luxury seaside houses for sale Anna Maria, United States

One of the most distinctive residences on Anna Maria Island, this exceptional coastal home is a true celebration of thoughtful design, effortless entertaining, and spectacular Gulf views. Just steps from the shoreline and the island's world-renowned beaches, this four-bedroom retreat was designed as a private haven for family and guests, with every detail carefully considered. An established and successful vacation rental, the property grosses over $350,000 annually, offering an exceptional opportunity for both personal enjoyment and investment. Three expansive travertine terraces create extraordinary outdoor living spaces, each offering its own unique setting. The second-level covered terrace features a fully equipped summer kitchen with grill, sink, and ice machine, overlooking the large heated pool and spa. The third-level terrace is open to the sky and furnished with a fire pit, creating the perfect place to gather while taking in unobstructed views of the Gulf of Mexico. Above it all, the rooftop terrace offers breathtaking panoramic views stretching from the Gulf to the Skyway Bridge. Every level is easily accessible by elevator or stairs. Designed for both luxury and efficiency, the home features more than 9,000 watts of solar power, offering exceptional performance with low-maintenance coastal living. The ground level includes two garages-one oversized two-car garage and a separate garage ideal for a golf cart, beach equipment, water toys, or owner storage. The second level showcases an inviting living and great room, dining area, and gourmet kitchen, with French doors opening directly to the covered terrace and summer kitchen. The kitchen is appointed with state-of-the-art appliances and a wine cooler, perfectly suited for both intimate gatherings and larger-scale entertaining. The thoughtfully designed bedroom layout offers four private en-suite retreats. Two are located on the second level alongside an office/media room, while the third level features the home's expansive primary suite and an additional guest suite. From its exceptional outdoor living spaces and sweeping Gulf views to its sophisticated interiors, impressive energy features, and proven rental history, this extraordinary Anna Maria Island residence offers a rare opportunity to experience island living at its finest.

Just completed and ready for immediate occupancy! Discover refined island living in this newly built coastal contemporary residence by Modus Builders, recognized as the 2025 Home of the Year. Nestled in the heart of Holmes Beach, this exceptional four-bedroom, 3.5-bath home showcases modern architecture, superior craftsmanship and an unbeatable setting only three blocks to the beach and five blocks to dining and shopping. Constructed with exceptional attention to detail, the home features an elevator, impact-rated glass, a durable metal roof and upscale finishes throughout, offering both elegance and lasting durability. Outside, enjoy your own secluded tropical oasis complete with a heated pool and spa, expansive covered lounge area and a fully equipped summer kitchen designed for effortless year-round enjoyment. The rooftop deck and upper level provide breathtaking sunrise views over the mangrove preserve along with glowing sunsets across the Gulf. Conveniently located near IMG Academy, pristine Gulf beaches, Publix and beloved local destinations including Toasted Mango Café, Duffys Tavern, Bridge Street and The Beach House, this home offers the perfect balance of luxury and accessibility. Situated within a monthly rental zone, the property provides enhanced tranquility and privacy without the frequent turnover associated with weekly rental areas. This newly completed coastal sanctuary presents a rare opportunity to own in one of Holmes Beach's most sought-after locations and enjoy the island lifestyle. Further reinforcing the home's value, the property recently appraised at $3.1 million in connection with the seller's bank financing and is currently offered at $2.85 million. This newly completed coastal sanctuary presents a rare opportunity to own in one of Holmes Beach's most sought-after locations and enjoy the island lifestyle.

Private island home for sale on Jewfish Key, Longboat Key, Florida. This 4-bedroom, 4-bath waterfront residence sits on a 1.24-acre titled lot with approximately 300 feet of water frontage and a private deep-water dock, and it is reached only by boat. It is one of just eight homes on this roughly 38-acre island at Longboat Pass. 7143 La Lenaire Drive is offered turnkey and furnished, and it is on the market for the first time in more than two decades. Reached only by boat, this private island home offers something rare on Florida's coast: luxury, privacy, and room to truly disconnect. Far from crowded waterfront rentals, it's a place to slow down, enjoy the people you came with, and share an experience your family and friends will never forget. The home was custom built in 2011 and has more than 2,700 square feet of living space, designed around sweeping west-facing water views and easy indoor-outdoor living. The main living areas open to covered outdoor space overlooking the Intracoastal Waterway, and at sunset the evening light fills the rooms. The layout works as well for a quiet weekend for two as it does for a full house of guests. Walk down to your own deep-water dock, with direct boating access to Sarasota Bay, the Intracoastal, Longboat Pass, and the Gulf. Anna Maria Island, Longboat Key, and St. Armands Circle are minutes away by water, so Sarasota and Bradenton dining, shopping, beaches, and culture are easy to reach while your evenings stay quiet and private. Jewfish Key is surrounded by sandbars, clear shallows, native wildlife, and natural shoreline, a setting that is increasingly hard to find along the Gulf Coast. This property works as a primary residence, a private Florida vacation home, or an income-producing investment. With four bedrooms, four baths, and a boat-access location unlike anything else on the rental market, it offers strong short-term and seasonal rental potential for investors seeking a one-of-a-kind luxury waterfront asset between Longboat Key and Anna Maria Island. Schedule your private boat tour today.

Welcome to "Tre Sorelle," a home of splendor and architectural authenticity, a true Tuscan farmhouse nestled in the premier waterfront community of Tierra Verde. From the early stages of its conception, which involved trips to Tuscany to research design and source materials, to the meticulous level of construction, every detail was given exceptional attention. This magnificent masterpiece provides seclusion and privacy, breathtaking beauty and luxurious quality that leaves a lasting impression. From the massive spread footings, concrete block structure (8" x 8" x 16" blocks) from foundation to roof line, and the first-floor living area situated at 13 feet above sea level, this home was constructed to withstand the tests of Mother Nature. In addition to the concrete block outer shell of the home, the entire exterior wall features a 10-to-12-inch layer of limestone quarried in the Province of Barletta-Andria-Trani and container shipped from Italy. The exterior walls are 18-to-20 inches thick in total, which is extraordinary, but perfect for Florida weather and lifestyle. The roof is a Ludowici Italian authentic cap and pan terra cotta roof tile with a 75-year warranty and the hurricane-impact windows and doors are a combination of Tischler und Sohn (U.S.A.) and Hope's Windows, the world's pre-eminent manufacturers of custom windows and doors. Encompassing over 11,000 square feet of luxury living, the home has seven bedrooms, eight full baths, three half baths, library, two offices, elevator, gym, and four-plus-car garage. Features of this home include soaring ceilings, impressive Douglas fir beam and plank work, solid mahogany doors throughout, and, extending from the lower-level entrance to the top floor, a beautiful cool honey-colored, pink veined Corton limestone spiral staircase, a stone steeped in French history emanating from the Burgundy region. The main level comprises an open floor plan with living room and gourmet kitchen, casual dining, formal dining room, two offices and a guest suite. The upper level features six en-suite bedrooms and a sun-filled library. The lower level has additional storage rooms, and gym. A tranquil oasis awaits outside, complete with expansive, covered lounging and dining areas, a fire pit surrounded by a moat and a salt-generating chlorine pool heated by a geothermal system, utilizing energy efficiency. Ideally located close to the thriving downtown of St. Petersburg and the Gulf beaches, less than 30 minutes to Tampa International Airport and yet perfect for those who are seeking peace and serenity.

LOCATED IN ONE OF TAMPA BAY’S BEST BOATING COMMUNITIES, THIS DAZZLING 6 BEDROOM 6 ½ BATH WATERFRONT ESTATE PROVIDES AN IMPRESSIVE 6424 SQFT OF LIVING AREA. A grand circular driveway introduces a towering covered entry and a soaring 20ft-high foyer with lovely views of the waterfront. Magnificently remodeled with an inspiring coastal contemporary flare, you will be taken-back by striking large-format porcelain floors and luxury vinyl floors, high ceilings, unique geometric patterns and radiant modern lighting. Overlooking the waterfront, the sumptuous open-concept designer chef’s kitchen boasts 21ft-high ceilings, superb quartz counters, high-end SS appliances, built-in refrigeration, gas cooking, coastal white cabinetry, huge island bar/serving center with quartz waterfall counters, wine chiller and dedicated ice maker. Complementing the kitchen is a matching full appliance/full function butler’s pantry. Gas fireplace with custom mantle transitions to an open waterfront dining area and your back yard oasis. The well-appointed pool bath includes a posh walk-in glass rainshower enclosure. Your exceptional living room has wonderful waterviews and opens to the pool deck. You will appreciate the sizable executive office with fireplace and finely-tiled adjacent guest bath. The huge owner’s suite with expansive walk-in closet, has brilliant views of the intracoastal waterway and private access to the pool deck. The modern owner’s bath is truly stunning – elegant floor-to-ceiling tilework, two minimalistic vanities with quartz surfaces, stand-alone deluxe soaking tub, and an enormous walk-in glass rainshower enclosure with multiple rainshower heads. Isolated to a part of the home with separate exterior access, the spacious guest suite contains three closets and a beautifully-tiled full guest bath. Step up to the upper bedroom level with generously-sized loft overlooking the kitchen and the waterfront. Oversized matching waterfront bedrooms with walk-in closets, are joined by a gorgeous full bath, and share a 28ft-wide covered balcony with commanding views of the water. Two additional bedrooms are supported by a remarkably-luxurious full guest bath with floor-to-ceiling tilework, lavish dual vanities, stand-alone soaking tub, and an exquisite walk-in glass shower enclosure with dual shower systems. The upper-level bonus room - ideal as a game, fitness or media room – also features a splendid full bath. Step out back to the fabulous deck with its richly-tiled swimming pool and spa, and deck space for more than a dozen loungers. Attached to the home is an 18ft-high, 250sqft covered gazebo-like dining and lounging area with terrific views of the waterfront. Outside the owner bedroom is a 28ft-wide covered lounging/seating deck. Beyond the pool deck is the composite dock that walks you out to the open waterway. Home has a newer roof (2023) and a large laundry/utility room, and enjoys tremendous auxiliary storage space and substantial parking. This is an outstanding luxury waterfront value in one of the easiest commuting waterfront locations in all of Tampa Bay. Close to I275 - reach the beaches in 4 min, downtown St. Pete in 10 min, Tampa Airport in 25 min. and Sarasota in 40 minutes. Buyer to verify dimensions.

Introducing a Contemporary Waterfront Masterpiece in Tampa Bay. Striking modern architecture and clean, minimalist design come together in this extraordinary custom-built waterfront residence. Completed in 2023, this home makes a bold statement with its commanding curb appeal, soaring 28-foot entry, and dramatic 23-foot foyer. Brilliant natural light, soaring ceilings, and meticulous craftsmanship set the stage for a refined coastal lifestyle. The open-concept floor plan highlights a chef’s dream kitchen with custom cabinetry, pearl-white quartz island, Thermador appliances, gas cooking, full-height wine chiller, and built-in espresso machine, complemented by a discreet butler’s pantry. Expansive living and dining areas open seamlessly to the water, while the executive-style office and designer guest bath add both elegance and function. The owner’s suite is a private sanctuary with breathtaking views, balcony access, dual walk-in closets, and a spa-inspired bath featuring custom vanities, a Jacuzzi soaking tub, and a glass-enclosed multi-head rain shower. Upstairs, two additional en suite bedrooms and a large media room extend to a 330-square-foot covered terrace with commanding views of the bay. Outdoor living is elevated with over 1,200 square feet of covered waterfront terraces, a resort-style pool and spa, outdoor kitchen, and lush landscaping. Waterfront amenities include an updated seawall, large composite dock, kayak/paddleboard launch, boat lift, and mooring capacity for a sizable yacht. Located just ten minutes from downtown St. Petersburg and six minutes from the Gulf beaches, this residence offers an extraordinary blend of serenity and convenience. Nestled within the highly coveted, gated enclave of Bayway Isles, the community is distinguished by its 24/7 guarded security, pristine surroundings, and enduring sense of privacy. This estate is not simply a residence but a testament to vision, artistry, and uncompromising craftsmanship. More than a home—it’s a statement of modern luxury and life without compromise. Arrange your private showing today and experience the pinnacle of waterfront living.

Welcome to island living on Longboat Key, one of Sarasota's premier barrier island destinations. In Triton Cove, this coastal residence offers direct Gulf Beach access across the street and a lifestyle designed for boating, seasonal use or year-round living along Florida's Gulf Coast. Enjoy nightly sunsets along Gulf of Mexico Drive or experience world-class dining and shopping on nearby St. Armands Circle. An elevated entry leads to the main living level, where expansive glass defines the open-concept design, connecting the living room, kitchen and dining areas. Positioned within a five-residence enclave, this property offers convenient access to Sarasota dining, shopping and waterfront recreation while supporting a low-maintenance ownership experience. This tri-level single-family home features four bedrooms and 2.5 baths, complemented by a two-car garage with dual 8-foot doors and extensive storage. The ground level includes multiple flexible-use rooms ideal for fitness, storage or organization of beach equipment, kayaks, bicycles and boating gear. A dumbwaiter provides direct access from the garage to the kitchen. Interior features include engineered wood flooring in main living areas and new carpet in bedrooms. The kitchen is designed with wood cabinetry, granite countertops, deep storage drawers, an appliance garage, a rollout pantry wall and stainless steel appliances, including a GE wall oven/microwave combo, an induction cooktop and an LG refrigerator. Additional features include a wet bar with cabinetry and a mirrored wall, an electric fireplace and plantation shutters. The primary suite offers a private setting with dual vanities, a soaking tub, a separate shower, two walk-in closets and a Juliette balcony with partial gulf views. The third level includes a bonus room suitable for media, an office or a private retreat. Outdoor living includes a natural gas-heated pool and spa, an outdoor shower and a private fenced setting. Pool systems including a new motor, filters and heater, and the interior of the pool has been refinished. Recent improvements include a 2024 shingle roof with warranty, zoned HVAC systems installed in 2018 and 2020, and a 2025 water heater. The home includes a monitored alarm system. Triton Cove offers a maintained environment with low monthly HOA fees of $500, including landscape maintenance of common areas, pest control, pool service and exterior lighting. Leasing is permitted up to four times annually with a one-month minimum. Located near Longboat Key Bayfront Park and Longboat Dog Park, residents may enjoy pickleball, tennis, playgrounds and picnic areas. Nearby conveniences include grocery, pharmacy, boat rentals and storage options along Longboat Key, as well as being within reach of Sarasota amenities. Optional membership to the Longboat Key Club provides access to golf, tennis, beach and social amenities, enhancing the gulf-front lifestyle experience on Florida's west coast. Don't miss out on your private tour of this special coastal home featuring four bedrooms, 3000-plus square feet of air-conditioned living space, a two-car garage, a 30-foot pool and a hot tub on Longboat Key with beach access with low taxes for under $2 million; this is an extraordinary value!

LAST OPPORTUNITY to acquire a COMMERCIAL/RETAIL SPACE in Sarasota's walkable Rosemary Arts and Design District with the prospect of OWNING rather than leasing commercial space in this active downtown setting. Now available, this 882-square-foot retail and commercial office condominium suite at Villa Ballada offers street-level access, prominent visibility and the flexibility to customize the space for its intended use. MOST IMPORTANTLY: SARASOTA'S OFFICE MARKET EARNS NATIONAL SPOTLIGHT: 1. Sarasota ranked #2 out of Top 50 US Markets! 2. LOOPNET says – Sarasota Market offers strong underlying demand to offset its tighter asset pool. 3. Sarasota job market growing faster than all but 2 of the 49 markets studied , driving long term demand for office space. 4. Strong job growth, Quality Buildings, and Limited Supply drives Long Term Demand for Office Space. Source: LOOPNET: “Best Cities for Office Investing in 2026”, Sarasota Magazine and Business Observer. VILLA BALLADA, Czech for “House of Harmony,” is a modern mixed-use condominium development featuring two professional retail spaces beneath 22 residences. The suite features approximately 34 linear feet of glass frontage, providing substantial street exposure for a business, professional office, retail concept or gallery. Designed by Sarasota-based architecture firm Halflants + Pichette, the award-winning development features contemporary architecture, masonry walls between suites and valuable Downtown Edge zoning. Currently due to be completed in November, the suite is scheduled to include a new half bath, new heating, ventilation and air-conditioning system, installed fire sprinklers and 100-amp electrical service. Walls and ceilings will receive a painted finish, while the concrete floors allow the buyer to select a preferred finish and further customize the space for its commercial use. MONTHLY CONDOMINIUM FEES are $480 which includes water/sewer/trash, building insurance, building maintenance and management. Street parking is available along Kumquat Court, Fourth Street, Lemon Avenue and Orange Avenue. THE LOCATION PROVIDES CONVENIENT ACCESS TO CITRUS SQUARE, ORANGE AVENUE, LEMON AVENUE, BOULEVARD OF THE ARTS, FOURTH STREET AND FRUITVILLE ROAD, WITH NEARBY RESTAURANTS, RETAIL, SHOPPING, ARTS AND CULTURAL DESTINATIONS. Whether establishing a business location or adding a commercial property to an INVESTMENT PORTFOLIO, this offering provides an ownership opportunity within Sarasota's mixed-use ROSEMARY ARTS & DESIGN DISTRICT. The space may accommodate a range of permitted professional, retail or gallery uses, subject to applicable condominium documents, zoning regulations and governmental requirements. Contact agent to schedule a property tour and request the complete property information package.

What if you could get an interest rate of 2% lower than the going interest rates? Well, we can, and our Seller is looking to make that happen by buying down the rate! Contact your agent for further details. A rare opportunity to own a single-family residence in Sarasota's sought-after Rosemary District. Set on a beautifully landscaped property, this home features a towering century-old oak tree that anchors the backyard and creates a distinctive outdoor setting rarely found in downtown locations. Spanish and Mediterranean architectural elements introduce the residence, offering classic Old World character paired with solid construction and an elevation of approximately 25 feet above sea level. The property is in Flood Zone X, where flood insurance is not required. Inside, the home features high ceilings, hardwood flooring and extensive crown molding throughout. A gas fireplace adds warmth and character to the living area during cooler winter evenings. Multiple windows allow natural light to flow throughout the interior spaces. The residence includes three bedrooms, with one configured as an office or study and featuring a separate exterior entrance, offering flexibility for work-from-home use or private guest access. Outdoor living spaces include a spacious garden area, an oversized patio and a pergola surrounded by mature landscaping, creating a private setting for dining and entertaining. In the heart of the Rosemary District, the home places residents within proximity to many culinary delights, Sarasota's cultural amenities, including galleries, theaters and live music venues. More than 65 restaurants, cafés and shops are within approximately a six-block radius. The Bay Park waterfront district, a 53-acre public park along Sarasota Bay, is just five blocks away. Payne Park, the Legacy Trail for recreation and biking, Sarasota Farmers Market and Whole Foods Market are all nearby. The John Ringling Bridge provides convenient access to St. Armands Circle and Lido Beach. The property is zoned DTE, which offers future redevelopment potential, subject to city approvals. Owners may choose to enjoy the residence as a private downtown home while maintaining long-term flexibility for future planning. Or alternatively, since this is DTE zoning, this is ideal property for a restaurant possibility, just something else to consider! A unique opportunity to experience downtown Sarasota living in one of the city's vibrant and evolving neighborhoods.