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7333 Point Of Rocks Road, Sarasota
$3,000,000
4 Beds ⋅ 4 Baths ⋅ White Beach Fruit Companys Su SubDv. ⋅ 34242 Zip Code
Repositioned to the market - $500,000 Price Adjustment. Exquisite custom estate in one of Siesta Key’s exclusive neighborhoods. Positioned just across from Gulf-front homes in a private enclave on Siesta Key, this exceptional residence offers the ultimate in island luxury. Masterfully built by Perrone Construction and designed by acclaimed architect Rick Oswald, this custom home is a testament to craftsmanship, quality, and elegant coastal living. Sited on a nearly 22,000-square-foot homesite, the home makes a striking first impression with its stately paver driveway and welcoming entry. Inside, wide-plank engineered hardwood floors and rich architectural detailing define the refined interiors, while soaring beam-and-plank ceilings elevate the spacious great room. The heart of the home is the gourmet kitchen, featuring a Thermador six-burner gas range, custom cabinetry, stone countertops, a generous island and breakfast bar, and an adjacent grilling deck for entertaining. The dining room opens seamlessly to the expansive covered lanai, where you’ll enjoy views of the lushly landscaped backyard oasis. A luxurious main-floor primary suite offers a private retreat with exquisite finishes and spa-style comforts, designed for relaxation and ease. Two upper-level guest suites provide privacy for family or visitors and are easily accessed by either the elegant staircase or a private elevator serving all levels. On the main level, a versatile game room doubles as a fourth bedroom with an adjacent half bath, ideal for guests, hobbies or additional living space. Designed with luxury and peace of mind, this home is built with solid concrete-and-steel frame construction and includes a generator, impact-rated doors and windows, lightning protection, Lutron lighting on the main level, tankless water heaters, central vacuum, and a refreshing outdoor shower. The showstopper? One of the largest residential pools on Siesta Key—nearly 44 feet long—designed for swimmers and hydrophiles alike. You'll find multiple places to relax in the sun or shade, surrounded by lush, tropical foliage and an expansive, fenced yard. Car enthusiasts will appreciate the dual two-car twin garages, while the lower-level non-conforming space offers flexibility for an exercise room, pool cabana or additional recreation space. Though built in 2014, this home rivals new construction in design and condition, with a freshly painted exterior and timeless appeal. Just moments from the world-renowned sands of Siesta Beach and Turtle Beach, with easy access to Turtle Beach Marina, island dining, boutique shopping and downtown Sarasota’s vibrant cultural scene, this residence offers a rare opportunity to own a home that blends location, luxury and lifestyle.

7333 Point Of Rocks Road, Sarasota

5024 Commonwealth Drive, Sarasota
$1,954,700
3 Beds ⋅ 4 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
Nestled in the quaint neighborhood along the Grand Canal on Siesta Key, this Key West style home offers the perfect blend of old-world charm and modern living. This well-appointed custom-built home has a spectacular open floor plan. The home's grand entrance welcomes you through a covered porch that leads to an oversized foyer. An abundance of natural light, beautiful canal views, soaring ceilings and gleaming hardwood floors create a bright and airy atmosphere throughout. You will then be charmed by the library with a sliding ladder, wood burning fireplace, walnut wood flooring, and cedar beams in the living room, all combined with modern style furniture. The open living area includes a kitchen, with cherry wood cabinets, and an Iron Elmira stove surrounded by Chicago brick, gorgeous dining room and a breakfast nook. Floor to ceiling windows and sliding doors seamlessly connect the grand living area to the outside covered deck, perfect for entertaining. The beautiful primary suite with canal views is on the main level and two generously sized bedrooms with their en-suite bathrooms are located on the upper level. A “basement room” between the two garages offers a huge amount of storage with built-in closets and cabinets. If interested to create an additional room/Office, a plan and design is available upon request.The house was not affected by any wind or flood damage thanks to its solid concrete block construction and 11ft elevation of living space. Some water intrusion on garage level, but did not cause any damage to building, or cabinets in storage area between the garages. The fenced-in backyard features a 35ft screened heated pool with a waterfall and Chicago brick deck. The 60ft IPE hardwood boat dock with a tropical over-the-water gazebo is equipped with a 10,000lb boat lift and offers plenty of space for all your outdoor toys. Boating just one mile through the deep-water canal brings you to the Intercoastal Waterway which leads right out into the open Gulf. In a market where quality counts more than ever, this home offers a rare blend of location, craftsmanship, and timeless appeal. Welcome home to Siesta Key - island living, breath-taking sunsets, boating and award-winning beaches, all at your doorstep.

5024 Commonwealth Drive, Sarasota

212 Pass Key Road Unit 212, Sarasota
$425,000
2 Beds ⋅ 2 Baths ⋅ Sandy Cove SubDv. ⋅ 34242 Zip Code
This is the One! *A true community! Enjoy the island lifestyle with actual neighbors*No need to worry about who will be renting next to you on a week to week basis* (Rental options available after 2 years) *Seller will make a concession off list price of 1 year of current HOA fees ($10,188) to offset rental terms*Rarely Available 2bed/2bath Condo located in Sandy Cove II*Second Floor Unit with Your Own Exterior Entrance and Water Views from Your Living Room! Own a Tree top Condo on the #1 beach, Siesta Key*Pet friendly*Open plan with Cathedral ceilings*Sandy Cove II offers access to one of the best fishing piers and waterfront areas on Siesta Key*Designed by Frank Smith from the Sarasota School of Architecture*The master bedroom is on the first level with its own sliding doors that open to a side balcony*The Living Room has full views of the Gulf*The second bedroom is located on the second level with it's own bathroom*Located on the second level is a bonus room* Newer AC system which is still under warranty*Hurricane-rated/high end sliding glass doors which also feature window tint for energy savings*This condo is a short (less than .5 miles) walk or bike ride to the shops and restaurants of Siesta Village*The community features a clubhouse with a screened porch that can be used for private parties and an apartment for visiting guests*There is bike, canoe, kayak, & paddle board storage available & this property has a separate assigned storage unit as well*Sandy Cove II is truly an unique complex located on the North end of the Key*

212 Pass Key Road Unit 212, Sarasota

875 Siesta Key Circle, Sarasota
$2,900,000
3 Beds ⋅ 4 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
One or more photo(s) has been virtually staged. Stunning Waterfront Home on Siesta Key with Spectacular Bayou and Bay Views. Welcome to this exceptional waterfront property located on the serene and sought-after Siesta Key. Situated on a quiet dead-end street, this gorgeous home offers breathtaking views of the bayou and open bay, along with direct access to protected sailboat waters, just 100 yards from the open bay. With a 16,000lb boat lift, you'll have the perfect setup for boating enthusiasts. This expansive residence boasts 3,400 square feet of luxurious living space upstairs and an additional 2,000 square feet of air-conditioned space downstairs (currently used as storage). Built with concrete block construction and impact windows, this home offers both durability and peace of mind. Step inside to discover a spacious, open-concept living area featuring beautiful real wood floors throughout. The gourmet kitchen is a chef's dream, equipped with an 8-burner gas range, double ovens, and top-of-the-line appliances. Perfect for entertaining, the kitchen flows into the living and dining areas, all of which offer panoramic water views. The oversized primary suite is a true retreat, offering ample space, stunning views, and a spa-like ensuite bathroom. A private den/office provides a quiet place for work or relaxation. The home also includes vaulted, beamed ceilings that add character and elevate the airy feel of the living spaces. Enjoy the Florida lifestyle with your own outdoor oasis, featuring a heated saltwater pool and spa, ideal for year-round enjoyment. The upstairs front balcony provides a perfect spot to unwind and take in the spectacular sunsets over the water. With an elevator for added convenience and tons of storage throughout, this home combines functionality with luxury. Located just minutes from Siesta Village and the world-famous Siesta Beach, you'll have access to vibrant local dining, shopping, and the best sandy shores on the Gulf Coast. Don’t miss the opportunity to own this incredible waterfront property on Siesta Key, where every detail has been thoughtfully designed for comfort, style, and waterfront living at its finest.

875 Siesta Key Circle, Sarasota

7345 Pine Needle Road, Sarasota
$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

3935 N Shell Road, Sarasota
$6,600,000
4 Beds ⋅ 5 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code
* Pending. Accepting backup offers.* Nestled along the pristine northern shores of Siesta Key, this magnificent three-story waterfront retreat redefines coastal luxury and exclusivity. The home features 10,600 sq ft under roof with approximately 5,500sq ft under air. This exceptional home is crafted for grand entertaining and effortless relaxation. While Siesta Beach and Village are just minutes away by golf cart, the gated personal estate ensures total privacy, creating a secluded paradise where the rhythm of the waves and the beauty of the Gulf serve as the ultimate backdrop. As you approach, a sprawling driveway and state-of-the-art security gates provide both exclusivity and convenience, granting access to a four-car garage, perfect for luxury vehicles, watercraft, or additional storage. Stepping inside, you’re greeted by a grand entrance with a 34-foot-high foyer. Up the stairs you will find walls of glass showcasing unobstructed Gulf panoramas. Expansive retractable glass doors erase the line between indoors and out, immersing you in the stunning coastal setting from the moment you arrive. Descending to the main living level, a chef’s dream kitchen awaits, masterfully designed with thick quartz countertops, a spacious center island, and a custom eight-seat breakfast bar. Flowing seamlessly into sun-drenched living and dining areas, this space is enhanced by towering 12-foot ceilings, creating an atmosphere of grandeur and warmth. A hidden bonus room unveils a fully equipped outdoor kitchen and entertainment lounge, offering a seamless transition to alfresco dining and unforgettable gatherings under the stars. The upper levels of the home are dedicated to rest and rejuvenation, with four private bedroom suites, each offering breathtaking Gulf views, intimate balconies, and spa-inspired en-suite baths. The primary suite, a haven of tranquility, boasts 270-degree water views, expansive lounging terraces, and a marble-clad spa bath, designed to capture the essence of relaxation and indulgence. Beyond the home’s elegant interiors lies a spectacular tropical oasis. Designed by the renowned Lucas Lagoons, the lagoon-style pool and spa feature a cascading waterfall, offering the ultimate retreat for relaxation. A meandering stone pathway winds through the gorgeous landscape, passing a serene saltwater tidal pond, leading to a two-story Tiki retreat, an idyllic setting for sunset cocktails and ocean breezes. At the edge of the property, a Gulf-front fire pit, nestled into the immaculate white sands, invites you to unwind as the sky transforms into a breathtaking masterpiece of colors. Whether envisioned as a luxurious primary residence or an exceptional coastal retreat, this one-of-a-kind Gulf-front estate offers an unparalleled blend of seclusion, sophistication, and effortless luxury. With unrivaled beach frontage and panoramic water views, this property is more than just a home—it is a rare opportunity to own a true piece of paradise on one of the most coveted stretches of Siesta Key. This listing does not include the lot at 0 Solymar Dr. MLS number (A4642147). Creative Seller Financing Available!

3935 N Shell Road, Sarasota

7510 Midnight Pass Road, 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

4940 Peaceable Way, Sarasota
$2,950,000
4 Beds ⋅ 5 Baths ⋅ Harmony Sub SubDv. ⋅ 34242 Zip Code
New price! Experience the epitome of Siesta Key living in this exquisitely crafted residence near Siesta Village and renowned pristine beaches, with every conceivable amenity nearby. On a generous one-third-acre lot, this 2019 custom masterpiece by award-winning John Cannon Homes epitomizes luxury and sophistication. Boasting four spacious bedrooms, an office, and five baths, this home is an entertainer's dream, designed to host large gatherings with ease and elegance. Built with an unwavering commitment to quality and luxury, every detail has been thoughtfully considered to offer unparalleled comfort and convenience. Innovative technology is seamlessly integrated throughout the home, allowing for remote control from your smartphone, a cutting-edge media system for immersive sound and visual experiences, a Lutron lighting and blind system, and a reliable backup generator, ensuring uninterrupted enjoyment. The open-concept floor plan offers soaring ceilings illuminated by natural light. The great room flows seamlessly to the dining area and the fabulous chef’s kitchen, which features sleek custom cabinetry, an expansive island with seating, and quartz counters. Top-of-the-line Thermador appliances include a six-burner natural gas range and a built-in Miele coffee system, ensuring culinary excellence. The primary suite is a sanctuary of relaxation, welcoming its occupants after a day filled with sun and fun. Guests are pampered with their own en-suite baths and access to bespoke entertainment options, ensuring privacy and luxury for everyone. The heart of this magnificent property is the expansive outdoor lanai, featuring a stunning pool set against the backdrop of silver travertine tile, a rejuvenating spa, and a fully equipped kitchen and bar area, living room and fireplace, promising unforgettable moments under the sun or stars. As the sun sets, the outdoor living space becomes a central gathering spot, where music, laughter, and culinary delights blend to create the perfect evening. An automated irrigation system maintains lush greenery. A high-ceiling garage with a two-car lift provides ample space for your luxury vehicles, while a comprehensive camera system, impact doors, windows, and garage door, and a natural gas-powered generator ensure security and peace of mind. The high-quality construction offers an added benefit with reasonable insurance rates. This home promises a life of exquisite luxury and unmatched convenience, where the car keys are forgotten. Enjoy the convenience of being near the vibrant Village, as well as the white quartz sands and azure waters of Siesta Beach. Welcome to your paradise on Siesta Key, where every day there is a testament to the beauty of island living.

4940 Peaceable Way, Sarasota

5250 Calle De Rio, Sarasota
$800,000
2 Beds ⋅ 2 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Just a short two-block stroll from Siesta Key's vibrant village, you'll find yourself surrounded by a delightful array of casual and fine dining restaurants, lively shops, and bars with nightly live music. Yet, this charming home is nestled in a peaceful, quiet neighborhood; offering the perfect blend of convenience and tranquility. Enjoy the best of both worlds with a short walk or bike ride to the renowned Siesta Key Beach, and directly across from the Canal, where you can add your own private dock and launch your boat, kayaks, or paddleboards. Glide out to the Intracoastal and experience the water from your own yard! This home is spacious and inviting, with plenty of updates to enhance its charm! Upstairs, you'll find 2 bedrooms and 2 baths, including a recently remodeled kitchen with bright shaker-style cabinets and sleek quartz countertops. Skylights and large windows allow abundant natural light to pour in, making the entire home feel airy and bright. Cozy up by the real wood-burning fireplace in the open living and dining area, where the space flows seamlessly to the outdoors. Step out onto the large composite wood deck with modern aluminum railings, where you can enjoy tree-top views of the yard and canal—perfect for entertaining or relaxing. Off the kitchen, a second porch offers a peaceful retreat to sip your morning coffee while enjoying the sounds of birds singing. Downstairs you'll find your laundry room with a new washer and dryer, a new tankless water heater, and a large storage room. The additional bonus room would make an ideal place for a gym, game room, or media center. The beautiful, low-maintenance epoxy flooring keeps the downstairs bright and inviting. The large corner lot offers plenty of room to create your dream backyard, with ample space for a pool if you choose. The yard is perfect for hosting BBQs, oyster roasts, and making memories with friends and family. There’s also an extra storage shed beneath the second-story deck, keeping your lawn equipment out of sight and neatly organized. A concrete patio underneath adds even more entertaining space. Experience the relaxed, resort-style living you’ve always dreamed of—right in the heart of Siesta Key. Every day feels like a vacation in this coastal gem!

5250 Calle De Rio, Sarasota

1129 Seaside Drive Unit 20, 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

5169 Sandy Shore Avenue, Sarasota
$2,875,000
3 Beds ⋅ 4 Baths ⋅ Sara Sands SubDv. ⋅ 34242 Zip Code
One or more photo(s) has been virtually staged. Step into the Siesta Key lifestyle today — no waiting for construction, no uncertainty, just effortless waterfront living. Elevated at 10.5 feet with no history of flood damage, this exceptionally maintained 2015 Key West–style home offers an exceedingly rare turnkey waterfront opportunity, combining timeless design with peace of mind, creating a sanctuary where every detail has been carefully considered. Imagine mornings in your chef-inspired kitchen, quartz counters gleaming, Thermador appliances, and a gas stove ready for weekend brunches. Walls of glass invite sunlight into the great room and open to a covered lanai with outdoor kitchen, heated saltwater pool, carefully maintained landscaping, and majestic oak trees, where afternoons flow seamlessly into evenings spent entertaining family and friends. A versatile den/office provides a quiet retreat or workspace, and the outdoor shower makes rinsing off after a day on the water effortless. Outside, a wide waterfront canal with private dock, 13,000-lb boat lift, and fish cleaning station offers direct access to the Intracoastal — perfect for boating, yachting, and all water adventures with only one bridge to navigate. The 3-car split garage provides space for a collector car, golf cart, or hobby projects, while impact windows, a whole-house generator, and updated HVAC ensure comfort, safety, and peace of mind. The split floor plan offers privacy for guests with en suite baths, while the primary suite is your own private retreat. Nestled on a quiet cul-de-sac and WIDE canal, just minutes from Siesta Village, award-winning beaches, dining, shopping, and Sarasota’s vibrant arts scene, this walkable, bikeable, and kayak-friendly neighborhood lets you enjoy everything the Key has to offer without ever getting in your car — every day feels like a vacation. More than a house, this is a lifestyle ready now. Secure, elevated, turnkey waterfront property, and perfectly positioned on one of Siesta Key’s most desirable canals. Experience the rare combination of security, luxury, and effortless waterfront living — your turnkey Key West–style sanctuary awaits.

5169 Sandy Shore Avenue, Sarasota

4117 Roberts Point Circle, Sarasota
$940,000
3 Beds ⋅ 3 Baths ⋅ Roberts Point SubDv. ⋅ 34242 Zip Code
Nestled on a tranquil street, in the highly sought-after Roberts Point neighborhood of Siesta Key, this stunning elevated home offers the perfect blend of luxury, privacy, and coastal charm. Situated just moments from the world-renowned Siesta Beach and the vibrant Siesta Village, this beautifully maintained two-story residence offers the perfect combination of comfort, convenience, and Florida living. The layout features spacious living and dining areas, with plantation shutter windows that fill the home with natural light and allow for a seamless connection to the outdoors. The well-appointed kitchen includes modern appliances, ample cabinetry, and a large island, making it an ideal space for cooking and entertaining. The master suite is a private retreat, with plenty of closet space and an en-suite bathroom that offers a relaxing atmosphere. Additional bedrooms are generously sized and perfect for family or guests. Step outside to your private, nicely landscaped backyard, an ideal setting for relaxation and entertaining. Enjoy Florida’s beautiful weather on the expansive composite deck, complete with an outdoor shower—perfect for rinsing off after a day at the beach. The lush greenery and well-maintained yard create a tranquil, private oasis. This home’s prime location offers easy access to the best of Siesta Key—whether it's lounging on the soft sands of Siesta Beach, exploring the unique shops and restaurants in Siesta Village, or enjoying local parks and recreational activities. This is your chance to own a slice of paradise in one of the most coveted neighborhoods on Siesta Key. Schedule your private showing today and make this beautiful home your own!

4117 Roberts Point Circle, Sarasota

1129 Seaside Drive Unit 15, 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

1185 Coquille Street Unit 305, Sarasota
$1,035,000
2 Beds ⋅ 2 Baths ⋅ Coquille SubDv. ⋅ 34242 Zip Code
With deeded beach access, this spacious townhouse offers a bonus room, an outdoor terrace, and provides maintenance free living at its best. The unique floor plan of this delightful Gulf side home with 2 story ceilings offers a first floor master suite, with guest accommodation on the second floor, plus a loft area ideal as a TV-room or den. New luxury vinyl floors Dec 2024,and updated kitchen and baths (2022)On one of those rare chilly Florida evenings, relax in front of the wood burning fireplace and look out onto your private terrace. There is a two-car tandem style garage with an extra storage closet for your beach toys. One of only 27 townhomes in this unique Siesta Key complex, it boasts an attractive pool and spa, plus a private boardwalk leading to the #1 beach in the U.S. This is a perfect year-round or vacation home that lives like a single family home. Seller is offering up to $25,000 towards future assessments.TURNKEY FURNISHED. ADDITIONAL features: Wireless Home Network- security cameras, TV, & Door locks 2024, all accessible by cell phone, New TV 2024 with hidden cable box, New Washer/Dryer 2024, New Couches 7/2024, new carpet master bedroom & upstairs 2024,Honeywell Dehumidifier built into closet, Nest Thermostats.

1185 Coquille Street Unit 305, Sarasota

710 Birdsong Lane, Sarasota
$815,000
3 Beds ⋅ 3 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code
Island living at it's best. Just a short distance to world famous Siesta Key Beach. This home has had NO flood damage inside the home or garage areas. Custom built by Schrock home builders. Featuring 3 bedrooms, den/office & 2 1/2 baths. Over 2500 sq. ft. under air with an over sized 2 car garage with screen. New roof just installed. Kitchen was remodeled with new cabinets, granite counters, Bosch dishwasher, Viking cooktop & Frigidaire double wall oven. Hurricane shutters throughout. Solar panels for the pool. This home shows light & bright with 4 skylights. A wall of glass doors leads to wood deck. Huge master suite has separate sitting area. Large screened pool with solar heat. Florida friendly landscaping for low maintenance. Located in the private community of Siesta Bayside Waterside South. This home has been professionally staged. Make this Island Oasis your own!

710 Birdsong Lane, Sarasota

320 Avenida Leona, 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

5239 Winding Way, 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

1228 Siesta Bayside Drive Unit 1228-C, Sarasota
$700,000
2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club Bayside SubDv. ⋅ 34242 Zip Code
Here is your opportunity for a Gulf and Bay Bayside 2nd-floor walk-up Condo. Oh so lovely views of the pond and the water fountain, Weekly rental makes this an excellent investment. Just a short walk and you are on our famous Siesta Key Beach along with this deeded beach access there are wonderful amenities. - Two heated pools, clubhouse, BBQ area, fishing pier, pickleball and tennis courts, fitness room, and a warm welcoming community. The one-car garage and driveway parking make it all so very convenient, and on-site rental management at this Key West Style complex adds to the convenience. In move-in condition. Just a short of trolley ride to Siesta Village with all the shopping and restaurants with great nightlife. No carpet, all tile fIn

1228 Siesta Bayside Drive Unit 1228-C, Sarasota

3500 Bayou Louise Lane, Sarasota
$7,825,000
5 Beds ⋅ 6 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code
EXQUISITE HOME. "Every detail considered" WHERE SARASOTA BAY MEETS THE GULF OF MEXICO. NORTH SIESTA KEY. Do not miss this unparalleled opportunity to own an exquisite waterfront home, where luxury, location, and breathtaking views combine to create the ultimate island sanctuary. This timeless residence, nestled on Big Pass at the entrance to the Gulf of Mexico, promises an exceptional lifestyle. The main home was untouched by hurricane waters, with only minimal cleanup needed in the non-conforming space. After the recent hurricanes, no water intrusion has been noted, underscoring the home’s robust construction. The sellers have invested in a brand-new tile roof, ensuring long-term value and peace of mind—even though the existing roof had years of life left. Elegantly appointed, this home offers an effortless transition for new owners, allowing immediate enjoyment. Located on the coveted north end of Siesta Key, the home provides unrivaled beach access and sweeping views of the Gulf of Mexico and Big Pass. Whether it's spectacular sunrises, sunsets, or the tranquility of island living, this residence is a true escape. Siesta Key has been recognized as the number one beach in the United States multiple times by Dr. Beach. The soft white sand is made almost exclusively of pure quartz, which remains cool on the feet even when baked in the Florida sun. Step inside to experience the grandeur of this architectural masterpiece by a well-renowned architect. The open-concept living space flows seamlessly, with soaring ceilings and floor-to-ceiling impact windows framing panoramic, 180-degree views of the sparkling waters. A private elevator transports you between levels, adding both convenience and sophistication. The gourmet/chef's kitchen, equipped with high-end appliances (Wolf, Miele, etc.), sets the stage for both intimate meals and grand entertaining. This home’s five spacious en-suite bedrooms, provide luxurious comfort and privacy. Designed for light and air, every room offers stunning vistas, creating an inviting and serene atmosphere. The property has undergone over $3 million in upgrades since 2020, ensuring that every detail is perfect. From Italian plaster and book-matched Calcutta Gold marble to custom wood floors and a bespoke Clive Christian kitchen, the Kohler natural gas generator supplies the entire home, three fireplaces, an elevator, a central vacuum, and 2 Tesla car chargers, no expense has been spared. Furnishing may be purchased separately. Smart home features include Lutron lighting, an integrated security system, and commercial-grade Wi-Fi in every room, ensuring modern convenience at your fingertips. Additional amenities include a four-car garage, a 40x20 pool and spa, a custom walnut library, a cellular gate call box, Seura TV mirrors in the primary and in the second primary suite, with elevator access, and motorized window blinds complete this extraordinary residence. This is a rare opportunity to own a once-in-a-lifetime waterfront home on Siesta Key. With its unparalleled location, stunning design, and luxury upgrades, this residence epitomizes elevated island living. Don’t miss the chance to call this exceptional residence HOME.

3500 Bayou Louise Lane, Sarasota

3532 Flamingo Avenue, Sarasota
$1,800,000
3 Beds ⋅ 4 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code
Exceptional Waterfront Property on Siesta Key – A Boater’s Dream nestled on the north end of Siesta Key. Set on over 71 feet of prime seawall frontage along the pristine Hudson Bayou—one of Siesta Key’s clearest and most sought-after canals—this property offers unparalleled views and the chance to witness dolphins and manatees playing right in your own backyard. With direct sailboat access to the bay and Intracoastal Waterway, and no bridge restrictions, this location is a true haven for boaters. The property features a large composite dock with a 16,000-pound boat lift, as well as a floating dock for two jet skis, complete with electrical hookups for added convenience. Though the home has sustained storm damage and is being sold “as-is” for land value only, this is a rare opportunity to either renovate the existing structure or rebuild your dream home in this highly desirable location. Just minutes from the vibrant Siesta Key Village and the world-renowned Siesta Beach, you’ll enjoy the best of both worlds—privacy and tranquility, with easy access to shopping, dining, and entertainment. Survey and Elevation Certificate available upon request.

3532 Flamingo Avenue, Sarasota

1137 Lake House Circle Unit C215, Sarasota
$623,000
2 Beds ⋅ 2 Baths ⋅ Our House At The Bch SubDv. ⋅ 34242 Zip Code
Reduced! The Best Price for a 2 Bed with a Garage on the Key! Your place at the beach needs to be Our House at The Beach. This 2 bed 2 bath 2nd floor unit with it's own 1 car garage is beautifully updated with carefree bamboo floors in all the living space and ceramic tile in the baths, oversize crown moldings and base trim. It offers lake views with a fountain and a twenty-foot-wide balcony overlooking the lake to enjoy your morning coffee or evening cocktails. Sliders bring in plenty of light and you face west to enjoy the evening light from Siesta’s famous sunsets. Your unit offers an extra deep garage to keep both your vehicle and all your beach toys. If it is raining you drive in and you are undercover all the way to your unit. The kitchen has newer black appliances and granite counters – when you rent, they show less handprints etc. And because Our House has a great onsite rental program and very flexible scheduling you get the added bonus of owning a strong rental that you can enjoy yourself as well. Ready for the Beach? Directly across the street is the public beach that Dr Beach ranks in the top 10 in the US year in and year out – just can’t beat that crystal sand. Staying active is easy too with onsite resort pool and tennis courts. This unit had no storm damage – the garage received some water and it was completely and professionally restored. The entire complex will be retrofitted with impact glass and sliders and the seller has paid or is paying the assessment completely by closing. As a second-floor unit you can rest easy about any future storms and you get higher ceilings and nobody walking over your head. At just $500 a square foot this represents one of the best values on the Key for a 2 bed. Easy to show during January so schedule it today!

1137 Lake House Circle Unit C215, Sarasota

5112 Jungle Plum Road, Sarasota
$1,600,000
2 Beds ⋅ 3 Baths ⋅ Hidden Harbor SubDv. ⋅ 34242 Zip Code
Attention architecture enthusiasts: This midcentury-modern waterfront home seamlessly blends timeless design with modern convenience. Resilient through three major storms, it sustained no damage beyond minor landscaping impacts and minimal water in the garage. Set on a lush 0.61-acre lot in the coveted Hidden Harbor neighborhood, this jungle oasis offers an unparalleled living experience. The property boasts tropical landscaping, a tranquil koi pond, and a canal-front boat dock. A circular paver driveway leads to a two-car attached garage, while the backyard oasis features a screened patio, multiple paver seating areas, and two upper-level balconies with breathtaking long canal views. Built for durability, the home includes a buried propane tank connected to a whole-house generator and an irrigation system fed by a dedicated well. Inside, the living room captivates with vaulted cypress ceilings, exposed beams, a wood-burning fireplace, hardwood flooring, and double French doors that open to the patio overlooking the canal. The dining room, adjacent to the kitchen, offers hardwood flooring, sliding glass doors, and a charming chandelier. The kitchen combines functionality and elegance, featuring granite countertops, under-cabinet lighting, and a reverse osmosis water filtration system. Upstairs, the primary suite is a private retreat with vaulted ceilings, a spacious walk-in cedar closet, and sliding glass doors opening to a balcony with sweeping canal views. The en-suite bathroom features dual sinks, a soaking tub, a walk-in shower, and vintage tile accents. An adjacent office/den offers built-in shelving, transom windows, and access to two balconies — one overlooking the canal and the other the front yard. On the main floor, the guest suite includes an 11-foot vaulted ceiling, private deck access, and an en-suite bathroom. Additional spaces include a cozy family room with dual sliding glass doors to the patio and an interior atrium filled with lush plants. Conveniently located just 1.3 miles from Siesta Key Beach and dining, 2 miles from shopping, and a short drive to downtown Sarasota, Sarasota Memorial Hospital, and the airport, this home offers both serenity and accessibility. This is a rare opportunity to own a piece of architectural history in a prime location. Experience the perfect fusion of timeless design, modern amenities, and waterfront living in this Hidden Harbor gem.

5112 Jungle Plum Road, Sarasota

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

915 Seaside Drive Unit 604, Sarasota

1211 N View Drive, Sarasota
$1,175,000
3 Beds ⋅ 3 Baths ⋅ Siesta Cove Sub SubDv. ⋅ 34242 Zip Code
One or more photo(s) has been virtually staged. This home had no water intrusion nor structural damage through hurricanes. Welcome to this beautifully updated home in the highly sought-after Siesta Cove neighborhood on Siesta Key, just a short distance from the world-renowned Siesta Beach and the vibrant Siesta Key Village, offering an array of shopping, dining, and entertainment options. This stunning property features 3 spacious bedrooms, den/office and a small bonus room off the second bedroom, roof 2023 and new ac and ductwork 2023 as well. Outdoors you'll find a freshly landscaped front yard, heated pool, and a large screened-in patio, perfect for relaxing and entertaining in a tropical paradise. Step inside to find an open and airy layout with vaulted ceilings and luxurious finishes throughout. The inviting living area boasts a cozy fireplace, creating a perfect setting for both relaxation and entertaining. The modern kitchen is equipped with sleek countertops and top-of-the-line appliances, ideal for preparing meals in style. Outside, the expansive screened patio offers a peaceful oasis surrounded by lush tropical landscaping, while the heated pool adds an extra touch of resort-style living. Whether you’re lounging poolside or enjoying the nearby beach, this home provides the ultimate Siesta Key lifestyle. With its ideal location and exquisite updates, this home is a rare find. Don't miss your chance to experience the best of island living!

1211 N View Drive, Sarasota

4933 Featherbed 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

1231 Starboard Lane, 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

4866 Commonwealth Drive, Sarasota
$2,700,000
3 Beds ⋅ 4 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
Come live the good life on Siesta Key in this spectacular Grand Canal- front home with water views, boat dock, bay access & gorgeous salt pool with travertine decking & custom summer kitchen. Casual elegance is exuded in every room of this 3 BR, 3.5 BA home, from the 1200 sq. ft. sprawling European style open kitchen to the full wall of glass sliders opening to the expansive outdoor living space. The main level of this 2019 custom home boasts an oversized entry foyer, a light and bright open kitchen flowing into the living area, sliders to the open pool with cable wire railing and built-in summer kitchen. The second level of the home features an extraordinary primary suite with an outdoor sitting area and covered balcony with views of the pool and Grand Canal. Enjoy a large soaking tub and spacious shower in the primary bath and an expansive primary closet. Two additional en suite guest bedrooms and a laundry room round out the second floor living areas. NO HOA Fees is an added plus! Highlights of this home include hurricane impact windows/doors, elevator with three stops- garage, main and top levels, Tesla charging station, automated custom European window treatments, central vacuum system, and new 10,000 lb. boat lift and dock (built to fit a 27' boat), oversized two car garage, balconies at front and back of the home, etc. Just minutes from the intracoastal waterway, Gulf of Mexico, and Siesta Key village! Siesta Key is proud to provide the best coastal lifestyle possible - island living, breath-taking sunsets, boating and award winning beaches are at your doorstep!

4866 Commonwealth Drive, Sarasota

8030 Midnight Pass Road, 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

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