Siesta Key FL Real Estate, Homes for Sale With Primary Bedroom Main Floor - Ed Grabowski

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

Residence #303 at Sunset Beach offers over 3,600 square feet of luxurious Gulf-front living in one of Siesta Key's newest and most exclusive beachfront communities. One of only 11 residences, this exceptional home features an open-concept design with floor-to-ceiling hurricane-impact glass, expansive Gulf-front terraces, and breathtaking panoramic views. The chef's kitchen is equipped with Wolf and Sub-Zero appliances, custom cabinetry, and designer finishes, while the spacious living area includes a private bar, making it ideal for entertaining. Set on 2.5 Gulf-front acres with 175 feet of private beach, Sunset Beach offers resort-style amenities including a beachfront pool and spa, cabanas, fire pit, fitness center, grilling area, bicycles, and private owner storage. Just a short walk to Siesta Key Village, you'll enjoy easy access to boutique shopping, waterfront dining, and local entertainment while experiencing the privacy of an intimate beachfront community. Discover elevated coastal living at Sunset Beach.

70 Avenida Veneccia Unit 303, Sarasota

5855 Midnight Pass Road Unit 611, Sarasota

$599,000

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

PRICED TO SELL! Walk into over $20,000 rental income! Discover the best of Siesta Key living at Harbor Towers Yacht & Racquet Club, where waterfront surroundings, resort-style amenities, and rental flexibility come together. Located on the sixth floor, this two-bedroom, two-bath condominium is being sold TURNKEY FURNISHED and has partial views of the Intracoastal Waterway—a relaxing backdrop for watching the boats go by. Whether you’re seeking a full-time residence, seasonal retreat, or investment property, this condo offers an appealing opportunity to own on one of Florida’s most beloved barrier islands. The building has undergone an extensive renovation, including all-new hurricane-impact windows and doors, adding to the appeal of this established waterfront community. A two-week minimum rental policy provides flexibility to enjoy your own island getaways while pursuing vacation-rental income when you’re away. Private storage locker included.

5855 Midnight Pass Road Unit 611, Sarasota

$4,975,000

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

An exceptionally rare opportunity on the coveted north end of Siesta Key, 3740 Bayou Louise Lane is set in a remarkable waterfront location at the tip of a protected peninsula, surrounded by the beauty of the Gulf and Bay. Enjoy extraordinary water views, spectacular sunsets, and exceptional boating access to the Gulf and Intracoastal Waterway all from one of Sarasota's most desirable and distinctive settings. Built in 1995, this three-bedroom residence offers approximately 2,330 square feet of living area, three full baths, and a powder room. Inside, a gourmet kitchen with high-end appliances is complemented by custom wood flooring, extensive crown molding, and refined architectural millwork. The home's special location offers easy access to the mainland, downtown Sarasota, and Siesta Key's beaches.

3740 Bayou Louise Lane, Sarasota

$3,690,000

4 Beds ⋅ 5 Baths ⋅ Tortoise Estates SubDv. ⋅ 34242 Zip Code

With gulf sunset views, and 3-minute walkable private beach access, this New Construction Modern Beach House on Siesta Key mixes a sought-after location with modern luxury. Experience the best of coastal living in this brand-new 4 bed, 4.5 bath home with walking access to Turtle Beach and a marina just one minute away. With 3,676 SF of thoughtfully designed space, this home offers ocean views throughout, multiple outdoor patios and terraces, rooftop deck, and seamless indoor-outdoor flow. Feel the sea breeze in the spacious backyard, including a pool, hot tub, and outdoor kitchen. Enjoy light-toned engineered hardwood floors, a chef’s kitchen with top-tier appliances, and spacious en-suite bedrooms, including a stunning primary suite with a private terrace and spa-like bath. Additional features include a 3-car garage, and 6 covered carport spaces for recreational utility vehicles such as, jet skis, golf carts, or a boat, with easy gate access. Enjoy an elevator included layout, and high-end finishes throughout—all just minutes from Siesta Village’s shops and dining. This newly built residence offers peace of mind with the latest in building codes, energy efficiency, and storm protection. Modern insulation, impact-rated windows and doors, and up-to-date mechanical systems translate into lower utility bills, reduced maintenance, and enhanced safety. You’ll also benefit from turnkey readiness—no need for costly renovations or updates. Whether for full-time living or a coastal getaway, this is Siesta Key luxury at its finest.

8800 Midnight Pass Road, Sarasota

$7,450,000

4 Beds ⋅ 5 Baths ⋅ Saah Sub SubDv. ⋅ 34242 Zip Code

This private waterfront estate on Siesta Key combines modern Mediterranean architecture, beautifully updated interiors, and sweeping views of Little Sarasota Bay to create an exceptional coastal retreat. Set on over an acre of lush property behind a gated entrance and winding pavered driveway, this custom residence offers more than 100 feet of direct bay frontage, exceptional privacy, and unobstructed boating access to Sarasota Bay and the Intracoastal Waterway. Built in 2012 and extensively refreshed, the home encompasses more than 6,000 square feet of living space, four en-suite bedrooms, a four-car split garage, and an impressive collection of indoor and outdoor entertaining spaces. Offered fully furnished with contemporary pieces throughout, this remarkable home is ready for immediate enjoyment. A dramatic entry introduces soaring cathedral ceilings, a neutral color palette, and walls of floor-to-ceiling glass framing the waterfront. The grand living room features a fireplace and spectacular two-story windows, while the adjoining formal dining room provides an elegant setting for entertaining. Tile flooring complements the main living level, with beautiful hardwood flooring upstairs. The light-filled gourmet kitchen features quartz countertops, custom cabinetry, all-white appliances, gold fixtures, oversized center island, separate breakfast bar, dual built-in ovens, six-burner gas cooktop, and concealed 6-by-10-foot walk-in pantry. The adjoining informal dining area and spacious family room create an inviting gathering space overlooking the bay. Walls of pocketing glass sliders open completely to the covered outdoor cabana and fully equipped summer kitchen, seamlessly connecting indoor and outdoor living. Privately positioned on the main level, the beautiful primary suite features peaceful water views, an oversized dual walk-in closet, and a luxurious marble-appointed bathroom. A nearby office/den offers a quiet retreat, while private access to the pool deck enhances the suite's connection to the outdoors. A secluded second en-suite bedroom with its own exterior entrance provides an ideal arrangement for guests or extended family. The first-floor laundry room offers generous built-in storage. Upstairs, two spacious bedroom suites feature hardwood flooring, walk-in closets, updated en-suite bathrooms, and private balconies overlooking Little Sarasota Bay. An additional bonus room with dual closets and a wet bar overlooks the dramatic living room below and offers flexibility as a fifth bedroom, media room, or additional office. Outside, lush tropical landscaping surrounds an expansive pavered pool deck with a heated swimming pool, raised spa, and covered outdoor living area. A waterfront firepit, private basketball court, and extended dock with a 20,000-lbs. lift complete this exceptional setting. Boaters will appreciate the property's 103 feet of shoreline and direct access to the open waters of Sarasota Bay. Recent improvements include a new roof in 2025, three updated bathrooms, and HVAC replacements in 2024 and 2022. Ideally situated on Siesta Key, this private bayfront estate offers convenient access to Siesta Key Beach, Turtle Beach, Siesta Key Village, and the island's waterfront restaurants and recreational opportunities, just minutes away. Nearby mainland destinations include Downtown Sarasota, Marina Jack, Selby Botanical Gardens, renowned theaters, galleries, and cultural attractions.

8569 Midnight Pass Road, Sarasota

$4,190,000

5 Beds ⋅ 7 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code

Under Construction. To be complete in a few months. Discover timeless coastal elegance in this upcoming traditional-style new construction home, perfectly situated in the highly coveted Bay Island neighborhood on Siesta Key. Designed to blend modern sophistication with classic charm, this residence offers an extraordinary lifestyle of luxury and tranquility. Set on a 13,815-square-foot homesite, this 3,001-square-foot residence features 5 spacious bedrooms, 5 full bathrooms, 2 half baths, an office, the opportunity for a private fitness studio, and 3 garage spaces. Thoughtfully curated interiors showcase refined finishes, soaring ceilings, and abundant natural light. At the heart of the home lies a gourmet chef’s kitchen with a striking quartz waterfall island, elegant pendant lighting, and custom cabinetry. The premium appliance suite includes a 72-inch Sub-Zero refrigerator, Cove dishwasher, and Wolf range, coffee maker, and microwave. The adjoining living and dining areas flow seamlessly outdoors. Step into a private tropical retreat featuring an elevated pool deck with a resort-style pool and champagne spa, a spacious outdoor patio, and a covered outdoor kitchen. Surrounded by lush landscaping and swaying palms, the patio offers ample room for outdoor dining, entertaining, and relaxing by the pool. Located in one of Sarasota’s most desirable neighborhoods, this remarkable new construction home offers privacy, convenience, and effortless access to world-class beaches, fine dining, and vibrant cultural attractions. A rare opportunity to own a brand-new luxury residence on Bay Island—where coastal beauty meets timeless design. Images contain virtual staging.

838 Norsota Way, Sarasota

5830 Midnight Pass Road Unit 38, Sarasota

$540,000

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

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

5830 Midnight Pass Road Unit 38, Sarasota

120 Whispering Sands Drive Unit V20, Sarasota

$725,000

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

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

120 Whispering Sands Drive Unit V20, Sarasota

$2,400,000

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

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

5376 Shadow Lawn Drive, Sarasota

$10,890,000

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

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

4196 Roberts Point Circle, Sarasota

5950 Midnight Pass Road Unit 101, Sarasota

$485,999

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

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

5950 Midnight Pass Road Unit 101, Sarasota

$25,000,000

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

Pre-Construction. To be built. To be complete in a few months. An unmatched luxury beach estate, this Gulf-front upcoming masterpiece offers sweeping ocean views and a private stretch of sand on Siesta Key. Designed and built by Pham Development, the iconic Mid-Century Modern residence is privately gated and designed to deliver resort-level living on one of Florida’s most coveted coastlines, with breathtaking views of the Gulf’s sparkling waters. Spanning 14,943 sq. ft. under roof, with 6,301 sq. ft. of air-conditioned interiors, the home features 5 bedrooms, 6 full baths, and 1 half bath. Engineered for longevity, it rests on a fortified foundation with a planned riprap seawall installation, complemented by a luxurious infinity pool and hot tub overlooking the gorgeous Gulf waters. Lifestyle amenities rival the finest resorts: a rooftop with spectacular ocean views and a full personal fitness center with a yoga studio. Entertainment spaces abound, with opportunities for a movie theater room, an ocean-view office, a gun and jewelry safe room, and an enclosed garage accommodating up to 16 cars. Paddle board and kayak access lead directly to the Gulf, with options for a beach volleyball or pickleball court. The grand primary suite features an expansive Gulf-facing terrace, his-and-hers walk-in closets, and spa-inspired baths, with stunning water views creating a serene coastal retreat. Multiple terraces, a Wolf-equipped outdoor kitchen, a chef’s kitchen, and a butler’s pantry add to the all-inclusive luxury lifestyle of this home. The chef’s kitchen will feature a 72-inch Sub-Zero refrigerator, Cove dishwasher, and Wolf range, coffee maker, and microwave. More than a residence, this estate is a legacy home crafted for generations, with an indoor-outdoor footprint tailored for both grand entertaining and intimate coastal living, all framed by extraordinary Gulf views. One or more photos have been virtually staged. Private showings are available upon request.

4050 Higel Avenue, Sarasota

$3,850,000

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

Completely remodeled from top to bottom and expanded with a new 1,200 square foot, two-level addition, 809 Idlewild Way is a one of one contemporary waterfront oasis offering the look, feel and comfort of a new home in a prime Siesta Key location. Set on a high elevation site that sustained zero water damage during the 2024 hurricanes, this boater’s paradise occupies a coveted cul-de-sac with 109 feet of water-frontage on the Grand Canal. The comprehensive renovation includes new electrical and plumbing, new HVAC systems, impact windows and doors, premium interior finishes and extensively redesigned outdoor living spaces. Extensive structural improvements opened the living room, kitchen and covered patio toward the water, removing obstructing columns and preserving uninterrupted views across the pool and waterfront. Expansive sliders surrounding the primary suite bring in natural light and further connect the room to the water. The renovation carries through the exterior, where lush landscaping, integrated architectural lighting, a distinctive pergola entry, standing seam metal roof and stone fascia reinforce the home’s modern architectural character. Inside, premium engineered hardwood flooring, custom tray ceilings with integrated designer lighting, meticulous level 5 drywall and masterfully executed finish carpentry create a sophisticated interior. The gourmet kitchen features custom cabinetry and natural quartzite surfaces, complemented by additional custom bar cabinetry and entertaining space in the dining area. Beautifully appointed bathrooms are extensively wrapped in tile with dramatic glass shower enclosures. The home is offered furnished and move-in ready. Resort style outdoor living, created with entertaining in mind, centers around a new saltwater pool with a sun shelf, integrated fire and water features, a sealed paver deck, outdoor kitchen and gathering spaces overlooking the waterfront. A custom U shaped dock with a 24,000lb boat lift, power, softened water and lighting completes the boating experience, with Sarasota Bay just a short boat ride away. The seller’s Formula boat is also available for purchase separately. A new elevated seawall cap and reinforcing wall, 500 gallon underground propane tank and whole home generator add comfort and resilience. All of this is complemented by the beaches, dining and relaxed island lifestyle that make Siesta Key such a distinctive place to call home.

809 Idlewild Way, Sarasota

$25,500,000

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

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

4200 Shell Road, Sarasota

$950,000

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

Tucked within a charming Gulf-side community of just 27 residences, this unique and rarely available townhouse on Siesta Key is in model condition and offers private access to one of the most celebrated beaches in the country. With 1,760 square feet of living space, the home features soaring two-story ceilings and abundant natural light throughout the main living areas. Head upstairs on the grand staircase to an additional bedroom plus a versatile loft space—currently used as a TV room and office—which could easily function as a third bedroom. The primary suite is conveniently located on the first floor and opens to a private enclosed sitting area. An updated kitchen with wood and glass cabinetry, natural stone countertops, stainless steel appliances, a spacious island flows into a casual dining area and living space, all finished with engineered hardwood floors, crown molding, and a neutral color palette. Two updated full bathrooms serve both levels, and laundry is located inside on the main floor. Additional features include built-in beverage refrigeration, hurricane shutters, and dedicated closets. Enjoy the private entry and an unheard of oversized garage with space for three vehicles adding loads of additional storage and convenience. The amount of storage is like living in a single family home. The community is primarily owner-occupied, with limited rentals, and welcomes large pets. Recent association improvements include new garage doors, exterior paint, landscaping, privacy fencing and more making this community feel like new. Steps from the white sands of Siesta Key, community pool, and close to shopping and dining. This move-in ready home invites you to settle into the ease of coastal living.

1163 Coquille Street Unit 207, Sarasota

5950 Midnight Pass Road Unit 201, Sarasota

$575,000

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

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

5950 Midnight Pass Road Unit 201, Sarasota

6005 Midnight Pass Road Unit S6, Sarasota

$839,000

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

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

6005 Midnight Pass Road Unit S6, Sarasota

$2,149,000

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

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

5012 Higel Avenue, Sarasota

$659,000

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

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

214 Hourglass Way Unit V-4, Sarasota

$2,695,000

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

Enjoy the best of Siesta Key living from this Key West-style waterfront home on sought-after Palm Island, ideally located just a short walk from the powder-white sands of Siesta Key Beach and the shops, restaurants and entertainment of Siesta Key Village. Set along a quiet canal, this 4-bedroom, 2.5-bath residence offers a wonderful opportunity to enjoy the island lifestyle today while adding your own personal touches over time. The home features a functional, comfortable layout with generous living spaces and abundant natural light. Significant recent improvements include a brand-new roof along with impact-resistant windows and sliding glass doors throughout. The property has also remained high and dry with no history of flood damage. Outdoors, a pool overlooks the canal, creating an inviting setting for relaxing and entertaining. Boaters will appreciate the private dock and 8,000-lb boat lift, making it easy to take advantage of Siesta Key’s surrounding waterways. An adjacent county-owned vacant parcel provides additional separation and a welcome sense of privacy. With its combination of waterfront access, boating amenities, pool, privacy and proximity to both Siesta Key Beach and the Village, 182 Island Circle presents a compelling opportunity to create your own island retreat in one of Siesta Key’s most desirable residential neighborhoods.

182 Island Circle, Sarasota

$2,295,000

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

Under contract-accepting backup offers. Beautifully updated homes can be recreated, however 320 feet of waterfront cannot. Add 2,510 square feet of sophisticated living, a 50-foot private dock, a short route toward open water, and this becomes a Siesta Key opportunity that is anything but ordinary. Designed for those who want the water to be part of everyday life, this beautifully updated residence combines three bedrooms, two-and-a-half baths, generous living spaces, thoughtful privacy and a clean contemporary aesthetic. Soaring ceilings, large windows and abundant natural light bring an airy energy to the open-concept living room that becomes the focal point of your island lifestyle. Plantation shutters offer privacy and architectural character, while gorgeous tile flooring creates cohesion and easy maintenance between Siesta Key adventures. The completely renovated kitchen makes a sophisticated statement with sleek gray and white cabinetry, quartz countertops and open shelving that turns favorite serving pieces into artful display. Privately positioned, the owner’s wing feels like a retreat of its own. The primary suite and separate study or recreation room sit adjacent to a secluded canal-side patio—the perfect perch for quiet morning coffee or sunset spirits. The renovated primary bath features modern cabinetry, a frameless glass shower and a luxurious soaking tub with water views. The additional bath has been equally thoughtfully renovated. Outside, Siesta Key living takes center stage. A screened pool, new pool deck and covered entertaining space offer plenty of room for lounging while overlooking the canal, while a private 50-foot Trex dock with a 5,000-pound boat lift makes boating an effortless extension of the day. Whether you like to tinker or simply appreciate being organized, even the garage is ready for you with painted flooring, extensive cabinetry and smart closet storage. Distinctive yet remarkably versatile, this is polished, move-in-ready Siesta Key living—with the kind of relationship to the water that simply cannot be recreated.

500 Venice Lane, Sarasota

$1,695,000

2 Beds ⋅ 2 Baths ⋅ Siesta Gulf View SubDv. ⋅ 34242 Zip Code

Siesta Key Beach paradise! Wake up to Gulf breezes and end each day with a sunset on the beach from this direct beachfront condo at Siesta Gulf View. This fifth floor center unit 2-bedroom, 2-bath residence offers a full west-facing panorama of Siesta Beach and the Gulf from its expansive 31-foot screened balcony, accessible from the living room, kitchen, and primary suite. This beautifully updated unit with open floor plan, newly installed 2026 air conditioner with coastal coil, reverse osmosis both refrigerator water/ice, full granite counter tops, all stainless steel appliances, shaker cabinets throughout and beach decor with Restoration hardware custom leather sectional. Primary bedroom has his/her walk in closets and built-in linen closet. This income producing TURNKEY FURNISHED with Recent community updates give peace of mind: milestone inspections complete, all cast iron plumbing replaced in 2024, and new clubhouse roof and landscaping., with no special assessments. Siesta Gulf View is a sought-after, gated, 59-unit community offering private boardwalk access to the quartz sands of Siesta Key Beach, plus resort-style amenities: a 25’x40’ heated pool, tennis and pickleball courts, fitness room, grilling areas, and clubhouse. Assigned under-building parking, ample guest parking, first-floor storage, and an on-site management office add convenience. Best of all, you’re just blocks from vibrant Siesta Key Village: restaurants, shops, and live music are a short stroll away. Whether you’re seeking a vacation retreat, investment property (one-month minimum rentals allowed up to 12 times/year), or full-time Gulf-front living, this condo delivers the ultimate Beach resort living this is a MUST SEE! Land, Site, and Tax Information

420 Beach Road Unit 507, Sarasota

$12,500,000

5 Beds ⋅ 7 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code

Pre-Construction. To be built. Expected to be complete in 3–4 months. Discover an extraordinary opportunity to own a new construction waterfront residence on an expansive 0.52-acre double lot on North Siesta Key. Designed and built by Pham Development, this single-story, transitional modern-style home offers 170 feet of deep-water canal frontage, 4,353 square feet under air, and 15,453 square feet under roof. Featuring 5 bedrooms, 5 full bathrooms, 2 half baths, a designated private office, and the option for a private fitness studio, the residence showcases soaring 17.5-foot vaulted ceilings, a striking glass wine wall, and designer finishes. Light-filled interiors capture tranquil water views, while lush landscaping across the canal—with no homes visible—creates a serene, private backdrop. Opportunities to customize finishes and style allow you to make the home your own. Designed for both everyday comfort and entertaining, the open-concept living spaces center around a chef’s kitchen featuring a 72-inch Sub-Zero refrigerator, Cove dishwasher, and Wolf range, coffee maker, and microwave. The living areas flow seamlessly onto an expansive back patio equipped with remote-controlled electric mosquito screens, allowing you to enclose the space at the touch of a button. A spectacular pool with a champagne hot tub spa, generous outdoor lounging areas, and a fully equipped Wolf outdoor kitchen create an inviting setting for alfresco dining and waterfront entertaining. The primary suite offers a private sanctuary with spa-inspired amenities and thoughtfully designed personal spaces. An elegant circular driveway creates a grand arrival, while the expansive ground level offers room for up to 10 cars, complemented by an impressive 10-car garage—ideal for collectors or additional storage. Combining exceptional canal frontage, peaceful views, and beautifully appointed indoor and outdoor spaces, this distinctive North Siesta Key residence offers refined coastal living.

546 Freeling Drive, Sarasota

$6,300,000

4 Beds ⋅ 6 Baths ⋅ Ocean Beach SubDv. ⋅ 34242 Zip Code

Pre-Construction. To be built. Expected to be completed in a few months, this new construction North Siesta Key residence blends innovative design, exceptional craftsmanship, and timeless coastal elegance. Designed and built by Pham Development, the home offers 3,482 square feet of living space and is nestled on a nearly 14,000-square-foot lot with 118 feet of prime canal frontage, a waterfront backyard, and a private boat dock. Featuring 4 spacious bedrooms, 4 full and 2 half beautifully appointed bathrooms, and a 3-car garage, this residence is thoughtfully designed for both comfort and style. At the heart of the open-concept layout is a well-appointed kitchen featuring a stunning quartz island with waterfall edges, elegant pendant lighting, and sleek custom cabinetry. An exceptional appliance package includes a 72-inch Sub-Zero refrigerator, Cove dishwasher, and Wolf range, coffee maker, and microwave, making this space ideal for everyday living and entertaining. Light-filled living areas maximize the beautiful water views and provide a seamless connection to the outdoors. Step outside to a private oasis, where a resort-style pool and lush landscaping create a tranquil retreat framed by swaying palms and shimmering waters. An outdoor kitchen provides the perfect setting for alfresco dining and entertaining. A private boat dock with a 10,000-pound lift and seating area invites days on the water and relaxed evenings along the canal. Located in one of Sarasota’s most desirable neighborhoods, just a short distance from world-class beaches, fine dining, and entertainment, this extraordinary property offers an exceptional blend of privacy, convenience, and waterfront luxury.

4644 Higel Avenue, Sarasota

6285 Midnight Pass Road Unit 406, Sarasota

$749,000

2 Beds ⋅ 3 Baths ⋅ Excelsior Beach To Bay SubDv. ⋅ 34242 Zip Code

Welcome to this beautiful Penthouse end unit at the highly desirable Excelsior Beach to Bay community. Perfectly positioned on the Bay side, this 2 bedroom, 2.5 bath condo offers an open, airy layout enhanced by vaulted ceilings, abundant natural light, and impact windows throughout for peace of mind and energy efficiency. The living and dining areas flow seamlessly together, creating an ideal setting for entertaining or relaxing. The dining area features a mirrored accent wall, a built-in cabinet under the stairs, and another built-in at the end of the room for elegant storage and display. A wood staircase leads to the loft, a rare feature in this complex. The spacious loft includes a half bath, and 2 generous closets, offering flexibility as a guest retreat, office, or media room. The loft expands your living options beautifully. The kitchen is both functional and stylish, featuring wood cabinetry, Cambria quartz countertops, marble floors, a tray ceiling and a built-in eat-in area/desk. A window over the sink provides a charming peek of the Bay. The Primary Bedroom impresses with soaring vaulted ceilings, custom built-in furniture, and a bright, open feel, while the Primary Bath offers two separate sink areas with granite counters, built-in cabinetry, and a wall of closets-providing abundant storage and space. Pella sliding glass doors lead to the Florida room/lanai, enclosed in glass and framed by vaulted ceilings invites you to relax and enjoy tranquil views year-round. Residents of Excelsior enjoy private beach access, along with two heated pools, fitness center, tennis and pickleball courts, and clubhouse. Whether you’re seeking a full-time residence, vacation getaway, or investment opportunity, this Penthouse condo offers a rare blend of comfort, style, and location.

6285 Midnight Pass Road Unit 406, Sarasota

$625,000

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

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

1229 Moonmist Circle Unit P6, Sarasota

6006 Midnight Pass Road Unit 11, Sarasota

$449,000

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

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

6006 Midnight Pass Road Unit 11, Sarasota

$739,000

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

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

5600 Beach Way Drive Unit 207, Sarasota

$749,000

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

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

5302 Las Rosas, Sarasota

$1,100,000

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

Welcome to Siesta Key Village Living, where a charming beach-cottage single-family home sits on a quiet cul-de-sac along a navigable canal, with its own private dock for the boating enthusiast. This 2-bedroom, 2-bathroom residence can be enjoyed as-is, or the land it occupies can become the setting for a buyer’s dream home. Step outside to a patio and outdoor kitchen and take in the water view in a setting that feels removed from the bustle yet remains centrally located in the Village. Walk to restaurants, shops, and live music, or continue on to the beach for morning dolphin sightings and evening sunsets. The location suits a primary residence or a second home equally well. For the buyer who wants every one of these advantages and still plans to build, the canal-front lot offers a rare opportunity to create something new in one of Siesta Key’s most walkable settings. Live in the cottage now or build the castle later. Either way, the dock, the water, and the Village are already here. Schedule your private viewing today.

387 Avenida Milano, Sarasota

5830 Midnight Pass Road Unit 18, Sarasota

$549,000

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

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

5830 Midnight Pass Road Unit 18, Sarasota

$1,067,000

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

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

528 Ralph Street, Sarasota

1300 N Portofino Drive Unit 105, Sarasota

$399,900

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

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

1300 N Portofino Drive Unit 105, Sarasota

1350 Siesta Bayside Drive Unit 1350B, Sarasota

$899,000

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

Experience turnkey island living in this second-floor, three-bedroom townhome residence at Gulf & Bay Club Bayside on Siesta Key. Offered fully furnished and operating as an active rental with strong income history, this two-story getaway presents an outstanding opportunity for personal enjoyment and investment potential in one of Sarasota’s most desirable beach communities. Spanning nearly 1,500 square feet, the light-filled layout features tile flooring throughout the main living areas, high ceilings, and an open living/dining design ideal for gathering and entertaining. The updated granite kitchen is equipped with stainless-steel appliances, custom cabinetry, breakfast bar seating, built-in planning desk, and a sunny dining nook with additional storage. French doors open to the screened terrace, where added windows transform this space into a true year-round Florida room—an upgrade not commonly found in many Bayside residences. This enhancement expands the usable living area and allows you to enjoy the outdoor setting in every season, whether hosting guests or relaxing after a day at the beach. The primary suite is conveniently positioned on the main level and offers a walk-in closet, granite-appointed en-suite bath, and direct access to the enclosed terrace. Upstairs, a versatile loft provides flexible living space, while two guest bedrooms share a full bath—creating an ideal layout for visiting family or rental guests. This residence includes a deeded garage space and benefits from weekly rental flexibility, further enhancing its income-producing appeal. Unique Opportunity: We also have a second Gulf & Bay Club Bayside residence available in nearby Building 1328 on the first floor. Purchasing both properties would provide a rare chance to own five bedrooms within the same community—perfect for larger family gatherings, seasonal hosting, or multigenerational stays. Owners would enjoy the flexibility to occupy one unit while renting the other or maximize rental income throughout the year. Gulf & Bay Club Bayside is known for its coastal architecture and resort-style amenities. Residents enjoy heated swimming pool, tennis and pickleball courts, fitness center, clubhouse, grilling stations, and a fishing dock on the Intracoastal Waterway. Deeded beach access directly across the street places Siesta Beach’s renowned quartz sands and Gulf waters just moments away. Located in the heart of Siesta Key, this residence offers convenient access to Siesta Village’s restaurants, boutiques, and live music. Boating, paddleboarding, and waterfront dining are close by, while downtown Sarasota—home to the Sarasota Opera House, Selby Gardens, The Bay Park, and St. Armands Circle—is just a short drive away. Whether seeking a beach retreat, a rental investment, or the flexibility of dual-unit ownership on Siesta Key, this Gulf & Bay Club Bayside residence delivers location, versatility, and exceptional lifestyle value.

1350 Siesta Bayside Drive Unit 1350B, Sarasota

9397 Midnight Pass Road Unit 506, Sarasota

$665,000

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

LIVE WHERE THE GULF MEETS THE BAY. Discover an extraordinary island lifestyle at The Pointe on Midnight Pass, a private, gated, waterfront community at the southernmost tip of Siesta Key, uniquely positioned at the convergence of The Gulf of America, Little Sarasota Bay, and Blind Pass Lagoon. This beautifully renovated 2-bedroom, 2-bath residence captures the rare magic of both sides of the island—wake to spectacular sunrises over Little Sarasota Bay and the Jim Neville Nature Preserve, then watch the sky transform at sunset over The Gulf. Thoughtfully updated, the residence features elegant tray ceilings and recessed lighting, solid-wood cabinetry, granite countertops, stainless-steel appliances, breakfast bar and pantry, contemporary baths with floor-to-ceiling tile, ceramic tile flooring throughout, sleek white interior doors, and sun-control shades on the lanai. A spacious lanai extends the living space outdoors, creating the perfect setting for morning coffee, sunset cocktails, or watching dolphins, manatees, seabirds and boats move through the surrounding waters. A private utility room houses the washer and dryer, while ground-level storage provides coveted space for beach, boating and golf gear. And then there is The Pointe—more than five acres of waterfront living, surrounded by water on three sides and embraced by an extensive seawall, with pathways winding throughout lush, mature tropical vegetation. Enjoy a heated pool and spa, lighted tennis and pickleball courts, fitness center, sauna, clubhouse, private island pavilion with grills, kayak and canoe storage and launches, fishing areas, boat docks, and on-site management—with a vibrant social calendar during season that brings neighbors together and makes it easy to connect, participate, or simply enjoy the island lifestyle at your own pace. The newly reopened Midnight Pass adds another extraordinary dimension, reconnecting the Gulf and Intracoastal waters and enhancing the boating, fishing and wildlife experience right outside your door. Walk or bike to Turtle Beach, enjoy nearby restaurants, or take the trolley to explore more of Siesta Key. This is not simply a condominium—it is the rare opportunity to own a front-row seat to the natural beauty, wildlife and ever-changing waters of southern Siesta Key.

9397 Midnight Pass Road Unit 506, Sarasota

5855 Midnight Pass Road Unit 221, Sarasota

$634,900

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

Beautiful turnkey 2-bedroom 2 bath condo in Harbor Towers! All new hurricane windows, window shades, new plumbing for entire home and hot water heater 2025. Master bedroom has walk in closet, renovated bath with floating vanity and tub/ shower combo. Second bedroom is large with lots of windows and connected bath with tub / shower and floating vanity. Dining room and Living room combo with open floor plan. Hurricane windows across the entire front of condo give lots of sun and nice view of the lake. This unit includes a covered parking spot ($15.000 value). Rental income is very strong with on-site management. Unit currently rented Feb 13, 2027- March 20th, 2027. Great rental Income! This property features many amenities, including, heated pool with kiddie pool, 2 BBQ areas, social room with renovated kitchen, Har-Tru tennis courts, fitness room, kayak storage, harbor with boat slip rental. Close proximity to Siesta Key beach. Harbor Towers also offers one of the lower HOA fees on the key for all that is included.

5855 Midnight Pass Road Unit 221, Sarasota

$4,295,000

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

A boater’s paradise and an entertainer’s dream, this exceptional waterfront residence captures the very best of the Siesta Key lifestyle. Set along 83 feet of waterfront with direct access to Sarasota Bay and just a short walk to Beach Access 1 on Shell Road, the expansive home was thoughtfully designed for luxurious indoor-outdoor living and sophisticated entertaining. Featuring a grand entrance with an automated front gate, expansive stone-paver driveway, and abundant parking for entertaining, this waterfront property makes an undeniable statement. Inside, glistening water views greet you at the door. Soaring 11-foot ceilings, 8-foot solid-core doors, impact-rated windows, and wide-plank luxury LVP flooring create a refined yet inviting atmosphere. At the heart of the home, the open-concept great room flows seamlessly through oversized sliding glass doors to the expansive 50-foot lanai. The chef’s kitchen features custom wood cabinetry, quartz countertops, premium Thermador and Bosch appliances, and an entertaining bar complete with a wine cooler, two beverage refrigerators, and an ice maker. The primary suite provides a private retreat with his-and-hers walk-in closets and a spa-inspired bath featuring dual rain showerheads, a steam shower, soaking tub, and elevated stone finishes. Three additional bedrooms offer exceptional accommodations, including ensuite bathrooms with beautifully appointed finishes. Outside, a heated pool with sun shelf, luxurious spa, and custom, in-ground fire pit create the perfect, private waterfront oasis. The newly installed dock, 10,000lb boat lift, and two jet ski lifts make getting out on the water effortless, with Sarasota Bay just minutes away. A private putting green, integrated indoor-outdoor speaker system, beautifully landscaped grounds, and whole-property fencing complete the resort-like setting. The lower level offers more than 2,500 square feet of ADDITIONAL space for vehicles, water toys, equipment, a home gym, game room, workshop, etc. Overlooking Bayou Nettie, this premier waterfront setting places Sarasota Bay just moments away by boat. This is a home designed around the pleasures of waterfront living, uninterrupted entertainment and everyday enjoyment.

3920 Roberts Point Road, Sarasota

$3,400,000

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

Set along the coveted waterways of Siesta Key, this exceptional newer-construction home is a refined coastal sanctuary where sophisticated design, effortless boating, & the relaxed beauty of island living come together. Thoughtfully designed for everyday enjoyment, the home offers a rare opportunity to embrace the Siesta Key lifestyle from a private waterfront setting, complete with a boat lift & kayak launch. The home reveals an elevated level of craftsmanship & thoughtful design. Soaring ceilings, engineered hardwood floors, plantation shutters, crown molding, and carefully considered architectural details create an atmosphere of understated elegance & comfort. An elevator provides access to all levels while expansive sliders open the main living spaces to the balcony, pool & tropical surrounds. The beautifully appointed kitchen combines sophisticated finishes w/exceptional functionality. Luxurious quartz countertops, oversized island w/seating, custom soft-close cabinetry, tile backsplash, farmhouse sink, KitchenAid appliances, Vitafresh refrigeration & under-cabinet lighting create an inviting culinary environment suited to quiet mornings & memorable gatherings. The dining area elevates with a beautifully appointed wet bar, wine/beverage fridge, dedicated wine storage & distinctive hammered sink. The family room offers an inviting gathering space centered around a Dimplex electric fireplace w/marble surround, illuminated custom cabinetry & electric sunshades. Pocket sliders open to the covered balcony, where tongue-and-groove wood cypress ceiling & ceiling fans create a warm & sophisticated setting for enjoying the tropical surroundings. The primary suite is designed as a private retreat w/engineered hardwood flooring, plantation shutters, crown molding & direct balcony access. The spa-inspired primary bath features elegant quartz & marble detailing, statement pendant lighting, a glass marble shower & luxurious soaking tub. A walk-in closet with custom built-ins completes this serene sanctuary. Upstairs, beautifully appointed guest accommodation provides privacy for family & visitors. A charming music/reading nook framed by a stained-glass window adds a unique sense of character, while an expansive bonus room with built-in desk, wine fridge & dramatic open-to-below design offers an extraordinary space for an office, lounge, or additional entertaining. The outdoor spaces transform the property into a private retreat. A fully enclosed, 2 story caged pool & lanai are surrounded by lush tropical landscape and thoughtfully designed gathering spaces. The outdoor living area features a tongue-and-groove cypress ceiling, ceiling fans, minimalist stone landscaping, and a crystal fire pit, creating an inviting setting for long afternoons by the pool. The private boat lift provides effortless access to the surrounding waterways, while the kayak launch invites leisurely exploration of Siesta Key beach coastal landscape only .3 miles away. An oversized garage w/epoxy non-slip flooring, hanging storage & convenient elevator access provides exceptional functionality of the home's elevated lifestyle. Mornings can begin on the waters of Siesta Key, afternoons can unfold along the powder-soft sands of world-renowned Siesta Key Beach & evenings can be spent wandering through Siesta Village where charming boutiques, restaurants & cafés capture the spirit of island living.

70 Island Circle, Sarasota

$10,500,000

6 Beds ⋅ 7 Baths ⋅ Gulfmead Estates SubDv. ⋅ 34242 Zip Code

Pre-Construction. To be built. This grand canal-front estate in one of North Siesta Key’s most exclusive neighborhoods is expected to be complete in a few months. Designed and built by Pham Development on a 17,842-square-foot (0.41-acre) lot, the traditional-style home will provide 4,769 square feet, 6 bedrooms, 6 full baths, and 1 powder bath. There are two separate guest suites above the two-car garages providing 4 garage spaces in total, with elevator access to each suite. Enjoy water views throughout the home, with the opportunity to create an office, a fitness room, or both. At the heart of the home, a gourmet chef’s kitchen will feature a striking quartz waterfall island, elegant pendant lighting, and custom cabinetry. The premium appliance suite includes a 72-inch Sub-Zero refrigerator, a Cove dishwasher, and a Wolf range, coffee maker, and microwave. The adjoining living and dining areas will flow seamlessly outdoors to a Wolf-equipped outdoor kitchen, private pool and hot tub spa, spacious backyard, and lush new landscaping. The deep-water Grand Canal offers direct, bridge-free boating access to the Gulf and can accommodate vessels with drafts of up to 13 feet. A new dock and boat lift are planned, completing this waterfront setting for boating, entertaining, and time with family. Images contain virtual staging.

3441 Gulfmead Drive, Sarasota

$865,000

2 Beds ⋅ 2 Baths ⋅ Timber Land Ranchettes SubDv. ⋅ 34242 Zip Code

This beautifully furnished turnkey, two-bedroom, two-bath condominium, will charm you with the luxury of direct access to world renown ‘’Siesta Key Beach. Embrace a rare opportunity to own at ‘Tivoli By The Sea’, the perfect combination of a desirable island location with resort-style amenities. You’ll savor vivid sunsets and panoramic views of the Gulf’s turquoise waters, all from your 26-by-6-foot private balcony. This condo is in immaculate condition, and perfect for year-round living, seasonally, or as an investment property. The modern open floor plan creates a seamless indoor-outdoor flow throughout the home. Sliders from the spacious Dining Room/Living Room area offers plenty of space for entertaining. The Primary Bedroom suite, which features a king-size bed, a vanity area and walk-in closet, also has its own set of sliders to the oversized balcony. The contemporary eat-in kitchen is bright and pristine, with thoughtful updates. The large Guest Bedroom, and nearby full Guest Bath, provides family and guests with their own quiet respite. There’s also a top-floor one bedroom Guest suite, available to owners at affordable weekly reservations for their visiting guests (see the photos). ‘Tivoli By The Sea’ offers an impressive collection of amenities including: a heated swimming pool, fitness center, recreation room, tennis/pickleball court, basketball court, putting green, and ping-pong table. You’ll be a short stroll to the sugary sands of Siesta Key Beach from your private gate. The rooftop Club Room features stunning 270-degree gulf views, and can be reserved for private parties. Each condo includes a storage unit, a covered parking space, and hurricane shutter protection. The building has benefited from numerous updates in recent years. Plumbing updates in 2014, electrical updates in 2017, replacement of catwalk railings in 2019, resurfacing of the tennis and pickleball courts in 2020, and a new roof in 2023. 'Tivoli By The Sea' boasts a strong track record for weekly & monthly rentals, all handled by the on-site company, 'Beachside Management'. Less than five minutes from Siesta Key Village, the home affords convenient access to an array of restaurants, shops and nightlife. Parasailing, paddle boarding, kayaking, boating rentals, and fishing, all provide endless opportunities to enjoy the surrounding waters. Downtown Sarasota is a simple drive with its vibrant arts and entertainment scene. Your social calendar will be filled with tons of culture to enjoy with the ‘Van Wezel Performing Arts Hall’, ‘Sarasota Opera House’, ‘Asolo Repertory Theatre’, ‘Florida Studio Theatre’ and the ‘Marie Selby Botanical Gardens’. Sarasota-Bradenton International Airport is a short drive away. This wonderful condo is vacant and easy to show!

625 Beach Road Unit 301, Sarasota

$1,599,000

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

Exceptional opportunity to own a slice of heaven on Siesta Key Beach. The sparkling turquoise water and quartz sand beach await you. This sought after renovated townhouse has lovely Gulf Views and fabulous deeded Beach front access for everyday enjoyment. TURNKEY furnished & spacious with 3-bedrooms and 3.5 baths. Open floor plans to capture great light and an airy feeling created by coastal living. Enjoy the magnificent decks off the Primary Suite and Living Room to capture beautiful sunsets and Gulf breezes. Also, it is a great place just to relax on a lounge chair in the Florida Sunshine. The Gourmet Kitchen has a lovely wood painted cabinetry, granite counters cook-top island, Breakfast Bar with counter seating and all Stainless Appliances. The main level offers a bonus room that is very versatile with a full bath & separate entrance. Perfect for guests, home office or media room. The Primary Suite has Views of the Gulf from Sliders that opens to a great deck. The Master Bath has dual marble vanities and a large frameless glass shower & separate water closet. The other two bedrooms share a Full Bath. Laminate flooring and Plantation Shutters throughout. So close to Siesta Key Villate for boutique shopping, fabulous restaurants & island entertainment. Ready for the next buyer to own this spectacular beach retreat. Motivated Seller.

548 Beach Road Unit A, Sarasota

$2,900,000

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

Welcome home to the coveted community of Bay Island, on the north end of Siesta Key where island living meets timeless design just 800 feet from Beach Access 1 on Shell Road. Evening sunsets sandy morning strolls are practically at your doorstep. This 2020 built elevated contemporary residence offers thoughtful craftsmanship plus hurricane-rated doors and windows, a 5V metal crimp roof with open-cell spray foam insulation for lasting energy efficiency, and a striking circular driveway framed by stained tongue-and-groove soffits at both entryways a first impression that sets the tone for everything inside. Step through the door to an open, light-filled floorplan where high ceilings, recessed lighting, and wood-look tile flooring carry you through generous living and dining spaces. The kitchen anchors it all with stone countertops and backsplash, a waterfall-edge island with breakfast bar, sleek cabinetry, and stainless steel appliances built for everyday living and effortless entertaining alike. Glass sliders open to a screened lanai, where an outdoor kitchen makes alfresco dining a daily possibility, and a sparkling pool and spa invite you to unwind amid lush, tropical surroundings. The primary suite, thoughtfully situated on the first level, offers a private escape with sliders opening directly to the lanai, a spa-like bath with dual vanities, a soaking tub, oversized shower, and a walk-in closet with custom built-ins. Three additional bedrooms, each with its own en-suite bath, ensure plenty of space for family and friends alike true four-bedroom retreat built for gatherings. A three-car garage (one sectioned off and air conditioned) on the lower level rounds out the home's thoughtful design. Just moments from world-renowned Siesta Key Beach, scenic waterways, and the shops, restaurants of Siesta Key Village AND downtown Sarasota, this Bay Isles residence is a rare opportunity to own a true island sanctuary.

3913 Roberts Point Road, Sarasota

$2,500,000

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

Welcome to this beautifully elevated and fully renovated Siesta Key retreat, ideally located just a short walk from the world-famous sands of Siesta Beach and less than one mile to the Siesta Key Village. Offering 4 bedrooms, 3.5 baths and 3,082 square feet, this thoughtfully reimagined two-story home was extensively renovated from top to bottom in 2021, including every door, doorknob, electrical outlet, light fixture, built-in cabinetry, flooring, carpet, sink, toilet and vanity, blending warmth, character and elevated coastal living. From the moment you step inside, the attention to detail is evident. Vaulted shiplap ceilings with dramatic wood beams extend through the main living spaces, while abundant windows fill the home with natural light. A striking stone feature wall anchors the living room, complemented by designer touches throughout the home, including board-and-batten accents, beautiful wallpaper and carefully selected finishes. The open kitchen is both beautiful and functional, featuring solid wood cabinetry, quartzite countertops, an oversized island, reverse-osmosis filtered drinking water at the kitchen sink, and an impressive collection of appliances including a 36-inch Bertazzoni induction range, built-in Sub-Zero refrigerator, Thermador dishwasher, microwave drawer and pot filler. Just beyond the kitchen, an inviting sitting area is framed by an expansive wall of glass overlooking the lush outdoor living spaces, creating a beautiful connection between the interior and backyard oasis. The first floor also includes a private office, powder bath, laundry room with cabinetry, sink and stacked washer and dryer, and a spacious primary suite. The primary bedroom opens directly to the pool area through large impact sliders and features a walk-in closet plus additional built-in storage. The beautifully appointed primary bath offers a large walk-in shower, dual vanity with makeup area, soaking tub and private water closet. Upstairs are three additional bedrooms and two full baths, including a spacious en-suite bedroom with a walk-in shower and large storage closet. Another bedroom features a cedar-lined closet, while the oversized fourth bedroom includes a charming built-in bunk area that can be tucked away behind a door when not in use. The outdoor living space is truly exceptional and designed to be enjoyed year-round. Multiple covered sitting and dining areas surround an outdoor kitchen beneath a retractable marine-grade canvas covering that opens electronically at the touch of a remote, allowing you to transition effortlessly between shade and open sky. The beautiful, elevated pool and spa create a stunning centerpiece, while a turf area, outdoor shower and dedicated storage areas for kayaks and outdoor gear add to the functionality of the space. The backyard was thoughtfully designed and is enclosed by an elegant stucco wall with custom wooden gates in four locations. Mature tropical landscaping surrounds the property, creating a private oasis just minutes from everything Siesta Key has to offer. Additional highlights include impact windows and sliders throughout the home, 2 new air conditioners, a two-car garage with a loft above to provide valuable storage space. A rare opportunity to own a beautifully updated, elevated Siesta Key home where thoughtful design, exceptional outdoor living and an unbeatable island location come together.

5307 Avenida Del Mare, Sarasota

$895,500

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

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

643 Calle Del Otono, Sarasota

$2,550,000

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

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

732 Siesta Drive, Sarasota

$1,349,000

3 Beds ⋅ 3 Baths ⋅ Siesta Key Beach Residences Ii SubDv. ⋅ 34242 Zip Code

Location, location, location! Set directly on the world-famous white sands of Siesta Key Beach, this beautifully appointed 3-bedroom, 3-bath residence at Hyatt Residence Club Siesta Key Beach offers a rare opportunity to enjoy a true beachfront resort lifestyle with the service and amenities of the Hyatt brand at an exceptional value. Located on the third floor, the residence is conveniently situated on the same level as the fitness center and concierge, putting some of the property’s most-used amenities just steps from your door. Inside, a bright, open-concept layout offers generous living and dining spaces, a private lanai, and three well-appointed bedrooms with three full baths, providing plenty of room for family and friends. Step outside and everything that makes the Hyatt Residence Club special is at your fingertips: direct access to Siesta Key’s famous sugar-white sand, beach service with lounge chairs and towels, a resort-style pool and waterfall Jacuzzi, Tiki Bar, fitness center, concierge and valet services, on-site parking, complimentary breakfast, and professional management. It’s an effortless way to enjoy beachfront living without the upkeep of a traditional beach home. The location also makes exploring Siesta Key easy. Walk to the restaurants and shops of South Bridge Village, take a quick drive to Siesta Key Village, or enjoy convenient access on and off the Key via the South Bridge. For buyers who prioritize beachfront location, resort amenities, convenience, and value, this residence presents a compelling opportunity to experience one of Siesta Key’s premier beachfront properties. Come for the beach, stay for the sunsets, and enjoy the ease of the Hyatt resort lifestyle.

915 Seaside Drive Unit 310, Sarasota

$2,250,000

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

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

4879 Commonwealth Drive, Sarasota

$1,175,000

4 Beds ⋅ 2 Baths ⋅ Siesta Cove Sub SubDv. ⋅ 34242 Zip Code

Tucked away on a quiet, secluded street in Siesta Cove, this beautifully renovated four-bedroom residence offers exceptional privacy, generous living spaces and the relaxed elegance of island living. Thoughtfully designed for everyday comfort and effortless entertaining, the home is filled with natural light and enhanced by extensive custom finishes throughout. A gracious foyer opens to an inviting, open-concept interior with a spacious living, dining, and family room. At the heart of the home, the well-appointed kitchen features maple cabinetry, stone countertops, stainless-steel appliances and an open connection to the main living areas, including the family room creating an ideal setting for gatherings with family and friends. Privately positioned, the expansive primary suite serves as a peaceful retreat with a large walk-in closet and spa-inspired bath featuring an oversized shower. Three additional guest bedrooms, convenient pool bath and an indoor laundry room provide comfort and flexibility for family members and visitors alike. Sliding glass doors create a seamless transition to the private outdoor living area, where a brick-paver lanai, heated pool and outdoor shower invite year-round relaxation. The fully fenced backyard offers generous space for pets, play or gardening. The home has been extensively improved for comfort, efficiency and peace of mind. Notable updates include a 2023 roof, impact-resistant windows and doors, whole-house replumbing, a hurricane-rated garage door, updated irrigation, a newer pool heat pump and saltwater system, interior and exterior painting, updated ceiling fans and LED lighting, upgraded electrical switches and outlets, refreshed landscaping, landscape lighting, and a brand new white PVC fence. A two-car garage completes the property. Located just a short walk from Siesta Beach, the residence places one of Florida's most celebrated coastal destinations within easy reach. Known for its powder-soft quartz sand and clear Gulf waters, Siesta Beach was named the No. 1 beach in the United States and No. 4 in the world in Trip advisor's 2025 Travelers Choice Awards. This desirable mid-key location also provides convenient access to Siesta Key's dining, shopping and recreational offerings, as well as downtown Sarasota's cultural attractions, restaurants, hospital and top-rated schools. Whether enjoyed as a full-island residence or a private coastal retreat, this exceptional property captures the very best of the Siesta Key lifestyle.

5333 Siesta Court, Sarasota

$1,150,000

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

Experience the relaxed Siesta Key lifestyle in this spacious Key West-inspired pool home, ideally located on a quiet street approximately one mile from Siesta Key Village and just minutes from the island’s world-famous beaches. Restaurants, shops, nightlife, and local favorites such as LeLu Coffee Lounge are all within an easy bike ride. Offering four bedrooms and two-and-a-half bathrooms, the home features a large, open living area and a generous kitchen with a breakfast bar—perfect for everyday living and entertaining. The main-level primary suite includes a private en-suite bathroom and direct access to the pool area. Upstairs, three additional bedrooms provide plenty of space for family, guests, or a home office. Outside, the private backyard and heated in-ground pool create a secluded tropical setting for relaxing, entertaining, and enjoying Florida’s year-round sunshine. With its desirable island location, flexible floor plan, and distinctive Key West character, this home offers an excellent opportunity to update and personalize a Siesta Key residence to your own style.

5157 Sandy Beach Avenue, Sarasota

1200 E Peppertree Lane Unit 505, Sarasota

$610,000

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

SUNSETS, SUNSETS, SUNSETS! Experience the Siesta Key lifestyle in this turnkey furnished 5th-floor residence located in the highly desirable Peppertree Bay community. Situated on the Bayside, this 2-bedroom, 2-bath condo offers panoramic views of Siesta Key and spectacular Florida sunsets, along with private deeded beach access just across the property. Tile flooring flows throughout the residence, while the custom kitchen features granite countertops, a tile backsplash, abundant cabinetry, and brand-new stainless steel appliances. The open-concept dining and living areas extend into the enclosed lanai, creating additional space to relax, entertain, and enjoy the beautiful views. Additional features include a newer (2024) HVAC system, a new 80 gallon hot water heater, an in-unit washer and dryer, generous storage, and convenient under-building parking. Offered turnkey furnished, this residence is ready to enjoy from day one. Peppertree Bay is a sought-after Gulf-to-Bay community offering an exceptional array of amenities, including private deeded beach access, two heated swimming pools, two clubhouses with full kitchens, tennis and pickleball courts, a fitness center, fishing pier, BBQ grills, picnic areas, and an active social calendar in season. Ideally located on Siesta Key with easy access to Siesta Key Village, enjoy nearby dining, shopping, live entertainment, and everything Sarasota offers. Whether you're searching for a full-time residence, seasonal retreat, or investment property, this condo delivers the location, amenities, and lifestyle that make Siesta Key so desirable.

1200 E Peppertree Lane Unit 505, Sarasota

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