Refine Search
Map
Sort by
$6,945,000
5 Beds ⋅ 6 Baths ⋅ A4652926 MLS
A boater's dream and RARE opportunity—One of just 39 homes on this EXCLUSIVE side of St. Armands Circle offering -DIRECT GULF ACCESS- NO FIXED BRIDGES - and NO OBSTACLES. True deep-water dockage that comfortably accommodates a vessel over 60 feet. Enjoy full waterfront views of Sarasota Bay and the iconic downtown Sarasota skyline from every north-facing room in this home. This stunning, gated waterfront estate showcases the timeless elegance of Mediterranean architecture, blending classical design with refined coastal living. Expertly engineered with solid poured concrete walls reinforced by structural steel beams, this residence offers unmatched strength, integrity, and long-term value—an ideal foundation for both luxury and peace of mind. This Venetian-inspired estate is a rare architectural masterpiece, showcasing meticulously hand-applied Venetian plaster walls that exude artisan-crafted elegance—both refined and truly one-of-a-kind. The home features unmatched fit and finish throughout the entire residence. The primary floor of this home is thoughtfully designed for seamless living and exceptional entertaining value. Take in full waterfront views of Sarasota Bay and the downtown skyline while preparing a meal in the master-crafted kitchen or relaxing on the expansive waterfront veranda. The kitchen is an authentic showpiece and a true chef’s dream, featuring professional-grade appliances, a robust gas range with multiple burners, hand-carved cabinetry, and marble flooring throughout. This four-story home is equipped with a whole-house elevator for effortless access to each level. With an expansive extended garage, it’s ideal for car enthusiasts, offering multiple storage bays and additional space for organization. Looking for ease of maintenance? Enjoy the recently installed, top-of-the-line polymer turf surrounding the home. The luxury pool and spa features all brand new equipment and water heater, a premium-grade saltwater chlorination system, complete with full automation and water features. Delivering crystal-clear water and low-maintenance convenience. St. Armands Circle is one of Sarasota’s most coveted and prestigious addresses. This home's premier location places you just steps from Lido Beach. Frequent festivals, classic car shows, and seasonal events make the area lively year-round. Choose from gourmet restaurants, boutique shops, and family-friendly activities as you stroll the Circle. Downtown Sarasota’s theaters, museums, and fine arts venues are just a short drive away. For golf enthusiasts, this home is minutes from The Longboat Key Club—one of Sarasota’s most prestigious private clubs. The club features 45 holes of championship golf across two beautifully maintained courses and a full-service, resort-style experience including a world-class tennis center, private beach, deepwater marina slips, full-service spa, upscale dining, and an active calendar of social events.

290 N Washington Drive, Lido Key
$4,250,000
6 Beds ⋅ 6 Baths ⋅ A4653979 MLS
STUNNING ESTATE ON LIDO KEY!!! WELCOME TO YOUR COASTAL DREAM HOME!!! This 6 bedroom 5 1/2 bath property is TURNKEY FURNISHED, has an ELEVATOR to all levels, and boasts vaulted ceilings. The owner spared no expense when building this home. High end designer finishes and attention to detail are evident throughout. The master bedroom is a tranquil oasis and offers a private balcony providing breathtaking views. You will also find a large walk in closet and an oversized bathroom featuring double vanities, free standing bath tub, and a walk in shower. The additional four bedrooms are all en-suite and are laid out perfectly. The chef's kitchen has high end wood cabinets, quartz countertops, stainless steel appliances and a large center island. The great room floor plan is expansive and features high ceilings with wood beams. Step into your outdoor oasis with a private heated pool with a sun shelf, perfect for both kids and adults to soak up the Florida sun. A covered spa ensures year-round enjoyment. The expansive covered patio extends nearly the entire space beneath the home, ample bar-top seating, dining, TVs, and gaming areas, including a pool table and foosball. Convenience is key as you're just a short stroll to Lido Key Beach and or to St. Armand's Circle with wonderful shops and restaurants. With a 2-car garage and space for up to four cars in the driveway, you have ample parking options. This is the ultimate vacation home for you and your family. Currently a successful vacation rental with forward bookings in place.

340 Jackson Drive, Lido Key
$4,000,000
6 Beds ⋅ 8 Baths ⋅ A4649296 MLS
Welcome to your dream home on Lido Key! This impressive 3-story residence offers a luxurious living experience with breathtaking water views from its private rooftop oasis. With 6 bedrooms, 6 full bathrooms, and 2 half-bathrooms spread across 3,914 square feet, this home is a masterpiece of modern design, boasting sleek clean lines, abundant natural light, and high-end finishes throughout. As you step into the grand entrance on the main floor, you'll be captivated by the open-concept layout and the panoramic wall-to-wall windows that showcase the stunning living, dining, and gourmet kitchen areas. The kitchen is a chef's delight, featuring stylish pendant lighting, gold accents, a massive island with a waterfall quartz countertop, and herringbone wood tile flooring. Top-of-the-line stainless steel appliances, double ovens, and elegant fixtures complete the sleek design. This home offers multiple dining options, perfect for entertaining. The open-concept dining area is ideal for indoor dining, while the adjacent lanai provides an al fresco experience where you can savor the warm sea breezes. For a more intimate setting, descend the stairs to your own tropical oasis. Surrounded by lush palm trees and greenery, this tranquil retreat features a sparkling heated pool and spa, creating a private resort-like experience. With 6 bedrooms and 6.5 bathrooms, this home provides ample space for your family and guests, each room more luxurious than the last, with unique features adding to the overall opulence. The master retreat, located between the 1st and 2nd levels, offers a serene escape. Relax in the deep soaker stand-alone bathtub while enjoying fantastic views, or pamper yourself in the en-suite bathroom with his and her custom-built vanity sinks, a large walk-in shower with designer tile and fixtures, a water closet, and a walk-in closet. This home also offers the rare convenience of a commercial elevator, allowing easy access to the next level, where you'll find four additional bedrooms, each with its own en-suite bathroom featuring porcelain tile in the bathrooms and wood tile flooring in the bedrooms. Gold accents and custom built-ins add to the beauty found throughout this floor. A full-sized laundry room with two stacked washers and dryers ensures convenience and efficiency. Ascend another flight of stairs, and you'll discover an additional bedroom, attached en-suite bathroom, and a half bath that lead to the spectacular rooftop deck. Enjoy stunning views of the Gulf, dine on the covered deck year-round, and relish in the Florida sunshine from multiple seating areas. Whether you're sunbathing, entertaining guests, playing a game of corn hole, or witnessing awe-inspiring sunsets, the possibilities are endless in this magical space. Located in the heart of desirable Lido Key, just steps away from one of Florida's most beautiful beaches and the renowned St. Armands Circle, this home offers easy access to fabulous dining and shopping. What's more, this neighborhood has no CDD fees or HOA restrictions, providing you with the freedom to truly enjoy the luxury of coastal living.Don't miss the opportunity to turn your dream into a reality. Embrace the true meaning of luxury living in this stunning Lido Key home.

135 Grant Drive, Lido Key
$1,250,000
3 Beds ⋅ 3 Baths ⋅ A4639921 MLS
MAJOR PRICE REDUCTION! Prime Lido Beach Opportunity – Discover the potential of this Old Florida gem, located just one block from Lido Beach and less than a mile walk or bike ride to the vibrant shops and dining of St. Armands Circle. Lido Beach offers a serene coastal escape while being just minutes from the energy of downtown Sarasota. Enjoy breathtaking sunsets, peaceful morning walks along the shore, and endless opportunities for swimming, kayaking, and wildlife watching in this coastal paradise. This 3-bedroom, 2-bathroom main home features an attached 1-bedroom, 1-bathroom apartment, offering flexibility for rental income, a guest suite, or multi-generational living. Lovingly lived in by one owner for nearly 40 years, this home sits on an 8,608 sq. ft. lot, this property is zoned RMF3 - Residential, Multi-Family, providing incredible opportunities for redevelopment or investment. Whether you’re looking to renovate, expand, or build new, this lot offers endless possibilities in a prime location. While the home has sustained storm damage from Hurricane Helene, it presents an exceptional opportunity for investors or buyers looking to build equity in one of Sarasota’s most sought-after beachside communities. Don’t miss out on this rare chance to own on Lido Key. Property is being sold as-is.

132 Harrison Drive, Lido Key
$7,990,000
4 Beds ⋅ 4 Baths ⋅ A4630034 MLS
Virtually Staged. Presenting a rare opportunity at 515 S Washington Drive, an extensively reimagined residence offering the space of a luxury estate with a low-maintenance lifestyle, just steps from St. Armands Circle and Lido Beach. Originally envisioned by renowned architect Bo MacEwen, the home is being thoughtfully transformed with a focus on modern design, comfort, and seamless indoor-outdoor living. The first floor features a spacious primary suite and private den, while three additional bedrooms upstairs provide plenty of room for family and guests. Outside, a resort-style pool, elegant landscaping, and multiple entertaining areas create a private retreat without the upkeep of an oversized estate. Best of all, the home enjoys direct western exposure for beautiful Sarasota sunsets, all within an easy walk of the beach, restaurants, shopping, and everything St. Armands has to offer. A unique combination of space, location, privacy, and effortless coastal living. ****Price as stated is for new construction, inquire about pricing prior to construction. ****

515 S Washington Drive, Lido Key
$5,500,000
9 Beds ⋅ 11 Baths ⋅ A4634680 MLS
Lido Key luxury retreat with 9 bedrooms, 11 bathrooms a heated pool, spa & slide. Walk to Lido Beach or bike to St. Armand's Circle. This impressive home offers 9 master bedrooms, each meticulously designed for maximum space, and 9 full baths plus 2 half baths, allowing you to spread out. The home is sold turnkey furnished with luxurious sleeping arrangements of 8 King beds and 2 Twin bunk beds. Multiple balconies and patios further enhance your connection to the tropical surroundings. A modern, open-concept kitchen with top-of-the-line Wolf/Subzero appliances is the epicenter of this home. Comfortable furnishings allow for group gatherings both inside and outside on the pool deck. Situated on a corner lot located on the beautiful Lido Key, where sophistication and coastal opulence seamlessly combine in this residence. Lido Key Beach is a short 0.3-mile stroll from your door, where you can enjoy pristine sparkling sands, ensuring you make the most of the beautiful coastal setting. The stunning rooftop deck provides panoramic views of the picturesque surroundings, offering a serene space to unwind. Whether you're savoring the warm island breeze or soaking up the sun, this space is the perfect place to unwind. This exquisite property offers a wealth of luxury features, creating the ideal escape for those who demand both relaxation and elegance. New owners will be able to inherit future vacation rental reservations, maintain the same property management company and have an instant income producing property.

171 Mckinley Drive, Lido Key