Refine Search
Sort by
$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

$502,000
2 Beds 2 Baths Inlet Apts SubDv. 34242 Zip Code
Discover the epitome of waterfront living in this coastal Siesta Key condo, boasting exceptional water views of Blind Pass & the Intercoastal Waters of the Gulf of Mexico. This pet-friendly community offers kayak storage and launch facilities, along with a heated community pool right on the water’s edge. For boating enthusiasts, boat docks are available for vessels under 26 feet to explore the vast network of waterways with no bridges to Bay. This condo has been meticulously updated with custom finishes throughout, featuring luxury vinyl & tile flooring making weekend chores a breeze. The open floor plan extends into a spacious 23-foot all-season lanai equipped with both glass sliders and screens, allowing for year-round waterfront enjoyment in a bright and ambient setting. End each day as you relax with al fresco dining while enjoying the magnificent Sunsets. Comfort meets convenience with two private bedrooms & two full bathrooms, ample closets, and storage space throughout. The primary bedroom is an ensuite with glass sliders opening to the lanai, offering stunning waterfront views. Bathrooms are modernized with Kohler floating vanities, under-vanity lighting and custom wall and flooring tile designs. Additional features include a breakfast bar and stainless appliances in the open kitchen design, a large stackable LG washer and dryer within the unit, as well as a proven track record of seasonal and annual rental history opportunities. Located with easy access to the free Siesta Key Trolley, residents can effortlessly reach the world-famous Siesta Key Beach or Siesta Key Village. Turtle Beach and several waterfront restaurants are also conveniently accessible, enhancing the allure of this exceptional property. With a dedicated parking space and ample guest parking, this condo is a rare find in a sought-after location. Experience the pinnacle of coastal luxury and make this Siesta Key gem your new home or investment opportunity.

9200 Midnight Pass Road Unit 21, 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

$2,150,000
5 Beds 6 Baths Sanderling Club SubDv. 34242 Zip Code
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, Sarasota

$1,340,000
3 Beds 3 Baths Siesta Isles SubDv. 34242 Zip Code
Nestled in the heart of picturesque Siesta Key, this stunning turnkey 3-bedroom, 3-bathroom single-family home offers the perfect blend of luxury, comfort, and convenience. As you step inside, you're greeted by an expansive open concept living area, complete with vaulted ceilings that enhance the sense of space and elegance. Natural light floods through large windows, creating a warm and welcoming atmosphere that is perfect for both relaxation and entertaining. The home boasts a spacious primary suite, designed for ultimate comfort and privacy, featuring an en-suite bathroom that promises a tranquil retreat from the hustle and bustle of daily life. A second bedroom also includes an en-suite, offering guests or family members their own private space. The kitchen opens seamlessly to the living and dining areas, ensuring that whether you're cooking up a storm or hosting a gathering, you're always part of the action. With ample storage, and sleek countertops make this kitchen a chef's dream. Step outside to the backyard oasis, where a sparkling pool awaits, complete with a mesmerizing water feature that adds a touch of serenity. The pool area is the perfect spot for soaking up the Florida sun, hosting barbecues, or simply enjoying a quiet evening under the stars. For those who require a bit more space, the oversized two-car garage offers ample room for vehicles and storage, ensuring that your space remains clutter-free. Situated just a 1/4 of a mile from the world-renowned Siesta Key Beach, this home places you minutes away from pristine white sand beaches and crystal-clear waters. The Village of Siesta Key, with its charming shops, restaurants, and entertainment options, is only 3/4 of a mile away, making it easy to enjoy the best of what Siesta Key has to offer. This property is not only a luxurious residence but also a proven investment, boasting a great rental history. Whether you're looking for a permanent home, a vacation getaway, or a lucrative rental property, this home on Siesta Key offers it all.

5322 Cape Leyte Drive, Sarasota

$2,275,000
4 Beds 3 Baths Bay Island Park SubDv. 34242 Zip Code
Welcome to Bay Island, the Gateway to Siesta Key! This beautiful home is the beginning of enjoying the Siesta Key lifestyle. With 3500 sf under roof you can enjoy all the amenities Siesta has to offer. The tropical landscaping of the property alone will make you feel like you are on vacation. The home sits on 2 lots -located on both Anglin Drive and Flamingo Drive - offers you complete and total privacy. The open air pool is surrounded by beautiful travertine, a large area for entertaining, and covered decks on the front and back of the second level. The back deck is completely tiled and has ceiling fans as well as wired for outdoor speakers. It truly feels like you are at a fine resort! Everything from the inside out is just 4 years old. Arrive through a beautiful entryway with new staircase and new LVP flooring throughout. When you turn the corner you are welcomed into an open floor plan that is filled with lots of natural light. The living room has a new natural gas fireplace that adds a beautiful ambiance and a touch of elegance. The kitchen boasts an expansive quartzite island and features all Thermador appliances - including a gas stove, fridge and freezer columns and a dishwasher. The island is filled with storage drawers and undercounter pull out shelving. All cabinet drawers and doors are soft close. Walk out the new French doors onto an oversized, covered deck and take in the beautiful tropical landscaping. The owner's suite is located on the main living level and comes equipped with a spacious walk-in closet, a beautiful bath with a 10' double vanity and large walk-in shower. The main living area also features a nice cozy den that can easily be turned into a 4th bedroom. Located on the third level are two very large guest rooms as well as a fully remodeled bathroom. At the end of the day step out onto the third-floor deck and enjoy spectacular sunsets in your own home! The home as of late 2019 has all new siding, new roof, electrical and plumbing and irrigation. All the French doors and windows are hurricane rated. There are two new HVAC units as well. This home is perfect for weekly short term rentals within Sarasota City limits. Living on the North end of the island is perfect for a quick getaway to the beautiful chrystal sands of Siesta beach or a night in the village. Take a short trip over the bridge and enjoy all the amenities that Sarasota has to offer. You are close to downtown, Selby Gardens or shopping at the beautiful St. Armands.

3458 Anglin Drive, Sarasota

$1,700,000
2 Beds 2 Baths Ocean Beach SubDv. 34242 Zip Code
Priced to sell! Situated on a sprawling, nearly 14,000-square-foot waterfront lot, this unparalleled residence is a testament to the timeless allure and simplicity of contemporary design. Originally constructed in 1970, this custom-built two-bedroom, two-bath plus office home underwent a meticulous, top-to-bottom transformation completed in 2015 under the visionary guidance of Leader Design, an esteemed Sarasota-based architecture firm renowned for its award-winning designs. The interior of this exceptional home was reimagined to embrace the essence of open-concept living, with the strategic removal of interior walls to seamlessly merge the kitchen, living, dining, and family room areas; contemporary wall cabinets and shelving were imported from Vitsoe in England. Accentuating the breathtaking views of the canal and majestic live oak trees, every detail was meticulously crafted to evoke a sense of spaciousness and serenity. No expense was spared in the renovation process. The residence boasts top-of-the-line finishes and fixtures throughout. PGT impact windows and sliding glass doors invite natural light to cascade throughout the interior, featuring low-maintenance, polished concrete floors. The result is an inviting sanctuary perfectly tailored for the quintessential Florida lifestyle, where indoor and outdoor spaces harmoniously coalesce. In 2020, a visionary plan was realized to enhance the exterior, culminating in the addition of a luxurious saltwater pool with custom features, a pool deck featuring custom-designed pavers with embedded Florida seashells, an expansive covered pergola and Ipe deck complete with an outdoor gas kitchen and Green Egg grills, and an outdoor shower beckoning residents and guests to indulge in moments of leisure and relaxation. A meticulously landscaped oasis, replete with walking paths, lighting, and majestic live oak trees, offers a serene retreat from the hustle and bustle of everyday life. The private boat dock with a 10,000-pound lift and seating on 118 feet of waterfront offers unparalleled access to the azure waters of the Gulf Coast. Designed harmoniously with the lush surroundings, this outdoor haven beckons residents to unwind amidst the tranquil backdrop of swaying palms and shimmering waters. A standing seam metal roof ensures both durability and style. Hard to find, authentic mid-century modern-designed furniture from original manufacturers (Herman Miller, Knoll, Room and Board, Blu Dot) is available. Revel in the island lifestyle with Siesta Beach's renowned white quartz sands, the azure waters of the Gulf of Mexico, and vibrant Siesta Village's offerings just moments away. Indulge in downtown Sarasota's cultural delights, dining, and entertainment within arm's reach. Discover the epitome of island living on Siesta Key, where every detail reflects a commitment to excellence and refinement.

4644 Higel Avenue, Sarasota

$6,400,000
4 Beds 3 Baths Bay Island SubDv. 34242 Zip Code
Welcome to one of the most desirable properties on Bay Island, “The Gateway to Siesta Key”. 609 Norsota Way is now on the market for the first time in over 42 years! The location of this exquisite piece of paradise offers one of the most impressive, unobstructive bay views of Downtown Sarasota, The Ringling Bridge, Bird Key, Lido Key, and the breathtaking sunsets Florida’s west coast in known for. Nestled in the highly sought-after north end of Siesta Key, this residence boasts 4 bedrooms and 3 bathrooms, set on a remarkable 25,000+ square foot property. The awe-inspiring bay frontage spans an impressive 330' along two sides, featuring one of the only private boat basins on all of Sarasota Bay. Unleash your artistic vision in this property that serves as a canvas for your creativity. You can choose to craft your own masterpiece home or restore the charming existing structure to its former glory. The property offers endless potential for entertainment and indulgence in resort-style living surrounded by the serenity and splendor of Sarasota Bay, while the private boat basin grants direct access to the pristine waters of the Gulf of Mexico. Picture embarking on leisurely cruises or thrilling water sports adventures, creating enduring memories as you set sail from your private backyard. Poised above the tranquil bay waters, this property provides unparalleled panoramic views of enchanting sunsets, city lights, and the breathtaking beauty of nature. Seize this opportunity to own one of the most remarkable properties in Sarasota, where character converges with potential in an extraordinary setting. Your chance to own this distinctive waterfront haven awaits—call today for a private showing!

609 Norsota Way, Sarasota

$1,650,000
6 Beds 6 Baths Siesta Estates SubDv. 34242 Zip Code
This luxurious John Cannon built home is in a small gated community that is just a short walk to the world famous Siesta Key beach. Enjoy privacy and security at the end of a Cul-de-sac in this well maintained 6 bedroom, 5 ½ bath home, and is being offered Turn-Key furnished. It's the perfect home for Vacationing with Family and Friends. Features include a beautiful Kitchen with granite counter tops and high end solid wood cabinets, 20’ tray Ceilings, state of the art security system, natural gas heated pool and hot-tub, gas fireplace, three A/C zones, Pool bath, and lots of beautiful artwork. The master Bedroom is on the first floor with large sliders leading to the pool deck and the stunning master bath includes double sinks, a soaking tub, and a separate shower with built-in sauna. There is a second Master bedroom suite on the first floor that is currently being used as an office, but has a it’s own bath and walk-in closet. On the second floor there are 5 large bedrooms and 3 full baths, one bedroom is being used as a billiards room. A new tile roof was just installed in 2024. Lawn maintenance is included in the HOA fee. Everything in the home (except a few personal items) can be included in the sales price. Call for a showing today, you will be impressed. The house and garage has never been flooded.

5598 Siesta Estates Court, Sarasota

$1,630,000
4 Beds 4 Baths Point Of Rocks Terrace SubDv. 34242 Zip Code
A must see duplex situated on Siesta Key where the ' Number 1' beach in the world is located. This complex is within a 5 minute walk on Crescent Street to a public access. The double 2 bedroom/2 bath unit comes 'turn-key' furnished and ready for occupancy. The present owners family has owned it since it was built in 1969 and kept it well maintained. The second unit has not been rented and only occupied by family and friends. The property is within walking distance to restaurants , boating, shopping and the Siesta Trolley stops. The Trolley will take you to SIESTA VILLAGE (no charge) where you can enjoy more shopping, restaurants and Kilwins ice cream store. They also make stops at Siesta Key beach which has been chosen as the NUMBER 1 beach in the world many times. The sand on this beach is white quartz and is very fine. Downtown Sarasota (CBD) excels in fine dining along with Van Wezel Performing Arts Hall, Sarasota Opera, The Players Studio plus Selby Botanical Gardens, Burns Court area, John Ringling Museum/House and much more. West of downtown is the famous St Armands for shopping/dining, Lido Beach, Mote Marine Laboratory and Aquarium. Sarasota International Airport (SRQ) is only a couple of mies from downtown. Great opportunity to own an excellent income property or family compound on Siesta Key.

1131-1133 Crescent Street, Sarasota

$1,250,000
3 Beds 2 Baths Siesta Isles SubDv. 34242 Zip Code
Siesta Key Waterfront Opportunity. BEACH & BOAT! A beautiful LONG view down the canal. Almost 2000 SF, this well maintained 3/2 home located in the highly desirable Siesta Isles is just waiting for you to call it your own. The kitchen and one bathroom have been updated along with a new air conditioning. The spacious owners suite overlooks the 50 feet of water frontage and has two walk in closets, and a sliding glass door out to the extra sized screened lanai. The large backyard with direct water front is waiting for your design. A beautiful vast lot with ample room for a POOL. This home has great bones and is just waiting for the new owner to make it their own. Please contact us to see this very special one of a kind property.

5544 Contento Drive, Sarasota

$2,000,000
3 Beds 4 Baths Siesta Key / Sarasota SubDv. 34242 Zip Code
Nestled on a secluded one-acre lot, this coastal-inspired home offers a blend of luxury, privacy, and unobstructed views on the widest part of the peaceful Heron Lagoon. This estate is a true waterfront paradise and was completely renovated in 2019. The home features an open-concept floor plan with architectural details and custom finishes throughout. The living room is filled with natural light through a wall of sliders that access the outdoor pool, spa, and patio. The kitchen is incredible, with ample cabinetry, a custom-designed island with a granite countertop, stainless steel appliances, and is conveniently located between the formal dining room and living room. The adjoining breakfast nook offers stunning views and features a two-story quarried stone wall and large custom windows. The second floor is home to the spacious primary bedroom suite, which includes a 30-foot custom built-in window box, two sitting areas, and a luxurious bath with a soaking tub, dual pedestal sinks, and a walk-in closet. The office and gym can easily be converted into two additional bedrooms if desired. Outside, the property features an expansive waterfront pool and spa surrounded by a paver pool deck, a covered poolside area for watching sunsets or dining al fresco, and large front, side, and rear yards. The backyard also offers access to the water, perfect for fishing, kayaking, paddleboarding, and swimming. Additional features of this exceptional property include a circular driveway with mature pine trees, a second-floor balcony with Trex composite decking, and a lower level with storage, a separate entrance, and a garage that can accommodate four cars. Extensive renovations completed in 2019 include a 50-year tile roof, PGT custom hurricane-impact windows and doors, four state-of-the-art Lenox HVAC units, and much more. The property is also zoned for a second home/guest house, and a dock was previously permitted. With its prime location on Siesta Key, this estate offers the perfect blend of luxury living and waterfront paradise. Just a short walk from your front door, you will find your private marina and the sands of Turtle Beach, while the world-famous Siesta Key Beach and Siesta Village are just a short distance away.

8424 Midnight Pass Road, Siesta Key

$8,100,000
4 Beds 7 Baths Siesta Rev SubDv. 34242 Zip Code
Nestled within the coveted north end of Siesta Key, this extraordinary residence boasts a blend of modern & contemporary elegance. Situated on an expansive lot spanning approximately 0.45 acres along the scenic Roberts Point Rd, the home welcomes you through private gates into your own secluded sanctuary. Possessing a spacious driveway with garages accommodating up to 7 vehicles (5-car garage with 2 car lifts), the magnificence of this home is evident from the moment you arrive. Embellished with lavish landscaping & showcasing a grand entrance featuring a striking 6-foot by 12-foot pivotal door, this home sets a tone of unparalleled luxury. Step inside to discover a blend of state-of-the-art technology and top-of-the-line kitchen appliances catering to the discerning chef & family alike. Enjoy breathtaking views of Nettie Bayou, providing access to exceptional boating waters and direct routes to Sarasota Bay and the Gulf of Mexico. Conveniently located near renowned beaches such as Siesta Key Beach, Lido Beach & the Venice jetty - this luxurious residence ensures easy access to waterfront bliss. Designed by DSDG (Mark Sultana) Architects, the open-concept layout on the main floor seamlessly integrates the kitchen, dining area, family room, movie room, butler's pantry, additional pantry with a refrigerator, office, & half bath. Expansive sliders extend the living space to an outdoor oasis featuring a kitchen, fire pit, & dining area with electric roll-down screened enclosures & a pool bath for ultimate comfort. The stunning pool/spa area, enhanced with fire bowls offering a perfect retreat for relaxation & entertainment. Ascending to the mid-level you will discover a private guest room with an en suite & a private office/yoga room. Continue to the upper floor, where the sprawling primary suite awaits, featuring his & her spacious walk-in closets, a coffee bar, and a luxurious master bathroom with a water room. Spectacular water views & a large private balcony enhance the allure of the primary suite, while the second & third bedrooms on this level offer equally stunning views, spacious accommodations, en suite and privacy. Convenience is key with a laundry room located on the upper floor, equipped with all the amenities for storage & washing. An additional bonus area/gym on the garage level offers panoramic views of the car lifts and vehicles, enclosed with glass & featuring a half bath & mini split a/c unit. The home is equipped with an elevator & a 60k Generac generator with a 1,000 gallon propane tank to run the entire home down to landscape lightning through any power outage with ease & comfort. The home is adorned with exquisite lighting fixtures throughout, with a beautifully designed wine area greeting you upon entry. Additional enclosures ensure privacy & security for the side & backyard areas. A 16,000lb boat lift with a dock adds to the beauty, inviting you to bring your boat & explore the waters at your leisure. Enjoy leisurely walks through the serene neighborhood, with minimal traffic and panoramic water views. Shell Beach, just a short distance across Higel Ave, offers a peaceful escape with its pristine pure white sand & lovely sunsets. Experience the charm of the village with its exceptional restaurants, shops, & the renowned Siesta Key Beach, easily accessible by golf cart, bicycle, or car. We eagerly await the opportunity to introduce you to this extraordinary home & help you make it your own. Turnkey is an option! Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

3960 Roberts Point Road, Sarasota

$1,442,000
3 Beds 2 Baths Hidden Harbor SubDv. 34242 Zip Code
***MAKE AN OFFER*** SIESTA KEY ISLAND LIVING AT ITS BEST! Nestled away on Siesta Key, you’ll find the neighborhood of Hidden Harbor – the tree-lined canopy streets with private paver roads add to the OLD FLORIDA TROPICAL CHARM of this highly coveted gem of a community. Whether you’re looking for a permanent residence or a second home retreat, this delightful home fits the bill! With 3 BEDROOMS, 2 BATHROOMS, a 2-CAR GARAGE and a HEATED POOL WITH SPA, this home sits on JUST UNDER A HALF ACRE and will surely capture your heart! The large circular driveway has a gate off to the right of the home leading to the huge, fenced-in backyard – perfect for privacy and keeping your “toys” hidden away! Welcoming warmth with character & charm is what you’ll find upon entering this home. The sweeping curved staircase draws your eyes up to the beautiful natural wood clad cathedral ceilings. From there, the living room impact sliding glass doors lead out to the expansive screen-enclosed back deck, perfect for entertaining and then on to the large custom designed, heated pool & spa. Take the staircase up to the 2nd floor where you’ll find the primary owners’ suite with a generous bedroom, walk-in closet, linen closet, ensuite bathroom and additional bonus room currently being used as an office/study space. The spa-like bathroom has been updated with a beautiful stand-alone soaking tub, large picture window, a separate glass enclosed shower with a rain-shower fixture, a double sink vanity with stone countertops. Downstairs you’ll find the 2nd and 3rd bedrooms, guest bathroom, inside laundry, living room with a coral stone woodburning fireplace, dining room with built-in curio cabinets and gourmet kitchen. Each of the 3 bedrooms has its own private, screened balcony with impact sliding glass doors. The kitchen with its timeless coastal cottage style cabinetry is equipped with Viking appliances. A side door that opens to the deck makes for convenient outdoor grilling! Recent seller updates include NEW POOL/SPA, DECK & CAGE (2020), NEW METAL ROOF (2021), NEW A/C (2024). Centrally located between the North & South bridges to Siesta Key and just a mile to Siesta Key Beach, you’re going to love being able to play on the white powder sand and enjoy the aqua marine waters of the Gulf of Mexico any time you wish! SCHEDULE YOUR SHOWING TODAY!

5310 Hidden Harbor Road, Sarasota