Location: Longboat Key
Do Not Show Listings
5920 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228
$1,749,500345 Days on yellowkey MLS ID: A4652254
Bed: 2 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2823 Built: 1973 Tax: $8,478 (2024)Community: Longboat KeySingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,478
Elementary School: Anna Maria Elementary
High School: Bayshore High
Tax Year: 2024
Middle School: Martha B. King Middle
Remarks: DEEDED BEACH ACCESS AND DEEP WATER CANAL at this beautifully renovated mid-key beach house on the barrier island of Longboat Key. You can enjoy a 3-minute walk to the beach using your private beach access or step outside and enjoy the canal on your trex dock. The uncrowded beach with natural surroundings, fine sand beaches, warm breezes, and clear turquoise waters is truly a special place. Entering the home, you are greeted by terrazzo floors, stunning 2 story foyer and a water view of the canal. All new wood kitchen cabinets including island and coffee bar with quartz countertops making this a great area to entertain guests. All 3 bathrooms have been completely renovated and include custom tile showers. Large master bedroom with en-suite bathroom. An enclosed lanai overlooking the canal is a perfect spot for an office or tropical retreat. Large living room with wood burning fireplace and new tile flooring provides a relaxing space. New kitchen and bath fixtures throughout. Ceiling fans in each room. Being in the middle of LBK provides easy access to Anna Maria Island and Bradenton to the north, St. Armands and Sarasota to the south. SRQ airport is less than 45 minutes. Completely restored home by licensed general contractor and professionally mitigated after hurricane Helene flood damage. The house shares a driveway, deeded beach and canal access with 5924 Gulf of Mexico Drive making it a perfect guest house or family compound when purchased together (or use one as a rental for an ongoing revenue stream}. The property is being sold as-is. Please use AS IS Residential Contract for Sale and Purchase_FloridaRealtors-FloridaBar-ASIS-7.xdp
Listing is courtesy of: JOHN DONATO REAL ESTATE INC (941-504-4987)
Listing Agent: John Donato (941-504-4987)
600 DE NARVAEZ DR, LONGBOAT KEY, FL 34228
$2,750,00092 Days on yellowkey MLS ID: A4679376
REDUCED by $50,000 (1.8%) on 04/03/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1971 Built: 2023 Tax: $26,241 (2024)Community: Sleepy Lagoon ParkSingle Family
Taxes:$26,241
Middle School: W.D. Sugg Middle
Remarks: The Future of Luxury Living on Longboat Key! Discover this newly constructed coastal retreat that sets the standard for modern waterfront living. Located on the private north end of Longboat Key, this turnkey-furnished residence is a sanctuary of style & elegance. Soaring 16-foot driftwood ceilings create an atmosphere of warmth and grandeur, while large impact glass sliders connect you seamlessly between indoor and outdoor living. From the porcelain tiles, custom cabinetry, quartzite countertops in the kitchen to the Italian glass vanities in every bathroom, this home has been constructed with every detail in mind. Enjoy customizable Lutron lighting, automatic shades, built in surround sound system, and a Brinks alarm system with CCTV cameras to protect it all. Looking outdoors, a fire pit, outdoor grill, luxury pool & spa with a waterfall, newly installed dock & 10,000 lb boat lift await you. Built to withstand the elements, this flood-resistant home remains untouched by storms & was powered throughout the storms with it's own generator, offering peace of mind and unmatched durability. Experience the perfect fusion of luxury, privacy, and coastal charm—schedule your private tour today.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Cole Collins (941-350-8360)
616 LYONS LN, LONGBOAT KEY, FL 34228
$1,175,00030 Days on yellowkey MLS ID: TB8490318
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1755 Built: 1972 Tax: $11,177 (2024)Community: Sleepy Lagoon Park 2Single Family
Taxes:$11,177
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to your piece of Paradise! This beautiful canal front home is located in the idyllic and picturesque Longboat Key. A charming mid-century style cottage nestled in one of Longboat Key's most private and serene settings. This spacious 2 bedroom + Bonus room, 2.5 bathrooms with outdoor shower residence offers 1,755 square feet of luxurious living space perfect for those seeking a tranquil beach lifestyle. Recently impacted by Hurricane Helene, the home has undergone professional remediation and renovation including kitchen, bathrooms and pool. The living area boasts an open floor plan with a cozy corner wood-burning fireplace that adds a warm touch, creating the perfect setting for snug evenings during the cooler winter months. The kitchen has been completely remodeled and equipped with all new cabinets, quartz countertops and appliances, offering plenty of space for culinary adventures. The master suite includes a cedar walk-in closet, an extra linen closet, and direct access to the pool area. In addition to the 2 bedrooms, there is a bonus room that could be made into a bunk room perfect for the little ones or teenagers to make their own retreat. Lyons Lane is renowned for its tranquility and privacy, with lush mangroves lining the opposite side of the street, creating a natural, peaceful ambiance. This unique setting offers the best of both worlds: a serene retreat just moments away from the pristine beaches, boutique shopping, and fine dining that Longboat Key is famous for. Don’t miss this exceptional opportunity to own a slice of paradise.
Listing is courtesy of: ROOST REALTY INC. (813-326-2569)
Listing Agent: Steve Barthelemy (813-943-2841)
6477 GULFSIDE RD, LONGBOAT KEY, FL 34228
$8,850,000206 Days on yellowkey MLS ID: A4666887
Bed: 6 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 5862 Built: 2002 Tax: $109,385 (2024)Community: Sleepy LagoonSingle Family
Taxes:$109,385
Remarks: 100' of direct beach and gulf frontage..... Welcome to Paradise! Experience the ultimate in Longboat Key and Gulf-front luxury with this spectacular nearly 6,000 sq. ft. beachfront estate on Longboat Key. Perfectly positioned on a pristine stretch of white-sand shoreline, this gorgeous beach home offers unobstructed, panoramic views of the Gulf of Mexico from nearly every room in the home. Also featuring over 3,000 sq. ft of under-roof outdoor relaxation and entertainment space. Designed for family gatherings and beach front fun, this is the perfect beach home for tranquil coastal living. This beach home features 6 bedrooms, 6.5 bathrooms, a den and a family room, as well as a stunning 24' x 24' rooftop sun deck. Built in 2002, this waterfront beauty offers many unique details like the Mahogany front door, elevator to all 3 levels, all new exterior paint and interior paint, and best of all three expansive levels of outdoor living space, each capturing the beauty of daily sunsets and unobstructed Gulf and beach views. At the heart of your beachfront oasis is a newly refurbished resort-style pool and new paver patio, framed by swaying palms and endless water views. Just steps beyond the pool is access to your 100' of private beach frontage leading directly to the soft sand and crystal-blue Gulf waters. The main level Owner's suite is large, with direct and unobstructed Gulf and beach views. The kitchen is spacious and open, with top-of-the-line appliances and direct Gulf and beach views to enjoy while you cook. The guest bedroom suites are all spacious, with ensuite bathrooms and great Gulf and beach views from every bedroom. Whether you’re seeking a serene retreat or an entertainer's dream, this exceptional Longboat Key residence delivers unparalleled beauty, privacy, and a front-row seat to Florida’s most breathtaking coastline. Hurry up and get here, the views are spectacular!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Robert Delaney (941-315-3185)
3548 FAIR OAKS LN, LONGBOAT KEY, FL 34228
$2,995,00077 Days on yellowkey MLS ID: A4681540
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3470 Built: 2000Monthly Fee: $833 Tax: $24,368 (2025)Community: Queens HarbourSingle Family
Taxes:$24,368
Tax Year: 2025
Remarks: Located within the gated Queens Harbour enclave in Bay Isles, this direct bayfront residence offers a well-designed courtyard-style floor plan with water views, flexible living spaces, and a private dock—set on a quiet cul-de-sac in one of Longboat Key’s most established communities. Spanning approximately 3,470 square feet of living space across two levels, the home features four bedrooms, four full baths, and one half bath, with a layout that prioritizes privacy and functionality. The first floor hosts three en-suite guest bedrooms, a dedicated office, and the main living areas, while the entire second floor is reserved for the primary suite, creating a true owner’s retreat. The main level welcomes you with an open living and dining arrangement highlighted by cathedral ceilings, tile flooring, and walls of sliding glass doors that open to the bayfront patio. This seamless indoor-outdoor connection frames tranquil water views, ideal for relaxing or entertaining. The formal dining space also enjoys bayfront exposure and flows naturally into the kitchen. The kitchen is thoughtfully positioned for daily living and gatherings, offering solid wood cabinetry, stone countertops, a center island, breakfast bar seating, pantry storage, and a full suite of stainless-steel appliances. Adjacent family and living spaces enhance the home’s livability while maintaining clear sightlines to the water. Two of the first-floor guest bedrooms include en-suite baths, while a third guest suite—a private cabana across the pool courtyard—offers flexibility for visiting family or multi-generational living. The office is also located on the first level, providing the ideal amount of separation. Upstairs, the primary suite occupies the entire second floor, offering privacy and elevated views. This retreat features a spacious bedroom, walk-in closet, and a well-appointed en-suite bath with dual sinks, soaking tub, separate shower, and private water closet. Outdoor amenities include a private pool courtyard, open dock with direct bay frontage, providing access for boating and paddle sports. A new tile roof was installed in 2023, and the property includes a two-car garage. Queens Harbour residents enjoy a maintenance-free lifestyle with 24-hour guard-gated security, community heated pool and spa. Ownership also includes deeded access to the private Bay Isles Beach Club, offering Gulf-front pavilions, grilling areas, and pristine beaches just minutes away. Perfectly positioned behind the gates of Bay Isles, this residence is close to Harbourside Golf & Marina, the Longboat Key Club, and island dining. St. Armands Circle, Lido Beach, and downtown Sarasota are all within easy reach, providing access to shopping, waterfront restaurants, cultural venues, and year-round events. A well-located bayfront opportunity offering space, privacy, and a flexible floor plan in one of Longboat Key’s most desirable communities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
548 HALYARD LN, LONGBOAT KEY, FL 34228
$3,650,00094 Days on yellowkey MLS ID: A4675348
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3628 Built: 1964Monthly Fee: $21 Tax: $30,299 (2024)Community: Country Club ShoresSingle Family
Taxes:$30,299
Elementary School: Southside Elementary
High School: Booker High
Middle School: Brookside Middle
Remarks: Price Reduction of $75,000.00. Step into modern luxury at this canal-front masterpiece on the south end of Longboat Key. Nestled in the premier Country Club Shores neighborhood, this 2024-effective-year renovation seamlessly blends classic Florida charm with cutting-edge innovation. Built with top-tier materials and state-of-the-art systems, this home offers coastal waterfront living in an unrivaled location. The southeastern exposure provides an abundance of natural light and water views. Everything has been addressed with this custom renovation, and the fully restored interior showcases thoughtful upgrades throughout, including Lutron programmable lighting, a German-designed kitchen lighting system, new plumbing and electrical, impact windows and doors, a must-see chef’s kitchen, instant hot water delivery and a whole-home water filtration system. Coral stone floors on the main level and hardwood flooring above complement the refined design, curated by the owner, a professional interior designer. This residence offers three bedrooms and three-and-a-half baths, including a full-floor principal suite featuring a sitting room, private balcony with Sarasota Bay views, and generous closet space. A sizeable living room designed for entertaining separates the en-suite guest wing from the main living areas. The kitchen includes custom cabinetry, high-end appliances and a breakfast room overlooking a private front courtyard. Additional main-floor spaces include a library or game room, powder room, laundry room, exercise room and a framed, wired area for a future elevator. Outdoors, lush tropical gardens envelop the entire property, creating a tranquil and Zen-inspired sanctuary leading to a covered lanai overlooking a resort-style pool and spa, with expansive patios ideal for entertaining. The canal-side setting includes a private dock with a boat lift and mooring capabilities for a larger vessel with no bridges to the bay and access to the Gulf in minutes. Enjoy sunrises over Sarasota Bay and amazing sunsets and water activities from your designated beach access just a short stroll away. The Country Club Shores neighborhood is known for coastal living, with low HOA fees and the location provides easy access to golfing, shopping, dining at St. Armands Circle and downtown Sarasota.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Lori Carey, Llc (941-780-3427)
635 MARBURY LN, LONGBOAT KEY, FL 34228
$1,945,00073 Days on yellowkey MLS ID: A4681616
REDUCED by $50,000 (2.5%) on 04/01/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2446 Built: 1958 Tax: $22,205 (2024)Community: Sleepy Lagoon Park 2Single Family
Taxes:$22,205
Remarks: Come savor laid-back luxury and the island lifestyle that Longboat Key is known for in this tranquil, seaside retreat. AND listed more than $100,000. under a current appraisal! This home is a decorators dream! Completely remodeled with a brand new kitchen, all new flooring, 4 bedrooms and 3 baths in an open and inviting space. The line is blurred between indoor and outdoor living with a gorgeous sparkling pool just beyond the mahogany French doors, surrounded by tropical plants and situated on a fabulous canal. For the boaters, you have a 14,000 lb. lift and no fixed bridges to the Gulf of Mexico, making your day on the water an easy experience. Nightly sunsets at the neighborhood beach is just a short walk away and something to make a regular habit of! A short distance to multiple restaurants, shopping, 12 miles of biking paths, and the incredible Joan Durante Park on the Bay only add to the remarkable quality of life living on an island can provide. When you’re ready for something more, St.Armands Circle and the cultural mecca of Downtown Sarasota is just a short drive away. This extraordinary home is a true island paradise you must come see.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Jodene Moneuse, Pa (941-302-4913)
3408 FAIR OAKS LN, LONGBOAT KEY, FL 34228
$2,645,000185 Days on yellowkey MLS ID: A4667842
REDUCED by $50,000 (1.9%) on 04/01/2026
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4510 Built: 1992 Tax: $20,206 (2024)Community: Coreys LandingSingle Family
Taxes:$20,206
Remarks: Elegant 5BR/5BA home in the gated community of Corey’s Landing within Bay Isles on Longboat Key. With over 4,500 sq ft, this spacious two-story residence offers open living areas, soaring ceilings, and refined design for both comfort and style. The light-filled great room with 22-ft ceilings opens to a gourmet kitchen with stone countertops, breakfast bar, and stainless-steel appliances. The main-level primary suite features pool access, dual vanities, soaking tub, and walk-in shower. A fifth bedroom or office, full bath, laundry room, and elevator complete the first floor. Upstairs includes three en-suite bedrooms, including a guest suite with private balcony and golf course and bay views. Outdoor living includes a screened lanai, heated pool and spa, and lush tropical landscaping. Updates include 2018 roof, new A/C (2023), tankless water heaters, and new pool/spa motors. Owners enjoy deeded beach access at the Bay Isles Beach Club plus community tennis, pool, spa, kayak launch, and 24-hour gated security. Close to the Longboat Key Club, offering world-class golf, tennis, marina facilities, dining, and a private Gulf-front beach experience, as well as the shops and restaurants of St. Armands Circle.
Listing Agent: Bruce Myer (941-376-5311)
825 TARAWITT DR, LONGBOAT KEY, FL 34228
$1,599,00050 Days on yellowkey MLS ID: A4684674
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1882 Built: 1982 Tax: $19,384 (2025)Community: Longboat KeySingle Family
Taxes:$19,384
Remarks: Welcome to Your Beach House Sanctuary on Longboat Key! Experience the ultimate coastal lifestyle in this beautifully renovated island retreat, ideally situated just four homes from Tarawitt Point on a deep-water canal. Set on an expansive 125x90 ft lot, this waterfront property offers 125 feet of seawall with dockage for a boat up to 30 feet, a jet ski lift, and additional space for all your water toys. With the Intracoastal Waterway just 50 yards from the canal’s end, you’ll enjoy direct, no-bridge access to Sarasota Bay—perfect for fishing, cruising, or sunset boating. Catch bait and be fishing in under 30 minutes! Inside, this meticulously maintained home features: 3 spacious bedrooms, 2 full baths + 1 half bath, 1-car garage, Open-concept floor plan with stunning bay views! The oversized primary suite offers a comfortable seating area, TV space, a generous walk-in closet, and a beautifully updated bath with dual vanities and a large walk-in shower. The kitchen and living area flow seamlessly onto a porch overlooking the bay—ideal for morning coffee or evening cocktails. Renovated in 2022, the home boasts a new roof, new windows and doors, granite countertops, new appliances, updated bathrooms, new flooring, fresh interior and exterior paint, and even a relaxing hot tub. Deeded beach access sits directly across Tarawitt Drive, offering effortless enjoyment of the Gulf’s turquoise waters and sugar-sand beaches. Enjoy walkable access to some of the island’s favorite dining destinations, including: Harry's Restaurant, Euphemia Haye, The Lazy Lobster, A short bike ride takes you to: The Shore Restaurant, Mar Vista Dockside Restaurant And you’re just an easy drive to Anna Maria Island, St. Armands Circle, and downtown Sarasota. This is more than a home—it’s a waterfront lifestyle defined by boating, beach days, and breathtaking bay views.
Listing is courtesy of: BRISTA REALTY LLC (941-373-0500)
Listing Agent: Ian Greenberg, Llc (941-724-4003)
6322 LAGUNA DR #1, LONGBOAT KEY, FL 34228
$2,499,900182 Days on yellowkey MLS ID: A4669170
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2886 Built: 2001 Tax: $12,100 (2024)Community: Laguna Yacht Village A CondoSingle Family
Taxes:$12,100
Remarks: Welcome to Laguna Yacht Village on beautiful Longboat Key- a gated waterfront community located across the street from the beach, with private bay access. This fully furnished turnkey home is perfectly positioned to embrace the island lifestyle, with fantastic gulf views from almost every room. The home includes a deeded deep-water dock (Slip #6- boat lift included), located in a protected lagoon just minutes from the Intracoastal Waterway and Gulf of Mexico with no fixed bridges, making it a boater’s dream. This modern Key West inspired three story single residence with an oversized 3-car garage features four bedrooms, three full baths, and over 2,886 square feet of beautifully designed living space. Perfectly positioned to embrace the island lifestyle, this home includes a deeded deep-water dock (Slip #6) located in a protected lagoon just minutes from the Intracoastal Waterway and Gulf of Mexico — with no fixed bridges, making it a boater’s dream. Step inside and experience a harmonious blend of coastal elegance and comfort. Expansive living areas feature soaring ceilings, an abundance of natural light, and sophisticated finishes throughout. The culinary-inspired kitchen, designed in timeless style, boasts custom cabinetry, quartz countertops, and an oversized central island — the ideal space for hosting and entertaining. The primary suite, complete with a study, serves as a serene retreat with dual vanities, a hydro-massage soaking tub, and a walk-in glass-enclosed shower for the ultimate spa-like experience. Multiple balconies, including an elevated screened patio off the main level, provide refreshing sea breezes and captivating water views of the Gulf. A ground-floor patio further extends the outdoor living experience. The oversized garage provides ample storage for beach gear and boating essentials. The gated community features a resort-style pool offering a true lock-and-leave lifestyle. Residents will appreciate convenient proximity to Longboat Key’s pristine beach, award-winning island restaurants, boutique shopping, and parks — all while being a short drive from the cultural heart of downtown Sarasota and St. Armands Circle.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Brandy Loebker (941-404-4737)
771 MARBURY LN, LONGBOAT KEY, FL 34228
$2,500,00038 Days on yellowkey MLS ID: A4686401
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 3016 Built: 1985 Tax: $24,092 (2025)Community: Sleepy Lagoon Park 2Single Family
Taxes:$24,092
Remarks: One or more photo(s) has been virtually staged. Boaters will love this spacious elevated home in a premier waterfront location on Longboat Key with dock, lift and by boat it is just four homes from the intercoastal, open bay waters and a short boat ride to the Gulf. Built for large gatherings, this home is beautifully designed with loads of gathering and entertaining spaces. The open plan home was thoughtfully designed with five bedrooms, four with en-suite baths. The kitchen features custom wood cabinets and granite countertops. Entertaining will be a breeze with two large gathering spaces, including a great room with dining area and adjacent bonus room that would be a wonderful media or game room. Ground level highlights include two bonus areas and a huge four-car garage. The composite dock has a 10,000-pound boat lift, water and electric. Recent updates include hurricane windows and doors (2025), metal roof (2025), pool equipment and pool heater (2025) and interior freshly painted. This location on Longboat Key can't be beat with community beach access just across the street, and a heated pool and boating in your own backyard. This is the ideal home to create wonderful island memories.
Listing Agent: Holly Switow (941-735-3186)
3530 MISTLETOE LN, LONGBOAT KEY, FL 34228
$2,695,00081 Days on yellowkey MLS ID: A4680887
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 3102 Built: 1991Monthly Fee: $1,083 Tax: $20,603 (2025)Community: Coreys LandingSingle Family
Taxes:$20,603
Remarks: Located behind the gates of Corey’s Landing in the sought-after Bay Isles community, this direct bayfront residence offers an exceptional Longboat Key lifestyle defined by boating, waterfront views, and deeded access to a private Gulf beach. With its private dock and 14,000-lb boat lift, the property provides immediate access to Sarasota Bay for boating, paddleboarding, and sunset cruising, while the Bay Isles Beach Club offers owners exclusive Gulf frontage, beach pavilions, and convenient access to Longboat Key’s pristine shoreline. Spanning 3,102 square feet across two levels, the four-bedroom residence is thoughtfully designed to capture natural light and water views while creating seamless indoor-outdoor living. The main living level is anchored by a dramatic bayfront living room with soaring cathedral ceilings, a gas fireplace, and walls of impact-rated glass sliders that open to a screened waterfront patio overlooking the bay. Adjacent to the living space, the formal dining room enjoys its own water views and flows easily into the fully renovated kitchen completed in 2022. Designed for both everyday living and entertaining, the kitchen features Bosch stainless appliances, quartzite countertops, custom cabinetry, pantry storage, and a breakfast bar for casual dining. The primary suite is conveniently located on the first floor, offering a spacious walk-in closet plus two additional closets and a private 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 with a loft-style bonus area featuring a built-in entertainment center and an oversized en-suite bedroom finished with elegant tilework. Extensive upgrades enhance comfort and long-term value, including a new tile roof (2023), two A/C systems (2022), updated dock with 14,000-lb boat lift, remodeled kitchen and baths, recessed lighting, storm windows on the bayside, a new electrical panel, exterior lighting, updated landscaping, sprinkler system, and a new screen enclosure. Corey’s Landing offers a maintenance-free waterfront lifestyle with 24-hour guard-gated security, community tennis courts, and a heated pool and spa. Ownership also includes deeded access to the private Bay Isles Beach Club, where residents enjoy Gulf-front relaxation with pavilion seating, beachside gatherings, and direct access to the white sands of Longboat Key. Ideally positioned behind the gates of Bay Isles, this residence is moments from the Longboat Key Club’s championship golf and tennis facilities, nearby marinas, and island dining. St. Armands Circle, Lido Beach, and downtown Sarasota’s renowned cultural venues, galleries, waterfront parks, and restaurants are all within easy reach—bringing together boating, beach access, and the best of Sarasota’s coastal lifestyle.
7147 LA LENAIRE DR, LONGBOAT KEY, FL 34228
$5,235,000157 Days on yellowkey MLS ID: TB8448347
Bed: 5 Bath: 5.5 Liv Area Sq Ft: 3503 Built: 1990Monthly Fee: $283 Tax: $33,963 (2023)Community: Jewfish KeySingle Family
Taxes:$33,963
Tax Year: 2023
Remarks: A rare offering on Florida’s coveted west coast, this private island sanctuary feels worlds away yet remains moments from the region’s most beloved coastal destinations. Set on the exclusive 38-acre island of Jewfish Key (accessible only by boat), this remarkable 1.35-acre estate commands its own secluded shoreline and uninterrupted views of crystal clear waters. Inspired by Polynesian architecture and designed to dissolve the boundaries between indoors and out, this estate home unfolds through airy pavilions connected by elevated walkways. Towering palms and lush tropical landscaping envelop the home, while its 18-foot elevation ensures both peace of mind and panoramic, horizon-level vistas. Inside, the freshly reimagined kitchen serves as the gathering heart of the home, with sleek quartz countertops, modern cabinetry, and a spacious oversized island that effortlessly bridges culinary function and relaxed entertaining. Expansive sliding glass doors draw natural light into the living space and frame sweeping views of the sandbar and bay, perfect for sunset watching. The main residence includes four bedrooms and four-and-a-half baths, plus a separate guest suite offering an additional bedroom, kitchen, and full bath, ideal for hosting with comfort and privacy. The primary suite is where the pace of the island truly settles in. Wake up to wide-open bay views, linger with coffee in the sitting area, or enjoy a glass of wine as the sun sinks toward the horizon. The ensuite feels fresh and spa-like, with a soaking tub, walk-in shower, and water views. A series of screened porches and wraparound decks encourage slow living, morning yoga on the deck, afternoon reading in the shade, sunset grilling and cocktails overlooking the Gulf. Outdoors, a newly installed pool and spa with a sun shelf and expansive sundeck overlook the storied Jewfish Key Sandbar. A private dock with jet ski lift offers instant access to calm waters perfect for fishing, snorkeling, paddle boarding, or exploring neighboring Longboat Key and Anna Maria Island, both just minutes away by boat and beloved for dining, boutique shopping, and laid-back coastal culture. Equal parts island hideaway and refined coastal home, this one-of-a-kind property offers the rare combination of true privacy, effortless access, and natural beauty, set against a backdrop of turquoise water, powder soft sand, and endless sky. Here, relaxation, adventure, and natural beauty converge in a setting that feels almost like an escape, yet unmistakably home.
Listing is courtesy of: SIGHT REAL ESTATE, LLC (877-361-0878)
Listing Agent: Chase Moore (727-325-7272)
601 NORTON ST, LONGBOAT KEY, FL 34228
$1,649,00067 Days on yellowkey MLS ID: A4682110
4 Days Off yellowkey (back on 3/26/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2956 Built: 1986Community: Sleepy Lagoon Park 2Single Family
Taxes:
Tax Year:
Remarks: Under contract-accepting backup offers. PRICE REDUCTION! Coastal elegance meets relaxed island living in this beautifully renovated and fully furnished Key West–style waterfront retreat on Longboat Key. Offering boating, beach, and three bedrooms and three full baths, this thoughtfully designed home also features a private guest/in-law suite complete with its own full bath and kitchenette—ideal for extended stays or visiting family and friends. Step outside to your own tropical oasis, where a heated in-ground pool and expansive paver lanai create the perfect setting for alfresco entertaining. The well-protected canal frontage includes a private dock with boat lift, water, and electric, providing effortless access to Sarasota Bay, the Intracoastal Waterway, and the Gulf. Boating enthusiasts will appreciate the direct, easy navigation, while beach lovers will enjoy the nearby neighborhood beach access just a short stroll away. Inside, the open great room floor plan showcases plank wood flooring, a cozy fireplace, and an expansive Florida room overlooking the water. The well-appointed kitchen features gas cooking and generous workspace—perfect for the home chef. The spacious main-level primary suite offers a walk-in closet and private en-suite bath, while a separate guest bedroom and adjacent full bath provide comfort and privacy. On the ground level, the fully appointed in-law / guest suite opens directly to the pool and lanai area and includes a full bath and new kitchenette. A versatile bonus space offers endless possibilities—game room, fitness studio, hobby space, or additional lounge area. Recent improvements include a new roof, Florida room addition with impact windows, Hardie board siding, in-law / guest suite kitchenette cabinets and appliances, and more. Lush tropical landscaping, raised planting beds, a kayak launch, paver drive and walkways, privacy fencing, and a welcoming front porch complete the exterior appeal. Located in the friendly Norton Street neighborhood, residents enjoy a voluntary social homeowners association with regular gatherings—one of the many reasons this is considered one of the island’s most desirable year-round communities. Waterfront luxury. Easy boating. Close to the beach. 601 Norton is your opportunity to embrace the very best of island living.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-383-2500)
Listing Agent: Michael Seamon (941-586-1802)
3481 BAYOU SOUND, LONGBOAT KEY, FL 34228
$2,450,00031 Days on yellowkey MLS ID: A4687106
Bed: 5 Bath: 3.5 Liv Area Sq Ft: 3391 Built: 1986Community: Bay IslesSingle Family
Remarks: More pictures coming soon. Step into a private coastal sanctuary at 3481 Bayou Sound, located within one of Longboat Key’s most exclusive gated communities. Accessed through two secured gates and a guarded entrance, this residence offers a level of privacy and security rarely found. Ideally situated just moments from Publix, and within walking distance to the marina, golf course, and premier waterfront dining, the home delivers both convenience and an elevated island lifestyle. Ownership includes access to the Bay Isles Beach Club, offering private beach access on the Gulf of America, along with barbecue areas, tables, and shaded spaces, perfect for effortless, all-day beach enjoyment. Inside, soaring cathedral ceilings create a dramatic, light-filled living space. The home has been thoughtfully upgraded with new flooring throughout, a fully renovated kitchen, and new hurricane impact windows and doors. The remaining front entry and garage doors will be replaced prior to closing, completing a full storm-ready envelope. Outdoors, enjoy true waterfront living with a brand new dock and lift, providing direct access to boating right from your backyard. A rare offering combining privacy, security, and effortless luxury in the heart of Longboat Key.
Listing is courtesy of: LUXIO REAL ESTATE LLC (941-266-0300)
Listing Agent: Hugo Gagliardi (941-266-0300)
681 OLD COMPASS RD, LONGBOAT KEY, FL 34228
$4,995,00095 Days on yellowkey MLS ID: A4678515
3 Days Off yellowkey (back on 3/23/2026)
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2520 Built: 2022Community: Emerald HarborSingle Family
Remarks: Welcome to a crisp & clean Florida ranch. Located in popular Emerald Harbor which is a bayside enclave of just 82 homes. Homes are located on broad lagoon-style canals that provide direct boating access to Sarasota Bay. 20 ft. private Beach access is a real bonus for sunworshippers. This 3 bedroom 3.5 bath custom home blends Dutch Cape and West Indies architectural style. It is a split design with the primary bedroom and office at one end of a large great room and two guest ensuites on the other end. The resulting clean lined design is resplendent with light. The open kitchen is without walls to design the space. Towering over the KitchenAid gas range is a custom-built plaster range hood. The primary bedroom features a vaulted pyramid cypress ceiling which enhances the beauty of the home. The primary bath features porcelain Calacatta tiles which adds to the floors of this light filled bathroom A terraced backyard takes outdoor living to a new level. There is an outdoor kitchen, fireplace, fire pit and a raised jacuzzi taking advantage of the water views. It's a real plus. The outdoor kitchen with grill has a dining area and a seating area with wood burning fireplace. The outdoor terrace runs the length of the terrace above mimicking the interior layout. The home is nicely landscaped with mature palm trees and lush tropical vegetation. New seawall (2024) with boat lift which is engineered to lift and store your vessel high above any rough waters--This Jewel is a must see!
Listing Agent: Michael Nink, Pa (941-914-2805)
610 YARDARM LN, LONGBOAT KEY, FL 34228
$3,999,999146 Days on yellowkey MLS ID: A4673592
0 Days Off yellowkey (back on 3/16/2026)
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 4138 Built: 2003Community: Country Club Shores Sec 02Single Family
Remarks: Experience elevated coastal living in this updated, elegantly styled waterfront residence in the coveted community of Country Club Shores on South Longboat Key. This beautifully maintained home has no history of flood or storm-water damage and offers peace of mind with a brand-new roof, all-new seawall, new dock, two boat lifts, updated mechanicals, and a private elevator—creating a true turn-key waterfront opportunity. Inside, soaring vaulted ceilings and walls of glass frame sweeping bay views throughout the bright, open living spaces. The thoughtfully designed floorplan includes both formal and casual areas, featuring a living room, dining room, spacious family room, and an eat-in gourmet kitchen with high-end appliances—ideal for effortless entertaining. In addition to the main primary suite, there is the flexibility of having a first-floor primary as well, allowing you to tailor the layout to your lifestyle or guest needs. The primary suite offers panoramic water views, a spa-style bath, and a generous terrace perfect for capturing vibrant sunrises over the bay. Three additional guest suites ensure comfort and privacy for family and visitors. Outdoor living features a gas-heated pool and spa (LED lighting, smartphone-controlled), multiple lounging and sunning decks, and spaces designed for al fresco dining or simply relaxing with the bay as your backdrop. Fresh landscaping enhances the home’s elevated setting and timeless curb appeal. Perfectly positioned, this residence offers quick boating access, Gulf deeded beach access, and is just moments from—and walkable to—the Longboat Key Club for golf, dining, and tennis. Enjoy an easy drive to St. Armands Circle, downtown Sarasota’s vibrant arts and dining scene, and the convenience of Sarasota International Airport just minutes away. A rare opportunity to own a refined, updated, and fully equipped waterfront retreat in one of Longboat Key’s most chosen neighborhoods—luxury living, elevated.
Listing Agent: Nicholle Mckiernan (941-928-2922)
615 BUTTONWOOD DR, LONGBOAT KEY, FL 34228
$1,250,000144 Days on yellowkey MLS ID: A4673335
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2080 Built: 1967Community: Longboat Shores RevSingle Family
Remarks: It's all about location. Just a short drive from Sarasota, Longboat Key offers unrivaled natural beauty in a coastal retreat. This home/land lot is a 1/3-acre with 100 feet of canal frontage on the desired south side of Longboat Key, and so close to the beach is about as good as it gets. The improvement can be inspected for remediation, and the generous lot features a healthy and substantial seawall on a private and quiet street, offering a golden opportunity for a luxury new build. Seller will offer house plans from a reputable LBK coastal builder, Brista Homes (plan buyer expense). The Buttonwood Community has been touted by the Longboat Observer as the neighborliest neighborhood on Longboat Key and is unique for having its safe harbor, boat ramp and boat slips up to 28 feet for its residents. Florida remains the envy of the country, with many of our markets winning awards for being among the best places to live or retire. It's all about connectivity. Sarasota SRQ Airport’s soaring success added 20 flights, 20% passenger growth, a new runway and terminal in 2024, ranks No. 1 for the fastest-growing airport in the U.S., and ranks No. 1 best resort airport in the entire country, where passengers can get off a plane and feel like their vacation has begun. It's all about investment. Beyond the numbers is the intangible and powerful increase in consumer confidence, which has always proven to enormously influence the housing market, especially luxury and second-home purchases. Longboat Key is the only barrier island on the West Coast of Florida to have relocated all overhead utilities underground for improved reliability and aesthetics, and LBK landed on the Forbes Travel Guide’s list of Top 12 Destinations for 2025. Gov. Ron Desantis announced February 20, 2026, another record-breaking year for tourism in Florida welcomed 143.3 million visitors throughout 2025. An estimated 33.5 million visitors as the highest fourth quarter for visitation on record. According to the release, Florida is the #1 domestic travel destination in the U.S. and a standout choice for international visitors.
Listing Agent: Walter Hackett (941-685-3994)
65 LIGHTHOUSE POINT DR, LONGBOAT KEY, FL 34228
$7,445,000130 Days on yellowkey MLS ID: A4674851
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 4921 Built: 2001Community: Lighthouse PointSingle Family
Remarks: Longboat Key Waterfront Estate Lifestyle Unrivaled in privacy, craftsmanship, and waterfront lifestyle, this gated Lighthouse Point residence lives like a grand coastal estate, with 4 Bedrooms, 4-1/2 Baths, and nearly 5,000 square feet of refined interiors opening to sweeping terraces on two levels and serene views over a secluded, bridgeless-access lagoon leading directly to the Gulf of Mexico. Extensively renovated in 2021, the two-story Mediterranean-inspired home blends timeless architecture with a sophisticated contemporary aesthetic, framed by manicured tropical grounds on over one-third of an acre in one of Longboat Key’s most exclusive enclaves. Dramatic Arrival & Entertaining Spaces A soaring central foyer with coffered tongue-and-groove ceiling, arched French casement doors, and an elegant wraparound catwalk establishes a dramatic sense of arrival while capturing water, sky, and lush landscaping in every direction. The main living area is designed for effortless entertaining, with a sleek wood-and-stone feature wall, modern fireplace, and sculptural Tom Dixon lighting flowing through expansive glass sliders to the waterfront terrace and saltwater pool and spa. Gourmet Kitchen & Waterfront Lounge The fully reimagined Cucina Ricci kitchen serves as a chef’s workspace and social hub, with minimalist custom cabinetry, a generous island with seating, and an ultra-premium Miele VitroLine suite including double ovens, induction cooktop, and integrated coffee station. Just beyond, a waterfront lounge or media den opens directly to the covered loggia, creating a seamless indoor-outdoor living experience enhanced by an integrated Yamaha sound system for both interior and exterior zones. Owner’s Retreat & Guest Level Perfectly positioned for privacy, the main-level owner’s retreat is a secluded sanctuary with its own hallway entrance, multiple terrace access points, tray ceiling, recessed lighting, and windows on three sides framing tranquil water views. The suite is completed by dual renovated walk-in closets and a spa-inspired bath with oversized vanities, private water closet, and expansive walk-in shower with rain head, while upstairs three en suite guest suites and a mezzanine den provide luxurious accommodations and flexible space. Resort-Caliber Grounds & Boating Outside, meticulously lit landscaping, a travertine-framed saltwater pool and spa, and a private dock with 14,000 lb lift, new motors, and enhanced WiFi create a turnkey boating haven with immediate access to Sarasota Bay and the Gulf. Practical amenities include whole-house Kohler generator, hurricane protection, impact glass, large utility room with dual Sub-Zero wine refrigerators, and an oversized three-car garage with EV charger wiring. Premier Longboat Key Location Set behind the gates of Lighthouse Point, residents enjoy private tennis, a serene low-density streetscape, and a short walk to the beach. The address is just minutes from the Longboat Key Club’s golf and tennis, the boutiques and restaurants of St. Armands Circle, and the cultural attractions of downtown Sarasota. Call to Experience This Estate Schedule your private showing of this Lighthouse Point waterfront estate today to experience the scale, privacy, and curated luxury that define one of Longboat Key’s most coveted addresses. For additional details and a private tour, contact the listing agent to arrange an exclusive, by-appointment-only viewing.
Listing Agent: Steve Walter (941-809-0907)
614 NORTON ST, LONGBOAT KEY, FL 34228
$3,200,00085 Days on yellowkey MLS ID: TB8470030
Bed: 6 Bath: 5.5 Liv Area Sq Ft: 4676 Built: 1994Community: Sleepy Lagoon Park 2Single Family
Remarks: 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.
Listing is courtesy of: COMPASS FLORIDA LLC (727-339-7902)
Listing Agent: Tracey Johnson (813-767-2067)
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