105 21ST AVE, St Pete Beach, FL 33706
105 21ST AVE, St Pete Beach, FL 33706
105 21ST AVE, St Pete Beach, FL 33706
105 21ST AVE, St Pete Beach, FL 33706
105 21ST AVE, St Pete Beach, FL 33706
105 21ST AVE, St Pete Beach, FL 33706
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$ 1,500,000
Est. payment | /mo

5 Beds

4 Baths

2,765 SqFt


$ 1,500,000
Est. payment | /mo

5 Beds

4 Baths

2,765 SqFt

Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Active

Purchase Type For Sale

Square Footage 2,765 sqft

Price per Sqft $542

Subdivision Phillips Div Rev Map

MLS Listing ID TB8520827

Bedrooms 5

Full Baths 4

HOA Y/N No

Year Built 1934

Annual Tax Amount $14,666

Lot Size 4,791 Sqft

Acres 0.11

Lot Dimensions 50x100

Property Sub-Type Single Family Residence

Source Stellar MLS

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.

Location

State FL

County Pinellas

Community Phillips Div Rev Map

Area 33706 - Pass A Grille Bch/St Pete Bch/Treasure Isl

Rooms

Other Rooms Bonus Room

Interior

Interior Features Ceiling Fans(s), Stone Counters

Heating Central

Cooling Central Air

Flooring Luxury Vinyl, Tile

Fireplaces Type Wood Burning

Furnishings Furnished

Fireplace true

Appliance Disposal

Laundry Inside

Exterior

Exterior Feature Balcony, French Doors, Outdoor Shower, Rain Gutters

Parking Features Garage Faces Rear

Garage Spaces 2.0

Fence Fenced, Vinyl

Utilities Available Cable Connected, Electricity Connected, Natural Gas Connected, Sewer Connected, Water Connected

Water Access No

Roof Type Metal

Porch Covered, Enclosed, Patio

Attached Garage true

Exposure South

Garage true

Private Pool No

Building

Lot Description Historic District, Near Golf Course, Near Marina, Near Public Transit, Sidewalk

Story 2

Entry Level Two

Foundation Pillar/Post/Pier

Lot Size Range 0 to less than 1/4

Sewer Public Sewer

Water Public

Structure Type Frame,Wood Siding

New Construction false

Schools

Elementary Schools Azalea Elementary-Pn

Middle Schools Bay Point Middle-Pn

High Schools Boca Ciega High-Pn

Others

Pets Allowed Yes

Senior Community No

Ownership Fee Simple

Acceptable Financing Cash, Conventional

Listing Terms Cash, Conventional

Special Listing Condition None

Virtual Tour https://www.propertypanorama.com/instaview/stellar/TB8520827

Stellar MLS
Listed by Brandon Tecklenburg EXP REALTY

AROUND THE AREA

Restaurants
Home Services
Local Services
Shopping
Recreation
Arts & Entertainment
Food
Beauty
Nightlife
Event Planning & Services
Professional Services
Travel
Education
  • Gennaro’s St. Pete Beach

    2004 Pass a Grille Way, St. Pete Beach, FL 33706

    Italian Phone: 727-360-0563

  • Sea Critters Cafe

    2007 Pass A Grille Way, St. Pete Beach, FL 33706

    Seafood Phone: 727-360-3706

  • Restaurant Su Ottavo

    118 8th Ave, St. Pete Beach, FL 33706

    Pizza Phone: 727-498-6570

  • Hurricane Seafood Restaurant

    809 Gulf Way, Saint Pete Beach, FL 33706

    Seafood Phone: 727-360-9558

  • Seahorse

    800 Pass A Grille Way, St. Pete Beach, FL 33706

    American (Traditional) Phone: 727-360-1734

  • The Brass Monkey

    709 Gulf Way Ste 1, St. Pete Beach, FL 33706

    American (New) Phone: 727-367-7620

  • Paradise Grille

    900 Gulf Way, St. Pete Beach, FL 33706

    Breakfast & Brunch Phone: 727-367-1495

  • Vida de Cafe

    120 8th Ave, Saint Pete Beach, FL 33706

    Live/Raw Food Phone: 727-289-7164

  • Seaside Grill 1

    900 Gulf Way, St. Pete Beach, FL 33706

    Phone: 727-367-8300

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105 21ST AVE

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Griffin Cook
Griffin Cook

Luxury Realtor

+1(513) 960-7448 | thecookgrouptcg@gmail.com

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