Homes For Sale in Holmes Beach 34217 - 176 homes

Remarks: Nestled at one of the highest elevations on Anna Maria Island, this exceptional coastal retreat is located in the highly sought-after North Point Harbour community of Holmes Beach. Built in 2012 with hurricane-rated windows and doors, the home offers both refined elegance and peace of mind, perfectly blending luxury with the relaxed sophistication of island living. A cheerful front porch welcomes you inside, setting the tone for the warmth and charm found throughout. Soaring ceilings and gleaming marble floors create a light, airy ambiance, while coastal architectural details — including multiple porches and charming balconettes — add character and dimension to the design. The beautifully appointed living room is flooded with natural sunlight through two sets of French doors that frame tranquil canal views stretching toward Bimini Bay. These doors open to capture sunny mornings and breathtaking evening sunsets, seamlessly blending indoor and outdoor living. The open floor plan flows effortlessly into the dining and kitchen areas, creating an ideal setting for intimate family meals or hosting guests with ease. The spacious first-floor primary suite serves as a peaceful sanctuary, complete with a lovely ensuite bath and a private deck — perfect for quiet evenings under the coastal sky. Two additional bedrooms are also located on the first floor, including a second ensuite bedroom and a third bedroom with its own bath, offering comfort and privacy for family and visitors alike. Even everyday tasks feel elevated in the expansive and beautifully designed laundry and utility room, conveniently located off the kitchen and garage — a space so thoughtfully appointed it hardly feels like a utility area. The entire second floor is dedicated to a spectacular private suite. This luxurious retreat features two charming balconettes, a large walk-in closet, a spa-like ensuite bath with dual sinks, and a separate office or sitting room — an ideal haven for guests or multi-generational living. Outdoors, boating enthusiasts will appreciate the impressive 20,000-pound boat lift and expansive wraparound dock situated on a short, deep-water canal. With direct access through Bimini Bay to Tampa Bay, the Gulf of Mexico, and the Intracoastal Waterway, this property offers effortless navigation to some of Florida’s most beautiful waters. Life in North Point Harbour is as enriching as it is relaxing. Spend mornings at the nearby Key Royale Golf Club for an early tee time, afternoons joining friends at the community pool or enjoying a friendly match on the tennis courts or padel, and evenings cruising from your private dock into Bimini Bay as the sun melts into the horizon. Here, everyday flows seamlessly from recreation to relaxation, creating a true island lifestyle defined by beauty, convenience, and connection to the water. This extraordinary North Point Harbour residence embodies the very best of elevated coastal living — where thoughtful design, superior craftsmanship, and an unparalleled waterfront location come together to create a truly remarkable island home.

Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)

Listing Agent: Becky Sirigotis (941-201-8000)

Remarks: Welcome to your slice of island living in the heart of Holmes Beach. Perfectly positioned on a deep-water canal, this 2- bedroom, 2-bath ground-level home offers the ultimate Florida lifestyle for boaters and beach lovers. With a 60-foot dock equipped with water and electric, a 10,000 lb boat lift, you can launch your boat, kayak, or paddle board directly from your backyard. Southern exposure bathes the property in warm natural light, making the winter months especially enjoyable while enhancing outdoor living year-round. Inside, the home is thoughtfully designed for comfort and efficiency, featuring Simonton Storm Seeker high-impact windows throughout, contributing to low maintenance and utility costs. Step outside and enjoy island-style living with a covered pergola and patio, plus an enclosed outdoor shower to rinse off after a day on the water or at the beach, which is three blocks away. Whether you’re searching for a full-time residence, vacation home, or investment opportunity, this canal-front gem delivers the best of boating, beach access, and easy island living in one exceptional property.

Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)

Listing Agent: Stephen Hachey (813-642-6030)

Remarks: Welcome to this charming 2 bedroom, 2 bath beach house in Holmes Beach on the highly desirable Anna Maria Island. Perfect for someone looking for a private residence, a vacation getaway or an investment opportunity. This popular vacation rental, that enjoys many repeat guests each year, comes FULLY FURNISHED & TURN-KEY READY including the recreational equipment! As you walk up the stairs to the front deck, you will see a gas grill and lovely table for delightful Al Fresco dining! When you enter the large living room, you immediately sense the casual elegance and cheerful, natural lighting. The dining room sliders open to the spacious private screened deck.The fully equipped kitchen has granite countertops with ample space for easy meal prep. Upstairs, you will find 2 bedrooms and a hall bath. The living room includes a sleeper sofa with a Posturepedic mattress for extra sleeping space. Downstairs, you will find a large game room, laundry room (with new washer and dryer) and a 2nd full bathroom. Through the laundry room, you will find the lower back deck with a gas firepit which is ideal at night under the stars. Immerse yourself in the island's natural beauty with a short walk to the beach or hop on the nearby trolley for effortless island exploration. Drop your kayak in the nearby canal that leads to Bimini Bay and you may encounter dolphins and manatees as you paddle along! As you unwind from the day, you may want to walk to the beach to enjoy Anna Maria Island's world class sunsets. This beach house has been lovingly cared for and meticulously maintained. Roof (2021) A/C (2017) and serviced regularly. DishWasher (2023) Water heater (2017) Washer/Dryer (2024). Experience the unique charm of Anna Maria Island. Don't miss out on this incredible opportunity! Call today for your private showing!

Listing is courtesy of: SIGNATURE REALTY ASSOCIATES (813-689-3115)

Listing Agent: Liz Young (813-787-1386)

Remarks: Brand new construction completed in 2026, luxury home in the heart of Holmes Beach on beautiful Anna Maria Island, just two blocks from the white-sand Gulf beaches. This fully professionally furnished 4-bedroom, 4.5-bath coastal retreat offers the perfect blend of modern design and island living. The open-concept floor plan features a spacious living area with high ceilings and abundant natural light, flowing seamlessly into a chef’s kitchen equipped with premium Thermador appliances, custom cabinetry, a large center island, and a convenient under-counter ice maker—perfect for entertaining family and guests. Each bedroom includes its own en-suite bath, providing privacy and comfort, while the additional half bath is ideal for visitors. Equipped with an elevator going from the ground floor to the beautiful rooftop deck. Professionally designed and sold turnkey furnished, this home is ready for immediate enjoyment or use as a luxury vacation rental. Owner will be listing it as a brand new short-term rental as well. Step outside to your private resort-style backyard oasis featuring a heated pool and spa, covered lounge area, and a custom putting green surrounded by tropical landscaping and turf along with a beautiful custom deck. Multiple outdoor entertaining spaces create the perfect setting for relaxing after a day at the beach. Located only a short stroll—approximately two blocks—from the Gulf of Mexico, this exceptional property offers easy access to pristine beaches, dining, and shopping while maintaining the privacy of a quiet island neighborhood. Whether you’re seeking a full-time residence, second home, or high-end investment property, this brand new Holmes Beach home delivers luxury, location, and the ultimate Anna Maria Island lifestyle.

Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-778-7777)

Listing Agent: Sean Sabbia (813-748-8701)

Remarks: Just a couple blocks from the beautiful beaches of Holmes Beach, this charming 2-bedroom, 2-bath corner unit offers the perfect blend of comfort, convenience, and coastal living. Inside, you’ll find new flooring throughout, an open-concept living and dining area filled with natural light, and a spacious screened-in patio perfect for relaxing after a day at the beach. Other upgrades include New appliances, custom closets built in, and new kitchen appliances! Sunbow is located right off Manatee Avenue and close to all the necessities of island living. Located in a desirable community featuring a sparkling pool and a peaceful walking trail surrounding the water, this property is ideal as a full-time residence, vacation getaway, or investment opportunity. Enjoy easy access to shopping, dining, and the laid-back island lifestyle all just moments away.

Listing is courtesy of: MARCUS & COMPANY REALTY (941-932-8550)

Listing Agent: Jessica Adair (941-345-0178)

Remarks: Welcome to an inviting ground-level canal-front condo tucked into the highly sought-after WestBay Point and Moorings community on beautiful Anna Maria Island. This bright and airy 2-bedroom, 2-bath residence welcomes you with a private front courtyard—an ideal spot for morning coffee or a quiet read—then leads into a versatile enclosed lanai offering endless possibilities for a home office, sunroom, or additional entertaining space. Inside, the updated kitchen features KraftMaid cabinets, and new countertops, convenient pull-out drawers and a wet bar that make hosting effortless. The expansive dining and living room combination brings in natural light from multiple sliders and flows seamlessly to the enclosed back lanai, where peaceful canal views and glimpses of the community tennis courts set a serene backdrop. The primary suite is a tranquil retreat with lanai access, an updated ensuite bathroom and generous walk-in closet with abundant storage. The beautifully updated second bath serves the guest bedroom, which also enjoys direct access to the front lanai, plus its own walk-in closet. This ground-floor unit is especially attractive for its accessibility and, importantly, it did not flood. Beyond the home, WestBay Point and Moorings deliver resort-style amenities: a heated community pool and spa, well-maintained tennis courts, and a kayak launch for easy access to the canal and surrounding waterways. Nestled in the heart of Holmes Beach, the community offers a rare combination of convenience and privacy—close to shops, dining and the island’s renowned beaches, yet tucked away for peaceful, everyday living. This thoughtfully updated condo is a must-see for anyone seeking island living with comfort, storage and outdoor lifestyle conveniences. Short walk to restaurants, shops, and Island trolly stop.

Listing is courtesy of: DUNCAN REAL ESTATE, INC. (941-779-0304)

Listing Agent: Martha Robel (941-773-4594)

Remarks: One or more photo(s) has been virtually staged. Welcome to this extensively renovated waterfront residence in the highly desirable Key Royale community. This 4-bedroom, 4-bath home pairs elevated coastal living with modern improvements and direct boating access to the Gulf. Renovated from top to bottom, including a redesigned chef’s kitchen features high-end finishes and opens to spacious living and entertaining areas, while each bathroom has been updated with clean, contemporary detail. The property includes a new roof, four new A/C units, updated landscaping, a new garage door, and new garage flooring. For added flexibility, the private fourth bedroom above the garage has its own entrance—ideal for guests, multigenerational living, a home office, or a bonus flex space. Designed for entertaining, the home offers a new wet bar and effortless indoor-outdoor flow. Outside, enjoy private canal frontage with a boat lift and direct Gulf access—perfect for boating and island living. Move-in ready and beautifully appointed, this home delivers luxury, versatility, and a true waterfront lifestyle just minutes from renowned beaches, dining, and shopping. Discover modern elegance and relaxed coastal charm in one of Anna Maria Island’s premier boating communities.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Amy Bien (443-398-1458)

Remarks: Experience true beachfront living in this rare Gulf-front condo on Anna Maria Island, perfectly positioned along the shoreline of Holmes Beach. This spacious 3-bedroom, 2-bath residence captures uninterrupted Gulf of Mexico views, daily sunsets, and instant access to the island’s iconic sugar-sand coastline. Homes with this setting, this vantage point, and this level of tranquility are exceptionally uncommon. A double-door entry opens into a bright, airy interior where the water takes center stage. Oversized sliders frame the Gulf like moving artwork, filling the home with natural light and coastal breezes. Step onto your private covered balcony and take in panoramic views of turquoise water, passing dolphins, and vibrant evening skies—your personal front-row seat to one of Florida’s most beautiful vistas. Designed for both relaxation and connection, the open-concept layout blends the kitchen, dining, and living areas into one seamless space—ideal for hosting guests or enjoying quiet mornings by the water. Set within a coveted boutique beachfront community, residents enjoy amenities rarely found on Anna Maria Island: a heated Gulf-front pool, sun deck, tennis court, tropical courtyard, and direct, private access to the beach. The intimate scale of the community creates a peaceful coastal atmosphere while still offering exceptional lifestyle perks. Beyond the property, you are minutes from the best of Holmes Beach—local cafés, island dining, beachside shops, parks, and the free Anna Maria Island Trolley, which connects you effortlessly to Bean Point, Pine Avenue, the City Pier, and Bridge Street. Outdoor adventures, live entertainment, and miles of scenic bike paths are all within easy reach. Whether you’re seeking a serene full-time residence, a seasonal escape, or a vacation property with strong guest appeal, this Gulf-front condo combines location, views, comfort, and convenience in a way that is nearly impossible to duplicate on the island. Here, every moment is shaped by the sound of waves, the glow of the sunset, and the ease of beachfront living. Live where the shoreline becomes your backyard, the Gulf becomes your daily backdrop, and every day feels like a getaway—right here on Anna Maria Island.

Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)

Listing Agent: Jeff Jordan (941-224-7657)

Remarks: Pre-Construction. To be built. Why buy old when you can get new for the same price? Green Street Builders is looking to break into the Holmes Beach market and offering this build approximately at-cost. They bring 35+ years of experience, and refreshing coastal elegance at an unbeatable $900/sqft price point. The plans speak for themselves. 4 defined sleeping areas per side (including an open air loft), high-functionality, and open concept design with vaulted ceilings. Quartz waterfall counters, modern sleek cabinets, lots of glass; everything you would want in a new construction at a more obtainable price point. Zoned for weekly rentals, it's a lush, tropical, vacation themed setting for you to enjoy... or for your guests to come back to year after year. 45% down, 10% at drywall, the rest not due until Certificate of Occupancy, and a $10,000 closing cost credit for the first buyer to move forward. Think hard before passing this up, with nearby comparable sales at least 125-175k higher. Call to chat, do your own research or ask for a list of recent comps, no obligations.

Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)

Listing Agent: Jason Skowronski (941-812-6090)

Remarks: Come make your island dream a reality! This updated 3 bed/2 bath coastal charmer is just steps to the sugar sand beach, with a heated, salt water pool with full spa features! Create your own style in this cute cottage, where the hard work has already been done for you! New Luxury Vinyl Plank throughout, fresh paint, new doors, new bathrooms, new cabinetry and new appliances, means nothing left for you to do but add your personal styling! Bring your coastal creativity and create the perfect décor for you! You will love the ease of relaxing in your open family room and cooking in your updated kitchen with breakfast bar! With 3 bedrooms and a split floor plan, you have room for guests while enjoying the privacy of your own en suite. Make this your full time island escape or enjoy the benefit of income from the short term rentals that are allowed on this quiet street just steps to the soft sand of the Gulf beach! Priced to move, so you can make it your own, this one is ready to make your beach house dream come true!

Listing is courtesy of: ISLAND REAL ESTATE-ANNA MARIA (941-778-6066)

Listing Agent: Erin Leathem (941-448-5616)

Remarks: Steps to the Beach: A Deluxe Retreat with Massive Rental Power! Why choose between a vacation home and a smart investment? This stunning, fully remodeled villa offers the best of both worlds. Nestled just a short stroll from the sand, this 2-bedroom, 2-bathroom sanctuary w/ private garage is a masterpiece of coastal design. But the beauty is more than skin deep—this property is a proven earner, generating over $85K in rental income since June 2025 alone. The backyard is a private resort, featuring a heated pool with spa features and a one-of-a-kind custom bar with a cascading waterfall—the perfect 'money shot' for your rental listing. Inside, enjoy 1,300+ sq ft of luxury, sold turnkey furnished for immediate enjoyment or continued rental success. With impact-rated everything and a modernized effective age, this villa is as 'set-and-forget' as it gets. Whether you are looking for a personal paradise or a turnkey business with a $100k+ annual potential, your search ends here.

Listing is courtesy of: DUNCAN REAL ESTATE, INC. (941-779-0304)

Listing Agent: Lindsey Strickland (941-737-3491)

Remarks: Located in the heart of Holmes Beach on Anna Maria Island, this reimagined waterfront home offers deep-water boating access, direct Gulf views, elevator access, and a beach location that is hard to beat, just steps from the front door to the sand. Set on one of the closest canal-front streets to the beach, the property provides protected dockage, quick access to Tampa Bay, downtown St. Petersburg, and the Gulf of Mexico, along with the everyday ease of true island living. Originally rebuilt from the block in 2022 in collaboration with Richard Haas, the home was thoughtfully redesigned with clean architectural lines, quality coastal construction, and low-maintenance ownership in mind. The result is a modern Anna Maria Island waterfront residence built for comfort, efficiency, and long-term durability without sacrificing style, function, or quality. Inside, the living spaces were designed to maximize natural light and keep water views connected to daily life. The main living area, kitchen, and secondary primary suite all capture direct Gulf views, while large glass openings connect the interior spaces to the outdoor terraces. A custom floating red oak staircase serves as a striking architectural focal point and adds warmth to the clean modern design. The kitchen was designed for both entertaining and everyday use, featuring Cosentino Quartz counters, custom full-height cabinetry, JennAir Professional appliances, and a walk-in pantry. More than fifteen slabs of quartz were incorporated throughout the kitchen and bedroom suites, creating a consistent level of finish throughout the home. Smart-home features, remote-controlled shades, custom lighting, elevator access, and thoughtfully curated finishes contribute to a comfortable and efficient living environment. A newly installed dock and Golden boat lift accommodate larger vessels, while recent dredging improves canal access for serious boaters. A pool package is in permitting, allowing the next owner to create a custom outdoor living space without navigating the island's permitting process from the beginning. The primary suite offers a private retreat with a custom-built walk-in closet and a spa-inspired bath featuring Toto fixtures, dual vanities, and multi-function shower features. Additional upgrades include dual high-efficiency HVAC systems, buried gas storage, generator readiness, tankless water heaters, and water-softening systems. Combining modern coastal architecture, deep-water boating access, Gulf views, updated construction, and one of the most walkable beach locations on Anna Maria Island, this Holmes Beach waterfront residence represents a rare opportunity within Florida's luxury coastal market. Easy access to North bridge/Manatee Ave via two different routes. Note: Pool is AI generated and is not present on the property, however permit is in final stages and pool is included in the price.

Listing is courtesy of: COLDWELL BANKER REALTY (813-286-6563)

Listing Agent: Jennifer Zales (813-758-3443)

Remarks: Short Sale. Live a life you don't need a vacation from in this beautifully updated, turnkey-furnished beach villa just STEPS from the sugar-sand beaches of the Gulf. Located on the desirable west side of Holmes Beach, this charming 2-bedroom, 1.5-bath townhouse offers approximately 1,050 sq ft of coastal living with no major roads to cross on your way to the beach. Recently renovated, this home features a stunning new kitchen completed in 2025 with custom cabinetry, granite countertops, and state-of-the-art stainless-steel appliances. Fresh interior paint, new tile flooring throughout, and hardwood stairs create a clean, modern feel with no carpeting to maintain. Additional updates include a NEW ROOF IN 2024 & an A/C SYSTEM INSTALLED IN 2020. Enjoy your morning coffee in the inviting front seating area or unwind in the private fenced courtyard, perfect for grilling, entertaining, or relaxing after a day at the beach. With no condo fees, excellent rental potential, and a prime location just moments from shopping, dining, and everything Holmes Beach has to offer, this property presents an exceptional opportunity as a vacation getaway, investment property, or year-round residence. *** SELLER offering $10,000 credit towards closing costs on an agreed upon contract.

Listing is courtesy of: ENGEL + VOELKERS SARASOTA (941-388-9800)

Listing Agent: Christine Spelman (941-713-3501)

Remarks: Beachfront Bliss – Gulf Views from Every Angle! Just one house from the beach, this 4-bedroom, 4-bath coastal stunner delivers postcard-perfect Gulf views straight from the kitchen sink—yes, you’ll actually smile while scrubbing plates! Natural light throughout, high ceilings, 2 sided fireplace, wet bar in the living room, open living area that flows into a chef’s kitchen. Stainless steel appliances, gas stove, double ovens and more! The coastal chic blue countertops and tile throughout for easy beach sand clean up! Step outside to your wrap around balcony to dine and enjoy the gulf breeze. Backyard features your private heated pool that includes a sun shelf. All the bedrooms are spacious and have their own privacy. The primary suite is upstairs with even better views of the Gulf to wake up to. Enjoy your private balcony AND a spiral staircase leading up to the roof top deck, ideal to watch sunsets and dolphins jump in the water. Master bathroom has a huge walk-in shower, soak in tub, dual sinks and a large walk-in closet that includes a safe. The location is central to the island, close to everything and very convenient. 30 day minimum rental period. One house away from the Gulf, this may be the island’s best-kept secret!

Listing is courtesy of: SATO REAL ESTATE INC. (941-778-7200)

Listing Agent: Jason Sato (941-778-7200)

Remarks: One or more photo(s) has been virtually staged. Spectacular Waterfront Key West-Style Home on Bimini Bay!! This beautifully maintained 4 bedroom, 3 bathroom single-family home, offering 2,775 sq ft of living space on a spacious 9,400 sq ft lot. Meticulously crafted with thoughtful architecture, interiors and landscaping by legendary award-winning architect, Emily Anne Smith. As you step in, you’ll notice the double height ceilings, unique, blue glass chandelier in the entry that leads into the spacious open floor plan. Large slider impact doors that create natural light and provide stunning views of Bimini bay. The living room is warmed by a modern linear fireplace complemented by a wall of custom illuminated floating shelves and built-in cabinetry with an exquisite backlit blue agate Antolini countertop. A chef's dream, the kitchen is equipped with Monogram Professional Series appliances, quartz countertops and a thoughtful layout. Abutting the kitchen is the large laundry room leading to an oversized two car garage. A first floor primary suite has privacy and features an oversized en suite bathroom with double marble vanity. In addition, the first floor has a full bathroom with a frameless glass shower, custom blue glass waterfall sink and two generously sized bedrooms. The entire second level luxurious main suite features breathtaking water views, cathedral ceilings, dual custom walk-in closets, a large spa-like bathroom with a freestanding jetted tub surrounded by backlit quarzite counters, Bisazza tile, modern crystal chandelier, dual Carrara marble vanities, and spacious modern reclaimed wood porcelain tile walk-in shower. An expansive rooftop terrace and gazebo, not to be missed, offers a stunning 360-degree view of Anna Maria Island. Step outside to entertain on the expansive pool deck with a large pool, or retreat to the private upper deck for quiet sunsets and bay breezes. Resort style outdoor area includes an outdoor kitchen and bar, outdoor shower, covered fishing station, dual lift and dock area for jet skis and ample space to accommodate a large yacht, fishing or sport boat, making indoor/outdoor living and entertaining flawless. Brand new Interior and exterior paint throughout! Enjoy deep-water frontage with no bridges to the Gulf of Mexico and your own 9,000 lb boat lift — perfect for boating enthusiasts who want effortless Gulf access and quick runs to the open water. The home is just a short golf cart ride gorgeous sand beaches, making it ideal for beach lovers, families, or those seeking the ultimate Florida island lifestyle.

Listing is courtesy of: SATO REAL ESTATE INC. (941-778-7200)

Listing Agent: Jason Sato (941-778-7200)

Remarks: Views abound in this exquisite beachfront retreat in the heart of Anna Maria Island. This 3-bedroom, 3.5-bath Coastal West Indies–inspired residence showcases exceptional craftsmanship, including custom millwork, solid oak flooring, vaulted ceilings, designer draperies, and Roman shades throughout. An open-concept floor plan fills the home with natural light, while expansive windows and glass doors frame picturesque Gulf views and create seamless indoor-outdoor living—ideal for entertaining. The gourmet kitchen is beautifully appointed with solid wood cabinetry, a paneled refrigerator, custom solid-surface countertops, and a Thermador range. The primary suite is a private sanctuary where you’ll awaken to sweeping views of the turquoise waters of the Gulf. The spa-inspired bath features dual vanities and a luxurious walk-in shower with a striking stone waterfall accent. Hand-carved custom wood doors enhance the suite’s privacy, while a private sitting area just outside provides an additional space to unwind. The third level offers two well-appointed guest suites, each with breathtaking views and elegantly finished en-suite baths.On the lower level, a welcoming foyer with a custom staircase and private elevator provides access to all floors. The oversized two-car garage includes built-in storage cabinetry, and a versatile bonus area offers additional space for entertaining or recreation. Set on a lush half-acre lot with mature landscaping and thoughtfully designed outdoor lighting, the property highlights a stunning beachside pool and spa, covered lanai, private outdoor shower, and roll-down hurricane shutters. Multiple decks provide the perfect vantage point for sunset views and tranquil beach watching.Schedule your private showing today and experience the ultimate in beachfront living.

Listing is courtesy of: DEVELOPERS REALTY LBK, INC (941-799-9096)

Listing Agent: Reid Murphy (941-232-3304)

Remarks: FULL INTERCOASTAL WATER VIEWS!!! A rare waterfront opportunity awaits on beautiful Anna Maria Island. Set on an oversized homesite along Key Royale Drive, this exceptional property offers the perfect canvas to build your island dream home. The backyard is a tranquil retreat offering world-class sunrise views over the intercoastal waterway, along with direct fishing and boating access to the Gulf. Just down the street, the Key Royale Club features a private 9-hole golf course, dining, and social amenities. You’re also only a short golf cart ride away from Anna Maria Island’s top-rated restaurants, boutique shopping, and pristine white-sand beaches. The existing 3-bedroom, 3-bathroom home sustained water damage from Hurricane Helene and has been partially gutted, providing a clean slate for redevelopment. The spacious backyard already includes a sparkling pool, private dock, and room to add a boat lift — an ideal foundation for waterfront living. Whether you’re seeking a full-time residence, luxury vacation home, or investment property, the possibilities here are endless!

Listing is courtesy of: SATO REAL ESTATE INC. (941-778-7200)

Listing Agent: Jason Sato (941-778-7200)

Remarks: JAW-DROPPING WATER VIEWS! Located on one of the highest sea level slices of land on the island. Revel & Relax as you experience amazing water views. Prepare to be enthralled by the mesmerizing beauty of the sparkling waters of Sarasota Bay, teaming with playful dolphins, graceful manatees, and the colorful spectacle of Florida's native birds. Witness spectacular sunrises, behold the magnificent moon while casting its illuminating reflection upon Sarasota Bay, all from this incredible place. This building sits on one of the highest points on the island. We are on the water with an incredible water view and we didn't get damaged (unlike our close communities) THIS IS HUGE Excellent investment. NON-OBSTRUCTED view in this Waterfront condo. You won't find a better view around this price. Enjoy spectacular sunrises and sunsets from every room. Sit on the Lanai and watch the yachts as they await the Manatee Bridge to lift so they can go under, this is a beautiful site as they cruise the blue waters. This beautifully remodeled condo on the bay is one of the few dog friendly communities. So many big ticket $$$$$$ items are newer inclusive of the HVAC, roof, Hurricane rated sliders and windows, hot water heater, stackable LG full capacity Laundry, duct work, baseboard and cove moulding throughout. The doors and all trim work has been upgraded to solid wood. There is new high end lighting, renewed electric and plumbing, and the list goes on. Popcorn ceilings gone!!! This is great considering the post hurricane prices now to renovate. WALK to the beach, dining, nightlife, grocery, drug store, liquor store and more. Are you a bird watcher? If so you will love the birds you view all day as they fly close to you coming to and fro from nearby Robinson Preserve. One of the nicest things about this place is you don't get stuck during season in all the traffic on the island and its easy to get off to the main land without the long wait that the owners on the north end or south end have. Community has a kayak launch and pickleball as well as tennis and a large heated pool with views of the water.

Listing is courtesy of: COASTAL KEY REALTY LLC (941-993-9380)

Listing Agent: Amy Jones (941-993-9380)

Remarks: Welcome to your own piece of paradise on Anna Maria Island! This is a BRAND NEW remodel including new metal roof, all new plumbing and electrical, pool/spa and turf and much more! This charming coastal home offers the perfect blend of comfort and island living. Nestled off a quiet street, this property is just a short stroll from the stunning Gulf of Mexico beaches. Featuring 3 bedrooms and 3 bathrooms, its spacious enough for family and guests. One bathroom having access right off the pool for easy access. The open concept living and dining area create an inviting space for relaxation and entertainment. The updated kitchen has modern appliances, quartz countertops and plenty of cabinet and storage space with a large island. Enjoy the Florida sunshine in your private backyard oasis, complete with new turf and a putting green, heated pool/spa and lush landscaping. Your garage provides ample storage space for your beach toys and outdoor gear. Holmes Beach is known for its serene atmosphere and friendly community. This is your chance to own a piece of paradise on Anna Maria Island. Whether you're looking for a permanent residence or a vacation retreat, weekly rentals allowed. Property owners in Holmes Beach can lease a boat slip from the city for $600/year! Schedule your private showing today.

Listing is courtesy of: SATO REAL ESTATE INC. (941-778-7200)

Listing Agent: Jason Sato (941-778-7200)

Remarks: ~Best Waterfront Value on the Island~ Welcome to your turn-key island retreat, a meticulously reimagined 3-bedroom, 2-bathroom waterfront home where thoughtful renovation meets serious boating credentials. Every inch of this property has been brought back to better-than-new condition through a complete renovation that included a comprehensive storm damage remediation strategy, giving you confidence in both the craftsmanship and the long-term resilience of your investment. Boaters, take note: this property boasts the closest boat lift to the beach north of Cortez — just a short distance to the sand and surf, giving you the best of both worlds. A heavy-duty 13,000 lb private lift stands ready for your vessel. With a remarkable 200 feet of waterfront on the canal, you'll have room to spare for water toys, dockside lounging, and quick deep-water access to the Gulf. Whether you're chasing tarpon at sunrise or cruising to a sandbar at sunset, you're already there. Step inside and discover an upgraded kitchen built for entertainers and home chefs alike, anchored by premium Thor appliances and an abundance of custom cabinetry that delivers both style and storage. The open layout flows seamlessly to your private outdoor oasis — a sparkling pool, relaxing spa, and convenient outdoor shower set the scene for everyday vacation living. A separate laundry room and attached garage add the everyday practicality that makes island life effortless. Tucked into a quiet pocket in the heart of the island, this home offers the rare combination of central location and peaceful surroundings. Best of all, there are no HOA fees — and dedicated parking accommodates your RV, boat trailer, or extra vehicles. Whether you're searching for the perfect second home to escape to season after season, or you're ready to make the leap to sunny Florida living full time, this property delivers on every front. Renovated, resilient, and ready to enjoy — this is coastal Florida living without the typical trade-offs.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-896-9981)

Listing Agent: Amy Ward (386-623-2525)