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6300 Flotilla Drive Unit 96, Holmes Beach
$399,000
2 Beds ⋅ 2 Baths ⋅ A4711195 MLS ⋅ Shell Point Iii BLDG.
Welcome to Shell Point, a peaceful and highly desirable waterfront community nestled along Watson’s Bayou and Anna Maria Sound on Anna Maria Island! This beautifully renovated 2-bedroom, 2-bath condo offers a bright, inviting interior with an open-concept layout designed for comfortable coastal living. The updated kitchen is light and airy, featuring charming peek-a-boo views of the bay from the kitchen window. The spacious living and dining area flows seamlessly into the enclosed lanai, where the sliding doors have been removed to create additional living space and greater flexibility for relaxing, entertaining, or creating your own cozy retreat. The generously sized primary suite features a private en-suite bathroom, while the spacious second bedroom is conveniently located near the hallway guest bath. Offered partially furnished, this condo provides a wonderful head start on creating your own island getaway. Select listing photos have been virtually staged to showcase the condo's full potential and help buyers envision how beautifully these spaces can be transformed with light, bright coastal furnishings and décor. Shell Point offers a true resort-style lifestyle with a refreshing community pool, tennis and pickleball courts, shuffleboard, a putting green, kayak storage, and beautifully maintained grounds. One of the community’s most cherished traditions is gathering with neighbors along the waterfront to enjoy Anna Maria Island’s spectacular sunsets. Known for its welcoming atmosphere and tranquil waterfront setting, Shell Point is tucked away in a quieter section of Holmes Beach, yet just a short stroll from the island’s beautiful beaches, local shops, restaurants, and entertainment. Monthly rentals are permitted, offering flexibility for those who may not use their island retreat year-round, and pets are welcome for owners! Whether you're searching for a full-time residence, seasonal escape, or investment opportunity, this beautifully updated condo offers an exceptional opportunity to enjoy the Anna Maria Island lifestyle at an attractive price point. Your affordable piece of paradise awaits!

6300 Flotilla Drive Unit 96, Holmes Beach

Courtesy of DUNCAN REAL ESTATE, INC.

7320 Gulf Drive Unit 10, Holmes Beach
$1,795,000
3 Beds ⋅ 3 Baths ⋅ A4711099 MLS ⋅ 5 BLDG.
YOUR GULF FRONT ESCAPE AWAITS YOU! Discover the ultimate blend of coastal luxury, island charm, and investment potential in this exceptional 3 bedroom, 2.5-bathroom condominium being sold Turnkey- overlooking the sparkling Gulf of Mexico. Nestled within the charming, village-inspired community of La Casa Costiera, this distinctive residence offers the rare opportunity to embrace the beauty of beachfront living while owning a highly desirable vacation retreat on Anna Maria Island. Inside, thoughtful design and upscale finishes create an inviting atmosphere of timeless elegance. The gourmet kitchen features granite countertops, rich wood cabinetry, and stainless steel appliances, while the spacious primary bathroom offers dual showers and a luxurious hydro-massage tub. A cozy fireplace, wet bar, and elegant crown molding add character and refinement throughout, creating the perfect setting for relaxing after a sun-filled day along the coast. Enjoy the convenience of a shared private elevator that opens directly to your front door, a two-car garage, and additional storage for all your beach and recreational essentials. Community amenities elevate the experience even further, including a heated swimming pool, spa, grilling area, and outdoor shower. Beyond the luxury, the location is what truly sets this property apart. With the Gulf of Mexico as your backdrop and the island's beautiful sugar-sand beaches just steps away, this condominium offers the kind of coastal lifestyle that continues to attract vacationers seeking an unforgettable Florida getaway. For investors, the minimum weekly rental opportunity and rarely available 3-Bedroom creates the potential to capitalize on Anna Maria Island's appeal as a sought-after vacation destination. Whether you envision a personal island escape, an income-producing rental property, or the perfect combination of both, La Casa Costiera presents an exciting opportunity to own a piece of the Gulf Coast lifestyle. Experience the beauty of Gulf-front living, the charm of Anna Maria Island, and the possibilities of owning a property that you can enjoy for years to come.

7320 Gulf Drive Unit 10, Holmes Beach

Courtesy of KELLER WILLIAMS ON THE WATER S

520 72nd Street, Holmes Beach
$2,950,000
3 Beds ⋅ 3 Baths ⋅ A4711338 MLS
The Epitome of Relaxed Elegance on Anna Maria Island. Lovingly cared for and beautifully renovated in 2024, this tropical waterfront retreat blends sophisticated design with the timeless charm of coastal living in a quiet neighborhood setting. Thoughtfully appointed with upscale furnishings and refined finishes, the home exudes understated luxury and effortless island elegance. This spacious three-bedroom residence is among the largest of its kind in Holmes Beach, offering 2,647 sq ft under roof and a large 11,115 sq ft lot. The generous open floor plan features two distinct living areas, and offers flexibility for entertaining, gathering with family and friends, or simply relaxing in your own private retreat. Beautiful interiors easily flow into tropical outdoor living spaces with lush landscaping and a beautiful heated pool / waterfall, creating a tranquil, secluded island oasis. Other key features include all hurricane windows and doors, a complete plumbing repipe, gas fireplace, tropical outdoor shower, kayak storage, all new appliances, and Garrison flood gates. For boating enthusiasts, the waterfront setting is a true highlight. Enjoy deep-water canal access to the Intracoastal Waterway, 68 foot dock with electric and water, a boat lift, and a convenient fish-cleaning station. Whether heading out for a day on the water, exploring the surrounding waterways, watching manatees and dophins, kayaking, paddleboarding, or enjoying an evening sunset cruise, the island lifestyle is right at your doorstep. Feel like enjoying the island? Travel a few short blocks to Anna Maria's sandy white beaches, gourmet restaurants, stunning sunsets, and coastal shopping. Elegant yet inviting, sophisticated yet relaxed, this beautifully maintained home offers a wonderful opportunity to experience the very best of Anna Maria Island living, where coastal charm, exceptional boating, and everyday comfort come together. Click on the link for a revealing virtual tour then call for your private showing today!

520 72nd Street, Holmes Beach

Courtesy of SATO REAL ESTATE INC.

4307 Gulf Drive Unit 206, Holmes Beach
$535,000
2 Beds ⋅ 2 Baths ⋅ A4710849 MLS ⋅ North BLDG.
Welcome to Cayman Cay, where your island getaway awaits just steps from the sugar sands and turquoise waters of the Gulf! Ideally located directly across from Manatee Public Beach, this charming coastal community offers the perfect combination of beachside living, convenience, and investment potential. With a newly updated rental policy allowing weekly rentals as of March 2026, this is an exciting opportunity to own an affordable investment property on Anna Maria Island! An attached rental projection estimates over $53,000 in annual gross rental income, making this an attractive option for buyers looking to enjoy their own slice of paradise while generating rental income when they are away. This turnkey furnished 2-bedroom, 2-bath condo is ready for you and your guests to start enjoying island life immediately! The beautifully updated kitchen opens to a comfortable living and dining area, with sliding doors leading to a screened lanai where you can unwind and take in the colorful evening skies. The spacious primary suite features an ensuite bath and an additional storage closet that can be locked to securely store personal belongings between rental stays. The guest bedroom is thoughtfully furnished with two twin-over-full bunk beds, offering plenty of sleeping space for family and friends, while the guest bathroom features a convenient tub/shower combination. An in-unit washer and dryer adds to the comfort and convenience of this coastal retreat. Cayman Cay offers a relaxed, resort-style atmosphere with a heated community pool, inviting gathering spaces, BBQ grilling area, and shuffleboard courts. Step across the street to spend your days on the beautiful Gulf beaches, enjoy breathtaking sunsets, or explore the nearby restaurants and shopping. The free island trolley stops curbside, making it easy to discover all of Anna Maria Island without ever getting in your car! Whether you are searching for a personal beach retreat, an income-producing vacation rental, or the best of both worlds, this beautifully furnished condo offers an exceptional opportunity to embrace the island lifestyle. Pack your bags, bring your flip-flops, and start living your Anna Maria Island dream!

4307 Gulf Drive Unit 206, Holmes Beach

Courtesy of DUNCAN REAL ESTATE, INC.

145 50th St, Holmes Beach
$2,095,000
4 Beds ⋅ 4 Baths ⋅ A4710094 MLS
**PRIME ISLAND LOCATION - STEPS TO THE BEACH - HIGHLY DESIRABLE WEEKLY RENTAL ZONING** Experience the best of Anna Maria Island living in this beautifully designed 4-bedroom, 3.5-bath coastal retreat, ideally situated just a short stroll from the pristine Gulf beaches, with dedicated beach access at the end of the street. Surrounded by the island’s celebrated restaurants, charming boutiques, and local attractions, this exceptional location offers the perfect balance of coastal luxury, convenience, and investment appeal. Whether enjoyed as a private island getaway, full-time residence, or income-producing vacation rental, the home offers an enviable combination of lifestyle and versatility. Thoughtfully designed for elevated coastal living, the floor plan seamlessly blends spacious gathering areas with comfortable private retreats. Light-filled interiors, an open-concept layout, and an effortless connection between the living, dining, and entertaining spaces create an inviting atmosphere for family and guests alike. The well-appointed kitchen anchors the main living area, while generously proportioned bedrooms offer comfort and privacy. Further enhancing the home's thoughtful design, provisions were incorporated into the original floor plan to accommodate a future elevator, offering added convenience and long-term flexibility. Outdoors, a private tropical oasis awaits, where lush landscaping surrounds a heated swimming pool, inviting lounge areas, and covered spaces ideal for alfresco dining and entertaining. From leisurely afternoons poolside to relaxed evenings beneath the palms, every element is designed to embrace the laid-back sophistication of island living. Adding to its appeal, the property's highly sought-after weekly vacation rental zoning presents an attractive opportunity for income generation while preserving the flexibility of personal enjoyment. With the Gulf's turquoise waters and powder-soft beaches just moments away, along with exceptional dining, shopping, and convenient island trolley access, this residence places the very best of Anna Maria Island within easy reach.

145 50th St, Holmes Beach

Courtesy of HUNT BROTHERS REALTY, INC.

1203 Gulf Drive N Unit 400, Bradenton Beach
$799,000
2 Beds ⋅ 2 Baths ⋅ TB8562549 MLS
Coastal living at its best! Enjoy the ultimate beach lifestyle in this inviting top-floor condo at Key West North Condominiums, a charming four-unit complex located directly across the street from the beach, offering partial Gulf views and refreshing coastal breezes. Whether you’re looking for a year-round island retreat, a second home, or an income-producing vacation rental, this property offers exceptional flexibility with no minimum rental period requirements (Please refer to the City of Bradenton Beach vacation rental license for applicable details). The elevated building features covered ground-level parking under the structure, an elevator, two stairwells, and a private swimming pool resurfaced in 2025. Inside, the spacious living area opens through two sliding glass doors to a wide, ocean-facing balcony—perfect for relaxing and enjoying the Gulf breezes. The kitchen features white cabinetry, stainless steel appliances, and a convenient pantry. The primary bedroom offers a walk-in closet with built-in system and sliding glass doors leading to a private balcony. The primary bathroom includes a single-sink vanity with abundant cabinet and drawer space, along with a walk-in shower, while the guest bathroom features a tub/shower combination. A generously sized laundry room provides a utility sink, upper cabinetry, and direct access to the rear stairway. Additional features include windows and sliding glass doors replaced in 2021, a metal roof installed in 2025, crown molding, two linen closets, and an air-conditioning system installed in 2012. With its desirable beachside location, inviting outdoor spaces, and vacation rental potential, this condo is an excellent opportunity to embrace the laid-back coastal lifestyle and enjoy the best of island living. NOTE: Property information has been obtained from third-party sources believed to be reliable but is not guaranteed. Buyers and their agents should independently verify all information, including property details, rental regulations, and licensing requirements

1203 Gulf Drive N Unit 400, Bradenton Beach

Courtesy of KELLER WILLIAMS SOUTH TAMPA

1007 Gulf Drive N Unit 215, Bradenton Beach
$700,000
2 Beds ⋅ 3 Baths ⋅ TB8558631 MLS ⋅ 1007 BLDG.
Virtually Staged. Imagine trading chilly winters for sunshine, spectacular Gulf views, and the laid-back luxury of Anna Maria Island! Welcome to this two-story, 2-bedroom, 2.5-bath waterfront retreat in the coveted Summer Sands community, featuring private beach access and a waterfront pool for the ultimate coastal lifestyle. Enjoy two primary suites, including one on the main level and a private loft-style suite upstairs, offering comfort and flexibility for family and guests. Offered unfurnished, this condo is a blank canvas ready for your personal style and vision. Picture morning beach walks, sunset skies over the Gulf, and relaxing poolside afternoons just steps from the sand. Whether you're dreaming of a seasonal escape, a beachside haven, or a getaway with income-producing potential, rentals are permitted several times per year, subject to community restrictions. This is more than a condo—it's your opportunity to embrace the iconic Anna Maria Island lifestyle. Don't miss another Florida winter in paradise!

1007 Gulf Drive N Unit 215, Bradenton Beach

Courtesy of BHHS FLORIDA PROPERTIES GROUP

104 5th Street S, Bradenton Beach
$3,475,000
7 Beds ⋅ 8 Baths ⋅ A4710621 MLS
AQUA PARADISE | LUXURY ISLAND LIVING & PREMIER VACATION RENTAL OPPORTUNITY! Discover this exceptional 7-bedroom, 7.5-bath coastal retreat, perfectly positioned just steps from the sugar-white sands of The Gulf and within walking distance of historic Bridge Street's popular restaurants, bars, shopping, live music, and entertainment. Enjoy the best of Anna Maria Island with both the beach and bay just moments from your doorstep! Built in 2020, this TURNKEY FURNISHED home offers 3,134 square feet of beautifully designed living space and comfortably accommodates up to 16 guests. The open-concept floor plan features designer coastal finishes, a spacious kitchen with an oversized island, generous dining and entertaining areas, and seven inviting bedrooms. Multiple balconies and an incredible rooftop deck showcase panoramic Gulf and Bay views, creating the perfect setting for breathtaking sunsets and coastal relaxation. Step outside to your own private tropical oasis, featuring a resort-style pool, spa, putting green, outdoor dining and grilling areas, and lush landscaping. Designed for entertaining and relaxation, this home delivers the ultimate island vacation experience. PRIME LOCATION & EXCEPTIONAL INVESTMENT POTENTIAL! Currently part of a highly successful vacation rental program, Aqua Paradise combines the features vacationers seek most: accommodations for large groups, resort-style amenities, spectacular water views, and unbeatable walkability to the beach, bay, and vibrant Bridge Street district. Offered turnkey furnished, this property presents an attractive opportunity for investors seeking an established vacation rental or buyers looking for their own luxury island escape. BEACH DAYS. BAY VIEWS. BRIDGE STREET NIGHTS. Schedule your private showing today and experience the best of Anna Maria Island!

104 5th Street S, Bradenton Beach

Courtesy of COLDWELL BANKER REALTY

5200 Gulf Drive Unit 406, Holmes Beach
$675,000
2 Beds ⋅ 2 Baths ⋅ A4709054 MLS ⋅ Martinique South BLDG.
Fall asleep to the sound of crashing waves in this Gulf-front unit at Martinique South. Sweeping beach views stretch from the living area, kitchen, and primary bedroom, and the sand is just steps away. You’re in the heart of Holmes Beach, a block from top restaurants, shops, and the island trolley. Offered in original condition, this unit is a blank canvas for your own coastal vision. Design it exactly the way you want, from the finishes to the floor plan details. Enjoy a private covered carport, separate beach storage, a heated pool, and a tennis court. The all-inclusive HOA covers cable, internet, water, trash, and insurance, making ownership simple. Community has a 30 day rental minimum, with a max of 3 rentals per year.

5200 Gulf Drive Unit 406, Holmes Beach

Courtesy of COLDWELL BANKER REALTY

3803 E Bay Drive Unit 9, Holmes Beach
$650,000
3 Beds ⋅ 3 Baths ⋅ A4709875 MLS ⋅ 3803 BLDG.
Rarely available 3-bedroom, 3-bathroom turn-key condo in the coveted Sunbow Bay community of Holmes Beach. This spacious, light-filled island retreat features an open-concept floor plan designed for seamless living and entertaining. The expansive living area opens directly to a private porch surrounded by lush tropical landscaping and your own private dock. With three full bedrooms and three dedicated bathrooms, this unique layout offers exceptional privacy for families and guests, making it a perfect primary residence, winter getaway, or rental investment. Sunbow Bay offers premier waterfront amenities, including - Two heated community pools, tennis courts and a fishing pier. Located just minutes from the Gulf beaches, local dining, and the free island trolley, Sunbow Bay combines maintenance-free living with the ultimate Anna Maria Island lifestyle. ALL WINDOWS REPLACED 2014, NEW A/C 2020, NEW DOCK 2022.

3803 E Bay Drive Unit 9, Holmes Beach

Courtesy of MIKE NORMAN REALTY INC.

1900 Gulf Drive N Unit 1, Bradenton Beach
$1,925,000
3 Beds ⋅ 2 Baths ⋅ A4707737 MLS ⋅ Na BLDG.
DIRECT BEACHFRONT CONDO with short-term rentals on Anna Maria Island! Discover the epitome of beachfront living with this 3-bedroom, 2-bathroom condo with nearly 1,500 square feet, and a 1 car garage in the exclusive Marbella Villas community. This condo is currently a successfully managed short-term rental with $128,000 in income so far in 2026 and bookings in place for 2027. Situated in the heart of Anna Maria Island, this property offers unparalleled 180-degree direct views of the Gulf of Mexico's turquoise waters and sugary sands. Fully turnkey furnished, the home boasts soaring ceilings and an open-concept layout designed to maximize natural light and fabulous Gulf views. The large kitchen features a spacious island are ideal for entertaining. Step out onto the screened patio to savor the ocean breezes and spectacular sunsets. This rare beachfront gem includes a small office/storage area inside the home and a private attached one car garage, underbuilding parking, a separate outdoor storage area and a spiral staircase leading directly to the heated pool, spa, and beach access. With only 11 residences in this boutique Gulf-front community, privacy and exclusivity are assured. Perfect as a serene retreat or a high-performing investment. Located just moments from the island's best dining, shopping, and recreational activities, this property offers the ultimate blend of luxury, convenience, and relaxation. Don’t miss your chance to own this extraordinary beachfront paradise with vacation rental bookings already in place. Schedule your private showing today!

1900 Gulf Drive N Unit 1, Bradenton Beach

Courtesy of MICHAEL SAUNDERS & COMPANY

504 69th Street, Holmes Beach
$1,395,000
3 Beds ⋅ 2 Baths ⋅ A4710069 MLS
Island living, made easy. This ground-level Anna Maria Island home is fully renovated and comes turnkey furnished, just a few short blocks from the sugar-sand beaches and the island’s sunsets. Beautifully renovated in 2025 with a fresh modern design, the nearly 2,000 square foot home includes three bedrooms, two baths and new tile flooring throughout, with an ensuite bath in the primary bedroom. The new kitchen has custom cabinetry and all new appliances (2025), and both bathrooms have been redone with custom vanities, tile and contemporary finishes. The big-ticket items are already handled, including a new A/C (2025), a tankless water heater (2023) and hurricane impact windows (2023), and the laundry room has a washer, dryer, utility sink and plenty of extra storage. Outside, you’ll find a heated saltwater pool with a new pool heater (2025), landscaping, landscape lighting, irrigation, plenty of sunny yard space and a tiki-covered pergola, plus a 10x12 storage shed. Furniture and décor are included. Call to schedule your private showing.

504 69th Street, Holmes Beach

Courtesy of MICHAEL SAUNDERS & COMPANY

2219 Avenue C, Bradenton Beach
$1,310,000
3 Beds ⋅ 4 Baths ⋅ A4710503 MLS
Discover the perfect blend of island history and modern vacation luxury on this highly sought-after corner lot in Bradenton Beach on Anna Maria Island. This 3 bedroom, 3.5 bathroom originally built in 1959—and rumored to have once housed the island’s telephone hub—this home was constructed to endure. This island oasis sustained NO STORM DAMAGE, offering you peace of mind. Inside, you’ll find low-maintenance, water-resistant flooring throughout—perfect for sandy feet and beach living. The thoughtful layout features a full kitchen and offers excellent accessibility, with two of the three bedrooms located conveniently on the main floor. As you retire for the evening, downstairs you will find an oversized master king bedroom and ensuite bath complete with walk-in shower, large vanity, and Jacuzzi tub. Upstairs, you will find the 2nd bedroom with a king bed and private ensuite bathroom. Enjoy the partial beautiful Gulf views from this bedroom. Downstairs also features the 3rd bedroom complete with two twin-over-twin bunk beds (4 twins total). There's a full size washer and dryer in the downstairs 1/2 bath off the kitchen. Outside is a fully fenced backyard with established landscaping and a sparkling, private heated pool with a custom sundeck. The location is simply unbeatable. Situated in the tranquil Mid-Island area, you are away from the chaos but minutes from the action. Stand in your driveway and look left to see the crystal blue Gulf, or look right to see the Bay. Launch a kayak nearby, take a sunset stroll, or drive a few minutes to Bridge Street. With No HOA and plenty of parking, the choice is truly yours.

2219 Avenue C, Bradenton Beach

Courtesy of SATO REAL ESTATE INC.

2514 Avenue B, Bradenton Beach
$1,198,750
4 Beds ⋅ 4 Baths ⋅ A4710003 MLS
Location, location, location! Steps to the bay, and Herb Dolan County Park, with playground, pickle-ball, basket-ball, kayak/canoe launch, and picnic area. Two to three minute walk to Bradenton Beach, and walking distance to Salt Restaurant. This two unit, duplex, with two upper floor - two bedroom, two bathroom units is just under 1,000 square feet each. There is no elevator and each unit has its own interior staircase. Both units enter from the left side of the building and have entry foyer hallways. Both units have a kitchen, a living/dining room combination, a primary bedroom with ensuite bathroom, and a guest bedroom with hallway bathroom in each. There are front and rear open balconies, and a common laundry on the first floor, in the rear in an exterior laundry/storage room. The approximate annual revenue for 2022 was $108,000. For 2023 it was $75,000 and for 2024 it was $68,000 prior to the fall hurricanes. The current owners stay in the top front unit January to June every year. There was minor water intrusion on the ground floor from the hurricanes of 2024. The entire building built in 1978 was tented in 2024 after the hurricanes and minor repairs. The seller was compensated by FEMA and repaired the minor damage. This owner bought it as it was. They did cosmetic updating - painting, flooring, countertops, cabinets, appliances, etc. They did not do any structural, electrical, plumbing or anything requiring permitting. Both units HVAC systems are 2021 and the roof is 2020. The lower area under unit A is a converted one-stall garage that is being used as an efficiency apartment or in-law suite. This unit is rented on a month to month lease for $1,000 and this tenant would like to stay as a tenant in the future. The lower area under Unit B is a converted one-stall garage that is being used as a game/rec room by the owners' and tenant's when rented. There is no homeowner's association or condo association, no CDD fees, and Bradenton Beach allows nightly rentals, but does require licensing to rent. We have all the rooms size dimensions in a supplemental report in the MLS. One could live in one unit and rent the other unit or use both units as living space. This is a must-see property to fully understand all the value of it. It is easy to see and to show. All information in this MLS Report is deemed reliable, but not guaranteed.

2514 Avenue B, Bradenton Beach

Courtesy of RE/MAX ALLIANCE GROUP

210 66th Street, Holmes Beach
$975,000
2 Beds ⋅ 2 Baths ⋅ A4709967 MLS
Anna Maria Island, Holmes Beach duplex - awesome location in the first block from the beach. Public beach access just steps away! Each unit is a true one bedroom one bath unit with open floor plan living area. Tastefully updated and furnished and ready for you or guests to move right in! Also for sale is the sister duplex just next door at 212 66th Street which would give four units and total 12498 sq ft of dirt. Show and bring your best!

210 66th Street, Holmes Beach

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY

528 Key Royale Drive, Holmes Beach
$2,650,000
4 Beds ⋅ 4 Baths ⋅ A4710037 MLS
This is the kind of Florida home that changes the rhythm of everyday life—mornings overlooking the canal, afternoons cruising the Gulf, and evenings entertaining beside the pool beneath swaying palms. Set within the highly desirable waterfront community of Key Royale, this completely renovated 4-bedroom, 4-bath canal-front residence blends relaxed coastal living with striking modern design and exceptional boating access. Inside, soaring ceilings, clerestory windows, expansive glass, and wide-plank wood-look flooring create a light, open atmosphere that feels effortlessly sophisticated. The redesigned kitchen makes a sleek architectural statement with glossy contemporary cabinetry, quartz surfaces, a generous island, stainless steel appliances, an induction cooktop, designer lighting, and a dramatic slab backsplash. Open living and entertaining spaces flow naturally together, complemented by a custom wet bar and seamless access to the home’s outdoor retreats. The primary suite captures peaceful canal and tropical views through oversized windows and sliding glass doors. Its spa-inspired bathroom is a true showpiece, featuring a skylight, freestanding soaking tub, oversized glass-enclosed shower, sculptural floating vanity, warm wood accents, and elegant brass fixtures. Three additional bedrooms and beautifully updated bathrooms provide stylish accommodations for family and guests. Above the garage, the private fourth bedroom features its own entrance and balconies, creating an ideal guest suite, multigenerational retreat, home office, studio, or flexible bonus space. Outdoors, the home feels like a private island resort. Lush tropical landscaping surrounds an inviting pool and expansive brick-paver deck, while the covered screened lanai offers a shaded setting for dining, lounging, and entertaining. Beyond the pool, a manicured canal-side lawn leads to the seawall and private boat lift, placing boating, fishing, paddleboarding, and Gulf adventures directly outside your door. Thoughtful improvements include a new roof, four new air-conditioning systems, updated landscaping, a new garage door, and refreshed garage flooring. A distinctive benefit exclusive to this street, the property’s irrigation is supplied by a private well rather than metered city water, offering the potential for significant ongoing water savings. A brand-new well pump and irrigation system have also been installed, providing added efficiency and peace of mind. The vibrant coastal exterior, brick-paver driveway, mature palms, and layered tropical gardens create memorable curb appeal from the moment you arrive. Ideally positioned near Anna Maria Island’s renowned beaches, waterfront restaurants, local boutiques, and laid-back island attractions, this move-in-ready Key Royale waterfront home offers far more than a beautiful place to live—it offers the freedom to embrace the Florida boating lifestyle every day.

528 Key Royale Drive, Holmes Beach

Courtesy of LESLIE WELLS REALTY, INC.

7106 Palm Drive, Holmes Beach
$2,100,000
4 Beds ⋅ 4 Baths ⋅ A4707925 MLS
Increasingly Rare Ground-Level Island Living with Pool, Spa & R-2 Rental Potential in the weekly rental zone. One-story, ground-level single-family homes on Anna Maria Island are increasingly difficult to find. This charming and spacious 4-bedroom, 3½-bath home offers approximately 2,479 sq. ft. of living area, a large lot, exceptional outdoor living, and the flexibility of R-2 zoning for weekly vacation/seasonal rental use. This home has been a full time residence for the current owners. Ideally located within easy walking distance of the beautiful, white sand beaches and directly on the free island trolley route and popular holiday parade routes. This home is very quiet inside due to hurricane rated windows and roof insulation. Originally custom built in 1958 and thoughtfully expanded, the home retains its classic beach-cottage character with polished terrazzo floors, original French doors, tongue-and-groove ceilings, charming vintage details, and abundant storage. The spacious kitchen features custom cabinetry and mostly new stainless-steel appliances. A bright Florida room with four sliding glass doors opens to the private pool, spa and lanai. The L-shaped screened lanai is designed for true island living and entertaining, with an outdoor TV, speakers, ceiling fans, multiple seating and dining areas, and a stainless-steel vent hood for the propane grill. The free-form pebble finish pool and spa feature a waterfall, lighting, benches, umbrella table, and recently replaced pump, motor and filter. Solar pool heating/cooling adds to year-round enjoyment. The pool area includes an outdoor half bath and shower, non-slip surfaces, and a hurricane-resistant SuperScreen enclosure. The single-level floor plan and thoughtfully designed primary bath with an oversized walk-in shower, built-in bench and detachable showerhead provide excellent accessibility for those with limited mobility, walkers or wheelchairs. Additional features include a large front porch with swing, circular driveway, oversized garage with workshop, separate golf cart garage, fenced side yard, lush tropical landscaping, raised garden, irrigation system, central vacuum, security system and generous attic storage. Storm conscious improvements include a secured Galvalume roof, impact-resistant triple-pane windows and doors, hurricane-resistant pool screening, foam roof insulation, on-demand hot water, solar pool heating, and generator capability supported by an underground propane tank. Enjoy as a full-time residence, island retreat, or vacation rental or build new. Investor opportunity to own a spacious, ground-level home with a pool, spa, large lot, accessibility, and rental flexibility in the heart of Anna Maria Island.

7106 Palm Drive, Holmes Beach

Courtesy of EXP REALTY LLC

212 66th Street, Holmes Beach
$1,025,000
2 Beds ⋅ 2 Baths ⋅ A4710156 MLS
Anna Maria Island, Holmes Beach duplex - awesome location in the first block from the beach. Public beach access just steps away! Each unit is a true one bedroom one bath unit with open floor plan living area. Tastefully updated and furnished beach cute and ready for you or guests to move right in! Also for sale is the sister duplex just next door at 210 66th Street which would give four units and total 12498 sq ft of dirt. Show and bring an offer!

212 66th Street, Holmes Beach

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY

7406 Marina Drive Unit A and B, Holmes Beach
$1,750,000
4 Beds ⋅ 3 Baths ⋅ A4709127 MLS
Turnkey Coastal Duplex | Holmes Beach, Anna Maria Island A Rare Island Opportunity | Weekly Rental Potential Discover the charm of island living with this fully furnished duplex in the heart of Holmes Beach on beautiful Anna Maria Island. Just a short stroll from the beach, this versatile property offers an exceptional opportunity to enjoy the coastal lifestyle while exploring its rental potential. Featuring two separate residences with private entrances, the property offers a flexible layout ideal for an investment property, a vacation retreat, or a combination of personal use and rental income. Apartment A features 2B/2B, an open-concept living area overlooking canal, kitchen and dining space, Florida room, screened-in lanai, laundry, and a two-car garage. Previously owner-occupied, this unit is new to the short-term rental market. Apartment B offers 2B/1B, a kitchen, living and dining area, porch overlooking canal, laundry, and a private upstairs entrance located along the side of the garage. This unit has been operating as a short-term rental for a few years. Zoned R2 for weekly rentals, as stated in the property information, this furnished duplex presents an appealing opportunity for buyers seeking flexibility, rental potential, or the chance to create their own island getaway. The property also offers canal water views of Bimini Bay, with community boat slips available for lease through the City of Holmes Beach in the nearby T-end canals off Marina Drive between 72nd and 77th Streets. Boat slips are listed as available for $600 a year and can accommodate boats up to 23 feet. Enjoy the convenience of the free island trolley just steps away, making it easy to explore the island’s beaches, dining, shopping, and laid-back coastal atmosphere. Situated on a 8,792-square-foot lot, this property also offers the opportunity to renovate the existing duplex to suit your vision or explore the possibility of building your dream island home. Whether you envision a coastal investment, a personal vacation escape, or a property that combines both, this Holmes Beach duplex offers a rare opportunity to embrace the Anna Maria Island lifestyle.

7406 Marina Drive Unit A and B, Holmes Beach

Courtesy of RE/MAX ALLIANCE GROUP

2506 Avenue C Unit #B, Bradenton Beach
$1,085,000
3 Beds ⋅ 2 Baths ⋅ A4709924 MLS ⋅ Starfish House BLDG.
Nestled in Bradenton Beach on beautiful Anna Maria Island, this stunning property offers the perfect combination of comfort and coastal living, or an investment opportunity, as this property is currently operating as a successfull vacation rental. Just steps away from direct beach access, you´ll enjoy the luxury of waking up to the sound of the waves and the beautyof Florida´s stunning Gulf coast. The spacious Key West Style Condo comes turnkey furnished and features 3 bedromms and 2 bathrooms, with bright, airy interiors and tasteful finishes thoughout.The open-concept living area is perfect for entertaining, while the private backyard covered area invites relaxation after a day in the sun. The private elevator brings you from the garage into the unit.This unit comes complete with a Roof Top Deck to watch the Sunset over the Gulf or the sunrise over the bay. In the backyard is a large heated pool, with covered Patio by the pool. This unit will make a perfect second home or income property with great rental history. With shops, dining, and island amenities just moments away, this unit offers the best of island living. Easy access on and off the island. Starfish B provides an incredible opportunity to own a slice of paradise on Anna Maria Island. Don´t miss your chance to own a piece of paradise.

2506 Avenue C Unit #B, Bradenton Beach

Courtesy of MAPP REALTY & INVESTMENT CO

611 Gulf Drive N Unit A15, Bradenton Beach
$390,000
2 Beds ⋅ 1 Baths ⋅ A4708848 MLS ⋅ A BLDG.
Enjoy easy island living in this newly renovated first-floor condo on Anna Maria Island, one of the most prestigious islands in Southwest Florida. With no stairs to climb, beach days, groceries, and guests are effortless. Offered turnkey furnished. Inside, the home has been fully refreshed, highlighted by a kitchen with a clean, modern touch that’s as functional as it is stylish. It’s truly move-in ready, so you can start enjoying island life from day one. The location is hard to beat. You can walk to a wide selection of restaurants, shopping, and nightlife, so while others circle for parking, you’ll already be in the middle of it all. The island’s famous powdery white beaches are just steps away. This is one of the most sought-after communities on the island, with a largely owner-occupied and seasonal feel rather than weekly renters. Owners here take pride in their homes and their community, and the association has recently completed significant common-area improvements. It’s also a no-dog community, so you can enjoy a quieter setting without barking neighbors. Whether you’re looking for a seasonal escape, a full-time residence, or your first foothold on Anna Maria Island, this first-floor gem is one you’ll want to see.

611 Gulf Drive N Unit A15, Bradenton Beach

Courtesy of COASTAL KEY REALTY LLC

238 85th Street Unit 20, Holmes Beach
$125,000
TB8558546 MLS
Live the ultimate island lifestyle with this rare opportunity to own a separately deeded boat slip in the heart of beautiful Holmes Beach on Anna Maria Island! This is the perfect, low-maintenance solution for local residents, off-water homeowners, or frequent visitors who want all the perks of the Florida boating lifestyle without the premium price tag or upkeep of a waterfront property. Skip the long lines at public ramps and the hassle of trailering; your gateway to the gulf is secure, permanent, and entirely yours. Nestled in Holmes Beach, you are minutes away from exploring the vibrant waters of Tampa Bay, navigating the Intracoastal Waterway, or cruising out into the wide-open Gulf. Holmes Beach is a coastal playground known for its sugary white sands, laid-back charm, and community-centered lifestyle. Owning your own slip unlocks everything that makes this town world-famous. Spend your mornings flats fishing for redfish, your afternoons sandbar-hopping at Passage Key, and your evenings treating family and friends to a true "dock-and-dine" experience at local waterfront restaurants.

238 85th Street Unit 20, Holmes Beach

Courtesy of RE/MAX REALTY UNLIMITED

503 Bayview Drive, Holmes Beach
$899,000
3 Beds ⋅ 2 Baths ⋅ A4709263 MLS
Virtually Staged. Three-bedroom Anna Maria Island beach home, 300 steps to the island's world class beaches! This Holmes Beach retreat, located on Anna Maria Island, is ready and waiting for you! Discover this fully updated, bright and airy split plan, three-bedroom home spanning over 1,100 square feet under air as well as additional footage with carport and large screened in lanai. Thoughtfully designed with open living space combining the kitchen and living room areas. While still close to the beach, this home is located on a quiet cul-de-sac, yet far enough away from noisy Gulf Drive to be peaceful and sits right in the Island’s sweet spot between the Cortez and Manatee Bridges, providing easy access on and off the island. You’re just a short walk or golf cart ride away from white sandy beaches, restaurants, shops, and a convenient free trolley stop. You will see all properties were not created equal as you step into your own tropical, completely private backyard oasis with no neighbors to worry about peering into your life. Complete with screened in lanai, wet bar and highly sought after southern exposure. Bask in the sun, don't sit in the cold shadows with subpar exposure. Enjoy a beautiful, heated saltwater pool equipped with sprayers, fountains, and a sun platform for ultimate relaxation. A multilevel waterfall pond adds to the tranquil atmosphere, featuring a charming bridge that leads you over the pond directly to the gorgeous pool area. This expansive 9,000-square-foot lot is enhanced by landscaping stones, providing ease of maintenance. The home features a metal roof and impact windows for peace of mind. It boasts 2025 appliances, including a washer and dryer, along with all-new cabinetry and quartz countertops in both the kitchen and master bath. Fresh paint and 5-inch base molding through-out complete the modern look and feel. This property is offered turnkey furnished and is rental ready for monthly stays. RV and boat parking allowed! There is nothing to do here but relax and enjoy your surroundings: take a dip in the pool, stroll to the beach, indulge in the varied dining options from tiki bars to fine dining. Enjoy the manatees and dolphins playing in the canal across the street and parrots flying overhead! Immerse yourself in all the serenity and joys this beautiful island has to offer. Whether you’re seeking relaxation or adventure, this home provides the perfect base for enjoying Anna Maria Island’s unique charm and vibrant lifestyle. All NEW in 2025, Washer, Dryer, Refrigerator, Range, Dishwasher, Microwave, High Velocity Range Hood, Pool Heater, Pool Pump, Water Heater, Kitchen Cabinets and Quartz Countertops, Master Bath Cabinets and Quartz Countertop, Guest Bathroom with New Vanity and Top, All Furniture and Bedding. Impact Windows installed 2021 and 2022, Metal Roof installed 2018. Owner financing possible.

503 Bayview Drive, Holmes Beach

Courtesy of REALTY MARK ASSOCIATES

1801 Gulf Drive N Unit 171, Bradenton Beach
$364,500
1 Beds ⋅ 1 Baths ⋅ A4709170 MLS ⋅ A BLDG.
***UPCOMING ASSESSMENT OF $9,435 WILL BE PAID BY THE SELLER FOR THIS UNIT. THE ASSESSMENT IS FOR HURRICANE RESISTANT WINDOWS, DOORS, AND SLIDERS TO BE INSTALLED IN ALL UNITS, PROJECT IS TO START AT THE END OF NOVEMBER 2026 AND CONTINUE UNTIL JUNE 2027*** Enjoy the best of island living at Runaway Bay on Bradenton Beach! This turnkey-furnished, Move in ready, one-bedroom, one-bath corner condo offers a peaceful community lake view and desirable updates completed in 2025, including new cabinets, fresh paint, new interior doors, stainless steel appliances and updated flooring in the primary bedroom. The convenience of an in-unit washer and dryer makes everyday living easy. Runaway Bay offers an impressive array of amenities, including the largest community pool on Anna Maria Island, a clubhouse with fitness center, tennis and pickleball court, shuffleboard, kayak launch, fishing pier, and picnic areas with BBQ grills. Deeded beach access makes enjoying the Gulf Coast lifestyle even easier. Walk to the beach, restaurants, shopping, public transportation, and more, with a newly installed push-button pedestrian crosswalk leading directly to the beach access. With weekly rentals permitted, this versatile condo offers an opportunity to enjoy as a personal island getaway, vacation rental investment, or both. Experience the laid-back beach lifestyle of Anna Maria Island!

1801 Gulf Drive N Unit 171, Bradenton Beach

Courtesy of RE/MAX ALLIANCE GROUP

264 S Harbor Drive, Holmes Beach
$1,200,000
3 Beds ⋅ 2 Baths ⋅ A4709088 MLS
Pool. Porch. Solar. Island. Welcome to 264 S Harbor Dr, where the Anna Maria Island lifestyle comes standard. Step out back and it’s all there: a sparkling private pool framed by a paver deck, a fully fenced yard, and a covered upper-level porch made for coffee at sunrise and sunsets with a view of the sky. This is the Florida outdoor space folks dream about, and it’s already built, finished and ready to enjoy. This elevated 3-bedroom, 2-bath home is bright, airy and move-in ready. Recently updated flooring flows throughout, the bathrooms have been refreshed, and the kitchen features stone countertops and a large center island with plenty of room to gather. The covered porch extends your living space outdoors, giving you a spot to relax in nearly any weather. Rooftop solar panels help keep energy costs in check, a smart upgrade you’ll appreciate month after month. Two-car garage / ground-level storage gives you room for bikes, paddleboards, beach chairs and everything else that comes with island life. And then there’s the location. You’re in the heart of Holmes Beach, a short bike ride from gorgeous sand, with island restaurants, coffee shops and sunset spots close by. S Harbor Dr neighbors have access to a nearby boat ramp, so Gulf and bay adventures are never far away. Whether you’re picturing a full-time island home or a seasonal retreat, this one puts the pool, the porch, the solar and the location all in one package. The photos show the details. The feeling of walking in is something you have to experience. Come see what everyone’s been missing. Schedule your private showing today.

264 S Harbor Drive, Holmes Beach

Courtesy of ELEVATE HOME REALTY LLC

3015 Avenue B, Holmes Beach
$189,000
N6146100 MLS
Priced to sell. 2 adjacent vacant lots with combined area of 0.42 acres in Holmes Beach on Anna Maria Island. This land is located next to serene Grassy Point Preserve, steps from the beach, in sought-after neighborhoods on the island. It offers easy access to local shops and dinning. Perfect opportunity for developer or investor.

3015 Avenue B, Holmes Beach

Courtesy of EXIT KING REALTY

400 75th Street, Holmes Beach
$1,650,000
4 Beds ⋅ 4 Baths ⋅ A4706976 MLS
Exceptional Investment Opportunity Just Two Blocks from the Beach! Welcome to 400 75th Street in Holmes Beach, a turnkey full duplex offering the perfect combination of income potential and laid-back Anna Maria Island living. This property features two spacious 2-bedroom, 2-bathroom units, each with its own private heated saltwater pool, creating an ideal setup for vacation rentals, multi-generational living, or an owner-occupant looking to generate income from the second unit. Designed with vacationers in mind, each residence features its own indoor laundry room, private outdoor shower, and inviting outdoor living and pool area—everything guests need after a day at the beach. Best of all, you're located just two blocks from public beach access, putting the turquoise waters and white-sand beaches of Anna Maria Island within an easy stroll. Located in a weekly short-term rental zone, this property is already a proven income producer, generating more than $135,000 in rental revenue. It is being offered turnkey furnished, allowing the next owner to step into an established island rental property with minimal setup. Adding even more value to this unique opportunity, the property may also have access to rent a boat slip through the City of Holmes Beach, subject to City availability and requirements—an incredible perk for boaters looking to enjoy the surrounding waterways and Gulf Coast lifestyle. Whether you're searching for a high-performing vacation rental, a beach retreat with income potential, or the flexibility to use one side while renting the other, 400 75th Street offers a rare opportunity to own two private pool residences just steps from the beach in the heart of Holmes Beach.

400 75th Street, Holmes Beach

Courtesy of SATO REAL ESTATE INC.

3004 Avenue C, Holmes Beach
$4,925,000
A4708163 MLS
One of a kind, 8,574 sq ft three floor building with parking for more than 30 vehicles. The 15,000 sq ft lot is zoned C3 which is the most intensive commercial district in Holmes Beach City, FL. It is a perfect central location on Anna Maria Island and just a few blocks from Manatee Ave. Each floor has a lobby area equipped with male and female restrooms in addition to two (2) interior egress stairwells. The all-concrete block building is equipped with a hydraulic oversized 3,500 lb capacity elevator which fits a standard pallet for ease of storage transportation above the ground level. The building has 3 Phase electrical power as well as oversized county water and sewer lines, natural gas and dumpster enclosure. Unique lot configuration allows for parking on three sides of the building with a pass-through alley on the South side of the property for ease of vendor, maintenance or large vehicle support. Ground level supports professional laundry operation with water pit and elevated washer pad with extra high open ceilings. One garage bay on the West side with an additional garage door on the East side to facilitate large item transport. Ground level floor includes concrete work to accept a 4’ X 4’ laundry scale flush with the polished concrete floor. Second floor contains several offices as well as electrical, plumbing and mechanical for residential washers, dryers and laundry sink. Extra high open ceilings all throughout the second floor as well. Third level equipped with cubicles, large break room and kitchen, conference room, server room, key storage lockable area as well as a stand-alone office. This is a perfect industrial building to support all facets of a service business to the barrier islands of Anna Maria Island, Longboat Key and beyond. The design of the property facilitates one occupant or several occupants if multiple tenancy is a goal. Every detail has been considered at time of build and built by local Anna Maria Island contractor. Washers, Dryers, laundry carts, scale not included. This property is NOT to be considered a turnkey office. Note, listing agent as well as broker have ownership interest in property.

3004 Avenue C, Holmes Beach

Courtesy of ISLAND REAL ESTATE-ANNA MARIA

215 67th Street Unit 6, Holmes Beach
$895,000
2 Beds ⋅ 2 Baths ⋅ A4708311 MLS ⋅ 215 BLDG.
Resort-style, maintenance-free living awaits just steps from the beach on Anna Maria Island, where this beautifully renovated residence offers the perfect blend of luxury, privacy, and effortless coastal living. Set within an intimate community of only six residences, this exceptional 2-bedroom, 2-bath ground-floor retreat showcases charming Key West-inspired architecture by Emily Anne Smith and stands out with its own private tropical courtyard. Inside, the home feels bright, open, and beautifully finished, with vaulted ceilings, crown molding, designer light fixtures, stylish furnishings, and an easy-flowing floor plan designed for both everyday living and entertaining. The beautifully updated kitchen features crisp white cabinetry, quartz countertops, stainless steel appliances, and a generous breakfast bar that opens to the main living space, creating a natural gathering place for family and guests. Both bathrooms have also been thoughtfully renovated with quartz countertops and fresh, upscale finishes that continue the home’s polished coastal aesthetic. Offered turnkey furnished, every detail has been considered so you can begin enjoying the island lifestyle from the moment you arrive. The private outdoor spaces are equally special, with lush tropical landscaping, a peaceful courtyard, private lanai, and outdoor shower creating your own secluded island oasis. Just outside your door, enjoy resort-style amenities including a lagoon-style pool with a waterfall and a tiki hut, all shared by only six residences for a quiet and relaxed atmosphere. Ownership is designed to be easy, so you can spend more time enjoying the island and less time worrying about upkeep. Weekly rentals are permitted, and the property has a successful history as a vacation rental, offering excellent flexibility for personal use, investment, or both. The community is also pet friendly. The location is everything. Anna Maria Island is loved for its sugar-sand beaches, turquoise Gulf waters, unforgettable sunsets, charming shops, locally owned restaurants, and laid-back Old Florida character. With the beach just steps away, morning walks, sunset swims, paddleboarding, beach days, and evenings by the Gulf can become part of everyday life. Whether you are searching for a full-time island residence, seasonal escape, or proven vacation rental, this property offers an exceptional combination of location, privacy, convenience, style, and lifestyle. Ground-floor living, beautifully renovated interiors, private tropical outdoor space, resort-style amenities, turnkey furnishings, weekly rental flexibility, and incredible proximity to the beach make this one of the most desirable opportunities in this charming boutique community.

215 67th Street Unit 6, Holmes Beach

Courtesy of RE/MAX ALLIANCE GROUP

5325 Marina Drive Unit 423, Holmes Beach
$350,000
2 Beds ⋅ 2 Baths ⋅ A4708624 MLS ⋅ Island Building BLDG.
“Exceptional Buying Opportunity,” at the Waterline Villas & Marina Residences. The Autograph Collection Residences are a sophisticated and stylish boutique hotel with 37 fully TURN-KEY furnished condos with a premier waterfront location on Anna Maria Island. 45’, BOAT SLIPS ARE free to use for owners while in residence!!! Built in 2017 all units feature 2 bedrooms, 2 full baths, a gourmet kitchen, separate living area and its own washer & dryer. Unit #423 is located in the southernmost "ISLAND" building detached from the main hotel that allows for more privacy. Owners have access to a boat slip while they are in residence. Nightly rentals can be easily handled by the on-site property management company Mainsail Lodging & Development, an award winning hospitality organization headquartered in Tampa. Enjoy the laid-back, Old Florida feel of Anna Maria Island. Park your car on-site and take the free trolley to explore everything the island has to offer. Waterline amenities include a graceful lobby with front desk, on-site management to assist with guest needs, heated resort-style pool with sun deck overlooking 50-slip marina that accommodates boats up to 45’, boat slips available (free for owners while in residence), on site fabulous "Chateau Anna Maria" restaurant and bar, charter boats for fishing and Eco tours, bicycles, paddle board, and kayaks free for owners, 24 hour fitness center, elegant ballroom for weddings, corporate gatherings, gift shop, complimentary Wi-Fi, Housekeeping and Concierge services. Zoning allows owners to stay in their units up to 120 days per calendar year and the dates do not have to be consecutive. Experience the dream of owning property on Anna Maria Island without the worry associated with management and maintenance!

5325 Marina Drive Unit 423, Holmes Beach

Courtesy of SATO REAL ESTATE INC.

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