Lido Key Real Estate

Lido Key Real Estate

Welcome to Lido Key, a stunning barrier island nestled off the coast of Sarasota, Florida. Known for its pristine beaches, vibrant atmosphere, and rich natural beauty, Lido Key is a hidden gem that offers a perfect blend of relaxation and adventure.

Lido Key is renowned for its soft, powdery sands and crystal-clear waters, making it an idyllic destination for sunbathers and water enthusiasts alike. The famous Lido Beach is a must-visit, where you can bask in the sun, take leisurely strolls along the shore, or enjoy a refreshing swim in the Gulf of Mexico. For those seeking a bit of adventure, kayaking and paddleboarding are popular activities that allow you to explore the island’s serene coastline and nearby mangroves.

Beyond its breathtaking beaches, Lido Key boasts a charming atmosphere with a variety of dining and shopping options. Stroll through the vibrant St. Armands Circle, where you’ll find an array of boutique shops, art galleries, and delectable restaurants. Savor fresh seafood at a waterfront eatery, or indulge in a gourmet meal while enjoying the picturesque sunset views.

Nature lovers will appreciate the lush landscapes and wildlife that call Lido Key home. The nearby South Lido Park offers trails for hiking, picnic areas, and opportunities for birdwatching, allowing you to immerse yourself in the island’s natural beauty.

Whether you’re looking for a vacation retreat, a permanent residence, or an investment opportunity, Lido Key offers a unique lifestyle that combines the best of coastal living with a vibrant community spirit. Discover the charm of Lido Key and let it capture your heart!

Newest Listings in Lido Key

475 Benjamin Franklin Drive Unit 215, Sarasota
$475,000
1 Beds ⋅ 1 Baths ⋅ Lido Dorset SubDv. ⋅ 34236 Zip Code
Located directly across from Lido Beach, this fully furnished 1-bedroom, 1-bathroom condo in the Lido Dorset building offers the perfect beach getaway. THIS COMMUNITY HAD NO FLOODING DURING PREVIOUS STORMS. Just steps from the sand, the condo features an open living area with a kitchen island, coastal-style finishes, and a spacious bedroom with a king-size bed. The unit also includes a sleeper sofa, comfortably accommodating up to four guests, and has two convenient entrances along with an assigned parking spot. Enjoy the community pool and lounge area, complete with umbrellas and chairs, or take a short walk to the Lido Pavilion, which offers a large pool with lifeguards and dining area next to the Gulf of Mexico. Lido Dorset is ideally located just a short walk to St. Armands Circle, home to an array of shops, restaurants, ice cream parlors, and nightlife. Sarasota's vibrant downtown is only a quick drive across the Ringling Bridge, or you can take the free Bay Runner Shuttle, which picks up directly across the street at the Lido Pavilion. Lido Beach Resort is conveniently close by, with award winning food and drink services. Weekly rentals are allowed, making this condo an excellent investment opportunity, whether you choose to use it as your vacation home or let the on-site management company handle rentals. With its prime location, stylish finishes, and close proximity to both the beach and local attractions, this unit is perfect for guests to relax, explore Sarasota, and enjoy all that the area has to offer.

475 Benjamin Franklin Drive Unit 215, Sarasota

1083 Westway Drive, Sarasota
$16,750,000
4 Beds ⋅ 7 Baths ⋅ Lido Shores SubDv. ⋅ 34236 Zip Code
Meticulously designed and flawlessly executed, this exceptional 6,700-square-foot palatial estate on iconic Westway Drive is majestic. Nestled in Lido Shores, the property spans an impressive 1.67 acres—making it among the largest and most desirable waterfront holdings in the Lido/Longboat area. With a premier western exposure and sweeping waterfront frontage, the property offers unobstructed, panoramic views of Sarasota’s legendary sunsets and the Gulf of Mexico's ever-changing beauty. Architectural brilliance is evident in every aspect of the estate’s design, as classic Mediterranean influences blend with graceful elegance. Security and exclusivity are paramount, ensuring that every moment in this sanctuary is one of tranquility and distinction. A regal, gated entrance creates a dramatic sense of arrival, while the privileged location ensures seclusion and prominence along spectacular waterways and pristine Gulf Coast shorelines. The long driveway winds through mature, manicured landscaping—lush with live oaks, sabal palms, palmettos, and ferns, all illuminated by dramatic night lighting. The home’s brick-paved courtyard presentation is adorned with stately columns and intricate detailing, setting a tone of timeless sophistication that echoes throughout the property. A stately portico welcomes with a monumental carved-wood entry door that sets the tone for sophisticated interiors. Inside, grand rooms feature exquisite fixtures, polished finishes, and rich furnishings, unified by an elegantly styled aesthetic and an atmosphere of refined opulence. Every detail reflects a commitment to luxury, comfort, and timeless style. Stunning examples include exquisite marble and wood flooring, a sweeping curved staircase with iron railing, arched windows and doors, artisan millwork, high ceilings with custom details, triple crown molding, and bespoke cabinetry that embellish the home throughout. With three expansive levels, the residence boasts four en suite bedrooms, an attached 770-square-foot VIP apartment secluded from the rest of the house, two additional baths, dual living rooms, three formal and casual dining areas, three offices, a vast recreation room, a gym, two laundry rooms, an elevator, two fireplaces, a three-car garage, and dozens of French doors and glass sliders that open to invite the incredible outdoors in. Expansive covered terraces and upper-level balconies stretch along the rear façade, offering multiple spaces for outdoor living and entertaining—perfect for both lavish celebrations and intimate gatherings. Outdoor living unfolds effortlessly with a sleek pool and spa, inviting lounges, open-air dining areas, and voluminous acreage that add to the options and appeal of waterfront living. Every aspect of the residence, from its expansive footprint to its gilded amenities, has been thoughtfully designed to deliver a lifestyle of unrivaled sophistication, comfort, and exclusivity. This coastal refuge offers an irreplaceable opportunity in Sarasota’s elite waterfront market. The estate’s enviable location offers easy access to Sarasota’s world-class beaches, the downtown’s vibrant cultural scene, and the boutique shopping and fine dining venues of St. Armands Circle. This exceptional listing is truly stunning, perfect for a luxurious lifestyle in a magnificent setting. A must-see in person to fully appreciate its wonderful allure and unique characteristics.

1083 Westway Drive, Sarasota

1102 Benjamin Franklin Drive Unit 810, Sarasota
$1,900,000
3 Beds ⋅ 3 Baths ⋅ Lido Surf & Sand SubDv. ⋅ 34236 Zip Code
Beachfront Penthouse Perfection on Lido Key. Perched directly on the sands of Lido Key Beach, this beautifully reimagined 3-bedroom, 3-bath penthouse delivers priceless, uninterrupted Gulf views along with sweeping vistas to the south, a rare setting that feels like a permanent vacation. Fully renovated from the studs in 2022 and offered turnkey furnished, this residence is ready for you to simply arrive and start living the island life. Every detail was thoughtfully upgraded: wide-plank white oak LVP flooring flows throughout, complemented by all-new recessed lighting on dimmable switches for effortless ambiance. New 8-foot hurricane-impact sliders with Low-E, turtle-glass technology open the home to the water while remote-controlled privacy blinds (currently being installed) add convenience and comfort. Behind the walls, the transformation runs just as deep — all new plumbing, electrical, drywall, and insulation, giving you true peace of mind for years to come. The reconfigured, open-concept kitchen is made for entertaining, featuring stainless steel appliances, a farmhouse sink, quartz countertops, and custom cabinetry, all while framed by those same breathtaking Gulf views. The redesigned layout captures water views from nearly every room, stretching across the Intracoastal to Ted Sperling Park and Siesta Key beyond. Two spacious owner's suites, each with a private en-suite bath, offer flexibility and comfort for family or guests, and a high-efficiency Miele washer and dryer complete the move-in-ready package. Beyond your door, Lido Surf and Sand offers a full resort lifestyle: a beachfront heated pool and spa, saunas, a well-equipped fitness room, and a private beach outfitted with lounge chairs. The community's social calendar keeps life vibrant, with movie nights, dinners, BBQs, theatre outings, water aerobics, yoga, and more. This pet-friendly building recently completed a comprehensive 3-year concrete restoration and fresh exterior painting, so you can enjoy carefree island living for years ahead. Just steps away, Lido Key's finest dining, boutique shopping, and scenic biking and walking paths await. All the best of Sarasota's coastal lifestyle, right at your doorstep.

1102 Benjamin Franklin Drive Unit 810, Sarasota

445 Mckinley Drive, Sarasota
$8,985,000
4 Beds ⋅ 6 Baths ⋅ Lido Beach SubDv. ⋅ 34236 Zip Code
On the quiet southern end of Lido Key, this extraordinary LEED Platinum waterfront estate offers a rare combination of deep-water boating access, walkable beach living, advanced storm-resilient construction, and refined modern luxury. Set on more than half an acre along a wide protected basin with quick access to Sarasota Bay and the Gulf, the property enjoys exceptional privacy enhanced by preserve views across the street, while capturing sweeping rooftop vistas of downtown Sarasota, Sarasota Bay, and the Gulf beyond. Originally built in 2002 and completely reimagined in 2009/2010 as one of the nation’s first LEED Platinum-certified residential renovations, the residence was engineered far beyond conventional coastal construction standards. Reinforced concrete-block construction, impact-rated glass, solar technology, elevated design, and a remarkably efficient HERS rating of 28 combine to create a home offering both sustainability and peace of mind without compromise. Expansive motorized glass walls create seamless indoor-outdoor living, opening the great room, dining area and kitchen to the resort-style waterfront terraces and covered lanai. The chef’s kitchen combines exceptional function with sleek modern design, featuring custom Neff cabinetry, Wolf and Sub-Zero appliances, a walk-in pantry, wet bar, and extensive prep and storage areas. Nearby service spaces include an additional refrigerator and dishwasher, built-in storage, and a glass walled wine room. The main-level primary suite serves as a private waterfront retreat with tranquil water views, motorized blackout draperies, integrated audio, and a secluded Zen garden with outdoor shower. The spa-inspired bath features dual vanities, soaking tub, frameless shower, custom storage, and premium Kohler fixtures, while the oversized wardrobe room offers extensive custom built-ins and secure storage. Also on the main level is a fully customized executive office with motorized workstations and built-in cabinetry, along with an oversized three-car garage featuring epoxy floors, air-conditioned workshop space, loft storage, and direct access to the waterfront. Upstairs, multiple guest suites enjoy private balconies, water and skyline views, and en-suite baths. Additional gathering spaces include a loft, media lounge, and dedicated entertainment areas designed for both relaxed daily living and large-scale hosting. Above it all, the rooftop terrace captures panoramic sunset views spanning Sarasota Bay, downtown Sarasota, and the Gulf coastline. The outdoor living experience rivals that of a private resort. Redesigned pool and spa areas feature multiple water elements, automated controls, UV and ion purification systems, gas and heat-pump heating, and expansive lounging and entertaining spaces. The covered lanai includes retractable hurricane and insect screens, in-ceiling heaters, outdoor kitchen, fireplace, integrated audio, pool bath, outdoor shower, and elevated porcelain decking throughout. Completed in 2022, the new seawall and dock were designed to fully embrace Sarasota’s boating lifestyle, featuring a 19,000-pound boat lift, kayak launch, underwater lighting, shore power pedestal, and quick no-bridge access to Sarasota Bay and the Gulf waters beyond. A rare convergence of location, craftsmanship, sustainability, privacy, and waterfront lifestyle, this is one of Lido Key’s most distinctive coastal estates, thoughtfully designed for effortless living at the highest level.

445 Mckinley Drive, Sarasota

556 N Washington Drive, Sarasota
$3,650,000
3 Beds ⋅ 3 Baths ⋅ Saint Armands Division John Ringling Estates SubDv. ⋅ 34236 Zip Code
The ultimate beachside condo alternative is now available furnished and move-in ready! From the moment you step inside, you're greeted by an architectural transformation designed to maximize light and luxury. Stunning porcelain flooring runs throughout the home, extending seamlessly out to the pool and outdoor living spaces. The heart of the home is the newly reimagined open kitchen, where a raised ceiling sets the stage for a beautiful marriage of modern amenities and timeless charm. Walls of glass frame the waterfront views, bathing the entire living space in natural light. For ultimate peace of mind, the property is fully fortified with impact doors and windows, along with premium flood barrier protection. The lifestyle continues outside on a wide boating canal that opens endless possibilities for water activities right from your backyard. Whether it's fishing, kayaking through the lagoon, cruising the open bay, or watching the manatees play. A boater's dream, the property features a new dock and a secure seawall. Outdoor living is completely redefined. The tropical courtyard pool has been newly landscaped with carefree plantings, offering total privacy for swimming or alfresco dining. Entertain guests in a dedicated barbecue area complete with a beautiful pergola, a cozy fire pit, and two outdoor showers for rinsing off after a day at the beach. Convenience matches the luxury with a two-car garage featuring a loft, offering additional space for storage or future expansion. This residence is more than just a home, it's an exquisite retreat in a coveted location, offering the ultimate combination of luxury and privacy. Whether you're throwing in a line to catch dinner or winding down to a breathtaking sunset, this home invites you to embrace the Florida waterfront lifestyle, and just a quick stroll away from Lido Beach and St. Armands Circle.

556 N Washington Drive, Sarasota

763 John Ringling Boulevard Unit 34, Sarasota
$349,000
2 Beds ⋅ 1 Baths ⋅ Sarasota Harbor SubDv. ⋅ 34236 Zip Code
2BR/1BA waterfront condo in Sarasota Harbor West, Sarasota. Top-floor unobstructed bay views, elevator access, and 2026 special assessment paid by seller. This 2-bedroom, 1-bath waterfront condo in Sarasota Harbor West offers 816 square feet of top-floor living with unobstructed Sarasota Bay views. Located on the third floor with elevator access, the residence overlooks the bay from its main living spaces. The seller has paid the 2026 special assessment associated with ongoing community improvements. The interior offers an efficient two-bedroom layout with natural light, coastal breezes, and a main living area oriented toward the water. The floor plan accommodates year-round or seasonal use, with expansive bay views providing a distinctive waterfront setting. The $987 monthly HOA fee includes cable TV, internet, water, sewer, trash, insurance, exterior maintenance, grounds maintenance, maintenance repairs, pool maintenance, common area taxes, escrow reserves, and fidelity bond coverage. Community renovations associated with the paid 2026 special assessment are underway, including resurfacing of walkways and railings. Construction activity may be visible during showings. Buyers should verify project status and association coverage. Community amenities include a swimming pool, shuffleboard courts, kayak storage, bicycle storage, and on-site laundry. Deep-water boat slips are available for additional fees, subject to availability and association requirements. One designated parking space is included, with additional guest parking available. St. Armands Circle is approximately four blocks away, offering restaurants, shopping, galleries, and community events. Lido Beach is approximately two blocks beyond St. Armands Circle, providing access to Gulf beaches and shoreline recreation. Sarasota Harbor West is a 55+ community with a no-pet policy. Rentals are permitted after one year of ownership and are limited to two rentals per ownership period under the stated association rules. The seller welcomes reasonable offers. Buyers should independently verify association fees, restrictions, rental provisions, and boat slip availability.

763 John Ringling Boulevard Unit 34, Sarasota

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