Siesta Key FL Recently Sold Homes

1 Beds ⋅ 1 Baths ⋅ Ocean Beach SubDv. ⋅ 34242 Zip Code

Siesta Key lot with tremendous potential. 14190 square foot lot ready nestled along Ocean Blvd. in the middle of the island. Ocean view from the third floor of any home. Home is across the street from multi-million dollar homes. The lot is only 5 minutes to the Village, Beach and multiple beach access points. Lot dimensions are 110 wide by 129 deep. Plenty of options for extra large house with pool. Current house has flood damage. Second floor is rented out month to month. Do not disturb tenant. Value of lot is in land only. Owner financing will be considered.

4439 Ocean Boulevard, Sarasota

$900,000

2 Beds ⋅ 1 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code

This oversized canal front lot is located in the heart of Siesta Village just several blocks to beach. Build your dream home and boat dock here! Listed also as land/ lot. Home was flooded from Helene and Milton. Structures and pool of negligible value but may be used during design / construction phases. This canal was recently dredged in 2007. This is a rare opportunity to own prime land in the village.

451 Avenida De Mayo, Sarasota

$900,000

Sarasota Beach SubDv. ⋅ 34242 Zip Code

Large boatable canal front lot only 3 blocks to Siesta Village/ Beach. Build your dream home here. Existing Pool may be worked into new home site plan. Home did flood and is not warranted but may be usable during permit/ design phases. This canal was recently dredged in 2007. Sold at land value as-is where-is.

451 Avenida De Mayo, Sarasota

$497,000

2 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code

This delightful 2 bed, 2 bath villa is located in the highly sought after Gulf front community of Whispering Sands, just outside of Siesta Village. Fully renovated in 2017 with newly remodeled interior, creating an open and bright main living area, modernized kitchen and baths, flooring and the addition of a generous Florida room with its own split AC system. Recessed lighting, automatic blinds, impact windows and doors, along with electrical upgrades were just some of the updates. See the attached improvements for a complete list. There is also an attached garage with hookups for full size washer and dryer for your convenience. This coastal community has its own private white sand beach, two swimming pools, fitness room, and a natural lagoon. A morning swim, a relaxing day on the beach, poolside cocktails and spectacular sunsets are just some of the activities that this lifestyle offers. You are within easy walking distance of Siesta Village, by a private gated pathway, you are just minutes from the charming and coastally inspired restaurants, live music, cafes, and shops. Although this home suffered some water intrusion during hurricane Helene, it has been professionally restored including mold remediation (certificate available), drywall replaced where necessary and a newly painted interior. The HVAC (2022) and electrical has been professionally inspected are in perfect working order. Priced appropriately so that the new owners can choose their own appliances, this contemporary villa is an excellent value.

111 Whispering Sands Circle Unit V38, Sarasota

$680,000

2 Beds ⋅ 2 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code

You have found your oasis! Harbor Towers Yacht & Racquet Club recently completed a four-year hurricane hardening and structural upgrade program in 2024, meeting all new safety standards for hurricane/wind protection. Copies of the funded upgrade program are available for your review. This no-worries furnished, updated unit, has all new hurricane-rated windows and doors, two small balconies, a beautiful granite kitchen with under-counter lighting, updated baths with granite counters and walk-in showers for your ease of use. The well-proportioned living and dining area completes the ideal getaway. Harbor Towers is in a class of its own, with a bayside marina, a fishing area and easy access to the gulf with no fixed bridges. The community offers its residents two heated resort-style pools, barbecue areas, kitchen prep area, a fitness center with a great array of workout equipment, three Har-Tru tennis courts, a sauna, a clubhouse, a fabulous marina with areas to sit along the intercoastal to watch sea life and boats float by you. If interested, the association has rental slips for personal watercraft. Want an investment, this unit can be rented for two-week minimums, 25 times a year plus you can utilize the on-site property management company for potential rentals, or you can do it yourself. Join this amazing community where the residents are eager to meet you.

5855 Midnight Pass Road Unit 225, Sarasota

$1,470,000

3 Beds ⋅ 3 Baths ⋅ Dolphin Bay-Siesta Key SubDv. ⋅ 34242 Zip Code

Welcome to the epitome of Coastal Living at its finest in Dolphin Bay! Come discover luxurious island living in this completely renovated, custom-designed waterfront condo on Siesta Key. This stunning 3-bedroom, 3-bath residence, reimagined by Raber Construction, offers 2,200 square feet of beautifully crafted spaces, beginning from the solid concrete block foundation and re-constructed with the highest quality materials and design. The open-concept layout features a dream kitchen with quartz countertops, a spacious island, and premium Wolf stainless steel appliances, including a Sub-Zero refrigerator, and beverage/wine refrigerator for everyday convenience and entertaining. This gourmet space is complemented by high-end custom cabinetry and abundant storage options throughout. The spacious owner's suite features built-in shelving with a desk and a walk-in closet with built-in shelving and drawers for ample storage. While the luxurious bathroom provides an indulgent experience with a rainfall shower head, freestanding tub, dual vanities, beautiful tile work and premium stone surfaces. Every detail has been thoughtfully designed, from the 9-foot ceilings and impact windows and doors for added peace of mind, to the beautiful tile flooring throughout, plantation shutters and premium custom solid wood cabinetry with built-ins. This home features all the upgrades from electrical and plumbing systems, a modern HVAC, and a new water heater. This luxurious home features a “Florida Coastal” design that flows seamlessly into the lanai, where you’ll enjoy peaceful views of the Intracoastal Waterway. This property comes with a private one-car garage and access to resort-style amenities, including a clubhouse, pool, spa, Har-Tru clay tennis courts, and a fitness room. Dolphin Bay is a pet-friendly, vibrant community that promotes an active lifestyle. Don’t miss the opportunity to experience the best of Siesta Key living—schedule a visit today!

1240 Dolphin Bay Way Unit 301, Sarasota

$1,400,000

3 Beds ⋅ 2 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code

Once in a generation, an opportunity to acquire a remarkable waterfront location on Siesta Key may come your way. While waterfront properties come and go, few offer the additional amenities of this coveted street, Cape Leyte Drive, situated two blocks from the remarkably world-famous destination, "Crescent Beach" with its crystal sands and turquoise water. It's not just a beach, it's a national treasure with visitors from all over the globe. Living on Siesta Key with THE beach just outside the front door, and a backyard pool plus dock on the canal, within comfortable proximity to the charming artsy Village scene of this enchanting island is worth serious consideration. Home was flooded during Helene. Owners had drywall taken out right away and A/C has been running. Being sold "As Is". Nothing warranted by sellers. Fabulous location only 2 blocks from Siesta Key public beach. Pool is salt water with no cage. Large dock with 20,000 lift ( also as is) overlooking Grand Canal. One bridge to bay. Rebuild or tear down and build new home. Terrific opportunity to own a piece of Siesta Key paradise. Close to the Village. Tremendous value. Previous owner replaced roof in 2015 among other improvements.

5537 Cape Leyte Drive, Sarasota

$850,000

2 Beds ⋅ 2 Baths ⋅ Siesta Towers SubDv. ⋅ 34242 Zip Code

ATTENTION: SELLER IS NOW CREDITING BUYER(S) 1ST FULL YEAR OF CONDO FEES AT CLOSING! This is your opportunity to embrace the coastal lifestyle you've been dreaming of! Every corner of this meticulously renovated unit has been designed with care and an eye for beauty. Don't miss out on making this magnificent retreat your forever home now offered furnished! Elegant Kitchen: Renovated with top-of-the-line finishes, including a delightful breakfast bar, perfect for enjoying morning coffee with a view. Cozy Living Room: An open floor plan and corner space provide uninterrupted views of the gulf coast waters, creating a relaxing ambiance for enjoying breathtaking sunsets. Expansive Dining Room: Ideal for hosting family and friends, this spacious dining area sets the stage for sumptuous meals with a coastal backdrop. Tranquil Bedrooms: The primary suite and guest bedrooms provides comfort and sophistication, with sliders opening to the lanai for indoor-outdoor living. Luxurious Bathrooms: Fully renovated bathrooms exude timeless elegance, providing a retreat of tranquility perfectly suited to the coastal lifestyle. Easy Access to Gulf Waters: Embark on nautical adventures with convenient access to the Gulf, ensuring every day feels like a vacation. Convenience at Your Fingertips: Proximity to Gulf Beaches: Enjoy easy access to the stunning Gulf of Mexico beaches, including Siesta Key Beach, along with shopping and restaurants. Community Amenities: The complex offers private fishing piers, a community pool overlooking the Gulf, outdoor kitchen, bike storage, fitness facility, and renovated social room and is Miami Dade Compliant!. Secure and Elegant Lobby: The condo lobby has been elegantly remodeled, adding to the sense of luxury and security. Schedule a private tour and step into your world of coastal luxury living!

4822 Ocean Boulevard Unit 2F, Sarasota

$3,025,000

5 Beds ⋅ 5 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code

PRIVATE WATERFRONT OASIS in one of Siesta Key's most cherished neighborhoods. A circular drive and three-car garage welcome you to your 4/5 bedroom (all en suite), 5 full baths, office, and kitchen/family room combo overlooking the saltwater pool. The large, first floor owners' suite features a recently updated bathroom with soaking tub, and walk-in closet on the first floor. One of the additional bedrooms is a private guest suite with its own fridge, sink, and coffee bar. The outdoor pool area is very private and complete with a waterfall, large paver deck, an outdoor kitchen and screened dining area, and a short walk to your private dock and boat lift. The close proximity to the open waters of the intercoastal means "no bridges" to the bay, just minutes to the Gulf, and smooth sailing back to your protected dock that includes water and electric. This custom-built home has been reinforced with the highest-grade glass doors and windows, and a heavy duty generator so you can rest easy, regardless. Come see if this retreat is for you.

850 Siesta Key Circle, Sarasota

$1,650,000

4 Beds ⋅ 4 Baths ⋅ Harmony Sub SubDv. ⋅ 34242 Zip Code

THIS HOME HAS BEEN REMEDIATED PHOTOS ARE FROM BEFORE AND AFTER THE FLOODING THAT OCCURRED FROM HELENE! Here is your opportunity to secure a prime investment property at an unbelievable price, in sought-after Siesta Key, with the "#1 rated beach in the country! This home is located just minutes from the villiage and the beach. This 4 bedroom, 4 bath, with an office and bonus room, pool home on the canal, and solar panels that have been paid off by the owner, on over a 1/2 acre of lushiously landscaped property offers incredible upside potential for those looking to step into instant equity, with the right vision and updates. The property was renovated in 2008. This property presents a fantastic opportunity for a cash buyer ready to capitalize on the current market conditions. This CORNER LOT, POOL and CANAL home experienced flooding during hurricane Helene, but ALL REMEDIATION has been completed, providing a solid, clean slate for you to customize to your liking. The owner was able to salvage all the solid wood doors and the granite kitchen countertops and island countertop including the master dual floating vanities, which will help speed up your renovation efforts. The layout remains in tact and the metal roof is still in great condition. With it's excellent location near the village and high demand for Florida beach living this property presents a fantastic opportunity for investors or buyers looking to build equity quickly. Whether you are planning a flip, personalized renovation or to rebuild a new home, this is the perfect property for you. Don't miss out on this rare opportunity to secure a CASH-ONLY property with endless potential. Being sold AS-IS. There is also a mother in law on the property that has been remidiated as well. 1 bedroom and 1 bath.

4933 Featherbed Lane, Sarasota

$800,000

2 Beds ⋅ 2 Baths ⋅ Siesta Breakers SubDv. ⋅ 34242 Zip Code

Escape to a paradise of luxury and relaxation on the pristine, crystal sandy beaches of Siesta Key. Imagine waking up to the sound of gently crashing waves and the feeling of soft, warm sand beneath your toes. This third-floor island getaway offers the best location on Siesta Key! For those seeking ultimate relaxation, the heated pool and screened balcony with a view of the tropical courtyard provide the perfect escape. This 3rd floor condo boasts an assigned carport, weekly rentals available 52 weeks a year, 2 lighted tennis courts, a lovely clubhouse, and a gated community for all the privacy and security you desire. Siesta Breakers is designed to cater to your comfort and style, with everything from accommodating beach chairs to beautifully manicured grounds that rival any other resort-style condo on the key. The interior is light and bright, featuring a split plan bedrooms, washer & dryer and plenty of storage. An elevator adds convenience and quick access to your condo. Siesta Breakers is a weekly rental complex with an on-site rental management office, making it easy to enjoy your island getaway while also having the option to generate rental income. Dining, shopping, and a marina with jet skis and fishing excursions are conveniently located across the street, while the free trolley provides easy access up and down the key every 15-20 minutes. With easy on and off access to the mainland, Siesta Key is just a 14-minute drive to downtown Sarasota and nearby St. Armands Circle, offering endless opportunities for entertainment, dining, and exploration. Give yourself the gift of paradise on Siesta Key and experience the best of luxury living on the Gulf Coast. Your dreamy island getaway awaits.

6480 Midnight Pass Road Unit 304, Sarasota

$455,000

2 Beds ⋅ 2 Baths ⋅ Aloha Kai Apts SubDv. ⋅ 34242 Zip Code

Sold Information only

6020 Midnight Pass Road Unit 61, Sarasota

$650,000

Sarasota Beach SubDv. ⋅ 34242 Zip Code

Remodel or tear down. Discover the endless possibilities of Siesta Key. Perfectly situated with riparian rights and a boat dock across the street, you'll enjoy direct access to the Gulf of Mexico—a dream for water enthusiasts. This property is also a leisurely stroll away from the vibrant Village of Siesta Key and its world-famous beaches, making it an ideal location for those who love to embrace coastal living. The house experienced flooding. It has been remediated, offering a blank canvas to create your dream home. Whether you envision a modern retreat or a charming beach cottage, this property provides the perfect foundation to build something new and special.

675 Avenida Del Norte, Sarasota

$650,000

2 Beds ⋅ 1 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code

Charming Cottage with Endless Potential on Siesta Key Discover the unique charm and endless possibilities of this cozy cottage on Siesta Key. Perfectly situated with riparian rights and a boat dock across the street, you'll enjoy direct access to the Gulf of Mexico—a dream for water enthusiasts. This property is also a leisurely stroll away from the vibrant Village of Siesta Key and its world-famous beaches, making it an ideal location for those who love to embrace coastal living. The house experienced flooding. It has been remediated, offering a blank canvas to create your dream home. Whether you envision a modern retreat or a charming beach cottage, this property provides the perfect foundation to build something new and special.

675 Avenida Del Norte, Sarasota

$875,000

Bay Island SubDv. ⋅ 34242 Zip Code

Siesta Key vacant lot now available. Located on the coveted north end of Siesta Key, this vacant lot is ready for you to build your dream home. This is one of the only vacant lots with over 12,500 SF available on Siesta Key. Located minutes to downtown Sarasota, Siesta Key beach, shopping, dining, and all of the outdoor activities you can think of. This lot won't last long! Private and quiet street. Easily accessible from Siesta Key north bridge.

3460 Seagrape Drive, Sarasota

$1,050,000

4 Beds ⋅ 3 Baths ⋅ Siesta Cove Sub SubDv. ⋅ 34242 Zip Code

Owner financing provided. Imagine having a home with space to entertain, relax and be productive on Siesta Key. This is your chance to own a piece of paradise in Siesta Cove. Want to watch the sunset? Siesta Beach public pavilion is only 1/2 mile away. This home has 3941 square feet with 4 bedrooms, 2 1/2 bathrooms, 1 office, 1 laundry room, 2 car garage, extra large driveway, large enclosed patio, a metal roof and a hot-tub. Details include a massive primary bedroom suite including 2 walk-in closets, 2 separate sinks and an extra-large walk-in shower (7x7). The home layout has bedroom wing on the west side with a large hallway separating from the living area that can be closed off. Each of the bedrooms is large enough for a queen size bed with large closets and extra space. The family/ living/dining room has 12 foot high ceilings with a wet bar area leading into the open porch area. Fully retractable sliding glass doors allow the area to be completely open for parties and gatherings. The porch is screen-enclosed and has plenty of space for outside dining, lounging, and a future pool. Laundry room has extra closets and a sink. 2 Central A/C's keep the house heated and cooled. Garage is 2 car with extra space for a work bench. No need for a lawn mower because the yard is crushed shell. Lot is over 13000 sq ft.

1203 N View Drive, Sarasota

$1,825,000

3 Beds ⋅ 4 Baths ⋅ Summer Cove On Siesta SubDv. ⋅ 34242 Zip Code

Coastal Luxury on Siesta Key. This three-bedroom, three-and-a-half bath condominium is located in the renowned and distinguished gated community of Summer Cove. This spacious residence lives like a single-family home and includes private beach access across the street to the world-famous white quartz sugar sands of Siesta Key Beach on the beautiful azure waters of the Gulf of Mexico. The nearly 2,500 sq. ft. Arcadia model features an open concept floor plan designed for entertaining, the large living and dining areas flow seamlessly to the updated gourmet Island kitchen which features a pantry, wood cabinetry with custom pull-outs, quartz countertops, built-in Wolf oven, Bosh induction cooktop, hood and dishwasher, stainless steel appliances, LED pendant lighting and a separate service bar. Enjoy stunning panoramic views of the Intracoastal waterway to Downtown Sarasota and the mainland from this 7th floor end unit with expansive terraces and open living areas through sliding impact glass doors and windows on every exterior wall. Watch the Sunrise in the East and the Sunset in the West as there are 180 degree views. The primary bedroom opens to a private terrace with a wall of sliding glass doors, two large walk-in closets with custom built-in’s and a spacious en-suite bath with granite counter top, dual sinks, soaking tub w/jets, a separate shower and LED lights. Two additional guest suites with private baths and walk-in closets are thoughtfully located at the opposite end of the residence for complete privacy with access to a terrace with partial gulf views and sunsets. One of the bedrooms is currently used as a home office. The large laundry room features a LG washer and dryer, large sink with cabinets, additional wall storage cabinets and an iron-away, a door to the private service elevator is located in the laundry room. Additional features include a half bath, 3 private terraces, Hunter Douglas custom window treatments, California closets, tray ceilings, crown molding, fans and water softeners in the building. From the secure lobby entrance, the elevator delivers you to your private foyer entrance. There is also a service elevator to the unit from the lobby. Two assigned premium parking spaces in the secure garage are included, private storage cage and additional storage for bicycles, kayaks available in the garage. Summer Cove is a private gated amenity filled community for an active lifestyle on 3.5 lush acres nestled in a canopy of majestic oaks, mature landscaping and lawn on the Intra-Coastal Waterway. The clubhouse was designed by world-renowned architect Carl Abbott in the Sarasota School of Architect style and was (the original home to the Summerhouse Restaurant). It is listed in the historic registry of Sarasota. Amenities include a fully equipped fitness center, large gathering room, media room, card room, billiard room and kitchen. There is easy access to the bay front resort-style pool and spa with a grilling area and ice machine. On the bay front-ICW there is a pier with hydraulic lift for Kayak, Paddleboard and Canoe launching. A Pet-friendly community, two pets are permitted with no weight limit. Minutes to Siesta Village, a short drive to downtown Sarasota’s cultural and urban amenities, which include world-class museums, opera, ballet, symphony, theatre, shopping and dining. Enjoy the wonderful Siesta Key Lifestyle! Rarely available and first time on the market for this unit.

1660 Summerhouse Lane Unit 701, Sarasota

$780,000

3 Beds ⋅ 2 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code

Oversize lot 9,000+ sq ft, in prime location for Siesta Village and beach. House was flooded in Helene, the block home and roof are solid, interior has been stripped and sanitized. Ready for your choice, refurbish or tear down and build your dream home on a large lot in prime location. Extremely close to the heart of Siesta Key Village and its unique dining and shopping experiences, easy two block distance to the pristine sugary white sands of Siesta Key Beach via Beach Access 7. Despite its proximity to the heart of the village Avenida De Cortez is quiet and peaceful with little through traffic, the perfect location for your home in paradise. It’s a very short street, only 5 homes on this side of the street. This is the only home that hasn’t yet been updated to match the renovations or current flood code standards of the other homes on the street, offering buyers an opportunity to benefit from the neighborhood's already enhanced value.

5211 Avenida De Cortez, Sarasota

$2,100,000

3 Beds ⋅ 3 Baths ⋅ Terrace SubDv. ⋅ 34242 Zip Code

Enjoy the beautiful expansive views of the Gulf and beach from this 3BR/2.5 bath condo that has been in the same family for 43 years. Located on the 10th floor in one of the best designed and built condos on Siesta Key. The modernist building was designed by architect Frank Folsom Smith, and was ahead of its time. Built with poured concrete and with walls of sliding glass doors in every room to take advantage of the breathtaking views and sunsets of its ideal location on the Southern end of Siesta Village. This unit was remodeled in 2023 with luxury vinyl flooring throughout. Kitchen was opened up to the living/dining areas for a free-flowing floor plan perfect for casual living and entertaining at the beach. The upper kitchen cabinets and breakfast bar are made of monkey pod, an exotic hardwood suitable for tropical climates. Counters are half inch thick porcelain. Soft closing drawers, a pantry, black Kohler sink and wine cooler make entertaining in this sun filled kitchen more enjoyable. The large living space has two walls of glass sliders leading out to open porches with incredible views of the Gulf and beach. The Primary bedroom is off the living area and has views of the Gulf, beach, Siesta Village, Lido, and downtown Sarasota. Monkey pod wood was used in all three bathrooms along with quartz counters. The other two bedrooms are in another wing with windowed walls of sliders with just as impressive of views so no overnight guest gets left out. This 17 story structure weathered the recent storms well and is a testament to how well it was designed and built, and the care of the owners over the years. The Terrace is located at the South end of Siesta Village for easy walkability to Morton's Market, shopping and restaurants. Outside rentals are limited to 2 month minimum, but the Terrace owners may rent other units in the Terrace through the owners with no restrictions on the time period. This is perfect for an overflow of family during the busy holiday season.

5400 Ocean Boulevard Unit 10-3, Sarasota

$1,125,000

Point Of Rocks SubDv. ⋅ 34242 Zip Code

Prime investment opportunity in an unbeatable location! Just steps from the world-renowned Siesta Key Beach, this property is zoned for residential multi-family and offers fantastic short-term rental potential, 7 days minimum. Build a brand-new, high-income duplex for a steady year-round revenue stream. The current house had extensive flood damage, it is a tear down. County approval is in place to construct a new duplex, and the existing home already functions as a duplex with individual electrical panels and two separate lanais. The oversized pool adds tremendous value, a new pool motor was installed. The fully fenced backyard provides the perfect retreat with ample privacy. The two spacious driveways can accommodate up to 10 vehicles, and the paved backyard is ideal for entertaining. Siesta Key boasts a thriving vacation rental market as the #1 ranked beach in the U.S. Plus, the Siesta Key Breeze Trolley—a free ride service—has a convenient stop right at the next house. This is the most affordably priced multi-family lot on the Key—don’t miss out on this incredible opportunity!

1132 Crescent Street, Sarasota

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