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$1,300,000
3 Beds 2 Baths Siesta Isles SubDv. 34242 Zip Code
Enjoy true Florida living on Siesta Key on this high & dry lot in beautiful Siesta Isles. This one level home offers nearly 1900 sf of living space set on a 104' wide deep-water canal lot with access to Roberts Bay, the Intracoastal, and the Gulf of Mexico. NO STORM DAMAGE during the recent hurricanes! Move right in and update it to make it your own. Offering a Split Plan of 3 bedrooms, two full bathrooms, office, art studio, and a spacious enclosed Florida Room with loads of natural light. Enjoy watching the boats cruise by from the private Gazebo overlooking 104 ft. of canal waterfront. Plenty of outdoor space in the large, fenced yard with a sweet Mango tree - this shade tree produces fruit every year and is surrounded by a brick paver patio and walkways. The home has been re-plumbed during a prior remodel along with a new roof. Bring your boat or kayak and enjoy waterfront living in Sarasota. The community with 4 miles of salt water canal front waterways and a short bike ride to the #1 rated Siesta Key Public Beach. Room for POOL and BOAT LIFT.

5402 Shadow Lawn Drive, Sarasota

$1,100,000
3 Beds 3 Baths Sanderling Club SubDv. 34242 Zip Code
House has recently been torn down. Welcome to your private paradise nestled within the exclusive Sanderling Club on coveted Siesta Key. This magnificent estate spans over an acre and boasts an impressive 150 feet of pristine water frontage, offering unparalleled views and access to the sparkling waters of Heron Lagoon. This expansive lot provides an opportunity for those with a vision to build their perfect home. With over 1 acre of lush, landscaped grounds ensuring privacy and tranquility, the property offers ample space to create your own oasis. The 150 feet of stunning water frontage with private dock, allows for kayaking, fishing or simply soaking in breathtaking sunsets. Imagine designing your dream home with spacious living areas, abundant natural light and panoramic water views. The outdoor living space has the potential to become a true oasis that has multiple options for lounging areas perfect for hosting gatherings or enjoying quiet moments. Located in the Sanderling Club, the private club offers exclusive amenities including private beach access, private boat docks, tennis and pickleball courts, and a clubhouse designed by renowned architect Paul Rudolph. Situated just minutes from the vibrant Siesta Key Village, renowned for its dining, shopping, and entertainment options. The estate provides a secluded and peaceful living environment. This is a rare opportunity to own a piece of paradise in one of the most sought-after locations on Siesta Key. The potential to create your dream waterfront residence is limitless. Property being sold AS-IS. Schedule your private tour today and discover the unparalleled lifestyle that awaits you in the Sanderling Club.

7536 Midnight Pass Road, Sarasota

$950,000
3 Beds 2 Baths Sarasota Beach SubDv. 34242 Zip Code
Siesta Key waterfront home, prime location and endless potential! Location, location, location. This exceptional Siesta Key beach home is just near world-famous Siesta Beach and vibrant Siesta Village, offering easy access to top-rated dining, shopping and entertainment. On a large, beautifully landscaped lot along the coveted Grand Canal, this property is a rare find with direct waterfront access, a spacious composite deck and a private boat slip, a boater’s paradise. Whether you're looking for a prime investment property or the ideal place to build your dream home, this home offers limitless possibilities. Renovate and add your personal touch to the home or start fresh and design a custom waterfront retreat in this extremely desirable neighborhood. The property recently experienced water damage during storms but has been mitigated, offering a blank slate for your vision. Additional highlights include a newer metal roof in 2021, a pool, a screened lanai and low-maintenance hardscape landscaping, all set against the backdrop of Siesta Key’s breathtaking beauty. Don’t miss this rare opportunity to own a slice of paradise. Act fast as this one won’t last! Being sold as-is.

431 Avenida De Mayo, Sarasota

$1,200,000
3 Beds 2 Baths Siesta Isles SubDv. 34242 Zip Code
Nestled in the highly sought-after Siesta Isle neighborhood, this exceptional 14,000+ sq. ft. corner lot presents an unparalleled opportunity to create your dream home just steps from the main entrance of world-renowned Siesta Key Beach. Whether you choose to remodel the existing two-bedroom, two-bath single-family home to your specifications or build an exquisite custom estate, this prime location offers limitless potential. Unbeatable location! This home is the closest lot to the main entrance of Siesta Key Beach currently available for sale, without the premium price of being directly on the sand. Enjoy unparalleled access to one of the worlds most renowned beaches, just steps from your doorstep. A rare opportunity to own prime real estate in this highly sought-after area!

5602 Cape Leyte Drive, Sarasota

$1,960,000
3 Beds 2 Baths Siesta Gulf View SubDv. 34242 Zip Code
Step into the realm of unparalleled luxury at this one-of-a-kind organic modern beachfront condo, a meticulously designed and professionally finished residence that has been transformed down to the framing by the designer and builder as their personal home. Offered fully furnished, this 3-bedroom, 2-bathroom masterpiece boasts a coveted Gulf-front location with expansive water views and private beach frontage exclusive to owners and guests. The moment you enter, you’ll be captivated by the organic elegance of American clay hand-troweled plaster walls and hand-crafted finishes throughout. The expansive Gulf-front lanai, enclosed with brand-new 5-track impact glass sliders that stack to one side, creates a seamless transition between indoor and outdoor living, offering a front-row seat to the stunning Gulf waters. Additional stacking sliders in the master suite invite the breathtaking views throughout. The chef’s kitchen is a true culinary marvel, perfectly designed to incorporate the spectacular Gulf views. Featuring a large 36” Italian range, premium designer jumbo quartz slabs with full-width mitered waterfall edges on the peninsulas, black walnut live-edge open shelving, and a striking chevron marble backsplash, this space is both functional and beautiful. Every inch of this home reflects meticulous craftsmanship and luxurious upgrades. The spa-like master suite is outfitted with designer Grohe faucets, linear drains, and premium one-piece Toto water closets. The second bathroom showcases a striking artistic hombre tiled wall, adding a touch of visual intrigue. Large-format tile slab floors and accent walls are thoughtfully paired, creating an atmosphere of refined sophistication throughout. Beyond the exquisite interior, this condo offers practical enhancements, including fully updated plumbing, a Stiebel tankless water heater, a whole-home carbon block water filtration system, and a fully updated electrical system with automated LED lighting operable via smartphone. Whisper-mat sound barriers ensure peace and quiet throughout, while level 5 hand-troweled ceilings elevate the aesthetic to new heights. Siesta Gulf View is more than just a residence—it’s a lifestyle, nestled within a meticulously run, well-capitalized community that embodies care-free coastal living. The HOA proactively addresses major updates. Minimal hurricane impact and completed repairs ensure peace of mind, with no anticipated assessments. Beyond your doorstep, enjoy the world-renowned white sands of Siesta Beach and the vibrant charm of Siesta Village just steps away. This Gulf-front complex offers unparalleled amenities, including a heated pool, tennis courts, fitness center, beachside grilling and picnic areas, a clubhouse with private kitchen, and under-building parking with ample guest spaces. Located at the heart of paradise and within 15 minutes of downtown Sarasota’s cultural and dining scene, this distinguished residence invites you to embrace the pinnacle of island living. Arrange your private tour today and discover the perfect balance of sophistication, convenience, and elegance on Siesta Key.

420 Beach Road Unit 407, Sarasota

$1,701,000
3 Beds 3 Baths Bay Island Shores SubDv. 34242 Zip Code
Dreaming of waterfront living on Siesta Key? This rare and exclusive Bay Island property is your chance to create the home of your dreams while basking in one of Sarasota's most prized locations. With an impressive 70 feet of seawall and sailboat water, this oversized 12,900-square-foot lot is as exceptional as it gets. Enjoy direct access to Sarasota Bay with quick entry to Big Pass and the Gulf of Mexico—ideal for boat lovers who crave effortless days on the water. Nestled on the north end of Siesta Key, this lot offers a premier address that provides a perfect balance of privacy and connectivity. You'll find yourself just minutes from the vibrant shops and restaurants of Siesta Key Village and the world-famous Siesta Key Beach, with its powdery quartz sands that attract visitors from all over the globe. When you're craving a cultural escape, downtown Sarasota is just a short drive away, offering galleries, theater, and fine dining. This coveted neighborhood on Bay Island is surrounded by some of Siesta Key's most admired homes, known for the exclusivity and ease of lifestyle it offers. The existing home is being removed, and the pool is being filled, leaving you with a blank canvas to design and build a custom waterfront masterpiece perfectly suited to your vision. Opportunities like this are rarely available, making this property a true gem for anyone seeking premier waterfront living. Reach out today—this is your chance to own a piece of paradise on Siesta Key.

527 Freeling Drive, Sarasota

$1,100,000
3 Beds 3 Baths Harmony Sub SubDv. 34242 Zip Code
Welcome to your dream home in the highly sought-after Harmony subdivision! This stunning single-family residence is situated on a serene canal, featuring an impressive 120' of newer concrete seawall, perfect for those looking to embrace the waterfront lifestyle. Bring your boats and jet skis, as you can easily add your own dock, allowing for quick access to Sarasota Bay and the breathtaking blue waters of the Gulf of Mexico. As you step inside, you'll be greeted by an abundance of natural light streaming through numerous skylights, floor-to-ceiling windows, and glass sliders, all showcasing picturesque views of the water and the gorgeous, heated in-ground pool. The lushly landscaped backyard offers a tropical oasis, ideal for relaxation and entertainment. This expansive property boasts over 2,500 square feet of open living space, featuring 4 bedrooms, including 2 with en suites, providing ample room for family and guests. With one of the larger waterfrontages in the area, you have the perfect opportunity to build the home of your dreams or restore the remediated structure currently in place. Enjoy the tranquility and privacy of a single-family residential neighborhood while being just minutes away from the vibrant Siesta Key village and the pristine sandy shores of Siesta Key Beach, with the closest access point conveniently located under a mile away. Don't miss this opportunity to own your own piece of Siesta key paradise!

4857 Primrose Path, Sarasota

$700,000
3 Beds 4 Baths Bay Island Park SubDv. 34242 Zip Code
INVESTOR'S DREAM!!!! On Siesta Key's coveted Bay Island awaits this former beauty. It needs almost a full rehab to be restored to its former glory after recent hurricane damage, but the major components, such as the HVAC (4 years) and water heater (1 year old) are still intact and functional. From the circular driveway, you are welcomed by a garden courtyard. You'll enter the double French front doors into a foyer and an open floor plan creating a natural flow throughout the one-level living space. Open the sliding glass doors to the south facing screened lanai that showcases the heated saltwater pool with a waterfall, paver deck, and poolside patio with a retractable awning. In addition, there is an east-facing screened lanai with enough space for a seating area and grill. Two primary bedroom suites on opposite sides of the home offer lots of privacy. One of the primary suites has a large walk-in closet, dressing area and a beautiful Japanese soaking tub and zero-entry rain shower. The adjoining office has a view of the charming courtyard with separate access, if desired, through sliding doors. Located minutes from Siesta Key North Bridge offers quick access to downtown Sarasota's entertainment, dining, and shopping. Take a quick visit to Shell Road Beach, less than one mile away to enjoy Florida's sunset.

3455 Anglin Drive, Sarasota

$1,600,000
3 Beds 3 Baths Excelsior Beach To Bay SubDv. 34242 Zip Code
Discover this RARE and exquisite waterfront condominium home with deeded beach access on Siesta Key! Offering over 36 feet of unparalleled intracoastal water views, this masterpiece is located at Excelsior Beach to Bay. This furnished 3-bedroom, 3-bathroom end-unit residence is situated above your private 2-CAR GARAGE and is located directly on the intracoastal waterway. With hurricane impact windows throughout, you can enjoy the stunning views with complete peace of mind. As you step inside, you're immediately greeted by the floor-to-ceiling impact-rated windows that allow natural light to pour in and create an airy atmosphere. Premium touches, such as travertine flooring, luxurious carpeting, and electric Hunter Douglas shades, make this space feel warm and inviting. Recent upgrades include a redesigned kitchen and wet bar (2023), a renovated primary bathroom (2022), newer carpeting throughout, a water softener system, and a new HVAC system and hot water heater installed in 2024. Additionally, the residence is equipped with an EV car charger, installed in 2024. The updated chef-inspired kitchen is a true masterpiece, featuring sleek Dekton countertops, soft-close Schuler custom cabinetry, and top-tier appliances, complete with an induction stove. Relax by the wood-burning fireplace or unwind at the wet bar, both perfect for entertaining guests while watching the boats pass by. With deeded private beach access, this home offers easy access to the pristine sands and waters of Siesta Key Beach. Excelsior is a pet-friendly community that offers an array of resort-style amenities, including 2 heated pools, a fitness center, clubhouse, tennis/pickleball courts, shuffleboard, barbecues, and a fishing pier on the intracoastal waterway. Hop on the free trolley to explore the best shopping and dining at Crescent Village or Siesta Village, just minutes away. Call for your private viewing today, because this condominium home with a 2-car garage will not last!

6283 Midnight Pass Road Unit 6283, Sarasota

$1,800,000
3 Beds 4 Baths Bay Island SubDv. 34242 Zip Code
Exceptional Waterfront Property on Siesta Key – A Boater’s Dream nestled on the north end of Siesta Key. Set on over 71 feet of prime seawall frontage along the pristine Hudson Bayou—one of Siesta Key’s clearest and most sought-after canals—this property offers unparalleled views and the chance to witness dolphins and manatees playing right in your own backyard. With direct sailboat access to the bay and Intracoastal Waterway, and no bridge restrictions, this location is a true haven for boaters. The property features a large composite dock with a 16,000-pound boat lift, as well as a floating dock for two jet skis, complete with electrical hookups for added convenience. Though the home has sustained storm damage and is being sold “as-is” for land value only, this is a rare opportunity to either renovate the existing structure or rebuild your dream home in this highly desirable location. Just minutes from the vibrant Siesta Key Village and the world-renowned Siesta Beach, you’ll enjoy the best of both worlds—privacy and tranquility, with easy access to shopping, dining, and entertainment. Survey and Elevation Certificate available upon request.

3532 Flamingo Avenue, Sarasota

$1,200,000
3 Beds 3 Baths Sara Sands SubDv. 34242 Zip Code
A fabulous boating water opportunity - $345,000 price reduction! Professionally remediated and ready for renovation or to build your new luxury home. Welcome to your private, gated garden oasis nestled on boating water in the heart of Siesta Key. Boasting a seamless blend of indoor-outdoor living spaces, this three-bedroom, two-and-a-half-bath residence was storm-damaged, remediated, sanitized, and ready for renovation. The open-concept design effortlessly guides you from room to room, with easy-care tile flooring enhancing the spaciousness. Picture-perfect views of the sparkling pool and lush gardens await. Entertaining is a delight in this home, with the expansive screened pool and spa as the focal point of outdoor gatherings. Bask in the Florida sunshine on the paver deck or seek shade under the covered lanai area — the choice is yours. Beyond the pool lies a sprawling, landscaped tropical yard that gently slopes towards the waterfront, offering a serene backdrop for relaxation or outdoor activities. Boating enthusiasts will relish the convenience of the 7,000-pound lift, providing easy access to Sarasota Bay, the Intracoastal Waterway, and the Gulf of Mexico. Whether you prefer kayaking, paddleboarding, or fishing, your waterfront haven provides endless opportunities for aquatic adventures. The floor plan offers a primary bedroom suite and bath, and two additional guest bedrooms. Indulge in the Bali-inspired guest bath with its indoor-outdoor shower, adding a touch of tropical paradise. Beyond the confines of your oasis, explore the world-renowned Siesta Beach, just moments away, where powder-white sands and breathtaking sunsets await. Discover the vibrant culture of nearby Siesta Village, with its eclectic boutiques and restaurants, or venture to downtown Sarasota for a taste of urban sophistication and cultural richness. With its unparalleled location and laid-back elegance, this property offers the perfect sanctuary to embrace the carefree beach lifestyle you've always dreamed of. Don't miss your chance to make this exquisite retreat your own — and embark on a journey to waterfront luxury living on Siesta Key.

5140 Windward Avenue, Sarasota

$990,000
3 Beds 2 Baths Siesta Beach SubDv. 34242 Zip Code
A HURRICANE SURVIVOR SUPERSTAR--NO DAMAGE HERE!! This CHARMING COASTAL HOME invites you to live the ultimate seaside dream! This home has been IMPECCABLY MAINTAINED and is in a GREAT LOCATION! Only 1.4 miles to the ICONIC #1 rated SIESTA KEY BEACH and 2.4 miles to SIESTA KEY VILLAGE. Surrounded by vibrant, beachy charm, this home offers the perfect escape- where relaxation meets adventure. Your new home offers tranquil living in a secluded serene ambience just a few minutes away from all that SIESTA KEY has to offer. This home has a split floor plan and offers a seamless transition between indoor and outdoor living with four sliders to the beautiful, huge caged pool lanai from the primary bedroom, the dining room, the family room and another bedroom. This lanai is quite unusual with a very large covered area making it ideal for entertaining regardless of weather! Picture sipping your morning coffee or evening cocktail on your spacious private, secluded lanai. The large impact resistant windows and sliders let the SUN SHINE IN to brighten your every day here in PARADISE! This home has: ALL NEW HURRICANE IMPACT WINDOWS, SLIDERS AND GARAGE DOOR, HVAC was replaced 3/23, EPOXY SEALED GARAGE FLOOR and an ALUMNINUM ROOF. There is a huge walk-in shower in the primary ensuite with a rainfall shower head. A new Bosch dishwasher was just installed in February. Beach more, worry less! Here are some of the highlights of living here from the lovely and active owners: "We love living at the end of a canopy street with it's lush green trees. Not having neighbors on one side of us has made for a very peaceful and quiet experience. Sitting outside with all of the Eureka palms makes you feel like you are in your own oasis. The covered lanai space has been the very best feature. The lanai covering allows us all to be outside in the sun or rain and it is delightful to be able to walk inside to many rooms, including the bathroom. We love the kitchen window with the counter outside. The heated pool has been enjoyed for health and healing. Having two inside gathering spaces and three interior places to eat have been a great detail. Being able to go to Siesta Beach or Turtle Beach in minutes by either walking, car or biking is such a great benefit! Glebe park is about 1/4 mile away and has basketball, baseball, soccer, playground, picnic area and a nice walking track. It is a great place for children and adults. We love to ride bikes to the Village and grab something to eat at the many fine restaurants. Date night to the Made in Rome Gelato---ahhh, it's like you are in Italy. We enjoy riding bikes to Turtle Beach and getting lunch at the grill down there. Every sunset at Siesta Key is the best with multicolor differences every night." This home is perfect for a year-round resident, a snowbird home or an investment property. COME TAKE A PEEK AT A GREAT VALUE ON SIESTA KEY AND MAKE AN OFFER ON YOUR OWN SLICE OF PARADISE! Remember, Beach days keep the doctor away!

5159 Oakmont Place, Sarasota

$3,180,000
3 Beds 4 Baths Siesta Bayside SubDv. 34242 Zip Code
Pre-Construction. To be built. Island retreat meets waterfront luxury in this custom-built masterpiece by renowned builder Allegra Homes. Situated in an exclusive Siesta Key location, this "Laurie Coastal" floor plan offers an extraordinary 2,757 sq. ft. of open, bright living space. Designed with the utmost attention to detail, the home includes 3 spacious bedrooms, 3.5 baths, a study, and a bonus room, providing plenty of room for both relaxation and entertainment. Step outside and experience true Florida living with a screen-enclosed lanai, a private saltwater pool/spa, stunning views of the saltwater canal with south facing exposure. The chef’s kitchen is equipped with top-of-the-line Wolf, SubZero, and Dove appliances, perfect for culinary enthusiasts. The luxurious master suite offers dual walk-in closets and a spa-like bath, while each guest room features an en suite bath for ultimate privacy and comfort. New Seawall and not too far from world renowned Siesta Key beach. Seamlessly transition between indoor and outdoor living with the great room's pocketing glass sliders that open to the lanai. Additional features include a 3-car garage with an epoxy floor, impact Low-E windows and doors, a tankless water heater, and professional landscaping, enhancing both style and functionality. A paver brick driveway and tongue-and-groove wood ceiling on the lanai further elevate the home's elegance. Located just minutes from Crescent Beach and Siesta Village, this home offers the ultimate in waterfront living and access to the vibrant Siesta Key lifestyle. Don’t miss the opportunity to own this incredible home—where modern design and luxurious living come together in perfect harmony!

616 Mangrove Point Road, Siesta Key

$1,100,000
3 Beds 3 Baths Mangroves Sub The SubDv. 34242 Zip Code
This Key West style WATERFRONT home is perfectly situated just South of the Stickney Point Bridge, on a charming canal, with quick access to enjoy the sparkling Intercoastal or Gulf of Mexico with no bridges. If you love boating...Only 4 miles to newly reopened Midnight Pass with no "NO WAKE" zones, 5 miles to Big Pass, and 6 miles to downtown and Marina Jacks. If you love beaches...just .3 miles to Crescent Beach, Turtle Beach is only 2.4 miles, and you have all the restaurants and bars of the south village just a few steps away. Includes PRIVATE and sturdy TREX dock with a 5500lb lift, and floating dock for Jet Ski/Kayaks and water sports. The "private island" vibe is accentuated by lush foliage and a "beach" setting with gorgeous trees and is hardscaped around the pool, spa and fire pit. At 13,581 SqFT lot, the possibilities are endless...remodel, update or build your own dream home. This elevated home has non-conforming space downstairs and 2567 Sq Ft under air upstairs. The Split floor-plan layout is perfect for a family or having guests. Sub Zero Fridge in kitchen plus white cabinets for a simple yet functional space to prepare your meals and snacks. The large living room is bright and sunny has a cozy wood burning fireplace. The Hall bath is remodeled with a modern touch, and is perfectly located just between second and third bedrooms. The Primary Suite is large with a walk in closet, En-Suite Bathroom and has a sitting room/ office adjacent for new owners specific needs. There is a golf cart garage and 2 carports you can access from a circular drive. First floor water intrusion was minimal and has been remediated and new drywall installed and painted. This intimate community has a small enclave of homes and is on a private road, which is enveloped by a canopy of beautiful mature trees.

1226 Sea Plume Way, Sarasota

$2,100,000
3 Beds 4 Baths Somerset SubDv. 34242 Zip Code
This gorgoeus home is being sold FULLY furnished, has a dedicated boat dock/lift, pool, private elevator, in a gated community! Somerset Cove is located on the coveted north end of the world-famous Siesta Key, in Sarasota, FL just a short distance to Shell Beach. This premier community, with only eleven (11) homes on property, is island living at its finest! As you pass through the electronic security gate, you'll immediately feel the tranquility of the beautifully landscaped grounds, complete with ponds, fountains, mature palms, and a private pool. Somerset Cove is situated on deep water Coconut Bayou, there are no bridges that lead directly to Sarasota Bay, the Intracoastal Waterway, and The Gulf. The property's living space, which is 12 feet above elevation, incurred no damage from recent hurricanes. Just beyond the community’s pool, your deeded dock with electric, water, and a 13,500lb lift awaits your boat! This 2,758 sq. ft., three (3)-bedroom, three and a half (3.5) bath townhome includes an extra large three-car garage and an 800 sq. ft. bonus room with an expansive patio. From the garage, the private elevator leads to the upper two floors of a stunningly upgraded and furnished living space. The vaulted two-story living room, with large windows and abundant sunlight, features a gas fireplace and picture frame TV, creating a welcoming environment for family and friends. The gourmet kitchen boasts a large quartz island with a Jenn-Air gas cooktop, new wine fridge, and ample counter and cabinet space. The adjoining eating area, sunlit dining room, and bar are perfect for entertaining. Just off the living room, a two-story lanai overlooks a private pond, offering a serene space to enjoy a cocktail or morning coffee. The main floor also hosts an en-suite bedroom that provides a view of the front pond and fountain, offering visitors their own private space. The third floor features the primary suite, overlooking the back pond and fountain, includes a large walk-in closet, dual sinks, a stand-alone soaking tub, private water closet, an extra-large shower and additional linen closet. The third floor also features another guest bedroom with an ensuite bath. Additionally, the main area on the third floor boasts a loft space with a pull-out couch, and workstation ideal for extended family and visitors. This community has made substantial investments, including new roofs, fresh exterior paint, and a well-maintained dock equipped with new electrical systems, a new pool pump, and a pool heater. The HOA fee covers wind and flood insurance along with grass cutting, landscaping, pool maintenance, dock electric and weekly refuse and recycling pickup. You will quickly realize how rare it is to find a turnkey furnished home of this quality among the private communities of Siesta Key. Set up an appointment today and don't let this incredible opportunity slip away!

3927 Somerset Drive, Sarasota

$1,125,000
3 Beds 2 Baths Gulf & Bay Club Bayside SubDv. 34242 Zip Code
Nestled in the highly coveted Gulf & Bay Club Bayside, this 3-bedroom, 2-bathroom townhouse-style condominium offers breathtaking water views, resort-style living, and the flexibility of weekly rentals – perfect for personal enjoyment or as a lucrative income-producing property. Situated along the peaceful Intracoastal Waterway, this 1,645 sf. property blends comfort, luxury, and income potential in one of Florida's most desirable locations. The home’s thoughtful design combines comfort and function, with an updated kitchen featuring granite countertops, solid wood cabinets, stainless-steel appliances, tile backsplash, and a breakfast bar which flows into the dining area and inviting living room. The primary suite offers a private en-suite dressing area, complete with a walk-in closet, built-in vanity and sink, linen storage, and private access to the ground floor bath. From the living room and primary suite, step into the enclosed Florida sunroom, where serene water views provide the perfect backdrop for spotting dolphins and manatees—an ideal space for relaxation or entertaining. Vaulted ceilings in the living room, Florida room, and primary suite enhance the sense of light and space, while upstairs, two additional bedrooms, bathroom and a versatile office/den area provide options for guests, work, or leisure. This property is offered turnkey furnished, meaning it’s move-in ready, with most furnishings and essentials included for immediate enjoyment or rental. Modern upgrades include dual HVAC, a 2022 electrical system upgrade, 2019 water heater, metal roof ~2015, and newer appliances. Additional conveniences include interior laundry, and a private one-car garage. Gulf & Bay Club Bayside is a gated, waterfront community offering a wealth of resort-style amenities, including coveted private deeded beach access to Siesta Key’s world-renowned quartz sand beaches, two heated pools, tennis and pickleball courts, gas BBQ grills, clubhouse with fitness center and sauna, a fishing pier, and an on-site property manager to facilitate effortless rentals. Perfectly located just minutes from Siesta Key Village’s vibrant shops and restaurants and downtown Sarasota’s cultural attractions, this property provides the ultimate combination of relaxing island living, recreation, and investment opportunity. Schedule your private showing today and discover why this rare waterfront retreat is truly one of a kind.

1341 Siesta Bayside Drive Unit 1341-B, Sarasota

$2,350,000
3 Beds 4 Baths Siesta Cove Sub SubDv. 34242 Zip Code
Virtually Staged. One or more photo(s) have been virtually staged. Immerse yourself in the tranquility of 5331 Siesta Cove Drive, a stunning jewel situated on a corner lot in the premier Siesta Key neighborhood. With a Mediterranean architectural aesthetic that radiates finesse, this residence features a stunningly crafted exterior adorned with European copper domes perfectly poised on an impressive 11’ elevation. Upon entry, one is greeted by an expansive, open concept living space that magnificently fuses the indoors with the surrounding natural beauty. High sweeping ceilings create an enviable sense of space and light, while polished ceramic tile flooring adds a touch of allure. Thoughtful consideration has been given to the common areas, such as the lavish living room, with an undeniable emphasis on comfort and sophistication. The episodic, broad windows let the glow of sunshine in, accentuating the elegant interior nuances. The kitchen is a veritable chef’s delight, replete with spacious cabinetry, and granitic countertops that inspire culinary creativity. The generous breakfast nook provides an intimate and cozy venue for smaller gatherings and casual meals. Outdoors, discover a secluded oasis where the skies, the greens, and the water merge to deliver a serene atmosphere. The sprawling deck, overlooking a large, elevated swimming pool, provides ample room for sun loungers, and al fresco dining setup, with outdoor kitchen. The residence’s strategic location in Siesta Key, FL, rewards its residents with convenient access to local amenities and landmarks. Enjoy being a stone’s throw away from stunning beaches, upscale shopping destinations, refined dining venues, and outdoor recourses. 5331 Siesta Cove Drive offers an extraordinary amalgamation of luxury living and the calm of a beachside residence. Its matchless design, location, and surrounding serenity make it an idyllic haven for those seeking an unparalleled lifestyle in Siesta Key.

5331 Siesta Cove Drive, Sarasota

$2,100,000
3 Beds 4 Baths Siesta Beach SubDv. 34242 Zip Code
The best value for amenities offered anywhere on Siesta Key - elevated, hurricane-safe, and with a pool and boat lift! Welcome to your dream waterfront oasis, nestled in the heart of Siesta Key, FL. This exquisite home, featuring 3 bedrooms and 4 baths across 2,692 square feet of elegantly remodeled living space, is a true testament to luxury and comfort. Ideal floor plan for AIRBNB with 3 ensuite bedrooms over three floors and one extra full bathroom. Extensive recent renovations, estimated at over $250,000, include a new roof installed in 2019, updated AC units, hurricane-impact windows and doors for peace of mind, and Bahamian shutters that lend a touch of tropical elegance. The property sits at a 9’ elevation according to the most recent elevation certificate and has withstood all recent storms impeccably, ensuring security and resilience. The interior radiates sophistication, with an open-concept main level adorned with crown molding, stone, and shiplap accents. The gourmet kitchen, equipped with top-of-the-line KitchenAid appliances, flows seamlessly into the living and dining areas, which open onto a covered travertine-tile porch—perfect for indoor-outdoor living. Wake up each morning in one of two luxurious primary bedroom suites. The mid-level suite is perfect for visitors, while the expansive top-floor suite offers a serene retreat. This top-floor suite includes a large walk-in closet, a dedicated purse closet, an en-suite bathroom with a grand shower and separate soaking tub, and a private balcony overlooking the tranquil Grand Canal and the glistening pool below. A third bedroom with its own private bathroom provides a chic and cozy sanctuary for guests or family members. With all three bedrooms functioning as their own suites, the property is also perfectly set up to serve as an income-producing Airbnb or VRBO rental. Step outside to your private paradise: a renovated waterfront pool with both a heater and chiller for year-round enjoyment. The property also features a composite deck and dock, updated in 2017, complete with a 10,000-pound electric lift—ideal for endless water adventures. With no HOA fees and a location just minutes from Siesta Village and the award-winning Siesta Key Beach, this home offers unparalleled convenience and leisure. This property is more than a home—it’s a lifestyle. With every detail meticulously upgraded and every corner designed for enjoyment, 5159 Oxford Dr is where your waterfront dreams become reality.

5159 Oxford Drive, Sarasota

$1,400,000
3 Beds 3 Baths Siesta Beach SubDv. 34242 Zip Code
Live in it, rent it or enjoy the best of both worlds. Welcome to Hyatt Residence Club Sarasota – Siesta Key Beach, where effortless ownership meets elevated coastal living. Residence 604 at 915 Seaside Drive offers a rare opportunity to own a fully furnished 3-bedroom, 3-bath luxury condominium with sweeping city and skyline views, just steps from the world-famous quartz sands of Siesta Key Beach. This thoughtfully designed residence features an open-concept layout ideal for both everyday living and entertaining. Floor-to-ceiling windows fill the space with natural light, while the gourmet kitchen showcases high-end appliances, custom cabinetry, and premium finishes. The private terrace provides a front-row seat to vibrant city sunrises, and the spa-inspired bathrooms complete the experience of refined comfort. Ownership at the Hyatt Residence Club is truly turnkey. Enjoy a seamless lifestyle with resort-style amenities, including a beachfront pool and spa, state-of-the-art fitness center, private cabanas, and beautifully appointed lounges. Owners and guests benefit from on-site concierge services, housekeeping, a 24-hour staffed front desk, secure access, and reserved owner parking, all within a boutique luxury setting. Perfectly positioned near Siesta Key Village, you’re moments from renowned dining, shopping, nightlife, and endless outdoor activities—from kayaking the mangroves to sunset strolls along the beach. Whether you’re seeking a low-maintenance second home, an income-producing property, or a flexible coastal retreat, this residence delivers unmatched convenience and lifestyle in one of Florida’s most iconic destinations. Turnkey. Timeless. Siesta Key living at its finest.

915 Seaside Drive Unit 604, Sarasota

$850,000
3 Beds 2 Baths Ocean Beach SubDv. 34242 Zip Code
Beautiful home located in the heart of picturesque Siesta Key. This home offers the perfect blend of island living and untapped potential. While recently impacted by Hurricanes Helene and Milton, this property remains a rare gem with endless possibilities to restore and reimagine your dream coastal retreat. Located just minutes from world-famous Siesta Key Beach, this property is your chance to own a slice of paradise! Step into this serene escape surrounded by mature tropical landscaping, offering privacy and tranquility. A tall rock waterfall flows into the recently resurfaced pool that dazzles with mosaic tiles from top to bottom. The Japanese Teahouse in the pool area is a unique feature that adds a touch of elegance and serenity for enjoying peaceful moments surrounded by nature, perfect for entertaining or unwinding in your personal paradise. Open-concept living and dining areas with plenty of natural light. Large windows overlook a private backyard and mature Live Oak. Circular paver driveway and carport for convenient island living. Opportunity Awaits - hurricane damage remediation was performed after Helene by Servpro, but not after Milton’s lower water level, creating a unique opportunity for a buyer with vision to restore or reimagine this property. With its solid structure and unbeatable location, it’s the perfect canvas for creating your dream coastal retreat. Renowned for its sugar-white sand beaches, turquoise waters, and laid-back vibe, Siesta Key offers a vibrant community and easy access to Sarasota’s cultural attractions. Whether you’re an investor or looking to create your forever home, this property is ready for a new chapter. Don’t miss this rare opportunity to bring your vision to life! Siesta Key living starts here! Home is sold as-is.

4431 Ocean Boulevard, Sarasota

$3,100,000
3 Beds 3 Baths Siesta Bayside SubDv. 34242 Zip Code
Indulge in the epitome of waterfront luxury living at this exceptional custom-built residence on Siesta’s grand canal, a five-minute boat ride to open water. Crafted by NC Ferguson with meticulous attention to detail and completed in 2017, this three-bedroom plus office home blends sleek contemporary finishes with comforting style, offering peace of mind with recent hurricane specifications, including impact windows, sliders, doors, and high elevation. Nestled on an oversized waterfront parcel, this home welcomes you with lush landscaping, a pavered driveway, and a spacious three-car garage equipped with an electrical car charging receptacle. Step inside the nearly 2,600-square-foot interior to discover a sprawling great room layout, with its gourmet kitchen, open dining, and living area all adorned with Italian Argento travertine flooring that extends onto the outdoor terrace, creating a seamless indoor-outdoor living experience. The chef’s kitchen is a culinary dream, featuring quartz countertops, a 10’ island with extra thick quartz countertop, high-end Miele appliances including a built-in coffee station and natural gas cooktop, custom Irpinia cabinetry, designer lighting, and two pantries for ample storage. Pocketing sliding glass doors in the living/dining room bring the outdoor spaces inside, while a gas fireplace adds warmth and ambiance. Convenient electric shades offer effortless control of light and privacy, and the main living space easily converts to a home theater with its hidden, remote-controlled projector and screen. Retreat to the luxurious owners' suite, where Caribbean-inspired styling meets modern comfort. Wood floors, tray ceilings, and disappearing corner sliders create a serene atmosphere, while a walk-in closet spanning 16-feet, with custom built-ins, offers abundant storage. The accompanying spa-like bath features double sinks with LED motion sensor vanity mirrors, a water closet with bidet, and a walk-in shower designed for relaxation. The adjacent office provides a convenient workspace. Two additional bedrooms and inspired quartz bathrooms ensure comfort for guests or family members. Step outside to discover an outdoor paradise, complete with private canal views, a summer kitchen, dining and lounge areas, a heated pool with sun shelf and spa, built-in fire pit, outdoor shower, newer dock with Trex decking, and a 6,000-pound boat lift, ideal for exploring Siesta Key’s sparkling waterways. Located within walking distance to Out of Door Academy and moments away from Siesta Key beach, this home offers luxury, convenience, and island living. Siesta Key's vibrant community boasts its own nearby Village with shopping, parks, and family-friendly activities. Just minutes away, downtown Sarasota beckons with its array of activities, fine dining, and shopping options.

601 Lotus Lane, Sarasota

$1,175,000
3 Beds 3 Baths Siesta Cove Sub SubDv. 34242 Zip Code
One or more photo(s) has been virtually staged. This home had no water intrusion nor structural damage through hurricanes. Welcome to this beautifully updated home in the highly sought-after Siesta Cove neighborhood on Siesta Key, just a short distance from the world-renowned Siesta Beach and the vibrant Siesta Key Village, offering an array of shopping, dining, and entertainment options. This stunning property features 3 spacious bedrooms, den/office and a small bonus room off the second bedroom, roof 2023 and new ac and ductwork 2023 as well. Outdoors you'll find a freshly landscaped front yard, heated pool, and a large screened-in patio, perfect for relaxing and entertaining in a tropical paradise. Step inside to find an open and airy layout with vaulted ceilings and luxurious finishes throughout. The inviting living area boasts a cozy fireplace, creating a perfect setting for both relaxation and entertaining. The modern kitchen is equipped with sleek countertops and top-of-the-line appliances, ideal for preparing meals in style. Outside, the expansive screened patio offers a peaceful oasis surrounded by lush tropical landscaping, while the heated pool adds an extra touch of resort-style living. Whether you’re lounging poolside or enjoying the nearby beach, this home provides the ultimate Siesta Key lifestyle. With its ideal location and exquisite updates, this home is a rare find. Don't miss your chance to experience the best of island living!

1211 N View Drive, Sarasota

$1,250,000
3 Beds 2 Baths Somerset Cay SubDv. 34242 Zip Code
Experience the pinnacle of Siesta Key living. Relish spectacular mango sunsets and colorful sunrises from east and west-facing balconies in this fabulous three-bedroom, two-bath, 2,237-square-foot luxury waterfront condominium on south Siesta Key. With breathtaking gulf views, this rarely available residence is in one of the island’s most desirable buildings, offering privacy of single-family living with convenience of a condominium lifestyle. This stunning residence features an extended waterfront lanai accessible from the living room and bedrooms, where you can enjoy tranquil water vistas. The secure lobby elevator with restricted access leads you to your private foyer on the third floor. Inside, the home offers high ceilings, crown molding, custom wood cabinetry and oversized walk-in closets. The thoughtfully designed layout includes a gourmet kitchen, two luxurious baths and a full laundry room, ensuring every detail is tailored for comfort and convenience. Additionally, the property includes a private oversized two-car garage, providing ample space for your storage needs. The exclusive Somerset Cay community offers a resort lifestyle with amenities that include a sparkling pool and spa, a fitness center and a barbecue area for entertaining. Water enthusiasts will appreciate the kayak launch and new kayak lift, indoor kayak storage, and sailboat water access leading directly to the bay and Intracoastal Waterway with no bridges to navigate. Enjoy easy access to the Gulf of Mexico through the recently reopened Midnight Pass. With only 17 units in the building, Somerset Cay provides unparalleled privacy and tranquility. At the southern end of Siesta Key, this third-floor retreat is ideally positioned near Turtle Beach, the renowned Ophelia’s Restaurant, Turtles Bar & Grill and South Key Marina. On the key shop at South Village or Siesta Village, offering a variety of boutiques, eateries and entertainment. The free Breeze Trolley runs daily from Turtle Beach to Siesta Key Beach and Village, making stops along the way. Mainland Sarasota's vibrant cultural and dining scene, shopping and medical facilities are just minutes away. This is a rare opportunity to own a slice of paradise in one of Siesta Key’s desired communities. Whether you’re seeking a tranquil island retreat or a luxurious waterfront lifestyle, this residence offers the best of coastal living.

9122 Midnight Pass Road Unit 33, Sarasota

$950,000
3 Beds 3 Baths Paradise Island SubDv. 34242 Zip Code
This solid three-bedroom three bath pool/canal front home is located on a quiet cul-de-sac just behind Siesta Key village, and a mere 5-minute stroll to its eclectic shops, cafes, and fabulous restaurants, not to mention the world-renowned powder-white sands of Siesta Beach! Two of the bedrooms are en-suite. The living room, family room and one bedroom have access to the lanai and caged pool. Additionally, the family room features a working fireplace. There is a docking area with davits for your boat, with easy access to the intercoastal waterway and ultimately the Gulf of Mexico. In short, this is a perfect opportunity for a savvy investor or someone looking to settle down in one of Florida’s most beautiful and beloved coastal communities! The home had water intrusion from Hurricane Helene and was immediately and professionally remediated and sanitized. Renovations began but health issues forced a halt; Meet me at the property to review what changes can be made to the existing floor plan to maximize your income potential or to finish restoration to make this property your own! Typical rental income on a monthly rental in this neighborhood is $85 to 125k annually depending on whether you want to block out time for yourself. Don’t miss out on this incredible waterfront home priced near land value! Schedule your showing today!

322 Avenida De Paradisio, Sarasota

$925,000
3 Beds 3 Baths Sanderling Club SubDv. 34242 Zip Code
An incredible opportunity to build your dream home in the prestigious and exclusive community of Sanderling Club! Nestled on the barrier island of Siesta Key, this 3/4-acre corner lot offers enhanced privacy and is surrounded by lush tropical landscaping with serene views of Heron Lagoon. The existing 3,000 sq ft home was not remediated after Hurricane Helene and is being sold "As-Is" at land value. This private lot is zoned at RE2, and spans 31,221 sq ft, providing ample space to create your ideal luxurious estate. Sanderling Club is a true gem- this highly sought-after beachfront community is the only guard-gated, single-family neighborhood on Siesta Key, offering unparalleled privacy and luxury. Whether you envision a modern coastal retreat or a luxurious family estate, this is a rare chance to secure a piece of paradise in one of Florida's most desirable beachfront communities. Seize this remarkable opportunity and transform this piece of land into your own personal haven!

7263 Plovers Way, Sarasota

$740,000
3 Beds 2 Baths Sarasota Beach SubDv. 34242 Zip Code
Siesta Key Opportunity – Just Listed! Two Cottages, Endless Possibilities! Incredible Location... Don’t miss this rare opportunity to own a unique combination property on Siesta Key, just steps from the vibrant Siesta Key Village! This property includes two charming cottages with endless potential: Front Cottage: A 2-bedroom, 1-bath retreat with a spacious screened-in lanai perfect for relaxing in the Florida breeze. Rear Cottage: A cozy 1-bedroom, 1-bath residence with its own private screened-in lanai, offering privacy and flexibility. Shared Convenience: Both cottages share a washer-dryer space conveniently located in the roomy lanai of the front cottage. With off-street parking and a prime location close to shopping, dining, and world-class beaches, this property is ideal for personal use, rental income, or a combination of both. Note: While the property experienced water damage during recent storms, it has been professionally mitigated by ServPro and is now clean, dry, and ready for your vision. Remodel these cottages to create your dream Key lifestyle or an exceptional investment opportunity. Homes do have working Electricity, Water, and Sewer. Act quickly—this one won’t last long! Seller will not make further repairs to property or to the homes or outbuildings..

432 Avenida De Mayo, Sarasota

$1,600,000
3 Beds 3 Baths Siesta Bayside SubDv. 34242 Zip Code
A tropical outdoor oasis. No flood or hurricane damage, according to the owner. Stunningly renovated four-bedroom, 2.5-bath Siesta Key pool home on nearly half an acre in a favorite community on the island. Step inside this beautifully renovated concrete block home, where classic charm meets modern convenience. On almost half an acre, beyond the pivot-door entry, the heart of the home boasts an open, functional layout and fabulous contemporary island kitchen with a gorgeous, reclaimed oak center island, handmade tile backsplash, quartz counters, coordinating reclaimed oak open shelving and abundant storage plus a pantry storage wall. Expansive impact glass windows and generous-sized rooms fill the space with natural light. Enjoy easy transitions from the living areas to the private, tropical outdoor spaces, ideal for relaxing or entertaining. This spacious 2,598 air-conditioned square-foot residence features a fabulous primary bedroom suite and spa-styled bath, three additional bedrooms, 2.5 baths and oversized open-concept living areas designed for seamless indoor-outdoor living. The flexible floor plan allows for one of the bedrooms to be converted to a home office or den. The large, screened lanai leads to a private backyard offering a serene retreat, complemented by a large paver deck and recently renovated pool, ideal for enjoying Florida's year-round balmy weather. This home is a rare find with a full interior laundry room, a two-car garage, ample storage and plenty of outdoor space. This is a special offering as the contractor/owner designed this renovation for his family. You’ll find many other upgrades not listed. For your peace of mind, the 2023 renovation includes new kitchen and appliances, new baths, air conditioning and ductwork, water heater, upgraded water pipes and sewer line, renovated pool, new pool heater, pump and filter, paver driveway and pool deck. Beyond your retreat, the home is ideally near world-renowned white sands of Siesta Beach and charming Siesta Village, offering a low-maintenance coastal lifestyle that must be experienced to be appreciated. Seize the opportunity to make this stunning property yours, where luxury living meets the tranquility of Siesta Key. Minutes by car to downtown Sarasota’s vibrant arts, entertainment and dining venues.

749 Tropical Circle, Sarasota