Lido Key Homes with Fireplace

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

$8,985,000

4 Beds ⋅ 6 Baths ⋅ A4690180 MLS

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, Lido Key

$4,500,000

4 Beds ⋅ 5 Baths ⋅ TB8540954 MLS

Pre-Construction. To be built. To be built. Brought to you by Noah Thomas Builders - Best in Luxury Coastal. Introducing an exceptional modern coastal residence, ideally located just moments from St. Armands Circle and Lido Beach. This striking home blends timeless architecture with relaxed coastal elegance, offering a refined lifestyle in one of Sarasota’s most coveted neighborhoods. Thoughtfully crafted for both everyday comfort and upscale entertaining, the residence showcases expansive light-filled interiors, soaring ceilings, and dramatic walls of impact glass that seamlessly connect indoor and outdoor living. At the heart of the home, the gourmet kitchen features an oversized island, custom cabinetry, designer finishes, and a premium appliance package tailored for effortless hosting. The well-appointed floor plan includes spacious guest suites, a private office, elevator access, and a luxurious primary retreat complete with spa-inspired amenities and oversized walk-in closets. Outdoor spaces are equally inviting, featuring covered lounge areas, a resort-style pool and spa, and lush tropical landscaping designed to create a private coastal oasis. Built to elevated FEMA-compliant standards with reinforced structural components and impact-rated windows and doors, the home was designed with durability, storm resilience, and peace of mind in mind — all while maintaining a bold architectural presence.. Spend your mornings walking the shoreline of Lido Beach, afternoons enjoying boutique shopping and waterfront dining at St. Armands Circle, and evenings relaxing in your own resort-style outdoor living space. With its timeless modern design, low-maintenance luxury lifestyle, and premier Sarasota location, this home is perfectly suited for full-time living or as an upscale seasonal getaway along Florida’s Gulf Coast.

51 S Adams Drive, Lido Key

$13,900,000

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

$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

$4,600,000

5 Beds ⋅ 7 Baths ⋅ A4700328 MLS

There is only one – Seascape. An architectural statement set against the white sands of Lido Key. Here, every moment feels curated, whether you maximize the luxury investment income, or never rent it all. Every moment feels curated, the morning light spilling across the bay, the laughter echoing from the pool terrace, the quiet ritual of sunset viewed from your private rooftop terrace. This is not a residence built for everyone. It’s designed for the few who understand that true luxury lies in rarity and time. Steps from the world-renowned Lido Beach and the cosmopolitan energy of St. Armand’s Circle, Seascape embodies the effortless rhythm of coastal sophistication. The design merges the intimacy of boutique hospitality with the privacy of home — spaces framed by soft arches, natural materials and coastal hues reminiscent of the Gulf just outside your window. Inside, over 4,000 square feet of refined, turnkey furnished living offers five private bedroom suites, expansive great room living, and a chef’s kitchen framed by glass and sky. Thoughtful craftsmanship defines every detail, from the butler’s pantry to the seamless transitions to the balconies beyond. Outdoors, the art of leisure unfolds, the oversized resort-style, heated saltwater pool and spa feature a sun shelf, waterslide, and ambient lighting. The covered patio offers multiple smart TVs, a bar, dining areas, and a natural gas grill. Putt-putt and ping pong enhance the backyard fun, all framed by lush native landscaping for privacy and security. The rooftop terrace, a place to engage on the most enchanting level of the house, provides sweeping views of the Gulf of Mexico, Lido Key Beach, St. Armand’s Circle, and downtown Sarasota. More than a home, Seascape is part of an exclusive Vunique collection with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon.

161 Tyler 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

$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

$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

$2,895,000

4 Beds ⋅ 4 Baths ⋅ A4693046 MLS

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, Lido Key

$2,199,000

4 Beds ⋅ 3 Baths ⋅ A4686381 MLS

Welcome to 103 Fillmore Drive, a beautifully renovated 4-bedroom (or 3 bedroom plus den/office), 3-bath pool home with an assumable flood policy located in the heart of world-famous St. Armands Circle. Just a few blocks from the white sands of Lido Beach, this exceptional property offers the perfect opportunity as a primary residence, vacation home, or income-producing investment. The home has been completely renovated and features an open, inviting layout designed for comfortable Florida living. The living area includes a cozy fireplace and flows seamlessly to the outdoor entertaining spaces. Step outside to your private backyard oasis with a sparkling pool, tropical landscaping, bar with grill,and a firepit lounge area—perfect for relaxing or entertaining under the Florida sunshine. Major improvements include a new roof installed in 2025, kitchen and baths updated and whole home beautifully remodeled. Located just moments from the renowned restaurants, boutiques, and vibrant atmosphere of St. Armands Circle and minutes to downtown Sarasota, the home offers an unbeatable island lifestyle. With estimated rental income potential of approximately $100,000 annually, this property presents a rare opportunity in one of Sarasota’s most desirable coastal communities.

103 Fillmore Drive, Lido Key

Lido Key Homes with Fireplace

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