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$1,110,000
4 Beds 4 Baths Sanderling Club SubDv. 34242 Zip Code
This is your unique opportunity to restore a four-bedroom home or build a custom masterpiece—on a corner lot—behind the gates of The Sanderling Club, the iconic and only 24-hour guard-gated single-family home community on Siesta Key. This expansive 26,427 sq. ft. property is steps away from a private beach on Siesta Beach, named the #1 beach in the U.S. and #4 in the world in 2025 by Tripadvisor. The Sanderling Club has its own tennis courts, pickleball courts, and marina with boat slips. Offering rare redevelopment potential amid Gulf front architectural marvels, the main home from 1956 was fully renovated in 2023 with new sliders, hurricane-impact windows, plumbing, and a new roof that are still intact after the storms. Hear the songs of birds while you lounge in your oversized pool behind a grandfathered privacy wall offering serenity and seclusion. The rare tropical foliage is already returning to the winding roads in Sarasota's premier gated waterfront community. Priced to reflect its current condition, it presents incredible potential for those looking to create a custom coastal retreat.

7345 Pine Needle Road, Sarasota

$825,000
4 Beds 3 Baths Ocean Beach SubDv. 34242 Zip Code
Huge Price Reduction.....Motivated Seller.....Location and opportunity...Don't miss this 4 bedroom, 3 bath pool home that sits on a well positioned larger lot with 97 ft. of canal access. The home was impacted by hurricane Helene but has been remediated and is ready for renovations, redesign or rebuild. The existing open floor plan features a large kitchen and dining area, living room with wood burning fireplace, sun room overlooking the pool and split bedrooms. Located walking distance from the vibrant Village of Siesta Key and Siesta Key Beach which was recently voted the #1 beach in the USA and #4 in the world. There is easy access to downtown Sarasota to visit the arts district, theater, fine dining, and shopping at St. Armands Circle. Endless opportunities to live in paradise and experience all Siesta Key has to offer. Schedule your showing today.

514 Ralph Street, Sarasota

$1,060,000
2 Beds 2 Baths Sanderling Club SubDv. 34242 Zip Code
Build your dream estate on this private, one-acre lot on a spectacular stretch of magical Heron Lagoon, and become a member of the Sanderling Club, one of Sarasota’s most desirable gulf-front coastal communities. For boating enthusiasts, the community marina offers sailing and powerboat access directly to Sarasota Bay, the Intracoastal Waterway and the Gulf via the recently reopened Midnight Pass, and a limited number of slips are available to rent. This spectacular property is outside of the main gate, yet part of the club where residents enjoy a serene lifestyle with access to social events and a private community beach where, each evening, colorful sunsets paint the sky over the Gulf, creating a picture-perfect backdrop for relaxation. This property is more than just a piece of land, it’s an invitation to embrace the beauty, luxury and convenience of coastal living. Conveniently close to Siesta Key’s world-renowned crystal quartz sands, Turtle Beach, and the vibrant dining and shopping scene of Siesta Village and the South Village. Just a short drive away, downtown Sarasota offers a wealth of cultural attractions, including theaters, ballet, opera, museums and art galleries.

7510 Midnight Pass Road, Sarasota

$630,000
2 Beds 2 Baths Bay Tree Club SubDv. 34242 Zip Code
Look no further - you've just found your perfect beach retreat in Bay Tree Club, a very special Gulf to Bay community with deeded Beach and Bay Access. Enjoy the amazing water and garden views from your spacious lanai and watch the boats on the Intracoastal waterway or bask in the tranquility of the majestic oaks. This 2 Bedroom 2 Bath condo is partially furnished and beautifully updated with an open floorplan. Immaculate, light and bright, it will instantly give you the relaxed feel that you expect when you come to the beach. The split floorplan with modern en suite bathrooms will guarantee plenty of privacy. The well designed contemporary Italian kitchen with granite counters will please everybody who loves to cook. The second bedroom offers plenty of workspace and a Murphy bed. Whether you would like to boat, bicycle, swim or just sit back and enjoy life, Bay Tree Club has it ALL. Your own private cabana close to the beach provides great convenience. On the way to the beach say hello to the lovely loggerhead turtles along the shore. If you would like to go to the pool, you have a choice between Bayside or Gulfside! Barbecue areas on each side are also available. Ample boat docks are on a first come basis and there is space for your kayak as well. Life is good in Bay Tree Club!

8635 Midnight Pass Road Unit 206C, Sarasota

$630,263
1 Beds 1 Baths Sea Crest Apts SubDv. 34242 Zip Code
Discover the ultimate beachfront living experience at Sea Crest, where panoramic views of the Gulf of Mexico's crystal-clear waters and pristine white sand create an ideal escape. This TURN-KEY unit has been COMPLETELY RENOVATED! Boasting an updated open-concept kitchen featuring new appliances, cabinetry, quartz countertops, and a stylish backsplash. The unit also includes a brand-new air conditioning system, water heater, hurricane impact windows and door, and all-new electrical work, both inside and out. These thoughtful upgrades will provide you with long-term peace of mind and comfort. Unit 20 presents an exceptional investment opportunity, ideal for short-term rentals. With a one-week minimum rental period during peak season and 3-day rentals during the off-season, this unit offers great potential for high returns! Conveniently located just off the Stickney Point Bridge, Sea Crest provides easy access to dining and shopping options just feet away in Crescent Village, and you can even hop on the free trolley to explore Siesta Key Village! Sea Crest stands as one of the most coveted communities on Siesta Key, offering an intimate and exclusive atmosphere with only 40 units. This limited number ensures a more private, serene living experience, allowing residents to enjoy their own pristine beach and private pool without the crowds typically found at larger Siesta Key complexes. Boasting an exceptional location and breathtaking private beachfront views, Sea Crest presents a rare opportunity to own a piece of paradise on the #1 Beach in America. Act quickly because this one will not last!

1129 Seaside Drive Unit 20, Sarasota

$625,000
1 Beds 1 Baths Sea Crest Apts SubDv. 34242 Zip Code
Step inside this newly remodeled Sea Crest on Siesta Key one-bedroom, one-bath unit to discover volume beamed ceilings and white tile flooring throughout, creating an open and airy layout. The modern kitchen offers sleek cabinetry, stylish tile backsplash, premium appliances, quartz counters and an island/breakfast bar opening to the living area for entertaining. Fully renovated bath with high-end fixtures and spa-like design. This newly turnkey furnished getaway is ready for you and your guests with flexible minimum 3-day rentals allowed all-inclusive service handled through the on-site management office, making it an excellent investment opportunity for a high performing rental or perfect vacation retreat. Direct private beach access, private beach-front service offering umbrellas and chairs; beachfront BBQ grills, community heated pool, and located nearby some of Siesta Key's most popular restaurants, shopping and entertainment destinations. This is the perfect beachside rental or Siesta Key vacation hideaway.

1129 Seaside Drive Unit 15, Sarasota

$1,200,000
3 Beds 3 Baths Siesta Isles SubDv. 34242 Zip Code
Views, Views, Views! This property is located on the desirable Grand Canal and boasts one of the best wide canal views on Siesta Key. Enjoy gorgeous long water views on 122 ft. of Canal frontage. Situated on a quiet cul-de-sac on a beautiful tree lined street with easy access to beaches and Siesta Key Village. While this home did experience some water intrusion during Hurricane Helene, it has been professionally remediated offering significant potential for you to remodel to your liking or build new. It is being sold as-is for land value only. Roof is under five years old. Minutes to beach and the vibrant Siesta Key Village. This is a unique opportunity to create your dream home. Come see why they call this street Paradise Way!

822 Paradise Way, Sarasota

$2,260,000
4 Beds 4 Baths Siesta Isles SubDv. 34242 Zip Code
Luxury Waterfront Home on Siesta Key - Boater's and Entertainer's Paradise! Welcome to your dream waterfront retreat on Siesta Key! This stunning 4 bedroom, 3.5-bathroom home plus bonus room comes FULLY turnkey furnished ready to live in or make it an income earning vacation rental (monthly rentals allowed -some wall art is not included). There are 3 bedrooms on the main floor each with walk-in closets and the second floor is exclusively the primary suite with large walk-in closet and spa-like bathroom with an air-jetted tub. Bring your toothbrush and enjoy a home that is ready to move in, perfectly situated towards the end of a cul-de-sac street and faces a canal which leads to Sarasota Bay. Featuring a private dock with a boat lift, heated swimming pool with spa and don't forget the tropical waterslide! Duchateau flooring throughout main living areas, quartz countertops in kitchen, and travertine flooring in bathrooms. Enjoy entertaining in the extra-large party room/second living area which features a built-in bar, pool table, hideaway pocket sliders with disappearing wall that leads right to outdoor dining area/pool. There is also a bonus room that is currently being used as a home gym. The backyard is fully fenced for pets and the home did not have any water intrusion during hurricanes and sits at 8 ft elevation per the elevation certificate.

815 Paradise Way, Sarasota

$1,075,000
3 Beds 4 Baths Sara Sands SubDv. 34242 Zip Code
Now the lowest priced single-family home in Sara Sands, this is your opportunity to take this blank canvas and create your masterpiece. With canal frontage, a boat dock with a lift, heated pool & spa, a two-car garage, and solar panels this home offers a third of an acre at a prime location on Siesta Key. This home sustained storm damage during Hurricane Helene in September 2024 and has had appropriate mitigation completed. With a Spanish colonial inspired elevation, this home did not sustain damage to its curb appeal. On your approach, a circular paver driveway and charming front porch framed by natural wood elements and landscaping beds once plentiful with lush vegetation create stunning curb appeal. Step inside to a sprawling living space with a seamless flow from dining space through to the gorgeous kitchen. A beautiful fireplace once flanked by substantial built ins lends a warmth to the space while multiple sets of classic French doors allow for bright, Florida sunshine to flood the room. With a little help, the kitchen will be a chef’s dream again as the current layout features dual tone cabinets, attractive countertops and a show stopping island with seating for 5-6. With a wall of pantry cabinets, coffee bar and additional cocktail bar, there is no shortage of storage or possibilities! Each bedroom is exceptionally generous, but the primary suite is simply divine with a large footprint, dual walk-in closets and an ensuite bath will exude luxury in size and your chosen finishes. Step outside to your outdoor oasis featuring a paver pathway that connects multiple patios but ultimately leads you back to the stunning views of the canal. A golf cart ride, bike ride or leisurely walk will have you exploring the heart of Siesta Key’s village with eateries, shops, dessert shops and of course access to the beach with views of the sparkling waters of the Gulf. With some creativity and a bit of effort, this home be better than ever as your beautiful homestead for year round residency or seasonal Siesta Key dwelling!

5073 Higel Avenue, Sarasota

$725,000
4 Beds 3 Baths Ocean Beach SubDv. 34242 Zip Code
Take a Look!...This Unique Opportunity on Siesta Key JUST REDUCED...One of the Few Properties of Its Kind, Offering an Expansive 0.30-Acre Lot Overlooking a Serene Pond...Just a Short Stroll to the World-Famous White Sands of Siesta Key Beaches and the Vibrant Village, Full of Fine Dining, Boutique Shopping, and Entertainment...The Existing 4/3 Home Sustained Hurricane Damage, Making it an Ideal Prospect for a Custom Build or Inspired Renovation of the Locally Designed Classic...Unlike Most Tear-Downs, This Property Boasts a Coveted Natural Setting with Stunning Water Views and Breathtaking Sunsets Over the Water...Perfectly Positioned a Short Drive from Downtown Sarasota, St. Armands Circle, Longboat Key, Lakewood Ranch, and Sarasota-Bradenton International Airport...Surrounded by the Azure Coastal Waters of the Gulf...Floor Plan Concepts are Available for New Construction or Renovation...4710 Gleason Avenue is an Extraordinary Location with Endless Potential, and a Lifestyle That Elevates Your Living Experience...Opportunities Priced Right Like This Don’t Last on Siesta Key...Seize It Now and Live a Fuller Life!

4710 Gleason Avenue, Sarasota

$1,630,000
3 Beds 2 Baths 0222 Beach Rd SubDv. 34242 Zip Code
CANAL FRONT home only a 2 minute walk to Siesta Key Village loaded with upgrades and a BRIGHT, OPEN layout that's ideal for entertaining. Features include custom kitchen with quartz countertops, tile backsplash and stainless appliances, tile flooring throughout, impact sliders and windows, 6-panel doors, custom closets with motion-sensor lighting. Three bedrooms plus an office with a HUGE storage closet. Master bedroom features custom closet with California closets in 2nd and 3rd bedrooms. Outside features new pavers driveway with tons of parking, new sprinkler system, new Trex decking, pool, new hot tub, pergola with retractable roof, heater, and build-in lighting, fully-equipped new outdoor kitchen, 10,000 pound electric boat lift and jet-ski lift. Experience everything the Siesta Key lifestyle has to offer by living so close to shopping, restaurants, and the best beach in the country! Houses is being sold furnished and turn-key. Boat and golf cart are negotiable.

320 Avenida Leona, Sarasota

$1,185,000
2 Beds 2 Baths Sarasota Beach SubDv. 34242 Zip Code
WOW!...Move in NOW!***Updated & VERY DESIRABLE VILLAGE Area Location w/ Private Boat Dock on the Grand Canal*** Modern Beach Cottage with Extensive Indoor/Outdoor Living Spaces---Providing the ULTIMATE in Island Lifestyle Living: Over-sized Screened Lanai with Salt Water Pool & Spa; Outdoor Kitchen & MULTIPLE Entertaining and Lounge Areas. BRIGHT OPEN SPACIOUS Interior Living that Seamlessly Flows to the Outdoors----PERFECT FOR ENTERTAINING & Just Everyday Activities. Recently Updated Kitchen & Baths; Quartz Countertops; Appliances (2024); Fixtures & Generously-Sized Closets. Tile Flooring throughout all Rooms. Metal Roof (2021); Cement Board Siding; A/C (2022) ; Updated Electrical & Re-Plumbed; Hurricane Impact Windows and Doors Throughout.****INCREDIBLE LOCATION!---Convenient to Shopping/Dining & Village Nightlife---Walk or Bike to Baby Powder Quartz Sands of Top-Rated Siesta Key Beach!.....IDEAL as your Primary Residence; Vacation/Second Home or Investment Property!

615 Avenida Del Norte, 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

$600,000
2 Beds 2 Baths Ocean Beach SubDv. 34242 Zip Code
Existing home has been mitigated for water damage. One of the best values on Siesta Key. Photos of the existing home are prior to the 2024 storm damage. Large lot at over 10,880 SF Right by Out of Door Academy and walking distance to beach and Siesta Village. Attention Veterans! It may be possible for qualifying veterans to assume a huge part of the purchase price in the form of a 2.85% VA loan. *VA approval process required* Last photo of new build home and floorplan are an example only that could be built on this lot by Cannon Homes. Current List price DOES NOT include this home but is only shown for example purposes of home that would fit on this lot** Separate pricing for this new build is available if desired.

4522 Banan Place, Sarasota

$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

$1,860,000
4 Beds 5 Baths Siesta Isles SubDv. 34242 Zip Code
BRING ALL THE FAMILY - MOVE IN READY! Florida living on this high & dry lot on Siesta Key. Your own private tropical deep-water canal frontage. Large saltwater pool and spa, private screened courtyard adjacent to a large game room and theater room – perfect for entertaining. NO STORM DAMAGE during the recent hurricanes! This 4 BR spacious home offers 3700+ sq. ft. of living space including two primary suites, two additional bedrooms and 4.5 bathrooms. The upstairs primary ensuite bedroom, with balcony overlooking the water, offers a 19x8 walk-in closet that will excite the most discerning buyer. Other notable details include recently installed hurricane impact windows, high-end interior shutters and window treatments, undercabinet lighting in the kitchen, built-ins and upgraded flooring throughout. The office offers a custom built-in desk and hidden murphy bed. The seawall was replaced in 2022 and mooring piles installed for the owner’s 45 ft Sea Ray. A short bike ride to the #1 rated Siesta Key Public Beach. Furnishings are optional. Move in today and start enjoying paradise! Located in beautiful Siesta Isles, a boating community with saltwater waterways with access to Roberts Bay, the Intracoastal, and the Gulf.

5376 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

$1,295,000
2 Beds 2 Baths Crescent Arms SubDv. 34242 Zip Code
Don’t miss this one. Crescent Arms direct gulf front unit. This unit has a 180 degree view of beautiful Crescent Beach. This unit has been updated completely and the rental numbers reflect it. Two bedrooms Two bath split plan offers complete privacy to all guests. Large family room with fabulous views of the gulf. This unit comes equipped with Hurricane protective doors and was untouched by the past storms we had this past hurricane season. 1 week minimum rentals are allowed giving you the ability to generate maximum income for this unit. Covered assigned parking. Common Laundry on each floor and a beautiful pool and clubhouse onsite. Access to the beach is close as these buildings sit right at the edge of the beach. Take the island trolly for restaurants and shopping in the village. Appointment required as this is a busy unit in season.

6312 Midnight Pass Road Unit 301S, 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

$1,125,000
2 Beds 2 Baths Crescent Siesta Key SubDv. 34242 Zip Code
FULL, exquisite Gulf views from this top floor, corner unit located directly on beautiful Siesta Key beach. Immerse yourself in luxury and relaxation while you soak up the sunsets from this turn-key furnished condo. You'll enjoy the well appointed living and dining room combo with large sliding glass doors that invite you to your private, screened lanai. The updated kitchen features granite countertops, new stainless steel dishwasher and microwave as well as all new dishes, drinkware, cooking ware and utensils. You'll appreciate the fact that the furniture, towels, linens, televisions and décor items are all new along with the newly installed water heater 2024. The spacious primary bedroom boasts a walk-in closet, while the guest room also features stunning water views. Crescent Arms is a gated community with an on-site manager, beautiful pool and clubhouse. This community is just steps away from shopping, fine dining, fishing charters, bike and jogging paths just to name a few, which means you won't run out of activities to enjoy. This unit is an active vacation property with a fantastic rental history and proven income. Very rarely does a unit become available here! Discover the Siesta Key lifestyle and find out why it is voted the #1 Beach in the USA. Experience paradise in your own backyard.

6312 Midnight Pass Rd Unit 702S, 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

$1,550,000
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
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

$570,000
1 Beds 1 Baths Siesta Sun SubDv. 34242 Zip Code
PRIVATE BEACH, SOME OF THE LOWEST FEES ON SIESTA, FULLY RENOVATED, WALKING DISTANCE TO DINING/ENTERTAINMENT, FINANCING AVAILABLE FOR CO-OP. Welcome to Siesta Sun, a rarely available beachside community on world-famous Siesta Key. This fully renovated, turn-key furnished one-bedroom bungalow is thoughtfully designed with vaulted, exposed wood beam ceilings, beautiful terrazzo flooring, new appliances, large living area and stylish new furniture, making it the ideal retreat for your personal enjoyment or a lucrative rental opportunity.<br><br> Siesta Sun offers on-site management, making it effortless to maximize your investment. Guests and owners alike will enjoy the convenience of walkout beach access, complete with beach chair service and a deeded beach. This beach cottage has a strong rental history and is projected to gross over $60k in 2025, with over $40k in reservation currently booked. <br><br> The community’s prime location offers quick and easy access on and off the Key, ensuring convenience while still immersing you in the tranquility of island living. Whether you're seeking a peaceful personal escape or an income-generating property in a premier rental community with one of the lowest annual fees on the island, this beach cottage in Siesta Sun is your gateway to paradise. Don’t miss this rare opportunity to own a hidden gem on Siesta Key!

6424 Midnight Pass Road Unit 12A, Sarasota