Location: Longboat Key , 34228
Do Not Show Listings
1105 GULF OF MEXICO DR #401, LONGBOAT KEY, FL 34228
$899,000141 Days on yellowkey MLS ID: A4680369
REDUCED by $100,999 (10.1%) on 05/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1172 Built: 1981Monthly Fee: $1,600 Tax: $8,733 (2025)Community: Beachplace IiSpa: YesCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,733
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Direct Ocean view from this Bright Airy corner unit in desirable building five. Catch the view of the Gulf of Mexico and Sunsets from your balcony. To see this property is to fall in love with easy living! You need to visit this unit to get a sense of the remarkable views , especially the amount of light that permeates the entire interior. Beachplace is a perfect get away on the south end of Longboat Key, and comprise many amenities. Pickle Ball, Tennis, two exercise facilities, Olympic pool, with designated lap lanes, over size hot tub , covered baby pool . Electric car chargers, gas grill, two types of workout facilities on almost 31 acres of lush landscaped grounds. Please visit to see why this building and unit are the best of BEACHPLACE!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: James Weingart (440-623-9068)
3030 GRAND BAY BLVD #PH3101, LONGBOAT KEY, FL 34228
$7,999,000112 Days on yellowkey MLS ID: A4685052
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4413 Built: 1998 Tax: $36,728 (2025)Community: Grand Bay 3Spa: YesCondo
Taxes:$36,728
Remarks: Breathtakingly gorgeous PENTHOUSE level condominium recently and meticulously redesigned to a clean-line ultra-luxury residence with advanced ultra smart-home technology managing the entire home. This rarely available opportunity offers a refined coastal lifestyle with the highest quality for the discerning buyer. The 4400-square foot custom residence features a dramatic private 5300-square foot wraparound terrace with outdoor kitchen and panoramic 270-degree sunrise-to-sunset views of the area including Sarasota Bay, the golf course, Sarasota city skyline, marina, Gulf of Mexico and beach area of Longboat Key. At an understated tasteful level of luxury living, the thoughtfully designed space now offers 3 ensuite bedrooms, an entertainment room, a den or office, living room, dining area, and a large functional kitchen featuring Cucine Ricci cabinetry, Dornbracht fixtures, high-end appliances, and a discreet area containing the butler's pantry, dry bar, and extensive storage. A premium Lutron smart-home system manages lighting, air conditioning, doors, window treatments, plumbing fixtures and electronics enhancing home convenience and elegance. The impressive primary bedroom suite is complete with stunning views, a fabulous dressing room with multiple built-ins, expansive personalized and automated bathroom with heated tile floors & towel racks, and sleek clean-finish tile & minimalist easy-cleaning cabinetry. Each private and spacious guest suite is thoughtfully planned with a complete built-in beverage center, bathrooms with heated floors and private balcony. As an extra bonus this sophisticated penthouse is sold fully furnished with high-end custom furniture tailored to the design. Words cannot describe this extraordinary residence purposefully created with no expense spared and where nothing has been overlooked. It must be experienced to be appreciated. Also included are two deeded parking spaces with Tesla charging station and air-conditioned storage unit. Grand Bay is among Longboat Key’s premier gated communities, offering resort-style amenities including two heated pools, Har-Tru tennis courts, a well-equipped fitness center, clubhouse, and social activities. Residents benefit from on-site management and 24-hour security. Ownership includes deeded access to the private Bay Isles Beach Club, featuring a Gulffront pavilion, grilling areas, and beautiful sandy beaches. Located within the Longboat Key Club, residents have the option to join golf, tennis, and social memberships, all just minutes from the boutiques and dining on world-renowned St. Armands Circle, downtown Sarasota’s cultural attractions and Harbourside Marina. Appraisal available.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Carolyn Donnelly, Pa (941-350-9900)
6700 GULF OF MEXICO DR #117, LONGBOAT KEY, FL 34228
$550,00073 Days on yellowkey MLS ID: A4687787
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1449 Built: 1969 Tax: $2,348 (2025)Community: Whitney BeachSpa: NoCondo
Taxes:$2,348
Elementary School: Anna Maria Elementary
High School: Bayshore High
Middle School: Martha B. King Middle
Remarks: Welcome to 6700 Gulf of Mexico Drive #117, a beautifully reimagined end-unit 2-bedroom, 2 full bath residence in the sought-after Whitney Beach community on Longboat Key. Taken down to the studs and completely renovated, this waterfront condominium offers coastal living with sweeping views of Bishop’s Bayou, abundant natural light, and exceptional privacy. A private front courtyard welcomes you inside, where new high-end luxury vinyl plank flooring flows throughout, and a bright, open layout immediately draws your eye to the water. As an end unit, additional windows enhance the airy feel, while hurricane-impact windows and sliding doors frame tranquil bayou views. From the main living space—and even from the primary bedroom upon waking—you’ll enjoy peaceful scenes of dolphins, manatees, and glowing sunsets reflecting across the water. The fully redesigned kitchen is both stylish and functional, featuring granite countertops, soft-close cabinetry, custom glass-front accents, classic subway tile backsplash, designer pendant lighting, peninsula seating for four, and a full suite of GE stainless steel appliances—all positioned to capture the water views. Both bathrooms have been completely renovated with glass walk-in showers, elegant tilework, and quartz-topped vanities, offering a clean, modern aesthetic. A new Whirlpool stackable washer and dryer adds everyday convenience. Whitney Beach is a unique beach-to-bay community with deeded private access to the Gulf just across the street. Residents enjoy resort-style amenities including pools, tennis courts, shuffleboard, barbecue areas, kayak storage and launch, walking paths, and a tranquil bayfront pavilion. Boat slips are available when offered, and the community pier provides a charming setting for fishing or relaxing by the water. Ideally located on the north end of Longboat Key, this residence offers easy access to Anna Maria Island, as well as the dining, shopping, and cultural attractions of Sarasota. Whether as a full-time home, seasonal retreat, or investment, this is an exceptional opportunity to enjoy the best of bay-to-beach living. Professional photos coming soon.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kelly Sallee (941-914-0400)
806 BAYPORT WAY #806, LONGBOAT KEY, FL 34228
$949,00089 Days on yellowkey MLS ID: TB8489326
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1392 Built: 1981 Tax: $5,917 (2025)Community: Bayport Bch & Ten Ph ECondo
Taxes:$5,917
Elementary School: Southside Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Welcome to this beautifully appointed ground floor residence that combines modern elegance with functional design. Newly remodeled in 2025, this residence features high-end finishes and modern amenities, making it an ideal retreat for those seeking luxury in a serene environment. Upon entering, you are greeted by a bright and spacious interior filled with natural light, thanks to strategically placed additional windows featured in corner/end units of this community. The subtle elegance of the interior is complemented by sleek flooring that enhances the flow from room to room. The kitchen is a true highlight, featuring quality cabinetry, elegant quartz counters, and modern stainless-steel appliances, which allow a harmonious flow, delivering both functionality and sophistication. The open-concept layout continues through the dining and living areas, combining a blend of textures and stylish finishes to cohesively create an environment of relaxed elegance. An abundance of natural light floods this space through large retractable sliding glass doors, which provide the option of extending the outdoors in. A private outdoor patio showcases a beautiful backdrop of lush tropical landscaping, adding to the property’s overall appeal. The bedrooms within the property are thoughtfully designed, each offering generous space and natural light. The primary suite offers a restful retreat, complete with an ensuite bathroom featuring modern fixtures and thoughtful design, ensuring comfort and privacy. This property will continue to amaze, as beauty extends beyond its walls into an amenity-rich community of 27 acres of picturesque tropical landscaping. This gulf-to-bay community offers an active island lifestyle with 4 Har-Tru tennis courts, a Jr. Olympic sized (heated) pool, private fishing pier, kayak facilities, Bocce court, and amazing nature trails. A distinct advantage and unique selling point of this property is its proximity to a private, deeded beach. This property offers future owners not just exclusive beach access, but a revitalizing retreat amidst the hustle and bustle of life—truly a valuable benefit that amplifies the charm of this residence. Close to local amenities yet precisely positioned to offer privacy and quietude, this property represents an excellent opportunity for discerning buyers. Experience the best of coastal living in this beautiful home, where modern comfort meets natural beauty. Welcome home!
Listing is courtesy of: KELLER WILLIAMS SUBURBAN TAMPA (813-684-9500)
Listing Agent: Antonietta Car (813-684-9500)
4325 GULF OF MEXICO DR #305, LONGBOAT KEY, FL 34228
$999,00065 Days on yellowkey MLS ID: A4690883
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1336 Built: 1975 Tax: $11,669 (2025)Community: Tiffany PlazaCondo
Taxes:$11,669
Remarks: Direct beachfront living! This beautifully updated 2-bedroom, 2-bath residence offers unobstructed Gulf of Mexico views and front-row access to a slice of Longboat Key’s most quiet and uncrowded shoreline. Available fully furnished and turnkey, this condo is ready for immediate enjoyment as a primary residence, seasonal escape, or investment property. The spacious open layout connects the kitchen, dining, and living areas, creating a bright and functional space designed to maximize natural light and water views. The private balcony is the perfect place to spot dolphins, manatees and other wildlife while enjoying morning coffee or evening sunsets. With only 42 residences, Tiffany Plaza offers a more private and welcoming atmosphere than larger condominium communities, with an active clubhouse and strong sense of community among owners. Residents also enjoy close proximity to Bayfront Park, featuring dog parks, tennis, pickleball, kayak facilities, fitness classes, and beautiful bay front walking paths.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Daniel Goldman (516-761-1911)
240 SANDS POINT RD #4104, LONGBOAT KEY, FL 34228
$1,025,00035 Days on yellowkey MLS ID: A4694224
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 640 Built: 1982 Tax: $9,435 (2025)Community: Inn On The Beach Ph IiCondo
Taxes:$9,435
Remarks: Introducing a highly sought-after first-floor Junior Suite in Building 4, boasting stunning Gulf views and now available for purchase. This fully renovated unit is part of the hotel program, generating over $118K in gross income for 2025, with more than $79K already booked through April 2026, indicating the potential for even greater earnings this year. Enjoy an expanded deck alongside a covered terrace that offers direct beach access. Positioned at the northern end of the gulf side, Building 4 provides owners with a sense of privacy from pool activities while still being close to all amenities. As an owner, you gain access to the exclusive offerings of the 410-acre Longboat Key Club, including five fine dining options, 45 holes of championship golf, the award-winning Tennis Gardens, a spa and wellness center, a pristine white sand beach with umbrellas and waitstaff, and a full-service marina. The renovated rooms, main dining area, pool, and guest services enhance the experience at this award-winning property, recognized with accolades such as the AAA Four-Diamond Award and Condé Nast Travelers' Top Florida Resorts. Embrace the Longboat Life today!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Ian Addy, Pa (941-961-8850)
2600 HARBOURSIDE DR #B-13, LONGBOAT KEY, FL 34228
$500,00035 Days on yellowkey MLS ID: A4694623
Bed: Bath: 0.0 Monthly Fee: $675 Tax: $5,375 (2025)Community: Bay IslesDock-Rackominium
Taxes:$5,375
Remarks: A 100 ft. x 28 ft. Boat Slip at Longboat Key Moorings Marina; extra long finger pier, wide beam, extra wide finger pier, and deep water. Huge turning radius, with easy access slip with the views to match the superb amenity package, Slip B-13 at Longboat Key Club Moorings Marina provides one of the most desired locations as a Yacht Club Member slip in the Marina. With the slip measuring 100 x 28, and a usable beam of 25 feet and a long and extra wide finger pier. This location provides close proximity to the hospitality room and Pool. This is a Yacht Club slip. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean-style village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, maintenance and concierge services. Electric, water and wireless internet access at each slip. Free shuttle to St. Armand's Circle. The Marina has everything a boater could need. Yacht Club members have access to private Yacht Club facility which includes private clubhouse with TV, conference table, comfortable furnishings just for relaxing. Exterior amenities include private pool, grills, outside tables, chase lounges, and convenient bathhouse. Other amenities include dining at the Key Club's unique restaurants, Islandside and Harbourside golf courses, tennis courts and beach facilities, Fitness Centre, Mind and Motion Studio, and Spa. Longboat Key Moorings is truly a World Class facility. Buyer must join the Longboat Key Club on or before the closing date. Longest vessel this slip will accommodate is 95 feet LOA, with the beam depends on the make of the vessel. All vessels must be approved by the BOD prior to entering the Marina. A current photo and specs of the vessel must be submitted for review.
Listing is courtesy of: LBRE LLC (941-383-8383)
Listing Agent: Jennifer Wilson (941-809-7592)
4825 GULF OF MEXICO DR #202, LONGBOAT KEY, FL 34228
$890,000204 Days on yellowkey MLS ID: A4674248
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1393 Built: 1970 Tax: $11,058 (2024)Community: WestchesterSpa: NoCondo
Taxes:$11,058
Tax Year: 2024
Remarks: The unobstructed Gulf View greets you as you enter this 2nd floor unit. The spacious living area overlooks the large screened lanai out to the Gulf of Mexico. All units at The Westchester community have new impact resistant sliders and windows that meet Miami Dade code in order to reduce insurance premiums for all. This unit also has extra protection as both lanais have electric shutters that also help with energy cost while you are away. The windows, sliders and shutter cost were the responsibility of the owners. Brand new Hunter Douglas honeycomb blinds on both sliders. A/C is 3 years new, water heater 1 year ago. The entire unit is freshly painted and the ceilings refinished. A new GE Profile combo washer/dryer was just installed so you won’t need to use the community laundry. The galley kitchen is tastefully updated with soft close cabinetry and quartz countertops. The refrigerator was replaced 2 years ago; it has a purified water option for drinking water and ice. The primary bedroom has a private lanai that overlooks the Gulf. Both en-suite bedrooms are split to offer privacy. Both have walk in closets as well as a second closet in the main bedroom area. The primary bathroom was renovated with a beautiful shower and dual vanity; The second bath was also renovated and has a large Kohler soaking tub and Kohler fixtures. The guest bedroom is large enough to accommodate 2 double beds. There are 3 entry storage closets as well as a large private storage room downstairs close to your assigned carport space. Westchester is situated on 7 acres with 700 feet of beach. There are loungers on the beach, 2 heated pools, 3 beachside tiki huts, pickleball/tennis court, kayak/bicycle storage, BBQ grills and shuffleboard. The new clubhouse with fitness center is currently under construction. The Gulf side of the property is undergoing improvements to the pool area as well as landscaping. Westchester is a very well managed property with in-house manager and maintenance staff. The unit is being offered unfurnished. BE SURE TO CHECK OUT THE VIRTUAL TOUR LINK FOR THE 3D TOUR - BETTER THAN PICTURES!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Debbie Lane (941-376-9267)
450 GULF OF MEXICO DR #B207, LONGBOAT KEY, FL 34228
$650,000265 Days on yellowkey MLS ID: A4667364
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1474 Built: 1970 Tax: $6,830 (2024)Community: Bay Harbour AptsCondo
Taxes:$6,830
Remarks: Where can you find an exquisite 3-bedroom waterfront condo on the coveted South End of Longboat Key under $700,000? Discover the ultimate island lifestyle in this beautifully furnished end unit located in the highly sought-after Bay Harbour community. Boasting a desired southern exposure, lower maintenance fees, and a pet-friendly policy, this condo is the perfect blend of comfort and convenience. Even better, the 2023 special assessment of $23,000 has been paid in full, covering a new roof, total building painting, and internal pipe lining. This immaculate home features a bright, coastal interior with a serene, open layout and spectacular bay and pool views through the multiple windows only an end unit can offer. The living room and third bedroom are elevated by beautiful moldings and updated ceilings, while the newer kitchen is a chef’s dream with all under-cabinet pull-out drawers and a clever corner turn-around for maximum storage. The bathrooms present an excellent opportunity for a new owner to customize and enhance the space with contemporary finishes. The primary suite is a true retreat, offering breathtaking water views and exceptional closet space with his-and-her built-ins. A unique design feature allows the hallway door to close, transforming the master entry into a private dressing room complete with a full-length mirror. For guests, the hallway is equipped with a pocket door to provide more privacy. The master bedroom also is equipped with a pocket door. Whether you use the expansive third bedroom for visiting family or as a home office, the versatility of the space is unmatched. Step outside and immerse yourself in the beauty of Sarasota Bay, where you'll enjoy direct access to a kayak launch and optional boat slips just steps from your front door. For boating and nature enthusiasts, Bay Harbour is a true gem. Enjoy direct access to a kayak launch and optional boat slips just steps from your front door. With no bridges to Sarasota Bay and just one to the Gulf, you'll have unrestricted access to deep waters for boats up to 42 feet. The remodeled marina is fully equipped with electrical, freshwater, and a fish cleaning station, while the seawall offers frequent visits from dolphins and playful manatees. This unparalleled location is just minutes from world-renowned St. Armands Circle and downtown Sarasota, and it is walkable to the Longboat Key Club, Dry Dock, and Charthouse. Whether you're seeking a permanent residence or a seasonal retreat, this waterfront oasis offers the perfect combination of location, luxury, and lifestyle.
Listing Agent: Mairead Smialek (847-334-4848)
591 #A GOLF LINKS LN, LONGBOAT KEY, FL 34228
$7,299,000135 Days on yellowkey MLS ID: A4681766
Bed: 5 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4452 Built: 2025Monthly Fee: $17 Tax: $24,753 (2025)Community: Country Club Shores Sec 03Single Family
Taxes:$24,753
Remarks: Pre-Construction. To be built. Wake up to shimmering views, spend your afternoons on the water, and end your evenings watching the Sarasota skyline glow from your private rooftop deck. This is the kind of home that defines the Longboat Key lifestyle. To be built by Brista Homes and designed by Mark Sultana of DSDG Architects, this stunning residence is set on one of the largest canal-front lots in Country Club Shores—approximately 1/3 acre—offering the rare advantage of a true backyard, something rarely found on smaller properties, along with community deeded beach access just moments away. This impressive coastal residence offers an exceptional combination of size, location, and boating access. Positioned just one lot from Sarasota Bay, the setting provides both canal frontage and quick, effortless access to open water. Inside, 4,452 square feet of thoughtfully designed living space spans five bedrooms, five full baths, and two half baths—perfectly suited for hosting family and friends or accommodating extended stays. Architectural highlights include a wine closet beneath the open staircase and a striking two-way fireplace that anchors the main living areas. Private outdoor balconies, complemented by and outdoor kitchen, extend the living space and invite seamless indoor-outdoor living. Two laundry rooms add everyday convenience, while the layout balances openness with privacy, creating a home that feels both grand and livable. This house shines equally outside. A waterfall visible from the front door flows seamlessly into an infinity-edge pool, two outdoor showers – one right outside the master suite, newer seawall, and dock invite spontaneous days on the bay, sunset cruises, and weekends spent exploring the water. Above it all, the rooftop deck steals the show, featuring a private putting green and offering sweeping views of Sarasota Bay and downtown Sarasota, and a front-row seat for sunsets, fireworks, and unforgettable evenings under the stars. Ideally located just minutes from the Longboat Key Club, with membership opportunities and a short drive to the boutiques and dining of St. Armands Circle and vibrant Downtown Sarasota, this home places you at the center of everything that makes Longboat Key so desirable.
Listing is courtesy of: BRISTA REALTY LLC (941-373-0500)
Listing Agent: Gina Ursini (941-812-4894)
600 SUTTON PL #101B, LONGBOAT KEY, FL 34228
$349,900456 Days on yellowkey MLS ID: C7507243
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 883 Built: 1973Monthly Fee: $1,232 Tax: $6,247 (2024)Community: Sutton PlaceCondo
Taxes:$6,247
Remarks: Waterfront condo with Sarasota Bay views! Perfectly positioned along Sarasota Bay on **Longboat Key** and just steps from the turquoise waters of the **Gulf of Mexico**, this exceptional community offers the ultimate coastal lifestyle in an unbeatable location. Current owners have never had water intrusion from any hurricanes. This spacious ground-floor corner residence features an expansive open-concept layout designed to comfortably accommodate up to six guests. The beautifully remodeled kitchen showcases stainless steel appliances, a brand-new range, granite countertops, stone backsplash, recessed lighting, and solid wood cabinetry — blending modern style with everyday functionality. A charming nook provides the perfect space for additional sleeping accommodations or a cozy retreat to enjoy serene bay views. Impact-rated sliding glass doors open seamlessly to the outdoors and are complemented by brand-new Shade Store cellular window treatments. Relax while taking in peaceful water and pool views from the comfort of your living space. The spacious primary bedroom features custom cellular shades with top and bottom openings to maximize natural light and views, along with a walk-in closet complete with built-ins. The ensuite bath has been thoughtfully updated with a newer vanity and a brand-new shower remodel (2025), offering a fresh, modern feel. Furnishings are optional and tastefully curated with designer touches, making this property move-in or rental ready. Exceptional Community Amenities - Residents enjoy a truly unique waterfront lifestyle: Two heated pools, Marina and clubhouse, Available boat slips for rent, Fish-cleaning station, Kayak storage with electric launch, BBQ grilling areas, Car wash station, Lighted assigned carport parking, Elevator access, Private storage unit (3rd floor), Laundry facility (2nd floor), Exclusive deeded beach access on Longboat Key, featuring a pavilion, storage lockers, indoor showers, and restrooms. Enjoy watching dolphins and manatees from the bayfront grounds, spend your days fishing or kayaking, or relax on the sugar-sand beaches just across the street. The community is also in the planning stages of adding a brand-new state-of-the-art fitness center. Shopping and dining are just minutes away at the renowned **St. Armands Circle**. Experience the best of both worlds — Gulf-front beach days and tranquil bayfront evenings. This is coastal living at its finest.
Listing is courtesy of: MARINA PARK REALTY LLC (941-205-0888)
Listing Agent: Jill Baldwin (941-223-2025)
545 SANCTUARY DR #B305, LONGBOAT KEY, FL 34228
$2,495,000142 Days on yellowkey MLS ID: A4681142
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2580 Built: 1991 Tax: $25,314 (2025)Community: Sanctuary IiiCondo
Taxes:$25,314
Remarks: The Sanctuary behind the gates of the Longboat Key Club located on the beachfront is one of the most desirable addresses on Longboat Key, Florida. New to the market, this full on, direct Gulf view residence B305 in Building III at 545 Sanctuary Drive offers about 3,000 square feet with three bedrooms & 2 ½ bathrooms providing spacious and elegant beach front living. From the handsome double door entry, the gleaming marble floor dining area invites you into this luxurious condominium home. Then, you will be treated to a sparkling like diamonds daytime Gulf water views or in the evening, breathtaking sunsets in shades of purple & orange. These magnificent direct Gulf views can be enjoyed from the attractively furnished living room and the serene primary bedroom & of course from the 21-foot-long covered Gulf side terrace. This unique Carlyle floorplan also features a second, east facing private terrace which can be accessed through the guest bedroom as well as from the handsome kitchen as you enjoy morning sunrises with a cup of coffee. This beach retreat is in impeccable condition with high quality furnishings plus electric storm shutters on all sliding doors. This unit also has one under building garage space #150 plus a climate controlled storage cage. Decorated in neutral tones, this home offers coastal elegant style throughout. The cozy eat in kitchen has custom built light wood cabinetry, high end finishes, cream colored granite counter tops, tile backsplash & double ovens. The gracious, large primary bedroom suite is a tranquil retreat with Gulf water views, a large walk-in closet & a spa like En Suite bathroom with double sinks, a soaking tub & a walk-in shower. The Sanctuary offers an exclusive resort lifestyle. The beautiful beach front measures 1200 feet of pristine white sand. The resort style, heated Olympic sized swimming pool includes a 25 meter lap lane plus there is a separate outdoor whirlpool & fire pit area. Amenities include two lighted Har-Tru tennis courts & a state of the art fitness center with saunas located in the newly redecorated clubhouse which offers a fully equipped kitchen & entertainment room. On site management, 24 hour security & 18 acres of meticulously maintained grounds & beach enhance the sense of exclusivity & security.
Listing Agent: Maruta Miluns (941-374-9702)
2600 HARBOURSIDE DRIVE #H-04, LONGBOAT KEY, FL 34228
$275,00036 Days on yellowkey MLS ID: A4694327
Bed: Bath: 0.0 Built: 1985Monthly Fee: $37,001 Tax: $2,306 (2025)Community: Bay IslesDock-Rackominium
Taxes:$2,306
Remarks: A favorite dock in the Marina! This 55 x 20 foot slip at Longboat Key Club Moorings is located at the Marina Village along the seawall! Easy access on and off the water to this H-dock slip. Club membership is not required. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean style marina village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, and discreet, on-site maintenance and concierge services. Electric, water and wireless internet access. Longboat Key Moorings is truly a World Class facility. Membership in the Longboat Key Club is available with the option to join anytime. Each vessel must be approved by the Association's Board of Directors prior to entering the Marina. The longest vessel permitted in the slip is 50 LOA; beam depends on the vessel. Call to discuss!
435 L AMBIANCE DR #L807, LONGBOAT KEY, FL 34228
$3,200,000258 Days on yellowkey MLS ID: A4668015
REDUCED by $300,000 (8.6%) on 05/14/2026
Bed: 2 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2525 Built: 1994 Tax: $29,083 (2024)Community: L Ambiance At Longboat Key Club Ph 02Spa: YesCondo
Taxes:$29,083
High School: Riverview High
Middle School: Pine View School
Remarks: Sunrise to Sunset Views - Your Coastal Paradise awaits you at L'Ambiance!** 2 bedrooms with an open den --step into a world of instant enjoyment. Nestled along the stunning Gulf of Mexico, L'Ambiance offers you a front-row seat to Sarasota's dramatic sunrises and captivating sunsets. This exceptional corner residence is a rare gem, designed to help you create a lifetime of cherished memories. As you glide off your private elevator into the foyer, prepare to be mesmerized by panoramic views that seamlessly blend the indoors with the stunning outdoors. Meticulously crafted by a professional decorator, this residence is a masterpiece of elegant living, featuring expansive glass walls that invite the beach's natural beauty into your home. Enjoy the custom kitchen and luxurious bathrooms, all adorned with travertine flooring in the main living areas and plush carpeting in the bedrooms. Imagine sipping your morning coffee on the east terrace, soaking in the breathtaking sunrise, or toasting to the magical afterglow of sunset with a glass of champagne on the southwest terrace. This spacious 2-bedroom (plus den or 3-bedroom) and 3.5-bathroom residence exemplifies the pinnacle of beachside luxury. Your maintenance fee ensures a stress-free lifestyle, covering everything from the building's exterior and cable service to flood insurance and on-site management so that you can immerse yourself fully in the extraordinary island living experience. With concierge services, a resort-style pool and spa, guest suites for visitors, and a state-of-the-art fitness center, L'Ambiance offers amenities that elevate your everyday life. Sarasota's pristine white, sugar-sand beaches are just the beginning! Dive into a vibrant cultural scene to enjoy the Sarasota Opera, the Sarasota Ballet, and the West Coast Symphony. Explore the renowned Ringling Museum of Art, wander through charming art galleries and antique shops, or indulge in exquisite dining at world-class restaurants. Whether you crave the excitement of marinas and golf courses or the casual charm of local cafes, Sarasota truly has it all. Make this luxurious beachfront residence your new home and embrace the unparalleled lifestyle that awaits you at L'Ambiance. Your dream of extraordinary living is just a step away!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Judy Kepecz-Hays (941-587-1700)
3010 GRAND BAY BLVD #432, LONGBOAT KEY, FL 34228
$1,245,000123 Days on yellowkey MLS ID: A4683353
REDUCED by $154,000 (11.0%) on 05/21/2026
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2143 Built: 1999Monthly Fee: $175 Tax: $14,342 (2025)Community: Grand Bay 4Condo
Taxes:$14,342
Remarks: Step into the foyer from your private elevator and through chic double doors into this fully furnished Grand Bay masterpiece where drama meets elegance. Floor-to-ceiling glass sliders reveal a breathtaking panorama of the downtown city skyline, John Ringling Bridge, Harbourside golf course, and Sarasota Bay. The open floor plan seamlessly connects the living and dining areas to a versatile den—perfect as a media room or a third bedroom. Equipped with premium KitchenAid appliances, a Subzero and a central island, the kitchen includes an eating space for casual mornings. Wake up to panoramic bay views in the primary suite featuring private access to a massive wraparound terrace. The spa-like primary bath offers a garden soaking tub, dual vanities, a glass-enclosed shower and walk-in closet. The ensuite guest room ensures privacy and comfort, complete with its own stunning views of the water and greens and terrace access. Located behind the prestigious Longboat Key Club gates, residents enjoy double-gated security, Har-Tru tennis courts, a fitness center, a recently renovated Clubhouse and two heated pools. Grand Bay residents have private access to the Bay Isles Beach Club, all while being minutes away from the world-class shopping of St. Armands Circle and the cultural hub of downtown Sarasota.
240 SANDS POINT RD #4102, LONGBOAT KEY, FL 34228
$950,000296 Days on yellowkey MLS ID: A4663925
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 640 Built: 1982 Tax: $10,451 (2025)Community: Inn On The Beach Ph IiCondo
Taxes:$10,451
Remarks: Highly desirable and rarely available 1st floor walkdown Junior Suite with Gulf views in Building 4 now available. This completely renovated unit is currently in the hotel program and reported healthy income in 2023 and 2024. There is an expanded deck in addition to the covered terrace, which provides direct access to the beach. Building 4 is situated farthest north on the gulf side where owners value privacy from the pool activities, but are still close to all of the amenities. As an owner, you are able to take advantage of the amenities offered by the 410 acre member-only Longboat Key Club while using your owner time. These include fine dining in 5 exclusive restaurants, 45 holes of Championship golf, the award-winning Tennis Gardens, spa/wellness center, white sand beach with umbrellas and waitstaff and a full-service marina. The renovated rooms, main dining area, pool and guest services provide an enhanced product and elevated experience to a property that already accumulates a multitude of awards including the AAA Four-Diamond Award and Condé Nast Travelers Top Florida Resorts. Start enjoying the Longboat Life today!
230 SANDS POINT RD #3703, LONGBOAT KEY, FL 34228
$1,875,00088 Days on yellowkey MLS ID: A4687684
0 Days Off yellowkey (back on 3/30/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1394 Built: 1982 Tax: $21,015 (2025)Community: Inn On The Beach Ph ICondo
Taxes:$21,015
Remarks: Under contract-accepting backup offers. Rarely available renovated corner two bedroom at The Resort at Longboat Key Club. Full gulf views from this 7th floor vantage are enjoyed from every room and the corner position offers extra square footage with extra windows. Located behind the gates of the Longboat Key Club, owners will enjoy the coastal contemporary finishes and excellent income history. As an owner, you are able to take advantage of the amenities offered by the 410 acre member-only Longboat Key Club while using your owner time. These include fine dining in 5 exclusive restaurants, 45 holes of Championship golf, the award-winning Tennis Gardens, spa/wellness center, white sand beach with umbrellas and waitstaff and a full-service marina. The renovated rooms, main dining area, pool and guest services provide an enhanced product and elevated experience to a property that already accumulates a multitude of awards including the AAA Four-Diamond Award and Condé Nast Travelers Top Florida Resorts. Start enjoying the Longboat Life today!
250 SANDS POINT RD #5106, LONGBOAT KEY, FL 34228
$960,000170 Days on yellowkey MLS ID: A4676698
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 634 Built: 1982 Tax: $7,306 (2025)Community: Inn On The Beach Ph IiCondo
Taxes:$7,306
Remarks: Completely renovated first floor walkdown Junior Suite with spectacular views of Longboat Key Club’s Golf Course currently in the hotel program now available. There is an expanded deck in addition to the covered terrace, ideal for watching a wide variety of wildlife and golfing activity. Building 5 is positioned where owners value privacy from the hustle and bustle of the main entrance and pool activities but are still close enough to enjoy the pool and beach without having to pack the car and drive anywhere. Gross income realized in 2023 was $130,895 and in 2024 was $117,719. As an owner, you are able to take advantage of the amenities offered by the 410 acre member-only Longboat Key Club while using your owner time. These include fine dining in 5 exclusive restaurants, 45 holes of Championship golf, the award-winning Tennis Gardens, spa/wellness center, white sand beach with umbrellas and waitstaff and a full-service marina. The renovated rooms, main dining area, pool and guest services provide an enhanced product and elevated experience to a property that already accumulates a multitude of awards including the AAA Four-Diamond Award and Condé Nast Travelers Top Florida Resorts. Start enjoying the Longboat Life today!
5055 GULF OF MEXICO DR #421, LONGBOAT KEY, FL 34228
$549,000102 Days on yellowkey MLS ID: A4684543
REDUCED by $26,000 (4.5%) on 05/20/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1484 Built: 1973 Tax: $8,224 (2024)Community: Club Longboat Beach & TennisSpa: YesCondo
Taxes:$8,224
Remarks: Set within the highly regarded Club Longboat Beach & Tennis on Longboat Key, this 2BR/2BA residence offers an excellent opportunity to create something truly special in one of the island’s most amenity-rich communities. Just under 1,500 sq. ft. and located on the second level, the residence enjoys a comfortable layout where the primary suite opens to a private terrace, bringing in light and breezes throughout the day. The dining area features a tray ceiling and flows easily into the living room, where a full wall of sliders leads to an open terrace and invites indoor and outdoor living to blend naturally. The space is ready for your personal design vision, offering a solid canvas in a location where lifestyle often takes center stage. Life at Club Longboat Beach & Tennis is known for its mix of recreation, flexibility and beachfront access. Residents enjoy 750 feet of pristine shoreline, eight Har-Tru tennis courts, pickleball courts, two heated pools, a fitness center and a relaxed, social atmosphere. Pet-friendly with 2 pets, no weight restrictions and a rental policy allowing one-month minimum stays up to twelve times per year, this residence is ideal for a full-time escape, seasonal retreat or investment opportunity.
Listing Agent: Bruce Myer (941-376-5311)
600 PUTTER LN, LONGBOAT KEY, FL 34228
$9,400,000539 Days on yellowkey MLS ID: A4633484
REDUCED by $1,100,000 (10.5%) on 05/19/2026
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 5982 Built: 2017Monthly Fee: $17 Tax: $69,287 (2025)Community: Country Club Shores, Unit 5, Sec 3Spa: YesSingle Family
Taxes:$69,287
Remarks: Welcome to Paradise on Longboat Key. This coastal modern home is located on the direct bayfront with a total of 270 feet of waterfront on an oversized lot consisting of 18,290 square feet. As you enter the home, your first view is a serene and expansive view of Sarasota Bay all the way from the Ringling Museum to Downtown Sarasota and the Ringling Bridge. Enjoy different types of boating as the dock includes 2 jet ski lifts and a 13,000 pound boat lift. With plenty of interior space, there are 5 bedrooms and 5 baths plus a dedicated office/den, family room and game room. Every bedroom is filled with bay views. As an added advantage, guests have their own space upstairs that includes a kitchenette. Outfitted with an elevator that stops at every floor, including the three car garage, convenience is just a step away. To enjoy the views outside, there is an outdoor surround lanai with disappearing screens, fireplace and summer kitchen. Large covered terraces on both levels provide views of beautiful sunrises over Sarasota Bay and Downtown Sarasota.
Listing is courtesy of: FLORIDA CAPITAL REALTY (786-953-5870)
Listing Agent: Kathleen Callender (941-321-3115)
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