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6285 Midnight Pass Road Unit 403, Siesta Key
$610,000
2 Beds ⋅ 2 Baths ⋅ Excelsior Beach To Bay SubDv.
PRICE REDUCTION for this bright and airy south-facing penthouse! Coveted for its soaring ceilings and the opportunity to add a bona fide upper-level third bedroom, this bayside penthouse offers exciting potential to create a luxurious full-time residence or home away from home. It has been well-maintainted with some thoughtful updates over the years including granite countertops, stainless appliances, updated flooring and carpeting, plus a 2025 AC system and water heater. A pre-listing home inspection has been completed and is available for review. Filled with natural light and enhanced by clerestory windows, this unit has been owned by the same family since construction. The screened lanai overlooks the grounds and could easily be enclosed if desired. Each condo includes a locked storage unit, and one assigned underbuilding parking spot with additional open/carport parking available for owners with a second car. Excelsior is rich with amenities, including two large heated swimming pools, poolside restrooms, hot-water showers, two hot tubs, tennis courts, pickleball courts, fitness center, gulf-side sun deck, beach lounge chairs, outdoor grills, Intracoastal fishing pier, community room with seasonal events, library, and catering kitchen. Walk to shopping, dining, bike rentals, and boat rentals. This ideal location offers direct deeded beach access to Siesta Beach renowned for its quartz sand that stays cool in the summer and feels like talcum underfoot. Enjoy easy on-and-off island access at the south Stickney Point Bridge, with the increasingly popular Gulf Gate neighborhood just over the bridge offering eclectic restaurants, grocers, pubs, and shops. Units here have a two week minimum and provide an onsite Rental Manager for owners who wish to avail themselves of the Excelsior Rental Program. Absolutely the best value-added opportunity at Excelsior, and perhaps on Siesta Key itself. A remarkable offering with these features and at this price which does not come along often. Extensive exterior landscaping around Building and air condensers approved and in process.

6285 Midnight Pass Road Unit 403, Siesta Key

1128 W Peppertree Lane Unit 111, Siesta Key
$605,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv.
Experience the ultimate Siesta Key lifestyle in this beautifully updated Gulf side first-floor, turnkey furnished 2-bedroom, 1.5-bath condo with tranquil pond views and deeded beach access to the #1 beach in the USA. Thoughtfully renovated and move-in ready, this charming residence features large-format porcelain tile flooring, crown molding, fresh paint, updated plumbing, new impact-resistant glass doors and windows, spacious walk-in closets, a beautifully remodeled kitchen with new appliances, full-size washer and dryer, new ceiling fans, Tempur-Pedic mattresses, and quality Pottery Barn and Crate & Barrel furnishings. Relax in the enclosed lanai overlooking the peaceful pond and stone waterfall, or enjoy the convenience of your designated parking space just outside the door. Located within the highly desirable 16-acre beach-to-bay community of Peppertree, residents enjoy private beach access, two heated pools, two clubhouses, a fitness center, saunas, tennis and pickleball courts, BBQ areas, a fishing pier, on-site management, and a rental office. Just minutes from Siesta Key Village's shopping, dining, and entertainment, this property offers the perfect combination of personal enjoyment and investment potential, with existing rentals in place from February 1 through March 31 for immediate income. Simply bring your suitcase and start enjoying your own private slice of paradise.

1128 W Peppertree Lane Unit 111, Siesta Key

8735 Midnight Pass Road Unit 105B, Siesta Key
$605,000
2 Beds ⋅ 2 Baths ⋅ Turtle Bay SubDv.
NEW PRICE DROP!! MOTIVATED SELLER!! PRIVATE GARAGE!! Welcome to Turtle Bay! Amazing bayfront living on Siesta Key with boat slips and deeded beach access. This beautifully furnished 2 bedroom and 2 bathroom condo offers buyers an active beach lifestyle or a coastal retreat. The condo boasts water views from the screened in lanai where you can enjoy a morning sunrise. Freshly painted with a brand new refrigerator, garbage disposal and kitchen faucet home chefs will enjoy cooking in this open kitchen. If you do not want to cook it is quick trip to Siesta Village where you can enjoy great restaurants and fun shopping. Turtle Bay has an array of amenities from tennis courts, heated pool and spa as well as boat slips available on a first come first served basis for an annual fee. Not only does this unit offer a private laundry room with a new washer it also has a one car garage with a new opener. The garage has ample room for a vehicle and storage adding value to this home. The location of Turtle Bay is a quick 20 minute ride to experience the arts and culture of downtown Sarasota. This condo offers the best of Siesta Key living. Enjoy the sunsets on the beach with the deeded beach access across Midnight pass Road. If you are looking for an updated furnished condo with newer furnishing this is the place for you.

8735 Midnight Pass Road Unit 105B, Siesta Key

113 Whispering Sands Drive Unit V47, Siesta Key
$600,000
3 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv.
Virtually Staged. NEW PRICE! Discover the ease of island living in this newly REMODELED 3BR/2BA villa with garage in the premier GULF FRONT property of Whispering Sands! As a rare freestanding villa, this residence offers the privacy of no shared walls and lives like a single family residence. Every detail has been thoughtfully curated, from the reimagined open galley kitchen with its sophisticated soft grey tones and granite countertops, stainless appliances, and soft close cabinetry and drawers – flowing seamlessly into the main living areas – to the beautifully updated bathrooms and elegant tile flooring. Textured ceilings and recessed lighting create a warm, contemporary ambience. The small private patio invites relaxed al fresco dining, while the rare 1-car garage—complete with an epoxy floor, full sized W/D hookup, and its own A/C system—adds exceptional convenience and storage. Behind the scenes, extensive upgrades provide total peace of mind. All windows and sliders are 2022 hurricane impact rated. The plumbing supply and drain lines in this villa were updated from cast iron to PVC in 2022. Further enhancing the home’s value are a NEW concrete tile villa roof and a 2023/2024 garage roof. 2022 HVAC system. Ideally located just steps from the clubhouse, 2 heated pools, and 800’ of Whispering Sands’ own PRIVATE beach on the Gulf, this residence also enjoys a prime setting next to the dining, shopping, and vibrant atmosphere of Siesta Key Village.

113 Whispering Sands Drive Unit V47, Siesta Key

5855 Midnight Pass Road Unit 404, Siesta Key
$595,000
2 Beds ⋅ 2 Baths ⋅ Harbor Towers Y & R SubDv.
Experience elevated coastal living at Harbor Towers Yacht & Racquet Club, where this beautifully updated 2-bedroom, 2-bath residence offers a seamless blend of comfort, style, and breathtaking waterfront scenery. Perfectly positioned along the Intracoastal Waterway in sought-after Siesta Key, this light-filled condo showcases an open-concept layout with expansive windows that frame stunning views of the marina, sparkling pools, and lush tropical surroundings. The thoughtfully designed interior features a modernized kitchen and sleek flooring throughout, creating a fresh and inviting atmosphere ideal for both everyday living and entertaining. The spacious primary suite offers a private retreat with an en-suite bath and generous closet space, while the guest accommodations provide comfort and privacy for visitors. Residents enjoy a gated, resort-style community with exceptional amenities, including multiple pools, tennis courts, fitness center, sauna, private marina, and scenic waterfront spaces perfect for relaxing or watching boats glide by. With easy access to Siesta Key’s world-renowned beaches, dining, and entertainment—plus convenient trolley service just outside the community—this property presents an outstanding opportunity for both personal enjoyment and investment in one of Florida’s most desirable coastal destinations.

5855 Midnight Pass Road Unit 404, Siesta Key

8630 Midnight Pass Road Unit 103A, Siesta Key
$595,000
2 Beds ⋅ 2 Baths ⋅ Bay Tree Club SubDv.
Bay Tree Club ground-floor condo on Siesta key with a beautiful view out to the beach. You will be impressed with the overall feel and condition of the property. Bay Tree Club is a Gulf to Bay property, with beautiful St. Augustine lawns, mature oaks and common areas that are pristine and well maintained. Relaxing Pool and deck area, convenient, and close. Unique, beach-side storage cabanas are perfect for beach stuff, including bikes, fishing poles, bikes etc. The condo is in pristine condition, and perfect for a Florida getaway, vacation rental, or primary home. Modern-coastal theme is instantly comfortable and inviting. Updated, and unpretentious, the condo is in perfect move in condition. Fully furnished and tastefully decorated. Pet-friendly with 1 small pets allowed for owners only, with approval. Bay Tree Club has a great location, on the south end of Siesta nearby shops, dining, and with easy access on and off the island. Direct Access to Siesta Key Beach, Boat Docks Available. Just minutes to the Gulf!

8630 Midnight Pass Road Unit 103A, Siesta Key

6006 Midnight Pass Road Unit 44, Siesta Key
$592,500
2 Beds ⋅ 2 Baths ⋅ Casa Mar SubDv.
Welcome to your Siesta Key Beach escape at 6006 Midnight Pass Rd, Unit 44! This charming, fully furnished 2-bedroom condo places you steps from the world-famous powdery white sands and turquoise waters of Siesta Key Beach. Enjoy direct private beach access, breathtaking Gulf views, and endless sunsets right from this coveted coastal community. Inside, an open and inviting layout features vaulted ceilings with exposed wood beams, a spacious living room with plush sectional seating, and a bright dining area perfect for gatherings. The well-appointed bedrooms offer comfortable accommodations—one with fun bunk beds ideal for families or guests, and a serene primary with a king bed. Community amenities elevate the lifestyle: two large heated pools surrounded by palm trees, shuffle board court, tennis court as well as a pickleball court, making this a prime beachfront location. Turnkey and rental-ready this property has proven rental appeal with weekly rentals allowed and is ideal as a vacation retreat, investment opportunity, or full-time residence. The open-concept kitchen and living area was redesigned in 2023 with the removal of a dividing wall, creating a bright and welcoming space ideal for everyday living and entertaining. The kitchen features quartz countertops, custom Showplace cabinetry, updated appliances, and durable luxury vinyl plank flooring that continues throughout the unit. Major system upgrades include fully updated plumbing with PVC sanitary piping and CPVC water lines, along with extensive electrical improvements completed in 2025, including a new 125-amp main disconnect, surge protection, arc-fault breakers, and code-compliant wiring. Impact-rated windows and doors with insulated Low-E glass were installed in 2025, enhancing safety, energy efficiency, and storm protection. Both bathrooms have been updated with custom cabinetry and quartz countertops, and a convenient half bath was added to the primary bedroom. Additional highlights include custom closet systems, a newer Bryant heat pump condenser, and a rare, grandfathered-in ventless washer/dryer unit.

6006 Midnight Pass Road Unit 44, Siesta Key

1169 W Peppertree Drive Unit 118A, Siesta Key
$590,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv.
Discover this impeccable, light-filled second-floor End unit in Peppertree Bay, offering serene views of the tranquil pond. Meticulously remodeled and lovingly maintained over 20 years, this residence exudes pride of ownership. Featuring two bedrooms and two bathrooms, the unit is complete with impact windows throughout, ensuring safety and comfort. Every square inch of this home has been tastefully enhanced, and the furnishings are included for your convenience. Enjoy the added convenience of an in-unit washer and dryer. Residents of Peppertree Bay benefit from a wealth of resort-style amenities, including a private beach with lounge chairs, two heated swimming pools, a fitness center, saunas, tennis and pickleball courts, barbecue grills, a fishing pier, and dedicated on-site management. Ideally located just a short stroll from Siesta Village’s shops and dining, and a quick drive to Sarasota’s cultural attractions, this property embodies coastal living at its best. Whether you’re seeking a full-time residence, a winter retreat, or an investment opportunity with rental income potential, this exceptional beachfront property meets all your needs. Don’t miss your chance to embrace the Siesta Key lifestyle—where every day feels like a vacation.

1169 W Peppertree Drive Unit 118A, Siesta Key

1900 Cove Ii Place Unit 138, Siesta Key
$590,000
2 Beds ⋅ 2 Baths ⋅ Midnight Cove Ii SubDv.
Find safety and security from possible inclement weather near your beach dwelling with a top floor unit with eastern exposure at this wonderful Midnight Cove II unit. Priced extremely competitively on Siesta Key, this nicely renovated unit overlooks the boat traffic and wildlife playground that is the intracoastal waterway that runs between Siesta Key and the mainland. A unique opportunity to capitalize on attractive income while utilizing this third-floor perch to drink in a saltwater breeze when your schedule permits. From your sun deck, a wall of glass sliders connects you to the main living space, flooded with cheerful Florida sunshine. Delight in low maintenance living with the handsome LVP flooring throughout the space. The kitchen offers updated cabinetry, chic stainless appliances and granite counters that shine under the recessed lighting. The dining area offers seating for six while the living area is the perfect place to kick up your feet after a day of Siesta Key adventures. The principal suite is bright and fresh with a beautifully renovated full bath. The second bedroom offers an attractive headboard wall. Guests and families will be quite comfortable with the unique, second full bath allowing for a private space to refresh. With amenities that rival or bests many communities, Midnight Cove II is a vibrant, welcoming place to call home with a marina, tennis courts, barbecue area, fitness room and heated pool. You will also enjoy deeded beach access to Crescent Beach, Siesta Key’s renowned beach with powdery white sands along the Gulf of Mexico. Take a stroll or a trolley to any one of the eateries and shopping opportunities along Siesta Key or venture off island and explore Sarasota and beyond!

1900 Cove Ii Place Unit 138, Siesta Key

6154 Midnight Pass Road Unit B5, Siesta Key
$585,000
2 Beds ⋅ 2 Baths ⋅ Casa Blanca Villas SubDv.
Rarely does a beautifully renovated, turnkey villa become available at this price in Casa Blanca. Welcome to one of Siesta Key’s most desirable Gulf-side communities. This thoughtfully updated two-bedroom, one-and-a-half-bath villa is bright, inviting, and ready to enjoy from day one. The open floor plan features stylish coastal finishes, an updated kitchen with stone countertops, beautifully remodeled bathrooms, and comfortable furnishings throughout. The owners have enjoyed this villa as their own Siesta Key beach house—a special place to spend time with family and create lasting memories. Now, a new owner can continue that tradition while also benefiting from the rental flexibility Casa Blanca provides. Step outside and you are just moments from the powdery quartz sands of Crescent Beach. After a day at the beach, relax by the community pool or enjoy the peaceful surroundings of this charming villa community. Casa Blanca’s flexible rental policy offers attractive income potential while allowing owners to reserve time for their own enjoyment. Whether you are searching for a vacation home, investment property, or a combination of both, this villa offers an appealing blend of location, comfort, flexibility, and Siesta Key lifestyle. Conveniently located near the Siesta Key trolley route, South Village, Siesta Key Village, waterfront dining, shopping, and Sarasota’s renowned arts and cultural attractions, this turnkey villa is ready for its next chapter. Simply unpack your suitcase and begin enjoying island living.

6154 Midnight Pass Road Unit B5, Siesta Key

6154 Midnight Pass Road Unit A13, Siesta Key
$585,000
2 Beds ⋅ 1 Baths ⋅ Casa Blanca Villas SubDv.
Larger two-bedroom gulf-side/beach access, stand-alone villa in Casa Blanca--the gem of gems--and rarely available 980 total square feet floor plan. Just a few steps from the pure, white quartz sand of Siesta Key Beach, great restaurants, shopping, and entertainment. Total custom design renovation carefully planned and completed January 2026, with no details overlooked. Larger kitchen and dining area, induction stove top, stainless steel appliances, quartz countertops, custom cabinetry with self-close drawers, and new luxury vinyl tile flooring inside. The south-facing, screened lanai, with a composite floating floor, invites sunshine and warmth inside. Turn-key furnished and equipped. Wonderful on-site rental management office; historically generating approximately $40,000 annual rental income. 110-volt EV charger outside and wired for 220 volts; PVC plumbing lines replaced, electrical outlets raised; new raised water heater, HVAC air handler and condenser, new ducts. HVAC 2023. Casa Blanca is well-appointed community on the island, with the South Siesta Village and the Siesta Key Village just a short walk away, with charming shops, restaurants, and nightlife. Enjoy the pool, clubhouse, fitness center, yoga on the beach nearby, and the local cuisine. Casa Blanca Unit A13 is the top-of-the-line villa. Own your own piece of Siesta Key's paradise.

6154 Midnight Pass Road Unit A13, Siesta Key

1200 E Peppertree Lane Unit 307, Siesta Key
$585,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv.
Set within Peppertree Bay on Siesta Key, 1200 E Peppertree Lane #307 offers a well-proportioned, turnkey, move-in ready two-bedroom, two-bath residence encompassing 1,466 square feet. The interior presents a bright, open layout anchored by a spacious great room, where crown molding, tile flooring throughout, and an expansive wall of impact glass windows create an airy, light-filled living environment. The adjoining dining area flows seamlessly into the kitchen, reinforcing the home’s functional, connected design. The kitchen features a tray ceiling with inner crown molding, recessed lighting, abundant wood cabinetry, granite countertops, a tile backsplash, and a full suite of stainless-steel newer Whirlpool appliances. A breakfast bar provides additional prep and serving space, supporting both everyday living and casual entertaining. The primary bedroom is generously scaled and benefits from strong natural light, crown molding, a walk-in closet, and direct access to the enclosed sunroom. The primary bath includes a granite-topped vanity, glass-enclosed walk-in shower, linen storage, and updated fixtures. A well-sized guest bedroom with an oversized window alcove and a nearby full bath maintains privacy and flexibility for visitors. An enclosed sunroom lined with windows extends the living space, offering versatility as a lounge, office, or secondary sitting area. A stacked washer and dryer are conveniently positioned within a dedicated closet. Newer HVAC system (2024) and Water heater (2025). Peppertree Bay is a Gulf-to-Bay community providing private deeded beach access, a fishing pier, two resort-style heated pools, clubhouses, a fitness center, saunas, tennis and pickleball courts, covered under building assigned parking with this unit that provides a bicycle rack and unit storage, and multiple outdoor gathering areas. This building has newer elevators along with stairwell access, with the building roof being replaced in 2020. The location places residents directly on Siesta Key, home to Siesta Beach, consistently ranked the #1 beach in the United States by TripAdvisor, further underscoring the appeal of both the setting and lifestyle offered by this residence.

1200 E Peppertree Lane Unit 307, Siesta Key

5855 Midnight Pass Road Unit 408, Siesta Key
$585,000
2 Beds ⋅ 2 Baths ⋅ Harbor Towers Y & R SubDv.
Experience the best of coastal living at Harbor Towers on Siesta Key in this beautifully appointed two bedroom, two bath residence with Intracoastal Waterway views. Offered fully furnished, this turnkey condominium is ideal as a full time residence, vacation getaway, or income producing investment.Enjoy seamless indoor outdoor living with brand new sliding glass doors that invite in natural light. Recent community and building enhancements include new exterior paint and updated windows, adding to both peace of mind and long term value. Harbor Towers is a highly sought after waterfront community that allows short term rentals with a minimum of two weeks, making ownership especially attractive for investors. The convenience of on site property management ensures effortless rental coordination and maintenance when you are away. Residents enjoy a resort style lifestyle with an impressive array of amenities, including a waterfront swimming pool, relaxing spa, fitness center, sauna, tennis courts, outdoor grilling areas, and boat slips available on a first come first served basis. Ideally located on the Intracoastal Waterway with easy access to boating, world famous beaches, dining, and shopping, this is a rare opportunity to own a move in ready, income friendly waterfront property in one of Siesta Key’s most desirable communities.

5855 Midnight Pass Road Unit 408, Siesta Key

8764 Midnight Pass Road Unit A202, Siesta Key
$582,000
2 Beds ⋅ 2 Baths ⋅ Island Reef SubDv.
This is the Gulf front opportunity buyers wait for. Positioned in the highly sought after A Building at Island Reef, this two bedroom, two bath beach condo offers direct Gulf front views that simply cannot be duplicated, and is currently the lowest priced Gulf front 2/2 property on Siesta Key. Held in the same family for over 30 years, the condo has been meticulously maintained and remains exceptionally clean and comfortable as it sits today. It presents a rare combination of immediate usability and the opportunity to thoughtfully update over time, allowing a new owner to create their own vision in one of the most desirable Gulf front locations on the island. From the moment you walk in, your eye is drawn straight through to the water. The view opens across the pool, the natural flow of the grounds, and out to the Gulf of Mexico, creating a sense of space, calm, and connection that defines true waterfront living. It is the kind of view that makes you pause and take it in. The layout offers a true split floor plan, providing privacy and comfort for both owners and guests. The main living areas are open and relaxed, with Gulf views from the dining area, living room, and primary bedroom. The kitchen is generously sized, with an eat in area and built in desk space that adds flexibility, while natural light fills the space and keeps it bright and inviting. The primary suite is spacious and set apart as its own retreat, complete with an en suite bath and room to unwind. The guest bedroom is positioned on the opposite side, offering separation and privacy. A full size laundry room adds a level of everyday convenience not always found in beach condos. Impact windows are currently being installed on the lanai, adding long term value, peace of mind, and enhancing the indoor outdoor experience that is so central to Gulf front living. Island Reef is known for its true Gulf to Bay lifestyle. Mornings begin with walks along the private beach at Turtle Beach, afternoons are spent kayaking toward Midnight Pass or relaxing by the Gulf side pool, and evenings are centered around sunsets that never repeat themselves. On the bay side, boats pass throughout the day, adding another layer of movement and life to the setting. The community offers bay access with dockage and lift capability, along with direct access to Sarasota Bay and the Gulf beyond. Two heated pools, including the beautifully positioned Gulf side pool, along with tennis, pickleball, and shuffleboard courts create an active yet balanced lifestyle. Residents enjoy a clubhouse, library, fitness rooms, and gathering spaces designed for both connection and relaxation. Additional features include kayak and bike storage, a fishing pier, on site management, and a well run on site rental program offering monthly rental opportunities, providing flexibility for owners who wish to offset expenses. Winding walkways connect the community through mature landscaping and open green space, while brick paver parking areas, covered parking, secure lobby entry, elevator access, and guest parking all add to the ease of ownership. Call today for your private showing. Gulf front opportunities in this building, at this price point, are rare and do not last. Video, 3D tour, and floor plan available.

8764 Midnight Pass Road Unit A202, Siesta Key

5019 Commonwealth Drive, Siesta Key
$577,500
2 Beds ⋅ 1 Baths ⋅ Siesta Beach SubDv.
PRICED to Sell! A Rare Build Opportunity on Siesta Key! Located on one of Siesta Key’s most beloved streets, this .26-acre lot on Commonwealth Drive presents a unique opportunity to build new in an established, multi-million-dollar neighborhood. Surrounded by lush, mature landscaping and a peaceful, community-focused setting, the lot offers the ideal backdrop for your vision whether you’re seeking a full-time residence, vacation retreat, or long-term investment. The existing cottage, which holds no contributory value due to hurricane flooding, creates a true blank slate for new construction. As an added benefit, this property is being offered with the option to build a thoughtfully designed custom home by Yoder Construction. The proposed plan, The Oceana, is part of an exclusive ISLAND SERIES, developed with sustainability and the unique coastal conditions of Siesta Key in mind. Buyers may choose to build this elevated 2,735-square-foot home, or collaborate with the builder on a personalized design through the available design center. Commonwealth Drive is ideally located just minutes from the powdery sands of Siesta Key Beach and the vibrant charm of Siesta Village, with its shops, restaurants, and island lifestyle. Opportunities to build new in this highly sought-after location are increasingly rare. To explore this offering further, request details on the optional build package, and schedule a walk of the lot.

5019 Commonwealth Drive, Siesta Key

5830 Midnight Pass Road Unit 94, Siesta Key
$575,000
2 Beds ⋅ 2 Baths ⋅ Jamaica Royale SubDv.
One or more photo(s) has been virtually staged. Siesta Key Beachfront Living at Jamaica Royale--Experience the best of coastal Florida in this fully renovated two-bedroom, two-bath condominium, perfectly situated on world-famous Siesta Key Beach. With 300 feet of private, powder-white quartz sand just steps away and no roads to cross, this Jamaica Royale residence delivers true beachfront living on a quiet, private lane. Step inside to a bright, open-concept layout featuring luxury flooring throughout. The gourmet kitchen shines with stainless steel appliances, quartz countertops, custom soft-close cabinetry, and stylish finishes. The spacious primary suite offers a serene retreat with a beautifully updated en-suite bath and walk-in shower, plus extra-deep double closets in both bedrooms for abundant storage. Recent upgrades include a new roof (2022), new water heater, new A/C, new appliances, updated plumbing, contemporary interior doors, and hardware—everything has been thoughtfully refreshed for move-in-ready comfort. Enjoy your morning coffee on the private patio, take advantage of convenient in-unit laundry, and park right outside your door. Resort-style amenities include three heated pools, plenty of lounge chairs, and lush tropical landscaping. Whether you’re relaxing to the rhythm of the Sunday drum circle, watching breathtaking sunsets, strolling the cool-to-the-touch white sand, or hopping on the free shuttle to Siesta Key Village for dining and shopping—this is relaxed, turnkey beach living at its finest.

5830 Midnight Pass Road Unit 94, Siesta Key

915 Beach Road Unit 215, Siesta Key
$570,000
2 Beds ⋅ 1 Baths ⋅ La Siesta SubDv.
This turnkey condo sits right across the street from one of the #1 beaches in America! The 2 bedroom 1 bathroom condo with open floor plan overlooking the pool and courtyard, is perfect for your new home or investment opportunity near the beach. The recent updates include, new carpet, light fixtures, furniture, lanai furniture and decor. New HVAC installed 11/2025! La Siesta has on site management with their own rental program and also uses Airbnb to capture those seasonal & weekly rentals. Amenities include: Heated salt water pool, outdoor Grills, Elevator, covered Parking, guest Parking, Shuffleboard, Clubhouse w Pool Table and Fitness Equipment & Washer/Dryer on each floor of building. Each condo comes with a Storage unit w all your essentials for the beach. The public Beach has 2 tiki bars and small store. The trolleys, frog hop & multiple other transportation opportunities run all day for a free ride to the village to enjoy your favorite restaurants, shopping and grocery store. Make your appointment today!

915 Beach Road Unit 215, Siesta Key

8767 Midnight Pass Road Unit 403F, Siesta Key
$570,000
2 Beds ⋅ 2 Baths ⋅ Island Reef SubDv.
Rare Gulf-to-Bay community with a large private Gulf beach and Bay-side boat docks where owners may install boat lifts in their slips. The community is financially sound with NO assessments, making this a worry-free coastal investment. Move-in ready. Turnkey furnished. What truly sets Island Reef apart is income potential: 1-month rentals are allowed—a rare policy on Siesta Key. That means you can enjoy your own slice of paradise and still generate excellent rental income when you’re not in residence. This flexibility makes the condo ideal for both personal use and a smart, self-funding getaway. This high-and-dry 4th-floor unit is beautifully renovated, offered furnished, and move-in ready. Natural light is a standout feature—sunshine pours through the screened/enclosed balcony from morning through mid-day, filling the living areas with a bright, breezy coastal feel. Enjoy peaceful views of Little Sarasota Bay and the Intracoastal Waterway from your enclosed lanai with sliding windows—perfect for coffee, cocktails, and quiet sunsets. The modern kitchen features granite countertops, crisp white cabinetry, and an integrated washer/dryer. The spacious owner’s suite includes a large walk-in closet, while the guest bedroom offers an extra-large closet plus a separate owner’s lock-away closet for personal items when guests arrive. Island Reef lives like a resort: two heated pools, tennis and pickleball courts, fitness center, clubhouse, grilling patios, shuffleboard, game room, library, and an active social calendar. You’re a short walk to restaurants, a full-service marina with rentals and storage, and Turtle Beach. And the free Siesta Key trolley stops right in front of the community, taking you to Siesta Village, shopping, dining, and more beaches along Midnight Pass Road. Beach-to-Bay lifestyle + rare 1-month rental flexibility = a standout Siesta Key value. Schedule your private showing today.

8767 Midnight Pass Road Unit 403F, Siesta Key

8911 Midnight Pass Road Unit 208, Siesta Key
$565,000
3 Beds ⋅ 2 Baths ⋅ Sunrise Cove SubDv.
Welcome to Sunrise Cove and the coveted and quiet south end of Siesta Key. This DIRECT BAYFRONT condo is a 3 BEDROOM CONDO and is directly across the road from TURTLE BEACH with plenty of PUBLIC BEACH ACCESS. This condo is by far the least-expensive 3-bedroom unit on all of Siesta Key! This condo was re-configured and now has three full bedrooms and two full bathrooms. Features include brand new interior paint, opened up and central kitchen, split bedroom floor plan, WASHER/DRYER inside unit, and it comes completely furnished. The open kitchen features a solid beadboard cabinetry, pantry, and plenty of storage. This is an end unit with end unit windows in two of the bedrooms for added light. Relax and look directly out onto Little Sarasota Bay and enjoy wildlife, dolphins, and manatees as well as beautiful sunrises! This condo is super clean and ready to go! There is a storage closet down the hall for beach items and monthly rentals are allowed plus one brand-new carport is included! SUNRISE COVE features 49 boat slips with vacancies, two heated swimming pools, pickleball, tennis, clubhouse with clubroom, fitness room, billiards/ping pong, kayak storage with quick access to Midnight Pass, BBQ grill with gazebo, and public beach access directly across the street (1/4 mile to the sand)! This is a super well-run and manicured complex and is very near to two delicious restaurants. This south end of Siesta Key is very quiet. Come see this beautiful beach and waterfront condo today with friendly rental policy.

8911 Midnight Pass Road Unit 208, Siesta Key

8767 Midnight Pass Road Unit 505F, Siesta Key
$564,000
2 Beds ⋅ 2 Baths ⋅ Island Reef SubDv.
Escape to your own slice of coastal bliss at Island Reef, a premier Gulf-to-Bay resort-style haven tucked along the serene southern shores of Siesta Key. This inviting condo delivers the perfect blend of relaxed beach living and effortless convenience, whether you're dreaming of a sun-soaked family vacation, a peaceful getaway, or an easy-care rental retreat. Picture stepping out to pristine sands just a short, enjoyable stroll away—your deeded private beach access means soft white Gulf shores and turquoise waters are right at your fingertips, no car required. For even more adventure, the free Siesta Key trolley pulls up every 15–20 minutes directly at the community entrance, whisking you north to the world-famous powdery dunes of Siesta Beach, charming Siesta Village shops and eateries, Turtle Beach Park, or the nearby marina—making exploration fun, car-free, and breezy. From your vantage point, witness breathtaking dawns painting the sky in soft pinks and golds over the bay, and evenings that transform into pure enchantment with vibrant sunsets igniting the horizon in fiery hues. For an extra touch of wonder, step onto the lanai under the moonlight to watch the waterway come alive—silver game fish leaping playfully through shimmering, star-kissed waters that sparkle like scattered diamonds in the night. Inside, this turnkey gem welcomes you with fresh coastal charm: bright, airy spaces refreshed with new paint, stylish beach-inspired furnishings, and easy-maintenance flooring that keeps things light and carefree. The open layout flows seamlessly from a well-equipped kitchen to cozy living and dining areas, while split bedrooms offer privacy and comfort for families or guests. Enjoy morning coffee on the enclosed lanai with sweeping bay views, where gentle breezes and passing boats create that ultimate island vibe. Resort perks abound to elevate every day—lounge by not one but two heated pools, join a water aerobics session, or stay active on tennis and pickleball courts. Unwind in the fitness center, game room, library, or clubhouse (perfect for gatherings), and take advantage of shuffleboard, grilling spots, boat docks, kayak storage, and a lively social calendar. Pet-friendly touches and on-site management add extra ease. Whether you're seeking full-time paradise, seasonal escapes, or a hassle-free rental opportunity, this South Siesta Key treasure captures the essence of laid-back Florida living. Move right in, soak up the salt air, and let the trolley and nearby beach paths handle the rest—your coastal dream awaits at an unbeatable value! "Abundant storage throughout, with ample closet space, multiple built-ins, and additional built-in cabinetry"

8767 Midnight Pass Road Unit 505F, Siesta Key

6415 Midnight Pass Road Unit 306, Siesta Key
$550,000
2 Beds ⋅ 2 Baths ⋅ Anchorage SubDv.
Welcome to one of the best locations 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. Location is fantastic! Wait until you see the grounds! You have the best of both worlds. Your new condominium is a 2 bedroom 2 bathroom split plan with brand-new hurricane sliding doors. Inside you have abundant natural light and a spacious combo kitchen/dining room/living room setting offering a move-in-ready condition. What truly sets The Anchorage apart is its canal-front dockage with first-come, first-serve boat slips, providing direct access to Sarasota Bay and the Intracoastal Waterway. For boating enthusiasts, this is an exceptional value, $10.00 per month boat slip fee. This is crazy insane ridiculous pricing for a boat slip…offering a rare opportunity to enjoy waterfront living and boating convenience without the premium price or waitlists typically found on Siesta Key. The building is solid concrete! Buyer has one car spot #77. This is a perfect investment for rental opportunities. Weekly rentals are allowed. 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 306, Siesta Key

5830 Midnight Pass Road Unit 63, Siesta Key
$550,000
1 Beds ⋅ 2 Baths ⋅ Jamaica Royale SubDv.
Experience the best of Gulf-side living in this beautifully renovated 1-bed, 1.5-bath condo on Siesta Key — just steps from the world-famous quartz-sand beaches of Siesta Key. Completely updated from top to bottom, this turnkey coastal retreat features brand-new designer furniture and appliances, making it move-in or rental-ready from the moment you arrive. The spacious layout includes a highly desirable extra half bath—a rare and valuable upgrade that enhances comfort for both owners and guests. Inside, you’ll find premium ceramic tile flooring with a warm, wood-inspired finish, European-imported cabinets and interior doors, and modern quartz countertops. The renovated kitchen blends clean lines with elegant finishes, creating a stylish space for cooking, gathering, or entertaining. Other recent upgrades include a new AC and water heater installed in October 2024, providing year-round comfort and peace of mind. Outside your door, you’ll enjoy direct private beach access to Siesta Key’s legendary shoreline—perfect for daily walks, sunset lounging, or soaking up the Gulf breeze. The community also offers three resort-style pools, giving you multiple options for relaxation, swimming, or enjoying the Florida sunshine in a beautifully maintained setting. Whether you're seeking a personal island getaway, a high-demand investment property, or both, this impeccably finished condo delivers the ultimate Siesta Key lifestyle—modern, effortless, and just moments from the Gulf.

5830 Midnight Pass Road Unit 63, Siesta Key

757 Beach Road Unit 308, Siesta Key
$545,000
1 Beds ⋅ 1 Baths ⋅ Crescent Royale SubDv.
Prime location directly across the street from Siesta Key Public beach has a full Gulf view that enjoys gorgeous sunrises and sunsets! Unit was completely gutted and remodeled with high end finishes, paint, and furniture in 2011. Everything is in excellent condition. This third floor unit in the highly desired Crescent Royale Condominium complex has a screened lanai, assigned covered parking space and storage locker for beach gear. Complex has large heated pool, grills with picnic area, bike parking, shuffleboard, a Clubhouse with pool table, exercise room and bathrooms. One mile to the Village restaurants and shops. This unit is sold turnkey furnished and allows weekly rentals. Use excellent on-site management or DIY on VRBO and AirBNB. Start your revenue stream from day one - ask to see our stunning rental history! Great income producer - $48,622 in 2025

757 Beach Road Unit 308, Siesta Key

1400 Cove Ii Place Unit 631, Siesta Key
$535,000
2 Beds ⋅ 2 Baths ⋅ Midnight Cove Ii SubDv.
Welcome to the most adorable condo on world famous SIESTA KEY. Start enjoying the island lifestyle in this TURNKEY furnished condo with GREAT WATER VIEWS and pool views! ***WEEKLY RENTALS ALLOWED***Very comfortable open floor plan with balcony to sip your cocktails relax and enjoy the view! The PRIVATE DEEDED BEACH ACCESS to the quartz sand Siesta beach in priceless. Midnight Cove offers tennis, pickleball, barbecue areas, fitness, pool, on site management and rental services, boat docks and more. Take the free trolley to Siesta Village or walk to the south village restaurants and shops. Downtown Sarasota and St Armand's Circle just a short drive away. An excellent opportunity for your vacation getaway or investment property.

1400 Cove Ii Place Unit 631, Siesta Key

8977 Midnight Pass Road Unit 519, Siesta Key
$527,500
2 Beds ⋅ 2 Baths ⋅ Sunrise Cove SubDv.
Wake Up Above Sarasota Bay — Penthouse Views, Coastal Living, and Endless Horizons! Imagine beginning each day from your top-floor residence with breathtaking panoramic views of Sarasota Bay and glimpses of the Gulf of Mexico beyond. From morning coffee to spectacular sunsets reflecting across the water, this exceptional 2-bedroom, 2-bath condominium offers a front-row seat to Sarasota's coastal beauty. Perched on the top level, this light-filled residence showcases expansive water views, abundant natural light, and an inviting floor plan designed for comfortable living and effortless entertaining. Watch sailboats glide across the bay, spot dolphins at play, and enjoy the ever-changing scenery from the comfort of your own home. Whether you're searching for a year-round residence, seasonal retreat, or investment in one of Sarasota's most desirable locations, this residence offers the perfect blend of luxury, convenience, and waterfront charm. Ideally located near world-renowned beaches, vibrant downtown Sarasota, exceptional dining, shopping, arts, and cultural attractions, you'll enjoy the very best of Florida's Gulf Coast lifestyle. Top Floor opportunities with sweeping bay views and Gulf vistas are rare. Experience elevated living where every day begins and ends with unforgettable views. If it can't get any better than this, January and Feburary are rented bringing immediate income to future owner!

8977 Midnight Pass Road Unit 519, Siesta Key

8767 Midnight Pass Road Unit 101F, Siesta Key
$525,000
2 Beds ⋅ 3 Baths ⋅ Island Reef SubDv.
$50,000 Price Improvement — Now One of the Best Values on Siesta Key. At $535,000, this 1,700+ sq ft Island Reef condo is priced in line with nearby 1,300 sq ft units—creating a rare opportunity to own significantly more space without paying a premium. Located on the quieter south end of Siesta Key, this ground-floor residence overlooks Little Sarasota Bay and offers the kind of easy, coastal living that’s increasingly hard to find. The split-bedroom layout features two en suite bedrooms positioned on opposite sides of the condo, plus a half bath and a flexible space ideal for a small home office. Inside, the scale of the home stands out immediately—a massive living area, separate dining room, and an enclosed Florida room that captures peaceful bay and Intracoastal views. Natural light fills the space from morning through mid-day, while ceramic tile flooring throughout keeps maintenance simple and practical. The kitchen is equipped with butcher block countertops, abundant cabinetry, and a full-size layout that supports everyday living or extended stays. A full laundry room with standard-size washer and dryer adds to the convenience. What truly sets this unit apart is its ground-floor accessibility, generous square footage, and a strong track record of staying dry during past storms—an increasingly important consideration for waterfront buyers. Island Reef is a well-maintained, financially sound Gulf-to-Bay community with no upcoming assessments and on-site management. Residents enjoy deeded beach access just a short walk away, along with bayfront boat docks (with lift options), two heated pools, tennis and pickleball courts, fitness center, clubhouse, and an active social calendar. The free Siesta Key trolley stops right in front of the community, providing easy access to Siesta Village, dining, shopping, Turtle Beach, and nearby marinas. Offered turnkey furnished, this is a compelling opportunity for full-time living or seasonal enjoyment—especially for buyers who recognize value when they see it. Schedule your private showing today.

8767 Midnight Pass Road Unit 101F, Siesta Key

5830 Midnight Pass Road Unit 107, Siesta Key
$525,000
2 Beds ⋅ 2 Baths ⋅ Jamaica Royale SubDv.
Welcome to your slice of paradise at Jamaica Royale on world famous Siesta Key Beach. This completely remodeled 2 bedroom, 2 bath condo offers the perfect blend of coastal elegance and income producing potential. The stunning kitchen features quartz countertops, custom wood cabinetry, stainless steel appliances, dining space, and a laundry closet with stackable washer and dryer, ideal for entertaining after a day on the sand. Both bathrooms have been beautifully updated with designer finishes, including marble like tile shower and sleek quartz-top vanities, creating a spa like retreat. The thoughtfully designed floor plan is comfortable, stylish, and Turn-key move-in ready. Located in a highly desirable beachfront community with one week minimum rentals, this condo is an excellent investment or vacation getaway. Enjoy a heated pool and approximately 300 ft of private beach frontage, just steps from the Gulf’s crystal clear waters and powder soft sand. Ideally situated near Siesta Key Village, you’re moments from renowned dining, boutique shopping, and vibrant night life. Whether you are seeking a personal retreat, rental income, or both, this is coastal living at it’s best!

5830 Midnight Pass Road Unit 107, Siesta Key

5830 Midnight Pass Road Unit 25, Siesta Key
$522,500
1 Beds ⋅ 1 Baths ⋅ Jamaica Royale SubDv.
Now pending—accepting backup offers. Turnkey furnished 1 bedroom, 1 bathroom condo at Jamaica Royale on Siesta Key, offering a true hands-off investment opportunity with onsite rental office and future bookings already in place for 2026. This fully renovated condo features high-end finishes and thoughtful upgrades throughout, making it ideal as a vacation rental, second home, or full-time residence. The updated kitchen showcases quartz countertops, a coastal-inspired backsplash, soft-close cabinetry, brand-new stainless steel appliances, and a spacious island—perfect for entertaining. Luxury waterproof vinyl plank (LVP) flooring flows throughout the living area, which is furnished with all-new high-end furniture. The large bedroom is furnished with two queen beds, offering comfort and flexibility for guests. The spa-inspired bathroom features a walk-in shower with built-in bench, porcelain tile, and a sleek backlit mirror. Thoughtful storage, including an expanded hallway closet, enhances functionality and makes this condo truly move-in ready. Jamaica Royale is a well-maintained beachfront community known for its private deeded beach and resort-style amenities, including three pools (one beachfront), newly renovated beachside restrooms and changing facilities, and an outdoor kitchen with grills and seating. With onsite rental management, this condo provides an easy, low-maintenance investment opportunity. Whether you’re searching for a turnkey vacation rental, income-producing investment property, or coastal retreat, this Jamaica Royale condo offers location, luxury, and convenience.

5830 Midnight Pass Road Unit 25, Siesta Key