Location: Indian Shores
Do Not Show Listings
19936 GULF BLVD, INDIAN SHORES, FL 33785
$4,895,000128 Days on yellowkey MLS ID: TB8453256
REDUCED by $600,000 (10.9%) on 06/01/2026
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 3610 Built: 1971 Tax: $33,310 (2024)Community: Indian Rock South ShoreSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$33,310
Elementary School: Bauder Elementary-PN
High School: Seminole High-PN
Tax Year: 2024
Middle School: Seminole Middle-PN
Remarks: WITH THIS SIGNIFICANT PRICE IMPROVEMENT, you can own one of the largest and most versatile Gulf-front properties available, situated on an expansive 63' x 203' (.39-acre) beachfront lot. This exceptional Gulf-front property offers direct access to a private stretch of pristine beach. Its incredible value, privacy, and future potential, the property is zoned for up to five units (buyer to verify), creating endless possibilities for expansion, redevelopment, income production, or to enjoy a second home and a legacy beachfront estate. Lovingly maintained by the same family for decades, this solid concrete residence combines durability with thoughtful modern updates, including storm-rated PGT custom windows and doors, new tropical landscaping, enhanced landscape lighting, and a private gated entrance with custom remote-controlled access. Designed for multi-generational living, guest accommodations, or rental flexibility, the home features two separate condo-style residences, each with private entrances and breathtaking Gulf views. With the size of the lot, there is plenty of room for a pool with views of magnificent sunsets. The fully renovated lower level (2025) offers 2 bedrooms and 2 bathrooms, showcasing updated electrical, new flooring, fresh paint, custom cabinetry throughout the kitchen, baths, and laundry room, stunning quartzite countertops, an oversized island, dual A/C units, Plantation Shutters, remote-controlled shades, and a luxurious primary bath with an oversized jetted tub. The upper level serves as a private coastal sanctuary with 3 bedrooms, 2 bathrooms, two private balconies capturing Gulf and partial Intracoastal views, a spacious living area with an electric fireplace, granite kitchen countertops, a high bar, separate utility room, fresh paint, Plantation Shutters, and remote-controlled shades. Filled with natural light from oversized windows, the open-concept design captures spectacular sunsets, coastal breezes, and panoramic Gulf and beach views from both levels. Whether you're seeking a primary residence, vacation retreat, income-producing property, or redevelopment opportunity, this one-of-a-kind beachfront offering delivers unmatched flexibility and investment potential. Conveniently located near top-rated restaurants, medical facilities, schools, major interstates, and two international airports, this rare property is where luxury coastal living, long-term value, and future possibilities converge. Call for your private showing today and make this home your Florida retreat!
Listing is courtesy of: COASTAL PROPERTIES GROUP INTER (813-553-6869)
Listing Agent: Melissa Parry, Llc (813-390-6275)
19105 WHISPERING PINES DR, INDIAN SHORES, FL 33785
$649,90022 Days on yellowkey MLS ID: TB8509189
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1364 Built: 1953 Tax: $11,477 (2025)Community: Gulf View Cabin VillaSingle Family
Taxes:$11,477
Tax Year: 2025
Remarks: Imagine waking to gentle Gulf breezes and the distant rhythm of waves, knowing the beach is just steps from your door. Nestled on a peaceful neighborhood in desirable Indian Shores, 19105 Whispering Pines Drive offers the Ideal location. This thoughtfully elevated home welcomes you with breathtaking Gulf views that stretch across the horizon, inviting morning coffee on the balcony or quiet evenings watching the sunset paint the sky. The durable metal roof and elevated construction provide peace of mind. Featuring two spacious bedrooms and two full bathrooms across 1,364 square feet, the residence offers flexibility for personal enjoyment or guest stays. Whether you're seeking a primary residence, a weekend escape, or a savvy investment property in one of Florida's most sought-after beach communities, this home delivers. Here, life moves at the unhurried pace of the shore. Stroll to Indian Shores Beach and other top-rated stretches of sand, or simply savor the quiet serenity of your private corner of paradise. Don't miss this rare opportunity to own a piece of coastal Florida. Schedule your private showing today and discover how 19105 Whispering Pines Drive can become your forever coastal haven. Call to arrange a tour or request additional details.
Listing is courtesy of: CENTURY 21 BEGGINS (800-541-9923)
Listing Agent: Curtis Stone (321-297-9635)
20051 GULF BLVD, INDIAN SHORES, FL 33785
$6,700,000675 Days on yellowkey MLS ID: U8252027
Bed: 6 Bath: 5.5 Liv Area Sq Ft: 4602 Built: 1985 Tax: $78,365 (2024)Community: Acreage & UnrecSingle Family
Taxes:$78,365
Elementary School: None
High School: None
Middle School: None
Remarks: This is an extraordinarily unique and especially attractive Beach front to Bay front opportunity in Indian Shores, known for its prime location in what locals call “The Narrows” where lucky residents can enjoy both the pristine powdery sand beach and Gulf of Mexico sunsets as well as Sunrises and bay views from your guest home and boat dock on the bay and Intracoastal waterway. Exceptional custom built and only one owner, Dual-House investment or extended family compound opportunity where one can experience the ultimate coastal lifestyle with this rare chance to own two stunning homes. The larger home sits on the shore of the Gulf of Mexico with Key West vibes featuring three ensuite bedrooms. The Primary bedroom/bath retreat is perched on the third level all to itself. Extensive balconies on all levels and off all of the rooms welcome you to enjoy the wonderful breezes and vistas. The open great room living and kitchen area features soaring ceilings and captivating Gulf and Beach views. The guest home is nestled between the mangroves on the bayside with your private dock and boat lift along the deep water Intracoastal waterway. This captivating guest home would also make a wonderful office or art/music studio for those who need to have some separation to focus on work or their skill. The guest home features another 3 bedrooms and two baths again with the Primary bedroom/bath retreat being upstairs all to itself. The guest home kitchen and living area is also an open great room design with specular views of nature, the water and boats slowly passing by in the no wake zone. Indian Shores is on the western coast of Tampa Bay with easy access to Tampa and St Petersburg/Clearwater Airports. • This stunning property is walking distance or a short golf cart or bike ride to an array of restaurants, shopping, and amenities • Convenient yachting access to the Gulf of Mexico via Clearwater Pass to the north or Johns Pass to the south • Legal for short-term rentals are allowed making this a great investment opportunity if desired. There are two garage parking spaces in addition to under building parking and an enormous drive way with more than ample guest parking. Live in a vacation paradise full-time or part time with this extraordinary dream oasis. Property is only being offered as a combined package including both 20051 and 20052 Gulf Blvd.
Listing is courtesy of: BURWELL REAL ESTATE (727-332-0446)
Listing Agent: Andy Burwell, Jr (727-442-7513)
20052 GULF BLVD, INDIAN SHORES, FL 33785
$6,700,000675 Days on yellowkey MLS ID: U8251980
Bed: 6 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 4602 Built: 1987 Tax: $78,365 (2024)Community: Acreage & UnrecSingle Family
Remarks: This is an extraordinarily unique and especially attractive Beach front to Bay front opportunity in Indian Shores, known for its prime location in what locals call “The Narrows” where lucky residents can enjoy both the pristine powdery sand beach and Gulf of Mexico sunsets as well as Sunrises and bay views from your guest home and boat dock on the bay and Intracoastal waterway. Exceptional custom built and only one owner, Dual-House investment or extended family compound opportunity where one can experience the ultimate coastal lifestyle with this rare chance to own two stunning homes. The larger home has a brand new roof installed December 2024 and sits on the shore of the Gulf of Mexico with Key West vibes featuring three ensuite bedrooms. The Primary bedroom/bath retreat is perched on the third level all to itself. Extensive balconies on all levels and off all of the rooms welcome you to enjoy the wonderful breezes and vistas. The open great room living and kitchen area features soaring ceilings and captivating Gulf and Beach views. The guest home is nestled between the mangroves on the bayside with your private dock and boat lift along the deep water Intracoastal waterway. This captivating guest home would also make a wonderful office or art/music studio for those who need to have some separation to focus on work or their skill. The guest home features another 3 bedrooms and two baths again with the Primary bedroom/bath retreat being upstairs all to itself. The guest home kitchen and living area is also an open great room design with specular views of nature, the water and boats slowly passing by in the no wake zone. Indian Shores is on the western coast of Tampa Bay with easy access to Tampa and St Petersburg/Clearwater Airports. • This stunning property is walking distance or a short golf cart or bike ride to an array of restaurants, shopping, and amenities • Convenient yachting access to the Gulf of Mexico via Clearwater Pass to the north or Johns Pass to the south • Legal for short-term rentals are allowed making this a great investment opportunity if desired. There are two garage parking spaces in addition to under building parking and an enormous drive way with more than ample guest parking. Live in a vacation paradise full-time or part time with this extraordinary dream oasis. Property is only being offered as a combined package including both 20051 and 20052 Gulf Blvd.
20060 GULF BLVD, INDIAN SHORES, FL 33785
$5,500,000346 Days on yellowkey MLS ID: TB8400575
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3207 Built: 1987 Tax: $68,340 (2024)Community: NoneSingle Family
Taxes:$68,340
Remarks: Welcome to your own private sanctuary on Indian Shores—an exclusive waterfront estate that blends timeless architecture, elevated comfort, and unrivaled Gulf-to-Intracoastal access. This one-of-a-kind property spans both sides of Gulf Boulevard, offering direct beach frontage on the west and private boat access on the east. The eastern parcel features a private, covered dock ideal for boating enthusiasts. Buffered by discreet commercial land, this area offers additional potential for creative expansion, boutique business, or investment. To the west, the main residence rises gracefully above the dunes, allowing you to step directly onto the sand from your private beachfront terrace. Privately commissioned and perfect for those with passion for refined living, the estate was thoughtfully designed for those who appreciate both sophistication and ease. Panoramic Gulf views greet you the moment you step into the elevated living areas, while rich interior finishes and a custom chef’s kitchen elevate every gathering—from vibrant entertaining to peaceful mornings with a sea breeze. The second floor offers an effortless flow: from the expansive living and dining spaces to a family room ready for game nights and two beautifully appointed bedrooms. Ascend to the third-floor master retreat—a true haven in the sky. With a spa-inspired en-suite bath, oversized walk-in wardrobe, and serene sitting area, it’s a place to unwind and watch the sunset melt into the ocean, wine glass in hand. Multiple balconies provide spectacular indoor-outdoor living, ideal for intimate mornings or hosting unforgettable beachside soirées - NEWLY UPDATED and finished with gleaming Ipe wood ceiling, which provides enhanced weather resistance, durability and sustainability for long-term enjoyment and outfitted with new exterior fans for maximal comfort. Below, the first level delivers function and flexibility, with an oversized garage NEWLY UPDATED with custom storage solution and millwork to maximize owner organization and functionality. Garage also includes a private storage room and additional powder/beach bath. A detached guest house completes the estate, offering full privacy for guests or the perfect opportunity for a luxe rental, home office, or artist’s retreat. This is more than a home—it’s a once-in-a-lifetime coastal estate, crafted for those who demand the exceptional. Rarely does such a property become available on one of Florida’s most desirable and exclusive stretches of shoreline.
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (813-839-3800)
Listing Agent: Kathryn Crowe (813-466-8022)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.