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LOCATION AND CHARM!!! Welcome to 5215 Calle De Costa Rica, a single-family home located in Siesta Key, FL just steps away from the highly desired Siesta Key Beach and Village. This charming cottage offers an unbeatable location along with 1,762 square feet of living space featuring 3 bedrooms and 2 bathrooms. The main house can have one interior door closed which creates a private mother-in-law suite with its own exterior entrance. In addition to the main house there is a quaint separate guest house that offers ample space for family and friends, an office or a creative space as a studio. The entire property is fenced and feels like its own private oasis surrounded by lush tropical landscaping and generous private outdoor spaces with brick paths and patios to enjoy your morning coffee or relax in a fabulous serene environment. Inside this 6-room property you will find luxury custom ceramic tile throughout and tongue-and-groove walls and ceilings. The many windows allow in plenty of gorgeous natural light, making every room bright and welcoming. New HVAC in main house in 2024 as well as kitchen flooring. You will also appreciate the quiet street where neighbors often gather while walking their dogs while being only 5 blocks to shopping, dining and the fantastic nightlife that Siesta Key Village offers. Just a half mile walk to Sunset Pier or Beach Access #7 and the powdery quartz sands of the top-rated Siesta Key Beach. This home is perfect as a primary residence, a vacation/second home or a fabulous opportunity as an investment property. Don't miss the opportunity to own this rare and special Siesta Key Cottage located in the most coveted of locations. Bring your bikes and beach chairs because this home offers endless possibilities and the Siesta Key lifestyle offers so much to be explored and enjoyed!!

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

LOCATION AND CHARM!!! Welcome to 5215 Calle De Costa Rica, a single-family home located in Siesta Key, FL just steps away from the highly desired Siesta Key Beach and Village. This charming cottage offers an unbeatable location along with 1,762 square feet of living space featuring 3 bedrooms and 2 bathrooms. The main house can have one interior door closed which creates a private mother-in-law suite with its own exterior entrance. In addition to the main house there is a quaint separate guest house that offers ample space for family and friends, an office or a creative space as a studio. The entire property is fenced and feels like its own private oasis surrounded by lush tropical landscaping and generous private outdoor spaces with brick paths and patios to enjoy your morning coffee or relax in a fabulous serene environment. Inside this 6-room property you will find luxury custom ceramic tile throughout and tongue-and-groove walls and ceilings. The many windows allow in plenty of gorgeous natural light, making every room bright and welcoming. New HVAC in main house in 2024 as well as kitchen flooring. You will also appreciate the quiet street where neighbors often gather while walking their dogs while being only 5 blocks to shopping, dining and the fantastic nightlife that Siesta Key Village offers. Just a half mile walk to Sunset Pier or Beach Access #7 and the powdery quartz sands of the top-rated Siesta Key Beach. This home is perfect as a primary residence, a vacation/second home or a fabulous opportunity as an investment property. Don't miss the opportunity to own this rare and special Siesta Key Cottage located in the most coveted of locations. Bring your bikes and beach chairs because this home offers endless possibilities and the Siesta Key lifestyle offers so much to be explored and enjoyed!!

5215 Calle De Costa Rica, Sarasota

$7,500,000

A truly rare offering on Siesta Key, this elevated, direct beachfront residence is one of only seven homes on private Tenacity Lane. With the powdery white sands of Siesta Beach just beyond your backyard and sweeping western and northern facing Gulf views from multiple levels, this is the kind of property that seldom becomes available. Positioned to take full advantage of its setting, this 5,444-square-foot, 3-bedroom, 4-bath residence captures a sweeping, wide-open coastal panorama and an exceptionally unobstructed northern view. The main living level is designed around the view. Nearly 40 feet of impact sliding glass doors span the living and dining areas, creating a dramatic connection to the Gulf and filling the open-concept living, kitchen, and dining spaces with natural light. Step outside to an impressive approximately 40-by-13-foot beachfront deck — an exceptional setting for morning coffee, sunset dinners, grilling, stargazing or simply watching the waves just beyond your backyard. The kitchen features white wood cabinetry, granite countertops, stainless steel appliances and a Thermador six-burner gas range, complemented by a full butler’s pantry with beverage fridge, ice maker and sink. Just beyond the butler’s pantry is a dedicated laundry room, followed by a private guest suite offering its own full kitchen, bath, living and sleeping areas, plus a separate exterior entrance. Upstairs, the primary suite is a private beachfront retreat, with Gulf views directly from the bedroom and a large private covered deck overlooking Siesta Key Beach and the Gulf. The expansive suite also includes generous closet space, an additional washer and dryer, and his and hers bathrooms. Outdoor living continues beneath the home with a large composite-decked entertaining area and additional yard space. A gated entrance, impact windows and sliders, two full sets of washers and dryers, a three-car garage and oversized driveway add to the home’s privacy and functionality. Here, the Gulf is not simply a view—it is part of everyday life, with the beach literally at your back door, sunsets unfolding across the horizon and Siesta Key Village only steps away. This is the kind of setting that turns everyday living into something extraordinary.

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

A truly rare offering on Siesta Key, this elevated, direct beachfront residence is one of only seven homes on private Tenacity Lane. With the powdery white sands of Siesta Beach just beyond your backyard and sweeping western and northern facing Gulf views from multiple levels, this is the kind of property that seldom becomes available. Positioned to take full advantage of its setting, this 5,444-square-foot, 3-bedroom, 4-bath residence captures a sweeping, wide-open coastal panorama and an exceptionally unobstructed northern view. The main living level is designed around the view. Nearly 40 feet of impact sliding glass doors span the living and dining areas, creating a dramatic connection to the Gulf and filling the open-concept living, kitchen, and dining spaces with natural light. Step outside to an impressive approximately 40-by-13-foot beachfront deck — an exceptional setting for morning coffee, sunset dinners, grilling, stargazing or simply watching the waves just beyond your backyard. The kitchen features white wood cabinetry, granite countertops, stainless steel appliances and a Thermador six-burner gas range, complemented by a full butler’s pantry with beverage fridge, ice maker and sink. Just beyond the butler’s pantry is a dedicated laundry room, followed by a private guest suite offering its own full kitchen, bath, living and sleeping areas, plus a separate exterior entrance. Upstairs, the primary suite is a private beachfront retreat, with Gulf views directly from the bedroom and a large private covered deck overlooking Siesta Key Beach and the Gulf. The expansive suite also includes generous closet space, an additional washer and dryer, and his and hers bathrooms. Outdoor living continues beneath the home with a large composite-decked entertaining area and additional yard space. A gated entrance, impact windows and sliders, two full sets of washers and dryers, a three-car garage and oversized driveway add to the home’s privacy and functionality. Here, the Gulf is not simply a view—it is part of everyday life, with the beach literally at your back door, sunsets unfolding across the horizon and Siesta Key Village only steps away. This is the kind of setting that turns everyday living into something extraordinary.

214 Tenacity Lane, Sarasota

$749,000

Welcome to Palm Island, the Heart of Siesta Key!! Palm Island is an Island on an Island, located a short walk to World Famous Sugary Sands of Siesta Key Beach (Beach Access 10) and Siesta Village. With only one small humpback bridge on & off, this beachy neighborhood is a quiet oasis that is close the beach, restaurants and nightlife that makes this area so desirable. Great opportunity to build your dream home and enjoy the Island lifestyle. Current home has 2 bedrooms, 2 baths and a 2-car garage. The fenced back yard is a Tropical Paradise for taking in the soothing Gulf Breeze.

Sarasota Beach SubDv. ⋅ 34242 Zip Code

Welcome to Palm Island, the Heart of Siesta Key!! Palm Island is an Island on an Island, located a short walk to World Famous Sugary Sands of Siesta Key Beach (Beach Access 10) and Siesta Village. With only one small humpback bridge on & off, this beachy neighborhood is a quiet oasis that is close the beach, restaurants and nightlife that makes this area so desirable. Great opportunity to build your dream home and enjoy the Island lifestyle. Current home has 2 bedrooms, 2 baths and a 2-car garage. The fenced back yard is a Tropical Paradise for taking in the soothing Gulf Breeze.

5302 Las Rosas, Sarasota

$749,000

Welcome to Palm Island, the Heart of Siesta Key!! Palm Island is an Island on an Island, located a short walk to World Famous Sugery Sands of Siesta Key Beach (Beach Access 10) and Siesta Village. With only one small humpback bridge on & off, this beachy neighborhood is a quiet oasis that is close the beach, restaurants and nightlife that makes this area so desirable. Great opportunity to build your dream home or use the current home as an investment or just enjoy the Island lifestyle. Current home has 2 bedrooms, 2 baths and a 2-car garage. Terrazzo floors throughout. The fenced back yard is a Tropical Paradise for taking in the soothing Gulf Breeze.

2 Beds ⋅ 2 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code

Welcome to Palm Island, the Heart of Siesta Key!! Palm Island is an Island on an Island, located a short walk to World Famous Sugery Sands of Siesta Key Beach (Beach Access 10) and Siesta Village. With only one small humpback bridge on & off, this beachy neighborhood is a quiet oasis that is close the beach, restaurants and nightlife that makes this area so desirable. Great opportunity to build your dream home or use the current home as an investment or just enjoy the Island lifestyle. Current home has 2 bedrooms, 2 baths and a 2-car garage. Terrazzo floors throughout. The fenced back yard is a Tropical Paradise for taking in the soothing Gulf Breeze.

5302 Las Rosas, Sarasota

$849,000

Build Your Siesta Key Dream Home — Plans in Place! An exceptional opportunity to create your own piece of paradise on Siesta Key. This vacant property offers the perfect setting for a new custom home, with plans already in place to help bring your vision to life. Ideally situated just steps from beach access #10 and the vibrant Siesta Key Village, this property puts the best of island living right at your doorstep. Spend your days enjoying the world-famous beaches, then stroll to the Village for dining, shopping, entertainment, and the laid-back coastal lifestyle Siesta Key is known for. With plans already prepared, much of the groundwork is in place for your next home or investment. Whether you're looking to build a personal island retreat, second home, or income-producing property, this is a rare chance to secure a prime piece of Siesta Key and start building toward the lifestyle you've been waiting for.

Sarasota Beach SubDv. ⋅ 34242 Zip Code

Build Your Siesta Key Dream Home — Plans in Place! An exceptional opportunity to create your own piece of paradise on Siesta Key. This vacant property offers the perfect setting for a new custom home, with plans already in place to help bring your vision to life. Ideally situated just steps from beach access #10 and the vibrant Siesta Key Village, this property puts the best of island living right at your doorstep. Spend your days enjoying the world-famous beaches, then stroll to the Village for dining, shopping, entertainment, and the laid-back coastal lifestyle Siesta Key is known for. With plans already prepared, much of the groundwork is in place for your next home or investment. Whether you're looking to build a personal island retreat, second home, or income-producing property, this is a rare chance to secure a prime piece of Siesta Key and start building toward the lifestyle you've been waiting for.

5375 Calle Florida, Sarasota

$1,700,000

Rare Double-Lot Coastal Compound Opportunity on Siesta Key — Offered Together at $1,700,000 | 14,636 Total Sq. Ft. Embrace the quintessential Florida lifestyle on prestigious Palm Island—a small, distinctive residential island within Siesta Key, often referred to as the “Heart of Siesta Key” because of its heart-shaped geography. Palm Island is a peaceful, golf-cart-friendly sanctuary surrounded by canals, mature tropical canopies, and magnificent luxury residences. Combining Lot A (8,619 sq. ft.) and Lot B (6,017 sq. ft.), this rare joint offering creates an expansive 14,636-square-foot multi-parcel footprint, giving you the ultimate canvas to design a high-end, weather-resilient coastal estate. Are you looking for that legacy estate with a guest house where your family and friends gather for the holidays, one that will be passed down from generation to generation? Or perhaps these two parcels give the ultimate privacy you've been looking for? Or maybe you're a builder who could leverage the efficiency and convenience of building on side-by-side lots at the same time? Imagine never again having to time your beach visits around traffic, hunt for open spots, or compromise on your day because of a full parking lot. Instead, your coastal routine begins with the simple pleasure of stepping out your front door and taking a brief, effortless stroll down quiet, canopy-shaded streets. Within minutes, your toes sink into the pristine, powder-white quartz sands of Siesta Key Beach—consistently recognized among the top-ranked beaches in the world and repeatedly named the #1 beach in the United States. Whether you want to enjoy an early morning walk, take a spontaneous afternoon dip, or walk down to the water for an impromptu sunset cocktail, one of the globe's premier coastal treasures serves as a natural extension of your own backyard, completely free from the hassle of driving. Situated in the heart of Siesta Key, this prime parcel at 5323 Calle Florida offers an unbeatable location just 0.7 miles—a pleasant 15-minute stroll—from the vibrant dining, shopping, and nightlife of Siesta Key Village. Daily convenience and effortless island living are unmatched, with Sarasota Memorial Hospital just 5.6 miles away and Downtown Sarasota only 6.5 miles from your doorstep. Endless entertainment, boutique shopping, and world-class travel are all within easy reach, including St. Armands Circle (8 miles) and Sarasota-Bradenton International Airport (11.5 miles). Boating and water enthusiasts will love the proximity to nearby nautical hubs, with full-service facilities like Safe Harbor Siesta Key just 2.5 miles south, the free county-operated Turtle Beach Public Boat Ramp 5 miles down the key, and the iconic Marina Jack in downtown Sarasota under 7 miles away, making this property an extraordinary canvas for your dream coastal home or investment.

Sarasota Beach SubDv. ⋅ 34242 Zip Code

Rare Double-Lot Coastal Compound Opportunity on Siesta Key — Offered Together at $1,700,000 | 14,636 Total Sq. Ft. Embrace the quintessential Florida lifestyle on prestigious Palm Island—a small, distinctive residential island within Siesta Key, often referred to as the “Heart of Siesta Key” because of its heart-shaped geography. Palm Island is a peaceful, golf-cart-friendly sanctuary surrounded by canals, mature tropical canopies, and magnificent luxury residences. Combining Lot A (8,619 sq. ft.) and Lot B (6,017 sq. ft.), this rare joint offering creates an expansive 14,636-square-foot multi-parcel footprint, giving you the ultimate canvas to design a high-end, weather-resilient coastal estate. Are you looking for that legacy estate with a guest house where your family and friends gather for the holidays, one that will be passed down from generation to generation? Or perhaps these two parcels give the ultimate privacy you've been looking for? Or maybe you're a builder who could leverage the efficiency and convenience of building on side-by-side lots at the same time? Imagine never again having to time your beach visits around traffic, hunt for open spots, or compromise on your day because of a full parking lot. Instead, your coastal routine begins with the simple pleasure of stepping out your front door and taking a brief, effortless stroll down quiet, canopy-shaded streets. Within minutes, your toes sink into the pristine, powder-white quartz sands of Siesta Key Beach—consistently recognized among the top-ranked beaches in the world and repeatedly named the #1 beach in the United States. Whether you want to enjoy an early morning walk, take a spontaneous afternoon dip, or walk down to the water for an impromptu sunset cocktail, one of the globe's premier coastal treasures serves as a natural extension of your own backyard, completely free from the hassle of driving. Situated in the heart of Siesta Key, this prime parcel at 5323 Calle Florida offers an unbeatable location just 0.7 miles—a pleasant 15-minute stroll—from the vibrant dining, shopping, and nightlife of Siesta Key Village. Daily convenience and effortless island living are unmatched, with Sarasota Memorial Hospital just 5.6 miles away and Downtown Sarasota only 6.5 miles from your doorstep. Endless entertainment, boutique shopping, and world-class travel are all within easy reach, including St. Armands Circle (8 miles) and Sarasota-Bradenton International Airport (11.5 miles). Boating and water enthusiasts will love the proximity to nearby nautical hubs, with full-service facilities like Safe Harbor Siesta Key just 2.5 miles south, the free county-operated Turtle Beach Public Boat Ramp 5 miles down the key, and the iconic Marina Jack in downtown Sarasota under 7 miles away, making this property an extraordinary canvas for your dream coastal home or investment.

5323 Calle Florida, Sarasota

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