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139 S Washington Drive, Sarasota
$12,950,000
5 Beds ⋅ 7 Baths ⋅ Saint Armands Div John Ringling Estates SubDv. ⋅ 34236 Zip Code
Like a Picassos’ Mona Lisa, a true masterpiece. THIS home is the GEM of all jewels. It is one of a kind, created with artistry-imagination & craftsmanship that simply cannot be replicated. This is not your typical concrete block home. It has warmth, & timeless character. Every detail reflects the skill of master craftsmen whose work has become increasingly rare. Homes of this quality are no longer built, making this residence as exceptional as it is beautiful. In a world filled with contemporary “concrete boxes” that often lack warmth, personality & charm, this home stands apart. It invites you to slow down, sit back, stay awhile, and savor every moment. It doesn’t just provide shelter—it embraces you with comfort, elegance, & a sense of belonging. Warm, ageless, and unforgettable, this is more than a home. It is a work of art that quietly whispers, “Stay here…create new memories for a lifetime” Timeless Elegance, Effortless Living where HISTORY Meets MODERN LUXURY @ "Casa del Carnevale," an exquisite waterfront estate, situated in the prestigious St. Armands Key, a neighborhood of John Ringling Estates. This home seamlessly blends history with modern luxury, offering views of the Sarasota Waterway & Bay with a historic designation. Casa del Carnevale presents a rare opportunity to own an esteemed historical home. Offered for only the fifth time in its storied history, this exceptional estate combines Old World architectural charm with contemporary opulence. The home underwent an extensive renovation, with meticulous attention to detail and craftsmanship, utilizing top-tier materials & artisanship. Expanded from 4,000 to nearly 10,000 sq. ft. under roof & featuring over 7,800 sq. f.t of air-conditioned space, Casa del Carnevale preserves its original charm while offering a reimagined layout that exceeds modern luxury standards. Set on three sprawling lots, 30,000+ square feet, the estate boasts 171 feet of waterfrontage, a private dock lift, a floating lift for jet skis-kayaks, & breathtaking views of Sarasota Waterway. The lush, meticulously designed tropical landscaping creates a private oasis that feels like you are walking in Selby Gardens on St. Armands. The residence includes five bedrooms and six and a half baths across two spacious levels with an elevator. Multiple terraces provide perfect outdoor retreats & entertaining areas, all complemented by stunning garden water vistas, a central courtyard, & an elegant 65' saltwater pool & spa with arched spraying fountains and iridescent glass tiles. Other luxury features include a three-car garage, elevator, nanny’s quarters, walk-in wine room, billiards room, office, & custom impact-glass arched windows designed to maximize unobstructed views. The chef’s kitchen boasts premium finishes, top-of-the-line appliances, a 5-Star La Cornue range & hood from France, featuring gas or electric ovens (kitchen art). Sub-Zero refrigerators, a Bosch dishwasher, a Miele microwave, a Miele built-in coffee machine, a stand-alone beverage refrigerator, and ice maker. Throughout the home, exposed beams, warm wood tones, natural stone, custom ironwork, Pecky Cypress wood throughout, & curated artwork create an inviting, sophisticated atmosphere, offered furnished. Instant enjoyment to create everlasting memories, Casa del Carnevale is a rare and exquisite blend of history, elegance & modern comfort on one of Sarasota’s most coveted waterfront estates. IS A MUST-SEE IN PERSON TO FULLY APPRECIATE.

139 S Washington Drive, Sarasota

541 S Washington Drive, Sarasota
$3,950,000
4 Beds ⋅ 5 Baths ⋅ St Armands Division SubDv. ⋅ 34236 Zip Code
Under contract-accepting backup offers. For Those Who See Home as an Expression of Art. 541 S Washington offers a rare blend of architectural character, quality craftsmanship, and waterfront living. Beautifully renovated to reflect the enduring principles of Mid-Century Modern design, where clean lines, natural light, and a connection to the outdoors shape the living experience. Set on 75 feet of canal frontage along prestigious South Washington Drive, just moments from St. Armands Circle, Lido Beach, and downtown Sarasota. From the moment you enter, expansive folding glass doors frame the water beyond. A striking gas fireplace anchors the main living spaces, while thoughtfully proportioned rooms balance openness with comfort. Offering four bedrooms, four-and-a-half baths, and a flexible bonus space, the 3,395-square-foot floor plan was designed for easy every day living. At the center of the home, a custom Poliform kitchen with premium Miele appliances combines clean design with exceptional functionality. The primary suite serves as a private retreat, complete with a spa-inspired bath and outdoor shower. Throughout the residence, the current owners have also enhanced the property with Control4 home automation, security system, new HVAC system, instant-on hot water heaters, whole-home water treatment, Icynene insulation, and a reinforced roof with tiedowns. Outside, curated tropical landscaping creates privacy around the heated saltwater pool. Multiple outdoor living spaces, including an expansive balcony and rooftop deck, provide beautiful settings for sunset views, while a private kayak launch offers direct access to Sarasota's waterways. A distinctive waterfront residence in one of Sarasota's most sought-after island neighborhoods, inspired by timeless design and a connection to the water. Inquire with the listing agents for a complete list of updates and to schedule your private showing.

541 S Washington Drive, Sarasota

125 S Blvd Of Presidents, Sarasota
$2,600,000
5 Beds ⋅ 7 Baths ⋅ Saint Armands Division John Ringling Estates SubDv. ⋅ 34236 Zip Code
Under contract-accepting backup offers. Experience luxury island living in this beautifully appointed 5-bedroom, 5.5-bath retreat located just moments from the world-famous St. Armands Circle and Lido Beach. Designed for both relaxation and entertaining, this spacious home offers an exceptional blend of elegant interiors and resort-style outdoor living. The heart of the home is the stunning gourmet kitchen, featuring premium appliances, custom cabinetry, expansive quartz countertops, a gas cooktop, wine refrigeration, and 2 large center islands perfect for gathering with family and friends. The open-concept living area boasts soaring ceilings, abundant natural light, and walls of sliding glass doors that seamlessly connect indoor and outdoor spaces. Step outside to your private tropical oasis, complete with a heated screened pool and spa, covered lanai, comfortable outdoor lounge seating, dining area, and a fully equipped outdoor kitchen and grill station. Whether you're enjoying morning coffee poolside, hosting an evening barbecue, or unwinding after a day at the beach, this home is designed to make every moment memorable. Located near the shops, restaurants, and vibrant atmosphere of St. Armands Circle, and just minutes from the white sand beaches of Lido Key, this exceptional property offers the perfect Sarasota vacation experience.

125 S Blvd Of Presidents, Sarasota

103 Fillmore Drive, Sarasota
$2,199,000
4 Beds ⋅ 3 Baths ⋅ Saint Armands Division John Ringling Estates SubDv. ⋅ 34236 Zip Code
Under contract-accepting backup offers. 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, Sarasota

41 S Adams Drive, Sarasota
$2,050,000
2 Beds ⋅ 2 Baths ⋅ St Armands Division SubDv. ⋅ 34236 Zip Code
Under contract-accepting backup offers. Virtually Staged. Hidden behind lush plantings is this beautifully redesigned and amazingly private two-story home boasting over 3900 sq ft of interior living space all moments away from the shops & cafes of St. Armands Circle, the beaches of Lido Key & downtown Sarasota. As you enter this hideaway of peace and tranquility you are greeted by a fountained courtyard garden through gates of aged iron. From there the interiors will call to the imagination as it evokes the visions of a bastide in Provence or a country home in the hills of Scotland. Imperfection is curated and intentional. Rooms flow easily enhanced by wide plank reclaimed wood floors, white ship lap walls framed with wood accents, reclaimed wood beams artfully placed throughout, thick roughhewn interior doors with patinaed hardware, an eclectic kitchen design with soap stone counters, side tables and oven backsplash, a double farm sink, a new 10- burner dual fuel gas range with two ovens, a Sub-Zero fridge with a glass door & four bottom draws to name just a few of the many appealing details. A grand front room leads to a beautiful staircase of wood and clay tiles with a landing at the center of the house leading you to the primary suite, encompassing the entire second floor. Here we have a library/seating room lined with bookshelves, roughhewn wide plank wood floors, a spacious bedroom with a Julliet balcony, two walk-in closets and bath with a tub, large quartz shower with horizontal subway tiles, dual shower heads & handheld and two vanities with surface mount sinks and quartz counters sitting on retrofitted antique cabinets. There is a loggia spanning the width of the house opening on to an exceptionally large backyard bursting with lush tropical foliage. The nearly 12,000 sq ft lot is 160 ft deep. Intricately laid clay tiles form multiple walkways and an extensive lounging area. Beautifully weathered custom wrought iron gates abound not only on the drive entry but also on the courtyard and on the arched window openings of the loggia. Aged clay tiles surround windows and doors, even the garage door. Custom crafted metal awnings adorn the windows. Exterior custom metal lanterns and sconces echo the same intentional aging. There are two tankless water heaters, a whole house water purifier and a well for the yard. This home will captivate you.

41 S Adams Drive, Sarasota

128 S Washington Drive, Sarasota
$1,850,000
3 Beds ⋅ 3 Baths ⋅ St Armands Division SubDv. ⋅ 34236 Zip Code
Under contract-accepting backup offers. Set among substantial estates on storied South Washington Drive, this 3-bedroom, 2.5-bath St. Armands residence offers the appealing combination of an exceptional island address and the ease of a turnkey, bungalow-style home. Thoughtfully arranged across 1,792 sq. ft., the light-filled interior features an open kitchen and living area that flows naturally to the outdoors. Guest bedrooms occupy one side of the home, while the privately situated primary suite offers a walk-in closet and spacious bath and direct access to the private backyard sanctuary. **BRAND-NEW tile roof and updated skylights, completed in October 2026**, represent significant recent improvements. A 200 sq. ft. front porch and a private 750 sq. ft. rear pool and patio area, complete with swimming pool, spa, and tropical landscaping, create inviting spaces for entertaining or unwinding after a day at the beach. Equally appealing is the location, just a short stroll from the boutiques, galleries, and sidewalk cafés of St. Armands Circle, minutes from the white sands of Lido Beach, and approximately 3 miles from downtown Sarasota's acclaimed arts, dining, and cultural attractions.

128 S Washington Drive, Sarasota

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