Swfloridafinehomes.com Search Results

Waterfront Condominium-Glide down Beach Road and feel the Gulf breeze usher you toward 222 Beach Road, Residence #7—an iconic Tim Seibert masterpiece offering over 2,900 square feet of elevated coastal living. Accessible by elevator, this four-bedroom, three-and-a-half-bath residence captures Seibert’s signature devotion to light, openness, and architectural clarity. Inside, each bedroom turns the sound of the surf into your nightly lullaby, while the great room’s wall-to-wall glass frames uninterrupted turquoise horizons. The rare two-car garage provides secure storage for beach gear, paddleboards, and your convertible, while storm-ready hurricane shutters offer added protection and peace of mind. Seibert’s award-winning lines remain untouched, yet the association has thoughtfully future-proofed the structure: a brand-new 20-year roof now crowns the residence, new skylights brighten interior spaces, and code-compliant A/C platforms ensure long-term efficiency. Two newer HVAC systems and updated pool mechanics further support year-round, carefree enjoyment. Mahogany railings now accentuate the sculptural stairways, and while Residence #7 still invites your personal interior vision, the heavy structural and mechanical lifts are already complete—allowing you to focus on creating your dream home with the Gulf of Mexico as your backdrop. Exclusivity drives value here: only ten residences exist, each tightly held by owners who value privacy, architecture, and pedigree. Just minutes from the heart of Siesta Key Village, the location offers effortless access to a vibrant mix of restaurants, boutique shops, and local cafés. Walk to dinner, bike for coffee, or simply enjoy the ease of coastal living without needing a car. You’ve been waiting for a statement property to shape into your own Gulf-front legacy—Residence #7 is calling. Let’s stroll the property together and imagine where your art will hang and which sunset you’ll raise a glass to first. Opportunities like this surface once in a generation on Siesta Key—don’t let this one slip away.

4 Beds ⋅ 4 Baths ⋅ 0222 Beach Rd SubDv. ⋅ 34242 Zip Code

Waterfront Condominium-Glide down Beach Road and feel the Gulf breeze usher you toward 222 Beach Road, Residence #7—an iconic Tim Seibert masterpiece offering over 2,900 square feet of elevated coastal living. Accessible by elevator, this four-bedroom, three-and-a-half-bath residence captures Seibert’s signature devotion to light, openness, and architectural clarity. Inside, each bedroom turns the sound of the surf into your nightly lullaby, while the great room’s wall-to-wall glass frames uninterrupted turquoise horizons. The rare two-car garage provides secure storage for beach gear, paddleboards, and your convertible, while storm-ready hurricane shutters offer added protection and peace of mind. Seibert’s award-winning lines remain untouched, yet the association has thoughtfully future-proofed the structure: a brand-new 20-year roof now crowns the residence, new skylights brighten interior spaces, and code-compliant A/C platforms ensure long-term efficiency. Two newer HVAC systems and updated pool mechanics further support year-round, carefree enjoyment. Mahogany railings now accentuate the sculptural stairways, and while Residence #7 still invites your personal interior vision, the heavy structural and mechanical lifts are already complete—allowing you to focus on creating your dream home with the Gulf of Mexico as your backdrop. Exclusivity drives value here: only ten residences exist, each tightly held by owners who value privacy, architecture, and pedigree. Just minutes from the heart of Siesta Key Village, the location offers effortless access to a vibrant mix of restaurants, boutique shops, and local cafés. Walk to dinner, bike for coffee, or simply enjoy the ease of coastal living without needing a car. You’ve been waiting for a statement property to shape into your own Gulf-front legacy—Residence #7 is calling. Let’s stroll the property together and imagine where your art will hang and which sunset you’ll raise a glass to first. Opportunities like this surface once in a generation on Siesta Key—don’t let this one slip away.

222 Beach Road Unit 7, Sarasota

$550,000

Welcome to a meticulously remodeled villa tucked away on a quiet corner lot in one of Siesta Key's most sought-after communities, VISTA HERMOSA. With 2 bedrooms plus a dedicated office or den, this home offers impressive updates throughout and a layout that's been thoughtfully redesigned for modern living and aging in place. Nearly everything in sight is brand new. From impact-resistant windows, to porcelain flooring, updated electrical wiring, HVAC and a full plumbing overhaul both above and below the slab. The kitchen shines with new granite countertops, cabinets and stainless steel appliances including a newer full-size washer and dryer conveniently located indoors. Both bathrooms are entirely renovated, and the custom window treatments add the perfect finishing touch to this move-in-ready home. A new, high powered Westinghouse generator, fully equipped with cable and hookup, ensures comfort even during unexpected weather. This villa's location is perfect for beach lovers and city-goers. Spend your days soaking up the Florida sun on beautiful Crescent Beach on Siesta Key just a quick stroll from your home. Hop on the Siesta Islander, open-air trolley for a free ride into the Village for shopping, dining, entertainment & nightlife. With easy access to the mainland, this home puts you close to the vibrant energy of downtown Sarasota, St. Armand's Circle, and nearby Keys, like Lido and Longboat. Whether you're looking for a forever home, a winter retreat, or strong rental potential, this villa checks all the boxes. Stylish, sturdy, and situated in an unbeatable location, this is the kind of low-maintenance, island living that doesn't skimp on the bells and whistles. For the Buyer who has been waiting for the right opportunity, don't pass this one up. Your new home has it all! Turnkey Furnished.

2 Beds ⋅ 2 Baths ⋅ Vista Hermosa SubDv. ⋅ 34242 Zip Code

Welcome to a meticulously remodeled villa tucked away on a quiet corner lot in one of Siesta Key's most sought-after communities, VISTA HERMOSA. With 2 bedrooms plus a dedicated office or den, this home offers impressive updates throughout and a layout that's been thoughtfully redesigned for modern living and aging in place. Nearly everything in sight is brand new. From impact-resistant windows, to porcelain flooring, updated electrical wiring, HVAC and a full plumbing overhaul both above and below the slab. The kitchen shines with new granite countertops, cabinets and stainless steel appliances including a newer full-size washer and dryer conveniently located indoors. Both bathrooms are entirely renovated, and the custom window treatments add the perfect finishing touch to this move-in-ready home. A new, high powered Westinghouse generator, fully equipped with cable and hookup, ensures comfort even during unexpected weather. This villa's location is perfect for beach lovers and city-goers. Spend your days soaking up the Florida sun on beautiful Crescent Beach on Siesta Key just a quick stroll from your home. Hop on the Siesta Islander, open-air trolley for a free ride into the Village for shopping, dining, entertainment & nightlife. With easy access to the mainland, this home puts you close to the vibrant energy of downtown Sarasota, St. Armand's Circle, and nearby Keys, like Lido and Longboat. Whether you're looking for a forever home, a winter retreat, or strong rental potential, this villa checks all the boxes. Stylish, sturdy, and situated in an unbeatable location, this is the kind of low-maintenance, island living that doesn't skimp on the bells and whistles. For the Buyer who has been waiting for the right opportunity, don't pass this one up. Your new home has it all! Turnkey Furnished.

139 Vista Hermosa Circle, Sarasota

$1,000,000

Coastal Living Meets Elevated Views in Siesta Key Discover this unique waterfront retreat nestled on a saltwater canal in one of Siesta Key’s most sought-after neighborhoods. Featuring a 3-car garage and a main-floor primary suite, this home offers a flexible layout ideal for full-time living or a vacation getaway. The third floor boasts two additional bedrooms, a full bath, and a lofted overlook with views of the second floor’s open design. But the true showstopper? A rooftop observation deck with sweeping views of Big Pass and the Gulf of Mexico — the perfect sunset perch. Located on a street undergoing transformation with multiple new luxury builds, this property is a rare opportunity to enjoy now or reimagine later. At the end of the road, you’ll find a hidden beach enclave, offering a peaceful escape just steps from home. Whether you're drawn by the boating lifestyle, redevelopment potential, or panoramic rooftop vistas, this Siesta Key gem delivers coastal charm with untapped upside.

3 Beds ⋅ 2 Baths ⋅ Bay Isles SubDv. ⋅ 34242 Zip Code

Coastal Living Meets Elevated Views in Siesta Key Discover this unique waterfront retreat nestled on a saltwater canal in one of Siesta Key’s most sought-after neighborhoods. Featuring a 3-car garage and a main-floor primary suite, this home offers a flexible layout ideal for full-time living or a vacation getaway. The third floor boasts two additional bedrooms, a full bath, and a lofted overlook with views of the second floor’s open design. But the true showstopper? A rooftop observation deck with sweeping views of Big Pass and the Gulf of Mexico — the perfect sunset perch. Located on a street undergoing transformation with multiple new luxury builds, this property is a rare opportunity to enjoy now or reimagine later. At the end of the road, you’ll find a hidden beach enclave, offering a peaceful escape just steps from home. Whether you're drawn by the boating lifestyle, redevelopment potential, or panoramic rooftop vistas, this Siesta Key gem delivers coastal charm with untapped upside.

3737 Bayou Louise Lane, Sarasota

8779 Midnight Pass Road Unit 506H, Sarasota

$915,000

BEACH! BAY! ENJOY PANARAMIC BAY VIEWS FROM THIS UPDATED RESIDENCE. Kitchen with solid surface countertop, stainless appliance. Two bedroom suites with private bath, walk-in closets laundry in residence. Additional room off foyer for den and storage. Turnkey Furnished! Carport! Island Reef is a serene waterfront community, one of the few Gulf to Bay community that offers many desirable amenities including: beach, boat docks (lifts allowed) two lit tennis courts, pickleball, 2 fitness rooms, kayak storage, library, billiards, game room, clubhouse, two heated pools and gas grills, PET FRIENDLY! Tropical gardens add to the appeal of Island Reef and this wonderful community and is close to two of Siesta Key’s popular restaurants. Complimentary trolley to Siesta Village for dining, shopping, ice cream, mini donuts, cute brunch spots, dancing and live music every night of the week!

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

BEACH! BAY! ENJOY PANARAMIC BAY VIEWS FROM THIS UPDATED RESIDENCE. Kitchen with solid surface countertop, stainless appliance. Two bedroom suites with private bath, walk-in closets laundry in residence. Additional room off foyer for den and storage. Turnkey Furnished! Carport! Island Reef is a serene waterfront community, one of the few Gulf to Bay community that offers many desirable amenities including: beach, boat docks (lifts allowed) two lit tennis courts, pickleball, 2 fitness rooms, kayak storage, library, billiards, game room, clubhouse, two heated pools and gas grills, PET FRIENDLY! Tropical gardens add to the appeal of Island Reef and this wonderful community and is close to two of Siesta Key’s popular restaurants. Complimentary trolley to Siesta Village for dining, shopping, ice cream, mini donuts, cute brunch spots, dancing and live music every night of the week!

8779 Midnight Pass Road Unit 506H, Sarasota

$975,000

RARELY AVAILABLE THREE BEDROOM THREE BATH WITH 10,000 POUND BOAT LIFT AND SLIP THAT ACCOMMODATES UP TO A 45’ BOAT! Have you heard? Big Pass Is Open! You can now access the open waters of the Gulf from Big Pass, located between south Siesta Key and Casey Key! Enjoy the intracoastal waterway North and South in protected waters. This condo has beautifully updated kitchen and baths, quartz countertops, newer appliances, beautiful flooring throughout and soaring 20’ ceilings. Relax in the glassed and screened lanai overlooking the deep-water boat basin. The second story offers additional living space, a private bedroom and bath and a spacious 12’ x 13’ storage room. Harbour Towne has a clubhouse, pool, spa, four pickleball courts and a tennis court. Enjoy the world-famous Siesta Key Beach right across the street. If you love beach life, boating, pickleball and tennis, this is the condo for you! You may especially like the Siesta Key Village vibe with an easy walk, cycle or free trolley ride to enjoy great restaurants, live music, and shopping. It’s all here for the resort get-away feeling!

3 Beds ⋅ 3 Baths ⋅ Harbour Towne SubDv. ⋅ 34242 Zip Code

RARELY AVAILABLE THREE BEDROOM THREE BATH WITH 10,000 POUND BOAT LIFT AND SLIP THAT ACCOMMODATES UP TO A 45’ BOAT! Have you heard? Big Pass Is Open! You can now access the open waters of the Gulf from Big Pass, located between south Siesta Key and Casey Key! Enjoy the intracoastal waterway North and South in protected waters. This condo has beautifully updated kitchen and baths, quartz countertops, newer appliances, beautiful flooring throughout and soaring 20’ ceilings. Relax in the glassed and screened lanai overlooking the deep-water boat basin. The second story offers additional living space, a private bedroom and bath and a spacious 12’ x 13’ storage room. Harbour Towne has a clubhouse, pool, spa, four pickleball courts and a tennis court. Enjoy the world-famous Siesta Key Beach right across the street. If you love beach life, boating, pickleball and tennis, this is the condo for you! You may especially like the Siesta Key Village vibe with an easy walk, cycle or free trolley ride to enjoy great restaurants, live music, and shopping. It’s all here for the resort get-away feeling!

1233 Dockside Place Unit 207, Sarasota

$715,000

One or more photo(s) has been virtually staged. Nestled in a tropical setting, this charming newly updated 3-bedroom 2-bath "beach retreat" located one mile from Siesta Key ‘s #1 ranked beach internationally …checks all the boxes! New roof, new doors & hurricane impact windows – check! Upon entering a fresh, airy feeling is welcoming. From the ceramic-tiled living room your eye travels beyond the den area to the tropical outside setting, fully fenced private and secure. The kitchen is quality with all stainless appliances, quartz counters and light cabinetry. A separate dining area has easy access to the outdoor deck. Primary bedroom with new en-suite bath and luxury wood vinyl floors is located for privacy from the 2 guest suites with same type floors and bath blending whites and beige palette with marble counter tops and tile floors. A spacious laundry room with washer and dryer opens to the single car garage. Indigenous plantings and a circular paver brick drive and walkway add to charm and curb appeal. Located in a great family neighborhood and nearby Out-of-Door Academy. Ready for immediate occupancy this is an ideal choice for a winter retreat or an investment with unlimited rental possibilities.

3 Beds ⋅ 2 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code

One or more photo(s) has been virtually staged. Nestled in a tropical setting, this charming newly updated 3-bedroom 2-bath "beach retreat" located one mile from Siesta Key ‘s #1 ranked beach internationally …checks all the boxes! New roof, new doors & hurricane impact windows – check! Upon entering a fresh, airy feeling is welcoming. From the ceramic-tiled living room your eye travels beyond the den area to the tropical outside setting, fully fenced private and secure. The kitchen is quality with all stainless appliances, quartz counters and light cabinetry. A separate dining area has easy access to the outdoor deck. Primary bedroom with new en-suite bath and luxury wood vinyl floors is located for privacy from the 2 guest suites with same type floors and bath blending whites and beige palette with marble counter tops and tile floors. A spacious laundry room with washer and dryer opens to the single car garage. Indigenous plantings and a circular paver brick drive and walkway add to charm and curb appeal. Located in a great family neighborhood and nearby Out-of-Door Academy. Ready for immediate occupancy this is an ideal choice for a winter retreat or an investment with unlimited rental possibilities.

755 Edgemere Lane, Sarasota

9200 Midnight Pass Road Unit 30, Sarasota

$370,000

Million Dollar Views at Half the Price.. Two Bedroom, Two Bathroom Corner End Unit... Discover the ultimate coastal retreat on the serene southern end of Siesta Key. This top-floor end-unit condo offers gorgeous partial Gulf views with coveted western exposure—perfect for soaking in breathtaking sunsets over the water. Just a short stroll to Turtle Beach and nestled along the picturesque Blind Pass saltwater canal, this hidden gem presents a rare opportunity to create your dream getaway. Though this unit is a fixer-upper, its unmatched location and incredible potential make it one of the best values on Siesta Key. Whether you’re seeking a personal sanctuary, a year-round residence, or a smart investment property, this condo offers the ideal foundation to bring your vision to life. Community Highlights: Boat-Friendly Living: Rentable boat slips available to owners and tenants on a 30-day rotation. Water Access: Dedicated kayak and paddleboard launch with secure storage. Peace of Mind: New seawall installed in 2022—proven resilient through the 2024 hurricane season. Resort-Style Pool: Recently resurfaced with new furniture, pump, and equipment. Outdoor Living: Brand-new community grill area, perfect for entertaining. Updated Exterior: Freshly painted in 2023 with a new roof added in 2024. Step into the laid-back charm of island living. Enjoy white-sand beaches and calm Gulf waters just minutes away. Explore local favorites in Siesta Village—home to vibrant restaurants, casual bars, and charming boutiques—all within walking or biking distance. Don’t miss this opportunity to own a slice of paradise. You can renovate the space to your taste, but this spectacular location is truly one-of-a-kind. Schedule your private showing today and start envisioning your future on Siesta Key!

2 Beds ⋅ 2 Baths ⋅ Inlet Apts SubDv. ⋅ 34242 Zip Code

Million Dollar Views at Half the Price.. Two Bedroom, Two Bathroom Corner End Unit... Discover the ultimate coastal retreat on the serene southern end of Siesta Key. This top-floor end-unit condo offers gorgeous partial Gulf views with coveted western exposure—perfect for soaking in breathtaking sunsets over the water. Just a short stroll to Turtle Beach and nestled along the picturesque Blind Pass saltwater canal, this hidden gem presents a rare opportunity to create your dream getaway. Though this unit is a fixer-upper, its unmatched location and incredible potential make it one of the best values on Siesta Key. Whether you’re seeking a personal sanctuary, a year-round residence, or a smart investment property, this condo offers the ideal foundation to bring your vision to life. Community Highlights: Boat-Friendly Living: Rentable boat slips available to owners and tenants on a 30-day rotation. Water Access: Dedicated kayak and paddleboard launch with secure storage. Peace of Mind: New seawall installed in 2022—proven resilient through the 2024 hurricane season. Resort-Style Pool: Recently resurfaced with new furniture, pump, and equipment. Outdoor Living: Brand-new community grill area, perfect for entertaining. Updated Exterior: Freshly painted in 2023 with a new roof added in 2024. Step into the laid-back charm of island living. Enjoy white-sand beaches and calm Gulf waters just minutes away. Explore local favorites in Siesta Village—home to vibrant restaurants, casual bars, and charming boutiques—all within walking or biking distance. Don’t miss this opportunity to own a slice of paradise. You can renovate the space to your taste, but this spectacular location is truly one-of-a-kind. Schedule your private showing today and start envisioning your future on Siesta Key!

9200 Midnight Pass Road Unit 30, Sarasota

8897 Midnight Pass Road Unit 407, Sarasota

$510,000

Rarely available end-unit condo at Sunrise Cove on Siesta Key offering breathtaking, unobstructed views of both the Bay and the Gulf. This larger end unit features more windows for added natural light and space. The kitchen has been updated with newer flooring, cabinets, and countertops, while the rest of the unit is clean and well-maintained. Unit includes one carport space and a storage unit. Enjoy two bayfront pools, boat slips (available at a low cost, first-come basis), kayak storage, tennis and pickleball courts, a fitness center, and more. Located across from Siesta Key’s Turtle Beach access and trolley stop. No flooding from the 2024 storms—solid construction and an ideal island retreat. Monthly rentals allowed.

2 Beds ⋅ 2 Baths ⋅ Sunrise Cove SubDv. ⋅ 34242 Zip Code

Rarely available end-unit condo at Sunrise Cove on Siesta Key offering breathtaking, unobstructed views of both the Bay and the Gulf. This larger end unit features more windows for added natural light and space. The kitchen has been updated with newer flooring, cabinets, and countertops, while the rest of the unit is clean and well-maintained. Unit includes one carport space and a storage unit. Enjoy two bayfront pools, boat slips (available at a low cost, first-come basis), kayak storage, tennis and pickleball courts, a fitness center, and more. Located across from Siesta Key’s Turtle Beach access and trolley stop. No flooding from the 2024 storms—solid construction and an ideal island retreat. Monthly rentals allowed.

8897 Midnight Pass Road Unit 407, Sarasota

1255 E Peppertree Drive Unit 507, Sarasota

$650,000

Magnificent water views! It is like watching a boat parade every day! Welcome to Peppertree Bay, a sought-after beach to bay community on Siesta Key. This pristine 2-bedroom 2-bath condo has been beautifully updated to appeal to the modern discerning buyer, with clean contemporary finishes showcasing its coastal charm. Step inside to find a spacious open floor plan incorporating gorgeous wide-plank tile flooring leading to a bright and cheery kitchen with stainless-steel appliances, white shaker-style cabinetry and quartz countertops. Both baths have been stylishly remodeled with the same cabinetry and quartz countertops. You'll want to spend all day on the 29-foot lanai with its stunning views of the bay and all the beautiful wildlife that live and play there. Peppertree Bay features resort-style amenities like private beach access, two heated pools, tennis courts, pickleball courts, two clubhouses, fitness center and fishing pier. With onsite management and rental desk, this condo is the perfect coastal retreat or savvy investment. Enjoy the all new spectacular landscaping as you enter Peppertree.

2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code

Magnificent water views! It is like watching a boat parade every day! Welcome to Peppertree Bay, a sought-after beach to bay community on Siesta Key. This pristine 2-bedroom 2-bath condo has been beautifully updated to appeal to the modern discerning buyer, with clean contemporary finishes showcasing its coastal charm. Step inside to find a spacious open floor plan incorporating gorgeous wide-plank tile flooring leading to a bright and cheery kitchen with stainless-steel appliances, white shaker-style cabinetry and quartz countertops. Both baths have been stylishly remodeled with the same cabinetry and quartz countertops. You'll want to spend all day on the 29-foot lanai with its stunning views of the bay and all the beautiful wildlife that live and play there. Peppertree Bay features resort-style amenities like private beach access, two heated pools, tennis courts, pickleball courts, two clubhouses, fitness center and fishing pier. With onsite management and rental desk, this condo is the perfect coastal retreat or savvy investment. Enjoy the all new spectacular landscaping as you enter Peppertree.

1255 E Peppertree Drive Unit 507, Sarasota

$5,685,000

Under contract-accepting backup offers. Positioned along a deepwater canal in the private, tree-lined enclave of Hidden Harbor on Siesta Key, this remarkable estate captures the essence of timeless coastal architecture and elevated Florida living. With a design that transcends trends and nearly 7,000 square feet of thoughtfully curated interiors, the home embodies a sense of enduring sophistication, where natural materials, warm textures and elegant proportions create an atmosphere that is refined and welcoming. Just over a mile from the world-renowned sands of Siesta Key Beach, this is a home that celebrates the best of Sarasota’s lifestyle, a water connection, a celebration of indoor-outdoor living and architectural details that convey quiet luxury. Set on more than half an acre with 135 feet of water frontage, the residence opens with a stunning walnut-domed foyer, where soaring ceilings and floor-to-ceiling windows flood the space with light. Rich finishes—including Birdseye maple, tongue-and-groove cypress tray ceilings, and handcrafted millwork—are woven throughout the home, delivering a consistent sense of quality and character. The kitchen is a dream for chefs and entertainers alike, appointed with quartz countertops, a large center island, professional-grade appliances, a built-in espresso machine, and a walk-in butler’s pantry that seamlessly connects to formal and casual living areas. The owner’s suite is a private retreat, complete with a sitting room, dual walk-in closets, a spa-style bath with steam shower and a peaceful balcony overlooking the water. Each of the four guest suites offers its own en-suite bathroom and generous closet space, with three featuring walk-in closets and one boasting a built-in wall closet, ensuring privacy and comfort. Whether you need a quiet office, a vibrant game room or a cozy retreat, the bonus room, game room and loft offer the flexibility to suit your lifestyle. True to its coastal character, the home opens fully to expansive covered terraces designed for year-round enjoyment. Retractable screens, a wood-paneled ceiling, integrated fans, and ambient lighting create an outdoor living room atmosphere, complete with a fireplace and a full summer kitchen with built-in grill and bar seating. Beyond, the resort-style pool and raised spa are surrounded by tropical landscaping and natural stone decking, with multiple lounge areas designed for sun and shade. A custom fire pit anchors the space, offering a cozy, elegant setting for evening gatherings with water views. Water enthusiasts will appreciate the boat dock, built to accommodate a large vessel, complete with a boat lift. With quick access to the Intracoastal Waterway, the location is as functional as it is beautiful. Below, the expansive under-building garage offers room for more than 10 vehicles across five bays, plus a workshop, EV charging station and golf cart storage. A brand new whole-house generator was installed in June of 2025, creating peace of mind. Set on a quiet cul-de-sac just minutes from Sarasota’s best beaches, shopping, dining and cultural destinations, this rare offering is a seamless blend of timeless design, superior craftsmanship and the relaxed elegance of coastal Florida living.

5 Beds ⋅ 7 Baths ⋅ Hidden Harbor SubDv. ⋅ 34242 Zip Code

Under contract-accepting backup offers. Positioned along a deepwater canal in the private, tree-lined enclave of Hidden Harbor on Siesta Key, this remarkable estate captures the essence of timeless coastal architecture and elevated Florida living. With a design that transcends trends and nearly 7,000 square feet of thoughtfully curated interiors, the home embodies a sense of enduring sophistication, where natural materials, warm textures and elegant proportions create an atmosphere that is refined and welcoming. Just over a mile from the world-renowned sands of Siesta Key Beach, this is a home that celebrates the best of Sarasota’s lifestyle, a water connection, a celebration of indoor-outdoor living and architectural details that convey quiet luxury. Set on more than half an acre with 135 feet of water frontage, the residence opens with a stunning walnut-domed foyer, where soaring ceilings and floor-to-ceiling windows flood the space with light. Rich finishes—including Birdseye maple, tongue-and-groove cypress tray ceilings, and handcrafted millwork—are woven throughout the home, delivering a consistent sense of quality and character. The kitchen is a dream for chefs and entertainers alike, appointed with quartz countertops, a large center island, professional-grade appliances, a built-in espresso machine, and a walk-in butler’s pantry that seamlessly connects to formal and casual living areas. The owner’s suite is a private retreat, complete with a sitting room, dual walk-in closets, a spa-style bath with steam shower and a peaceful balcony overlooking the water. Each of the four guest suites offers its own en-suite bathroom and generous closet space, with three featuring walk-in closets and one boasting a built-in wall closet, ensuring privacy and comfort. Whether you need a quiet office, a vibrant game room or a cozy retreat, the bonus room, game room and loft offer the flexibility to suit your lifestyle. True to its coastal character, the home opens fully to expansive covered terraces designed for year-round enjoyment. Retractable screens, a wood-paneled ceiling, integrated fans, and ambient lighting create an outdoor living room atmosphere, complete with a fireplace and a full summer kitchen with built-in grill and bar seating. Beyond, the resort-style pool and raised spa are surrounded by tropical landscaping and natural stone decking, with multiple lounge areas designed for sun and shade. A custom fire pit anchors the space, offering a cozy, elegant setting for evening gatherings with water views. Water enthusiasts will appreciate the boat dock, built to accommodate a large vessel, complete with a boat lift. With quick access to the Intracoastal Waterway, the location is as functional as it is beautiful. Below, the expansive under-building garage offers room for more than 10 vehicles across five bays, plus a workshop, EV charging station and golf cart storage. A brand new whole-house generator was installed in June of 2025, creating peace of mind. Set on a quiet cul-de-sac just minutes from Sarasota’s best beaches, shopping, dining and cultural destinations, this rare offering is a seamless blend of timeless design, superior craftsmanship and the relaxed elegance of coastal Florida living.

5132 Jungle Plum Road, Sarasota

6204 Midnight Pass Road Unit 201, Sarasota

$735,000

Virtually staged to showcase the full potential of this beautiful Siesta Key condo! Just steps from the powdery sands of Siesta Key Beach, this turnkey 2-bedroom, 2-bath unit offers the perfect blend of comfort, style, and value. The unit features vaulted ceilings that create a spacious feel, along with a covered parking space and private storage area. New hurricane-impact windows and doors have already been purchased and are scheduled for installation, providing added peace of mind for future owners. A new roof is also coming soon. This unit has no history of flood damage during current ownership and delivered strong rental income in 2023, generating $62,000 net in just 9 months as the owners reserved 3 months for personal use. Residents and guests enjoy access to resort-style amenities including a clubhouse, sparkling pool, tennis courts, and 24-hour security. Owners also benefit from maximum rental flexibility with the option of short-term rentals through Airbnb, VRBO, or the on-site rental office. Plus, you are just moments from Siesta Key’s top restaurants, bars, and boutique shops. Whether you are seeking a stress-free getaway or a high-performing property, this condo checks every box: location, lifestyle, and long-term value.

2 Beds ⋅ 2 Baths ⋅ Siesta Dunes Beach SubDv. ⋅ 34242 Zip Code

Virtually staged to showcase the full potential of this beautiful Siesta Key condo! Just steps from the powdery sands of Siesta Key Beach, this turnkey 2-bedroom, 2-bath unit offers the perfect blend of comfort, style, and value. The unit features vaulted ceilings that create a spacious feel, along with a covered parking space and private storage area. New hurricane-impact windows and doors have already been purchased and are scheduled for installation, providing added peace of mind for future owners. A new roof is also coming soon. This unit has no history of flood damage during current ownership and delivered strong rental income in 2023, generating $62,000 net in just 9 months as the owners reserved 3 months for personal use. Residents and guests enjoy access to resort-style amenities including a clubhouse, sparkling pool, tennis courts, and 24-hour security. Owners also benefit from maximum rental flexibility with the option of short-term rentals through Airbnb, VRBO, or the on-site rental office. Plus, you are just moments from Siesta Key’s top restaurants, bars, and boutique shops. Whether you are seeking a stress-free getaway or a high-performing property, this condo checks every box: location, lifestyle, and long-term value.

6204 Midnight Pass Road Unit 201, Sarasota

1155 Lake House Circle Unit C119, Sarasota

$680,000

Professionally Redesigned, Renovated & Updated in 2021, this lake-front Contemporary Coastal Chic townhouse is sure to delight! Located just steps away from the cool quartz sand on Siesta Key Beach this open, light & bright townhouse lives large with high ceilings & 4 sets of glass sliders. This 2-bedroom, 2-full bathroom home has a 1-car garage under the unit with extra storage space for the equipment to enjoy sand, pool & tennis/pickleball activities. Start your day with coffee & sunrise on the Eastern balcony & wind down on the 21 ft. covered porch with long-lake views & sunsets over the Gulf! The remodeled kitchen with soft-close hardwood cabinets, Quartz Countertops, & detailed tile backsplash is well equipped for efficiency to serve the adjacent dining table or kitchen dinette. The Primary Ensuite has a long-lake view from the King bed & large screen TV. The spa-like Ensuite has a solid-wood double vanity w/ Quartz top, detailed porcelain flooring, a walk-in shower w/ Frameless Glass Enclosure & 2 large closets. Bedroom #2 is separated on the 2nd floor, has 2 twin beds & enjoys the morning Sunrise over the balcony. The 2nd full bathroom, also on the 2nd floor has an enlarged tub, dual showerheads, folding glass shower curtain & solid wood single vanity w/Quartz top. The solid-surface floors throughout & the full-sized in-house washer & dryer provide easy maintenance. Onsite amenities include tennis, a resort-style pool, BBQ & picnic area. Across the street, the Siesta Key Public Beach offers Pickleball, Tennis, a Kid’s Playground, Lifeguards, wheelchair access & Sand Volleyball on the beach. A FREE Trolley runs up & down the Key to a variety of restaurants, bars, small boutiques & shops. Being sold turn key, this is a wonderful opportunity for a new owner and/or also a great investment property. The owners currently have the home in an Airbnb and there is also an onsite, short-term Rental Company with a waiting list for 2026 reservations. Siesta Key Beach was Ranked in 2025 by Tripadvisor #1 beach in the U.S. & #4 in the world. The Townhomes at Our House on The Beach do not last long on the market, so don’t miss your opportunity!

2 Beds ⋅ 2 Baths ⋅ Our House At The Bch SubDv. ⋅ 34242 Zip Code

Professionally Redesigned, Renovated & Updated in 2021, this lake-front Contemporary Coastal Chic townhouse is sure to delight! Located just steps away from the cool quartz sand on Siesta Key Beach this open, light & bright townhouse lives large with high ceilings & 4 sets of glass sliders. This 2-bedroom, 2-full bathroom home has a 1-car garage under the unit with extra storage space for the equipment to enjoy sand, pool & tennis/pickleball activities. Start your day with coffee & sunrise on the Eastern balcony & wind down on the 21 ft. covered porch with long-lake views & sunsets over the Gulf! The remodeled kitchen with soft-close hardwood cabinets, Quartz Countertops, & detailed tile backsplash is well equipped for efficiency to serve the adjacent dining table or kitchen dinette. The Primary Ensuite has a long-lake view from the King bed & large screen TV. The spa-like Ensuite has a solid-wood double vanity w/ Quartz top, detailed porcelain flooring, a walk-in shower w/ Frameless Glass Enclosure & 2 large closets. Bedroom #2 is separated on the 2nd floor, has 2 twin beds & enjoys the morning Sunrise over the balcony. The 2nd full bathroom, also on the 2nd floor has an enlarged tub, dual showerheads, folding glass shower curtain & solid wood single vanity w/Quartz top. The solid-surface floors throughout & the full-sized in-house washer & dryer provide easy maintenance. Onsite amenities include tennis, a resort-style pool, BBQ & picnic area. Across the street, the Siesta Key Public Beach offers Pickleball, Tennis, a Kid’s Playground, Lifeguards, wheelchair access & Sand Volleyball on the beach. A FREE Trolley runs up & down the Key to a variety of restaurants, bars, small boutiques & shops. Being sold turn key, this is a wonderful opportunity for a new owner and/or also a great investment property. The owners currently have the home in an Airbnb and there is also an onsite, short-term Rental Company with a waiting list for 2026 reservations. Siesta Key Beach was Ranked in 2025 by Tripadvisor #1 beach in the U.S. & #4 in the world. The Townhomes at Our House on The Beach do not last long on the market, so don’t miss your opportunity!

1155 Lake House Circle Unit C119, Sarasota

$1,500,000

Siesta Key Canal Front Home with 175’ of sea wall on the Grand Canal in the desirable and quaint neighborhood of Siesta Isles. Ride your bike to the Village or the world-famous Siesta Key Beach rated #1 in USA. This beautifully well-kept 3 bedroom, 2 bath Rutenberg built home is located on a quiet cul-de-sac that is a perennial favorite with lush tropical landscaping and great privacy. The home sits high up on almost a 1/3 of an acre. This home was not affected by hurricane damage. Enter thru the charming Spanish style courtyard with its new landscaping, double front doors and wide foyer. Boasting a flowing floor plan with tile floors and crown molding, the living room & dining room open to the custom gourmet kitchen, featuring handsome wood cabinets, granite counters, & tumbled stone backsplash, perfect for entertaining while overlooking the Grand Canal from any window. The master bedroom ensuite with private sitting area is nice to enjoy. A new lanai cage installed July 2025. The lanai area faces southeast . There is a paver sundeck & outdoor dining area along with a covered lanai with rectangular pool, boat lift, dock, and cement seawall. Relax while you enjoy the serene water views and fabulous Florida wildlife, manatee, native birds and many types of fish. You may also enjoy fishing or kayaking from your backyard! Tropical mature foliage in park-like yard. Minutes to the open bay by boat and near Siesta Key Village where you can enjoy shops and restaurants. This truly is Paradise! Isn't this the lifestyle you've been planning? Selling Turn Key! Great Rental Income!

3 Beds ⋅ 2 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code

Siesta Key Canal Front Home with 175’ of sea wall on the Grand Canal in the desirable and quaint neighborhood of Siesta Isles. Ride your bike to the Village or the world-famous Siesta Key Beach rated #1 in USA. This beautifully well-kept 3 bedroom, 2 bath Rutenberg built home is located on a quiet cul-de-sac that is a perennial favorite with lush tropical landscaping and great privacy. The home sits high up on almost a 1/3 of an acre. This home was not affected by hurricane damage. Enter thru the charming Spanish style courtyard with its new landscaping, double front doors and wide foyer. Boasting a flowing floor plan with tile floors and crown molding, the living room & dining room open to the custom gourmet kitchen, featuring handsome wood cabinets, granite counters, & tumbled stone backsplash, perfect for entertaining while overlooking the Grand Canal from any window. The master bedroom ensuite with private sitting area is nice to enjoy. A new lanai cage installed July 2025. The lanai area faces southeast . There is a paver sundeck & outdoor dining area along with a covered lanai with rectangular pool, boat lift, dock, and cement seawall. Relax while you enjoy the serene water views and fabulous Florida wildlife, manatee, native birds and many types of fish. You may also enjoy fishing or kayaking from your backyard! Tropical mature foliage in park-like yard. Minutes to the open bay by boat and near Siesta Key Village where you can enjoy shops and restaurants. This truly is Paradise! Isn't this the lifestyle you've been planning? Selling Turn Key! Great Rental Income!

1038 Contento Street, Sarasota

5855 Midnight Pass Road Unit 201, Sarasota

$440,000

Say Hello to a Good Buy! Best value -1BD/1BA condo with Open Balcony plus private Florida Room offers fabulous views of the pool area and Intercoastal. Enjoy peace of mind, HVAC, and a new dishwasher in 2024, a new water heater, and a new main electrical panel in 2023. The remodeled condo offers stunning travertine stone floors, granite countertops, stainless steel appliances, and a beautifully remodeled bathroom. You'll be surprised by the number of closets and storage space. You may enjoy the condo and Harbor Tower amenities for personal use and/or take advantage of the 2-week rental policy for income. FYI. 2025, the owner has appreciated just under 17000 rental income. Why Harbor Towers Yacht & Racquet Club? It is loaded with amenities. Here's 10 reasons why 1.) In 2024, the complex was refitted entirely to meet and exceed current hurricane storm codes. 2.) Located on the Bayside of Siesta Key, it is less than 1100 yards from Siesta Key Public Beach. Take the Trolley, or you can easily walk to the Beach entrance, which is easier than finding a parking place. 3. Two heated pools, adjacent outdoor grilling patio, state-of-the-art Fitness Center; treadmills, elliptical trainers, free weights, plus a dry sauna 4. Best of the Best Har-Tru Tennis Courts are maintained daily with a rebound net for additional practice time. 5.) Seawall stroll and an Island Gazabo for relaxing in the shade along the intercoastal or cast a fishing line. You might catch dinner! 6.) Marina with 40 boat slips available on a first-come, first-served basis, and Kayak dry dock storage. 7.) Boaters - Red Right Returning - Marker 70 8.) Bicycle Storage Building 9.) Siesta Key Trolley Stop at Harbor Towers 10.) Kayak Storage and Direct Kayak Launch to Intercoastal Waterway. The owner says I have enjoyed the best of both worlds: personal use and leasing it to seasonal vacationers. My personal and business life have become increasingly busy; it's time to let go of this condo for someone else to own and enjoy. I'm ready to make a deal. Let's talk.

1 Beds ⋅ 1 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code

Say Hello to a Good Buy! Best value -1BD/1BA condo with Open Balcony plus private Florida Room offers fabulous views of the pool area and Intercoastal. Enjoy peace of mind, HVAC, and a new dishwasher in 2024, a new water heater, and a new main electrical panel in 2023. The remodeled condo offers stunning travertine stone floors, granite countertops, stainless steel appliances, and a beautifully remodeled bathroom. You'll be surprised by the number of closets and storage space. You may enjoy the condo and Harbor Tower amenities for personal use and/or take advantage of the 2-week rental policy for income. FYI. 2025, the owner has appreciated just under 17000 rental income. Why Harbor Towers Yacht & Racquet Club? It is loaded with amenities. Here's 10 reasons why 1.) In 2024, the complex was refitted entirely to meet and exceed current hurricane storm codes. 2.) Located on the Bayside of Siesta Key, it is less than 1100 yards from Siesta Key Public Beach. Take the Trolley, or you can easily walk to the Beach entrance, which is easier than finding a parking place. 3. Two heated pools, adjacent outdoor grilling patio, state-of-the-art Fitness Center; treadmills, elliptical trainers, free weights, plus a dry sauna 4. Best of the Best Har-Tru Tennis Courts are maintained daily with a rebound net for additional practice time. 5.) Seawall stroll and an Island Gazabo for relaxing in the shade along the intercoastal or cast a fishing line. You might catch dinner! 6.) Marina with 40 boat slips available on a first-come, first-served basis, and Kayak dry dock storage. 7.) Boaters - Red Right Returning - Marker 70 8.) Bicycle Storage Building 9.) Siesta Key Trolley Stop at Harbor Towers 10.) Kayak Storage and Direct Kayak Launch to Intercoastal Waterway. The owner says I have enjoyed the best of both worlds: personal use and leasing it to seasonal vacationers. My personal and business life have become increasingly busy; it's time to let go of this condo for someone else to own and enjoy. I'm ready to make a deal. Let's talk.

5855 Midnight Pass Road Unit 201, Sarasota

$3,000,000

Repositioned to the market - $500,000 Price Adjustment. Exquisite custom estate in one of Siesta Key’s exclusive neighborhoods. Positioned just across from Gulf-front homes in a private enclave on Siesta Key, this exceptional residence offers the ultimate in island luxury. Masterfully built by Perrone Construction and designed by acclaimed architect Rick Oswald, this custom home is a testament to craftsmanship, quality, and elegant coastal living. Sited on a nearly 22,000-square-foot homesite, the home makes a striking first impression with its stately paver driveway and welcoming entry. Inside, wide-plank engineered hardwood floors and rich architectural detailing define the refined interiors, while soaring beam-and-plank ceilings elevate the spacious great room. The heart of the home is the gourmet kitchen, featuring a Thermador six-burner gas range, custom cabinetry, stone countertops, a generous island and breakfast bar, and an adjacent grilling deck for entertaining. The dining room opens seamlessly to the expansive covered lanai, where you’ll enjoy views of the lushly landscaped backyard oasis. A luxurious main-floor primary suite offers a private retreat with exquisite finishes and spa-style comforts, designed for relaxation and ease. Two upper-level guest suites provide privacy for family or visitors and are easily accessed by either the elegant staircase or a private elevator serving all levels. On the main level, a versatile game room doubles as a fourth bedroom with an adjacent half bath, ideal for guests, hobbies or additional living space. Designed with luxury and peace of mind, this home is built with solid concrete-and-steel frame construction and includes a generator, impact-rated doors and windows, lightning protection, Lutron lighting on the main level, tankless water heaters, central vacuum, and a refreshing outdoor shower. The showstopper? One of the largest residential pools on Siesta Key—nearly 44 feet long—designed for swimmers and hydrophiles alike. You'll find multiple places to relax in the sun or shade, surrounded by lush, tropical foliage and an expansive, fenced yard. Car enthusiasts will appreciate the dual two-car twin garages, while the lower-level non-conforming space offers flexibility for an exercise room, pool cabana or additional recreation space. Though built in 2014, this home rivals new construction in design and condition, with a freshly painted exterior and timeless appeal. Just moments from the world-renowned sands of Siesta Beach and Turtle Beach, with easy access to Turtle Beach Marina, island dining, boutique shopping and downtown Sarasota’s vibrant cultural scene, this residence offers a rare opportunity to own a home that blends location, luxury and lifestyle.

4 Beds ⋅ 4 Baths ⋅ White Beach Fruit Companys Su SubDv. ⋅ 34242 Zip Code

Repositioned to the market - $500,000 Price Adjustment. Exquisite custom estate in one of Siesta Key’s exclusive neighborhoods. Positioned just across from Gulf-front homes in a private enclave on Siesta Key, this exceptional residence offers the ultimate in island luxury. Masterfully built by Perrone Construction and designed by acclaimed architect Rick Oswald, this custom home is a testament to craftsmanship, quality, and elegant coastal living. Sited on a nearly 22,000-square-foot homesite, the home makes a striking first impression with its stately paver driveway and welcoming entry. Inside, wide-plank engineered hardwood floors and rich architectural detailing define the refined interiors, while soaring beam-and-plank ceilings elevate the spacious great room. The heart of the home is the gourmet kitchen, featuring a Thermador six-burner gas range, custom cabinetry, stone countertops, a generous island and breakfast bar, and an adjacent grilling deck for entertaining. The dining room opens seamlessly to the expansive covered lanai, where you’ll enjoy views of the lushly landscaped backyard oasis. A luxurious main-floor primary suite offers a private retreat with exquisite finishes and spa-style comforts, designed for relaxation and ease. Two upper-level guest suites provide privacy for family or visitors and are easily accessed by either the elegant staircase or a private elevator serving all levels. On the main level, a versatile game room doubles as a fourth bedroom with an adjacent half bath, ideal for guests, hobbies or additional living space. Designed with luxury and peace of mind, this home is built with solid concrete-and-steel frame construction and includes a generator, impact-rated doors and windows, lightning protection, Lutron lighting on the main level, tankless water heaters, central vacuum, and a refreshing outdoor shower. The showstopper? One of the largest residential pools on Siesta Key—nearly 44 feet long—designed for swimmers and hydrophiles alike. You'll find multiple places to relax in the sun or shade, surrounded by lush, tropical foliage and an expansive, fenced yard. Car enthusiasts will appreciate the dual two-car twin garages, while the lower-level non-conforming space offers flexibility for an exercise room, pool cabana or additional recreation space. Though built in 2014, this home rivals new construction in design and condition, with a freshly painted exterior and timeless appeal. Just moments from the world-renowned sands of Siesta Beach and Turtle Beach, with easy access to Turtle Beach Marina, island dining, boutique shopping and downtown Sarasota’s vibrant cultural scene, this residence offers a rare opportunity to own a home that blends location, luxury and lifestyle.

7333 Point Of Rocks Road, Sarasota

1223 Siesta Bayside Drive Unit 1223, Sarasota

$475,000

Welcome to paradise on Siesta Key! This delightful elevated first-floor one-bedroom, one-bath unit in the highly sought-after Gulf and Bay Club Bayside combines comfort, style, and unbeatable convenience—with no flood or storm damage. Enjoy direct deeded beach access just across the street to world-famous Siesta Key Beach, and embrace true resort-style living with incredible amenities at your fingertips. Step inside to an open-concept floor plan with a spacious living/dining area, a large eat-in kitchen, and a fabulous glassed and screened lanai overlooking lush tropical landscaping. The comfortable bedroom includes an updated bath, and the unit is complete with a private one-car garage, in-unit washer and dryer, and turn-key furnishings—ready for you or your guests. This is one of the largest one bedroom available on Siesta Key! Important upgrades include a new electrical panel, AC, and water heater—all replaced in 2022, offering peace of mind and modern efficiency. Gulf and Bay Club Bayside features: Two resort-style pools Tennis and pickleball courts Newly renovated fishing dock Walking paths, boat loading zones, and four BBQ areas Clubhouse for private events Freshly painted buildings with new metal roofs This weekly-rental-friendly community also offers onsite management, making it an exceptional income opportunity for investors or those seeking a flexible-use property. Location couldn’t be more attractive—cross the road for beach access, or hop on the free trolley to explore Siesta Key Village or South Siesta. Park your car and instantly feel like you're on vacation! Live the island lifestyle at Gulf and Bay Club Bayside—where coastal charm meets modern convenience.

1 Beds ⋅ 1 Baths ⋅ Gulf & Bay Club Bayside SubDv. ⋅ 34242 Zip Code

Welcome to paradise on Siesta Key! This delightful elevated first-floor one-bedroom, one-bath unit in the highly sought-after Gulf and Bay Club Bayside combines comfort, style, and unbeatable convenience—with no flood or storm damage. Enjoy direct deeded beach access just across the street to world-famous Siesta Key Beach, and embrace true resort-style living with incredible amenities at your fingertips. Step inside to an open-concept floor plan with a spacious living/dining area, a large eat-in kitchen, and a fabulous glassed and screened lanai overlooking lush tropical landscaping. The comfortable bedroom includes an updated bath, and the unit is complete with a private one-car garage, in-unit washer and dryer, and turn-key furnishings—ready for you or your guests. This is one of the largest one bedroom available on Siesta Key! Important upgrades include a new electrical panel, AC, and water heater—all replaced in 2022, offering peace of mind and modern efficiency. Gulf and Bay Club Bayside features: Two resort-style pools Tennis and pickleball courts Newly renovated fishing dock Walking paths, boat loading zones, and four BBQ areas Clubhouse for private events Freshly painted buildings with new metal roofs This weekly-rental-friendly community also offers onsite management, making it an exceptional income opportunity for investors or those seeking a flexible-use property. Location couldn’t be more attractive—cross the road for beach access, or hop on the free trolley to explore Siesta Key Village or South Siesta. Park your car and instantly feel like you're on vacation! Live the island lifestyle at Gulf and Bay Club Bayside—where coastal charm meets modern convenience.

1223 Siesta Bayside Drive Unit 1223, Sarasota

6415 Midnight Pass Rd Unit 204, Sarasota

$550,000

THE ANCHORAGE - PARADISE AWAITS: A UNIQUE CORNER CONDO WITH DEEDED ACCESS TO SIESTA KEY BEACH ....Experience coastal paradise at this stunning 2-bedroom, 2-bathroom corner condo offering three private balconies and coveted deeded access to TripAdvisor's #1 Rated Beach in the USA. This fully furnished retreat captures Florida's natural beauty through its unique double-aspect design, flooding the space with abundant sunlight and panoramic views. The thoughtfully designed open floor plan features two spacious master suites, an updated kitchen with modern appliances, convenient breakfast nook, and VIEWS —creating an expansive, luxurious feel throughout. Start each day with breathtaking sunrises, unwind on your private balcony during tranquil afternoons, and toast to spectacular Gulf sunsets each evening. Ideally situated at the gateway to Siesta Key, enjoy the convenient proximity to shopping, diverse dining options, and effortless access to the complimentary Siesta Key Village Trolley. The Anchorage, a meticulously maintained and low-density complex, enhances your lifestyle with resort-style amenities, park like grounds and offers an optional on-site rental program allowing weekly stays, making this versatile property ideal as your private Florida retreat, personal sanctuary away from the everyday, or a lucrative rental income generator with impressive return potential! Don't miss this opportunity to own your special piece of Florida paradise!

2 Beds ⋅ 2 Baths ⋅ Anchorage SubDv. ⋅ 34242 Zip Code

THE ANCHORAGE - PARADISE AWAITS: A UNIQUE CORNER CONDO WITH DEEDED ACCESS TO SIESTA KEY BEACH ....Experience coastal paradise at this stunning 2-bedroom, 2-bathroom corner condo offering three private balconies and coveted deeded access to TripAdvisor's #1 Rated Beach in the USA. This fully furnished retreat captures Florida's natural beauty through its unique double-aspect design, flooding the space with abundant sunlight and panoramic views. The thoughtfully designed open floor plan features two spacious master suites, an updated kitchen with modern appliances, convenient breakfast nook, and VIEWS —creating an expansive, luxurious feel throughout. Start each day with breathtaking sunrises, unwind on your private balcony during tranquil afternoons, and toast to spectacular Gulf sunsets each evening. Ideally situated at the gateway to Siesta Key, enjoy the convenient proximity to shopping, diverse dining options, and effortless access to the complimentary Siesta Key Village Trolley. The Anchorage, a meticulously maintained and low-density complex, enhances your lifestyle with resort-style amenities, park like grounds and offers an optional on-site rental program allowing weekly stays, making this versatile property ideal as your private Florida retreat, personal sanctuary away from the everyday, or a lucrative rental income generator with impressive return potential! Don't miss this opportunity to own your special piece of Florida paradise!

6415 Midnight Pass Rd Unit 204, Sarasota

8911 Midnight Pass Road Unit 308, Sarasota

$585,000

Embrace waterfront living in this end-unit residence in Sunrise Cove, an updated, turnkey-furnished 2-bed/2-bath condo offering 1,228 sq ft of coastal style, just one shared wall, tile flooring and crown molding throughout, abundant closets, and a coveted in-unit washer-dryer. The granite kitchen features high-end stainless appliances, two pantries, and generous cabinetry, while impact-rated windows, plantation-shuttered in both bedrooms, capture spectacular sunrise panoramas over Little Sarasota Bay from the living area and screened lanai and serene sunset Gulf views from the kitchen and guest suite. Extra end-unit windows flood the primary suite and guest room with light; newer systems include an HVAC (2022) and water heater (2021). Community highlights: two heated pools (one Olympic length), lighted tennis/pickleball courts, a freshly renovated clubhouse, fitness and game rooms, barbecue area, kayak launch and optional boat docks, all tended by an on-site crew Monday, Friday, with a funded assessment for new roofs, carports, and dock upgrades under way. On-site management supports 30-day rentals for effortless income potential, while Turtle Beach, three restaurants, and the free Siesta Key Breeze trolley are just steps from your door, delivering the complete island lifestyle and an investment opportunity in one.

2 Beds ⋅ 2 Baths ⋅ Sunrise Cove SubDv. ⋅ 34242 Zip Code

Embrace waterfront living in this end-unit residence in Sunrise Cove, an updated, turnkey-furnished 2-bed/2-bath condo offering 1,228 sq ft of coastal style, just one shared wall, tile flooring and crown molding throughout, abundant closets, and a coveted in-unit washer-dryer. The granite kitchen features high-end stainless appliances, two pantries, and generous cabinetry, while impact-rated windows, plantation-shuttered in both bedrooms, capture spectacular sunrise panoramas over Little Sarasota Bay from the living area and screened lanai and serene sunset Gulf views from the kitchen and guest suite. Extra end-unit windows flood the primary suite and guest room with light; newer systems include an HVAC (2022) and water heater (2021). Community highlights: two heated pools (one Olympic length), lighted tennis/pickleball courts, a freshly renovated clubhouse, fitness and game rooms, barbecue area, kayak launch and optional boat docks, all tended by an on-site crew Monday, Friday, with a funded assessment for new roofs, carports, and dock upgrades under way. On-site management supports 30-day rentals for effortless income potential, while Turtle Beach, three restaurants, and the free Siesta Key Breeze trolley are just steps from your door, delivering the complete island lifestyle and an investment opportunity in one.

8911 Midnight Pass Road Unit 308, Sarasota

$1,527,000

TWO BUILDABLE LOTS! Motivated Seller! Incredible opportunity to build your dream home—or two—on Siesta Key’s iconic Grand Canal. This exceptional waterfront property is located on picturesque Oxford Street, a charming canopy road with direct boating access to Sarasota Bay, the Intracoastal Waterway, and the Gulf of Mexico. Features include an updated seawall cap, a rare covered boat slip and lush, tropical vegetation. A storm-damaged home remains on-site; boundary survey, topographical survey, demolition estimate are on attachment. Ideally situated just minutes from the powdery white sands of world-renowned Siesta Key Beach and the energetic Siesta Key Village, where you can stroll through charming boutiques, restaurants that offer fresh seafood, sip cocktails at lively beach bars, and soak up the island’s carefree, tropical spirit. Nestled amid lush tropical vegetation, this waterfront property invites you to embrace a luxurious island lifestyle. Enjoy boating, kayaking, paddleboarding, and fishing right from your backyard, surrounded by the natural beauty of one of Florida’s most sought-after coastal communities. While offering peaceful island serenity, the property is also just moments from downtown Sarasota, where world-class cultural attractions, gourmet dining, and vibrant entertainment await. It’s the ideal blend of relaxed coastal living and city convenience.

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

TWO BUILDABLE LOTS! Motivated Seller! Incredible opportunity to build your dream home—or two—on Siesta Key’s iconic Grand Canal. This exceptional waterfront property is located on picturesque Oxford Street, a charming canopy road with direct boating access to Sarasota Bay, the Intracoastal Waterway, and the Gulf of Mexico. Features include an updated seawall cap, a rare covered boat slip and lush, tropical vegetation. A storm-damaged home remains on-site; boundary survey, topographical survey, demolition estimate are on attachment. Ideally situated just minutes from the powdery white sands of world-renowned Siesta Key Beach and the energetic Siesta Key Village, where you can stroll through charming boutiques, restaurants that offer fresh seafood, sip cocktails at lively beach bars, and soak up the island’s carefree, tropical spirit. Nestled amid lush tropical vegetation, this waterfront property invites you to embrace a luxurious island lifestyle. Enjoy boating, kayaking, paddleboarding, and fishing right from your backyard, surrounded by the natural beauty of one of Florida’s most sought-after coastal communities. While offering peaceful island serenity, the property is also just moments from downtown Sarasota, where world-class cultural attractions, gourmet dining, and vibrant entertainment await. It’s the ideal blend of relaxed coastal living and city convenience.

5033 Oxford Drive, Sarasota

$4,325,000

One or more photo(s) has been virtually staged. *Located on the north end of Siesta Key, this custom-built luxury waterfront home sits on a very private lot, surrounded by lush tropical landscaping and mature coconut palms. Perfectly positioned on a coastal playground just off Big Pass, it offers deep-water access, boating convenience, and serene natural beauty. The flexible layout includes 5 en-suite bedrooms, an elevator to all three levels, and a spacious main-level suite ideal for guests or multigenerational living. An engineer-approved option to remove a non-load-bearing wall allows for easy creation of a great room concept—a virtual rendering is included in the photo gallery to illustrate the potential. The chef’s kitchen features GE Monogram and Fisher & Paykel appliances, a butler’s pantry, beverage station, and pocketing glass doors opening to a full summer kitchen, PebbleTec saltwater pool and spa, and lush outdoor spaces. Hurricane-rated windows and doors, elevated construction, and a full-home generator protected the interior during recent storms—no water intrusion or damage occurred, with water reaching only the garage level. Extras include a 13,000 lb. lift, composite dock, 3-car garage with EV charger, whole-house water filtration, security system, and ample storage. A rare opportunity to own a private, resilient, and reimagined Siesta Key waterfront retreat.

5 Beds ⋅ 6 Baths ⋅ Gulfmead Estates SubDv. ⋅ 34242 Zip Code

One or more photo(s) has been virtually staged. *Located on the north end of Siesta Key, this custom-built luxury waterfront home sits on a very private lot, surrounded by lush tropical landscaping and mature coconut palms. Perfectly positioned on a coastal playground just off Big Pass, it offers deep-water access, boating convenience, and serene natural beauty. The flexible layout includes 5 en-suite bedrooms, an elevator to all three levels, and a spacious main-level suite ideal for guests or multigenerational living. An engineer-approved option to remove a non-load-bearing wall allows for easy creation of a great room concept—a virtual rendering is included in the photo gallery to illustrate the potential. The chef’s kitchen features GE Monogram and Fisher & Paykel appliances, a butler’s pantry, beverage station, and pocketing glass doors opening to a full summer kitchen, PebbleTec saltwater pool and spa, and lush outdoor spaces. Hurricane-rated windows and doors, elevated construction, and a full-home generator protected the interior during recent storms—no water intrusion or damage occurred, with water reaching only the garage level. Extras include a 13,000 lb. lift, composite dock, 3-car garage with EV charger, whole-house water filtration, security system, and ample storage. A rare opportunity to own a private, resilient, and reimagined Siesta Key waterfront retreat.

3465 Gulfmead Drive, Sarasota

$7,454,237

Welcome to one of the most impeccably reimagined residences at 8155 Midnight Pass on the quiet southern end of Siesta Key — a breathtaking bayside coastal estate that artfully blends modern innovation with timeless design. Set on nearly an acre of prime waterfront with 154 feet of shoreline, this gated property offers just under 7,500 square feet of luxurious living area with more than 9,200 total square feet of combined living and entertaining space, recently transformed through a full-scale two-year architectural renovation by Braidenview Architects and Christner Brothers — winners of the 2024 Aurora Grand Award for Best Renovated Home. From the moment you arrive at the gated motor court, you’ll be struck by the serenity of the grand live oaks, artistically designed landscaping, and elegant curb appeal. Inside, the home, with classical proportions, opens to soaring ceilings, DuChateau European oak flooring, and thoughtful details at every turn — from custom cabinetry and designer lighting to Euro-Wall sliders and state-of-the-art automation by Coastal Smart Homes. The heart of the home features multiple expansive living areas, all with views of Little Sarasota Bay and the Intracoastal Waterway from nearly every room, a show-stopping kitchen outfitted with Wolf and Sub-Zero appliances, double islands, and a butler’s pantry make for effortless entertaining. With four bedrooms, 2 of which offer additional sleeping areas in the suites, six baths, a private gym, a large office with two separate workspaces, a sewing/project room, and bespoke closets throughout — every space is both beautiful and functional. Step outside to enjoy a reimagined resort-style pool and new spa, Brazilian IPE decking, and multiple areas to savor sunsets over the Intracoastal Waterway. For boating enthusiasts, there is an impressive 200-foot dock with lift to accommodate a 25’ vessel plus an additional mooring area. Whether hosting a family celebration or simply savoring the coastal breeze, this property is designed for making lasting memories. Plus you are minutes from Siesta Key beach when you want to take a walk and put your toes in the famed quartz-sand as you watch the sun disappear into the horizon. With Sarasota’s vibrant cultural offerings, shopping and dining just moments away, you are all set to enjoy every imaginable amenity for an impressive lifestyle.

4 Beds ⋅ 6 Baths ⋅ Mira Mar Sub SubDv. ⋅ 34242 Zip Code

Welcome to one of the most impeccably reimagined residences at 8155 Midnight Pass on the quiet southern end of Siesta Key — a breathtaking bayside coastal estate that artfully blends modern innovation with timeless design. Set on nearly an acre of prime waterfront with 154 feet of shoreline, this gated property offers just under 7,500 square feet of luxurious living area with more than 9,200 total square feet of combined living and entertaining space, recently transformed through a full-scale two-year architectural renovation by Braidenview Architects and Christner Brothers — winners of the 2024 Aurora Grand Award for Best Renovated Home. From the moment you arrive at the gated motor court, you’ll be struck by the serenity of the grand live oaks, artistically designed landscaping, and elegant curb appeal. Inside, the home, with classical proportions, opens to soaring ceilings, DuChateau European oak flooring, and thoughtful details at every turn — from custom cabinetry and designer lighting to Euro-Wall sliders and state-of-the-art automation by Coastal Smart Homes. The heart of the home features multiple expansive living areas, all with views of Little Sarasota Bay and the Intracoastal Waterway from nearly every room, a show-stopping kitchen outfitted with Wolf and Sub-Zero appliances, double islands, and a butler’s pantry make for effortless entertaining. With four bedrooms, 2 of which offer additional sleeping areas in the suites, six baths, a private gym, a large office with two separate workspaces, a sewing/project room, and bespoke closets throughout — every space is both beautiful and functional. Step outside to enjoy a reimagined resort-style pool and new spa, Brazilian IPE decking, and multiple areas to savor sunsets over the Intracoastal Waterway. For boating enthusiasts, there is an impressive 200-foot dock with lift to accommodate a 25’ vessel plus an additional mooring area. Whether hosting a family celebration or simply savoring the coastal breeze, this property is designed for making lasting memories. Plus you are minutes from Siesta Key beach when you want to take a walk and put your toes in the famed quartz-sand as you watch the sun disappear into the horizon. With Sarasota’s vibrant cultural offerings, shopping and dining just moments away, you are all set to enjoy every imaginable amenity for an impressive lifestyle.

8155 Midnight Pass Road, Sarasota

5855 Midnight Pass Road Unit 204, Sarasota

$655,000

Coastal living at it's best at Harbor Towers Yacht & Racquet Club. You will fall in love from the moment you enter this gated premier waterfront paradise on Siesta Key which recently completed a $13 million, four-year hurricane hardening and structural upgrade program in 2024, meeting all new safety standards for hurricane/wind protection. WOW this beautifully furnished 2-Bedroom, 2-Bathroom condo INCLUDES IT'S OWN CARPORT (A RARE COMMODITY!!) and two balconies with unobstructed views of the intracoastal, marina, and pool. This unit has been tastefully renovated, plantation shutters and freshly painted through out including all new 6 panel interior doors, new furnishings 11/24, new A/C 2023, new water heater 2022, and 20" tile flooring on the diagonal through out. The amenity rich Harbor Towers is in a class of its own, offering boating, fishing, kayaking, bayfront gazebo, two heated pools, large BBQ area, kitchen prep area, state of the art fitness center, an active three Har-Tru tennis courts, a sauna, a clubhouse, high-speed WIFI, a fabulous marina with new docks, pilings, electrical pedestals and water. If interested, the association has slips available on a first come first serve basis at $3 a foot. The property is conveniently located moments from Siesta Key Village with an abundance of shopping, dining, and nightlife options. Enjoy getting around Siesta Key on the free trolley that stops right outside the community or you can walk to the World-Famous Siesta Key Beach! If you are not planning on living here full time or just want an investment, this unit can be rented for a two-week minimum rental period plus you can utilize the on-site rental program or manage rentals yourself.

2 Beds ⋅ 2 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code

Coastal living at it's best at Harbor Towers Yacht & Racquet Club. You will fall in love from the moment you enter this gated premier waterfront paradise on Siesta Key which recently completed a $13 million, four-year hurricane hardening and structural upgrade program in 2024, meeting all new safety standards for hurricane/wind protection. WOW this beautifully furnished 2-Bedroom, 2-Bathroom condo INCLUDES IT'S OWN CARPORT (A RARE COMMODITY!!) and two balconies with unobstructed views of the intracoastal, marina, and pool. This unit has been tastefully renovated, plantation shutters and freshly painted through out including all new 6 panel interior doors, new furnishings 11/24, new A/C 2023, new water heater 2022, and 20" tile flooring on the diagonal through out. The amenity rich Harbor Towers is in a class of its own, offering boating, fishing, kayaking, bayfront gazebo, two heated pools, large BBQ area, kitchen prep area, state of the art fitness center, an active three Har-Tru tennis courts, a sauna, a clubhouse, high-speed WIFI, a fabulous marina with new docks, pilings, electrical pedestals and water. If interested, the association has slips available on a first come first serve basis at $3 a foot. The property is conveniently located moments from Siesta Key Village with an abundance of shopping, dining, and nightlife options. Enjoy getting around Siesta Key on the free trolley that stops right outside the community or you can walk to the World-Famous Siesta Key Beach! If you are not planning on living here full time or just want an investment, this unit can be rented for a two-week minimum rental period plus you can utilize the on-site rental program or manage rentals yourself.

5855 Midnight Pass Road Unit 204, Sarasota

$1,900,000

Sold Data purposes only.

4 Beds ⋅ 5 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code

Sold Data purposes only.

5143 Oxford Drive, Sarasota

$2,800,000

Price improvement! Discover your coastal retreat in the heart of Siesta Key, where lush gardens create a relaxing oasis near the Gulf. This stunning four-bedroom, three-and-a-half-bath coastal contemporary home offers a blend of luxury and convenience, perfect for full-time living or as your ideal vacation residence. Just .2 miles from the pristine, powdery white sands of Siesta Beach and only a half mile from the charming shops and restaurants of Siesta Village, this home offers an unbeatable location. With everything you need nearby, you can park your car and unwind in paradise. The moment you step inside, you are greeted by a color palette inspired by the sea and nature, creating a bright and welcoming atmosphere. The open-concept floor plan features a great room with built-in cabinetry and fireplace, a dining area, and a chef’s kitchen and breakfast bar, which boasts custom cabinetry, quartz countertops and a suite of GE Café appliances, including a smart 5-in-1 oven, wall convection oven and a five-burner range with a pot filler. New pendant lighting and dining chandelier add to the inviting feel. The new, custom-designed bar room is the perfect place to gather and enjoy a cup of coffee in the morning with the new Miele coffee system, as well as watch sporting events with family and friends. Entertaining will be a pleasure with the two Uline wine refrigerators and freezer drawer. A private balcony overlooks the pool, with direct access to the expansive backyard via a curved staircase. A bedroom on the main floor doubles as a second primary suite, offering a luxurious en-suite bath, complete with stone countertops, custom cabinetry, glass subway tiles, and river stone floors—a convenient half bath rounds out the main level. Upstairs, the home offers even more space with a bonus room equipped with a mini kitchen and a west-facing balcony for those unforgettable, mango and fuchsia Siesta Key sunsets. The primary suite includes a private balcony overlooking the pool, while two additional guest bedrooms and a shared bath complete the upper level. Throughout the home, you'll find high-quality touches, including crown molding, transom windows, tray ceilings, and wide-plank wood and bamboo flooring. Go outside and discover the gem of this home, the professionally landscaped gardens. Tropical and lush, the private oasis offers ample space to sunbathe, swim in the large freeform saltwater pool, or relax under covered areas designed for entertaining, dining, and lounging. After a day at the beach, the outdoor shower will quickly become a favorite. In the evenings, gather around the fire pit to stargaze or unwind with family and friends. This home also boasts numerous upgraded amenities, including a new three-floor elevator from the garage, metal roof (2023), Lennox five-ton HVAC (2024), fresh exterior paint, wood balcony ceilings, garage doors (2022), newly renovated great room and bar room with custom built-ins, a whole-house gas generator, irrigation well and eco-friendly faux turf. With Hardie board siding, a paver driveway, and extensive landscape lighting, this home is both functional and beautiful. Ideally located on Siesta Key, close to Out-of-Door Academy and only 15 minutes from downtown Sarasota’s vibrant shopping, dining, and cultural attractions, this home is move-in ready. Don’t miss out on the opportunity to own a piece of paradise; your dream home awaits!

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

Price improvement! Discover your coastal retreat in the heart of Siesta Key, where lush gardens create a relaxing oasis near the Gulf. This stunning four-bedroom, three-and-a-half-bath coastal contemporary home offers a blend of luxury and convenience, perfect for full-time living or as your ideal vacation residence. Just .2 miles from the pristine, powdery white sands of Siesta Beach and only a half mile from the charming shops and restaurants of Siesta Village, this home offers an unbeatable location. With everything you need nearby, you can park your car and unwind in paradise. The moment you step inside, you are greeted by a color palette inspired by the sea and nature, creating a bright and welcoming atmosphere. The open-concept floor plan features a great room with built-in cabinetry and fireplace, a dining area, and a chef’s kitchen and breakfast bar, which boasts custom cabinetry, quartz countertops and a suite of GE Café appliances, including a smart 5-in-1 oven, wall convection oven and a five-burner range with a pot filler. New pendant lighting and dining chandelier add to the inviting feel. The new, custom-designed bar room is the perfect place to gather and enjoy a cup of coffee in the morning with the new Miele coffee system, as well as watch sporting events with family and friends. Entertaining will be a pleasure with the two Uline wine refrigerators and freezer drawer. A private balcony overlooks the pool, with direct access to the expansive backyard via a curved staircase. A bedroom on the main floor doubles as a second primary suite, offering a luxurious en-suite bath, complete with stone countertops, custom cabinetry, glass subway tiles, and river stone floors—a convenient half bath rounds out the main level. Upstairs, the home offers even more space with a bonus room equipped with a mini kitchen and a west-facing balcony for those unforgettable, mango and fuchsia Siesta Key sunsets. The primary suite includes a private balcony overlooking the pool, while two additional guest bedrooms and a shared bath complete the upper level. Throughout the home, you'll find high-quality touches, including crown molding, transom windows, tray ceilings, and wide-plank wood and bamboo flooring. Go outside and discover the gem of this home, the professionally landscaped gardens. Tropical and lush, the private oasis offers ample space to sunbathe, swim in the large freeform saltwater pool, or relax under covered areas designed for entertaining, dining, and lounging. After a day at the beach, the outdoor shower will quickly become a favorite. In the evenings, gather around the fire pit to stargaze or unwind with family and friends. This home also boasts numerous upgraded amenities, including a new three-floor elevator from the garage, metal roof (2023), Lennox five-ton HVAC (2024), fresh exterior paint, wood balcony ceilings, garage doors (2022), newly renovated great room and bar room with custom built-ins, a whole-house gas generator, irrigation well and eco-friendly faux turf. With Hardie board siding, a paver driveway, and extensive landscape lighting, this home is both functional and beautiful. Ideally located on Siesta Key, close to Out-of-Door Academy and only 15 minutes from downtown Sarasota’s vibrant shopping, dining, and cultural attractions, this home is move-in ready. Don’t miss out on the opportunity to own a piece of paradise; your dream home awaits!

497 Island Circle, Sarasota

1255 E Peppertree Drive Unit 506, Sarasota

$635,000

You have the best of both worlds with this unit, a View to the East overlooking over the Intracoastal waterway and the Private Beach to the West. As you walk into the dining/living room you will become enchanted with the mesmerizing view. Whether its a daytime view of the intracoastal boats of many sizes and shapes-yachts-sailboats, and dont forget its birds, sea faring animals; or when nighttime falls you will see the twinkle of the city lights under your watchful eye. Going Turnkey Furnished! Not much to do in this unit; impact windows on lanai, bathrooms and kitchen updated. Where else can you get a supersized utility room, parking under the building two heated pools, tennis and pickle ball courts, fishing pier, clubhouses and of course beach access. Management on site.

2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code

You have the best of both worlds with this unit, a View to the East overlooking over the Intracoastal waterway and the Private Beach to the West. As you walk into the dining/living room you will become enchanted with the mesmerizing view. Whether its a daytime view of the intracoastal boats of many sizes and shapes-yachts-sailboats, and dont forget its birds, sea faring animals; or when nighttime falls you will see the twinkle of the city lights under your watchful eye. Going Turnkey Furnished! Not much to do in this unit; impact windows on lanai, bathrooms and kitchen updated. Where else can you get a supersized utility room, parking under the building two heated pools, tennis and pickle ball courts, fishing pier, clubhouses and of course beach access. Management on site.

1255 E Peppertree Drive Unit 506, Sarasota

6480 Midnight Pass Road Unit 315, Sarasota

$1,100,000

Step into this beautifully refreshed 2-bedroom, 2-bathroom condo offering 1,285 sq ft of upscale comfort with breathtaking views of the Gulf of Mexico. Nearly every feature is under three years old—including stylish furnishings, bedroom carpet, fresh interior paint, a modern master shower, washer and dryer, refrigerator, and a brand-new AC installed in April 2025. Located on the desirable Siesta Key, this unit combines comfort, style, and breathtaking beauty. The bright, open layout features neutral tile floors throughout the main living areas, with plush carpeting in the bedrooms. The spacious living room opens to a private patio, perfect for enjoying the panoramic Gulf views. The well-equipped kitchen boasts ample wood cabinetry, a peninsula island with an eat-in breakfast bar, and appliances, including a full-size refrigerator, range, microwave, and dishwasher. The master suite is a peaceful retreat with sliding doors leading to the patio and Gulf views. It includes a king-sized bed, lounging chair, and two walk-in closets. The ensuite bathroom offers double sinks and a large shower. The guest bedroom, with two twin beds, provides a cozy space with easy access to the second full bath featuring a tub/shower combination. Additional conveniences include an in-unit washer and dryer, along with window treatments and a dedicated entryway. Fully turnkey furnished, this condo is ready for you to move in or rent out. Siesta Breakers offers an exceptional array of amenities for its owners and tenants. The property features a private, gated beach access, so you can step out from your unit directly to the soft, powdery sands of Siesta Key’s world-famous beach. The heated community pool is perfect for relaxing or swimming laps, with plenty of outdoor seating and a private air-conditioned clubhouse that includes a small library, tables for socializing or playing games, and a comfortable atmosphere for gathering with neighbors. For those who enjoy a more active lifestyle, the community offers on-site tennis and pickleball courts, and the HOA maintains the grounds to ensure they are always beautiful. Parking is a breeze with a dedicated, covered carport space, as well as guest parking available for your visitors. An on-site manager makes it easy to rent out your unit for additional income, with a minimum one-week rental policy, allowing you to capitalize on the popularity of Siesta Key as a vacation destination. Whether you use the on-site management or choose to self-manage the rentals, this property is an excellent income-producing opportunity. In 2024, it generated over $84,000 in rental income, and solid bookings are already in place well into 2026, making it a great investment. Just steps from the beach, Siesta Breakers is also within walking distance to shopping, dining, and local markets, offering the best of island living. With easy access to Sarasota-Bradenton International Airport, travel is a breeze. Whether you’re looking for a second home, vacation rental, or full-time residence, this condo offers the ultimate Siesta Key lifestyle with income potential, luxury, and unbeatable Gulf views.

2 Beds ⋅ 2 Baths ⋅ Siesta Breakers SubDv. ⋅ 34242 Zip Code

Step into this beautifully refreshed 2-bedroom, 2-bathroom condo offering 1,285 sq ft of upscale comfort with breathtaking views of the Gulf of Mexico. Nearly every feature is under three years old—including stylish furnishings, bedroom carpet, fresh interior paint, a modern master shower, washer and dryer, refrigerator, and a brand-new AC installed in April 2025. Located on the desirable Siesta Key, this unit combines comfort, style, and breathtaking beauty. The bright, open layout features neutral tile floors throughout the main living areas, with plush carpeting in the bedrooms. The spacious living room opens to a private patio, perfect for enjoying the panoramic Gulf views. The well-equipped kitchen boasts ample wood cabinetry, a peninsula island with an eat-in breakfast bar, and appliances, including a full-size refrigerator, range, microwave, and dishwasher. The master suite is a peaceful retreat with sliding doors leading to the patio and Gulf views. It includes a king-sized bed, lounging chair, and two walk-in closets. The ensuite bathroom offers double sinks and a large shower. The guest bedroom, with two twin beds, provides a cozy space with easy access to the second full bath featuring a tub/shower combination. Additional conveniences include an in-unit washer and dryer, along with window treatments and a dedicated entryway. Fully turnkey furnished, this condo is ready for you to move in or rent out. Siesta Breakers offers an exceptional array of amenities for its owners and tenants. The property features a private, gated beach access, so you can step out from your unit directly to the soft, powdery sands of Siesta Key’s world-famous beach. The heated community pool is perfect for relaxing or swimming laps, with plenty of outdoor seating and a private air-conditioned clubhouse that includes a small library, tables for socializing or playing games, and a comfortable atmosphere for gathering with neighbors. For those who enjoy a more active lifestyle, the community offers on-site tennis and pickleball courts, and the HOA maintains the grounds to ensure they are always beautiful. Parking is a breeze with a dedicated, covered carport space, as well as guest parking available for your visitors. An on-site manager makes it easy to rent out your unit for additional income, with a minimum one-week rental policy, allowing you to capitalize on the popularity of Siesta Key as a vacation destination. Whether you use the on-site management or choose to self-manage the rentals, this property is an excellent income-producing opportunity. In 2024, it generated over $84,000 in rental income, and solid bookings are already in place well into 2026, making it a great investment. Just steps from the beach, Siesta Breakers is also within walking distance to shopping, dining, and local markets, offering the best of island living. With easy access to Sarasota-Bradenton International Airport, travel is a breeze. Whether you’re looking for a second home, vacation rental, or full-time residence, this condo offers the ultimate Siesta Key lifestyle with income potential, luxury, and unbeatable Gulf views.

6480 Midnight Pass Road Unit 315, Sarasota

1113 Lake House Circle Unit C110, Sarasota

$670,000

Rarely available, this recently fully-renovated lake-front townhome is steps away from the crystal sands of Siesta Key Beach! Beautifully updated with a Coastal Chic interior, this end unit townhouse lives large. Light & bright with high ceilings, an open floor plan & four sets of glass sliders inviting the Gulf breezes inside makes each new day a delight. This 2-bedroom, 2-full bathroom home has a 1-car enlarged garage with ample storage for the water & sunshine toys, a covered balcony for coffee at sunrise & a 21’ long covered porch to celebrate evening sunsets! The kitchen with soft-close, hard-wood cupboards, granite counters & bar top is well equipped for efficiency to serve the adjacent dining table, bar seating or rattan cozy coffee table for two! The Primary Ensuite has a lake-view from the King bed, walk-in shower, dual vanities and 3 separate closets. Bedroom 2 is separated on the 2nd floor and enjoys the morning sunrise & adjacent 2nd full bath. The solid-surface floors & the full-sized inhouse washer & dryer provide easy maintenance & electric power shades on all windows provide closure at the end of the day. This unit was totally remodeled with high-end furnishings & interior finishes several years ago & has been lightly used, reserved for only Family & Friends. Onsite amenities include tennis, a resort-style pool, BBQ & picnic area. Across the street, the Siesta Key Public Beach offers Pickleball, Tennis, a Kid’s Playground, Lifeguards, wheelchair access & Sand Volleyball on the beach! A FREE Trolly runs up & down the Key to a plethora of restaurants, bars, small boutiques & shops. Being sold turn-key, this is a great opportunity for a new owner and/or is also a great investment property. There is an on-site, short-term Rental Company with a waiting list for 2026 reservations. Siesta Key Beach was Ranked in 2025 by Tripadvisor #1 in the U.S. & #4 in the World. Don’t miss this opportunity for a fabulous townhome across the street at Our House at The Beach!

2 Beds ⋅ 2 Baths ⋅ Our House At The Bch SubDv. ⋅ 34242 Zip Code

Rarely available, this recently fully-renovated lake-front townhome is steps away from the crystal sands of Siesta Key Beach! Beautifully updated with a Coastal Chic interior, this end unit townhouse lives large. Light & bright with high ceilings, an open floor plan & four sets of glass sliders inviting the Gulf breezes inside makes each new day a delight. This 2-bedroom, 2-full bathroom home has a 1-car enlarged garage with ample storage for the water & sunshine toys, a covered balcony for coffee at sunrise & a 21’ long covered porch to celebrate evening sunsets! The kitchen with soft-close, hard-wood cupboards, granite counters & bar top is well equipped for efficiency to serve the adjacent dining table, bar seating or rattan cozy coffee table for two! The Primary Ensuite has a lake-view from the King bed, walk-in shower, dual vanities and 3 separate closets. Bedroom 2 is separated on the 2nd floor and enjoys the morning sunrise & adjacent 2nd full bath. The solid-surface floors & the full-sized inhouse washer & dryer provide easy maintenance & electric power shades on all windows provide closure at the end of the day. This unit was totally remodeled with high-end furnishings & interior finishes several years ago & has been lightly used, reserved for only Family & Friends. Onsite amenities include tennis, a resort-style pool, BBQ & picnic area. Across the street, the Siesta Key Public Beach offers Pickleball, Tennis, a Kid’s Playground, Lifeguards, wheelchair access & Sand Volleyball on the beach! A FREE Trolly runs up & down the Key to a plethora of restaurants, bars, small boutiques & shops. Being sold turn-key, this is a great opportunity for a new owner and/or is also a great investment property. There is an on-site, short-term Rental Company with a waiting list for 2026 reservations. Siesta Key Beach was Ranked in 2025 by Tripadvisor #1 in the U.S. & #4 in the World. Don’t miss this opportunity for a fabulous townhome across the street at Our House at The Beach!

1113 Lake House Circle Unit C110, Sarasota

1250 N Portofino Drive Unit 303, Sarasota

$370,000

PRICED TO MOVE and a Super Fantastic Buy! Siesta Harbor is the BEST kept Secret on Siesta Key! This Lovely Turnkey Furnished 2BR/ 2 Bath - 3rd Floor - Unit Features: Gulf to Bay Access with Inter-coastal Canal Water Views, Located across the Street from the Famous Siesta Key Beaches w/Deeded Beach Access through Crescent Arms, Semi-Updated Kitchen w/2024 Refrigerator, Tastefully Furnished, New Interior Paint, Tile Flooring throughout, 2019 AC, Brand New Hurricane Impact Windows Installed in 3/2025, Lanai Sliders also include Hurricane Impact Glass, Elevator Access, Unit has a Storage Locker for Beach Chairs or Bicycles, Carport Parking Space #314, NO FLOOD or STORM DAMAGE TO UNIT, Annual Boat Dock Leases Available w/Average Boat Size Cost at about $1000 per Year, New 2024 Fully Funded Condo Roof, Condo Car Wash Station, Fabulous Community Pool w/Clubhouse & Gym, Well Managed and Maintained Complex w/On-Site Management, All Milestone & Structural Integrity Reports are Done. 55+ Age Restricted Community, 12 Rentals allowed per a year w/30 Day Minimum. Unit is Vacant and Easy to Show.

2 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code

PRICED TO MOVE and a Super Fantastic Buy! Siesta Harbor is the BEST kept Secret on Siesta Key! This Lovely Turnkey Furnished 2BR/ 2 Bath - 3rd Floor - Unit Features: Gulf to Bay Access with Inter-coastal Canal Water Views, Located across the Street from the Famous Siesta Key Beaches w/Deeded Beach Access through Crescent Arms, Semi-Updated Kitchen w/2024 Refrigerator, Tastefully Furnished, New Interior Paint, Tile Flooring throughout, 2019 AC, Brand New Hurricane Impact Windows Installed in 3/2025, Lanai Sliders also include Hurricane Impact Glass, Elevator Access, Unit has a Storage Locker for Beach Chairs or Bicycles, Carport Parking Space #314, NO FLOOD or STORM DAMAGE TO UNIT, Annual Boat Dock Leases Available w/Average Boat Size Cost at about $1000 per Year, New 2024 Fully Funded Condo Roof, Condo Car Wash Station, Fabulous Community Pool w/Clubhouse & Gym, Well Managed and Maintained Complex w/On-Site Management, All Milestone & Structural Integrity Reports are Done. 55+ Age Restricted Community, 12 Rentals allowed per a year w/30 Day Minimum. Unit is Vacant and Easy to Show.

1250 N Portofino Drive Unit 303, Sarasota

$850,000

INCREDIBLE Views!....INCREDIBLE Privacy!....INCREDIBLE Siesta Key Neighborhood!....Only (2) Owners have Enjoyed this Peaceful Island Oasis along the Edward C. Wright Nature Preserve & Bird Sanctuary---just a short Bike Ride to the Powdery Quartz Sands of TOP-RATED Siesta Key Beach!....Conveniently Located, with easy access to the North Bridge, in the "park-like" Bayside Club community along a tree-lined street on an Oversized High Elevation WATERFRONT Lot ---this home incurred No Flooding****Generously Sized Living Spaces & Gracious Floor Plan**** are ready for New Owner to "make their own"....You will savor your morning coffee while being Indulged by the "Post-Card" Sunrises across the "never-ending" Waterfront Preserve Horizon. PRIVATE PIER and DOCK for launching Kayaks and Paddle-boards to Navigate the Sights & Sounds of the Lagoon as well as continue your journey into the Intracoastal Waterway.****Many Special Outdoor Spaces**** that are Perfect for Entertaining...Catching up on your Favorite Podcast...or Relaxing with some Binoculars and the Quiet Enjoyment of Identifying the Variety of Birds & Plant Species....IDYLLIC as Year-round; Vacation or Seasonal Residence.

3 Beds ⋅ 2 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code

INCREDIBLE Views!....INCREDIBLE Privacy!....INCREDIBLE Siesta Key Neighborhood!....Only (2) Owners have Enjoyed this Peaceful Island Oasis along the Edward C. Wright Nature Preserve & Bird Sanctuary---just a short Bike Ride to the Powdery Quartz Sands of TOP-RATED Siesta Key Beach!....Conveniently Located, with easy access to the North Bridge, in the "park-like" Bayside Club community along a tree-lined street on an Oversized High Elevation WATERFRONT Lot ---this home incurred No Flooding****Generously Sized Living Spaces & Gracious Floor Plan**** are ready for New Owner to "make their own"....You will savor your morning coffee while being Indulged by the "Post-Card" Sunrises across the "never-ending" Waterfront Preserve Horizon. PRIVATE PIER and DOCK for launching Kayaks and Paddle-boards to Navigate the Sights & Sounds of the Lagoon as well as continue your journey into the Intracoastal Waterway.****Many Special Outdoor Spaces**** that are Perfect for Entertaining...Catching up on your Favorite Podcast...or Relaxing with some Binoculars and the Quiet Enjoyment of Identifying the Variety of Birds & Plant Species....IDYLLIC as Year-round; Vacation or Seasonal Residence.

700 Tropical Circle, Sarasota

$1,550,000

SUBSTANTIAL PRICE DECREASE! Welcome to Hidden Harbor, the premier yachting community located on Siesta Key. The canopy lined, brick paver streets are as lush and tropical as it gets, offering an unparalleled old Florida look and feel. Location, Location, Location... Just minutes away from award winning Siesta Key Beach, Siesta Key Village, and world class shopping, dinning and entertainment in downtown Sarasota. Opportunity of a lifetime to build your NEW DREAM HOME on protected Sailboat Water, with no fixed bridges to the Gulf and only three minutes sail to the open waters of Sarasota Bay. PRICED BELOW LOT VALUE!

3 Beds ⋅ 2 Baths ⋅ Hidden Harbor SubDv. ⋅ 34242 Zip Code

SUBSTANTIAL PRICE DECREASE! Welcome to Hidden Harbor, the premier yachting community located on Siesta Key. The canopy lined, brick paver streets are as lush and tropical as it gets, offering an unparalleled old Florida look and feel. Location, Location, Location... Just minutes away from award winning Siesta Key Beach, Siesta Key Village, and world class shopping, dinning and entertainment in downtown Sarasota. Opportunity of a lifetime to build your NEW DREAM HOME on protected Sailboat Water, with no fixed bridges to the Gulf and only three minutes sail to the open waters of Sarasota Bay. PRICED BELOW LOT VALUE!

5179 Hidden Harbor Road, Sarasota

How much is your home worth?

How much is your home worth?