Anna Maria Homes with Gulf/Ocean to Bay Frontage

Anna Maria Homes with Gulf/Ocean to Bay Frontage

Welcome to Anna Maria, Florida, a hidden gem nestled on the stunning Gulf Coast. Known for its pristine beaches, charming cottages, and laid-back atmosphere, Anna Maria offers a unique blend of coastal living and small-town charm. With its lush landscapes and vibrant sunsets, this island city is a paradise for those seeking a serene escape from the hustle and bustle of everyday life.

One of the most alluring features of Anna Maria is its exceptional real estate opportunities, particularly homes with Gulf and Ocean to Bay frontage. Imagine waking up to the gentle sound of waves lapping against the shore, with panoramic views of both the Gulf of Mexico and the tranquil bay. These properties provide an idyllic setting for both relaxation and recreation, offering direct access to soft sandy beaches and the sparkling waters of the bay for boating, fishing, and kayaking.

The real estate market in Anna Maria is diverse, with charming beach bungalows, luxurious waterfront estates, and everything in between. Each home is uniquely designed to capture the essence of coastal living, featuring open floor plans, expansive decks, and large windows that invite natural light and breathtaking views. Whether you're looking for a year-round residence, a vacation retreat, or an investment property, Anna Maria has something to offer everyone.

In addition to its beautiful homes, the city boasts a vibrant community with local shops, delightful eateries, and a range of outdoor activities. From biking along scenic trails to indulging in fresh seafood at waterfront restaurants, life in Anna Maria is all about enjoying the simple pleasures. Discover your piece of paradise in Anna Maria, where every day feels like a vacation.

Newest Anna Maria Homes with Gulf/Ocean to Bay Frontage

$2,900,000
6 Beds ⋅ 4 Baths ⋅ Island Estates Of Clearwater SubDv. ⋅ 33767 Zip Code
(SELECT PHOTOS HAVE BEEN VIRTUALLY EDITED TO ILLUSTRATE THE HOME’S REMODELING POTENTIAL.) TRULY ONE-OF-A-KIND WATERFRONT OPPORTUNITY—THE ONLY LOT IN ALL OF ISLAND ESTATES WITH APPROXIMATELY 300 LINEAR FEET OF SEAWALL! Even more remarkable, this property has NEVER FLOODED. Situated on an expansive, elevated corner lot of approximately 20,691 square feet along the Intracoastal Waterway, this exceptional property offers an extraordinary amount of waterfrontage, with seawalls on two sides and direct water access from two directions. Designed to embrace the Florida waterfront lifestyle, the property features a private dock with convenient boating access and a large, beautifully maintained waterfront swimming pool. The block-masonry residence with tile roof offers approximately 3,315 square feet of heated living space, 6 bedrooms, 4 bathrooms and a 2-car garage. An impressive approximately 1,200-square-foot hurricane-glass-enclosed porch showcases sweeping water views toward North Clearwater Beach and St. Joseph Sound, creating an incredible space for relaxing and entertaining. From your own backyard, watch dolphins and abundant marine and bird life by day, then enjoy the shimmering lights of Clearwater Beach across the water in the evening. With its remarkable waterfrontage, oversized lot and spectacular setting, this property presents an exceptional opportunity to update the existing residence and create a truly extraordinary waterfront estate. Located in the highly desirable Island Estates boating community, you are just minutes from world-famous Clearwater Beach and conveniently close to Publix, banking, dining, the Clearwater Marine Aquarium and numerous local attractions. Enjoy boating from your backyard, beautiful sunrises and sunsets, and an exceptional coastal lifestyle from one of Island Estates’ most distinctive waterfront properties.

891 Island Way, Clearwater Beach
$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
$197,000
2 Beds ⋅ 2 Baths ⋅ Anchor Point A Condo SubDv. ⋅ 33572 Zip Code
1028 Apollo Beach Blvd #104, Apollo Beach, FL 33572 | Anchor Point | 2 Bedrooms | 2 Bathrooms | 1,084 Sq Ft Welcome to coastal living in the heart of Apollo Beach. Situated on the ground floor of the Anchor Point waterfront community, this updated 2-bedroom, 2-bathroom condo offers modern comfort, low-maintenance living, and direct access to open water. Step inside to a bright floor plan featuring recent neutral paint, new interior doors with updated hardware, and 8” x 24” wood-look porcelain tile with matching baseboards running continuously throughout the home. At the center of the condo, the renovated kitchen combines solid construction with modern functionality. It features new solid plywood cabinetry with soft-close doors and drawers, granite countertops, a stainless steel farmhouse sink with a push-button disposal, and recent stainless-steel appliances—including an induction stove and a refrigerator with door ice and water. Both bathrooms feature matching plywood vanities with stone countertops. Built for efficiency, the unit includes double-pane hurricane-rated windows and insulated room-darkening curtains. Through the new insulated triple-sliding glass doors, your private screened patio offers an outdoor retreat with an attached storage room and direct access to the lawn and water. Boaters have deepwater sailboat canal access with no fixed bridges to Tampa Bay, plus boat slips available on a first-come basis. With an assigned parking space right near your front door, a separate storage unit on-site, and an HOA that covers water, sewer, trash, exterior maintenance, pool, and building and flood insurance, this home makes Florida living simple. What the Seller Loves "We’ve loved the quiet comfort and sheer convenience this home offers every single day. Drinking morning coffee on the patio with direct access to the water, knowing we have hurricane-rated windows, solid plywood cabinets, and low-maintenance tile floors brings real peace of mind. Having parking right outside our front door, extra storage, and an HOA that covers almost all major utilities and insurance makes life here truly effortless."

1028 Apollo Beach Boulevard Unit 104, Apollo Beach
$367,000
2 Beds ⋅ 2 Baths ⋅ West Port Sub SubDv. ⋅ 34668 Zip Code
Virtually Staged. Waterfront value at $367,000 with direct Gulf access and zero HOA fees. Welcome to 9840 San Sebastian Way, Port Richey, FL 34668. This fully renovated 2-bedroom, 2-bathroom canal-front home features an intact seawall with space to build your private dock. It's 1613 square feet with a spacious 2 car garage and large screened-in back area patio. The back yard leads to a wire fenced entry to the seawall! The front door alcove is vast, allowing many creative uses. The seller is offering incredible incentives, including a brand-new refrigerator at closing and upgrades to several of the property's older windows. The fireplace is amazing! Immediate peace of mind comes with a brand-new roof, fresh paint, and porcelain tile flooring. The kitchen features new granite waterfall-edge countertops, custom cabinetry, and new stainless steel appliances (stove, microwave, dishwasher). Both bathrooms are completely updated with modern tile and fixtures. Enjoy a split-bedroom floor plan with plush new carpet. Check outside the home to see your private canal frontage, perfect for immediate boating, kayaking, and fishing with quick access to the Gulf. Turn-key and priced to sell. This home is perfect for water lovers, snowbirds, those wanting a split plan living, investors, first time home buyers, rentals, 1031 exchanges and so much more. Although believed to be true, buyers and their agents must verify all statements and measurements for themselves.

9840 San Sebastian Way, Port Richey
$2,650,000
4 Beds ⋅ 3 Baths ⋅ Pinellas Point Skyview Shores 4th Add SubDv. ⋅ 33712 Zip Code
Nearly every inch of this exceptional waterfront home has been beautifully remodeled within the last six months, offering a truly move-in-ready opportunity on a private, oversized lot of more than one-third acre. Enjoy breathtaking water views & spectacular vistas of the iconic Sunshine Skyway Bridge from your own backyard, creating a stunning backdrop for everyday living. Built on a raised 4-foot stem wall, this home has never flooded, providing exceptional peace of mind while allowing you to enjoy waterfront living with confidence. From the moment you arrive, you'll appreciate the home's striking curb appeal, enhanced by fresh professional landscaping, a new irrigation system installed in 2025, modern double entry doors, and matching garage doors that create a stunning first impression. Step inside to an oversized foyer that opens to a thoughtfully redesigned interior filled with natural light, thanks to an abundance of impact-resistant windows & doors that showcase the surrounding water views while maintaining privacy. Fresh interior & exterior paint, new laminate flooring, solid-core interior doors, designer trim, and matte black hardware come together to create a clean, contemporary feel throughout the home. The show-stopping kitchen is designed for both everyday living and entertaining, featuring an oversized island topped with Level 5 granite and a dramatic waterfall edge. Perimeter countertops are finished in elegant white quartz with warm veining, accented by a black granite composite sink, matte black backsplash tile & designer black faucet. Brand new refrigerator with craft ice maker. Natural gas range provides the perfect setup for those who enjoy cooking, while a custom pantry & custom closet systems throughout the home by Closets By Design provide exceptional organization & storage. The newly designed laundry suite offers both convenience & functionality with a utility sink, new washer and dryer, and abundant built-in cabinetry. The luxurious primary suite continues the home's upscale design with striking muted blue dual vanities offering generous storage, oversized mirrors, and a spa-inspired walk-in shower featuring seamless glass enclosure with dual shower areas. Additional interior upgrades include all-new designer lighting, ceiling fans, and plumbing fixtures throughout. Major exterior improvements include a 2020 standing seam metal roof, a paid-in-full solar panel system with battery backup, an EV charging station, and a 2023 natural gas water heater, resulting in an average electric bill of approximately $35 per month. Additional updates include 2019 & 2026 A/C systems, a new 2025 composite dock, a 2016 seawall and cap, a professionally stained and sealed driveway completed in 2026, freshly cleaned & sealed pool pavers, and a beautifully resurfaced Pebble Tec pool with a gas-heated spillover spa. Every window & exterior door has been upgraded to hurricane, impact-resistant construction for added security, efficiency, and peace of mind. The current flood insurance policy is assumable at approximately $3,000 per year, adding even more value and affordability for the next owner. With luxury finishes, extensive recent renovations, remarkable waterfront views, outstanding energy efficiency, and virtually nothing left to do, this one-of-a-kind property offers the perfect blend of modern elegance and Florida waterfront living. Check out the option for a 3 full bath that is already plumbed - just needs your touch.

2936 68th Avenue S, St Petersburg
$510,000
Harborpointe SubDv. ⋅ 34668 Zip Code
Welcome to Harborpointe, one of Pasco County's best-kept waterfront secrets. Located directly on the Gulf of Mexico, this exclusive double-gated community offers luxury coastal living with spectacular sunrise and sunset views. Residents enter through the 24-hour manned Sand Pebble gate before arriving at the private Harborpointe enclave, where spacious waterfront homesites and an exceptional marina lifestyle await. This premium homesite includes an assigned marina slip, with the option to install a private boat lift, making it ideal for boating enthusiasts. The property features northeast front exposure and southwest rear exposure, perfectly positioned to capture beautiful sunrises and breathtaking Gulf sunsets. One advantage is that this property is located in AE Flood Zone rather than VE, which may allow for reduced piling requirements, potentially lowering construction costs and flood insurance premiums (buyers should verify with their builder, engineer, and insurance provider). Harborpointe is part of the master-planned Sand Pebble community offering outstanding resort-style amenities, including a beautiful new clubhouse with a fitness center, library, card room, billiards, table tennis, activity room, yoga classes, social clubs, and community events. Residents also enjoy access to a community boat ramp, putting green, tennis courts, pickleball courts, waterfront boardwalk, and fishing pier. Architectural guidelines help preserve the beauty of the community, with a minimum home size of 2,500 square feet, though many homes are substantially larger. This is a rare opportunity to build a custom waterfront home in one of the Gulf Coast's most desirable private communities. Please see ShowingTime for community access instructions. Agents are encouraged to review all attached documents, including marina information, ground studies, survey, elevation information, and architectural criteria.

Lot 46 Harborpointe Dr., Port Richey
$185,000
1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Welcome to your WATERFRONT RETREAT in the highly sought-after Lancaster Building at TOWN SHORES OF GULFPORT – an active and vibrant 55+ community, where comfort meets coastal charm. This extra-large 1 bedroom, 1 bath condo offers an airy, open layout flooded with natural light, creating a bright and inviting atmosphere from the moment you step inside. Enjoy morning coffee or evening cocktails with sparkling water and marina views right outside your window — a daily reminder that you’re living in one of Gulfport’s most desirable waterfront communities. The expansive living and dining areas provide plenty of room for entertaining, relaxing, or simply soaking in the peaceful ambiance. Plus, the entire unit was recently upgraded with beachy driftwood tone vinyl plank flooring throughout ... practical, beautiful and easy to maintain. The spacious primary bedroom delivers comfort and privacy with a peaceful, laid-back boho/shabby-chic vibe, a large walk-in closet and a hall double closet for extra storage. A Murphy Bed in the Florida Room provides flexible guest space along with an upfront and close amazing water view to wake up to! The updated full bath with tub and rainhead shower features a beautiful new dove gray vanity, white quartz countertop, and gorgeous champagne gold vanity lighting, faucet hardware and modern cabinet pulls. The kitchen was also recently updated with white cabinetry, granite countertops and glass and champagne bronze hardware. This condo’s open design, gorgeous upgrades and extra-large footprint set it apart from typical 1-bedroom units, giving you space to breathe, move, and truly enjoy your home. Plus, this unit comes with the extra bonus of a deeded carport. Residents of Town Shores enjoy resort-style amenities including four heated pools, a private marina, tennis and pickleball courts, kayak storage, an active clubhouse with weekly social events, fitness areas, and walkable access to Gulfport’s vibrant shops, dining, and waterfront activities. With its unbeatable location, spacious interior, and bright coastal feel, this condo is the perfect place to embrace relaxed and vibrant Florida living!

5925 Shore Boulevard S Unit 405, Gulfport
$3,275,000
5 Beds ⋅ 4 Baths ⋅ Bradham Sub SubDv. ⋅ 33712 Zip Code
Experience exceptional waterfront living in this stunning three-story estate situated on 1.2 private acres with breathtaking views of the iconic Sunshine Skyway Bridge. This spacious residence offers 5 bedrooms and 4 bathrooms, thoughtfully designed with soaring ceilings, an open-concept floor plan, and abundant natural light throughout. Enjoy seamless indoor-outdoor living with a private pool, expansive waterfront dock, and a second-floor balcony that captures spectacular sunrise and sunset views over the water. The gated entrance provides added privacy and curb appeal, while the generous lot offers ample space to relax and entertain. Whether you're boating from your private dock, hosting guests by the pool, or taking in the panoramic water views from the balcony, this exceptional property delivers the perfect blend of luxury, comfort, and Florida waterfront lifestyle.

2280 Pinellas Point Drive S, St Petersburg
$355,000
2 Beds ⋅ 1 Baths ⋅ Waterside At Coquina Key South SubDv. ⋅ 33705 Zip Code
WATERFRONT, TROPICAL RESORT STYLE LIVING IN ST PETERSBURG, FL | Waterside at Coquina Key combines the tranquility and peacefulness of a private island oasis with the convenience of urban living. This gated, PET FRIENDLY community with 24-hour security is paradise! Plenty of amenities to take advantage of … you’ll never want to leave home! After a satisfying workout at the fitness center or a quick round of tennis or pickle ball you can take a refreshing swim in one of three pools with plenty of poolside lounge space. Amenities include a dog park, horseshoe's, fishing pier, basketball, volleyball, kayaking, shuffleboard, saunas, Clubhouse bar and restaurant, weekly social events, and gorgeous bay views! The 88-acre tropical, well landscaped grounds are perfect for a leisurely walk or jog. So much to do here, you won’t know where to start! Florida Living at its’ best. Short commute to the bustling Downtown and waterfront area of St Petersburg, shopping, dining, museums, and it’s many entertainment venues. Short drive to Fort DeSoto and the beautiful sands of St Petersburg Beach. Easy commute to Tampa and International Airport to the north and the iconic Skyway Bridge and Sarasota/Bradenton area to the south. 2 bedrooms 1 bath and recently updated. Condo is located across from the pool and clubhouse. Book your utopian vacation getaway before someone else does!! **possible rent to own**

5111 Coquina Key Drive Se Unit C, St Petersburg
$799,000
2 Beds ⋅ 2 Baths ⋅ Bayway Isles Point Brittany Four SubDv. ⋅ 33715 Zip Code
Where Million-Dollar Tampa Bay Views Meet Curated Luxury Design. Welcome to one of Point Brittany's most extensively renovated residences—a FULLY FURNISHED 15TH-FLOOR RESIDENCE in highly desired Building 4, featuring a RARE DUAL-WATER-VIEW FLOOR PLAN, exceptional finishes, and TRUE TURNKEY living at a remarkable value. From nearly every room, enjoy sweeping vistas of Tampa Bay, the Skyway Bridge, Downtown St. Petersburg, Gulfport, boats, dolphins, manatees, spectacular sunrises, and passing cruise ships. ~ Created for the sellers' own enjoyment rather than resale, this home reflects a no-expense-spared approach to COMFORT, STYLE, and QUALITY CRAFTSMANSHIP. The next owner benefits from PREMIUM FINISHES and attention to detail rarely found at this price point. The CHEF'S KITCHEN features custom floor-to-ceiling Schuler cabinetry, 3" leathered granite, a Bosch appliance suite with induction cooktop and a double convection oven/microwave combination, custom storage, elegant brushed gold accents, and a mobile island on casters for flexible entertaining. ~ The split-bedroom floor plan ensures privacy and comfort. The spacious primary suite offers gorgeous water views, a sitting area, a walk-in closet, and an en-suite bath with a walk-in shower and double vanity. The guest suite enjoys its own water view, walk-in closet, and adjacent full bath. ~ Designer touches rarely found in 55+ condo living. Engineered bamboo flooring, a double-sided fireplace, smooth ceilings, crown molding, PGT hurricane-rated windows, custom motorized blinds, concealed electrical upgrades, a new HVAC system with UV light, interior laundry, custom media wall, beverage and wine station, Kohler fixtures, and more. See the FEATURE SHEET for more details on improvements, furnishings, and inclusions. ~ The list price reflects an exceptionally rare TRUE TURNKEY, FULLY FURNISHED OPPORTUNITY with Bernhardt furnishings, designer décor, refined housewares, and even a Yamaha baby grand player piano. ~ Point Brittany offers a RESORT LIFESTYLE with four pools, a spa, saunas, fitness facilities, clay tennis/pickleball courts, a kayak launch, fishing and boat docks, clubhouse, a full social calendar, beautiful grounds, and HOA fees that include cable, internet, water, sewer, trash, exterior maintenance, and more. More than a condo, this is a luxury waterfront retreat for those who appreciate quality, comfort, craftsmanship, and timeless style.

5200 Brittany Drive S Unit 1508, St Petersburg
$850,000
2 Beds ⋅ 2 Baths ⋅ Envoy Point East Condo SubDv. ⋅ 33706 Zip Code
More photos coming soon… St. Pete Beach is the #1 sunset capital in the world, and you get a front row seat right here! 10th floor penthouse with expansive 180° views of the Inter-coastal waterway, Blinds Pass, St. Pete Beach, and the Gulf of America. Enjoy water views from both front and back of the residence to watch the sunrise to sunset. Built as a 2-bedroom, 2- bath residence, the current owner reconfigured the second bedroom to create an expanded dining area, offering a more open living space while preserving the flexibility to easily become a bedroom if desired. This corner penthouse presents an opportunity to customize and design your own high and dry waterfront home. Located within a 24-hour guarded gate community, residents enjoy resort style amenities, including, 2 heated pools, a spa/hot tub, two tennis courts, pickle ball, shuffleboard, a fitness center, sauna, clubhouse, whole building, generator, deeded covered parking, 2 private storage units, an in-unit washer and dryer that convey with the property, plus upgraded LG community, laundry facilities on the second floor. Major community improvements have already been completed, including a new roof 2026 and the required structural integrity reserve study inspection. 3-month minimum rentals make this an excellent option for an investment property, a seasonal home or just as your primary residence. Customize your own condo that is safe, beautiful, and has strong value.

7150 Sunset Way Unit 1001, St Pete Beach
$4,000,000
5 Beds ⋅ 6 Baths ⋅ Mariner Estates SubDv. ⋅ 33609 Zip Code
Welcome to 5811 Mariner Street. Set in the sought after waterfront enclave of Mariner Estates in Beach Park on the open waters of Tampa Bay, this spectacular 5006 sf builder's own custom home exemplifies the best of contemporary coastal design, timeless style and stunning location. The home features 5 bedrooms, 5.5 baths, plus an office. The first floor offers a beautiful and private in law or guest wing, formal living and dining rooms, with views of the bay, open floor plan with chefs kitchen overlooking the great room and a 170 bottle wine room. The second floor primary suite is unequaled in its spa like atmosphere. Outdoors enjoy the spectacular resort style pool and private dock and boat lift. Enjoy the luxury of true waterfront living in Mariner Estates, located minutes to famed Tampa International Airport, top rated public and private schools, world class luxury shopping and dining at International Plaza and Hyde Park Village, Westshore, Midtown and Downtown Business Districts, and the Nation'sTop Beaches. You can have it all!

5811 Mariner Street, Tampa
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