Courtesy: MICHAEL SAUNDERS & COMPANY
941-388-4447
Country Club Shores - Completely renovated 3-bedroom, 2-bath canal-front home just three houses from the Bay. Updates include a new flat tile roof (2025), Carrier A/C and A.O. Smith water heater (2024), Pebble Tec pool and paver deck (2024), and newer seawall, dock, and 16,000 lb. boat lift (2.5 years). Enjoy Bay views from the 18 foot x 16 foot Trex dock with lighting and water, plus a 3 foot x 36 foot Trex dock with power and water. Interior features NuCORE waterproof flooring, plantation shutters, Silestone quartz countertops, and new Bosch and GE stainless appliances. The primary suite includes a walk-in closet with built-ins, dual sinks, whirlpool tub, and large shower. Split floor plan with guest bedrooms featuring walk-in closets; one includes a built-in office area. Move-in ready and ideally located for boaters seeking the best of Longboat Key waterfront living.
Courtesy: PREMIER SOTHEBY'S INTERNATIONAL REALTY
941-364-4000
Sanctuary penthouse with spectacular views of the Gulf, and Intracoastal Waterway to Sarasota. 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, 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.
Courtesy: COLDWELL BANKER REALTY
941-366-8070
Experience refined coastal living behind the gates of the Longboat Key Club at Privateer South — a serene waterfront retreat where the Gulf sets the rhythm of each day. This exclusive Longboat Key enclave blends timeless Old Florida charm with resort-style amenities. Residents enjoy access to the Longboat Key Club’s championship golf, tennis, deep-water marina, fine dining, and private beach club, while Privateer South offers intimate beachfront living in a 12-story tower at 1000 Longboat Club Road. This fourth-floor corner residence is a fully renovated two-bedroom, two-bath home that captures the essence of coastal elegance. Floor-to-ceiling windows and sliding glass doors open to wraparound balconies with eastern, southern, and partial Gulf views. Begin your mornings with sunrise over Sarasota Bay and the Intracoastal Waterway, as soft hues of pink and gold fill the open living and dining spaces. By afternoon, enjoy sweeping southern views of powder-white sand and turquoise Gulf waters, accompanied by the gentle sound of waves. The interior renovation reflects modern sophistication and comfort. A sleek galley kitchen with quartz countertops, stainless steel appliances, and custom cabinetry flows seamlessly into the bright living-dining area. Neutral tones, shiplap accents, and high-end finishes create an inviting, light-filled space ideal for entertaining or relaxing. The primary suite features desirable southern exposure and a refreshed en-suite bath with dual vanities and a walk-in shower. The second bedroom offers flexibility as a guest room, office, or private retreat, with the guest bath refreshed as well, in a clean, contemporary style. Daily living feels effortlessly indulgent. From the lobby, take the elevator to the heated Gulf-front pool and spa, complete with lounge seating overlooking the shoreline. Manicured pathways lead to private beach access, where dunes, complimentary chairs and umbrellas, and uncrowded sands create the perfect setting for sunset walks and frequent dolphin and pelican sightings. Residents also enjoy beachside grilling, on-site tennis, and the simple pleasures of Gulf coastal living. Gated security, covered parking, and the low-density South tower — with approximately 62 residences — provide both privacy and a welcoming community atmosphere shared by seasonal and full-time residents alike. Evenings on the balcony are unforgettable, with brilliant sunsets fading into star-filled skies over the Gulf. Inside, the open layout invites relaxed dinners, quiet reading, and peaceful nights accompanied by the sound of the water. This beautifully renovated corner residence offers the perfect balance of comfort, elegance, and breathtaking scenery in one of Florida’s most sought-after barrier island communities.
Courtesy: MICHAEL SAUNDERS & COMPANY
941-383-7591
One or more photo(s) has been virtually staged. Enjoy the Longboat Key lifestyle in this beautifully renovated, standalone, 3-bedroom 2-bath home at an exceptionally low price. This villa has it all - water and marina views, a bright, modern open kitchen, new appliances, and an indoor laundry room. It is now ready for you to move in. The roof, A/C, and windows were replaced in 2015 and new doors were installed in 2026. Spanish Main's deeded access to Longboat Key's uncrowded beach is across Gulf of Mexico Drive, and the deep-water marina and kayak launch near your front door offers boat slips as available at a very low annual price. The clubhouse is being renovated, and the nearby heated pool is now available. Spanish Main Yacht Club, an over 55 community, is conveniently located near several restaurants, a lovely park, Town tennis, pickle-ball, dog park, fitness activities, and St. Armands Circle shops and restaurants. Let me show you what this beautiful, unique community has to offer!
Courtesy: COLDWELL BANKER REALTY
941-366-8070
Mid Key on Longboat Key, 825 Bayport Way offers 1,601 square feet of living with 2 bedrooms and 2 bathrooms in an active bayfront community. A great room design with split bedrooms. The Florida room with access to the private outdoor terrace has tremendous views...especially for a nature lover. Unit is being offered turnkey furnished… also can be sold unfurnished. Enjoy beautiful bay views and the ultimate Florida lifestyle with the beach just steps away, easy access to Longboat Key’s soft white sands and stunning Gulf sunsets. The residence is designed for comfort and ease, ideal as a full-time home or a serene coastal retreat. The Bayport community enhances the experience with a heated swimming pool, tennis courts, pickleball courts, bocce ball, kayak storage, deeded beach access with umbrellas and chairs, and even scenic walking paths that wind through lush, well-maintained grounds. Whether you’re paddling on the bay, strolling by the water, or enjoying quiet mornings at home watching the sunrise, this property captures the essence of island Located in the heart of Longboat Key. This bayfront condo offers an exceptional opportunity to enjoy the best of Florida’s Gulf Coast lifestyle. Just moments from dining and cultural attractions of Longboat Key and nearby Sarasota, the location blends privacy with convenience. The residence invites relaxed coastal living, whether you’re entertaining guests, enjoying peaceful mornings, or embracing an active outdoor lifestyle. This is a rare chance to own in one of Longboat Key’s most desirable areas, where timeless architecture meets everyday life.
Courtesy: MICHAEL SAUNDERS & COMPANY
941-951-6660
Spectacular Gulf of Mexico views define this exceptional three-bedroom, three-and-a-half-bath residence that lives like a single-family home. A large wraparound terrace with a built-in grill offers seamless indoor-outdoor living, and private steps leading directly to the sandy beach – perfect for sunset entertaining or morning walks along the shore. Enter the home through a private elevator into a formal foyer with double door entry into the residence. The gracious living room is framed by expansive windows showcasing endless water views and exceptional sunsets flowing effortlessly to a built-in wet bar complete with wine refrigerator, ice maker, and a dedicated desk area—ideal for entertaining or casual work-from-home moments. A formal dining room with elegant ceiling detail makes hosting a dinner party a treat. Plantation shutters throughout the residence add a coastal and private touch. The gourmet kitchen is designed for both function and style, offering a large island for gathering, side-by-side Sub-Zero refrigerator and freezer, Wolf gas cooktop, Wolf oven with warming drawer, generous pantry, and a cozy desk area for browsing favorite recipes. A large center island and charming breakfast nook are the perfect spots for morning coffee or casual meals. Adjacent to the kitchen, the inviting keeping room opens to a private east-facing terrace with beautiful sunrise and views of Sarasota Bay. The expansive owner’s suite is a true retreat, featuring its own breakfast bar with sink and refrigerator for enjoying morning coffee while overlooking the Gulf. Two oversized, custom-built walk-in closets provide exceptional storage. The spa-inspired bath includes double vanities, a glass-enclosed shower, a private water closet with bidet, and refined finishes throughout. Two en-suite guest bedrooms with large custom-built closets open onto a private terrace with views of Sarasota Bay, ensuring comfort and privacy for family and guests alike. This rare beachfront residence combines luxury, privacy, and the ease of coastal living, all with breathtaking views and thoughtfully designed spaces for everyday enjoyment and elegant entertainment. Residents of La Firenza enjoy a boutique, gated setting with private beach access, a heated beachfront pool and spa, fitness facilities and secure garage parking.
Courtesy: MICHAEL SAUNDERS & COMPANY
941-383-7591
Luxury Waterfront Living Proven Income Potential Experience refined coastal living in this pristine, pleasantly updated 2-bedroom, 2-bath residence, offered fully furnished and move-in ready. Enjoy spectacular harbor and Intracoastal water views from both the living room and bedroom, extending to the enclosed lanai—an ideal setting for relaxing mornings and elegant evenings. This residence features an excellent rental history, making it a rare opportunity for investors seeking immediate income, while also serving as a perfect full-time or seasonal retreat. Located in an amenity-rich waterfront community, residents enjoy exclusive access to a private beach club pavilion at 4415 Gulf of Mexico Drive, featuring men’s and women’s restrooms, indoor showers, and optional beach and chair storage. Additional private storage is included on the second floor. Resort-style amenities include four heated swimming pools, a fully equipped fitness center, banquet hall with catering kitchen and dance floor, art studio, billiard and card rooms, and professional on-site management. Boat docks available on a first-come basis with water and electric, accommodating sail or power boats up to 34 feet. Additional highlights include mini golf and a scenic waterfront promenade along the harbor and canal. An exceptional opportunity to enjoy luxurious waterfront living or secure a high-performing investment at an incredibly affordable price point. Schedule your private showing today—this opportunity won’t last.
Courtesy: COLDWELL BANKER REALTY
941-383-6411
Located behind the gates of Corey’s Landing in the prestigious Bay Isles community, this direct bayfront residence offers a rare combination of waterfront views, thoughtful renovations, and a low-maintenance Longboat Key lifestyle. Spanning 3,102 square feet across two living levels, the four-bedroom layout is designed to maximize natural light, functionality, and seamless indoor-outdoor living. The main living level features a dramatic bayfront living room with cathedral ceilings, gas fireplace, and walls of impact-rated glass sliders opening to a screened waterfront patio. Adjacent to the living space, the formal dining room enjoys its own bay views and flows easily into the fully renovated kitchen (2022), complete with Bosch stainless appliances, quartzite countertops, custom cabinetry, pantry storage, and a breakfast bar ideal for casual dining. The primary suite is conveniently located on the first floor, offering an oversized walk-in closet plus two additional closets, and an en-suite bath. Two additional guest bedrooms on this level—one currently used as a study—share a beautifully updated full bathroom. Upstairs, guests enjoy a private retreat featuring a loft bonus area with built-in entertainment center and an oversized en-suite bedroom finished with elegant tilework. This residence has benefited from extensive improvements over several years, including new tile roof (2023), two A/C systems (2022), new dock and 14,000-lb boat lift, updated baths, remodeled kitchen, recessed lighting, storm windows (bayside only), new electrical panel, exterior lighting, landscaping, sprinkler system, and screen enclosure—creating peace of mind and ease of ownership. Corey’s Landing offers a maintenance-free lifestyle with 24-hour guarded security, community tennis courts, and a heated pool and spa located just across the street. Residents also enjoy deeded access to the Bay Isles Beach Club, providing private Gulf frontage, beach pavilion, and serene shoreline access. Ideally positioned on Longboat Key, this home is minutes from championship golf and tennis at the Longboat Key Club, boating and marinas, and everyday conveniences. St. Armands Circle, Lido Beach, and downtown Sarasota’s dining, cultural venues, galleries, and theaters are all within easy reach—offering a refined coastal lifestyle with exceptional access to the best of Sarasota.
Courtesy: MICHAEL SAUNDERS & COMPANY
941-907-9595
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.
Courtesy: PREMIER SOTHEBY'S INTERNATIONAL REALTY
941-364-4000
Welcome to 6851 Longboat Drive South, a completely renovated waterfront retreat offering the best of Longboat Key living. This exceptional residence features four bedrooms and four baths, including a private guest suite above the garage, and office/gym space, making it ideal for hosting family and friends in comfort and style. Designed with coastal elegance in mind, the home showcases light-filled living spaces, a modern open layout and high-quality finishes throughout. The seamless indoor-outdoor flow leads to tranquil waterfront views, ideal for entertaining or unwinding after a day on the water. Boaters will appreciate the private dock, providing direct access to the bay and making it easy to enjoy fishing, cruising or sunset rides right from your backyard. Every detail has been thoughtfully updated, offering peace of mind and turnkey convenience. Just minutes from the Gulf beaches, St. Armands Circle and Longboat Key Club, this property delivers a rare opportunity to own a move-in-ready waterfront home in one of Florida’s sought-after island communities.
Courtesy: ENGEL & VOLKERS ST. PETE
727-295-0000
Experience exceptional waterfront living in this impressive canal-front estate on coveted Longboat Key, offering deep-water boating, a private dock, and quick, easy access to the open Gulf. Perfectly positioned on a saltwater canal just moments from the beach, this residence delivers an outstanding coastal lifestyle for boating enthusiasts and luxury buyers alike. Spanning just under 4,700 square feet, the home features six generously sized bedrooms, five and a half baths, a private elevator, and a rare four-car garage, providing abundant space for family, guests, and storage. Expansive balconies extend across the entire rear of the home, creating multiple outdoor living areas ideal for entertaining, relaxing, and enjoying tranquil water views. The primary suite offers its own private balcony overlooking the canal. Outdoor living is enhanced by a sparkling in-ground pool and ample space for waterside enjoyment. Boaters will appreciate the deep-water canal, private dock, and efficient access to the Gulf. Inside, the home showcases a true chef’s kitchen featuring a gas range, double ovens, dual wine refrigerators, two dishwashers, stunning granite countertops, abundant cabinetry and storage, and a large walk-in pantry. An oversized island with seating for six anchors the space, ideal for casual dining and entertaining. A formal dining room, multiple living areas, and abundant natural light create a welcoming yet sophisticated atmosphere. A secondary kitchenette and game room area provide added flexibility for entertaining, extended guests, or multi-generational living. Conveniently located close to Longboat Key’s renowned beaches, dining, and shopping, this exceptional property offers a rare opportunity to enjoy luxury waterfront living with boating access, generous living space, and refined coastal comfort in one of Florida’s most desirable island communities.
Courtesy: MICHAEL SAUNDERS & COMPANY
941-383-7591
Own your own slice of tropical paradise on Longboat Key with this beautiful two bedroom two and on half bath Villa in the exclusive Winding Oaks Community located behind the gates of Bay Isles Association. Sweeping views of the Longboat Key Club Harbourside Golf Course and a sparkling inland waterway from your primary bedroom and expansive living/dining room combo that both exit through sliders to a fully enclosed wrap around deck to further enhance your tropical lifestyle. Open floor plan with soaring ceilings and enclosed atrium help to maximize the natural light and make the 2,555 sq feet feel even larger. Beautifully updated eat in kitchen with striking tray ceiling, ample pantry storage, bright white cabinets, quartz countertops and stainless steel appliances. Primary owners suite includes an designer walk in closet, updated bath with ceramic tile, walk in shower, double sinks and quartz counter tops. Split layout offers a private guest suite, with walk in closet, updated ensuite bathroom with ceramic tile, walk in shower and quartz counter tops. Large office with desk nook could easily be converted to another bedroom. Laundry room with storage and sink adjacent to large 2 car garage with epoxy floors and storage cabinets. Meticulously maintained, Impact Windows and sliders throughout, low maintenance mature plantings in private enclosed front courtyard. Dog friendly community. Beautiful updated community pool with bathrooms. Beach access via Bay Isles Beach Club which offers a private pavilion with bathrooms, volleyball, picnic tables, grills and ample parking. Low maintenance community where all exteriors and court yards are maintained by the association. Conveniently located mid key, one mile from Publix and CVS and a short drive to the restaurants and shops of St Armand’s and Downtown Sarasota.
Courtesy: MICHAEL SAUNDERS & COMPANY
941-383-7591
The Sanctuary behind the gates of the Longboat Key Club located on the beachfront is one of the most desirable addresses on Longboat Key, Florida. New to the market, this full on, direct Gulf view residence B305 in Building III at 545 Sanctuary Drive offers about 3,000 square feet with three bedrooms & 2 ½ bathrooms providing spacious and elegant beach front living. From the handsome double door entry, the gleaming marble floor dining area invites you into this luxurious condominium home. Then, you will be treated to a sparkling like diamonds daytime Gulf water views or in the evening, breathtaking sunsets in shades of purple & orange. These magnificent direct Gulf views can be enjoyed from the attractively furnished living room and the serene primary bedroom & of course from the 21-foot-long covered Gulf side terrace. This unique Carlyle floorplan also features a second, east facing private terrace which can be accessed through the guest bedroom as well as from the handsome kitchen as you enjoy morning sunrises with a cup of coffee. This beach retreat is in impeccable condition with high quality furnishings plus electric storm shutters on all sliding doors. This unit also has one under building garage space #150 plus a climate controlled storage cage. Decorated in neutral tones, this home offers coastal elegant style throughout. The cozy eat in kitchen has custom built light wood cabinetry, high end finishes, cream colored granite counter tops, tile backsplash & double ovens. The gracious, large primary bedroom suite is a tranquil retreat with Gulf water views, a large walk-in closet & a spa like En Suite bathroom with double sinks, a soaking tub & a walk-in shower. The Sanctuary offers an exclusive resort lifestyle. The beautiful beach front measures 1200 feet of pristine white sand. The resort style, heated Olympic sized swimming pool includes a 25 meter lap lane plus there is a separate outdoor whirlpool & fire pit area. Amenities include two lighted Har-Tru tennis courts & a state of the art fitness center with saunas located in the newly redecorated clubhouse which offers a fully equipped kitchen & entertainment room. On site management, 24 hour security & 18 acres of meticulously maintained grounds & beach enhance the sense of exclusivity & security.
Courtesy: ALLEGIANT REAL ESTATE GROUP
941-685-3958
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.
Courtesy: COLDWELL BANKER REALTY
941-366-8070
Two-bedroom, two-bath residence offering sweeping sixth-floor views of the Gulf of Mexico from Longboat Harbor Towers. This rare southwest corner condominium has completely unobstructed views west and south providing one of the most interesting and protected waterfront visages available anywhere on the key. In largely original condition, this spacious property presents an exceptional opportunity for renovation and customization in one of Longboat Key’s most coveted waterfront locations. Few properties combine this level of potential with such a remarkable setting. Positioned directly on the Gulf with more than 400 feet of pristine beach frontage, this fully amenitized community also enjoys eastern views of Sarasota Bay and the downtown Sarasota skyline—delivering breathtaking sunrises and sunsets from the same home. The southwest exposure also provides much more to view and enjoy with site lines extending down the entire length of the key. Common areas have been recently renovated and include a beachfront, heated, saltwater pool, a complete exercise room and spacious lounge with pool baths. Longboat Key is a sought-after barrier island community known for its relaxed coastal lifestyle, pristine beaches, and upscale residential atmosphere. Ideally located just minutes from the cultural and social energy of Sarasota, residents enjoy convenient access to world-class arts, dining, and entertainment while maintaining a sense of privacy and tranquility. A short drive south leads to iconic St. Armands Circle, renowned for its eclectic mix of boutiques, fine dining, cafés, and year-round events. Beyond St. Armands, downtown Sarasota offers theaters, galleries, live music, waterfront parks, and a thriving culinary scene, making Longboat Key an exceptional blend of island serenity and vibrant city living. This seller also has a BOAT SLIP for sale at The Boathouse, adjacent to the Dry Dock Restaurant just minutes away. Buy the condo and the slip for a complete Florida lifestyle!
Courtesy: MICHAEL SAUNDERS & COMPANY
941-951-6660
Welcome to Slip #2218 at The Boathouse on Longboat, a rare opportunity on the coveted south end of Longboat Key! This is your chance to secure a covered, hurricane-protected slip in one of Sarasota's most desirable waterfront locations. This premium slip accommodates boats up to 30 feet in length, with a maximum height of 7 ft 8 in and a 8.6 ft beam (No T-tops unless collapsible). Enjoy first-class service at an affordable monthly rate with unbeatable amenities. Located just minutes from both Sarasota Bay and the Gulf, this facility offers on-site fuel, restrooms, a ship store, maintenance services, leasing assistance, and even the popular Dry Dock Waterfront Grill restaurant on site. Simply call ahead and your boat will be launched, fueled, and waiting for you. At the end of the day, return to dock and watch as the team expertly rinses and stores your boat in its covered slip.This is more than boat storage, it's effortless boating in paradise. Don't miss your chance to own high and dry covered storage on Longboat Key.
Courtesy: MICHAEL SAUNDERS & COMPANY
941-383-7591
Some Photo's are virtually staged ! Spectacular gulf front views from this 5th floor 2 bedroom/ 2 bathroom condo residence in rarely available Longboat Beach House with convenient mid key location in close proximity to Longboat Key shops & restaurants as well as Bayfront Park with its pickleball courts and kayak launch and St Armands Circle. Left entirely unscathed by the recent storms, this unit includes impact windows & sliding doors, storm shutters, new flooring & fresh paint and is enhanced by its 6' x 38' gulf front terrace overlooking the tranquil waters of the Gulf of Mexico and its vibrant marine life and dazzling sunsets. A heated pool compliments the resort lifestyle.
Courtesy: MICHAEL SAUNDERS & COMPANY
941-383-7591
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.
Courtesy: COLDWELL BANKER REALTY
941-739-6777
Longboat Key luxury living with sweeping water views. Introducing bayside luxury at Marina Bay within Bay Isles. Now available for the first time to purchase, this unique single level condominium residence boasts a private elevator lobby. This unique residence fitted with impact glass and newer roofing is secured for the quality of your peace of mind. The condo association offers resident building security and the homeowners association offers community guard gated access. You will appreciate welcoming the day warmed by the gentle morning sun rising across Sarasota Bay from inside the immoderate living space and wrap around outdoor covered and screen enclosed Florida living. This end unit residence offers an abundance of natural lighting and easy Florida living indoors and out. Enjoy private beach access along the Gulf of Mexico, a generous community pool, tennis courts, fitness center, electric vehicle charging, car wash and the paved walking path along Sarasota Bay. Located in secured building 1, within the guard gated community of Marina Bay, Bay Isles. Call for details.
Courtesy: COLDWELL BANKER REALTY
941-383-6411
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.
Courtesy: SMITH & ASSOCIATES REAL ESTATE
727-342-3800
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.
Courtesy: MICHAEL SAUNDERS & COMPANY
941-383-7591
Welcome to 758 Saint Judes Drive North, a 2016 elevated canal-front residence that captures the essence of refined island living. With deeded beach access, curated interiors, and exceptional outdoor spaces. This home offers a seamless blend of comfort, style, and coastal elegance. Designed with entertaining in mind, the outdoor living area features a resort-style pool and spa overlooking the canal - your very own private waterfront retreat. Whether hosting friends or enjoying a quiet evening, the setting is both serene and impressive. Inside, the kitchen makes a striking statement with concrete countertops, a six-burner Thermador range, and dual Sub-Zero refrigerator/freezer units, seamlessly blending striking design with exceptional functionality. The sun-filled great room anchors the home, effortlessly connecting to the kitchen and creating an inviting space for everyday living and gatherings alike. Expansive sliding glass doors open to a screened patio with tranquil canal views and direct access to the pool below, enhancing the home’s indoor-outdoor lifestyle. The primary suite is spacious and light-filled, offering a peaceful retreat with a private en-suite bath. Upstairs, two additional bedrooms and a shared bath provide comfort for guests or family, with one bedroom featuring a private balcony showcasing views of Sarasota Bay. Just a short walk or bike ride away, enjoy local restaurants, shopping, and the natural beauty of Joan Durante Park. A quick drive over the bridge leads to world-famous St. Armands Circle, with the arts, dining, and culture of downtown Sarasota moments beyond. This is laid-back island living at its finest on Longboat Key. Ready to live the Longboat life? Schedule your private tour today.
Courtesy: MICHAEL SAUNDERS & COMPANY
941-907-9595
Welcome to The Pierre, a distinguished Gulf-front address behind the private gates of the Longboat Key Club, offering a rare blend of refined coastal living, privacy, and world-class resort lifestyle appeal for discerning buyers from around the globe. Located on the seventh floor, Residence 707 showcases spectacular sunset skies over the Gulf of Mexico, complemented by peaceful bay and city vistas, creating a dynamic panorama from sunrise through evening. Expansive windows fill the interiors with natural light while framing the natural beauty of Longboat Key’s shoreline and Sarasota Bay. Thoughtfully designed for both relaxed living and gracious entertaining, the residence offers generous living spaces and a seamless indoor-outdoor connection. The floor plan includes two ensuite bedrooms and a flexible third bedroom with sliding retractable wall, three full baths, and spacious living and dining areas—each with direct access to the residence’s gracious balconies. Residents of The Pierre enjoy an exceptional array of amenities, including direct private beach access, a beachfront pool, spa, fitness center,, tennis courts, a newly renovated lobby, club gathering room, meeting room and 24-hour guard security. Private guest suites are also available for visiting family and guests on a nominal rental basis. Ownership is further enhanced by secure garage parking, a private secured storage area, and onsite professional management, providing ease and confidence for both year-round and seasonal owners. Beyond the residence, membership opportunities at the renowned Longboat Key Club provide access to a celebrated resort lifestyle, featuring championship golf courses, world-class tennis, spa and wellness facilities, multiple dining venues, beach services, and an active social calendar (membership subject to application and availability). Perfectly situated near St. Armands Circle and downtown Sarasota’s cultural attractions, Residence 707 represents a rare opportunity to own within one of Longboat Key’s most prestigious waterfront communities—where international sophistication, panoramic views, and a coveted club lifestyle converge in one extraordinary coastal setting.
Courtesy: PREMIER SOTHEBY'S INTERNATIONAL REALTY
941-364-4000
It has been 20 years since a penthouse came to market at Regent Place on Longboat Key. Can you imagine the breathtaking views this elusive residence offers, spectacular sunsets over the Gulf and the twinkling lights of downtown Sarasota’s skyline? This extraordinary penthouse has been completely reimagined with coastal sophistication, featuring refined details meant to be experienced, not just seen. Designed by Anne Folsom Smith Interior Design and expertly completed by Ocean Builders, the renovation is timeless in style and function. Offering over 3,100 furnished square feet, the residence showcases 12-foot ceilings, electric storm shutters, private elevator access, a personal two-car garage and two expansive covered balconies, ideal for enjoying panoramic views in every direction. Every room reflects a custom, thoughtfully curated design, seamlessly blending luxury and livability. Highlights include a Crestron smart home system, Mr. Steam shower, Fisher & Paykel, Sub-Zero and Wolf appliances, Neff cabinetry, Hansgrohe fixtures, electric shades, and custom built-ins that beautifully define each space while maintaining an effortless flow throughout the home. This is a residence that must be experienced in person. Behind the gates of the Longboat Key Club, Regent Place is among the island’s exclusive luxury communities, with just 36 residences, ensuring exceptional privacy and premier amenities including a heated beachfront pool and spa, resident clubhouse and fitness center, on-site management and 24/7 security, over 500 feet of private beach frontage and in a pet-friendly community. Enjoy an unparalleled resort lifestyle with golf, tennis, spa services, fine dining and boating just outside your door. Moments away, St. Armands Circle and downtown Sarasota provide world-class shopping, dining and cultural experiences. This is a once-in-a-generation opportunity to own a spectacular penthouse residence. Schedule your private showing today.
Courtesy: COLDWELL BANKER REALTY
941-366-8070
YOUR SUNRISE SANCTUARY! YOUR SUNSET ESCAPE! An End Unit Villa—Steps From Both Shores! There’s a moment just before sunrise—when soft light touches the bay and the world feels brand new. From this beautifully updated 1504 sq foot, 3-bedroom, 2-bath end-unit villa, you wake to that glow each morning. And while the bay lies just a short stroll from your door—where dolphins and manatees grace the shoreline—the sense of tranquility begins the moment you step inside your villa. Welcome to your story at Windward Bay, Loved for 33 Years, Transformed for the Next Chapter! Brand-new luxury vinyl plank flooring stretches throughout the living spaces. Custom White wooden plantation shutters open like pages of a book, revealing light-filled rooms, a bright inviting great room and a refreshed kitchen where new soft-closing cabinetry meets the timeless richness of granite countertops. Being a corner end unit means privacy, extra windows, and the kind of natural light you feel more than you see. The great room spills out to your private outdoor patio—perfect for morning coffee, late lunches, or evening breezes. And as evening arrives, simply walk across the street. The Gulf paints the sky in gold and coral, offering unforgettable sunsets that become a treasured part of your daily rhythm. This home offers peace of mind along with beauty. It’s a place where you can truly exhale. This is effortless, maintenance-free living, where parking sits mere steps from your door and bringing in groceries is a breeze. No elevators. No stairs. No inconvenience. Just the freedom of ground-level coastal life. Here, maintenance-free living means all the big things are already done: the entire exterior was upgraded in 2020 with hurricane-impact windows, hurricane-impact sliding doors, and a new roof. "Pet Friendly" Windward Bay is one of Longboat Key's most beloved waterfront communities—known for its mature landscaping, resort-style amenities, and genuine sense of warmth. People don't just move here; they stay here. In fact, the current owner of this villa has lived here for 33 years, a testament to the comfort, community, and connection the neighborhood provides. Windward Bay isn't just a place to live. It's a place to belong. Spanning 26 lush acres, the community offers three beach access points, a 1/2-mile nature trail, two heated pools, fitness center, sauna, clubhouse, tennis and pickleball courts, kayak launches, boat docks (waitlist), covered parking, and storage. Wildlife is abundant throughout the property, adding magic to everyday life. Financially strong, Windward Bay has completed its Milestone Inspection and Capital Reserve Study. Monthly fees were reduced in 2025 and increased only $13 for 2026. With Downtown Sarasota, St. Armands Circle, Bridge Street, renowned restaurants, championship golf, boutique shopping, and cultural attractions just minutes away, you're perfectly positioned between quiet island tranquility and vibrant coastal life. A Home That Feels Like a Vacation—Every Single Day! A place ready for its next chapter—your chapter. Your Windward Bay story starts here—reserve your private viewing today.
Longboat Key is located in Florida. Longboat Key, Florida 34228has a population of 7,446. Longboat Key 34228 is less family-centric than the surrounding county with 1.47% of the households containing married families with children. The county average for households married with children is 21.81%.
The median household income in Longboat Key, Florida 34228 is $121,797. The median household income for the surrounding county is $64,964 compared to the national median of $69,021. The median age of people living in Longboat Key 34228 is 71.1 years.
The average high temperature in July is 90.8 degrees, with an average low temperature in January of 51 degrees. The average rainfall is approximately 55.9 inches per year, with 0 inches of snow per year.
