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625 Beach Road Unit 602, Sarasota
$925,000
2 Beds ⋅ 2 Baths ⋅ Tivoli By The Sea SubDv. ⋅ 34242 Zip Code
PRICE REDUCTION OF NEARLY $300,000!!! MOTIVATED SELLERS! DIRECT GULF VIEWS accompany this FULLY REMODELED two-bedroom, two-bath PENTHOUSE offering WEEKLY RENTALS AT TIVOLI BY THE SEA on SIESTA KEY. The residence is presented TURNKEY FURNISHED and ready for immediate occupancy or rental. Comparable units in Tivoli generate APPROXIMATELY $100,000 IN ANNUAL BOOKINGS providing an excellent opportunity to own a piece of Siesta Key while enjoying personal use and potential income. This BEACHFRONT CONDO boasts sophisticated modern design and a tranquil beachside ambiance in a prime, secluded yet connected location. A SPACIOUS 26' X 6' BALCONY OFFERS PANORAMIC GULF VIEWS ideal for enjoying sunrise coffee or sunset cocktails. The living areas feature sleek lines, a neutral palette, and abundant natural light to create an airy atmosphere. The STATE-OF-THE ART KITCHEN is equipped with PREMIUM FIXTURES, TOP-TIER STAINLESS STEEL APPLIANCES including a SUBZERO REFRIGERATOR, STONE COUNTERTOPS, and CUSTOM WOOD CABINETRY. Plush bedrooms provide comfort and serene views, with the master suite featuring direct Gulf views via sliding glass doors, a SPA -INSPIRED ENSUITE BATHROOM WITH HIGH-END FINISHES, and a large walk-in closet. For added assurance, this sixth-floor unit includes MAXIMUM HURRCANE PROTECTION WITH FULL ELECTRIC METAL ROLL-DOWN SHUTTERS. Residents enjoy access to a SWIMMING POOL, poolside cabana with billiard and ping pong tables, ROOFTOP CLUB ROOM WITH EXPANSIVE GULF VIEWS, private tennis and basketball courts, putting green, FITNESS CENTER, and PRIVATE GATED ACCESS to Siesta Key Beach. The community is within walking distance to Siesta Key Village’s restaurants, boutiques, bike rentals, and vibrant nightlife. This property exemplifies elegance, comfort, and the beauty of oceanfront living. It presents a unique lifestyle opportunity for discerning buyers seeking both luxury and investment potential. CALL FOR YOUR SHOWING TODAY!

625 Beach Road Unit 602, Sarasota

385 Avenida Madera, Sarasota
$920,000
2 Beds ⋅ 2 Baths ⋅ Siesta Manor SubDv. ⋅ 34242 Zip Code
Beaches, Boating & Bistros!!! Excellent Investment, 2nd Home or Build new. Island Style Canal Front Home on Siesta Key, steps to World Famous Siesta Village & the cool quartz sands of Siesta Beach. This Island Style 2 bed, 2 bath home in close proximity to all the food & exciting nightlife that Siesta Key has to offer. 1 car garage. This home on a Cul de sac is light & bright with Terrazzo floors for the laid-back Island lifestyle. New roof in 2022. Excellent rental potential with its ideal location makes this property a solid investment. Out back is a huge deck on the Canal that is perfect for waterfront get togethers. Updated kitchen with stainless steel appliances that opens up for entertaining with family & friends. Separate laundry room and a potting shed & workshop. After spending the day on your boat, either cook up your catch or stroll to your favorite Siesta Village establishment. Or, better yet, take a stroll on the Beach & enjoy Sunset.

385 Avenida Madera, Sarasota

6415 Midnight Pass Road Unit 904, Sarasota
$900,000
2 Beds ⋅ 2 Baths ⋅ Anchorage SubDv. ⋅ 34242 Zip Code
Luxurious Coastal Living at its Finest. - Welcome to a lifestyle of unparalleled elegance in this impeccably renovated 9th-floor corner unit at Anchorage Yacht and Tennis on Siesta Key. Revel in the epitome of beach living, just steps away from the pristine QUARTZ sands of Crescent Beach with deeded beach access.The Anchorage offers a host of exclusive amenities, including ample parking for owners and guests, private boat access, an Olympic-size pool, sauna, tennis/pickle-ball courts, fitness center, BBQ area, and a park-like setting overlooking the intracoastal waterway. This stunning unit showcases meticulous attention to detail and design. Enjoy breathtaking Gulf water views and mesmerizing sunsets from multiple vantage points. There are 3 balconies for you to enjoy. The beautifully designed kitchen boasts endless storage space, new top-of-the-line appliances, and a striking 11-ft.natural stone island that comfortably seats 8, seamlessly connecting to the spacious living area.The two well-appointed bedrooms and professionally designed bathrooms exude luxury, while three outdoor patios provide the perfect setting to soak in the coastal ambiance. The property is fortified with all-new hurricane impact windows and doors, ensuring both safety and tranquility. Distinctive features include travertine floors throughout, upgraded trim, illuminated crown molding, a master walk-in shower stall, fresh neutral wall colors, and stowaway bunk beds (included) in the second bedroom. Every detail has been carefully curated to enhance the property's exceptional value. Strategically located off the Stickney Point Bridge and across the street from The South Village, this residence is within a short distance to the beach, renowned restaurants, shops, marina and an array of amenities. Covered parking included, others available. Whether you're looking for a coastal dream home or a prime investment for year-round vacation rentals, this property is a rare gem. Don't miss the opportunity to experience true luxury living–book your viewing now and make this coastal haven your own. Move right in and embrace the Siesta Key lifestyle or capitalize on its potential for lucrative year-round vacation rentals. DEEDED BEACH ACCES DIRECTLY ACCROSS THE STREET

6415 Midnight Pass Road Unit 904, Sarasota

635 Tropical Circle, Sarasota
$895,000
3 Beds ⋅ 2 Baths ⋅ Siestas Bayside SubDv. ⋅ 34242 Zip Code
Discover luxurious coastal living on tropical Siesta Key, #1 beach in the US and #4 in the world! Set on an elevated lot that sustained NO storm damage, includes a NEW TAMKO hurricane proof ROOF with transferable workmanship warranty, new gutters, oversized side-entry 2-car garage, and circular driveway surrounded by lush tropical landscaping. Currently being used as an income producing home earning $58,800 annually! You are going to fall in love this beautifully updated 3-bedroom, 2-bath single-level residence offering nearly 2,300 sq. ft. of refined comfort. Perfectly situated just minutes from the world-famous powder-white sands and vibrant and eclectic Siesta Village, this home captures the essence of island elegance. The open-concept great room floor plan showcases soaring ceilings and a wall of sliding glass doors that seamlessly blend indoor and outdoor living, opening to a sparkling pool that consists of a brand new water heater, new pool water pump and fence as well as an expansive deck overlooking a serene lagoon—the ideal backdrop for entertaining or quiet relaxation. The gourmet kitchen features granite countertops, stainless steel appliances, and white soft-close cabinetry and oversized center island/bar, while the spacious primary suite offers a travertine-appointed bath, dual vanities, and a large walk-in closet. Experience the ultimate in coastal sophistication and island tranquility—all within moments of Sarasota’s finest beaches, dining, and culture.

635 Tropical Circle, Sarasota

6518 Midnight Pass Road Unit 309, Siesta Key
$880,000
2 Beds ⋅ 2 Baths ⋅ House Of The Sun (Was Known As Haleakala) SubDv. ⋅ 34242 Zip Code
The best Gulf views currently available at House of the Sun! This rarely available third-floor residence is ideally positioned on the south side of the building, offering sweeping Gulf views and an exceptional beachfront lifestyle on Siesta Key. Enjoy breathtaking sunsets from the living room and private lanai, with world-famous Siesta Beach just steps from your door. House of the Sun features 100 feet of direct beachfront and an unbeatable location just 500 feet south of the Stickney Point Bridge, providing convenient access to the mainland while remaining within very short distance of restaurants, entertainment, coffee shops, gourmet markets, boutiques, salons, postal services, and beach, sport, and boat rentals. Local favorites including Captain Curt's and Daiquiri Deck are just around the corner. The residence has been thoughtfully updated with hurricane-impact windows, a newer A/C system, fresh interior paint, and beautiful stone-look porcelain tile flooring throughout the living areas, kitchen, and bedrooms. The kitchen features stainless steel appliances, granite countertops, and a stylish backsplash. Both bathrooms have been completely renovated with marble flooring, granite vanities, new sinks, and updated finishes. Additional highlights include a newer in-unit washer and dryer, owner's storage closet, and under-building assigned parking. House of the Sun has recently completed extensive property enhancements (2024-2025), including new elevators, a new roof, renovated pool and tennis court, an updated poolside clubhouse with new fitness equipment, new gas grilling stations, refreshed outdoor seating areas, upgraded landscaping, newly painted hallways, new carpeting and lighting, and enhanced building-wide Wi-Fi. Pet-friendly for owners, House of the Sun is also recognized for one of Siesta Key's premier on-site rental programs, featuring a three-night minimum rental policy. This residence has a strong rental history, making it an outstanding opportunity for both personal enjoyment and income potential. Sale is subject to existing future rental bookings.

6518 Midnight Pass Road Unit 309, Siesta Key

782 Birdsong Lane, Sarasota
$879,900
2 Beds ⋅ 2 Baths ⋅ Siestas Bayside Waterside SubDv. ⋅ 34242 Zip Code
Virtually Staged. Adorable 2 Bed 2 Bath Plus a BONUS ROOM/Office almost 1600SF living area and move in ready w/ NO HOA on Siesta Key! Large spacious privacy fenced back yard with new deck and room to add a pool if desired. Taken back to studs and remodeled inside and out including underground sewage lines. New Kitchen and Bathrooms all New Flooring, Paint, lighting, A/C, Appliances, Updated Windows, irrigation system, Barrell tile roof cleaned sealed and painted and insurance approved! Newer Garage door as well. All on a quiet Cul De Sac neighborhood that's 3 minutes to Siesta Key beach! This home was flooded in storm Helene and was remediated prior to current owner purchasing and completely remodeling home.

782 Birdsong Lane, Sarasota

6047 E Peppertree Way Unit 224, Sarasota
$875,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
LOCATION, LOCATION, LOCATION! Nestled within the highly desirable Peppertree Bay community, this exceptional first-floor island retreat offers breathtaking views and a serene coastal atmosphere. Designed with elevated ceilings and a well-appointed floor plan, this 2-bedroom, 2-bath residence lives more like a private home than a condominium. Great elevation with NO HURRICANE DAMAGE and NEW IMPACT WINDOWS providing additional protection and peace of mind. Upon entry, you are immediately welcomed by floor-to-ceiling windows that flood the space with natural light and showcase stunning views throughout the main living areas. The spacious open concept layout seamlessly connects the living area to the Florida Room, where sliding doors open to a paved patio, just perfect for entertaining, relaxing with friends, or enjoying a quiet evening cocktail. A defined dining area continues to enjoy picturesque views, while the custom kitchen will delight any home chef with abundant cabinetry, generous workspace, granite countertops, mosaic tile backsplash, and stainless-steel appliances. The spacious primary suite features multiple closets and a private en-suite bath, while a well-appointed guest bedroom and second full bath provide comfort and privacy for visiting family and friends. A PRIVATE GARAGE, an exceptional and highly sought-after feature on Siesta Key, adds tremendous value and convenience. Peppertree Bay is an amenity-rich community offering two heated pools, a fishing pier, BBQ and picnic areas, tennis courts, a fitness center, and two clubhouses with fully equipped kitchens and regular social events. Enjoy the closeness of Siesta Key Village for live music, shopping, and dining, or take advantage of easy on-and-off island access to all that Sarasota has to offer. Offered turnkey furnished and move-in ready, this stunning residence is ideal as a full-time home or a luxurious vacation retreat. Just bring your toothbrush and start living the Florida dream.

6047 E Peppertree Way Unit 224, Sarasota

4822 Ocean Boulevard Unit 8D, Siesta Key
$859,000
2 Beds ⋅ 2 Baths ⋅ Siesta Towers SubDv. ⋅ 34242 Zip Code
Welcome to Gulf-front living at 4822 Ocean Blvd, Apt 8D on Siesta Key, where expansive water views, glowing sunsets, and refreshing coastal breezes create an effortless island lifestyle. This 2-bedroom, 2-bath residence spanning 1,440 square feet offers a spacious, light-filled layout designed to showcase breathtaking Gulf views from the main living areas. Wide-plank flooring, recessed lighting, and neutral coastal tones provide a clean, inviting backdrop, while expansive sliding glass doors lead to a generously sized screened terrace—perfect for dining outdoors, relaxing with morning coffee, or enjoying sunset skies and passing boats. The well-appointed kitchen is both functional and welcoming, featuring rich wood cabinetry, quartz countertops, stainless steel appliances, a designer tile backsplash, and a large island that anchors the living space while maintaining open sightlines to the water. A desirable split-bedroom floor plan ensures privacy for owners and guests. The primary suite is a tranquil retreat with serene water views and a thoughtfully updated en-suite bath featuring custom cabinetry, quartz counters, and a walk-in shower with a glass enclosure. The guest bedroom is comfortably sized and conveniently located near a second updated full bath, ideal for hosting family and friends. This Gulf-front community is exceptionally well maintained and professionally managed, with strong financial reserves and a proven track record of completed building improvements focused on long-term value and storm protection. Notably, association fees have decreased, and a new seawall is currently being installed and is fully funded, offering added confidence for future ownership. Residents enjoy a full suite of amenities, including a Gulf-front pool, outdoor kitchen with grills, an inviting social room, fitness center, bike room, and a dedicated fishing room for gear storage. Each floor offers a laundry room with storage, with approved in-unit washers and dryers permitted. A new fishing pier and social sunset pier are being completed, creating an ideal waterfront setting for entertaining and unwinding. Just moments from Siesta Key Village, Island lifestyle is yours with coffee shops, dining, shopping, and nightlife close at hand. Offered at $899,000, Apt 8D represents an exceptional value for Gulf-front living—combining space, views, amenities, and a premier location at a compelling price point.

4822 Ocean Boulevard Unit 8D, Siesta Key

6518 Midnight Pass Road Unit 310, Sarasota
$855,000
2 Beds ⋅ 2 Baths ⋅ House Of The Sun (Was Known As Haleakala) SubDv. ⋅ 34242 Zip Code
Reduced 30K! The Best Views Currently Available at House of the Sun! Rarely available 3rd-floor unit in the always desirable and impeccably managed House of the Sun on Siesta Key. Positioned far forward on the north side of the building, this residence enjoys some of the best Gulf and beach views currently on the market. From both the living room and the lanai, take in sweeping views of the Gulf and Siesta Key’s world-famous white sand beach. House of the Sun offers 100 feet of direct beachfront and an exceptional location just 500 feet south of the Stickney Point Bridge, providing quick and easy access to and from the mainland. The property is also within walking distance of a wide variety of restaurants, clubs, and everyday conveniences including gourmet food and fish markets, coffee and ice cream shops, liquor store, clothing and gift shops, salons, postal and shipping services, and beach, sport, and boat rentals. Popular local favorites such as Captain Curt’s and Daiquiri Deck are just steps away. This unit has seen significant recent updates (2023–2025) including new hurricane-impact sliding glass doors and bedroom windows, a new rooftop A/C system, fresh interior paint in common areas, and new LVT flooring throughout the living areas and bedrooms. The kitchen has been upgraded with new stainless steel appliances, and additional improvements include a new master bedroom mattress, window shades, rugs, and bedding. Additional features include an in-unit washer and dryer, owner’s closet, and under-building parking. House of the Sun has also undergone extensive common-area improvements (2024–2025), including new elevators, a new hurricane-impact roof, updated pool and tennis court, enhanced pool-area common room with new exercise equipment, new gas grill stations, refreshed outdoor seating areas, landscaping, hallway paint, carpet, lighting, and upgraded Wi-Fi throughout the building. The complex is pet-friendly for owners and is known for having one of the best-run on-site rental programs on Siesta Key, offering a three-night minimum rental policy. This unit performed well in its first year in the rental pool and offers an excellent balance of personal enjoyment and rental income potential. Sale subject to future bookings.

6518 Midnight Pass Road Unit 310, Sarasota

617 Calle De Peru, Sarasota
$850,000
3 Beds ⋅ 2 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Exceptional opportunity just a short steps away from Siesta Village and the world-famous Siesta Key Beach, consistently ranked among the best beaches in the United States. Situated on a rare double lot, this property offers endless possibilities—remodel the existing home, create a luxury beach retreat, develop a high-performing vacation rental, or build your custom dream home. The existing residence features solid block construction, a private pool, and a detached guest house, providing a strong foundation for renovation or redevelopment. The flexible layout and prime location make this an ideal opportunity for those seeking a primary residence, second home, or income-producing property. Enjoy the ultimate Siesta Key lifestyle with the beach, Siesta Village's restaurants, boutiques, nightlife, and entertainment all within walking distance. The combination of a double lot, guest house, pool, and proximity to the beach creates exceptional potential for a vacation rental property in one of Florida's most desirable destinations. Rarely does a property with this much potential become available so close to Siesta Key Beach and Siesta Village. Don't miss this chance to create your vision and maximize the possibilities in one of Sarasota's most sought-after coastal communities.

617 Calle De Peru, Sarasota

35 Sandy Cove Road Unit 2A, Sarasota
$850,000
2 Beds ⋅ 2 Baths ⋅ Sandy Cove SubDv. ⋅ 34242 Zip Code
Sandy Cove – Mid-Century Modern Gulf Front Paradise: Period-preserved mid-century architecture meets breathtaking Gulf front water views in this exceptional Siesta Key residence. Located in Sandy Cove, a hidden gem and distinguished 1970s development of villas and mid-rises, this fifth-floor residence offers a panoramic vista over Big Pass to Lido, Bird Key, and downtown Sarasota—a guaranteed "wow" moment. Sandy Cove Condos was designed in 1969 by Frank Folsom Smith with James Holliday and James Durden, earning a 1970 AIA Florida Award for architectural excellence. This light-filled, architecturally preserved residence is over 1,200 square feet with two bedrooms, two bathrooms, and a thoughtful split floor plan. Upon arrival, you're greeted by a charming garden courtyard that offers a glimpse into the home. Step inside and be captivated by the spectacular living room featuring soaring vaulted ceilings that provide ample natural light and an airy, open ambiance. Enjoy breathtaking Gulf water views from your living room and kitchen sliders, which open seamlessly to your private patio. The sliders pull back to welcome Gulf breezes throughout the entire residence, connecting to several delightful porches and patios—including an additional private palm tree patio with IPE decking. A rare and highly coveted feature: this residence includes a private one-car garage. Gulf front residences in Sandy Cove rarely become available, making this a unique chance to own a piece of Siesta Key's architectural history. The home has potential to be sold furnished and is offered in as-is condition, presenting an opportunity for buyers to customize their personal vision. Ideally situated close to Siesta Key Village—just a short distance away, this truly unique location offers a natural private beach exclusive to the community, along with a fishing pier. Come see this truly "if you know, you know" treasure on Siesta Key.

35 Sandy Cove Road Unit 2A, Sarasota

1055 Beach Road Unit B602, Sarasota
$825,000
2 Beds ⋅ 2 Baths ⋅ Our House At The Bch SubDv. ⋅ 34242 Zip Code
**PANORAMIC GULF VIEWS**TURNKEY FURNISHED**STEPS FROM SIESTA KEY BEACH**A HISTORY OF STRONG RENTAL NUMBERS** Wake up to breathtaking panoramic views of the Gulf of Mexico and distant Sarasota skyline from this spacious sixth-floor, two-bedroom, two-bath condominium located directly across the street from world-famous Siesta Key Beach. Offered turnkey furnished, this exceptional vacation property is ready for immediate personal enjoyment or continued use as a rental investment. The spacious primary bedroom features a king-size bed, while the second bedroom comfortably accommodates guests with two queen-size beds. Enjoy spectacular sunsets, city skyline and coastal breezes from two large terraces, or relax in the quiet privacy of this intimate community with just the right amount of amenities. This unit also includes a rare under-building assigned parking space, one of only eight located under the building. Enjoy a quick walk to the beach, or cool off in the community pool! On-site gas grills and two tennis courts are also available for your enjoyment! The location is truly exceptional. Siesta Key Beach is renowned for its powdery white quartz sand and is consistently recognized among the nation’s finest beaches. The public beach area offers lifeguards, restrooms, concessions and beach amenities, making it especially appealing to families and vacationers. Inside, the residence is thoughtfully furnished and equipped for comfortable coastal living, continued rental income or a combination of both! The condo was extensively remodeled and has been enjoyed as a popular vacation destination. New impact windows and sliders give you the peace of mind and protect your investment. High-end finishes, stunning views and an inside laundry closet make this a guest favorite. Recent upgrades include impact windows and doors (2026), HVAC (2023), Water Heater (2026), Electrical Panel (2025) Beyond the beach, you’re just a short walk, bike ride or drive from Siesta Key Village, where you’ll find an array of restaurants, bars, shops and entertainment. Whether you’re looking for a personal beach retreat, a vacation home, or an income-producing investment, this turnkey Siesta Key condo offers an outstanding combination of location, Gulf views, privacy, covered parking and proven rental potential. Bring your suitcase and start enjoying the Siesta Key lifestyle! Very strong rental numbers - ask agent for more details. 2027 high season bookings are already in place!

1055 Beach Road Unit B602, Sarasota

30 Island Circle, Sarasota
$823,200
2 Beds ⋅ 2 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
-Premier Waterfront Lot on Coveted Palm Island- Presenting a rare and exclusive opportunity to build your dream estate at 30 Island Circle, located in one of Sarasota’s most prestigious Siesta Key enclaves—Palm Island. This southern facing canal-front lot offers 58 feet of pristine water frontage on a quiet, dead-end canal with no through boat traffic, creating a private and peaceful setting ideal for refined waterfront living. Enjoy daily encounters with dolphins, manatees, and native Florida wildlife, right from your future terrace. This property is a paradise for boaters, kayakers, paddleboarders, and anglers alike. A short boat ride from your home will transport you into Roberts Bay and the Gulf of America. A newer seawall and operational boat lift are already in place, adding substantial value and convenience for future development. This property is one of the closest waterfront lots to Siesta Key Beach, with Beach Access #10 less than two blocks away—a rare combination of boating lifestyle and beach proximity that is virtually unmatched. Palm Island itself offers a sense of sanctuary with no through traffic, enhancing the exclusivity and privacy discerning buyers seek. Just a 5-minute walk to Siesta Village, enjoy effortless access to high-end dining, boutique shopping, and vibrant island culture, all while returning home to your private oasis on the water. Whether you envision a sleek modern retreat or an elegant coastal compound, 30 Island Circle presents an unparalleled opportunity to design and build an extraordinary waterfront residence in one of Florida’s most coveted island communities. John Cannon has submitted preliminary renderings of a luxury home on the buildable envelope of the property. Luxury. Location. Lifestyle. This is coastal living at its finest.

30 Island Circle, Sarasota

9397 Midnight Pass Road Unit 901, Sarasota
$820,000
3 Beds ⋅ 2 Baths ⋅ Pointe On Midnight Pass SubDv. ⋅ 34242 Zip Code
Absolutely stunning, furnished, and truly one-of-a-kind THREE-BEDROOM residence at The Pointe at Midnight Pass — the only 3-bedroom currently available in this highly sought-after community. Positioned on the 9th floor at the southern tip of Siesta Key, this impeccably renovated corner unit sits at a rare coastal convergence where the Gulf, Little Sarasota Bay, and Blind Pass Lagoon meet. Enjoy panoramic sunrise views across the Intracoastal waters, glowing Gulf sunsets, and protected preserve vistas — all from one extraordinary setting. High-end finishes define the interior, including solid wood cabinetry, granite countertops, stainless appliances, and thoughtfully curated details throughout. The spacious primary suite features a beautifully updated en-suite bath with a jetted shower and a custom walk-in closet designed for optimal storage. Two additional bedrooms function seamlessly as guest suites, office, or den. The Gulf side bedroom is equipped with a custom Murphy bed and built-ins, offering flexibility without sacrificing style. The second bath features a Jacuzzi tub for relaxed coastal living. The expansive, air-conditioned lanai invites year-round enjoyment, offering a serene vantage point overlooking the Jim Neville Preserve and surrounding waterways. A pass-through utility room with washer, dryer, laundry sink, and folding counter adds everyday practicality. New hurricane-impact windows and sliding glass doors, along with an energy-efficient HVAC system, provide comfort and peace of mind. A rare double parking space under the building further distinguishes this offering. The Pointe is a gated, pet-friendly, five-acre waterfront community featuring boat and kayak docks, resort-style pool, tennis and pickleball courts, fitness center, saunas, clubhouse amenities, and a private island gazebo. More than a condominium, this is a private waterfront retreat positioned in one of Siesta Key’s most iconic locations.

9397 Midnight Pass Road Unit 901, Sarasota

9000 Blind Pass Road Unit B114, Sarasota
$815,000
2 Beds ⋅ 2 Baths ⋅ Fishermans Cove SubDv. ⋅ 34242 Zip Code
Virtually Staged. Some room are virtually staged. Wake up to breathtaking, unobstructed views of the Gulf of Mexico on Turtle Beach from this beautifully remodeled 2-bedroom, 2-bath beachfront condominium on the peaceful south end of Siesta Key at Turtle Beach. This End Unit provides additional natural light and privacy! Whether you're searching for a private coastal retreat or an income-producing investment, this residence offers the best of both worlds. Sunsets are stunning! Every detail has been thoughtfully updated with upscale finishes, including a designer kitchen featuring quartz countertops, stainless steel appliances, porcelain tile flooring throughout, and hurricane-impact windows for peace of mind. Both spa-inspired bathrooms boast elegant walk-in showers with frameless glass doors, while the private in-unit laundry room adds everyday convenience. Just minutes from waterfront restaurants, marinas, and all the attractions of Siesta Key, you'll enjoy the serenity of Turtle Beach while remaining close to everything the island has to offer. With an onsite management team available to assist with rentals and a highly desirable one-week minimum rental policy, owners can enjoy the condo whenever they choose while generating outstanding rental income the rest of the year. Luxury finishes, panoramic Gulf views, beachfront living, and exceptional flexibility—this is your opportunity to own a slice of paradise on Siesta Key. Custom shades have been ordered and should arrive soon! Property has been in the rental program at Fisherman's Cove to offset expenses, but Owners used the unit personally in March and October.

9000 Blind Pass Road Unit B114, Sarasota

6500 Midnight Pass Road Unit 208, Sarasota
$815,000
2 Beds ⋅ 2 Baths ⋅ Seashell SubDv. ⋅ 34242 Zip Code
Welcome to your slice of effortless Siesta Key living at the desirable Seashell Condominiums. This inviting second-floor residence, Unit 208, offers two bedrooms and two baths wrapped in a light, coastal aesthetic that immediately sets the tone for island life. Thoughtfully laid out and easy to maintain, the space feels comfortable and welcoming, while new impact windows and sliders offer peace of mind. Seashell is a boutique community of just 48 residences, creating a relaxed, neighborly atmosphere without sacrificing amenities. Residents enjoy private beach access, a heated pool, outdoor grilling areas, and a tiki hut perfect for hosting casual gatherings or enjoying lunch in the shade. The gated property also features under-building parking and onsite rental management, making ownership simple and flexible—ideal for personal use, rental income, or both. Location is key, and Seashell delivers. Situated near Captain Curt’s Plaza—often referred to as Siesta Key’s South Village—you’re moments from popular restaurants, live music, and everyday island conveniences. With the Stickney Point Bridge directly across the street, on-and-off island access is refreshingly easy. Laid-back, well-located, and designed for easy coastal living, this is Siesta Key ownership made simple.

6500 Midnight Pass Road Unit 208, Sarasota

6140 Midnight Pass Road Unit A10, Sarasota
$815,000
2 Beds ⋅ 2 Baths ⋅ Horizons West SubDv. ⋅ 34242 Zip Code
Are you looking for new? Welcome to your fully renovated, turnkey Siesta Key villa, where everything is new from top to bottom! On the Gulf side with direct beach access, this stunning two-bedroom, two-bath coastal retreat has been beautifully transformed into a modern beachside haven. Every detail has been redone with quality and style, such as new kitchen, furnishings and décor, ready for you to move right in and start living your best island life. In the sought-after Horizons West community, this villa offers the ideal blend of comfort and convenience. Enjoy two community pools (one right on the sand and one near your door), along with beach access. Whether you’re seeking a personal getaway or a high-performing investment property, this villa checks every box, and it’s part of a rental program with flexible leasing options and an on-site manager. Experience the ultimate Siesta Key lifestyle, close to Siesta Key Village, where you’ll find vibrant restaurants, boutique shops and nightly entertainment. Or head just minutes away to downtown Sarasota for arts, dining and culture. Own your piece of paradise today, new, beautiful and next to the #1 beach in the world.

6140 Midnight Pass Road Unit A10, Sarasota

1700 Cove Ii Place Unit 324, Sarasota
$801,000
3 Beds ⋅ 3 Baths ⋅ Midnight Cove Ii SubDv. ⋅ 34242 Zip Code
3 BEDROOMS ON SIESTA KEY! ONE WEEK RENTALS! DEEDED BEACH ACCESS! WATER VIEWS! DOCKS AVAILABLE! Fantastic 3 bedroom townhouse at Midnight Cove II. 2nd and 3rd floor with lovely views and deeded beach access. Plenty of room for family and friends. Large sized living, dining and kitchen area. Perfect for family gatherings! Midnight Cove II offers deeded beach access directly across the street, marina with slips available, beautiful grounds, grilling area, tennis, pickleball, basketball court, fitness center and a large, heated pool. And bring the large pup too! Great association with onsite rental and management office. Fully funded reserves, milestone inspections complete! Turnkey furnished too! Walk to nearby dining, shopping, water sports and more. See this unit today!

1700 Cove Ii Place Unit 324, Sarasota

19 Whispering Sands Drive Unit 201, Sarasota
$800,000
2 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code
ENDLESS POSSIBILITIES ON SIESTA KEY. Welcome to 19 Whispering Sands Drive, Unit 201, an exceptional opportunity to create your own Gulf Coast retreat in one of Siesta Key’s most established beachfront communities. Whether you choose to enjoy the residence as it is, renovate it over time, or completely reimagine the interior to reflect your own style, the possibilities are nearly endless. For buyers who want a more turnkey path, a renovation package can also be made available to help transform the residence into a beautifully updated coastal home. What cannot be recreated is the setting. Whispering Sands offers approximately 800 feet of private quartz-sand beach directly on the Gulf, two heated swimming pools, a beachside Tiki Hut and grills, fitness facilities, kayak and canoe storage, shuffleboard and beautifully maintained grounds. The community continues to invest in its future, with the Clubhouse and exclusive Tower Lounge undergoing renovation and improvements throughout the property. Here, the lifestyle begins outside your door. Spend mornings along the Gulf shoreline, afternoons by the pool and evenings watching Siesta Key’s celebrated sunsets. Siesta Key Village is just moments away, putting restaurants, boutiques, entertainment and island life within easy reach. Make it your own, renovate it with our available design and renovation package, or explore its rental possibilities subject to association requirements. The location is already extraordinary. The next chapter is yours to create.

19 Whispering Sands Drive Unit 201, Sarasota

1187 Lake House Circle Unit C127, Sarasota
$800,000
2 Beds ⋅ 2 Baths ⋅ Our House At The Bch SubDv. ⋅ 34242 Zip Code
Experience effortless island living in this immaculate, beautifully renovated 2-bedroom, 2-bath residence ideally situated directly across from world-famous Siesta Key Beach. The bright, open interior features a stylish kitchen with granite countertops and stainless-steel appliances. Hurricane-impact windows and sliding glass doors provide added security and efficiency, while the private lanai offers peaceful views of the community’s tranquil lake. Numerous recent improvements enhance the home’s move-in-ready appeal, including, in 2026, new windows, sliders, garage doors, a new air-conditioning system, and, in 2025, new blinds and water heater. Primary bathroom fully renovated in 2023. An attached oversized private garage provides generous space for vehicles, beach equipment and additional storage. The community’s beautifully maintained tropical grounds feature a heated swimming pool, tennis and pickleball courts, an outdoor shower, and a pavilion with grills for relaxed outdoor gatherings. Just beyond the property, the powder-soft sand and clear Gulf waters of Siesta Key Beach and the restaurants, boutiques and entertainment of Siesta Key Village are just minutes from home. Short-term rental flexibility makes this an especially attractive investment opportunity. Owners may take advantage of professional on-site property management or manage the residence independently, providing greater control over rental income and personal use. Most furnishings are negotiable, creating the possibility of a fully furnished, turnkey purchase ready for immediate enjoyment or rental. Whether envisioned as a primary residence, coastal getaway or income-producing investment, this exceptional Siesta Key property offers location, lifestyle and versatility in one of Florida’s most desirable beach communities.

1187 Lake House Circle Unit C127, Sarasota

6140 Midnight Pass Road Unit B6, Sarasota
$800,000
2 Beds ⋅ 2 Baths ⋅ Horizons West SubDv. ⋅ 34242 Zip Code
Fabulous free-standing villa with carport just steps from world-renowned Siesta Key Beach, offering the ultimate blend of luxury upgrades and island lifestyle. This completely reimagined 2-bedroom, 2-bath residence showcases exceptional craftsmanship and “no detail overlooked” finishes throughout. Porcelain tile flooring flows seamlessly through the entire home, highlighted by shiplap accent walls, crown moulding, upgraded baseboards, custom built-ins, plantation shutters, and built-in blinds in both entry doors. The designer kitchen is a true showpiece featuring quartz countertops, KitchenAid appliances, soft-close cabinetry, under-cabinet lighting, pantry storage, a spacious island with beverage cooler, wine cooler, and convection oven—perfect for entertaining after a day at the beach. The spacious primary suite is designed for comfort with built-in drawers and a beautifully appointed bath complete with glass and stone shower and rain shower head. Both bathrooms feature stunning walk-in glass and stone showers with upscale finishes. The interior laundry room is thoughtfully designed with folding area, additional storage, and a private exterior door for convenience. Additional upgrades include surround sound, utility closet, water softener system, and energy-efficient on-demand water heater, and hurricane windows and doors. This property isn’t just a home—it’s a lifestyle. Enjoy deeded beach access and two community pools, including one beachfront. Walk to vibrant Siesta Key Village for dining and shopping or hop on the free trolley for easy island access. With one-week minimum rentals allowed and this unit first on the list for the rental program, it presents exceptional income potential. Completely refreshed with extraordinary attention to detail, this stunning villa is move-in ready and offers the very best of coastal living.

6140 Midnight Pass Road Unit B6, Sarasota

105 Island Circle, Sarasota
$800,000
Sarasota Beach SubDv. ⋅ 34242 Zip Code
This land is a RARE BEAUTY, are you dreaming of building your home where you and your family enjoy a lifestyle uniquely created for yourselves? IMAGINE a majestic home with a standalone guest house, alluring pool and gardens privately nestled among the palm trees. This property offers 2 lots, 0.45 acres / 19,456 sf. Palm Island is a community with only 298 homes where the residents enjoy gatherings in their Elsie Blair Park area. The main home had water intrusion from hurricane Helene which has been mitigated and could be rebuilt or torn down, consult your contractor for construction specifics. There is a Studio Unit/guest suite 576 hsf fully equipped with a full bath, kitchenette, sliding doors out to a large 120 sf wood deck above the detached 2 car garage. This would make a fabulous art studio, home office or in-law suite. The garage is a legal non-conforming space. Studio/Garage is block, consult your contractor for details. Take a stroll only 2 blocks to Siesta Key Beach and sink your toes into the luxurious quartz sand and sparkling water. The Village is minutes away where you will find fabulous restaurants, live music, specialty shops, night life, Sunday Farmers Market, art festivals and more. Take the Siesta Trolly to tour the island and beaches. You can also enjoy fishing, boating, parasailing, kayaking, swimming and snorkeling nearby. You are very close to downtown Sarasota, St. Armands Circle and Lido Beach are just across the Ringling Causeway Bridge. The Sarasota Airport, Asolo Repertoire Theater and Ringling Museum are all within minutes of your unique estate homesite. What a wonderful place to live and call home! Life is good at the Beach!!!

105 Island Circle, Sarasota

1500 Cove Ii Place Unit 524, Sarasota
$796,000
3 Beds ⋅ 3 Baths ⋅ Midnight Cove Ii SubDv. ⋅ 34242 Zip Code
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, Sarasota

1087 Lake House Circle Unit C104, Sarasota
$795,000
2 Beds ⋅ 2 Baths ⋅ Our House At The Bch SubDv. ⋅ 34242 Zip Code
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, Sarasota

1135 Lake House Circle Unit C115, Sarasota
$790,000
2 Beds ⋅ 2 Baths ⋅ Our House At The Bch SubDv. ⋅ 34242 Zip Code
Welcome to your Siesta Key beach retreat! Perfectly positioned directly across from world-famous Siesta Key Beach, this immaculate, beautifully renovated 2-bedroom, 2-bath condominium offers the ideal combination of coastal luxury and exceptional investment potential. Completely renovated in 2019, this turnkey residence features recently installed hurricane-impact windows and sliding glass doors, a beautifully updated kitchen with stone countertops and stainless-steel appliances, a remodeled master suite, updated bathrooms, all-new PVC plumbing throughout, in-unit laundry, and a bright, open floor plan designed for easy beach living. Relax on your private lanai overlooking the tranquil lake or take a short walk to the powder-soft sands and crystal-clear waters of Siesta Key Beach. A rare attached private garage with epoxy floors provides additional convenience and storage. Residents and guests enjoy outstanding community amenities, including a pavilion with grills, an outdoor shower, a heated pool, tennis and pickleball courts, and beautifully maintained tropical grounds. Investors will appreciate the short-term rental flexibility, with both on-site professional property management and self-management options available, allowing owners to maximize rental income while maintaining complete flexibility. Whether you’re searching for a full-time residence, vacation getaway, or income-producing property, this condominium checks every box. Most furnishings are negotiable, offering the opportunity to purchase a fully furnished, turnkey property and begin enjoying or renting it immediately. Located just minutes from Siesta Key Village’s popular restaurants, boutique shopping, and entertainment, this is a rare opportunity to own a move-in-ready property in one of Florida’s most sought-after beach communities.

1135 Lake House Circle Unit C115, Sarasota

6236 Midnight Pass Road Unit 304, Sarasota
$790,000
2 Beds ⋅ 2 Baths ⋅ Siesta Dunes Beach SubDv. ⋅ 34242 Zip Code
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, Sarasota

6236 Midnight Pass Road Unit 1-307, Sarasota
$789,000
2 Beds ⋅ 2 Baths ⋅ Siesta Dunes Beach SubDv. ⋅ 34242 Zip Code
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, Sarasota

6063 E Peppertree Way Unit 111, Sarasota
$785,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
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, Sarasota