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1035 Seaside Drive Unit 502, Sarasota
$3,995,000
4 Beds ⋅ 3 Baths ⋅ Ten35 Seaside SubDv. ⋅ 34242 Zip Code
Welcome to Ten35 Seaside Drive, a newer mid-rise community at the south end of world-renowned Siesta Key Beach, where turquoise Gulf waters meet pristine quartz sand. Ten35 Seaside elevates island living with luxurious residences designed to highlight the area’s natural beauty. Gulf-view residence 502 offers four bedrooms, three baths and 2,385 square feet of thoughtfully designed living space. Floor-to-ceiling glass, an open-concept interior, and expansive terraces frame sweeping views of the sea, sand and sky. Refined finishes include porcelain tile floors, premium cabinetry, top-of-the-line appliances and a spacious primary suite with a spa-inspired bath. The main terrace is ideal for enjoying spectacular sunsets, while a second terrace off the en-suite guest bedroom captures beautiful sunrises. The kitchen features solid-wood cabinetry, Wolf and Sub-Zero appliances, a gas cooktop and a wine refrigerator. Additional highlights include solid-core entry and interior doors, floor-to-ceiling, hurricane-resistant balcony doors with laminated solar-tinted glass, sound-reducing laminated windows with solar-tinted glass, a recirculating hot-water system, high-efficiency heating and air conditioning, stained tongue-and-groove cypress terrace ceilings, tiled terrace floors and two covered parking spaces. Ten35 Seaside offers amenities that complement its beachfront setting, including a swimming pool and spa, fire pit, beach lounge chairs and umbrellas, kayaks, paddleboards, concierge-arranged water activities, fitness center and Gulf-front barbecue area. Daily beach chairs and umbrellas are also available. Residence 502 presents a rare opportunity to own a fully operational, potential income-producing property on Siesta Key’s Crescent Beach, one of Florida’s desirable vacation rental destinations. The residence is enrolled in the community’s on-site professional rental management program, providing immediate revenue while eliminating the setup time and day-to-day demands of vacation-rental ownership. Marketing, guest services, housekeeping and operations are managed on-site, allowing owners to potentially earn income while reserving time for personal use. Rental terms permit one-week minimum stays during the off-season and two-week minimum stays during peak season, balancing revenue potential with property preservation. Just moments from the dining and shopping of Siesta Key’s South Village, the property consistently attracts repeat visitors, supporting strong occupancy. Whether you are expanding an investment portfolio, completing a 1031 exchange or seeking a vacation home that can offset ownership costs, Residence 502 offers a rare combination of a Gulf-front location, professional management and potential rental income from day one. A must-see opportunity.

1035 Seaside Drive Unit 502, Sarasota

1075 Gulf Of Mexico Drive Unit 205, Longboat Key
$1,099,000
3 Beds ⋅ 2 Baths ⋅ Beachplace SubDv. ⋅ 34228 Zip Code
Set within Beachplace on the coveted south end of Longboat Key, this 3-bedroom, 2-bath corner residence offers 1,819+/- sq. ft. of beautifully maintained living space, an expansive wraparound terrace and 1 under-building deeded parking space. Distinctive wallpaper adds personality to the foyer, while plank flooring flows throughout. Just off the entry, double doors open to the third bedroom, currently used as a family and sitting room, while the guest bedroom across the hall opens directly to the terrace. The main living area takes full advantage of the corner setting, with walls of sliding glass doors filling the space with natural light and framing elevated views of the lake, fountains and tropical landscaping. The kitchen features white cabinetry, glass-front accents, stone countertops, stainless steel appliances and a breakfast bar opening to the dining area. Privately positioned away from the guest accommodations, the primary suite enjoys terrace access and tranquil lake and fountain views, along with a spacious bath with dual vanities and a separate water closet. Beachplace is a gated, 31-acre beachfront community known for its mid-century modern architecture and resort-style amenities, including private beach access, a junior Olympic-size pool, spa, kiddie pool, clubhouse, fitness facilities, sauna, tennis and pickleball courts, EV charging stations and grilling areas. Separate membership opportunities are also offered at the nearby Longboat Key Club, with amenities that may include 45 holes of championship golf, tennis, private dining, beach and pool facilities, spa, fitness and marina access, depending on membership category. Rentals are permitted up to 12 times per year with a 30-day minimum, and St. Armands Circle and downtown Sarasota are just minutes away.

1075 Gulf Of Mexico Drive Unit 205, Longboat Key

1100 Benjamin Franklin Drive Unit 204, Sarasota
$1,295,000
2 Beds ⋅ 2 Baths ⋅ Lido Surf & Sand SubDv. ⋅ 34236 Zip Code
There’s something special about a home that feels just as beautiful as the view outside, and this beachfront residence on Lido Key is exactly that. With two bedrooms, two bathrooms, and unobstructed views of the Gulf of Mexico, this thoughtfully designed condo pairs relaxed coastal living with warm, timeless details. From the moment you walk in your eye is drawn straight to the water, with Gulf views filling the main living spaces and creating a backdrop that never gets old. The heart of the home is the beautifully designed kitchen, a space that feels naturally suited for gathering. A remarkable 15-foot island topped with Praa Sands quartz anchors the space, complemented by maple cabinetry, Arabesque tile, deluxe appliances, and a handcrafted copper sink from Mexico that adds just the right amount of character. An oversized breakfast bar makes casual mornings easy, while the open layout allows everyone to stay connected. Gulf views are woven into nearly every part of the living experience. Just off the main living area, accordion doors open to a climate-controlled sunroom wrapped in glass, creating an inviting place to relax and enjoy the view year-round. An open-air terrace and oversized covered and screened lanai offer even more space to enjoy the setting, whether it is morning coffee, dinner with friends, or gathering with family as the sun sets over the Gulf. Throughout the residence, thoughtful features add both comfort and function, including impact windows and sliding glass doors, beautifully designed bathrooms, a steam shower in the owner’s suite, whole unit water purification, interior laundry, raised ceiling heights, solid wood interior doors, and porcelain wood plank tile flooring. These well considered details reflect the attention to detail and quality found throughout the home. The residence is being offered partially furnished and includes a dedicated parking space conveniently located in the covered garage on the second floor, along with an exceptionally large private storage closet, two features that make beach living that much easier. Lido Surf and Sand offers a collection of amenities, including a pool and spa, fitness center, shuffleboard court, and on-site manager. The community’s social room is currently being refreshed, creating an updated space for residents to gather and connect. And the location is hard to beat. St. Armands Circle is less than a mile away, putting some of Sarasota’s favorite restaurants, boutiques, and cafés within easy reach. Just across the street, Ted Sperling Park offers another side of island life, where you can launch a kayak or paddleboard and wind your way through peaceful mangrove tunnels. Beautifully designed, wonderfully livable, and framed by endless Gulf views, this is the kind of place where the setting becomes part of the home and everyday life feels a little more like vacation.

1100 Benjamin Franklin Drive Unit 204, Sarasota

5880 Midnight Pass Road Unit 307, Sarasota
$1,400,000
3 Beds ⋅ 2 Baths ⋅ Casarina SubDv. ⋅ 34242 Zip Code
A TRUE 3-bedroom condo residence in desirable Casarina, a premier building positioned directly on the quartz white sands of #1 Siesta Key beach and the Gulf of Mexico. Step into this beautiful spacious residence and experience the flow of this 2,165-square foot open floor plan conducive to daily living, entertaining and accommodating family and friends. Sold turnkey furnished, this residence boasts impact windows & sliders providing security and protection, large ceramic floor tile throughout perfect for beach living and rich new carpet in the primary bedroom. The updated kitchen is stunning boasting neutral cabinetry, quartz countertops, stainless Jenn-Air appliances, Fisher & Paykel double dishwasher, quartzite island & breakfast bar, instant hot water faucet & 3 spacious pantries. The primary bathroom was updated in 2026 with quartzite countertops and upgraded dual vanities. Custom wood closet organizers are featured in all the bedrooms and an electric fireplace in the living room. The A/C was replaced in 2025 and tankless water heater in 2023. Casarina is a secure building which has just undergone a complete building renovation & infrastructure. It offers an onsite manager and is fully funded with a 10-year capital plan and no special assessments. Besides the powder-white sand beach, experience tropical living on 7 acres of refreshed lush Florida landscaping, large refurbished heated pool and spa, cabana with outdoor kitchen & dining area, new poolside pergola with seating, 2 grilling areas, sunset decks, gas firepit with Adirondack chairs, resurfaced & lighted tennis court, 2 pickle ball courts, basketball hoop, fitness center, and social room/library. This condo offers secure under-building garage parking with an adjacent storage closet #5. The building renovation & infrastructure within the past two years includes a new reengineered resilient roof, new electrical and fire alarm systems elevated to the 2nd floor, new raised backup generator, new secured A/C units, multiple custom flood-prevention panels/dams, new ground water pump infrastructure, relined plumbing pipes, and refurbished elevators. Minutes to Siesta Village, shopping, restaurants and the culture of downtown Sarasota! So come on down and enjoy Florida living!

5880 Midnight Pass Road Unit 307, Sarasota

7740 Sanderling Road, Sarasota
$22,000,000
6 Beds ⋅ 8 Baths ⋅ Siesta Properties Inc SubDv. ⋅ 34242 Zip Code
Pre-Construction. To be built. Architectural Rendering Of What Could Be Built Are For Planning Purposes Only. An Extraordinary Gulf-Front Estate Opportunity! There are few opportunities remaining to create a legacy estate directly on the Gulf of Mexico. At 7740 Sanderling Road, nearly one acre of pristine beachfront offers an exceptional canvas for a world-class custom residence in one of Florida's most exclusive coastal communities. Positioned along the sugar-white sands of Siesta Key, this rare Gulf-front homesite presents an unparalleled opportunity to design a private waterfront retreat with sweeping panoramic views of the Gulf of Mexico, spectacular year-round sunsets, and direct access to one of the world's most celebrated beaches. With expansive frontage and generous dimensions, the property invites limitless architectural possibilities—from a contemporary coastal masterpiece to a timeless estate designed for generations to enjoy. Located within the prestigious Sanderling Club, this exceptional property enjoys the distinction of being part of Siesta Key's only private, gated Gulf-front community with 24-hour manned security. Originally envisioned by renowned Architect Paul Rudolph, Sarasota School of Architecture, Sanderling Club has long been recognized as one of Sarasota's most coveted residential enclaves, where privacy, natural beauty, and architectural excellence come together in a setting unlike any other on Florida's Gulf Coast. Residents enjoy an exclusive collection of amenities, including a private beachfront clubhouse overlooking the Gulf, tennis and pickleball courts, a marina with boating access to Sarasota Bay, scenic nature canopy roads , and beautifully maintained grounds that preserve the community's tranquil coastal character. The neighborhood's low density and commitment to preserving its natural environment have made Sanderling Club one of the region's most enduring luxury addresses. Beyond the gates, Siesta Key offers an internationally acclaimed lifestyle defined by its powder-soft quartz beaches, turquoise Gulf waters, and relaxed sophistication. From waterfront dining and boutique shopping in Siesta Key Village to boating, paddleboarding, fishing, and endless days on the water, the island offers an effortless blend of recreation and refinement. Just minutes away, downtown Sarasota provides a vibrant cultural scene that rivals much larger metropolitan destinations. Residents enjoy world-class performing arts, acclaimed restaurants, private clubs, championship golf, luxury shopping, art galleries, marinas, and exceptional healthcare. From evenings at the Sarasota Opera or the Van Wezel Performing Arts Hall to waterfront dining at Marina Jack and shopping at St. Armands Circle, Sarasota continues to rank among the nation's premier luxury lifestyle destinations. Large Gulf-front homesites of this caliber have become exceedingly rare. Combining nearly an acre of buildable beachfront, extraordinary privacy, direct Gulf frontage, and the prestige of Sanderling Club, 7740 Sanderling Road represents an opportunity to create an iconic waterfront estate in one of the most desirable addresses on Florida's Gulf Coast. This is more than a homesite—it is the foundation for a legacy.

7740 Sanderling Road, Sarasota

1216 N Casey Key Road, Osprey
$9,750,000
5 Beds ⋅ 8 Baths ⋅ Casey Key SubDv. ⋅ 34229 Zip Code
At the northernmost point of Casey Key, where the Gulf meets the tranquil waters of Little Sarasota and Blackburn Bay, an extraordinary private estate unfolds between two worlds of water. Beyond a secluded entrance lies a residence of remarkable distinction, an Italianate architectural masterpiece spanning more than 8,000 square feet, with a private sandy beach on the Gulf and a rare, grandfathered covered boat lift on the bay. Designed by renowned architect Clifford A. Scholz and masterfully built by Delta Southern Construction, the estate was envisioned not simply as a home but as a setting for an exceptional life. Here, timeless architecture, impeccable craftsmanship and modern coastal luxury converge in a residence designed to bring family and guests together while preserving moments of treasured privacy. From the moment of arrival, the architecture reveals a quiet sense of grandeur. Cypress-beamed ceilings, graceful arches, French doors, handcrafted millwork, and luminous water views create a sequence of spaces that feel both magnificent and deeply welcoming. The living room commands a captivating panorama across the Bay, while walls of glass and elegantly framed openings blend the boundary between interior and landscape. The culinary spaces are equally impressive. A sophisticated kitchen is complemented by a dedicated wine cellar, butler’s pantry, and wet bar—an entertainer’s dream conceived for intimate dinners and spectacular gatherings alike. Beyond, a grand media room provides an elegant retreat for cinematic evenings, music, and cultural pursuits. The primary suite is a private sanctuary unto itself. A serene sitting room, sumptuous bath, dual closets, breakfast nook, and expansive water views create an atmosphere of effortless indulgence. Three additional bedroom suites offer luxurious accommodations for family and guests, while a fifth suite transforms into a private wellness retreat with a home gym, steam room, and sauna. A magnificent marble staircase leads to an office and library distinguished by leaded-glass doors, handcrafted built-in shelving, a coffered ceiling, and mesmerizing Gulf views. Throughout the residence, additional spaces for recreation, relaxation, and quiet spaces have been thoughtfully integrated, ensuring that every corner serves the extraordinary rhythm of life on the water. Outside, stone terraces cascade toward a shimmering infinity pool, where the architecture gives way to sky and water. Days unfold between the pool and the Gulf, afternoons drift toward the bay, and evenings become unforgettable beneath the coastal sky. For the boating enthusiast, the deep-water dock offers quick access with no bridges to the Gulf through Midnight Pass and features one of the area’s rare grandfathered covered boat lifts. For those drawn to the Gulf, a private sandy beach provides a front-row seat to spectacular sunsets and the timeless beauty of the sea. Yet perhaps the estate’s greatest luxury is its sense of place. North Casey Key remains one of Sarasota County’s most coveted enclaves—a sanctuary of quiet privacy and natural beauty, remarkably close to world-class golf, tennis, dining, shopping, and the cultural attractions of Sarasota. This is more than an exceptional residence. It is a private coastal world—an irreplaceable estate where architecture, water, nature, and the art of gracious living come together in extraordinary harmony.

1216 N Casey Key Road, Osprey

915 Seaside Dr Unit 405, WEEKS 22-23, Sarasota
$45,000
4 Beds ⋅ 3 Baths ⋅ Siesta Key Beach Residences SubDv. ⋅ 34242 Zip Code
Fractional Ownership. FRACTIONAL OWNERSHIP **GUARANTEED GULF FRONT DELUXE UNIT** Imagine a perfect family retreat every year for Memorial Weekend on world famous Siesta Key Beach! Why not let the Hyatt Vacation Club manage all your entertainment and luxury high-end. GULF FRONT WITH GULF VIEW accommodations! For local residents and all owners, enjoy the alternative lifestyle for two weeks a year with an additional float week. This year’s dates are May 22-May 29 and May 29 to June 5 in 2027. Enjoy the option of the Hyatt Vacation Club’s exchange program, reservation procedures, point values, and availability to change your family get-togethers! This floorplan offers a primary suite, a junior suite, a guest bedroom, and a den with a sleeper sofa. These units overlook the pool and beach; not all units do. The best part of Siesta Key is that you will not need a vehicle. Trolley, buses, golf carts are all available for Siesta Key transportation. For casual dining, fine dining, live entertainment every day, this is the destination everyone is discovering. Easy flights, easy drive! More details upon request. This is a great opportunity to act on at these exceptionally low prices!

915 Seaside Dr Unit 405, WEEKS 22-23, Sarasota

6300 Midnight Pass Road Unit 809, Sarasota
$1,795,000
2 Beds ⋅ 2 Baths ⋅ Crystal Sands SubDv. ⋅ 34242 Zip Code
From its elevated eighth-floor setting at Crystal Sands, this turnkey-furnished residence captures an extraordinary panorama of the Gulf of Mexico and Siesta Key’s renowned white-sand shoreline. Completely renovated in 2022, this two-bedroom beachfront retreat pairs sophisticated coastal interiors with an expansive screened Gulf-front terrace, storm-rated windows and sliding glass doors, and an impressive rental history—all within one of Siesta Key’s most recognizable beachfront communities. Beyond its appeal as a personal beachfront escape, #809 offers an established rental history. The residence averages more than $80,000 in annual gross rental income (2024 – 2026), with bookings extending through year-end, offering a compelling opportunity for buyers seeking to combine personal enjoyment with income potential. Inside, the 1,271-square-foot residence has been thoughtfully reimagined with a fresh coastal aesthetic, luxury vinyl wood-plank flooring throughout, custom architectural ceiling treatments, and an open floor plan that keeps the Gulf firmly in view. The designer kitchen is both polished and functional, featuring granite countertops, custom Shaker-style cabinetry, stainless steel appliances, and a refrigerator cleverly concealed behind coordinating custom cabinet panels. The kitchen opens naturally to the dining area, where a built-in banquette creates an inviting gathering space beneath a dramatic coffered ceiling accented by designer lighting and naturally stained solid-wood beams. Beyond, the Gulf-front living room is framed by walls of glass, drawing your eye directly toward the water and opening to the screened terrace. The terrace is where the Siesta Key lifestyle truly takes center stage. Stretching across the Gulf-facing side of the residence, this generous outdoor living space provides a front-row seat to turquoise water, passing boats, and spectacular Gulf sunsets. A desirable split-bedroom floor plan provides privacy for owners and guests, with both bedrooms positioned to enjoy Gulf views and direct access to the screened terrace. Each bedroom also features a walk-in closet with built-in organization. The primary suite is complemented by a beautifully renovated en-suite bath with dual sinks, granite countertops, extensive built-in linen storage, and an oversized walk-in shower with bench seating. The second bath is also well appointed with newer cabinetry, stone counters and a tub/shower combination. Crystal Sands is an iconic Siesta Key beachfront community distinguished by its classic architectural presence and exceptional location directly on the Gulf of Mexico. Residents and guests enjoy a heated community pool, gated entry, elevators, recreation facilities, covered and guest parking, and direct access to the beach and Gulf. The residence also includes one covered carport space. And when you are ready to venture beyond the beach, some of Siesta Key’s favorite destinations are close at hand. Head north to Siesta Key Village for its lively collection of restaurants, boutiques, cafés, and nightlife, or south toward Crescent Beach, Point of Rocks, and the restaurants and conveniences surrounding Stickney Point Road. The Siesta Key trolley makes exploring the island especially easy, with service along the Key connecting beaches, dining, shopping, and Siesta Key Village.

6300 Midnight Pass Road Unit 809, Sarasota

2675 Gulf Of Mexico Drive Unit 204, Longboat Key
$1,545,000
3 Beds ⋅ 3 Baths ⋅ Veinte SubDv. ⋅ 34228 Zip Code
WHERE THE GULF TAKES CENTER STAGE. Imagine waking to sweeping views of the Gulf of Mexico, spending afternoons along a beautiful stretch of sandy shoreline, and ending each day with spectacular sunsets from your private screened lanai. This exceptional TURN-KEY, 3-bedroom, 3-bath corner residence at Veinte offers an extraordinary combination of space, privacy, and direct Gulf-front living on Longboat Key. With 2,180 square feet under air, the generous floor plan provides the comfort and flexibility of a larger coastal home, complemented by the convenience of condominium living. Unlike smaller two-bedroom layouts, this residence offers three spacious bedrooms and three full bathrooms, providing comfortable accommodations for visiting guests, extended stays, or a dedicated home office without compromising your everyday living space. Natural light fills the expansive living areas, where panoramic Gulf views create a remarkable backdrop and high-end tile flooring and crown molding add timeless character. The renovated kitchen is both beautifully appointed and thoughtfully designed, featuring Cambria quartz countertops, stainless steel appliances, an induction cooktop, wall ovens, abundant cabinetry, and a wet bar for effortless entertaining. Whether preparing dinner for friends or enjoying a quiet evening, the kitchen connects naturally with the home's generous gathering spaces. The primary suite is a private sanctuary overlooking the Gulf, complete with a sitting area or office nook, spacious walk-in closet, and an elegant bath featuring Cambria quartz finishes. Sliding doors from both the primary suite and main living area open to the screened lanai, inviting warm Gulf breezes and breathtaking water views into daily life. Additional guest accommodations offer privacy and comfort, making this residence equally suited for seasonal escapes or year-round enjoyment. Never rented and only sparingly used by its owners, the home has been exceptionally maintained and includes a 2023 water heater and 2019 A/C system. Reserved under-building parking with EV charging capability, bicycle storage, and guest parking add everyday convenience. What truly distinguishes Veinte is its intimate beachfront atmosphere. With just 20 residences, this boutique Gulf-front condominium offers a quieter, more private alternative to Longboat Key's larger communities. Residents enjoy direct private beach access, a heated beachfront pool, tennis and pickleball, a BBQ area, and secure key-fob access to the lobby and garage. A new roof and no current condominium assessments provide additional peace of mind. Just across Gulf of Mexico Drive, Publix, CVS, shopping, and dining make everyday essentials remarkably convenient, while the celebrated restaurants, boutiques, galleries, and entertainment of St. Armands Circle and downtown Sarasota are only a short drive away. For those seeking a spacious, beautifully updated Gulf-front condominium without sacrificing privacy, comfort, or convenience, this exceptional Longboat Key residence delivers a coastal lifestyle where the beach is your backyard and the Gulf is always in view.

2675 Gulf Of Mexico Drive Unit 204, Longboat Key

1205 Tarpon Center Drive Unit B4, Venice
$375,000
2 Beds ⋅ 2 Baths ⋅ Sea Villas SubDv. ⋅ 34285 Zip Code
This cute Mid Century style villa has been beautifully updated throughout, featuring new tile flooring, updated kitchen cabinets, and gorgeous granite countertops. The kitchen has been opened up to the living area, and an Advantium convection/microwave oven and cooktop free up extra storage space. The large Florida room, cooled by a portable AC, expands your living space even further. The 2nd bedroom can be used as dinning room or perfect for Murphy bed, keeping the spacious, flexible feel throughout the home. Enjoy the completely renovated pool area with private beach access — just steps from the sand! This unit is turnkey furnished (minus a few personal items) and comes with 2 assigned parking spaces. Turnkey and is offered furnished. Your perfect beachside getaway awaits at an affordable price!

1205 Tarpon Center Drive Unit B4, Venice

1215 Westway Drive, Sarasota
$5,400,000
Lido Shores SubDv. ⋅ 34236 Zip Code
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, Sarasota

1209 Westway Drive, Sarasota
$11,900,000
6 Beds ⋅ 7 Baths ⋅ Lido Shores SubDv. ⋅ 34236 Zip Code
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, Sarasota

2425 Gulf Of Mexico Drive Unit 3A, Longboat Key
$1,595,000
2 Beds ⋅ 2 Baths ⋅ Sea Gate Club SubDv. ⋅ 34228 Zip Code
Wake up to the Gulf of Mexico just beyond your windows at this beautifully updated, fully furnished residence at Sea Gate Club, a private Gulf-front community on the coveted southern end of Longboat Key. Perfectly positioned in a quiet third-floor corner location, this two-bedroom, two-bath retreat offers more than 1,600 square feet of coastal living, spectacular Gulf views, and convenient access to recently enhanced resort-style amenities. Floor-to-ceiling impact-rated windows and sliding glass doors fill the residence with natural light while keeping the turquoise waters and sandy shoreline constantly in view. The open layout flows from the extended foyer into spacious living and dining areas, where oversized tile flooring and a neutral palette create a relaxed, contemporary atmosphere. Walls of glass draw your attention toward the Gulf, while sliding doors open to the private covered balcony. A newer glass railing preserves the sweeping views, creating an inviting setting for morning coffee, sea breezes, and unforgettable sunsets. The renovated kitchen is both stylish and functional, featuring quartz countertops, custom cabinetry, stainless steel appliances, glass tile backsplash, breakfast bar, generous storage, and an extended workspace with built-in planning desk overlooking the Gulf. The adjoining dining area is surrounded by windows, allowing water views to remain part of every meal. The spacious east-facing primary suite offers a peaceful retreat with a walk-in closet and updated en-suite bath featuring stone countertops and a walk-in shower. The second bedroom, currently arranged as a den, provides flexibility for guests, a home office, or additional living space. An updated guest bath and convenient in-residence laundry complete the floor plan. The residence is offered furnished and move-in ready. Sea Gate Club is an intimate Gulf-front community of just 90 residences that has undergone extensive improvements, including a newer 2024/2025 roof, exterior restoration, refreshed stucco, newer windows and sliders, updated entryways and corridors, redesigned social room with catering kitchen, and refreshed fitness center. Residents enjoy a heated Gulf-front pool and spa, expansive sundeck, Har-Tru tennis courts, fitness center, social spaces, on-site management, bicycle and kayak storage, and direct access to a private stretch of Longboat Key beach. Ideally located on the southern end of Longboat Key, Sea Gate Club is close to the Longboat Key Club's golf, tennis, marina, and dining opportunities, with St. Armands Circle just minutes away. Downtown Sarasota's renowned restaurants, theaters, galleries, Selby Gardens, The Ringling, and waterfront attractions are also within easy reach. Fully furnished, beautifully updated, and directly overlooking the Gulf, Sea Gate Club #3A offers an exceptional opportunity to embrace the best of Longboat Key beachfront living.

2425 Gulf Of Mexico Drive Unit 3A, Longboat Key

721 N Manasota Key Road, Englewood
$3,150,000
4 Beds ⋅ 4 Baths ⋅ Manasota Bay Estates SubDv. ⋅ 34223 Zip Code
Imagine waking each morning to the gentle shimmer of Lemon Bay, coffee in hand as the sun rises over the water and ending your evenings with your toes in the sand, watching the Gulf paint the sky in breathtaking shades of orange and pink. This is more than a home; it’s a lifestyle few ever experience. Hidden behind the gates of the exclusive North Manasota Key community, along a secluded two-mile private road, this extraordinary Gulf-to-Bay estate offers the rare privilege of living where boating adventures and beach days become part of your everyday routine. Here, privacy, luxury, and nature exist in perfect harmony. Spanning more than 3,400 square feet, this thoughtfully designed waterfront retreat offers four bedrooms and four bathrooms with expansive living spaces bathed in natural light. Walls of windows frame panoramic views of Lemon Bay, creating a seamless connection between the beauty outside and the comfort within. Every room invites you to slow down, breathe deeply, and savor the rhythm of coastal living. Step outside and discover your own slice of paradise. Jump on your boat from the private bayfront dock for a day exploring the waterways, spend the afternoon kayaking or paddleboarding through calm waters, or cast a line just steps from home. When the Gulf calls, your deeded private beach access is only 300 feet away via an exclusive 8-foot-wide walkway, making spontaneous sunset strolls and shelling adventures effortless. After a day on the water, retreat to the private Jacuzzi just outside the primary suite, where peaceful bay views provide the perfect backdrop to unwind beneath the stars. The expansive pressure-treated wood deck wraps the rear of the home, creating endless opportunities for outdoor dining, entertaining, or simply enjoying the soothing coastal breeze and abundant wildlife that make North Manasota Key so special. Designed with both elegance and peace of mind, the home has been meticulously updated with a durable 2020 metal roof, 2022 impact windows, hurricane protection for the sliding glass doors, three air conditioning systems, two water heaters, a 250-gallon propane tank, central vacuum system, and an oversized laundry room. The spacious garage easily accommodates vehicles, golf carts, kayaks, paddleboards, fishing gear, and all the essentials for your waterfront lifestyle. Whether you’re searching for a luxurious year-round residence, an unforgettable family retreat, or the ultimate waterfront escape, this remarkable Gulf-to-Bay property delivers an unparalleled Florida lifestyle. Here, every sunrise over Lemon Bay, every sunset on the Gulf, and every gentle sea breeze become daily reminders that you’ve found the place where others only dream of vacationing.

721 N Manasota Key Road, Englewood

255 The Esplanade  N Unit 701, Venice
$799,900
2 Beds ⋅ 2 Baths ⋅ Gulf Shores SubDv. ⋅ 34285 Zip Code
Wake up to endless Gulf views, fall asleep to the sound of the waves, and live where every day feels like a vacation. Perched on the 7th-floor corner of one of Venice Island's most coveted Gulf-front communities, this exceptional 2-bedroom, 2-bath residence captures breathtaking, unobstructed views of the Gulf of Mexico from nearly every room. The floor-to-ceiling glass-enclosed balcony provides a front-row seat to spectacular sunsets, while the primary suite offers water views so captivating you'll feel like you're waking up aboard a luxury cruise ship. Perfectly situated between the South Jetty and Sharky's on the Pier, this prime location offers the very best of Venice Island living. Begin your mornings with yoga on the beach, enjoy long walks along the shoreline, or stroll to historic downtown Venice for boutique shopping, award-winning restaurants, sidewalk cafés, the weekly farmers market, art festivals, concerts, and year-round community events—all just moments from your front door. A luxury waterfront residence is only as desirable as the community behind it, and this one truly stands apart. This beautifully maintained Gulf-front community is known for its pride of ownership and exceptional stewardship, offering buyers the confidence that comes from purchasing in a community where thoughtful management and long-term care are clearly evident. Opportunities to own here are exceptionally rare, as residents cherish the lifestyle and few owners ever choose to leave. Relax by the beachfront community pool, sink your toes into miles of pristine sandy beach, watch dolphins play offshore, collect shark teeth along the shoreline, and end each day with unforgettable Gulf Coast sunsets. Whether you're searching for a full-time residence, a seasonal escape, or the ultimate beachfront retreat, this rare corner residence offers an extraordinary opportunity to experience panoramic Gulf views, an unbeatable walkable location, and the effortless coastal lifestyle that has made Venice Island one of Florida's most treasured destinations.

255 The Esplanade N Unit 701, Venice

5400 Ocean Boulevard Unit 15 1-4, Sarasota
$4,000,000
2 Beds ⋅ 3 Baths ⋅ Terrace SubDv. ⋅ 34242 Zip Code
Perched 15 floors above the Gulf of Mexico within The Terrace—Frank Folsom Smith's iconic beach-front landmark on Siesta Key—two corner residences were combined to create an extraordinary 2,365-SF home. Completely reimagined by award-winning architect Michael Halflants of Halflants + Pichette Studio for Modern Architecture, the residence received the prestigious AIA Florida/Caribbean Honor Award of Excellence in Interior Design and was featured in Sarasota Magazine's Dream Homes issue. Original interior walls were removed to reveal uninterrupted vistas that extend along the shoreline of Siesta Key, across Sarasota Bay, and to the downtown Sarasota skyline. The result is a flowing two-bedroom, two-and-a-half-bath residence where panoramic views, exceptional materials, and thoughtful design exist in perfect balance. At the center of the home, a sculptural Etimoe hardwood core houses the kitchen, storage, primary bath, and an expansive walk-in closet, bringing warmth and architectural definition to the open floor plan. Floor-to-ceiling, seven-panel bi-fold glass doors disappear completely at the corners, creating a seamless connection to the Gulf and inviting coastal breezes into the living spaces. Custom folding partitions provide privacy between the primary suite and main living areas without compromising the home's openness or visual continuity. Thoughtful custom details continue throughout the residence, including a custom steel desk overlooking the Gulf of Mexico, creating a work-from-home setting few could rival. The raw concrete ceiling from Smith's original 1969 design was scraped and clear-coated to a soft sheen, transforming a defining element of the building into a striking contemporary feature. Large-format porcelain tile, custom steel detailing, and carefully selected wood finishes complete a sophisticated material palette that feels both timeless and contemporary. Residents of The Terrace enjoy private access to Siesta Key's renowned beach and are just moments from the shops, restaurants, and energy of Siesta Village. More than a luxury beachfront residence, this is a rare opportunity to own an award-winning home within one of Sarasota's most recognizable waterfront landmarks, where exceptional architecture and Gulf-front living are seamlessly intertwined.

5400 Ocean Boulevard Unit 15 1-4, Sarasota

1300 Benjamin Franklin Drive Unit 1205 & 1206, Sarasota
$9,800,000
4 Beds ⋅ 6 Baths ⋅ The Beach Residences SubDv. ⋅ 34236 Zip Code
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, Sarasota

908 Villas Drive Unit 68, Venice
$169,900
1 Baths ⋅ Villas On Golden Beach SubDv. ⋅ 34285 Zip Code
Own your own beachfront retreat with private beach access! No more looking for parking...just grab your towel and step outside! Turnkey furnished. Great island location in Venice, Florida, collect seashells, search for Venice's famous shark teeth, or simply relax with your toes in the sand. After a day at the beach, explore charming downtown Venice, where you'll find local boutiques, waterfront restaurants, outdoor cafés, live entertainment, farmers markets, and year-round events. Conveniently located near golf courses, fishing, boating, kayaking, bike trails, parks, and nature preserves, there's something for everyone. Sarasota, Siesta Key, and other Gulf Coast attractions are also just a short drive away. Whether you're sipping your morning coffee while watching dolphins, enjoying a colorful sunset from the beach, or dining at one of the many nearby restaurants, you'll experience the best of Florida's Gulf Coast. When you're not using it, great income with short term rentals are allowed with rental agency right on site.

908 Villas Drive Unit 68, Venice

633 Alhambra Road Unit 1006, Venice
$529,900
2 Beds ⋅ 2 Baths ⋅ Venice Sands SubDv. ⋅ 34285 Zip Code
10th Floor Island Oasis – Unobstructed Gulf Views! Experience the ultimate Venice Island lifestyle from this impressive 10th-floor beachfront condominium at Venice Sands. Perfectly positioned directly on Venice Beach, this 2-bedroom, 2-bathroom residence offers a front-row seat to sweeping, unobstructed panoramas of the Gulf, pristine sands, and vibrant evening sunsets. Step out onto the beachfront balcony to watch dolphins play, feel the gulf breeze, and enjoy complete peace and quiet. Luxury laminate flooring throughout makes for easy clean up. The property also features extra conveniences including one dedicated carport space and a private storage unit. Beyond the unit itself, Venice Sands offers a secure, exceptionally well-maintained environment boasting a brand-new roof, new lanai screens, new carports, a beautiful beachside swimming pool, and an active social scene in the clubhouse. It is a welcoming community where owners and their guests frequently gather for happy hour, book clubs, or just to chat over a cup of tea. Best of all, you are situated less than two miles from the heart of downtown Venice Island, giving you effortless access to charming boutique shopping, gourmet restaurants, parks, and the Venice Theatre. Come home to where paradise is created daily. Being sold partially furnished as a convenience to the new owner.

633 Alhambra Road Unit 1006, Venice

70 Avenida Veneccia Unit 304, Sarasota
$5,250,000
3 Beds ⋅ 4 Baths ⋅ Sunset Beach SubDv. ⋅ 34242 Zip Code
Introducing Residence #304 at Sunset Beach, Siesta Key's newest luxury address, where sophisticated coastal design and effortless living come together in an exclusive boutique beachfront community. One of only 11 private residences, this beautifully appointed home offers an exceptional blend of spacious interiors, elevated finishes, and timeless modern elegance. Designed to maximize comfort and functionality, the open-concept floor plan is filled with natural light through floor-to-ceiling hurricane-impact glass that seamlessly connects the living spaces to expansive outdoor terraces. The chef's kitchen is thoughtfully crafted with custom cabinetry, premium Wolf and Sub-Zero appliances, and designer finishes, while the spacious great room creates the perfect setting for entertaining or simply unwinding after a day on the beach. Luxurious bedroom suites provide a private retreat, each designed with comfort and sophistication in mind. Situated on 2.5 Gulf-front acres with 175 feet of private beachfront, Sunset Beach offers an unmatched collection of resort-style amenities, including a beachfront pool and spa, private cabanas, a fire pit, fitness center, grilling area, bicycles, and private owner storage. Just a short walk from Siesta Key Village, you'll enjoy boutique shopping, acclaimed restaurants, coffee shops, and live entertainment while returning home to the privacy and exclusivity of one of the island's most coveted new communities. Residence #304 offers the perfect combination of luxury, location, and exceptional design, making it an extraordinary opportunity to own at Siesta Key's newest luxury address.

70 Avenida Veneccia Unit 304, Sarasota

70 Avenida Veneccia Unit 204, Sarasota
$4,950,000
3 Beds ⋅ 4 Baths ⋅ Sunset Beach SubDv. ⋅ 34242 Zip Code
Introducing Residence #204 at Sunset Beach, an extraordinary opportunity to own one of the largest residences at Siesta Key's newest luxury address. Offering more than 4,000 square feet of thoughtfully designed living space, this exceptional home combines the scale and comfort of a private residence with the effortless lifestyle of boutique beachfront condominium living. Designed with both everyday living and grand entertaining in mind, the expansive open-concept floor plan features soaring 10-foot ceilings, floor-to-ceiling hurricane-impact glass, generous gathering spaces, and seamless indoor-outdoor living. Every finish has been carefully curated, from the custom chef's kitchen with Wolf and Sub-Zero appliances to the beautifully appointed living spaces that showcase timeless modern coastal design. Spacious bedroom suites, luxurious baths, and oversized terraces provide the perfect balance of privacy and sophistication. As one of only 11 residences at Sunset Beach, owners enjoy an unmatched level of exclusivity along with resort-inspired amenities including a beachfront pool and spa, private cabanas, fire pit, fitness center, grilling area, bicycles, and private owner storage. Set on 2.5 Gulf-front acres with 175 feet of private beachfront, Sunset Beach is perfectly positioned just a short walk from the boutiques, acclaimed restaurants, coffee shops, and entertainment of Siesta Key Village, allowing you to enjoy the best of island living without ever getting in your car. Residence #204 is a rare opportunity to enjoy the spaciousness of a luxury home, the convenience of condominium living, and ownership at Siesta Key's newest luxury address

70 Avenida Veneccia Unit 204, Sarasota

70 Avenida Veneccia Unit 202, Sarasota
$6,500,000
3 Beds ⋅ 4 Baths ⋅ Sunset Beach SubDv. ⋅ 34242 Zip Code
Virtually Staged. Welcome to Residence #202 at Sunset Beach, where timeless coastal luxury meets one of the most desirable floor plans on Siesta Key. Nestled within an exclusive collection of just 11 boutique beachfront residences, this exceptional home offers the rare opportunity to enjoy two Gulf-front bedroom suites, each perfectly positioned to capture spectacular water views and unforgettable sunsets. Thoughtfully designed for both relaxed everyday living and elegant entertaining, the spacious open-concept layout is framed by floor-to-ceiling hurricane-impact glass that fills the home with natural light and seamlessly extends onto an expansive Gulf-front terrace. The designer kitchen is appointed with premium Wolf and Sub-Zero appliances, custom cabinetry, and sophisticated finishes, while every space throughout the residence reflects a refined, modern coastal aesthetic. Set on 2.5 acres with 175 feet of private Gulf frontage, Sunset Beach delivers a true resort lifestyle with a beachfront pool and spa, private cabanas, fire pit, fitness center, outdoor grilling area, owner storage, and bicycles for exploring the island. Best of all, you're just a short walk from Siesta Key Village, where award-winning restaurants, boutique shopping, coffee shops, and vibrant island nightlife are all within easy reach. Residence #202 offers the perfect balance of beachfront serenity and walkable island living—a rare opportunity to own a brand-new luxury residence in one of Siesta Key's most exclusive communities.

70 Avenida Veneccia Unit 202, Sarasota

9000 Blind Pass Road Unit 303, Sarasota
$799,000
1 Beds ⋅ 2 Baths ⋅ Fishermans Cove SubDv. ⋅ 34242 Zip Code
Turnkey furnished and beautifully reimagined in 2024, this top-floor Gulf-front residence at Fisherman's Cove offers a rare opportunity to own one of Siesta Key's most distinctive beachfront retreats. Positioned at the quiet southern end of the island, this one-bedroom residence enjoys unobstructed panoramic views of the Gulf of Mexico from nearly every room, where turquoise waters, sugar-white sand, and breathtaking sunsets become part of everyday living. Thoughtfully renovated throughout, this residence is also the only one-bedroom floor plan in the community offering both a full bath and an additional half bath, providing added comfort and convenience for guests. Designed to maximize natural light and waterfront scenery, the open floor plan flows effortlessly from room to room. The Gulf-front terrace has been enclosed, expanding the living space while walls of impact-rated glass frame uninterrupted beach views. Soft coastal finishes, elegant tile flooring, and a fresh, contemporary palette create a relaxed yet refined atmosphere ideal for full-time living, seasonal enjoyment, or investment. The remodeled kitchen features custom cabinetry, stone countertops, newer appliances, generous storage, and an open design that overlooks the living and dining areas while keeping the Gulf as the focal point. Renovations completed in 2024 include impact windows and sliding glass doors, beautifully updated bathrooms, and quality finishes throughout, while a newer air-conditioning system installed in 2023 adds peace of mind. The spacious primary suite enjoys spectacular Gulf views through oversized windows and features an updated en-suite bath. The additional powder room is a rare feature within Fisherman's Cove, allowing guests the convenience of a separate bath while maintaining the privacy of the primary suite. This unit comfortably sleeps four people. Nestled between the Gulf of Mexico and Blind Pass Lagoon, Fisherman's Cove offers one of Siesta Key's most desirable waterfront settings. Residents enjoy direct beach access, a heated community pool, fishing pier, complimentary first-come boat slips, and easy access to kayaking, paddleboarding, and boating that leads to Sarasota Bay and the Gulf. The island's south end is also renowned for exceptional shelling and miles of unspoiled shoreline stretching toward Casey Key. Ideally located just minutes from Siesta Key Village, waterfront dining, marinas, and downtown Sarasota's renowned Cultural Coast, residents enjoy boutique shopping, acclaimed restaurants, theaters, galleries, Selby Gardens, and year-round entertainment. Whether you're searching for a luxurious beachfront escape, a high-demand investment with one-week rental flexibility, or a move-in-ready Gulf-front residence, this exceptional Fisherman's Cove offering delivers the very best of Siesta Key living.

9000 Blind Pass Road Unit 303, Sarasota

2301 Gulf Of Mexico Drive Unit 44N, Longboat Key
$625,000
2 Beds ⋅ 2 Baths ⋅ Islander Club Of Longboat SubDv. ⋅ 34228 Zip Code
Simply magnificent! This beautifully renovated residence offers the perfect blend of sophisticated design, comfort, and effortless coastal living. Thoughtfully updated with designer finishes throughout, this move-in-ready home features an open, light-filled floor plan highlighted by floor-to-ceiling windows and a spectacular 38-foot covered terrace overlooking lush tropical gardens. Accessible from the living room and both bedrooms, the expansive terrace is the perfect place to enjoy your morning coffee, entertain guests, or relax with refreshing Gulf breezes. The updated kitchen flows seamlessly into the dining and living areas, creating an inviting space for everyday living and entertaining. Beautiful wood flooring, custom architectural details, stainless steel appliances, and abundant natural light add warmth and elegance throughout the home. The spacious primary suite serves as a private retreat with terrace access and a beautifully renovated ensuite bath featuring light wood cabinetry and granite countertops. The generous guest bedroom also opens to the terrace and includes a built-in Murphy bed, offering exceptional flexibility for visiting family and friends or a home office. Life at The Islander Club is truly resort-inspired. Residents enjoy over 400 feet of private Gulf-front beach, a heated beachfront swimming pool, a newly renovated state-of-the-art fitness center, two new sauna rooms, a Har-Tru® tennis court, two pickleball courts, a beautifully updated social room, library, secure key-fob entry, on-site management, and exceptional lock-and-leave convenience. Adding even greater value, The Islander Club has recently completed an extensive program of capital improvements, including exterior restoration and stucco repairs, balcony waterproofing, new roofs on both residential towers, clubhouse, and carports, modernized pool facilities with new tile, resurfacing, and equipment, refreshed landscaping and lighting, hurricane-rated windows and doors, and a completely renovated fitness center. These significant investments provide both peace of mind and long-term value for future owners. Whether you are searching for a full-time waterfront residence, a seasonal escape, or an exceptional investment opportunity, this beautifully updated condominium offers the very best of Longboat Key's coveted beachfront lifestyle.

2301 Gulf Of Mexico Drive Unit 44N, Longboat Key

2301 Gulf Of Mexico Drive Unit 45N, Longboat Key
$599,000
2 Beds ⋅ 2 Baths ⋅ Islander Club Of Longboat SubDv. ⋅ 34228 Zip Code
Experience the Longboat Key lifestyle at the highly desirable Islander Club, where Gulf-front living, resort-style amenities, and an exceptional location come together. This beautifully maintained two-bedroom, two-bath residence offers a bright, open floor plan and an expansive wraparound terrace with more than 60 feet of private outdoor living space overlooking the manicured grounds, entrance, and tennis courts providing an inviting setting for morning coffee, evening cocktails, or entertaining guests. Inside, floor-to-ceiling sliding glass doors fill the living and dining areas with natural light and create a seamless connection to the terrace. The renovated kitchen is thoughtfully appointed with KitchenAid appliances and provides a fresh, updated space for everyday living and entertaining. The spacious primary suite features direct terrace access and an en-suite bath, while the guest bedroom is ideal for visiting family and friends or a comfortable home office. Additional updates and features include hurricane-impact windows and doors, Bosch HVAC (2016), water heater (2020), an in-unit humidistat, and assigned parking. End-window replacements have also been ordered. The Islander Club has undergone extensive community improvements, including new elevators, roof, Porte cochère, fitness center, clubhouse, locker rooms with saunas, recreation room, and refreshed landscaping. Residents enjoy more than 400 feet of private Gulf beach frontage, a heated beachfront pool, fitness center, Har-Tru tennis court, two pickleball courts, two fishing piers, on-site management, and 24/7 maintenance staff. Ideally located just minutes from St. Armands Circle and Downtown Sarasota, this residence offers the opportunity to enjoy the relaxed elegance of Longboat Key beachfront living—whether as a full-time residence or your own island retreat.

2301 Gulf Of Mexico Drive Unit 45N, Longboat Key

6020 Midnight Pass Road Unit 49, Sarasota
$620,000
2 Beds ⋅ 2 Baths ⋅ Aloha Kai Apts SubDv. ⋅ 34242 Zip Code
SIESTA KEY VILLA | DEEDED BEACH ACCESS | VACATION HOME | RENTAL INCOME POTENTIAL Discover the ultimate Siesta Key beach lifestyle in this beautifully updated 2-bedroom, 1.5-bath villa in Aloha Kai, an established beachfront community with private deeded beach access. Ideally located near the world-famous Siesta Key Beach, this coastal retreat offers an appealing opportunity for a vacation home, seasonal residence, full-time living, or investment property. The updated kitchen features newer cabinetry, countertops, and appliances, while the thoughtfully furnished interior makes enjoying island life easy. Major improvements include a 2020 metal roof, impact-rated windows and front door, upgraded 200-amp electrical service, and a 2023 water heater. Following Hurricane Milton, the first floor underwent professional remediation and a fully permitted renovation. Independent mold testing returned negative results, and supporting documentation is available for review. Aloha Kai offers desirable resort-style amenities, including a heated Olympic-size swimming pool, clubhouse, shuffleboard courts, tropical landscaping, and on-site management. Short-term rentals are permitted subject to association rules, providing flexibility for personal use and potential rental income. Enjoy convenient access to Siesta Key Village, acclaimed restaurants, shopping, boating, and downtown Sarasota. Whether you are searching for a Siesta Key vacation home, a beach-access property, or a Florida investment opportunity, this villa delivers the relaxed coastal lifestyle that makes Siesta Key so desirable. Buyer to independently verify rental policies and restrictions, association information, permits, remediation documentation, and all property details deemed important.

6020 Midnight Pass Road Unit 49, 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

5400 Ocean Boulevard Unit 17-04, Sarasota
$1,559,000
2 Beds ⋅ 2 Baths ⋅ Terrace SubDv. ⋅ 34242 Zip Code
The iconic Terrace building is a masterpiece designed by renowned architect Frank Folsom Smith. This modernist building, built of poured concrete exudes strength and durability. Situated directly on Siesta Key Beach, and built with walls of sliding glass doors in every room to take advantage of the diverse, magnificent views in all directions. This is the penthouse being offered turnkey furnished. Fantastic views in all directions. It's perfect location on the island within walking distance to Siesta Key Village, and all its offerings. The rooftop saltwater pool is a beautiful addition that provides privacy and lovely beach views. Take a cocktail out to watch the sunset over the water! The building itself has undergone significant upgrades, making it a prestigious address on Siesta Key. Complete replacement of cast-iron pipes, geothermal well driven HVAC system keeps cost low, new generator for entire building, monitored water sensors in all units, installation of new gates at the front entrance. The elevators have been replaced, the lobby has been redone, and is a waterfront masterpiece. Only the 4 penthouse units have use of the rooftop with decks. Come see for yourself why this stunning property is so very special.

5400 Ocean Boulevard Unit 17-04, Sarasota

N Manasota Key Road, Englewood
$3,595,000
34223 Zip Code
Virtually Staged. This is the rare blank canvas—a true Gulf-to-Bay homesite within the gated, private enclave of Manasota Key, where you design the dream rather than inherit someone else's. Spanning 1.17 acres across two parcels, the property holds 103 feet of sugar-sand Gulf beachfront and 94 feet of frontage on Lemon Bay: 197 feet of water in all, and a setting most owners spend a lifetime searching for. Imagine the home you would build here. Walls of glass framing the Gulf, primary suite oriented to the sunrise over the bay, a pool sited between the water and the palms, and room for every detail that makes a house unmistakably yours. With water on both sides, the architecture writes itself. Then picture the life: morning coffee on the sand as dolphins roll past, the boat launched from your own bay frontage, the sky turning gold over the Gulf each evening. Behind the gates, life slows—white-sand beaches and the calm, fishable Intracoastal moments from your door, Englewood's shops and dining an easy drive away. Homesites of this scale and dual-water frontage rarely come to market here. Bring your architect, and build the legacy retreat you've always imagined on one of Florida's last truly private barrier islands.

N Manasota Key Road, Englewood

20 Whispering Sands Drive Unit 501, Sarasota
$1,099,000
2 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code
Experience full gulf-front views and the lifestyle of island living on the world-renowned Siesta Key beach. This beautiful fifth-floor end-unit residence is in the south tower of Whispering Sands, a community in the heart of Siesta Key Village. This property offers the ideal blend of serenity and convenience. Residents enjoy private beach access and 800 feet of quartz sand beach, yet you are just a short distance from all the shops, boutiques and restaurants of the village. With open-air hallway corridors, you will feel the island breeze as you enter the front door of the residence. An abundance of natural light immediately welcomes you from the windows and large wall of glass sliders in the living and dining area, designed to showcase the dreamy turquoise water views of the Gulf. This two-bedroom, two-bath unit features light and bright neutral tones providing a warm yet coastal feel. The highlight of this unit is the 25-foot terrace accessible through two sets of hurricane/impact rated floor-to-ceiling glass sliders with remote-controlled shades. Here is where you will want to sit, relax and take in the expansive and postcard-worthy beach views. The kitchen has been upgraded with granite countertops, breakfast bar, new cabinets, stainless steel appliances, a built-in desk area and a closet pantry. From your primary suite, you will enjoy views of the turquoise water by day and golden sunsets by night through the floor-to-ceiling glass sliders. This cozy retreat also offers an updated en-suite bath, generous walk-in closet and a wall of custom built-in drawers. The guest bedroom is versatile and large enough for two queen beds or could be used as a den or home office. Whispering Sands is a 55-plus community and is resort-inspired, featuring two heated pools with new travertine decks, canoe/kayak storage, shuffleboard, a beachside tiki hut with barbecue grills and lush landscaped grounds. The main clubhouse, featuring a fitness center, community room and lounge area, is undergoing a complete remodel with an expected completion date of late 2026. When you are ready to venture out beyond the sandy beaches, you’ll be just a short drive to downtown Sarasota and its world-class arts, dining and culture scene. This property is more than just a condominium, it’s a lifestyle. Come live it today!

20 Whispering Sands Drive Unit 501, Sarasota

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