Holmes Beach Single Family Homes For Sale - 109 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: Virtually Staged. Reduced, ACT FAST! 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, thoughtfully designed with open living space combining the kitchen and living room areas. Located on a quiet cul-de-sac, this home 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 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 a 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. The 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 this island has to offer, 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. Possible owner financing.

Listing is courtesy of: REALTY MARK ASSOCIATES (561-245-5400)

Listing Agent: Raymond Nesci (941-468-1608)

Remarks: ~~~~~~PRICE DROP~~~~~~~~ The time to buy your beach house is NOW!! Welcome to Turquoise Beach Bungalow, a thoughtfully reimagined island retreat designed for effortless second-home living. Completely renovated inside and out in 2024–2025, this home blends timeless island character with modern comfort, quality craftsmanship, and true lock-and-leave ease. From the moment you arrive, everything has already been done for you. A new seamless metal roof, fresh stucco exterior, updated systems, all-new appliances, three new AC units, and a tankless water heater provide peace of mind when you are away and comfort when you are here. Inside, terrazzo floors set a relaxed coastal tone throughout the open and expanded layout. A newly added approximately 350-square-foot primary suite offers a private retreat with a beautifully finished ensuite bath and both indoor and outdoor showers, perfect after a day at the beach or for enjoying quiet island evenings. The remodeled kitchen features quartz countertops, stainless steel appliances, and generous storage, flowing easily into the main living areas and a flexible third bedroom currently used as a second lounge space. The laundry room is conveniently located just off the patio, ideal for beach days and easy transitions indoors. Outdoors, a covered patio creates an inviting space to relax or entertain, while the oversized backyard offers ample room to add a pool and expansive outdoor living area. Whether you envision quiet mornings, sunset gatherings, or extended seasonal stays, the space is ready to adapt to your lifestyle. Set in a peaceful neighborhood just a short walk to the Gulf beaches and the Intracoastal Waterway, the location balances privacy with convenience. Centrally positioned between the island’s two bridges, you are close to shops, dining, and island favorites. An added bonus is the opportunity to lease nearby boat slips through the City of Holmes Beach, just a block away on Avenue B. Being sold turnkey furnished, Turquoise Beach Bungalow is ready for you to arrive, unwind, and enjoy island life from day one. Schedule your private showing and experience how seamless owning a second home can be.

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

Listing Agent: Kathy Harman (941-900-9828)

Remarks: Under contract-accepting backup offers. Virtually Staged. Just moments from the sugar sand and turquoise waters of Anna Maria Island, 117 51st St delivers the ultimate coastal lifestyle with an exceptional beachside location, stunning upgrades, and a private backyard retreat made for effortless island living. Nestled in the heart of Holmes Beach, this beautifully renovated 3-bedroom, 3-bath residence welcomes you with lush tropical landscaping, charming curb appeal, and quality improvements throughout. A premium metal roof installed in 2025 and hurricane-impact windows and doors added in 2024 provide lasting peace of mind, while the 2019 kitchen renovation blends timeless coastal design with everyday functionality. Inside, you’ll find bright and inviting living spaces accented by coastal-inspired finishes, updated interior doors, soft-close cabinetry, quartz countertops, stainless steel appliances, and a striking apron-front sink. The remodeled bathrooms feature sleek modern touches that elevate the home’s relaxed elegance. Designed with comfort and entertaining in mind, the layout flows seamlessly for full-time living, hosting guests, or enjoying as the perfect island getaway. Outdoor living takes center stage here. A screened balcony overlooks the tropical grounds and creates the ideal setting for morning coffee, sun-soaked afternoons, or evening Gulf breezes. Beyond the doors, your private fenced backyard feels like a boutique resort, complete with a sparkling pool, spillover spa, and beautifully maintained landscaping supported by irrigation. The pool was resurfaced in 2025, adding to the home’s long list of recent enhancements. After a day on the beach, unwind by the pool, soak in the spa, or gather in the versatile lower-level space ideal for entertaining, storing beach gear, or creating the perfect casual lounge area with easy access to the outdoor oasis. Adding even more value, the property is located within an R2-R4 zoning district allowing 7-night minimum rentals - offering exceptional flexibility and strong income-producing potential for investors or second-home buyers alike. With its unbeatable location near the beach, private pool and spa, extensive 2024-2025 updates, and desirable weekly rental flexibility, 117 51st St stands out as one of Holmes Beach’s most compelling opportunities. This is more than a home - it’s your own piece of Anna Maria Island paradise filled with sunshine, privacy, and laid-back coastal luxury.

Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)

Listing Agent: Valerie Padur (315-489-7872)

Remarks: Welcome to your slice of Old Florida charm in the heart of Holmes Beach on Anna Maria Island. Just a 2-minute walk to the beach, this turnkey furnished home captures the easygoing coastal lifestyle that makes Holmes Beach so special. With its laid-back island feel, tropical setting and inviting spaces, this property is ideal as a primary residence, second home or income-producing property. Inspired by the character Holmes Beach is known for; cozy beach-town living, tropical surroundings and a relaxed pace - this home perfectly fits right in. Beautifully maintained and ready to enjoy, the home offers a flexible layout with a non-conforming 4th bedroom, an oversized garage with rec-room area, a screened-in Florida room and a covered patio perfect for enjoying the coastal breeze. The outdoor shower, lush landscaping and welcoming outdoor spaces add to the relaxed island appeal. With recent updates to include the roof replaced in 2018, hurricane impact windows in 2020, bathrooms updated in 2019, water heater replaced in 2022, as well as fresh interior paint, wainscoting and epoxy garage flooring completed in 2025 this home is ready for your next worry-free chapter on Anna Maria Island. The seller has also completed a pre-listing 4-point inspection with clean results, offering added peace of mind. Conveniently located near the beach, island dining and local shops, this is a wonderful opportunity to own a lovingly cared-for home in one of the most charming communities on Anna Maria Island. Note: Pool Rendering and estimate in attachments for informational purposes only.

Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)

Listing Agent: Valerie Padur (315-489-7872)

Remarks: This fully remodeled 3-bedroom, 3.5-bath waterfront home is a rare find—offering breathtaking views, modern upgrades throughout, and direct access to Tampa Bay and the Gulf of Mexico in the highly sought after neighborhood of Key Royale on Anna Maria Island. Situated on a tranquil south-facing cove along the Intracoastal Waterway, this property provides both stunning scenery and natural protection. Upon entering the home, you will find an open, airy floor plan featuring all-new wood flooring, new interior and exterior doors, new windows with shutters, and exceptional craftsmanship at every turn. The chef’s kitchen is a true showstopper, showcasing top-of-the-line Thermador appliances, custom cabinetry, and a spacious layout designed for effortless hosting and everyday living. The primary suite is a retreat of its own with large walk -in closet and a beautifully updated ensuite bath. The second bedroom functions like a second primary, offering a generous bedroom space and its own private ensuite bathroom—ideal for guests or multi-generational living. Outdoors, the home transforms into a private waterfront paradise. Enjoy a saltwater pool and spa, an outdoor kitchen with a gas BBQ, green egg, griddle, and your own putting green—all overlooking sparkling water views where dolphins are frequent visitors. Boaters will appreciate the 16,000-lb boat lift, deep water access, and plenty of side-yard space for additional toys, including a 50-amp RV hookup and room for a boat or trailer. Additional peace of mind comes with recent updates: the lanai was screened in March 2026, and a full home inspection was completed in January 2026 by SWF Home Inspections. With luxury updates, protected water, and unparalleled views, this is Florida waterfront living at its finest!

Listing is courtesy of: BEACH HOUSE REAL ESTATE LLC (941-216-3793)

Listing Agent: Michael Bartone (607-731-1103)

Remarks: Newly updated with fresh paint throughout, brand new stainless steel appliances, quartz countertops on kitchen and bathrooms and so much more!! Nestled near the north end of Anna Maria Island, 215 81st Street is a three-bedroom, two and a half bath home boasting over 2,000 square feet of living space—an Airbnb gem zoned for weekly rentals. Just two blocks from some of the island’s most pristine beaches, this property offers a true tropical paradise out back. The fully fenced oasis features a gorgeous pool with a built-in hot tub, while the expansive paver-lined lounge area creates a true island escape. The elevated design includes a two-car garage and a game room—currently set up with a ping pong table, connect 4, and Tic Tac Toe but offering ample space to add additional attractions for guests. The second floor invites you into a bright, open living, dining, and kitchen area featuring a brand new LG stainless steel appliance package and gorgeous quartz countertops. This floor also features a half bath, complemented by a massive, screened-in balcony deck (freshly screened in less then a year ago) overlooking the pool oasis below—perfect for soaking in the tropical ambiance. You will also find a dedicated interior laundry room with full size washer and dryer on this floor as well. On the third floor, you’ll find three spacious bedrooms and two full baths, with the primary suite offering not only luxury but also absolutely gorgeous views from every angle—a panoramic reminder of the beauty that surrounds you on Anna Maria Island. This home is packed with recent updates: a 2022 roof, 2019 AC, and a brand-new water heater. The exterior shines with hardie board siding installed less than a year ago and fresh paint. Beyond the home, you’re a stone’s throw from Pine Avenue’s charm and all that Anna Maria offers—laid-back vibes, local eateries, and coastal culture. Fully furnished and turnkey, this is both a thriving investment and an island escape waiting for you.

Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)

Listing Agent: Johnny Hopper, Pa (941-524-1706)

Remarks: Stunning turnkey new construction on Anna Maria Island, located on a serene and rare double channel lot in the Key Royale neighborhood. This spacious residence features 5 bedrooms, 2 on the main level and 3 upstairs, all with en suite and walk-in closets offering ample space for family and guests. The main floor’s primary suite includes a large bathroom with steam shower and beautiful marble tile flooring. Enjoy 2 living spaces, one on the main level and another with a large balcony overlooking the canal on the second floor. The elevator provides easy access to both levels. Convenient laundry with 4 washers and 4 dryers, 2 upstairs and 2 on the main level. Upgraded finishes throughout with wide plank engineered walnut flooring, marble tile in the bathrooms, quartz countertops, 8' high extra thick upgraded doors, and upgraded trim package. The modern kitchen boasts brand new high-end Sub-Zero and Wolf paneled appliances and upgraded cabinetry. Step outside to enjoy covered seating and dining areas, a large saltwater pool and spa with breathtaking canal views, and 2 new composite wood docks with new seawall on this home's rare corner channel access, ideal for water enthusiasts. The property also features garage spaces to accommodate 4 vehicles, and new mature landscaping. The home's interiors are thoughtfully designed with hand-curated, beach inspired furnishings which are included in the sale.

Listing is courtesy of: BEACH HOUSE REAL ESTATE LLC (941-216-3793)

Listing Agent: Gregg Bayer (941-799-9096)

Remarks: Virtually Staged. COASTAL INVESTMENT OPPORTUNITY! TURNKEY ELEVATED DUPLEX JUST ONE BLOCK FROM THE GULF INCLUDING A DEEDED BOAT SLIP! Welcome to island living at its finest at 8106 Gulf Drive, Units A & B, in Holmes Beach! The perfect blend of personal retreat and income producing opportunity positioned just one block from the Gulf with your own private residential beach access. Each unit features 2 bedroom/2 bathroom and has been thoughtfully updated with coastal-inspired style, featuring newer appliances, updated furnishings and comfortable mattresses your guests will rave about, and they already do, with excellent reviews in place. Enjoy peace of mind knowing this home had a prelisting inspection, noting a solid metal roof & A/C system as well as hurricane-impact windows and sliding doors (just 4 years old). Step outside and soak in the island lifestyle. Both units offer private balconies with Adirondack chairs, perfect for morning coffee or sunset breezes. The fully fenced yard (just 6 months old) provides space to add a pool, while the grill in the side yard invites gatherings for relaxed coastal evenings. After a day at the beach, rinse off in the outdoor shower and store your gear in the owner’s storage room. Each unit is equipped with its own laundry/utility room complete with washer and dryer plus golf cart plug-ins for added convenience. The property also includes 2 kayaks, a paddleboard, and bikes, making it easy to enjoy everything the island has to offer. For water lovers, the bonus doesn’t stop there! This property includes a DEEDED BOAT SLIP nearby, giving you quick access to the water anytime you please! "The Launch Pad" is perfect for kayaks, which are included with the property. Bring your imagination for a future dock/boat slip. Built for durability and security, the home is elevated and equipped with flood systems and was regularly maintained for pest and rodent control for added confidence. Located just one street from the Anna Maria City limits, this property allows for weekly rentals, maximizing income potential. Whether you choose to live in one unit and rent the other or lease both for strong returns, this duplex offers flexibility and exceptional value in a prime coastal location. Ideal as a personal getaway, full-time residence or high-performing investment! Follow your nose to the salt air and chase the gorgeous sunset. This is your chance to own a slice of paradise with built-in income potential. No shoes required!

Listing is courtesy of: FLORIDA EXECUTIVE REALTY (813-972-3430)

Listing Agent: Danielle Redner (813-967-0175)

Remarks: Welcome to this beautifully renovated 3-bedroom, 2-bathroom home in the heart of Holmes Beach on Anna Maria Island. Updated throughout in 2026, this move-in-ready residence offers approximately 1,398 square feet of stylish, single-level living designed for comfort and convenience. The bright and inviting interior features a modern kitchen with updated cabinetry and countertops, new shutters throughout, and thoughtful finishes that create a fresh coastal feel. Central air conditioning and electric heat provide year-round comfort, making this home ideal as a primary residence, vacation getaway, or investment property. Situated on a generous 0.21-acre lot, the property offers a large backyard with sliding glass door access, providing plenty of space to entertain, relax, or create your dream outdoor oasis. There's ample room for a pool, ADU, or additional outdoor living areas. Located on a quiet, low-traffic street, this home offers a peaceful setting with wonderful neighbors and a true sense of community. Enjoy the tranquility of island living while being just minutes from everything the north end of Anna Maria Island. Location truly is everything. You'll love the convenient access to sugar-sand beaches, an 8 minute walk to a public beach, island shopping, local cafes, restaurants, parks, and outdoor recreation. The golf-cart-friendly neighborhood makes it easy to explore and enjoy the island lifestyle. As an added bonus, all furnishings are included with the sale, making this a turnkey opportunity. Don't miss your chance to own a beautifully updated home in one of Anna Maria Island's most desirable locations.

Listing is courtesy of: INVESTCOR REALTY LLC (813-761-4250)

Listing Agent: Dylan Casarez (951-470-7551)

Remarks: Introducing one of Anna Maria Island’s most captivating bayfront residences, perfectly positioned along the pristine waters of Bimini Bay with sweeping panoramic views stretching across the open water and beyond. Encompassing more than 4,300 square feet of beautifully designed living space, this stunning estate embodies the essence of luxury island living. From the moment you arrive, the home’s elevated coastal architecture, lush tropical landscaping, and commanding presence create an unforgettable first impression. At the heart of the residence, a recent renovation transformed the main living areas into a sophisticated gathering space designed for relaxed family living and effortless entertaining. The chef’s kitchen serves as the centerpiece of the home, showcasing custom cabinetry, premium appliances, designer finishes, an eye-catching backsplash, and an oversized island where family and friends naturally gather. Thoughtfully designed for both beauty and functionality, the kitchen flows seamlessly into expansive living and dining spaces where walls of glass frame breathtaking bay views and fill the home with natural light. The open-concept design creates a seamless connection between indoor and outdoor living, allowing the beauty of the bay to become part of everyday life. Every space was designed to embrace the home’s spectacular setting. Five spacious bedrooms and five beautifully appointed bathrooms provide luxurious accommodations for family and guests. The waterfront primary suite features a private balcony and breathtaking sunrise views across the bay. Additional guest suites and custom bunk accommodations offer comfort, privacy, and refined coastal style throughout. Step outside and discover a private bayfront retreat unlike anything else on the island. The resort-style pool and spa overlook sparkling open water, creating a dramatic backdrop for relaxation and entertaining. Multiple terraces and balconies provide front-row seats to sunrises, passing boats, and the ever-changing colors of the bay. A private putting green adds another layer of enjoyment, while mature tropical landscaping enhances privacy throughout. For boating enthusiasts, the location is simply unrivaled. With no bridges and direct access to Tampa Bay and the Gulf of Mexico, the property offers effortless navigation for everything from offshore fishing adventures to sunset cruises and days exploring nearby sandbars and waterfront destinations. The private dock and 16,000-pound lift place endless adventures just steps from your back door. Yet perhaps the home’s greatest luxury is its setting. Positioned on one of Anna Maria Island’s most coveted stretches of shoreline, this residence offers the rare combination of expansive open-water vistas, direct boating access, modern coastal elegance, and the relaxed sophistication that defines island life. Beyond the property itself lies the timeless charm of Anna Maria Island. Leave the car behind and embrace a lifestyle where bicycles, golf carts, and sunset strolls are part of daily life. Explore sugar-sand beaches, browse the boutiques and galleries of Pine Avenue, and enjoy waterfront dining moments from home. Blending Old Florida charm with coastal sophistication, Anna Maria remains one of Florida’s most sought-after island destinations. This is more than a home. It is a private waterfront resort, an entertainer’s dream, and a rare opportunity to experience the very best of Anna Maria Island living.

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

Listing Agent: Christy Travis (941-545-5284)

Remarks: Experience refined coastal living in Holmes Beach. This exceptional turnkey 3BR/2.5BA residence showcases impressive curb appeal with pristine landscaping that sets the tone from the moment you arrive. Inside, you’ll find an expansive, light-filled interior with an open-concept design that seamlessly blends comfort and sophistication, ideal for both elevated everyday living and upscale entertaining. The private outdoor retreat is equally impressive, featuring a spacious turf backyard and a resort-style pool, offering a low-maintenance yet luxurious setting with ample room for lounging, dining, and hosting under the Florida sun. With no HOA, enjoy the rare convenience of generous space to accommodate a boat or RV, perfect for embracing a true island lifestyle. Thoughtfully appointed with hurricane impact windows and doors, along with stop log panels at the main entrances, this home delivers both luxury and peace of mind. Perfectly positioned just moments from the Gulf’s pristine beaches, as well as central to dining and boutique shopping, this property presents an outstanding opportunity as a primary residence or an exclusive income producing investment. Don't miss your chance at this piece of Paradise!

Listing is courtesy of: BEACH HOUSE REAL ESTATE LLC (941-216-3793)

Listing Agent: Gregg Bayer (941-799-9096)

Remarks: Newly renovated - Stunning 4-bedroom, 6.5-bath is perfect for beach lovers just a block from the Gulf of Mexico beaches. This island home features a backyard with a private pool and tiki bar, hot tub, BBQ area, covered patio with a foosball table, and a rooftop deck with water views. The main living space, includes a kitchen with a beautiful backsplash and quartz countertops, solid wood cabinets, island seating, couches, and a bright dining room with access to a covered deck overlooking the pool. The third floor hosts the primary bedroom, a private balcony with rooftop deck access, and an ensuite bathroom with a double vanity and a large shower. Outdoor amenities also include a pool, spa, This home is just a quick walk to the beach, and guests can easily take the trolley to Pine Ave for local delicacies, fish at the historic AMI city pier, or kayak in the bay waters.

Listing is courtesy of: BEACH HOUSE REAL ESTATE LLC (941-216-3793)

Listing Agent: Gregg Bayer (941-799-9096)

Remarks: Under contract-accepting backup offers. Live the island lifestyle in this custom-built, ELEVATED canal home located in a quiet, no-HOA neighborhood just minutes from the heart of Holmes Beach. Built in 2006, this well-constructed residence offers peace of mind, privacy, and easy access to everything Anna Maria Island is known for—beaches, local dining, boutique shopping, and waterfront parks. The home features an open, multi-level layout designed for comfortable island living, with three spacious bedrooms, multiple balconies and porches, and CANAL and OPEN-WATER views from several levels. The primary bedroom is privately located on the first living level, offering convenience and separation from the additional bedrooms above. Boating enthusiasts will appreciate the private dock with deep-water access and NO BRIDGE RESTRICTIONS, allowing quick access to open water. Additional features include an ELEVATOR, METAL ROOF, four-car garage, ample storage, and room to add a pool for enhanced outdoor living. As one of the few elevated homes in the area, this property offers notable structural integrity and the opportunity to enjoy Anna Maria Island living with confidence.

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

Listing Agent: Jessica Batten (941-962-3380)

Remarks: Tucked away on a quiet, picturesque street in the heart of Holmes Beach, this ELEVATED WATERFRONT retreat offers a rare private coastal sanctuary. Perfectly positioned on a sprawling 225-foot waterfront SAILBOAT-DEPTH CANAL with NO FIXED BRIDGES and DIRECT ACCESS to Bimini Bay, the Intracoastal Waterway, and the shimmering GULF OF MEXICO. Wrapped in lush, tropical landscaping and framed by a natural mangrove shoreline, a 40+ ft TimberTech COMPOSITE DOCK stretches gracefully into the water; ready to welcome your large boat or sailboat. What sets this home apart is not just its breathtaking setting, but the peace of mind it offers. ELEVATED and STORM-TESTED, this home proudly boasts ZERO HURRICANE DAMAGE - a true rarity on the island. Built with an impressive LIST OF UPGRADES for ultimate resilience: breakaway garage walls REINFORCED with CONCRETE SUPPORTS, a 2023 standing seam ALUMINUM ROOF with underlayment that is MIAMI-DADE STANDARDS, HURRICANE-IMPACT windows and doors with UV protection, and hidden vent soffits and fascia. Step inside and feel the relaxed elegance of this coastal gem. SUNLIGHT floods through every room, dancing off the stunning plank-style porcelain tile floors and creating a warm, inviting atmosphere. The OPEN CONCEPT great room flows seamlessly into a beautifully updated kitchen where your inner chef can run wild. Outfitted with rich maple cabinetry, sparkling Quartz countertops, and top-tier stainless steel appliances. The oversized walk-in pantry is perfect for keeping all your culinary essentials tucked away. The home's bathrooms echo the same attention to detail, featuring gorgeous tilework, granite countertops, upgraded Toto commodes, and brand-new copper piping and plumbing (2025). Every corner has been meticulously cared but it’s the outdoor living that truly sets this property apart. Your private backyard oasis was designed for both relaxation and unforgettable entertaining. Expansive WRAP-AROUND DECKING, crafted from premium materials and beautifully maintained, offers plenty of space to gather with family and friends. The FENCED IN DECKING also is perfect for pets to roam safely, while the CUSTOM KAYAK LAUNCH invites spontaneous paddles through the tranquil canal waters. Dreaming of a pool? APPROVED PLANS are ready and waiting to transform this outdoor space into your personal tropical paradise. Down at the dock, life slows down. Watch dolphins play, drop a line, or simply sip a cool drink as the sun melts into the Gulf horizon. The wide canal offers ample space for larger vessels - a true rarity on the island. Additional features include a spacious 3-CAR GARAGE with TWO LARGE STORAGE areas perfect for paddleboards, fishing gear, or even a golf cart. Conveniently, a 50-amp outlet has been installed for a RV, boat lift or even a hot tub. Ample guest parking is a major plus when it comes to this property and could even accommodate a RV, boat with trailer or whatever your heart desires! Plus a proactive termite protection system. Best of all? This serene retreat is just a short stroll to the sugar-sand beaches of Anna Maria Island, charming local shops, and island-favorite restaurants - all easily accessible via the free island trolley. Whether you’re searching for a full-time coastal residence, a seasonal getaway, or a savvy investment (zoned R-1 with 30-day minimum rentals), this home checks every box. Come experience the magic of Holmes Beach waterfront living where every day feels like a vacation.

Listing is courtesy of: KW SUNCOAST (941-792-2000)

Listing Agent: Mike Polachek (941-524-0241)

Remarks: Discover this 4 bedroom, 3 bathroom versatile home, perfectly positioned on Anna Maria Island for effortless coastal living. Located on a spacious 0.23-acre lot (approximately 9,988 sq ft), this property offers many possibilities!! If desired, this home can easily be changed back to a duplex with some modifications making it a 3 bedroom, 2 bathroom unit on one side and a cozy mother in law suite that is 1 bedroom, 1 bathroom unit on the other. Whether you're seeking a multi-generational home, a vacation retreat with rental potential, or an income-generating investment, this setup provides flexibility and charm in one of Florida's most desirable beach communities. Ideal for families or entertaining, featuring ample room for comfortable island-style living. Step outside to a backyard with plenty of space to add your dream pool, creating a private oasis for relaxation under the Florida sun. Or keep the awesome Koi pond and zen feels of the backyard. With its prime location, you're just a short stroll from pristine white-sand beaches and gorgeous sunsets. Walking distance to Holmes Beach restaurants and shops. Schedule a showing today!

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

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

Remarks: Step into effortless luxury with this meticulously renovated canal-front retreat, ideally located on 100 feet of waterfront, on an 11,543 sq ft lot in the heart of the Key Royale community. Designed for relaxed coastal living, this beautifully updated 3-bedroom, 3.5-bath home offers the perfect blend of style, comfort, and waterfront lifestyle. The home has a chef-inspired kitchen featuring wood cabinetry, quartz countertops, a gas range, wall oven, wet bar with wine refrigerator, and a generous center island perfectly suited for both everyday living and elegant entertaining. Walls of sliding glass doors bathe the interior in natural light and open to a private outdoor oasis, creating a seamless indoor-outdoor flow. Two of the bedrooms have private ensuite baths, including the primary bedroom which features a spacious bedroom with an en-suite bath with a soaking tub, a walk-in shower and an outdoor shower providing comfort and privacy. Outside, enjoy the resort-style pool designed for lounging in both sun and shade, or take in peaceful canal views framed by lush tropical landscaping.  A new irrigation system and new elegant landscape lighting have also been installed. A true boater’s dream, the property features a private dock with electric and water, plus a 10,000 lb boat lift and kayak launch, offering quick access to the sparkling waters of Bimini Bay, Tampa Bay and beyond. Additional updates include a roof installed in 2017 for added peace of mind.  Just a short stroll or bike ride from Anna Maria Island’s sugary beaches and moments from charming shops, dining, and island attractions; the location is as exceptional as the home itself. Residents of Key Royale have the option to join the private Key Royale Club, a 9-hole golf course with a clubhouse, creating a lifestyle that perfectly balances boating, golf, and island leisure. Bring your boat, fishing poles, golf cart, and clubs and start living the island lifestyle you’ve been dreaming of. This is a rare opportunity to own a truly special slice of waterfront paradise.

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

Listing Agent: Hannah Hillyard (941-744-7358)

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

Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)

Listing Agent: Dean Hinterstoisser (941-726-0314)

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

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

Listing Agent: Shannon O'Brien Kerney (941-737-5153)

Remarks: INCREDIBLE VALUE! 5 BEDROOM HOME ON ANNA MARIA ISLAND WITH PROVEN RENTAL HISTORY- THIS IS THE ONE!!! Imagine owning a place where every day feels like a vacation. Located on a peaceful corner lot in the heart of Holmes Beach, this spacious 5-bedroom pool home offers the perfect balance of relaxed island living and modern comfort—just steps from everything that makes this island so special. Designed for connection and comfort, the home features an airy, open layout filled with natural light and coastal character. The kitchen anchors the space with recent updates, stainless steel appliances, and generous prep areas, making it ideal for hosting family and friends after long beach days. Sliding glass doors lead to a private outdoor retreat, where a sun-drenched pool, expansive patio, and side courtyard create a setting made for entertaining, relaxing, and making memories. The primary suite feels like a private escape, complete with an updated bathroom, walk-in closet, and direct access to the pool—perfect for morning swims or quiet evenings outdoors. With five bedrooms accommodating up to 10 guests, the home offers flexibility for full-time living, extended stays, or hosting visitors with ease. Major upgrades add value and peace of mind, including fully renovated bathrooms, updated kitchen features, and a metal roof installed in 2022. The home is thoughtfully maintained and ready to be enjoyed from day one. What truly sets this property apart is the lifestyle. Walk to the sugar-white beaches of the Gulf, bike to local cafés and shops, enjoy sunset strolls, and embrace the easygoing rhythm that makes Anna Maria Island one of Florida’s most beloved coastal communities. Weekly rentals are permitted, providing the option to enjoy the home while also benefiting from its income potential. Whether you’re searching for a beach home, a family getaway, or a smart island investment, this Holmes Beach property delivers space, location, and lifestyle—all in one unforgettable setting. Come experience why people fall in love with Anna Maria Island… and never want to leave.

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

Listing Agent: Christy Travis (941-545-5284)