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1500 Cove Ii Place Unit 524, Siesta Key
$796,000
3 Beds ⋅ 3 Baths ⋅ Midnight Cove Ii SubDv.
RARE OPPORTUNITY TO OWN A 3 BEDROOM ON SIESTA KEY! With Deeded beach access and one-week rentals! Maximize your investment while enjoying this fantastic 2 level townhouse in Midnight Cove II. Enjoy the views from your screened lanai or open air balcony on the second level. This unit offers space! Great sized living and dining areas, nice large, bright kitchen with updated appliances, powder room on the main level plus 2 more full baths upstairs. In unit laundry, deeded covered parking and offering a great rental history! Ideally located for quick deeded access to Crescent Beach just across the street! Midnight Cove II is a highly desirable community offering a marina with slips available and direct access to the intracoastal. Other amenities include tennis, pickleball, basketball court, fitness center and large heated pool. In addition, there is a grill and picnic area, car wash, pet walk, canoe storage and more! The property features beautiful mature landscaping with frontage on the intracoastal with paths and seating throughout the property. Midnight Cove II offers fully funded reserves, onsite rentals and management, and a rental friendly environment to maximize your income. Milestone Report is complete. Roof was replaced in fall of 2025 as well. Offered turnkey furnished with a small list of exceptions. Great opportunity - don't miss it!

1500 Cove Ii Place Unit 524, Siesta Key

1087 Lake House Circle Unit C104, Siesta Key
$795,000
2 Beds ⋅ 2 Baths ⋅ Our House At The Bch SubDv.
See this Fabulous Beach Retreat w/Rental Income Opportunity Located Directly Across the Street from the #1 Ranked Beach in the USA! This incredible 2020 Fully Remodeled and Newly Furnished Condo is Steps Away from the Famous Siesta Key White Crystal Sandy Beaches and Turquoise Gulf Waters! UNIT FEATURES: 2 Large Bedrooms, 2 Fully Remodeled Baths, Great Split Level Floor Plan, Main Level includes the Living Room and Master Suite both with Long Lake Views and Balconies to Enjoy the Gulf Breezes and Beautiful Sunsets, Living Room and Master Suite have Vaulted Ceilings, Master Suite has a Fabulous Updated Master Bath w/Dual Shaker-Style Cabinets and Granite Counters, Walk-in Shower w/Beach Pebble Shower Floor, Spacious Dressing Area w/Built-in Closets; Upper Level includes Large Dining Room Overlooking the Living Room to the Lake Views, Elegantly Remodeled 2020 Light Bright Kitchen w/White Shaker-Style Cabinetry, Granite Counter Tops, Stainless Steel Appliances, Eat-in Kitchen Area, Pantry Closet, Laundry Closet plus a Slider to Balcony w/Sunset Views of the Tennis Courts; Split Plan Guest Bedroom Suite also includes a Balcony w/Views of the Tennis Courts, Remodeled Guest Bath w/Designer Tile, Granite Counter Tops and Combo Tub/Shower, 10' Ceilings, Brand New 2025 Tile Flooring on Main Level, One Car Garage on Ground Street Level w/Tons of Storage for Beach Chairs, TURNKEY FURNISHED w/Brand New Coastal Furniture, Home Sleeps 6 w/Sleeper Sofa, Paid in Full $60,000 for Brand New Impact Sliders, Impact Windows and Impact Garage Door to be installed in Spring of 2026, One Small Dog is Permitted for Owners. CONDO includes: Resort Style Amenities, Heated Pool, Tennis and Pickle Ball Courts and BBQ Pavilion. RENTAL FACTS: On-Site Rental Management Office Conveniently Available to take Advantage of the (52) Weekly Rental Program or Choose Your Own Airbnb Program. Owner Currently Books Rentals via Full Service Management through iTrip. Unit Income is approx $60,000 per year. COMMUNITY includes: Public Beach Access Across the Street w/Sand Volley Ball, Tennis & Pickle Ball Courts and Drum Circle. Siesta Key Trolly Transportation to Siesta Key Village is nearby to plenty of Restaurants, Bars, Ice Cream Shops and Boutiques. No Flood Damage to Unit.

1087 Lake House Circle Unit C104, Siesta Key

6236 Midnight Pass Road Unit 304, Siesta Key
$790,000
2 Beds ⋅ 2 Baths ⋅ Siesta Dunes Beach SubDv.
Imagine the perfect Siesta Key getaway or income producing property - this is your opportunity to own at the exclusive Siesta Dunes Condominium. This turnkey furnished, updated two bedroom, two bath unit boasts an open floor plan and lovely views of the Gulf of Mexico. The kitchen is complete with high-end cabinetry, granite countertops and stainless-steel appliances. Relax in the large owner's suite, complete with a renovated bath, a large walk-in closet and access to the screened terrace. The second bedroom is generous in size and is the perfect place to host visiting guests. Set back from the walkway, this unit offers maximum privacy and easy access to the elevator. When you are not enjoying the beach chairs and lounges on the famous white sand beaches, luxuriate in the Gulf front circular pool that is the centerpiece of the property. This complex also is host to the beach side and garden BBQ grills, the beach deck and the pavilion, and the tennis/pickleball court. Utilizing the on-site property management company makes renting the property easy and carefree. Excellent rental history and income projections are available upon request. Don't miss this opportunity to own a move-in ready condominium in the heart of Siesta Key, centrally located near the shops and restaurants of Siesta Key Village.

6236 Midnight Pass Road Unit 304, Siesta Key

6236 Midnight Pass Road Unit 1-307, Siesta Key
$789,000
2 Beds ⋅ 2 Baths ⋅ Siesta Dunes Beach SubDv.
Welcome to Residence #307 at Siesta Dunes, a beautifully remodeled two-bedroom, two-bath condominium located directly on world-famous Siesta Key Beach with views of the Gulf from the lanai and the primary bedroom. Offering 1,250 square feet of comfortable coastal living on the third floor, this turnkey furnished residence is ready to enjoy from day one — whether as a personal beach retreat, full-time residence, or investment property. Inside, the home has been thoughtfully decorated with a relaxed, sophisticated coastal feel. Crown molding adds a finished touch throughout, while the remodeled kitchen features granite countertops, stainless steel appliances, glass tile backsplash and a clean, functional design that makes everyday living and entertaining easy. The spacious living area opens to an enclosed lanai surrounded by lush garden views, creating a peaceful place to enjoy morning coffee, read, or unwind after a day at the beach. The lanai is enclosed with hurricane-resistant sliders, and the primary suite features hurricane-resistant windows for added peace of mind. The primary bedroom also includes a walk-in closet, and views of the Gulf. The convenience of an in-unit stackable washer and dryer hook up makes this residence especially easy to live in and enjoy. Additional features include an assigned covered carport located close to the building, private storage closet, ample guest parking, and access to the building elevator. Siesta Dunes is a gated beachfront community known for its resort-style amenities and beautifully maintained grounds. Residents and guests enjoy a heated pool and spa, beachside deck, pavilion, clubhouse, tennis courts, and direct access to one of the most celebrated beaches in the country. The on-site property management company also helps make renting the property simple and convenient. With strong rental-income potential, two-week minimum rentals from January 15 through the end of April, and one-week minimum rentals the rest of the year, this condominium offers a compelling combination of lifestyle and investment opportunity. Enjoy it for your own vacations, create a family beach tradition, and rent it when you are not using it. Perfectly positioned on Siesta Key, this location makes it easy to enjoy Sarasota’s exceptional dining, shopping, arts, and entertainment, while coming home to the powdery white sand, clear Gulf waters, and unforgettable sunsets that make Siesta Beach so special. Whether you are looking for a vacation getaway, income-producing property, or a place to build lasting memories, Residence #307 at Siesta Dunes offers the best of beachside living.

6236 Midnight Pass Road Unit 1-307, Siesta Key

6063 E Peppertree Way Unit 111, Siesta Key
$785,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv.
First-Floor Bayfront | No Stairs | Full Bay Views | Outdoor Patio. Enjoy effortless coastal living in this like-new, fully rebuilt residence (from the studs in), featuring all-new electrical, plumbing, HVAC, insulation, interior wall soundproofing, hurricane-impact windows, and five-year warranties on major appliances. HOA includes building and structural insurance, and internet/cable. Home has one assigned parking spot directly in front, and plenty of guest parking. Offered fully furnished and professionally styled—including electric shades, artwork, and accessories—this 2-bedroom, 2-bath home is truly turnkey and rental-ready with linens, kitchenware and more. Ideally positioned on the Intracoastal Bayfront, enjoy sweeping water views, passing boats, stunning sunsets, and fishing from the dock—or just enjoy your outdoor patio. Inside, the light-filled open layout showcases high-end finishes and a seamless flow between kitchen, living, and dining spaces. Spacious bedrooms provide private retreats, including a serene primary suite with a spa-like bath. Resort-style amenities include two heated pools, pickleball/tennis courts, fitness center, and two clubhouses with on-site rental capabilities. Private beach access is just an 8-minute walk to Siesta Key’s world-famous sands—offering the best of bayfront tranquility and Gulf access. Ideal as a full-time residence, vacation home, or income-producing property. Never been slept in, be the first to enjoy. No pending special assessments.

6063 E Peppertree Way Unit 111, Siesta Key

1201 E Peppertree Drive Unit 234, Siesta Key
$775,000
3 Beds ⋅ 3 Baths ⋅ Peppertree Bay SubDv.
Private end-unit residence at Peppertree Bay with outdoor patio space, lush tropical landscaping, and an easy stroll to the bayside community pool from the back door. Inside, you’ll find extensive renovations and updates throughout, including new flooring, doors, fans and fixtures, walls, baseboards, and cabinetry. Major system improvements have also been completed, including waste lines, A/C, appliances and washer, dryer. Both the primary and guest baths have been updated along with a major enhancement to the kitchen. The 1st and 2nd floor lanai windows have been recently replaced—bringing in light while providing enhancing comfort and extended living space. A rare combination of privacy, thoughtful upgrades, and that classic Peppertree Bay lifestyle on Siesta Key. Must see and easy to show.

1201 E Peppertree Drive Unit 234, Siesta Key

1055 W Peppertree Drive Unit 102AA, Siesta Key
$770,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv.
Rare opportunity to own one of the most resilient and desirable residences on Siesta Key! This 2-bedroom, 2-bath condominium offers 1,163 square feet of living space (1,462 gross square feet) and is ideally positioned on the west side of the building on an elevated first floor, approximately 15 feet above sea level. It is also the closest high-rise condominium to the beach, offering exceptional proximity to the Gulf. One of only six residences in the building with an expansive deck, this sought-after middle-unit location provides a truly rare outdoor living experience. The oversized deck offers ample space for dining, entertaining, or simply relaxing while enjoying coastal breezes and sunsets. The residence has demonstrated remarkable storm resilience, sustaining no damage through three major hurricanes. This is attributed to its elevated positioning, protected west-side exposure, and six hurricane-rated doors installed in 2021. Recent interior upgrades enhance both style and comfort, including luxury vinyl flooring and freshly painted walls completed in 2025. The refrigerator, washer, dryer, and garbage disposal were also replaced in 2025. A dedicated parking space conveys with the unit. Owned by the same family since 1976, the home reflects decades of pride of ownership and thoughtful care. The community features two pools and two clubhouses on both the Gulfside and Bayside, along with a Gulfside fitness center. A well-managed rental program offers flexibility for owners while preserving a relaxed residential atmosphere. Located in one of Florida’s most coveted coastal settings, this exceptional residence offers a rare blend of scarcity, storm resilience, expansive outdoor living, and resort-style amenities—making it an outstanding lifestyle choice and investment opportunity.

1055 W Peppertree Drive Unit 102AA, Siesta Key

6236 Midnight Pass Road Unit 305, Siesta Key
$770,000
2 Beds ⋅ 2 Baths ⋅ Siesta Dunes Beach SubDv.
Rarely for sale TURNKEY FURNISHED beach condo at Siesta Dunes, where living the Siesta Key lifestyle comes naturally. Enjoy true convenience with DIRECT BEACH ACCESS to powdery white sand and the sparkling Gulf- no streets to cross, just a short, breezy walk to the beach, pool, hot tub, or tennis court right within the community. With onsite management available and WEEKLY RENTALS allowed, owning and renting is refreshingly simple. Whether you're strolling to dinner, biking to the Village, or simply putting your toes in the sand, every moment here feels effortless. Lovingly maintained by the same owner for 40 years, this residence shines with thoughtful updates, brand-new IMPACT WINDOWS for added peace of mind, and even a gorgeous blue Gulf VIEW from your primary bedroom. Whether you're looking for a smart investment or a sunny place to call home, this Siesta Dunes gem is ready to welcome you!

6236 Midnight Pass Road Unit 305, Siesta Key

4822 Ocean Boulevard Unit 2A, Siesta Key
$750,000
2 Beds ⋅ 2 Baths ⋅ Siesta Towers SubDv.
Price Improvement! Your Coastal Paradise Awaits! Step into a world of elegance and tranquility in this stunning condominium, perfectly situated along the breathtaking coastline of Siesta Key. Featuring two lavish ensuite bedrooms, this residence offers you the ultimate in coastal living. The primary bedroom boasts full panoramic views of the crystal blue waters of the Gulf, complete with a beautifully remodeled bathroom and an expansive walk-in closet designed for the modern lifestyle. Embrace a split floor plan that promotes privacy and relaxation, all within a breezy coastal open-concept design that floods the space with an abundance of natural light. Indulge in the outdoors from two covered balconies, ideal for outdoor dining or savoring a glass of rosé as you watch the sun dip below the horizon in a stunning display of colors. Enter the building through a well-appointed lobby that exudes sophistication and class. Residents enjoy a host of resort-style amenities that include a beautifully remodeled community center for exclusive use, a newly refurbished workout facility, and a gulf-front pool to soak in the sun. The outdoor BBQ area is perfect for gathering with friends and family, while storage for beach accessories and bikes adds to the convenience of a coastal lifestyle. Enjoy the peace of mind that comes with covered parking. Perfectly located, this luxury community allows you to walk, bike, or cruise your golf cart to local restaurants, boutique shopping, live music venues, and the vibrant farmers market, all within minutes from your doorstep. Of course, the soft, white sands of Siesta Key Beach are just a short stroll away, ready to fulfill your beach daydreams. Don't miss your chance to experience luxury coastal living at its finest. Schedule your private tour today and discover your new home in paradise!

4822 Ocean Boulevard Unit 2A, Siesta Key

266 Ogden Street, Siesta Key
$740,000
3 Beds ⋅ 2 Baths ⋅ Siesta Rev SubDv.
Investor Opportunity on North Siesta Key! Located within City of Sarasota city limits! This hurricane-impacted property presents a rare chance to acquire a premium piece of real estate in one of Sarasota’s most sought-after coastal markets. Situated on a generous 0.31-acre corner lot on the quiet residential north end of Siesta Key, this 3-bedroom pool home offers exceptional potential for renovation, redevelopment, or a custom luxury rebuild. With strong underlying value driven by location, investors and builders will appreciate the property's proximity to Siesta Key Beach, Siesta Village, waterfront dining, and shopping, while still enjoying the privacy and charm of an established island neighborhood. Large corner lots in this area are increasingly difficult to find, making this an attractive opportunity for those seeking long-term appreciation or resale potential. Whether your vision is a high-end coastal residence, a profitable renovation project, or a complete redevelopment, the possibilities are significant. Opportunities to purchase on North Siesta Key at a value-add price point are becoming increasingly rare. Bring your contractor, architect, and imagination—this is your chance to capitalize on one of Florida’s most desirable barrier island locations.

266 Ogden Street, Siesta Key

6204 Midnight Pass Road Unit 201, Siesta Key
$735,000
2 Beds ⋅ 2 Baths ⋅ Siesta Dunes Beach SubDv.
Virtually staged to showcase the full potential of this beautiful Siesta Key condo! Just steps from the powdery sands of Siesta Key Beach, this turnkey 2-bedroom, 2-bath unit offers the perfect blend of comfort, style, and value. The unit features vaulted ceilings that create a spacious feel, along with a covered parking space and private storage area. New hurricane-impact windows and doors have already been purchased and are scheduled for installation, providing added peace of mind for future owners. A new roof is also coming soon. This unit has no history of flood damage during current ownership and delivered strong rental income in 2023, generating $62,000 net in just 9 months as the owners reserved 3 months for personal use. Residents and guests enjoy access to resort-style amenities including a clubhouse, sparkling pool, tennis courts, and 24-hour security. Owners also benefit from maximum rental flexibility with the option of short-term rentals through Airbnb, VRBO, or the on-site rental office. Plus, you are just moments from Siesta Key’s top restaurants, bars, and boutique shops. Whether you are seeking a stress-free getaway or a high-performing property, this condo checks every box: location, lifestyle, and long-term value.

6204 Midnight Pass Road Unit 201, Siesta Key

5600 Beach Way Drive Unit 315, Siesta Key
$730,000
2 Beds ⋅ 2 Baths ⋅ Beachway Apts SubDv.
Your Florida beach escape awaits — and with a motivated seller, this is an opportunity you won't want to miss.... take a look at this condo that is steps away from the quartz crystal white powdery sands and warm Gulf waters of the award-winning Siesta Key Beach? This wonderfully located turn-key, furnished end unit condo is oh so unique on the top floor with views of the beautiful white sandy beach and sparkling blue Gulf waters, a rare, remodeled find on the spectacular Gulf coasts of Florida! The rental income is excellent! This recently, completely remodeled from ceiling to floor, wall to wall, unit has 2 bedrooms, 2 bathrooms, hard flooring throughout, a sprawling island, quartz countertops, impact windows and sliders, AND has a spacious balcony, ready for you to relax and enjoy. This unit transfers with $50,000 in furnishings and furniture. This is a perfect place for you to have your dream of a beach life come to reality, with the potential of using it to generate income with monthly rentals. This amazing mid-rise condominium community offers a heated community pool, outside grills, a clubroom with a kitchen, plenty of guest parking and a laundry room on each floor. Recent improvements include newer roofs 2020, a newer elevator 2019, re-plumbed stacks 2018, refreshed landscaping 2020, and new vinyl fencing 2021. The quarterly fee includes access to the heated community pool, basic cable, water/sewer, pest control, weekend on-site maintenance person, and community insurance. Enjoy convenient access to Siesta Key Beach and to Siesta Key Village shops and restaurants with the free trolley service that stops right in front of the Beach Way community, or, walk, orrrrr take a bike cruise to many nearby shops and restaurants… You are not only buying a beach property, you are buying a lifestyle in the beautiful Southwest Florida Sun. This unit can be your own sanctuary escape and your retirement investment... Come see, come sigh and make this Siesta Key lifestyle in the Sun your own.

5600 Beach Way Drive Unit 315, Siesta Key

5968 Midnight Pass Road Unit 158, Siesta Key
$715,000
2 Beds ⋅ 2 Baths ⋅ Palm Bay Club SubDv.
Looking for the perfect 2-bedroom, 2-bath investment beach condo on Siesta Key? This second-level residence presents a strong income-producing opportunity at the desirable, gulf-front Palm Bay Club. Ideally situated on the beach side of Midnight Pass Road, unit #158 features a comfortable coastal design with an open floor plan, beachy ambiance, and tile flooring throughout, making it move-in ready for owners, guests, and short-term renters alike. Just steps from the pristine blue waters and powder-white sands of Siesta Beach, the thoughtfully designed and tastefully furnished interior maximizes space and functionality with seamless flow from the kitchen to dining and living areas. One of the premier beach-to-bay communities on Siesta Key, Palm Bay Club offers an exceptional array of amenities including two heated swimming pools, a hot tub overlooking the bay, fitness center, lighted tennis court with two pickleball courts, BBQ grills, a fishing pier, and boat docks available for daily rental. With a rare three-night minimum rental policy on Siesta Key and onsite management, this is an outstanding opportunity for the savvy owner-investor seeking both lifestyle and income.

5968 Midnight Pass Road Unit 158, Siesta Key

6263 Midnight Pass Road Unit 301, Siesta Key
$705,000
3 Beds ⋅ 3 Baths ⋅ Excelsior Beach To Bay SubDv.
Welcome to coastal living at its finest in the highly sought-after Gulf-to-Bay community of Excelsior Beach to Bay on world-famous Siesta Key. Perfectly positioned in Building One, this 3 bed/3 bath, spacious third-floor residence offers over 2,000 square feet of bright, open living space with partial Gulf views and a unique architectural design rarely found in condominium living. From the moment you enter, soaring vaulted ceilings and an elegant spiral staircase create a dramatic focal point while expansive living and dining areas invite both relaxation and entertaining. Large windows and sliding glass doors lead to a 19x5 enclosed lanai, the perfect spot for morning coffee, reading, or a quiet workspace surrounded by natural light and tropical scenery. The well-appointed kitchen features generous cabinetry, granite countertops, and a convenient pass-through to the living area, allowing seamless interaction with guests and family. The spacious primary suite serves as a private retreat with a large ensuite bath featuring a walk-in shower and soaking tub, while two additional bedrooms and bathrooms provide ideal accommodations for guests, family, or rental flexibility. A new HVAC system offers peace of mind and efficiency, and the residence also includes in-unit washer and dryer, assigned under-building parking, a private storage unit, and additional guest parking. Excelsior Beach to Bay is one of Siesta Key’s most desirable communities, offering a true resort-style lifestyle with private beach access just steps away across Midnight Pass Road, allowing you to walk directly to the powder-soft quartz sand of Siesta Key Beach. Residents enjoy an impressive array of amenities including two heated pools and spas, lively pickleball and tennis courts, a fitness center, fishing pier and bay front dock, library, beautifully maintained tropical grounds, and an active social atmosphere welcoming residents of all ages. With a two-week minimum rental policy, this property presents an outstanding opportunity for full-time residents, seasonal owners, or investors seeking strong rental potential in one of Florida’s most iconic beach destinations, with onsite management available. Owners may have one small pet. Located just minutes from the vibrant Siesta Key Village with its waterfront dining, boutique shopping, and entertainment, this exceptional residence offers the perfect combination of location, lifestyle, and investment opportunity in one of the Gulf Coast’s most coveted communities. Make your appointment today! Life is Short - Buy the Beach House!

6263 Midnight Pass Road Unit 301, Siesta Key

6415 Midnight Pass Road Unit 211, Siesta Key
$690,000
3 Beds ⋅ 3 Baths ⋅ Anchorage SubDv.
Huge opportunity to own a spacious 2,400 sq ft, 3 bedroom condo on Siesta Key with an aggressive, new price drop! Now being offered at $799,900 - an unbelievable $339.22 per square foot (vs recent SK sales average of $460 per square foot). This is a fabulous family investment with plenty of room to sleep 8 people (Note: a 4th bedroom could easily be added). This condo has brand new floor-to-ceiling high impact hurricane sliders that run the entire length of the condo and open to a full 95’ lanai for a nice open-air feeling. Allow your family to enjoy your new vacation home, then use the successful in-house rental program to make additional income for yourself. The best of both worlds! Gated-community amenities abound here: both private beach access and intracoastal access with use of free boat slips and kayak racks. One of the largest heated pools on the Key. Brand new pickleball and tennis courts. Tropical landscaping that includes areas for nice seating on the intracoastal, outdoor grilling and picnics, shuffleboard, cornhole, and basketball goal. Fitness center and party/event space. Wheel-chair accessible property. You can go from car to kitchen with no steps! This condo offers a very desirable split floorplan with the primary bedroom on one end and the other two bedrooms on the opposite end with 2 distinct heating/cooling systems. Also includes 2.5 baths with both a tub and shower option. Generous closets in each room, plus a large owner’s closet, beach closet and unique private, full storage closet in hallway next to condo. Whether you are searching for a spacious family getaway, a peaceful primary residence, and/or a high-performing rental, this rare offering delivers.

6415 Midnight Pass Road Unit 211, Siesta Key

5911 Midnight Pass Road Unit 206, Siesta Key
$680,000
2 Beds ⋅ 2 Baths ⋅ Boca Siesta SubDv.
One or more photo(s) has been virtually staged. Private deeded 32 foot boat dock. Private beach access to Siesta Key Beach. Waterfront community on Sarasota Bay. Updated in 2019. Set on the bay side of Siesta Key, this beautifully renovated two bedroom two bath residence at Boca Siesta offers a lifestyle that feels both rare and natural. Located within a waterfront community on Sarasota Bay, the residence includes a private deeded 32 foot boat dock and private access to Siesta Key Beach, creating an exceptional balance of boating, beach access, and bayfront living. Located in the understated bayfront enclave of Boca Siesta, this residence enjoys peaceful bay views and a quieter sense of retreat, while Siesta Key Beach sits just across the street, known for its expansive shoreline and world famous quartz crystal sand. Updated in 2019, the residence features a more open and inviting floor plan with solid wood cabinetry offering generous storage, granite countertops, plantation shutters, crown molding, impact windows, new ceiling fans, and fresh interior paint. The open kitchen and great room combine living and dining areas oriented toward the bay and flow seamlessly into a screened private patio with impact windows overlooking Sarasota Bay. The primary suite offers calming bay views and a spacious ensuite bath with a jetted soaking tub, large walk in shower with rain shower head, dual vanities, and a generous walk in closet. The second bedroom and bath provide flexibility for guests, a home office, or additional living needs. Boating enthusiasts will appreciate the private deeded 32 foot boat dock that accommodates a larger vessel and provides direct access to Sarasota Bay. Additional conveniences include covered carport parking, private storage under the building, and an in unit full size washer and dryer located in a large utility room. Community amenities include a heated bayfront pool, tennis and pickleball courts, fishing pier, kayak launch, grilling areas, and a bayside clubhouse overlooking the bay with kitchen, bar, sauna, and fitness area. Private beach access is provided through the association, with access just across the street through Sarasota Surf & Racquet Club. From this location, Siesta Village, South Village dining, and downtown Sarasota are easily accessible by bike, free ride services, or the Siesta Key trolley. For those who choose Siesta Key for the water as much as the beach, Boca Siesta offers an effortless boating lifestyle where Sarasota Bay and Siesta Key Beach are part of everyday life. Experience life at Boca Siesta. To view a 360 walk through go to: https://funkypalmproductions.hd.pics/5911-Midnight-Pass-Rd-unit-206/idx

5911 Midnight Pass Road Unit 206, Siesta Key

1332 Siesta Bayside Drive Unit 1332C, Siesta Key
$670,000
2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club SubDv.
Turnkey furnished and beautifully updated, this 2-bedroom, 2-bath residence in Gulf & Bay Club Bayside offers an exceptional blend of comfort, convenience, and Siesta Key lifestyle. Lightly lived in and meticulously maintained, the interior features a renovated kitchen with stainless steel appliances, solid stone countertops, breakfast bar seating, recessed lighting, custom tray ceiling detail, and an open connection to the main living area that enhances both everyday living and entertaining. Large-format tile flooring runs throughout the main living spaces, while both bathrooms have been tastefully updated with stone counters and tiled shower surrounds. The spacious primary suite offers a relaxing retreat with direct access to the screened lanai, and the guest bedroom is well appointed for overnight guests. Coastal furnishings and decor create a true move-in-ready presentation. The oversized screened lanai expands the living space and provides a peaceful setting surrounded by tropical landscaping, with the community walking path just outside leading to the Intracoastal fishing area, tennis and pickleball courts, and the second pool. Ideally positioned within the community, this residence is also just a short distance to the clubhouse, fitness center, BBQ area, and main pool. Owners and guests enjoy deeded beach access through Gulf & Bay Club across the street, placing world-famous Siesta Beach just a short stroll away — consistently ranked among the finest beaches in the nation and recognized globally for its powder-white quartz sand. The free Siesta Key Trolley connects Siesta Key Village, Siesta Beach, South Village, and Turtle Beach, making car-free island living effortlessly accessible. A private garage completes the package. Whether sought as a personal retreat, seasonal escape, or a property with income-producing potential, this updated Gulf & Bay Club Bayside residence is an outstanding opportunity on Siesta Key.

1332 Siesta Bayside Drive Unit 1332C, Siesta Key

9397 Midnight Pass Road Unit 905, Siesta Key
$670,000
2 Beds ⋅ 2 Baths ⋅ Pointe On Midnight Pass SubDv.
Also available as a seasonal rental! Welcome to 9397 Midnight Pass Rd #905 Sarasota, FL 34242 at The Pointe on Siesta Key, a fully renovated 1,348 SF, 2-bedroom, 2-bathroom luxury condo offering breathtaking Little Sarasota Bay and Intracoastal waterway views from the 9th floor. This stunning residence underwent a complete custom renovation in 2023, setting it apart from every other unit in the building. The open-concept kitchen features quartz countertops, vaulted ceilings with a bold rock-and-metal aesthetic, and a one-of-a-kind handcrafted glass-art backsplash, with bar seating connecting seamlessly to the dining and living areas, a custom layout rarely found at The Pointe. Luxury vinyl plank flooring flows throughout every room including the lanai, while wood acoustical paneling enriches both the living space and primary suite. Additional upgrades include HD-mounted televisions, a 2023 AC system, and a new LG washer and dryer, making this unit nearly turnkey and move-in ready. Step onto your private lanai, protected by hurricane-grade sliders, and take in tranquil water views of Little Sarasota Bay, where dolphins, manatees, and sailboats pass through calm Intracoastal waters daily. As a resident of The Pointe's gated five-acre community, enjoy resort-style amenities including boat docks, kayak and canoe access, a heated pool and spa, sauna, tennis and pickleball courts, BBQ gazebos, a clubhouse, and a fitness center with panoramic Intracoastal views. Located just minutes from Turtle Beach, Siesta Key Village, waterfront dining, local marinas, and coastal cafés, this property is ideal whether you're seeking a luxury Siesta Key waterfront residence, a vacation condo, or a Sarasota investment property. Negotiable furnishings available. Schedule your private showing today.

9397 Midnight Pass Road Unit 905, Siesta Key

Siesta Key
$665,000
2 Beds ⋅ 2 Baths ⋅ Island House SubDv.
Beach, comfort, and privacy all in one standalone villa. This 2-bed, 2-bath escape sleeps the whole group with a king primary ensuite, two twins in the guest room, and a living-area sofa bed. Ideal for families or friends. Inside: roomy living and dining areas, a fully equipped kitchen with updated counters and modern appliances, three flat-screen TVs, central heat and air, and a private screened lanai for winding down. Outside: you're part of Island House Beach Resort, a short walk from the Gulf's powdery sand and turquoise water. Enjoy a beachfront courtyard with shuffleboard, cornhole, gas grills, and shaded seating for legendary Siesta Key sunsets, plus two beach cabanas, a heated pool, and a game room with ping pong and air hockey. Ride the Siesta Key Trolley to Siesta Village's dining and shops, or explore Myakka River State Park, island bike routes, and paddleboarding through the mangroves and reopened Midnight Pass. Sarasota's museums, gardens, golf, and world-renowned Mote Marine Aquarium round out everything you need for a memorable stay. Your unforgettable Siesta Key getaway starts here.

Siesta Key

797 Beach Road Unit 509, Siesta Key
$660,000
1 Beds ⋅ 1 Baths ⋅ Crescent Royale SubDv.
PENTHOUSE" OPPORTUNITY on the 5th Floor of Building 797 in Sought After & Gated CRESCENT ROYALE! As you walk through the door you will be astounded with the beautiful views of the Gulf of Mexico & Siesta Beach! Own your own piece of Siesta Key and enjoy the gorgeous nightly sunsets on the top floor. This updated unit has been well maintained and tastefully furnished, updated with a functional kitchen, updated bath and Hurricane sliding glass doors leading out to the lanai. The screened lanai will give you balmy breezes and will also provide a 180 degree view of the Gulf of Mexico. Security Gates & a beautiful paved entryway will greet you upon entering and you'll have your own, assigned covered carport space. There is plenty of guest parking available as well. There is also a storage area assigned to this unit for beach chairs, coolers, etc. on the same floor. You will be greeted with a professional and friendly staff from management to maintenance on site who handle all aspects of property management. Crescent Royale also features a new state-of-the-art fitness center, gas grills & tables with umbrellas for a cookout, shuffleboard court, Olympic style heated pool, pool table in the air conditioned lounge, elevators, recreation room & a handicap accessible banquet room with a kitchen. A short ride to siesta village with lots of shopping and nite life

797 Beach Road Unit 509, Siesta Key

5830 Midnight Pass Road Unit 86, Siesta Key
$655,000
2 Beds ⋅ 2 Baths ⋅ Jamaica Royale SubDv.
This stunning 2-bedroom, 2-bath retreat is steps from Siesta Key’s renowned powdery white sand. Fully renovated with premium, top-to-bottom upgrades (new plumbing, electrical, HVAC, and high-end appliances), this turnkey property is rental-ready. This unit has been completely redone with quality everything and no expenses spared! Enjoy immediate income and income potential with easy access to Village dining and shopping via walking or a free trolley. 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 beach good times!

5830 Midnight Pass Road Unit 86, Siesta Key

1054 Sun N Sea Drive Unit 106, Siesta Key
$655,000
2 Beds ⋅ 2 Baths ⋅ Beach Club At Siesta Key SubDv.
Siesta Key investment property and nightly rental opportunity at Beach Club at Siesta Key, approved for true nightly vacation rentals near world famous Siesta Key Beach. Historical rental income approaches $83,000 annually, with modeled revenue potential exceeding $103,000 if owner use nights were made available for rental. Historical bookings show approximately 209 reserved nights annually with average nightly rates between $397 and $450, creating a strong income producing profile relative to the $660,000 list price. Detailed rental history, booking records, and revenue analysis are available for review. Few properties on Siesta Key combine true nightly rental eligibility, documented rental performance approaching $83,000 annually, modeled revenue potential exceeding $103,000, extensive renovation, and resort style amenities within this price range. Unit 106D is the largest floor plan in the community and is positioned as a private corner residence overlooking the heated resort style pool with minimal foot traffic. Built in 2009 with elevated construction, the building sustained no storm related damage. This Unit has been recently and extensively renovated beyond prior community finishes. While some online rental marketing may reflect earlier interiors, the unit now features luxury vinyl plank flooring throughout, matching quartz countertops in the kitchen and bathrooms, updated cabinetry, stainless steel appliances, modern fixtures, and renovated kitchen and bath spaces. A full size washer and dryer supports guest convenience and longer stays. From entry, the space presents more like a boutique resort suite than a typical beach rental. Upgrades were selected for both visual appeal and rental durability. Offered fully furnished and turnkey, the property is positioned for immediate continuation of nightly rental operations. A detailed 3D virtual tour is included with the listing to allow buyers to explore the residence remotely. Due to consistent guest bookings, showing availability may require advance coordination. Ownership allows up to 120 days of personal use annually while maximizing income through nightly rentals. Professional on site management handles reservations, guest communication, cleaning, and maintenance. Community amenities include a heated pool, hot tub, grilling areas, shared patio spaces, complimentary beach chairs and umbrellas, on site office support, and gated beach access to Siesta Key Beach. Located near the South Bridge with Crescent Market and the restaurants, bars, and shops of Siesta Key’s South Village just around the corner. Recent interior updates and the residence’s desirable pool view location create additional opportunity for increased booking activity and nightly rates as updated photography and marketing are introduced. Historical booking data demonstrates consistent guest demand and strong occupancy, while analysis of owner use nights indicates additional revenue potential depending on preferred usage strategy. Properties offering true nightly rental flexibility with Siesta Key Beach access, documented rental performance approaching $83,000 annually, modeled revenue potential exceeding $103,000, and extensive renovation rarely become available within this price range on Siesta Key. Detailed rental history, booking records, and full revenue analysis are available upon request.

1054 Sun N Sea Drive Unit 106, Siesta Key

5855 Midnight Pass Road Unit 327, Siesta Key
$652,000
2 Beds ⋅ 2 Baths ⋅ Harbor Towers Y & R SubDv.
Experience the ultimate in coastal living at Harbor Towers Yacht & Racquet Club-- a resort-style waterfront community on Siesta Key. This two-bedroom, two-bathroom west-facing condo offers breathtaking Gulf views and has been thoughtfully upgraded for modern comfort and style. Being sold turnkey furnished. Recently, the community completed a $13 million structural and hurricane upgrade program (2024), ensuring compliance with the latest safety standards for wind and storm protection. Featuring new hurricane-rated windows and doors, a beautifully appointed quartz kitchen with under-cabinet lighting, and updated baths with granite countertops and walk-in showers designed for ease of use. The open-concept living and dining area is bathed in natural light, creating a bright and welcoming space to relax and entertain. Harbor Towers is in a class of its own, offering an exceptional array of resort-style amenities, including: • A large marina with a fishing area and direct Gulf access (no fixed bridges) • Two heated pools for year-round enjoyment • Three Har-Tru tennis courts • Fully equipped fitness center & sauna • Clubhouse with social spaces • Outdoor BBQ and kitchen prep area • Serene waterfront seating areas to watch boats and marine life For boating enthusiasts, rental slips for personal watercraft are available through the association. Looking for an investment opportunity? This unit allows for two-week minimum rentals, with the option to utilize the on-site property management office or manage rentals independently. Whether you’re seeking a luxurious full-time residence, a vacation retreat, or an income-generating property, this vibrant, welcoming community is ready to embrace you. Don’t miss this rare opportunity to own a piece of paradise on Siesta Key!

5855 Midnight Pass Road Unit 327, Siesta Key

5855 Midnight Pass Road Unit 318, Siesta Key
$650,000
3 Beds ⋅ 3 Baths ⋅ Harbor Towers Y & R SubDv.
RECENTLY REDUCED! Motivated Seller! The largest floor plan in the building. Great price per square foot opportunity. This rarely available 3-bedroom, 3-bath condo offers stunning nightly sunset views and intercostal water views. The spacious, light-filled residence features an open-concept floor plan and an enclosed lanai, ideal for relaxing or entertaining. The updated kitchen includes quartz countertops, newer appliances, and solid wood cabinets. A deeded carport comes with this unit. The recent $13 million building renovation features new hurricane-impact windows and sliding glass doors, fresh exterior stucco and paint, and other major upgrades—making Harbor Towers one of the most modern and well-maintained communities on Siesta Key. Residents enjoy a full array of resort amenities, including: Two heated swimming pools. State-of-the-art fitness center with his-and-hers saunas, treadmills, and free weights. Three Har-Tru tennis courts maintained daily. Marina with 40 boat slips available on a first-come, first-served basis. Kayak and paddleboard storage with direct Intracoastal launch access. Bicycle storage. Outdoor grilling patio and shaded gazebo with water views. Spend your days fishing along the Intracoastal, relaxing poolside, or exploring the island aboard the complimentary Siesta Key trolley. The world-famous Siesta Key Beach and Siesta Village are just moments away, offering fine dining, boutique shopping, and vibrant local entertainment. Whether you’re seeking a full-time residence, vacation retreat, or income-producing property (with 2-week minimum rentals allowed), this exceptional home blends luxury, convenience, and coastal charm—delivering the very best of Siesta Key living.

5855 Midnight Pass Road Unit 318, Siesta Key

8710 Midnight Pass Road Unit 501b, Siesta Key
$640,000
2 Beds ⋅ 2 Baths ⋅ Tortuga SubDv.
Location Location Location! Beautifully updated and fully furnished 2-bedroom, 2-bath condo with a great rental history, ideal as a beach retreat, primary residence, or income-producing property. Located in the highly desirable beachfront Tortuga community, this residence is just steps from the sand and offers the perfect blend of coastal lifestyle and everyday comfort. Professionally designed, the open-concept living area features modern finishes throughout. The kitchen offers sleek appliances, attractive cabinetry, and ample counter space, perfect for entertaining or daily living. The bright lanai provides peaceful Gulf views, ideal for relaxing and enjoying coastal breezes. Windows throughout the condo feature plantation shutters, providing elegance, privacy, and light control, while HURRICANE IMPACT-RESISTANT windows add comfort and peace of mind. The spacious primary suite includes an en-suite bath with tasteful designer details. Laundry connections are conveniently located in the second bedroom closet. Tortuga is a well-maintained, boutique community of just 77 residences, offering resort-style amenities including secure keyless entry, heated indoor/outdoor pool, sauna, sundeck with grills, private beach access, clubhouse with full kitchen and dining area, tennis and pickleball courts, boat docks (first-come, first-served), under-building garage parking with a designated space, and additional storage. Tortuga has taken meaningful steps toward future storm preparedness. The association has invested in flood mitigation measures, including portable flood dams and water rerouting systems, which would be deployed in the event of an approaching hurricane. Onsite manager; trash, water, basic cable, and internet included. The community has completed its Milestone Inspection, and NEW ELEVATOR, NEW ROOF, NEW gutters, NEW fire pump, building generator, pool pump, and pool heater have all been installed as part of major capital improvements, providing added peace of mind for new owners. Just steps from the trolley stop, with easy access to Siesta Key public beach and Siesta Key Village, where you can enjoy a variety of restaurants, shops, and live entertainment. Schedule your showing today!

8710 Midnight Pass Road Unit 501b, Siesta Key

1050 W Peppertree Lane Unit 116B, Siesta Key
$630,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv.
Turnkey coastal living on Siesta Key. Beautifully renovated first-floor Gulf-side garden condominium in the highly sought-after Peppertree Bay Gulf-to-Bay community. This exceptional two-bedroom, two-bath residence has been thoughtfully updated throughout and is offered fully turnkey furnished, creating an effortless opportunity to arrive and immediately enjoy the island lifestyle. The bright end-unit layout features a rare windowed kitchen that fills the living space with natural light, a feature seldom found in comparable garden units. The residence has been extensively improved with brand-new hurricane-impact windows, new flooring throughout, and numerous major system upgrades, including a recently replaced HVAC system, hot water heater, and dishwasher, providing peace of mind and reducing future maintenance expenses for the next owner. In addition, there is expanded square footage, enhancing the overall functionality of the home. The enclosed lanai area overlooks a tranquil lagoon and fountain, offering a peaceful setting for morning coffee or evening relaxation. Additional conveniences include a private in-unit washer and dryer, a dedicated exterior storage room, and assigned parking just steps from the entrance. Peppertree Bay is one of Siesta Key’s most desirable waterfront communities, uniquely positioned Gulf-to-Bay and offering a full suite of resort-style amenities that support a true full-service coastal lifestyle. Residents enjoy private beach access with chairs, two heated swimming pools, tennis courts, pickleball courts, a fitness center, fishing pier, newly updated clubhouse, gas grills, and on-site management with rental services. Ideally located just minutes from Siesta Key Village’s restaurants, shopping, and the world-renowned quartz sand beaches, this beautifully updated residence offers a rare combination of turnkey convenience, meaningful capital improvements, expanded living space, and premier coastal location. While the current owners have chosen not to rent the property, Peppertree Bay’s on-site rental management and strong seasonal demand provide an excellent opportunity for owners who wish to generate rental income.

1050 W Peppertree Lane Unit 116B, Siesta Key

777 Beach Road Unit 1B, Siesta Key
$630,000
2 Beds ⋅ 2 Baths ⋅ Crescent Royale SubDv.
PRICED TO SELL! 100K PRICE IMPROVEMENT!! THE SEASON IS HERE! Don't miss your chance to secure a great investment with this consistently rented condo. Welcome home to the GOOD LIFE in Siesta Key Beach! This turn-key condo is ready for you to experience the epitome of beachside living year 'round as you awaken to the scent of salt air and the sound of waves rolling in, all from the comfort of your living room! This fully furnished, OPEN FLOOR PLAN, two-bedroom, two-bath condominium is positioned in the sought-after community of Crescent Royale directly across from Siesta Key’s world-renowned powdery sand beaches. Designed for those who value luxury and laid-back coastal elegance combined with smart investment potential, this prime, first-floor, turnkey condominium offers the ideal combination of luxury, convenience and relaxation. There is no need to take the stairs or search for beach parking when you live steps from the beach with an assigned parking space. Wake to panoramic views of turquoise water and unwind on your private lanai with stunning gulf sunsets. Inside, you’ll be greeted by bright, light-filled spaces with floor-to-ceiling sliders that invite in ocean breezes. The tastefully renovated home has newly installed white oak (LVP) floors throughout. A stylish kitchen complete with granite countertops, newer appliances, and a breakfast/wine bar that flows into the dining and living area creates a space for hosting with ease. Each bedroom is a serene retreat complete with a walk-in closet and a sophisticated en-suite bath, ideal for guests and owners alike. Crescent Royale pampers their residents and guests with resort-style amenities including a sparkling heated pool, fully equipped fitness center, game room, shuffleboard court, and a picnic/barbecue area. Just minutes away, Sarasota adds a cultural heartbeat with art galleries, theaters and gourmet dining. The pace here is relaxed but vibrant! Farmer’s markets, waterfront cafes and year-round sunshine create the ideal blend of sophisticated living and coastal charm. Living near Siesta Key and Sarasota means every day feels like a vacation, and every moment feels like home. Whether you're looking for a personal retreat, a seasonal escape or an income-generating asset, this property delivers because it works while you relax. Beyond its beauty, this residence is a savvy investment, offering strong rental income potential, friendly leasing policies and on-site management, creating a rare opportunity for a passive income stream in one of Florida’s most desirable beach communities. No pets or smoking allowed in this community! Location, luxury and income potential! Live the dream, earn while you’re away and invest in a lifestyle that pays you back. This condominium delivers the lifestyle you’ve been dreaming of, just across from Siesta Key Beach so don’t miss this rare chance to own a slice of Siesta Key’s desirable beachfront real estate, with income potential to match. Call us today to schedule your private showing and begin living the Florida Lifestyle you have dreamed of.

777 Beach Road Unit 1B, Siesta Key

145 Avenida Messina Unit 3, Siesta Key
$625,000
2 Beds ⋅ 2 Baths ⋅ Villa Navarra SubDv.
Welcome to this wonderful condominium complex directly on the edge of the Siesta Key Village! This UPSTAIRS unit has been completely remodeled from top to bottom and is absolutely stunning! The opened kitchen features stainless steel appliances, handsome quartz counters, and a tan tiger-look cabinetry. There is all new lighting, fans, receptacles and switches, and a neutral plank-like ceramic tile flooring throughout. The guest bath was completely remodeled along with the primary bathroom that has been expanded for a little extra elbow room. This has a new water heater and HVAC system, new roof in 2025, all new doors, impact windows, ceiling texture and it doesn't stop there. This comes very tastefully turnkey furnished in a warm coastal theme! Relax on your screened patio and look out to palms and foliage and take in the gulf breezes. The pristine beach is 2/10 of a mile away and the SK Village is about 100 feet away with a large selection of restaurants, shopping, grocery, nightlife, and so much more! Don't miss this beautiful condo in the heart of all that Siesta Key has to offer in a very well-run complex.

145 Avenida Messina Unit 3, Siesta Key

5830 Midnight Pass Road Unit 93, Siesta Key
$615,000
2 Beds ⋅ 2 Baths ⋅ Jamaica Royale SubDv.
Welcome to Jamaica Royale #93, a beautifully remodeled two-bedroom, two-bath garden-view condominium nestled within the lush tropical grounds of Jamaica Royale on world-renowned Siesta Key. Offering 921 square feet of thoughtfully updated living space, this inviting coastal retreat showcases a complete 2025 renovation with quality finishes throughout, creating the perfect blend of modern comfort and relaxed coastal style. The stunning new kitchen features custom cabinetry, elegant quartz countertops, a ceramic tile backsplash, new stainless steel appliances, and a new garbage disposal. Additional 2025 improvements include new HVAC systems (inside and out), a new hot water heater, fresh interior paint, stylish new furnishings, hurricane impact-resistant windows and sliding glass doors, luxury vinyl plank flooring in both bathrooms, new bathroom vanities and fixtures, and beautifully remodeled showers with ceramic tile surrounds, frameless glass doors, and contemporary finishes. The spacious primary suite features a king-size bed, while the guest bedroom offers two queen-size beds, providing ample space for family and guests. Step outside to your private patio with comfortable outdoor seating—the perfect place to enjoy your morning coffee, dine al fresco, or relax after a day on the beach. Located just steps from the world-famous powdery quartz sands and turquoise waters of Siesta Key Beach, owners and guests enjoy deeded beach access and an exceptional array of resort-style amenities, including three heated community pools, shuffleboard courts, community grilling areas, beautifully landscaped tropical grounds, and one assigned parking space. Public transportation conveniently stops directly in front of the community, providing easy access to Siesta Key Village's restaurants, boutiques, entertainment, and vibrant island nightlife. Whether you're searching for a private beach retreat, seasonal residence, or an outstanding investment opportunity with excellent rental potential, Jamaica Royale #93 offers a truly turnkey opportunity in one of Siesta Key's most desirable beachfront communities!

5830 Midnight Pass Road Unit 93, Siesta Key