Homes for Sale Near Martha B. King Middle in Longboat Key - 50 homes

Remarks: Imagine living the coastal lifestyle only dreams are made of! Wake each morning to the sunrise over your local beach—just a short stroll down the street—where you can sink your toes into sugary white sand, take an early walk, or collect seashells along the shore. Return home to enjoy coffee outdoors by your heated pool, relaxing on the deck as tranquil water views set the tone for the day. Take a refreshing dip, then unwind as nature’s canvas unfolds before you, with shifting light and brilliant shades of blue and azure. In the evening, hop on your boat from your backyard and cruise effortlessly to waterfront restaurants and sunset destinations. With a 20,000-lb boat lift, personal watercraft lift, and a 40-foot dock on a deep-water canal, you’ll enjoy immediate access to Sarasota Bay, the Intracoastal Waterway, and the Gulf—with no fixed bridges along the way. End your days with breathtaking sunsets as the sky ignites in color, dolphins play, and manatees glide by. Inside, the home offers an optimal floor plan ready for your personal touches. The spacious eat-in kitchen features an expansive island perfect for casual entertaining, complemented by new stainless-steel appliances. A wall of sliding glass doors seamlessly blends indoor and outdoor living, filling the home with natural light and water views. All main living areas open to the pool and outdoor spaces. Recent updates include a new AC system and a recently refinished pool. The home offers three bedrooms and four baths, with the flexibility to modify the layout or easily add a fourth bedroom. A wood-burning fireplace adds warmth and charm to the living room. Located on the barrier island of Longboat Key, this exceptional property is perfectly suited for the most discerning buyers. Enjoy nearby golf, pickleball, boutique shopping, and dining, with St. Armands Circle and downtown Sarasota just minutes away. Convenient access to SRQ Airport makes this an ideal full-time residence or luxury vacation retreat. Call today to schedule your private showing and experience coastal living at its finest.

Listing is courtesy of: KELLER WILLIAMS ON THE WATER (941-729-7400)

Listing Agent: Kathy Cahill (941-807-3565)

Remarks: Best Waterfront Value on Longboat Key – CANAL-FRONT Home with Deeded Private Beach Access. Exceptional opportunity to own a fully renovated CANAL-FRONT residence on highly sought-after Longboat Key. Notably, the property was appraised prior to renovation completion for more than the original asking price, creating a rare built-in equity opportunity. This 4-bedroom, 2-bathroom coastal retreat offers the perfect blend of luxury, location, and lifestyle, complete with DEEDED PRIVATE BEACH ACCESS to the Gulf of America. Positioned along 132 linear feet of canal frontage, the property features a seawall and kayak launch (2020) and provides direct boating access to Sarasota Bay and beyond. The home has undergone a comprehensive interior and exterior renovation, with virtually everything NEW apart from the home’s foundation, delivering exceptional move-in-ready peace of mind. 2025 Improvements Include: • New roof (2025) • New flooring (2025) • New interior walls (2025) • Full home renovation – interior & exterior (2025) • New AC systems (2025) • New decking (2025) • New cabinets (2025) • New landscaping (2025) • New electrical systems (2025) Major System & Feature Upgrades: • Electrical panel (2022) • New plumbing (2022) • Commercial-grade whole-home surge protector (2022) • Tankless gas water heater (2022) • New sliding glass doors (2022) • New impact windows (2022–2023) • Impact-rated garage doors (2022) • New pavers (2022) • New ductwork (2020) • Seawall & kayak launch (2020) PGT high-impact sliding glass doors, new impact windows, and impact-rated French doors enhance storm protection, energy efficiency, and natural light. Interior highlights include vaulted ceilings, expansive water views, two electric fireplaces, and elegant wood-look ceramic tile flooring throughout. The bright, open layout is designed for effortless coastal living. The beautifully updated kitchen features solid wood cabinetry, soft-close hardware, marble-look quartz countertops, a gas stove, premium stainless-steel appliances, a copper hood, and a copper farmhouse sink. Updated bathrooms showcase sophisticated Italian marble-look ceramic tile, including an alcove soaking tub in the primary suite and a walk-in rain shower. Outdoor living is elevated by a spacious screened porch overlooking the canal and backyard. The yard is enclosed with sleek black aluminum fencing and offers ample room for a future pool. Additional Highlights: • Higher elevation than many ground-level Longboat Key homes • 132 ft of canal frontage • Direct boating access • Deeded PRIVATE beach access Ideally located near Cedars East Tennis Resort & Club, offering nine tennis courts, three pickleball courts, and a large community lap pool, as well as Joan Durante Park (34 acres). Dining, shopping, and island amenities are all within close proximity. Offered fully furnished / TURNKEY, this home is ready for immediate enjoyment as a primary residence, vacation retreat, or investment opportunity. Boating + Beach + Extensive 2025 Renovation = Rare Longboat Key Opportunity. Schedule your private tour today!

Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)

Listing Agent: Kalison Nix (941-900-9189)

Remarks: Welcome to your tropical retreat on Longboat Key! This newly renovated 2-bedroom, 2-bath ground-floor LARGER END unit, with additional windows blends light coastal charm with modern comfort in a sought-after Gulf-to-Bay community. Thoughtful upgrades include neutral tile flooring throughout (no carpet), crown molding, upgraded baseboards, fresh interior paint, impact-rated PGT windows and sliders, and in-unit laundry with full-size machines. Offered TURNKEY furnished—this is truly the best of Gulf-to-Bay living. The bright, open kitchen features granite countertops, solid wood cabinetry, new stainless-steel appliances, and a breakfast bar that flows seamlessly into the living and dining areas—ideal for both entertaining and everyday living. The spacious primary suite offers a large closet & updated ensuite bath. Need extra space for an additional guest bedroom or office? As a bonus, the master also has a sliding panel that when closed creates a spare room with its own private barn door entrance. A split-bedroom floor plan ensures privacy, with the guest suite tucked behind a frosted glass door and featuring its own bath and linen closet, effectively offering 2 master suites! A private exterior storage room and peaceful garden-view patio complete the picture. Located on the bayside of this intimate Gulf-to-Bay community, you will enjoy deeded beach access, a clubhouse, fitness center, heated pool, kayak launch, fishing pier, and tennis/pickleball courts. Spend your mornings kayaking Sarasota Bay and your evenings enjoying sunsets on the private Gulf beach—complete with complimentary beach chairs. Banyan Bay is a friendly, boutique community of just 44 residences, offering covered parking and a rare pet-friendly policy with no size or breed restrictions. The community has passed its milestone inspection and is certified for another 10 years, providing added peace of mind. Rental-friendly (up to 4 leases per year, 1-month minimum), this property is ideal as a full-time residence, vacation getaway, or income-producing investment. Conveniently located near shops, dining, parks, Anna Maria Island, St. Armands Circle, and downtown Sarasota.

Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)

Listing Agent: Debbie Mchardy (941-960-6099)

Remarks: Live the Longboat Key Lifestyle in this beautiful 2 story, two- bedroom townhome. Features include a private deeded beach, 2 heated pools, garage, pet-friendly, a marina with boat slips, and outdoor entertaining space. Offered furnished and move-in ready. Every room reflects thoughtful, elegant design, from curated furnishings to refined color palettes. The first floor features beautiful tile flooring and numerous upgrades, including a stunning kitchen with quartz countertops and backsplash, custom cabinetry, a designer sink and faucet, Bathrooms have been tastefully updated with designer fixtures, and smart recessed lighting enhances the ambiance throughout the home. Spacious bedrooms offer ample closet space and excellent storage throughout. Upstairs, elegant dark engineered wood flooring complements the tiled bathroom, creating a warm and sophisticated retreat. The enclosed lanai provides versatile bonus space ideal for a home office or family room. Additional highlights include an A/C system with iWave-R ionization generator, washer in dryer in unit, a private garage with extra storage,an electric kayak lift with 2 tandem kayaks included. . A lovely, remodeled community room, BBQ, a private beach pavilion with parking and restrooms. Gulf to Bay access, walking distance to Bayfront Park with dog park and pickleball.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)

Listing Agent: Michael Yawitz (941-587-8091)

Remarks: Welcome to elevated beachfront living in highly desirable Windward Bay — a premier bayside enclave offering serene coastal charm and resort-style amenities on picturesque Sarasota Bay. This fully reimagined 2-bedroom, 2-bath villa has been thoughtfully renovated from top to bottom with impeccable attention to detail and contemporary finishes throughout. Step inside to discover an open, light-filled interior featuring brand-new electrical and plumbing systems, new drywall and insulation, new kitchen and bathrooms — everything crafted for modern comfort and peace of mind. A dedicated 220-volt receptacle makes electric vehicle charging effortless, blending convenience with conscientious living. Enjoy easy walk-in access with no stairs, and take full advantage of Windward Bay’s pet-friendly policy — perfect for up to two pets — making this the ideal coastal retreat for the whole family. Relax and unwind on your private back patio overlooking lush landscaping, where tranquil sunsets frame the entrance to the beach access just steps away. Cozy evenings by the fire pit become part of your daily rhythm. Windward Bay is cherished for its park-like grounds, complete with: Nearly a half-mile of scenic walking trails. Three distinct Gulf beach access points. Two heated pools. Six pickleball/tennis courts. A well-appointed clubhouse with fitness center, sauna, library, and meeting spaces. Two marinas with boat and jet ski slips. A private fishing pier. Outdoor grilling areas, firepits, and kayak storage. This exceptional villa effortlessly combines the ease of turn-key living with premium upgrades and unparalleled community amenities — all in one of Longboat Key’s most sought-after waterfront communities.

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-383-2500)

Listing Agent: Sharon Austin (678-756-4020)

Remarks: Gulfside Condo on north Longboat Key with direct beach access: This 2-bedroom, with bonus room, second floor condo offers the island lifestyle you've been searching for—a waterfront community, stunning sunset views from the lanai, and steps to the beach. Located in Longbeach Condo community on Longboat Key, this turnkey furnished, coastal Florida condo features 2 bedrooms, 2 bathrooms,and a bonus room currently used as a den. The comfortable floorplan features a bonus room for bunks, an office, or a reading room, a wide galley kitchen with Corian counters and tossed marble tile backsplash, in-unit washer/dryer, tile floors throughout, and a private balcony with views of the Gulf. At 19.5 foot base flood elevation, this unit was well above the storm surge of previous hurricanes. Longboat Key Living means beach access, world-class golf courses, world class tennis and waterfront dining just minutes away. The Longbeach Condo community offers 9.2 acres of gulf front, beach property, amenities like heated pool, club house, open parking, private beach access, kayak storage and private tennis. You're 15 minutes to St. Armands Circle shopping, 20 minutes to downtown Sarasota, and close to world-class fishing charters from Cortez Fishing Village. This barrier island property is perfect for full-time Florida living, a vacation home, a snowbird retreat or investment rental property. Rental history/projections available. The location puts you near Coquina Beach, Marina Jack, and easy access to Sarasota-Bradenton International Airport. Nationally ranked medical facilities located within minutes and all LBK first responders are EMTs!

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)

Listing Agent: Diana Kryszak (941-993-4078)

Remarks: Unlock the Door to Your Dream Beach and Boating Lifestyle! Step into a world of unparalleled charm with this move-in ready, fully furnished gem on Longboat Key. This isn’t just a home; it’s a transformative lifestyle choice for those craving adventure, relaxation, and vibrant social connections. Picture yourself waking up to breathtaking bay views every morning from your stylish condo, featuring elegant granite countertops, state-of-the-art appliances, and a spa-like shower that redefines luxury. Your perfect beach days await with exclusive private beach access, complete with a dedicated beach house that offers showers and restrooms for your convenience. For boating enthusiasts, the Longboat Key Yacht Club provides convenient boat slips and kayaks, giving you immediate access to the pristine waters of the bay. Stay energized and engaged with an array of top-tier amenities, including tennis courts, shuffleboard, a rejuvenating sauna, and a fully equipped gym. Join a dynamic social scene filled with workshops, a cozy library, an inspiring art studio, and clay classes, plus the warm camaraderie of the Book Buddies club that fosters connections. With four inviting swimming pools, a grand banquet hall for gatherings, a fun game room for entertainment, and convenient private beach parking, every day feels like a luxurious getaway. This is more than just a condo; it’s a lifestyle experience you truly deserve. Don’t let this extraordinary Longboat Key oasis pass you by! Schedule your showing today and discover if it’s your perfect match!

Listing is courtesy of: HOUSE MATCH (941-213-7028)

Listing Agent: Rachel Rademacher (612-965-6188)

Remarks: IN THE COVETED "B" BUILDING, A STRATEGIC PRICE REFINEMENT NOW POSITIONS THIS EXCEPTIONAL RESIDENCE AS THE MOST COMPELLING OFFERING AT WINDWARD BAY! A BAYFRONT BEAUTY! VIEWS THAT STEAL THE SHOW! Discover the ultimate in Florida Gulf-to-Bay living with this beautifully remodeled 2-bedroom, 2-bath luxury condo offering jaw-dropping, multi-million-dollar water views of Sarasota Bay. From the moment you enter, you’ll be drawn into a world where comfort, beauty and the quiet grace of nature welcomes you like an old friend. Wake up to spectacular sunrises over the sparkling bay and unwind with mesmerizing sunsets on the Gulf, directly across the street. Watch playful dolphins, jumping fish, gentle manatees, and vibrant Florida birdlife from your Florida Room or while preparing meals in your updated kitchen overlooking the shimmering waters. Your primary suite is a serene waterfront retreat, perfect for moonlit nights and sunrise mornings. Every detail of this condo has been thoughtfully designed to create a lifestyle of tranquility and relaxation, including remote controlled blinds in the Florida Room. Located in pet-friendly Windward Bay, where two pets are welcome, this community offers the best of Longboat Key Coastal Dream Living. From dolphins at dawn to sunsets on the Gulf—every day is paradise. Community Highlights: Enjoy three beach access points (including one private), 26 acres of lush tropical surroundings including ½ mile of nature trails, two heated pools for year-round enjoyment, fitness center and sauna, clubhouse for social gatherings, tennis and pickleball courts, boat docks (waitlist) and kayak launches for water enthusiasts, covered parking and storage. With convenient access to Downtown Sarasota, St. Armands Circle, Bridge Street, Historic Cortez fishing village, championship golf courses, renowned restaurants, shopping destinations, and vibrant cultural attractions, you'll never have a shortage of entertainment options. The Windward Bay Association has been busy with a multitude of improvements and updates in the last few years including: Brand new roofs, resealing the buildings bayfront exteriors and painting of all the midrises in 2023/2024. Private roads were repaved and a new 1/2 mile long salt-tolerant privacy hedge was planted in October 2025. Windward Bay is a financially healthy Condo Association with a proactive Board. The Milestone Inspection and Capital Reserve Study are complete and Monthly Condo Fees for 2025 were actually reduced and 2026 Condo Fees only increased by $13 a month. This is more than a home—it’s a lifestyle. Experience the beauty, serenity, convenience, and the maintenance free life you’ve always dreamed of. GREAT NEWS, PAST CAPITAL IMPROVEMENT ASSESSMENTS WERE PAID IN FULL BY SELLER, NOT ADDED TO MONTHLY DUES! Schedule your private showing today and make paradise yours!

Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)

Listing Agent: Debby Mccaig (941-544-1713)

Remarks: 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.

Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)

Listing Agent: Debby Mccaig (941-544-1713)

Remarks: UNBEATABLE VALUE! AMAZING PRICE FOR A BRAND NEW BEACH & BAY VILLA! Renovated with precision, the final finishing touches were completed in 2025 (12 weeks in living time since renovation) for this quality engineered, down to the studs, two-bedroom and two-bath beach getaway villa. From the moment you step inside, you'll be greeted by a thoughtfully designed sunny open floor plan boasting recessed lighting and an array of sleek finishes throughout the home. Distinguishing features include the true craftmanship of custom solid core doors, chic beach themed door and cabinet knobs, custom designed laundry closet housing a Full-sized front load Samsung washer & dryer, self-close solid kitchen cabinets with a bonus spice rack cabinet, pull out shelves in the pantry and below the sink, ceramic floor tiling through-out including a curb less shower entry located in the primary suite’s “ensuite bathroom. The pièce de résistance is the Cambria Quartz (lifetime warranty) kitchen countertop chosen for the beach inspired aqua accents that showcase both a breakfast bar and a dual temperature wine/beer refrigerator for added pleasure. The second bedroom is cleverly designed to serve as both an office and a guest space, complete with a comfortable “guest chest” Murphy bed cabinet. For peace of mind while away, the villa is equipped with the latest Wi-Fi enabled keyless smart lock entry system, as well as a smart remote thermostat to monitor and manage remotely. Worry free living with a New A/C (2022), Water Heater (2024) and recent Hurricane Impact Windows/Sliding Doors, Roof, & Carport (2020). Located directly across the street, with 3 beach access points (one private deeded access) is the tranquil Gulf with its crystal-clear turquoise blue waters and uncrowded sandy beaches that attract visitors from all over the world. A low-density residence and a nature lover’s delight: from captivating bird watching to the frolicking dolphins and manatees of Longboat Key. Windward Bay's unparalleled amenities include 2 tennis/pickleball courts, 2 marinas with 28 boat & jet ski slips for a low monthly fee (first come first served), barbecue grills throughout, fishing piers, 2 fish cleaning stations, kayak racks, 2 heated pools, shuffleboard, bike racks, a clubhouse with kitchen, library, fitness room, meeting room, 2 saunas, and community fire pits throughout the property. Conveniently accessible to Downtown Sarasota, St. Armands Circle, Anna Maria Island, Historic Cortez Fishing Village, Championship Golf Courses, renowned restaurants, shopping destinations, and vibrant cultural attractions, you'll never have a shortage of entertainment options. Welcome home to “Pet Friendly” Windward Bay, where TWO pets are allowed. Windward Bay is a financially healthy Condo Association with a proactive Board. The Milestone Inspection and Capital Reserve Study are complete and Monthly Condo Fees for 2025 were actually reduced. This wonderful condominium exemplifies “Florida Gulf to Bay Living” at its finest. Windward Bay: "A Special Place and A Gem of a Community." Whether you're looking for a vacation home or a permanent residence, book your private showing today. Longboat Key and Villa 7 in Windward Bay offer everything you could desire to live the life you have always dreamed of!

Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)

Listing Agent: Debby Mccaig (941-544-1713)

Remarks: This is West Coast of Florida living at its finest, designed for those seeking a refined and effortless second home near the Gulf. Elevated and elegantly appointed, this custom residence is ideally located west of Gulf of Mexico Drive in the highly desirable Conrad Beach community on Longboat Key, where coastal serenity meets thoughtful design. Surrounded by lush tropical landscaping with accent lighting, the home blends timeless island architecture with modern comforts ideal for seasonal or extended stays. Inside, an open and inviting floor plan centers around a gourmet kitchen featuring a large quartz island perfect for entertaining, abundant workspace, and seamless flow into the main living areas. A full in-house generator provides peace of mind while you are away, making ownership as easy as it is enjoyable. Multiple porches and terraces, including a rooftop observation deck, create exceptional indoor-outdoor living and invite you to savor Gulf breezes and unforgettable West Coast Florida sunsets. The primary suite, located on the main living level, offers a private retreat with a spa-inspired bath and a serene balcony overlooking the tropical surroundings. Upstairs, guest bedrooms and a spacious loft-style family room provide flexible accommodations for visiting friends and family, all with access to wraparound terraces that capture the beauty of the island setting. The home comfortably sleeps ten, making it ideal for hosting while still maintaining privacy and comfort. Outdoor living is equally well designed, with expansive decks perfect for quiet mornings or relaxed gatherings. A beautifully landscaped path leads to the oversized resort-style community pool, complete with bath facilities and entertaining space, offering all the benefits of a luxury amenity without the responsibility of maintaining a private pool. From the community observation deck, enjoy glimpses of the Gulf and dramatic evening skies. Favorite features include high-impact windows and doors, full house generator and 5 minute walk to the soft powder sand beaches and  beautiful Gulf waters. The award-winning Conrad Beach community enhances the lock-and-leave lifestyle with lawn care, irrigation, and landscaping services included. Just moments from pristine beaches, the charm of Longboat Key’s north end, marinas, and the dining and boutiques of St. Armands Circle, this home offers the ideal blend of privacy, convenience, and coastal living. Schedule your private showing and experience how effortless owning a second home on Florida’s West Coast can be.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-896-9981)

Listing Agent: Kathy Harman (941-900-9828)

Remarks: Exceptional value for a Longboat Key condo with private beach access. Enjoy deeded Gulf access with a residents-only community beach house featuring bathrooms, indoor/outdoor showers, seating, cabana space, and parking—your personal gateway to Gulf Coast living. Experience exceptional bayfront living at 4310 Falmouth Drive, Unit 102, located in the sought-after Longboat Harbour community on Longboat Key—a premier coastal city and barrier island along Florida’s Gulf Coast, renowned for attracting year-round residents, second-home owners, seasonal residents, and visitors seeking a refined, upscale seaside lifestyle. This A-Building, direct bayfront residence captures full Sarasota Bay views from the kitchen, dining area, living room, enclosed lanai, and primary bedroom—offering a front-row seat to sunrise skies, passing boats, dolphins, manatees, eagles and all kinds of exciting wildlife just 40 feet from the tranquil water vistas. Thoughtfully updated, the home features luxury vinyl flooring, upscale LG quartz Viatera Rococo countertops in the kitchen and both bathrooms, and soft-close drawers and custom cabinetry throughout. The spacious primary suite includes double vanities and a beautifully updated walk-in shower, while the guest bath also offers a walk-in shower with quartz finishes. Significant capital improvements provide peace of mind, including new hurricane-rated windows and sliders (2024, Cat5), HVAC (2021) with approximately 8 years remaining on a 12-year warranty, and a water heater (2023). The enclosed lanai expands usable living space while maintaining sweeping Sarasota Bay views. Offered fully furnished for a seamless, move-in-ready bayfront lifestyle. Longboat Harbour is a gated, resort-style community offering an impressive array of amenities, including four heated pools, tennis and pickleball courts with active player groups, fitness center, sauna, meeting rooms, billiards, putting green, woodworking shop, kayak storage, shuffleboard, locker rooms, fishing piers, two community grills, on-site management, and a protected harbor. Boat slips are available to members of the Longboat Harbour Yacht Club (subject to availability). Enjoy the best of island living with private deeded beach access just a short walk or drive across the street—complete with seating, chair storage, cabana, restrooms, indoor and outdoor showers, parking, and a convenient car-wash area. Additional features in the condo include washer and dryer connections in a hall closet and assigned covered carport parking with abundant guest spaces nearby. In the living room, open the sliders to seamlessly expand your indoor–outdoor living space, or keep them closed and enjoy the patio as an enclosed lanai—then open the glass sliders to let in refreshing coastal breezes and salt air. Located just 7.5 miles north of St. Armands Circle, and a short drive to downtown Sarasota’s Arts District, world-class dining and shopping, with Sarasota-Bradenton International Airport nearby. Direct Sarasota Bay views and private deeded Gulf beach access make this exceptional residence the ultimate Longboat Key lifestyle opportunity.

Listing is courtesy of: MARCUS & COMPANY REALTY (941-932-8550)

Listing Agent: Kerre Allman (941-909-3095)

Remarks: This is the one you have been waiting for!! INCREDIBLE UNOBSTRUCTED BAY VIEWS & BREATHTAKING SUNRISES from this light-filled CORNER unit in the beach-to-bay community of Sutton Place. Enjoy stunning vistas from nearly every room through impact windows and doors! Meticulously maintained and beautifully renovated, this spacious two-bedroom, two-bath coastal retreat is truly exceptional. The thoughtfully designed open concept chef’s kitchen with premium cabinetry, plentiful storage, and Cambria quartz countertops seamlessly connects to the expansive living area through a custom dining island with wraparound seating. Plantation shutters throughout the kitchen and living area add to the coastal island feel. The enclosed lanai, featuring walls of glass that span along the rear of the unit, provides an ideal setting for morning coffee, evening relaxation, remote work, or accommodating additional guests. The spacious primary and secondary bedrooms provide exceptional views, each with direct access to the lanai through impact-rated sliding doors. The serene primary bedroom boasts a generous walk-in closet fitted with a custom organizer and an elegantly renovated bathroom with a walk-in shower, complete with a linen closet. The secondary bedroom offers ample storage with a double closet, also fitted with custom organizers. The adjacent guest bath has been tastefully renovated. Parking is easy with a covered, assigned space in a convenient location, plus plenty of overflow and guest parking. While the stairs are easily accessible; there is also an elevator for added convenience. The in-building storage unit provides extra space for any additional storage needs. Sutton Place offers a wide range of amenities, including two heated swimming pools, a community clubhouse, marina facilities with boat slips (current wait list but only $300 annually!!), kayak storage equipped with electric launch, a fish cleaning station, designated grilling areas, car wash stations, and deeded beach access with private beach pavilion featuring storage lockers, showers, and restrooms. The community successfully endured the recent storms, experiencing minimal overall damage and no impact to any individual units. With its exceptional location, unmatched views, and wonderful amenities, this property is an opportunity not to be missed! Schedule your private showing today!

Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)

Listing Agent: Melissa Rodocker (703-969-2345)

Remarks: Discover your slice of paradise in this cozy and character-filled home in the sought-after historic neighborhood of Longbeach Village on north end of Longboat Key. This beautifully turnkey furnished home with an updated metal roof, new impact windows, new cabinetry and appliances, has been lovingly restored to retain its historic character and warmth, yet provide modern conveniences. This Florida-style gem sits on an oversized lot and offers a blend of comfort and style. Enter the home through an enclosed front porch where you can sip your morning coffee and overlook your mini tropical oasis in the front yard, or through the inviting shared breezeway connecting the main house and guest cottage. The inviting living room features a wood-burning fireplace. The pine wood flooring and shiplap accents add a touch of rustic elegance. The kitchen has been updated and boasts striking countertops, attractive new cabinets, and an extended countertop space, ideal for entertaining. The bedroom in the main house is a haven of tranquility with vaulted ceilings, a large walk-in closet and natural light overlooking a rear courtyard deck shaded by a magnificent tree. The separate guest cottage, connected via the breezeway, is a delightful addition and has a private entrance and patio area. It features a full kitchenette, providing convenience for guests or extended family. The heart of this home is its outdoor space, with too many beautiful areas to list. A covered entertaining area overlooks the pool and spa, enclosed within a screened-in lanai and a terrific new indoor/outdoor kitchen. Enjoy the Florida sunshine and cool off in style. The spacious outdoor paver patio provides a generous seating area surrounded by an attractive bamboo fence, adding an extra layer of seclusion within a lush and well-manicured tropical yard. The setting provides a serene and private oasis. The large lot offers plenty of parking options for guests, or even your boat or golf cart. Longboat Key's pleasant climate means you can enjoy this tropical paradise year round. With beach-to-bay access, a boat ramp and numerous restaurants just down the street, this home in Longbeach Village offers an amazing lifestyle. This golf-cart and pet-friendly neighborhood is a one of a kind on the islands, as is this unique historic property.

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-383-2500)

Listing Agent: Cindy Fischer (941-465-1124)

Remarks: Have you dreamed of the perfect island getaway situated right on a gorgeous stretch of beach on Longboat Key? And could you even imagine you could have it for $615,000?! With one owner for the last 29 years, this is your unique opportunity to purchase this fully renovated beachfront walkout 1 bedroom, 1 bath condo in the beach to bay island community of Covert II - and hang onto it like these owners have! With this fabulous ground floor location, you can have your toes in the sand in only a few steps! This condo offers Italian porcelain tile throughout and a completely new kitchen with beautiful counter tops, all new cabinets and new appliances. The bathroom has been beautifully updated as well and features custom tile work in a seaside theme. The view is fabulous in either direction with the sparkling pool out front and the gorgeous Gulf of Mexico out back. The open living and dining area allows plenty of space to entertain or to quietly contemplate whether it’s a beach day, a day for a soak in the pool or a walk to the Covert bayside fishing pier. The bedroom offers the same stunning beach view and features sliders to the screened in lanai. The midkey location allows for easy access to multiple restaurants and shopping. The tree filled mangrove trails of Joan Durante Park are a birders’ paradise and the 12 mile long bike path give you many options to soak in the sun while getting in your daily exercise. This is island living at its best at a price you may never thought you could find!

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)

Listing Agent: Jodene Moneuse, Pa (941-302-4913)

Remarks: This Seaward Homes Curated Collection residence at 6489 Gulfside is ready for occupancy. Enjoy the ultimate Longboat Key lifestyle with your own direct Gulf-front private access and stunning views of the Gulf of Mexico. Designed by DSDG Architects, this home epitomizes exceptional quality and attention to detail. Situated on a coveted 90' Gulf/Beach-front lot, the property offers soft sands, endless Gulf views, and miles of walkability. In 2025, Longboat Key completed a significant beach re-nourishment project, giving Gulfside Road homeowners one of the widest and deepest stretches of beach on the entire island. Equally notable, Gulfside Road is one of the rare Gulf-side streets set back from the main highway, offering a tranquil, private environment that feels worlds away from the activity of Gulf of Mexico Drive. The main house, elevated over 15 feet, features 11' ceilings, four oversized en-suite bedrooms, and more than 6,600 sq ft of air-conditioned living space, including a grade-level, air-conditioned multipurpose room that can be tailored for wellness, fitness, or a variety of additional lifestyle needs. The wide-open floor plan, generous room sizes, and large impact-rated safety glass sliding doors and windows fill the home with natural light. Two nearly 40' terraces on the main and second floors provide ideal spaces to enjoy the outdoor island lifestyle and breathtaking Gulf views. Interior finishes by Studio G Homes elevate luxury living to the next level. The interior finishes include large-format porcelain tile and hardwood flooring, Italian-imported cabinetry, a custom floating steel-and-wood staircase, a three-stop elevator, 8' solid interior doors, high-efficiency mechanical systems, a top-of-the-line Thermador™ appliance package, AXOR™ and Hansgrohe™ plumbing fixtures, temperature-controlled wine storage, and detailed AV, lighting control, and security systems. Exterior features include solid concrete and masonry construction on all floors, a deep concrete piling foundation for added strength, Longboard™ premium aluminum architectural details, and a fine light-sand exterior stucco finish. The resort-like pool area and custom spa are surrounded by a lush tropical landscape package. The garage accommodates four cars, with the option to add car lifts. Longboat Key, an 11-mile barrier island, is just minutes from St. Armands Circle and downtown Sarasota. The Sarasota Bradenton International Airport is approximately 25 minutes away. Embrace the opportunity to own this unparalleled residence and experience the pinnacle of coastal luxury living.

Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)

Listing Agent: Nicholle Mckiernan (941-928-2922)

Remarks: Best Beach Villa Value on Longboat Key! - Experience effortless coastal living in this lovely 2-bedroom, 2-bath end-unit bayside villa offering the highly sought-after Bay-to-Beach lifestyle on Longboat Key. Beautifully appointed and sold turnkey, this ground-floor residence is truly Martha Stewart–perfect—move-in ready and designed for relaxed elegance. The villa welcomes you with an enclosed den/Florida room, a serene retreat where you can unwind while enjoying tranquil views of lush greenery and native birdlife. Hurricane impact windows and doors throughout ensure peace of mind while maintaining a quiet, comfortable interior. The open-concept living space is ideal for both everyday living and entertaining. A spacious family room and dining area flow seamlessly from the renovated kitchen, which features rich maple cabinetry, solid granite countertops, and an inviting, functional layout. Every detail has been thoughtfully curated, from custom cornices and blinds to coordinated bedding and decorative pillows—straight out of Serena & Lily. Additional highlights include a separate laundry room with pantry storage, complete with a garden door that opens to peaceful landscaping and provides direct access to the private marina, kayak storage, and an electric kayak launch—perfect for embracing the boating lifestyle right outside your door. This pet-friendly villa offers unmatched convenience and value with a private carport, extra guest parking just steps away, a new washer and dryer, a recently upgraded air-conditioning system and tankless water heater. Just across Gulf of Mexico Drive, enjoy exclusive access to your private beach facility, featuring gated parking, restrooms, showers, and chair storage—true resort-style living. Spend your days boating, kayaking, or soaking up the sun, then end each evening watching breathtaking sunsets over the sugar-sand beaches of the Gulf. This exceptional Longboat Key villa is move-in perfect and ready to enjoy—just bring your flip-flops. Opportunities like this are rare, and this one will not last long.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)

Listing Agent: Kathy Callahan (941-900-8088)

Remarks: Under contract-accepting backup offers. Imagine the serene sands of the Gulf, just steps away, offering the ideal blend of luxury and opportunity with rental income while you're away. An on-site rental office ensures seamless bookings for your beautifully renovated condominium with new A/C at Casa Del Mar. You and your guests will relish the gulf-front pool, tennis courts with pickleball, grilling area and picnic tables, all while basking in the soothing embrace of the gulf waters as the simple, fulfilling life awaits. For those who wish to travel light, the unit is turnkey furnished, fully equipped, and ready to provide your ideal beach getaway. Upgrades include new kitchen and baths, quartz countertops and tile throughout, and stainless-steel appliances. The unit comes with a washer and dryer. just a short drive to local restaurants, Anna Maria Island, local parks, grocery shopping, CVS, places of worship, banks, world-renowned St, Armands Circle, top-rated Sarasota and all it offers.

Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)

Listing Agent: Dennis Girard (941-809-0041)

Remarks: Welcome to Spanish Main Yacht Club waterfront community and your new home! Light and bright, this stand-alone villa is all new and beautifully updated in 2026. White marble-like large porcelain tile floors that span the entire living area, providing a continuous flow throughout the villa. The new kitchen boasts stainless steel appliances, white quartz countertops, new cabinetry, lighting and more. Attractive updates in the primary en suite bedroom and guest bath as well. A nice added feature is the spacious interior laundry room. Beautiful, lush backyard view with privacy and an extra brick paver side yard and outdoor space. A short stroll to the privately deeded beach entrance to gorgeous Gulf beaches. Two minutes to have your toes in the soft, pearly sand. This is a boater’s paradise with slips available for an extremely inexpensive lease and direct access to Sarasota Bay, the Intracoastal waterway and azure waters of the Gulf. Only a short drive to the fantastic shops, restaurants and cultural events Sarasota and St. Armands Circle have to offer. This is a great investment opportunity and chance to enjoy Longboat Key living. The community is in the build-back stage due to damage from hurricanes in 2024 and is almost complete. All 212 units in Spanish Main are under FEMA requirements, guidelines, and stringent adherence to rebuild specifications and inspections from Town of Longboat Key. This is an opportunity to continue to make this villa your custom home.

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)

Listing Agent: Kimberly Freiwald (941-256-6775)

Remarks: MOTIVATED SELLER! FULLY FUNDED RESERVES FOR 2026! PET FRIENDLY! NO UPCOMING SPECIAL ASSESSMENTS! 3 BEACH ACCESS POINTS! MILESTONE INSPECTION PASSED! Welcome to your island retreat, an impeccably renovated 2-bedroom, 2-bath residence offering luxury Longboat Key living at its finest with preserved mangrove and Sarasota Bay views. Every detail has been thoughtfully updated ,this home has been renovated from top to bottom, featuring new flooring, new plumbing, new electrical, new lighting, hurricane-impact windows with shutters for peace of mind and MORE! The brand-new kitchen showcases quartz countertops, custom cabinetry, and all-new stainless-steel appliances, creating a beautiful space that opens to the bright and airy living area. Both bathrooms have been updated with modern finishes and quarts countertops as well. A Murphy bed in the office area adds versatility, perfect for guests or additional workspace. Enjoy deeded beach access directly across the street for endless days on the sand, or take advantage of boat slips available for residents, ideal for boaters looking to explore Sarasota Bay and the Gulf. Windward Bay is a pet-friendly, amenity-rich community offering multiple pools, tennis and pickleball courts, a fitness center with sauna, kayak storage, and walking paths along the bayfront. Perfectly situated near world-renowned restaurants on Longboat Key, St. Armands Circle, and Anna Maria Island, this home combines effortless luxury with the ultimate coastal convenience. Move-in ready and maintenance-free, your Longboat Key lifestyle awaits!

Listing is courtesy of: VRI HOMES (800-531-2885)

Listing Agent: Paulina Vasiliev, Pllc (941-225-5383)