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2050 Benjamin Franklin Drive Unit B704, Lido Key
$2,495,000
3 Beds ⋅ 3 Baths ⋅ A4709598 MLS ⋅ Orchid Beach Club BLDG.
Set high on the seventh floor of the prestigious Orchid Beach Club, this tastefully furnished residence captures sweeping, panoramic vistas of the Gulf of Mexico, Sarasota Bay, and the downtown skyline. Offering nearly 3,000 square feet of impeccably designed living space, this beachfront haven features three spacious bedroom suites, 3 full all-marble baths, private elevator entry, and 3 expansive private terraces designed for indoor-outdoor coastal living. Updated by award-winning designer Barbara Gardner , the interior radiates an estate-style sense of opulence. Extraordinary craftsmanship is evident throughout, highlighted by cove ceilings with inset lighting, custom crown molding, decorative arched alcoves, and warm wood paneling. Private elevator access opens into a refined foyer, where custom iron filigree doors lead to a stately living room adorned with gleaming marble floors and full-height sliding glass doors that frame uninterrupted water, beach, and downtown views. The chef's kitchen features a central island, quartz countertops, paneled Subzero refrigerator, and premium appliances including Bosch double wall ovens, a 5-burner Bosch gas cooktop, Dacor warming drawer, and microwave drawer. Adjacent to the kitchen, a sunlit breakfast nook and dedicated dining area—distinguished by designer lighting and seating for eight—offer unobstructed sightlines across the living space to the Gulf beyond. Out on the primary terrace, an outdoor kitchen equipped with a new DCS gas grill and granite surround extends the living space for al fresco dining. The primary owner's retreat boasts a comfortable sitting area, walk-in closet, and direct terrace access with picture-perfect water views. The oversized primary bath is a spa-like sanctuary featuring a glass-enclosed shower, deep soaking tub, bidet, dual vanities plus a separate makeup vanity, and a convenient morning bar. Each guest bedroom serves as a private getaway with direct terrace access and high-end marble and quartz finishes. Modern infrastructure upgrades include multi-zone smart-home A/C, motorized window treatments, fresh paint, designer wall coverings, and a new water heater. Orchid Beach Club is an exclusive, resort-style gated community of just 54 residences nestled along pristine white sands. Residents enjoy 24/7 security, concierge and doorman services, covered garage parking, a heated Gulf-front pool and spa, fitness center, social rooms, library, and a private dog run. Located just moments from the world-class shopping and dining of St. Armands Circle and downtown Sarasota, this residence offers the ultimate beachfront lifestyle.

2050 Benjamin Franklin Drive Unit B704, Lido Key
777 John Ringling Boulevard Unit 36, Lido Key
$639,900
2 Beds ⋅ 2 Baths ⋅ A4708681 MLS ⋅ Hawthorne BLDG.
Rarely Available in Sarasota Harbor East! Don’t miss this opportunity to own a top-floor, 2-bedroom, 2-bath end unit offering stunning views of the Sarasota skyline and Sarasota Bay. Located in this desirable 55+ community, the residence is ideally situated between St. Armands Circle and downtown Sarasota, putting an array of restaurants, shopping, theaters, and cultural attractions just minutes away. This well-maintained, fully furnished unit features an open floor plan and an updated, extended kitchen with a separate entrance, offering added convenience and functionality.Sarasota Harbor East offers an array of amenities, including a heated bayside pool, clubhouse, bike and kayak storage, shuffleboard courts, and more. Community boat slips are also available on a first-come, first-served basis.Enjoy the best of Sarasota living, with beautiful bay views, a convenient location, and a wealth of nearby attractions. Schedule your showing today!

777 John Ringling Boulevard Unit 36, Lido Key
1083 Westway Drive, Lido Key
$16,750,000
4 Beds ⋅ 7 Baths ⋅ A4708464 MLS
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, Lido Key
1212 Ben Franklin Drive Unit 1205, Lido Key
$645,000
1 Beds ⋅ 1 Baths ⋅ A4703178 MLS ⋅ Lido Beach Club BLDG.
Wake up to the beauty of Lido Key from this 12th-floor Gulf-front residence at 1212 Benjamin Franklin Drive, Unit 1205. Elevated above the shoreline, this inviting condo captures expansive views of the Gulf of Mexico and offers a relaxed coastal setting just moments from everything Sarasota has to offer. The light-filled living and dining areas open to a private balcony where Gulf breezes and colorful sunsets create the perfect backdrop for morning coffee or an evening glass of wine. The kitchen features stone countertops, abundant cabinetry, and plenty of workspace, while the spacious bedroom offers generous closet space and an updated bath. Enjoy the convenience of true beachfront living with direct access to the sand, a heated seaside pool, fitness center, club and meeting areas, secure lobby, on-site management, elevators, and assigned covered parking. The building provides the ease of condominium living while placing the Gulf just outside your door. Located on desirable Lido Key, the residence is only minutes from the restaurants, boutiques, and entertainment of St. Armands Circle, with downtown Sarasota's dining, theaters, galleries, and cultural attractions just a short drive away. Ideal as a primary residence, seasonal getaway, or easy lock-and-leave coastal retreat, this 12th-floor condo offers an exceptional opportunity to enjoy the Lido Key lifestyle with beautiful Gulf views, beachfront amenities, and one of Sarasota's most sought-after locations.

1212 Ben Franklin Drive Unit 1205, Lido Key
1215 Westway Drive, Lido Key
$5,400,000
A4702152 MLS
An extraordinary opportunity awaits to create a world-class waterfront estate along one of Sarasota's most coveted stretches of Gulf coastline. Perfectly positioned within the exclusive Lido Shores community, this cleared and construction-ready homesite presents a rare opportunity to design and build a custom coastal masterpiece in one of Florida's most sought after barrier island enclaves. Spanning nearly 12,000 square feet with an impressive 143 feet of direct Gulf frontage, the property captures breathtaking panoramic water views, unforgettable sunsets, and the tranquil Gulf beauty from one of the area's most sought-after locations. With private neighborhood beach access and an exceptional waterfront setting, this remarkable homesite offers the ideal foundation for a residence that reflects your unique vision and lifestyle. Thoughtfully prepared for development, the quarter-acre parcel features a striking stone-faced perimeter wall with a gated entry for privacy, professionally designed landscaping that creates an elegant first impression, and an approved seawall permit to further enhance the property's long-term value and functionality. Imagine a residence defined by soaring walls of glass framing endless Gulf views, expansive indoor and outdoor living spaces designed for effortless entertaining, a spectacular chef's kitchen, private wellness amenities, a resort-inspired pool and spa, and every luxury imaginable. Select the builder of your choice and collaborate on a home tailored to your exact specifications—where architectural excellence and coastal elegance become one. Opportunities to acquire a Gulf-front homesite of this caliber are exceedingly rare. More than simply vacant land, this is an invitation to create a timeless legacy estate on one of Sarasota's most distinguished addresses—where exceptional design, uncompromising luxury, and the incomparable beauty of the sand, sea, and sky come together to create something truly extraordinary.

1215 Westway Drive, Lido Key
1209 Westway Drive, Lido Key
$11,900,000
6 Beds ⋅ 7 Baths ⋅ A4702151 MLS
One of Sarasota's most extraordinary Gulf-front estates, this magnificent coastal sanctuary is gracefully positioned within the exclusive enclave of Lido Shores, representing the pinnacle of luxury, architectural distinction, and timeless elegance. Framed by a majestic backdrop of endless Gulf waters and breathtaking sunsets, the residence commands one of the area's most coveted stretches of coastline, where panoramic views and unparalleled privacy create an unforgettable setting. Designed by celebrated architect Clifford M. Scholz, this exceptional 6,862-square-foot masterpiece is a striking expression of modern sophistication, seamlessly blending architectural artistry with refined coastal living. Spectacular interiors unfold beneath soaring ceilings accented by dramatic designer lighting, while walls of floor-to-ceiling glass dissolve the boundaries between indoors and the stunning waterfront beyond. Formal living and dining rooms are complemented by inviting gathering spaces, a sun-filled breakfast nook, and a versatile bonus room designed to accommodate both intimate family living and grand-scale entertaining. At the heart of the home, the remarkable chef's kitchen delivers an exceptional culinary experience, anchored by a magnificent La Cornue range with a matching commercial-grade vent hood. Top-tier appliances, a generous butler's pantry, climate-controlled wine storage, and a beautifully appointed built-in bar create an environment equally suited for lavish entertaining or relaxed evenings with family and friends. Five luxurious bedrooms, six full baths, and two powder rooms provide exceptional accommodations, including two private guest suites enhanced by charming loft spaces. The secluded owner's retreat was thoughtfully designed to evoke comfort and tranquility, while two executive offices provide refined spaces for work or study. Elevating everyday living even further are a traditional sauna and a state-of-the-art infrared light therapy room, offering a private wellness experience worthy of a world-class spa. Throughout the residence, exquisite craftsmanship is evident in every detail, from the one-of-a-kind custom staircase to two elegant fireplaces that enrich the home's warmth and architectural character. Outdoors, an extensive waterfront terrace embraces the Gulf with effortless elegance. A heated resort-style pool with a cascading waterfall serves as the centerpiece of the lush tropical landscape, creating a spectacular setting for entertaining or quiet relaxation while surrounded by sweeping coastal vistas. Arriving through grand entry gates, the estate immediately conveys a sense of prestige and seclusion. A striking Turkish shell stone perimeter wall provides exceptional privacy, while the expansive grounds present a rare opportunity to further enhance the property by creating an extraordinary multigenerational family compound or additional guest accommodations. Thoughtfully elevated for superior storm resilience, the residence combines enduring construction with uncompromising luxury. Located just minutes from the boutiques and fine dining of St. Armands Circle and the vibrant arts, culture, and waterfront attractions of downtown Sarasota, this remarkable property is far more than an exceptional residence—it is a legacy estate destined to remain one of Lido Key's most iconic and distinguished Gulf-front homes for generations to come. The adjacent parcel at 1215 Westway is also available for purchase.

1209 Westway Drive, Lido Key
1475 John Ringling Parkway, Lido Key
$7,995,000
4 Beds ⋅ 4 Baths ⋅ A4702218 MLS
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, Lido Key
1300 Benjamin Franklin Drive Unit 1205 & 1206, Lido Key
$9,800,000
4 Beds ⋅ 6 Baths ⋅ A4698333 MLS ⋅ Beach Residences BLDG.
This Gulf-front coastal haven is where opulence is complimented by exclusivity. This lauded RITZ-CARLTON managed contemporary residence sets the standard for legendary white-glove service. Welcome to the coveted lifestyle at The Beach Residences. Atop this exquisite 88 residence high-rise sits a ONE-OF-A-KIND, SEAMLESSLY INTERCONNECTED DUAL PENTHOUSE SUITE with 4 bedrooms, plus 2 flex rooms (i.e.- media room, den or 2 more bedrooms) & 6 full bathrooms. Palatial & thoughtfully remodeled, this 12th-floor masterpiece blends world-class craftsmanship w/the natural light of soaring ceilings. As you step from one of two semi-private elevators into a welcoming Grand Salon, the spectacular 6,332 sqft home greets you with impeccable finishes, crown moldings, as well as timeless wood & marble flooring throughout. Each expansive residence boasts 3,000+ sqft flowing naturally into West, Northwest, & East-facing wraparound terraces. Double-paned floor to ceiling glass walls provide panoramic views of turquoise Gulf waters, epic sunsets, w/dynamic Sarasota skylines. The gourmet kitchens feature state-of-the-art appliances- stainless steel Sub-Zero refrigerator & wine fridge, Dacor natural gas cooktop, chef’s island, granite countertops, w/solid-wood cabinetry. Two gas fireplaces enhance the alluring interior setting, while generous 1,400 sqft terraces with BBQ offer alfresco dining among the clouds. This bespoke & customizable space is perfectly tailored for large events or intimate gatherings. Catered soirees are simplified by 2 generous kitchens, large pantries & spacious laundry rooms for post-events. This penthouse features 2 private garages in the garage for 4+ vehicles & 2 air-conditioned storage rooms on the elevated lobby level. This personal haven is a serene retreat featuring his & her walk-in closets, wet-bars, & 4 ensuite bathrooms where marble floors meet a spa-inspired bath w/jetted tubs and dual vanities. These EFFORTLESSLY INTERCONNECTED PENTHOUSES are joined by a one-of-a-kind hallway, lovingly & meticulously designed by a Nasa Engineer. The dual-unit layout offers flexible configuration choices whether you prefer ONE SPRAWLING UNIFIED SPACE OR TWO SEPARATE PENTHOUSES. The Ritz-Carlton managed Residences set the standard in resort-style maintenance-free living with a 24-hour concierge & 24-hour manned guard gate. Residents enjoy the heated pool & spa with a generous fire-pit to appreciate on cold evenings. Added comforts include a social room w/caterers’ kitchen, boardroom, massage room, sauna, fitness center, theater, ping-pong & yoga room, as well as 2 guest suites. Two large pets per unit can enjoy our dog run. The Ritz-Carlton Members Club is optional & immediately available to purchase. Complimentary shuttle buses escort you throughout the day to St Armands Circle with charming boutique shopping, bistro dining & walkable convenience. Lido Key boasts quartz-white sand beaches, elegant bistros, world-class restaurants, A short 10-minute drive away, you’ll find an award-winning tennis and pickleball center, the 2nd largest marina on Florida’s West Coast & 45 holes of exclusive & challenging PGA golf courses surrounded by shimmering Gulf waters. Nearby conveniences: Publix, CVS, & world-class doctors. Downtown Sarasota is a cultural hub offering entertainment and gourmet cuisine, art galleries, opera & theatre venues. Luxury, location and the Lido Key lifestyle- it doesn’t get any better than this.

1300 Benjamin Franklin Drive Unit 1205 & 1206, Lido Key
1157 Westway Drive, Lido Key
$14,900,000
6 Beds ⋅ 6 Baths ⋅ A4696910 MLS
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, Lido Key
246 Morningside Drive, Lido Key
$6,995,000
4 Beds ⋅ 6 Baths ⋅ A4698159 MLS
Designed by renowned Sarasota architect Guy Peterson, this striking contemporary waterfront residence is tucked within the coveted Lido Shores community, where private deeded beach access and protected waters create one of Sarasota's most sought-after coastal lifestyles. Occupying one-and-a-half lots along the tranquil shoreline of Pansy Bayou, the residence blends award-worthy architecture with extensive recent renovations, offering an extraordinary balance of modern design, waterfront living, and effortless indoor-outdoor entertaining. Walls of floor-to-ceiling impact glass capture ever-changing bayou vistas while flooding the home with natural light. Spanning more than 4,600 square feet, the four-bedroom residence has been extensively remodeled from 2020 through 2024 with exceptional attention to detail. New hurricane-rated Viracon glass windows and doors, new stucco, wood flooring throughout, updated plaster walls and ceilings, new roof, elevator servicing all three living levels, new HVAC compressors, and a whole-house 32-kW generator provide peace of mind while preserving the home's clean architectural aesthetic. Sophisticated Ketra lighting adjusts throughout the day to complement natural sunlight, while a distributed audio system, security cameras, alarm system, and integrated smart-home features further elevate everyday living. A dramatic foyer introduces 18-foot ceilings and expansive waterfront views that immediately draw your eye through the residence. The formal living room is anchored by floor-to-ceiling glass framing peaceful water views from nearly every vantage point. The open-concept layout flows effortlessly into the dining area, highlighted by an imported Czech hand-blown glass chandelier, before continuing into the gourmet kitchen and family room. The chef's kitchen is thoughtfully designed with sleek custom cabinetry, stone countertops, oversized center island with seating, newer premium appliances, wine refrigeration, ice maker, two dishwashers, multiple beverage refrigerators, and expansive prep areas. Overlooking the family room with walls of custom built-ins, the space remains connected to the waterfront beyond while maintaining a clean contemporary aesthetic. A sculptural solid-wood staircase with glass railings, together with the elevator, provides access to each level. The second floor is devoted to private accommodations, highlighted by the waterfront primary suite offering its own terrace, walls of glass overlooking the pool and bayou, spacious walk-in closet, and a beautifully reimagined spa-inspired bath. Two additional bedroom suites enjoy private baths, while a fourth bedroom currently serves as a den. The upper levels continue to impress with a private office and full bath opening onto an expansive third-floor terrace overlooking the bay and downtown skyline. Above, the rooftop observation deck captures panoramic views stretching from Sarasota Bay to the Gulf. Outdoor living is every bit as remarkable. A newly constructed IPE waterfront deck extends to the water's edge—positioned closer to the shoreline than would be permitted today—creating an exceptional entertaining venue overlooking the peaceful waterfront. The private dock is equipped with a boat lift. The resort-inspired grounds also feature a heated lap pool, spa, outdoor entertaining pavilion, new irrigation system, extensive landscape lighting, and tranquil garden spaces that perfectly complement the home's modern architecture.

246 Morningside Drive, Lido Key
1435 Westway Drive, Lido Key
$11,900,000
5 Beds ⋅ 8 Baths ⋅ A4697230 MLS ⋅ Lido Shores BLDG.
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, Lido Key
1003 Westway Drive, Lido Key
$6,100,000
A4680837 MLS
A rare and remarkable opportunity within the exclusive Lido Shores neighborhood — this exceptional .69-acre Gulf-facing parcel (with direct access to Lido Beach) offers the ideal canvas to create a custom coastal retreat in one of Sarasota’s most coveted locations. 1003 Westway Drive is perfectly positioned at the end of a quiet street and bordered by a nature preserve on one sidet. The setting delivers an unrivled sense of privacy while offering access to Pansy Bayou. You'll enjoy the potential for Gulf of Mexico, Sarasota Bay, and downtown skyline views from a thoughtfully designed residence. Imagine evenings defined by spectacular sunsets and a lifestyle centered around water, nature and refined coastal living. Residents of Lido Shores enjoy private beach access, placing the Gulf’s renowned shoreline just moments away. From this location, a short stroll leads to the vibrant shopping, dining, and cultural experiences of St. Armands Circle — blending exclusivity with convenience in a way few addresses can match. For those seeking an even grander vision, the adjacent parcel presents the opportunity to assemble a truly sublime estate - or even a guest house or sport pavillion - just steps from the Gulf. Craft your upscale Florida lifestyle from the ground up in a setting defined by beauty, rarity, and possibility.

1003 Westway Drive, Lido Key
1051 Westway Drive, Lido Key
$3,600,000
A4680833 MLS
A rare and remarkable opportunity within the exclusive Lido Shores neighborhood — this exceptional .87-acre parcel at 1051 Westway Drive offers the ideal canvas to create a custom coastal estate in one of Sarasota’s most coveted locations. Perfectly positioned at the end of a quiet street and bordered by a nature preserve on one side, the setting delivers an unrivled sense of privacy while offering access to Pansy Bayou. You'll enjoy the potential for Gulf of Mexico, Sarasota Bay, and downtown skyline views from a thoughtfully designed residence. Imagine evenings defined by spectacular sunsets and a lifestyle centered around water, nature and refined coastal living. Residents of Lido Shores enjoy private beach access, placing the Gulf’s renowned shoreline just moments away. From this location, a short stroll leads to the vibrant shopping, dining, and cultural experiences of St. Armands Circle — blending exclusivity with convenience in a way few addresses can match. For those seeking an even grander vision, the adjacent parcel presents the opportunity to assemble a truly sublime estate - or even a guest house or sport pavillion - just steps from the Gulf. Craft your upscale Florida lifestyle from the ground up in a setting defined by beauty, rarity, and possibility.

1051 Westway Drive, Lido Key
761 John Ringling Boulevard Unit 5, Lido Key
$320,000
2 Beds ⋅ 1 Baths ⋅ A4679138 MLS ⋅ Arlington BLDG.
Beautiful views of Sarasota Bay await you from this 2-bedroom, 1-bath, first-floor condo. Newer high impact windows installed 2016, and exterior doors being replaced by association. Sarasota Harbor is a maintenance-free, 55+ community. Enjoy watching manatees and dolphins from the condo. This unit has the ultimate waterfront lifestyle that offers a leisurely walking path along the seawall, a fishing pier, swimming pool, community room, and more. Launch your kayak onto Sarasota Bay or take advantage of the available boat docks ($1,200 a year)34ft.maximum length. Perfectly positioned between the world-class destinations of St. Armand’s Circle and downtown Sarasota, you can enjoy the five-minute walk to the boutiques and restaurants that line St. Armand’s Circle or the vibrant arts, culture, shopping, and dining of downtown Sarasota across the iconic Ringling Bridge. ***Boat slips, sidewalks, and carports recently damaged from the hurricanes. Boatslips/docks currently being replaced.

761 John Ringling Boulevard Unit 5, Lido Key
1900 Benjamin Franklin Drive Unit V12, Lido Key
$499,500
2 Beds ⋅ 2 Baths ⋅ A4671208 MLS
One or more photo(s) has been virtually staged. Villa 12 at First Lido is one of Lido Key's true hidden gems — a rare ground-level beachfront villa that delivers the privacy of a single-family home with the ease of maintenance free living. No elevator, no stairs — just step outside and the beach is right there. A private attached carport at your door and in-unit washer and dryer make everyday life effortless — amenities rarely found at this price point on Lido Key. Inside, this bright 2-bedroom, 2-bath villa features a fully updated open floor plan, porcelain tile throughout, brand new appliances and clean contemporary finishes. An enclosed Florida room adds versatile bonus space — den, office, or guest overflow, whatever you need it to be. A gulf-front heated pool with stunning views and direct private beach access complete the picture. Minutes from South Lido Park, St. Armands Circle and downtown Sarasota. Ground level. Beach access. Private carport. In-unit laundry. Lido Key address. This is the one.

1900 Benjamin Franklin Drive Unit V12, Lido Key
1199 Westway Drive, Lido Key
$6,999,000
A4673170 MLS
Gulf-Front Opportunity in Lido Shores — 127 Feet on the Open Water! A rare offering in Sarasota’s coveted Lido Shores, this Gulf-front property presents an exceptional opportunity to build a signature coastal estate on one of the region’s most desirable stretches of shoreline. Positioned on nearly half an acre (0.41 acres) with 127 feet of direct frontage on the Gulf of Mexico, this homesite is perfectly placed at the dynamic junction of New Pass, where turquoise waters meet the open Gulf—an unmatched setting for boating enthusiasts, beach lovers, and architectural visionaries. With sweeping full Gulf-to-bay views, the property’s orientation captures dramatic sunsets and ever-changing waterfront scenery. Deep-water access and immediate proximity to the channel create effortless passage for boating, sailing, kayaking, or fishing. A concrete seawall is already in place, providing a strong foundation for future waterfront design and dock possibilities. Set among some of Sarasota’s most notable modern and luxury residences, this lot sits within the prestigious Lido Shores—an enclave known for its privacy, walkability, and architectural pedigree. Owners have the option to join the Lido Shores Association, which offers access to a private, gated beach park just moments from the property, complete with Gulf access, picnic zones, and a secluded stretch of sand exclusive to community members. With 97 feet of frontage on Westway Drive, a generous building envelope, and its privileged water position, the site allows for a substantial custom residence, pool, outdoor living areas, and multi-car garage. Whether envisioned as a modernist showpiece or timeless coastal retreat, the location elevates every possibility. Lido Shores offers the ideal blend of tranquility and access. A short stroll brings you to North Lido Beach—one of Sarasota’s most natural and peaceful shorelines. Just over the bridge is St. Armands Circle, home to luxury boutiques, fine dining, and year-round entertainment. Nearby New Pass Grill & Bait Shop, Mote Marine Laboratory & Aquarium, Sarasota Sailing Squadron, and Ken Thompson Park highlight the area’s coastal charm and outdoor experiences. A quick drive connects you to the cultural heartbeat of downtown Sarasota, including the Van Wezel Performing Arts Hall, Marie Selby Botanical Gardens, the Ringling Museum, theaters, galleries, and the city’s bayfront promenade. Marinas, world-class golf and tennis clubs, and resort amenities further enhance the unparalleled lifestyle available at this address. With its magnitude, water frontage, and premier location, 1199 Westway Drive stands as one of the most compelling Gulf-front building opportunities in Southwest Florida—a place where your future dream home can rise above the waves and capture Sarasota’s most extraordinary vistas.

1199 Westway Drive, Lido Key
340 Morningside Drive, Lido Key
$4,925,000
3 Beds ⋅ 4 Baths ⋅ A4671655 MLS
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, Lido Key
170 Roosevelt Drive Unit 10, Lido Key
$1,300,000
4 Baths ⋅ A4670924 MLS
Rare Income-Producing Portfolio on South Lido Key – 4 Turnkey STR Units A rare opportunity to acquire a fully operating short-term rental portfolio on South Lido Key, one of Sarasota’s most coveted coastal markets. This offering includes 4 updated studio units within a boutique beachside community just steps from two direct beach access points and a short ride to St. Armands Circle. Each unit is managed, actively listed, and consistently booked, delivering proven performance and strong guest demand year-round. These condos have a long track record as successful Airbnb rentals, with 2024 gross income averaging $38,470 per unit and portfolio-wide net income of $85804 after HOA, taxes, utilities, and cleaning expenses. This is a cash-flowing, turnkey asset in a high-barrier-to-entry vacation rental market. The property features a community pool and sliding glass access private patios for each unit, creating the indoor/outdoor lifestyle guests expect on Lido. Interiors have been updated over the years and show pride of ownership throughout. Major mechanical systems are in good condition, with recent A/C and hot water tank replacements across the portfolio for peace of mind. Unit Renovation & Mechanical Summary: • Unit 10 – Updated | AC ~2 yrs | WH < 6 yrs • Unit 11 – Updated | AC ~3 yrs | WH < 3 yrs • Unit 12 – Updated | AC ~2 yrs | WH < 3 yrs Unit 6 - Updated AC is 3 years and WH is 3 years This type of offering is rarely available — a multi-unit STR package on Lido Key with documented income history, repeat traveler base, and proven operational infrastructure already in place. Keep as a turnkey portfolio, self-manage, or explore value-add improvements and dynamic pricing to further enhance returns. 4 units. One unbeatable coastal investment. Opportunities like this do not come around often.

170 Roosevelt Drive Unit 10, Lido Key
767 John Ringling Boulevard Unit 2, Lido Key
$309,000
1 Beds ⋅ 1 Baths ⋅ S5134479 MLS ⋅ 767 BLDG.
Owner Financing Available! Experience breathtaking bay views from both the kitchen and family room in this newly remodeled 1 Bedroom, 1 Bath condo at Sarasota Harbour West. This stylish retreat is perfectly located just minutes from St. Armands Circle and the world-famous Gulf Coast beaches, including Lido Beach and Siesta Key. The condo features modern finishes, updated flooring, and a sleek kitchen designed for both function and style. Large windows fill the space with natural light while capturing serene water views and unforgettable sunsets. Community amenities include a waterfront pool, private dock access, and reserved parking. Ideal as a full-time residence, vacation getaway, or investment property and all just steps from Sarasota’s top dining, shopping, and entertainment.

767 John Ringling Boulevard Unit 2, Lido Key