Belleair Beach Homes with Key West Architectural style

Welcome to Belleair Beach, a charming city located in Pinellas County, Florida. Known for its pristine beaches and laid-back atmosphere, Belleair Beach is a hidden gem on the Gulf Coast.

If you appreciate the unique charm of Key West architectural style, you'll feel right at home in Belleair Beach. Homes in this area boast the classic features of Key West design, such as metal roofs, pastel colors, and spacious verandas perfect for enjoying the sea breeze.

Imagine waking up to the sound of waves crashing on the shore and enjoying breathtaking sunsets from your own piece of paradise. Whether you're looking for a cozy beach cottage or a luxurious waterfront estate, Belleair Beach offers a variety of homes with Key West architectural style to suit your taste.

With its convenient location near top-rated schools, shopping, dining, and outdoor recreational activities, Belleair Beach is a sought-after destination for those looking to experience the best of coastal living. Don't miss the opportunity to own a piece of paradise in Belleair Beach and immerse yourself in the beauty of Key West-inspired architecture.

Newest Belleair Beach Homes with Key West Architectural style

$3,300,000

4 Beds ⋅ 4 Baths ⋅ Westwind A Sub SubDv. ⋅ 33785 Zip Code ⋅ TB8536678 MLS ⋅ Active Status

Rare opportunity to own a beautifully maintained, elevated Key West–style Gulf-front pool home in the exclusive gated community of Westwinds. This solid block and cement board 4BR/3.5BA home offers 2,964 sq ft heated living space with direct Gulf views, private beach access, and an open floor plan showcasing cathedral ceilings, arched entryways, and upgrades throughout. The gourmet kitchen features custom wood cabinetry, granite counters, a wine fridge, and stainless gas appliances. The primary suite boasts French doors to a Gulf-view terrace, dual walk-in closets, and a spa-style bath with Jacuzzi tub. A first-level in-law suite with a private bath and entry adds versatility, perfect for guests, a nanny, or generational living. Enjoy a private heated saltwater pool with new child safety fence. Hurricane-rated windows and doors, plus elevated HVAC/pool equipment, speak to the home's safety and security. Per the seller, the home remained completely dry through the 2024 hurricane season (X Flood Zone). Recent updates include 3 newer HVAC units, a fire sprinkler system redone in 2025, a new water heater and refrigerator, a new pool pump, an updated panel surge protector, fresh interior paint, and polished travertine floors. Oversized 2 car garage includes 14 foot ceilings and additional storage space. Sold turnkey and fully furnished. A short list of personal items that do not convey is available upon request. HOA covers grounds, exterior, and road maintenance (Only $500/mo). Meticulously maintained. Exceptional quality. History of storm security. Steps to the beach. Schedule your private showing today!

2718 Gulf Boulevard Unit 2, Belleair Beach

$949,000

3 Beds ⋅ 2 Baths ⋅ Ship-A-Hoey Condo SubDv. ⋅ 33785 Zip Code ⋅ TB8524687 MLS ⋅ Active Status ⋅ 812 BLDG.

Welcome to your own piece of Indian Rocks Beach. Perfectly positioned on the Gulf side of Gulf Boulevard, this beautifully furnished three-bedroom, two-bath corner condominium offers the ideal blend of comfort, convenience, and coastal living just steps from the sugar-white sands of the Gulf of Mexico. Located within the intimate Ship-A-Hoey Condominium, a boutique community with only four residences, this home offers privacy while placing you in the heart of one of Pinellas County's most loved beach towns. Whether you're looking for a full-time residence, a vacation getaway, or an income-producing investment, this property offers outstanding flexibility with a minimum three-day rental policy, making it an excellent opportunity for both personal enjoyment and rental income. Inside, the open floor plan is bright and inviting, featuring luxury vinyl plank flooring, solid wood cabinetry, stone countertops, stainless steel appliances, and tasteful coastal finishes throughout. The living and dining areas open to a private west-facing balcony where you can enjoy partial Gulf views and beautiful sunsets after a day at the beach. The primary suite offers a walk-in closet and private bath, while two additional bedrooms provide comfortable accommodations for family and guests. A full-size washer and dryer, private interior laundry closet, dedicated storage closet, and two assigned under-building parking spaces add everyday convenience. Recent exterior improvements, including a new roof and freshly painted exterior, provide added peace of mind. The monthly condominium fee includes water, sewer, trash, exterior maintenance, pest control, and property insurance, creating a low-maintenance ownership experience. With the flexibility to rent every three days, this property presents an excellent opportunity to generate rental income while enjoying everything Indian Rocks Beach has to offer. Waterfront dining, local shops, parks, boating, fishing, and miles of beautiful beaches are all just moments away, making this a place you'll enjoy year-round.

812 Gulf Blvd Unit 3, Belleair Beach

$749,000

3 Beds ⋅ 3 Baths ⋅ Sunset Bay Indian Rocks Beach SubDv. ⋅ 33785 Zip Code ⋅ TB8519337 MLS ⋅ Active Status ⋅ Sunset Bay BLDG.

Live the Ultimate Coastal Lifestyle in this fully renovated, Coastal Contemporary 3-bed, 3-bath, 1,656 sq ft Waterfront Townhome with a Deeded Boat slip and expansive Tandem garage with extensive built-ins & storage in the prestigious Sunset Bay Townhome Community of Indian Rocks Beach. Perfectly positioned on the tranquil Intracoastal Waterway, this boater-friendly residence offers unobstructed waterfront views with the Bay and Gulf of Mexico just minutes away. This freshly re-crafted, open-concept home is filled with natural light, soft coastal hues, two (2) waterfront balconies, lower-level paver patio overlooking the water and beautifully renovated interiors. An Atrium-style entry with shaded seating leads to a nautical, beach-chic Foyer and warm wood staircase ascending to the stunning Main level. The Main level / second floor features an expansive Great Room with Island-inspired tones, porcelain plank tile, an elegant marble Fireplace, and a balcony overlooking the Intracoastal. The seaside-modern Kitchen showcases an extended buffet, designer shaker cabinetry, marble countertops, crown molding, oversized social island, tropical stacked glass subway tile, and stainless-steel appliances—perfect for the Chef who loves to stay connected. A main-level Ensuite Bedroom with high ceilings and a beautifully reworked full Bath is ideal for guests. The Upper-level / third floor Primary Suite offers vaulted ceilings, warm coastal colors, a private waterfront balcony, and a shoreline-chic designer bath with a large shower, double-sink vanity, shiplap accents, and large porcelain tile walls. The transformed walk-in closet features a wood organizer and shelving, high ceiling, and skylight. A second upper-level ensuite bedroom with large windows and artfully angled vaulted ceilings and a renovated ensuite bath completes the upper level. Additional value-added features include a lower-level waterfront extended travertine patio in back, outside the garage, newer Impact-rated sliding glass doors and windows, plantation shutters, three (3) Ensuite bedrooms, Porcelain plank tile flooring, Deeded Boat Slip with a new Lift installed in 2021, new Boat Docks, electric and Seawall caps! Sunset Bay is a boutique 30-unit community with a resort-style heated pool and spa, low HOA fees, and pet-friendly policies (large dogs allowed). Located in the heart of Indian Rocks Beach, golf-cart friendly with parks, playgrounds, a boat ramp, beach access, and vibrant local shops and restaurants—this residence is impeccably prepared for immediate enjoyment. Coastal Elegance meets Modern Luxury in this exceptional Contemporary Waterfront retreat that's a true Boater's Delight!

140 Marcdale Boulevard, Belleair Beach

$385,000

1 Beds ⋅ 1 Baths ⋅ Barefoot Beach Resort Of Indian Shores SubDv. ⋅ 33785 Zip Code ⋅ TB8518110 MLS ⋅ Active Status

Resort-Style Living on the Intracoastal. Welcome to this Coastal Gem! A beautifully maintained 1 bedroom, 1 bathroom ground-floor condo/hotel ideally located on the Intracoastal Waterway in the heart of Indian Shores. Offered fully furnished and move-in ready, this turnkey residence features tile flooring throughout, stainless steel appliances, and an additional bonus room with windows, ideal as a sunroom, or a quiet retreat. Step outside to a semi private fenced shell yard perfect for casual entertaining. This sought-after community has no rental restrictions, allowing minimum one-night stays, making it an excellent short-term rental or investment opportunity, as well as a wonderful option for full-time coastal living. Unit sleeps 6 comfortably. Community amenities include a heated waterfront pool, sundeck, clubhouse, fishing dock, and boat slips available for purchase or rent if available. Enjoy the convenience of deeded beach access just across Gulf Boulevard, easy transportation via the Suncoast Trolley, and close proximity to popular restaurants, shops, and local attractions. The first-floor location offers easy access with no stairs and quick enjoyment of all community amenities. Whether you’re seeking a turnkey vacation rental, a weekend escape, or a primary residence, this fully furnished Intracoastal waterfront condo community delivers the best of Indian Shores living.

19417 Gulf Boulevard Unit F107, Belleair Beach

$1,899,995

7 Beds ⋅ 3 Baths ⋅ Haven Beach Tr B Rep SubDv. ⋅ 33785 Zip Code ⋅ TB8478121 MLS ⋅ Active Status

Virtually Staged. Welcome to your slice of paradise in beautiful, sunny Indian Rocks Beach! This spectacular waterfront single-family residence is just moments from the Gulf, offering an expansive coastal lifestyle and incredible income potential. Boasting seven bedrooms, three full baths, and sprawling living areas, this home is exceptionally spacious. It is perfectly designed to comfortably accommodate large, multi-generational families or serve as an unforgettable getaway for large groups of friends seeking the ultimate waterfront vacation rental. Spend your days lounging by your private waterside pool, taking a short stroll to the pristine sugar-sand beach, and ending every evening mesmerized by spectacular Gulf Coast sunsets. Beyond the sand, you are perfectly positioned near highly sought-after attractions. Enjoy thrills at Splash Harbour Water Park, explore the scenic boardwalks of the Indian Rocks Beach Nature Preserve, and indulge in fresh, local catches at favorites like Guppy's, Crabby Bill's, and the iconic waterfront dining at Salt Rock Grill. With private saltwater canal frontage, a boat ramp, and highly desirable short-term rental flexibility, this property is a unique find for both personal enjoyment and revenue generation. Getting to your coastal retreat is a breeze with close proximity to St. Pete-Clearwater and Tampa International Airports. Don't miss this opportunity to secure a sprawling waterfront haven that perfectly blends the ultimate lifestyle with phenomenal investment potential! (Mortgage savings may be available for buyers of this listing).

330 6th Avenue, Belleair Beach

$634,900

2 Beds ⋅ 2 Baths ⋅ Harbourside At Marker 33 Vacation Condo SubDv. ⋅ 33785 Zip Code ⋅ TB8477066 MLS ⋅ Active Status ⋅ Harbourside Marker 33 BLDG.

2BR/2BA elevated waterfront condo at Harbourside at Marker 33 in Indian Rocks Beach. 3-night rentals allowed. Turnkey 1031 exchange ready. This 2 bedroom, 2 bathroom elevated waterfront condo in Indian Rocks Beach offers 1,110 square feet of interior space and was built in 2016. Approved for short-term rentals with a 3-night minimum and 120-night maximum lease period, the property supports personal use, rental income, or a 1031 exchange strategy. Financing is available. Positioned directly on the Intracoastal Waterway and two blocks from the Gulf beaches, the building is in a flood zone but was constructed in 2016 to a higher elevation and hurricane standards, including hurricane-rated windows. This second-floor unit faces south with water views to the east and west. The 23-foot-wide private balcony overlooks the Intracoastal and nearby boat slips in a designated no-wake zone. The split floor plan allows flexibility for guest stays or dual-use occupancy. Theprimary suite includes a king bed and a walk-in shower. The second suite features two queen beds and a full bath. The open kitchen offers granite counters, shaker cabinetry, luxury vinyl plank flooring, and a breakfast bar that flows into the living area. Washer and dryer (2022) are included. The unit comes fully furnished with decor, televisions, linens, dishware, appliances, and beach gear, allowing immediate rental or personal use withoutadditional setup. Elevator access serves this elevated building. Open parking is located under the structure, and each unit receives one parking pass. WiFi is included. One pet up to 20 pounds is permitted for owners. The HOA fee is $1,660 per month and includes cable TV, internet, WiFi, water, sewer, trash, flood and building insurance, escrow reserves fund, common area taxes, exterior and grounds maintenance, repairs, pest control, pool maintenance, recreational facilities, community pool, These Owners are able to transfer four daily passes (while most units only have two.) to Splash Harbour Waterpark, featuring a 600-foot lazy river, two 42-foot water slides, a kid's zone with slides and a dumping bucket, a resort-style pool, food service, full-service tiki bar, and sundecks overlooking the Gulf of Mexico and the Intercoastal. Rooftop terraces provide additional areas for viewing sunrises and sunsets. From Harbourside at Marker 33, at least ten restaurants and eateries are located within four blocks, including Jimmy Guana’s, The Original Crabby Bill’s, Villa Gallace, Monstah Lobstah, and JD’s Back Porch, Guilty SeaSports Pub, and P.J.’s Oyster Bar, along with nearby shopping. The area is golf cart-friendly and walkable. Clearwater Beach is approximately 7 miles away, Downtown St. Petersburg is approximately 21 miles away, Tampa International Airport is approximately 25 miles away, and Walt Disney World is approximately 91 miles away.

399 2nd Street Unit 216, Belleair Beach

$629,000

2 Beds ⋅ 2 Baths ⋅ Harbourside At Marker 33 Vacation Condo SubDv. ⋅ 33785 Zip Code ⋅ TB8471197 MLS ⋅ Active Status ⋅ Harbourside At Marker 33 BLDG.

Immerse yourself in this fully furnished waterfront condo, just two blocks away from Indian Rocks Beach. Enjoy captivating views of the Intracoastal Waterway from your living space, owner's suite, and private balcony. This desirable 2-bedroom, 2-bathroom unit features a split floor plan, with the option to rent out the second bedroom separately. Kitchen recently redone with all new cabinet doors. Everything you need is included - furniture, wall art, TVs, bedding, towels, dishes, beach gear, and much more. Whether you're seeking a winter retreat, an investment property, or both, this turnkey condo is ready for you. This unique resort-style property allows for short-term rentals, with access to the Splash Harbour Waterpark. Your HOA includes two complementary daily waterpark passes and six discounted passes. Additional annual passes are also available to owners at a discounted rate. Indulge in the waterpark's amenities, including a lazy river, slides, lifestyle pool, splash pad, pirate ship, bars, and restaurants. Relax in the pool or unwind in the cabanas as you sip a drink from the Tiki Bar. Bask in the sunsets from the rooftop sundecks overlooking the Gulf of Mexico. Indian Rocks Beach offers a walkable, and golf cart friendly, community with numerous dining options, ice cream parlors, coffee shops, bakeries, and shopping outlets. Additionally, enjoy easy access to boat, kayak, personal watercraft, and bicycle rentals on site. Situated close to Tampa, Clearwater Beach, and St. Petersburg, this location provides unlimited options for entertainment, culinary delights, sports activities, and cultural venues for year-round enjoyment.

399 2nd Street Unit 215, Belleair Beach

$6,700,000

6 Beds ⋅ 6 Baths ⋅ Acreage & Unrec SubDv. ⋅ 33785 Zip Code ⋅ U8251980 MLS ⋅ Active Status

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.

20052 Gulf Boulevard, Belleair Beach

Start Your Search

This information is deemed reliable but not guaranteed. You should rely on this information only to decide whether or not to further investigate a particular property. BEFORE MAKING ANY OTHER DECISION, YOU SHOULD PERSONALLY INVESTIGATE THE FACTS (e.g. square footage and lot size) with the assistance of an appropriate professional. You may use this information only to identify properties you may be interested in investigating further. All uses except for personal, non-commercial use in accordance with the foregoing purpose are prohibited. Redistribution or copying of this information, any photographs or video tours is strictly prohibited. This information is derived from the Internet Data Exchange (IDX) service provided by San Diego MLS®. Displayed property listings may be held by a brokerage firm other than the broker and/or agent responsible for this display. The information and any photographs and video tours and the compilation from which they are derived is protected by copyright. Compilation © 2026 San Diego MLS®,