Anna Maria Homes with Gulf/Ocean - Full View

Anna Maria Homes with Gulf/Ocean - Full View

Welcome to Anna Maria, Florida – a hidden gem nestled on the stunning Gulf Coast, where the sun-kissed beaches meet charming coastal living. This quaint island city, known for its laid-back atmosphere and picturesque scenery, offers a unique blend of tranquility and vibrant community spirit. With its sugary-white sands and crystal-clear waters, Anna Maria is a haven for beach lovers, outdoor enthusiasts, and anyone seeking a slice of paradise.

When it comes to real estate, Anna Maria boasts an impressive selection of homes with breathtaking Gulf and ocean views. Imagine waking up every morning to the gentle sound of waves lapping against the shore and the warm glow of the Florida sun spilling into your living space. These homes, designed with coastal elegance in mind, offer expansive windows that frame panoramic vistas of the shimmering Gulf, creating a seamless connection between indoor and outdoor living.

Whether you’re looking for a charming beach cottage, a luxurious waterfront estate, or a cozy bungalow, Anna Maria’s real estate market has something for everyone. Each property is not just a home; it’s an invitation to embrace a lifestyle filled with sun-soaked days, leisurely strolls along the beach, and mesmerizing sunsets that paint the sky in hues of orange and pink.

With a strong sense of community, delightful local shops, and a plethora of recreational activities, Anna Maria is more than just a destination; it’s a place to call home. Discover your dream home with Gulf and ocean views in this enchanting coastal paradise, where every day feels like a vacation.

Newest Anna Maria Homes with Gulf/Ocean - Full View

$1,615,000
3 Beds ⋅ 3 Baths ⋅ Moorings Of Sand Key The SubDv. ⋅ 33767 Zip Code
Extremely Rare Gulf-View Waterfront Estate in Sand Key's Most Exclusive Gated Community Experience spectacular western sunsets and panoramic Gulf views from this exceptional waterfront estate, located within The Moorings of Sand Key—the only gated single-family waterfront community of its kind on Sand Key. Designed in timeless Florida style, this elegant residence offers 2,306 square feet of beautifully appointed living space with three bedrooms, three bathrooms, and a spacious second-floor loft that captures breathtaking Gulf and Intracoastal views. Soaring ceilings, abundant natural light, and expansive waterfront vistas create a bright, inviting atmosphere throughout. The well-appointed kitchen features solid wood cabinetry, granite countertops, stainless steel appliances, and a wet bar complete with a wine cooler—perfect for entertaining. The highly desirable first-floor primary suite overlooks the water, offering peaceful views and exceptional convenience. Upstairs, the versatile loft provides a stunning vantage point to enjoy unforgettable sunsets, watch dolphins swim by, or simply relax while taking in the million-dollar views of the Gulf of Mexico and Intracoastal Waterway. Outdoor living is equally impressive. A screened-in lanai surrounds the private pool, while an extended composite sun deck offers the perfect setting for waterfront entertaining or quiet evenings by the water. For boating enthusiasts, this property is truly unmatched. The protected deep-water dock features water and electric service, a 32,000-pound boat lift (installed in 2018), an additional wet slip, and a dedicated WaveRunner lift—providing ample accommodations for a yacht, sailboat, or personal watercraft. With no fixed bridges to the Gulf of Mexico, you'll enjoy effortless access to open water from this protected Intracoastal harbor. Constructed with concrete block on pilings at a high elevation, the home offers lasting durability while helping keep flood insurance costs low. Electric hurricane shutters protect the upstairs windows and rear patio for added peace of mind. Located within the prestigious 24-hour guard-gated Moorings of Sand Key, this exclusive residence delivers privacy, security, and an exceptional waterfront lifestyle. Notably, both the community and this home remained high and dry throughout the 2024 hurricane season, reflecting the property's superior elevation and location. Just a short stroll to beach access and conveniently situated near the guard gate, this rare waterfront offering combines luxury, security, world-class boating, and some of the most spectacular sunset views on Florida's Gulf Coast.

1620 Sand Key Estates Court, Clearwater Beach
$3,250,000
5 Beds ⋅ 3 Baths ⋅ Coney Island SubDv. ⋅ 33706 Zip Code
Own one of Treasure Island's rarest beachfront compounds. Featuring The Pink Flamingo and The Blue Dolphin—two fully renovated Gulf-front homes generating nearly $300,000 in annual gross rental income—this turnkey legacy property offers the perfect blend of luxury living, proven cash flow, and irreplaceable direct beach frontage. Celebrated for their distinctive 1950s retro coastal theme, The Pink Flamingo and The Blue Dolphin have become iconic beachfront destinations, where vintage Old Florida charm meets modern comfort. Every detail has been thoughtfully designed to capture the nostalgia of a bygone era while providing today's guests with the quality and amenities they expect. The result is a truly memorable experience that has earned nothing but 5-star reviews and a loyal base of repeat visitors who return year after year. Behind the timeless aesthetic lies a property that has been meticulously updated for peace of mind and long-term value. Both homes feature impact-rated windows and doors, combining enhanced storm protection with energy efficiency, quiet interiors, and abundant natural light—all while preserving their unique character and curb appeal. With an established rental business, proven financial performance, and nearly $300,000 in annual gross revenue, you'll step into immediate cash flow while enjoying the flexibility to use the property however you choose. Live in one home and rent the other, continue operating both as premier vacation rentals, or create the ultimate multi-generational beachfront retreat for family and friends. The Pink Flamingo offers spacious accommodations, vibrant retro-inspired décor, and breathtaking Gulf views that make every stay unforgettable. Just steps away, The Blue Dolphin complements the experience with its own distinctive personality and inviting atmosphere, creating the perfect pairing for larger groups, extended families, or dual rental opportunities. Together, they form a one-of-a-kind beachfront compound that simply cannot be replicated. Step outside and the Gulf of Mexico becomes your backyard. Spend your mornings with coffee overlooking the water, your afternoons with your toes in the sugar-white sand, and your evenings watching spectacular sunsets from your private beachfront oasis. It's the quintessential Florida lifestyle that guests rave about and one that few properties can truly offer. For investors, the value extends well beyond the real estate itself. You're acquiring an established hospitality business with a proven operating history, exceptional guest satisfaction, and a recognizable identity that sets it apart in a competitive market. The combination of all 5-star ratings, repeat clientele, and turnkey operations provides a solid foundation for continued success from day one. Perfectly situated in the heart of Treasure Island, you're just minutes from waterfront dining, shopping, boating, entertainment, and John's Pass while still enjoying the privacy and tranquility of direct beachfront living. Properties offering two separate Gulf-front homes, a proven six-figure income stream, distinctive branding, modern upgrades, and an irreplaceable location are extraordinarily rare. The Pink Flamingo and The Blue Dolphin are more than vacation rentals—they are beloved destinations that blend nostalgia, luxury, and investment potential into one unforgettable opportunity. Note - There is also a second lot included that is in front of the lot with the houses.

12609 Sunshine Lane, Treasure Island
$249,900
2 Beds ⋅ 2 Baths ⋅ Sand Pebble Pointe Condo 03 SubDv. ⋅ 34668 Zip Code
Wake up to breathtaking Gulf views from this beautifully updated 2-bedroom, 2-bath waterfront condominium located on the 4th floor of the highly sought-after, guard-gated community of Sand Pebble Pointe. Overlooking the community pool, private beach area, and the sparkling waters of the Gulf of Mexico, this move-in-ready residence offers the perfect blend of comfort and coastal living. Inside, you'll find an updated kitchen featuring elegant quartz countertops, stainless steel appliances, and ample cabinetry, all complemented by beautiful bamboo flooring that flows throughout the home. Large windows fill the living spaces with natural light while showcasing the spectacular waterfront views. Offered furnished, this home includes all appliances, making it an ideal full-time residence, seasonal retreat, or investment opportunity. The unit also includes a dedicated covered parking space (#44) and a private storage room (#44) for added convenience. Experience the best of Florida waterfront living in the highly desirable Sand Pebble Pointe. This resort-style, guard-gated community offers scenic waterfront boardwalks, a private marina with direct Gulf access (boat slips subject to availability), a community boat ramp, fishing pier, multiple heated pools, clubhouse, fitness center, tennis and pickleball courts, and beautifully maintained grounds. Conveniently located near shopping, dining, parks, and vibrant downtown New Port Richey, this exceptional community offers the perfect combination of resort-style amenities and everyday convenience.

4650 Bay Boulevard Unit 1044, Port Richey
$669,000
2 Beds ⋅ 2 Baths ⋅ Redington Towers Bldg 2 Condo SubDv. ⋅ 33708 Zip Code
Direct, unobstructed Gulf views from the 8th floor of Redington Towers Building 2. This corner 2-bedroom, 2-bath residence offers 1,330 SF with water views from nearly every room. Offered FURNISHED — arrive with a suitcase and start living the beach life the same day — and owners are willing to sell unfurnished as well. The open great room and dining area flow from a roomy kitchen with granite counters, wood cabinetry, and closet pantry, straight out to the private balcony, where sunset over the Gulf is the nightly show. Both oversized bedrooms are bright, with the primary enjoying Gulf views right from bed. Impact windows throughout, plus hurricane shutters on the main living areas, and the A/C (new 2020) has documented maintenance with a clean 2025 service report. The answer to today's #1 condo question: this building's milestone inspection and Structural Integrity Reserve Study are COMPLETE and the sellers' share is fully paid. A clean, inspected building for the new owner. Redington Towers is a gated, 24-hour guard-attended Gulf-front community: heated waterfront pool, clubhouse, fitness center, billiard room, library, BBQ area, covered parking with EV charging, and private storage (parking + storage convey). Set on the white sand of Redington Shores, one of Pinellas County's most desirable beach stretches, minutes to dining and shopping, 25 minutes to St. Pete–Clearwater International and about 40 to Tampa International. Full-time residence, beach retreat, or income property (leasing permitted, 90-day minimum each association). No-pet community. Easy appointment showings. Come watch a sunset from the balcony.

17920 Gulf Boulevard Unit 803, Redington Shores
$644,900
2 Beds ⋅ 2 Baths ⋅ Surfside Tower Condo SubDv. ⋅ 33708 Zip Code
LIVE THE FLORIDA BEACHFRONT LIFESTYLE! Wake up to breathtaking direct Gulf of Mexico views from this stunning 9th-floor condo in highly desirable Madeira Beach! Perfectly located just north of John's Pass Village & Boardwalk, this exceptional residence offers private beach access and the ultimate coastal lifestyle. Enjoy panoramic views of the Gulf of Mexico from your private screened balcony, the perfect place to relax and take in unforgettable sunsets. This spacious 2-bedroom, 2-bathroom condo features a desirable split-bedroom floor plan, ceramic tile flooring throughout, an updated primary bathroom, and the convenience of an in-unit washer and dryer. Both bedrooms feature spacious walk-in closets and their own private en-suite bathrooms, offering exceptional comfort, privacy, and ample storage for owners and guests. The well-maintained community offers outstanding resort-style amenities, including a heated beachfront pool spa, fitness center, library, and billiards room. Whether you're searching for a full-time residence, a vacation getaway, or an investment opportunity, this condo is ideally located just minutes from John's Pass, waterfront restaurants, shopping, entertainment, and grocery stores. Don't miss your chance to own a Gulf-front condo with spectacular panoramic water views in one of Madeira Beach's most sought-after communities. Schedule your private showing today!

15462 Gulf Boulevard Unit 903, Madeira Beach
$575,000
2 Beds ⋅ 2 Baths ⋅ Landmark Towers 1 SubDv. ⋅ 33767 Zip Code
LANDMARK TOWERS is a gated community on SAND KEY. This two bedroom, two bath condo is offered fully furnished and ready to occupy or lease. Direct and unobstructed view of the beach and Gulf. LANDMARK TOWERS I offers tennis and pickleball courts, heated pool and spa, shuffleboard and locked bicycle and kayak storage on ground floor. Assigned under building parking space and plenty of guest parking. Convenient storage locker located in laundry room across the hall. This is a gated community with guards 24/7. Easy access to public transportation and airports. SHOPPES ON SAND KEY across the street for shopping and restaurants.

1230 Gulf Boulevard Unit 403, Clearwater Beach
$659,000
2 Beds ⋅ 2 Baths ⋅ Landmark Towers 2 SubDv. ⋅ 33767 Zip Code
LANDMARK II is a gated community on beautiful SAND KEY. This two bedroom, two bath unit offers direct and unobstructed views of beach and Gulf. Sold "as is". The unit has electric storm shutters on west side and sliding doors have been replaced. Assigned under building parking space and plenty of guest parking available. The property offers heated pools, spa, tennis/pickleball, shuffle board, 24/7 guards and onsite management. The flexibility to add personal touches to this unit allows you to customize the space according to your preferences. There is a 2nd floor sundeck with gas grill, gazebo and seating. Walking distance to THE SHOPPES ON SAND KEY for restaurants and shopping. Convenient to airports and public transportation. Room sizes are approximate.

1250 Gulf Boulevard Unit 706, Clearwater Beach
$820,000
3 Beds ⋅ 4 Baths ⋅ Bay Island Group 14 SubDv. ⋅ 33707 Zip Code
PENTHOUSE PARADISE! NO DAMAGE IN PRESIDENTIAL BUILDING FROM HURRICANES. This is a must see. SPECTACULAR 55+ waterfront living in the exclusive Bay Island 24 hour guard attended/gated community! This is an opportunity to own a penthouse unit in the Presidential building with wide open Gulf and Intercoastal water views that reach from Treasure Island to the Don Cesar on Pass-A-Grille.This HOA is on top of their game by completing the engineer reports and required repairs to satisfy state compliance, or state requirements . Enjoy watching sailboats, dolphins, manatees, and stingrays while soaking in those gorgeous gulf sunsets . This one-of-a kind unit was just remodeled from top to bottom. Roof was replaced 6 months ago. Interior remodeling includes: 17 sleek shaker doors, frames and brushed nickel hardware, all popcorn ceilings removed, elevated the ceilings in bathrooms, crown molding, can lighting replaced with recessed LED lighting, all non-carpeted floors changed to high end luxury vinyl and carpeting in all 3 bedrooms, 5 inch baseboards in every room, all new flat side toilets (4), 2 new AC units and handlers with google nest remote programmable thermostats, all duct work inspected, roof 1 year, new stainless steel appliances including: flat-top stove, microwave, large single sink, dishwasher, washer and dryer (2024), new kitchen island w/waterfall, 2 water heaters (2024), all floor to ceiling PGT hurricane windows throughout entire condo replaced, electronic shades, all new quartzite counters and backsplash in kitchen including new counter-height master bathroom vanity with quartzite counter 28ft of living room space feels like your sitting on the water . This unit is perfection from décor to stunning views. Bay Island Amenities include a marina, 5 pools, Jacuzzis, 4 tennis and pickle ball courts, outdoor grills with tikihut picnic areas, club house with ball room for rent, pool tables , Ping-Pong tables, dart board room ,card room, shuffle board court, saunas and showers, a his and hers fitness center with the updated equipment, a mile+ of waterfront sidewalks and a Social Director with multiple dances/community gatherings year round. In close proximity to restaurants, shopping, Sun Runner bus right at gated entrance. 2 front row covered parking spots near entrance with 2 elevator access.This HOA is on top of their game by completing the engineer reports and required repairs to satisfy state compliance, or state requirements . THIS IS A MUST VIEW.

7600 Sun Island Drive S Unit 804, South Pasadena
$774,900
1 Beds ⋅ 2 Baths ⋅ Crescent Beach Club Two Condo SubDv. ⋅ 33767 Zip Code
Location, Location, Location! Experience the ultimate in Gulf-front living at Crescent Beach Club—no more driving to the beach. Simply step onto the uncrowded sugar-white sands of Sand Key Beach, just south of Clearwater Beach, home to one of the top-ranked beaches in the world, and enjoy the Florida lifestyle you've been dreaming of. This beautifully maintained residence offers a commanding bird’s-eye view from the 18th floor, showcasing an almost 180-degree panoramic vista of the sparkling Gulf and pristine shoreline. Enjoy breathtaking sunsets from your private balcony as the lights of Clearwater Beach come alive each evening. Sunrises, dazzling fireworks, and even rocket launches can all be enjoyed overlooking the intercoastal outside the front door. The soft seagrass-colored walls beautifully complement the turquoise waters beyond. Relax while watching dolphins swim along the shoreline and pelicans soar overhead. Whether you’re looking for a full-time residence, a vacation getaway, or a property with added ownership flexibility, this home checks every box. Crescent Beach Club allows 14-day minimum rentals, offering excellent flexibility and outstanding rental potential. This residence also features one of the lowest HOA fees in the community while offering exceptional resort-style amenities, including a beachfront pool, indoor and outdoor whirlpools, wet and dry saunas, a fitness center, billiards room, library, and a clubroom available for private events. Living on the Gulf…a dream come true.

1310 Gulf Boulevard Unit 18C, Clearwater
$650,000
2 Beds ⋅ 3 Baths ⋅ South Paula Point Condo SubDv. ⋅ 34698 Zip Code
Exceptional corner waterfront residence offering refined coastal living and sweeping water views in the heart of the coveted Dunedin Causeway. Positioned on the second floor, this light-filled condo welcomes you with an elegant open-concept main level designed to showcase the surrounding scenery and create an effortless flow for entertaining. The beautifully appointed kitchen is anchored by an expansive quartzite island with seating, complemented by matching countertops, upgraded appliances, thoughtfully designed cabinetry, and a pantry that blends everyday function with sophisticated style. The spacious living and dining area opens through sliding doors to a private balcony with a retractable awning, creating an inviting outdoor retreat for morning coffee, coastal breezes, and unforgettable sunset views. A corner fireplace adds warmth and architectural interest while discreetly concealing additional closet storage. Upstairs, two private suites offer comfort and separation, each featuring an en-suite bath and three closets. The waterside primary suite is a true retreat, complete with a step-out balcony showcasing spectacular south-facing views of St. Joseph Sound and the Intracoastal Waterway. Hurricane-rated windows and doors with shutters provide added confidence and peace of mind. Enjoy a resort-inspired waterfront lifestyle with community amenities including a pool, clubhouse, lush landscaped grounds, and beautifully maintained common areas. Ideally located just minutes from Honeymoon Island and Caladesi Island State Park, with easy access to Downtown Dunedin, the Pinellas Trail, waterfront parks, boutique dining, shopping, breweries, galleries, beaches, Clearwater, and area airports. A rare opportunity to enjoy elevated, low-maintenance waterfront living in one of Dunedin’s most desirable coastal destinations.

433 S Paula Drive Unit 32, Dunedin
$229,000
2 Beds ⋅ 2 Baths ⋅ Sand Pebble Pointe Condo 03 SubDv. ⋅ 34668 Zip Code
Virtually Staged. Experience the ultimate coastal lifestyle in this stunning condo featuring breathtaking open Gulf views from your private sanctuary. Welcome to 1112 Bay Blvd in the desirable community of Sand Pebble Pointe, offering a well-maintained 1,025 sq. ft. layout designed for comfortable living. This charming property features an updated kitchen, elegant plantation shutters, and an effortless, ground maintenance-free lifestyle. Enjoy convenience and peace of mind in a fantastic location that is ready for you to move right in. You’ll enjoy access to luxury amenities including a 24/7 manned gate guard, resort-style pools, a gym, tennis courts, a private beach, a putting green, a dedicated boat yard with slips available, a private storage unit and parking spot. You are perfectly positioned just minutes from local favorites like Whiskey Joe’s, Hooters, and Whiskey River for waterfront dining. Plus, the charm of historic downtown New Port Richey is only a short drive or boat cruise away, offering endless shopping and entertainment options.

4620 Bay Boulevard Unit 1112, Port Richey
$2,450,000
4 Beds ⋅ 5 Baths ⋅ Kensington Oaks SubDv. ⋅ 33774 Zip Code
Experience an exceptional waterfront lifestyle in this magnificent custom estate, ideally situated on the Intracoastal Waterway between Indian Rocks Beach and Belleair Beach. Nestled on an extraordinary 1.3-acre homesite in the exclusive Kensington Oaks community, this private residence offers breathtaking panoramic water views, lush manicured grounds, and quick access to the Gulf of America. Spanning more than 4,200 square feet, this impressive home offers 4 bedrooms, a bonus room w wet bar, loft, 4.5 baths with convenient pool bath, and a spacious 2-car garage. The thoughtfully designed floor plan is ideal for both everyday living and entertaining, featuring a luxurious first-floor primary suite with an expansive sitting area and spa-inspired bath, and an in law suite w private bath, while the upper level includes two more bedrooms, a full bath, and a versatile loft with balcony. Spectacular water views throughout the home, soaring ceilings, rich wood flooring, and fireplaces in both the living and family rooms create warmth and timeless elegance. The formal dining room is perfect for hosting memorable gatherings. Outdoor living is equally impressive. A nearly 60-foot covered and screened lanai overlooks the sparkling 15’ x 30’ pool, designed with open-air enjoyment instead of a traditional pool cage, allowing uninterrupted sunshine and refreshing coastal breezes. The second-floor balcony provides an elevated vantage point for breathtaking sunrises, colorful sunsets, and endless views of the Intracoastal. Kensington Oaks is one of the area’s desirable waterfront communities, known for its beautifully maintained homes, mature landscaping, and peaceful setting. Enjoy a short stroll to Bonner Nature Park and easy access to some of Florida’s finest beaches, including Indian Rocks Beach, Belleair Beach, and Clearwater Beach. Fine dining, golf, shopping, and two international airports are all within convenient reach. This is more than a home—it’s a rare opportunity to own a private waterfront estate offering space, elegance, and the quintessential Florida coastal lifestyle.

12816 Harborwood Drive, Largo
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