$750,000 Investor Special!!Welcome to your next amazing project! Known damage with full or partial rehab. Excellent renovation opportunity on an oversized lot in a highly desirable Siesta Key area. Sold AS-IS with significant upside potential. 4 Beds ⋅ 2 Baths ⋅ Bay Island Shores SubDv. ⋅ 34242 Zip Code Investor Special!!Welcome to your next amazing project! Known damage with full or partial rehab. Excellent renovation opportunity on an oversized lot in a highly desirable Siesta Key area. Sold AS-IS with significant upside potential. 749 Siesta Drive, Sarasota
$575,000 PRIVATE BEACHFRONT CONDO! Experience the ultimate Siesta Key lifestyle with this beautifully updated, TURNKEY FURNISHED 1-bedroom, 1-bath residence in the highly sought-after Casa Mar community, offering 300ft of GULF/OCEAN FRONT, WATERFRONT, WATER ACCESS to the world-famous Siesta Key Beach. This property is ALREADY GENERATING INCOME with a strong short term rental history, making it an exceptional investment opportunity or personal beach vacation retreat. Perfectly positioned within the complex and just steps from the pool, this bright and modern unit features a spacious layout with a welcoming foyer (found in only select units), a large bedroom with abundant closet space, and a versatile Florida room overlooking the courtyard and pool...ideal for relaxing, morning coffee, or hosting guests. Hurricane-rated windows and doors provide peace, quiet, and year-round comfort. Enjoy resort-style amenities including two pools (one heated), tennis and pickleball courts, shuffleboard, BBQ grilling areas, picnic spaces, and lush tropical landscaping, all within a no-road-to-cross beachfront setting. Recent community upgrades include a NEW ROOF, NEW SEAWALL, landscaping, and a secure gated entry for added privacy. Additional conveniences include covered parking just steps from your door, nearby laundry facilities, onsite management, and a private mailbox. This high-demand weekly rental property offers both immediate income and future upside, with OWNER FINANCING AVAILABLE for added flexibility. Located just minutes from dining, shopping, and Siesta Key Village, with trolley access right outside, this is a rare opportunity to own a piece of paradise that seamlessly blends income potential with effortless coastal living. Seller financing and private financing available. Do NOT WAIT, it will not last long! 1 Beds ⋅ 1 Baths ⋅ Casa Mar SubDv. ⋅ 34242 Zip Code PRIVATE BEACHFRONT CONDO! Experience the ultimate Siesta Key lifestyle with this beautifully updated, TURNKEY FURNISHED 1-bedroom, 1-bath residence in the highly sought-after Casa Mar community, offering 300ft of GULF/OCEAN FRONT, WATERFRONT, WATER ACCESS to the world-famous Siesta Key Beach. This property is ALREADY GENERATING INCOME with a strong short term rental history, making it an exceptional investment opportunity or personal beach vacation retreat. Perfectly positioned within the complex and just steps from the pool, this bright and modern unit features a spacious layout with a welcoming foyer (found in only select units), a large bedroom with abundant closet space, and a versatile Florida room overlooking the courtyard and pool...ideal for relaxing, morning coffee, or hosting guests. Hurricane-rated windows and doors provide peace, quiet, and year-round comfort. Enjoy resort-style amenities including two pools (one heated), tennis and pickleball courts, shuffleboard, BBQ grilling areas, picnic spaces, and lush tropical landscaping, all within a no-road-to-cross beachfront setting. Recent community upgrades include a NEW ROOF, NEW SEAWALL, landscaping, and a secure gated entry for added privacy. Additional conveniences include covered parking just steps from your door, nearby laundry facilities, onsite management, and a private mailbox. This high-demand weekly rental property offers both immediate income and future upside, with OWNER FINANCING AVAILABLE for added flexibility. Located just minutes from dining, shopping, and Siesta Key Village, with trolley access right outside, this is a rare opportunity to own a piece of paradise that seamlessly blends income potential with effortless coastal living. Seller financing and private financing available. Do NOT WAIT, it will not last long! 6006 Midnight Pass Road Unit 51, Sarasota
$7,200,000 Tucked away on highly sought-after Bay Island, just over the North Siesta Key Bridge, 679 Norsota Way is a rare and extraordinary opportunity to own a piece of Sarasota’s architectural history or create something entirely new. Built in 1926, this Mediterranean Revival estate with Spanish Colonial influences sits gracefully on an expansive 2/3-acre lot, offering timeless character, generous scale, and unmatched potential. With 150 feet of deep water bayfront, the homesite is one of the largest on Bay Island's coveted northern edge. The 3,788 sqft two-story residence features 4 bedrooms, 3.5 bathrooms, a dedicated office, and a flexible bonus room, with all bedrooms thoughtfully positioned on the second level. The primary suite is exceptionally spacious and captures breathtaking views overlooking Sarasota Bay, the Ringling Bridge, and the downtown skyline, a daily backdrop that defines true coastal living. Original details and soft historic charm are present throughout, providing a warm and inviting foundation ready to be reimagined. The home has been flood remediated but not remodeled, offering a clean slate for restoration or renovation while preserving its architectural integrity. Importantly, the property is not historically designated, presenting a rare level of flexibility. For those seeking new construction, this exceptional 2/3-acre homesite offers the opportunity to start fresh without the constraints of an HOA or significant building restrictions, an increasingly uncommon advantage in such a premier location. No deed restritions or grand oaks constrain construction. Beyond the main residence, a secondary structure provides a two-car garage and hobby space, ideal for storage, creative pursuits, or future customization. Perfectly positioned just 10 minutes to downtown Sarasota and 5 minutes to the beach, this property blends privacy, proximity, and prestige in one of the area’s most coveted neighborhoods. 4 Beds ⋅ 4 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code Tucked away on highly sought-after Bay Island, just over the North Siesta Key Bridge, 679 Norsota Way is a rare and extraordinary opportunity to own a piece of Sarasota’s architectural history or create something entirely new. Built in 1926, this Mediterranean Revival estate with Spanish Colonial influences sits gracefully on an expansive 2/3-acre lot, offering timeless character, generous scale, and unmatched potential. With 150 feet of deep water bayfront, the homesite is one of the largest on Bay Island's coveted northern edge. The 3,788 sqft two-story residence features 4 bedrooms, 3.5 bathrooms, a dedicated office, and a flexible bonus room, with all bedrooms thoughtfully positioned on the second level. The primary suite is exceptionally spacious and captures breathtaking views overlooking Sarasota Bay, the Ringling Bridge, and the downtown skyline, a daily backdrop that defines true coastal living. Original details and soft historic charm are present throughout, providing a warm and inviting foundation ready to be reimagined. The home has been flood remediated but not remodeled, offering a clean slate for restoration or renovation while preserving its architectural integrity. Importantly, the property is not historically designated, presenting a rare level of flexibility. For those seeking new construction, this exceptional 2/3-acre homesite offers the opportunity to start fresh without the constraints of an HOA or significant building restrictions, an increasingly uncommon advantage in such a premier location. No deed restritions or grand oaks constrain construction. Beyond the main residence, a secondary structure provides a two-car garage and hobby space, ideal for storage, creative pursuits, or future customization. Perfectly positioned just 10 minutes to downtown Sarasota and 5 minutes to the beach, this property blends privacy, proximity, and prestige in one of the area’s most coveted neighborhoods. 679 Norsota Way, Sarasota
$1,700,000 Build or Renovate Discover an exceptional waterfront opportunity in the coveted Siesta Isles neighborhood on Siesta Key. Situated on an oversized lot at the intersection of two canals, this property offers 118 feet of seawall, wide water views, and direct boating access to the Intracoastal Waterway and the Gulf of Mexico. Experience prime Grand Canal waterfront, featuring a private dock and boat/jet ski lift. The existing 3BR/2BA 1960s home features a split-bedroom layout, water views from the main living areas and primary suite, a two-car garage, interior laundry, Italian tile flooring, and a spacious screened lanai overlooking the expansive backyard—providing excellent space for a future pool. Mature tropical landscaping and a canopied street enhance the property’s appeal. Important: The home experienced water intrusion during Hurricane Helene (Sept 2024) and is being sold AS-IS. This is a prime opportunity for renovators, investors, or anyone looking to build a custom waterfront estate in one of Siesta Key’s canal-front locations. Ideally located minutes from Siesta Key Village’s dining and shopping, and the world-famous powder-white sands of Siesta Beach. Downtown Sarasota is only a 15-minute drive. No HOA A rare oversized waterfront parcel on the Grand Canal—renovate, rebuild, and create your ideal Siesta Key retreat. 3 Beds ⋅ 2 Baths ⋅ Siesta SubDv. ⋅ 34242 Zip Code Build or Renovate Discover an exceptional waterfront opportunity in the coveted Siesta Isles neighborhood on Siesta Key. Situated on an oversized lot at the intersection of two canals, this property offers 118 feet of seawall, wide water views, and direct boating access to the Intracoastal Waterway and the Gulf of Mexico. Experience prime Grand Canal waterfront, featuring a private dock and boat/jet ski lift. The existing 3BR/2BA 1960s home features a split-bedroom layout, water views from the main living areas and primary suite, a two-car garage, interior laundry, Italian tile flooring, and a spacious screened lanai overlooking the expansive backyard—providing excellent space for a future pool. Mature tropical landscaping and a canopied street enhance the property’s appeal. Important: The home experienced water intrusion during Hurricane Helene (Sept 2024) and is being sold AS-IS. This is a prime opportunity for renovators, investors, or anyone looking to build a custom waterfront estate in one of Siesta Key’s canal-front locations. Ideally located minutes from Siesta Key Village’s dining and shopping, and the world-famous powder-white sands of Siesta Beach. Downtown Sarasota is only a 15-minute drive. No HOA A rare oversized waterfront parcel on the Grand Canal—renovate, rebuild, and create your ideal Siesta Key retreat. 742 Edgemere, Siesta Key
$2,750,000 A compelling canvas for architectural vision on the shores of Little Sarasota Bay. At the end of a quiet street in the established Siesta Key Midnight Harbor neighborhood, 1267 Starboard Lane offers a rare opportunity to design and construct a modern bayfront residence on one of the island’s distinctive waterfront sites. This .45-acre property features 287 feet of water frontage, with approximately 92 feet along the open bay and 195 feet along a protected canal, creating water exposure on two sides and expansive views across Little Sarasota Bay. The orientation allows a future residence to capture sweeping water vistas, coastal breezes, and memorable sunsets while also benefiting from the calm, protected canal frontage for boating access. The existing structure is being offered for land value, presenting an ideal opportunity to design a new residence that reflects today’s elevated coastal architecture and modern building standards. With generous frontage and lot depth, the site offers excellent flexibility for thoughtful design, allowing a future home to integrate elevated living levels, expansive terraces, resort-style outdoor spaces, and seamless indoor-outdoor connections that embrace the surrounding waterfront environment. The bayside frontage is enhanced by a seawall (2014), while the canal side provides sailboat water with no fixed bridges, offering direct access to the Intracoastal Waterway and Gulf beyond. Mature coastal trees add scale and natural beauty to the property, creating an established setting rarely found on newly developed waterfront parcels. Just moments from the white quartz sands of Siesta Beach and with convenient access to mainland Sarasota via the Stickney Point Bridge, the location offers a balance of island privacy and proximity to Sarasota’s vibrant arts, dining and cultural amenities. For architects, builders, or buyers seeking to create a distinctive new waterfront residence, this property presents an exceptional opportunity to shape the next chapter of Siesta Key living. 2 Beds ⋅ 3 Baths ⋅ Midnight Harbor Sub SubDv. ⋅ 34242 Zip Code A compelling canvas for architectural vision on the shores of Little Sarasota Bay. At the end of a quiet street in the established Siesta Key Midnight Harbor neighborhood, 1267 Starboard Lane offers a rare opportunity to design and construct a modern bayfront residence on one of the island’s distinctive waterfront sites. This .45-acre property features 287 feet of water frontage, with approximately 92 feet along the open bay and 195 feet along a protected canal, creating water exposure on two sides and expansive views across Little Sarasota Bay. The orientation allows a future residence to capture sweeping water vistas, coastal breezes, and memorable sunsets while also benefiting from the calm, protected canal frontage for boating access. The existing structure is being offered for land value, presenting an ideal opportunity to design a new residence that reflects today’s elevated coastal architecture and modern building standards. With generous frontage and lot depth, the site offers excellent flexibility for thoughtful design, allowing a future home to integrate elevated living levels, expansive terraces, resort-style outdoor spaces, and seamless indoor-outdoor connections that embrace the surrounding waterfront environment. The bayside frontage is enhanced by a seawall (2014), while the canal side provides sailboat water with no fixed bridges, offering direct access to the Intracoastal Waterway and Gulf beyond. Mature coastal trees add scale and natural beauty to the property, creating an established setting rarely found on newly developed waterfront parcels. Just moments from the white quartz sands of Siesta Beach and with convenient access to mainland Sarasota via the Stickney Point Bridge, the location offers a balance of island privacy and proximity to Sarasota’s vibrant arts, dining and cultural amenities. For architects, builders, or buyers seeking to create a distinctive new waterfront residence, this property presents an exceptional opportunity to shape the next chapter of Siesta Key living. 1267 Starboard Lane, Sarasota
$775,000 Private end-unit residence at Peppertree Bay with outdoor patio space, lush tropical landscaping, and an easy stroll to the bayside community pool from the back door. Inside, you’ll find extensive renovations and updates throughout, including new flooring, doors, fans and fixtures, walls, baseboards, and cabinetry. Major system improvements have also been completed, including waste lines, A/C, appliances and washer, dryer. Both the primary and guest baths have been updated along with a major enhancement to the kitchen. The 1st and 2nd floor lanai windows have been recently replaced—bringing in light while providing enhancing comfort and extended living space. A rare combination of privacy, thoughtful upgrades, and that classic Peppertree Bay lifestyle on Siesta Key. Must see and easy to show. 3 Beds ⋅ 3 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code Private end-unit residence at Peppertree Bay with outdoor patio space, lush tropical landscaping, and an easy stroll to the bayside community pool from the back door. Inside, you’ll find extensive renovations and updates throughout, including new flooring, doors, fans and fixtures, walls, baseboards, and cabinetry. Major system improvements have also been completed, including waste lines, A/C, appliances and washer, dryer. Both the primary and guest baths have been updated along with a major enhancement to the kitchen. The 1st and 2nd floor lanai windows have been recently replaced—bringing in light while providing enhancing comfort and extended living space. A rare combination of privacy, thoughtful upgrades, and that classic Peppertree Bay lifestyle on Siesta Key. Must see and easy to show. 1201 E Peppertree Drive Unit 234, Sarasota
$1,795,000 One or more photo(s) has been virtually staged. Location, Privacy, Location, Value, Location. Welcome to the BEST non-Gulf front setting in Sanderling on Siesta Key. This fully updated home sits on a ¾-acre lot with an adjacent co-owned ¾-acre lot, giving you the benefit and privacy of over 1.5 acres on a private island in the middle of Sanderling. It is grandfathered to remain as a one-level home with no steps, allowing you to enjoy it indefinitely as your dream home or design and build a future residence on Plover. Set within the gates of the exclusive Sanderling Club on Siesta Key, this exceptional 3-bedroom, 3.5-bath residence presents a rare opportunity to own in one of the island’s most private and storied coastal communities. The Sanderling is a member-owned Gulf-to-Bay enclave celebrated for its low-density design, lush tropical landscape, iconic banyan canopy, and unparalleled access to Siesta Key’s world-famous quartz sand beach. Residents enjoy boat slips for lease, both clay and hard tennis courts, pickleball courts, clubhouse amenities, and guard-gated security. Beautifully positioned among mature tropical landscaping, the home blends timeless charm with high-quality upgrades and thoughtful improvements. Impact-rated windows and doors provide security, energy efficiency, and peace of mind. A brand-new roof was installed in 2025, and the home is insulated throughout with Isonene foam insulation for excellent climate control and quieter interiors. Inside, the home is warm, bright, and designed for relaxed coastal living. The main living spaces feature abundant natural light and tranquil garden views through large windows and sliders that connect seamlessly to the surrounding greenery. A rare feature for Siesta Key, the living room includes a fully functioning wood-burning fireplace, creating a cozy focal point for cooler winter evenings. The open living and dining areas offer flexible space for entertaining or everyday comfort, while the kitchen provides generous workspace, ample cabinetry, and excellent flow to the surrounding rooms. In addition to the three bedrooms, the home includes a comfortable office ideal for remote work or quiet reading, along with a large walk-in pantry providing exceptional storage and organization. The primary suite is privately situated and offers peaceful views, generous closet space, and an en-suite bath designed for comfort and functionality. Two additional guest suites, each with their own private bathrooms, provide excellent accommodations for family and visitors, while a convenient half bath serves the main living areas. Outdoor living is one of the home’s greatest attributes. Surrounded by mature landscaping and the Sanderling’s natural canopy, the grounds feel serene and secluded. A beautifully installed turf lawn creates a low-maintenance outdoor space ideal for pets, play, or lounging, while a dedicated fire pit area offers the perfect place to gather in the evenings and enjoy the soft Gulf breezes. As a resident of the Sanderling Club, you’ll enjoy access to a members-only beachfront, clubhouse amenities, tennis and pickleball courts, and boat access. The Sanderling Clubhouse renovation has been approved and is underway, further enhancing the community’s already exceptional amenities. This bright and inviting island home is truly a must see, offering an extraordinary combination of privacy, setting, and lifestyle in one of Siesta Key’s most cherished communities. 3 Beds ⋅ 4 Baths ⋅ Sanderling Club SubDv. ⋅ 34242 Zip Code One or more photo(s) has been virtually staged. Location, Privacy, Location, Value, Location. Welcome to the BEST non-Gulf front setting in Sanderling on Siesta Key. This fully updated home sits on a ¾-acre lot with an adjacent co-owned ¾-acre lot, giving you the benefit and privacy of over 1.5 acres on a private island in the middle of Sanderling. It is grandfathered to remain as a one-level home with no steps, allowing you to enjoy it indefinitely as your dream home or design and build a future residence on Plover. Set within the gates of the exclusive Sanderling Club on Siesta Key, this exceptional 3-bedroom, 3.5-bath residence presents a rare opportunity to own in one of the island’s most private and storied coastal communities. The Sanderling is a member-owned Gulf-to-Bay enclave celebrated for its low-density design, lush tropical landscape, iconic banyan canopy, and unparalleled access to Siesta Key’s world-famous quartz sand beach. Residents enjoy boat slips for lease, both clay and hard tennis courts, pickleball courts, clubhouse amenities, and guard-gated security. Beautifully positioned among mature tropical landscaping, the home blends timeless charm with high-quality upgrades and thoughtful improvements. Impact-rated windows and doors provide security, energy efficiency, and peace of mind. A brand-new roof was installed in 2025, and the home is insulated throughout with Isonene foam insulation for excellent climate control and quieter interiors. Inside, the home is warm, bright, and designed for relaxed coastal living. The main living spaces feature abundant natural light and tranquil garden views through large windows and sliders that connect seamlessly to the surrounding greenery. A rare feature for Siesta Key, the living room includes a fully functioning wood-burning fireplace, creating a cozy focal point for cooler winter evenings. The open living and dining areas offer flexible space for entertaining or everyday comfort, while the kitchen provides generous workspace, ample cabinetry, and excellent flow to the surrounding rooms. In addition to the three bedrooms, the home includes a comfortable office ideal for remote work or quiet reading, along with a large walk-in pantry providing exceptional storage and organization. The primary suite is privately situated and offers peaceful views, generous closet space, and an en-suite bath designed for comfort and functionality. Two additional guest suites, each with their own private bathrooms, provide excellent accommodations for family and visitors, while a convenient half bath serves the main living areas. Outdoor living is one of the home’s greatest attributes. Surrounded by mature landscaping and the Sanderling’s natural canopy, the grounds feel serene and secluded. A beautifully installed turf lawn creates a low-maintenance outdoor space ideal for pets, play, or lounging, while a dedicated fire pit area offers the perfect place to gather in the evenings and enjoy the soft Gulf breezes. As a resident of the Sanderling Club, you’ll enjoy access to a members-only beachfront, clubhouse amenities, tennis and pickleball courts, and boat access. The Sanderling Clubhouse renovation has been approved and is underway, further enhancing the community’s already exceptional amenities. This bright and inviting island home is truly a must see, offering an extraordinary combination of privacy, setting, and lifestyle in one of Siesta Key’s most cherished communities. 7221 Plovers Way, Sarasota
$989,000 Owner Financing Available ~ Siesta Key ~ Siesta Key Beach - Private Beach Access ~ Gulf & Bay Bayside Community ~ Three Bedrooms ~ Two Bathrooms ~ Weekly Rental Property ~ Two Pools / Sauna's ~ Tennis ~ Pickleball ~ Day Dock ~ Garage (Deeded).This bright and serene two-story unit offers a welcoming second-floor entrance and is conveniently located just a short distance from the beach, making it truly move-in ready. As a weekly rental property, it is completely turn-key and situated within the desirable Gulf & Bayside Community. The residence features updates throughout and boasts an excellent layout designed for both comfort and style. Main Level Features: Upon entering, you are greeted by a light-filled kitchen equipped with a vaulted breakfast nook, stainless steel appliances, and a breakfast bar. The kitchen seamlessly flows into the dining room, which is enhanced by a wet bar and a beverage refrigerator, perfect for entertaining. The spacious living room, with its inviting vaulted ceiling, provides an ideal setting for gatherings and relaxation. The first-floor primary bedroom includes an ensuite bathroom that also serves as the guest bathroom. From here, you have access to the screened lanai, creating a seamless indoor-outdoor living experience. Tile flooring extends throughout the main level, except for the staircase leading to the upper floor. Upper Level and Additional Spaces: Upstairs, the home features a bright, multi-use loft area, as well as two luminous guest bedrooms. Each bedroom is complemented by a private Juliet balcony, and they share a bathroom with an enclosed shower. Additional conveniences include an in-unit stackable washer and dryer and a deeded, private one-car garage. Community Amenities: Residents of this community enjoy access to a variety of amenities, including private beach access, two pools, a sauna, a day dock, barbecue grills, tennis and pickleball courts, and a clubhouse. The property is beautifully showcased in photos and a drone virtual tour, inviting you to come and experience all it has to deliver. This is a weekly rental community, the management of which is at the discretion of the owner. Use the onsite management or one of your choosing. Easy to show even during active tenant stays. 3 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club Bayside SubDv. ⋅ 34242 Zip Code Owner Financing Available ~ Siesta Key ~ Siesta Key Beach - Private Beach Access ~ Gulf & Bay Bayside Community ~ Three Bedrooms ~ Two Bathrooms ~ Weekly Rental Property ~ Two Pools / Sauna's ~ Tennis ~ Pickleball ~ Day Dock ~ Garage (Deeded).This bright and serene two-story unit offers a welcoming second-floor entrance and is conveniently located just a short distance from the beach, making it truly move-in ready. As a weekly rental property, it is completely turn-key and situated within the desirable Gulf & Bayside Community. The residence features updates throughout and boasts an excellent layout designed for both comfort and style. Main Level Features: Upon entering, you are greeted by a light-filled kitchen equipped with a vaulted breakfast nook, stainless steel appliances, and a breakfast bar. The kitchen seamlessly flows into the dining room, which is enhanced by a wet bar and a beverage refrigerator, perfect for entertaining. The spacious living room, with its inviting vaulted ceiling, provides an ideal setting for gatherings and relaxation. The first-floor primary bedroom includes an ensuite bathroom that also serves as the guest bathroom. From here, you have access to the screened lanai, creating a seamless indoor-outdoor living experience. Tile flooring extends throughout the main level, except for the staircase leading to the upper floor. Upper Level and Additional Spaces: Upstairs, the home features a bright, multi-use loft area, as well as two luminous guest bedrooms. Each bedroom is complemented by a private Juliet balcony, and they share a bathroom with an enclosed shower. Additional conveniences include an in-unit stackable washer and dryer and a deeded, private one-car garage. Community Amenities: Residents of this community enjoy access to a variety of amenities, including private beach access, two pools, a sauna, a day dock, barbecue grills, tennis and pickleball courts, and a clubhouse. The property is beautifully showcased in photos and a drone virtual tour, inviting you to come and experience all it has to deliver. This is a weekly rental community, the management of which is at the discretion of the owner. Use the onsite management or one of your choosing. Easy to show even during active tenant stays. 1225 Siesta Bayside Drive Unit 1225B, 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
$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
$650,000 Wonderful gulf side attached villa in an all ground level association, so no milestone inspections required. This completely updated, open floor plan unit has porcelain tile throughout, new appliances, hot water heater, interior washer and dryer, all new plumbing (Pex), hurricane impact front door and sliders, new closet doors, bathrooms, and more. Fantastic rental history! The HOA installed a new roof on the property in 2023, too! Jamaica Royale allows short term rentals so this could be a great investment property or keep it for your own second home. This is the closest gulf side weekly rental property to the main public beach offering 3 swimming pools, grilling stations and shuffle board. Make this great property yours today at a value! 2 Beds ⋅ 2 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code Wonderful gulf side attached villa in an all ground level association, so no milestone inspections required. This completely updated, open floor plan unit has porcelain tile throughout, new appliances, hot water heater, interior washer and dryer, all new plumbing (Pex), hurricane impact front door and sliders, new closet doors, bathrooms, and more. Fantastic rental history! The HOA installed a new roof on the property in 2023, too! Jamaica Royale allows short term rentals so this could be a great investment property or keep it for your own second home. This is the closest gulf side weekly rental property to the main public beach offering 3 swimming pools, grilling stations and shuffle board. Make this great property yours today at a value! 5830 Midnight Pass Road Unit 89, Sarasota
$7,200,000 A truly exceptional waterfront retreat in one of Sarasota’s most coveted enclaves—Cedar Park Circle on North Siesta Key—this gated and private estate offers over 220 feet of prime bayfront with panoramic views of Cocoanut Bayou and Roberts Bay. Residents enjoy unrivaled boating access to the Gulf of Mexico and exclusive private deeded beach access. Spanning over 10,600 total square feet, including 6,500 square feet under air, this architectural masterpiece features 5 bedrooms, 5.5 bathrooms, and thoughtfully designed spaces across multiple expansive levels with an optional elevator if desired. Soaring ceilings, timeless finishes, and seamless indoor-outdoor living define the home’s coastal elegance. From the welcoming arbored front patio to the impressive wood-and-iron entry, every detail invites you in. Inside, the main living areas are designed for both comfort and grandeur. The foyer/sitting room opens to sweeping pool and bay views, while the massive great room impresses with an oversized stone gas fireplace, beamed ceilings, chandeliers, French doors, and a spacious dining area with custom built-ins. Around the corner, the newly renovated gourmet kitchen and den provide the perfect blend of everyday luxury and effortless entertaining. Here, you’ll find white-on-white custom cabinetry, quartz countertops, an 8-burner Wolf gas cooktop, dual SubZero refrigerator/freezers, a built-in Miele coffee system, and discreetly integrated conveniences like a second dishwasher and refrigerator. The adjoining den and breakfast nook boast tranquil water views, making this space an ideal private retreat. For the boating enthusiast, the property offers 150 feet of dockage, a 20,000-lb boat lift, two jet ski lifts, and a deep-water cut-in dock accommodating a 50’ vessel. After a day on the water, unwind on the expansive travertine-tiled back terrace with its teak summer kitchen, fire pit, multiple lounging and dining areas, and a saltwater infinity pool—all overlooking the bay. Hurricane-impact windows and doors, along with a new Dam Easy flood barrier, provide peace of mind. Private quarters are equally impressive. The luxurious master wing features his-and-her baths and closets, a dedicated exercise room or home office, and an outdoor tiled balcony—combining convenience, privacy, and resort-like amenities. On the opposite side of the home, three spacious guest suites each offer private balconies and baths. The ground floor grotto/media room with a full bar, wine room, steam bath, fifth bedroom, and two outdoor patios creates the ultimate guest haven. Additional features include dual laundry rooms (one on each wing), an oversized two-car garage with built-in storage, additional parking within the compound, and under-house storage. Designer landscape lighting, a four-zone heating/cooling system, and meticulous craftsmanship throughout ensure this residence is as functional as it is beautiful. This is a once-in-a-lifetime opportunity to own a one-of-a-kind sanctuary where private beach access, world-class boating, and timeless coastal luxury come together seamlessly at Cocoanut Bayou’s exclusive waterfront enclave. 5 Beds ⋅ 6 Baths ⋅ Cocoanut Bayou SubDv. ⋅ 34242 Zip Code A truly exceptional waterfront retreat in one of Sarasota’s most coveted enclaves—Cedar Park Circle on North Siesta Key—this gated and private estate offers over 220 feet of prime bayfront with panoramic views of Cocoanut Bayou and Roberts Bay. Residents enjoy unrivaled boating access to the Gulf of Mexico and exclusive private deeded beach access. Spanning over 10,600 total square feet, including 6,500 square feet under air, this architectural masterpiece features 5 bedrooms, 5.5 bathrooms, and thoughtfully designed spaces across multiple expansive levels with an optional elevator if desired. Soaring ceilings, timeless finishes, and seamless indoor-outdoor living define the home’s coastal elegance. From the welcoming arbored front patio to the impressive wood-and-iron entry, every detail invites you in. Inside, the main living areas are designed for both comfort and grandeur. The foyer/sitting room opens to sweeping pool and bay views, while the massive great room impresses with an oversized stone gas fireplace, beamed ceilings, chandeliers, French doors, and a spacious dining area with custom built-ins. Around the corner, the newly renovated gourmet kitchen and den provide the perfect blend of everyday luxury and effortless entertaining. Here, you’ll find white-on-white custom cabinetry, quartz countertops, an 8-burner Wolf gas cooktop, dual SubZero refrigerator/freezers, a built-in Miele coffee system, and discreetly integrated conveniences like a second dishwasher and refrigerator. The adjoining den and breakfast nook boast tranquil water views, making this space an ideal private retreat. For the boating enthusiast, the property offers 150 feet of dockage, a 20,000-lb boat lift, two jet ski lifts, and a deep-water cut-in dock accommodating a 50’ vessel. After a day on the water, unwind on the expansive travertine-tiled back terrace with its teak summer kitchen, fire pit, multiple lounging and dining areas, and a saltwater infinity pool—all overlooking the bay. Hurricane-impact windows and doors, along with a new Dam Easy flood barrier, provide peace of mind. Private quarters are equally impressive. The luxurious master wing features his-and-her baths and closets, a dedicated exercise room or home office, and an outdoor tiled balcony—combining convenience, privacy, and resort-like amenities. On the opposite side of the home, three spacious guest suites each offer private balconies and baths. The ground floor grotto/media room with a full bar, wine room, steam bath, fifth bedroom, and two outdoor patios creates the ultimate guest haven. Additional features include dual laundry rooms (one on each wing), an oversized two-car garage with built-in storage, additional parking within the compound, and under-house storage. Designer landscape lighting, a four-zone heating/cooling system, and meticulous craftsmanship throughout ensure this residence is as functional as it is beautiful. This is a once-in-a-lifetime opportunity to own a one-of-a-kind sanctuary where private beach access, world-class boating, and timeless coastal luxury come together seamlessly at Cocoanut Bayou’s exclusive waterfront enclave. 265 Cedar Park Circle, Sarasota
$1,996,000 Pre-construction. To be built. Custom beach home opportunity! Less than a mile to the #1 Rated Beach in the Nation- Siesta Beach! Almost 1/4 acre lot in a charming neighborhood with close proximity to public beach and Village. The existing structure is a tear down, leaving a beautiful canvas to create your dream home or investment property! Optional Island Series plans by Yoder Custom Homes are available, or choose the builder of your choice, or land only. Just 6.4 mi to downtown Sarasota- known for it's Arts & Culture. Call today for more information! Land only listed in vacant land. 3 Beds ⋅ 4 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code Pre-construction. To be built. Custom beach home opportunity! Less than a mile to the #1 Rated Beach in the Nation- Siesta Beach! Almost 1/4 acre lot in a charming neighborhood with close proximity to public beach and Village. The existing structure is a tear down, leaving a beautiful canvas to create your dream home or investment property! Optional Island Series plans by Yoder Custom Homes are available, or choose the builder of your choice, or land only. Just 6.4 mi to downtown Sarasota- known for it's Arts & Culture. Call today for more information! Land only listed in vacant land. 643 Calle De Peru, Sarasota
$775,000 Exceptional redevelopment opportunity in Bay Isles on Siesta Key—where short-term rentals are permitted! The current home experienced water intrusion and damage during recent storms. This property is being sold for land value only. This generously sized parcel is two lots totaling 16,200 square feet (.37 acres), 90 ft of frontage and 181 feet deep. The lot spans the entire block from Anglin Dr to Flamingo Dr along Siesta Dr. No other residence backs up to it. This offering is an ideal canvas for a sizable custom home, pool, and pool-home. Whether you're a builder looking to create a luxury island residence or an investor eyeing short-term rental potential, this location delivers. In a quiet, established neighborhood, just a short distance from Siesta Key Beach and Siesta Village. Easy access to the mainland via the north bridge. A true strategic build site on Siesta Key. 4 Beds ⋅ 3 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code Exceptional redevelopment opportunity in Bay Isles on Siesta Key—where short-term rentals are permitted! The current home experienced water intrusion and damage during recent storms. This property is being sold for land value only. This generously sized parcel is two lots totaling 16,200 square feet (.37 acres), 90 ft of frontage and 181 feet deep. The lot spans the entire block from Anglin Dr to Flamingo Dr along Siesta Dr. No other residence backs up to it. This offering is an ideal canvas for a sizable custom home, pool, and pool-home. Whether you're a builder looking to create a luxury island residence or an investor eyeing short-term rental potential, this location delivers. In a quiet, established neighborhood, just a short distance from Siesta Key Beach and Siesta Village. Easy access to the mainland via the north bridge. A true strategic build site on Siesta Key. 3480 Anglin Drive, Sarasota
$1,000,000 Opportunity Awaits on this .37 of an acre (approximate dimensions 100' x 158') on Siesta Key with Western Exposure. The existing structure is ready to be removed and a new home would be best suited for this great lot. Current structure features 3BR/3BA with a pool ~ but the home did suffer severe water damage and is now being "sold as is" for lot value only. This nice, oversized lot has a great location ~ just a short bike ride to Siesta Village. 3 Beds ⋅ 3 Baths ⋅ Harmony Sub SubDv. ⋅ 34242 Zip Code Opportunity Awaits on this .37 of an acre (approximate dimensions 100' x 158') on Siesta Key with Western Exposure. The existing structure is ready to be removed and a new home would be best suited for this great lot. Current structure features 3BR/3BA with a pool ~ but the home did suffer severe water damage and is now being "sold as is" for lot value only. This nice, oversized lot has a great location ~ just a short bike ride to Siesta Village. 4920 Higel Avenue, Sarasota
$920,000 Beaches, Boating & Bistros!!! Excellent Investment, 2nd Home or Build new. Island Style Canal Front Home on Siesta Key, steps to World Famous Siesta Village & the cool quartz sands of Siesta Beach. This Island Style 2 bed, 2 bath home in close proximity to all the food & exciting nightlife that Siesta Key has to offer. 1 car garage. This home on a Cul de sac is light & bright with Terrazzo floors for the laid-back Island lifestyle. New roof in 2022. Excellent rental potential with its ideal location makes this property a solid investment. Out back is a huge deck on the Canal that is perfect for waterfront get togethers. Updated kitchen with stainless steel appliances that opens up for entertaining with family & friends. Separate laundry room and a potting shed & workshop. After spending the day on your boat, either cook up your catch or stroll to your favorite Siesta Village establishment. Or, better yet, take a stroll on the Beach & enjoy Sunset. 2 Beds ⋅ 2 Baths ⋅ Siesta Manor SubDv. ⋅ 34242 Zip Code Beaches, Boating & Bistros!!! Excellent Investment, 2nd Home or Build new. Island Style Canal Front Home on Siesta Key, steps to World Famous Siesta Village & the cool quartz sands of Siesta Beach. This Island Style 2 bed, 2 bath home in close proximity to all the food & exciting nightlife that Siesta Key has to offer. 1 car garage. This home on a Cul de sac is light & bright with Terrazzo floors for the laid-back Island lifestyle. New roof in 2022. Excellent rental potential with its ideal location makes this property a solid investment. Out back is a huge deck on the Canal that is perfect for waterfront get togethers. Updated kitchen with stainless steel appliances that opens up for entertaining with family & friends. Separate laundry room and a potting shed & workshop. After spending the day on your boat, either cook up your catch or stroll to your favorite Siesta Village establishment. Or, better yet, take a stroll on the Beach & enjoy Sunset. 385 Avenida Madera, Sarasota
$823,200 -Premier Waterfront Lot on Coveted Palm Island- Presenting a rare and exclusive opportunity to build your dream estate at 30 Island Circle, located in one of Sarasota’s most prestigious Siesta Key enclaves—Palm Island. This southern facing canal-front lot offers 58 feet of pristine water frontage on a quiet, dead-end canal with no through boat traffic, creating a private and peaceful setting ideal for refined waterfront living. Enjoy daily encounters with dolphins, manatees, and native Florida wildlife, right from your future terrace. This property is a paradise for boaters, kayakers, paddleboarders, and anglers alike. A short boat ride from your home will transport you into Roberts Bay and the Gulf of America. A newer seawall and operational boat lift are already in place, adding substantial value and convenience for future development. This property is one of the closest waterfront lots to Siesta Key Beach, with Beach Access #10 less than two blocks away—a rare combination of boating lifestyle and beach proximity that is virtually unmatched. Palm Island itself offers a sense of sanctuary with no through traffic, enhancing the exclusivity and privacy discerning buyers seek. Just a 5-minute walk to Siesta Village, enjoy effortless access to high-end dining, boutique shopping, and vibrant island culture, all while returning home to your private oasis on the water. Whether you envision a sleek modern retreat or an elegant coastal compound, 30 Island Circle presents an unparalleled opportunity to design and build an extraordinary waterfront residence in one of Florida’s most coveted island communities. John Cannon has submitted preliminary renderings of a luxury home on the buildable envelope of the property. Luxury. Location. Lifestyle. This is coastal living at its finest. 2 Beds ⋅ 2 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code -Premier Waterfront Lot on Coveted Palm Island- Presenting a rare and exclusive opportunity to build your dream estate at 30 Island Circle, located in one of Sarasota’s most prestigious Siesta Key enclaves—Palm Island. This southern facing canal-front lot offers 58 feet of pristine water frontage on a quiet, dead-end canal with no through boat traffic, creating a private and peaceful setting ideal for refined waterfront living. Enjoy daily encounters with dolphins, manatees, and native Florida wildlife, right from your future terrace. This property is a paradise for boaters, kayakers, paddleboarders, and anglers alike. A short boat ride from your home will transport you into Roberts Bay and the Gulf of America. A newer seawall and operational boat lift are already in place, adding substantial value and convenience for future development. This property is one of the closest waterfront lots to Siesta Key Beach, with Beach Access #10 less than two blocks away—a rare combination of boating lifestyle and beach proximity that is virtually unmatched. Palm Island itself offers a sense of sanctuary with no through traffic, enhancing the exclusivity and privacy discerning buyers seek. Just a 5-minute walk to Siesta Village, enjoy effortless access to high-end dining, boutique shopping, and vibrant island culture, all while returning home to your private oasis on the water. Whether you envision a sleek modern retreat or an elegant coastal compound, 30 Island Circle presents an unparalleled opportunity to design and build an extraordinary waterfront residence in one of Florida’s most coveted island communities. John Cannon has submitted preliminary renderings of a luxury home on the buildable envelope of the property. Luxury. Location. Lifestyle. This is coastal living at its finest. 30 Island Circle, Sarasota
$690,000 Enjoy this ultimate beach getaway and investment opportunity! This updated 2-bedroom 2 bath townhome is located directly across from Siesta Key beach and offers a generous split-bedroom and bi-level layout. Featuring high ceilings, a large light-filled eat-in kitchen, inside laundry, separate dining and living room areas and a spacious balcony overlooking the serene lake. The master bedroom suite also opens onto a balcony and includes an en-suite bathroom with ample closets and a dressing area. Our House at the Beach allows for weekly rentals, making for fantastic investment potential, or a perfect place to call home. New Hurricane Impact windows and sliding glass doors are being scheduled for installation at the Lake Houses. The central location on Siesta Key is unbeatable, and with your own garage, beach parking will never be a concern again. Simply load your beach cart and enjoy the breathtaking sunsets or catch the Siesta Breeze Bus to Siesta Village, South Siesta or Downtown Sarasota. Our House at the Beach is a well-maintained complex with a heated swimming pool, two tennis courts, pavilion, grilling area, and on-site rental management. Just minutes from Siesta Key Village where you can explore a variety of restaurants and shops. This unit is not only a perfect beach escape but also a smart investment opportunity. 2 Beds ⋅ 2 Baths ⋅ Our House At The Bch SubDv. ⋅ 34242 Zip Code Enjoy this ultimate beach getaway and investment opportunity! This updated 2-bedroom 2 bath townhome is located directly across from Siesta Key beach and offers a generous split-bedroom and bi-level layout. Featuring high ceilings, a large light-filled eat-in kitchen, inside laundry, separate dining and living room areas and a spacious balcony overlooking the serene lake. The master bedroom suite also opens onto a balcony and includes an en-suite bathroom with ample closets and a dressing area. Our House at the Beach allows for weekly rentals, making for fantastic investment potential, or a perfect place to call home. New Hurricane Impact windows and sliding glass doors are being scheduled for installation at the Lake Houses. The central location on Siesta Key is unbeatable, and with your own garage, beach parking will never be a concern again. Simply load your beach cart and enjoy the breathtaking sunsets or catch the Siesta Breeze Bus to Siesta Village, South Siesta or Downtown Sarasota. Our House at the Beach is a well-maintained complex with a heated swimming pool, two tennis courts, pavilion, grilling area, and on-site rental management. Just minutes from Siesta Key Village where you can explore a variety of restaurants and shops. This unit is not only a perfect beach escape but also a smart investment opportunity. 1159 Lake House Circle Unit C120, Sarasota
$1,075,000 Now the lowest priced single-family home in Sara Sands, this is your opportunity to take this blank canvas and create your masterpiece. With canal frontage, a boat dock with a lift, heated pool & spa, a two-car garage, and solar panels this home offers a third of an acre at a prime location on Siesta Key. This home sustained storm damage during Hurricane Helene in September 2024 and has had appropriate mitigation completed. With a Spanish colonial inspired elevation, this home did not sustain damage to its curb appeal. On your approach, a circular paver driveway and charming front porch framed by natural wood elements and landscaping beds once plentiful with lush vegetation create stunning curb appeal. Step inside to a sprawling living space with a seamless flow from dining space through to the gorgeous kitchen. A beautiful fireplace once flanked by substantial built ins lends a warmth to the space while multiple sets of classic French doors allow for bright, Florida sunshine to flood the room. With a little help, the kitchen will be a chef’s dream again as the current layout features dual tone cabinets, attractive countertops and a show stopping island with seating for 5-6. With a wall of pantry cabinets, coffee bar and additional cocktail bar, there is no shortage of storage or possibilities! Each bedroom is exceptionally generous, but the primary suite is simply divine with a large footprint, dual walk-in closets and an ensuite bath will exude luxury in size and your chosen finishes. Step outside to your outdoor oasis featuring a paver pathway that connects multiple patios but ultimately leads you back to the stunning views of the canal. A golf cart ride, bike ride or leisurely walk will have you exploring the heart of Siesta Key’s village with eateries, shops, dessert shops and of course access to the beach with views of the sparkling waters of the Gulf. With some creativity and a bit of effort, this home be better than ever as your beautiful homestead for year round residency or seasonal Siesta Key dwelling! 3 Beds ⋅ 4 Baths ⋅ Sara Sands SubDv. ⋅ 34242 Zip Code Now the lowest priced single-family home in Sara Sands, this is your opportunity to take this blank canvas and create your masterpiece. With canal frontage, a boat dock with a lift, heated pool & spa, a two-car garage, and solar panels this home offers a third of an acre at a prime location on Siesta Key. This home sustained storm damage during Hurricane Helene in September 2024 and has had appropriate mitigation completed. With a Spanish colonial inspired elevation, this home did not sustain damage to its curb appeal. On your approach, a circular paver driveway and charming front porch framed by natural wood elements and landscaping beds once plentiful with lush vegetation create stunning curb appeal. Step inside to a sprawling living space with a seamless flow from dining space through to the gorgeous kitchen. A beautiful fireplace once flanked by substantial built ins lends a warmth to the space while multiple sets of classic French doors allow for bright, Florida sunshine to flood the room. With a little help, the kitchen will be a chef’s dream again as the current layout features dual tone cabinets, attractive countertops and a show stopping island with seating for 5-6. With a wall of pantry cabinets, coffee bar and additional cocktail bar, there is no shortage of storage or possibilities! Each bedroom is exceptionally generous, but the primary suite is simply divine with a large footprint, dual walk-in closets and an ensuite bath will exude luxury in size and your chosen finishes. Step outside to your outdoor oasis featuring a paver pathway that connects multiple patios but ultimately leads you back to the stunning views of the canal. A golf cart ride, bike ride or leisurely walk will have you exploring the heart of Siesta Key’s village with eateries, shops, dessert shops and of course access to the beach with views of the sparkling waters of the Gulf. With some creativity and a bit of effort, this home be better than ever as your beautiful homestead for year round residency or seasonal Siesta Key dwelling! 5073 Higel Avenue, Sarasota
$600,000 Existing home has been mitigated for water damage. One of the best values on Siesta Key. Photos of the existing home are prior to the 2024 storm damage. Large lot at over 10,880 SF Right by Out of Door Academy and walking distance to beach and Siesta Village. Attention Veterans! It may be possible for qualifying veterans to assume a huge part of the purchase price in the form of a 2.85% VA loan. *VA approval process required* Last photo of new build home and floorplan are an example only that could be built on this lot by Cannon Homes. Current List price DOES NOT include this home but is only shown for example purposes of home that would fit on this lot** Separate pricing for this new build is available if desired. 2 Beds ⋅ 2 Baths ⋅ Ocean Beach SubDv. ⋅ 34242 Zip Code Existing home has been mitigated for water damage. One of the best values on Siesta Key. Photos of the existing home are prior to the 2024 storm damage. Large lot at over 10,880 SF Right by Out of Door Academy and walking distance to beach and Siesta Village. Attention Veterans! It may be possible for qualifying veterans to assume a huge part of the purchase price in the form of a 2.85% VA loan. *VA approval process required* Last photo of new build home and floorplan are an example only that could be built on this lot by Cannon Homes. Current List price DOES NOT include this home but is only shown for example purposes of home that would fit on this lot** Separate pricing for this new build is available if desired. 4522 Banan Place, Sarasota
$1,735,000 Location is Everything with this Fantastic Property. Only a few short steps to having your feet in the Crystal Sands of Siesta Beach and a short leisurely walk to Siesta Village. Zoned Multi-Family with NO HOA. You can rebuild one of the 1940's bungalows and repair the other two or start all over with a fresh new look. This has been a huge income producing property over the years for the owner. ***Seller is not warranting the structures on the land*** Sarasota Beach SubDv. ⋅ 34242 Zip Code Location is Everything with this Fantastic Property. Only a few short steps to having your feet in the Crystal Sands of Siesta Beach and a short leisurely walk to Siesta Village. Zoned Multi-Family with NO HOA. You can rebuild one of the 1940's bungalows and repair the other two or start all over with a fresh new look. This has been a huge income producing property over the years for the owner. ***Seller is not warranting the structures on the land*** 303 Beach Road, Sarasota
$1,550,000 What a rare and incredible chance to create your dream home in Sanderling Club on Siesta Key! This 1.5-acre waterfront property is nestled among lush, mature trees along the waters of Heron Lagoon, offering an unparalleled setting for your private oasis. While the main home was impacted by the last hurricane and is not livable, the true value lies in the land and its breathtaking surroundings. This is a prime opportunity to design and build a custom residence that complements the natural beauty of this exceptional location. Please note: The main home is unsafe to enter and will likely require removal. In the meantime, the charming guest house provides over 1,000 square feet of comfortable living space, complete with a full bath and an eat-in kitchen—perfect for staying on-site while you build. A four-car garage adds both convenience and ample storage. Beyond the property, the exclusive amenities of the Sanderling Club elevate the lifestyle experience. Enjoy private beach access, boat docks, tennis and pickleball courts, and the stunning clubhouse designed by renowned architect Paul Rudolph. This is a rare chance to own a piece of paradise and craft a home that blends luxury with the natural beauty of Siesta Key. Schedule your private tour today! 5 Beds ⋅ 4 Baths ⋅ Siesta Properties Inc SubDv. ⋅ 34242 Zip Code What a rare and incredible chance to create your dream home in Sanderling Club on Siesta Key! This 1.5-acre waterfront property is nestled among lush, mature trees along the waters of Heron Lagoon, offering an unparalleled setting for your private oasis. While the main home was impacted by the last hurricane and is not livable, the true value lies in the land and its breathtaking surroundings. This is a prime opportunity to design and build a custom residence that complements the natural beauty of this exceptional location. Please note: The main home is unsafe to enter and will likely require removal. In the meantime, the charming guest house provides over 1,000 square feet of comfortable living space, complete with a full bath and an eat-in kitchen—perfect for staying on-site while you build. A four-car garage adds both convenience and ample storage. Beyond the property, the exclusive amenities of the Sanderling Club elevate the lifestyle experience. Enjoy private beach access, boat docks, tennis and pickleball courts, and the stunning clubhouse designed by renowned architect Paul Rudolph. This is a rare chance to own a piece of paradise and craft a home that blends luxury with the natural beauty of Siesta Key. Schedule your private tour today! 7429 Sanderling Road, Sarasota
$1,225,000 Nestled along the pristine shores of the world-renowned Siesta Key Beach, this stunning Gulf & Bay Club condo offers an unparalleled beachfront lifestyle with breathtaking, direct Gulf views. Just steps from putting your toes in the soft, powdery quartz sand, this renovated two-bedroom plus office, two-bath unit has been thoughtfully designed to maximize space and light, featuring raised ceilings and an open floor plan. The interior is a bright, modern sanctuary with sleek white finishes and premium touches throughout. The spacious kitchen boasts high-end custom wood cabinetry, gleaming granite countertops, and top-of-the-line stainless steel appliances. It seamlessly flows into the living and dining areas, where views of the Gulf can be enjoyed from nearly every room. The bathrooms are a masterpiece of design, offering seamless glass showers, granite counters, and thoughtful details like a built-in laundry basket in the master suite. Additional touches elevate this home, including vinyl wood-look flooring, crown molding, recessed lighting, and impact windows. The enclosed lanai, with its impact glass windows and screens, serves as a sunroom and offers the perfect vantage point for enjoying breathtaking sunsets and the lush resort grounds and tranquil Gulf waters. Beyond the condo itself, the Gulf & Bay Club offers an impressive array of amenities that rival any luxury resort. Spanning 32 acres, the community includes 3 heated pools, 8 tennis courts, 6 pickleball courts, racquetball, shuffleboard, and a state-of-the-art fitness center with a spa and dry sauna. The expansive clubhouse features billiards, a media facility, and a library, while outdoor enthusiasts can enjoy multiple barbecue areas with Tiki-style picnic tables. For guests, a 3-bedroom owner's suite is available for weekly rentals, ensuring your visitors always have a place to stay. Just a short drive away, Siesta Village offers an eclectic mix of fine and casual dining, lively entertainment, boutique shops, and more, while the cultural offerings of Sarasota—opera, theater, museums, and galleries—are only moments away. Whether you’re soaking in the sun on the beach or indulging in the area's vibrant culture, this condo offers the ultimate in Siesta Key living. Turnkey furnished and ready for immediate enjoyment, this is your chance to own a slice of paradise in one of the most coveted beachfront locations in the world. Don’t miss the opportunity to experience the unparalleled beauty and luxury that this Gulf & Bay Club residence provides. 2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code Nestled along the pristine shores of the world-renowned Siesta Key Beach, this stunning Gulf & Bay Club condo offers an unparalleled beachfront lifestyle with breathtaking, direct Gulf views. Just steps from putting your toes in the soft, powdery quartz sand, this renovated two-bedroom plus office, two-bath unit has been thoughtfully designed to maximize space and light, featuring raised ceilings and an open floor plan. The interior is a bright, modern sanctuary with sleek white finishes and premium touches throughout. The spacious kitchen boasts high-end custom wood cabinetry, gleaming granite countertops, and top-of-the-line stainless steel appliances. It seamlessly flows into the living and dining areas, where views of the Gulf can be enjoyed from nearly every room. The bathrooms are a masterpiece of design, offering seamless glass showers, granite counters, and thoughtful details like a built-in laundry basket in the master suite. Additional touches elevate this home, including vinyl wood-look flooring, crown molding, recessed lighting, and impact windows. The enclosed lanai, with its impact glass windows and screens, serves as a sunroom and offers the perfect vantage point for enjoying breathtaking sunsets and the lush resort grounds and tranquil Gulf waters. Beyond the condo itself, the Gulf & Bay Club offers an impressive array of amenities that rival any luxury resort. Spanning 32 acres, the community includes 3 heated pools, 8 tennis courts, 6 pickleball courts, racquetball, shuffleboard, and a state-of-the-art fitness center with a spa and dry sauna. The expansive clubhouse features billiards, a media facility, and a library, while outdoor enthusiasts can enjoy multiple barbecue areas with Tiki-style picnic tables. For guests, a 3-bedroom owner's suite is available for weekly rentals, ensuring your visitors always have a place to stay. Just a short drive away, Siesta Village offers an eclectic mix of fine and casual dining, lively entertainment, boutique shops, and more, while the cultural offerings of Sarasota—opera, theater, museums, and galleries—are only moments away. Whether you’re soaking in the sun on the beach or indulging in the area's vibrant culture, this condo offers the ultimate in Siesta Key living. Turnkey furnished and ready for immediate enjoyment, this is your chance to own a slice of paradise in one of the most coveted beachfront locations in the world. Don’t miss the opportunity to experience the unparalleled beauty and luxury that this Gulf & Bay Club residence provides. 5780 Midnight Pass Road Unit 609, Sarasota
$1,150,000 This Siesta Key lakefront property is located close to all that the Crescent Beach community has to offer. Situated midway between the Intracoastal waterway and the Gulf of Mexico. Build your dream home or a multi-family investment property that is located 2 blocks from Crescent Beach and one block from the marina with popular restaurants, grocery, and retail shops close by. Beach access #12 to Crescent Beach is just a block away. The property is being sold for land value and is zoned for residential multi-family. Sabal Drive and neighboring Peacock Road are being transformed with high-end multi-million dollar family vacation homes making this area even more desirable. 3 Beds ⋅ 2 Baths ⋅ Sabal Palms SubDv. ⋅ 34242 Zip Code This Siesta Key lakefront property is located close to all that the Crescent Beach community has to offer. Situated midway between the Intracoastal waterway and the Gulf of Mexico. Build your dream home or a multi-family investment property that is located 2 blocks from Crescent Beach and one block from the marina with popular restaurants, grocery, and retail shops close by. Beach access #12 to Crescent Beach is just a block away. The property is being sold for land value and is zoned for residential multi-family. Sabal Drive and neighboring Peacock Road are being transformed with high-end multi-million dollar family vacation homes making this area even more desirable. 6536 Sabal Drive, Sarasota
$1,400,000 Canal front home on over half an acre, ideally situated on a quiet street just 1.5 blocks from Siesta Key Village and a short distance to Crescent Beach. The property is being sold as-is. The home did incur water damage due to 2024 hurricanes. Mold remediation has been performed. This desirable lot is .60 acres. Tear down and build your waterfront home or renovate existing structure. Renovation not eligible for flood insurance. A dock can be added for boating access. 4 Beds ⋅ 4 Baths ⋅ Harmony Sub SubDv. ⋅ 34242 Zip Code Canal front home on over half an acre, ideally situated on a quiet street just 1.5 blocks from Siesta Key Village and a short distance to Crescent Beach. The property is being sold as-is. The home did incur water damage due to 2024 hurricanes. Mold remediation has been performed. This desirable lot is .60 acres. Tear down and build your waterfront home or renovate existing structure. Renovation not eligible for flood insurance. A dock can be added for boating access. 4865 Featherbed Lane, Sarasota
$925,000 Siesta Key lot with tremendous potential. 14190 square foot lot ready nestled along Ocean Blvd. in the middle of the island. Ocean view from the third floor of any home. Home is across the street from multi-million dollar homes. The lot is only 5 minutes to the Village, Beach and multiple beach access points. Lot dimensions are 110 wide by 129 deep. Plenty of options for extra large house with pool. Current house has flood damage. Second floor is rented out month to month. Do not disturb tenant. Value of lot is in land only. Owner financing will be considered. 1 Beds ⋅ 1 Baths ⋅ Ocean Beach SubDv. ⋅ 34242 Zip Code Siesta Key lot with tremendous potential. 14190 square foot lot ready nestled along Ocean Blvd. in the middle of the island. Ocean view from the third floor of any home. Home is across the street from multi-million dollar homes. The lot is only 5 minutes to the Village, Beach and multiple beach access points. Lot dimensions are 110 wide by 129 deep. Plenty of options for extra large house with pool. Current house has flood damage. Second floor is rented out month to month. Do not disturb tenant. Value of lot is in land only. Owner financing will be considered. 4439 Ocean Boulevard, Sarasota
$780,000 *FEMA APPRAISAL STRUCTURE VALUE IS $446,000* Presenting a unique restoration or new build opportunity in the heart of coveted Siesta Key. This home sits on an expansive 10,000+ square foot lot just moments from Siesta Key's world-renowned white quartz sand beaches. While the property has sustained some damage from recent storms, it offers solid bones and incredible potential for those looking to restore or build new. The existing home features three spacious bedrooms, two bathrooms, new 2024 roof, and updated plumbing throughout and to the curb. Whether you choose to renovate this gem or start fresh, you'll be perfectly positioned to live the ultimate Siesta Key lifestyle. Located on lovely "Sandy Beach Avenue" and surrounded by many high end, new construction properties, this property offers a serene escape while being just a short stroll to the pristine beaches and azure waters of the Gulf of Mexico, Siesta Key Village dining, shopping and vibrant entertainment. This property presents an exceptional opportunity for either a full-time residence or vacation retreat in one of Florida's most desirable coastal communities. For investors, the location is ideal for travelers eager to discover the area's pristine beaches and abundance of recreation. With its prime location, generous lot size, and endless potential, this property offers the chance to create your own slice of paradise in the heart of sunny Siesta Key! 3 Beds ⋅ 2 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code *FEMA APPRAISAL STRUCTURE VALUE IS $446,000* Presenting a unique restoration or new build opportunity in the heart of coveted Siesta Key. This home sits on an expansive 10,000+ square foot lot just moments from Siesta Key's world-renowned white quartz sand beaches. While the property has sustained some damage from recent storms, it offers solid bones and incredible potential for those looking to restore or build new. The existing home features three spacious bedrooms, two bathrooms, new 2024 roof, and updated plumbing throughout and to the curb. Whether you choose to renovate this gem or start fresh, you'll be perfectly positioned to live the ultimate Siesta Key lifestyle. Located on lovely "Sandy Beach Avenue" and surrounded by many high end, new construction properties, this property offers a serene escape while being just a short stroll to the pristine beaches and azure waters of the Gulf of Mexico, Siesta Key Village dining, shopping and vibrant entertainment. This property presents an exceptional opportunity for either a full-time residence or vacation retreat in one of Florida's most desirable coastal communities. For investors, the location is ideal for travelers eager to discover the area's pristine beaches and abundance of recreation. With its prime location, generous lot size, and endless potential, this property offers the chance to create your own slice of paradise in the heart of sunny Siesta Key! 5133 Sandy Beach Avenue, Sarasota
$1,870,000 This stunning waterfront property on Roberts Point Road in Siesta Key is a rare opportunity for avid boaters and waterfront enthusiasts to build their dream home. The existing house is a tear-down, allowing you to start fresh on an expansive lot of over half an acre, with direct access to Sarasota Bay and quick entry to Big Pass and the Gulf of Mexico. Located in one of the most desirable areas for boating, the property offers breathtaking views and ample space to create a custom home with the potential for a pool and outdoor entertainment area. Embrace the ultimate in coastal living and design a private retreat in this idyllic Siesta Key location. 3 Beds ⋅ 3 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code This stunning waterfront property on Roberts Point Road in Siesta Key is a rare opportunity for avid boaters and waterfront enthusiasts to build their dream home. The existing house is a tear-down, allowing you to start fresh on an expansive lot of over half an acre, with direct access to Sarasota Bay and quick entry to Big Pass and the Gulf of Mexico. Located in one of the most desirable areas for boating, the property offers breathtaking views and ample space to create a custom home with the potential for a pool and outdoor entertainment area. Embrace the ultimate in coastal living and design a private retreat in this idyllic Siesta Key location. 3928 Roberts Point Road, Sarasota
$1,700,000 Being Sold As Is. LAND VALUE Only 3 Beds ⋅ 3 Baths ⋅ Siesta SubDv. ⋅ 34242 Zip Code Being Sold As Is. LAND VALUE Only 3601 White Lane, Sarasota
$890,000 Welcome to Casa Blanca A15, where luxury meets paradise on Siesta Key! Prepare to be captivated by this meticulously renovated and decorated two-bedroom/2-bathroom detached villa that is steps from the beach, which sets a new standard for upscale island living. Once you step inside, you will be greeted by a seaside paradise that is undeniably one of the premier villas available on the island. No detail has been spared in renovating this turnkey-ready unit, ensuring the utmost comfort and style for your beach getaway. The open-concept living space boasts coastal furnishings and accents, creating an atmosphere that assures you that you're in your own beach resort. Prepare exquisite dishes in the fully equipped kitchen, boasting new top-of-the-line appliances and elegant countertops, ready to be served in your dining room in the expansive open living area. The living room is generously appointed with ample seating arrangements, basking in an abundance of natural light. Just off the living area are the spacious bedroom setups. The expansive primary suite is adorned with tasteful décor and offers plenty of closet and storage space, a rarity on Siesta Key. Additionally, it features a convenient en-suite bathroom for added comfort and convenience. Each bedroom is suitable for the family and your guests and is truly a sanctuary designed for relaxation and rejuvenation after a long day at the beach. One of the finest features of this unit is you do not need to worry about community laundry visits during your stay – Casa Blanca Unit A15 is equipped with a washer and dryer right in the unit, providing ultimate convenience and ensuring that you can focus on making the most of your time in paradise. But the true highlight of Casa Blanca Unit A15 lies just steps away: your own private beach access. Here you will spend your days basking in the warm Florida sunshine on the pristine sands of Siesta Key Beach, consistently ranked among the world's best. Whether you're swimming in the turquoise waters, collecting seashells along the shore, or simply lounging with a good book, paradise is truly at your doorstep. Casa Blanca as a complex is well-appointed on the island, with the South Siesta Village and the Siesta Key Village just a short drive away, with both options having charming shops, restaurants, and vibrant nightlife. Owning on Siesta Key will allow you to experience the local cuisine and culture whenever desired. With its unrivaled combination of luxury, location, and unparalleled beauty, Casa Blanca Unit A15 stands as the premier villa on Siesta Key. Take advantage of the opportunity to own a piece of Siesta Key's paradise that doubles as a savvy investment. 2 Beds ⋅ 2 Baths ⋅ Casa Blanca Villas SubDv. ⋅ 34242 Zip Code Welcome to Casa Blanca A15, where luxury meets paradise on Siesta Key! Prepare to be captivated by this meticulously renovated and decorated two-bedroom/2-bathroom detached villa that is steps from the beach, which sets a new standard for upscale island living. Once you step inside, you will be greeted by a seaside paradise that is undeniably one of the premier villas available on the island. No detail has been spared in renovating this turnkey-ready unit, ensuring the utmost comfort and style for your beach getaway. The open-concept living space boasts coastal furnishings and accents, creating an atmosphere that assures you that you're in your own beach resort. Prepare exquisite dishes in the fully equipped kitchen, boasting new top-of-the-line appliances and elegant countertops, ready to be served in your dining room in the expansive open living area. The living room is generously appointed with ample seating arrangements, basking in an abundance of natural light. Just off the living area are the spacious bedroom setups. The expansive primary suite is adorned with tasteful décor and offers plenty of closet and storage space, a rarity on Siesta Key. Additionally, it features a convenient en-suite bathroom for added comfort and convenience. Each bedroom is suitable for the family and your guests and is truly a sanctuary designed for relaxation and rejuvenation after a long day at the beach. One of the finest features of this unit is you do not need to worry about community laundry visits during your stay – Casa Blanca Unit A15 is equipped with a washer and dryer right in the unit, providing ultimate convenience and ensuring that you can focus on making the most of your time in paradise. But the true highlight of Casa Blanca Unit A15 lies just steps away: your own private beach access. Here you will spend your days basking in the warm Florida sunshine on the pristine sands of Siesta Key Beach, consistently ranked among the world's best. Whether you're swimming in the turquoise waters, collecting seashells along the shore, or simply lounging with a good book, paradise is truly at your doorstep. Casa Blanca as a complex is well-appointed on the island, with the South Siesta Village and the Siesta Key Village just a short drive away, with both options having charming shops, restaurants, and vibrant nightlife. Owning on Siesta Key will allow you to experience the local cuisine and culture whenever desired. With its unrivaled combination of luxury, location, and unparalleled beauty, Casa Blanca Unit A15 stands as the premier villa on Siesta Key. Take advantage of the opportunity to own a piece of Siesta Key's paradise that doubles as a savvy investment. 6154 Midnight Pass Road Unit 15A, Sarasota