Holmes Beach/Bradenton Beach Homes with Two Story Property Description

Holmes Beach/Bradenton Beach Homes with Two Story Property Description

Welcome to the enchanting shores of Holmes Beach and Bradenton Beach, two of the most picturesque gems nestled on Anna Maria Island in Manatee County, Florida. Known for their stunning white sandy beaches and vibrant turquoise waters, these beach towns offer an idyllic escape for those seeking both relaxation and adventure. With an inviting atmosphere and a friendly community, Holmes Beach and Bradenton Beach are perfect for families, retirees, and anyone looking to enjoy the quintessential Florida lifestyle.

The area is rich in local charm, featuring quaint boutiques, delicious seafood restaurants, and a plethora of outdoor activities. Whether you’re kayaking through the serene waters, biking along scenic trails, or simply soaking up the sun on the beach, there’s never a dull moment. The close-knit community hosts various events throughout the year, ensuring that residents and visitors alike can immerse themselves in the local culture.

When it comes to real estate, Holmes Beach and Bradenton Beach offer a variety of stunning two-story homes that perfectly complement the coastal lifestyle. These properties often feature open floor plans, expansive balconies, and breathtaking views of the Gulf of Mexico. Imagine waking up to the sound of waves and enjoying your morning coffee while soaking in the sun on your private deck. With ample space for family gatherings and entertaining friends, these two-story homes provide the perfect backdrop for creating lasting memories.

Whether you're looking for a vacation retreat or a permanent residence, Holmes Beach and Bradenton Beach offer a unique blend of natural beauty and vibrant community living. Discover your dream home in this coastal paradise today!

Newest Holmes Beach/Bradenton Beach Homes with Two Story Property Description

$2,950,000
6 Beds 6 Baths Holmes Beach SubDv. 34217 Zip Code
Welcome to CHIC ON THE BEACH. A six bedroom, four-full-bath, and two-half-bath luxury property built in 2020 that comes with a Massive Twist: Dual Villas. Not one, but two fully independent 3-bedroom 2.5-bath villas, each with a beautifully curated layout, and its own private, heated, resort style pool. This setup provides so many flexible options: A seamless 1031 exchange, a family compound, multi family bookings, a generational hold, dual luxury vacation rentals, or a live-in owner user enjoying one side while collecting income from the other. These two completely turnkey villas feature high-end coastal finishes and are designed to generate income from day one. Pure island perfection awaits the discerning buyer. Built in 2020 with modern construction standards, the property features hurricane impact windows, and a gentle six-step entry to the units, providing added elevation and additional hurricane protection. Premium craftsmanship and top-tier coastal details are found throughout, including wood-plank tile floors, tankless water heaters, and cutting edge lighting fixtures. Enjoy your morning coffee or evening cocktail on your covered porch overlooking your private pool oasis while taking in the relaxed Old-Florida lifestyle- slow-paced, casual, and effortlessly coastal. Ideally positioned in the heart of Holmes Beach, just a six minute walk from the Gulf beach, with excellent walkability to nearby restaurants, boutiques, coffee shops, ice cream, live music, Anna Maria island Trolley. It delivers the ultimate coastal experience, while combining personal paradise with effortless passive-income. The equity potential is incredible: two 2020-built luxury vacation Villas on Anna Maria Island for under 1.5 Million each, yet with your portfolio all under one roof.

308 57th Street Unit A & B, Bradenton Beach

$435,000
1 Beds 1 Baths Seaside Gardens SubDv. 34217 Zip Code
Welcome to 455 62nd Street, a lovely coastal retreat situated in the heart of Holmes Beach on world famous Anna Maria Island. Positioned in a quiet, highly sought-after residential enclave, this exceptional property holds a distinct market status as currently the only elevated unit on 62nd Street. Engineered with solid elevated concrete block construction, it delivers a rare combination of structural resilience, architectural distinction, and refined coastal living. The elevated design not only provides superior peace of mind and favorable insurance conditions, but also creates valuable covered ground-level parking and a secure, private storage area ideal for golf carts, water sports equipment, and beach gear. Complemented by a newly installed roof and fresh soffits, the home’s major capital elements have been meticulously addressed to create a low-overhead, turnkey ownership experience. Inside, the home opens to an airy, light-filled interior where modern finishes and coastal utility meet. The updated kitchen features contemporary cabinetry, sleek countertops, and quality appliances, serving as an efficient hub for daily living and casual beachside hosting. The open-concept footprint is intelligently configured to comfortably host up to four guests, offering an inviting, low-maintenance layout that maximizes usable living space. This property offers extraordinary versatility tailored to many uses from business to personal. For the vacation rental investor, its placement within a coveted weekly short-term rental district, paired with its efficient four-guest capacity and solid concrete construction, delivers a high-performing asset designed for strong rental demand and minimal operational friction. For buyers seeking a seasonal sanctuary, the low-maintenance, "lock-and-leave" nature of this resilient build provides a seamless warm-weather escape. Local island and Bradenton residents will equally appreciate a rare, accessible opportunity to acquire an upgraded, elevated foothold in one of the Gulf Coast's premier barrier island communities. Step outside and experience the Anna Maria Island lifestyle. Located just a short walk or bike ride from the turquoise Gulf waters and sugar-sand beaches, the residence is also moments from local dining, boutique shopping, and the free island trolley stops along Marina and Gulf Drives. In combining rare elevated construction with unmatched coastal convenience, 455 62nd Street represents an extraordinary real estate opportunity in Holmes Beach.

455 62nd Street, Holmes Beach

$2,900,000
3 Beds 3 Baths Holmes Beach SubDv. 34217 Zip Code
Custom-designed and meticulously maintained by its original owner, this waterfront residence offers a rare opportunity to experience the coastal lifestyle of Anna Maria Island. Positioned on a saltwater canal with direct boating access with no bridge restrictions and just a short distance from the Gulf beaches, the property combines waterfront living with convenient access to the island’s dining, shopping and recreational amenities. The home features three bedrooms, three baths, impact-rated windows, a central vacuum system serving all three levels and an elevator connecting each floor. Dual front balconies enhance the architectural character, while the ground level offers an expansive air-conditioned garage with space for multiple vehicles, a golf cart, watercraft equipment and beach gear. The main living level is designed for gathering and entertaining, featuring an open-concept great room with wet bar, dining area with built-in serving station and a spacious kitchen centered around a large island with cooktop and abundant workspace. A breakfast area opens to a balcony, while the adjoining sunroom provides additional space for dining, relaxing or working from home. An oversized guest suite on this level includes balcony access and a walk-in closet with an additional lockable storage area. The upper level is dedicated to two owner’s suites, each featuring cathedral ceilings, generous walk-in closets and access to a spa-inspired bath with dual vanities. A conveniently located laundry room completes the level. Outdoor amenities are designed to support an active waterfront lifestyle. The private dock is equipped with electricity and water, a 10,000-pound boat lift and two Jet Ski lifts. The landscaped grounds include a pergola draped in bougainvillea, mature tropical plantings and a mango tree. A spiral staircase connects the outdoor living areas, while fenced and shelled grounds provide a low-maintenance setting. Located on Anna Maria Island, residents enjoy access to waterfront restaurants, boutique shopping, fishing, community events and the free island trolley. Nearby destinations include Pine Avenue, Bridge Street, the Bradenton Historic Street Pier and many of the region’s well-known waterfront dining venues. Sarasota, Tampa and St. Petersburg are within convenient driving distance, along with cultural attractions including the John and Mable Ringling Museum of Art, Nathan Benderson Park, Mote Marine Laboratory & Aquarium and Robinson Preserve. Whether utilized as a primary residence, seasonal retreat or investment property, this thoughtfully designed waterfront home presents an exceptional opportunity to enjoy the boating and beach lifestyle of Anna Maria Island.

505 59th Street, Bradenton Beach

$1,799,000
3 Beds 2 Baths Jones Sub SubDv. 34217 Zip Code
Welcome to your island paradise, just steps from the sugary white sands of Manatee Beach, where gentle Gulf breezes and the laid-back Anna Maria Island lifestyle await. This beautifully maintained elevated concrete block home offers the perfect blend of coastal elegance, modern updates, and exceptional investment potential. The home is situated on an oversized corner lot, providing privacy and peaceful outdoor living. Featuring 3 bedrooms, 2 bathrooms, and a private elevator, this spacious home is designed for both comfortable everyday living and effortless vacation enjoyment. The open-concept floor plan is filled with natural light and centers around a large kitchen island, perfectly positioned beneath an oversized window overlooking the sparkling pool and rear deck—ideal for entertaining family and friends or enjoying an alfresco meal! The generous primary suite is a true retreat, offering a huge walk-in closet and a luxurious ensuite bath complete with a relaxing Jacuzzi soaking tub. Step outside to your private tropical oasis featuring a newly resurfaced (2022) heated saltwater pool and spa, surrounded by an elegant brick paver deck and professionally landscaped grounds. Enjoy morning coffee on the new front deck (2022) or unwind on the spacious rear deck while soaking in the peaceful island atmosphere and enjoying endless sunsets. The oversized lower level provides incredible flexibility with ample space for a home gym, game room, workshop, or additional storage. A large driveway and covered carports provide abundant parking for family and guests. Major updates include a durable metal roof installed in 2020 offering peace of mind for years to come. Inside features tray ceilings, crown molding, updated lighting and fresh paint in beachy neutral tones. Located in one of Anna Maria Island's most desirable areas, you'll love being able to stroll to Manatee Beach, restaurants, boutiques, and local entertainment. Hop aboard the free island trolley and explore everything the island has to offer—from historic Pine Avenue to Bridge Street and breathtaking Gulf sunsets. With weekly rentals permitted, this property offers outstanding flexibility as a full-time residence, vacation getaway, or income-producing investment, allowing rental income to help offset ownership expenses. Whether you're searching for your dream beach home or an exceptional island investment, this coastal retreat truly offers the best of Anna Maria Island living.

140 50th Street, Holmes Beach

$2,495,000
4 Beds 4 Baths West Wind Shores SubDv. 34217 Zip Code
Welcome to Tidal Daze, a beautifully designed coastal sanctuary poised just a short stroll from the sugar-sand shores of Holmes Beach—where turquoise water, gentle Gulf breezes, and legendary sunsets become part of your everyday rhythm. A proven vacation rental with an established income history, this exceptional 4BD/3.5BA residence offers a rare balance of refined style, easy comfort, and lasting investment value. Sunlight pours through walls of windows and a central skylight, washing the open gathering spaces in a bright, airy glow that carries throughout the home. The graceful floor plan unfolds into both a welcoming family room and a separate living room—generous room to entertain, unwind, and settle in after a barefoot day by the water. The kitchen flows seamlessly into the main living areas, while an expansive wrap-around porch invites slow morning coffee, alfresco dining, and golden evening sunsets framed by lush tropical landscaping. Beyond the doors, a private backyard is composed for effortless island living: a sparkling pool, a covered entertaining area, and low-maintenance grounds that give you back your time for the Florida lifestyle. Ample driveway parking welcomes family and guests with ease, while a durable metal roof lends enduring value and coastal character. Best of all, the beach is close enough to leave the car behind—slip on your sandals, wander to the shoreline in minutes, and let sunrise walks and toes-in-the-sand afternoons unfold whenever the mood strikes. Whether you envision a primary residence, a serene second home, or a proven income-producing retreat, Tidal Daze presents an extraordinary opportunity in one of Anna Maria Island's most coveted enclaves—moments from the beach, celebrated dining, boutique shopping, and all the magic of island life.

203 72nd Street, Holmes Beach

$775,000
3 Beds 2 Baths Holmes Beach SubDv. 34217 Zip Code
BUY ONE OR BOTH SIDES OF THIS DUPLEX PROPERTY. STEPS TO THE BEACH AND LOCATED IN A WEEKLY RENTAL ZONE! Welcome to 202 Peacock Lane, Unit A—an elevated three-bedroom, two-bath ,2 car garage Holmes Beach property offering exceptional flexibility as a vacation home, island residence or income-producing investment. UNIT B IS ALSO AVAILABLE. The spacious interior features beautiful bamboo flooring, remodeled bathrooms, select hurricane-impact windows and a comfortable open living area. Important improvements include a newer roof, newer A/C and a 2025 water heater. The home may be purchased furnished or unfurnished, allowing the new owner to personalize it or prepare it for vacation rentals. The enclosed lower level provides valuable additional space, while the garage accommodates both a vehicle and a golf cart. The property may also offer room for a private pool, subject to buyer verification and local requirements. Enjoy an outstanding Anna Maria Island location within walking distance of the Gulf beaches, restaurants, shops, parks and everything Holmes Beach has to offer. Whether you are searching for a private island getaway, second home or short-term rental opportunity, Unit A delivers the location and potential buyers are looking for. UNIT B IS ALSO AVAILABLE, providing a rare opportunity to purchase both units and own the entire building. Live in one unit and rent the other, create a multi-generational island retreat or maximize the property’s investment potential. Unit B is offered separately under MLS #A4696880. Schedule your private showing today!

202 Peacock Lane Unit A, Holmes Beach

$536,000
2 Beds 2 Baths Runaway Bay SubDv. 34217 Zip Code
WATER FRONT CANAL VIEW, Runaway Bay Unit 248 – Investor Opportunity with Waterfront View- SEE LIST OF IMPROVEMENTS! Welcome to Unit 248 at Runaway Bay, a desirable 2-bedroom, 2-bath condominium ideally positioned on the second level with relaxing canal waterfront views. This property is located in one of Bradenton Beach's most sought-after resort-style communities and offers excellent potential as a short-term rental investment, vacation getaway, or personal beach retreat. Enjoy peaceful water views from your private living space while being directly across the street from the beach with deeded beach access. You'll also be conveniently close to local restaurants, shops, and area attractions, making this an ideal destination for vacationers. The spacious floor plan provides comfortable accommodations for guests and owners alike, creating strong appeal for those seeking rental income in a prime island location. Walk right out front door and put in your kayak into the water. Whether you're looking to generate vacation rental revenue or secure your own piece of paradise, Unit 248 offers the perfect combination of location, waterfront ambiance, and investment potential. Features: 2 Bedrooms | 2 Bathrooms Second-Floor Location Canal Waterfront Views Short-Term Rental Friendly Directly Across the Street from the Beach Deeded Beach Access Resort-Style Community Amenities Close to Restaurants, Shopping & Entertainment Excellent Investment or Vacation Property Opportunity Rental projections available upon request.

1801 Gulf Drive N Unit 248, Bradenton Beach

$5,995,000
5 Beds 5 Baths Holmes Beach SubDv. 34217 Zip Code
Tucked along an extraordinary 225 feet of waterfront, this custom coastal retreat distills the very essence of island living—breathtaking water views, exceptional privacy, and thoughtfully designed spaces that move effortlessly between serene relaxation and spirited entertaining. A palm-lined driveway sets the tone, where timeless architecture and lush tropical landscaping leave an unforgettable first impression. This residence carries rare local significance as the very first custom home built by Ross Built Construction, masterfully designed by renowned architect Gene Aubry. It stands as a lasting testament to their craftsmanship and creativity—and their contribution to luxury coastal living on Anna Maria Island. Their influence resonates throughout: a thoughtful floor plan, an exceptional command of natural light, and a seamless connection between indoor and outdoor living. Inside, travertine tile and hand-scraped maple flooring flow through a light-filled interior crowned by soaring vaulted ceilings in the living and kitchen areas. The chef's kitchen is as functional as it is beautiful, appointed with stone countertops, copper sinks, a gas range with pot filler, premium appliances, and a generous center island that anchors the home's main gathering spaces. Five spacious ensuite bedrooms, a dedicated den/office, and an upstairs bonus room offer effortless flexibility for family and guests. The primary suite is a private sanctuary unto itself, featuring a remodeled spa-inspired bath with custom built-in shelving and elegant finishes throughout. Designed to embrace the waterfront lifestyle, expansive glass doors open to an impressive 1,400-square-foot veranda overlooking the sparkling saltwater pool and tranquil waterways beyond. Boaters will appreciate the private dock and 10,000-lb boat lift for effortless access to open water, while an oversized three-car garage, elevator, impact-rated windows and doors, Sonos sound system, mosquito misting system, rainwater cistern, and exterior irrigation system deliver convenience and lasting peace of mind. Perfectly positioned in the heart of Holmes Beach, the property is just moments from the sugar-sand beaches of the Gulf, beloved local restaurants, boutiques, and island shops—a rare pairing of private waterfront sanctuary and walkable island convenience. Whether savoring spectacular sunsets from the veranda, entertaining poolside, strolling to nearby dining, or setting out for a day on the water, this remarkable residence offers something exceedingly rare: not only an extraordinary waterfront home, but a meaningful piece of island history, where inspired architecture, enduring craftsmanship, and an unrivaled setting come together in perfect harmony.

526 56th Street, Holmes Beach

$880,000
3 Beds 2 Baths Holmes Beach SubDv. 34217 Zip Code
BUY ONE OR BOTH SIDES OF THIS DUPLEX PROPERTY. STEPS TO THE BEACH AND LOCATED IN A WEEKLY RENTAL ZONE! Exceptional Island Investment Opportunity Just a short walk to the Beach! Welcome to 202 Peacock Lane, Unit B, a beautifully remodeled half-duplex perfectly positioned for vacation rental investors, second-home buyers, and those seeking the ultimate Anna Maria Island lifestyle. This spacious three-bedroom, two-bath residence with an impressive three-car garage configuration offers the ideal combination of prime island location, investment potential, and coastal living. Located just one block from the sugar-sand beaches of Anna Maria Island, this property is an outstanding opportunity for those seeking a vacation home, short-term rental investment, income-producing property, or full-time beach residence. Completely renovated from top to bottom, this turnkey property features a new roof, new HVAC system, new water heater, new flooring, new walls, and a stunning designer kitchen, showcasing stainless steel appliances, abundant custom cabinetry, and upgraded countertops. The home also boasts two beautifully updated bathrooms featuring custom vanities and stylish finishes. Nearly everything in this property is new or newer, offering peace of mind and low-maintenance ownership. The spacious layout comfortably accommodates families and groups, making it highly desirable as a high-demand vacation rental property. The expansive garage area includes a two-car tandem garage plus a separate 3 car ove sized garage, lockout garage, providing exceptional space for vehicles, golf carts, beach gear, bicycles, owner's storage, and more. Plus, driveway parking for possible 4 more cars. The versatile space beneath the home (2 car tandem garage space) offers endless possibilities, including a game room, entertainment area, additional living space, or covered parking. Outside, the private fenced backyard offers room to create your own tropical oasis with potential space for a pool (buyer to verify). Location is everything, and this property delivers! Leave the car and golf cart behind you're just steps away from world famous Gulf beaches, waterfront dining, boutique shopping, local attractions, and island entertainment. Everything needed for the perfect island vacation experience is within walking distance, making this property exceptionally attractive to both guests and owners. Sold furnished with a few exclusions. Rental or move in ready! Whether you're expanding your real estate portfolio, searching for a beach investment property, looking for a turnkey vacation rental, or dreaming of owning your own piece of paradise on Anna Maria Island, this exceptional property checks every box. Rarely do island properties this close to the beach offer extensive updates, exceptional walkability, flexible living space, and outstanding rental potential.

202 Peacock Lane Unit B, Holmes Beach

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