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$2,399,000
6 Beds ⋅ 6 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
Welcome to Sands of Time, a recently updated six-bedroom, four-and-a-half-bathroom coastal retreat located less than two blocks from the white-sand beaches in the heart of Holmes Beach on Anna Maria Island. Thoughtfully designed and professionally decorated, this home blends relaxed beach style with upscale comfort, making it ideal as a primary residence, second home, or high-performing investment property. Inside, the spacious layout comfortably accommodates family and guests, with multiple living areas and a fully equipped kitchen designed for entertaining and everyday living alike. High-capacity laundry is conveniently located on the main floor, perfect after long days at the beach. Four private balconies invite you to enjoy morning coffee or evening breezes, while the home’s open flow creates a welcoming atmosphere throughout. The outdoor living space is a true highlight. A private heated pool and spa with a waterslide anchor a beautifully updated backyard featuring a bar with seating, lounge chairs, a large outdoor dining area, an outdoor shower, and a stainless-steel grill. A covered lanai beside the pool offers ample seating and an outdoor television, making it an ideal gathering place day or night. As evening falls, the backyard transforms into a tropical oasis with illuminated palms and ambient lighting. Entertainment continues indoors and in the oversized garage, which has been converted into a game space complete with a ping pong table, foosball table, and arcade game. When it’s time to unwind, the home offers six well-appointed bedrooms, each with a flat-screen television. Four bedrooms feature king beds, including three with en suite bathrooms and private balconies. One bedroom includes two twin beds, while another offers two sets of bunk beds, creating a perfect space for kids or guests. A half bath is located on the main floor, with an additional full bathroom upstairs. Situated on a quiet stretch of Holmes Boulevard, the property offers both privacy and convenience. Shops, restaurants, and island favorites along Pine Avenue are just minutes away, and the free island trolley stops nearby, providing easy access to all seven miles of Anna Maria Island. From boutique shopping and dining to fishing, boating, kayaking through mangroves, dolphin tours, and unforgettable sunsets, everything the island is known for is within easy reach. Sands of Time delivers the best of island living with space, style, and an unbeatable location in the heart of Holmes Beach. Schedule your private showing today!

6908 Holmes Boulevard, Holmes Beach
$2,995,000
5 Beds ⋅ 4 Baths ⋅ Sportsmans Harbor SubDv. ⋅ 34217 Zip Code
A rare waterfront opportunity just became irresistible!!! Luxury 5 Bedroom Waterfront + Dock | 3-Min Walk to Beach -Exceptional waterfront retreat perfectly positioned in the heart of Anna Maria Island. Just a three-minute stroll to the soft sugar sands of Manatee Beach, this stunning five-bedroom, three-and-a-half-bath residence delivers coastal luxury at every turn—complete with a private dock with ladder where manatees often glide by, a heated pool and spa, and a show-stopping rooftop deck with Gulf and Bay views. Designed for unforgettable gatherings, Coral Castle seamlessly blends upscale comfort with relaxed island charm! Outdoor Living at Its Finest, the rooftop deck is the crown jewel of Coral Castle—offering breathtaking sunrise and sunset views over both the Gulf and Bay. Start your mornings with coffee and ocean breezes or unwind in the evening with a cocktail as the sky glows in brilliant island hues. The tropical backyard is a private sanctuary featuring a heated pool, spa, lounge seating, and outdoor grill, perfect for post-beach relaxation or entertaining under the stars. From the private dock, enjoy peaceful water views—and keep watch for friendly manatees passing by, an unforgettable hallmark of island living. Stylish Interiors Made for Comfort-Step inside to a bright, open-concept living space filled with natural light and coastal elegance. The living room offers plush seating, a flat-screen TV, and sliding glass doors that open directly to the outdoor patio—blurring the line between indoor and outdoor living. The chef-inspired kitchen is fully equipped with stainless steel appliances, generous counter space, and a wine fridge, making meal prep effortless. Gather inside at the dining table or dine alfresco beneath the covered patio for a true island experience. Sleep in Luxury- Primary Suite: King bed, private balcony, vaulted shiplap ceiling, walk-in closet, spa-style ensuite with soaking tub and walk-in shower; Second Bedroom: King bed, Jack-and-Jill bathroom with walk-in shower; Third Bedroom: King bed, Jack-and-Jill bathroom with walk-in shower; Fourth Bedroom: Full bed, Jack-and-Jill bathroom with shower/tub combo; and Fifth Bedroom: Full bed, Jack-and-Jill bathroom with shower/tub combo. Prime Island Location- Enjoy peaceful mornings fishing from the dock or take a short drive to Pine Avenue and Bridge Street, where you’ll discover charming boutiques, local dining, and island favorites. Whether your days are spent boating, lounging by the pool, or soaking in rooftop views, Coral Castle delivers the perfect balance of relaxation and adventure. Every detail is designed to create lasting memories—from manatee sightings to sunset cocktails on the rooftop. This is more than a stay—it’s a true Anna Maria Island experience. Currently operating as a vacation rental with solid history and a strong start to 2026—ideal personal-use + income opportunity.

203 N Harbor Drive, Holmes Beach
$3,995,000
4 Beds ⋅ 5 Baths ⋅ Clark Spring Lake Estates SubDv. ⋅ 34217 Zip Code
Welcome to your dream modern retreat! This brand-new, custom-built masterpiece offers 4 spacious bedrooms, 4.5 luxurious baths, and an unparalleled blend of elegance and comfort. Nestled just steps from the Gulf beaches of Holmes Beach, this stunning home is designed for both relaxation and entertainment.   Step inside to discover an open-concept living space bathed in natural light, entire walls of floor to ceiling impact slider doors, high-end finishes and modern craftsmanship throughout. There are 2 living space areas, perfect for big families. The gourmet kitchen is a chef’s delight, perfect for hosting, induction stove, double oven, wine fridge, pantry and more! Each bedroom is a private oasis in itself, complete with en-suite fun tiled bathrooms and all have their own balcony for ultimate convenience and privacy.   More features include laundry room with sink and storage, 2 car garage, fun wallpaper throughout and high end chandelier’s. Outside, your personal paradise awaits—a sparkling heated infinity pool and rejuvenating spa create the ideal setting for unwinding or soaking up the Florida sunshine. Steps go down to the yard and the oversized dock, on the lagoon fun for fishing! Located in the heart of Holmes Beach, you’re just moments from the sugar-white sands and turquoise waters of the Gulf, offering the best of island living.   Don’t miss this rare opportunity to own a slice of paradise—schedule your private tour today!

7003 Holmes Boulevard, Holmes Beach
$3,495,000
4 Beds ⋅ 6 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Striking modern luxury meets investment potential at The Black Pearl, a four-bedroom, five-and-a-half-bath residence located just a short walk from the beaches of Holmes Beach, downtown shopping and dining, and the island trolley. This architecturally distinctive black-and-white home features a private black-bottom infinity-edge pool, resort-style outdoor living, and a rooftop deck with panoramic Gulf views. Designed for both lifestyle and performance, the home offers a bright open-concept interior, gourmet kitchen with island seating, and four king bedroom suites—each with a private ensuite bath—plus a bonus den with additional sleeping flexibility. Outdoor amenities include a full outdoor kitchen, multiple lounge and dining areas, outdoor shower, and ample on-site parking. Currently part of the Exclusive Vacations luxury rental program, the property offers immediate access to a professionally managed, high-end short-term rental platform focused on premium positioning, elevated guest experience, and revenue optimization. A rare opportunity to own a visually iconic, walkable luxury home with proven short-term rental appeal on Anna Maria Island.

5612 Guava Street, Holmes Beach
$5,140,000
4 Beds ⋅ 5 Baths ⋅ Sunrise Park SubDv. ⋅ 34217 Zip Code
Experience the ultimate island paradise in this practically NEW CONSTRUCTION LUXURY WATERFRONT HOME, thoughtfully designed with solid concrete block construction and cutting-edge design and technology. Spanning over 3,300+ square feet, this stunning residence offers 4 bedrooms and 5 full bathrooms, blending elegance, durability, and effortless coastal living. Perfectly positioned just a few short blocks from the Gulf of America, the home also boasts PANORAMIC Intracoastal waterfront views, creating a rare and breathtaking dual-water lifestyle. The half-elevated design provides peace of mind while enhancing views and architectural appeal. Indoors, no detail has been overlooked. Highlights include a butler’s pantry, an upstairs coffee bar just outside the primary suite, and expansive open-concept living spaces ideal for both everyday comfort and entertaining. The luxurious primary retreat offers a serene escape with spa-inspired finishes and seamless indoor-outdoor flow. Step outside to your private waterfront oasis featuring an infinity pool, hot tub, and a fully equipped outdoor kitchen, all designed to maximize sunset views and coastal breezes. Whether hosting guests or enjoying a quiet evening under the stars, this outdoor space is truly exceptional. With waterfront living, modern luxury, and a premier island location, this home offers everything you could ask for—and more. A rare opportunity to own a refined coastal sanctuary that perfectly balances style, comfort, and location. Schedule your private showing today!

511 Bayview Drive, Holmes Beach
$1,094,000
2 Beds ⋅ 2 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
PRIME LOCATION | BRAND NEW RENOVATIONS | ELEVATED-LUXURY-LIVING | ELEVATOR | FENCED SALTWATER POOL | MOVE-IN READY | Located on a peaceful street and embraced by the natural beauty of a mangrove preserve, this elevated coastal residence delivers privacy, modern luxury, and a coveted Holmes Beach lifestyle. Thoughtfully renovated over seven months between 2023 and 2024 with the owners investing $275,000 in premium renovations and high-end additions, the home blends timeless design with state-of-the-art upgrades—creating a tranquil retreat just moments from award-winning Gulf beaches, local dining, and island conveniences. Inside, sunlit living spaces showcase elegant finishes and open-concept design. The kitchen is a modern showpiece, featuring sleek granite countertops, white shaker cabinetry, under-cabinet lighting, and a reverse osmosis water system. Two spacious bedrooms and two spa-inspired bathrooms offer comfort and style, complemented by plantation shutters, smooth ceilings, and a whole-home water filtration system. No detail has been overlooked—from new electrical wiring and panel with underground service to a NEW GARAGE DOOR AND OPENER (2025) and a fully accessible 750-LB CAPACITY ELEVATOR for effortless living. Outdoors, a private fenced backyard oasis invites relaxation with a BRAND NEW ELEVATED SALTWATER POOL (2025) surrounded by lush tropical landscaping enhanced with $20,000 in new plantings, including orange trees and lavender bushes. The serene mangrove backdrop ensures rare tranquility, natural beauty, and panoramic views from your bedroom. The lower level includes a TWO-CAR TANDEM GARAGE and an additional 480 SQUARE FOOT BONUS ROOM with durable polyaspartic-coated flooring. Currently serving as a spacious room for entertainment this can easily be turned into a gym or extra office space—plus an outdoor shower and additional storage. Zoned for MONTHLY VACATION RENTALS and already having a strong rental history, this property offers both investment appeal and a luxurious personal retreat. Located minutes from the Manatee Bridge, Bridge Street, and the North End of Anna Maria Island, this Holmes Beach jewel captures the essence of refined coastal island living. Don’t miss your slice of paradise — schedule your private tour today!

2915 Avenue C, Holmes Beach
$1,450,000
3 Beds ⋅ 3 Baths ⋅ Casanas Sub SubDv. ⋅ 34217 Zip Code
**Price Improvement**Come see this Mediterranean-inspired coastal luxury home, with a freshly painted interior (6/26) just one block from the Gulf—this fully furnished, turnkey, elevated single-family villa, “Island Oasis,” offers no HOA, complete privacy, and proven storm resilience with no damage to upper living areas. Solid construction, turnkey condition, and major system updates provide immediate peace of mind, especially with income projections exceeding 150k annually, for those interested in renting. This exceptional Anna Maria Island retreat comfortably accommodates 8+ guests, featuring two king suites, a third bedroom suite with two queen beds, and additional sleeping space in the great room—ideal for personal use, multigenerational living, or income-producing potential. Recent upgrades include new roof (2024), refrigerator (2024), dishwasher (2025), washer/dryer (2024), AC units (2020 & 2017), and water heaters (2025 & 2019), along with a resurfaced pool with new coping, pavers, heater, and pump. Inside, the home showcases light-filled interiors, soaring ceilings, crown molding, and natural wood accents, blending refined coastal design with relaxed island comfort. The open-concept kitchen features wood cabinetry, tile backsplash, an eat-at island, and newer stainless appliances, flowing seamlessly into the main living and dining areas. Glass sliders open to a front piazza and private pool courtyard, creating effortless indoor-outdoor living. The primary suite offers a private balcony and a spa-style bath complete with a clawfoot soaking tub and walk-in shower, delivering a true owner’s retreat. Above it all, a rooftop terrace captures 360° sunrise and sunset views, with peek-a-boo Gulf and Bay views, setting the stage for unforgettable evenings in the delightful island breeze. Step outside and experience the Florida lifestyle—sun-drenched pool days, shaded terraces, and lush tropical landscaping create a private oasis just moments from the beach. A short walk leads you to the soft white sands of the Gulf, while nearby favorites like Skinny’s, Manatee Beach, Pine Avenue, boutique shopping, waterfront dining, and the free island trolley make island living effortless. Elevated, meticulously maintained, and offered fully furnished, this is a rare opportunity to own a resilient, income-capable coastal home in one of Florida’s most sought-after destinations. Anna Maria Island living at its finest—sun, sand, and effortless coastal luxury await.

4003 5th Avenue, Holmes Beach
$2,245,000
3 Beds ⋅ 2 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code
Southern Exposure at it's finest!!! If you are going to have a house in paradise, it's best to get one with SOUTHERN EXPOSURE! Maximize your sunshine and soaking in all that Vitamin D, you can't get up north. Tranquil, private canal front home just waiting for you to call it your own — 624 Dundee on Key Royale is an impeccably renovated residence offering modern-luxe living by the water. This refined 3-bedroom, 2-bath pool home blends effortless flow with elevated finishes throughout. Meticulous landscaping and elegant paved walkways welcome you at every turn. Outdoors, a perfectly scaled heated pool and generous sun terrace are complemented by covered lounge space for sophisticated alfresco living and dining. Bring your coffee or bring your wine and sit by the pool and bask in the glory of outdoor living. Enjoy a fully equipped dock with a 10,000 lb lift invites effortless access to open water, fishing, kayaking, or paddle boarding amid abundant coastal wildlife. Entertain beautifully: a sleek, brand-new kitchen with island opens to the dining area and elongated living room, creating seamless indoor-outdoor flow. The primary suite sits poolside with a private ensuite—ideal for morning swims or yoga on the lanai with sunshine all day! Two additional bedrooms share a well-appointed bath and can easily convert to a chic home office or guest quarters. Perfectly positioned on the island, this home captures the quintessential Anna Maria lifestyle—relaxation, sunlit days, and waterfront adventures—ready to be enjoyed as an exquisite primary residence or a sophisticated addition to your investment portfolio. Come live the Anna Maria Life!

624 Dundee Lane, Holmes Beach
$2,700,000
5 Beds ⋅ 4 Baths ⋅ Island Homes SubDv. ⋅ 34217 Zip Code
Discover paradise at this stunning canal front retreat that includes 5 bedrooms and 3.5-bathrooms. Located in the heart of Holmes Beach just a short stroll to the Gulf Beaches, restaurants, shops and more! This renovated gem offers modern elegance situated on a serene canal with direct access to Tampa Bay, ideal for boat lovers! Step inside to an open-concept living space, featuring Brazilian walnut floors, fireplace and natural light that shines through the impact hurricane windows and doors. Enjoy the gourmet kitchen, complete with custom cabinetry, sleek stainless steel appliances, marble countertops and more! The master suite is conveniently located on the main level with a walk in closet and a fireplace. It is a private oasis, boasting a spa-inspired ensuite with dual vanities and a walk-in shower. Four additional bedrooms provide ample space for family, guests, or a home office/gym. Outside, your tropical haven awaits. Dive into the sparkling pool, relax on the expansive deck, or take your boat straight from your private dock to explore the open waters. With lush landscaping and breathtaking canal views, this backyard is perfect for sunset gatherings or quiet mornings with coffee in hand. Located just steps from the pristine beaches of Anna Maria Island, this home offers the ultimate Florida lifestyle. This home has been lovingly enjoyed and very well taken care of by the full time owners. Schedule your private tour today!

505 75th Street, Holmes Beach
$1,175,000
3 Beds ⋅ 2 Baths ⋅ Martinique Condo SubDv. ⋅ 34217 Zip Code
Never miss a sunset with the view from this beachfront GEM! A true 3 Bedroom, 2 Full Bathroom with 1,516 square feet, including an indoor Laundry Room. One of only 6 units of this size in the building. The Master Suite boasts a panoramic beach view, walk in closet and en-suit bath, while the 2 remaining bedrooms have large closets and comfortable natural lighting. The split floor plan ensures privacy for guests and the open Kitchen, Dining and Living Room combo is perfect for entertaining. Includes 2 private garage spaces, and a storage room/workshop, creating ample storage for all of your beach toys and Gulf Cart! Located in the heart of Holmes Beach, one of the most desirable areas on Florida's Gulf Coast, steps from world class dining, shopping, fitness, boating, and family friendly activities. Don't miss this rare opportunity to own a slice of paradise!

5300 Gulf Drive Unit 105, Holmes Beach
$1,690,000
3 Beds ⋅ 2 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
Virtually Staged. This incredible home is built like a fortress. This architect designed concrete tri-level residence was constructed with artistry and represents a masterpiece of strength framed by a concrete girdle wrapped around solid pilings. Wake up to the scent of salt in the air and the sound of waves just steps away, this is not a vacation, this is your everyday! Picture yourself walking barefoot at the beach just about 500 feet from your home, everyday! The European 2 person elevator glides you through 2262 square feet encompassing 3 bedrooms, 2 bathrooms, an open kitchen, dining room and multiple living areas to the rooftop retreat where Gulf views await stretching endlessly Westward. The details of this home are custom for this one of a kind beach residence. Features include richly hued cherry wood floors, a 2025 primary bathroom shower conversion, electric roll-down hurricane shutters for peace of mind, a 2024 newer roof, a 2025 hurricane rated garage door and poured in place concrete exterior stairs located on the North and South.. Utilities are located underground. Enjoy Caribbean quality sunsets night after night over the gulf for jaw dropping vistas. Step onto one of the breezy balconies with your morning coffee for an incredible way to begin your day! At day's end, climb on up again to your private rooftop perch, kick back and inhale the sea air. Whether you're lounging in the living areas, gathering with friends in the family room, taking in panoramic views of the Gulf or taking the elevator down for a barefoot walk on the shoreline to collect shells and watch the sunset you'll be living your life like a vacation - every day! Be sure to check out the 3D Virtual Tour. Virtually Staged.

2918 Avenue E, Holmes Beach