Courtesy: MICHAEL SAUNDERS & COMPANY
941-383-7591
Gulf front Masterpiece with Bayside Boathouse and 12klb lift Experience the pinnacle of coastal living at this unparalleled Gulf-to-Bay estate on Longboat Key, where 100 feet of private, sugar-white beachfront meets the rare luxury of a deeded bayside boathouse—a coveted feature seldom available on the island. For the discerning boater, this exceptional amenity includes a 12,000-lb lift and upgraded dockage on tranquil Sarasota Bay, allowing seamless access to open water adventures while preserving the serenity of Gulf-front living. Architecturally envisioned by Clifford M. Scholz and brought to life by Perrone Construction, the residence is a timeless fusion of coastal elegance and enduring craftsmanship. Elevated concrete block construction, a newly installed metal roof, and impact-rated windows ensure peace of mind, while expansive verandas and elevated terraces provide panoramic views of the Gulf, Bay, and captivating sunsets. Spanning three levels, the home’s interior is equally refined 4BR/4,224sf (7,758sf total) - anchored by a gourmet kitchen with Sub-Zero, Viking, and Neff appointments, and graced with fluid indoor-outdoor spaces designed for both grand-scale entertaining and quiet personal retreats. The primary suite is a sanctuary unto itself, featuring dual walk-in closets, spa-inspired bath, and breathtaking views of the Gulf from its private balcony. The ground level offers over 2,600 sq ft of flex space, ideal for a collector’s garage, home gym, or additional guest accommodations. Outdoors, the Gulf-front pool deck with summer kitchen invites year-round al fresco living, while a private path leads directly to one of Florida’s most pristine beaches. Perfectly positioned on North Longboat Key - near Anna Maria Island, St. Armands Circle, and downtown Sarasota, this rare estate offers absolute privacy without sacrificing access to the region’s finest dining, shopping, and cultural experiences. This is not simply a beachfront home—it is an irreplaceable legacy property offering the best of both Gulf-front tranquility and Bayfront boating. Private showings by appointment only for qualified buyers.
Courtesy: MICHAEL SAUNDERS & COMPANY
941-388-4447
Experience the ultimate resort lifestyle—where every day feels like a vacation. Take a refreshing dip in the pool, enjoy a tranquil walk along the bay, or bask in the warm Florida sun on the white sandy beach. This spacious 2-bedroom, 2-bath townhome offers both comfort and elegance, featuring soaring ceilings and an open-concept floor plan. The recently updated kitchen is equipped with all the modern upgrades, making it perfect for both casual meals and entertaining. The guest bedroom includes custom built-ins with ample storage and a convenient desk, ideal for a home office. The primary suite is both roomy and inviting, enhanced by built-in bookshelves and an en-suite bath filled with natural light from a skylight above the tub. Additional highlights include an interior laundry room and an oversized garage with sleek epoxy flooring, easily accommodating 4–5 vehicles. Step out onto your private lanai, where serene views of the community pool create the perfect setting for relaxation and contentment. Located in the prestigious, guard-gated community of Bay Isles, this residence is just a short stroll to shopping and the newly opened St. Regis Resort. Community amenities abound, including tennis courts, a fitness center, and onsite management. Residents also enjoy access to a private beach club offering Longboat Key’s famous white sand beaches, a shaded pavilion, restrooms, and event space. Enhancing this resort-style living, Bay Isles residents may also enjoy memberships at the exclusive Longboat Key Club, featuring a world-class marina, championship golf courses, renowned tennis gardens, and fine dining. This is more than a home—it’s a lifestyle. Welcome to your Longboat Key retreat.
Courtesy: MICHAEL SAUNDERS & COMPANY
941-951-6660
Experience spectacular Gulf of Mexico vistas from this direct west-facing and exceptionally private residence at The St. Regis Longboat Key. Floor-to-ceiling windows bathe the interiors in natural light and frame unobstructed water views, while the expansive living room provides the perfect setting for elegant entertaining. Step onto the sweeping 878-square-foot terrace—complete with a Wolf gas grill—and enjoy front-row seats to Longboat Key’s world-famous sunsets. The chef’s kitchen is a masterwork of form and function, featuring Poggenpohl cabinetry, Sub-Zero refrigeration, Wolf appliances including double ovens and a gas cooktop, microwave, dishwasher, and a wine/beverage refrigerator. The owner’s suite is a serene retreat with an entire wall of glass overlooking the Gulf and resort grounds. A custom Closet Envy wardrobe ensures abundant storage, while the spa-like bath offers dual vanities, a soaking tub, walk-in shower, and Toto electric commode. The generous ensuite guest bedroom also enjoys Gulf views, custom built-ins, and direct access to the terrace. Finishes throughout, curated by Marc-Michaels Interior Design, embody timeless sophistication. Beyond the residence, The St. Regis Longboat Key offers a collection of world-class amenities designed exclusively for its residents. The private clubhouse features a state-of-the-art fitness center and a resident-only pool and spa. Signature St. Regis Butler and Concierge services set a new standard for luxury living. Indulge in the oceanfront spa, diverse dining venues, and beachfront cabanas, or enjoy family-friendly amenities including a lazy river and a saltwater lagoon teeming with tropical fish, stingrays, and the resort’s resident tortoises. Set on 17 acres of pristine beachfront, and just 3.5 miles from St. Armands Circle’s renowned shopping and dining, this residence represents more than a home—it’s an invitation to embrace the legendary St. Regis lifestyle, where elegance, comfort, and unparalleled service define every moment. Begin your journey to Live Exquisite at The St. Regis Longboat Key
Courtesy: DEVELOPERS REALTY LBK, INC
941-799-9096
Regent’s Court: The Pinnacle of Luxury on Florida’s West Coast Regents Court: Where Legend Meets Luxury Beyond the gates of the Longboat Key Club lies an estate that doesn’t just live — it performs. A dramatic masterpiece perched on Florida’s west coast, this estate commands over an acre of pure beachfront with 150 feet of unspoiled Gulf frontage, where sky and water fuse in ever-changing hues at dawn and dusk. Your arrival is nothing short of cinematic: majestic wrought-iron gates part to reveal a sweeping driveway paved in artistic stone, each curve leading closer to the heart of the home. A side-entry garage, cavernous in its capacity, hides generous storage; beside it, a full-house generator promises unbroken comfort even when the world goes dark. Inside, every surface and silhouette feels sculpted for impact. Cream marble floors echo with light. Designer lighting drapes each room in mood and elegance. Premium stainless steel appliances anchor a gourmet kitchen, with a bar area that’s built for both intimate soirées and lavish celebrations. Across stately arches, French doors open into an office and dining space. Ascend via elevator through all four levels, each floor unveiling rooms with cathedral ceilings, balconies with sweeping views over the Gulf. The two-story library has custom woodwork. Adjacent to the large primary bedroom is the super-master bath with both tub and shower framing the Gulf in panoramic glory. On the second living level are three guest suites with private porches that render a daily spectacle — mornings bathed in soft dawn light over the sand dunes and the Gulf, evenings lit by fading sun dancing across the waves. French doors open wide, blurring the boundary between indoors and the beach. The third living level includes an all inclusive guest quarters—your private sky-retreat. Two bedrooms, two baths, a full kitchen, a spacious living and TV room. From its large, sweeping porch, the views stretch across Sarasota Bay and the Gulf’s glassy expanse. By day the Bay shimmers under sunlight, by dusk the city lights begin their soft glow. This is a space where family, friends—or guests—can escape, entertain, or simply soak in nature’s most breathtaking performances. Outside is not secondary, but rather the heart of this sanctuary. Lush tropical landscaping surrounds the estate. There is a NCAA lap pool with motorized cover, a deck edged with gas torches, fire pits that flicker under the stars. There’s an outdoor ice tub plus an outdoor kitchen with refrigerator and a gas grill. A special gym on the second floor is cooled to perfection, central control at your fingertips. Roll-safe shutters provide safety without sacrificing style. At every moment, this home evokes a rare elegance — you’re not just observing the sunset over the Gulf, you are enveloped by it. Minutes from Sarasota, St. Armand’s Circle, Anna Maria — yet here, time moves differently, more luxuriously. This is not just a home. This is a legacy.
Courtesy: MICHAEL SAUNDERS & COMPANY
941-383-7591
Unmatched Intracoastal Views + Premium Upgrades + New Roof = Exceptional Value! The standout feature is a fully enclosed lanai with brand-New Hurricane-Impact sliding doors (2025) ,New HVAC system (2025-valued at $16,000), a New water heater(2025), Fresh interior paint, and new king-size bedding in the primary suite(2025). Combined with the in-kitchen washer & dryer and a bidet, this residence is moving in ready. Even better, a new roof is currently being installed for the entire building — at no cost to the new owner. This major community project enhances long-term durability and provides significant savings you won’t find elsewhere. With the biggest investments already complete, the interior now offers an excellent opportunity to customize and renovate your taste, allowing you to build instant equity and create your ideal coastal retreat. Located in a beautifully maintained, resort-style community, you’ll enjoy incredible amenities including four heated pools, pickleball and tennis courts, a fitness center, banquet hall, kayak storage, and affordable boat docks for sailboats and powerboats (as low as $400/year on a first-come basis). The private gated beach parking area with pavilion and restrooms is an additional rare and coveted perk. This is your chance to own a move-in-ready waterfront home with unmatched views, premium 2025 upgrades, a new roof underway at no cost to you, and unlimited potential to personalize the interior. Homes like this are rare — and they don’t last.
Courtesy: COLDWELL BANKER REALTY
941-388-3966
This spacious waterfront villa lives like a single-family home yet offers the ease of maintenance-free living! Enjoy breathtaking Sarasota Bay and canal views from this 1,900 sq. ft. residence—the largest in the community. Thoughtfully designed, it features a waterfront great room, two generously sized bedrooms, two beautifully updated bathrooms, and a versatile bonus room that can serve as a third bedroom, home office, or private in-law/nanny suite with its own exterior entrance. The open-concept kitchen overlooks the great room and boasts quartz counters, abundant cabinetry, new stainless-steel appliances, and ample workspace. A separate, oversized laundry room with newer full-sized machines even offers the potential to add a third bathroom. The waterfront Florida room and private patio are perfect for grilling the catch of the day, dining under the stars, or watching manatees and dolphins swim by. Inside, an attractive neutral palette, easy-care luxury vinyl plank flooring (no carpet), and hurricane-impact windows provide both comfort and peace of mind. The attached covered carport allows easy access for groceries and luggage. Windward Bay offers exceptional resort-style amenities: two heated pools with complimentary chaises, saunas, tennis and pickleball courts, a fitness center, shuffleboard, boat slips ($45/month or $50/month with an owner-supplied lift), kayaking and paddleboarding (storage/launches $35/year), fishing, and three deeded beach accesses. Stroll or bike through 26 acres of professionally landscaped bayfront grounds, or head across the street to Zota Beach Resort for fine dining and sunset cocktails. This proactive community has passed its structural integrity inspection and is certified for another ten years. Owners may rent twice per year with a one-month minimum and no ownership waiting period—ideal for generating income while enjoying a peaceful coastal lifestyle. Exceptionally pet-friendly, Windward Bay welcomes two large pets up to 75 lbs each, with pet comfort stations throughout the property. Even Renters can have pets…a uniquely appealing feature for those seeking rental income. Seize this rare opportunity to own a tranquil island haven that combines space, style, and simplicity in a paradise-like setting. What could be better? It could be yours!
Courtesy: MICHAEL SAUNDERS & COMPANY
941-896-9981
This is what living on the West Coast of Florida is all about. Elevated and elegantly designed, this custom home sits west of Gulf of Mexico Drive in the sought-after Conrad Beach community on Longboat Key. Surrounded by lush tropical landscaping with accent lighting, this residence combines timeless coastal charm with thoughtful modern updates. Inside, the open floor plan showcases a gourmet kitchen with a quartz island large enough for both dining and entertaining, complemented by abundant counter space and a full in-house generator for peace of mind. Multiple porches and terraces, including a rooftop deck, invite you to enjoy Gulf breezes and unforgettable West Coast Florida sunsets. The primary suite on the main living level offers a private retreat with a spa-like bath and serene balcony views. Upstairs, additional guest rooms and a family room/loft provide flexible space for family or guests, all with access to wraparound terraces that capture the surrounding beauty. This spacious home comfortably sleeps 10, offering plenty of room for everyone to relax and unwind. Step outside to discover several large decks perfect for enjoying peace and quiet or gathering with family and friends. A beautifully landscaped, easy walk leads to the oversized community pool, complete with an entertaining area and convenient bathrooms—ideal for a day of sun and leisure. From the observation deck, savor glimpses of the Gulf and dramatic evening skies. Additional highlights include a two-car garage with storage/workshop area, outdoor shower, high impact windows and doors, and a screened ground-level lanai. The award-winning Conrad Beach community offers the convenience of a resort-style pool with bath facilities—without the maintenance of a private pool—plus lawn care, irrigation, and landscaping services. Just moments away are pristine beaches, Longbeach Village dining, marinas, and boutique shopping in St. Armands Circle. Schedule your private showing today and start living the West Coast Florida Lifestyle.
Courtesy: MICHAEL SAUNDERS & COMPANY
941-951-6660
Step inside this spacious residence to discover a clean, modern interior with a sophisticated Palm Beach vibe. Designed for both style and comfort, this home features a gracious great room featuring floor-to-ceiling windows that flood the interiors with natural light and open to the large, 765 square foot private terrace with a built-in gas grill—perfect for gardening, entertaining friends and family, or relaxing outdoors. The chef’s kitchen is outfitted with Poggenpohl cabinetry, Wolf appliances, a Sub-Zero refrigerator, and Sub-Zero wine and beverage refrigerator, blending elegance with functionality. The owner’s suite also boasts floor-to-ceiling windows, a custom designed closet, and a luxurious bathroom with a frameless walk-in shower, Toto mechanized commode, and double vanities. With generous square footage and a thoughtful layout, this residence easily accommodates overnight guests while maintaining a sense of privacy. Additional features include electronic blinds throughout, adding both convenience and sophistication. Designer light fixtures add an elegant touch throughout the home. St. Regis Longboat Key offers a distinguished array of amenities meticulously curated for its residents. The Private Resident’s Clubhouse offers an environment of exclusivity, complemented by a state-of-the-art fitness center, as well as a pool and spa area reserved solely for residential use. Residents are granted privileged access to the legendary St. Regis Butler and Concierge services, which exemplify world-class hospitality and attention to detail. An extraordinary oceanfront spa awaits, alongside diverse dining experiences that showcase the highest standards of culinary excellence. Personal cabanas along the shore create private retreats for relaxation, while the family-friendly amenities include a meandering lazy river and a unique saltwater lagoon. This lagoon is home to a vibrant array of tropical fish species, graceful stingrays, and the resort’s resident tortoises, offering a captivating wildlife experience within the lush grounds. Spanning seventeen acres of beachfront on the coveted Longboat Key barrier island, this private oasis is conveniently located only 3.5 miles from St. Armand’s Circle, the region’s premier destination for shopping and dining. Whether seeking tranquil solitude or an active social environment, every aspect of life at St. Regis Longboat Key has been thoughtfully designed to anticipate and fulfill the desires of its residents. This offering represents more than just a residence; it is an invitation to embrace the legendary St. Regis lifestyle, defined by elegance, comfort, and outstanding service. Begin your journey to extraordinary Gulf side living.
Courtesy: COLDWELL BANKER REALTY
941-383-6411
Income-Producing Coastal Gem – This TURNKEY FURNISHED 2BR/2.5BA townhome in the exclusive Cedars East Tennis Resort isn’t just a slice of paradise—it’s a proven performer. With $80,000 in past annual rental income and future bookings already secured, this property offers immediate cash flow and long-term upside. Inside, enjoy 1,440 sq ft of updated living space featuring a gourmet kitchen with granite countertops, spa-inspired bathrooms, and a private oversized garage. Spacious, bright primary suite include 2 separate vanities in the ensuite bathroom. Laundry on the top bedroom floor for added convenience. The open layout and tasteful coastal décor make it ideal for guests and owners alike. Turnkey Investment Highlights: Strong rental history with $90K+ annual income, Future bookings in place for seamless transition. Resort like amenities include: 10 Har-Tru Tennis Courts, Heated Jr. Olympic Pool,24-Hour Fitness Center, Bay Access with Kayak Launch, Private Fishing Pier, and Scenic Boardwalks through Mangroves. Prime Location: Minutes from Longboat Key beaches, St. Armands Circle, downtown Sarasota, and Anna Maria Island. Whether you're expanding your portfolio or seeking a personal retreat with income potential, this Longboat Key treasure delivers lifestyle and ROI. *NO Flood Damage *NEW AC 2025
Courtesy: MICHAEL SAUNDERS & COMPANY
941-383-7591
Discover Refined Coastal Living at Fairway Bay Impeccably renovated from top to bottom, this three-bedroom, three-bath end-unit townhome offers the perfect blend of style, function, and coastal charm. With 2,135 square feet of thoughtfully designed living space plus an expansive 1,516-square-foot garage and storage level, the residence provides a total of 4,050 square feet under roof. The versatile loft, vaulted ceilings, and open-concept great room create a bright, welcoming ambiance, enhanced by hardwood floors, crown molding, and a wood-burning fireplace. The gourmet kitchen boasts newly updated cabinet doors (Nov. 2023), sleek appliances (2018), and an ideal flow into the dining and living areas, which open to a screened 7’ x 22’ lanai with direct access to the backyard and grill pad. Outdoor living is further enriched by private wooden decks off both the loft and the primary suite, perfect for relaxing or sunbathing. This immaculate home is move-in ready, with extensive updates including new HVAC (July 2024), vinyl plank flooring (Dec. 2023), new carpet (March 2023), a renovated shower in Bedroom 2 (Jan. 2024), updated bathroom fixtures (Jan. 2024), and a newer water heater (2018). Additional highlights include custom closets, a central vacuum system, and two inviting terraces. Fairway Bay II offers a host of amenities just steps away, including a clubhouse, swimming pool/spa, fitness center, and on-site management. Residents also enjoy access to the exclusive Bay Isles Beach Club, with private Gulf-front swimming and sunbathing. Combining elegant updates, generous storage, and a premier Longboat Key lifestyle, this home is truly a must-see.
Courtesy: LBRE LLC
941-383-8383
Unique location on the lawn at Longboat Key Club Moorings! A 70 x 21 slip that is conveniently located near the Marina Village. One of the boaters favorite location. Club membership is not required. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean style marina village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, and discreet, on-site maintenance and concierge services. Electric, water and wireless internet access. Longboat Key Moorings is truly a World Class facility. Membership in the Longboat Key Club is available with the option to join anytime. Each vessel must be approved by the Association's Board of Directors prior to entering the Marina. The longest vessel permitted in the slip is 65 LOA; beam depends on the vessel. Call to discuss
Courtesy: MICHAEL SAUNDERS & COMPANY
941-383-7591
Looking for a beachfront home on Longboat Key with direct Gulf access? This 2-bedroom, second floor condo offers the island lifestyle you've been searching for—a waterfront community, stunning sunset views from the lanai, and steps to the beach. Located in Longbeach Condos on Longboat Key, this turnkey furnished, coastal Florida condo features 2 bedrooms, 2 bathrooms, and 1,170 square feet of living space. The comfortable floorplan features a bonus room for bunks, an office, or a reading room, a wide galley kitchen with Corian counters and tossed marble tile backsplash, in-unit washer/dryer, tile floors throughout, and a private balcony with views of the Gulf. At 19.5 base flood elevation, this unit survived last year’s hurricanes without water intrusion. Longboat Key Living means beach access, world-class golf courses, and waterfront dining just minutes away. The Longbeach community offers 3 acres of gulf front, beach property, amenities like heated pool, club house, open parking, private beach access, kayak storage and tennis. You're 15 minutes to St. Armands Circle shopping, 20 minutes to downtown Sarasota, and close to world-class fishing charters from Cortez Fishing Village. This barrier island property is perfect for full-time Florida living, a vacation home, a snowbird retreat or investment rental property. The location puts you near Coquina Beach, Marina Jack, and easy access to Sarasota-Bradenton International Airport.
Courtesy: JAMES BUCHANAN REALTY
941-343-8548
St. Regis Longboat Key offers an exceptional opportunity to experience refined living on the pristine sands of Longboat Key. This distinguished five-star resort hotel and private residence enclave commands panoramic views of the Gulf and provides direct beach access, setting the stage for an unparalleled coastal lifestyle. Upon entering this remarkable residence, one is immediately welcomed by voluminous ceiling heights and expansive views that infuse the interiors with abundant natural light. The thoughtful architectural design ensures breathtaking water vistas from the kitchen, oversized balcony, great room, and dining area, creating an ambiance of openness and serenity. The kitchen, equipped with premium Wolf and Sub-Zero appliances, is a testament to both performance and sophistication, perfectly suited for culinary enthusiasts. The primary bedroom suite seamlessly extends into a generous walk-in closet and a luxurious bathroom, complete with a frameless walk-in shower, mechanized commode, and his and her sinks. For ultimate convenience and security, residents may enjoy direct elevator access to their home via keyless entry, setting a new standard in modern elegance. Beyond the residence itself, St. Regis Longboat Key presents a distinguished array of amenities meticulously curated for its residents. The Private Resident’s Clubhouse offers an environment of exclusivity, complemented by a state-of-the-art fitness center, as well as a pool and spa area reserved solely for residential use. Residents are granted privileged access to the legendary St. Regis Butler and Concierge services, which exemplify world-class hospitality and attention to detail. An extraordinary oceanfront spa awaits, alongside diverse dining experiences that showcase the highest standards of culinary excellence. Personal cabanas along the shore create private retreats for relaxation, while the family-friendly amenities include a meandering lazy river and a unique saltwater lagoon. This lagoon is home to a vibrant array of tropical fish species, graceful stingrays, and the resort’s resident tortoises, offering a captivating wildlife experience within the lush grounds. Spanning seventeen acres of beachfront on the coveted Longboat Key barrier island, this private oasis is conveniently located only 3.5 miles from St. Armand’s Circle, the region’s premier destination for shopping and dining. Whether seeking tranquil solitude or an active social environment, every aspect of life at St. Regis Longboat Key has been thoughtfully designed to anticipate and fulfill the desires of its residents. This offering represents more than just a residence; it is an invitation to embrace the legendary St. Regis lifestyle, defined by elegance, comfort, and outstanding service. Begin your journey to extraordinary Gulfside living.
Courtesy: MICHAEL SAUNDERS & COMPANY
941-383-7591
PENTHOUSE. Delight in scenic views of Sarasota Bay in this custom-designed, rare 4 bedroom, 4.5 bathroom in the gated resort-style Tangerine Bay community on the southernmost tip of Longboat Key. The residence is only minutes from St. Armand's Circle, across the street from the Longboat Key Club, and a short driving distance to the Bay Isles Beach Club and vibrant downtown Sarasota. Filled with abundant natural light, the spacious condominium features soaring ceilings, a great room with gas fireplace, marble foyer and gallery for displaying artwork, and private gated courtyard. All bedrooms are ensuite. New sliding glass doors in the primary suite and new glass window in the great room open to a tiled terrace where you can start your day with a cup of coffee while watching the sunrise over the lagoon and Bay. An additional west-facing terrace upstairs boats golf course and sunset views. The well-equipped kitchen includes stone counters, breakfast bar, large pantry and morning room. There is also a fully enclosed two-car garage with plenty of storage space as well as two AC units in the condominium. The Tangerine Bay Club community boasts beautifully manicured walking paths, amid newly planted tropical greenery as well as many amenities, including a pool with waterfalls, fitness center, a tennis/pickleball court, plus a day boat dock and fishing pier on the Bay. Residents have the option of joining the Beach Club (normally reserved for only Bay Isles residents) on the Gulf of America.
Courtesy: LBRE LLC
941-383-8383
A fantastic view of the city skyline from the 48 x 21 foot slip at Longboat Key Club Moorings! Club membership is not required. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean style marina village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, and discreet, on-site maintenance and concierge services. Electric, water and wireless internet access. Longboat Key Moorings is truly a World Class facility. Membership in the Longboat Key Club is available with the option to join anytime. Each vessel must be approved by the Association's Board of Directors prior to entering the Marina. The longest vessel permitted in the slip is 43 LOA; beam depends on the vessel. Call to discuss!
Courtesy: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE
941-556-9100
Rare opportunity, two fully furnished TWIN residences (TWO UNITS BEING SOLD AS ONE 4473+4477 Gulf of Mexico Drive ). Directly on the pristine shores of Longboat Key! Combined 8 bedrooms, 8 Bathrooms. Spanning nearly 6,000 sq. ft., on .58 GULF-FRONT acres, this two-story property offers mirror-image residences, each thoughtfully decorated with both modern and timeless designs. A true investment gem—live in one, rent the other, enjoy a multi-generational retreat, or explore redevelopment potential on this premier beachfront site. Direct Gulf-front access — step onto the sand from your back door. Sweeping water views from nearly every room! State-of-the-art kitchens with high-end appliances, including Wolf gas range, Sub-Zero refrigerator, and Miele dishwasher. Open-concept living & dining with fireplaces. Engineered hardwood floors, impact-rated windows/doors & storm shutters. Main-level guest suites + upstairs Gulf-front primary suites with spa-style marble baths & dual walk-in closets. Outdoor highlights include: twin Gulf-front pools, pavered decks and walkways, and two two-car garages. This sought-after location is minutes to Longboat Key Club, St. Armands Circle and Downtown Sarasota (golf, tennis, dining, shopping). Endless Options: Luxury primary home, beachfront getaway, income-producing property, or redevelopment opportunity—this rare duplex delivers the ultimate in coastal living and investment versatility.
Courtesy: PREMIER SOTHEBY'S INTERNATIONAL REALTY
941-383-2500
Wake up to shimmering Bay views and peaceful marina life in this updated, turnkey furnished, 2-bed, 2-bath Longboat Key retreat on 26 bayfront acres, with half a mile of walking trails along the Bay. Pre-closing possession possible so you can begin your Longboat Key season on January 1, 2026. This 1,312 sq ft residence features an open coastal layout, a bright remodeled kitchen with quartz countertops, and an oversized living area designed to frame the waterfront views. Step into the lanai and look out over the marina, mangroves, and wildlife — a tranquil backdrop that changes with the tides. The building’s rare pet policy allowing two pets, combined with its waterfront lifestyle, makes this one of the most desirable opportunities on Longboat Key. Enjoy beach access, 2 heated pools, 6 pickleball courts and tennis courts, kayak storage, bike storage, walking trails, fitness amenities, firepits, barbecue grills, picnic tables, 2 marinas, fishing piers, shuffleboard, clubhouse with a kitchen, library, fitness room, meeting room, 2 saunas, and walkability to restaurants. Whether you’re seeking a seasonal escape or a full-time coastal home, #202 delivers a relaxed, elevated lifestyle with a view you’ll never forget.
Courtesy: PREMIER SOTHEBY'S INTERNATIONAL REALTY
941-364-4000
Spanish Main Yacht Club on Longboat Key is a warm and vital boating community with its private beach access to Gulf beaches, pool, clubhouse and boat slips. The community is undergoing a renaissance of sorts as many units (including this one) did have water intrusion in the summer storms of 2024. This owner has contracted with the community contractor. has paid related assessment and work is underway! This unit has a bright open floor plan and hurricane windows. Main living area has tile flooring and both bedrooms will have new carpet. There are two bonus areas, one is adjacent to the primary bedroom and could be a private reading area or office and the other adjoins the great room. Once completed, this unit will have two new baths, new appliances, kitchen updated, four replaced hurricane windows, new doors and new paint throughout. This villa is on the corner and has a much-desired additional parking pad, giving as many as four parking spaces depending on car size. The laundry room, typical of Florida, is in a separate room under the carport. Longboat Key is paradise. A barrier island off Sarasota, where you can find wonderful restaurants, community tennis facilities, parks, bike lanes and a short drive to Sarasota and Anna Maria Island.
Courtesy: MICHAEL SAUNDERS & COMPANY
941-349-3444
Experience the pinnacle of prime real estate at the Spanish Main Yacht Club, a prestigious 55+ pet-friendly waterfront community on scenic Longboat Key. This exquisite standalone 2-bedroom, 2-bath villa offers 1,087 square feet of potential to create your dream home. Enhanced with FEMA-approved storm mitigation following the 2024 hurricanes, the villa is currently undergoing a meticulous rebuild. Renovations will include luxurious vinyl plank flooring, plush new carpeting in both bedrooms, elegant kitchen cabinets, and pristine new doors, walls, and flooring. The lanai will feature new windows, and the bathroom will boast a brand-new shower, shower door, and exquisite tiling. Perfect as a full-time residence, seasonal retreat, or investment opportunity, this villa offers a prime location at a tremendous value. Enjoy deeded beach access just steps away or take advantage of the community marina with boat slips for rent, kayak racks, and direct access to Sarasota Bay. Community amenities include a heated outdoor pool, shuffleboard courts, and a soon-to-be renovated clubhouse with a game room. Start making memories in this coastal paradise today!
Courtesy: RE/MAX HARBOR REALTY
941-639-8500
Nestled behind the exclusive gates of the Longboat Key Club, The Sanctuary enjoys an enviable location along a pristine stretch of Longboat Key’s Gulf beach. This exceptionally renovated 3BR, 3BA residence with nearly 2,400 square feet of living space is simply stunning. This corner residence features a thoughtful split-bedroom layout, elegant finishes and floor to ceiling high-impact glass leading to an open, wraparound terrace, where views of tropical palms and lush green space set the tone for outdoor dining, entertaining or a peaceful retreat. Inside, neutral tones with tasteful accents combine with walls of glass to create a bright, flowing ambiance. Trey ceilings, engineered hardwood flooring and tile in the baths add refined detail. The oversized kitchen is exceptional, with colorful cabinetry, stone countertops, and a large island with breakfast bar seating that opens seamlessly to the living room. Residents of the Sanctuary enjoy a recreational room, 24hr security guard, heated swimming pool, 2 Har-Tru tennis courts, and on-site management. Just steps away, the exclusive Longboat Key Club offers championship golf, a deep-water marina, a world-class spa, a private beach club, and fine dining, providing an unparalleled coastal lifestyle.
Courtesy: MICHAEL SAUNDERS & COMPANY
941-383-7591
Discover the quintessential Longboat Key lifestyle in this classic masonry beach home located just “3” properties in from Sarasota Bay. Boasting 110 feet of canal frontage, your own private dock, a 7,500 lb. boatlift to complement this classic waterfront treasure it offers direct access for boating, fishing, and kayaking, with frequent visits from playful manatees and dolphins right in your backyard canal. The thoughtfully designed 2,000+ square foot split floor plan provides exceptional privacy with 3 bedrooms and 2 baths, ensuring guest suites are comfortably separated from the primary living spaces. The “secret” closet delivers a private office space for when you need to work or plan your next boat trip down the ICW. At the heart of the home, an expansive great room and dining area showcases a wine captain, wet bar, and large refreshment cooler—perfect for hosting unforgettable gatherings while enjoying views of the shimmering enclosed pool and water views of your canal beyond. The chef's kitchen is a culinary masterpiece featuring high-end stainless-steel appliances, built-in ovens, microwave, trash compactor, custom cherrywood cabinetry, separate pantry, and elegant stone countertops with a "chef's prep" island. The layout seamlessly flows into the family room, where glass sliders invite refreshing bay breezes and open to an entertainer's dream: an enclosed lanai, expansive paver patio, and sparkling pool surrounded by multiple seating areas and serene tropical vegetation. Move-in ready with a new HVAC system and generator, this home has been meticulously maintained with numerous upgrades. Please see the attached “Sellers’ Improvement” feature sheet too many to mention…Offered turnkey furnished, it's perfect as either a primary residence or investment property with substantial seasonal rental income potential. The versatile, expansive lot provides endless possibilities to create your ideal waterfront retreat. Situated in the exclusive & sought after neighborhood of Country Club Shores, this property offers an enviable lifestyle just steps from world-class amenities. Directly across the street, you'll find championship golf and tennis at the prestigious Resort at Longboat Key Club, along with sugar-sand beaches and fine dining venues that define the resort experience. The location provides the perfect balance of tranquility and convenience—just minutes to St. Armands Circle, where upscale shopping, eclectic art galleries, and acclaimed restaurants await. Beyond these attractions, Longboat Key offers an array of recreational and cultural experiences, all easily accessible from your doorstep. As a Country Club Shores resident, you'll enjoy exclusive private beach access for only $100 in annual HOA dues—an exceptional value that enhances the already remarkable lifestyle this address provides. Whether you're seeking a year-round sanctuary or a seasonal escape with strong investment potential, this is a rare opportunity to embrace the coveted Longboat Key lifestyle. Schedule your private showing today and discover why this barrier island paradise is one of Florida's most treasured destinations. Come live the dream today & just move right in, it’s all here waiting for you !
Courtesy: MICHAEL SAUNDERS & COMPANY
941-951-6660
Experience breathtaking sunsets and exceptional privacy from this direct west-facing center residence at The St. Regis Longboat Key. Floor-to-ceiling windows bathe the interiors in natural light and frame unobstructed Gulf views, while the expansive living room offers an ideal setting for elegant entertaining. Every detail of this home has been meticulously upgraded with custom wallpaper, handcrafted millwork, designer lighting, and furnishings by Ralph Lauren Interiors. Step onto the sweeping 878-square-foot terrace, complete with a Wolf gas grill, and enjoy front-row seats to Longboat Key’s world-famous sunsets. The chef’s kitchen is a masterwork of form and function, featuring Poggenpohl cabinetry, tray ceilings, and ceramic wood tile flooring. Premium appliances include a Wolf six-burner gas range, Wolf double ovens, Sub-Zero refrigerator and wine refrigerator, Cove dishwasher, and microwave. The main living area continues the home’s refined aesthetic with ceramic wood tile flooring, tray ceilings, crown molding, wainscoting, electric sunshades, and a statement chandelier, creating a sophisticated and inviting environment. The owner’s suite is a serene retreat with a wall of glass overlooking the Gulf and resort grounds. Details include grass cloth wallpaper, wainscoting, and sun and blackout shades. The spa-like bath features Poggenpohl cabinetry, a makeup vanity, dual sinks, a stand-alone soaking tub, walk-in glass shower, water closet, and ceramic tile flooring. A custom walk-in closet with built-ins offers abundant storage. The guest bedroom or office mirrors the same level of craftsmanship with grass cloth wallpaper, wainscoting, crown molding, sun and blackout shades, and a chandelier. The ensuite bath includes a stand-alone glass walk-in shower, water closet, walk-in closet, and ceramic tile flooring. A stylish half bath with a single vanity, along with an oversized laundry room complete with sink, cabinetry add convenience and functionality. Beyond the residence, The St. Regis Longboat Key Resort offers a curated collection of world-class amenities designed exclusively for residents. The private clubhouse includes a state-of-the-art fitness center, a resident-only pool and spa, and access to the signature St. Regis Butler and Concierge services that redefine luxury living. Indulge in the oceanfront spa, diverse dining venues, and beachfront cabanas, or enjoy family-friendly experiences such as a lazy river and saltwater lagoon teeming with tropical fish, stingrays, and resident tortoises. Set on 17 acres of pristine beachfront, and just 3.5 miles from St. Armands Circle’s renowned shopping and dining, this residence represents more than a home—it’s an invitation to embrace the legendary St. Regis lifestyle, where elegance, comfort, and unparalleled service define every moment. Begin your journey to Live Exquisite at The St. Regis Longboat Key.
Courtesy: COLDWELL BANKER REALTY
941-383-6411
Located behind the gates of the highly desirable Longboat Key Club, this 1BR/1BA Club Suite at Inn on the Beach offers a unique opportunity to own within the prestigious Longboat Key Club Resort. Spanning 650 sq. ft., this residence provides both convenience and privacy, with an expansive covered terrace offering peaceful Gulf views while keeping you close to every amenity. Completely renovated and meticulously styled, the interior pairs warm wood accents with neutral tones, complemented by faux wood tile floors flowing throughout. Dual sliders frame shimmering Gulf waters and invite natural light into the living space. The kitchen is a standout, with stone countertops, harmonizing cabinetry with glass panel accents and a colorful tile backsplash that adds just the right touch of vibrancy. Off the bedroom space, a beautifully updated bath features all-white cabinetry, a separate water closet and a glass walk-in shower with striking tilework. For added ease, in-unit laundry utilities are included. This unit participates in the Resort Rental Program and has a healthy rental history, with nightly rentals allowed, making it both an enjoyable retreat and a strong investment. As an owner, you’ll have access to the exclusive amenities of the 410-acre Longboat Key Club, including 45 holes of championship golf, 20 Har-Tru tennis courts at the award-winning Tennis Gardens, a full-service marina, private Gulf-front beach with umbrellas and attendant service, a world-class fitness and wellness center, spa and five private dining options. Recently renovated guest services, dining areas, and resort amenities have elevated the experience even further, earning accolades such as the AAA Four-Diamond Award and recognition from Condé Nast Traveler as a Top Florida Resort.
Courtesy: MANGROVE REALTY ASSOCIATES
941-957-0080
Gated Gulf-front community • Two heated pools & tennis courts • Beach access within minutes Experience coastal living at Seaplace, a gated Gulf-front community on the southern end of Longboat Key. This two-bedroom, two-bath residence (Unit G4-206) features an open-concept layout and a screened lanai overlooking lush tropical landscaping and community green space. Recent improvements include hurricane-rated impact windows and lanai enclosure, providing peace of mind and energy efficiency while enhancing natural light and sound protection. Inside, durable flooring and a neutral color palette create a bright, relaxed atmosphere. The kitchen offers stainless-steel appliances, ample cabinetry, and a breakfast bar that opens to the main living area. The primary suite includes a walk-in closet and private bath, while the guest bedroom and full hall bath provide comfortable separation for visitors. A full-size washer and dryer inside the unit adds convenience and functionality. Residents of Seaplace enjoy approximately ½ mile of Gulf beach frontage and an array of resort-style amenities across 42 acres of manicured grounds. Highlights include two heated swimming pools and spas, Har-Tru tennis courts, walking paths, a clubhouse with fitness center, sauna, and library, a playground, and community grilling areas. The on-site management and 24-hour staffed gatehouse provide security and peace of mind in this established coastal community. The quarterly association fee of $4,315 covers exterior maintenance, building insurance, water, sewer, cable, and amenities. Service animals permitted per association rules; no pets otherwise. Seasonal and annual rentals are allowed with a two-month minimum. Seaplace’s location combines tranquility with access to shopping, dining, and cultural attractions. Publix (0.8 mi) and Bayfront Park (1.6 mi) are nearby for groceries, recreation, and pickleball. Enjoy dining at Harry’s Continental Kitchens (1.3 mi), Euphemia Haye (1.1 mi), or The Shore Restaurant (1.9 mi), and explore boutique shopping at St. Armands Circle (3.8 mi). Longboat Key Club Golf & Tennis (2.7 mi) and Downtown Sarasota (6.5 mi) offer golf, marinas, and cultural venues including the Ringling Museum and Selby Gardens. Seaplace residents enjoy direct beach access for sunset walks along the Gulf, tropical courtyards, and a private coastal setting minutes from everything. Whether a seasonal retreat or year-round home, Unit G4-206 blends location, comfort, and quality within a secure, Gulf-front environment on Longboat Key. Includes hurricane-rated windows and lanai enclosure, in-unit laundry, screened lanai, and access to pools, tennis, clubhouse, and Gulf-front amenities. A 3D virtual tour and floor plan viewer are available within the listing for additional detail.
Courtesy: COLDWELL BANKER REALTY
941-383-6411
One or more photo(s) has been virtually staged. Situated in the highly sought-after maintenance-free community of Queens Harbour, behind the gates of Bay Isles, this updated lakefront home perfectly captures the ease of Florida living. A 2023 tile roof adds peace of mind, while a smart split floor plan includes three en-suite bedrooms, a half bath, and a versatile den/office that can serve as a fourth bedroom. The interiors feel bright and welcoming with 12–15’ ceilings, neutral tones, and elegant architectural details. New wood-look porcelain tile flooring enhances the living room, dining room, den/office, and first-floor bedrooms, combining durability with style. The kitchen features stainless steel appliances, a center island with second sink, updated hardware, and a breakfast nook with bay window views of the pool and lake. The primary suite enjoys direct lanai access, tranquil water views, and a spa-like bath with dual vanities, soaking tub, and walk-in shower. Outdoors, the screened lanai offers a heated pool and spa with a peaceful lake backdrop, plus a refreshed covered sitting area with a new tongue-and-groove ceiling and accent wall—perfect for relaxing or entertaining year-round. Residents enjoy exclusive access to the Bay Isles Beach Club, with its private beachfront, cabanas, and members-only amenities, along with optional memberships for golf, tennis, and the Harbourside Marina with deepwater slips. This home sustained no hurricane damage or water intrusion. This is Longboat Key living made simple—beautiful, low-maintenance, and ready to enjoy.
Longboat Key is located in Florida. Longboat Key, Florida 34228has a population of 7,446. Longboat Key 34228 is less family-centric than the surrounding county with 1.47% of the households containing married families with children. The county average for households married with children is 21.81%.
The median household income in Longboat Key, Florida 34228 is $121,797. The median household income for the surrounding county is $64,964 compared to the national median of $69,021. The median age of people living in Longboat Key 34228 is 71.1 years.
The average high temperature in July is 90.8 degrees, with an average low temperature in January of 51 degrees. The average rainfall is approximately 55.9 inches per year, with 0 inches of snow per year.
