Sarasota's Premier Homes

Key West

19134 WHISPERING PINES DRIVE

INDIAN SHORES , FL 33785

MLS#: TB8470341

$1,070,000

Status: Active
Listing number: TB8470341
Listing provided by: PREMIER SOTHEBY'S INTL REALTY
Listing agent phone: None
Last update: 11 days ago
On site: 16 days ago
Browse Properties
GULF VIEW CABIN VILLA - Residential

Property

Beds

4

Full Baths

3

1/2 Baths

None

Year Built

2007

Sq.Footage

2,424

Discover coastal elegance in this expansive Key West–style townhome on Gulf Boulevard in Indian Shores, directly across from the beach with sweeping Gulf views. Offering over 4,000 total square feet and 2,424 square feet of interior living space, this turnkey, fully furnished retreat features four bedrooms and three full baths, soaring 10-foot ceilings, a two-car garage and elevator access to every floor. The ground level welcomes you with a covered porch and a generous lanai with seating and an in-ground hot tub, while the second floor opens to a spacious living and dining area that leads to an ocean-facing patio and a well-appointed kitchen with granite counters, solid wood cabinetry, quality appliances and a gas range. A convenient laundry and a bedroom suite with private balcony complete the second floor. The top level is devoted to a huge primary suite with its private balcony and water views, and the remaining bedrooms also offer balcony access. Baths have been stylishly renovated with custom tile and glass, and modern upgrades include a tankless water heater, new HVAC (2025), storm-rated windows and sliding glass doors, plus smart thermostat and door entry. Successfully used as a second home and income-producing property with strong, verifiable bookings, this home has no HOA minimum rental restrictions, an ideal luxury beach escape or profitable investment. Schedule a showing today to experience turnkey coastal living.

Features & Amenities

Interior

  • Other Interior Features

    Crown Molding, Elevator, High Ceilings, Stone Counters, Walk-In Closet(s)

  • Total Bedrooms

    4

  • Bathrooms

    3

  • Cooling YN

    YES

  • Cooling

    Central Air

  • Fireplace YN

    NO

  • Heating YN

    YES

  • Heating

    Central

  • Pet friendly

    Yes

Exterior

  • Garage

    Yes

  • Garage spaces

    2

  • Construction Materials

    Block

  • Other Exterior Features

    Balcony

  • Parking

    Driveway, Attached

  • Pool

    No

  • Waterfront YN

    NO

  • View

    Water

Area & Lot

  • Lot Size(acres)

    0.06

  • Property Type

    Residential

  • Property Sub Type

    Townhouse

  • Architectural Style

    Key West

Price

  • Sales Price

    $1,070,000

  • Tax Amount

    $13,255.19

  • Sq. Footage

    2, 424

  • Price/SqFt

    $441

HOA

  • Association

    Yes

  • Association Fee

    $500

  • Association Fee Frequency

    Annually

  • Association Fee Includes

    N/A

  • Total Monthly Fees

    $41.67

School District

  • Elementary School

    Bauder Elementary-PN

  • Middle School

    Seminole Middle-PN

  • High School

    Seminole High-PN

Property Features

  • Stories

    3

  • Foundation Details

    Block

  • Ownership

    Fee Simple

  • Senior Community YN

    NO

  • Sewer

    Public Sewer

  • Tax Lot

    8

  • Water Source

    Public

Schedule a Showing

Showing scheduled successfully.

<
>
IN PERSON
VIA CHAT

What is 3 + 4 ?


Change time

Mortgage calculator

Estimate your monthly mortgage payment, including the principal and interest, property taxes, and HOA. Adjust the values to generate a more accurate rate.

Your payment

Principal and Interest:

$

Property taxes:

$

HOA fees:

$

Total loan payment:

$

Total interest amount:

$

Location

County

Pinellas

Elementary School

Bauder Elementary-PN

Middle School

Seminole Middle-PN

High School

Seminole High-PN

Listing Courtesy of Michael Perez PA , PREMIER SOTHEBY'S INTL REALTY

RealHub Information is provided exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. RealHub website owner shall not be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless.

Agent Michael Graf

Business Coach | Executive Sales Associate | Realtor®

Michael Graf

Call Michael today to schedule a private showing.

(941) 315-6980

michael@thegrafgroupvip.com


* Listings on this website come from the FMLS IDX Compilation and may be held by brokerage firms other than the owner of this website. The listing brokerage is identified in any listing details. Information is deemed reliable but is not guaranteed. If you believe any FMLS listing contains material that infringes your copyrighted work please click here to review our DMCA policy and learn how to submit a takedown request.© 2024 FMLS.
Discover coastal elegance in this expansive Key West–style townhome on Gulf Boulevard in Indian Shores, directly across from the beach with sweeping Gulf views. Offering over 4,000 total square feet and 2,424 square feet of interior living space, this turnkey, fully furnished retreat features four bedrooms and three full baths, soaring 10-foot ceilings, a two-car garage and elevator access to every floor. The ground level welcomes you with a covered porch and a generous lanai with seating and an in-ground hot tub, while the second floor opens to a spacious living and dining area that leads to an ocean-facing patio and a well-appointed kitchen with granite counters, solid wood cabinetry, quality appliances and a gas range. A convenient laundry and a bedroom suite with private balcony complete the second floor. The top level is devoted to a huge primary suite with its private balcony and water views, and the remaining bedrooms also offer balcony access. Baths have been stylishly renovated with custom tile and glass, and modern upgrades include a tankless water heater, new HVAC (2025), storm-rated windows and sliding glass doors, plus smart thermostat and door entry. Successfully used as a second home and income-producing property with strong, verifiable bookings, this home has no HOA minimum rental restrictions, an ideal luxury beach escape or profitable investment. Schedule a showing today to experience turnkey coastal living.

19134 WHISPERING PINES DRIVE

Message successfully sent.

What would you like to know?

What is 3 + 4 ?

Related Properties

New on site 1 day ago
Life is short, BUY THE BEACH HOUSE! PRICED TO SELL QUICKLY! Welcome Home to your stunning, fully furnished, turn-key (all furniture, kitchenware, decorations, and linens included), 2nd floor luxury condo unit at Dolphin Key, located directly on the Intracoastal Waterway in beautiful Indian Shores within walking distance of several great restaurants. Recently built in 2017 in compliance with the latest Florida hurricane building codes, this unit had ZERO DAMAGE FROM THE 2024 STORMS. Owners in this exclusive 30-unit community enjoy the added safety of post-tension reinforced concrete construction, concrete pile raised foundation, reinforced concrete/metal standing seam roof, HURRICANE RATED IMPACT WINDOWS AND DOORS throughout each unit, and monitored interior fire alarm/sprinkler systems. The entire building was painted in October 2023 and looks brand new, and the HOA board is very friendly and proactive in keeping the building and grounds in pristine condition. Relax and enjoy panoramic Intracoastal Waterway views from your massive 20' x 30', 600 square foot terrace (only 2nd floor units have a 20' x 30' terrace, all other units have 10' x 30' balconies) or take a short walk across Gulf Blvd to enjoy beach access to the sugar sand Indian Shores beaches and turquoise waters of the Gulf of Mexico. You will fall in love with this open concept condo the moment you walk through the front door. 1,560 sq ft, 3 large bedrooms, 2 full bathrooms, 1 under building assigned parking space, 1 parking lot assigned parking space, plenty of guest parking, and deeded use of Cabana 10 to store all of your beach gear. The kitchen was remodeled in 2019 and features 42" KraftMaid custom wood cabinetry with soft close hinges, pantry cabinet, Lazy Susan, oversized quartz countertops, and stainless-steel appliances. This very energy efficient unit also features a tankless hot water heater. The large master bedroom with Intracoastal Waterway views and sliding door access to the terrace also includes a large walk-in closet and an ensuite bathroom with a walk-in shower. Bedrooms 2 and 3 are spacious and have plantations shutters. All 3 bedrooms have brand new luxury vinyl plank flooring. Building extras include keypad coded access to the lobby and amenities areas, large fishing dock open to all residents, heated swimming pool and spa, 2 community bbq grills with piped in natural gas, fire pit with outdoor seating, gazebo, kayak storage racks, and a GATED DOG PARK AREA on the south side of the building. Dolphin Key pet policy is 2 pets allowed, dogs and/or cats, 1 pet up to 50 lbs. or 2 pets not to exceed 50 lbs. in combined weight. Don't miss this great opportunity to be an owner in this exclusive condo community. This one won't last long. Make your private showing appointment today!
#TB8477831

INDIAN SHORES

19519 GULF BOULEVARD 202

3 Beds

2 Baths

1,560 Sq.Ft.

$995,000

MLS#: TB8477831

Price reduced
Beautifully updated 3 bedroom and 2 bath condo. This is the perfect beach getaway or income producing rental property, turn key and fully furnished(All Furnishings/Decorations Convey). The unit has an open kitchen/dining/living space with a split bedroom floor plan. Porcelain tile is laid throughout the living areas and there is tile in all bedrooms. The kitchen is fully updated with white shaker cabinets, soft close drawers/cabinets, and KitchenAid appliances along with quartz countertops. The Master Bedroom features an en-suite bathroom with dual sinks and walk-in closet. There is a view of the Gulf from the Master along with a door that leads out to the balcony. The 2nd bathroom has a walk-in shower to accompany the other 2 large bedrooms. This unit also offers a full-size washer/dryer w/ additional storage behind the coastal chic barn door. Beach Palms is located on the gorgeous Indian Shores Beach. It is conveniently located by Park Blvd bridge with easy access to groceries, shops, pubs, and boutiques. The complex offers a heated saltwater pool overlooking the beach. There are gas grills and showers/restrooms available as well. HOA includes: Common Area Taxes, Escrow Reserves Fund, Insurance, Maintenance Exterior, Landscaping, Maintenance Grounds, Manager, Pest Control, Pool Maintenance, Sprinkler system (inside condo) maintained by condo association, garbage/waste, and water provided. Units can be rented weekly, monthly or annually.
#TB8465060

INDIAN SHORES

18450 GULF BOULEVARD 103

3 Beds

2 Baths

1,375 Sq.Ft.

$899,000

MLS#: TB8465060

This furnished three-bedroom, two-bath condo sits Gulf-front in the Sand Castle in Indian Shores. From the master bedroom and the open kitchen, dining, and living room, you see the Gulf—dolphins moving through the light and sunsets that finish the day right. The second and third bedrooms look east to the Intracoastal, quiet and steady, with plantation shutters on the windows. The unit has been fully updated with quality finishes, featuring vinyl flooring throughout, made for beach days and bare feet. The kitchen is finished with quartz counters, a tile backsplash, and stainless appliances, opening cleanly into the living space. Both bathrooms are upgraded with tiled walk-in showers. Impact windows and sliders lead to a wide private balcony that runs the length of the unit, with hurricane shutters and a storage closet for chairs and gear. A washer and dryer are inside. Furnishings are newer and included. The building is well kept, with a new roof and updated elevators. Owners and guests have use of a heated pool, large spa, landscaped grounds, barbecue area, game room, library, and an owners-only clubhouse with kitchen, gathering space, and fitness equipment. Assigned parking sits under the building, with guest parking available. No pets. The beach is steps away, with a local pub across the street and Tampa International Airport and Busch Gardens an easy drive. Weekly rentals are allowed, offering strong income potential.
#TB8467598

INDIAN SHORES

20000 GULF BOULEVARD 707

3 Beds

2 Baths

1,060 Sq.Ft.

$1,200,000

MLS#: TB8467598

Understated Elegance in Waterside Community, Indian Shores! Discover luxury living in this beautifully appointed and perfectly designed four-story townhome. Waterside is a community of townhomes ideally located just steps from the beach and the Intracoastal, offering a community dock and enabling you to enjoy all the watersports you can think of. With 4 bedrooms, 3.5 baths, and 2,300 square feet, this home perfectly blends comfort and elegance with beach living at its very best. The second floor is a light and bright gathering place, featuring a stunning living area with a large front porch that is joined by the kitchen, an eating area, a powder room, and one of the balconies, perfect for enjoying morning coffee or a meal. Any chef will love the luxury kitchen that includes upgraded appliances, solid wood cabinetry, gas stove cooking, and a massive island finished in leathered granite. Moving on up to the third floor is dedicated to a luxurious primary suite, featuring an en-suite bath with dual sinks, an oversized shower, and a spacious walk-in closet, and of course, a private balcony with views of the blue-green gulf. This floor also houses additional guest rooms and a beautifully designed full bath. For ease, the laundry room is also on this floor. Take the stairs or save your knees and use the private elevator to the fourth floor to find a huge bedroom, a bonus room, a playroom office, or whatever you can dream of. This level has a full bath and a gorgeous balcony for a view of magnificent sunsets. The home features 10-foot ceilings on the second floor and 9-foot ceilings on the other floors, with upgraded tile on the main floor and beautiful wood floors on the third and fourth floors. Additional highlights include a three-car garage with extra storage and a high ceiling. A tankless water heater, full-house filtration system, and custom closets are a few of the extras included to make life a little bit easier. If you are not at the beach or enjoying watersports, meet your neighbors at the sparkling pool with grilling area, situated in the middle of the community, just steps from your home. The property also welcomes your four-legged family members and is just minutes from Clearwater/St. Pete dining, nightlife, and shopping. 30 minutes to Clearwater/ St Petersburg airport and 40 minutes to Tampa International. Whether you want to be on the go or just relax your way, you can! What more can you ask for? It is all here. Don’t miss the opportunity to own this slice of paradise in the sought-after Waterside community!
#TB8463700

INDIAN SHORES

19915 GULF BOULEVARD 204

4 Beds

3 Baths

2,298 Sq.Ft.

$1,080,000

MLS#: TB8463700

Stunning, fully furnished waterfront condo with deeded boat slip and lift. Located in a gated intracoastal community directly across the street from the beach. This exceptional end unit residence offers the best of both worlds: boating at your doorstep and easy beach access. The end unit location provides additional windows for abundant natural light and expanded, panoramic water views. This home is turnkey and beautifully appointed with professionally curated furnishings, custom window treatments including automated shades and designer finishes. The living and dining areas overlook the spacious 30' waterfront balcony with amazing waterfront views. Thoughtful details and high-quality pieces create a refined yet comfortable coastal atmosphere. The primary suite enjoys direct balcony access and serene water views, along with an ensuite bath featuring dual sinks, stone countertops, and an oversized walk-in shower. The second bedroom offers water views, while the third bedroom provides flexible space for guests, a home office, or both. Boaters will appreciate the included deeded boat slip with a 13,000 lb. lift, offering quick and easy access to the intracoastal waterway. Additional conveniences include two reserved parking spaces, one equipped with an electric car charger, and a private poolside cabana for storing beach gear, kayaks, and all the essentials for a day on the water. Pet-friendly allowing 2 pets with a dog park nearby. 30 day rental policy. The Anchorage is a private community of only 21 residences featuring secure coded entry, a heated pool and spa, grilling area, lounge space, and a fishing dock. Enjoy sunrise views over the intracoastal and sunsets on the Gulf across the street. Built in 2022, the community has no proposed assessments. This is what waterfront living is all about.
#TB8465957

INDIAN SHORES

20001 GULF BOULEVARD 301

3 Beds

2 Baths

1,555 Sq.Ft.

$1,250,000

MLS#: TB8465957

Now is your time to live the good life at Waterside of Indian Shores! This 4 level townhouse with Gulf and Intercoastal views includes 4 bedrooms and 4 baths, is 2,236 sq/ft and fully and tastefully furnished. A boat slip with 10,000 lb. lift is available for an additional $150,000. The home is newer constructed and solid with concrete block on all 4 levels, pilings to bedrock, metal roof, and Miami-Dade storm-rated windows/doors, offering peace of mind and luxurious comfort. A private elevator services all four floors, leading to a chef’s kitchen featuring solid wood cabinetry, quartz countertops, a gas range, and stainless-steel appliances. The open-concept design flows seamlessly onto multiple balconies, providing views of both the Intracoastal Waterway and the Gulf of America. High-end Restoration Hardware and Crate & Barrel furnishings are included, making it truly move-in ready—even the kayaks, and beach gear convey with the sale! The 2017 Sea-Doo Jet Skis are included with the highly sought-after boat slip and 10,000 lb lift if purchased separately. A spacious fourth-level bonus room (potential 4th bedroom) and an oversized 3-car garage provide ample space and flexibility. Enjoy community amenities like a heated pool and grilling station, walk directly across Gulf Blvd to the white sandy beaches to take in the most amazing sunsets you have ever seen. Waterside is close to so many popular restaurants, shops and more! Just 40 minutes to Tampa International Airport and an even closer drive St. Pete/Clearwater Airport. Explore all of the unique beach towns, spectacular views, boating, fishing, snorkeling, paddle boarding, wildlife viewing and so many more activities living in famous Pinellas County - the best of the Florida coastal lifestyle. Schedule your private showing today!
#TB8465342

INDIAN SHORES

19915 GULF BLVD 605 605

4 Beds

3 Baths

2,236 Sq.Ft.

$1,049,900

MLS#: TB8465342

Experience maintenance-free waterfront living in one of Indian Shores’ most desirable communities. This RARELY AVAILABLE Dolphin Key condo residence combines luxury, location, and lifestyle—offering the perfect blend of beach access, BOATING convenience, and modern elegance. Built in 2017, this luxurious 2nd-floor, END-UNIT residence offers exquisite craftsmanship, designer finishes, and sophisticated coastal contemporary style throughout. Professionally decorated and being offered FULLY FURNISHED, this stunning waterfront condo is truly turnkey and ready for your personal getaway or as a PERFORMING INVESTMENT PROPERTY. Located in the highly sought-after Dolphin Key Condos in Indian Shores, this premier corner residence delivers incredible, unobstructed views of the Intracoastal Waterway. Just steps from miles of crystal award-winning sand beaches, the community also features PRIVATE DOCK ACCESS, a resort-style heated pool and spa, waterfront recreation deck, kayak storage, gazebo, fire pit, boardwalk promenade, and barbecue grilling area—offering endless opportunities for boating, fishing, kayaking, or simply relaxing by the water. Across the street, enjoy convenient Gulf BEACH ACCESS and breathtaking sunset views. This beautifully appointed 3-bedroom, 2-bath home features an OPEN FLOORPLAN designed for effortless entertaining. The kitchen, dining, and living areas flow seamlessly together, highlighted by high ceilings, and IMPACT-RATED triple sliding doors that open to an EXPANSIVE 20' x 30' balcony overlooking the water. The outdoor space serves as a true extension of the living area—perfect for morning coffee, evening cocktails, or watching dolphins pass by. The gourmet kitchen is thoughtfully designed with granite countertops, stainless steel appliances, custom cabinetry, and a large breakfast bar that anchors the home. The spacious master suite is a private retreat with direct access to the balcony through TRIPLE SLIDERS, complete with a king-size bed, two walk-in closets, dual vanities and a large two-person walk-in shower. Two additional generously sized bedrooms with large closets offer comfort and versatility, with plantation shutters and views of the Gulf of Mexico. Additional highlights include hurricane-rated doors and windows, Nest thermostat, tile flooring, inside full-size laundry, and TWO ASSIGNED PARKING SPACES—one covered under the building and one exterior space, plus ample guest parking. Whether you prefer to spend your days on the beach, morning Joe at the Voila-Merci French bakery in front, dining at nearby local favorites like the award-winning Salt Rock Grill, or exploring Historic John’s Pass with its water sports, dolphin cruises, and seafood restaurants, this location offers the best of Florida’s coastal lifestyle. Enjoy the Town's parks, playgrounds, exquisite restaurants, active tennis & pickleball courts, and world-famous wild sea bird sanctuary. This property can be and has been RENTED MONTHLY with an available PROPERTY MANAGER IN PLACE, with strong verifiable rental history and confirmed future reservations. Wait no longer, take advantage of this golden opportunity now!
#TB8464386

INDIAN SHORES

19519 GULF BOULEVARD 206

3 Beds

2 Baths

1,640 Sq.Ft.

$1,195,000

MLS#: TB8464386

Price reduced
Florida living at its finest. Truly turnkey, just bring your toothbrush. Welcome to this stunning, gated waterfront community with breathtaking open water views. Boasting over 220 feet of direct frontage on the intracoastal waterway, this luxurious development offers the perfect blend of coastal charm and modern elegance. Step inside this designer showplace condo and be greeted by a bright, open interior floor plan. The coastal plank ceramic tile flooring throughout creates a sense of continuity and flow, while the neutral furnishings and finishes are designed to create a calming, serene living experience. With over 1450 square feet of interior living space and a generous 30-foot-wide waterfront balcony, this 3-bedroom, 2-bathroom condo offers ample space for relaxation and entertainment. Enjoy outdoor dining just off the living area on the balcony overlooking the waterway. The updated kitchen features stone countertops, a GE Cafe Series stainless steel appliance package with a French door refrigerator freezer, stainless steel undermount kitchen sink, Moen kitchen faucet with integrated sprayer, and under cabinet lighting. The primary suite opens out to the 30-foot-wide waterfront balcony and features a luxury bathroom with stone countertops, dual undermount sinks, Moen faucets, and an oversized shower with a frameless glass enclosure. The Anchorage Condo offers lush tropical landscaping and a range of amenities, including a formal lobby with high-speed elevator service, a heated pool with heated spa, fenced perimeter, gated security entrance, BBQ grilling and lounge area, and a fishing dock. Owners have two reserved parking spaces (one under the building and one in front) and can enjoy direct access to the beautiful Gulf Beach just across the street. Take a moment to bask in the lush greenery of the Park area, located just a few steps away from the parking lot. This idyllic spot is perfect for taking your furry friends for a leisurely stroll along 200th Avenue. This coastal residence was created for the most discerning and appreciative of design. With a thirty-day minimum rental and no more than three times a year, this is the perfect opportunity to experience the ultimate in coastal living.
#TB8465277

INDIAN SHORES

20001 GULF BOULEVARD 405

3 Beds

2 Baths

1,455 Sq.Ft.

$1,200,000

MLS#: TB8465277

Looking for the perfect mix of investment opportunity and personal beach retreat? Welcome to Sand Castle III, a highly sought-after 7-day rental building in beautiful Indian Shores. This rare northwest corner penthouse is all about views, space, and flexibility—whether you want to enjoy it yourself or let it work for you. Step inside and you’ll find a bright, open layout with a living, dining, and kitchen combo that’s ideal for entertaining. The updated kitchen features granite countertops, and the condo comes fully furnished, so you can start enjoying or renting right away. The primary suite opens directly to the Gulf-front balcony—perfect for morning coffee or evening sunsets. Why you’ll love it: Unmatched views of the Gulf and Intracoastal from two private balconies Three bedrooms, two baths, plenty of space for family or guests Full-size washer/dryer, ceramic tile in main areas Heated pool, spa, gas grills, and direct beach access Why investors love it: Short-term rental friendly (7-day minimum) Proven rental history and strong demand for Gulf-front stays Sold turnkey and ready to generate income Located in the heart of Indian Shores, you’re steps from the sand and close to dining, shopping, and entertainment. This is a rare chance to own a piece of paradise that pays for itself. Schedule your showing today—this one won’t last!
#TB8455678

INDIAN SHORES

20040 GULF BOULEVARD 605

3 Beds

2 Baths

1,280 Sq.Ft.

$1,225,000

MLS#: TB8455678

- property

Send a message

Message successfully sent.

Your message

What is 3 + 4 ?

Reason for contacting?

Sign Out

Virtual Assistant

Would you like to take the next step with this property? We can help you schedule a showing or virtual tour, or send you more details.

Yes, I would like more information.

Thank You for Your Reply, One of Our Agents will contact you as soon as possible

No, maybe later.

Thank you, you can always contact me via email, phone number or through the contact form.

Realhub AI

Lucy - Your AI-Powered Realtor

Update Your Temporary Password

Personalize your search

Enter your email and we'll notify you immediately when new listings match what you're looking for.

or enter email address

Already have an account ? Login here

Continue your home search

Already have an account ? Login here

We use cookies

We use cookies primarily for analytics to enhance your experience. By accepting, you agree to our use of these cookies. You can manage your preferences or learn more about our cookies policy.

Privacy Policy Terms of Service