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$732,000
2 Beds 2 Baths Excelsior Beach To Bay SubDv. 34242 Zip Code
Welcome to the Picturesque, Excelsior Beach to Bay condo community on Siesta Key! This 2 bedroom 2 bath home is absolutely delightful from the moment you walk in! With this rarely available end unit...loads of natural light pour in through the abundant windows and glass doors. This desirable open floor plan is ideal for entertaining. The kitchen is immaculate with SS appliances, recessed lighting, newly tiled back splash, new porcelain tiled floors and eat on bar that easily flows into the Great room with wide glass sliding doors out to the screened in lanai with tropical views of the pool and gardens. Primary bedroom is roomy and has desirable built-ins for extra storage and a desk space. The primary ensuite suite bath is spa-like, with a luxury walk-in shower, 2 separate raised, granite vanities, all new lighting and fixtures, washer/dryer, and a custom closet with built-ins and lots of storage. This split plan gives privacy to the 2nd bedroom with ensuite 2nd full bath. There is abundant storage and an assigned parking spot under the building with an additional storage closet for all your beach toys and sports gear. Take a stroll out to the community dock and experience the sweeping views of the bay, boats going by, and the abundant nature that include various birds, manatees, and dolphins.. or grab your fishing pole and grab a seat to catch dinner! Want to go to the beach? No problem, walk across the street to your own private, deeded beach access on exquisite Siesta Key Beach with quartz sand and sparkling blue/green waters! Top notch amenties include 2 heated pools/spas, tennis/pickle ball courts, shuffleboard, grill/picnic areas, fitness center, catering kitchen, clubhouse, sharing library and an on property management office. Take the free trolley to Siesta Village or walk to the South Village to experience local cuisine, shopping, and live music. Location is prime, as you are close to the bridge over to the mainland, for easy access on and off the island. AC 2024. Great rental opportunity with 2 week min. stay. Welcome to true Florida, Island living at its finest!

6285 Midnight Pass Road Unit 101, Sarasota

$590,000
2 Beds 2 Baths Anchorage SubDv. 34242 Zip Code
Real estate is always about location, and your new condominium has it. No need for a car when you live here! Leave your condo, down the elevator and walk out the front door of The Anchorage to the Daiquiri Deck, Captain Curt’s Crab & Oyster Bar, plus a variety of other restaurants and shops along with the Siesta Key Marina and private access to Siesta Key Beach! If you are looking for convenience, then you've found the perfect 2 bedroom, 2 bath condo! When you aren't using your condo, the HOA allows for weekly rentals throughout the entire year. Waste and water lines have been replaced 2 or 3 years ago. Alos our J wall aka seawall was replaced in 2019. beside tennis courts the building and ground are in great shape! The Anchorage has so many amenities to offer owners and renters, including an Olympic-size heated swimming pool, Fitness Center, Lighted Pickleball & Tennis Courts, Clubhouse, BBQ & Picnic Areas and Kayak Storage. If you have a boat, The Anchorage also offers free dockage along the Seawall! There is a trolly that you could take to Siesta Key Village to enjoy more shopping, entertainment and dining options. Your new condo has its own private laundry room and you have your own car port. The Anchorage is very conveniently located near Stickney Point Bridge to give you easy access to the mainland, including downtown Sarasota!

6415 Midnight Pass Road Unit 508, Sarasota

$1,600,000
4 Beds 3 Baths North Harbor Sub SubDv. 34242 Zip Code
Wow! Completely remodeled in 2022, this stunning 4-bedroom, 3-bathroom home with a 2-car garage is designed to impress. Thoughtfully decorated in warm earth tones, it offers an inviting and elegant atmosphere. As you enter, the foyer opens to a spacious living room with a cozy wood-burning fireplace, creating a welcoming space for relaxation and entertainment. Every detail has been upgraded in 2022—almost everything is new, including the roof, impact windows, flooring, appliances, bathrooms, custom closets, deck, resort-style pool, landscaping, well, water filtration/softener system, and even AC in the garage. Plus, this home remained high and dry, with no flooding during recent hurricanes, offering peace of mind and security. Perfect for a family or an ideal seasonal rental, this home offers both comfort and convenience. Nestled in the heart of Siesta Key, it’s just a mile from the world-renowned beach and the vibrant Siesta Key Village. Experience the ultimate blend of modern luxury and coastal charm in this exceptional property!

1302 Roberts Bay Lane, Sarasota

$630,000
2 Beds 2 Baths Excelsior Beach To Bay SubDv. 34242 Zip Code
Huge Price Reduction!! Stunning Beach-to-Bay Condo on Siesta Key – 2 Bed, 2 Bath Excelsior Beach to Bay Condo Discover your perfect slice of paradise at this beautifully appointed 2-bedroom, 2-bathroom condo located in the coveted Excelsior Beach to Bay community on Siesta Key. This light-filled retreat offers the ultimate Florida lifestyle, with private beach access to the powdery white sands of Siesta Beach, consistently ranked among the best in the world. Key Features: Spacious Open Floor Plan with abundant natural light, Modern Kitchen with updated appliances and ample storage, Primary Suite with en-suite bath and walk-in closet, Private Lanai perfect for morning coffee or evening sunsets, In-Unit Laundry for added convenience. Resort-Style Amenities Beach Access & Private Pier for fishing or sunset views, 2 Heated Pools, Hot Tubs & Saunas, Tennis & Pickleball Courts, Clubhouse with fitness center and social activities, Lush Tropical Landscaping throughout the property. Enjoy breathtaking sunsets over the Gulf and serene views of the Intracoastal Waterway, all from the comfort of your new home. Whether you’re looking for a year-round residence, vacation getaway, or investment property, this condo offers it all. Prime Location Steps from the world-famous Siesta Key Beach Close to Siesta Village shops, dining, and nightlife. Don’t miss this rare opportunity to own a piece of Siesta Key’s most desirable beachfront community.

6263 Midnight Pass Road Unit 105, Sarasota

$590,000
2 Beds 1 Baths La Siesta SubDv. 34242 Zip Code
Siesta Key Beachfront Paradise – Rare Top-Floor Gulf View Condo! Location, location, location! This stunning 2-bedroom, 1-bathroom, 753 sq. ft. top-floor unit in La Siesta’s Building A offers unobstructed, direct Gulf views from both the private screened balcony and the spacious primary bedroom. Rarely available and highly sought after, this turn-key furnished condo is situated directly across from Siesta Key Public Beach, providing the perfect opportunity for vacation living or an income-producing rental - this is one of the few weekly rental properties on Siesta Key with on-site management. Designed for both comfort and style, this coastal-inspired retreat comfortably accommodates six guests. The primary suite features a king-size bed, walk-in closet, full dresser, and 48” wall-mounted TV, all with stunning beachfront views. The second bedroom offers a full-over-full bunk bed, dresser, walk-in closet, and 32” smart TV, while the living room provides a queen sleeper sofa, plush seating, a 55” smart TV. The fully equipped kitchen allows for home-cooked meals, but for those who prefer to explore, charming Siesta Key Village is just a short walk or free trolley ride away, offering restaurants, shops, and nightlife. La Siesta offers resort-style amenities, including a heated pool, fitness center, recreation room with pool table and ping pong, shuffleboard courts, grilling areas, laundry facilities, and assigned covered parking. The on-site full-time management team ensures easy rentals and a hassle-free experience. Whether you're looking for a dream vacation home or a high-performing rental property, this rare top-floor Gulf-view condo is an incredible opportunity—don’t miss out!

901 Beach Road Unit 402, Sarasota

$1,630,000
3 Beds 2 Baths 0222 Beach Rd SubDv. 34242 Zip Code
CANAL FRONT home only a 2 minute walk to Siesta Key Village loaded with upgrades and a BRIGHT, OPEN layout that's ideal for entertaining. Features include custom kitchen with quartz countertops, tile backsplash and stainless appliances, tile flooring throughout, impact sliders and windows, 6-panel doors, custom closets with motion-sensor lighting. Three bedrooms plus an office with a HUGE storage closet. Master bedroom features custom closet with California closets in 2nd and 3rd bedrooms. Outside features new pavers driveway with tons of parking, new sprinkler system, new Trex decking, pool, new hot tub, pergola with retractable roof, heater, and build-in lighting, fully-equipped new outdoor kitchen, 10,000 pound electric boat lift and jet-ski lift. Experience everything the Siesta Key lifestyle has to offer by living so close to shopping, restaurants, and the best beach in the country! Houses is being sold furnished and turn-key. Boat and golf cart are negotiable.

320 Avenida Leona, Sarasota

$565,000
2 Beds 2 Baths Inlet Apts SubDv. 34242 Zip Code
Welcome to your private oasis on the serene southern end of Siesta Key, where tranquility meets luxury. This fully renovated end-unit condo offers partial Gulf views with western exposure, allowing you to soak in breathtaking sunsets over the water. Nestled along the famous saltwater canal of Blind Pass, this hidden gem is just a short stroll to Turtle Beach and moments from all the world-class amenities that make Siesta Key a top destination. Known for its crystal-white sand beaches, calm teal-blue waters, and vibrant yet laid-back atmosphere, Siesta Key offers the perfect balance of relaxation and recreation. The entire island is walkable and bikeable, with easy access to Siesta Village’s renowned restaurants, bars, and boutique shops. Every inch of this condo has been thoughtfully updated, blending modern elegance with coastal charm. A full renovation brought all-new electrical down to the studs, new plumbing throughout, and luxury vinyl flooring with soundproofing in every room. The kitchen has been completely reimagined with quartz countertops, soft-close cabinetry, pantry pull-outs, and brand-new appliances, including a convection oven. Custom closet systems and blackout blinds enhance the comfort and functionality of each space. The primary en-suite is a true retreat, featuring custom mermaid tile, while the guest bath boasts new tile and a stylish vanity, with the original tub preserved for its aesthetic appeal. Additional updates include a newer AC unit installed in 2019 and a water heater replaced in 2018, and newer in-unit BOSCH washer/dryer appliances ensuring efficiency and peace of mind. Beyond the unit itself, the community offers an exceptional waterfront lifestyle. Rentable boat slips are available to unit owners and tenants on a 30-day rotating basis, making it an ideal option for boating enthusiasts as well as a kayak/paddleboard launch with storage. A brand-new seawall, completed in 2022, has already proven its strength by withstanding the 2024 hurricane season without damage. The community pool has been resurfaced and outfitted with brand-new furniture, a new pump, and updated equipment, providing the perfect place to unwind. A newly installed community grill offers additional space for outdoor gatherings. The exterior building was repainted in 2023 as well as the roof replaced in 2024, adding even more value to this meticulously maintained property. Whether you’re looking for a primary residence, a vacation escape, or a lucrative investment property, this condo delivers the ultimate blend of luxury, convenience, and waterfront living. With its unbeatable location, high-end renovations, and access to both the beach and boating lifestyle, this stunning unit is truly a must-see. Schedule your private tour today and experience the best of Siesta Key.

9200 Midnight Pass Road Unit 20, Sarasota

$630,000
3 Beds 2 Baths Twin Oak Pond SubDv. 34242 Zip Code
***PRICE IMPROVMENT*** ***PRICE IMPROVEMET*** Discover your own private oasis at 5239 Winding Way, just minutes from Siesta Beach. Come and see for yourself this lovely and charming home that is an absolute MUST SEE! Nestled in a canopy-protected neighborhood, this property features a spacious open floor plan that connects the kitchen and living areas, creating a perfect space for entertaining friends and family. The kitchen is fully equipped with a large pantry, ceiling-to-counter tiled backsplash, and a peninsula island. The living room is filled with natural lighting from the numerous windows, and features custom built-in shelves, a tongue and groove ceiling, ship lap paneling that makes the space feel inviting and cozy. The primary bedroom is filled with natural light and boasts two large windows. The primary bathroom is equally impressive with marble tile shower surround, penny tile shower floor and frameless glass shower frame. The secondary bedrooms are spacious and quaint. The large backyard and heated pool make outdoor events a breeze, and the perimeter privacy fence, lush trees, and rear water provide ultimate privacy. Siesta Key, is an 8-mile-long island located just a short bridge crossing west of Sarasota, offers stunning quartz-sand beaches and a plethora of outdoor recreational activities – from fishing to parasailing.

5239 Winding Way, Sarasota

$1,300,000
3 Beds 2 Baths Siesta Isles SubDv. 34242 Zip Code
Enjoy true Florida living on Siesta Key on this high & dry lot in beautiful Siesta Isles. This one level home offers nearly 1900 sf of living space set on a 104' wide deep-water canal lot with access to Roberts Bay, the Intracoastal, and the Gulf of Mexico. NO STORM DAMAGE during the recent hurricanes! Move right in and update it to make it your own. Offering a Split Plan of 3 bedrooms, two full bathrooms, office, art studio, and a spacious enclosed Florida Room with loads of natural light. Enjoy watching the boats cruise by from the private Gazebo overlooking 104 ft. of canal waterfront. Plenty of outdoor space in the large, fenced yard with a sweet Mango tree - this shade tree produces fruit every year and is surrounded by a brick paver patio and walkways. The home has been re-plumbed during a prior remodel along with a new roof. Bring your boat or kayak and enjoy waterfront living in Sarasota. The community with 4 miles of salt water canal front waterways and a short bike ride to the #1 rated Siesta Key Public Beach. Room for POOL and BOAT LIFT.

5402 Shadow Lawn Drive, Sarasota

$1,860,000
4 Beds 5 Baths Siesta Isles SubDv. 34242 Zip Code
BRING ALL THE FAMILY - MOVE IN READY! Florida living on this high & dry lot on Siesta Key. Your own private tropical deep-water canal frontage. Large saltwater pool and spa, private screened courtyard adjacent to a large game room and theater room – perfect for entertaining. NO STORM DAMAGE during the recent hurricanes! This 4 BR spacious home offers 3700+ sq. ft. of living space including two primary suites, two additional bedrooms and 4.5 bathrooms. The upstairs primary ensuite bedroom, with balcony overlooking the water, offers a 19x8 walk-in closet that will excite the most discerning buyer. Other notable details include recently installed hurricane impact windows, high-end interior shutters and window treatments, undercabinet lighting in the kitchen, built-ins and upgraded flooring throughout. The office offers a custom built-in desk and hidden murphy bed. The seawall was replaced in 2022 and mooring piles installed for the owner’s 45 ft Sea Ray. A short bike ride to the #1 rated Siesta Key Public Beach. Furnishings are optional. Move in today and start enjoying paradise! Located in beautiful Siesta Isles, a boating community with saltwater waterways with access to Roberts Bay, the Intracoastal, and the Gulf.

5376 Shadow Lawn Drive, Sarasota

$800,000
2 Beds 2 Baths Pointe On Midnight Pass SubDv. 34242 Zip Code
Rarely available–largest floor plan in The Pointe totally renovated with expansive 180-degree water views! Redesigned & remodeled for comfort & convenience, the exquisite finishes & details in this 7th floor coastal home will delight the most discerning buyers! All Impact Glass sliders & windows, porcelain tile throughout, abundant custom millwork & ample storage, a large full-sized laundry room, 2023 HVAC w/UV lights, dual building elevators, private storage area & dedicated under-building parking provides efficiency & comfort. The heart of the home is the chef’s kitchen that was thoughtfully designed with custom wood cabinetry & granite to maximize efficiency, storage & accessibility making entertainment & daily tasks a pleasure. The home flows effortlessly into the large living/dining area wrapped in glass & sunshine beckoning one out onto the expansive lanai with sweeping views of Florida natural vistas & endless intercoastal waterways. Light & bright, morning Sunrise & mainland nightscapes are enhanced with western corner windows unique to this floorplan in addition to the 22’ glassed/screened lanai. Double windows in the kitchen provide mesmerizing views of the sun dancing across the Gulf of Mexico & evening panoramic sunsets! The remodeled electrical plan provides both task & ambient lighting throughout all rooms. The primary Ensuite was redesigned with 2 separate vanities, a walk-in shower & high-end finishes & fixtures. Custom built-ins, including an expansive walk-in closet and a 2nd bedroom & full bath provides luxury accommodations for guests & owners. This 5.3 acre gated, pet-friendly community provides security, privacy & peace of mind with an on-site Property Manager & Maintenance Team for your convenience. Located at the iconic southern tip of Siesta Key, this natural oasis offers a heated lap pool & spa, lighted tennis & pickleball courts, fitness room & saunas, community rooms & sharing library & two picnic/BBQ park-like settings. Boat docks & kayak storage/launces are available at a nominal annual rental fee. Turtle Beach is .4 mile from your door where the free Trolley to Siesta Village gives you worry-free access to Siesta Beach & numerous shops & restaurants. A rare opportunity waits for the savvy buyer who values move-in ready luxury & incomparable natural amenities.

9393 Midnight Pass Road Unit 704, Sarasota

$700,000
2 Beds 2 Baths Gulf & Bay Club Bayside SubDv. 34242 Zip Code
Here is your opportunity for a Gulf and Bay Bayside 2nd-floor walk-up Condo. Oh so lovely views of the pond and the water fountain, Weekly rental makes this an excellent investment. Just a short walk and you are on our famous Siesta Key Beach along with this deeded beach access there are wonderful amenities. - Two heated pools, clubhouse, BBQ area, fishing pier, pickleball and tennis courts, fitness room, and a warm welcoming community. The one-car garage and driveway parking make it all so very convenient, and on-site rental management at this Key West Style complex adds to the convenience. In move-in condition. Just a short of trolley ride to Siesta Village with all the shopping and restaurants with great nightlife. No carpet, all tile fIn

1228 Siesta Bayside Drive Unit 1228-C, Sarasota

$1,100,000
3 Beds 3 Baths Sanderling Club SubDv. 34242 Zip Code
House has recently been torn down. Welcome to your private paradise nestled within the exclusive Sanderling Club on coveted Siesta Key. This magnificent estate spans over an acre and boasts an impressive 150 feet of pristine water frontage, offering unparalleled views and access to the sparkling waters of Heron Lagoon. This expansive lot provides an opportunity for those with a vision to build their perfect home. With over 1 acre of lush, landscaped grounds ensuring privacy and tranquility, the property offers ample space to create your own oasis. The 150 feet of stunning water frontage with private dock, allows for kayaking, fishing or simply soaking in breathtaking sunsets. Imagine designing your dream home with spacious living areas, abundant natural light and panoramic water views. The outdoor living space has the potential to become a true oasis that has multiple options for lounging areas perfect for hosting gatherings or enjoying quiet moments. Located in the Sanderling Club, the private club offers exclusive amenities including private beach access, private boat docks, tennis and pickleball courts, and a clubhouse designed by renowned architect Paul Rudolph. Situated just minutes from the vibrant Siesta Key Village, renowned for its dining, shopping, and entertainment options. The estate provides a secluded and peaceful living environment. This is a rare opportunity to own a piece of paradise in one of the most sought-after locations on Siesta Key. The potential to create your dream waterfront residence is limitless. Property being sold AS-IS. Schedule your private tour today and discover the unparalleled lifestyle that awaits you in the Sanderling Club.

7536 Midnight Pass Road, 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

$2,210,000
4 Beds 5 Baths Siesta Cove Sub SubDv. 34242 Zip Code
You will absolutely fall in love with this carefully curated masterpiece on Siesta Key! Nestled in the coveted Siesta Cove neighborhood, this stunning, fully renovated home offers a rare blend of old Florida charm and modern luxury. Situated just half a mile from Siesta Beach, this exceptional residence rests on nearly half an acre, adorned with majestic live oak trees, creating a serene and private atmosphere. Gorgeous IPE decking surrounds the home, seamlessly uniting the indoors with the outdoors and infusing every space with a warm, tropical feel. Dine alfresco or lounge by the pool, shaded by retractable sunshades for ultimate comfort. An impressive array of windows gives the sensation of living among lush, mature foliage—your very own luxury treehouse. Plus, enjoy peace of mind with a brand-new roof installed in 2023! In addition to the 3,899 square feet of living space, stay active in your private 1,200 sq. ft. gym, located on the bottom, non-conforming level of the home. Take a refreshing swim in the extra-large pool, then unwind in your brand-new sauna for the ultimate relaxation experience. Retreat to the serene, spa-like marble master bathroom—a true sanctuary for rest and rejuvenation. Finally, gather in the spectacular chef’s kitchen to create memorable meals using top-of-the-line Wolf and Sub-Zero appliances. This multi-level, multidimensional home offers abundant space for grand-scale entertaining while still providing intimate, cozy retreats for quiet moments. Make sure to click on the video tour to get a better look at this fabulous home! Please see attached feature sheet for an extensive list of improvements.

5235 Siesta Cove Drive, Sarasota

$1,200,000
3 Beds 2 Baths Siesta Isles SubDv. 34242 Zip Code
Nestled in the highly sought-after Siesta Isle neighborhood, this exceptional 14,000+ sq. ft. corner lot presents an unparalleled opportunity to create your dream home just steps from the main entrance of world-renowned Siesta Key Beach. Whether you choose to remodel the existing two-bedroom, two-bath single-family home to your specifications or build an exquisite custom estate, this prime location offers limitless potential. Unbeatable location! This home is the closest lot to the main entrance of Siesta Key Beach currently available for sale, without the premium price of being directly on the sand. Enjoy unparalleled access to one of the worlds most renowned beaches, just steps from your doorstep. A rare opportunity to own prime real estate in this highly sought-after area!

5602 Cape Leyte Drive, Sarasota

$1,960,000
3 Beds 2 Baths Siesta Gulf View SubDv. 34242 Zip Code
Step into the realm of unparalleled luxury at this one-of-a-kind organic modern beachfront condo, a meticulously designed and professionally finished residence that has been transformed down to the framing by the designer and builder as their personal home. Offered fully furnished, this 3-bedroom, 2-bathroom masterpiece boasts a coveted Gulf-front location with expansive water views and private beach frontage exclusive to owners and guests. The moment you enter, you’ll be captivated by the organic elegance of American clay hand-troweled plaster walls and hand-crafted finishes throughout. The expansive Gulf-front lanai, enclosed with brand-new 5-track impact glass sliders that stack to one side, creates a seamless transition between indoor and outdoor living, offering a front-row seat to the stunning Gulf waters. Additional stacking sliders in the master suite invite the breathtaking views throughout. The chef’s kitchen is a true culinary marvel, perfectly designed to incorporate the spectacular Gulf views. Featuring a large 36” Italian range, premium designer jumbo quartz slabs with full-width mitered waterfall edges on the peninsulas, black walnut live-edge open shelving, and a striking chevron marble backsplash, this space is both functional and beautiful. Every inch of this home reflects meticulous craftsmanship and luxurious upgrades. The spa-like master suite is outfitted with designer Grohe faucets, linear drains, and premium one-piece Toto water closets. The second bathroom showcases a striking artistic hombre tiled wall, adding a touch of visual intrigue. Large-format tile slab floors and accent walls are thoughtfully paired, creating an atmosphere of refined sophistication throughout. Beyond the exquisite interior, this condo offers practical enhancements, including fully updated plumbing, a Stiebel tankless water heater, a whole-home carbon block water filtration system, and a fully updated electrical system with automated LED lighting operable via smartphone. Whisper-mat sound barriers ensure peace and quiet throughout, while level 5 hand-troweled ceilings elevate the aesthetic to new heights. Siesta Gulf View is more than just a residence—it’s a lifestyle, nestled within a meticulously run, well-capitalized community that embodies care-free coastal living. The HOA proactively addresses major updates. Minimal hurricane impact and completed repairs ensure peace of mind, with no anticipated assessments. Beyond your doorstep, enjoy the world-renowned white sands of Siesta Beach and the vibrant charm of Siesta Village just steps away. This Gulf-front complex offers unparalleled amenities, including a heated pool, tennis courts, fitness center, beachside grilling and picnic areas, a clubhouse with private kitchen, and under-building parking with ample guest spaces. Located at the heart of paradise and within 15 minutes of downtown Sarasota’s cultural and dining scene, this distinguished residence invites you to embrace the pinnacle of island living. Arrange your private tour today and discover the perfect balance of sophistication, convenience, and elegance on Siesta Key.

420 Beach Road Unit 407, Sarasota

$525,000
2 Beds 2 Baths Pointe On Midnight Pass SubDv. 34242 Zip Code
Welcome to your waterfront paradise. The Pointe at Midnight Pass on Siesta Key, is a 5+ acre gated coastal oasis surrounded by Little Sarasota Bay, the ICW, Blind Pass Lagoon, the Gulf of Mexico, and Jim Neville Marine Preserve. This beautifully updated 2BR/2BA second-floor condo showcases breathtaking water views and invites you to experience nature up close with frequent visits from playful dolphins, gentle manatees, and an array of vibrant seabirds. This tranquil waterfront setting perfectly complements a lifestyle of adventure and relaxation. Enjoy direct water access with kayak launches and boat docks—ideal for paddling, fishing, or cruising. Inside, the gourmet kitchen is a chef’s dream, showcasing granite countertops, custom wood cabinetry, and classic travertine flooring. High-end details continue throughout, with luxury ceiling upgrades that include recessed lighting, crown molding, and refined architectural accents—adding depth and elegance to every room. Built-in custom wood cabinetry and shelving provide both beauty and functionality throughout the condo. Both bedrooms boast stunning water views and direct access to the lanai, where you’ll enjoy breathtaking panoramic vistas—the perfect place to unwind and take in the coastal serenity. Resort-style living awaits at The Pointe, featuring a heated pool, spa, fitness rooms, clubhouse with full kitchen, outdoor grilling and picnic areas, herb garden, lighted tennis and pickleball courts, lush tropical landscaping, butterfly gardens, and your very own private island with BBQ, gazebo, and a front-row seat to observe The Pointe’s resident osprey nest. Seasonal social events, plus walk, bike, or drive to Turtle Beach with ample parking, Crescent Beach, Point of Rocks, and Siesta Key Beach. Free Siesta Breeze Trolley nearby. Easy walk, bike, drive, or trolly to local shopping, dining, entertainment, and recreational water activities. Seize the opportunity to own at this stunning waterfront sanctuary—schedule your private tour today and begin living the coastal lifestyle you've always dreamed of.

9393 Midnight Pass Road Unit 201, Sarasota

$1,125,000
2 Beds 2 Baths Crescent Siesta Key SubDv. 34242 Zip Code
FULL, exquisite Gulf views from this top floor, corner unit located directly on beautiful Siesta Key beach. Immerse yourself in luxury and relaxation while you soak up the sunsets from this turn-key furnished condo. You'll enjoy the well appointed living and dining room combo with large sliding glass doors that invite you to your private, screened lanai. The updated kitchen features granite countertops, new stainless steel dishwasher and microwave as well as all new dishes, drinkware, cooking ware and utensils. You'll appreciate the fact that the furniture, towels, linens, televisions and décor items are all new along with the newly installed water heater 2024. The spacious primary bedroom boasts a walk-in closet, while the guest room also features stunning water views. Crescent Arms is a gated community with an on-site manager, beautiful pool and clubhouse. This community is just steps away from shopping, fine dining, fishing charters, bike and jogging paths just to name a few, which means you won't run out of activities to enjoy. This unit is an active vacation property with a fantastic rental history and proven income. Very rarely does a unit become available here! Discover the Siesta Key lifestyle and find out why it is voted the #1 Beach in the USA. Experience paradise in your own backyard.

6312 Midnight Pass Rd Unit 702S, 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

$570,000
1 Beds 1 Baths Siesta Sun SubDv. 34242 Zip Code
PRIVATE BEACH, SOME OF THE LOWEST FEES ON SIESTA, FULLY RENOVATED, WALKING DISTANCE TO DINING/ENTERTAINMENT, FINANCING AVAILABLE FOR CO-OP. Welcome to Siesta Sun, a rarely available beachside community on world-famous Siesta Key. This fully renovated, turn-key furnished one-bedroom bungalow is thoughtfully designed with vaulted, exposed wood beam ceilings, beautiful terrazzo flooring, new appliances, large living area and stylish new furniture, making it the ideal retreat for your personal enjoyment or a lucrative rental opportunity.<br><br> Siesta Sun offers on-site management, making it effortless to maximize your investment. Guests and owners alike will enjoy the convenience of walkout beach access, complete with beach chair service and a deeded beach. This beach cottage has a strong rental history and is projected to gross over $60k in 2025, with over $40k in reservation currently booked. <br><br> The community’s prime location offers quick and easy access on and off the Key, ensuring convenience while still immersing you in the tranquility of island living. Whether you're seeking a peaceful personal escape or an income-generating property in a premier rental community with one of the lowest annual fees on the island, this beach cottage in Siesta Sun is your gateway to paradise. Don’t miss this rare opportunity to own a hidden gem on Siesta Key!

6424 Midnight Pass Road Unit 12A, Sarasota

$700,000
3 Beds 4 Baths Bay Island Park SubDv. 34242 Zip Code
INVESTOR'S DREAM!!!! On Siesta Key's coveted Bay Island awaits this former beauty. It needs almost a full rehab to be restored to its former glory after recent hurricane damage, but the major components, such as the HVAC (4 years) and water heater (1 year old) are still intact and functional. From the circular driveway, you are welcomed by a garden courtyard. You'll enter the double French front doors into a foyer and an open floor plan creating a natural flow throughout the one-level living space. Open the sliding glass doors to the south facing screened lanai that showcases the heated saltwater pool with a waterfall, paver deck, and poolside patio with a retractable awning. In addition, there is an east-facing screened lanai with enough space for a seating area and grill. Two primary bedroom suites on opposite sides of the home offer lots of privacy. One of the primary suites has a large walk-in closet, dressing area and a beautiful Japanese soaking tub and zero-entry rain shower. The adjoining office has a view of the charming courtyard with separate access, if desired, through sliding doors. Located minutes from Siesta Key North Bridge offers quick access to downtown Sarasota's entertainment, dining, and shopping. Take a quick visit to Shell Road Beach, less than one mile away to enjoy Florida's sunset.

3455 Anglin Drive, Sarasota

$990,000
2 Beds 2 Baths Whispering Sands SubDv. 34242 Zip Code
***PRICE REDUCED*** This stunning beachfront condo offers a rare combination of luxury, convenience, and breathtaking natural beauty. Nestled on the powdery soft white sands of Siesta Key Beach, this end unit features an additional window which floods the space with an abundance of natural light and provides panoramic views of the sparkling Gulf of Mexico. This condo isn’t just a home; it’s a lifestyle. It comes fully furnished with exquisite turnkey furnishings the likes of Waterford, Mackenzie-Childs, Serena & Lilly, Pottery Barn, Rugs As Art, and more. Every detail has been thoughtfully curated ensuring both elegance and ease of use so you can settle in and start enjoying the coastal lifestyle right away. As you enter, you will be greeted by an open-concept design and fabulous views of the Gulf of Mexico. The kitchen features stainless appliances along with quartz countertops, custom cabinetry and a large breakfast bar perfect for casual dining. Just off the kitchen, French doors lead you into a guest retreat spacious enough for the king bed or you can separate the Pottery Barn base into two twin beds. The elegant guest bath with custom tiled shower and quartz countertops will have your guests planning their next visit before they even leave. Experience the ultimate in beachfront luxury with nearly forty feet of dining and living space showcasing the finest gulf views. Next, imagine waking up to the sound of waves and endless views made possible by the large glass sliders in the master bedroom overlooking the private beach. Last, but certainly not least, is the ensuite which has even more custom cabinetry, a double vanity and custom tiled walk-in shower. Additional features include impact windows and doors, motorized blinds, plantation shutters, remote controlled ceiling fans, new (nearly silent) HVAC system and additional storage just outside your front door. This premier 55+ community also includes a beachfront pool, a clubhouse pool, community rooms, fitness room, kayak storage, tiki hut with grilling area, a lagoon and a private gate leading right into the heart of Siesta Key Village, which is known for its vibrant dining, shopping, entertainment and all the conveniences needed for an island lifestyle. You're also just minutes from Sarasota's cultural attractions such as the Ringling Museum, Selby Botanical Gardens, Florida Studio Theatre, Sarasota Opera, as well as boating, fishing, golf courses and professional sports venues. Whether you're seeking a vacation retreat or year-round coastal living, this turn-key furnished condo has it all. Contact me today to schedule your private tour and start living the Siesta Key lifestyle you've always dreamed of.

20 Whispering Sands Drive Unit 306, Sarasota

$1,600,000
3 Beds 3 Baths Excelsior Beach To Bay SubDv. 34242 Zip Code
Discover this RARE and exquisite waterfront condominium home with deeded beach access on Siesta Key! Offering over 36 feet of unparalleled intracoastal water views, this masterpiece is located at Excelsior Beach to Bay. This furnished 3-bedroom, 3-bathroom end-unit residence is situated above your private 2-CAR GARAGE and is located directly on the intracoastal waterway. With hurricane impact windows throughout, you can enjoy the stunning views with complete peace of mind. As you step inside, you're immediately greeted by the floor-to-ceiling impact-rated windows that allow natural light to pour in and create an airy atmosphere. Premium touches, such as travertine flooring, luxurious carpeting, and electric Hunter Douglas shades, make this space feel warm and inviting. Recent upgrades include a redesigned kitchen and wet bar (2023), a renovated primary bathroom (2022), newer carpeting throughout, a water softener system, and a new HVAC system and hot water heater installed in 2024. Additionally, the residence is equipped with an EV car charger, installed in 2024. The updated chef-inspired kitchen is a true masterpiece, featuring sleek Dekton countertops, soft-close Schuler custom cabinetry, and top-tier appliances, complete with an induction stove. Relax by the wood-burning fireplace or unwind at the wet bar, both perfect for entertaining guests while watching the boats pass by. With deeded private beach access, this home offers easy access to the pristine sands and waters of Siesta Key Beach. Excelsior is a pet-friendly community that offers an array of resort-style amenities, including 2 heated pools, a fitness center, clubhouse, tennis/pickleball courts, shuffleboard, barbecues, and a fishing pier on the intracoastal waterway. Hop on the free trolley to explore the best shopping and dining at Crescent Village or Siesta Village, just minutes away. Call for your private viewing today, because this condominium home with a 2-car garage will not last!

6283 Midnight Pass Road Unit 6283, Sarasota

$470,000
2 Beds 2 Baths Bay Oaks Estates SubDv. 34242 Zip Code
Condo being sold Turn-Key! Welcome to Paradise on Siesta Key! This charming 2-bedroom, 2-bathroom condo offers 1,101 square feet of coastal living at its finest. Nestled in the heart of Siesta Key, this home is perfect for those seeking a relaxing island retreat or an ideal investment opportunity. Step inside to discover an open kitchen with granite countertops, a convenient breakfast bar, and sleek stainless steel appliances. The spacious layout includes a washer and dryer for your convenience, and the enclosed screened lanai is the perfect spot to unwind while overlooking the sparkling community pool. The lanai also features a handy storage closet—ideal for keeping your beach chairs and bicycles ready for your next adventure. Bay Oaks offers an array of amenities to enhance your island lifestyle, including tennis courts, a community pool, and a dock where you can relax and take in the breathtaking water views. For those who love to grill, the BBQ area is perfect for enjoying burgers and hotdogs with friends and family. Just down the road, you’ll find the world-renowned Siesta Key Beach, famous for its powdery white sand and crystal-clear waters. Siesta Key Village is also nearby, offering a vibrant mix of shops, restaurants, and nightlife. Don’t miss this incredible opportunity to own your slice of paradise on Siesta Key! Schedule your private showing today.

6157 Midnight Pass Road Unit E43, Sarasota

$1,225,000
2 Beds 2 Baths Gulf & Bay Club SubDv. 34242 Zip Code
Nestled along the pristine shores of the world-renowned Siesta Key Beach, this stunning Gulf & Bay Club condo offers an unparalleled beachfront lifestyle with breathtaking, direct Gulf views. Just steps from putting your toes in the soft, powdery quartz sand, this renovated two-bedroom plus office, two-bath unit has been thoughtfully designed to maximize space and light, featuring raised ceilings and an open floor plan. The interior is a bright, modern sanctuary with sleek white finishes and premium touches throughout. The spacious kitchen boasts high-end custom wood cabinetry, gleaming granite countertops, and top-of-the-line stainless steel appliances. It seamlessly flows into the living and dining areas, where views of the Gulf can be enjoyed from nearly every room. The bathrooms are a masterpiece of design, offering seamless glass showers, granite counters, and thoughtful details like a built-in laundry basket in the master suite. Additional touches elevate this home, including vinyl wood-look flooring, crown molding, recessed lighting, and impact windows. The enclosed lanai, with its impact glass windows and screens, serves as a sunroom and offers the perfect vantage point for enjoying breathtaking sunsets and the lush resort grounds and tranquil Gulf waters. Beyond the condo itself, the Gulf & Bay Club offers an impressive array of amenities that rival any luxury resort. Spanning 32 acres, the community includes 3 heated pools, 8 tennis courts, 6 pickleball courts, racquetball, shuffleboard, and a state-of-the-art fitness center with a spa and dry sauna. The expansive clubhouse features billiards, a media facility, and a library, while outdoor enthusiasts can enjoy multiple barbecue areas with Tiki-style picnic tables. For guests, a 3-bedroom owner's suite is available for weekly rentals, ensuring your visitors always have a place to stay. Just a short drive away, Siesta Village offers an eclectic mix of fine and casual dining, lively entertainment, boutique shops, and more, while the cultural offerings of Sarasota—opera, theater, museums, and galleries—are only moments away. Whether you’re soaking in the sun on the beach or indulging in the area's vibrant culture, this condo offers the ultimate in Siesta Key living. Turnkey furnished and ready for immediate enjoyment, this is your chance to own a slice of paradise in one of the most coveted beachfront locations in the world. Don’t miss the opportunity to experience the unparalleled beauty and luxury that this Gulf & Bay Club residence provides.

5780 Midnight Pass Road Unit 609, Sarasota

$425,000
2 Beds 2 Baths Peppertree Bay SubDv. 34242 Zip Code
Your Slice of Paradise Awaits at Siesta Key! Live the dream on the #1 beach in the USA with this adorable 4th-floor condo. This 2-bedroom, 2-bath gem offers a serene pool view and direct beach access, making it the perfect place to unwind. Move right in – it’s fully furnished and features luxurious vinyl flooring, new carpet, and fresh paint throughout. Relax on your enclosed lanai, where you can enjoy gorgeous views of the pool and breathtaking Gulf sunsets, ideal for morning coffee or an evening glass of wine. The condo also includes a full-size washer and dryer in a spacious utility room, plus a designated parking spot in the under-building garage. Located in the sought-after Peppertree community, a Beach-to-Bay complex nestled on 16 acres, you'll have access to the beach, fishing pier, two heated pools, two clubhouses, a fitness center, saunas, tennis and pickleball courts, BBQ areas, and more. On-site management and a rental desk make it easy to maintain and enjoy. Live steps away from Siesta Key’s pristine beach, vibrant shops and dining at Siesta Key Village, and the rich culture of Sarasota. Whether you're seeking a full-time home or a vacation retreat, this condo has everything you need to start living the island life. Plus, it’s currently rented through May 4th, offering potential rental income if desired. Peppertree's main office, gulf side club house and fitness center currently under renovation.

1255 E Peppertree Drive Unit 402, Sarasota

$450,000
2 Beds 2 Baths Siesta Harbor SubDv. 34242 Zip Code
PRICE IMPROVEMENT! BEACH LOVERS AND BOATERS THIS PROPERTY IS FOR YOU! Experience the best of waterfront living in this beautifully furnished, private first floor, end unit in the highly sought-after Siesta Harbor community! This TURNKEY condo offers stunning canal views and a prime location just steps from the beach. This immaculate 2-bedroom, 2-bath corner unit has been fully remodeled and is move-in ready. Featuring impact windows, an enclosed lanai, and gorgeous, high-end furnishings, this home is designed for both comfort and style. The spacious, open-concept living and dining areas flow seamlessly, enhanced by a modern kitchen with white shaker cabinets, quartz countertops, stainless steel appliances and top-tier finishes. The primary suite boasts a walk-in closet and a luxurious stand-up shower. The lanai is the perfect spot for morning coffee or an evening glass of wine, with dolphins often seen playing in the marina. You’ll enjoy easy access to all the amenities, including a heated pool and spa, shuffleboard, a fitness room, saunas, and a clubhouse. This active 55+ community also offers private beach access across the street, free on-site laundry, and a pier on the intracoastal waterway for fishing or just relaxing. Boat slips are available for an annual fee. Whether you're looking for a full-time residence or a rental opportunity, this turn-key condo offers both. Steps from the trolley, local shops, and restaurants, with easy access on and off the key – this location can't be beat. Don't miss your chance to live in one of Sarasota's most desirable locations – this stunning, move-in-ready home is waiting for you!

1215 S Portofino Drive Unit 108, Sarasota

$875,000
2 Beds 2 Baths Provintial Gardens SubDv. 34242 Zip Code
Experience a perfect blend of condo convenience and the comfort of a home with old Florida charm in this free-standing villa located in the sought-after Provincial Gardens on Siesta Key. Turnkey furnished and ready for rental, this villa boasts 2 bedrooms, 2 baths, and 1,472 square feet of living space. Additional special features include the bright and airy "Florida room" and stunning terrazzo flooring in the main living area and bedrooms. The updated kitchen adds a modern flair, while the side courtyard and private back patio, shaded by mature oak trees, provide a lovely outdoor living environment. The spacious Owner’s suite features a private patio and updated ensuite bathroom. You’ll appreciate the ample storage in this home with pull-down steps to the attic storage, generously sized closets in both bedrooms, and a storage shed on the back patio. This peaceful villa community is nestled along a tree-canopied street that culminates in a scenic, private bayfront park with a dock for canoeing and kayaking. Enjoy access to the Jr. Olympic sized pool and deeded beach access across the street at the Aloha Kai community, complete with beach chairs for your convenience. It is comforting to know most windows and sliding doors are PGT hurricane rated, and this villa sustained no damage or water intrusion from recent hurricanes. A true beach-to-bay retreat!

6005 Midnight Pass Road Unit N8, Sarasota

$1,350,000
4 Beds 3 Baths Siesta Isles SubDv. 34242 Zip Code
One of the lowest priced homes on Siesta Key's deep boating water and only 3 blocks to the white quartz sand and aqua Gulf waters! An inviting opportunity to enjoy relaxed waterfront living on Siesta Key, this well-maintained residence is ideally positioned just minutes from the powdery white sands of world-famous Siesta Beach and the turquoise waters of the Gulf. Set on an oversized 14,000-square-foot corner lot, this four-bedroom, three-bath home blends comfortable coastal living with everyday functionality in a highly desirable island setting. Designed for effortless entertaining and easy living, the open-concept floor plan centers on a spacious island kitchen with generous seating, a breakfast bar, and abundant workspace, flowing seamlessly into the dining and living areas for gatherings both large and small. A thoughtful split-bedroom layout offers privacy for owners and guests alike. The primary suite enjoys peaceful views of the pool and canal, while a secondary bath doubles conveniently as a pool bath—ideal for indoor-outdoor living. Step outside to the covered, screened lanai and unwind beside the sparkling pool, framed by tranquil water views and gentle coastal breezes. Tucked along a quiet harbor just off the Grand Canal, the setting is ideal for kayaking, paddleboarding, or boating, with frequent sightings of manatees and coastal birds adding to the natural charm. Evenings bring glowing “mango sunsets” nearby, while mornings begin with soft sunrises reflected on the water. Additional highlights include an oversized two-car garage and a concrete tile roof. Ideally located near the shops, dining, and energy of Siesta Village—and just 15 minutes from downtown Sarasota’s vibrant arts and cultural scene—this home presents a compelling opportunity to enjoy the best of island living, whether as a full-time residence or a serene coastal retreat.

5560 Shadow Lawn Drive, Sarasota