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1163 Coquille Street Unit 207, Sarasota
$950,000
2 Beds ⋅ 2 Baths ⋅ Coquille SubDv. ⋅ 34242 Zip Code
Tucked within a charming Gulf-side community of just 27 residences, this unique and rarely available townhouse on Siesta Key is in model condition and offers private access to one of the most celebrated beaches in the country. With 1,760 square feet of living space, the home features soaring two-story ceilings and abundant natural light throughout the main living areas. Head upstairs on the grand staircase to an additional bedroom plus a versatile loft space—currently used as a TV room and office—which could easily function as a third bedroom. The primary suite is conveniently located on the first floor and opens to a private enclosed sitting area. An updated kitchen with wood and glass cabinetry, natural stone countertops, stainless steel appliances, a spacious island flows into a casual dining area and living space, all finished with engineered hardwood floors, crown molding, and a neutral color palette. Two updated full bathrooms serve both levels, and laundry is located inside on the main floor. Additional features include built-in beverage refrigeration, hurricane shutters, and dedicated closets. Enjoy the private entry and an unheard of oversized garage with space for three vehicles adding loads of additional storage and convenience. The amount of storage is like living in a single family home. The community is primarily owner-occupied, with limited rentals, and welcomes large pets. Recent association improvements include new garage doors, exterior paint, landscaping, privacy fencing and more making this community feel like new. Steps from the white sands of Siesta Key, community pool, and close to shopping and dining. This move-in ready home invites you to settle into the ease of coastal living.

1163 Coquille Street Unit 207, Sarasota

8212 Midnight Pass Rd Road Unit 1-10, Sarasota
$4,500,000
34242 Zip Code
Siesta Key Bungalows is a cozy island offering 10 one-bedroom bungalows, some over looking the tranquil pristine blue waters of Heron Lagoon, and others overlook the lush tropical courtyard of Siesta Key Bungalows. The Bungalows sit less than a mile away from Siesta Key's beaches and boast free kayaking and canoeing on Heron Lagoon as well as a sparkling, heated pool and affordable rates year round. Siesta Key Bungalows are located near all 3 beaches on Siesta Key. You will be able to view all the beauty Siesta Key has to offer. Siesta Key offers a free trolley that connects the entire island including Siesta Key Bungalows. Gross income in past years prior to the hurricane was just over $500,000.00. Net operating income was just over $200,000.00 for the year.

8212 Midnight Pass Rd Road Unit 1-10, Sarasota

797 Beach Road Unit 415, Sarasota
$850,000
2 Beds ⋅ 2 Baths ⋅ Crescent Royale SubDv. ⋅ 34242 Zip Code
Your Siesta Key beach getaway awaits! This two-bedroom, two-bath condo offers an exceptional location, convenience, and investment potential just steps from the world-famous white sands of Siesta Key Beach. Freshly painted and professionally cleaned, this unit is ready for its next owner to enjoy. One of the standout features of this condo is its prime location within the building, situated just steps from the elevator, with convenient parking located nearby. Whether you're bringing in groceries, unloading luggage, or heading out for a day at the beach, this desirable location makes coming and going effortless. Enjoy the Florida lifestyle with access to community amenities, including a heated swimming pool, fitness center, shuffleboard, and outdoor grilling areas. Located directly across from Siesta Key Beach and just minutes from the shopping, dining, and entertainment of Siesta Key Village, everything you need is within easy reach. With weekly rentals permitted, this property offers excellent flexibility as a personal beach retreat, seasonal residence, or income-producing investment. Whether you're looking to enjoy the island lifestyle yourself or take advantage of its rental potential, this condo offers an exciting opportunity to own a piece of paradise on Siesta Key!

797 Beach Road Unit 415, Sarasota

5012 Higel Avenue, Sarasota
$2,149,000
4 Beds ⋅ 3 Baths ⋅ Harmony Sub SubDv. ⋅ 34242 Zip Code
Discover the best of Siesta Key waterfront living in this beautifully renovated canal-front residence, where modern comfort, thoughtful design, and an exceptional island lifestyle come together on nearly half an acre. Extensively renovated (2024 - 2025), this four-bedroom, three-bath home offers 3,541 square feet of inviting air-conditioned living space, a private dock and a west-facing backyard retreat designed for enjoying Florida's beautiful sunsets. The spacious open-concept interior features a beautifully updated kitchen with new appliances, generous living and dining areas, and expansive views of the pool and canal beyond. A thoughtfully designed split floor plan includes two private primary suites with ensuite baths, ideal for family and guests. The main primary retreat overlooks the water and features a luxurious bath with a soaking tub, walk-in shower, dual vanities, and access to an outdoor shower. Two additional bedrooms provide flexibility for guests, a home office or den, including one with a private courtyard entrance. Extensive improvements completed in 2024/2025 include beautifully updated interiors and major home systems, two HVAC systems, a replaced roof with storm-code strapping, impact-resistant windows, sliding doors and garage door. Outdoors, the heated pool, coral stone lanai and expansive fenced backyard create an inviting setting for entertaining or simply relaxing in the island sunshine. Boating enthusiasts will appreciate the private Trex dock, 112-foot seawall and canal access with just one higher fixed bridge to Sarasota Bay. A two-car garage and extended driveway add convenience. Ideally located just moments from Siesta Village's restaurants, boutiques and entertainment, and minutes from the world-renowned powdery white sands of Siesta Beach, this beautifully updated waterfront home offers the perfect balance of relaxed island living, boating adventures and modern coastal comfort. Your Siesta Key lifestyle awaits.

5012 Higel Avenue, Sarasota

5174 Sandy Cove Avenue, Sarasota
$4,300,000
5 Beds ⋅ 4 Baths ⋅ Sara Sands SubDv. ⋅ 34242 Zip Code
Pre-Construction. To be built. Under Construction. Welcome to 5174 Sandy Cove Ave, a pinnacle of contemporary elegance nestled in the heart of Sarasota, Florida. Designed by architect Mark Sultana. This 3900 sq foot new construction home epitomizes the fusion of exquisite design and impeccable craftsmanship, promising an unparalleled sanctuary for its new owner. Positioned just minutes from Sarasota's pristine white sand beaches, dynamic city life, and a wealth of amenities, this residence seamlessly harmonizes tranquility with convenience. Its proximity to major thoroughfares, shopping districts, culinary delights, and recreational hubs ensures a lifestyle of unparalleled ease and accessibility. The expansive backyard, complete with an open pool area and 275 feet of corner canal lot, featuring a dock and 10,000 lb boat lift, offers endless opportunities for relaxation, recreation, and waterfront adventures, providing direct access to Sarasota's endless waterways. Thoughtfully designed with energy efficiency and cutting-edge smart home technology, this residence promises a lifestyle that transcends the ordinary, ensuring comfort and sophistication for generations to come. 5174 Sandy Cove Ave isn't just a home—it's a lifestyle, an embodiment of coastal living in one of Sarasota's most coveted neighborhoods. Seize the opportunity to make this exceptional property your own and embark on the ultimate Florida dream. Estimated time to complete is approximately 8 months

5174 Sandy Cove Avenue, Sarasota

214 Hourglass Way Unit V-4, Sarasota
$659,000
2 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code
RARE SIESTA KEY OPPORTUNITY! Experience the best of coastal Florida living in this beautifully updated 2-bedroom, 2-bath villa with a versatile bonus room in Whispering Sands, an exclusive 55+ Gulf-front community with private deeded beach access to world-famous Siesta Beach. Just steps from the sugar-white sand, this move-in-ready residence combines relaxed coastal elegance with thoughtful updates and an inviting open-concept layout. The beautifully remodeled kitchen features white shaker cabinetry, quartz countertops, stainless-steel appliances, an oversized island, designer backsplash, and abundant storage—perfect for everyday living or entertaining. The spacious primary suite offers a private retreat with a stylishly remodeled bath and walk-in shower, while the guest bedroom provides comfortable accommodations for family or visitors. The bonus room adds valuable flexibility for a home office, media room, hobby space, or additional sleeping area. Step outside to your private tropical courtyard, the perfect spot for morning coffee, afternoon cocktails, or unwinding after a day at the beach. Whispering Sands offers an exceptional resort-style lifestyle with two heated pools, clubhouse, library, shuffleboard courts, scenic lakes, lush tropical landscaping, and an active social calendar. Enjoy the convenience of being just minutes from Siesta Key Village’s renowned dining, boutiques, entertainment, and nightlife, with downtown Sarasota, arts, culture, and waterfront attractions also close by. Opportunities to own a beautifully updated villa with private Gulf-front beach access on Siesta Key are limited. Schedule your private showing today before this exceptional opportunity is gone!

214 Hourglass Way Unit V-4, Sarasota

182 Island Circle, Sarasota
$2,695,000
4 Beds ⋅ 3 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Enjoy the best of Siesta Key living from this Key West-style waterfront home on sought-after Palm Island, ideally located just a short walk from the powder-white sands of Siesta Key Beach and the shops, restaurants and entertainment of Siesta Key Village. Set along a quiet canal, this 4-bedroom, 2.5-bath residence offers a wonderful opportunity to enjoy the island lifestyle today while adding your own personal touches over time. The home features a functional, comfortable layout with generous living spaces and abundant natural light. Significant recent improvements include a brand-new roof along with impact-resistant windows and sliding glass doors throughout. The property has also remained high and dry with no history of flood damage. Outdoors, a pool overlooks the canal, creating an inviting setting for relaxing and entertaining. Boaters will appreciate the private dock and 8,000-lb boat lift, making it easy to take advantage of Siesta Key’s surrounding waterways. An adjacent county-owned vacant parcel provides additional separation and a welcome sense of privacy. With its combination of waterfront access, boating amenities, pool, privacy and proximity to both Siesta Key Beach and the Village, 182 Island Circle presents a compelling opportunity to create your own island retreat in one of Siesta Key’s most desirable residential neighborhoods.

182 Island Circle, Sarasota

420 Beach Road Unit 507, Sarasota
$1,695,000
2 Beds ⋅ 2 Baths ⋅ Siesta Gulf View SubDv. ⋅ 34242 Zip Code
Siesta Key Beach paradise! Wake up to Gulf breezes and end each day with a sunset on the beach from this direct beachfront condo at Siesta Gulf View. This fifth floor center unit 2-bedroom, 2-bath residence offers a full west-facing panorama of Siesta Beach and the Gulf from its expansive 31-foot screened balcony, accessible from the living room, kitchen, and primary suite. This beautifully updated unit with open floor plan, newly installed 2026 air conditioner with coastal coil, reverse osmosis both refrigerator water/ice, full granite counter tops, all stainless steel appliances, shaker cabinets throughout and beach decor with Restoration hardware custom leather sectional. Primary bedroom has his/her walk in closets and built-in linen closet. This income producing TURNKEY FURNISHED with Recent community updates give peace of mind: milestone inspections complete, all cast iron plumbing replaced in 2024, and new clubhouse roof and landscaping., with no special assessments. Siesta Gulf View is a sought-after, gated, 59-unit community offering private boardwalk access to the quartz sands of Siesta Key Beach, plus resort-style amenities: a 25’x40’ heated pool, tennis and pickleball courts, fitness room, grilling areas, and clubhouse. Assigned under-building parking, ample guest parking, first-floor storage, and an on-site management office add convenience. Best of all, you’re just blocks from vibrant Siesta Key Village: restaurants, shops, and live music are a short stroll away. Whether you’re seeking a vacation retreat, investment property (one-month minimum rentals allowed up to 12 times/year), or full-time Gulf-front living, this condo delivers the ultimate Beach resort living this is a MUST SEE! Land, Site, and Tax Information

420 Beach Road Unit 507, Sarasota

546 Freeling Drive, Sarasota
$12,500,000
5 Beds ⋅ 7 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code
Pre-Construction. To be built. Expected to be complete in 3–4 months. Discover an extraordinary opportunity to own a new construction waterfront residence on an expansive 0.52-acre double lot on North Siesta Key. Designed and built by Pham Development, this single-story, transitional modern-style home offers 170 feet of deep-water canal frontage, 4,353 square feet under air, and 15,453 square feet under roof. Featuring 5 bedrooms, 5 full bathrooms, 2 half baths, a designated private office, and the option for a private fitness studio, the residence showcases soaring 17.5-foot vaulted ceilings, a striking glass wine wall, and designer finishes. Light-filled interiors capture tranquil water views, while lush landscaping across the canal—with no homes visible—creates a serene, private backdrop. Opportunities to customize finishes and style allow you to make the home your own. Designed for both everyday comfort and entertaining, the open-concept living spaces center around a chef’s kitchen featuring a 72-inch Sub-Zero refrigerator, Cove dishwasher, and Wolf range, coffee maker, and microwave. The living areas flow seamlessly onto an expansive back patio equipped with remote-controlled electric mosquito screens, allowing you to enclose the space at the touch of a button. A spectacular pool with a champagne hot tub spa, generous outdoor lounging areas, and a fully equipped Wolf outdoor kitchen create an inviting setting for alfresco dining and waterfront entertaining. The primary suite offers a private sanctuary with spa-inspired amenities and thoughtfully designed personal spaces. An elegant circular driveway creates a grand arrival, while the expansive ground level offers room for up to 10 cars, complemented by an impressive 10-car garage—ideal for collectors or additional storage. Combining exceptional canal frontage, peaceful views, and beautifully appointed indoor and outdoor spaces, this distinctive North Siesta Key residence offers refined coastal living.

546 Freeling Drive, Sarasota

8911 Midnight Pass Road Unit 511, Sarasota
$385,000
1 Beds ⋅ 1 Baths ⋅ Sunrise Cove SubDv. ⋅ 34242 Zip Code
SUNRISES OVER THE BAY, SUNSETS OVER THE GULF—YOUR SIESTA KEY RETREAT AWAITS! Discover top-floor coastal living in this turnkey furnished, one-bedroom, one-bath residence in desirable Sunrise Cove. With breathtaking views of the Intracoastal Waterway and the Gulf of Mexico, this inviting condo offers the rare opportunity to enjoy spectacular sunrises over Sarasota Bay and magnificent Gulf sunsets from your own coastal retreat. Sparkling blue waters, passing boats, and beautiful views in both directions create a setting that feels like a vacation every day! The bright, welcoming interior flows into a Florida room where sweeping Intracoastal views take center stage. A built-in Murphy bed provides additional sleeping accommodations for family and guests, making this space as practical as it is inviting. The spacious primary bedroom features a generous walk-in closet, while an updated bathroom and turnkey furnishings make this condo ready for immediate enjoyment. Simply unpack and start enjoying the island lifestyle! RESORT-STYLE AMENITIES RIGHT AT HOME! Enjoy two heated swimming pools, tennis and pickleball courts, a fitness center, and a game room. Waterfront docks are available to lease for a nominal fee on a first-come, first-served basis, adding to the appeal of this waterfront community. Recent community improvements include new roofs, docks, and carports. A LOCATION THAT MAKES ISLAND LIVING EASY! Situated directly across from Turtle Beach and just steps from waterfront dining at Ophelia’s on the Bay and Turtles on the Bay, Sunrise Cove puts some of Siesta Key’s favorite experiences close to home. Hop aboard the complimentary Siesta Key Breeze trolley for convenient access to the charming boutiques, restaurants, and entertainment of Siesta Key Village. On-site management and a 30-day minimum rental policy provide added flexibility for seasonal owners and rental opportunities. Whether you’re searching for a seasonal escape, an investment opportunity, or a year-round residence, this top-floor condo brings together stunning dual water views, resort-style amenities, and an exceptional Siesta Key location. Come discover the coastal lifestyle you’ve been dreaming of. Your little piece of paradise awaits!

8911 Midnight Pass Road Unit 511, Sarasota

3455 Anglin Drive, Sarasota
$1,900,000
3 Beds ⋅ 4 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code
Experience the best of coastal living at this beautifully remodeled home in the heart of Siesta Key! Ideally located just minutes from the world-famous Siesta Key Beach, this inviting property blends modern elegance with relaxed Florida living. Thoughtfully updated throughout, the home features stylish luxury vinyl plank flooring, a fresh, contemporary feel, and beautifully appointed living spaces designed for comfort and entertaining. Step outside to your private backyard oasis, complete with a sparkling swimming pool and inviting outdoor space perfect for soaking up the Florida sunshine, hosting gatherings, or enjoying peaceful evenings at home. Whether you're looking for a full-time residence, a vacation getaway, or an investment opportunity, this move-in-ready property offers an exceptional opportunity to enjoy the Siesta Key lifestyle, with beautiful beaches, dining, shopping, and local attractions just moments away. Don't miss your chance to own a slice of paradise!

3455 Anglin Drive, Sarasota

5830 Midnight Pass Road Unit 8, Sarasota
$429,000
1 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code
BEACH LOVERS AND INVESTORS, THIS ONE IS ALL ABOUT THE LOCATION! Welcome to Unit 8 at Jamaica Royale on Siesta Key, where being close to the beach doesn't get much better! Just steps from the world-famous Siesta Key Beach, this is one of the closest villas to the sand, making it easy to spend your days enjoying the Gulf's turquoise waters. Even better, the pool is right off your back patio, putting two of the most sought-after vacation amenities just outside your door! This prime location is a major draw for renters looking for the ultimate beach getaway. Thoughtfully renovated and designed to maximize comfort and functionality, this studio features a fresh coastal theme, luxury vinyl plank flooring, quartz countertops, and soft-close cabinetry. The inviting interior includes a Murphy-style bed, comfortable leather sofa, and dining for four. Offered turnkey furnished, it's ready for you to enjoy or begin generating rental income. Weekly rentals are permitted, and owners have the flexibility to use the onsite rental company or choose their own rental management. Even better, owners may have up to two pets! Beyond your villa, Jamaica Royale welcomes you with beautifully maintained grounds, lush tropical landscaping, private deeded beach access, and three resort-style pools. A nearby stop for the Siesta Key trolley makes it easy to explore Siesta Key Village, with its charming boutiques, local restaurants, and lively entertainment. Whether you're searching for a personal beach escape, a vacation rental investment, or the best of both worlds, this is your opportunity to own a slice of paradise in a location that truly stands out!

5830 Midnight Pass Road Unit 8, Sarasota

662 Calle Del Otono, Sarasota
$6,400,500
Sarasota Beach SubDv. ⋅ 34242 Zip Code
Steps from Siesta Beach. A brief stroll to the Village. A lifetime away from your tenants worries and cares. Prime Siesta Key investment opportunity at a 7 cap or dream family compound just steps from the world-famous Siesta Key Public Beach! This exceptional multi-family property features two beautifully updated duplexes (totaling 8 bedrooms and 8.5 baths across 5,331 sq ft) on combined large lots, offering flexible zoning for short-term rentals (1-7 days), long-term income, or a luxurious private residence. Enjoy breathtaking Gulf sunrises and sunsets, a heated exotic lagoon-style pool with waterfall, Rocky Mountain quartz deck, professional tropical landscaping (updated 2024/2025), Miami-Dade impact windows/doors, newer roofs/insulation, and meticulous maintenance throughout. One building designed by renowned Lee Wetherington. Wake up to morning coffee overlooking the quartz sands, with Siesta Key Village shops and dining 0.5 miles away. Turnkey, versatile, and perfectly positioned for endless possibilities—your beachfront lifestyle awaits!

662 Calle Del Otono, Sarasota

4644 Higel Avenue, Sarasota
$6,300,000
4 Beds ⋅ 6 Baths ⋅ Ocean Beach SubDv. ⋅ 34242 Zip Code
Pre-Construction. To be built. Expected to be completed in a few months, this new construction North Siesta Key residence blends innovative design, exceptional craftsmanship, and timeless coastal elegance. Designed and built by Pham Development, the home offers 3,482 square feet of living space and is nestled on a nearly 14,000-square-foot lot with 118 feet of prime canal frontage, a waterfront backyard, and a private boat dock. Featuring 4 spacious bedrooms, 4 full and 2 half beautifully appointed bathrooms, and a 3-car garage, this residence is thoughtfully designed for both comfort and style. At the heart of the open-concept layout is a well-appointed kitchen featuring a stunning quartz island with waterfall edges, elegant pendant lighting, and sleek custom cabinetry. An exceptional appliance package includes a 72-inch Sub-Zero refrigerator, Cove dishwasher, and Wolf range, coffee maker, and microwave, making this space ideal for everyday living and entertaining. Light-filled living areas maximize the beautiful water views and provide a seamless connection to the outdoors. Step outside to a private oasis, where a resort-style pool and lush landscaping create a tranquil retreat framed by swaying palms and shimmering waters. An outdoor kitchen provides the perfect setting for alfresco dining and entertaining. A private boat dock with a 10,000-pound lift and seating area invites days on the water and relaxed evenings along the canal. Located in one of Sarasota’s most desirable neighborhoods, just a short distance from world-class beaches, fine dining, and entertainment, this extraordinary property offers an exceptional blend of privacy, convenience, and waterfront luxury.

4644 Higel Avenue, Sarasota

116 Garden Lane, Sarasota
$1,995,000
4 Beds ⋅ 4 Baths ⋅ Siesta SubDv. ⋅ 34242 Zip Code
Experience luxury coastal living in this bespoke, move-in-ready residence built in 2017 by award-winning custom builder MGB. Perfectly situated on prestigious North Siesta Key, this home pairs sophisticated architecture with lock-and-leave convenience. With partial water views and deeded beach access just steps away, this is an opportunity to embrace the ultimate Florida dream. Crafted for low-maintenance luxury, the residence features solid concrete construction, a standing-seam metal roof, impact glass throughout, and spray foam insulation—yielding minimal upkeep, low utility costs, and no HOA restrictions. An elevator provides effortless access across all four levels. The ground floor welcomes you with an oversized single-car garage, an entry foyer, and a versatile storage room that opens directly to a private, sunlit patio for intimate outdoor entertaining. The second level serves as a guest sanctuary complete with three bedrooms, two designer full baths, and a dedicated secondary lounge. On the third floor, the core gathering space centers around a chef-inspired gourmet kitchen equipped with custom cabinetry, premium quartz countertops, stainless steel appliances, and a grand center island. Adjacent luminous living and dining areas flow seamlessly to a covered patio with water views. The top floor serves as an exclusive primary suite—featuring a dedicated executive home office space and a secluded balcony overlooking the water. Complete with natural gas, tankless water heating, and high-end eco-conscious finishes throughout, this exceptional residence presents a turnkey opportunity for luxurious personal living or a high-yielding luxury rental investment.

116 Garden Lane, Sarasota

Midnight Pass Road, Sarasota
$1,200,000
34242 Zip Code
PRICED FOR A QUICK SALE This rare and coveted 1-acre flag lot extends down to the Little Sarasota Bay Waterfront in one of the most desirable locales on the sandy barrier island of Siesta Key, across the street from the prestigious Sanderling Club. Imagine a canopied driveway leading to your secluded dream home, with immediate access to all that Siesta Key and the emerald green waters of the Gulf of America and the Intercoastal Waterway have to offer. You will enjoy your personal gateway to endless aquatic adventures, including boating, fishing, kayaking, paddleboarding, and shelling, or just relaxing on the beach. Stroll to your private dock extending approximately 235 feet into the bay waters, capable of docking a boat, jet skis, and kayaks. Walk or cycle 0.3 miles to the limited access Point of Rocks beach, a unique snorkeling and scuba diving spot, at the southern end of the world-renowned Siesta Key Beach, famous for its powdery white sands and calm, crystal clear waters. The Key’s South Village, adjacent to the island’s south bridge to the mainland, is a mere 1/2 mile from your front door. In addition to Siesta Key’s Best Beach Bars, South Village has a shopping area, grocery store, restaurants, fish market, and beach rentals, as well as a Marina, where your recreational boating needs abound. You won’t want to leave your new digs, but there is a lot more to this area. A tropical paradise married to a clean, vibrant city with a historic downtown is a rare combination, but it’s yours, only 7 miles up the coast in Sarasota, making it the epitome of Florida’s Sun Coast Living! In addition to its charming feel, Sarasota boasts a world-class Arts and Entertainment scene, with an array of upscale shops, gourmet restaurants, and vibrant nightlife venues to lure you out of your beach home for a “night on the town.” Indulge in a performance of a classic opera at the internationally acclaimed Sarasota Opera House, or catch a live blues show in a waterfront bar. Come claim your piece of Paradise! DRONE VIDEO ATTACHED TO THE LISTING! ***Also being offered as a Land Home Package! (See Photo #26) Call for additional information.

Midnight Pass Road, Sarasota

4822 Ocean Boulevard Unit 8B, Sarasota
$649,000
2 Beds ⋅ 2 Baths ⋅ Siesta Towers SubDv. ⋅ 34242 Zip Code
Sweeping water views across Big Pass to the Gulf of Mexico and year-round sunsets set the stage for this oversized 2-bedroom, 2-bath residence in Siesta Towers on Siesta Key. A rare 40+ foot-long balcony stretches across the residence, while inside, 1,435 square feet, generously sized rooms and a flexible floor plan offer endless possibilities to create your own coastal retreat. Similar floor plans have been reimagined to include a den or flex space, and an in-unit washer and dryer may be added. Hurricane-impact sliders and windows frame the views and fill the residence with natural light. Siesta Towers has undergone extensive improvements, including a new seawall, renovated exterior, new landscaping, rebuilt fishing and social piers, renovated pool and fencing, Garrison flood-control system, replaced electrical system and key-fob/app-controlled access. Residents also enjoy a fitness center, social room, outdoor grills, bike room and private storage.

4822 Ocean Boulevard Unit 8B, Sarasota

387 Avenida Milano, Sarasota
$1,100,000
2 Beds ⋅ 2 Baths ⋅ Siesta Manor SubDv. ⋅ 34242 Zip Code
Welcome to Siesta Key Village Living, where a charming beach-cottage single-family home sits on a quiet cul-de-sac along a navigable canal, with its own private dock for the boating enthusiast. This 2-bedroom, 2-bathroom residence can be enjoyed as-is, or the land it occupies can become the setting for a buyer’s dream home. Step outside to a patio and outdoor kitchen and take in the water view in a setting that feels removed from the bustle yet remains centrally located in the Village. Walk to restaurants, shops, and live music, or continue on to the beach for morning dolphin sightings and evening sunsets. The location suits a primary residence or a second home equally well. For the buyer who wants every one of these advantages and still plans to build, the canal-front lot offers a rare opportunity to create something new in one of Siesta Key’s most walkable settings. Live in the cottage now or build the castle later. Either way, the dock, the water, and the Village are already here. Schedule your private viewing today.

387 Avenida Milano, Sarasota

3200 Higel Avenue, Sarasota
$22,000,000
4 Beds ⋅ 7 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code
Pre-Construction. To be built. Welcome to 3200 Higel Avenue, an extraordinary new waterfront residence by Pham Development, nearing completion on one of North Siesta Key’s most exceptional stretches of shoreline, with construction anticipated to be complete within the next few months. Commanding approximately 190 feet of sailboat-water frontage along two sides, this two-story contemporary estate overlooks Sarasota Bay and Big Pass, with sweeping views toward South Lido Beach Park, Bird Key, and the Downtown Sarasota Skyline. Encompassing approximately 5,453 square feet under air and 6,852 square feet under roof, the residence features 4 bedrooms, 4 full baths, and 3 half baths, thoughtfully designed to embrace its spectacular waterfront setting. Rare Big Pass dockage, protected access along Bayou Louise, and private boating infrastructure—including a 30,000-pound boat lift for deep-water boating and a separate 10,000-pound jet-ski/kayak lift—provide effortless access to Sarasota Bay and the Gulf. Designed with a refined contemporary aesthetic, the interiors pair dramatic scale with refined materials and meticulous attention to detail. Soaring ceilings and expansive walls of glass frame the water and skyline, while engineered hardwood flooring, level-five finishes, and custom built-in walk-in closets elevate the home throughout. A striking glass elevator offers water views as it connects the home’s living spaces and rooftop level. The chef’s kitchen is centered around an oversized island and complemented by a walk-in pantry, high-end finishes, a Sub-Zero refrigerator, and Wolf oven, creating a beautifully appointed space for living and entertaining. The primary suite is a private waterfront sanctuary, capturing panoramic views and featuring a spa-inspired bath with dual vanities, a rain shower, and separate soaking tub. The primary-suite level also features its own private secondary living room, creating an intimate retreat separate from the main entertaining spaces, while a dedicated indoor gym provides space for wellness and fitness. Multiple balconies and covered lanais extend the living spaces outdoors, while a private saltwater pool and spa create a resort-inspired setting at the water’s edge. Crowning the residence, an expansive rooftop deck offers breathtaking panoramic views across Sarasota Bay, Big Pass, Bird Key, South Lido, and the downtown Sarasota skyline—an unforgettable setting for sunset cocktails and evening entertaining. Dolphins, manatees, fish, and native coastal birds are part of the remarkable natural setting almost daily, while the surrounding waterways invite paddleboarding, fishing, snorkeling, windsurfing, and boating directly from home. The residence remains just minutes from the powder sand of Siesta Key Beach and the restaurants, boutiques, and energy of Siesta Village. Downtown Sarasota’s acclaimed dining, galleries, performing arts, and cultural attractions are also easily accessible, providing a rare combination of privacy and proximity to the best of Sarasota. With approximately 190 feet of waterfront, exceptional deep-water boating capabilities, dedicated lifts for boating and watersports, a glass elevator with water views, an incredible rooftop deck, private wellness and living spaces, panoramic views spanning some of Sarasota’s most iconic landmarks, and a newly constructed residence just months from completion, 3200 Higel Avenue represents a rare opportunity to experience an elevated level of waterfront living on Siesta Key.

3200 Higel Avenue, Sarasota

5830 Midnight Pass Road Unit 18, Sarasota
$549,000
1 Beds ⋅ 1 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code
The nicest 1-BR villa at the beautiful Jamaica Royale on Siesta Key -and- SELLER FINANCING AVAILABLE -- at the #1 Beach in America! This beautifully renovated ground floor 1-bedroom villa is offered completely turnkey furnished and has been used exclusively by the owner and maintained as a personal beach retreat. / The renovation features an impressive collection of upgrades and high-end finishes, including Crema Marfil chiseled-edge marble floors, blue quartz kitchen countertops, a striking mother-of-pearl kitchen backsplash, beautiful white shaker kitchen cabinets, and recessed lighting. The bathroom is beautifully finished in natural travertine stone with frameless glass shower doors and a hydro-flush toilet. The kitchen is equipped with brand new stainless-steel appliances, including an LG counter-depth refrigerator. Also featured are impact windows and doors, a brand-new A/C system, new Rheem 50-gallon water heater, and new Whirlpool stackable washer/dryer. The villa is furnished with brand-new furniture, including two queen beds and a 75-inch flat-screen TV. Everything is in place for your immediate personal enjoyment or rental use. / With strong demand for vacation rentals on Siesta Key, this property offers estimated rental income of $50,000–$60,000 annually, while still providing the opportunity to enjoy it personally as desired. An onsite professional rental office provides convenient year-round rental management, or owners may choose to self-manage their rentals. / Jamaica Royale is a direct oceanfront gated community, and offers an exceptional beachfront lifestyle with its private beach and powder-soft white quartz sand, direct frontage to the Gulf of Mexico's crystal-clear waters, three heated swimming pools, resort-style amenities, community gas-grills, recreational facilities, and stunning Gulf sunsets. New carports are currently anticipated for 2027. No milestone inspections. The very desirable Building 1-22 villa row offers exceptionally close and convenient beach access -and- south facing patio sunshine. / Whether you are looking for a turnkey Siesta Key beach retreat or an income-producing vacation rental, this exceptionally well-appointed completely-renovated villa combines a premier beach location, brand-new furnishings, and the flexibility to enjoy the property yourself and/or generate rental income. / This is a fantastic opportunity to own quality beachfront real estate at the #1 Beach in America. With SELLER FINANCING AVAILABLE, don’t miss this one!

5830 Midnight Pass Road Unit 18, Sarasota

528 Ralph Street, Sarasota
$1,067,000
2 Beds ⋅ 2 Baths ⋅ Ocean Beach SubDv. ⋅ 34242 Zip Code
Virtually Staged. WATERFRONT OPPORTUNITY ON SIESTA KEY! ATTENTION BUILDERS, INVESTORS AND BUYERS: Turnkey waterfront property offering coastal living and excellent potential. This move-in-ready home comfortably accommodates up to eight guests and features durable terrazzo flooring throughout, recently completed exterior paint (2025), an updated kitchen with Corian countertops, extensive cabinetry and a new gas range, plus renovated bathrooms with clean, modern finishes and replacement windows. Enjoy a newer seawall and direct boat access to open water with just one bridge. The property also features a newly constructed front deck, parking for up to six vehicles and a converted garage/storage area ideal for beach equipment, bicycles and tools. A flexible bonus space could be used as a third bedroom, art studio, sunroom or home office. There is ample room to add an in-ground pool, subject to buyer verification and applicable approvals. Located on a street with surrounding homes reportedly valued up to $7 million, this property is well suited for investors, seasonal residents or anyone seeking a low-maintenance, lock-and-leave coastal home.

528 Ralph Street, Sarasota

1300 N Portofino Drive Unit 105, Sarasota
$399,900
1 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code
YOU DESERVE PARADISE! MOVE RIGHT IN TO THIS PRISTINE DOLLHOUSE! BEACH ACCESS! BOATING! PERECT ONE BEDROOM WITH 2 FULL BATHS! GRANITE COUNTERTOPS, TOP OF THE LINE SHOWER ENCLOSURE, IMPACT/HURRICANE WINDOWS!! THIS HAS IT ALL!, WALK RIGHT OUT FROM YOUR LANAI TO YOUR BOAT DOCK, HEATING SWIMMING POOL, HOT TUB, SAUNA, SHUFFLEBOARD, DOCK ON THE INTRACOASTAL FOR MEETING WITH YOUR FRIENDS, FISHING OR JUST RELAXING! SIESTA HARBOR IS IN A PRIME LOCATION ON THE KEY, WALKING DISTANCE TO SHOPS, RESTAURANTS, CATCH THE TROLLEY RIGHT OUTSIDE YOUR DOOR, BEACH ACCESS RIGHT ACROSS THE STREET TO BEAUTIFUL SIESTA KEY BEACH WITH QUARTZ CRYSTAL SAND! THIS UNIT IS HOME OR A RENTAL, UP TO YOU! MOVE RIGHT IN, NEW HVAC, TILE FLOORS, CROWN MOLDING, PLANTATION SHUTTERS, FULL GLASS ENCLOSURE ON THE LANAI THAT BRINGS IN THE SUNSHINE, WATCH THE DOLPHINS, BOATING.. EVERYTHING UPGRADED WITH THOUGHT, NO POPCORN ON THE CEILINGS, ALL REDONE! ALL UNDER $400,000! YOU DESERVE PARADISE!

1300 N Portofino Drive Unit 105, Sarasota

9397 Midnight Pass Road Unit 506, Sarasota
$665,000
2 Beds ⋅ 2 Baths ⋅ Pointe On Midnight Pass SubDv. ⋅ 34242 Zip Code
LIVE WHERE THE GULF MEETS THE BAY. Discover an extraordinary island lifestyle at The Pointe on Midnight Pass, a private, gated, waterfront community at the southernmost tip of Siesta Key, uniquely positioned at the convergence of The Gulf of America, Little Sarasota Bay, and Blind Pass Lagoon. This beautifully renovated 2-bedroom, 2-bath residence captures the rare magic of both sides of the island—wake to spectacular sunrises over Little Sarasota Bay and the Jim Neville Nature Preserve, then watch the sky transform at sunset over The Gulf. Thoughtfully updated, the residence features elegant tray ceilings and recessed lighting, solid-wood cabinetry, granite countertops, stainless-steel appliances, breakfast bar and pantry, contemporary baths with floor-to-ceiling tile, ceramic tile flooring throughout, sleek white interior doors, and sun-control shades on the lanai. A spacious lanai extends the living space outdoors, creating the perfect setting for morning coffee, sunset cocktails, or watching dolphins, manatees, seabirds and boats move through the surrounding waters. A private utility room houses the washer and dryer, while ground-level storage provides coveted space for beach, boating and golf gear. And then there is The Pointe—more than five acres of waterfront living, surrounded by water on three sides and embraced by an extensive seawall, with pathways winding throughout lush, mature tropical vegetation. Enjoy a heated pool and spa, lighted tennis and pickleball courts, fitness center, sauna, clubhouse, private island pavilion with grills, kayak and canoe storage and launches, fishing areas, boat docks, and on-site management—with a vibrant social calendar during season that brings neighbors together and makes it easy to connect, participate, or simply enjoy the island lifestyle at your own pace. The newly reopened Midnight Pass adds another extraordinary dimension, reconnecting the Gulf and Intracoastal waters and enhancing the boating, fishing and wildlife experience right outside your door. Walk or bike to Turtle Beach, enjoy nearby restaurants, or take the trolley to explore more of Siesta Key. This is not simply a condominium—it is the rare opportunity to own a front-row seat to the natural beauty, wildlife and ever-changing waters of southern Siesta Key.

9397 Midnight Pass Road Unit 506, Sarasota

4708 Ocean Boulevard Unit E4, Sarasota
$2,199,000
3 Beds ⋅ 3 Baths ⋅ Windward Passage SubDv. ⋅ 34242 Zip Code
Expansive floor-to-ceiling sliders open wide to welcome refreshing Gulf breezes and showcase unobstructed, panoramic water views, turning your open-floorplan living space into an indoor/outdoor oasis. With over 2,300 square feet, this light-filled condominium lives like a private home suspended above shimmering waters. The gourmet kitchen is both elegant and functional, featuring quartz countertops, custom wood cabinetry, and premium appliances, including a Thermador refrigerator and freezer, Wolf double ovens, Wolf microwave, and a Thermador induction cooktop. Panel-ready finishes, a built-in beverage cooler, and exceptional storage make this space ideal for both everyday living and entertaining. Rich acacia engineered wood flooring adds warmth and sophistication throughout the main living areas. The spacious primary suite captures sweeping Gulf views and offers a serene escape, complete with a beautifully renovated spa-inspired bath featuring split vanities and a large walk-in shower. Two additional bedrooms and stylishly updated baths are thoughtfully positioned on the opposite side of the residence for added privacy. Impact-rated windows and sliders provide peace of mind, eliminating the need for hurricane shutters. A private two-car garage with ample storage adds to the home’s convenience. Windward Passage features a Gulf-side pool, lushly landscaped grounds, and a pet-friendly setting. Perfectly positioned on the sought-after north end of the key, you’re just a short walk to the Village for charming boutiques, dining, and live entertainment.

4708 Ocean Boulevard Unit E4, Sarasota

3920 Roberts Point Road, Sarasota
$4,295,000
4 Beds ⋅ 5 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code
A boater’s paradise and an entertainer’s dream, this exceptional waterfront residence captures the very best of the Siesta Key lifestyle. Set along 83 feet of waterfront with direct access to Sarasota Bay and just a short walk to Beach Access 1 on Shell Road, the expansive home was thoughtfully designed for luxurious indoor-outdoor living and sophisticated entertaining. Featuring a grand entrance with an automated front gate, expansive stone-paver driveway, and abundant parking for entertaining, this waterfront property makes an undeniable statement. Inside, glistening water views greet you at the door. Soaring 11-foot ceilings, 8-foot solid-core doors, impact-rated windows, and wide-plank luxury LVP flooring create a refined yet inviting atmosphere. At the heart of the home, the open-concept great room flows seamlessly through oversized sliding glass doors to the expansive 50-foot lanai. The chef’s kitchen features custom wood cabinetry, quartz countertops, premium Thermador and Bosch appliances, and an entertaining bar complete with a wine cooler, two beverage refrigerators, and an ice maker. The primary suite provides a private retreat with his-and-hers walk-in closets and a spa-inspired bath featuring dual rain showerheads, a steam shower, soaking tub, and elevated stone finishes. Three additional bedrooms offer exceptional accommodations, including ensuite bathrooms with beautifully appointed finishes. Outside, a heated pool with sun shelf, luxurious spa, and custom, in-ground fire pit create the perfect, private waterfront oasis. The newly installed dock, 10,000lb boat lift, and two jet ski lifts make getting out on the water effortless, with Sarasota Bay just minutes away. A private putting green, integrated indoor-outdoor speaker system, beautifully landscaped grounds, and whole-property fencing complete the resort-like setting. The lower level offers more than 2,500 square feet of ADDITIONAL space for vehicles, water toys, equipment, a home gym, game room, workshop, etc. Overlooking Bayou Nettie, this premier waterfront setting places Sarasota Bay just moments away by boat. This is a home designed around the pleasures of waterfront living, uninterrupted entertainment and everyday enjoyment.

3920 Roberts Point Road, Sarasota

70 Island Circle, Sarasota
$3,400,000
5 Beds ⋅ 4 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Set along the coveted waterways of Siesta Key, this exceptional newer-construction home is a refined coastal sanctuary where sophisticated design, effortless boating, & the relaxed beauty of island living come together. Thoughtfully designed for everyday enjoyment, the home offers a rare opportunity to embrace the Siesta Key lifestyle from a private waterfront setting, complete with a boat lift & kayak launch. The home reveals an elevated level of craftsmanship & thoughtful design. Soaring ceilings, engineered hardwood floors, plantation shutters, crown molding, and carefully considered architectural details create an atmosphere of understated elegance & comfort. An elevator provides access to all levels while expansive sliders open the main living spaces to the balcony, pool & tropical surrounds. The beautifully appointed kitchen combines sophisticated finishes w/exceptional functionality. Luxurious quartz countertops, oversized island w/seating, custom soft-close cabinetry, tile backsplash, farmhouse sink, KitchenAid appliances, Vitafresh refrigeration & under-cabinet lighting create an inviting culinary environment suited to quiet mornings & memorable gatherings. The dining area elevates with a beautifully appointed wet bar, wine/beverage fridge, dedicated wine storage & distinctive hammered sink. The family room offers an inviting gathering space centered around a Dimplex electric fireplace w/marble surround, illuminated custom cabinetry & electric sunshades. Pocket sliders open to the covered balcony, where tongue-and-groove wood cypress ceiling & ceiling fans create a warm & sophisticated setting for enjoying the tropical surroundings. The primary suite is designed as a private retreat w/engineered hardwood flooring, plantation shutters, crown molding & direct balcony access. The spa-inspired primary bath features elegant quartz & marble detailing, statement pendant lighting, a glass marble shower & luxurious soaking tub. A walk-in closet with custom built-ins completes this serene sanctuary. Upstairs, beautifully appointed guest accommodation provides privacy for family & visitors. A charming music/reading nook framed by a stained-glass window adds a unique sense of character, while an expansive bonus room with built-in desk, wine fridge & dramatic open-to-below design offers an extraordinary space for an office, lounge, or additional entertaining. The outdoor spaces transform the property into a private retreat. A fully enclosed, 2 story caged pool & lanai are surrounded by lush tropical landscape and thoughtfully designed gathering spaces. The outdoor living area features a tongue-and-groove cypress ceiling, ceiling fans, minimalist stone landscaping, and a crystal fire pit, creating an inviting setting for long afternoons by the pool. The private boat lift provides effortless access to the surrounding waterways, while the kayak launch invites leisurely exploration of Siesta Key beach coastal landscape only .3 miles away. An oversized garage w/epoxy non-slip flooring, hanging storage & convenient elevator access provides exceptional functionality of the home's elevated lifestyle. Mornings can begin on the waters of Siesta Key, afternoons can unfold along the powder-soft sands of world-renowned Siesta Key Beach & evenings can be spent wandering through Siesta Village where charming boutiques, restaurants & cafés capture the spirit of island living.

70 Island Circle, Sarasota

8302 Midnight Pass Road, Sarasota
$1,400,000
4 Beds ⋅ 2 Baths ⋅ Ocean View SubDv. ⋅ 34242 Zip Code
WELCOME TO THE SIDE OF SIESTA KEY YOU NEVER WANT TO LEAVE. Glistening Heron Lagoon stretches peacefully behind this beautifully restored and renovated income producing single family home, while just beyond, the Gulf of Mexico makes its presence known through salty breezes and the sound of waves in the distance. Surrounded by lush tropical greenery on a deep Siesta Key lot, this is an exceptional combination of island lifestyle, 5 Star vacation home with income potential and long term land value. Tax records reflect four bedrooms, with the fourth currently enjoyed as an office, plus two full baths. Single story, built to enhance the open, airy feeling inside, while the home's connection to the outdoors keeps the peaceful lagoon and tropical setting at the center of everyday life. Following the 2024 storms, the home was extensively renovated, fully permitted and improved creating a fresh and beautifully finished property. The new kitchen and baths, gleaming tile floors and light filled interiors are perfectly suited to relaxed island living. Your private pool and spa are surrounded by tropical greenery with the peaceful waters of Heron Lagoon beyond. Spend afternoons by the pool and enjoy spectacular sunset colors. The deep lot provides a wonderful sense of space and privacy, while the substantial brick paver driveway offers abundant parking for owners and guests, an increasingly valuable feature on Siesta Key and an important advantage for a successful vacation rental. For the investor or second home buyer, the opportunity becomes even more compelling. This highly sought after vacation rental generates approximately $114,000 in annual gross rental revenue despite being only self managed by an out of state owner. It offers an established income stream with the flexibility to enjoy the property yourself, creating the possibility of owning a Siesta Key getaway that can also work for you when you are away. Prior to the extensive restoration and improvements that followed, the property received an appraisal with an opinion of value of $1,300,000 as of September 2024. Since that time, substantial additional work and improvements were completed. What cannot be duplicated is the setting and the land. A deep single family homesite on Siesta Key overlooking Heron Lagoon, surrounded by tropical greenery with the Gulf just beyond offers tremendous possibilities. Continue its successful vacation rental use, make it your island getaway, enjoy it as a full time residence, or hold an increasingly scarce piece of Siesta Key real estate for the future. The property offers approximately 1,625 square feet of living area, four bedrooms per tax records, two full baths, a garage, private pool and spa, dock, covered outdoor living space, and extensive brick paver parking. Glistening lagoon views. Gulf breezes and the sound of the waves. Tropical privacy. Deep lot. Generous parking. Proven rental income. Extensive post storm restoration and renovation. Long term Siesta Key land value. This is more than a successful vacation rental. It is a beautiful single family home, an island escape, an income producing property and an opportunity to own a special piece of Siesta Key. Property documentation reflects a 2017 roof, 2020 plumbing re pipe, 2021 water heater and 200 amp electrical service. Flood insurance is 8,734.00 per year, Homeowners insurance is 7,788 per year and there is no HOA. Come for the opportunity. Stay because you may never want to leave.

8302 Midnight Pass Road, Sarasota

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