Location: Longboat Key, 34228
Do Not Show Listings
100 SANDS POINT RD #303, LONGBOAT KEY, FL 34228
$915,00026 Days on yellowkey MLS ID: A4696825
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1941 Built: 1966 Tax: $10,001 (2025)Community: Sands PointSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$10,001
Elementary School: Southside Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Don’t miss this rare opportunity to call Sands Point home – an iconic beachfront community widely regarded as the crown jewel of Longboat Key. Nestled on the island’s coveted southernmost tip, this move-in-ready residence offers breathtaking sunsets and an unparalleled coastal lifestyle. Offered at an attractive value, this coastal escape presents a rare opportunity for the new owner to add their own finishing touches and create a truly personalized retreat. Welcome to your slice of paradise, where every day feels like a five-star coastal retreat, nestled inside the gates of the Longboat Key Club. Gracefully framed by towering palms, the curved waterfront drive creates a memorable sense of arrival, setting the tone for this one-of-a-kind mid-century modern residence where coastal elegance and timeless design converge. This spacious 1941 square feet, with its open floor plan feels more like a home than a condo. Step inside this bright third floor residence and discover a two bedroom, an office staged as a 3rd. bedroom and two baths, set in a split plan for privacy. Thoughtfully designed with warm custom cabinetry, elegant stone-inspired surfaces, and contemporary stainless appliances, this kitchen combines timeless craftsmanship with effortless coastal living. Floor to ceiling expanses of glass span the living area, offering a panoramic garden view and bathing the room in sunshine. The oversized layout provides endless possibilities for entertaining, gathering or simply enjoying the peaceful surroundings. Community amenities abound – enjoy the private beach with tiki’s, lounge chairs, pool, spa, library, community room w/ kitchen, marina access, bicycle storage, kayak launch, and additional owner’s storage space. Within walking distance to the well-renowned St Armands Circle for shopping and dining experiences. The pristine white sandy beach and gentle turquoise waters are calling your name. Schedule your private showing today and discover the lifestyle you deserve.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Diane Smith (941-313-4957)
311 FIREHOUSE CT, LONGBOAT KEY, FL 34228
$2,399,000287 Days on yellowkey MLS ID: A4665445
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2352 Built: 2005Monthly Fee: $467 Tax: $29,195 (2025)Community: Conrad BeachSingle Family
Taxes:$29,195
Elementary School: Anna Maria Elementary
High School: Bayshore High
Middle School: Martha B. King Middle
Remarks: NEWLY PRESENTED & FULLY FURNISHED. Some homes invite you to exhale the moment you arrive. This is one of them. Nestled within the award-winning Conrad Beach community on Longboat Key — ideally positioned west of Gulf of Mexico Drive — this elevated coastal residence is offered fully furnished as a true Gulf Coast retreat. Set within an intimate enclave of architect-designed homes, it delivers a rare combination of privacy, tranquility, and timeless coastal character that grows harder to find with each passing season. Designed for effortless island living, the home pairs classic coastal architecture with resort-inspired interiors and a relaxed elegance that feels both welcoming and refined. Mornings begin with coffee on the porch as tropical landscaping sways in the Gulf breeze. Evenings unfold on the upper west-facing deck as golden light dissolves into the water. Thoughtfully designed landscape lighting transforms the grounds after dark, making every night feel like an occasion. Inside, freshly refreshed interiors are curated for comfort, connection, and easy entertaining. The gourmet kitchen anchors the home around an oversized quartz island where guests naturally gather. Open-concept living spaces flow seamlessly outdoors, while a spacious lanai extends the entertaining footprint — with flexibility for future enclosure if desired. The main-level primary suite offers a peaceful escape with its own private balcony overlooking lush tropical surroundings. Upstairs, guest bedrooms and a loft-style family room accommodate visitors with ease — equally suited to seasonal stays, remote work, or multi-generational living. A two-car garage supports a true lock-and-leave lifestyle, while Firehouse Court's no street parking policy preserves the quiet, residential character of the neighborhood. Community amenities include a resort-style pool, entertaining areas, bath facilities, and observation spaces — all maintained through remarkably low HOA fees that cover lawn care, landscaping, irrigation, and common area upkeep. For peace of mind, the home is equipped with high-impact windows and doors, a whole-house fire sprinkler system, and a full-house generator. For buyers seeking relief from crowded beaches and hurried routines, the contrast is immediate — life here is open, unhurried, and ready to enjoy from day one. Just over the bridge, Anna Maria Island offers waterfront dining, boutique shopping, and the kind of authentic Old Florida charm that keeps everyone coming back. Minutes from the pristine beaches of Longboat Key's coveted north end, this is more than a home. It's where lasting memories are made, priorities reset, and a life you've been waiting to live finally begins.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-896-9981)
Listing Agent: Kathy Harman (941-900-9828)
380 GULF OF MEXICO DR #515, LONGBOAT KEY, FL 34228
$1,049,000137 Days on yellowkey MLS ID: A4683391
REDUCED by $101,000 (8.8%) on 06/14/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2380 Built: 1994 Tax: $11,342 (2025)Community: Tangerine Bay ClubSpa: YesCondo
Taxes:$11,342
Elementary School: None
High School: None
Middle School: None
Remarks: Virtually Staged. 2BD+DEN! Positioned as the southern-most community on Longboat Keys’ Gulf of Mexico Drive is the stunning Tangerine Bay. Its presence of pristinely manicured tropical color admired by all that enter the Key. Within this gated community lies #515- horizontal to Sarasota’s bayfront experiencing views that span across blue waters abundant with active sea-life. This 2bd/Den/2.5bath/2-car private garage home, with excellent wall space for displaying your finest art collection, extends over 2,300 square feet of living space. Courtyard entry, equipped with gas hook-up for your own grill, offers slider access into the kitchen/ family room area which is perfect for a different entertaining perspective since the courtyard is large enough to also accommodate table and chairs. Of course, the coveted place to dwell will be the grand living/ dining area and balcony to experience morning sun over the calming waters or the miracle of all the hues the sky can offer as the sun begins to set behind you. Large primary en-suite enjoys the water view and slider access to the balcony, considerably sized walk-in closet and super-spacious bathroom to create the spa-like atmosphere of your dreams. #515 will not disappoint with the generous kitchen, kitchen water filtration, split floorplan, updated windows and doors, 2024 remote roll-down hurricane shutters, 2023 A/C, 2026 water heater, roof and sprinkler heads replaced approx. three years ago. With a spanning lap pool, meandering lush lounging areas, spa, fishing/day dock, tennis/ pickleball, fitness center and clubhouse- Tangerine Bay is poised for pleasure to all who get to call it home. For a small annual fee, owners can also become members of the Bay Isles Beach Club.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Cindy Schatzle (941-587-7556)
5260 GULF OF MEXICO DR #403, LONGBOAT KEY, FL 34228
$649,999182 Days on yellowkey MLS ID: A4677090
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1128 Built: 1974 Tax: $5,922 (2024)Community: The Banyan Bay ClubSpa: NoCondo
Taxes:$5,922
Tax Year: 2024
Remarks: This beautifully maintained, ground-floor 2-bedroom, 2-bathroom condo in the desirable Banyan Bay Club offers an exceptional opportunity to own a spacious, modern / updated, move-in-ready home perfectly positioned in a charming, pet-friendly gulf-to-bay community. This unit combines convenience, amenities, and a relaxed coastal lifestyle—all at an outstanding location. This Banyan Bay condominium has an open floor plan with plank style ceramic tile throughout, recently updated featuring new cabinets, vanities, quartzite/quartz countertops and new stainless steel appliances; new Central Air system, and new hot water heater, in-unit full-size washer & dryer, modern tile design in bath, extra sleeping nook for added flexibility, tastefully furnished (can be sold furnished), private patio nestled under a majestic banyan tree-ideal for morning coffee or evening cocktails, large glass hurricane sliders & windows offering a garden view, fiber optic internet included for each unit. SQUARE FOOTAGE IN SLEEPING NOOK IS ADDED TO MAKE THE INTERIOR SQ FTG 1163. The resort-Style Community Amenities (steps from your door): heated community swimming pool, newly resurfaced tennis and pickleball court, fully equipped fitness center, clubhouse with social hall and full kitchen, new day dock, fishing pier, kayak/paddleboard launch, & storage, private gulf beach access with complimentary lounge chairs on the sand, assigned covered carport parking plus ample guest parking, exterior storage for beach gear, on-site manager and carefree exterior maintenance handled by the association, bicycle storage and mature tropical landscaping with giant banyan trees. Unbeatable Location-why Mid-Key is Best! Everything you need is within walking distance; numerous restaurants & cafes, boutiques, beautiful Durante Park with shaded trails and playground, 3 minute walk to your private Gulf beach, 1-minute walk to the community pool, gym, clubhouse, and courts,. This 44-unit condominium offers a social atmosphere, plenty of activities, up to 2 pets allowed (no weight or size limit). Whether you are seeking a full-time residence, vacation getaway, second home or investment property (valued returning renter’s incomes can offset HOA fees), this immaculate condo is ready for you to move in and start enjoying the island lifestyle today. Don't miss this combination of location, amenities and value on Longboat Key!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Kaitlin Kuhn (941-400-7861)
701 SAINT JUDES DR S #3, LONGBOAT KEY, FL 34228
$259,000188 Days on yellowkey MLS ID: O6370226
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 630 Built: 1966Monthly Fee: $787 Tax: $3,873 (2024)Community: Saint Judes AptsSpa: NoCondo
Taxes:$3,873
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 the beach access and kayak launch! 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)
3344 SABAL COVE LN, LONGBOAT KEY, FL 34228
$1,699,00055 Days on yellowkey MLS ID: A4693445
2 Days Off yellowkey (back on 6/14/2026)
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3639 Built: 1994Monthly Fee: $192 Tax: $13,765 (2025)Community: Sabal CoveSpa: YesSingle Family
Taxes:$13,765
Remarks: Under contract-accepting backup offers. Behind the gates of Bay Isles in the private enclave of Sabal Cove, this spacious waterfront residence offers an exceptional opportunity to enjoy the desired Longboat Key lifestyle. Ideally positioned within proximity to the renowned amenities of the Longboat Key Club, with membership, residents can enjoy world-class tennis facilities, 45 holes of golf, a clubhouse, private dining venues and access to a marina. From the moment you enter the home, you are greeted by spectacular layered views of the water and golf course. Expansive glass doors draw your eye across the pool and spa, over the tranquil inland lagoon and beyond to the lush fairways of the golf course. Soaring ceilings and generously scaled rooms create an airy sense of openness throughout, while the flexible floor plan offers endless possibilities for customization and modern living. The eat-in kitchen is ideally situated to capture the stunning views and opens seamlessly to the living area, creating an inviting space for entertaining and everyday living. A formal dining space is also adjacent to the living room for special occasions. The first-floor primary suite is a peaceful retreat featuring dual walk-in closets, custom built-ins and large sliding glass doors framing serene water vistas. There is a dedicated office with a built-in desk and bookshelves. Also on the main level is an additional en-suite guest bedroom with a bath that conveniently serves as a pool bath. Upstairs, two additional en-suite bedrooms have privacy for family and guests, including one bedroom with a private lanai overlooking the water. There is new wood flooring on the first floor (living room, dining, entryway) and new wall-to-wall carpet upstairs. Additional features include a circular driveway and a two-car garage. This home offers outstanding space, views, and location with excellent bones and tremendous potential for updating and renovation to create a spectacular coastal estate that expresses your personal style. Residents of Sabal Cove enjoy deeded access to the gated Bay Isles Beach Club, featuring dedicated parking, beach chair storage, restrooms, picnic tables, outdoor grills, kitchen facilities and more than five acres of pristine Gulf-front beach on Longboat Key. Living here, you'll make memories that last a lifetime.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-383-2500)
Listing Agent: Judy Mitchell (941-275-6838)
900 SPANISH DR N, LONGBOAT KEY, FL 34228
$750,00076 Days on yellowkey MLS ID: A4690879
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1423 Built: 1971 Tax: $4,203 (2025)Community: Spanish Main Yacht Club CondoSpa: NoVilla
Taxes:$4,203
Remarks: This must-see hidden gem on the north end of Longboat Key offers a quintessential Florida lifestyle. Waterview’s galore as you walk into your newly completed, renovated Florida paradise home, on a deepwater marina and canal, which epitomizes beauty and style. Boat lovers will want the location of this totally turnkey furnished 1,423-square-foot standalone two-bedroom, two-bath home, with your upgraded composite boat dock just 15 feet behind your villa. Completely remodeled, this home provides contemporary classic design features that create an open airy gorgeous living space. All new stainless appliances in 2026, air-conditioner 2025, roof 2019 and more. The open kitchen design with a large island, new quartz countertops, plenty of beautiful new cabinets with roll-out drawers and a contrasting white and gray classic color scheme. Great counter space makes the kitchen ideal for entertaining and enjoying the coastal casual lifestyle. Beautiful porcelain tile flows throughout the home, providing continuity from room to room. An oversized skylight in the great room with retractable shade provides lots of extra natural brightness. The large primary bedroom is complete with a fully refashioned en-suite bath with gorgeous granite countertops and custom-tiled shower. A spacious walk-in closet provides plenty of room for your coastal style wardrobe. The second bath mimics the maintained class and elegance of this home with granite counters and tiled shower. The lanai has been transformed into extra living space with a cozy study and separate office nook. The study is an ideal spot to curl up with a book or just sit privately and watch the beautiful white pelicans float by with dolphins and manatees alongside. This flexplace can also house extra sleepover guests. The double lanai facing the water allows a panoramic view and full access to your large, elevated brick paver patio and dock from floor-to-ceiling, impact-grade patio doors. Go outside to a private oasis that overlooks the wide-open canal, marina and bay views. Sit, dine, entertain or sunbathe while you enjoy the abundant wildlife from the comfort of your patio paradise, or hop in your boat secured to your 5-by-25-foot dock and head out to one of the many Longboat Key restaurants. Some of the best waters to explore in Sarasota for fishing, sandbar enjoyment, kayaking and swimming right in your backyard. You have direct access to the Intracoastal Waterway and a quick boat ride to the Gulf of Mexico. Impact windows and new hurricane-rated doors throughout. The Spanish Main maintenance-free community has a wonderful neighborhood feel with heated pool, deeded beach access, a 40-foot slip marina with social events galore, making every day feel like a vacation as you lounge in the sun poolside and enjoy the sea The deeded beach access is ideal for those numerous beach days and magnificent sunsets. Pet-friendly, maintenance-free, and an active 55-plus community are added benefits for your enjoyment. Only a short drive to fantastic shops and restaurants, including Anna Maria Island, plus cultural events Sarasota and St. Armands Circle have to offer. This villa has been fully renovated in compliance with FEMA standards due to hurricane flooding in 2024.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Kimberly Freiwald (941-256-6775)
1211 GULF OF MEXICO DR #301, LONGBOAT KEY, FL 34228
$1,590,000252 Days on yellowkey MLS ID: A4669896
5 Days Off yellowkey (back on 6/12/2026)
REDUCED by $85,000 (5.1%) on 04/19/2026
Bed: 2 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2100 Built: 1985 Tax: $14,792 (2025)Community: PromenadeSpa: YesCondo
Taxes:$14,792
Remarks: Rarely available north-side corner residence at The Promenade showcases panoramic views of the Gulf of Mexico, Sarasota Bay, white sandy beaches, and the sparkling city skyline. This beautifully designed 2,100 sq. ft. “E” floor plan features two bedrooms plus a den/3rd bedroom (with an en-suite full bath) and three bathrooms, with a spacious split layout that captures natural light and breathtaking vistas from every room. The expansive living and dining areas flow seamlessly to two private terraces—set your morning coffee down as you watch the sunrise over the bay, and end the day with a glass of wine while taking in the sunset over the Gulf. A stylish wet bar adds the perfect touch for entertaining. The kitchen is a showpiece, featuring 2022 installed Sub Zero refrigerator/freezer, GE Monogram stainless-steel induction cooktop and oven, ASCO dishwasher and GE Monogram microwave / convection oven combo, a white subway tile backsplash, quartz countertops, sleek contemporary white cabinetry, and an eat-in area overlooking the bay. Engineered white oak hardwood floors extend throughout, adding warmth and sophistication. The primary suite offers stunning Gulf views, built-in cabinetry, and two walk-in closets, while the guest suite enjoys downtown views and a private bath. The third bedroom/den opens to a terrace overlooking the Gulf. Includes one deeded parking space and access to resort-style amenities—concierge, 24-hour security, fitness center, an Olympic-size heated pool, four Har-Tru tennis courts, and more.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
603 LONGBOAT CLUB RD #202N, LONGBOAT KEY, FL 34228
$1,250,00025 Days on yellowkey MLS ID: A4696643
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1458 Built: 1970 Tax: $9,348 (2025)Community: Longboat Key TowersCondo
Taxes:$9,348
Remarks: Stunning direct views of the Gulf are enjoyed from a 2nd floor vantage that feels like you are hovering above the shoreline. This 2 bedroom residence is located behind the exclusive Longboat Key Club gates on the south end of Longboat Key convenient to St. Armands and minutes from downtown Sarasota. The main living area is tastefully presented with bamboo flooring, big water views and access to the covered terrace, ideal for sunset viewing or peaceful afternoon reading with the sounds of the Gulf in the background. The well-appointed kitchen offers granite counters, ample cabinet space, under-counter laundry appliances, a separate back door entry, tankless water heater and a sensational backdrop of blue water views. The primary suite boasts access to the east terrace, plantation shutters, a walk-in closet with built-ins and a separate vanity outside of the primary bath. Guests will be comfortable with their own full bath and access to the east terrace. The well-maintained community of Longboat Key Towers pampers owners and guests with amenities such as the beachfront heated pool and spa, a fitness center overlooking the water with a steam room and sauna, a social room, a guest suite for overflow guests, an onsite manager and 24-hour gated access. Residents can also join the Longboat Key Club and enjoy member benefits including golf, tennis, dining, boating and spa services. Your Longboat Life awaits!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Ian Addy, Pa (941-961-8850)
3060 GRAND BAY BLVD #174, LONGBOAT KEY, FL 34228
$1,798,000183 Days on yellowkey MLS ID: R4910478
REDUCED by $141,000 (7.3%) on 05/17/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2550 Built: 1994Monthly Fee: $2,617 Tax: $17,500 (2024)Community: Grand Bay 1Spa: YesCondo
Taxes:$17,500
Remarks: PRICE POINT ADJUSTMENT ON HIGH FLOOR UNIT! Resort Living At It's Finest with this Grand Bay Condominium offers Privacy in the exclusive Bay Isles community. Grand Bay is situated directly on Bishops Point offering extensive Sarasota City views. Get swepted away by the dramatic unobstructed views of the city and expansive Sarasota Bay. The expansive floor to ceiling"Walls of Windows" with terraces on both the east and west sides of the building. Perfect sunrises and sunsets are the order the day ! The open floor plan from living room, to dining room, to den (can be easily converted into a 3rd bedroom) and the convenience of the kitchen all flow smoothly for entertaining and easy living. The den, kitchen, and guest bedroom all face west with access to the terrace for spectacular sunsets. The kitchen offers all of the latest modern conveniences with an oversized SubZero refrigerator/freezer, mini Perlick bottle refrigerator, Bosch dishwasher, Wolf triple oven with microwave, warming oven and Empava induction cooktop. This unit is sold fully furnished with high end quality names like Ethan Allen, Hancock & Moore and Italian leather. The master bedroom boasts panoramic views of the city and connects to the east terrace with plenty of space for sunbathing and nature watching. The marble master bath invites you to soak in the garden tub to relax the day away. Grand Bay Building 1 Caymen unit offers Total Privacy on the East and West Balconies with Glass railings for unobstructed viewing privacy! The en-suite guest bedroom is currently being used as an office and features its own grand views of the Longboat Key’s Harbourside golf course and the Gulf of Mexico beyond. Grand Bay is situated behind the Longboat Key Club gates and offers additional gated security at the building entrance for your peace of mind. Amenities for your enjoyment include two Har-Tru tennis courts, a state-of-the-art fitness center on the second floor of the Newly modernized Grand Bay clubhouse, two large heated pools and private beach access to the Newly modernized PRIVATE Bay Isles Beach Club directly on the Gulf of America. Grand Bay offers Electric Car Charging Stations. The Travertine stone floors are polished to perfection and is in pristine condition. This is resort style living, at its finest with the convenience of being located on Longboat key. Just minutes from St. Armand's world renowned shopping, restaurants and the cultural capital of Florida that is downtown Sarasota. Memories that will last a lifetime....All offers submitted via FAR-BAR contract form. Please use showing time button for all showings
Listing is courtesy of: LEN SCAVRON (908-304-5454)
Listing Agent: Len Scavron (908-304-5454)
3806 GULF OF MEXICO DR #C310, LONGBOAT KEY, FL 34228
$369,00090 Days on yellowkey MLS ID: R4911020
REDUCED by $20,000 (5.1%) on 06/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1046 Built: 1970Monthly Fee: $1,457 Tax: $2,813 (2025)Community: Beach Harbor ClubCondo
Taxes:$2,813
Remarks: Longboat’s Beach Harbor club is situated on 5 Acres along the most beautiful stretch of Longboat Key Shoreline. Sugary sand and flowing seaoats beside the azure blue Gulf of Mexico. The beach Harbor club offers 133 condo units, deeded beach access with showers, umbrellas and beach chairs. Amenities also include newly constructed boat slips, rooftop decks, outdoor cook areas, heated oversized swimming pool, community area for kayaks, clubhouse, and shuffle board. Longboat Beach Harbor is a friendly community with group events and many fun times to build relationships and enjoy sense of community living. Close to Bayfront Park with Tennis, Publix/CVS shopping. This renovated condo is situated on the 3rd floor not requiring flood insurance. Air conditioned indoor hall-way with security entrance. Newly appointed appliances, bathrooms, HVAC, luxury flooring and trim. Up-scale appointed fixtures and details throughout.
333 FIREHOUSE CT, LONGBOAT KEY, FL 34228
$2,325,000231 Days on yellowkey MLS ID: A4672573
REDUCED by $170,000 (6.8%) on 06/01/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2900 Built: 2016Monthly Fee: $467 Tax: $10,420 (2024)Community: Conrad BeachSpa: NoSingle Family
Taxes:$10,420
Remarks: Virtually Staged. Experience the best of Longboat Key living in this elevated coastal retreat, ideally located in the desirable Conrad Beach community just a block from the Gulf of Mexico. Designed with timeless style and modern comfort in mind, this 4-bedroom, 4.5-bath residence offers sophisticated finishes, smart upgrades, and all the pleasures of island life without the upkeep of a private pool. Spanning 2,900 square feet, the open-concept layout showcases a chef’s kitchen with an oversized quartz island, premium appliances, and generous counter space ideal for entertaining family and friends. Light-filled second-level living and dining spaces open to an expansive porch and outdoor dining space , creating a seamless indoor-outdoor flow. The first living level features a serene primary suite with a spa-inspired bath and private balcony, offering a peaceful retreat. Upstairs guest suites provide privacy and comfort, with terraces to capture the island’s cooling breezes and glowing Gulf sunsets. A stunning rooftop deck with jacuzzi crowns the home, creating an unforgettable setting for evening relaxation or gatherings under the stars. Additional highlights include impact-rated windows and doors, elevator ready, and a two-car garage with ample storage. The award-winning Conrad Beach community offers a recently renovated resort-style pool with bath facilities and beautifully maintained landscaping, all just a short stroll from the shoreline. Enjoy the vibrant charm of nearby Anna Maria Island, Longbeach Village dining, marinas, and boutique shopping at St. Armands Circle and Sarasota. This home blends coastal sophistication, privacy, and comfort—an ideal winter haven to share with family and friends.
Listing Agent: Steve Walter (941-809-0907)
370 GULF OF MEXICO DR #432, LONGBOAT KEY, FL 34228
$1,495,000298 Days on yellowkey MLS ID: A4664832
1 Days Off yellowkey (back on 6/12/2026)
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2900 Built: 1994 Tax: $8,814 (2024)Community: Tangerine Bay ClubSpa: NoCondo
Taxes:$8,814
Remarks: PENTHOUSE. Delight in scenic views of Sarasota Bay in this custom-designed, rare 4 bedroom, 4.5 bathroom in the gated resort-style Tangerine Bay community on the southernmost tip of Longboat Key. The residence is only minutes from St. Armand's Circle, across the street from the Longboat Key Club, and a short driving distance to the Bay Isles Beach Club and vibrant downtown Sarasota. Filled with abundant natural light, the spacious condominium features soaring ceilings, a great room with gas fireplace, marble foyer and gallery for displaying artwork, and private gated courtyard. All bedrooms are ensuite. New sliding glass doors in the primary suite and new glass window in the great room open to a tiled terrace where you can start your day with a cup of coffee while watching the sunrise over the lagoon and Bay. An additional west-facing terrace upstairs boats golf course and sunset views. The well-equipped kitchen includes stone counters, breakfast bar, large pantry and morning room. There is also a fully enclosed two-car garage with plenty of storage space as well as two AC units in the condominium. The Tangerine Bay Club community boasts beautifully manicured walking paths, amid newly planted tropical greenery as well as many amenities, including a pool with waterfalls, fitness center, a tennis/pickleball court, plus a day boat dock and fishing pier on the Bay. Residents have the option of joining the Beach Club (normally reserved for only Bay Isles residents) on the Gulf of America.
250 SANDS POINT RD #5101, LONGBOAT KEY, FL 34228
$995,000232 Days on yellowkey MLS ID: A4672352
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 716 Built: 1982 Tax: $9,119 (2025)Community: Inn On The Beach Ph IiSpa: YesCondo
Taxes:$9,119
Remarks: A corner A+ junior suite with a walk-down rarely becomes available. It offers quiet and private golf course views and was completely renovated, with the added benefit of being in the hotel program. A separate bedroom from the living room, with a pullout sofa, offers more flexible sleeping arrangements. The living room and bedroom open directly to your private balcony, with stairs leading to the additional open patio area, which is the advantage of the walk-down. There is also added luxury of in-unit laundry. The primary en-suite bath has double sinks and a full shower, with private access for your guests. There is also plenty of closet space. The resort at Inn on the Beach offers a variety of dining experiences, including a pool, a fitness center, a full-service spa, championship golf, tennis and more. Conveniently on southern Longboat Key, just minutes to St. Armands Circle, with its restaurants and shopping, along with Sarasota and all it offers.
Listing Agent: Dennis Girard (941-809-0041)
4430 EXETER DR #M108, LONGBOAT KEY, FL 34228
$649,900186 Days on yellowkey MLS ID: A4676513
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1376 Built: 1970 Tax: $8,026 (2024)Community: Longboat HarbourSpa: NoCondo
Taxes:$8,026
Remarks: Stunning Sarasota Bay Views from a Move-In-Ready First-Floor Spacious Corner Unit! Wake up to breathtaking, unobstructed Sarasota Bay vistas in this turnkey first-floor corner residence, designed with upscale Tommy Bahama–inspired flair. This exceptional home blends luxury island living with immediate rental potential, offering panoramic water views from both the primary and guest bedrooms, while the pool lies just steps from your private patio. Elegantly remodeled, the home showcases porcelain tile floors, solid doors, crown molding, granite windowsills, and solar film on rear windows and sliders for added privacy and comfort. The open, light-filled kitchen is a chef’s delight, featuring solid wood cabinetry, granite countertops, stainless steel appliances, and a double oven range. Both bathrooms are thoughtfully updated with cast-iron tubs, granite countertops, and dedicated heat and air vents. Additional highlights include a full-size in-unit washer and dryer, a large water heater, and covered parking space #67 . The residence comes with a long-standing seasonal tenant and a transferable lease. Located in the premier M Building at Longboat Harbour, residents enjoy resort-style amenities including a private gated beach club(4415 Gulf Of Mexico dr ), four heated pools, tennis and pickleball courts, fitness center, kayak storage, and boat docks on first come base- power and sail boats. A new roof is underway with assessment already paid, and no storm damage has occurred. This is a rare opportunity to own a move-in-ready, elegantly upgraded waterfront retreat in one of Sarasota’s most sought-after communities.
Listing Agent: Malihe Karimi (941-376-5099)
515 FOREST WAY, LONGBOAT KEY, FL 34228
$1,420,000165 Days on yellowkey MLS ID: A4679679
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2880 Built: 1989Monthly Fee: $1,698 Tax: $4,802 (2025)Community: Cedars East Sec 2Spa: NoCondo
Taxes:$4,802
Remarks: NEW PRICE, AMAZING OPPORTUNITY!!! Experience the ultimate island lifestyle in this masterfully renovated 2,880 sqft, 4 Bed/3 Bath "lock-and-leave" condo at Cedars Tennis Resort and Club. Elevated sanctuary on the tranquil north end of Longboat Key. Offering the expansive feel of a single-family residence with the effortless "lock-and-leave" ease of being in the beautiful condo community of Cedars Tennis Resort and Club. This exquisite 4BR/3BA retreat defines coastal chic. A private elevator serves all three levels, opening into a sun-drenched great room with soaring ceilings, a fireplace, and a gourmet kitchen featuring dual islands and designer finishes. The refined dining room opens right off of this space with its custom built-in cabinetry and dry bar, ideal for any social gathering. Relax on your private, screened lanais overlooking lush tropical foliage and serene ponds, with peek-a-boo views of the Gulf. There is one on each living level. Rounding out the main living area is a versatile den/office (currently used as the 4th bedroom), a full third bathroom, beautiful hardwood floors throughout and a dedicated laundry room. The primary suite is a true oasis with a spa-inspired sunken bath, large walk-in shower, dual vanities and walk-in closets. Upstairs beyond the oasis of a primary there are two additional oversized guest bedrooms and a beautifully renovated guest bathroom with a walk-in shower. Recent updates beyond the full interior renovation include 2026 garage door replacements, and 2024 roof and AC replacement. Hardi- Board siding on exterior and Pella high-impact windows. The split 3-car garage provides total peace of mind and the rare abundance of space and storage. Nestled in the 66-acre village-like townhome community enveloped by nature, providing effortless access to both the beach and the bay on the beautiful north end of Longboat Key. The spacious and tropical community features lit boardwalks winding through mangroves, leading to an array of exceptional amenities including a heated Jr. Olympic Size Pool, nine Har-Tru Tennis Courts, three Pickleball courts, a Clubhouse with a Pro-Shop, a 24-hour Fitness Center, a Tiki bar, a restaurant, a fishing pier, and a kayak launch. Please note that some amenities require an additional club membership. The property is within walking distance to a variety of local attractions, such as Harry's Deli & Continental Kitchen, the true island gem that is Joan Durante Park, Euphemia Haye Restaurant & The Haye Loft, and, of course, Longboat Key's globally renowned sugary white sand beaches. Furthermore, it offers convenient proximity to other major attractions and cultural venues, including St. Armand's Circle, Mote Aquarium, the Asolo Repertory Theatre, Van Zel Performing Arts Center, Marie Selby Gardens, Anna Maria Island, the Ringling Museum complex, and numerous dining options on Longboat Key and in downtown Sarasota. Cedars East is the rare community on LBK that offers shorter-term rental allowance with its 2-week minimum, making it the perfect balance for offsetting costs when not in use, without living in a hotel community. Exceptional onsite management is in place if desired. Fantastic residence, rare opportunity, come take a look today!
Listing is courtesy of: CENTURY 21 BEGGINS ENTERPRISES (813-658-2121)
Listing Agent: Jesse Griffin (941-822-6165)
1211 GULF OF MEXICO DR #709, LONGBOAT KEY, FL 34228
$1,695,00092 Days on yellowkey MLS ID: A4686985
REDUCED by $54,000 (3.1%) on 06/12/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1827 Built: 1985 Tax: $14,725 (2025)Community: PromenadeSpa: YesCondo
Taxes:$14,725
Remarks: Set on the 7th floor of the Promenade on Longboat Key, this 2BR/2BA residence offers more than 1,800 square feet of living space with sweeping sunset views across the Gulf, stretching to Sarasota Bay and beyond. From the moment you step into the private entry foyer, the home opens to a light-filled interior where water and sky are always in view. Neutral tones and tile flooring create a clean, comfortable backdrop throughout, while the split floor plan provides privacy for both the primary and guest suites. The combined living and dining areas are oriented toward the Gulf, with a striking corner of windows and sliding glass doors that frame the shoreline, the community pool below, and the bay in the distance. The terrace naturally extends the living space—an ideal spot to unwind and take in the changing colors of the evening sky. The kitchen is spacious and thoughtfully designed, with stone countertops, detailed tilework, stainless steel appliances, and a casual eat-in area positioned to enjoy the view. A separate dining area, complete with a wine refrigerator, offers flexibility for both everyday meals and entertaining. The primary suite is generously sized, featuring a full wall of glass with direct terrace access. Two large walk-in closets provide ample storage, and the bath includes a soaking tub, glass-enclosed shower, and dual vanities. The guest bedroom enjoys its own views of both the Gulf and the bay, along with an en suite bath for added comfort. Additional highlights include an in-residence laundry room, secure building access, and one under-building parking space. Residents of the Promenade enjoy a full-service lifestyle with concierge, 24-hour security, a newly renovated lobby and common areas, two fitness centers, club rooms, four Har-Tru tennis courts, a heated lap pool, spa, and nearly 400 feet of beachfront. The location offers easy access to the shops and dining of St. Armands Circle, blending convenience with a relaxed coastal setting. Membership to the Longboat Key Club is optional and available to residents, offering access to an array of resort-style amenities. These include 45 holes of championship golf, award-winning tennis facilities, a full-service spa and fitness center, multiple waterfront dining venues, a private beach club, marina, and a calendar of social events and activities.
Listing Agent: Bruce Myer (941-376-5311)
602 SPANISH DR S #115, LONGBOAT KEY, FL 34228
$379,90047 Days on yellowkey MLS ID: A4694415
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1427 Built: 1969 Tax: $2,667 (2025)Community: Spanish Main Yacht Club CondoCondo
Taxes:$2,667
Remarks: Welcome to Spanish Main Yacht Club, one of Longboat Key's most beloved waterfront communities, where 55-plus living unfolds at an easy, unhurried pace between the Gulf of Mexico and Sarasota Bay. Tucked along a quiet street lined with tidy single-story villas and swaying palms, this fully renovated two-bedroom retreat captures the old-Florida charm that makes this island enclave so special, paired with the fresh, move-in-ready updates. Behind the arched front entry and crisp white stucco exterior with its white tile roof, a bright open interior welcomes you, where neutral tile floors run throughout and natural light pours through plantation-shuttered windows. The renovated kitchen is the heart of the home, outfitted with white shaker cabinetry, quartz countertops, a waterfall-edged peninsula, a soft glass-tile backsplash, and crisp white appliances, all opening to a generous living and dining area finished with crown molding and an easy coastal feel. A versatile bonus room wrapped in windows, with a door to the back patio, makes a wonderful sunroom, reading retreat, or home office. Both bedrooms are comfortable and well-appointed, served by two beautifully updated bathrooms, one with a tub and shower framed in subway tile, the other a glass walk-in shower with a mosaic floor and designer fixtures. A covered carport with room for a golf cart, plus interior storage for kayaks and beach gear, adds everyday ease. Brick paver walkways and lush tropical landscaping wrap the home, and the concrete tile roof is just over five years young. Life at Spanish Main is built around the water and the warmth of neighbors. Residents enjoy a heated pool overlooking the basin, a clubhouse, shuffleboard courts, kayak storage and launch, and a deep-water marina with boat slips available for a monthly fee, offering quick access to Sarasota Bay and the Gulf beyond. Best of all is the community's private Gulf beach access, just a short stroll away, along with shaded benches lining the lagoon and a waterfront green where slow mornings and golden evenings by the water become a way of life. Beyond the community, the white sand of Longboat Key's Gulf beaches is moments away, with the boutiques and dining of St. Armands Circle, downtown Sarasota's culture, and the laid-back charm of Anna Maria Island all within easy reach. Come experience the rare blend of comfort, community, and coastal beauty that makes this villa a place to call home. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Toni Zarghami (941-248-2147)
640 LYONS LN, LONGBOAT KEY, FL 34228
$2,495,000198 Days on yellowkey MLS ID: A4674925
Bed: 3 Bath: 3.5 Gar: 5 Liv Area Sq Ft: 2130 Built: 2026 Tax: $14,172 (2024)Community: Sleepy Lagoon Park 2Spa: NoSingle Family
Taxes:$14,172
Remarks: Virtually Staged. Under Construction. Welcome to 640 Lyons Lane — a rare opportunity to purchase a brand-new, fully constructed home on one of North Longboat Key’s most distinctive streets with homes on only one side and protected wetlands on the other. This location offers unmatched privacy, tranquil views, and a true coastal retreat. The plans can be updated to meet your requirements, or even add an additional level to increase living space. The choice is yours. This listing includes a complete new-build home with construction, based on the current plans for a beautifully designed three-bedroom, three-and-a-half-bath residence. The floor plan features an open-concept layout, a spacious primary suite with peaceful canal views, seamless indoor–outdoor living, and an elevator for convenient access between levels. Buyers still have the freedom to customize the home during construction — from interior finishes to structural changes. You may enhance the design by adding a second living level, expanding the footprint, or even starting fresh with an entirely new custom home design. The flexibility is yours. A newly installed pool and private boat dock with a 10,000 lb lift are already in place and fully incorporated into the final build. With direct access to Millar and Sarasota Bays and no fixed bridges to the Gulf, this home is ideal for anyone who loves life on the water. Enjoy breathtaking water views from both the front and rear of the property, creating a serene backdrop throughout your living spaces. Whether you envision a modern coastal escape, a refined full-time residence, or a bespoke luxury vacation rental retreat, 640 Lyons Lane offers the perfect canvas to bring your vision to life in one of Longboat Key’s most desirable neighborhoods — just moments from pristine beaches, golf, fine dining, and everything that defines elevated island living.
Listing is courtesy of: SEA BREEZE REAL ESTATE LLC (941-777-7171)
Listing Agent: Adrian Johnson (941-773-9319)
7105 GULF OF MEXICO DR #21, LONGBOAT KEY, FL 34228
$895,000295 Days on yellowkey MLS ID: A4665082
0 Days Off yellowkey (back on 6/11/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1170 Built: 1974 Tax: $10,071 (2024)Community: LongbeachSpa: NoCondo
Taxes:$10,071
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! Exterior stairs to this unit are being replaced in June, scheduled for the two weeks beginning June 21 and ending July 2 weather allowing.
Listing Agent: Diana Kryszak (941-993-4078)
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