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$900,000
3 Beds ⋅ 4 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer | BEACH VIBES? Check, PRIME LOCATION? Check, HIGH END RENOVATIONS all completed in 2025? Check, check & check! Welcome to the ultimate in Florida living – whether you are looking to settle in full time or score an amazing SHORT TERM RENTAL/VACATION HOME, this one is a MUST SEE! Located in the heart of Siesta Key, this single story POOL HOME puts you just a 10 minute stroll to Siesta Key Village, and 5 minutes past that you are on the powdery sands of the world-famous beach. Nestled in a quiet, tree lined, no HOA community, you are living large with easy access to US-41, SR-72, and I-75. It’s the best of laid back island living with every modern convenience at your fingertips! Looking for CURB APPEAL? It’s through the ROOF (which was replaced in 2020)! With lush tropical landscaping, a circular paver driveway, covered portico, and an EV CHARGING STATION, the tone is set before you ever step inside. The covered front entry features a charming glass-inset front door that opens into an adorable foyer with immediate beach house energy. Inside you will find porcelain WOOD LOOK TILE FLOORS throughout and a living area full of personality – think vaulted TONGUE & GROOVE WOOD SLAT/BEAM CEILINGS, a cozy WOOD BURNING FIREPLACE, and CUSTOM BUILT-INS! You will appreciate the seamless flow into the light filled dining area, where sliding glass doors paired with a large window connects the interior to your outdoor oasis and includes a built-in bar and extra storage. The kitchen is a showstopper – a 2025 renovation with on trend TWO-TONE CABINETRY, stylish TILED BACKSPLASH set in a modern herringbone pattern, sleek QUARTZ COUNTERTOPS, STAINLESS STEEL APPLIANCES, and a window over the sink so you don’t miss a second of the party outside. Enjoy idyllic indoor/outdoor living with a COVERED LANAI and the recently resurfaced SALT WATER POOL, complete with ceiling fans and new screens in the enclosure for maximum comfort, and convenient outdoor/pool bath access. The fenced backyard is both low maintenance and private – perfect for soaking up the Siesta Key sunshine! Last but certainly not least, your PRIMARY SUITE is a peaceful hideaway with a huge WALK-IN CLOSET, French door access to the lanai, and a spa-like en-suite bath featuring DUAL SINKS under LIGHTED MIRRORS, and a custom tiled walk-in shower behind seamless glass. Need space for guests, a home office or additional rental potential? The PRIVATE MOTHER-IN-LAW-SUITE is a game changer - delivering its own entrance off the pool area for endless versatility with additional pavered parking close by. Also take note of the NEWER A/C, UPDATED PLUMBING & WATER HEATER (2025), partial ELECTRICAL UPDATES, IMPACT GLASS/DOUBLE PANE STORM WINDOWS (most under 5 years old), and extra storage cabinets in the garage – to sum up Saint Albans Ave… The vibe? Fresh, modern and full of character! The location? Out of this world! The lifestyle? Pure Siesta Key magic! Call today!

5108 Saint Albans Avenue, Siesta Key
$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
$1,200,000
2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code
The Gulf & Bay Club on Siesta Key is, by its own definition: exclusive, elegant and engaging. A gated 32-acre community with unrivaled waterfrontage and amenities, this is not your typical beach front condo, this is unparalleled resort living on Siesta Key. In this premium community, building F is ostensibly the prime location with sprawling views of the white sands of Crescent beach that gently fade under lapping waves into the crystal-clear waters of the Gulf. Spacious and turnkey furnished, this bright unit offers just under 1,500 square feet of living space and an open concept that allows you to move and converse freely throughout. A kitchen outfitted with ample storage also offers an informal dinette while the dining area still boasts seating for 8. The comfortable living space, adjacent to the integrated lanai, will keep you comfortable while you gaze upon the coveted, unobstructed horizon view. Retreat to your owner’s suite with generous space and more captivating panorama. Guests will be comfortable in the additional bedroom and full bath while laundry and closet space benefit your organized routine. A dedicated, covered parking space is an added bonus. Meander along the footpaths through the meticulously manicured courtyard with a freshwater lake and fountain features, an island situated in a lagoon, and three heated swimming pools. Take advantage of any number of organized events, cultural outings or recreation happenings at the two clubhouses with pool tables, tennis, pickleball, racquetball and basketball courts, media facilities and print/video libraries. Stay active and feel your best at the commercial grade fitness center, hot tub and dry saunas. Driving electric? Gulf & Bay is one of only two communities on the island offering charging stations! You simply must visit to fully understand just how much is offered at the Gulf & Bay Club, where you can create your own adventure from sunrise to sunset along the award winning Crescent Beach on Siesta Key!

5740 Midnight Pass Road Unit 402, Sarasota
$600,000
2 Beds ⋅ 2 Baths ⋅ Ocean Beach SubDv. ⋅ 34242 Zip Code
Existing home has been mitigated for water damage. One of the best values on Siesta Key. Photos of the existing home are prior to the 2024 storm damage. Large lot at over 10,880 SF Right by Out of Door Academy and walking distance to beach and Siesta Village. Attention Veterans! It may be possible for qualifying veterans to assume a huge part of the purchase price in the form of a 2.85% VA loan. *VA approval process required* Last photo of new build home and floorplan are an example only that could be built on this lot by Cannon Homes. Current List price DOES NOT include this home but is only shown for example purposes of home that would fit on this lot** Separate pricing for this new build is available if desired.

4522 Banan Place, Sarasota
$630,000
2 Beds ⋅ 2 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
New build or restoration opportunity!! This unique two-bedroom, two bathroom, three car garage bungalow is nestled in the heart of Siesta Key. Located minutes away from, world famous Siesta Key beach and the village; it is perfectly situated to live the island life. Unfortunately, the house was flooded during Helene and has been stripped down and is ready for its new owners. Remodel the house or start over either way you will be please to know that the three car garage was built in 2015 and can be incorporated into either option. Plans for the garage addition, survey and recent appraisal are available for review. House is being sold "As Is." Don't miss out on this once-in-a-lifetime opportunity to own your slice of paradise.

633 Calle De Peru, Sarasota
$1,150,000
2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code
Gulf-front living at its finest in the exclusive Gulf & Bay Club on Siesta Key! This updated 2BD/2BA condo offers breathtaking, unobstructed views of the Gulf and Siesta Key Beach with their stunning nightly sunsets. The open layout features a modern kitchen with granite counters and white contemporary cabinetry. A spacious living/dining area that opens to a private beachfront balcony. The primary suite boasts Gulf views, balcony access, walk-in closet, and en-suite bath. Gulf & Bay Club is a gated, resort-style community with 800’ of private beach, 3 pools, 8 tennis courts, pickleball, fitness center, 2 clubhouses, saunas, grills, and more. On-site rental management with 1-month minimum rentals. A rare opportunity for luxury coastal living or investment!

5790 Midnight Pass Road Unit 702, Sarasota
$1,100,000
2 Beds ⋅ 2 Baths ⋅ Siesta Breakers SubDv. ⋅ 34242 Zip Code
Step into this beautifully refreshed 2-bedroom, 2-bathroom condo offering 1,285 sq ft of upscale comfort with breathtaking views of the Gulf of Mexico. Nearly every feature is under three years old—including stylish furnishings, bedroom carpet, fresh interior paint, a modern master shower, washer and dryer, refrigerator, and a brand-new AC installed in April 2025. Located on the desirable Siesta Key, this unit combines comfort, style, and breathtaking beauty. The bright, open layout features neutral tile floors throughout the main living areas, with plush carpeting in the bedrooms. The spacious living room opens to a private patio, perfect for enjoying the panoramic Gulf views. The well-equipped kitchen boasts ample wood cabinetry, a peninsula island with an eat-in breakfast bar, and appliances, including a full-size refrigerator, range, microwave, and dishwasher. The master suite is a peaceful retreat with sliding doors leading to the patio and Gulf views. It includes a king-sized bed, lounging chair, and two walk-in closets. The ensuite bathroom offers double sinks and a large shower. The guest bedroom, with two twin beds, provides a cozy space with easy access to the second full bath featuring a tub/shower combination. Additional conveniences include an in-unit washer and dryer, along with window treatments and a dedicated entryway. Fully turnkey furnished, this condo is ready for you to move in or rent out. Siesta Breakers offers an exceptional array of amenities for its owners and tenants. The property features a private, gated beach access, so you can step out from your unit directly to the soft, powdery sands of Siesta Key’s world-famous beach. The heated community pool is perfect for relaxing or swimming laps, with plenty of outdoor seating and a private air-conditioned clubhouse that includes a small library, tables for socializing or playing games, and a comfortable atmosphere for gathering with neighbors. For those who enjoy a more active lifestyle, the community offers on-site tennis and pickleball courts, and the HOA maintains the grounds to ensure they are always beautiful. Parking is a breeze with a dedicated, covered carport space, as well as guest parking available for your visitors. An on-site manager makes it easy to rent out your unit for additional income, with a minimum one-week rental policy, allowing you to capitalize on the popularity of Siesta Key as a vacation destination. Whether you use the on-site management or choose to self-manage the rentals, this property is an excellent income-producing opportunity. In 2024, it generated over $84,000 in rental income, and solid bookings are already in place well into 2026, making it a great investment. Just steps from the beach, Siesta Breakers is also within walking distance to shopping, dining, and local markets, offering the best of island living. With easy access to Sarasota-Bradenton International Airport, travel is a breeze. Whether you’re looking for a second home, vacation rental, or full-time residence, this condo offers the ultimate Siesta Key lifestyle with income potential, luxury, and unbeatable Gulf views.

6480 Midnight Pass Road Unit 315, Sarasota
$920,000
5 Beds ⋅ 4 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
Lovingly owned for 20 years, this tropical retreat offers privacy, charm, and thoughtful updates throughout. Recent enhancements include lush Areca palms for a private, resort-style setting, and an expanded pool area complete with a cozy seating space, large umbrella, and fire pit-perfect for relaxing or entertaining under the stars. Nestled in the heart of Siesta Key, and close to one of the best beaches in the U.S., this spacious 5-bedroom, 3.5 bathroom home offers a perfect blend of comfort, style, and functionality. Featuring engineered hardwood floors throughout, this residence is designed for family living and entertaining. The living room flows seamlessly into the dining room, which is conveniently located next to the kitchen. The kitchen features shaker style cabinetry and Corian counters. A pass-through window and breakfast bar open to the casual dining area, which can easily be transformed into a game room or flex space to suit your needs. On the other side of the of the kitchen is the spacious family room, with soaring vaulted ceilings and fireplace. A French door from the family room leads to the open pool area. A fiberglass salt water pool was added in 2008 with a travertine deck. The spacious Primary bedroom suite includes a sitting area with large window that offers serene views, an adjoining library/office that allows for work from home with floor to ceiling bookshelves with a separate exterior door. A major renovation in 2014 added two additional upstairs bedrooms bringing the total to four, plus a half bath with a charming turquoise/green tile display on the mirrored wall. The full bath upstairs has Quartz counters, shaker cabinets, double sinks, and skylight in the shower giving the space an abundance of natural light. The home is built for durability with a metal roof, hurricane impact windows upstairs, and many downstairs, with custom hurricane Fabric shields protecting non-impact windows and doors. The 10’ elevation has kept the property free from hurricane damage. The home is ideally situated a short distance from Glebe Park, one of Siesta Key’s hidden gems. Perfect for families and active lifestyles, the park features a baseball field, basketball court, multi-purpose field(great for soccer or casual games), pickleball court, playground, restrooms, and a gazebo for parties and picnics. The mid-island location offers easy access to both the North and South bridges.

614 Tropical Circle, Sarasota
$590,000
2 Beds ⋅ 1 Baths ⋅ La Siesta SubDv. ⋅ 34242 Zip Code
Siesta Key Beachfront Paradise – Rare Top-Floor Gulf View Condo! Location, location, location! This stunning 2-bedroom, 1-bathroom, 753 sq. ft. top-floor unit in La Siesta’s Building A offers unobstructed, direct Gulf views from both the private screened balcony and the spacious primary bedroom. Rarely available and highly sought after, this turn-key furnished condo is situated directly across from Siesta Key Public Beach, providing the perfect opportunity for vacation living or an income-producing rental - this is one of the few weekly rental properties on Siesta Key with on-site management. Designed for both comfort and style, this coastal-inspired retreat comfortably accommodates six guests. The primary suite features a king-size bed, walk-in closet, full dresser, and 48” wall-mounted TV, all with stunning beachfront views. The second bedroom offers a full-over-full bunk bed, dresser, walk-in closet, and 32” smart TV, while the living room provides a queen sleeper sofa, plush seating, a 55” smart TV. The fully equipped kitchen allows for home-cooked meals, but for those who prefer to explore, charming Siesta Key Village is just a short walk or free trolley ride away, offering restaurants, shops, and nightlife. La Siesta offers resort-style amenities, including a heated pool, fitness center, recreation room with pool table and ping pong, shuffleboard courts, grilling areas, laundry facilities, and assigned covered parking. The on-site full-time management team ensures easy rentals and a hassle-free experience. Whether you're looking for a dream vacation home or a high-performing rental property, this rare top-floor Gulf-view condo is an incredible opportunity—don’t miss out!

901 Beach Road Unit 402, Sarasota
$700,000
2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club Bayside SubDv. ⋅ 34242 Zip Code
Here is your opportunity for a Gulf and Bay Bayside 2nd-floor walk-up Condo. Oh so lovely views of the pond and the water fountain, Weekly rental makes this an excellent investment. Just a short walk and you are on our famous Siesta Key Beach along with this deeded beach access there are wonderful amenities. - Two heated pools, clubhouse, BBQ area, fishing pier, pickleball and tennis courts, fitness room, and a warm welcoming community. The one-car garage and driveway parking make it all so very convenient, and on-site rental management at this Key West Style complex adds to the convenience. In move-in condition. Just a short of trolley ride to Siesta Village with all the shopping and restaurants with great nightlife. No carpet, all tile fIn

1228 Siesta Bayside Drive Unit 1228-C, Sarasota
$629,900
2 Beds ⋅ 1 Baths ⋅ La Siesta SubDv. ⋅ 34242 Zip Code
Rare Turnkey "PENTHOUSE OPPORTUNITY" located in one of the front buildings with a Full Gulf View directly across from the world-famous #1 rated Siesta Key Beach with beautiful quartz crystal sand! The exceptional office staff make this community well managed & this unit has a proven track record of 57K gross rental income in '2023 & 53K for '2024 & year-to-date in '25 (Jan-June) 37K which can be a great money maker for you! This condo is also used much by family when not in use! La Siesta offers 1 week minimum stays for easy rentals & has low monthly fees of only $841.67/month which make it even better! This condo is turnkey furnished with tasteful updates/furniture & has everything you need for a wonderful stay. Owner/Broker has used this condo on occasion for personal use when not rented. You'll love the nightly variety of sunsets from your screened balcony & you will feel the energy being right across the street from this world-renowned beach! Many upgrades in '22 including some of the following: A/C*most furniture & accessories*quartz tops*vinyl flooring*carpet & padding*fresh paint*balcony rescreened*plantation shutters/blinds*lanai rescreened '24 & more. The trolley stop is located right in front & is more than just a convenience ... it will connect you to fine restaurants~shopping~nightlife/entertainment in the vibrant village & throughout the key. This complex is perfectly positioned & is nestled amidst everything you could want or need. The helpful & dedicated staff will also accommodate your requests. For outside activities, La Siesta offers a heated pool, shuffleboard, cornhole & BBQ grills on-site. Unit owners may have 1 small pet under 25 lbs. with board approval. Elevator access & Laundry on the same floor make it easy. Hurry on this one & enjoy it in between tenants before the busy winter season (this unit fully rented throughout season) & secure your own piece of paradise today. Don't miss out on this exceptional investment opportunity. Being sold as is with the right to inspect. All showings require confirmation in case a tenant is in place during that time.

925 Beach Road Unit 408, Sarasota
$650,000
3 Beds ⋅ 2 Baths ⋅ Waterside East SubDv. ⋅ 34242 Zip Code
Imagine living in your dream home on world renowned Siesta Key…. THIS PROPERTY IS BEING SOLD FOR LAND VALUE ONLY!!! The cul-de-sac location offers privacy with no homes across the street. Live the local’s lifestyle in Waterside East, an established community with very little rental traffic. Easy access to the north and south bridges. The current home on the property has a footprint of 3,173 square feet. The tile roof 2018 and A/C 2021, condition unknown since the recent hurricanes. 2 feet of drywall was removed immediately after Helene. Windows were scheduled to be installed prior to the storms, they are in the garage if a buyer wants to renovate the home, no sliders. Property is being offered as-is. You can bring your own builder but E/M Custom Homes is the sellers preferred contractor. Or…..This is your chance to collaborate with E/M Custom Homes, renowned for their impeccable craftsmanship and modern coastal design, to create a one-of-a-kind residence tailored to your lifestyle. A thoughtfully designed Coastal Contemporary home plan has been situated on the lot offering 2,750 sq. ft. of luxurious indoor living space, with a total of 3,467 sq. ft. of indoor/outdoor space perfect for enjoying Florida’s year-round sunshine. Features of this stunning home include, Gourmet Kitchen with custom cabinetry, luxury appliances, and a walk-in pantry—ideal for both casual meals and gourmet entertaining. An open-concept floor plan filled with natural light, seamlessly connecting the kitchen, dining area, and great room. 4 spacious bedrooms and 3.5 bathrooms, providing plenty of room for family and guests. A first-floor Master Suite with a spa-inspired ensuite bath and a large walk-in closet—your private retreat. A second-floor balcony for enjoying views and relaxing in the breeze. An outdoor kitchen on the expansive covered lanai, perfect for alfresco dining. A beautiful custom designed private pool to enhance your outdoor living experience. An oversized 2-car garage and a convenient Laundry/Mudroom for everyday functionality and convenience. Don’t miss this rare opportunity to design a home that reflects your vision in a tropical paradise. Build your coastal dream home today!

670 Venice Lane, Sarasota
$680,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
Welcome to Peppertree Bay, one of Siesta Key’s most coveted Gulf to Bay communities, where island living meets effortless elegance. This turnkey, beautifully reimagined 2 bedroom, 2 bathroom residence is nestled within the desirable midrise building on the beach side of the complex, offering the perfect combination of privacy, convenience, and resort style amenities. Just steps from Siesta Key’s world renowned quartz sand, this home embodies the island lifestyle. From the moment you enter, you’ll be captivated by the peaceful view of the tranquil pond and fountain, setting the tone for relaxation. This updated unit has been thoughtfully redone, showcasing a spacious open concept floor plan that seamlessly blends form and function. The gourmet kitchen is a showstopper, featuring granite countertops, stainless steel appliances, soft close cabinetry, and a breakfast bar perfect for casual dining or entertaining. Elegant ceiling fans and updated fixtures enhance the coastal vibe, while the dining and living areas flow together effortlessly, creating a bright and inviting space for family gatherings or quiet evenings. The primary suite is a serene retreat with a walk in closet and ensuite bath, and the guest bedroom provides a comfortable haven for visitors. With a strong rental history, this property is as appealing to investors as it is to those seeking a full time residence or seasonal escape. At Peppertree Bay, residents enjoy private deeded beach access, two heated swimming pools, tennis courts, a fitness center, clubhouse, fishing pier, and professional onsite management. Covered parking and extra storage add convenience to this lock and leave lifestyle. Situated close to Siesta Key Village, eclectic dining, boutique shopping, and vibrant cultural experiences, this home truly offers it all. Whether you are looking for an income producing investment, a sun soaked seasonal retreat, or a luxurious full time residence, this residence at Peppertree Bay delivers the very best of Siesta Key living.

1055 W Peppertree Drive Unit 106AA, Sarasota
$1,700,000
3 Beds ⋅ 2 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code
Designer waterfront retreat on Siesta Key. Welcome to your dream coastal getaway! Tucked away on a quiet cul-de-sac, just moments from the world-renowned, powdery quartz sands of Siesta Beach, this impeccably renovated and landscaped waterfront home captures the essence of laid-back luxury and island living. Boaters will delight in the deepwater Grand Canal access—just one fixed bridge to Sarasota Bay and the Intracoastal Waterway, with direct Gulf of Mexico access. This fabulous single-level, three-bedroom, two-bath residence offers an open and airy floor plan filled with natural light, making it ideal for both full-time residence and an exceptional vacation retreat. A stunning 2023 designer renovation has infused the home with texture, warmth, and playful sophistication. From natural materials and artistic wallpaper to colorful accents and layered finishes, every detail is thoughtfully curated. Upgrades include new flooring, kitchen, bathrooms, plumbing, lighting, electrical systems, and front and garage doors. Enter through the statement front door into a welcoming foyer that opens to the expansive living room, featuring sleek, floating built-ins. The heart of the home is the striking kitchen and dining space, featuring a custom terrazzo island, quartz counters, Wolf and Miele appliances, and handcrafted cabinetry that offers generous storage. The island’s induction cooktop, drop-down exhaust fan, and bar seating blend form and function beautifully. A dedicated bar area with a wine cooler enhances the entertaining experience. The wide plank engineered oak flooring flows throughout, uniting each space with warmth and elegance. The spacious waterfront primary suite is a serene escape, complete with a spa-inspired bath, dual sinks, and a walk-in shower with private access to the pool. A thoughtful split floor plan provides privacy for two guest bedrooms and a second full bath. Even the laundry room is a showpiece, featuring art tile, a stacked washer and dryer, a beverage cooler, and whimsical details. Additional features include remote-controlled blinds, reverse osmosis in the kitchen, impact glass doors, windows, and garage door, an air-conditioned two-car garage with a paver driveway and walkways, Leaf Guard gutters, a 2023 HVAC system, 2023 attic and exterior insulation, and a 2020 roof. Seamless indoor-outdoor living begins with sliding impact glass doors that lead to the covered lanai and an oversized paver deck. Enjoy alfresco dining by the heated saltwater pool, resurfaced and retiled in 2022 with a sun shelf and spa also added for lounging. The lush, tropically landscaped backyard is fully fenced with faux turf, a putting green, and a fenced dog run, making it ideal for relaxation or play. Boating and water activities are a breeze from your private dock with a 14,000-pound remote-controlled lift, kayak launch, and seawall (2022). Just 15 minutes to open water, you'll savor days of fishing, paddleboarding, and Gulf cruising—right from your backyard. Ideally located near Siesta Village’s charming shops and restaurants, yet just minutes from mainland amenities, top-rated schools, and vibrant downtown Sarasota. Grab your flip-flops and sunscreen; this one-of-a-kind home offers the complete island lifestyle.

1031 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
$510,000
2 Beds ⋅ 2 Baths ⋅ Sunrise Cove SubDv. ⋅ 34242 Zip Code
Rarely available end-unit condo at Sunrise Cove on Siesta Key offering breathtaking, unobstructed views of both the Bay and the Gulf. This larger end unit features more windows for added natural light and space. The kitchen has been updated with newer flooring, cabinets, and countertops, while the rest of the unit is clean and well-maintained. Unit includes one carport space and a storage unit. Enjoy two bayfront pools, boat slips (available at a low cost, first-come basis), kayak storage, tennis and pickleball courts, a fitness center, and more. Located across from Siesta Key’s Turtle Beach access and trolley stop. No flooding from the 2024 storms—solid construction and an ideal island retreat. Monthly rentals allowed.

8897 Midnight Pass Road Unit 407, 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
$1,115,000
4 Beds ⋅ 5 Baths ⋅ Siesta Properties Inc SubDv. ⋅ 34242 Zip Code
Discover the potential of this property in the iconic Sanderling Club community, nestled on the desirable south end of Siesta Key. Whether you're dreaming of a new build or a restoration, this expansive lot offers endless possibilities in a prime waterfront location. The existing four-bedroom, four-and-a-half-bath residence features a two-car garage, solid block construction, durable roof, paver driveway and a pool. The interior has been stripped and is ready for your vision. While the property was affected by flooding during the hurricanes, it now presents a clean slate for creating your dream home. Located just minutes from the world-famous Siesta Key Beach and the charming village, this property is perfectly positioned to embrace island living. As part of the Sanderling Club, the only guard-gated, single-family neighborhood on Siesta Key, you’ll enjoy unparalleled privacy, luxury, and access to exclusive amenities, including private beach access, a historic clubhouse, tennis and pickleball courts and a marina. Whether you choose to refurbish or start fresh with a modern coastal retreat or a luxurious family estate, this is your chance to own a piece of paradise in one of Florida's most sought-after Gulf-front communities. Don't miss this remarkable opportunity to transform this property into your personal haven! The Sanderling Club has released renderings that envision a new era for its historic clubhouse and private waterfront setting. Potential assessments are being discussed.

7618 Midnight Pass Road, Sarasota
$1,170,000
2 Beds ⋅ 2 Baths ⋅ Crescent Arms SubDv. ⋅ 34242 Zip Code
Siesta Key Beachfront Gem - Just Like New! Welcome to your slice of paradise on world-famous Siesta Key Beach! This stunning 2 bedroom, 2 bath elevated first floor end unit offers the ultimate in coastal living with direct beach access and breathtaking Gulf views. Step into a fully remodeled interior, professionally remediated and redesigned from top to bottom--including stylish furnishings--so you can move right in or start renting immediately. Rentals in place for 2025 & 2026. Featuring impact rated windows and doors, this condo offers peace of mind and modern efficiency. The private lawn area leading straight to the sand is a rare and highly desirable feature--perfect for families, seniors, or anyone who loves easy access to the beach. Additional highlights include: 1 car covered parking, Short-term rentals allowed with excellent income history, even with personal owner usage. Rental bookings already secured through the end of 2025. Don't miss this rare opportunity to own a turn-key beachfront condo on Siesta Key with both strong investment potential and unbeatable lifestyle appeal. Paradise is calling--schedule your private showing today!

6312 Midnight Pass Road Unit 102S, Sarasota
$4,325,000
5 Beds ⋅ 6 Baths ⋅ Gulfmead Estates SubDv. ⋅ 34242 Zip Code
One or more photo(s) has been virtually staged. *Located on the north end of Siesta Key, this custom-built luxury waterfront home sits on a very private lot, surrounded by lush tropical landscaping and mature coconut palms. Perfectly positioned on a coastal playground just off Big Pass, it offers deep-water access, boating convenience, and serene natural beauty. The flexible layout includes 5 en-suite bedrooms, an elevator to all three levels, and a spacious main-level suite ideal for guests or multigenerational living. An engineer-approved option to remove a non-load-bearing wall allows for easy creation of a great room concept—a virtual rendering is included in the photo gallery to illustrate the potential. The chef’s kitchen features GE Monogram and Fisher & Paykel appliances, a butler’s pantry, beverage station, and pocketing glass doors opening to a full summer kitchen, PebbleTec saltwater pool and spa, and lush outdoor spaces. Hurricane-rated windows and doors, elevated construction, and a full-home generator protected the interior during recent storms—no water intrusion or damage occurred, with water reaching only the garage level. Extras include a 13,000 lb. lift, composite dock, 3-car garage with EV charger, whole-house water filtration, security system, and ample storage. A rare opportunity to own a private, resilient, and reimagined Siesta Key waterfront retreat.

3465 Gulfmead Drive, Sarasota
$850,000
Sarasota Beach SubDv. ⋅ 34242 Zip Code
ESTATE SALE 2 or 4 lots! Priced well below market value! Concrete block home with caged pool just 2 blocks to world famous Siesta Beach. Home did sustain some flooding, was cleaned and is now somewhat habitable. The value is in the land with two fully platted lots which may support 1 or 2 new homes. See also 5453 to the West with 2 more larger lots for a contiguous aggregation of 4 lots. Seller finance may be available pending clearance from probate. This is a great opportunity for the builder or renovator.

5443 Avenida Del Mare, Sarasota
$690,000
2 Beds ⋅ 2 Baths ⋅ Crescent Arms SubDv. ⋅ 34242 Zip Code
Welcome to 6310 Midnight Pass Rd #405N, an exceptional opportunity to own a turnkey furnished, income-producing beach retreat in the highly sought-after Crescent Arms community on Siesta Key. This rarely available 2-bedroom, 2-bathroom condo offers partial Gulf views from the spacious screened lanai and is just steps from private deeded beach access to Siesta Beach—ranked the #1 beach in the USA for its powdery white sand and crystal-clear waters. This residence is thoughtfully designed for effortless coastal living, featuring an open layout with a welcoming living and dining area filled with natural light. Whether you're searching for a personal getaway, seasonal retreat, or a smart investment, this residence offers the best of all worlds. With a strong rental history driven by its 1 week minimum rental policy, this condo offers excellent income potential. Even better, Crescent Arms offers on-site property management, allowing you to enjoy the unit when you want it and rent it seamlessly when you're away, truly a hands off investment opportunity on one of the most desirable beaches in the world. Crescent Arms is a gated beach front community offering resort-style amenities including a heated pool, clubhouse, private beach access, WiFi and cable, beach chairs, and secure building access. The dedicated on-site management and maintenance teams provide owners peace of mind and consistent rental support. Ideally located in the heart of Siesta Key, you’re just a short walk or bike ride from Siesta Village, restaurants, shopping, fishing charters, and all the local charm the island has to offer. With easy access to the mainland, downtown Sarasota’s vibrant arts, dining, and cultural scenes are just minutes away. Live on the #1 beach in the USA while your investment works for you. This is Siesta Key living at its finest.

6310 Midnight Pass Road Unit 405N, Sarasota
$3,990,000
5 Beds ⋅ 4 Baths ⋅ Harmony Sub SubDv. ⋅ 34242 Zip Code
Just Completed! This brand-new, custom waterfront home on Siesta Key is now move-in ready, built above current elevation code with a brand-new raised seawall and dock, offering an unparalleled display of high-end, designer finishes throughout. The home features a spacious, open-floor plan with 5 bedrooms, 4 full bathrooms, and a sizable chef's kitchen complete with custom-designed cabinetry, an oversized cooking island, panel-ready Thermador appliances, and under-cabinet lighting. A custom wine bar with a dual-temperature wine fridge adds to the kitchen’s appeal, while the large dining area provides stunning water views. Every inch of this home reflects meticulous attention to detail, including engineered hardwood floors throughout, solid core 8' interior doors, and high-impact windows and doors. The living room and primary bedroom boast 12-foot ceilings with tongue & groove and custom beam accents and expansive glass sliders leading out to the pool patio, providing seamless indoor-outdoor living. The external living space is enhanced by an elevated pool patio, a heated saltwater pool and spa, a shallow sun shelf, and a full outdoor kitchen—all with panoramic canal views, perfect for embracing the Florida lifestyle. The home is equipped with the latest technology and conveniences, including Cat 6 wiring at all TV locations, pre-wiring for security cameras, and a built-in indoor/outdoor speaker system. Located in the heart of Siesta Key, this home is within walking or biking distance to the famous white sand beaches and the vibrant shopping and dining district of "The Village." Don’t miss this opportunity to own this exquisite new construction—contact us today for more information!

4815 Featherbed Lane, Siesta Key
$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
$341,000
1 Beds ⋅ 1 Baths ⋅ White Sands Village SubDv. ⋅ 34242 Zip Code
Experience the ultimate paradise at Sands Village in Siesta Key! Whether you're seeking an investment opportunity or a personal oasis, this property has it all. Turn-key furnished, open concept living, full tile flooring, abundance of natural light and plenty of living space are just the beginning of what this property offers. Enjoy access to a beautiful pool, community clubhouse, dedicated covered parking, and an option for boat slip rental at the onsite marina. Siesta Key itself is a vibrant and welcoming beach community, offering a wide range of activities and amenities. From fine dining restaurants and charming boutiques to outdoor adventures and water sports, there is something for everyone. This condo unit is being sold turnkey furnished. It's ready for you or your future tenants to move in and start enjoying the Siesta Key lifestyle. This condo offers everything you need to make a profitable investment while enjoying the beauty of Siesta Key. Contact us today to schedule a viewing and embark on a journey towards a lifetime of blissful beachside living.

5631 Midnight Pass Road Unit 1007, Sarasota
$455,000
2 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code
Experience breathtaking views from this stunning, fully remodeled 2-bedroom, 2-bath waterfront condo with Deeded Beach Access! Natural light pours into this corner unit through hurricane impact windows and doors, highlighting the gorgeous canal and Bay vistas. Thoughtfully renovated throughout, this home is move-in ready, offering the perfect space to enjoy the best of Florida living. The open, split-bedroom floor plan is ideal for entertaining, and the patio can easily be closed for year-round enjoyment. The spacious, recently upgraded kitchen adds to the appeal. With engineered wood flooring throughout the main living areas and tile in the wet zones, upkeep is a breeze. Elegant Plantation shutters cover the impact windows, adding a touch of class. This TURNKEY furnished home allows for a smooth transition right into your new space. The November 2014 AC is still under a 12 year warranty. Siesta Harbor is a vibrant 55+ community nestled along the Intracoastal Waterway that has been meticulously maintained and recently updated, including new roofs and remodeled common areas. Bring your boat, as dock space is available for up to 30 foot vessels at very reasonable prices on the deep-water canal right in your backyard. World-renowned Siesta Key Beach is just across the street, accessible via your community’s deeded access. With a 1-month minimum rental policy, this unit offers an excellent investment opportunity. It also serves as the perfect home for year-round living, complete with amenities such as a heated pool and spa, sauna, fitness center, barbecue area, fishing pier, and assigned covered parking. Enjoy dining and shopping just a short stroll, bike ride, or Siesta trolley ride away, plus easy access to your private community beach. Don’t miss out—call today to schedule a tour of this exceptional unit!

1250 N Portofino Drive Unit 201, Sarasota
$1,100,000
Sarasota Beach SubDv. ⋅ 34242 Zip Code
RMF Lot Zoned for WEEKLY RENTALS. Deeded Canal Access Across the street. Investment Opportunity!!!

554 Canal Road, Sarasota
$1,100,000
2 Beds ⋅ 1 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
RMF Lot Zoned for WEEKLY RENTALS. Deeded Canal Access Across the street. Investment Opportunity!!!

554 Canal Road, Sarasota
$725,000
2 Beds ⋅ 2 Baths ⋅ 0524 Beach Road SubDv. ⋅ 34242 Zip Code
Welcome to your Oceanfront Oasis! SIESTA KEY is truly in your BACKYARD, so no need to drive or cross the street to get to the soft white sands of this highly acclaimed beach on Florida's Gulf Coast. This downstairs condo unit has been completely renovated in 2024 and is now fully equipped with new appliances, new cabinetry, new bathrooms, new HVAC, new water heater, new flooring, new bathrooms, new plumbing, new window treatment, and new paint. Whether you want to continue using it as a successful vacation rental opportunity that it is currently in or use this for personal uses, the choice is yours! A carport and assigned parking awaits your arrival and is just steps from your front door. Step inside and instantly be wowed by the BEACH VIEWS. The split floor plan has the secondary bedroom and bathroom in the front of the home and the primary suite in the back of the home. The open concept living space has the dining room and living room in one open area all enjoying views of Siesta Key, and a mirrored wall in the dining space allows for those gorgeous views even what your back is to the beach. The kitchen boasts ample coastal white cabinets, beautiful granite countertops, and stainless steel appliances. The primary suite has a sliding glass door that provides private access to the back patio, and there is a private patio on the side of the unit only accessed by this room to allow an even more luxurious experience. The bathrooms both have brand new walk-in showers plumbed with the most extreme water-resistant materials, brand new white vanities, new toilets, and enhance the coastal vibe of this unit with their color palettes. Both bedrooms feature oversized closets for plenty of storage, and the secondary bedroom has a brand new washer/dryer all-in-one unit for your private use and convenience. Should you choose to desire all of the furniture so as to continue using this as a vacation rental, it can all be yours! Similarly, if your plan is to use this as your personal vacation home, all of the FURNITURE is also BRAND NEW. Step out back onto your private, covered, and screened in back porch for yet another opportunity to take in those views of paradise. Just outside of the unit is a grassy backyard for outdoor entertainment solely available to this condominium, luscious sea grass that lines a private path to walk directly to the beach, followed by the esteemed white sands the Gulf Coast is famous for. Once your time at the beach has finished, take a short walk to The Village, Siesta Key's own shopping and dining district, where you'll find the most delicious dining options in every cuisine, a happening night life, live music, and more. Siesta Key has been a thriving vacation destination since its origination, and your chance to make this Oceanfront Oasis yours is here, so inquire on how to make this gem your own!

524 Beach Road Unit A, 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