Sportsmans Harbor Homes 

Sportsmans Harbor is a sought-after real estate destination nestled in the scenic town of Holmes Beach, Florida. This exquisite neighborhood offers a range of stunning homes and estates, perfect for those seeking a luxurious coastal lifestyle. Situated on Anna Maria Island, residents of Sportsmans Harbor enjoy the serene ambiance of island living combined with convenient access to nearby attractions.

The homes in Sportsmans Harbor are known for their elegance and charm, boasting exquisite architectural designs and top-notch amenities. From spacious waterfront properties to cozy beachfront retreats, there is a perfect home for every discerning buyer. The neighborhood's proximity to Anna Maria Island's pristine beaches allows residents to indulge in outdoor activities such as swimming, sunbathing, and water sports.

Sportsmans Harbor benefits from being surrounded by an array of nearby attractions. Within a short distance, residents can explore the lively boutiques, restaurants, and art galleries that line the streets of Holmes Beach. Additionally, the island offers opportunities for fishing, boating, and birdwatching, making it a paradise for outdoor enthusiasts. With its blend of luxury homes, stunning landscapes, and proximity to local attractions, Sportsmans Harbor is a true gem on Anna Maria Island.

Available Sportsmans Harbor Homes For Sale

$4,000,000
4 Beds ⋅ 5 Baths ⋅ TB8529264 MLS
Welcome to one of Anna Maria Island's most extraordinary waterfront estates, where timeless coastal elegance meets world-class boating and resort-style living. Perfectly positioned on a nearly ¼-acre corner lot with breathtaking open water frontage, this custom-built residence offers an exceptional combination of privacy, luxury, and direct access to Tampa Bay. Designed for both full-time living and luxury vacation rental potential, the home features 4 spacious en suite bedrooms, each with its own private bath. Expansive open-concept living space feature soaring ceilings, designer finishes and walls of glass capturing panoramic water views. The open kitchen has a separate butler's pantry, Thermador Appliance package and seamlessly connects indoor and outdoor living areas. Step outside to your private tropical retreat featuring a heated saltwater pool and spa, covered outdoor living spaces, and a fully equipped outdoor kitchen designed for effortless entertaining. Lush landscaping creates a tranquil island setting, while the waterfront becomes the centerpiece of the property. For boating enthusiasts, the property offers a private dock with a 20,000-pound boat lift and direct boating access to Tampa Bay and the Gulf of Mexico with no fixed bridges, making it ideal for everything from offshore fishing to sunset cruises. Take your golf cart to the white sand beaches, dining and shopping. Have peace of mind with 4 newer HVACs. This exceptional residence offers the rare opportunity to own a premier waterfront property that serves equally well as an exclusive private retreat or a high-performing luxury vacation rental.

220 N Harbor Drive, Holmes Beach

Courtesy of COMPASS FLORIDA LLC

$4,250,000
5 Beds ⋅ 4 Baths ⋅ TB8509893 MLS
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. 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. A newly installed dock and Golden boat lift accommodate larger vessels, while recent dredging improves canal access for serious boaters. A pool has been permitted, allowing the next owner to create a custom outdoor living space without navigating the island's permitting process from the beginning. 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 approved and pool is included in the price.

201 N Harbor Drive, Holmes Beach

Courtesy of COLDWELL BANKER REALTY

$1,195,000
3 Beds ⋅ 2 Baths ⋅ A4694272 MLS
Under contract-accepting backup offers. Beautifully modernized and well-maintained 3-bedroom, 2-bath home in the heart of Holmes Beach blending coastal charm with contemporary style. This move-in ready property features porcelain tile flooring throughout, an updated kitchen with oversized light and bright cabinetry, stone countertops, glass tile backsplash, built-in wine cooler, and an impressive 8-person dining island designed for entertaining. Additional upgrades include AC replaced in 2022, a standing seam metal roof, LED hallway lighting and rechargeable remote blinds throughout. The renovated bathrooms boast floating vanities and frameless glass shower doors for a clean, spa-like feel. The main-level storage area features epoxy flooring, while the maintenance-free deck and low-maintenance zeroscape yard (with room for a pool) make island living easy. S Harbor Drive residents also enjoy exclusive access to the private Sportsman Harbor Boat Ramp boat ramp with no HOA fees. Ideally located near the beaches, dining, and shopping of Anna Maria Island, this property is perfect as a full-time residence, vacation home, or investment opportunity

262 S Harbor Drive, Holmes Beach

Courtesy of SATO REAL ESTATE INC.

$3,100,000
4 Beds ⋅ 5 Baths ⋅ A4687047 MLS
Pre-Construction. To be built. Brought to you by Noah Thomas Builders, designed to capture the essence of elevated island living while delivering strong long-term value. This home is intentionally designed with a flowing, open layout balanced by thoughtfully separated spaces—creating the ideal environment for both private use and high-end guest accommodations. The main living area is anchored by a statement kitchen featuring an oversized island, premium appliance package, custom cabinetry, and clean, coastal finishes that feel both refined and effortless. Outdoor living is curated as a private resort-style experience, thoughtfully positioned to function as its own extension of the home. The space is designed to center around a private pool and spa, with ample room for covered lounging, outdoor dining, and entertaining. Whether hosting guests or enjoying a quiet evening, the outdoor environment is intended to feel relaxed—capturing the essence of island living. Elevating the experience even further, the rooftop deck offers a private escape above it all—an ideal setting for sunset views, evening gatherings, and capturing the coastal breeze. This signature feature not only enhances everyday living but adds a distinct advantage for those considering rental potential. Every detail of the home is designed with both luxury and resilience in mind, including a private elevator, whole-home generator, impact-rated windows and doors, and construction planned to meet or exceed current FEMA and coastal building standards—delivering both peace of mind and long-term durability. Positioned in the heart of Holmes Beach on Anna Maria Island, you’re just moments from the beach, local restaurants, marinas, and the island trolley. Whether envisioned as a private coastal retreat, an income-producing luxury rental, or a long-term hold in a high-demand market, this property represents a rare opportunity to secure a thoughtfully designed, high-quality new construction home in an exceptional island setting. Finishes, materials, and specifications may change during the build process. Pricing, availability, and final details subject to adjustment prior to completion.

216 N Harbor Drive Unit A, Holmes Beach

Courtesy of 1ST CLASS REAL ESTATE SUNCOAST

$3,400,000
4 Beds ⋅ 5 Baths ⋅ A4684262 MLS
Experience elevated coastal living in this brand-new, designer-finished 4BR/4.5BA luxury home located just a 5-minute walk to the pristine beaches of Anna Maria Island. Thoughtfully crafted with high-end finishes and a bright, open-concept layout, this residence blends modern elegance with relaxed island charm. Currently utilized as a successful short term vacation rental with proven rental revenue. 4 spacious ensuite bedrooms, including three king suites with walk-in showers Gorgeous open living area with abundant natural light and upscale coastal décor Chef’s kitchen featuring modern cabinetry, stone counters, and stainless appliances Private heated pool with in-ground spa, surrounded by lush tropical landscaping Expansive rooftop deck offering panoramic views and unforgettable sunsets Fully furnished with professionally curated interiors Designed for relaxation and entertaining, the outdoor oasis includes a sparkling pool, spa, covered lounging areas, multiple decks including a rooftop deck ideal for sunrise coffee or sunset cocktails. The fenced yard provides privacy while maintaining a breezy, coastal feel. Situated in the heart of Holmes Beach, this home offers walkable access to sugar-sand beaches, local dining, boutiques, and the island’s free trolley. Enjoy the perfect blend of tranquility and convenience in one of Florida’s most desirable beach communities. This unique property can be utilized as primary residence, second home, or high-performing vacation rental investment property. This property delivers luxury, comfort, and strong rental appeal in a premier island location.

227 S Harbor Drive, Holmes Beach

Courtesy of LESLIE WELLS REALTY, INC.

$2,900,000
4 Beds ⋅ 5 Baths ⋅ A4684027 MLS
Under contract-accepting backup offers. This almost brand-new, (2024) fully furnished 4-bedroom, 4.5-bath luxury residence delivers the perfect blend of island relaxation and modern sophistication. Built to the highest standards and unaffected by recent hurricanes, it offers peace of mind along with exceptional design. A charming front entry welcomes you into a bright, open great-room floor plan that seamlessly connects the living area, dining space, and chef’s kitchen. The kitchen features a large entertaining island, premium finishes, and generous seating—ideal for hosting family and friends. The primary suite is a serene retreat with a spa-style ensuite bath, creating a private sanctuary for unwinding after a day in the sun. Two more king bedrooms all with en-suite bathrooms allow privacy for guests. Everyone will love the bunk room also with en-suite bathroom. Step outside to expansive outdoor spaces surrounded by lush tropical landscaping. Enjoy the Florida sunshine by the heated pool and infinity edge spa, relax with a drink in hand, or gather for evening conversations under the stars. The turfed backyard provides a lush area for pets and additional seating areas. The home also features rooftop deck with sweeping intercoastal water views, perfect for taking in unforgettable sunsets. Multiple balconies around the allows you to enjoy the incredible island weather. A spacious 2-car garage provides room for vehicles, a golf cart, and additional storage. Every detail has been thoughtfully designed for comfort, convenience, and effortless island living. Situated in one of Anna Maria Island’s most desirable areas, this home places you moments from everything that makes island life special. Take advantage of the private community boat ramp and quick access to the beautiful waters of Tampa Bay and the Gulf. Currently utilized as a short-term vacation rental with great rental revenue and many 5-star reviews, this home provides a fantastic investment opportunity.

243 S Harbor Drive, Holmes Beach

Courtesy of LESLIE WELLS REALTY, INC.

$3,100,000
4 Beds ⋅ 5 Baths ⋅ A4681733 MLS
Pre-Construction. To be built. Brought to you by Noah Thomas Builders, designed with both lifestyle and long-term value in mind, this modern coastal residence is planned to showcase a spacious, open-concept design with thoughtfully separated living areas and a layout ideal for both personal use and guest accommodations. The design emphasizes comfort, privacy, and functionality—features that appeal to today’s luxury coastal buyers and renters alike. The open-concept design is anchored by a chef-inspired kitchen envisioned with a large gathering island, premium appliance selections, custom cabinetry, and refined coastal finishes—perfect for entertaining and maximizing guest appeal. Flowing seamlessly into the main living areas, the design emphasizes effortless indoor-outdoor living, with outdoor spaces to include a private pool and spa, creating a true island retreat. A true standout feature is the rooftop deck, planned as a private island retreat ideal for sunset views, entertaining, and elevated outdoor living—an amenity that significantly enhances both lifestyle enjoyment and rental desirability. Additional features include a private elevator, whole home generator, impact-rated windows and doors, and construction planned to meet or exceed current FEMA and coastal building standards, delivering durability, resiliency, and peace of mind. Located in the heart of Holmes Beach on Anna Maria Island, this homesite offers walkable access to sugar-sand beaches, restaurants, marinas, and the island trolley. Bradenton Beach remains one of the Gulf Coast’s most desirable and supply-constrained markets, making new construction opportunities particularly attractive from an investment perspective. Whether envisioned as a luxury second home, income-producing property, or long-term coastal hold, this project offers the opportunity to secure a high-quality, FEMA-compliant new construction asset in a proven beach market with enduring demand. Finishes, materials, and specifications may change during the build process. Pricing, availability, and final details subject to adjustment prior to completion.

214 N Harbor Drive Unit A, Holmes Beach

Courtesy of 1ST CLASS REAL ESTATE SUNCOAST

$2,995,000
5 Beds ⋅ 4 Baths ⋅ A4678835 MLS
A rare waterfront opportunity just became irresistible!!! Luxury 5 Bedroom Waterfront + Dock | 3-Min Walk to Beach -Exceptional waterfront retreat perfectly positioned in the heart of Anna Maria Island. Just a three-minute stroll to the soft sugar sands of Manatee Beach, this stunning five-bedroom, three-and-a-half-bath residence delivers coastal luxury at every turn—complete with a private dock with ladder where manatees often glide by, a heated pool and spa, and a show-stopping rooftop deck with Gulf and Bay views. Designed for unforgettable gatherings, Coral Castle seamlessly blends upscale comfort with relaxed island charm! Outdoor Living at Its Finest, the rooftop deck is the crown jewel of Coral Castle—offering breathtaking sunrise and sunset views over both the Gulf and Bay. Start your mornings with coffee and ocean breezes or unwind in the evening with a cocktail as the sky glows in brilliant island hues. The tropical backyard is a private sanctuary featuring a heated pool, spa, lounge seating, and outdoor grill, perfect for post-beach relaxation or entertaining under the stars. From the private dock, enjoy peaceful water views—and keep watch for friendly manatees passing by, an unforgettable hallmark of island living. Stylish Interiors Made for Comfort-Step inside to a bright, open-concept living space filled with natural light and coastal elegance. The living room offers plush seating, a flat-screen TV, and sliding glass doors that open directly to the outdoor patio—blurring the line between indoor and outdoor living. The chef-inspired kitchen is fully equipped with stainless steel appliances, generous counter space, and a wine fridge, making meal prep effortless. Gather inside at the dining table or dine alfresco beneath the covered patio for a true island experience. Sleep in Luxury- Primary Suite: King bed, private balcony, vaulted shiplap ceiling, walk-in closet, spa-style ensuite with soaking tub and walk-in shower; Second Bedroom: King bed, Jack-and-Jill bathroom with walk-in shower; Third Bedroom: King bed, Jack-and-Jill bathroom with walk-in shower; Fourth Bedroom: Full bed, Jack-and-Jill bathroom with shower/tub combo; and Fifth Bedroom: Full bed, Jack-and-Jill bathroom with shower/tub combo. Prime Island Location- Enjoy peaceful mornings fishing from the dock or take a short drive to Pine Avenue and Bridge Street, where you’ll discover charming boutiques, local dining, and island favorites. Whether your days are spent boating, lounging by the pool, or soaking in rooftop views, Coral Castle delivers the perfect balance of relaxation and adventure. Every detail is designed to create lasting memories—from manatee sightings to sunset cocktails on the rooftop. This is more than a stay—it’s a true Anna Maria Island experience. Currently operating as a vacation rental with solid history and a strong start to 2026—ideal personal-use + income opportunity.

203 N Harbor Drive, Holmes Beach

Courtesy of BLUESRQ REAL ESTATE INC

$697,500
TB8442090 MLS
One or more photo(s) has been virtually staged. PRICE REDUCED FOR QUICK SALE! PRIME OPPORTUNITY to build a custom coastal home on this 7,500 sq ft cleared corner lot in the heart of Holmes Beach on Anna Maria Island! Ideally located just a short 6-minute walk to the Gulf’s white sand beaches, this property offers the perfect balance of lifestyle and long-term value. With a maximum building height of 35 feet, a future home could capture beautiful water views of both the Gulf of Mexico and the Intracoastal Waterway, creating a true elevated island living experience. Positioned near local dining, shops, access to a community boat ramp for effortless days on the water. The location supports both everyday enjoyment and strong visitor appeal. Zoned for weekly rentals, the property provides flexibility for personal use, seasonal enjoyment, and income generation. Opportunities with this level of flexibility on Anna Maria Island are very limited. Any renderings or home concepts shown are for illustrative purposes only and are not included in the sale. Buyers should conduct their own due diligence regarding design, permitting, and construction. For investors: The combination of weekly rental zoning, walkable beach access, and potential water views creates a compelling opportunity to develop a high-demand vacation rental in a supply-constrained market. For second-home buyers: Design a private coastal retreat tailored to your lifestyle, with the added benefit of generating income when not in use—allowing your beach home to work for you while you’re away.

237 S Harbor Drive, Holmes Beach

Courtesy of CHARLES RUTENBERG REALTY INC

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