTY
Nov 12, 2019 Sold
Sold
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Property Highlights

Garage
Air Conditioning
Fireplace

Building Info

Overview

    General

  • Year Built: 1934
  • Effective Year Built: 1968
  • Building Count: 1
  • Bedroom Count: 0
  • Bathroom Count: 5
  • Full Bathrooms: 4
  • Partial Bathrooms: 5
  • Bathroom Plumbing Fixtures: 14
  • Building Condition: 0
  • Building Quality: 7
  • Construction Type: 6
  • Building Style: 25
  • Exterior Walls Type: 23
  • Interior Walls Type: 17
  • Roof Shape Type: 7
  • Roof Cover Type: 4
  • Floor Count: 200
  • Living Units: 2
  • Floor Cover: 9
  • Basement Type: 0
  • Basement Area: 0
  • Garage Type: 1
  • Garage Square Area: 468
  • Parking Space Count: 3
  • Patio Type: 94
  • Porch Type: 77
  • Pool Type: 0

    Dimensions

  • Lot Size Square Feet: 5,001
  • Lot Size Depth Feet: 1,000
  • Lot Size Frontage Feet: 500
  • Total Building Area: 4,377
  • Gross Building Area: 4,377
  • Building Area: 2,765
  • Building Area Measurement: L

    Heating and Cooling

  • Fireplace Count: 1
  • Air Conditioning: 1
  • Heating: 3
  • Heated Square Feet: 2,765
  • Heating Fuel Type: 0

    Utilities

  • Sewer System: 0
  • Water Service: 0

Building

  • Building Type: 0
  • Property Class: R
  • Subdivision: PHILLIPS DIVISION REV MAP
  • Land Acres: 0000000115
  • Standard Land Use Code: 1110
  • County Land Use Code: 0820
  • State Land Use Code: 008
  • Legal Description 1: PHILLIPS DIVISION REV MAP BLK J, LOT 68

Neighborhood

  • School District Name: Pinellas County School District
  • School Tax School District: 0009, 0010
  • Census Tract: 028002

Geography

  • Assessors Map Reference: 297B
  • Account Number: R198148
  • District: SPB
  • Subdivision Tract Number: 68634
  • Parcel: 18-32-16-68634-010-0680
  • Block: J
  • Lot: 68
  • Meridian: SEC 18 TWN 32S RNG 16E
  • Municipality: ST PETE BEACH
  • Latitude: 27.6975
  • Longitude: -82.7365

    Address

  • Full Address: 105 21st Ave
  • Address - House Number: 105
  • Address - Street Name: 21st
  • Address - Suffix Type: Ave
  • State: FL
  • City Name: St Pete Beach
  • Carrier Code: C025
  • 4-Digit Zip Code: 4103
  • Zip Code: 33706

Valuation

    Tax

  • Tax Year: 2022
  • Tax Amount: $1,366,012
  • Tax Rate Code Area: SPB

    Appraisal Valuation

  • Standard Deviation: 0.4368
  • Valuation Date: Jan 03, 2024
  • Confidence Score: 12
  • Final Value: 1,364,179
  • High Value: 1,960,084
  • Low Value: 768,273

    Market Valuation

  • Market Total Value: $920,000
  • Market Land Value: $768,701
  • Market Improvement Value: $151,299

    Assessments Valuation

  • Assessed Year: 2022
  • Assessed Total Value: $920,000
  • Assessed Land Value: $768,701
  • Assessed Improvements Value: $151,299

    Sales

  • Current Sale Contract Date: Nov 08, 2019
  • Current Sale Recording Date: Nov 12, 2019
  • Current Sale Price:
  • Current Sale Document Type: 71
  • Current Sale Input Document Number: 2019362644
  • Previous Sale Recording Date: Jun 08, 1995
  • Previous Sale Contract Date: Mar 09, 1995
  • Previous Sale Amount: $185,000
  • Previous Sale Document Type: 71
Data used for valuation calculations is provided by RealtyHop, and other third party sources

Comparables

Unit
Status
Type
Beds
Baths
ft²
Price/ft²
Asking Price
Listed On
Closing Price
Sold On
HOA + Taxes

About Pass-a-Grille Beach


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Frequently Asked Questions

When was property at 105 21st Avenue built and last sold?
The property at 105 21st Avenue was built in 1934 and last sold on Nov 8, 2019 for $740,000.
How much is this home worth?
The estimated value of the home located at 105 21st Avenue is $1,414,000.
What are some comparable homes to 105 21st Avenue?
There are currently no comparable homes to 105 21st Avenue.