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$875,000
3 Beds ⋅ 2 Baths ⋅ A4702983 MLS ⋅ 204 BLDG.
What if you didn't have to choose between boating and the beach? At Longboat Landing, Sarasota Bay is out back and the Gulf of Mexico is across the street. Offered TURNKEY FURNISHED, this beautifully updated 3-bedroom, 2-bath residence combines the ease of island living with the intimacy of a nine-residence community on Longboat Key. Inside, 1,323 square feet of thoughtfully designed living space feels open, warm and refreshingly different from the typical beach condo. Rich wood flooring flows through the main living areas, complemented by plantation shutters, crown molding, recessed lighting and French doors. At the heart of the home is a spacious kitchen made for gathering, with stainless appliances, abundant cabinetry, a designer tile backsplash and an oversized peninsula with generous seating. Open to the dining and living areas, it's a layout that works equally well for quiet mornings or a house full of family and friends. Sliding glass doors extend the living space onto a generous screened lanai surrounded by tropical island scenery, creating an inviting place for morning coffee, afternoon reading or cocktails after a day on the water. The primary suite offers an ensuite bath with a generous sitting room and direct lanai access. Two additional bedrooms provide valuable flexibility for visiting family and friends, with one currently arranged as a home office. An interior laundry room adds everyday convenience. Outside your door is what makes this location so compelling. Longboat Landing sits directly on Sarasota Bay, where residents enjoy a fishing pier and first-come boat slips accommodating vessels up to 26 feet, along with a heated community pool and tennis court. With only nine residences, the community offers an intimate setting rarely found among larger island developments. Spend the day boating, fishing or exploring Sarasota Bay, then come home for a swim or simply relax and enjoy the slower pace of island life. Just across Gulf of Mexico Drive is the other side of the Longboat Key lifestyle: the Gulf of Mexico, white-sand beaches, turquoise water and unforgettable sunsets. Here, you don't have to choose between boating and the beach. You can enjoy both. Located on the relaxed north end of Longboat Key, you're close to marinas, waterfront dining and the laid-back character of the island, with Anna Maria Island just beyond Longboat Pass. Head south to St. Armands Circle and downtown Sarasota for exceptional dining and shopping, galleries, theaters, performing arts and the cultural experiences that make Sarasota one of Florida's most distinctive Gulf Coast destinations. Whether you're searching for a full-time Longboat Key residence, winter retreat or Florida second home, this one offers a combination that's increasingly difficult to find: three bedrooms, beautifully updated interiors, turnkey furnishings, boating on Sarasota Bay, the Gulf across the street and the privacy of an intimate nine-residence community. Turnkey furnished, beautifully updated and ready to enjoy, this is more than a Florida getaway. It's an opportunity to arrive with your suitcase and start living the island life you've been waiting for.

5320 Gulf Of Mexico Drive Unit 204, Longboat Key
$2,495,000
3 Beds ⋅ 4 Baths ⋅ A4702831 MLS ⋅ Water Club BLDG.
Welcome to this spectacular three bedroom 3rd floor Brighton floor plan located in the south building of the sensational Gulf front Water Club complex on south Longboat Key. Your private elevator opens directly into the foyer which leads to the open floorplan and the sensational views of sandy beach and the Gulf of Mexico. The condo features beautiful wood floors, a gourmet kitchen with high end appliances, granite countertops plus a serene eating area. The spacious master suite is completely private with a large walk-in closet and elegant bath plus adjacent sitting area. The master has sliding glass doors leading to a private terrace with views of the Gulf of Mexico. The southern exposure of this condo bathes it in sunlight and stunning sunrises. The Water Club is a luxurious resort style complex on the beautiful sandy beach and azure waters of the Gulf of Mexico. The Water Club amenities include four tennis courts, a centrally located large pool and spa and a 24 hour staff plus gated access. The 17,000 sq.ft clubhouse features a spa and gym area separate for men and women plus a library and a catering kitchen and ballroom. The Water Club is conveniently located just minutes from award winning restaurants plus Publix and CVS, St Armands Circle, downtown Sarasota and the Longboat Key Club for golf, tennis and restaurants are also nearby.

1241 Gulf Of Mexico Drive Unit 303, Longboat Key
$6,995,000
4 Beds ⋅ 5 Baths ⋅ A4702631 MLS
Some homes are simply built differently. Conceived as a grand private waterfront estate, this remarkable residence within the exclusive gated enclave of Lighthouse Point is a rare expression of architectural elegance, exceptional privacy, world-class boating, and effortless coastal luxury. Perfectly positioned on more than one-third of an acre overlooking a tranquil lagoon with coveted bridgeless access to Sarasota Bay and the Gulf of Mexico, this extraordinary four-bedroom, four-full-bath, one-half-bath residence unfolds across nearly five thousand square feet of refined living space. Originally conceived as a grand coastal estate and extensively reimagined in 2021, the home creates an atmosphere that is both elegant and remarkably livable. A dramatic two-story foyer with soaring tongue-and-groove ceilings, arched French doors, custom millwork, and an architectural wraparound gallery immediately establishes a while walls of glass frame shimmering water views and expansive sliding doors seamlessly connect the interior living spaces to spectacular waterfront terraces. Designed for both intimate gatherings and grand entertaining, the elegant great room flows effortlessly to the resort-inspired outdoor living areas overlooking the saltwater pool, spa, lush tropical landscaping, and private dock beyond. At the heart of the home, the custom Cucina Ricci kitchen is as beautiful as it is functional, featuring handcrafted cabinetry, an oversized entertaining island, and an exceptional suite of integrated Miele VitroLine appliances, including double ovens, induction cooking, and a built-in coffee system. Just beyond, a waterfront lounge offers the perfect setting for casual living or media enjoyment while maintaining an uninterrupted connection to the outdoor loggia. Privately situated on the main level, the owner's retreat is a true sanctuary, offering peaceful water views, direct terrace access, dual custom walk-in closets, and a beautifully renovated spa-inspired bath with oversized vanities, designer finishes, and an expansive walk-in rain shower. Upstairs, three spacious en-suite guest bedrooms and an additional loft-style lounge or office provide luxurious accommodations for family and guests. Outside, the estate lives like a private waterfront resort, where a stunning travertine pool terrace, mature tropical landscaping, integrated landscape lighting, and multiple outdoor entertaining areas create an extraordinary setting for year-round coastal living. Boating enthusiasts will appreciate the protected deep-water dock featuring a fourteen-thousand-pound lift, upgraded motors, dockside Wi-Fi, and immediate bridge-free access to Sarasota Bay and the Gulf, placing some of Florida's finest boating just moments from your backyard. Thoughtfully appointed throughout, the residence also features a fully renovated interior, impact-rated windows and doors, hurricane protection, a whole-house Kohler generator, integrated Yamaha indoor/outdoor audio, a spacious three-car garage with EV charging capability, and numerous additional upgrades that allow the home to be enjoyed with complete confidence. Residents of Lighthouse Point enjoy private tennis courts, a short stroll to the pristine beaches of Longboat Key, and convenient access to the Longboat Key Club, St. Armands Circle, and the world-class dining, shopping, and cultural attractions of downtown Sarasota. An exceptional offering in one of Longboat Key's most prestigious waterfront communities.

65 Lighthouse Point Drive, Longboat Key
$1,200,000
2 Beds ⋅ 2 Baths ⋅ A4702116 MLS ⋅ The Castillian BLDG.
It doesn't get better than this ... sweeping gulf and beach views, the soothing sound of waves, and instant relaxation at The Castillian on Longboat Key. Residences here rarely become available, so all that's left to do is embrace the casual laid-back lifestyle. The condo's centerpiece is a beautifully renovated open kitchen featuring solid wood cabinetry, granite countertops, GE Monogram appliances, a large stainless steel sink, and a stylish built-in desk area. Both bathrooms have also been updated. The owner's suite, guest bedroom, and great room all open to the balcony, which is equipped with a hurricane shutter for added peace of mind. The Castillian consists of two 30-residence buildings and offers assigned under-building parking, a private storage closet, a heated pool and spa, an outdoor grilling area, and a tennis/pickleball court. This pet-friendly community is conveniently located near Publix and just minutes from the restaurants and shops of St. Armands Circle.

4545 Gulf Of Mexico Drive Unit 311, Longboat Key
$589,000
2 Beds ⋅ 3 Baths ⋅ N6144572 MLS ⋅ 508 BLDG.
There is a certain ease to life on Longboat Key, where mornings can begin with a walk to the beach, afternoons unfold by the pool or on the tennis court, and dinner beside the water is never far from home. Set within Cedars East at Cedars Tennis Resort & Club, this beautifully maintained three-level townhome offers a refined way to experience one of Florida’s most desirable barrier-island lifestyles. Natural light is one of the first things you notice. An abundance of windows fills the home with sunshine, creating a bright, calm, and serene atmosphere that feels perfectly suited to its coastal surroundings. New luxury vinyl plank flooring extends through the entry and main living level, giving the home a fresh, cohesive look, while carpeting along the staircase and throughout the third-floor bedroom level adds warmth and comfort to the private spaces. The second floor brings the kitchen, dining, and living areas together in an easy, welcoming flow designed for relaxed everyday living and effortless entertaining. Just beyond the living room, the screened balcony creates a peaceful outdoor retreat for morning coffee, casual dining, quiet reading, or unwinding at the end of the day. A convenient half bath completes this level. Upstairs, the primary suite offers a private ensuite bath with dual sinks and a comfortable sense of separation from the main living areas. The second bedroom features a walk-in closet and is positioned near the full guest bath and upstairs laundry closet. The washer and dryer are approximately three months old and are included with the home. Thoughtful improvements add both style and confidence, including a roof replaced in 2024, a 2024 HVAC system serviced in April 2026, updated interior paint, refreshed flooring, newer toilets, faucets, light fixtures and vents, and a new garage door. Garage parking adds welcome convenience along with room for bicycles, beach equipment, and additional storage. Life at Cedars Tennis Resort & Club is centered around the outdoors and the relaxed sophistication of Longboat Key. Enjoy tennis and pickleball, spend the afternoon by the heated community pool, stay active in the fitness facilities, or gather for a meal without leaving the neighborhood. Nearby beach access makes Gulf days easy to enjoy, while waterfront restaurants, island cafés, marinas, biking routes, and the natural beauty of Longboat Key are all close at hand. For buyers considering investment potential, the property has a strong short-term rental history and is already heavily booked from December through June 2027, offering the advantage of established demand and reservations already in place. All rentals remain subject to current association rules, approval requirements, and the terms of existing reservations. From fresh seafood and sunset dinners to quiet mornings near the shore, this location places the best of Longboat Key within easy reach. St. Armands Circle, Anna Maria Island, and the cultural attractions of Sarasota are also nearby, allowing you to enjoy the island’s peaceful atmosphere without feeling removed from everything the area has to offer. Whether envisioned as a full-time residence, seasonal retreat, or income-producing coastal getaway, this is an opportunity to enjoy thoughtful updates, abundant natural light, resort-inspired amenities, garage parking, and the unmistakable lifestyle of Longboat Key. ¤ Please see 3D Tour and Video ¤

508 Forest Way Unit 508, Longboat Key
$950,000
4 Beds ⋅ 3 Baths ⋅ TB8535597 MLS
A truly rare offering on one of Longboat Key’s most coveted streets, 608 St. Jude Drive embodies the essence of refined coastal living. Set on an extraordinary DOUBLE LOT and backing to a serene nature preserve, this impeccably reimagined residence offers an unparalleled combination of luxury, privacy, and investment potential in one of the island’s most desirable locations. Spanning more than 2,100 square feet, this stunning four-bedroom, three-bath home has been thoughtfully transformed with uncompromising attention to detail. Every major component has been replaced following the recent storms with fully permitted improvements, including a new roof, hurricane-impact windows, all-new electrical, new HVAC systems, and beautifully updated appliances. Immaculately maintained and completely move-in ready, the home offers the confidence and peace of mind that only a comprehensive renovation can provide. Inside, light-filled living spaces flow effortlessly with timeless tile flooring throughout, creating a sophisticated yet relaxed coastal aesthetic. Every room has been designed for both comfort and effortless entertaining, making the home equally suited for everyday living or unforgettable island getaways. Beyond the interiors lies one of the property’s most extraordinary features—its expansive DOUBLE LOT. A rarity on Longboat Key, this oversized homesite offers exceptional flexibility with room to expand, build upward, or create the custom outdoor oasis you’ve always envisioned, all while enjoying the privacy of having no rear neighbors thanks to the lush natural preserve. Perfectly positioned between the Gulf of Mexico and intercoastal water ways, you’re just a short stroll to the pristine beaches on the west side of the island and the Intracoastal Waterway to the east. Enjoy morning walks to the beach, afternoons on the water, and evenings dining at nearby neighborhood restaurants just moments from your front door. World-class destinations including St. Armands Circle, the iconic The St. Regis Longboat Key Resort, and The Shore Longboat Key are only minutes away, placing the very best of Longboat Key’s celebrated lifestyle within effortless reach. Equally appealing as a private coastal sanctuary or a high-performing investment, the property has an established vacation rental history with upcoming reservations already in place, allowing the next owner to begin generating income immediately. The seller is also open to negotiating the home fully furnished, creating an exceptional turnkey opportunity. Properties offering this level of quality, location, and future potential are increasingly rare. With its coveted address, remarkable DOUBLE LOT, comprehensive renovations, and timeless coastal appeal, 608 St. Jude Drive is more than a home—it’s an opportunity to own one of Longboat Key’s most exceptional island retreats.

608 Saint Judes Drive, Longboat Key
$1,195,000
3 Beds ⋅ 3 Baths ⋅ A4700558 MLS ⋅ Building 3 - Phase 1 BLDG.
Behind the gates of Bay Isles, this beautifully updated waterfront townhome in Fairway Bay offers the rare convenience of a private deepwater dock accommodating vessels up to 40’. From here, Sarasota Bay, waterfront dining and the Gulf are only minutes away by boat, while peaceful water views become part of the backdrop to everyday living. A stepped walkway welcomes you inside, where more than 2,100+/- sq. ft. unfolds across two thoughtfully designed levels. The moment you enter, soaring 2-story ceilings create an immediate sense of openness, while warm wood flooring, soft neutral tones and carefully selected finishes create an inviting atmosphere throughout. The living room centers around a striking linear fireplace, creating a natural gathering place for relaxing or entertaining. Nearby, the dining area transitions effortlessly into the reimagined kitchen, where white cabinetry with glass panel accents, stone countertops, tile backsplash, breakfast bar and a dedicated coffee station combine beauty with everyday function while keeping the space connected to the surrounding living areas. The primary suite offers a peaceful retreat with its own private terrace overlooking the bay, while the spa-inspired bath features an oversized soaking tub, rainfall steam shower and abundant natural light from an overhead skylight. Two additional bedrooms, along with flexible bonus areas for hobbies, fitness or music, provide comfortable accommodations for family and guests. Multiple terraces throughout the home create inviting places to enjoy the waterfront setting from sunrise through evening. A popular, bayfront and pet-friendly community, Fairway Bay offers a heated pool, spa, fitness center, clubhouse, tennis courts and scenic walking and biking paths. Optional membership to the Longboat Key Club provides access to championship golf, dining, tennis and an exceptional collection of island amenities.

1906 Harbourside Drive Unit 304, Longboat Key
$549,000
2 Beds ⋅ 2 Baths ⋅ A4701697 MLS ⋅ Building 5 BLDG.
This well-maintained 2BR/2BA residence in Grand Bay features a large, full-width terrace with views of Sarasota Bay. Floor-to-ceiling glass and multiple terrace access points bring in natural light and make the outdoor space a true extension of the living area. Large-format ceramic tile, high ceilings and a neutral color palette create a bright, comfortable interior. The open living and dining area overlooks the bay, while the oversized terrace provides ample space for outdoor dining, entertaining or relaxing among the tropical landscaping. Double doors lead to the galley-style kitchen, which includes white cabinetry, stone countertops, a tray ceiling, a paneled refrigerator and a window for additional natural light. The primary suite offers generous proportions and corner sliding doors opening directly to the terrace. Its en-suite bath features dual vanities and a spa tub. The spacious guest suite includes a walk-in closet and direct outdoor access. An in-residence laundry room adds convenience - two under-building parking space. Grand Bay residents enjoy a clubhouse, fitness center, two Har-Tru tennis courts, two heated swimming pools and spa. Bay Isles ownership also includes deeded access to the private Bay Isles Beach Club on the Gulf of Mexico, with an on-site attendant, covered gathering areas, grills, changing rooms, restrooms and showers. Separate, optional membership in the Longboat Key Club is also available. Depending on the membership selected, members may enjoy access to 45 holes of golf, tennis and pickleball facilities, a private beach, fitness and wellness programs, a full-service spa, dining, marina amenities and year-round social activities.

3080 Grand Bay Boulevard Unit 512, Longboat Key
$6,950,000
4 Beds ⋅ 6 Baths ⋅ A4699408 MLS
Timeless architecture, uncompromising craftsmanship, and spectacular waterfront living converge in this newly completed West Indies-inspired residence in the coveted neighborhood of Emerald Harbor on Longboat Key. This gorgeous home offers expansive indoor-outdoor living with walls of glass that open to covered porches and balconies off of every room, framing tranquil views of the gorgeous pool and spa, the wide canal, Harris Bayou and Sarasota Bay. Features include an elevator that takes you from the garage level to each floor with ease; A chef's kitchen with a separate fully equipped prep kitchen; 4 spacious bedrooms each with their own en-suite. A fire pit, private dock, outdoor shower and pool bath, plus deeded beach access complete the Longboat Key lifestyle. Every luxury amenity expected in a home of this caliber make this a truly exceptional offering.

711 Old Compass Road, Longboat Key
$2,999,999
6 Beds ⋅ 6 Baths ⋅ TB8533896 MLS
Virtually Staged. Welcome to an extraordinary waterfront estate on coveted Longboat Key, where timeless coastal elegance meets world-class boating. Perfectly situated on a deep-water saltwater canal with a private dock and direct access to the Gulf, this exceptional residence offers the rare opportunity to experience the very best of Florida luxury living just moments from the island's pristine white-sand beaches. Encompassing nearly 4,700 square feet of thoughtfully designed living space, this impressive home features six spacious bedrooms, five-and-a-half bathrooms, a private elevator, and an oversized four-car garage, providing exceptional space for family, guests, luxury vehicles, and all of your boating equipment. Whether you're searching for a full-time residence, seasonal retreat, or premier waterfront investment, this home offers the versatility to comfortably accommodate up to 20 guests. Designed to embrace its breathtaking waterfront setting, expansive balconies span the entire rear of the home, creating multiple outdoor living spaces perfect for morning coffee, sunset cocktails, or entertaining while overlooking the peaceful canal. The luxurious primary suite serves as a private sanctuary with its own waterfront balcony, where tranquil water views become part of your everyday routine. The backyard is a true resort-style oasis featuring a sparkling in-ground pool, generous lounging areas, and a private dock on a deep-water canal with quick, effortless access to the open Gulf. Spend your days boating, fishing, paddleboarding, or cruising to waterfront restaurants before returning home to your own private paradise. At the heart of the home is a stunning chef's kitchen designed for both everyday living and grand entertaining. Featuring a professional gas range, double ovens, dual wine refrigerators, two dishwashers, gorgeous granite countertops, extensive custom cabinetry, a spacious walk-in pantry, and an oversized center island with seating for six, this kitchen is equally impressive in both form and function. The open-concept floor plan flows seamlessly into elegant living and dining spaces filled with natural light, creating an inviting atmosphere ideal for entertaining on any scale. A secondary kitchenette and expansive game room offer incredible flexibility for hosting guests, creating a private guest suite, or accommodating multi-generational living with ease. For added peace of mind, all major mechanical systems and significant capital improvements have been completed within the past four years, allowing the next owner to simply move in and enjoy the home from day one. Ideally located just minutes from Longboat Key's award-winning beaches, championship golf, fine dining, marinas, boutique shopping, St. Armands Circle, and the cultural attractions of downtown Sarasota, this exceptional property represents a rare combination of luxury, location, deep-water boating, and island lifestyle. Opportunities to own a waterfront home of this caliber—with six bedrooms, deep-water dockage, Gulf access, a four-car garage, and the ability to comfortably host family and friends on one of Florida's most prestigious barrier islands—are truly few and far between. Ride your bike to Anna Maria Island for night life, restaurants and shopping. Beautiful Gulf beaches are just steps away from your new house! Please feel free to check out virtual tour https://next.frame.io/share/09e65a61-fa88-4c36-8474-69609bc826e6/view/f03db32d-b617-4f1c-85ec-54ccc2a57dae

614 Norton Street, Longboat Key
$1,050,000
3 Beds ⋅ 4 Baths ⋅ A4699368 MLS ⋅ Building 2 BLDG.
Virtually Staged. Wide views of Sarasota Bay, the Harbourside golf course and downtown Sarasota define this well-maintained 3-bedroom, 3.5-bath residence at Grand Bay. Floor-to-ceiling glass keeps the scenery in focus and brings natural light into the main living areas. The living room opens to a large terrace overlooking the golf course, bay and skyline, while tray ceilings and tile flooring contribute to the open feel. The kitchen features wood cabinetry, a center prep island, paneled refrigerator and adjoining dining area. Nearby, a sitting area includes textured accent walls and built-in shelving. The primary suite also opens to the terrace and offers bay views and an oversized walk-in closet. The adjoining bath includes a soaking tub, glass-enclosed shower and private water closet. Two additional guest suites each have an en suite bath, and an in-residence laundry room adds convenience. Grand Bay amenities include a clubhouse, two resort-style pools and spas, a fitness center with saunas and Har-Tru tennis courts, all within the gated Bay Isles community. Ownership also includes membership in the private Bay Isles Beach Club, with gated Gulf access, covered gathering and picnic areas, barbecue grills, restrooms and changing facilities. Optional membership in the Longboat Key Club is available separately. Depending on membership category, amenities may include 45 holes of golf, the Tennis Gardens with 20 Har-Tru courts, private dining venues and lounges, beach and pool facilities, a spa, fitness and wellness facilities, member events and Longboat Key Club Moorings.

3040 Grand Bay Boulevard Unit 232, Longboat Key
$1,349,000
3 Beds ⋅ 4 Baths ⋅ A4699372 MLS ⋅ Bldg. 2 BLDG.
Virtually Staged. Set within Grand Bay on Longboat Key, this renovated 3BR/3.5BA residence offers panoramic views of Sarasota Bay, the Harbourside golf course and the city skyline. With 2,250 square feet, walls of glass bring the scenery into nearly every main living space, creating an inviting blend of comfort, openness and relaxed Bay Isles elegance. Floor-to-ceiling windows with plantation shutters frame the views, while tile flooring, neutral tones and recessed lighting create a warm, understated setting. The living room opens to a view overlooking the golf course, a tranquil pond and Sarasota Bay - ideal for quiet mornings or entertaining. The kitchen flows easily into the living areas and features white cabinetry, stone countertops and backsplash, and stainless-steel appliances. The primary suite offers warm wood flooring and a spacious bath with dual vanities, a makeup area and a large walk-in shower. Two guest suites each include a private en suite bath. An in-residence laundry room and one covered parking space complete the home. Grand Bay residents enjoy a clubhouse, designer-appointed lobby, two pools and spas, a fitness center with saunas, and Har-Tru tennis courts. Bay Isles privileges include gated entry, scenic walking paths and access to the private Gulf-front Bay Isles Beach Club, featuring white sand, an attended entrance, covered picnic and entertaining areas, tiki huts, barbecue grills, restrooms, changing rooms and beach-equipment storage. Optional membership is also available at the Longboat Key Club. Amenities vary by membership category and include 45 holes of championship golf, 20 Har-Tru tennis courts, private beach and pool facilities, spa and fitness facilities, restaurants and lounges, club events and marina access.

3040 Grand Bay Boulevard Unit 225, Longboat Key
$1,999,000
5 Beds ⋅ 3 Baths ⋅ A4699685 MLS
Discover an exceptional chance to complete a vision of waterfront luxury in the highly sought-after community of Country Club Shores on Longboat Key. This canal-front home offers the rare opportunity to pick up where the current owner left off—finishing a sophisticated coastal residence with the majority of major structural work already completed. For discerning buyers seeking to capture immediate equity and create a bespoke waterfront retreat, this property represents outstanding value in prime Longboat Key real estate. Set on a spacious 110’ x 110’ canal-front lot, the home features a fully reconstructed seawall and a private dock equipped with a 13,000-pound Platinum Series boat lift, providing effortless access to Sarasota Bay and the sparkling Gulf of Mexico. The residence is framed for approximately 3,089 square feet under air, offering 5 bedrooms and 3 bathrooms in an elegant coastal ranch-style layout designed for seamless indoor-outdoor living. Substantial improvements have already been executed to the highest standards: a brand-new roof, complete framing, exterior walls, plumbing and electrical rough-ins, natural gas lines, insulation, HVAC ductwork, and impact-resistant windows and doors. Premium materials and finishes—including custom Italian cabinetry, Miele appliances, designer fixtures, and additional high-end components—convey with the property. Engineer-prepared plans provide a clear roadmap for completion, empowering the next owner to personalize the final touches while benefiting from the extensive work already invested. Located in one of the best positions within the desirable Country Club Shores community, this fixer-upper presents the perfect canvas to realize the seller’s vision of an amazing luxury waterfront home. Imagine waking to serene water views, launching your boat from your private dock, and enjoying the effortless Florida lifestyle that defines Longboat Key. Just moments away, enjoy world-class amenities and recreation: championship golf at the prestigious Longboat Key Club, pristine Gulf beaches for sun-soaked days, and the vibrant dining and shopping scene at St. Armands Circle. Explore Sarasota’s renowned fine and performing arts venues, upscale boutiques, and waterfront restaurants—all while residing in this sought-after enclave. Whether you crave boating adventures, cultural experiences, or relaxed coastal living, this location delivers unparalleled convenience and luxury. Don’t miss this unique opportunity to complete a standout waterfront property and unlock its full potential in one of Florida’s most desirable communities.

525 Sloop Lane, Longboat Key
$950,000
3 Beds ⋅ 3 Baths ⋅ A4699679 MLS
Move right in and start enjoying the Longboat Key lifestyle! Perfectly positioned behind the gates of highly sought after Bay Isles, this beautifully renovated residence combines elegant updates, low-maintenance living, and one of the area's most desirable resort-style communities. Every major improvement has already been completed, allowing you to simply unpack and begin enjoying paradise. The thoughtfully redesigned kitchen is the heart of the home, featuring all-new appliances, a wine refrigerator, custom all-wood cabinetry with convenient pull-out shelving, and an open design that flows effortlessly into the spacious living and dining areas. New tile flooring extends throughout the kitchen, living room, and primary suite, while new carpet creates warm, inviting guest bedrooms. The impressive list of recent upgrades provides exceptional peace of mind, including a new tile roof with hurricane-rated skylights, hurricane-impact windows and doors, new HVAC system with UV air purification lights, tankless water heater, water softener, new garage door opener, fresh interior paint throughout, and beautiful plantation shutters installed throughout the home. One of the home's most outstanding features is the enormous private screened lanai, creating an exceptional outdoor living space rarely found in this price range. Complete with an awning for covered grilling and tranquil pond views, this oversized outdoor retreat is perfect for morning coffee, afternoon relaxation, entertaining friends, or enjoying Florida's spectacular sunsets. A charming garden patio, accessible from both the guest bedroom and laundry room brings in the Florida sunlight and a place to grow tropical plants or a private herb garden. Ownership in Bay Isles includes exclusive access to the private Bay Isles Beach Club, where residents enjoy deeded Gulf-front beach access complete with gated parking, pavilions, picnic facilities, grills, restrooms, and miles of Longboat Key's world-famous white sand beaches. Flood insurance is conveniently included within the HOA fees, providing additional value and peace of mind. Just minutes away, the Longboat Key Moorings Marina offers deep-water boating accommodations, waterfront dining, and one of the Gulf Coast's premier marinas. Residents also have the opportunity to apply for membership at the renowned Longboat Key Club, featuring championship golf, world-class tennis and pickleball, resort pools, spa facilities, fitness centers, private beach amenities, and exceptional waterfront dining. Beyond the gates, enjoy the sophisticated coastal lifestyle that makes Longboat Key one of Florida's most sought-after destinations. Discover award-winning restaurants, waterfront dining, boutique shopping, art galleries, and charming cafés throughout Longboat Key, while nearby St. Armands Circle and Lido Key offer additional upscale shopping, fine dining, entertainment, and beach experiences just a short drive away. Downtown Sarasota's vibrant arts, theater, and cultural attractions are also conveniently close. Whether you're searching for a year-round residence, seasonal retreat, or luxurious lock-and-leave home, this extensively updated Bay Isles residence offers an exceptional combination of quality, comfort, location, and resort-style amenities that is truly difficult to match.

2350 Harbour Oaks Drive, Longboat Key
$4,300,000
4 Beds ⋅ 5 Baths ⋅ A4699348 MLS
Experience timeless coastal luxury in this exceptional custom estate, perfectly positioned in the prestigious Country Club Shores on the sought-after south end of Longboat Key. Constructed by renowned John Cannon Homes, this classical waterfront residence showcases the exceptional craftsmanship, architectural detail, and quality for which the builder is celebrated. Soaring ceilings, elegant millwork, walls of glass, and exquisite finishes create a light-filled home that perfectly frames the surrounding water views while offering nearly 4,400 square feet of beautifully designed living space. Ideally situated just one home from Sarasota Bay, this rare waterfront property captures sweeping bay views while providing the privacy, protection, and peace of mind that come with its prime location and newer construction. Beautifully updated in 2025 by Brista Homes, the residence features four bedrooms, five full baths, a spacious game room, and a generous loft office with breathtaking bay views—an inspiring space for working remotely or simply relaxing while enjoying spectacular sunsets. Multiple indoor and outdoor living areas are thoughtfully designed for effortless entertaining and everyday coastal living. Light-filled interiors blend refined custom details with relaxed elegance. The gourmet kitchen, appointed with newer appliances (2022), opens seamlessly to the living and dining areas, creating an inviting setting for intimate family gatherings or grand-scale entertaining. The luxurious primary suite is a private sanctuary featuring direct pool access, an elegant tray ceiling, and dual custom walk-in closets. Upstairs, guest suites offer en-suite baths and generous closets, providing exceptional privacy and comfort for family and visitors alike. Extensive recent improvements include a new roof (2025), updated windows, new balusters, and thoughtfully selected designer finishes throughout, creating a residence that perfectly balances timeless elegance with today's modern conveniences. Outdoor living is equally extraordinary. Expansive terraces, a sparkling pool, and tranquil waterfront views create the perfect backdrop for the coveted Florida lifestyle. For boating enthusiasts, the deep-water canal frontage features a composite dock, a 12,000-pound boat lift, and a newer seawall, providing immediate access to Sarasota Bay and just minutes to the Gulf of Mexico. Country Club Shores is one of Longboat Key's most prestigious waterfront communities, encompassing 19 picturesque streets with distinctive nautical and golf-inspired names. The homeowners association maintains the beautifully landscaped common areas and hosts a variety of neighborhood social events, fostering an exceptional sense of community. Residents enjoy convenient beach access and an unbeatable location just minutes from the world-class shopping and dining of St. Armands Circle, as well as the acclaimed restaurants, theaters, galleries, and cultural attractions of downtown Sarasota. Offering panoramic water views, exceptional boating, beach access,and an outstanding south Longboat Key location, this is a rare opportunity to own an extraordinary waterfront residence where timeless architecture, modern luxury, and the very best of Florida coastal living come together.

657 Halyard Lane, Longboat Key
$899,000
2 Beds ⋅ 2 Baths ⋅ A4699520 MLS
Discover this stunning, completely renovated interiors two-bedroom, two-bath home nestled in the Historic Longbeach Village on the quiet north end of Longboat key. More than just a home, this is a true coastal lifestyle. Perfectly positioned just a five minute walk to the largest public beach on Longboat Key. you'll enjoy effortless access to sugar-white sand, breathtaking Gulf sunsets, and endless days of beachside relaxation. Thoughtfully redesigned with upscale designer finishes throughout, this charming residence blends timeless Old Florida character with modern luxury. Terrazzo floors flow throughout the home, while the fully remodeled kitchen features premium cabinetry, quality appliances, and a functional layout that's perfect for everyday living or entertaining. Both bathrooms have been beautifully renovated with high-end finishes, including a luxurious primary bath with a large soaking tub, custom walk-in shower, and designer tile. No detail was overlooked and no expense was spared in this exceptional renovation. Leave the car behind and stroll to local favorites including Whitney's The Shore, and Mar Vista, all just minutes away. Ride your bike through the peaceful village, walk to the beach, or simply relax and enjoy the tranquil surroundings that make this neighborhood so special. Just over the bridge, Coquina Beach offers pristine shoreline, stunning Gulf Views, convenient concessions, and a popular farmers market, while Anna Maria Island provides an abundance of boutique shopping, waterfront dining, and laid-back island atmosphere. St. Armands Circle is only a short drive away with upscale shopping, restaurants, theater, marinas, and boat launches. Opportunities to own a fully renovated home in Historic Longbeach Village with this combination of location, walkability, and coastal charm are rare. Don't miss your chance to experience the serenity, beauty, and unmatched lifestyle of Longboat Key.

580 Linley Street, Longboat Key
$1,160,000
3 Beds ⋅ 4 Baths ⋅ A4699300 MLS ⋅ Grand Bay 1 BLDG.
Virtually Staged. On the 3rd floor of Building One, this 3-bedroom, 3.5-bath residence opens to one of Longboat Key's signature views: the fairways and lagoons of the golf course in the foreground and Sarasota Bay stretching to the horizon beyond. A semi-private elevator landing opens to 2,369 square feet centered on a great room, where floor-to-ceiling sliders frame the water and open to a wide covered terrace. The living room and owner's suite both capture the bay-and-golf view and open to this terrace, while a second terrace off the kitchen overlooks the treetops and serves the two guest bedrooms. The kitchen features a center island, double wall ovens, and a built-in refrigerator. The owner's suite includes a custom walk-in closet and a marble bath with glass shower, soaking tub, and dual vanities, and one guest bedroom is fitted with a built-in desk and shelving for an easy home office. Original and ready for your finishes, it is a rare chance to make a bayfront retreat your own. Two deeded parking spaces and a private storage unit complete the offering. Behind the gates of Bay Isles, Grand Bay offers two heated pools, Har-Tru tennis, a fitness center, clubhouse, on-site management, and 24-hour security. Owners also receive deeded access to the private Bay Isles Beach Club on the Gulf. St. Armands Circle, downtown Sarasota, Harbourside golf and marina, and the beaches of Lido and Siesta Key are all minutes away.

3060 Grand Bay Boulevard Unit 133, Longboat Key
$3,100,000
4 Beds ⋅ 5 Baths ⋅ A4697745 MLS
Welcome to **617 Weston Pointe Court**, where timeless elegance meets the Florida waterfront lifestyle. Nestled within one of Longboat Key's most desirable gated golf communities, this exceptional **four-bedroom, five-bathroom** residence offers an extraordinary blend of luxury, privacy, and direct boating access to the Gulf. From the moment you step inside, you'll be captivated by the expansive open floor plan, soaring ceilings, and breathtaking views overlooking the tranquil canal. Designed for both everyday living and effortless entertaining, the spacious great room flows seamlessly into the gourmet kitchen and dining areas, creating a bright and inviting atmosphere throughout the home. The thoughtfully designed floor plan features a luxurious primary suite and two additional bedrooms on the main level, while the upstairs loft provides a versatile living space accompanied by an additional guest bedroom, offering comfort and privacy for family and visitors alike. At the heart of the home lies an incredible private courtyard oasis. The sparkling pool creates a resort-style setting between the main residence and a detached cabana complete with its own kitchenette and full bathroom—an ideal space for overnight guests, a private office, fitness studio, or poolside entertaining. For boating enthusiasts, this property truly stands apart. The **privately owned boat slip conveys with the home**, offering exceptional value and convenience. Positioned as the **last slip on the left**, it provides one of the easiest locations in the marina for entering and exiting with your boat, making every trip on the water effortless. The slip is equipped with a **boat lift**, and from your dock, it's approximately **15 minutes through the scenic canal to the open waters of the Gulf**, allowing you to spend less time navigating and more time enjoying life on the water. Whether you're hosting elegant gatherings around the courtyard pool, enjoying peaceful waterfront sunsets, or setting out for a day of boating, this remarkable Longboat Key residence offers the perfect combination of luxury, comfort, and coastal living. Don't miss this rare opportunity to own an exceptional waterfront home complete with a transferable private boat slip in one of Longboat Key's most sought-after communities. Schedule your private showing today and experience Florida waterfront living at its finest. Roof 2025, HOA covers Beach Club, lawn mowing, blow and trim, all landscaping maintained, pool care and irrigation, Owner will transfer boat slip with sale. Pool is electric heated. Paint on the outside is a few years old.

617 Weston Pointe Court, Longboat Key
$599,900
2 Beds ⋅ 3 Baths ⋅ A4698229 MLS ⋅ 848 BLDG.
Turn-Key Furnished Waterfront Townhome in Cedars East on Longboat Key! Beautifully updated 2-bedroom, 2.5-bath residence featuring tranquil water views, an expanded open floor plan, and an updated kitchen with shaker cabinetry, granite countertops, and stainless steel appliances. Offered fully furnished and move-in ready, it's ideal as a primary residence, seasonal retreat, vacation home, or investment property. Cedars East offers resort-style amenities including a heated junior Olympic pool, Har-Tru tennis courts, pickleball, fitness center, clubhouse, fishing pier, kayak launch, mangrove boardwalks, restaurant, and tiki bar. (Pool membership included. Some amenities require optional club membership.) Located just minutes from Longboat Key beaches, St. Armands Circle, Anna Maria Island, waterfront dining, shopping, golf, and downtown Sarasota, this is an outstanding opportunity to own in one of Longboat Key's premier waterfront communities. Buyer shall independently verify all room dimensions, association rules, membership requirements, rental restrictions, and all information deemed material.

848 Evergreen Way, Longboat Key
$1,349,000
2 Beds ⋅ 2 Baths ⋅ A4698365 MLS
Located on the coveted west side of Gulf of Mexico Drive, just steps from the beach, 392 Firehouse offers the relaxed coastal lifestyle Longboat Key is known for. Nestled on a quiet cul-de-sac surrounded exclusively by charming Key West-style homes, this beautifully updated residence blends timeless island architecture with thoughtful modern enhancements. Residents also enjoy the community pool located directly across the street, along with the convenience of walking to three of Longbeach Village's beloved restaurants, making it easy to embrace the island lifestyle. Designed for effortless indoor-outdoor living, the home features an enlarged rear deck, fully equipped outdoor kitchen, outdoor shower, and a gas fire pit—creating the perfect setting for entertaining or unwinding after a day at the beach. Hurricane-impact sliding glass doors provide a seamless connection to the outdoor living spaces while filling the home with natural light. The home's curb appeal has been thoughtfully elevated with an updated exterior stucco finish, classic Bahama shutters, an artistic shell stone paver driveway, new professional landscaping, and landscape lighting that enhances the property after sunset. Inside, refinished hardwood floors bring warmth and character throughout, while sleek glass railings in the loft add a contemporary architectural element. The primary suite is enhanced with custom California Closet built-ins, providing exceptional organization and storage. Additional improvements include a new air conditioning system (2023), Tesla electric vehicle charging station, and an irrigation system. Offering an exceptional location just steps from the Gulf beaches, within one of Longboat Key's most charming coastal enclaves, this meticulously updated home embodies the very best of island living.

392 Firehouse Lane, Longboat Key
$6,995,000
6 Beds ⋅ 7 Baths ⋅ A4697907 MLS
Pre-Construction. To be built. An extraordinary opportunity to create a world-class waterfront estate on Sarasota Bay, this stunning new construction residence offers the ultimate blend of luxury, craftsmanship, and coastal living in one of Sarasota’s most coveted locations. Situated on an expansive 11,000+ square foot bayfront homesite, this magnificent two-story design features six spacious bedrooms, six and a half impeccably appointed baths, and a three-car garage, thoughtfully curated to embrace both elegant entertaining and relaxed waterfront living. With permits already in place and construction ready to begin, buyers have the rare advantage of securing a brand-new custom home while potentially taking delivery turnkey furnished for a truly effortless transition to paradise. Designed to maximize breathtaking water views and the coveted Sarasota lifestyle, the residence will showcase superior architectural details, expansive living spaces, and seamless indoor-outdoor connections that celebrate the beauty of its spectacular setting. The resort-inspired outdoor oasis will feature a sparkling pool and spa, a fully equipped outdoor kitchen, and generous entertaining areas perfectly suited for hosting family and friends against the backdrop of stunning bay vistas and unforgettable sunsets. Boating enthusiasts will appreciate the exceptional location, offering immediate access to Sarasota Bay and the Gulf of Mexico, making this an ideal retreat for those who embrace life on the water. Beyond the privacy and prestige of this remarkable homesite, residents will enjoy the convenience of walking to the beloved restaurants, boutiques, and vibrant atmosphere of Sarasota’s charming north end, while the sugar-sand beaches and turquoise waters are just moments away. Every detail of this exceptional offering has been thoughtfully envisioned to deliver a lifestyle defined by luxury, comfort, and coastal elegance, creating a rare opportunity to own a brand-new waterfront masterpiece in one of Florida’s most desirable destinations. Whether envisioned as a year-round residence or an extraordinary seasonal retreat, this soon-to-be-completed estate represents the pinnacle of Sarasota bayfront living, where impeccable design, modern conveniences, and an unrivaled location come together to create a legacy property for generations to come. Construction has not started yet however plans are available! Call now for more details!

7094 Longboat Drive E, Longboat Key
$12,250,000
5 Beds ⋅ 6 Baths ⋅ A4697649 MLS
Under Construction. Now nearing completion and expected to be delivered in approximately 60 days. Positioned within the exclusive Harbor Section of Bay Isles on Longboat Key, 500 Harbor Cove Circle is a newly constructed waterfront estate offering a rare combination of exceptional boating access, modern architecture, resort-inspired living, and one of the Gulf Coast’s most coveted addresses. Located behind the double gates of Bay Isles and directly across from The St. Regis Longboat Key Resort, residents enjoy immediate proximity to world-class hospitality, fine dining, marina services, championship golf, and tennis, while ownership includes access to the Bay Isles Beach Club. Encompassing 5,120 square feet under air and 8,564 square feet total, the residence features 5 bedrooms, 5 full baths, 1 half bath, a private office, elevator access to all levels, and a 4-car garage. A fully integrated smart home automation system provides seamless control of lighting, climate, security, audio, window treatments, pool and spa functions, and key home systems throughout the property. The arrival experience unfolds through a lagoon-inspired reflecting pool, floating stairway, and lush tropical landscaping, creating a dramatic resort-style arrival. Architectural lighting, natural stone, warm wood accents, and expansive walls of glass establish a sophisticated coastal aesthetic throughout the residence. Inside, expansive living spaces are enhanced by Venetian plaster, custom millwork, large-format stone surfaces, and carefully curated architectural details. One of the home’s defining architectural statements is a dramatic 20+ foot monolithic travertine feature wall wrapping an entire corner of the residence, creating a striking design element rarely found in residential construction. The chef’s kitchen is anchored by an oversized Calacatta marble waterfall island, premium custom cabinetry, integrated appliances, and generous entertaining space. Designed for seamless indoor-outdoor living, the residence opens to expansive covered terraces, a resort-style pool and spa, and a fully equipped outdoor kitchen featuring a grill, pizza oven, refrigeration, and multiple gathering spaces. Wellness-focused amenities include a private fitness area, sauna, cold plunge, and dedicated spaces for relaxation and recovery, creating a private wellness retreat. For boating enthusiasts, the property offers approximately 100 feet of protected waterfront frontage with direct access to Sarasota Bay and the Gulf of Mexico in less than two minutes. The dock is designed to accommodate a substantial yacht while still providing room for multiple additional lifts for a tender, fishing boat, personal watercraft, and other recreational vessels—an increasingly rare offering among Florida’s premier waterfront estates. One of the Gulf Coast’s rare opportunities to enjoy new construction, large-yacht capability, and resort-inspired living within the exclusive Harbor Section of Bay Isles.

500 Harbor Cove Circle, Longboat Key
$2,195,000
3 Beds ⋅ 2 Baths ⋅ A4696535 MLS
This is the one * PERFECTLY POSITIONED ON A QUIET CUL DE SAC STREET AT THE PREFERRED SOUTH END OF LONGBOAT KEY * Located on the QUIET END OF THE CANAL with OPEN WATER JUST BEYOND YOUR DOCK and the PRIVATE BEACH ACCESS ONLY MINUTES AWAY * A quick 3 minute cruise to Sarasota Bay & the ICW & The GULF * This coveted Country Club Shores IV home has been LOVINGLY RENOVATED with a NEW Kitchen & modern amenities while retaining its classic charm * NEW KITCHEN CABINETS * NATURAL GAS STOVE * GE CAFE APPLIANCES * NEW Solid Core Doors * FULL HURRICANE PROTECTION * NEW TILE Flooring throughout * 2 Car Garage has a NEW Mini Split A/C * Primary Suite with a Spa-style Bath featuring a LARGE Walk-in Shower * BEAUTIFUL VIEWS OF YOUR POOL & PRIVATE CANAL * This THOUGHTFULLY CURATED HOME is an open floor plan * The additional Bedrooms are well-appointed and located in a way that allows for guest privacy * Impact Sliding Glass Doors surround the Outdoor Area * ROOF IS 9 YEARS YOUNG * WATER HEATER IS 3 YEARS YOUNG * All of this wraps your Caged Pool with Paver Decking and a Paver Walkway to your 2021 NEW SEAWALL & COMPOSITE DOCK with a 10,000lb Boat Lift & 2 Additional NEW Jetski Lifts PLUS a 2-step down Kayak Dock Launch with Power & Water * THIS IS A BOATER'S DREAM * The PERFECT HOME & OUTDOOR OASIS to entertain family & friends or just simply relaxing in your slice of paradise * PRIDE OF OWNERSHIP SHOWS IN THIS IMMACULATE HOME * Furniture is available * Just bring your suitcase * Country Club Shores is a well established waterfront neighborhood offering DEEDED BEACH ACCESS with a convenient south end location close to ST ARMAND'S CIRCLE, The new ST REGIS, and even downtown Sarasota * Join the Longboat Key Club offering 45 holes of championship golf & world class tennis * Your family will love this home * One look & you'll fall in love! *

549 Halyard Lane, Longboat Key
$1,250,000
4 Beds ⋅ 3 Baths ⋅ A4692818 MLS
Located within the gated and highly desirable community of Bay Isles on Longboat Key, this 4 bedroom, 3 bathroom pool home encompasses 2827 square feet of living space. The residence features a functional and spacious floor plan, including a well-appointed bedroom layout, an open kitchen and family room combo, and a formal living and dining room combo. This property is priced competitively, offering an exceptional opportunity for a buyer or investor to come in and renovate the home with their own personal style and modern finishes. The outdoor living area features a private pool, providing a quiet retreat within a stunning waterfront community. Bay Isles residents enjoy a premier island lifestyle with access to a private beach area and cabana, while separate memberships are available for those interested in world-class golf or the local marina. The location is ideal for enjoying the best of the Florida Gulf Coast, situated in close proximity to local restaurants, boutique shopping, and the famous St. Armand's Circle. Whether you are looking for a primary residence or a seasonal getaway, this home serves as the perfect canvas to create a custom masterpiece in one of Longboat Key's most sought-after enclaves.

3301 Bayou Road, Longboat Key
$12,995,000
4 Beds ⋅ 4 Baths ⋅ A4697487 MLS ⋅ South Building BLDG.
Perched atop the coveted South Building at L’Ambiance behind the gates of the Longboat Key Club, this extraordinary beach-to-bay penthouse redefines luxury coastal living. Encompassing nearly 5,000 square feet of refined interior space and complemented by more than 3,600 square feet of wraparound terraces, this rare residence offers the scale and privacy of a waterfront estate paired with the convenience and security of one of Longboat Key’s most prestigious condominium communities. From sunrise over Sarasota Bay to spectacular sunsets melting into the Gulf of Mexico, panoramic water views create a breathtaking backdrop from nearly every room. Arrive via a private elevator that opens directly into your own grand foyer, where ornate wrought-iron double doors reveal a residence defined by architectural elegance and meticulous craftsmanship. Cathedral coffered ceilings, intricate millwork, crown molding, custom built-ins, designer lighting, and expansive walls of newer impact glass create a dramatic yet inviting atmosphere throughout. Travertine flooring flows seamlessly from room to room, while floor-to-ceiling glass sliders open to expansive terraces, blending indoor and outdoor living on an unprecedented scale. At the heart of the residence, the impressive 34-by-41-foot living room is framed by Gulf views and surrounded by multiple entertaining spaces, including formal and informal dining areas designed for both intimate gatherings and grand-scale events. The gourmet chef’s kitchen is beautifully appointed with custom designer cabinetry, stone countertops, decorative appliance panels, a Wolf induction cooktop, oversized island, walk-in pantry, and generous workspace for effortless entertaining. Occupying its own private wing, the primary suite is a sanctuary. A private vestibule leads to a spacious lounge area, dual walk-in closets, and spa-inspired his-and-her bathrooms featuring custom vanities, stone finishes, soaking tub, separate shower, and abundant storage. Floor-to-ceiling glass opens directly to the terrace, where sweeping Gulf views create an ever-changing panorama. Two additional guest suites offer en-suite baths and walk-in closets, while a fourth bedroom—currently configured as a charming bunkroom—provides flexibility for family and guests. A spacious study can easily serve as a fifth sleeping area or executive home office. The outdoor living experience is simply unmatched. Expansive terraces wrap around the residence, creating multiple venues for dining, entertaining, and relaxation while capturing unobstructed views stretching from the Gulf shoreline across Sarasota Bay, the Longboat Key Club golf courses, and the downtown Sarasota skyline. L’Ambiance is widely regarded as one of Longboat Key’s premier beachfront addresses, offering residents exceptional amenities including 24-hour gated security, concierge services, on-site management, a recently renovated lobby and clubhouse, social rooms, fitness center, tennis courts, resort-style heated swimming pool and spa, private beach access, and a picturesque boardwalk leading directly to the Gulf of Mexico. Ideally positioned within the Longboat Key Club community, residents enjoy proximity to championship golf, tennis, marina facilities, waterfront dining, and miles of pristine Gulf beaches. This remarkable penthouse represents a rare opportunity to own one of the largest and most impressive beachfront residences on Florida’s Gulf Coast.

415 L Ambiance Drive Unit PH-F, Longboat Key
$2,050,000
3 Beds ⋅ 4 Baths ⋅ A4697202 MLS ⋅ 2450 BLDG.
Welcome home to this corner 3 bed/3.5 residence with sweeping southeast bay and city views at Marina Bay behind the Bay Isles gates on Longboat Key. This showstopping residence has been recently renovated with designer inspired flooring, fixtures and thoughtful details throughout. The kitchen and dining rooms are positioned to capture direct views of Sarasota Bay while offering every convenience including a full wet bar area with wine refrigeration, custom cabinetry, breakfast bar, cabinet pantry and large laundry room with another closet pantry. The expansive living area features incredible wall space for works of art with natural light from the floor to ceiling sliders surrounding the wraparound screen terrace which frames the city skyline and Sarasota Bay. The primary suite has its own private wing and boasts a large shower with multiple shower heads, floating vanity, designer stone tilework, two large walk-in closets and a peaceful bedroom sanctuary with access to the west terrace and tranquil sunset skies. Both guest bedrooms are ensuite with ample closet space (one walk-in and one built-in) and recently renovated bathrooms. Other highlights include hurricane shutters, plantation shutters, automatic shades in the main living area, an under-building parking space, semi-private elevator and membership to the Bay Isles Beach Club on the Gulf. The Beach Club is a private, gated retreat for Bay Isles residents offering a large outdoor pavilion, tropical cabanas, grills and picnic facilities, private showers and restrooms. Marina Bay is a pet friendly community with on-site management, heated pool & spa, gas grill area, fitness room, tennis and pickleball courts. Located nearby the Longboat Key Club Marina, Publix, CVS, Post Office and minutes from St Armands and the cultural hub of downtown Sarasota. Get ready to start your Longboat Life today!

2450 Harbourside Drive Unit 244, Longboat Key
$1,399,000
3 Beds ⋅ 3 Baths ⋅ A4697037 MLS
Expect luxury living and a world of conveniences within the serene enclave of Buttonwood Harbour on Longboat Key, where care and impeccable style converge in this 3BR/3BA tropical oasis. As you approach, the vast circular paver drive, embraced by lush, professionally maintained landscape, sets the stage for what awaits beyond the architecturally pleasing covered front entryway. Step inside to discover the attention to detail that defines this updated home, as gorgeous new tile floors throughout grace and harmonize with neutral tones and exquisite touches, including stately plantation shutters adorning every window. The flowing floor plan effortlessly guides you to the expansive pool area, blending indoor elegance with outdoor convenience. The beautifully remodeled kitchen is both stylish and functional, seamlessly connected to the living room, and featuring a large breakfast Island, tile backsplash, a wine refrigerator, and Bosch appliances. Relax in the cozy Florida room, which offers a tranquil retreat with walls of sliders that blur the boundaries between indoor and outdoor living. Outside, the sparkling heated pool beckons, surrounded by ample space on the lanai for entertaining or simply basking in the tropical ambiance. The expansive primary suite is a sanctuary of comfort, with slider access to the pool area, new tile flooring, and a remodeled primary bath boasting dual vanities and a glass-enclosed walk-in shower adorned with stunning tilework. Equally inviting, the two guest accommodations offer spacious comfort, with elegantly remodeled bathrooms. Set in a prized mid-key location, Buttonwood Harbour offers residents a short walk to the beach and a community Harbor with boat slips available to lease.

602 Buttonwood Drive, Longboat Key
$1,749,000
4 Beds ⋅ 4 Baths ⋅ A4695252 MLS
Longboat Key Waterfront Home combining Canal frontage & Deeded Beach Access. Key West-style home featuring 4-beds, 3.5-baths offering 2,688 SF on a .32-acre lot with 154 feet of canal waterfrontage. Elevated, engineered for storms, and built in 2007built in 2007 with concrete block construction, Hardie board siding, hurricane impact windows and doors, and a standing seam metal roof. A classic Key West-inspired design with an expansive wraparound porch, Barbados-style railings, and mature tropical landscaping creates an immediate sense of arrival. The paved driveway leads to a 2-car garage with an air-conditioned storage closet. Step through the beveled glass entry door with sidelights and into a grand living room with soaring 22-foot ceilings, a wood-burning fireplace, and a sweeping staircase that anchors the space. Plantation shutters throughout the home enhance the island vibe. The main living level is open and connected. The kitchen is outfitted with a center island, dual sinks, stainless steel appliances, stone countertops, dual pantries, and separate dining areas. A comfortable den is ideal for reading or watching the game, while a main-level office and bedroom with a full bath serve perfectly as a guest suite or in-law accommodation. Upstairs, the owner's suite is a genuine island escape. Two walk-in closets, two sets of glass French doors opening to an expansive private covered balcony. Spa-inspired bathroom with limestone floors, dual sinks, a soaking tub, and a separate shower. Two additional guest bedrooms share a full bathroom and a dedicated laundry area, each with its own balcony offering peaceful views. Throughout the home, wide-plank hardwood and travertine tile flooring, 8-foot doors, window seating, French doors, custom lighting, and custom bathroom tile showcase craftsmanship and quality. Outside, a large heated pool and spa sit within a beautifully landscaped two-story screened enclosure, with a pavered walkway leading to the dock at the water's edge — ready for your boat, kayak, or simply an evening watching the dolphins and manatees pass by. A screened lanai overlooks the canal, the perfect spot for a morning coffee or an evening cocktail. You are just four homes from Sarasota Bay with direct boating access in minutes and no bridges to open water. Deeded beach access to the Gulf of Mexico is directly across the street, where nightly sunsets are a daily ritual and the powdery sand of the Gulf shoreline is your backyard extension. Joan Durante Park is a short distance away. The neighborhood allows monthly rentals with an optional HOA — seasonal rental potential OK. The dining and lifestyle amenities: Harry's Continental Kitchen, Euphemia Haye and Loft, Shore Restaurant, and Drydock Waterfront Grill w/waterfront dining. The Longboat Key Club's two championship golf courses mean you never have to leave the island. The St. Regis Longboat Key, famous St. Armands Circle, and the energy of Sarasota.

793 Jungle Queen Way, Longboat Key
$4,395,000
6 Beds ⋅ 6 Baths ⋅ A4696767 MLS
Private Marina. Experience the pinnacle of coastal living in this exceptional new construction waterfront residence, ideally situated in the heart of Longboat Key. Perfectly positioned across from the community marina with direct boating access to the Gulf of Mexico, this move-in-ready home offers an extraordinary blend of modern elegance, superior craftsmanship, and the relaxed sophistication of island life. Spanning 4,106 square feet, this thoughtfully designed residence features 5 spacious bedrooms, a private office/den, and 4 luxurious bathrooms, creating an ideal setting for both everyday living and entertaining. Finished floor elevation above base flood elevation, the home provides added peace of mind while maximizing its commanding presence. Designed to embrace Florida’s indoor-outdoor lifestyle, expansive sliding glass doors seamlessly connect the interior living spaces to two generous covered lanais, overlooking a resort-style heated pool and spa. Whether hosting sunset gatherings or enjoying a quiet morning overlooking the water, every space has been crafted to capture the beauty and serenity of waterfront living. Inside, quality finishes and attention to detail abound. Wide-plank engineered hardwood flooring flows throughout the home, complemented by designer quartz countertops, custom cabinetry, and an open-concept floor plan filled with natural light. The chef-inspired kitchen serves as the centerpiece of the home, featuring an oversized island, premium finishes, and a spacious walk-in pantry. The convenience of dual laundry rooms further enhances the home's thoughtful design. For boating enthusiasts, the property features a concrete seawall and marina access, offering quick and convenient access to Sarasota Bay and the Gulf waters beyond—making it easy to enjoy world-class fishing, waterfront dining, and unforgettable days on the water. A boat slip is currently leased by the owner. Tucked away on a quiet street, yet just moments from Longboat Key’s pristine beautiful sand beaches, championship golf courses, marinas, boutique shopping, and renowned dining destinations, this residence delivers the perfect balance of privacy and accessibility. Offering the rare combination of new construction, waterfront location, elevated construction, luxury finishes, and Gulf boating access, 626 Buttonwood Drive represents an exceptional opportunity to own a premier Longboat Key waterfront retreat in one of Florida’s most coveted coastal communities. Luxury. Boating. Beach Life. Welcome Home.

626 Buttonwood Drive, Longboat Key
$2,795,000
4 Beds ⋅ 4 Baths ⋅ A4696488 MLS
Tucked away on the coveted north end of Longboat Key, this custom-designed coastal contemporary residence offers a rare blend of modern architecture, boating access, and waterfront living. Designed by architect Mark Sultana of DSDG, the home was completed in 2011. Positioned along a protected saltwater canal with private dockage and just moments from the Gulf's sandy shoreline, this island retreat captures tranquil water views, tropical surroundings, and spectacular sunsets from multiple levels. Spanning nearly 3,100 square feet, the four-bedroom layout is designed for effortless indoor-outdoor living. The main level serves as the heart of the home, where soaring 18-foot whitewashed cypress ceilings crown the open great room. A contemporary gas fireplace with gray glass tile anchors the living area, while walls of impact-rated glass fill the residence with natural light and frame views of the canal and lush mangroves beyond. The open-concept design seamlessly connects the living room, dining area, and gourmet kitchen, creating an ideal environment for both entertaining and everyday enjoyment. The chef's kitchen is appointed with custom solid-wood cabinetry by Campbell Designs, quartz countertops, glass tile backsplash, breakfast bar, oversized pantry, water filtration, and premium appliances. Thoughtful details such as Lutron lighting system, built-in audio throughout the interior and exterior, impact-rated doors and windows, soft-close drawers, metal barrel roof, propane-fueled pool heater and outdoor grill, oversized two-car garage with workshop, abundant storage, and dedicated kayak storage enhance both function and style. An open staircase crafted from powder-coated aluminum with blonde maple treads creates an architectural focal point while connecting the living spaces. The second level is devoted to private accommodations, including two guest bedrooms sharing a beautifully appointed bath, with one currently configured as a den. The upper floor is highlighted by the primary suite featuring dual walk-in closets, a private waterfront terrace, and spa-inspired bath with freestanding soaking tub, marble-topped dual vanity, oversized glass shower, and separate water closet. Adding exceptional flexibility, a detached cabana suite overlooks the pool deck and serves as a private guest retreat. Complete with a full bath, walk-in closet, morning kitchen, and separate entrance, this space functions perfectly as a fourth bedroom, guest quarters, home office, or artist's studio. Outdoor living is equally impressive. White terrazzo terraces on each floor overlook the 36-foot lap pool and spa with waterfall feature, creating a private tropical setting enhanced extensive landscape lighting, mature exotic foliage, and lush zoysia grass. The private IPE wood dock includes an 8,000-pound lift, kayak launch, water and electric service, and underwater lighting for boating enthusiasts. Located on one of Longboat Key's most desirable stretches, residents enjoy deeded access to the island's pristine Gulf beach just across the street, waterfront dining, marinas, and scenic biking paths. The Longboat Key Club's golf and tennis facilities are nearby, while St. Armands Circle offers boutique shopping and acclaimed restaurants just minutes away. Downtown Sarasota's cultural attractions are easily accessible, creating an exceptional coastal lifestyle that blends privacy, recreation, and convenience.

705 Jungle Queen Way, Longboat Key