$575,800 Under contract-accepting backup offers. Welcome to one of the best locations on Siesta Key. The Anchorage is located on the corner of Stickney Point and Midnight Pass. It’s all about convenience and living the good life. Location is fantastic! Wait until you see the grounds! You have the best of both worlds. Your new condominium is a 2 bedroom 2 bathroom split plan with brand-new hurricane sliding doors. Inside you have abundant natural light and a spacious combo kitchen/dining room/living room setting offering a move-in-ready condition. What truly sets The Anchorage apart is its canal-front dockage with first-come, first-serve boat slips, providing direct access to Sarasota Bay and the Intracoastal Waterway. For boating enthusiasts, this is an exceptional value, $10.00 per month boat slip fee. This is crazy insane ridiculous pricing for a boat slip…offering a rare opportunity to enjoy waterfront living and boating convenience without the premium price or waitlists typically found on Siesta Key. The building is solid concrete! Buyer has one car spot #77. This is a perfect investment for rental opportunities. Weekly rentals are allowed. The building and grounds are in wonderful shape! The Anchorage has so many amenities to offer owners and renters, including an Olympic-size heated swimming pool, Fitness Center, Lighted Pickleball & Tennis Courts, Clubhouse, BBQ & Picnic Areas and Kayak Storage. If you have a boat, The Anchorage also offers free dockage along the Seawall! There is a trolly that you could take to Siesta Key Village to enjoy more shopping, entertainment and dining options. Your new condo has its own carport. The Anchorage is very conveniently located near Stickney Point Bridge to give you easy access to the mainland, including downtown Sarasota! 2 Beds ⋅ 2 Baths ⋅ Anchorage SubDv. ⋅ 34242 Zip Code Under contract-accepting backup offers. Welcome to one of the best locations on Siesta Key. The Anchorage is located on the corner of Stickney Point and Midnight Pass. It’s all about convenience and living the good life. Location is fantastic! Wait until you see the grounds! You have the best of both worlds. Your new condominium is a 2 bedroom 2 bathroom split plan with brand-new hurricane sliding doors. Inside you have abundant natural light and a spacious combo kitchen/dining room/living room setting offering a move-in-ready condition. What truly sets The Anchorage apart is its canal-front dockage with first-come, first-serve boat slips, providing direct access to Sarasota Bay and the Intracoastal Waterway. For boating enthusiasts, this is an exceptional value, $10.00 per month boat slip fee. This is crazy insane ridiculous pricing for a boat slip…offering a rare opportunity to enjoy waterfront living and boating convenience without the premium price or waitlists typically found on Siesta Key. The building is solid concrete! Buyer has one car spot #77. This is a perfect investment for rental opportunities. Weekly rentals are allowed. The building and grounds are in wonderful shape! The Anchorage has so many amenities to offer owners and renters, including an Olympic-size heated swimming pool, Fitness Center, Lighted Pickleball & Tennis Courts, Clubhouse, BBQ & Picnic Areas and Kayak Storage. If you have a boat, The Anchorage also offers free dockage along the Seawall! There is a trolly that you could take to Siesta Key Village to enjoy more shopping, entertainment and dining options. Your new condo has its own carport. The Anchorage is very conveniently located near Stickney Point Bridge to give you easy access to the mainland, including downtown Sarasota! 6415 Midnight Pass Road Unit 306, Sarasota
$475,000 Siesta Key Waterfront Opportunity – Unmatched full bay views from your lanai, Gulf views from your front balcony — this 2 bed, 2 bath condo offers the best of coastal living on Siesta Key. Spacious and ready for your personal touch, this condo is ideal for those looking to renovate and build equity. The community offers two bayfront pools, pickleball and tennis courts, fitness center, kayak racks, and some of the most affordable boat docks around (first come, first served). No flooding in this complex! Reserved carport next to the elevator. Turtle Beach access just across the street. Trolley stop nearby for easy island exploring. Monthly rentals allowed 12x per year with onsite management. Whether you're searching for a relaxing island escape or an income-producing property, this is your chance to own in one of Siesta Key’s most desirable waterfront communities. 2 Beds ⋅ 2 Baths ⋅ Sunrise Cove SubDv. ⋅ 34242 Zip Code Siesta Key Waterfront Opportunity – Unmatched full bay views from your lanai, Gulf views from your front balcony — this 2 bed, 2 bath condo offers the best of coastal living on Siesta Key. Spacious and ready for your personal touch, this condo is ideal for those looking to renovate and build equity. The community offers two bayfront pools, pickleball and tennis courts, fitness center, kayak racks, and some of the most affordable boat docks around (first come, first served). No flooding in this complex! Reserved carport next to the elevator. Turtle Beach access just across the street. Trolley stop nearby for easy island exploring. Monthly rentals allowed 12x per year with onsite management. Whether you're searching for a relaxing island escape or an income-producing property, this is your chance to own in one of Siesta Key’s most desirable waterfront communities. 8911 Midnight Pass Road Unit 410, Sarasota
$1,895,000 Nestled at the end of a quiet cul-de-sac on a deep-water canal near Siesta Key Village, this beautifully updated home blends luxury, comfort, and effortless coastal living. A bright, open layout welcomes you with higher ceilings and expansive windows that frame tranquil water views and lush tropical foliage, capturing the true essence of island living. The chef’s kitchen features gleaming quartz countertops, premium appliances, and abundant storage, while the inviting living room is centered around a cozy gas fireplace, which adds warmth, ambiance and creates the perfect setting for relaxing evenings or entertaining guests. Outdoors, the property shines with a solar-heated pebble-tec saltwater pool, lush tropical landscaping, and a private backyard overlooking the canal. Boaters will appreciate the grandfathered boathouse, 10,000-lb lift, refreshed decking, and easy 15–20 minute access to open water along the Grand Canal. An outdoor kitchen area with a barbeque grill makes waterfront dining effortless, while the convenient outdoor bathroom provides easy access for pool days and boating adventures. Inside, the desirable split floor plan includes three bedrooms, highlighted by a sun-filled primary suite with a lovely bath and custom closet. A separate office, den, or potential in-law suite—with its own exterior entrance and plumbing access—adds exceptional flexibility for guests, family, or work-from-home needs. Looking for an investment opportunity? This home offers excellent potential for desirable monthly or long-term rentals in a high-demand waterfront location just minutes from Siesta Key Village. The versatile layout—including the option for a private-entry suite—creates potential for additional income, making it ideal for buyers seeking both personal enjoyment and strong rental performance. French doors in all canal-facing rooms create seamless indoor-outdoor flow, inviting you to embrace Florida’s laid-back lifestyle. With its unbeatable combination of privacy, convenience, and coastal charm—plus world-famous Siesta Key Beach just minutes away—this home offers a rare chance to own a slice of paradise. 3 Beds ⋅ 3 Baths ⋅ Sara Sands SubDv. ⋅ 34242 Zip Code Nestled at the end of a quiet cul-de-sac on a deep-water canal near Siesta Key Village, this beautifully updated home blends luxury, comfort, and effortless coastal living. A bright, open layout welcomes you with higher ceilings and expansive windows that frame tranquil water views and lush tropical foliage, capturing the true essence of island living. The chef’s kitchen features gleaming quartz countertops, premium appliances, and abundant storage, while the inviting living room is centered around a cozy gas fireplace, which adds warmth, ambiance and creates the perfect setting for relaxing evenings or entertaining guests. Outdoors, the property shines with a solar-heated pebble-tec saltwater pool, lush tropical landscaping, and a private backyard overlooking the canal. Boaters will appreciate the grandfathered boathouse, 10,000-lb lift, refreshed decking, and easy 15–20 minute access to open water along the Grand Canal. An outdoor kitchen area with a barbeque grill makes waterfront dining effortless, while the convenient outdoor bathroom provides easy access for pool days and boating adventures. Inside, the desirable split floor plan includes three bedrooms, highlighted by a sun-filled primary suite with a lovely bath and custom closet. A separate office, den, or potential in-law suite—with its own exterior entrance and plumbing access—adds exceptional flexibility for guests, family, or work-from-home needs. Looking for an investment opportunity? This home offers excellent potential for desirable monthly or long-term rentals in a high-demand waterfront location just minutes from Siesta Key Village. The versatile layout—including the option for a private-entry suite—creates potential for additional income, making it ideal for buyers seeking both personal enjoyment and strong rental performance. French doors in all canal-facing rooms create seamless indoor-outdoor flow, inviting you to embrace Florida’s laid-back lifestyle. With its unbeatable combination of privacy, convenience, and coastal charm—plus world-famous Siesta Key Beach just minutes away—this home offers a rare chance to own a slice of paradise. 5165 Sandy Cove Avenue, Siesta Key
$2,895,000 There is only one – Point of Rocks. This is luxury living … served on the rocks. Welcome to Point of Rocks, a home crafted with the same care, balance, and attention to detail as a perfectly mixed drink. Smooth where it should be, bold where it counts, and designed to age beautifully, this thoughtfully curated residence delivers a taste of Siesta Key living that never goes out of style. Designed with farmhouse-inspired décor and three levels of luxuriously livable space, this home invites you to sip, savor, and settle in. High-quality materials and resilient finishes ensure that the aesthetic stays fresh and the home itself stays strong, even with the steady rhythm of rental guests. The ground level sets the flavor profile with a spacious garage/game room and a resort-style pool complete with a custom, rock-inspired water slide, a wink to the home’s playful name. It’s the ultimate place to kick off island hours, toast the sunset or serve up memories on ice. The second level blends design and livability into one smooth pour. The great room, with its timeless palette and elevated farmhouse textures, feels equal parts cozy and chic — ideal for savoring a quiet morning coffee or mixing evening cocktails. The primary suite on this level is its own signature sip: refined, calming, and intentionally crafted. The top floor hosts four comfortable and private en suite bedrooms, each one layered with durable materials chosen to stand the test of time in both style and quality. A dedicated gaming lounge adds another layer of fun, making this level the playful finishing note for guests of all ages as the perfect garnish to this well-balanced home. Whether you're craving an income-producing investment, a coastal escape, or a little blend of both, Point of Rocks delivers a lifestyle that’s relaxed, memorable, and endlessly enjoyable. Raise a glass — this is Siesta Key living...on the rocks. More than a home, Point of Rocks is part of the exclusive Vunique Luxury Residences with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon. 5 Beds ⋅ 7 Baths ⋅ Point Of Rocks Terrace SubDv. ⋅ 34242 Zip Code There is only one – Point of Rocks. This is luxury living … served on the rocks. Welcome to Point of Rocks, a home crafted with the same care, balance, and attention to detail as a perfectly mixed drink. Smooth where it should be, bold where it counts, and designed to age beautifully, this thoughtfully curated residence delivers a taste of Siesta Key living that never goes out of style. Designed with farmhouse-inspired décor and three levels of luxuriously livable space, this home invites you to sip, savor, and settle in. High-quality materials and resilient finishes ensure that the aesthetic stays fresh and the home itself stays strong, even with the steady rhythm of rental guests. The ground level sets the flavor profile with a spacious garage/game room and a resort-style pool complete with a custom, rock-inspired water slide, a wink to the home’s playful name. It’s the ultimate place to kick off island hours, toast the sunset or serve up memories on ice. The second level blends design and livability into one smooth pour. The great room, with its timeless palette and elevated farmhouse textures, feels equal parts cozy and chic — ideal for savoring a quiet morning coffee or mixing evening cocktails. The primary suite on this level is its own signature sip: refined, calming, and intentionally crafted. The top floor hosts four comfortable and private en suite bedrooms, each one layered with durable materials chosen to stand the test of time in both style and quality. A dedicated gaming lounge adds another layer of fun, making this level the playful finishing note for guests of all ages as the perfect garnish to this well-balanced home. Whether you're craving an income-producing investment, a coastal escape, or a little blend of both, Point of Rocks delivers a lifestyle that’s relaxed, memorable, and endlessly enjoyable. Raise a glass — this is Siesta Key living...on the rocks. More than a home, Point of Rocks is part of the exclusive Vunique Luxury Residences with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon. 6910 Midnight Pass Road Unit A, 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
$6,925,000 A Once-in-a-Lifetime Offering! Introducing Penthouse #401 at Halcyon Siesta Key—an extraordinary coastal sanctuary where architectural brilliance meets unparalleled exclusivity. This is not just a residence; it’s a legacy. Set atop a boutique, six-unit Gulf-front building, Penthouse #401 is the first and only unit ever to be offered for sale—a true rarity as timeless and coveted as the quartz-crystal sands of Siesta Key Beach, just beyond your expansive floor-to-ceiling windows. Enter through a private elevator into your own foyer and be instantly captivated by panoramic views of the Gulf of Mexico. Encompassing 3,525 square feet, this residence was masterfully designed to blend modern sophistication with relaxed coastal luxury. At the heart of the home lies a chef’s kitchen that redefines gourmet living: top-of-the-line Wolf appliances, double ovens, dual sinks, an oversized island, built-in wine fridge, walk-in pantry, coffee bar, and bespoke cabinetry—crafted for both grand entertaining and effortless everyday living. The open-concept layout flows gracefully through dining and living spaces, enhanced by polished terrazzo flooring and Lutron-controlled lighting and shades that adjust with the touch of a button. Wake up to shimmering Gulf views in the tranquil primary suite, a true retreat offering a spa-like en-suite with radiant heated floors, dual vanities, a sculptural soaking tub, and an oversized glass-enclosed shower. Step outside to a spectacular 674 sq. ft. wraparound balcony—ideal for morning espresso, sunset cocktails, or simply soaking in Siesta Key’s year-round beauty. Three additional guest suites provide private en-suite baths and generous closet space, while a full laundry room, powder bath, and abundant storage complete the home’s thoughtful layout. A private two-car garage ensures convenience and security—an invaluable feature in this exclusive enclave. Life at Halcyon is curated for ease and elegance, with upscale amenities including on-site maintenance, a historic clubhouse, beachfront pool, grilling station, fire pit, and private beach access. Just minutes from Siesta Key Village and Sarasota’s cultural and culinary delights, this location offers the perfect blend of privacy and accessibility. Penthouse #401 is more than a luxury residence—it’s a one-of-one opportunity to own a piece of Gulf-front history on Florida’s most treasured beach. 4 Beds ⋅ 5 Baths ⋅ Halcyon Siesta Key SubDv. ⋅ 34242 Zip Code A Once-in-a-Lifetime Offering! Introducing Penthouse #401 at Halcyon Siesta Key—an extraordinary coastal sanctuary where architectural brilliance meets unparalleled exclusivity. This is not just a residence; it’s a legacy. Set atop a boutique, six-unit Gulf-front building, Penthouse #401 is the first and only unit ever to be offered for sale—a true rarity as timeless and coveted as the quartz-crystal sands of Siesta Key Beach, just beyond your expansive floor-to-ceiling windows. Enter through a private elevator into your own foyer and be instantly captivated by panoramic views of the Gulf of Mexico. Encompassing 3,525 square feet, this residence was masterfully designed to blend modern sophistication with relaxed coastal luxury. At the heart of the home lies a chef’s kitchen that redefines gourmet living: top-of-the-line Wolf appliances, double ovens, dual sinks, an oversized island, built-in wine fridge, walk-in pantry, coffee bar, and bespoke cabinetry—crafted for both grand entertaining and effortless everyday living. The open-concept layout flows gracefully through dining and living spaces, enhanced by polished terrazzo flooring and Lutron-controlled lighting and shades that adjust with the touch of a button. Wake up to shimmering Gulf views in the tranquil primary suite, a true retreat offering a spa-like en-suite with radiant heated floors, dual vanities, a sculptural soaking tub, and an oversized glass-enclosed shower. Step outside to a spectacular 674 sq. ft. wraparound balcony—ideal for morning espresso, sunset cocktails, or simply soaking in Siesta Key’s year-round beauty. Three additional guest suites provide private en-suite baths and generous closet space, while a full laundry room, powder bath, and abundant storage complete the home’s thoughtful layout. A private two-car garage ensures convenience and security—an invaluable feature in this exclusive enclave. Life at Halcyon is curated for ease and elegance, with upscale amenities including on-site maintenance, a historic clubhouse, beachfront pool, grilling station, fire pit, and private beach access. Just minutes from Siesta Key Village and Sarasota’s cultural and culinary delights, this location offers the perfect blend of privacy and accessibility. Penthouse #401 is more than a luxury residence—it’s a one-of-one opportunity to own a piece of Gulf-front history on Florida’s most treasured beach. 6100 Midnight Pass Road Unit 401, Sarasota
$1,225,000 Nestled on the renowned Crescent Beach, Horizon’s West offers a truly exceptional Siesta Key beachfront living experience, where breathtaking Gulf views and unforgettable sunsets become part of everyday life. This beautiful 2-bedroom, 2-bathroom condominium, located on the fourth floor, delivers luxury, privacy, and a prime Gulf-front location on Siesta Key. The updated, turn-key furnished residence welcomes you with an expansive open-concept living area, highlighted by large impact glass windows that frame panoramic views of the Gulf of Mexico. A calming interior palette enhances the peaceful ambiance, creating an ideal environment for both relaxing and entertaining. Thoughtful upgrades throughout the residence include a gourmet kitchen featuring wood cabinetry, granite countertops, and stainless steel appliances. The renovated bathrooms further elevate the home’s modern comfort and charm. Horizon’s West Amenities & Community features more than a residence—it’s a beachfront community designed to embrace the beauty of Siesta Key. Spanning 11 acres, the property offers over 300 feet of deeded beach access, placing the sun, sand, and surf just steps from your door. Residents enjoy a beachside pool and spa, along with grilling areas perfect for gathering with friends and family. On the bay side, a serene waterfront park with a day dock provides a peaceful setting for fishing, watching boats pass, or enjoying the tranquil surroundings of the Intracoastal Waterway. From sweeping Gulf-front views to the convenience of luxury amenities, Horizon’s West offers a lifestyle defined by comfort, elegance, and leisure. If you’ve ever dreamed of living on the beach in Siesta Key, this is your opportunity to make that dream a reality. Welcome home. 2 Beds ⋅ 2 Baths ⋅ Horizons West Bay Side SubDv. ⋅ 34242 Zip Code Nestled on the renowned Crescent Beach, Horizon’s West offers a truly exceptional Siesta Key beachfront living experience, where breathtaking Gulf views and unforgettable sunsets become part of everyday life. This beautiful 2-bedroom, 2-bathroom condominium, located on the fourth floor, delivers luxury, privacy, and a prime Gulf-front location on Siesta Key. The updated, turn-key furnished residence welcomes you with an expansive open-concept living area, highlighted by large impact glass windows that frame panoramic views of the Gulf of Mexico. A calming interior palette enhances the peaceful ambiance, creating an ideal environment for both relaxing and entertaining. Thoughtful upgrades throughout the residence include a gourmet kitchen featuring wood cabinetry, granite countertops, and stainless steel appliances. The renovated bathrooms further elevate the home’s modern comfort and charm. Horizon’s West Amenities & Community features more than a residence—it’s a beachfront community designed to embrace the beauty of Siesta Key. Spanning 11 acres, the property offers over 300 feet of deeded beach access, placing the sun, sand, and surf just steps from your door. Residents enjoy a beachside pool and spa, along with grilling areas perfect for gathering with friends and family. On the bay side, a serene waterfront park with a day dock provides a peaceful setting for fishing, watching boats pass, or enjoying the tranquil surroundings of the Intracoastal Waterway. From sweeping Gulf-front views to the convenience of luxury amenities, Horizon’s West offers a lifestyle defined by comfort, elegance, and leisure. If you’ve ever dreamed of living on the beach in Siesta Key, this is your opportunity to make that dream a reality. Welcome home. 6140 Midnight Pass Road Unit 407, Sarasota
$2,850,000 Sold data entry only. 4 Beds ⋅ 4 Baths ⋅ Royal Palm Harbor SubDv. ⋅ 34242 Zip Code Sold data entry only. 1216 Northport Drive, Sarasota
$875,000 Experience breathtaking, 180 degree FULL GULF VIEWS from this 8th floor North Tower residence overlooking 800’ of private beach in the premiere Gulf front property of Whispering Sands! Priced to sell, this 2 bedroom/2 bath, upper floor unit represents an exceptional investment opportunity in one of Siesta Key’s most sought after communities. It could be considered a blank slate, offering the new owner the opportunity to use their imagination and create a retreat that reflects their own personal style. A 25' private balcony, accessible via floor to ceiling sliders opening from the living room and primary bedroom, offers panoramic vistas across the shimmering shoreline and powder soft sands and a lifetime of spectacular symphonies of colorful sunsets over the Gulf. A complete set of NEW 2024 hurricane impact exterior balcony sliders provides total peace of mind. The galley kitchen includes a nice eat-in space and Bosch, Whirlpool, and Frigidaire appliances. The primary bedroom features an ensuite bath with tub/shower combination, walk-in closet, and generous vanity area. The guest bedroom is large enough to accommodate two queen beds – or would easily make a great home office or den. The furniture and furnishings minus a small exclusion list are being offered with this property. Seize this opportunity to create a lifetime of memories by investing in one of Siesta Key’s most desirable Gulf front communities. 2 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code Experience breathtaking, 180 degree FULL GULF VIEWS from this 8th floor North Tower residence overlooking 800’ of private beach in the premiere Gulf front property of Whispering Sands! Priced to sell, this 2 bedroom/2 bath, upper floor unit represents an exceptional investment opportunity in one of Siesta Key’s most sought after communities. It could be considered a blank slate, offering the new owner the opportunity to use their imagination and create a retreat that reflects their own personal style. A 25' private balcony, accessible via floor to ceiling sliders opening from the living room and primary bedroom, offers panoramic vistas across the shimmering shoreline and powder soft sands and a lifetime of spectacular symphonies of colorful sunsets over the Gulf. A complete set of NEW 2024 hurricane impact exterior balcony sliders provides total peace of mind. The galley kitchen includes a nice eat-in space and Bosch, Whirlpool, and Frigidaire appliances. The primary bedroom features an ensuite bath with tub/shower combination, walk-in closet, and generous vanity area. The guest bedroom is large enough to accommodate two queen beds – or would easily make a great home office or den. The furniture and furnishings minus a small exclusion list are being offered with this property. Seize this opportunity to create a lifetime of memories by investing in one of Siesta Key’s most desirable Gulf front communities. 19 Whispering Sands Drive Unit 802, Sarasota
$600,000 Welcome to The Anchorage Yacht and Tennis Club on Siesta Key, a gated waterfront community that combines resort-style amenities, private deeded beach access just across the street, and rare value for boaters, all in one of the island’s most desirable locations. This turnkey furnished 2-bedroom, 2-bath condo features a split floor plan, ensuite bedrooms, new flooring, and abundant natural light, offering a move-in-ready retreat with strong weekly rental potential. What truly sets The Anchorage apart is its canal-front dockage with first-come, first-serve boat slips, providing direct access to Little Sarasota Bay and the Intracoastal Waterway. For boating enthusiasts, this is an exceptional value—offering a rare opportunity to enjoy waterfront living and boating convenience without the premium price or waitlists typically found on Siesta Key. The Anchorage also features an unmatched amenity package: the largest Olympic-size heated pool on Siesta Key, lighted tennis and pickleball courts, a fitness center, sauna, kayak storage and launch, shuffleboard, BBQ and picnic areas, and lush, tropical landscaping throughout the beautifully maintained grounds. The unit includes one covered assigned parking space, with ample guest parking available. Located mid-Key, just minutes from Siesta Key Village, this property offers the ideal balance of access and escape. Whether you're looking for a beach retreat, a boating lifestyle, an income-producing rental, or all three, this property delivers exceptional value, flexibility, and location in one of Florida’s top coastal destinations. 2 Beds ⋅ 2 Baths ⋅ Anchorage SubDv. ⋅ 34242 Zip Code Welcome to The Anchorage Yacht and Tennis Club on Siesta Key, a gated waterfront community that combines resort-style amenities, private deeded beach access just across the street, and rare value for boaters, all in one of the island’s most desirable locations. This turnkey furnished 2-bedroom, 2-bath condo features a split floor plan, ensuite bedrooms, new flooring, and abundant natural light, offering a move-in-ready retreat with strong weekly rental potential. What truly sets The Anchorage apart is its canal-front dockage with first-come, first-serve boat slips, providing direct access to Little Sarasota Bay and the Intracoastal Waterway. For boating enthusiasts, this is an exceptional value—offering a rare opportunity to enjoy waterfront living and boating convenience without the premium price or waitlists typically found on Siesta Key. The Anchorage also features an unmatched amenity package: the largest Olympic-size heated pool on Siesta Key, lighted tennis and pickleball courts, a fitness center, sauna, kayak storage and launch, shuffleboard, BBQ and picnic areas, and lush, tropical landscaping throughout the beautifully maintained grounds. The unit includes one covered assigned parking space, with ample guest parking available. Located mid-Key, just minutes from Siesta Key Village, this property offers the ideal balance of access and escape. Whether you're looking for a beach retreat, a boating lifestyle, an income-producing rental, or all three, this property delivers exceptional value, flexibility, and location in one of Florida’s top coastal destinations. 6415 Midnight Pass Road Unit 310, Sarasota
$575,000 At its new price point, this fully remodeled beachfront villa offers something rare on Siesta Key. It is one of the most accessible ways to own on the Gulf here, with full resort amenities and real income potential. Jamaica Royale is a true beachfront community, with its own private white sand beach, three heated pools, and quiet garden pathways leading down to the shore. The interior has been completely transformed. This ground floor villa sits steps from the Gulf, where mornings begin with gentle waves and evenings settle into lingering sunsets. At a generous 728 square feet, it lives larger than most one bedroom homes on the beach, with a smart layout that makes the most of every foot. Updates include new doors and windows engineered to resist impact, a redesigned kitchen with new lower cabinets and granite countertops, an upgraded primary bathroom, and new base trim and interior doors. The furniture and appliances are all new, including the dishwasher, refrigerator, washer, dryer, AC, and water heater. Everything is ready, whether you want to move in and enjoy it or rent it out right away. Ownership here is refreshingly simple. Cable, water, and sewer are all included in association dues, so carrying costs stay predictable with no upkeep to manage. Owners are welcome to bring their pets, a rare perk for these types of communities, and a real draw for anyone who wants their dog along for island life. An optional rental program, run right on the property, makes it easy to generate income while you are away, with the home professionally cared for the whole time. Spend your days in a private cabana on the sand, walking the shoreline, or grilling at the beachside BBQ. When you want to explore, public transportation reaches downtown Sarasota, Gulf Gate, and Siesta Village. Whether you want a smart beachfront investment, a second home that pays its own way, or both, this villa delivers rare value on one of the most celebrated beaches in the country. Schedule your private showing and see what makes Jamaica Royale so special. A 1% RATE REDUCTION IS AVAILABLE TO QUALIFIED BUYERS WHO WORK WITH THE SELLER'S PREFERRED LENDER. 1 Beds ⋅ 1 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code At its new price point, this fully remodeled beachfront villa offers something rare on Siesta Key. It is one of the most accessible ways to own on the Gulf here, with full resort amenities and real income potential. Jamaica Royale is a true beachfront community, with its own private white sand beach, three heated pools, and quiet garden pathways leading down to the shore. The interior has been completely transformed. This ground floor villa sits steps from the Gulf, where mornings begin with gentle waves and evenings settle into lingering sunsets. At a generous 728 square feet, it lives larger than most one bedroom homes on the beach, with a smart layout that makes the most of every foot. Updates include new doors and windows engineered to resist impact, a redesigned kitchen with new lower cabinets and granite countertops, an upgraded primary bathroom, and new base trim and interior doors. The furniture and appliances are all new, including the dishwasher, refrigerator, washer, dryer, AC, and water heater. Everything is ready, whether you want to move in and enjoy it or rent it out right away. Ownership here is refreshingly simple. Cable, water, and sewer are all included in association dues, so carrying costs stay predictable with no upkeep to manage. Owners are welcome to bring their pets, a rare perk for these types of communities, and a real draw for anyone who wants their dog along for island life. An optional rental program, run right on the property, makes it easy to generate income while you are away, with the home professionally cared for the whole time. Spend your days in a private cabana on the sand, walking the shoreline, or grilling at the beachside BBQ. When you want to explore, public transportation reaches downtown Sarasota, Gulf Gate, and Siesta Village. Whether you want a smart beachfront investment, a second home that pays its own way, or both, this villa delivers rare value on one of the most celebrated beaches in the country. Schedule your private showing and see what makes Jamaica Royale so special. A 1% RATE REDUCTION IS AVAILABLE TO QUALIFIED BUYERS WHO WORK WITH THE SELLER'S PREFERRED LENDER. 5830 Midnight Pass Road Unit 61, Sarasota
$575,000 Have It All in This Beautifully Remodeled & Fully Furnished "Beach House" style Condo! Welcome to one of Siesta Key’s most desirable pet-friendly communities, perfectly positioned Gulf-to-Bay with quiet, deeded beach access just steps away. This impeccably updated residence offers a smart split floor plan that provides ideal privacy between the main bedroom suite and the guest room. Enjoy morning coffee or evening cocktails on the gorgeous, enclosed lanai, overlooking lush tropical gardens and the sparkling community pool. The well-appointed kitchen features room for a cozy breakfast table and has been completely renewed with high-quality finishes. No detail has been Overlooked: Impact windows, New electric and plumbing, All-new kitchen, Beautifully renovated bathrooms, New flooring throughout, Tasteful, neutral furnishings—move-in ready with no contractor visits needed! Step outside and live the resort lifestyle with multiple pools, boat docks (lifts permitted), tennis and pickleball courts, a fitness center, and grilling areas. After a day at the beach or pool, cast a line from the dock—fish are plentiful! The Siesta Key trolley stops right at your door, offering easy access to shopping, dining, and all the island’s best attractions. First time on the market and truly a must-see—this property checks every box. Let the beach life begin! 2 Beds ⋅ 2 Baths ⋅ Island Reef SubDv. ⋅ 34242 Zip Code Have It All in This Beautifully Remodeled & Fully Furnished "Beach House" style Condo! Welcome to one of Siesta Key’s most desirable pet-friendly communities, perfectly positioned Gulf-to-Bay with quiet, deeded beach access just steps away. This impeccably updated residence offers a smart split floor plan that provides ideal privacy between the main bedroom suite and the guest room. Enjoy morning coffee or evening cocktails on the gorgeous, enclosed lanai, overlooking lush tropical gardens and the sparkling community pool. The well-appointed kitchen features room for a cozy breakfast table and has been completely renewed with high-quality finishes. No detail has been Overlooked: Impact windows, New electric and plumbing, All-new kitchen, Beautifully renovated bathrooms, New flooring throughout, Tasteful, neutral furnishings—move-in ready with no contractor visits needed! Step outside and live the resort lifestyle with multiple pools, boat docks (lifts permitted), tennis and pickleball courts, a fitness center, and grilling areas. After a day at the beach or pool, cast a line from the dock—fish are plentiful! The Siesta Key trolley stops right at your door, offering easy access to shopping, dining, and all the island’s best attractions. First time on the market and truly a must-see—this property checks every box. Let the beach life begin! 8773 Midnight Pass Road Unit 204G, Sarasota
$570,000 Rare Gulf-to-Bay community with a large private Gulf beach and Bay-side boat docks where owners may install boat lifts in their slips. The community is financially sound with NO assessments, making this a worry-free coastal investment. Move-in ready. Turnkey furnished. What truly sets Island Reef apart is income potential: 1-month rentals are allowed—a rare policy on Siesta Key. That means you can enjoy your own slice of paradise and still generate excellent rental income when you’re not in residence. This flexibility makes the condo ideal for both personal use and a smart, self-funding getaway. This high-and-dry 4th-floor unit is beautifully renovated, offered furnished, and move-in ready. Natural light is a standout feature—sunshine pours through the screened/enclosed balcony from morning through mid-day, filling the living areas with a bright, breezy coastal feel. Enjoy peaceful views of Little Sarasota Bay and the Intracoastal Waterway from your enclosed lanai with sliding windows—perfect for coffee, cocktails, and quiet sunsets. The modern kitchen features granite countertops, crisp white cabinetry, and an integrated washer/dryer. The spacious owner’s suite includes a large walk-in closet, while the guest bedroom offers an extra-large closet plus a separate owner’s lock-away closet for personal items when guests arrive. Island Reef lives like a resort: two heated pools, tennis and pickleball courts, fitness center, clubhouse, grilling patios, shuffleboard, game room, library, and an active social calendar. You’re a short walk to restaurants, a full-service marina with rentals and storage, and Turtle Beach. And the free Siesta Key trolley stops right in front of the community, taking you to Siesta Village, shopping, dining, and more beaches along Midnight Pass Road. Beach-to-Bay lifestyle + rare 1-month rental flexibility = a standout Siesta Key value. Schedule your private showing today. 2 Beds ⋅ 2 Baths ⋅ Island Reef SubDv. ⋅ 34242 Zip Code Rare Gulf-to-Bay community with a large private Gulf beach and Bay-side boat docks where owners may install boat lifts in their slips. The community is financially sound with NO assessments, making this a worry-free coastal investment. Move-in ready. Turnkey furnished. What truly sets Island Reef apart is income potential: 1-month rentals are allowed—a rare policy on Siesta Key. That means you can enjoy your own slice of paradise and still generate excellent rental income when you’re not in residence. This flexibility makes the condo ideal for both personal use and a smart, self-funding getaway. This high-and-dry 4th-floor unit is beautifully renovated, offered furnished, and move-in ready. Natural light is a standout feature—sunshine pours through the screened/enclosed balcony from morning through mid-day, filling the living areas with a bright, breezy coastal feel. Enjoy peaceful views of Little Sarasota Bay and the Intracoastal Waterway from your enclosed lanai with sliding windows—perfect for coffee, cocktails, and quiet sunsets. The modern kitchen features granite countertops, crisp white cabinetry, and an integrated washer/dryer. The spacious owner’s suite includes a large walk-in closet, while the guest bedroom offers an extra-large closet plus a separate owner’s lock-away closet for personal items when guests arrive. Island Reef lives like a resort: two heated pools, tennis and pickleball courts, fitness center, clubhouse, grilling patios, shuffleboard, game room, library, and an active social calendar. You’re a short walk to restaurants, a full-service marina with rentals and storage, and Turtle Beach. And the free Siesta Key trolley stops right in front of the community, taking you to Siesta Village, shopping, dining, and more beaches along Midnight Pass Road. Beach-to-Bay lifestyle + rare 1-month rental flexibility = a standout Siesta Key value. Schedule your private showing today. 8767 Midnight Pass Road Unit 403F, Sarasota
$1,250,000 A truly exceptional and rarely available offering in Crescent Arms! This expansive 1,009 sq. ft. ground-floor residence - the largest 2-bedroom, 2-bath floor plan in the community - boasts an unrivaled direct Gulf-front location with an effortless walk-out to the iconic quartz sands of Siesta Key Beach. Completely renovated from top to bottom, this coastal masterpiece features hurricane-impact windows and sliders that frame uninterrupted beach and water vistas. An oversized screened terrace invites you to savor gentle Gulf breezes, glowing sunsets, and the soothing sound of the shoreline. All new, beautifully turnkey furnished and impeccably outfitted with linens, towels, housewares, all-new appliances - including a new HVAC system , and durable luxury vinyl flooring throughout, this residence is truly move-in and rental ready. Profitable rental income potential is enhanced by Crescent Arms’ flexible rental program and the convenience of an on-site rental manager. Additional highlights include assigned covered parking and desirable community amenities such as a heated pool, beach lounge chairs, and an outdoor grilling area. Perfectly positioned just minutes from Siesta Key Village’s shopping, dining, and vibrant nightlife, this pristine beachfront retreat offers the ultimate blend of luxury, convenience, and coastal living - your ideal island getaway awaits. 2 Beds ⋅ 2 Baths ⋅ Crescent Arms SubDv. ⋅ 34242 Zip Code A truly exceptional and rarely available offering in Crescent Arms! This expansive 1,009 sq. ft. ground-floor residence - the largest 2-bedroom, 2-bath floor plan in the community - boasts an unrivaled direct Gulf-front location with an effortless walk-out to the iconic quartz sands of Siesta Key Beach. Completely renovated from top to bottom, this coastal masterpiece features hurricane-impact windows and sliders that frame uninterrupted beach and water vistas. An oversized screened terrace invites you to savor gentle Gulf breezes, glowing sunsets, and the soothing sound of the shoreline. All new, beautifully turnkey furnished and impeccably outfitted with linens, towels, housewares, all-new appliances - including a new HVAC system , and durable luxury vinyl flooring throughout, this residence is truly move-in and rental ready. Profitable rental income potential is enhanced by Crescent Arms’ flexible rental program and the convenience of an on-site rental manager. Additional highlights include assigned covered parking and desirable community amenities such as a heated pool, beach lounge chairs, and an outdoor grilling area. Perfectly positioned just minutes from Siesta Key Village’s shopping, dining, and vibrant nightlife, this pristine beachfront retreat offers the ultimate blend of luxury, convenience, and coastal living - your ideal island getaway awaits. 6310 Midnight Pass Road Unit 101N, Sarasota
$3,600,000 Welcome to the side of Siesta Key most visitors never discover — and many locals refuse to leave. Located on the peaceful southern stretch of Midnight Pass Road, 8008 Midnight Pass sits far enough from the congestion of the Village and Beach Road traffic, yet only minutes from Crescent Beach and waterfront dining. Here, mornings start with bike rides under a canopy of palms, neighbors walk dogs along quiet streets, and evenings end with sunsets reflecting across Heron Lagoon. This is the residential, laid-back Siesta Key lifestyle buyers search for but rarely find available. Behind a newly installed private gate, fresh coastal landscaping and a new perimeter wall create a true sense of arrival and privacy. The 2015-built waterfront home has been extensively improved, offering the feel of a newer construction property without the wait, cost, or uncertainty of building on the island. Inside, the home has been refreshed with new flooring throughout, fresh interior paint, updated stair railings, and designer lighting. A full Sonos surround sound system, Brilliant smart switches, Philips Hue lighting, and an upgraded security system provide modern convenience, while spray-foam attic insulation improves comfort and efficiency year-round. The completely reimagined kitchen serves as the centerpiece of the home, featuring Viking appliances, quartzite countertops and backsplash, custom cabinetry with under-cabinet lighting, a custom hood, dedicated bar area, and Viking ice maker. The open living space flows directly to expansive sliders overlooking the calm waters of Heron Lagoon — a view that immediately explains why owners love this side of the island. A flexible den with a custom Murphy bed provides additional guest accommodations, and upstairs guest bedrooms have been enhanced with wainscoting and designer wallpaper. One guest bathroom has been fully remodeled and all bathrooms have been updated with new fixtures and lighting. Outdoor living is where the property truly shines. The lagoon-front setting offers a kayak and paddleboard launch from your backyard, an IPE dock for fishing or sunset watching, and a revitalized pool area with new equipment and LED lighting. A newly screened upper balcony lanai creates a peaceful retreat above the water, while the private basketball court adds a rare amenity not commonly found on Siesta Key. This is a home designed for those who want Siesta Key without the crowds — boating, biking, paddleboarding, and quiet evenings just minutes from the beach. 8008 Midnight Pass is not just a waterfront property; it’s an opportunity to experience the calmer, residential side of island living while still being close to everything that makes Siesta Key world-famous. Schedule your private showing and experience the difference in person. 5 Beds ⋅ 5 Baths ⋅ Mira Mar Sub SubDv. ⋅ 34242 Zip Code Welcome to the side of Siesta Key most visitors never discover — and many locals refuse to leave. Located on the peaceful southern stretch of Midnight Pass Road, 8008 Midnight Pass sits far enough from the congestion of the Village and Beach Road traffic, yet only minutes from Crescent Beach and waterfront dining. Here, mornings start with bike rides under a canopy of palms, neighbors walk dogs along quiet streets, and evenings end with sunsets reflecting across Heron Lagoon. This is the residential, laid-back Siesta Key lifestyle buyers search for but rarely find available. Behind a newly installed private gate, fresh coastal landscaping and a new perimeter wall create a true sense of arrival and privacy. The 2015-built waterfront home has been extensively improved, offering the feel of a newer construction property without the wait, cost, or uncertainty of building on the island. Inside, the home has been refreshed with new flooring throughout, fresh interior paint, updated stair railings, and designer lighting. A full Sonos surround sound system, Brilliant smart switches, Philips Hue lighting, and an upgraded security system provide modern convenience, while spray-foam attic insulation improves comfort and efficiency year-round. The completely reimagined kitchen serves as the centerpiece of the home, featuring Viking appliances, quartzite countertops and backsplash, custom cabinetry with under-cabinet lighting, a custom hood, dedicated bar area, and Viking ice maker. The open living space flows directly to expansive sliders overlooking the calm waters of Heron Lagoon — a view that immediately explains why owners love this side of the island. A flexible den with a custom Murphy bed provides additional guest accommodations, and upstairs guest bedrooms have been enhanced with wainscoting and designer wallpaper. One guest bathroom has been fully remodeled and all bathrooms have been updated with new fixtures and lighting. Outdoor living is where the property truly shines. The lagoon-front setting offers a kayak and paddleboard launch from your backyard, an IPE dock for fishing or sunset watching, and a revitalized pool area with new equipment and LED lighting. A newly screened upper balcony lanai creates a peaceful retreat above the water, while the private basketball court adds a rare amenity not commonly found on Siesta Key. This is a home designed for those who want Siesta Key without the crowds — boating, biking, paddleboarding, and quiet evenings just minutes from the beach. 8008 Midnight Pass is not just a waterfront property; it’s an opportunity to experience the calmer, residential side of island living while still being close to everything that makes Siesta Key world-famous. Schedule your private showing and experience the difference in person. 8008 Midnight Pass Road, Sarasota
$2,600,000 Experience beachfront ownership that works for you. Residence 404 at Ten35 Seaside offers a rare opportunity to own a fully operational, income-producing property on Siesta Key’s Crescent Beach — one of the most sought-after vacation rental destinations in Florida. This residence is enrolled in the community’s on-site professional rental management program, providing immediate revenue and eliminating the uncertainty, setup time, and operational burden typical of vacation rental ownership. Owners benefit from a true turnkey investment: marketing, guest services, housekeeping, and day-to-day management are handled on-site, allowing you to generate income while still reserving personal use. Inside, the unit is designed specifically for both durability and guest appeal. Floor-to-ceiling hurricane-rated glass fills the open living space with natural light, while porcelain wood-look flooring, custom finishes, and curated furnishings create the upscale coastal experience today’s renters actively seek and review highly. The kitchen features quartz countertops and premium Wolf appliances, opening seamlessly to the living area — ideal for group stays and longer bookings. The flexible floor plan maximizes occupancy potential, with a spacious primary suite, guest bedroom, and an integrated Italian fold-down bed system that expands sleeping capacity without sacrificing aesthetics — an important driver of rental performance. The private covered lanai captures panoramic Gulf views, a major booking advantage and one of the most requested amenities among Siesta Key vacationers. Ten35 Seaside functions as a boutique resort for guests and owners alike, offering: • Direct beach access to Crescent Beach • Gulf-front pool and spa • Private cabanas • Fitness center • Fire pit and gathering areas • Daily beach chair and umbrella service Rental parameters allow one-week minimum stays in the off-season and two-week minimums during peak season, striking an ideal balance between revenue generation and property preservation. Located moments from Siesta Key’s South Village dining and shopping, the property consistently attracts repeat visitors — a key factor in maintaining strong occupancy. Whether you are expanding a portfolio, completing a 1031 exchange, or seeking a vacation home that offsets ownership costs, Unit 404 offers a combination rarely found on Siesta Key: Gulf-front location, professional management, and immediate rental income from day one. 2 Beds ⋅ 3 Baths ⋅ Ten35 Seaside SubDv. ⋅ 34242 Zip Code Experience beachfront ownership that works for you. Residence 404 at Ten35 Seaside offers a rare opportunity to own a fully operational, income-producing property on Siesta Key’s Crescent Beach — one of the most sought-after vacation rental destinations in Florida. This residence is enrolled in the community’s on-site professional rental management program, providing immediate revenue and eliminating the uncertainty, setup time, and operational burden typical of vacation rental ownership. Owners benefit from a true turnkey investment: marketing, guest services, housekeeping, and day-to-day management are handled on-site, allowing you to generate income while still reserving personal use. Inside, the unit is designed specifically for both durability and guest appeal. Floor-to-ceiling hurricane-rated glass fills the open living space with natural light, while porcelain wood-look flooring, custom finishes, and curated furnishings create the upscale coastal experience today’s renters actively seek and review highly. The kitchen features quartz countertops and premium Wolf appliances, opening seamlessly to the living area — ideal for group stays and longer bookings. The flexible floor plan maximizes occupancy potential, with a spacious primary suite, guest bedroom, and an integrated Italian fold-down bed system that expands sleeping capacity without sacrificing aesthetics — an important driver of rental performance. The private covered lanai captures panoramic Gulf views, a major booking advantage and one of the most requested amenities among Siesta Key vacationers. Ten35 Seaside functions as a boutique resort for guests and owners alike, offering: • Direct beach access to Crescent Beach • Gulf-front pool and spa • Private cabanas • Fitness center • Fire pit and gathering areas • Daily beach chair and umbrella service Rental parameters allow one-week minimum stays in the off-season and two-week minimums during peak season, striking an ideal balance between revenue generation and property preservation. Located moments from Siesta Key’s South Village dining and shopping, the property consistently attracts repeat visitors — a key factor in maintaining strong occupancy. Whether you are expanding a portfolio, completing a 1031 exchange, or seeking a vacation home that offsets ownership costs, Unit 404 offers a combination rarely found on Siesta Key: Gulf-front location, professional management, and immediate rental income from day one. 1035 Seaside Drive Unit 404, Sarasota
$770,000 Rarely for sale TURNKEY FURNISHED beach condo at Siesta Dunes, where living the Siesta Key lifestyle comes naturally. Enjoy true convenience with DIRECT BEACH ACCESS to powdery white sand and the sparkling Gulf- no streets to cross, just a short, breezy walk to the beach, pool, hot tub, or tennis court right within the community. With onsite management available and WEEKLY RENTALS allowed, owning and renting is refreshingly simple. Whether you're strolling to dinner, biking to the Village, or simply putting your toes in the sand, every moment here feels effortless. Lovingly maintained by the same owner for 40 years, this residence shines with thoughtful updates, brand-new IMPACT WINDOWS for added peace of mind, and even a gorgeous blue Gulf VIEW from your primary bedroom. Whether you're looking for a smart investment or a sunny place to call home, this Siesta Dunes gem is ready to welcome you! 2 Beds ⋅ 2 Baths ⋅ Siesta Dunes Beach SubDv. ⋅ 34242 Zip Code Rarely for sale TURNKEY FURNISHED beach condo at Siesta Dunes, where living the Siesta Key lifestyle comes naturally. Enjoy true convenience with DIRECT BEACH ACCESS to powdery white sand and the sparkling Gulf- no streets to cross, just a short, breezy walk to the beach, pool, hot tub, or tennis court right within the community. With onsite management available and WEEKLY RENTALS allowed, owning and renting is refreshingly simple. Whether you're strolling to dinner, biking to the Village, or simply putting your toes in the sand, every moment here feels effortless. Lovingly maintained by the same owner for 40 years, this residence shines with thoughtful updates, brand-new IMPACT WINDOWS for added peace of mind, and even a gorgeous blue Gulf VIEW from your primary bedroom. Whether you're looking for a smart investment or a sunny place to call home, this Siesta Dunes gem is ready to welcome you! 6236 Midnight Pass Road Unit 305, Sarasota
$745,000 Location, location & views! Enjoy and experience luxury living at the Harbor Towers located just steps away from the world-famous Siesta Key beach. Highly desirable 4th floor unit, 2BR/2BTH with spectacular Gulf of America views from every room. Fully updated unit with new windows, new pipes, quartz countertops, new kitchen cabinets doors, new bathrooms and luxury vinyl flooring throughout. This turnkey furnished condo features an open floor plan, two suites split plan bedrooms and provides one parking space & additional storage room. New electrical panel and new water heater. Delight yourself at the HT amenities including heated resort style pools, 3 Har-Tru tennis courts, fitness center, sauna, clubhouse and a superb Marina & seating along the intercoastal waterway. HT has newly renovated building facade, common area including the lobby, spa area and hallways. A fantastic investment opportunity to own a rental income while enjoying the unit whenever you wish. Two-week minimum rentals are allowed 26 times/ year. Buyer can use the on-site property management company for rentals, or others. 2 Beds ⋅ 2 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code Location, location & views! Enjoy and experience luxury living at the Harbor Towers located just steps away from the world-famous Siesta Key beach. Highly desirable 4th floor unit, 2BR/2BTH with spectacular Gulf of America views from every room. Fully updated unit with new windows, new pipes, quartz countertops, new kitchen cabinets doors, new bathrooms and luxury vinyl flooring throughout. This turnkey furnished condo features an open floor plan, two suites split plan bedrooms and provides one parking space & additional storage room. New electrical panel and new water heater. Delight yourself at the HT amenities including heated resort style pools, 3 Har-Tru tennis courts, fitness center, sauna, clubhouse and a superb Marina & seating along the intercoastal waterway. HT has newly renovated building facade, common area including the lobby, spa area and hallways. A fantastic investment opportunity to own a rental income while enjoying the unit whenever you wish. Two-week minimum rentals are allowed 26 times/ year. Buyer can use the on-site property management company for rentals, or others. 5855 Midnight Pass Road Unit 420, Sarasota
$2,050,000 Welcome to coastal living on Siesta Key. Set along a peaceful canal, 513 Venice Lane blends relaxed comfort, making it ideal as a full-time home, vacation property, or income-producing retreat. With 5 bedrooms, 3.5 baths, multiple indoor/outdoor living spaces, a heated pool with spa, and private dockage, this home captures the best of waterfront living. The main level features two bedrooms, bright open living spaces, and a welcoming kitchen with white cabinetry, granite countertops, stainless steel appliances, and a cozy nook just off the dining area. Plenty of built-in cabinetry creates extra storage and serving space for gatherings. Upstairs, a second entertainment lounge offers room to play and unwind, complete with arcade games and a wet bar outfitted with a sink, microwave, and mini/wine fridge. Just beyond, a large balcony opens to a beautiful waterfront setting with comfortable seating and a fire pit. An outdoor kitchen with grill and sink makes alfresco dining easy year-round. Multiple balconies at the front and rear of the home invite you to enjoy cool breezes and quiet moments. Outside, the in-ground heated pool and spa sit right along the canal for a true resort feel. A private dock and 13,000-lb boat lift provide quick access through the Grand Canal. It is approximately 5 minutes to the bay. Five bedrooms and three full baths offer flexibility to host family and guests, while the convenient downstairs half bath is ideal for pool days. The layout works beautifully for full-time living or seasonal enjoyment with strong rental potential. Located close to Siesta Key Village, beaches, and local marinas, this property places dining, shopping, and island favorites within easy reach. Warm, welcoming, and ready for life by the water, 513 Venice Lane invites you to enjoy a lifestyle that feels like vacation every day. 5 Beds ⋅ 4 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code Welcome to coastal living on Siesta Key. Set along a peaceful canal, 513 Venice Lane blends relaxed comfort, making it ideal as a full-time home, vacation property, or income-producing retreat. With 5 bedrooms, 3.5 baths, multiple indoor/outdoor living spaces, a heated pool with spa, and private dockage, this home captures the best of waterfront living. The main level features two bedrooms, bright open living spaces, and a welcoming kitchen with white cabinetry, granite countertops, stainless steel appliances, and a cozy nook just off the dining area. Plenty of built-in cabinetry creates extra storage and serving space for gatherings. Upstairs, a second entertainment lounge offers room to play and unwind, complete with arcade games and a wet bar outfitted with a sink, microwave, and mini/wine fridge. Just beyond, a large balcony opens to a beautiful waterfront setting with comfortable seating and a fire pit. An outdoor kitchen with grill and sink makes alfresco dining easy year-round. Multiple balconies at the front and rear of the home invite you to enjoy cool breezes and quiet moments. Outside, the in-ground heated pool and spa sit right along the canal for a true resort feel. A private dock and 13,000-lb boat lift provide quick access through the Grand Canal. It is approximately 5 minutes to the bay. Five bedrooms and three full baths offer flexibility to host family and guests, while the convenient downstairs half bath is ideal for pool days. The layout works beautifully for full-time living or seasonal enjoyment with strong rental potential. Located close to Siesta Key Village, beaches, and local marinas, this property places dining, shopping, and island favorites within easy reach. Warm, welcoming, and ready for life by the water, 513 Venice Lane invites you to enjoy a lifestyle that feels like vacation every day. 513 Venice Lane, Sarasota
$4,900,000 Discover waterfront living on the coveted north end of Siesta Key. Set along South Coconut Bay with access to Roberts Bay and the Intracoastal Waterway, this sprawling estate offers exceptional privacy, water views, and over 7,000 square feet of refined living space. Soaring ceilings and walls of glass fill the home with natural light, while the open-concept layout and contemporary design create an ideal setting for both everyday living and entertaining. A cylindrical glass elevator serves as a subtle architectural feature within the home’s modern design. The gourmet kitchen is appointed with custom cabinetry, premium appliances, and Sub-Zero refrigeration, complemented by a built-in coffee system, 140-bottle wine cooler, and an oversized island designed for gathering. Multiple fireplaces add warmth throughout the home, while the private home theater with refreshment bar offers an elevated entertainment experience. Outdoor living includes expansive terraces, an infinity-edge pool and spa, and peaceful bayfront surroundings. The primary suite features a private waterfront terrace, fireplace, sitting area, dual walk-in closets, and morning bar. Built with reinforced concrete construction and Anderson hurricane casement windows, the home blends luxury with durability. Additional highlights include a 10-car garage, gym, office, and generously sized guest accommodations. Meticulously maintained, the home also features a freshly painted exterior. A rare opportunity on one of Siesta Key’s most sought-after streets. 6 Beds ⋅ 7 Baths ⋅ Roberts Point SubDv. ⋅ 34242 Zip Code Discover waterfront living on the coveted north end of Siesta Key. Set along South Coconut Bay with access to Roberts Bay and the Intracoastal Waterway, this sprawling estate offers exceptional privacy, water views, and over 7,000 square feet of refined living space. Soaring ceilings and walls of glass fill the home with natural light, while the open-concept layout and contemporary design create an ideal setting for both everyday living and entertaining. A cylindrical glass elevator serves as a subtle architectural feature within the home’s modern design. The gourmet kitchen is appointed with custom cabinetry, premium appliances, and Sub-Zero refrigeration, complemented by a built-in coffee system, 140-bottle wine cooler, and an oversized island designed for gathering. Multiple fireplaces add warmth throughout the home, while the private home theater with refreshment bar offers an elevated entertainment experience. Outdoor living includes expansive terraces, an infinity-edge pool and spa, and peaceful bayfront surroundings. The primary suite features a private waterfront terrace, fireplace, sitting area, dual walk-in closets, and morning bar. Built with reinforced concrete construction and Anderson hurricane casement windows, the home blends luxury with durability. Additional highlights include a 10-car garage, gym, office, and generously sized guest accommodations. Meticulously maintained, the home also features a freshly painted exterior. A rare opportunity on one of Siesta Key’s most sought-after streets. 4136 Roberts Point Circle, Sarasota
$595,000 Bay Tree Club ground-floor condo on Siesta key with a beautiful view out to the beach. You will be impressed with the overall feel and condition of the property. Bay Tree Club is a Gulf to Bay property, with beautiful St. Augustine lawns, mature oaks and common areas that are pristine and well maintained. Relaxing Pool and deck area, convenient, and close. Unique, beach-side storage cabanas are perfect for beach stuff, including bikes, fishing poles, bikes etc. The condo is in pristine condition, and perfect for a Florida getaway, vacation rental, or primary home. Modern-coastal theme is instantly comfortable and inviting. Updated, and unpretentious, the condo is in perfect move in condition. Fully furnished and tastefully decorated. Pet-friendly with 1 small pets allowed for owners only, with approval. Bay Tree Club has a great location, on the south end of Siesta nearby shops, dining, and with easy access on and off the island. Direct Access to Siesta Key Beach, Boat Docks Available. Just minutes to the Gulf! 2 Beds ⋅ 2 Baths ⋅ Bay Tree Club SubDv. ⋅ 34242 Zip Code Bay Tree Club ground-floor condo on Siesta key with a beautiful view out to the beach. You will be impressed with the overall feel and condition of the property. Bay Tree Club is a Gulf to Bay property, with beautiful St. Augustine lawns, mature oaks and common areas that are pristine and well maintained. Relaxing Pool and deck area, convenient, and close. Unique, beach-side storage cabanas are perfect for beach stuff, including bikes, fishing poles, bikes etc. The condo is in pristine condition, and perfect for a Florida getaway, vacation rental, or primary home. Modern-coastal theme is instantly comfortable and inviting. Updated, and unpretentious, the condo is in perfect move in condition. Fully furnished and tastefully decorated. Pet-friendly with 1 small pets allowed for owners only, with approval. Bay Tree Club has a great location, on the south end of Siesta nearby shops, dining, and with easy access on and off the island. Direct Access to Siesta Key Beach, Boat Docks Available. Just minutes to the Gulf! 8630 Midnight Pass Road Unit 103A, Sarasota
$650,000 RECENTLY REDUCED! Motivated Seller! The largest floor plan in the building. Great price per square foot opportunity. This rarely available 3-bedroom, 3-bath condo offers stunning nightly sunset views and intercostal water views. The spacious, light-filled residence features an open-concept floor plan and an enclosed lanai, ideal for relaxing or entertaining. The updated kitchen includes quartz countertops, newer appliances, and solid wood cabinets. A deeded carport comes with this unit. The recent $13 million building renovation features new hurricane-impact windows and sliding glass doors, fresh exterior stucco and paint, and other major upgrades—making Harbor Towers one of the most modern and well-maintained communities on Siesta Key. Residents enjoy a full array of resort amenities, including: Two heated swimming pools. State-of-the-art fitness center with his-and-hers saunas, treadmills, and free weights. Three Har-Tru tennis courts maintained daily. Marina with 40 boat slips available on a first-come, first-served basis. Kayak and paddleboard storage with direct Intracoastal launch access. Bicycle storage. Outdoor grilling patio and shaded gazebo with water views. Spend your days fishing along the Intracoastal, relaxing poolside, or exploring the island aboard the complimentary Siesta Key trolley. The world-famous Siesta Key Beach and Siesta Village are just moments away, offering fine dining, boutique shopping, and vibrant local entertainment. Whether you’re seeking a full-time residence, vacation retreat, or income-producing property (with 2-week minimum rentals allowed), this exceptional home blends luxury, convenience, and coastal charm—delivering the very best of Siesta Key living. 3 Beds ⋅ 3 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code RECENTLY REDUCED! Motivated Seller! The largest floor plan in the building. Great price per square foot opportunity. This rarely available 3-bedroom, 3-bath condo offers stunning nightly sunset views and intercostal water views. The spacious, light-filled residence features an open-concept floor plan and an enclosed lanai, ideal for relaxing or entertaining. The updated kitchen includes quartz countertops, newer appliances, and solid wood cabinets. A deeded carport comes with this unit. The recent $13 million building renovation features new hurricane-impact windows and sliding glass doors, fresh exterior stucco and paint, and other major upgrades—making Harbor Towers one of the most modern and well-maintained communities on Siesta Key. Residents enjoy a full array of resort amenities, including: Two heated swimming pools. State-of-the-art fitness center with his-and-hers saunas, treadmills, and free weights. Three Har-Tru tennis courts maintained daily. Marina with 40 boat slips available on a first-come, first-served basis. Kayak and paddleboard storage with direct Intracoastal launch access. Bicycle storage. Outdoor grilling patio and shaded gazebo with water views. Spend your days fishing along the Intracoastal, relaxing poolside, or exploring the island aboard the complimentary Siesta Key trolley. The world-famous Siesta Key Beach and Siesta Village are just moments away, offering fine dining, boutique shopping, and vibrant local entertainment. Whether you’re seeking a full-time residence, vacation retreat, or income-producing property (with 2-week minimum rentals allowed), this exceptional home blends luxury, convenience, and coastal charm—delivering the very best of Siesta Key living. 5855 Midnight Pass Road Unit 318, Sarasota
$765,000 Get ready to be wowed by this completely reimagined 2-bedroom, 2-bath coastal gem in the highly sought-after Crescent Royale! Step inside to discover a stunning transformation where modern luxury meets timeless coastal charm. The new kitchen, now seamlessly integrated into the great room by the removal of a wall, creates a spacious and inviting open-concept layout perfect for entertaining or relaxing in style. Both bathrooms have been beautifully redesigned, featuring fresh, contemporary finishes. As an end unit, this residence shines with upgrades from top to bottom – including new plumbing, electrical, and flooring – ensuring every detail has been thoughtfully addressed. Enjoy the ease of first-floor living with no elevators or stairs to navigate, plus the convenience of a covered parking space located just steps from your door. From your living room and lanai, take in breathtaking Gulf views and relish the unbeatable location directly across from world-renowned Siesta Key Beach. Crescent Royale’s amenities complete the picture of resort-style living, featuring a vibrant clubhouse with a fitness center and game room, a sparkling heated pool, and a grilling/picnic area perfect for outdoor gatherings. All this, and you are just a short stroll or bike ride to Siesta Key Village, where dining, shopping, and entertainment await. Whether you are seeking your own beachside retreat or an exceptional investment property, this condo truly has it all. With outstanding rental potential, you can enjoy it when you wish and generate income while you are away. Don’t miss this rare opportunity to own your slice of paradise at Crescent Royale — where luxury, location, and lifestyle come together beautifully. 2 Beds ⋅ 2 Baths ⋅ Crescent Royale SubDv. ⋅ 34242 Zip Code Get ready to be wowed by this completely reimagined 2-bedroom, 2-bath coastal gem in the highly sought-after Crescent Royale! Step inside to discover a stunning transformation where modern luxury meets timeless coastal charm. The new kitchen, now seamlessly integrated into the great room by the removal of a wall, creates a spacious and inviting open-concept layout perfect for entertaining or relaxing in style. Both bathrooms have been beautifully redesigned, featuring fresh, contemporary finishes. As an end unit, this residence shines with upgrades from top to bottom – including new plumbing, electrical, and flooring – ensuring every detail has been thoughtfully addressed. Enjoy the ease of first-floor living with no elevators or stairs to navigate, plus the convenience of a covered parking space located just steps from your door. From your living room and lanai, take in breathtaking Gulf views and relish the unbeatable location directly across from world-renowned Siesta Key Beach. Crescent Royale’s amenities complete the picture of resort-style living, featuring a vibrant clubhouse with a fitness center and game room, a sparkling heated pool, and a grilling/picnic area perfect for outdoor gatherings. All this, and you are just a short stroll or bike ride to Siesta Key Village, where dining, shopping, and entertainment await. Whether you are seeking your own beachside retreat or an exceptional investment property, this condo truly has it all. With outstanding rental potential, you can enjoy it when you wish and generate income while you are away. Don’t miss this rare opportunity to own your slice of paradise at Crescent Royale — where luxury, location, and lifestyle come together beautifully. 777 Beach Road Unit 1E, Sarasota
$4,490,000 Experience elevated coastal living in this award-winning “Marlin Model” by Nutter Custom Construction, perfectly positioned on Siesta Key’s coveted Grand Canal. Completed in 2023 and showcased as the builder’s signature home, this completely custom Yacht-Modern residence blends refined elegance, contemporary design, and exceptional waterfront functionality. With 4,294 sq. ft. under air and 6,405 total sq. ft., this home offers 3 ensuite bedrooms (please note gym can be converted into 4th bedroom), 3 full baths, 2 half baths—including a dedicated pool bath—plus multiple flexible indoor and outdoor living spaces ideal for relaxed luxury and entertaining. Floor-to-ceiling glass doors reveal sweeping water views and seamless indoor-outdoor flow. Elevated construction and smart-home technology offer modern security and peace of mind. No water intrusion or damage during recent hurricanes. The chef’s kitchen is a standout, featuring a 10-ft waterfall island, European white dolomite counters, hidden walk-in pantry, Wolf appliances, built-in coffee system, under-cabinet toe lighting, and formal dining with wine cooler and ice maker. The primary suite is a private retreat with dual walk-in closets, hidden entry doors, freestanding soaking tub, oversized designer shower and steam room, and private outdoor shower garden. Outside, enjoy resort-style living with a multi-level pool and raised spa with infinity spillover, expansive lounging deck, covered living and dining with motorized screens, full outdoor kitchen, turf backyard with putting green, and multiple terraces. For boating enthusiasts, the property offers 104 ft of waterfront, a new concrete seawall, 104 ft of composite dock, two Golden Gear boat lifts with remotes (20,000lb & 5,000lb), water and shore power. Hop on your boat and be in the Gulf in less than 15 minutes. This property has received prestigious recognition, earning Best Custom Home, Best Kitchen, and Best Staircase in the Parade of Homes awards — reflecting exceptional craftsmanship and design distinction. The oversized 2.5-car garage provides excellent storage and functionality, offering space for a golf cart or the option to create a golf simulator setup. Located in Siesta Isles with a voluntary HOA, less than one mile to Siesta Key Beach and moments to Siesta Village by golf cart or bike. Click on the Virtual Tour Link to get a behind the scenes look! ** Furniture negotiable 3 Beds ⋅ 5 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code Experience elevated coastal living in this award-winning “Marlin Model” by Nutter Custom Construction, perfectly positioned on Siesta Key’s coveted Grand Canal. Completed in 2023 and showcased as the builder’s signature home, this completely custom Yacht-Modern residence blends refined elegance, contemporary design, and exceptional waterfront functionality. With 4,294 sq. ft. under air and 6,405 total sq. ft., this home offers 3 ensuite bedrooms (please note gym can be converted into 4th bedroom), 3 full baths, 2 half baths—including a dedicated pool bath—plus multiple flexible indoor and outdoor living spaces ideal for relaxed luxury and entertaining. Floor-to-ceiling glass doors reveal sweeping water views and seamless indoor-outdoor flow. Elevated construction and smart-home technology offer modern security and peace of mind. No water intrusion or damage during recent hurricanes. The chef’s kitchen is a standout, featuring a 10-ft waterfall island, European white dolomite counters, hidden walk-in pantry, Wolf appliances, built-in coffee system, under-cabinet toe lighting, and formal dining with wine cooler and ice maker. The primary suite is a private retreat with dual walk-in closets, hidden entry doors, freestanding soaking tub, oversized designer shower and steam room, and private outdoor shower garden. Outside, enjoy resort-style living with a multi-level pool and raised spa with infinity spillover, expansive lounging deck, covered living and dining with motorized screens, full outdoor kitchen, turf backyard with putting green, and multiple terraces. For boating enthusiasts, the property offers 104 ft of waterfront, a new concrete seawall, 104 ft of composite dock, two Golden Gear boat lifts with remotes (20,000lb & 5,000lb), water and shore power. Hop on your boat and be in the Gulf in less than 15 minutes. This property has received prestigious recognition, earning Best Custom Home, Best Kitchen, and Best Staircase in the Parade of Homes awards — reflecting exceptional craftsmanship and design distinction. The oversized 2.5-car garage provides excellent storage and functionality, offering space for a golf cart or the option to create a golf simulator setup. Located in Siesta Isles with a voluntary HOA, less than one mile to Siesta Key Beach and moments to Siesta Village by golf cart or bike. Click on the Virtual Tour Link to get a behind the scenes look! ** Furniture negotiable 5362 Shadow Lawn Drive, Sarasota
$660,000 Discover coastal luxury on Siesta Key with this beautifully renovated and fully turnkey-furnished condominium at the prestigious Anchorage Yacht and Tennis Club. Featuring two spacious bedrooms and two modern baths, this residence blends comfort, style and investment potential. Ideal for personal enjoyment and potential rental income, Anchorage allows weekly rentals, 52 weeks per year, and offers onsite management and a rental office for effortless ownership. The sellers have never rented the property, as it has been used exclusively as their private residence, reflecting the utmost care and pride of ownership. Enter to find a tastefully remodeled interior showcasing fresh, neutral tones and modern coastal design. The condominium is handsomely appointed with coastal furnishings and décor, just two years old. creating a light, inviting atmosphere throughout. The open-concept living area flows seamlessly to a private, condominium-width balcony, accessible through impact glass sliding doors. Enjoy southern exposure and all-day sunshine with views of the waterway and marina. The chef’s kitchen is fully equipped with elegant quartz countertops, white cabinetry and stainless steel appliances, opening to the dining and living areas, ideal for entertaining or relaxing evenings at home. The expansive primary suite features a luxurious ensuite bath with a walk-in shower, a customized walk-in closet and private balcony access. Additional highlights include a deeded under-building parking space and ample guest parking. The HOA fees conveniently cover insurance, water, sewer, trash, cable TV and internet. Residents of The Anchorage enjoy an impressive array of resort-style amenities, including an Olympic-sized heated swimming pool, fitness center, lighted pickleball and tennis courts, clubhouse, barbecue and picnic areas, shuffleboard, kayak storage and launch area, and dock access for fishing or boating. Along a saltwater canal with boat dockage, Anchorage offers easy access to the Intracoastal Waterway via the south Siesta Key bridge (no fixed bridge). Plus, residents enjoy private beach access to the world-famous Siesta Key Crescent Beach. Combining resort-style living with the comfort of a residential community, this exceptional condominium is ideal for full-time living, a vacation retreat or a proven income-producing investment. Don’t miss the opportunity to own your piece of paradise on Siesta Key! 2 Beds ⋅ 2 Baths ⋅ Anchorage SubDv. ⋅ 34242 Zip Code Discover coastal luxury on Siesta Key with this beautifully renovated and fully turnkey-furnished condominium at the prestigious Anchorage Yacht and Tennis Club. Featuring two spacious bedrooms and two modern baths, this residence blends comfort, style and investment potential. Ideal for personal enjoyment and potential rental income, Anchorage allows weekly rentals, 52 weeks per year, and offers onsite management and a rental office for effortless ownership. The sellers have never rented the property, as it has been used exclusively as their private residence, reflecting the utmost care and pride of ownership. Enter to find a tastefully remodeled interior showcasing fresh, neutral tones and modern coastal design. The condominium is handsomely appointed with coastal furnishings and décor, just two years old. creating a light, inviting atmosphere throughout. The open-concept living area flows seamlessly to a private, condominium-width balcony, accessible through impact glass sliding doors. Enjoy southern exposure and all-day sunshine with views of the waterway and marina. The chef’s kitchen is fully equipped with elegant quartz countertops, white cabinetry and stainless steel appliances, opening to the dining and living areas, ideal for entertaining or relaxing evenings at home. The expansive primary suite features a luxurious ensuite bath with a walk-in shower, a customized walk-in closet and private balcony access. Additional highlights include a deeded under-building parking space and ample guest parking. The HOA fees conveniently cover insurance, water, sewer, trash, cable TV and internet. Residents of The Anchorage enjoy an impressive array of resort-style amenities, including an Olympic-sized heated swimming pool, fitness center, lighted pickleball and tennis courts, clubhouse, barbecue and picnic areas, shuffleboard, kayak storage and launch area, and dock access for fishing or boating. Along a saltwater canal with boat dockage, Anchorage offers easy access to the Intracoastal Waterway via the south Siesta Key bridge (no fixed bridge). Plus, residents enjoy private beach access to the world-famous Siesta Key Crescent Beach. Combining resort-style living with the comfort of a residential community, this exceptional condominium is ideal for full-time living, a vacation retreat or a proven income-producing investment. Don’t miss the opportunity to own your piece of paradise on Siesta Key! 6415 Midnight Pass Road Unit 505, Sarasota
$1,100,000 Welcome to Gulf & Bay Club, the premier condominium community on Siesta Key Beach. This fully remodeled third-floor unit is offered mostly furnished and showcases high-end finishes, including solid wood cabinetry, quartz countertops, stainless steel appliances, recessed lighting, and wood-look tile flooring throughout. Enjoy stunning views of the freshwater lake, fountains, island lagoon, swimming pools, sandy beach, and the Gulf of America from your private lanai. The kitchen features white soft-close cabinets and a built-in desk, while the spacious primary suite offers lanai access and an en-suite bath with dual sinks and a walk-in shower. The second bedroom includes a generous closet and would comfortably fit two queen beds. A private laundry room with a full-size washer and dryer adds convenience. Gulf & Bay Club spans 32 acres with 800 feet of private beach and offers unmatched amenities including three heated pools, indoor spa, dry saunas, tennis, pickleball, racquetball, basketball, shuffleboard, billiards, a commercial-grade fitness center, BBQ and picnic areas, electric car charging stations, a car wash area, two clubhouses, a rentable guest suite, and 24-hour gated security. Wi-Fi is available throughout the property. Located adjacent to the world-famous Siesta Key Beach, ranked #1 in the U.S. by TripAdvisor for its powdery white quartz sand, this property offers a rare opportunity to enjoy resort-style living in one of Florida’s most coveted coastal communities. 2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code Welcome to Gulf & Bay Club, the premier condominium community on Siesta Key Beach. This fully remodeled third-floor unit is offered mostly furnished and showcases high-end finishes, including solid wood cabinetry, quartz countertops, stainless steel appliances, recessed lighting, and wood-look tile flooring throughout. Enjoy stunning views of the freshwater lake, fountains, island lagoon, swimming pools, sandy beach, and the Gulf of America from your private lanai. The kitchen features white soft-close cabinets and a built-in desk, while the spacious primary suite offers lanai access and an en-suite bath with dual sinks and a walk-in shower. The second bedroom includes a generous closet and would comfortably fit two queen beds. A private laundry room with a full-size washer and dryer adds convenience. Gulf & Bay Club spans 32 acres with 800 feet of private beach and offers unmatched amenities including three heated pools, indoor spa, dry saunas, tennis, pickleball, racquetball, basketball, shuffleboard, billiards, a commercial-grade fitness center, BBQ and picnic areas, electric car charging stations, a car wash area, two clubhouses, a rentable guest suite, and 24-hour gated security. Wi-Fi is available throughout the property. Located adjacent to the world-famous Siesta Key Beach, ranked #1 in the U.S. by TripAdvisor for its powdery white quartz sand, this property offers a rare opportunity to enjoy resort-style living in one of Florida’s most coveted coastal communities. 5760 Midnight Pass Road Unit 307D, Sarasota
$550,000 *****UNDER CONTRACT, ACCEPTING BACK UP OFFERS***** -$108,900 MAJOR PRICE REDUCTION! Priced to sell quickly. Owner retiring from Property investments. The ONLY All Age Building (Pompano) in Siesta Harbor! No need to search anymore since this is not a 55+ condo on World Renowned Siesta Key, Florida. This unit is on the 3rd floor and did Not suffer any hurricane damage. High and Dry! This is the one! 2/2 Split plan condo with beach access. Completely furnished with Tommy Bahama furnishings with Kitchen, Dining and Living room and lanai all encompassed in an Open Floor plan. Water views from every room. The Florida room expands beyond the Dining and Living Room area creating an Indoor/Outdoor experience. Open up the Sliders in the Florida room and enjoy a Screened in porch for fresh air and year around Florida temperatures. Don't forget, Florida is called the Sunshine State for a reason! Enjoy the Siesta Key life annually or use as a seasonal unit. This unit has been rented over the years with satisfied tenants, several asking to come back the next year. Fabulous investment property whether you use it for yourself or as a short term or long-term rental, or BOTH. Buyer must verify rental requirements with the association. Currently a 2-month minimum. Boat slips available for up to a 30 ft vessel - around $1,000 annual fee which association will verify. New Water heater installed 2-5-21. New AC installed 4-25-22. Shower pan; stacks and both bathrooms have updated plumbing. Community includes a clubhouse with kitchen, BBQ, heated pool, outdoor spa and shower, sauna, state of the art fitness center, daily activities, shuffleboard, fishing pier and more. Storage unit and laundry area outside of unit on the same floor. Designated underground parking space with remote control and open parking available. This is a beautiful condo and location! Walk across the street (FOB use required) for your deeded private access to the beach or 2 blocks from Captain Curts, the grocery store or Crescent Beach. This condo has it all. Motivated seller. Set up your showing today! #1 Rated beach in the USA for several years! Live the Salt Life! Please submit all offers to listing agent with either POF or prequalification letter. Buyer to pay all closing costs except Doc Stamps. 2 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code *****UNDER CONTRACT, ACCEPTING BACK UP OFFERS***** -$108,900 MAJOR PRICE REDUCTION! Priced to sell quickly. Owner retiring from Property investments. The ONLY All Age Building (Pompano) in Siesta Harbor! No need to search anymore since this is not a 55+ condo on World Renowned Siesta Key, Florida. This unit is on the 3rd floor and did Not suffer any hurricane damage. High and Dry! This is the one! 2/2 Split plan condo with beach access. Completely furnished with Tommy Bahama furnishings with Kitchen, Dining and Living room and lanai all encompassed in an Open Floor plan. Water views from every room. The Florida room expands beyond the Dining and Living Room area creating an Indoor/Outdoor experience. Open up the Sliders in the Florida room and enjoy a Screened in porch for fresh air and year around Florida temperatures. Don't forget, Florida is called the Sunshine State for a reason! Enjoy the Siesta Key life annually or use as a seasonal unit. This unit has been rented over the years with satisfied tenants, several asking to come back the next year. Fabulous investment property whether you use it for yourself or as a short term or long-term rental, or BOTH. Buyer must verify rental requirements with the association. Currently a 2-month minimum. Boat slips available for up to a 30 ft vessel - around $1,000 annual fee which association will verify. New Water heater installed 2-5-21. New AC installed 4-25-22. Shower pan; stacks and both bathrooms have updated plumbing. Community includes a clubhouse with kitchen, BBQ, heated pool, outdoor spa and shower, sauna, state of the art fitness center, daily activities, shuffleboard, fishing pier and more. Storage unit and laundry area outside of unit on the same floor. Designated underground parking space with remote control and open parking available. This is a beautiful condo and location! Walk across the street (FOB use required) for your deeded private access to the beach or 2 blocks from Captain Curts, the grocery store or Crescent Beach. This condo has it all. Motivated seller. Set up your showing today! #1 Rated beach in the USA for several years! Live the Salt Life! Please submit all offers to listing agent with either POF or prequalification letter. Buyer to pay all closing costs except Doc Stamps. 1325 S Portofino Drive Unit 309, Sarasota
$1,150,000 The least expensive unit in the sought-after Casarina on Siesta Key with another price reduction of $50,000! This Top-floor unit offers stunning views of Siesta Beach and all the comforts of home. The interior has been tastefully updated with modern finishes and stylish decor. The unit is being sold furnished (minus few staging items). The kitchen has newer cabinets and upgraded appliances. Enjoy the spaciousness of the living/dining combination area and be drawn to the expansiveness of the enclosed patio where you can enjoy evening sunsets. The 17-by-12-foot primary bedroom has luxury vinyl flooring and room for a small desk area. The primary bath has new vanities, mirrors and lighting. Casarina has seven acres of newly planted tropical landscaping and 200 feet of private beach. The main lobby has recently been updated. Spend your days swimming in the heated pool, soaking in the spa, playing tennis, pickleball, basketball or simply enjoying the quiet beauty of the #1 Siesta Key Beach. With covered parking, a secure lobby and an on-site manager, everything you need is right here. Enjoy being close to the shops and restaurants of Siesta Village and only minutes from downtown Sarasota’s arts, dining and world-class healthcare. This is your chance to own and live in beautiful Sarasota. Owner has paid all the present assessments for the new upgrades to the property and building. 2 Beds ⋅ 2 Baths ⋅ Casarina SubDv. ⋅ 34242 Zip Code The least expensive unit in the sought-after Casarina on Siesta Key with another price reduction of $50,000! This Top-floor unit offers stunning views of Siesta Beach and all the comforts of home. The interior has been tastefully updated with modern finishes and stylish decor. The unit is being sold furnished (minus few staging items). The kitchen has newer cabinets and upgraded appliances. Enjoy the spaciousness of the living/dining combination area and be drawn to the expansiveness of the enclosed patio where you can enjoy evening sunsets. The 17-by-12-foot primary bedroom has luxury vinyl flooring and room for a small desk area. The primary bath has new vanities, mirrors and lighting. Casarina has seven acres of newly planted tropical landscaping and 200 feet of private beach. The main lobby has recently been updated. Spend your days swimming in the heated pool, soaking in the spa, playing tennis, pickleball, basketball or simply enjoying the quiet beauty of the #1 Siesta Key Beach. With covered parking, a secure lobby and an on-site manager, everything you need is right here. Enjoy being close to the shops and restaurants of Siesta Village and only minutes from downtown Sarasota’s arts, dining and world-class healthcare. This is your chance to own and live in beautiful Sarasota. Owner has paid all the present assessments for the new upgrades to the property and building. 5880 Midnight Pass Road Unit 906, Sarasota
$2,200,000 Welcome to La Linda Siesta Key Estates, an exclusive gated enclave that defines the pinnacle of coastal luxury living. Just one block from the sparkling waters of Siesta Key, this custom-built, three-story masterpiece spans 3,796 square feet and offers 4 bedrooms, 4.5 baths, a private elevator, and a spacious 4-car garage, a rare feature on the island. Designed with both elegance and endurance in mind, this home is constructed with solid concrete block, impact-rated windows and doors, and superior structural integrity to withstand even the wildest forces of Mother Nature. Despite recent storms in the area, this residence remained completely unaffected, a true testament to its exceptional build quality and engineering. Inside, every inch of the home showcases high-end custom craftsmanship, from exquisite flooring and designer lighting to handcrafted cabinetry and architectural detailing that exude sophistication. The gourmet kitchen is a show-stopping centerpiece, featuring premium appliances, quartz countertops, and a large island perfect for entertaining. The open-concept living spaces flow effortlessly onto multiple balconies and outdoor areas, blurring the line between interior comfort and the beauty of the Florida coast. Each bedroom offers its own private en-suite bath, while the primary suite boasts a spa-inspired bathroom, expansive walk-in closets, and a private terrace ideal for morning coffee or evening sunsets. Step outside to your personal resort-style paradise, complete with a heated pool and spa, custom tiki bar, and private putting green, all surrounded by lush tropical landscaping designed for both privacy and pleasure. Perfectly positioned near Ocean Boulevard and the Village of Siesta Key, you’ll enjoy easy access to boutique shopping, award-winning restaurants, and the world-famous Siesta Key Beach. Whether it’s a serene morning walk along the shoreline, a day spent boating on the Gulf, or an evening out in downtown Sarasota, this home embodies the ultimate coastal lifestyle-luxurious, resilient, and truly unforgettable. 4 Beds ⋅ 5 Baths ⋅ Coronas Park SubDv. ⋅ 34242 Zip Code Welcome to La Linda Siesta Key Estates, an exclusive gated enclave that defines the pinnacle of coastal luxury living. Just one block from the sparkling waters of Siesta Key, this custom-built, three-story masterpiece spans 3,796 square feet and offers 4 bedrooms, 4.5 baths, a private elevator, and a spacious 4-car garage, a rare feature on the island. Designed with both elegance and endurance in mind, this home is constructed with solid concrete block, impact-rated windows and doors, and superior structural integrity to withstand even the wildest forces of Mother Nature. Despite recent storms in the area, this residence remained completely unaffected, a true testament to its exceptional build quality and engineering. Inside, every inch of the home showcases high-end custom craftsmanship, from exquisite flooring and designer lighting to handcrafted cabinetry and architectural detailing that exude sophistication. The gourmet kitchen is a show-stopping centerpiece, featuring premium appliances, quartz countertops, and a large island perfect for entertaining. The open-concept living spaces flow effortlessly onto multiple balconies and outdoor areas, blurring the line between interior comfort and the beauty of the Florida coast. Each bedroom offers its own private en-suite bath, while the primary suite boasts a spa-inspired bathroom, expansive walk-in closets, and a private terrace ideal for morning coffee or evening sunsets. Step outside to your personal resort-style paradise, complete with a heated pool and spa, custom tiki bar, and private putting green, all surrounded by lush tropical landscaping designed for both privacy and pleasure. Perfectly positioned near Ocean Boulevard and the Village of Siesta Key, you’ll enjoy easy access to boutique shopping, award-winning restaurants, and the world-famous Siesta Key Beach. Whether it’s a serene morning walk along the shoreline, a day spent boating on the Gulf, or an evening out in downtown Sarasota, this home embodies the ultimate coastal lifestyle-luxurious, resilient, and truly unforgettable. 6925 Bochi Circle, Sarasota
$852,500 Enjoy the best of Siesta Key living in this bright and airy 2-bedroom, 2-bath condo located within the gated Gulf & Bay Club community. Surrounded by tropical landscaping and peaceful water views, this home offers the perfect mix of comfort and resort-style living just steps from the sand. The spacious floor plan features a welcoming living area that flows into a dedicated dining space and an extended sunroom lined with large windows. Flooded with natural light, this flexible area is ideal for reading, relaxing, or taking in the view of swaying palms and the shimmering Gulf beyond. Gulf & Bay Club spans 32 acres of beautifully maintained beachfront grounds with top-tier amenities including three heated swimming pools, tennis and pickleball courts, saunas, a modern fitness center, EV charging stations, and a clubhouse designed for social gatherings and events. The community also provides private access to Siesta Key’s iconic white-sand beach, recognized among the finest in the country. An elevator offers easy access, and the free island trolley is just outside, ready to take you to the shops, restaurants, and live music of Siesta Village. Whether you’re searching for a year-round residence or a seasonal escape, this home captures the essence of coastal comfort and island living. 2 Beds ⋅ 2 Baths ⋅ Gulf N Bay SubDv. ⋅ 34242 Zip Code Enjoy the best of Siesta Key living in this bright and airy 2-bedroom, 2-bath condo located within the gated Gulf & Bay Club community. Surrounded by tropical landscaping and peaceful water views, this home offers the perfect mix of comfort and resort-style living just steps from the sand. The spacious floor plan features a welcoming living area that flows into a dedicated dining space and an extended sunroom lined with large windows. Flooded with natural light, this flexible area is ideal for reading, relaxing, or taking in the view of swaying palms and the shimmering Gulf beyond. Gulf & Bay Club spans 32 acres of beautifully maintained beachfront grounds with top-tier amenities including three heated swimming pools, tennis and pickleball courts, saunas, a modern fitness center, EV charging stations, and a clubhouse designed for social gatherings and events. The community also provides private access to Siesta Key’s iconic white-sand beach, recognized among the finest in the country. An elevator offers easy access, and the free island trolley is just outside, ready to take you to the shops, restaurants, and live music of Siesta Village. Whether you’re searching for a year-round residence or a seasonal escape, this home captures the essence of coastal comfort and island living. 5780 Midnight Pass Road Unit 303, Sarasota