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$480,000
2 Beds 2 Baths TB8463933 MLS Harbor Towers BLDG.
Have you been searching for your own slice of tropical paradise on Siesta Key? Look no further than this pet-friendly, 2-bedroom, 2-bathroom residence in the perfectly located Harbor Towers Yacht & Racquet Club. This updated home feels fresh and inviting with new luxury vinyl wood-plank style flooring and brand-new hurricane impact-resistant windows for total peace of mind. Harbor Towers is a well-established community situated right in the heart of "The Key," just across the way from the world-famous Siesta Key Beach and a short distance from vibrant shopping and dining. Life here feels like a permanent vacation with access to a resort-style swimming pool, an oversized hot tub, three Har-Tru tennis courts, a fitness center, and a social room with a catering kitchen. Boaters will especially love the on-site marina, where boat slips are available on a first-come, first-served basis for a nominal monthly hook-up fee. Whether you are looking for a primary residence, a seasonal getaway, or a smart investment with a documented rental history, this hidden gem is ready for you. Come and see what makes this such a special place to live!

5855 Midnight Pass Road Unit 227, Siesta Key

$480,000
2 Beds 2 Baths A4661191 MLS 1255 BLDG.
Move in ready AND priced to sell quickly! Don't miss the chance to own this beautifully updated turnkey furnished 2-bedroom condo at Peppertree Bay, available at an unbeatable price! Experience resort-style living in this bayfront and beachside community. The interior boasts an open floor plan with spacious, welcoming rooms, tile and luxury vinyl plank flooring, and a generous 29-foot lanai. Peppertree Bay offers luxurious amenities, including under building parking, private beach access, two heated swimming pools, tennis and pickleball courts, two clubhouses, a fitness center, and a fishing pier. It’s like a vacation every day! When you want a change of pace, leave your car behind and take the trolley to all the wonderful restaurants and shopping Siesta Key has to offer. With onsite management and a rental desk, this Peppertree Bay condo serves as an ideal coastal getaway or a smart investment choice. Don’t let this one get away.

1255 E Peppertree Drive Unit 201, Siesta Key

$478,000
2 Beds 2 Baths A4681513 MLS N/A BLDG.
Luxury waterfront living on Little Sarasota Bay in the highly sought-after Sunrise Cove, located on the peaceful southern end of Siesta Key. This direct bayfront, ground-floor condo offers 2 bedrooms, 2 bathrooms, in-unit laundry, and 1,233 square feet of thoughtfully designed living space with pool and expansive water views. Residents enjoy resort-style amenities including two heated pools, boat docks, tennis and pickleball courts, kayak and bike storage, and a community center featuring a fitness facility, billiards, and ping pong. Conveniently located just minutes from Turtle Beach, local dining, and the trolley stop for easy access to Siesta Beach and Siesta Village—providing the ultimate island lifestyle with boating, shopping, and dining nearby. (No flooding from the 2024 storms.)

8897 Midnight Pass Road Unit 105, Siesta Key

$475,000
2 Beds 2 Baths A4674935 MLS 2 BLDG.
Siesta Key Waterfront Opportunity – Unmatched full bay views from your lanai, Gulf views from your front balcony — this 2 bed, 2 bath condo offers the best of coastal living on Siesta Key. Spacious and ready for your personal touch, this condo is ideal for those looking to renovate and build equity. The community offers two bayfront pools, pickleball and tennis courts, fitness center, kayak racks, and some of the most affordable boat docks around (first come, first served). No flooding in this complex! Reserved carport next to the elevator. Turtle Beach access just across the street. Trolley stop nearby for easy island exploring. Monthly rentals allowed 12x per year with onsite management. Whether you're searching for a relaxing island escape or an income-producing property, this is your chance to own in one of Siesta Key’s most desirable waterfront communities.

8911 Midnight Pass Road Unit 410, Siesta Key

$475,000
1 Beds 1 Baths A4649775 MLS Gulf & Bay Club Bayside BLDG.
Welcome to paradise on Siesta Key! This delightful elevated first-floor one-bedroom, one-bath unit in the highly sought-after Gulf and Bay Club Bayside combines comfort, style, and unbeatable convenience—with no flood or storm damage. Enjoy direct deeded beach access just across the street to world-famous Siesta Key Beach, and embrace true resort-style living with incredible amenities at your fingertips. Step inside to an open-concept floor plan with a spacious living/dining area, a large eat-in kitchen, and a fabulous glassed and screened lanai overlooking lush tropical landscaping. The comfortable bedroom includes an updated bath, and the unit is complete with a private one-car garage, in-unit washer and dryer, and turn-key furnishings—ready for you or your guests. This is one of the largest one bedroom available on Siesta Key! Important upgrades include a new electrical panel, AC, and water heater—all replaced in 2022, offering peace of mind and modern efficiency. Gulf and Bay Club Bayside features: Two resort-style pools Tennis and pickleball courts Newly renovated fishing dock Walking paths, boat loading zones, and four BBQ areas Clubhouse for private events Freshly painted buildings with new metal roofs This weekly-rental-friendly community also offers onsite management, making it an exceptional income opportunity for investors or those seeking a flexible-use property. Location couldn’t be more attractive—cross the road for beach access, or hop on the free trolley to explore Siesta Key Village or South Siesta. Park your car and instantly feel like you're on vacation! Live the island lifestyle at Gulf and Bay Club Bayside—where coastal charm meets modern convenience.

1223 Siesta Bayside Drive Unit 1223, Siesta Key

$475,000
2 Beds 2 Baths A4638887 MLS
GREAT GULF FRONT OPPORTUNITY! This incredibly well priced 2 bed/2 bath villa represents an exceptional opportunity to start fresh with almost new construction in the idyllic GULF FRONT property of Whispering Sands on Siesta Key. This lovely unit experienced flooding last fall and is now being sold post remediation and pre rebuild – providing the next owner with the wonderful opportunity to customize it to their own individual style. It has undergone professional remediation, mold, asbestos, and lead inspections, drywall removal and installation, and has been newly painted. New baseboards, interior doors, trim, and remaining flooring have yet to be added back to the villa. This unit features a wonderful galley kitchen with small breakfast bar. The lower kitchen cabinets, appliances, and bathroom vanities & fixtures have been removed. The kitchen and bathroom countertops were able to be saved, are in great shape, and are stored in the villa. The interior includes gleaming crown molding, recessed lighting, and newer ceiling fans. Two sets of beautiful French doors with privacy mini blinds open from the living space. One set opens into a gorgeous sunroom with high windows, vaulted ceiling, sliding windows with screens, and its own A/C system, and the other into a private patio. The primary and guest bedroom windows are covered with plantation shutters. This will also features a one car garage, with a W/D hook up. A NEW 2025 CONCRETE TILE ROOF IS BEING PUT ON THE VILLA - PAID BY THE SELLER. The garage was reroofed in 2020.

147 Whispering Sands Drive Unit V29, Siesta Key

$475,000
1 Beds 1 Baths A4630236 MLS Sunset Royale BLDG.
Location, Location! NO HURRICANE DAMAGE to this unit. Luxurious lifestyle awaits you with Glorious Unobstructed Breathtaking FULL GULF VIEWS of tranquil aqua waters and enchanting sunsets right from your own Condo. DIRECT BEACH VIEW & ACCESS + a convenient WALK to the VILLAGE full of restaurants, music and shopping. Only a handful of buildings have full VIEWS + LOCATION + BEACH. MINIMUM ONE WEEK RENTS AFFORDS YOU A STRONG RENTAL INCOME. This stunning 787 sq ft one bedroom, one bath is FULLY FURNISHED and meticuously designed and decorated with new tranquil paint, comfortable beds, furniture, elaborate fabrics, linens, new walk in bath shower with Carrera marble pattern, dimmable inset ceiling lighting for maximum ambiance, three fans, three closets and so much more. The comfortable large leather couch has two push button wide recliners that make into relaxing beds. The heart of the home is the expansive open great room floor plan that seamlessly blends ocean, style and comfort. The Florida room has a seperate settee and seperate dining area with Sunshades and windows that open to the ocean breeze and has room for a portable queen bed if desired. This unit comes TURNKEY FURNISHED with seaside charm and everything you need to just move right in! The building is equipped with outdoor showers at all entrances, BBQ's and picnic area with cool ocean breezes located by the rental office on the first floor and laundry rooms next to the elevators on each floor. This unit comes with one designated carport parking and a designated storage room #25 on the same floor west of the unit. Actual measurement of storage room is 8.9" high x 34" wide x 44.5" deep and can be shelved or open depending on your needs. This building sits directly accross Beach Road from the beaches BBQ's and picnic tables west of the Pavilllion on Siesta Key, Crescent Beach, rated #1 Beach in the World and in the US for many years. It is noted for its unique sand that feels like baby powder on your feet. The Pavillion provides food and beach sundries concessions, shaded playground, tennis, pickleball, paved walking trails, lifeguard, plenty of restrooms and beach volleyball. Beach property is County owned, no one willl ever be able to build in front of you and block your view. Sunset Royale was completely renovated and hardened against hurricanes from 2008 through 2010. It sits high up from the beach level to avoid hurricane damage and flooding. There is a rental office on the first floor which rents units for a minimum of one week, if you are interested in rental income when you are not using the unit yourselves. You are free to rent your own unit if you desire. Our rental schedule and other income paperwork for this unit is in the Listing attachments. There are bike rentals, kayak, canoe, small boat rentals, boat launches nearby and everything ISLAND LIVING has to offer. DON'T LET THIS OASIS PASS YOU BY!

711 Beach Road Unit 208, Siesta Key

$470,000
1 Beds 1 Baths A4680522 MLS A BLDG.
Move Right Into this VERY SPECIAL SIESTA KEY RESIDENCE & Experience the Best in "Old-School" Island Lifestyle.....Sandy Cove is Truly a Hidden Mid-Century Inspired Oasis where the Lucky Few Residences are just Steps to Lounging, Fishing and Enjoying Sunsets in the PRIVATE GULF-FRONT Recreational Area with Historic Clubhouse & then a Short Stroll to Siesta Key Village.....Designed by renowned architect, Frank Folsom Smith, this COMPLETELY UPDATED & TURNKEY FURNISHED residence in Pet Friendly Sandy Cove III (up to TWO LARGE DOGS!) features Stunning Coastal Contemporary Finishes & Furnishings, including: Hurricane Impact Windows & Sliders, Luxury Vinyl Plank Flooring Throughout; Quartz Countertops, Glazed Ceramic Tile Backsplash, In-Unit Laundry and Custom Closets & Built-ins!. Indulge in Morning Coffee or Evening Cocktails on Multiple Lanai's--the Ultimate in INDOOR/OUTDOOR Living. Monthly Rentals Allowed.....Ideal as Vacation, Investment or Year-Round Residence.

116 Pass Key Road Unit 116, Siesta Key

$470,000
2 Beds 2 Baths A4637752 MLS E43 BLDG.
Condo being sold Turn-Key! Welcome to Paradise on Siesta Key! This charming 2-bedroom, 2-bathroom condo offers 1,101 square feet of coastal living at its finest. Nestled in the heart of Siesta Key, this home is perfect for those seeking a relaxing island retreat or an ideal investment opportunity. Step inside to discover an open kitchen with granite countertops, a convenient breakfast bar, and sleek stainless steel appliances. The spacious layout includes a washer and dryer for your convenience, and the enclosed screened lanai is the perfect spot to unwind while overlooking the sparkling community pool. The lanai also features a handy storage closet—ideal for keeping your beach chairs and bicycles ready for your next adventure. Bay Oaks offers an array of amenities to enhance your island lifestyle, including tennis courts, a community pool, and a dock where you can relax and take in the breathtaking water views. For those who love to grill, the BBQ area is perfect for enjoying burgers and hotdogs with friends and family. Just down the road, you’ll find the world-renowned Siesta Key Beach, famous for its powdery white sand and crystal-clear waters. Siesta Key Village is also nearby, offering a vibrant mix of shops, restaurants, and nightlife. Don’t miss this incredible opportunity to own your slice of paradise on Siesta Key! Schedule your private showing today.

6157 Midnight Pass Road Unit E43, Siesta Key

$470,000
2 Beds 2 Baths A4624485 MLS 8911 BLDG.
Discover the ultimate coastal lifestyle in this beautifully updated furnished 2-bedroom, 2-bath ground-floor condo located in the highly desirable Sunrise Cove community on Siesta Key, Sarasota. This meticulously maintained condo offers a seamless blend of comfort and convenience, enhanced by numerous upgrades including a full kitchen renovation with granite countertops, tile flooring, and modern appliances in 2019. The open-concept living area extends to a spacious lanai with hurricane-rated custom sliding doors, providing a serene space to relax. Throughout the home, updated flooring and new ceiling fans create a fresh and inviting atmosphere. Sunrise Cove is a vibrant community with outstanding amenities, including two pools—one heated and cooled—tennis and pickleball courts, a fully renovated fitness center, and a 40-slip marina with updated seawalls and docks. The community also offers secure kayak and bike storage, making it ideal for outdoor enthusiasts. Additional conveniences include on-site management, maintenance, and housekeeping services. Located directly across from Turtle Beach and Park, you'll have easy access to boat and kayak launches, playgrounds, and picnic areas. Dining and entertainment options abound with Turtles Pub, Turtles Restaurant, and Ophelia's On The Bay. Whether you're enjoying a day on the water, relaxing by the pool, or exploring local dining, this condo offers a perfect island escape. With its prime ground floor location, proximity to parking, and expansive private storage, this condo combines ease of living with modern amenities. Experience the best of Siesta Key in a community designed for relaxation and recreation.

8911 Midnight Pass Road Unit 110, Siesta Key

$465,000
1 Beds 1 Baths A4679296 MLS Gulf Holiday Apartments BLDG.
Welcome to Gulf Holiday Condominium—an exceptional opportunity to own one of just 18 units in this rarely available community. This beautiful and recently updated first-floor, 1-bedroom, 1-bath residence places you just steps from the best of what Sarasota has to offer. Inside, you’ll find stainless steel appliances, quartz countertops, plantation shutters and modern finishes throughout, creating a bright and inviting retreat ideal for personal enjoyment or vacation rental income. If rental income is a priority, you’ll appreciate that this area allows for one-week rentals—a rarity in the surrounding communities. Gulf Holiday Condominium boasts an unbeatable location with effortless access to the white quartz sands of Siesta Key Beach and the vibrant shops, dining, and entertainment of Siesta Key Village. Opportunities like this are truly seldom available—don’t miss your chance to own a piece of paradise and proudly tell your family and friends, “I live where you vacation!

73 Avenida Messina Unit 6, Siesta Key

$465,000
2 Beds 2 Baths A4656278 MLS Section 5 BLDG.
Virtually Staged. BEST PRICED UPDATED VILLA WITH GARAGE ON SIESTA KEY! Don't miss this opportunity to own this lovely REMODELED VILLA just steps from the sand! This 2 bed/2 bath villa nestled in the premier GULF FRONT property of Whispering Sands is the perfect island getaway. Remodeled in 2025, this villa features all NEW vinyl plank flooring, paint, baseboards, trim, molding, and all interior doors. The bright NEW galley kitchen is a true highlight, offering stylish soft close cabinetry, granite countertops, stainless Whirlpool appliances, a side by side fridge with icemaker/dispenser, stainless farmhouse sink, and recessed and under-cabinet lighting. Both bathrooms have been refreshed with new granite counters, cabinets, vanities, and fixtures for a clean, contemporary feel. You’ll enjoy the ease of indoor-outdoor living with a tiled screened lanai – perfect for your morning coffee or evening relaxation. It could be further enclosed with windows or sliders and turned into a sunroom. This villa also features a nice skip trowel ceiling finish and plantation shutters. One car garage with NEW 2026 epoxy floor. NEW 2025 full sized Maytag WASHER & DRYER. NEW 2025 VILLA ROOF. 2025 HVAC system and 2025 water heater. Whether as a year-round residence or a vacation retreat, this maintenance free villa on the Gulf side of Siesta Key combines ease, style, comfort - and a great investment - in one of Siesta Key’s finest Gulf front properties.

119 Whispering Sands Circle Unit V36, Siesta Key

$465,000
2 Beds 2 Baths A4633765 MLS
Welcome to your dream retreat! This delightful 2-bedroom, 1.5-bathroom furnished villa is nestled in the sought-after Polynesian Gardens community on beautiful Siesta Key. Just a 12-minute walk to the pristine sands of Crescent Beach, this home offers the perfect blend of relaxation and convenience. This villa has been completely remodeled after sustaining hurricane damage, ensuring it's better than ever. Updates include new flooring, refinished and repainted cabinets, updated countertops, and new drywall, giving the home a fresh, modern feel. Step inside and be greeted by an open and airy living space, complemented by modern updates throughout. The kitchen boasts sleek stainless steel appliances, making meal preparation a pleasure. The spacious master bedroom features private access to a stunning outdoor patio that spans the length of the home—ideal for morning coffee or evening cocktails. The second bedroom provides ample space for guests or a home office. The updated full bathroom adds a touch of luxury with a soaking tub and rain shower, as well as dual sinks. Enjoy dinner al fresco on the patio with a table for four and BBQ grill. Outside, the Polynesian Gardens community offers a wealth of amenities, including a heated swimming pool for year-round enjoyment, a vibrant community clubhouse with regular social events, and a fishing pier perfect for a relaxing afternoon by the water. World-famous Siesta Key beach and Village are just a short ride away, either by bike or the complimentary Frog Hop trolley. Whether you're seeking a full-time residence, a seasonal getaway, or a rental to add to your portfolio, this villa is a true gem. Don't miss your chance to own a piece of paradise in Polynesian Gardens, Siesta Key!

1125 N Moonmist Court Unit L5, Siesta Key

$465,000
1 Beds 1 Baths A4553656 MLS Siesta Towers BLDG.
Gorgeous and the lowest priced condominium on Siesta Key, with Full Gulf of Mexico and downtown Sarasota city views! All New Hurricane Rated Sliding Glass Doors being installed. Milestone Inspection Good! SELLERS WILL PAY 6 MONTHS OF THE HOA FEES, AS A BONUS TO A BUYER! Turnkey Furnished. This highly sought after community is located on the North end of Siesta Key! 8th floor unit with full views of the Gulf of Mexico, the Skyline of downtown Sarasota, Lido Key, Big Pass and beyond. This beautiful condo is completely updated, no popcorn ceilings here! European Flair with tile floors throughout, crown moldings, a spacious Great Room for lounging and enjoying the views; it's even equipped with a double Murphy bed for guests. The newer kitchen, galley style layout, lives large with solid wood cabinets, new backsplash tiling, under cabinet lighting, stone counters. The grand bedroom also has spectacular water and city views, with access to the all-new terrace, what an uplifting display to wake up to in the mornings. There's no shortage of storage here with 2 closets in the grand bedroom, one is a walk-in. And speaking of storage, there are 2 large closets in the entrance way to the condominium, and extra storage with an owner's closet near the first-floor lobby. The bathroom layout has not been overlooked, paying attention to convenient details: double sinks, large vanity with extra drawers, and a separate water closet with new fixtures and privacy when having guests sleep over. An all-new terrace finished with new railings and flooring, a perfect outdoor area for relaxing and enjoying your morning coffee or having a glass of wine in the evening. Siesta Towers is an exceptional community with abundant amenities to enjoy, and extensive renovations that make everything feel like a new building. As one enters the double secured doors to the front lobby, a tastefully decorated and all new area will impress. Entertain family and friends in the extra-large community club room, with its open kitchen and eat-up island, outdoor grills and extensive lounging and seating, perfect for watching a football game or movie night. Looking for some more Fun? How about a swim in the completely redone community pool, or maybe go fishing on one of two piers, and store your pole in the Fishing Room when you're done. The second pier is perfect for a Social Pier. How about a bike ride around the Island? Well just grab your bikes from the all-new Bike Storage Room (in progress). And that's not all, if you want to work out, keep fit in the all new fitness center, nearly doubled space than before. A very well-maintained building. Free Internet, cable TV, water and trash are included in the HOA fee. Siesta Towers, is within a short walk to Siesta Key Village, with abundant restaurants and shopping. The mainland is close by, over the north bridge, with a shopping mall, theater and additional restaurants and shopping. Come see all that Siesta Key has to offer!

4822 Ocean Boulevard Unit 8E, Siesta Key

$464,000
2 Beds 2 Baths A4666653 MLS 710 BLDG.
Welcome to your slice of paradise on Siesta Key! This turnkey furnished 2 bedroom, 1.5 bathroom condo offers stunning canal views surrounded by mature tropical landscaping. With weekly rentals allowed and convenient in-house property management, it’s an ideal opportunity for both personal enjoyment and investment income. On-site property management provides professional oversight and streamlined rental operations. Positioned just steps from Siesta Key Beach, ranked the #1 beach in America, this property offers the ultimate coastal lifestyle in one of Sarasota’s most desirable locations. The unit is high and dry, and did not sustain flooding from recent hurricanes. Midnight Cove II conveniently features deeded beach access for effortless days in the sun. Resort-style amenities include a heated pool, tennis courts w/ pickleball nets, basketball hoop, car wash station, barbecue grills, fitness center, and covered carport parking. Enjoy the ultimate island lifestyle with Captain Curt’s, Daiquiri Deck, Anna’s Deli, and more right across the street, and Siesta Key Village is just minutes away for dining, shopping, and entertainment. With easy access to the mainland, downtown Sarasota’s vibrant arts, dining, and cultural scene is only minutes away. Rental income history is available upon request. Live on the #1 beach in the USA while your investment works for you - this is Siesta Key living at its finest.

1300 Cove Ii Place Unit 710, Siesta Key

$462,500
2 Beds 2 Baths A4682842 MLS 208 BLDG.
Island living as it was meant to be. Rarely available two-bedroom, two bath, turnkey furnished second floor residence in a private Gulf front community. Enjoy the charm of an Old Florida setting paired with the ease of true condominium living, where neighbors know one another and weekly rentals are not part of the landscape. This light filled “tree top” condo features its own private exterior entrance, cathedral ceilings, and an open plan design that opens to a private balcony. The updated kitchen was thoughtfully expanded and features solid wood cabinetry, stone countertops, and a breakfast bar designed for casual dining and entertaining. The living room has high ceilings and two sets of sliders. The unit has been fully updated and is decorated in a relaxed beachy style - just move right in! There are essentially two primary suites - one on the main level with an updated bathroom and sliding doors to a private balcony and laundry closet. Upstairs, the second bedroom functions as its own private suite with a full bath and the flexibility to remain open to the living space below or be closed off with shutters for added privacy. Additional highlights include blackout blinds, large storage beneath the stairs, hurricane rated sliding doors and windows, and a separate assigned storage unit. The community provides direct access to the Gulf of Mexico, one of the best fishing piers and waterfront areas on the Key, kayak and paddleboard storage, and a sweeping Gulf front lawn dotted with chairs and umbrellas, the perfect setting to watch dolphins play and boats glide by. The clubhouse is currently not in use and is planned for revitalization. Pet friendly and ideally located on the north end of the island, just a short walk or bike ride to the shops and restaurants of the Village.

208 Pass Key Road Unit 208, Siesta Key

$462,500
2 Beds 2 Baths A4654941 MLS Marlin BLDG.
Second Floor CORNER END UNIT ON THE CANAL! This is the One You've Been Waiting For on Siesta Key, 2 bedroom 2 bathroom condo next to the Heated Pool and an easy walk across the street to our Private Beach Access through Crescent Arms! Welcome to this delightful, ready to move in 2-bedroom, 2-bath canal front condominium, ideally situated near the Stickney Point Bridge on Siesta Key. Easy on and off the island. Gorgeous granite countertops with a large open kitchen area including bar seating. Absolutely Stunning Porcelain floors throughout the kitchen, living area, bedrooms, hallway and entry. Gorgeous completely renovated bathrooms with Granite countertops in light brown tones and stunning showers. This condo has everything that you will need to move right in. If you are looking for a vacation home with a water view or retiring to a warm climate with a breeze - This is it! Dock your boat at our Harbor for a reasonable fee, clean your fish at one of the many Fishing Stations at our Harbor and enjoy the Deep Water Canal leading directly to the Sailboat Water of the Intracoastal Waterway. Have your morning coffee on the lanai and enjoy the breeze or close the Impact windows and work from your lanai with no distractions, just a breathtaking water view. You'll love how conveniently located you are to exceptional restaurants, Siesta Key Village and the natural beauty of Siesta Key Beach – an easy walk directly across the street. This condo boasts a spacious open floor plan adorned with extra windows since it is an end unit, bathing the dwelling in warm, natural light. The contemporary new flooring adds a classic touch to the layout. Among its foremost features, this unit comes with Impact Windows, a new Air Conditioner, a dedicated carport parking spot, outside storage space and enjoys amenities like a community pool, fitness center, and laundry on the second, third and fourth floors. Elevate your living experience in this beach home, and enjoy all the benefits and convenience it offers. Don't miss this chance to reside in one of the best locations in Sarasota! Active community with lots of activities in season, private beach access directly across the street. The location is wonderful, scat and trolley right outside your door, easy on and off the key, this is an over 55 community! Close to the Heated pool, clubhouse, Grills, outdoor spa, saunas, fishing pier on the Intracoastal Waterway with a great seating area, Exercise Room, Library and Shuffleboard Courts! This is a great community. You Deserve Paradise!

1250 N Portofino Drive Unit 208, Siesta Key

$460,000
2 Beds 2 Baths N6140380 MLS Anchorage BLDG.
***PROJECTED GROSS REVENUE UPWARDS OF 45,000 PER YEAR***Experience the best of Siesta Key living in this light-filled, south-facing 2-bedroom, 2-bath condo at The Anchorage on Siesta Key. This spacious unit features a large, private balcony with tranquil views of the canal and Intracoastal Waterway, buffered by lush mangroves for added privacy. Enjoy balcony access directly from the main bedroom a perfect spot for morning coffee or evening sunsets. The second bedroom also features an ensuite bathroom, offering comfort and privacy for guests or family. Offered fully turnkey furnished just bring your suitcase and move right in! Stylish new furniture from 2024 complements the open layout, while recent updates include fresh interior paint and durable life-proof flooring in the primary bedroom. Additional upgrades such as a newer water heater installed in 2020. Originally remodeled in 2010, the condo seamlessly blends modern convenience with timeless coastal charm. Enjoy deeded private beach access to the world-renowned #1-rated Siesta Key Beach, just a short stroll across the street. The Anchorage is a highly desirable waterfront community offering resort-style amenities: a heated Olympic-size pool, fitness center, his-and-hers saunas, lighted tennis court, two pickleball courts, BBQ grills, shuffleboard, and beautifully maintained gardens along the water. Boating enthusiasts will appreciate the first-come, first-served boat slips with direct Intracoastal access, available to owners for just $10/month. Perfect for both personal use and investment, this property allows weekly rentals year-round (1-week minimum), offering excellent income potential. The on-site professional management team makes ownership and guest rentals effortless. Additional features include an elevator in the building, ample parking, and a secure, welcoming community environment. Ideally located near the Stickney Point Bridge for easy access to the mainland, and just minutes from shops, restaurants, Siesta Key Village, and downtown Sarasota’s vibrant arts and culture scene. Whether you're seeking a full-time residence, seasonal retreat, or high-performing rental property, this condo delivers the best of coastal living on Siesta Key.

6415 Midnight Pass Road Unit 205, Siesta Key

$460,000
2 Beds 2 Baths A4659619 MLS 8 BLDG.
Make sure to see to this slice of paradise across the road from the beautiful ranked #1 Siesta Key Beach. This is being sold turnkey furnished all you need to do is bring your tooth brush. This condo has been updated and all of the appliances are within the last few years. The A/C has just recently been replaced. This complex did not have any flooding at all during the hurricanes and this unit is on the second floor. There is a wonderful screened lanai off the living room that looks over a lovely garden. This unit is nicely furnished with everything you would need at your new Beach condominium. Covered parking for one car and guest parking for other cars. The community amenities are wonderful they consist of an active clubhouse, a library, large swimming pool, extra laundry machines on property for your large items, BBQ grills and picnic areas and first come first serve boat docks and fishing area in a cove of the intercoastal. Having the Beach across the street offers, playgrounds, picnic areas, concession booths, volleyball, tennis and pickleball along with the lifeguard protected beach and swimming area. This is a pet friendly association as long as the pet is no larger than 25 pounds. The rental period is a minimum of 2 weeks all the way to year round. There is a management team on property to help with rentals and maintenance of the property. It is a well managed and well cared for complex.

5649 Midnight Pass Road Unit 804, Siesta Key

$460,000
1 Beds 2 Baths A4588174 MLS Tarpon BLDG.
"Experience Unbelievable Intracoastal Views from your Lanai in one of the most coveted locations within Siesta Harbor. Situated alongside its own canal, this property offers breathtaking vistas of the intracoastal waterway, making it a prime waterfront destination that includes sailboat water boat docks and deeded access to one of the world's finest beaches, the renowned Crescent Beach on Siesta Key. Siesta Harbor provides a wealth of amenities, including a heated pool, outdoor spa and shower, an indoor sauna, fitness facility, a recently resurfaced shuffleboard court, a renovated clubhouse featuring a full kitchen, an outdoor barbecue area, a well-stocked library, and a dock/fishing pier complete with seating to watch passing boats. This prime location within Siesta Harbor, nestled on the primary waterway of the intracoastal, allows you to relish both the breathtaking sunrise from your lanai and the captivating sunset just a stone's throw away. This is your chance to embrace paradise for under $500,000! Upon entering, you'll be captivated by the modern elegance that graces this residence. The kitchen is a haven for any chef, with its top-of-the-line stainless steel appliances and elegant stone countertops that exude sophistication. Not only do the impact windows and sliders enhance the overall aesthetics, but they also provide added security and peace of mind during adverse weather conditions. Convenience is paramount, as this condominium is located between Siesta Village and the shops near Crescent Village, a vibrant hub brimming with shops and restaurants. Alternatively, you can leisurely explore the island by taking advantage of the free Siesta Key Trolley. Don't let this incredible opportunity to own your very own piece of paradise in Siesta Key slip through your fingers. Schedule a showing today and immerse yourself in the ultimate waterfront lifestyle that this condominium has to offer."

1350 N Portofino Drive Unit 407, Siesta Key

$460,000
1 Beds 1 Baths A4584157 MLS 9011 BLDG.
Gorgeous Views from this Move In Ready Condo on the World Famous Siesta Key Beach! Located on the Quiet, South End of the Key, this 1 bedroom, 1 Bath, Turnkey Furnished Residence Features New Vinyl Flooring Throughout, creating a Light and Bright, Open Feel. From the Moment you Enter the Front Door, you are Struck by the Amazing Bay Front View from this 4th Floor Unit! A Combination Dining Room/ Generous Living Room Extends to the Private Balcony Overlooking the Inter-Coastal Waterway. Adjacent to the Living Space is a Large Owner's Suite with Huge Walk In Closet. Other Updates include New Hurricane Impact Windows in Kitchen and Owner's Suite, Newer Appliances, and Newer Furniture. Sunrise Cove Amenities includes First Come/ First Serve Boat Slips for a Minimal Annual Fee, Two Heated Waterfront Pools, Newly Resurfaced Tennis/Pickle Ball Courts, Fitness Room, Billiards Room, Meeting Rooms, Kayak Storage, and On Site Rental Manager adding Convenience for those interesting in an Income Producing Rental Property. Live the Best of the Florida Lifestyle by Spending Hours Enjoying the Stunning Views, Walking on the Soft Sands of Turtle and Siesta Key Beach, Boating on the Wonderful Sarasota Waters, Relaxing at Sunset on the Beach, and Dining Options just next door at Turtles Restaurant, and steps from the Elegant Ophelia's Restaurant, or Free Trolley Rides to Numerous Restaurants and Shops in the Siesta Key Village! Possibilities are Limitless in this Fabulous Siesta Key Condo! Set up an Appointment Today!

9011 Midnight Pass Road Unit 428, Siesta Key

$458,000
2 Beds 2 Baths N6135805 MLS 6415 BLDG.
One or more photo(s) has been virtually staged. UNBELIEVEABLE OPPORTUNITY to Seize the Moment for the Savy Buyer to Purchase this 2 Bedroom, 2 Bath Condo and Turn it Into the Beach Beauty of Your Dreams! Rarely Does an OPPORTUNITY Come Along to Renovate and Update a Property Like this at Such a Low, Low Price. Located in The Anchorage, a Well-Maintained Building which was Re-plumbed in 2020, and has Completed the Milestone Structural Inspection in 2022, The Anchorage Offers DEED RESTRICTED BEACH ACCESS to the Gulf of Mexico RIGHT ACROSS THE STREET. The Entrance/Lobby has been COMPLETELY RENOVATED (2024) with BRAND NEW TILE FLOORS. Featuring 2 Spacious Bedrooms, 2 Baths, and 2 Walk-In Closets PLUS an IN-CONDO LAUNDRY ROOM Accommodating a FULL-SIZE Washer & Dryer, NEWER CARPET and INTERIOR PAINT (August 2023), this 2nd Floor Unit has a PEACEFUL TREE-LINED VIEW FROM its Balcony (6ft X 34 ft) with Southern Exposure, and a Water View of the Canal and Docks to Enjoy Sunrise and Colorful Sunsets on Siesta Key. ALL ROOMS HAVE SLIDING GLASS DOORS LEADING TO THE BALCONY. The ON-SITE RENTAL OFFICE Opens Up a World of Possibilities to RENT YOUR CONDO When You Aren’t Using It, or INVESTORS Will Have the OPPORTUNITY to RENT the Unit WEEKLY, 52 Weeks a Year! The Amenity-Rich Anchorage Offers Owners and Renters a Gated Entrance, An OLYMPIC-SIZE HEATED POOL, Fitness Room, Lighted Pickel Ball & Tennis Courts, Clubhouse, BBQ & Picnic Areas, His & Hers Saunas, Kayak Storage, and FREE DOCKAGE for Your Boat Along the Seawall. Relax in an Adirondack Chair Along the Intercoastal Waterway as the Sail and Power Boats Pass by. Within Walking Distance is the Daiquiri Deck, Captain Curt’s Crab & Oyster Bar, and Clayton’s, Plus a Variety of other Popular Restaurants & Shops along with the Siesta Key Marina. Take the FREE TROLLY to Siesta Key Village to Enjoy More Shopping, Entertainment and Dining Options. Located Adjacent to the Stickney Point Bridge, You’ll Have Easy Access to the Mainland and Beyond. Bring Your Creative Ideas and Fulfill Your Siesta Key Beach Dreams. IRRESISTABLY PRICED, This Condo is the Deal You’ve Been Waiting For!

6415 Midnight Pass Road Unit 206, Siesta Key

$455,000
2 Beds 2 Baths A4647016 MLS 8701 BLDG.
Endless Potential in a Prime Location! Located in the highly desirable Turtle Bay on South Siesta Key, this two-bedroom, two-bath condo is a blank canvas- original and ready for its new owner to bring their vision to life. With stunning views of Little Sarasota Bay from the living room and private balcony, this unit offers the perfect foundation to create your dream coastal retreat. Enjoy access to an updated fishing pier-ideal for casting a line or simply soaking in the stunning water views. Boaters will love the private boat dock with boat slips available for just $300 a year, making it easy and affordable to explore the waterways. Additional community amenities ensure every day feels like a vacation along with a deeded beach access just across the street at Tortuga Community for direct access to the sparkling Gulf of Mexico waters world-famous sunsets. Inside, you'll find an open-concept layout, generous natural light, spacious bedrooms, and private balcony where you can take in the tranquil waterfront scenery overlooking the pool. The spacious layout provides an ideal backdrop for your renovation and personalization. Whether you're dreaming of a modern beach-chic aesthetic or a cozy Florida getaway, the possibilities are endless. Residents enjoy deeded beach access across the street, providing easy entry to the gulf and gorgeous sunsets! Additional highlights include a private detached garage, plenty of guest parking, and located minutes away from Siesta Key Village, shopping, dining and entertainment. Enjoy all the amenities at Turtle Bay which include a heated pool, tennis and pickleball courts, clubhouse, and fishing pier with day dockage. With the beach just a short walk away, this is your chance to own and transform a piece of paradise on Siesta Key.

8701 Midnight Pass Road Unit 206A, Siesta Key

$455,000
2 Beds 2 Baths A4644285 MLS 1250 BLDG.
Experience breathtaking views from this stunning, fully remodeled 2-bedroom, 2-bath waterfront condo with Deeded Beach Access! Natural light pours into this corner unit through hurricane impact windows and doors, highlighting the gorgeous canal and Bay vistas. Thoughtfully renovated throughout, this home is move-in ready, offering the perfect space to enjoy the best of Florida living. The open, split-bedroom floor plan is ideal for entertaining, and the patio can easily be closed for year-round enjoyment. The spacious, recently upgraded kitchen adds to the appeal. With engineered wood flooring throughout the main living areas and tile in the wet zones, upkeep is a breeze. Elegant Plantation shutters cover the impact windows, adding a touch of class. This TURNKEY furnished home allows for a smooth transition right into your new space. The November 2014 AC is still under a 12 year warranty. Siesta Harbor is a vibrant 55+ community nestled along the Intracoastal Waterway that has been meticulously maintained and recently updated, including new roofs and remodeled common areas. Bring your boat, as dock space is available for up to 30 foot vessels at very reasonable prices on the deep-water canal right in your backyard. World-renowned Siesta Key Beach is just across the street, accessible via your community’s deeded access. With a 1-month minimum rental policy, this unit offers an excellent investment opportunity. It also serves as the perfect home for year-round living, complete with amenities such as a heated pool and spa, sauna, fitness center, barbecue area, fishing pier, and assigned covered parking. Enjoy dining and shopping just a short stroll, bike ride, or Siesta trolley ride away, plus easy access to your private community beach. Don’t miss out—call today to schedule a tour of this exceptional unit!

1250 N Portofino Drive Unit 201, Siesta Key

$455,000
1 Beds 1 Baths A4605000 MLS Sunrise Cove BLDG.
Penthouse Pied a' terre with full bayfront views at Sunrise Cove Yacht and Racquet Club, a stone's throw from pristine Turtle Beach. This one-bedroom furnished retreat is the perfect tropical beach getaway for those seeking a resort lifestyle at an affordable price. Sunrise Cove has two pools, lighted tennis and pickleball courts, exercise room, picnic area, kayak launch, bike storage, grills, and billiards room. Boaters will appreciate having plenty of available boat slips for their favorite vessel. Wake up to full bayfront views from your bedroom. Take a quick stroll across the street to watch the beautiful sunset at Turtle Beach or hop on the trolley to vibrant Siesta Key Village, with its welcoming community vibe and breathtaking natural beauty, Enjoy the quaint shops and charming restaurants. One month rentals permitted, providing an excellent opportunity to generate income when you are not using the property.

8911 Midnight Pass Road Unit 512, Siesta Key

$452,000
1 Beds 1 Baths A4672410 MLS Holiday Apts BLDG.
Welcome to Gulf Holiday Condominium—an exceptional opportunity to own one of just 18 units in this rarely available community. This beautifully updated second-floor, 1-bedroom, 1-bath residence places you just steps from the best of what Sarasota has to offer. Inside, you’ll find stainless steel appliances, quartz and granite countertops, and modern finishes throughout, creating a bright and inviting retreat ideal for personal enjoyment or vacation rental income. If rental income is a priority, you’ll appreciate that this area allows for one-week rentals—a rarity in the surrounding communities. Gulf Holiday Condominium boasts an unbeatable location with effortless access to the white quartz sands of Siesta Key Beach and the vibrant shops, dining, and entertainment of Siesta Key Village. Opportunities like this are truly seldom available—don’t miss your chance to own a piece of paradise and proudly tell your family and friends, “I live where you vacation!

73 Avenida Messina Unit 15, Siesta Key

$450,000
1 Beds 1 Baths A4680784 MLS Sandy Cove BLDG.
This freshly updated turnkey furnished 1 bed + loft pet-friendly condo is ready for its new owner! The unit sits high and dry on the second floor and has a small loft with a queen-sized bed, a wood-burning fireplace, a main bedroom with a separate mini split AC unit, and ensuite bathroom with shower. Plenty of natural light and a large, newly refinished balcony overlooking the spring-fed lake. Updates include refinished kitchen cabinetry, quartz countertops, cooktop, moveable island with genuine butcher-block top, built-in trash and recycling cabinet, and a breakfast bar with seating for 4, and hard-wearing luxury vinyl plank floors throughout the main living/bedroom area. This unit also benefits from a brand-new standing seam metal roof. Sandy Cove is a highly sought-after old Florida-style community located just north of Siesta Key Village. Relax and enjoy the pristine white quartz sand 350 ft. stretch of private Gulf-front beach in a natural Old Florida setting. Enjoy the morning sun from your balcony. Come experience the true experience of old Florida with the Sandy Cove community, designed by the renowned Sarasota School of Architecture master Frank Folsom Smith. You will have a covered parking space with a storage closet for beach chairs and bikes, and there is kayak storage on site. Impact windows and sliders. Stack washer and dryer in unit. Just bring your beach towel and move right in!

24 Sandy Cove Road Unit A6-D, Siesta Key

$450,000
1 Beds 1 Baths A4669061 MLS Alohoa Kai #42 BLDG.
Siesta Key Aloha Kai One-story villa, just like new! Welcome to your slice of paradise on world-famous Siesta Key Beach! This stunning one-bedroom, one-bath villa offers the ultimate in coastal living with direct beach access. Enter into a fully remodeled interior, professionally remediated and redesigned from top to bottom, including stylish furnishings, so you can move right in or start renting immediately. Featuring luxury vinyl floors, private patio, barbecue grill, screened front lanai, new roof and turnkey furnished this condominium offers peace of mind and modern convenience. Short-term rentals allowed. On Siesta Key on Florida’s West Coast in Sarasota, this is a gated beachfront community on one of the top-rated beaches in the United States. Aloha Kai is a laid-back, friendly vacation community with a large swimming pool and direct access to the most spectacular beach on Florida’s Gulf Coast. A beach vacation destination with a laid-back vibe and plenty of places to relax or have an active getaway.

6020 Midnight Pass Road Unit 42, Siesta Key

$450,000
2 Beds 2 Baths A4652521 MLS 3 BLDG.
Welcome to your own slice of paradise on stunning Siesta Key! This turnkey-furnished 2-bedroom, 2-bathroom condo is perfectly situated in the sought-after White Sands Village—just 367 steps from the world-renowned Siesta Key Beach, proudly ranked the #1 beach in the U.S. Whether you're seeking a full-time residence, a sun-soaked vacation getaway, or a high-performing income property, this condo has it all. Step inside to a bright, open living space that's been tastefully updated with stylish tile flooring, a fully equipped kitchen featuring sleek stainless-steel appliances, and modern bathrooms, and crown molding throughout. Both the living room and bedrooms are comfortably furnished and move-in ready—just bring your flip-flops! Unwind on your private screened lanai, where you can soak in the tropical breeze and peaceful sounds of nature. Recent updates include a new A/C Unit (2023) and Hot Water Heater (2019), adding peace of mind to your investment. Community perks include, Heated swimming pool & sauna, Boat docks (available for annual rental, first-come basis), Clubhouse for social events, BBQ grills & picnic spots, Multiple laundry facilities, Covered parking + plenty of guest parking. Directly across the street, Siesta Key Public Beach offers tennis, pickleball, volleyball, and a playground—perfect for active beach days. When the sun sets, hop on the free trolley or Frog Hopper and head to Siesta Village for live music, fantastic dining, shopping, festivals, and the weekend farmer's market. With a pet-friendly policy, flexible 2-week rental terms, and an on-site rental manager to handle everything, this condo offers not only a relaxing beach lifestyle but also excellent rental income potential. Don’t miss your chance to own a piece of paradise in one of the world’s most beloved beach destinations. Live the laid-back Siesta Key lifestyle—your coastal oasis is waiting!

5669 Midnight Pass Road Unit 308, Siesta Key

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