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$1,300,000
3 Beds 2 Baths Waterside East SubDv. 34242 Zip Code
INCREDIBLE VIEWS!.....INCREDIBLE ISLAND LOCATION!....INCREDIBLE INDOOR/OUTDOOR LIVING!....Turnkey Furnished & Located on a Quiet Cul-de-Sac street along the GRAND CANAL with Long Water Views ..... YOU will be "Wowed" by this 3 Bedroom/ 2 Bath Bright and Spacious Open Floor Plan that Seamlessly Flows to Over-Sized Screened Lanai with Heated Salt Water Pool--- Excellent for Entertaining as well as Everyday Activities****Updated Kitchen and Baths; Quartz Countertops & Luxury Vinyl Plank Flooring Throughout****Enjoy your Morning Coffee Poolside, Dinners Al Fresco and Sunset Cocktails Relaxing by the Waterside Fire-pit..... Ideal Property for the Boating Enthusiast with 10,000# Boat Lift & ease of Egress along the Grand Canal and just 5 minutes to the Intracoastal with Quick Access to the Gulf....and for the "Beach Lover"--- a quick bike ride to the Powdery White Sands of Top-Rated SIESTA KEY BEACH....Perfect as Investment, Vacation/Seasonal Property or Primary Residence!

572 Commonwealth Lane, Sarasota

$335,000
1 Beds 1 Baths Sunrise Cove SubDv. 34242 Zip Code
WATERFRONT LUXURY ON SIESTA KEY Spacious 1-Bedroom Condo with Panoramic Bay Views Experience the best of coastal living in this beautifully appointed one-bedroom, one-bathroom condo, ideally situated on the Intracoastal Waterway in the sought-after Sunrise Cove community. This rare waterfront offering features unobstructed views of Little Sarasota Bay and a veiw of the Gulf of Mexico from the front of the unit—a truly unique find on Siesta Key. Whether you're seeking a full-time residence, a seasonal escape, or an income-generating investment, this property delivers exceptional flexibility. With an on-site rental manager, owners can rent the unit during peak season (rental rates for 1-bedrooms range from $6,000–$7,000/month) and enjoy personal use during the off-season, helping to offset ownership costs. Interior Highlights: Bright, open floor plan Large enclosed lanai with panoramic bay views Perfect space for enjoying morning sunrises and daily waterfront activity Community Amenities Include: Two resort-style waterfront pools Fully equipped modern fitness center Bayside BBQ grills and picnic areas for entertaining Tennis and pickleball courts Kayak and bicycle storage Boat slips with water and electric—ideal for boaters or guests Covered assigned parking plus ample guest parking Unlimited use of laundry facilities—conveniently located just outside the unit Recent updates to the roof, carports, and seawall ensure peace of mind and long-term value. Prime Location: Steps from Turtle Beach Park with kayak/boat launches, playground, and beach access Adjacent to Turtles Restaurant and just minutes from Siesta Key Village with shopping, dining, and nightlife Easy access via the free Siesta Key trolley This residence offers an exceptional location, lifestyle, and investment potential blend. Don’t miss your chance to own a piece of paradise on Siesta Key.

8977 Midnight Pass Road Unit 521, Sarasota

$1,165,000
2 Beds 2 Baths Sarasota Surf & Racquet SubDv. 34242 Zip Code
Resort Gated condominium in Siesta Key with 300' of beachfront with powdery sand to enjoy the most beautiful sunsets. All buildings are in 13 acre property to provide all the amenities they have. This unit has 2 bedrooms, 2 baths and is in Building W, second building from the beach. Beautifully furnished, 3 days min rentals. Great Income property with on-site management makes this one of the best rental places in Siesta Key. Direct view from the enclosed balcony, living room and from master bedroom. Floors are all porcelain tile. Kitchen and baths have been remodeled and newer bedroom furniture and impact resistance windows. Amenities include 4 pickle ball courts,3 tennis courts of which 2 are clay,Fitness Room very well equipped, Business Center, Recreation Room, 2 heated pools with grilling areas and picnic tables close to the beach. Lounge Chairs are available and you can rent umbrellas for the day or you can bring your own. Enjoy free transportation in Siesta Key that will take you to the Village to enjoy all the shops, restaurants and bars. Nothing to do, enjoy your summer in Siesta Beach. Rental History is in attachments 2024-2026

5916 Midnight Pass Road Unit 404, Sarasota

$380,000
2 Beds 1 Baths Vista Hermosa SubDv. 34242 Zip Code
Welcome to your dream coastal retreat in the exclusive Vista Hermosa community on Siesta Key! Perfect as a forever home, a seasonal escape, or a lucrative investment, this turnkey villa combines recent upgrades with an unbeatable location in one of Florida’s most coveted coastal enclaves. This stunning 2-bedroom, 1-bath villa has been meticulously reimagined, blending modern elegance with island charm. Entering your bright, open living space adorned with new window treatments and sleek luxury vinyl flooring that flows seamlessly throughout. The lanai with newly installed indoor/outdoor carpet is the perfect place to sip your morning coffee before you head to the beach. The fully updated kitchen is a chef’s delight, featuring dazzling quartz countertops, premium stainless-steel appliances, including a new dishwasher, stovetop, and refrigerator—and ample cabinetry for effortless organization. An AC unit that can be accessed remotely and water heater were both replaced in 2025. As part of this maintenance-free community, you’ll enjoy resort-style amenities, including a heated pool, a newly renovated clubhouse with a full kitchen, outdoor grilling areas, and a dedicated covered parking space. Just minutes from the world-famous Siesta Beach, with its sugar-soft sands and turquoise Gulf waters, this villa offers the ultimate blend of serenity and adventure. Explore the lively Siesta Key Village, brimming with boutique shops, gourmet dining, and vibrant entertainment. With the Stickney Point Bridge nearby, you’re a quick drive from the cultural delights of Downtown Sarasota, the upscale charm of St. Armands Circle, and the pristine shores of Longboat Key. Don’t let this Siesta Key treasure slip away—schedule your private tour today and claim your piece of paradise!

151 Vista Hermosa Circle Unit 31C, Sarasota

$650,000
2 Beds 2 Baths Peppertree Bay SubDv. 34242 Zip Code
Magnificent water views!  It is like watching a boat parade every day! Welcome to Peppertree Bay, a sought-after beach to bay community on Siesta Key. This pristine 2-bedroom 2-bath condo has been beautifully updated to appeal to the modern discerning buyer, with clean contemporary finishes showcasing its coastal charm. Step inside to find a spacious open floor plan incorporating gorgeous wide-plank tile flooring leading to a bright and cheery kitchen with stainless-steel appliances, white shaker-style cabinetry and quartz countertops. Both baths have been stylishly remodeled with the same cabinetry and quartz countertops. You'll want to spend all day on the 29-foot lanai with its stunning views of the bay and all the beautiful wildlife that live and play there. Peppertree Bay features resort-style amenities like private beach access, two heated pools, tennis courts, pickleball courts, two clubhouses, fitness center and fishing pier. With onsite management and rental desk, this condo is the perfect coastal retreat or savvy investment. Enjoy the all new spectacular landscaping as you enter Peppertree.

1255 E Peppertree Drive Unit 507, Sarasota

$650,000
2 Beds 2 Baths Gulf & Bay Club Bayside SubDv. 34242 Zip Code
Paradise awaits at Gulf & Bay Club Bayside on Siesta Key. FIRST-FLOOR, TURNKEY FURNISHED, 2-bedroom, 2-bathroom residence includes a deep one-car GARAGE. Flexibility of weekly rentals, perfect for personal enjoyment or as a lucrative income-producing property. Located in a popular gated community just steps from DEEDED BEACH ACCESS to world-famous Siesta Key and Crescent Beach. This home invites you to live like you’re on vacation. Tile flooring throughout allows for easy cleanup. Well-equipped kitchen with stainless steel appliances, pantry closet, breakfast bar seating and a dedicated dining area. The open-concept living room flows seamlessly to a covered and screened lanai overlooking a tranquil pond and tennis courts. Both bedrooms are generously sized, and the convenience of an in-unit washer and dryer (only 1 year old) adds to the home’s appeal. With no hurricane damage to the unit, peace of mind comes included. The community offers a true resort lifestyle with two heated pools, clubhouse with a full kitchen and fitness room, tennis and pickleball courts, BBQ grills, a newly renovated fishing dock, boat loading zones, and scenic walking paths. A dedicated on-site property manager makes rentals effortless. The location is unbeatable – just steps to the beach and a quick ride on the free Siesta Key trolley to explore the vibrant Village or South Siesta’s dining and shopping. Whether you're seeking a full-time residence, vacation home, or investment property, this is your chance to enjoy the best of island living on Siesta Key.

1226 Siesta Bayside Drive Unit 1226C, Sarasota

$489,000
2 Beds 2 Baths White Sands Village SubDv. 34242 Zip Code
Welcome to your relaxation destination- White Sands Village- located across from Tripadvisor's #1 RATED BEACH IN THE U.S. AND #4 IN THE WORLD- SIESTA BEACH! Let the cool quartz white powder sand and clear water soothe your soul. This comfortable 1,012 sqft, TURN KEY FURNISHED, 2 bedroom/ 2 bath condo has recently been refreshed by a professional designer. The UPDATED, opened up kitchen features granite countertops, stainless steel appliances and a delightful window looking out to the lush tropical greenery. Entertain guests in the open plan dining and living room. The 2 spacious bedrooms offer multiple large closets and plenty of room to accommodate additional visitors. You'll love that the 2 bathrooms are updated with granite countertops and there is hard flooring throughout the condo. Enjoy sunsets and a peek-a-boo boat basin view while sipping your favorite cold beverage from the screened lanai. This 2nd floor unit is ideally positioned in the back of the complex in an end building providing privacy and tranquility with no one above you...and peace of mind with it being high and dry! The community features a charming clubhouse with sauna, heated pool, BBQ grills, picnic areas, boat docks available for rent annually on a first come first serve basis, multiple laundry facilities and designated parking spaces under shaded carports as well as plenty of open guest parking. Just across the street at the public beach you'll find tennis, pickleball, volleyball and a playground! Take the trolley to Siesta Village for delicious local restaurants, live music, farmers market, festivals, fitness and shopping. The flexible 2 week and pet friendly rental policy combined with the ON-SITE rental management office makes this an excellent investment opportunity that's easy breezy! Call today to schedule your private showing and start living the Florida dream!

5681 Midnight Pass Road Unit 104, Sarasota

$446,000
2 Beds 2 Baths White Sands Village SubDv. 34242 Zip Code
This unit did not flood in any storms! Seller offering a 1 point rate buydown! Experience the ultimate in coastal living from this beautifully updated condo located just steps from the world-renowned Siesta Key Beach. Situated in a sought-after Siesta Key community, this ground floor residence offers abundant natural light and a relaxed Florida lifestyle. The spacious 2-bedroom, 2-bath layout features an open-concept living and dining area, a modern kitchen with quartz countertops and stainless steel appliances. The primary suite includes an en suite bath and ample closet space, while the guest bedroom offers flexibility for visitors or a home office. This unit is move-in ready and ideal as a full-time residence, seasonal retreat, or income-producing vacation rental. The community features resort-style amenities including a heated pool, clubhouse, beach access and boat docks (based on availability). Assigned parking and in-unit laundry provide added convenience. Located near Siesta Key Village with its vibrant dining, shopping, and entertainment options, this is a rare opportunity to own a piece of paradise in one of Florida’s most iconic island communities.

5623 Midnight Pass Road Unit 615, Sarasota

$1,500,000
4 Beds 4 Baths Sanderling Club SubDv. 34242 Zip Code
Welcome to the Sanderling Club, one of Siesta Key’s exclusive and sought-after neighborhoods, offering luxury living in the heart of paradise. As the island’s only gated single-family home community with 24-hour staffed security, Sanderling Club is renowned for its breathtaking beachfront properties, lush landscapes and outstanding amenities. This unique property offers two separate residences, with new roofs and exterior paint, and includes a combined four bedrooms, four bathrooms and 3,766 square feet of refined living space, including additional non-conforming living areas. Among grand live oaks and overlooking the waters of the Heron Lagoon with a combined nearly 50 acres of tranquil waters — a kayak enthusiast’s dream — the home is designed to embrace natural beauty that surrounds it. The main residence was originally built in 1960 and completely remodeled in 2010, featuring beautiful, polished travertine floors, soaring vaulted ceilings with skylights that illuminate the main living areas, and custom built-ins throughout. A modern chef’s kitchen showcases rich-toned cabinetry, stone countertops, a five-burner gas cooktop, built-in stainless steel ovens and refrigerator, a spacious pantry, and a large laundry room with built-in desk and ample storage. This home also features an open-concept den with built-ins. The dining room, wrapped in a wall of impact glass windows with lanai access, creates an ideal space for casual living and elegant entertaining. The private owner’s/primary suite occupies the entire upper level, offering an en-suite bath, private viewing deck, custom built-in bamboo cabinetry and convenient access to the guest house/in-law suite. The ground level includes a bedroom, bath, flex room with kitchenette, and an air-conditioned one-car garage with new epoxy-coated floors and 13-by-21-foot loft storage space. The guest house, with elevator access, was built in 2008 and features a combined living room and kitchen space, two bedrooms, a full bath, laundry facilities, two-car garage with additional storage and expansive decks overlooking the tropical landscaped backyard and Heron Lagoon waters — the ideal retreat for guests or extended family. The expansive backyard offers space to create your tropical oasis, with room for a pool and spa. Sanderling Club’s premier amenities include new Har-Tru tennis courts, pickleball, playground and a newly remodeled clubhouse (coming soon). Boat slips, when available, offer direct access to Sarasota Bay, the Intracoastal Waterway and the Gulf. All of this is just minutes from Siesta Key’s world-famous crystal quartz sand beaches and the charming shops and restaurants of Siesta Village. Plus, downtown Sarasota’s vibrant arts and culture scene — with its theaters, ballet, opera, museums, galleries and shopping — is just a short drive away. Don’t miss this rare opportunity to experience the best of coastal luxury living on Siesta Key.

7320 Melaleuca Way, Siesta Key

$450,000
2 Beds 2 Baths Siesta Harbor SubDv. 34242 Zip Code
Turnkey furnished 2-bedroom, 2-bath condo in the desirable 55+ community of Siesta Harbor on Siesta Key. This light-filled unit features a spacious primary suite with walk-in closet and balcony access. Enjoy canal views and partial views of Little Sarasota Bay from the enclosed lanai. Boaters will appreciate direct access to the Intracoastal with no bridges and the option to lease dock space for vessels up to 30' (subject to availability). Community amenities include a heated pool, outdoor spa, gas grills, picnic area, and a clubhouse with a full kitchen, fitness center, sauna, game room, and library—all supported by a full social calendar. Deeded access to Crescent Beach lets you enjoy Siesta Key’s famous white quartz sand. Additional features include assigned covered parking, private storage, and convenient laundry facilities. Located just off the South Bridge with easy access to restaurants, shops, and mainland Sarasota. On-site management provides peace of mind in this beautifully maintained, waterfront community.

1350 N Portofino Drive Unit 208, Sarasota

$625,000
2 Beds 2 Baths Gulf & Bay Club Bayside SubDv. 34242 Zip Code
Perfect home for full-time Florida living or a great investment property in highly sought-after Siesta Key! Centrally located at an unbeatable price, this 2-bedroom, 2-bath ground-level condo offers incomparable value. Can be furnished (with the exception of a few personal items) or unfurnished. Neither the unit nor the complex sustained flooding or material damage from the 2024 hurricanes - making it a smart, secure choice on Siesta Key. Tucked into a popular community and just steps from the main pool, this unit boasts prime placement. Inside, you'll find recent upgrades throughout, including new Mohawk flooring, tiled lanai, upgraded washer, dryer, and stove, and stylish new ceiling fans. Exterior recently painted providing a fresh upgrade and additional upcoming improvements include road resurfacing and new pool tiling. An oversized primary bedroom features vaulted ceilings, a walk-in closet, and en-suite bath. The spacious second bedroom includes a double closet and access to a full bath. With east and west exposure, the condo enjoys an abundance of natural light throughout the day. The kitchen includes a cozy nook for a dining table, a bar area with room for stools, and a pantry closet - perfect for both everyday living and entertaining. A rare and desirable feature: there’s no unit above, offering extra light, added privacy, and peaceful quiet. Enjoy the outdoors from your choice of three spaces: the front patio, side patio, or the screened lanai with sliders overlooking the fountain, pond, and frequent visits from turtles and native birds. Residents and guests at Gulf & Bay Bayside have perpetual deeded access to a private stretch of Siesta Key’s white sand beach directly across the street at the Gulf & Bay Club—an incredibly rare and valuable perk. Additional community amenities include two pools, tennis and pickleball courts, six barbecue grills, a walking path, fishing dock with sunrise and sunset views, a gym, and a party room. Guest parking is located throughout the community for added convenience. With its ideal location, thoughtful upgrades, and unique features, this condo is a great buy!

1311 Siesta Bayside Drive Unit 1311-A, Sarasota

$1,970,000
3 Beds 3 Baths Palm Bay Club SubDv. 34242 Zip Code
BREATHTAKING amazing Gulf of Mexico views and ONCE IN A LIFETIME OPPORTUNITY for this ONE-OF-A-KIND condominium residence in the desirable Gulffront Tower building in the Palm Bay Club on the island of Siesta Key. This turnkey furnished residence is a combined 2-bedroom unit with the adjacent 1-bedroom unit, redesigned to create a fabulous 2-bedroom plus den/study, which could be converted back to a third bedroom. On the desirable southwest corner of the fifth floor, walls of glass allow for dramatic panoramic beach and Gulf of Mexico views. Every room has stunning views of the wide, white quartz-sand beach of #1 Siesta Key beach and the azure Gulf of Mexico. The spacious, light-filled living room has marble floors with a separate dining area. In the kitchen you will find a Subzero refrigerator, an eat-at breakfast bar, ample storage, a pantry room and a view overlooking the beach as you prepare your meals. The owner's suite boasts French doors, a sitting room, a boudoir bathroom with jetted tub, grass cloth wallcoverings and a view looking south down the beach. The guest bedroom is private with an incredible Gulf of Mexico view and ensuite bathroom. The study could be converted back to a third bedroom but currently has a wet bar, many built-ins, work desk and amazing views. This residence includes a powder room, 2 air conditioners, 2 water heaters, newer washer/dryer, surround sound, turnkey furnished and is just waiting for your personal touch and update to make it your own. Resort amenities include private deeded access to white-sand beaches and beach chairs, two heated swimming pools (one beachside), large hot tub and pool overlooking the Intracoastal waterway, barbecue grills, fishing pier, lighted tennis & pickleball courts, fitness center, complimentary wifi and 24-hour security. EXCELLENT RENTAL POTENTIAL as the Palm Bay Club offers an upscale rental program with a 3-day minimum rental policy which is an attractive opportunity as an investment, winter retreat or primary residence. Enjoy the island lifestyle only minutes from the boutiques, fun restaurants and entertainment in Siesta Village and a short drive to museums, theater, art galleries & restaurants in downtown Sarasota.

5966 Midnight Pass Road Unit G-51 & G-58, Sarasota

$2,190,000
3 Beds 2 Baths Crescent Siesta Key SubDv. 34242 Zip Code
Welcome to luxurious, maintenance-free beachfront living at prestigious Crescent Siesta Key Condominiums. This 1,800-square-foot turnkey-furnished unit offers three bedrooms, two full baths, a laundry room and two large balconies, one with beach views, and the other overlooking the second-level Crescent pool/courtyard. The inviting open floor plan includes a large dining room. The kitchen is open to the dining room and living room. Poggenpohl (luxury German-made) cabinets, stainless appliances, large breakfast bar and spacious pantry/storage cabinets line the hallway. It is near south Siesta Key Bridge with shopping, entertainment and dining across the street. The Crescent is a boutique complex of only 26 units and offers direct beach access, a gulf-view pool with whirlpool hot tub, as well as a single-lane lap pool, a gourmet poolside summer kitchen and a beautifully landscaped garden terrace with poolside seating. It includes well-appointed common areas, elevators to all floors, a clubhouse, a fitness room, reserved two-car covered parking, a car charging station, on-site manager and 24-hour video surveillance with common areas secured by keypad access. It is a pet-friendly community for owners only. Investors alert! The unit is on the vacation rental program with Beachside Management, and it attracts lots of bookings. This is must-see.

6512 Midnight Pass Road Unit 303, Sarasota

$570,000
2 Beds 2 Baths Harbor Towers Y & R SubDv. 34242 Zip Code
LOCATION, LOCATION, LOCATION. Welcome to Harbor Towers Yacht & Racquet Club, which recently underwent a full building renovation, including new impact windows and sliders resulting in no damage from the 2024 storms! This fabulous resort-style community allows easy access to the world-famous Siesta Key beach with its quartz sand and stunning sunsets, as well as the Siesta Key Village, offering an array of boutique shopping and dining options. This 2 bed, 2 bath condo is being offered turnkey furnished and is move in ready! Whether you are looking for a vacation home or an investment opportunity you will not be disappointed. The kitchen offers ample storage with granite countertops, a breakfast bar and stainless-steel appliances. The unit continues into the spacious living area which offers views over the pool and intracoastal waterway allowing you to relax and enjoy the Florida lifestyle. Offering two separate bedroom suites each with ensuite bathrooms provides privacy to visiting friends and family. You can be as social as you like with the amenities available at this community! From fishing, tennis, swimming, a state-of-the-art fitness center or one of the many recreational activities held in the social room you will never be at a loss for things to do! Residents also enjoy complimentary access to the Siesta Key Open Air Trolley, making it easy to explore the island, or visit the mainland where you can enjoy everything Sarasota has to offer from shopping, restaurants, state parks, golf and of course the arts and culture of downtown Sarasota where you will find theaters, opera, ballet or even a Ball game! Siesta Key is truly a magical, a place once visited you never want to leave!

5855 Midnight Pass Road Unit 303, Sarasota

$913,500
3 Beds 2 Baths Sarasota Beach SubDv. 34242 Zip Code
Beachside Oasis with Income Potential – Just 2 Blocks from Siesta Key Beach! Welcome to your slice of paradise! This spacious 2,956 sq ft single-family home is perfectly positioned just two blocks from the world-famous Siesta Key Beach. With 3 bedrooms and 2 bathrooms on the upper level, plus a fully equipped 1-bedroom 1-bath apartment/in-law suite with private entrance on the lower level, this property offers flexibility for multi-generational living, guest accommodations, or short-term rental income (lower level is considered non-conforming living space and has been remediated from damage caused by 2024 hurricanes). The home boasts a private heated pool surrounded by lush landscaping and vinyl privacy fence down each side , ideal for relaxing or entertaining. Major upgrades provide peace of mind, including: New roof (2023), Re-piped plumbing (2021), Updated electrical panel (2021), New upper-level AC unit (2022), Pool pump replacement (2024), Impact windows in the main house. Enjoy open, airy living spaces with coastal charm, and take comfort knowing you're minutes from dining, shopping, and all the vibrant energy of Siesta Village. Whether you're looking for a forever home, a beachside getaway, or an investment with high rental appeal—this property has it all. Home is being sold furnished, with the exception of a few personal items.

5385 Avenida Del Mare, Sarasota

$639,000
2 Beds 2 Baths Excelsior Beach To Bay SubDv. 34242 Zip Code
Under contract-accepting backup offers. PRICE REDUCTION for this bright and airy south-facing penthouse! Coveted for its soaring ceilings and the opportunity to add a bona fide upper-level third bedroom, this bayside penthouse offers exciting potential to create a luxurious full-time residence or home away from home. It has been well-maintainted with some thoughtful updates over the years including granite countertops, stainless appliances, updated flooring and carpeting, plus a 2025 AC system and water heater. A pre-listing home inspection has been completed and is available for review. Filled with natural light and enhanced by clerestory windows, this unit has been owned by the same family since construction. The screened lanai overlooks the grounds and could easily be enclosed if desired. Each condo includes a locked storage unit, and one assigned underbuilding parking spot with additional open/carport parking available for owners with a second car. Excelsior is rich with amenities, including two large heated swimming pools, poolside restrooms, hot-water showers, two hot tubs, tennis courts, pickleball courts, fitness center, gulf-side sun deck, beach lounge chairs, outdoor grills, Intracoastal fishing pier, community room with seasonal events, library, and catering kitchen. Walk to shopping, dining, bike rentals, and boat rentals. This ideal location offers direct deeded beach access to Siesta Beach renowned for its quartz sand that stays cool in the summer and feels like talcum underfoot. Enjoy easy on-and-off island access at the south Stickney Point Bridge, with the increasingly popular Gulf Gate neighborhood just over the bridge offering eclectic restaurants, grocers, pubs, and shops. Units here have a two week minimum and provide an onsite Rental Manager for owners who wish to avail themselves of the Excelsior Rental Program. Absolutely the best value-added opportunity at Excelsior, and perhaps on Siesta Key itself. A remarkable offering with these features and at this price which does not come along often. Extensive exterior landscaping around Building and air condensers approved and in process.

6285 Midnight Pass Road Unit 403, Sarasota

$1,500,000
3 Beds 2 Baths Siesta Isles SubDv. 34242 Zip Code
Siesta Key Canal Front Home with 175’ of sea wall on the Grand Canal in the desirable and quaint neighborhood of Siesta Isles. Ride your bike to the Village or the world-famous Siesta Key Beach rated #1 in USA. This beautifully well-kept 3 bedroom, 2 bath Rutenberg built home is located on a quiet cul-de-sac that is a perennial favorite with lush tropical landscaping and great privacy. The home sits high up on almost a 1/3 of an acre. This home was not affected by hurricane damage. Enter thru the charming Spanish style courtyard with its new landscaping, double front doors and wide foyer. Boasting a flowing floor plan with tile floors and crown molding, the living room & dining room open to the custom gourmet kitchen, featuring handsome wood cabinets, granite counters, & tumbled stone backsplash, perfect for entertaining while overlooking the Grand Canal from any window. The master bedroom ensuite with private sitting area is nice to enjoy. A new lanai cage installed July 2025. The lanai area faces southeast . There is a paver sundeck & outdoor dining area along with a covered lanai with rectangular pool, boat lift, dock, and cement seawall. Relax while you enjoy the serene water views and fabulous Florida wildlife, manatee, native birds and many types of fish. You may also enjoy fishing or kayaking from your backyard! Tropical mature foliage in park-like yard. Minutes to the open bay by boat and near Siesta Key Village where you can enjoy shops and restaurants. This truly is Paradise! Isn't this the lifestyle you've been planning? Selling Turn Key! Great Rental Income!

1038 Contento Street, Sarasota

$440,000
1 Beds 1 Baths Harbor Towers Y & R SubDv. 34242 Zip Code
Say Hello to a Good Buy! Best value -1BD/1BA condo with Open Balcony plus private Florida Room offers fabulous views of the pool area and Intercoastal. Enjoy peace of mind, HVAC, and a new dishwasher in 2024, a new water heater, and a new main electrical panel in 2023. The remodeled condo offers stunning travertine stone floors, granite countertops, stainless steel appliances, and a beautifully remodeled bathroom. You'll be surprised by the number of closets and storage space. You may enjoy the condo and Harbor Tower amenities for personal use and/or take advantage of the 2-week rental policy for income. FYI. 2025, the owner has appreciated just under 17000 rental income. Why Harbor Towers Yacht & Racquet Club? It is loaded with amenities. Here's 10 reasons why 1.) In 2024, the complex was refitted entirely to meet and exceed current hurricane storm codes. 2.) Located on the Bayside of Siesta Key, it is less than 1100 yards from Siesta Key Public Beach. Take the Trolley, or you can easily walk to the Beach entrance, which is easier than finding a parking place. 3. Two heated pools, adjacent outdoor grilling patio, state-of-the-art Fitness Center; treadmills, elliptical trainers, free weights, plus a dry sauna 4. Best of the Best Har-Tru Tennis Courts are maintained daily with a rebound net for additional practice time. 5.) Seawall stroll and an Island Gazabo for relaxing in the shade along the intercoastal or cast a fishing line. You might catch dinner! 6.) Marina with 40 boat slips available on a first-come, first-served basis, and Kayak dry dock storage. 7.) Boaters - Red Right Returning - Marker 70 8.) Bicycle Storage Building 9.) Siesta Key Trolley Stop at Harbor Towers 10.) Kayak Storage and Direct Kayak Launch to Intercoastal Waterway. The owner says I have enjoyed the best of both worlds: personal use and leasing it to seasonal vacationers. My personal and business life have become increasingly busy; it's time to let go of this condo for someone else to own and enjoy. I'm ready to make a deal. Let's talk.

5855 Midnight Pass Road Unit 201, Sarasota

$3,000,000
4 Beds 4 Baths White Beach Fruit Companys Su SubDv. 34242 Zip Code
Repositioned to the market - $500,000 Price Adjustment. Exquisite custom estate in one of Siesta Key’s exclusive neighborhoods. Positioned just across from Gulf-front homes in a private enclave on Siesta Key, this exceptional residence offers the ultimate in island luxury. Masterfully built by Perrone Construction and designed by acclaimed architect Rick Oswald, this custom home is a testament to craftsmanship, quality, and elegant coastal living. Sited on a nearly 22,000-square-foot homesite, the home makes a striking first impression with its stately paver driveway and welcoming entry. Inside, wide-plank engineered hardwood floors and rich architectural detailing define the refined interiors, while soaring beam-and-plank ceilings elevate the spacious great room. The heart of the home is the gourmet kitchen, featuring a Thermador six-burner gas range, custom cabinetry, stone countertops, a generous island and breakfast bar, and an adjacent grilling deck for entertaining. The dining room opens seamlessly to the expansive covered lanai, where you’ll enjoy views of the lushly landscaped backyard oasis. A luxurious main-floor primary suite offers a private retreat with exquisite finishes and spa-style comforts, designed for relaxation and ease. Two upper-level guest suites provide privacy for family or visitors and are easily accessed by either the elegant staircase or a private elevator serving all levels. On the main level, a versatile game room doubles as a fourth bedroom with an adjacent half bath, ideal for guests, hobbies or additional living space. Designed with luxury and peace of mind, this home is built with solid concrete-and-steel frame construction and includes a generator, impact-rated doors and windows, lightning protection, Lutron lighting on the main level, tankless water heaters, central vacuum, and a refreshing outdoor shower. The showstopper? One of the largest residential pools on Siesta Key—nearly 44 feet long—designed for swimmers and hydrophiles alike. You'll find multiple places to relax in the sun or shade, surrounded by lush, tropical foliage and an expansive, fenced yard. Car enthusiasts will appreciate the dual two-car twin garages, while the lower-level non-conforming space offers flexibility for an exercise room, pool cabana or additional recreation space. Though built in 2014, this home rivals new construction in design and condition, with a freshly painted exterior and timeless appeal. Just moments from the world-renowned sands of Siesta Beach and Turtle Beach, with easy access to Turtle Beach Marina, island dining, boutique shopping and downtown Sarasota’s vibrant cultural scene, this residence offers a rare opportunity to own a home that blends location, luxury and lifestyle.

7333 Point Of Rocks Road, Sarasota

$475,000
1 Beds 1 Baths Gulf & Bay Club Bayside SubDv. 34242 Zip Code
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, Sarasota

$550,000
2 Beds 2 Baths Anchorage SubDv. 34242 Zip Code
THE ANCHORAGE - PARADISE AWAITS: A UNIQUE CORNER CONDO WITH DEEDED ACCESS TO SIESTA KEY BEACH ....Experience coastal paradise at this stunning 2-bedroom, 2-bathroom corner condo offering three private balconies and coveted deeded access to TripAdvisor's #1 Rated Beach in the USA. This fully furnished retreat captures Florida's natural beauty through its unique double-aspect design, flooding the space with abundant sunlight and panoramic views. The thoughtfully designed open floor plan features two spacious master suites, an updated kitchen with modern appliances, convenient breakfast nook, and VIEWS —creating an expansive, luxurious feel throughout. Start each day with breathtaking sunrises, unwind on your private balcony during tranquil afternoons, and toast to spectacular Gulf sunsets each evening. Ideally situated at the gateway to Siesta Key, enjoy the convenient proximity to shopping, diverse dining options, and effortless access to the complimentary Siesta Key Village Trolley. The Anchorage, a meticulously maintained and low-density complex, enhances your lifestyle with resort-style amenities, park like grounds and offers an optional on-site rental program allowing weekly stays, making this versatile property ideal as your private Florida retreat, personal sanctuary away from the everyday, or a lucrative rental income generator with impressive return potential! Don't miss this opportunity to own your special piece of Florida paradise!

6415 Midnight Pass Rd Unit 204, Sarasota

$1,954,700
3 Beds 4 Baths Siesta Beach SubDv. 34242 Zip Code
Nestled in the quaint neighborhood along the Grand Canal on Siesta Key, this Key West style home offers the perfect blend of old-world charm and modern living. This well-appointed custom-built home has a spectacular open floor plan. The home's grand entrance welcomes you through a covered porch that leads to an oversized foyer. An abundance of natural light, beautiful canal views, soaring ceilings and gleaming hardwood floors create a bright and airy atmosphere throughout. You will then be charmed by the library with a sliding ladder, wood burning fireplace, walnut wood flooring, and cedar beams in the living room, all combined with modern style furniture. The open living area includes a kitchen, with cherry wood cabinets, and an Iron Elmira stove surrounded by Chicago brick, gorgeous dining room and a breakfast nook. Floor to ceiling windows and sliding doors seamlessly connect the grand living area to the outside covered deck, perfect for entertaining. The beautiful primary suite with canal views is on the main level and two generously sized bedrooms with their en-suite bathrooms are located on the upper level. A “basement room” between the two garages offers a huge amount of storage with built-in closets and cabinets. If interested to create an additional room/Office, a plan and design is available upon request.The house was not affected by any wind or flood damage thanks to its solid concrete block construction and 11ft elevation of living space. Some water intrusion on garage level, but did not cause any damage to building, or cabinets in storage area between the garages. The fenced-in backyard features a 35ft screened heated pool with a waterfall and Chicago brick deck. The 60ft IPE hardwood boat dock with a tropical over-the-water gazebo is equipped with a 10,000lb boat lift and offers plenty of space for all your outdoor toys. Boating just one mile through the deep-water canal brings you to the Intercoastal Waterway which leads right out into the open Gulf. In a market where quality counts more than ever, this home offers a rare blend of location, craftsmanship, and timeless appeal. Welcome home to Siesta Key - island living, breath-taking sunsets, boating and award-winning beaches, all at your doorstep.

5024 Commonwealth Drive, Sarasota

$1,625,000
4 Beds 4 Baths Sara Sands SubDv. 34242 Zip Code
Tucked away at the end of a quiet cul-de-sac on Siesta Key, this well-kept four-bedroom, three-and-a-half-bathroom pool home offers an easygoing waterfront lifestyle with access to the Gulf of Mexico. Set on a corner canal lot with water on two sides and 286 feet of frontage, the property feels private and peaceful, surrounded by the calm beauty of the water. With 2,927 square feet of living space, the home has been carefully maintained by only two owners and has NEVER experienced flooding. Inside, wide windows frame the shimmering canal views, filling the living spaces with soft, natural light. The layout is open and welcoming, offering plenty of room to gather or spread out and enjoy quiet days at home. At the heart of the home, the kitchen connects easily to the dining and living areas and opens to the screened lanai and pool deck. Outside, an outdoor kitchen and a large 9-foot deep pool invites long afternoons in the sun, with water views in every direction. Just off the pool, a private spa room and bathroom offer a quiet retreat after a day on the boat or beach. The master bedroom is tucked away for privacy, featuring a spacious bathroom with double vanities, a step-up soaking tub, and two separate closets. The guest bedrooms are thoughtfully placed, offering comfort and easy access to well-appointed bathrooms. The home's setting along two sides of the water creates a feeling of openness. Whether you’re heading out for a day on the water, casting a line from your backyard, or simply watching the boats go by, this property brings the natural beauty of Siesta Key right to your doorstep. Just minutes from the world-renowned white sands of Siesta Beach and a short distance to the shops, cafes, and restaurants of Siesta Village, the location offers the perfect balance of island living and everyday convenience. Downtown Sarasota, with its farmers' markets, theaters, and waterfront dining, is just over the bridge when you feel like exploring beyond the island. This is a home for someone who wants the rare combination of space, privacy, and water access, all set in one of Florida’s most beloved coastal communities. Come see what life could be like at the water’s edge.

5181 Sandy Shore Avenue, Sarasota

$1,110,000
3 Beds 2 Baths Siesta Hammock SubDv. 34242 Zip Code
One or more photo(s) has been virtually staged. Charming Key West Style Home on World-Renowned Siesta Key Step into coastal elegance with this beautifully maintained 3-bedroom, 2-bath elevated home with a versatile second-story loft, located on a private street with only 8 homes—just short drive down Ocean Blvd to the public beach access. As you ascend the newly updated stairs, you’re welcomed into a light-filled sanctuary featuring stunning white oak floors throughout and warm cedar plank tongue-and-groove ceilings. The front of the home offers two spacious guest bedrooms and a full bath, while the rear opens up to a grand living/dining room, a chef’s kitchen, and a serene primary suite. The kitchen is a true centerpiece with hickory wood cabinetry, granite countertops, stainless steel appliances, a breakfast nook, and a gas stove powered by an on-demand propane tank. A laundry room with extra storage and a utility sink is conveniently located just off the kitchen. Retreat to your spacious primary suite boasting vaulted ceilings, floor-to-ceiling windows, private slider access to the screened-in porch, a large walk-in closet with built-ins, and a spa-like bath with dual vanities, soaking tub, separate shower, and a private water closet. Upstairs, a sunlit loft offers the perfect space for an office, art studio, or children’s playroom. Don’t miss out on enjoying sunny days swimming in the saltwater swimming pool with a beautiful 50x20 paver deck that is fenced in for those who like privacy. This lovingly cared-for home also includes a recently resealed and refastened metal roof, a new AC unit (2024), tankless water heater, and gas dryer. This is a rare find on Siesta Key—ideal as a primary residence, vacation retreat, or income-producing rental. Stroll to Siesta Village for dining and shopping, or enjoy quick access to the mainland—just 10 minutes away. Don't miss out—schedule your private showing today! FYI this home has survived two major storms with no major issues.

4818 Givens Court, Sarasota

$1,140,000
2 Beds 2 Baths Siesta Breakers SubDv. 34242 Zip Code
Own a Slice of Paradise on Siesta Key – Voted #1 Beach in the U.S. by TripAdvisor in 2025! Welcome to your dream beach escape and investment opportunity all in one. Whether you’re searching for a family-friendly getaway or a revenue-generating vacation rental, this beautifully maintained 2-bedroom, 2-bath condo on world-famous Siesta Key offers the best of both worlds. Perfectly positioned just steps from the soft, powdery quartz sand and crystal-clear waters that earned Siesta Key its 2025 title as the #1 Beach in the U.S., this fully furnished unit is turnkey ready and zoned for weekly rentals—a rare and highly sought-after feature that opens the door to exceptional income potential. Inside, the condo features a bright and open floor plan with two spacious bedrooms, two full bathrooms, and an extra interior storage closet—perfect for keeping beach gear or owner’s items secure between rentals. The layout provides comfort and privacy for families or couples traveling together, making it especially attractive to vacationers seeking short-term stays. The community pool is an added bonus, offering a refreshing retreat after a day at the beach. Relax on the spacious pool deck surrounded by chaise lounge chairs, ideal for soaking up the Florida sunshine while enjoying the tropical ambiance of Siesta Key. Location is everything—and this condo delivers. Tucked away with quick and easy access from the South Bridge, you can avoid the long lines of traffic that often build up on Midnight Pass Road. This convenient location makes arrival and departure stress-free for both owners and guests, enhancing the appeal for vacation renters. Families will love the close proximity to the beach, vibrant local dining, and the laid-back, coastal lifestyle that makes Siesta Key so special. Spend your days building sandcastles, paddleboarding along the calm shoreline, or biking through the island’s charming neighborhoods. In the evenings, stroll over to Siesta Key Village for live music, seafood dinners, and unforgettable sunsets over the Gulf. For investors, this unit is a proven performer. With the flexibility of weekly rentals, year-round demand, and a location that’s both desirable and accessible, this condo offers strong income potential without sacrificing personal use. Living or vacationing here means embracing the Siesta Key lifestyle—a unique blend of relaxed island living with easy access to shopping, dining, outdoor adventure, and year-round sunshine. Whether you're sipping coffee on your private balcony, enjoying beach yoga at sunrise, or taking a sunset cruise, every day feels like a vacation. Don’t miss this rare opportunity to own on one of the most celebrated beaches in the country. Whether you're looking to create unforgettable family memories or build your income-producing dream property, this Siesta Key condo checks every box.

6480 Midnight Pass Road Unit 316, Sarasota

$7,454,237
4 Beds 6 Baths Mira Mar Sub SubDv. 34242 Zip Code
Welcome to one of the most impeccably reimagined residences at 8155 Midnight Pass on the quiet southern end of Siesta Key — a breathtaking bayside coastal estate that artfully blends modern innovation with timeless design. Set on nearly an acre of prime waterfront with 154 feet of shoreline, this gated property offers just under 7,500 square feet of luxurious living area with more than 9,200 total square feet of combined living and entertaining space, recently transformed through a full-scale two-year architectural renovation by Braidenview Architects and Christner Brothers — winners of the 2024 Aurora Grand Award for Best Renovated Home. From the moment you arrive at the gated motor court, you’ll be struck by the serenity of the grand live oaks, artistically designed landscaping, and elegant curb appeal. Inside, the home, with classical proportions, opens to soaring ceilings, DuChateau European oak flooring, and thoughtful details at every turn — from custom cabinetry and designer lighting to Euro-Wall sliders and state-of-the-art automation by Coastal Smart Homes. The heart of the home features multiple expansive living areas, all with views of Little Sarasota Bay and the Intracoastal Waterway from nearly every room, a show-stopping kitchen outfitted with Wolf and Sub-Zero appliances, double islands, and a butler’s pantry make for effortless entertaining. With four bedrooms, 2 of which offer additional sleeping areas in the suites, six baths, a private gym, a large office with two separate workspaces, a sewing/project room, and bespoke closets throughout — every space is both beautiful and functional. Step outside to enjoy a reimagined resort-style pool and new spa, Brazilian IPE decking, and multiple areas to savor sunsets over the Intracoastal Waterway. For boating enthusiasts, there is an impressive 200-foot dock with lift to accommodate a 25’ vessel plus an additional mooring area. Whether hosting a family celebration or simply savoring the coastal breeze, this property is designed for making lasting memories. Plus you are minutes from Siesta Key beach when you want to take a walk and put your toes in the famed quartz-sand as you watch the sun disappear into the horizon. With Sarasota’s vibrant cultural offerings, shopping and dining just moments away, you are all set to enjoy every imaginable amenity for an impressive lifestyle.

8155 Midnight Pass Road, Sarasota

$771,250
2 Beds 2 Baths Siesta Dunes Beach SubDv. 34242 Zip Code
Experience coastal living at its finest in residence #300 at Siesta Dunes, ideally on renowned Siesta Key Beach. This meticulously remodeled two-bedroom, two-bath condominium offers 1,150 square feet of luxurious living space on the third floor, providing a tranquil ambiance and a sense of escape. Crown molding accents the professionally decorated interior, creating a sophisticated atmosphere. Sold turnkey furnished, this residence offers a seamless transition into upscale beachside living. Go inside to find chiseled travertine tile flooring throughout, adding natural coastal charm. The chef’s kitchen is equipped with granite countertops, stainless steel appliances and maple cabinetry, blending style and functionality. French glass doors open to a private lanai terrace surrounded by lush garden views. The lanai is enclosed with hurricane-resistant sliders, while the primary suite features hurricane-resistant windows for added peace of mind. The primary suite also includes a custom-organized walk-in closet, enhancing storage and convenience. A convenient stackable washer and dryer are in the unit. Additional features include an assigned covered carport, a private storage closet, ample guest parking and access to the building elevator. Siesta Dunes is a gated community offering a wealth of resort-style amenities, including a heated pool and spa for year-round enjoyment, a beachside deck, pavilion, clubhouse, and tennis and pickleball courts. Utilizing the on-site property management company makes renting the property easy and carefree. With excellent rental potential, two-week minimum stays from January 15 through the end of April and one-week minimums the rest of the year, this condominium is a compelling investment opportunity as well as a personal retreat. Siesta Dunes is in a good location, making it easy to explore Sarasota’s world-class dining, shopping and entertainment. Siesta Key Beach is just a short distance away, recently named the No. 1 beach in America by TripAdvisor. Renowned for its powdery white sand, clear waters and stunning sunsets, it’s no wonder Siesta Beach is considered the pinnacle of coastal living. Whether you seek a full-time residence, a luxurious vacation retreat or a high-value investment, this extraordinary property exemplifies the best of gulf-front living.

6236 Midnight Pass Road Unit 300, Sarasota

$655,000
2 Beds 2 Baths Harbor Towers Y & R SubDv. 34242 Zip Code
Coastal living at it's best at Harbor Towers Yacht & Racquet Club. You will fall in love from the moment you enter this gated premier waterfront paradise on Siesta Key which recently completed a $13 million, four-year hurricane hardening and structural upgrade program in 2024, meeting all new safety standards for hurricane/wind protection. WOW this beautifully furnished 2-Bedroom, 2-Bathroom condo INCLUDES IT'S OWN CARPORT (A RARE COMMODITY!!) and two balconies with unobstructed views of the intracoastal, marina, and pool. This unit has been tastefully renovated, plantation shutters and freshly painted through out including all new 6 panel interior doors, new furnishings 11/24, new A/C 2023, new water heater 2022, and 20" tile flooring on the diagonal through out. The amenity rich Harbor Towers is in a class of its own, offering boating, fishing, kayaking, bayfront gazebo, two heated pools, large BBQ area, kitchen prep area, state of the art fitness center, an active three Har-Tru tennis courts, a sauna, a clubhouse, high-speed WIFI, a fabulous marina with new docks, pilings, electrical pedestals and water. If interested, the association has slips available on a first come first serve basis at $3 a foot. The property is conveniently located moments from Siesta Key Village with an abundance of shopping, dining, and nightlife options. Enjoy getting around Siesta Key on the free trolley that stops right outside the community or you can walk to the World-Famous Siesta Key Beach! If you are not planning on living here full time or just want an investment, this unit can be rented for a two-week minimum rental period plus you can utilize the on-site rental program or manage rentals yourself.

5855 Midnight Pass Road Unit 204, Sarasota

$800,000
2 Beds 2 Baths Harbour Towne SubDv. 34242 Zip Code
“Living the Siesta Key Life” is waiting for you. BOAT DOCK AND DEEP- WATER BASIN.( 13,000 lb lift) Private single car garage too! This first floor 2-bedroom condo is totally updated, with a new kitchen, quartz countertops and breakfast bar, spacious bathrooms, custom doors and new beautiful easy-care tile throughout. This unit is selling totally furnished. Open floor plan for entertaining family and friends. The master has water views with sliding glass door for lots of light. The second bedroom enjoys a private tropical garden view. This community offers an amazing clubhouse, grills, large swimming pool, spa, tennis, pickleball courts and fishing pier. Walk to the crystal white sands and blue water of world-famous Siesta Key Beach and enjoy swimming, walking, sunning and reading in paradise. Walk or take the trolley to lively Siesta Key Village for dining in casual and formal restaurants, enjoy listening to live music.

1235 Dockside Place Unit 108, Sarasota