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91 Avenida Veneccia, Sarasota
$2,500,000
5 Beds ⋅ 4 Baths ⋅ Mira Mar Beach SubDv. ⋅ 34242 Zip Code
Introducing "Southern Exposure," a modern 5-bedroom, 4-bath home on Siesta Key, where paradise meets modern living. Nestled just steps away from Siesta Key Village, this stunning beach home offers the perfect blend of beachside serenity and urban convenience. Your gateway to the best shopping, dining, and entertainment Siesta Key has to offer, and just minutes from the world-famous Siesta Key Beach, with its soft, powdery sands that define tropical bliss. Step inside this oasis, and you'll be captivated by the modern personality that defines every inch of its interior. The fresh, white palette creates an ambiance of spaciousness and tranquility, making it feel like your home away from home. The living room, filled with natural light, boasts an incredible white brick faux fireplace, adding elegance to the space. The open floor plan seamlessly transitions from the living room to the cozy dining area, perfect for gatherings with friends and family. The spacious kitchen is a culinary dream, complete with granite countertops and stainless steel appliances. Additional counter seating for three adds to its functionality, ideal for morning breakfasts or casual conversations. Convenience is at your fingertips with a fully-equipped laundry room just off the kitchen, ensuring that even the most practical aspects of your stay are covered with ease. Meticulously maintained and expertly updated, "Southern Exposure" guarantees a hassle-free and comfortable living experience during your stay. Step outside, and you'll discover your private backyard oasis. It features a soft turf yard and an inviting inground pool complete with an in-water sundeck for relaxation. Additional loungers are available for quick catnaps in the sun, making it the perfect setting for rejuvenation. When you're ready to indulge your culinary skills, there's a grill and an outdoor table with an umbrella, providing the ideal spot for island barbecues and al fresco dining. Escape to paradise at "Southern Exposure." With its perfect blend of modern charm and beachside tranquility, you may find it challenging to leave this paradise. Don't miss your chance to call this incredible Siesta Key Beach Home your own.This is an excellent investment property as well great rental history and future bookings in place. Contact us today for a viewing and be prepared to experience the ultimate in Siesta Key living.

91 Avenida Veneccia, Sarasota

265 Cedar Park Circle, Sarasota
$7,200,000
5 Beds ⋅ 6 Baths ⋅ Cocoanut Bayou SubDv. ⋅ 34242 Zip Code
A truly exceptional waterfront retreat in one of Sarasota’s most coveted enclaves—Cedar Park Circle on North Siesta Key—this gated and private estate offers over 220 feet of prime bayfront with panoramic views of Cocoanut Bayou and Roberts Bay. Residents enjoy unrivaled boating access to the Gulf of Mexico and exclusive private deeded beach access. Spanning over 10,600 total square feet, including 6,500 square feet under air, this architectural masterpiece features 5 bedrooms, 5.5 bathrooms, and thoughtfully designed spaces across multiple expansive levels with an optional elevator if desired. Soaring ceilings, timeless finishes, and seamless indoor-outdoor living define the home’s coastal elegance. From the welcoming arbored front patio to the impressive wood-and-iron entry, every detail invites you in. Inside, the main living areas are designed for both comfort and grandeur. The foyer/sitting room opens to sweeping pool and bay views, while the massive great room impresses with an oversized stone gas fireplace, beamed ceilings, chandeliers, French doors, and a spacious dining area with custom built-ins. Around the corner, the newly renovated gourmet kitchen and den provide the perfect blend of everyday luxury and effortless entertaining. Here, you’ll find white-on-white custom cabinetry, quartz countertops, an 8-burner Wolf gas cooktop, dual SubZero refrigerator/freezers, a built-in Miele coffee system, and discreetly integrated conveniences like a second dishwasher and refrigerator. The adjoining den and breakfast nook boast tranquil water views, making this space an ideal private retreat. For the boating enthusiast, the property offers 150 feet of dockage, a 20,000-lb boat lift, two jet ski lifts, and a deep-water cut-in dock accommodating a 50’ vessel. After a day on the water, unwind on the expansive travertine-tiled back terrace with its teak summer kitchen, fire pit, multiple lounging and dining areas, and a saltwater infinity pool—all overlooking the bay. Hurricane-impact windows and doors, along with a new Dam Easy flood barrier, provide peace of mind. Private quarters are equally impressive. The luxurious master wing features his-and-her baths and closets, a dedicated exercise room or home office, and an outdoor tiled balcony—combining convenience, privacy, and resort-like amenities. On the opposite side of the home, three spacious guest suites each offer private balconies and baths. The ground floor grotto/media room with a full bar, wine room, steam bath, fifth bedroom, and two outdoor patios creates the ultimate guest haven. Additional features include dual laundry rooms (one on each wing), an oversized two-car garage with built-in storage, additional parking within the compound, and under-house storage. Designer landscape lighting, a four-zone heating/cooling system, and meticulous craftsmanship throughout ensure this residence is as functional as it is beautiful. This is a once-in-a-lifetime opportunity to own a one-of-a-kind sanctuary where private beach access, world-class boating, and timeless coastal luxury come together seamlessly at Cocoanut Bayou’s exclusive waterfront enclave.

265 Cedar Park Circle, Sarasota

1300 Cove Ii Place Unit 710, Sarasota
$464,000
2 Beds ⋅ 2 Baths ⋅ Midnight Cove Ii SubDv. ⋅ 34242 Zip Code
Welcome to your slice of paradise on Siesta Key! This turnkey furnished 2 bedroom, 1.5 bathroom condo offers stunning canal views surrounded by mature tropical landscaping. With weekly rentals allowed and convenient in-house property management, it’s an ideal opportunity for both personal enjoyment and investment income. On-site property management provides professional oversight and streamlined rental operations. Positioned just steps from Siesta Key Beach, ranked the #1 beach in America, this property offers the ultimate coastal lifestyle in one of Sarasota’s most desirable locations. The unit is high and dry, and did not sustain flooding from recent hurricanes. Midnight Cove II conveniently features deeded beach access for effortless days in the sun. Resort-style amenities include a heated pool, tennis courts w/ pickleball nets, basketball hoop, car wash station, barbecue grills, fitness center, and covered carport parking. Enjoy the ultimate island lifestyle with Captain Curt’s, Daiquiri Deck, Anna’s Deli, and more right across the street, and Siesta Key Village is just minutes away for dining, shopping, and entertainment. With easy access to the mainland, downtown Sarasota’s vibrant arts, dining, and cultural scene is only minutes away. Rental income history is available upon request. Live on the #1 beach in the USA while your investment works for you - this is Siesta Key living at its finest.

1300 Cove Ii Place Unit 710, Sarasota

1223 Siesta Bayside Drive Unit 1223, Sarasota
$475,000
1 Beds ⋅ 1 Baths ⋅ Gulf & Bay Club Bayside SubDv. ⋅ 34242 Zip Code
Welcome to paradise on Siesta Key! This delightful elevated first-floor one-bedroom, one-bath unit in the highly sought-after Gulf and Bay Club Bayside combines comfort, style, and unbeatable convenience—with no flood or storm damage. Enjoy direct deeded beach access just across the street to world-famous Siesta Key Beach, and embrace true resort-style living with incredible amenities at your fingertips. Step inside to an open-concept floor plan with a spacious living/dining area, a large eat-in kitchen, and a fabulous glassed and screened lanai overlooking lush tropical landscaping. The comfortable bedroom includes an updated bath, and the unit is complete with a private one-car garage, in-unit washer and dryer, and turn-key furnishings—ready for you or your guests. This is one of the largest one bedroom available on Siesta Key! Important upgrades include a new electrical panel, AC, and water heater—all replaced in 2022, offering peace of mind and modern efficiency. Gulf and Bay Club Bayside features: Two resort-style pools Tennis and pickleball courts Newly renovated fishing dock Walking paths, boat loading zones, and four BBQ areas Clubhouse for private events Freshly painted buildings with new metal roofs This weekly-rental-friendly community also offers onsite management, making it an exceptional income opportunity for investors or those seeking a flexible-use property. Location couldn’t be more attractive—cross the road for beach access, or hop on the free trolley to explore Siesta Key Village or South Siesta. Park your car and instantly feel like you're on vacation! Live the island lifestyle at Gulf and Bay Club Bayside—where coastal charm meets modern convenience.

1223 Siesta Bayside Drive Unit 1223, Sarasota

5215 Cape Leyte Drive, Sarasota
$1,400,000
3 Beds ⋅ 3 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code
JUST REDUCED!! SIESTA ISLES Waterfront Gem. Experience the best of Siesta Key living in this well maintained 3-bedroom + den, 3-bath pool home with 135+ feet of frontage on the Grand Canal. Situated on an oversized 15,269 sq ft /.35-acre lot, this residence offers the perfect blend of privacy, upgrades, and waterfront lifestyle. Situated well back from the street, the home opens with a welcoming foyer and expansive great room featuring vaulted ceilings, impact windows and impact sliding glass doors flooding the space with natural light while framing serene garden and waterway views. Two bedrooms feature en-suite baths and direct access to the back yard, while the primary suite’s bath connects conveniently to the pool area. Enjoy the privacy of this tropical retreat, swim in the sparkling pool, rinse off in the outdoor shower, or launch kayaks and paddleboards from the floating dock. With space to add a full dock or lift, boaters will love the water access via one fixed bridge to the Intracoastal Waterway. Practical updates bring peace of mind, including a durable metal roof and maintenance contracts for irrigation, AC, pest control, and alarm systems. The home has county water and sewer and there's a shared irrigation well that sustains the mature landscaping. The home experienced NO WATER INTRUSTION during last year’s storms and is truly move-in ready. A winding walkway through lush landscaping leads to the waterfront patio, while an extended brick paver driveway offers ample guest parking. Just minutes from Siesta Key’s world-famous beaches and The Village’s varied dining and shopping options, this home is ideal as a full-time residence or lucrative rental investment. Don’t miss your chance to own a slice of paradise on the Grand Canal—schedule your private showing today!

5215 Cape Leyte Drive, Sarasota

6150 Midnight Pass Road Unit V4, Sarasota
$550,000
2 Beds ⋅ 1 Baths ⋅ Island House SubDv. ⋅ 34242 Zip Code
Welcome to this stunning waterfront Siesta Key beach community featuring a private beach, gorgeous views of the Gulf, and spectacular sunsets. Lowest priced beachside Villa. This spacious, fully furnished, two bedroom single family Villa was totally renovated in 2025. The large new kitchen is a masterpiece with stainless steel appliances and quartz countertops. The huge open living area features a living room and dining room each with access to the screened front porch. Two spacious bedrooms and a stunningly renovated new bathroom round out this beautiful villa. The true treasure of this community lies in its direct access to the world-famous Siesta Key Beach, complete with private beach cabanas, a beach rinsing station, community pool, and beach chairs. Potential rental income of $50k make this a great investment property.

6150 Midnight Pass Road Unit V4, Sarasota

1038 Contento Street, Sarasota
$1,500,000
3 Beds ⋅ 2 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code
Siesta Key Canal Front Home with 175’ of sea wall on the Grand Canal in the desirable and quaint neighborhood of Siesta Isles. Ride your bike to the Village or the world-famous Siesta Key Beach rated #1 in USA. This beautifully well-kept 3 bedroom, 2 bath Rutenberg built home is located on a quiet cul-de-sac that is a perennial favorite with lush tropical landscaping and great privacy. The home sits high up on almost a 1/3 of an acre. This home was not affected by hurricane damage. Enter thru the charming Spanish style courtyard with its new landscaping, double front doors and wide foyer. Boasting a flowing floor plan with tile floors and crown molding, the living room & dining room open to the custom gourmet kitchen, featuring handsome wood cabinets, granite counters, & tumbled stone backsplash, perfect for entertaining while overlooking the Grand Canal from any window. The master bedroom ensuite with private sitting area is nice to enjoy. A new lanai cage installed July 2025. The lanai area faces southeast . There is a paver sundeck & outdoor dining area along with a covered lanai with rectangular pool, boat lift, dock, and cement seawall. Relax while you enjoy the serene water views and fabulous Florida wildlife, manatee, native birds and many types of fish. You may also enjoy fishing or kayaking from your backyard! Tropical mature foliage in park-like yard. Minutes to the open bay by boat and near Siesta Key Village where you can enjoy shops and restaurants. This truly is Paradise! Isn't this the lifestyle you've been planning? Selling Turn Key! Great Rental Income!

1038 Contento Street, Sarasota

3916 N Shell Road, Sarasota
$3,542,717
4 Beds ⋅ 6 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code
Motivated sellers! In fact, they are moving right next door! The sellers are nearing completion of their new home, which was deliberately designed and positioned to preserve the breathtaking Gulf views of this beachfront retreat. Feel the captivating energy of this home from the moment you enter the private gate to the meticulously landscaped grounds, including an award-winning heated saltwater pool with spa jets, a sun shelf, and custom-designed waterfall. Mornings begin with a soft breeze from the Gulf as you take in the magical sunrise from your 4th-floor deck. Retreat at the day’s end to your 3rd-floor lanai to relieve all the day's stresses. You have a front row seat nightly for nature’s most spectacular show. North Shell Road is the ultimate destination to witness Siesta Key’s most enchanting sunsets, where the sky ignites in hues of gold and crimson over Lido Key. The Gulf’s shimmering waters stretch endlessly before you, bathed in the warm glow of dusk, transforming your private retreat into a masterpiece of light and color. The panoramic views from this prestigious North Siesta Key home are simply magnificent. This home charms with its bold contemporary lines and warm, seamless connection to its pristine surroundings. The sophisticated design blends easily with the warmth and energy of the natural light that flows throughout. Quartz, concrete, soapstone, and live-edge designs blend with soft bamboo floors. This one-of-a-kind sanctuary boasts every upgrade you can imagine. 3916 North Shell Road is where ultimate luxury intersects with coastal splendor. ***Private showings for discerning buyers are available by appointment. Sellers respectfully request that potential buyers wear the shoe booties provided for showings.

3916 N Shell Road, Sarasota

1055 Beach Road Road Unit B204, Sarasota
$735,000
2 Beds ⋅ 2 Baths ⋅ Our House At The Bch SubDv. ⋅ 34242 Zip Code
Welcome to Our House on the Beach, one of Siesta Key’s most desirable communities located directly across from world-famous Siesta Key Public Beach. This well-maintained 2-bedroom, 2-bath weekly rental residence features a spacious layout with two oversized private patios overlooking the heated community pool and spectacular west-facing sunsets. Thoughtfully cared for over the years, this condo is move-in ready and offers an ideal opportunity for light updating to make it your own coastal retreat. A major upgrade is already underway—brand-new, storm-rated impact windows and sliding doors are being installed in the coming days, and are fully paid for by the seller, offering peace of mind, energy efficiency, and improved storm protection for years to come. Additional highlights include updated bathrooms and a rare covered parking space conveniently located and protected from the elements—a highly sought-after feature on Siesta Key. Residents enjoy resort-style amenities including a heated pool, two tennis courts, golf cart parking, elevators, and bike storage. Located on Siesta Key, known for its world-famous quartz sand beach, vibrant Village, outdoor recreation, and relaxed Gulf Coast lifestyle, this condo is centrally positioned on the island and just moments to Siesta Key Village, and a short drive to mainland shopping, groceries, healthcare, and the arts and dining scene of downtown Sarasota. A prime island location, strong community amenities, and outstanding value—this is the Siesta Key lifestyle you've been waiting for.

1055 Beach Road Road Unit B204, Sarasota

9393 Midnight Pass Road Unit 201, Sarasota
$525,000
2 Beds ⋅ 2 Baths ⋅ Pointe On Midnight Pass SubDv. ⋅ 34242 Zip Code
Welcome to your waterfront paradise. The Pointe at Midnight Pass on Siesta Key, is a 5+ acre gated coastal oasis surrounded by Little Sarasota Bay, the ICW, Blind Pass Lagoon, the Gulf of Mexico, and Jim Neville Marine Preserve. This beautifully updated 2BR/2BA second-floor condo showcases breathtaking water views and invites you to experience nature up close with frequent visits from playful dolphins, gentle manatees, and an array of vibrant seabirds. This tranquil waterfront setting perfectly complements a lifestyle of adventure and relaxation. Enjoy direct water access with kayak launches and boat docks—ideal for paddling, fishing, or cruising. Inside, the gourmet kitchen is a chef’s dream, showcasing granite countertops, custom wood cabinetry, and classic travertine flooring. High-end details continue throughout, with luxury ceiling upgrades that include recessed lighting, crown molding, and refined architectural accents—adding depth and elegance to every room. Built-in custom wood cabinetry and shelving provide both beauty and functionality throughout the condo. Both bedrooms boast stunning water views and direct access to the lanai, where you’ll enjoy breathtaking panoramic vistas—the perfect place to unwind and take in the coastal serenity. Resort-style living awaits at The Pointe, featuring a heated pool, spa, fitness rooms, clubhouse with full kitchen, outdoor grilling and picnic areas, herb garden, lighted tennis and pickleball courts, lush tropical landscaping, butterfly gardens, and your very own private island with BBQ, gazebo, and a front-row seat to observe The Pointe’s resident osprey nest. Seasonal social events, plus walk, bike, or drive to Turtle Beach with ample parking, Crescent Beach, Point of Rocks, and Siesta Key Beach. Free Siesta Breeze Trolley nearby. Easy walk, bike, drive, or trolly to local shopping, dining, entertainment, and recreational water activities. Seize the opportunity to own at this stunning waterfront sanctuary—schedule your private tour today and begin living the coastal lifestyle you've always dreamed of.

9393 Midnight Pass Road Unit 201, Sarasota

5963 Midnight Pass Road Unit 355, Sarasota
$650,000
2 Beds ⋅ 2 Baths ⋅ Palm Bay Club SubDv. ⋅ 34242 Zip Code
AVAILABLE NOW - UPDATED COASTAL RETREAT ON SIESTA KEY! Step into island living with this beautifully renovated 2-bedroom, 2-bath condo in the highly desirable Palm Bay Club – one of Siesta Key’s premier beach-to-bay resort communities. This stylish second-floor residence features a modern open-concept kitchen with granite countertops, updated tile flooring throughout, and coastal-chic furnishings that create a fresh, inviting ambiance. Enjoy tranquil views from your private balcony overlooking lush tropical courtyards, and take advantage of direct access to Sarasota Bay with day docks, a fishing pier, a heated bayside pool, and a large custom hot tub. Deeded beach access leads you to a private stretch of world-famous Siesta Key Beach, where you’ll find another heated pool, a brand-new fitness center, lighted tennis courts, and pickleball. Whether you're looking for a personal getaway or a high-performing rental property, this turnkey-furnished condo is rental-ready, with 3-day minimum stays allowed and on-site rental management available. Located in the heart of Siesta Key, you're just minutes from both the North and South Villages for shopping, dining, and entertainment. Don’t wait – this updated gem is move-in ready and available now! Schedule your private showing today.

5963 Midnight Pass Road Unit 355, Sarasota

114 Whispering Sands Drive Unit V21, Sarasota
$690,000
2 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code
A rare opportunity! This lovely, updated 2 bedroom/2 bath, 1,387 square foot detached villa nestled within the premiere GULF FRONT property of Whispering Sands offers both privacy and maintenance free living. Remodeled in 2006 and newly updated in 2025, this spacious residence features ceramic tile flooring, plantation shutters, and a bright open layout designed for effortless coastal living. The chef inspired kitchen showcases granite countertops, a generous island with pendant lighting, and abundant custom cabinetry—perfect for entertaining with ease. Elegant new paneled doors, recessed lighting, and updated baths with modern vanities and fixtures add a sophisticated touch. A cozy den with built-ins provides space for reading or work. Outdoors, your private fenced patio with tropical plantings invites relaxing afternoons, evening gatherings, or dining al fresco. A two car garage completes this exceptional property. Enjoy the resort lifestyle Whispering Sands is celebrated for—set on the sugar-white sands of your own private beach, with two heated pools - one beachside, one clubside, clubhouse with fitness room and catering kitchen (currently undergoing complete remodeling), shuffleboard, and beachside Tiki Hut, gas grills, and canoe/kayak storage. This villa is located on the side of the complex closest to the Gulf. Leave your car at home! This unit is also ideally located right around the corner from the colorful boutiques and myriad of dining options in Siesta Key Village. A Gulf front property and just a short walk to the Village, Whispering Sands' location on Siesta Key is unbeatable. Don't miss this exceptional opportunity!

114 Whispering Sands Drive Unit V21, Sarasota

5073 Higel Avenue, Sarasota
$1,075,000
3 Beds ⋅ 4 Baths ⋅ Sara Sands SubDv. ⋅ 34242 Zip Code
Now the lowest priced single-family home in Sara Sands, this is your opportunity to take this blank canvas and create your masterpiece. With canal frontage, a boat dock with a lift, heated pool & spa, a two-car garage, and solar panels this home offers a third of an acre at a prime location on Siesta Key. This home sustained storm damage during Hurricane Helene in September 2024 and has had appropriate mitigation completed. With a Spanish colonial inspired elevation, this home did not sustain damage to its curb appeal. On your approach, a circular paver driveway and charming front porch framed by natural wood elements and landscaping beds once plentiful with lush vegetation create stunning curb appeal. Step inside to a sprawling living space with a seamless flow from dining space through to the gorgeous kitchen. A beautiful fireplace once flanked by substantial built ins lends a warmth to the space while multiple sets of classic French doors allow for bright, Florida sunshine to flood the room. With a little help, the kitchen will be a chef’s dream again as the current layout features dual tone cabinets, attractive countertops and a show stopping island with seating for 5-6. With a wall of pantry cabinets, coffee bar and additional cocktail bar, there is no shortage of storage or possibilities! Each bedroom is exceptionally generous, but the primary suite is simply divine with a large footprint, dual walk-in closets and an ensuite bath will exude luxury in size and your chosen finishes. Step outside to your outdoor oasis featuring a paver pathway that connects multiple patios but ultimately leads you back to the stunning views of the canal. A golf cart ride, bike ride or leisurely walk will have you exploring the heart of Siesta Key’s village with eateries, shops, dessert shops and of course access to the beach with views of the sparkling waters of the Gulf. With some creativity and a bit of effort, this home be better than ever as your beautiful homestead for year round residency or seasonal Siesta Key dwelling!

5073 Higel Avenue, Sarasota

5600 Beach Way Drive Unit 304, Sarasota
$712,000
2 Beds ⋅ 2 Baths ⋅ Beachway Apts SubDv. ⋅ 34242 Zip Code
Top-Floor Gulf View Retreat Where Coastal Comfort Meets Modern Living This fully renovated, top-floor condo in the heart of Siesta Key offers panoramic Gulf views and a lifestyle of laid-back luxury with income potential. Featuring an open-concept layout with expanded sliders and raised ceilings, this 2-bed, 2-bath gem is designed for modern living and effortless entertaining. The updated kitchen showcases a large one-level island, granite countertops, stainless appliances, and custom wood cabinetry. Enjoy easy-care wood plank tile throughout (even the lanai), updated baths, crown molding, plantation shutters, and no popcorn ceilings. NEWER AC & HWH in 2021. Hurricane protection adds peace of mind. Relax on your lanai with southern exposure. No harsh west sun, just Gulf breezes and vibrant skies. Coveted covered parking is just outside the elevator. With one-month rentals allowed 12x/year, this fully furnished condo is ideal as a seasonal escape or an income-generating asset. Live the Siesta Key dream today.

5600 Beach Way Drive Unit 304, Sarasota

1080 W Peppertree Lane Unit 506A, Sarasota
$810,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
New Price – Exceptional Beachfront Living in the Heart of Siesta Key. Experience the essence of coastal luxury in this beautifully appointed 5th-floor residence with commanding views of Siesta Beach, the Gulf of Mexico, and golden sunset skies. Perfectly positioned within the highly desirable Peppertree Gulf-to-Bay community, this spacious two-bedroom, two-bath condominium offers a rare opportunity to own a slice of paradise. Timeless Spanish-inspired architecture sets the tone, with coffered beam ceilings, graceful arched doorways, and elegant finishes throughout. Walls of windows frame breathtaking Gulf views, flooding the open-concept living and dining spaces with natural light and coastal ambiance. The thoughtfully designed kitchen features custom wood cabinetry, gleaming granite countertops, stainless steel appliances, and a charming built-in breakfast nook—ideal for casual dining with a view. Retreat to the generous primary suite, complete with a walk-in closet and a luxurious en-suite bath featuring granite-topped vanities and custom cabinetry. A well-appointed guest bedroom and full bath with walk-in shower ensure comfort and privacy for visitors. Step onto the expansive, enclosed lanai—a multifunctional space that offers the perfect setting for entertaining, working remotely, or hosting overnight guests—all while enjoying spectacular beach and Gulf vistas. Sold fully furnished, this turnkey residence includes a large laundry room with abundant storage, a full-sized washer and dryer, a private parking space in the under-building garage, and a secure storage locker for all your beach essentials. Residents of Peppertree Bay enjoy an array of resort-style amenities including a private beach with lounge chairs, two heated swimming pools, fitness center, saunas, tennis and pickleball courts, barbecue grills, a fishing pier, and on-site management. Just a short stroll from Siesta Village's shops and dining, and a quick drive to Sarasota’s cultural attractions, this is coastal living at its finest. Whether you’re looking for a full-time residence, winter retreat, or investment with rental income potential, this exceptional beachfront property checks every box. Don’t miss your chance to own the Siesta Key lifestyle—where every day feels like a vacation.

1080 W Peppertree Lane Unit 506A, Sarasota

5250 Calle De Rio, Sarasota
$800,000
2 Beds ⋅ 2 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Just a short two-block stroll from Siesta Key's vibrant village, you'll find yourself surrounded by a delightful array of casual and fine dining restaurants, lively shops, and bars with nightly live music. Yet, this charming home is nestled in a peaceful, quiet neighborhood; offering the perfect blend of convenience and tranquility. Enjoy the best of both worlds with a short walk or bike ride to the renowned Siesta Key Beach, and directly across from the Canal, where you can add your own private dock and launch your boat, kayaks, or paddleboards. Glide out to the Intracoastal and experience the water from your own yard! This home is spacious and inviting, with plenty of updates to enhance its charm! Upstairs, you'll find 2 bedrooms and 2 baths, including a recently remodeled kitchen with bright shaker-style cabinets and sleek quartz countertops. Skylights and large windows allow abundant natural light to pour in, making the entire home feel airy and bright. Cozy up by the real wood-burning fireplace in the open living and dining area, where the space flows seamlessly to the outdoors. Step out onto the large composite wood deck with modern aluminum railings, where you can enjoy tree-top views of the yard and canal—perfect for entertaining or relaxing. Off the kitchen, a second porch offers a peaceful retreat to sip your morning coffee while enjoying the sounds of birds singing. Downstairs you'll find your laundry room with a new washer and dryer, a new tankless water heater, and a large storage room. The additional bonus room would make an ideal place for a gym, game room, or media center. The beautiful, low-maintenance epoxy flooring keeps the downstairs bright and inviting. The large corner lot offers plenty of room to create your dream backyard, with ample space for a pool if you choose. The yard is perfect for hosting BBQs, oyster roasts, and making memories with friends and family. There’s also an extra storage shed beneath the second-story deck, keeping your lawn equipment out of sight and neatly organized. A concrete patio underneath adds even more entertaining space. Experience the relaxed, resort-style living you’ve always dreamed of—right in the heart of Siesta Key. Every day feels like a vacation in this coastal gem!

5250 Calle De Rio, Sarasota

226 Garden Lane, Sarasota
$3,825,000
5 Beds ⋅ 6 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code
Introducing a stunning, move-in ready 2025 waterfront masterpiece tucked along a tranquil canal on a quiet street in the heart of Siesta Key - just minutes from the lively Village and the world-famous white-sand beaches that are consistently ranked among the very best.Designed for the ultimate coastal lifestyle, this elevated luxury residence blends modern craftsmanship with timeless elegance, offering both a serene retreat and an entertainer’s dream, all while providing unparalleled privacy and direct waterfront access. Spanning 4,009 square feet of impeccably designed air-conditioned living space, plus more than 2,000 additional square feet of versatile non-conforming area, this home is perfectly suited for every chapter of your life. With five spacious bedrooms, four full baths, two half baths, and a flexible bonus room, there is room for extended family, guests, or a home office. The rare six-car garage ensures plenty of storage for vehicles, golf carts, or recreational gear, while the additional non-conforming space can easily transform into a golf simulator lounge, private gym, wine cellar, or a state-of-the-art home theater - your imagination is the only limit. Outside, the property feels like your own private resort. Step into lushly landscaped surroundings designed for beauty and privacy, where the sound of palms swaying and water gently lapping the canal creates a calming backdrop. The resort-style pool invites endless afternoons of relaxation, while the outdoor kitchen makes al fresco dining and entertaining effortless. Multiple covered balconies provide shaded retreats for morning coffee or evening cocktails, and the expansive rooftop patio becomes your sanctuary for breathtaking panoramic views—watch the sun rise over the bay, then return for unforgettable Gulf sunsets that melt into the horizon. With a brand-new dock just steps away, boating enthusiasts will relish the quick access to Sarasota Bay and the Gulf of Mexico for fishing, cruising, or island hopping. Inside, every detail is elevated to luxury standards. The gourmet kitchen is a chef’s dream, featuring custom white cabinetry, gleaming quartz countertops, a six-burner professional range with dual ovens, and top-tier stainless appliances. Wide-plank hardwood flooring flows throughout the home, creating warmth and sophistication, while hurricane-rated impact windows and doors provide peace of mind during storm season. The master retreat is nothing short of indulgent, with dual walk-in closets, private balcony access, and a spa-inspired bath showcasing a freestanding soaking tub, a massive walk-in shower, and finishes that rival five-star resorts. Beyond the stunning features, what truly sets this property apart is the lifestyle it offers. Imagine walking to the prestigious Out-of-Door Academy or biking to Siesta Key Village for a lively evening of dining and music. Spend mornings strolling along the powdery sands of Siesta Beach, afternoons boating with friends, and evenings entertaining under the stars on your rooftop terrace. Whether you seek the perfect primary residence, a luxurious vacation retreat, or an investment in one of Sarasota’s most coveted waterfront locations, this home captures the essence of island living at its finest. Elevated design, hurricane-rated construction, world-class finishes, and an unbeatable location come together here to create the ultimate expression of the Siesta Key lifestyle.

226 Garden Lane, Sarasota

1141 Sun N Sea Drive, Sarasota
$1,160,000
4 Beds ⋅ 2 Baths ⋅ Sarasota By The Sea SubDv. ⋅ 34242 Zip Code
Exceptional Investment Opportunity Awaits! Just a two-minute stroll from the stunning white sands of Siesta Key Beach, Sun & Sea Island Hideaways presents a rare chance to own a fully remodeled, high-income-producing duplex in an ideal island setting. With zoning for short-term rentals, this incredible retreat offers remarkable flexibility: live in one unit while renting the other, or maximize your earnings by leasing both units to vacationers year-round. The property is fully furnished and has future bookings in place, ensuring immediate income potential. Nestled in the sought-after south end of Siesta Key, the property exudes tropical allure with interiors featuring updated terrazzo floors, chic furnishings, and modern upgrades, including new appliances, a new roof, and new AC units for both residences. Each 2-bedroom, 1-bathroom unit is thoughtfully designed for comfort, featuring bright, open living spaces that embody the essence of island living. A shared indoor laundry area adds convenience, while an outdoor shower provides the perfect way to conclude a beach day. The expansive, fully fenced backyard is a private oasis, with lush, low-maintenance landscaping, synthetic turf, and a sizable composite deck perfect for sunset gatherings, outdoor dining, or relaxation. A nearby community pool is accessible to owners and guests, and four designated parking spaces offer added convenience for owners and visitors. With a proven track record of strong rentals and high demand from vacationers, Sun & Sea Island Hideaways is more than just a home—it’s an investment in the ultimate island lifestyle. Whether you're seeking a profitable rental property or a private sanctuary with income potential, this Siesta Key treasure is ready to fulfill your island dreams.

1141 Sun N Sea Drive, Sarasota

5760 Midnight Pass Road Unit 404, Sarasota
$1,094,550
2 Beds ⋅ 2 Baths ⋅ Gulf N Bay SubDv. ⋅ 34242 Zip Code
Welcome to your dream fully furnished coastal retreat! This beautiful newly renovated 2-bedroom, 2-bathroom condo, complete with a versatile bonus room, is nestled in the exclusive Gulf and Bay Club on Siesta Key. The owners poured their hearts into renovating this home with sleek, modern furnishings, creating a space that feels both luxurious and inviting. Imagine unwinding on your screened-in lanai, soaking in stunning beach views and serene sunsets that make every evening special. With the convenience of an in-unit washer and dryer, plus a flexible bonus room perfect for your home office or personal sanctuary, this condo is designed for effortless living. As a resident, you’ll have access to multiple sparkling pools, a lively club room, tennis and pickleball courts, and a private beach along Siesta Key’s world-famous shoreline. This is more than a home—it’s your gateway to refined coastal living. Schedule a tour today and see why this gem is the perfect place to call your own!

5760 Midnight Pass Road Unit 404, Sarasota

4879 Commonwealth Drive, Sarasota
$2,150,000
4 Beds ⋅ 3 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
Own a Rare Piece of Sarasota's Architectural History on Siesta Key! Step into timeless design and architectural significance with this rare mid-century modern masterpiece, situated on a private double lot in the heart of Siesta Key. Originally crafted in 1957 by Frank Coleman and Tollen Twitchell, two influential figures in the Original Sarasota School of Architecture, this home seamlessly blends historical character with modern luxury. Boasting 2,500 square feet of light-filled living space, this 4-bedroom, 3-bathroom residence has been meticulously renovated while preserving its original architectural integrity. Clean lines, expansive impact windows, and an open floor plan define the home’s iconic style, inviting the outdoors in and creating a sense of calm sophistication throughout. Inside, the split floor plan provides distinct zones for privacy and connection. The primary suite is a sanctuary of its own, complete with private access to the outdoors, a luxurious bath featuring a freestanding soaking tub, and a marble-lined walk-in shower. On the opposite side of the home, three additional guest bedrooms provide comfort and style—including a junior suite with its own private bath, full marble detailing, and oversized picture window with views of the pool and deck area. High-end renovations include: New commercial-grade roof (30-year lifespan); High-impact windows and doors throughout the home; Durable wood-grain tile flooring; Quartz waterfall countertops & custom wood cabinetry in the kitchen; Floor to ceiling marble tile in all bathrooms; All new major appliances including HVAC, pool equipment and water heater; Spray foam insulation throughout the home for an extra layer of protection; and designer finishes and curated lighting throughout. Step outside to your personal paradise: a heated saltwater pool with screened enclosure, surrounded by lush tropical foliage for complete privacy and serenity. The home is ideally located just blocks from Roberts Bay and less than a mile from the award-winning crystal sands of Siesta Key Beach. A true retreat, the lushly landscaped double lot offers unmatched privacy and space—perfect for entertaining or simply relaxing beneath the tropical canopy. Whether you're a collector of architectural homes, a beach lover, or simply someone looking for the rare blend of heritage, location, and luxury, this one-of-a-kind property is your opportunity to own an iconic piece of Sarasota’s rich design legacy.

4879 Commonwealth Drive, Sarasota

8977 Midnight Pass Road Unit 224, Sarasota
$512,500
2 Beds ⋅ 2 Baths ⋅ Sunrise Cove SubDv. ⋅ 34242 Zip Code
Welcome to Your Slice of Paradise at Sunrise Cove. It starts with the light. From the moment you step into this rarely available second-floor end unit, you're greeted by an abundance of natural sunlight and sweeping views of the bay. With almost 1,400 square feet, this is one of the largest floorplans in the entire community. Inside, you'll find tile and luxury vinyl flooring throughout, an in-unit washer and dryer, and a layout that lives large, whether you’re relaxing or entertaining. Offered turnkey furnished, it’s ready for you to drop your bags and begin enjoying the laid-back luxury of life on Siesta Key. Start your morning with coffee overlooking the bay, then head across the street to Turtle Beach for a walk in the sand or a swim in the Gulf. If you're a boater, take advantage of available dock slips just steps from your door—ideal for quick access to Sarasota Bay and beyond. Prefer a paddle? There’s also a kayak launch ready for your next adventure. Back at Sunrise Cove, the recently renovated clubhouse offers a stylish space to gather, complete with fitness center and social areas. Take a dip in one of two heated pools, meet friends for a match on the tennis or pickleball courts, and end the day with dinner at nearby favorites like Ophelia’s on the Bay or Turtle’s Restaurant, both within walking distance. With a one-month minimum rental policy, Sunrise Cove provides a rare balance of income potential and residential charm. This is the kind of place that feels like vacation but lives like home.

8977 Midnight Pass Road Unit 224, Sarasota

5830 Midnight Pass Road Unit 101, Sarasota
$560,000
2 Beds ⋅ 2 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code
Beach living on Siesta Key. Discover the ultimate coastal retreat in this completely remodeled condominium, positioned along the pristine shores of Siesta Key. Jamaica Royale offers 300 feet of private white sandy beach on Siesta Key Beach with lush tropical grounds and this two-bedroom, two-bath residence has been completely renovated and is offered turnkey furnished, ready for immediate enjoyment. Go inside to find luxury vinyl floors and an open floor plan that seamlessly blends beach vacation with functionality. The kitchen is beautifully redone featuring stainless steel appliances, quartz countertops, shaker style cabinets with soft-close doors and drawers. The spacious primary suite is a private space with a stunning en suite primary bath. There is plenty of storage with extra deep double closets in both bedrooms. The additional bedroom provides ample comfort for your guests with two full beds. You will appreciate the convenience of your laundry closet, private patio and covered parking directly outside your door. This exceptional condominium offers a combination of beach fun, stylish comfort and unbeatable coastal living. Jamaica Royale is on a private lane that leads directly to the beach with no through traffic and no streets to cross ~ just go to the famed white sands of Siesta Key Beach. There are three pools and plenty of lounge chairs to enjoy the beach life. Enjoy quiet, beachfront seclusion where you can soak up the sun, cool off in the water and view the beautiful sunsets. You are steps to the beach where you can walk the white quartz sand that is soft underneath you while enjoying the tranquility of soft waves splashing, and beautiful turquoise waters. The drum circle is sure to entertain you some nights or just sit and watch a beautiful sunset. If you prefer, at any given time of the day, you can catch the shuttle which will transport you up and down Siesta Key to your favorite entertainment spot, dinner, and/or shopping.

5830 Midnight Pass Road Unit 101, Sarasota

8750 Midnight Pass Road Unit 202, Sarasota
$425,000
1 Beds ⋅ 1 Baths ⋅ Tortuga SubDv. ⋅ 34242 Zip Code
MOTIVATED SELLERS!!! Don’t miss this opportunity to enjoy the gentle sea breezes, world-renowned sunsets, and all that Siesta Key has to offer. This exceptional property at Tortuga is ready to become your slice of paradise! Purchase with ease knowing, ASSESSMENTS PAID IN FULL, Brand new roof, new boat docks, new HVAC! Welcome to Paradise at Tortuga on Siesta Key - Nestled on the tranquil southern tip of Siesta Key, Tortuga offers the perfect fusion of vibrant island living and serene coastal retreat. This sought-after community boasts stunning Gulf of Mexico vistas and easy access to the peaceful Bay, creating a haven for relaxation and recreation. From the moment you arrive, Tortuga impresses with its charming brick-paver streets, lush landscaping, and secure, private setting. Accessing your second-floor retreat is effortless with both elevator and stair options. Inside the home Elegance Meets Comfort - Step inside this beautifully upgraded residence and prepare to be wowed. Thoughtful enhancements include: Hurricane-impact windows and sliders for peace of mind Stylish wood-like tile flooring throughout Custom white cabinetry with built-ins and top-tier granite countertops Stainless steel appliances and an extended tiled backsplash Luxurious bathroom with dual shower heads, floor-to-ceiling tile, glass slider, and built-in seating A converted patio into a bright and inviting sitting room Guests will appreciate the sofa with a queen sleeper, and the spacious utility room offers flexible storage options or an owner’s closet for those renting seasonally. Tastefully furnished and ready for your personal touch, this home is move-in ready. Resort-Style Amenities Tortuga goes beyond the typical with amenities on both the Gulf and Bay sides: Brand New Bay-side boat dock (available for a small annual fee) and fishing pier Pickleball and tennis courts Heated indoor/outdoor pool with whirlpool jets and saunas Clubhouse, lending library, and gas grills Designated underground parking with storage cabinets Conveniently located across from dining options and just a trolley (this ride now will bring you to downtown Sarasota!) or Frog Hop ride to The Villages, Tortuga offers the ultimate in island living. Onsite maintenance, water, trash, basic cable, and internet are included for hassle-free ownership. Your Coastal Oasis Awaits!

8750 Midnight Pass Road Unit 202, Sarasota

9247 Blind Pass Road, Sarasota
$2,400,000
Siesta Beach SubDv. ⋅ 34242 Zip Code
Live the Dream: Where Your Private Beach Meets Your Private Marina Imagine a lifestyle defined by breathtaking sunsets over the Gulf of America, enjoyed from your own 180-foot private beach. Now, imagine strolling through your backyard, where your boat awaits in a protected, deep-water channel that opens into Little Sarasota Bay, through Midnight Pass and out to the Gulf of America in less than five minutes.! This is the reality offered by a .6-acre estate lot on the tranquil southern tip of Siesta Key, now on the market for the first time. This irregularly shaped parcel is one of the few properties on the island that seamlessly blends the serenity of a private Gulf-front retreat with the convenience of immediate Intracoastal access. With the celebrated reopening of Midnight Pass, the vast, blue waters of the Gulf are a mere five-minute boat ride from your dock. The groundwork for your dream home has already been laid. An in-depth engineering and geotechnical study has been conducted, ensuring this pristine land is ready for construction. This is more than a parcel of land; it is the foundation for a life of unparalleled coastal luxury. Seize this rare opportunity to own an exclusive piece of island paradise, creating a promising legacy for tomorrow.

9247 Blind Pass Road, Sarasota

Solymar Drive, Sarasota
$2,000,000
Siesta Rev SubDv. ⋅ 34242 Zip Code
CAN BE SOLD WITH MLS NUMBER: A4641964. A truly once-in-a-lifetime opportunity, this pristine Gulf-front parcel with naturally white sand along the breathtaking shores of Siesta Key’s exclusive northern tip. As one of the last remaining buildable Gulf-front lots on the island, this expansive property presents an unparalleled canvas to create a custom waterfront estate or an exceptional investment in luxury real estate. Positioned in one of Florida’s most coveted coastal enclaves, this direct beachfront lot provides a rare combination of privacy, prestige, and proximity. A short ride leads to the vibrant Siesta Beach and Village, yet the setting remains peacefully secluded, offering an idyllic retreat for those seeking both tranquility and convenience. Endless Possibilities on the Gulf! Creative Seller Financing Available! Consistently ranked among the world’s top beaches, Siesta Key is celebrated for its powdery sand, crystal-clear waters, and vibrant island culture. This exclusive Gulf-front property not only offers a rare chance to own a piece of this world-renowned paradise but also represents a sound long-term investment in one of Florida’s most sought-after luxury markets. Whether you seek to build a personal beachfront sanctuary or develop a estate that defines Gulf-front luxury, this extraordinary Siesta Key lot provides the perfect foundation for an unparalleled coastal lifestyle. Opportunities of this caliber are exceedingly rare—seize the chance to craft your dream on one of the most spectacular stretches of beachfront in the United States.

Solymar Drive, Sarasota

5911 Midnight Pass Road Unit 504, Sarasota
$599,000
2 Beds ⋅ 2 Baths ⋅ Boca Siesta SubDv. ⋅ 34242 Zip Code
PRICED TO SELL! Reduced Seller Motivated. Seize the opportunity to own a stunning slice of paradise located in the heart of Siesta Key, surrounded by flourishing trees and a tranquil boat basin. This well maintained fifth floor condo features two bedrooms/two bathrooms, offering breathtaking views of Little Sarasota Bay and the Intracoastal waterway. The kitchen and guest bedroom have partial Gulf views. Have your morning coffee on the screened lanai while observing the boats pass by. The condo features hurricane impact glass windows that provide strong protection against storms and high winds. The sliding hurricane shutters on the lanai is a practical solution making it easy to shield the outdoor area quickly when needed. The front entry door has also been recently updated. The guest bedroom's Murphy bed is a smart space-saving solution, allowing for versatile use of the room, complemented by built in book shelves. The custom bamboo closet systems enhance storage in every closet throughout the condo. The building is secure with keyless entry and video cameras. The marina was completely dredged in 2017 including the restoration of a new sea wall and boat slips. Enhancing the overall beauty and functionality of the marina, alongside the lovely landscaping with mature trees. Amenities are perfect for both relaxation and active living, with optional tennis court or pickleball play. The spacious clubhouse ideal for gatherings features a screened porch, fitness center and a full-size kitchen. Great for celebrations or meetings. The pools location by the Intracoastal Waterway adds a scenic touch, and having beach access across the street is a convenient perk. Enjoy a day on the Bay and launch your own kayak or paddle board from the community boat basin. Kayak & paddle board storage provided underneath the clubhouse. On site Maintenance Manager available Monday - Friday. Siesta Key is recognized as the #1 BEACH in the USA. Known for it's quartz sand and clear waters. Shop and dine at Siesta Key Village. The Breeze trolley is available on Midnight Pass Road and stops are designated where signs are posted in front of the complex. The Sunday drum circle at sundown at the public beach adds a unique cultural experience. The combination of comfort and relaxation makes this property an excellent choice for those who want to fully embrace coastal living. Siesta Key offers a blend of leisure and community that is truly special.

5911 Midnight Pass Road Unit 504, Sarasota

9393 Midnight Pass Road Unit 503, Sarasota
$375,000
1 Beds ⋅ 1 Baths ⋅ Pointe On Midnight Pass SubDv. ⋅ 34242 Zip Code
Price Reduction! Beautifully renovated and turn key furnished with incredible views. Live the island life. Ready for immediate occupancy. The Pointe is surrounded by water on three sides allowing for stunning views of the bay and the gulf. Midnight Pass connecting the Gulf to the Bay, just south of The Pointe, has reopened as the result of the recent storms. This is great for estuaries, marine life, boating, and real estate values! The perfect place to watch a sunrise or a sunset and soak in the beauty of Neville Preserve and Little Sarasota Bay! This beautiful turn-key furnished 5th floor 1 bedroom, 1 bath unit has been fully remodeled, creating the ultimate retreat. The stunning kitchen features quartz countertops, beautiful cabinetry, stainless steel appliances, a breakfast bar and views of the ocean. The open floor plan creates a light and bright space that flows through to the large lanai with floor to ceiling sliders that stretch the back of the unit. The master suite was beautifully updated with a large walk-in closet, quartz countertops, dual sink, plenty of cabinets and storage, and a walk-in shower. The unit includes a washer/dryer in a closeted utility room off the lanai and a ground level storage unit which provides coveted space for beach and golf gear. An assigned covered parking space is conveniently located. A gated community, The Pointe is beautifully landscaped and features every amenity: a heated pool and spa, lighted tennis and pickle ball courts, private boat docks, kayak and paddleboard racks and launch, exercise rooms, men's and women's saunas, club house, a private island with gazebo and grills, and on site management and maintenance. This five plus acre property is conveniently located just a few minutes walk from Turtle Beach and three restaurants. Come live at the less traveled, more tranquil end of the Key and enjoy the walking and bike paths under tree-lined Midnight Pass Road. Boat docks are available!!

9393 Midnight Pass Road Unit 503, Sarasota

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