Siesta Key~Sugar Sand between Your Toes
Take a vacation on Siesta Key and then buy your Dream Home

The following list of properties are all located on the barrier island of World Famous Siesta Key.  The key has three main areas-North Siesta Key
has primarily single family homes, Mid Key has the Siesta Key Village with condos, single family homes and rental options for daily or long term and restaurants, shopping, bars and Morton's grocery store with a deli, gourmet foods to delight the senses and all foods and beverages for a simple trip to the beach or out of town guests to enjoy. The South Key is a bit more laid back and has condos, single family homes and the ease of access to the inter-costal boating. 

Found: 268
Avg: $1,595,173
Avg $ SqFt: $553
Search Area: Map Polygon
Price: $0 to $100,000,000
Show:
View:  
  Page 1 of 12  
 
$16,950,000
7712 SANDERLING RD, Sarasota FL 34242
9
BEDS
11
BATHS
11,112
SQFT
$1,525
$/SQFT
3.68
ACRES
"A soul-stirring statement of beachfront living, Aquadisia is a landmark Gulf-to-Lagoon property nestled on almost four acres behind the gates of the exclusive Sanderling Club on Siesta Key. With an extraordinary 529 ft. on the Gulf of Mexico and 155 ft. on Heron Lagoon, this modern and private estate draws inspiration from the soothing, restorative element of water while indulging the senses with the sights, sounds and textures of the shore. Wrapped on all sides by serene pools that flow to a striking water wall, the principal beachfront residence uses minimal, clean lines to create fluid living environments enlivened by endless Gulf views. Glass, rich woods, quartz and shellstone organically integrate each space with the tropical surroundings, from the master retreat with spa-like bath to the sleek kitchen, dramatic dining area and crisp living lounges. An office, sauna, massage room and generous garage also grace the main home. Exquisitely accomplished, the captivating grounds include a labyrinth garden, reflection pond with floating glass cube, royal palm grove, beach lagoon and a sunset pier. The secondary beach house offers signature Gulf views, as well as a seaside pavilion. Shifting focus to Heron Lagoon, the gracious guest house features a floating dock for kayaking adventures. Boat dockage available to Sanderling residents. Square footage, bedrooms, baths, garage, taxes, HOA fees and water frontage are for all 3 parcels. The remaining information represents the main house only."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $18,000,000 TO $16,950,000 
$13,900,000
8218 SANDERLING RD, Sarasota FL 34242
7
BEDS
8
BATHS
10,624
SQFT
$1,308
$/SQFT
3.64
ACRES
"Welcome to unparalleled tropical splendor in the prestigious Sanderling Club, the only gated single-family home community on gorgeous Siesta Key. Sprawling from the shimmering waters of the Gulf of Mexico to the serenity of Heron Lagoon, this world-class, 3.64-acre property presents a rare opportunity in one of the region s most sought-after destinations. A winding drive with towering palms leads to the grand fa ade of this expansive three-story, five-bedroom estate. The elegant floor plan of the approximately 8,638-sq.-ft. main home is ideal for a sophisticated but comfortable lifestyle, where walls of glass invite the stunning beauty of its surrounds inside. The dramatic foyer flows to the spacious living areas, which include formal living and dining rooms, a large family room, a safe room, and an indoor sauna and steam room. Built in 2007, the two-bedroom guest home features approximately 1,986 square feet, two full baths and a dock on Heron Lagoon. The well-manicured grounds include 304 of beachfront, 305 of Heron Lagoon frontage, a private clay tennis court, an open pool and spa, and a detached RV garage. Members of The Sanderling Club enjoy a lifestyle distinct from the hustle and bustle of Siesta Key, as community amenities include 24-hour security, a bay-side marina, 2 Har-Tru tennis courts, cozy waterfront cabanas and more. The community centerpiece is the Paul Rudolph-designed clubhouse, poised directly on the Gulf to showcase sweeping views from the large patio and grill area."
* LISTED OVER 120 DAYS 
$8,250,000
3975 SHELL RD, Sarasota FL 34242
4
BEDS
6
BATHS
5,079
SQFT
$1,624
$/SQFT
2.40
ACRES
"One-of-a-kind Beachfront parcel on Siesta Key. 2.4 acres with 264ft directly on the beach. Western exposure for stunning sunsets. Siesta Key's North Bridge provides extremely quick access to downtown Sarasota and St. Armand's Circle letting you avoid seasonal traffic. 5,079sq ft residence with a guest house on the North parcel can be renovated and enjoyed for years to come. A unique and exclusive feature is a deep-water dock on Coconut Bayou. Provides quick access to Sarasota Bay, an extremely rare option for a beachfront property. Build a Beachfront Estate unlike any other. Located on one of the most desirable streets in Sarasota. Conceptual plans from Mark Sultana of DSDG are included. Already subdivided and available separately; North: $3.995MM (mls A4157251 with existing home) South: $4.35MM (mls A4157243) Sale of listing includes Prop I.D. #0078030042 & 0078030043."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $8,845,000 TO $8,250,000 
$7,800,774
125 BIG PASS LN, Sarasota FL 34242
4
BEDS
5
BATHS
4,472
SQFT
$1,744
$/SQFT
0.83
ACRES
"Pre-Construction to be built. Two options - 1. The Mindera model of John Cannon Homes with nearly 4500 square feet of living area (6658 sf under roof) has 4 bedrooms, den, bonus room, 3-car garage, outdoor kitchen all overlooking the Big Pass with some of the most outstanding views of the azure waters of the Gulf of Mexico. Option 2 - has elevator! Buyers will customize their own home plans. See vacant lot listing under MLS: A4156343 This over-sized parcel has over 100 ft of waterfront directly on the Gulf and is perfect for a phenomenal, open floor plan designed home. Originally part of the Ralph Twitchell estate, this stunning property is rich in history. Sure to provide the most spectacular waterfront and city views in all of Sarasota. The views from this property, from the beautiful turquoise waters of the Gulf to the city lights in the evening, are an ever-changing canvass. A short stroll away is enchanting Siesta Key Village and the unsurpassed Siesta Key beach. Known for its powdery, quartz-filled sand and tranquil blue waters, Siesta Key Beach was recently voted the #1 beach in the US by Conde Nast. You will be just a quick drive to downtown Sarasota with its spectacular restaurants, culture and night life. The possibilities are limitless. You will wonder where the day has gone as you enjoy the stunning panoramic views of your new waterfront home. Whether you are entertaining or simply relaxing with friends and family this waterfront location is sure to impress."
* LISTED OVER 120 DAYS  * PRICE INCREASED - $2,800,775 TO $7,800,774 
$7,800,000
8448 SANDERLING RD, Sarasota FL 34242
4
BEDS
5
BATHS
5,383
SQFT
$1,449
$/SQFT
0.75
ACRES
"Welcome home to your Beachfront Masterpiece where your spirit of freedom and creativity comes alive! This Infinity House is framed by powdery sand beaches, turquoise blue warm gulf waters, breezes, & tropical gardens. So called because panoramic and breathtaking gulf views make you feel like you are on your own private yacht every day! Romantic sunsets add to the artistry of this rarely available Sanderling Club deeded beachfront estate home located on the Gulf of Mexico, on Siesta Key in a community so rare you'll feel like you have stepped back in time to your own private island paradise. Includes 24 hour security staffed gate, tennis courts, marina with boat docks, & historic clubhouse built by Paul Rudolph. Private lagoon front dock and gazebo for kayaking and fishing pleasures too! From entering your new-gated paradise traveling the private meandering road with canopy oak trees and tropical foliage you will feel a calm sense of tranquility. Upon arriving at the end of Sanderling Road you will see and experience the impressive scale of this modern island style home. Recently redesigned and completely remodeled with only the finest materials and workmanship. You ll have an elevator to take you to your gym and spa room, your 2nd floor living spaces and your 3rd floor bedrooms and offices. Newly installed impact glass protects this exquisite home, with 520 feet of deck and terrace overlooking the beach and The Gulf of Mexico. This tropical oasis is ready for you to move right in! Extremely Private!"
* LISTED OVER 120 DAYS 
$7,500,000
16 SANDY HOOK RD S, Sarasota FL 34242
5
BEDS
6
BATHS
6,343
SQFT
$1,182
$/SQFT
0.78
ACRES
"DIRECT GULF FRONT CUSTOM BUILT 2008 HOME WITH ALL THE LUXURIES THAT YOU WOULD EXPECT IN A NEWER HOME. ENJOY THE BREATH TAKING VIEWS FROM MOST ALL THE ROOMS PLUS 21' CEILINGS IN THE LIVING ROOM, FAMILY ROOM AND LIBRARY. THE CHEFS KITCHEN HAS TOP OF THE LINE APPLIANCES INCLUDING A SUBZERO REFRIGERATOR, WOLF GRILL, DOUBLE OVENS, DOUBLE BOSCH DISHWASHERS, ICE MACHINE AND 3.5 X 17' GRANITE ISLAND WITH BUILT-IN SECRETARY. THE HOME HAS ONE FOOT HIGH CROWN MOLDING IN MOST ROOMS. THE LIBRARY HAS 14' HIGH QUALITY CABINETRY WITH DOUBLE DESK. THE VIEWS ARE SPECTACULAR FROM THE 4 LARGE LANAIS WHICH HAS AN OUTDOOR KITCHEN AND COVERED AREA AROUND HALF OF THE HOUSE. THE OPEN POOL/SPA WITH A WATER FALLS SEPARATES THE TWO BUILDINGS WITH A LARGE SEATING AREA FOR ENTERTAINING. THE UNATTACHED 1,102 SF GUEST HOUSE INCLUDES A FULL KITCHEN, LAUNDRY, AND LANAI OVERLOOKING THE POOL AND THE GULF. THE UPGRADES ARE TOO NUMEROUS TO MENTION AND CAN ONLY BE APPRECIATED BY VIEWING IN PERSON. SANDY HOOK SUBDIVISION IS A DEEDED COMMUNITY NORTH OF THE VILLAGE ON SIESTA KEY. SEEING IS BELIEVING!!!"
* LISTED OVER 120 DAYS 
$7,495,000
3975 S SHELL RD, Sarasota FL 34242
6
BEDS
8
BATHS
5,079
SQFT
$1,476
$/SQFT
0.97
ACRES
"PRE CONSTRUCTION - TO BE BUILT Discover the extraordinary opportunity to own an iconic, custom Gulf-Front home sited on 132.5 ft of secluded beach, on one acre of supreme Siesta Key land. The coveted north end of the Key sets the stage for this sweeping property. The to-be built masterpiece will encompass over 7,263 SF of coastal contemporary living, including a 1,200 SF guest house. Western exposure creates spectacular sunset views, for an unforgettable backdrop to your island lifestyle experience. Designed to include upper and lower level swimming pools, an expansive outdoor terrace with fully-equipped kitchen and 5 car garage, the residence will provide every imaginable amenity. The estate offers close proximity to the vibrant arts and culture of downtown Sarasota, as well as the premier shopping and dining on St. Armands Circle. The sale includes conceptual plans designed by leading-edge, award-winning architect Mark Sultana of DSDG. Buyer will have the ability to customize or Buyer may purchase Lot separately and may use their own plans to build. Please see vacant lot listing under MLS#A4157243."
* LISTED OVER 120 DAYS 
$7,450,000
7940 SANDERLING RD, Sarasota FL 34242
4
BEDS
5
BATHS
5,203
SQFT
$1,432
$/SQFT
1.50
ACRES
"Romantic and supremely private, this magnificent Gulf front residence on a sandy walking beach is nestled on 1.5 acres in Siesta Key s exclusive Sanderling Club. The property extends to Heron Lagoon, a pristine body of water ideal for fishing, kayaking and bird watching. Constructed to the superlative standard one would expect from the area s preeminent builder, Michael Walker, astonishing Gulf of Mexico views unite with extraordinary quality throughout. A spacious, airy and open design echoes the panoramic setting and lends itself to casual living. Signature floor-to-ceiling glass, a three-stop elevator, sleek and functional Neff kitchen, lavish Jerusalem marble floors and vast open terraces from each room create a discreetly luxurious living experience. The entire second level is dedicated to the master suite, where simply spectacular views enhance the gracious sitting area, sleeping quarters and private terrace. Outdoor living is equally special, with a beachfront pool and spa as the centerpiece. The only guard-gated single family community on Siesta Key, Sanderling is an historic club with a 24-hour guarded gate, tennis courts, clubhouse and beach cabanas designed by Paul Rudolph and access to Bay. The exclusive community is ideally located near Siesta Key s south bridge, for quick access to downtown Sarasota's multitude of dining, cultural and shopping opportunities."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $7,950,000 TO $7,450,000 
$6,900,000
4011 SHELL RD, Sarasota FL 34242
5
BEDS
9
BATHS
9,202
SQFT
$750
$/SQFT
0.81
ACRES
"Short Sale; A stunning statement of refinement and comfort, this impeccably-designed, lushly-landscaped estate sits on nearly an acre at the coveted north end of Siesta Key directly on the Gulf of Mexico. Here residential bliss comes to life with spectacular living quarters, exquisite finishes, state-of-the-art systems and resort-like amenities, all within a private Gargoyle-guarded walled and gated property. Venetian Gothic architecture fuses with a Mediterranean flair to create a gulf-front haven that is as distinctively stylish as it is tastefully eclectic. Completed in 2007 by premier Sarasota luxury home builder Perrone Construction, Inc., this grand gem sets the perfect backdrop for indulgent relaxation or lavish entertaining both in and outside the home. Inside presents five bedrooms including an extraordinary master suite, five full and four half baths, expansive living/dining quarters, an exquisite kitchen, a home theater/media room plus a two-story office, with elegant stone, stained glass, beautiful wood and painted murals throughout. Delightful outdoor spaces are found at every turn with eight open porches and patios capturing incredible views, a fabulous rooftop garden/terrace and bar area accessed by elevator, and a glamorous pool and cabana that is second to none with a waterfall, lounging area, spa, slide, and stage for live entertainment. Listing price may not be sufficient to pay the total of all liens and costs of sale at full listing price may require approval of seller's lender(s)."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $7,400,000 TO $6,900,000  * SHORT SALE 
$6,500,000
4136 ROBERTS POINT CIR, Sarasota FL 34242
6
BEDS
7
BATHS
7,309
SQFT
$889
$/SQFT
0.37
ACRES
"Sophisticated Elegance to please the the most discerning palate ! This one of a kind European inspired, Contemporary Masterpiece. Amazing details of Chamfered Stone Entrance, Custom Solid Mahogany Door, Thirty Tons of Select European Marble, Zebra Wood Cabinetry Imported From West Africa, Structural Glass & Stone Catwalk, Cylindrical Glass Elevator, Home Theater, Lutron Lighting Control and 10 Car Auto Salon. The back view from the large balcony looks onto the Infinity Edge Pool, Lush Tropical Landscaping, Deep Water Boat Dock and Coconut Bayou. This Engineered Concrete and Reinforced Steel Home with Solid Concrete Arches and Columns has Amazing Details Everywhere !! You must see to understand the level of detail and sophistication"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $6,800,000 TO $6,500,000 
$6,295,000
7208 POINT OF ROCKS RD, Sarasota FL 34242
6
BEDS
8
BATHS
7,145
SQFT
$881
$/SQFT
0.79
ACRES
"Timeless design and panoramic views of the Gulf of Mexico on a secluded beach make this newer coastal home one to cherish for generations. This elegant beachfront residence is perfectly situated on nearly one acre in the historic Point of Rocks neighborhood at the southern tip of award winning Siesta Key Beach. It is an artistic use of an Old Florida site where majestic oaks, lush tropical landscaping, a charming cottage (Circa 1920), French-inspired Gulf-side pool, and the main residence blend seamlessly to create the perfect island retreat. The main residence, custom designed to emphasize natural light and sweeping Gulf vistas, consists of 5 en-suite bedrooms, with a master bedroom on each floor; an open layout; wide-planked wood floors; plantation shutters; granite and marble finishes; cathedral ceilings and large, private Gulf-side balconies. The interior's sea-inspired palette, enhanced by whimsical accents, provides an aura of tranquility instantly connecting you with the beach and surrounding environment. Generously sized living areas, a music room, and a 600 sq ft loft provide both an abundance of privacy and room for entertaining family and guests. A separate, 3 bedroom guest cottage adjoins the main residence via a stone and jasmine covered walkway, and provides an additional 1,100 sq ft with numerous options for use as a studio, private retreat, or caretaker's home. A beautiful property in a coveted location."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $6,675,000 TO $6,295,000 
$6,200,000
1250 HIDDEN HARBOR WAY, Sarasota FL 34242
5
BEDS
6
BATHS
7,505
SQFT
$826
$/SQFT
0.55
ACRES
"Luxurious and contemporary custom-built family home on a private half acre+ tip lot in Hidden Harbor. This lush, tropical, private upscale waterfront neighborhood consisting of only 36 exclusive residences is one of Siesta Key's and Sarasota's best kept secrets. Surrounded by water views on 3 sides this one-of-a-kind coastal masterpiece features over 7500 Sq. ft. of inspirational living on the top two floors and thousands of sq. ft.of finished space on the ground level including an A.C. 600 sq.ft. fitness center and large covered patio. The main living level incorporates a spacious, open & airy floor plan w/ hardwood floors & water views from every room. The living room w/ high cathedral ceiling flows seamlessly to the dining areas, family room, main balcony and exquisite kitchen. The kitchen features 2 of every high end appliances needed for entertaining large groups or lots of family & friends. Additionally on the main floor is the large master suite and enormous master bath w/ his and her sides plus a two story office and loft next to the master. Just off of the family room is the theatre/media room which was also built as a safe room with poured concrete walls. the upstairs features a loft and media center, 4 en-suite bedrooms all with water views and as a bonus there is a private rooftop reading/yoga room with incredible water views. Additional features include; 4 balconies, elevator, Lutron lighting system, fire sprinklers, pool slide, dock w/ 2 lifts, 2nd. office, impact glass, custom wall & gate."
* PRICE LOWERED - $6,950,000 TO $6,200,000 
$5,999,999
1356 POINT CRISP RD, Sarasota FL 34242
5
BEDS
6
BATHS
7,443
SQFT
$806
$/SQFT
0.41
ACRES
"Surround yourself with water, water everywhere from this rare peninsula location, where mesmeric views span the panorama of Sarasota Bay. The exclusive Point Crisp enclave on Siesta Key is the backdrop for this home which provides every resort-style amenity you could imagine for a total waterfront experience. Towering arched double doors open to this intuitively sequenced open layout, where vast travertine cascades, classic columns infuse definition and epic outlooks across the water are ever-present. Three interior levels are accessible by elevator or staircase, and multiple outdoor environments inspire the alfresco island experience. A luxe cook s kitchen, formal dining room, inviting family room, breakfast area and principal living room with floor-to-ceiling glass are found on the main level, along with a true master wing featuring two immense walk-in closets, an uber luxurious Onyx bathroom and cinematic waterscape perspectives. Upstairs holds a theatre room with stadium seating, entertaining lounge with wet bar and balcony, plus three bedrooms including a second master suite option. On the lower level, you ll find a huge garage for 6+ cars and loads of storage space. Three outdoor entertaining areas, two with grills and fireplaces, are complemented by a waterside infinity pool, fun private beach area, and boat dock with capacity for a large vessel on deep water. Minutes from Siesta Key Beach. Boat sold separately, for more information, contact Andy Eggebrecht at Andros Boat Works."
$5,795,000
8501 MIDNIGHT PASS RD, Sarasota FL 34242
6
BEDS
7
BATHS
12,444
SQFT
$466
$/SQFT
3.21
ACRES
"See Realtor remarks.The cumulative age of the majestic Oaks that stand guard over this one-of-a-kind property must surely reach into the thousands, each telling a story and creating a special ambiance one can only understand by being there. These Oaks together with amazing natural Florida foliage are the backdrop for pavered pathways that wind throughout this enchanting 3 plus acre Bayfront site. The grounds are magical in and of themselves but become sublime as you take in the views offered by almost 300 feet of direct water frontage. The expansive patios, porches, gazebos and sunrooms of the Key West style main house were designed to fit comfortably within these natural surroundings and absorb views from every angle whether waterfront or focused over the manicured grounds. This casual and charming 3 bedroom, 3 and one-half bath home blends seamlessly with its surrounding creating enchanting and cozy spaces both inside and out. The Bayfront guest house with its covered porches and outdoor spaces is wonderfully tranquil and the 3 bedrooms and 2 and one-half baths are perfect for guests or extended family. Another cottage on the property is a blank slate but would be ideal as a fitness center with its own pool, or as a studio or as additional room for guests. A picturesque portico welcomes you to this estate and the resort like setting is made complete by the lighted tennis court, sport court, multiple pools and two docks offering various boat lift and mooring options."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $6,295,000 TO $5,795,000 
$5,500,000
9200 BLIND PASS RD, Sarasota FL 34242
6
BEDS
9
BATHS
6,254
SQFT
$879
$/SQFT
1.05
ACRES
"This spectacular Gulf front estate is truly something you have to see to believe! The newly renovated, luxury, main home features three beautifully detailed stories, 4 bedrooms, 4 full baths and roof top terrace. Complete with gourmet, top of the line, kitchen and Italian marble throughout. And what tops off this undeniable gem is the private attached lot with lush landscaping. The opportunity to enjoy the jacuzzi under the stars, your toes in the sand and a picnic on the grass can't be found anywhere else in this coveted location! Just when you can't imagine a better home to entertain, step out your front door and literally just across the street to the guest cottage. This bay front second home offers 2 beds/2 baths plus an added in-law suite/efficiency apartment with separate entrance. Heading outside is just as incredible with an elaborate 2 story screened lanai, unique oversized pool and spa, outside dining areas on both stories and all with the view of the bay. Love fishing? Enjoy your private boat dock with snook lights to enjoy the best catch around! Feel like getting out? You're less than 5 miles from Siesta Key Beach, voted #1 beach in the USA with its white sands and quaint village shops."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $5,750,000 TO $5,500,000 
$5,395,000
3701 WHITE LN, Sarasota FL 34242
6
BEDS
9
BATHS
7,376
SQFT
$731
$/SQFT
0.85
ACRES
"Tucked away on north Siesta Key, this gated estate on deep boating water is a superb expression of coastal contemporary style. Custom-built in 2011 by JE Tucker, Inc. The expansive property offers its own private beach & is enveloped by fragrant lime, lemon & orange trees, as well as lush emerald mangroves. The protected deep water location is unobstructed with no bridges, providing quick access to Sarasota Bay & the Gulf of Mexico. Step inside to discover the over 7,300 sf living area, approx 3,000 sf of air-conditioned non-conforming space that encompasses a bar, billiard room, media room, exercise facility, family room, & seamless storage for kayaks, paddleboards, & water/beach gear. The main living level incorporates a flawless open plan with living, dining & family rooms, as well as a spacious kitchen with dining space & breakfast bar. Also on this level is a custom bar with built-ins & wine storage refrigeration, the master retreat with elegant, private veranda. An elevator transports you to the second floor with 4 en-suite bedrooms, additional living room, wet bar, 2 verandas for enjoying the surrounding waterscape. The Florida lifestyle is all about outdoor enjoyment, this property dazzles with a large pool, spa & sundeck surrounded by travertine, custom-built outdoor fireplace, summer kitchen with alfresco dining space, & custom boat dock with 15,000 lb. lift. Completing this island masterpiece is a 3-car garage with in-law suite above. Truly Floridian perfection."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $5,750,000 TO $5,395,000 
$4,995,000
3344 GULFMEAD DR, Sarasota FL 34242
4
BEDS
5
BATHS
4,500
SQFT
$1,110
$/SQFT
0.52
ACRES
"Pre-construction. To be built. Located at the northern tip of Siesta Key, fronting onto Big Pass, with Gulf of Mexico, Lido Key, Bird Key and spectacular downtown Sarasota views! Feel like you re living in the Caribbean and experience sunsets like no other. Plans are in place to build this 4500 square foot, 4 bedroom home by Ryan Perrone of Nautilus Homes, on a cleared half-acre waterfront site. Additional water frontage at the rear of the property offers private and protected dockage for your motor or sail boat, jet skis, kayaks or paddle boards. Additional property features include a newer seawall, a very private cul de sac location, convenient location to charming Siesta Key Village with quick and easy access to the mainland s shopping, dining, and cultural attractions."
* LISTED OVER 120 DAYS 
$4,995,000
8585 MIDNIGHT PASS RD, Sarasota FL 34242
4
BEDS
7
BATHS
5,727
SQFT
$872
$/SQFT
1.59
ACRES
"Escape to your very own private-island paradise. Idyllically located on over-1.5 acres on the southern end of world famous Siesta Key, this grand yet cozy estate home is impressive from the moment one enters the private gates and is welcomed by the long-paver circular drive, giant oak trees, sparkling fountains and elevated entry. Once inside, the two-story foyer and adjacent living area give way to oversized terraces and stunning views of the backyard, infinity-edge pool and tranquil bay waters beyond. The perfectly designed kitchen boasts custom cabinetry and a unique serving area with huge walk-in pantry allowing functional access to both the formal dining room and adjacent family room. Understated elegance resonates through the use of high-end finishes from the hardwood flooring to the banks of windows and doors, custom millwork, exotic granites, uniquely adorned fireplaces and even a stamped-tin ceiling in the office. The master suite with fireplace and multiple sets of French doors opening onto a private terrace is a special retreat and each of the three-guest bedrooms features their own en suite bathrooms. The first level features air-conditioned storage and a five-or-seven-car garage space. The well-designed interior is complemented by the multiple terracing outdoor spaces that lead to the lushly landscaped surroundings, pool area and bay front. The deeded beach access, greenhouse and near perfect location on Siesta Key complete this incredible residence. Proposal for dockage available."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $5,250,000 TO $4,995,000 
$4,995,000
4317 MIDNIGHT PASS RD, Sarasota FL 34242
5
BEDS
6
BATHS
7,121
SQFT
$701
$/SQFT
0.99
ACRES
"Stunning modern architectural design and lush natural landscape combine to create this extraordinary waterfront paradise on world-famous Siesta Key. Custom built in 2008 and designed by Mark Sultana, this residence showcases remarkable modern design, state-of-the-art innovation and an exceptional use of materials and finishes. Located on the north end of Siesta Key and deeply set on nearly an acre along Cocoanut Bayou, this gated estate is keenly concealed on all sides. Once beyond the gated entrance, the tropical foliage gives way to a free-standing building with three-car garage and simple guest apartment above which separates the main entrance from the utility entrance of the main home. The natural landscape creates a brilliant contrast to the crisp modern fa ade where clean lines, dramatic scale and precise balance take form. The interior features two living floors including a wine cellar, home theater, outdoor kitchen and a third-floor rooftop terrace. Each space takes full advantage of both the privacy of the location as well as the remarkable waterfront vistas with the utilization of curved walls of glass and numerous sets of sliding glass doors and transom windows. This Siesta Key estate comes complete with deeded beach access, deep water dockage, two boat lifts, hurricane impact-rated glass, concrete reinforced construction, three-story elevator, Lutron lighting system, central wet/dry vacuum, saltwater pool, whole house water filtration system and commercial-grade terrazzo flooring."
* LISTED OVER 120 DAYS 
$4,495,000
8521 MIDNIGHT PASS RD, Sarasota FL 34242
6
BEDS
6
BATHS
7,717
SQFT
$582
$/SQFT
2.60
ACRES
"See Realtor remarks.The cumulative age of the majestic oaks that stand guard over this one-of-a-kind property must surely reach into the thousands, each telling a story and creating a special ambiance one can only understand by being there. These oaks, together with amazing natural Florida foliage, are the backdrop for paver pathways that wind throughout this enchanting 2.6-acre bayfront site. The grounds are magical in and of themselves, but become sublime as you take in the views offered by over 200 feet of direct water frontage. The expansive patios, porches, gazebos and sunrooms of the Key West-style main house were designed to fit comfortably within these natural surroundings and absorb views from every angle, whether waterfront or focused over the manicured grounds. This casual and charming three-bedroom (potential for additional bedrooms), three-and-a-half bath home blends seamlessly with its surroundings, creating enchanting and cozy spaces both inside and out. In addition to the main house, another cottage on the property is a blank slate, but would be ideal as a fitness center with its own pool, or as a studio or additional room for guests. A picturesque portico welcomes you to this estate, and the resort-like setting is made complete by the lighted tennis court, sport court, extensive air-conditioned storage space and dock offering various boat lift and mooring options. Truly one of the most enchanting estate properties. Square footage and bedroom-bathroom count include both homes."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $4,795,000 TO $4,495,000 
$4,300,000
4740 OCEAN BLVD #301 Penthouse, Sarasota FL 34242
4
BEDS
5
BATHS
4,426
SQFT
$972
$/SQFT
"Pre-Construction. To be built. New luxury condo on Siesta Key. 4BR/4.5BA, 4426 sf, 72-ft. Gulf-front terrace, enclosed 3-car garage, private poolside cabana, high ceilings, smart home automation, green building standards and highest-quality finishes. Elegant, simple and understated, Oceane is a place where you live every day with awe-inspiring views. From the moment you drive through the gated entrance to the moment you enter your open-concept, smart and energy-efficient residence, you are transported into a place of peace, conviviality and restoration. The entire back wall is covered in floor-to-ceiling windows for endless Gulf views. The living space includes a grand room with fireplace, dining room and kitchen with eat-in island, premium appliances and walk-in pantry. Expansive Gulf-front terrace includes large outdoor living area. Private quarters include four bedrooms with en-suite baths, bonus room, powder room and laundry. Green features include LED recessed lighting, energy-efficient HVAC with zone controls, re-circulating instant hot water and insulated, high-impact windows. Smart home technology includes integrated controls for lighting, cooling, entertainment and security. Your private poolside cabana stores all toys for outdoor enjoyment. Just 0.4 mile to Siesta Key Village, 1 mile to Siesta Beach and 5 miles to downtown, Oceane is the perfect place to enjoy your Sarasota lifestyle."
* LISTED OVER 120 DAYS 
$4,250,000
4740 OCEAN BLVD #202, Sarasota FL 34242
4
BEDS
5
BATHS
4,574
SQFT
$929
$/SQFT
"Pre-Construction. To be built. New luxury condo on Siesta Key. 4BR/4.5BA, 4574 sf, 50-ft. Gulf-front terrace, enclosed 3-car garage, private poolside cabana, high ceilings, smart home automation, green building standards and highest-quality finishes. Elegant, simple and understated, Oceane is a place where you live every day with awe-inspiring views. From the moment you drive through the gated entrance to the moment you enter your open-concept, smart and energy-efficient residence, you are transported into a place of peace, conviviality and restoration. The entire back wall is covered in floor-to-ceiling windows for endless Gulf views. The living space includes a grand room with fireplace, dining room and kitchen with eat-in island, premium appliances and walk-in pantry. Expansive Gulf-front terrace includes large outdoor living area. Private quarters include four bedrooms with en-suite baths, bonus room, powder room and laundry. Green features include LED recessed lighting, energy-efficient HVAC with zone controls, re-circulating instant hot water and insulated, high-impact windows. Smart home technology includes integrated controls for lighting, cooling, entertainment and security. Your private poolside cabana stores all toys for outdoor enjoyment. Just 0.4 mile to Siesta Key Village, 1 mile to Siesta Beach and 5 miles to downtown, Oceane is the perfect place to enjoy your Sarasota lifestyle."
* LISTED OVER 120 DAYS 
$4,000,000
4105 SHELL RD, Sarasota FL 34242
4
BEDS
5
BATHS
3,905
SQFT
$1,024
$/SQFT
1.20
ACRES
"OVER 140 FEET DIRECTLY ON THE GULF OF MEXICO! This 1.2 ACRE ESTATE includes 2 parcels allowing for 2 separate structures both now and in the future. Living along Big Pass offers a unique scenery. This is the body of water between Lido and Siesta Keys and the gateway between the Gulf of Mexico and Sarasota Bay. There is a constantly changing canvas of boats and wildlife cruising in and out of the Bay. Main home hand-crafted from Pecky Cypress. There are 4 bedrooms and 5 bathrooms within 3900 square feet. The guest house was built in 1988. It is 2600 sq ft, has 3 bedrooms, 3 bathrooms and also direct views of the Gulf. Living on the north end of Siesta means easy access to the public beach and village, as well as quick access to the mainland. This setting has inspired writers and other creatives for generations. Now the sandy beach, warm Gulf waters, and nightly sunsets are waiting to delight the next caretaker."
* LISTED OVER 120 DAYS 
$3,999,995
107 OCEAN PL, Sarasota FL 34242
4
BEDS
6
BATHS
5,239
SQFT
$764
$/SQFT
0.65
ACRES
"Resplendent living in tropical paradise on Siesta Key! A private bridge over Fiddler Bayou leads to a secluded beach where the cool white quartz sand of world famous Siesta Key caresses your feet while you relax during the day or marvel as the sun sets in a brilliant crescendo over the Gulf of Mexico. Sophisticated architectural design seamlessly entwines 1,100 sq/ft of veranda and lanai space on the second level, a 320 sq/ft veranda on the third level, and 5,300 s/f under air, creating a space that lives like 6,700 s/f of indoor/outdoor resort style luxury. Soaring 36 ft high ceilings compel a majestic first impression upon entering the home; spectacular water views from almost every room build upon that impression. A gourmet kitchen, with four ovens, Thermador, Bosch, & Sub-Zero appliances, butler s pantry, separate wet bar, outdoor kitchen and outdoor eating area facilitate endless entertainment possibilities. Each of the 4 bedrooms is an en-suite; a master bedroom is on each floor. There is an elevator, fireplaces inside and outside, heated pool and spa and garage space for approximately 10 cars. Hand shaved maple flooring, marble master bath with Jacuzzi tub, tray ceilings, crown moldings and granite countertops continue the embellishments. The property includes the private access roadway, and is a short walk, or bike ride, to Siesta Village or Crescent Beach!"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $4,895,000 TO $3,999,995 
 
View:  
  Page 1 of 12  
 
 Properties
are awaiting your review.  We have ALL Active Listings.  You'll receive new listing alerts and price updates ensuring you stay ahead of the market.
Your information will be kept secure and private and you can opt-out at any time.
Get Unlimited MLS Access
Automated New Listing Updates
Price Change Alerts
Join now (it's free):
Name (first/last)
 
Email Address
Member sign in:
Email Address