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Booker High - A4694733 - 1211 GULF OF MEXICO DR #105, LONGBOAT KEY, FL 34228 Just Added on 05/26/2026 11:18PM
$1,648,000 | Condo | 2 beds | 2.0 baths
Exceptional opportunity to own this beautifully reimagined first-floor residence at The Promenade on Longboat Key, where luxury coastal living meets sophisticated modern design. Completely gutted and renovated from top to bottom, this stunning condominium offers nearly 400 feet of private beach frontage and partial Gulf of Mexico views from almost every room. This spacious two-bedroom, two-bath split floor plan showcases a bright, open-concept design ideal for both entertaining and relaxed everyday living. The designer kitchen flows seamlessly into the expansive living and dining areas and features custom cabinetry, premium countertops with full-height backsplash, and top-tier appliances. A custom dry bar with built-in wine cooler and under-shelf lighting adds an elegant touch for effortless entertaining. Enjoy breathtaking northwest sunset views from the great room or unwind on the private balcony overlooking the Gulf. The luxurious primary suite offers direct balcony access, a large custom walk-in closet, and a spa-inspired en-suite bath complete with a soaking tub, rain shower system, and large-format designer tile creating a true retreat-like atmosphere. The generously sized guest bedroom provides comfort and flexibility for visitors. Every inch of this residence has been thoughtfully curated with exceptional craftsmanship and attention to detail, balancing modern sophistication with everyday comfort. The Promenade offers a true resort-style lifestyle with a 24-hour staffed gatehouse, concierge services, secure under-building assigned parking, heated Gulf-front pool and spa, expansive sundeck with gazebo and grilling area, four Har-Tru tennis courts, fitness center, craft room, and inviting social spaces. Private beach access lined with charming tiki huts completes this extraordinary Longboat Key experience. Rarely does a completely renovated residence of this caliber become available in one of Longboat Key’s most desirable Gulf-front communities. Experience the ultimate in beachfront living, where every day feels like a vacation.
Listing is courtesy of: COLDWELL BANKER REALTY
Booker High - A4694394 - 3606 FAIR OAKS PL, LONGBOAT KEY, FL 34228 Just Added on 05/26/2026 5:02PM
$4,999,000 | Single Family Home | 5 beds | 3.0 baths | 2 gar
Nestled behind the gates of the highly celebrated Bay Isles community, this exceptional five-bedroom waterfront residence at 3606 Fair Oaks Lane offers the perfect blend of luxury, comfort, and peace of mind with an impressive list of recent upgrades and improvements. Designed for effortless coastal living, this beautifully updated home showcases refined interiors, expansive outdoor living spaces, and direct boating access, all within one of Longboat Key’s most sought-after neighborhoods. From the moment you arrive, the home’s meticulous maintenance and thoughtful renovations are immediately apparent. A roof just two years old, hurricane shutters on all windows and doors, and multiple updated mechanical systems provide exceptional value and confidence for years to come. Inside, the residence has been extensively renovated in 2026 with stunning new engineered wood flooring flowing throughout the home, creating a warm and welcoming coastal aesthetic. The spacious floor plan offers five generously sized bedrooms, ideal for accommodating family and guests while maintaining privacy and flexibility for today’s lifestyle needs. The heart of the home is the beautifully refreshed kitchen, complete with brand-new KitchenAid appliances installed in 2026, blending modern functionality with timeless design. Adjacent living and dining areas are filled with natural light and seamlessly connect to the outdoor entertaining spaces, creating an inviting atmosphere perfect for both everyday living and hosting gatherings. Every bathroom in the home was completely renovated in 2026 with stylish finishes and contemporary details that elevate the home’s overall elegance. Extensive system upgrades include three HVAC systems replaced in 2022, 2023, and 2026, along with a new hot water heater installed in 2026, ensuring maximum efficiency and comfort throughout the property. Outdoor living is equally impressive and designed to embrace the Florida waterfront lifestyle. The pool area underwent a significant transformation in 2025 with new pool decking, a resurfaced pool finish, updated waterline tile, and a new gas pool heater, creating a true private resort setting. In 2026, the addition of a fully equipped outdoor kitchen elevated the entertaining experience even further, offering the perfect backdrop for waterfront dining and sunset gatherings. Boating enthusiasts will appreciate the new 10,000-pound boat lift installed in 2025 along with a beautifully updated dock and deck, providing quick and convenient access to Sarasota Bay and the Gulf waters beyond. Combining luxury updates, exceptional outdoor amenities, and a premier location within the coveted Bay Isles community, with private beach club access, this extraordinary Longboat Key residence presents a rare opportunity to enjoy refined waterfront living with every major improvement already completed.
Listing is courtesy of: SARASOTA TRUST REALTY COMPANY
Booker High - A4694769 - 2600 HARBOURSIDE DR #H-05, LONGBOAT KEY, FL 34228 2 Days on yellowkey
$300,000 | Dock-Rackominium
The most convenient dock in the Marina! This 55 x 20 foot slip at Longboat Key Club Moorings is located at the Marina Village along the seawall! Nicely manicured lawn fronts the area at the slip. Club membership is not required. Direct access to Sarasota Bay and the ICW. The deep water marina is as much as a 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!
Listing is courtesy of: LBRE LLC
Booker High - A4694202 - 1045 GULF OF MEXICO DR #301, LONGBOAT KEY, FL 34228 4 Days on yellowkey
$950,000 | Condo | 2 beds | 2.0 baths
Coastal living at its finest and the perfect beach front retreat. This third floor corner residence is ready for your creative spirit. It offers views of the beach, the sparkling Gulf of Mexico, and breath taking sunsets year round. The new impact windows and sliding glass doors where installed in 2020 and the new HVAC system was replaced in March of 2026. This property is in very good condition and has been well maintained. Beachplace offers a Jr. Olympic sized swimming pool with swim lanes, a splash pool, hot tub, fitness center, grilling area, tennis, pickle ball, EV charger and a 24 hour guard gated entrance. All furnishings are included and this would make a great rental. New HVAC system in June 2025.
Pine View School - A4693865 - 2675 GULF OF MEXICO DR #303, LONGBOAT KEY, FL 34228 4 Days on yellowkey
$1,295,000 | Condo | 2 beds | 2.0 baths | 1 gar
Experience the ultimate in coastal luxury in this strikingly beautiful 1,900 sq. ft., furnished, direct Gulf-front residence, where breathtaking turquoise water panoramas and beach views surround you from every room. New A/C April 2026. Fridge & Hot water 2024. Thoughtfully designed with an open-concept kitchen, elegant plank wood-style porcelain flooring throughout, and an ideal split floor plan, this exceptional condominium offers two spacious en-suite bedrooms plus a versatile den or home office that easily functions as a third bedroom or study, comfortably accommodating up to 10 guests. Including 3 new sets of hurricane rated sliding doors at a cost of over $40,000. Secure key fab entry at the front Lobby or garage. Enjoy the convenience of an in-unit laundry room, generous walk-in closets, private under-building garage parking, bicycle storage, abundant guest parking, and resort-style amenities including a beachside pool, tennis and pickleball courts, and BBQ area. Perfectly positioned on Longboat Key, you can stroll next door to Maison Blanche for renowned Zagat and Golden Spoon award-winning dining, while Publix, CVS, Longboat Key Fitness personal trainers, and J.McLaughlin are all conveniently located just across the street.
Listing is courtesy of: SARASOTA BEACH TO BAY INC
Booker High - A4694695 - 1965 GULF OF MEXICO DR #G5-103, LONGBOAT KEY, FL 34228 4 Days on yellowkey
$649,000 | Condo | 2 beds | 2.5 baths
Experience coastal living at its finest in this beautifully updated ground-floor residence at Seaplace on Longboat Key. This 2-bedroom, 2.5-bath condominium in the desirable G5 building offers northwest Gulf views and stunning sunset skies from the screened lanai, just steps from the beach. The bright, open-concept floor plan features a sleek modern kitchen with glossy cabinetry, quartz countertops, stainless steel appliances, and a spacious breakfast bar perfect for entertaining. Floor-to-ceiling mirrors enhance the natural light and create a spacious, contemporary feel throughout the living and dining areas. The primary suite offers a peaceful retreat with an updated en-suite bath, while the guest bedroom provides comfort and privacy for family and visitors. Hurricane-impact sliding glass doors and windows provide peace of mind and energy efficiency. Whether you are seeking a vacation getaway, seasonal retreat, investment property, or full-time residence, this move-in-ready condo checks every box. Seaplace is a gated Gulf-front community situated on 42 beautifully landscaped acres spanning from the Gulf to the Bay. Residents enjoy resort-style amenities including 24-hour guard-gated security, a newly remodeled clubhouse, two heated swimming pools, kiddie pool, two hot tubs, three Har-Tru tennis courts, walking trails, fitness center, and private beach access with beach chairs and umbrellas provided. Conveniently located near the Longboat Key Club, St. Armands Circle, and Sarasota’s dining and cultural attractions. Schedule your private showing today and start enjoying the Longboat Key lifestyle!
Listing is courtesy of: MANGROVE REALTY ASSOCIATES
Booker High - A4694623 - 2600 HARBOURSIDE DR #B-13, LONGBOAT KEY, FL 34228 5 Days on yellowkey
$500,000 | Dock-Rackominium
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.
Booker High - A4694354 - 210 SANDS POINT RD #2101, LONGBOAT KEY, FL 34228 5 Days on yellowkey
$1,950,000 | Condo | 2 beds | 2.0 baths
Rare 2BR First-Floor Lockout Unit | Resort at Longboat Key Club Experience the perfect blend of luxury vacationing and rental income with this rare, first-floor lockout suite overlooking the resort pool and just steps from the beach. • Versatile Rental Options: Lockout design allows you to rent as a full 2-bedroom suite or a 1-bedroom unit to maximize revenue. • Prime Location: First-floor convenience with an oversized deck, steps away from the beach, pool bar, and restaurants. • World-Class Amenities: Access to 45 holes of golf, 21 tennis courts, 5 restaurants, a luxury spa, fitness center, and a bayside marina. Perfect for families seeking a premium getaway with built-in investment potential.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY
Booker High - A4694532 - 3527 FAIR OAKS LN, LONGBOAT KEY, FL 34228 5 Days on yellowkey
$2,550,000 | Single Family Home | 4 beds | 4.5 baths | 2 gar
Experience refined coastal luxury in this impeccably renovated 4,154-square-foot golf course estate, ideally positioned within the exclusive Queens Harbour enclave of gated Bay Isles on Longboat Key. This extraordinary two-story residence offers 4 bedrooms, 4.5 bathrooms, and an elegant open floor plan thoughtfully curated with exquisite finishes and designer details throughout. Extensive recent enhancements include a newer roof (2021), new panoramic pool cage with picture-frame screening (2025), new hurricane Armor Screen shutters protecting every opening (2025), and a custom two-person Pneumatic Vacuum elevator, along with numerous additional upgrades and improvements. Dramatic two-story windows fill the expansive great room and chef’s kitchen with natural light while showcasing breathtaking views of the sparkling pool, serene lake, lush landscaping, majestic oak trees, and the manicured fairway. Designed for both everyday living and entertaining, the gourmet kitchen is a culinary masterpiece, complete with a large gas range, dual ovens, solid wood cabinetry, abundant counter space, and a charming breakfast nook framed by bay windows overlooking the pool and golf course. The luxurious first-floor owner’s retreat offers Brazilian cherry wood flooring, vaulted ceilings, French doors opening to the lanai, dual walk-in closets, and a spa-inspired bathroom. Two additional guest bedrooms on the main level are connected by a beautifully appointed Jack-and-Jill bathroom. Outdoor living is equally exceptional, with an oversized pool and spa set within a spacious private lanai designed for relaxation and entertaining while enjoying tranquil sunsets over the lake and golf course. Residents of Queens Harbour enjoy maintenance-free living, a private community pool, and exclusive access to the Bay Isles Beach Club with deeded Gulf beach access. Ideally located near the Longboat Key Club Harbourside golf course, tennis facilities, and the Moorings Yacht Club, this residence embodies the finest in Longboat Key luxury living.
Bayshore High - A4694502 - 6664 & 6660 & 6670 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228 6 Days on yellowkey
$18,500,000 | Single Family Home | 2 beds | 2.0 baths | 2 gar
This house is a part of a 5.5 Property and will be sold together as one parcel. The house can be used as a guest house, caretaker home or removed for development.
Booker High - A4694327 - 2600 HARBOURSIDE DRIVE #H-04, LONGBOAT KEY, FL 34228 6 Days on yellowkey
$275,000 | Dock-Rackominium
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!
Bayshore High - A4694346 - 909 SPANISH DR N, LONGBOAT KEY, FL 34228 6 Days on yellowkey
$2,950 | Villa | 2 beds | 2.0 baths | 1 car
One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. This beautifully updated/unfurnished two-bedroom, two-bath Spanish Main standalone villa with beach access is available for annual lease! The fully remodeled home features neutral tile plank flooring throughout, a spacious chef’s kitchen with 42-inch wood cabinets, quartz island that seats seven, slow-close drawers, and new appliances—all opening to a bright living area. The primary suite offers an en-suite bath with frameless glass shower and double sinks, plus a large walk-in closet. Step through new double doors to a generous screened lanai overlooking lush wetlands and Bay views, perfect for relaxing, dining, or using as a flexible third space, complete with retractable awning, brick paver patio, hurricane-rated windows and doors, motion lights, and electric blinds. In the vibrant 55+ Spanish Main Yacht Club community enjoy a pool, shuffleboard, private deeded beach access on Longboat Key, and easy boating, fishing, and cycling, all just minutes from St. Armands Circle, downtown Sarasota, dining, shopping, and the airport. Basic cable and water included. Move-in ready and waiting—call for details on this piece of paradise.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY
Bayshore High - A4694059 - 791 BROADWAY ST, LONGBOAT KEY, FL 34228 7 Days on yellowkey
$1,625,000 | Single Family Home | 2 beds | 2.0 baths | 3 gar
Welcome home to 791 Broadway, nestled in the heart of historic Longbeach Village on the North end of prestigious Longboat Key. This elevated island-style residence offers the perfect blend of coastal charm, comfort, and relaxed island living. Thoughtfully designed across multiple levels, the home captures beautiful morning sunrises, colorful sunsets, and stunning views of Sarasota Bay and the intracoastal waterway. From the moment you step inside, you are greeted by an abundance of natural light, soaring ceilings, plantation shutters, and inviting open spaces that are ideal for both everyday living and entertaining. The property offers wonderful flexibility, including an oversized garage with plenty of room for golf carts, kayaks, bicycles, beach gear, and more. The outdoor living areas are equally inviting, with several unique spaces to relax and enjoy the surroundings — from the covered front porch to the rear deck overlooking the water, along with the peaceful sound of multiple water features throughout the property. Recent updates add comfort and peace of mind, including new impact-resistant and energy-efficient windows, two AC units, updated flooring, and many additional improvements that make this home feel warm, welcoming, and move-in ready. Enjoy the charm and convenience of the Village, just a short stroll from community fishing piers, a boat launch, exceptional dining, and the white sandy beaches and turquoise waters of the Gulf of Mexico. This is a wonderful opportunity to experience the laid-back Longboat Key lifestyle in one of the island’s most beloved neighborhoods.
Listing is courtesy of: PREFERRED SHORE LLC
Booker High - A4693692 - 3330 GULF OF MEXICO DR #202D, LONGBOAT KEY, FL 34228 8 Days on yellowkey
$699,995 | Condo | 2 beds | 2.0 baths | 1 car
Experience the best of coastal living at Longboat Key in the sought-after community of Longboat Arms, a tranquil, low-density waterfront enclave featuring just 46 residences across more than three lushly landscaped acres. Ideally located mid-key and only one mile north of the Publix shopping center, this beautifully maintained community offers the perfect balance of privacy, convenience, and resort-style amenities. Recent community enhancements include refurbished and widened boat docks completed in 2025, designed to accommodate larger vessels, along with an exclusive owners-only boat ramp ideal for kayaks, paddleboards, jet skis, and other watercraft. Residents also enjoy a resurfaced and expanded heated pool with a new grilling area, a fully renovated and refurnished clubhouse, tennis courts, and deeded beach access directly across the street. With fully funded reserves and no special assessments, Longboat Arms provides exceptional peace of mind and long-term value. Within this idyllic setting, discover a furnished 2-bedroom, 2-bath condo offering sweeping views of Cranes Bayou, Buttonwood Harbor, Sarasota Bay, and the Intracoastal Waterway. Filled with natural light from every angle, the residence exudes a bright, serene atmosphere designed for relaxed waterfront living. The kitchen features granite countertops, abundant cabinetry, and a peninsula dining bar that opens seamlessly into the living space—perfect for entertaining or casual everyday living. Spacious rooms offer generous closet space, while the enclosed Florida Room creates the ideal retreat to enjoy breathtaking sunrises over the bayou, dolphins passing by, or an eagle perched nearby. Whether you’re seeking a full-time residence, seasonal retreat, or waterfront escape, this exceptional condo offers the ultimate combination of comfort, boating lifestyle, and Gulf Coast charm in one of Longboat Key’s most desirable bayfront communities.
Listing is courtesy of: STRINGER MANAGEMENT INC
Riverview High - A4693849 - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY, FL 34228 11 Days on yellowkey
$6,000 | Condo | 2 beds | 2.0 baths
Now available FOR LEASE at The Islander Club on Longboat Key, this updated 2-bedroom, 2-bath residence offers exceptional value in a true beachfront community. Turnkey and move-in ready, the unit features an open layout with quality finishes, an updated kitchen with stainless steel appliances, wood flooring, refreshed bathrooms, and a spacious 38-foot terrace for outdoor living. The primary suite includes an ensuite bath and walk-in closet, while the guest bedroom offers comfort and privacy for visitors. Residents at THE ISLANDER on LONGBOAT KEY enjoy direct BEACHFRONT access along with resort-style amenities including a private beach, heated pool, fitness center, sauna, tennis, pickleball, and on-site management. Offered at $6,000/month May through December and $10,000/month January through April. AVAILABLE NOW for immediate occupancy. Contact listing agent for showing requests. OPEN FOR 2027 SEASON RESERVATIONS - 3 MONTH MINIMUM
Listing is courtesy of: WAGNER REALTY
Booker High - A4693834 - 100 SANDS POINT RD #225, LONGBOAT KEY, FL 34228 11 Days on yellowkey
$899,000 | Condo | 2 beds | 2.0 baths | 1 car
BACK ON THE MARKET with a New Price and Turn Key! Welcome to your slice of paradise, where coastal living reaches new heights of sophistication, and nestled inside the gates of the Longboat Key Club. This gorgeous 1492 sq. ft. water front residence underwent a total transformation in 2023, and the results are nothing short of spectacular. Step inside this bright second floor residence and discover a two bedroom and two baths, with a view that feels serene, luxurious, and unmistakably coastal. This condo comes with a view of the private marina tucked away in a quiet cove, where you can enjoy watching the dolphins at play. Towering palm trees frame the scene beautifully, with the curved waterfront drive adds a resort-style elegance to this one-of-a-kind property. This kitchen has a bright, modern, upscale feel with a clean coastal-inspired design. White shake-style cabinetry with sleek brushed nickel handles, extending all the way to the ceiling for extra storage. Exotic granite counters, matched with a sleek white Carrara marble back splash. Stainless steel appliances, and a deep undermount sink with a tall industrial-style spring faucet. The expansive great room steals the show, with a dramatic wall of windows, open concept and LVP flooring thru out. Both bathrooms feature quartz counter tops, tiled floors and walk in showers. HVAC 2020. Community amenities abound – enjoy the private beach with tiki’s, lounge chairs, pool, spa, library, community room with kitchen, marina access, bicycle storage, kayak launch, and additional owner’s storage space. With in walking distance to 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
Bayshore High - A4693621 - 4325 GULF OF MEXICO DR #103, LONGBOAT KEY, FL 34228 12 Days on yellowkey
$1,100,000 | Condo | 2 beds | 2.0 baths | 1 car
Experience coastal living in this two-bedroom, two-bath direct Gulf-front residence ideally on the main floor of a desirable mid-rise community on Longboat Key. Freshly painted and thoughtfully enhanced with quartz countertops in both the kitchen and laundry room, along with recently updated washer and dryer appliances, the residence also features crown molding, updated trim and plantation shutters throughout, as well as Gulf-side hurricane shutters. The covered Gulf-side lanai provides the perfect setting to relax and enjoy the coastal surroundings year-round. The primary bedroom offers a very large walk-in closet. This residence includes a designated covered parking space along with private exterior storage. Residents enjoy an impressive array of amenities, including a clubhouse with a sauna, a heated Gulf-front pool, an interlocking stone patio and barbecue, a covered area and direct beach access. Ideally in a sought-after mid-key location, the property is close to St. Armands Circle, with its renowned boutiques, dining and shopping, while downtown Sarasota is just over the bridge, offering arts, culture, dining and entertainment. Heading north, enjoy convenient access to Anna Maria Island, while heading south, you will find the many amenities of Longboat Key, including Publix, CVS, places of worship, banks, parks, town hall, Bayfront Park, public tennis courts, boat launches and more.
Bayshore High - A4693381 - 703 SPANISH DR S, LONGBOAT KEY, FL 34228 14 Days on yellowkey
$435,000 | Villa | 2 beds | 2.0 baths | 1 car
Under contract-accepting backup offers. Go through this beautiful villa and experience all the details that have gone into the total remodel of this home, completed in 2026. The open kitchen with solid 42-inchwood cabinets, classic quartz countertops, all new stainless appliances, new lighting and an oversized island with plenty of sitting room, which leads you into the dining/living space. This design lends itself to cooking and conversation; great for entertaining! The elegant primary en suite, redesigned for total privacy, has a large study, flex room and is ideal for the days you need to work, read or have a workout area. The primary bath is enhanced with a large shower and beautiful tile work. Another closet that houses the in-unit laundry was created for ease and convenience not to mention an additional walk-in closet for additional storage. Porcelain tile flows throughout the villa. The guest bath and bedroom are separate from the primary master en-suite allowing for privacy and a sense of your space. An all-glass lanai leads onto the brick paver patio. The sliding door with motorized blinds allows plenty of light to come in but privacy when needed. A new PVC gate protects the common space shared by the adjoining villa. This area allows for private grilling and direct access into a storage room. Hurricane windows and doors complete this amazing villa! This home is attached to its sister villa 711 Spanish Dr South also for sale. Equally as beautiful. If purchased together, new owners could have two homes available for friends and family gatherings, with multigenerational potential. Imagine two full fabulous kitchens, four bedrooms, four baths and lots more space for sleeping. Many opportunities with this rare find. This vibrant 55-plus boating community of Spanish Main Yacht Club neighborhood is full of wonderful neighbors, heated swimming pool with fabulous water views, private deeded beach access to the gorgeous Longboat Key beaches and the warm Gulf waters. The desired deepwater marina that has holds up to 40-foot vessels with 40 slips available for lease also has electric and water for convenience. Slips available! Fishing, boating, kayaking, paddleboarding and more. Bonus of being a pet-friendly community. Close to St Armands Circle and downtown Sarasota makes this location ideal for shopping, dining, theater, botanical gardens, airport and more. All 212 units in the Spanish Main Yacht Club are under FEMA regulations, guidelines and stringent adherence to rebuild specifications. Call for details. All FEMA regulations completed, including inspections. Ready to enjoy your paradise. You can be under 55 to purchase.
Bayshore High - A4693392 - 711 SPANISH DR S, LONGBOAT KEY, FL 34228 14 Days on yellowkey
Calling all boaters. If you have ever considered living on Longboat Key in sunny beautiful Florida, now is your chance! This amazing villa is available and ready for you to move to paradise! 711 Spanish Dr. S. is a 2 bedroom/2bath home that has been newly renovated in 2025/2026 and it is beautiful! Entering the home your eyes are immediately drawn upwards to the gorgeous open beam 10’-12’ ceiling over the kitchen and dining area. The kitchen is complete with all new wood cabinets, new stainless top of the line appliances, undermount sink, Quartz counter tops, and an oversized island with a dark blue base which brings in a beautiful pop of color. The open floor plan flows easily with luxury vinyl connecting all the rooms. The dining living combination is airy and bright. The primary bedroom is divided from the Florida room with textured glass pane sliding doors that allow the light in but keep the space quiet and private. Beautifully renovated primary bath is tastefully appointed. The guest bedroom and bath have been updated with the same quality and fine design as the entire villa. The large Florida room houses the stacked washer and dryer in their own space. A stylish glass back door leads to the brick patio perfect for your potted plants and just sitting and enjoying the perfect Florida weather. A newly installed PVC gate secures the common area shared by the adjoining villa. Perfect area for grilling, storage of bikes, beach chairs, paddle boards and more. There is also easy access to the unit's storage room. The adjoining sister villa 703 Spanish Drive South is also for sale. If purchased together, new owners could have two homes available for friends and family gatherings, with multigenerational potential. Imagine 2 fabulous full kitchens, 4 bedrooms, 4 baths and lots more space for sleeping. This is a must see! Make it your new home with all hurricane rated windows and doors, and so much more. This vibrant 55+ community of Spanish Main Yacht Club neighborhood is full of wonderful neighbors, and lots of amenities, shuffleboards, swimming pool, private deeded beach access to the gorgeous Longboat Key beaches and the warm Gulf waters. Fishing, boating and so much more. The expansive 40 slip Marina in the envy of all boaters as the lease is extremely inexpensive to lease, you won’t believe it. Call for details. Close to St Armands Circle and downtown Sarasota makes this location perfect for shopping, dining, theater, botanical gardens, airport and more. All 212 units in Spanish Main Yacht Club are under FEMA regulations, guidelines and stringent adherence to rebuild specifications. All FEMA regulations completed including inspections. Come and enjoy your soft place to land in this world.
Booker High - A4693425 - 1095 GULF OF MEXICO DR #102, LONGBOAT KEY, FL 34228 15 Days on yellowkey
$725,000 | Condo | 2 beds | 2.0 baths
A rare private walk-down residence in the highly sought-after Beachplace community on Longboat Key. This property offers the convenience of direct terrace access to the beautifully landscaped grounds below, overlooking a serene pond with fountains and offering a charming peekaboo view of the Gulf. Spacious and largely original, presenting the perfect canvas for a buyer to customize and create their ideal coastal retreat while enjoying the exceptional location and layout. The light-filled interior features an open living and dining area with walls of glass that connect seamlessly to the outdoor living space, creating an inviting indoor-outdoor lifestyle just moments from the beach. The split-bedroom floor plan offers privacy and functionality, while the terrace provides a peaceful setting to relax and enjoy the lush tropical surroundings. Whether updating immediately or renovating over time, this residence offers tremendous potential within one of Longboat Key’s premier Gulf-front communities. Beachplace is renowned for its resort-style amenities and beautifully maintained grounds. Residents enjoy 24-hour guard-gated entry, on-site management, a clubhouse, fitness center, tennis and pickleball courts, heated swimming pool and spa, private beach access, walking paths, and expansive tropical landscaping throughout the community. Ideally positioned on the south end of Longboat Key, Beachplace is just minutes from the fine dining, boutiques, and waterfront charm of St. Armands Circle, as well as downtown Sarasota’s cultural attractions, marinas, golf clubs, and world-class beaches. Whether you are searching for a seasonal getaway, investment opportunity, or full-time coastal residence, this property presents exceptional value and the opportunity to create a personalized beachfront retreat in one of Longboat Key’s most desirable locations.
Listing is courtesy of: COMPASS FLORIDA LLC
Booker High - A4692822 - 617 ROUNTREE DR, LONGBOAT KEY, FL 34228 15 Days on yellowkey
$2,495,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Premier waterfront opportunity in Longboat Key Estates, offering direct canal frontage in one of the island’s most desirable residential enclaves. Positioned along a quiet interior street, this property offers the opportunity to own or build a custom coastal residence in an area undergoing continued redevelopment and investment potential. Surrounding properties reflect the neighborhood's transformation, with new-construction homes setting a high standard for modern, exclusive waterfront living. The canal setting provides protected waters for boating with access to Sarasota Bay, while deeded, private beach access offers the rare combination of boating and beachside lifestyle. This property offers views of Sarasota Bay and the Intracoastal Waterway directly from your Lanai and dock, featuring a 100 feet of seawall frontage (2022) and a 16,000-pound boat lift (2022). Generous lot dimensions and a tranquil waterfront setting create an exceptional opportunity for boating enthusiasts and the ideal canvas for a thoughtfully designed custom residence. As a resident of Longboat Key Estates, a deed-restricted single-family waterfront community, you have deeded access to the Gulf and a private resident-only Tiki within a five-minute walk. Enjoy close proximity to Bayfront Park offering pickleball and tennis, kayaking, along within close distance to fine dining, St. Armands Circle, downtown Sarasota, Sarasota International Airport, and Florida’s Gulf Coast, all at your doorstep!
Listing is courtesy of: FINE PROPERTIES
Booker High - A4692587 - 3040 GULF OF MEXICO DR #3, LONGBOAT KEY, FL 34228 22 Days on yellowkey
$1,899,000 | Single Family Home | 4 beds | 2.5 baths | 2 gar
Welcome to island living on Longboat Key, one of Sarasota's premier barrier island destinations. In Triton Cove, this coastal residence offers direct Gulf Beach access across the street and a lifestyle designed for boating, seasonal use or year-round living along Florida's Gulf Coast. Enjoy nightly sunsets along Gulf of Mexico Drive or experience world-class dining and shopping on nearby St. Armands Circle. An elevated entry leads to the main living level, where expansive glass defines the open-concept design, connecting the living room, kitchen and dining areas. Positioned within a five-residence enclave, this property offers convenient access to Sarasota dining, shopping and waterfront recreation while supporting a low-maintenance ownership experience. This tri-level single-family home features four bedrooms and 2.5 baths, complemented by a two-car garage with dual 8-foot doors and extensive storage. The ground level includes multiple flexible-use rooms ideal for fitness, storage or organization of beach equipment, kayaks, bicycles and boating gear. A dumbwaiter provides direct access from the garage to the kitchen. Interior features include engineered wood flooring in main living areas and new carpet in bedrooms. The kitchen is designed with wood cabinetry, granite countertops, deep storage drawers, an appliance garage, a rollout pantry wall and stainless steel appliances, including a GE wall oven/microwave combo, an induction cooktop and an LG refrigerator. Additional features include a wet bar with cabinetry and a mirrored wall, an electric fireplace and plantation shutters. The primary suite offers a private setting with dual vanities, a soaking tub, a separate shower, two walk-in closets and a Juliette balcony with partial gulf views. The third level includes a bonus room suitable for media, an office or a private retreat. Outdoor living includes a natural gas-heated pool and spa, an outdoor shower and a private fenced setting. Pool systems including a new motor, filters and heater, and the interior of the pool has been refinished. Recent improvements include a 2024 shingle roof with warranty, zoned HVAC systems installed in 2018 and 2020, and a 2025 water heater. The home includes a monitored alarm system. Triton Cove offers a maintained environment with low monthly HOA fees of $500, including landscape maintenance of common areas, pest control, pool service and exterior lighting. Leasing is permitted up to four times annually with a one-month minimum. Located near Longboat Key Bayfront Park and Longboat Dog Park, residents may enjoy pickleball, tennis, playgrounds and picnic areas. Nearby conveniences include grocery, pharmacy, boat rentals and storage options along Longboat Key, as well as being within reach of Sarasota amenities. Optional membership to the Longboat Key Club provides access to golf, tennis, beach and social amenities, enhancing the gulf-front lifestyle experience on Florida's west coast. Don’t miss out on your private tour of this special coastal home featuring four bedrooms, 3000-plus square feet of air-conditioned living space, a two-car garage, a 30-foot pool and a hot tub on Longboat Key with beach access with low taxes for under $2 million; this is an extraordinary value!
Booker High - A4692210 - 524 HORNBLOWER LN, LONGBOAT KEY, FL 34228 23 Days on yellowkey
$2,900,000 | Single Family Home | 3 beds | 3.5 baths | 3 gar
Tucked along one of the most sought-after canals in Country Club Shores, 524 Hornblower Lane is a waterfront residence that fully embodies the Longboat Key lifestyle, where boating access, beach proximity, and refined coastal living intersect with intention. Set on a 0.28-acre canal-front homesite with 107 feet of water frontage, the property offers what experienced boaters immediately recognize as premier water: wide, deep canals with quick, unobstructed access to Sarasota Bay and the Intracoastal. A composite dock, dual boat lifts accommodating vessels up to approximately 38 feet, and a dedicated jet ski lift create a true boating compound, designed for both serious use and effortless enjoyment. Behind its stately, columned façade, the residence spans over 3,000 square feet of living space, thoughtfully updated over time with an effective build year of 2005 and continued improvements, including impact-rated glass, a newer metal roof (2025), and recently replaced mechanical systems. The layout is both functional and flexible, with three bedrooms, three full baths, and a half bath arranged across a two-story design that balances everyday livability with elevated entertaining. The main living areas unfold with a coastal-modern sensibility, wood flooring, crown molding, and expansive sliders that frame views of the pool, lanai, and canal beyond. The kitchen, finished in a soft seafoam palette, blends custom shaker cabinetry, quartz surfaces, and professional-grade KitchenAid appliances with a dedicated beverage station, creating a space that feels equally suited for quiet mornings or hosting at scale. A standout feature of the home is its full entertainment space; an expansive theater and bar lounge designed as a destination in itself. With a projector system, surround sound, custom wet bar, and multiple gathering zones, it introduces a layer of lifestyle rarely found in properties of this scale. A cylindrical tube elevator provides a striking architectural moment while connecting this space directly to the private primary suite above. Upstairs, the primary suite is positioned to take full advantage of the waterfront setting, with a private balcony overlooking the canal, an oversized walk-in closet, and a spa-like bath complete with a jetted soaking tub, dual vanities, and a glass-enclosed shower with dual heads. Outdoors, the experience is equally intentional. A resort-style saltwater pool and spa anchor multiple seating and entertaining areas, complemented by an outdoor kitchen and low-maintenance landscaping that keeps the focus on the water. What elevates 524 Hornblower beyond its physical attributes is its location within the broader context of Longboat Key. Deeded beach access provides a direct connection to the Gulf, while proximity to St. Armand's Circle and the St. Regis Longboat Key Resort places world-class dining, shopping, and amenities just minutes away. The result is a rare dual lifestyle, boating on one side, beach on the other, anchored by one of the island’s most established and desirable neighborhoods. At its core, this is a property defined by access: to water, to the Gulf, to the lifestyle that has long made Longboat Key one of Florida’s most enduring coastal addresses.
Listing is courtesy of: DOUGLAS ELLIMAN
Booker High - A4692111 - 3808 GULF OF MEXICO DR #E112, LONGBOAT KEY, FL 34228 23 Days on yellowkey
$1,095,000 | Condo | 3 beds | 3.0 baths | 1 car
Under contract-accepting backup offers. Rarely available and designed to live like a single-family home, this exceptional 3-bedroom, 3-bathroom, ground-floor walkout residence in Beach Harbor Club offers immediate, sweeping views of Sarasota Bay the moment you step inside. With an expansive 2,273 square feet, this unique "villa-style" condo offers a seamless open layout that leads to two private outdoor patios, allowing you to step directly onto the lush greenspace and stroll to the water’s edge. The interior has been beautifully refreshed for a modern, relaxed island lifestyle, featuring brand-new luxury flooring, and tastefully upgraded kitchen and bathrooms including new cabinetry, and countertops. The eat-in kitchen showcases a spacious island with a beautiful, leathered stone counter, plus new lower cabinets, new white quartz countertops and backsplash, beverage cooler, fridge, and a reverse osmosis water filtration system. The kitchen also features a private patio to enjoy your morning coffee, and a generous dining area with spectacular bay views. The main living area features a generously proportioned gathering room open to additional dining space in the adjacent Florida Room, which extends to the patio and tranquil bay views. The elegantly appointed primary suite captures the afternoon glow of the bay and offers a separate dressing area with a walk-in shower finished in glossy subway tile. Perfect for guests, two additional bedrooms and bathrooms offer plenty of privacy, and one boasts a private en-suite bathroom. Two new A/C systems and two water heaters offer total peace of mind. Life at Beach Harbor Club is defined by the unique luxury of "Gulf-to-Bay" living, where you can watch the sunrise over Sarasota Bay and walk across the street to see it set over the Gulf of Mexico. Enjoy the best of both worlds with deeded private beach access on the Gulf side—complete with provided chairs, loungers, and umbrellas—while the Bay side serves as a peaceful adventurer's paradise. The extensive amenity package is second to none, featuring a private marina with boat slips for lease, kayak and paddleboard storage with a dedicated launch, and a recently updated clubhouse with a catering kitchen and bar. The resort-style grounds also boast an oversized heated pool, fitness center, library, woodworking shop, and a social Tiki Hut with BBQ grills. Additional conveniences include a covered parking space, community car wash station, and rooftop shuffleboard court. Whether looking for a full-time residence or a flexible island getaway, this rare 3-bedroom walkout provides unparalleled space, convenience, and a profound sense of coastal calm. From sunrise over the bay to sunset on the beach, embrace the best of Longboat Key and start living your life on island time.
Booker High - A4692261 - 2013 HARBOUR LINKS DR #2013, LONGBOAT KEY, FL 34228 25 Days on yellowkey
$6,950 | Condo | 2 beds | 2.5 baths | 1 gar
Luxury Furnished Longboat Key Retreat with Private Beach Club Access & Golf Course Views. Remodeled 2BR Residence with Elevator, Designer Finishes & Resort-Style Living. Step into elevated coastal living at 2013 Harbour Links Drive, a recently remodeled and beautifully curated 2-bedroom, 2-bathroom residence offering 2,369 square feet of beautifully designed living space on Longboat Key. Offered fully furnished and ready for immediate enjoyment, this home is perfectly positioned on a quiet cul-de-sac with extra guest parking, combining privacy, luxury, and convenience—ideal for both long-term living or a seasonal retreat. Inside, you’ll find soaring high ceilings and a bright, open layout highlighted by a stunning floating staircase and the added convenience of a private elevator, providing effortless access to every level of the home. All-new furnishings and thoughtfully selected artwork create a refined yet relaxed island feel throughout. Designed for both comfort and entertaining, the home features four TVs—including one on the screened patio—WiFi included, and a fully equipped kitchen complete with a wine refrigerator, Nespresso and Keurig machines, and everything needed from cookware to linens for a seamless, turnkey experience. The spacious primary suite offers a true spa-like retreat with a large custom bathroom, double vanities, and a separate walk-in shower. An attached garage adds everyday convenience, while the thoughtful layout ensures both comfort and functionality. Outdoor living is where this home truly stands out. Enjoy a large screened deck with sweeping views of Hole 4 and a tranquil water backdrop, creating the perfect setting for morning coffee, outdoor dining, or relaxing evenings. A dedicated BBQ deck just off the kitchen makes entertaining effortless, while just steps away you’ll find a heated pool and large hot tub, offering a true resort-style extension of your living space. One of the most sought-after features of this home is exclusive access to the private Bay Isles Beach Club. This gated, resident-only beachfront retreat offers a rare level of privacy and comfort on Longboat Key. Enjoy pristine Gulf-front beaches, convenient parking, shaded picnic areas, pavilions, and a relaxed, uncrowded atmosphere that feels worlds away from public beach access. Whether you're enjoying a full day at the beach or catching sunset over the Gulf, this private club experience truly sets the property apart. Located behind the 24/7 manned gates of Bay Isles, this home also places you close to everything you need—Publix, dining, EMS services, and miles of scenic walking and biking paths near the golf course and harbor. Just minutes away, you’ll find the vibrant energy of St. Armands Circle, the luxury of the St. Regis, and the laid-back charm of Anna Maria Island. Available as a 12-month rental or seasonal lease with a minimum 3-month stay, this is a rare opportunity to enjoy turnkey island living with true resort-style amenities in one of Longboat Key’s most desirable communities.
Listing is courtesy of: SECURE DOOR PROPERTY MANAGEMENT