Longboat Key Listings

Some or all of the listings below are provided by the Longboat Key office.
$4,495,000
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Sarasota Area Single Family Home

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201 N Washington Drive Sarasota, FL 34236

4 Bed
5 Baths
4335 sqft
MLS# A4614541
Pre-Construction. To be built. Discover luxury living in this new 4,300-square-foot St. Armands residence by high-end home builder Walsh Design and Build LLC (in conjunction with architectural designs). Embodying transitional style, the home features warm natural materials and rich colors, allowing ample opportunity to make your own personal selections while still in the early stages of construction. Located within walking distance of vibrant St. Armands Circle, the home welcomes you with a sleek, black matte metal entrance door, leading into a foyer adorned with saturated colors and warm wood tones. The expansive great room showcases a custom ledgestone wall with floating shelves and wood slat panels, complemented by 16-foot sliding doors opening to the pool area. The kitchen blends warm wood tones with white cabinetry and matte soapstone-look countertops, accented by a striking backsplash that adds dramatic flair. A large window behind the cooktop, flanked by floating shelves and wood slat panels, enhances the culinary experience. The primary bathroom exudes serenity with spa-like walnut wood finishes, textured natural tiles, a pebble shower floor, wood slat details, and backlit round mirrors. Adjacent, a yoga (or workout) room offers tranquil garden views through ample windows. Guest bathrooms feature unique tile work, while the study and 14’x18’ bonus room offer plenty of room for a growing family. Outdoors, the custom swimming pool includes a sun shelf lounge area, complemented by an expansive lanai featuring a raised deck and built-in fire pit. Positioned near the lively St. Armands Circle, this home offers easy access to Lido Key and Longboat Key beaches. Elevate your lifestyle with exclusive memberships at The Ritz Members Club, Sarasota Yacht Club, or Longboat Key Club, enhancing your social calendar with premium amenities just moments from your doorstep.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Roger Pettingell
$4,295,000
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Longboat Key Area Single Family Home

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2945 Pyrula Drive Longboat Key, FL 34228

5 Bed
5 Baths
3815 sqft
MLS# A4617951
Virtual Tour
Discover unparalleled modern living at this custom contemporary residence nestled on a quiet street in the heart of Longboat Key. The exterior of this striking residence is a harmonious fusion of richly stained wood, imported stone, and oversized glass windows, each uniquely shaped to create a stunning visual impact. As you enter through the glass front door, you're immediately greeted by walls of floor-to-ceiling glass and soaring cathedral ceilings that set a grand tone. This impeccably designed home showcases an array of special upgrades, from custom built-ins with inlaid lighting to distinctive stone and wood accents that highlight its sleek surfaces and sophisticated embellishments. Oak wood flooring extends throughout the home, seamlessly connecting each of its three levels, which can be navigated via a three-stop elevator or a stairway with elegant glass railings. The sun-drenched living room is positioned to capture the best of southern sunlight, offering an inviting view of the pool courtyard through a striking glass wall. The dining and living areas are thoughtfully separated by a unique bamboo wood partition wall, creating distinct yet flowing spaces ideal for entertaining. The adjacent eat-in kitchen is a chef’s dream, featuring quartz countertops, a stone backsplash that extends to the ceiling, custom cabinetry, and Monogram stainless-steel appliances, including a six-burner gas stove adorned with Italian gold hardware. The island with a waterfall edge provides ample space for dining. Throughout the residence, Lutron lighting and spectacular light fixtures enhance the modern ambiance, adding artistic flair. The primary suite, located on the main living level and positioned on the north side of the home, offers a secluded retreat with walls of glass that ensure an abundance of natural light. The suite includes a 13-foot walk-in closet and a spa-inspired en-suite bathroom featuring imported stone, floating split vanities set against a wall of Italian porcelain tile, a frameless shower with multiple showerheads, soaking tub, and separate water closet. A spacious guest suite on the same level is versatile enough to serve as an office or den. Ascend a few steps to an upper level, where you will find an in-law suite complete with a large bonus room, kitchenette, separate laundry closet, and a private bedroom suite with its own balcony. The second level is dedicated to guests, featuring a loft-style sitting area and two additional bedroom suites, ensuring privacy and comfort for visitors. The exterior of this residence matches the allure of its interior, with a pool courtyard surrounded by privacy walls of lush foliage. Enjoy the heated swimming pool, spa, and dedicated lounge and dining areas in serene seclusion. Situated centrally on Longboat Key, this home offers proximity to the renowned amenities of the Longboat Key Club, fine dining, and shopping options at St. Armands and downtown. It’s also just a short drive from the charming attractions of Anna Maria Island, with multiple Gulf beach access points within walking distance.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Roger Pettingell
$4,250,000
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Anna Maria Area Single Family Home

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108 Tern Drive Anna Maria, FL 34216

5 Bed
6 Baths
3874 sqft
MLS# A4614196
Virtual Tour
Welcome to your island oasis! This stunning modern waterfront home redefines relaxation. Step through the double front doors and behold the tropical backyard. Ascend to the main living level via custom handrail-adorned stairs or the convenient elevator. The open-concept space features 8” white oak wood floors, wood-beamed ceilings, and designer Reginald Andrews lighting. The gourmet kitchen boasts waterfall Cambria Stone Quartz countertops and top-of-the-line stainless appliances. Pocket sliding doors lead to the terrace with pool and water views, seamlessly blending indoor and outdoor living. The master suite, complete with a private terrace, Porcelanosa tile finishes, Moen Align fixtures, and Caesarstone quartz countertops, offers a true retreat. Three additional en-suite bedrooms, a den, and an expansive bonus room with custom built-in bunk beds are meticulously finished. Enjoy island and water views from the terraces on all levels. Outside, the Trex deck surrounds the resort-style pool and spa, just steps away from an outdoor shower and pool bath. The private dock provides water access to the Gulf of Mexico, perfect for boating, kayaking, and water toys. Additional highlights include a rooftop deck with 360-degree views, all within walking distance of restaurants, boutiques, and the white sandy beaches of Anna Maria and Pine Ave.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Charles Buky
$3,999,000
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Longboat Key Area Single Family Home

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3576 Fair Oaks Way Longboat Key, FL 34228

3 Bed
6 Baths
3727 sqft
MLS# A4615459
Virtual Tour
Truly a spectacular waterfront location, sitting on the point in Queens Harbour behind the gates of The Longboat Key Club impressively surrounded by 345 feet of water on Sarasota Bay! This is a dream come true for those seeking a luxurious and picturesque lifestyle. Here's a detailed overview of its highlights: Location, location, location: The 80-foot deep water dock is perfect for boating enthusiasts, offering easy access to the bay and beyond. Whether enjoying sunrise or sunset, or watching dolphins play, the patio provides an ideal spot to take in the breathtaking views. Flexible Floor Plan: The home features an open and flexible floor plan with high ceilings throughout, allowing for customization and personalization to suit the new owners' preferences. Primary Suite: Located on the first level is spacious in size with amazing bay views upon your wakening. It includes two large walk-in closets for ample storage and privacy and a large his & her bath. Another bedroom suite on the first level provides flexibility and could potentially serve as a second primary suite. A third bedroom suite on a mid-level, along with a media or bonus room on the second floor, offer additional living space and entertainment options. Outdoor Living: The western exposure ensures plenty of sunshine throughout the day, ideal for enjoying the pool, patio, and outdoor entertaining. High-End Features: The kitchen is appointed with high-end appliances, while custom hardware adorns each of the 5 ½ bathrooms, adding to the home's luxurious feel. Location: The community's location is highly desirable, with conveniences like a Publix mall just outside the gates. It's also a short distance from the renowned shops and restaurants of St. Armands Circle and offers easy access to the cultural amenities of Sarasota via the scenic Ringling Bridge. Membership Benefits: An added benefit of home ownership includes membership to the exclusive Bay Isles Beach Club. Additionally various levels of membership to The Longboat Key Club are available for purchase separately, offering access to its premier amenities of 45 holes of golf, 5 resturants. 20 Har Tru tennis courts, spa & fitness center. Overall, this property not only promises luxury and comfort but also a serene waterfront lifestyle in a prime location. It's truly a dream home for those looking to embrace the beauty and tranquility of waterfront living on Longboat Key.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Linda Weber
$3,995,000
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Sarasota Area Single Family Home

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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 patio 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 hosting visitors. The lushly landscaped property offers Florida-friendly landscaping and a variety of outdoor spaces designed for relaxation and entertainment. The heated, saltwater swimming pool with an expansive pavered deck overlooks tranquil waters of the Bay. The ground-floor cabana and nearby charming gazebo add even more versatility for outdoor living and entertaining. 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
$3,900,000
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Longboat Key Area Single Family Home

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549 Sloop Lane Longboat Key, FL 34228

4 Bed
5 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
$3,895,000
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Sarasota Area Single Family Home

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410 Meadow Lark Drive Sarasota, FL 34236

4 Bed
3 Baths
3257 sqft
MLS# A4622669
Virtual Tour
410 Meadow Lark did not experience any water intrusion or damage do the home during Helene or Milton, the home is move in ready! Welcome to waterfront living on one of the most desirable streets in the sought-after Bird Key neighborhood. Positioned towards the end of the cul de sac and featuring open water and canal homes on either side of the street. This well-maintained four-bedroom residence features an open-concept floor plan featuring well-defined areas for easy entertaining. The main living and dining areas have an open and airy atmosphere with impact sliding doors and windows, allowing the updated pool area and waterfront to be viewed. The living and dining area flows into the gourmet kitchen, boasting views of the waterfront and pool area, with another set of sliders accessing the lanai. The spacious kitchen allows for an additional informal dining area. Plentiful cabinet and storage, ample counter space, and stainless appliances are fit for an owner who loves to cook and entertain. Off of the kitchen is a media room or optional office space that can also be accessed off the main living area by French doors making it the ultimate in flex space. A sizeable laundry room connects the kitchen to the two-car garage with epoxied flooring. This ideal floor plan has the primary suite at the back of the home, with access to the pool area, open water views, and a walk-in closet with a closet system. The remaining three bedrooms are at the front of the house, with access to a full bath and half bath. The home features many upgrades like impact windows, sliders, and doors, two updated HVAC units, ductwork, spray foam in the attic, an electric pool heater, and a Pentair system to control the pool and spa. Updated pool pavers, resurfaced pool, spa, and irrigation well. A boat dock with electricity and water, sailboat-deep water, a 16,000 lb boat lift, and a floating dock perfect for the boater who dreams of an active water lifestyle. Bird Key living is the epitome of total convenience as you're close to the sandy beaches of Lido and the dining and shopping options at St. Armand Circle. Just over the bridge is downtown's fine shopping, world-class dining, cultural activities, A-rated Schools, and Hospitals. Experience the perfect location and waterfront living at its best!
Listing Courtesy of STELLAR / Coldwell Banker Realty / Jeffrey "Jeff" Rhinelander
$3,795,000
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Longboat Key Area Condominium

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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
$3,695,000
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Sarasota Area Condominium

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2050 Benjamin Franklin Drive B704 Sarasota, FL 34236

3 Bed
3 Baths
2936 sqft
MLS# A4629073
Virtual Tour
Perched on the seventh floor of Orchid Beach Club, this stunning Lido Key residence offers breathtaking beach-to-bay and city views that steal the spotlight the moment you arrive. Spanning nearly 3,000 square feet, the meticulously designed three-bedroom interior blends elegance with modern convenience, creating a luxurious coastal haven. Arrive in style via the residents-only elevator, which takes you from the two included secure parking spaces directly to a private elevator lobby. Double iron filigree doors open to reveal a sophisticated interior with sleek finishes and thoughtful details. High cove ceilings with inset lighting, custom built-ins, wood paneling, motorized window treatments, and updated designer bathrooms set the tone for refined living. The open-concept layout maximizes panoramic Gulf, bay, and downtown views, perfect for effortless entertaining. The gourmet kitchen serves as the heart of the home, featuring quartz countertops, sleek cabinetry, an island, breakfast bar, and professional-grade Bosch and Dacor appliances, including a 6-burner gas stove and warming drawer. The seamless flow from the kitchen to the dining and living areas ensures a welcoming space for family and friends to gather. The primary suite is a serene Gulf-front retreat with access to a private beachfront terrace, dual walk-in closets, and a marble-clad inspired bathroom. Designed for relaxation and privacy, the two guest suites are in a split layout, providing comfortable accommodations for visitors. This expansive residence offers the ultimate indoor-outdoor living experience with three distinct terraces, each designed to showcase breathtaking vistas of the Gulf, bay, and city skyline. The Gulf-facing balcony, an exclusive retreat for the primary suite, also connects to the third bedroom. The largest terrace, overlooking the bay, features a spacious lounge area, fully equipped summer kitchen, and dining space, all accessible from both the great room and kitchen for effortless hosting. Completing the layout, the second guest suite enjoys its own secluded terrace. Orchid Beach Club, a charming Mediterranean-inspired community of just 54 luxury residences, offers an unmatched resort-style living experience. Residents enjoy 24-hour gated entry, concierge services, and a host of amenities, including a vibrant clubhouse with a social room, billiards, library, and catering kitchen. The state-of-the-art fitness center features a sauna, spa room, and massage services, while the expansive Gulf-side deck surrounds a heated pool and spa, creating an ideal setting for lounging. A boardwalk leads directly to the soft sands and warm waters of Lido Key Beach, completing the coastal lifestyle. Ideally located, this residence is minutes from the boutique shopping, fine dining, and cultural attractions of St. Armands Circle, Longboat Key, and downtown Sarasota. Whether you’re exploring world-class museums, theaters, or marinas, this central address ensures every convenience is at your fingertips, blending sophistication and tranquility in perfect harmony.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Roger Pettingell