Refine Search
Sort by
$985,000
3 Beds 2 Baths A4592722 MLS
Direct Little Sarasota Bay Waterfront, on Siesta Key, at this Price? Deep Water Dock, Charming Key West style cottage. Private outdoor deck with some water views. This 2-story wooden cottage sits within a short bike ride from Turtle Beach to its South, and just minutes away from the powdery sands of Siesta Beach and the Gulf of Mexico! This 3 bed, 2 bath 1,733 sq ft charmer has two walls of sliding doors which opens to a large private lanai with a private side patio for gardening. The original wood floors are in great shape and solid. Master Bedroom suite sits on a private floor by itself with a deck area view of Little Sarasota Bay and surrounded by lush tree coverage. Master bath with both shower and tub & walk-in closet with a full wall of sliders doors to the private Master Bedroom Deck. 2nd & 3rd bedrooms are on the ground floor and on the other side of the house giving you complete privacy and tranquility. Completely vintage original wooden floors have been refinished throughout the entire house. enjoy the large wood burning fireplace during those chilly breezes, 3 space covered car port with large attic storage, metal roof, room for additional parking. 2 AC units keep the cottage cool, both are newer units. Existing dock with open views of the water basin. This wide-open waterfront lot has 19 feet of waterfront. May not seem like a lot, but it’s a perfect area for a small boat, Jeskis and all sorts of kayaks and paddleboards! Wooden dock with private fence access and less than 10 minutes from the Gulf of Mexico. The property, at this price point, has so much room there to make this charming cottage your very own. It is a short distance from both Turtle Beach as well as the village via the free trolly, to its North.

8115 Midnight Pass Road, Siesta Key

$980,000
3 Beds 2 Baths A4592593 MLS
Your search is over. Look no further. Just 2 blocks from world-famous Siesta Key Beach, this move-in ready, mid-century gem checks ALL the boxes! 5325 Avenida Del Mare is a distinctive & charming beach house built at the height of the Sarasota School of Architecture movement. This iconic 1,700 ft² three bed, two bath home is under a half mile to Beach Access #11 and exactly one mile to Siesta Key Village. Unmatched in terms of design, craftsmanship, quality of materials, price and location, here are just a few of the outstanding features of this unique beach home: Brand new roof in 2023. Freshly painted exterior. A/C is 5 years old. Updated kitchen and newer appliances in 2023. New electrical subpanel and hot water heater. New tile floors in all the bedrooms. Built in 1950. Two owners! This home could not be more perfect as a private winter retreat, a lucrative rental, or for your year-round personal enjoyment. A local property management company forecasts nearly $70k in rental income, even though this pristine home has never been rented. Other features include open-beam ceilings throughout, built-in seating in the living room, and a wood-burning fireplace. Crafted from Pecky Cypress wood, the home has solid Cypress wood doors and tongue & groove paneling. Floor-to-ceiling sliding glass doors that open from the living and kitchen areas to an oversized 650 sq ft front lanai that is the perfect spot for relaxing on hammocks after a day at the beach. The 640 sq ft primary bedroom has French windows and doors, ensuite bath, an alcove office area, walk-in closet and separate entrances that allow for privacy - ideal for guests or extended family. The home offers versatility, as the layout might lend itself to being configured as a 2-bedroom/1 bath at the front of the home, with the primary bedroom serving as a fully equipped “Owner’s Suite” with the installation of a kitchenette. Original finishes in the two guest bedrooms include custom built-in desks, dressers, and closets. A 10’ x 12’ free-standing outbuilding at the back of the property equipped with electricity can serve as an artist’s workshop or storage space. Just imagine the possibilities with the potential for paved walkways around the perimeter of the home to your new pool in the backyard and a hot tub on the side of the home accessible from the glass sliding doors outside the guest bedrooms. Rental income projection, pool estimate and pool plans available. Can be sold turnkey furnished.

5325 Avenida Del Mare, Siesta Key

$975,000
2 Beds 2 Baths A4698975 MLS N/A BLDG.
Welcome to Unit 604 in the highly desirable North Tower of Whispering Sands. Perched perfectly to capture breathtaking, unobstructed direct views of the Gulf of Mexico, this spotless unit is the ultimate coastal canvas. Maintained with immaculate care, it is entirely ready for you to bring your design dreams to life with a custom remodel. Living here means embracing a premium resort lifestyle with exclusive access to a private beach featuring Siesta Key's famous powdery white sand, two heated community pools, and a clubhouse. Best of all, you can leave the car behind this prime location is just a short, leisurely stroll from the vibrant Siesta Key Village, putting all the best boutique shops, lively entertainment, and top-tier restaurants right at your fingertips.

19 Whispering Sands Drive Unit 604, Siesta Key

$975,000
3 Beds 3 Baths O6323313 MLS
Price Improvement! Don’t Miss This Waterside East Gem in Siesta Key! Amazing opportunity to own a pool home with a seawall and dock—ready for your creative vision. Whether you choose to renovate and update the existing home or build a brand-new waterfront retreat, this location is unmatched. Tucked away on a peaceful cul-de-sac just off the Grand Canal, the home features: • Large circular driveway for easy access and ample parking • Open floor plan with split-bedroom layout for added privacy • Sparkling pool just resurfaced with brand-new equipment installed • Private dock with direct water access for boating and water activities While the home is in need of some updates, the potential here is incredible—whether as an investment property or your dream residence. All this, just minutes from world-class beaches, shopping, dining, and entertainment. Property is being sold As-Is—buyer to verify all information.

568 Venice Lane, Siesta Key

$975,000
3 Beds 3 Baths A4646653 MLS Na BLDG.
RARELY AVAILABLE THREE BEDROOM THREE BATH WITH 10,000 POUND BOAT LIFT AND SLIP THAT ACCOMMODATES UP TO A 45’ BOAT! Have you heard? Big Pass Is Open! You can now access the open waters of the Gulf from Big Pass, located between south Siesta Key and Casey Key! Enjoy the intracoastal waterway North and South in protected waters. This condo has beautifully updated kitchen and baths, quartz countertops, newer appliances, beautiful flooring throughout and soaring 20’ ceilings. Relax in the glassed and screened lanai overlooking the deep-water boat basin. The second story offers additional living space, a private bedroom and bath and a spacious 12’ x 13’ storage room. Harbour Towne has a clubhouse, pool, spa, four pickleball courts and a tennis court. Enjoy the world-famous Siesta Key Beach right across the street. If you love beach life, boating, pickleball and tennis, this is the condo for you! You may especially like the Siesta Key Village vibe with an easy walk, cycle or free trolley ride to enjoy great restaurants, live music, and shopping. It’s all here for the resort get-away feeling!

1233 Dockside Place Unit 207, Siesta Key

$975,000
3 Beds 4 Baths A4598140 MLS Turtle Cove BLDG.
BOATABLE WATERFRONT on SIESTA KEY with NEW dock coming this spring...and seller has ALREADY PAID assessments! This exquisite property, located at the south end of Siesta Key, is nestled is the quiet community of Turtle Cove, which is comprised of only 7 townhome units. With beach access, a public boat ramp and a park only steps away at Turtle Beach, this property offers everything you could want from life on the Key, without the congestion of the more "touristy" areas of the island. And for added convenience, a the Siesta Key Trolley stops just a short walk from your front door, making access to Siesta Key Village and the public beach, not only convenient but fun. In addition to its ideal location, 9000 Midnight Pass Rd provides boatable water access for its residents, with a recently renovated seawall and brand new private docks to be installed this spring. The building also boasts a new roof and a recently painted exterior, adding to curb appeal, and peace of mind. Inside, this large townhome provides ample space, whether you plan to spend part of the year enjoying sunny Siesta Key or are a full time resident. The first floor offers an oversized 2 car garage and a large living area, with hurricane impact sliding glass doors that lead out to the back deck, the community pool, and a peaceful bayou where you will often see manatee and dolphins playing. The main living area is found on the second floor and features a large kitchen with an island, a dining room and living room with a wet bar. From the screened in balcony on the main level, you can enjoy water and beach views. The third level holds all three bedrooms and two full bathrooms, including the oversized primary en suite with vaulted ceilings, three large walk-in closets and a private screened in balcony where you can enjoy views of the sun setting in the Gulf of Mexico. With a two-car garage, the convenience of maintenance free living, access to boatable water and beaches and its peaceful location, this Siesta Key townhome offers a unique combination of features that you won't find in any other property on the market. Schedule your showing today to view this magnificent home.

9000 Midnight Pass Road Unit 7, Siesta Key

$975,000
3 Beds 2 Baths A4589393 MLS
BACK ON MARKET FOR A SHORT TIME! NO HISTORY OF FLOODING! Great elevation! NO HOA...Just over 1 mile or an easy walk to Siesta Key Beach. Lovely home and furnished & ready to go for seasonal rental or to start doing life at one of the worlds most gorgeous beaches. Updates include Roof 2019, remodeled kitchen 2013, Pool pump and Pool Heater as well as surface refinished 2021, New garage door 2023, Newer privacy fence and just resealed in 2023 and More! All appliances including washer and dryer with inside laundry room. Large open white shaker cabinets in eat in kitchen with peninsula all with granite counters. Large outdoor pool lanai with newer patio furniture. Home is currently set up to sleep 10 in the spacious 3 bedrooms each with walk in closets for extra storage. An easy bike ride or walk to Siesta Village. ***See unbranded 3D walk through attached***Seller may consider Lease Option

735 Birdsong Lane, Siesta Key

$975,000
3 Beds 4 Baths A4558490 MLS
Wow, a $405,000 price improvement! The lowest price-per-square-foot for single-family living on Siesta Key! Enjoy partial views of the sparkling azure waters of the Gulf of Mexico from this 3,320-square-foot, 3-bedroom, 3.5-bath California contemporary home — the perfect island getaway or primary home. Located in the exclusive cul-de-sac community, the Banyan Club has only 12 homes, 6 are Gulf-front. All homes have access to a private deeded walkway to the community’s seawall overlooking the Gulf of Mexico, Big Pass, and Lido Beach, where you can watch dolphins play and yachts pass by and, in the evening, savor blazing Siesta Key sunsets. The tropically landscaped yard and gracious banyan trees lead to the elevated main level through leaded glass entry doors offering an open-concept floor plan. Organic, rough-hewn beams and a white cedar plank wall accent the soaring open ceilings in the main living area. The large, renovated kitchen with granite counters, stainless appliances, and breakfast bar offers plenty of storage and flows easily to the dining room, which also offers partial Gulf views. Wraparound-screened, open-air decks are easily accessed through multiple sliding glass doors. This level also features an office/den with built-ins, a desk, a hidden Murphy bed, a half bath, and a large master suite. Upstairs, two expansive bedrooms share a Jack-and-Jill bathroom. Downstairs, the legally non-conforming lower level offers an expansive bonus room for play, additional office space or hobbies with a full bathroom, utility/laundry room, and access to the yard. Two-car garage and paver driveway with room for four cars. The home is conveniently located next to the large private community pool and close to the tennis/pickleball courts for your outdoor activities. Community irrigation well services landscaping. Possible Seller financing. Close to the white quartz sands of the world-famous Siesta Beach. Grab sunscreen and flip-flops; you'll feel the powdery sand between your toes in minutes! Near the lower campus of Out-of-Door Academy, charming Siesta Village, and only 15 minutes to the mainland by car to the urban center of downtown Sarasota’s cultural amenities, restaurants, and entertainment, including world-class theater, opera, ballet, and orchestra. tours.coastalhomephotography.net/public/vtour/display/2089812?idx=1#!/

115 Sand Dollar Lane, Siesta Key

$970,000
3 Beds 3 Baths A4589767 MLS C BLDG.
PRICE REDUCED FOR IMMEDIATE SALE!! Beautiful newly renovated 3 bedroom / 3 bath end unit! Light and bright with soaring ceilings. Turnkey furnished unit with 1 car attached garage. Kitchen is open to dining and living rooms with a view to the marina. Stainless steel appliances and quartz countertops. Great view from screened lanai of the marina with a premium deeded boat slip directly behind the unit. With a 20k lift, the dock can accommodate up to a 45 ft boat. The master suite is just off the living room and has a lovely updated bathroom, walk-in closet and a view of the marina. The second floor includes an open living area, sleeping space, and a 3rd bath. Huge additional closeted space provides great storage. The building's roof is just 2 years old. Harbour Towne offers the beauty and serenity unique to waterfront living. Built around a deep water marina, this gated community of 50 units is beautifully landscaped and features a heated pool with spa, tennis, pickleball courts, fishing pier, private boat docks, with electric and water, clubhouse, and covered pavilion with grills. All of this and just a 7 minute walk to Siesta public beach.

1251 Dockside Place Unit 210, Siesta Key

$965,000
2 Beds 2 Baths A4679738 MLS North Tower BLDG.
Welcome to this beautifully remodeled 11th floor GULF FRONT Whispering Sands tower residence – just one floor below the penthouse level – where sweeping, unobstructed FULL Gulf views meet breathtaking, colorful sunsets that paint the sky each evening. This light filled 2BR/2BA condo is the perfect combination of refined coastal style with effortless, comfortable living. The bright open kitchen is designed for both entertaining and everyday elegance, featuring an expansive, 8-foot breakfast bar, granite countertops, Whirlpool, GE & KitchenAid appliances, recessed lighting, and a convenient built-in corner workspace. NEW 2024 hurricane impact sliders frame your private, enclosed 24’ Gulf front balcony – the ideal space for enjoying peaceful morning coffee or sunset cocktails above the shoreline. The tranquil primary suite features a walk-in closet and beautifully remodeled ensuite bath with spacious dual vanity and glassed walk-in shower. A set of French doors with privacy shades leads to a flexible guest suite with twin Murphy beds & built-ins, easily transitioning from private office to welcoming bedroom. A second guest bath entry creates a true ensuite experience. Thoughtful upgrades in this unit include track lighting, textured ceilings, remote-controlled overhead fans, and a whole-house water filtration system. 2024 HVAC. Don’t miss this rare opportunity to own this sophisticated Gulf front residence that captures a true resort lifestyle while remaining warm, welcoming, and wonderfully livable.

19 Whispering Sands Drive Unit 1104, Siesta Key

$965,000
3 Beds 2 Baths A4654399 MLS
One or more photo(s) has been virtually staged. Incredible Value! Don't miss this one! Buy now and enjoy for season. Welcome to The Blue Lagoon... when you walk in it feels like new construction! A private modern coastal retreat perfectly positioned on Siesta Key’s tranquil Heron Lagoon... the ultimate vacation home or investment property. This exceptional, gated quarter-acre compound offers the rare combination of serenity, design, and functionality, ideally located between Turtle Beach and Crescent Beach, just moments from the iconic Point of Rocks. Enter through a secure electric gate framed by custom wood fencing and arrive under a majestic live oak canopy that sets the tone for the natural beauty and privacy within. Designed to maximize indoor-outdoor living, the home features two expansive screened lanais, a sparkling private pool, an extensive wood deck, lush tropical landscaping, and a private dock where you can launch a paddleboard, kayak, or canoe directly into the peaceful lagoon. The single-level custom residence offers a thoughtfully designed 3-bedroom, 2-bath layout with wide-plank wood-look tile flooring in soft white and gray tones, crisp white walls, black metal hardware, and premium wood and metal ceiling fans throughout. Soaring ceilings are clad in hand-cut cypress wood shiplap, adding both natural warmth and acoustic insulation. The gourmet kitchen is a chef’s dream, featuring high-gloss European cabinetry, quartz countertops, a striking wood-grain tile backsplash, and Café Series stainless steel appliances including a six-burner gas range with a double oven and a counter-depth French door refrigerator with filtered and instant hot water. A whole-home water filtration system ensures pure water at every tap. The spacious master suite is a true sanctuary with a double-closet hallway, soaring ceilings, and a large window and sliding glass door that open to the lanai. The spa-inspired en suite bath features floating dual white European vanities, a luxurious rainwater shower with Kohler gold fixtures, floor-to-ceiling “blue skies” tile, and organic gray cobbled stone flooring. The peaceful sound of rainfall on the metal roof at the rear of the home enhances the retreat-like experience. The guest bath offers equally sophisticated design, with iridescent honeycomb tile behind a deep soaking tub and rich gray tilework throughout. Every detail of this home has been carefully curated to reflect the essence of the Siesta Key lifestyle, luxurious, relaxed, and deeply connected to nature. Whether you’re looking for a full-time residence or a seasonal escape, The Blue Lagoon offers a once-in-a-lifetime opportunity to own a coastal property where water views, natural beauty, and modern comforts unite in perfect harmony. In addition to being a stunning private residence, this property is also ideal for seasonal use or as a high-performing vacation rental. Similar properties on Siesta Key routinely generate over $100,000 per year in rental income, making this an excellent opportunity to enjoy the home while having it support itself or even contribute toward paying it off. Use it as a vacation retreat while earning income and always have a beautiful place to stay on Siesta Key. And if your long-term vision includes building your dream home, please inquire directly about available building plans for the lot by Island Series with Yoder Homes. Visit the link for a 3D tour, video and floor plan. https://nextlevelmediasrq.hd.pics/8234-Midnight-Pass-Rd/idx

8234 Midnight Pass Road, Siesta Key

$965,000
3 Beds 2 Baths A4616895 MLS N/A BLDG.
Experience coastal living in this HIGH and DRY waterfront 3-bedroom, 2-bathroom condo on the sought-after Siesta Key. Perfectly positioned just steps from the renowned Siesta Key Beach, this second-floor gem offers unparalleled access to sun and sand, while a private boat slip and lift awaits your boating adventures. This turnkey-furnished condo is meticulously designed for both relaxation and entertainment. The modern kitchen features stainless steel appliances, spacious panty all seamlessly connecting to the dining and living areas, where vaulted ceilings and expansive sliding doors open to the screened lanai offering stunning water views. The spacious master bedroom boasts a private ensuite bathroom with a double vanity, updated to reflect ease of use with access to the large walk-in closet. The second bedroom and bath is conveniently located on the first floor along with the washer and dryer. The lofted third bedroom includes an expansive additional living area. An adjoining oversized storage space presents an ideal opportunity for a creative studio, or additional living area. The property includes a one-car garage and an additional assigned parking space, accommodating guests or a second vehicle. The deeded boat slip/lift can accommodate a 25-foot boat with no bridges to the bay, making it a haven for boating enthusiasts. Harbour Towne is a gated community of just 50 waterfront units, featuring exceptional amenities such as a heated pool, hot tub, tennis/pickleball courts, clubhouse, and a covered picnic area with grills. With the vibrant Siesta Key Village nearby and downtown Sarasota’s restaurants, theaters, and cultural attractions just 15 minutes away, this condo offers both a tranquil retreat and a gateway to local excitement. Don’t miss the chance to make this Siesta Key paradise your own.

1271 Dockside Place Unit 215, Siesta Key

$965,000
2 Beds 2 Baths A4614044 MLS West Tower Our House Ar The Be BLDG.
This is SO much more than “A Million Dollar View”. You’re on the top floor, seventh floor, of the West Tower at super well maintained and managed “Our House At The Beach”. The Living room and dining room have an L shape with forty six feet of sliders that look around nearly 270 degrees. You see what some think is the number one beach in the US, Siesta Key’s vast white sand, from one of your two 23 foot balconies and your living space. Continue around and see Siesta Key village in the distance, keep going and you even look East at the canal homes of the Key and then in the distance the lights and buildings of downtown Sarasota. Fourth of July from THIS location is going to be unbelievable. But there’s so much more here. Nicely updated with the same gorgeous ceramic tile on all the floors in all the rooms. The Kitchen is updated with granite and has beautiful stainless appliances including a brand new refrigerator. The kitchen features a pass through into living space and is very bright with great views too. A large primary bedroom with lots of window looking east at downtown. The 2nd bedroom has more gorgeous beach views. Two beautifully updated and appointed bathrooms. You’re short steps to all that white sand and you are near all the great shopping, dining and nightlife of Siesta Key village. And this vacation paradise helps pay for itself. It generated almost 50K in gross rental receipts in 2023 and is renting strong this year as well. And that’s with owner use too. Finding this much view in such a well kept unit could cost substantially more. Weekly rental means you get more of the year booked if you want it. The complex features 2 tennis courts and a heated pool and a covered pavilion with grilling area. Your own full size washer and dryer in your unit that are new in 2023 and 2024 as well. Picture yourself and your guests spending the day at the beach etc and then relaxing on your two huge balconies watching sunsets over the Gulf and then the lights of the city twinkling on. It has it's own premium assigned parking spot under the building too! These units rarely become available – the last sale in the West Tower was in 2020! It looks like MUCH MUCH more than a million and it costs less! Come see it before it gets away.

1001 Beach Road Unit A702, Siesta Key

$965,000
2 Beds 2 Baths A4594713 MLS 1125 BLDG.
Welcome to the epitome of beachside living! This stunning turnkey penthouse 2-bedroom, 2-bath condo is located in the highly sought-after community of Peppertree Bay on Siesta Key with it's own private beach. Situated on the eighth floor, Unit 803 offers breathtaking beach and Gulf views that will leave you feeling like you're on permanent vacation. Step inside and be greeted by an open floorplan that seamlessly combines the living, dining, and kitchen areas. The newer flooring throughout adds a touch of elegance, while crown molding adds a sophisticated flair. You'll appreciate the attention to detail in every corner of this unit. The kitchen boasts granite countertops, a tiled backsplash, and a convenient breakfast bar - perfect for casual dining or entertaining guests. Cooking will be a breeze with top-of-the-line appliances and ample cabinet space for all your culinary needs. Relax and unwind in the spacious master suite, complete with its own private bath. The second bedroom is equally inviting and provides ample space for guests or family members. One of the standout features of this unit is the large enclosed porch, offering panoramic views of the surrounding area. Imagine enjoying your morning coffee or evening cocktail while taking in the sights and sounds of paradise. Additional features include a tankless hot water heater for endless hot showers, hurricane-impact windows that were updated in 2018 for added peace of mind during stormy weather, and a new AC was installed in 2020 to ensure year-round comfort. Convenience is key with a utility room that provides extra storage space for all your belongings along with a full size washer and dryer. The secured elevators provide peace of mind and easy access to your unit. And don't worry about parking - there's your own dedicated under-building parking space complete with a storage locker. Living in this beach to bay community means you'll have access to an array of amenities. Spend your days basking in the sun on the beautiful beach, where chairs are available for your comfort. Stay active with tennis and pickleball courts, or get your workout in at the state-of-the-art fitness center. Unwind in the sauna or cast a line off the fishing pier. Two clubhouses are perfect for hosting gatherings, while BBQ areas are ideal for outdoor cooking. And when you're ready to cool off, take a dip in one of the two heated pools. With on-site management and a rental program available, this unit offers great investment potential. Whether you're looking for a permanent residence or a vacation retreat, this turnkey condo is ready to be your new home. Don't miss out on this incredible opportunity to own a piece of paradise. Contact us today to schedule a private viewing of 1125 West Peppertree Lane, Sarasota, Florida 34242. Your dream beachside lifestyle awaits!

1125 W Peppertree Drive Unit 803, Siesta Key

$962,500
2 Beds 2 Baths A4655313 MLS 5750/E BLDG.
Gulf & Bay is one of the finest properties on the island with 32 acres of manicured grounds and 800 feet of private white quartz powder beach. Lush tropical courtyard featuring 3 swimming pools, commercial grade fitness center, racquetball courts, tennis courts, freshwater lake with a unique island barbeque area, two clubhouses, dry saunas and hot tub, and electric charging stations. This is truly a beachfront resort with gated security unrivaled on Siesta key. Location is the key and this condominium sits in one of the closest buildings " E" to the beach in Gulf & Bay. Nice Gulf view while sitting on your lanai, completely upgraded unit with all new kitchen, baths and laundry room. Solid wood cabinets with granite tops, stainless steel appliances, tiled floors, stainless undermount sink, a center island, built-in desk/workstation and raised breakfast bar area for morning breakfast or evening drinks. This home has an open floorplan and an open lanai where you can let the breeze flow through. Both bathrooms have been fully upgraded with all new wood vanities and granite tops, all new walk-in shower and or tub/shower combo. The unit is being sold turnkey furnished and is ready to move in or put on the winter rental program. Secure your winter retreat now and don't miss out on your future gulf front retreat!

5750 Midnight Pass Road Unit 203, Siesta Key

$960,000
2 Beds 2 Baths A4689210 MLS 5830 BLDG.
Rare opportunity - Jamaica Royale, Tower 1 Enjoy breathtaking Gulf views from this beautifully positioned second-floor Gulf front condo on world-famous Siesta Key Beach. This 2-bedroom,2-bathroom residence features light-filled open living and dining space. The generous areas flow effortlessly toward the Gulf creating the perfect setting for relaxed coastal living or entertaining guests. Enjoy spectacular sunsets from the expansive balcony accessible from both the living room and primary suite. Ideally located just minutes from the island's vibrant restaurants, boutique shopping and entertainment, this Jamaica Royale beauty is a MUST SEE! Whether as a primary residence, a beach retreat or an investment opportunity this condo offers the best in Gulf front living.

5830 Midnight Pass Road Unit T22, Siesta Key

$960,000
2 Beds 2 Baths A4673941 MLS 52 BLDG.
Experience the ultimate beachfront lifestyle in this stunning turn-key 2-bedroom, 2-bath second floor condo offering a full, unobstructed Gulf view on one of the best beaches in the world. From the moment you step inside, you’re greeted by breathtaking panoramic views of shimmering turquoise waters, powder-soft crystal sand, and unforgettable sunsets that paint the sky each evening. This light-filled residence features an open, inviting layout designed to maximize the incredible coastal scenery from the main living areas. The spacious primary suite offers comfort and privacy with an en-suite bath and generous closet space. A comfortable guest bedroom and second full bath provide the perfect setup for family or visitors. Enjoy the convenience of an additional dedicated storage closet, ideal for beach gear, bicycles, or seasonal belongings. Located just steps to the community pool, fitness center, clubhouse, tennis & pickleball courts and private beach access, this premier beachfront community delivers true resort-style living. Soak in the sights and sounds of waterfront life—morning coffee with sea breezes, afternoon relaxation, and sunsets that feel close enough to touch. Whether you're seeking a full-time residence, a seasonal retreat, or an investment property, this condo offers the perfect blend of comfort, amenities, and world-class beach living. For your convenience, Peppertree offers onsite rental.

1017 W Peppertree Drive Unit 116, Siesta Key

$958,000
2 Beds 2 Baths A4598070 MLS 1315 BLDG.
Immerse yourself in coastal luxury with this beautifully renovated condo in Gulf & Bay Club Bayside, a serene retreat on Siesta Key. With deeded beach access to the famous powdery white sands of Siesta Beach and the captivating Gulf of Mexico, this two-level condominium offers a refined lifestyle complemented by stunning natural surroundings. Upon entering, be captivated by the "weathered" beach cottage hardwood floors and white plantation shutters that exude an air of relaxed elegance, reflecting the azure waters and sandy beaches nearby. The heart of this home is the bespoke kitchen, featuring unique granite countertops, an ocean-inspired glass tile backsplash, stainless steel appliances, reverse osmosis, and custom wood cabinetry. The adjoining breakfast and desk area, adorned with substantial slabs of heart pine, adds a charming, rustic touch and excellent additional office/work space with built ins and wine refrigerator. The home's interior design is further elevated by the vaulted tongue-and-groove cedar ceilings, enhancing the character of this coastal haven. The Florida room, with its floor-to-ceiling impact windows, offers serene West facing views of a tranquil lake and fountain, creating a perfect backdrop for relaxation. The masterpiece of this condominium is the reconfigured upstairs area, transformed into a luxurious primary suite with peekaboo water views. It boasts a large bedroom with hardwood floors, leading to an oversized walk-in closet with sophisticated built-ins. The suite includes a private office/den/nursery, enclosed by antique stained glass inset French doors and windows, offering an ideal space for productivity or relaxation. The primary bath is a sanctuary, featuring a European Traditions vanity, granite counter, travertine floors, walk in shower, oversized walk in coset with built-ins and a unique porthole window. Two private balconies add to the allure, providing intimate spaces for enjoying the balmy Florida air. Guests are comfortably accommodated in the main floor suite, ensuring privacy and comfort. Additionally, this condominium comes with a one-car garage and the opportunity for lucrative weekly rentals, perfect for those looking to enjoy Siesta Key living part-time and make an excellent income while not in residence. Residents of Gulf & Bay Club Bayside enjoy access to a community pool, clubhouse, fishing pier, recreational center, and tennis courts. Located just minutes from the charming Siesta Village and a short drive to downtown Sarasota's vibrant cultural scene, this home is a rare find for those seeking a blend of luxury, comfort, and the best of Siesta Key living. Make sure to click the virtual tour!

1315 Siesta Bayside Drive Unit B, Siesta Key

$950,000
3 Beds 2 Baths A4637794 MLS
Siesta Key waterfront home, prime location and endless potential! Location, location, location. This exceptional Siesta Key beach home is just near world-famous Siesta Beach and vibrant Siesta Village, offering easy access to top-rated dining, shopping and entertainment. On a large, beautifully landscaped lot along the coveted Grand Canal, this property is a rare find with direct waterfront access, a spacious composite deck and a private boat slip, a boater’s paradise. Whether you're looking for a prime investment property or the ideal place to build your dream home, this home offers limitless possibilities. Renovate and add your personal touch to the home or start fresh and design a custom waterfront retreat in this extremely desirable neighborhood. The property recently experienced water damage during storms but has been mitigated, offering a blank slate for your vision. Additional highlights include a newer metal roof in 2021, a pool, a screened lanai and low-maintenance hardscape landscaping, all set against the backdrop of Siesta Key’s breathtaking beauty. Don’t miss this rare opportunity to own a slice of paradise. Act fast as this one won’t last! Being sold as-is.

431 Avenida De Mayo, Siesta Key

$950,000
3 Beds 3 Baths A4632207 MLS
This solid three-bedroom three bath pool/canal front home is located on a quiet cul-de-sac just behind Siesta Key village, and a mere 5-minute stroll to its eclectic shops, cafes, and fabulous restaurants, not to mention the world-renowned powder-white sands of Siesta Beach! Two of the bedrooms are en-suite. The living room, family room and one bedroom have access to the lanai and caged pool. Additionally, the family room features a working fireplace. There is a docking area with davits for your boat, with easy access to the intercoastal waterway and ultimately the Gulf of Mexico. In short, this is a perfect opportunity for a savvy investor or someone looking to settle down in one of Florida’s most beautiful and beloved coastal communities! The home had water intrusion from Hurricane Helene and was immediately and professionally remediated and sanitized. Renovations began but health issues forced a halt; Meet me at the property to review what changes can be made to the existing floor plan to maximize your income potential or to finish restoration to make this property your own! Typical rental income on a monthly rental in this neighborhood is $85 to 125k annually depending on whether you want to block out time for yourself. Don’t miss out on this incredible waterfront home priced near land value! Schedule your showing today!

322 Avenida De Paradisio, Siesta Key

$950,000
4 Beds 3 Baths A4613435 MLS
No Flooding or Water Intrusion during recent storms (per Sellers) – this Island home located moments away from renowned Siesta Key Beach. Situated only a half mile from white sandy beaches of Siesta Key this island gem in SIESTA COVE beckons with its idyllic surroundings. The residence waiting for your finishing touches features 4 bedrooms, 3 full bathrooms, 2-car attached garage and a NEW ROOF in July of 2023. Nestled on a generous lot spanning 0.43 acres with a large tropical yard and stone paver driveway, creating a welcoming entrance to a private oasis. Enter through double doors framed with glass panels on either side, greeted by a large foyer, up a few steps to a spacious open Great Room floorplan. The airy living space (above BFE) features a wood-burning fireplace and a large wall of sliding glass doors that open out onto the expansive covered deck and screen enclosed in-ground pool. Surrounded by lush vegetation, the pool area provides a sense of tranquility and privacy, an inviting space for unwinding after a day at the beach. A thoughtful layout with vinyl plank flooring throughout most of the interior. The large dining room seamlessly opens to the kitchen. Two bedrooms, each with its own en-suite bathroom and sliding doors leading out to the covered deck, offer multiple primary bedroom options. Two additional bedrooms located behind a sliding barn door share a full bathroom, ensuring ample space and privacy. The private tropical backyard retreat with lush Florida landscaping offers low-maintenance yet a visually pleasing backdrop for outdoor enjoyment. This desirable neighborhood is just a short distance from boutique shopping and restaurants of Siesta Village. Over the north bridge, just 15 minutes to Downtown Sarasota’s urban and cultural amenities, shopping, dining and entertainment. Whether as a permanent residence or a vacation retreat, create your own haven in this sought-after paradise where you’ll embrace the laid-back coastal lifestyle of Siesta Key.

5309 Siesta Court, Siesta Key

$950,000
2 Beds 2 Baths A4593581 MLS House Of The Sun BLDG.
Turnkey waterfront gem. Welcome to your seaside paradise at the heart of Siesta Key, where coastal living meets unparalleled luxury. Nestled right on the beach, this exquisite two-bedroom, two-bathroom condo offers a lifestyle of tranquility and awe-inspiring beauty. With a private balcony, immerse yourself in breathtaking panoramic views that stretch as far as the eye can see. Watch the sun dip below the horizon, casting hues of orange and pink across the azure waters, creating a canvas of natural artistry. This condominium, situated in an elevator building for convenience, boasts a perfect blend of comfort and style. The spacious living spaces are adorned with tasteful decor and flooded with natural light, creating an ambiance that feels both inviting and serene. Revel in the convenience of having laundry facilities right in the unit, ensuring that every aspect of your beachfront living experience is designed for ease. Located in the heart of it all, you'll find yourself in close proximity to the vibrant pulse of Siesta Key's community. Explore quaint shops, savor delectable cuisine at nearby restaurants, and indulge in the lively atmosphere that surrounds you. Welcome to a life where the waves are your lullaby, and every day feels like a vacation in paradise.

6518 Midnight Pass Road Unit 212, Siesta Key

$950,000
2 Beds 2 Baths A4587718 MLS B BLDG.
HUGE PRICE IMPROVEMENT- Now one of, if not THE highest rate of return on investment on all of Siesta Key -nearly $100,000 in annual revenues!!!! Fishermans Cove provides a rare opportunity being one of only two Siesta Key communities where you can own a direct beachfront condo with unobstructed gulf views AND have access to forty new boat slips available to its owners by walking right out your front door. With the Intra-Coastal Waterway directly to the east, and the soft sands and Gulf of Mexico directly to the west, the location of the complex provides endless water views in all directions. This stylish condo is on the ground floor which allows you to walk directly out your backdoor to the soft sands of Siesta Key and enjoy the unobstructed views of the Gulf and beach with beautiful sunsets! This island retreat has been renovated from top to bottom with gorgeous cabinetry, granite counters, stunning wood plank tile floors, lavish bathrooms, recess lighting, coastal furniture, and on trend accessories. New AC installed 11/21. An in-unit washer and dryer are a huge added bonus as not all units have these. One look at the pictures and you’ll see why this unit is so highly in demand. There is extra storage located on the first floor and an assigned parking space directly in front of the unit. Opportunities like this don't come along often. Don’t miss your chance to own a piece of Siesta Key paradise!

9000 Blind Pass Road Unit B106, Siesta Key

$940,000
3 Beds 2 Baths A4684885 MLS 1275-B BLDG.
An amazing year-round residence, vacation or investment property! Don't miss this rare opportunity to own a beautifully furnished 3-bedroom, 2-bath + loft unit just steps from world-renowned Siesta Beach with dedicated beach access. Recently renovated, this turnkey residence features a bright open floor plan with wood-look tile, shiplap accents, and raised ceilings in the hallways, kitchen and dining areas, a rare update in the community. The kitchen boasts full height solid wood cabinetry, quartz countertops, stainless appliances, and a charming, windowed breakfast nook. Enjoy multiple dining options including a formal area, bar, and a glass-enclosed lanai, perfect for entertaining. The spacious primary suite opens to a Florida room with tongue and groove wood ceiling overlooking a serene pond and wildlife, with a renovated ensuite featuring dual sinks, walk-in shower, abundant storage, and a large closet. Upstairs includes a versatile loft, two guest bedrooms, and a full bath. Relax on the inviting front porch with views of Siesta’s iconic sunrises and sunsets. Additional perks include a one-car garage, private driveway, and in-unit laundry. Unit has all brand new screens. Located in Gulf & Bay Club Bayside, a gated community with resort-style amenities: two pools, tennis/pickleball courts, clubhouse, fitness center, sauna, fishing pier, walking paths, and BBQ areas. On-site management and a one-week rental minimum make this a standout investment property with income potential of $80k plus. Spend your days enjoying effortless beach access for sunrise coffee, long shoreline walks, and unforgettable Gulf sunsets. When it’s time to explore, Siesta Key Village is just minutes away with favorite restaurants, local shops, and live music—an unbeatable setting to experience Siesta Key at its finest.

1275 Siesta Bayside Drive Unit 1275, Siesta Key

$940,000
3 Beds 3 Baths A4640938 MLS
Nestled on a tranquil street, in the highly sought-after Roberts Point neighborhood of Siesta Key, this stunning elevated home offers the perfect blend of luxury, privacy, and coastal charm. Situated just moments from the world-renowned Siesta Beach and the vibrant Siesta Village, this beautifully maintained two-story residence offers the perfect combination of comfort, convenience, and Florida living. The layout features spacious living and dining areas, with plantation shutter windows that fill the home with natural light and allow for a seamless connection to the outdoors. The well-appointed kitchen includes modern appliances, ample cabinetry, and a large island, making it an ideal space for cooking and entertaining. The master suite is a private retreat, with plenty of closet space and an en-suite bathroom that offers a relaxing atmosphere. Additional bedrooms are generously sized and perfect for family or guests. Step outside to your private, nicely landscaped backyard, an ideal setting for relaxation and entertaining. Enjoy Florida’s beautiful weather on the expansive composite deck, complete with an outdoor shower—perfect for rinsing off after a day at the beach. The lush greenery and well-maintained yard create a tranquil, private oasis. This home’s prime location offers easy access to the best of Siesta Key—whether it's lounging on the soft sands of Siesta Beach, exploring the unique shops and restaurants in Siesta Village, or enjoying local parks and recreational activities. This is your chance to own a slice of paradise in one of the most coveted neighborhoods on Siesta Key. Schedule your private showing today and make this beautiful home your own!

4117 Roberts Point Circle, Siesta Key

$939,000
2 Beds 2 Baths A4583901 MLS A BLDG.
Fishermans Cove provides a rare opportunity being one of only two Siesta Key communities where you can own a direct beachfront condo with unobstructed gulf views AND have access to forty new boat slips available to owners by walking right out your front door. With the Intra-Coastal Waterway directly to the east, and the soft sands and Gulf of Mexico directly to the west, the location of the complex provides endless water views in all directions. This stunning condo is on the ground floor which allows you to walk directly out your backdoor to the soft sands of Siesta Key and enjoy the unobstructed views of the Gulf and beach with beautiful sunsets! This beach getaway has been nicely updated with granite counters, resurfaced cabinets, and stainless appliances in the kitchen, paint throughout, new furniture, and decorative accessories. An in-unit washer and dryer are a big feature as not all units have these. There is extra storage located on the first floor and an assigned parking space directly in front of the unit. Investors- this unit can be rented weekly and the potential returns are some of the best on Siesta Key! Property is sold turnkey furnished. Don't miss your chance to own a piece of Siesta Key paradise!

8900 Blind Pass Road Unit A105, Siesta Key

$933,000
3 Beds 2 Baths A4690427 MLS
With NO WATER DAMAGE OR WATER INTRUSION, you can have peace of mind that you are getting a MOVE IN READY piece of tranquility on the beautiful, world renown island of Siesta Key. Being offered Turnkey Finished negotiable, you are ready to move in and get to relaxing on this spacious lot of over a quarter acre of high and dry land. You will find yourself in a 3-bedroom, 2- bathroom ranch style home with an extra bonus room for friends and family. It has an attached one car garage with a nice extension for storage of bikes and beach items. A key part of this home is that it has an oversized portico in front of the home making it easy to unpack the car out of the rain and in the shade on beautiful Florida sunny days. This home comes with its own caged and heated pool overlooking the extremely private backyard that backs up to a park preserve so you will never have anyone built behind you. This tropical backyard is basically maintenance free with no grass to mow a very peaceful filtered Koi Pond. The property’s tropical landscaping is full of lighting and is watered by a well-fed irrigation system which also automatically fills the pond. It’s as easy as that! Inside the beautiful home you will find an open floor plan with premium tile floors and kitchen offering granite countertops and upgraded soft closing cabinets and drawers. This property has had the water and drainage pipes fully re-piped with PVC, has new A/C ducting, and an upgraded electrical box with a 200-watt service amp. The best part about this property is it is a short bike ride to the famous Siesta Village and .8 miles from the Public Parking Lot to Siesta Key Beach! You can get to both places without ever stepping a foot on the main roads. Schedule a showing today to the one-of-a-kind listing that you could call HOME!

5353 Shadow Lawn Drive, Siesta Key

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.