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$415,000
2 Beds ⋅ 2 Baths ⋅ Siestas Bayside Waterside SubDv. ⋅ 34242 Zip Code
Opportunity knocks in one of the most sought-after locations on Siesta Key! This prime property offers the perfect chance to create your ideal coastal retreat. Situated just moments from world-famous Siesta Key Beach, this lot presents a blank canvas for a stunning new build or a visionary renovation. Currently, the property features a 2-bed, 2-bath home, which has been stripped to the studs following storm damage. Whether you choose to restore and reimagine the existing structure or start fresh with a custom-built masterpiece, this is your chance to bring your vision to life while incorporating modern building codes and coastal design elements. Enjoy the island lifestyle with white sandy beaches, turquoise waters, and vibrant dining and shopping nearby. Seize this rare opportunity to craft the ultimate dream home in paradise!

782 Birdsong Lane, Sarasota
$1,650,000
3 Beds ⋅ 3 Baths ⋅ Bayou Louise - 28 SubDv. ⋅ 34242 Zip Code
Experience the best of every world, boating life, beach life and city life—in this beautifully REMODELED WATERFRONT HOME with an expansive and exquisitely landscaped private lot on the DESIRED NORTHERN TIP of Siesta Key. Fully renovated, this 3-bedroom, 3-bath property boasts a BRAND-NEW ROOF, NEWER CAPPED SEAWALL, BOAT LIFT (10,000-pound capacity) AND DOCK. A stunning NEW KITCHEN AND APPLIANCES, NEW BATHROOMS, and fresh interior paint throughout, and fireplace. Located on Bayou Louise, this home offers direct access to Sarasota Bay and is just 3 blocks to Shell Beach on the Gulf of Mexico. Siesta Key continues to be ranked the #1 beach in the USA, and this location provides easy access to the mainland and downtown Sarasota—a rare combination of privacy, lush tropical landscaping, and convenience to all that downtown Sarasota has to offer. Step inside the walled courtyard entry, where a tranquil reflecting pool and fountain welcomes you. Inside, the spacious living room overlooks the picturesque saltwater pool and spa, while French doors throughout the home open to serene garden, with views to a wonderful garden oasis. The split floor plan ensures privacy, with the primary suite featuring a private outdoor shower that connects to a spa-like ensuite bath. Recent updates include a fully remodeled kitchen with quartzite counters, a large island, brand new appliances, as well as stylishly renovated bathrooms and a screened in lanai facing beautiful sunsets over the Gulf of Mexico. A new hurricane impact garage door (2018) and an oversized storage closet provide ample space, with an additional accessory building for extra storage. With direct access to the open waters of Sarasota Bay, this is a boater’s dream. Whether you’re looking for a permanent residence or a private coastal retreat, this home perfectly blends Old Florida charm with modern luxury. Located Just minutes away from the Out of Door Academy campus, this location is ideal for families as well. Don't miss this one-of-a-kind opportunity! * Music lovers will be delighted as the purchase of this home also includes one year of complimentary membership to the exclusive Whiteleaf Private Concert Club where you can enjoy a discreet luxury celebrity concert series. www.whiteleafconcertclub.com Whiteleaf Private Concert Club – Sarasota’s exclusive rendezvous for an unforgettable blend of luxury and live entertainment.

110 Faubel Street, Sarasota
$1,800,000
4 Beds ⋅ 5 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
Welcome to your tropical beach house retreat on Siesta Key! This stunning 3 story, 4-bedroom, 4.5-bath ensuite Key West-style home was built in 2007 by a local builder as his personal residence, ensuring unmatched craftsmanship and attention to detail. An open paver driveway with lush tropical landscaping welcomes you home. Step inside to a light-filled, open-concept design where hardwood floors, high ceilings, and natural elements create a seamless connection to the outdoors. The gourmet kitchen is a chef’s dream, featuring white shaker cabinets and beadboard wood ceiling, granite countertops, high-end stainless-steel appliances, two wine coolers, and gas cooktop. The spacious center island is perfect for entertaining, while the adjoining formal dining room boasts elegant bamboo ceilings and niches to display your art. Relax in the living room, complete with a gas fireplace, Bose sound system, and celestial windows that bathe the space in natural light. A gallery hallway leads to 2 ensuite bedrooms with French doors that open to outdoor deck. Take the elevator or staircase to the master suite, a true sanctuary with a bamboo tray ceiling, three walk-in closets, a wet bar, gas fireplace, and a private screened balcony overlooking the lush backyard. The spa-like master bath in shell stone and granite offers dual vanities, a Jacuzzi tub, 7-head shower, and private toilet. And the adjacent den provides the perfect space for a full home office, gaming, or just relaxation with a private balcony. The separate fourth ensuite bedroom could also serve as a workout room, baby room, or extra office. Designed for both comfort and peace of mind, this home features impact windows and doors, multi-floor generator, whole house water filter system and a built-in fire sprinkler and alarm system. Outdoor living is just as impressive, from a finished bonus room plus bath, to the spacious deck and a summer kitchen, all within a private, landscaped oasis. The oversized garage accommodates 2 cars plus a work area and even more amazing storage. Located just minutes from Siesta Key Beach—ranked #1 in America—and a short drive to downtown Sarasota’s world-class dining, shopping, and cultural attractions, this exceptional home offers the best of coastal living. Don’t miss your chance to own this island paradise!

4941 Commonwealth Drive, Sarasota
$2,250,000
2 Beds ⋅ 2 Baths ⋅ Secluded Harbour SubDv. ⋅ 34242 Zip Code
Welcome to 1241 Big Oak Lane, a stunning waterfront property on one of Siesta Key’s most private and desirable streets. Boasting nearly 200 feet of frontage directly on the bay-front of Sarasota and a Deep water Canal, this home is a boater’s dream, offering breathtaking water views and endless possibilities. Located in a rare RMF-zoned area, the property allows for completely legal short-term rentals of less than seven days, making it a high-income-producing opportunity. While the home offers incredible potential and did NOT flood, it does require renovations, making it an excellent investment for those looking to customize their dream waterfront retreat. The property already features a great existing pool and a mother-in-law-style kitchenette, making it well-suited for rental income with some updates. Alternatively, with its generous lot size and zoning flexibility, this site is prime for redevelopment, offering the opportunity to build a luxury waterfront estate that maximizes its direct Intracoastal setting. A trolley and bus stop just steps away provide easy access to Siesta Key Village and the beach, eliminating parking and traffic concerns. Whether you're looking to renovate, rent, or redevelop, this is a rare opportunity in an unbeatable location. Schedule your private showing today—no trespassing allowed!

1241 Big Oak Lane, Sarasota
$5,400,000
7 Beds ⋅ 7 Baths ⋅ Mira Mar Beach SubDv. ⋅ 34242 Zip Code
**MLS DATA ENTRY**

147 Avenida Veneccia, Sarasota
$3,500,000
4 Beds ⋅ 5 Baths ⋅ Point Crisp SubDv. ⋅ 34242 Zip Code
Welcome to 1364 Point Crisp, a breathtaking waterfront home on one of the most private and interesting streets on Siesta Key. With only seven homes on this secluded section of road, you’ll enjoy peace, quiet, and incredible views of Little Sarasota Bay and the Intracoastal Waterway. Watch sailboats glide by or fishermen return from a great day out in the Gulf. This home is a boater’s dream, featuring a 16,000# boat lift and a 10,000# personal watercraft lift not to mention a separate day dock and kayak Launch in the back yard. The heated saltwater pool was custom built and features a spacious deck, and plenty of room to entertain family and friends. Relax on one of the two large second-floor balconies with an outdoor grill area and roll-down screens—perfect for enjoying a glass of wine while watching the sunset. Other features include: a 100KW Kohler commercial backup generator powered by natural gas, Impact-rated doors and windows, well water for irrigation and city water access at multiple points, including the dock. Six climate-controlled garage spaces plus tons of extra storage on the first level, with easy access to the backyard and pool. Inside, with an elevator serving all levels of the home, you’ll find 4 spacious bedrooms, 5 full bathrooms, and a modern kitchen with a Sub-Zero refrigerator, Thermador induction cooktop, and GE Monogram appliances. The wet bar includes a beverage fridge and extra storage—perfect for entertaining. This home has been meticulously maintained and offers countless hidden conveniences that make life easier. Don’t miss your chance to own this incredible waterfront retreat!

1364 Point Crisp Road, Sarasota
$1,568,000
3 Beds ⋅ 4 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Auction Property. AUCTION - Renovated waterfront home in the heart of Siesta Key on Palm Island

288 Island Circle, Sarasota
$1,100,000
4 Beds ⋅ 4 Baths ⋅ Siesta Cove Sub SubDv. ⋅ 34242 Zip Code
Nestled in the highly sought-after Siesta Cove neighborhood of Sarasota, 5239 Siesta Cove Drive is a stunning property offering an exceptional blend of luxury, tranquility, and prime location. This beautifully updated 4-bedroom, 4-bathroom residence spans 2,333 square feet of living space and is set on a lush 0.31-acre lot, making it the perfect retreat for those who appreciate both privacy and convenience. The home also boasts a NEW roof and NEW hurricane rated windows and doors, providing peace of mind and enhanced durability for years to come. As you enter the home, you are welcomed by a spacious open floor plan that combines modern design with timeless elegance. The living areas feature large windows that flood the home with natural light, creating an airy and inviting atmosphere. The gourmet kitchen is a chef’s dream, with high-end stainless steel appliances, custom cabinetry, quartz countertops, and a large center island perfect for meal prep or casual dining. The open concept seamlessly connects the kitchen, dining, and living areas, creating an ideal space for entertaining guests or enjoying quiet family time. The master suite serves as a luxurious sanctuary, with expansive windows allowing plenty of natural light, a generous walk-in closet, and a spa-like en suite bathroom that includes a soaking tub, and a separate walk-in shower. The additional bedrooms are equally spacious, offering comfort and flexibility for family, guests, or a home office. A convenient mother-in-law suite is located downstairs, providing privacy and comfort for extended family. The outdoor living space is designed for relaxation and entertainment. Step outside to a large private terrace, perfect for enjoying a morning coffee or peaceful evenings outdoors. The expansive second floor deck features a beautiful pool, offering the perfect place to cool off on warm Florida days or host poolside gatherings. With ample space, the backyard provides a tranquil environment for unwinding and enjoying the beautiful Florida weather. Siesta Cove is one of Sarasota’s most desirable communities, known for its serene atmosphere and close proximity to Siesta Key’s world-renowned beaches. Whether you prefer relaxing on the powdery white sands of Siesta Key Beach or taking advantage of the many water activities available, this location offers the best of both worlds. In addition to beach access, you’ll find a variety of dining, shopping, and cultural attractions just a short drive away in Sarasota’s vibrant downtown. For those who enjoy an active lifestyle, Siesta Cove offers the perfect balance of outdoor adventure and relaxation. Don’t miss the opportunity to own this incredible piece of paradise in one of Florida’s most desirable neighborhoods!

5239 Siesta Cove Drive, Sarasota
$3,250,000
4 Beds ⋅ 4 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
Under Construction. A rare opportunity to own a beautifully crafted custom home on Siesta Key by Nutter Custom Construction. This stunning custom residence is now nearing completion, with anticipated delivery in September 2026. Every detail has been thoughtfully curated to deliver an exceptional luxury living experience. This Coastal Contemporary residence offers 3,200 sq. ft. of interior living space and over 5,500 sq. ft. of total indoor/outdoor living, thoughtfully designed to maximize both luxury and comfort. Enjoy three spacious balconies, an outdoor kitchen, and a generous covered lanai that seamlessly blends indoor and outdoor living. Inside, the open floor plan is filled with natural light and features a stunning chef’s kitchen equipped with luxury appliances, custom cabinetry, and a walk-in pantry. The kitchen flows effortlessly into the dining area and great room, creating the perfect space for entertaining or relaxing with family. The home includes 4 bedrooms and 4 full bathrooms, providing ample space for family and guests. The expansive primary suite offers dual walk-in closets, a private balcony, and a serene retreat for homeowners. Upstairs, a versatile loft with access to a private balcony makes an ideal office or second living area. Additional highlights include an oversized 2.5-car garage, elevator access to all levels, and a full utility room for added convenience. The private backyard oasis features a beautiful pool and lush surroundings for year-round enjoyment. Located just minutes from Siesta Key’s world-famous beaches, as well as the vibrant shopping and dining options in The Village, this is a unique opportunity to personalize your dream home during this phase of construction. Don’t miss your chance to own a custom-built home in one of Sarasota’s most sought-after coastal communities. Please note: Some photos have been virtually staged for illustration purposes.

4903 Commonwealth Drive, Sarasota
$475,000
2 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code
GREAT GULF FRONT OPPORTUNITY! This incredibly well priced 2 bed/2 bath villa represents an exceptional opportunity to start fresh with almost new construction in the idyllic GULF FRONT property of Whispering Sands on Siesta Key. This lovely unit experienced flooding last fall and is now being sold post remediation and pre rebuild – providing the next owner with the wonderful opportunity to customize it to their own individual style. It has undergone professional remediation, mold, asbestos, and lead inspections, drywall removal and installation, and has been newly painted. New baseboards, interior doors, trim, and remaining flooring have yet to be added back to the villa. This unit features a wonderful galley kitchen with small breakfast bar. The lower kitchen cabinets, appliances, and bathroom vanities & fixtures have been removed. The kitchen and bathroom countertops were able to be saved, are in great shape, and are stored in the villa. The interior includes gleaming crown molding, recessed lighting, and newer ceiling fans. Two sets of beautiful French doors with privacy mini blinds open from the living space. One set opens into a gorgeous sunroom with high windows, vaulted ceiling, sliding windows with screens, and its own A/C system, and the other into a private patio. The primary and guest bedroom windows are covered with plantation shutters. This will also features a one car garage, with a W/D hook up. A NEW 2025 CONCRETE TILE ROOF IS BEING PUT ON THE VILLA - PAID BY THE SELLER. The garage was reroofed in 2020.

147 Whispering Sands Drive Unit V29, Sarasota
$1,225,000
3 Beds ⋅ 3 Baths ⋅ Siesta SubDv. ⋅ 34242 Zip Code
Stay high and dry at this incredible opportunity on the north end of world-famous Siesta Key (NO damage from ANY of Sarasota’ recent hurricanes). Come to this property at the end of a quiet dead-end street and make it your island getaway or use it as a short-term rental (it is located in the city of Sarasota limits), where guests can simply walk around the corner to Shell Road Beach. 123 Faubel sits on a massive lot, over 15000 square feet (more than a third of an acre), serving as a private oasis on this beautiful island. The super cute Cape May Style home features an open kitchen and large office/den space on the main floor, all with gorgeous real wood flooring and lit up with natural light filtering through the main living area’s tall windows. Step through French doors onto the spacious BRAND-NEW wood deck overlooking all the space in the backyard, a wonderful spot to enjoy a breezy evening or to entertain friends. There is a generously sized master bedroom, along with two other bedrooms, on the second floor. Perhaps the coolest and unique feature of the home is the light and bright "Widow's Peak" on the very top floor, an absolutely wonderful cozy spot with a view of the downtown Sarasota skyline to the north, and a glimpse of the waters of Big Sarasota Pass to the west. Come here to find some solitude or catch a sunset. In 2021 the home was outfitted with a metal roof, the best one can get. A concrete driveway was just installed on 3/19 and new impact rated garage doors are now in as well. The happening Siesta Village, a great place for dinner, a gelato, or an evening stroll, is just a short bike ride away. From there one can also easily access the island’s renowned beach. The opportunities are endless at this property, and this is your chance to make the enviable Siesta Key living your very own. Schedule your showing today!

123 Faubel Street, Sarasota
$1,110,000
4 Beds ⋅ 4 Baths ⋅ Sanderling Club SubDv. ⋅ 34242 Zip Code
This is your unique opportunity to restore a four-bedroom home or build a custom masterpiece—on a corner lot—behind the gates of The Sanderling Club, the iconic and only 24-hour guard-gated single-family home community on Siesta Key. This expansive 26,427 sq. ft. property is steps away from a private beach on Siesta Beach, named the #1 beach in the U.S. and #4 in the world in 2025 by Tripadvisor. The Sanderling Club has its own tennis courts, pickleball courts, and marina with boat slips. Offering rare redevelopment potential amid Gulf front architectural marvels, the main home from 1956 was fully renovated in 2023 with new sliders, hurricane-impact windows, plumbing, and a new roof that are still intact after the storms. Hear the songs of birds while you lounge in your oversized pool behind a grandfathered privacy wall offering serenity and seclusion. The rare tropical foliage is already returning to the winding roads in Sarasota's premier gated waterfront community. Priced to reflect its current condition, it presents incredible potential for those looking to create a custom coastal retreat.

7345 Pine Needle Road, Sarasota
$825,000
4 Beds ⋅ 3 Baths ⋅ Ocean Beach SubDv. ⋅ 34242 Zip Code
Huge Price Reduction.....Motivated Seller.....Location and opportunity...Don't miss this 4 bedroom, 3 bath pool home that sits on a well positioned larger lot with 97 ft. of canal access. The home was impacted by hurricane Helene but has been remediated and is ready for renovations, redesign or rebuild. The existing open floor plan features a large kitchen and dining area, living room with wood burning fireplace, sun room overlooking the pool and split bedrooms. Located walking distance from the vibrant Village of Siesta Key and Siesta Key Beach which was recently voted the #1 beach in the USA and #4 in the world. There is easy access to downtown Sarasota to visit the arts district, theater, fine dining, and shopping at St. Armands Circle. Endless opportunities to live in paradise and experience all Siesta Key has to offer. Schedule your showing today.

514 Ralph Street, Sarasota
$6,600,000
4 Beds ⋅ 5 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code
* Pending. Accepting backup offers.* Nestled along the pristine northern shores of Siesta Key, this magnificent three-story waterfront retreat redefines coastal luxury and exclusivity. The home features 10,600 sq ft under roof with approximately 5,500sq ft under air. This exceptional home is crafted for grand entertaining and effortless relaxation. While Siesta Beach and Village are just minutes away by golf cart, the gated personal estate ensures total privacy, creating a secluded paradise where the rhythm of the waves and the beauty of the Gulf serve as the ultimate backdrop. As you approach, a sprawling driveway and state-of-the-art security gates provide both exclusivity and convenience, granting access to a four-car garage, perfect for luxury vehicles, watercraft, or additional storage. Stepping inside, you’re greeted by a grand entrance with a 34-foot-high foyer. Up the stairs you will find walls of glass showcasing unobstructed Gulf panoramas. Expansive retractable glass doors erase the line between indoors and out, immersing you in the stunning coastal setting from the moment you arrive. Descending to the main living level, a chef’s dream kitchen awaits, masterfully designed with thick quartz countertops, a spacious center island, and a custom eight-seat breakfast bar. Flowing seamlessly into sun-drenched living and dining areas, this space is enhanced by towering 12-foot ceilings, creating an atmosphere of grandeur and warmth. A hidden bonus room unveils a fully equipped outdoor kitchen and entertainment lounge, offering a seamless transition to alfresco dining and unforgettable gatherings under the stars. The upper levels of the home are dedicated to rest and rejuvenation, with four private bedroom suites, each offering breathtaking Gulf views, intimate balconies, and spa-inspired en-suite baths. The primary suite, a haven of tranquility, boasts 270-degree water views, expansive lounging terraces, and a marble-clad spa bath, designed to capture the essence of relaxation and indulgence. Beyond the home’s elegant interiors lies a spectacular tropical oasis. Designed by the renowned Lucas Lagoons, the lagoon-style pool and spa feature a cascading waterfall, offering the ultimate retreat for relaxation. A meandering stone pathway winds through the gorgeous landscape, passing a serene saltwater tidal pond, leading to a two-story Tiki retreat, an idyllic setting for sunset cocktails and ocean breezes. At the edge of the property, a Gulf-front fire pit, nestled into the immaculate white sands, invites you to unwind as the sky transforms into a breathtaking masterpiece of colors. Whether envisioned as a luxurious primary residence or an exceptional coastal retreat, this one-of-a-kind Gulf-front estate offers an unparalleled blend of seclusion, sophistication, and effortless luxury. With unrivaled beach frontage and panoramic water views, this property is more than just a home—it is a rare opportunity to own a true piece of paradise on one of the most coveted stretches of Siesta Key. This listing does not include the lot at 0 Solymar Dr. MLS number (A4642147). Creative Seller Financing Available!

3935 N Shell Road, Sarasota
$1,400,000
3 Beds ⋅ 2 Baths ⋅ Siesta Manor SubDv. ⋅ 34242 Zip Code
Location and excellence combined....Don't miss the opportunity to own this stunning 3 bedroom, 2 bath pool home with 75 ft. of canal access. The home is located steps from the vibrant village of Siesta Key and the #1 Beach in the USA and # 4 in the world! The property has been remediated and restored to the highest standards post hurricane Helene. The large private front courtyard welcomes you to the professionally decorated and designed tropical oasis to maximize the ultimate living experience. The large rear lanai overlooking the heated pool and spa provides a resort style atmosphere to both owners and guests. Quality finishes include travertine flooring throughout, impact windows and doors, completely renovated kitchen and baths and more. Easy access to downtown Sarasota to enjoy the arts district, theater, fine dining and shopping at St. Armands Circle. Continue the excellent rental opportunities or call it home, this property is a must see. Schedule your showing today.

309 Avenida Milano, Sarasota
$2,950,000
4 Beds ⋅ 5 Baths ⋅ Harmony Sub SubDv. ⋅ 34242 Zip Code
New price! Experience the epitome of Siesta Key living in this exquisitely crafted residence near Siesta Village and renowned pristine beaches, with every conceivable amenity nearby. On a generous one-third-acre lot, this 2019 custom masterpiece by award-winning John Cannon Homes epitomizes luxury and sophistication. Boasting four spacious bedrooms, an office, and five baths, this home is an entertainer's dream, designed to host large gatherings with ease and elegance. Built with an unwavering commitment to quality and luxury, every detail has been thoughtfully considered to offer unparalleled comfort and convenience. Innovative technology is seamlessly integrated throughout the home, allowing for remote control from your smartphone, a cutting-edge media system for immersive sound and visual experiences, a Lutron lighting and blind system, and a reliable backup generator, ensuring uninterrupted enjoyment. The open-concept floor plan offers soaring ceilings illuminated by natural light. The great room flows seamlessly to the dining area and the fabulous chef’s kitchen, which features sleek custom cabinetry, an expansive island with seating, and quartz counters. Top-of-the-line Thermador appliances include a six-burner natural gas range and a built-in Miele coffee system, ensuring culinary excellence. The primary suite is a sanctuary of relaxation, welcoming its occupants after a day filled with sun and fun. Guests are pampered with their own en-suite baths and access to bespoke entertainment options, ensuring privacy and luxury for everyone. The heart of this magnificent property is the expansive outdoor lanai, featuring a stunning pool set against the backdrop of silver travertine tile, a rejuvenating spa, and a fully equipped kitchen and bar area, living room and fireplace, promising unforgettable moments under the sun or stars. As the sun sets, the outdoor living space becomes a central gathering spot, where music, laughter, and culinary delights blend to create the perfect evening. An automated irrigation system maintains lush greenery. A high-ceiling garage with a two-car lift provides ample space for your luxury vehicles, while a comprehensive camera system, impact doors, windows, and garage door, and a natural gas-powered generator ensure security and peace of mind. The high-quality construction offers an added benefit with reasonable insurance rates. This home promises a life of exquisite luxury and unmatched convenience, where the car keys are forgotten. Enjoy the convenience of being near the vibrant Village, as well as the white quartz sands and azure waters of Siesta Beach. Welcome to your paradise on Siesta Key, where every day there is a testament to the beauty of island living.

4940 Peaceable Way, Sarasota
$2,240,000
3 Beds ⋅ 3 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Beaches, Boating & Bistros. This 3 bedroom, 3 bathroom home has it all. Beaches: Located on Palm Island, an Island on an Island only a 2-minute walk to the world-famous cool quartz sands of Siesta Beach (Beach Access #10). You can walk for miles along the sparkling Gulf waters and watch the dolphins play. Kick back on the white sand, go swimming in the clear water, or simply admire the sunset — it's up to you. Boating: Dock your boat at your back door and take a dip in your pool after spending your day on the water. Your private dock is equipped with a beamless 14,000 boatlift on the Grand Canal. Just a short boat ride to world class fishing and watersports. Bistros: You are less than a mile from Siesta Village, yet Palm Island is a secluded oasis accessed by a bridge. Siesta Village boasts a variety of world class restaurants and nightlife. The property is fully fenced with no homes on the other side of the canal. This private elevated Key West style home offers a great investment or a home for your family. Open floor plan with kitchen/dining/great room layout. Vaulted ceilings create a wonderful open feeling with sliders bringing in the outdoors. Lots of space for storage on the lower parking/storage area. Newer roof and HVAC.

462 Island Circle, Sarasota
$800,000
2 Beds ⋅ 2 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Just a short two-block stroll from Siesta Key's vibrant village, you'll find yourself surrounded by a delightful array of casual and fine dining restaurants, lively shops, and bars with nightly live music. Yet, this charming home is nestled in a peaceful, quiet neighborhood; offering the perfect blend of convenience and tranquility. Enjoy the best of both worlds with a short walk or bike ride to the renowned Siesta Key Beach, and directly across from the Canal, where you can add your own private dock and launch your boat, kayaks, or paddleboards. Glide out to the Intracoastal and experience the water from your own yard! This home is spacious and inviting, with plenty of updates to enhance its charm! Upstairs, you'll find 2 bedrooms and 2 baths, including a recently remodeled kitchen with bright shaker-style cabinets and sleek quartz countertops. Skylights and large windows allow abundant natural light to pour in, making the entire home feel airy and bright. Cozy up by the real wood-burning fireplace in the open living and dining area, where the space flows seamlessly to the outdoors. Step out onto the large composite wood deck with modern aluminum railings, where you can enjoy tree-top views of the yard and canal—perfect for entertaining or relaxing. Off the kitchen, a second porch offers a peaceful retreat to sip your morning coffee while enjoying the sounds of birds singing. Downstairs you'll find your laundry room with a new washer and dryer, a new tankless water heater, and a large storage room. The additional bonus room would make an ideal place for a gym, game room, or media center. The beautiful, low-maintenance epoxy flooring keeps the downstairs bright and inviting. The large corner lot offers plenty of room to create your dream backyard, with ample space for a pool if you choose. The yard is perfect for hosting BBQs, oyster roasts, and making memories with friends and family. There’s also an extra storage shed beneath the second-story deck, keeping your lawn equipment out of sight and neatly organized. A concrete patio underneath adds even more entertaining space. Experience the relaxed, resort-style living you’ve always dreamed of—right in the heart of Siesta Key. Every day feels like a vacation in this coastal gem!

5250 Calle De Rio, Sarasota
$1,350,000
3 Beds ⋅ 2 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
- Canal front, mangrove lined 100 ft. on the Grand Canal. - 2 buildable lots of record according to Sarasota County - Opportunity to build beautiful waterfront home or develop 2 waterfront homes on separate lots. - Short stroll to the Crystal sands of Siesta Key Beach and Siesta Key Village - Cottage has water damage from recent storms - Property being sold for Land Value

5448 Avenida Del Mare, Sarasota
$920,000
5 Beds ⋅ 4 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
Lovingly owned for 20 years, this tropical retreat offers privacy, charm, and thoughtful updates throughout. Recent enhancements include lush Areca palms for a private, resort-style setting, and an expanded pool area complete with a cozy seating space, large umbrella, and fire pit-perfect for relaxing or entertaining under the stars. Nestled in the heart of Siesta Key, and close to one of the best beaches in the U.S., this spacious 5-bedroom, 3.5 bathroom home offers a perfect blend of comfort, style, and functionality. Featuring engineered hardwood floors throughout, this residence is designed for family living and entertaining. The living room flows seamlessly into the dining room, which is conveniently located next to the kitchen. The kitchen features shaker style cabinetry and Corian counters. A pass-through window and breakfast bar open to the casual dining area, which can easily be transformed into a game room or flex space to suit your needs. On the other side of the of the kitchen is the spacious family room, with soaring vaulted ceilings and fireplace. A French door from the family room leads to the open pool area. A fiberglass salt water pool was added in 2008 with a travertine deck. The spacious Primary bedroom suite includes a sitting area with large window that offers serene views, an adjoining library/office that allows for work from home with floor to ceiling bookshelves with a separate exterior door. A major renovation in 2014 added two additional upstairs bedrooms bringing the total to four, plus a half bath with a charming turquoise/green tile display on the mirrored wall. The full bath upstairs has Quartz counters, shaker cabinets, double sinks, and skylight in the shower giving the space an abundance of natural light. The home is built for durability with a metal roof, hurricane impact windows upstairs, and many downstairs, with custom hurricane Fabric shields protecting non-impact windows and doors. The 10’ elevation has kept the property free from hurricane damage. The home is ideally situated a short distance from Glebe Park, one of Siesta Key’s hidden gems. Perfect for families and active lifestyles, the park features a baseball field, basketball court, multi-purpose field(great for soccer or casual games), pickleball court, playground, restrooms, and a gazebo for parties and picnics. The mid-island location offers easy access to both the North and South bridges.

614 Tropical Circle, Sarasota
$2,875,000
3 Beds ⋅ 4 Baths ⋅ Sara Sands SubDv. ⋅ 34242 Zip Code
One or more photo(s) has been virtually staged. Step into the Siesta Key lifestyle today — no waiting for construction, no uncertainty, just effortless waterfront living. Elevated at 10.5 feet with no history of flood damage, this exceptionally maintained 2015 Key West–style home offers an exceedingly rare turnkey waterfront opportunity, combining timeless design with peace of mind, creating a sanctuary where every detail has been carefully considered. Imagine mornings in your chef-inspired kitchen, quartz counters gleaming, Thermador appliances, and a gas stove ready for weekend brunches. Walls of glass invite sunlight into the great room and open to a covered lanai with outdoor kitchen, heated saltwater pool, carefully maintained landscaping, and majestic oak trees, where afternoons flow seamlessly into evenings spent entertaining family and friends. A versatile den/office provides a quiet retreat or workspace, and the outdoor shower makes rinsing off after a day on the water effortless. Outside, a wide waterfront canal with private dock, 13,000-lb boat lift, and fish cleaning station offers direct access to the Intracoastal — perfect for boating, yachting, and all water adventures with only one bridge to navigate. The 3-car split garage provides space for a collector car, golf cart, or hobby projects, while impact windows, a whole-house generator, and updated HVAC ensure comfort, safety, and peace of mind. The split floor plan offers privacy for guests with en suite baths, while the primary suite is your own private retreat. Nestled on a quiet cul-de-sac and WIDE canal, just minutes from Siesta Village, award-winning beaches, dining, shopping, and Sarasota’s vibrant arts scene, this walkable, bikeable, and kayak-friendly neighborhood lets you enjoy everything the Key has to offer without ever getting in your car — every day feels like a vacation. More than a house, this is a lifestyle ready now. Secure, elevated, turnkey waterfront property, and perfectly positioned on one of Siesta Key’s most desirable canals. Experience the rare combination of security, luxury, and effortless waterfront living — your turnkey Key West–style sanctuary awaits.

5169 Sandy Shore Avenue, Sarasota
$882,500
4 Beds ⋅ 3 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Water-damaged home with tons of potential. Great opportunity to own on Siesta Key.

431 Island Circle, Sarasota
$940,000
3 Beds ⋅ 3 Baths ⋅ Roberts Point SubDv. ⋅ 34242 Zip Code
Nestled on a tranquil street, in the highly sought-after Roberts Point neighborhood of Siesta Key, this stunning elevated home offers the perfect blend of luxury, privacy, and coastal charm. Situated just moments from the world-renowned Siesta Beach and the vibrant Siesta Village, this beautifully maintained two-story residence offers the perfect combination of comfort, convenience, and Florida living. The layout features spacious living and dining areas, with plantation shutter windows that fill the home with natural light and allow for a seamless connection to the outdoors. The well-appointed kitchen includes modern appliances, ample cabinetry, and a large island, making it an ideal space for cooking and entertaining. The master suite is a private retreat, with plenty of closet space and an en-suite bathroom that offers a relaxing atmosphere. Additional bedrooms are generously sized and perfect for family or guests. Step outside to your private, nicely landscaped backyard, an ideal setting for relaxation and entertaining. Enjoy Florida’s beautiful weather on the expansive composite deck, complete with an outdoor shower—perfect for rinsing off after a day at the beach. The lush greenery and well-maintained yard create a tranquil, private oasis. This home’s prime location offers easy access to the best of Siesta Key—whether it's lounging on the soft sands of Siesta Beach, exploring the unique shops and restaurants in Siesta Village, or enjoying local parks and recreational activities. This is your chance to own a slice of paradise in one of the most coveted neighborhoods on Siesta Key. Schedule your private showing today and make this beautiful home your own!

4117 Roberts Point Circle, Sarasota
$1,300,000
3 Beds ⋅ 2 Baths ⋅ Siesta Manor SubDv. ⋅ 34242 Zip Code
LOWEST PRICED MOVE-IN READY WATERFRONT POOL HOME ON SIESTA KEY! PRICE REDUCTION FOR A FAST SALE! A must see and an incredible value on Siesta Key at prime location. BRING ALL REASONABLE OFFERS! Turn-key furnished opportunity to own a completely remodeled immaculate canal front/boat lift/pool home just steps from the No. 1 ranked U.S. beach and Siesta Key Village. Located on a quiet cul-sac and serene canal with quick boating access to the inter-coastal waterway and gulf. This property has 75 feet of dredged canal waterfront, with newer commercial-grade seawall, TREX dock with 10,000 lb remote-controlled lift, underwater lighting and large 15,000 gallon salt-system pool. This property was officially designated as having only minor hurricane damage and was completely renovated and professionally mitigated to the highest standards. Spacious three bedroom, two bath open-floor plan and large walk-in closets. This home is storm-solid with hurricane impact metal roof, garage door and PGT windows and slider doors for peace of mind and insurance savings. Brand-new kitchen and bathroom vanities. All new millwork including interior doors, crown molding and trim. New custom plantation shutters and roller shades create privacy and classic island style. Home is offered furnished with Restoration Hardware furnishings throughout. Newer paver driveway and gated golf cart pad. New appliances, water heater, HVAC and variable-speed pool pump/motor. Large screened lanai and maintenance-free yard. This beautiful home is ready immediately for your beach and boating dream. Schedule a showing today and make an offer!!

329 Avenida Leona, Sarasota
$1,100,000
3 Beds ⋅ 2 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code
Custom built by the current owner in 2015, the contemporary design exudes warmth and natural light inside. In a highly desirable location on the North End of Siesta Key, this 3 bedroom 2 bathroom home has thoughtful details throughout. From the Brazilian Cumaru flooring to the vaulted ceilings with oversized hurricane rated windows, you will realize the value. The open-concept kitchen features Eucalyptus cabinets and a quartz topped island with seating, making it the perfect space for cooking and entertaining. Step outside the kitchen to your outdoor balcony which is ideal for enjoying your morning coffee or evening sunsets. The generously sized primary bedroom includes a walk-in closet and ensuite bathroom. Two guest bedrooms plus an additional bathroom complete the upstairs space. On the ground level is a spacious workshop, perfect for DIY projects or storing all your toys plus a large screened living area designed for enjoying the outdoor Florida lifestyle. Just off the main entrance to the home is a large deck surrounded by lush tropical landscaping and comes replete with custom built seating and a fire pit. Across the street is the entrance to Shell Beach with direct access to the azure waters of the Gulf, perfect for kayaking or enjoying the shoreline. Great value for newer construction home in this prime location.

3911 Roberts Point Road, Sarasota
$650,000
3 Beds ⋅ 3 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
Home did have water intrusion and significant damage during the storms. The value is in the land as it Can Be Divided into 2 Parcels. Great opportunity to build 1 or 2 homes in quiet neighborhood near Siesta Key Beach. Short bike ride away to the beach. Located within one mile of Siesta Village! Easy access to the mainland via the North Siesta Bridge to enjoy Southside Village, Downtown, Marie Selby Gardens ad the Bayfront.

813 Plymouth Street, Sarasota
$1,200,000
3 Beds ⋅ 3 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code
Views, Views, Views! This property is located on the desirable Grand Canal and boasts one of the best wide canal views on Siesta Key. Enjoy gorgeous long water views on 122 ft. of Canal frontage. Situated on a quiet cul-de-sac on a beautiful tree lined street with easy access to beaches and Siesta Key Village. While this home did experience some water intrusion during Hurricane Helene, it has been professionally remediated offering significant potential for you to remodel to your liking or build new. It is being sold as-is for land value only. Roof is under five years old. Minutes to beach and the vibrant Siesta Key Village. This is a unique opportunity to create your dream home. Come see why they call this street Paradise Way!

822 Paradise Way, Sarasota
$2,260,000
4 Beds ⋅ 4 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code
Luxury Waterfront Home on Siesta Key - Boater's and Entertainer's Paradise! Welcome to your dream waterfront retreat on Siesta Key! This stunning 4 bedroom, 3.5-bathroom home plus bonus room comes FULLY turnkey furnished ready to live in or make it an income earning vacation rental (monthly rentals allowed -some wall art is not included). There are 3 bedrooms on the main floor each with walk-in closets and the second floor is exclusively the primary suite with large walk-in closet and spa-like bathroom with an air-jetted tub. Bring your toothbrush and enjoy a home that is ready to move in, perfectly situated towards the end of a cul-de-sac street and faces a canal which leads to Sarasota Bay. Featuring a private dock with a boat lift, heated swimming pool with spa and don't forget the tropical waterslide! Duchateau flooring throughout main living areas, quartz countertops in kitchen, and travertine flooring in bathrooms. Enjoy entertaining in the extra-large party room/second living area which features a built-in bar, pool table, hideaway pocket sliders with disappearing wall that leads right to outdoor dining area/pool. There is also a bonus room that is currently being used as a home gym. The backyard is fully fenced for pets and the home did not have any water intrusion during hurricanes and sits at 8 ft elevation per the elevation certificate.

815 Paradise Way, Sarasota
$1,075,000
3 Beds ⋅ 4 Baths ⋅ Sara Sands SubDv. ⋅ 34242 Zip Code
Now the lowest priced single-family home in Sara Sands, this is your opportunity to take this blank canvas and create your masterpiece. With canal frontage, a boat dock with a lift, heated pool & spa, a two-car garage, and solar panels this home offers a third of an acre at a prime location on Siesta Key. This home sustained storm damage during Hurricane Helene in September 2024 and has had appropriate mitigation completed. With a Spanish colonial inspired elevation, this home did not sustain damage to its curb appeal. On your approach, a circular paver driveway and charming front porch framed by natural wood elements and landscaping beds once plentiful with lush vegetation create stunning curb appeal. Step inside to a sprawling living space with a seamless flow from dining space through to the gorgeous kitchen. A beautiful fireplace once flanked by substantial built ins lends a warmth to the space while multiple sets of classic French doors allow for bright, Florida sunshine to flood the room. With a little help, the kitchen will be a chef’s dream again as the current layout features dual tone cabinets, attractive countertops and a show stopping island with seating for 5-6. With a wall of pantry cabinets, coffee bar and additional cocktail bar, there is no shortage of storage or possibilities! Each bedroom is exceptionally generous, but the primary suite is simply divine with a large footprint, dual walk-in closets and an ensuite bath will exude luxury in size and your chosen finishes. Step outside to your outdoor oasis featuring a paver pathway that connects multiple patios but ultimately leads you back to the stunning views of the canal. A golf cart ride, bike ride or leisurely walk will have you exploring the heart of Siesta Key’s village with eateries, shops, dessert shops and of course access to the beach with views of the sparkling waters of the Gulf. With some creativity and a bit of effort, this home be better than ever as your beautiful homestead for year round residency or seasonal Siesta Key dwelling!

5073 Higel Avenue, Sarasota
$725,000
4 Beds ⋅ 3 Baths ⋅ Ocean Beach SubDv. ⋅ 34242 Zip Code
Take a Look!...This Unique Opportunity on Siesta Key JUST REDUCED...One of the Few Properties of Its Kind, Offering an Expansive 0.30-Acre Lot Overlooking a Serene Pond...Just a Short Stroll to the World-Famous White Sands of Siesta Key Beaches and the Vibrant Village, Full of Fine Dining, Boutique Shopping, and Entertainment...The Existing 4/3 Home Sustained Hurricane Damage, Making it an Ideal Prospect for a Custom Build or Inspired Renovation of the Locally Designed Classic...Unlike Most Tear-Downs, This Property Boasts a Coveted Natural Setting with Stunning Water Views and Breathtaking Sunsets Over the Water...Perfectly Positioned a Short Drive from Downtown Sarasota, St. Armands Circle, Longboat Key, Lakewood Ranch, and Sarasota-Bradenton International Airport...Surrounded by the Azure Coastal Waters of the Gulf...Floor Plan Concepts are Available for New Construction or Renovation...4710 Gleason Avenue is an Extraordinary Location with Endless Potential, and a Lifestyle That Elevates Your Living Experience...Opportunities Priced Right Like This Don’t Last on Siesta Key...Seize It Now and Live a Fuller Life!

4710 Gleason Avenue, Sarasota