Swfloridafinehomes.com Search Results

8773 Midnight Pass Road Unit 102G, Sarasota

Welcome to Island Reef, a fantastic Beach to Bay Luxury Resort Complex on South Siesta Key. This rarely available first floor condo offers new owners the ultimate in convenience with easy parking at the front door. Step out your back glassed lanai to the pool and tennis /pickleball courts, and beautiful courtyard. This 2 bedroom/2 bathroom condo is fully furnished and has been used as a vacation home and part-time rental. The open floor plan has split bedrooms, a glassed lanai, kitchen dinette, inside laundry, and a pass-through kitchen to the Living and Dining area. Recent updates include luxury vinyl plank through-out, and tile floors in the lanai. New area rugs and coastal furnishings create a comfortable, easy-care setting. There is ample storage with full-wall closets in the guest bedroom, a walk-in closet in the Master Bedroom, and a linen and entry closet and large storage room off the foyer. Amenities at Island Reef are second to none. Enjoy a swim or aerobics class in a choice of 2 heated pools. The updated clubhouse can be reserved for personal use and is the site of the many social events. Other amenities include; a game room, library, fitness room, dock, beach frontage, pickleball and tennis courts, shuffleboard, kayak and bike storage and an active social program. There is an inhouse rental program and on-site manager. If you want to head to the Siesta Key Beach, the SK Village, and beyond, you can pick up the free Trolley from the Island Reef Entrance. Walk to Turtles Restaurant or Turtle Beach Park or rent a boat from the nearby Marina. If you have always wanted to live in Paradise, here is your opportunity at a great price! This unit is SOLD AS-IS. The new dock has been completed. There is a short waiting list for those who would want to rent a dock. (Recent Photos show the new paint colors on the building exterior and the docks-Virtual tour has the old paint colors.)

2 Beds ⋅ 2 Baths ⋅ Island Reef SubDv. ⋅ 34242 Zip Code

Welcome to Island Reef, a fantastic Beach to Bay Luxury Resort Complex on South Siesta Key. This rarely available first floor condo offers new owners the ultimate in convenience with easy parking at the front door. Step out your back glassed lanai to the pool and tennis /pickleball courts, and beautiful courtyard. This 2 bedroom/2 bathroom condo is fully furnished and has been used as a vacation home and part-time rental. The open floor plan has split bedrooms, a glassed lanai, kitchen dinette, inside laundry, and a pass-through kitchen to the Living and Dining area. Recent updates include luxury vinyl plank through-out, and tile floors in the lanai. New area rugs and coastal furnishings create a comfortable, easy-care setting. There is ample storage with full-wall closets in the guest bedroom, a walk-in closet in the Master Bedroom, and a linen and entry closet and large storage room off the foyer. Amenities at Island Reef are second to none. Enjoy a swim or aerobics class in a choice of 2 heated pools. The updated clubhouse can be reserved for personal use and is the site of the many social events. Other amenities include; a game room, library, fitness room, dock, beach frontage, pickleball and tennis courts, shuffleboard, kayak and bike storage and an active social program. There is an inhouse rental program and on-site manager. If you want to head to the Siesta Key Beach, the SK Village, and beyond, you can pick up the free Trolley from the Island Reef Entrance. Walk to Turtles Restaurant or Turtle Beach Park or rent a boat from the nearby Marina. If you have always wanted to live in Paradise, here is your opportunity at a great price! This unit is SOLD AS-IS. The new dock has been completed. There is a short waiting list for those who would want to rent a dock. (Recent Photos show the new paint colors on the building exterior and the docks-Virtual tour has the old paint colors.)

8773 Midnight Pass Road Unit 102G, Sarasota

108 Whispering Sands Drive Unit V26, Sarasota

$762,000

.

2 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code

.

108 Whispering Sands Drive Unit V26, Sarasota

$2,535,000

Welcome to “Villa del Roble” (Oak Villa) on Siesta Key’s Grand Canal—a true boater’s dream and an elevated waterfront residence that remained free of flooding during recent hurricanes. Timeless elegance and refined sophistication hallmark this thoughtfully remodeled home, beautifully preserving its authentic old world charm and offering 3,200+ square feet on two floors, including four bedrooms, an office, and three full and one-half baths. A masterpiece of craftmanship, this light-filled home showcases soaring ceilings, walls of windows, and expansive outdoor living spaces. And with over 70 feet of water frontage on the coveted Grand Canal, a 10,000-lb lift, two davits, and a Trex dock, the property provides effortless boating access directly from your backyard. Enjoy the heated pool and spa, intimate al fresco dining, a charming Tiki Hut, and a serene courtyard anchored by the majestic oak tree that inspired the home’s name. The remodeled kitchen shines with Sub-Zero and Thermador appliances, a gas cooktop, pendant lighting, stone countertops, and a well-appointed pantry – ideal for any culinary enthusiast. The sunroom, filled with natural light, has a convenient wet bar and offers peaceful canal views. The elevated main-level primary suite includes private outdoor access, a generous walk-in closet, and a spa-inspired bathroom with dual vanities, a soaking tub, and a walk-in shower. A dedicated office and powder bath complete the main floor, while three additional bedrooms (one that could serve as a secondary primary) and two full bathrooms upstairs provide ideal accommodations for family and guests. Conveniently located near Out-of-Door Academy and minutes from Siesta Key Beach, Siesta Key Village, and Sarasota’s world-class dining and shopping, this home combines exceptional boating amenities, elevated construction, and refined coastal living in one of Sarasota’s most coveted waterfront settings.

4 Beds ⋅ 4 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code

Welcome to “Villa del Roble” (Oak Villa) on Siesta Key’s Grand Canal—a true boater’s dream and an elevated waterfront residence that remained free of flooding during recent hurricanes. Timeless elegance and refined sophistication hallmark this thoughtfully remodeled home, beautifully preserving its authentic old world charm and offering 3,200+ square feet on two floors, including four bedrooms, an office, and three full and one-half baths. A masterpiece of craftmanship, this light-filled home showcases soaring ceilings, walls of windows, and expansive outdoor living spaces. And with over 70 feet of water frontage on the coveted Grand Canal, a 10,000-lb lift, two davits, and a Trex dock, the property provides effortless boating access directly from your backyard. Enjoy the heated pool and spa, intimate al fresco dining, a charming Tiki Hut, and a serene courtyard anchored by the majestic oak tree that inspired the home’s name. The remodeled kitchen shines with Sub-Zero and Thermador appliances, a gas cooktop, pendant lighting, stone countertops, and a well-appointed pantry – ideal for any culinary enthusiast. The sunroom, filled with natural light, has a convenient wet bar and offers peaceful canal views. The elevated main-level primary suite includes private outdoor access, a generous walk-in closet, and a spa-inspired bathroom with dual vanities, a soaking tub, and a walk-in shower. A dedicated office and powder bath complete the main floor, while three additional bedrooms (one that could serve as a secondary primary) and two full bathrooms upstairs provide ideal accommodations for family and guests. Conveniently located near Out-of-Door Academy and minutes from Siesta Key Beach, Siesta Key Village, and Sarasota’s world-class dining and shopping, this home combines exceptional boating amenities, elevated construction, and refined coastal living in one of Sarasota’s most coveted waterfront settings.

4757 Higel Avenue, Sarasota

8767 Midnight Pass Road Unit 403F, Sarasota

$570,000

Rare Gulf-to-Bay community with a large private Gulf beach and Bay-side boat docks where owners may install boat lifts in their slips. The community is financially sound with NO assessments, making this a worry-free coastal investment. Move-in ready. Turnkey furnished. What truly sets Island Reef apart is income potential: 1-month rentals are allowed—a rare policy on Siesta Key. That means you can enjoy your own slice of paradise and still generate excellent rental income when you’re not in residence. This flexibility makes the condo ideal for both personal use and a smart, self-funding getaway. This high-and-dry 4th-floor unit is beautifully renovated, offered furnished, and move-in ready. Natural light is a standout feature—sunshine pours through the screened/enclosed balcony from morning through mid-day, filling the living areas with a bright, breezy coastal feel. Enjoy peaceful views of Little Sarasota Bay and the Intracoastal Waterway from your enclosed lanai with sliding windows—perfect for coffee, cocktails, and quiet sunsets. The modern kitchen features granite countertops, crisp white cabinetry, and an integrated washer/dryer. The spacious owner’s suite includes a large walk-in closet, while the guest bedroom offers an extra-large closet plus a separate owner’s lock-away closet for personal items when guests arrive. Island Reef lives like a resort: two heated pools, tennis and pickleball courts, fitness center, clubhouse, grilling patios, shuffleboard, game room, library, and an active social calendar. You’re a short walk to restaurants, a full-service marina with rentals and storage, and Turtle Beach. And the free Siesta Key trolley stops right in front of the community, taking you to Siesta Village, shopping, dining, and more beaches along Midnight Pass Road. Beach-to-Bay lifestyle + rare 1-month rental flexibility = a standout Siesta Key value. Schedule your private showing today.

2 Beds ⋅ 2 Baths ⋅ Island Reef SubDv. ⋅ 34242 Zip Code

Rare Gulf-to-Bay community with a large private Gulf beach and Bay-side boat docks where owners may install boat lifts in their slips. The community is financially sound with NO assessments, making this a worry-free coastal investment. Move-in ready. Turnkey furnished. What truly sets Island Reef apart is income potential: 1-month rentals are allowed—a rare policy on Siesta Key. That means you can enjoy your own slice of paradise and still generate excellent rental income when you’re not in residence. This flexibility makes the condo ideal for both personal use and a smart, self-funding getaway. This high-and-dry 4th-floor unit is beautifully renovated, offered furnished, and move-in ready. Natural light is a standout feature—sunshine pours through the screened/enclosed balcony from morning through mid-day, filling the living areas with a bright, breezy coastal feel. Enjoy peaceful views of Little Sarasota Bay and the Intracoastal Waterway from your enclosed lanai with sliding windows—perfect for coffee, cocktails, and quiet sunsets. The modern kitchen features granite countertops, crisp white cabinetry, and an integrated washer/dryer. The spacious owner’s suite includes a large walk-in closet, while the guest bedroom offers an extra-large closet plus a separate owner’s lock-away closet for personal items when guests arrive. Island Reef lives like a resort: two heated pools, tennis and pickleball courts, fitness center, clubhouse, grilling patios, shuffleboard, game room, library, and an active social calendar. You’re a short walk to restaurants, a full-service marina with rentals and storage, and Turtle Beach. And the free Siesta Key trolley stops right in front of the community, taking you to Siesta Village, shopping, dining, and more beaches along Midnight Pass Road. Beach-to-Bay lifestyle + rare 1-month rental flexibility = a standout Siesta Key value. Schedule your private showing today.

8767 Midnight Pass Road Unit 403F, Sarasota

$3,400,000

NEW PRICE — Waterfront, private, and extensively reimagined for Siesta Key living. Welcome to 8008 Midnight Pass Road, a beautifully updated waterfront retreat overlooking the peaceful waters of Heron Lagoon. Set behind a private gate and surrounded by lush tropical landscaping, this 5-bedroom, 5-bath residence offers 4,190 square feet of refined living space just minutes from Siesta Key’s world-famous beaches. Inside, the home has undergone an impressive transformation with new flooring, fresh interior paint, designer lighting, updated staircase railings, Sonos audio, and integrated smart-home features. At the heart of the home is a completely remodeled kitchen featuring custom cabinetry, quartzite countertops and backsplash, Viking appliances, a custom range hood, dedicated bar area, and Viking ice maker. Expansive living and dining spaces open to a screened lanai overlooking the water, creating an effortless connection between indoor and outdoor living. Outside, enjoy your private pool and spa, covered entertaining areas, refreshed landscaping, basketball court, and direct access to Heron Lagoon from your private dock and kayak/paddleboard launch. Additional improvements include new pool equipment and lighting, lanai screening, exterior paint and lighting, front pavers, entry gate and wall, spray-foam attic insulation, and more. Whether spending the morning paddling the lagoon, relaxing poolside in the afternoon, or heading to the beach for sunset, 8008 Midnight Pass captures the relaxed sophistication of the Siesta Key lifestyle. Extensively updated and move-in ready, this is an opportunity to enjoy waterfront island living without taking on a major renovation.

5 Beds ⋅ 5 Baths ⋅ Mira Mar Sub SubDv. ⋅ 34242 Zip Code

NEW PRICE — Waterfront, private, and extensively reimagined for Siesta Key living. Welcome to 8008 Midnight Pass Road, a beautifully updated waterfront retreat overlooking the peaceful waters of Heron Lagoon. Set behind a private gate and surrounded by lush tropical landscaping, this 5-bedroom, 5-bath residence offers 4,190 square feet of refined living space just minutes from Siesta Key’s world-famous beaches. Inside, the home has undergone an impressive transformation with new flooring, fresh interior paint, designer lighting, updated staircase railings, Sonos audio, and integrated smart-home features. At the heart of the home is a completely remodeled kitchen featuring custom cabinetry, quartzite countertops and backsplash, Viking appliances, a custom range hood, dedicated bar area, and Viking ice maker. Expansive living and dining spaces open to a screened lanai overlooking the water, creating an effortless connection between indoor and outdoor living. Outside, enjoy your private pool and spa, covered entertaining areas, refreshed landscaping, basketball court, and direct access to Heron Lagoon from your private dock and kayak/paddleboard launch. Additional improvements include new pool equipment and lighting, lanai screening, exterior paint and lighting, front pavers, entry gate and wall, spray-foam attic insulation, and more. Whether spending the morning paddling the lagoon, relaxing poolside in the afternoon, or heading to the beach for sunset, 8008 Midnight Pass captures the relaxed sophistication of the Siesta Key lifestyle. Extensively updated and move-in ready, this is an opportunity to enjoy waterfront island living without taking on a major renovation.

8008 Midnight Pass Road, Sarasota

$2,050,000

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

3 Beds ⋅ 3 Baths ⋅ Siestas Bayside Waterside SubDv. ⋅ 34242 Zip Code

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

518 Venice Lane, Sarasota

$4,500,000

Discover waterfront living on the coveted north end of Siesta Key. Set along South Coconut Bay with access to Roberts Bay and the Intracoastal Waterway, this sprawling estate offers exceptional privacy, water views, and over 7,000 square feet of refined living space. Soaring ceilings and walls of glass fill the home with natural light, while the open-concept layout and contemporary design create an ideal setting for both everyday living and entertaining. A cylindrical glass elevator serves as a subtle architectural feature within the home’s modern design. The gourmet kitchen is appointed with custom cabinetry, premium appliances, and Sub-Zero refrigeration, complemented by a built-in coffee system, 140-bottle wine cooler, and an oversized island designed for gathering. Multiple fireplaces add warmth throughout the home, while the private home theater with refreshment bar offers an elevated entertainment experience. Outdoor living includes expansive terraces, an infinity-edge pool and spa, and peaceful bayfront surroundings. The primary suite features a private waterfront terrace, fireplace, sitting area, dual walk-in closets, and morning bar. Built with reinforced concrete construction and Anderson hurricane casement windows, the home blends luxury with durability. Additional highlights include a 10-car garage, gym, office, and generously sized guest accommodations. Meticulously maintained, the home also features a freshly painted exterior. A rare opportunity on one of Siesta Key’s most sought-after streets.

6 Beds ⋅ 7 Baths ⋅ Roberts Point SubDv. ⋅ 34242 Zip Code

Discover waterfront living on the coveted north end of Siesta Key. Set along South Coconut Bay with access to Roberts Bay and the Intracoastal Waterway, this sprawling estate offers exceptional privacy, water views, and over 7,000 square feet of refined living space. Soaring ceilings and walls of glass fill the home with natural light, while the open-concept layout and contemporary design create an ideal setting for both everyday living and entertaining. A cylindrical glass elevator serves as a subtle architectural feature within the home’s modern design. The gourmet kitchen is appointed with custom cabinetry, premium appliances, and Sub-Zero refrigeration, complemented by a built-in coffee system, 140-bottle wine cooler, and an oversized island designed for gathering. Multiple fireplaces add warmth throughout the home, while the private home theater with refreshment bar offers an elevated entertainment experience. Outdoor living includes expansive terraces, an infinity-edge pool and spa, and peaceful bayfront surroundings. The primary suite features a private waterfront terrace, fireplace, sitting area, dual walk-in closets, and morning bar. Built with reinforced concrete construction and Anderson hurricane casement windows, the home blends luxury with durability. Additional highlights include a 10-car garage, gym, office, and generously sized guest accommodations. Meticulously maintained, the home also features a freshly painted exterior. A rare opportunity on one of Siesta Key’s most sought-after streets.

4136 Roberts Point Circle, Sarasota

$5,250,000

Pre-Construction. To be built. Pre-Construction Waterfront Estate | The Sanderling Club, Siesta Key. Experience the pinnacle of coastal luxury with this rare 6-bedroom, 5.5-bath waterfront estate in the exclusive Sanderling Club on Siesta Key. Set within a private, tropical oasis with direct access to the Intracoastal Waterway, this 4Bedroom/4.5 Bath home to-be-built residence by E/M Custom Homes offers refined craftsmanship, elegant coastal architecture, and a flexible multigenerational design in addition to the existing 2/1 ADU currently on the property that comes Turnkey Furnished to move in ASAP. Come live, boat, and park on property while you build your dream home. The main home to be built features 4 bedrooms and 4.5 baths, while a detached 3-car garage includes a stunning 2-bedroom, 1-bath guest suite with its own deck and water views. Plans are ready to build, or you may bring your own vision to this extraordinary property. Inside, soaring ceilings, open-concept living areas, and panoramic water views create a light-filled sanctuary. The chef’s kitchen boasts premium appliances, custom cabinetry, a large island, and quartz countertops—perfect for entertaining. Retreat to the luxurious primary suite with spa-inspired bath and private terrace overlooking the water. Outdoors, enjoy a resort-style pool and spa, lush landscaping, and private dock with boat lift—ideal for boating, paddleboarding, or sunset cocktails. Multiple covered lanais provide stunning views from every angle. Residents of The Sanderling Club enjoy gated security, tennis and pickleball courts, a historic beachfront clubhouse, and access to the pristine sands of Siesta Key Beach. Whether you seek a full-time residence, seasonal retreat, or investment opportunity, this exceptional waterfront haven offers unmatched privacy, luxury, and lifestyle. 28' Scout Center Console Boat also available for purchase. Land only with existing 3-car garage/2BR ADU also available for purchase. Reference MLS#A4660300

6 Beds ⋅ 6 Baths ⋅ Sanderling Club SubDv. ⋅ 34242 Zip Code

Pre-Construction. To be built. Pre-Construction Waterfront Estate | The Sanderling Club, Siesta Key. Experience the pinnacle of coastal luxury with this rare 6-bedroom, 5.5-bath waterfront estate in the exclusive Sanderling Club on Siesta Key. Set within a private, tropical oasis with direct access to the Intracoastal Waterway, this 4Bedroom/4.5 Bath home to-be-built residence by E/M Custom Homes offers refined craftsmanship, elegant coastal architecture, and a flexible multigenerational design in addition to the existing 2/1 ADU currently on the property that comes Turnkey Furnished to move in ASAP. Come live, boat, and park on property while you build your dream home. The main home to be built features 4 bedrooms and 4.5 baths, while a detached 3-car garage includes a stunning 2-bedroom, 1-bath guest suite with its own deck and water views. Plans are ready to build, or you may bring your own vision to this extraordinary property. Inside, soaring ceilings, open-concept living areas, and panoramic water views create a light-filled sanctuary. The chef’s kitchen boasts premium appliances, custom cabinetry, a large island, and quartz countertops—perfect for entertaining. Retreat to the luxurious primary suite with spa-inspired bath and private terrace overlooking the water. Outdoors, enjoy a resort-style pool and spa, lush landscaping, and private dock with boat lift—ideal for boating, paddleboarding, or sunset cocktails. Multiple covered lanais provide stunning views from every angle. Residents of The Sanderling Club enjoy gated security, tennis and pickleball courts, a historic beachfront clubhouse, and access to the pristine sands of Siesta Key Beach. Whether you seek a full-time residence, seasonal retreat, or investment opportunity, this exceptional waterfront haven offers unmatched privacy, luxury, and lifestyle. 28' Scout Center Console Boat also available for purchase. Land only with existing 3-car garage/2BR ADU also available for purchase. Reference MLS#A4660300

7233 Midnight Pass Road, Sarasota

$4,490,000

Experience elevated coastal living in this award-winning “Marlin Model” by Nutter Custom Construction, perfectly positioned on Siesta Key’s coveted Grand Canal. Completed in 2023 and showcased as the builder’s signature home, this completely custom Yacht-Modern residence blends refined elegance, contemporary design, and exceptional waterfront functionality. With 4,294 sq. ft. under air and 6,405 total sq. ft., this home offers 3 ensuite bedrooms (please note gym can be converted into 4th bedroom), 3 full baths, 2 half baths—including a dedicated pool bath—plus multiple flexible indoor and outdoor living spaces ideal for relaxed luxury and entertaining. Floor-to-ceiling glass doors reveal sweeping water views and seamless indoor-outdoor flow. Elevated construction and smart-home technology offer modern security and peace of mind. No water intrusion or damage during recent hurricanes. The chef’s kitchen is a standout, featuring a 10-ft waterfall island, European white dolomite counters, hidden walk-in pantry, Wolf appliances, built-in coffee system, under-cabinet toe lighting, and formal dining with wine cooler and ice maker. The primary suite is a private retreat with dual walk-in closets, hidden entry doors, freestanding soaking tub, oversized designer shower and steam room, and private outdoor shower garden. Outside, enjoy resort-style living with a multi-level pool and raised spa with infinity spillover, expansive lounging deck, covered living and dining with motorized screens, full outdoor kitchen, turf backyard with putting green, and multiple terraces. For boating enthusiasts, the property offers 104 ft of waterfront, a new concrete seawall, 104 ft of composite dock, two Golden Gear boat lifts with remotes (20,000lb & 5,000lb), water and shore power. Hop on your boat and be in the Gulf in less than 15 minutes. This property has received prestigious recognition, earning Best Custom Home, Best Kitchen, and Best Staircase in the Parade of Homes awards — reflecting exceptional craftsmanship and design distinction. The oversized 2.5-car garage provides excellent storage and functionality, offering space for a golf cart or the option to create a golf simulator setup. Located in Siesta Isles with a voluntary HOA, less than one mile to Siesta Key Beach and moments to Siesta Village by golf cart or bike. Click on the Virtual Tour Link to get a behind the scenes look! ** Furniture negotiable

3 Beds ⋅ 5 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code

Experience elevated coastal living in this award-winning “Marlin Model” by Nutter Custom Construction, perfectly positioned on Siesta Key’s coveted Grand Canal. Completed in 2023 and showcased as the builder’s signature home, this completely custom Yacht-Modern residence blends refined elegance, contemporary design, and exceptional waterfront functionality. With 4,294 sq. ft. under air and 6,405 total sq. ft., this home offers 3 ensuite bedrooms (please note gym can be converted into 4th bedroom), 3 full baths, 2 half baths—including a dedicated pool bath—plus multiple flexible indoor and outdoor living spaces ideal for relaxed luxury and entertaining. Floor-to-ceiling glass doors reveal sweeping water views and seamless indoor-outdoor flow. Elevated construction and smart-home technology offer modern security and peace of mind. No water intrusion or damage during recent hurricanes. The chef’s kitchen is a standout, featuring a 10-ft waterfall island, European white dolomite counters, hidden walk-in pantry, Wolf appliances, built-in coffee system, under-cabinet toe lighting, and formal dining with wine cooler and ice maker. The primary suite is a private retreat with dual walk-in closets, hidden entry doors, freestanding soaking tub, oversized designer shower and steam room, and private outdoor shower garden. Outside, enjoy resort-style living with a multi-level pool and raised spa with infinity spillover, expansive lounging deck, covered living and dining with motorized screens, full outdoor kitchen, turf backyard with putting green, and multiple terraces. For boating enthusiasts, the property offers 104 ft of waterfront, a new concrete seawall, 104 ft of composite dock, two Golden Gear boat lifts with remotes (20,000lb & 5,000lb), water and shore power. Hop on your boat and be in the Gulf in less than 15 minutes. This property has received prestigious recognition, earning Best Custom Home, Best Kitchen, and Best Staircase in the Parade of Homes awards — reflecting exceptional craftsmanship and design distinction. The oversized 2.5-car garage provides excellent storage and functionality, offering space for a golf cart or the option to create a golf simulator setup. Located in Siesta Isles with a voluntary HOA, less than one mile to Siesta Key Beach and moments to Siesta Village by golf cart or bike. Click on the Virtual Tour Link to get a behind the scenes look! ** Furniture negotiable

5362 Shadow Lawn Drive, Sarasota

$2,200,000

Welcome to La Linda Siesta Key Estates, an exclusive gated enclave that defines the pinnacle of coastal luxury living. Just one block from the sparkling waters of Siesta Key, this custom-built, three-story masterpiece spans 3,796 square feet and offers 4 bedrooms, 4.5 baths, a private elevator, and a spacious 4-car garage, a rare feature on the island. Designed with both elegance and endurance in mind, this home is constructed with solid concrete block, impact-rated windows and doors, and superior structural integrity to withstand even the wildest forces of Mother Nature. Despite recent storms in the area, this residence remained completely unaffected, a true testament to its exceptional build quality and engineering. Inside, every inch of the home showcases high-end custom craftsmanship, from exquisite flooring and designer lighting to handcrafted cabinetry and architectural detailing that exude sophistication. The gourmet kitchen is a show-stopping centerpiece, featuring premium appliances, quartz countertops, and a large island perfect for entertaining. The open-concept living spaces flow effortlessly onto multiple balconies and outdoor areas, blurring the line between interior comfort and the beauty of the Florida coast. Each bedroom offers its own private en-suite bath, while the primary suite boasts a spa-inspired bathroom, expansive walk-in closets, and a private terrace ideal for morning coffee or evening sunsets. Step outside to your personal resort-style paradise, complete with a heated pool and spa, custom tiki bar, and private putting green, all surrounded by lush tropical landscaping designed for both privacy and pleasure. Perfectly positioned near Ocean Boulevard and the Village of Siesta Key, you’ll enjoy easy access to boutique shopping, award-winning restaurants, and the world-famous Siesta Key Beach. Whether it’s a serene morning walk along the shoreline, a day spent boating on the Gulf, or an evening out in downtown Sarasota, this home embodies the ultimate coastal lifestyle-luxurious, resilient, and truly unforgettable.

4 Beds ⋅ 5 Baths ⋅ Coronas Park SubDv. ⋅ 34242 Zip Code

Welcome to La Linda Siesta Key Estates, an exclusive gated enclave that defines the pinnacle of coastal luxury living. Just one block from the sparkling waters of Siesta Key, this custom-built, three-story masterpiece spans 3,796 square feet and offers 4 bedrooms, 4.5 baths, a private elevator, and a spacious 4-car garage, a rare feature on the island. Designed with both elegance and endurance in mind, this home is constructed with solid concrete block, impact-rated windows and doors, and superior structural integrity to withstand even the wildest forces of Mother Nature. Despite recent storms in the area, this residence remained completely unaffected, a true testament to its exceptional build quality and engineering. Inside, every inch of the home showcases high-end custom craftsmanship, from exquisite flooring and designer lighting to handcrafted cabinetry and architectural detailing that exude sophistication. The gourmet kitchen is a show-stopping centerpiece, featuring premium appliances, quartz countertops, and a large island perfect for entertaining. The open-concept living spaces flow effortlessly onto multiple balconies and outdoor areas, blurring the line between interior comfort and the beauty of the Florida coast. Each bedroom offers its own private en-suite bath, while the primary suite boasts a spa-inspired bathroom, expansive walk-in closets, and a private terrace ideal for morning coffee or evening sunsets. Step outside to your personal resort-style paradise, complete with a heated pool and spa, custom tiki bar, and private putting green, all surrounded by lush tropical landscaping designed for both privacy and pleasure. Perfectly positioned near Ocean Boulevard and the Village of Siesta Key, you’ll enjoy easy access to boutique shopping, award-winning restaurants, and the world-famous Siesta Key Beach. Whether it’s a serene morning walk along the shoreline, a day spent boating on the Gulf, or an evening out in downtown Sarasota, this home embodies the ultimate coastal lifestyle-luxurious, resilient, and truly unforgettable.

6925 Bochi Circle, Sarasota

$1,266,700

It looks new, because it is new! Nearly every surface touched in this fresh remodel, you'll be the first to spend a night in it since completion. The roof, the AC, the plumbing lines, pool surface and pool equipment, all new. Owned by the same family for decades, and taken care of extremely well. Pocket sliders, a good-sized pool with covered area, and pavered patio. Windows newish as well, only couple years old. The home sits on a 1/3 acre lot, on Grand Canal, and walking distance to the Village and beach. It’s the perfect affordable blend of everything Siesta Key. The home next door is available as well, should you want to combine lots or create your own family compound. Dock quotes available upon request.

3 Beds ⋅ 2 Baths ⋅ Paradise Island SubDv. ⋅ 34242 Zip Code

It looks new, because it is new! Nearly every surface touched in this fresh remodel, you'll be the first to spend a night in it since completion. The roof, the AC, the plumbing lines, pool surface and pool equipment, all new. Owned by the same family for decades, and taken care of extremely well. Pocket sliders, a good-sized pool with covered area, and pavered patio. Windows newish as well, only couple years old. The home sits on a 1/3 acre lot, on Grand Canal, and walking distance to the Village and beach. It’s the perfect affordable blend of everything Siesta Key. The home next door is available as well, should you want to combine lots or create your own family compound. Dock quotes available upon request.

307 Avenida De Paradisio, Sarasota

$865,000

Yes, it's on the water! Last shot at this one sub-1 million, coming off market end of Feb for full remodel. If you want a house on boating water with rock solid bones and a great floorplan this is probably it. 1/4 acre lot, nice covered lanai, walking distance to the Village and beach just beyond that. House has brand new plumbing, windows and roof only a couple years old, ready to be put back together. Dock quotes avail upon request.

3 Beds ⋅ 2 Baths ⋅ Paradise Island SubDv. ⋅ 34242 Zip Code

Yes, it's on the water! Last shot at this one sub-1 million, coming off market end of Feb for full remodel. If you want a house on boating water with rock solid bones and a great floorplan this is probably it. 1/4 acre lot, nice covered lanai, walking distance to the Village and beach just beyond that. House has brand new plumbing, windows and roof only a couple years old, ready to be put back together. Dock quotes avail upon request.

315 Avenida De Paradisio, Sarasota

$895,000

Discover luxurious coastal living on tropical Siesta Key, #1 beach in the US and #4 in the world! Set on an elevated lot that sustained NO storm damage, includes a NEW TAMKO hurricane proof ROOF with transferable workmanship warranty, new gutters, oversized side-entry 2-car garage, and circular driveway surrounded by lush tropical landscaping. Currently being used as an income producing home earning $58,800 annually! You are going to fall in love this beautifully updated 3-bedroom, 2-bath single-level residence offering nearly 2,300 sq. ft. of refined comfort. Perfectly situated just minutes from the world-famous powder-white sands and vibrant and eclectic Siesta Village, this home captures the essence of island elegance. The open-concept great room floor plan showcases soaring ceilings and a wall of sliding glass doors that seamlessly blend indoor and outdoor living, opening to a sparkling pool that consists of a brand new water heater, new pool water pump and fence as well as an expansive deck overlooking a serene lagoon—the ideal backdrop for entertaining or quiet relaxation. The gourmet kitchen features granite countertops, stainless steel appliances, and white soft-close cabinetry and oversized center island/bar, while the spacious primary suite offers a travertine-appointed bath, dual vanities, and a large walk-in closet. Experience the ultimate in coastal sophistication and island tranquility—all within moments of Sarasota’s finest beaches, dining, and culture.

3 Beds ⋅ 2 Baths ⋅ Siestas Bayside SubDv. ⋅ 34242 Zip Code

Discover luxurious coastal living on tropical Siesta Key, #1 beach in the US and #4 in the world! Set on an elevated lot that sustained NO storm damage, includes a NEW TAMKO hurricane proof ROOF with transferable workmanship warranty, new gutters, oversized side-entry 2-car garage, and circular driveway surrounded by lush tropical landscaping. Currently being used as an income producing home earning $58,800 annually! You are going to fall in love this beautifully updated 3-bedroom, 2-bath single-level residence offering nearly 2,300 sq. ft. of refined comfort. Perfectly situated just minutes from the world-famous powder-white sands and vibrant and eclectic Siesta Village, this home captures the essence of island elegance. The open-concept great room floor plan showcases soaring ceilings and a wall of sliding glass doors that seamlessly blend indoor and outdoor living, opening to a sparkling pool that consists of a brand new water heater, new pool water pump and fence as well as an expansive deck overlooking a serene lagoon—the ideal backdrop for entertaining or quiet relaxation. The gourmet kitchen features granite countertops, stainless steel appliances, and white soft-close cabinetry and oversized center island/bar, while the spacious primary suite offers a travertine-appointed bath, dual vanities, and a large walk-in closet. Experience the ultimate in coastal sophistication and island tranquility—all within moments of Sarasota’s finest beaches, dining, and culture.

635 Tropical Circle, Sarasota

$3,542,717

Motivated sellers! In fact, they are moving right next door! The sellers are nearing completion of their new home, which was deliberately designed and positioned to preserve the breathtaking Gulf views of this beachfront retreat. Feel the captivating energy of this home from the moment you enter the private gate to the meticulously landscaped grounds, including an award-winning heated saltwater pool with spa jets, a sun shelf, and custom-designed waterfall. Mornings begin with a soft breeze from the Gulf as you take in the magical sunrise from your 4th-floor deck. Retreat at the day’s end to your 3rd-floor lanai to relieve all the day's stresses. You have a front row seat nightly for nature’s most spectacular show. North Shell Road is the ultimate destination to witness Siesta Key’s most enchanting sunsets, where the sky ignites in hues of gold and crimson over Lido Key. The Gulf’s shimmering waters stretch endlessly before you, bathed in the warm glow of dusk, transforming your private retreat into a masterpiece of light and color. The panoramic views from this prestigious North Siesta Key home are simply magnificent. This home charms with its bold contemporary lines and warm, seamless connection to its pristine surroundings. The sophisticated design blends easily with the warmth and energy of the natural light that flows throughout. Quartz, concrete, soapstone, and live-edge designs blend with soft bamboo floors. This one-of-a-kind sanctuary boasts every upgrade you can imagine. 3916 North Shell Road is where ultimate luxury intersects with coastal splendor. ***Private showings for discerning buyers are available by appointment. Sellers respectfully request that potential buyers wear the shoe booties provided for showings.

4 Beds ⋅ 6 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code

Motivated sellers! In fact, they are moving right next door! The sellers are nearing completion of their new home, which was deliberately designed and positioned to preserve the breathtaking Gulf views of this beachfront retreat. Feel the captivating energy of this home from the moment you enter the private gate to the meticulously landscaped grounds, including an award-winning heated saltwater pool with spa jets, a sun shelf, and custom-designed waterfall. Mornings begin with a soft breeze from the Gulf as you take in the magical sunrise from your 4th-floor deck. Retreat at the day’s end to your 3rd-floor lanai to relieve all the day's stresses. You have a front row seat nightly for nature’s most spectacular show. North Shell Road is the ultimate destination to witness Siesta Key’s most enchanting sunsets, where the sky ignites in hues of gold and crimson over Lido Key. The Gulf’s shimmering waters stretch endlessly before you, bathed in the warm glow of dusk, transforming your private retreat into a masterpiece of light and color. The panoramic views from this prestigious North Siesta Key home are simply magnificent. This home charms with its bold contemporary lines and warm, seamless connection to its pristine surroundings. The sophisticated design blends easily with the warmth and energy of the natural light that flows throughout. Quartz, concrete, soapstone, and live-edge designs blend with soft bamboo floors. This one-of-a-kind sanctuary boasts every upgrade you can imagine. 3916 North Shell Road is where ultimate luxury intersects with coastal splendor. ***Private showings for discerning buyers are available by appointment. Sellers respectfully request that potential buyers wear the shoe booties provided for showings.

3916 N Shell Road, Sarasota

$3,845,000

Look no further. Welcome home to your coastal Siesta Key waterfront retreat, a boater’s dream come true. On the desired north end of Siesta Key, this four-bedroom, four-bath residence spans 4,622 square feet of meticulously designed living space. Elevated above flood plain, the residence blends architectural craftsmanship with a premier waterfront lifestyle. Directly on the Intracoastal Waterway with no fixed bridges, the property offers swift access to Big Pass and open Gulf waters. The dock presents panoramic bay views and a new 95-foot seawall with a 40-foot slip equipped with power, water and solar lit pilings, ideal for boating or serene sunrise and sunset viewing. The outdoor experience is elevated by a heated saltwater pool and spa, complete with smart controls, waterfall features and porcelain shellstone decking. Inside, a gourmet kitchen centers the home, featuring a Sub-Zero refrigerator, six-burner Dacor gas range with stainless vent hood, Advantium microwave-convection oven, wine refrigerator, wet bar, soft-close cabinetry with glass uppers, decorator granite surfaces, expansive island and illuminated custom cabinetry. The open-concept family room showcases a cathedral ceiling with sweeping bay vistas, creating a striking indoor-outdoor connection. The expansive primary suite features a private waterfront balcony, new carpet, custom walk-in closet and a spa-style en-suite with a deep soaking tub, frameless rain shower, and dual vanities. Two guest bedrooms are on the first floor, including a rear en-suite with a private entrance that also serves as a dedicated pool bath. A bonus room used as a game and fitness space offers flexible potential and can easily be converted into a fourth bedroom. This residence is within the city limits, allowing for potential short-term rental income, making it an attractive opportunity for personal enjoyment and investment. Additional highlights include hurricane-impact windows and doors, Hunter Douglas custom treatments, crown molding, Brazilian cherry wood flooring and refined interior finishes throughout. Professionally landscaped grounds with new sod, an irrigation system and hardscape pathways complete the setting. Minutes from Siesta Key Beach and Village and a short drive to Southside Village and downtown Sarasota, this residence merges waterfront access with design, privacy and location, offering a rare opportunity to own a premier property on Florida’s Gulf Coast. Click on the fly-through video and Matterport walk-through for more images. Live where every day feels like a resort vacation, make it come true!

3 Beds ⋅ 4 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code

Look no further. Welcome home to your coastal Siesta Key waterfront retreat, a boater’s dream come true. On the desired north end of Siesta Key, this four-bedroom, four-bath residence spans 4,622 square feet of meticulously designed living space. Elevated above flood plain, the residence blends architectural craftsmanship with a premier waterfront lifestyle. Directly on the Intracoastal Waterway with no fixed bridges, the property offers swift access to Big Pass and open Gulf waters. The dock presents panoramic bay views and a new 95-foot seawall with a 40-foot slip equipped with power, water and solar lit pilings, ideal for boating or serene sunrise and sunset viewing. The outdoor experience is elevated by a heated saltwater pool and spa, complete with smart controls, waterfall features and porcelain shellstone decking. Inside, a gourmet kitchen centers the home, featuring a Sub-Zero refrigerator, six-burner Dacor gas range with stainless vent hood, Advantium microwave-convection oven, wine refrigerator, wet bar, soft-close cabinetry with glass uppers, decorator granite surfaces, expansive island and illuminated custom cabinetry. The open-concept family room showcases a cathedral ceiling with sweeping bay vistas, creating a striking indoor-outdoor connection. The expansive primary suite features a private waterfront balcony, new carpet, custom walk-in closet and a spa-style en-suite with a deep soaking tub, frameless rain shower, and dual vanities. Two guest bedrooms are on the first floor, including a rear en-suite with a private entrance that also serves as a dedicated pool bath. A bonus room used as a game and fitness space offers flexible potential and can easily be converted into a fourth bedroom. This residence is within the city limits, allowing for potential short-term rental income, making it an attractive opportunity for personal enjoyment and investment. Additional highlights include hurricane-impact windows and doors, Hunter Douglas custom treatments, crown molding, Brazilian cherry wood flooring and refined interior finishes throughout. Professionally landscaped grounds with new sod, an irrigation system and hardscape pathways complete the setting. Minutes from Siesta Key Beach and Village and a short drive to Southside Village and downtown Sarasota, this residence merges waterfront access with design, privacy and location, offering a rare opportunity to own a premier property on Florida’s Gulf Coast. Click on the fly-through video and Matterport walk-through for more images. Live where every day feels like a resort vacation, make it come true!

810 Siesta Drive, Sarasota

$2,200,000

Exceptional waterfront living can be yours at this durable, block construction three-story single-family home set alongside the picturesque Heron Lagoon on Siesta Key. This home is completely move in ready after an extensive, luxury renovation. An attractive, paver drive flanked with lush landscaping offers ample parking while the four-car tandem garage is outfitted for the car enthusiast with a small non-conforming space and access to the backyard pool and spa. The first floor over parking features two en-suite bedrooms with large closets and the smart placement of the laundry closet. Stretching across the entire width of the home with a private office and relaxing, private terrace is the primary en-suite. The perfect place to rest, recharge and pamper with stunning views and a unique primary bath featuring dual vanities, soaking tub, walk-in shower and state of the art design. Ascend to the top floor by stairs or elevator to find an additional bedroom and full bath as well as the open concept living space offering three sets of hurricane rated French doors, allowing loads of natural light and panoramic views of the lagoon. The chef-inspired kitchen is equipped with a Viking stove & Frigidaire refrigerator (2021), custom cabinetry, glimmering quartz counters with an ocean inspired backsplash, and an additional built-in area for your private collection of spirits or prized glass ware. The gas fireplace in the dining area provides warmth and intimacy as you host your family and friends to enjoy your creative cuisine and offer a nightcap on the third-floor terrace overlooking the backyard designed for entertainment. A spiral staircase is your invitation to soak up the warm Florida sunshine in the refreshing pool (new mechanics 2024), challenge your guests to a putting contest on the integrated putting green, float peacefully alongside the mangroves from the kayak or paddleboard launch (new 2022) or drop a fishing line in the lagoon for the fresh catch of the day. On mild evenings, star gaze from the cozy hot tub (new 2024) or share stories of your Siesta Key adventures around the gas fire pit. Take a short stroll and find yourself at Turtle Beach Park, where beach access, grills, pavilions, a playground and much more can be your destination for hosting a gathering or a quiet day on the beach to yourself. With western views and exquisite attention to detail, this exceptional Siesta Key family retreat offers a rare opportunity to own a piece of paradise. A list of additional upgrades and details of renovation dates available upon request

4 Beds ⋅ 4 Baths ⋅ Ocean View SubDv. ⋅ 34242 Zip Code

Exceptional waterfront living can be yours at this durable, block construction three-story single-family home set alongside the picturesque Heron Lagoon on Siesta Key. This home is completely move in ready after an extensive, luxury renovation. An attractive, paver drive flanked with lush landscaping offers ample parking while the four-car tandem garage is outfitted for the car enthusiast with a small non-conforming space and access to the backyard pool and spa. The first floor over parking features two en-suite bedrooms with large closets and the smart placement of the laundry closet. Stretching across the entire width of the home with a private office and relaxing, private terrace is the primary en-suite. The perfect place to rest, recharge and pamper with stunning views and a unique primary bath featuring dual vanities, soaking tub, walk-in shower and state of the art design. Ascend to the top floor by stairs or elevator to find an additional bedroom and full bath as well as the open concept living space offering three sets of hurricane rated French doors, allowing loads of natural light and panoramic views of the lagoon. The chef-inspired kitchen is equipped with a Viking stove & Frigidaire refrigerator (2021), custom cabinetry, glimmering quartz counters with an ocean inspired backsplash, and an additional built-in area for your private collection of spirits or prized glass ware. The gas fireplace in the dining area provides warmth and intimacy as you host your family and friends to enjoy your creative cuisine and offer a nightcap on the third-floor terrace overlooking the backyard designed for entertainment. A spiral staircase is your invitation to soak up the warm Florida sunshine in the refreshing pool (new mechanics 2024), challenge your guests to a putting contest on the integrated putting green, float peacefully alongside the mangroves from the kayak or paddleboard launch (new 2022) or drop a fishing line in the lagoon for the fresh catch of the day. On mild evenings, star gaze from the cozy hot tub (new 2024) or share stories of your Siesta Key adventures around the gas fire pit. Take a short stroll and find yourself at Turtle Beach Park, where beach access, grills, pavilions, a playground and much more can be your destination for hosting a gathering or a quiet day on the beach to yourself. With western views and exquisite attention to detail, this exceptional Siesta Key family retreat offers a rare opportunity to own a piece of paradise. A list of additional upgrades and details of renovation dates available upon request

8258 Midnight Pass Road, Sarasota

$10,500,000

Welcome to this extraordinary Gulf-front estate located in one of Siesta Key’s most exclusive enclaves. Situated on a full acre in the private Sandy Hook community, this fully renovated, turnkey residence offers over 5,000 square feet of refined living space and more than 3,000 square feet of covered outdoor areas, all just a short stroll from Siesta Key Village and with direct access to a private community beach. Inside, the layout features five en-suite bedrooms, two powder baths, a dedicated office, and a three-car garage with beach cruisers and kayaks included. Floor-to-ceiling Andersen impact windows frame panoramic Gulf views, while rich finishes like Sapele mahogany siding, IPE hardwood decking, and a custom Pecky Cypress entertainment system reflect the home’s elevated craftsmanship. The chef’s kitchen is a showpiece, centered around a Labradorite Lumarian Blue granite island imported from Brazil, with Wolf, Miele, and Sub-Zero appliances throughout. The spa-inspired primary suite includes a waterfall feature wall, dual curbless shower, lighted soaking tub, and Toto smart toilets. A private elevator and full smart-home system ensure ease and efficiency. Outdoor living is exceptional, with a heated saltwater pool and Jacuzzi, a fully equipped summer kitchen, a covered outdoor living room with fireplace and TV, a poolside theater with dual fireplaces and TVs, and a sunset-facing gas fire pit. The professionally designed $1M+ tropical landscape includes advanced mosquito-misting and irrigation systems for effortless maintenance. With direct access to a private, resident-only beach and an ideal location just minutes from restaurants, shopping, and entertainment, this one-of-a-kind estate offers a rare opportunity to experience the best of coastal living on Siesta Key. Designed for elevated living and effortless enjoyment, 26 Sandy Hook Road S is more than a home—it is a fully realized Gulf-front sanctuary.

5 Beds ⋅ 7 Baths ⋅ Sandy Hook SubDv. ⋅ 34242 Zip Code

Welcome to this extraordinary Gulf-front estate located in one of Siesta Key’s most exclusive enclaves. Situated on a full acre in the private Sandy Hook community, this fully renovated, turnkey residence offers over 5,000 square feet of refined living space and more than 3,000 square feet of covered outdoor areas, all just a short stroll from Siesta Key Village and with direct access to a private community beach. Inside, the layout features five en-suite bedrooms, two powder baths, a dedicated office, and a three-car garage with beach cruisers and kayaks included. Floor-to-ceiling Andersen impact windows frame panoramic Gulf views, while rich finishes like Sapele mahogany siding, IPE hardwood decking, and a custom Pecky Cypress entertainment system reflect the home’s elevated craftsmanship. The chef’s kitchen is a showpiece, centered around a Labradorite Lumarian Blue granite island imported from Brazil, with Wolf, Miele, and Sub-Zero appliances throughout. The spa-inspired primary suite includes a waterfall feature wall, dual curbless shower, lighted soaking tub, and Toto smart toilets. A private elevator and full smart-home system ensure ease and efficiency. Outdoor living is exceptional, with a heated saltwater pool and Jacuzzi, a fully equipped summer kitchen, a covered outdoor living room with fireplace and TV, a poolside theater with dual fireplaces and TVs, and a sunset-facing gas fire pit. The professionally designed $1M+ tropical landscape includes advanced mosquito-misting and irrigation systems for effortless maintenance. With direct access to a private, resident-only beach and an ideal location just minutes from restaurants, shopping, and entertainment, this one-of-a-kind estate offers a rare opportunity to experience the best of coastal living on Siesta Key. Designed for elevated living and effortless enjoyment, 26 Sandy Hook Road S is more than a home—it is a fully realized Gulf-front sanctuary.

26 Sandy Hook Road N, Sarasota

$625,000

Welcome to this wonderful condominium complex directly on the edge of the Siesta Key Village! This UPSTAIRS unit has been completely remodeled from top to bottom and is absolutely stunning! The opened kitchen features stainless steel appliances, handsome quartz counters, and a tan tiger-look cabinetry. There is all new lighting, fans, receptacles and switches, and a neutral plank-like ceramic tile flooring throughout. The guest bath was completely remodeled along with the primary bathroom that has been expanded for a little extra elbow room. This has a new water heater and HVAC system, new roof in 2025, all new doors, impact windows, ceiling texture and it doesn't stop there. This comes very tastefully turnkey furnished in a warm coastal theme! Relax on your screened patio and look out to palms and foliage and take in the gulf breezes. The pristine beach is 2/10 of a mile away and the SK Village is about 100 feet away with a large selection of restaurants, shopping, grocery, nightlife, and so much more! Don't miss this beautiful condo in the heart of all that Siesta Key has to offer in a very well-run complex.

2 Beds ⋅ 2 Baths ⋅ Villa Navarra SubDv. ⋅ 34242 Zip Code

Welcome to this wonderful condominium complex directly on the edge of the Siesta Key Village! This UPSTAIRS unit has been completely remodeled from top to bottom and is absolutely stunning! The opened kitchen features stainless steel appliances, handsome quartz counters, and a tan tiger-look cabinetry. There is all new lighting, fans, receptacles and switches, and a neutral plank-like ceramic tile flooring throughout. The guest bath was completely remodeled along with the primary bathroom that has been expanded for a little extra elbow room. This has a new water heater and HVAC system, new roof in 2025, all new doors, impact windows, ceiling texture and it doesn't stop there. This comes very tastefully turnkey furnished in a warm coastal theme! Relax on your screened patio and look out to palms and foliage and take in the gulf breezes. The pristine beach is 2/10 of a mile away and the SK Village is about 100 feet away with a large selection of restaurants, shopping, grocery, nightlife, and so much more! Don't miss this beautiful condo in the heart of all that Siesta Key has to offer in a very well-run complex.

145 Avenida Messina Unit 3, Sarasota

$985,000

One or more photo(s) has been virtually staged. Tucked away at the end of quiet Estrada De Costa, a single lane road with just three homes, this unique and spacious Siesta Key 3 bedroom/3 bath lakefront property offers rare privacy, flexibility, and charm. The home was expanded in 2001, the property includes a 2 bedroom/2 bath main house, and a fully equipped one bedroom/one bath separate suite with its own private entrance, cozy living room, kitchen, walk-in closet, and screened porch with tranquil water views. Ideal for multigenerational living, guest accommodations, or income potential. Saltillo(Mexican) tile flooring flows throughout both living spaces and adds character and charm to every room, while the open layout flows seamlessly for comfortable everyday living. Sliding glass doors on the water side fill the rooms with natural light. The house did have water in the home after Hurricane Helene, so the owner completed some thoughtful and stylish renovations such as Shaker cabinets, quartz counters, subway tile backsplash, all new LG stainless steel appliances, new AC, and hot water heaters in both living spaces, and solid paneled doors throughout. New roof in 2022, and drain pipes lines in 2024. Located on Lake Rittwood, a serene neighborhood pond teeming with tilapia, turtles, ducks and birds, this home is a retreat. Stroll into Siesta Key Village, or catch sunset views at the Big Pass/Gulf public access at the West end of Givens St. and Ocean Blvd. This home offers the end-of-the-road seclusion, but still close to the wonderful activities of Siesta Key and Sarasota. Whether you're hosting guests, housing extended family, or exploring rental potential, this unique layout offers flexible living options rarely found on the Key.

3 Beds ⋅ 3 Baths ⋅ Twitchell Ralph S Siesta Key Prop SubDv. ⋅ 34242 Zip Code

One or more photo(s) has been virtually staged. Tucked away at the end of quiet Estrada De Costa, a single lane road with just three homes, this unique and spacious Siesta Key 3 bedroom/3 bath lakefront property offers rare privacy, flexibility, and charm. The home was expanded in 2001, the property includes a 2 bedroom/2 bath main house, and a fully equipped one bedroom/one bath separate suite with its own private entrance, cozy living room, kitchen, walk-in closet, and screened porch with tranquil water views. Ideal for multigenerational living, guest accommodations, or income potential. Saltillo(Mexican) tile flooring flows throughout both living spaces and adds character and charm to every room, while the open layout flows seamlessly for comfortable everyday living. Sliding glass doors on the water side fill the rooms with natural light. The house did have water in the home after Hurricane Helene, so the owner completed some thoughtful and stylish renovations such as Shaker cabinets, quartz counters, subway tile backsplash, all new LG stainless steel appliances, new AC, and hot water heaters in both living spaces, and solid paneled doors throughout. New roof in 2022, and drain pipes lines in 2024. Located on Lake Rittwood, a serene neighborhood pond teeming with tilapia, turtles, ducks and birds, this home is a retreat. Stroll into Siesta Key Village, or catch sunset views at the Big Pass/Gulf public access at the West end of Givens St. and Ocean Blvd. This home offers the end-of-the-road seclusion, but still close to the wonderful activities of Siesta Key and Sarasota. Whether you're hosting guests, housing extended family, or exploring rental potential, this unique layout offers flexible living options rarely found on the Key.

4830 Estrada De Costa, Sarasota

$540,000

Step into your completely turnkey Siesta Key waterfront retreat at Midnight Cove II where everything is done for you – just bring your suitcase and start living the dream. This first floor condo comes furnished and equipped, eliminating the hassle of moving, decorating, and outfitting your new coastal sanctuary. The move-in ready convenience extends throughout this waterfront haven, featuring a washer and dryer in the unit, along with newer dishwasher, garbage disposal, and air handler already in place. Your turnkey package includes a generous storage unit plus a dedicated parking spot. The Condo Association handles the details for you, recently planning WiFi thermostat installations and thoughtfully providing luggage carts at mailboxes – even mail retrieval has been simplified in your ready-to-enjoy retreat. This fully equipped coastal escape sits beautifully positioned with approximately 300 feet of Intracoastal frontage in the heart of Siesta Key. Midnight Cove II’s resort-style amenities complement your lifestyle with heated swimming pool, newly rebuilt tennis courts, basketball court, clubhouse, and barbecue grilling areas. You’ll also enjoy kayak storage and easy launch access, direct beach access across the street, and private docks to accommodate your boat. Crescent Beach’s pristine white sands and world-famous Siesta Beach are just minutes away. The charming Siesta Key village awaits nearby with shops, restaurants, live entertainment, and nightlife. With weekly rentals permitted, this turnkey investment opportunity combines effortless coastal living with income potential in one of Florida’s most desirable destinations. Don’t miss your chance to own this rare Siesta Key retreat—schedule your private showing today and start living the island lifestyle you’ve always dreamed of!

2 Beds ⋅ 2 Baths ⋅ Midnight Cove Ii SubDv. ⋅ 34242 Zip Code

Step into your completely turnkey Siesta Key waterfront retreat at Midnight Cove II where everything is done for you – just bring your suitcase and start living the dream. This first floor condo comes furnished and equipped, eliminating the hassle of moving, decorating, and outfitting your new coastal sanctuary. The move-in ready convenience extends throughout this waterfront haven, featuring a washer and dryer in the unit, along with newer dishwasher, garbage disposal, and air handler already in place. Your turnkey package includes a generous storage unit plus a dedicated parking spot. The Condo Association handles the details for you, recently planning WiFi thermostat installations and thoughtfully providing luggage carts at mailboxes – even mail retrieval has been simplified in your ready-to-enjoy retreat. This fully equipped coastal escape sits beautifully positioned with approximately 300 feet of Intracoastal frontage in the heart of Siesta Key. Midnight Cove II’s resort-style amenities complement your lifestyle with heated swimming pool, newly rebuilt tennis courts, basketball court, clubhouse, and barbecue grilling areas. You’ll also enjoy kayak storage and easy launch access, direct beach access across the street, and private docks to accommodate your boat. Crescent Beach’s pristine white sands and world-famous Siesta Beach are just minutes away. The charming Siesta Key village awaits nearby with shops, restaurants, live entertainment, and nightlife. With weekly rentals permitted, this turnkey investment opportunity combines effortless coastal living with income potential in one of Florida’s most desirable destinations. Don’t miss your chance to own this rare Siesta Key retreat—schedule your private showing today and start living the island lifestyle you’ve always dreamed of!

1900 Cove Ii Place Unit 114, Sarasota

$640,000

The absolute best of both worlds! About a 2/3 mile walk to the gulf beach access and about 100 feet to the Siesta Key Village! This second-floor condo was completely renovated in 2020. The owners created a stunning home away from home that features a relaxing front sliding glass-enclosed patio that can be opened to enjoy the gentle gulf breezes. The opened kitchen has lightly veined white quartz countertops (bathrooms, too), a huge gathering island, custom solid wood cabinetry and striking blue ocean backsplash! The bathrooms are just as beautiful and are completely redone with locally crafted custom vanities. Additional features include custom shiplap walls in the bathrooms, porcelain tile flooring throughout, new lighting switches and receptacles, impact-glass windows and sliders, new, new, new! The decorations and furnishings are to owners' standards- not renters. The spacious master bedroom has a 2-year-old King Sleep-Number bed, with a beautifully tiled ensuite bath. The second bedroom has a custom Queen Murphy bed. There is a hall laundry closet with newer washer/dryer stack unit and newer water heater. A brand-new Gordon HVAC was installed with a 10-year warranty and there is a brand-new roof as well. Private storage is stocked with beach toys! Enjoy a two-minute walk to the SK Village with several restaurant choices, shopping, nightlife, ice cream, and grocery store and only a 4-minute walk to the white quartz sandy beach! Truly one of the best locations on the key!

2 Beds ⋅ 2 Baths ⋅ Villa Navarra SubDv. ⋅ 34242 Zip Code

The absolute best of both worlds! About a 2/3 mile walk to the gulf beach access and about 100 feet to the Siesta Key Village! This second-floor condo was completely renovated in 2020. The owners created a stunning home away from home that features a relaxing front sliding glass-enclosed patio that can be opened to enjoy the gentle gulf breezes. The opened kitchen has lightly veined white quartz countertops (bathrooms, too), a huge gathering island, custom solid wood cabinetry and striking blue ocean backsplash! The bathrooms are just as beautiful and are completely redone with locally crafted custom vanities. Additional features include custom shiplap walls in the bathrooms, porcelain tile flooring throughout, new lighting switches and receptacles, impact-glass windows and sliders, new, new, new! The decorations and furnishings are to owners' standards- not renters. The spacious master bedroom has a 2-year-old King Sleep-Number bed, with a beautifully tiled ensuite bath. The second bedroom has a custom Queen Murphy bed. There is a hall laundry closet with newer washer/dryer stack unit and newer water heater. A brand-new Gordon HVAC was installed with a 10-year warranty and there is a brand-new roof as well. Private storage is stocked with beach toys! Enjoy a two-minute walk to the SK Village with several restaurant choices, shopping, nightlife, ice cream, and grocery store and only a 4-minute walk to the white quartz sandy beach! Truly one of the best locations on the key!

141 Avenida Messina Unit 4, Sarasota

3925 Hamilton Club Circle Unit 7, Sarasota

$2,000,000

Exquisite waterfront townhome in private gated community with architectural detail in the Bermuda tradition. Lush tropical landscaping , dramatic pool area with view of lagoon and fountain and overhanging Oaks. Tennis and Pickleball Court. Deeded deep water protected dock with lift, electric and water at dock provided by the Association. No bridges to the intercoastal. This home has enchanting wide water views of the Bayou from almost every room. Mangroves make this body of water a beautiful environment for fish and other wildlife. A covered balcony overlooking the water is the perfect spot to sit and sip your cocktail. This home has been beautifully renovated with fine finishes and many artistic touches. Open gourmet kitchen witih large center island. Pantry, storage and corner sitting area with window seat. Impact glass windows throughout. Inviting great room with gas fireplace and charming ambiance. Three bedrooms with ensuite baths and large family room. Elevator from garage to second and third floor. Small enclosed yard on ground floor. Walk right out to your boat and enjoy all that Siesta Key has to offer. Located on the North end of Siesta, minutes to Shell Beach, Siesta Village and the famous white sand of Crescent Beach. Minutes by car to downtown Sarasota with endless cultural opportunities and fabulous shopping and restaurants.

3 Beds ⋅ 4 Baths ⋅ Hamilton Club SubDv. ⋅ 34242 Zip Code

Exquisite waterfront townhome in private gated community with architectural detail in the Bermuda tradition. Lush tropical landscaping , dramatic pool area with view of lagoon and fountain and overhanging Oaks. Tennis and Pickleball Court. Deeded deep water protected dock with lift, electric and water at dock provided by the Association. No bridges to the intercoastal. This home has enchanting wide water views of the Bayou from almost every room. Mangroves make this body of water a beautiful environment for fish and other wildlife. A covered balcony overlooking the water is the perfect spot to sit and sip your cocktail. This home has been beautifully renovated with fine finishes and many artistic touches. Open gourmet kitchen witih large center island. Pantry, storage and corner sitting area with window seat. Impact glass windows throughout. Inviting great room with gas fireplace and charming ambiance. Three bedrooms with ensuite baths and large family room. Elevator from garage to second and third floor. Small enclosed yard on ground floor. Walk right out to your boat and enjoy all that Siesta Key has to offer. Located on the North end of Siesta, minutes to Shell Beach, Siesta Village and the famous white sand of Crescent Beach. Minutes by car to downtown Sarasota with endless cultural opportunities and fabulous shopping and restaurants.

3925 Hamilton Club Circle Unit 7, Sarasota

$1,450,000

The stunning three-bedroom, two-bathroom Spanish-style villa stands as a testament to resilience and quality. Experience peace of mind knowing this beautiful home endured no storm damage, standing high and dry with top-notch construction that allowed for zero impact from recent storms. Purchase with confidence, as this beachside sanctuary continues to shine. Nestled on a serene, private lane just off Beach Road, this enchanting villa offers unparalleled access to Sista Key Beach, with no roads to cross before your toes touch the soft, white sands and tranquil Gulf waters. Recent updates include a newer roof and air conditioning system, ensuring modern comfort for years to come. With its elegant Mediterranean charm and modern touches, the home invites you through a private gate and features luxurious glazed Spanish tile flooring, beautiful curved archways, and timeless bathroom accents. The villa boasts a a spacious layout with natural light flowing through every room, creating a warm and welcoming atmosphere. The thoughtful design includes an elevator for easy access across the levels and a charming open air terrace off the dining room, perfect for enjoying Florida's gentle breezes. A garden entry provides additional character, while partial Gulf views from the bedroom allow you to wake up to serene, coastal views every day. Parking is convenient with a spacious garage for tandem parking, complementing the vill's many desirable features. The low HOA fees (just $125 per month) and the flexibility of using the villa as a private residence or a desirable rental make this property a rare find. Plus, access to a pool is available if managed by Beachside Management. Don't miss the opportunity to own this elegant Mediterranean villa, perfectly positioned for beachside living on Siesta Key. Whether as a primary residence or investment, this property promises a life of luxury, tranquility, and unmatched Gulf-side beauty.

3 Beds ⋅ 3 Baths ⋅ Shells On Siesta Key SubDv. ⋅ 34242 Zip Code

The stunning three-bedroom, two-bathroom Spanish-style villa stands as a testament to resilience and quality. Experience peace of mind knowing this beautiful home endured no storm damage, standing high and dry with top-notch construction that allowed for zero impact from recent storms. Purchase with confidence, as this beachside sanctuary continues to shine. Nestled on a serene, private lane just off Beach Road, this enchanting villa offers unparalleled access to Sista Key Beach, with no roads to cross before your toes touch the soft, white sands and tranquil Gulf waters. Recent updates include a newer roof and air conditioning system, ensuring modern comfort for years to come. With its elegant Mediterranean charm and modern touches, the home invites you through a private gate and features luxurious glazed Spanish tile flooring, beautiful curved archways, and timeless bathroom accents. The villa boasts a a spacious layout with natural light flowing through every room, creating a warm and welcoming atmosphere. The thoughtful design includes an elevator for easy access across the levels and a charming open air terrace off the dining room, perfect for enjoying Florida's gentle breezes. A garden entry provides additional character, while partial Gulf views from the bedroom allow you to wake up to serene, coastal views every day. Parking is convenient with a spacious garage for tandem parking, complementing the vill's many desirable features. The low HOA fees (just $125 per month) and the flexibility of using the villa as a private residence or a desirable rental make this property a rare find. Plus, access to a pool is available if managed by Beachside Management. Don't miss the opportunity to own this elegant Mediterranean villa, perfectly positioned for beachside living on Siesta Key. Whether as a primary residence or investment, this property promises a life of luxury, tranquility, and unmatched Gulf-side beauty.

221 Tenacity Lane, Sarasota

$7,200,000

A truly exceptional waterfront retreat in one of Sarasota’s most coveted enclaves—Cedar Park Circle on North Siesta Key—this gated and private estate offers over 220 feet of prime bayfront with panoramic views of Cocoanut Bayou and Roberts Bay. Residents enjoy unrivaled boating access to the Gulf of Mexico and exclusive private deeded beach access. Spanning over 10,600 total square feet, including 6,500 square feet under air, this architectural masterpiece features 5 bedrooms, 5.5 bathrooms, and thoughtfully designed spaces across multiple expansive levels with an optional elevator if desired. Soaring ceilings, timeless finishes, and seamless indoor-outdoor living define the home’s coastal elegance. From the welcoming arbored front patio to the impressive wood-and-iron entry, every detail invites you in. Inside, the main living areas are designed for both comfort and grandeur. The foyer/sitting room opens to sweeping pool and bay views, while the massive great room impresses with an oversized stone gas fireplace, beamed ceilings, chandeliers, French doors, and a spacious dining area with custom built-ins. Around the corner, the newly renovated gourmet kitchen and den provide the perfect blend of everyday luxury and effortless entertaining. Here, you’ll find white-on-white custom cabinetry, quartz countertops, an 8-burner Wolf gas cooktop, dual SubZero refrigerator/freezers, a built-in Miele coffee system, and discreetly integrated conveniences like a second dishwasher and refrigerator. The adjoining den and breakfast nook boast tranquil water views, making this space an ideal private retreat. For the boating enthusiast, the property offers 150 feet of dockage, a 20,000-lb boat lift, two jet ski lifts, and a deep-water cut-in dock accommodating a 50’ vessel. After a day on the water, unwind on the expansive travertine-tiled back terrace with its teak summer kitchen, fire pit, multiple lounging and dining areas, and a saltwater infinity pool—all overlooking the bay. Hurricane-impact windows and doors, along with a new Dam Easy flood barrier, provide peace of mind. Private quarters are equally impressive. The luxurious master wing features his-and-her baths and closets, a dedicated exercise room or home office, and an outdoor tiled balcony—combining convenience, privacy, and resort-like amenities. On the opposite side of the home, three spacious guest suites each offer private balconies and baths. The ground floor grotto/media room with a full bar, wine room, steam bath, fifth bedroom, and two outdoor patios creates the ultimate guest haven. Additional features include dual laundry rooms (one on each wing), an oversized two-car garage with built-in storage, additional parking within the compound, and under-house storage. Designer landscape lighting, a four-zone heating/cooling system, and meticulous craftsmanship throughout ensure this residence is as functional as it is beautiful. This is a once-in-a-lifetime opportunity to own a one-of-a-kind sanctuary where private beach access, world-class boating, and timeless coastal luxury come together seamlessly at Cocoanut Bayou’s exclusive waterfront enclave.

5 Beds ⋅ 6 Baths ⋅ Cocoanut Bayou SubDv. ⋅ 34242 Zip Code

A truly exceptional waterfront retreat in one of Sarasota’s most coveted enclaves—Cedar Park Circle on North Siesta Key—this gated and private estate offers over 220 feet of prime bayfront with panoramic views of Cocoanut Bayou and Roberts Bay. Residents enjoy unrivaled boating access to the Gulf of Mexico and exclusive private deeded beach access. Spanning over 10,600 total square feet, including 6,500 square feet under air, this architectural masterpiece features 5 bedrooms, 5.5 bathrooms, and thoughtfully designed spaces across multiple expansive levels with an optional elevator if desired. Soaring ceilings, timeless finishes, and seamless indoor-outdoor living define the home’s coastal elegance. From the welcoming arbored front patio to the impressive wood-and-iron entry, every detail invites you in. Inside, the main living areas are designed for both comfort and grandeur. The foyer/sitting room opens to sweeping pool and bay views, while the massive great room impresses with an oversized stone gas fireplace, beamed ceilings, chandeliers, French doors, and a spacious dining area with custom built-ins. Around the corner, the newly renovated gourmet kitchen and den provide the perfect blend of everyday luxury and effortless entertaining. Here, you’ll find white-on-white custom cabinetry, quartz countertops, an 8-burner Wolf gas cooktop, dual SubZero refrigerator/freezers, a built-in Miele coffee system, and discreetly integrated conveniences like a second dishwasher and refrigerator. The adjoining den and breakfast nook boast tranquil water views, making this space an ideal private retreat. For the boating enthusiast, the property offers 150 feet of dockage, a 20,000-lb boat lift, two jet ski lifts, and a deep-water cut-in dock accommodating a 50’ vessel. After a day on the water, unwind on the expansive travertine-tiled back terrace with its teak summer kitchen, fire pit, multiple lounging and dining areas, and a saltwater infinity pool—all overlooking the bay. Hurricane-impact windows and doors, along with a new Dam Easy flood barrier, provide peace of mind. Private quarters are equally impressive. The luxurious master wing features his-and-her baths and closets, a dedicated exercise room or home office, and an outdoor tiled balcony—combining convenience, privacy, and resort-like amenities. On the opposite side of the home, three spacious guest suites each offer private balconies and baths. The ground floor grotto/media room with a full bar, wine room, steam bath, fifth bedroom, and two outdoor patios creates the ultimate guest haven. Additional features include dual laundry rooms (one on each wing), an oversized two-car garage with built-in storage, additional parking within the compound, and under-house storage. Designer landscape lighting, a four-zone heating/cooling system, and meticulous craftsmanship throughout ensure this residence is as functional as it is beautiful. This is a once-in-a-lifetime opportunity to own a one-of-a-kind sanctuary where private beach access, world-class boating, and timeless coastal luxury come together seamlessly at Cocoanut Bayou’s exclusive waterfront enclave.

265 Cedar Park Circle, Sarasota

$1,160,000

Exceptional Investment Opportunity Awaits! Just a two-minute stroll from the stunning white sands of Siesta Key Beach, Sun & Sea Island Hideaways presents a rare chance to own a fully remodeled, high-income-producing duplex in an ideal island setting. With zoning for short-term rentals, this incredible retreat offers remarkable flexibility: live in one unit while renting the other, or maximize your earnings by leasing both units to vacationers year-round. The property is fully furnished and has future bookings in place, ensuring immediate income potential. Nestled in the sought-after south end of Siesta Key, the property exudes tropical allure with interiors featuring updated terrazzo floors, chic furnishings, and modern upgrades, including new appliances, a new roof, and new AC units for both residences. Each 2-bedroom, 1-bathroom unit is thoughtfully designed for comfort, featuring bright, open living spaces that embody the essence of island living. A shared indoor laundry area adds convenience, while an outdoor shower provides the perfect way to conclude a beach day. The expansive, fully fenced backyard is a private oasis, with lush, low-maintenance landscaping, synthetic turf, and a sizable composite deck perfect for sunset gatherings, outdoor dining, or relaxation. A nearby community pool is accessible to owners and guests, and four designated parking spaces offer added convenience for owners and visitors. With a proven track record of strong rentals and high demand from vacationers, Sun & Sea Island Hideaways is more than just a home—it’s an investment in the ultimate island lifestyle. Whether you're seeking a profitable rental property or a private sanctuary with income potential, this Siesta Key treasure is ready to fulfill your island dreams.

4 Beds ⋅ 2 Baths ⋅ Sarasota By The Sea SubDv. ⋅ 34242 Zip Code

Exceptional Investment Opportunity Awaits! Just a two-minute stroll from the stunning white sands of Siesta Key Beach, Sun & Sea Island Hideaways presents a rare chance to own a fully remodeled, high-income-producing duplex in an ideal island setting. With zoning for short-term rentals, this incredible retreat offers remarkable flexibility: live in one unit while renting the other, or maximize your earnings by leasing both units to vacationers year-round. The property is fully furnished and has future bookings in place, ensuring immediate income potential. Nestled in the sought-after south end of Siesta Key, the property exudes tropical allure with interiors featuring updated terrazzo floors, chic furnishings, and modern upgrades, including new appliances, a new roof, and new AC units for both residences. Each 2-bedroom, 1-bathroom unit is thoughtfully designed for comfort, featuring bright, open living spaces that embody the essence of island living. A shared indoor laundry area adds convenience, while an outdoor shower provides the perfect way to conclude a beach day. The expansive, fully fenced backyard is a private oasis, with lush, low-maintenance landscaping, synthetic turf, and a sizable composite deck perfect for sunset gatherings, outdoor dining, or relaxation. A nearby community pool is accessible to owners and guests, and four designated parking spaces offer added convenience for owners and visitors. With a proven track record of strong rentals and high demand from vacationers, Sun & Sea Island Hideaways is more than just a home—it’s an investment in the ultimate island lifestyle. Whether you're seeking a profitable rental property or a private sanctuary with income potential, this Siesta Key treasure is ready to fulfill your island dreams.

1141 Sun N Sea Drive, Sarasota

$1,577,000

***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.

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

6300 Midnight Pass Road Unit 2, Sarasota

$800,000

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.

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

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.

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

$1,800,000

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.

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

$1,850,000

Siesta Key Waterfront Canal Home - Experience the best of waterfront living on Siesta Key with this charming canal-front home, just one house from the open bay and offering quick, easy access to the Intracoastal Waterway. Nestled in a tranquil and highly desirable location, the property enjoys a private setting on an expansive lot with a wide canal and stunning views of Sarasota Bay. This well-designed 3-bedroom, 2-bath residence sits high and dry, featuring an open floor plan perfect for entertaining. The spacious living and dining rooms flow seamlessly into the kitchen and family room, all enhanced by high ceilings and natural light. The master suite includes a cozy sitting area—ideal for a home office, den, or hobby room. On cooler evenings, relax by the wood-burning fireplace in the family room while watching boats drift by the bay. Outdoor living is equally inviting, with a sparkling pool and spa that provide the perfect retreat on warm Florida days. For boating enthusiasts, the property includes a dock equipped with a boat lift, water, electricity, swim ladder, and sundeck. Enjoy fishing, swimming, kayaking, or paddle-boarding right from your backyard. Upgrades include Roof (5 years old), A/C (3 years old). All hurricane impact windows & sliders and a 2 Car Garage. This home offers a rare opportunity to own a piece of Siesta Key waterfront—where every day feels like a vacation.

3 Beds ⋅ 2 Baths ⋅ Midnight Harbor Sub SubDv. ⋅ 34242 Zip Code

Siesta Key Waterfront Canal Home - Experience the best of waterfront living on Siesta Key with this charming canal-front home, just one house from the open bay and offering quick, easy access to the Intracoastal Waterway. Nestled in a tranquil and highly desirable location, the property enjoys a private setting on an expansive lot with a wide canal and stunning views of Sarasota Bay. This well-designed 3-bedroom, 2-bath residence sits high and dry, featuring an open floor plan perfect for entertaining. The spacious living and dining rooms flow seamlessly into the kitchen and family room, all enhanced by high ceilings and natural light. The master suite includes a cozy sitting area—ideal for a home office, den, or hobby room. On cooler evenings, relax by the wood-burning fireplace in the family room while watching boats drift by the bay. Outdoor living is equally inviting, with a sparkling pool and spa that provide the perfect retreat on warm Florida days. For boating enthusiasts, the property includes a dock equipped with a boat lift, water, electricity, swim ladder, and sundeck. Enjoy fishing, swimming, kayaking, or paddle-boarding right from your backyard. Upgrades include Roof (5 years old), A/C (3 years old). All hurricane impact windows & sliders and a 2 Car Garage. This home offers a rare opportunity to own a piece of Siesta Key waterfront—where every day feels like a vacation.

1236 Port Lane, Sarasota

How much is your home worth?

How much is your home worth?