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$1,075,000
2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code
Welcome to Gulf & Bay Club, the premiere Siesta Key condo complex nestled on 32 acres with 800 ft of private beach! Located in the middle of the C Building on the top floor, this condo offers fabulous views, both day and night, of the freshwater lake, fountains, island lagoon, swimming pools, sandy beach, and the Gulf of Mexico beyond. Take in the views on the Lanai, or sip your coffee in the cozy breakfast nook in the kitchen. The primary bedroom has access to the lanai. The ensuite bath has dual sinks and a walk-in closet. The second bedroom could easily accommodate two full-size beds. You will appreciate the convenience of your own laundry room. I challenge you to find another property on Siesta Key with all the amenities that gated Gulf & Bay Club offers. Whether you are into pickleball, tennis, shuffleboard, basketball, racquetball, billiards, or working out in the commercial-grade fitness center, you will find it all here. Maybe a day of relaxation is called for…why not hang out by one of the three swimming pools, relax in the indoor spa, or one of the three dry saunas? There are several BBQs and picnic areas, and Wi-Fi is available throughout the complex. When you add to that a car wash area, electric car charging stations, 2 clubhouses, a guest suite, which owners can rent for up to two weeks, and 24-hour security, what more could you ask for? Located adjacent to the world-famous Siesta Key Beach, ranked #1 in the US by TripAdvisor, with its powdery white quartz sand. This condo is being offered Turnkey Furnished. Some artwork does not convey.

5770 Midnight Pass Road Unit 705C, Sarasota
$475,000
1 Beds ⋅ 1 Baths ⋅ Sunset Royale SubDv. ⋅ 34242 Zip Code
Location, Location! NO HURRICANE DAMAGE to this unit. Luxurious lifestyle awaits you with Glorious Unobstructed Breathtaking FULL GULF VIEWS of tranquil aqua waters and enchanting sunsets right from your own Condo. DIRECT BEACH VIEW & ACCESS + a convenient WALK to the VILLAGE full of restaurants, music and shopping. Only a handful of buildings have full VIEWS + LOCATION + BEACH. MINIMUM ONE WEEK RENTS AFFORDS YOU A STRONG RENTAL INCOME. This stunning 787 sq ft one bedroom, one bath is FULLY FURNISHED and meticuously designed and decorated with new tranquil paint, comfortable beds, furniture, elaborate fabrics, linens, new walk in bath shower with Carrera marble pattern, dimmable inset ceiling lighting for maximum ambiance, three fans, three closets and so much more. The comfortable large leather couch has two push button wide recliners that make into relaxing beds. The heart of the home is the expansive open great room floor plan that seamlessly blends ocean, style and comfort. The Florida room has a seperate settee and seperate dining area with Sunshades and windows that open to the ocean breeze and has room for a portable queen bed if desired. This unit comes TURNKEY FURNISHED with seaside charm and everything you need to just move right in! The building is equipped with outdoor showers at all entrances, BBQ's and picnic area with cool ocean breezes located by the rental office on the first floor and laundry rooms next to the elevators on each floor. This unit comes with one designated carport parking and a designated storage room #25 on the same floor west of the unit. Actual measurement of storage room is 8.9" high x 34" wide x 44.5" deep and can be shelved or open depending on your needs. This building sits directly accross Beach Road from the beaches BBQ's and picnic tables west of the Pavilllion on Siesta Key, Crescent Beach, rated #1 Beach in the World and in the US for many years. It is noted for its unique sand that feels like baby powder on your feet. The Pavillion provides food and beach sundries concessions, shaded playground, tennis, pickleball, paved walking trails, lifeguard, plenty of restrooms and beach volleyball. Beach property is County owned, no one willl ever be able to build in front of you and block your view. Sunset Royale was completely renovated and hardened against hurricanes from 2008 through 2010. It sits high up from the beach level to avoid hurricane damage and flooding. There is a rental office on the first floor which rents units for a minimum of one week, if you are interested in rental income when you are not using the unit yourselves. You are free to rent your own unit if you desire. Our rental schedule and other income paperwork for this unit is in the Listing attachments. There are bike rentals, kayak, canoe, small boat rentals, boat launches nearby and everything ISLAND LIVING has to offer. DON'T LET THIS OASIS PASS YOU BY!

711 Beach Road Unit 208, Sarasota
$4,000,000
Oyster Cove SubDv. ⋅ 34242 Zip Code
Two-acre+/- lot on Little Sarasota Bay with exceptional privacy, views, boating access and development potential. This listing includes two contiguous buildable parcels (ID#s 0127030017 & 0127030018) which are only offered together. This unique lot with mature trees and lush landscaping includes a secluded bay offering protection of your lot and future dock from the elements as well as prying eyes. This visually stunning property has unique topography that culminates in a substantially elevated waterfront pad (be sure to watch our video). Build the mansion of your dreams with room for a pond, tennis courts, guest house(s) and caretaker’s quarters. The main residence can easily sit 500 feet from Midnight Pass Road and over 1,000 feet from the high-speed channel of Little Sarasota Bay, providing a tranquil environment to enjoy your castle. County approvals for mangrove trimming and future dock have been obtained. Include a roof-top deck to enjoy Gulf of Mexico (ocean) views and spectacular daily sunsets! Only 3 miles to world famous Siesta Key Beach with its crystal-white sands: 2 miles to Turtle Beach; and under 4 miles to the Village in North Siesta Key, all of which are accessible by the free Siesta Key Breeze Trolley which will pick you up at your driveway Sunday-Thursday 8 am to 10 pm and Friday-Saturday 8 am until midnight.

7707 Midnight Pass Road, Sarasota
$1,275,000
2 Beds ⋅ 2 Baths ⋅ Sarasota Surf & Racquet SubDv. ⋅ 34242 Zip Code
Just in time for the lucrative winter and spring season on Siesta Key, this stunning two bed, two bath beach condo presents an enticing opportunity to own at the incomparable Sarasota Surf & Racquet while earning income. Located in the highly sought after building Y, this spacious retreat blends coastal living and modern comfort. Located just steps from the sandy shore, life is (literally) a breeze with attractive and durable LVP flooring throughout. Inside, the open floor plan creates a bright and airy space. The kitchen is adorned with whimsy and features bright white cabinets and appliances topped with neutral stone countertops that gleam under the updated recessed lighting and crown molding detail. Whether you are cooking for two or a few, you can serve your creative cuisine at the convenient counter seating, or the dining space equipped for four. Plush furnishings create a snug sanctuary to kick up your feet and recharge. The show stopping moment is on the enclosed lanai, where the pub table and four chairs provide a perch to drink in the view swaying palms and warm waves lapping on the white sand. Neutral and calming, the owner’s suite is a peaceful retreat with an updated bath and ample storage. Host family and friends in the comfortable and generous guest quarters with an additional full bath. Sarasota Surf & Racquet offers the best of the Florida lifestyle on 13 acres of beachfront property with amenities that include two large, heated swimming pools; three tennis courts and two pickleball courts; a well-equipped fitness center; beachside and poolside barbecue grills. A top notch onsite rental service is available for your convenience!

5924 Midnight Pass Road Unit 209, 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
$1,650,000
4 Beds ⋅ 4 Baths ⋅ Harmony Sub SubDv. ⋅ 34242 Zip Code
THIS HOME HAS BEEN REMEDIATED PHOTOS ARE FROM BEFORE AND AFTER THE FLOODING THAT OCCURRED FROM HELENE! Here is your opportunity to secure a prime investment property at an unbelievable price, in sought-after Siesta Key, with the "#1 rated beach in the country! This home is located just minutes from the villiage and the beach. This 4 bedroom, 4 bath, with an office and bonus room, pool home on the canal, and solar panels that have been paid off by the owner, on over a 1/2 acre of lushiously landscaped property offers incredible upside potential for those looking to step into instant equity, with the right vision and updates. The property was renovated in 2008. This property presents a fantastic opportunity for a cash buyer ready to capitalize on the current market conditions. This CORNER LOT, POOL and CANAL home experienced flooding during hurricane Helene, but ALL REMEDIATION has been completed, providing a solid, clean slate for you to customize to your liking. The owner was able to salvage all the solid wood doors and the granite kitchen countertops and island countertop including the master dual floating vanities, which will help speed up your renovation efforts. The layout remains in tact and the metal roof is still in great condition. With it's excellent location near the village and high demand for Florida beach living this property presents a fantastic opportunity for investors or buyers looking to build equity quickly. Whether you are planning a flip, personalized renovation or to rebuild a new home, this is the perfect property for you. Don't miss out on this rare opportunity to secure a CASH-ONLY property with endless potential. Being sold AS-IS. There is also a mother in law on the property that has been remidiated as well. 1 bedroom and 1 bath.

4933 Featherbed 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
$1,425,000
2 Beds ⋅ 2 Baths ⋅ Crystal Sands SubDv. ⋅ 34242 Zip Code
Undoubtedly the most recognizable building alongside Crescent Beach on Siesta Key, Crystal Sands boasts delicate curves intended to offer and maximize breathtaking views for its lucky owners. This serene retreat has undergone an innovative renovation with modern, chic furnishings that lend a casual yet distinguished ambience. As you step inside, you're greeted by a coastal inspired living space, where warm Florida sunshine floods in through the wall of sliding glass doors, reflecting around the room off the mirrored wall creating a spacious feel. No detail has been overlooked in this space from the low-maintenance, oversized ceramic tile floors to the elegant crown molding. The stately kitchen, a perfect place to create your coastal inspired cuisine, has a modified footprint to permit a sizable walk-in pantry which could double as a mess kitchen or appliance pantry. As you entertain, guests will admire the handsome wood cabinets, stainless appliances, and whimsical tile backsplash. The open concept space flows through the dining area, which accommodates 6, through the comfortable living area drawing you toward the unique wall to wall glass sliders to the main attraction: the sweeping, mesmerizing views of the Gulf of Mexico. This 6th floor perch offers unobstructed sunset views and is the perfect vantage point to set your daily intentions over your morning coffee or count your blessing after a long day of Siesta Key adventures. Sneak away to your owner’s suite with more breathtaking views and a private, spa-inspired bath where self-care feels indulgent. Guest quarters have also been expanded to allow maximum comfort with two queen beds and a nicely updated four piece bath with abundant storage. In unit laundry is a convenient perk, as well as a locked owner’s cabinet nested within the primary suite closet for security while renting. Crystal Sands has undergone recent, extensive renovation and updates including reinforced balconies with raised lanai railings, a contemporary glass lift, updates to comfortable common areas, as well as refreshed landscaping and parking lot paver work. While onsite, bask on the powdered sugar beach sand with complementary beach chairs and two heated swimming pools. With an onsite management team for year round rentals, this is an exciting opportunity for the owner investor!

6300 Midnight Pass Road Unit 606, Sarasota
$549,900
2 Beds ⋅ 2 Baths ⋅ Sunrise Cove SubDv. ⋅ 34242 Zip Code
This stunning Siesta Key 5th Floor two-bedroom, two-bath "Turnkey" Condo with 20K potential for 2025 (8K Currently) offers breathtaking water views at sunrise and sunset, perfect for those who cherish serene, picturesque vistas from dawn to dusk. The spacious living area, lined with floor-to-ceiling hurricane windrow/doors in the back (2021 update CAC 2019 HWH 2020), is designed to capture the full expanse of the surrounding waters. The open-concept kitchen, with Newer appliances, Newer cabinets, and granite countertops, seamlessly blends into the dining and living spaces, all bathed in natural light. The primary bedroom boasts an en-suite bath with ample windows providing a gorgeous sunrise overlooking the bay. The second bedroom, equally spacious, has easy access to the second bath. Indoors, a private balcony has been enclosed to add space and stretches along the condo’s edge, providing unobstructed water views on Little Sarasota Bay overlooking the main gorgeous large pool, while looking towards the front door and windows to see a sunset asides — perfect for sipping coffee as the sun rises or unwinding with a drink as it sets This spacious condo offers full, unobstructed views of the bay from the enclosed lanai and gorgeous Gulf views from the front balcony. The potential is unmatched. One reserved carport conveniently located next to the elevator. Sunrise Cove residents enjoy access to two community pools overlooking the bay, docks with sailboat water access, kayak racks, tennis courts, pickleball courts, a fitness center, and a bayside picnic area with grills, making it a perfect blend of modern luxury and nature’s tranquility. This public Park & Beach area features separate motorboat, kayak & canoe launches, as well as a playground, and a local trolly stop, close to Turtles Restaurant and minutes from the world renowned Siesta Key Beach Village. This is the one you've been waiting for!!

8897 Midnight Pass Road Unit 506, Sarasota
$875,000
Bay Island SubDv. ⋅ 34242 Zip Code
Siesta Key vacant lot now available. Located on the coveted north end of Siesta Key, this vacant lot is ready for you to build your dream home. This is one of the only vacant lots with over 12,500 SF available on Siesta Key. Located minutes to downtown Sarasota, Siesta Key beach, shopping, dining, and all of the outdoor activities you can think of. This lot won't last long! Private and quiet street. Easily accessible from Siesta Key north bridge.

3460 Seagrape Drive, Sarasota
$2,200,000
Grand Siesta SubDv. ⋅ 34242 Zip Code
Welcome to Grand Siesta! Rarely available Opportunity! Where else on Siesta Key can you find this unique location, offering Siesta Beach Access a block away, the Siesta Village two blocks away, directly on the Grand Canal with a boat lift, while all within the weekly rental zone. Paradise awaits at this fabulous, 3 bedroom/3.5 bath luxury townhouse. This amazing, spacious, luxury townhouse draws you in with an inviting, professionally designed interior with a comfortable, coastal vibe. The home is being sold furnished. The concrete block exterior provides structural integrity. An excellent space for entertaining family & friends in your custom gourmet kitchen with gas range and open-concept living area with magnificent views. This truly extraordinary property boasts: 10 ft. ceilings, custom window treatments, Thermador appliances, porcelain tile, hardwood flooring, granite countertops, custom cabinetry, elevator service to all floors, as well as other high-end finishes. Enjoy sweeping views of the Grand Canal & fabulous sunrises from your living area & covered porches as well as the exquisite, primary suite. A boater’s dream house…water fun is guaranteed with a private, heated, saltwater pool, dock with power & water, and a 10,000 lb. boat lift. View playful manatees, jumping fish, and colorful sea birds from the covered porches. A two-car garage is a rare feature for a beach retreat. Enjoy an early morning walk or bike ride on the beach, take a quiet kayak ride or paddle board in the canals or on the beach, watch the beautiful sunrises on your covered porch, or just relax in your private pool. Perfectly located on the Grand Canal, while just one block to the powdery, crystal sands & turquoise waters of Siesta Key Beach. You’ll love strolling to the Iconic, Siesta Village where you’ll enjoy a variety of restaurants, live music, dancing, shopping or just sipping margaritas at happy hour. It’s the perfect trifecta for location. When not using as your own personal retreat, the weekly rental opportunity can generate income to offset expenses. This coastal sanctuary offers an unsurpassed lifestyle for anyone looking for their own piece of Island Paradise! Considered the cultural gem of Florida’s West Coast, you’ll be only 5 miles from wonderful cultural and social activities in Downtown Sarasota. You’ll fall in love with this exquisite , tranquil, Canal Front Property on Siesta Key whether it’s your winter escape, family getaway, or permanent residence. Embrace Your Beach Life! What are you waiting for?

447 Canal Road Unit 447, Sarasota
$2,100,000
3 Beds ⋅ 3 Baths ⋅ Terrace SubDv. ⋅ 34242 Zip Code
Enjoy the beautiful expansive views of the Gulf and beach from this 3BR/2.5 bath condo that has been in the same family for 43 years. Located on the 10th floor in one of the best designed and built condos on Siesta Key. The modernist building was designed by architect Frank Folsom Smith, and was ahead of its time. Built with poured concrete and with walls of sliding glass doors in every room to take advantage of the breathtaking views and sunsets of its ideal location on the Southern end of Siesta Village. This unit was remodeled in 2023 with luxury vinyl flooring throughout. Kitchen was opened up to the living/dining areas for a free-flowing floor plan perfect for casual living and entertaining at the beach. The upper kitchen cabinets and breakfast bar are made of monkey pod, an exotic hardwood suitable for tropical climates. Counters are half inch thick porcelain. Soft closing drawers, a pantry, black Kohler sink and wine cooler make entertaining in this sun filled kitchen more enjoyable. The large living space has two walls of glass sliders leading out to open porches with incredible views of the Gulf and beach. The Primary bedroom is off the living area and has views of the Gulf, beach, Siesta Village, Lido, and downtown Sarasota. Monkey pod wood was used in all three bathrooms along with quartz counters. The other two bedrooms are in another wing with windowed walls of sliders with just as impressive of views so no overnight guest gets left out. This 17 story structure weathered the recent storms well and is a testament to how well it was designed and built, and the care of the owners over the years. The Terrace is located at the South end of Siesta Village for easy walkability to Morton's Market, shopping and restaurants. Outside rentals are limited to 2 month minimum, but the Terrace owners may rent other units in the Terrace through the owners with no restrictions on the time period. This is perfect for an overflow of family during the busy holiday season.

5400 Ocean Boulevard Unit 10-3, Sarasota
$1,300,000
Bay Island SubDv. ⋅ 34242 Zip Code
Incredible waterfront value. Bay Island is the premiere section on the north end of Siesta Key, a 10 minute drive to Southside Village shops and restaurants and 15 minutes to downtown or Siesta Village. Prized for its location, this canal front lot is cleared and ready to build on. The .27 acre lot with 85 feet of canal frontage (no bridges to the bay) is cleared, gated, has an inground swimming pool and public water, electric and sewer. Freeling is one of the island's most coveted streets with many estate style homes.

546 Freeling Drive, Sarasota
$915,000
3 Beds ⋅ 3 Baths ⋅ Bay Tree Club SubDv. ⋅ 34242 Zip Code
Discover this extraordinary, completely remodeled gem, offering an exceptional split-plan layout with three spacious bedrooms and three luxurious full baths. Every detail of this renovation has been executed to perfection, resulting in a home that exudes sophistication, comfort, and a “like-new” feel. The living space is bathed in natural light, thanks to floor-to-ceiling impact windows that showcase stunning views while ensuring peace of mind during storm season. Remarkably, this building sustained absolutely no damage during recent storms, a testament to its superior construction and exceptional management. Rest easy knowing the condominium is financially stable, without concerns about wind mitigation or reserves—just focus on living the Siesta Key lifestyle. Two primary en suites provide ultimate privacy and comfort, featuring glass-enclosed showers, walk-in closets, and impeccable design. One of the bedrooms even has its own private entrance, offering versatility for guests or a true owner "lock- off suite." The open living area seamlessly flows into a glass-enclosed lanai, creating an airy ambiance where the indoors blend beautifully with the outdoors. The kitchen is a chef’s dream, complete with state-of-the-art appliances, an induction oven, a convenient coffee bar, and a large island perfect for entertaining. A full-sized washer and dryer are discreetly tucked away for added convenience. This home is light, bright, and sparkling clean, with meticulous attention to every detail—it’s clear this was a labor of love, designed for primary use rather than as a flip. Step outside, and you’ll find private beach access just moments away. Store your gear in your own beach cabana for ultimate convenience. Spend your days lounging on the pristine sand, grilling in the outdoor picnic areas, or taking advantage of the boat slip (install your own boat lift!) for direct access to the Gulf of Mexico—especially exciting now that Midnight Pass has reopened. Whether your passion is kayaking, paddleboarding, enjoy endless days at the beach, or sitting in the shad under the majestic Oak trees.. Bay Tree Club is Paradise found! Vacant and move-in ready, this condo is your perfect opportunity to enjoy Siesta Key this season. Don’t miss out on this rare 3-bedroom, 3-bath offering—these floor plans are few and far between, and this is, without question, one of the hottest listings on Siesta Key. Pack your bags and come see it today—it won’t last long! And if this couldn't be more perfect.. as an owner don't worry about leaving your little family members behind! (Up to 2 small pets are welcome!) *** THIS WONT LAST!***

8625 Midnight Pass Road Unit 304B, Sarasota
$792,000
2 Beds ⋅ 2 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code
Experience resort-style living on Siesta Key in this stunning, turnkey-furnished, West-facing penthouse condo. Offering approximately 1,211 sq. ft. of open living space, this top-floor residence boasts soaring ceilings that flood the home with natural light, creating expansive views and a bright, airy coastal ambiance. The generously sized bedrooms feature walk-in closets, additional storage, and elegant updates inspired by a serene coastal aesthetic. The primary en suite bathroom includes a luxurious walk-in shower, perfect for unwinding after a day in paradise. Washer and dryer in unit. New electronic shades on all windows, and dual controlled sleep number king beds. Step out onto the screened lanai, where you can relax to the soothing sounds of a waterfall while enjoying year-round sunset views and the gentle ocean breeze. Located at Harbor Towers, a tropical oasis on Siesta Key, this community offers a host of modern amenities, including one of the largest marinas on the island, tennis courts, pool and spa, sauna and gym, lush landscaped grounds, and proximity to Siesta Key Village’s restaurants and shops. This community has completed their Milestone and SIRS, as well as a major $13 Million renovation. Don’t miss your chance to own a piece of paradise. Schedule your private showing today!

5855 Midnight Pass Road Unit 722, 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
$350,000
1 Beds ⋅ 1 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code
Take a look at this Siesta Key gem... a walk away from the white powdery sand of Siesta Key Beach. Unit sold as is. Currently being renovated after water intrusion after Hurricane Helene, no water intrusion during Milton. Owner's renovation cost is estimated to be ~$20,000 to $25,000. Come see, come sigh and make this unit your own...

5830 Midnight Pass Road Unit 46, 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
$1,125,000
Point Of Rocks SubDv. ⋅ 34242 Zip Code
Prime investment opportunity in an unbeatable location! Just steps from the world-renowned Siesta Key Beach, this property is zoned for residential multi-family and offers fantastic short-term rental potential, 7 days minimum. Build a brand-new, high-income duplex for a steady year-round revenue stream. The current house had extensive flood damage, it is a tear down. County approval is in place to construct a new duplex, and the existing home already functions as a duplex with individual electrical panels and two separate lanais. The oversized pool adds tremendous value, a new pool motor was installed. The fully fenced backyard provides the perfect retreat with ample privacy. The two spacious driveways can accommodate up to 10 vehicles, and the paved backyard is ideal for entertaining. Siesta Key boasts a thriving vacation rental market as the #1 ranked beach in the U.S. Plus, the Siesta Key Breeze Trolley—a free ride service—has a convenient stop right at the next house. This is the most affordably priced multi-family lot on the Key—don’t miss out on this incredible opportunity!

1132 Crescent Street, Sarasota
$1,125,000
Point Of Rocks SubDv. ⋅ 34242 Zip Code
Exceptional investment opportunity in a prime location! Just steps away from the iconic Siesta Key Beach, this property is zoned for residential multi-family use and offers excellent short-term rental potential with a 7-day minimum. Imagine building a brand-new, high-earning duplex to generate steady income all year. County approval is already secured for a new duplex, and the current structure is set up as a duplex house with separate electrical panels and two private lanais. The property sustained significant flood damage from the recent hurricanes, resulting in the removal of all kitchen appliances. It currently requires extensive repairs, or you have the option to start fresh with a complete rebuild. The oversized pool adds fantastic appeal and convenience, complete with a recently installed motor, and the fully fenced backyard offers a private oasis for relaxation. With two generous driveways that fit up to 10 cars, plus a paved backyard perfect for gatherings and entertainment, this property is designed for relaxation. The property is in walking distance from the beach. Siesta Key enjoys a strong vacation rental market as the top-rated beach in the U.S., investment properties are in high demand. Vacationers enjoy the free Siesta Key Breeze Trolley that stops just next door and offers transportation to the Village. This is the most competitively priced multi-family property on the Key—don’t let this incredible opportunity pass by!

1132 Crescent Street, Sarasota
$1,475,000
3 Beds ⋅ 2 Baths ⋅ Midnight Harbor Sub SubDv. ⋅ 34242 Zip Code
This is a stunning waterfront retreat with endless potential. Nestled in a tranquil and highly desirable location, this charming waterfront residence offers an unlimited opportunity to be part of the Florida lifestyle. Situated on an expansive lot along a scenic wide canal, this home is just three properties away from the open Bay, to ensure breathtaking views and immediately access to boating, sailing, fishing, and all your favorite water activities. This home features 3 bedrooms and 2 baths with functional layout that invites personalization. Whether you choose to make enhancements to the existing structure or undertake a complete rebuild to suit your unique tastes, the possibilities are endless. The outdoor space is equally impressive, with a private courtyard that boasts a sparkling pool and a soothing jacuzzi—perfect for relaxing in the sun or cooling off on warm days. For boating enthusiasts, the property is equipped with a boat lift, while the spacious Tiki hut offers a wonderful space for entertaining or simply unwinding in the shade. Enjoy the cool breeze and watch stunning sunsets over the canal, all from your own backyard. This oversized lot offers an extraordinary opportunity to create your dream home or preserve the current residence as your ultimate waterfront getaway. With a prime location just minutes from the open Bay, this is a rare chance to own your own slice of paradise. Don’t miss out.

1231 Starboard Lane, Sarasota
$1,400,000
Sanderling Club SubDv. ⋅ 34242 Zip Code
New price! Renovate the existing structure or build a new home on this spectacular .83 acre property, on a private canopied lane in the Sanderling Club. As a bonus, the sale includes 1/9 ownership of property across the lagoon to retain the private view and a private gate for quick access to Crescent Beach. With unrivaled privacy, the Sanderling Club on Siesta Key's desired Gulf of Mexico coast offers meandering lanes in an old Florida setting. Community members enjoy activities and social events. Savor blazing sunsets each night from the community beach. A boater’s delight, the community also offers a private bayfront marina with direct sailboat access to Sarasota Bay, Intracoastal Waterway and Gulf of Mexico, only minutes to Siesta Key’s crystal quartz sands and Siesta Village for shopping and restaurants. Culturally rich downtown Sarasota restaurants, theater, ballet, opera, museums, galleries and shopping are a short drive away. Note: the structure was storm-damaged, has been remediated and is being sold for land value.

7247 Turnstone Road, Sarasota
$1,870,000
3 Beds ⋅ 3 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code
This stunning waterfront property on Roberts Point Road in Siesta Key is a rare opportunity for avid boaters and waterfront enthusiasts to build their dream home. The existing house is a tear-down, allowing you to start fresh on an expansive lot of over half an acre, with direct access to Sarasota Bay and quick entry to Big Pass and the Gulf of Mexico. Located in one of the most desirable areas for boating, the property offers breathtaking views and ample space to create a custom home with the potential for a pool and outdoor entertainment area. Embrace the ultimate in coastal living and design a private retreat in this idyllic Siesta Key location.

3928 Roberts Point Road, Sarasota
$995,000
Siesta Manor SubDv. ⋅ 34242 Zip Code
Home Damaged by recent storms. Being sold for land value. Home can be repaired and has solid bones. Roof 2011 [No leaks from recent events], Impact Windows- 2017 SELLER FINANCING WOULD BE CONSIDERED. 30% DOWN. Water access to the Intracoastal Waterway via Grand Canal. Great location in Siesta Key Village. Just a short walk to all the village shops, restaurants and world famed #1 Siesta Key Beach, If you are looking for an investment property, this is the ideal location for travelers coming to see for themselves "what is all the fuss about Sarasota?". Nestled on a private dead-end street, this home provides a serene escape within a lively island community. Don’t miss the chance to catch sunsets at at Siesta Beach or Patriots Point Sunset Pier, just a five-minute walk away. Whether you’re drawn to the boating lifestyle or seeking a tranquil location in our beloved Siesta Key Village this is the property. Shopping, casual or fine dining, cocktails and live music is all just a short walk away. This is your opportunity to own this slice of paradise and you too will figure out "what all the fuss about Sarasota is!"

361 Avenida Madera, Sarasota
$1,475,000
2 Beds ⋅ 2 Baths ⋅ Crystal Sands SubDv. ⋅ 34242 Zip Code
Welcome to luxury living in the renowned Crystal Sands building on Siesta Key, where every day brings full, unobstructed views of the Gulf of Mexico. This stunning condo features an open-concept design with newer windows that allow the turquoise waters and breathtaking sunsets to fill your living space. The kitchen is open to the living space and has the same stunning views, perfect for both casual meals and entertaining. The owner's suite provides a serene oasis, offering panoramic ocean views for ultimate relaxation. Crystal Sands is known for its upscale amenities, including private access to the world-famous quartz sand beaches of Siesta Key, a beachfront heated pool, and a second pool for added convenience. Whether you're enjoying the beach just steps from your condo or villa or relaxing poolside, this is coastal living at its finest. Siesta Key is celebrated for its pristine turquoise waters and powdery sand, and this condo puts you right in the heart of it all. Just 2 miles from the vibrant Siesta Key Village, you’ll have easy access to shops, restaurants, bars, coffee shops, and more. Nearby, you’ll also find a variety of restaurants, convenience stores, and water sports rentals within close proximity, ensuring you can enjoy both relaxation and adventure without ever straying far from home. This is your chance to own a piece of paradise in one of Florida’s most sought-after destinations.

6300 Midnight Pass Road Unit 603, Sarasota
$1,325,000
3 Beds ⋅ 2 Baths ⋅ Sara Sands SubDv. ⋅ 34242 Zip Code
Build your dream home on Siesta Key! This canal lot is perfect! The property has a 1,709 sq ft single-family home with 3 bedrooms and 2 bathrooms. It was built in 1967. This home is priced for the value of the land only. While the home is livable, the highest and best use is as a tear down. This home did have some water intrusion from Hurricane Helene - and is/has been remediated - but none from Hurricane Milton.

5062 Sandy Cove Avenue, Sarasota
$3,025,000
5 Beds ⋅ 5 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code
PRIVATE WATERFRONT OASIS in one of Siesta Key's most cherished neighborhoods. A circular drive and three-car garage welcome you to your 4/5 bedroom (all en suite), 5 full baths, office, and kitchen/family room combo overlooking the saltwater pool. The large, first floor owners' suite features a recently updated bathroom with soaking tub, and walk-in closet on the first floor. One of the additional bedrooms is a private guest suite with its own fridge, sink, and coffee bar. The outdoor pool area is very private and complete with a waterfall, large paver deck, an outdoor kitchen and screened dining area, and a short walk to your private dock and boat lift. The close proximity to the open waters of the intercoastal means "no bridges" to the bay, just minutes to the Gulf, and smooth sailing back to your protected dock that includes water and electric. This custom-built home has been reinforced with the highest-grade glass doors and windows, and a heavy duty generator so you can rest easy, regardless. Come see if this retreat is for you.

850 Siesta Key Circle, Sarasota
$3,200,000
4 Beds ⋅ 6 Baths ⋅ Miramar SubDv. ⋅ 34242 Zip Code
Major price reduction for immediate sale. Construction just completed on this new residence on the south end of Siesta Key. Located on Heron Lagoon offering breathtaking sunset views from various vantage points of the home’s major rooms. The best news: it’s totally FEMA compliant to the latest standards. High and dry from recent storms with NO water in the home and only a minor amount in garage. There is a sealant on perimeter from foundation to 1st level. The perfect solution for island lovers who want the protection of an elevated new home. The interior of this exceptional residence features an expansive and inviting atmosphere and its architectural charm is enhanced by trayed volume ceilings. The open and spacious Great Room and kitchen perfectly poised for entertaining. The kitchen is a culinary haven, featuring custom solid wood cabinets with painted shaker doors and quartz counters. State-of-the-art stainless steel appliances include a 6-burner gas range top with a griddle, a combination microwave/wall oven with dual fan convection, and a glass-door beverage refrigerator. The home boasts 7-1/2" wide European White Oak Hardwood plank flooring with a wire brush texture and polyurethane finish throughout,. The bathrooms showcase porcelain floor and wall tiles, custom solid wood cabinets, and either quartz or quartzite counters. The second floor of this residence features a splendid owner’s suite with a balcony, captivating water views, a luxurious master bath, a spacious loft, and three additional en-suite bedrooms. Pool-side is the expansive covered patio with pool bath, outdoor kitchen equipped with a natural gas grill creating the perfect setting for al fresco dining. Kick off your shoes and grab your paddle board or kayak and enjoy the afternoon on waters of Heron Lagoon from your private dock. Nestled in this peaceful locale, away from the hustle and bustle of daily life, the property remains conveniently close to the Stickney Point bridge, ensuring easy access on and off the island. Turtle Beach is a mere half-mile away, along with a marina for boaters. Easy to show.

8030 Midnight Pass Road, Sarasota
$2,750,000
4 Beds ⋅ 5 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code
One or more photo(s) has been virtually staged. CERTAIN CRYPTOCURRENCIES ACCEPTED. An exquisite waterfront retreat in SIESTA KEY, SARASOTA, FL – a sanctuary of COASTAL LUXURY. Enter the fully REMODELED CONTEMPORARY residence with CUSTOM WOOD CABINETRY, DELUXE APPLIANCES, and STONE COUNTERTOPS. The great room with 11-FOOT CEILINGS and SLIDING DOORS flows to a 50-FOOT PORCH overlooking the water. This home boasts ESPRESSO CABINETRY, POLISHED NICKEL DETAILS, and an 8-FOOT CUSTOM FRONT ENTRY DOOR. The open-concept living area features IMPACT SLIDING DOORS and WINDOWS, creating seamless indoor-outdoor living. Premium finishes include LUXURY LVP FLOORING, a BUILT-IN STONE DINING TABLE, and a high-end THERMADOR & BOSCH Appliances. Entertain in the sophisticated bar area with the CUSTOM WALNUT shelving WINE COOLER, 2 U-line drink fridges, and a ICE MAKER. The PRIMARY SUITE is a private oasis with HIS AND HERS WALK-IN CLOSETS and an opulent bath with DUAL RAIN SHOWERHEADS, a STEAM SHOWER, a GLASS-WALLED SOAKING TUB, and STONE SURFACES. Three additional bedroom includes an EN-SUITE BATH with premium stone finishes. This waterfront sanctuary is loaded with high-end features: a SECURITY CAMERA SYSTEM, LED LIGHTING, and IMMERSIVE SOUND SYSTEM. The versatile LOWER LEVEL includes over 2500 SQ FT of garage space – ideal for CAR COLLECTORS or CRAFTSMEN. Located on ROBERTS POINT ROAD, great views of BAYOU NETTIE, a haven for BOATERS that offers QUICK ACCESS to SARASOTA BAY and a short two block walk to the sands of SHELL BEACH.

3920 Roberts Point Road, Sarasota