Swfloridafinehomes.com Search Results

$125,000

Fractional Ownership. Experience the ultimate in coastal luxury with this Premium Winter Fractional Ownership Package, offering 2 one sixteenth ownership packages of an exceptional Siesta Key Beach residence. This is a rare opportunity to own four consecutive winter weeks (Weeks 14–17), plus 2 additional float weeks—providing extended beachfront living during the most desirable season on America’s #1 beach. For buyers searching for Siesta Key real estate, fractional ownership opportunities, or a luxury Gulf-front condo for sale, this offering stands out as truly exceptional. Step into an expansive residence that radiates comfort and coastal charm. The unit has been beautifully refreshed with more than $150,000 in designer furniture and high-end furnishings, giving the home an elevated, stylish, and welcoming atmosphere. The spacious floor plan includes a primary suite, a secondary suite, and a generous guest bedroom—making it ideal for extended stays and visiting guests. The gourmet kitchen features premium Wolf, Sub-Zero, and Fisher & Paykel appliances, complemented by imported linens and thoughtfully curated accessories that enhance the home’s luxury coastal feel. As an owner, you’ll enjoy signature Hyatt Vacation Club amenities, including full-service beach and concierge support, assistance with local activities, continental breakfast, valet parking, and 24-hour security. Every detail is designed to deliver an effortless blend of private ownership and resort-style living on Siesta Key. Claim your piece of paradise—four uninterrupted winter weeks in a spacious Gulf-front residence—and enjoy the benefits of fractional ownership at a fraction of the cost of full ownership. If you're searching for the perfect Siesta Key beachfront property, this rare four-week package offers unmatched value, flexibility, and lifestyle.

3 Beds ⋅ 3 Baths ⋅ Siesta Key Beach Residences SubDv. ⋅ 34242 Zip Code

Fractional Ownership. Experience the ultimate in coastal luxury with this Premium Winter Fractional Ownership Package, offering 2 one sixteenth ownership packages of an exceptional Siesta Key Beach residence. This is a rare opportunity to own four consecutive winter weeks (Weeks 14–17), plus 2 additional float weeks—providing extended beachfront living during the most desirable season on America’s #1 beach. For buyers searching for Siesta Key real estate, fractional ownership opportunities, or a luxury Gulf-front condo for sale, this offering stands out as truly exceptional. Step into an expansive residence that radiates comfort and coastal charm. The unit has been beautifully refreshed with more than $150,000 in designer furniture and high-end furnishings, giving the home an elevated, stylish, and welcoming atmosphere. The spacious floor plan includes a primary suite, a secondary suite, and a generous guest bedroom—making it ideal for extended stays and visiting guests. The gourmet kitchen features premium Wolf, Sub-Zero, and Fisher & Paykel appliances, complemented by imported linens and thoughtfully curated accessories that enhance the home’s luxury coastal feel. As an owner, you’ll enjoy signature Hyatt Vacation Club amenities, including full-service beach and concierge support, assistance with local activities, continental breakfast, valet parking, and 24-hour security. Every detail is designed to deliver an effortless blend of private ownership and resort-style living on Siesta Key. Claim your piece of paradise—four uninterrupted winter weeks in a spacious Gulf-front residence—and enjoy the benefits of fractional ownership at a fraction of the cost of full ownership. If you're searching for the perfect Siesta Key beachfront property, this rare four-week package offers unmatched value, flexibility, and lifestyle.

915 Seaside Drive Unit 606, Weeks 14-17, Sarasota

$3,250,000

This custom-built home received the “Best Overall” award in the 2021 Manatee and Sarasota County Parade of Homes. Experience the pinnacle of Siesta Key waterfront living in this 2019-built masterpiece by Nutter Custom Construction. Designed with precision and built to last, this solar-powered coastal retreat sits on high elevation and spans over 3,400 living square feet, offering 3 bedrooms, 3 baths, and two versatile flex rooms that redefine modern island living. Every element blends elegance, performance, and peace of mind. You walk into a wide-open floor plan that immediately draws you in. To the left, the primary suite offers total privacy with a spacious bedroom, spa-inspired bathroom featuring double vanities, a soaking tub, glass-enclosed shower with 4 shower heads, and a private outdoor shower with 2 shower heads, connected directly to the master bath a truly open-air sanctuary. To the right, your dedicated office provides focus and functionality and can easily serve as a fourth bedroom, with the flex room ideal for a home office or bonus space. The heart of the home opens to expansive living and dining spaces with a chef’s kitchen showcasing high-end cabinetry, premium flooring, designer lighting, and top-of-the-line Sub-Zero and Wolf appliances. Each guest bedroom includes its own private en-suite bath, offering comfort and privacy for family and visitors alike. A large walk-in pantry and laundry room are conveniently positioned near the kitchen. A whole-home water softening system, an In-wall pest control system with access ports, 2 air conditioning systems to keep the home evenly comfortable during the warmest weather, and 2 tankless water heaters to provide plenty of hot water. An oversized three-car garage for everyday ease. An additional flex room opens to the pool through oversized sliders, perfect for a second office, game room, or guest suite. There are automated window shades in the living room and game room. The home runs entirely on solar power and includes a multi-room sound system that fills the home and outdoor living space with your favorite music. Massive hurricane-rated sliding glass doors wrap the back of the home, creating a seamless flow to your backyard oasis, including landscape lighting and an irrigation system. An Integrated Security System with perimeter cameras provides extra peace of mind. Step out onto the beautiful travertine pool deck, featuring a heated pool and champagne-edged spa, outdoor lounge, and covered dining area with a built-in outdoor chef’s kitchen powered by propane, perfect for entertaining in style, and all with a sunset view. Beyond the pool, enjoy a lush, manicured backyard with direct access to the wide Siesta Key Grand Canal. A dedicated 14,000-pound boat lift allows you to launch your boat with ease, making days on the water effortless. A separate private docking area is available for your friends to arrive by boat or for jet skis. Enjoy kayaking, paddleboarding, and scenic canal rides, or simply relax and take in the sunsets from your extended concrete pad with a built-in concrete firepit, ideal for gatherings by the water. Every detail of this home is custom-crafted, from its hurricane-rated construction and elevated-lot placement to its energy-efficient systems and timeless coastal design. 5058 Windward Ave isn’t just a home, it’s a statement in waterfront living: high elevation, solar-powered, elegant, and built for those who expect the very best on Siesta Key.

3 Beds ⋅ 3 Baths ⋅ Sara Sands SubDv. ⋅ 34242 Zip Code

This custom-built home received the “Best Overall” award in the 2021 Manatee and Sarasota County Parade of Homes. Experience the pinnacle of Siesta Key waterfront living in this 2019-built masterpiece by Nutter Custom Construction. Designed with precision and built to last, this solar-powered coastal retreat sits on high elevation and spans over 3,400 living square feet, offering 3 bedrooms, 3 baths, and two versatile flex rooms that redefine modern island living. Every element blends elegance, performance, and peace of mind. You walk into a wide-open floor plan that immediately draws you in. To the left, the primary suite offers total privacy with a spacious bedroom, spa-inspired bathroom featuring double vanities, a soaking tub, glass-enclosed shower with 4 shower heads, and a private outdoor shower with 2 shower heads, connected directly to the master bath a truly open-air sanctuary. To the right, your dedicated office provides focus and functionality and can easily serve as a fourth bedroom, with the flex room ideal for a home office or bonus space. The heart of the home opens to expansive living and dining spaces with a chef’s kitchen showcasing high-end cabinetry, premium flooring, designer lighting, and top-of-the-line Sub-Zero and Wolf appliances. Each guest bedroom includes its own private en-suite bath, offering comfort and privacy for family and visitors alike. A large walk-in pantry and laundry room are conveniently positioned near the kitchen. A whole-home water softening system, an In-wall pest control system with access ports, 2 air conditioning systems to keep the home evenly comfortable during the warmest weather, and 2 tankless water heaters to provide plenty of hot water. An oversized three-car garage for everyday ease. An additional flex room opens to the pool through oversized sliders, perfect for a second office, game room, or guest suite. There are automated window shades in the living room and game room. The home runs entirely on solar power and includes a multi-room sound system that fills the home and outdoor living space with your favorite music. Massive hurricane-rated sliding glass doors wrap the back of the home, creating a seamless flow to your backyard oasis, including landscape lighting and an irrigation system. An Integrated Security System with perimeter cameras provides extra peace of mind. Step out onto the beautiful travertine pool deck, featuring a heated pool and champagne-edged spa, outdoor lounge, and covered dining area with a built-in outdoor chef’s kitchen powered by propane, perfect for entertaining in style, and all with a sunset view. Beyond the pool, enjoy a lush, manicured backyard with direct access to the wide Siesta Key Grand Canal. A dedicated 14,000-pound boat lift allows you to launch your boat with ease, making days on the water effortless. A separate private docking area is available for your friends to arrive by boat or for jet skis. Enjoy kayaking, paddleboarding, and scenic canal rides, or simply relax and take in the sunsets from your extended concrete pad with a built-in concrete firepit, ideal for gatherings by the water. Every detail of this home is custom-crafted, from its hurricane-rated construction and elevated-lot placement to its energy-efficient systems and timeless coastal design. 5058 Windward Ave isn’t just a home, it’s a statement in waterfront living: high elevation, solar-powered, elegant, and built for those who expect the very best on Siesta Key.

5058 Windward Avenue, Sarasota

$1,895,000

Nestled at the end of a quiet cul-de-sac on a deep-water canal near Siesta Key Village, this beautifully updated home blends luxury, comfort, and effortless coastal living. A bright, open layout welcomes you with higher ceilings and expansive windows that frame tranquil water views and lush tropical foliage, capturing the true essence of island living. The chef’s kitchen features gleaming quartz countertops, premium appliances, and abundant storage, while the inviting living room is centered around a cozy gas fireplace, which adds warmth, ambiance and creates the perfect setting for relaxing evenings or entertaining guests. Outdoors, the property shines with a solar-heated pebble-tec saltwater pool, lush tropical landscaping, and a private backyard overlooking the canal. Boaters will appreciate the grandfathered boathouse, 10,000-lb lift, refreshed decking, and easy 15–20 minute access to open water along the Grand Canal. An outdoor kitchen area with a barbeque grill makes waterfront dining effortless, while the convenient outdoor bathroom provides easy access for pool days and boating adventures. Inside, the desirable split floor plan includes three bedrooms, highlighted by a sun-filled primary suite with a lovely bath and custom closet. A separate office, den, or potential in-law suite—with its own exterior entrance and plumbing access—adds exceptional flexibility for guests, family, or work-from-home needs. Looking for an investment opportunity? This home offers excellent potential for desirable monthly or long-term rentals in a high-demand waterfront location just minutes from Siesta Key Village. The versatile layout—including the option for a private-entry suite—creates potential for additional income, making it ideal for buyers seeking both personal enjoyment and strong rental performance. French doors in all canal-facing rooms create seamless indoor-outdoor flow, inviting you to embrace Florida’s laid-back lifestyle. With its unbeatable combination of privacy, convenience, and coastal charm—plus world-famous Siesta Key Beach just minutes away—this home offers a rare chance to own a slice of paradise.

3 Beds ⋅ 3 Baths ⋅ Sara Sands SubDv. ⋅ 34242 Zip Code

Nestled at the end of a quiet cul-de-sac on a deep-water canal near Siesta Key Village, this beautifully updated home blends luxury, comfort, and effortless coastal living. A bright, open layout welcomes you with higher ceilings and expansive windows that frame tranquil water views and lush tropical foliage, capturing the true essence of island living. The chef’s kitchen features gleaming quartz countertops, premium appliances, and abundant storage, while the inviting living room is centered around a cozy gas fireplace, which adds warmth, ambiance and creates the perfect setting for relaxing evenings or entertaining guests. Outdoors, the property shines with a solar-heated pebble-tec saltwater pool, lush tropical landscaping, and a private backyard overlooking the canal. Boaters will appreciate the grandfathered boathouse, 10,000-lb lift, refreshed decking, and easy 15–20 minute access to open water along the Grand Canal. An outdoor kitchen area with a barbeque grill makes waterfront dining effortless, while the convenient outdoor bathroom provides easy access for pool days and boating adventures. Inside, the desirable split floor plan includes three bedrooms, highlighted by a sun-filled primary suite with a lovely bath and custom closet. A separate office, den, or potential in-law suite—with its own exterior entrance and plumbing access—adds exceptional flexibility for guests, family, or work-from-home needs. Looking for an investment opportunity? This home offers excellent potential for desirable monthly or long-term rentals in a high-demand waterfront location just minutes from Siesta Key Village. The versatile layout—including the option for a private-entry suite—creates potential for additional income, making it ideal for buyers seeking both personal enjoyment and strong rental performance. French doors in all canal-facing rooms create seamless indoor-outdoor flow, inviting you to embrace Florida’s laid-back lifestyle. With its unbeatable combination of privacy, convenience, and coastal charm—plus world-famous Siesta Key Beach just minutes away—this home offers a rare chance to own a slice of paradise.

5165 Sandy Cove Avenue, Siesta Key

$1,510,000

A private tropical haven in the heart of Siesta Key, beautifully reimagined coastal retreat tucked away on nearly half an acre in one of Siesta Key’s most coveted neighborhoods. This stunning four-bedroom, two-and-a-half-bath pool home lives effortlessly, blending relaxed island living with thoughtful modern design, all just minutes from world-renowned Siesta Beach and the vibrant energy of Siesta Village. Completely transformed in 2023 by the former contractor-owner for his family, the residence showcases quality craftsmanship, contemporary finishes, and a warm, inviting aesthetic. Sunlight pours through impact-rated windows, highlighting open living spaces that flow seamlessly toward the outdoors. The expansive great room anchors the home and connects naturally to the newly staged interiors, creating an ideal environment for everyday living and entertaining. At the heart of the home, the chef’s kitchen is an absolute showpiece, featuring a striking reclaimed-oak island, open oak shelving, handmade tile, quartz surfaces, premium appliances, and exceptional storage including a full-height pantry wall. The design balances beauty and function with ease. The spacious primary suite offers serenity and privacy with a spa-inspired bath, while three additional bedrooms provide flexibility for guests, family, a home office, or creative space. A full interior laundry room, half-bath, and oversized two-car garage add convenience. Step outside to your own tropical oasis. A large, screened lanai opens to lush gardens, a newly renovated pool with updated equipment, and an expansive paver deck; perfect for relaxing in the sun or hosting gatherings under the palms. This exceptional property offers peace of mind with solid concrete block construction, no flood or hurricane damage, and a long list of upgrades, including new kitchen, baths, plumbing updates, air conditioning and ductwork, water heater, pool equipment, paver driveway, and more. Move-in ready, beautifully staged and ideally located, this is coastal living at its best. Enjoy quick access to Siesta Beach, the Village, boat launches, dining, and all that Sarasota offers.

4 Beds ⋅ 3 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code

A private tropical haven in the heart of Siesta Key, beautifully reimagined coastal retreat tucked away on nearly half an acre in one of Siesta Key’s most coveted neighborhoods. This stunning four-bedroom, two-and-a-half-bath pool home lives effortlessly, blending relaxed island living with thoughtful modern design, all just minutes from world-renowned Siesta Beach and the vibrant energy of Siesta Village. Completely transformed in 2023 by the former contractor-owner for his family, the residence showcases quality craftsmanship, contemporary finishes, and a warm, inviting aesthetic. Sunlight pours through impact-rated windows, highlighting open living spaces that flow seamlessly toward the outdoors. The expansive great room anchors the home and connects naturally to the newly staged interiors, creating an ideal environment for everyday living and entertaining. At the heart of the home, the chef’s kitchen is an absolute showpiece, featuring a striking reclaimed-oak island, open oak shelving, handmade tile, quartz surfaces, premium appliances, and exceptional storage including a full-height pantry wall. The design balances beauty and function with ease. The spacious primary suite offers serenity and privacy with a spa-inspired bath, while three additional bedrooms provide flexibility for guests, family, a home office, or creative space. A full interior laundry room, half-bath, and oversized two-car garage add convenience. Step outside to your own tropical oasis. A large, screened lanai opens to lush gardens, a newly renovated pool with updated equipment, and an expansive paver deck; perfect for relaxing in the sun or hosting gatherings under the palms. This exceptional property offers peace of mind with solid concrete block construction, no flood or hurricane damage, and a long list of upgrades, including new kitchen, baths, plumbing updates, air conditioning and ductwork, water heater, pool equipment, paver driveway, and more. Move-in ready, beautifully staged and ideally located, this is coastal living at its best. Enjoy quick access to Siesta Beach, the Village, boat launches, dining, and all that Sarasota offers.

749 Tropical Circle, Sarasota

$1,199,000

Huge Price Reduction!!! Fourth-floor end unit offering breathtaking views of the intracoastal waterway, featuring three spacious bedrooms and three full ensuite baths. Newly installed luxury vinyl plank flooring graces the entire unit. The expansive glassed lanai boasts recently replaced sliding doors, complete with accordion shutters on the inner doors and impact-resistant glass on the outer ones. The kitchen has been thoughtfully opened up and reconfigured for optimal enjoyment. The living and dining areas are bright and roomy. Dolphin Bay is a sought-after, gated, pet-friendly community with only 50 units, each having its own private underbuilding garage, and well-known for its vibrant atmosphere. Amenities include three Har-Tru tennis courts, an active clubhouse, fitness center, pool and spa, day dock, fishing pier, and kayak access. The complex is well-maintained, with a freshly updated exterior and new elevators in 2024, set amidst beautifully landscaped grounds. Just a short stroll to the world-renowned, white crystal sands of Siesta Key beach. Condo fees at Dolphin Bay are being lowered in 2026.

3 Beds ⋅ 3 Baths ⋅ Dolphin Bay-Siesta Key SubDv. ⋅ 34242 Zip Code

Huge Price Reduction!!! Fourth-floor end unit offering breathtaking views of the intracoastal waterway, featuring three spacious bedrooms and three full ensuite baths. Newly installed luxury vinyl plank flooring graces the entire unit. The expansive glassed lanai boasts recently replaced sliding doors, complete with accordion shutters on the inner doors and impact-resistant glass on the outer ones. The kitchen has been thoughtfully opened up and reconfigured for optimal enjoyment. The living and dining areas are bright and roomy. Dolphin Bay is a sought-after, gated, pet-friendly community with only 50 units, each having its own private underbuilding garage, and well-known for its vibrant atmosphere. Amenities include three Har-Tru tennis courts, an active clubhouse, fitness center, pool and spa, day dock, fishing pier, and kayak access. The complex is well-maintained, with a freshly updated exterior and new elevators in 2024, set amidst beautifully landscaped grounds. Just a short stroll to the world-renowned, white crystal sands of Siesta Key beach. Condo fees at Dolphin Bay are being lowered in 2026.

1240 Dolphin Bay Way Unit 401, Sarasota

$1,395,000

ENJOY SERENE INTRA-COASTAL WATER VIEWS from this this 4th floor, end unit, 3 bedroom, 3 full bath condo at Dolphin Bay. This community lives life to the fullest! Lots of social activities and friendly and caring neighborhood. Take a new look and enjoy the fresh new decor and new high impact windows and sliders, all added in 2025! Reduced condo fees. This meticulously maintained condo lives like a single family home with charm and character. The kitchen was custom built by Yoder Construction, a well-known local company, highly respected for their craftsmanship. Living room and dining area are bright and spacious. The large primary bedroom has a walk-in closet and ensuite with shower and separate soaking tub. There are two other ensuite bedrooms. All three bedrooms have California Closet systems. All windows have custom plantation shutters, adding to the charm and comfort of this amazing condo. You will want to spend your day on the light filled lanai, perfect for entertaining or simply relaxing. Dolphin Bay is a highly desirable, gated, pet friendly, 50-unit complex with a fun filled community atmosphere with three Har-Tru tennis courts, an active clubhouse, fitness center, pool and spa, day dock, fishing pier and kayak access. Dolphin Bay is well maintained with a freshly updated exterior and new elevators in 2024 and beautifully landscaped grounds. Just a short walk to the world famous, white crystal sands of Siesta Key beach.

3 Beds ⋅ 3 Baths ⋅ Dolphin Bay-Siesta Key SubDv. ⋅ 34242 Zip Code

ENJOY SERENE INTRA-COASTAL WATER VIEWS from this this 4th floor, end unit, 3 bedroom, 3 full bath condo at Dolphin Bay. This community lives life to the fullest! Lots of social activities and friendly and caring neighborhood. Take a new look and enjoy the fresh new decor and new high impact windows and sliders, all added in 2025! Reduced condo fees. This meticulously maintained condo lives like a single family home with charm and character. The kitchen was custom built by Yoder Construction, a well-known local company, highly respected for their craftsmanship. Living room and dining area are bright and spacious. The large primary bedroom has a walk-in closet and ensuite with shower and separate soaking tub. There are two other ensuite bedrooms. All three bedrooms have California Closet systems. All windows have custom plantation shutters, adding to the charm and comfort of this amazing condo. You will want to spend your day on the light filled lanai, perfect for entertaining or simply relaxing. Dolphin Bay is a highly desirable, gated, pet friendly, 50-unit complex with a fun filled community atmosphere with three Har-Tru tennis courts, an active clubhouse, fitness center, pool and spa, day dock, fishing pier and kayak access. Dolphin Bay is well maintained with a freshly updated exterior and new elevators in 2024 and beautifully landscaped grounds. Just a short walk to the world famous, white crystal sands of Siesta Key beach.

1260 Dolphin Bay Way Unit 404, Sarasota

$2,600,000

Experience beachfront ownership that works for you. Residence 404 at Ten35 Seaside offers a rare opportunity to own a fully operational, income-producing property on Siesta Key’s Crescent Beach — one of the most sought-after vacation rental destinations in Florida. This residence is enrolled in the community’s on-site professional rental management program, providing immediate revenue and eliminating the uncertainty, setup time, and operational burden typical of vacation rental ownership. Owners benefit from a true turnkey investment: marketing, guest services, housekeeping, and day-to-day management are handled on-site, allowing you to generate income while still reserving personal use. Inside, the unit is designed specifically for both durability and guest appeal. Floor-to-ceiling hurricane-rated glass fills the open living space with natural light, while porcelain wood-look flooring, custom finishes, and curated furnishings create the upscale coastal experience today’s renters actively seek and review highly. The kitchen features quartz countertops and premium Wolf appliances, opening seamlessly to the living area — ideal for group stays and longer bookings. The flexible floor plan maximizes occupancy potential, with a spacious primary suite, guest bedroom, and an integrated Italian fold-down bed system that expands sleeping capacity without sacrificing aesthetics — an important driver of rental performance. The private covered lanai captures panoramic Gulf views, a major booking advantage and one of the most requested amenities among Siesta Key vacationers. Ten35 Seaside functions as a boutique resort for guests and owners alike, offering: • Direct beach access to Crescent Beach • Gulf-front pool and spa • Private cabanas • Fitness center • Fire pit and gathering areas • Daily beach chair and umbrella service Rental parameters allow one-week minimum stays in the off-season and two-week minimums during peak season, striking an ideal balance between revenue generation and property preservation. Located moments from Siesta Key’s South Village dining and shopping, the property consistently attracts repeat visitors — a key factor in maintaining strong occupancy. Whether you are expanding a portfolio, completing a 1031 exchange, or seeking a vacation home that offsets ownership costs, Unit 404 offers a combination rarely found on Siesta Key: Gulf-front location, professional management, and immediate rental income from day one.

2 Beds ⋅ 3 Baths ⋅ Ten35 Seaside SubDv. ⋅ 34242 Zip Code

Experience beachfront ownership that works for you. Residence 404 at Ten35 Seaside offers a rare opportunity to own a fully operational, income-producing property on Siesta Key’s Crescent Beach — one of the most sought-after vacation rental destinations in Florida. This residence is enrolled in the community’s on-site professional rental management program, providing immediate revenue and eliminating the uncertainty, setup time, and operational burden typical of vacation rental ownership. Owners benefit from a true turnkey investment: marketing, guest services, housekeeping, and day-to-day management are handled on-site, allowing you to generate income while still reserving personal use. Inside, the unit is designed specifically for both durability and guest appeal. Floor-to-ceiling hurricane-rated glass fills the open living space with natural light, while porcelain wood-look flooring, custom finishes, and curated furnishings create the upscale coastal experience today’s renters actively seek and review highly. The kitchen features quartz countertops and premium Wolf appliances, opening seamlessly to the living area — ideal for group stays and longer bookings. The flexible floor plan maximizes occupancy potential, with a spacious primary suite, guest bedroom, and an integrated Italian fold-down bed system that expands sleeping capacity without sacrificing aesthetics — an important driver of rental performance. The private covered lanai captures panoramic Gulf views, a major booking advantage and one of the most requested amenities among Siesta Key vacationers. Ten35 Seaside functions as a boutique resort for guests and owners alike, offering: • Direct beach access to Crescent Beach • Gulf-front pool and spa • Private cabanas • Fitness center • Fire pit and gathering areas • Daily beach chair and umbrella service Rental parameters allow one-week minimum stays in the off-season and two-week minimums during peak season, striking an ideal balance between revenue generation and property preservation. Located moments from Siesta Key’s South Village dining and shopping, the property consistently attracts repeat visitors — a key factor in maintaining strong occupancy. Whether you are expanding a portfolio, completing a 1031 exchange, or seeking a vacation home that offsets ownership costs, Unit 404 offers a combination rarely found on Siesta Key: Gulf-front location, professional management, and immediate rental income from day one.

1035 Seaside Drive Unit 404, 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

$1,895,000

Welcome to 4817 Ocean Blvd – Your Private Lakefront Escape in the Heart of Siesta Key Set on a tranquil spring-fed lake just moments from Siesta Beach and the Village, this flood resilient and meticulously maintained coastal residence offers year-round enjoyment or the perfect lock-and-leave retreat. Elevated and thoughtfully updated, it blends timeless coastal style with exceptional quality and peace of mind. Inside, an open layout showcases engineered oak hardwood floors, solid maple cabinetry, Santorini quartzite countertops, and Thermador appliances. The primary suite features serene lake views and a spa-inspired bath wrapped in Calacatta Oro tile. Outdoors, enjoy a heated saltwater pool, Hot Springs spa, and Tiki Hut with lighting, TV, and sound — perfect for entertaining. The maintenance-free backyard, astro turf lawn, and SWAT mosquito misting system ensure comfort and convenience year- round. A true standout, the air-conditioned 5-car garage with lifts, compressor, and 200mph- rated doors is a car enthusiast’s dream. With a 2019 roof, impact windows and doors, natural gas utilities, and smart home features, this home delivers effortless coastal luxury. Whether as a full-time residence or a seasonal escape, 4817 Ocean Blvd delivers a lifestyle that is uniquely Siesta Key — coastal elegance, lakefront tranquility, superior craftsmanship, and the freedom to simply lock, leave, and enjoy.

4 Beds ⋅ 3 Baths ⋅ Lake Rittwood SubDv. ⋅ 34242 Zip Code

Welcome to 4817 Ocean Blvd – Your Private Lakefront Escape in the Heart of Siesta Key Set on a tranquil spring-fed lake just moments from Siesta Beach and the Village, this flood resilient and meticulously maintained coastal residence offers year-round enjoyment or the perfect lock-and-leave retreat. Elevated and thoughtfully updated, it blends timeless coastal style with exceptional quality and peace of mind. Inside, an open layout showcases engineered oak hardwood floors, solid maple cabinetry, Santorini quartzite countertops, and Thermador appliances. The primary suite features serene lake views and a spa-inspired bath wrapped in Calacatta Oro tile. Outdoors, enjoy a heated saltwater pool, Hot Springs spa, and Tiki Hut with lighting, TV, and sound — perfect for entertaining. The maintenance-free backyard, astro turf lawn, and SWAT mosquito misting system ensure comfort and convenience year- round. A true standout, the air-conditioned 5-car garage with lifts, compressor, and 200mph- rated doors is a car enthusiast’s dream. With a 2019 roof, impact windows and doors, natural gas utilities, and smart home features, this home delivers effortless coastal luxury. Whether as a full-time residence or a seasonal escape, 4817 Ocean Blvd delivers a lifestyle that is uniquely Siesta Key — coastal elegance, lakefront tranquility, superior craftsmanship, and the freedom to simply lock, leave, and enjoy.

4817 Ocean Boulevard, Sarasota

$675,000

Just steps from Point of Rocks Beach! This 3BR/2.5BA townhouse with a garage at 6790 Sarasea Circle offers the best of coastal living in an exclusive 12-residence community. Enjoy direct access to Siesta Key’s world-famous beaches and village. The 1,446 sq. ft. interior features wood flooring, a cozy fireplace, and a screened lanai overlooking the pool. The bright kitchen includes white cabinetry, generous counter space, and a pass-through breakfast bar. Upstairs, 2 inviting bedrooms each feature private balconies, ample closets, and abundant natural light. Bathrooms are thoughtfully designed for comfort and convenience one on each floor, including en-suite and Jack-and-Jill layouts on the third floor. An oversized one-car garage provides direct access to a versatile lower-level bonus space, 3rd bedroom and laundry room. With up to 12 rentals allowed per year, this property offers excellent income potential in a prime island location close to dining, shopping, and downtown Sarasota.

3 Beds ⋅ 3 Baths ⋅ Midnight Sea SubDv. ⋅ 34242 Zip Code

Just steps from Point of Rocks Beach! This 3BR/2.5BA townhouse with a garage at 6790 Sarasea Circle offers the best of coastal living in an exclusive 12-residence community. Enjoy direct access to Siesta Key’s world-famous beaches and village. The 1,446 sq. ft. interior features wood flooring, a cozy fireplace, and a screened lanai overlooking the pool. The bright kitchen includes white cabinetry, generous counter space, and a pass-through breakfast bar. Upstairs, 2 inviting bedrooms each feature private balconies, ample closets, and abundant natural light. Bathrooms are thoughtfully designed for comfort and convenience one on each floor, including en-suite and Jack-and-Jill layouts on the third floor. An oversized one-car garage provides direct access to a versatile lower-level bonus space, 3rd bedroom and laundry room. With up to 12 rentals allowed per year, this property offers excellent income potential in a prime island location close to dining, shopping, and downtown Sarasota.

6790 Sarasea Circle Unit 6790, Sarasota

$3,600,000

SUNRISE TO SUNSET GULF AND BEACH VIEWS extend from public beach, Siesta Village, the north toward Lido and Longboat Keys! Welcome to a combination of 2 gulf front units into a spacious, open, airy luxury beach residence. As you enter, you are immersed in the breathtaking waters of the Gulf of Mexico in all directions! Stunning interior with an Italian flair! Venetian plaster walls, and imported Italian travertine porcelain tile throughout, as well as custom wooden doors. Kitchen appliances are all high-end: Wolf, Viking, Subzero, Miele. Kitchen island has seating available for eight. The open great room is perfect for entertaining as well as the attached dining area with 100 bottle refrigerated built-in wine cooler. The Terrace is situated on the widest part of the beach, while being walkable to Siesta Village with its colorful boutiques and diverse eateries. All of this with 2 under-building assigned parking spaces and an interior storage unit. There is also a common bike storage room and a fantastic elevated salt water pool overlooking the beach. This is a rarely available offering on Siesta Key Beach with the piece of mind of a newer accordion hurricane shutters.

3 Beds ⋅ 3 Baths ⋅ Terrace SubDv. ⋅ 34242 Zip Code

SUNRISE TO SUNSET GULF AND BEACH VIEWS extend from public beach, Siesta Village, the north toward Lido and Longboat Keys! Welcome to a combination of 2 gulf front units into a spacious, open, airy luxury beach residence. As you enter, you are immersed in the breathtaking waters of the Gulf of Mexico in all directions! Stunning interior with an Italian flair! Venetian plaster walls, and imported Italian travertine porcelain tile throughout, as well as custom wooden doors. Kitchen appliances are all high-end: Wolf, Viking, Subzero, Miele. Kitchen island has seating available for eight. The open great room is perfect for entertaining as well as the attached dining area with 100 bottle refrigerated built-in wine cooler. The Terrace is situated on the widest part of the beach, while being walkable to Siesta Village with its colorful boutiques and diverse eateries. All of this with 2 under-building assigned parking spaces and an interior storage unit. There is also a common bike storage room and a fantastic elevated salt water pool overlooking the beach. This is a rarely available offering on Siesta Key Beach with the piece of mind of a newer accordion hurricane shutters.

5400 Ocean Boulevard Unit 12-2, Sarasota

$810,000

LARGE 3 BED / 3 BATH SIESTA KEY WATERVIEW CONDO WITH A LARGE GARAGE AT A GREAT PRICE! Natural light and panoramic water views fill this spacious three-bedroom, three-bath end-unit residence in the sought-after Bayside community of Turtle Bay on Siesta Key. From the glass-enclosed lanai, enjoy breathtaking sunrises as boats glide along the Intracoastal Waterway, and in the evening, take in the sunset from the west-facing front lanai. The home’s kitchen and all three baths have been tastefully remodeled. The kitchen features a raised ceiling with recessed lighting, updated cabinetry, granite countertops, and premium Samsung appliances. Each bath offers elegant finishes, including glass-enclosed showers or tubs, wood cabinetry, and attractive flooring. The generously sized primary suite offers a beautifully updated en-suite bath. A second oversized guest bedroom is also en-suite with tranquil western views of the manicured grounds. Additional features include a new AC (2023), 40-gallon Rheem water heater (2020), indoor laundry room, and your own under-building private parking garage for storage, convenience, and security. No need to carry your beach chairs and accessories up to your condo, just put them in your private 12 X 28 garage with a 7x7 storage area on the ground level. Turtle Bay is a premier south Siesta Key community known for its lush tropical landscaping and exceptional amenities—updated fishing pier, boat dock with available slips (first-come, first-served), kayak launch, clubhouse, heated pool and spa, grilling area, and lighted tennis courts. Best of all, residents enjoy deeded Beach access just across the street to the Gulf of Mexico, where dazzling sunsets await. Experience the perfect blend of waterfront tranquility, resort-style living, and Siesta Key’s signature coastal charm at Turtle Bay. This condo is being sold TURNKEY - everything stays - just back your bags because everything else is already here! Milestone inspection and report has been completed and is available for potential buyers to review.

3 Beds ⋅ 3 Baths ⋅ Turtle Bay SubDv. ⋅ 34242 Zip Code

LARGE 3 BED / 3 BATH SIESTA KEY WATERVIEW CONDO WITH A LARGE GARAGE AT A GREAT PRICE! Natural light and panoramic water views fill this spacious three-bedroom, three-bath end-unit residence in the sought-after Bayside community of Turtle Bay on Siesta Key. From the glass-enclosed lanai, enjoy breathtaking sunrises as boats glide along the Intracoastal Waterway, and in the evening, take in the sunset from the west-facing front lanai. The home’s kitchen and all three baths have been tastefully remodeled. The kitchen features a raised ceiling with recessed lighting, updated cabinetry, granite countertops, and premium Samsung appliances. Each bath offers elegant finishes, including glass-enclosed showers or tubs, wood cabinetry, and attractive flooring. The generously sized primary suite offers a beautifully updated en-suite bath. A second oversized guest bedroom is also en-suite with tranquil western views of the manicured grounds. Additional features include a new AC (2023), 40-gallon Rheem water heater (2020), indoor laundry room, and your own under-building private parking garage for storage, convenience, and security. No need to carry your beach chairs and accessories up to your condo, just put them in your private 12 X 28 garage with a 7x7 storage area on the ground level. Turtle Bay is a premier south Siesta Key community known for its lush tropical landscaping and exceptional amenities—updated fishing pier, boat dock with available slips (first-come, first-served), kayak launch, clubhouse, heated pool and spa, grilling area, and lighted tennis courts. Best of all, residents enjoy deeded Beach access just across the street to the Gulf of Mexico, where dazzling sunsets await. Experience the perfect blend of waterfront tranquility, resort-style living, and Siesta Key’s signature coastal charm at Turtle Bay. This condo is being sold TURNKEY - everything stays - just back your bags because everything else is already here! Milestone inspection and report has been completed and is available for potential buyers to review.

8735 Midnight Pass Road Unit 301B, Sarasota

$1,680,000

North Siesta Key Waterfront Sanctuary — Where Vision Meets Value An invitation to live extraordinarily on North Siesta Key — where artistry, architecture, and the water’s edge converge. Set on a rare 15,000 sq. ft. peninsula with over 300+ feet of canal frontage, this exceptional property is defined by its sense of seclusion, natural beauty, and endless potential. Mature tropical landscaping and graceful palms create a private world of tranquility within a quiet cul-de-sac of multi-million-dollar estate homes, just moments from Sarasota’s vibrant mainland. Currently graced by a 4-bedroom, 3-bath residence spanning 3,450 sq. ft., the home captures panoramic water views through walls of glass that dissolve the boundary between indoors and out. Expansive living and dining areas open to a serene pool terrace and lush gardens — an ideal stage for gatherings beneath the Gulf Coast sun. Yet the true magic lies in what this setting makes possible. Enjoy the residence as it is, refresh it with your own modern expression, or design a new architectural masterpiece worthy of its rare peninsula site. This is deep-water, no-bridge boating access to Sarasota Bay, steps from Siesta Beach’s world-famous sands and minutes to downtown Sarasota’s acclaimed dining, arts, and cultural scene — a lifestyle that blends coastal ease with cosmopolitan energy. Exceptionally priced to inspire vision, creativity, and investment confidence, 940 Siesta Key Place offers both immediate enjoyment and enduring value within one of Sarasota’s most exclusive waterfront enclaves.

4 Beds ⋅ 3 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code

North Siesta Key Waterfront Sanctuary — Where Vision Meets Value An invitation to live extraordinarily on North Siesta Key — where artistry, architecture, and the water’s edge converge. Set on a rare 15,000 sq. ft. peninsula with over 300+ feet of canal frontage, this exceptional property is defined by its sense of seclusion, natural beauty, and endless potential. Mature tropical landscaping and graceful palms create a private world of tranquility within a quiet cul-de-sac of multi-million-dollar estate homes, just moments from Sarasota’s vibrant mainland. Currently graced by a 4-bedroom, 3-bath residence spanning 3,450 sq. ft., the home captures panoramic water views through walls of glass that dissolve the boundary between indoors and out. Expansive living and dining areas open to a serene pool terrace and lush gardens — an ideal stage for gatherings beneath the Gulf Coast sun. Yet the true magic lies in what this setting makes possible. Enjoy the residence as it is, refresh it with your own modern expression, or design a new architectural masterpiece worthy of its rare peninsula site. This is deep-water, no-bridge boating access to Sarasota Bay, steps from Siesta Beach’s world-famous sands and minutes to downtown Sarasota’s acclaimed dining, arts, and cultural scene — a lifestyle that blends coastal ease with cosmopolitan energy. Exceptionally priced to inspire vision, creativity, and investment confidence, 940 Siesta Key Place offers both immediate enjoyment and enduring value within one of Sarasota’s most exclusive waterfront enclaves.

940 Siesta Key Place, Sarasota

$650,000

RECENTLY REDUCED! Motivated Seller! The largest floor plan in the building. Great price per square foot opportunity. This rarely available 3-bedroom, 3-bath condo offers stunning nightly sunset views and intercostal water views. The spacious, light-filled residence features an open-concept floor plan and an enclosed lanai, ideal for relaxing or entertaining. The updated kitchen includes quartz countertops, newer appliances, and solid wood cabinets. A deeded carport comes with this unit. The recent $13 million building renovation features new hurricane-impact windows and sliding glass doors, fresh exterior stucco and paint, and other major upgrades—making Harbor Towers one of the most modern and well-maintained communities on Siesta Key. Residents enjoy a full array of resort amenities, including: Two heated swimming pools. State-of-the-art fitness center with his-and-hers saunas, treadmills, and free weights. Three Har-Tru tennis courts maintained daily. Marina with 40 boat slips available on a first-come, first-served basis. Kayak and paddleboard storage with direct Intracoastal launch access. Bicycle storage. Outdoor grilling patio and shaded gazebo with water views. Spend your days fishing along the Intracoastal, relaxing poolside, or exploring the island aboard the complimentary Siesta Key trolley. The world-famous Siesta Key Beach and Siesta Village are just moments away, offering fine dining, boutique shopping, and vibrant local entertainment. Whether you’re seeking a full-time residence, vacation retreat, or income-producing property (with 2-week minimum rentals allowed), this exceptional home blends luxury, convenience, and coastal charm—delivering the very best of Siesta Key living.

3 Beds ⋅ 3 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code

RECENTLY REDUCED! Motivated Seller! The largest floor plan in the building. Great price per square foot opportunity. This rarely available 3-bedroom, 3-bath condo offers stunning nightly sunset views and intercostal water views. The spacious, light-filled residence features an open-concept floor plan and an enclosed lanai, ideal for relaxing or entertaining. The updated kitchen includes quartz countertops, newer appliances, and solid wood cabinets. A deeded carport comes with this unit. The recent $13 million building renovation features new hurricane-impact windows and sliding glass doors, fresh exterior stucco and paint, and other major upgrades—making Harbor Towers one of the most modern and well-maintained communities on Siesta Key. Residents enjoy a full array of resort amenities, including: Two heated swimming pools. State-of-the-art fitness center with his-and-hers saunas, treadmills, and free weights. Three Har-Tru tennis courts maintained daily. Marina with 40 boat slips available on a first-come, first-served basis. Kayak and paddleboard storage with direct Intracoastal launch access. Bicycle storage. Outdoor grilling patio and shaded gazebo with water views. Spend your days fishing along the Intracoastal, relaxing poolside, or exploring the island aboard the complimentary Siesta Key trolley. The world-famous Siesta Key Beach and Siesta Village are just moments away, offering fine dining, boutique shopping, and vibrant local entertainment. Whether you’re seeking a full-time residence, vacation retreat, or income-producing property (with 2-week minimum rentals allowed), this exceptional home blends luxury, convenience, and coastal charm—delivering the very best of Siesta Key living.

5855 Midnight Pass Road Unit 318, Sarasota

$1,150,000

Under contract-accepting backup offers. Exceptional opportunity on TWO buildable lots just 15 houses from Siesta Key Beach and a leisurely stroll from the village. The existing midcentury durable concrete block 3br/2ba home features pecky cypress siding and beamed ceilings. There is an additional free standing guest cottage. The home was impacted by last years storms, but has been stripped to the studs and is waiting for someone to put their finishing touches on it. Tremendous potential awaits. Restore and renew the existing structure or tear down and build your own tropical dream home. Investors may want to take advantage of the 2 lot configuration to develop TWO stunning residences. Plans and competitive pricing for new construction are available. Whether you delight in renovating this iconic midcentury gem, start fresh with a custom built masterpiece, or take advantage of the terrific investment opportunity of TWO buildable lots, this is a terrific opportunity to realize your dream in this desirable coastal paradise.

3 Beds ⋅ 3 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code

Under contract-accepting backup offers. Exceptional opportunity on TWO buildable lots just 15 houses from Siesta Key Beach and a leisurely stroll from the village. The existing midcentury durable concrete block 3br/2ba home features pecky cypress siding and beamed ceilings. There is an additional free standing guest cottage. The home was impacted by last years storms, but has been stripped to the studs and is waiting for someone to put their finishing touches on it. Tremendous potential awaits. Restore and renew the existing structure or tear down and build your own tropical dream home. Investors may want to take advantage of the 2 lot configuration to develop TWO stunning residences. Plans and competitive pricing for new construction are available. Whether you delight in renovating this iconic midcentury gem, start fresh with a custom built masterpiece, or take advantage of the terrific investment opportunity of TWO buildable lots, this is a terrific opportunity to realize your dream in this desirable coastal paradise.

5453 Avenida Del Mare, Sarasota

$762,000

POOL HOME!! Priced To Sell!! Nestled on the peaceful tranquil island of Siesta Key, renowned for its world-class beach and romantic sunsets. JUST MINUTES FROM Siesta Beach & Village. This is the most wonderful place to embrace island-style living. This north island location on a quiet canopy street is walkable to the village, beach, and renowned Out-of-Door Academy. This 3 Bedroom and 2 & 1/2 Bathroom home is ready for your personal touches. Enjoy relaxing in your Caged Pool & Patio area. This Single family home has approximately 1834 sq.ft. +/- living area and a 2 car garage. The existing home—professionally remediated after flood damage—presents a unique opportunity for those looking to reimagine or completely rebuild. Almost 13,000 sq.ft lot with luscious natural landscaping and mature oaks. Updated roof in late 2019.

3 Beds ⋅ 3 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code

POOL HOME!! Priced To Sell!! Nestled on the peaceful tranquil island of Siesta Key, renowned for its world-class beach and romantic sunsets. JUST MINUTES FROM Siesta Beach & Village. This is the most wonderful place to embrace island-style living. This north island location on a quiet canopy street is walkable to the village, beach, and renowned Out-of-Door Academy. This 3 Bedroom and 2 & 1/2 Bathroom home is ready for your personal touches. Enjoy relaxing in your Caged Pool & Patio area. This Single family home has approximately 1834 sq.ft. +/- living area and a 2 car garage. The existing home—professionally remediated after flood damage—presents a unique opportunity for those looking to reimagine or completely rebuild. Almost 13,000 sq.ft lot with luscious natural landscaping and mature oaks. Updated roof in late 2019.

4894 Oxford Drive, Sarasota

$59,000

Fractional Ownership. Winter Fractional Package – 1/16th Share of Ownership-Your dream of owning a luxury home on Siesta Key Beach can now be a reality! Experience an enviable lifestyle on America’s #1 rated beach through this exclusive Winter Fractional Ownership Package at The Residences on Siesta Key Beach, Hyatt Vacation Club. Enjoy all the benefits of luxury beachfront living without the full-time cost or commitment. This expansive and elegantly appointed residence features a primary suite, junior suite, and a guest bedroom, providing plenty of space for family and guests. The entire property has recently undergone a full furniture and furnishings update, giving every residence a fresh, modern coastal look—with no special assessment passed along to owners. Each residence features custom furnishings valued at over $150,000, a chef’s kitchen with premium Wolf, Sub-Zero, and Fisher & Paykel appliances, and imported linens throughout. As an owner, you’ll enjoy the legendary Hyatt Vacation Club experience, including full-service concierge and recreation staff, valet parking, 24-hour security, housekeeping services, and assistance with local activities. Ownership also includes access to the exclusive Cabana Club, which provides beach access 365 days a year, subject to availability. All the resort-style services, amenities, and comforts of a world-class beachfront property—at just a fraction of the cost.

3 Beds ⋅ 3 Baths ⋅ Siesta Key Beach Residences SubDv. ⋅ 34242 Zip Code

Fractional Ownership. Winter Fractional Package – 1/16th Share of Ownership-Your dream of owning a luxury home on Siesta Key Beach can now be a reality! Experience an enviable lifestyle on America’s #1 rated beach through this exclusive Winter Fractional Ownership Package at The Residences on Siesta Key Beach, Hyatt Vacation Club. Enjoy all the benefits of luxury beachfront living without the full-time cost or commitment. This expansive and elegantly appointed residence features a primary suite, junior suite, and a guest bedroom, providing plenty of space for family and guests. The entire property has recently undergone a full furniture and furnishings update, giving every residence a fresh, modern coastal look—with no special assessment passed along to owners. Each residence features custom furnishings valued at over $150,000, a chef’s kitchen with premium Wolf, Sub-Zero, and Fisher & Paykel appliances, and imported linens throughout. As an owner, you’ll enjoy the legendary Hyatt Vacation Club experience, including full-service concierge and recreation staff, valet parking, 24-hour security, housekeeping services, and assistance with local activities. Ownership also includes access to the exclusive Cabana Club, which provides beach access 365 days a year, subject to availability. All the resort-style services, amenities, and comforts of a world-class beachfront property—at just a fraction of the cost.

915 Seaside Drive Unit 607, Weeks 14-15, Sarasota

$59,000

Fractional Ownership. Winter Fractional Package – 1/16th Share of Ownership-Your dream of owning a luxury home on Siesta Key Beach can now be a reality! Experience an enviable lifestyle on America’s #1 rated beach through this exclusive Winter Fractional Ownership Package at The Residences on Siesta Key Beach, Hyatt Vacation Club. Enjoy all the benefits of luxury beachfront living without the full-time cost or commitment. This expansive and elegantly appointed residence features a primary suite, junior suite, and a guest bedroom, providing plenty of space for family and guests. The entire property has recently undergone a full furniture and furnishings update, giving every residence a fresh, modern coastal look—with no special assessment passed along to owners. Each residence features custom furnishings valued at over $150,000, a chef’s kitchen with premium Wolf, Sub-Zero, and Fisher & Paykel appliances, and imported linens throughout. As an owner, you’ll enjoy the legendary Hyatt Vacation Club experience, including full-service concierge and recreation staff, valet parking, 24-hour security, housekeeping services, and assistance with local activities. Ownership also includes access to the exclusive Cabana Club, which provides beach access 365 days a year, subject to availability. All the resort-style services, amenities, and comforts of a world-class beachfront property—at just a fraction of the cost.

3 Beds ⋅ 3 Baths ⋅ Siesta Key Beach Residences SubDv. ⋅ 34242 Zip Code

Fractional Ownership. Winter Fractional Package – 1/16th Share of Ownership-Your dream of owning a luxury home on Siesta Key Beach can now be a reality! Experience an enviable lifestyle on America’s #1 rated beach through this exclusive Winter Fractional Ownership Package at The Residences on Siesta Key Beach, Hyatt Vacation Club. Enjoy all the benefits of luxury beachfront living without the full-time cost or commitment. This expansive and elegantly appointed residence features a primary suite, junior suite, and a guest bedroom, providing plenty of space for family and guests. The entire property has recently undergone a full furniture and furnishings update, giving every residence a fresh, modern coastal look—with no special assessment passed along to owners. Each residence features custom furnishings valued at over $150,000, a chef’s kitchen with premium Wolf, Sub-Zero, and Fisher & Paykel appliances, and imported linens throughout. As an owner, you’ll enjoy the legendary Hyatt Vacation Club experience, including full-service concierge and recreation staff, valet parking, 24-hour security, housekeeping services, and assistance with local activities. Ownership also includes access to the exclusive Cabana Club, which provides beach access 365 days a year, subject to availability. All the resort-style services, amenities, and comforts of a world-class beachfront property—at just a fraction of the cost.

915 Seaside Drive Unit 606, Weeks 12-13, Sarasota

$1,175,000

Restore a piece of architectural history or build your dream home on this prime waterfront lot on Bay Island, the gateway to Siesta Key and one of the island’s exclusive communities. Designed by renowned architect Ben Baldwin, a leading figure in the Mid-Century Modern movement, this residence offers timeless design and exceptional potential. The existing 3,321-square-foot concrete block home features 14 glass sliders, skylights and serene views of bamboo, palms and the lagoon. Baldwin’s vision of light, scale and nature is intact—awaiting restoration after flood remediation. The property includes an 11,458=-square-foot corner lot with lush landscaping, a tranquil lagoon/canal with easy bay access, and a detached space once used as a professional darkroom—ideal for conversion to a guest suite. Featured in the February 2024 issue of Key Life Magazine. In the City of Sarasota limits, an excellent investment with seven-day minimum rental period. Minutes to Siesta Key Beach, Siesta Village and Sarasota’s mainland. This is the lowest-priced waterfront home in Bay Island, offering a rare opportunity to own and restore a Sarasota architectural treasure.

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

Restore a piece of architectural history or build your dream home on this prime waterfront lot on Bay Island, the gateway to Siesta Key and one of the island’s exclusive communities. Designed by renowned architect Ben Baldwin, a leading figure in the Mid-Century Modern movement, this residence offers timeless design and exceptional potential. The existing 3,321-square-foot concrete block home features 14 glass sliders, skylights and serene views of bamboo, palms and the lagoon. Baldwin’s vision of light, scale and nature is intact—awaiting restoration after flood remediation. The property includes an 11,458=-square-foot corner lot with lush landscaping, a tranquil lagoon/canal with easy bay access, and a detached space once used as a professional darkroom—ideal for conversion to a guest suite. Featured in the February 2024 issue of Key Life Magazine. In the City of Sarasota limits, an excellent investment with seven-day minimum rental period. Minutes to Siesta Key Beach, Siesta Village and Sarasota’s mainland. This is the lowest-priced waterfront home in Bay Island, offering a rare opportunity to own and restore a Sarasota architectural treasure.

3721 Flamingo Avenue, Sarasota

$3,100,000

Certificate of Occupancy received 5/27/2026 *Call today to schedule your private showing! Welcome to 276 Island Circle, an exceptional waterfront retreat nestled on an oversized lot in the highly sought-after Palm Island neighborhood of Siesta Key. Perfectly positioned along the Grand Canal and just a half-mile from the world-famous shores of Siesta Key Beach, this beautifully designed 4-bedroom, 3-bathroom residence captures the essence of luxury coastal living. Thoughtfully crafted with both elegance and functionality in mind, the home offers an open and inviting floor plan highlighted by soaring tray ceilings, abundant natural light, and impressive zero-corner sliding glass doors that seamlessly blend indoor and outdoor living. Impact-rated windows and sliders provide peace of mind while framing picturesque views of the waterfront setting. The heart of the home is a stunning chef's kitchen designed for entertaining and everyday enjoyment alike. Exquisite quartz countertops and backsplash, dramatic waterfall edges, custom solid wood cabinetry, a Wolf range with custom hood, paneled Sub-Zero refrigerator, paneled Bosch dishwasher, Sharp microwave drawer, hidden outlets, and a showstopping glass-front pantry complete with a wine cooler combine to create a space that is as beautiful as it is functional. The primary suite offers a private sanctuary with custom-designed his-and-her closets and a spa-inspired bathroom featuring dual vanities, a curbless walk-in shower, and a freestanding soaking tub. Outdoor living is equally impressive. Overlooking the Grand Canal, the resort-style backyard was designed to embrace Florida's year-round sunshine. Relax in the saltwater PebbleTec pool and spa, unwind on the sun shelf, or entertain guests on the expansive leathered marble paver deck. Boaters will appreciate the impressive, brand new 107 feet of seawall frontage, offering direct access to the waterways that make Siesta Key such a coveted waterfront destination. Beyond the property, the Siesta Key lifestyle awaits. Spend your mornings walking Siesta Key Beach, consistently ranked among the finest beaches in the world for its powder-soft quartz sand and crystal-clear Gulf waters. Enjoy afternoons exploring Siesta Key Village's collection of boutique shops, waterfront restaurants, lively cafés, and local entertainment. Whether boating, dining al fresco, watching spectacular sunsets, or simply enjoying the laid-back island atmosphere, every day feels like a vacation. Rarely does a home combine a premier Palm Island location, exceptional waterfront setting, luxurious finishes, and close proximity to Siesta Key Beach so effortlessly. 276 Island Circle offers a unique opportunity to experience the very best of Sarasota's island lifestyle.

4 Beds ⋅ 3 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code

Certificate of Occupancy received 5/27/2026 *Call today to schedule your private showing! Welcome to 276 Island Circle, an exceptional waterfront retreat nestled on an oversized lot in the highly sought-after Palm Island neighborhood of Siesta Key. Perfectly positioned along the Grand Canal and just a half-mile from the world-famous shores of Siesta Key Beach, this beautifully designed 4-bedroom, 3-bathroom residence captures the essence of luxury coastal living. Thoughtfully crafted with both elegance and functionality in mind, the home offers an open and inviting floor plan highlighted by soaring tray ceilings, abundant natural light, and impressive zero-corner sliding glass doors that seamlessly blend indoor and outdoor living. Impact-rated windows and sliders provide peace of mind while framing picturesque views of the waterfront setting. The heart of the home is a stunning chef's kitchen designed for entertaining and everyday enjoyment alike. Exquisite quartz countertops and backsplash, dramatic waterfall edges, custom solid wood cabinetry, a Wolf range with custom hood, paneled Sub-Zero refrigerator, paneled Bosch dishwasher, Sharp microwave drawer, hidden outlets, and a showstopping glass-front pantry complete with a wine cooler combine to create a space that is as beautiful as it is functional. The primary suite offers a private sanctuary with custom-designed his-and-her closets and a spa-inspired bathroom featuring dual vanities, a curbless walk-in shower, and a freestanding soaking tub. Outdoor living is equally impressive. Overlooking the Grand Canal, the resort-style backyard was designed to embrace Florida's year-round sunshine. Relax in the saltwater PebbleTec pool and spa, unwind on the sun shelf, or entertain guests on the expansive leathered marble paver deck. Boaters will appreciate the impressive, brand new 107 feet of seawall frontage, offering direct access to the waterways that make Siesta Key such a coveted waterfront destination. Beyond the property, the Siesta Key lifestyle awaits. Spend your mornings walking Siesta Key Beach, consistently ranked among the finest beaches in the world for its powder-soft quartz sand and crystal-clear Gulf waters. Enjoy afternoons exploring Siesta Key Village's collection of boutique shops, waterfront restaurants, lively cafés, and local entertainment. Whether boating, dining al fresco, watching spectacular sunsets, or simply enjoying the laid-back island atmosphere, every day feels like a vacation. Rarely does a home combine a premier Palm Island location, exceptional waterfront setting, luxurious finishes, and close proximity to Siesta Key Beach so effortlessly. 276 Island Circle offers a unique opportunity to experience the very best of Sarasota's island lifestyle.

276 Island Circle, 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

$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

$1,475,000

Perched high above the shoreline, Residence 8C at Siesta Towers delivers nearly 360-degree views spanning the Gulf, Big Pass, Sarasota Bay, and the twinkling downtown skyline. From glowing sunsets to sparkling city lights, this vantage point is among the most extraordinary on Siesta Key. Rarely available, this three-bedroom, three-bath residence has just undergone a complete, top-to-bottom remodel. Every detail was thoughtfully curated with today’s luxury buyer in mind—offering the ease of brand-new finishes within an iconic Siesta Key location. Designed with a sleek, modern aesthetic, the open floor plan showcases impact-rated windows and sliding glass doors, wide-plank luxury flooring, custom recessed lighting, and a seamless indoor-outdoor flow. The all-new designer kitchen is appointed with quartz countertops, custom soft-close cabinetry, premium stainless-steel smart appliances, and a striking island ideal for entertaining. Each of the three en-suite bathrooms has been fully redesigned with spa-level finishes, frameless glass showers, elegant tilework, and contemporary fixtures. The spacious primary suite is a retreat in itself, featuring a tranquil en-suite bath and panoramic water views. Siesta Towers is a secure, well-managed waterfront community offering an enviable lifestyle. Building amenities include secure access-controlled entry, 24/7 security, a remodeled club room, fitness room, heated waterfront pool, BBQ grills, fishing dock, social dock, bike storage, and more. Just beyond your door, Siesta Village’s restaurants, shops, and nightlife are a short stroll away, with the powdery sands of world-renowned Siesta Beach minutes from home. This residence combines the rarity of a three-bedroom layout with a brand-new, complete remodel and nearly all-around views—an exceptional opportunity to own one of Siesta Key’s most striking vantage points.

3 Beds ⋅ 3 Baths ⋅ Siesta Towers SubDv. ⋅ 34242 Zip Code

Perched high above the shoreline, Residence 8C at Siesta Towers delivers nearly 360-degree views spanning the Gulf, Big Pass, Sarasota Bay, and the twinkling downtown skyline. From glowing sunsets to sparkling city lights, this vantage point is among the most extraordinary on Siesta Key. Rarely available, this three-bedroom, three-bath residence has just undergone a complete, top-to-bottom remodel. Every detail was thoughtfully curated with today’s luxury buyer in mind—offering the ease of brand-new finishes within an iconic Siesta Key location. Designed with a sleek, modern aesthetic, the open floor plan showcases impact-rated windows and sliding glass doors, wide-plank luxury flooring, custom recessed lighting, and a seamless indoor-outdoor flow. The all-new designer kitchen is appointed with quartz countertops, custom soft-close cabinetry, premium stainless-steel smart appliances, and a striking island ideal for entertaining. Each of the three en-suite bathrooms has been fully redesigned with spa-level finishes, frameless glass showers, elegant tilework, and contemporary fixtures. The spacious primary suite is a retreat in itself, featuring a tranquil en-suite bath and panoramic water views. Siesta Towers is a secure, well-managed waterfront community offering an enviable lifestyle. Building amenities include secure access-controlled entry, 24/7 security, a remodeled club room, fitness room, heated waterfront pool, BBQ grills, fishing dock, social dock, bike storage, and more. Just beyond your door, Siesta Village’s restaurants, shops, and nightlife are a short stroll away, with the powdery sands of world-renowned Siesta Beach minutes from home. This residence combines the rarity of a three-bedroom layout with a brand-new, complete remodel and nearly all-around views—an exceptional opportunity to own one of Siesta Key’s most striking vantage points.

4822 Ocean Boulevard Unit 8C, Sarasota

$1,400,000

JUST REDUCED!! SIESTA ISLES Waterfront Gem. Experience the best of Siesta Key living in this well maintained 3-bedroom + den, 3-bath pool home with 135+ feet of frontage on the Grand Canal. Situated on an oversized 15,269 sq ft /.35-acre lot, this residence offers the perfect blend of privacy, upgrades, and waterfront lifestyle. Situated well back from the street, the home opens with a welcoming foyer and expansive great room featuring vaulted ceilings, impact windows and impact sliding glass doors flooding the space with natural light while framing serene garden and waterway views. Two bedrooms feature en-suite baths and direct access to the back yard, while the primary suite’s bath connects conveniently to the pool area. Enjoy the privacy of this tropical retreat, swim in the sparkling pool, rinse off in the outdoor shower, or launch kayaks and paddleboards from the floating dock. With space to add a full dock or lift, boaters will love the water access via one fixed bridge to the Intracoastal Waterway. Practical updates bring peace of mind, including a durable metal roof and maintenance contracts for irrigation, AC, pest control, and alarm systems. The home has county water and sewer and there's a shared irrigation well that sustains the mature landscaping. The home experienced NO WATER INTRUSTION during last year’s storms and is truly move-in ready. A winding walkway through lush landscaping leads to the waterfront patio, while an extended brick paver driveway offers ample guest parking. Just minutes from Siesta Key’s world-famous beaches and The Village’s varied dining and shopping options, this home is ideal as a full-time residence or lucrative rental investment. Don’t miss your chance to own a slice of paradise on the Grand Canal—schedule your private showing today!

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

JUST REDUCED!! SIESTA ISLES Waterfront Gem. Experience the best of Siesta Key living in this well maintained 3-bedroom + den, 3-bath pool home with 135+ feet of frontage on the Grand Canal. Situated on an oversized 15,269 sq ft /.35-acre lot, this residence offers the perfect blend of privacy, upgrades, and waterfront lifestyle. Situated well back from the street, the home opens with a welcoming foyer and expansive great room featuring vaulted ceilings, impact windows and impact sliding glass doors flooding the space with natural light while framing serene garden and waterway views. Two bedrooms feature en-suite baths and direct access to the back yard, while the primary suite’s bath connects conveniently to the pool area. Enjoy the privacy of this tropical retreat, swim in the sparkling pool, rinse off in the outdoor shower, or launch kayaks and paddleboards from the floating dock. With space to add a full dock or lift, boaters will love the water access via one fixed bridge to the Intracoastal Waterway. Practical updates bring peace of mind, including a durable metal roof and maintenance contracts for irrigation, AC, pest control, and alarm systems. The home has county water and sewer and there's a shared irrigation well that sustains the mature landscaping. The home experienced NO WATER INTRUSTION during last year’s storms and is truly move-in ready. A winding walkway through lush landscaping leads to the waterfront patio, while an extended brick paver driveway offers ample guest parking. Just minutes from Siesta Key’s world-famous beaches and The Village’s varied dining and shopping options, this home is ideal as a full-time residence or lucrative rental investment. Don’t miss your chance to own a slice of paradise on the Grand Canal—schedule your private showing today!

5215 Cape Leyte Drive, Sarasota

$869,000

Welcome to your slice of paradise on Siesta Key. This beautifully updated 4-bedroom home offers the perfect blend of coastal charm and modern comfort, nestled on a peaceful, tree-lined street in one of the island’s most sought-after neighborhoods. Step inside to discover a bright, airy interior filled with natural light, where spacious living areas flow effortlessly into a large open-air pool, ideal for relaxing afternoons or entertaining under the sun. The heart of the home is designed for easy Florida living, with a thoughtful layout that invites connection and calm. The primary suite features a generous walk-in closet and a calming, private ambiance, perfect for unwinding after a day in the sun. Recent upgrades include a new roof installed in 2021 and a high-efficiency HVAC system from 2020, offering peace of mind and year-round comfort. Outside, the hardscaped, low-maintenance yard adds tropical appeal without the upkeep, while the paver driveway enhances curb appeal with a touch of elegance. Whether you're hosting poolside gatherings or enjoying quiet mornings with coffee and birdsong, this home delivers the kind of lifestyle that feels like vacation every day. And with Siesta Beach just minutes away, you’ll have world-class sand and surf practically at your doorstep. Move-in ready and lovingly maintained, this property is more than a home, it’s a serene escape in the heart of paradise. Did not flood during 2024 storms.

4 Beds ⋅ 3 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code

Welcome to your slice of paradise on Siesta Key. This beautifully updated 4-bedroom home offers the perfect blend of coastal charm and modern comfort, nestled on a peaceful, tree-lined street in one of the island’s most sought-after neighborhoods. Step inside to discover a bright, airy interior filled with natural light, where spacious living areas flow effortlessly into a large open-air pool, ideal for relaxing afternoons or entertaining under the sun. The heart of the home is designed for easy Florida living, with a thoughtful layout that invites connection and calm. The primary suite features a generous walk-in closet and a calming, private ambiance, perfect for unwinding after a day in the sun. Recent upgrades include a new roof installed in 2021 and a high-efficiency HVAC system from 2020, offering peace of mind and year-round comfort. Outside, the hardscaped, low-maintenance yard adds tropical appeal without the upkeep, while the paver driveway enhances curb appeal with a touch of elegance. Whether you're hosting poolside gatherings or enjoying quiet mornings with coffee and birdsong, this home delivers the kind of lifestyle that feels like vacation every day. And with Siesta Beach just minutes away, you’ll have world-class sand and surf practically at your doorstep. Move-in ready and lovingly maintained, this property is more than a home, it’s a serene escape in the heart of paradise. Did not flood during 2024 storms.

795 Plymouth Street, Sarasota

$1,649,000

Situated in the sought-after Bay Isle community on Siesta Key, this exceptional three-level pool home combines the best of upscale coastal living with impressive rental performance. Designed to host gatherings of all sizes, it is perfectly suited as a primary residence, vacation escape, or income-producing property. In 2024, it brought in $132,419 in gross rental income, with 2025 projections at $120,681, showcasing its strong investment appeal. Just a short stroll to Shell Beach and minutes from Siesta Key Village and the world-renowned Siesta Key Beach, the home offers unmatched access to award-winning white sand, vibrant dining, and boutique shopping. A complete renovation in 2019 transformed the property with a new metal roof, hurricane-impact windows, patio and garage doors, upgraded AC systems, and an oversized resurfaced lap pool with all-new equipment, including a heat pump. Over 50 Areca palms frame the lush tropical landscaping, providing beauty and privacy while remaining easy to maintain. The outdoor living space rivals a private resort, featuring a sparkling pool, spacious patio, and tranquil surroundings ideal for lounging or entertaining. Inside, natural light fills the open floor plan, creating seamless flow to the outdoor areas and making it a true entertainer’s haven. Impeccably maintained and move-in ready, this Bay Isle residence offers a rare opportunity to enjoy the island lifestyle while benefiting from consistent rental income.

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

Situated in the sought-after Bay Isle community on Siesta Key, this exceptional three-level pool home combines the best of upscale coastal living with impressive rental performance. Designed to host gatherings of all sizes, it is perfectly suited as a primary residence, vacation escape, or income-producing property. In 2024, it brought in $132,419 in gross rental income, with 2025 projections at $120,681, showcasing its strong investment appeal. Just a short stroll to Shell Beach and minutes from Siesta Key Village and the world-renowned Siesta Key Beach, the home offers unmatched access to award-winning white sand, vibrant dining, and boutique shopping. A complete renovation in 2019 transformed the property with a new metal roof, hurricane-impact windows, patio and garage doors, upgraded AC systems, and an oversized resurfaced lap pool with all-new equipment, including a heat pump. Over 50 Areca palms frame the lush tropical landscaping, providing beauty and privacy while remaining easy to maintain. The outdoor living space rivals a private resort, featuring a sparkling pool, spacious patio, and tranquil surroundings ideal for lounging or entertaining. Inside, natural light fills the open floor plan, creating seamless flow to the outdoor areas and making it a true entertainer’s haven. Impeccably maintained and move-in ready, this Bay Isle residence offers a rare opportunity to enjoy the island lifestyle while benefiting from consistent rental income.

156 Siesta Drive, Sarasota

$1,595,000

Just minutes from the powdery white sands of Siesta Beach and the vibrant energy of Siesta Key Village, yet tucked away on a quiet, oak-shaded street, 5121 Oxford Drive is a 3-bedroom, 3-bath waterfront pool home. Located on the coveted Grand Canal, with 50 feet of deep-water frontage, you’ll be on the bay in just minutes. A brand-new dock and 10,000 lb. lift (2025) are ready for your boat, and the property is golf cart–friendly, allowing you to cruise easily to the Village or beach. For the right buyer, furnishings, the golf cart, and even the boat are negotiable, creating a truly turnkey opportunity. Every major upgrade has been completed so you can enjoy the home from day one. Impact-rated low-e sliders and exterior doors (2025) fill the space with natural light and security. The durable metal roof is built to last, while all-new HVAC systems (2025), a whole-home dehumidifier (2025), and a tankless water heater (2023) ensure modern comfort. The garage features hurricane-rated insulated doors (2020), a mini-split A/C (2025), and epoxy flooring (2025)—perfect for keeping your toys protected in style. The gourmet kitchen, fully renovated in 2023, boasts quartz counters, high-end stainless steel appliances, custom solid wood cabinetry and a sleek coastal design. The master bath (2024) feels like a spa retreat, and even the fireplace area was refreshed in 2021, adding a warm focal point to the living space. The living area flows onto wraparound balconies made from Cumaru Brazilian teak, overlooking the sparkling new saltwater pool (2024) with electric heater, marble travertine pavers, and all-new equipment. This property is made for the lifestyle you’ve been dreaming about - morning coffee as boats glide by, afternoons on the water, and evenings walking or taking the golf cart to dinner in the Village. Whether you’re seeking a full-time residence, a vacation getaway, or a high-demand rental, 5121 Oxford Drive delivers it all - turnkey option, fully upgraded, and ready for you to enjoy.

3 Beds ⋅ 3 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code

Just minutes from the powdery white sands of Siesta Beach and the vibrant energy of Siesta Key Village, yet tucked away on a quiet, oak-shaded street, 5121 Oxford Drive is a 3-bedroom, 3-bath waterfront pool home. Located on the coveted Grand Canal, with 50 feet of deep-water frontage, you’ll be on the bay in just minutes. A brand-new dock and 10,000 lb. lift (2025) are ready for your boat, and the property is golf cart–friendly, allowing you to cruise easily to the Village or beach. For the right buyer, furnishings, the golf cart, and even the boat are negotiable, creating a truly turnkey opportunity. Every major upgrade has been completed so you can enjoy the home from day one. Impact-rated low-e sliders and exterior doors (2025) fill the space with natural light and security. The durable metal roof is built to last, while all-new HVAC systems (2025), a whole-home dehumidifier (2025), and a tankless water heater (2023) ensure modern comfort. The garage features hurricane-rated insulated doors (2020), a mini-split A/C (2025), and epoxy flooring (2025)—perfect for keeping your toys protected in style. The gourmet kitchen, fully renovated in 2023, boasts quartz counters, high-end stainless steel appliances, custom solid wood cabinetry and a sleek coastal design. The master bath (2024) feels like a spa retreat, and even the fireplace area was refreshed in 2021, adding a warm focal point to the living space. The living area flows onto wraparound balconies made from Cumaru Brazilian teak, overlooking the sparkling new saltwater pool (2024) with electric heater, marble travertine pavers, and all-new equipment. This property is made for the lifestyle you’ve been dreaming about - morning coffee as boats glide by, afternoons on the water, and evenings walking or taking the golf cart to dinner in the Village. Whether you’re seeking a full-time residence, a vacation getaway, or a high-demand rental, 5121 Oxford Drive delivers it all - turnkey option, fully upgraded, and ready for you to enjoy.

5121 Oxford Drive, Sarasota

$1,200,000

A rare investment opportunity awaits with this proven income-producing property on world-renowned Siesta Key Beach. Located within the beautifully maintained Island House Beach Resort, this unique offering includes two units in one building, complete with a two-car carport and additional storage. Flexible rental options allow it to be used as a full 4-bedroom rental, two separate 2-bedroom units, or you can live in one and rent the other—offering excellent versatility and income potential. Recently renovated, the property features hurricane-impact windows, 3M-tinted sliders, and is being sold turnkey furnished for immediate use. Enjoy private beach access with cabanas, beach chairs, and lounges, just a short walk from your doorstep. The resort also offers a spacious beachside courtyard with patio seating, gas grills, and shuffleboard courts—perfect for relaxing or entertaining. The recreation center includes a full-length heated swimming pool, pool table, ping pong, and air hockey, providing plenty of options for fun and relaxation. Ideally located just minutes from Siesta Key Village, downtown Sarasota, and steps from the sand, this is your chance to own a slice of paradise with excellent income potential.

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

A rare investment opportunity awaits with this proven income-producing property on world-renowned Siesta Key Beach. Located within the beautifully maintained Island House Beach Resort, this unique offering includes two units in one building, complete with a two-car carport and additional storage. Flexible rental options allow it to be used as a full 4-bedroom rental, two separate 2-bedroom units, or you can live in one and rent the other—offering excellent versatility and income potential. Recently renovated, the property features hurricane-impact windows, 3M-tinted sliders, and is being sold turnkey furnished for immediate use. Enjoy private beach access with cabanas, beach chairs, and lounges, just a short walk from your doorstep. The resort also offers a spacious beachside courtyard with patio seating, gas grills, and shuffleboard courts—perfect for relaxing or entertaining. The recreation center includes a full-length heated swimming pool, pool table, ping pong, and air hockey, providing plenty of options for fun and relaxation. Ideally located just minutes from Siesta Key Village, downtown Sarasota, and steps from the sand, this is your chance to own a slice of paradise with excellent income potential.

6150 Midnight Pass Road Unit Unit 10 A&B, Sarasota

$2,249,000

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

4 Beds ⋅ 3 Baths ⋅ Harmony Sub SubDv. ⋅ 34242 Zip Code

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

5012 Higel Avenue, Sarasota

$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