Longboat Key Listings

Some or all of the listings below are provided by the Longboat Key office.
$3,795,000
Active

Longboat Key Area Condominium

Active

435 L Ambiance Drive M408 Longboat Key, FL 34228

3 Bed
4 Baths
3380 sqft
MLS# A4632163
Virtual Tour
Perched on the fourth floor of Building II at L’Ambiance on Longboat Key, this corner residence offers breathtaking Gulf and sunset views, the epitome of luxurious coastal living. Spanning 3,380 square feet, this three-bedroom plus study retreat showcases panoramic vistas that stretch from the pristine beachfront to Sarasota Bay. Floor-to-ceiling glass sliders, equipped with motorized shutters, connect multiple rooms to the wraparound terrace and east-facing balcony, creating seamless indoor-outdoor flow. Offered furnished and ready to enjoy, this residence provides an inviting canvas to personalize to your tastes. A private resident-only elevator leads directly from two under-building parking spaces to the home’s foyer entry. Double doors open to an expansive layout adorned with marble flooring. The open-concept living and dining area features custom built-ins and flows effortlessly into the eat-in kitchen, complete with an island, pantry, and breakfast nook. The primary suite, positioned in a prime southwest location, is designed to capture the best natural light throughout the day. This spacious retreat spans 21 feet and includes dual walk-in closets, a marble bathroom with a layout designed for privacy, and its own access to the Gulf-front terrace. Two guest suites are thoughtfully positioned on opposite ends of the residence for optimal seclusion. The west-facing suite showcases Gulf views, while the east-facing suite includes its own bayfront terrace. A study, currently used as additional sleeping quarters (without a closet), completes the layout. L’Ambiance is a prestigious community nestled behind the gates of the exclusive Longboat Key Club, offering an exceptional array of resort-inspired amenities. Residents enjoy 24-hour manned gated entry, concierge services, on-site management, and secure building access. Additional conveniences include under-building parking, private storage, and wine lockers for each resident. Amenities are designed for relaxation and recreation, including social rooms, state-of-the-art fitness center, Har-Tru tennis courts, and a pavered deck with an Olympic-sized swimming pool and spa. A private boardwalk leads directly to the pristine Gulf beaches, offering an unparalleled lifestyle on one of Florida’s most sought-after coastlines. This residence combines elegance, comfort, and the ultimate in beachfront luxury living.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Roger Pettingell
$3,795,000
Active

Sarasota Area Single Family Home

Active

113 Fillmore Drive Sarasota, FL 34236

4 Bed
5 Baths
4008 sqft
MLS# A4646935
Virtual Tour
Positioned just one block from the lively pulse of St. Armands Circle and minutes from Lido Beach, this turnkey-furnished home offers a refined coastal lifestyle in Sarasota’s most coveted island community. Built in 2007 by the Peregrine Group, this elevated residence spans over 4,000 square feet across two levels, combining timeless architecture with modern comforts. A pavered circular drive and lush tropical landscaping create an impressive entrance, leading to a spacious three-car garage. Step through double doors into a grand foyer that opens to a light-filled interior adorned with 12-foot ceilings, wood flooring, crown molding, and thoughtful details throughout. Oversized windows and French doors frame views of the serene outdoors, inviting natural light into every corner of the home. The open-concept floorplan was designed with entertaining in mind. A chef’s kitchen anchors the main living space, complete with high-end stainless-steel appliances, wraparound breakfast bar, granite-topped island, casual dinette, and a well-appointed bar with wine refrigerator. The adjoining formal dining area is perfect for special gatherings, while the expansive living room provides a seamless connection between indoor and outdoor living. Step through French doors to your private outdoor oasis, where a screen-enclosed, south-facing lanai awaits. A covered summer kitchen with gas grill, fireplace, and seating area invites outside dining and relaxing poolside afternoons. The heated saltwater pool features a sunshelf, cascading waterfalls, and a raised spa. The main level primary suite is a tranquil haven with direct patio access, custom walk-in closet, and en-suite bathroom offering dual vanities, soaking tub, and walk-in shower. A private den, currently used as a fifth bedroom, and a spacious laundry room complete the first floor. Upstairs, three generously sized guest suites—each with private baths—provide privacy and flexibility for family and overnight guests. Two suites include access to sunny upper balconies. Beyond the lush grounds of this serene property lies the best of Sarasota living. Explore the world-class restaurants, charming cafés, and stylish boutiques of St. Armands Circle, just steps from your door. Bike to the shores of Lido Beach or venture a little farther to Longboat Key. Enjoy proximity to downtown Sarasota’s vibrant arts scene, theaters, and marina, completing the picture of an unmatched coastal lifestyle. This is more than a home—it’s a destination.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Roger Pettingell
$3,750,000
Pending

Sarasota Area Condominium

Pending

340 S Palm Avenue 152 Sarasota, FL 34236

3 Bed
3 Baths
3182 sqft
MLS# A4639483
Virtual Tour
A gallery of luxury and good taste in this 16th-floor Sarabande penthouse. A privately keyed elevator takes you to the 16th floor. Enter and be inspired as you wander through the space that brings you the living room and a breathtaking view of Sarasota Bay, the newly reopened Midnight Pass, and the Gulf of Mexico. This 3,200-square-foot high-ceilinged penthouse was designed to create a sense of comfort and an invitation to congregate with family and friends. Solid-core doors, hardwood floors throughout, custom built-ins, designer lighting, and architectural details enhance the ambiance. And everywhere, there is light and an ever-changing, unobstructed view of the beautiful bay and marina. The chef’s kitchen was designed for entertainment and equipped with high-end appliances. The bathrooms are in keeping with the condo's quality and style. The Penthouse is graced with an oversized terrace extending the entire length on the Bay Side, with access from the guest bedroom. There is a second private terrace off the Master Suite with a small adjacent room suited for an office. The Penthouse has three bedrooms (one bedroom is currently used as an office), 2.5 baths. Sarabande residents enjoy the convenience of full-time concierge and security services. They are steps away from cultural events and downtown restaurants.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Roger Pettingell
$3,595,000
Active

Longboat Key Area Single Family Home

Active

3540 Mistletoe Lane Longboat Key, FL 34228

4 Bed
4 Baths
3166 sqft
MLS# A4641942
Virtual Tour
This spectacular direct bayfront four-bedroom home is offered fully furnished and meticulously updated to reflect modern coastal luxury. With sweeping views of Sarasota Bay and a deep-water dock with a lift, this residence is a boater’s dream. Every detail has been thoughtfully refined, from the new oak hardwood flooring throughout to impact-rated glass windows and sliders that flood the interiors with natural light. The home is further enhanced by freshly painted interior and exterior, a newer roof (2022), fully updated electrical and plumbing systems. Inside the nearly 3,200 square-foot layout, a stunning cathedral ceiling soars above the living area, where a statement piece fireplace and custom-built shelving add warmth and character. Floor-to-ceiling glass sliders lead to the expansive bayfront pool deck, seamlessly blending indoor and outdoor living. The state-of-the-art kitchen is a chef’s delight, featuring a waterfall-edge island with seating, quartz countertops, brand-new high-end appliances, custom shaker cabinetry with glass cutouts, a designer tile backsplash, and elegant pendant lighting. The reimagined two-story layout places the primary suite in a premier bayfront position, with sliding glass doors opening directly to the patio. The en-suite bathroom is a spa-like retreat, boasting a soaking tub, glass-enclosed shower, and contemporary finishes. A secondary guest suite and a versatile bedroom (currently utilized as a den) with dual closets complete the main level, offering ample space for work or relaxation. Upstairs, overnight visitors will appreciate the privacy of an additional guest suite enhanced by its seclusion and stunning water views. Outdoor living is exceptional, with a brand-new summer kitchen, newer heated swimming pool, and a generous pavered deck—ideal for soaking in the breathtaking bay breezes. A walk-down leads to the private dock, where direct access to Sarasota Bay and the Gulf of Mexico awaits. Corey’s Landing offers an exclusive maintenance-free lifestyle within the secure gates of Longboat Key’s exclusive Bay Isles community. Steps from your front door, enjoy the community’s tennis courts for a friendly match or head across the street to the heated pool and spa, perfect for unwinding or socializing with neighbors. Residents also enjoy private access to the Bay Isles Beach Club, where pristine Gulf beaches provide a serene escape, just a bike ride or sunny walk away. World-class dining, boutique shopping, and cultural attractions. St. Armands Circle, Lido Beach, and downtown Sarasota are all within easy reach, making this an unparalleled opportunity to experience the best of coastal living.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Roger Pettingell
$3,595,000
Active

Longboat Key Area Single Family Home

Active

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
$3,425,000
Active

Anna Maria Area Single Family Home

Active

511 Loquat Drive Anna Maria, FL 34216

4 Bed
5 Baths
2752 sqft
MLS# A4643505
Virtual Tour
BRING THE BOAT! BRING THE FAMILY! Fun and relaxation for all in this spacious 4 bedroom home with over 130 feet of frontage on a deep water canal. There are no fixed bridges, so sailboats are welcome. Meticulously renovated in late 2017, this lovely home shows pride of ownership and is located on a peaceful cul-de-sac within close proximity to Anna Maria's best restaurants, shops and beaches. There are two levels of living area elevated over a two-car garage with bonus rooms and workshop. The open floor plan allows for a comfortable flow between the kitchen, dining area and family room. Of the four ensuite bedrooms, three offer water views, and two have deck access. The oversized pool, spa, putting green, roof-top deck and dock and hoist are complemented by balconies, covered patios and decks ... all perfectly situated for memorable gatherings of family and friends. The cooks will love the Wolf 6-burner gas range, Thermador refrigerator, fireclay farm sink, and beautiful granite countertops. Other important upgrades include a newer metal roof, a collection of impact rated doors and windows, two endless hot lp gas tankless water heaters and custom features including ship-lap siding in many rooms along with built-in shelving, beds and storage drawers. This property could make a wonderful primary or secondary residence, or continue to enjoy the income of its successful use as a weekly vacation rental home. Property is offered turn-key furnished less personal exceptions. Rental history is available upon request.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Ryan Sheck
$3,299,000
Active

Longboat Key Area Condominium

Active

435 L Ambiance Drive K506 Longboat Key, FL 34228

2 Bed
4 Baths
2820 sqft
MLS# A4651947
Virtual Tour
One or more photo(s) has been virtually staged. Sweeping Gulf, bay, and spectacular city skyline views set the stage for this elegant fifth-floor retreat at L’Ambiance, one of Longboat Key’s most esteemed beachfront communities. Poised along the pristine shoreline and offering nearly 3,000 square feet of refined interiors, this residence delivers both sunrise and sunset splendor from two expansive terraces. Beyond the private elevator foyer, a beautifully updated interior unfolds—anchored by wide-plank wood flooring laid in a subtle diagonal pattern and framed by custom built-ins in a warm wood tone. Natural light pours in through walls of new, state-of-the-art impact glass sliders and oversized windows, casting a gentle glow throughout the entire residence. The open living and dining areas enhance the layout’s effortless flow. The chef’s kitchen is both stylish and functional, featuring quartz countertops, sleek neutral cabinetry, stainless steel appliances, a center island, and artistic tile backsplash. A cozy breakfast nook and nearby den (easily convertible into a third bedroom) create a versatile layout ideal for both entertaining and everyday living. The split-bedroom plan provides privacy and comfort. The primary suite is a tranquil escape with stunning direct Gulf views, terrace access, multiple closets, and a spa-inspired marble bath with dual vanities, soaking tub, and separate water closet. On the opposite end, the guest suite enjoys its own terrace with exquisite views of the bay and downtown, along with a full en-suite bath. Additional features include 10-foot ceilings with detailed crown molding, convenient laundry room that also acts as a Butler’s pantry with wine cooler, two secure garage parking spaces, private storage, and individual wine locker. L’Ambiance residents enjoy a host of exclusive amenities: 24-hour security, superb concierge services, updated social and fitness centers, tennis courts, and a Gulf-front heated pool and spa—all set behind the gates of the prestigious Longboat Key Club. A private boardwalk leads directly to the powdery sands of the Gulf, while nearby attractions elevate the lifestyle even further. Explore world-class golf and marina amenities, dine at acclaimed restaurants, and spend your afternoons shopping at St. Armands Circle or browsing downtown Sarasota’s galleries and theaters just over the bridge. L’Ambiance is where refined luxury meets beachfront ease—an exceptional opportunity to experience coastal living at its finest.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Roger Pettingell
$3,295,000
Active

Longboat Key Area Condominium

Active

340 Gulf Of Mexico Drive 136 Longboat Key, FL 34228

3 Bed
4 Baths
2880 sqft
MLS# A4648465
Virtual Tour
Two-level penthouses at Tangerine Bay Club are a rare offering, and this south-facing corner residence elevates the standard. Recently reimagined with refined sophistication, this nearly 3,000-square-foot getaway captures breathtaking panoramic views of Sarasota Bay, the city skyline, and lush coastal mangroves. Perfectly situated to ensure ultimate privacy with two coveted terraces and peaceful neighboring nature preserves. The exclusive layout lives like a single-family home, featuring private access through a private courtyard and a coveted two-car garage. Inside, coastal elegance meets thoughtful craftsmanship. The open-concept design has been curated with premium enhancements including impact-rated Andersen windows, motorized storm shutters, custom LED lighting, and California Closets throughout. A dramatic living room with vaulted ceilings and skylight is centered around a gas fireplace and built-in entertainment wall, while walls of glass frame picturesque bay views and open onto two expansive terraces, ideal for indoor-outdoor living. At the heart of the home, the gourmet kitchen impresses with top-tier finishes: honed marble countertops, a striking island with leathered stone, custom cabinetry by Campbell Cabinetry Designs, and chef-caliber appliances—including a La Cornue dual-fuel range with French plate, built-in Flamberge rotisserie oven, galley sink, wine cooler, and Sub-Zero beverage drawers. A dining nook and formal dining space offer versatile options for entertaining or casual meals. The primary suite is a peaceful retreat tucked onto the east wing. It offers terrace access, custom wardrobe systems, and a luxurious en-suite bath clad in quartz with a freestanding tub, double vanities, and walk-in steam shower. A second bedroom with nearby full bath is currently styled as a den, while upstairs, a lofted lounge with built-ins and third bedroom suite create an ideal space for guests or work-from-home flexibility. Tangerine Bay Club is a resort-style community known for its Mediterranean-inspired architecture, lush tropical landscaping, and premier location on Longboat Key’s southern end. Residents enjoy a long list of amenities: a 25-meter heated pool and spa on a private island, tennis and pickleball courts, fitness center, kayak launch, walking paths, vibrant social calendar, and a day dock (first-come, first-serve). Optional membership to the exclusive Bay Isles Beach Club provides deeded access to a private stretch of the Gulf’s sugar-white sand. Just outside the gates, enjoy proximity to world-class offerings including Longboat Key Club, Dry Dock Waterfront Grill, Chart House, and golf and marina access at Harbourside. A short drive brings you to the boutiques and fine dining of St. Armands Circle, and the cultural heartbeat of downtown Sarasota’s art galleries, theaters, and restaurants.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Roger Pettingell
$3,295,000
Pending

Sarasota Area Single Family Home

Pending

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