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$1,985,000
4 Beds 4 Baths Siesta Manor SubDv. 34242 Zip Code
RARE Siesta Key Waterfront property located in the Heart of Siesta Key Village! This home, which lives as a duplex, can be YOUR beach dream! Unique floorplan featuring two complete living spaces, each with two bedrooms and two baths, allows for you to live in one half and RENT the other. This distinctive home is fully furnished, including many upgrades & improvements. Meticulously cared-for, it features a myriad of SmartHome Features, listed on the sheet under Improvements, including the ability to adjust lighting, heating/cooling, pool equipment, garage door, and much more remotely! Situated on a PRIME corner lot with PLENTY of off-street parking, it's truly steps away from the main street of Siesta Key Village. This remarkable property includes saltwater canal access, heated/lighted saltwater pool, garage & carport, and SO much more! Unit B is one-floor living with a garage and private washer/dryer. Unit A includes bedrooms split by a floor with the master on the top- including a huge balcony just beyond the sliders- enjoy sunbathing, grilling, or watching the Village action from this amazing vantage point! This home currently functions as an income-producing property including all furnishings, appliances, equipment, and working inventory to convey in order to continue seamlessly- including the transfer of future revenues! Siesta Key- the perfect location in which to enjoy Siesta Beach, Village shopping & nightlife, and close proximity to Sarasota, with its world-class arts & culture, golf, boating, entertainment and dining. Whether you choose to rental part, all or none of this amazing property, there's nothing else like it- It's a Siesta Key WIN! Schedule your showing TODAY!

301 Avenida Madera, Sarasota

$930,000
2 Beds 1 Baths Siesta Rev SubDv. 34242 Zip Code
Fall in love at first sight with the splendid, idyllic, Sprague home! Turn-key furnished, lavish with lush landscaping, and nestled under leafy, banyan, frangipani, and palm trees, this one-of-a-kind, locally historically designated gem is Old Florida frame vernacular at its finest. Wander through the quaint garden gates to be delighted around every corner! From the moment you step inside you'll be smitten with handsome, hardwood floors, bright windows cascading with sunlight galore, and the elegant, cozy decor of classic, timeless coastal. Only 5 blocks to Shell Beach! Spend your glorious days basking on the pristine beaches of Siesta Key and floating in the exquisite, sparkling waves of the Gulf of Mexico. Ride your bicycle to the tennis courts to show off your panther prowess then rejuvenate at home with a luxurious nap after a sun-soaked day of fun. After melting under the sherbet skies of sunset, enjoy cocktails at twilight laughing with your funny friends in your enchanted garden. This charming, historic beauty was part of a lively, fishing village in the 1940’s that entertained early Siesta Key tourists. If walls could talk! Now it’s your turn to write your own mythical memoirs here! Lovingly restored for your peace of mind; brand new roof with hurricane straps, rebuilt gables, old growth forest Pecky Cypress wood siding replacement and refurbishment, scraped, sanded, and newly painted with exterior, high quality, aqua lock system Benjamin Moore paint, freshly painted carport, workshop, and operational wooden shutters for storms. New Ecobee thermostat, new landscaping, new exterior lighting, new irrigation system and arbor, new fence…perfect for your precious pets, newer electrical panel, newer AC, newer tankless hot water heater, newer screens, newer blinds, and newer appliances. Within the City of Sarasota limits. This happy haven won’t last long! Swoop her up today!

129 Edmondson Avenue, Sarasota

$1,667,500
3 Beds 2 Baths Siestas Bayside Waterside SubDv. 34242 Zip Code
Welcome to this tropical waterfront gem in an idyllic location with direct access to Sarasota Bay, the Intracoastal Waterway and near world-famous Siesta Beach. This wonderful three-bedroom, two-bath island residence has wonderful curb appeal, nestled on an upscale cul-de-sac on Siesta Key and is a perfect primary or second home. The paver drive and walkway lead to a covered entry leading to the living area, which boasts a tray ceiling and separate dining room overlooking the sparkling pool and lanai. The tastefully updated island kitchen is adorned with solid maple cabinets, granite countertops, top-of-the-line appliances and a planning desk, and offers abundant storage and workspaces. The convenient pass-through window offers easy access to the outdoor entertaining area. Relax and unwind in the primary suite, a spacious bedroom overlooking the pool and waterway, offering an oversized walk-in closet and an en-suite bath with dual sinks, tub and shower. Baths have been tastefully updated, showcasing stunning granite countertops that add a touch of elegance. The split bedroom plan affords guest bedrooms privacy. Additional features include a large laundry room with storage, Bahama shutters, and elegant travertine and tile floors throughout. Step outside into your own private oasis, featuring a screened lanai with charming pavers, a heated pool for year-round relaxation and enjoyment, and a built-in entertainment bar for gatherings with family and friends. Delight leisurely by poolside, gather around the inviting fire pit and luxuriate in the bubbling hot tub. Embrace the essence of coastal living in this impeccably landscaped home, offering remarkable canal access for fishing, kayaking or paddleboarding right from your dock. Boasting a convenient 10,000-pound lift, eagerly awaiting your watercraft for endless adventures on the water, 133-foot recapped seawall, and Trex dock further elevate the appeal of this exceptional waterfront property. The home offers peace of mind with hurricane shutters for added protection during inclement weather, a fenced yard, a paver driveway and a two-car garage. As a bonus, the shops and restaurants of charming Siesta Key Village are just minutes away, while the renowned #1 beach in the U.S. awaits your exploration. Just 15 minutes to downtown Sarasota’s vibrant galleries, museums, theatres, shopping and dining.

565 Commonwealth Place, Sarasota

$1,965,000
4 Beds 3 Baths Siesta Isles SubDv. 34242 Zip Code
Welcome to your personal island paradise on Siesta Key! This stunning 4-bedroom, 2.5-bath home with a 2-car garage and office is the epitome of beach and boating bliss. Just a short walk from the world-renowned Siesta Key Beach, famous for its powdery white quartz sand and dazzling azure waters, this 2,527 square-foot gem sits on the grand canal, offering deep boating water and a front-row seat to spectacular, colorful sunsets every evening. Step inside to an open, light-filled floor plan that has been lovingly expanded and renovated. A new 2024 roof new gutters, 2021 & 2017 HVACs, a new second 200-amp electrical panel, a new 100-amp sub-panel, 50-amp EV charging outlet, new tankless water heater, new pool pump & heater, hurricane impact sliders, with plumbing hydrojetted, descaled & lined in 2023, provides peace of mind & affordable insurance for decades to come. The entire interior has been freshly painted, including the trim and ceilings, with new door hardware and modern touches. The bamboo floors in the bedrooms have been refinished, creating a warm & inviting atmosphere throughout. The heart of this home is the gourmet kitchen, a masterpiece of high-end design and functionality. Custom-built cabinetry with a sleek melamine finish, including a coffee station and appliance garage, all feature push-to-open mechanisms. The floating butcher block table adds a touch of charm, complemented by custom pendant lights and a ceiling flush mount light fixture in the kitchen nook. The kitchen is adorned with hand-crafted Moroccan tile and boasts top-of-the-line appliances: an Ilve Majestic II induction 36-inch range with an external venting hood, a Liebherr built-in panel-ready fridge and freezer, a Miele built-in panel-ready dishwasher, a Summit Combination Dual Zone Wine Cellar, a Moen smart touchless faucet, and a Ruvati stainless steel sink with new garbage disposal. Even the bougiest of chefs would approve! The great room and dining area flow effortlessly to the expansive outdoor entertaining space. The dining room, featuring a striking wood ceiling and sliding glass doors, opens to a lush, tropical backyard. Here, you can relax by the pool, catch some rays, or dine alfresco under the stars on the trellised patio. An extensive landscaping rebuild has transformed the yard into a tropical oasis. The owner's suite is a serene retreat with a custom wood ceiling, bamboo floors, and a large master bath featuring a separate shower, jetted tub, and new Toto toilet. French doors open to a versatile space that can serve as a den, office, or fifth bedroom. The guest wing includes three large bedrooms with bamboo floors, walk-in closets, one-and-a-half baths, and access to a private outdoor shower. For the boating enthusiast, the 14,000-pound boat lift and dock with water & power are just minutes from the open bay, with only one higher fixed bridge to the Intracoastal Waterway. The Pelican whole-house water filtration system ensures comfort and convenience, while the two-car garage with epoxy flooring & extra storage, and expansive circular driveway provide ample parking. This home is just a short walk from the vibrant Siesta Key Village, with its charming boutiques, eclectic restaurants, and lively nightlife. Downtown Sarasota, offering a wealth of shopping, dining, and cultural amenities, is only a 15-minute drive. Embrace the ultimate beach lifestyle with this Siesta Key gem. Contact us today to schedule your private showing!

5536 Contento Drive, Sarasota

$2,023,000
3 Beds 4 Baths Bay Island SubDv. 34242 Zip Code
PRICE IMPROVEMENT! Step through the grand, gated entrance of 548 Siesta Drive and be greeted by a luxurious waterfront estate on Florida's breathtaking Siesta Key. This 4399 square foot waterfront haven exudes elegance from the very curb. As you pass through the wrought iron gate the home stands proudly on this .38 acre property amidst lush tropical landscaping and a custom brick paver driveway that can accommodate multiple cars. Step inside through the solid double doors to the dazzling grand foyer with gleaming porcelain tile floors sets the stage, plantation shutters filtering in warm sunlight. Coffered ceilings soar overhead, adorned with elegant chandeliers and recessed lighting that bathes the space in a warm glow. Fourteen-foot-high ceilings are further emphasized by grand columns that line the entryway and flow into the formal dining area. The back wall of the living area is a masterpiece of light and openness. Andersen sliding glass doors stretch from end to end, revealing a breathtaking vista of the pool, entertainment space, and the shimmering waterway beyond. Imagine hosting unforgettable gatherings for your family and friends. Providing ample space guests, the home features three comfortable bedrooms, each with a luxurious touch and feel. An additional loft space offers versatility, perfect for a home office, media room, or extra sleeping quarters. The 3.5 bathrooms are tastefully designed with beautiful bright cabinetry, lighting and gold fixtures. The heart of the home is a bright kitchen, boasting ample storage in stylish Shaker-style cabinetry. A center island with granite countertop and vegetable sink provides the perfect spot for meal prep, while expansive windows ensure every seat at the breakfast table enjoys the stunning lanai, pool and water views. The luxurious feel extends to the private quarters. Large bedrooms offer spacious en suite baths, custom closets, high ceilings adorned with crown molding, and morning porch for relaxing creating a sense of spacious comfort. The elegant primary bathroom is a spa-like retreat, featuring multiple vanities, a dedicated makeup vanity, gold fixtures, soaking tub with separate shower, water closet, and gleaming porcelain tile flooring. The garage/man cave is a luxury car owners dream featuring marble floors, cabinetry, air conditioning and flat screen television. But the true star of the show unfolds behind the house. Imagine a sparkling oasis – a gorgeous open pool surrounded by swaying palm trees, a paver deck and a privacy wall, creating a secluded haven for relaxation. The 108 linear foot water frontage includes a double-dock with two boat lifts. The canal ends in a cul-de-sac at this point so you can enjoy access to the Gulf but not a lot of boat traffic behind your home. 7 Day Min Rental! This isn't just a house; it's a luxurious waterfront sanctuary designed for grand living and unforgettable memories. From the tropical landscaping and inviting pool to the expansive living areas and opulent bathrooms, this home promises an unparalleled Siesta Key experience. Siesta Key itself is a paradise, renowned for its sugar-whit sand beach, consistently rated among the nation's finest. Beyond the beach, Siesta Village pulsates with energy, offering a delightful mix of shops, restaurants, and nightlife. Immerse yourself in the natural beauty of the area's parks or explore the hidden coves accessible by kayak or boat. Siesta Key truly delivers an idyllic Florida lifestyle.

548 Siesta Drive, Sarasota

$1,550,000
3 Beds 3 Baths Siesta Cove Sub SubDv. 34242 Zip Code
***Taking Back Up offers***Sunset bliss awaits you on Siesta Key! Escape to one of Siesta Keys most coveted locations. This home is nestled in the well established subdivision of Siesta Cove and just 1/2 mile to Siesta Key beach. This coastal retreat offers a lifestyle of luxury and relaxation. Step inside and be greeted by soaring ceilings, abundant natural light, and a contemporary design that feels fresh and airy. The living room features a charming wood burning fireplace that adds warmth and charm, perfect for cool beach evenings. The kitchen, heart of the home, features solid wood cabinets, stainless steel appliances, Cambria quartz counter tops and a reverse osmosis water filter system. Imagine entertaining family and friends in the great room where the kitchen seamlessly integrates into. There is a formal dining room plus and additional breakfast nook as well. Upstairs you will find three spacious bedrooms that offer respite after sun soaked days at the beach. The primary bedroom has a large walk in closet with built in cabinets. All three bathrooms have been remodeled. The two bathrooms upstairs have rain fall shower heads, extra large showers, dual sinks and all new tile in the showers. Just gorgeous. You're going to love the loft space upstairs that over looks the family room that can be used as a office, workout room or reading room. Outside you will find ample space for entertaining around the pool, lush mature landscaping throughout the property, a wonderful heated pool and a pool shower to rinse off with after a long day at the beach. The two car garage is extra deep for ample storage. And the convenience? Unbeatable! Just a 6 minute walk to the main area of Siesta Key Beach, 1.5 miles to the popping Siesta Key Village and a quick 12 mile straight drive to I-75. Don't miss this opportunity to live the Siesta Key dream! Schedule your showing with us today to see this amazing home before it is gone.

5357 Siesta Court, Sarasota

$1,990,000
4 Beds 5 Baths Sarasota Beach SubDv. 34242 Zip Code
On beautiful Palm Island in the heart of Siesta Key and just 2 blocks from world famous Siesta Key Beach, you'll find this spectacular contemporary retreat with 4 bedrooms, 3.5 baths, designer finishes, incredible pool/lanai/summer kitchen, and private elevator, located on a great canal front lot with dock and lift for your boat. Sold turnkey furnished for your convenience, purchase as your own full or part-time home or use as an investment property with great rental income. The first level features an indoor/outdoor swimming pool and spa, screened-in lounge area and full outdoor kitchen with stainless appliances and gas range making it the perfect place for family fun and entertaining. The main living space features a spacious commercial grade chef's kitchen with imported cobalt blue, Italian Lube cabinetry, 4-burner gas range, stainless appliances, bar style dining, and upgrades including pendant lighting, wine refrigerator and convenient pot filler. The 2-story living room boasts a soaring ceiling and custom designed stained-glass windows by Schumann Glass Art with carvings simulating the movement of water in a fantastic color spectrum. The space also includes screened terrace access, and electric fireplace that creates a relaxing ambiance. Relax in the private owner's suite bathed in light through the glass block wall feature and luxuriate in the owner's spa-like bath with tub and shower, gorgeous granite counters, etched glass, and Toto toilet system. Upstairs you'll find 3 spacious bedrooms and 2 full baths, and a bonus loft space and terrace with great sunset views. 2 laundry rooms are conveniently located on the second and third floors. Floors in the residence are polished white travertine, white oak plank & coquina style brick. All windows and doors are impact. The screened lanai is a master class in the Florida lifestyle; enjoy your heated pool and spa surrounded by tropical plantings and a view towards the canal. From your dock with boat lift, explore the sparkling waterways of Florida's Gulf Coast with easy access to the Grand Canal and Sarasota Bay. Generous 2 car garage with extra space for storage and paver driveway with ample parking. Great location just a short distance to cafes and shops in the nearby bustling Siesta Key village, and close to shopping, restaurants, hospitals and the many cultural activities in Downtown Sarasota. World-class living on many levels, Siesta Key is home to the #1 beach in the nation.

472 Island Circle, Siesta Key

$950,000
4 Beds 3 Baths Siesta Cove Sub SubDv. 34242 Zip Code
No Flooding or Water Intrusion during recent storms (per Sellers) – this Island home located moments away from renowned Siesta Key Beach. Situated only a half mile from white sandy beaches of Siesta Key this island gem in SIESTA COVE beckons with its idyllic surroundings. The residence waiting for your finishing touches features 4 bedrooms, 3 full bathrooms, 2-car attached garage and a NEW ROOF in July of 2023. Nestled on a generous lot spanning 0.43 acres with a large tropical yard and stone paver driveway, creating a welcoming entrance to a private oasis. Enter through double doors framed with glass panels on either side, greeted by a large foyer, up a few steps to a spacious open Great Room floorplan. The airy living space (above BFE) features a wood-burning fireplace and a large wall of sliding glass doors that open out onto the expansive covered deck and screen enclosed in-ground pool. Surrounded by lush vegetation, the pool area provides a sense of tranquility and privacy, an inviting space for unwinding after a day at the beach. A thoughtful layout with vinyl plank flooring throughout most of the interior. The large dining room seamlessly opens to the kitchen. Two bedrooms, each with its own en-suite bathroom and sliding doors leading out to the covered deck, offer multiple primary bedroom options. Two additional bedrooms located behind a sliding barn door share a full bathroom, ensuring ample space and privacy. The private tropical backyard retreat with lush Florida landscaping offers low-maintenance yet a visually pleasing backdrop for outdoor enjoyment. This desirable neighborhood is just a short distance from boutique shopping and restaurants of Siesta Village. Over the north bridge, just 15 minutes to Downtown Sarasota’s urban and cultural amenities, shopping, dining and entertainment. Whether as a permanent residence or a vacation retreat, create your own haven in this sought-after paradise where you’ll embrace the laid-back coastal lifestyle of Siesta Key.

5309 Siesta Court, Sarasota

$1,600,000
3 Beds 3 Baths Roberts Point SubDv. 34242 Zip Code
NEW ROOF JUST INSTALLED. Updated pics to follow. Welcome to one of the most beautiful streets on Siesta Key, Roberts Point Road. Located directly across from Shell Beach and minutes away from the north bridge. Before entering the home, walk through a private serene courtyard which is great for intimate entertaining. Step inside this beautiful Siesta Key home to discover the soaring 22' ceilings with grand windows highlighting the home's open floor plan featuring high-end fixtures throughout. There is an outdoor patio beyond the main living room with a charming fenced turfed area. All easy to maintain. The kitchen is a dream for those who enjoy entertaining with the large central island and generous floor space. All of the bedrooms are sized for comfort. The master bedroom on the first floor extends to a balcony overlooking the private, walled courtyard and features 2 large walk-in closets and a washer and dryer off of the stunning master bath. The second floor is perfect for guests that includes two bonus areas and second laundry room. One of the bonus rooms can be used as a loft space for media and the other includes an office with built-in bookshelves and computer center. Beyond this serene oasis, you're just a short bike ride away from Siesta Key's world-renowned beach. Alternatively, venture to Siesta Key Village for a taste of local culture or explore Southside Village and downtown Sarasota for a more extensive array of dining, shopping, and entertainment options. Please check out the virtual tour to get a realistic walk through virtually!

4108 Roberts Point Road, Sarasota

$890,000
2 Beds 2 Baths Casa Blanca Villas SubDv. 34242 Zip Code
Welcome to Casa Blanca A15, where luxury meets paradise on Siesta Key! Prepare to be captivated by this meticulously renovated and decorated two-bedroom/2-bathroom detached villa that is steps from the beach, which sets a new standard for upscale island living. Once you step inside, you will be greeted by a seaside paradise that is undeniably one of the premier villas available on the island. No detail has been spared in renovating this turnkey-ready unit, ensuring the utmost comfort and style for your beach getaway. The open-concept living space boasts coastal furnishings and accents, creating an atmosphere that assures you that you're in your own beach resort. Prepare exquisite dishes in the fully equipped kitchen, boasting new top-of-the-line appliances and elegant countertops, ready to be served in your dining room in the expansive open living area. The living room is generously appointed with ample seating arrangements, basking in an abundance of natural light. Just off the living area are the spacious bedroom setups. The expansive primary suite is adorned with tasteful décor and offers plenty of closet and storage space, a rarity on Siesta Key. Additionally, it features a convenient en-suite bathroom for added comfort and convenience. Each bedroom is suitable for the family and your guests and is truly a sanctuary designed for relaxation and rejuvenation after a long day at the beach. One of the finest features of this unit is you do not need to worry about community laundry visits during your stay – Casa Blanca Unit A15 is equipped with a washer and dryer right in the unit, providing ultimate convenience and ensuring that you can focus on making the most of your time in paradise. But the true highlight of Casa Blanca Unit A15 lies just steps away: your own private beach access. Here you will spend your days basking in the warm Florida sunshine on the pristine sands of Siesta Key Beach, consistently ranked among the world's best. Whether you're swimming in the turquoise waters, collecting seashells along the shore, or simply lounging with a good book, paradise is truly at your doorstep. Casa Blanca as a complex is well-appointed on the island, with the South Siesta Village and the Siesta Key Village just a short drive away, with both options having charming shops, restaurants, and vibrant nightlife. Owning on Siesta Key will allow you to experience the local cuisine and culture whenever desired. With its unrivaled combination of luxury, location, and unparalleled beauty, Casa Blanca Unit A15 stands as the premier villa on Siesta Key. Take advantage of the opportunity to own a piece of Siesta Key's paradise that doubles as a savvy investment.

6154 Midnight Pass Road Unit 15A, Sarasota

$4,700,000
4 Beds 6 Baths Siesta Bayside SubDv. 34242 Zip Code
One or more photo(s) has been virtually staged. Welcome to a brand-new coastal masterpiece that redefines luxury living on world-renowned Siesta Key. Designed with both sophistication and comfort in mind, this waterfront retreat blends timeless architecture with modern amenities, all just moments from Siesta Village and the powdery sands of Siesta Beach. Inside, soaring ceilings and walls of glass bathe the home in natural light, while light wood floors bring warmth and elegance throughout. The heart of the home is a double-island chef’s kitchen, complete with premium appliances, custom cabinetry, and a generous walk-in pantry—perfect for both intimate family meals and grand entertaining. This residence offers four en suite bedrooms, including two primary suites (one upstairs and one downstairs), providing flexibility and privacy for family or guests. An additional private office and 600± SF of unfinished space above the garage present endless possibilities for customization. Seamlessly integrated indoor and outdoor living spaces create a true resort-style atmosphere. Step outside to enjoy multiple balconies, a pool and spa overlooking the water, a fully equipped outdoor kitchen, and a dedicated pool bath. For the boating enthusiast, this property features two boat lifts and quick access—just five minutes by water to the open bay. The location at the end of a quiet dead-end street ensures both serenity and privacy, with the added bonus of no homes directly across the canal, offering wide and peaceful views. This is more than a home; it’s a statement of waterfront luxury and the perfect canvas for your Siesta Key lifestyle. Days on market shows from pre construction. Certificate of occupancy issued September 2025.

4544 Woodside Road, Sarasota

$1,575,000
4 Beds 3 Baths Siesta Estates SubDv. 34242 Zip Code
PARADISE FOUND! An extremely rare opportunity in a peaceful gated community just ONE block to Siesta Key Beach! Featuring an open floor plan with high ceilings and a plethora of sliding glass doors to access and enjoy the beautiful pool, lanai and private yard beyond, this stunning 4 bed/3 bath home exudes the attention to detail that legendary John Cannon built homes are known for. Details which are evident from the moment you enter: beautiful cabinetry, granite counter tops, crown molding, plantation shutters, an outdoor kitchen, a skylight in the kitchen providing abundant natural light, and other design features that come together to create a sublime living experience. The quality is not only skin deep: a new tile roof in 2017 and all glazed openings protected with a full complement of impact rated storm shutters, together with the first floor living space above 11 feet, bring peace of mind AND insurance savings. As testament to its build quality, it has withstood recent weather events without any damage whatsoever! The exceptionally designed split bedroom plan features a very large master suite with dual walk-in closets, a lovely master bath with dual sinks, a garden tub and a separate shower stall. The master bedroom has new carpet, and features sliding doors that fully pocket providing a full unfettered view of the spacious pool area and lush tropical foliage beyond. As an added bonus, the 4th bedroom can be closed off for privacy, creating a guest suite with its own bath. This amazing home occupies the most secluded lot of the 16 custom-built homes in the exclusive gated community of Siesta Estates, which also has the convenience of natural gas (a rarity on Siesta Key). To ensure your tropical paradise remains pristine, the fee structure includes lawn/landscape maintenance and irrigation. This home is also fully furnished so, just pack your suitcase and a toothbrush, and you can begin living in the paradise you have always dreamed of! **SEE THE IMMERSIVE 3D VIRTUAL TOUR TO FULLY APPRECIATE THIS BEAUTIFUL HOME**

5566 Siesta Estates Court, Sarasota

$1,800,000
3 Beds 3 Baths Siesta Isles SubDv. 34242 Zip Code
The moment you step into this home it presents itself with a tastefully done interior decor and captivating views of a large basin on the Grand Canal. This Coastal island neighborhood is unique since all the homes are nestled on the water! Take a 3.5 block stroll to the number one beach in the U.S with sand like powdered sugar and turquoise Gulf of Mexico waters. Fun and safe place to raise a family with minimal traffic and four Cul-De-Sac ending roads in this neighborhood for family to walk and bike safetly. East facing rear yard gives your patio some shade in the hot afternoons and yet a nice sunrise to wake up too in the morning. A Screened pool to refresh yourself after a day out on the boat. There is a boat lift which is situated to one side of the lot that allows for you to see more of the relaxing water views. The low maintenance roofing is made of Aluminum, but made to look like barrel tile. There are Lexan hurricane panels for windows and doors. . A nice sized inside laundry room is in a convenient location. There is a cozey side patio to take your morning coffee and a sunning patio next to the pool. The yard has relaxing paths and a calming feeling with the Zen style landscape design. Take a look at the photos, then the videos link, and do a walk through yourself with the matterport link option. I believe you will get a good idea of the quality and style of this home before you make your appointment to get the wonderful feeling that this home will present you the moment you arrive! Make your appointment today!!

5515 Contento Drive, Sarasota

$5,800,000
4 Beds 6 Baths Bay Island SubDv. 34242 Zip Code
LARGE PRICE REDUCTION on this Bay Island Waterfront NEW CONSTRUCTION, move in ready!!! Situated on 1/3 acre with 102 feet of wide canal waterfront and no bridges to the bay. The 4,711 square foot home is solid block construction on all levels. The house has been thoughtfully designed, maximizing privacy and use of space. The main level features a designer kitchen with an open floor plan to the great room, a separate office, two covered terraces and a summer kitchen. The spacious primary suite is also on the main level with dual closets and a sumptuous bathroom featuring a large walk in shower and separate soaking tub. Mid level you will find 2 en-suite bedrooms, and the upper level boasts a clubroom with wet bar, a second primary suite, and an outdoor covered terrace to enjoy the sunset views. Other notable features include high ceilings with an abundance of natural light, an elevator to all levels, 3-car garage (one tandem), and a heated saltwater pool & spa. Constructed by premier builder Mike Voigt and interiors by acclaimed designer Angela Rodriguez, this house will check all the boxes of your dream waterfront home. The property was listed pre-construction. The days on market are reflective of the entire construction process and certificate of occupancy was granted end of March 2025.

3550 Flamingo Avenue, Sarasota

$2,150,000
3 Beds 2 Baths Midnight Harbor Sub SubDv. 34242 Zip Code
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, Sarasota

$1,000,000
3 Beds 2 Baths Siesta Beach SubDv. 34242 Zip Code
Nestled within the serene enclave of Siesta Key, where sun-kissed shores and vibrant island living converge, lies a haven of tranquility awaiting your arrival. Welcome to 49 Island Circle, a picturesque retreat with coastal charm and timeless elegance located on Palm Island in the heart of Siesta Key, steps away from the world renowned Siesta Key Beach Access #10. Enter into this captivating 3-bedroom, 2-bath pool home and instantly feel the embrace of island living. As sunlight dances through the windows, illuminating the terrazzo flooring with a subtle gleam, you will be enchanted by the seamless blend of classic style and modern comfort. Designed for both relaxation and entertainment, the heart of this home is its inviting living spaces. The spacious living room offers a cozy sanctuary for unwinding after a day of beachside adventures while the adjacent dining area beckons for memorable gatherings with loved ones. From morning coffee to evening cocktails, this home provides the perfect perch to savor every moment. As you step outside, a private lush oasis awaits with tropical landscaping that invites you to indulge in the ultimate outdoor experience. Immerse yourself in the refreshing waters of the sparkling, 40 foot courtyard pool, or simply unwind poolside with a good book as gentle breezes sway the palm trees. Beyond the confines of your retreat, the allure of Siesta Key beckons. Located just moments from the world renowned Siesta Key Beach, known for its powdery sand and crystal-clear waters, as well as the charming Siesta Key Village, brimming with eclectic shops, dining delights, and vibrant nightlife, each attraction presents an opportunity for adventure. Whether you are seeking a permanent residence, a vacation getaway, or an investment opportunity, 49 Island Circle offers the quintessential island lifestyle you have been dreaming of. Don't miss your chance to make this Siesta Key gem your own and embark on a lifetime of memories in paradise.

49 Island Circle, Sarasota

$1,050,000
4 Beds 3 Baths Siesta Cove Sub SubDv. 34242 Zip Code
Owner financing provided. Imagine having a home with space to entertain, relax and be productive on Siesta Key. This is your chance to own a piece of paradise in Siesta Cove. Want to watch the sunset? Siesta Beach public pavilion is only 1/2 mile away. This home has 3941 square feet with 4 bedrooms, 2 1/2 bathrooms, 1 office, 1 laundry room, 2 car garage, extra large driveway, large enclosed patio, a metal roof and a hot-tub. Details include a massive primary bedroom suite including 2 walk-in closets, 2 separate sinks and an extra-large walk-in shower (7x7). The home layout has bedroom wing on the west side with a large hallway separating from the living area that can be closed off. Each of the bedrooms is large enough for a queen size bed with large closets and extra space. The family/ living/dining room has 12 foot high ceilings with a wet bar area leading into the open porch area. Fully retractable sliding glass doors allow the area to be completely open for parties and gatherings. The porch is screen-enclosed and has plenty of space for outside dining, lounging, and a future pool. Laundry room has extra closets and a sink. 2 Central A/C's keep the house heated and cooled. Garage is 2 car with extra space for a work bench. No need for a lawn mower because the yard is crushed shell. Lot is over 13000 sq ft.

1203 N View Drive, Sarasota

$1,588,000
4 Beds 3 Baths Bay Isles SubDv. 34242 Zip Code
.4 Acres On Deep Sailboat Water and No Bridges to Bay or Gulf!!!! 68 Feet of PRIME WATERFRONTAGE with a 50-foot dock located on the most North-Western Tip Of Siesta Key, Bayou Louise that opens up to the waters of Big Pass and The Gulf of Mexico. Priced for land value as neighboring homes values are up to $20M. If a 2 story home were to be built there would be bay views and a rooftop deck would have Gulf of Mexico views. Currently, this lovely single-story mid-century ranch home has been lovingly updated and features 4BD/3BA and exudes a coastal vibe, surrounded by lush tropical landscaping, offering a newly updated kitchen with quartz countertops, stainless steel appliances, family room / casual dining area has tongue & groove ceiling and walls and impact sliding doors and windows providing water views of the bayou. The primary suite addition built in 2012 offers much privacy, it is separate from the other bedrooms, has its own entrance, walk-in closet with custom cabinets and a large bathroom. The 3 remaining guest rooms are located on the north side of the home, one is a large en-suite bedroom that also has an impact sliding door with views of the water. The oversized one-car garage is 27’x16’, with custom cabinets and industrial-grade epoxy floors, plenty of room for bicycles, and a tool bench. Circular paver driveway in front of the home with an additional paver driveway to the right of the garage is large enough for an RV. A new irrigation well and pump was installed in 2022. The Hurricane & Impact Resistant Sliding glass doors and windows in 1/2 of the house were installed in 2017. New electrical panel was installed 2012. New AC installed April 2023, New Plumbing drains and water lines installed 2016. You can add your personal touch to this home or decide to build new, there is plenty of room for a pool and for even more privacy you could build a privacy fence in front of the private neighborhood deeded boat slips. Within Sarasota City limits allows for AirBnB 7-day minimum rental. Small and secluded beach access 176 yards from the front door (6 boats slips on the Southeast of the property are VERY QUIET and PRIVATE deeded neighborhood slips) Don't miss this opportunity you will not find this exceptional water access anywhere on Siesta for this price.

31 Lands End Lane, Sarasota

$1,475,000
3 Beds 3 Baths North Harbor Sub SubDv. 34242 Zip Code
Price Reduction Alert! The price has been significantly reduced, making this an incredible opportunity to own a piece of paradise. Please note, this is the final reduction—don't miss out on this exceptional opportunity. Schedule your showing today! Welcome to your private oasis nestled on a spacious lot within the highly sought-after community of Siesta Key. Nestled on a generous HALF-ACRE of lush land on SIESTA KEY, this custom-designed residence invites you to indulge in the luxury of space and seclusion. Embrace the elegant charm of this contemporary home, surrounded by lush tropical landscaping that evokes a true island ambiance. Step into the spacious living/great room with soaring ceilings, highlighted by a striking floor-to-ceiling wood-burning fireplace. Adjacent, the dining room boasts a beautiful tray ceiling and captivating windows. Ascend the sweeping staircase to the expansive master suite, complete with a loft/office area, a private deck overlooking the pool, and a beautifully remodeled bathroom. Two additional bedrooms on this level share an elegant bathroom, featuring a steam shower and exquisite travertine flooring. A large office (or fourth bedroom) with French doors gracing the entry is just around the corner. A remodeled bath, perfect for guests or as a pool bath, adds to the convenience and comfort of this exceptional home. Outside, the expansive pool and waterfall area, enclosed within a screened cage, provide the perfect backdrop for outdoor entertaining. A large covered area offers ample space for dining and relaxation. Don't miss out on this exceptional opportunity to own a piece of paradise. Schedule your showing today! Plus, enjoy the benefits of a new roof in 2020, a replaced pool pump motor in 2023, a water heater installed in 2020, and a renovated electrical system. Additionally, a separate water system for irrigation has been installed. And let's not forget the stunning landscape, with over $20k invested to enhance the property's beauty.

1310 Roberts Bay Lane, Sarasota

$3,400,000
5 Beds 6 Baths Bay Island SubDv. 34242 Zip Code
Welcome to 604 Norsota Way, a slice of Florida paradise on Bay Island, just off the iconic barrier island Siesta Key. This charming estate boasts classic and timeless elegance, offering a glimpse into the quintessential Florida lifestyle. As you approach the entrance, a slate stone driveway, a fenced yard, a wall that wraps the property, lush landscaping and water views set the stage for the ambiance and seclusion that awaits. Stepping inside, you are greeted by a foyer that exudes old-Florida charm, with a soaring entry and upper-level windows casting a soft glow over the inviting interior and a wall of front windows offers breathtaking views of the bay. The living room is a retreat with a cozy fireplace and the adjacent dining area includes a fully equipped pass-through wet bar connecting the space to the kitchen. The kitchen is a chef's dream with tray ceilings, tile floors, a center island with gas cooktop, a cabinet-faced refrigerator, built-in oven, glass-faced upper cabinets, a wet bar, beverage cooler, ice maker, and trash compactor bringing together modern convenience and timeless charm. The primary suite is a sanctuary of comfort and elegance featuring wood floors, crown molding, a sitting room and a custom walk-in closet. The en-suite bath is a spa-like retreat, with marble floors, a walk-in shower, a large tub, a water closet, and vanity with two sinks and a makeup desk. Upstairs in the main house, two guest bedrooms offer cozy retreats, one with an en-suite bath with a tub-shower combination, both with walk-in closets, and an additional full bath with a vanity and a walk-in shower. Outside, the allure of Florida living continues, with a pool surrounded by a slate pool deck and lush landscaping offering a refreshing and private oasis. The charming guest house awaits friends and family, with two fully equipped guest suites, each offering a living area, kitchenette, patio on the main level and a full bath. 604 Norsota Way is more than just a home, it is a classic Florida retreat boasting original elegance and charm. Experience island lifestyle in all its glory, surrounded by modern amenities and breathtaking views, a short drive from Siesta Key’s beaches, the village and downtown Sarasota. This home is an enchanting coastal retreat.

604 Norsota Way, Sarasota

$1,750,000
3 Beds 2 Baths Sarasota Beach SubDv. 34242 Zip Code
Welcome to your waterfront paradise located in the heart of Siesta Key! This meticulously crafted canal-front home offers the ultimate blend of luxury, comfort, and convenience. The open layout includes newly refinished hardwood flooring, crown molding, nine-foot ceilings, recessed lighting, and two sets of sliding glass doors that open onto the balcony overlooking the pool and provide coveted long views down the canal. Sunlight dances across the open-concept living space, creating an inviting ambiance perfect for both relaxation and entertainment. The gourmet kitchen is a chef's delight, boasting stainless steel appliances, custom 42-inch cabinetry with crown molding, pull-out shelves, and granite countertops. The spacious island serves as the focal point for gatherings with family and friends. Whether you're hosting a casual brunch or a formal dinner party, this kitchen is sure to impress even the most discerning culinary enthusiasts. Flowing seamlessly from the indoor living area is an expansive outdoor oasis, complete with a private dock providing the perfect spot to set sail on endless adventures along the picturesque waterways of Siesta Key. Spend your days soaking up the sun on the spacious patio, fish from the dock, take a refreshing dip in the newly resurfaced sparkling pool, and unwind while watching the boats go by and taking in panoramic views of the canal. Retreat to the luxurious primary suite, which offers serene water views and a spa-like ensuite bath complete with a freestanding vanity, tile shower with frameless surround, transom windows, and double closets. Sliding glass doors offer access to the deck so you can savor your morning coffee as you watch the sunrise over the water. The multi-level floor plan provides ample space for guests or family members, complete with a separate sitting area, ensuring everyone has their own slice of paradise and privacy to enjoy the best of island living. Conveniently located just steps from the world-famous beaches of Siesta Key, as well as a plethora of shopping, dining, and entertainment options, this home offers the perfect blend of tranquility and accessibility. A newly refinished pool, spacious sun deck with composite decking, metal roof, new AC, and updated plumbing make this a move-in-ready home. Whether you're seeking a full-time residence or a vacation retreat, this canal-front oasis is sure to exceed your every expectation. Don't miss your chance to experience waterfront living at its finest – schedule your private showing today! Bedroom Closet Type: Built In Closet (Primary Bedroom).

675 Avenida De Mayo, Sarasota

$1,075,000
4 Beds 2 Baths Harmony Sub SubDv. 34242 Zip Code
Located in the Heart of Siesta Key this 4 bedroom 2 bath Pool home with a 2 car garage is a quick stroll to Siesta Village. This area is also golf cart accessible making a quick easy ride to the World famous Siesta Key Beach. Home is in need of updating throughout but has great bones with a roof about 7 years old with almost 2000 sq feet of living area. The rare large back yard provides plenty of room for outdoor activities, play yard, fire pit gatherings, corn hole games or room for pets to roam. This is a cul de sac street with no thru traffice. Bring your imagination and create the home of your dreams. This area is prime for either renovation or build the home of your dreams. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

4929 Peaceable Way, Sarasota

$4,400,000
5 Beds 8 Baths Sarasota Beach SubDv. 34242 Zip Code
Sophisticated and sleek, a dazzling new construction home located in the heart of Siesta Key. A modern exterior will inspire neighbors and onlookers with its modern elevation. A courtyard provides a private entrance for you to welcome guests into the two-story foyer illuminated by an intriguing chandelier. An adjacent study features sliding, pocket doors that can be open to create a more vast entryway or closed for privacy. The kitchen is truly the heart of the home with refined cabinetry, handsome hardware, paneled appliances and pristine quartz countertops that shimmer under fashionable light fixtures. Display gorgeous glassware and invent an impressive aperitif from your refined bar area with glass-front cabinetry, floating shelves with accent lighting and a convenient bar sink. The exciting details continue to astonish in the great room featuring soaring ceilings, innovative design details and a chandelier that finishes the elegant ambience. The best of the Florida lifestyle can be yours with seamless indoor and outdoor integration through disappearing sliders leading to your outdoor entertainment space. Grill and dine in comfort in your covered lanai with an outdoor kitchen and pool bath, soak up the sun poolside in loungers or refresh by taking a dip in the pool with a spa. Rinse the day’s adventures away in your outdoor shower before heading inside to relax and recharge. This home offers two principal suites with equally impressive en-suite bathrooms - one on the first level with private access to the patio and the second is on the upper level. The second floor boasts a flexible loft area and two additional bedrooms each with a private bath. Catch stunning views from sunrise to sunset as you ascend the circular staircase to your rooftop terrace, the perfect perch to view Siesta Key’s Grand Canal, a 10-mile long network of shallow canals that are the playground for wading birds, manatees, and dolphins and empties into Roberts Bay. This is Florida outdoor living at its finest: just a 10-minute walk to the world-renowned Siesta Key Beach or enjoy any number of water sports with your customized private boat dock. State of the art design and excellence in construction, TDI Coastal Homes builds luxury homes that exceed expectations and meet your wildest lifestyle needs.

5310 Avenida Del Mare, Sarasota

$1,750,000
3 Beds 3 Baths Siesta Manor Sec 2 SubDv. 34242 Zip Code
Why not have it all? There are few locations in all of Sarasota, let alone Siesta Key, that truly provide the best of everything. A dock and boat lift in your back yard? Check. Just down the street from Siesta Key Village for amazing restaurants, shopping, groceries and night life? Check. Golf cart, walk, bike ride to the beach? Check. And fully updated??? This home truly has it all. Recently renovated including a brand new boat lift, this home has an amazing beach house feel. The open living room is so welcoming, with the dry bar giving way to the eat-in kitchen and dining room with wood burning fire place. Featuring updated impact windows throughout the home the natural light floods in every room. The covered lanai is a true entertainer’s dream! Relax in the screened in shade or enjoy sunbathing next to the gorgeous pool with built in seating features. Just around the corner fire up your favorite meal on the outdoor kitchen grill. Designed with 3 en-suite bedrooms, including an oversized double queen suite, your guests will never want to leave. With over 160 feet of frontage on this corner canal front lot, there is room for all the toys on the canal with a boat lift, day dock and even a kayak floating launch, perfect for kayaking or paddle boarding the Grand Canal. This is the home you have been looking for, where you can have it all and call it home.

395 Avenida Milano, Sarasota

$4,600,000
4 Beds 5 Baths Siesta Plat SubDv. 34242 Zip Code
A rare opportunity to own a charming private home on almost an acre with 84 ft. of seawall located directly on Big Pass with incredible views of the Gulf of Mexico, South Lido Key Beach and Sarasota Bay. The island residence boasts mature trees and lush landscaping providing an old Florida feel nestled above the home and back patio. The walkway leads you to your own private beach and stairs that take you directly into the pristine waters. Perfect for fishing while taking in the mesmerizing views. With 3,844 Sq. Ft., the home has an open concept living space with gorgeous fireplace perfect for entertaining while enjoying the spectacular views. With 4 bedrooms and 4 1/2 bathrooms this spacious split plan home with two living rooms is perfect for multi-generations. Located on the prestigious North end of Siesta Key, Florida, you are minutes from the quaint village of Siesta Key where you will find restaurants, shops, grocery, and night life, and world-renowned Siesta Key Beach. You are just a short drive from downtown Sarasota where you will find all that it has to offer including festivals, art galleries, museums, theatre, opera, ballet, diverse restaurants and bars. Directly on Big Pass, the residence affords unobstructed, panoramic views of the Gulf of Mexico. Witness the mesmerizing sunset hues painting the sky, ensuring daily moments of tranquility. This home offers the best in waterfront living, with privacy, exclusivity, and easy access. Welcome to your own piece of paradise on beautiful Siesta Key and the Gulf of Mexico!

4049 Shell Road, Sarasota

$1,395,000
4 Beds 3 Baths Siesta Cove Sub SubDv. 34242 Zip Code
Under contract- accepting back up offers. This open floor plan, single-story home offers a coastal lifestyle. Located in the highly coveted Siesta Cove subdivision on Siesta Key and spanning nearly 3,000 sq. ft., this 4-bedroom, 3-bathroom pool home is ideal for entertaining and families. The great room effortlessly connects the kitchen, breakfast counter, casual dining nook, and family room, while the chic living room with a fireplace and formal dining room provide additional entertaining spaces. A separate office/den with French doors enhances the versatility of this well-designed home, and the owned solar panels help keep electrical bills low. The expansive outdoor space features a screened lanai overlooking a sparkling swimming pool, heated by owned solar panels, providing ample space to relax and unwind with loved ones. This highly desirable neighborhood is situated less than a mile from the world-renowned Siesta Key Beach, renowned for its pristine white sand and breathtaking sunsets. Nearby, the Village offers restaurants, entertainment, and shopping, adding to the vibrant island lifestyle. Additionally, Glebe Park is just a short walk away, offering youth sports leagues and outdoor recreation for families. Don't miss the chance to make this Siesta Key gem your own. Schedule your private showing today and experience coastal living at its finest!

5317 Siesta Court, Sarasota

$1,675,000
3 Beds 2 Baths Harmony Sub SubDv. 34242 Zip Code
Welcome to your charming mid-century waterfront retreat nestled into a quiet, low traffic neighborhood yet just a stone's throw away from Siesta Beach, consistently voted the USA's #1 beach, and the quaint (and fun) Siesta Village. Enter the home through the lush, low-maintenance tropical landscaping and be delighted by the cozy island atmosphere of this meticulously maintained three-bedroom, two-bath home. Step outside to enjoy the sun or shade lounging by the heated pool and spa, or head to your private dock to launch a kayak or paddle board from the floating dock. Even better, lower your boat from the 7000lb boat lift and head into the beautiful Sarasota Bay to experience the best of waterfront living on Siesta Key. The living room is lined with French doors overlooking the pool and canal and the spacious dining area seamlessly connects to the updated kitchen. The split floor plan allows for privacy in both the master suite and the two additional bedrooms. Inside the spacious two-car garage, there is an additional air-conditioned room, perfect for use as an office or home gym. Abundant parking with room for an RV and boat trailer. Located just 15 minutes from downtown Sarasota, this home offers the perfect blend of island living and city convenience. Don't miss the opportunity to make this peaceful property your new home. Schedule a showing today and experience the best of Siesta Key living. Updated photos coming soon.

4832 Primrose Path, Sarasota