Siesta Key Real Estate

Siesta Key Real Estate

Welcome to Siesta Key, Florida – a sun-kissed paradise nestled in Sarasota County that epitomizes the quintessential beach lifestyle. Renowned for its pristine, powdery white sands and crystal-clear turquoise waters, Siesta Key is not just a destination; it’s a vibrant community that captures the hearts of residents and visitors alike.

This charming barrier island boasts a relaxed, laid-back atmosphere, making it the perfect escape from the hustle and bustle of everyday life. With an abundance of outdoor activities, you can indulge in everything from kayaking and paddleboarding to lounging on the beach and soaking up the sun. Siesta Key Beach, consistently ranked among the best beaches in the United States, is a must-visit for anyone who appreciates natural beauty.

The island is also home to a plethora of dining options, ranging from casual beachside cafes to upscale restaurants serving fresh seafood and local cuisine. Stroll through the quaint village area, where you’ll find unique boutiques, art galleries, and vibrant nightlife options that create a lively yet inviting atmosphere.

Siesta Key is not just about leisure; it also offers a strong sense of community, with numerous events and festivals throughout the year that bring residents together. Whether you’re looking to invest in a vacation home, a permanent residence, or simply seeking the perfect getaway, Siesta Key’s real estate market provides a diverse range of options, from beachfront condos to luxurious waterfront estates.

Discover the magic of Siesta Key, where every day feels like a vacation, and experience the coastal lifestyle that awaits you in this idyllic Florida gem.

Newest Listings in Siesta Key

3 Beds ⋅ 2 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code

Welcome to 5059 Commonwealth Drive, where relaxed Florida living meets one of Sarasota’s most desirable locations! This inviting home offers comfortable living spaces, abundant natural light, and a layout designed for easy everyday living and entertaining. Inside, the spacious living and dining areas provide plenty of room to gather with family and friends, while the kitchen is conveniently positioned at the heart of the home. Generously sized bedrooms offer comfortable private retreats, and the home’s flexible living spaces make it easy to create a space that fits your lifestyle. Outside, enjoy the tropical surroundings and year-round sunshine that make Sarasota living so special. Whether you're searching for a full-time residence, seasonal getaway, or your own piece of paradise near the coast, this property offers an outstanding opportunity. Located in the highly sought-after 34242 ZIP code, you'll enjoy convenient access to Siesta Key’s world-famous beaches, shopping, dining, entertainment, boating, and everything Sarasota has to offer. Spend the morning on the beach, enjoy dinner at one of Sarasota’s many restaurants, and come home to your own Florida retreat. Come discover the lifestyle waiting for you at 5059 Commonwealth Drive!

5059 Commonwealth Drive, Sarasota

Sanderling Club SubDv. ⋅ 34242 Zip Code

An exceptional opportunity to create a custom residence in the Sanderling Club, one of Siesta Key’s most distinctive gated communities. This 30,676 sq. ft. homesite features direct lagoon access, offering the ability to kayak, paddleboard and fish right from the property. Aerial photography showcases the lot’s proximity to the Gulf of Mexico along with Sanderling’s lush landscaping and canopy-lined roads. Within the 24-hour guard-gated community, property owners have access to a collection of private amenities, including the Club’s Gulf beach, marina on the Intracoastal Waterway, Gulfside tennis and pickleball courts, and the iconic Paul Rudolph-designed clubhouse. With more than 30,000 sq. ft. of land, direct access to the lagoon and a location near the Gulf, the property offers an outstanding setting for designing and building a home tailored to your vision. Enjoy time on the water, days along the Gulf and everything this established Siesta Key community offers to it's members.

7233 Pine Needle Road, Sarasota

2 Beds ⋅ 3 Baths ⋅ Gulf Haven SubDv. ⋅ 34242 Zip Code

RARELY AVAILABLE CONDO IN GULF HAVEN ON SIESTA KEY BEACH! This nicely updated 2-bedroom, 2.5-bath unit in the highly desirable Gulf Haven community won't be on the market for long. With limited availability in this intimate beachfront community, you have a special opportunity to be a part of the Siesta Key community. This unit offers comfortable coastal living with a practical layout and inviting spaces. With two bedrooms and two-and-a-half baths, there is plenty of room for owners and guests to relax and enjoy everything island living has to offer. Private beach access is one of the standout features of Gulf Haven, giving you the ability to enjoy the soft white sands and beautiful Gulf waters. After a day at the beach, take a refreshing dip in the inviting community pool. A covered carport that is connected to the unit provides convenient, protected parking—another valuable feature on Siesta Key. The location puts you close to the best of Siesta Key and Sarasota. Enjoy easy access to Siesta Key Village, local shops and restaurants, boating, and more. When you're ready to explore beyond the island, downtown Sarasota is just a short drive away, offering exceptional dining, shopping, arts, entertainment, and cultural attractions. Whether you're looking for a vacation home, seasonal retreat, investment property, or full-time residence, this rarely available Gulf Haven condo offers an exceptional way to enjoy the Sarasota Gulf Coast lifestyle. Updated interiors, private beach access, a community pool, covered parking, and a location close to it all make this a property worth seeing. Opportunities to own in Gulf Haven don't come along often—come experience the Siesta Key lifestyle for yourself.

5860 Midnight Pass Road Unit 23, Sarasota

4 Beds ⋅ 4 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code

A boater’s paradise on Siesta Key! This sprawling single-story waterfront residence positioned on a half-acre home site adjacent to the Grand Canal comes with 2 lifts and dual personal watercraft platforms. Everything about this home invites its owners to relax and embrace the Siesta lifestyle. From the abundant outdoor space including a heated salt-water pool and spa, multiple entertaining areas overlooking the lush landscaping and water, to the easy-flowing floor plan with generous gathering areas, 829 Idlewild Way invites you to stay a while…every day. With 4 bedrooms and 3 and a half baths (2 are ensuites) positioned at the corners of the home, privacy is ensured for everyone. The extraordinary primary suite offers a luxurious respite at the end of the day: spa-like bath awash in natural light with a dual-entry shower of travertine and glass and multiple shower heads, sliding privacy glass doors to the outdoor area, jetted spa tub, dual separate vanities and a water closet with a bidet; a large walk-in closet with custom built-ins and dressing area; and a spacious bedroom featuring an architectural ceiling, fireplace and abundant natural light - this elevated retreat awaits you. The center of the home is truly where everything and everyone comes together. Separate yet open areas flow seamlessly from dining to entertaining to lounging, ultimately leading through the 4 sets of impact-rated double doors to the resort-like environs beyond. At the center of all this is a kitchen that will inspire and satisfy both accomplished and aspiring chefs. Miele appliances including dual ovens, microwave drawer, cooktop, 2-drawer dishwasher, built-in separate refrigerator and freezer and central cooking island are surrounded by contemporary custom cabinetry, exotic granite surfaces and accent lighting throughout. Of course, if you prefer to present and serve “al fresco”, everything you need is just a few steps away. For those who value a bit of practicality beyond luxury, the oversized 3-plus car garage (a lift is included to accommodate 4 vehicles) will provide ample space for vehicles and toys. Additional practicality is possible given the orientation of two guest rooms, full bath and separate living room, potentially providing a generous guest/in-law suite within the home. If you are dreaming of a laid-back beach and boating lifestyle at the number one beach in the U.S., this is your place!

829 Idlewild Way, Sarasota

4 Beds ⋅ 2 Baths ⋅ Mira Mar Beach SubDv. ⋅ 34242 Zip Code

OPPORUNITY KOCKS!!!UNUSALLY AVAILABLE! 7500 SQ FT LOT WITH RANCH/STYLE, ROOMS WITH PRIVATE ENTRANCES DECK WITH AWNING VERY UNIQUE OPPORTUNITY WHERE YOU CAN COMBINE RESIDENTAL AND BUSINESS FLEXABILITY WITH PRIME LOCATION IN SIESTA KEY VILLAGE! ZONED OPI/OFFICE PROFESSIONAL AND INSTITUTIONAL-the property is among a limited number of village locations where certain businesses may legally operate. As a professional office, boutique, spa, investments property or creative combo of both. As it is, it has a large open space/great roomful kitchen, fireplace e, sliding doors to a deck with awning private yard, steps down to office or bedroom 2 with French doors to yard, then to 3rd room with french doors to side patio.The main area has 2 other large rooms, all bamboo floors, 2 full baths, two new air conditioners..It is offered with some furnishings, or make it your own! One of the most outstanding features is the circular gravel driveway.with Royal Palms boasting it! Completely fenced in yard as well..The On site Parking as we know so valuable is fabulous ..at least 8 cars fit easily. location within a block of the village, circle K, bank, trolley, and our world famous Siesta Key Beach!No HOA! Enjoy Siesta and owning a property with parking with flexible usage to accommodate your plans. Opportunities like this are Rare, call Judy for a private showing!

5032 Calle Minorga, Sarasota

2 Beds ⋅ 2 Baths ⋅ Pointe On Midnight Pass SubDv. ⋅ 34242 Zip Code

This beautifully renovated 2-bedroom, 2-bath condominium overlooking the bay was freshly painted on 9/8/2026 and is truly move-in ready. Turnkey furnished with an open kitchen featuring granite countertops, stainless-steel appliances, and solid-wood cabinets. The thoughtfully reconfigured layout is ideal for entertaining or relaxing while taking in spectacular views of the bay and nature preserve. Both bathrooms have been nicely remodeled, with tile flooring throughout, recessed lighting, and solid-wood interior doors. Wake each morning to breathtaking sunrises from your bed with a cup of coffee or tea. The spacious air-conditioned lanai, with full-width sliding glass doors, is perfect for watching dolphins and manatees, boaters and kayakers, or simply enjoying a good book. In-unit washer and dryer plus a separate lower-level storage area for beach chairs, fishing gear, golf equipment, and more. Simple paradise! *** THE POINTE is a pet-friendly gated community that offers the best of both worlds — activity and exercise alongside peace and tranquility. Surrounded by water on three sides and set on 5+ acres of prime waterfront, residents enjoy boat docks with electricity and water, outdoor walkways to each unit, a heated outdoor lap pool, spa, sauna, kayak/canoe/SUP launches, tennis and pickleball courts, dog walk, open-air gazebo with BBQ grills, clubhouse, entertaining/party rooms, fitness centers in each building, a non-smoking environment, butterfly garden, and more. Advantageously located near fine and casual dining, Turtle Beach, shopping, coffee shops, nightlife, entertainment, Siesta Key Beach, a full-service marina, public transportation, and everything else this island paradise has to provide A rare opportunity to own a true piece of Siesta Key.

9393 Midnight Pass Road Unit 205, Sarasota

4 Beds ⋅ 2 Baths ⋅ Siesta Cove Sub SubDv. ⋅ 34242 Zip Code

Tucked away on a quiet, secluded street in Siesta Cove, this beautifully renovated four-bedroom residence offers exceptional privacy, generous living spaces and the relaxed elegance of island living. Thoughtfully designed for everyday comfort and effortless entertaining, the home is filled with natural light and enhanced by extensive custom finishes throughout. A gracious foyer opens to an inviting, open-concept interior with a spacious living, dining, and family room. At the heart of the home, the well-appointed kitchen features maple cabinetry, stone countertops, stainless-steel appliances and an open connection to the main living areas, including the family room creating an ideal setting for gatherings with family and friends. Privately positioned, the expansive primary suite serves as a peaceful retreat with a large walk-in closet and spa-inspired bath featuring an oversized shower. Three additional guest bedrooms, convenient pool bath and an indoor laundry room provide comfort and flexibility for family members and visitors alike. Sliding glass doors create a seamless transition to the private outdoor living area, where a brick-paver lanai, heated pool and outdoor shower invite year-round relaxation. The fully fenced backyard offers generous space for pets, play or gardening. The home has been extensively improved for comfort, efficiency and peace of mind. Notable updates include a 2023 roof, impact-resistant windows and doors, whole-house replumbing, a hurricane-rated garage door, updated irrigation, a newer pool heat pump and saltwater system, interior and exterior painting, updated ceiling fans and LED lighting, upgraded electrical switches and outlets, refreshed landscaping, landscape lighting, and a brand new white PVC fence. A two-car garage completes the property. Located just a short walk from Siesta Beach, the residence places one of Florida's most celebrated coastal destinations within easy reach. Known for its powder-soft quartz sand and clear Gulf waters, Siesta Beach was named the No. 1 beach in the United States and No. 4 in the world in Trip advisor's 2025 Travelers Choice Awards. This desirable mid-key location also provides convenient access to Siesta Key's dining, shopping and recreational offerings, as well as downtown Sarasota's cultural attractions, restaurants, hospital and top-rated schools. Whether enjoyed as a full-island residence or a private coastal retreat, this exceptional property captures the very best of the Siesta Key lifestyle.

5333 Siesta Court, Sarasota

4 Beds ⋅ 3 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code

Experience the relaxed Siesta Key lifestyle in this spacious Key West-inspired pool home, ideally located on a quiet street approximately one mile from Siesta Key Village and just minutes from the island’s world-famous beaches. Restaurants, shops, nightlife, and local favorites such as LeLu Coffee Lounge are all within an easy bike ride. Offering four bedrooms and two-and-a-half bathrooms, the home features a large, open living area and a generous kitchen with a breakfast bar—perfect for everyday living and entertaining. The main-level primary suite includes a private en-suite bathroom and direct access to the pool area. Upstairs, three additional bedrooms provide plenty of space for family, guests, or a home office. Outside, the private backyard and heated in-ground pool create a secluded tropical setting for relaxing, entertaining, and enjoying Florida’s year-round sunshine. With its desirable island location, flexible floor plan, and distinctive Key West character, this home offers an excellent opportunity to update and personalize a Siesta Key residence to your own style.

5157 Sandy Beach Avenue, Sarasota

1 Beds ⋅ 1 Baths ⋅ Horizons West SubDv. ⋅ 34242 Zip Code

Experience the ultimate Siesta Key beach get-away in your TURNKEY FURNISHED, west-facing condo at Horizons West and just steps from your private beach with plenty of beach chairs and five sun cabanas. Enjoy the crystal sands of Crescent Beach where the sand is always cool and you’ll never miss a sunset. This spacious 1-bedroom retreat boasts over 1,000 sq. ft. and has tiered ceilings up to 9 ½ feet. The west facing wall has oversized 6-foot-high impact windows that frame breathtaking panoramic Gulf, beach, resort pool and sunsets sunset views, including dolphin sightings. Perched above the lobby and mezzanine, use the elevator to enter this bright and cheerful end-unit with west and south facing windows in the living room. Enjoy an open, airy floor plan with a designer kitchen featuring stone countertops, stainless appliances, and a breakfast bar. The generously sized bedroom has south and east facing windows and an en-suite bathroom with a beautifully tiled walk-in shower. Resort-style amenities abound: 300 ft. of private beach, two pools, spa, cabanas, grills, and a bayside park with day dock. This unit comes with private carport storage for all your beach toys. Hop on the free Siesta Key trolley for world-class dining and shopping. Come see why Siesta Key is ranked the #1 Beach in the USA and #4 in the world—your piece of paradise awaits!

6140 Midnight Pass Road Unit 101, Sarasota

3 Beds ⋅ 3 Baths ⋅ Sara Sea SubDv. ⋅ 34242 Zip Code

SHORT TERM RENTAL ALLOWED. Island living at 6796 Sarasea Circle, ideally located near Point of Rocks on Siesta Key. This spacious 3-bedroom, 3-bath, three-story residence offers 1,890 SF of living area plus an additional 333 SF of air-conditioned studio/efficiency space, for a total of 2,223 SF of air-conditioned space. Additional features include an oversized two-car garage, Large outside balcony/deck 16.6.x 7.7 PLUS private beach access and private heated pool access, all just a short walk from several restaurants like the local favorite "Lenny'z" Pizza and Island Bar , shops and entertainment on South Siesta Key. The main living level features an open floor plan with volume ceilings, kitchen, dining area and family room with fireplace. A oversized balcony provides additional outdoor living and entertaining space. The upper level includes the primary suite with ensuite plus a large second bedroom and full bathroom. The downstairs third bedroom and bathroom can also function as a private in-law suite or studio efficiency, complete with kitchenette and separate entrance—providing flexibility for guests, extended family or additional living space. A private fenced courtyard adds another outdoor area. Recent improvements include a complete NEW A/C system in 2026, metal roof in 2023 and new window coverings. All appliances, including washer and dryer, are included. Average power bill around $180

6796 Sarasea Circle Unit 3, Sarasota

2 Beds ⋅ 2 Baths ⋅ Siesta Breakers SubDv. ⋅ 34242 Zip Code

Welcome to the ultimate Siesta Key getaway at Unit 612 in Siesta Breakers! This beautifully updated penthouse is completely move-in ready and offered TURNKEY FURNISHED—just bring your sunglasses, swimsuit, and sense of adventure! Light, bright, and stylish, this fabulous residence offers gorgeous beach and pool views from the living room and screened-in patio. Spacious rooms, two oversized walk-in closets, and the convenience of an interior washer and dryer add to the great layout. The open kitchen and well-designed floor plan create the perfect setting for entertaining family and friends or relaxing after a sun-filled day at the beach. And when you’re ready to let the property work for you, Siesta Breakers permits weekly rentals and features an on-site management and rental office to help maximize rental opportunities. This gated, beautifully landscaped beachfront community sits directly on world-famous Crescent Beach and offers a fabulous lineup of amenities, including a sparkling pool, lighted pickleball and tennis courts, updated clubhouse, and DEEDED BEACH ACCESS. Just across the street, enjoy dining, shopping, and a full-service marina with boat rentals. Popular Siesta Key South Village is only steps away with local favorites such as Captain Curt’s Crab & Oyster Bar and a full-service grocery store. Need to stay connected? The updated clubhouse provides a convenient space for an uninterrupted Zoom meeting or conference call. Current building renovations are enhancing the community and offering peace of mind. The free Siesta Key trolley provides easy access to everything the island has to offer and you may find yourself happily ditching the car altogether. This is coastal Florida living at its most carefree, convenient, and fun—come experience your own slice of paradise on Siesta Key!

6480 Midnight Pass Road Unit 612, Sarasota

4 Beds ⋅ 7 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code

Virtually Staged. Pre-Construction. To be built. Welcome to 3200 Higel Avenue, an extraordinary new waterfront residence by Pham Development, nearing completion on one of North Siesta Key’s most exceptional stretches of shoreline, with construction anticipated to be complete within the next few months. Commanding approximately 190 feet of sailboat-water frontage along two sides, this two-story contemporary estate overlooks Sarasota Bay and Big Pass, with sweeping views toward South Lido Beach Park, Bird Key, and the Downtown Sarasota Skyline. Encompassing approximately 5,453 square feet under air and 6,852 square feet under roof, the residence features 4 bedrooms, 4 full baths, and 3 half baths, thoughtfully designed to embrace its spectacular waterfront setting. Rare Big Pass dockage, protected access along Bayou Louise, and private boating infrastructure—including a 30,000-pound boat lift for deep-water boating and a separate 10,000-pound jet-ski/kayak lift—provide effortless access to Sarasota Bay and the Gulf. Designed with a refined contemporary aesthetic, the interiors pair dramatic scale with refined materials and meticulous attention to detail. Soaring ceilings and expansive walls of glass frame the water and skyline, while engineered hardwood flooring, level-five finishes, and custom built-in walk-in closets elevate the home throughout. A striking glass elevator offers water views as it connects the home’s living spaces and rooftop level. The chef’s kitchen is centered around an oversized island and complemented by a walk-in pantry, high-end finishes, a Sub-Zero refrigerator, and Wolf oven, creating a beautifully appointed space for living and entertaining. The primary suite is a private waterfront sanctuary, capturing panoramic views and featuring a spa-inspired bath with dual vanities, a rain shower, and separate soaking tub. The primary-suite level also features its own private secondary living room, creating an intimate retreat separate from the main entertaining spaces, while a dedicated indoor gym provides space for wellness and fitness. Multiple balconies and covered lanais extend the living spaces outdoors, while a private saltwater pool and spa create a resort-inspired setting at the water’s edge. Crowning the residence, an expansive rooftop deck offers breathtaking panoramic views across Sarasota Bay, Big Pass, Bird Key, South Lido, and the downtown Sarasota skyline—an unforgettable setting for sunset cocktails and evening entertaining. Dolphins, manatees, fish, and native coastal birds are part of the remarkable natural setting almost daily, while the surrounding waterways invite paddleboarding, fishing, snorkeling, windsurfing, and boating directly from home. The residence remains just minutes from the powder sand of Siesta Key Beach and the restaurants, boutiques, and energy of Siesta Village. Downtown Sarasota’s acclaimed dining, galleries, performing arts, and cultural attractions are also easily accessible, providing a rare combination of privacy and proximity to the best of Sarasota. With approximately 190 feet of waterfront, exceptional deep-water boating capabilities, dedicated lifts for boating and watersports, a glass elevator with water views, an incredible rooftop deck, private wellness and living spaces, panoramic views spanning some of Sarasota’s most iconic landmarks, and a newly constructed residence just months from completion, 3200 Higel Avenue represents a rare opportunity to experience an elevated level of waterfront living on Siesta Key.

3200 Higel Avenue, Sarasota

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