Siesta Key Homes for Sale

Siesta Key Homes for Sale

Welcome to Siesta Key, Florida, a coastal paradise nestled in Sarasota County that boasts some of the most stunning beaches in the United States. Known for its powdery white sand and crystal-clear turquoise waters, Siesta Key is a tropical haven for both residents and visitors alike. With a vibrant community, charming boutiques, and a plethora of dining options, this idyllic island offers a lifestyle that many dream of.

Siesta Key is not just about its breathtaking beaches; it also features a rich tapestry of outdoor activities. Whether you enjoy kayaking through mangroves, fishing off the pier, or simply soaking up the sun, there’s something for everyone. The island's laid-back atmosphere is complemented by an array of cultural attractions, including art galleries, theaters, and local festivals that celebrate the area’s unique heritage.

When it comes to real estate, Siesta Key presents an enticing selection of homes for sale. From luxurious beachfront estates with panoramic ocean views to charming cottages tucked away in lush tropical gardens, there is a perfect property for every taste and budget. Whether you’re searching for a vacation home, a permanent residence, or an investment opportunity, the Siesta Key real estate market is thriving, offering a variety of options to suit your needs.

Imagine waking up to the sound of waves crashing and the scent of salt in the air. Siesta Key is not just a place to live; it’s a lifestyle that invites you to embrace the beauty of coastal living. Explore the homes for sale today and take the first step towards making Siesta Key your new home!

Newest Siesta Key Homes for Sale

7200 Melaleuca Way, Sarasota
$3,100,000
3 Beds ⋅ 5 Baths ⋅ Sanderling Club SubDv. ⋅ 34242 Zip Code
Discover coastal living at 7200 Melaleuca Way, a custom waterfront home in the private Sanderling Club on Siesta Key, Florida. Built in 2018 on approximately three-quarters of an acre, this residence combines coastal architecture, detailed craftsmanship, and access to the natural beauty of Heron Lagoon. Offering approximately 3,587 square feet of living space, the home includes three bedrooms, four full bathrooms, and one half bath. Soaring ceilings, custom millwork, and generously proportioned rooms define the interiors. Concrete block construction and impact-rated windows and doors complement the home’s design with practical features that distinguish it within Siesta Key’s housing market. Designed for entertaining and everyday comfort, the living spaces connect to an outdoor retreat with a swimming pool, spa, and grounds that provide room to relax in privacy. A private dock on Heron Lagoon offers a setting for kayaking, paddleboarding, and observing island wildlife. The three-car garage accommodates vehicles, recreational equipment, and storage. Residents of Sanderling Club enjoy a private Gulf-front beach, clubhouse, and tennis facilities, along with access to community boat slips for owners, subject to availability and a waitlist. Nearby, Siesta Key Village offers restaurants, boutiques, and live music that complement the island lifestyle. Spend the day paddleboarding on Heron Lagoon, strolling Siesta Key’s celebrated white-sand beaches, or gathering with friends for dinner in the Village. At 7200 Melaleuca Way, architectural craftsmanship and a private waterfront setting come together in one of Siesta Key, Florida’s most distinctive coastal communities.

7200 Melaleuca Way, Sarasota

8800 Midnight Pass Road, Sarasota
$3,690,000
4 Beds ⋅ 5 Baths ⋅ Tortoise Estates SubDv. ⋅ 34242 Zip Code
With gulf sunset views, and 3-minute walkable private beach access, this New Construction Modern Beach House on Siesta Key mixes a sought-after location with modern luxury. Experience the best of coastal living in this brand-new 4 bed, 4.5 bath home with walking access to Turtle Beach and a marina just one minute away. With 3,676 SF of thoughtfully designed space, this home offers ocean views throughout, multiple outdoor patios and terraces, rooftop deck, and seamless indoor-outdoor flow. Feel the sea breeze in the spacious backyard, including a pool, hot tub, and outdoor kitchen. Enjoy light-toned engineered hardwood floors, a chef’s kitchen with top-tier appliances, and spacious en-suite bedrooms, including a stunning primary suite with a private terrace and spa-like bath. Additional features include a 3-car garage, and 6 covered carport spaces for recreational utility vehicles such as, jet skis, golf carts, or a boat, with easy gate access. Enjoy an elevator included layout, and high-end finishes throughout—all just minutes from Siesta Village’s shops and dining. This newly built residence offers peace of mind with the latest in building codes, energy efficiency, and storm protection. Modern insulation, impact-rated windows and doors, and up-to-date mechanical systems translate into lower utility bills, reduced maintenance, and enhanced safety. You’ll also benefit from turnkey readiness—no need for costly renovations or updates. Whether for full-time living or a coastal getaway, this is Siesta Key luxury at its finest.

8800 Midnight Pass Road, Sarasota

5140 Windward Avenue, Sarasota
$1,650,000
3 Beds ⋅ 3 Baths ⋅ Sara Sands SubDv. ⋅ 34242 Zip Code
An exceptional opportunity for waterfront living. Discover a private waterfront retreat where boating, tropical gardens, and relaxed island living come together in one of Siesta Key's desirable residential neighborhoods. Set behind a gated entrance and surrounded by lush landscaping, this beautifully refreshed three-bedroom, two-and-a-half-bath residence offers an inviting blend of coastal comfort, privacy, and exceptional outdoor living. Designed to embrace the Florida lifestyle, the spacious, open living and dining areas feature easy-care tile flooring, abundant natural light, and effortless connections to the outdoors. The updated kitchen offers granite countertops, white cabinetry, stainless steel appliances, and a welcoming dining area overlooking the pool and gardens. The comfortable primary suite and two additional bedrooms provide flexibility for family, guests, or a home office. A distinctive Bali-inspired bath with an indoor-outdoor shower adds an unexpected touch of tropical character. The heart of this property is its extraordinary screened outdoor living area. An expansive swimming pool and elevated spa are surrounded by generous paver decking, multiple lounging and dining spaces, and a covered lanai, creating a wonderful setting for entertaining or simply enjoying the island breezes. Beyond the pool, a beautifully landscaped backyard unfolds toward the waterfront, offering a peaceful garden setting with mature palms, tropical foliage, and room to relax. For boating enthusiasts, the private dock and 7,000 lb. boat lift provide convenient access to Sarasota Bay, the Intracoastal Waterway, and the Gulf beyond. Spend the morning cruising the waterways, enjoy an afternoon on the water, or launch a kayak or paddleboard right from your backyard. A welcoming covered entry, gated paver driveway, and attached two-car garage with additional storage complete this distinctive island property. Just minutes from Siesta Beach's renowned quartz-white sands, Siesta Village's restaurants and boutiques, and the cultural attractions of downtown Sarasota, this residence delivers the best of coastal living in a wonderfully private setting. Whether entertaining around the pool, exploring Sarasota's waterways, or simply enjoying the tranquility of your own tropical gardens, this is an opportunity to embrace the Siesta Key lifestyle

5140 Windward Avenue, Sarasota

8569 Midnight Pass Road, Sarasota
$7,450,000
4 Beds ⋅ 5 Baths ⋅ Saah Sub SubDv. ⋅ 34242 Zip Code
This private waterfront estate on Siesta Key combines modern Mediterranean architecture, beautifully updated interiors, and sweeping views of Little Sarasota Bay to create an exceptional coastal retreat. Set on over an acre of lush property behind a gated entrance and winding pavered driveway, this custom residence offers more than 100 feet of direct bay frontage, exceptional privacy, and unobstructed boating access to Sarasota Bay and the Intracoastal Waterway. Built in 2012 and extensively refreshed, the home encompasses more than 6,000 square feet of living space, four en-suite bedrooms, a four-car split garage, and an impressive collection of indoor and outdoor entertaining spaces. Offered fully furnished with contemporary pieces throughout, this remarkable home is ready for immediate enjoyment. A dramatic entry introduces soaring cathedral ceilings, a neutral color palette, and walls of floor-to-ceiling glass framing the waterfront. The grand living room features a fireplace and spectacular two-story windows, while the adjoining formal dining room provides an elegant setting for entertaining. Tile flooring complements the main living level, with beautiful hardwood flooring upstairs. The light-filled gourmet kitchen features quartz countertops, custom cabinetry, all-white appliances, gold fixtures, oversized center island, separate breakfast bar, dual built-in ovens, six-burner gas cooktop, and concealed 6-by-10-foot walk-in pantry. The adjoining informal dining area and spacious family room create an inviting gathering space overlooking the bay. Walls of pocketing glass sliders open completely to the covered outdoor cabana and fully equipped summer kitchen, seamlessly connecting indoor and outdoor living. Privately positioned on the main level, the beautiful primary suite features peaceful water views, an oversized dual walk-in closet, and a luxurious marble-appointed bathroom. A nearby office/den offers a quiet retreat, while private access to the pool deck enhances the suite's connection to the outdoors. A secluded second en-suite bedroom with its own exterior entrance provides an ideal arrangement for guests or extended family. The first-floor laundry room offers generous built-in storage. Upstairs, two spacious bedroom suites feature hardwood flooring, walk-in closets, updated en-suite bathrooms, and private balconies overlooking Little Sarasota Bay. An additional bonus room with dual closets and a wet bar overlooks the dramatic living room below and offers flexibility as a fifth bedroom, media room, or additional office. Outside, lush tropical landscaping surrounds an expansive pavered pool deck with a heated swimming pool, raised spa, and covered outdoor living area. A waterfront firepit, private basketball court, and extended dock with a 20,000-lbs. lift complete this exceptional setting. Boaters will appreciate the property's 103 feet of shoreline and direct access to the open waters of Sarasota Bay. Recent improvements include a new roof in 2025, three updated bathrooms, and HVAC replacements in 2024 and 2022. Ideally situated on Siesta Key, this private bayfront estate offers convenient access to Siesta Key Beach, Turtle Beach, Siesta Key Village, and the island's waterfront restaurants and recreational opportunities, just minutes away. Nearby mainland destinations include Downtown Sarasota, Marina Jack, Selby Botanical Gardens, renowned theaters, galleries, and cultural attractions.

8569 Midnight Pass Road, Sarasota

838 Norsota Way, Sarasota
$4,190,000
5 Beds ⋅ 7 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code
Under Construction. To be complete in a few months. Discover timeless coastal elegance in this upcoming traditional-style new construction home, perfectly situated in the highly coveted Bay Island neighborhood on Siesta Key. Designed to blend modern sophistication with classic charm, this residence offers an extraordinary lifestyle of luxury and tranquility. Set on a 13,815-square-foot homesite, this 3,001-square-foot residence features 5 spacious bedrooms, 5 full bathrooms, 2 half baths, an office, the opportunity for a private fitness studio, and 3 garage spaces. Thoughtfully curated interiors showcase refined finishes, soaring ceilings, and abundant natural light. At the heart of the home lies a gourmet chef’s kitchen with a striking quartz waterfall island, elegant pendant lighting, and custom cabinetry. The premium appliance suite includes a 72-inch Sub-Zero refrigerator, Cove dishwasher, and Wolf range, coffee maker, and microwave. The adjoining living and dining areas flow seamlessly outdoors. Step into a private tropical retreat featuring an elevated pool deck with a resort-style pool and champagne spa, a spacious outdoor patio, and a covered outdoor kitchen. Surrounded by lush landscaping and swaying palms, the patio offers ample room for outdoor dining, entertaining, and relaxing by the pool. Located in one of Sarasota’s most desirable neighborhoods, this remarkable new construction home offers privacy, convenience, and effortless access to world-class beaches, fine dining, and vibrant cultural attractions. A rare opportunity to own a brand-new luxury residence on Bay Island—where coastal beauty meets timeless design. Images contain virtual staging.

838 Norsota Way, Sarasota

120 Whispering Sands Drive Unit V20, Sarasota
$725,000
3 Beds ⋅ 3 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code
RARELY AVAILABLE & EXQUISITELY REMODELED! Discover an exceptional 3 bedroom/3 bath freestanding villa with 2-car garage in Whispering Sands, Siesta Key’s coveted resort style GULF FRONT community on 800’ of private beach! Completely gutted and reimagined in 2016, this remarkable residence showcases creative design, quality finishes, and meticulous attention to detail throughout. An impressive 1,640 square feet of interior living space unfolds beneath soaring vaulted ceilings, with an open concept layout designed for effortless living and entertaining. The expansive 16' x 22' living room is delightfully complemented by sophisticated indirect LED illumination. Beautiful ceramic plank flooring flows throughout. The spacious entertainer’s kitchen combines style and function with granite countertops, a generous breakfast bar, soft close cabinetry & pullout drawers, LG and Bosch stainless appliances, and recessed and pendant lighting. The spacious primary suite offers two closets – a custom walk-in and a separate built-in. The third bedroom could also easily function as a home office, featuring a built-in desk, shelving, and custom closet. All three beautifully remodeled bathrooms feature granite counters, soft close cabinetry, tiled glass-enclosed walk-in showers, recessed lighting, and/or skylights. Two out of three bathrooms are ensuite — a rare advantage. All 2016 hurricane impact windows and sliders. Extend your entertaining outdoors into the private fenced brick paver patio, complete with a gas grill, with propane tank and gas hookup. The epoxy finished 2-car garage includes a full size LG washer and dryer, utility sink, workbench and shelving – and plenty of space for your bikes and beach essentials. Enjoy the Whispering Sands lifestyle. Just around the corner from famous Siesta Key Village, this 55+ Gulf front community includes 800’ of private quartz sand beach, two heated pools, clubhouse (currently undergoing complete remodeling), beachside Tiki Hut, shuffleboard, and canoe/kayak storage. Don’t miss this distinctive villa offering exceptional space, privacy, and effortless coastal living!

120 Whispering Sands Drive Unit V20, Sarasota

4317 Midnight Pass Road, Sarasota
$9,500,000
5 Beds ⋅ 6 Baths ⋅ Cocoanut Bayou SubDv. ⋅ 34242 Zip Code
Virtually Staged. A Private Waterfront Paradise on Siesta Key Nearly one acre. Extraordinary tropical gardens. Private beach access. Bridge-free boating. An architectural masterpiece. Some properties are simply impossible to replicate. Hidden behind private gates along the peaceful waters of Coconut Bayou, this extraordinary Siesta Key estate is a world of its own. The grounds are nothing short of spectacular! a lush botanical paradise filled with flowering tropical plants, mature trees, vibrant colors, and winding garden scenery that creates a sense of complete seclusion. With nearly an acre of land, this is a rare opportunity to enjoy the beauty, privacy, and space of a true waterfront sanctuary, with room to envision a pickleball court or additional resort-style amenities. Designed by acclaimed architect Mark Sultana and built by Voigt Construction, the four-bedroom residence is a striking celebration of contemporary architecture. Soaring ceilings, dramatic walls of glass, and a sculptural floating staircase create light-filled interiors that flow effortlessly into the surrounding landscape. Above it all, a spectacular 2,500-square-foot rooftop terrace offers sweeping panoramic views of Siesta Key, Coconut Bayou, the Sarasota skyline, and surrounding waterways. Accessible by private elevator, this extraordinary rooftop retreat is made for sunset cocktails, unforgettable entertaining, and evenings beneath the stars. And then there is the water. Enjoy direct, bridge-free boating access to the Intracoastal Waterway and Gulf of Mexico, with an existing boat lift, kayak and paddleboard launch. Even more special, the property enjoys private access to the secluded Cocoanut Bayou beach, an intimate stretch of shoreline reserved for neighborhood residents, a hidden gem offering a peaceful escape just moments from home. Inside, refined luxury meets effortless entertaining. The chef's kitchen features custom Italian cabinetry, premium appliances, a generous service pantry, and a temperature-controlled wine cellar. A dedicated theater room, expansive terraces, and beautifully connected indoor-outdoor living spaces offer endless opportunities to gather and unwind. The primary suite is a private retreat with two custom walk-in closets, a waterfront balcony, a versatile loft ideal for an office or fitness space, and a luxurious Champagne Jacuzzi infinity tub. Outdoors, the saltwater pool, dramatic fire bowls, and fully equipped summer kitchen are surrounded by the property's magnificent flowering gardens, creating an atmosphere reminiscent of an exclusive tropical resort. A fully detached guest house offers privacy for family and visitors, while garage parking for five vehicles provides exceptional convenience. Thoughtfully elevated above Coconut Bayou, the residence and pool area remained free from flooding during last storms, an important distinction in waterfront living. Just minutes from Siesta Key Village, world-famous Siesta Beach, and The Out-of-Door Academy, this one-of-a-kind estate offers a remarkable combination of architectural beauty, boating freedom, private beach access, and breathtaking natural surroundings. A tropical sanctuary. An architectural statement. An extraordinary way of life.

4317 Midnight Pass Road, Sarasota

5376 Shadow Lawn Drive, Sarasota
$2,400,000
5 Beds ⋅ 5 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code
Some homes on Siesta Key are about the beach. Others are about boating. This one lets you have both. Set along a protected canal with direct boating access to Sarasota Bay through the Grand Canal, and from there to the Intracoastal Waterway and the Gulf, this Siesta Key waterfront home is made for the way life is meant to be lived. Take the boat out for the morning, launch a kayak or paddleboard from your own waterfront, spend some time at Siesta Key Beach, then come home to your private saltwater pool, outdoor kitchen and quiet canal view. The important updates are already here too: a 2021 reroof, impact windows and sliders installed in 2022, plus new first floor flooring, fresh interior paint, a luxury renovation of the first floor primary bath, an outdoor kitchen and waterfront pavers, all completed in 2026. Plantation shutters finish every window and slider. At the center of the home, a fully screened courtyard lanai with a tabletop fire pit extends the living space. Seven impact sliders connect several rooms directly to the courtyard, filling the home with natural light and creating an easy indoor outdoor flow toward the pool and waterfront. Additional sliders from the flex room open toward the pool. The home and pool sustained no storm damage during the 2024 storms. If you haven’t dropped anchor yet, wait until you see the two amazing primary suites. The first floor primary offers courtyard access, two walk in closets and a beautifully renovated 2026 ensuite bath with upscale finishes. Upstairs, the entire second level becomes a private retreat with canal views, a spacious bath, two more walk in closets and its own waterfront balcony. One closet is so large you may wonder if it could qualify as a New York City apartment. When it is time for a little quiet, open the sliders and take in sunset over the canal, or start your morning with fresh air and coffee on the balcony. A redesigned media and flex area now includes an additional bedroom while preserving an approximately 424 square foot flex room for a media room, gym, game room or lounge. Another bedroom includes a Murphy bed and built in desk, making it an easy guest room, home office or both. Outside is where this home really earns its Siesta Key address. The private saltwater pool is surrounded by tropical landscaping and spaces for relaxing, dining and entertaining. The seawall, bulkhead and davits were replaced in 2021, with the waterfront setup planned around a 45 foot Sea Ray. This is a home for boaters who want to use the water, not simply look at it. Set in the heart of Siesta Key, the home is just minutes from Siesta Key Beach, named the No. 1 in the U.S. for 2026 and recognized among the nation’s best many times over. Known for its powdery quartz sand and Gulf waters, it is one of the reasons living here is so special. Siesta Key Village is close by for restaurants, bars, live music and boutiques. Sarasota is just beyond the North Bridge, with downtown waterfront dining, shopping, galleries, theaters, performing arts and cultural attractions close at hand. Whether you are looking for a full time Siesta Key waterfront home or a second home for family and friends, 5376 Shadow Lawn Drive offers true boating access, a private saltwater pool, substantial updates, flexible living space and an exceptional island location. This is the kind of home where every day can include the beach, the boat and dinner by the pool. That is a pretty wonderful way to live.

5376 Shadow Lawn Drive, Sarasota

4196 Roberts Point Circle, Sarasota
$10,890,000
6 Beds ⋅ 8 Baths ⋅ Roberts Point SubDv. ⋅ 34242 Zip Code
Set on 1.34 waterfront acres in one of Sarasota’s most extraordinary settings, 4196 Roberts Point Circle presents a rare opportunity to own a private residential compound surrounded by water, mature tropical vegetation and sweeping views across Sarasota Bay. With over 400 feet of waterfront and an exceptional sense of privacy, the property offers a setting that is increasingly difficult to replicate on Siesta Key or anywhere in the Sarasota area. For a buyer drawn to architecture with history and individuality, the existing compound offers an opportunity for renovation and transformation. For those envisioning something entirely new, the acreage and waterfront position provide an exceptional canvas for creating a landmark Sarasota estate. The property also has the potential to be divided into multiple parcels and redeveloped as incredible bayfront homes. Most compelling is the location on the coveted north end of Siesta Key, an area prized for its privacy, larger properties and peaceful residential character while remaining close to everything that makes the island so desirable. The structures encompass approximately 8,500 square feet of living space with six bedrooms and eight baths. Distinctive architecture, extensive use of natural wood, vaulted and beamed ceilings, expansive walls of glass and wraparound outdoor living areas give the residence a character entirely its own. The main residence features generous gathering spaces framed by windows and French doors, warm wood flooring, a dramatic open staircase, and an expansive primary suite with vaulted ceilings. Multiple living and entertaining areas provide flexibility for reimagining the interiors while preserving the property’s architectural personality. The guest house is perfect for guests, extended family, private offices, studios, or multigenerational living. Outdoors, the expansive grounds unfold toward the shoreline with a swimming pool, mature landscaping and multiple docking options providing direct access to the water. From the shoreline and elevated living spaces, broad views stretch across Roberts Bay to the mainland while the scale of the 1.34-acre parcel creates a remarkable sense of openness and seclusion. Siesta Key is celebrated for its laid-back coastal lifestyle, vibrant Siesta Key Village and extraordinary beaches, including Siesta Beach, renowned for its powdery white quartz sand and previously named the No. 1 beach in the United States by Tripadvisor. From this private waterfront retreat, downtown Sarasota’s dining, shopping, and cultural attractions are also just minutes away, creating an exceptional combination of island seclusion and mainland convenience. This is a rare opportunity without compare on the Gulf Coast.

4196 Roberts Point Circle, Sarasota

5456 Azure Way, Sarasota
$2,695,000
3 Beds ⋅ 3 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code
Siesta Isles Canal Front Pool Home with Boat Lift and Rental History Life in Siesta Isles comes with a short commute: a few minutes to the award winning quartz sand of Siesta Beach and a quick cruise from your own boat lift to the open waters of Sarasota Bay. Set on an oversized lot at the end of a quiet cul de sac, this single story residence offers roughly 190 feet of deep water canal frontage with sweeping views toward the Grand Canal. Built of block, stucco, and stone, the three bedroom, three bath split plan opens through a gated front porch and Brazilian mahogany door to soaring vaulted ceilings, a curved window wall, and a stone fireplace for those rare evenings when Florida remembers it has a winter. A wall of sliders leads to the covered lanai and heated pool, where a kitchen pass through window keeps the cook in the conversation. The owner's suite enjoys calm water views of its own The big ticket items have already been handled: a terracotta tile roof installed in late 2020, a new seawall with raised cap completed in 2021, a three zone HVAC system, hurricane shutters, an 8,000 lb boat lift, and an oversized two car garage with cabinet storage. Mature tropical gardens with plumeria, hibiscus, citrus, and palm trees round things out. Boating, beach days, and afternoons by the pool are all part of the routine here, and the west facing backyard saves the best for last with front row seats to Gulf Coast sunsets over the water. With established rental history, this home works beautifully as a full time residence, a seasonal escape, or both.

5456 Azure Way, Sarasota

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