Siesta Beach Real Estate

Siesta Beach Real Estate

Welcome to Siesta Beach, an idyllic subdivision nestled in the heart of Siesta Key, Florida, renowned for its pristine sandy shores and vibrant coastal lifestyle. As part of Sarasota County, this charming enclave offers residents the perfect blend of relaxation and recreation, making it an ideal destination for both families and retirees alike.

Siesta Beach is celebrated for its powdery white sand, often ranked among the finest in the United States. Stretching over a mile, this breathtaking beach is framed by the sparkling azure waters of the Gulf of Mexico, providing an enchanting backdrop for sunbathing, swimming, and beachcombing. The gentle waves and warm sunshine create a serene atmosphere that invites residents to unwind and connect with nature.

Beyond the beach, Siesta Key boasts a lively community with an array of local shops, restaurants, and entertainment options. The charming Siesta Village, just a stone's throw away, features eclectic boutiques and delicious dining spots that cater to every palate. Whether you’re in the mood for fresh seafood or a cozy café, you'll find it all within reach.

Outdoor enthusiasts will appreciate the abundance of recreational opportunities available, from kayaking and paddleboarding to biking along scenic trails. Nature lovers can explore the nearby Siesta Key State Park, where lush landscapes and wildlife await discovery.

With its captivating scenery and welcoming atmosphere, Siesta Beach is not just a place to live—it's a lifestyle. Experience the charm of this coastal paradise and make Siesta Beach your new home today!

Newest Listings in Siesta Beach

4879 Commonwealth Drive, Sarasota
$2,250,000
4 Beds ⋅ 3 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
TURNKEY. FULLY FURNISHED. INCOME PRODUCING. Welcome to an exceptional Siesta Key property offering the rare combination of a fully renovated luxury residence, private tropical setting and proven rental income. The home is being offered fully furnished and can include essentially everything needed to operate and enjoy it immediately—from designer furnishings and décor to pots, pans, dishes, silverware, linens, towels and other household essentials. Truly turnkey, the next owner can simply bring a suitcase and begin enjoying the Siesta Key lifestyle or continue the established rental operation. Extensively renovated with a focus on modern comfort, durability and style, the approximately 2,500-square-foot residence features an open, light-filled floor plan, expansive impact windows and doors, durable wood-grain tile flooring, custom wood cabinetry, quartz waterfall countertops and curated designer lighting. The split-bedroom layout offers privacy and flexibility, making the home equally well suited for full-time living, family vacations or rental guests. The spacious primary suite features private outdoor access and a beautifully renovated bath with a freestanding soaking tub and oversized marble walk-in shower. Three additional bedrooms are located on the opposite side of the home, including a junior suite with its own private bath, floor-to-ceiling marble tile and oversized picture window overlooking the pool and outdoor living area. The home comes equipped with a 30-year commercial-grade roof, high-impact windows and doors throughout, new HVAC, pool equipment, water heater and major appliances, designer finishes and bathrooms that feature floor to ceiling marble detailing. Outside, the property becomes a private tropical retreat. The heated saltwater pool and screened enclosure are surrounded by lush landscaping and the expansive double lot provides exceptional privacy and space for entertaining, relaxing or enjoying the Florida lifestyle. For the owner-user, this is a beautifully renovated and fully furnished Siesta Key home requiring little to nothing to do. For the vacation-home buyer, it offers a private escape that can generate income when not in use. For the investor, the established rental history and strong NOI create a compelling income-producing opportunity. A rare opportunity to acquire a fully renovated, fully furnished and income-producing Siesta Key property where luxury, lifestyle and investment potential come together. Located just blocks from Roberts Bay and less than one mile from the world-famous sands of Siesta Key Beach, the location provides convenient access to the beach, dining, shopping and everything that makes Siesta Key one of Sarasota’s most desirable destinations.

4879 Commonwealth Drive, Sarasota
5157 Sandy Beach Avenue, Sarasota
$1,150,000
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
1355 Roberts Bay Lane, Sarasota
$6,300,000
5 Beds ⋅ 5 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
NEW 2026 MODERN TROPICAL ESTATE | 5 BEDROOMS | 2 PRIMARY SUITES | 3-CAR GARAGE | POOL CABANA | INTRACOASTAL VIEWS Completed in 2026 by CribbsCo Development, this modern tropical residence makes an architectural statement with an approximately 9.5' x 9' Sapele wood pivot entry door handcrafted in the U.S. Two primary suites feature custom finished walk-in closets. The upstairs main primary is separated from the additional bedrooms by a glass breezeway and offers a pool-view balcony, custom cabinetry with integrated wet bar and built-in writing desk. Its spa-inspired bath features a soaking tub, oversized walk-in shower, dual vanities, private water closet and custom solid-oak barn door. Bathrooms feature Biancatto leathered dolomite, Kohler and California Faucets fixtures, and TOTO toilets. The ground-floor primary opens to a private patio overlooking the garden and outdoor gym. Two additional upstairs bedrooms share a full bath; one offers a large balcony with Intracoastal Waterway views, while the other features a private pool-view balcony. A powder bath serves the living area. A pool cabana guest suite with full ensuite bath, built-in desk and custom cabinetry offers flexibility for guests or multigenerational living. Nearby is a laundry room with dual washers and dryers. At the heart of the home is an approximately 18-foot Biancatto leathered dolomite island comfortably seating six. The chef's kitchen features Sub-Zero refrigeration, Wolf microwave, six-burner range with flat-top, dual ovens, two Bosch dishwashers, wine/beverage refrigeration, 1,000-CFM ventilation, reverse-osmosis hot/cold water faucet and custom cabinetry fabricated in the USA from German-imported materials. Biancatto leathered dolomite is carried throughout the kitchen, bathrooms, bedroom suites and outdoor kitchen. Custom-made solid oak doors were commissioned for every bedroom and closet and high-end Emtek hardware. The home opens to a covered outdoor lounge and custom dolomite outdoor kitchen with built-in BBQ, refrigerator, ice maker and sink. Ceiling fans extend throughout the residence and covered outdoor space. A large limestone patio provides additional outdoor dining. Natural limestone finishes patios, terraces, balconies, poolside areas, the outdoor gym and an exterior wall. The limestone does not get hot underfoot in the Florida sun, ideal for barefoot poolside living. Real teak is used throughout all soffits, covered patios and exterior cladding, complemented by smooth stucco, aluminum Geolam and architectural trellises. The heated saltwater pool and spa feature PebbleTec and natural stone, Pentair smart controls, LED lighting and bubblers, creating a private resort setting with the covered lounge, outdoor kitchen, cabana, gardens and outdoor gym. The residence and pool are elevated approximately 10 feet for FEMA compliance, with a privacy wall, walking path and mature landscaping. A spacious 3-car garage is designed for the car enthusiast. Additional features include five independently air-conditioned zones, triple-pane high-efficiency glazing, triple-pane PGT sliders, low-voltage smart-home wiring, Sugar Oak Natural Luxe wood flooring, oversized 4' x 4' porcelain tile, imported Plyboo wall treatments and custom artisan lighting. Furniture is available separately. An optional boat package at Safe Harbor featuring a 2023 Yamaha 25' FSH fishing boat and boat slip is also available, with slip transfer subject to marina approval.

1355 Roberts Bay Lane, Sarasota
5178 Oakmont Place, Sarasota
$2,795,000
3 Beds ⋅ 3 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
For the buyer who believes the best of Siesta Key is experienced by boat, 5178 Oakmont Place delivers an exceptional combination of deep-water canal frontage, estate-sized privacy, refined island living, and effortless access to Sarasota Bay. Set on more than half an acre along Siesta Key’s coveted Grand Canal, this tastefully updated custom residence pairs Caribbean-inspired architecture with 93 feet of waterfront, a private dock, and impressive 30,000-lb boat lift—creating a true luxury retreat for boating enthusiasts just minutes from the bay. A winding paver driveway introduces the private tropical setting, leading to a gracious residence by award-winning builder Lee Wetherington. Inside, high ceilings, substantial crown molding, elegant archways, tray ceilings, recessed lighting, and expansive windows create an airy sense of scale, while warm bamboo flooring brings natural sophistication throughout the primary living spaces. Designed for relaxed island living and entertaining, the open great room is anchored by a striking coral stone gas fireplace and framed by French doors connecting the interior to the expansive covered veranda. The updated kitchen features crisp white cabinetry, granite countertops, stainless steel appliances, breakfast-bar seating, generous storage, and an adjacent service bar, complemented by a separate dining area for effortless entertaining. The spacious primary suite overlooks the tropical grounds, pool, and waterway and features a tray ceiling, two walk-in closets, dual vanities, large shower, and jetted soaking tub. A desirable split-bedroom floor plan provides two additional bedroom suites, while a large private office offers flexibility for working from home, a media room, or additional lounge space. Outdoor living is a defining feature of this Siesta Key waterfront home. The wide covered veranda provides generous spaces for dining and lounging while overlooking the private swimming pool and lush tropical landscape. Beyond the pool, a pathway leads directly to the Grand Canal and an outstanding boating setup featuring approximately 93 feet of deep-water frontage, a large dock, and 30,000-lb boat lift. Cruise to Sarasota Bay, waterfront dining, or Gulf waters before returning home to enjoy sunset along the canal. Built with quality and longevity in mind, the residence was constructed above base flood elevation and includes hurricane shutters, UV window film, foil roof insulation, floored attic storage, central vacuum, and construction to Miami-Dade standards. An oversized three-car garage offers excellent space for vehicles, bikes, kayaks, paddleboards, fishing equipment, and additional storage. Despite its private, estate-like setting, the home is ideally positioned near Siesta Village, world-famous Siesta Key beaches, boating, dining, and island attractions, with downtown Sarasota approximately 15 minutes away by car. For the luxury buyer seeking a Siesta Key waterfront pool home with deep-water boating access, substantial boat lift, oversized private lot, and proximity to Sarasota Bay, 5178 Oakmont Place offers an extraordinary opportunity to embrace the coastal Florida lifestyle

5178 Oakmont Place, Sarasota
5125 Sandy Beach Avenue, Sarasota
$1,280,000
3 Beds ⋅ 2 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
Thoughtfully renovated and meticulously maintained, this exceptional Siesta Key home offers a private tropical setting, a heated screened pool, and 2,216 square feet of beautifully designed living space. Featuring three bedrooms, a private studio with the flexibility to serve as a fourth bedroom, and two full bathrooms, the residence is tucked along a quiet street in the heart of Siesta Key, blending modern comfort with timeless coastal appeal. From the moment you step through the front door, you're welcomed by a captivating view of the sparkling pool, setting the tone for a home designed to embrace effortless indoor-outdoor living. A desirable split-bedroom floor plan offers privacy and functionality, while porcelain tile flooring and impact-resistant windows and sliding glass doors enhance both comfort and peace of mind. The beautifully appointed kitchen features Cambria quartz countertops, a farmhouse sink, gas cooktop, and spacious island with additional storage, flowing seamlessly into the home's inviting living spaces. A charming shiplap-accented living room overlooks the tropical backyard, creating a warm and welcoming setting for everyday living and entertaining. Privately tucked away, the primary suite offers vaulted ceilings, French doors opening to the lanai, dual walk-in closets, and a spa-inspired bath with a cast-iron clawfoot soaking tub. Outside, the heated screened pool is surrounded by Shell-Lock pool decking and coping, an outdoor shower, landscape lighting, a mature oak tree, Christmas palm, and multiple Areca palms. Lush landscaping and a hammock complete the private backyard retreat, creating an inviting place to relax and enjoy the coastal breeze. Adding to the home's versatility, the private studio with its own exterior entrance offers endless possibilities as a home office, creative studio, fitness room, guest space, or fourth bedroom. Additional highlights include a tankless water heater, high-efficiency HVAC system with infrared filtration, recessed LED lighting throughout, and exceptional attention to detail. Perfectly positioned in the heart of Siesta Key in Sarasota, Florida, this remarkable home offers convenient access to world-renowned Siesta Beach, Siesta Village, and downtown Sarasota, combining the relaxed island lifestyle with easy access to some of the area's most sought-after beaches, dining, shopping, and entertainment.

5125 Sandy Beach Avenue, Sarasota
5143 Sandy Beach Avenue, Sarasota
$1,745,000
4 Beds ⋅ 3 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
Just bring your wardrobe! Welcome to this beautifully updated and fully furnished and equipped 4-bedroom, 3-bath cottage-style home in one of Siesta Key’s most sought-after neighborhoods - just a short stroll to public beach access at top-rated Siesta Key Beach. Meticulously renovated in 2025, this true turnkey entertainer's paradise offers a vacation-every-day lifestyle complete with thoughtful upgrades and everything you need to move right in. Inside you’ll find all-new tile flooring, fresh paint throughout, storm-rated windows, a new 310 Lennox air-conditioning system with a 10-year warranty, updated plumbing and electrical, a reverse-osmosis water system, a whole-house generator (gas or propane), and a newer roof (2021). The backyard oasis features a 50-foot saltwater pool, spa, and sundeck surrounded by elegant Italian marble, plus pool floats, basketball hoops, and a volleyball net for endless fun. Enjoy the outdoor shower, raised gardens, a Napoleon Prestige gas grill, fire table, electric vehicle charger, and a louvered pergola that opens or closes for perfect sun or shade, a 75-inch TV, and a Sonos outdoor surround sound system - ideal for outdoor movie nights. Ultimate privacy is provided by an 8-foot vinyl fence. The artificial turf in the front and backyard creates a clean and maintenance free living with a coastal feel. The gourmet kitchen is fully stocked and ready for entertaining, featuring 2025 Thermador appliances (refrigerator, stove top, dishwasher, and oven) plus a new LG washer and dryer. Practical extras include a Shark vacuum, clothes steamer, iron and board, and even towels, and washcloths already stocked in every bathroom. The home comes completely furnished with all shown décor, lamps, linens, and towels. Two of the bathrooms include bidets and large walk-in showers. Beach days are effortless thanks to the included beach chairs, towels, beach cart, and umbrella shade. A Ring camera system conveys with the home sale, offering peace of mind. Bonus: This home includes an assumable flood insurance policy for just under $4,700 annually. This is the fully equipped Siesta Key lifestyle you’ve been dreaming of. Call today to schedule your private showing!

5143 Sandy Beach Avenue, Sarasota
5128 Oxford Drive, Sarasota
$1,250,000
2 Beds ⋅ 2 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
This beautifully updated Siesta Key retreat lives far larger than its bedroom count suggests! Offering nearly 1,900 sq. ft. of single-level living on an oversized private lot, the home features expansive gathering spaces plus a light-filled sunroom/flex space currently enjoyed as a second living area and additional guest accommodations—ideal for hosting family and friends. Enjoy a private heated screened pool, 2-car garage, beautifully renovated interiors, new roof, impact-rated windows and NO HOA. Professionally decorated with an effortless coastal style, this home offers the space, privacy and flexibility that's increasingly hard to find on Siesta Key. Whether you're searching for a full-time residence or your own island retreat, there's room here to truly settle in and entertain. All just minutes from Siesta Village and the powder-white sands of Siesta Beach. Not a condo. Not a project. Your own private piece of Siesta Key. A pre-sale home inspection has been completed, providing added peace of mind, and the property is being offered turn-key and ready to enjoy. The seller is also offering a one-year home warranty with the sale.

5128 Oxford Drive, Sarasota
648 Beach Road, Sarasota
$8,250,000
3 Beds ⋅ 4 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
**Siesta Key beachfront living, reimagined. A different story from every floor.** Set directly along the shores of Siesta Beach and overlooking the Gulf of Mexico, **648 Beach Road** is a one-of-a-kind waterfront residence where the view is constantly changing. From each level of the home, the Gulf reveals itself differently. The perspective shifts. The horizon changes. The colors deepen and soften with the light. From one floor, you feel closer to the movement of the water. From another, the view opens wider toward the horizon. **Every level tells a different story of the Gulf. And no two views are ever exactly the same.** Recently renovated, reimagined, and elevated throughout, the residence has been designed to embrace its extraordinary setting from every angle. Expansive living spaces and wraparound terraces on every floor create a seamless connection between indoors and out, allowing the water, sky, and ever-changing colors of Siesta Key to become part of everyday life. A private elevator connects every level, leading all the way to the rooftop, where a private pool becomes the ultimate vantage point over the Gulf of Mexico. From here, the horizon seems endless and Siesta Key’s legendary sunsets take center stage. A rare **four-car garage** adds exceptional space and functionality, completing a residence that offers privacy, flexibility, and amenities seldom found directly on the beach. **648 Beach Road is more than a beachfront home. It is an experience of the water from every level.** A different perspective. A different color. A different story. Every single day.

648 Beach Road, Sarasota
5107 Saint Albans Avenue, Sarasota
$1,224,000
3 Beds ⋅ 3 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
Virtually Staged. Welcome to this beautifully renovated ranch-style home, ideally located within minutes to the #1 beach in the United States—Siesta Key Beach! Set on an oversized lot, this property offers a private outdoor oasis with a relaxing pool surrounded by lush, mature landscaping, perfect for entertaining or unwinding after a day at the beach. Designed for effortless single-level living, this home blends modern updates with timeless coastal style, making it perfect as a full-time residence, vacation getaway, or investment opportunity. Offering 3 spacious bedrooms + den and 2.5 updated baths, the thoughtfully designed floor plan delivers both comfort and functionality. Light-filled living areas flow seamlessly throughout the home, complemented by a stylishly updated kitchen and baths featuring quality finishes. A detached garage adds valuable convenience and storage. Recent upgrades include a 2024 Tesla solar system with two Powerwall's, providing energy efficiency, backup power, and long-term savings. Additional improvements include two HVAC systems for optimal climate control and a new water heater for added peace of mind. Enjoy morning strolls to the world-renowned quartz sands of Siesta Key Beach, evenings dining at Siesta Village, and the ease of move-in-ready coastal living in one of the most sought-after locations. Expertly restored terrazzo flooring throughout the main living areas and bedrooms, giving the home a new fresh look. All information should be independently verified by buyer's and buyers agent.

5107 Saint Albans Avenue, Sarasota
533 Venice Lane, Sarasota
$4,800,000
4 Beds ⋅ 6 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
Virtually Staged. New Construction. This stunning new waterfront home is perfectly positioned on Siesta Key’s Grand Canal, offering excellent boating water with quick access to Sarasota Bay. The residence features 4 bedrooms, 5 full baths (including a pool bath), and 1 half bath, along with two laundry rooms conveniently located on the first and third floors. A spacious third-floor loft provides a versatile living area just before entering the primary suite, ideal for a lounge, office, or private retreat. The open-concept family room and dining area showcase a Thermador-equipped kitchen and overlook a spectacular outdoor living space with an outdoor kitchen, pool with sun shelf, and custom deck leading directly to your private dock. Two balconies—one at the front of the home and one with sweeping waterfront views—enhance the indoor-outdoor lifestyle. Custom cabinetry throughout, quartzite countertops, and high-quality construction reflect attention to detail at every turn. Located just minutes from Siesta Key Beach, Siesta Village, and all of Sarasota’s amenities, this exceptional waterfront home is a rare opportunity—come see it for yourself.

533 Venice Lane, Sarasota
527 Venice Lane, Sarasota
$4,950,000
4 Beds ⋅ 6 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
Virtually Staged. Be the first owner of this exceptional new construction home. Enjoy gorgeous, wide Grand Canal views with quick access to Sarasota Bay—a true boater’s dream. This home showcases high-end construction at its core, featuring a standing seam metal roof, hurricane-impact windows and sliders, elegant stone detailing, and meticulous craftsmanship throughout—no detail has been overlooked. Offering 4 bedrooms and 5 bathrooms, including a pool bath and an additional half bath, the layout is both luxurious and functional. Enter through the grand foyer with soaring ceilings, custom trim work, and striking shiplap accents. The open floor plan seamlessly connects the grand room, dining area, and bonus space, all leading to a stunning pool and patio with outdoor kitchen, perfect for entertaining. The chef’s kitchen is beautifully appointed with stone countertops, custom cabinetry, and premium finishes, complemented by matching stone counters and custom cabinetry in all bathrooms, creating a cohesive and elevated design throughout the home. Custom wood decking winds its way to the dock, enhancing the waterfront lifestyle. The home also features laundry rooms on all three floors, a spacious loft, and thoughtfully designed primary and guest bedroom suites. This is a rare opportunity to own a meticulously crafted waterfront residence designed for luxury living and boating enthusiasts alike.

527 Venice Lane, Sarasota
4903 Commonwealth Drive, Sarasota
$3,250,000
4 Beds ⋅ 4 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
Under Construction. A rare opportunity to own a beautifully crafted custom home on Siesta Key by Nutter Custom Construction. This stunning custom residence is now nearing completion, with anticipated delivery in September 2026. Every detail has been thoughtfully curated to deliver an exceptional luxury living experience. This Coastal Contemporary residence offers 3,200 sq. ft. of interior living space and over 5,500 sq. ft. of total indoor/outdoor living, thoughtfully designed to maximize both luxury and comfort. Enjoy three spacious balconies, an outdoor kitchen, and a generous covered lanai that seamlessly blends indoor and outdoor living. Inside, the open floor plan is filled with natural light and features a stunning chef’s kitchen equipped with luxury appliances, custom cabinetry, and a walk-in pantry. The kitchen flows effortlessly into the dining area and great room, creating the perfect space for entertaining or relaxing with family. The home includes 4 bedrooms and 4 full bathrooms, providing ample space for family and guests. The expansive primary suite offers dual walk-in closets, a private balcony, and a serene retreat for homeowners. Upstairs, a versatile loft with access to a private balcony makes an ideal office or second living area. Additional highlights include an oversized 2.5-car garage, elevator access to all levels, and a full utility room for added convenience. The private backyard oasis features a beautiful pool and lush surroundings for year-round enjoyment. Located just minutes from Siesta Key’s world-famous beaches, as well as the vibrant shopping and dining options in The Village, this is a unique opportunity to personalize your dream home during this phase of construction. Don’t miss your chance to own a custom-built home in one of Sarasota’s most sought-after coastal communities. Please note: Some photos have been virtually staged for illustration purposes.

4903 Commonwealth Drive, Sarasota
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