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

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

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

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

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

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

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

4710 Gleason Avenue, Sarasota
$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
$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
$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
$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