Refine Search
Sort by
$5,695,000
5 Beds 6 Baths Ilexhurst SubDv. 34217 Zip Code
Experience the pinnacle of Gulf-front living on Anna Maria Island, one of the world’s top-rated beach destinations. This exceptional single-family residence is perfectly positioned directly on the pristine sands of the Gulf of Mexico, offering breathtaking sunset views and an unparalleled island lifestyle. The home features a Gulf-side heated pool and spa just steps from the beach, creating a private coastal retreat ideal for relaxation and entertaining. With five en-suite bedrooms, this thoughtfully designed residence offers comfort, privacy, and spectacular water views throughout. Two beachfront terraces invite you to enjoy soothing Gulf breezes and unforgettable sunsets year-round. Designed with both luxury and efficiency in mind, the property offers outstanding low-maintenance living and exceptional energy performance, including an 8,500-watt solar power system. The top floor showcases an open-concept living and dining area, highlighted by French doors and a dramatic panoramic window that frames the expansive Gulf views. The gourmet kitchen is equipped with state-of-the-art appliances and a wine cooler, perfect for entertaining. Four en-suite bedrooms—two with direct Gulf views—are located on the first level, while the second level includes the main living spaces and the primary suite. The views are truly breathtaking, extending north to the tip of Anna Maria Island. Whether as a private family retreat or a high-income investment opportunity, this remarkable Gulf-front home offers the best of coastal luxury living.

2302 Gulf Drive N, Bradenton Beach

$2,750,000
5 Beds 5 Baths Wells Bay Harbor SubDv. 34216 Zip Code
Grandfathered to accommodate up to 12 guests—a rare and increasingly valuable advantage on Anna Maria Island—505 S Bay Boulevard offers an exceptional opportunity for investors seeking one of the island's highest-performing vacation rental properties. Unlike many homes subject to today's stricter occupancy regulations, this property retains its coveted higher occupancy allowance, creating significantly greater rental flexibility and income potential. The results speak for themselves: the property has already generated more than $163,000 in gross rental income by the end of June and is currently projected to exceed $210,000 in gross rental revenue by year-end, making this an incredible opportunity to own a luxury waterfront home with proven, substantial income-producing performance. Let the island breeze guide you home to 505 S Bay Boulevard, a waterfront haven where the world slows down and coastal living feels like poetry. Tucked along the tranquil north end of Anna Maria Island, this elevated five-bedroom, five-bath home invites you to experience a lifestyle wrapped in beauty, comfort, and pure island magic. Step inside and discover more than 3,200 square feet of thoughtfully designed living space, filled with natural light and framed by sweeping water views. The open-concept floor plan flows seamlessly, anchored by a gourmet kitchen featuring dual islands, high-end finishes, and a gas cooktop—perfect for everyday living and effortless entertaining. Multiple ensuite bedrooms, a versatile top-floor loft, and separate living areas provide privacy and flexibility for family, guests, or long-term stays. Four balconies extend the indoor living spaces outdoors, offering uninterrupted views of spectacular sunrises over the bay and peaceful evenings overlooking the water. Luxury amenities continue throughout the property, including a heated saltwater pool, private boat dock and lift on the canal, an eco-friendly rainwater cistern system, two tankless water heaters, an R38-rated metal roof with spray-foam insulated walls for exceptional energy efficiency, and a transferable 25-year termite warranty for added peace of mind. For boating enthusiasts, the home's 32 feet of saltwater canal frontage, deeded boat slip, and private lift provide direct access to the Intracoastal Waterway and the Gulf of Mexico. Durable coastal construction, impact-resistant features, and low-maintenance materials ensure lasting value while embracing the waterfront lifestyle. Beyond the home, Anna Maria Island offers one of Florida's most celebrated coastal experiences. A short stroll or bike ride leads to the charming boutiques, cafés, and galleries along Pine Avenue, while world-famous sugar-sand beaches and crystal-clear Gulf waters provide endless opportunities for boating, paddleboarding, fishing, shelling, and unforgettable sunsets. At 505 S Bay Boulevard, you're not simply purchasing a luxury waterfront residence—you're acquiring one of Anna Maria Island's rare investment opportunities, combining grandfathered high occupancy, exceptional proven rental performance, premier boating access, and the timeless island lifestyle that continues to make this one of Florida's most sought-after coastal destinations.

505 S Bay Boulevard, Anna Maria

$5,000,000
4 Beds 5 Baths Shore Acres SubDv. 34216 Zip Code
DIRECT BEACHFRONT - This residence generated nearly $500,000 in income for 2025!  Positioned on the pristine shores of the north end of Anna Maria Island, this extraordinary direct beachfront estate offers a rare opportunity to own a luxury coastal retreat while building lasting generational wealth through an exceptional income-producing opportunity. Offered turnkey furnished, this stunning residence seamlessly combines refined beachfront living with an impressive history of high-performing short-term rental revenue. Thoughtfully updated with numerous recent enhancements—including new upper-level sliding glass doors—this home is designed to maximize breathtaking panoramic views of Tampa Bay and the iconic Sunshine Skyway Bridge. Expansive walls of glass flood the open-concept living and dining spaces with natural light, while floor-to-ceiling sliders lead to a spacious waterfront balcony, creating the perfect setting for entertaining or simply enjoying the serenity of the Gulf Coast lifestyle. The gourmet kitchen is beautifully appointed with shaker-style cabinetry, quartz countertops, an oversized island with seating, and premium stainless-steel appliances, including a gas range. Each of the four spacious bedroom suites serves as a private retreat, complete with its own en-suite bath and private balcony surrounded by lush tropical scenery.  Additional upgrades include refreshed tropical landscaping with exterior lighting, new ground-level outdoor furnishings, and freshly painted interior and exterior spaces. The covered poolside lounge and dining area provides the ultimate waterfront experience, just steps from the sugar-sand beaches of Anna Maria Island. In the evenings, unwind as the illuminated Skyway Bridge creates a spectacular backdrop across the bay. Beyond its timeless coastal architecture and unmatched beachfront setting, this property presents a truly remarkable investment opportunity with a proven track record and substantial rental income. The residence generated nearly $500,000 in income for 2025, with $456,000 booked in 2024 and $464,000 in 2023. Future reservations for 2026--2027 are already in place, offering immediate continuity of revenue and long-term wealth-building potential. Comprehensive rental history and future booking details for 2025-2027 are available upon request.  A rare offering that blends luxury, lifestyle, and legacy investment potential—this is beachfront ownership at its finest.

915 N Shore Drive, Anna Maria

$2,750,000
3 Beds 5 Baths Grande At Longboat Key SubDv. 34228 Zip Code
Spectacular North west corner three bedroom condo with direct beachfront views at The Grande, a oasis with only 8 residences. This is Florida living at its very best! This second floor corner location has breathtaking views of the Gulf of Mexico and miles of beautiful sandy beach plus some views of Sarasota Bay and amazing sunsets. A fantastic wrapping terrace on the Gulfside offers outdoor enjoyment from the main living area and master suite. Two other terraces off the additional bedrooms with privacy and wonderful views. This true three bedroom, all with private baths, is 3260 square feet. A Gulf front gourmet kitchen with high end appliances has an adjacent family gathering area. The open plan flows from the living room area to the dining room and the floor to ceiling windows that dramatically overlook the Gulf of Mexico and beach, enhance the brightness and open feeling of this home. This home has 10 foot ceilings, and comes with a private enclosed two car garage with direct access.This Longboat location is near many outstanding restaurants and Anna Maria Island. Watch dolphins and manatees and so many Florida birds glide past your backyard. The azure waters of the Gulf of Mexico and the beach are just steps away.

4561 Gulf Of Mexico Drive Unit 202, Longboat Key

$16,750,000
5 Beds 7 Baths Sunset Cove At Holmes Beach SubDv. 34217 Zip Code
Imagine owning a beach retreat on an island beloved by travelers from around the world yet still cherished for its warm, small-town charm. Newsweek recently named Anna Maria Island the #1 Most Popular Beach Town in America, and nestled along its pristine shoreline is Sunset Dream, an extraordinary 8,563 sq ft under-air contemporary beachfront estate designed to celebrate panoramic Gulf views at every turn. Every element of this fully furnished, modern masterpiece is intentional and bespoke. Imported “corner-less” wraparound glass walls frame 180-degree vistas of the Gulf of Mexico, creating an uninterrupted connection to the shoreline. The chef-inspired kitchen redefines entertaining with a layout that allows guests to watch the cooking experience as if they’re part of a live culinary show. A secondary hidden catering kitchen supports large gatherings with ease. This gourmet space includes a dual-faucet Galley Workstation® sink, full-size Sub-Zero® refrigerator and freezer, dedicated red and white wine coolers, a beverage bar, and a built-in Frame® TV. The main living area showcases curated Menotti® Italian furnishings, a white grand piano, a sleek linear gas fireplace, and exquisite finishes that highlight superior craftsmanship. Oversized Euro Doors® open fully, inviting the outdoors in and creating a spectacular indoor–outdoor lifestyle. For game days or cinematic evenings, the media room is a standout feature. Hand-cut paulownia wood wall coverings warm the space, while smart home controls dim the room and bring a 155" screen to life. A smoked-oak bar and dual keg system elevate the experience. The third-level primary suite continues the theme of breathtaking Gulf views with its own floor-to-ceiling wraparound glass walls. A built-in breakfast bar and custom leather bed with a hidden TV lift offer comfort and luxury. The spa-inspired primary bath includes dual water closets and a sculptural tub surrounded by corner-less glass overlooking the beach, a true statement of artistry and retreat. The ground-level terrace is an oasis designed for relaxation and connection. Lounge beside the full-sized pool with in-water bar seating, unwind in the spa, or admire the dramatic one-story waterfall. The space seamlessly opens to a poolside bar and indoor entertaining lounge. To complete the experience, Sunset Dream is equipped with a comprehensive smart home and security system and comes fully furnished for immediate enjoyment. Close at noon and toast to your new lifestyle with a glass of wine at sunset, right from your terrace as the sky melts into the Gulf.

104 Sunset Lane, Holmes Beach

$3,890,000
Wells Sub SubDv. 34216 Zip Code
Presenting LOT 25 a rare opportunity to secure a beautiful buildable bayfront lot on the north end of Anna Maria Island, offering sweeping unobstructed water views, Skyway bridge views and an unparalleled coastal lifestyle. Located just moments from the pristine shores of Bean Point, this property provides coveted beach access to one of the island’s most peaceful stretches of sand. This exceptional lot is ready for your dream home, and the seller is offering a custom build-to-convey option, allowing you to enjoy a seamless design-and-build experience. Create a luxury coastal retreat tailored to your style—whether modern, elevated coastal, or classic island architecture. Perfectly positioned near the beach, shops, dining, and the island’s natural beauty, this property is ideal for a full-time residence, vacation home, or high-end investment with the property zoned for nightly rentals. You do also have the option to purchase both lots 24 and 25.

837 N Shore Drive, Anna Maria

$3,890,000
Wells Sub SubDv. 34216 Zip Code
Presenting LOT 24 a rare opportunity to secure a beautiful buildable bayfront lot on the north end of Anna Maria Island, offering sweeping unobstructed water views, Skyway bridge views and an unparalleled coastal lifestyle. Located just moments from the pristine shores of Bean Point, this property provides coveted beach access to one of the island’s most peaceful stretches of sand. This exceptional lot is ready for your dream home, and the seller is offering a custom build-to-convey option, allowing you to enjoy a seamless design-and-build experience. Create a luxury coastal retreat tailored to your style—whether modern, elevated coastal, or classic island architecture. Perfectly positioned near the beach, shops, dining, and the island’s natural beauty, this property is ideal for a full-time residence, vacation home, or high-end investment with the property zoned for nightly rentals. You do also have the option to purchase both lots 24 and 25.

839 N Shore Drive, Anna Maria

$699,000
2 Beds 2 Baths Sand Cay A Condominium SubDv. 34228 Zip Code
Welcome to Sand Cay Beach Resort—one of Longboat Key’s premier vacation destinations. VACATION WHEN YOU WANT - GENERATE INCOME WHEN YOU DON'T - TURNKEY GULF-SIDE INVESTMENT WITH REAL RETURNS. Rarely available third-floor condo truly impresses with soaring vaulted ceilings exclusive to top-floor residences, a beautifully updated kitchen, and tasteful coastal-inspired finishes throughout. A well-established vacation rental with a strong income history, this property is an ideal opportunity for both personal enjoyment and investment. Nestled within an intimate beachfront community offering 340 feet of pristine Gulf frontage, Sand Cay provides an exceptional resort-style experience. Residents and guests enjoy first-class amenities including tennis courts, shuffleboard, a heated pool, basketball area, barbecue stations, a full-time on-site manager, and a convenient in-house rental program. Perfectly located, the resort is just minutes from the boutique shops and fine dining of St. Armands Circle and the vibrant arts and cultural attractions of downtown Sarasota. Light and bright, this third-floor garden-view condo is ideally situated between the pool and the beach. The inviting floor plan features two bedrooms, two bathrooms, a spacious living and dining area, an updated and fully equipped kitchen, a cozy den/office nook, and a private balcony with an awning—ideal for morning coffee or unwinding after a day by the Gulf. Your slice of Longboat Key paradise awaits. Schedule your showing today.

4725 Gulf Of Mexico Drive Unit 314, Longboat Key

$625,000
2 Beds 2 Baths Casa Del Mar SubDv. 34228 Zip Code
Huge Price Adjustment! PRICED TO SELL!!! Check out these consistently strong revenue numbers: 2023: $55,764, 2024: $54,307.46, 2025: $62,007.40!!! Whether you choose resort style living or just want to enjoy vacationing at the beach while earning income when you are not using your condo, this is the place for you! The resort is right on the beach and amenities include a large heated pool, several grills, tennis, basketball and pickleball. Repeat guests have commented choosing this unit because of its location and that they love having a screened in patio to enjoy morning coffee or simply the warm gulf air. Casa Del Mar is one of the few resorts in Longboat permitted to offer short term rentals and also offers some of the lowest property management fees as well. Come check out this turnkey 2 bedroom 2 bath condo and make beach living your reality! (approximately 900 sqft with screened in lanai)

4621 Gulf Of Mexico Drive Unit 10D, Longboat Key

$15,550,000
8 Beds 10 Baths T J Oxford Subdivision SubDv. 34228 Zip Code
Where the sky opens wide above the Gulf and the shoreline runs uninterrupted, this extraordinary 12,000+ sq. ft. estate stands with a presence that defies comparison. Set on nearly 200 feet of pristine beachfront, the residence is elevated on pilings and wrapped in walls of glass that pull the Gulf’s horizon into every major living space. Inside, soaring cedar ceilings, exposed trusses, and dramatic lines create a sense of volume and warmth that is both refined and inviting. The great room unfolds beneath grand architectural beams and transitions effortlessly to expansive terraces above the sand. A richly crafted lounge with custom bar and billiards area brings a club-like sophistication to the home’s entertainment spaces. The extraordinary chef’s kitchen commands attention with custom inlaid cabinetry, dual oversized islands, professional-grade appliances, and a hidden pantry—ideal for both catered events and everyday living. The second-floor primary suite serves as a private escape with Gulf views, generous sitting area, and a spa-inspired bath. Additional bedroom suites offer privacy for guests, while flexible spaces—including offices, fitness room with sauna, and bonus areas—accommodate a variety of lifestyles. An elevated pool and spa overlook the beach, complemented by multiple decks and outdoor living areas that capture sunrise, sunset, and the sound of the surf. With two elevators, multi-car garage, and exceptional craftsmanship throughout, this is a residence designed for those who seek scale, presence, and true Gulf-front living.

6685 Gulf Of Mexico Drive, Longboat Key

$815,000
3 Beds 2 Baths Bay Club Homes Condominium SubDv. 34221 Zip Code
WATERFRONT 3 BR + DEN — PRICE IMPROVEMENT! Experience elevated Florida living in this beautifully renovated 2,306-square-foot residence, complemented by a 190-square-foot screened waterfront balcony showcasing expansive views toward Tampa Bay and the iconic Sunshine Skyway Bridge. The bright, open-concept interior blends sophisticated coastal style with thoughtful upgrades. The remodeled kitchen is a stunning centerpiece featuring Brazilian Crystal countertops and beautiful backsplash, stainless-steel appliances, a convection oven with built-in air fryer, LED lighting, and generous space for cooking and entertaining. Plantation shutters, crown molding, and engineered hardwood flooring in the bedrooms add warmth and refinement throughout the residence. Glass French doors open to a versatile den with custom built-in cabinetry—ideal for a home office, media room, library, or additional guest space. The spacious primary suite is a private retreat with custom closets, crown-molding details, and a spa-inspired bathroom featuring a large walk-in shower, jetted whirlpool tub, linen closet, and private water closet. A tankless water heater provides additional comfort and efficiency. Enjoy the ease of condominium living with the generous proportions and functionality of a single-family home. Whether used as a year-round residence or Florida getaway, this home offers abundant living space, impressive renovations, remarkable waterfront scenery, and the opportunity to enjoy the Gulf Coast lifestyle from the moment you arrive. Terra Ceia Bay is an active waterfront and golf community offering pay-to-play golf with no mandatory golf membership. Community amenities include a pool, firepit, BBQ area and spa, fishing pier, nature trail and recreational opportunities, and convenient access to the golf clubhouse and on-site restaurant. The location provides an exceptional balance of peaceful waterfront living and accessibility to St. Petersburg, Tampa, Sarasota, Lakewood Ranch, area beaches, shopping, dining, cultural attractions, and multiple airports. Discover the space, views, lifestyle, and compelling value available in Palmetto—an increasingly sought-after Gulf Coast location offering exceptional waterfront living within convenient reach of neighboring metropolitan and coastal destinations. Furniture is not included in the listed price but may be purchased separately under an independent contract. Schedule your private showing and experience this exceptional waterfront residence in person.

2925 Terra Ceia Bay Boulevard Unit 2802, Palmetto

$900,000
2 Beds 2 Baths Summer Sands SubDv. 34217 Zip Code
DIRECT BEACH VIEWS from this spacious, updated 2/2 unit in the Gulf-to-Bay complex of "Summer Sands". This beautiful, elevated unit had NO interior impact from the 2024 hurricanes. Updates include a NEW A/C installed 4/1/25, wood-appearance LVP flooring for durability and a time-less look, an updated kitchen with new cabinetry & stainless appliances, bathroom renovations, new, tasteful furniture & decor and a wine fridge added to the bar in the dining space. There is a spacious, enclosed lanai with access from both the living room & the primary bedroom. Watch the sunsets without having to leave your home! New grounds landscaping, pool updates & elevator replacement project were recently completed. This great complex is located just across the street from the beach with spectacular views of the Gulf AND extends to the Intracoastal Waterway on the bay side to catch sunrises as well. "Summer Sands" offers a private, heated pool, jacuzzi & a scenic dock on the bay for residents & owners. Two, assigned car spaces and the elevator are conveniently located near this great END unit condo. "Summer Sands" owns the vacant, Gulf front parcel, which protects the unobstructed BEACH VIEWS of this fantastic complex. Looking for the best the Florida Gulf Coast has to offer? Here it is!

1007 Gulf Drive N Unit 106, Bradenton Beach

$750,000
2 Beds 2 Baths Pelican Cove Resort Condo SubDv. 34217 Zip Code
Coastal Living Meets Investors Dream. Welcome to Pelican Cove Resort, a hidden gem nestled on the picturesque barrier island of Anna Maria, where Old Florida charm meets modern coastal living. This beautifully maintained 2-bedroom, 2-bathroom condominium offers an exceptional opportunity to enjoy the tranquil lifestyle while also capitalizing on its high-performing vacation rental potential. This waterfront residence boasts breathtaking views of the Intracoastal Waterway and the Gulf of Mexico, inviting you to wake up each morning to shimmering sunrises and wind down your evenings with coastal breezes and the soothing rhythm of lapping waves. Step inside and experience a light-filled, open floor plan that perfectly captures the laid-back elegance of island life. The spacious living area offers comfortable seating and large windows that frame capvating water views, creating a serene ambiance that guests and homeowners alike will appreciate. The dining area transitions seamlessly to the fully equipped kitchen, ideal for both everyday meals and entertaining guests. Pelican Cove Resort offers resort-style amenities to enhance your island lifestyle: Heated swimming pool, sundeck, loungers Private dock and fishing pier for boating, kayaking, and wildlife viewing Direct beach access just steps away, putting the Gulf of Mexico’s white sands and turquoise waters at your doorstep Outdoor BBQ and picnic areas for sunset dining Owning a unit at Pelican Cove Resort means more than having a vacation home, it’s an opportunity to own a proven income-generating property in one of Florida’s most desirable beach destinations. Bradenton Beach is a year-round hotspot for tourists, offering consistent occupancy and premium nightly rates. Whether you choose to enjoy it as a personal getaway, lease it seasonally, or operate as a weekly vacation rental, this unit offers strong short-term rental appeal, thanks to its water views, amenities, and unbeatable location. Located on the southern end of Anna Maria Island, Bradenton Beach offers a unique blend of island tranquility and vibrant community life. Here’s why locals and visitors alike fall in love with this area: Stunning Gulf Beaches: World-class white sand beaches and crystal-clear waters just steps away. Walkability: Explore local shops, cafes, and seafood restaurants on foot or by bike. Outdoor Recreation: Enjoy kayaking, paddleboarding, fishing, or boating right from your backyard. Free Trolley Service: Convenient transportation across the island—no car needed! Island Charm: Historic Bridge Street offers live music, markets, art galleries, and a true taste of local culture. Strong Sense of Community: Friendly residents, local events, and a laid-back lifestyle that captures the essence of coastal Florida living. A Smart Investment and Personal Retreat Whether you’re searching for a low-maintenance second home, a high-performing vacation rental, or a combination of both, this real estate offers a rare opportunity to own a piece of paradise. With its prime waterfront location, resort amenities, this unit checks all the boxes for smart buyers looking to blend lifestyle and investment. Don’t miss the chance to own at Pelican Cove Resort, a place where every day feels like a vacation.

901 Gulf Drive S Unit 14, Bradenton Beach

$505,000
1 Beds 1 Baths Silver Sands SubDv. 34228 Zip Code
REDUCE PRICE- RARE FIND!!! This fully furnished turnkey 1bedroom/1bath end unit has an open kitchen, dining and living room combo with a sofa sleeper and a screened lanai accommodating four guests comfortably. This lovely turnkey unit has a spectacular view of the Gulf of Mexico from the kitchen, living room and screened in lanai. Walk out of the lanai and dive into the heated pool with an outdoor grill or sink your feet into the sand and ease on into the gulf to experience a tranquil tropical get away in this perfectly situated condo that says paradise as far as the eyes can see. The interior was fully renovated in 2025 with new A/C, Hot Water Heater all new kitchen stainless steel appliances, cabinetry and furniture with the primary bedroom and built-in closet space. The unit is loaded with all the amenities you need. Around the corner of the unit is the laundry facility and a miniature golf course and shuffleboard for a little bit of relaxing fun. This unit is a Great owner/investment opportunity to generate income renting nightly, weekly and monthly. The owner has the option to manage the unit themselves, choose a management company of choice or use the management team on site. The Silver Sands Condo is a short drive from Anna Maria Island, St Armand Circle, and downtown Sarasota loaded with fine dining, entertainment, parks, clubs, marinas, endless shopping and all that the tropical environment offers. Longboat Key offers a tropical lifestyle defined by pristine beaches, world-class golf, and a relaxed atmosphere which is where you will find this one-of-a-kind unit. As mentioned, this type of unit is rarely on the market. Don't wait, now is the time to make this your piece of paradise!

5841 Gulf Of Mexico Drive Unit 244, Longboat Key

$7,488,000
4 Beds 5 Baths Hideaway Bay Subdivision SubDv. 34228 Zip Code
Introducing Maison d’Azur, a custom waterfront estate in the prestigious Hideaway Bay enclave on the north end of Longboat Key. WHERE COASTAL LUXURY LIVING MEETS THE BAY! This exquisite four-bedroom, five-bath Key West-inspired residence, crafted by acclaimed builder John Cannon, seamlessly blends indoor and outdoor living to create an atmosphere of refined luxury reminiscent of a boutique hotel. Situated on over a quarter of an acre, this bayfront property commands breathtaking, unobstructed views. Enjoy the vibrant hues of sunrise and sunset over tranquil waters, with palm fronds swaying in the coastal breeze. With a newly renovated private forty-foot-deep water dock and boat lift, Maison d’Azur is a haven for boat enthusiasts and nature lovers. Spend afternoons in the saltwater pool and evenings on the loggia as the Belt of Venus rises over Sarasota Bay. Enjoy dining from your custom outdoor kitchen, surrounded by lush tropical landscaping. Step inside to experience luxury and meticulous craftsmanship, with a grand foyer featuring soaring ceilings and custom pillars. The open floor plan connects a chef’s kitchen, equipped with Sub Zero, Miele, Fisher and Paykel, and Wolf appliances, to a spacious family room with built in cabinetry, creating an inviting atmosphere for entertaining. Archways lead to elegantly decorated formal dining and living rooms. Ascend the private elevator to the second floor, where a great room with a custom entertainment center awaits, along with a study perfect for savoring a cognac on the captain’s porch. The expansive second floor offers a loggia and bedrooms with stunning panoramic views of the pool and Sarasota Bay. Maison d’Azur embodies exquisite taste and timeless beauty. With imported materials and innovative technology throughout, every detail has been curated for an elegant experience. This residence is sold fully furnished, with pieces selected to enhance each room’s design and ambiance. Hideaway Bay is located on Longboat Key, an eleven-mile island off the coast of Sarasota. This enclave of only seventeen estates is steps away from the deeded beach and boasts two private tennis courts. Residents enjoy easy access to premier country clubs, golf courses, waterfront activities, dining options, and upscale shopping. Experience coastal living where every day feels like a vacation amidst the beauty and tranquility of the Gulf Coast. This property sustained no damage from the storms/hurricanes of last year. It boasts an elevation of 10.5’, ensuring you stay high and dry.

757 Hideaway Bay Drive, Longboat Key

$429,500
2 Beds 2 Baths Twin Isles Estates SubDv. 34210 Zip Code
Come see this charming coastal retreat on a colorful Bay-view street near Cortez! This 2-bedroom, 2-bath home offers the perfect blend of comfort, style, and location—just a few short miles from the beach. Step inside to find tile floors throughout, a newly renovated kitchen, and two fresh, modern bathrooms. The kitchen shines with 42-inch soft-close shaker cabinets, quartz countertops, and plenty of workspace for cooking or entertaining. Both bathrooms feature step-in showers, shaker cabinetry, quartz counters, and ample storage. With a living room plus a family room, all painted in breezy coastal colors, there’s space to relax and spread out. From several spots in the home—and especially from the large front and rear patios—you’ll enjoy peek-a-boo views of Sarasota Bay. Picture yourself sipping an evening cocktail on the front patio while the sun sets, or strolling down Bayview Drive to take in the sights over Sarasota Bay and Longboat Pass. Practical updates make this home move-in ready: double-paned impact windows, plantation blinds, ceiling fans, and an HVAC system and water Heater replaced in summer 2025. The metal roof (2012) provides long-lasting durability. An interior laundry and storage room, plus a spacious shed with electricity (contents included), add everyday convenience. Less then 2 miles from the sandy beaches of Anna Maria Island, beat the traffic or ride your bike! Whether you’re looking for a winter getaway, a full-time residence, or an investment property, this home offers it all—steps from the bay and minutes to the beach. Don’t miss this charming retreat!

4603 103rd Street W, Bradenton

$749,900
2 Beds 2 Baths Westchester Condo Apts SubDv. 34228 Zip Code
Experience the epitome of Island living in this meticulously kept and beautifully renovated retreat located in the beachfront community of The Westchester on Longboat Key. This ground floor walk-out, 2 bedroom, 2 bath residence is a true coastal oasis all done up in seaside hues. The gorgeous kitchen opens to the large living/dining area and the spectacular views can be seen through impact resistant sliding doors that open wide for easy indoor/outdoor living. Step out to one of two private screened in lanais and you'll find the perfect spot to enjoy a morning coffee or an evening beverage while watching the sunset. This home is being offered with all the designer furnishings, so all you’ll need to do is bring your flip flops. Here you will find a remarkable quality of laid back island life with the gorgeous beach that stretches for miles, 2 sparkling pools, a tennis and pickleball court, a shuffleboard court, and a lovely clubhouse. An on site manager is available Monday through Friday. If you're ready for more, fine dining and nightlife in the world famous St. Armands Circle and the cultural mecca of downtown Sarasota are just a short drive away. Important to note: The pool area is currently undergoing a transforamtion and will include a new spa, a tiki hut and new landscaping when complete. Also important: The Westchester has completed its Milestone Inspection and all assessments have been paid in full.

4825 Gulf Of Mexico Drive Unit 105, Longboat Key

$893,000
3 Beds 2 Baths Acreage SubDv. 34205 Zip Code
This fantastic bungalow - style FIXER home is ready for you to bring your vision. Spacious 3 bedrooms and 2 baths with breathtaking panoramic views of the Manatee River from inside and out - plus spectacular sunsets daily. Just bring your imagination and tools, after some TLC this can be your personal oasis. Set on just under .40 acres, the property includes: An attached 2-car garage and large driveway An 840 sq. ft. detached WAREHOUSE garage/workshop added by the current owner. Oversized backyard with room for a pool Lush landscaping enhanced by $40,000 in Royal Palms With no deed restrictions or HOA, you’re free to park your boat, RV, or trailer. Boaters will appreciate the deep - water access (approx. 5.5 ft at low tide) with no bridges to Tampa Bay, the Gulf of Mexico, or the Intracoastal Waterway. From your front yard, cruise to local restaurants on the river or head straight to open waters. This home is located along Riverview Boulevard, known as the River District - a historic and sought - after neighborhood where “Old Florida” cottages sit alongside stately Southern and Mediterranean - style estates. It’s one of Bradenton’s most enviable communities, prized for its charm, exclusivity, and waterfront lifestyle. You’ll be just minutes from downtown Bradenton, St. Petersburg, Tampa Bay, Gulf beaches, Longboat Key, and Anna Maria Island. Explore all the benefits of R1 zoning, along with unique tax savings opportunities and the option to merge with an existing non profit. NO (ZERO) PROPERTY TAX. The U.S. Marine Safety Institute (USMSI), a nonprofit organization headquartered along the Manatee River at 2507 Riverview Blvd, has long served the Gulf Coast of Florida with emergency aid, rescue services, and operational training. Its mission expanded to include educational programs designed to inspire and support at-risk and underserved youth. With this property, you now have the rare opportunity to continue - or to reinvent - that legacy, while also enjoying the incredible lifestyle of Bradenton’s most desirable waterfront neighborhood. This is more than a home. It’s a phenomenal waterfront deal that blends prime real estate, zoning advantages, and a nonprofit opportunity in one of Bradenton’s most desirable locations.

2507 Riverview Boulevard, Bradenton

$2,600,000
Liles Sub SubDv. 34250 Zip Code
Welcome to Mariner’s Retreat, an extraordinary waterfront estate and development opportunity in the heart of historic Terra Ceia, Florida. Nestled along more than 475 feet of pristine shoreline on Tillette Bayou and Terra Ceia Bay, this rare Old Florida sanctuary spans approximately 9.64 acres across three parcels, offering a seamless blend of private coastal living and investment-grade potential. Anchoring the estate at 1470 Bayshore Drive is a meticulously updated, three-story residence encompassing over 3,600 square feet under air with a brand new roof. Renovated in 2018, the home features impact-rated windows and doors, an updated kitchen and baths, new flooring and lighting, and a 2023 HVAC system. Mangrove trimming is underway to enhance sweeping water views—all the way to the iconic Sunshine Skyway Bridge. From the private dock, enjoy direct boating access to Terra Ceia Bay and the Gulf of Mexico within minutes. Whether it’s world-class fishing, dolphin sightings, or tranquil sunset cruises, life here flows with the rhythms of the water. Beyond the residence, the offering includes two development parcels across the street—1450 and 1460 Bayshore Drive—totaling over 8 acres of upland terrain with mature Florida landscape. Supported by a completed environmental study, these parcels offer the potential for additional homesites to be built under Planned Development Residential (PD-R) zoning and a RES-1 land use designation. Specifics available upon request. The entire estate falls within Flood Zone AE, with base elevations of 9 to 10 feet, and offers flexible acquisition options, including the ability to purchase the entire estate or individual parcels. Owner financing may be considered for qualified buyers along with additional information and environmental reports. Mariner’s Retreat presents a rare opportunity to own a legacy estate that captures the timeless charm of Old Florida, while offering unique potential for future development or multi-generational living. All within easy access to St. Petersburg, Tampa, and the I-275 corridor—yet worlds away from the ordinary.

1460 Bayshore Drive, Terra Ceia

$148,000
2 Beds 1 Baths Cortez Park SubDv. 34215 Zip Code
This lovely blue lady is ready for her new owner. This property is in the very popular, pet friendly community in the Historic Cortez Fishing Village and the community is newly gated. Property was damaged by hurricane in 2024 and needs love. Renovations have begun on this home-including demo and removal of storage unit and interior is taken down to the studs. This is a blank canvas for your ideas! Lot 56 is steps away from the beautiful Intercoastal Waterway of the Gulf of Mexico within a community with private docking, outside gathering space and community social room, shuffleboard and laundry facility. It is a short walk to the popular, local Tides Table restaurant and the Cortez Bridge connecting the beautiful gulf beaches and all it has to offer. Watch boats and enjoy stunning sunsets from community areas. This is old Florida at its best!!! Buy now and do the finishing and add your own personal touches

12507 Cortez Road W Unit 56, Cortez

$890,000
2 Beds 2 Baths Martinique Condo SubDv. 34217 Zip Code
Sweeping Gulf sunsets, sugar-white sand, and the unmistakable charm of Anna Maria Island — now offered at a refreshed price. Perched on the 5th floor of the Martinique, this rarely available beachfront residence puts the entire horizon at your feet, where turquoise water stretches as far as the eye can see and the nightly sunset show never plays the same way twice. Floor-to-ceiling glass pulls the Gulf straight into the open living space and primary suite, with sunlight shifting from gold to rose to amber across the day. Inside, a crisp coastal palette of stone countertops, shaker cabinetry, and a generous breakfast bar makes entertaining effortless, while two spacious bedrooms and two full baths offer comfort and privacy for family and guests. Beyond your door, the Martinique delivers true resort living — heated beachfront pool, tennis courts, and direct access to powder-soft sand and the calm, shimmering Gulf. A deeded garage and private storage keep paddleboards, bikes, and beach gear at the ready. And then there's the island itself. Anna Maria's seven-mile ribbon of old-Florida charm is yours to roam: hop the free island trolley to Pine Avenue's boutiques and cafés, cast a line off the beach, paddleboard the bayside flats, or settle in at the Sandbar for dinner with your toes in the sand. With no high-rises and a pace all its own, Anna Maria stays quietly, beautifully unchanged — the kind of place where seasons melt into one long coastal summer. A refreshed price on one of the Gulf's most coveted addresses. This is your spring to claim it.

5300 Gulf Drive Unit 508, Holmes Beach

$1,795,000
Cortez Beach SubDv. 34217 Zip Code
This 5,000 sq ft corner lot is situated directly across the street from the Gulf!! This spacious lot offers panoramic views and a blank canvas to get creative and build exactly what you want! Not only is this home DIRECTLY across from the beach, but it is also just a quick walk to fantastic waterfront restaurants, shopping, Cortez fishing pier, and a marina on the popular Bridge Street. Very convenient, you are very close to a trolley stop to easily get around the island. Enjoy the proximity to Bradenton Beach, where guests can sink their toes into Florida’s ironic white sands and warm Gulf water. Build your primary home or an investment vacation rental on this lot. Zoning allows for 1-7 day vacation rentals. Don’t miss this great opportunity! Renderings of future home, plans available upon request.

1207 Gulf Drive S, Bradenton Beach

$1,175,000
3 Beds 2 Baths Martinique Condo SubDv. 34217 Zip Code
Never miss a sunset with the view from this beachfront GEM! A true 3 Bedroom, 2 Full Bathroom with 1,516 square feet, including an indoor Laundry Room. One of only 6 units of this size in the building. The Master Suite boasts a panoramic beach view, walk in closet and en-suit bath, while the 2 remaining bedrooms have large closets and comfortable natural lighting. The split floor plan ensures privacy for guests and the open Kitchen, Dining and Living Room combo is perfect for entertaining. Includes 2 private garage spaces, and a storage room/workshop, creating ample storage for all of your beach toys and Gulf Cart! Located in the heart of Holmes Beach, one of the most desirable areas on Florida's Gulf Coast, steps from world class dining, shopping, fitness, boating, and family friendly activities. Don't miss this rare opportunity to own a slice of paradise!

5300 Gulf Drive Unit 105, Holmes Beach

$699,000
2 Beds 3 Baths Northgate Of Longboat Key SubDv. 34228 Zip Code
This rare offering is all about the one-of-a-kind BREATHTAKING VIEWS overlooking multiple waterways across Greer island, towards the Intracoastal and out to the gorgeous Gulf of Mexico sunsets! Situated on the quiet north end of Longboat Key in a boutique waterfront, building containing only 9 townhouse style residences: this is island living at its best! It features two bedrooms and 2 and a half baths plus a bonus ground floor air conditioned room and a workshop. Take the steps up to your first living level and enjoy a galley kitchen open to the large great room with sliders to one of 2 outdoor balconies above the ground level, poolside covered porch. On this level is also a half bath. Take the steps up to the second level and the views become even more astounding through the sliders from the Primary ensuite bedroom! Here you will also find the 2nd bedroom and the second bath. Besides the sparkling waterside pool, this small and friendly community has 3 small docks available that allow for easy water access with your kayak, paddleboard or small boat. And don’t forget it has its own clay tennis court as well. One of the nicest and widest beaches on Longboat Key is located just down the street and it wraps all the way around Greer island where you can stand and admire your condo across the waterway from your walk! Multiple restaurants and shopping destinations are within a bike ride or short walk away and the cultural epicenter of downtown Sarasota and Bradenton are just off island when you choose to leave. This may well be the laid-back island life style you are searching for.

490 N Shore Road Unit 6, Longboat Key

$15,000,000
5 Beds 6 Baths Sleepy Lagoon SubDv. 34228 Zip Code
Under Construction. Just steps from the sand along Longboat Key’s prized coastline, the construction of a modern architectural showpiece is now complete and ready for living the ultimate lifestyle. Majestically poised on over a third of an acre, this modern residence’s visual presentation was intentionally and expertly planned with no detail overlooked. Expansive walls of glass take full advantage of the dramatic Gulf views that stretch across the horizon and set the stage for viewing memorable sunsets in brilliant hues of yellows, oranges and reds. The sophisticated coastal aesthetic has been cohesively designed to evoke a peaceful ambiance, captivate the senses, and create harmonious spaces that inspire and uplift. This exceptional beachfront estate offers a light-filled floor plan of 4,925 sq. ft. and provides five bedrooms, six baths, an executive office and a den. Encompassing nearly 1,000 sq. ft., the living, dining and kitchen area is simply breathtaking with walls of glass on two sides and cerulean blue water panoramas stretch as far as the eye can see. Style and comfort easily flow throughout the residence with its crisp clean lines and spacious open areas filled with natural light, balanced by organic materials and earthy neutral tones to create an open, airy ambiance. From sleek Walker Zanger porcelain tile to custom cabinetry and polished nickel fixtures, the finishes are top-tier. The kitchen façade is artistically impressive and features everything you’d expect in a home of this caliber with a large waterfall-edge island and premium Sub-Zero and Wolf appliance package including double ovens, induction cooktop, and full-size temperature-controlled wine storage. The owner’s retreat is a true showstopper with floor-to-ceiling glass sliders that open wide to a sweeping terrace perched high above the water. Inside, the suite offers a fully customized wardrobe room and a resort-inspired bath featuring tiled walls, a walk-in shower with multiple heads, a freestanding designer tub, dual floating vanities, and a private water closet. Upstairs, an executive office and three generous bedroom suites—each with its own walk-in closet—gives plenty of space for family or guests. A fourth bedroom shares a cozy den, perfect for lounging or movie nights. This incredible residence is well suited for entertaining, whether enjoying small intimate gatherings or hosting elaborate sunset soirees. The enormous ground-level outdoor space is highlighted by a 36-foot lap pool, sun shelf, heated spa, and a fully equipped summer kitchen with a grilling station. Additionally on this level are a three-car garage, an outdoor shower, and an elevator to all 3 levels plus a staircase in a glass enclosed entry. Living along the water’s edge introduces magical nuances with the dawning of every new day. The sights and sounds in one of nature’s most beautiful settings will lull you into peaceful bliss. Life on the water is truly a dream come true—a place to be cherished and appreciated for years to come.

6603 Gulfside Road, Longboat Key

$4,995,000
3 Beds 3 Baths Anna Maria Beach SubDv. 34216 Zip Code
Beachfront Oasis is elegant European design luxury home that has been professionally decorated and has spectacular beach views from every room. Floor to ceiling glass allows full views of the beach and aqua tropical gulf waters. The clean lines of the homes upscale design allow you to just sit back, relax and enjoy the stunning open beach view on any of the four beachfront decks. Indulge in the home’s high-end finishes from the moment you walk in the door including a private elevator to all floors. Once you’re on the main level you’re welcomed by breathtaking views, the high-end kitchen and open concept living and dining areas that are perfect for entertaining. The high-end kitchen offers stainless steel appliances, induction stove top and built-in oven. The kitchen island provides the perfect spot for entertaining as you prepare a gourmet meal or simple treats. On the top level there are two separate master suites, both with king beds, their own private baths and private beach front balconies. On the main level, off the living room, is another bedroom with a queen bed and another private balcony. The outdoor area features a private pool and beach area with outdoor lounge chairs plus a table and chairs to enjoy poolside refreshments. Beachfront Oasis is ideally located on the quiet north-end of Anna Maria Island. It is one block from the charming Pine Ave shops, restaurants and attractions. On the bayside of Pine Ave is the Anna Maria City Pier and Waterfront Restaurant.

107 Elm Avenue, Anna Maria

$5,900,000
10 Beds 8 Baths The Villa SubDv. 34217 Zip Code
Welcome to Alamanda Villas and your piece of island paradise. Just steps from the Gulf of Mexico, 8 unit property features a heated outdoor pool, barbecue facilities and umbrella-covered patio areas with wonderful water views. Each 1 bedroom/1 bathroom unit has a fully stocked kitchen with a microwave, refrigerator, coffee maker, oven and stove top. There are many shops, restaurants, and entertainment in the immediate area and it is a less than five minute walk to the trolley stop which can take people to see all that Anna Maria Island has to offer. This turnkey property has been taken care of very well and is the perfect investment opportunity. Schedule your showing today. Daily rentals permitted. Each Unit is already Condominiumized, an added benefit usually not available. Buyer would become the sole owner and member of the condominium association.

102 39th Street Unit 2, Holmes Beach