Siesta Key FL Historical Real Estate, Homes for Sale - Ed Grabowski

5 Beds ⋅ 2 Baths ⋅ Sub Of Us Lt 7 Of 20-37-18 SubDv. ⋅ 34242 Zip Code

For the first time since 1925, the same Sarasota family is bringing 7535 and 7539 Midnight Pass Road to market, offered together as nearly one acre on Siesta Key. The two parcels total 0.95 acres, with 7535 offering over 100 feet of direct waterfrontage on Little Sarasota Bay, a reinforced concrete seawall, and access to the Intracoastal Waterway. The main home was designed by Jack West, a celebrated architect of the Sarasota School of Architecture. The charming second home on the adjoining parcel was designed by his onetime partner, Elizabeth Boylston, the first woman in Florida elected to the American Institute of Architects. This second residence offers two bedrooms, one bathroom, and 1,016 square feet, in addition to the MLS-listed totals. A detached two-car garage provides additional parking and storage. Walls of sliding glass and graceful midcentury lines open the main house to the garden and the water. Framed by lush tropical greenery, the combined site presents a rare opportunity to create a waterfront compound with a main residence, guest house and gardens. An additional adjacent 0.53-acre lot may also be available for purchase at an additional price, offering an opportunity to expand the property even further. A 2016 dock with a 13,000 lb boat lift provides access to the Intracoastal Waterway, where mornings begin with soft golden light over Little Sarasota Bay. Turtle Beach, Crescent Beach, and the powder-soft white sand of Siesta Beach are minutes away, with Siesta Key Village, downtown Sarasota, and Sarasota Bradenton International Airport all within easy reach. For the buyer who has been waiting for the right piece of Siesta Key, this is it: nearly an acre of land with direct bayfrontage, a seawall, dock and lift already in place, complemented by an architectural legacy and history that cannot be replicated. Create the waterfront home you have always imagined on land that has been cherished by the same family for over a century and is now ready for its next chapter.

7535 Midnight Pass Road, Sarasota

6154 Midnight Pass Road Unit A-3, Sarasota

$579,000

2 Beds ⋅ 2 Baths ⋅ Casa Blanca Villas SubDv. ⋅ 34242 Zip Code

The day starts with bare feet on cool terrazzo and a short walk to the beach, where the sugar-white quartz sand of Crescent Beach is already warming in the sun. You might take a shelling stroll toward Point of Rocks, swim in the Gulf, or simply settle into a beach chair. By late morning you are back at your own freestanding villa, rinsing off the sand and pouring something cold on the screened porch while the breeze moves through the palms. This furnished 2-bedroom, 1.5-bath villa in the beachfront community of Casa Blanca is ready the moment you arrive. The renovated kitchen has stainless appliances and room to eat in, the bathrooms are refreshed, and an impact-rated sliding glass door opens to the porch. There is a rare in-unit laundry, so beach towels never wait for a trip across the grounds. This is 1-story living with parking right at your front door. Afternoons belong to the heated community pool and clubhouse, just steps away. In the evening, the trolley takes you to the restaurants and shops of Siesta Key Village, or you can stay close to home and walk back to the beach for sunset. When you are away, Casa Blanca's on-site rental management and flexible 5-7 day minimum rentals let the villa earn seasonal income while you reserve the weeks you want for family and friends. Whether it becomes your personal beach retreat, an investment, or both, this is the Siesta Key story, waiting for its next chapter.

6154 Midnight Pass Road Unit A-3, Sarasota

6312 Midnight Pass Road Unit 305S, Sarasota

$689,000

2 Beds ⋅ 2 Baths ⋅ Crescent Arms SubDv. ⋅ 34242 Zip Code

Picture your mornings starting with coffee on your screened lanai, a gulf view and soft sea breezes, then a few steps to the powdery white sand of world-famous Siesta Key beach. This 2-bedroom, 2-bath beachfront condo in a waterfront gated community is your own seasonal getaway when you want it and an established vacation rental when you don't. Weekly rentals are permitted, and the residence is already an active vacation rental with a proven booking history, so it can help offset the cost of ownership while you are away. Sold furnished and turnkey, it is ready to enjoy from the day you close. A split bedroom plan places a private en-suite bath with each bedroom, so guests and family each have their own retreat. Tile flooring throughout and a bright white kitchen with stainless appliances make for easy, low-maintenance coastal living. A large storage closet holds beach chairs, umbrellas and toys, and beach chairs are provided on the sand for owners and guests. Crescent Arms offers direct beach access, a community pool, tennis, an elevator and an assigned carport space, with a water view from the grounds and the Gulf just steps away. Stroll to nearby restaurants and shops, or hop on the free Siesta Key trolley to explore the island. A rare chance to own a piece of Siesta Key that works for you whether you are here or not.

6312 Midnight Pass Road Unit 305S, Sarasota

$1,650,000

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

An exceptional opportunity for waterfront living. Discover a private waterfront retreat where boating, tropical gardens, and relaxed island living come together in one of Siesta Key's desirable residential neighborhoods. Set behind a gated entrance and surrounded by lush landscaping, this beautifully refreshed three-bedroom, two-and-a-half-bath residence offers an inviting blend of coastal comfort, privacy, and exceptional outdoor living. Designed to embrace the Florida lifestyle, the spacious, open living and dining areas feature easy-care tile flooring, abundant natural light, and effortless connections to the outdoors. The updated kitchen offers granite countertops, white cabinetry, stainless steel appliances, and a welcoming dining area overlooking the pool and gardens. The comfortable primary suite and two additional bedrooms provide flexibility for family, guests, or a home office. A distinctive Bali-inspired bath with an indoor-outdoor shower adds an unexpected touch of tropical character. The heart of this property is its extraordinary screened outdoor living area. An expansive swimming pool and elevated spa are surrounded by generous paver decking, multiple lounging and dining spaces, and a covered lanai, creating a wonderful setting for entertaining or simply enjoying the island breezes. Beyond the pool, a beautifully landscaped backyard unfolds toward the waterfront, offering a peaceful garden setting with mature palms, tropical foliage, and room to relax. For boating enthusiasts, the private dock and 7,000 lb. boat lift provide convenient access to Sarasota Bay, the Intracoastal Waterway, and the Gulf beyond. Spend the morning cruising the waterways, enjoy an afternoon on the water, or launch a kayak or paddleboard right from your backyard. A welcoming covered entry, gated paver driveway, and attached two-car garage with additional storage complete this distinctive island property. Just minutes from Siesta Beach's renowned quartz-white sands, Siesta Village's restaurants and boutiques, and the cultural attractions of downtown Sarasota, this residence delivers the best of coastal living in a wonderfully private setting. Whether entertaining around the pool, exploring Sarasota's waterways, or simply enjoying the tranquility of your own tropical gardens, this is an opportunity to embrace the Siesta Key lifestyle

5140 Windward Avenue, Sarasota

5830 Midnight Pass Road Unit 38, Sarasota

$540,000

1 Beds ⋅ 1 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code

Beautifully renovated in 2025, turnkey furnished, and a short distance from the powder-white sands of Siesta Key Beach! Discover an exceptional opportunity to own a virtually new coastal retreat in Jamaica Royale, a highly desirable beachfront community on world-renowned Siesta Key. Completely rebuilt from the studs up in 2025, this beautifully transformed one-bedroom, one-bath, ground-floor residence combines contemporary coastal elegance, thoughtful design, and effortless island living with the added appeal of an established vacation rental history. Enter inside to discover a bright, inviting, open-concept interior showcasing a fresh coastal-inspired design and quality finishes throughout. Beautiful Cali longboard luxury vinyl plank flooring creates a seamless flow between living spaces, while the completely renovated kitchen features crisp white Shaker-style soft-close cabinetry, gleaming granite countertops, a ceramic tile backsplash, and new stainless-steel appliances. The beautifully remodeled bath is equally impressive, featuring a spacious walk-in shower with ceramic tile surround, a new white Shaker-style vanity, and updated fixtures. Additional enhancements include a hurricane-rated sliding glass door and front entry door, along with the everyday convenience of an interior laundry room equipped with a stacked washer and dryer. Extend your living space outdoors to the generously sized patio, an inviting setting for morning coffee, afternoon relaxation, or evening cocktails amid lush tropical surroundings. Overlooking one of the community's sparkling swimming pools just a short distance away, this outdoor retreat enhances the relaxed, resort-style atmosphere. Best of all, the Gulf's turquoise waters and Siesta Key's legendary powder-soft quartz sand are only a short stroll from your doorstep! Jamaica Royale is a beautifully maintained beachfront community offering approximately 300 feet of private deeded beach frontage and an impressive collection of resort-style amenities. Residents and guests enjoy three heated swimming pools, including a beachfront pool, lush tropical landscaping, shuffleboard courts, community grilling areas, and newly renovated beachside restrooms and changing facilities. One assigned parking space adds convenience, while nearby public tennis courts offer additional recreational opportunities. Pet owners will appreciate that pets are permitted for condominium owners, subject to community restrictions, while tenants are not permitted to have pets. Spend sun-filled days on the beach, enjoy spectacular Gulf sunsets, and embrace the laid-back elegance of Siesta Key living. Exploring the island is effortless, with a complimentary shuttle stop directly in front of the community providing convenient access to Siesta Key Village's acclaimed restaurants, charming boutiques, entertainment, and vibrant nightlife. Turnkey furnished and move-in or rental ready! This exceptional residence offers immediate enjoyment and attractive income potential, with an established rental history, existing future bookings, and participation in the TSA Prime rental program. Whether you're seeking a personal beachfront escape, a seasonal winter retreat, or an income-producing vacation rental, this extensively renovated condominium delivers an outstanding combination of location, lifestyle, and investment appeal. Experience the best of Siesta Key, where every day feels like a vacation!

5830 Midnight Pass Road Unit 38, Sarasota

120 Whispering Sands Drive Unit V20, Sarasota

$725,000

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

RARELY AVAILABLE & EXQUISITELY REMODELED! Discover an exceptional 3 bedroom/3 bath freestanding villa with 2-car garage in Whispering Sands, Siesta Key’s coveted resort style GULF FRONT community on 800’ of private beach! Completely gutted and reimagined in 2016, this remarkable residence showcases creative design, quality finishes, and meticulous attention to detail throughout. An impressive 1,640 square feet of interior living space unfolds beneath soaring vaulted ceilings, with an open concept layout designed for effortless living and entertaining. The expansive 16' x 22' living room is delightfully complemented by sophisticated indirect LED illumination. Beautiful ceramic plank flooring flows throughout. The spacious entertainer’s kitchen combines style and function with granite countertops, a generous breakfast bar, soft close cabinetry & pullout drawers, LG and Bosch stainless appliances, and recessed and pendant lighting. The spacious primary suite offers two closets – a custom walk-in and a separate built-in. The third bedroom could also easily function as a home office, featuring a built-in desk, shelving, and custom closet. All three beautifully remodeled bathrooms feature granite counters, soft close cabinetry, tiled glass-enclosed walk-in showers, recessed lighting, and/or skylights. Two out of three bathrooms are ensuite — a rare advantage. All 2016 hurricane impact windows and sliders. Extend your entertaining outdoors into the private fenced brick paver patio, complete with a gas grill, with propane tank and gas hookup. The epoxy finished 2-car garage includes a full size LG washer and dryer, utility sink, workbench and shelving – and plenty of space for your bikes and beach essentials. Enjoy the Whispering Sands lifestyle. Just around the corner from famous Siesta Key Village, this 55+ Gulf front community includes 800’ of private quartz sand beach, two heated pools, clubhouse (currently undergoing complete remodeling), beachside Tiki Hut, shuffleboard, and canoe/kayak storage. Don’t miss this distinctive villa offering exceptional space, privacy, and effortless coastal living!

120 Whispering Sands Drive Unit V20, Sarasota

6310 Midnight Pass Road Unit 403N, Sarasota

$749,000

2 Beds ⋅ 2 Baths ⋅ Crescent Arms SubDv. ⋅ 34242 Zip Code

Dont Miss this one' beachfront Unit at Crescent Arms on beautiful Siesta Key. Wake up to the sound of gentle waves and step directly onto the powdery white sands of world-renowned Siesta Key Beach from this beautifully fourth floor unit. Perfectly positioned for effortless coastal living, this 2-bedroom, 2-bath unit offers Gulf views and a short walk-out to the beach. The open-concept layout is bathed in natural light, featuring a spacious living area that flows seamlessly to the screened lanai, you can enjoy sunsets over the Gulf . This unit was updated several years ago with solid-surface countertops, tiled floors through out and ample storage making it ideal for both full-time living and vacation stays. The primary suite boasts ample room for a king bed which will boost rental income and a private ensuite bath, while the guest bedroom and bath provides comfort and privacy for family or visitors. Crescent Arms offers resort-style amenities, including a heated beachside pool, private beach lounges, grilling area, and gated access for security and peace of mind. Located on Siesta Key, this community is within minutes of Siesta Key Village, shops, restaurants, and island nightlife. Whether you’re seeking a serene retreat, an investment property with excellent rental potential, or your forever beach home, this beachfront gem delivers the ultimate Siesta Key lifestyle. Recent upgrades include new AC system. This unit has a Strong rental history.

6310 Midnight Pass Road Unit 403N, Sarasota

$2,400,000

5 Beds ⋅ 5 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code

Some homes on Siesta Key are about the beach. Others are about boating. This one lets you have both. Set along a protected canal with direct boating access to Sarasota Bay through the Grand Canal, and from there to the Intracoastal Waterway and the Gulf, this Siesta Key waterfront home is made for the way life is meant to be lived. Take the boat out for the morning, launch a kayak or paddleboard from your own waterfront, spend some time at Siesta Key Beach, then come home to your private saltwater pool, outdoor kitchen and quiet canal view. The important updates are already here too: a 2021 reroof, impact windows and sliders installed in 2022, plus new first floor flooring, fresh interior paint, a luxury renovation of the first floor primary bath, an outdoor kitchen and waterfront pavers, all completed in 2026. Plantation shutters finish every window and slider. At the center of the home, a fully screened courtyard lanai with a tabletop fire pit extends the living space. Seven impact sliders connect several rooms directly to the courtyard, filling the home with natural light and creating an easy indoor outdoor flow toward the pool and waterfront. Additional sliders from the flex room open toward the pool. The home and pool sustained no storm damage during the 2024 storms. If you haven’t dropped anchor yet, wait until you see the two amazing primary suites. The first floor primary offers courtyard access, two walk in closets and a beautifully renovated 2026 ensuite bath with upscale finishes. Upstairs, the entire second level becomes a private retreat with canal views, a spacious bath, two more walk in closets and its own waterfront balcony. One closet is so large you may wonder if it could qualify as a New York City apartment. When it is time for a little quiet, open the sliders and take in sunset over the canal, or start your morning with fresh air and coffee on the balcony. A redesigned media and flex area now includes an additional bedroom while preserving an approximately 424 square foot flex room for a media room, gym, game room or lounge. Another bedroom includes a Murphy bed and built in desk, making it an easy guest room, home office or both. Outside is where this home really earns its Siesta Key address. The private saltwater pool is surrounded by tropical landscaping and spaces for relaxing, dining and entertaining. The seawall, bulkhead and davits were replaced in 2021, with the waterfront setup planned around a 45 foot Sea Ray. This is a home for boaters who want to use the water, not simply look at it. Set in the heart of Siesta Key, the home is just minutes from Siesta Key Beach, named the No. 1 in the U.S. for 2026 and recognized among the nation’s best many times over. Known for its powdery quartz sand and Gulf waters, it is one of the reasons living here is so special. Siesta Key Village is close by for restaurants, bars, live music and boutiques. Sarasota is just beyond the North Bridge, with downtown waterfront dining, shopping, galleries, theaters, performing arts and cultural attractions close at hand. Whether you are looking for a full time Siesta Key waterfront home or a second home for family and friends, 5376 Shadow Lawn Drive offers true boating access, a private saltwater pool, substantial updates, flexible living space and an exceptional island location. This is the kind of home where every day can include the beach, the boat and dinner by the pool. That is a pretty wonderful way to live.

5376 Shadow Lawn Drive, Sarasota

$10,890,000

6 Beds ⋅ 8 Baths ⋅ Roberts Point SubDv. ⋅ 34242 Zip Code

Set on 1.34 waterfront acres in one of Sarasota’s most extraordinary settings, 4196 Roberts Point Circle presents a rare opportunity to own a private residential compound surrounded by water, mature tropical vegetation and sweeping views across Sarasota Bay. With over 400 feet of waterfront and an exceptional sense of privacy, the property offers a setting that is increasingly difficult to replicate on Siesta Key or anywhere in the Sarasota area. For a buyer drawn to architecture with history and individuality, the existing compound offers an opportunity for renovation and transformation. For those envisioning something entirely new, the acreage and waterfront position provide an exceptional canvas for creating a landmark Sarasota estate. The property also has the potential to be divided into multiple parcels and redeveloped as incredible bayfront homes. Most compelling is the location on the coveted north end of Siesta Key, an area prized for its privacy, larger properties and peaceful residential character while remaining close to everything that makes the island so desirable. The structures encompass approximately 8,500 square feet of living space with six bedrooms and eight baths. Distinctive architecture, extensive use of natural wood, vaulted and beamed ceilings, expansive walls of glass and wraparound outdoor living areas give the residence a character entirely its own. The main residence features generous gathering spaces framed by windows and French doors, warm wood flooring, a dramatic open staircase, and an expansive primary suite with vaulted ceilings. Multiple living and entertaining areas provide flexibility for reimagining the interiors while preserving the property’s architectural personality. The guest house is perfect for guests, extended family, private offices, studios, or multigenerational living. Outdoors, the expansive grounds unfold toward the shoreline with a swimming pool, mature landscaping and multiple docking options providing direct access to the water. From the shoreline and elevated living spaces, broad views stretch across Roberts Bay to the mainland while the scale of the 1.34-acre parcel creates a remarkable sense of openness and seclusion. Siesta Key is celebrated for its laid-back coastal lifestyle, vibrant Siesta Key Village and extraordinary beaches, including Siesta Beach, renowned for its powdery white quartz sand and previously named the No. 1 beach in the United States by Tripadvisor. From this private waterfront retreat, downtown Sarasota’s dining, shopping, and cultural attractions are also just minutes away, creating an exceptional combination of island seclusion and mainland convenience. This is a rare opportunity without compare on the Gulf Coast.

4196 Roberts Point Circle, Sarasota

$12,000,000

3 Beds ⋅ 3 Baths ⋅ Fidder Bayou SubDv. ⋅ 34242 Zip Code

For MLS Data Only.

4226 Higel Avenue, Sarasota

$2,695,000

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

Siesta Isles Canal Front Pool Home with Boat Lift and Rental History Life in Siesta Isles comes with a short commute: a few minutes to the award winning quartz sand of Siesta Beach and a quick cruise from your own boat lift to the open waters of Sarasota Bay. Set on an oversized lot at the end of a quiet cul de sac, this single story residence offers roughly 190 feet of deep water canal frontage with sweeping views toward the Grand Canal. Built of block, stucco, and stone, the three bedroom, three bath split plan opens through a gated front porch and Brazilian mahogany door to soaring vaulted ceilings, a curved window wall, and a stone fireplace for those rare evenings when Florida remembers it has a winter. A wall of sliders leads to the covered lanai and heated pool, where a kitchen pass through window keeps the cook in the conversation. The owner's suite enjoys calm water views of its own The big ticket items have already been handled: a terracotta tile roof installed in late 2020, a new seawall with raised cap completed in 2021, a three zone HVAC system, hurricane shutters, an 8,000 lb boat lift, and an oversized two car garage with cabinet storage. Mature tropical gardens with plumeria, hibiscus, citrus, and palm trees round things out. Boating, beach days, and afternoons by the pool are all part of the routine here, and the west facing backyard saves the best for last with front row seats to Gulf Coast sunsets over the water. With established rental history, this home works beautifully as a full time residence, a seasonal escape, or both.

5456 Azure Way, Sarasota

5950 Midnight Pass Road Unit 101, Sarasota

$485,999

1 Beds ⋅ 1 Baths ⋅ Siesta Beach House SubDv. ⋅ 34242 Zip Code

An exceptional opportunity to own a beautifully updated and turn-key beach condominium in the heart of Siesta Key, offering the flexibility of a strong rental investment, seasonal getaway, or your own private coastal retreat. Built a solid foundation of bookings into February and March bookings. Repeat Guests and higher demand! Located within Siesta Beach House this residence places you just a short walk to both Siesta Beach and Crescent Beach, while also offering the rare advantage of private beach access exclusively for residents and guests. Inside, the condo has been thoughtfully upgraded and meticulously maintained, creating a bright and modern coastal atmosphere. The kitchen features quartz countertops, ceramic tile backsplash, under-cabinet lighting, stainless steel appliances, and solid wood cabinetry, all opening seamlessly into the main living space. Porcelain ceramic tile flooring runs throughout, enhancing the clean, beach-inspired feel of the home. Additional improvements provide peace of mind and long-term value, including a new elevated A/C system installed in 2024 and a brand-new electrical panel completed in 2025. Beautiful upgraded baseboards in the living room, extra hallway storage, and tasteful finishes throughout further separate this condo from many others currently available on the island. The spacious bedroom includes a walk-in closet, while the open-concept floor plan maximizes functionality and comfort within the space. Being sold fully furnished and turnkey, this property is truly ready for immediate enjoyment or rental use. The Siesta Beach House community offers a community pool and direct private beach access, all within a highly desirable location. With a flexible minimum lease period of just 3 days, this property also presents excellent income-producing potential for investors seeking short-term rental opportunities. Whether you are searching for a beachside investment property, a lock-and-leave vacation home, or a cozy private condominium steps from world-renowned beaches, this Siesta Key opportunity delivers exceptional lifestyle and value in one of Sarasota’s most sought-after coastal destinations. Schedule your private showing today and experience the island lifestyle firsthand.

5950 Midnight Pass Road Unit 101, Sarasota

6020 Midnight Pass Road Unit 61, Sarasota

$650,000

2 Beds ⋅ 2 Baths ⋅ Aloha Kai Apts SubDv. ⋅ 34242 Zip Code

Villa 61 at Aloha Kai | Upscale Coastal Living on Siesta Key Completely Remodeled | Quality Finishes | Fully Furnished | Turnkey Ready | Gated Community Discover your own slice of paradise at Villa 61 at Aloha Kai, a beautifully remodeled two-bedroom, two-bathroom with washer & dryer nestled within a desirable gated beachside community on Siesta Key, Florida. Showcasing quality finishes, inviting coastal décor, and a fresh, sophisticated style, this charming villa combines modern comfort with the relaxed elegance of island living. Whether you’re searching for a personal vacation retreat, a second home, or an investment property, Villa 61 offers an exceptional opportunity to enjoy the best of Florida’s Gulf Coast. Step inside this beautiful remodeled coastal retreat and experience a thoughtfully updated interior designed for comfort, style, and effortless living. The two-bedroom, two-bathroom open floor plan provides a welcoming space for owners and guests, while the screened-in porch offers the perfect spot to enjoy morning coffee, unwind after a day at the beach, or savor the warm Florida evenings. Sold fully furnished and turnkey ready, Villa 61 makes owning a beach getaway wonderfully easy. The furnishings are included, so you can settle in for your first owner stay or prepare to welcome your first vacation guests with ease. Gated Resort Living in a Premier Beach Location Located within Aloha Kai, a gated, family-friendly resort community in the heart of Crescent Beach, this villa offers a wonderful combination of privacy, convenience, and resort-style amenities with easy access to the spectacular white quartz sands of Crescent Beach, the emerald-green waters of the Gulf of Mexico, and Aloha Kai’s expansive heated swimming pool. Relax beneath shaded beach pavilions, take peaceful walks along the shoreline, and experience the unforgettable sunsets that make Siesta Key one of Florida’s most beloved coastal destinations. This Turnkey Vacation Home with Rental Potential offers the flexibility to enjoy your own highly sought-after Siesta Key,Florida retreat while the location make this an appealing opportunity for buyers looking for both lifestyle and investment potential exploring short-term rental opportunities. With a three-day minimum rental period, the property may accommodate vacation guests when you’re not enjoying it yourself, subject to applicable community rules and local regulations. Your Beachside Lifestyle Awaits, Imagine arriving at your own beautifully furnished turnkey costal villa located in a gated community setting , spending sun-filled days by the beach or pool, and ending each evening with a spectacular Gulf Coast sunset. Make Villa 61 your own and start living the Siesta Key lifestyle!

6020 Midnight Pass Road Unit 61, Sarasota

$3,750,000

5 Beds ⋅ 6 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code

Welcome to an exceptional newly renovated residence in the highly coveted Bay Island neighborhood on north Siesta Key, where timeless coastal architecture and modern luxury come together in one of Siesta Key’s most desirable locations. Situated on an expansive 0.48-acre homesite, this beautifully designed home offers 4,536 square feet of refined living space with a total of 5 bedrooms, 5 full bathrooms, and 1 half bath. Thoughtfully enhanced with all-new finishes, designer upgrades, and top-of-the-line appliances throughout, the home also enjoys glimpses of the water that complement its tranquil coastal setting. A private gated driveway leads to a detached 4-car garage and guest suite with 2 bedrooms and 2 bathrooms, providing both privacy and convenience. At the center of the residence is a stunning chef’s kitchen designed for both everyday living and entertaining, featuring all-new, top-of-the-line appliances, including an impressive 72-inch Monogram refrigerator and professional-grade Wolf range, complemented by custom cabinetry, elegant stone surfaces, and a spacious center island. The adjoining great room and dining area seamlessly connect to the outdoor living spaces, while the luxurious primary suite provides a private retreat with a spa-inspired bathroom, generous walk-in closets, and peaceful views of the surrounding tropical landscape. Step outside to your own private coastal oasis, where a screened pool and expansive pool deck create the perfect setting for relaxation and entertaining year-round. Beautifully landscaped grounds and thoughtfully designed outdoor living areas enhance the home's resort-style atmosphere. Located just moments from Siesta Key’s world-renowned beaches, waterfront dining, boutique shopping, and Sarasota’s vibrant cultural amenities, this exceptional residence offers an unparalleled blend of privacy, sophistication, and convenience. A rare opportunity to own a luxury home on Norsota Way, where exceptional craftsmanship and the coveted island lifestyle come together.

604 Norsota Way, Sarasota

$25,500,000

6 Beds ⋅ 6 Baths ⋅ Fidder Bayou SubDv. ⋅ 34242 Zip Code

Under contract-accepting backup offers. For the first time The Higel Estate presents a rare opportunity to acquire 4200, 4189, and 4185 Shell Road, creating a 2.64-acre Gulf-front estate on Siesta Key with approximately 290ft of frontage along Sarasota Big Pass with a private beach. Rooted in the island's Old Florida character, the property brings together a collection of residences and an expanse of Gulf-front land rarely found along Sarasota's coastline. Built in 1953, the original main residence and guest house remain nestled among mature tropical landscaping, just steps from the private beach. Across the three parcels, the scale of the assemblage creates the opportunity to envision something extraordinary. Architectural plans by MHK Architecture illustrate the potential for an approximately 14,000sqft residence, transforming the acreage into one grand coastal estate. Alternatively, the existing residence could become the centerpiece of a private multi-residence compound, with a separate conceptual plan envisioning an approximately 8,000sqft residence across the additional parcels. These plans offer a glimpse of what may be possible, while the combined acreage leaves the door open to an entirely different vision, shaped by the ambitions of its next owner. Named after Sarasota pioneer Harry Higel, Higel Avenue holds a distinctive place in the history of Siesta Key. Today, its Gulf-front corridor remains one of the area's most coveted settings, where assembling acreage of this scale has become increasingly difficult. The Higel Estate brings together the elements that define a truly exceptional coastal offering: a meaningful stretch of Gulf frontage, a private beach, historic island character, and the rare opportunity to shape what comes next.

4200 Shell Road, Sarasota

8212 Midnight Pass Rd Road Unit 1-10, Sarasota

$4,500,000

34242 Zip Code

Siesta Key Bungalows is a cozy island offering 10 one-bedroom bungalows, some over looking the tranquil pristine blue waters of Heron Lagoon, and others overlook the lush tropical courtyard of Siesta Key Bungalows. The Bungalows sit less than a mile away from Siesta Key's beaches and boast free kayaking and canoeing on Heron Lagoon as well as a sparkling, heated pool and affordable rates year round. Siesta Key Bungalows are located near all 3 beaches on Siesta Key. You will be able to view all the beauty Siesta Key has to offer. Siesta Key offers a free trolley that connects the entire island including Siesta Key Bungalows. Gross income in past years prior to the hurricane was just over $500,000.00. Net operating income was just over $200,000.00 for the year.

8212 Midnight Pass Rd Road Unit 1-10, Sarasota

5950 Midnight Pass Road Unit 201, Sarasota

$575,000

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

Gulf-side living at its best! This charming, completely remodeled two bed, two bath ground-floor residence offers the perfect blend of coastal style, comfort, and convenience. Renovated from top to bottom, the home features new electrical and plumbing, impact windows and doors, stylish new flooring, beautifully updated bathrooms, and a stunning kitchen with quartz countertops, tile backsplash, breakfast bar, and stainless-steel appliances. This unit offers a comfortable living space with the primary bedroom with ensuite half bath, while the guest bedroom is conveniently located near the fully remodeled hall bath. With everything already beautifully updated, this inviting residence is ready to enjoy from day one! Step outside your door and enjoy the best of the Gulf-side lifestyle with private beach access, a sparkling community pool, and inviting outdoor seating areas with picnic tables. Assigned parking and additional guest spaces add everyday convenience, while short-term rentals are permitted, offering excellent rental potential. There are also bookings already in place that can be retained by the new owner, if desired. Ideally located close to the Village, you'll be just minutes from shops, restaurants, and entertainment, with the free trolley nearby providing easy access to both sides of the Key. Whether you're looking for your own beachside escape or an investment with income potential, this beautifully renovated coastal retreat offers an opportunity to enjoy the Florida lifestyle from day one.

5950 Midnight Pass Road Unit 201, Sarasota

$850,000

2 Beds ⋅ 2 Baths ⋅ Crescent Royale SubDv. ⋅ 34242 Zip Code

Your Siesta Key beach getaway awaits! This two-bedroom, two-bath condo offers an exceptional location, convenience, and investment potential just steps from the world-famous white sands of Siesta Key Beach. Freshly painted and professionally cleaned, this unit is ready for its next owner to enjoy. One of the standout features of this condo is its prime location within the building, situated just steps from the elevator, with convenient parking located nearby. Whether you're bringing in groceries, unloading luggage, or heading out for a day at the beach, this desirable location makes coming and going effortless. Enjoy the Florida lifestyle with access to community amenities, including a heated swimming pool, fitness center, shuffleboard, and outdoor grilling areas. Located directly across from Siesta Key Beach and just minutes from the shopping, dining, and entertainment of Siesta Key Village, everything you need is within easy reach. With weekly rentals permitted, this property offers excellent flexibility as a personal beach retreat, seasonal residence, or income-producing investment. Whether you're looking to enjoy the island lifestyle yourself or take advantage of its rental potential, this condo offers an exciting opportunity to own a piece of paradise on Siesta Key!

797 Beach Road Unit 415, Sarasota

6005 Midnight Pass Road Unit S6, Sarasota

$839,000

2 Beds ⋅ 2 Baths ⋅ Provintial Gardens SubDv. ⋅ 34242 Zip Code

Escape the winter blues with this turnkey furnished free-standing villa ready for IMMEDIATE occupancy with DEEDED SIESTA KEY BEACH and BAY access steps away in a non age restricted community. No logistical headaches having to furnish a property in order to occupy or rent it. This beautifully decorated and extensively updated, maintenance-free, open floor plan, villa can be your very own piece of paradise. Offering two spacious bedrooms and bathrooms, a flex (den) space, a full size washer/dryer, and your very own lush private patio oasis, all designed with comfort and style in mind. Added peace of mind comes from no flooding or storm damage sustained from recent storms. Some of the many updates include an extensive renovation to replace the old 1960s cast iron drain lines under the property’s slab with all-new PVC lines. Once completed, designer selected wood look tile flooring was added throughout the majority of the home. This intrusive, time-consuming, and costly project has already been completed, putting a new owner at ease regarding future concerns and major costs. The roof and A/C are new as of 2025, exterior painting will be completed by December. The primary bathroom has been completely updated, along with new hardscaping and landscaping. Handpicked light fixtures and ceiling fans have been installed, along with brand new solid core doors throughout the home to reduce noise from room to room. New coastal colors and tones have been added to the interior, along with all new appliances within the past two years. For accessibility 36 inch doorways and grab bars are present, as well as smart home features such as keyless electronic front door entry, nest thermostat, and ring door bell. The residence invites plenty of natural light into the home, with multiple windows and sliding glass doors enhancing the appeal of the split floor plan. The primary and expansive guest suite are located on opposite sides of the villa, providing ample space and privacy for all. The kitchen features an abundance of soft close cabinets, granite countertops, a large pantry, water filter system, and stainless steel appliances. Throughout the villa, you will find plenty of built-in storage closets, crown molding, as well as both a walk-in shower (primary) and a soaking tub (guest). Open your three sliding glass doors to create a seamless extension of your living space into your private tropical sanctuary, complete with an outdoor shower. The guest suite includes its own private outdoor space with a water fountain. When you are ready to venture out and enjoy your surroundings, there is an endless list of options to keep you busy. Enjoy your morning coffee while watching the sunrise/wildlife at the community’s bay front park with a new seawall. Here, you will find a kayak launch with two storage racks specifically for your use. Head out on the water kayaking/paddle boarding among dolphins and manatees. The community’s bay front park includes a day dock for residents’ use. Choose between relaxing on the beach with the sand between your toes or reading a book by the pool, with deeded access to the beach and one of the largest heated pools on Siesta Key via Aloha Kai across the street. Catch the free trolley to enjoy a casual lunch or a fine dining dinner. Owners can rent their property on a monthly basis with three weekly rentals permitted a year (outside of Jan-March) and can have one pet. The monthly HOA fee is $1,113. Come enjoy winter on Siesta Key!

6005 Midnight Pass Road Unit S6, Sarasota

$2,149,000

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

Discover the best of Siesta Key waterfront living in this beautifully renovated canal-front residence, where modern comfort, thoughtful design, and an exceptional island lifestyle come together on nearly half an acre. Extensively renovated (2024 - 2025), this four-bedroom, three-bath home offers 3,541 square feet of inviting air-conditioned living space, a private dock and a west-facing backyard retreat designed for enjoying Florida's beautiful sunsets. The spacious open-concept interior features a beautifully updated kitchen with new appliances, generous living and dining areas, and expansive views of the pool and canal beyond. A thoughtfully designed split floor plan includes two private primary suites with ensuite baths, ideal for family and guests. The main primary retreat overlooks the water and features a luxurious bath with a soaking tub, walk-in shower, dual vanities, and access to an outdoor shower. Two additional bedrooms provide flexibility for guests, a home office or den, including one with a private courtyard entrance. Extensive improvements completed in 2024/2025 include beautifully updated interiors and major home systems, two HVAC systems, a replaced roof with storm-code strapping, impact-resistant windows, sliding doors and garage door. Outdoors, the heated pool, coral stone lanai and expansive fenced backyard create an inviting setting for entertaining or simply relaxing in the island sunshine. Boating enthusiasts will appreciate the private Trex dock, 112-foot seawall and canal access with just one higher fixed bridge to Sarasota Bay. A two-car garage and extended driveway add convenience. Ideally located just moments from Siesta Village's restaurants, boutiques and entertainment, and minutes from the world-renowned powdery white sands of Siesta Beach, this beautifully updated waterfront home offers the perfect balance of relaxed island living, boating adventures and modern coastal comfort. Your Siesta Key lifestyle awaits.

5012 Higel Avenue, Sarasota

$659,000

2 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code

RARE SIESTA KEY OPPORTUNITY! Experience the best of coastal Florida living in this beautifully updated 2-bedroom, 2-bath villa with a versatile bonus room in Whispering Sands, an exclusive 55+ Gulf-front community with private deeded beach access to world-famous Siesta Beach. Just steps from the sugar-white sand, this move-in-ready residence combines relaxed coastal elegance with thoughtful updates and an inviting open-concept layout. The beautifully remodeled kitchen features white shaker cabinetry, quartz countertops, stainless-steel appliances, an oversized island, designer backsplash, and abundant storage—perfect for everyday living or entertaining. The spacious primary suite offers a private retreat with a stylishly remodeled bath and walk-in shower, while the guest bedroom provides comfortable accommodations for family or visitors. The bonus room adds valuable flexibility for a home office, media room, hobby space, or additional sleeping area. Step outside to your private tropical courtyard, the perfect spot for morning coffee, afternoon cocktails, or unwinding after a day at the beach. Whispering Sands offers an exceptional resort-style lifestyle with two heated pools, clubhouse, library, shuffleboard courts, scenic lakes, lush tropical landscaping, and an active social calendar. Enjoy the convenience of being just minutes from Siesta Key Village’s renowned dining, boutiques, entertainment, and nightlife, with downtown Sarasota, arts, culture, and waterfront attractions also close by. Opportunities to own a beautifully updated villa with private Gulf-front beach access on Siesta Key are limited. Schedule your private showing today before this exceptional opportunity is gone!

214 Hourglass Way Unit V-4, Sarasota

5830 Midnight Pass Road Unit 8, Sarasota

$429,000

1 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code

BEACH LOVERS AND INVESTORS, THIS ONE IS ALL ABOUT THE LOCATION! Welcome to Unit 8 at Jamaica Royale on Siesta Key, where being close to the beach doesn't get much better! Just steps from the world-famous Siesta Key Beach, this is one of the closest villas to the sand, making it easy to spend your days enjoying the Gulf's turquoise waters. Even better, the pool is right off your back patio, putting two of the most sought-after vacation amenities just outside your door! This prime location is a major draw for renters looking for the ultimate beach getaway. Thoughtfully renovated and designed to maximize comfort and functionality, this studio features a fresh coastal theme, luxury vinyl plank flooring, quartz countertops, and soft-close cabinetry. The inviting interior includes a Murphy-style bed, comfortable leather sofa, and dining for four. Offered turnkey furnished, it's ready for you to enjoy or begin generating rental income. Weekly rentals are permitted, and owners have the flexibility to use the onsite rental company or choose their own rental management. Even better, owners may have up to two pets! Beyond your villa, Jamaica Royale welcomes you with beautifully maintained grounds, lush tropical landscaping, private deeded beach access, and three resort-style pools. A nearby stop for the Siesta Key trolley makes it easy to explore Siesta Key Village, with its charming boutiques, local restaurants, and lively entertainment. Whether you're searching for a personal beach escape, a vacation rental investment, or the best of both worlds, this is your opportunity to own a slice of paradise in a location that truly stands out!

5830 Midnight Pass Road Unit 8, Sarasota

$625,000

2 Beds ⋅ 2 Baths ⋅ Polynesian Gardens SubDv. ⋅ 34242 Zip Code

TURNKEY FURNISHED, FREE-STANDING VILLA ON SIESTA KEY! TAKE YOUR GOLF CART TO PUBLIC BEACH! Ideally located in the highly desirable Polynesian Gardens along the Intracoastal Waterway, this charming 2-bedroom, 2-bath villa offers the privacy and feel of a single-family home with the convenience of low-maintenance, lock-and-leave living. TWO DOGS ALLOWED! LOW HOA FEES. An excellent choice for a personal island retreat. One of only ten villas overlooking the expansive community pool, this home features a private entrance, covered carport, screened lanai, and inviting outdoor living spaces surrounded by lush tropical landscaping. Relax around the LP gas fire pit or enjoy the Florida sunshine just steps from the community pool. The villa is also positioned at one of the higher elevations within the community. Major updates include a NEW ROOF (2023), HVAC SYSTEM (2023), WATER HEATER (2025), NEW GUTTERS (2025), programmable Nest thermostat, remote-entry touch keypad lock, and remote camera system. (OVER $100,000 OF RENOVATIONS HAVE BEEN DONE.) Enjoy everything the Siesta Key lifestyle has to offer! Spend your days fishing or watching dolphins and manatees from the community dock and fishing pier overlooking the Intracoastal Waterway. Walk or take your GOLF CART to nearby dining, shopping, coffee shops, nightlife, grocery stores, marina access, and local favorites including Captain Curt’s. World-famous Siesta Key Beach, known for its powdery white quartz sand, is just across the street. Hop aboard the free trolley to Siesta Key Village for even more dining, shopping, and entertainment. Rental history is available in the attachments. Whether you’re looking for your own island getaway, a seasonal rental, or an easy-care Florida retreat, this villa offers an exceptional opportunity to enjoy the ultimate Siesta Key lifestyle. MOVE IN, RENT OUT, OR SIMPLY RELAX!

1229 Moonmist Circle Unit P6, Sarasota

1250 N Portofino Drive Unit 304, Sarasota

$394,000

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

Under contract-accepting backup offers. Looking for a home for your boat, a beach lifestyle, or an investment? Enjoy sunrises over the marina, afternoons on Siesta Key Beach, and evenings on your enclosed balcony overlooking the boats and colorful skies. This furnished 1BR/2BA condo in Siesta Harbor is beautifully updated with an open floor plan, luxury vinyl flooring, remodeled kitchen (2022) with white shaker cabinetry, granite counters, glass backsplash, peninsula seating, and stainless appliances. Bathrooms feature quartz vanities and tiled showers; guest bath includes a soaking tub. Impact windows, same-floor laundry, and private storage add convenience. Siesta Harbor, a 55+ community, offers private beach access, heated pool/spa, lush landscaping, fishing pier, and a full calendar of social activities. Dock leases may be available for boats up to 30’. Additional amenities include covered parking, on-site manager, and a new roof (2025). Ideally located off the South Bridge near dining, shops, and the free Siesta Key trolley, this turnkey condo is perfect as a vacation retreat, full-time residence, or investment.

1250 N Portofino Drive Unit 304, Sarasota

6006 Midnight Pass Road Unit 11, Sarasota

$449,000

1 Beds ⋅ 1 Baths ⋅ Casa Mar SubDv. ⋅ 34242 Zip Code

Your opportunity to own a slice of Siesta Key at an exceptional value, with nearly 200 feet of deeded beach frontage! Priced as the lowest-priced true 1-bedroom/1-bath condo on Siesta, this charming FURNISHED cottage villa features two additional sleeper sofas and has been refreshed by the new owners. Whether you’re searching for a personal beach retreat, a seasonal escape, or an income-producing vacation rental when not enjoying it yourself, this is THE ONE! Walk to Siesta Key’s world-famous white quartz sand beaches and the turquoise waters of the Gulf of Mexico from this inviting beachside condo offering 600 square feet of interior living space, a 108-square-foot screened lanai, and just completed is the brand-new outdoor paver patio. The new patio provides additional space for outdoor seating, relaxing, and enjoying the island breeze. Inside, vintage island character meets relaxed coastal living, with freshly painted vaulted wood-beamed ceilings, timeless terrazzo flooring, abundant natural light, and an open living area that flows seamlessly to the kitchen and screened lanai - the perfect spot for morning coffee or unwinding after your day on the beach. The kitchen features solid-surface countertops, an eat-in dining area, two windows and an open connection to the main living space. The spacious bedroom offers ample storage, including built-ins within the oversized closet, while the bathroom features a walk-in shower. Recent improvements include new furniture, new ceiling fans and lighting, new doorknobs and hardware, all towels, new TV's and cable boxes (cable is part of your HOA), a new A/C in 2025, a new building roof in 2024, a water heater replaced in 2021, updated bathroom plumbing, and partial impact windows and fresh coat of paint inside and at all entry points. An assigned covered carport is conveniently located directly outside your private ground-floor entrance, making access effortless with no stairs to navigate. Casa Mar delivers the Siesta Key lifestyle buyers dream of, with private deeded beach frontage, two covered beach pavilions, two community pools, tennis and pickleball courts, basketball, a clubhouse, four BBQ grilling areas with picnic tables, and community laundry facilities. The condo fee includes cable TV, internet, water and sewer, building insurance, and grounds maintenance. Getting around the island is easy, too! The Siesta Key Breeze Trolley stops right at the Casa Mar entrance on Midnight Pass Road, offering convenient transportation to Siesta Key Village for dining, shopping, and nightlife, or take it south to Turtle Beach for some kayaking. With exceptional amenities, weekly rentals permitted, and the flexibility to enjoy it yourself and generate rental income, this TURNKEY beach getaway offers the best of island living. Don’t miss this opportunity to own your own piece of paradise on Siesta Key!

6006 Midnight Pass Road Unit 11, Sarasota

$739,000

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

LOCATION, LOCATION, LOCATION! This beautifully updated 2 bed, 2 bath home, ideally located directly across from world-famous Siesta Key Beach. Offering views of the pool, lush landscaping, and a partial ocean view, this gorgeous turnkey furnished residence combines a relaxed coastal setting with an exceptional location. The thoughtfully updated interior features of this 2nd floor unit offers luxury vinyl plank flooring throughout and a stunning kitchen with custom cabinetry, quartz countertops, a subway and mosaic-style backsplash, and a center island with convenient breakfast seating. The defined dining and living areas provide a comfortable space for both everyday living and entertaining, with sliding glass doors extending the living space onto the balcony and bringing the outdoors in. The primary suite offers an ensuite bath, walk-in closet, and its own sliders leading to the balcony. The spacious guest bedroom includes a Murphy bed cabinet, providing flexibility for guests when needed, along with a second full bath. Benefiting from hurricane impact windows for peace of mind this tastefully decorated home is ready to enjoy from day one! Step outside and enjoy the peaceful surroundings from the private balcony or take advantage of the unbeatable location just across from Siesta Key Beach. Stroll to the Village for its lively music, dining, and shopping, or hop aboard the free beach trolley for an easy way to explore the island. With Sarasota's downtown arts, culture, dining, and entertainment just a short drive away, along with the boutiques, restaurants, and waterfront atmosphere of St. Armands Circle, this property offers the perfect balance of beach living and convenience. Whether you're looking for a vacation home, a place to escape and enjoy the Florida lifestyle, or an investment opportunity, this inviting Siesta Key residence offers a wonderful combination of location, updates, and relaxed coastal living.

5600 Beach Way Drive Unit 207, Sarasota

6300 Midnight Pass Road Unit 1005, Sarasota

$1,200,000

2 Beds ⋅ 2 Baths ⋅ Crystal Sands SubDv. ⋅ 34242 Zip Code

Full gulf views and right on the beach! Experience breathtaking coastal living from this spectacular 10th-floor condominium at Crystal Sands on Siesta Key being offered turnkey furnished. Enjoy panoramic beach and gulf views from the living areas and both bedrooms, creating an incredible backdrop for morning coffee, relaxing afternoons, and unforgettable sunsets. From this elevated vantage point, you'll also enjoy beautiful views of downtown Sarasota. Located directly on Siesta Key's desirable Crescent Beach, this residence offers the quintessential Florida beach lifestyle. The comfortable floor plan features spacious living areas, luxury vinyl plank flooring, newer appliances and a 30-foot lanai accessible from the living room and both bedrooms. Excellent rental income opportunity with 2-week rentals permitted and an onsite rental management staff to handle every detail. Enjoy the flexibility of using the condominium as your own private beach retreat while generating rental income when you're away. Whether you're looking for a vacation home, investment property, or the perfect combination of both, this is a rare opportunity to own a gulf-view residence in one of Sarasota's most desirable locations. Pet friendly.

6300 Midnight Pass Road Unit 1005, Sarasota

$749,000

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

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

5302 Las Rosas, Sarasota

5830 Midnight Pass Road Unit 18, Sarasota

$539,000

1 Beds ⋅ 1 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code

The nicest 1-BR villa at the beautiful Jamaica Royale on Siesta Key -and- SELLER FINANCING AVAILABLE -- at the #1 Beach in America! This beautifully renovated ground floor 1-bedroom villa is offered completely turnkey furnished and has been used exclusively by the owner and maintained as a personal beach retreat. / The renovation features an impressive collection of upgrades and high-end finishes, including Crema Marfil chiseled-edge marble floors, blue quartz kitchen countertops, a striking mother-of-pearl kitchen backsplash, beautiful white shaker kitchen cabinets, and recessed lighting. The bathroom is beautifully finished in natural travertine stone with frameless glass shower doors and a hydro-flush toilet. The kitchen is equipped with brand new stainless-steel appliances, including an LG counter-depth refrigerator. Also featured are impact windows and doors, a brand-new A/C system, new Rheem 50-gallon water heater, and new Whirlpool stackable washer/dryer. The villa is furnished with brand-new furniture, including two queen beds and a 75-inch flat-screen TV. Everything is in place for your immediate personal enjoyment or rental use. / With strong demand for vacation rentals on Siesta Key, this property offers estimated rental income of $50,000–$60,000 annually, while still providing the opportunity to enjoy it personally as desired. An onsite professional rental office provides convenient year-round rental management, or owners may choose to self-manage their rentals. / Jamaica Royale is a direct oceanfront gated community, and offers an exceptional beachfront lifestyle with its private beach and powder-soft white quartz sand, direct frontage to the Gulf of Mexico's crystal-clear waters, three heated swimming pools, resort-style amenities, community gas-grills, recreational facilities, and stunning Gulf sunsets. New carports are currently anticipated for 2027. No milestone inspections. The very desirable Building 1-22 villa row offers exceptionally close and convenient beach access -and- south facing patio sunshine. / Whether you are looking for a turnkey Siesta Key beach retreat or an income-producing vacation rental, this exceptionally well-appointed completely-renovated villa combines a premier beach location, brand-new furnishings, and the flexibility to enjoy the property yourself and/or generate rental income. / This is a fantastic opportunity to own quality beachfront real estate at the #1 Beach in America. With SELLER FINANCING AVAILABLE, don’t miss this one!

5830 Midnight Pass Road Unit 18, Sarasota

$1,067,000

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

Virtually Staged. WATERFRONT OPPORTUNITY ON SIESTA KEY! ATTENTION BUILDERS, INVESTORS AND BUYERS: Turnkey waterfront property offering coastal living and excellent potential. This move-in-ready home comfortably accommodates up to eight guests and features durable terrazzo flooring throughout, recently completed exterior paint (2025), an updated kitchen with Corian countertops, extensive cabinetry and a new gas range, plus renovated bathrooms with clean, modern finishes and replacement windows. Enjoy a newer seawall and direct boat access to open water with just one bridge. The property also features a newly constructed front deck, parking for up to six vehicles and a converted garage/storage area ideal for beach equipment, bicycles and tools. A flexible bonus space could be used as a third bedroom, art studio, sunroom or home office. There is ample room to add an in-ground pool, subject to buyer verification and applicable approvals. Located on a street with surrounding homes reportedly valued up to $7 million, this property is well suited for investors, seasonal residents or anyone seeking a low-maintenance, lock-and-leave coastal home.

528 Ralph Street, Sarasota

1300 N Portofino Drive Unit 105, Sarasota

$399,900

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

YOU DESERVE PARADISE! MOVE RIGHT IN TO THIS PRISTINE DOLLHOUSE! BEACH ACCESS! BOATING! PERECT ONE BEDROOM WITH 2 FULL BATHS! GRANITE COUNTERTOPS, TOP OF THE LINE SHOWER ENCLOSURE, IMPACT/HURRICANE WINDOWS!! THIS HAS IT ALL!, WALK RIGHT OUT FROM YOUR LANAI TO YOUR BOAT DOCK, HEATING SWIMMING POOL, HOT TUB, SAUNA, SHUFFLEBOARD, DOCK ON THE INTRACOASTAL FOR MEETING WITH YOUR FRIENDS, FISHING OR JUST RELAXING! SIESTA HARBOR IS IN A PRIME LOCATION ON THE KEY, WALKING DISTANCE TO SHOPS, RESTAURANTS, CATCH THE TROLLEY RIGHT OUTSIDE YOUR DOOR, BEACH ACCESS RIGHT ACROSS THE STREET TO BEAUTIFUL SIESTA KEY BEACH WITH QUARTZ CRYSTAL SAND! THIS UNIT IS HOME OR A RENTAL, UP TO YOU! MOVE RIGHT IN, NEW HVAC, TILE FLOORS, CROWN MOLDING, PLANTATION SHUTTERS, FULL GLASS ENCLOSURE ON THE LANAI THAT BRINGS IN THE SUNSHINE, WATCH THE DOLPHINS, BOATING.. EVERYTHING UPGRADED WITH THOUGHT, NO POPCORN ON THE CEILINGS, ALL REDONE! ALL UNDER $400,000! YOU DESERVE PARADISE!

1300 N Portofino Drive Unit 105, Sarasota

$875,000

2 Beds ⋅ 3 Baths ⋅ Siesta Town House SubDv. ⋅ 34242 Zip Code

DIRECT, UNOBSTRUCTED GULF-FRONT 2-STORY RESIDENCE WITH SPECTACULAR SUNSETS! Beautifully renewed and extensively restored, this exceptional Siesta Key waterfront residence has been thoughtfully and superbly finished throughout—offering a fresh, sophisticated interior, breathtaking Gulf views and a truly one-of-a-kind coastal lifestyle. Step inside to a bright, open floor plan filled with natural light and beautiful Gulf views. Engineered hardwood flooring extends throughout both levels, while custom shiplap adds distinctive coastal character on both the first and second floors. Triple sliding glass doors open the living area to the lanai—the perfect place for morning coffee, evening cocktails and unforgettable Siesta Key sunsets. A convenient half bath on the first floor is ideal for guests. The beautifully updated kitchen features quartz countertops, soft-close white cabinetry, a custom tile backsplash and new GE appliances, including a stylish vent hood. Casual bar seating keeps the kitchen open to the main living area—and those wonderful water views. Upstairs, the private Owner's Suite is a true retreat, with its own Gulf-front balcony, custom shiplap detailing, three closets and an en-suite bath with a beautifully tiled walk-in shower. A spacious second bedroom, full guest bath and convenient laundry area with a full-size Whirlpool washer and dryer complete the second floor. The extensive restoration includes a new metal roof, new HVAC system, new water heater, new impact sliding glass doors, new engineered hardwood flooring, new kitchen cabinetry, quartz countertops, appliances, furnishings and more. These complement previous improvements to the residence, including hurricane-impact windows, updated plumbing and electrical, upgraded insulation and beautifully updated baths. And then there is the setting—Siesta Town House is truly one of a kind. This intimate enclave of just 20 townhomes is unlike anything else on Siesta Key, with every residence directly fronting the Gulf. Arranged around a charming semi-circular pebbled drive with a beautiful pond and fountain at its center, the community encompasses approximately three waterfront acres and has a wonderfully private, close-knit feel. Neighbors know one another, look out for one another, and have created the kind of community where friendships often feel more like family. And the private community pier is a standout amenity all its own. Lighted for evening enjoyment and equipped with water and a convenient fish-cleaning station, this substantial Gulf-front pier offers some of the best fishing and wildlife watching right outside your door. Cast a line as tarpon make their seasonal run, watch dolphins and other marine life move through the water, or catch a glimpse of sharks cruising offshore. There’s even a favorite gathering spot for the local pelicans—a familiar and much-loved part of the Siesta Town House scenery. The pier offers a front-row seat to the natural beauty and ever-changing life of the Gulf. An assigned covered carport and shared storage add everyday convenience. Just minutes from the world-famous sands of Siesta Beach and within walking distance of the restaurants and shops of Siesta Key Village, yet tucked away in a peaceful waterfront setting. Beautifully renewed, wonderfully private and directly on the Gulf—this is a rare opportunity to experience Siesta Key living at its best.

4532 Ocean Boulevard Unit 209, Sarasota

$700,000

2 Beds ⋅ 2 Baths ⋅ Crescent Royale SubDv. ⋅ 34242 Zip Code

Under contract-accepting backup offers. Enjoy condo living in this fully furnished ground level unit. Vacation or rental opportunities also. Beautifully decorated with all the pleasures of home.

777 Beach Road Unit 1E, Sarasota

$1,400,000

4 Beds ⋅ 2 Baths ⋅ Ocean View SubDv. ⋅ 34242 Zip Code

WELCOME TO THE SIDE OF SIESTA KEY YOU NEVER WANT TO LEAVE. Glistening Heron Lagoon stretches peacefully behind this beautifully restored and renovated income producing single family home, while just beyond, the Gulf of Mexico makes its presence known through salty breezes and the sound of waves in the distance. Surrounded by lush tropical greenery on a deep Siesta Key lot, this is an exceptional combination of island lifestyle, 5 Star vacation home with income potential and long term land value. Tax records reflect four bedrooms, with the fourth currently enjoyed as an office, plus two full baths. Single story, built to enhance the open, airy feeling inside, while the home's connection to the outdoors keeps the peaceful lagoon and tropical setting at the center of everyday life. Following the 2024 storms, the home was extensively renovated, fully permitted and improved creating a fresh and beautifully finished property. The new kitchen and baths, gleaming tile floors and light filled interiors are perfectly suited to relaxed island living. Your private pool and spa are surrounded by tropical greenery with the peaceful waters of Heron Lagoon beyond. Spend afternoons by the pool and enjoy spectacular sunset colors. The deep lot provides a wonderful sense of space and privacy, while the substantial brick paver driveway offers abundant parking for owners and guests, an increasingly valuable feature on Siesta Key and an important advantage for a successful vacation rental. For the investor or second home buyer, the opportunity becomes even more compelling. This highly sought after vacation rental generates approximately $114,000 in annual gross rental revenue despite being only self managed by an out of state owner. It offers an established income stream with the flexibility to enjoy the property yourself, creating the possibility of owning a Siesta Key getaway that can also work for you when you are away. Prior to the extensive restoration and improvements that followed, the property received an appraisal with an opinion of value of $1,300,000 as of September 2024. Since that time, substantial additional work and improvements were completed. What cannot be duplicated is the setting and the land. A deep single family homesite on Siesta Key overlooking Heron Lagoon, surrounded by tropical greenery with the Gulf just beyond offers tremendous possibilities. Continue its successful vacation rental use, make it your island getaway, enjoy it as a full time residence, or hold an increasingly scarce piece of Siesta Key real estate for the future. The property offers approximately 1,625 square feet of living area, four bedrooms per tax records, two full baths, a garage, private pool and spa, dock, covered outdoor living space, and extensive brick paver parking. Glistening lagoon views. Gulf breezes and the sound of the waves. Tropical privacy. Deep lot. Generous parking. Proven rental income. Extensive post storm restoration and renovation. Long term Siesta Key land value. This is more than a successful vacation rental. It is a beautiful single family home, an island escape, an income producing property and an opportunity to own a special piece of Siesta Key. Property documentation reflects a 2017 roof, 2020 plumbing re pipe, 2021 water heater and 200 amp electrical service. Flood insurance is 8,734.00 per year, Homeowners insurance is 7,788 per year and there is no HOA. Come for the opportunity. Stay because you may never want to leave.

8302 Midnight Pass Road, Sarasota

6144 Midnight Pass Road Unit 4N, Sarasota

$1,495,000

2 Beds ⋅ 2 Baths ⋅ Island House SubDv. ⋅ 34242 Zip Code

Welcome to effortless beachfront living at Island House on world-famous Siesta Key, where breathtaking Gulf views, an exceptional beachfront setting, and relaxed coastal elegance come together in one very special residence. Perfectly positioned on the second floor of one of Island House’s highly desirable direct-beachfront buildings, Unit 4 North offers truly unobstructed views of the gorgeous sandy beach and sparkling Gulf of Mexico. With no neighboring building interrupting the panorama, the scenery takes center stage from the main living areas, filling the residence with natural light and creating the unmistakable feeling of being right on the water. Step outside and the beach is just moments away. The elevated second-floor location offers an appealing combination of privacy, convenience, and added peace of mind, while a convenient access ramp makes transporting luggage, groceries, and beach gear especially easy. The residence has experienced no prior water intrusion or storm damage. Inside, the condo is beautifully maintained and move-in ready, with tile flooring throughout for easy coastal living. The updated kitchen features solid-surface and granite countertops and opens comfortably to the living and dining areas, allowing the Gulf views to remain part of the experience whether you are entertaining or simply relaxing at home. Both bathrooms have been tastefully renovated with attractive tiled showers and updated finishes. Whether envisioned as a private Siesta Key retreat, a seasonal residence, or an income-producing investment, Unit 4 North offers outstanding versatility. Island House’s desirable three-night minimum rental policy provides excellent flexibility for owners who want to enjoy the property themselves while also taking advantage of strong vacation-rental potential. Island House offers an impressive collection of resort-style amenities designed for carefree island living, including professional on-site management, beautifully refreshed tropical landscaping, a heated community pool, beach chairs and chaise lounges, shaded beach cabanas, outdoor dining areas, shuffleboard, cornhole, and a welcoming clubhouse complete with billiards, foosball, board games, and gathering spaces. And when you are ready to explore beyond the beach, Siesta Key makes it effortless. Hop aboard the free Siesta Key trolley or use one of the island’s convenient local ride services to visit Siesta Key Village for restaurants, shopping, entertainment, and nightlife. Turtle Beach, boating, fishing charters, downtown Sarasota, museums, theaters, and Sarasota’s renowned arts and cultural attractions are all within easy reach. This is more than a beach condo—it is an opportunity to own a front-row seat to the Siesta Key lifestyle, where mornings begin with Gulf views, days unfold on one of Florida’s most celebrated beaches, and spectacular sunsets become part of everyday life.

6144 Midnight Pass Road Unit 4N, Sarasota

$895,500

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

Under contract-accepting backup offers. Best Value Near Siesta Key Beach — Just 100 Yards Away | VERY MOTIVATED SELLERS | Now $895,500 This is your opportunity to secure a prime coastal property at a newly reduced price—just steps (100 yards) from the world-renowned white sands of Siesta Key Beach. Whether you’re looking for a personal beach retreat, a high-performing investment, or both, this property delivers exceptional value in one of Florida’s most sought-after locations. With projected short-term rental income between $62,900 and $81,770 annually, this fully renovated 2-bedroom residence offers immediate income potential while still allowing you to enjoy it as your own private getaway. Inside, the home features a bright, open-concept design with upscale coastal finishes throughout. The updated kitchen is equipped with quartz countertops, a large island, and premium stainless-steel appliances—ideal for entertaining or hosting guests. The primary suite provides a relaxing, spa-like experience, while the second bedroom offers a private exterior entrance, creating flexibility for rentals or visiting guests. Step outside to a private tropical setting complete with lush landscaping, a patio for outdoor living, and an outdoor shower—perfect after a day at the beach. With no HOA restrictions, recent renovations, and highly motivated sellers, this is one of the most compelling values currently available this close to Siesta Key Beach. Opportunities like this—price, location, and income potential—are rare. Schedule your private showing today.

643 Calle Del Otono, Sarasota

$2,550,000

3 Beds ⋅ 5 Baths ⋅ Bay Island Shores SubDv. ⋅ 34242 Zip Code

Back on the market with a $445,000 price reduction, Rare and extraordinary waterfront offering on the coveted North end of Siesta Key, this premier Bay Island estate parcel presents the ultimate canvas for creating a world-class coastal retreat. Set on nearly half an acre, the property commands sweeping waterway views and offers 90 feet of protected sailboat-water frontage, complete with an existing 73-foot composite and tile dock—exceptional amenity for the discerning boating enthusiast. To seamlessly bring your vision to life, fully customizable luxury home plans, as well as projected expenditure framework are available for review from Salt Wave Construction thus significantly expediting the design-build process. The seller has also committed to demolition of the existing structure, allowing for a smooth and efficient transition to new construction. The proposed residence spans approximately 6,366 square feet, including over 4,000 square feet of refined, air-conditioned living space, thoughtfully designed to maximize waterfront exposure and elevate indoor-outdoor living. Multiple entertaining spaces, expansive terraces, and view-oriented decks create the perfect setting for both grand gatherings and intimate moments, all framed by captivating water vistas. Ideally located for effortless access on and off Siesta Key and just minutes from the culture, dining, and sophistication of Downtown Sarasota, this exceptional property offers the rare combination of privacy, prestige, and proximity. An unparalleled opportunity to craft a legacy waterfront estate in one of Sarasota’s most sought-after enclaves.

732 Siesta Drive, Sarasota

$2,250,000

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

TURNKEY. FULLY FURNISHED. INCOME PRODUCING. Welcome to an exceptional Siesta Key property offering the rare combination of a fully renovated luxury residence, private tropical setting and proven rental income. The home is being offered fully furnished and can include essentially everything needed to operate and enjoy it immediately—from designer furnishings and décor to pots, pans, dishes, silverware, linens, towels and other household essentials. Truly turnkey, the next owner can simply bring a suitcase and begin enjoying the Siesta Key lifestyle or continue the established rental operation. Extensively renovated with a focus on modern comfort, durability and style, the approximately 2,500-square-foot residence features an open, light-filled floor plan, expansive impact windows and doors, durable wood-grain tile flooring, custom wood cabinetry, quartz waterfall countertops and curated designer lighting. The split-bedroom layout offers privacy and flexibility, making the home equally well suited for full-time living, family vacations or rental guests. The spacious primary suite features private outdoor access and a beautifully renovated bath with a freestanding soaking tub and oversized marble walk-in shower. Three additional bedrooms are located on the opposite side of the home, including a junior suite with its own private bath, floor-to-ceiling marble tile and oversized picture window overlooking the pool and outdoor living area. The home comes equipped with a 30-year commercial-grade roof, high-impact windows and doors throughout, new HVAC, pool equipment, water heater and major appliances, designer finishes and bathrooms that feature floor to ceiling marble detailing. Outside, the property becomes a private tropical retreat. The heated saltwater pool and screened enclosure are surrounded by lush landscaping and the expansive double lot provides exceptional privacy and space for entertaining, relaxing or enjoying the Florida lifestyle. For the owner-user, this is a beautifully renovated and fully furnished Siesta Key home requiring little to nothing to do. For the vacation-home buyer, it offers a private escape that can generate income when not in use. For the investor, the established rental history and strong NOI create a compelling income-producing opportunity. A rare opportunity to acquire a fully renovated, fully furnished and income-producing Siesta Key property where luxury, lifestyle and investment potential come together. Located just blocks from Roberts Bay and less than one mile from the world-famous sands of Siesta Key Beach, the location provides convenient access to the beach, dining, shopping and everything that makes Siesta Key one of Sarasota’s most desirable destinations.

4879 Commonwealth Drive, Sarasota

$2,400,000

3 Beds ⋅ 4 Baths ⋅ 34242 Zip Code

Entered as Sold Comparable only. The structure was flood-damaged in Hurricane Helene and sold for land value; it will be razed.

9275 Blind Pass Road, Sarasota

$1,250,000

4 Beds ⋅ 2 Baths ⋅ Mira Mar Beach SubDv. ⋅ 34242 Zip Code

OPPORUNITY KOCKS!!!UNUSALLY AVAILABLE! 7500 SQ FT LOT WITH RANCH/STYLE, ROOMS WITH PRIVATE ENTRANCES DECK WITH AWNING VERY UNIQUE OPPORTUNITY WHERE YOU CAN COMBINE RESIDENTAL AND BUSINESS FLEXABILITY WITH PRIME LOCATION IN SIESTA KEY VILLAGE! ZONED OPI/OFFICE PROFESSIONAL AND INSTITUTIONAL-the property is among a limited number of village locations where certain businesses may legally operate. As a professional office, boutique, spa, investments property or creative combo of both. As it is, it has a large open space/great roomful kitchen, fireplace e, sliding doors to a deck with awning private yard, steps down to office or bedroom 2 with French doors to yard, then to 3rd room with french doors to side patio.The main area has 2 other large rooms, all bamboo floors, 2 full baths, two new air conditioners..It is offered with some furnishings, or make it your own! One of the most outstanding features is the circular gravel driveway.with Royal Palms boasting it! Completely fenced in yard as well..The On site Parking as we know so valuable is fabulous ..at least 8 cars fit easily. location within a block of the village, circle K, bank, trolley, and our world famous Siesta Key Beach!No HOA! Enjoy Siesta and owning a property with parking with flexible usage to accommodate your plans. Opportunities like this are Rare, call Judy for a private showing!

5032 Calle Minorga, Sarasota

6140 Midnight Pass Road Unit 101, Sarasota

$875,000

1 Beds ⋅ 1 Baths ⋅ Horizons West SubDv. ⋅ 34242 Zip Code

Experience the ultimate Siesta Key beach get-away in your TURNKEY FURNISHED, west-facing condo at Horizons West and just steps from your private beach with plenty of beach chairs and five sun cabanas. Enjoy the crystal sands of Crescent Beach where the sand is always cool and you’ll never miss a sunset. This spacious 1-bedroom retreat boasts over 1,000 sq. ft. and has tiered ceilings up to 9 ½ feet. The west facing wall has oversized 6-foot-high impact windows that frame breathtaking panoramic Gulf, beach, resort pool and sunsets sunset views, including dolphin sightings. Perched above the lobby and mezzanine, use the elevator to enter this bright and cheerful end-unit with west and south facing windows in the living room. Enjoy an open, airy floor plan with a designer kitchen featuring stone countertops, stainless appliances, and a breakfast bar. The generously sized bedroom has south and east facing windows and an en-suite bathroom with a beautifully tiled walk-in shower. Resort-style amenities abound: 300 ft. of private beach, two pools, spa, cabanas, grills, and a bayside park with day dock. This unit comes with private carport storage for all your beach toys. Hop on the free Siesta Key trolley for world-class dining and shopping. Come see why Siesta Key is ranked the #1 Beach in the USA and #4 in the world—your piece of paradise awaits!

6140 Midnight Pass Road Unit 101, Sarasota

$1,250,000

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

TROPICAL PARADISE WITH JUST A SHORT WALK AWAY FROM THE WORLD-FAMOUS SIESTA KEY BEACH! Welcome to your own slice of paradise, where the Florida lifestyle truly comes to life. This 3-bedroom, 2-bathroom home is surrounded by lush, mature landscaping featuring majestic palms, beautiful banyan trees, and tropical foliage that creates a private backyard oasis. Step outside and enjoy your own resort-style retreat, complete with a large swimming pool accessible from multiple areas of the home, making indoor-outdoor living and entertaining effortless. Meandering outdoor walkways lined with coconuts lead you through the tropical landscape to a spacious pavered outdoor area perfect for grilling, entertaining, and making memories with family and friends. Inside, the home offers a desirable split-bedroom floor plan, providing privacy and flexibility for family and guests. Additional features include a separate laundry room, spacious 2-car garage, and an electric vehicle charging station. Location is everything, and this one is hard to beat! Nestled in the one-of-a-kind Siesta Isles community, you can walk or ride your bike to the world-renowned Siesta Key Beach and Siesta Key Village without ever having to get on a main road. Enjoy the best of Siesta Key with beautiful beaches, dining, shopping, entertainment, and the laid-back island lifestyle all just moments from home. Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this property offers the perfect combination of location, privacy, tropical surroundings, poolside living, and true Siesta Key charm. Come experience the paradise waiting for you in the backyard!

5541 Cape Aqua Drive, Sarasota

1300 N Portofino Drive Unit 103, Sarasota

$449,500

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

Welcome to your own piece of paradise on world renowned Siesta Key! This beautifully updated and freshly painted 2 bedroom, 2 bathroom residence in the highly desirable Siesta Harbor 55+ community is clean, bright, inviting, and ready for its next owner. Just steps from the soft, powdery sands of Siesta Beach, this is the perfect opportunity to enjoy the laid back island lifestyle you've been dreaming about. From the moment you walk in, you'll appreciate the fresh coastal feel and thoughtful updates throughout. The residence features beautiful luxury vinyl flooring, a renovated kitchen, updated bathrooms, a brand-new vanity in the guest bath, and new and newer appliances. The open and comfortable floor plan is filled with natural light and designed for easy everyday living. Adding even more peace of mind, a brand new air conditioning system was installed in October 2026, so the next owner can enjoy the comfort of a brand-new system from day one. One of the true highlights is the spacious all season's lanai, where you can sit back, relax, and take in the fantastic waterfront views. Watch boats cruise along the shimmering saltwater canal as you enjoy your morning coffee or unwind with a glass of wine in the evening. The canal leads directly to the Intracoastal Waterway and Gulf of Mexico, creating a beautiful backdrop and a constant reminder that you are living on Siesta Key. Siesta Harbor is an active and welcoming 55+ community with an incredible selection of amenities and activities. Enjoy the heated pool and spa, fitness center, sauna, clubhouse, shuffleboard courts, private Intracoastal pier, and a wonderful social calendar filled with community events and activities. Fishing enthusiasts will love the private waterfront pier, while boaters have the opportunity to lease dock space on a first come, first served basis. Residents also enjoy deeded beach access through Crescent Arms, beautifully maintained tropical grounds, on site management, private storage, and same floor laundry. With the free trolley stop conveniently located just outside the community, Siesta Key Village, local shops, restaurants, and entertainment are all easily accessible. The South Bridge provides convenient access to mainland Sarasota, downtown, and the area's many cultural attractions. Whether you're looking for a full-time home, a seasonal escape, or your own island retreat, this residence offers an incredible combination of location, thoughtful updates, waterfront views, amenities, and lifestyle. With the brand-new air-conditioning system, freshly painted interior, updated kitchen and baths, and beautiful waterfront setting, so much has already been taken care of for you. Just move in, relax and enjoy everything Siesta Key has to offer. Come see why life is better on the Key!

1300 N Portofino Drive Unit 103, Sarasota

5858 Midnight Pass Road Unit 13, Sarasota

$530,000

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

Welcome to your tropical retreat at Beachaven, a highly desirable beachfront community on Siesta Key! This turnkey charming 2-bedroom, 2-full-bathroom villa spans 813 sq. ft., offering the ultimate beach escape. Nestled just steps from the pristine powdery white sands and crystal-clear waters, this villa provides unparalleled access to sun-soaked beaches and breathtaking Gulf views. Enjoy your morning coffee or unwind in the evenings on your private lanai, where you can immerse yourself in the sounds of the ocean and the vibrant coastal atmosphere. Beachaven features a heated pool overlooking the ocean, perfect for relaxing while soaking in the sun or enjoying a refreshing dip. The community boasts a unique monthly rental program, allowing you to generate rental income with minimal fees while maintaining the flexibility of using your villa as a personal getaway. This property is ideal for investors or those looking to offset ownership costs. Experience a relaxed lifestyle in this serene community, with easy access to Siesta Key Village, where you can explore boutique shops, delightful restaurants, and lively farmers markets. This villa is more than just a home; it’s a gateway to a vibrant coastal lifestyle. Don’t miss your opportunity to own a piece of paradise in this sought-after location! **This villa offers new appliances, air conditioner was installed in 2022. The metal roof is approximately 20 years old, and is still in good condition. However, due to the age of the roof, the seller is willing to either replace it or provide a credit at closing for a new roof.**

5858 Midnight Pass Road Unit 13, Sarasota

6300 Midnight Pass Road Unit 809, Sarasota

$1,795,000

2 Beds ⋅ 2 Baths ⋅ Crystal Sands SubDv. ⋅ 34242 Zip Code

From its elevated eighth-floor setting at Crystal Sands, this turnkey-furnished residence captures an extraordinary panorama of the Gulf of Mexico and Siesta Key’s renowned white-sand shoreline. Completely renovated in 2022, this two-bedroom beachfront retreat pairs sophisticated coastal interiors with an expansive screened Gulf-front terrace, storm-rated windows and sliding glass doors, and an impressive rental history—all within one of Siesta Key’s most recognizable beachfront communities. Beyond its appeal as a personal beachfront escape, #809 offers an established rental history. The residence averages more than $80,000 in annual gross rental income (2024 – 2026), with bookings extending through year-end, offering a compelling opportunity for buyers seeking to combine personal enjoyment with income potential. Inside, the 1,271-square-foot residence has been thoughtfully reimagined with a fresh coastal aesthetic, luxury vinyl wood-plank flooring throughout, custom architectural ceiling treatments, and an open floor plan that keeps the Gulf firmly in view. The designer kitchen is both polished and functional, featuring granite countertops, custom Shaker-style cabinetry, stainless steel appliances, and a refrigerator cleverly concealed behind coordinating custom cabinet panels. The kitchen opens naturally to the dining area, where a built-in banquette creates an inviting gathering space beneath a dramatic coffered ceiling accented by designer lighting and naturally stained solid-wood beams. Beyond, the Gulf-front living room is framed by walls of glass, drawing your eye directly toward the water and opening to the screened terrace. The terrace is where the Siesta Key lifestyle truly takes center stage. Stretching across the Gulf-facing side of the residence, this generous outdoor living space provides a front-row seat to turquoise water, passing boats, and spectacular Gulf sunsets. A desirable split-bedroom floor plan provides privacy for owners and guests, with both bedrooms positioned to enjoy Gulf views and direct access to the screened terrace. Each bedroom also features a walk-in closet with built-in organization. The primary suite is complemented by a beautifully renovated en-suite bath with dual sinks, granite countertops, extensive built-in linen storage, and an oversized walk-in shower with bench seating. The second bath is also well appointed with newer cabinetry, stone counters and a tub/shower combination. Crystal Sands is an iconic Siesta Key beachfront community distinguished by its classic architectural presence and exceptional location directly on the Gulf of Mexico. Residents and guests enjoy a heated community pool, gated entry, elevators, recreation facilities, covered and guest parking, and direct access to the beach and Gulf. The residence also includes one covered carport space. And when you are ready to venture beyond the beach, some of Siesta Key’s favorite destinations are close at hand. Head north to Siesta Key Village for its lively collection of restaurants, boutiques, cafés, and nightlife, or south toward Crescent Beach, Point of Rocks, and the restaurants and conveniences surrounding Stickney Point Road. The Siesta Key trolley makes exploring the island especially easy, with service along the Key connecting beaches, dining, shopping, and Siesta Key Village.

6300 Midnight Pass Road Unit 809, Sarasota

1300 N Portofino Drive Unit 305, Sarasota

$467,000

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

STUNNING TURNKEY ONE-BEDROOM, TWO-BATH CONDO AT SIESTA HARBOR! Welcome to your own slice of paradise on Siesta Key! This spacious, turnkey one-bedroom, two-full-bath condo features a bright, open floor plan and a fabulous private lanai overlooking the canal, with beautiful views toward the Intracoastal Waterway. Enjoy resort-style amenities including a heated pool, outdoor spa, poolside shower, shuffleboard, barbecue area, and clubhouse. The clubhouse offers a full kitchen, fitness room, sauna, and library. Boat slips are also available for rent through the Harbor Master. Located directly on the main Intracoastal Waterway, the complex and fishing pier provide the perfect setting for relaxing evenings, entertaining, and watching dolphins and manatees pass by. Best of all, beach access is directly across the street through Crescent Arms, making it easy to enjoy the world-famous Siesta Key beaches. The trolley and SCAT bus stop right outside the complex, while restaurants, shops, and other conveniences are just a short walk away. With easy access on and off the Key, this is the perfect beach retreat, vacation home, or investment opportunity. Come experience the Siesta Key lifestyle—you deserve paradise!

1300 N Portofino Drive Unit 305, Sarasota

9000 Blind Pass Road Unit B114, Sarasota

$815,000

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

Virtually Staged. Some room are virtually staged. Wake up to breathtaking, unobstructed views of the Gulf of Mexico on Turtle Beach from this beautifully remodeled 2-bedroom, 2-bath beachfront condominium on the peaceful south end of Siesta Key at Turtle Beach. This End Unit provides additional natural light and privacy! Whether you're searching for a private coastal retreat or an income-producing investment, this residence offers the best of both worlds. Sunsets are stunning! Every detail has been thoughtfully updated with upscale finishes, including a designer kitchen featuring quartz countertops, stainless steel appliances, porcelain tile flooring throughout, and hurricane-impact windows for peace of mind. Both spa-inspired bathrooms boast elegant walk-in showers with frameless glass doors, while the private in-unit laundry room adds everyday convenience. Just minutes from waterfront restaurants, marinas, and all the attractions of Siesta Key, you'll enjoy the serenity of Turtle Beach while remaining close to everything the island has to offer. With an onsite management team available to assist with rentals and a highly desirable one-week minimum rental policy, owners can enjoy the condo whenever they choose while generating outstanding rental income the rest of the year. Luxury finishes, panoramic Gulf views, beachfront living, and exceptional flexibility—this is your opportunity to own a slice of paradise on Siesta Key. Custom shades have been ordered and should arrive soon! Property has been in the rental program at Fisherman's Cove to offset expenses, but Owners used the unit personally in March and October.

9000 Blind Pass Road Unit B114, Sarasota

$1,340,000

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

Your search is over! Located in a quiet neighborhood on the North end of Siesta Key, just 1 mile to the #1 beach in America, this 3-bed, 2-bath home with saltwater pool offers the perfect mix of contemporary chic & coastal charm. The open concept living area invites you to unwind, with natural light that glistens through the French doors that overlook your private lanai and heated saltwater pool. The wood burning fireplace & skylight create a space where relaxation & indulgence harmoniously coexist. The kitchen and dining area provide the perfect ambiance for intimate gatherings & lively entertainment. Take a dip in the pool, lounge on the deck and soak up the sun, and after a day at the beach rinse off in the outdoor shower. Retreat to the owner’s suite, your personal sanctuary, with private en-suite bath. The tranquil glass enclosed sunroom is perfect as an office or meditation room. The split plan layout provides versatility and privacy for your guests with 2 additional bedrooms. There is a laundry room and a separate entrance from the covered carport. Surrounded by lush foliage, the property is fully fenced for privacy, with mature landscaping & a circular driveway. This oversized corner lot offers plenty of room for your RV, golf carts and a boat. Xeriscaped means never having to mow! A mix of modern luxury & coastal charm, this home presents an extraordinary opportunity to live your best life, whether it be used as a private retreat for your own personal enjoyment, or a lucrative seasonal or annual rental. With 1,750 square feet, the home is offered turnkey has over $100,000 in upgrades and all new designer furnishings. Renowned for its vibrant coastal lifestyle, this residence is a stone’s throw from the #1 Beach in the US. the home is one mile from Siesta Village, bustling with restaurants, cafes and shops, as well as Siesta Key’s world-famous Sunset Beach & Pier. Downtown Sarasota’s Bayfront, with its world-class shopping, dining, & cultural events is 5 miles away. Nature lovers, sports enthusiasts, and patrons of the arts have the best of Sarasota at their fingertips with outdoor activities that include waterfront dining, boating, biking, golfing, hiking & fishing nearby. With easy access to state-of-the-art medical facilities, Sarasota International Airport, and the I-75, the location of this home offers the perfect blend of serenity & convenience. A mix of modern luxury & coastal charm, this home presents an extraordinary opportunity to live your best life, whether it be used as a private retreat for your own personal enjoyment, or a lucrative seasonal or annual rental. This distinctive property presently earns $70K in rental income annually.

445 Reid Street, Sarasota

6154 Midnight Pass Road Unit VILLA4C, Sarasota

$575,000

2 Beds ⋅ 1 Baths ⋅ Casa Blanca Villas SubDv. ⋅ 34242 Zip Code

Virtually Staged. Look no further! Best price in the community! This beautifully renovated 2-bedroom, 1-bath standalone villa is located on the Gulf side of Siesta Key in Casa Blanca, just yards from the world-famous quartz sand beach. Renovation was completed in August 2026 and is equipped with brand-new hurricane-rated windows and doors, new HVAC system, and new water heater. The villa features porcelain tile throughout, stunning Taj Mahal quartzite countertops, light natural maple cabinetry, stylish matte-black hardware, and all-new kitchen appliances. The bathroom continues the elevated design with matching quartzite surfaces and a striking walk-in shower. Ceiling fans with dimmable lighting are found in the bedrooms, living room, and lanai, while plantation shutters add a refined, upscale finish to the living and kitchen areas. This unfurnished, villa provides a blank canvas ready for your personal touches and style. Casa Blanca offers exceptional amenities including a private beach, heated pool, renovated recreation room, and vacation rental program, making this an excellent choice for a vacation retreat, investment property, or both. With the beach just yards away and Siesta Key Village only minutes from your door, you’ll enjoy effortless access to restaurants, shops, entertainment, and convenient trolley service located right out front. A beautiful beach villa in an unbeatable location—Don’t let this one get away!

6154 Midnight Pass Road Unit VILLA4C, Sarasota

6006 Midnight Pass Road Unit 60, Sarasota

$479,000

1 Beds ⋅ 1 Baths ⋅ Casa Mar SubDv. ⋅ 34242 Zip Code

Under contract-accepting backup offers. Beautifully Updated One-Bedroom Condo on Siesta Key Enjoy the best of island living in this beautifully updated one-bedroom, one-bath condominium on Siesta Key. This inviting unit has been completely updated and features all-new appliances and a new water heater, offering a fresh, move-in-ready interior. The community offers an impressive selection of on-site amenities, including: • Two swimming pools • Tennis courts • Four shuffleboard courts • Beach access Located on beautiful Siesta Key, this condo offers the perfect combination of comfort, convenience, and the relaxed Florida lifestyle. Whether you’re looking for a full-time residence, seasonal getaway, or investment opportunity, this property provides an excellent opportunity to own a piece of paradise just steps from the beach.

6006 Midnight Pass Road Unit 60, Sarasota

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