Siesta Key FL Recently Sold Homes

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

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