SIESTA KEY Homes for sale in Sarasota

All SIESTA KEY homes currently listed for sale in Sarasota as of 04/27/2017 are shown below.  You can change the search criteria at any time by pressing the 'Change Search' button below.

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$6,900,000
4011 SHELL RD, Sarasota FL 34242
5
BEDS
9
BATHS
9,202
SQFT
$750
$/SQFT
0.81
ACRES
2007
BUILT
"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."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $7,400,000 TO $6,900,000 
$6,295,000
8501 MIDNIGHT PASS RD, Sarasota FL 34242
6
BEDS
7
BATHS
12,444
SQFT
$506
$/SQFT
3.21
ACRES
1990
BUILT
"Bonus paid. 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 - $6,950,000 TO $6,295,000 
$4,995,000
8585 MIDNIGHT PASS RD, Sarasota FL 34242
4
BEDS
7
BATHS
5,727
SQFT
$872
$/SQFT
1.59
ACRES
2002
BUILT
"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
2008
BUILT
"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 façade 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."
$4,795,000
8501 MIDNIGHT PASS RD, Sarasota FL 34242
6
BEDS
6
BATHS
7,717
SQFT
$621
$/SQFT
2.60
ACRES
1990
BUILT
"Bonus paid. 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 - $4,995,000 TO $4,795,000 
$3,095,000
4401 MIDNIGHT PASS RD, Sarasota FL 34242
4
BEDS
5
BATHS
4,875
SQFT
$635
$/SQFT
0.92
ACRES
1994
BUILT
"Set amid the lush tropical landscape on nearly 1 acre in Cocoanut Bayou, this Siesta Key waterfront home inspires from the moment one arrives. Stunningly finished with contemporary details, this home boasts high ceilings, intricate millwork, built-in cabinetry, stone and granite surfaces and state-of the art innovation. The 16-foot elevation of the main living level, combined with floor-to-ceiling windows and multiple terracing outdoor spaces, allows for incredible views of the surrounding pathways, gardens and waters of Cocoanut Bayou. The unique elevated dining area, with its walls of glass, boasts views of the front garden, rock waterfall and Koi pond, and accentuates the open plan, which is perfect for entertaining. The gourmet kitchen is adjacent to the family room and features top-of-the line appliances, bar seating and six-panel sliding doors that allow a 16-foot opening to the expansive covered terrace. The two-story master suite is a private retreat, featuring two private terraces, upstairs sitting room with fireplace, dual closets, walk-in shower, Jacuzzi tub and separate water closet. There are three additional en suite bedrooms, a separate guest sitting area, bonus space and an office providing ample room to suit your lifestyle. This coveted north Siesta Key location, along with long tranquil water views, a large private waterfront pool with spa, boat dock with boat lift on protected boating water and access to the gated private community beach club, creates the ultimate modern island oasis."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $3,245,000 TO $3,095,000 
$2,895,000
4632 OCEAN BLVD, Sarasota FL 34242
4
BEDS
5
BATHS
3,100
SQFT
$934
$/SQFT
0.51
ACRES
1962
BUILT
"Welcome to paradise. Experience the quintessential island lifestyle in this beautiful Gulf-front coastal chic cottage located on the north end of world famous Siesta Key. As one passes through the gated entry down the long shell drive, the warm ocean breeze rolls in as the palms gently sway and create a sense of immediate comfort and tranquility. Experience breathtaking views and dramatic sunsets from almost every room in this practically designed and stylishly decorated beach house. White wainscot walls, hardwood floors, white-beamed ceilings and expansive windows create a true sense of comfort and peacefulness. Separate living and dining areas each with their own fireplace, an eat-in kitchen and an additional family room provide ample living and entertaining space. A generous master suite on the ground floor and three en-suite bedrooms on the second floor make this home as practical for family or guests as it is comfortable. The pool is strategically positioned between the main home and unique cabana house offering indoor and outdoor comfort away from the sun and is bordered by a long covered breezeway. The large backyard boasts Gulf-front deck, concrete seawall and long fishing pier that not only provides a relaxing venue, but also some of the best fishing in the area. The location is minutes from Siesta Key Beach, Siesta Key Village and all that the island lifestyle has to offer yet provides quick access off the island to all the amenities and attractions of Sarasota."
* LISTED OVER 120 DAYS 
$2,600,000
8285 MIDNIGHT PASS RD, Sarasota FL 34242
3
BEDS
6
BATHS
5,502
SQFT
$473
$/SQFT
0.99
ACRES
1979
BUILT
"This property offers potential as-is or based on redevelopment. Enjoy the sought-after island lifestyle in this tropical paradise on world-famous Siesta Key. Set on nearly one acre of land with over 160 waterfront feet, directly on the bay, this home sits near the water with lush landscape all around creating the ultimate private compound. Unique architectural elements, abundant outdoor entertaining areas and stunning water views come together to create the ideal island getaway. The main house master suite encompasses the entire second floor and features a private screened patio, sitting room, office and dual baths. The large kitchen boasts built-in grill and hood, newer appliances, bar seating and breakfast area. The separate access guest quarters feature a living room with fireplace, dining room, one bedroom and bathroom. The incredible outdoor space includes a large pool, hot tub, covered and uncovered seating areas and waterfront gazebo. A long wooden dock with water and electric caters to the boating enthusiast and completes this incredible island retreat. This home offers a newer roof and an additional air-conditioned space attached to the garage, perfect for an office, studio or gym. Seller has obtained a zoning determination letter from Sarasota County confirming the lot can be divided and two single-family homes can be built. Great redevelopment potential. Property is currently in rental pool and income producing. Price based on appraisal for two half acre lots with 70 feet of water frontage."
$2,249,900
722 SIESTA DR, Sarasota FL 34242
4
BEDS
4
BATHS
4,050
SQFT
$556
$/SQFT
0.45
ACRES
2001
BUILT
"Boating Enthusiast! Deep Sailboat water with no fixed bridges allow for stress free Gulf Access!! This custom built Key West style home exudes Siesta Key living. Surrounded by Tropical foliage, this waterfront tri-level home has an open floor plan, a tasteful coastal pallet and provides all you need to soak up the coveted Florida lifestyle. On the main level, you’ll enjoy a spacious kitchen with white cabinetry, gleaming stainless countertops and appliances while overlooking the breakfast area, great room, and spacious deck overlooking the water. Vaulted ceilings and an abundance of windows bring a flow of Florida sunshine throughout the home. An upstairs master suite overlooks the living space with an open wrap-around corridor, and has its own private balcony. Formal dining and family rooms provide the perfect spaces for entertaining or quiet evenings by the fireplace adorned with coral tile. Two guest rooms are connected by a Jack-and-Jill bathroom and each have access to a verandah. Rich hardwood floors flow throughout, easy accessible elevator, expansive three car garage and abundant parking are bonus features. The vacation-style outdoor grounds feature an island style bar, heated pool and spa, and a beautiful dock, which includes a 10,000 lb. lift (water & electric) and will house two sizeable boats."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $2,349,900 TO $2,249,900 
$2,100,000
4044 ROBERTS POINT RD, Sarasota FL 34242
4
BEDS
4
BATHS
3,998
SQFT
$525
$/SQFT
0.44
ACRES
1951
BUILT
"New price, reduced $149,000. A rare find on Siesta Key - a water enthusiast's dream; sailboat water in both the front and rear of the home, with spectacular bay and wide bayou views. Located on a charming, quiet, north island street surrounded by spectacular homes, you will enjoy colorful sunrises from the bay front dock, and blazing sunsets from the rear bayou of this enchanting home with water views from nearly every room. If you are looking for a home with character and a hint of yesteryear, this unique, light-filled home captures a bygone, graceful era. The large, casual living and dining rooms are perfect for entertaining. The remodeled kitchen opens to the family room’s wall of French doors, leading to the private pool and tropically landscaped waterfront yard, with lovely nooks to explore. Ample room for guests with two bedrooms, one-and-a-half baths plus a den on the first floor; a spiral staircase leads to a separate, private suite with bath and bay front balcony. The charming upstairs master suite offers a beamed, vaulted ceiling and a private balcony overlooking the pool and bayou with a dock on the protected, tranquil waters of Nettie Bayou. A large paver deck, additional dock and 10,000-pound boat lift allow you to dock your large powerboat or sailboat on Roberts Bay with direct access to the Gulf of Mexico. Metal roof (2013), AC (2014-15-16). Minutes to Siesta Village and Siesta Beach, and only 15 minutes by car to shopping, dining and the urban and cultural amenities of downtown Sarasota."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $2,249,000 TO $2,100,000 
$1,299,000
8239 MIDNIGHT PASS RD, Sarasota FL 34242
2
BEDS
3
BATHS
2,574
SQFT
$505
$/SQFT
0.31
ACRES
1991
BUILT
"SO SIESTA- FLORIDA STYLE BAY FRONT CONTEMPORARY (1991), W/ UNIQUE OLD FLORIDA GUEST HOUSE, DOCK, LIFT, & KAYAK LAUNCH !! PANORAMIC WATER VIEWS (even from rooftop) ! The guest quarters allows you to accommodate friends, family or B & B travelers comfortably. Enjoy the flexibility of the lower level workshop for storage of kayaks, bikes, wave runners, or even compact cars. Imagine the gatherings you'll host from the wraparound deck, while you prepare the fish you've caught from the end of your pier. Experience the serenity & services that can only be offered by an island of this caliber. Relax on one of Siesta's famous beaches, stroll through the charming Siesta Village, dine waterside, or kayak through the mangroves. Be sure to check the master suite view you'll experience from the morning sunrise .....Call for an appointment... Very easy to show."
* PRICE LOWERED - $1,390,000 TO $1,299,000 
 
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