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$1,400,000
5 Beds ⋅ 4 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
*2 BUILDABLE WATERFRONT LOTS* Palm Island IS the "Heart of Siesta Key". Don't miss this rare opportunity to live in Siesta Key's most sought-after neighborhood and experience the quiet, friendly, yet close to everything community of Palm Island. Build your tropical dream home on one lot and sell the other, or go "all in" and create your ideal island estate on the 17,883 sq ft lot. If restoration is more your style, this home was built using the Lamolithic poured in place construction method developed by John Lambie Jr and was a key design element in the Sarasota School of Architecture. As a result, most of the primary structure and walls are made of 12 inch poured concrete, providing unsurpassed strength and durability. This spacious property located in one of the finest and friendliest communities on Siesta Key is situated a mere 600 feet from arguably the best beach on the planet. Situated on the Grand Canal, it is minutes by boat to the Intercoastal Waterway and a short walk or bike ride to Siesta Key Village. This sought after Palm Island address sits on two county approved building lots and is a rare opportunity for all interests. Maximize your Island experience and treat yourself to this rare, peaceful island escape limited only by your imagination. *House Plans and Budget available for both lots

2 Island Circle, Sarasota
$1,996,000
3 Beds ⋅ 4 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Pre-construction. To be built. Custom beach home opportunity! Less than a mile to the #1 Rated Beach in the Nation- Siesta Beach! Almost 1/4 acre lot in a charming neighborhood with close proximity to public beach and Village. The existing structure is a tear down, leaving a beautiful canvas to create your dream home or investment property! Optional Island Series plans by Yoder Custom Homes are available, or choose the builder of your choice, or land only. Just 6.4 mi to downtown Sarasota- known for it's Arts & Culture. Call today for more information! Land only listed in vacant land.

643 Calle De Peru, Sarasota
$3,800,000
8 Beds ⋅ 8 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
SIESTA KEY INVESTMENT PROPERTY. Great location! Welcome to the Wildflower. Just steps from the #1 Beach in USA. Nestled within a tropical oasis, this charming 8 plex 4 ground level units and 4 second level units, with 8 parking spaces offers a unique blend of comfort and natural beauty. Surrounded by vibrant tropical flora, enter the common area courtyard centered around a sparkling heated pool, perfect for relaxing after a day at the beach. The courtyard backdrop includes a standing waterfall that offers the tranquil sounds of nature. A very unique detail to any outdoor living space. Adjacent from the pool are two screened communal areas. A game room, with tv, ping pong table, pool table, arcade & washer/dryers and restroom with shower. The second lanai has a sectional sitting area with tv, fire pit and sauna. Plenty of beach and pool accessories, noodles, rafts, beach chairs, carts, etc,. for guests to enjoy. There is also a dock, across the street that is included with the sale of the property. Ideal for kayak launching or fishing. The canal leads to the Siesta Key Grand Canal. The interiors are adorned with NEW modern finishes, appliances, and furnishings. Interior spaces can be combined by interior door. Each room has been eloquently decorated with a coastal theme. Guests can take leisurely strolls to Siesta Key Village shops, restaurants and entertainment. The free trolley stop is also around the corner. This turnkey property is in like NEW CONDITION and is the perfect investment opportunity. Schedule your showing to see this amazing slice of paradise.

544 Canal Road, Sarasota
$1,600,000
4 Beds ⋅ 5 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Welcome to 311 Island Circle, your dream Oasis on one of Siesta Key’s most desirable streets! Nestled on an expansive 22,000 sq ft lot on Palm Island, this property comes with a shiny new 2025 Bintelli golf cart, perfect for zipping over to Siesta Beach or the Village—just a stone's throw away at less than a mile! This stunningly renovated home offers four cozy bedrooms, a dedicated office for your work-from-home needs, and a spacious bonus room that’s just waiting for your creative touch—whether it’s a game room, guest suite, or hobby haven. Everything in this beauty has been freshly updated, from the chic new flooring and modern plumbing to the electrical systems and custom impact-rated doors, GE Café appliances & gas range. You’ll love the convenience of a tankless water heater, a resurfaced oversized pool, and a gorgeous paver deck surrounded by lush tropical landscaping. The primary suite is your personal oasis, tucked away for privacy, featuring a brand-new custom walk-in closet and a luxe spa-like bathroom with dual vanities and a freestanding soaking tub. With three more bedrooms, plus the office and bonus room, there’s plenty of space for family, friends, or the occasional getaway guest! Whether you’re looking for a full-time home, a savvy investment property, or a charming second home, 311 Island Circle is the epitome of Siesta Key living—move-in ready, beautifully designed, and just moments from the beach and all the fun Sarasota has.

311 Island Circle, Sarasota
$725,000
Sarasota Beach SubDv. ⋅ 34242 Zip Code
LOCATION, LOCATION, LOCATION!!! THIS LOT IS ONLY 2 BLOCKS TO SIESTA KEY BEACH, WITH NO HOA'S! Come see the possibilities of this lot to build your dream home. This location gives you a short walk, or use of the Frog Hop to the village, or a Sunset walk on the beach. This home DID take on water, and is UNINHABITABLE to live in. Both buildings on the property will be locked, and unavailable to go inside.

5531 Calle Del Verano, Sarasota
$823,200
2 Beds ⋅ 2 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
-Premier Waterfront Lot on Coveted Palm Island- Presenting a rare and exclusive opportunity to build your dream estate at 30 Island Circle, located in one of Sarasota’s most prestigious Siesta Key enclaves—Palm Island. This southern facing canal-front lot offers 58 feet of pristine water frontage on a quiet, dead-end canal with no through boat traffic, creating a private and peaceful setting ideal for refined waterfront living. Enjoy daily encounters with dolphins, manatees, and native Florida wildlife, right from your future terrace. This property is a paradise for boaters, kayakers, paddleboarders, and anglers alike. A short boat ride from your home will transport you into Roberts Bay and the Gulf of America. A newer seawall and operational boat lift are already in place, adding substantial value and convenience for future development. This property is one of the closest waterfront lots to Siesta Key Beach, with Beach Access #10 less than two blocks away—a rare combination of boating lifestyle and beach proximity that is virtually unmatched. Palm Island itself offers a sense of sanctuary with no through traffic, enhancing the exclusivity and privacy discerning buyers seek. Just a 5-minute walk to Siesta Village, enjoy effortless access to high-end dining, boutique shopping, and vibrant island culture, all while returning home to your private oasis on the water. Whether you envision a sleek modern retreat or an elegant coastal compound, 30 Island Circle presents an unparalleled opportunity to design and build an extraordinary waterfront residence in one of Florida’s most coveted island communities. John Cannon has submitted preliminary renderings of a luxury home on the buildable envelope of the property. Luxury. Location. Lifestyle. This is coastal living at its finest.

30 Island Circle, Sarasota
$913,500
3 Beds ⋅ 2 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Beachside Oasis with Income Potential – Just 2 Blocks from Siesta Key Beach! Welcome to your slice of paradise! This spacious 2,956 sq ft single-family home is perfectly positioned just two blocks from the world-famous Siesta Key Beach. With 3 bedrooms and 2 bathrooms on the upper level, plus a fully equipped 1-bedroom 1-bath apartment/in-law suite with private entrance on the lower level, this property offers flexibility for multi-generational living, guest accommodations, or short-term rental income (lower level is considered non-conforming living space and has been remediated from damage caused by 2024 hurricanes). The home boasts a private heated pool surrounded by lush landscaping and vinyl privacy fence down each side , ideal for relaxing or entertaining. Major upgrades provide peace of mind, including: New roof (2023), Re-piped plumbing (2021), Updated electrical panel (2021), New upper-level AC unit (2022), Pool pump replacement (2024), Impact windows in the main house. Enjoy open, airy living spaces with coastal charm, and take comfort knowing you're minutes from dining, shopping, and all the vibrant energy of Siesta Village. Whether you're looking for a forever home, a beachside getaway, or an investment with high rental appeal—this property has it all. Home is being sold furnished, with the exception of a few personal items.

5385 Avenida Del Mare, Sarasota
$800,000
2 Beds ⋅ 2 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
ONLY 2 BLOCKS TO SIESTA KEY BEACH WITH NO HOA!!! This location is the best. Come and see the possibilities of this home and it's location. This 2 bed 2 bathroom house, with a one car garage, and screened porch. Could be built back or have the opportunity to have a home of your own built.On this over sized lot that is in the heart of Siesta Key. Along with a Short walk or Bike ride into the village. Or just 20 minutes to Downtown Sarasota. Book a showing today. (Home took on water, but has had Remediation, but not built back)

5522 Calle Del Verano, Sarasota
$2,900,000
4 Beds ⋅ 4 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Welcome to your dream island retreat, perfectly nestled in the heart of Siesta Key’s Palm Island, just minutes away from the world-famous Siesta Beach and vibrant Siesta Village. This beautifully renovated 4-bedroom, 4-bathroom home is the epitome of coastal luxury, offering the ultimate island lifestyle where you can enjoy sun, sand, and all the amenities of this exclusive locale. Meticulously transformed by the renowned Nautilus Homes, this home boasts an open floor plan with soaring high ceilings, making it the perfect space for both relaxation and entertaining. Every inch of the property has been updated with the finest finishes and state-of-the-art features, including: Gourmet Kitchen with new appliances, Impact-Resistant Windows for peace of mind, New 17KW Solar System with backup generator, keeping your electric bill at an incredibly low $20-$30 month, New Boat Lift Motors and a private dock, perfect for boating enthusiasts, Saltwater Pool System and spa, enclosed in a serene, waterside cage for privacy, Custom Treehouse for a fun and unique retreat, Whole House Water Conditioner and new water heater, Two New A/C Units ensuring year-round comfort and a Xeroflood water barrier system has been installed. Natural light pours into every room, highlighting the spacious living areas and creating an inviting atmosphere throughout. The sumptuous Primary Suite offers a private sanctuary, featuring views of the lush tropical surroundings. Step outside to your own private oasis where you can unwind by the pool, entertain in style, or take your boat out for a sunset cruise – all right in your backyard. With Siesta Key's famous restaurants, shops, and nightlife just moments away, you’ll have everything you need to experience the best of island living. This is a rare opportunity to own a piece of paradise on Palm Island, where the ultimate lifestyle meets extraordinary design and function.

238 Island Circle, Sarasota
$800,000
Sarasota Beach SubDv. ⋅ 34242 Zip Code
This land is a RARE BEAUTY, are you dreaming of building your home where you and your family enjoy a lifestyle uniquely created for yourselves? IMAGINE a majestic home with a standalone guest house, alluring pool and gardens privately nestled among the palm trees. This property offers 2 lots, 0.45 acres / 19,456 sf. Palm Island is a community with only 298 homes where the residents enjoy gatherings in their Elsie Blair Park area. The main home had water intrusion from hurricane Helene which has been mitigated and could be rebuilt or torn down, consult your contractor for construction specifics. There is a Studio Unit/guest suite 576 hsf fully equipped with a full bath, kitchenette, sliding doors out to a large 120 sf wood deck above the detached 2 car garage. This would make a fabulous art studio, home office or in-law suite. The garage is a legal non-conforming space. Studio/Garage is block, consult your contractor for details. Take a stroll only 2 blocks to Siesta Key Beach and sink your toes into the luxurious quartz sand and sparkling water. The Village is minutes away where you will find fabulous restaurants, live music, specialty shops, night life, Sunday Farmers Market, art festivals and more. Take the Siesta Trolly to tour the island and beaches. You can also enjoy fishing, boating, parasailing, kayaking, swimming and snorkeling nearby. You are very close to downtown Sarasota, St. Armands Circle and Lido Beach are just across the Ringling Causeway Bridge. The Sarasota Airport, Asolo Repertoire Theater and Ringling Museum are all within minutes of your unique estate homesite. What a wonderful place to live and call home! Life is good at the Beach!!!

105 Island Circle, Sarasota
$2,800,000
4 Beds ⋅ 4 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Price improvement! Discover your coastal retreat in the heart of Siesta Key, where lush gardens create a relaxing oasis near the Gulf. This stunning four-bedroom, three-and-a-half-bath coastal contemporary home offers a blend of luxury and convenience, perfect for full-time living or as your ideal vacation residence. Just .2 miles from the pristine, powdery white sands of Siesta Beach and only a half mile from the charming shops and restaurants of Siesta Village, this home offers an unbeatable location. With everything you need nearby, you can park your car and unwind in paradise. The moment you step inside, you are greeted by a color palette inspired by the sea and nature, creating a bright and welcoming atmosphere. The open-concept floor plan features a great room with built-in cabinetry and fireplace, a dining area, and a chef’s kitchen and breakfast bar, which boasts custom cabinetry, quartz countertops and a suite of GE Café appliances, including a smart 5-in-1 oven, wall convection oven and a five-burner range with a pot filler. New pendant lighting and dining chandelier add to the inviting feel. The new, custom-designed bar room is the perfect place to gather and enjoy a cup of coffee in the morning with the new Miele coffee system, as well as watch sporting events with family and friends. Entertaining will be a pleasure with the two Uline wine refrigerators and freezer drawer. A private balcony overlooks the pool, with direct access to the expansive backyard via a curved staircase. A bedroom on the main floor doubles as a second primary suite, offering a luxurious en-suite bath, complete with stone countertops, custom cabinetry, glass subway tiles, and river stone floors—a convenient half bath rounds out the main level. Upstairs, the home offers even more space with a bonus room equipped with a mini kitchen and a west-facing balcony for those unforgettable, mango and fuchsia Siesta Key sunsets. The primary suite includes a private balcony overlooking the pool, while two additional guest bedrooms and a shared bath complete the upper level. Throughout the home, you'll find high-quality touches, including crown molding, transom windows, tray ceilings, and wide-plank wood and bamboo flooring. Go outside and discover the gem of this home, the professionally landscaped gardens. Tropical and lush, the private oasis offers ample space to sunbathe, swim in the large freeform saltwater pool, or relax under covered areas designed for entertaining, dining, and lounging. After a day at the beach, the outdoor shower will quickly become a favorite. In the evenings, gather around the fire pit to stargaze or unwind with family and friends. This home also boasts numerous upgraded amenities, including a new three-floor elevator from the garage, metal roof (2023), Lennox five-ton HVAC (2024), fresh exterior paint, wood balcony ceilings, garage doors (2022), newly renovated great room and bar room with custom built-ins, a whole-house gas generator, irrigation well and eco-friendly faux turf. With Hardie board siding, a paver driveway, and extensive landscape lighting, this home is both functional and beautiful. Ideally located on Siesta Key, close to Out-of-Door Academy and only 15 minutes from downtown Sarasota’s vibrant shopping, dining, and cultural attractions, this home is move-in ready. Don’t miss out on the opportunity to own a piece of paradise; your dream home awaits!

497 Island Circle, Sarasota
$1,950,000
3 Beds ⋅ 2 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
PRICE REDUCED! ONLY A 5 MINUTE STROLL TO SIESTA KEY BEACH (beach access 11)— WATERFRONT GRAND CANAL HOME! PROPERTY HIGHLIGHTS: Prime Siesta Key Waterfront! Close to the beach, this fully renovated canal-front home sits on 13,126 sq ft (2.5 buildable lots) with direct water access. Currently a turnkey, short-term rental–approved vacation property, it offers excellent income potential or the opportunity to develop two luxury homes. Sold fully furnished, with many new upgrades throughout. A rare investment in an unbeatable location! KEY FEATURES: • 125’ of Grand Canal Waterfront – Boat, fish, kayak, or relax by the water. Includes private dock, pool, hot tub, and spacious outdoor deck ideal for entertaining • Fully Renovated in 2025 – Recent 2025 updates throughout this 2,010 SF home (2,775 SF total) featuring 3 bedrooms, 2 full baths, vaulted ceilings, spacious great room, fireplace, dining area, enclosed lanai with water views, 2 car garage, pool, hot tub, plenty of parking space, and an extra parking area to keep a boat • Turn-Key Ready – Move in today! Optional full furnishings include: furniture, bikes, kayaks, beach chairs, linens, grill, stocked kitchen and more—perfect for immediate use or rental income, or both • Leisurely Stroll or Bike Everywhere on Siesta Key – Just a 5-minute stroll to Siesta Key beach, or a quick bike ride or very short distance to Siesta Key Village INVESTMENT OPPORTUNITIES – MULTIPLE USE OPTIONS: • Primary or Second Home – Enjoy the Florida lifestyle now • Vacation Rental Ready – Approved for weekly short-term rentals (documents available). Property has a successful 26+ year rental history with many return guests. Full furnishings available: turn-key ready • Rental Income Flexibility – Rent seasonally, monthly, or annually. Many 2026 reservations already on the books! Buyer has option to keep the current vacation rental business going! Keep some calendar dates open for your own personal use, and invite friends to visit! • Development Potential – Build two new homes on the 2.5 approved lots. Live in one, sell the other—or sell both for significant profit WHY THIS PROPERTY STANDS OUT! • Rare 2.5-Lot Parcel on Siesta Key’s most desirable Grand Canal—Only 5 minute stroll to Siesta Beach! • Unmatched combination of location, lifestyle, and investment opportunity • Beach + Boating lifestyle without compromise • Fully Renovated and Ready to Go!

5430 Avenida Del Mare, Sarasota
$2,550,000
4 Beds ⋅ 3 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Welcome to 601 Avenida De Mayo, a stunning waterfront home nestled in the heart of Siesta Key. This exquisite property offers a rare opportunity to live in one the most coveted locations on the island, just a short walk from the the Village, powdery sands and crystal-clear waters that Siesta Key is renowned for. This exceptional property features a spacious double lot, offering ample outdoor space and a beautifully landscaped garden that enhances the home's curb appeal. Privacy is a paramount, with a private gate leading you into your own tropical oasis. The expansive grounds provide a perfect setting for relaxation or entertaining, with a sparkling pool and dock complete with a new 16,000 pound boat lift. Inside, the home boasts three levels of beautifully designed living spaces. The first floor features a spacious playroom and movie room, perfect for family gatherings and entertaining guests, with easy access to the screened lanai and pool area. The second floor is dedicated to comfort and privacy, with a luxurious master bedroom, a well-appointed en-suit bath, two master closets. Two additional bedrooms and one more bathroom complete this level, providing plenty of space for family and guests. The third floor is a true highlight, offering an open-concept kitchen, living room, and large bedroom, bathroom. The bright, airy space is perfect for both relaxation and entertaining, and the terrace provides an ideal setting to enjoy sunsets. For those who love to entertain or simply enjoy the beauty of Siesta Key, this waterfront retreat offers a unique compination of luxury, privacy, and unparalleled access to the Gulf and the vibrant life in Siesta Village. Don't miss your chance to own this incredible property-your piece of paradise on Siesta Key.

601 Avenida De Mayo, 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
$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
$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
$1,185,000
2 Beds ⋅ 2 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
WOW!...Move in NOW!***Updated & VERY DESIRABLE VILLAGE Area Location w/ Private Boat Dock on the Grand Canal*** Modern Beach Cottage with Extensive Indoor/Outdoor Living Spaces---Providing the ULTIMATE in Island Lifestyle Living: Over-sized Screened Lanai with Salt Water Pool & Spa; Outdoor Kitchen & MULTIPLE Entertaining and Lounge Areas. BRIGHT OPEN SPACIOUS Interior Living that Seamlessly Flows to the Outdoors----PERFECT FOR ENTERTAINING & Just Everyday Activities. Recently Updated Kitchen & Baths; Quartz Countertops; Appliances (2024); Fixtures & Generously-Sized Closets. Tile Flooring throughout all Rooms. Metal Roof (2021); Cement Board Siding; A/C (2022) ; Updated Electrical & Re-Plumbed; Hurricane Impact Windows and Doors Throughout.****INCREDIBLE LOCATION!---Convenient to Shopping/Dining & Village Nightlife---Walk or Bike to Baby Powder Quartz Sands of Top-Rated Siesta Key Beach!.....IDEAL as your Primary Residence; Vacation/Second Home or Investment Property!

615 Avenida Del Norte, Sarasota
$1,000,000
3 Beds ⋅ 2 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
An incredible opportunity awaits at 5303 Avenida Del Mare! This expansive 13,630 sq. ft. lot offers endless possibilities—build your sprawling dream home or take advantage of the original two-lot configuration to develop two stunning residences. Located in a prime location, less than half a mile from world-famous Siesta Key Beach, and priced at $1,145,000—well below comparable active listings, this is a rare chance to maximize value in a highly desirable area. Don't miss out on this exceptional investment!

Sarasota
$950,000
3 Beds ⋅ 2 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Siesta Key waterfront home, prime location and endless potential! Location, location, location. This exceptional Siesta Key beach home is just near world-famous Siesta Beach and vibrant Siesta Village, offering easy access to top-rated dining, shopping and entertainment. On a large, beautifully landscaped lot along the coveted Grand Canal, this property is a rare find with direct waterfront access, a spacious composite deck and a private boat slip, a boater’s paradise. Whether you're looking for a prime investment property or the ideal place to build your dream home, this home offers limitless possibilities. Renovate and add your personal touch to the home or start fresh and design a custom waterfront retreat in this extremely desirable neighborhood. The property recently experienced water damage during storms but has been mitigated, offering a blank slate for your vision. Additional highlights include a newer metal roof in 2021, a pool, a screened lanai and low-maintenance hardscape landscaping, all set against the backdrop of Siesta Key’s breathtaking beauty. Don’t miss this rare opportunity to own a slice of paradise. Act fast as this one won’t last! Being sold as-is.

431 Avenida De Mayo, Sarasota
$1,735,000
Sarasota Beach SubDv. ⋅ 34242 Zip Code
Location is Everything with this Fantastic Property. Only a few short steps to having your feet in the Crystal Sands of Siesta Beach and a short leisurely walk to Siesta Village. Zoned Multi-Family with NO HOA. You can rebuild one of the 1940's bungalows and repair the other two or start all over with a fresh new look. This has been a huge income producing property over the years for the owner. ***Seller is not warranting the structures on the land***

303 Beach Road, Sarasota
$1,100,000
Sarasota Beach SubDv. ⋅ 34242 Zip Code
RMF Lot Zoned for WEEKLY RENTALS. Deeded Canal Access Across the street. Investment Opportunity!!!

554 Canal Road, Sarasota
$3,300,000
4 Beds ⋅ 4 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
ONE-OF-A-KIND IN THE HEART OF SIESTA KEY! With more than 3,300 square feet of beautifully designed living space, this meticulously maintained 4-bed, 3.5-bath single-family home is move-in ready and available for a quick close, as it sustained NO storm damage. From the moment you arrive, the classic architecture, tile roof and detailed craftsmanship are bound to leave a lasting impression. The gated entrance opens to a paver brick driveway, leading to TWO oversized 2-car garages separated by an elegant entryway leading to the foyer which features both an elevator as well as a travertine staircase for seamless access to all three floors. Throughout the entire home, you'll find light-filled living spaces, travertine flooring, towering 10-foot ceilings, 8-foot solid wood doors, tray ceilings creating an open airy ambiance, and floor-to-ceiling windows bringing in an abundance of natural light. The chef’s kitchen is a stunning fusion of elegance and functionality, outfitted with top-tier Wolf, Sub-Zero, and Fisher & Paykel appliances. A sprawling granite island with breakfast bar is ideal for casual dining or lively conversation. Designed for both culinary excellence and connection, the open-concept layout ensures you remain engaged with guests, offering seamless sightlines to the living and dining areas and extending to the balcony, where serene views of the private heated pool await. The master suite offers a tranquil retreat with its own private balcony, and spa-like bath featuring a deep soaking tub, walk-in shower with upscale finishes, and dual vanities. The lower level includes a spacious family and game room, with its own balcony ideal for entertainment or quiet lounging. There are three additional bedrooms on this floor, two full baths and two additional balconies creating plenty of inviting spaces for family and friends to relax and unwind. Outdoor living is truly exceptional, featuring a heated saltwater pool and spa for year-round enjoyment. The crown jewel of this home is the rooftop terrace, spanning over 1,000 square feet, it offers breathtaking 360-degree panoramic views, stretching from the Gulf of Mexico to Lido, Longboat, and downtown Sarasota. Whether hosting a sunset gathering, grilling your favorite meal, or watching the sun set with a glass of wine, this rooftop retreat offers an experience like no other. Every detail of this home has been thoughtfully designed for convenience and efficiency. A whole-house water filtration system. Impact windows and doors. The oversized garages, with two separate entrances, provide ample space for car enthusiasts, beach gear, or extra storage and an EV Charger. Practically in the heart of Siesta Key Village, you won’t have far to go for dining, shopping, entertainment and all the conveniences needed for an island lifestyle. Also just minutes from Sarasota's cultural attractions, as well as boating, fishing, golf courses and an abundance of professional sports venues. With no HOA restrictions and a projected gross rental income of $210k+ per year, this property presents an exceptional investment. Whether you’re looking for a full-time residence, a vacation retreat, or an income-generating property, this home is truly one-of-a-kind. Don’t miss this rare chance to own a luxury coastal retreat in one of Florida’s most iconic beach destinations. Your Siesta Key dream home is waiting—schedule your private tour today!

317 Beach Road, Sarasota
$1,100,000
2 Beds ⋅ 1 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
RMF Lot Zoned for WEEKLY RENTALS. Deeded Canal Access Across the street. Investment Opportunity!!!

554 Canal Road, Sarasota
$925,000
4 Beds ⋅ 3 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Exceptional investment opportunity with tons of equity in the exclusive Palm Island neighborhood of Siesta Key. While partially affected by the recent hurricane, over $50,000 has been invested in professional repairs, including removal of 4 feet of drywall where needed. AC 2018. Metal roof. The property is well-maintained with ongoing pool service, yard care, and general upkeep.

431 Island Circle, Sarasota
$500,000
2 Beds ⋅ 1 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Discover a unique opportunity to embrace the Siesta Key lifestyle in this 1952 cottage. Nestled in the Heart of Palm Island - a tranquil neighborhood and just a short walk from both iconic Siesta Key Beach and vibrant Siesta Key Village. This property is a blank canvas awaiting your vision. Whether you’re considering a renovation or building it up or tearing it down to build your dream home, endless potential awaits. The home backs onto a serene, tidal saltwater ravine, offering a private backdrop. With ample room for a pool and personalized landscaping, this home invites you to create your own outdoor oasis. Please note that there is mold present as a result of the past hurricane. This is an exciting project for the visionary buyer. Step into a lifestyle where every day feels like a vacation. Your Siesta Key sanctuary awaits! Roof 4 years old A/C replaced in 2019. Pecky Cypress siding, wood beamed ceilings. Loaded with potential. Great quiet neighborhood.

175 Island Circle, Sarasota
$500,000
Sarasota Beach SubDv. ⋅ 34242 Zip Code
Major Price Reduction for this buildable lot.... New Years Resolution.. Build the Dream House on Siesta Key!!! Seize this rare opportunity to own a ready-to-build lot just steps from Siesta Key Village in one of the island’s most sought-after locations! Why You'll Love This Property: ~Cleared & Ready to Build – No demolition needed—just bring your vision to life! ~Flexible Use – Ideal for a luxury residence, vacation retreat, or high-income rental. ~Prime Location – Walk to Siesta Key Village for dining, shopping, and entertainment. ~Beach Life Awaits – Minutes from Siesta Key Beach, known for its powder-soft quartz sand & breathtaking sunsets. Whether you're dreaming of an elegant coastal oasis or a savvy investment property, this blank canvas is waiting for you. Don’t miss out—make your Siesta Key dream a reality today!

5219 Calle De Rio, Sarasota
$740,000
3 Beds ⋅ 2 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Siesta Key Opportunity – Just Listed! Two Cottages, Endless Possibilities! Incredible Location... Don’t miss this rare opportunity to own a unique combination property on Siesta Key, just steps from the vibrant Siesta Key Village! This property includes two charming cottages with endless potential: Front Cottage: A 2-bedroom, 1-bath retreat with a spacious screened-in lanai perfect for relaxing in the Florida breeze. Rear Cottage: A cozy 1-bedroom, 1-bath residence with its own private screened-in lanai, offering privacy and flexibility. Shared Convenience: Both cottages share a washer-dryer space conveniently located in the roomy lanai of the front cottage. With off-street parking and a prime location close to shopping, dining, and world-class beaches, this property is ideal for personal use, rental income, or a combination of both. Note: While the property experienced water damage during recent storms, it has been professionally mitigated by ServPro and is now clean, dry, and ready for your vision. Remodel these cottages to create your dream Key lifestyle or an exceptional investment opportunity. Homes do have working Electricity, Water, and Sewer. Act quickly—this one won’t last long! Seller will not make further repairs to property or to the homes or outbuildings..

432 Avenida De Mayo, Sarasota
$630,000
2 Beds ⋅ 2 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
New build or restoration opportunity!! This unique two-bedroom, two bathroom, three car garage bungalow is nestled in the heart of Siesta Key. Located minutes away from, world famous Siesta Key beach and the village; it is perfectly situated to live the island life. Unfortunately, the house was flooded during Helene and has been stripped down and is ready for its new owners. Remodel the house or start over either way you will be please to know that the three car garage was built in 2015 and can be incorporated into either option. Plans for the garage addition, survey and recent appraisal are available for review. House is being sold "As Is." Don't miss out on this once-in-a-lifetime opportunity to own your slice of paradise.

633 Calle De Peru, Sarasota
$4,325,000
4 Beds ⋅ 7 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Sophisticated and sleek, this dazzling masterpiece is located along the grand canal in the heart of Siesta Key. A modern exterior will impress neighbors and onlookers with sharp lines and a refined combination of materials that blend style and durability for island living. A courtyard provides a private entrance for you to welcome guests into the two-story foyer illuminated by an intriguing chandelier. An adjacent study featuring custom metal French doors is the perfect spot to accomplish business endeavors or organize your complex family calendar. The kitchen is truly the heart of the home with attractive cabinetry, handsome hardware, paneled appliances and pristine quartz countertops that shimmer under fashionable light fixtures. Display gorgeous glassware and invent an impressive aperitif from your convenient bar area with glass-front cabinetry, floating shelves with accent lighting and a bar sink. The captivating details continue to astonish in the great room featuring soaring ceilings, innovative design details and a chandelier that radiates elegance. The best of the Florida lifestyle can be yours with seamless indoor/outdoor integration through disappearing sliders leading to your outdoor entertainment space. Grill and dine in comfort on your covered patio while enjoying the shimmering pool and generous, surrounding sun deck.  Rinse the day’s adventures away in your outdoor shower before heading inside to relax and recharge. This home offers two principal suites with equally impressive en-suite bathrooms – one on the first level with private access to the patio and the second is on the upper level. The second floor boasts a flexible loft area and two additional bedrooms each with a private bath. Ascend the circular staircase to your rooftop terrace, where you can sunbathe or star gaze from sunrise to sunset. A glass railing system around the multiple patios grants an unobstructed view of the grand canal, a 10-mile long network of shallow canals that are the playground for wading birds, manatees and dolphins. Anticipate gliding in your watercraft to Roberts Bay as this property includes a boat dock and lift, currently in permitting. Take a short walk and lounge on the world-renowned sands of Crescent beach, shop or dine at Siesta Key village, or venture a bit further to find culture, adventure and recreation along Florida’s many gulf coast cities and barrier islands. State of the art design and excellence in construction, TDI Coastal Homes constructs luxury spaces that exceed expectations and completes your lifestyle with a home that feels extravagant yet effortless.

5300 Avenida Del Mare, Sarasota