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Siesta Key

One of the most popular communities provided by The Graf Group of Coldwell Banker

Siesta Key

About Siesta Key

Siesta Key, Florida, is a picturesque island paradise renowned for its stunning white sandy beaches and vibrant community atmosphere. Known for its laid-back lifestyle and natural beauty, residents enjoy year-round sunshine, making it perfect for outdoor activities like swimming, boating, and biking. The island boasts a charming local scene with unique shops, delicious dining options, and lively nightlife, all while maintaining a strong sense of community. With its proximity to Sarasota, residents have easy access to cultural attractions, art galleries, and top-notch schools, creating an ideal environment for families and professionals alike. Living in Siesta Key means embracing a serene coastal lifestyle that beautifully balances relaxation and recreation.
One of the most popular communities provided by The Graf Group of Coldwell Banker
8
# of Listings
3
Avg # of Bedrooms
$889
Avg. $ / Sq.Ft.
$1,908,112
Med. List Price

Browse Siesta Key Real Estate Listings

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Under $250,000

$250,000 - $500,000

$500,000 - $1M

$1M - $3M

$3M - $5M

Over $5M

8 Properties Found. Page 1 of 1.

An exceptional opportunity to own two stunning residences in one offering, near the powdery white sands of world-renowned Crescent Beach. Beach House Residences #301 and the Penthouse together create a rare, turnkey coastal retreat where modern elegance and relaxed island living exist in harmony. Offered fully furnished and move-in ready, this one-of-a-kind, two-level residence presents exceptional flexibility to embrace the ultimate Siesta Key lifestyle. Suited as a full-time or seasonal residence, a multi-generational family retreat, or a flexible ownership opportunity with ability to enjoy or utilize one floor while renting another, short or long-term. Spanning the top two floors, this unique offering includes six generously sized bedrooms and five full baths (a four-bedroom, three-bath residence plus a two-bedroom, two-bath penthouse), thoughtfully designed to accommodate family and guests with ease. Expansive open floor plans welcome you with immediate Gulf views, while floor-to-ceiling glass and spacious balconies offer coastal breezes and blazing sunsets. Chef’s kitchens on each level are beautifully appointed to host unforgettable gatherings or intimate dinners, blending function with refined coastal style. Each residence enjoys its own private, secured entry, access to a state-of-the-art elevator, full kitchens, laundry rooms, luxury countertops, soft-close wood cabinetry, upscale lighting and designer fixtures. Additional highlights include spa-inspired baths, plush furnishings, 10-foot ceilings, spacious closets, a secure lobby, a private two-car garage and a hot tub on the penthouse-level balcony. Chic contemporary architecture enhances the building’s coastal presence, while sweeping Gulf and sunset views create a sense of escape. A private pet run oasis adds a thoughtful touch for four-legged companions. Outdoor living is equally inviting and as a member of the community association, residents enjoy access to the pool and private beach entry, offering a seamless connection to the Gulf. Ideally within a half block of Siesta Key’s vibrant South Village, you are moments from beloved restaurants, cafés, tiki bars, boutiques, rentals and everyday conveniences. Complimentary trolley service provides easy access to Siesta Village, evoking the charm of a relaxed island-style experience, while quick access to the Stickney Point Bridge allows effortless travel on and off the island. With its prime beach-block location, thoughtful design and rare dual-residence configuration, this is a coastal offering that feels timeless and irreplaceable, an opportunity to create lasting memories on one of Florida’s celebrated shorelines.
#A4677378

SIESTA KEY

1140 SEASIDE DRIVE 301

6 Beds

5 Baths

4,015 Sq.Ft.

$5,250,000

MLS#: A4677378

Beautifully private, this exceptional Siesta Key residence delivers the lifestyle discerning island buyers seek. Ideally near the aqua Gulf waters and powdery white sands of Crescent Beach, and moments from the peaceful shoreline of Turtle Beach, this remarkable coastal retreat spans approximately 230 feet of protected boating water and is tucked at end of a quiet, tree-lined street, offering rare privacy and a sense of peaceful seclusion seldom found on the island. This two-story home offers flexible living with three to four bedrooms, six and a half baths, an office or den, and thoughtfully designed indoor-outdoor areas that define relaxed island luxury. A gracious arrival sets the tone as antique wood and glass double entry doors open to a light-filled foyer and formal living room, anchored by a custom electric fireplace and framed by soaring windows. Natural light pours in, highlighting architectural details and creating an immediate sense of warmth and understated sophistication. The heart of the home is a magnificent kitchen designed for entertaining and everyday living, featuring a generous central island that flows seamlessly into the inviting family room with a wood-burning fireplace. Walls of glass throughout dissolve the boundary between indoors and out, creating a seamless connection to the lush, private surroundings. The main level includes a private guest en-suite with direct lanai access, along with a unique screened atrium, an inviting space for alfresco dining, sunning or quiet relaxation. An adjacent flex room easily serves as an office, studio or additional guest suite, offering versatility for today’s evolving lifestyles. Upstairs, a graceful, curved staircase leads to another en-suite bedroom, a full bath adjacent to the office or flex space, and owner’s retreat. The primary suite is a sanctuary, complete with separate spa-inspired baths, expansive walk-in closets, and a private sunset terrace overlooking the pool and tranquil canal waters, an ideal setting to unwind at the end of the day. Outdoors, the property transforms into a private waterfront oasis. The lushly landscaped pool area features cascading fountains, while boating enthusiasts will appreciate 230 feet of seawall, a private dock, 7,000-pound boatlift, kayak lift and separate fishing pier, all on deep, protected water with quick access to Sarasota Bay and the Intracoastal Waterway. Notably, the property experienced no damage or flooding during the 2024 storms, according to the owners, offering valuable peace of mind alongside its exceptional setting. Enjoy effortless access to the beach, nearby restaurants and shops, and free island trolley. When you’re ready to venture beyond the island, downtown Sarasota is just minutes away over the south bridge, offering world-class dining, arts and culture, including The Ringling, Van Wezel Performing Arts Hall, St. Armands Circle and vibrant Sarasota Farmers Market. This is a rare opportunity to own a storm-resilient waterfront retreat that seamlessly blends privacy, boating access, accessibility and timeless coastal elegance, the best of Siesta Key living.
#A4681768

SIESTA KEY

6934 BELGRAVE DRIVE

4 Beds

6 Baths

4,652 Sq.Ft.

$3,150,000

MLS#: A4681768

Deep boating water on the Grand Canal and Siesta Key’s world-famous beaches just minutes away, experience the best of island living. This beautifully renovated three-bedroom, three-bath waterfront residence offers a peaceful island retreat with nearly 2,900 square feet of living space plus a private office, ideal for everyday living and entertaining. On a quiet cul-de-sac in the desirable Siesta Isles neighborhood, the property enjoys approximately 99 feet of canal frontage with deep boating water and convenient access to Sarasota Bay and the Gulf of Mexico via a single bridge. The dock, rebuilt in 2024, is ready for boating, paddleboarding, kayaking, fishing and enjoying Sarasota’s exceptional waterways. Recently completed renovations have transformed the home into a fresh, move-in-ready coastal residence. Bright and welcoming interiors feature new finishes and thoughtfully selected materials. The open living spaces are designed to capture the beauty of the waterfront setting, creating a natural flow for relaxed living and entertaining. The newly redesigned kitchen features classic shaker-style cabinetry, quartz countertops and new appliances, creating a functional and stylish centerpiece for the home. Impact-rated windows and doors, a newer roof (2024), and a freshly painted exterior provide beauty and peace of mind. The spacious primary suite enjoys tranquil canal views through French doors and includes a private sitting room, creating a comfortable retreat in the home. The large primary bath provides generous space and is designed for relaxation and convenience. Outdoor living is equally inviting. The expansive pool terrace with oversized pool and spa overlooks the canal, offering a private setting for relaxing or gathering with friends and family. Begin your day with coffee on the pool deck while enjoying brilliant sunrises and end the evening with Siesta Key’s vibrant sunsets just minutes away at nearby Siesta Beach. Ideally near Siesta Key’s renowned quartz-sand beaches, the boutiques and dining of Siesta Village, and cultural amenities of downtown Sarasota, including the Ringling Museum and Marie Selby Botanical Gardens, this location combines island tranquility with convenient access to the area’s best attractions. Offering the rare combination of a beautifully renovated waterfront home, deep boating water and a peaceful Siesta Key setting, this exceptional property captures the essence of Sarasota’s island lifestyle.
#A4684955

SIESTA KEY

951 CONTENTO ST.

3 Beds

3 Baths

2,882 Sq.Ft.

$2,000,000

MLS#: A4684955

Build or Renovate Discover an exceptional waterfront opportunity in the coveted Siesta Isles neighborhood on Siesta Key. Situated on an oversized lot at the intersection of two canals, this property offers 118 feet of seawall, wide water views, and direct boating access to the Intracoastal Waterway and the Gulf of Mexico. Experience prime Grand Canal waterfront, featuring a private dock and boat/jet ski lift. The existing 3BR/2BA 1960s home features a split-bedroom layout, water views from the main living areas and primary suite, a two-car garage, interior laundry, Italian tile flooring, and a spacious screened lanai overlooking the expansive backyard—providing excellent space for a future pool. Mature tropical landscaping and a canopied street enhance the property’s appeal. Important: The home experienced water intrusion during Hurricane Helene (Sept 2024) and is being sold AS-IS. This is a prime opportunity for renovators, investors, or anyone looking to build a custom waterfront estate in one of Siesta Key’s canal-front locations. Ideally located minutes from Siesta Key Village’s dining and shopping, and the world-famous powder-white sands of Siesta Beach. Downtown Sarasota is only a 15-minute drive. No HOA A rare oversized waterfront parcel on the Grand Canal—renovate, rebuild, and create your ideal Siesta Key retreat.
#W7883717

SIESTA KEY

742 EDGEMERE

3 Beds

2 Baths

1,454 Sq.Ft.

$1,750,000

MLS#: W7883717

Price reduced
TURNKEY WATERFRONT INVESTMENT PROPERTY – Ideal for Short-Term Rental Exceptional opportunity to acquire a fully prepared vacation rental property with strong income potential. This residence is in move-in condition—simply furnish and begin booking immediately. Property Features: Accommodates up to 8 guests comfortably Durable and attractive terrazzo flooring throughout Recently completed exterior paint (2025) Updated kitchen featuring Corian countertops, extensive cabinetry, and a new gas range Renovated bathrooms with clean, modern finishes Replacement windows for improved efficiency and comfort Waterfront & Exterior Highlights: Newer seawall Direct boat access with only one bridge to open water Newly constructed front deck Parking capacity for up to six vehicles Converted garage/storage area ideal for beach equipment, bicycles, and tools Additional Value: Ample space to add an in-ground pool (fiberglass options offer cost-effective installation in Florida) Located on a street with surrounding homes valued up to $7 million This property is well-suited for investors, seasonal residents, or buyers seeking a low-maintenance “lock-and-leave” coastal home. For additional information or to schedule a private showing, please call.
#TB8491348

SIESTA KEY

528 RALPH STREET

3 Beds

2 Baths

1,796 Sq.Ft.

$1,390,000

MLS#: TB8491348

Price reduced
Endless vacations await at La Siesta! Condo-hotel daily/weekly/monthly rental allowed through association. This highly desirable first-floor, recently remodeled two-bedroom, two-bath corner condo has been beautifully updated throughout, including a modern new kitchen, stylish finishes, and tasteful décor. The open layout and all-tile flooring make the space bright and inviting for both relaxation and entertaining. Step out to your private screened lanai and enjoy a short stroll to the main entrance of Siesta Beach, ranked the #1 beach in the U.S. by TripAdvisor in 2020. Spend your days on the island’s famous quartz sands, play volleyball or tennis, dine at Siesta Beach Eats, or take in breathtaking Gulf sunsets from the beachside viewing deck. At La Siesta, you’ll enjoy resort-style amenities including a heated pool, fitness center, clubhouse, grilling stations, on-site laundry, and professional full-time management. A covered parking space and additional storage are also included. With a seven-day rental minimum and strong demand year-round, this unit offers excellent income potential, with bookings already secured well into 2026. Perfectly situated near the shops and restaurants of Siesta Key Village, and with easy access via Stickney Point Road, this turnkey-furnished residence blends vacation living, smart investing, and everyday comfort. Move-in ready, recently renovated, and steps from Siesta Beach — this is the opportunity you’ve been waiting for.
#A4667098

SIESTA KEY

925 BEACH ROAD 112

2 Beds

2 Baths

940 Sq.Ft.

$624,900

MLS#: A4667098

This turnkey condo sits right across the street from one of the #1 beaches in America! The 2 bedroom 1 bathroom condo with open floor plan overlooking the pool and courtyard, is perfect for your new home or investment opportunity near the beach. The recent updates include, new carpet, light fixtures, furniture, lanai furniture and decor. New HVAC installed 11/2025! La Siesta has on site management with their own rental program and also uses Airbnb to capture those seasonal & weekly rentals. Amenities include: Heated salt water pool, outdoor Grills, Elevator, covered Parking, guest Parking, Shuffleboard, Clubhouse w Pool Table and Fitness Equipment & Washer/Dryer on each floor of building. Each condo comes with a Storage unit w all your essentials for the beach. The public Beach has 2 tiki bars and small store. The trolleys, frog hop & multiple other transportation opportunities run all day for a free ride to the village to enjoy your favorite restaurants, shopping and grocery store. Make your appointment today!
#C7524394

SIESTA KEY

915 BEACH ROAD 215

2 Beds

1 Baths

753 Sq.Ft.

$580,000

MLS#: C7524394

Welcome to Villa 63 at Aloha Kai, a beautifully renovated one-bedroom, one-bath villa located just steps from the world-famous quartz sands of Siesta Key Beach. This coastal retreat has been fully remodeled from top to bottom, offering the perfect combination of comfort, style, and income potential. From the moment you arrive, you’ll notice the fresh exterior with tropical landscaping, paver walkways, and colorful shutters that set the tone for this charming island escape. Inside, the villa opens to a bright and airy living space designed for both relaxation and entertaining. Luxury vinyl plank flooring runs throughout, complementing the crisp coastal color palette. Recessed lighting, plantation shutters, and high-end finishes make the interiors feel modern and inviting. The kitchen has been thoughtfully updated with white cabinetry, sleek counters, and newer appliances, blending functionality with coastal charm. The open-concept layout flows seamlessly into the dining area and spacious living room, where there’s plenty of room for family and friends. The villa comes tastefully furnished with comfortable seating, stylish décor, and thoughtful details that enhance the beachside experience. The bedroom is a tranquil retreat with a king-size bed, ample storage, and calming coastal accents. The bathroom has been fully remodeled with elegant tilework, a modern vanity, and updated fixtures, giving it a spa-like feel. Every inch of this villa has been refreshed to create a truly turnkey property—ideal as a second home, vacation rental, or year-round residence. Step outside to your private patio area, surrounded by lush landscaping and paver walkways, or stroll just a short distance to Aloha Kai’s private, gated access to Siesta Key’s award-winning beach. This community is known for its resort-style amenities, including the island’s largest heated pool, a well-appointed clubhouse, shuffleboard courts, and an on-site rental management program that makes ownership effortless. Villa 63 is not only an inviting personal retreat but also an exceptional rental opportunity. Aloha Kai’s rental program is highly regarded, offering owners the ability to generate strong rental income while still enjoying the property themselves. With its prime location in the heart of Siesta Key, this villa gives you the best of both worlds: a peaceful getaway and a smart investment. Whether you’re drawn by the sugar-white sands, turquoise waters, or vibrant island lifestyle, the villa delivers it all in a fresh, modern package. Don’t miss the opportunity to own a fully remodeled villa in one of Siesta Key’s most established beachfront communities.
#A4666030

SIESTA KEY

6020 MIDNIGHT PASS ROAD 63

1 Beds

1 Baths

672 Sq.Ft.

$520,000

MLS#: A4666030

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