Anna Maria Homes with Sailboat Water Water Frontage

Anna Maria Homes with Sailboat Water Water Frontage

Welcome to Anna Maria, Florida, a hidden gem nestled on the stunning Gulf Coast. Known for its charming, laid-back atmosphere, this picturesque island city boasts pristine beaches, vibrant sunsets, and a welcoming community that makes it a perfect place to call home. With its rich history and quaint, old-Florida vibe, Anna Maria is a haven for those seeking tranquility and natural beauty.

One of the standout features of Anna Maria is its exceptional waterfront properties, particularly homes with sailboat water frontage. Imagine waking up to the gentle sounds of the waves and the sight of sailboats gliding by your window. These homes offer direct access to the sparkling waters of the Gulf of Mexico, allowing for easy boating, fishing, and exploring the nearby islands. Whether you are an avid sailor or simply love the idea of living by the water, these properties provide a unique lifestyle that blends luxury with leisure.

The real estate offerings in Anna Maria are diverse, ranging from cozy cottages to luxurious waterfront estates. Many of these homes are designed to maximize views and outdoor living, featuring expansive decks, private docks, and lush landscaping. The area is also known for its eco-friendly initiatives, making it an ideal choice for those who value sustainability.

Anna Maria is more than just a place to live; it’s a lifestyle. With its friendly locals, delightful shops, and mouthwatering dining options, you’ll find everything you need just a short bike ride away. Embrace the coastal charm and discover your dream home in Anna Maria, where every day feels like a vacation!

Newest Anna Maria Homes with Sailboat Water Water Frontage

$729,000
Pasadena Golf Club Estates Sec 4 SubDv. ⋅ 33707 Zip Code
WATERFRONT BUILDING OPPORTUNITY! Expansive 0.63-acre vacant lot with approximately 120 feet of saltwater canal frontage and a composite dock. No fixed bridges to the Gulf of Mexico, offering excellent boating access. Zoned R-3 and no HOA, this generous homesite provides the opportunity to build a custom waterfront residence with plenty of room for a pool and outdoor living. Conveniently located near Gulf beaches, Gulfport, Pasadena, waterfront dining, shopping and all that St. Petersburg has to offer. Buyer to verify zoning, building, dock, utility and development requirements.

1301 Sea Gull Drive S, St Petersburg
$440,000
2 Beds ⋅ 2 Baths ⋅ Spinnaker Cove Ph I Sec SubDv. ⋅ 33615 Zip Code
Truly one of a kind. This waterfront end unit two story townhome is so unique and easy to fall in love with. The park like setting and water views will make you feel like you are on vacation everyday. There is a boat dock with remote control lift (up to 25k lbs) water and electric and a thatched Tiki Bar! Also a separate lift for your jet ski. There is a private glass lift (elevator) to take you to the second floor. 2 wet bars, chefs kitchen, tons of custom lighted cabinets, closets, wine rack, cigar humidor, fireplace, upstairs waterfront loft makes a great office or den and is wired for a hot tub. There is a water softener, RO system at kitchen sink, and a bug spray system outside in garden area along with outdoor lighting to light up your nights. HOA includes high speed internet, 200 cable channels, flood insurance, exterior maintenance of grounds and the building, 2 clubhouses, one with a bar and one with a small gym, tennis/pickle ball courts and trash removal. The exterior was painted in 2026, Metal roof was installed in 2019 and 2 new Rheem HVAC units were installed in 2021. Close proximity to Tampa International Airport, PIE, I275, The Veterans Expwy., many shops and restaurants. Attic has stair access with wood flooring for extra storage. Too many things to mention really come and see it for yourself!

8720 Cove Court, Tampa
$929,000
3 Beds ⋅ 2 Baths ⋅ Mirabay Ph 3a-1 SubDv. ⋅ 33572 Zip Code
429 Manns Harbor Dr, Apollo Beach, FL 33572 | 3 Bedrooms | 2 Bathrooms | 1,978 Sq Ft | Panoramic MiraBay Lagoon & Sunset Views | 2025 Heated/Cooled Pool & Spa | Remodeled Kitchen & Baths | Deeded Dock with 13,000 lb Lift | Metal Roof | Office | 2-Car Garage Sunsets are not simply a view at 429 Manns Harbor Drive. They are how each day ends. Along a broad, open stretch of the MiraBay lagoon, this single-story waterfront home looks west across the water, bringing colorful evening skies into daily life. The 1,350-square-foot screened outdoor retreat gives you a front-row seat. Swim in the 30-foot pool, warm the spa on a cool evening, cool the water during Florida's hottest months, or gather for dinner as the sun disappears beyond the lagoon. The pool and spa were completed in 2025 and the screened enclosure in 2024, creating a private resort for year-round use. Inside, nearly 2,000 square feet keeps the water close. Soaring ceilings, open sightlines, crown molding, wood floors, and tile create an airy interior with no carpet. Formal spaces and an open family room support both celebrations and easy everyday living. A dedicated office or den gives work, hobbies, or quiet time a place of its own. The remodeled kitchen lets you cook without missing the conversation or the view. Custom solid-wood cabinetry, Belize Quartz countertops, an island, and pantry bring style and function together. Matte-finish GE Café refrigerator, microwave, dishwasher, and oven were installed in 2022. Wake to lagoon views in the primary suite, then retreat to a remodeled bath with floor-to-ceiling custom tile, marble finishes, dual sinks, a Japanese bidet toilet, soaking tub, and separate shower with multiple shower heads. Two additional bedrooms and a renovated second full bath create comfortable space for guests. The split-bedroom design and single-level layout make the home easy to enjoy. The waterfront is ready when you are. A private deeded wood dock includes water, power, and a 13,000-pound boat lift. MiraBay's lift and lock system connects the lagoon to saltwater routes toward Tampa Bay and the Gulf, so an afternoon on the boat can begin beyond your screened lanai. A September 2025 HVAC replacement, metal roof, hurricane protection, and attached two-car garage add confidence and convenience. Gated MiraBay adds two heated resort-style pools, a cafe and lounge, 24-hour fitness center, trails, tennis, pickleball, basketball, parks, playgrounds, complimentary kayaks and paddleboards, and a private boat ramp. Weekly food trucks, a full-time activities coordinator, golf-cart-friendly streets, and private golf-cart access to MiraBay Shopping Plaza make dining and shopping part of the lifestyle. The CDD covers community seawalls. For buyers seeking a remodeled, single-story Apollo Beach waterfront home with a pool, dock, boat lift, and panoramic sunset views, this property brings the wish list together. ***** WHAT THE SELLER LOVES: The long lagoon view changes every evening, and the screened outdoor retreat makes it easy to enjoy every color. Heat the spa when the air turns cool, refresh the pool during summer, step onto the dock for a boat ride, or sit back as the water reflects the sunset. It is the kind of setting that makes an ordinary day feel like a getaway. Schedule your private showing and experience 429 Manns Harbor Drive at sunset.

429 Manns Harbor Drive, Apollo Beach
$1,325,000
2 Beds ⋅ 2 Baths ⋅ Dans Island On Sand Key Condo SubDv. ⋅ 33767 Zip Code
Virtually Staged. INCREDIBLE PANORAMIC SOUTH, WEST and EAST FACING WATER VIEWS!! This rare LARGE corner residence offers 80 feet of wraparound balcony to enjoy the sunsets 365 days a year! Dan's Island is a highly sought-after community offering an exceptional opportunity to enjoy the very best of Clearwater Beach coastal living. Filled with natural light, this inviting 2-bedroom, 2-bath residence features a spacious living area and thoughtfully designed split-bedroom floor plan, providing privacy and comfort for both owners and guests. The generously sized primary suite features engineered hardwood flooring, walk-in closet, a private en-suite bath with dual vanities, rich wood cabinetry and granite countertops. The spacious guest bedroom with another walk-in closet and full guest bath provide comfortable accommodations for family and visitors. The well-appointed kitchen offers abundant cabinetry, granite countertops, stainless steel appliances and a built-in wine rack, while an interior laundry room and ample storage add everyday convenience. Additional upgrades include a HVAC system (2023), new roof (2026) and updated exterior landscaping and grounds. Dan’s Island offers an impressive array of resort-style amenities, including a beautiful clubhouse, fitness center, racquetball court, recreational facilities and inviting social spaces, as well as 24 hour security. Step outside to the expansive swimming pool and enjoy the spectacular waterfront setting just steps from the Gulf. Ideally located on Clearwater Beach, this exceptional residence puts you close to beautiful beaches, boating, dining, shopping and entertainment while offering the relaxed waterfront lifestyle Florida is famous for. Whether enjoyed as a full-time residence or coastal retreat, this rare corner unit combines spectacular views, an outstanding location and resort-style amenities in one of Clearwater Beach’s most desirable waterfront communities.

1600 Gulf Boulevard Unit 911, Clearwater Beach
$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
$1,150,000
3 Beds ⋅ 3 Baths ⋅ Gulf Harbors Sea Forest SubDv. ⋅ 34652 Zip Code
Where every day begins on the water and ends with a spectacular Gulf Coast sunset. Welcome to this beautifully updated waterfront home in the highly sought-after Gulf Landing at Sea Forest, where beautifully updated interiors, a thoughtfully designed floor plan, and direct Gulf access with no fixed bridges create an exceptional place to call home. A dramatic curved staircase and soaring ceilings make an unforgettable first impression, while abundant natural light fills the thoughtfully designed interior. The stunning custom kitchen serves as the heart of the home, showcasing custom cabinetry, quartz countertops, floating shelves, premium stainless-steel appliances, and an open layout that flows seamlessly into the spacious living area anchored by a beautiful fireplace. Just beyond the kitchen, the oversized inside laundry room also serves as a functional butler’s pantry, complete with additional pantry storage and a pocket door, providing exceptional organization and convenience for everyday living and effortless entertaining. Designed with flexibility in mind, the floor plan features two private bedroom suites—a luxurious primary suite on the main level and a second en suite upstairs—making it ideal for multigenerational living, extended guests, or those seeking the convenience of first-floor living. Both spa-inspired en suite bathrooms feature freestanding soaking tubs, oversized walk-in showers, and double vanities. The upstairs loft provides an ideal flex space for a home office, media room, or reading retreat. Just beyond, a shared waterfront balcony, accessible from both upstairs bedrooms and the hallway, offers the perfect place to enjoy peaceful mangrove views, the tranquil waterway, and breathtaking Gulf Coast sunsets. Step outside to your own private waterfront oasis featuring a sparkling pool, private floating dock, and direct access to Florida’s Gulf waters with no fixed bridges. Whether you’re boating, fishing, entertaining poolside, or simply relaxing at home, this property offers the waterfront lifestyle so many dream of. Residents of Gulf Landing at Sea Forest enjoy a deed-restricted community with exceptional amenities, including a clubhouse, community pool, tennis courts, boat ramp, and membership to the exclusive Gulf Harbors Private Beach Club, offering access to one of the area’s most beautiful private Gulf beaches. From peaceful canals to unforgettable Gulf adventures, every journey begins from your own dock—and every day ends with a spectacular Gulf Coast sunset.

6121 Bayside Drive, New Port Richey
$799,000
2 Beds ⋅ 2 Baths ⋅ Isle Of Sand Key 1 Condo SubDv. ⋅ 33767 Zip Code
Experience the very best of Florida's waterfront lifestyle in this beautifully renovated corner residence in the highly desirable Isle of Sand Key. This move in ready condominium has been completely reimagined from top to bottom, with no detail overlooked and no expense spared, capturing spectacular sunrises over the Intracoastal Waterway and unforgettable sunsets over the Gulf from virtually every room. The bright, open interior features new tile flooring, fresh paint, updated plumbing, and elegant crown molding throughout, all part of a complete 2022 renovation. The designer kitchen boasts new shaker style cabinetry, quartz countertops, and stainless steel appliances. The spacious family room opens through a hurricane-rated door (updated in 2023) to an expansive wraparound balcony with panoramic water views. The primary suite offers a custom walk-in closet and a spa inspired ensuite with custom tile work, while the guest bedroom enjoys its own stunning water views and an updated hall bath. Major systems have been recently updated and meticulously maintained, including PGT impact windows (2019), a new hot water heater (2021), a new electrical panel and encapsulated A/C ductwork (2022), and a brand new A/C unit (2024). Additional highlights include covered parking, gated secure entry, and a heated waterfront pool. Boating enthusiasts will appreciate the rare opportunity to lease one of only 28 boat slips, complete with the option to purchase the 10,000 pound boat lift from the current owner. Best of all, the powder soft white sands of Sand Key Beach are just across the street, with restaurants and shops only minutes away. This is the perfect blend of comfort, convenience, and relaxed coastal elegance.

1621 Gulf Boulevard Unit 607, Clearwater Beach
$665,000
3 Beds ⋅ 3 Baths ⋅ Sea Pines SubDv. ⋅ 34667 Zip Code
DIRECT GULF ACCESS • ELEVATED POOL HOME • 60' WATERFRONT • NO FIXED BRIDGES! Live the ultimate Gulf Coast boating lifestyle in this beautifully updated 3-bedroom, 2.5-bath elevated pool home in the desirable Sea Pines community. Situated on 60 feet of saltwater canal frontage with a concrete seawall and floating dock, you'll enjoy direct Gulf access with no fixed bridges via the Coast Guard-maintained Sea Pines Channel, offering approximately 4+ feet of water depth at all tide levels. The elevated main living area features 3 bedrooms, 2 full baths, and an open, light-filled floor plan. The updated kitchen showcases granite countertops, stainless steel appliances, white all-wood shaker cabinets, a center island, and abundant storage. Wood-look luxury vinyl plank and ceramic tile flooring provide beauty and easy maintenance throughout. The lower level includes two air-conditioned bonus rooms, a half bath, and an oversized garage with ample space for vehicles, boating equipment, fishing gear, and water toys. Step outside to your private waterfront retreat featuring a sparkling pool overlooking the canal—perfect for entertaining or enjoying unforgettable Florida sunrises and sunsets. Recent updates include a 3-year-old roof and a 6-year-old HVAC system. As an elevated stilt home, the primary living area remains above flood levels, while the lower level has been rebuilt with flood-resistant materials, including concrete wallboard, for easier future recovery. Launch your boat from your backyard and reach the open Gulf within minutes. Fish for redfish, snook, trout, snapper, and tarpon, or watch dolphins and manatees swim behind your home. Sea Pines also offers a private community boat ramp available for only $115 per year and an optional civic association with no mandatory HOA restrictions. Enjoy easy access to Anclote Key Sandbar, Anclote Key Preserve State Park, Hernando Beach Flats, Weeki Wachee River, Homosassa, and Crystal River. Hudson's waterfront restaurants, tiki bars, marinas, golf, shopping, hospitals, and public beach are all nearby, with Tampa International Airport approximately one hour away. Whether you're seeking a full-time residence, vacation home, or waterfront retreat, this property offers the Gulf Coast lifestyle you've been dreaming of.

7611 Mako Drive, Hudson
$900,000
2 Beds ⋅ 2 Baths ⋅ Ultimar Two Condo SubDv. ⋅ 33767 Zip Code
There are places where you vacation, and there are places that forever change the way you live. Welcome to The Ultimar Two on Sand Key—one of the Gulf Coast's most sought after beachfront addresses—where every day begins with the shimmer of turquoise water and ends beneath breathtaking sunsets that paint the sky in unforgettable shades of gold, coral, and lavender. From the moment you enter this beautifully appointed tenth-floor residence, your eyes are immediately drawn beyond the floor-to-ceiling windows to the endless expanse of the Gulf from this coveted South facing unit. The views are mesmerizing, the natural light and the abundant winter sun is heavenly, and the gentle rhythm of the waves becomes the soundtrack to everyday life. SELLER OFFERING FINANCING for this move-in-ready, freshly painted home featuring tile flooring throughout the main living areas, kitchen, and bathrooms, along with updated flooring in both bedrooms. The open kitchen offers stainless steel appliances, generous counter space, a breakfast nook, and flows seamlessly into the living and dining areas, making it ideal for everyday living and entertaining. The spacious primary suite enjoys breathtaking Gulf views and features a walk-in closet with a closet system and an en-suite bath with a soaking tub, separate tiled shower, dual-sink vanity, and granite countertops. The guest bedroom also offers Gulf views, a walk-in closet with a closet system, and is conveniently located near the second full bath. Take a step onto your private balcony from the living room or the primary bedroom with your morning coffee as dolphins play offshore, or unwind each evening as warm sea breezes and spectacular sunsets remind you why so many dream of calling Sand Key home. Additional highlights include an assigned under building parking space (#1004) and a private storage locker (S-4), perfect for beach essentials. Life at The Ultimar extends well beyond your front door. Outdoor features include three heated pools with spas, one of which is a lap pool, three tennis courts, pickleball courts, and a basketball court, a putting greens, a croquet lawn, shuffleboard, grilling area with three gas grills, and a firepit lounge. Indoor amenities include a fully equipped fitness center, a steam room, an elegant clubhouse with a full kitchen and bar, a media room, and a billiards room. With 24-hour gated security and beautifully maintained grounds, every detail is designed for comfort and peace of mind. Perfectly positioned on the pristine beaches of Sand Key, you're just moments from boutique shopping, waterfront restaurants, charming cafés, and everyday conveniences at The Shoppes on Sand Key. Hop aboard the Jolly Trolley for a carefree ride to vibrant Clearwater Beach, or enjoy convenient access to Tampa International Airport and St. Pete–Clearwater International Airport. Whether you're searching for a luxurious primary residence, an elegant second home, or your own private beachfront retreat, this exceptional residence offers something far more valuable than real estate—it offers a way of life. A place where every sunrise inspires, every sunset captivates, and every day feels like a vacation. Don't forget about the benefits of the seller financing. Welcome home.

1540 Gulf Boulevard Unit 1004, Clearwater Beach
$740,000
Gulf Shores 6th Add SubDv. ⋅ 33708 Zip Code
Imagine waking each morning to the tranquil expanse of open water stretching before you, where gentle Gulf breezes carry the promise of endless days spent by the shore. This rare waterfront opportunity at 14217 E Parsley Drive in St. Petersburg offers more than just a lot. It presents a canvas for your personal legacy along Florida’s coveted Gulf coast. Nestled in one of the most desirable beach communities on the Gulf, this exceptional property commands sweeping, unobstructed views that invite quiet reflection and grand possibility alike. Here, the rhythm of the water sets the pace for life, whether you envision designing a custom residence that captures every sunrise or exploring the investment potential this prime location holds. At a price well below current market value for waterfront lots in the area, the decision rests entirely with you. Redevelop this space to reflect your highest aspirations, creating a home that feels as natural and welcoming as the coastal setting itself. This is more than land. It is the chance to shape the future of St. Pete Beach and claim your place in its premier waterfront enclave. Opportunities of this caliber along the Gulf Coast are few and fleeting. Schedule a private showing today to experience the views and atmosphere in person. Contact us to learn how this distinctive property can become the foundation of your coastal story.

14217 E Parsley Drive, St Petersburg
$725,000
Lagomar Sub SubDv. ⋅ 33572 Zip Code
Build your custom waterfront sanctuary in Andalucia, an exclusive 24-hour manned gated community designed for boaters and water enthusiasts. Situated on Bal Harbor, this prime 0.25-acre lot offers an incredible head start on the waterfront lifestyle: it comes complete with a transferable 40 ft. boat slip with a newer 16,000 lb. boat lift at the private Andalucia Yacht Club marina. Waterfront lots with assigned boat slips are extremely rare! Keep your vessel ready for immediate open-water access to Tampa Bay while building your ultimate dream home. Imagine designing a custom two or three-story estate that maximizes panoramic water views, where both golden sunrises and vibrant sunsets paint the sky across the harbor and Tampa Bay. Beyond your doorstep, enjoy luxury amenities including a waterfront clubhouse, sparkling pool, tennis courts, and a sunset jetty frequented by local dolphins and manatees. Located within minutes from Apollo Beach Preserve, easy dining at Circles, Finns and with easy access to Tampa, St. Petersburg, and Brandon via I-75. Schedule your private showing today!

6111 Lagomar Lane, Apollo Beach
$99,000
2 Beds ⋅ 2 Baths ⋅ Mobel Americana Mobile Home Park Unrec SubDv. ⋅ 33702 Zip Code
Amazing value! This remodeled move-in ready 2 bed/1.5 bath/den or office home was remodeled by the owners in early 2024. No flooding inside from storms! With almost 800 sq ft of living space plus a 220 sq ft. screened lanai to enjoy the outdoors, this home does not disappoint. The upgrades are many. New in 2024: 1) remodeled kitchen with stainless appliances, 2) split bedroom plan with primary bedroom having separate room for office/hobby/den, 3) guest bedroom has half bath, primary bath has walk-in shower for easy of use, 4) beautiful wide plank waterproof luxury vinyl flooring and drywall throughout with decorator paint in neutral colors, 5) tankless on demand water heater, 6) 100 amp electrical panel and wiring, 7) new windows, 8) HVAC system (central air/heat), 9) new screens on lanai and 10) 2024 washer and dryer in utility shed. Price includes share for the lot and ownership in the Co-op. Property is locate in popular Americana Cove, a 55+, factory-built and waterfront housing community that's located only 10 mins from downtown St. Petersburg, 20 mins to two airports and 3 mins to 4th St shopping, dining and grocery. Be close to all of the activity yet live in a serene welcoming community. Low monthly maintenance fee of $410 includes water, sewer, trash pickup, lawn mowing, 24 hr manned gate, private streets, seawalls and all amenities including heated pool, clubhouse, fitness center, billiards, marina, two boat ramps and kayak launch and so much more! 2 pets (dogs or cats) up to 35 pounds each are welcomed! Renting is allowed with 2-month minimum. Property has been a successful rental for the past two years. Make this your full time residence, winter retreat or investment property--at this low price and with all of the improvements, it's one not to miss!

7214 Mount Fairfield Road Ne Unit 527, St Petersburg
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