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$4,690,000
3 Beds ⋅ 3 Baths ⋅ Ten35 Seaside SubDv. ⋅ 34242 Zip Code
Experience elevated coastal living at Ten35 Seaside, where modern design meets the world-famous shores of Siesta Key. Residence 501, the largest floor plan in the building, offers over 2,600 square feet of contemporary elegance with three bedrooms, three bathrooms, and an impressive 758-square-foot wraparound balcony capturing sweeping Gulf and sunset views. Inside, the residence blends style and quality with a gourmet kitchen featuring solid-wood cabinetry, Wolf and Sub-Zero appliances, an induction cooktop, and a wine refrigerator. SONOS surround sound is thoughtfully integrated throughout the home, enhancing everyday living and entertaining. Additional high-end features include floor-to-ceiling hurricane-impact glass, solid-core doors, Lutron electric shades, sound-limiting windows, high-efficiency systems, and stained tongue-and-groove cypress ceilings on the terraces. The residence also comes with one of the building’s 11 private storage lockers—a rare and valuable convenience—along with two covered parking spaces. Ten35 Seaside enhances beachfront living with resort-style amenities including a Gulf-front pool and spa, fire pit, fitness center, BBQ grilling area, beachside loungers and umbrellas, kayaks, paddleboards, and concierge-arranged water activities. Onsite management, concierge services, and an in-house rental program provide added flexibility and peace of mind, making ownership effortless whether you're home or away. In 2025 alone, this residence generated over $250,000 in rental income—an exceptional opportunity for those seeking both luxury living and strong investment performance. Residence 501 is a refined, modern retreat where incredible views, exceptional design, and full-service convenience come together effortlessly. Discover the ultimate coastal lifestyle on Siesta Key at Ten35 Seaside.

1035 Seaside Drive Unit 501, Sarasota
$2,600,000
5 Beds ⋅ 6 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Welcome to your dream coastal retreat—where luxury meets relaxation—just 3 blocks from the award-winning Siesta Key Beach. This custom-built all block elevated home is crafted for those who crave the ultimate Florida lifestyle. Perfect for a full-time resident or a part-time snowbird. A stunning 5-bedroom, 4 full baths, with 2 powder rooms affords unmatched elegance. Step into your backyard oasis featuring a saltwater pool, hot tub, screened lanai, and an open patio, perfect for entertaining or unwinding after a day at the beach. With wide water views, a private kayak launch, and a 10,000-lb boat lift, you’ll have seamless access to the intracoastal, Sarasota Bay and Gulf of Mexico, right from your backyard. The heart of the home is a chef’s dream, featuring solid wood cabinets, Wolf and Sub-Zero appliances, and quartz countertops. The reverse-osmosis water system and whole-house soft-water conditioner elevate the whole home water experience. With two laundry rooms, two new tankless water heaters, two A/C units, and an oversized 2-car garage, this home is designed for comfort and efficiency. From quartz countertops in the bathrooms to premium finishes throughout, no detail is overlooked. Located in a quiet tree lined neighborhood, with new homes being sold at $4 to $5 million, and a beach access at the end of the street, and less than a mile to the vibrant Siesta Key Village for dining, shopping, and entertainment. Practicality matches the luxury: this newer home’s base elevation is above 10 ft which allow for low insurance premiums. This home is equipped with hurricane rated impact glass windows and sliders throughout the home. This Siesta Key gem blends coastal charm with modern amenities—whether you’re kayaking or boating from your backyard, hosting friends’ poolside, or strolling to the village for a night out, this home delivers the Florida lifestyle you’ve been dreaming of. Schedule your private tour today and make this piece of paradise your own!

5246 Avenida Del Mare, Sarasota
$2,625,000
4 Beds ⋅ 5 Baths ⋅ Siesta Cove Sub SubDv. ⋅ 34242 Zip Code
No Hurricane or Flood Damage. A coastal modern oasis in Siesta Cove, Siesta Key’s premier neighborhood, highlights 80 feet of waterfront with convenient boat access to Gulf and Bay, with newer seawall, boat dockage, and an extraordinary pool that invites you to enjoy Siesta Key’s relaxed lifestyle. Breathtaking Sarasota Bay vistas along the many peaceful panoramic patio terraces provide endless views of nature. On the main floor, a generous kitchen with gas cooktop island opens into the zen fireplace family room and spacious dining room with soaring ceilings and teeming with nature-filled impact windows. Quartz countertops, sleek wood cabinets, and stainless steel appliances for chefs join the jaw-dropping wall of extensive kitchen windows. Additionally, a powder room and spacious guest bedroom complete with en suite bathroom are located on the main level. Enjoy the top level primary suite, with loft office, secondary laundry room, third large bedroom and en suite bathroom. The lower level features a family room, fourth bedroom, additional laundry room, and a 2 car garage. This modern coastal retreat boasts energy efficient solar panels and is just a short bike ride away from world class Siesta Beach and the Village. Paradise awaits.

5236 Siesta Cove Drive, Sarasota
$520,000
2 Beds ⋅ 2 Baths ⋅ Polynesian Gardens SubDv. ⋅ 34242 Zip Code
FULLY renovated and appointed, in 2025, villa. Offered turnkey furnished, ready to use or rent for the season! The Polynesian Gardens community is well located on Siesta Key's south end; Walking distance to shopping, dining, nightlife of Captain Curt's corner, coffee and ice cream shops, grocery store, public beach access, boat rentals, and all things Siesta Key! Grab a golf cart or Free Trolly to the village for additional adventures, relax by the community pool or look for manatee and dolphins on the community dock overlooking the Intracoastal Waterway. This charming 2 bed 2 bath villa, with 2 patio's, an outdoor shower for post beach sand removal, offers the perfect beach lifestyle, living like a home with the convenience of a lock and go, low maintenance villa. Come relax, enjoy the beauty of SK!! Some personal items and artwork do not convey

1140 S Moonmist Court Unit M5, Sarasota
$630,000
2 Beds ⋅ 2 Baths ⋅ Turtle Bay SubDv. ⋅ 34242 Zip Code
SDEO

8735 Midnight Pass Road Unit 404B, Sarasota
$570,000
2 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code
PRICE IMPROVEMENT!! Step into relaxed coastal living at the premiere GULF FRONT property of Whispering Sands on world famous Siesta Key! This lovely, immaculately maintained 2 bed/2 bath, 2nd floor retreat instantly embraces you with its soft, soothing, aqua hues and comfortable, inviting layout. One of the best features of this unit is its spectacular 34’ screened and glassed lanai running the entire length of the unit, offering RARE WATER VIEWS of both the sparkling clubhouse pool and shimmering lagoon, with a peekaboo view of the Gulf! Framed by graceful palms and gentle Gulf breezes, your lanai is perfect for enjoying peaceful morning coffee or sunset cocktails. The updated kitchen features granite counters, stainless Whirlpool appliances, and crisp subway tile backsplash. SELECTED LIVING & DINING ROOM FURNISHINGS ARE BEING OFFERED with this unit including an entertainment center with remote controlled electric fireplace. The spacious primary bedroom includes a walk-in closet and ensuite bath with glassed shower. Equally spacious, the guest bedroom is large enough to hold 2 queen beds. When you’re not gazing from your lanai, take the elevator down one floor for a swim in the pool or an invigorating workout in the clubhouse right next door! The clubhouse is currently undergoing complete remodeling and will include fitness rooms, a full catering kitchen, large screen TV, and an elegant, comfortable space for social events or private entertaining. This unit also comes with an assigned storage locker for all of your beach essentials. The common laundry room just steps from this unit features 2 sets of W/Ds, enabling you to complete your laundry in half the time so you can spend more time outdoors enjoying the Florida lifestyle! Ideally located right next to the colorful boutiques & restaurants of Siesta Key Village, Whispering Sands is an exceptional 55+ Gulf front community offering 800' of PRIVATE beach, two heated pools, clubhouse, new beachside Tiki Hut, gas grills, shuffleboard, & canoe/kayak storage. Experience the perfect blend of tranquility, community, and coastal charm. Your island retreat awaits!

199 Whispering Sands Drive Unit 201, Sarasota
$2,050,000
3 Beds ⋅ 3 Baths ⋅ Siestas Bayside Waterside SubDv. ⋅ 34242 Zip Code
ELEGANT SIESTA KEY WATERFRONT RETREAT - Welcome to a truly distinguished canal-front residence, where timeless design meets the effortless beauty of waterfront living. Set beneath majestic oaks and tropical landscaping, the canopied circular paver driveway greets you. This exquisite pool home offers privacy, sophistication and an extraordinary outdoor lifestyle. An avid boater's dream with 110 feet of water frontage, a 16K LB. boat lift and a double jet-ski lift. Light and bright, neutral colors and tile flooring flow throughout the home. The main living areas include a large great room surrounded by windows and flooded with natural light which frame peaceful tropical water views and the outdoor living area. Separate living room, den or game room and formal dining room offer an open layout and flexible floorplan which allows you to personalize your living space for your lifestyle. Fabulous cook's kitchen is open to great room and nicely updated with solid wood cabinetry, stone countertops and backsplash, stainless appliances with gas range, large wine cooler and pantry. Custom butler's pantry added for convenience and large laundry room with storage cabinets galore. The owner's retreat is spacious and serene, offering tropical views of the pool and waterfront along with private lanai access. It features a generous walk-in closet and a beautifully updated bath with sleek stone countertops, dual sinks and a tranquil walk-in shower illuminated by soft, filtered light through the glass block windows. Two private guest en suites are thoughtfully positioned in separate wings, each offering its own beautifully updated bath. Relax and sip a cool drink on your sunny lanai and observe manatees or fish right off your own dock. Watch fish at night with new underwater snook light. Enjoy gorgeous pool area with wide intersecting canal views and remote controlled fire pit and tiki torches, wonderful for entertaining friends and family. Coastal living at its best! A quick 7-minute access to the intercoastal waterway and Roberts Bay. Just a short bike ride to world-famous Siesta Key Beach and The Village. Enjoy swimming, boating, fishing, kayaking, fine dining and all the comforts of living in paradise. Newer top of the line sea wall with cap and 5x50 foot dock complete with water and electric. Appreciate the safety and security that a Generac whole house generator and hurricane windows, doors and garage door offer. Too many upgrades to list including: Custom interior window shutters, newer breaker box panel, well system for irrigation, new pool heater and pool pumps, outdoor fridge, ice maker, storage shed, 2 under the counter ice makers, no grass (maintenance free) landscape, utility sink and cabinetry in garage. The perfect property for year-round living, a second home or investment as an Island getaway. Truly a unique home that lives well with a great vibe! Nestled on a private cul-de-sac street experiencing significant luxury redevelopment! A rare opportunity and great value for the most discriminating buyer seeking the ultimate Florida lifestyle.

518 Venice Lane, Sarasota
$4,700,000
4 Beds ⋅ 5 Baths ⋅ Bay Island Shores SubDv. ⋅ 34242 Zip Code
Welcome to Casa Della Fontana — The Fountain House. Nestled on the tranquil north end of Siesta Key, this gated waterfront estate is a blend of seaside serenity, architectural distinction, and lifestyle luxury. Perched on a deep, sailboat-accessible bayou that connects to the Intracoastal Waterway, the almost half acre lot provides generous room for outdoor living, boat docking, and privacy. Built by Magnum Builders, this residence was recently transformed through a multi-year, high-end renovation to blend modern amenities with timeless character. The home is engineered with concrete footings, steel pilings, and reinforced concrete/rebar, designed for storm resilience. A Spanish barrel tile roof (2024), hurricane-rated garage doors and a whole-house generator round out the safety and durability features. This residence spans 6,827? square feet of air-conditioned living space offering 4 bedrooms, 4 full baths, and 1 half bath. At the heart of the home is the great room, soaring to 20-foot ceilings, commanding sweeping water views, and anchored by a two-story library wall. A gallery and loft overlook the formal dining space, and elegant iron railings and hand-hewn wood trestles bring an artisanal, Old World feel. A hidden wood-paneled staircase adds a dramatic, secretive touch. The gourmet kitchen is outfitted with Wolf, Sub-Zero, and Miele appliances, quartzite countertops, a coffered ceiling, a waterfront breakfast nook, and a walk-in pantry. Hand-hewn beams extend throughout the kitchen and lanai, harmonizing the interior and exterior aesthetic. The primary suite is a sanctuary: two private balconies, dual bathrooms, a central walk-in shower with dual entry, and twin walk-in closets. The guest wing, with three bedrooms and three baths, provides privacy and independent access to the driveway. Additional interior amenities include a media/game room, office/library, elevator, high ceilings, built-in features, central vacuum, and smart home automation. Designed for entertaining and coastal living, the property features a heated/in-ground gunite pool with spa, a sizable lanai with kitchen and multiple alfresco seating areas. For boating enthusiasts, the dock features three lifts and docking for large vessels. Living here means effortless access to both island leisure and Sarasota urban life. You’re just minutes from Siesta Beach’s famed white sand, Siesta Key Village’s shops and restaurants, and the art, culture, dining, and amenities of downtown Sarasota. The home’s deep-water location makes boat outings to the Gulf a delight. Casa Della Fontana is more than a house — it’s a waterfront masterpiece built for those who demand beauty, durability, and lifestyle in equal measure. With its structural reinforcements, state-of-the-art systems, and sophisticated design, it offers both peace of mind and the romance of island water front living.

749 Freeling Drive, Sarasota
$1,050,000
2 Beds ⋅ 2 Baths ⋅ Siesta Dunes Beach SubDv. ⋅ 34242 Zip Code
Lovely Condo in Siesta Dunes

6208 Midnight Pass Road Unit 202, Sarasota
$575,000
2 Beds ⋅ 1 Baths ⋅ Casa Blanca Villas SubDv. ⋅ 34242 Zip Code
Tucked within the Gulf-front Casa Blanca community on Siesta Key, this thoughtfully restored villa offers an effortless blend of comfort and coastal style just steps from the white sand beaches and crystal clear waters that make Siesta world famous. From the moment you enter, the open living space feels welcoming and well-balanced, designed for easy everyday living and relaxed entertaining. The remodeled kitchen serves as the heart of the home, featuring modern finishes that connect naturally to the dining and living areas, which have also recently been revamped with updated flooring and fresh interior paint, creating a clean and inviting atmosphere throughout. From the main living area, sliding glass doors lead to a spacious lanai that extends the home outdoors, offering a private setting to relax, entertain, or enjoy the island air. The bedrooms are thoughtfully positioned to provide comfort and privacy, enhanced by new carpeting that adds warmth and a fresh feel, making the layout well-suited for full-time living or seasonal stays for up to six guests. Casa Blanca is a gated community known for its beautifully maintained grounds, peaceful atmosphere, and inviting pool area designed for relaxed coastal living. With convenient access to Siesta Village dining and entertainment via the public Breeze trolley or tips-only shuttle service, this property offers both lifestyle and flexibility. Whether you are seeking a long-term rental investment with in-house management, a seasonal retreat, or a personal island residence, this villa presents a compelling opportunity in one of Siesta Key’s most sought-after communities. *A 1% RATE BUY-DOWN IS AVAILABLE TO QUALIFIED BUYERS WHO WORK WITH THE SELLER'S PREFERRED LENDER.*

6154 Midnight Pass Road Unit 10 D, Sarasota
$495,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
Just steps—less than 70 to be exact—from the crystal sands of world-famous Siesta Key Beach, this beautifully maintained 2-bedroom, 1 1/2 bath condo with a pond view, offers the ultimate island lifestyle. Move-in ready and offered fully turnkey, it’s perfect as a vacation getaway, income-producing property, or both—just bring your suitcase and start enjoying coastal living. Inside, you’ll find a bright and comfortable layout complete with an in-unit laundry for added convenience. The condo is ideally located just steps from the community fitness center, sparkling pool, clubhouse, and popular pickleball and tennis courts, making it easy to enjoy resort-style amenities every day. Hop on the Frog Hop and head to Siesta Key Village to explore vibrant nightlife, top-rated restaurants, boutique shopping, and live entertainment—all without the hassle of parking. Whether you’re looking for relaxation, recreation, or rental potential, this Siesta Key gem checks every box.

1036 W Peppertree Lane Unit 113B, Sarasota
$1,850,000
4 Beds ⋅ 3 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code
MOTIVATED SELLER!!Located in the highly sought-after Siesta Key area with convenient access to Shell Beach, this beautifully constructed 4-bedroom, 3-bath home was built in 2016. The residence features concrete block construction on the first floor, a framed second floor with durable synthetic siding, IMPACT WINDOWS AND DOORS, a METAL ROOF, and stained tongue-and-groove soffits. Interior highlights include tile flooring, Shiloh cabinetry, quartz countertops, Thermador appliances, crown molding, and oversized baseboards. The spacious primary suite offers a tray ceiling, dual walk-in closets, and a luxurious bath with double vanities and a Jacuzzi tub. A WHOLE HOUSE WATER FILTRATION SYSTEM WITH ULTRAVIOLET LIGHT adds to the home’s modern comforts. Outdoor living shines with a screened lanai encompassing the porch, pool, and spa, plus a fully equipped outdoor kitchen—perfect for entertaining. Lush tropical landscaping, including lemon, avacado, banana and mango tree provides privacy and a serene setting. During hurricanes, there was no water intrusion into the living areas of the home. A limited amount of water entered the garage with no resulting damage, and pool equipment has been raised to provide additional protection. Offered fully furnished (with exclusions) and equipped with a WHOLE HOUSE GENERATOR, this home combines quality construction, thoughtful upgrades, and refined coastal living—an ideal retreat in one of Siesta Key’s most desirable locations.

3919 Roberts Point Road, Sarasota
$425,000
1 Beds ⋅ 1 Baths ⋅ Tortuga SubDv. ⋅ 34242 Zip Code
Siesta Key dream condo located directly on the Gulf of Mexico, offering deeded beach access and boat slip availability on the Intracoastal Waterway just across the street. This inviting one-bedroom residence features quartzite countertops in both the kitchen and bath, along with a new kitchen backsplash that adds a fresh coastal feel. A highly desirable in-unit washer and dryer—an upgrade not found in all units—provides added convenience. Residents enjoy a wide range of resort-style amenities, including a heated indoor/outdoor pool, sauna, tennis and pickleball courts, shuffleboard, and a fishing pier. The community has recently completed major improvements, including a new roof, freshly painted buildings, and a refreshed pool, with all assessments fully paid. The updated clubhouse features a full kitchen and dining area and may be reserved for private gatherings. Impact-resistant windows and doors offer peace of mind, and beautiful Mexican tile throughout means no carpet. The unit is being sold turnkey furnished, excluding select personal items, and offers ample storage along with an assigned covered parking space and plenty of guest parking. Located just one floor up, access is easy via elevator or stairs, placing you moments from the world-famous quartz sands of South Siesta Key. Enjoy a trolley ride to Siesta Key Village or a bike ride to charming shops and restaurants. Conveniently located near cultural attractions and Sarasota International Airport. Rentals are permitted with a one-month minimum, up to three times per year. No pets allowed. Relax and enjoy the effortless coastal lifestyle this private Siesta Key retreat offers.

8750 Midnight Pass Road Unit 102, Sarasota
$1,125,000
2 Beds ⋅ 2 Baths ⋅ Midnight Cove Ph 1 & 2 SubDv. ⋅ 34242 Zip Code
Experience effortless beachfront living from this turnkey-furnished, second-floor condominium with elevator access and sweeping views of the turquoise waters of the Gulf of Mexico and the newly updated pool area. Enjoy morning coffee to the sound of the surf and spectacular sunsets with uninterrupted shoreline views. BEST OF ALL - THIS UNIT SUSTAINED NO HURRICANE DAMAGE! Located at Midnight Cove, a highly sought-after gulf-to-bay community on Crescent Beach, this spacious 2-bedroom, 2-bath residence offers a welcoming coastal-style foyer and an open, updated kitchen with solid surface counters, closet pantry and a breakfast bar with seating for four. The living and dining areas open to a screened lanai featuring chaise lounges, a dining table, and bar counter—perfect for relaxed indoor-outdoor living. The primary suite includes a large walk-in closet and an updated ensuite bath with new cabinetry, countertops, fixtures, and a glass-enclosed shower. A separate in-unit laundry room provides added storage, while the guest bedroom and second bath comfortably accommodate family and friends. Designed for low-maintenance living, Midnight Cove offers resort-style amenities including two pools, private beach access, tennis courts, boat dockage, fitness room, barbecue areas, and gated entry. An onsite, professionally managed rental office makes ownership effortless, with many repeat guests and strong rental demand. Ideally located just minutes from Siesta Key Village’s shops and dining, and within easy reach of Sarasota-Bradenton International Airport and Tampa International Airport, this property is perfect as a primary residence, vacation home, or income-producing investment. Extensive rental history available. Ideal for a 1031 exchange.

6342 Midnight Pass Road Unit 423, Sarasota
$650,000
2 Beds ⋅ 2 Baths ⋅ Sea Village SubDv. ⋅ 34242 Zip Code
FULL GULF & SUNSET VIEWS---You will be WOWED by this TURNKEY FURNISHED Siesta Key residence, just moments to the "baby powder" quartz white sands of TOP RATED Siesta Key Beach....This Well-Appointed, Spacious & Pet Friendly Two Bedroom/2 Bath condo has many desired UPDATES: Impact Windows/Sliders; Vinyl Plank Flooring Throughout; Custom Millwork& Plantation Shutters; HVAC & Hot Water Tank replaced 2021; In Unit Washer/Dryer; and a Large Kitchen with solid wood cabinetry; stainless appliances; wine cooler & Generous amounts of Counter Space & Storage!...You will ENJOY your morning coffee Dolphin Watching and your evening cocktails soaking in the Amazing Colors of Sunset over the Gulf...Sea Village is a boutique community that is conveniently located to the dining/shopping/nightlife of the Main Village, features (2) gulfside Pools; fishing pier; Bike Storage & additional Storage Lockers....Perfect as Investment; Vacation or Year-Round Residence.

4660 Ocean Boulevard Unit E2, Sarasota
$360,000
1 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code
$20,000 PRICE IMPROVEMENT!!! Relax in Paradise for under $400,000! MOTIVATED SELLER!!! Stunning, Oversized One Bedroom Waterfront condo with 2 full Bathrooms in the highly sought after Siesta Harbor community on Siesta Key! Whether you enjoy the sunrise over your morning coffee or work from your glass-enclosed lanai, enjoy beautiful views of the canal and Intracoastal Waterway, where you watch for dolphin while the Mullet jump in the canal! This immaculately maintained 1 Bedroom, 2 Bath condo is ready to rent or make it your own! The entire condo is well done, plus the Kitchen and both bathrooms were recently remodeled, including granite countertops and a new Air Conditioner just installed September 2024. Turn-key Furnished with impeccable taste, You’ll feel right at home. Impact windows in the kitchen, bedroom, living room and both bathrooms. Great view from every room. Guests have their own bathroom and the couch has the added benefit of a Queen pull-out bed. Direct MOTIVATED SELLER! Gorgeous oversized One Bedroom, Two Full Bath Beach condo Turn Key Furnished. Beach access across the street, where you can walk the beach each morning and watch the sunset each evening. Great location in Siesta Harbor and the closest building to the heated pool, outdoor spa & shower, indoor sauna, fitness room, shuffleboard court, renovated clubhouse with full kitchen, outstanding library and outdoor barbecue area with Grills. Siesta Harbor has its own canal, is steps to Direct Beach access across the street through Crescent Arms and is on the main waterway of the Intracoastal Waterway! Boating community with boat slips on our canal - check with the office for availability! Dock/fishing pier with seating on the ICW to watch the boats go by then Cross the street to the sunset! Walk to restaurants and shops, only minutes away. The Trolley stops in front of our complex to take you to the Public Beach or Siesta Key Village. Wonderful socially active Clubhouse with kitchen, barbecue, shuffleboard court, Fishing Pier, Spa, Fitness Room and Heated Pool! 55+ Community. EASY ON AND OFF THE KEY, You Deserve Paradise!!!

1250 N Portofino Drive Unit 305MAR, Sarasota
$960,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
Sold data only. Beach front. First floor. updated. private beach access, tennis/pickleball, fitness center, 2 pools, 2 clubhouses, fishing dock, gulf to bay community. Laundry inside unit. Designated parking spot.

1011 W Peppertree Drive Unit 114, Sarasota
$718,000
2 Beds ⋅ 2 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code
RARE SIESTA KEY INVESTMENT OPPORTUNITY — just one street back from the water and a 2-minute walk to the beach. This single-family 2BR/2BA rehab property sits on an OVERSIZED .28 ACRE LOT spanning over two different lots on a private dead-end street with only three homes, surrounded by dense, mature vegetation—an exceptionally rare combination of privacy, size, and location. The home has been fully gutted and is being sold AS-IS, creating a true blank slate for investors, builders, or end users seeking to add value. Hurricane damage has been remediated, and the property is ready for redevelopment or renovation. Existing structure offers an open-concept layout with two expansive common areas, ideal for reconfiguration or high-end finishes. Terrazzo floors throughout most rooms may be restored to their original shine, preserving classic Florida character. Outdoor features include a pergola-covered back porch, ample yard space, and a private irrigation well, while still serviced by city water. Opportunities like this—walkable to the beach, oversized lot, ultra-low traffic street, and significant upside—are increasingly rare on Siesta Key. Ideal for flip, rebuild, or long-term hold in one of Florida’s most desirable coastal markets.

129 Pierson Lane, Sarasota
$1,275,000
2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code
Poised above the world-famous quartz sands of Siesta Key, this penthouse-level residence delivers a front-row seat to the Gulf of Mexico—where breathtaking beach views, refined modern design, and resort-style living come together in one extraordinary coastal retreat. Welcome to 5750 Midnight Pass Road, Unit #704, a top-floor, move-in-ready condominium located within the prestigious Gulf & Bay Club. From the moment you enter, sweeping Gulf and shoreline vistas draw you through the open living space and out to the private balcony—an idyllic setting for morning coffee, sunset cocktails, and endless coastal breezes. The interior has been thoughtfully and completely remodeled to reflect today’s most sought-after contemporary coastal aesthetic. Sleek Durastone porcelain tile flooring, solid core doors, plantation shutters, and crisp architectural lines create a polished, sophisticated atmosphere throughout. The chef-inspired kitchen is both stylish and functional, featuring white cabinetry, quartz countertops, built-in GE Monogram stainless appliances, recessed lighting, and statement pendants illuminating an oversized island with seating—perfect for entertaining against a backdrop of turquoise Gulf waters. The open-concept living and dining areas are flooded with natural light and designed to maximize the penthouse perspective. A versatile entry-side closet with a window offers flexibility as a potential workspace or owner’s storage, enhancing the home’s livability. Both bedrooms are generously sized to accommodate king beds, while the spa-inspired bathrooms showcase walk-in showers with floor-to-ceiling tile and refined modern finishes. A dedicated laundry room with full-size washer and dryer and custom storage completes the residence. Beyond the walls of this elegant retreat lies one of Siesta Key’s most celebrated amenity collections. Set on 32 acres with 800 feet of private beach, Gulf & Bay Club offers an unmatched resort lifestyle with three swimming pools, six tennis courts, six pickleball courts, racquetball, basketball, shuffleboard, fitness center, saunas, indoor spa, multiple BBQ areas, and two clubhouses. Additional conveniences include EV charging stations, a car wash area, owner-only guest suite, 24-hour security, and Wi-Fi throughout the property—all within a beautifully maintained, gated setting. Perfectly located on iconic Siesta Key Beach and just minutes from dining, shopping, and entertainment, this penthouse residence offers a rare opportunity to own a luxury beachfront condo with panoramic views and modern upgrades! Unit #704 at Gulf & Bay Club isn’t just a home—it’s a lifestyle reserved for those who demand the very best of coastal living.

5750 Midnight Pass Road Unit 704E, Sarasota
$1,700,000
5 Beds ⋅ 3 Baths ⋅ Ocean Beach SubDv. ⋅ 34242 Zip Code
Welcome to an unparalleled sanctuary at 4534 Banan Place, a Siesta Key treasure that marries zen-like tranquility with the finest touches of luxury. This more-than-3,000-square-foot, five-bedroom, three-bath estate is a hidden gem, offering a spa-like retreat with dual living spaces, a flex room, and an atmosphere that feels like a private resort. Every inch has been exquisitely reimagined: a new standing seam black Key West–style roof (50-year lifespan) installed in 2025, High-impact resistant skylights, doors, and sliders, and curated lighting throughout create a luminous and serene interior. The heart of the home is a gourmet kitchen featuring top-of-the-line Café appliances, a double oven, a gourmet pot filler, and JARLIN custom soft-close cabinetry in all bathrooms, the kitchen, and the master closet. The centerpiece is an imported African walnut waterfall island, a stunning 7.5-foot by 4.5-foot masterpiece anchoring the space. The entire home is enhanced by the luxury of 22mm extra-long and extra-wide vinyl plank flooring, as well as 48x48 luxury tiles in a calming jade-like hue. Within this serene haven, you'll find not just one but a true dual ensuite layout, offering two primary suites—one larger than the other—both adorned with custom shelving throughout and luxurious five-panel doors. The main primary suite is a sanctuary of its own, complete with private access to the outdoors and pool. The primary bathroom is a spa-like escape, featuring a double glass-door shower with a rain head, wand, and expansive tile running up the wall. On the opposite side of the home, two additional guest bedrooms provide comfort and style. A brand-new tankless water heater ensures endless comfort, and the home also includes a front-load LG washer and dryer for modern convenience. Adding to the allure, the home includes a full wine bar with a brand-new wine fridge, perfect for entertaining in style. Outside, the newly resurfaced and rescreened pool area is surrounded by elegant travertine decking and mature landscaping with an ornamental irrigation system, creating a true private oasis. Two outdoor showers add to the resort-like experience. High-end renovations include: New standing seam roof; High-impact doors throughout the home; Durable Luxury Vinyl Plank flooring; African walnut waterfall countertops & custom wood ceiling in the kitchen; Floor to ceiling tile in main primary bathroom; New major appliances including, pool equipment, Café Appliances and water heater; and designer finishes and curated lighting throughout. Finally, immerse yourself in the lifestyle of Siesta Key: a world-renowned destination known for its pristine beaches, vibrant local culture, and a sense of community that is second to none. 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. With no HOA or deed restrictions, you have the freedom to make this oasis truly your own. **Notably, this property was appraised in December 2025 at $2.33 million—$330,000 above the list price—ensuring immediate equity for the fortunate new owner. Welcome to a life of unmatched elegance on Siesta Key.

4534 Banan Place, Siesta Key
$1,225,000
2 Beds ⋅ 2 Baths ⋅ Horizons West Bay Side SubDv. ⋅ 34242 Zip Code
Nestled on the renowned Crescent Beach, Horizon’s West offers a truly exceptional Siesta Key beachfront living experience, where breathtaking Gulf views and unforgettable sunsets become part of everyday life. This beautiful 2-bedroom, 2-bathroom condominium, located on the fourth floor, delivers luxury, privacy, and a prime Gulf-front location on Siesta Key. The updated, turn-key furnished residence welcomes you with an expansive open-concept living area, highlighted by large impact glass windows that frame panoramic views of the Gulf of Mexico. A calming interior palette enhances the peaceful ambiance, creating an ideal environment for both relaxing and entertaining. Thoughtful upgrades throughout the residence include a gourmet kitchen featuring wood cabinetry, granite countertops, and stainless steel appliances. The renovated bathrooms further elevate the home’s modern comfort and charm. Horizon’s West Amenities & Community features more than a residence—it’s a beachfront community designed to embrace the beauty of Siesta Key. Spanning 11 acres, the property offers over 300 feet of deeded beach access, placing the sun, sand, and surf just steps from your door. Residents enjoy a beachside pool and spa, along with grilling areas perfect for gathering with friends and family. On the bay side, a serene waterfront park with a day dock provides a peaceful setting for fishing, watching boats pass, or enjoying the tranquil surroundings of the Intracoastal Waterway. From sweeping Gulf-front views to the convenience of luxury amenities, Horizon’s West offers a lifestyle defined by comfort, elegance, and leisure. If you’ve ever dreamed of living on the beach in Siesta Key, this is your opportunity to make that dream a reality. Welcome home.

6140 Midnight Pass Road Unit 407, Sarasota
$865,000
3 Beds ⋅ 2 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Experience the best of island living in this beautifully maintained Turnkey FULLY FURNISHED, Key West-style home just moments from Siesta Key Public Beach and the vibrant Siesta Village. Offering 3 bedrooms, 2 bathrooms, and a 2-car garage with brand-new doors, this residence has been thoughtfully updated over the years with major recent improvements including a 2023 metal roof and all-new impact glass windows and doors for peace of mind. Head upstairs to the main living level where an open-concept layout welcomes you with luxury vinyl plank flooring, vaulted ceilings, and plantation shutters that fill the space with natural light. The kitchen features stainless steel appliances only a few years old, granite countertops, and a convenient connection to the dining area—ideal for hosting friends and family. Each bedroom showcases plantation shutters and crown molding for added charm. The primary suite is a true retreat, complete with a walk-in closet with built-in organization, an ensuite bathroom with a glass-enclosed shower tucked behind a stylish barn door, and direct access to the backyard deck through sliding glass doors. The two guest bedrooms share a tastefully updated full bathroom. Step outside to the elevated deck overlooking the private backyard, where a cozy fire pit area awaits in the corner—perfect for evening conversations and coastal breezes. An outdoor shower is the perfect spot to rinse off after a long day at the beach. Whether you’re seeking a full-time residence or the ideal vacation getaway, the flexibility of no HOA allows you to live as you please. Located just down the road from the powdery white sands of world-renowned Siesta Beach and only a half mile from the charming shops and restaurants of Siesta Village, this home delivers the quintessential Siesta Key lifestyle.

221 Island Circle, Sarasota
$1,950,000
White Beach Fruit Co Property SubDv. ⋅ 34242 Zip Code
Take advantage of this special opportunity to build a Direct Gulf-front home on a canopied dead-end street on Siesta Key at a price unlikely to ever be duplicated. Offered for the first time in over 4 decades at price $1,000,000 below recent M.A.I. appraisal. One could wax on about the privacy, the Gulf-front lifestyle; Siesta’s sugar sand beaches, glorious sunsets, tranquil sounds of the surf , dolphins frolicking, or pelicans gracefully floating by, but that would miss the point. One can have their new Gulf-front beach “cottage” for the price of a new condominium, in a location once favored by Florida’s first residents. If you’re seeking a private, peaceful setting to create your own tropical retreat, this is the site. Enjoy all that Siesta and Sarasota have to offer in a property likely to become a family keepsake for generations. The eclectic lane is a mix of cottage style homes and top tier estates (the home next door is available at $16,000,000). Convenient to downtown Sarasota and its cultural venues, the airport and hospital, but literally moments away from local restaurants, grocery, and stores. A rare offering not to be missed by the discerning!

7328 Point Of Rocks Road, Sarasota
$865,000
2 Beds ⋅ 2 Baths ⋅ Palm Bay Club SubDv. ⋅ 34242 Zip Code
Welcome to this beautifully updated third-floor, two-bedroom, two-bath residence on the desirable Gulf side of the Palm Bay Club on Siesta Key. Offering the largest two-bedroom floorplan in the community, this spacious corner unit enjoys additional windows that invite in abundant Florida sunshine, enhancing its light and airy coastal ambiance. Thoughtfully refreshed with clean, coastal-inspired furnishings, the residence features an updated kitchen with white cabinetry, granite countertops, and generous storage, all seamlessly connected to the open living and dining areas—ideal for gathering after a day at the beach. Your Siesta adventures are undoubtedly sandy, and the attractive driftwood inspired tile throughout means low maintenance and easy clean up. The living room is designed for comfort and relaxation, while the screened lanai provides the perfect setting to enjoy warm tropical breezes in a peaceful, private setting. Both bathrooms have been tastefully renovated with frameless glass walk-in showers and modern finishes. The primary suite is generously sized and comfortably furnished with two queen beds, while the guest bedroom offers a king bed—accommodating up to six guests. Palm Bay Club is one of Siesta Key’s rare beach-to-bay communities, offering owners and guests access to both the powdery Gulf sands and the peaceful Intracoastal Waterway. On the bayside, enjoy a scenic fishing pier, boat docks, and bayside pool complete with a custom hot tub, where you can take in passing boat traffic and frequent wildlife sightings including birds and manatees. On the Gulf side, this unit is just a short stroll from the sugar-white sands of Siesta Key Beach, as well as the community pool, tennis courts, and grilling areas, offering the ideal blend of comfort, style, and convenience. A top-notch onsite rental management team organizes your rental calendar and turnovers while you enjoy the income from your second home with a fantastic 3-night rental minimum policy. Whether enjoyed as a personal retreat or a high-performing rental, this Gulf-side corner unit delivers the very best of effortless island living at Palm Bay Club.

5970 Midnight Pass Road Unit 179, Sarasota
$2,500,000
4 Beds ⋅ 5 Baths ⋅ Ocean Beach SubDv. ⋅ 34242 Zip Code
Gated Siesta Key Estate with Guest House & Boating Access. Experience the best of Siesta Key living, where award-winning white quartz sand beaches meet a relaxed island lifestyle, just minutes from Sarasota’s vibrant arts, dining, and cultural attractions. Don’t be deceived by the 1977 construction date. A 2003 addition doubled the size of this home. Metal roof installed in 2017. Pool and deck renewed in 2022. Brand new elevated sea wall and dock in 2023. 2 new A/C systems in 2026. And these are just some of the highlights. Tucked inside its own gated enclave, this exceptional waterfront estate with a detached guest house is surrounded by lush tropical landscaping, creating a secluded oasis. The thoughtfully designed open floor plan offers many possibilities. The kitchen serves as the heart of this home, opening seamlessly to a casual living area and dining space, while the expansive living room beyond features a fireplace and picture windows framing tranquil water and tropical views. A versatile flex room at the front of the home easily adapts to your lifestyle — ideal as a home office, formal dining room, or playroom. Additional conveniences include a half bath and an oversized laundry room with access to a spacious two-car garage with abundant storage. French doors at the rear of the home lead to the outdoor living area, where a heated saltwater pool and spa overlook peaceful canal views wrapping along the rear and side of the property. Upstairs, the impressive primary suite offers a true retreat, complete with its own fireplace and a luxuriously appointed spa-style bathroom. A generous second bedroom features an ensuite bathroom, while two additional bedrooms share a third bathroom. Wood flooring, marble tile, high-end finishes, and distinctive architectural details are showcased throughout. Adding flexibility, the detached guest suite includes a private entrance, studio, bathroom, kitchenette, and private courtyard — perfect for guests, multigenerational living, live-in staff, home office space, or fitness studio. Boating enthusiasts will appreciate immediate access to the waterfront lifestyle with a private dock, 7,000-pound boat lift, plus an included 18-foot boat with trailer and two kayaks — ready for adventure from day one. Ideally located in the heart of Siesta Key, the home is just steps from the Out-of-Door Academy school, and a walk or bike ride to Siesta Beach and Siesta Village. Convenient access to the north bridge makes reaching downtown Sarasota easy. Offered turnkey furnished, this extraordinary property is move-in ready and perfectly suited as a primary residence, seasonal retreat, vacation home, or rental investment opportunity.

4712 Higel Avenue, Sarasota
$570,000
2 Beds ⋅ 2 Baths ⋅ Anchorage SubDv. ⋅ 34242 Zip Code
Welcome to the best location on Siesta Key. The Anchorage is located on the corner of Stickney Point and Midnight Pass. This condominium is on the 7th floor facing north. Wait till you see the sunsets. Even a lightning storm is going to be fantastic from your large lanai perfect for entertaining. The main bedroom is big lots of with a walk-in shower. Guest bedroom is a generous size as well and also has a walk in shower. ****TURNKEY FURNISHED…WEEKLY RENTALS…It’s all about convenience and living the good life. Walk to bars, restaurants, the beach. You can walk across the street and rent a boat. The building and grounds are in wonderful shape! The Anchorage has so many amenities to offer owners and renters, including an Olympic-size heated swimming pool, Fitness Center, Lighted Pickleball & Tennis Courts, Clubhouse, BBQ & Picnic Areas and Kayak Storage. Yes, have are own easement to the beach… If you have a boat, The Anchorage also offers dockage along the Seawall! “$10.00 per month” There is a trolly that you can take to Siesta Key Village to enjoy more shopping, entertainment and dining options. Your new condo has its own carport. The Anchorage is very conveniently located near Stickney Point Bridge to give you easy access to the mainland, including downtown Sarasota!

6415 Midnight Pass Road Unit 702, Sarasota
$1,081,500
3 Beds ⋅ 4 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code
Build your Dream Home or renovate the existing home on this Siesta Isles Canal Front lot just a short walk to the cool powdery quartz sands of Siesta Key. This 14,200 square foot lot boasts approximately 80 feet on a deep canal with a boat dock. New homes and extensive renovations are occurring in this highly sought after neighborhood with its excellent boating water and close proximity to the beach. The current home on the property consists of a 3-bedrooms, 4 bathrooms and 2,337 square feet of living area. The current home experienced some water intrusion during Hurricane Helene (but not Milton).

5502 Shadow Lawn Drive, Sarasota
$630,000
2 Beds ⋅ 2 Baths ⋅ Excelsior Beach To Bay SubDv. ⋅ 34242 Zip Code
Huge Price Reduction!! Stunning Beach-to-Bay Condo on Siesta Key – 2 Bed, 2 Bath Excelsior Beach to Bay Condo Discover your perfect slice of paradise at this beautifully appointed 2-bedroom, 2-bathroom condo located in the coveted Excelsior Beach to Bay community on Siesta Key. This light-filled retreat offers the ultimate Florida lifestyle, with private beach access to the powdery white sands of Siesta Beach, consistently ranked among the best in the world. Key Features: Spacious Open Floor Plan with abundant natural light, Modern Kitchen with updated appliances and ample storage, Primary Suite with en-suite bath and walk-in closet, Private Lanai perfect for morning coffee or evening sunsets, In-Unit Laundry for added convenience. Resort-Style Amenities Beach Access & Private Pier for fishing or sunset views, 2 Heated Pools, Hot Tubs & Saunas, Tennis & Pickleball Courts, Clubhouse with fitness center and social activities, Lush Tropical Landscaping throughout the property. Enjoy breathtaking sunsets over the Gulf and serene views of the Intracoastal Waterway, all from the comfort of your new home. Whether you’re looking for a year-round residence, vacation getaway, or investment property, this condo offers it all. Prime Location Steps from the world-famous Siesta Key Beach Close to Siesta Village shops, dining, and nightlife. Don’t miss this rare opportunity to own a piece of Siesta Key’s most desirable beachfront community.

6263 Midnight Pass Road Unit 105, Sarasota
$1,650,000
3 Beds ⋅ 3 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code
Set along the Grand Canal in Siesta Isles, this inviting waterfront pool home offers an effortless blend of space, comfort and classic island living. Thoughtfully designed on a single level, the approximately 2,477-square-foot residence features a desirable three-way split floor plan with three private bedroom suites, three baths, a dedicated office or den, utility room and a two-car garage. Handsome double-entry doors open to a light-filled interior with high-volume ceilings and an easy, open flow, ideal for everyday living and entertaining. The great room connects seamlessly to the kitchen and breakfast area, all of which are positioned to capture long, tranquil canal views. A separate dining room with built-in cabinetry adds flexibility for hosting, while the kitchen is well-appointed with wood cabinetry, stone countertops, stainless steel appliances and a breakfast bar. French doors extend the living space outdoors to a large, screened paver lanai with covered seating, a pool and expansive water views, creating an indoor-outdoor lifestyle. A newer seawall, private dock with a kayak lift and a separate boat lift provide quick access to Sarasota Bay, the Intracoastal Waterway and the Gulf of Mexico, with open water within approximately 15 minutes. Ideally just minutes from Siesta Key’s world-famous quartz sand beaches, the shops and restaurants of Siesta Village, and cultural offerings of downtown Sarasota, this home delivers the best of waterfront living in one of the island’s sought-after neighborhoods. Whether as a full-time residence or a coastal retreat, this Siesta Isles property offers the lifestyle, location and boating access that define life on the water.

5348 Shadow Lawn Drive, Sarasota
$775,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
Experience elevated coastal living in this stunning penthouse residence at 1200 E Peppertree Drive, Unit 601. Perched atop the building, this exceptional unit offers breathtaking panoramic views of the Intracoastal Waterway and downtown skyline, creating a spectacular backdrop from sunrise to sunset. Completely renovated with impeccable attention to detail, the residence features custom built-ins, high-end finishes, and a thoughtfully designed layout that blends style and functionality. The open living spaces are bathed in natural light, maximizing the views and enhancing the penthouse feel throughout. Located in the highly desirable Peppertree Bay, a rare gulf-to-bay community with deeded beach access, residents enjoy resort-style pools on both the Gulf and Bay sides, lush tropical grounds, and exceptional amenities. Just steps from world-famous Siesta Key Beach and minutes to dining, shopping, and entertainment, this is a rare opportunity to own a move-in-ready penthouse offering luxury, views, and the ultimate island lifestyle.

1200 E Peppertree Lane Unit 601, Sarasota