Siesta Key FL Real Estate, Homes for Sale With Hurricane Shutters - Ed Grabowski

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

Luxury Coastal Contemporary Home all on the first floor with no stairs anywere...This 3 Bedroom Pool Home on Siesta Key offers an Oversized Primary Bedroom with a ensuite bathroom, large roll in shower, Two custom closests, seperate den/workout room looking over the heated pool. Two additional oversized Bedrooms one with a King bedroom set and the other with a Queen and two twins which sleeps 4 or can be modified to a king bedroom also Custom closets and smart tv's. Beautifully appointed and fully turnkey furnished, this exceptional residence features an open and inviting floor plan with designer finishes, spacious living areas, and a fully equipped kitchen with stainless steel appliances. Step outside to your own private tropical paradise, complete with a sparkling pool, outdoor covered dinnig and a Grill area, lush landscaping, and a beautifully maintained backyard designed for relaxing or entertaining. Whether you're enjoying your morning coffee by the pool or hosting friends for an evening under the stars, this outdoor space is truly spectacular. Additional features include a 2-car garage,outdoor shower, in-home laundry, ample storage,a second french door refrigerator with a cafe ice maker and everything needed for year-round living. Ideally located just minutes from Siesta Key's world-famous beaches, fine dining, shopping, marinas, and downtown Sarasota, this home offers the ultimate Florida lifestyle. Luxury at its best—this exceptional Siesta Key home offers the perfect opportunity to enjoy year-round island living in one of Florida's most desirable locations. A must see!

734 Birdsong Lane, Sarasota

$349,000

1 Beds ⋅ 1 Baths ⋅ White Sands Village SubDv. ⋅ 34242 Zip Code

Perfectly positioned in the highly sought-after White Sands Village, this beautifully updated first-floor condominium offers the ideal blend of coastal living, investment potential, and convenience—all just across the street from Siesta Key Beach. Offered turnkey furnished, this inviting one-bedroom, one-bath residence features an open-concept layout with tasteful coastal finishes throughout. The renovated kitchen is equipped with quartz countertops, stainless steel appliances, travertine flooring, and ample cabinetry, flowing seamlessly into the spacious living and dining areas. Natural light fills the home, creating a bright and welcoming atmosphere. The generous primary bedroom includes a king-size bed and offers direct access to the screened lanai, providing a peaceful space to enjoy Florida's year-round sunshine. Additional updates include a new HVAC system (2023), hurricane shutters, and quality finishes throughout for added comfort and peace of mind. Residents of White Sands Village enjoy an exceptional array of amenities, including a heated community pool, clubhouse, fishing dock, kayak launch, barbecue area, waterfront seating, and deeded beach access directly across the street. Boat slips are available on a first-come, first-served basis, making this a wonderful opportunity for boating enthusiasts. Whether you're searching for a full-time residence, seasonal retreat, or income-producing investment, this move-in-ready Siesta Key condominium offers an unbeatable location just moments from world-renowned beaches, dining, shopping, and entertainment.

5683 Midnight Pass Road Unit 105, Sarasota

$1,559,000

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

The iconic Terrace building is a masterpiece designed by renowned architect Frank Folsom Smith. This modernist building, built of poured concrete exudes strength and durability. Situated directly on Siesta Key Beach, and built with walls of sliding glass doors in every room to take advantage of the diverse, magnificent views in all directions. This is the penthouse being offered turnkey furnished. Fantastic views in all directions. It's perfect location on the island within walking distance to Siesta Key Village, and all its offerings. The rooftop saltwater pool is a beautiful addition that provides privacy and lovely beach views. Take a cocktail out to watch the sunset over the water! The building itself has undergone significant upgrades, making it a prestigious address on Siesta Key. Complete replacement of cast-iron pipes, geothermal well driven HVAC system keeps cost low, new generator for entire building, monitored water sensors in all units, installation of new gates at the front entrance. The elevators have been replaced, the lobby has been redone, and is a waterfront masterpiece. Only the 4 penthouse units have use of the rooftop with decks. Come see for yourself why this stunning property is so very special.

5400 Ocean Boulevard Unit 17-04, Sarasota

$1,895,000

3 Beds ⋅ 2 Baths ⋅ Siestas Bayside Waterside East Rep Lts 18 & 19 SubDv. ⋅ 34242 Zip Code

Tucked away on a quiet cul-de-sac in one of Siesta Key's most desirable waterfront neighborhoods, this beautifully maintained canal-front residence offers the kind of island lifestyle buyers dream about. Set on an exceptional pie-shaped homesite with 129 feet of waterfront and recapped seawall, this low-wake arm of the Grand Canal offers quick access to Roberts Bay while its calm, protected basin provides a peaceful, private setting for both boating and everyday waterfront living. Designed for easy indoor-outdoor living, the three-bedroom, two-bath home opens seamlessly to a private backyard retreat where a heated pool, fire pit and spacious screened lanai invite long afternoons in the Florida sunshine and evenings spent under the palms. The broad canal views create an unexpected sense of space, offering peaceful water vistas without feeling confined by neighboring homes. Whether entertaining friends or enjoying a quiet morning overlooking the water, every space feels relaxed, comfortable and unmistakably coastal. Inside, tray ceilings, plantation shutters and an abundance of natural light create a warm, welcoming atmosphere. The thoughtfully updated kitchen features solid maple cabinetry, granite countertops, premium appliances, abundant storage and a convenient pass-through window for effortless entertaining. The spacious primary suite overlooks the pool and canal, complete with a generous walk-in closet and an updated ensuite bath with dual vanities, soaking tub and separate shower. A split-bedroom floor plan offers privacy for owners and guests alike. Boaters will appreciate the Trex dock, expanded waterside paver patio, 10,000-pound lift, fish cleaning station and protected canal setting, while the fully fenced yard, hurricane shutters, oversized laundry room, paver driveway and two-car garage add everyday convenience. The home remained dry during the 2024 storms, offering valuable peace of mind. Perhaps what makes this property so special isn't simply its long list of amenities, but the life it invites. It's the kind of home where grandchildren cannonball into the pool, dogs race across the backyard, friends linger around the fire pit long after sunset, and an evening boat ride becomes part of the daily routine. For those ready to trade elevators and HOA hallways for a private dock, a backyard made for gathering and a different sense of home, this is a rare opportunity. Just minutes from our famous Siesta Beach, the lively Siesta Key Village and the vibrancy downtown Sarasota, it offers waterfront living that feels both peaceful and connected.

565 Commonwealth Place, Sarasota

$8,500,000

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

Privately positioned on a tropical peninsula on Siesta Key in the coveted community of Hidden Harbor, this extraordinary bayfront estate captures sweeping views across Sarasota Bay, the Intracoastal Waterway and the downtown Sarasota skyline. Set on 0.62 acres with 125 feet of panoramic waterfront, the residence was masterfully built by luxury builder M. L. Collingwood and thoughtfully designed to celebrate both architectural craftsmanship and the beauty of its remarkable setting. A protected deep-water harbor, a private 50-foot dock and 20,000-pound lift create an exceptional opportunity for the serious boater, while the home’s privacy, scale and resort-style outdoor living make it equally ideal as a serene waterfront retreat. From the moment you arrive, custom mahogany doors, beveled glass transoms, lush landscaping and a gracious entry introduce the timeless character found throughout the residence. Inside, soaring ceilings, generous room proportions and walls of glass frame magnificent water views from many of the principal living areas. Rich architectural details include coffered and tray ceilings, bentwood arches, crown molding, custom millwork and travertine inset flooring. The formal living and dining rooms flow beautifully for entertaining and are complemented by a fully outfitted cherrywood-paneled bar and wine room. The executive office and library are a showpiece, featuring cherrywood paneling, an 18-foot coffered ceiling and a spiral staircase leading to upper bookshelves. The well-appointed island kitchen offers Wood-Mode cabinetry, quartzite countertops, stainless steel appliances, paneled Sub-Zero refrigeration, a Viking six-burner gas range, dual ovens, a walk-in pantry and a spacious breakfast bar. Open to the bayfront breakfast and gathering rooms, the space features an electric fireplace, adding warmth and ambiance, and connects effortlessly to the outdoor living areas. The primary suite is a private waterfront sanctuary with a bayfront sitting room and a generous bath with dual vanities, a two-person shower, a soaking tub and private water closets. Two additional guest suites are privately positioned in their own wing on the main level, along with a powder bath and laundry room. Upstairs, a fourth bedroom or game room includes a full bath, walk-in closet and private western balcony overlooking the harbor, ideal for taking in evening sunsets. Designed for relaxed Florida living, the expansive lanai features a heated saltwater infinity-edge pool, travertine decking and a shaded outdoor living space with custom ceiling detail, creating an inviting setting for alfresco dining and waterfront entertaining. Frequent dolphin and manatee sightings add to the magic of this rare waterfront setting. Additional features include a side-entry three-car garage, a paver drive and walkways, landscape lighting, a walk-in attic and abundant storage. Hidden Harbor is one of Siesta Key’s most treasured boating communities, offering exceptional privacy just one mile from the powdery white sands of Siesta Beach and close to Siesta Village’s dining, shopping and island charm. Mainland Sarasota’s cultural venues, restaurants, shopping, medical facilities and schools, including nationally acclaimed Pine View School, are also within easy reach.

1280 Hidden Harbor Way, Sarasota

$8,500,000

5 Beds ⋅ 5 Baths ⋅ Elliot M A Property Siesta Key SubDv. ⋅ 34242 Zip Code

A rare offering on the exclusive enclave of Roberts Point Road, this fully remodeled in 2023 waterfront estate embodies refined coastal luxury, encompassing 5,458 square feet with 5 bedrooms, 4 full bathrooms, and 1 half bath. Showcasing water frontage on both the front and rear with direct, no-bridge access to Sarasota Bay, the home is set on a private 0.64-acre homesite. The property features a brand-new seawall and two exclusive dock settings, including a 16,000 lb boat lift and jet ski lift, along with a private waterfront seating area designed for effortless enjoyment of the serene surroundings. Underground utilities preserve uninterrupted water views, while soaring ceilings and a signature eagle’s nest vantage point elevate the home’s architectural presence and capture breathtaking vistas. Inside, the residence has been masterfully transformed with a refined open-concept design, anchored by a fully redesigned chef’s kitchen featuring Sub-Zero refrigeration, a gas range, new appliances and countertops, and exceptional craftsmanship throughout. Custom millwork, designer lighting, shiplap detailing, and elegant new railings define the home’s modern coastal aesthetic. The thoughtfully designed floor plan offers three distinct kitchen spaces—including a main kitchen, outdoor kitchen, and private guest suite kitchen—along with a private-entry guest residence and a versatile ground-floor loft with dual Murphy beds, providing exceptional flexibility for both everyday living and elevated entertaining. A private elevator services the home, while a new glass front entry door—currently being installed—further enhances its modern coastal presentation. Curated for both comfort and performance, the home is equipped with three new AC systems, a new well, enhanced irrigation and landscaping, a whole-home Generac generator, reverse osmosis and Kinetico water systems, and full smart home integration through Control4 automation, Sonos audio, and a high-end AV infrastructure. Outdoors, a resort-style pool and spa with both gas and electric heating and full app-based control ensure year-round enjoyment. Additional features include a six-car garage with epoxy floors, a bespoke outdoor bar and kitchen, screened enclosure, kayak storage, and a private sand area—culminating in a truly turnkey, design-forward waterfront estate in one of Sarasota’s most coveted locations.

4034 Roberts Point Road, Sarasota

$902,000

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

Exceptional opportunity just a short steps away from Siesta Village and the world-famous Siesta Key Beach, consistently ranked among the best beaches in the United States. Situated on a rare double lot, this property offers endless possibilities—remodel the existing home, create a luxury beach retreat, develop a high-performing vacation rental, or build your custom dream home. The existing residence features solid block construction, a private pool, and a detached guest house, providing a strong foundation for renovation or redevelopment. The flexible layout and prime location make this an ideal opportunity for those seeking a primary residence, second home, or income-producing property. Enjoy the ultimate Siesta Key lifestyle with the beach, Siesta Village's restaurants, boutiques, nightlife, and entertainment all within walking distance. The combination of a double lot, guest house, pool, and proximity to the beach creates exceptional potential for a vacation rental property in one of Florida's most desirable destinations. Rarely does a property with this much potential become available so close to Siesta Key Beach and Siesta Village. Don't miss this chance to create your vision and maximize the possibilities in one of Sarasota's most sought-after coastal communities.

617 Calle De Peru, Sarasota

$29,995,000

6 Beds ⋅ 10 Baths ⋅ Siesta Key SubDv. ⋅ 34242 Zip Code

Set across nearly three acres of pristine waterfront on Siesta Key, Crystal Waters is the most significant private estate in Sarasota—a once-in-a-generation offering that redefines luxury living on Florida’s Gulf Coast. With extraordinary scale, architectural pedigree, and 217 feet of direct Sarasota Bay frontage, this landmark property represents a level of craftsmanship, beauty, and exclusivity rarely seen in the region. Designed by renowned architectural firm Stofft Cooney Architects and custom-built by Chris Jorgensen of Florida West Builders, the Palm Beach-inspired estate encompasses 10,267 square feet with five bedrooms, six full baths, and two half baths. Surrounded by lush tropical gardens and panoramic bay views, every aspect of the property has been conceived to deliver an unparalleled waterfront lifestyle. A dual-gated arrival along a Tabby seashell drive leads to a stately façade framed by towering palms and a grand porte cochère. Beyond solid mahogany doors, a magnificent foyer welcomes guests with travertine floors inlaid with cabochon stone and a sweeping staircase featuring hand-crafted Chippendale railings. Walls of impact glass dissolve the boundary between indoors and out, filling the residence with natural light and uninterrupted views of Sarasota Bay. Refined details include a natural gas fireplace with imported limestone hearth, hand-crafted Vitali European oak flooring in a warm Milano finish, custom millwork, and a serene palette of coastal hues. The kitchen is both a showpiece and gathering place, appointed with custom Campbell cabinetry, Cristallo quartzite surfaces, a custom La Cornue range, dual islands, and walk-in and butler’s pantries. A bayfront breakfast nook and formal dining room open seamlessly to expansive waterfront terraces. Nearby, the clubroom showcases hand-painted Gracie chinoiserie panels, vaulted cypress ceilings, and a wet bar. The first-floor primary suite serves as a private sanctuary overlooking the bay, with French doors opening to the pool terrace. Custom dressing rooms and spa-inspired baths surround a striking octagonal vestibule featuring New Ravenna mosaic floors, Calacatta Matarazzo quartzite, a soaking tub, and marble-clad shower. Upstairs, guest suites, a lounge, and an exercise room provide exceptional accommodations. An Old Florida-style guest residence above a four-car garage offers Pecky Cypress-lined interiors, vaulted ceilings, a full kitchen, covered balcony, and spacious bedroom suite. The main residence is further complemented by an oversized three-car garage. Outdoors, winding pathways lead through beautifully curated grounds to a spectacular 56-foot vanishing-edge saltwater pool that appears to merge with the bay beyond. A covered waterfront pavilion with fireplace, summer kitchen, and tongue-and-groove ceiling creates an elegant setting for entertaining. A private tennis court and lighted pavilion with lounge and fireplace complete the resort-caliber amenities. Along the shoreline, a 90-foot dock extends into Little Sarasota Bay and features a floating kayak launch and a 20,000-pound lift capable of accommodating a 34-foot vessel. Crystal Waters is more than a residence—it is Sarasota’s defining waterfront estate. Unmatched in scale, setting, craftsmanship, and provenance, it stands as one of the finest private properties ever created on Florida’s Gulf Coast. Available lot for sale directly across the street enjoys beach access.

8501 Midnight Pass Road, Sarasota

$3,795,000

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

Tucked away near the end of a quiet cul-de-sac on an oversized, private waterfront lot in Siesta Isles with 109 feet of frontage on Siesta Key's Grand Canal, this exceptional 4,161-square-foot residence offers a rare combination of privacy, expansive living spaces, extensive upgrades, and breathtaking water views. Positioned at the canal's coveted "Big Bend," the home enjoys panoramic open-water vistas enhanced by neighboring county-owned green space, creating a lush natural backdrop and a remarkable sense of seclusion. Designed for both grand entertaining and everyday comfort, the light-filled floor plan features four bedrooms+bonus room, three full baths, multiple living areas, and rich wood flooring throughout. At the heart of the home is a gourmet chef's kitchen appointed with premium appliances, seamlessly connecting to an expansive great room where floor-to-ceiling glass frames stunning waterfront views. A separate entertaining bar features illuminated cabinetry, a wine refrigerator, sink, second Bosch dishwasher, and pass-through window to the lanai, making indoor-outdoor hosting effortless. The great room easily accommodates a dining table for ten while offering multiple gathering spaces to relax and enjoy the ever-changing waterfront scenery. The spacious primary suite serves as a private retreat, featuring a newly replaced waterfront deck and captivating water views from nearly every angle. Extensively upgraded with an emphasis on durability and peace of mind, the home features impact-rated windows and doors, recently replaced metal and flat roofs, two elevated HVAC systems, an elevated whole-house generator, mini-split air conditioning in the garage, two water heaters, extensive electrical upgrades, and all cast-iron sewer lines replaced with PVC. Outside, the resort-style living experience continues with expansive travertine patios, a heated saltwater pool and spa, multiple covered and open-air seating areas, and exceptional boating amenities including a new dock, 10,000-pound boat lift, and additional double jet ski/kayak lift. Professionally designed landscaping and architectural lighting enhance the home's tropical setting, creating a beautiful ambiance both day and night. With quick access to Roberts Bay and the Intracoastal Waterway, this property is perfectly suited for boating enthusiasts. Located just one mile from world-famous Siesta Key Beach and minutes from Sarasota's renowned dining, shopping, and cultural attractions, this extraordinary waterfront retreat offers the perfect blend of luxury, comfort, boating lifestyle, and privacy. This is truly A HOME FOR JOYFUL GATHERINGS!

813 Idlewild Way, Sarasota

$399,000

1 Beds ⋅ 1 Baths ⋅ Siesta Towers SubDv. ⋅ 34242 Zip Code

Pound for pound dollar for dollar one of the best bargains on the beach. 11th-floor Gulf views, Siesta Key Beach right down the road, and a price point that gives you real upside. This the kind of condo/value comination people hope for. The unit has modest finishes as it sits, but the real play here is the value. You get a front-row seat to the Gulf, a private balcony for sunsets every night, and the chance to update it the way you want without paying a premium for someone else’s remodel. This is a bright west-facing 1-bedroom in Siesta Towers, so the natural light and water views are the star of the show. Whether you want a full-time place, beach getaway, or investment hold, this one checks the box for location and long-term potential. Siesta Towers is a well-kept beachfront community with a community pool, covered parking assigned by seniority, updated lobby/amenities, and beautifully maintained grounds. The building completed its milestone inspection in 2024, major exterior repairs were done in 2023, the roof was replaced in 2018, and the association fully funds both mandatory structural reserves and general reserves. You are also right in the middle of what makes this area so desirable. Siesta Key Beach is close by, and Siesta Key Village is right there for dining, shopping, and nightlife. It is hard to beat this combination of views, location, and value on Siesta Key.

4822 Ocean Boulevard Unit 11E, Sarasota

$595,000

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

PRICE IMPROVEMENT! Now the lowest priced 2 bed/2 bath on the Gulf side of Midnight Pass plus the added bonus of in-unit laundry, this Siesta Key condo offers unmatched value! Casa Blanca is a charming Gulf-side community with a mix of cozy villas and a three-story beachfront building overlooking the Siesta Key’s world famous Crescent Beach. This residence features 2 bedrooms and 1.5 beautifully renovated baths, thoughtfully designed for comfort and convenience. The full bath is accessible from the hallway, while the primary bedroom enjoys its own private half bath. Inside, the turnkey space is light and inviting, with comfortable furnishings and subtle coastal touches that create a relaxed, welcoming feel. The kitchen is well-equipped for everything from a hearty breakfast to a seafood dinner after a day in the sun. Step outside to enjoy true beach living—an outdoor shower makes rinsing off sand a breeze, and the screened lanai offers the perfect spot to dine al fresco, unwind with a drink, or enjoy a casual game night with friends, family or neighbors. Casa Blanca allows short-term rentals (5–7 nights, owner’s choice), making this an attractive option for both personal use and income potential. Community amenities include a large, sparkling pool just a short stroll from your front door. Hop on the Breeze Trolley to enjoy the vibrancy of the north or south village, while a quick drive has you in the heart of Sarasota: home to refined arts, entertainment and eateries that are absolutely worth the trip off the island. Whether you’re looking for an investment opportunity, seasonal escape, or full-time island retreat, this villa offers the best of Siesta Key living—comfortable, flexible, and effortlessly enjoyable.

6154 Midnight Pass Road Unit A-05, Sarasota

$568,000

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

Located directly across the street from world-famous Siesta Key Beach—recently ranked the #1 Beach in the United States and among the top beaches in the world— this residence offers exceptional convenience and effortless access to the sand. Simply walk to the beach in approximately five minutes—no driving, no searching for parking, just easy coastal living. Enjoy morning walks and evening sunsets on Siesta Key Beach just steps away. This 2-bedroom, 2 full bath residence offers approximately 940 square feet of comfortable living space with an open layout designed for relaxed island living. The updated kitchen features wood cabinetry, granite countertops, and stainless steel appliances, flowing seamlessly into the dining and living areas. Tile flooring throughout provides durability and easy maintenance, while the split-bedroom floor plan allows for privacy between residents and guests. One of the largest 2-bedroom, 2 full bath floor plans in the community, competitively priced at $593,000. Weekly rentals are permitted, offering outstanding flexibility for both personal use and income potential. Onsite property management is available, making guest coordination and rental operations easy and convenient. Covered parking is included, along with ample guest parking. La Siesta residents enjoy access to a heated pool, fitness room, clubhouse, and beautifully maintained grounds. Located just minutes from Siesta Key Village’s restaurants, shopping, and entertainment, this property offers the ideal balance of relaxation and accessibility. Whether you’re searching for a personal beach retreat, seasonal residence, or an income-producing investment, this location delivers the lifestyle buyers and vacationers come to Siesta Key to enjoy.

925 Beach Road Unit 107, Sarasota

$2,200,000

5 Beds ⋅ 3 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code

Price Reduced! Spacious island living, strong weekly rental income, and a prime north Siesta Key location come together in this beautifully maintained 5-bedroom, 3-bath furnished home just steps from beach access No. 1 at Shell Road on Big Pass. Built above base flood elevation of 11 feet, this property offers a valuable advantage on Siesta Key, along with the comfort, privacy, and usability today’s buyers are looking for. Fully gated and walled, the home sits on a generous lot surrounded by lush tropical landscaping, with an oversized 3-car garage and large paver driveway providing ample space for vehicles, beach gear, and a golf cart. Inside, the home offers large, open living spaces ideal for gathering and entertaining, featuring 12-foot ceilings, crown molding, arched openings, travertine flooring, and a spacious living room with gas fireplace. The kitchen includes stainless steel appliances, oak cabinetry, a breakfast nook overlooking the backyard oasis, and easy flow to the separate dining area and main living spaces. French doors open to a large terrace overlooking the tropical backyard, while an additional side terrace offers a private place to relax. The main-floor primary suite is a standout, offering direct terrace access, an oversized bedroom, two walk-in closets, and a luxurious en-suite bath with dual vanities, soaking tub, walk-in shower, and floor-to-ceiling travertine. Two additional bedrooms and a full bath are also located on the first floor, creating a functional and flexible layout. Upstairs, two generous guest bedrooms, a full bath, and a wet bar with beverage fridge provide an ideal retreat for visitors, with one bedroom opening to a private terrace overlooking the backyard. Designed for indoor-outdoor island living, the backyard is a true tropical oasis with mature landscaping, a heated saltwater pool with fountain, paver deck, large turf area, outdoor shower, and an exceptional tiki hut bar and outdoor kitchen complete with a built-in gas grill, two bar fridges, and porcelain countertops. An additional fenced side yard offers extra space for pets or outdoor enjoyment. Offered turn-key furnished, with a five-bedroom layout, generous lot size, multiple terraces, abundant storage, central vacuum, and expected 2026 rental income of $190,000. This home is an outstanding opportunity for those seeking a private Siesta Key retreat, income-producing investment, or both. Ideally located near world-renowned Siesta Key Beach and just a short drive to downtown Sarasota’s restaurants, shopping, and cultural attractions, this property offers the best of island living with convenience, comfort, and flexibility.

3508 La Paloma Avenue, Sarasota

$1,600,000

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

For Sold Data

5121 Sandy Shore Avenue, Sarasota

$649,000

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

Experience the relaxed elegance of Gulf-front living at Tortuga on the quiet south end of Siesta Key. This beautifully positioned northwest corner residence offers direct views of the Gulf of Mexico and Turtle Beach, where spectacular sunsets paint the sky each evening. With 1,232 square feet of living space, this 2-bedroom, 2-bath condominium is designed to capture natural light and coastal breezes from multiple exposures. Step onto your private lanai and take in panoramic water views, the soothing sound of the surf, and the tranquil atmosphere that makes the south end of Siesta Key so special. Inside, the spacious layout offers comfortable living and dining areas ideal for entertaining or simply relaxing after a day at the beach. Residents of Tortuga enjoy a private beachfront location, heated swimming pool, tennis courts, clubhouse, and convenient access to kayaking and paddleboarding along the nearby lagoon. Covered parking and additional guest parking are included. Located just minutes from Siesta Key Village, dining, and shopping, yet tucked away on the peaceful Turtle Beach side of the island, this residence offers the perfect balance of privacy, nature, and coastal lifestyle. Come discover why Tortuga is one of Siesta Key’s most treasured beachfront communities. CONDO ALL UPGRADED WITH HURRICANE WINDOWS!

8750 Midnight Pass Road Unit 501, Sarasota

$2,290,000

3 Beds ⋅ 4 Baths ⋅ Hamilton Club SubDv. ⋅ 34242 Zip Code

Welcome to coastal luxury living in the exclusive Hamilton Club community on Siesta Key. This beautifully updated 3-bedroom, 3.5-bath waterfront residence offers an exceptional blend of elegance, comfort, and boating convenience in one of the island’s most desirable locations. Designed for effortless everyday living and entertaining, the home features a private elevator, impact-rated windows and doors, and a private 10,000-lb boat lift with quick access to Sarasota’s waterways and the Gulf beyond. A spacious screened lanai overlooking the water provides the perfect setting for morning coffee, evening cocktails, and year-round enjoyment of peaceful coastal breezes. Each spacious bedroom includes its own en-suite bath, offering privacy and comfort for both residents and guests. Thoughtfully updated throughout, the residence showcases renovated bathrooms completed in 2022–2023, kitchen enhancements in 2023, updated lighting, and beautiful new wood flooring, all contributing to a refined coastal aesthetic. Additional improvements include a new water softener and water pressure pump installed in 2025 for added functionality and peace of mind. Offered furnished or unfurnished, the home provides flexibility for immediate enjoyment or personalization to suit your style. Hamilton Club residents will also benefit from upcoming community landscaping improvements this summer and exterior building painting scheduled for 2027, both covered by HOA dues. Ideally located just minutes from Siesta Key’s world-renowned beaches, dining, shopping, and entertainment, this exceptional waterfront residence delivers the ultimate combination of modern upgrades, private boating access, and relaxed island living.

3941 Hamilton Club Circle Unit 9, Sarasota

$5,249,000

8 Beds ⋅ 10 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code

Just steps from the shoreline, this coastal home offers deeded beach access and sweeping panoramic views of the Gulf. Completely remodeled in 2021, the property lives and performs like new construction, blending modern coastal design with durable, rental-ready finishes throughout. Thoughtfully designed across three living levels and serviced by a private elevator, the home features 8 bedrooms, 8 full baths, and 2 half baths, with expansive gathering spaces suited for both everyday living and hosting. With a proven track record as a high-performing short-term rental, the property generates approximately $400,000 to $500,000 annually, offering strong income potential alongside its lifestyle appeal. The top floor serves as the heart of the home, where the main kitchen and primary living area open directly to a Gulf-facing balcony showcasing breathtaking, unobstructed water views. This elevated vantage point creates a stunning backdrop for daily living, with the kitchen, dining space, and great room all positioned to take in the scenery. A secondary club room with wet bar provides an additional space to gather, while multiple balconies throughout the home frame the coastal setting from different vantage points, including select bedroom suites. Below, the outdoor living space features a private pool and integrated spa surrounded by lush landscaping, along with a fully equipped outdoor kitchen with built-in grill, refrigeration, and dining area. All eight bedroom suites offer ensuite baths and generous accommodations, with several enjoying Gulf views and private balcony access. Located near beach access and Siesta Key Village, this is a rare opportunity to own a fully renovated coastal home that delivers both luxury living and compelling investment performance.

316 Beach Road, Sarasota

$2,995,000

4 Beds ⋅ 7 Baths ⋅ Princes Gate SubDv. ⋅ 34242 Zip Code

Under contract-accepting backup offers. New price! Beautifully private, this exceptional Siesta Key residence delivers the lifestyle discerning island buyers seek. Ideally near the aqua Gulf waters and powdery white sands of Crescent Beach, and moments from the peaceful shoreline of Turtle Beach, this remarkable coastal retreat spans approximately 230 feet of protected boating water and is tucked at the end of a quiet, tree-lined street, offering rare privacy and a sense of peaceful seclusion seldom found on the island. This two-story home offers flexible living with three to four bedrooms, six and a half baths, an office or den, and thoughtfully designed indoor-outdoor areas that define relaxed island luxury. A gracious arrival sets the tone as antique wood-and-glass double-entry doors open to a light-filled foyer and formal living room, anchored by a custom electric fireplace and framed by soaring windows. Natural light pours in, highlighting architectural details and creating an immediate sense of warmth and understated sophistication. The heart of the home is a magnificent kitchen designed for entertaining and everyday living, featuring a generous central island that flows seamlessly into the inviting family room with a wood-burning fireplace. Walls of glass throughout dissolve the boundary between indoors and out, creating a seamless connection to the lush, private surroundings. The main level includes a private guest en-suite with direct lanai access, along with a unique screened atrium, an inviting space for alfresco dining, sunning, or quiet relaxation. An adjacent flex room easily serves as an office, studio, or additional guest suite, offering versatility for today’s evolving lifestyles. Upstairs, a graceful, curved staircase leads to another en-suite bedroom, a full bath adjacent to the office or flex space, and an owner’s retreat. The primary suite is a sanctuary, complete with separate spa-inspired baths, expansive walk-in closets, and a private sunset terrace overlooking the pool and tranquil canal waters, an ideal setting to unwind at the end of the day. Outdoors, the property transforms into a private waterfront oasis. The lushly landscaped pool area features cascading fountains, while boating enthusiasts will appreciate 230 feet of seawall, a private dock, a 7,000-pound boatlift, a kayak lift, and a separate fishing pier, all on deep, protected water with quick access to Sarasota Bay and the Intracoastal Waterway. Notably, the property experienced no damage or flooding during the 2024 storms, according to the owners, offering valuable peace of mind alongside its exceptional setting. Enjoy effortless access to the beach, nearby restaurants and shops, and free island trolley. When you’re ready to venture beyond the island, downtown Sarasota is just minutes away over the south bridge, offering world-class dining, arts and culture, including The Ringling, Van Wezel Performing Arts Hall, St. Armands Circle, and the vibrant Sarasota Farmers Market. This is a rare opportunity to own a storm-resilient waterfront retreat that seamlessly blends privacy, boating access, accessibility, and timeless coastal elegance, the best of Siesta Key living.

6934 Belgrave Drive, Siesta Key

$2,150,000

2 Beds ⋅ 3 Baths ⋅ Hidden Lagoon Beach Club SubDv. ⋅ 34242 Zip Code

Rarely available at Hidden Lagoon Beach Club, this exceptional turnkey furnished residence offers breathtaking panoramic gulf views from nearly every angle. Wake to the sound of gentle waves, savor the serenity of a secluded beach, and unwind with unforgettable sunset skies - this is coastal living at its finest. Beautifully furnished and thoughtfully renovated, the expansive 2,730-square-foot condo features an expertly redesigned eat-in kitchen and an open-concept floor plan that maximizes both space and natural light. Custom built-in cabinetry frames a striking shiplap accent wall with an inviting electric fireplace, mantel, and TV - perfect for those relaxed evenings. The home includes two generously sized primary suites, each with updated en-suite baths and large walk-in closets equipped with custom organizer systems. Neutral luxury vinyl plank and tile flooring run throughout, creating a clean, coastal elegance. Offered turnkey furnished, excluding personal items, and complemented by an oversized private two-car garage - a rare and valuable bonus. Hidden Lagoon Beach Club is an intimate, gated community of just 24 residences, ideal for those seeking privacy away from the crowds. Amenities include a heated pool with lockers, tennis court, kayak/canoe launch, tranquil lagoon views, and a charming butterfly garden, along with private gated beach access. Conveniently located just minutes from Siesta Key’s renowned dining, shopping, and marinas, this extraordinary home truly offers the best of the best. Schedule your private showing today and experience it for yourself.

8600 Midnight Pass Road Unit 301, Sarasota

$2,299,000

3 Beds ⋅ 3 Baths ⋅ Windward Passage SubDv. ⋅ 34242 Zip Code

Under contract-accepting backup offers. Experience refined coastal living in North Siesta Key at 4708 Ocean Boulevard, a fully renovated 2025 corner residence ideally positioned on the Gulf of Mexico at Big Pass. This exceptional 3-bedroom, 3-bath condominium offers unobstructed panoramic views of the Gulf, Sarasota Bay, and distant vistas of Lido Key and downtown Sarasota. Encompassing 2,277 square feet with miles of Gulf-front views, the residence has been thoughtfully redesigned with wide-plank European engineered oak flooring, impact-rated windows and doors, and integrated smart-home technology throughout. The chef’s kitchen is a statement in both form and function, featuring custom cabinetry, Milano Dolomite countertops, a striking Macaubas Quartzite island, and premium GE Café appliances—perfect for entertaining against a backdrop of endless blue water. The primary suite is a private retreat with direct access to a Gulf-front balcony and a spa-inspired bath complete with dual vanities, rainfall shower, and bidet. Two additional guest suites provide comfort and privacy, each finished with designer details. Additional highlights include a two-car tandem garage with hurricane-rated door, new HVAC systems, electric hurricane shutters, and an integrated sound and entertainment system. Amenities include a heated pool, guest parking, and direct walking access to the sugar-white sands and vibrant Village of Siesta Key. This residence blends timeless coastal elegance with modern luxury—an extraordinary Gulf-front retreat on one of Siesta Key’s most coveted stretches of shoreline.

4708 Ocean Boulevard Unit E7, Sarasota

$859,000

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

Welcome to Gulf-front living at 4822 Ocean Blvd, Apt 8D on Siesta Key, where expansive water views, glowing sunsets, and refreshing coastal breezes create an effortless island lifestyle. This 2-bedroom, 2-bath residence spanning 1,440 square feet offers a spacious, light-filled layout designed to showcase breathtaking Gulf views from the main living areas. Wide-plank flooring, recessed lighting, and neutral coastal tones provide a clean, inviting backdrop, while expansive sliding glass doors lead to a generously sized screened terrace—perfect for dining outdoors, relaxing with morning coffee, or enjoying sunset skies and passing boats. The well-appointed kitchen is both functional and welcoming, featuring rich wood cabinetry, quartz countertops, stainless steel appliances, a designer tile backsplash, and a large island that anchors the living space while maintaining open sightlines to the water. A desirable split-bedroom floor plan ensures privacy for owners and guests. The primary suite is a tranquil retreat with serene water views and a thoughtfully updated en-suite bath featuring custom cabinetry, quartz counters, and a walk-in shower with a glass enclosure. The guest bedroom is comfortably sized and conveniently located near a second updated full bath, ideal for hosting family and friends. This Gulf-front community is exceptionally well maintained and professionally managed, with strong financial reserves and a proven track record of completed building improvements focused on long-term value and storm protection. Notably, association fees have decreased, and a new seawall is currently being installed and is fully funded, offering added confidence for future ownership. Residents enjoy a full suite of amenities, including a Gulf-front pool, outdoor kitchen with grills, an inviting social room, fitness center, bike room, and a dedicated fishing room for gear storage. Each floor offers a laundry room with storage, with approved in-unit washers and dryers permitted. A new fishing pier and social sunset pier are being completed, creating an ideal waterfront setting for entertaining and unwinding. Just moments from Siesta Key Village, Island lifestyle is yours with coffee shops, dining, shopping, and nightlife close at hand. Offered at $899,000, Apt 8D represents an exceptional value for Gulf-front living—combining space, views, amenities, and a premier location at a compelling price point.

4822 Ocean Boulevard Unit 8D, Siesta Key

$985,000

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

Major Price Reduction and what an opportunity! In a word...Stunning. Introducing this fully renovated and stylishly furnished 9th floor condominium offering refined Gulf-front living on Siesta Key, where breathtaking sunsets and gentle Gulf breezes set the tone for everyday life. This beautifully redesigned 1,435-square-foot residence features two bedrooms and two full baths and was completely renovated in 2020 with quality finishes and thoughtful details throughout. The open, light-filled layout creates an elegant yet inviting coastal retreat, perfect for both quiet evenings and entertaining guests. With a split bedroom floorplan, your guests will enjoy their ensuite bathroom and slider doors leading to the expansive patio overlooking the Gulf and it's forever views. The primary suite has it's own private balcony and water and Island views expand from downtown Sarasota all the way up to mid Longboat Key. Boat watching is a must! The building is exceptionally well maintained with strong financial reserves and stands apart as association fees have actually decreased, reflecting extensive completed improvements designed to enhance storm protection and long-term value. A brand-new seawall is currently being installed and is already fully funded, providing additional peace of mind. Residents enjoy an impressive array of amenities, including a Gulf-front pool ideal for watching the sun melt into the horizon, an outdoor kitchen with grills for sunset gatherings, a beautifully appointed social room, a fitness room with equipment, a spacious bike room, and a dedicated fishing room for rod and gear storage. Each floor has a laundry room with storage and you may also install an approved washer and dryer in your apartment. A new fishing pier and social sunset pier are being completed, offering the perfect waterfront setting for entertaining, relaxing, and savoring evening skies painted in coastal hues. Ideally located just moments from Siesta Key Village, this exceptional residence places coffee, wine, shopping, and dining just steps away, blending relaxed island charm with an elevated Gulf-front lifestyle. Move right in - turnkey furnished!

4822 Ocean Boulevard Unit 9A, Siesta Key

$4,095,000

4 Beds ⋅ 4 Baths ⋅ Sara Sands SubDv. ⋅ 34242 Zip Code

Completed in 2024, this custom one-story canal-front residence in the sought-after Sara Sands neighborhood offers a seamless blend of modern coastal design and effortless island living. Ideally located just minutes from Siesta Key Village, you’re close to boutique shopping, top restaurants, coffee shops, popular wine bar, and lively evening entertainment—while enjoying excellent boating water with quick 10–15 minute access to the Intracoastal Waterway. The home welcomes you with striking curb appeal, featuring a wide paver driveway, lush tropical landscaping, and a covered entry leading to an impressive wood front door. Inside, the open, airy floor plan is designed to maximize indoor-outdoor living. The main living space flows beautifully into the outdoors, highlighted by a dramatic covered lanai with a rich wood-plank ceiling, recessed lighting, and modern ceiling fans—creating a resort-style atmosphere year-round. The gourmet chef’s kitchen is both functional and elegant, showcasing custom wood cabinetry, quartz countertops, premium appliances, and a dedicated beverage bar ideal for entertaining. Large sliding glass doors open fully to the expansive covered patio, creating a true extension of the living space. This thoughtfully designed home offers four bedrooms and four bathrooms, providing privacy and comfort for family and guests alike. Each space is finished with clean lines, high ceilings, and quality craftsmanship throughout. Outdoors is where this property truly shines. The large covered patio deck includes multiple seating and dining areas, a fully equipped outdoor kitchen, and overlooks a resort-style pool with sun shelf, all framed by tropical landscaping and tranquil canal views. A covered boathouse with 10,000 lb lift, charming gazebo, and fenced yard complete this exceptional waterfront setting—perfect for boating days, sunset gatherings, and relaxed island evenings. This is a rare opportunity to own a nearly new canal-front home in one of Siesta Key’s most desirable neighborhoods—offering luxury, lifestyle, and location in perfect harmony.

5078 Sandy Beach Avenue, Sarasota

$26,000,000

5 Beds ⋅ 7 Baths ⋅ Siesta Key SubDv. ⋅ 34242 Zip Code

Rising above an enviable stretch of shoreline, this Gulf-front estate showcases timeless architecture and coastal refinement. Designed by CMSA Architects and completed in 2020, the residence features layered rooflines, sculpted stone staircases, and soaring arched windows across more than 180 feet of Gulf frontage. With 10,600 square feet of interiors and 20,982 square feet in total, the home offers a grand yet effortless indoor–outdoor lifestyle, ideal for both elevated entertaining and daily living. A sweeping motor court, mature palms, and a grand double staircase create an immediate sense of arrival. Inside, natural light and uninterrupted Gulf vistas establish a feeling of calm, scale, and sophistication from sunrise to sunset. The great room, lined with floor-to-ceiling arched windows and anchored by a carved-stone fireplace, delivers both serenity and architectural presence. The main kitchen is a triumph of craftsmanship - featuring custom Campbell cabinetry, quartz countertops, designer lighting, Sub-Zero refrigeration, a Wolf six-burner dual-oven range, and a substantial island that anchors the open flow into the living and dining spaces. A prep kitchen and workspace elevate functionality with premium appliances, expansive storage, quartz counters, and a dedicated gift-wrapping wall. The bar and wine room create a refined entertaining destination, defined by custom cabinetry and designer lighting. An iron-and-glass–enclosed, temperature-controlled wine room serves as the focal point, complemented by adjacent illuminated display shelving. Sub-Zero refrigeration, an ice maker, and a Fisher & Paykel dishwasher drawer complete the space. Outdoors, the estate unfolds across three dramatic tiers of Gulf-facing living, featuring arched loggias and a resort-style alfresco kitchen with a wraparound bar that opens seamlessly to the main living spaces. An elevated infinity-edge pool and spa appear to merge with the Gulf, while thoughtfully designed outdoor areas transition effortlessly to a manicured lawn and direct access to the crystal-clear waters at Point of Rocks—where snorkeling, dolphin sightings, and sunset walks become part of daily life. The primary suite forms a private wing, introduced by an illuminated groin-vault corridor that enhances the home’s architectural rhythm. Gulf views fill the bedroom and its terrace, while the bath offers a symmetrically designed retreat with dual vanities, full-height mirrors, multiple chandeliers, a massive double-entry shower, a stone-surround soaking tub, a Sub-Zero–equipped coffee bar, and two exceptional custom closets. Nearby, the office provides a quiet, light-filled workspace. The upper level is devoted to comfort and privacy, offering four well-appointed guest suites, a spacious family room with a wet bar, multiple terraces capturing Gulf views, an additional office, and a laundry room. The ground level is enhanced by indoor–outdoor walkways connecting multiple spaces and generous storage, reinforcing the effortless, resort-style livability. A generator, 3-stop elevator, 6-plus humidity-controlled garage spaces, floor-to-ceiling shades, linear vents, whole-house automation, and shellstone and French oak flooring complete the offering. A short, shaded, tree-lined walk places you at Siesta Key Beach, the No. 1 beach in America by TripAdvisor, offering effortless access to one of the world’s most iconic shorelines.

7366 Point Of Rocks Road, Sarasota

$4,325,000

4 Beds ⋅ 5 Baths ⋅ Siestas Bayside SubDv. ⋅ 34242 Zip Code

A refined coastal contemporary waterfront residence, this light-filled 2013 custom home is gracefully positioned within the coveted Siesta Key Baypoint neighborhood. Thoughtfully designed and meticulously maintained, the property presents a rare opportunity to enjoy the benefits of modern construction and recent capital improvements without the cost, uncertainty, or extended timelines of new development. The residence features solid concrete block construction across all levels, impact glass throughout, three zoned Trane HVAC systems, and a tankless water heater replaced in 2024. Interiors are both elegant and enduring, highlighted by engineered hickory flooring, wood plantation shutters, Hunter Douglas easy-lift window treatments, and Minka Aire ceiling fans creating a sophisticated coastal aesthetic with timeless appeal. The open-concept kitchen and family room form the centerpiece of the home, appointed with premium appliances including a Sub-Zero refrigerator, Wolf induction cooktop, Bosch and Fisher & Paykel dishwashers, and refined finishes throughout. Four generously proportioned bedroom suites each feature en-suite baths, offering comfort, privacy, and flexibility for family and guests. Outdoor living is exceptional. The deep saltwater pool is electrically heated and supported by recently updated equipment, while professionally maintained grounds and well-fed irrigation enhance the lush, resort-style setting. The waterfront experience is truly distinguished. A 30-foot AZEK dock pairs with a new seawall completed in 2023, delivering approximately 270 feet of water frontage. The existing 10,000-lb Alumavator lift is in place, with an additional lift location already plumbed and wired. This protected sailboat-water setting offers deep water, no bridges to the bay, and effortless boating access. Other highlights include 1,200 square feet of finished, air-conditioned ground-level space ideal for a gym, media room, or flex area providing valuable additional functionality not reflected in the reported living area, a three-car garage, central vacuum system, fireplace, and a comprehensive security and camera system. The exterior was just freshly repainted. 750 Siesta Key Circle represents a rare convergence of substantial waterfront infrastructure, modern mechanical systems, and timeless coastal design set within one of Siesta Key’s most sought-after neighborhoods. A truly turnkey waterfront estate, perfectly suited for the most discerning buyer.

750 Siesta Key Circle, Sarasota

$963,000

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

REMODELED GULF FRONT CONDO. NEW HURRICAN WINDOWS ON GULFRONT ROOM ALSO EQUIPPED WITH HURRICANE SHUTTERS ON OTHER WINDOWS. NEW TEAK WOOD CEILING IN BONUS ROOM OVERLOOKING THE PRISTINE QUARTZ BEACH. STYLISH GRANITE AND ALL WOOD SHAKER CABINETS. NEW KITCHENAIDE STAINLESS APPLIANCES. ALL NEW MINKAIRE CEILING FANS, BEACHY LAMINATE FLOORS, NEW SHOWER TILING, OVERSIZED VANITIES AND SOLID WOOD BARN DOORS. ONE OF ONLY 12 TRUE BEACHFRONT UNITS IN PEPPERTREE. COMPLEX HAS GATED BEACH, BBQ GRILLS, CLUBHOUSE, FITNESS AND TENNIS COURTS. WAKE UP AND TAKE A STROLL ON THE PRESTINE QUARTS BEACH, WHAT A WAY TO START YOUR DAY FINSIH WITH A SPECTULAR SUNSET.

1013 W Peppertree Drive Unit 115, Sarasota

$650,000

2 Beds ⋅ 2 Baths ⋅ Sea Village SubDv. ⋅ 34242 Zip Code

FULL GULF & SUNSET VIEWS---You will be WOWED by this TURNKEY FURNISHED Siesta Key residence, just moments to the "baby powder" quartz white sands of TOP RATED Siesta Key Beach....This Well-Appointed, Spacious & Pet Friendly Two Bedroom/2 Bath condo has many desired UPDATES: Impact Windows/Sliders; Vinyl Plank Flooring Throughout; Custom Millwork& Plantation Shutters; HVAC & Hot Water Tank replaced 2021; In Unit Washer/Dryer; and a Large Kitchen with solid wood cabinetry; stainless appliances; wine cooler & Generous amounts of Counter Space & Storage!...You will ENJOY your morning coffee Dolphin Watching and your evening cocktails soaking in the Amazing Colors of Sunset over the Gulf...Sea Village is a boutique community that is conveniently located to the dining/shopping/nightlife of the Main Village, features (2) gulfside Pools; fishing pier; Bike Storage & additional Storage Lockers....Perfect as Investment; Vacation or Year-Round Residence.

4660 Ocean Boulevard Unit E2, Sarasota

$1,895,000

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

Nestled at the end of a quiet cul-de-sac on a deep-water canal near Siesta Key Village, this beautifully updated home blends luxury, comfort, and effortless coastal living. A bright, open layout welcomes you with higher ceilings and expansive windows that frame tranquil water views and lush tropical foliage, capturing the true essence of island living. The chef’s kitchen features gleaming quartz countertops, premium appliances, and abundant storage, while the inviting living room is centered around a cozy gas fireplace, which adds warmth, ambiance and creates the perfect setting for relaxing evenings or entertaining guests. Outdoors, the property shines with a solar-heated pebble-tec saltwater pool, lush tropical landscaping, and a private backyard overlooking the canal. Boaters will appreciate the grandfathered boathouse, 10,000-lb lift, refreshed decking, and easy 15–20 minute access to open water along the Grand Canal. An outdoor kitchen area with a barbeque grill makes waterfront dining effortless, while the convenient outdoor bathroom provides easy access for pool days and boating adventures. Inside, the desirable split floor plan includes three bedrooms, highlighted by a sun-filled primary suite with a lovely bath and custom closet. A separate office, den, or potential in-law suite—with its own exterior entrance and plumbing access—adds exceptional flexibility for guests, family, or work-from-home needs. Looking for an investment opportunity? This home offers excellent potential for desirable monthly or long-term rentals in a high-demand waterfront location just minutes from Siesta Key Village. The versatile layout—including the option for a private-entry suite—creates potential for additional income, making it ideal for buyers seeking both personal enjoyment and strong rental performance. French doors in all canal-facing rooms create seamless indoor-outdoor flow, inviting you to embrace Florida’s laid-back lifestyle. With its unbeatable combination of privacy, convenience, and coastal charm—plus world-famous Siesta Key Beach just minutes away—this home offers a rare chance to own a slice of paradise.

5165 Sandy Cove Avenue, Siesta Key

$989,000

3 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club Bayside SubDv. ⋅ 34242 Zip Code

Owner Financing Available ~ Siesta Key ~ Siesta Key Beach - Private Beach Access ~ Gulf & Bay Bayside Community ~ Three Bedrooms ~ Two Bathrooms ~ Weekly Rental Property ~ Two Pools / Sauna's ~ Tennis ~ Pickleball ~ Day Dock ~ Garage (Deeded).This bright and serene two-story unit offers a welcoming second-floor entrance and is conveniently located just a short distance from the beach, making it truly move-in ready. As a weekly rental property, it is completely turn-key and situated within the desirable Gulf & Bayside Community. The residence features updates throughout and boasts an excellent layout designed for both comfort and style. Main Level Features: Upon entering, you are greeted by a light-filled kitchen equipped with a vaulted breakfast nook, stainless steel appliances, and a breakfast bar. The kitchen seamlessly flows into the dining room, which is enhanced by a wet bar and a beverage refrigerator, perfect for entertaining. The spacious living room, with its inviting vaulted ceiling, provides an ideal setting for gatherings and relaxation. The first-floor primary bedroom includes an ensuite bathroom that also serves as the guest bathroom. From here, you have access to the screened lanai, creating a seamless indoor-outdoor living experience. Tile flooring extends throughout the main level, except for the staircase leading to the upper floor. Upper Level and Additional Spaces: Upstairs, the home features a bright, multi-use loft area, as well as two luminous guest bedrooms. Each bedroom is complemented by a private Juliet balcony, and they share a bathroom with an enclosed shower. Additional conveniences include an in-unit stackable washer and dryer and a deeded, private one-car garage. Community Amenities: Residents of this community enjoy access to a variety of amenities, including private beach access, two pools, a sauna, a day dock, barbecue grills, tennis and pickleball courts, and a clubhouse. The property is beautifully showcased in photos and a drone virtual tour, inviting you to come and experience all it has to deliver. This is a weekly rental community, the management of which is at the discretion of the owner. Use the onsite management or one of your choosing. Easy to show even during active tenant stays.

1225 Siesta Bayside Drive Unit 1225B, Sarasota

$925,000

2 Beds ⋅ 2 Baths ⋅ Tivoli By The Sea SubDv. ⋅ 34242 Zip Code

PRICE REDUCTION OF NEARLY $300,000!!! MOTIVATED SELLERS! DIRECT GULF VIEWS accompany this FULLY REMODELED two-bedroom, two-bath PENTHOUSE offering WEEKLY RENTALS AT TIVOLI BY THE SEA on SIESTA KEY. The residence is presented TURNKEY FURNISHED and ready for immediate occupancy or rental. Comparable units in Tivoli generate APPROXIMATELY $100,000 IN ANNUAL BOOKINGS providing an excellent opportunity to own a piece of Siesta Key while enjoying personal use and potential income. This BEACHFRONT CONDO boasts sophisticated modern design and a tranquil beachside ambiance in a prime, secluded yet connected location. A SPACIOUS 26' X 6' BALCONY OFFERS PANORAMIC GULF VIEWS ideal for enjoying sunrise coffee or sunset cocktails. The living areas feature sleek lines, a neutral palette, and abundant natural light to create an airy atmosphere. The STATE-OF-THE ART KITCHEN is equipped with PREMIUM FIXTURES, TOP-TIER STAINLESS STEEL APPLIANCES including a SUBZERO REFRIGERATOR, STONE COUNTERTOPS, and CUSTOM WOOD CABINETRY. Plush bedrooms provide comfort and serene views, with the master suite featuring direct Gulf views via sliding glass doors, a SPA -INSPIRED ENSUITE BATHROOM WITH HIGH-END FINISHES, and a large walk-in closet. For added assurance, this sixth-floor unit includes MAXIMUM HURRCANE PROTECTION WITH FULL ELECTRIC METAL ROLL-DOWN SHUTTERS. Residents enjoy access to a SWIMMING POOL, poolside cabana with billiard and ping pong tables, ROOFTOP CLUB ROOM WITH EXPANSIVE GULF VIEWS, private tennis and basketball courts, putting green, FITNESS CENTER, and PRIVATE GATED ACCESS to Siesta Key Beach. The community is within walking distance to Siesta Key Village’s restaurants, boutiques, bike rentals, and vibrant nightlife. This property exemplifies elegance, comfort, and the beauty of oceanfront living. It presents a unique lifestyle opportunity for discerning buyers seeking both luxury and investment potential. CALL FOR YOUR SHOWING TODAY!

625 Beach Road Unit 602, Sarasota

$2,050,000

3 Beds ⋅ 3 Baths ⋅ Siestas Bayside Waterside SubDv. ⋅ 34242 Zip Code

ELEGANT SIESTA KEY WATERFRONT RETREAT - Welcome to a truly distinguished canal-front residence, where timeless design meets the effortless beauty of waterfront living. Set beneath majestic oaks and tropical landscaping, the canopied circular paver driveway greets you. This exquisite pool home offers privacy, sophistication and an extraordinary outdoor lifestyle. An avid boater's dream with 110 feet of water frontage, a 16K LB. boat lift and a double jet-ski lift. Light and bright, neutral colors and tile flooring flow throughout the home. The main living areas include a large great room surrounded by windows and flooded with natural light which frame peaceful tropical water views and the outdoor living area. Separate living room, den or game room and formal dining room offer an open layout and flexible floorplan which allows you to personalize your living space for your lifestyle. Fabulous cook's kitchen is open to great room and nicely updated with solid wood cabinetry, stone countertops and backsplash, stainless appliances with gas range, large wine cooler and pantry. Custom butler's pantry added for convenience and large laundry room with storage cabinets galore. The owner's retreat is spacious and serene, offering tropical views of the pool and waterfront along with private lanai access. It features a generous walk-in closet and a beautifully updated bath with sleek stone countertops, dual sinks and a tranquil walk-in shower illuminated by soft, filtered light through the glass block windows. Two private guest en suites are thoughtfully positioned in separate wings, each offering its own beautifully updated bath. Relax and sip a cool drink on your sunny lanai and observe manatees or fish right off your own dock. Watch fish at night with new underwater snook light. Enjoy gorgeous pool area with wide intersecting canal views and remote controlled fire pit and tiki torches, wonderful for entertaining friends and family. Coastal living at its best! A quick 7-minute access to the intercoastal waterway and Roberts Bay. Just a short bike ride to world-famous Siesta Key Beach and The Village. Enjoy swimming, boating, fishing, kayaking, fine dining and all the comforts of living in paradise. Newer top of the line sea wall with cap and 5x50 foot dock complete with water and electric. Appreciate the safety and security that a Generac whole house generator and hurricane windows, doors and garage door offer. Too many upgrades to list including: Custom interior window shutters, newer breaker box panel, well system for irrigation, new pool heater and pool pumps, outdoor fridge, ice maker, storage shed, 2 under the counter ice makers, no grass (maintenance free) landscape, utility sink and cabinetry in garage. The perfect property for year-round living, a second home or investment as an Island getaway. Truly a unique home that lives well with a great vibe! Nestled on a private cul-de-sac street experiencing significant luxury redevelopment! A rare opportunity and great value for the most discriminating buyer seeking the ultimate Florida lifestyle.

518 Venice Lane, Sarasota

$630,000

1 Beds ⋅ 1 Baths ⋅ Terrace SubDv. ⋅ 34242 Zip Code

BEACH TERRACE - STUDIO GULF-FRONT RESIDENCE: YOUR PERFECT SIESTA KEY PIED-À-TERRE Discover your ideal coastal escape at Beach Terrace, perfectly positioned at the end of Siesta Key Village with direct Gulf of Mexico frontage. This charming studio residence offers the perfect pied-à-terre for those seeking an effortless weekend getaway to paradise. Whether you call Sarasota or Lakewood Ranch home, imagine having your own Siesta Key retreat just moments away, a place to unwind, recharge, and embrace the coastal lifestyle whenever you need it. The private balcony frames stunning Gulf views, while the thoughtfully designed interior maximizes space and comfort. Covered parking provides convenient, weather-protected access to your beach escape, while the residence's prime location puts you steps from all the dining, shopping, and entertainment that Siesta Key Village has to offer. No need to drive once you arrive, everything is at your fingertips. Resort-style amenities elevate the experience: enjoy the elevated heated saltwater pool with its spectacular sunset views (truly the best amenity besides the unbeatable location), stay active in the fitness center, gather in the community room, and access the world-renowned Siesta Key Beach directly from the property. The powdery white sand and crystal-clear waters are quite literally your backyard. More than a weekend residence, this is your personal gateway to the Gulf-front lifestyle. Whether it's a spontaneous Friday escape or a planned coastal retreat, your Siesta Key sanctuary awaits. This is the effortless beach lifestyle you've been dreaming of, close to home, yet worlds away.

5400 Ocean Boulevard Unit 8-05, Sarasota

$3,600,000

3 Beds ⋅ 3 Baths ⋅ Terrace SubDv. ⋅ 34242 Zip Code

SUNRISE TO SUNSET GULF AND BEACH VIEWS extend from public beach, Siesta Village, the north toward Lido and Longboat Keys! Welcome to a combination of 2 gulf front units into a spacious, open, airy luxury beach residence. As you enter, you are immersed in the breathtaking waters of the Gulf of Mexico in all directions! Stunning interior with an Italian flair! Venetian plaster walls, and imported Italian travertine porcelain tile throughout, as well as custom wooden doors. Kitchen appliances are all high-end: Wolf, Viking, Subzero, Miele. Kitchen island has seating available for eight. The open great room is perfect for entertaining as well as the attached dining area with 100 bottle refrigerated built-in wine cooler. The Terrace is situated on the widest part of the beach, while being walkable to Siesta Village with its colorful boutiques and diverse eateries. All of this with 2 under-building assigned parking spaces and an interior storage unit. There is also a common bike storage room and a fantastic elevated salt water pool overlooking the beach. This is a rarely available offering on Siesta Key Beach with the piece of mind of a newer accordion hurricane shutters.

5400 Ocean Boulevard Unit 12-2, Sarasota

$325,000

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

Another REDUCTION! Bring your offers! Here's your opportunity to customize your dream waterfront condo on Siesta Key in the sought after Whispering Sands community! Featuring 2 bedrooms and 2 full baths..and boasting your own private, and expansive water view from your huge enclosed lanai. Location is prime.. short stroll to Siesta Village, filled with shopping, restaurants and fun.. Impressive amenities .. 800 feet of private beach on the Gulf, 2 heated pools, fitness centers, clubhouse with catering kitchen, kayak storage, tiki hut , grill area, shuffleboard, and pathways throughout the lush, tropical, grounds that surround the Gulf waters and lagoon filed with abundant nature. Design your own little piece of ISLAND PARADISE and experience the lifestyle on World famous Siesta Key! 55+ community, 2 month min. rental, 2 times a year

101 Whispering Sands Drive Unit 205, Sarasota

$1,295,000

1 Beds ⋅ 2 Baths ⋅ Terrace SubDv. ⋅ 34242 Zip Code

New price! Experience the ultimate in Siesta Key beachfront living. Directly on world-renowned Siesta Beach, rated #1 in the U.S. and #4 worldwide by TripAdvisor, this stunning fifth-floor corner residence captures the essence of luxury coastal living. Recently renovated to perfection, this one-bedroom, 1.5-bath condominium offers a rare combination of modern sophistication, coastal elegance and sweeping Gulf views. Designed by the acclaimed architect Frank Folsom Smith, the iconic Beach Terrace building is an architectural gem. This residence is a standout, meticulously renovated by a designer whose impeccable taste and attention to detail elevate the home well beyond expectation, with a focus on efficient use of space. The result is a move-in-ready retreat where every inch reflects exceptional craftsmanship and thoughtful design. Go inside to discover two walls of wrap-around, floor-to-ceiling impact-rated sliding glass doors that open to three private balconies, expanding the total usable space to 1,284 square feet, immersing you in stunning views of the Gulf’s turquoise waters and legendary white quartz sand. The chef’s kitchen is a masterpiece, featuring Quartzite countertops, custom European cabinetry, high-end stainless steel appliances and an expansive island that anchors the open concept living area. The spacious great room, bathed in natural light, includes a custom Murphy bed for overnight guests and provides a setting to enjoy Siesta Key’s radiant sunsets. Every element of this home is designed for comfort and style, from the serene primary suite to the elegant finishes throughout. The primary bath reflects a flawless balance of form and function. Featuring European cabinetry, a glass-enclosed walk-in shower and spectacular floor-to-ceiling tilework, this serene space exudes modern elegance. Every detail, from the sleek fixtures to the artful tile patterns, has been thoughtfully curated to create a spa-like sanctuary that complements the residence’s sophisticated coastal aesthetic. Additional improvements include a new air conditioning system with updated ductwork, new electrical upgrades and a new water heater, ensuring comfort and peace of mind for years to come. Within Beach Terrace’s exclusive enclave, residents enjoy the security of a controlled-access lobby, the convenience of an on-site manager, and premium amenities including a heated saltwater pool overlooking the Gulf, fitness center and community lounge. Go outside and you’re just moments from Siesta Key Village, where you’ll find inviting boutiques, beachside cafés and vibrant local dining. With the beach at your doorstep, a car becomes optional. And when you crave a touch of city life, downtown Sarasota’s acclaimed cultural scene, restaurants, galleries, opera, ballet, and theaters, is just minutes away across the north bridge. This is more than a residence, it’s a rare opportunity to own a beautifully reimagined piece of paradise, where luxury, location and lifestyle converge to create an extraordinary beachfront experience on Siesta Key.

5400 Ocean Boulevard Unit 5-3, Sarasota

$699,000

2 Beds ⋅ 2 Baths ⋅ Pointe On Midnight Pass SubDv. ⋅ 34242 Zip Code

Also available as a seasonal rental! Welcome to 9397 Midnight Pass Rd #905 Sarasota, FL 34242 at The Pointe on Siesta Key, a fully renovated 1,348 SF, 2-bedroom, 2-bathroom luxury condo offering breathtaking Little Sarasota Bay and Intracoastal waterway views from the 9th floor. This stunning residence underwent a complete custom renovation in 2023, setting it apart from every other unit in the building. The open-concept kitchen features quartz countertops, vaulted ceilings with a bold rock-and-metal aesthetic, and a one-of-a-kind handcrafted glass-art backsplash, with bar seating connecting seamlessly to the dining and living areas, a custom layout rarely found at The Pointe. Luxury vinyl plank flooring flows throughout every room including the lanai, while wood acoustical paneling enriches both the living space and primary suite. Additional upgrades include HD-mounted televisions, a 2023 AC system, and a new LG washer and dryer, making this unit nearly turnkey and move-in ready. Step onto your private lanai, protected by hurricane-grade sliders, and take in tranquil water views of Little Sarasota Bay, where dolphins, manatees, and sailboats pass through calm Intracoastal waters daily. As a resident of The Pointe's gated five-acre community, enjoy resort-style amenities including boat docks, kayak and canoe access, a heated pool and spa, sauna, tennis and pickleball courts, BBQ gazebos, a clubhouse, and a fitness center with panoramic Intracoastal views. Located just minutes from Turtle Beach, Siesta Key Village, waterfront dining, local marinas, and coastal cafés, this property is ideal whether you're seeking a luxury Siesta Key waterfront residence, a vacation condo, or a Sarasota investment property. Negotiable furnishings available. Schedule your private showing today.

9397 Midnight Pass Road Unit 905, Sarasota

$1,000,000

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

Tucked away on the quiet, residential north side of Siesta Key, this once-charming 2-bedroom pool home is ready for its next chapter. The property was impacted by last summer’s hurricanes, but the good news is: the metal roof held strong and didn’t leak. With solid bones, a private pool, and a cute backyard that still hints at the home’s former charm, this is a golden opportunity for someone with vision to bring it back to life. The location alone makes this one special, just minutes to the beach, village shops, and dining, yet surrounded by peaceful island neighborhoods. Whether you’re looking to restore it as your island getaway, rebuild for modern coastal living, or invest in a premium piece of Siesta Key real estate, this property is full of potential and promise. Come see what’s possible in one of the most desirable corners of Sarasota’s barrier islands.

226 Ogden Street, Sarasota

$874,000

1 Beds ⋅ 1 Baths ⋅ Terrace SubDv. ⋅ 34242 Zip Code

Rarely does an opportunity like this emerge on Siesta Key — priced below the last comparable 1-bedroom sale and reduced over $120,000, this is value that simply cannot be ignored. Welcome to Beach Terrace, one of Siesta Key's most sought-after Gulf-front addresses. Nestled at the end of the village in a gated community with direct Gulf frontage, this exceptional corner residence delivers the quintessential Siesta Key lifestyle — world-famous white quartz sand at your feet, the sparkling aqua Gulf stretching to the horizon, and the energy of Siesta Key Village just a short stroll away. The panoramic views here are genuinely extraordinary. From the pristine beach below to the glittering skylines of downtown Sarasota and Longboat Key in the distance, every glance outward is a postcard moment. At night, the twinkling lights of the village and city skyline transform the backdrop into something truly magical — widely regarded as one of the finest views on Siesta Key. Three private balconies ensure there is always a perfect perch for morning coffee, evening sunsets, or simply savoring the coastal scenery throughout the day. Inside, dual sliding glass doors flood the living area with natural light while framing those sweeping Gulf views. The tiled foyer flows seamlessly into a well-appointed kitchen, and the dining area offers ample space to entertain with a backdrop that will leave guests speechless. Resort-style amenities complete the picture: an elevated heated saltwater pool, community room, and the security of a gated community — all just steps from your private beach access. This is Siesta Key living at its finest — Gulf-front, gated, walkable, and priced to sell.

5400 Ocean Boulevard Unit 9-4, Sarasota

$4,700,000

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

Welcome to Casa Della Fontana — The Fountain House. Nestled on the tranquil north end of Siesta Key, this gated waterfront estate is a blend of seaside serenity, architectural distinction, and lifestyle luxury. Perched on a deep, sailboat-accessible bayou that connects to the Intracoastal Waterway, the almost half acre lot provides generous room for outdoor living, boat docking, and privacy. Built by Magnum Builders, this residence was recently transformed through a multi-year, high-end renovation to blend modern amenities with timeless character. The home is engineered with concrete footings, steel pilings, and reinforced concrete/rebar, designed for storm resilience. A Spanish barrel tile roof (2024), hurricane-rated garage doors and a whole-house generator round out the safety and durability features. This residence spans 6,827? square feet of air-conditioned living space offering 4 bedrooms, 4 full baths, and 1 half bath. At the heart of the home is the great room, soaring to 20-foot ceilings, commanding sweeping water views, and anchored by a two-story library wall. A gallery and loft overlook the formal dining space, and elegant iron railings and hand-hewn wood trestles bring an artisanal, Old World feel. A hidden wood-paneled staircase adds a dramatic, secretive touch. The gourmet kitchen is outfitted with Wolf, Sub-Zero, and Miele appliances, quartzite countertops, a coffered ceiling, a waterfront breakfast nook, and a walk-in pantry. Hand-hewn beams extend throughout the kitchen and lanai, harmonizing the interior and exterior aesthetic. The primary suite is a sanctuary: two private balconies, dual bathrooms, a central walk-in shower with dual entry, and twin walk-in closets. The guest wing, with three bedrooms and three baths, provides privacy and independent access to the driveway. Additional interior amenities include a media/game room, office/library, elevator, high ceilings, built-in features, central vacuum, and smart home automation. Designed for entertaining and coastal living, the property features a heated/in-ground gunite pool with spa, a sizable lanai with kitchen and multiple alfresco seating areas. For boating enthusiasts, the dock features three lifts and docking for large vessels. Living here means effortless access to both island leisure and Sarasota urban life. You’re just minutes from Siesta Beach’s famed white sand, Siesta Key Village’s shops and restaurants, and the art, culture, dining, and amenities of downtown Sarasota. The home’s deep-water location makes boat outings to the Gulf a delight. Casa Della Fontana is more than a house — it’s a waterfront masterpiece built for those who demand beauty, durability, and lifestyle in equal measure. With its structural reinforcements, state-of-the-art systems, and sophisticated design, it offers both peace of mind and the romance of island water front living.

749 Freeling Drive, Sarasota

$1,761,000

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

Welcome to your Siesta Key waterfront retreat—radiant with natural light and perfectly positioned on the Grand Canal. Elevated for peace of mind and crafted for coastal living, this three-story, 3-bedroom home with den/guest room celebrates time on the water from the moment you arrive. The main level opens to a large canal-view balcony and features a bright living room with a 22 ft ceiling, a defined dining area, and a chef’s oasis kitchen anchored by a center island—offering abundant storage, wood cabinetry, stainless-steel appliances, and expansive prep surfaces for effortless entertaining. Upstairs, the private primary suite spans the top floor with an adjacent office, a generous walk-in closet, and a spacious bathroom with dual sinks, soaking tub, and walk-in shower. Sliders open to your own third-floor balcony with beautiful canal views. The ground level offers a 2-car garage plus 700 sq ft of air-conditioned flex space (not included in main living area) with sliders to the pool and boat dock—ideal for a gym, rec lounge, or entertaining space. A private elevator connects all three levels—from the garage to the main living space and top-floor suite. Outside is a boater’s dream: deep-water frontage on the Grand Canal with quick access to Roberts Bay, Sarasota Bay, and the Gulf; composite decking, a 10,000-lb lift, and a seawall with turn-backs (all new as of Nov 2021). A clever two-level dock allows easy tide-height boarding and effortless kayak launches. This elevated Grand Canal home is perfect for boating, kayaking, paddle boarding, and daily dolphin/manatee watching. Lush, mature landscaping (on an irrigation well) wraps the property in privacy. All a short bike ride or walk to Siesta Key Village dining/shopping and world-famous Siesta Beach.

4929 Oxford Drive, Sarasota

$2,695,000

3 Beds ⋅ 4 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code

548 Siesta Drive is more than just a home—it’s a gateway to the best of Siesta Key living with unmatched flexibility, location, and waterfront luxury. Welcome to this luxury coastal retreat on North Siesta Key, perfectly positioned inside Sarasota city limits, making it a rare short-term rental–friendly opportunity. With deep water access just seconds from the Bay, two boat lifts, and a jet ski lift, this home is tailor-made for boaters, water enthusiasts, and investors seeking a strong rental return. Property Highlights • 3 bedrooms | 3.5 bathrooms | Bonus room • Over 4,300 sq. ft. of living space • Nearly 5,000 sq. ft. total under roof • Prime North Siesta Key location in city limits • Quick drive to Downtown Sarasota and Siesta Key Village • Short-term rental potential in one of Sarasota’s hottest markets Interior Features As you step inside, you’re greeted by soaring vaulted ceilings and gleaming oversized porcelain white tile floors that set the tone for the home’s regal, modern style. • Living Room: Expansive and open with dramatic volume ceilings • Bonus Room: Hidden retreat above the garage ideal for a quiet office, playroom, or guest space • First Suite: Convenient en suite bedroom on the main floor • Primary Suite: Oversized retreat with a private screened lanai, spacious walk-in closets, and a beautifully remodeled spa-style shower • Third Bedroom: Private en suite with direct access to the pool deck The chef’s kitchen and entertaining area have been fully remodeled with high-end finishes, blending function and style for both everyday living and gatherings. Outdoor Living Step outside to your large lap pool with water views, framed by paver decking and multiple lounging areas. With direct boating access, two boat lifts, and a jet ski lift, the water is truly an extension of your backyard. Key Upgrades This home has been renovated from top to bottom, ensuring a move-in-ready experience with timeless finishes and thoughtful design details.

548 Siesta Drive, Sarasota

$965,000

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

Welcome to coastal elegance and a rare opportunity to own one of only 27 townhomes in the highly sought-after Coquille community, nestled on the picturesque barrier island of Siesta Key, where you are steps to having your feet in the famous soft, white quartz sand that makes Siesta Beach famous. This spacious and light-filled, furnished 2-bedroom, 2-bathroom residence also includes a Florida room and an enclosed study that can easily function as a third bedroom, offering over 1,760 square feet of refined, maintenance-free living in an intimate, boutique townhome complex. Inside, soaring 17-foot ceilings and clerestory windows flood the open living space with natural light, creating a bright and airy atmosphere perfect for relaxing or entertaining. The kitchen features classic white cabinetry, granite countertops, and stainless steel KitchenAid appliances, all seamlessly integrated with the dining and living areas to offer a cohesive and functional layout. The main-level primary suite includes direct access to the enclosed lanai Florida room and a vestibule with both walk-in and reach-in closets that lead to the primary bathroom, complete with a new stacked washer and dryer for added convenience. Upstairs, a generous 15x13 guest bedroom includes a reach-in closet and is complemented by a hallway with both walk-in and linen closets. The beautifully renovated coastal-style bathroom features a soaking tub and shower combination, while an enclosed loft area currently serves as a third bedroom with a built-in set of drawers and a home office with built-in desk and cabinetry. Additional storage under the stairs, custom built-in drawers along the living room wall, and a private 7x7 storage room downstairs in the garage give you the space and feel of single family home living. The oversized, tandem garage located directly beneath the residence accommodates 2 to 3 vehicles and includes a designated grill area. The property also features electric hurricane shutters for peace of mind. Recent updates and ongoing community enhancements further elevate the value of this home. A new roof has just been completed, and the community is undergoing a stunning transformation scheduled for completion by year-end. Improvements include new exterior paint (Sherwin-Williams Alabaster on walls and Sherwin-Williams Underseas on the shutters and front doors), new garage doors (Sherwin-Williams Urbane Bronze), new modern exterior lighting, new fencing, and refreshed landscaping. The current owner has also ordered a new front door to be installed for this unit. Additional system upgrades include a 2019/2024 HVAC system and a 2024 electric tankless water heater. Outside, enjoy the best of the Siesta Key lifestyle with a private boardwalk leading directly to the beach, complete with chairs and chaise lounges for residents. The community also features a recently refinished 36x19 pool and spa area, along with an outdoor shower and restrooms. Coquille is pet-friendly and ideally located just a short walk or drive to the vibrant dining, shopping, and energy of Siesta Village.

1161 Coquille Street Unit 206, Sarasota

$712,000

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

Top-Floor Gulf View Retreat Where Coastal Comfort Meets Modern Living This fully renovated, top-floor condo in the heart of Siesta Key offers panoramic Gulf views and a lifestyle of laid-back luxury with income potential. Featuring an open-concept layout with expanded sliders and raised ceilings, this 2-bed, 2-bath gem is designed for modern living and effortless entertaining. The updated kitchen showcases a large one-level island, granite countertops, stainless appliances, and custom wood cabinetry. Enjoy easy-care wood plank tile throughout (even the lanai), updated baths, crown molding, plantation shutters, and no popcorn ceilings. NEWER AC & HWH in 2021. Hurricane protection adds peace of mind. Relax on your lanai with southern exposure. No harsh west sun, just Gulf breezes and vibrant skies. Coveted covered parking is just outside the elevator. With one-month rentals allowed 12x/year, this fully furnished condo is ideal as a seasonal escape or an income-generating asset. Live the Siesta Key dream today.

5600 Beach Way Drive Unit 304, Sarasota

$1,800,000

3 Beds ⋅ 4 Baths ⋅ Tiffany Sands SubDv. ⋅ 34242 Zip Code

Gulf-front luxury townhome with private beach access on Siesta Key! Soak in the breathtaking, unobstructed views of the Gulf and iconic Siesta Beach from every level of this three-story, turnkey-furnished townhouse-style condominium. Just a short distance from the sand in the intimate, nine-residence enclave of Tiffany Sands, this rare Siesta Key offers blends relaxed beachside living with elegant design and modern comforts. Spanning 2,611 square feet, this three-bedroom, 3.5-bath residence welcomes you with an open-concept main floor that seamlessly connects the kitchen, dining and living areas—all framed by floor-to-ceiling impact-rated sliding glass doors and panoramic Gulf vistas. The living room is anchored by a cozy wood-burning fireplace and enhanced by crown molding, recessed lighting and sleek ceramic tile flooring. Go onto the expansive Gulf-front balcony, an ideal setting for alfresco dining or sunset lounging. The kitchen is stylish and functional, featuring solid-surface countertops, stainless steel appliances, modern cabinetry with pullout shelving, under-cabinet lighting and a breakfast bar for casual meals. Upstairs, the spacious Gulf-front primary suite offers postcard-worthy views, a private balcony, sitting area, double closets and a luxurious en-suite bath with jetted soaking tub, double vanity, separate shower, bidet and two skylights. Two additional guest bedrooms—flexibly configured with a retractable dividing wall—are also on the third floor along with a full guest bath and a well-equipped laundry room. The oversized ground-floor bonus room opens via sliding glass doors to a covered patio just steps from your private beach path. A full bath with walk-in shower was stylishly updated in 2024, making this level ideal for guests, a home gym or media lounge. Additional highlights include a one-car attached garage with extra storage, newer water heater (2024), HVAC (2022), roof and skylights (2017), hurricane shutters and flexibility of 30-day minimum rentals. Just .4 miles from Siesta Village’s vibrant shops and dining, and Siesta Beach Park, this exceptional home delivers the ultimate island lifestyle—whether you’re seeking a serene personal retreat, a seasonal escape or a savvy investment property.

546A Beach Road Unit A544, Sarasota

$875,000

2 Beds ⋅ 2 Baths ⋅ Midnight Cove Ii SubDv. ⋅ 34242 Zip Code

Welcome to this beautiful, 3rd floor unit at Midnight Cove II. From sunrise to sunset, your entertainment is the breathtaking views of the gulf’s intracoastal waterway: a playground to manatees, dolphins, a variety of birds and very impressive boat traffic. A handsomely turnkey furnished two bedroom and two full bathroom unit, the conveniences are too nice to overlook with quick access on and off the island via the Stickney Point bridge and a short stroll to shopping, dining, grocery and of course, the world famous Crescent Beach. Midnight Cove II also offers a heated swimming pool, newly rebuilt tennis courts, basketball court, club house and barbeque grilling area. Attention boating enthusiasts! This property is unique in that it offers a deeded boat slip along with the property. An incredible and rare opportunity, this unit will not last, check it out today!

1900 Cove Ii Place Unit 135, Sarasota

$875,000

2 Beds ⋅ 2 Baths ⋅ Midnight Cove Ii SubDv. ⋅ 34242 Zip Code

Welcome to this beautiful, 3rd floor unit at Midnight Cove II. From sunrise to sunset, your entertainment is the breathtaking views of the gulf’s intracoastal waterway: a playground to manatees, dolphins, a variety of birds and very impressive boat traffic. A handsomely turnkey furnished two bedroom and two full bathroom unit, the conveniences are too nice to overlook with quick access on and off the island via the Stickney Point bridge and a short stroll to shopping, dining, grocery and of course, the world famous Crescent Beach. Midnight Cove II also offers a heated swimming pool, newly rebuilt tennis courts, basketball court, club house and barbeque grilling area. Attention boating enthusiasts! This property is unique in that it offers a deeded boat slip along with the property. An incredible and rare opportunity, this unit will not last, check it out today!

1900 Cove Ii Place Unit 135, Sarasota

$1,300,000

3 Beds ⋅ 2 Baths ⋅ Waterside East SubDv. ⋅ 34242 Zip Code

INCREDIBLE VIEWS!.....INCREDIBLE ISLAND LOCATION!....INCREDIBLE INDOOR/OUTDOOR LIVING!....Turnkey Furnished & Located on a Quiet Cul-de-Sac street along the GRAND CANAL with Long Water Views ..... YOU will be "Wowed" by this 3 Bedroom/ 2 Bath Bright and Spacious Open Floor Plan that Seamlessly Flows to Over-Sized Screened Lanai with Heated Salt Water Pool--- Excellent for Entertaining as well as Everyday Activities****Updated Kitchen and Baths; Quartz Countertops & Luxury Vinyl Plank Flooring Throughout****Enjoy your Morning Coffee Poolside, Dinners Al Fresco and Sunset Cocktails Relaxing by the Waterside Fire-pit..... Ideal Property for the Boating Enthusiast with 10,000# Boat Lift & ease of Egress along the Grand Canal and just 5 minutes to the Intracoastal with Quick Access to the Gulf....and for the "Beach Lover"--- a quick bike ride to the Powdery White Sands of Top-Rated SIESTA KEY BEACH....Perfect as Investment, Vacation/Seasonal Property or Primary Residence!

572 Commonwealth Lane, Sarasota

$1,110,000

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

One or more photo(s) has been virtually staged. Charming Key West Style Home on World-Renowned Siesta Key Step into coastal elegance with this beautifully maintained 3-bedroom, 2-bath elevated home with a versatile second-story loft, located on a private street with only 8 homes—just short drive down Ocean Blvd to the public beach access. As you ascend the newly updated stairs, you’re welcomed into a light-filled sanctuary featuring stunning white oak floors throughout and warm cedar plank tongue-and-groove ceilings. The front of the home offers two spacious guest bedrooms and a full bath, while the rear opens up to a grand living/dining room, a chef’s kitchen, and a serene primary suite. The kitchen is a true centerpiece with hickory wood cabinetry, granite countertops, stainless steel appliances, a breakfast nook, and a gas stove powered by an on-demand propane tank. A laundry room with extra storage and a utility sink is conveniently located just off the kitchen. Retreat to your spacious primary suite boasting vaulted ceilings, floor-to-ceiling windows, private slider access to the screened-in porch, a large walk-in closet with built-ins, and a spa-like bath with dual vanities, soaking tub, separate shower, and a private water closet. Upstairs, a sunlit loft offers the perfect space for an office, art studio, or children’s playroom. Don’t miss out on enjoying sunny days swimming in the saltwater swimming pool with a beautiful 50x20 paver deck that is fenced in for those who like privacy. This lovingly cared-for home also includes a recently resealed and refastened metal roof, a new AC unit (2024), tankless water heater, and gas dryer. This is a rare find on Siesta Key—ideal as a primary residence, vacation retreat, or income-producing rental. Stroll to Siesta Village for dining and shopping, or enjoy quick access to the mainland—just 10 minutes away. Don't miss out—schedule your private showing today! FYI this home has survived two major storms with no major issues.

4818 Givens Court, Sarasota

$2,800,000

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

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

497 Island Circle, Sarasota

$1,100,000

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

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

6480 Midnight Pass Road Unit 315, Sarasota

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Siesta Key Real Estate & Homes With Hurricane Shutters