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$5,325,000
5 Beds 5 Baths Sapphire Shores SubDv.
The Seller is willing to consider all reasonable offers including seller financing. Discover one of Sarasota’s best bayfront values with sweeping 270° views of Sarasota Bay, Ca’d’Zan (John Ringling's estate), Longboat Key, and spectacular sunsets. Located on a private cul-de-sac in Ringling Point, this 7,000 sq. ft. estate offers privacy, 17-ft elevation, and direct sailboat water with no fixed bridges, just minutes from downtown. The residence features 5 bedrooms, 3 full and 2 half baths, multiple living areas, soaring 24-ft ceilings, walls of glass framing endless water views, a fireplace and a full-service bar. The chef’s kitchen has custom cabinetry, premium appliances, and a spacious island overlooking the family room with expansive terraces. The owner’s retreat spans an entire wing with private sitting area and fireplace, spa-inspired bath, oversized dressing room, wine room, and full-length terrace. The guest suites, flex rooms, a recording studio, and 4-car garage add versatility. The resort-style outdoor living areas feature a lagoon-style pool, spa, covered terraces, and private dock ideal for yachts and sailboats. With its rare combination of views, quality, and location near downtown, beaches, cultural venues, and SRQ Airport, this estate is a true Sarasota legacy property.

309 Ringling Point Drive, North Sarasota

$5,300,000
4 Beds 5 Baths Bird Key Sub SubDv.
One-Of-A-Kind, New Custom-Built residence on prestigious Bird Key, offering a rare combination of scale, elevation, and thoughtful design. Spanning over 4,900 square feet, this refined contemporary home blends modern architecture with Florida’s timeless coastal charm and is carefully planned to maximize privacy, comfort, and functionality. The home features four bedrooms, four-and-half bathrooms, a private office, and a separate guest suite/casita with its own bedroom and living area. A circular driveway leads to a striking double-height entry with oversized glass doors, opening to dramatic ceilings and light-filled interiors. The elegant great room, anchored by a fireplace, flows seamlessly through walls of glass to the covered poolside terrace with tray ceiling. Designed for both everyday living and entertaining, the gourmet kitchen offers a substantial island, high-end finishes, and a generous butler’s pantry. The dining area opens to both the terrace and a fully equipped summer kitchen. The first-floor owner’s suite is a retreat with direct terrace access and a spa-inspired bathroom. A private two-room casita provides ideal guest accommodations, while two additional en-suite spacious bedrooms are located upstairs. Additional highlights include an elevator servicing four levels, a mezzanine-level bonus room that can be used as a gym or media room, a well-appointed laundry room, and an impressive 33 x 15 ft enclosed pool and spa, creating a substantial extension to the home’s indoor living areas. Elevated 11 feet above sea level and positioned on a larger-than-typical lot, this residence stands apart for its unusually generous homesite, allowing for exceptional first-floor living and expansive outdoor spaces rarely found in new construction on Bird Key. Bird Key offers an exceptional location just minutes from downtown Sarasota, the shops and dining of St. Armands Circle, and the beaches of Lido Beach. The Bird Key Yacht Club is currently undergoing a full rebuild and is anticipated to reopen in 2026 as one of Sarasota’s premier destinations for boating, dining, tennis, and social events. Please note image of the gym (Bonus Room) has been digitally staged.

329 Bird Key Drive, Bird Key

$5,300,000
5 Beds 6 Baths Lido Beach SubDv.
In a world where more is usually never enough……. 161 S. Polk Drive is JUST ENOUGH and MORE OF EVERYTHING YOUR DREAMS ARE MADE OF! Positioned waterfront between St. Armands Circle and Lido Beach, you can start your day walking just one block to put your toes in the sand and soak up the morning sun and then head straight to your favorite lunch spot on the circle. Upon returning home, take up lounging in the split-level, salt water pool and relax to the sounds of the water as it crests the infinity edge OR you can choose one of the many decks, from rooftop on down, canal to Gulf, to savor the sun, the breeze, the views and the peacefulness all around you. Once evening arrives, hop on the boat for a pleasant ride to your waterfront dining of choice or enjoy a glass of wine as you unwind with soothing music, the gentle movement of the water and savor the setting sun. This privately gated, coastal contemporary home encompasses over 4,600 square feet of interior living space with an open plan from living to dining to kitchen and on to the outdoor patio with a full wall of pocketing sliders. The acacia wood floor will be the first to grab your eye, but you will then be drawn to the unlimited other features of this home. From the many windows offering abundant natural light, to the built-ins, wet bars, oversized kitchen island, 3 en-suite bedrooms all with private balconies (includes first and 2nd floor owner suites), elevator, outdoors showers, sauna, ‘hidden’ oversized laundry room with 2 sets of washers and dryers, oversized boat dock with 2 lifts……. Shall I go on?? The well thought out configuration of this home rationalizes JUST ENOUGH of comfortably elegant entertaining mixed with intimate peace and privacy. Recent improvements include A/C handlers and compressors, tankless water heater and pump, flat tile roof decking, refinished exterior wood railings, pool pumps and actuators, in-ground drainage system, refreshed landscaping, exterior pressure washing, recent elevator service completed

161 S Polk Drive, Lido Key

$5,280,000
6 Beds 7 Baths Stickney Point Sub SubDv.
Listing price originally was $5,650,000 -There is only one — Siesta Sun Sets. Set against the quiet backdrop of Sabal Lake, with glimpses of the Gulf beyond, this residence unfolds with a sense of irresistible intention. Influenced by West Indies architecture, the design blends expansive indoor-outdoor living with natural textures, layered spaces, and a palette that mirrors its surroundings — soothing, sun-washed, and enduring. Across more than 4,000 square feet, the home offers seven incredible en-suite bedrooms and multiple living areas designed for both gathering and restful retreat. The great room anchors the experience, where kitchen, dining, and living spaces open outward to twin balconies — one overlooking the extensive grounds, the other framed by mature oaks, offering a quiet contrast of shade and light. Above, a private club level introduces a more intimate setting — a theater-style lounge, additional suites, and access to the rooftop deck. It is here, at the highest point of the home, that the name reveals itself. As day transitions to evening and the Gulf reflects gold, the softening sky reveals stunning sunsets, becoming the backdrop against which you count your blessings. Below, the grounds are equally considered. A multi-sport court — rare in both scale and versatility — sits alongside a resort-style pool and 360-degree spillover spa, creating a setting as seductive as it is serene. Covered outdoor living spaces extend the home’s presence, offering multiple areas for dining, gathering, and quiet retreat, all within a private, fully enclosed landscape. Siesta Sun Sets is not defined by any one feature, but by the way it brings them together — water, light, elevation, and space — into a residence that feels both grounded and removed, exclusive and secluded. A masterwork of resilient engineering and high-end coastal construction, this estate is architecturally primed to withstand coastal elements while serving as a premier venue for grand-scale entertaining and lucrative seasonal retreats. More than a home, Siesta Sun Sets 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.

6540 Peacock Road, Siesta Key

$5,280,000
7 Beds 9 Baths Stickney Point Sub SubDv.
There is only one — Siesta Sun Sets. Set against the quiet backdrop of Sabal Lake, with glimpses of the Gulf beyond, this residence unfolds with a sense of irresistible intention. Influenced by West Indies architecture, the design blends expansive indoor-outdoor living with natural textures, layered spaces, and a palette that mirrors its surroundings — soothing, sun-washed, and enduring. Across more than 4,000 square feet, the home offers seven incredible en-suite bedrooms and multiple living areas designed for both gathering and restful retreat. The great room anchors the experience, where kitchen, dining, and living spaces open outward to twin balconies — one overlooking the extensive grounds, the other framed by mature oaks, offering a quiet contrast of shade and light. Above, a private club level introduces a more intimate setting — a theater-style lounge, additional suites, and access to the rooftop deck. It is here, at the highest point of the home, that the name reveals itself. As day transitions to evening and the Gulf reflects gold, the softening sky reveals stunning sunsets, becoming the backdrop against which you count your blessings. Below, the grounds are equally considered. A multi-sport court — rare in both scale and versatility — sits alongside a resort-style pool and 360-degree spillover spa, creating a setting as seductive as it is serene. Covered outdoor living spaces extend the home’s presence, offering multiple areas for dining, gathering, and quiet retreat, all within a private, fully enclosed landscape. Siesta Sun Sets is not defined by any one feature, but by the way it brings them together — water, light, elevation, and space — into a residence that feels both grounded and removed, exclusive and secluded. A masterwork of resilient engineering and high-end coastal construction, this estate is architecturally primed to withstand coastal elements while serving as a premier venue for grand-scale entertaining and lucrative seasonal retreats. More than a home, Siesta Sun Sets 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.

6536 Peacock Road, Siesta Key

$5,250,000
3 Beds 4 Baths Sarasota Beach SubDv.
A truly one-of-a-kind beachfront home with spectacular western-facing Gulf views, this is one of only 7 homes on private Tenacity Lane at the north end of Siesta Key. A few steps along your private backyard path lead you to the powdery white sands of Siesta Key Beach. Built with the main living areas above county elevation requirements, the home captures sweeping beach-and-ocean panoramas from nearly every room. The living room features a stone fireplace, soaring ceilings, and a wall of sliding glass doors that frame the Gulf and fill the space with natural light. The kitchen and dining area also afford water views and include stainless steel appliances, a gas cooktop, built-in oven/microwave, and a wet bar—ideal for entertaining. A standout feature is the upper loft overlooking the beach with its own private deck for an even higher vantage point. The spacious primary suite includes a beach-facing alcove—perfect for a private office or reading nook—along with a large bath with dual sinks, a jetted tub, a separate shower, and a private balcony. Two additional bedrooms are generous in size with large windows, en-suite baths, and water views. Outside, the expansive beachfront deck is partially covered and provides scenic space for grilling, stargazing, or simply enjoying the beach view. The ground level houses a two-car garage, abundant storage, and a full bath. The expansive driveway accommodates parking for 12+ vehicles, alongside a large covered outdoor space for relaxing in the shade. Zoned Residential Multi-Family and offered furnished, this private, direct beachfront property is just steps to Siesta Key Village, renowned for it’s nightlife, dining, shopping, and entertainment. The true value of this property is in the land - it's location, direct beach frontage and access. This is an exceptional opportunity to enjoy as-is, renovate, or reimagine entirely. A prime Siesta Key setting with endless potential—a truly rare opportunity to secure a legacy property and create something extraordinary on one of Florida’s most coveted stretches of sand.

216 Tenacity Lane, Siesta Key

$5,250,000
4 Beds 5 Baths San Remo Estates SubDv.
Experience the epitome of waterfront living in the sought-after San Remo neighborhood, ideally positioned at the tip of the peninsula. This exceptional 2022 custom-built residence offers sweeping panoramic views of Sarasota Bay and the city skyline, providing an unparalleled backdrop for everyday living. Boasting 4,359 square feet of thoughtfully designed living space, this home features 4 ensuite bedrooms, powder room, two expansive terraces, and a private study. The moment you step inside, you are greeted by breathtaking bay views through floor-to-ceiling windows and sliding glass doors that flood the space with natural light. The open-concept main level is designed for both comfort and style, with vaulted ceilings, unobstructed views and hardwood floors throughout. The chef’s kitchen is a true highlight, complete with a large island offering seating, a hidden pantry, custom cabinetry and designer appliances. The kitchen opens to a large covered terrace, featuring an automated screen system to seamlessly blend indoor and outdoor living. The upper level is dedicated to the owner’s suite, offering a spacious bedroom, a spa-like bathroom, a private terrace, and a separate area ideal for a study or lounge. An elevator services all levels. The backyard is designed for ultimate relaxation and entertainment, featuring a large saltwater pool, a new dock with two boat lifts, new seawall and a generous lawn with panoramic water views. Additional features include solar panels with 3 Tesla Powerwalls and an oversized 3-car side-entry garage with epoxy flooring. Located just minutes from downtown Sarasota, Southside Village’s shops and restaurants, and the world-renowned Siesta Key beaches, this home is the perfect sanctuary for those seeking newer construction, convenience, and an unmatched lifestyle. Schedule your private showing today.

1300 Tangier Way, Central Sarasota

$5,150,000
4 Beds 6 Baths Country Club Shores SubDv.
Virtually Staged. Only ONE BUYER will be the FIRST OWNER! Crafted by an award winning design team, this brand-new coastal contemporary waterfront residence awaits you in the exclusive Country Club Shores community on South Longboat Key. Designed for high performance and easy maintenance, this rock-solid, all block two-story residence with a private elevator provides peace of mind while capturing the essence of easy island living. A fluid open-concept layout is ideal for seamless indoor-outdoor waterfront entertaining. Soaring ceilings with impressive transom glass over casement windows and 10-foot tall sliding glass doors illuminate the interiors with natural light. At the heart of the home, a thoughtfully created gourmet kitchen and wet bar are a showpiece, featuring tailor made modern shaker doors and full panel rift-cut white oak cabinetry. Striking elements include the waterfall island and a dramatic ceiling-height hood, both wrapped in exotic natural Quartzite. A full suite of Wolf & Sub-Zero appliances includes twin 30" refrigerator & freezer towers, an 18" wine tower, under counter beverage centers, wall ovens and a contemporary gas cooktop. The first-floor primary suite is a serene retreat featuring a warm wood-slatted ceiling, expansive glass and a gorgeous bathroom with a freestanding soaking tub, dual vanities and textured porcelain tile accents. An inviting staircase leads to an elevated private home office with a half bathroom. The second floor features a game room with a wet bar and three en-suite guest bedrooms, offering comfort and flexibility complemented by a 30 foot covered balcony overlooking the tranquil water views. Energy-efficient features include variable speed 17 SEER HVAC systems, spray foam insulation and hurricane impact-resistant ES windows and doors. Control4 Smart Home technology provides many conveniences. A host of pre-wired systems—including sound, security, shades and EV charging—can be customized to the buyer's selections. Outside, a brand-new, 100-foot-long, extra-wide seawall protects a resort-style paradise! A four piece French patterned Crema Nova marble decking surrounds the 40-foot linear pool with in-water bench seating, a large sun shelf and a 12 foot wide spa. An elevated lanai with detailed ceilings features an outdoor kitchen, complete with Naturkast marine grade cabinetry, under counter refrigerator and a 42 inch built-in grill offering the perfect retreat for alfresco dining and poolside lounging. All this is just minutes from the extraordinary shopping and dining of St. Armands Circle, the cultural richness of downtown Sarasota, and the world-renowned Gulf beaches of Longboat Key. Seller is offering generous allowances towards custom closets and boat dock design providing an opportunity for the buyer to personalize these features to meet their sytle and preferences!

524 Halyard Ln, Longboat Key

$5,150,000
6 Beds 8 Baths Lido Beach SubDv.
Indulge in Coastal Grandeur at Your Custom-Built fully FURNISHED Lido Key Masterpiece! Welcome to this architectural marvel located in the prestigious and highly sought-after Lido Key neighborhood, where modern elegance meets tropical serenity. Nestled just moments away from the shimmering shores of Lido Key Beach, this custom-designed sanctuary redefines the essence of upscale island living. Set amidst lush, meticulously curated tropical landscapes, this estate spans 4,702 sqft of pristine living space, crafted with unrivaled attention to detail. The sleek, contemporary façade invites you into a world where luxury and comfort intertwine seamlessly. Upon entering, you're enveloped by a world of opulence with soaring ceilings, custom finishes, and floor-to-ceiling windows that bathe the entire home in natural light. This 6-bedroom, 6-full-bath, and 2-half-bath masterpiece, complete with a den and 4-car garage, is the ultimate retreat for the discerning buyer seeking sophistication and relaxation. Four of the bedrooms come equipped with their own private balconies, offering sweeping views of the lush surroundings and tranquil waters, creating intimate spaces for quiet reflection. The open-concept living area flows effortlessly into a gourmet chef's kitchen, outfitted with state-of-the-art appliances, pristine quartz countertops, and a stunning island designed for both culinary artistry and entertaining guests. Enjoy the convenience of dual washer/dryer units—located on both levels of the home—making laundry as luxurious as the rest of your experience here. The primary master suite offers an unparalleled sense of serenity, with a spa-inspired en-suite bathroom featuring a lavish recessed shower, an elegant freestanding tub, and premium fixtures. Upstairs, a second master suite ensures that family and guests are enveloped in equal comfort and privacy. For those who appreciate alfresco living, the expansive rooftop deck and rear entertainment spaces are perfect for savoring balmy Florida evenings. Whether hosting an outdoor soirée or simply enjoying a sunset cocktail, the options for outdoor relaxation are endless. The resort-style pool and elevated spa offer a private oasis, surrounded by tropical greenery for utmost seclusion. The den, complete with a wet bar, is a sophisticated space ideal for entertaining, while the home’s expansive outdoor kitchen offers everything needed for culinary adventures under the stars. The location couldn’t be more idyllic: just a short stroll from Lido Key Beach and a brief bike ride to the upscale boutiques and fine dining at St. Armands Circle. This residence offers the ultimate coastal lifestyle, perfect for creating cherished family memories or generating substantial rental income. Now is your opportunity to claim a slice of Lido Key paradise. Schedule a private tour and experience the epitome of refined coastal luxury!

455 Cleveland Drive, Lido Key

$5,100,000
4 Beds 4 Baths Bird Key Sub SubDv.
Remarkable, elevated waterfront residence ideally positioned in the prestigious Bird Key neighborhood. Custom built in 2005 by renowned builder Steve Murray of Murray Homes, it reflects exceptional craftsmanship, structural integrity, and enduring quality. Purposefully designed to maximize its setting on the wider Dolphin waterway, just a few homes from open Sarasota Bay, the property offers both protected dockage and quick bay access. With undeniable presence, the home stands tall and commanding, defined by strong architectural lines. A long, paved driveway, framed by six striking Royal Palms, enhances the sense of scale on arrival. Inside, soaring 23-foot ceilings immediately reveal the home’s true volume. The thoughtfully designed floor plan allows the residence to live grandly while still offering intimate spaces for everyday comfort. The chef’s kitchen, with breakfast bar and center island, flows seamlessly into the family room and informal dining area. A formal living room with decorative natural stone fireplace opens through French doors to the water facing terrace, while the formal dining room balances its dramatic ceiling height with an inviting and intimate ambiance. The first-floor primary suite offers terrace access, an en-suite bath, large walk-in closet, coffee bar, and beverage refrigerator. A solid wooden staircase leads upstairs to a second primary suite featuring dual walk-in closets, en-suite bath, coffee bar, beverage refrigerator, and a private water-facing terrace perfect for sunrise views over the canal and bay. An additional en-suite guest bedroom is privately situated upstairs. A fourth bedroom, currently used as an office with built-ins and a Murphy bed, opens through French doors to a waterfront terrace. Outdoor living is equally impressive in both scale and design with a fully equipped outdoor kitchen, generous covered seating areas, fire pit, and a 30-foot pool with spillover spa and programmable lighting. The dock features 20,000 lb. and 5,000 lb. boat lifts with direct access to Sarasota Bay via the wide Dolphin waterway. The property includes two full two-car garages with direct interior access. With the added benefit of a new in 2025 roof, this residence is built strong, elevated, and designed to impress, combining commanding architecture with a prime boating location. Living on Bird Key places you minutes from downtown Sarasota, St. Armands Circle, Lido Beach, and the soon-to-reopen Bird Key Yacht Club, anticipated in 2026 as one of Sarasota’s premier destinations for boating, tennis, dining, and social life.

617 N Owl Drive, Bird Key

$5,100,000
5 Beds 6 Baths Lido C SubDv.
In a market where building a custom home can take years, this recently completed residence offers something increasingly rare: the opportunity to move immediately into a new home in one of Sarasota's most coveted beachside neighborhoods. Located just moments from the private Lido Shores beach access, the home was thoughtfully designed for modern coastal living, blending clean architectural lines, expansive walls of glass, and seamless indoor-outdoor spaces. Every detail has already been completed, allowing the next owner to enjoy the benefits of new construction without the uncertainty, delays, and escalating costs associated with building today. The heart of the home is a beautifully appointed kitchen featuring Thermador appliances, custom Italian cabinetry, and an oversized island that naturally serves as the gathering place for family and guests. Open-concept living and dining spaces connect effortlessly to the pool, spa, and outdoor entertaining areas, creating a home equally suited for everyday living and large-scale entertaining. All five bedrooms feature en-suite baths, providing privacy and comfort for both owners and guests. The primary suite serves as a private retreat, complete with spa-inspired finishes and a tranquil connection to the surrounding outdoor spaces. Above it all, an expansive rooftop terrace captures spectacular sunset views toward the Gulf of Mexico—a rare feature that provides an additional layer of outdoor living and entertaining space seldom found in the neighborhood. Completed in 2024 by Seaward Homes, the residence is equipped with smart-home technology, custom closets, premium finishes, and the level of quality expected in a newly built luxury home. Lido Shores remains one of Sarasota's most sought-after waterfront communities, offering private beach access and an unmatched location between St. Armands Circle, Downtown Sarasota and Longboat Key. Residents enjoy convenient access to award-winning restaurants, cultural attractions, marinas, and some of the region's finest waterfront amenities. For buyers seeking new construction in Lido Shores, opportunities are exceptionally limited. This is a chance to enjoy the benefits of a brand-new residence today rather than waiting years for one to be built.

1212 Center Place, Lido Key

$5,100,000
5 Beds 5 Baths Bird Key Sub SubDv.
Custom-built elevated home by Voigt Brothers, completed in 2006 was purposefully designed to maximize the water views, this property feels far more distinctive than the typical canal-front home. Sunlight fills the interiors through numerous impact-rated windows, while ceilings rise to 11 feet, reaching nearly 13 feet in select areas to enhance the sense of space. The open-concept layout flows between well-defined living spaces, creating a balance of comfort and sophistication. The kitchen, integrates seamlessly with the family room and informal dining area, making it ideal for relaxed living and entertaining. A formal living room with a gas fireplace and a separate dining room add refinement, while the office provides privacy and flexibility. The primary suite on the main level features serene water views, direct terrace access, and ample space for a sitting area, along with a generously sized bathroom and walk-in closet. Also on the first floor, a guest area includes its own sitting area, bath, and private terrace, perfect for in-laws, extended family, or use as an additional office or gym. Upstairs, an oversized media room with a bar opens to a west-facing terrace showcasing sweeping water views. Three additional guest bedrooms and two bathrooms complete the upper level. Additional highlights include a three-car garage, spacious laundry room, two walk-in pantries and convenient pool bath. Outdoors, Sarasota’s signature indoor-outdoor lifestyle comes to life. The pool with spillover spa is surrounded by lush landscaping, four water-facing terraces, and inviting spaces for lounging or entertaining. The property offers an impressive 130 feet of water frontage, an 10,000 lb boat lift, and a dock. Bird Key is located just minutes from Lido Beach, St. Armands Circle, and downtown Sarasota, offering an exceptional combination of privacy, accessibility, and waterfront luxury. The Bird Key Yacht Club is also undergoing a complete rebuild, set to reopen in 2026 as one of Sarasota’s premier destinations for boating, dining, tennis, and social events.

604 Mourning Dove Drive, Bird Key

$5,007,000
4 Beds 5 Baths Waterside Village SubDv.
Welcome to an extraordinary opportunity to own the Pindari II model by John Cannon Homes, a fully furnished showcase residence in the coveted Wild Blue at Waterside community. Thoughtfully designed and impeccably executed, this model home is now available for purchase with a builder leaseback—offering both investment appeal and future personal enjoyment. Every detail of this residence reflects elevated luxury, from its architectural presence to its curated interiors. The home is being offered fully furnished, with all furnishings, artwork, and accessories included—professionally selected by Clive Daniel Home—creating a seamless, turnkey experience. Residents of Wild Blue will enjoy access to the upcoming clubhouse, designed as a central hub for lifestyle and leisure, featuring dining, a state-of-the-art fitness center, classes, personal training, a golf simulator, movie theatre, and more. In addition, the shared Midway Sports Center offers 13 acres of recreation, inviting residents to explore, play, and connect with miles of scenic preserve walking paths. This offering represents a rare chance to own a professionally designed model home in one of the area’s most sought-after communities. List price includes all furnishings and is net of the builder leaseback. Sale is subject to builder leaseback terms.

262 Crystal Waters Drive, I-75 East

$5,000,000
3 Beds 4 Baths Grand Bay SubDv.
Breathtakingly gorgeous PENTHOUSE level condominium recently and meticulously redesigned to a clean-line ultra-luxury residence with advanced ultra smart-home technology managing the entire home. This rarely available opportunity offers a refined coastal lifestyle with the highest quality for the discerning buyer. The 4400-square foot custom residence features a dramatic private 5300-square foot wraparound terrace with outdoor kitchen and panoramic 270-degree sunrise-to-sunset views of the area including Sarasota Bay, the golf course, Sarasota city skyline, marina, Gulf of Mexico and beach area of Longboat Key. At an understated tasteful level of luxury living, the thoughtfully designed space now offers 3 ensuite bedrooms, an entertainment room, a den or office, living room, dining area, and a large functional kitchen featuring Cucine Ricci cabinetry, Dornbracht fixtures, high-end appliances, and a discreet area containing the butler's pantry, dry bar, and extensive storage. A premium Lutron smart-home system manages lighting, air conditioning, doors, window treatments, plumbing fixtures and electronics enhancing home convenience and elegance. The impressive primary bedroom suite is complete with stunning views, a fabulous dressing room with multiple built-ins, expansive personalized and automated bathroom with heated tile floors & towel racks, and sleek clean-finish tile & minimalist easy-cleaning cabinetry. Each private and spacious guest suite is thoughtfully planned with a complete built-in beverage center, bathrooms with heated floors and private balcony. As an extra bonus this sophisticated penthouse is sold fully furnished with high-end custom furniture tailored to the design. Words cannot describe this extraordinary residence purposefully created with no expense spared and where nothing has been overlooked. It must be experienced to be appreciated. Also included are two deeded parking spaces with Tesla charging station and air-conditioned storage unit. Grand Bay is among Longboat Key’s premier gated communities, offering resort-style amenities including two heated pools, Har-Tru tennis courts, a well-equipped fitness center, clubhouse, and social activities. Residents benefit from on-site management and 24-hour security. Ownership includes deeded access to the private Bay Isles Beach Club, featuring a Gulffront pavilion, grilling areas, and beautiful sandy beaches. Located within the Longboat Key Club, residents have the option to join golf, tennis, and social memberships, all just minutes from the boutiques and dining on world-renowned St. Armands Circle, downtown Sarasota’s cultural attractions and Harbourside Marina. Appraisal available.

3030 Grand Bay Boulevard Unit PH3101, Longboat Key

$5,000,000
3 Beds 5 Baths Manasota Acres SubDv.
773 North Manasota Key Road is uniquely positioned between Lemon Bay and the Gulf of Mexico, offering a lifestyle defined by water, light, and ease. Mornings begin with sunrise over the Bay, while afternoons naturally draw you toward the Gulf just steps away—creating a daily rhythm shaped by the setting rather than a schedule. The arrival experience is private and intentional. Mature coastal landscaping frames the home, providing natural screening while anchoring the architecture within its surroundings. The transition from outdoors to in feels seamless, thoughtful, and composed. Inside, the home reflects understated luxury. Finishes were chosen for quality, durability, and timeless appeal—materials that feel substantial and appropriate to a coastal environment. The floor plan flows effortlessly, with balanced proportions and clear sightlines that support both comfortable everyday living and refined entertaining. Natural light moves easily through the home, and indoor-outdoor connections are intuitive rather than forced. Beyond beauty, the residence is designed for confidence and peace of mind. Impact-rated windows and doors, a whole-house generator, and thoughtfully engineered systems allow the home to operate securely and reliably, contributing to comfort and confidence in a coastal environment Architecturally, the home is restrained and enduring. Details are revealed gradually, rewarding those who value craftsmanship, thoughtful design, and a sense of permanence. Every element feels purposeful, as though the home has always belonged on this stretch of Manasota Key. This property offers a rare balance of privacy, security, and serenity—an experience best understood in person. 773 North Manasota Key Road is not a statement home. It is a confident one—timeless, intentional, and designed to be lived in fully.

773 N Manasota Key Road, Englewood

$5,000,000
4 Beds 6 Baths Indian Beach SubDv.
STUNNING BAYFRONT ESTATE at an incredible price. Located in the Indian Beach–Sapphire Shores neighborhood, this 1925 Mediterranean estate sits on nearly three-quarters of an acre with sweeping views of Sarasota Bay—from the downtown skyline and Ringling Bridge to the northern tip of Longboat Key. Meticulously updated while maintaining its original character, the home blends historic craftsmanship with modern comfort. Behind the gated entry, a koi pond and circular drive with a central fountain lead to a welcoming courtyard featuring four garage spaces. The main living areas are defined by high ceilings, detailed millwork, and generous natural light. The formal living room features a coffered ceiling and marble fireplace, while the adjoining dining room offers bay views, custom built-ins, and a hand-painted recessed ceiling. The newly renovated kitchen includes a Sub-Zero refrigerator, AGA induction range, dolomite countertops, and breakfast area. The den/office overlooks the pool and bay, and the grand salon—with its soaring ceilings, stately fireplace, and 10-foot arched doors—opens to a large covered terrace ideal for entertaining or enjoying the spectacular sunsets. Upstairs are three ensuite bedrooms, each with access to a private terrace. The primary suite, fully redesigned in 2021, includes a spacious walk-in closet, and a luxurious bath with soaking tub, and walk-in shower. Landscape architect Michael Gilkey transformed the grounds into multiple outdoor spaces featuring a lush tropical garden, bocce court, tiled heated pool, and ample patio space. A separate guesthouse offers two rooms, 2 baths, and a kitchenette, easily configured as two ensuite bedrooms. Additional updates include new HVAC systems, air-conditioned garages, new seawall (2022), upgraded electrical and lighting, and impact-rated windows and doors. A rare blend of history, privacy, and waterfront elegance. Book your private showing today.

4311 Bay Shore Road, North Sarasota

$4,950,000
3 Beds 4 Baths Regent Place SubDv.
It has been 20 years since a penthouse came to market at Regent Place on Longboat Key. Can you imagine the breathtaking views this elusive residence offers, spectacular sunsets over the Gulf and the twinkling lights of downtown Sarasota’s skyline? This extraordinary penthouse has been completely reimagined with coastal sophistication, featuring refined details meant to be experienced, not just seen. Designed by Anne Folsom Smith Interior Design and expertly completed by Ocean Builders, the renovation is timeless in style and function. Offering over 3,100 furnished square feet, the residence showcases 12-foot ceilings, electric storm shutters, private elevator access, a personal two-car garage and two expansive covered balconies, ideal for enjoying panoramic views in every direction. Every room reflects a custom, thoughtfully curated design, seamlessly blending luxury and livability. Highlights include a Crestron smart home system, Mr. Steam shower, Fisher & Paykel, Sub-Zero and Wolf appliances, Neff cabinetry, Hansgrohe fixtures, electric shades, and custom built-ins that beautifully define each space while maintaining an effortless flow throughout the home. This is a residence that must be experienced in person. Behind the gates of the Longboat Key Club, Regent Place is among the island’s exclusive luxury communities, with just 36 residences, ensuring exceptional privacy and premier amenities including a heated beachfront pool and spa, resident clubhouse and fitness center, on-site management and 24/7 security, over 500 feet of private beach frontage and in a pet-friendly community. Enjoy an unparalleled resort lifestyle with golf, tennis, spa services, fine dining and boating just outside your door. Moments away, St. Armands Circle and downtown Sarasota provide world-class shopping, dining and cultural experiences. This is a once-in-a-generation opportunity to own a spectacular penthouse residence. Schedule your private showing today.

655 Longboat Club Road Unit 1PH, Longboat Key

$4,950,000
3 Beds 5 Baths Orchid Beach Club Residences SubDv.
Poised high above the Gulf of Mexico in the coveted & guard-gated Orchid Beach Club, this gulf-to-bay penthouse features breathtaking direct views of azure Gulf waters & expansive Lido beach, dazzling & vibrant sunsets, plus spectacular Bay & Downtown City views. This masterfully renovated 3654 sf condominium embodies refined luxury, bespoke craftsmanship, & is offered turnkey furnished featuring new designer pieces curated by decorator Audrey Arthur. Your private elevator foyer opens to an expansive main living room, where a comprehensive renovation showcases Venetian plaster walls, sculptural Soft Square lighting, and custom floating cabinetry by Metro Cabinet Company, creating an atmosphere of effortless sophistication. Floor-to-ceiling impact-rated sliding glass doors draw the eye to shimmering horizon, ensuring the Gulf remains an ever-present backdrop for gathering and entertaining. The adjacent dining room enjoys equally dramatic views and is anchored by a bespoke floating wine bar, complemented by dining table and chairs imported from Italy. Beyond, the serene family room offers a relaxed coastal setting-quiet, luminous, and framed by sparkling blue water, with custom finishes that evoke warmth and refinement. The kitchen blends craftsmanship and function with custom Westwood Manufacturing cabinetry, refined stone surfaces, a center island, and a suite of chef-caliber appliances including a custom paneled Sub-Zero refrigerator and Faber/Dacor cooking ensemble including double ovens & 5-burner gas cooktop. The Gulf-facing terrace offers an extraordinary expanse of outdoor living space with a granite-clad grill station and stainless hood, ideal for coastal dining and sunset gatherings. The spacious primary suite is a private retreat with sitting area and direct access to the gulf-front terrace, offering an intimate front-row seat to sunset, and the rhythm of the waves. Two custom walk-in closets and a spa-inspired marble bath with a dual-entry glass shower and deep jetted soaking tub complete this serene escape. Two guest suites welcome visitors with bespoke walk-in closets, luxuriously finished baths, and access to a 2nd sweeping terrace capturing enchanting sunrises and views of Sarasota Bay & the sparkling city skyline. Each bedroom is finished with warm wide-plank Legno Bastone floors. Thoughtful updates throughout include Control4 smart home automation w/ LED lighting & electric window treatments, frame art TV, custom window cornices, designer wallpaper, wide-plank wood floors, a reimagined laundry room, and 2025 ACs. A rare private 3-car garage completes this remarkable offering. Life at Orchid Beach Club is defined by indulgent amenities, attentive service, and private beachfront living. Residents enjoy concierge services, on-site management, modern fitness center, massage room, library, game room, beautifully designed club spaces with fireside lounge, terrace, catering kitchen, heated Gulf-front pool & spa, & summer kitchen. Additional pluses include 24-hr guard-gated security, electric vehicle charging stations, bicycle & kayak storage, & 2 well-appointed West Indies–style guest suites. Lido Key offers miles of soft white sand, turquoise water, & lush parkland while nearby St. Armands Circle & downtown Sarasota offer exceptional dining, boutiques, & cultural experiences. Make this exceptional sanctuary yours, an unparalleled lifestyle for the discerning buyer seeking the pinnacle of Gulf-front living.

2052 Benjamin Franklin Drive Unit PH 1102, Lido Key

$4,900,000
4 Beds 5 Baths N/A SubDv.
Discover the ultimate in luxury living in this exquisite John Cannon home, Southwest Florida's most celebrated, award-winning custom home builder for over three decades. This phenomenal residence exudes timeless sophistication and refined coastal living. Set on 98 ft of frontage along the tranquil shores of Dona Bay, this amazing home boasts over 5,700 square feet of thoughtfully designed open-concept living space enhanced by soaring 30-foot ceilings, three fireplaces, a sweeping staircase, polished travertine floors throughout and beautiful Mediterranean architectural interests. Formal and casual living areas unfold seamlessly, opening to multiple balconies, ideal for entertaining and relaxed waterfront living. The magnificent kitchen serves as heart of the home, featuring exotic 2-inch blue Bahia granite counters, a large gas range, three dishwashers, three copper sinks, and wet bar with walk-in 1,000-bottle wine cellar. The main floor also boasts two grand living areas with stunning water views, one of two primary suites, two guest bedrooms, 2 1/2 baths and a butler pantry with laundry facilities. The elevator leads to the second floor, where a dedicated game room, private office and magnificent primary suite serve as a private sanctuary, opening to a romantic terrace overlooking the bay. A closet fit for royalty also hosts a washer and dryer for convenience. The primary bath boasts a full room mirror, two large vanities, walk in shower and Roman tub. Outdoors, the home’s graceful lines lead to an infinity saltwater pool with a sun deck, spa, full bath with air conditioner and resort-style entertainment area, all shaded by 92 palm trees. A bayfront walkway leads to the new Trex dock with a 10,000-pound lift, completing the experience. This is a four-zone house, all units new, a new steel EDCO roof and two septic tanks with new floats and pumps. There is also a central vacuum system for cleaning ease. The extensive list of improvements is available in the attachments. Be sure to watch the video and walk-through floor plan.

419 Bayview Parkway, Osprey/Nokomis

$4,900,000
Bay Island SubDv.
Set along one of Siesta Key’s most coveted bayfront streets, this exceptional property offers some of the most breathtaking views in all of Sarasota—spanning open water, the city skyline, and endlessly changing sunsets. Positioned in an enclave of multi-million-dollar homes, the location alone is extraordinary, with deep, open boating water and immediate access to Sarasota Bay. While the true value lies in the irreplaceable bayfront land, the home itself has been recently remodeled and exudes a charming Siesta Key cottage vibe—warm, inviting, and perfectly suited for relaxed coastal living. Thoughtful updates blend seamlessly with the home’s character, creating a space that feels both comfortable and refined. Outdoors, enjoy a private pool overlooking the water, ideal for entertaining or unwinding after a day on the bay. A two-car garage provides convenience and storage, while the property’s proximity to world-famous Siesta Beach, downtown Sarasota, and Sarasota Memorial Hospital offers unmatched lifestyle appeal. Whether envisioned as a serene waterfront retreat, a rental investment, or the future site of a custom estate, this bayfront opportunity combines remarkable views, premier boating, and one of the finest locations on Siesta Key.

843 Norsota Way, Siesta Key

$4,900,000
3 Beds 2 Baths Bay Island SubDv.
Set along one of Siesta Key’s most coveted bayfront streets, this exceptional property offers some of the most breathtaking views in all of Sarasota—spanning open water, the city skyline, and endlessly changing sunsets. Positioned in an enclave of multi-million-dollar homes, the location alone is extraordinary, with deep, open boating water and immediate access to Sarasota Bay. While the true value lies in the irreplaceable bayfront land, the home itself has been recently remodeled and exudes a charming Siesta Key cottage vibe—warm, inviting, and perfectly suited for relaxed coastal living. Thoughtful updates blend seamlessly with the home’s character, creating a space that feels both comfortable and refined. Outdoors, enjoy a private pool overlooking the water, ideal for entertaining or unwinding after a day on the bay. A two-car garage provides convenience and storage, while the property’s proximity to world-famous Siesta Beach, downtown Sarasota, and Sarasota Memorial Hospital offers unmatched lifestyle appeal. Whether envisioned as a serene waterfront retreat, a rental investment, or the future site of a custom estate, this bayfront opportunity combines remarkable views, premier boating, and one of the finest locations on Siesta Key.

843 Norsota Way, Siesta Key

$4,750,000
3 Beds 4 Baths The Beach Residences SubDv.
Rarely available and highly coveted, Residence 501, a private corner residence, at The Beach Residences offers world-class coastal living with sweeping views of the Gulf of Mexico, Intracoastal Waterway, Siesta Key, and the downtown Sarasota skyline. This premier corner floorplan is filled with natural light and wrapped in glass with expansive terraces that bring the outdoors into every room. Directly below lies Lido Key’s world-famous, diamond-like crystal sand—soft as baby powder—and the recently completed beach renourishment has added exceptional width and depth to this already stunning shoreline. Spanning 4,196 square feet under air, the 3-bed/3-bath layout features two private ensuite bedrooms on opposite wings plus a versatile third suite. Rich wood floors, 10' ceilings, and floor-to-ceiling glass define the modern coastal aesthetic, while the gourmet kitchen with an oversized island is ideal for both intimate dining and entertaining. Massive terraces to enjoy sunrise to sunset, the residence delivers unforgettable moments—morning light over the Intracoastal and Siesta Key, the rhythm of Gulf waves throughout the day, and cinematic sunsets each evening. Views encompass the Gulf of Mexico, downtown Sarasota’s sparkling skyline,Sarasota Bay, Big Pass, Siesta Key, Bird Key and a protected bird sanctuary and ecological lagoon, creating a panoramic backdrop alive with nature. A private elevator foyer, two premium parking spaces, and pet-friendly living enhance comfort. Managed by The Ritz-Carlton, the building offers signature services and resort-style amenities including social lounges, theater, sauna, massage room, fitness center, ping-pong/yoga studio, boardroom, and two guest suites. Enjoy effortless access to St. Armands Circle’s world-class dining, shopping, and entertainment just moments away. Downtown Sarasota is a quick ride over the Ringling Bridge to enjoy the cultural hub of Sarasota.

1300 Benjamin Franklin Drive Unit 501, Lido Key

$4,750,000
3 Beds 4 Baths La Firenza SubDv.
Where every day unfolds like a private Gulf Coast retreat. Set directly along the shimmering waters of the Gulf of Mexico, this refined 3-bedroom, 3½-bath residence at La Firenza offers an elevated expression of coastal living on Longboat Key. Encompassing approximately 3,582 square feet, the home pairs timeless elegance with a gracious, livable scale—designed to celebrate light, views, and an effortless indoor-outdoor lifestyle framed by unforgettable sunsets. A private elevator opens to a formal foyer that immediately sets the tone, with paneled walls, mirrored accents, and classic detailing that transitions seamlessly into the main living areas. The layout unfolds into expansive living and dining spaces defined by soaring tray ceilings, custom millwork, and a coastal aesthetic. Walls of glass along the Gulf-facing side of the residence, drawing the horizon into nearly every principal room and creating a constant connection to the water. Multiple seating areas allow for both intimate moments and elegant entertaining, all oriented toward the terraces and the ever-changing Gulf beyond. The primary suite is a tranquil sanctuary positioned to maximize sunset views, offering generous proportions, layered ceiling details, and direct access to the terrace. Guest suites are thoughtfully placed to provide privacy and comfort, each with well-appointed en-suite baths. Throughout the residence, finishes reflect a classic, refined style—stone flooring, bespoke cabinetry, architectural ceilings, and carefully curated lighting—creating a home that feels both polished and inviting. Outdoor living is an essential extension of the interior, with a spacious terrace ideal for dining, lounging, and sunset gatherings, complete with a summer kitchen overlooking the beach. Residents of La Firenza enjoy a boutique, gated setting with private beach access, a heated beachfront pool and spa, fitness facilities, and secure garage parking. Ideally located near the dining, shopping, and cultural offerings of Longboat Key and St. Armands Circle, this exceptional residence offers a rare opportunity to experience beachfront living defined by elegance, privacy, and enduring coastal beauty.

4127 Gulf Of Mexico Drive Unit N-101, Longboat Key

$4,750,000
Sanderling Club SubDv.
Discover an unparalleled opportunity to build your dream estate in one of Siesta Key’s most exclusive and private Gulf-front enclaves. Welcome to 8440 Sanderling Road—an extraordinary homesite located within the prestigious, guard-gated Sanderling Club. Spanning over an acre and offering approximately 275 feet of direct beachfront along the Gulf of Mexico, this rare property is a true slice of paradise. Positioned on a pristine stretch of tropical Siesta Key beach and backed by the tranquil waters of Heron Lagoon, the lot also includes a kayak launch for private water access to the lagoon. Its unique positioning offers both expansive Gulf views and the peaceful serenity of lagoon frontage, creating a setting that’s as rare as it is breathtaking. Sanderling Club residents enjoy unmatched privacy, tropical beauty, and access to exclusive community amenities including a bayside marina, tennis courts, and 24-hour security. As a volunteer site for the Mote Marine Turtle Preservation Program, the property also plays a quiet role in local conservation efforts. Whether you envision a modern architectural statement or a secluded coastal retreat, this Gulf-to-lagoon homesite provides the canvas for a one-of-a-kind legacy property on Siesta Key.

8440 Sanderling Road, Siesta Key

$4,708,000
3 Beds 4 Baths Beach Residences SubDv.
Unparalleled luxury in this 4,196 sq. ft. 7th-floor corner residence at The Ritz-Carlton Beach Residences. Offered FULLY FURNISHED & TURNKEY. Arrival is via a private elevator opening into an exclusive foyer, leading to a massive living area with floor-to-ceiling glass. This rare "flow-through" floor plan features two massive wrap-around balconies: one facing East for sunrises over the John Ringling Bridge/Downtown, and one facing West for spectacular Gulf sunsets. INVESTOR ALERT: Property is sold with an active 2-month lease, providing immediate income. Residents enjoy world-class Ritz-Carlton amenities: private beach, resort pool, and 24-hour concierge. Minutes from St. Armands Circle, this is the ultimate move-in-ready property on Lido Key. luxury in this 4,198 sq. ft. 7th-floor corner residence at The Ritz-Carlton Beach Residences. Offered FULLY FURNISHED & TURNKEY for immediate enjoyment. Arrival is via a private elevator opening into your exclusive foyer, leading to a massive living area framed by floor-to-ceiling glass. This rare "flow-through" floor plan features two massive wrap-around balconies: one facing East for sunrises over the John Ringling Bridge/Downtown Sarasota, and one facing West for spectacular Gulf of Mexico sunsets. Residents enjoy world-class Ritz-Carlton amenities: private beach, resort pool/spa, and 24-hour concierge. Minutes from St. Armands Circle, this is the ultimate move-in-ready legacy property on Lido Key.

1300 Benjamin Franklin Drive Unit 701, Lido Key

$4,700,000
4 Beds 6 Baths Sarabay Acres SubDv.
Virtually Staged. PREMIER HIGH-ELEVATION BAYFRONT ESTATE ON 2 PRIVATE ACRES 4 Bedrooms | 5.5 Bathrooms | 6,308 Sq. Ft. | 730 Sarabay Road is a rare opportunity to own two acres of private waterfront property in Osprey. Situated at the end of a long gated drive by a private pond, this expansive estate offers privacy, luxury, and direct boating access to the Gulf through nearby Midnight Pass. Positioned along 100 feet of Little Sarasota Bay frontage, it includes a private dock and 15,000-lb boat lift. Inside, the residence provides over 6,300 square feet of living space, soaring ceilings, walls of windows, and sweeping bay views. Wide-plank oak and floor-to-ceiling hurricane-impact windows frame generous living spaces designed for entertaining and an open-plan gourmet kitchen. The primary suite includes a spa-inspired bath and spacious walk-in closets. Upstairs, three en suite bedrooms feature views over the bay; an additional room offers flexibility as a sitting room or fifth bedroom. Outside, a large travertine terrace, resort-style pool and hot tub, propane fire pit, and broad bayside lawn showcase Sarasota’s brilliant sunsets. A four-car attached garage and air-conditioned, detached three-car garage offer space for car collectors, or for an artist’s studio or home gym. Ideally located between Sarasota and Venice, the home has easy access to Siesta Key and Nokomis beaches as well as to the many cultural attractions of Sarasota’s downtown. Additionally, the home has a documented history of no flooding, water intrusion, or hurricane damage, providing significant peace of mind. This bayfront estate is a unique combination of lush acreage, secure elevation, boating access, and luxury coastal living—a complete waterfront lifestyle.

730 Sarabay Road, Osprey/Nokomis

$4,700,000
4 Beds 5 Baths Bay Island Shores SubDv.
Welcome to Casa Della Fontana — The Fountain House. Nestled on the tranquil north end of Siesta Key, this gated waterfront estate is a blend of seaside serenity, architectural distinction, and lifestyle luxury. Perched on a deep, sailboat-accessible bayou that connects to the Intracoastal Waterway, the almost half acre lot provides generous room for outdoor living, boat docking, and privacy. Built by Magnum Builders, this residence was recently transformed through a multi-year, high-end renovation to blend modern amenities with timeless character. The home is engineered with concrete footings, steel pilings, and reinforced concrete/rebar, designed for storm resilience. A Spanish barrel tile roof (2024), hurricane-rated garage doors and a whole-house generator round out the safety and durability features. This residence spans 6,827? square feet of air-conditioned living space offering 4 bedrooms, 4 full baths, and 1 half bath. At the heart of the home is the great room, soaring to 20-foot ceilings, commanding sweeping water views, and anchored by a two-story library wall. A gallery and loft overlook the formal dining space, and elegant iron railings and hand-hewn wood trestles bring an artisanal, Old World feel. A hidden wood-paneled staircase adds a dramatic, secretive touch. The gourmet kitchen is outfitted with Wolf, Sub-Zero, and Miele appliances, quartzite countertops, a coffered ceiling, a waterfront breakfast nook, and a walk-in pantry. Hand-hewn beams extend throughout the kitchen and lanai, harmonizing the interior and exterior aesthetic. The primary suite is a sanctuary: two private balconies, dual bathrooms, a central walk-in shower with dual entry, and twin walk-in closets. The guest wing, with three bedrooms and three baths, provides privacy and independent access to the driveway. Additional interior amenities include a media/game room, office/library, elevator, high ceilings, built-in features, central vacuum, and smart home automation. Designed for entertaining and coastal living, the property features a heated/in-ground gunite pool with spa, a sizable lanai with kitchen and multiple alfresco seating areas. For boating enthusiasts, the dock features three lifts and docking for large vessels. Living here means effortless access to both island leisure and Sarasota urban life. You’re just minutes from Siesta Beach’s famed white sand, Siesta Key Village’s shops and restaurants, and the art, culture, dining, and amenities of downtown Sarasota. The home’s deep-water location makes boat outings to the Gulf a delight. Casa Della Fontana is more than a house — it’s a waterfront masterpiece built for those who demand beauty, durability, and lifestyle in equal measure. With its structural reinforcements, state-of-the-art systems, and sophisticated design, it offers both peace of mind and the romance of island water front living.

749 Freeling Drive, Siesta Key

$4,700,000
3 Beds 4 Baths Country Club Shores SubDv.
PRICE REDUCTION OF $230,000. NEW PRICE OF $4,995,000 for land value. A rare, full-bayfront offering in the desirable community of Country Club Shores on southern end of Longboat Key. On a .36-acre bayfront parcel with 117 feet on Sarasota Bay and 123 feet on a deepwater canal, this residence is a boater’s paradise. A newer seawall and 58-foot dock (2022) with a 24,000-pound boat lift assure easy access to Sarasota Bay and the Gulf of Mexico. For those who want to design and build their dream home, this property offers a spectacular location. Imagine a custom rooftop deck with breathtaking 360-degree views of the bay, Gulf, and downtown Sarasota.On the bay side, Ghost Island sandbar emerges at low tide, creating a natural haven that attracts abundant wildlife and offers fantastic shelling. It also serves as a natural barrier, providing protection during storms. On the Gulf side, deeded access to an exclusive community beach is just a half-mile away. Whether you’re heading out for a day on the water or popping over to St. Armands Circle for dinner and shopping, this home puts you in the center of it all. The residence spans 4,733 square feet and includes three bedrooms and three-and-a-half baths. A soaring 20-foot ceiling defines the living room, where wall-to-wall built-ins create a refined focal point. The dining room opens to a remodeled kitchen outfitted with Graber wood cabinetry and professional-grade Frigidaire appliances. The primary bedroom is on the second floor, featuring a private bayfront balcony, dual walk-in closets, and an adjoining 270-square-foot bonus room ideal for a home office or wellness retreat. Outdoor amenities include a bayfront pool and spa for enjoying Florida sunsets. Additional highlights include impact-resistant windows and doors, and a two-car garage. This is an opportunity to create something extraordinary. This exceptional property presents a rare opportunity to park your boat in the backyard and join the privileged few who call this well-established neighborhood home. By land or by sea, welcome to your fabulous Florida lifestyle!

585 Gunwale Lane, Longboat Key

$4,700,000
4 Beds 5 Baths Manasota Key SubDv.
Welcome to your own private coastal retreat—where your backyard is the beach and every day feels like a getaway. This rare, direct beachfront estate on North Manasota Key delivers the ultimate in tranquility, seclusion, and barefoot luxury on one of Florida’s most coveted barrier islands. Tucked within an exclusive, gated community of fewer than 80 homes along a serene two-mile private road, this property offers a lifestyle defined by natural beauty and relaxed elegance. With approximately 135 feet of pristine Gulf frontage and 147 feet on the Bay, all set on more than an acre of land, this elevated haven (rising 15 feet) captures the essence of true coastal living. NO DAMAGE OR WATER INTRUSION IN THE HOUSE FROM HURRICANE HELENE OR MILTON! Step inside to 4,533 square feet of sun-drenched interiors where panoramic water views steal the show. An open-concept layout connects the main living spaces, perfectly designed for hosting and relaxing—whether you’re gathering around the dining table or savoring morning coffee with nothing but sea and sky in view. The chef’s kitchen features generous cabinetry, new Dolomite countertops, ample storage, and windows that frame both the Gulf and the pool, blending indoor comfort with natural inspiration. Just outside, the shell-stone lanai is your private oasis: a heated pool and spa surrounded by lush native gardens, a built-in Wolf grill, skylights for natural light, and a pool bath for added convenience—all just steps from the sand. The home’s thoughtful layout provides separation and privacy for family and guests. Two ensuite bedrooms on the ground floor are positioned in their own wings, while a flexible third ensuite—currently used as a den—can easily become a fourth bedroom, also having a large storage closet and beautiful Gulf views. Upstairs, the spacious master suite is a peaceful retreat with stunning beach and bay views, with a two-sided fireplace, sitting area, spa-like bath, and a private Brazilian walnut wood deck overlooking the Gulf. A second covered balcony on the bay side and a refined office with custom built-ins round out the upper level. Meandering stone paths wind through lush, newly landscaped grounds adorned with vibrant orchids and native palms, guiding you to a brand new beach walk-out and your own secluded stretch of sand. A thoughtfully engineered sand berm provides vital protection against beach erosion, offering peace of mind and preserving your pristine shoreline for years to come. Along the way, discover multiple shaded and open-air sitting areas—perfect for morning coffee, sunset views, or simply soaking in the serenity of this coastal haven. Here, you can stroll the shoreline in search of seashells and shark’s teeth, watch dolphins play at sunset, or simply unwind with your toes in the sand. On the bay side, your recently resurfaced private dock (2024) and upgraded 10,000 lb boat lift (2023) offer endless opportunities for boating, fishing, or paddleboarding. Though it feels a world away, you're just minutes from golf, tennis, dining, boutique shopping, and top-rated schools. This is more than a home—it’s a beachfront sanctuary, where life slows down and every day feels like a vacation.

770 N Manasota Key Road, Englewood