Location: Longboat Key , 34228
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701 SAINT JUDES DR S #3, LONGBOAT KEY, FL 34228
$259,000111 Days on yellowkey MLS ID: O6370226
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 630 Built: 1966 Tax: $3,873 (2024)Community: Saint Judes AptsCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,873
Elementary School: Anna Maria Elementary
High School: Bayshore High
Tax Year: 2024
Middle School: Martha B. King Middle
Remarks: DIRECT WATERFRONT OPPORTUNITY IN LONGBOAT KEY! Here's your rare chance to own a waterfront property with direct access to the Intercoastal Waterway! Perfectly located for vacation rentals, this canal-front 1-bedroom, 1-bathroom end unit offers incredible potential for income, especially with high demand bookings from January to April. This property boasts 21 feet of water frontage and a newly installed seawall (June 2021). Enjoy the Florida lifestyle with easy access to boating, kayaking, and fishing. Additional outdoor amenities include a paver patio. Just steps away from a private beach access, kayak launch, and deeded beach entry. The property also has direct access to the scenic Joan M. Durante Park, with 32 acres of walking trails, gardens, recreational areas, and breathtaking Sarasota Bay views. Take a short walk to top-rated restaurants, shops, a deli, bike and kayak rentals, and more. Plus, you're just a short drive to St. Armands Circle and Anna Maria Island! This is the most economical waterfront property you'll find in all of Longboat Key!
Listing is courtesy of: NIZZ REALTY INC (954-526-5105)
Listing Agent: Filitsa Sterner Mistretta (941-928-3666)
2450 HARBOURSIDE DR #234, LONGBOAT KEY, FL 34228
$2,000,00067 Days on yellowkey MLS ID: A4682324
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 3383 Built: 1990Monthly Fee: $153 Tax: $11,852 (2025)Community: Marina BayCondo
Taxes:$11,852
Elementary School: Southside Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Welcome to Marina Bay, one of the most coveted condominium residences within the guard-gated Bay Isles community on Longboat Key. This expansive three-bedroom, three-bath residence offers 3,383 square feet of light-filled living space and exceptional privacy, sharing the floor with only one other residence. Enjoy sweeping panoramic views of Sarasota Bay and downtown Sarasota from the oversized screened balcony—an ideal setting for morning coffee, evening relaxation, and watching the abundant birdlife and marine activity. A second west-facing balcony captures spectacular Gulf sunsets, offering the best of both sunrise and sunset living. Marina Bay delivers a true resort-style lifestyle, featuring a large heated pool, tennis courts, pickleball courts, and a fitness center. Take leisurely strolls along the neighboring marina or around the picturesque Longboat Key Club Harbourside Golf Course. Ideally located, this residence is just a half-mile walk to Publix, CVS, and local shops, and only one mile from the new St. Regis Longboat Key Resort. Membership to the Longboat Key Club is available separately, providing access to world-class golf, dining, tennis, pickleball, and beach amenities. Whether as a full-time residence or an exceptional vacation retreat, this is a rare opportunity to enjoy luxury, convenience, and resort living on Longboat Key—truly, the best of island life.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Beverly St Hilaire (818-416-2505)
771 MARBURY LN, LONGBOAT KEY, FL 34228
$2,500,00035 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 is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Holly Switow (941-735-3186)
3530 MISTLETOE LN, LONGBOAT KEY, FL 34228
$2,695,00078 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
Elementary School: None
High School: None
Middle School: None
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.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
2110 HARBOURSIDE DR #526, LONGBOAT KEY, FL 34228
$700,000180 Days on yellowkey MLS ID: A4669215
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2031 Built: 1988 Tax: $9,842 (2024)Community: Fairway Bay 3Condo
Taxes:$9,842
Remarks: Carefree living awaits you with beautiful panoramic views of Sarasota Bay in this beautiful condominium at The Atrium on Longboat Key inside Bay Isles. Enjoy all that Florida living has to offer! The large kitchen is open to the dining/living rooms that overlook the gorgeous Bay. You can enjoy beautiful sunrises or evening gatherings from inside your unit or on your spacious private balcony. There are 2 bedrooms plus a den that's being used as a bedroom (closet can easily be added). Set "behind the gates" of Bay Isles, the Atrium offers residents a laidback, amenity-rich way of life featuring 24 hour gated security, under building-parking, a spacious storage room, walking pathways, kayak launch, heated community pool, fitness center/exercise room, tennis/pickleball courts, recently updated clubhouse, community BBQs, even added new 2EV charging stations. An extra bonus with this condo is you will receive a highly sought after beach access membership to the Bay Isles Beach Club which is across the street. To get to the beach there is even an underground tunnel for easy access so no waiting to cross the road. Newer AC (2018). This beach club provides a stress-free beach life with easy parking, storage lockers for beach chairs, ice machine, refrigerator as well as recently updated spa-like bathrooms making it convenient for residents to sit back, relax and enjoy beach life. Longboat Key Golf & Tennis Country Club memberships and deep water slips are available. Only a short distance to Publix with easy quick access that's walkable from the back road of Bay Isles. The Atrium with only 40 units has a charming quaint peaceful feel throughout. Furniture in unit does stay.
Listing is courtesy of: RE/MAX PALM (941-929-9090)
Listing Agent: Jessica Bow (941-356-2585)
7147 LA LENAIRE DR, LONGBOAT KEY, FL 34228
$5,235,000154 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
Middle School: W.D. Sugg Middle
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)
5055 GULF OF MEXICO DR #435, LONGBOAT KEY, FL 34228
$600,000151 Days on yellowkey MLS ID: A4671314
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1484 Built: 1973 Tax: $7,986 (2024)Community: Club Longboat Beach & TennisCondo
Taxes:$7,986
Remarks: Peek-a-boo Gulf views from back deck in this open concept 2-Bedroom, 2-Bathroom Condo at Club Longboat Beach & Tennis Resort. This Longboat Key Retreat offers an expansive 1,484 SqFt of thoughtfully designed living space and combines comfort, convenience. There are 2 balconies one off the living room and the second off the master bedroom. Watch a game of tennis and enjoy the salt air as you unwind with your favorite drink. This is a well maintained residence and some upgrades include: (new HVAC 2025, hot water heater, stainless fridge), this home offers a welcoming, move-in ready atmosphere and provides a sanctuary where you can enjoy both peaceful living and the energy of Longboat Key's vibrant community. Longboat Key is renowned for its pristine beaches, relaxed atmosphere, and upscale lifestyle. With easy access to fine dining, shopping, cultural attractions, and outdoor recreation, it’s the ideal location for those seeking a laid-back coastal lifestyle, while still being close to the excitement of Sarasota. Whether you’re taking a morning stroll on the beach or enjoying the world-class amenities nearby, Longboat Key offers a unique blend of tranquility and activity. Club Longboat Beach & Tennis is more than just a place to live – it’s a destination where every day feels like a vacation. The resort has an expansive calendar full of activities outdoors and the clubhouse has gatherings and various events. Enjoy direct access to the beautiful white sands of Longboat Key Beach, perfect for sunbathing, swimming, and watersports. The community offers resort-style amenities, including meticulously maintained tennis courts, a fitness center, a heated pool (one of which is private for adults only), and 24-hour security. Whether you’re looking to relax poolside or stay active with tennis or fitness, there’s something for everyone. Don’t miss out on the opportunity to own your slice of paradise.
Listing is courtesy of: COASTAL KEY REALTY LLC (941-993-9380)
Listing Agent: Amy Jones (941-993-9380)
6800 GULF OF MEXICO DRIVE #184, LONGBOAT KEY, FL 34228
$475,00026 Days on yellowkey MLS ID: A4687722
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1287 Built: 1970 Tax: $6,630 (2025)Community: Whitney BeachCondo
Taxes:$6,630
Remarks: Beautifully renovated in 2023, with dazzling views of the Gulf of Mexico and the private beach across the way, this 2nd floor island retreat is located in a charming Gulf-to-Bay community, nestled between the azure blue water of the Gulf of Mexico and serene Bishops Bayou, where Manatees & Dolphins play. This lovely 2nd level end-unit features an open floor plan, enhanced by a gorgeous designer kitchen with quartz countertop & backsplash and bronze hardware, which overlooks the dining-living room combo, all offering Gulf views. The Florida room overlooks one of the two sparkling swimming pools, which are at your disposal. Hurricane resistant sliding doors and windows offer peace of mind, and the roof has recently been replaced. Luxury vinyl flooring extends all the way through the living space, including the primary suite, which is tucked away for optimal privacy. The screened front patio is the perfect spot to relax and enjoy the turquoise water views, and there is a 9' x 5' storage room for all your toys. Just bring your flip flops & beach wear and start enjoying the laid-back island lifestyle. Two heated pool, tennis & pickleball courts, 23 boat slips, a vintage boathouse/clubhouse, grilling stations, kayak launch, shuffleboard, private deeded beach directly across the road with gazebos and beach lounges plus those amazing sunsets. Two large pets are welcome and the condo can be rented 6 times per year with one month minimum. After a fun-filled day kayaking, beach strolling, fishing or boating, first-class restaurants and casual eateries are located within a short walk, bike or boat ride. Coffee, smoothie & donut shops, liquor store, 24-hour gym, Pilates studio & beauty salon, boutiques and more are just a block away. Don't miss this wonderful opportunity to make your dreams of living on Longboat Key come true!
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Tina Rudek Stark, Pa (941-920-0303)
1241 GULF OF MEXICO DR #803, LONGBOAT KEY, FL 34228
$3,350,000194 Days on yellowkey MLS ID: A4667938
Bed: 3 Bath: 4.0 Liv Area Sq Ft: 3045 Built: 1996 Tax: $31,926 (2025)Community: Water Club 01 At Longboat KeyCondo
Taxes:$31,926
Remarks: The epitome of beachfront luxury awaits in this meticulously renovated 8th-floor residence at the prestigious Water Club on Longboat Key. This stunning 3-bedroom plus oversized study, 4-bath home is a rare offering in one of the Gulf Coast’s premier direct beachfront communities. From the moment you step off the private elevator into the foyer, you’re greeted by serene neutral tones, 10-foot ceilings, and wide-plank engineered hardwood floors that set the tone for elegant coastal living. Walls of glass frame spectacular, unobstructed views of the Gulf of Mexico, filling the expansive living spaces with natural light and breathtaking scenery. The open-concept floor plan seamlessly blends comfort and sophistication, enhanced by recessed lighting and a calming contemporary palette. The spacious living room flows onto a generous beachfront terrace—perfect for soaking in mesmerizing views and the soothing sounds of the surf. The designer kitchen is a showcase of modern design, featuring white glass subway tile backsplash, solid wood cabinetry, an induction cooktop with pot filler, Sub-Zero refrigerator, and premium stainless-steel appliances. A large center island and adjacent breakfast area provide the perfect setting for casual meals with sweeping water views. Each guest suite is a luxurious haven, including one with double queen beds and an en suite bath with soaking tub and separate shower. The third bedroom is currently configured as an office, yet spacious enough to accommodate a queen-size bed, and offers beautiful views of downtown Sarasota. The primary suite is a private retreat, featuring its own beachfront terrace, a separate sitting area, custom-fitted dual closets, and a spacious study with built-in office space. The spa-inspired primary bath is the essence of indulgence with white marble floors and walls, a freestanding soaking tub, and a glass-enclosed walk-in shower. Additional highlights include two under-building covered garage parking spaces, a private storage closet, and access to all the amenities of the Water Club—24-hour security, full concierge service, a resort-style pool and spa, Har-Tru tennis courts, fitness center, clubhouse with catering kitchen, and over 16 acres of pristine beachfront grounds. This is beachfront living redefined! Located just a short distance to St. Armands and downtown Sarasota's shopping, dining & cultural events.
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
6381 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228
$5,995,00089 Days on yellowkey MLS ID: A4678978
Bed: 4 Bath: 5.0 Liv Area Sq Ft: 4224 Built: 2021 Tax: $94,565 (2025)Community: Sleepy LagoonSingle Family
Taxes:$94,565
Remarks: One or more photo(s) has been virtually staged. Welcome to a once-in-a-lifetime opportunity to own a sleek, modern coastal estate on one of Longboat Key’s most coveted stretches of sand. Perfectly situated on a rare double lot on the beach side of Gulf of Mexico Drive, this architectural gem incorporates uninterrupted, panoramic views of the Gulf. This completely turnkey furnished 4,420 square foot home has 4 bedrooms, 5 bathrooms and includes many upgrades showcasing incredible style. With nothing ever to be built in front, those golden sunsets and turquoise seas can be yours to savor forever. Built in 2021 with no expense spared, this home is a fortress of strength. Designed for durability by a structural architect, this home is constructed entirely of concrete utilizing sheer walls and concrete block combined with over-engineered pilings for peace of mind. Reglet trim has been achieved by utilizing metal steel framing , providing longevity and function. Inside, dramatic Euro-wall sliders blur the boundaries between indoors and outdoors, leading to a wraparound terrace that offers sweeping 260-degree views. A stunning elevated infinity-edge pool and spa, an outdoor shower and a fire table provide endless enjoyment. Level 5 drywall, oversized porcelain tile floors, and high design finishes elevate every corner. The main living level features a dazzling chef’s kitchen with European lacquer cabinetry, quartzite counters, and top-of the-line appliances: a 48” Sub-Zero fridge, 48” gas range, two ice makers, wine fridge, microwave drawer, natural gas service and more. Lutron LED lighting enhances the crisp, contemporary ambiance. The outdoor living is equally luxurious utilizing matching porcelain tile and a walnut-lined covered terrace to flow seamlessly from the interior. The top floor is a true penthouse master suite, leading to a self-contained oasis. The spa-like bathroom includes a soaking tub, a huge walk in shower and Gulf views from every room. An additional 1,150 square foot upper patio deck is framed by huge sliders allowing true indoor/outdoor living. In addition there is a second laundry room and kitchenette creating an amazing sanctuary. Whether used as a private refuge or separate guest quarters, this space can be closed off from the rest of the home, allowing the second floor, which includes 3 bedrooms and 3.5 baths, to be independently rented while preserving your own private haven. Three garages accommodate up to 9 vehicles, a gym and recreational toys. Leading outside is a large open area providing room to add a pickleball court or putting green. Beyond is over an acre of public land owned by the town of Longboat Key insuring your forever Gulf views. Additional perks include an elevator, two-zone A/C, dual laundry setups, gas tankless water heater, and electronic shades throughout. Currently operating as The Sea Grape Inn, this home offers income potential without sacrificing privacy, making it a rare hybrid of luxury retreat and smart investment. Step from your door to the sugar-white sands of Longboat Key and experience the pinnacle of Gulf-front living.
2525 GULF OF MEXICO DR #6B, LONGBOAT KEY, FL 34228
$1,425,000138 Days on yellowkey MLS ID: A4673235
1 Days Off yellowkey (back on 3/27/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1491 Built: 1972 Tax: $15,702 (2024)Community: Islands WestCondo
Taxes:$15,702
Remarks: Under contract-accepting backup offers. Ultra-luxury, fully remodeled Gulf-front residence on Longboat Key. This sixth-floor, move-in ready condo at Islands West comes furnished and showcases imported Italian cabinetry, level 5 drywall, carrara marble flooring, aqua quartz countertops and steam shower. All-new hurricane-impact windows and doors, including floor-to-ceiling glass in both bedrooms, frame sweeping water views and a desirable southern exposure. It also includes brand new 2.5 ton AC with extended warranty, Bosch French door refrigerator and Bosch cooktop. The 1,491-square-foot layout features two bedrooms with ensuite baths, a spacious great room, open kitchen/dining area, and a convenient storage closet. The split-bedroom design enhances privacy, and the guest suite includes a walk-in closet with Bosch stackable washer and dryer. A generous 21' x 10' balcony extends the living area outdoors for year-round enjoyment. Islands West is a 15-story, resort-style community set directly on the sands of the Gulf of Mexico, offering secure key fob entry, social room with library, two fitness rooms, catering kitchen, heated beachfront pool and spa, dry sauna, outdoor patio and grills, tennis courts with pickleball lines, and storage for bikes, kayaks, and paddleboards. Two pets are allowed. Across the street, Bay Isles Shoppes has Publix, CVS, dining, banking and daily conveniences, with Longboat Key Tennis Center, Bayfront Park, multiple marinas, St. Armands Circle and downtown Sarasota all just a short drive away.
Listing Agent: Nancy Endara (941-323-1700)
5005 GULF OF MEXICO DR #4, LONGBOAT KEY, FL 34228
$7,800,000124 Days on yellowkey MLS ID: A4673495
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 4630 Built: 2018Monthly Fee: $572 Tax: $30,971 (2024)Community: Bonaire At Longboat KeySingle Family
Taxes:$30,971
Remarks: Designed by award-winning architect, John Cooney, and built by Sarasota’s premier coastal homebuilder, Perrone Construction, this mid-Key classic is simply among Longboat Key’s finest homes. Steps from the beach and with expansive Gulf and Bay views, this masterpiece offers more than 4300 square feet of refined interiors on the main living floors together with multiple large lanais and balconies. A beautiful foyer, large family room, and home gym are featured on the ground floor, along with an oversized three-car garage and storage room. The quality of the home’s design and construction are matched by the charm of the interior finishes and amenities. The living areas incorporate beautiful ceiling elevations, along with custom wide-plank hardwood, Italian porcelain tile, and custom plantation shutters and drapes. The Great Room flows into the chef’s kitchen which features custom cabinetry, quartz countertops, Wolf and SubZero appliances, and a temperature-controlled 275 bottle wine room. Designed for easy entertaining, the Great Room opens onto a large lanai with its gas fireplace and grill, and gorgeous Gulf and sunset views. Adjoining the kitchen is a perfect dining room with its own balcony and Gulf views, as well as a large family office/bonus room with custom cabinetry and bookshelves. The Lutron system controls both the lighting and the custom drapes and shades. The home’s elegant chandeliers and sconces bathe its interior with gracious warmth. The beautiful master suite on the main floor includes a bedroom cathedral ceiling and access to the outdoor lanai. The master bath features custom cabinetry, porcelain tile, a large steam shower, and is plumbed for a master bathtub. Three spacious guest suites, a gathering lounge, and balconies with Gulf views are found on the second living floor. A private elevator connects all levels. Both the home and exterior grounds are designed for year-round, low-maintenance living. An extensive landscape refresh in 2023 included new turf and lighting, an outdoor shower, and a great fire pit area for entertaining. Lush landscaping and a tranquil pool setting provide both screening and privacy. The home features remote controlled screening and storm shutters, extensive use of Azek composite, and other low-maintenance materials, along with a gas generator, whole-house water filtration system, central vacuum, and much more. With miles of pristine beach and bay to explore and with the abundant cultural, dining, and shopping amenities of Sarasota, St. Armand’s Circle, and Anna Maria Island nearby, this timeless home delivers the very best of Longboat Key living.
Listing is courtesy of: DEVELOPERS REALTY LBK, INC (941-799-9096)
Listing Agent: Reid Murphy (941-232-3304)
531 SUTTON PL, LONGBOAT KEY, FL 34228
$529,00074 Days on yellowkey MLS ID: A4681208
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1248 Built: 1972 Tax: $1,900 (2025)Community: Sutton PlaceCondo
Taxes:$1,900
Remarks: Your easy island escape awaits in the beach-to-bay community of Sutton Place on Longboat Key. Spend your days at the deeded Gulf beach, lounging by one of two heated pools, kayaking on the bay, or heading out on the water—all within the community. This two-bedroom townhome is ideal for seasonal or year round living, offering impact windows and doors, steel roof trusses, and a private oversized garage for bikes, beach chairs, and island gear. The renovated kitchen features quartz countertops and Bosch appliances, and both bedrooms include walk-in closets and fully tiled baths. Unwind on two enclosed balconies overlooking a tranquil pond, then lock up and travel with confidence. Centrally located mid-island, Sutton Place offers the perfect blend of resort-style amenities in a beautiful setting.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Sherri Mills (941-350-7112)
2410 HARBOURSIDE DR #142, LONGBOAT KEY, FL 34228
$2,695,00043 Days on yellowkey MLS ID: A4685398
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 3382 Built: 1993Community: Marina BayCondo
Taxes:
Tax Year:
Remarks: Positioned on the fourth floor of Marina Bay Building I, this fully renovated bayfront residence offers sweeping views across Sarasota Bay and the Harbourside Golf Course from one of Longboat Key’s most exclusive gated communities. Encompassing more than 3,300 square feet of interior living space, this three-bedroom, three-and-a-half-bath residence blends the scale and privacy of a single-family home with the convenience of condominium living. From the moment you enter, walls of floor-to-ceiling glass sliders and oversized windows frame panoramic water and golf course vistas while filling the home with natural light. The open great-room layout creates a comfortable flow between the living, dining, and entertaining spaces, enhanced by engineered hardwood flooring, crown molding, custom built-ins, tray ceilings, and thoughtfully designed lighting. The chef’s kitchen was completely redesigned in 2024, showcasing custom shaker-style cabinetry, quartzite countertops, and an extended island finished in complementary natural wood. High-end appliances include a Viking induction range, Miele built-in coffee station, wine refrigerator, and reverse-osmosis filtration system. A tile backsplash, pantry storage, and built-in planning desk complete this functional and beautifully designed culinary space. The kitchen connects seamlessly to the casual dining area and adjacent media room, creating an ideal setting for everyday living and entertaining. Additional improvements include two new HVAC systems installed in 2025 and remote-controlled storm shutters on all waterfront openings installed in 2024, offering comfort, efficiency, and peace of mind. The primary suite serves as a private waterfront retreat with direct terrace access and serene bay views. Renovated in 2024, this spacious suite features dual walk-in closets with built-in storage systems, and an updated en-suite bath offering dual vanities, soaking tub, and glass-enclosed shower. Two additional guest suites are positioned on the west side of the residence in a split layout, each with walk-in closets, en-suite baths, and access to a shared terrace for visiting family and guests. Secure under-building parking and elevator access add everyday convenience. Marina Bay is an intimate waterfront community of only 60 residences, located behind the gates of Bay Isles. Residents enjoy 24-hour guard-gated security, on-site management, a fitness center, tennis courts, grilling area, and a heated bayfront swimming pool and spa with a scenic sundeck. Ownership also includes deeded access to the private Bay Isles Beach Club, where residents enjoy Gulf-front pavilions, gated parking, and direct access to the white-sand beaches of Longboat Key. Ideally located on the south end of the island, Marina Bay is just minutes from Harbourside Golf Course, the Longboat Key Club marina, and waterfront dining. St. Armands Circle offers boutique shopping and restaurants nearby, while downtown Sarasota’s theaters, galleries, and cultural venues are only a short drive away. From boating and golf to sunset walks along the Gulf, this residence places the best of Longboat Key and Sarasota living within easy reach.
2425 GULF OF MEXICO DR #1E, LONGBOAT KEY, FL 34228
$1,450,000152 Days on yellowkey MLS ID: A4672789
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1470 Built: 1973Community: Sea Gate ClubCondo
Remarks: One or more photo(s) has been virtually staged. Welcome to this rarely available Seagate direct beachfront residence, where unmatched coastal living meets exceptional convenience. Step from your private terrace straight onto the sand, an experience that truly defines beachfront living. Perfectly situated across from the Publix Bay Isles Shopping Center and just moments from the world-famous Longboat Key Club and Resort, this location offers the best of Longboat Key at your doorstep. This beautifully renovated two-bedroom, two-bath residence, just under 1,500 square feet, features a bright, open floor plan with stunning Gulf views from every room. The split-bedroom layout provides two generously sized suites with abundant storage. Designer finishes shine throughout, and no detail has been overlooked. The chef’s kitchen boasts Quartz countertops, custom backsplash tile, bright white cabinetry, new appliances, and a wine cooler, perfect for entertaining. Enjoy alfresco dining on your private terrace overlooking the gardens, pool, and shimmering Gulf waters. Few properties offer the luxury of stepping directly from your home into the sand or strolling a few steps to what often feels like your very own private pool. Seagate is celebrated for its meticulous grounds and exceptional amenities. Meandering pathways wind through lush tropical gardens, while dedicated storage for kayaks and paddle boards makes it easy to explore the turquoise Gulf. Relax under the palm-thatch huts, unwind in the spectacular resort-style pool and spa, or stay active in the state-of-the-art fitness center that rivals those in five-star hotels. The newly renovated club room provides an elegant gathering space for conversation, games, watching TV, or preparing meals in the chef’s kitchen. Perfectly positioned on the coveted south end of Longboat Key, Seagate offers unmatched access to St. Armands Circle and all of the island’s finest dining, shopping, and recreation. This is truly an extraordinary opportunity to own within one of Longboat Key’s most beloved and impeccably maintained beachfront communities.
Listing Agent: Ryan Heers (941-726-1703)
3040 GRAND BAY BLVD #234, LONGBOAT KEY, FL 34228
$1,250,000125 Days on yellowkey MLS ID: A4675109
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2550 Built: 1996Community: Grand Bay 2Condo
Remarks: Arrive by private elevator into this 2BR + den, 3.5BA residence offering 2,550 sq. ft. in Grand Bay. Wood floors run throughout the main living areas, leading to floor-to-ceiling sliders with views of the Harbourside Golf Course and Sarasota Bay. The covered terrace extends the living space and is well suited for enjoying daylight and coastal breezes. The living and dining areas are well proportioned for everyday living and entertaining, with a tray ceiling in the dining room. A den with custom built-ins is currently used as an office and sitting area and offers flexibility as a potential third bedroom. The kitchen features white cabinetry, stone countertops, tile backsplash and ample counter space, along with an eat-in area that opens to the outdoor living area. The primary suite enjoys floor-to-ceiling glass and a bath with a walk-in glass shower, soaking tub, distinctive tilework and separate water closets. The guest bedroom offers quiet community views. A powder bath and an in-residence laundry room add convenience. Grand Bay amenities include a staffed lobby, clubhouse, two pools and spas, fitness center with saunas and Har-Tru tennis courts. Bay Isles privileges include walking paths and membership to the private Bay Isles Beach Club with gated Gulf-front access on Longboat Key, parking, restrooms and shaded picnic areas. Optional membership to the Longboat Key Club provides access to championship golf courses, private beach club, marina, tennis facilities, fitness center, dining venues and a full-service spa.
Listing Agent: Bruce Myer (941-376-5311)
3010 GRAND BAY BLVD #493, LONGBOAT KEY, FL 34228
$1,879,000193 Days on yellowkey MLS ID: A4668143
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 2550 Built: 1999Community: Grand Bay 4Condo
Remarks: One or more photo(s) has been virtually staged. Perched just one floor below the penthouse in the sought-after Grand Bay IV community on Longboat Key, this 2,550-sq.-ft. Cayman floor plan offers an exceptional opportunity to enjoy the Grand Bay lifestyle immediately—while still allowing a future owner to complete their personal renovation plans once the building’s elevator modernization is finished. The furniture rental will extend for up to one year, giving the buyer time to enjoy the residence while preparing for future customization or construction. With ideal north–south exposure, this residence captures breathtaking sunrises over Sarasota Bay and stunning Gulf sunsets from two expansive terraces. Walls of glass and abundant natural light enhance the open-concept layout, which includes 2 bedrooms, 2.5 baths, and a den that can easily be reconfigured to include a walk-in closet for a 3rd bedroom. The primary suite opens directly to the Bayfront terrace, the second bedroom offers an en-suite bath and private Gulf-view balcony, and the den, kitchen, and third bedroom share access to a second terrace for effortless indoor-outdoor living. Two prime, side-by-side parking spaces on the upper main level sit conveniently next to the elevator, leading to a private elevator foyer. Residents of Grand Bay enjoy world-class amenities including 24-hour security, a clubhouse with library and game room, fitness center, tennis and pickleball courts, two heated pools and a spa, and deeded access to the exclusive Bay Isles Beach Club.
805 SPANISH DR N, LONGBOAT KEY, FL 34228
$399,00076 Days on yellowkey MLS ID: A4681118
3 Days Off yellowkey (back on 3/26/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1405 Built: 1968Community: Spanish Main Yacht Club CondoVilla
Remarks: 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!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Adrienne Scott (941-264-5266)
601 NORTON ST, LONGBOAT KEY, FL 34228
$1,649,00064 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
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)
775 LONGBOAT CLUB RD #807, LONGBOAT KEY, FL 34228
$2,295,000193 Days on yellowkey MLS ID: A4667077
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1842 Built: 1984Community: Beaches Of Longboat Key Ph-1Condo
Remarks: Welcome to Beaches of Longboat Key - Unit 807 From a morning stroll on the beach to twilight cocktails on your wrap around balcony watching the glittering lights of Sarasota over the bay, you will experience beauty all around. Longboat Key, a jewel in the crown of the Sarasota Coastline, has so much to share. This elegantly appointed home will not disappoint. Custom finishes are abundant throughout the 1,842 sq ft condominium, not to mention the breath-taking views from the over 300 sq ft wrap-around balcony. This gracious home offers generous living space, with sweeping views from every window. Upon entering 807, you are greeted to stunning engineered Brazilian Cherry Hardwood flooring that continues throughout the home. A Reme Halo Air Purification System keeps the air fresh and clean. All windows and sliders are Impact. Beautiful crown molding throughout. The custom kitchen created by Campbell’s Cabinetry, Quartzite countertops, SubZero 42” Side by Side Refrigerator Freezer, Wolf Steam Convection Oven, GE Monogram Induction Cooktop, Zephyr PISA range hood. Bosch Dishwasher, Blanco Silgranite Sink, Hansgrohe Faucet. Custom cabinetry can be found throughout this beautiful residence. Primary Bedroom Suite offers views, comfort and luxury. Two bedrooms, each with well-designed baths, custom touches are found everywhere. There is one assigned parking space assigned to the unit on the upper level, and there is ample parking on the lower level for your second vehicle. Beaches is a great community offering you every convenience: 24-hour Concierge, Heated pool & Spa, Fitness Room, Tennis Courts, Social Room, Catering Kitchen, direct Walkway access to the Beach and a Basement Storage area. This proactive community is hard at work completing several important and vital projects: Stack Pipelining throughout the building, Roof Replacement will take place later this year and Temporary Wind/Surge Barriers are being purchased to protect the main floor of the building. Morning, noon and night, there is always something wonderful to experience at Beaches on beautiful Longboat Key. Schedule you showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: David Stasney (941-705-8464)
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