Longboat Key Listings

Some or all of the listings below are provided by the Longboat Key office.
$2,450,000
Active

Sarasota Area Single Family Home

Active

7715 Westmoreland Drive Sarasota, FL 34243

5 Bed
5 Baths
4782 sqft
MLS# A4643395
Virtual Tour
Step into history and timeless elegance at the House of Ringling, a landmark estate in Sarasota's coveted Whitfield Estates, built in 1918 for Alfred Ringling of the legendary Ringling Brothers. Spanning 4,782+/- sq. ft., this 5BR, 4.5BA masterpiece seamlessly marries Gilded Age opulence with modern luxury. A red brick walkway and expansive front lawn welcome you to this architectural treasure, where an oversized Grand Ballroom with a 21-foot ceiling, Venetian columns and a Renaissance-style coffered ceiling create an awe-inspiring focal point. Original pine floors, 12-inch baseboards and hand-poured antique glass in French windows and doors preserve the estate’s rich craftsmanship, as the reimagined chef’s kitchen is a showpiece, featuring Big Chill appliances, an 8-burner gas stove, Quartzite surfaces, a mother-of-pearl backsplash and backlit cabinets. The primary suite on the lower level offers floor-to-ceiling French doors opening to a private porch and the expansive pool deck. Upstairs, 2 ensuite bedrooms feature partial bay views. Hidden details, including a prohibition-era speakeasy/3rd bedroom at the top of the stairs and a secret room, add intrigue and charm. The home’s walls, crafted from Ringling railway car paneling, echo its storied past. Recent updates, including new plumbing, electrical, HVAC (5 units), and a new roof with extra tie-down straps, ensure modern comfort while preserving historic character. A detached 2-car garage and 2 driveways provide ample space, while the expansive Palm Beach-style courtyard invites relaxation. As one of the first Ringling Brothers homes in Sarasota, this estate offers a rare opportunity to own a living piece of history in a prime location near Sarasota Bay and downtown.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Ryan Ackerman
$2,450,000
Active

Holmes Beach Area Single Family Home

Active

220 36th Street Holmes Beach, FL 34217

3 Bed
4 Baths
2016 sqft
MLS# A4651950
Virtual Tour
The Ultimate Gulfside Retreat on Holmes Beach at Anna Maria Island! NO WATER INTRUSION IN MAIN LIVING AREAS FROM RECENT HURRICANES, and NO HOA! Live the Island dream in this updated, coastal-inspired three-level beach home with ELEVATOR, LOCATED JUST 200 FEET from the sugar-sand shores and azure waters of the Gulf of Mexico. With a private pool and hot tub, and Beach and Gulf views from your balcony, this is the ultimate island escape! Also a Great Investment, This property is currently a high-performing vacation rental with annual income over $120,000 and future bookings in place—offering a fantastic opportunity as a primary residence, second home, or income-producing investment. Thoughtfully designed for both comfort and luxury, this 3-bedroom, 3 full bath, and 1 half bath home offers over 2,600 square feet of bright, open living space. This home will comfortably accommodate your family, friends and guests, and is being sold FURNISHED, including sleeper sofas to ensure that everyone enjoys a restful stay. This home invites you to unwind with Gulf breezes and spectacular sunsets. On the main level, you'll find a light-filled open-concept living area with large windows and sliding glass doors overlooking lush tropical landscaping. The spacious kitchen is a chef’s delight, featuring newer stainless steel appliances, dual refrigerators, expansive granite countertops, wine cooler and a walk-in pantry. The breakfast bar and adjacent dining areas—both indoor and outdoor—make entertaining a breeze. The primary suite on the main living level is a private sanctuary, complete with dual walk-in closets, a spa-style ensuite bath featuring both a shower/tub combo and an additional walk-in shower, plus a water closet with bidet. Take your PRIVATE ELEVATOR to the upper level, where you’ll find a second primary bedroom with ensuite bath and walk-in closet, a generously sized third bedroom, an additional full bath, and convenience of a separate laundry room. On the ground floor, the large entry foyer leads to a flex space perfect for storage, crafts, or a media room, plus access to a spacious 2-car garage. This home also features a Reverse Osmosis System. Three Newer Air Conditioners ensure consistent cooling throughout the Home. Whether you're hosting guests or enjoying a quiet evening, the private fenced outdoor oasis delivers with a sparkling pool, bubbling hot tub, and plenty of seating to enjoy the views or dine alfresco. Located under 2 miles from the vibrant shops and restaurants of Bradenton Beach and with the Gulf just a few steps away, this home is truly a rare find. Schedule your private showing today—your island paradise awaits!
Listing Courtesy of STELLAR / Coldwell Banker Realty / Pamela "Pam" Bailey
$2,395,000
Pending

Longboat Key Area Single Family Home

Pending

3272 Bayou Road Longboat Key, FL 34228

3 Bed
3 Baths
2954 sqft
MLS# A4649135
Virtual Tour
Under contract-accepting backup offers. Welcome to the exclusive, double-gated Bay Isles Bayou community on Longboat Key, where privacy meets refined coastal living. This stunning waterfront residence sitting on 0.28 acres has undergone a complete, top-to-bottom renovation and now showcases 115 feet of serene waterfront frontage—a tranquil setting frequented by swans, otters, and a variety of native birds. From the moment you arrive, the architectural impact of the custom 20-foot front entry and the oversized impact glass windows and doors—featured throughout the entire home—sets the tone for the level of craftsmanship within. Designed for both beauty and resilience, these premium installations provide the ultimate in storm protection and long-term peace of mind. Inside, the kitchen is a true showpiece, thoughtfully designed with a full tile wall backsplash, Campbell solid wood cabinetry with panel-front appliances, a striking quartzite waterfall island with a custom oversized sink and dual faucets, and an elite suite of appliances including a Sub-Zero refrigerator and freezer, Sub-Zero drawer beverage coolers, Wolf gas range, Miele wall oven, in-wall coffee system, steam oven, and Cove dishwasher. Wide-plank, high-end engineered hardwood flooring flows seamlessly throughout the home. The custom staircase with glass panel railings adds a sleek modern touch and enhances the open feel of the interior. The owner’s suite is a sanctuary overlooking the water, and its spa-like bath is straight from the pages of *Architectural Digest*, featuring Campbell custom cabinetry, walls of designer mirrors, and exquisite statement lighting. A brand-new resort-style heated and saltwater pool with a picture-frame screen enclosure offers uninterrupted views of the water and the lush, professionally landscaped surroundings. The oversized two-car garage includes an air-conditioned storage room for added convenience. This is more than a renovation—it’s a reimagining of luxury coastal living, finished with the highest attention to detail and quality. As a resident of Bay Isles, you’ll enjoy deeded access to the private Bay Isles Beach Club, as well as proximity to the Longboat Key Club’s renowned golf, tennis, spa, dining, and marina amenities. Just moments from Publix, the tennis center, town library, and local art shows, and a short drive to St. Armands Circle, Downtown Sarasota, and SRQ Airport—this home delivers the very best of Longboat Key living.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Ryan Heers
$2,350,000
Active

Sarasota Area Condominium

Active

129 Taft Drive W102 Sarasota, FL 34236

3 Bed
3 Baths
2445 sqft
MLS# A4643055
Virtual Tour
Live the island lifestyle in Lido Key’s premier luxury community, Park Residences of Lido Key, an exclusive boutique enclave with only 18 unique residences perfectly situated between Sarasota Bay and the pristine Gulf of Mexico beaches. This highly desirable unit showcases exquisite craftsmanship, superior quality construction, and a full suite of premium developer upgrades, all enhanced by an abundance of natural light. Designed for effortless single-level living, this meticulous residence features a chef’s kitchen with imported Italian Cucinne Ricci cabinetry, Quartz countertops, Viking and Bosch stainless steel appliances, a generously sized island, and a walk-in pantry. The three-bedroom, three-bath layout includes an expansive primary suite with two walk-in closets, a spa-like bath with a soaking tub, spacious tiled shower, and dual vanities. Low-E, insulated, safety impact-resistant windows and doors provide energy efficiency and peace of mind throughout the home. The light filled private terrace is perfect for outdoor entertaining, offering breathtaking views of the 110-acre Lido Key Park Nature Reserve, a built-in summer kitchen with an Artisan gas grill and hood fan, and the opportunity to soak in mesmerizing nature filled views. The resort-style amenities include a heated pool, separate spa, firepit, cabanas, and a custom trellis with a BBQ area and seating. This home also comes with two reserved parking spaces and a private storage unit. Located just steps away from the sugary sandy beaches of Lido Key kayaking across the street, and a short walk from St. Armands Circle, residents can indulge in world-class shopping, dining, and entertainment, with downtown Sarasota and Sarasota-Bradenton International Airport just minutes away. This coastal home did not have any storm damage whatsoever. The HOA’s property insurance premium DECREASED 20% with the Spring 2025 renewal compared to 2024’s premium reflecting how well Park Residences came through the storms with its high quality construction and design. Don’t miss this rare opportunity to own a piece of paradise on Lido Key.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Nicholle McKiernan
$2,299,000
Active

Longboat Key Area Single Family Home

Active

3151 Bayou Sound Longboat Key, FL 34228

4 Bed
4 Baths
3263 sqft
MLS# A4642693
Virtual Tour
Coastal elegance meets island living in Bay Isles Bayou on Longboat Key. Nestled within this 24-hour guard-gated community, this stunning canal-front home offers the ultimate waterfront lifestyle with 86 feet of serene frontage, where manatees glide by and tropical breezes fill the air. Set on over ¼ acre of lush, sun-drenched paradise, this home is designed for effortless indoor-outdoor living. Step inside and let the water views captivate you from nearly every room. With almost 3,300 square feet of bright and airy living space, this home seamlessly blends comfort with coastal charm. Multiple lanais, a sparkling screened-in pool, and your private, well-protected dock create the perfect setting for soaking in the Florida sun. The spacious kitchen invites both chefs and guests to gather, while the expansive great room—featuring a wet bar, fireplace, and direct access to the waterfront—sets the stage for unforgettable moments. With four generously sized bedrooms, there’s plenty of space for family and guests. Two main-floor guest rooms share a dual bath and open to a poolside lanai, while a third guest suite offers complete privacy with its own en-suite bath. Perched just a few steps above the rest of the home for ultimate tranquility, the owner’s suite is a true retreat. Wake up to dreamy water views, unwind on your private lanai with a retractable awning, and indulge in the spa-like bath featuring a jetted tub, walk-in shower, dual sinks, and a spacious walk-in closet with built-ins. Step outside to your expansive two-story lanai, where the heated pool and spa invite you to relax while overlooking the tranquil canal. Designed to stand the test of time, this concrete-constructed home with a barrel tile roof is both beautiful and built to last. Boaters will love the well-protected deep sailboat waters offering effortless access to Buttonwood Harbour, Sarasota Bay, and the Gulf—no fixed bridges to slow you down. As a Bay Isles resident, you’ll also enjoy exclusive access to the Bay Isles Beach Club, a private, residents-only retreat with a pristine sandy beach, picnic area, restrooms, and convenient parking. Want even more luxury? The Longboat Key Club, located within the community, offers world-class golf, tennis, and fine dining with optional membership. Just moments from the Publix shopping plaza, St. Armands Circle’s upscale boutiques and restaurants, and Sarasota’s vibrant arts scene, this home is perfectly positioned for the best of island living. Whether you’re boating, beachcombing, or simply soaking up the sun, this is coastal living at its finest. Schedule your private tour today and start living your Longboat Key dream!
Listing Courtesy of STELLAR / Coldwell Banker Realty / Ryan Heers
$2,215,000
Active

Longboat Key Area Single Family Home

Active

510 Wedge Lane Longboat Key, FL 34228

4 Bed
3 Baths
1840 sqft
MLS# A4655210
Virtual Tour
Welcome to your own piece of paradise in the prestigious Country Club Shores neighborhood on Longboat Key. This stunning 4-bedroom, 3-bath home has been thoughtfully renovated with a perfect blend of coastal elegance and modern sophistication, offering ideal indoor-outdoor living along one of the island’s serene canals. Inside, you’ll be welcomed by a bright, open-concept design featuring beautiful, engineered wood floors, custom beadboard ceilings, and a soothing palette of sea-glass blues and clean whites. The heart of the home is a gourmet kitchen outfitted with stainless steel appliances, designer pendant lighting, and stylish lattice-front cabinetry. A large island anchors the space, perfect for entertaining, while the adjacent living area boasts custom-built-ins, a sleek gas fireplace, and expansive views that flow effortlessly outdoors. Each bedroom is designed for comfort and privacy, with spa-inspired bathrooms that feature elegant tile work, modern fixtures, and soft lighting. The primary suite is a retreat of its own, with custom shelving, cozy window seats, and lush garden views through plantation shutters. Step outside to experience Florida living at its finest. The spacious screened lanai surrounds a sparkling heated saltwater pool and paved deck, creating a private oasis perfect for lounging, swimming, or dining alfresco in total comfort. Just beyond, a large, newer dock awaits, offering deep-water canal access—an ideal setup for avid boaters and water lovers. The deck overlooking the canal is a peaceful setting for morning coffee or an evening cocktail This home also offers exclusive deeded beach access, just a short walk or bike ride away, where you can soak in the soft white sands and turquoise waters of the Gulf. When it’s time to explore, the renowned boutiques and fine dining of St. Armands Circle are just down the street, offering vibrant nightlife, unique shopping, and gourmet experiences in a picturesque coastal setting. A short drive over the scenic Ringling Bridge takes you to downtown Sarasota, a cultural haven known for its art galleries, theaters, opera house, and waterfront dining. Whether you're strolling through the Saturday farmers market, taking in a performance at the Sarasota Opera, or enjoying waterfront cocktails at Marina Jack, the city provides an enriching blend of sophistication and coastal charm. With its ideal location, timeless design, and luxurious updates, this home offers the very best of Longboat Key living—a rare opportunity to enjoy both boating and beachside leisure in one of Florida’s most coveted communities.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Courtney Tarantino
$2,195,000
Active

Sarasota Area Single Family Home

Active

483 Partridge Circle Sarasota, FL 34236

4 Bed
3 Baths
2392 sqft
MLS# A4655760
Virtual Tour
Nestled on a peaceful street in the prestigious and highly sought-after Bird Key neighborhood, this garden home is a hidden gem. Surrounded by lush, mature landscaping, a paved circular driveway, and a two-car garage, this single-story, 4-bedroom, 3-bathroom ranch-style home offers a slice of paradise in the heart of Sarasota. Inside, the home features an open-concept, split floor plan with well-defined, flowing spaces that include both a family room and a living room—perfect for modern living. The open kitchen boasts granite countertops and an island that opens to the family room, both overlooking the private backyard and inviting pool area. The master suite includes a spacious bedroom, a walk-in closet, and an en-suite bathroom. Guests and family are comfortably accommodated with two guest bedrooms and a bathroom thoughtfully located on the opposite side of the home. A fourth bedroom, ideal as a home office, is conveniently situated next to the master suite. Living on Bird Key means enjoying an unbeatable location. You’re just moments from Sarasota’s vibrant downtown, with fine shopping, world-class dining, cultural attractions, and theaters. For beach lovers, the sandy shores of Lido Beach are nearby, along with the dining and boutique shopping of St. Armands Circle. Additionally, the Bird Key Yacht Club is undergoing a complete rebuild and is set to become one of Sarasota’s premier social, tennis, and boating clubs upon its anticipated completion in 2026. Don’t miss this opportunity to own a piece of paradise on Bird Key.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Yvette Sellyn