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

5169 Sandy Shore Avenue, Sarasota
$450,000
2 Beds ⋅ 2 Baths ⋅ Moorings SubDv. ⋅ 34242 Zip Code
AMAZING NEW PRICE! Seller is very motivated...Waterfront Paradise for Water Lovers! Wake up in this FULLY FURNISHED and UPDATED condo to stunning views of Blind Pass Lagoon and step outside to the community boat slips (first come first serve) for boating, fishing, kayaking, or paddleboarding over to the new Midnight Pass. Plumbing stacks replaced with PVC (2022). With a new dock and seawall (2024) and direct Intracoastal Waterway access, adventure is just outside your door. A five-minute stroll takes you to Turtle Beach for sun and sand or laze the day away in the heated community pool. This bright, freshly painted condo features a remodeled open-concept kitchen with solid wood cabinets, new granite countertops, and backsplash. The spacious living/dining area and master suite offers spectacular water views. New flooring (2021) in the bedrooms and updated baths (2023) add modern comfort. The lanai with motorized sunshade is the perfect spot to relax and take in breathtaking sunsets. Stay cool with a well-maintained HVAC system (2017) with new UV purifiers and cleaned ducts (2024). The unit includes in-unit laundry (2018), hurricane shutters, and two assigned parking spaces (one covered with storage). Community amenities include BOAT SLIPS, heated pool with a paver deck for year-round enjoyment. Automatic Hurricane shutters on windows in Living area, bedrooms, and manual ones on guest bathroom window and lanai. Located near Siesta Key Beach, Siesta Village, and local restaurants, this condo is perfect for those seeking a vibrant waterfront lifestyle. Schedule your showing today!

9074 Midnight Pass Road Unit 11, 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
$1,300,000
3 Beds ⋅ 2 Baths ⋅ Siesta Manor SubDv. ⋅ 34242 Zip Code
LOWEST PRICED MOVE-IN READY WATERFRONT POOL HOME ON SIESTA KEY! PRICE REDUCTION FOR A FAST SALE! A must see and an incredible value on Siesta Key at prime location. BRING ALL REASONABLE OFFERS! Turn-key furnished opportunity to own a completely remodeled immaculate canal front/boat lift/pool home just steps from the No. 1 ranked U.S. beach and Siesta Key Village. Located on a quiet cul-sac and serene canal with quick boating access to the inter-coastal waterway and gulf. This property has 75 feet of dredged canal waterfront, with newer commercial-grade seawall, TREX dock with 10,000 lb remote-controlled lift, underwater lighting and large 15,000 gallon salt-system pool. This property was officially designated as having only minor hurricane damage and was completely renovated and professionally mitigated to the highest standards. Spacious three bedroom, two bath open-floor plan and large walk-in closets. This home is storm-solid with hurricane impact metal roof, garage door and PGT windows and slider doors for peace of mind and insurance savings. Brand-new kitchen and bathroom vanities. All new millwork including interior doors, crown molding and trim. New custom plantation shutters and roller shades create privacy and classic island style. Home is offered furnished with Restoration Hardware furnishings throughout. Newer paver driveway and gated golf cart pad. New appliances, water heater, HVAC and variable-speed pool pump/motor. Large screened lanai and maintenance-free yard. This beautiful home is ready immediately for your beach and boating dream. Schedule a showing today and make an offer!!

329 Avenida Leona, Sarasota
$625,000
1 Beds ⋅ 1 Baths ⋅ Sea Crest Apts SubDv. ⋅ 34242 Zip Code
Step inside this newly remodeled Sea Crest on Siesta Key one-bedroom, one-bath unit to discover volume beamed ceilings and white tile flooring throughout, creating an open and airy layout. The modern kitchen offers sleek cabinetry, stylish tile backsplash, premium appliances, quartz counters and an island/breakfast bar opening to the living area for entertaining. Fully renovated bath with high-end fixtures and spa-like design. This newly turnkey furnished getaway is ready for you and your guests with flexible minimum 3-day rentals allowed all-inclusive service handled through the on-site management office, making it an excellent investment opportunity for a high performing rental or perfect vacation retreat. Direct private beach access, private beach-front service offering umbrellas and chairs; beachfront BBQ grills, community heated pool, and located nearby some of Siesta Key's most popular restaurants, shopping and entertainment destinations. This is the perfect beachside rental or Siesta Key vacation hideaway.

1129 Seaside Drive Unit 15, Sarasota
$650,000
3 Beds ⋅ 3 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
Home did have water intrusion and significant damage during the storms. The value is in the land as it Can Be Divided into 2 Parcels. Great opportunity to build 1 or 2 homes in quiet neighborhood near Siesta Key Beach. Short bike ride away to the beach. Located within one mile of Siesta Village! Easy access to the mainland via the North Siesta Bridge to enjoy Southside Village, Downtown, Marie Selby Gardens ad the Bayfront.

813 Plymouth Street, Sarasota
$850,000
2 Beds ⋅ 2 Baths ⋅ Anchorage SubDv. ⋅ 34242 Zip Code
Welcome to the best location on Siesta Key. The Anchorage is located on the corner of Stickney Point and Midnight Pass. It’s all about convenience and living the good life. Walk to bars, restaurants, the beach. You can walk across the street and rent a boat. The best part about unit 910 is that it has been renovated down to the studs. Included are new hurricane windows and sliding doors, ceiling fans, recessed lighting, solid wood doors throughout, over-the-counter pendent lights, 5 inch baseboards with engineered wood flooring, self closing cabinets, quartz countertops throughout, kitchen pantry with frosted glass door, walk in tile showers, closet organizers, custom woven sliding window coverings, Simplifire electric fireplace, Ecobee thermostat, under the counter beverage cooler, tankless water heater, Carrier air handler, GE Profile appliances with washer and dryer hookup. The pictures are fantastic but you have to see for yourself. Phenominal view day and night plus your new condominium is a corner unit. All windows are fixed. Also, our Seawall was replaced in 2019. The building and grounds are in wonderful 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 carport. 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 910, Sarasota
$440,000
2 Beds ⋅ 2 Baths ⋅ Bay Oaks Estates SubDv. ⋅ 34242 Zip Code
Dreaming of relaxing on your balcony in your chaise lounge, overlooking the pool, Listening to Jimmy Buffet and sipping a cold margarita? Sure, sounds perfect. Well, It’s here, and just a short walk to the crystal powdery sand beach and turquoise waters of Siesta Key Beach. This is the #1 beach in the US and # 4 in the world! The dream of owning at Siesta Key is still possible. This 2nd floor condo has elevators, covered parking and guest parking. The spacious condo has beachy décor, 2 large bedrooms, 2 baths, in unit washer dryer, stainless steel appliances, walk in closets. BAY OAKS complex has huge shade trees and mature landscaping and is located on the intercoastal on one side with a nice fishing pier and the beach on the other. This is your chance to own property for your family and use it as an investment property also. Siesta Key has beautiful sunsets, Sunday night drum circle, and close to restaurants, shopping and watersports. There is also a game room in the clubhouse, and a public laundry as well as free local taxis for a night out in the Village. Sarasota offers theatres, art galleries, museums, parks, Mote Marine, and Selby Gardens. So much, so close! Own a piece of Paradise. We have found out from the HOA that there could be an assesment coming. The seller is wiliing to put that in escrow for the buyer or reduce te price by that amount.

6157 Midnight Pass Road Unit E42, Sarasota
$695,000
2 Beds ⋅ 2 Baths ⋅ Island Reef SubDv. ⋅ 34242 Zip Code
Gulf front residence with updated Kitchen including quartz counter tops and stainless steel appliances. Expanded counter tops and added cabinets. Beautiful views of the beach from owners bedroom, Kitchen, Lanai, Dining and Living room. Residents of Island Reef enjoy boat docks (lifts allowed), beach, two heated pools, tennis, pickleball, two fitness rooms, saunas, shuffleboard courts, billiards, library, clubhouse, social room, gas grills, bicycle and kayak storage. Carport at front of door of building. Guest parking. Monthly rentals (8 leases a year). Pet friendly (30 lbs). On-site management and rental program. Close to three of Siesta Key's favorite restaurants, and free Trolley to Siesta Village.

8764 Midnight Pass Road Unit A301, Sarasota
$840,000
2 Beds ⋅ 2 Baths ⋅ Harbour Towne SubDv. ⋅ 34242 Zip Code
Price Reduction!! Your island paradise awaits!! The perfect retreat for the boater and beach-goer! Just across the street from world renowned Siesta Key public beach, this 2 bedroom, 2 bath unit has been beautifully renovated to include an open kitchen with marble-topped wood cabinets, a stunning tiled backsplash and stainless steel appliances. Other renovations include wood-look tile flooring, and luxurious bathrooms with new vanities topped with marble and gorgeous tile-work and mirrors. The lanai is under air and part of the living space, which can be used as a den, added dining space, and/or to accommodate overflow guests. An end unit with side windows, this condo has abundant natural light. Look through the back wall of glass sliders to see your boat in its deeded 40 foot slip #16 with a 27k lb lift which will accommodate a 45 foot boat. Walk out the sliding glass doors and down your private stairs to the marina and dock. A lovely garden alcove makes for a welcome entry to the unit and to the attached one-car garage. A walk-about attic over the garage provides coveted storage space. Harbour Towne is a unique waterfront community of 50 two and three bedroom units. Gated and beautifully landscaped, amenities include a heated pool and spa, tennis and pickle ball courts, clubhouse with full kitchen, grill, and private boat docks. Located midway between Siesta's two bridges, access on and off the Key, as well as to Siesta Village and mid-Key Village is quick and easy. This is a must see!

1273 Dockside Place Unit 116, Sarasota
$2,500,000
2 Beds ⋅ 3 Baths ⋅ Ten35 Seaside SubDv. ⋅ 34242 Zip Code
Luxury Gulf-Front Living on South Siesta Key- Discover the ultimate coastal retreat in this stunning Gulf-front condo, perfectly positioned along the pristine shores of Siesta Key. Offering unmatched beach access, this 2-bedroom, 2.5-bathroom residence blends contemporary beachfront elegance with modern comfort. Step inside to an expansive open floor plan featuring a gourmet kitchen equipped with premium appliances, a wine fridge, and designer accents. The kitchen flows seamlessly into the spacious dining and living area, which opens onto a private terrace—the perfect spot to soak in breathtaking Gulf views. The primary suite is a true sanctuary, complete with a large walk-in closet and an en-suite bath boasting dual vanities, a private water closet, and a walk-in shower. The additional bedroom, featuring built-in bunk beds and an en-suite bath, offers both space and style—ideal for families or guests. Whether you seek a primary residence, a vacation getaway, or an income-producing rental, this exceptional property delivers. Residents enjoy access to a beachfront swimming pool and spa, private cabanas with beachside service, and a Gulf-front BBQ grilling area perfect for entertaining. Complimentary kayaks and paddleboards are available for exploring the water, while the onsite concierge arranges additional activities and excursions. A state-of-the-art fitness center ensures residents can stay active, and on-site management provides added convenience. With a perfect blend of luxury, comfort, and effortless beachfront living, Ten35 Seaside offers an unparalleled lifestyle. Don't miss this rare opportunity to own a piece of Siesta Key paradise—schedule your private tour today!

1035 Seaside Drive Unit 408, Sarasota
$2,260,000
4 Beds ⋅ 4 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code
Luxury Waterfront Home on Siesta Key - Boater's and Entertainer's Paradise! Welcome to your dream waterfront retreat on Siesta Key! This stunning 4 bedroom, 3.5-bathroom home plus bonus room comes FULLY turnkey furnished ready to live in or make it an income earning vacation rental (monthly rentals allowed -some wall art is not included). There are 3 bedrooms on the main floor each with walk-in closets and the second floor is exclusively the primary suite with large walk-in closet and spa-like bathroom with an air-jetted tub. Bring your toothbrush and enjoy a home that is ready to move in, perfectly situated towards the end of a cul-de-sac street and faces a canal which leads to Sarasota Bay. Featuring a private dock with a boat lift, heated swimming pool with spa and don't forget the tropical waterslide! Duchateau flooring throughout main living areas, quartz countertops in kitchen, and travertine flooring in bathrooms. Enjoy entertaining in the extra-large party room/second living area which features a built-in bar, pool table, hideaway pocket sliders with disappearing wall that leads right to outdoor dining area/pool. There is also a bonus room that is currently being used as a home gym. The backyard is fully fenced for pets and the home did not have any water intrusion during hurricanes and sits at 8 ft elevation per the elevation certificate.

815 Paradise Way, Sarasota
$303,500
1 Beds ⋅ 1 Baths ⋅ White Sands Village SubDv. ⋅ 34242 Zip Code
Lowest price condo on Siesta Key. Rarely available first-floor 1/1 condo located right across the street from Siesta Key public beach in beautiful White Sands Village. This affordable and well-maintained community with pavers throughout the roadways and carport areas is a hidden gem. Onsite management, heated pool, community boat docks that are available on a first-come basis for a small fee, and a recently renovated clubhouse are only a few perks of owning in White Sands Village. Other advantages are a liberal TWO-WEEK MINIMUM RENTAL POLICY which allows a steady income flow for owners and small pets are welcome for owners and tenants, which is rare on Siesta Key. This adorable unit comes turnkey furnished and there's nothing to do but move in. There's also an additional 60 square feet of glass enclosed lanai space perfect for an extra seating area. The hot water heater is 2022 and A/C is a bit older but is serviced annually and works great. Only a short walk to Siesta Key Beach, the heated community pool, or Siesta Key Village. Come see what makes White Sands so special.

5641 Midnight Pass Road Unit 903, Sarasota
$1,075,000
3 Beds ⋅ 4 Baths ⋅ Sara Sands SubDv. ⋅ 34242 Zip Code
Now the lowest priced single-family home in Sara Sands, this is your opportunity to take this blank canvas and create your masterpiece. With canal frontage, a boat dock with a lift, heated pool & spa, a two-car garage, and solar panels this home offers a third of an acre at a prime location on Siesta Key. This home sustained storm damage during Hurricane Helene in September 2024 and has had appropriate mitigation completed. With a Spanish colonial inspired elevation, this home did not sustain damage to its curb appeal. On your approach, a circular paver driveway and charming front porch framed by natural wood elements and landscaping beds once plentiful with lush vegetation create stunning curb appeal. Step inside to a sprawling living space with a seamless flow from dining space through to the gorgeous kitchen. A beautiful fireplace once flanked by substantial built ins lends a warmth to the space while multiple sets of classic French doors allow for bright, Florida sunshine to flood the room. With a little help, the kitchen will be a chef’s dream again as the current layout features dual tone cabinets, attractive countertops and a show stopping island with seating for 5-6. With a wall of pantry cabinets, coffee bar and additional cocktail bar, there is no shortage of storage or possibilities! Each bedroom is exceptionally generous, but the primary suite is simply divine with a large footprint, dual walk-in closets and an ensuite bath will exude luxury in size and your chosen finishes. Step outside to your outdoor oasis featuring a paver pathway that connects multiple patios but ultimately leads you back to the stunning views of the canal. A golf cart ride, bike ride or leisurely walk will have you exploring the heart of Siesta Key’s village with eateries, shops, dessert shops and of course access to the beach with views of the sparkling waters of the Gulf. With some creativity and a bit of effort, this home be better than ever as your beautiful homestead for year round residency or seasonal Siesta Key dwelling!

5073 Higel Avenue, Sarasota
$1,035,000
2 Beds ⋅ 2 Baths ⋅ Coquille SubDv. ⋅ 34242 Zip Code
With deeded beach access, this spacious townhouse offers a bonus room, an outdoor terrace, and provides maintenance free living at its best. The unique floor plan of this delightful Gulf side home with 2 story ceilings offers a first floor master suite, with guest accommodation on the second floor, plus a loft area ideal as a TV-room or den. New luxury vinyl floors Dec 2024,and updated kitchen and baths (2022)On one of those rare chilly Florida evenings, relax in front of the wood burning fireplace and look out onto your private terrace. There is a two-car tandem style garage with an extra storage closet for your beach toys. One of only 27 townhomes in this unique Siesta Key complex, it boasts an attractive pool and spa, plus a private boardwalk leading to the #1 beach in the U.S. This is a perfect year-round or vacation home that lives like a single family home. Seller is offering up to $25,000 towards future assessments.TURNKEY FURNISHED. ADDITIONAL features: Wireless Home Network- security cameras, TV, & Door locks 2024, all accessible by cell phone, New TV 2024 with hidden cable box, New Washer/Dryer 2024, New Couches 7/2024, new carpet master bedroom & upstairs 2024,Honeywell Dehumidifier built into closet, Nest Thermostats.

1185 Coquille Street Unit 305, Sarasota
$660,000
2 Beds ⋅ 2 Baths ⋅ Anchorage SubDv. ⋅ 34242 Zip Code
Stunning Intracoastal and Gulf views from this rare 9th-floor corner unit on Siesta Key. Welcome to Unit #909 at The Anchorage—a beautifully updated condo offering breathtaking panoramic views of the Intracoastal Waterway and Gulf glimpses from three private balconies. This light-filled corner unit is perched on the 9th floor and designed to capture peaceful coastal living from every angle. Inside, you'll find a newly renovated kitchen with updated finishes, premium vinyl flooring throughout, and hurricane-rated windows and sliders that let in abundant natural light. The spacious owner’s suite includes a large closet, a private bathroom, and its own balcony overlooking the water. The second bedroom also features its own en-suite bathroom and private balcony, providing comfort and privacy for guests or additional residents. An extra laundry room and storage space are located just outside the unit, and there's also an in-unit washer and dryer for added convenience. The Anchorage allows one-week minimum rentals, making it a fantastic option for full-time living, a vacation retreat, or a lucrative investment. HOA fees cover insurance, water, sewer, trash, cable TV, internet, and concierge services. Amenities include a heated Olympic-size pool, outdoor barbecue grills, fishing spots, a boat slip, tennis courts, dual saunas, shuffleboard, a clubhouse, and a fitness center. Pickleball courts are also being added soon. Conveniently located near the Stickney Point Bridge, The Anchorage offers easy access to the mainland and downtown Sarasota, while being just steps from the beach, shops, restaurants, and everything Siesta Key has to offer. Unit is currently undergoing some upgrades. New Carpet is being installed in all bedrooms and closets. New upgraded vanities will be installed in all bathrooms. Renovations will be completed by the end of June. Updated Photos will be done after completion.

6415 Midnight Pass Road Unit 909, Sarasota
$815,000
3 Beds ⋅ 3 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code
Island living at it's best. Just a short distance to world famous Siesta Key Beach. This home has had NO flood damage inside the home or garage areas. Custom built by Schrock home builders. Featuring 3 bedrooms, den/office & 2 1/2 baths. Over 2500 sq. ft. under air with an over sized 2 car garage with screen. New roof just installed. Kitchen was remodeled with new cabinets, granite counters, Bosch dishwasher, Viking cooktop & Frigidaire double wall oven. Hurricane shutters throughout. Solar panels for the pool. This home shows light & bright with 4 skylights. A wall of glass doors leads to wood deck. Huge master suite has separate sitting area. Large screened pool with solar heat. Florida friendly landscaping for low maintenance. Located in the private community of Siesta Bayside Waterside South. This home has been professionally staged. Make this Island Oasis your own!

710 Birdsong Lane, Sarasota
$2,625,000
4 Beds ⋅ 5 Baths ⋅ Siesta Cove Sub SubDv. ⋅ 34242 Zip Code
No Hurricane or Flood Damage. A coastal modern oasis in Siesta Cove, Siesta Key’s premier neighborhood, highlights 80 feet of waterfront with convenient boat access to Gulf and Bay, with newer seawall, boat dockage, and an extraordinary pool that invites you to enjoy Siesta Key’s relaxed lifestyle. Breathtaking Sarasota Bay vistas along the many peaceful panoramic patio terraces provide endless views of nature. On the main floor, a generous kitchen with gas cooktop island opens into the zen fireplace family room and spacious dining room with soaring ceilings and teeming with nature-filled impact windows. Quartz countertops, sleek wood cabinets, and stainless steel appliances for chefs join the jaw-dropping wall of extensive kitchen windows. Additionally, a powder room and spacious guest bedroom complete with en suite bathroom are located on the main level. Enjoy the top level primary suite, with loft office, secondary laundry room, third large bedroom and en suite bathroom. The lower level features a family room, fourth bedroom, additional laundry room, and a 2 car garage. This modern coastal retreat boasts energy efficient solar panels and is just a short bike ride away from world class Siesta Beach and the Village. Paradise awaits.

5236 Siesta Cove Drive, Sarasota
$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
$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
$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
$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
$1,000,000
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
$600,000
2 Beds ⋅ 2 Baths ⋅ Ocean Beach SubDv. ⋅ 34242 Zip Code
Existing home has been mitigated for water damage. One of the best values on Siesta Key. Photos of the existing home are prior to the 2024 storm damage. Large lot at over 10,880 SF Right by Out of Door Academy and walking distance to beach and Siesta Village. Attention Veterans! It may be possible for qualifying veterans to assume a huge part of the purchase price in the form of a 2.85% VA loan. *VA approval process required* Last photo of new build home and floorplan are an example only that could be built on this lot by Cannon Homes. Current List price DOES NOT include this home but is only shown for example purposes of home that would fit on this lot** Separate pricing for this new build is available if desired.

4522 Banan Place, 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