Longboat Key Listings

Some or all of the listings below are provided by the Longboat Key office.
$3,999,000
Active

Sarasota Area Condominium

Active

258 Golden Gate Point 801 Sarasota, FL 34236

3 Bed
4 Baths
3031 sqft
MLS# A4633477
Virtual Tour
Experience the perfect blend of contemporary downtown living and breathtaking bay and city views in this rarely available three-bedroom-plus-media-room residence at Majestic Bay. Nestled in the desirable Golden Gate Point enclave, this exclusive residence offers unparalleled access to Sarasota’s vibrant city center, with museums, fine dining, cultural events, and the Sarasota Bayfront just steps away. Occupying the entire eighth floor, this 3,000+-square-foot home offers the privacy and spaciousness of a single-family residence. Panoramic vistas of Sarasota Bay, the John Ringling Bridge, and the city skyline grace every room, complemented by stunning sunsets that enhance the living experience. The residence is accessed via a private elevator from your two-car garage to the foyer, creating a seamless entry into this sophisticated getaway. The thoughtfully designed interior features travertine flooring, sleek stone finishes, and walls of impact windows that flood the space with natural light. The gourmet kitchen is equipped with wood-stained shaker-style cabinetry, granite countertops, stainless steel appliances including a Wolf gas range and built-in oven, an extended breakfast bar, and a charming breakfast nook with built-in desk. Its open-concept design flows effortlessly into the formal dining and living areas, ideal for entertaining or relaxed evenings at home. The primary suite is a tranquil escape, positioned in the southeastern corner for privacy. This spacious retreat features an en-suite bathroom, expansive walk-in closet, and direct access to one of the home’s two terraces. Two guest suites, both with walk-in closets, and a versatile media room/den are arranged in a split layout to ensure privacy for all. One guest suite is currently utilized as an office/den. Two north- and south-facing terraces provide convenient outdoor living spaces accessible from multiple rooms. These private retreats extend the living areas while showcasing stunning views of Sarasota Bay and the iconic John Ringling Bridge. Majestic Bay, a boutique community of just ten residences, offers exceptional amenities designed to elevate your lifestyle. Residents enjoy a club room, library, fitness center, heated pool and spa, and a summer kitchen on the pool deck. The rooftop terrace provides an ideal space for entertaining while enjoying unparalleled city and bay views. Adding to its appeal, this residence includes its own deep-water dock and 10,000-pound lift, making it a boater’s dream.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Roger Pettingell
$3,995,000
Active

Sarasota Area Single Family Home

Active

1400 Siesta Drive Sarasota, FL 34239

3 Bed
3 Baths
5380 sqft
MLS# A4641956
Virtual Tour
Three levels of modern updates define this remarkable bayfront retreat in one of Sarasota’s most sought-after locations. This home is perfectly positioned on an oversized corner lot with nearly 250 feet of frontage on two sides, offering unparalleled views and seamless access to Sarasota Bay. A newly installed dock and kayak launch make this a true boater’s paradise. A gated entry and winding pavered driveway set the stage for the architectural beauty that awaits inside. The nearly 5,400-square-foot interior has been masterfully reimagined, with sleek designer finishes, custom built-ins, and an open-concept layout that maximizes the breathtaking bayfront backdrop. Expansive walls of glass invite an abundance of natural light, while oversized porcelain tile flooring connects each space with contemporary sophistication. The main living area is an entertainer’s dream, with a spacious great room anchored by a built-in wet bar, and a formal dining area that capitalizes on the home’s panoramic views. The chef-inspired kitchen is a showpiece of style and function, featuring custom cabinetry, floating open shelves, quartz countertops, mirrored tile backsplash, an oversized island with seating, and top-of-the-line stainless steel appliances—including a built-in coffee bar. A French door leads to the waterfront terrace, where dazzling sunset views create the perfect evening ambiance. A private sanctuary awaits on the top level, where the primary suite offers a luxurious escape with its own waterfront terrace and spiral staircase leading to the outdoor living areas below. The walk-in closet is a curated masterpiece of custom built-ins, while the spa-like en-suite bathroom showcases exquisite details, including gold fixtures, floor-to-ceiling designer tile, soaking tub, and glass-enclosed shower with multiple showerheads. The ground level is designed for comfort and versatility, with two additional guest suites that open to the pool deck. The largest of these suites features an en-suite bathroom and built-in dry bar. Outdoor living is equally exceptional, with a resurfaced heated swimming pool and spa, expansive deck, and covered cabana areas that create an inviting retreat for waterfront relaxation. The premier location of this exclusive residence is minutes from downtown Sarasota’s vibrant arts and dining scene, St. Armands Circle’s luxury shopping, and the world-famous beaches of Siesta Key and Lido Key.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Roger Pettingell
$3,995,000
Active

Sarasota Area Single Family Home

Active

7418 Westmoreland Drive Sarasota, FL 34243

5 Bed
4 Baths
3502 sqft
MLS# A4630261
Virtual Tour
This beautifully updated bayfront residence in historic Whitfield Estates offers a seamless blend of contemporary design and modern conveniences. Set on over half an acre of direct bayfront property, this elevated home provides an expansive and private retreat for luxurious coastal living. Move-in ready, every detail has been meticulously curated to enhance comfort, style, and functionality. A new metal roof (2021), Hardie Plank siding, impact windows, sliders, and exterior doors ensure lasting durability and peace of mind. Additional updates include a whole-house gas generator, zoned air-conditioning, and modernized plumbing and electrical systems. Spread across two living levels and offering more than 3,500 square feet inside, this five-bedroom home is a showcase of chic design and thoughtful details. A three-stop elevator ensures effortless navigation between floors, while modern stair railings add a stylish touch. The hub of the main level is the stunning quartz chef’s kitchen overlooking the great room, where a stone-encased fireplace creates a striking focal point. Professional-grade appliances, including a Wolf gas cooktop and Sub-Zero refrigerator with wine cooler, plus an expansive island with seating and storage all provide the perfect space for cooking, dining, and gathering. Pocketing glass sliders lead to a screened balcony that spans the width of the home, complete with a stainless-steel summer kitchen and ample room for entertaining while enjoying sweeping bay views. The primary suite, located on the main level, is a serene retreat with custom walk-in closet and access to the bayfront terrace. The en-suite bathroom features spa-inspired elements, including a soaking tub, glass shower, double vanity, and water closet. Two additional bedrooms on this floor (one currently serving as an office) share a fully updated bathroom, and the nearby laundry room adds convenience. The upper-level features two additional bedroom suites, including an oversized guest suite with its own morning kitchen, perfect for overnight visitors. The ground floor includes an exercise room, game room, and cabana that access the heated saltwater swimming pool with an expansive pavered deck, overlooking the nearby gazebo and tranquil waters of the Bay. The lush property grounds offer Florida-friendly landscaping and a variety of outdoor spaces for relaxation and entertainment. Installation of a brand-new dock and 10,000-pound lift will soon be underway, with an expected completion date of 2025. Car enthusiasts will appreciate the garage that accommodates more than three cars, with three bays and oversized workspace. Just minutes from the pristine Gulf beaches, the home is also a short drive from downtown Sarasota and Bradenton. Explore Florida’s renowned Cultural Coast, where world-class theaters, art galleries, museums, boutique shopping, and eclectic dining create a vibrant and sophisticated lifestyle.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Roger Pettingell
$3,995,000
Active

Sarasota Area Single Family Home

Active

279 Robin Drive Sarasota, FL 34236

3 Bed
4 Baths
3933 sqft
MLS# A4638870
Virtual Tour
This impeccably maintained waterfront home is nestled in the exclusive Bird Key community, offering an extraordinary blend of privacy and direct, deep-water boating access. Spanning nearly 4,000 square feet, this elevated three-bedroom plus den and family room residence is designed to maximize its marina views, creating a seamless connection between indoor and outdoor living. A grand entryway welcomes you into a thoughtfully designed interior filled with natural light, soaring ceilings, multiple fireplaces, and expansive glass sliders that frame the picturesque waterfront. The open-concept living and dining areas create an effortless flow, while the gourmet kitchen is equipped with sleek countertops, custom cabinetry, island, breakfast bar, and built-in desk. A cozy breakfast nook overlooks the water, providing a serene space to start your day. The split-bedroom floor plan ensures privacy for both residents and guests. The primary suite is an oversized luxurious retreat, featuring private access to the waterfront pool deck, walk-in closets, and lovely en-suite bathroom with dual vanities, soaking tub, and walk-in shower. The guest suites are equally inviting, each offering a sunny ambiance and ample space. A highlight of this home is the dedicated office/library with walls of built-ins, perfect for working from home or enjoying a private reading space. Additional features include a custom wet bar room with temperature-controlled wine storage and abundant storage throughout. Outdoor living is a dream with a screened-in lanai, heated pool, and multiple seating areas designed for relaxation and entertaining. The property also includes a 12,000-pound boat lift with direct access to Sarasota Bay and the Gulf of Mexico, making it ideal for boating enthusiasts. Bird Key is one of Sarasota’s most coveted waterfront neighborhoods, known for its prime location and exceptional amenities. Residents enjoy proximity to the Bird Key Yacht Club, with its dining, tennis, and marina facilities. Just minutes away, St. Armands Circle offers boutique shopping, fine dining, and cultural attractions, while downtown Sarasota boasts world-class theaters, galleries, and entertainment venues. This waterfront sanctuary combines an unparalleled lifestyle with the best of coastal living.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Roger Pettingell
$3,995,000
Active

Longboat Key Area Single Family Home

Active

1560 Harbor Sound Drive Longboat Key, FL 34228

3 Bed
5 Baths
4213 sqft
MLS# A4635600
Virtual Tour
This impeccably updated waterfront residence in the prestigious Bay Isles Harbor neighborhood offers a seamless blend of luxury and coastal charm. Located behind the secure, 24-hour manned gates of Bay Isles, this home has been meticulously enhanced with thoughtful renovations inside and out. Recent improvements include lush new landscaping (2024), impact windows (2018), a renovated family room, kitchen, bathroom, and laundry room (2021), all new air-conditioning systems (2021/24),custom built-ins in the primary suite’s walk-in closets (2024), resurfaced deck, swimming pool, and spa (2015), new pool heater and variable speed pump (2023), new boat lifts (2013), and a tile roof (2011). Spanning over 4,200 square feet, the interior welcomes you with double doors that open to soaring cathedral ceilings and floor-to-ceiling impact glass, creating a dramatic entry filled with natural light. The living and dining areas offer stunning views of the newly resurfaced pool deck and the tranquil waters beyond. The chef’s kitchen is designed for both style and function. Quartz countertops, a five-burner gas cooktop, stainless steel appliances, double built-in ovens, and shaker-style cabinetry provide the perfect culinary setting. Overlooking the family room, this space is enhanced by bay window bench seating, ideal for informal dining. The family room features custom built-ins, a double wine cooler, gas fireplace, and tongue-and-groove ceiling, with glass sliders leading to the Florida Room for additional versatility. All bedrooms are en-suite, ensuring privacy and comfort. Two guest suites are located on the first floor, separated by a private den, with the east-facing suite offering direct pool access. The second floor is dedicated to the primary suite, complete with an oversized loft featuring a built-in office and wet bar. Through double doors, the secluded bedroom opens to a private waterfront terrace with a spiral staircase leading down to the pool deck. The suite also includes dual walk-in closets with custom storage, dedicated vanity area, and marble en-suite bathroom. Designed for effortless outdoor living, the exterior is an entertainer’s dream. The expansive pavered pool deck offers multiple lounging and dining spaces, surrounding a resurfaced heated swimming pool and spa. Boaters will appreciate the 100+ feet of waterfront, multiple docks, 16,000-pound lift, and direct, unobstructed access to Sarasota Bay. As a Bay Isles resident, exclusive membership to the Bay Isles Beach Club provides private beach access just a short bike ride away. Nearby, the Longboat Key Club offers an unparalleled resort-style experience (requires membership), with championship golf courses, award-winning tennis facilities, a Gulfside pool deck, a state-of-the-art fitness center, spa services, fine dining, and a full-service marina catering to boating enthusiasts. Combining sophisticated design with a coveted waterfront location, this remarkable residence delivers the ultimate in coastal luxury.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Roger Pettingell
$3,995,000
Pending

Longboat Key Area Condominium

Pending

1241 Gulf Of Mexico Drive 1005 Longboat Key, FL 34228

3 Bed
3 Baths
2650 sqft
MLS# A4640586
Virtual Tour
Elevate your lifestyle in this impeccably and completely renovated 3BR/3BA residence at The Water Club, a prestigious direct beachfront community on Longboat Key. Arriving at your private elevator foyer, you are greeted by a luminous interior where 10’ ceilings, walls of glass and refined neutral accents frame show-stopping panoramic views of the Gulf, beach, Sarasota Bay and city skyline from every room. The open-concept layout features a striking contemporary kitchen equipped with top-of-the-line Miele and Sub-Zero appliances, a built-in coffee station, a stainless-steel hood, a generous center island, a glass tile backsplash, sleek European cabinetry, a wine refrigerator and a discreet built-in bar cabinet, perfectly designed for culinary creativity and entertaining. The living room commands attention with its uninterrupted vistas over the endless horizon, while the primary suite offers a sophisticated retreat complete with a study area, private terrace with Gulf views, and a spa-like en suite bath with a freestanding tub, dual vanities, a glass-enclosed shower and a separate water closet. Completing this exceptional residence is a separate private garage with a dedicated parking space and the option to purchase furnishings separately. Residents of The Water Club enjoy 16 acres of prime beachfront property with 24-hour security, full concierge services and an array of updated amenities, delivering the ultimate lifestyle on Longboat Key.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Ryan Ackerman
$3,995,000
Active

Sarasota Area Single Family Home

Active

1714 Irving Street Sarasota, FL 34236

4 Bed
5 Baths
4366 sqft
MLS# A4633865
Virtual Tour
This West of Trail gem is a stunning blend of timeless charm with modern luxury, nestled in one of Sarasota’s most sought-after neighborhoods. Set on an oversized corner lot in the desirable Hudson Bayou community, this custom-designed home, originally built in 2012 and completely renovated by architect John Potvin and luxury home builder Murray Homes in 2019, offers a gracious living experience inside and out. The main residence features three spacious bedrooms, while a detached one-bedroom guest house with an attached one-car garage provides a private retreat for visitors. A charming porch and picturesque white picket fence set the stage for the warm, inviting atmosphere that defines this home. Step inside to discover a beautifully designed interior with natural wood flooring, custom built-ins, and high-end finishes throughout. The heart of the home is the chef’s kitchen, where marble countertops, a large island, top-tier stainless steel appliances, a Wolf gas range, and custom cabinetry create a space as functional as it is stylish. An adjacent breakfast nook and built-in beverage center add to the kitchen’s appeal. The open-concept design seamlessly connects the kitchen to the dining and living areas, making it perfect for entertaining. A stunning curved staircase leads to the private upstairs sanctuary, where the primary suite is a luxurious retreat featuring a sitting room, dual walk-in closets, and his/her spa-inspired bathrooms with a soaking tub, steam shower, and dual dressing areas. The option to create your primary sanctuary on the main level is also available. Additional bedrooms (one bedroom is being used as a library/study) are generously sized, each offering walk-in closets and access to well-appointed bathrooms. The outdoor living spaces are just as impressive. The central courtyard features a heated swimming pool with a sun shelf, waterfall spa, and elegant stone decking. A screened-in patio houses a fully equipped summer kitchen with a gas grill and dining area, ideal for year-round gatherings. A trellis covered lounge area with fire pit provides a cozy setting to unwind, surrounded by lush tropical landscaping for privacy. This residence also includes ample storage and meticulous landscaping that enhances its curb appeal. Located in Hudson Bayou, a family-friendly, downtown neighborhood, this home is positioned in one of Sarasota’s most sought-after school districts. You will love the walkability to the best that Sarasota offers, including the bustling activities of downtown and Sarasota Bayfront, the Main Street farmers market, and cultural attractions. Plus, just a short drive away, you can relish three of Sarasota’s most popular Gulf beaches. Offering the perfect blend of serene living and urban convenience, this remarkable residence is a one-of-a-kind opportunity in the heart of Sarasota.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Roger Pettingell
$3,995,000
Pending

Longboat Key Area Single Family Home

Pending

3491 Bayou Sound Longboat Key, FL 34228

4 Bed
6 Baths
5730 sqft
MLS# A4641138
Virtual Tour
Under contract-accepting backup offers. Welcome to the secure, double-gated Bay Isles Bayou community on Longboat Key. Set on an exclusive waterfront lot just two houses down from the open waters, this extraordinary estate boasts over 5,700 square feet of refined living space, capturing breathtaking west-facing views over Buttonwood and Cranes Bayou. Step inside to soaring 20-foot ceilings, a magnificent crystal chandelier, and an inviting formal great room adorned with custom built-ins and a stately fireplace—each detail reflecting the grandeur and grace of this one-of-a-kind residence. This home features four expansive bedrooms, four full baths, and two half baths, along with an updated hydraulic elevator for seamless access to every level. The heart of the home is this chef’s kitchen that features quartz and granite countertops, exquisite European-style cabinetry, and top-of-the-line Wolf and commercial-grade appliances. A spacious center island with a prep sink provides ample workspace, while stunning water views elevate every culinary experience. The owner’s suite is a true private retreat, offering separate baths and an astonishing 300+ square foot walk-in closet. A private staircase leads to the primary office, where walls of windows frame sweeping bayfront panoramas—an inspiring space for work or quiet reflection. A modern spiral staircase with glass railings leads to the second level, where two additional en-suite bedrooms and a sprawling den await. Added in a 2011 renovation, the den features floor-to-ceiling bayfront windows, a private half bath, and access to the upper-level sunset terrace—the ultimate sanctuary to soak in the Gulf’s radiant hues. Designed for true indoor-outdoor living, the fully enclosed lanai features electric retractable screens, a spa-like pool with an elevated hot tub, and sweeping water views that are the perfect backdrop for sunset soirees.. Boating enthusiasts will delight in the oversized dock, equipped with a 10,000-lb boat lift and a 2,000-lb hoist for jet skis or other water toys, ensuring effortless access to Longboat Key’s world-class waterways. Beyond its breathtaking beauty, this home offers peace of mind and lasting quality, with recent upgrades including a newer roof, all-impact windows and doors throughout, a whole-house automatic generator, all-new AC units, a private well for irrigation, and new hot water heaters—ensuring effortless luxury for years to come. As a Bay Isles resident, you’ll enjoy exclusive access to the Bay Isles Beach Club, a private Gulf-front oasis. Nearby, the Longboat Key Club offers championship golf, award-winning tennis, a Gulfside pool deck, a state-of-the-art fitness center, spa services, and fine dining, along with a full-service marina for yachting enthusiasts. Stroll or bike to Publix, the public tennis center, town hall, the library, and local art shows at the Caron Family Pavilion. Just a short drive away, indulge in the luxury shopping and culinary delights of St. Armands Circle, the cultural energy of Downtown Sarasota, and the convenience of Sarasota International Airport. This grand waterfront residence offers an unrivaled price per square foot—a rare opportunity in this highly coveted enclave. While a discerning buyer may wish to personalize some cosmetic details, the most critical and costly updates have already been addressed, ensuring seamless, stress-free luxury living. Here, at the water’s edge, coastal dreams come to life. This is more than a home—it’s a lifestyle.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Ryan Heers
$3,900,000
Active

Longboat Key Area Single Family Home

Active

549 Sloop Lane Longboat Key, FL 34228

4 Bed
4 Baths
4127 sqft
MLS# A4618514
Virtual Tour
Experience unparalleled luxury and elegance at this prestigious Country Club Shores residence, nestled on the sought-after south end of Longboat Key. Designed by renowned architect and interior designer George Merlin, this stunning 4BR/5BA Mediterranean-style home offers over 4,100 sq. ft. of sophisticated living space. As you step inside, the grandeur of the open floor plan, with 14’ ceilings and walls of windows, immediately draws your attention to the breathtaking water views of the canal and Sarasota Bay. Located only one home in from the Bay allowing for easy access to Sarasota Bay and the Gulf of Mexico. Every detail is meticulously crafted, from the crown molding and oversized Italian marble fireplace in the Grand Room to the custom 1800-bottle wine cellar with an Old-World design, offering a perfect blend of style and functionality. The gourmet chef-style kitchen is a culinary dream, equipped with stainless steel appliances custom lighting, double Advantium and Trivection Ovens, two dishwashers, Thermador Pro Series burner gas range with griddle, Samsung Smart Touch 4 door refrigerator, Meile custom built-in coffee system, Sharp under counter microwave drawer and a large granite island making entertaining a delight. The media room, with its 13' screen LED projector, transforms into a cinematic wonderland, while the adjacent wine-tasting area adds a touch of sophistication to your evenings. Each bedroom offers serene water views, providing a peaceful retreat at the end of the day. The spacious master suite is a true sanctuary, featuring double balconies, a luxurious master bathroom with a jet tub and a walk-in steam shower. Step outside to your private oasis, where luxury and relaxation converge. The custom heated pool and spa, with stunning waterfall features and a bronze mermaid statue, create a serene escape. Recent upgrades ensure elegance and efficiency with the pebble tech pool finish, new pumps and gas heater. Entertain effortlessly in the outdoor summer kitchen with a stainless-steel BBQ while watching your favorite football team on television. The home is thoughtfully designed for convenience and accessibility, with rough ins for an elevator that access all three levels. Enjoy the 4 ½ car garage, two water heaters, and all new A/C’s within the last five years. The property also features a $130k concrete sea wall (2020) and over 100’ of composite double dock, complete with a 12,500 lb. lift and an outer low dock for kayaking. An established, intimate community, Country Club Shores is one of the most coveted locations on Longboat Key with easy access to golf, tennis, boating and exclusive beach sunsets on your Deeded Beach. All the world-class boutiques and restaurants of St. Armands Circle are nearby, and the cultural attractions, shopping and dining venues of downtown Sarasota are just a short drive away. ** Great Room image is Virtually Staged.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Tracey Stetler
$3,795,000
Active

Longboat Key Area Condominium

Active

435 L Ambiance Drive K405 Longboat Key, FL 34228

2 Bed
3 Baths
2820 sqft
MLS# A4632143
Virtual Tour
Breathtaking sunset views welcome you to this beach-to-bay retreat at L’Ambiance, where panoramic vistas stretch from the Gulf of Mexico to downtown Sarasota. This fourth-floor residence, spanning nearly 3,000 square feet, has been thoughtfully reimagined to provide an effortless flow through its upgraded interior. Arriving from the private elevator lobby, you are greeted by wonderful updates including designer tile and wood flooring, custom built-ins, and an electric fireplace in the open living and dining areas. A nearby bar enhances entertaining, while walls of glass sliders, equipped with storm shutters, open to two expansive terraces. These east and west-facing outdoor spaces allow you to savor both sunrises and sunsets, offering the perfect start or end to any day. Adjacent to the great room, the chef’s kitchen has been recently reconfigured to blend seamlessly with the family room, a flexible space that can be converted into a third bedroom if desired. This gourmet area boasts a large dining island, quartz countertops, stainless steel appliances, sleek shaker-style cabinetry, tray ceilings with inset lighting, and elegant pendant fixtures. Each private bedroom suite is designed for ultimate comfort, featuring newer hardwood flooring and thoughtful finishes. The primary suite, a peaceful Gulf-facing retreat, includes terrace access, stunning sunset views, and a renovated marble en-suite bathroom with ideal separation for ultimate privacy. The guest suite is situated on the eastern side of the residence, offering its own bayfront terrace, and an en-suite bath. Convenience abounds with secure under-building parking, a private storage locker, and individual wine storage. Located behind the gates of the exclusive Longboat Key Club, L’Ambiance offers an array of first-class amenities. Residents enjoy on-site management, 24-hour security, concierge services, a modernized building lobby, a clubhouse with social spaces, a fitness center, tennis courts, and a Gulfside heated swimming pool and spa. A private boardwalk leads to pristine Gulf beaches where you can bask in the beauty of one of Florida’s most coveted coastlines. This residence provides the ultimate coastal lifestyle in a premier Longboat Key location.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Roger Pettingell