Location: Sarasota , 34242
Do Not Show Listings
5073 HIGEL AVE, SARASOTA, FL 34242
$2,400,00039 Days on yellowkey MLS ID: A4693713
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2965 Built: 1958 Tax: $10,432 (2025)Community: Sara SandsSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$10,432
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to luxury coastal living on Siesta Key. Perfectly positioned in the exclusive Sara Sands community, this fully remodeled 4-bedroom, 3.5-bath waterfront residence offers the ultimate blend of modern elegance, boating lifestyle, and relaxed Florida luxury. Situated on a deep-water canal with quick access to Sarasota Bay and the Gulf, this exceptional property features a private dock and boat lift, making it a dream for boaters and waterfront enthusiasts alike. Thoughtfully redesigned with high-end finishes and updated appliances throughout, the home showcases an open-concept layout filled with natural light, designer touches, and seamless indoor-outdoor living. The gourmet chef’s kitchen flows effortlessly into expansive living and entertaining spaces, while oversized impact glass doors open to your private tropical retreat. Step outside to a resort-style covered pool and lounge area designed for year-round entertaining, complete with multiple patio spaces and beautiful canal views. Whether hosting sunset gatherings, relaxing poolside, or taking your boat out for the day, this property delivers the best of the Siesta Key lifestyle. Additional features include a spacious 2-car garage, lush landscaping, generous bedroom suites, luxurious spa-inspired bathrooms, and a prime oversized lot on one of the island’s most desirable streets. Located just minutes from world-famous Siesta Key Beach — consistently ranked among the top beaches in the United States — as well as Siesta Village dining, shopping, and entertainment. Enjoy easy access to white quartz sand beaches, waterfront restaurants, marinas, and downtown Sarasota cultural attractions, all within approximately a 5–10 minute drive. Recently appraised at approximately $2.6 million and now offered at $2.4 million, this is an extraordinary opportunity to own a move-in-ready luxury waterfront home in one of Sarasota’s most sought-after coastal neighborhoods. Experience the perfect combination of modern sophistication, waterfront convenience, and island living at 5073 Higel Avenue.
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Abraham Ruth (832-529-7370)
1800 COVE II PL #213, SARASOTA, FL 34242
$595,00022 Days on yellowkey MLS ID: A4695562
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 860 Built: 1979 Tax: $5,863 (2025)Community: Midnight Cove IiCondo
Taxes:$5,863
Remarks: Fully Funded Reserves & Passed SIRS Inspections! 2 Bedroom, 2 Bath First-Floor Condo with Screened Lanai on fabulous Siesta Key Across from Crescent Beach – Just Steps from Siesta Key Beach! This turnkey furnished, beautifully maintained 2-bedroom, 2-bathroom condo is located on the first floor and offers the perfect blend of comfort and convenience. Enjoy stunning views of the Intracoastal Waterway right from your screened lanai. The property is fully funded for reserves and has passed the required SIRS inspections, providing peace of mind for the new owner. Key Features: Turnkey Furnished: Move-in ready with everything you need. Location: Prime location on Siesta Key, just across the street from Crescent Beach and an easy walk to world-renowned Siesta Key Beach. Views: Enjoy picturesque views of the Intracoastal Waterway from your lanai. Community Amenities: Marina with dock space available for rent or purchase. Fitness center and basketball court for active living. Heated pool for year-round enjoyment. Rental Opportunities: Midnight Cove II allows 1-week rentals, offering great potential for short-term rental income. The on-site office is optionally available to handle rentals on your behalf, making it a hassle-free investment. This property is an excellent opportunity for investors or those seeking a relaxing retreat in one of Florida’s most desirable locations. Schedule your private showing today!
Listing is courtesy of: EXCEPTIONS REALTY (941-536-8378)
Listing Agent: Peter Lev (941-536-8378)
6910 MIDNIGHT PASS RD #B, SARASOTA, FL 34242
$2,895,00013 Days on yellowkey MLS ID: A4694978
Bed: 5 Bath: 0.0 Gar: 2 Liv Area Sq Ft: 2801 Built: 2021 Tax: $22,665 (2025)Community: Point Of Rocks TerraceSpa: YesApartment
Taxes:$22,665
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Middle School: Sarasota Middle
Remarks: There Is Only One. Point of Rocks. Crescent Beach. Captain Curt's. For generations, this stretch of Siesta Key has attracted families, vacationers, and investors alike, and that demand has endured year after year for what seems to be one simple reason: people never seem to stop coming back. Positioned just moments from beach access located at the end of the street, Point of Rocks is a professionally designed luxury residence and high-performing short-term vacation rental offering five bedrooms, seven baths, an elevator, resort-style pool and spa, waterslide, and expansive indoor-outdoor living spaces designed to accommodate up to fourteen guests. Unlike traditional vacation homes, the property was intentionally engineered for the demands of luxury short-term rentals, blending resort-style living with commercial-grade durability and operational efficiency. Whether enjoyed as a private family retreat, an income-producing asset, or a combination of both, the property offers a rare blend of lifestyle and investment potential. Only one adjoining residence is attached, creating a boutique ownership environment, while the neighboring property is also available for purchase separately for those seeking a larger footprint, future family compound opportunity, or multi-generational ownership strategy. Financial performance, rental history, ADR and RevPAR data available upon request.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Rudy Dudon (941-234-3991)
5855 MIDNIGHT PASS RD #420, SARASOTA, FL 34242
$745,000223 Days on yellowkey MLS ID: A4671788
REDUCED by $20,000 (2.6%) on 06/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1152 Built: 1976 Tax: $4,975 (2024)Community: Harbor Towers Y & RCondo
Taxes:$4,975
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Location, location & views! Enjoy and experience luxury living at the Harbor Towers located just steps away from the world-famous Siesta Key beach. Highly desirable 4th floor unit, 2BR/2BTH with spectacular Gulf of America views from every room. Fully updated unit with new windows, new pipes, quartz countertops, new kitchen cabinets doors, new bathrooms and luxury vinyl flooring throughout. This turnkey furnished condo features an open floor plan, two suites split plan bedrooms and provides one parking space & additional storage room. New electrical panel and new water heater. Delight yourself at the HT amenities including heated resort style pools, 3 Har-Tru tennis courts, fitness center, sauna, clubhouse and a superb Marina & seating along the intercoastal waterway. HT has newly renovated building facade, common area including the lobby, spa area and hallways. A fantastic investment opportunity to own a rental income while enjoying the unit whenever you wish. Two-week minimum rentals are allowed 26 times/ year. Buyer can use the on-site property management company for rentals, or others.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Mihaela Dragan (630-330-8903)
3515 LA PALOMA AVE, SARASOTA, FL 34242
$1,800,00076 Days on yellowkey MLS ID: A4689037
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2233 Built: 1985 Tax: $15,834 (2025)Community: Siesta Rev OfSpa: YesSingle Family
Taxes:$15,834
Remarks: Positioned on the highly desirable north end of Siesta Key within the city limits, 3515 La Paloma Ave is a fully reimagined coastal retreat blending luxury living with exceptional flexibility and income potential. Just moments from Siesta Key Village, the beach, and the North Bridge, this elevated property offers the ideal balance of privacy, accessibility, and island lifestyle. This rare 5-bedroom coastal property offers nearly 3,000 total square feet of thoughtfully designed living space, beautifully renovated with designer finishes, open-concept living, and a bright modern coastal aesthetic throughout. The resort-style backyard showcases a screened pool, tropical landscaping, multiple entertaining areas, and seamless indoor-outdoor living. A detached mother-in-law suite with private entrance includes an additional bedroom, full bathroom, walk-in closet, and dry bar, creating exceptional flexibility for guests, multigenerational living, or income-producing opportunities. Offered turnkey furnished and move-in ready, this is a unique opportunity to own a high-producing coastal retreat in one of Siesta Key’s most sought-after locations.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Derek Edwards (941-929-3183)
6157 MIDNIGHT PASS RD #F22, SARASOTA, FL 34242
$529,90025 Days on yellowkey MLS ID: A4692762
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1332 Built: 1974 Tax: $5,274 (2025)Community: Bay OaksSpa: YesCondo
Taxes:$5,274
Remarks: This property is a rare find, featuring two master suites upstairs, each with its own private balcony. The home is tastefully decorated and is being sold Turnkey, making it an excellent opportunity for immediate use or investment. Notably, the property already has a strong track record of rental income with several future bookings already in place. The Bay Oaks community offers a serene setting with mature landscaping and a wide array of amenities, including a heated pool, tennis courts, recreation room and a fishing pier. It also provides the convenience of on-site management and a picnic area with Barbeques for your enjoyment. Located less than a mile from Crescent Beach, the property offers easy access to the world-renowned powdery, quartz sand of Siesta Key, recently ranked as the #4 beach in the world by Tripadvisor in 2025. The area is a premier destination spot. Additionally, the trolley stops directly in front of the complex providing easy transportation to the various dining, shopping and nightlife options Siesta Key is famous for.
Listing is courtesy of: BECKMANN REAL ESTATE (941-346-3500)
Listing Agent: Josh Beckmann (941-321-3500)
336 AVENIDA DE MAYO, SARASOTA, FL 34242
$5,195,00090 Days on yellowkey MLS ID: A4687301
REDUCED by $200,000 (3.7%) on 06/11/2026
Bed: 8 Bath: 8.5 Gar: 2 Liv Area Sq Ft: 3811 Built: 2019 Tax: $25,684 (2024)Community: Sarasota BeachSpa: YesSingle Family
Taxes:$25,684
Remarks: Experience refined seaside luxury in this extraordinary 8-bedroom, 8.5-bathroom residence just moments from Siesta Key Beach and Siesta Key Village. Currently operating as a successful vacation rental property, this home is thoughtfully designed to maximize both guest experience and income potential. Its expansive layout, high-end finishes, and prime location make it highly desirable for short-term rentals, with ample space to comfortably host large groups. Spanning four levels and serviced by a private elevator, the home is purpose-built for hosting. The layout includes two bedrooms on the second level, five well-appointed guest suites on the third floor—many with private baths and balconies—and a top-floor bedroom offering additional privacy. Two bunk-style rooms with a shared Jack-and-Jill bath further enhance its ability to accommodate larger parties. The primary suite provides a luxurious retreat with its own balcony and spa-inspired bathroom. The open-concept main living area serves as the heart of the home, featuring a designer kitchen with premium appliances, a large gathering island, and a dedicated bar area—ideal for entertaining. Multiple dining areas, both inside and out, create flexibility for group stays, while an upper-level flex room adds value as a game room, media space, or additional lounge area. Outdoors, guests can enjoy a private resort-style setting complete with a heated pool, sun shelf, built-in spa, and covered patio designed for comfort and entertainment. Multiple balconies and a rooftop deck offer additional gathering spaces, with sweeping Gulf views and unforgettable sunsets that consistently maximize the Florida experience. With its proven rental appeal, generous accommodations, and unbeatable location, this property presents a rare opportunity to own a **turnkey, income-producing investment** or a luxurious personal getaway in one of Florida’s most sought-after beach destinations.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Samantha Callaway (630-865-3189)
1229 MOONMIST CIR #P6, SARASOTA, FL 34242
$625,00022 Days on yellowkey MLS ID: G5112987
REDUCED by $25,000 (3.8%) on 06/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1015 Built: 1968Monthly Fee: $1,035 Tax: $4,713 (2025)Community: Polynesian GardensSpa: NoVilla
Taxes:$4,713
Remarks: Renovated in 2025 and offered fully furnished, THIS FREE STANDING VILLA ON SIESTA KEY IS TRULY TURN KEY-ideal as a personal retreat or a high-demand seasonal rental. Nestled in the highly desirable Polynesian Gardens along the Intracoastal Waterway, this villa offers a rare combination of privacy and convenience. One of only ten villas overlooking the expansive community pool, enjoy your own private entrance just steps from the fresh air terrace and screened lanai. Positioned at one of the highest elevations in the community, it adds both appeal and peace of mind. Unwind in your private outdoor oasis with lush tropical landscaping and a cozy LP gas fire pit—perfect for relaxing evenings. NEW ROOF 2024, NEW HVAC SYSTEM 2023, WATER HEATER 2025, PROGRAMMABLE NEST THERMOSTAT, PROGRAMMABLE AND REMOTE ENTRY TOUCH KEY LOCK, REMOTE CAMERA SYSTEM, AND NEW GUTTERS 2025. Spend your days fishing or watching dolphins and manatees from the community dock/fishing pier on the INTRACOASTAL WATER WAY. Walk to local favorites including dining, shopping, coffee spots, and nightlife at Captain Curt’s, plus nearby grocery stores and marina access. Just across the street is world-famous Siesta Key Beach with its cool, powdery white quartz sand beach. Bike, golf cart, or take the free trolley to The Village for even more to explore. This charming 2-bedroom, 2-bath villa with covered carport and screened lanai lives like a single-family home, offering spacious outdoor living with the ease of low-maintenance, lock-and-leave convenience. RENTAL HISTORY IN ATTACHMENTS. ENJOY THE ULTIMATE SIESTA KEY LIFESTYLE--MOVE IN, RENT OUT, OR SIMPLY RELAX.
Listing is courtesy of: MORRIS REALTY AND INVESTMENTS (352-435-4663)
Listing Agent: Jo Leen Howe (352-267-0770)
5966 MIDNIGHT PASS RD #G118, SARASOTA, FL 34242
$1,150,000203 Days on yellowkey MLS ID: A4671884
0 Days Off yellowkey (back on 4/7/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 864 Built: 1970 Tax: $9,506 (2024)Community: Palm Bay Club ICondo
Taxes:$9,506
Remarks: Under contract-accepting backup offers. Experience breathtaking, panoramic Gulf of Mexico views from this one of a kind penthouse-level residence. Located in the coveted Gulf-Front Tower at the Palm Bay Club on Siesta Key! Sitting high above the shoreline, you'll have the opportunity to experience amazing Siesta Key Sunsets like never before! This rare opportunity features a bright, open layout with a welcoming foyer, crown molding, and tile flooring throughout. The spacious kitchen includes granite countertops, trey ceiling detail, breakfast-bar seating, and a direct backdrop of the shimmering Gulf. The utility room adds valuable convenience and storage. Resort-style amenities include private deeded beach access, beach chairs, two heated pools (including one beachside), a large hot tub, barbecue areas, bayside fishing pier, lighted tennis & pickleball courts, fitness center, complimentary WiFi, 24-hour security and more. With excellent rental potential and a 3-day minimum rental program, this residence is ideal as a high-performing investment, seasonal escape, or full-time coastal retreat. Offering the best of both worlds with flexibility to make a nice income while still enjoying it personally. The onsite rental management provides an effortless, hands-off experience. Enjoy the island lifestyle just minutes from Siesta Key Village’s boutiques and restaurants, and a short drive to Downtown Sarasota’s vibrant arts and dining scene.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Ryan Miller (941-954-6925)
6548 SABAL DR, SARASOTA, FL 34242
$6,195,00078 Days on yellowkey MLS ID: A4688728
REDUCED by $100,000 (1.6%) on 06/11/2026
Bed: 9 Bath: 9.5 Gar: 2 Liv Area Sq Ft: 4944 Built: 2024 Tax: $40,057 (2025)Community: Sabal PalmsSpa: YesSingle Family
Taxes:$40,057
Remarks: Discover the ultimate expression of luxury coastal living in the heart of Siesta Key. This extraordinary 9-bedroom, 9.5-bath property is a true architectural showpiece, offering unmatched space, style, and sophistication just moments from world-renowned beaches and vibrant island amenities. Designed with an emphasis on grand-scale living, the home features an expansive great room floor plan that blends effortless comfort with refined elegance. The chef’s kitchen is a standout centerpiece, showcasing a large center island, premium appliances, and an oversized walk-in pantry. Perfect for both everyday living and large-scale entertaining. The dining area is enhanced by custom lighting, creating an inviting ambiance for memorable gatherings. A private elevator provides seamless access to all levels, while the 3-car garage adds convenience and storage flexibility. On the third floor of the home find an additional open family living room space with a wet bar and separate outdoor patio. No detail has been missed including an incredible game room. Every inch of this turnkey furnished home is finished with high-end materials and thoughtful craftsmanship. With nine spacious en-suite bedrooms, this property is ideal for multigenerational living, hosting guests, or maximizing income potential as a luxury rental investment. Outdoor living reaches new heights with a resort-style pool and covered spa, a super fun waterslide, and a putt-putt green are all within the interior of lush tropical landscaping. There are also plenty of outdoor dining and lounging options throughout with several patios and porches including an impressive rooftop deck which offers a panoramic view of the famous Siesta sunsets. Top rated Siesta beach is just a short stroll away as well as shops, the marina and dining. Whether you’re seeking a full-time residence, a second home, or a premier investment opportunity, this Siesta Key BEACH HOUSE delivers an unparalleled blend of luxury, versatility, and island living at its finest.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-778-7777)
Listing Agent: Sabrina Ullmann (203-300-8181)
332 AVENIDA DE MAYO, SARASOTA, FL 34242
$5,195,00091 Days on yellowkey MLS ID: A4687188
Bed: 9 Bath: 8.0 Gar: 4 Liv Area Sq Ft: 4055 Built: 2019 Tax: $26,520 (2025)Community: Sarasota BeachSpa: YesSingle Family
Taxes:$26,520
Remarks: ~Experience elevated coastal living in this fantastic BEACH HOUSE right in the heart of SIESTA KEY VILLAGE~ This beautiful home boasts 8 bedrooms + an additional bonus room = 9, plus 8 bathrooms, including 6 en-suite retreats, perfectly suited for a large primary residence or a high-performing luxury vacation rental. Ideally located and just steps from premier dining, boutique shopping, & vibrant nightlife, and only a short stroll or bike ride to the world-renowned Siesta Key Beach. This property offers the ultimate blend of convenience with the feel of a resort-style escape. Upon entering take the stairs or the convenient elevator up to the main living space. Here you will find an open chef's kitchen, large island, a beverage bar, along with the spacious living room and dining area. There are 2 bedrooms also on this level. Multiple balconies showcase great views of the village, while the home’s prime location places you moments from everything Siesta Key has to offer. It has been thoughtfully designed with high-end designer finishes and furnishings, every detail for both comfort and entertaining. The bonus room on the 4th level leads out to a spiral staircase and then up to the rooftop deck where both village and GULF VIEWS create a great backdrop for stunning SIESTA SUNSETS. Back on the 1st level, walk out to the covered patio and enjoy your private outdoor oasis with lush landscaping and the tranquil heated pool & spa designed for both relaxation and entertainment. It features an oversized sun shelf, wraparound lounge ledge and in-water bar seating. Whether you're hosting family and friends, a large group getaway or seeking a luxury investment property, this extraordinary beach house delivers unmatched living spaces throughout. It also comes beautifully turnkey furnished and ready for immediate enjoyment or rental income. THIS IS YOUR COASTAL ESCAPE...where luxury, location, and lifestyle all meet!
4903 COMMONWEALTH DR, SARASOTA, FL 34242
$3,250,000474 Days on yellowkey MLS ID: A4643229
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3146 Built: 2026 Tax: $5,210 (2024)Community: Siesta BeachSpa: NoSingle Family
Taxes:$5,210
Remarks: Under Construction. Expected completion Summer 2026. A rare opportunity to own a beautifully crafted custom home on Siesta Key by Nutter Custom Construction. This Coastal Contemporary residence offers 3,200 sq. ft. of interior living space and over 5,500 sq. ft. of total indoor/outdoor living, thoughtfully designed to maximize both luxury and comfort. Enjoy three spacious balconies, an outdoor kitchen, and a generous covered lanai that seamlessly blends indoor and outdoor living. Inside, the open floor plan is filled with natural light and features a stunning chef’s kitchen equipped with luxury appliances, custom cabinetry, and a walk-in pantry. The kitchen flows effortlessly into the dining area and great room, creating the perfect space for entertaining or relaxing with family. The home includes 4 bedrooms and 4 full bathrooms, providing ample space for family and guests. The expansive primary suite offers dual walk-in closets, a private balcony, and a serene retreat for homeowners. Upstairs, a versatile loft with access to a private balcony makes an ideal office or second living area. Additional highlights include an oversized 2.5-car garage, elevator access to all levels, and a full utility room for added convenience. The private backyard oasis features a beautiful pool and lush surroundings for year-round enjoyment. Located just minutes from Siesta Key’s world-famous beaches, as well as the vibrant shopping and dining options in The Village, this is a unique opportunity to personalize your dream home during this phase of construction. Don’t miss your chance to own a custom-built home in one of Sarasota’s most sought-after coastal communities. Please note: Some photos have been virtually staged for illustration purposes.
Listing is courtesy of: NCC PROPERTIES LLC (941-924-1868)
Listing Agent: Morgan Marziali (941-806-7214)
732 SIESTA DR, SARASOTA, FL 34242
$2,995,000479 Days on yellowkey MLS ID: A4640849
Bed: 3 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3743 Built: 1956 Tax: $13,183 (2024)Community: Bay Island ShoresSpa: YesSingle Family
Taxes:$13,183
Remarks: Rare and extraordinary waterfront offering on the coveted North end of Siesta Key, this premier Bay Island estate parcel presents the ultimate canvas for creating a world-class coastal retreat. Set on nearly half an acre, the property commands sweeping waterway views and offers 90 feet of protected sailboat-water frontage, complete with an existing 73-foot composite and tile dock—an exceptional amenity for the discerning boating enthusiast. To seamlessly bring your vision to life, fully customizable luxury home plans, as well as projected expenditure framework are available for review from Salt Wave Construction thus significantly expediting the design-build process. The seller has also committed to demolition of the existing structure, allowing for a smooth and efficient transition to new construction. The proposed residence spans approximately 6,366 square feet, including over 4,000 square feet of refined, air-conditioned living space, thoughtfully designed to maximize waterfront exposure and elevate indoor-outdoor living. Multiple entertaining spaces, expansive terraces, and view-oriented decks create the perfect setting for both grand gatherings and intimate moments, all framed by captivating water vistas. Ideally located for effortless access on and off Siesta Key and just minutes from the culture, dining, and sophistication of Downtown Sarasota, this exceptional property offers the rare combination of privacy, prestige, and proximity. An unparalleled opportunity to craft a legacy waterfront estate in one of Sarasota’s most sought-after enclaves.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Jay Mitchell Jr., Pllc (941-586-1754)
5108 SANDY SHORE AVE, SARASOTA, FL 34242
$1,050,00032 Days on yellowkey MLS ID: A4694309
1 Days Off yellowkey (back on 5/26/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1681 Built: 1960 Tax: $4,305 (2025)Community: Sara SandsSpa: NoSingle Family
Taxes:$4,305
Remarks: Capturing the essence of “location, location, location,” this canal-front pool home is ideally situated on a quiet cul-de-sac street on the desirable north end of Siesta Key. Offering 2 bedrooms & 2 bathrooms, the well-maintained, albeit dated, residence presents an exceptional opportunity to update or build the custom waterfront estate of your dreams. Set in a premier location where the true value lies in the land and lifestyle, the property has not experienced flooding and offers the rare combination of tranquility, boating access, and proximity to the beach. Just 1.1 miles away are the world-renowned white quartz sand beaches of Siesta Beach, with Beach Access #5 conveniently located at the west end of Siesta Key Village. The Village is known for its vibrant island atmosphere, featuring an eclectic mix of restaurants, boutiques, nightlife, and entertainment. For boating enthusiasts, the home offers an 18 minute +/- boat ride via the Grand Canal to Sarasota Bay, with direct access to Big Pass and the Gulf of Mexico. Whether you envision relaxing poolside, spending carefree days at the beach, enjoying boating adventures, or embracing the vibrant island lifestyle, this property offers endless possibilities in one of Sarasota’s most coveted waterfront locations.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Angela Adams (941-809-9760)
1250 N PORTOFINO DR #202, SARASOTA, FL 34242
$469,90025 Days on yellowkey MLS ID: A4695140
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 929 Built: 1969Monthly Fee: $958 Tax: $4,389 (2025)Community: Siesta Harbor IiCondo
Taxes:$4,389
Remarks: This second floor 2-bedroom, 2 bath condo is located in the Marlin House in the 55+ community of wonderful Siesta Harbor! This unit offers an open floor plan with plenty of light. Step out onto one of the balcony’s to view the peaceful water, boats going by and you may see dolphins playing while you are enjoying your morning beverage. This community offers more than just serene water views. Included in the many amenities are a heated pool, shuffleboard, library and a fitness area. Feel free to participate in movie night, Tai Chi and Happy Hour along with many other activities offered at the clubhouse. Are you a boater? Siesta Harbor is one of the few condos on Siesta Key that offers a boat dock with deep water, for those interested in this bonus extra. If you wish to walk to the beautiful Siesta Key beach, voted best beach in the USA and the world, private access right across the street through a deeded access. Siesta Harbor keeps its grounds and buildings well maintained, recently updated with new roofs and updated common areas. This unit is a must have, with the deep water of the Intracoastal Waterway right in your backyard, the peaceful and serene atmosphere of the area, the beautiful beach just a shore walk away and it can be an income producer should that be something you want to consider.
5179 HIDDEN HARBOR RD, SARASOTA, FL 34242
$7,950,000246 Days on yellowkey MLS ID: A4669099
INCREASED by $450,000 (6.0%) on 06/10/2026
Bed: 6 Bath: 7.5 Gar: 3 Liv Area Sq Ft: 4900 Built: 2026 Tax: $9,659 (2024)Community: Hidden HarborSpa: YesSingle Family
Taxes:$9,659
Remarks: Pre-Construction. To be built. Welcome to this newly imagined Siesta Key residence, a world curated for those with a sophisticated palate for modern architecture at the edge of the sea. Here, light dances across water and peers through your windows blending luxury, privacy and resort-style living within the exclusive enclave of Hidden Harbor. The journey begins as you approach this designer estate—a vision of coastal modernism, 4,900 square feet under air and meticulously crafted by TDI Coastal Homes, celebrated for precision, integrity, and elegance. Clean lines and natural textures blend with lush tropical surroundings, setting the stage for a life that lives like an endless retreat. The lower level invites you to linger outdoors surrounded by the scent of the saltwater breeze and the sounds of the cascading waters of the 65-foot infinity pool and spa. A covered living space blurs the line between home and horizon. A custom waterslide arcs playfully into the pool, while beyond, your private dock with a 20,000-pound lift awaits spontaneous voyages to Roberts Bay. Ascend by elevator or sculpted staircase to the heart of the home—spaces that feel both expansive and intimate. Walls of glass reveal shimmering water views, while the Meile appliance suite anchors a chef’s kitchen made for creating fine cuisine and lasting memories. Every detail and finish bears the signature of master craftsmanship. The home’s six bedrooms include two primary suites, each a retreat of its own with spa-inspired baths. Six full and three half baths offer both comfort and convenience for family and guests alike. A 700-square-foot bonus space stands ready to become whatever your imagination allows—a golf simulator, game lounge, or wellness studio. A three-car garage, new seawall, whole-home generator, and zero water intrusion during the 2024 storms provide unmatched peace of mind. As evening settles, the home transforms. Ambient lighting glows across the infinity edge and the hush of the bay replaces the day’s energy. You can almost hear the future stories unfolding here—laughter by the pool, sunrise swims, quiet coffee on the terrace. 5179 Hidden Harbor Road isn’t just a home; it’s a state of being—modern, effortless, and deeply connected to the water.
5155 HIDDEN HARBOR RD, SARASOTA, FL 34242
$1,995,000151 Days on yellowkey MLS ID: G5107159
2 Days Off yellowkey (back on 6/10/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2233 Built: 1973Monthly Fee: $332 Tax: $7,806 (2025)Community: Hidden HarborSpa: NoSingle Family
Taxes:$7,806
Remarks: Nearly 200 feet of deep-water frontage in the prestigious Hidden Harbor enclave of Siesta Key—no bridges, quick access to Roberts Bay and the Gulf of America. Move-in ready and never flooded. Enjoy island living in this private waterfront setting surrounded by multi-million dollar estates. Lush, canopy-lined brick paver streets, wide water views, no through streets, and excellent boating access. The home has been thoughtfully renovated with an emphasis on functionality and storage, featuring an updated kitchen, modernized bathrooms, tile flooring throughout, recessed lighting, impact-rated windows and sliders, landscape lighting, a dedicated well with irrigation system, and a heated saltwater pool. Bike to the award-winning Siesta Key Beach, dine and shop in Siesta Village, kayak from your dock to nearby mangrove tunnels, or enjoy the convenience of downtown Sarasota less than seven miles away. A rare waterfront home offering immediate enjoyment and long-term upside in a neighborhood experiencing significant luxury redevelopment.
Listing is courtesy of: LIST NOW REALTY, LLC (352-385-7636)
Listing Agent: Matt Buttner (352-385-7636)
5661 MIDNIGHT PASS RD #401, SARASOTA, FL 34242
$463,000152 Days on yellowkey MLS ID: A4678954
REDUCED by $6,900 (1.5%) on 06/10/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1012 Built: 1975 Tax: $4,629 (2025)Community: White Sands VillageCondo
Taxes:$4,629
Remarks: Welcome to coastal living at its best in White Sands Village, a desirable waterfront community ideally located in the middle of Siesta Key and 1 mile from The Village. This charming 2-bedroom, 2-bath end-unit condominium (no flood damage), offering added peace of mind and ease of ownership. The community is surrounded by lush tropical landscaping and features a clubhouse and sparkling community pool, creating a relaxed island atmosphere. White Sands Village offers water access with Gulf-front amenities and boat slips available via waitlist, perfect for boating enthusiasts. This property may be used as a rental or income-producing investment with a minimum 2-week rental period, making it an excellent option for seasonal use or short-term rental opportunities. Ideally located across the street from world-famous Siesta Key Beach, along with nearby restaurants, shopping, and entertainment, plus convenient on-and-off island access. Whether you’re looking for a full-time residence, vacation retreat, or rental investment, this property delivers the best of the Siesta Key lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Lisa Blakeney (616-795-6545)
7108 MIDNIGHT PASS RD, SARASOTA, FL 34242
$4,219,000109 Days on yellowkey MLS ID: A4685107
Bed: 7 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4697 Built: 1970Monthly Fee: $467 Tax: $10,150 (2025)Community: Siesta Properties IncSpa: NoSingle Family
Taxes:$10,150
High School: Riverview High
Remarks: A rare opportunity situated on an expansive 1.8 acres, this estate is located behind the gates of one of Siesta Key’s most exceptional estate settings. Surrounded by lush tropical foliage and serene lagoon-style water features, the property offers remarkable privacy and versatility with a 5-bedroom, 4-bath main residence and a separate 2-bedroom, 1-bath guest house—ideal for multi-generational living, hosting guests, or providing dedicated staff accommodations. The grounds evoke a secluded, natural sanctuary while remaining just minutes from Siesta Key’s vibrant dining, boutique shopping, and world-renowned coastline. Positioned within the prestigious Sanderling Club, the estate grants access to one of Sarasota’s most storied and sought-after communities. Celebrated for its historic bay-to-gulf setting and architectural significance, the Sanderling Club offers residents private beach access, 24-hour gated security, tennis and pickleball courts, a beach front clubhouse, and a members-only marina just steps from the property—delivering a refined coastal lifestyle unlike anywhere else. Located moments from the iconic, powder-soft sands of Siesta Beach, this property presents a rare chance to create a legacy residence in an extraordinary setting. Whether you choose to enhance the existing homes or envision an entirely new custom masterpiece, the possibilities are limitless. Properties of this scale within the Sanderling Club are exceptionally scarce, making this offering truly remarkable.
Listing Agent: Maryana Zilinskiy (941-744-6065)
8250 SANDERLING RD, SARASOTA, FL 34242
$18,900,000319 Days on yellowkey MLS ID: A4660281
Bed: 5 Bath: 6.0 Gar: 6 Liv Area Sq Ft: 7756 Built: 2000Monthly Fee: $450 Tax: $102,460 (2024)Community: Sanderling Club / Siesta KeySpa: YesSingle Family
Taxes:$102,460
Remarks: Guy Peterson's architectural masterpiece is located in Sarasota's most prestigious gated enclave. Positioned on the white sands of Siesta Key, 8250 Sanderling Road is more than a residence; it is a bold statement in modern architecture, masterfully envisioned by renowned architect Guy Peterson, FAIA. Set on 1.54 private acres with 150 feet of Gulf-front beach and 150 feet of lagoon frontage behind the gates of the exclusive Sanderling Club, this estate is a rare fusion of design innovation, artistic expression, and coastal tranquility. Widely recognized as one of Florida’s most iconic modern beach residences, the property has received top honors including the AIA Florida Test of Time Design Award, AIA Florida Gulf Coast Honor Award and the AIA Florida Excellence in Architecture Award, and has been featured in The Wall Street Journal, HGTV’s Homes Across America, Robb Report, Florida Design, Sarasota Magazine and more. It is also prominently included in Four Florida Moderns and 50 US Architects Residential and Planning, placing it among the most significant architectural achievements in the country. The home was designed as a series of four interconnected pavilions anchored in concrete and glass. It was reimagined in 2014 by the original architect, Guy Peterson, alongside Michael K. Walker and Richard Geary. The result is a striking architectural clarity that elevates the original design while introducing refined modern comforts. The sculptural façade is defined by bold horizontal lines, artful cutouts, and a seamless blend of poured concrete, steel, and sanded glass. A shell stone path leads to a dramatic entry, where the residence begins to unfold like a gallery of light and form. Inside, the interiors echo the clean geometry of the exterior. A soaring multi-level foyer acts as a central spine of the home, where light, shadow and structure interplay like a living installation. The custom-designed bar, lit by an onyx countertop, is functional and atmospheric. The dining room is framed by concrete columns and translucent glass, revealing a cinematic view of the Gulf beyond. The kitchen, anchored by warm teak millwork, features dual islands, Miele and Wolf appliances, and honed marble surfaces, creating a space as elegant as it is functional. The owner’s suite offers a peaceful retreat with a sitting area, private terrace, and coffee bar, while dual baths evoke spa-like tranquility with stone finishes and minimalist detailing. A private office with panoramic Gulf views inspires focus, while additional guest suites offer comfort and privacy with en-suite accommodations. Outside, a sprawling terrace connects indoor and outdoor living, ideal for intimate reflection or entertaining against the sound of waves. Residents of The Sanderling Club enjoy access to a private marina and beach plus 24-hour guard-gated enclave celebrated for its discretion and architectural legacy. With its distinguished pedigree and timeless design, 8250 Sanderling Road is a coastal sanctuary that honors the past, elevates the present, and secures its place among the most architecturally significant homes in on Florida’s Gulf Coast.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
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