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$1,577,000
3 Beds 2 Baths Sara Sands SubDv. 34242 Zip Code
***SELLER FINANCING AVAILABLE*** Tucked away on a quiet dead-end street, this exceptional waterfront estate on Siesta Key offers the perfect balance of seclusion and accessibility. Situated on an oversized 0.40-acre corner lot with 260 feet of water frontage and coveted western exposure, the property provides direct access to the Intracoastal Waterway—ideal for boating enthusiasts and water lovers. Just one mile from Siesta Key Village and the beach, the location allows for effortless enjoyment of island life while offering a private retreat. Move-in ready and untouched by flood damage, the estate includes two separate structures: a 2,000-square-foot main residence featuring an updated kitchen, and a versatile 280-square-foot detached building with a full bath—perfect for a guest suite, office, or creative studio. A newer metal roof and hurricane-impact windows and doors ensure lasting protection and peace of mind. Designed for outdoor living, the home features a spacious pool area with a large paver lanai, ideal for entertaining or relaxing. The property also includes a brand-new 10,000 lb boat lift, a double jet ski lift, and a newly installed well for efficient irrigation. After a day on the water or at the beach, unwind on the rooftop terrace and enjoy stunning sunset views over the water. This is a great opportunity to own a thoughtfully enhanced property in one of Siesta Key’s most desirable locations—offering the best of coastal living with modern amenities, luxury features, and sustainable upgrades.

5164 Windward Avenue, Sarasota

$1,150,000
2 Beds 2 Baths Gulf & Bay Club SubDv. 34242 Zip Code
Gulf-front living at its finest in the exclusive Gulf & Bay Club on Siesta Key! This updated 2BD/2BA condo offers breathtaking, unobstructed views of the Gulf and Siesta Key Beach with their stunning nightly sunsets. The open layout features a modern kitchen with granite counters and white contemporary cabinetry. A spacious living/dining area that opens to a private beachfront balcony. The primary suite boasts Gulf views, balcony access, walk-in closet, and en-suite bath. Gulf & Bay Club is a gated, resort-style community with 800’ of private beach, 3 pools, 8 tennis courts, pickleball, fitness center, 2 clubhouses, saunas, grills, and more. On-site rental management with 1-month minimum rentals. A rare opportunity for luxury coastal living or investment!

5790 Midnight Pass Road Unit 702, Sarasota

$2,249,000
4 Beds 3 Baths Harmony Sub SubDv. 34242 Zip Code
Virtually Staged. Discover this FULLY RENOVATED four-bedroom, three-bathroom sanctuary spanning 3,541 square feet, where luxury living meets WATERFRONT tranquility. Situated on almost a half acre lot, with rear views facing west for colorful sunsets, this meticulously crafted residence boasts a heated pool, a floating dock and long seawall inviting water enthusiasts to enjoy exploring the canals which lead out to the open waters of Sarasota Bay. The heart of this distinguished home features an expansive open-concept main living area, chef's kitchen and spacious dining space, thoughtfully designed to accommodate family and guests while offering sweeping views of the sparkling pool and canal. The seamless flow of the layout and blending of the outdoor and indoor space creates an entertainer's paradise, perfect for culinary adventures and memorable gatherings. Retreat to the luxurious primary bedroom, where panoramic canal vistas provide a serene backdrop for morning coffee or evening reflection. Unwind in the spa-like bathroom featuring a soaking tub, walk-in shower, dual vanities and frosted sliding glass doors to the outdoor shower. The SPLIT FLOORPLAN ensures ease and privacy for all. Bedroom 2 features an en-suite bathroom and long water views! Bedroom 3 has double doors and can be utilized as a den or office space if desired. Bedroom 4 has a private entrance with sliding glass doors overlooking the sunny front courtyard. This thoughtful layout offers many options for use of the generous space. The coral stone tiled pool and lanai area transforms into your personal oasis, where gentle breezes dance across the water's surface, creating an atmosphere of pure indulgence after sun-soaked beach days. The fully fenced yard, greenspace, winding walkways, outdoor shower, 2 car garage with extended driveway and parking space complete this comfortable retreat. The property's exceptional LOCATION places you moments (just .6mi) to the vibrant Siesta Village, where boutiques and acclaimed dining establishments await your discovery. (Just .7mi) to the nearest beach access! The main entrance to World-renowned Siesta Beach, celebrated for its powdery white sands and crystal-clear waters, beckons just over a mile away. This remarkable residence represents more than mere accommodation; it embodies a lifestyle where every detail has been carefully considered. From the quality construction evident throughout to the thoughtful integration of indoor and outdoor living spaces, this home promises years of comfort in one of Sarasota's most coveted waterfront communities.

5012 Higel Avenue, Sarasota

$800,000
2 Beds 2 Baths Crystal Sands SubDv. 34242 Zip Code
Experience the ultimate Siesta Key lifestyle in this beautifully renovated two-bedroom, two-bath end-unit villa just short distance from private Gulf and beach access. Offered turnkey furnished with stylish new décor, this 1,296-square-foot residence blends luxury and comfort with an open-concept layout, sun-drenched Florida room, and updated kitchen featuring quartz countertops, matching backsplash, soft-close cabinetry and stainless steel appliances. The spacious primary suite boasts a custom accent wall, wall-to-wall closet with designer glass doors, and a spa-inspired en-suite bath. The second bedroom is equally impressive, featuring an accent wall with slat wood acoustic panels and sliding closet doors with obscure glass inserts. Enjoy coastal living with new luxury vinyl plank flooring, blackout window shades, modern lighting, front-loading washer and dryer, attached one-car garage with epoxy floor, and guest parking. Crystal Sands is a well-maintained community with two pools, including one beachfront pool—and an on-site rental management company with weekly rentals permitted June through September and two-week minimum rentals October through May. This villa also includes exterior maintenance-free living, cable, internet, water, sewer and trash provided by the condominium association. Park the car and hop on the free Siesta Key trolley—just near your door—with service stretching from Turtle Beach to downtown Sarasota.

6300 Midnight Pass Road Unit 2, Sarasota

$2,400,000
4 Beds 3 Baths Sara Sands SubDv. 34242 Zip Code
Beautifully Newly Upgraded Waterfront Home on Siesta Key – 4BR | 3BA | Canal Front | Solar-Powered Discover your private oasis in this beautifully updated two-story home located directly on Siesta Key Island. Nestled at the end of a quiet cul-de-sac, this 4-bedroom, 3-bath residence offers the perfect blend of luxury, comfort, and island living — all within an A+ rated school district. Waterfront Living at Its Finest Set along a peaceful canal with easy boating access to the Intracoastal and Gulf of Mexico, this home is a dream for water lovers. NEW Roof 2025, NEW Hurricane Impact Doors & Windows 2024, NEW 10,000 lb Boat Lift, Sea Wall, Heated Pool & Spa, whole house Generac natural gas Generator. Enjoy fishing, kayaking, or paddleboarding from your backyard, or simply relax as palm trees sway. Sunset skies paint your view in stunning pastel colors. Thoughtful Layout & Design the main living space is on the second level, maximizing natural light and treetop views through large new impact sliding glass doors and windows. The Florida room and open living areas provide a bright and airy feel, complemented by a dimmer-controlled lighting system. •Primary suite is privately located just off the main living area . •Gourmet kitchen includes a GE Elite fridge/freezer and dishwasher, JennAir gas stove and microwave, reverse osmosis water filtration system, and stylish finishes. •Additional rooms include a large office, bonus room, and dedicated laundry room—perfect for modern living. Upgrades & Features •38-panel solar energy system (installed 2019) •Beautifully landscaped even a Putting Green •Ample outdoor space for relaxing or entertaining Location, Location, Location minutes to world-renowned Siesta Key Beach, dining, shopping, and all the conveniences of Sarasota for a relaxed coastal atmosphere. This rare MOVE IN READY canal-front gem offers a true slice of paradise on one of Florida’s most coveted barrier islands.

5168 Sandy Cove, Sarasota

$14,500,000
6 Beds 9 Baths South Cocoanut Bayou SubDv. 34242 Zip Code
Private Island, Gated Home, Private access to deeded beach! Experience the epitome of exclusivity with unheard of waterfront views, unmatched privacy, and breathtaking, expansive vistas from your own private island retreat. Tucked away on a private island in Siesta Key’s South Cocoanut Bayou, this Tuscan-inspired estate feels like it’s been plucked from the pages of a storybook. The estate at 4315 Mangrove Place features a Tuscan-inspired central courtyard with over 4000 sq ft designed as the heart of the home. It is a grand, open-air courtyard enclosed by both the main residence and the guest villa, connected via an elegant, covered breezeway. The main residence offers soaring ceilings, intricate millwork, and expansive living spaces ideal for entertaining or quiet coastal living. A gourmet chef’s kitchen, formal dining room, library, owner ensuite located on the main level with his & hers walking closets and bathrooms, and custom home theater create a balanced blend of function and indulgence, Elevator in main residence & private elevator in guest house. Connected by a covered breezeway, the guest villa features its own living quarters, private elevator, one bedroom, full bathroom, living room and full kitchen—perfect for multigenerational living or extended guests. With six bedrooms, nine baths, a three-car garage, and an ambiance that feels like a timeless escape, this estate is more than a home—it's a legacy, a retreat, a living Castle fairytale. Outdoors, a resort-style pool and spa, and lush tropical landscaping create a serene oasis, while a private deep-water dock provides direct access to the Intracoastal and Gulf with no fixed bridges. Eligible to membership to private beach.

4315 Mangrove Place, Sarasota

$1,200,000
2 Beds 2 Baths Siesta Breakers SubDv. 34242 Zip Code
Rare, exquisitely curated beachfront condo on Siesta Key. This lightly used - meticulously cared for - end unit home has never been rented, although the community allows much desired weekly rentals generating healthy investment income. Located on Crescent Beach, known for its tranquil beach vibe, enjoy 300 feet of prime location deeded beach access with quartz-crystal, powder-soft fine white sand that remains cool even on the hottest days. This two-bedroom, two-bath condo has been renovated and designed with an upscale and sophisticated feel within a light and airy beach home. All furnishings, accessories, dishes and linens included in this TURNKEY FURNISHED condo. The open floorplan is perfect for entertaining family and friends. The resort feel primary bedroom includes a large walk-in closet and oversized bathroom. The second bedroom has been redesigned to comfortably sleep 4 with ample storage. The living room, primary bedroom and balcony all feature stunning views of the beach, gulf and Siesta’s spectacular sunsets. This condo is in Siesta Breakers, a gated complex within easy walking distance of dining, shopping, and a full-service marina with boat rentals. Play a game of tennis or pickleball on the two community courts. Leave your car at home and walk or take the free Trolley to nearby Siesta Key Village. This ideal location features easy access on and off the Key allowing more time to enjoy your coastal waterfront living. Welcome home to Siesta Key.

6480 Midnight Pass Road Unit 211, Sarasota

$1,800,000
3 Beds 4 Baths Tiffany Sands SubDv. 34242 Zip Code
Gulf-front luxury townhome with private beach access on Siesta Key! Soak in the breathtaking, unobstructed views of the Gulf and iconic Siesta Beach from every level of this three-story, turnkey-furnished townhouse-style condominium. Just a short distance from the sand in the intimate, nine-residence enclave of Tiffany Sands, this rare Siesta Key offers blends relaxed beachside living with elegant design and modern comforts. Spanning 2,611 square feet, this three-bedroom, 3.5-bath residence welcomes you with an open-concept main floor that seamlessly connects the kitchen, dining and living areas—all framed by floor-to-ceiling impact-rated sliding glass doors and panoramic Gulf vistas. The living room is anchored by a cozy wood-burning fireplace and enhanced by crown molding, recessed lighting and sleek ceramic tile flooring. Go onto the expansive Gulf-front balcony, an ideal setting for alfresco dining or sunset lounging. The kitchen is stylish and functional, featuring solid-surface countertops, stainless steel appliances, modern cabinetry with pullout shelving, under-cabinet lighting and a breakfast bar for casual meals. Upstairs, the spacious Gulf-front primary suite offers postcard-worthy views, a private balcony, sitting area, double closets and a luxurious en-suite bath with jetted soaking tub, double vanity, separate shower, bidet and two skylights. Two additional guest bedrooms—flexibly configured with a retractable dividing wall—are also on the third floor along with a full guest bath and a well-equipped laundry room. The oversized ground-floor bonus room opens via sliding glass doors to a covered patio just steps from your private beach path. A full bath with walk-in shower was stylishly updated in 2024, making this level ideal for guests, a home gym or media lounge. Additional highlights include a one-car attached garage with extra storage, newer water heater (2024), HVAC (2022), roof and skylights (2017), hurricane shutters and flexibility of 30-day minimum rentals. Just .4 miles from Siesta Village’s vibrant shops and dining, and Siesta Beach Park, this exceptional home delivers the ultimate island lifestyle—whether you’re seeking a serene personal retreat, a seasonal escape or a savvy investment property.

546A Beach Road Unit A544, Sarasota

$630,000
2 Beds 2 Baths Turtle Bay SubDv. 34242 Zip Code
New Price! The best of bayfront living on Siesta Key with deeded beach access and boat slips. Experience the best of island living in this impeccably renovated bayfront residence at Turtle Bay, ideally on the serene southern end of world-renowned Siesta Key. Wake each morning to spectacular sunrises over the Intracoastal Waterway and wind down with vibrant sunsets near the beach—this is the quintessential Florida lifestyle. This spacious and stylish two-bedroom, two-bath condominium has been thoughtfully redesigned, including raised ceilings that enhance the open, airy feel. Throughout the home, you'll find designer tile flooring and elegant plantation shutters. The gourmet kitchen and both baths have been beautifully updated with crisp white wood cabinetry, stone countertops and sleek stainless steel appliances, creating a bright, modern coastal aesthetic. Enjoy gentle bay breezes from the screened terrace or relax in comfort indoors. A convenient full laundry room offers additional storage, and an oversized private one-car garage adds extra value and ease. Pet friendly, Turtle Bay offers an exceptional array of amenities, including beautifully landscaped bayfront grounds, deeded beach access directly across Midnight Pass Road, a heated pool and spa, tennis courts, boat slips (available on a first-come, first-served basis), and a charming picnic and grilling area. Minutes to the South Village, you'll enjoy effortless access via the free trolley to shopping, dining and entertainment, and a short ride to Siesta Village's unique shops and eateries. Nearby Point of Rocks is a favorite destination for snorkeling and fishing. Just minutes from Stickney Point Bridge and only 20 minutes to downtown Sarasota’s vibrant arts, culture and culinary scene, this condominium offers the best of Siesta Key living. Whether you're seeking a tranquil retreat or an active coastal lifestyle, this residence delivers it all.

8701 Midnight Pass Road Unit 104, 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

$975,000
3 Beds 3 Baths Siesta Bayside SubDv. 34242 Zip Code
Price Improvement! Don’t Miss This Waterside East Gem in Siesta Key! Amazing opportunity to own a pool home with a seawall and dock—ready for your creative vision. Whether you choose to renovate and update the existing home or build a brand-new waterfront retreat, this location is unmatched. Tucked away on a peaceful cul-de-sac just off the Grand Canal, the home features: • Large circular driveway for easy access and ample parking • Open floor plan with split-bedroom layout for added privacy • Sparkling pool just resurfaced with brand-new equipment installed • Private dock with direct water access for boating and water activities While the home is in need of some updates, the potential here is incredible—whether as an investment property or your dream residence. All this, just minutes from world-class beaches, shopping, dining, and entertainment. Property is being sold As-Is—buyer to verify all information.

568 Venice Lane, Sarasota

$1,640,000
4 Beds 7 Baths Harmony Sub SubDv. 34242 Zip Code
Luxury Canal-Front Oasis in Siesta Key | 4831 Primrose Path Updated Three-Story Waterfront Retreat with Designer Touches & Flexible Living Spaces Discover the perfect blend of luxury, comfort, and location at 4831 Primrose Path, a beautifully updated three-story canal-front residence situated on a lush corner lot in one of Siesta Key’s most sought-after neighborhoods. This elegant coastal home offers a rare combination of versatile living space, high-end upgrades, and tranquil waterfront charm—just minutes from Siesta Beach, dining, and shopping. Primrose has a light and airy feel reminiscent of California coastal homes, featuring light wood floors throughout the second and third floors. The interior is painted a soft white and filled with natural light, creating a serene and uplifting environment. Surrounded by lush greenery, the home offers exceptional privacy and stunning birdwatching views from every level. Main Floor – Open, Inviting, and Beautifully Renovated The spacious first level welcomes you with high-end 4x4 porcelain tile flooring, a bright open-concept living area, and seamless access to the outdoors. Three generously sized bedrooms and three fully remodeled bathrooms provide ample comfort for guests or family. The designer kitchen features premium cabinetry, sleek modern appliances, and a side slider opening to a private courtyard—perfect for quiet mornings or evening gatherings. Large glass sliders frame your view of the tropical backyard oasis, where a sparkling pool and peaceful canal backdrop create the ultimate retreat for entertaining or unwinding in true Florida style. Second Floor – Flexible Space for mix use a home office, fitness studio, lounge area or movie room or children’s play area—tailored to meet your lifestyle needs. Third Floor – A Private Master Sanctuary The entire third level is dedicated to the primary suite, offering abundant natural light, total privacy, and a sense of serene seclusion. Whether you’re starting your day or winding down, this space invites relaxation and renewal. Highlights & Upgrades • New designer tile flooring throughout the first level • Fully renovated bathrooms with upscale finishes • Custom kitchen cabinetry and premium appliances • Fresh interior paint, new baseboards, and professional landscaping • Direct canal access with peaceful water views Location Perfection Ideally positioned just minutes from the world-renowned Siesta Key Beach, 4831 Primrose Path offers easy access to all the charm of island living—boutique shopping, gourmet dining, and the vibrant Siesta Village lifestyle. Move-in ready and thoughtfully updated, this exceptional canal-front home is a rare opportunity to live the Siesta Key dream. Schedule your private tour today.

4831 Primrose Path, Sarasota

$1,700,000
3 Beds 2 Baths Siesta Isles SubDv. 34242 Zip Code
Designer waterfront retreat on Siesta Key. Welcome to your dream coastal getaway! Tucked away on a quiet cul-de-sac, just moments from the world-renowned, powdery quartz sands of Siesta Beach, this impeccably renovated and landscaped waterfront home captures the essence of laid-back luxury and island living. Boaters will delight in the deepwater Grand Canal access—just one fixed bridge to Sarasota Bay and the Intracoastal Waterway, with direct Gulf of Mexico access. This fabulous single-level, three-bedroom, two-bath residence offers an open and airy floor plan filled with natural light, making it ideal for both full-time residence and an exceptional vacation retreat. A stunning 2023 designer renovation has infused the home with texture, warmth, and playful sophistication. From natural materials and artistic wallpaper to colorful accents and layered finishes, every detail is thoughtfully curated. Upgrades include new flooring, kitchen, bathrooms, plumbing, lighting, electrical systems, and front and garage doors. Enter through the statement front door into a welcoming foyer that opens to the expansive living room, featuring sleek, floating built-ins. The heart of the home is the striking kitchen and dining space, featuring a custom terrazzo island, quartz counters, Wolf and Miele appliances, and handcrafted cabinetry that offers generous storage. The island’s induction cooktop, drop-down exhaust fan, and bar seating blend form and function beautifully. A dedicated bar area with a wine cooler enhances the entertaining experience. The wide plank engineered oak flooring flows throughout, uniting each space with warmth and elegance. The spacious waterfront primary suite is a serene escape, complete with a spa-inspired bath, dual sinks, and a walk-in shower with private access to the pool. A thoughtful split floor plan provides privacy for two guest bedrooms and a second full bath. Even the laundry room is a showpiece, featuring art tile, a stacked washer and dryer, a beverage cooler, and whimsical details. Additional features include remote-controlled blinds, reverse osmosis in the kitchen, impact glass doors, windows, and garage door, an air-conditioned two-car garage with a paver driveway and walkways, Leaf Guard gutters, a 2023 HVAC system, 2023 attic and exterior insulation, and a 2020 roof. Seamless indoor-outdoor living begins with sliding impact glass doors that lead to the covered lanai and an oversized paver deck. Enjoy alfresco dining by the heated saltwater pool, resurfaced and retiled in 2022 with a sun shelf and spa also added for lounging. The lush, tropically landscaped backyard is fully fenced with faux turf, a putting green, and a fenced dog run, making it ideal for relaxation or play. Boating and water activities are a breeze from your private dock with a 14,000-pound remote-controlled lift, kayak launch, and seawall (2022). Just 15 minutes to open water, you'll savor days of fishing, paddleboarding, and Gulf cruising—right from your backyard. Ideally located near Siesta Village’s charming shops and restaurants, yet just minutes from mainland amenities, top-rated schools, and vibrant downtown Sarasota. Grab your flip-flops and sunscreen; this one-of-a-kind home offers the complete island lifestyle.

1031 Contento Street, Sarasota

$650,000
2 Beds 2 Baths Anchorage SubDv. 34242 Zip Code
Deeded beach access, intracoastal waterway frontage with boat dockage, prime location AND a stunningly renovated condominium. What more could you want? Enjoy Siesta Key’s famous sunsets and holiday fireworks shows in comfort from this 5th floor beautifully renovated and immaculate 2-bedroom 2-bath furnished condominium with partial gulf views. No need to take on a remodel here, all of it has been done to the highest standards by the current owners. Gorgeous Italian porcelain plank tile flooring, modern sleek baseboards, oversized crown molding, solid wood doors, hurricane impact windows/sliders and electric shades elevate this condo to a level unparalleled at this price point. You’ll love the open kitchen with its tray ceiling, white solid wood cabinetry, granite countertops, and built-in pantry. The living area and both extra-large bedrooms have direct access to the expansive 34-foot balcony. The luxurious primary bath has a custom designed walk-in shower, double sinks and quartz countertop. The second bath has been tastefully redone as well with quartz countertops. This thoughtful remodel includes an in-unit laundry room (very rare for The Anchorage!) with a Bosch stacked washer/dryer and a tankless hot water heater. Custom walk-in closets in both bedrooms add to the ample storage found in this unit. If that’s not enough, this condominium comes with a coveted under-building tandem parking space that comfortably fits two cars! (There are no covered spaces available for purchase separately, so this is truly a special feature.) Unit 502 is located on the north-facing side of the building, the preferred location due to it being the quiet side. At the Anchorage, enjoy deeded gated beach access (right across the street), a canal with boat dockage and kayak launch, and beautiful sprawling park-like grounds overlooking the intracoastal waterway. Other amenities include a gated entrance, heated pool, fitness center, clubhouse, tennis and pickleball courts, shuffleboard courts and kayak racks. On-site rental management and a one-week minimum rental make this community very popular with vacationers and savvy investors alike. See this one before it gets away!

6415 Midnight Pass Road Unit 502, Sarasota

$729,000
2 Beds 2 Baths Gulf & Bay Club Bayside SubDv. 34242 Zip Code
Casual Elegance defines this Refined Residence. Whether a year-round retreat, vacation or investment property, this luxuriously appointed turnkey-furnished 2B/2B in Gulf & Bay Club Bayside will leave you feeling refreshed! Immaculately clean and featuring: a lovely water view, easy single level living, Private Beach access and Deeded Driveway w GARAGE makes coming home to this unit a breeze ~ Recently remodeled w a warm neutral palette, this open plan offers split bedrooms for privacy while allowing gatherings in sun-dappled dining/living space bathed in natural light through the enclosed lanai ~ The KITCHEN includes Stainless appliances, granite breakfast bar, solid wood cabinets w soft close drawers. There’s a convenient breakfast nook doing double duty as ‘pocket’ office with desk/bistro table by the pantry. ~ The spacious LIVING area has comfy Crate & Barrel ‘L’ shaped couch and tranquil water views for relaxed entertainment ~ An Enclosed Lanai presents a serene DINING atmosphere, with an adjustable Crate & Barrel dining table, wonderful for hosting family and friends ~ The Luxurious MASTER suite has King bed, water view, Dual solid wood & granite vanities w soft close, spacious walk-in closet, hall closet, and linen closet! A newer Custom Glass Walk-in Shower is discreetly in the separate commode room ~ The well-appointed, no-shared walls, Guest bedroom provides ample comfort and relaxation for your guests w an adjoining modern bath also w newer, vinyl plank flooring and closet ~ A convenient Full sized Washer Dryer is located in guest hallway. ~ UPGRADES: HVAC June 2025, Recessed Lighting & Newer Fixtures, Newer Cabinetry, Newer Commodes, Vanities & Countertops, New Modern Doors and closet doors, Newer Blinds, Metal Roof 2015. Recent Luxury Vinyl Plank installed throughout ~ A Rare Private 1 Car Garage may hold: a vehicle, and/or bikes, beach & pool gear & toys and sports equipment ~ AMENITIES: 2 Heated Pools, Clubhouse, BBQ area, Walking paths on Well Maintained Grounds w 2 Ponds and Fountains, Pickleball & Tennis courts, Fitness room & Saunas, Private Deeded Beach Access, Community Grills and Fishing Pier/Deck on the Inter coastal Waterway perfect for enjoying a waterside cocktail hour, watching dolphins and being entertained by the endless boat parade passing by ~ LOCATION: Gulf & Bay Club Bayside is an exclusive Key West style, resort-like, gated community unique in its flora & architecture. This socially active community invites you to join the Coastal lifestyle! Enjoy a short walk on the dedicated path to your award winning sugary quartz sands of Siesta Beach, or Hop aboard the Siesta Key Trolley which connects the two ends of the island. Located between Siesta Key Village and Stickney Point Rd, this property places you within easy reach of the island’s most vibrant lifestyle: savory restaurants, boutique shopping and live entertainment, water-sports and sunsets~ RENTALS: Although this unit has Never been a rental, Weekly rentals are allowed. This option makes for an excellent investment opportunity. Gulf & Bay offers on-site rental management or choose your own! With 52 weeks to choose from, owners can save weeks for themselves and may still cover the nut! ~ Whatever your needs, you cannot go wrong in this charming condo, it’s Move-In ready, just waiting for you! ~ Schedule your showing today!

1240 Siesta Bayside Drive Unit 1240C, Sarasota

$2,650,000
4 Beds 5 Baths Harmony Sub SubDv. 34242 Zip Code
Elevated Living. Expanded Luxury. Move-In Ready. More space. More land. More peace of mind — and better value than new construction. This rare Siesta Key estate offers twice the living space and double the lot size of typical new construction homes on the Key, while sitting high and dry on an above-flood-level lot. No construction delays. No compromises. Designer Waterfront Living on Treasure Boat Way – Rare Value Meets Lasting Style Modern Waterfront Estate on Siesta Key | 512 Treasure Boat Way Perfectly situated on a spacious .44-acre corner lot in one of Siesta Key’s most sought-after boating communities, this fully renovated modern estate offers over 5,000 square feet of sophisticated living. With 4 bedrooms, 4.5 bathrooms, and a dedicated media room, the layout is both functional and refined. Enjoy deep-water dockage on a wide canal and direct access to Sarasota Bay—ideal for boaters looking to explore the Gulf of Mexico with ease. The home’s high flood elevation and no history of flooding provide peace of mind and lower insurance premiums, adding even more value to this exceptional property. Inside, dramatic design meets everyday comfort. Step through the doors to find soaring ceilings, a custom open-tread staircase with walnut treads, and a striking stone feature wall. Walls of glass flood the interiors with natural light, highlighting European porcelain flooring, designer lighting, and a double-sided fireplace that anchors the open living spaces. The gourmet kitchen is a showstopper—designed for both entertaining and daily living—outfitted with quartz countertops, flat-panel cabinetry, floating shelves, and a full suite of premium appliances. The luxurious primary suite includes private pool access and a spa-inspired bathroom with a freestanding soaking tub, dual vanities, and bespoke tilework. The dedicated media room features sliding glass doors that open to a private courtyard, offering a quiet, flexible space ideal for movie nights or casual relaxation. Treasure Boat Way has been thoughtfully renovated to preserve its original mid-century style while modernizing with sleek industrial touches. The result is a home that is sophisticated, private, and relaxing. Outside, tropical landscaping and an expansive backyard set the tone for true waterfront living. Multiple lounge areas and seamless indoor-outdoor flow make this a perfect setting for entertaining or unwinding, with captivating water views from nearly every room. Whether you’re searching for a primary residence, a vacation retreat, or an income-generating investment, 512 Treasure Boat Way checks every box—offering modern updates, premium waterfront access, and a short stroll to Siesta Key Village and Siesta Beach. This property offers strong appeal for both investors and owner-occupants. With excellent potential for short-term rental income and a layout designed for comfort and privacy, it’s equally suited for generating revenue or providing a welcoming home for a family. Schedule your private showing today to experience the pinnacle of luxury waterfront living. **No flood damage**

512 Treasure Boat Way, Sarasota

$900,000
3 Beds 2 Baths Siesta Isles SubDv. 34242 Zip Code
OWNER IS MOTIVATED! PLEASE BRING A REASONABLE OFFER. WATERFRONT HOME HALF A MILE TO SIESTA BEACH. Welcome to 5572 Shadow Lawn Drive on Siesta Key. This 3 Bedroom, 2 Bath home sits on a 14,300 SQ. FT. LOT, has a private dock and features 102 FEET OF FRONTAGE ON THE GRAND CANAL. Only one fixed bridge at Midnight Pass Rd means GREAT BOATING ACCESS to Sarasota Bay and the Gulf. Or take a short bike ride or walk to SIESTA BEACH, the #1 beach in the US. This spacious home has over 2,000 Sq. Ft. of living area. It had minor flooding during Hurricane Helene. The water and carpet were quickly removed. Removal of the carpet revealed Terrazzo Floors in the main part of the house. THE PRIME WATERFRONT LOCATION CLOSE TO THE BEACH makes this property an excellent candidate to use as your MID-CENTURY STYLE beach retreat, or to BUILD YOUR DREAM HOME. The existing home has a split bedroom plan that wraps around the LARGE SCREENED LANAI. Pocketing sliding doors lead to the spacious lanai from four rooms. From there, you will enjoy privacy, nice water views and quick access to your boat at YOUR PRIVATE DOCK. All three bedrooms are a good size. The Family Room is off the kitchen. This spacious room has its own mini split AC system and great storage space. The Inside Laundry Room has convenient built-ins and a small workshop area. An exterior door leads to the private outdoor shower. Very handy when you come back from the beach or boating. Small storage shed in back. In addition to the unbeatable beach and boating, this excellent Mid-Key location offers convenient access to the shops and restaurants of Siesta Village. Downtown Sarasota is a short drive away where you can enjoy various Theaters, Art Galleries, The Farmer's Market and fine dining. Motivated owner has made this the LOWEST PRICED WATERFRONT HOME IN SIESTA ISLES!

5572 Shadow Lawn Drive, Sarasota

$710,000
2 Beds 2 Baths Excelsior Beach To Bay SubDv. 34242 Zip Code
Experience the ultimate beachside lifestyle with this beautifully renovated 2-bedroom, 2-bath condo in the sought-after Excelsior community on world-renowned Siesta Key Beach. Designed with a bright, open layout and coastal-inspired finishes, this spacious residence features an updated kitchen and baths, in-unit laundry, and a private screened lanai perfect for relaxing after a day at the beach. At Excelsior, every day feels like a vacation. Enjoy two heated pools, tennis and pickleball courts, shuffleboard, a well-equipped fitness center, clubhouse, and private beach access with lounge chairs waiting for you in the sand. With two-week rental options allowed, this condo offers both a perfect personal retreat and an excellent investment opportunity. Ideally located just minutes from Siesta Key Village, you’ll have easy access to dining, shopping, and entertainment. The Excelsior Owner’s Association has completed all CRS and SERS requirements and maintains a strong financial position, giving you peace of mind. Your dream of living on Siesta Key Beach is closer than ever—this condo is ready for you!

6265 Midnight Pass Road Unit 205, Sarasota

$618,500
2 Beds 2 Baths Turtle Bay SubDv. 34242 Zip Code
Penthouse Opportunity in Turtle Bay - Siesta Key. Building B has a new roof and has passed both its Milestone & SIRS Inspections, and all special assessments have been paid by Seller. Welcome to Turtle Bay, one of Siesta Key’s most beloved bayside communities where sugar-soft Gulf beaches meet the serene beauty of Little Sarasota Bay. Perched on the top floor, this rarely available penthouse residence offers a unique opportunity to add value and design your dream coastal escape. Unit 602B features a 2bed 2 bath split layout floorplan and an in-unit stackable washer and dryer; a rare convenience on the Key. These penthouse bones are strong, pride of ownership is abundant, and you can feel the energy of love inside, making this opportunity ideal for those seeking a personalized second home or hybrid investment. Step outside and enjoy an array of premium amenities: a heated bayfront pool & spa, updated fishing pier, kayak launch and storage, tennis and pickleball courts, a community grilling area, and a social clubhouse. Boaters will love the available dock slips for just $300/year, while beach lovers can stroll across the street to access the deeded Gulf-front beach access. Turtle Bay is beautifully maintained and ideally located on the tranquil southern end of the island, and just minutes to the restaurants, shops, and free trolley stops that make Siesta living so effortless. Whether you're envisioning winters away from the Midwest chill, or a lock-and-leave getaway with flexible 3-month minimum rental options (up to 4x per year), this penthouse is your canvas.

8735 Midnight Pass Road Unit 602B, Sarasota

$575,000
2 Beds 2 Baths Beachway Apts SubDv. 34242 Zip Code
SELLER SAYS BRING ALL OFFERS! MAJOR PRICE IMPROVEMENT!! Reduced over 75k! Have you ever wondered what it's like to own a Siesta Key sunset? Throw on your swimsuit, grab a towel and take a short stroll across the street, because here at Beach Way, you can't get much closer! Embrace your very own next-level Florida lifestyle with this exceptional opportunity. This second floor 2-bedroom, 2-bathroom condo is ideally situated and directly across the street from the world-renowned Siesta Key Beach, continuously celebrated for its powdery soft, white quartz sands and clear waters. This property is being offered fully furnished and is move in ready, presenting a unique chance to personalize your very own dream retreat whether as a permanent residence or a vacation getaway. This unit beams with natural light throughout, showcasing its rare beauty. With a minimum lease period of one month, up to twelve times a year, it also offers potential for rental income. Rental Proforma attached. As you enter the front doors to this beach oasis, prepare to be impressed by an open-concept kitchen that seamlessly flows into the living and dining areas, extending out to a private screened-in lanai where you can take in partial glimpses of the Gulf, creating a perfect setting for relaxation and entertaining. Need a little space? Both bedrooms feature walk-in closets, providing ample storage and comfort. In addition, the unit overlooks the community's heated pool which is maintained at 85 degrees year-round. This well-maintained community was built in 1970, offering a host of amenities designed for convenience and leisure. Residents have access to a community room with a full kitchen for social gatherings, picnic and grilling areas, elevators, laundry facilities on each floor, and a personal storage unit. In addition, your deeded carport is located just steps from your front door, ensuring ease of access. Recent updates to building include a new roof in 2020, an updated elevator installed in 2019, re-plumbed stacks completed in 2018, the addition of new vinyl fencing in 2021. The quarterly condo association fee covers access to all the amenities, pest control, basic cable, water/sewer services, grounds maintenance, weekend on-site maintenance, and community insurance. Living on Siesta Key means more than just proximity to the beach; it's about embracing a lifestyle where every day feels like a vacation. Start your mornings with a peaceful walk along the shoreline, enjoy paddleboarding in the calm Gulf waters, or partake in beach yoga sessions at sunrise and drum circle Sundays. The island's laid-back atmosphere is complemented by its vibrant community, offering a mix of friendly full-time residents and seasonal visitors. Ready to venture out for some more fun? Siesta Key Village, just a short distance away, is the heart of the island's social scene. Here, you'll find an array of casual bars, eateries, and boutiques, perfect for evening outings or weekend brunches. The community's eclectic vibe ensures there's always something happening, from local festivals to live music events. Other close by attractions include the Ringling Bridge, Downtown Sarasota and St. Armands, close proximity to top rated schools and hospitals, SRQ Airport and University Town Center. Don't let another Season pass you by from owning your own slice of paradise in the sand. Schedule your showing today.

5600 Beach Way Drive Unit 201, Sarasota

$915,000
2 Beds 3 Baths Island Reef SubDv. 34242 Zip Code
BEACH! BAY! ENJOY PANARAMIC BAY VIEWS FROM THIS UPDATED RESIDENCE. Kitchen with solid surface countertop, stainless appliance. Two bedroom suites with private bath, walk-in closets laundry in residence. Additional room off foyer for den and storage. Turnkey Furnished! Carport! Island Reef is a serene waterfront community, one of the few Gulf to Bay community that offers many desirable amenities including: beach, boat docks (lifts allowed) two lit tennis courts, pickleball, 2 fitness rooms, kayak storage, library, billiards, game room, clubhouse, two heated pools and gas grills, PET FRIENDLY! Tropical gardens add to the appeal of Island Reef and this wonderful community and is close to two of Siesta Key’s popular restaurants. Complimentary trolley to Siesta Village for dining, shopping, ice cream, mini donuts, cute brunch spots, dancing and live music every night of the week!

8779 Midnight Pass Road Unit 506H, Sarasota

$800,000
2 Beds 3 Baths Island Reef SubDv. 34242 Zip Code
BEACH! BAY! ENJOY THE BAY VIEWS FROM THIS UPDATED REESIDENCE! IMPACT WINDOWS!! Kitchen with Granite countertop, stainless appliance, beverage refrigerator, two spacious bedrooms with private baths and walk-in closets. Powder room off foyer. Laundry in Residence. Turkey Furnished! Carport! Island Reef is a serene waterfront community, one of the few Gulf to Bay community that offers many desirable amenities including: Beach, Boat Docks (lifts allowed) two lit tennis courts, pickleball, 2 fitness rooms, Kayak Storage, Library, Billiards, game room, clubhouse, two heated pools and Gas Grills, PET FRIENDLY! Tropical Gardens add to the appeal of Island Reef and this wonderful community is close to two of Siesta Key’s popular restaurants. Complimentary trolley to Siesta Village for dining, shopping, ice cream, mini donuts, cute brunch spots and dancing and live music every night of the week!

8779 Midnight Pass Road Unit 406H, Sarasota

$975,000
3 Beds 3 Baths Harbour Towne SubDv. 34242 Zip Code
RARELY AVAILABLE THREE BEDROOM THREE BATH WITH 10,000 POUND BOAT LIFT AND SLIP THAT ACCOMMODATES UP TO A 45’ BOAT! Have you heard? Big Pass Is Open! You can now access the open waters of the Gulf from Big Pass, located between south Siesta Key and Casey Key! Enjoy the intracoastal waterway North and South in protected waters. This condo has beautifully updated kitchen and baths, quartz countertops, newer appliances, beautiful flooring throughout and soaring 20’ ceilings. Relax in the glassed and screened lanai overlooking the deep-water boat basin. The second story offers additional living space, a private bedroom and bath and a spacious 12’ x 13’ storage room. Harbour Towne has a clubhouse, pool, spa, four pickleball courts and a tennis court. Enjoy the world-famous Siesta Key Beach right across the street. If you love beach life, boating, pickleball and tennis, this is the condo for you! You may especially like the Siesta Key Village vibe with an easy walk, cycle or free trolley ride to enjoy great restaurants, live music, and shopping. It’s all here for the resort get-away feeling!

1233 Dockside Place Unit 207, Sarasota

$715,000
3 Beds 2 Baths Siesta Beach SubDv. 34242 Zip Code
One or more photo(s) has been virtually staged. Nestled in a tropical setting, this charming newly updated 3-bedroom 2-bath "beach retreat" located one mile from Siesta Key ‘s #1 ranked beach internationally …checks all the boxes! New roof, new doors & hurricane impact windows – check! Upon entering a fresh, airy feeling is welcoming. From the ceramic-tiled living room your eye travels beyond the den area to the tropical outside setting, fully fenced private and secure. The kitchen is quality with all stainless appliances, quartz counters and light cabinetry. A separate dining area has easy access to the outdoor deck. Primary bedroom with new en-suite bath and luxury wood vinyl floors is located for privacy from the 2 guest suites with same type floors and bath blending whites and beige palette with marble counter tops and tile floors. A spacious laundry room with washer and dryer opens to the single car garage. Indigenous plantings and a circular paver brick drive and walkway add to charm and curb appeal. Located in a great family neighborhood and nearby Out-of-Door Academy. Ready for immediate occupancy this is an ideal choice for a winter retreat or an investment with unlimited rental possibilities.

755 Edgemere Lane, Sarasota

$370,000
2 Beds 2 Baths Inlet Apts SubDv. 34242 Zip Code
Million Dollar Views at Half the Price.. Two Bedroom, Two Bathroom Corner End Unit... Discover the ultimate coastal retreat on the serene southern end of Siesta Key. This top-floor end-unit condo offers gorgeous partial Gulf views with coveted western exposure—perfect for soaking in breathtaking sunsets over the water. Just a short stroll to Turtle Beach and nestled along the picturesque Blind Pass saltwater canal, this hidden gem presents a rare opportunity to create your dream getaway. Though this unit is a fixer-upper, its unmatched location and incredible potential make it one of the best values on Siesta Key. Whether you’re seeking a personal sanctuary, a year-round residence, or a smart investment property, this condo offers the ideal foundation to bring your vision to life. Community Highlights: Boat-Friendly Living: Rentable boat slips available to owners and tenants on a 30-day rotation. Water Access: Dedicated kayak and paddleboard launch with secure storage. Peace of Mind: New seawall installed in 2022—proven resilient through the 2024 hurricane season. Resort-Style Pool: Recently resurfaced with new furniture, pump, and equipment. Outdoor Living: Brand-new community grill area, perfect for entertaining. Updated Exterior: Freshly painted in 2023 with a new roof added in 2024. Step into the laid-back charm of island living. Enjoy white-sand beaches and calm Gulf waters just minutes away. Explore local favorites in Siesta Village—home to vibrant restaurants, casual bars, and charming boutiques—all within walking or biking distance. Don’t miss this opportunity to own a slice of paradise. You can renovate the space to your taste, but this spectacular location is truly one-of-a-kind. Schedule your private showing today and start envisioning your future on Siesta Key!

9200 Midnight Pass Road Unit 30, Sarasota

$1,300,000
3 Beds 2 Baths Waterside East SubDv. 34242 Zip Code
INCREDIBLE VIEWS!.....INCREDIBLE ISLAND LOCATION!....INCREDIBLE INDOOR/OUTDOOR LIVING!....Turnkey Furnished & Located on a Quiet Cul-de-Sac street along the GRAND CANAL with Long Water Views ..... YOU will be "Wowed" by this 3 Bedroom/ 2 Bath Bright and Spacious Open Floor Plan that Seamlessly Flows to Over-Sized Screened Lanai with Heated Salt Water Pool--- Excellent for Entertaining as well as Everyday Activities****Updated Kitchen and Baths; Quartz Countertops & Luxury Vinyl Plank Flooring Throughout****Enjoy your Morning Coffee Poolside, Dinners Al Fresco and Sunset Cocktails Relaxing by the Waterside Fire-pit..... Ideal Property for the Boating Enthusiast with 10,000# Boat Lift & ease of Egress along the Grand Canal and just 5 minutes to the Intracoastal with Quick Access to the Gulf....and for the "Beach Lover"--- a quick bike ride to the Powdery White Sands of Top-Rated SIESTA KEY BEACH....Perfect as Investment, Vacation/Seasonal Property or Primary Residence!

572 Commonwealth Lane, Sarasota

$650,000
2 Beds 2 Baths Peppertree Bay SubDv. 34242 Zip Code
Magnificent water views!  It is like watching a boat parade every day! Welcome to Peppertree Bay, a sought-after beach to bay community on Siesta Key. This pristine 2-bedroom 2-bath condo has been beautifully updated to appeal to the modern discerning buyer, with clean contemporary finishes showcasing its coastal charm. Step inside to find a spacious open floor plan incorporating gorgeous wide-plank tile flooring leading to a bright and cheery kitchen with stainless-steel appliances, white shaker-style cabinetry and quartz countertops. Both baths have been stylishly remodeled with the same cabinetry and quartz countertops. You'll want to spend all day on the 29-foot lanai with its stunning views of the bay and all the beautiful wildlife that live and play there. Peppertree Bay features resort-style amenities like private beach access, two heated pools, tennis courts, pickleball courts, two clubhouses, fitness center and fishing pier. With onsite management and rental desk, this condo is the perfect coastal retreat or savvy investment. Enjoy the all new spectacular landscaping as you enter Peppertree.

1255 E Peppertree Drive Unit 507, Sarasota

$625,000
2 Beds 2 Baths Gulf & Bay Club Bayside SubDv. 34242 Zip Code
Perfect home for full-time Florida living or a great investment property in highly sought-after Siesta Key! Centrally located at an unbeatable price, this 2-bedroom, 2-bath ground-level condo offers incomparable value. Can be furnished (with the exception of a few personal items) or unfurnished. Neither the unit nor the complex sustained flooding or material damage from the 2024 hurricanes - making it a smart, secure choice on Siesta Key. Tucked into a popular community and just steps from the main pool, this unit boasts prime placement. Inside, you'll find recent upgrades throughout, including new Mohawk flooring, tiled lanai, upgraded washer, dryer, and stove, and stylish new ceiling fans. Exterior recently painted providing a fresh upgrade and additional upcoming improvements include road resurfacing and new pool tiling. An oversized primary bedroom features vaulted ceilings, a walk-in closet, and en-suite bath. The spacious second bedroom includes a double closet and access to a full bath. With east and west exposure, the condo enjoys an abundance of natural light throughout the day. The kitchen includes a cozy nook for a dining table, a bar area with room for stools, and a pantry closet - perfect for both everyday living and entertaining. A rare and desirable feature: there’s no unit above, offering extra light, added privacy, and peaceful quiet. Enjoy the outdoors from your choice of three spaces: the front patio, side patio, or the screened lanai with sliders overlooking the fountain, pond, and frequent visits from turtles and native birds. Residents and guests at Gulf & Bay Bayside have perpetual deeded access to a private stretch of Siesta Key’s white sand beach directly across the street at the Gulf & Bay Club—an incredibly rare and valuable perk. Additional community amenities include two pools, tennis and pickleball courts, six barbecue grills, a walking path, fishing dock with sunrise and sunset views, a gym, and a party room. Guest parking is located throughout the community for added convenience. With its ideal location, thoughtful upgrades, and unique features, this condo is a great buy!

1311 Siesta Bayside Drive Unit 1311-A, Sarasota