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$2,260,000
4 Beds 4 Baths TB8351987 MLS
Luxury Waterfront Home on Siesta Key - Boater's and Entertainer's Paradise! Welcome to your dream waterfront retreat on Siesta Key! This stunning 4 bedroom, 3.5-bathroom home plus bonus room comes FULLY turnkey furnished ready to live in or make it an income earning vacation rental (monthly rentals allowed -some wall art is not included). There are 3 bedrooms on the main floor each with walk-in closets and the second floor is exclusively the primary suite with large walk-in closet and spa-like bathroom with an air-jetted tub. Bring your toothbrush and enjoy a home that is ready to move in, perfectly situated towards the end of a cul-de-sac street and faces a canal which leads to Sarasota Bay. Featuring a private dock with a boat lift, heated swimming pool with spa and don't forget the tropical waterslide! Duchateau flooring throughout main living areas, quartz countertops in kitchen, and travertine flooring in bathrooms. Enjoy entertaining in the extra-large party room/second living area which features a built-in bar, pool table, hideaway pocket sliders with disappearing wall that leads right to outdoor dining area/pool. There is also a bonus room that is currently being used as a home gym. The backyard is fully fenced for pets and the home did not have any water intrusion during hurricanes and sits at 8 ft elevation per the elevation certificate.

815 Paradise Way, Siesta Key

$2,250,000
5 Beds 6 Baths A4683309 MLS
PRICE REDUCTION**Rare Siesta Key Estate Compound | 4 Lots | Guest House + Studio | Minutes to Beach & Village** A truly exceptional offering on Siesta Key—this private multi-residence estate spans four combined lots, creating a rare sense of space, flexibility, and opportunity just moments from the world-renowned Siesta Beach and vibrant Siesta Key Village. The main residence features 3 bedrooms and 3.5 baths, thoughtfully designed for comfortable coastal living and effortless entertaining. Complementing the main home, a detached guest house and separate studio apartment provide additional private accommodations—ideal for extended family, visitors, or flexible use as a home office, creative space, or potential income-producing opportunity. Set within a quiet residential enclave, the expansive property offers a level of privacy seldom found on the island. Mature landscaping and generous grounds create a true “compound” feel—perfect for multi-generational living, seasonal retreats, or those seeking room to expand and customize. Whether envisioned as a private coastal retreat, a legacy family property, or a redevelopment opportunity, the possibilities here are unmatched. The oversized parcel offers potential for future expansion or reconfiguration, making it a compelling option for end-users and investors alike. Located less than a mile from Siesta Key’s powdery soft sand beaches and the dining, shopping, and entertainment of the Village, this property delivers the best of island living—space, privacy, and proximity. **Opportunities like this are exceptionally rare on Siesta Key.**

4839 Givens Court, Siesta Key

$2,250,000
2 Beds 2 Baths A4644645 MLS
Welcome to 1241 Big Oak Lane, a stunning waterfront property on one of Siesta Key’s most private and desirable streets. Boasting nearly 200 feet of frontage directly on the bay-front of Sarasota and a Deep water Canal, this home is a boater’s dream, offering breathtaking water views and endless possibilities. Located in a rare RMF-zoned area, the property allows for completely legal short-term rentals of less than seven days, making it a high-income-producing opportunity. While the home offers incredible potential and did NOT flood, it does require renovations, making it an excellent investment for those looking to customize their dream waterfront retreat. The property already features a great existing pool and a mother-in-law-style kitchenette, making it well-suited for rental income with some updates. Alternatively, with its generous lot size and zoning flexibility, this site is prime for redevelopment, offering the opportunity to build a luxury waterfront estate that maximizes its direct Intracoastal setting. A trolley and bus stop just steps away provide easy access to Siesta Key Village and the beach, eliminating parking and traffic concerns. Whether you're looking to renovate, rent, or redevelop, this is a rare opportunity in an unbeatable location. Schedule your private showing today—no trespassing allowed!

1241 Big Oak Lane, Siesta Key

$2,250,000
4 Beds 3 Baths A4596036 MLS
Priced Reduced for Quick Sale! Step into your island paradise! Sold beautifully furnished, this stunningly renovated 4-bedroom 3 bath home is located in the highly sought after Siesta Isles neighborhood, just minutes to world renowned Siesta Key Beach.  From the moment you enter this fabulous home, you are met with an expansive open floor plan with water views across the entire back of the house.  Ideal for entertaining, this home affords multiple options for hosting, including a more-formal living room, dining area, a comfortable, cozy den with large screen television, a gourmet kitchen with sit-at bar, and a spacious screened and covered lanai with terrazzo flooring.  The  kitchen features all-white cabinets with black stainless appliances including a 5-burner gas cooktop, microwave/convection double wall oven, and wine refrigerator.  A  convenient pass-through window makes for easy food and drink service to the attached lanai. A split floor-plan, the master suite overlooks the pool and basin and incorporates a separate bedroom - perfect for young grandchildren.  At the opposite side of the house a third bedroom, fourth bedroom/den/office and bath are the ideal guest retreat.  New, large impact windows and sliders throughout the home allow for spectacular sunlight and vistas of the pool and basin.  A beautifully manicured lawn contains a heated salt-water pool and terrace to the basin.  White vinyl fencing at both sides of the lawn affords coveted privacy. A boater's dream, the dock supports a 10,000 lb lift  and a convenient launch for your kayak.  The attached two car garage has undergone recent enhancements including an epoxy-coated floor, steel cabinetry, and an impact exterior overhead garage door.  Whether you seek an entertainer’s dream home or a serene sanctuary to call your own, this property seamlessly combines both, offering the perfect balance of luxury and tranquility.  Welcome to your new paradise! Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

5319 Cape Leyte Drive, Siesta Key

$2,225,000
3 Beds 3 Baths A4693282 MLS
Set on a beautiful street on Siesta Key near the world-renowned white quartz sands of Siesta Beach and the shops and dining of Siesta Key Village, this exceptional waterfront residence captures the essence of relaxed coastal living with deep boating water along the Grand Canal and direct access to Sarasota Bay and the Intracoastal Waterway. Beautifully landscaped on a nearly 14,000-square-foot homesite, the property welcomes with a circular paver drive, tile roof and timeless curb appeal. Thoughtfully above base flood elevation, the residence blends the beauty of waterfront living with the added comfort of elevated construction. Inside, volume ceilings and an open floor plan create a light-filled atmosphere designed for comfortable everyday living and effortless entertaining. Rich Le Château engineered wood flooring flows throughout the living spaces, complemented by refined finishes and thoughtfully selected details. The beautifully designed island kitchen is elegant and functional, featuring fine stone countertops, a gas cooktop, stainless steel appliances, custom cabinetry and a generous workspace for gathering and entertaining. The spacious floor plan offers three bedrooms, two-and-a-half baths, a private office, formal and casual living and dining areas, a split-bedroom layout and an interior laundry room. The primary suite is complemented by a spacious ensuite bath with dual vanities, a soaking tub and a separate walk-in shower, creating a private retreat within the home. Walls of glass open to an expansive 35-by-35-foot screened lanai with a freeform pool and spa overlooking the waterway, creating a seamless transition between indoor and outdoor living. A magnificent up-lit oak tree brings warmth and character to the backyard, enhancing the property’s tranquil setting. For boating enthusiasts, the Grand Canal provides easy access to Sarasota Bay and the Intracoastal Waterway with only one bridge to the bay and a mean tide clearance of approximately 13 to 14 feet. The seawall, dock and pilings for a future boat lift accommodating up to 14,000 pounds were all installed in 2020, creating an exceptional setting for enjoying life on the water. A rare opportunity to experience refined waterfront living in one of Siesta Key’s desirable locations.

819 Paradise Way, Siesta Key

$2,210,000
4 Beds 5 Baths A4638452 MLS
You will absolutely fall in love with this carefully curated masterpiece on Siesta Key! Nestled in the coveted Siesta Cove neighborhood, this stunning, fully renovated home offers a rare blend of old Florida charm and modern luxury. Situated just half a mile from Siesta Beach, this exceptional residence rests on nearly half an acre, adorned with majestic live oak trees, creating a serene and private atmosphere. Gorgeous IPE decking surrounds the home, seamlessly uniting the indoors with the outdoors and infusing every space with a warm, tropical feel. Dine alfresco or lounge by the pool, shaded by retractable sunshades for ultimate comfort. An impressive array of windows gives the sensation of living among lush, mature foliage—your very own luxury treehouse. Plus, enjoy peace of mind with a brand-new roof installed in 2023! In addition to the 3,899 square feet of living space, stay active in your private 1,200 sq. ft. gym, located on the bottom, non-conforming level of the home. Take a refreshing swim in the extra-large pool, then unwind in your brand-new sauna for the ultimate relaxation experience. Retreat to the serene, spa-like marble master bathroom—a true sanctuary for rest and rejuvenation. Finally, gather in the spectacular chef’s kitchen to create memorable meals using top-of-the-line Wolf and Sub-Zero appliances. This multi-level, multidimensional home offers abundant space for grand-scale entertaining while still providing intimate, cozy retreats for quiet moments. Make sure to click on the video tour to get a better look at this fabulous home! Please see attached feature sheet for an extensive list of improvements.

5235 Siesta Cove Drive, Siesta Key

$2,200,000
4 Beds 5 Baths A4669617 MLS
Welcome to La Linda Siesta Key Estates, an exclusive gated enclave that defines the pinnacle of coastal luxury living. Just one block from the sparkling waters of Siesta Key, this custom-built, three-story masterpiece spans 3,796 square feet and offers 4 bedrooms, 4.5 baths, a private elevator, and a spacious 4-car garage, a rare feature on the island. Designed with both elegance and endurance in mind, this home is constructed with solid concrete block, impact-rated windows and doors, and superior structural integrity to withstand even the wildest forces of Mother Nature. Despite recent storms in the area, this residence remained completely unaffected, a true testament to its exceptional build quality and engineering. Inside, every inch of the home showcases high-end custom craftsmanship, from exquisite flooring and designer lighting to handcrafted cabinetry and architectural detailing that exude sophistication. The gourmet kitchen is a show-stopping centerpiece, featuring premium appliances, quartz countertops, and a large island perfect for entertaining. The open-concept living spaces flow effortlessly onto multiple balconies and outdoor areas, blurring the line between interior comfort and the beauty of the Florida coast. Each bedroom offers its own private en-suite bath, while the primary suite boasts a spa-inspired bathroom, expansive walk-in closets, and a private terrace ideal for morning coffee or evening sunsets. Step outside to your personal resort-style paradise, complete with a heated pool and spa, custom tiki bar, and private putting green, all surrounded by lush tropical landscaping designed for both privacy and pleasure. Perfectly positioned near Ocean Boulevard and the Village of Siesta Key, you’ll enjoy easy access to boutique shopping, award-winning restaurants, and the world-famous Siesta Key Beach. Whether it’s a serene morning walk along the shoreline, a day spent boating on the Gulf, or an evening out in downtown Sarasota, this home embodies the ultimate coastal lifestyle-luxurious, resilient, and truly unforgettable.

6925 Bochi Circle, Siesta Key

$2,200,000
4 Beds 4 Baths A4667914 MLS
Exceptional waterfront living can be yours at this durable, block construction three-story single-family home set alongside the picturesque Heron Lagoon on Siesta Key. This home is completely move in ready after an extensive, luxury renovation. An attractive, paver drive flanked with lush landscaping offers ample parking while the four-car tandem garage is outfitted for the car enthusiast with a small non-conforming space and access to the backyard pool and spa. The first floor over parking features two en-suite bedrooms with large closets and the smart placement of the laundry closet. Stretching across the entire width of the home with a private office and relaxing, private terrace is the primary en-suite. The perfect place to rest, recharge and pamper with stunning views and a unique primary bath featuring dual vanities, soaking tub, walk-in shower and state of the art design. Ascend to the top floor by stairs or elevator to find an additional bedroom and full bath as well as the open concept living space offering three sets of hurricane rated French doors, allowing loads of natural light and panoramic views of the lagoon. The chef-inspired kitchen is equipped with a Viking stove & Frigidaire refrigerator (2021), custom cabinetry, glimmering quartz counters with an ocean inspired backsplash, and an additional built-in area for your private collection of spirits or prized glass ware. The gas fireplace in the dining area provides warmth and intimacy as you host your family and friends to enjoy your creative cuisine and offer a nightcap on the third-floor terrace overlooking the backyard designed for entertainment. A spiral staircase is your invitation to soak up the warm Florida sunshine in the refreshing pool (new mechanics 2024), challenge your guests to a putting contest on the integrated putting green, float peacefully alongside the mangroves from the kayak or paddleboard launch (new 2022) or drop a fishing line in the lagoon for the fresh catch of the day. On mild evenings, star gaze from the cozy hot tub (new 2024) or share stories of your Siesta Key adventures around the gas fire pit. Take a short stroll and find yourself at Turtle Beach Park, where beach access, grills, pavilions, a playground and much more can be your destination for hosting a gathering or a quiet day on the beach to yourself. With western views and exquisite attention to detail, this exceptional Siesta Key family retreat offers a rare opportunity to own a piece of paradise. A list of additional upgrades and details of renovation dates available upon request

8258 Midnight Pass Road, Siesta Key

$2,200,000
4 Beds 4 Baths A4654933 MLS 222 Beach BLDG.
Waterfront Condominium-Glide down Beach Road and feel the Gulf breeze usher you toward 222 Beach Road, Residence #7—an iconic Tim Seibert masterpiece offering over 2,900 square feet of elevated coastal living. Accessible by elevator, this four-bedroom, three-and-a-half-bath residence captures Seibert’s signature devotion to light, openness, and architectural clarity. Inside, each bedroom turns the sound of the surf into your nightly lullaby, while the great room’s wall-to-wall glass frames uninterrupted turquoise horizons. The rare two-car garage provides secure storage for beach gear, paddleboards, and your convertible, while storm-ready hurricane shutters offer added protection and peace of mind. Seibert’s award-winning lines remain untouched, yet the association has thoughtfully future-proofed the structure: a brand-new 20-year roof now crowns the residence, new skylights brighten interior spaces, and code-compliant A/C platforms ensure long-term efficiency. Two newer HVAC systems and updated pool mechanics further support year-round, carefree enjoyment. Mahogany railings now accentuate the sculptural stairways, and while Residence #7 still invites your personal interior vision, the heavy structural and mechanical lifts are already complete—allowing you to focus on creating your dream home with the Gulf of Mexico as your backdrop. Exclusivity drives value here: only ten residences exist, each tightly held by owners who value privacy, architecture, and pedigree. Just minutes from the heart of Siesta Key Village, the location offers effortless access to a vibrant mix of restaurants, boutique shops, and local cafés. Walk to dinner, bike for coffee, or simply enjoy the ease of coastal living without needing a car. You’ve been waiting for a statement property to shape into your own Gulf-front legacy—Residence #7 is calling. Let’s stroll the property together and imagine where your art will hang and which sunset you’ll raise a glass to first. Opportunities like this surface once in a generation on Siesta Key—don’t let this one slip away.

222 Beach Road Unit 7, Siesta Key

$2,200,000
5 Beds 4 Baths A4631469 MLS
Prime Investment Opportunity! This exceptional property is an investor’s dream! Ideally situated just one block from Siesta Beach and two blocks from local dining, shopping, and entertainment in Siesta Village. Perfectly positioned for short and long-term rentals, this spacious home offers an incredible opportunity to host large gatherings, family reunions, or celebratory get-togethers in one of Florida’s most desirable destinations and the #1 ranked Siesta Key Beach. 452 Canal Road presents a rare opportunity to capitalize on the extra-high demand for vacation rentals. Property boasts a private pool, yard, elevator, garage and parking. With generous living space, 5 bedrooms, 3.5 bathrooms, and ample outdoor areas, this home is designed to comfortably accommodate very large groups. The expansive floor plan provides plenty of room for guests to relax and enjoy time together. The living areas flow seamlessly into the beautiful outdoor spaces, offering ideal setup for entertaining. Built with durability & long-term value in mind, the home offers an incredibly strong foundation and quality construction throughout. The property is ready for immediate use, has guaranteed bookings in 2024 and 2025, allowing flexibility for any homeowner or investor. The home at 452 Canal Road has a solid rental history with potential for even higher returns. Here is an opportunity you won’t want to miss. Whether you’re looking to generate immediate rental income or create your own personal coastal retreat…this property is a true gem. Time to make your mark on Siesta Key! Call to schedule a private showing.

452 Canal Road, Siesta Key

$2,200,000
4 Beds 4 Baths A4628207 MLS 467 BLDG.
Possible Seller Finance. High & Dry!! BEACH, BOATING & BISTROS!!!! SIESTA KEY`CANAL FRONT featuring WEEKLY RENTALS!! DOCK & LIFT!! GULF VIEWS!! BEACH ACCESS STEPS AWAY!!! Great location with Gulf Views steps to Public Beach Access #8 offering the ultimate waterfront lifestyle of this rare, furnished 3 bedroom/3.5 Bath plus office (or 4th bedroom), RMF-zoned opportunity on Siesta Key. Built in 2005 with high elevation and Impact Glass for peace of mind. Savor spacious living with high ceilings in 4 stories and 3,036+/- sq. ft. of living area, all accessible by stairs or private elevator, plus a ground-floor bonus room set behind the garage for your gym or office. Retreat to the large master suite, which boasts water vistas and master bath with dual vanities, granite counters, walk-in shower. Multiple terraces provide a picture-perfect panorama of your tropical setting, with each level more stunning than the last and culminating with stunning Siesta Key Beach views from the soaring top floor. Entertain with ease and style by the open, heated pool and spa, which leads to your own private dock and boatlift. Just a short boat ride on the Grand Canal to worldclass fishing and watersports. HOA is reasonably priced and lends to your comfort and convenience of maintenance-free living. Seller will also consider partial trade on storm damaged home.

467 Canal Road Unit 467, Siesta Key

$2,200,000
3 Beds 4 Baths A4620971 MLS 447 BLDG.
Welcome to Grand Siesta! Rarely available Opportunity! Where else on Siesta Key can you find this unique location, offering Siesta Beach Access a block away, the Siesta Village two blocks away, directly on the Grand Canal with a boat lift, while all within the weekly rental zone. Paradise awaits at this fabulous, 3 bedroom/3.5 bath luxury townhouse. This amazing, spacious, luxury townhouse draws you in with an inviting, professionally designed interior with a comfortable, coastal vibe. The concrete block exterior provides structural integrity. An excellent space for entertaining family & friends in your custom gourmet kitchen with gas range and open-concept living area with magnificent views. This truly extraordinary property boasts: 10 ft. ceilings, custom window treatments, Thermador appliances, porcelain tile, hardwood flooring, granite countertops, custom cabinetry, elevator service to all floors, as well as other high-end finishes. Enjoy sweeping views of the Grand Canal & fabulous sunrises from your living area & covered porches as well as the exquisite, primary suite. A boater’s dream house…water fun is guaranteed with a private, heated, saltwater pool, dock with power & water, and a 10,000 lb. boat lift. View playful manatees, jumping fish, and colorful sea birds from the covered porches. A two-car garage is a rare feature for a beach retreat. Enjoy an early morning walk or bike ride on the beach, take a quiet kayak ride or paddle board in the canals or on the beach, watch the beautiful sunrises on your covered porch, or just relax in your private pool. Perfectly located on the Grand Canal, while just one block to the powdery, crystal sands & turquoise waters of Siesta Key Beach. You’ll love strolling to the Iconic, Siesta Village where you’ll enjoy a variety of restaurants, live music, dancing, shopping or just sipping margaritas at happy hour. It’s the perfect trifecta for location. When not using as your own personal retreat, the weekly rental opportunity can generate income to offset expenses. This coastal sanctuary offers an unsurpassed lifestyle for anyone looking for their own piece of Island Paradise! Considered the cultural gem of Florida’s West Coast, you’ll be only 5 miles from wonderful cultural and social activities in Downtown Sarasota. You’ll fall in love with this exquisite , tranquil, Canal Front Property on Siesta Key whether it’s your winter escape, family getaway, or permanent residence. Embrace Your Beach Life! What are you waiting for?

447 Canal Road Unit 447, Siesta Key

$2,160,000
3 Beds 3 Baths A4597061 MLS
INCREDIBLY RARE OPPORTUNITY TO OWN A TRUE SARASOTA SCHOOL OF ARCHITECTURE HOME. It is one thing when an excellent home becomes available on Siesta Key, it is an entirely different rarity when a home designed by the father of the Sarasota School of Architecture is on the market. This is a home truly built, designed and constructed in the 50's by the one who started the incredible catalyst of modern architectural design in Sarasota, Florida. Come experience the epitome of Florida living in the world famous enclave of Siesta Key. This mid-century modern property, crafted in 1954 by renowned local architect Ralph Twitchell, exemplifies the pinnacle of sophistication and design, both inside and out. Comprising two distinct home structures - labeled as "Pavilions" by Ralph Twitchell- are perfectly aligned and straddling a beautiful pool oasis, one of the many reasons this residence is an architectural masterpiece. Immerse yourself in the allure of mid-century modern aesthetics, where timeless design meets contemporary living. The pool (which was resurfaced and redone in 2021) serves as the centerpiece, offering a haven of relaxation and entertainment. Discover the warmth of a wood-burning fireplace, perfect for cozy evenings and intimate gatherings in your living space with exposed beams and vaulted ceilings. Expansive glass walls invite natural light to dance through the open spaces, creating a seamless connection between the interior and the lush surroundings. Beautiful terrazzo floors and top of the line appliances are just some of the quality finishes inside this home. The exposed cedar roof trusses extend past the exterior walls to provide extra sunshade, ensuring that every detailed of this property and home have been well thought out. A carefully crafted privacy wall embraces the property, creating tranquility and seclusion, transforming this estate into your own private oasis. This one-of-a-kind property is not just a home; it's a legacy, built to withstand the test of time. Meticulously maintained and thoughtfully updated, this home is truly move in ready. Indulge in the allure of Siesta Key's finest, where luxury, architectural brilliance, and unparalleled design converge to create a residence that is as enduring as it is enchanting. Just minutes away from Americas best beach, restaurants and shopping. Come see and experience this home for yourself.

121 Ogden Street, Siesta Key

$2,150,000
2 Beds 3 Baths A4681050 MLS 8600 BLDG.
Rarely available at Hidden Lagoon Beach Club, this exceptional turnkey furnished residence offers breathtaking panoramic gulf views from nearly every angle. Wake to the sound of gentle waves, savor the serenity of a secluded beach, and unwind with unforgettable sunset skies - this is coastal living at its finest. Beautifully furnished and thoughtfully renovated, the expansive 2,730-square-foot condo features an expertly redesigned eat-in kitchen and an open-concept floor plan that maximizes both space and natural light. Custom built-in cabinetry frames a striking shiplap accent wall with an inviting electric fireplace, mantel, and TV - perfect for those relaxed evenings. The home includes two generously sized primary suites, each with updated en-suite baths and large walk-in closets equipped with custom organizer systems. Neutral luxury vinyl plank and tile flooring run throughout, creating a clean, coastal elegance. Offered turnkey furnished, excluding personal items, and complemented by an oversized private two-car garage - a rare and valuable bonus. Hidden Lagoon Beach Club is an intimate, gated community of just 24 residences, ideal for those seeking privacy away from the crowds. Amenities include a heated pool with lockers, tennis court, kayak/canoe launch, tranquil lagoon views, and a charming butterfly garden, along with private gated beach access. Conveniently located just minutes from Siesta Key’s renowned dining, shopping, and marinas, this extraordinary home truly offers the best of the best. Schedule your private showing today and experience it for yourself.

8600 Midnight Pass Road Unit 301, Siesta Key

$2,150,000
4 Beds 3 Baths A4657940 MLS
Own a Rare Piece of Sarasota's Architectural History on Siesta Key! Step into timeless design and architectural significance with this rare mid-century modern masterpiece, situated on a private double lot in the heart of Siesta Key. Originally crafted in 1957 by Frank Coleman and Tollen Twitchell, two influential figures in the Original Sarasota School of Architecture, this home seamlessly blends historical character with modern luxury. Boasting 2,500 square feet of light-filled living space, this 4-bedroom, 3-bathroom residence has been meticulously renovated while preserving its original architectural integrity. Clean lines, expansive impact windows, and an open floor plan define the home’s iconic style, inviting the outdoors in and creating a sense of calm sophistication throughout. Inside, the split floor plan provides distinct zones for privacy and connection. The primary suite is a sanctuary of its own, complete with private access to the outdoors, a luxurious bath featuring a freestanding soaking tub, and a marble-lined walk-in shower. On the opposite side of the home, three additional guest bedrooms provide comfort and style—including a junior suite with its own private bath, full marble detailing, and oversized picture window with views of the pool and deck area. High-end renovations include: New commercial-grade roof (30-year lifespan); High-impact windows and doors throughout the home; Durable wood-grain tile flooring; Quartz waterfall countertops & custom wood cabinetry in the kitchen; Floor to ceiling marble tile in all bathrooms; All new major appliances including HVAC, pool equipment and water heater; Spray foam insulation throughout the home for an extra layer of protection; and designer finishes and curated lighting throughout. Step outside to your personal paradise: a heated saltwater pool with screened enclosure, surrounded by lush tropical foliage for complete privacy and serenity. The home is ideally located just blocks from Roberts Bay and less than a mile from the award-winning crystal sands of Siesta Key Beach. A true retreat, the lushly landscaped double lot offers unmatched privacy and space—perfect for entertaining or simply relaxing beneath the tropical canopy. Whether you're a collector of architectural homes, a beach lover, or simply someone looking for the rare blend of heritage, location, and luxury, this one-of-a-kind property is your opportunity to own an iconic piece of Sarasota’s rich design legacy.

4879 Commonwealth Drive, Siesta Key

$2,150,000
3 Beds 2 Baths A4608447 MLS
Located on a quiet lane on Siesta Key, this beautiful waterfront home is a RARE OPPORTUNITY TO OWN A SARASOTA SCHOOL OF ARCHITECTURE LEGACY! Designed by the Father of Sarasota School of Architecture, Ralph Twitchell, in 1960 when he had perfected his homes for Florida living. Like many homes of the era, this residence lives much larger than its square footage would imply, as there are many screened areas, breezeways, and covered spaces. Entering the home through ornamental red gates, you are in a covered foyer breezeway with a flowing koi pond beside your feet. Instantly your senses become calm as your view moves through to palm trees and sailboat water. With two distinctly different home structures (the guest area and main living area), the guest structure has 2 bedrooms and a bathroom that open to the back lanai, hot tub, second koi pond and to water views beyond. The main living area has expansive sliding glass doors and clerestory windows, exposed beams and continuous pecky cypress wood ceilings that extend outside to the beautiful pool oasis and sailboat water with views leading out to Sarasota bay. The integrity of the MID-CENTURY-MODERN aesthetics immerse you in the space with its Ocala block walls, terrazzo floors, cypress walls and inviting wood burning fireplace. The kitchen has been tastefully updated with birch cabinetry & granite counters that open to the living space with a large open bar top. There is a quaint outside screened dining patio between the kitchen and garage that opens up to views of the sky. The primary suite has maintained the mid-century modern look with many built-in closets and dressers, as well as a floating birch counter in the bathroom. There is an accessory building on the property that features a spa-like atmosphere with cork flooring and a full size cedar sauna enclosed within the space. The southern facing pool area has an extended roof line providing sunshade, and a constant light show where sunlight reflects and dances tranquilly from the canal and pool. The shelled yard leads you to many outdoor spaces under shaded palm trees, 131’ of new seawall, a dock and boat lift. Close to Siesta Key beach accesses, and many restaurant choices just down the road, this home is a one-of-a-kind opportunity. Perfect for those who love nature, love Siesta Key, love architecture, and want to buy a piece of history!

1224 Port Lane, Siesta Key

$2,150,000
5 Beds 6 Baths A4603140 MLS
Welcome to your exclusive island retreat at 7435 Sanderling Road, where luxury and coastal charm merge seamlessly to create the ultimate beach living experience. Nestled behind the gates of the esteemed Sanderling Club, this spacious estate offers a sanctuary of tranquility on the shores of enchanting Heron Lagoon. As you arrive, be greeted by meticulously landscaped grounds, setting the stage for the treasure that lies beyond. Spanning over ¾ acre, this property boasts 4,638 sq. ft. of combined living space, comprised of a captivating two-story main home and a charming guest house. Designed to embrace the essence of island living, this residence welcomes families and guests alike, with ample room for leisure, relaxation, and entertainment. Step into the spacious living room, where a large picture windows frames panoramic views of the lush surroundings. Adjacent, the sunlit dining room invites you to savor every meal amidst the splendor of nature, courtesy of sliding glass doors that seamlessly merge indoor and outdoor living. Upstairs, the primary suite awaits, offering a serene sanctuary complete with a sitting area adorned with vaulted ceilings and breathtaking vistas. Step out onto the second-story wooden deck within the screened lanai, where the sights and sounds of coastal bliss await. Indulge in the luxury of dual primary baths, featuring a rejuvenating jacuzzi tub, expansive vanity, and a step-in shower, while four guest bedrooms ensure comfort for loved ones. The welcoming guest house suite provides a private oasis for discerning visitors. Outside, the allure of the lagoon beckons, with a private dock for swimming and kayaking; and a walkway leads to the pristine shores of Crescent Beach. Experience the epitome of relaxation amidst lush greenery and vibrant sunsets, where fishing, canoeing, paddleboarding and kayaking await at your doorstep. Beyond the confines of this exquisite estate, indulge in island living at its finest. With unrivaled privacy, the Sanderling Club on Siesta Key's coveted Gulf of Mexico coast offers unique architecture on meandering lanes in an Old Florida setting. Community members enjoy activities and social events in a clubhouse designed by famed architect Paul Rudolph, with a large waterfront patio and grilling area with Gulf swimming access, private tennis, pickleball and volleyball courts, and a playground. Enjoy breathtaking views of the Gulf all day from the historic beach cabanas and clubhouse, and savor blazing sunsets each night. A boater’s delight, the community also offers a private bayfront marina with direct sailboat access to Sarasota Bay, Intracoastal Waterway, and the Gulf of Mexico. Only minutes to Siesta Key’s crystal quartz sands and Siesta Village for shopping and restaurants. Culturally rich downtown Sarasota restaurants, theater, ballet, opera, museums, galleries, and shopping are a short drive away.

7435 Sanderling Road, Siesta Key

$2,100,000
3 Beds 4 Baths A4630347 MLS Na BLDG.
This gorgoeus home is being sold FULLY furnished, has a dedicated boat dock/lift, pool, private elevator, in a gated community! Somerset Cove is located on the coveted north end of the world-famous Siesta Key, in Sarasota, FL just a short distance to Shell Beach. This premier community, with only eleven (11) homes on property, is island living at its finest! As you pass through the electronic security gate, you'll immediately feel the tranquility of the beautifully landscaped grounds, complete with ponds, fountains, mature palms, and a private pool. Somerset Cove is situated on deep water Coconut Bayou, there are no bridges that lead directly to Sarasota Bay, the Intracoastal Waterway, and The Gulf. The property's living space, which is 12 feet above elevation, incurred no damage from recent hurricanes. Just beyond the community’s pool, your deeded dock with electric, water, and a 13,500lb lift awaits your boat! This 2,758 sq. ft., three (3)-bedroom, three and a half (3.5) bath townhome includes an extra large three-car garage and an 800 sq. ft. bonus room with an expansive patio. From the garage, the private elevator leads to the upper two floors of a stunningly upgraded and furnished living space. The vaulted two-story living room, with large windows and abundant sunlight, features a gas fireplace and picture frame TV, creating a welcoming environment for family and friends. The gourmet kitchen boasts a large quartz island with a Jenn-Air gas cooktop, new wine fridge, and ample counter and cabinet space. The adjoining eating area, sunlit dining room, and bar are perfect for entertaining. Just off the living room, a two-story lanai overlooks a private pond, offering a serene space to enjoy a cocktail or morning coffee. The main floor also hosts an en-suite bedroom that provides a view of the front pond and fountain, offering visitors their own private space. The third floor features the primary suite, overlooking the back pond and fountain, includes a large walk-in closet, dual sinks, a stand-alone soaking tub, private water closet, an extra-large shower and additional linen closet. The third floor also features another guest bedroom with an ensuite bath. Additionally, the main area on the third floor boasts a loft space with a pull-out couch, and workstation ideal for extended family and visitors. This community has made substantial investments, including new roofs, fresh exterior paint, and a well-maintained dock equipped with new electrical systems, a new pool pump, and a pool heater. The HOA fee covers wind and flood insurance along with grass cutting, landscaping, pool maintenance, dock electric and weekly refuse and recycling pickup. You will quickly realize how rare it is to find a turnkey furnished home of this quality among the private communities of Siesta Key. Set up an appointment today and don't let this incredible opportunity slip away!

3927 Somerset Drive, Siesta Key

$2,100,000
3 Beds 4 Baths A4633185 MLS
The best value for amenities offered anywhere on Siesta Key - elevated, hurricane-safe, and with a pool and boat lift! Welcome to your dream waterfront oasis, nestled in the heart of Siesta Key, FL. This exquisite home, featuring 3 bedrooms and 4 baths across 2,692 square feet of elegantly remodeled living space, is a true testament to luxury and comfort. Ideal floor plan for AIRBNB with 3 ensuite bedrooms over three floors and one extra full bathroom. Extensive recent renovations, estimated at over $250,000, include a new roof installed in 2019, updated AC units, hurricane-impact windows and doors for peace of mind, and Bahamian shutters that lend a touch of tropical elegance. The property sits at a 9’ elevation according to the most recent elevation certificate and has withstood all recent storms impeccably, ensuring security and resilience. The interior radiates sophistication, with an open-concept main level adorned with crown molding, stone, and shiplap accents. The gourmet kitchen, equipped with top-of-the-line KitchenAid appliances, flows seamlessly into the living and dining areas, which open onto a covered travertine-tile porch—perfect for indoor-outdoor living. Wake up each morning in one of two luxurious primary bedroom suites. The mid-level suite is perfect for visitors, while the expansive top-floor suite offers a serene retreat. This top-floor suite includes a large walk-in closet, a dedicated purse closet, an en-suite bathroom with a grand shower and separate soaking tub, and a private balcony overlooking the tranquil Grand Canal and the glistening pool below. A third bedroom with its own private bathroom provides a chic and cozy sanctuary for guests or family members. With all three bedrooms functioning as their own suites, the property is also perfectly set up to serve as an income-producing Airbnb or VRBO rental. Step outside to your private paradise: a renovated waterfront pool with both a heater and chiller for year-round enjoyment. The property also features a composite deck and dock, updated in 2017, complete with a 10,000-pound electric lift—ideal for endless water adventures. With no HOA fees and a location just minutes from Siesta Village and the award-winning Siesta Key Beach, this home offers unparalleled convenience and leisure. This property is more than a home—it’s a lifestyle. With every detail meticulously upgraded and every corner designed for enjoyment, 5159 Oxford Dr is where your waterfront dreams become reality.

5159 Oxford Drive, Siesta Key

$2,100,000
3 Beds 3 Baths A4629372 MLS The Terrace BLDG.
Enjoy the beautiful expansive views of the Gulf and beach from this 3BR/2.5 bath condo that has been in the same family for 43 years. Located on the 10th floor in one of the best designed and built condos on Siesta Key. The modernist building was designed by architect Frank Folsom Smith, and was ahead of its time. Built with poured concrete and with walls of sliding glass doors in every room to take advantage of the breathtaking views and sunsets of its ideal location on the Southern end of Siesta Village. This unit was remodeled in 2023 with luxury vinyl flooring throughout. Kitchen was opened up to the living/dining areas for a free-flowing floor plan perfect for casual living and entertaining at the beach. The upper kitchen cabinets and breakfast bar are made of monkey pod, an exotic hardwood suitable for tropical climates. Counters are half inch thick porcelain. Soft closing drawers, a pantry, black Kohler sink and wine cooler make entertaining in this sun filled kitchen more enjoyable. The large living space has two walls of glass sliders leading out to open porches with incredible views of the Gulf and beach. The Primary bedroom is off the living area and has views of the Gulf, beach, Siesta Village, Lido, and downtown Sarasota. Monkey pod wood was used in all three bathrooms along with quartz counters. The other two bedrooms are in another wing with windowed walls of sliders with just as impressive of views so no overnight guest gets left out. This 17 story structure weathered the recent storms well and is a testament to how well it was designed and built, and the care of the owners over the years. The Terrace is located at the South end of Siesta Village for easy walkability to Morton's Market, shopping and restaurants. Outside rentals are limited to 2 month minimum, but the Terrace owners may rent other units in the Terrace through the owners with no restrictions on the time period. This is perfect for an overflow of family during the busy holiday season.

5400 Ocean Boulevard Unit 10-3, Siesta Key

$2,100,000
2 Beds 2 Baths A4597201 MLS
Experience island living just steps away from beach access! Embrace the tranquil charm of this home, situated mere moments from beach access and a short distance from Siesta Key Public Beach. This residence epitomizes the essence of coastal living, offering a seamless transition from serene beachside tranquility to the vibrant array of restaurants and shops in quaint Siesta Key Village. The well-designed layout features an open floor plan on the main level, complemented by a spacious bedroom. Upstairs, discover the potential for a versatile "guest suite." Outside, the expansive backyard beckons with its ample space, perfect for the addition of a pool or other amenities tailored to your preferences. Positioned in the heart of Siesta Key, this home encapsulates the quintessential island lifestyle and is a definite must-see!

5421 Plaza Des Las Palmas, Siesta Key

$2,100,000
4 Beds 5 Baths A4583853 MLS
SIGNIFICANT PRICE IMPROVEMENT!!! Riegels Landing is locally known as the best neighborhood on Siesta key for boating and beach enthusiasts. It is also known for its privacy and longtime residents, making it the ideal place to call home. With properties rarely available in this highly sought after gated waterfront community, 5285 Riegels Harbor can now be yours. Lush tropical foliage greets you as you enter through the private community gates. Following the canopy streets, you arrive at your new waterfront home. The interior architectural design of the home focuses around soaring ceilings and large windows to allow an abundance of natural light, while showcasing the picturesque views of the harbor. An open concept floor plan takes advantage of the 14 foot ceilings in the living room and chef’s kitchen, creating the perfect space for entertaining. An island cooktop, double ovens, Sub-Zero refrigerator, dual sinks and ample cabinetry is all you can ask for in a kitchen. The oversized owner’s suite offers high ceilings, two walk-in closets, spacious bathroom, and a stunning office that overlooks the pool and Cove. With 3 additional guest bedrooms on a separate floor and a total of 4.5 baths, privacy will never be an issue regardless of how many friends and family are visiting. The outdoor living space is spectacular. A summer kitchen and hot tub overlook the resort style oversized pool. All of this is surrounded by lush tropical landscaping to maximize privacy, while not detracting from any views of the Cove. Just outside the screened lanai, a second outdoor deck provides another location to relax and take in the peaceful setting of this spectacular location. A private dock and lift afford you the opportunity to jump on your boat and be in the intracoastal waterway in minutes. With no bridges and great water, this neighborhood truly earns its reputation as a boater’s paradise. The oversized garage provides ample storage for all of your beach and water toys. All of this, and only a short stroll or bike ride to white quartz sands of the world famous Siesta Key Beach, makes this an opportunity not to be missed.

5825 Riegels Harbor Road, Siesta Key

$2,100,000
4 Beds 4 Baths A4555269 MLS
Sailboat water on Siesta Key with direct access to the intercoastal waterway. This is a rare property in Hidden Harbor on a canal with a boat dock on protected water. The circular drive brings to an old Florida ranch with charm and a small guest cottage too. The main house is a split plan with four bedrooms and three bathrooms, formal dining room, den, screened lanai overlooking the canal. All of the bedrooms have a water view too. The lot is enchanting with mature vegetation and mangroves along the canal side in a park like setting. Let's not forget the guest cottage with a full bathroom and the additional carport. This is a unique house with beautiful wood floors and some wood paneling and a cathedral ceiling in the living room. If you like the "Old Florida" style this a a must see. It has potential for a remodel or a teardown for your dream house in Hidden Harbor on Siesta Key. No bridges to bay.

5215 Hidden Harbor Road, Siesta Key

$2,075,000
4 Beds 4 Baths A4663873 MLS
This newer construction home is perfect for year-round living or as a beach retreat. Additionally, it has made nearly $100,000.00 in rental income. Its design and amenities are exceptional as is it’s versatility! The elevator extends from the street level 3+ car garages to the main living floor and the upper floor. You are greeted on the main floor with a large living room opening to a main dining room. The dining room extends to the large chef’s kitchen and its breakfast bar which easily seats 6 for casual dining. This floor also contains one of the 2 primary suites toward the rear of the home with views of the backyard pool area. The main level also has a large ½ bath and an additional family/entertainment room. The primary suite is furnished with a king-size bed, a primary bath with dual vanities, water closet and extra-large shower. Closet space was not spared and there is abundant storage as well. The kitchen has a large walk-in pantry, upgraded appliances, soft close drawers and doors and plenty of storage. The upper, 3rd level, has a large family room, a breakfast bar, mini fridge, microwave and plenty of counterspace and storage for long lazy nights in front of the tv or with a good book. The laundry area is on this floor along with another primary suite, primary bath with a beautiful soaking tub, separate shower, water closet and walk-in closet as well as 2 additional large guest bedrooms and a full bath. All this is wrapped with beautiful outdoor space, private balconies and porches on all living levels and a covered sitting area beside the sparkling heated pool. If you prefer the beach, Siesta Key beach is a short 3 block walk, and the village is filled with wonderful restaurants, shops and all beach life’s necessities are all close at hand. The Seller’s preference is to sell the home turnkey but if that isn’t your desire, they will accommodate the needs of the buyer.

5365 Calle Florida, Siesta Key

$2,075,000
3 Beds 2 Baths A4617079 MLS
One or more photo(s) has been virtually staged. WATERFRONT + ONE BLOCK TO SIESTA KEY BEACH! Location, location, location—don’t miss this chance to own a stunning canal-front home with 100 feet of frontage, just a block from the world-famous Siesta Key Beach! This property features impressive upgrades: - New Seawall and Dock - New Roof (Nov. 2022) - Hurricane-Impact Rated Windows, Sliders, Doors, and Garage Door (2023) - New Circular Driveway with Lighting - Paver Paths and Rear Patios - Newly Resurfaced Pool - Fresh Exterior Paint and Epoxied Garage Floor - All New Irrigation Lines and Landscape Lighting This meticulously updated 3-bedroom, 2-bath charmer offers captivating coastal appeal. Perfect for enjoying water activities, the coastal lifestyle, or simply relaxing in a serene setting. Seize the opportunity to own this beautiful waterfront property on Siesta Key!

5613 Cape Leyte Drive, Siesta Key

$2,075,000
3 Beds 3 Baths A4582940 MLS
Listing photos are virtually staged, Welcome to your spacious Siesta Key canal front home in the highly sought-after Sara Sands neighborhood. From the moment you enter this professionally remodeled mid-century modern beach retreat, you will enjoy sweeping water views of the salt water pool at the top of a T canal. Two large clerestory windows, a wall of sliders, 12 ft cathedral ceilings and 3 skylights fill this home with an abundance of light. A much desired split floor plan includes 3 large bedrooms and 3 full bathrooms, 2 of which are en-suite. The master suite and adjoining sitting room/ office open with sliders to the newer salt water pool and expansive deck. The low maintenance yard leaves plenty of time for swimming, grilling, fishing and boating, with a dock and only one fixed 15 ft high bridge to the Bay and Intracoastal Waterway, direct to the Gulf of Mexico. Hurricane protection throughout. Recent updates which include among others, a newer sea wall with an extra wide cap, air conditioner, kitchen appliances, pergola, front porch, 2 car garage, and extra-wide circular driveway, make this home move-in ready. Nestled on a quiet dead end street, yet only a short walk to the North Village of Siesta Key, #1 quartz sand beach in the USA, bars, restaurants and shops….your serene tropical paradise awaits!

5046 Windward Avenue, Siesta Key

$2,050,000
3 Beds 3 Baths A4672419 MLS
ELEGANT SIESTA KEY WATERFRONT RETREAT - Welcome to a truly distinguished canal-front residence, where timeless design meets the effortless beauty of waterfront living. Set beneath majestic oaks and tropical landscaping, the canopied circular paver driveway greets you. This exquisite pool home offers privacy, sophistication and an extraordinary outdoor lifestyle. An avid boater's dream with 110 feet of water frontage, a 16K LB. boat lift and a double jet-ski lift. Light and bright, neutral colors and tile flooring flow throughout the home. The main living areas include a large great room surrounded by windows and flooded with natural light which frame peaceful tropical water views and the outdoor living area. Separate living room, den or game room and formal dining room offer an open layout and flexible floorplan which allows you to personalize your living space for your lifestyle. Fabulous cook's kitchen is open to great room and nicely updated with solid wood cabinetry, stone countertops and backsplash, stainless appliances with gas range, large wine cooler and pantry. Custom butler's pantry added for convenience and large laundry room with storage cabinets galore. The owner's retreat is spacious and serene, offering tropical views of the pool and waterfront along with private lanai access. It features a generous walk-in closet and a beautifully updated bath with sleek stone countertops, dual sinks and a tranquil walk-in shower illuminated by soft, filtered light through the glass block windows. Two private guest en suites are thoughtfully positioned in separate wings, each offering its own beautifully updated bath. Relax and sip a cool drink on your sunny lanai and observe manatees or fish right off your own dock. Watch fish at night with new underwater snook light. Enjoy gorgeous pool area with wide intersecting canal views and remote controlled fire pit and tiki torches, wonderful for entertaining friends and family. Coastal living at its best! A quick 7-minute access to the intercoastal waterway and Roberts Bay. Just a short bike ride to world-famous Siesta Key Beach and The Village. Enjoy swimming, boating, fishing, kayaking, fine dining and all the comforts of living in paradise. Newer top of the line sea wall with cap and 5x50 foot dock complete with water and electric. Appreciate the safety and security that a Generac whole house generator and hurricane windows, doors and garage door offer. Too many upgrades to list including: Custom interior window shutters, newer breaker box panel, well system for irrigation, new pool heater and pool pumps, outdoor fridge, ice maker, storage shed, 2 under the counter ice makers, no grass (maintenance free) landscape, utility sink and cabinetry in garage. The perfect property for year-round living, a second home or investment as an Island getaway. Truly a unique home that lives well with a great vibe! Nestled on a private cul-de-sac street experiencing significant luxury redevelopment! A rare opportunity and great value for the most discriminating buyer seeking the ultimate Florida lifestyle.

518 Venice Lane, Siesta Key

$2,050,000
5 Beds 4 Baths A4671178 MLS
Welcome to coastal living on Siesta Key. Set along a peaceful canal, 513 Venice Lane blends relaxed comfort, making it ideal as a full-time home, vacation property, or income-producing retreat. With 5 bedrooms, 3.5 baths, multiple indoor/outdoor living spaces, a heated pool with spa, and private dockage, this home captures the best of waterfront living. The main level features two bedrooms, bright open living spaces, and a welcoming kitchen with white cabinetry, granite countertops, stainless steel appliances, and a cozy nook just off the dining area. Plenty of built-in cabinetry creates extra storage and serving space for gatherings. Upstairs, a second entertainment lounge offers room to play and unwind, complete with arcade games and a wet bar outfitted with a sink, microwave, and mini/wine fridge. Just beyond, a large balcony opens to a beautiful waterfront setting with comfortable seating and a fire pit. An outdoor kitchen with grill and sink makes alfresco dining easy year-round. Multiple balconies at the front and rear of the home invite you to enjoy cool breezes and quiet moments. Outside, the in-ground heated pool and spa sit right along the canal for a true resort feel. A private dock and 13,000-lb boat lift provide quick access through the Grand Canal. It is approximately 5 minutes to the bay. Five bedrooms and three full baths offer flexibility to host family and guests, while the convenient downstairs half bath is ideal for pool days. The layout works beautifully for full-time living or seasonal enjoyment with strong rental potential. Located close to Siesta Key Village, beaches, and local marinas, this property places dining, shopping, and island favorites within easy reach. Warm, welcoming, and ready for life by the water, 513 Venice Lane invites you to enjoy a lifestyle that feels like vacation every day.

513 Venice Lane, Siesta Key

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