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$599,000
2 Beds ⋅ 2 Baths ⋅ White Sands Of Lido SubDv. ⋅ 34236 Zip Code ⋅ O6378668 MLS ⋅ Active Status ⋅ 4 BLDG.
Investor opportunity! Cottage on Lido just steps from the beach and a short bike ride to St. Armands. This two-bedroom, two-bath property requires renovation and offers strong value-add potential in one of Sarasota’s most desirable locations. Prime location, high demand area, and excellent upside for those looking to customize and maximize returns.

900 S Blvd Of The Presidents Unit 4, Sarasota
$1,200,000
2 Beds ⋅ 2 Baths ⋅ Polynesian Gardens SubDv. ⋅ 34242 Zip Code ⋅ A4679270 MLS ⋅ Active Status ⋅ B-11 BLDG.
Rarely available direct bayfront 2/2 maintenance free villa in Polynesian Gardens. Magnificent views of the Intracoastal/Little Sarasota Bay. Watch the manatees and boats go by from your paved patio directly on the water. Spacious 2 bedrooms/2 full baths with very large great room. Updated kitchen and baths with new cabinetry, granite and stainless-steel appliances. Plenty of closet space. Garage with plenty of storage plus an extra driveway allows for 2 parking spaces. Newer washer/dryer in garage. Beautiful landscaping. Community has a heated pool, clubhouse and fishing pier. Close to shops, dining and America's #1 Beach - Siesta Key. Free trolley stops directly in the front of the community on Midnight Pass Road. Two pets allowed any size.

1320 Moonmist Drive Unit B-11, Siesta Key
$2,100,000
3 Beds ⋅ 2 Baths ⋅ Country Club Shores SubDv. ⋅ 34228 Zip Code ⋅ A4680965 MLS ⋅ Active Status
$100,000 PRICE REDUCTION—NOW OFFERED AT $2,100,000! Exceptional Longboat Key waterfront living just THREE HOMES FROM SARASOTA BAY. This completely renovated 3-bedroom, 2-bath canal-front home offers 1,853 sq. ft. of air-conditioned living space and 2,461 total sq. ft., combining an outstanding boating location with extensive recent improvements. Boaters will appreciate the newer seawall, 16,000-lb boat lift and 18' x 16' Trex dock with lighting and water, offering views toward Sarasota Bay and quick access to open water. Enjoy your private Pebble Tec pool and paver pool deck, both updated in 2024. Major improvements include a NEW FLAT TILE ROOF (2025), Carrier A/C (2024), A.O. Smith water heater, NuCORE waterproof flooring and plantation shutters throughout. The updated kitchen features Silestone quartz countertops, stainless-steel sink, Bosch 3-door refrigerator/freezer and dishwasher, plus stainless-steel GE range and microwave. The spacious living room features vaulted ceilings and recessed lighting, complemented by a separate dining room. The primary suite offers a walk-in closet with built-ins and an ensuite bath with dual sinks, large tiled shower, whirlpool tub and private water closet. A split-bedroom floor plan provides privacy for guests, with walk-in closets and an office area incorporated into the third bedroom. With major renovations completed, a private pool, exceptional boating amenities and a premier location just three homes from Sarasota Bay, 548 Gunwale Lane offers an outstanding opportunity to enjoy the Longboat Key waterfront lifestyle. NOW OFFERED AT $2,100,000!

548 Gunwale Lane, Longboat Key
$3,750,000
3 Beds ⋅ 3 Baths ⋅ Sanctuary SubDv. ⋅ 34228 Zip Code ⋅ A4680240 MLS ⋅ Active Status ⋅ 4 BLDG.
Sanctuary penthouse with spectacular views of the Gulf, and Intracoastal Waterway to Sarasota. *NOW UNFURNISHED*. Total renovations completed in 2023 with nothing overlooked, including but not limited to EFCO turtle-approved glass, high-impact double pane hurricane sliders and windows, crystal custom kitchen cabinets by SRQ Custom Cabinetry, Thermador appliances including induction cooktop, wall-mounted microwave and convection oven, side-by-side Thermador refrigerator, Wi-Fi enabled dryer and hood fan, laundry room with added pantry features and a newly created breakfast bar. Complete water filtration system and quartz countertops throughout, with 5.5-inch baseboards with custom-milled crown molding and trim, solid wood doors, rectified 12-by-60-inch porcelain tile flooring, and custom built-ins in living room and primary bedroom. Hunter Douglas remote-controlled blinds, approximately 10-foot-high ceilings complete with skylights, tankless hot water system, and two zoned air conditioning units installed in 2019 and 2023. Amenities include cable, water and internet. New roof in 2024. Storage locker with under-building parking. Nearly 18 acres with 1,200 feet of Gulf of Mexico beachfront, an Olympic-sized heated pool and spa with extensive pool decks, a fire pit and gazebos to provide shade. A 24/7 guard gate, Har-Tru tennis courts, on-site management, and a two-story clubhouse come complete with a fitness center, showers, saunas and a large entertaining room with catering facilities. Membership to the Longboat Key Club is available which would include six restaurants, 45 holes of golf, 20 tennis courts plus other amenities. You are close to shopping, Publix, CVS, places of worship, a library, town hall and banks, St. Armands Circle along with Sarasota and all it offers.

535 Sanctuary Drive Unit C807, Longboat Key
$695,000
2 Beds ⋅ 2 Baths ⋅ Lido Ambassador SubDv. ⋅ 34236 Zip Code ⋅ A4680696 MLS ⋅ Active Status ⋅ Lido Ambassador BLDG.
It is rare to find a beachfront unit at this price that offers both a "designer" feel and total peace of mind. This ground-floor home stayed bone-dry during the recent storms—not a single drop of water made its way inside—which is a huge testament to the unit's placement. The interior is fully updated and shows true pride of ownership; you really won't have to do a thing here besides pack your bags and move in. The lifestyle here is hard to beat. You are less than 100 feet from the sand and the brand-new pool deck, making the beach feel like an extension of your living room. Because the building is right next door to the Lido Beach Resort, you can wander over for a sunset dinner or a casual lunch and truly feel like you’re living the resort life every day. Note: Unit is being sold mostly furnished. See the attached exclusion list for specific items not included. For those who love being outside, you’re in the heart of it all. You can walk to the boutiques at St. Armands Circle, kayak the mangrove tunnels at South Lido Park, or take the three-mile run over the bridge into downtown Sarasota. Between the "heavenly" sunsets and the unbeatable location, this really is a dream spot for the next owner.

800 Benjamin Franklin Drive Unit 110, Lido Key
$1,249,000
2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code ⋅ A4680695 MLS ⋅ Active Status ⋅ Building F BLDG.
This Gulf-front, resort-style third-floor end unit offers breathtaking beach and Gulf views, abundant natural light, and an open-concept floor plan within an exclusive 24-hour guard-gated community. This inviting and luxuriously updated 2-bedroom, 2-bath condominium underwent a complete stud-to-finish renovation with all details thoughtfully taken care providing a perfect coastal retreat. Elegant porcelain flooring flows throughout the residence, enhancing the bright, airy ambiance and reflecting the stunning natural light. The spacious designer kitchen is truly a showpiece, featuring custom wood cabinetry, gorgeous granite countertops, and top-of-the-line appliances. Both bathrooms provide a spa-like experience with stylish finishes and fixtures, including a relaxing jetted tub in one bathroom. Designed for effortless resort living, the oversized laundry room offers additional storage and a deep utility sink for convenience. Every window and sliding glass door has been upgraded to impact-rated standards, while the entire interior has been meticulously renovated with timeless coastal elegance. Enjoy spectacular beach views from the comfort of your living room while watching beach volleyball below. Perfectly positioned close to the activity, yet offering exceptional privacy, the expansive impact-rated sliders invite in refreshing Gulf breezes along with panoramic views of the turquoise water, white sand beach, and endless blue sky. Few properties can offer both direct Siesta Key Beach access and true Gulf-front views just steps from your door. Gulf & Bay Club is situated on 32 beautifully landscaped tropical acres along world-famous Siesta Beach and offers an unmatched resort lifestyle with 800 feet of private beach frontage. Residents enjoy an impressive array of amenities, including: Three swimming pools, including one overlooking the beach State-of-the-art fitness center with cardio, strength training, and yoga facilities Eight tennis courts, including a Har-Tru court Pickleball, basketball, racquetball, and shuffleboard courts Six dry saunas and a hot tub Two freshwater lakes Six BBQ areas and a private picnic island Complimentary Wi-Fi at the clubhouse On-site management Electric vehicle charging stations and car wash area This unit also includes a designated covered parking space, expansive grounds to explore, and endless opportunities to stroll the world-renowned white sand shoreline before falling asleep to the soothing sound of rolling waves. Owners also have access to a private guest suite that can be reserved for visiting family and friends. Located just minutes from the charming shops and restaurants of Siesta Village, this exceptional property is ideal as a full-time residence, luxurious vacation getaway, or outstanding investment opportunity. Experience unforgettable sunsets and embrace the ultimate beachfront lifestyle. This rare slice of paradise on Siesta Beach truly has it all.

5740 Midnight Pass Road Unit 307, Siesta Key
$1,350,000
2 Beds ⋅ 2 Baths ⋅ Casarina SubDv. ⋅ 34242 Zip Code ⋅ A4680425 MLS ⋅ Active Status ⋅ Na BLDG.
An unusual price for an unusual seaside residence. Completely renovated with stunning views from every window. Enjoy your morning coffee on the lanai and relish the downtown skyline as well as the Gulf of Mexico and Siesta Beach. Renovations include completely repainted, impact resistance windows, new interior doors, closet organizers and new front door. Casarina amenities include heated pool/spa, pickle ball/tennis courts, exercise room, gas grills, etc. This is worth a visit to see everything you can bring into your life.

5880 Midnight Pass Road Unit 804, Siesta Key
$899,900
1 Beds ⋅ 1 Baths ⋅ Inn On The Beach Ph Ii SubDv. ⋅ 34228 Zip Code ⋅ A4680085 MLS ⋅ Active Status ⋅ 5 BLDG.
Four Diamond Resort with five restaurants, 45 holes of Golf, Spa, Marina, 21 Tennis courts on Longboat Key!!!. This income producing property on the beachside with a golf course view is calling you!!!. It's a one-bedroom studio at the Resort on Longboat Key, a gated community. Presently the unit is in the Resort rental program and the owner may use the unit 28 days per year.

250 Sands Point Road Unit 5203, Longboat Key
$419,900
2 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code ⋅ A4679704 MLS ⋅ Active Status ⋅ Albacore BLDG.
PRICED TO SELL! LOWEST PRICE RENOVATED 2 bedroom 2 bath condo is Siesta Harbor! So many upgrades, granite counters, stainless appliances, ceramic tile, impact sliders, turnkey Furnished! Water views from the living room, main bedroom and lanai, screened in lanai, great active clubhouse, heated pool, outdoor spa, out door shower, shuffleboard, barbecue area and outdoor shower. Private Beach access directly across the street. Siesta Harbor is located on the deepest point of the main intracoastal. Deep canal, boat slip up to 30' boat (check for availability, reasonable annual pricing.) Stunning Dock for fishing or relaxing ..... walk to all, restaurants, shops, easy on and off the key, the Trolley and scat right outside your door! One of the best parts being on the intracoastal with Beach Access! This has it all, just bring your toothbrush and be in paradise! Or rent it out, its a 30 day rental 12 times a year!!

1257 S Portofino Drive Unit 307, Siesta Key
$1,449,000
Sleepy Lagoon SubDv. ⋅ 34228 Zip Code ⋅ A4677893 MLS ⋅ Active Status
6500 Gulfside Road in Longboat Key...A Rare Opportunity to Build Steps from the Beach. Welcome to an exceptional chance to create your own coastal sanctuary on one of Longboat Key’s most treasured streets. Situated just steps from the powder-soft sands and turquoise waters of the Gulf of Mexico, this vacant parcel at 6500 Gulfside Road offers over 10,500 square feet of prime, buildable land—an expansive canvas for your dream beach residence. Perfectly positioned on the serene and coveted north end of the island, this homesite places you directly across the street from deeded beach access, allowing you to enjoy daily sunrise strolls, sunset vistas, and the restorative rhythm of the waves within moments of your doorstep. Whether envisioning a contemporary coastal masterpiece, a refined modern retreat, or a timeless island-style estate, this generous lot provides the space, flexibility, and setting to bring your architectural vision to life. Surrounded by mature tropical landscaping and tucked into a quiet residential pocket, the property offers an exceptional sense of privacy while remaining close to the best of Longboat Key living. A short walk or quick bike ride leads you to the charming shops and waterfront dining of the north end, including Mar Vista and Shore. Nearby, you’ll also find the natural beauty of Joan M. Durante Park, world-class boating and kayaking opportunities, and the gentle, unspoiled beaches that make this stretch of the island so beloved. With no home to remove, no renovation required, and immediate readiness for your builder, this parcel stands out as a true turnkey opportunity for those seeking to streamline the process of creating a custom coastal estate. Public utilities are available, and the generous dimensions of the lot provide ideal placement options for a pool, elevated living areas, lush landscaping, and outdoor entertaining spaces designed to capture Gulf breezes. Longboat Key continues to be celebrated for its low density, remarkable natural beauty, and refined lifestyle—offering the perfect blend of tranquility, sophistication, and recreation. Downtown Sarasota, St. Armands Circle, Anna Maria Island, and world-class cultural venues are all easily accessible, yet the property remains wonderfully peaceful, making it an exceptional location for a primary residence, seasonal getaway, or investment opportunity.If you’ve been searching for the ideal homesite to build a coastal haven that reflects your personal style and captures the magic of life near the Gulf, 6500 Gulfside Road presents a rare and rewarding opportunity. With its oversized footprint, unparalleled proximity to the beach, and charming north-end setting, this property invites you to create a life defined by sunlit mornings, barefoot afternoons, and unforgettable sunsets—just across the street from one of Florida’s most breathtaking shorelines. Your piece of paradise awaits.

6500 Gulfside Road, Longboat Key
$835,000
4 Beds ⋅ 3 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code ⋅ A4680514 MLS ⋅ Active Status
PRICE IMPROVEMENT!! Canal-front 3-bedroom, 2-bath home with an attached 1-bedroom, 1-bath apartment above the garage with private entrance, offering 2,242 square feet of total living space. The property has completed remediation and is ready to be rebuilt to suit your needs. Features include high ceilings, a 2-car garage, and a generous ¼-acre lot. Canal offers direct access to Sarasota Bay with no bridges. Conveniently located minutes from marinas, dining, and shopping, with easy access to St. Armands Circle, downtown Sarasota, and Anna Maria Island. Bring your personal touch to recreate this gem or start new and build the home you've always wanted on this 124 ft wide lot. A property with exceptional location and potential.

651 Jungle Queen Way, Longboat Key
$625,000
2 Beds ⋅ 2 Baths ⋅ Villa Navarra SubDv. ⋅ 34242 Zip Code ⋅ A4680216 MLS ⋅ Active Status ⋅ Villa Navarra BLDG.
Discover this beautiful upstairs furnished condo in a highly desirable complex that is ideally situated in the Mira Mar neighborhood adjacent to the Siesta Key Village! Just a short stroll to the beach and mere moments from top dining, shopping, and nightlife, this unit is the ultimate coastal escape. Enjoy worry-free living with impact windows and sliding doors, a 2024 washer/dryer in the unit, and a 2022 water heater. NEW ROOF, no assessments, and no flooding concerns make this an exceptional find! Both the bathrooms and the kitchen have been tastefully renovated with sleek quartz countertops. The entire unit features neutral ceramic plank-tile flooring and a cohesive neutral palette throughout. Unwind on your screened in lanai, enveloped by lush palms and tropical greenery. Leave your car at home and soak in the beauty of Siesta Key Beach—ranked the #1 beach in the U.S. You are just 2/10 of a mile away from Sunset Pier where pristine white quartz sand, crystal-clear waters, and breathtaking sunsets await. Whether you're seeking a primary residence or the perfect island getaway, this beautifully maintained boutique community of just 16 condos offers an unbeatable location. Don’t miss this rare opportunity!

137 Avenida Messina Unit 3, Siesta Key
$599,000
2 Beds ⋅ 2 Baths ⋅ Embassy Villas SubDv. ⋅ 34236 Zip Code ⋅ A4675312 MLS ⋅ Active Status ⋅ Unit 19 BLDG.
Experience the perfect blend of modern design and an unbeatable location in this meticulously renovated 2-bedroom, 2-bathroom, 2-story townhome at Embassy Villas on Lido Key. Just two blocks from the pristine sands of Lido Beach and a short stroll to the shops and dining options of St. Armands Circle, this home offers both convenience and style. Spanning over 1,090 sq. ft., this residence feels exceptionally spacious thanks to its soaring ceilings, large windows, and sleek contemporary exterior. Natural light pours in from every direction, highlighting the airy, open layout and creating a bright, welcoming atmosphere throughout. Inside, the living space is designed for both beauty and functionality. The stylish galley kitchen features all-white cabinetry, engineered stone countertops, a modern tile backsplash, stainless steel appliances, dual sinks, and under-cabinet lighting, all accented by a breakfast bar that opens to the main living area. The first-floor primary suite offers a serene retreat, surrounded by windows for an abundance of natural light, and includes a chic en suite bath with dual vanities and contemporary finishes. Upstairs, the loft-style second bedroom provides a private getaway with striking angles, abundant light, and its own well-appointed en suite bath. Embassy Villas is a boutique community offering relaxed living in one of the Suncoast’s most desirable, walkable areas. Residents enjoy easy access to the public heated pool at Lido Beach, and the home’s generous rental policy allows for two-week minimum stays up to 26 times per year. Pets are welcome, with a limit of two (up to 20 lbs. each). This townhome is an ideal seasonal retreat, full-time residence, or investment property.

800 S Blvd Of The Presidents Unit 19, Sarasota
$2,999,000
4 Beds ⋅ 4 Baths ⋅ Country Club Shores SubDv. ⋅ 34228 Zip Code ⋅ A4680006 MLS ⋅ Active Status
Nestled along a serene canal just a short ride to beautiful Sarasota Bay, this custom-built John Cannon home offers the perfect blend of luxury, comfort, and coastal living. This two-story, 4-bedroom residence features an open floor plan designed for both relaxation and entertaining. Each bedroom is ensuite, providing privacy and comfort for family and guests alike. Enjoy gathering in the spacious area or entertaining outdoors with a heated pool and spa, a fully equipped outdoor kitchen, and a private dock with a boat lift for effortless access to the water. The home also includes an elevator- ideal for transporting luggage and groceries- and a generous 3- garage with abundant storage. Conveniently located near St. Armands Circle and downtown Sarasota, this property offers easy access to fine dining, shopping , and white-sand beaches, making it a true coastal retreat with every modern amenity.

1005 Bogey Lane, Longboat Key
$599,000
2 Beds ⋅ 2 Baths ⋅ Sarasota Harbor East SubDv. ⋅ 34236 Zip Code ⋅ A4679487 MLS ⋅ Active Status ⋅ Hawthorn BLDG.
Imagine living in a prime, unique waterfront community with an amazing location—maybe the best Bayfront community in Sarasota! You’re just a short walk from downtown, St. Armands Circle, Lido Beach, and the Sarasota Yacht Club. Sarasota Harbor East is a 55+ waterfront community with all the perks of maintenance-free living. This THIRD-FLOOR unit gives you stunning views of Sarasota Bay and the city. It has 2 bedrooms and 2 full baths, perfect for you to make your own. Plus, you’ll have an enclosed four-season glass lanai and high-impact sliding glass doors and windows. The clubhouse has been updated and includes a fully equipped kitchen, a new metal roof, a library, full bathrooms, and a large lap pool with Bayfront views. There’s even a designated area for storing kayaks and bicycles! You’ll have one covered parking space and plenty of guest parking. The community is very neat and tidy, and the maintenance fees cover everything from docks and exterior building to cable TV, a heated community pool, building insurance, internet, exterior maintenance, ground maintenance, a manager, exterior pest control, pool maintenance, sewer, trash, and water. Deep-water boat slips are available on a first-come, first-served basis, and all costs are included in the maintenance fee. (Slips are currently available.) The boat slip can accommodate up to a 30’ powerboat or sailboat. Leasing is not allowed for one year after purchase. Pets permitted with valid service or support animal documentation.

777 John Ringling Boulevard Unit 32, Lido Key
$550,000
2 Beds ⋅ 2 Baths ⋅ Longboat Harbour North SubDv. ⋅ 34228 Zip Code ⋅ TB8455704 MLS ⋅ Active Status ⋅ Bldg L BLDG.
Enjoy tranquil, unobstructed Sarasota Bay views from this top-floor, two-bedroom, two-bath partially furnished residence in the desirable Longboat Harbour community. Fresh paint and updated lighting in some areas of the home enhance the bright, inviting interior, while comfortable living spaces offer peaceful water views from most rooms. The kitchen features stainless steel appliances, the hall bath has been refreshed with timeless finishes, and impact windows plus in-unit washer and dryer hookup add everyday convenience. Longboat Harbour offers resort-style amenities including multiple heated pools, fitness center with sauna, tennis, pickleball, shuffleboard, fishing pier, boating docks up to 34 feet, bike and kayak storage, on-site management, and deeded beach access just across the street with gated parking and facilities. Perfectly located mid-key for relaxed island living.

4420 Exeter Drive Unit 303, Longboat Key
$1,850,000
Country Club Shores SubDv. ⋅ 34228 Zip Code ⋅ A4679888 MLS ⋅ Active Status
536 Gunwale Lane, with its south facing waterfront location, is ideally situated for the best of island living. Recently cleared, this highly sought waterfront lot in Country Club Shores offers the perfect opportunity to design and build the legacy home you’ve been dreaming of…enjoy fantastic boating on protected deep water with direct access to the Bay, Intracoastal, and Gulf waters and a private deeded beach access just moments away. Sitting between two world class resorts, the Longboat Key Club for golf, tennis and dining and the newly completed St. Regis Resort Hotel offering its menu of luxuries. And of course, the exceptional shopping and dining on St Armands Circle and the many cultural venues of downtown Sarasota are there to enjoy. This exceptional property is over 12,400 sq. ft. with 106 feet of canal frontage. There is a dock and lift in place. Natural gas is available and there is access to a shared well for irrigation. Bring your builder and your vision to design a home for your lifestyle on the beautiful island of Longboat Key. Buyer to verify all building requirements

536 Gunwale Lane, Longboat Key
$1,300,000
2 Beds ⋅ 2 Baths ⋅ Island Reef SubDv. ⋅ 34242 Zip Code ⋅ A4679889 MLS ⋅ Active Status ⋅ 8764 BLDG.
FULL WATER VIEWS FROM GULF FRONT RESIDENCE. TILE FLOORING! Kitchen with Granite countertop, Stainless appliance. Laundry in Residence. New HVAC 2025. Two spacious bedrooms and Den. Furnished! First carport off elevator. Island Reef is a serene waterfront community, one of the few Gulf to Bay community that offers many desirable amenities including: Beach, Boat Docks (lifts allowed) two lit tennis courts, pickleball, 2 fitness rooms, Kayak Storage, Library, Billiards, Game room, Clubhouse, two Heated pools, Gas Grills, Carport, Parking, and PET FRIENDLY! Tropical Gardens add to the appeal of Island Reef and this wonderful community is close to two of Siesta Key’s popular restaurants. Complimentary trolley to Siesta Beach, Siesta Village for dining, shopping, ice cream, mini donuts, cute brunch spots and dancing and live music every night of the week!

8764 Midnight Pass Road Unit A306, Siesta Key
$1,395,000
2 Beds ⋅ 3 Baths ⋅ Players Club SubDv. ⋅ 34228 Zip Code ⋅ A4679674 MLS ⋅ Active Status ⋅ Players Club 1 BLDG.
Coastal elegance meets effortless island living at The Player’s Club on Longboat Key. This 2-bedroom, 2.5-bath Gulf-front residence located in building #1 offers direct Gulf views from the private balcony, where nightly sunsets paint the sky in unforgettable color, your front-row seat to paradise. Located in a guard-gated, low-density community with 560 feet of private beachfront, this property delivers rare privacy and an elevated coastal lifestyle. Beach chairs, tables, and umbrellas are provided, making it easy to step outside and enjoy the sand shoreline just moments from your door. The residence offers both elevator and stair access, one assigned covered parking space under the building and convenient guest parking. Owners enjoy resort-style amenities including in ground salt water pool and spa, tennis and pickleball courts, a library and a clubhouse with indoor and outdoor kitchen spaces, perfect for entertaining or relaxing after a day on the water. Ideally positioned on coveted Gulf of Mexico Drive, this prime location places you steps from the St. Regis, minutes to Publix and the world-class dining and shopping of St. Armands Circle. Whether as a full-time residence, seasonal escape or investment opportunity, this condo offers the very best of Longboat Key living- private, serene, and undeniably beautiful. A rare opportunity to own a Gulf-front condo in one of Longboat Key’s most desirable beachfront communities.

1485 Gulf Of Mexico Drive Unit 303, Longboat Key
$999,000
2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code ⋅ A4673708 MLS ⋅ Active Status ⋅ B BLDG.
BEST VALUE AT SIESTA KEY BEACH GULF & BAY CLUB. Imagine living in Paradise…Welcome to your dream home on Siesta Key, where every day feels like a vacation. This beautiful beachfront corner unit in the prestigious GULF & BAY CLUB is located on the #1 Beach in America per Trip Advisor. Step into this stunning two-bedroom, two-bathroom unit, filled with natural light from expansive windows. Enjoy breathtaking sunrise and sunset views as part of your daily routine. The renovated interior features high ceilings, a gourmet kitchen with an office, modern bathrooms, smart storages and elegant details. Gulf & Bay Club is the gated resort community on the key. The serene property spans on 32 acres with 800 feet of private quartz sand beach, offering exceptional living. Beyond your home, Gulf & Bay Club offers world-class amenities, including scenic pathways to a freshwater lake with a rustic footbridge, a lush tropical courtyard with 3 heated pools, 6 pickleball courts, 4 tennis courts, 2 clubhouses and barbecue grills for social gatherings. Fitness enthusiasts can access a commercial gym, sauna, and media facility, while EV charging stations promote eco-friendliness. With an on-site rental management for one-month minimum rentals, this property is perfect for luxurious living and smart investment. Make this waterfront oasis your home where warm hospitality and serenity await.

5780 Midnight Pass Road Unit 210, Siesta Key
$7,800,000
5 Beds ⋅ 7 Baths ⋅ Bird Key Sub SubDv. ⋅ 34236 Zip Code ⋅ A4679610 MLS ⋅ Active Status
Welcome to an exceptional waterfront residence on coveted South Spoonbill Drive, where refined luxury meets Sarasota’s most desirable coastal living. This impressive 5 bedroom, 6.5 bath estate spans 6,846 square feet and is thoughtfully designed for discerning luxury buyers, ideally located on the open water with stunning views towards Lido Key. Soaring ceilings and expansive living areas create a grand yet welcoming atmosphere, filled with natural light and elegant architectural detail. The home offers a seamless flow for both intimate gatherings and large-scale entertaining, enhanced by an elevator providing convenient access across levels. The main-level primary suite serves as a serene retreat with direct access to covered outdoor living areas, allowing you to wake to tranquil water views and gentle coastal breezes. Outdoors, the home truly shines. Enjoy covered outdoor living, a resort-style pool and spa, and 100 feet of updated seawall complete with a private boat lift, providing immediate access to Sarasota Bay and beyond. Completing the estate is a 3-car garage, providing ample space for vehicles, storage, and seasonal convenience. Additional highlights include a new tile roof, an updated seawall, and beautifully maintained grounds designed for year-round enjoyment. Perfectly located just minutes from downtown Sarasota, Lido Beach, and St. Armands Circle, this property offers unparalleled access to world-class dining, shopping, and cultural attractions. Adding to Bird Key’s appeal, the new Bird Key Yacht Club, scheduled for completion in 2026, will feature lighted tennis courts, a fitness center, and a restaurant, further elevating the lifestyle this community offers. This is a rare opportunity to own a premier open-water estate in Sarasota’s most exclusive neighborhood.

570 S Spoonbill Drive, Bird Key
$1,375,000
2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code ⋅ A4679012 MLS ⋅ Active Status ⋅ 5740 BLDG.
Incredible Gulf-front first-floor residence (10’ elevation) within the amenity-rich 32-acre campus of the Gulf & Bay community on Siesta Key. This 2-bedroom, 2-bath furnished condominium is ideally positioned in the highly desirable F Building and offers direct walk-out access to the beach with unobstructed views of 800 feet of private shoreline and the expansive Gulf of Mexico. Just steps from the sand, this exceptional location delivers the ultimate Gulf & Bay lifestyle—blending convenience, privacy, and breathtaking coastal scenery. This unit did not flood during recent storms. The remodeled kitchen features abundant cabinetry, a beverage cooler, and a comfortable eat-in area with a built-in desk. The primary suite captures beautiful Gulf views and includes a walk-in closet plus an additional wall closet. The en-suite bath has been tastefully remodeled with a frameless travertine shower, dual vanities, and a dedicated makeup area. The spacious guest bedroom offers two full Murphy beds, providing flexible sleeping accommodations. Additional highlights include a new A/C system (2025), 20" x 20" tile throughout the main living areas, and smooth ceilings—no popcorn. Gulf & Bay is truly one of the best resort complexes on Siesta key featuring: 2 clubhouses, 3 heated pools, pickleball courts, tennis courts (1 HarTru), well equipped fitness center, hot tub, multiple grill areas all leading out to World Famous, gorgeous Siesta Key Beach!

5740 Midnight Pass Road Unit 104F, Siesta Key
$869,000
2 Beds ⋅ 2 Baths ⋅ Crystal Sands SubDv. ⋅ 34242 Zip Code ⋅ A4678951 MLS ⋅ Active Status
Everything is brand new in this beautifully renovated, turnkey furnished two bedroom, two bath end-unit villa offering an exceptional Siesta Key beach lifestyle just steps from the Gulf. The desirable split floor plan features spacious bedrooms, generous closets, and an open-concept living area filled with natural light, enhanced by a sun-lit Florida room. The updated kitchen is thoughtfully designed with granite countertops, a coordinating backsplash, soft-close cabinetry, and new stainless steel appliances. The primary suite offers a wall-to-wall closet, transom window, and sliding glass doors opening to the Florida room. Additional highlights include luxury vinyl plank flooring, all-new furnishings, and an attached one-car garage with washer and dryer plus ample storage for beach gear. Whether enjoyed as a private coastal retreat or a lock-and-leave rental opportunity, this residence truly offers the best of both worlds. Crystal Sands is a well-managed, financially stable beachfront community that has remained highly desirable since 1969 due to consistent upkeep and thoughtful renovations. The condominium comprises a collection of one, two, and three bedroom villas along with a Gulf-front high-rise tower, all set within beautifully maintained grounds. Residents and guests enjoy private beach access with umbrellas and loungers, two heated swimming pools, a clubhouse, on-site rental management, and night security, all just moments from Siesta Key’s renowned dining and shopping.

6300 Midnight Pass Road Unit 21, Siesta Key
$649,000
1 Beds ⋅ 1 Baths ⋅ Lido Beach Club SubDv. ⋅ 34236 Zip Code ⋅ A4678386 MLS ⋅ Active Status ⋅ Lido Beach Club BLDG.
Experience sweeping Gulf panoramas from this 12th-floor ocean-view condo at 1212 Benjamin Franklin Dr, Unit 1205, on Lido Key, Sarasota 34236. Bright, open living and dining areas flow to a private balcony perfect for sunset watching and coastal breezes. The well-planned kitchen offers ample storage and stone counters; the spacious bedroom suite features generous closets and an updated bath. Building amenities include direct beach access, heated seaside pool, fitness room, club/meeting space, on-site management, secure lobby, and assigned covered parking. Minutes to St. Armands Circle, dining, boutiques, and downtown Sarasota arts. Whether a full-time residence or a lock-and-leave retreat, this residence combines effortless beachfront living with outstanding convenience. Maintenance fee typically covers building insurance, water/sewer/trash, cable/internet, and common-area care (verify). Pet and rental policies per association. Highlights: Gulf & beach views • Private balcony • Elevator building with security • Heated pool & fitness • Covered parking • Prime Lido Key location near St. Armands & downtown.

1212 Ben Franklin Drive Unit 1205, Lido Key
$339,000
2 Beds ⋅ 1 Baths ⋅ Sarasota Harbor SubDv. ⋅ 34236 Zip Code ⋅ A4679138 MLS ⋅ Active Status ⋅ Arlington BLDG.
Beautiful views of Sarasota Bay await you from this 2-bedroom, 1-bath, first-floor condo. Newer high impact windows installed 2016, and exterior doors being replaced by association. Sarasota Harbor is a maintenance-free, 55+ community. Enjoy watching manatees and dolphins from the condo. This unit has the ultimate waterfront lifestyle that offers a leisurely walking path along the seawall, a fishing pier, swimming pool, community room, and more. Launch your kayak onto Sarasota Bay or take advantage of the available boat docks ($1,200 a year)34ft.maximum length. Perfectly positioned between the world-class destinations of St. Armand’s Circle and downtown Sarasota, you can enjoy the five-minute walk to the boutiques and restaurants that line St. Armand’s Circle or the vibrant arts, culture, shopping, and dining of downtown Sarasota across the iconic Ringling Bridge. ***Boat slips, sidewalks, and carports recently damaged from the hurricanes. Boatslips/docks currently being replaced.

761 John Ringling Boulevard Unit 5, Lido Key
$4,550,000
4 Beds ⋅ 4 Baths ⋅ Bay Isles SubDv. ⋅ 34228 Zip Code ⋅ A4666688 MLS ⋅ Active Status
Experience the ultimate in luxury coastal living in this 4,209-square-foot stunning waterfront home, perfectly situated in the highly sought-after, gated Bay Isles Harbor Section—an exclusive boating community with only 67 custom residences on south Longboat Key. Designed for elegance and comfort, this timeless 4-bedroom, 3.5-bath estate welcomes you with a dramatic open main living area featuring soaring 23-foot ceilings filled with natural light, rich oak flooring, custom lighting and a gas/wood-burning fireplace. Expansive walls provide the perfect showcase for fine artwork, while the spacious living and dining areas flow seamlessly into a warm family room and a chef’s dream kitchen. The gourmet kitchen is equipped with custom mahogany cabinetry, premium stainless-steel appliances including an induction cooktop, a large island topped with quartzite countertops, and a bright breakfast area overlooking the pool and waterway. Sliding glass doors lead to your private outdoor oasis—a massive 28-foot saltwater pool with solar heating and a partially covered patio with heat-resistant coral stone tile. The luxurious master suite offers two walk-in closets, a sitting area or office, and a spa-inspired bathroom with translucent onyx walls and flooring, a soaking tub, and an oversized shower. Additional features include a large laundry and craft room, an oversized two-car garage with workbench, hurricane-impact windows and doors, reinforced garage doors, and a brand-new concrete tile roof. A beautifully landscaped circular drive welcomes guests, while the deep-water bayou behind the home provides direct access to Sarasota Bay—ideal for boating enthusiasts. Residents of Bay Isles enjoy 24-hour gated security, membership to the Bay Isles Beach Club, and close proximity to the Longboat Key Club, St. Armands Circle, world-class dining, shopping, and the brand-new five -star St. Regis Longboat Key Resort. This exceptional property offers the best of luxury, privacy, and the coveted waterfront lifestyle on Florida’s Gulf Coast.

1571 Harbor Cay Lane, Longboat Key
$2,000,000
Sleepy Lagoon SubDv. ⋅ 34228 Zip Code ⋅ A4679439 MLS ⋅ Active Status
Privacy is key for this sprawling, estate-size lot tucked down a quiet street on the north end of Longboat Key. While addressed on Gulf of Mexico Drive, the property is uniquely positioned off the main roadway, set back beyond three estate-sized parcels, offering a tranquil, quiet and peaceful canal-front setting. This rare location offers one of the largest single-family home lots available on Longboat Key and provides a blank canvas to build your dream home, nearly one acre of land, creating the ultimate family estate and a rare opportunity in this area. Featuring approximately 280 feet of canal frontage with access to Sarasota Bay and the Intracoastal Waterway, this sought-after location invites you to fully immerse yourself in the island lifestyle. Enjoy deeded beach access just across the street, where white sand beaches and the sparkling waters of the Gulf of Mexico await. Ideally just a short drive from the shopping and dining of St. Armands Circle, along with golf, tennis, boating, Holmes Beach, Anna Maria Island and all the Sarasota–Bradenton area has to offer, you really can have it all.

6604-6608 Gulf Of Mexico Drive, Longboat Key
$1,000,000
Sleepy Lagoon SubDv. ⋅ 34228 Zip Code ⋅ A4679437 MLS ⋅ Active Status
Privacy is key for this sprawling, estate-size lot tucked down a quiet street on the north end of Longboat Key. While addressed on Gulf of Mexico Drive, the property is uniquely positioned off the main roadway, set back beyond two estate-sized parcels, offering a tranquil, quiet and peaceful canal-front setting. This rare location offers one of the largest single-family home lots available on Longboat Key and provides a blank canvas to build your dream home. With the additional purchase of the adjacent lot at 6608 Gulf of Mexico Drive, nearly one acre of land can be assembled, creating the ultimate family estate and a rare opportunity in this area. Featuring approximately 140 feet of canal frontage with access to Sarasota Bay and the Intracoastal Waterway, this sought-after location invites you to fully immerse yourself in the island lifestyle. Enjoy deeded beach access just across the street, where white sand beaches and sparkling waters of the Gulf of Mexico await. Ideally just a short drive from the shopping and dining of St. Armands Circle, along with golf, tennis, boating, Holmes Beach, Anna Maria Island, and all the Sarasota–Bradenton area has to offer, you really can have it all.

6608 Gulf Of Mexico Drive, Longboat Key
$1,000,000
Sleepy Lagoon SubDv. ⋅ 34228 Zip Code ⋅ A4679263 MLS ⋅ Active Status
Privacy is key for this sprawling, estate-size lot tucked down a quiet street on the north end of Longboat Key. While addressed on Gulf of Mexico Drive, the property is uniquely positioned off the main roadway, set back beyond three estate-sized parcels, offering a tranquil, quiet and peaceful canal-front setting. This rare location offers one of the largest single-family home lots available on Longboat Key and provides a blank canvas to build your dream home. With the additional purchase of adjacent lot at 6608 Gulf of Mexico Drive, nearly one acre of land can be assembled, creating the ultimate family estate and a rare opportunity in this area. Featuring approximately 140 feet of canal frontage with access to Sarasota Bay and the Intracoastal Waterway, this sought-after location invites you to fully immerse yourself in the island lifestyle. Enjoy deeded beach access just across the street, where white sand beaches and sparkling waters of the Gulf of Mexico await. Ideally just a short drive from shopping and dining of St. Armands Circle, along with golf, tennis, boating, Holmes Beach, Anna Maria Island and all the Sarasota–Bradenton area has to offer, you really can have it all.

6604 Gulf Of Mexico Drive, Longboat Key
$575,000
2 Beds ⋅ 1 Baths ⋅ La Siesta SubDv. ⋅ 34242 Zip Code ⋅ A4677981 MLS ⋅ Active Status ⋅ Bldg C BLDG.
An exceptional investment opportunity on Siesta Key, located directly across the street from the highly rated Siesta Key Beach. This updated second-floor condominium features two bedrooms and one bathroom, offering a highly desirable layout for both personal use and income production in one of Florida’s most sought-after vacation destinations. The residence includes a private balcony overlooking the pool, providing a relaxing, resort-style experience for owners and guests alike. The second-floor location offers added privacy, while elevators servicing each floor ensure easy access and convenience. Designed with investors in mind, the community offers a dedicated on-site management office, creating a truly turnkey rental opportunity with seamless guest coordination and peace of mind. Community laundry facilities are conveniently located on each floor, adding to the ease and appeal for short- and long-term stays. Just steps from world-famous sugar-sand beaches and minutes from Siesta Village dining, shopping, and entertainment, this condo presents a rare opportunity to own a low-maintenance, income-producing property that combines strong rental potential with the ultimate island lifestyle.

915 Beach Road Unit 216, Siesta Key
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