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$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

$400,000
2 Beds 2 Baths Sandy Cove SubDv. 34242 Zip Code
One or more photo(s) has been virtually staged. INVESTOR SPECIAL!! Incredible opportunity to own one of the most desirable condo units in all of Sandy Cove. This 2 bedroom 2 bath first floor unit with an attached garage and its own laundry room, is a rare find. This currently empty shell is begging for someone with a vision and a keen eye for an investment opportunity. All drywall, electrical and plumbing inspections have been completed. Once remodeled, units like this have recently sold in the $900Ks and $800Ks. The lanai has been extended and offers a wonderful space to sit and enjoy your favorite beverage overlooking the fountain and the swim friendly lake. The bright, spacious open floor plan with vaulted ceilings accentuates the HUGE abundance of floor to ceiling windows , flooding the space with tons of natural light. Sandy Cove, is an exclusive old Florida-style Mid Century Modern inspired community with an exclusive private beach of pristine white quartz sand on the Gulf of Mexico, perfect for kayaking, swimming, or relaxing. Tucked away in a hidden section of Siesta Key, this highly sought after enclave was designed by the locally famous and world renowned Sarasota architect Frank Folsom Smith and is just a short stroll from Siesta Key Village’s dining, shopping, and entertainment options. Explore this hidden gem and find out why Siesta Key is celebrated for having the finest beaches in the country. Don’t miss this opportunity to live in paradise. Big dogs are welcome too!

7 Sandy Cove Road, Sarasota

$680,000
2 Beds 2 Baths Our House At The Bch SubDv. 34242 Zip Code
Professionally Redesigned, Renovated & Updated in 2021, this lake-front Contemporary Coastal Chic townhouse is sure to delight! Located just steps away from the cool quartz sand on Siesta Key Beach this open, light & bright townhouse lives large with high ceilings & 4 sets of glass sliders. This 2-bedroom, 2-full bathroom home has a 1-car garage under the unit with extra storage space for the equipment to enjoy sand, pool & tennis/pickleball activities. Start your day with coffee & sunrise on the Eastern balcony & wind down on the 21 ft. covered porch with long-lake views & sunsets over the Gulf! The remodeled kitchen with soft-close hardwood cabinets, Quartz Countertops, & detailed tile backsplash is well equipped for efficiency to serve the adjacent dining table or kitchen dinette. The Primary Ensuite has a long-lake view from the King bed & large screen TV. The spa-like Ensuite has a solid-wood double vanity w/ Quartz top, detailed porcelain flooring, a walk-in shower w/ Frameless Glass Enclosure & 2 large closets. Bedroom #2 is separated on the 2nd floor, has 2 twin beds & enjoys the morning Sunrise over the balcony. The 2nd full bathroom, also on the 2nd floor has an enlarged tub, dual showerheads, folding glass shower curtain & solid wood single vanity w/Quartz top. The solid-surface floors throughout & the full-sized in-house washer & dryer provide easy maintenance. Onsite amenities include tennis, a resort-style pool, BBQ & picnic area. Across the street, the Siesta Key Public Beach offers Pickleball, Tennis, a Kid’s Playground, Lifeguards, wheelchair access & Sand Volleyball on the beach. A FREE Trolley runs up & down the Key to a variety of restaurants, bars, small boutiques & shops. Being sold turn key, this is a wonderful opportunity for a new owner and/or also a great investment property. The owners currently have the home in an Airbnb and there is also an onsite, short-term Rental Company with a waiting list for 2026 reservations. Siesta Key Beach was Ranked in 2025 by Tripadvisor #1 beach in the U.S. & #4 in the world. The Townhomes at Our House on The Beach do not last long on the market, so don’t miss your opportunity!

1155 Lake House Circle Unit C119, Sarasota

$925,000
3 Beds 3 Baths Siesta Manor SubDv. 34242 Zip Code
One or more photo(s) has been virtually staged. Welcome to 396 Avenida Madera! Nestled in the heart of the Siesta Key Village and walking distance to world renown Siesta Key Beach presents a rare opportunity to own prime land. The very last lot at the end of a cul-de-sac offers a novel setting for your tranquil escape to over 112 feet of direct saltwater canal access. Having had storm damages from Helene & Milton, seller has professionally remediated the home: selling as is, for land value. Seller's highlights include a new concrete seawall built in 2023. Seller has made your renovation plans easy with optional estimates for completion with which to add your personal touches and preferences. Perhaps you'll agree this prime location is rather the proper ground to start fresh and build a custom waterfront retreat. Wake up to spectacular sunrises on your waterfront porch where you can enjoy morning coffee and tea with views of the canal. A short ten minute walk leaves you in breathless beauty of powdery sands and crystal-clear waters at Siesta Key Beach Access #3. And in the evenings, a five-minute stroll brings you top-rated dining and entertainment. Take advantage of an unparalleled opportunity to live in paradise and own a property that has it all.

396 Avenida Madera, 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

$585,000
2 Beds 2 Baths Sunrise Cove SubDv. 34242 Zip Code
Embrace waterfront living in this end-unit residence in Sunrise Cove, an updated, turnkey-furnished 2-bed/2-bath condo offering 1,228 sq ft of coastal style, just one shared wall, tile flooring and crown molding throughout, abundant closets, and a coveted in-unit washer-dryer. The granite kitchen features high-end stainless appliances, two pantries, and generous cabinetry, while impact-rated windows, plantation-shuttered in both bedrooms, capture spectacular sunrise panoramas over Little Sarasota Bay from the living area and screened lanai and serene sunset Gulf views from the kitchen and guest suite. Extra end-unit windows flood the primary suite and guest room with light; newer systems include an HVAC (2022) and water heater (2021). Community highlights: two heated pools (one Olympic length), lighted tennis/pickleball courts, a freshly renovated clubhouse, fitness and game rooms, barbecue area, kayak launch and optional boat docks, all tended by an on-site crew Monday, Friday, with a funded assessment for new roofs, carports, and dock upgrades under way. On-site management supports 30-day rentals for effortless income potential, while Turtle Beach, three restaurants, and the free Siesta Key Breeze trolley are just steps from your door, delivering the complete island lifestyle and an investment opportunity in one.

8911 Midnight Pass Road Unit 308, 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

$1,250,000
4 Beds 4 Baths Siesta Isles SubDv. 34242 Zip Code
Here's the opportunity you have been waiting for. Incredible floor plan with this concrete block home. Large bedrooms with three on one side and the owner's suite on the other. Large in-home laundry, oversized garage and a corner lot. Wonderful private waterfront living with a pool, dock and easy access to Siesta Beach. The existing floor plan makes it easy to update and if you love terrazzo floors, they are under the carpet ready to come back alive. No water or hurricane damage sustained during last year's events, according to the owner. The owner’s suite and one of the guest suites have sliding doors to the pool lanai. Two bedrooms share a Jack and Jill bath. There's even a private outdoor shower. This is a solid home waiting for someone to update and begin creating memories. Schedule your showing today.

1014 Contento Street, Sarasota

$400,000
2 Beds 3 Baths Bay Oaks SubDv. 34242 Zip Code
PRICED FOR QUICK, AS-IS SALE - Lowest price per sq. foot condo on Island! Siesta Key Waterfront for a Great Price! TWO-STORY, 2 BEDROOMS, 3 BATHROOMS, & 1-WEEK RENTALS PERMITTED gem in the popular Bay Oaks community. This spacious condo features two oversized ensuite bedrooms, a guest half bath, and three private lanais—two of them covered, and two with stunning Intracoastal Waterway views. Sip your morning coffee or evening cocktail while watching boats drift by from your living room or lanai—paradise found! Whether you're looking for a smart investment with income potential or your own personal beach sanctuary, this is a rare opportunity to own on world-famous Siesta Key at an amazing value. Just a short walk to Crescent Beach access points #12 and #13, where you'll find the powdery white quartz sand that’s cool to the touch and consistently ranked among the best in the world. Bay Oaks offers a peaceful tropical setting, yet you're close to it all—fine dining, pubs, shopping, and fun in the sun. The free Siesta Key Breeze Trolley stops right in front of the complex, making it easy to explore the island without ever needing your car. Don't miss your chance to own this slice of island life—it’s beautiful, versatile, and priced to move!

6157 Midnight Pass Road Unit B42, Sarasota

$1,010,000
3 Beds 2 Baths Siesta Isles SubDv. 34242 Zip Code
Newly adjusted price - an exceptional opportunity to own a charming beach retreat on Siesta Key minutes from world-famous Siesta Beach—consistently ranked among the best beaches in the U.S. With powdery white sands, crystal-clear turquoise waters, and unforgettable Gulf sunsets close by, this home captures the essence of relaxed island living. Located in the desirable, deed-restricted community of Siesta Isles, this three-bedroom, two-bath residence is set on a lushly landscaped, nearly 15,000-square-foot lot adorned with more than 40 mature palm trees, bromeliads, and a rare, show-stopping staghorn fern. The expansive property offers exceptional outdoor privacy, ample room for entertaining or recreation, and space to add a pool. Inside, the open-concept floor plan features generously sized rooms filled with natural light. A wraparound wall of windows in the living and breakfast areas frames serene views of the tropical backyard, creating a seamless indoor-outdoor connection. The renovated kitchen is thoughtfully designed with white quartz countertops, glass tile backsplash, and newer appliances, while a separate dining room provides comfortable space for gatherings. The primary suite includes an en-suite bath and a tranquil retreat feel. Two additional bedrooms offer flexibility, including a third bedroom with contemporary barn doors—ideal for a home office, den, or guest space. With a base flood elevation of 8'8" the home remained high and dry with no water intrusion during the storms; the elevation certificate and inspection certification are available. Additional highlights include a private, low-maintenance, six-foot fenced backyard, an oversized circular paver driveway with generous parking, and a two-car garage for storage and convenience. The home may be purchased turnkey furnished (with a few exclusions), making it well-suited as a beach getaway, seasonal residence, or income-producing property. Recent improvements totaling over $100,000 add peace of mind and value, including a metal roof (2022), HVAC system (2023), paver driveway (2022), six-foot PVC fencing (2020), and re-piped sewer and water lines. Just one mile from Siesta Village’s boutiques, dining, and live music—and a short drive to downtown Sarasota’s cultural attractions, farmers markets, and waterfront destinations—this property also offers long-term potential as a future residential building site due to its prime island location. With a voluntary HOA of only $200 annually and a newly improved price, this is a compelling opportunity to secure your place on Siesta Key. Schedule your private showing today and experience the island lifestyle you’ve been waiting for.

5432 Cape Leyte Drive, Sarasota

$720,000
Siesta Manor SubDv. 34242 Zip Code
20% Down Seller Financing Offered. Design Your Legacy on Siesta Key – Premier Waterfront Lot in Siesta Manor Welcome to Lot 17 on Avenida Leona—an extraordinary opportunity to create your own masterpiece in one of Florida’s most coveted coastal enclaves. Nestled along a private, tree-lined lane in Siesta Manor, this canal-front parcel offers the rare combination of deep water access, walkability to Siesta Key Village, and the serenity of a tucked-away residential setting. Spanning .183 acres, this build-ready lot offers 64 feet of seawall-lined frontage on a peaceful boating canal, granting direct access to the shimmering Intracoastal Waterway and beyond. Whether your dream home includes a sleek infinity-edge pool, a private dock for sunset cruises, or a lush tropical garden oasis, this lot provides the perfect canvas for refined waterfront living. Step outside and find yourself just moments from the soft quartz sands of world-famous Siesta Beach. Stroll to the vibrant Village for gourmet dining, boutique shopping, and a lively arts scene—all while retreating each evening to the tranquil rhythm of the water and the gentle call of seabirds overhead. As Sarasota continues to rise as one of the nation’s premier luxury destinations, Siesta Key remains its crown jewel—where timeless beauty, natural splendor, and elevated lifestyle converge. Whether you’re envisioning a coastal escape or a showstopping modern estate, Lot 17 is your blank slate in paradise. This is more than just land—it’s your legacy in the making.

Avenida Leona, Sarasota

$630,000
2 Beds 2 Baths Crescent Royale SubDv. 34242 Zip Code
PRICED TO SELL! 100K PRICE IMPROVEMENT!! THE SEASON IS HERE! Don't miss your chance to secure a great investment with this consistently rented condo. Welcome home to the GOOD LIFE in Siesta Key Beach! This turn-key condo is ready for you to experience the epitome of beachside living year 'round as you awaken to the scent of salt air and the sound of waves rolling in, all from the comfort of your living room! This fully furnished, OPEN FLOOR PLAN, two-bedroom, two-bath condominium is positioned in the sought-after community of Crescent Royale directly across from Siesta Key’s world-renowned powdery sand beaches. Designed for those who value luxury and laid-back coastal elegance combined with smart investment potential, this prime, first-floor, turnkey condominium offers the ideal combination of luxury, convenience and relaxation. There is no need to take the stairs or search for beach parking when you live steps from the beach with an assigned parking space. Wake to panoramic views of turquoise water and unwind on your private lanai with stunning gulf sunsets. Inside, you’ll be greeted by bright, light-filled spaces with floor-to-ceiling sliders that invite in ocean breezes. The tastefully renovated home has newly installed white oak (LVP) floors throughout. A stylish kitchen complete with granite countertops, newer appliances, and a breakfast/wine bar that flows into the dining and living area creates a space for hosting with ease. Each bedroom is a serene retreat complete with a walk-in closet and a sophisticated en-suite bath, ideal for guests and owners alike. Crescent Royale pampers their residents and guests with resort-style amenities including a sparkling heated pool, fully equipped fitness center, game room, shuffleboard court, and a picnic/barbecue area. Just minutes away, Sarasota adds a cultural heartbeat with art galleries, theaters and gourmet dining. The pace here is relaxed but vibrant! Farmer’s markets, waterfront cafes and year-round sunshine create the ideal blend of sophisticated living and coastal charm. Living near Siesta Key and Sarasota means every day feels like a vacation, and every moment feels like home. Whether you're looking for a personal retreat, a seasonal escape or an income-generating asset, this property delivers because it works while you relax. Beyond its beauty, this residence is a savvy investment, offering strong rental income potential, friendly leasing policies and on-site management, creating a rare opportunity for a passive income stream in one of Florida’s most desirable beach communities. No pets or smoking allowed in this community! Location, luxury and income potential! Live the dream, earn while you’re away and invest in a lifestyle that pays you back. This condominium delivers the lifestyle you’ve been dreaming of, just across from Siesta Key Beach so don’t miss this rare chance to own a slice of Siesta Key’s desirable beachfront real estate, with income potential to match. Call us today to schedule your private showing and begin living the Florida Lifestyle you have dreamed of.

777 Beach Road Unit 1B, 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

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

105 Island Circle, Sarasota

$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

$2,800,000
4 Beds 4 Baths Sarasota Beach SubDv. 34242 Zip Code
Price improvement! Discover your coastal retreat in the heart of Siesta Key, where lush gardens create a relaxing oasis near the Gulf. This stunning four-bedroom, three-and-a-half-bath coastal contemporary home offers a blend of luxury and convenience, perfect for full-time living or as your ideal vacation residence. Just .2 miles from the pristine, powdery white sands of Siesta Beach and only a half mile from the charming shops and restaurants of Siesta Village, this home offers an unbeatable location. With everything you need nearby, you can park your car and unwind in paradise. The moment you step inside, you are greeted by a color palette inspired by the sea and nature, creating a bright and welcoming atmosphere. The open-concept floor plan features a great room with built-in cabinetry and fireplace, a dining area, and a chef’s kitchen and breakfast bar, which boasts custom cabinetry, quartz countertops and a suite of GE Café appliances, including a smart 5-in-1 oven, wall convection oven and a five-burner range with a pot filler. New pendant lighting and dining chandelier add to the inviting feel. The new, custom-designed bar room is the perfect place to gather and enjoy a cup of coffee in the morning with the new Miele coffee system, as well as watch sporting events with family and friends. Entertaining will be a pleasure with the two Uline wine refrigerators and freezer drawer. A private balcony overlooks the pool, with direct access to the expansive backyard via a curved staircase. A bedroom on the main floor doubles as a second primary suite, offering a luxurious en-suite bath, complete with stone countertops, custom cabinetry, glass subway tiles, and river stone floors—a convenient half bath rounds out the main level. Upstairs, the home offers even more space with a bonus room equipped with a mini kitchen and a west-facing balcony for those unforgettable, mango and fuchsia Siesta Key sunsets. The primary suite includes a private balcony overlooking the pool, while two additional guest bedrooms and a shared bath complete the upper level. Throughout the home, you'll find high-quality touches, including crown molding, transom windows, tray ceilings, and wide-plank wood and bamboo flooring. Go outside and discover the gem of this home, the professionally landscaped gardens. Tropical and lush, the private oasis offers ample space to sunbathe, swim in the large freeform saltwater pool, or relax under covered areas designed for entertaining, dining, and lounging. After a day at the beach, the outdoor shower will quickly become a favorite. In the evenings, gather around the fire pit to stargaze or unwind with family and friends. This home also boasts numerous upgraded amenities, including a new three-floor elevator from the garage, metal roof (2023), Lennox five-ton HVAC (2024), fresh exterior paint, wood balcony ceilings, garage doors (2022), newly renovated great room and bar room with custom built-ins, a whole-house gas generator, irrigation well and eco-friendly faux turf. With Hardie board siding, a paver driveway, and extensive landscape lighting, this home is both functional and beautiful. Ideally located on Siesta Key, close to Out-of-Door Academy and only 15 minutes from downtown Sarasota’s vibrant shopping, dining, and cultural attractions, this home is move-in ready. Don’t miss out on the opportunity to own a piece of paradise; your dream home awaits!

497 Island Circle, Sarasota

$635,000
2 Beds 2 Baths Peppertree Bay SubDv. 34242 Zip Code
You have the best of both worlds with this unit, a View to the East overlooking over the Intracoastal waterway and the Private Beach to the West. As you walk into the dining/living room you will become enchanted with the mesmerizing view. Whether its a daytime view of the intracoastal boats of many sizes and shapes-yachts-sailboats, and dont forget its birds, sea faring animals; or when nighttime falls you will see the twinkle of the city lights under your watchful eye. Going Turnkey Furnished! Not much to do in this unit; impact windows on lanai, bathrooms and kitchen updated. Where else can you get a supersized utility room, parking under the building two heated pools, tennis and pickle ball courts, fishing pier, clubhouses and of course beach access. Management on site.

1255 E Peppertree Drive Unit 506, Sarasota

$900,000
3 Beds 3 Baths Dolphin Bay-Siesta Key SubDv. 34242 Zip Code
Experience the ultimate in luxury living in this stunning 3-bedroom, 3-bath residence in the exclusive Dolphin Bay community on Siesta Key. With its expansive 2200 square feet of interior living space, multiple outdoor areas, and beautifully appointed features like plantation shutters and a gourmet kitchen, this property is the epitome of elegance. Enjoy breathtaking views of the Intracoastal from the expansive 45-foot wrap-around screened lanai, perfect for sipping morning coffee or evening cocktails. As a resident of Dolphin Bay, you'll have access to a range of exceptional amenities, including Har-Tru clay tennis courts, a heated pool and spa, fitness center, and private pier and dock. With its serene and private setting, abundant storage, and pet-friendly policy, this incredible property is the perfect haven for those seeking a luxurious island lifestyle. Take advantage of the Siesta Key Trolley to explore the vibrant Main Village, with its array of dining, shopping, and entertainment options. This residence also comes with a private 2 car garage which is hard to come by on Siesta Key.

1240 Dolphin Bay Way Unit 304, Siesta Key

$455,000
2 Beds 2 Baths Turtle Bay SubDv. 34242 Zip Code
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, Sarasota

$1,259,000
2 Beds 2 Baths Whispering Sands SubDv. 34242 Zip Code
** PRICE IMPROVEMENT! ** Welcome to this beautifully REMODELED 2 bed/2 bath GULF FRONT residence, where quiet luxury meets modern comfort! Breathtaking FULL GULF VIEWS. *FURNITURE INCLUDED.* Exceptionally light and bright, this is a rare, highly desirable END UNIT featuring an extra window with sunny southern exposure. Step inside to a spacious OPEN CONCEPT layout, featuring brand NEW 2025 LUXURY VINYL PLANK flooring, crown molding, beautifully textured walls and ceilings, and NEW 2025 designer overhead fandeliers and balcony ceiling fans. 5 panel interior doors throughout add an elegant touch. The living room offers deep elegant built-ins, perfect for displaying collectibles from your travels. Two NEW complete sets of 2024 floor to ceiling hurricane impact sliders open from the living room and primary bedroom into to your own 25’ private open air balcony overlooking 800’ of PRIVATE BEACH and the shimmering Gulf. After sunset, open the glass doors, pull the screen sliders across, and take in the gentle Gulf breeze as you drift off to the soothing sound of the waves. Wake up to breathtaking water views and the cheerful calls of the seagulls as you sip your morning coffee. The bright chef’s kitchen is designed for both functionality and style, with granite countertops extending into a built-in corner desk, a large breakfast bar, and premium KitchenAid, Bosch, and GE Profile stainless appliances. Thoughtful details include an Avallon 32-bottle wine refrigerator, warming drawer, soft close drawers, deep pull-out drawers for pots and pans, and an appliance garage, while dimmable recessed lighting adds ambiance to the space. The primary suite includes a custom walk-in closet and an ensuite bath featuring dual vanities and a glass enclosed travertine tiled shower. A set of French doors opens to the versatile guest bedroom, which is large enough to accommodate two queen beds or it can function as a home office or den. Ideally located just around the corner from Siesta Key Village, his extraordinary coastal retreat is waiting for you!

20 Whispering Sands Drive Unit 406, Sarasota