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$580,000
2 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code
Experience the pinnacle of coastal luxury in this completely updated, FULLY FURNISHED end-unit condo located in the relaxing community of Whispering Sands on Siesta Key. Overlooking a tranquil lagoon and offering private beachfront access, this 2-bedroom, 2-bath residence seamlessly blends modern comfort with serene island living. This rare end-unit offers extra privacy and natural light, along with two fully enclosed balconies that expand your living space and showcase beautiful views of the lagoon and the gulf. Updates include recessed lighting, updated light fixtures, luxury vinyl flooring throughout, fully redesigned kitchen with granite counter tops and stainless steel appliances, and both bathrooms have been thoughtfully redesigned with sleek, modern finishes that elevate the overall feel of the home. Every detail has been considered, from the open-concept layout to the quality craftsmanship found in every corner of this completely renovated unit. Set in one of Siesta Key’s most desirable communities, residents enjoy exclusive amenities including 800 feet of private beach on the Gulf, two heated pools, fitness rooms, clubhouses, and scenic walking paths around the lagoon. Just a short stroll away, Siesta Key Village offers dining, shopping, and vibrant island culture. Whether you're seeking a year-round residence or the perfect vacation getaway, this home offers the ultimate combination of luxury, location, and laid-back Gulf Coast lifestyle.

101 Whispering Sands Drive Unit 307, Sarasota
$823,200
2 Beds ⋅ 2 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
-Premier Waterfront Lot on Coveted Palm Island- Presenting a rare and exclusive opportunity to build your dream estate at 30 Island Circle, located in one of Sarasota’s most prestigious Siesta Key enclaves—Palm Island. This southern facing canal-front lot offers 58 feet of pristine water frontage on a quiet, dead-end canal with no through boat traffic, creating a private and peaceful setting ideal for refined waterfront living. Enjoy daily encounters with dolphins, manatees, and native Florida wildlife, right from your future terrace. This property is a paradise for boaters, kayakers, paddleboarders, and anglers alike. A short boat ride from your home will transport you into Roberts Bay and the Gulf of America. A newer seawall and operational boat lift are already in place, adding substantial value and convenience for future development. This property is one of the closest waterfront lots to Siesta Key Beach, with Beach Access #10 less than two blocks away—a rare combination of boating lifestyle and beach proximity that is virtually unmatched. Palm Island itself offers a sense of sanctuary with no through traffic, enhancing the exclusivity and privacy discerning buyers seek. Just a 5-minute walk to Siesta Village, enjoy effortless access to high-end dining, boutique shopping, and vibrant island culture, all while returning home to your private oasis on the water. Whether you envision a sleek modern retreat or an elegant coastal compound, 30 Island Circle presents an unparalleled opportunity to design and build an extraordinary waterfront residence in one of Florida’s most coveted island communities. John Cannon has submitted preliminary renderings of a luxury home on the buildable envelope of the property. Luxury. Location. Lifestyle. This is coastal living at its finest.

30 Island Circle, Sarasota
$446,000
2 Beds ⋅ 2 Baths ⋅ White Sands Village SubDv. ⋅ 34242 Zip Code
This unit did not flood in any storms! Seller offering a 1 point rate buydown! Experience the ultimate in coastal living from this beautifully updated condo located just steps from the world-renowned Siesta Key Beach. Situated in a sought-after Siesta Key community, this ground floor residence offers abundant natural light and a relaxed Florida lifestyle. The spacious 2-bedroom, 2-bath layout features an open-concept living and dining area, a modern kitchen with quartz countertops and stainless steel appliances. The primary suite includes an en suite bath and ample closet space, while the guest bedroom offers flexibility for visitors or a home office. This unit is move-in ready and ideal as a full-time residence, seasonal retreat, or income-producing vacation rental. The community features resort-style amenities including a heated pool, clubhouse, beach access and boat docks (based on availability). Assigned parking and in-unit laundry provide added convenience. Located near Siesta Key Village with its vibrant dining, shopping, and entertainment options, this is a rare opportunity to own a piece of paradise in one of Florida’s most iconic island communities.

5623 Midnight Pass Road Unit 615, Sarasota
$1,625,000
4 Beds ⋅ 4 Baths ⋅ Sara Sands SubDv. ⋅ 34242 Zip Code
Tucked away at the end of a quiet cul-de-sac on Siesta Key, this well-kept four-bedroom, three-and-a-half-bathroom pool home offers an easygoing waterfront lifestyle with access to the Gulf of Mexico. Set on a corner canal lot with water on two sides and 286 feet of frontage, the property feels private and peaceful, surrounded by the calm beauty of the water. With 2,927 square feet of living space, the home has been carefully maintained by only two owners and has NEVER experienced flooding. Inside, wide windows frame the shimmering canal views, filling the living spaces with soft, natural light. The layout is open and welcoming, offering plenty of room to gather or spread out and enjoy quiet days at home. At the heart of the home, the kitchen connects easily to the dining and living areas and opens to the screened lanai and pool deck. Outside, an outdoor kitchen and a large 9-foot deep pool invites long afternoons in the sun, with water views in every direction. Just off the pool, a private spa room and bathroom offer a quiet retreat after a day on the boat or beach. The master bedroom is tucked away for privacy, featuring a spacious bathroom with double vanities, a step-up soaking tub, and two separate closets. The guest bedrooms are thoughtfully placed, offering comfort and easy access to well-appointed bathrooms. The home's setting along two sides of the water creates a feeling of openness. Whether you’re heading out for a day on the water, casting a line from your backyard, or simply watching the boats go by, this property brings the natural beauty of Siesta Key right to your doorstep. Just minutes from the world-renowned white sands of Siesta Beach and a short distance to the shops, cafes, and restaurants of Siesta Village, the location offers the perfect balance of island living and everyday convenience. Downtown Sarasota, with its farmers' markets, theaters, and waterfront dining, is just over the bridge when you feel like exploring beyond the island. This is a home for someone who wants the rare combination of space, privacy, and water access, all set in one of Florida’s most beloved coastal communities. Come see what life could be like at the water’s edge.

5181 Sandy Shore Avenue, Sarasota
$2,900,000
4 Beds ⋅ 4 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Welcome to your dream island retreat, perfectly nestled in the heart of Siesta Key’s Palm Island, just minutes away from the world-famous Siesta Beach and vibrant Siesta Village. This beautifully renovated 4-bedroom, 4-bathroom home is the epitome of coastal luxury, offering the ultimate island lifestyle where you can enjoy sun, sand, and all the amenities of this exclusive locale. Meticulously transformed by the renowned Nautilus Homes, this home boasts an open floor plan with soaring high ceilings, making it the perfect space for both relaxation and entertaining. Every inch of the property has been updated with the finest finishes and state-of-the-art features, including: Gourmet Kitchen with new appliances, Impact-Resistant Windows for peace of mind, New 17KW Solar System with backup generator, keeping your electric bill at an incredibly low $20-$30 month, New Boat Lift Motors and a private dock, perfect for boating enthusiasts, Saltwater Pool System and spa, enclosed in a serene, waterside cage for privacy, Custom Treehouse for a fun and unique retreat, Whole House Water Conditioner and new water heater, Two New A/C Units ensuring year-round comfort and a Xeroflood water barrier system has been installed. Natural light pours into every room, highlighting the spacious living areas and creating an inviting atmosphere throughout. The sumptuous Primary Suite offers a private sanctuary, featuring views of the lush tropical surroundings. Step outside to your own private oasis where you can unwind by the pool, entertain in style, or take your boat out for a sunset cruise – all right in your backyard. With Siesta Key's famous restaurants, shops, and nightlife just moments away, you’ll have everything you need to experience the best of island living. This is a rare opportunity to own a piece of paradise on Palm Island, where the ultimate lifestyle meets extraordinary design and function.

238 Island Circle, Sarasota
$375,000
1 Beds ⋅ 1 Baths ⋅ Sandy Cove SubDv. ⋅ 34242 Zip Code
ATTENTION: ALL BEACH LOVERS!! Want to own a piece of paradise? Here is your chance!! This FIRST FLOOR 1+ bdrm is located in a private gulf front community. (That is PET FRIENDLY too!) This secluded enclave offers oceanfront panoramic views and just two blocks to Siesta Key VILLAGE! NO hurricane damage and NO upcoming assessments! New AC, hot water tank and hurricane sliders! Your condo boasts of spacious entertainment friendly living and dining areas open to the wonderful double private patio, primary suite has abundant closet space and step into PARADISE! Walk to Siesta Key Village to enjoy shopping, dining, entertainment and coffee shops. This amazing offering is perfectly located between your private sanctuary and the heart of Siestas Village! Make your dream a reality!

105 Pass Key Road Unit 105, Sarasota
$370,000
2 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code
PRICED TO MOVE and a Super Fantastic Buy! Siesta Harbor is the BEST kept Secret on Siesta Key! This Lovely Turnkey Furnished 2BR/ 2 Bath - 3rd Floor - Unit Features: Gulf to Bay Access with Inter-coastal Canal Water Views, Located across the Street from the Famous Siesta Key Beaches w/Deeded Beach Access through Crescent Arms, Semi-Updated Kitchen w/2024 Refrigerator, Tastefully Furnished, New Interior Paint, Tile Flooring throughout, 2019 AC, Brand New Hurricane Impact Windows Installed in 3/2025, Lanai Sliders also include Hurricane Impact Glass, Elevator Access, Unit has a Storage Locker for Beach Chairs or Bicycles, Carport Parking Space #314, NO FLOOD or STORM DAMAGE TO UNIT, Annual Boat Dock Leases Available w/Average Boat Size Cost at about $1000 per Year, New 2024 Fully Funded Condo Roof, Condo Car Wash Station, Fabulous Community Pool w/Clubhouse & Gym, Well Managed and Maintained Complex w/On-Site Management, All Milestone & Structural Integrity Reports are Done. 55+ Age Restricted Community, 12 Rentals allowed per a year w/30 Day Minimum. Unit is Vacant and Easy to Show.

1250 N Portofino Drive Unit 303, Sarasota
$300,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
Opportunity knocks in the highly sought-after Peppertree community on Siesta Key! This 2-bedroom, 2-bathroom condo boasts stunning views of the Intercoastal Waterway and is just a short walk to the world-famous Siesta Key Beach. Located minutes from the South Bridge, you’ll enjoy easy access to shopping, dining, and all the best island amenities. While the unit was affected by flooding during the recent hurricane, it has been remediated and is ready for a full remodel, allowing you to create your dream coastal retreat. Peppertree Bay offers resort-style living with private beach access, two heated pools, a fitness center, tennis courts, and a fishing pier. Priced below market value, this is a rare opportunity to own in one of Siesta Key’s most desirable communities. Don't miss out - schedule your private showing today!

6063 E Peppertree Way Unit 111, Sarasota
$650,000
3 Beds ⋅ 3 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
Home did have water intrusion and significant damage during the storms. The value is in the land as it Can Be Divided into 2 Parcels. Great opportunity to build 1 or 2 homes in quiet neighborhood near Siesta Key Beach. Short bike ride away to the beach. Located within one mile of Siesta Village! Easy access to the mainland via the North Siesta Bridge to enjoy Southside Village, Downtown, Marie Selby Gardens ad the Bayfront.

813 Plymouth Street, Sarasota
$630,000
3 Beds ⋅ 2 Baths ⋅ Twin Oak Pond SubDv. ⋅ 34242 Zip Code
***PRICE IMPROVMENT*** ***PRICE IMPROVEMET*** Discover your own private oasis at 5239 Winding Way, just minutes from Siesta Beach. Come and see for yourself this lovely and charming home that is an absolute MUST SEE! Nestled in a canopy-protected neighborhood, this property features a spacious open floor plan that connects the kitchen and living areas, creating a perfect space for entertaining friends and family. The kitchen is fully equipped with a large pantry, ceiling-to-counter tiled backsplash, and a peninsula island. The living room is filled with natural lighting from the numerous windows, and features custom built-in shelves, a tongue and groove ceiling, ship lap paneling that makes the space feel inviting and cozy. The primary bedroom is filled with natural light and boasts two large windows. The primary bathroom is equally impressive with marble tile shower surround, penny tile shower floor and frameless glass shower frame. The secondary bedrooms are spacious and quaint. The large backyard and heated pool make outdoor events a breeze, and the perimeter privacy fence, lush trees, and rear water provide ultimate privacy. Siesta Key, is an 8-mile-long island located just a short bridge crossing west of Sarasota, offers stunning quartz-sand beaches and a plethora of outdoor recreational activities – from fishing to parasailing.

5239 Winding Way, Sarasota
$1,735,000
Sarasota Beach SubDv. ⋅ 34242 Zip Code
Location is Everything with this Fantastic Property. Only a few short steps to having your feet in the Crystal Sands of Siesta Beach and a short leisurely walk to Siesta Village. Zoned Multi-Family with NO HOA. You can rebuild one of the 1940's bungalows and repair the other two or start all over with a fresh new look. This has been a huge income producing property over the years for the owner. ***Seller is not warranting the structures on the land***

303 Beach Road, Sarasota
$1,550,000
5 Beds ⋅ 4 Baths ⋅ Siesta Properties Inc SubDv. ⋅ 34242 Zip Code
What a rare and incredible chance to create your dream home in Sanderling Club on Siesta Key! This 1.5-acre waterfront property is nestled among lush, mature trees along the waters of Heron Lagoon, offering an unparalleled setting for your private oasis. While the main home was impacted by the last hurricane and is not livable, the true value lies in the land and its breathtaking surroundings. This is a prime opportunity to design and build a custom residence that complements the natural beauty of this exceptional location. Please note: The main home is unsafe to enter and will likely require removal. In the meantime, the charming guest house provides over 1,000 square feet of comfortable living space, complete with a full bath and an eat-in kitchen—perfect for staying on-site while you build. A four-car garage adds both convenience and ample storage. Beyond the property, the exclusive amenities of the Sanderling Club elevate the lifestyle experience. Enjoy private beach access, boat docks, tennis and pickleball courts, and the stunning clubhouse designed by renowned architect Paul Rudolph. This is a rare chance to own a piece of paradise and craft a home that blends luxury with the natural beauty of Siesta Key. Schedule your private tour today!

7429 Sanderling Road, Sarasota
$1,100,000
4 Beds ⋅ 3 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code
SIESTA KEY OPPORTUNITY - BUILD YOUR NEW HOME ON THIS 21,000+ SF LOT! The 1920s structures on this lot sustained storm damage – PROPERTY IS BEING SOLD FOR THE LAND VALUE ONLY – JUST IMAGINE THE DREAM HOME YOU COULD BUILD ON A LOT THAT’S JUST SHY OF A HALF ACRE ON SIESTA KEY! Norsota Way is on Bay Island, at the north end of Siesta Key, within the Sarasota City limits, you’ll have the best of all worlds - close proximity to the white sandy beaches of Siesta Key, the Siesta Key Village with all its shops, nightlife & restaurants, while still having the ease and convenience of being near the north bridge, Nora Patterson Bay Island Park, and easy access to the mainland. 624 Norsota Way is surrounded by multi-million-dollar homes on the Key and gorgeous waterfront estates just across the bridge. This prime West of the Trail location provides easy access to Southside Village with its quaint shops, restaurants & market, Downtown Sarasota and all it has to offer as well as Sarasota Memorial Hospital. Don’t miss this opportunity for your slice of paradise!!!

624 Norsota Way, Sarasota
$1,200,000
3 Beds ⋅ 2 Baths ⋅ Siestas Bayside Waterside SubDv. ⋅ 34242 Zip Code
LARGE LOT ON SIESTAS GRAND CANAL! with seawall, boat dock and lift. Sited on a quiet cul-de-sac with mature trees and newer/ larger homes. Just a short ride to Siesta beach and village. New dock built 2010 and lift new in 2022. This property did survive flooding during recent storms, it is sold at land value so the home is a gift. No warranties, representations or disclosures available as buyer is encouraged to perform their own diligence to build anew or renovate. Take advantage of this opportunity before it goes. Seller may finance qualified buyers.

579 Commonwealth Lane, Sarasota
$1,225,000
2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code
Nestled along the pristine shores of the world-renowned Siesta Key Beach, this stunning Gulf & Bay Club condo offers an unparalleled beachfront lifestyle with breathtaking, direct Gulf views. Just steps from putting your toes in the soft, powdery quartz sand, this renovated two-bedroom plus office, two-bath unit has been thoughtfully designed to maximize space and light, featuring raised ceilings and an open floor plan. The interior is a bright, modern sanctuary with sleek white finishes and premium touches throughout. The spacious kitchen boasts high-end custom wood cabinetry, gleaming granite countertops, and top-of-the-line stainless steel appliances. It seamlessly flows into the living and dining areas, where views of the Gulf can be enjoyed from nearly every room. The bathrooms are a masterpiece of design, offering seamless glass showers, granite counters, and thoughtful details like a built-in laundry basket in the master suite. Additional touches elevate this home, including vinyl wood-look flooring, crown molding, recessed lighting, and impact windows. The enclosed lanai, with its impact glass windows and screens, serves as a sunroom and offers the perfect vantage point for enjoying breathtaking sunsets and the lush resort grounds and tranquil Gulf waters. Beyond the condo itself, the Gulf & Bay Club offers an impressive array of amenities that rival any luxury resort. Spanning 32 acres, the community includes 3 heated pools, 8 tennis courts, 6 pickleball courts, racquetball, shuffleboard, and a state-of-the-art fitness center with a spa and dry sauna. The expansive clubhouse features billiards, a media facility, and a library, while outdoor enthusiasts can enjoy multiple barbecue areas with Tiki-style picnic tables. For guests, a 3-bedroom owner's suite is available for weekly rentals, ensuring your visitors always have a place to stay. Just a short drive away, Siesta Village offers an eclectic mix of fine and casual dining, lively entertainment, boutique shops, and more, while the cultural offerings of Sarasota—opera, theater, museums, and galleries—are only moments away. Whether you’re soaking in the sun on the beach or indulging in the area's vibrant culture, this condo offers the ultimate in Siesta Key living. Turnkey furnished and ready for immediate enjoyment, this is your chance to own a slice of paradise in one of the most coveted beachfront locations in the world. Don’t miss the opportunity to experience the unparalleled beauty and luxury that this Gulf & Bay Club residence provides.

5780 Midnight Pass Road Unit 609, Sarasota
$455,000
2 Beds ⋅ 2 Baths ⋅ Aloha Kai Apts SubDv. ⋅ 34242 Zip Code
Sold Information only

6020 Midnight Pass Road Unit 61, Sarasota
$2,999,000
4 Beds ⋅ 5 Baths ⋅ No Subdivision: Sarasota County Prop Appraiser SubDv. ⋅ 34242 Zip Code
Pre-Construction. To be built. Seller Will Consider All Offers. Pre-construction new construction land and home package offered with Yoder Homes as the builder, ideally located for Siesta Key–area waterfront living with direct Sarasota Bay access. This all–concrete block home is thoughtfully designed with high-end luxury finishes, including a Thermador appliance package, designer lighting, solid surface countertops, solid wood cabinetry, engineered hardwood flooring, brick paver lanai, and a PebbleTec–finished pool, creating a refined coastal lifestyle. The property features full Sarasota Bay access with a newer 235-foot dock already in place, including pilings the seller states are designed to accommodate an approximately 10,000 lb boat. A heated saltwater pool is included, along with an elevator shaft pre-installed for future convenience. The current plan offers 4 bedrooms and 4.5 bathrooms and is designed to allow for future expansion, all situated on a spacious 1-acre waterfront lot. Estimated completion is 14–16 months from permitting. Buyers may choose from three additional front elevation options to further personalize the home. Floor plans, renderings, and a detailed features brochure are available. Buyers may select an alternate home design if desired; the listed home is a priced reference option to illustrate build possibilities.

7401-B Midnight Pass Road, Sarasota
$925,000
4 Beds ⋅ 3 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Exceptional investment opportunity with tons of equity in the exclusive Palm Island neighborhood of Siesta Key. While partially affected by the recent hurricane, over $50,000 has been invested in professional repairs, including removal of 4 feet of drywall where needed. AC 2018. Metal roof. The property is well-maintained with ongoing pool service, yard care, and general upkeep.

431 Island Circle, Sarasota
$1,150,000
3 Beds ⋅ 2 Baths ⋅ Sabal Palms SubDv. ⋅ 34242 Zip Code
This Siesta Key lakefront property is located close to all that the Crescent Beach community has to offer. Situated midway between the Intracoastal waterway and the Gulf of Mexico. Build your dream home or a multi-family investment property that is located 2 blocks from Crescent Beach and one block from the marina with popular restaurants, grocery, and retail shops close by. Beach access #12 to Crescent Beach is just a block away. The property is being sold for land value and is zoned for residential multi-family. Sabal Drive and neighboring Peacock Road are being transformed with high-end multi-million dollar family vacation homes making this area even more desirable.

6536 Sabal Drive, Sarasota
$500,000
3 Beds ⋅ 2 Baths ⋅ Roberts Point 2 SubDv. ⋅ 34242 Zip Code
Prime Siesta Key north-end homesite just minutes to Siesta Key Village, Gulf beaches, and quick bridge access to Sarasota Memorial Hospital and downtown Sarasota. Sold for land value; the existing structure was flood damaged could be renovated or a teardown. Concept plans by Yoder Homes tailored to this lot are available, or bring your preferred builder to create an elevated, storm-ready residence built to today’s codes. Survey and elevation certificate on file. Positioned among the lowest-priced properties on Siesta Key, this site pairs exceptional value with a coveted location near dining, shopping, parks, and water access — an outstanding opportunity for new construction.

4189 Roberts Point Circle, Sarasota
$650,000
2 Beds ⋅ 1 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Charming Cottage with Endless Potential on Siesta Key Discover the unique charm and endless possibilities of this cozy cottage on Siesta Key. Perfectly situated with riparian rights and a boat dock across the street, you'll enjoy direct access to the Gulf of Mexico—a dream for water enthusiasts. This property is also a leisurely stroll away from the vibrant Village of Siesta Key and its world-famous beaches, making it an ideal location for those who love to embrace coastal living. The house experienced flooding. It has been remediated, offering a blank canvas to create your dream home. Whether you envision a modern retreat or a charming beach cottage, this property provides the perfect foundation to build something new and special.

675 Avenida Del Norte, Sarasota
$818,000
2 Beds ⋅ 2 Baths ⋅ Siesta SubDv. ⋅ 34242 Zip Code
SELLER FINANCING AVAILABLE, MIN 30% DOWN. Property had water damage from recent storms. Remediation work taken. Home is able to be repaired. FEMA appraisal complete. Structure valued at $430K. Great Rental Property potential. Main House currently 2 bedroom and 2 Bathroom with other potential. Sits on large 17,250 sqft. lot with room for pool. Large Detached 4 car Garage / Workshop with Bathroom AND High ceilings. Potential to split and convert to ADU/Studio/mother-in-law suite, with separate entrance + 2 Car Garage. Additionally, has 50amp RV hook up and lavatory pump out on side of garage. Fenced in property for privacy. Short bike ride to Siesta key #1, crystal white quartz sand Beach, local dining and entertainment. Bike to Capt. Curt's, Crescent Club, Clayton's Siesta Grill and many other eateries. Have a boat? Keep on property or at one of Siesta Key marinas near by. For more laid back relaxation visit Turtle beach and Newly opened Midnight Pass just south down the road. Venture just of the key [1 mile] to Gulf Gate entertainment, Shopping and multiple local dining favorites. Great investment property (AirBnB) for all coming to see and explore for themselves and find out "what's all the fuss about Sarasota?"

1203 Lyric Lane, Sarasota
$577,500
2 Beds ⋅ 1 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
PRICED to Sell! A Rare Build Opportunity on Siesta Key! Located on one of Siesta Key’s most beloved streets, this .26-acre lot on Commonwealth Drive presents a unique opportunity to build new in an established, multi-million-dollar neighborhood. Surrounded by lush, mature landscaping and a peaceful, community-focused setting, the lot offers the ideal backdrop for your vision whether you’re seeking a full-time residence, vacation retreat, or long-term investment. The existing cottage, which holds no contributory value due to hurricane flooding, creates a true blank slate for new construction. As an added benefit, this property is being offered with the option to build a thoughtfully designed custom home by Yoder Construction. The proposed plan, The Oceana, is part of an exclusive ISLAND SERIES, developed with sustainability and the unique coastal conditions of Siesta Key in mind. Buyers may choose to build this elevated 2,735-square-foot home, or collaborate with the builder on a personalized design through the available design center. Commonwealth Drive is ideally located just minutes from the powdery sands of Siesta Key Beach and the vibrant charm of Siesta Village, with its shops, restaurants, and island lifestyle. Opportunities to build new in this highly sought-after location are increasingly rare. To explore this offering further, request details on the optional build package, and schedule a walk of the lot.

5019 Commonwealth Drive, Sarasota
$1,400,000
3 Beds ⋅ 3 Baths ⋅ Sandy Hook SubDv. ⋅ 34242 Zip Code
Welcome to PARADISE on Siesta Key! Build your majestic dream home on this expansive .42 acre corner lot amidst the multi-million dollar luxury homes in this coveted Sandy Hook 42 home beach community. A 3 minute walk to your own deeded private alluring beach on the Gulf of Mexico & also a very quick stroll through the canopied streets of Sandy Hook to Siesta Key Village. Home was flooded and fully Remediated after Helene. Tear down. Value is in the land. AS-IS. The spacious fenced in lovely fresh water pool and deck area aligned with mature beautiful palms was hardly effected by the storms. The private beach with tiki hut can be reserved for owners exclusive to hold weddings, receptions and entertain for private parties. Fishing, kayaking, paddle boarding, swimming, sunbathing and watching the dolphins and manatees play are just a few of the wonderful and memory filled activities one could partake in on this astoundingly beautiful powdery quartz Siesta Beach sand on the Gulf of Mexico. Come and check out this fantastic opportunity today to be able to reside in the prominent 34242.

44 Rockwell Lane, Sarasota
$1,400,000
3 Beds ⋅ 2 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code
Once in a generation, an opportunity to acquire a remarkable waterfront location on Siesta Key may come your way. While waterfront properties come and go, few offer the additional amenities of this coveted street, Cape Leyte Drive, situated two blocks from the remarkably world-famous destination, "Crescent Beach" with its crystal sands and turquoise water. It's not just a beach, it's a national treasure with visitors from all over the globe. Living on Siesta Key with THE beach just outside the front door, and a backyard pool plus dock on the canal, within comfortable proximity to the charming artsy Village scene of this enchanting island is worth serious consideration. Home was flooded during Helene. Owners had drywall taken out right away and A/C has been running. Being sold "As Is". Nothing warranted by sellers. Fabulous location only 2 blocks from Siesta Key public beach. Pool is salt water with no cage. Large dock with 20,000 lift ( also as is) overlooking Grand Canal. One bridge to bay. Rebuild or tear down and build new home. Terrific opportunity to own a piece of Siesta Key paradise. Close to the Village. Tremendous value. Previous owner replaced roof in 2015 among other improvements.

5537 Cape Leyte Drive, Sarasota
$1,100,000
4 Beds ⋅ 3 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code
$100k PRICE REDUCTION. RARE LOCATION! Rare opportunity to live just five houses from the street entrance to famed Siesta Key public beach. No need for a car or to worry about parking. Just a 5 minute walk and you’ll be enjoying the beautiful quartz sand and crystal clear water. If that isn't enough, this rare parcel is situated between two properties, and has a direct bird's eye view of the Gulf of Mexico. Build an elevated two-story home and you’ll have Gulf views without paying $3 million+ for the lot! This property is 1/4 acre oversized lot that is 100X108 in dimension, so the possibilities are endless. Flood water entered the home. Current home had water intrusion.

5624 Cape Leyte Drive, Sarasota
$785,000
3 Beds ⋅ 2 Baths ⋅ Point Crisp SubDv. ⋅ 34242 Zip Code
New Build/Restoration Opportunity on the private enclave of Point Crisp, located on the southern end of Siesta Key. SARASOTA'S PREMIERE BARRIER ISLAND! Home affected by recent storms. Being sold for LAND VALUE ONLY. GENEROUS LOT. Build new or renovate. PROPERTY IS SURROUNDED BY MULTI MILLION DOLLAR HOMES AND BAYFRONT ESTATES. The Point Crisp property is just minutes from laid-back Siesta Village for al-fresco dining and shopping, as well as the crystal quartz sands the island is known for. Downtown Sarasota, the cultural capital of Florida, awaits merely a short drive away. Contact us today to discover more about this uncommon opportunity. Tremendous potential for your island dream home. Sold "AS IS".

1250 Point Crisp Road, Sarasota
$2,200,000
4 Beds ⋅ 4 Baths ⋅ Grand Siesta SubDv. ⋅ 34242 Zip Code
Possible Seller Finance. High & Dry!! BEACH, BOATING & BISTROS!!!! SIESTA KEY`CANAL FRONT featuring WEEKLY RENTALS!! DOCK & LIFT!! GULF VIEWS!! BEACH ACCESS STEPS AWAY!!! Great location with Gulf Views steps to Public Beach Access #8 offering the ultimate waterfront lifestyle of this rare, furnished 3 bedroom/3.5 Bath plus office (or 4th bedroom), RMF-zoned opportunity on Siesta Key. Built in 2005 with high elevation and Impact Glass for peace of mind. Savor spacious living with high ceilings in 4 stories and 3,036+/- sq. ft. of living area, all accessible by stairs or private elevator, plus a ground-floor bonus room set behind the garage for your gym or office. Retreat to the large master suite, which boasts water vistas and master bath with dual vanities, granite counters, walk-in shower. Multiple terraces provide a picture-perfect panorama of your tropical setting, with each level more stunning than the last and culminating with stunning Siesta Key Beach views from the soaring top floor. Entertain with ease and style by the open, heated pool and spa, which leads to your own private dock and boatlift. Just a short boat ride on the Grand Canal to worldclass fishing and watersports. HOA is reasonably priced and lends to your comfort and convenience of maintenance-free living. Seller will also consider partial trade on storm damaged home.

467 Canal Road Unit 467, Sarasota
$925,000
1 Beds ⋅ 1 Baths ⋅ Ocean Beach SubDv. ⋅ 34242 Zip Code
Siesta Key lot with tremendous potential. 14190 square foot lot ready nestled along Ocean Blvd. in the middle of the island. Ocean view from the third floor of any home. Home is across the street from multi-million dollar homes. The lot is only 5 minutes to the Village, Beach and multiple beach access points. Lot dimensions are 110 wide by 129 deep. Plenty of options for extra large house with pool. Current house has flood damage. Second floor is rented out month to month. Do not disturb tenant. Value of lot is in land only. Owner financing will be considered.

4439 Ocean Boulevard, Sarasota
$800,000
3 Beds ⋅ 2 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code
NEW BUILD OPPORTUNITY in Bay Island on quiet north Siesta Key street with minimal traffic to and from the mainland. Home damaged from storms. Being sold for LAND VALUE ONLY. Sizable rectangular lot of .32 acre. Property is surrounded by multi-million dollar homes and bayfront estates and located just across the bridge. A 5-minute drive to Publix; bike ride to Siesta Key Village (2.4 miles) for shops and dining or to Siesta Key's famous, white quartz sand beaches. Very short walk to beautiful Nora Patterson Bay Island Park at the very eastern tip of Bay Island with picnic tables, benches, fishing and walking paths. This zoned single-family lot holds tremendous potential and worthy of builder consideration for your island dream home.

838 Norsota Way, Sarasota