Lido Key Homes with Two Story Property Description

Lido Key Homes with Two Story Property Description

Welcome to Lido Key, Florida, a hidden gem nestled in the heart of Sarasota County. Known for its stunning beaches, vibrant culture, and laid-back atmosphere, Lido Key is the perfect destination for those seeking a coastal lifestyle infused with sophistication. This idyllic barrier island boasts pristine shores, crystal-clear waters, and lush landscapes, making it a paradise for beach lovers and outdoor enthusiasts alike.

Lido Key is not just about breathtaking views; it’s a community rich in amenities and activities. Stroll along the charming St. Armands Circle, where you’ll find an array of boutique shops, delectable dining options, and art galleries that showcase local talent. Whether you're enjoying a sunset picnic on the beach or indulging in fresh seafood at a waterfront restaurant, Lido Key offers an unparalleled quality of life.

When it comes to real estate, Lido Key features an array of homes, including stunning two-story properties that perfectly complement the coastal lifestyle. These spacious homes often come with expansive balconies, allowing residents to savor the gentle ocean breeze and picturesque sunsets. With ample room for family gatherings or entertaining friends, a two-story home in Lido Key provides the ideal setting for creating cherished memories.

The architecture of these homes often reflects the island’s unique charm, with designs that seamlessly blend modern elegance and coastal comfort. If you’re dreaming of a life where the beach is just a stone's throw away, Lido Key’s two-story homes offer the perfect sanctuary to unwind and embrace the beauty of Florida living. Come explore the possibilities that await you in this enchanting coastal haven!

Newest Lido Key Homes with Two Story Property Description

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
1475 John Ringling Parkway, Sarasota
$7,995,000
4 Beds ⋅ 4 Baths ⋅ Lido C SubDv. ⋅ 34236 Zip Code
Direct Gulf boating access defines this contemporary waterfront residence in Sarasota’s Lido Shores. Positioned at the mouth of New Pass with 143 feet of waterfront, the four-bedroom, four-bath residence spans 3,936 square feet and provides unobstructed access to the Gulf of Mexico with no bridges between the private dock and open water. Expansive living spaces, walls of sliding glass and walnut architectural details create a strong connection between the interiors and waterfront setting. The great room centers on a marble-clad linear gas fireplace, while a dedicated entertaining room features a wet bar with quartzite surfaces, illuminated shelving, an ice maker and wine refrigerator. Water views extend through the main living areas, including the formal dining room and curved-glass breakfast area overlooking the pool and New Pass. The kitchen features quartz waterfall-edge countertops, gloss white and walnut cabinetry, a five-burner Wolf gas cooktop, a Wolf steam oven, Sub-Zero refrigerator, dual paneled dishwashers and an oversized island with seating. A walk-in pantry and fully equipped butler’s pantry provide additional storage, refrigeration, an oven and preparation space. Positioned along the waterfront, the first-floor primary suite opens through sliding glass doors to the outdoor living areas. The suite includes a custom walk-in closet, dressing area and spacious bath with dual vanities, a freestanding soaking tub, a private water closet and a walk-in shower with water views. An additional first-floor bedroom provides flexibility for guests or use as a private office. Upstairs, two en suite bedrooms are separated by a 414-square-foot game room with a fireplace, built-in cabinetry and beverage station. Sliding glass doors lead to a 40-foot waterfront balcony overlooking the pool and New Pass. Outdoor amenities include a covered lanai, silver travertine terrace, heated saltwater pool with raised spa, outdoor kitchen, shaded bar seating, outdoor shower and tropical hardwood waterfront deck. The private dock is equipped with a 20,000-pound boat lift, a 7,000-pound personal watercraft lift, shore power, water service, above- and below-water lighting, filet station and storage. According to the seller, significant improvements include a first-floor renovation completed in 2022, impact-rated windows and doors installed in 2021, a roof system installed in 2021 and replacement of all three air-conditioning systems in 2023 and 2024. The main living level and mechanical equipment are above the base flood elevation. Lido Shores is a waterfront community recognized for its connection to the Sarasota School of Architecture. Optional association membership provides private access to North Lido Beach. St. Armands Circle, Mote Marine Laboratory and Aquarium, Longboat Key Club and downtown Sarasota are minutes away, providing convenient access to dining, shopping, recreation and Sarasota’s cultural attractions.

1475 John Ringling Parkway, Sarasota
1157 Westway Drive, Sarasota
$14,900,000
6 Beds ⋅ 6 Baths ⋅ Lido C SubDv. ⋅ 34236 Zip Code
Some properties tell the story of Sarasota's evolution. Offered for the first time publicly in half a century, this waterfront estate in Lido Shores presents a rare opportunity to become the next steward of 1.34 acres with 247 feet of western shoreline. Held by only two families since 1974, both recognized for their lasting contributions to the Sarasota community. A rare slice of Sarasota's legacy is now ready for its next chapter. Designed by Seibert Architects, the residence reflects an important chapter in Sarasota's architectural heritage. The home encompasses more than 9,000 square feet with six bedrooms and six baths, including a library and billiards room. This home was thoughtfully designed to embrace its waterfront setting through expansive living spaces, gathering areas and water views throughout, including multiple terraces. The generous homesite presents exceptional possibilities for restoration, renovation or the creation of a new waterfront estate. Opportunities offering this scale of western-facing water frontage, private beach access and architectural provenance are increasingly rare along Sarasota's coastline. Offering a remarkable sense of privacy, yet just minutes from the boutiques and fine dining of St. Armands Circle, downtown Sarasota's renowned arts and cultural institutions, theaters, galleries and museums, this exceptional property also enjoys convenient access to international airports and multiple international gateways, connecting this storied waterfront setting to destinations around the world.

1157 Westway Drive, Sarasota
514 S Blvd Of The Presidents, Sarasota
$4,030,000
5 Beds ⋅ 6 Baths ⋅ Lido Beach SubDv. ⋅ 34236 Zip Code
Pre-Construction. To be built. Stop searching for the perfect home and build it. This premium vacant lot is offered with a spectacular proposed luxury estate, featuring high-end architectural concepts, an expansive open-concept layout, and top-tier finishes designed for modern sophistication. Why this property stands out: The Canvas: A beautiful, ready-to-develop lot in a coveted enclave. There is a permit in place obtained by Eason Builders Group, projected cost of a complete build including pool , pavers landscaping is $2,900,000.00 with top of the line finsihes . The Vision: Seamless indoor-outdoor integration, gourmet chef’s kitchen concept, and a lavish primary retreat. The Location: Exceptional privacy without sacrificing proximity to top-tier dining, shopping, and entertainment and just 2 blocks to the Lido public beach. Survey, site plans, and proposed renderings are available upon request. Secure the land, finalize the details, and claim your piece of luxury. Ideally suited for weekly vacation rentals with annual income projected between $350,000.00 and $425,000.00

514 S Blvd Of The Presidents, Sarasota
1435 Westway Drive, Sarasota
$11,900,000
5 Beds ⋅ 8 Baths ⋅ Lido Shores SubDv. ⋅ 34236 Zip Code
At the end of Westway Drive, where Lido Shores meets the open water of New Pass, 1435 Westway Drive occupies one of Sarasota’s most extraordinary waterfront settings. Private, gated, and set on a double lot, the estate captures sweeping views across New Pass toward Longboat Key while offering direct deepwater access to the Gulf of Mexico and Sarasota Bay. This is the rare property that delivers every element of elevated coastal living in one address: boating, privacy, architectural presence, beach access, proximity to St. Armands Circle, and a level of land rarely found on Lido Key. Designed by Brian Phipps and built in 2013, the British West Indies–inspired residence blends timeless coastal architecture with modern luxury. Inside, expansive living spaces are framed by tall ceilings, walls of glass, rich wood flooring, custom millwork, and a natural connection to the water beyond. The great room opens to the waterfront terraces, creating an effortless flow between interior comfort and outdoor living. The kitchen is designed for both daily living and large-scale entertaining, with premium appliances including Sub-Zero and Wolf, generous stone surfaces, custom cabinetry, and an open connection to the main living and dining areas. Whether hosting guests after a day on the boat or enjoying a quiet evening overlooking the water, the home feels equally suited to celebration and retreat. With five bedrooms, two primary suites, and elevator service, the floor plan offers rare flexibility for owners, family, and extended guests. The upper-level owner’s retreat is a private sanctuary, complete with a sitting area, wet bar, wine refrigeration, espresso station, study, dual walk-in closets, and a terrace overlooking New Pass, the Gulf, and the lights of Longboat Key beyond. The outdoor living experience is exceptional. Covered terraces, a summer kitchen, resort-style pool, waterfall feature, and waterfront lounge spaces create a private setting designed around the view. The dock includes a 24,000-lb boat lift and additional jet ski lift, placing premier boating waters directly at your door. From here, New Pass provides immediate access to the Gulf, Sarasota Bay, Longboat Key, and the surrounding barrier islands. What truly sets the property apart is its scale. The estate spans approximately three-quarters of an acre, including an adjacent parcel that has been transformed into a lush private garden with mature landscaping, open lawn, fire pit, pond, cascading waterfall, and meandering paths. It gives the home a sense of arrival and breathing room that is almost impossible to recreate in this location. With its own gated access and generous dimensions, this portion of the property also offers future flexibility for a guest house, wellness pavilion, additional structure, or further reimagining, subject to applicable approvals. Lido Shores remains one of Sarasota’s most coveted coastal enclaves, known for its architectural pedigree, quiet streets, private beach access, and rare positioning between the Gulf, New Pass, St. Armands Circle, downtown Sarasota, and Longboat Key. Residents enjoy the privacy of a true neighborhood while remaining moments from dining, shopping, boating, beaches, and culture. Previously recognized as an HGTV Ultimate House Hunt winner for waterside living, 1435 Westway Drive is more than a waterfront residence—it is a private Sarasota estate with presence, scale, and a setting that cannot be duplicated.

1435 Westway Drive, Sarasota
76 S Washington Drive, Sarasota
$2,895,000
4 Beds ⋅ 4 Baths ⋅ Saint Armands Division John Ringling Estates SubDv. ⋅ 34236 Zip Code
An exceptional opportunity awaits on one of Sarasota’s most coveted streets — 76 S Washington Drive, located on the lovely St. Armands Key. Welcome to a rare gem nestled within the prestigious John Ringling Estates. Framed by a stately row of regal palms and lush tropical landscaping, this enchanting residence captures the essence of refined coastal living with an irresistible blend of classic charm and modern sophistication. Nestled on an oversized lot, this home features 4 bedrooms and 3 1/2 bathrooms, with a thoughtfully designed open floor plan perfect for entertaining. Behind a graceful white privacy wall, the estate opens to reveal a picture-perfect private oasis, complete with a sparkling pool, spa, lush landscaping, and multiple lounge areas making it ideal for both relaxation and stylish entertaining. The resort-style backyard also features a guest cottage ready to be finished with your personal touches. The brick-paved walkways are all framed by manicured hedges and grand architecture that exudes Mediterranean Revival elegance. Step inside and be welcomed by soaring vaulted ceilings, rich hardwood floors, and an expansive open living area that seamlessly blends comfort with designer touches. Graceful archways, crown molding, and carefully curated fixtures echo the home’s timeless appeal, while large windows invite natural light and frame garden views. The gourmet kitchen is a chef’s dream—fitted with custom white cabinetry, a high-end gas range, farmhouse sink, and a striking patterned wood-and-marble floor that adds a bespoke touch of artistry. Just outside, an al fresco kitchen awaits under a wood-beamed ceiling—perfectly equipped for hosting summer evenings and sunset soirees. Located just moments from the luxury boutiques and fine dining of St. Armands Circle, this exceptional residence also offers proximity to Lido Beach, downtown Sarasota, and the cultural treasures of the Ringling Museum district. Whether you’re seeking a permanent residence, a vacation retreat, or an investment property, this home embodies the ultimate coastal lifestyle. Don't miss your chance to live moments from the circle, the beach, and all of Sarasota's best!

76 S Washington Drive, Sarasota
119 Mckinley Drive, Sarasota
$5,695,000
10 Beds ⋅ 12 Baths ⋅ Lido Beach SubDv. ⋅ 34236 Zip Code
Coastal luxury meets exceptional investment opportunity on Lido Key. Just steps from the white sands and turquoise waters of Lido Beach, this custom one of a kind residence offers 10 bedrooms, 10 full baths, and 2 half baths in a beautifully designed turnkey furnished setting. Built with a sophisticated contemporary aesthetic, the home features an open concept floor plan spanning multiple living levels, designed for both effortless entertaining and comfortable everyday living. The chef’s kitchen is a true centerpiece, complete with a large quartz island, walk in pantry, panel ready refrigerator, premium appliances, and custom lighting. Each of the 10 bedrooms includes its own ensuite bath, creating a private and luxurious experience for guests and making the home ideal for large gatherings or vacation rental use. Thoughtful design elements, including unique accent walls and upscale finishes, add character and cohesion throughout. Outdoor living is equally impressive, with multiple balconies, an expansive patio, and a private pool and spa that create a true resort-style atmosphere. The upper level offers an additional entertaining space with a wet bar, while the rooftop terrace delivers stunning views and the perfect setting to relax or host guests. An elevator services the home for added convenience, and the spacious primary suite provides a serene retreat with a double vanity, walk-in shower, and a freestanding soaking tub. Located just minutes from St. Armands Circle and a short drive to downtown Sarasota’s dining, shopping, and cultural attractions, this property offers the best of coastal living with strong income potential.

119 Mckinley Drive, Sarasota
701 Tyler Drive, Sarasota
$5,495,000
4 Beds ⋅ 4 Baths ⋅ Lido Beach SubDv. ⋅ 34236 Zip Code
An Exquisite Bayfront Residence on Prestigious Lido Key, Sarasota. This meticulously reimagined two-story bayfront masterpiece embodies the pinnacle of sophisticated coastal living. Offering 3,832 square feet of thoughtfully designed interior space which was fully renovated in 2017, including impact-resistant doors and windows and a new roof. The residence features 4 ensuite bedrooms, a state-of-the-art 2025 gourmet kitchen, designed for discerning entertainers, showcases premium appliances, custom cabinetry, and an expansive island that serves as the heart of the open-plan living areas. The new elegant flooring unifies the bright, voluminous interiors. The second story includes a spacious home office with views over the pool to the bay. Beyond the interiors lies a private waterfront sanctuary: a heated saltwater pool overlooks an expansive floating dock, ideally suited for vessels of varying sizes, kayaks, or paddleboards. Unobstructed sailboat access invites effortless exploration of the bay and beyond. Additional conveniences include a spacious two-car garage, proximity to downtown Sarasota's vibrant cultural scene, a 15-minute drive to Sarasota-Bradenton International Airport. Close by is the pristine sands of Lido Beach with the most spectacular sunsets and moments away is St. Armands Circle's dining and shopping. Framed by the preserved mangroves of Otter Key, the sheltered waters host an abundance of marine life, dolphins, manatees, and graceful wading birds frequently enchant residents with their presence. This extraordinary property represents a rare harmony of tranquil waterfront serenity, impeccable modern enhancements, and unparalleled proximity to Sarasota's finest amenities—an enduring legacy of refined coastal elegance. Independently certified appraisal on 03/05/2026 by Birkholz Appraisal Group: Value by sales comparison approach $5.9M and Value by cost approach $6.2M

701 Tyler Drive, Sarasota
149 Mckinley Drive, Sarasota
$4,999,999
9 Beds ⋅ 9 Baths ⋅ Lido Beach SubDv. ⋅ 34236 Zip Code
MOTIVATED SELLER • HUGE PRICE REDUCTION! • EXCEPTIONAL INCOME OPPORTUNITY Experience the rare opportunity to own a single-owner, fully custom-built coastal residence completed in 2022, where striking architecture, sophisticated finishes, and exceptional attention to detail come together to create a truly distinctive luxury retreat. Thoughtfully designed from the original plat through completion, this extraordinary home was created with both elevated personal living and impressive rental potential in mind—generating a strong six-figure annual rental income. From the moment you enter, the scale and craftsmanship are immediately apparent. Soaring ceilings and dramatic floor-to-ceiling windows fill the home with natural light while creating a stunning architectural backdrop. Expansive open living spaces flow effortlessly from one area to the next, enhanced by sophisticated tile flooring, contemporary design lines, custom lighting, and an exceptional connection between indoor and outdoor living. At the heart of the home, the gourmet kitchen blends refined style with functionality, featuring premium cabinetry, designer countertops, and high-end appliances. Whether hosting intimate gatherings or entertaining on a grand scale, the generous layout provides the perfect setting for effortless entertaining. Luxury continues throughout the residence with SEVEN beautifully appointed en-suite bedrooms, each offering a private, hotel-inspired retreat. Designer bathrooms showcase elegant tilework, glass-enclosed showers, floating vanities, upscale fixtures, and carefully selected finishes that create a sophisticated resort-like experience for owners and guests alike. Multiple balconies, an open upper-level lounge, and a spectacular private rooftop terrace elevate the home’s lifestyle experience, providing multiple destinations to relax, entertain, and take in the surrounding views. The rooftop retreat creates an especially memorable setting for sunset cocktails, evening gatherings, or simply enjoying the extraordinary Florida lifestyle. The outdoor living spaces are equally impressive. A fully fenced private backyard features an outdoor gas fire pit, stylish gazebo, and private outdoor shower, creating an inviting oasis for entertaining or unwinding. An outdoor kitchen designed to the buyer’s specifications will be provided at closing, allowing the new owner to personalize this exceptional entertaining space to their own taste and lifestyle. With its remarkable scale, seven en-suites, rooftop terrace, multiple balconies, designer finishes, exceptional outdoor amenities, and proven six-figure annual rental income, this is far more than a vacation home—it is a sophisticated luxury residence and compelling income-producing asset. A truly one-of-a-kind custom residence that must be experienced in person to fully appreciate. Schedule your private showing today. A NEW ADDED BONUS: NOW OFFERED FULLY FURNISHED (COMPLETED BY LOCAL DESIGNER) & SELLER WILL CREDIT BUYER AT CLOSING THE CUSTOM DESIGNED OUTDOOR KITCHEN!

149 Mckinley Drive, Sarasota
345 Madison Drive, Sarasota
$3,295,000
4 Beds ⋅ 4 Baths ⋅ Saint Armands Division John Ringling Estates SubDv. ⋅ 34236 Zip Code
Experience refined coastal living in the heart of St. Armands Circle, Sarasota’s premier destination for luxury shopping, fine dining, and island living. This fully turnkey, furnished 4-bedroom, 3.5-bath residence is ideally located just steps from world-class amenities and a short stroll to Lido Beach. Extensively renovated with coastal elegance in mind, this home features impact-rated windows and doors, a new roof with skylights, updated HVAC systems, designer flooring, remodeled bathrooms, upgraded lighting, and premium finishes throughout. The chef’s kitchen showcases Wolf, Sub-Zero, and Bosch appliances, quartz countertops, and custom cabinetry. The private outdoor retreat offers a fully renovated pool, travertine decking, lush landscaping, modern fencing, copper gutters, and a custom privacy wall featuring ceramic artwork by a celebrated Florida artist. Located in one of Sarasota’s most iconic destinations, this rare turnkey residence offers a unique opportunity for full-time living, a seasonal retreat, or an exceptional rental opportunity. Embrace effortless access to Lido Beach, St. Armands Circle, and the best of Sarasota’s island lifestyle.

345 Madison Drive, Sarasota
340 Morningside Drive, Sarasota
$4,925,000
3 Beds ⋅ 4 Baths ⋅ Lido Shores SubDv. ⋅ 34236 Zip Code
Experience the epitome of island living in this luxurious three-bedroom, four-bath residence. With high-end finishes and spacious rooms featuring soaring ceilings, every detail exudes comfort and elegance. Enjoy leisure time with a ping-pong table, a theater room, and a pristine pool that basks in southern exposure, overlooking the tranquil open bayou. The kitchen, complete with a breakfast area, offers stunning views of the pool and bayou, while a cozy office space provides an ideal work-from-home environment. The home also features a beautiful dining room with a wet bar and a welcoming living room adorned with elegant wood floors throughout. Each bedroom offers luxurious en-suite baths, and the master bath is a true retreat. The expansive pool deck area and the convenience of a two-car garage and boat dock add to the home’s charm. Plus, with an elevator and a full-house generator, you’ll enjoy ultimate comfort and peace of mind.

340 Morningside Drive, Sarasota
515 S Washington Drive, Sarasota
$7,990,000
4 Beds ⋅ 4 Baths ⋅ Saint Armands Division John Ringling Estates SubDv. ⋅ 34236 Zip Code
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, Sarasota
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