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825 Tarawitt Drive, Longboat Key
$1,499,000
2 Beds ⋅ 3 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
*Gorgeous Canal Home Featuring A Huge 125x90 Ft.Lot! This Completely Remodeled Waterfront Property Offers 1,882 Sq. Ft. With An Open Concept Floor Plan*Spacious Bedrooms & A Large Bonus Room, Renovated Washrooms, A Single Car Garage And Outdoor Shower With Relaxing Hot Tub*This Home Can Easily Sleep 8-10! Enjoy The Ultimate Coastal Lifestyle With Access To Sarasota Bay Only 50 Yards Away, Perfect For Fishing, Cruising and Sunset Boating*Only a Few Minute Walk To Deeded Beach Access*Metal Roof (2022), Windows & Doors (2022), Jet Ski Lift*Walking Distance To Several Restaurants Including Lo Key, Harry's and Guppy's*An Easy Drive To Shore LBK, Euphemia Haye, Mar Vista Dockside, Anna Maria Island, St. Armands Circle and Downtown Sarasota*Situated Just Four Homes From Tarawitt Point On A Deep Water Canal, Come See This Perfect Waterfront Home*

825 Tarawitt Drive, Longboat Key

2550 Harbourside Drive Unit 333, Longboat Key
$1,495,000
3 Beds ⋅ 3 Baths ⋅ Marina Bay SubDv. ⋅ 34228 Zip Code
Set within the gated BAY ISLES community, this MARINA BAY residence offers a rare combination on Longboat Key: the scale and privacy of a single-family BAYFRONT home with the ease of condominium living. Spanning approximately 3,000 square feet with three bedrooms and two-and-a-half baths, the residence feels expansive and closely connected to Sarasota Bay. Floor-to-ceiling glass across the main living areas and primary suite frames mature mangroves and coastal trees, creating a peaceful, park-like setting with filtered morning light and bay views. Nearly 400 square feet of screened lanai space extends the living area outdoors, while a second west-facing balcony serves the guest bedrooms and captures afternoon light and evening skies. The primary suite offers bay views from bed, terrace access, dual walk-in closets and a spacious bath with soaking tub, dual vanities and glass-enclosed shower. The kitchen features quartz countertops, Sub-Zero refrigeration, generous prep space, a wet bar with beverage refrigerator and a built-in desk nook. A large walk-in laundry room adds substantial workspace and storage. Freshly painted with new carpeting, the residence also features two-zone air conditioning with new condensers installed in 2025, two hot-water tanks with flood-stop protection, air-conditioned storage, assigned garage parking and exceptional closet space. Marina Bay is known for attentive management and a well-run homeowners association, with an experienced on-site manager and amenities including a fitness center, tennis and pickleball courts, heated resort-style pool, EV charging and car-washing facilities. The building's new roof was completed in 2025, and the community is pet-friendly. Longboat Key Club Marina is immediately adjacent, while Publix, CVS, banking and the post office are just blocks away, creating a genuinely walkable daily rhythm uncommon on Longboat Key. Ownership also includes access to the private Bay Isles Beach Club, a gated Gulf-front retreat with parking, pavilions, grilling areas, restrooms and sunset seating. Optional membership at the nearby Longboat Key Club offers golf, tennis, spa and wellness amenities, and waterfront dining. For buyers seeking the comfort and proportions of a home without the maintenance of one, this Marina Bay residence offers an uncommon balance of space, privacy, nature and convenience.

2550 Harbourside Drive Unit 333, Longboat Key

5461 Gulf Of Mexico Drive Unit 304, Longboat Key
$1,495,000
2 Beds ⋅ 2 Baths ⋅ Longboat Cove SubDv. ⋅ 34228 Zip Code
Virtually Staged. Step directly onto the sand from this pristine beachfront condo, where panoramic views of the ocean set the scene for total relaxation. Designed with an open-concept layout, the living area features 24x48 Carrara-style matte porcelain floor tile, wall-to-wall glass sliding doors that frame uninterrupted water views and open to a private covered balcony with a powered retractable screen as well as a security screen on both the balcony and master bedroom windows and all new impact windows and sliders. The Chefs kitchen features endless counter space and quartzite counter tops with full height quartzite backsplash, a breakfast bar, soft close cabinets and drawers, multiple custom drawers insert with organizers, dividers and pull outs. The luxury stainless-steel appliances include Sub Zero paneled triple-column integrated refrigeration suite with a 36” refrigerator, 18” freezer and 24” wine tower, a Marvel undercounter refrigerated beverage center, Café induction cooktop/double convection range and Café glass range hood. The ocean facing main bedroom with balcony access, offers a custom geometric coffered ceiling design with inset lighting, custom-built walk-in closet, Hunter Douglas dual electric shades with light filtering and black out shades. The elegant primary bath features custom cabinetry with under-cabinet lighting and generous storage including linen tower, pull out laundry hamper, built-in makeup area, dual vanities, marble counter tops, custom Glass enclosure and two shower heads with polished nickel individual Hansgrohe thermostatic valves. The large guest bedroom with wall-to-wall windows has a custom closet with mirrored pocket closet door as well as Hunter Douglas dual electric shades with light filtering and black out shades. The Guest bathroom has marble countertops, mosaic marble floor, European style floating vanity with under-cabinet lighting, double shower heads with Hansgrohe thermostatic valve and a custom glass enclosure. The laundry closet has a full-sized LG front loading washer and dryer with laundry folding quartzite countertop over the washer and dryer and upper cabinetry for storage. This residence comes with an enclosed under building parking space and a large storage closet with shelving. Amenities include a heated swimming pool surrounded by lush landscaping, tennis and pickleball court, beautiful dune walkway over to the beach, a grilling area, private beach access and an on-site property manager. This is a well-maintained boutique community of 2 buildings with only 26 total residences, pet friendly and walkable to 5 restaurants. Being offered partially furnished.

5461 Gulf Of Mexico Drive Unit 304, Longboat Key

2141 Harbourside Drive Unit 1203, Longboat Key
$1,450,000
3 Beds ⋅ 3 Baths ⋅ Harbour Oaks SubDv. ⋅ 34228 Zip Code
Welcome to an exceptional turnkey, furnished, and newly renovated villa in Harbour Oaks, ideally located within Bay Isles in the heart of Longboat Key. This end-unit residence offers the right blend of natural warmth, contemporary finishes, and curated style. With high ceilings, abundant natural light, and a spacious floor plan, the home feels remarkably open and inviting. Warm hickory wood floors extend throughout the living areas, adding richness and character to the home's fresh, contemporary design. The impressive kitchen features an oversized island with a dramatic waterfall-edge quartz countertop in a concrete-inspired finish that is both beautiful and requires no maintenance. Stainless steel GE Café appliances complement the kitchen, while a custom coffee bar with floating shelves and a stunning backsplash adds another layer of style and functionality. For evening entertaining, the custom built-in bar is a standout feature, topped with a beautiful live-edge Saman wood countertop. It is the perfect place to pour a cocktail and enjoy the relaxed Longboat Key lifestyle. The spacious dining area is adjacent to a beautiful atrium that fills the home with magnificent natural light. Newly tiled with stone. It is screened overhead, allowing the sliders to be opened, creating a wonderful connection to the outdoors and inviting fresh air into the dining and living space. The oversized screened lanai is another exceptional feature, with brand-new stone pavers and a new panoramic screen enclosure. Lush new greenery surrounds the lanai, creating a private tropical setting that feels like your own outdoor retreat. The primary suite is a luxurious sanctuary with three closets, including a walk-in, all outfitted with customized shelving for exceptional organization. The beautifully renovated primary bath features Carrera marble countertops, dual sinks, warm gold fixtures, and a separate water closet. The spacious second bedroom offers a private ensuite bath with a marble-floored shower, Carrera marble vanity top, and a separate water closet. The generous third bedroom is currently used as a fitness room but offers ample space for a comfortable bedroom, along with a generous closet. Storage is abundant throughout the home. A beautifully appointed powder room serves guests. As an end unit, this villa enjoys a large manicured grass side yard and an enviable location just steps from the community pool. This home has an attached 2-car garage with a new epoxy-coated floor and an additional fridge.  An especially wonderful benefit of living in Bay Isles is automatic membership in the Bay Isles Beach Club, just minutes away on Longboat Key's beautiful sandy beaches. Enjoy five acres of beachfront, gated parking, beach chair storage, newly renovated restrooms, grills and picnic tables—a wonderful setting for family and friends to gather, sunset strolls, and memories to last a lifetime. Close proximity to the Longboat Key Club with 45 holes of golf, 5 private restaurants, and a world-class tennis and pickleball facility. This residence is more than a renovation; it is a completely reimagined home where thoughtful design, beautiful materials, and the ease of living the good life on Longboat Key come together beautifully.

2141 Harbourside Drive Unit 1203, Longboat Key

2525 Gulf Of Mexico Drive Unit 7B, Longboat Key
$1,450,000
2 Beds ⋅ 2 Baths ⋅ Islands West SubDv. ⋅ 34228 Zip Code
Welcome to your own piece of paradise at the renowned Islands West community on Longboat Key. This desirable 7th floor Gulf-side residence offers beautiful beachfront views, a thoughtfully designed floor plan, and the added peace of mind of hurricane impact windows and doors! The spacious interior features tile flooring throughout and two generously sized master suites, positioned on opposite sides of the residence to provide privacy for owners and guests. Both suites offer ensuite baths and beautiful Gulf views. The kitchen provides ample cabinetry and plenty of space for everyday living, while the main living area offers two separate seating areas and a defined dining space. With beautiful water views from every window, the home brings the natural beauty of the Gulf into everyday living. Step outside onto the spacious balcony and enjoy the coastal breezes, breathtaking Gulf views, and beautiful surroundings. It is the perfect spot to start the morning with coffee or unwind at the end of the day. Islands West offers an impressive collection of amenities, including a newly refurbished clubhouse, heated beachfront pool and hot tub, two fitness rooms, dry sauna, tennis and pickleball court, library, outdoor patio and grilling area, and beautifully landscaped grounds. Secure key-fob entry and direct access to the sandy Gulf beach complete the relaxed beachfront lifestyle. Ideally located on Longboat Key, Bay Isles Shoppes is just across the street, offering Publix, banking, dining, and everyday conveniences. St. Armands Circle, downtown Sarasota, area marinas, golf, and the beaches of Lido Key and Anna Maria Island are all within easy reach. Whether you are looking for a full-time residence, vacation retreat, or a place to enjoy the Florida lifestyle, this Gulf-side residence offers a wonderful combination of views, privacy, amenities, and location.

2525 Gulf Of Mexico Drive Unit 7B, Longboat Key

6500 Gulfside Road, Longboat Key
$1,449,000
Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
6500 Gulfside Road in Longboat Key...A Rare Opportunity to Build Steps from the Beach. Welcome to an exceptional chance to create your own coastal sanctuary on one of Longboat Key’s most treasured streets. Situated just steps from the powder-soft sands and turquoise waters of the Gulf of Mexico, this vacant parcel at 6500 Gulfside Road offers over 10,500 square feet of prime, buildable land—an expansive canvas for your dream beach residence. Perfectly positioned on the serene and coveted north end of the island, this homesite places you directly across the street from deeded beach access, allowing you to enjoy daily sunrise strolls, sunset vistas, and the restorative rhythm of the waves within moments of your doorstep. Whether envisioning a contemporary coastal masterpiece, a refined modern retreat, or a timeless island-style estate, this generous lot provides the space, flexibility, and setting to bring your architectural vision to life. Surrounded by mature tropical landscaping and tucked into a quiet residential pocket, the property offers an exceptional sense of privacy while remaining close to the best of Longboat Key living. A short walk or quick bike ride leads you to the charming shops and waterfront dining of the north end, including Mar Vista and Shore. Nearby, you’ll also find the natural beauty of Joan M. Durante Park, world-class boating and kayaking opportunities, and the gentle, unspoiled beaches that make this stretch of the island so beloved. With no home to remove, no renovation required, and immediate readiness for your builder, this parcel stands out as a true turnkey opportunity for those seeking to streamline the process of creating a custom coastal estate. Public utilities are available, and the generous dimensions of the lot provide ideal placement options for a pool, elevated living areas, lush landscaping, and outdoor entertaining spaces designed to capture Gulf breezes. Longboat Key continues to be celebrated for its low density, remarkable natural beauty, and refined lifestyle—offering the perfect blend of tranquility, sophistication, and recreation. Downtown Sarasota, St. Armands Circle, Anna Maria Island, and world-class cultural venues are all easily accessible, yet the property remains wonderfully peaceful, making it an exceptional location for a primary residence, seasonal getaway, or investment opportunity.If you’ve been searching for the ideal homesite to build a coastal haven that reflects your personal style and captures the magic of life near the Gulf, 6500 Gulfside Road presents a rare and rewarding opportunity. With its oversized footprint, unparalleled proximity to the beach, and charming north-end setting, this property invites you to create a life defined by sunlit mornings, barefoot afternoons, and unforgettable sunsets—just across the street from one of Florida’s most breathtaking shorelines. Your piece of paradise awaits.

6500 Gulfside Road, Longboat Key

2550 Harbourside Drive Unit 334, Longboat Key
$1,400,000
3 Beds ⋅ 3 Baths ⋅ Longboat Key Club SubDv. ⋅ 34228 Zip Code
Waterfront. Exquisite Bay Views. Deeded beach access. Bring your contractor and your imagination. This 3 Bedroom, 3 Bathroom, sun-filled unit lives large with over 3000 sqft of living space and wraparound balconies to capture all the magnificent views. Freshly painted and sparkling clean. Updates include a new roof 2025, 2 water heaters (2022), 2 A/C units (2022). Priced below appraised value. Marina Bay is pet-friendly, allowing one pet up to 25 lbs. Boat slips are available for purchase or lease, subject to availability. The Bay Isles Beach Club adds another dimension to island life. This private Gulf-front retreat offers gated entry, parking, restrooms, showers, and shaded seating along a beautiful stretch of sandy beach.Enjoy nearby shopping and exceptional dining. For those seeking additional recreation and social opportunities, optional membership at the Longboat Key Club offers golf, tennis, pickleball, beach club access, marina facilities, spa and wellness amenities, several dining venues, and an active social calendar. Expansive bay views, room to spread out, and access to both boating and the beach create a wonderful opportunity to shape your own Longboat Key lifestyle. Make an appointment today!

2550 Harbourside Drive Unit 334, Longboat Key

775 Longboat Club Road Unit 401, Longboat Key
$1,395,000
2 Beds ⋅ 2 Baths ⋅ Beaches Of Longboat Key SubDv. ⋅ 34228 Zip Code
Discover Coastal Elegance at The Beaches of Longboat Key! Nestled behind the renowned gated entrance of the Longboat Key Club, The Beaches offers an unparalleled Gulf-front retreat on one of Florida's most exclusive barrier islands. This stunning 4th-floor, 2-bedroom/2-bath residence boasts direct western exposure, delivering breathtaking, forever Gulf of Mexico views and spectacular sunsets that paint the sky in vibrant hues every evening. Step inside to find stylish, move-in-ready finishes, including brand-new porcelain tile flooring throughout the living areas and elegant marble in both bathrooms. The updated kitchen shines with fresh cabinetry, a new GE Profile refrigerator, and dishwasher—perfect for effortless entertaining or quiet evenings at home. The spacious living room and both bedrooms feature impact-resistant sliders that open to a private balcony, seamlessly blending indoor comfort with the soothing sights and sounds of the beach and surf just steps away. Residents enjoy an exceptional array of resort-style amenities: 24-hour concierge service for added security and convenience, Gulfside heated pool and spa, Modern fitness center, Two Har-Tru tennis courts, Social room with a full catering kitchen, Direct beach walkway with complimentary beach chairs (and often umbrellas) provided. Additional perks include two assigned parking spaces in the secure garage and a dedicated storage unit. Priced to impress in this highly sought-after community, this turnkey condo combines modern luxury, prime beachfront access, and the prestige of Longboat Key Club living—without requiring club membership. Opportunities like this rarely last long on Longboat Key. Don't miss your chance to own a slice of paradise—schedule your private showing today!

775 Longboat Club Road Unit 401, Longboat Key

1485 Gulf Of Mexico Drive Unit 303, Longboat Key
$1,395,000
2 Beds ⋅ 3 Baths ⋅ Players Club SubDv. ⋅ 34228 Zip Code
Coastal elegance meets effortless island living at The Player’s Club on Longboat Key. This 2-bedroom, 2.5-bath Gulf-front residence located in building #1 offers direct Gulf views from the private balcony, where nightly sunsets paint the sky in unforgettable color, your front-row seat to paradise. Located in a guard-gated, low-density community with 560 feet of private beachfront, this property delivers rare privacy and an elevated coastal lifestyle. Beach chairs, tables, and umbrellas are provided, making it easy to step outside and enjoy the sand shoreline just moments from your door. The residence offers both elevator and stair access, one assigned covered parking space under the building and convenient guest parking. Owners enjoy resort-style amenities including in ground salt water pool and spa, tennis and pickleball courts, a library and a clubhouse with indoor and outdoor kitchen spaces, perfect for entertaining or relaxing after a day on the water. Ideally positioned on coveted Gulf of Mexico Drive, this prime location places you steps from the St. Regis, minutes to Publix and the world-class dining and shopping of St. Armands Circle. Whether as a full-time residence, seasonal escape or investment opportunity, this condo offers the very best of Longboat Key living- private, serene, and undeniably beautiful. A rare opportunity to own a Gulf-front condo in one of Longboat Key’s most desirable beachfront communities.

1485 Gulf Of Mexico Drive Unit 303, Longboat Key

100 Sands Point Road Unit 323, Longboat Key
$1,395,000
3 Beds ⋅ 2 Baths ⋅ Sands Point SubDv. ⋅ 34228 Zip Code
Sands Point, a sought-after beachfront community within the gates of the Longboat Key Club, set on the gorgeous southern tip of Longboat Key. This newly remodeled 3BR/2BA, split plane with a large open living space to relax or entertain family and friends. The kitchen has been remarkably redone, featuring a breakfast bar, dining area, and custom solid surface countertops to complement the all-white cabinetry, designer tile and backsplash and stainless-steel appliances. The Master suite provides a wall of windows to enjoy morning sunlight and views, this spacious ensuite w/bath and walk-in shower. The 2& 3rd guest bedroom is well-sized and arranged to ensure the comfort of your visitors, with a beautiful tropical backdrop beyond. Residents of Sands Point indulge in a resort lifestyle, with a heated pool, Kayaking, clubhouse and optional boat docks at the Sands Point Marina. Shorts drive to the restaurants and shops of St. Armands Circle as well as downtown Sarasota.

100 Sands Point Road Unit 323, Longboat Key

602 Buttonwood Drive, Longboat Key
$1,375,000
3 Beds ⋅ 3 Baths ⋅ Longboat Shores SubDv. ⋅ 34228 Zip Code
Expect luxury living and a world of conveniences within the serene enclave of Buttonwood Harbour on Longboat Key, where care and impeccable style converge in this 3BR/3BA tropical oasis. As you approach, the vast circular paver drive, embraced by lush, professionally maintained landscape, sets the stage for what awaits beyond the architecturally pleasing covered front entryway. Step inside to discover the attention to detail that defines this updated home, as gorgeous new tile floors throughout grace and harmonize with neutral tones and exquisite touches, including stately plantation shutters adorning every window. The flowing floor plan effortlessly guides you to the expansive pool area, blending indoor elegance with outdoor convenience. The beautifully remodeled kitchen is both stylish and functional, seamlessly connected to the living room, and featuring a large breakfast Island, tile backsplash, a wine refrigerator, and Bosch appliances. Relax in the cozy Florida room, which offers a tranquil retreat with walls of sliders that blur the boundaries between indoor and outdoor living. Outside, the sparkling heated pool beckons, surrounded by ample space on the lanai for entertaining or simply basking in the tropical ambiance. The expansive primary suite is a sanctuary of comfort, with slider access to the pool area, new tile flooring, and a remodeled primary bath boasting dual vanities and a glass-enclosed walk-in shower adorned with stunning tilework. Equally inviting, the two guest accommodations offer spacious comfort, with elegantly remodeled bathrooms. Set in a prized mid-key location, Buttonwood Harbour offers residents a short walk to the beach and a community Harbor with boat slips available to lease.

602 Buttonwood Drive, Longboat Key

765 Saint Judes Drive N, Longboat Key
$1,350,000
4 Beds ⋅ 2 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code
Virtually Staged. VIRTUALLY EVERYTHING NEW — BOAT IN YOUR BACKYARD, PRIVATE BEACH DOWN THE STREET. This is the Longboat Key lifestyle buyers dream about: boating from home, sunset walks on the Gulf, and a beautifully reimagined coastal residence that is truly move-in ready. Previously appraised at $1.65 million late last year and most recently at $1.5 million, with no material changes to the home, it is now offered at $1.35 million—an opportunity to purchase below its most recent appraised value. Set along 120 feet of canal frontage, this 4-bedroom, 2-bath waterfront home offers DIRECT BOATING ACCESS TO SARASOTA BAY AND THE INTRACOASTAL plus PRIVATE DEEDED GULF BEACH ACCESS JUST EIGHT HOMES AWAY. It is a rare Longboat Key combination: keep your boat at home and enjoy your private Gulf beach access just down the street. Joan M. Durante Park, Cedars Tennis Resort & Club, and favorite Longboat Key restaurants, boutiques and shops are all nearby. Optional Cedars membership offers tennis and pickleball courts, a Jr. Olympic pool, 24/7 fitness center and additional amenities. This is far more than a cosmetic update. With the exception of the foundation, VIRTUALLY EVERYTHING HAS BEEN RENOVATED OR REPLACED, INSIDE AND OUT. Improvements include a new roof, new AC systems, new interior walls and flooring, newer electrical and plumbing, new decking, cabinetry, landscaping and finishes, plus impact windows, high-impact sliding glass doors and impact-rated exterior doors. Inside, vaulted ceilings, expansive water views and an open, light-filled layout create effortless coastal living. The kitchen features solid-wood cabinetry, soft-close hardware, quartz countertops, a gas range, stainless-steel appliances, a copper hood and copper farmhouse sink. Updated baths continue the elevated finishes throughout. The living space opens to an approximately 1,000-square-foot screened lanai overlooking the canal and backyard—an incredible extension of the home for dining, entertaining or relaxing by the water. Launch a kayak from your own property, step aboard your boat for a cruise toward Sarasota Bay, then end the day with a sunset at your private Gulf beach access. The spacious, fenced, side yard adds another exciting possibility: a pool. A local pool contractor has prepared a conceptual design and proposal for an approximately 12' x 24' custom pool with an oversized sun shelf, resort-style entry steps, swim-out bench and approximately 600 square feet of paver decking. The contractor’s proposal dated 9/22/26 reflects a $59,950 base project price, including permits, taxes and fees as specified in the proposal. Conceptual plan and full proposal available upon request. Pool is not installed or included in the sale; design, dimensions, pricing, permitting, site conditions and feasibility are subject to change and buyer verification. The property’s higher elevation relative to many ground-level Longboat Key homes is another notable feature. Offered FULLY FURNISHED / TURNKEY WITH NO HOA, the home is ready for immediate enjoyment as a primary residence, second home or coastal retreat. Few properties at this price combine 120 feet of waterfront, direct boating access, deeded private beach access, extensive renovation, impact features, turnkey furnishings and no HOA. $1.65M EARLIER APPRAISAL. $1.5M MOST RECENT APPRAISAL. NOW OFFERED AT $1.35M. YOUR BOAT IN THE BACKYARD. YOUR BEACH DOWN THE STREET. WELCOME TO LONGBOAT KEY.

765 Saint Judes Drive N, Longboat Key

3040 Grand Bay Boulevard Unit 225, Longboat Key
$1,349,000
3 Beds ⋅ 4 Baths ⋅ Grand Bay SubDv. ⋅ 34228 Zip Code
Virtually Staged. Set within Grand Bay on Longboat Key, this renovated 3BR/3.5BA residence offers panoramic views of Sarasota Bay, the Harbourside golf course and the city skyline. With 2,250 square feet, walls of glass bring the scenery into nearly every main living space, creating an inviting blend of comfort, openness and relaxed Bay Isles elegance. Floor-to-ceiling windows with plantation shutters frame the views, while tile flooring, neutral tones and recessed lighting create a warm, understated setting. The living room opens to a view overlooking the golf course, a tranquil pond and Sarasota Bay - ideal for quiet mornings or entertaining. The kitchen flows easily into the living areas and features white cabinetry, stone countertops and backsplash, and stainless-steel appliances. The primary suite offers warm wood flooring and a spacious bath with dual vanities, a makeup area and a large walk-in shower. Two guest suites each include a private en suite bath. An in-residence laundry room and one covered parking space complete the home. Grand Bay residents enjoy a clubhouse, designer-appointed lobby, two pools and spas, a fitness center with saunas, and Har-Tru tennis courts. Bay Isles privileges include gated entry, scenic walking paths and access to the private Gulf-front Bay Isles Beach Club, featuring white sand, an attended entrance, covered picnic and entertaining areas, tiki huts, barbecue grills, restrooms, changing rooms and beach-equipment storage. Optional membership is also available at the Longboat Key Club. Amenities vary by membership category and include 45 holes of championship golf, 20 Har-Tru tennis courts, private beach and pool facilities, spa and fitness facilities, restaurants and lounges, club events and marina access.

3040 Grand Bay Boulevard Unit 225, Longboat Key

100 Sands Point Road Unit 219, Longboat Key
$1,325,000
2 Beds ⋅ 2 Baths ⋅ Sands Point SubDv. ⋅ 34228 Zip Code
Completely updated and offered furnished, this spectacular Gulf-front residence at Sands Point delivers the rare combination of resort-style living, modern design, and private beach access. Sands Point is a private beach-front community tucked behind the gates of the prestigious Longboat Key Club at the southernmost tip of Longboat Key. Two-bedroom, two-bath Gulf-front residences are rarely available in this sought-after Longboat Key community, making this nearly 1,500-square-foot residence an exceptional opportunity. This residence has undergone an extensive renovation that reimagines the interior with a bright, open layout designed to showcase the coastal views. Expansive windows frame the turquoise waters and sugar-white shoreline beyond, just a hop, skip and a jump away. Major improvements throughout the residence include motorized blinds, newer windows, and hot water heater 2022. Custom built-ins create a sophisticated focal point featuring a 75-inch QLED TV with a Sennheiser sound bar mounted above a stylish console with an integrated fire place – perfect for those cozy evening. An adjoining entertainment and beverage center features elegant navy shaker cabinetry, two wine coolers with dedicated storage for both red and white wines, plus an extra icemaker. Creating a move-in ready coastal retreat where every detail has already been thoughtfully considered. New Wide-plank luxury vinyl tile flooring with a grey wood finish flows throughout the residence, connecting each space with a clean contemporary aesthetic. The open great-room layout seamlessly links the kitchen, fit for a Chef, dining area, and living room, creating a welcoming environment for entertaining or relaxed beachfront living. The gourmet kitchen has custom white shaker cabinetry, quartz countertops, striking tile backsplash, and high-end stainless-steel appliances. With the kitchen positioned to overlook the living area and sweeping water views beyond, every gathering benefits from a dramatic waterfront backdrop. For your comfort, your primary suite comes furnished with a King size Temper-Pedic bed, offering privacy, tranquil water views, a 65-inch OLED TV, and a spacious walk-in closet. Its Spa-inspired quartz bathroom includes shiplap accent walls, a large walk-in shower, a luxurious all-in-one heated bidet toilet, towel warming bars and back lite mirrors. The guest bedroom has access to its own beautifully updated quartz bathroom with a walk-in shower, and a luxurious heated bidet toilet, providing comfort and privacy for guests. Laundry comes equipped with front load washer/dryer with sink and built-ins for additional storage This residence also includes a covered parking space conveniently located nearby. Residents enjoy a relaxed resort setting with a beachfront geothermal-heated pool and spa, private clubhouse, shaded tiki huts along the shoreline, and beautifully manicured grounds. A short stroll leads to the community marina, where boat slips are available on a waitlist basis. Positioned on the southern end of Longboat Key, this location places you minutes from championship golf and tennis at the Longboat Key Club, the boutiques and restaurants of St. Armands Circle, and the vibrant arts and dining scene of downtown Sarasota. From boating and beach walks to waterfront dining and cultural events, this exceptional residence offers effortless access to the best of the Gulf Coast lifestyle.

100 Sands Point Road Unit 219, Longboat Key

550 De Narvaez Drive, Longboat Key
$1,275,000
3 Beds ⋅ 2 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
One or more photo(s) has been virtually staged. MOTIVATED SELLER! Welcome to 550 De Narvaez Drive, a meticulously maintained WATERFRONT residence set on an ELEVATED 10,000 sq. ft. lot in the highly desirable Sleepy Lagoon neighborhood on the NORTH END of Longboat Key. This solid concrete block home has experienced NO FLOODING & NO STORM DAMAGE, offering exceptional peace of mind. Spanning 1,758 sq. ft., the light-filled interior features 3 SPACIOUS BEDROOMS and 2 beautifully RENOVATED BATHS. Generous room sizes, abundant natural light, and an inviting floor plan create a true sense of warmth throughout the home. The UPDATED KITCHEN and baths showcase contemporary finishes while maintaining comfort and functionality. Enjoy peaceful CANAL VIEWS with direct access to Sarasota Bay—perfect for boating enthusiasts and embracing the ultimate Florida waterfront lifestyle. NEW DOUBLE PANE IMPACT-RESISTANT WINDOWS and sliding glass doors provide enhanced protection and energy efficiency. Additional upgrades include NEWLY LINED PLUMBING PIPES and UPGRADED ATTIC INSULATION for lasting durability and comfort. Offered FULLY FURNISHED, all furnishings convey with the sale—making this a true TURNKEY opportunity. Simply bring your suitcase and start enjoying coastal living immediately. The expansive elevated lot offers ample space for outdoor entertaining, gardening, or FUTURE EXPANSION POTENTIAL. Ideally located near world-renown Gulf beaches with BEACH ACCESS, exclusive dining, boutique shopping, and recreational amenities, this exceptional property is well-suited as a primary residence, seasonal retreat, or investment opportunity. Schedule your private showing today and experience refined, worry-free waterfront living at its finest.

550 De Narvaez Drive, Longboat Key

560 Gulf Bay Road, Longboat Key
$1,270,000
Bailey-Dobson SubDv. ⋅ 34228 Zip Code
Back on the Market! RARE DOUBLE-SIZED ESTATE LOT ON LONGBOAT KEY – 18,000 SQ FT OF ISLAND LUXURY READY FOR YOUR VISION. Opportunities like this are few and far between. Nestled in one of the most coveted areas of Longboat Key, this expansive 18,000-square-foot estate lot at 560 Gulf Bay Road offers a blank canvas for your dream coastal retreat—just steps from the sugar-white sands of the Gulf of Mexico. Perfectly situated between the charm of Anna Maria Island and the upscale allure of St. Armands Circle, this oversized lot provides unparalleled space, privacy, and freedom—with no HOA and no deed restrictions limiting your design. Bordering the award-winning Joan Durante Park, you'll enjoy direct access to peaceful nature trails, scenic bayfront views, and regular visits from local wildlife including ospreys, eagles, and herons. Plus, enjoy private deeded beach access to a tranquil stretch of the Gulf, and walkable access to beloved Longboat Key staples like Euphemia Haye, Harry’s Continental Kitchen, and charming neighborhood shops. Whether you're building a serene getaway or a luxury showpiece, this one-of-a-kind homesite blends natural beauty, prime location, and limitless potential—a rare find on Florida’s Gulf Coast. Schedule your private showing today to walk the property and begin planning your Longboat Key dream build. Representative photos added, all information provided is deemed reliable but not guaranteed. The Buyer/Buyer's Agent should independently verify all information provided.,

560 Gulf Bay Road, Longboat Key

2675 Gulf Of Mexico Drive Unit 203, Longboat Key
$1,250,000
2 Beds ⋅ 2 Baths ⋅ Veinte SubDv. ⋅ 34228 Zip Code
Recent price drop! Ready to sell! Rarely available, charming boutique style condominium community with direct panoramic views of the turquoise waters of the Gulf of America and breathtaking sunsets!  Veinte is a luxury boutique condominium community with only 20 residences and includes private under-building garage parking, bicycle storage, abundant guest parking, and resort-style amenities including a gorgeous pool facing the Gulf, tennis/pickleball court, and a BBQ area. Perfectly positioned on Longboat Key, you can walk next door to Maison Blanche for renowned Zagat and Golden Spoon award-winning dining or stroll across the street to Publix, CVS, Longboat Key Fitness personal trainers, and J.McLaughlin. Only a short distance from St. Armands, Golf Courses, boating, boutique shopping, restaurants, Opera, Ballet and many Galleries to explore.  Once entering this unique residence, you will be greeted with the beautiful white sandy beaches and azure waters of the Gulf of America. Inside, some TLC or updates will make this an incredible residence. to your own personal taste. Sit on your lanai for your morning coffee or afternoon cocktail and watch the million-dollar view and fabulous sunsets. The unit has two large bedrooms and an open concept floor plan including a large dining area, family room and spacious kitchen.

2675 Gulf Of Mexico Drive Unit 203, Longboat Key

615 Buttonwood Drive, Longboat Key
$1,250,000
Buttonwood Harbor SubDv. ⋅ 34228 Zip Code
It's all about location. Just a short drive from Sarasota, Longboat Key offers unrivaled natural beauty in a coastal retreat. This home/land lot is a 1/3-acre with 100 feet of canal frontage on the desired south side of Longboat Key, and so close to the beach is about as good as it gets. The improvement can be inspected for remediation, and the generous lot features a healthy and substantial seawall on a private and quiet street, offering a golden opportunity for a luxury new build. Seller will offer house plans from a reputable LBK coastal builder, Brista Homes (plan buyer expense). The Buttonwood Community has been touted by the Longboat Observer as the neighborliest neighborhood on Longboat Key and is unique for having its safe harbor, boat ramp and boat slips up to 28 feet for its residents. Florida remains the envy of the country, with many of our markets winning awards for being among the best places to live or retire. It's all about connectivity. Sarasota SRQ Airport’s soaring success added 20 flights, 20% passenger growth, a new runway and terminal in 2024, ranks No. 1 for the fastest-growing airport in the U.S., and ranks No. 1 best resort airport in the entire country, where passengers can get off a plane and feel like their vacation has begun. It's all about investment. Beyond the numbers is the intangible and powerful increase in consumer confidence, which has always proven to enormously influence the housing market, especially luxury and second-home purchases. Longboat Key is the only barrier island on the West Coast of Florida to have relocated all overhead utilities underground for improved reliability and aesthetics, and LBK landed on the Forbes Travel Guide’s list of Top 12 Destinations for 2025. Gov. Ron Desantis announced February 20, 2026, another record-breaking year for tourism in Florida welcomed 143.3 million visitors throughout 2025. An estimated 33.5 million visitors as the highest fourth quarter for visitation on record. According to the release, Florida is the #1 domestic travel destination in the U.S. and a standout choice for international visitors.

615 Buttonwood Drive, Longboat Key

2301 Gulf Of Mexico Drive Unit 11N, Longboat Key
$1,225,277
2 Beds ⋅ 2 Baths ⋅ Islander Club Of Longboat SubDv. ⋅ 34228 Zip Code
Experience the tranquility of Gulf-front living from this beautifully updated residence at the prestigious Islander Club on South Longboat Key. Ideally positioned on the highly desirable north side of the building, this exceptional beachfront condominium enjoys a uniquely private setting with expansive views, abundant natural light, and a peaceful atmosphere rarely found in condominium living. Offering the convenience of first-floor walk-out access, the residence lives much like a private beachfront home, with direct access from the terrace to the lush grounds, beachfront pool, and the pristine white sands of the Gulf of Mexico. Floor-to-ceiling glass showcases sparkling Gulf views, breathtaking sunsets, and refreshing coastal breezes throughout the day. Thoughtfully updated and impeccably maintained, the residence offers comfortable and elegant living spaces ready to be enjoyed immediately . The open layout seamlessly connects indoor and outdoor living, creating an ideal setting for both relaxing and entertaining. Residents of The Islander Club enjoy an exceptional collection of amenities, including 400 feet of private beachfront, an Olympic-size beachfront pool, a newly renovated fitness and community center, Har-Tru tennis courts with planned pickleball additions, on-site management, gated entry, library, conference facilities, and a highly desirable owner-to-owner rental program. Located just minutes from St. Armands Circle and downtown Sarasota, this residence offers convenient access to world-class dining, boutique shopping, cultural attractions, marinas, and the very best of Florida's Gulf Coast lifestyle. A rare opportunity to enjoy privacy, beachfront living, and the unmatched beauty of Longboat Key at one of the island's most sought-after addresses.

2301 Gulf Of Mexico Drive Unit 11N, Longboat Key

7001 Gulf Of Mexico Drive Unit 24, Longboat Key
$1,199,000
2 Beds ⋅ 2 Baths ⋅ Long Beach SubDv. ⋅ 34228 Zip Code
$100,000 PRICE REDUCTION. Stunning Gulf-Front Residence. Welcome to an extraordinary Gulf-front residence where timeless coastal elegance meets uncompromising craftsmanship. Completely reimagined from top to bottom, this impeccably furnished two-bedroom, two-bath condominium offers an unparalleled blend of luxury, comfort, and breathtaking natural beauty. Perfectly positioned on the second floor, this architectural gem enjoys panoramic, unobstructed views of the Gulf of Mexico with spectacular year-round sunsets and direct beach access just steps away. A 26-foot private lanai creates the perfect setting for morning coffee, alfresco dining, or simply soaking in the soothing sounds of the waves. Designed with understated coastal luxury in mind, the open-concept great room seamlessly connects the living, dining, and kitchen spaces while showcasing mesmerizing Gulf views from virtually every room. Nine-foot ceilings, Brazilian walnut flooring, elegant crown molding, plantation shutters, abundant natural light, and a sophisticated Lutron automated lighting system create an atmosphere that is both warm and refined. The chef-inspired culinary kitchen is a true showpiece, featuring custom furniture-grade cabinetry, Caesarstone quartz countertops, premium Miele and Sub-Zero appliances, and exceptional attention to every detail. A built-in office nook, high-speed Google Mesh Wi-Fi, integrated premium sound system, tankless water heater, and convenient in-unit laundry add modern functionality to this exceptional home. The thoughtfully designed split-bedroom floor plan offers two private suites, each with its own luxurious bath and spacious walk-in closet, ensuring maximum privacy for owners and guests alike. Constructed of solid concrete block with durable stucco construction, this residence also offers outstanding peace of mind. Hurricane-impact windows and doors and an elevated second-floor location provide exceptional resilience and protection. The impeccably maintained beachfront community has completed significant recent improvements, including a new roof, renovated stairways and entryways, and lush tropical landcaping. Financially strong with well-funded reserves, the association offers residents carefree ownership and outstanding amenities, including a heated resort-style swimming pool, tennis courts, and miles and miles of gorgeous beach. The vibrant, socially active community offers owners and guests a welcoming coastal atmosphere, with frequent gatherings at the beach, pool, and barbecue area. For pet owners, you'll also appreciate that your pets are welcome, too, in this pet-friendly community. Whether you’re searching for a coastal beachfront retreat, a full-time residence, or an exceptional investment in one of Florida’s most coveted Gulf-front locations, this remarkable home delivers an unmatched combination of sophisticated design, premium finishes, modern technology, and one of the most spectacular waterfront settings imaginable.

7001 Gulf Of Mexico Drive Unit 24, Longboat Key

2301 Gulf Of Mexico Drive Unit 33N, Longboat Key
$1,199,000
2 Beds ⋅ 2 Baths ⋅ Islander Club Of Longboat SubDv. ⋅ 34228 Zip Code
Experience breathtaking beachfront living in this rare direct Gulf-front residence at the prestigious Islander Club on Longboat Key. This two-bedroom, two-bath condominium showcases panoramic Gulf of Mexico views from every room, including the living room, primary suite and guest bedroom, creating a spectacular coastal backdrop throughout the home. One of the exceptional features of this residence is its oversized deeded beachfront terrace, a rare offering within the community. Only a select few residences at the Islander Club enjoy this expansive outdoor space, which enhances the home's connection to the beach and provides an unparalleled vantage point for taking in sweeping Gulf views and spectacular sunsets. Wake up to the sound of the waves, enjoy stunning water views from nearly every location and embrace the relaxed luxury of Longboat Key beachfront living. The Islander Club is a sought-after community with 400 feet of private beach frontage. Islander Club offers residents on-site management, a heated pool, renovated clubhouse, billiards and table tennis room, fitness center, saunas and two Har-Tru tennis courts. The shopping, dining and cultural attractions of St. Armands Circle and downtown Sarasota are just a short drive away.

2301 Gulf Of Mexico Drive Unit 33N, Longboat Key

948 Spanish Drive S, Longboat Key
$1,199,000
2 Beds ⋅ 2 Baths ⋅ Spanish Main Yacht Club SubDv. ⋅ 34228 Zip Code
A few photos virtually staged. Stunning full bay views as you enter this jaw-dropping magnificent, completely custom renovated stand-alone villa on Sarasota Bay. Professionally designed starting with an 18-by-11-foot gourmet kitchen. With 10-12-foot wood beam ceilings, a beautiful 12-foot quartz island that seats 10-plus people, solid wood cabinetry, Café’ brand double oven, refrigerator with two additional drawers, stainless steel appliance, huge undermount sink, glass backsplash, separate wet bar and more. The 2-by4-foot white porcelain rectangular tile flows seamlessly from room to room with water views that entertain you every moment of every day. With the Intracoastal Waterway just beyond the brick paver back patio, the wildlife is abundant, more than you can imagine, with morning sunrises that softly greet you as you awaken to a true slice of paradise. The entire glass-enclosed 23-by-12-foot lanai brings so much light, brightness and cheerfulness that it makes your heart smile. The end unit offers privacy and protection with lush green mangroves creating a protected area plus easy access for entering the water, going for a swim, fishing or kayaking. Back to the renovations, the main bedroom en suite offers privacy with upscale bath appointments, a double sink, and large designer shower. The enclosed laundry area right off the bedroom was carefully crafted with a walk-in closet, extra storage room and a rare whole-house water purification system. Not to mention all hurricane windows and doors throughout with additional footings, foam support and steel beams under the sliding doors to ensure structural integrity and peace of mind. All appliances are 2025, LG Thin Q washer and dryer, Café kitchen appliances, tankless hot water tank, custom fan and lights, all new plumbing and electrical as the home was taken down to the studs. PVC sewer lines completely replaced all cast iron pipes. Brand new roof completed by 8/31/2026. . There is nothing to do except move in and relax. You will not be disappointed. All FEMA regulations have been completed, including inspections. Vibrant waterfront 55-plus community with 40-slip marina and deeded beach access to gorgeous beaches of Longboat Key. Close to restaurants, shops, renowned St. Armands Circle, plus 30 minutes to Sarasota International Airport. Take a look.

948 Spanish Drive S, Longboat Key

1065 Gulf Of Mexico Drive Unit 305, Longboat Key
$1,199,000
3 Beds ⋅ 2 Baths ⋅ Beachplace SubDv. ⋅ 34228 Zip Code
One or more photo(s) has been virtually staged. 3 BEDROOM CORNER/ END RESIDENCE! SOUTHWEST GULF VIEW! 2 OWNED PARKING SPACES- ONE COVERED! EXCELLENT RENTAL POTENTIAL! A vivid palette of white perfected with the backdrop of Gulf waters kissed by brilliant hues amid spanning skies as the sun sets on yet another perfect day. Yours to be experienced daily, from the bright inside or out on the patios, of this corner home spread over more than 1,800 square feet. Well-positioned at the southwest corner of Building 10 to take full advantage of what it means to be the fortunate owner of a beachfront Longboat Key retreat. Clean, crisp and white, this home is move-in ready, OR it is fresh and primed for you to begin the design of your dreams. Finding 3 bedrooms, 2 baths, and 2 owned parking spaces (one under-building and one outside steps to the building entry) on the beach at this reasonable price point is a FIND in this zip code, so closely consider the opportunity at hand. Beachplace is a sprawling community of 31 acres and full of amenities including, but not limited to, deeded beach access, junior Olympic size pool, kiddie pool, spa, clubhouse, fitness, tennis, pickleball, guarded/ gated entry, community grilling, fun gaming area with ping pong, cornhole, seasonal community activity calendar, etc. Truly a special place to call home or an absolute escape to refresh, restore, relax, release and renew the wellbeing of mind, body and spirit.

1065 Gulf Of Mexico Drive Unit 305, Longboat Key

3808 Gulf Of Mexico Drive Unit E412, Longboat Key
$1,175,000
3 Beds ⋅ 3 Baths ⋅ Beach Harbor Club SubDv. ⋅ 34228 Zip Code
Rarely available penthouse living at Beach Harbor Club pairs sweeping Sarasota Bay views with deeded access to the white sands of the Gulf of Mexico. Set on the top floor of Building E, Residence #E412 is an exceptionally spacious three-bedroom, three-bath retreat offering more than 2,500 square feet, captivating water views from nearly every room and the relaxed indoor-outdoor lifestyle that makes Longboat Key so desirable. This residence also includes two premium covered parking spaces. From the moment you arrive, the water takes center stage. A private screened front patio creates an inviting outdoor perch overlooking the bay, while inside, an expansive, light-filled floor plan unfolds through generous living, dining and family spaces. Walls of glass frame the sparkling bay, surrounding tropical landscape and boating activity below, creating a constant connection to the waterfront setting. The oversized living room flows naturally into the enclosed bayfront terrace, now incorporated as a comfortable family room for additional year-round living space. Impact-rated sliding glass doors open to a Juliet balcony, inviting refreshing bay breezes inside while preserving the protection and comfort of an enclosed space. It is an ideal setting for morning coffee, reading, entertaining or simply watching the ever-changing colors of the water. Designed for both everyday living and entertaining, the formal dining room is surrounded by windows and enjoys beautiful bay views. The adjacent eat-in kitchen, renovated in 2018, features abundant cabinetry and workspace, a breakfast nook and its own picturesque outlook across the water. Three generously sized bedrooms are arranged in a desirable split plan, providing privacy for owners and overnight guests. The spacious primary suite is positioned to take advantage of the waterfront setting and includes a sitting area and an updated en-suite bath renovated in 2023. The additional bedroom suites offer exceptional flexibility for visiting family, guests or a home office. Beyond the residence, Beach Harbor Club delivers the quintessential Longboat Key lifestyle from bay to beach. Residents enjoy a bayfront clubhouse with social room, bar and catering kitchen, library, fitness center, heated swimming pool, Tiki hut and barbecue area, shuffleboard, car wash station, fish-cleaning station and outdoor shower. Boaters and paddlers will especially appreciate Beach Harbor Club's on-site marina, where assigned boat slips and kayak storage racks are available on a first-come basis. Just across Gulf of Mexico Drive, the community's deeded Gulf beach access puts the turquoise waters and soft sands of Longboat Key only moments from home—offering the rare opportunity to spend the morning boating on Sarasota Bay and the afternoon along the Gulf. Ideally positioned on the southern end of Longboat Key, #E412 is convenient to the boutiques, restaurants and cafés of St. Armands Circle, while Downtown Sarasota is just beyond the Ringling Bridge for acclaimed dining, galleries, theaters, the Sarasota Opera, Marina Jack and the city's celebrated arts and cultural scene. Longboat Key's waterfront restaurants, golf, tennis, parks and miles of shoreline are also close at hand.

3808 Gulf Of Mexico Drive Unit E412, Longboat Key

4525 Gulf Of Mexico Drive Unit 204, Longboat Key
$1,125,000
2 Beds ⋅ 2 Baths ⋅ Castillian The SubDv. ⋅ 34228 Zip Code
Direct Gulf-front living, uninterrupted beach views and spectacular sunsets define this furnished retreat at The Castillian on Longboat Key. Positioned in the South Building, Residence #204 offers a front-row perspective of the Gulf of Mexico, with expansive water views from nearly every room. Thoughtfully maintained and updated, this two-bedroom residence offers 1,362 square feet of interior living space, including an enclosed Gulf-front terrace that creates a comfortable extension of the residence. From the moment you enter, the Gulf becomes the focal point. A light-filled, open living and dining area leads directly to the enclosed terrace, where floor-to-ceiling glass frames turquoise water, the natural dune landscape and the beach beyond. Impact sliding glass doors open to welcome refreshing Gulf breezes, creating a versatile space for enjoying the ever-changing coastal scenery and everyday living. The east-facing eat-in kitchen, updated in 2017, combines functionality with a fresh coastal aesthetic. Quartz countertops, a breakfast bar, stainless steel appliances and shaker-style cabinetry complement the generous workspace, while a convenient laundry closet adds everyday practicality. The kitchen connects naturally to the living and dining areas, creating an easy flow for entertaining. A split-bedroom floor plan provides privacy for owners and guests. The Gulf-facing primary suite offers beautiful water views, a walk-in closet and an en-suite bath updated in 2017 with quartz finishes and a glass-enclosed shower. The guest bedroom is comfortably separated from the primary suite and is served by a similarly updated second bath. Offered turnkey furnished, the residence is ready for immediate enjoyment as a full-time island home or seasonal getaway. Additional conveniences include deeded under-building parking and a separate storage unit. Beyond the residence, The Castillian offers the intimate atmosphere of a 60-residence beachfront community, with two buildings overlooking the Gulf. Its beautifully maintained grounds and collection of amenities encourage an easygoing coastal lifestyle. Spend afternoons beside the heated Gulfside swimming pool, unwind in the hot tub or gather with friends at the clubhouse and outdoor grilling area. Tennis, kayak storage and opportunities for walking and biking add to the appeal, while more than 700 feet of beachfront places Longboat Key’s soft sand and sparkling Gulf waters just steps from your front door. The community is pet-friendly, subject to association restrictions. The Castillian’s central Longboat Key location also provides convenient access to the island’s waterfront restaurants, golf, tennis and marinas. To the south, St. Armands Circle offers boutique shopping, restaurants and cafés, while Downtown Sarasota is home to acclaimed dining, galleries, theaters, Sarasota Opera, Marie Selby Botanical Gardens and the scenic Bayfront. To the north, Anna Maria Island and the charming coastal communities of Manatee County offer additional opportunities for exploring Southwest Florida.

4525 Gulf Of Mexico Drive Unit 204, Longboat Key

4325 Gulf Of Mexico Drive Unit 103, Longboat Key
$1,100,000
2 Beds ⋅ 2 Baths ⋅ Tiffany Plaza SubDv. ⋅ 34228 Zip Code
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.

4325 Gulf Of Mexico Drive Unit 103, Longboat Key

1075 Gulf Of Mexico Drive Unit 205, Longboat Key
$1,099,000
3 Beds ⋅ 2 Baths ⋅ Beachplace SubDv. ⋅ 34228 Zip Code
Set within Beachplace on the coveted south end of Longboat Key, this 3-bedroom, 2-bath corner residence offers 1,819+/- sq. ft. of beautifully maintained living space, an expansive wraparound terrace and 1 under-building deeded parking space. Distinctive wallpaper adds personality to the foyer, while plank flooring flows throughout. Just off the entry, double doors open to the third bedroom, currently used as a family and sitting room, while the guest bedroom across the hall opens directly to the terrace. The main living area takes full advantage of the corner setting, with walls of sliding glass doors filling the space with natural light and framing elevated views of the lake, fountains and tropical landscaping. The kitchen features white cabinetry, glass-front accents, stone countertops, stainless steel appliances and a breakfast bar opening to the dining area. Privately positioned away from the guest accommodations, the primary suite enjoys terrace access and tranquil lake and fountain views, along with a spacious bath with dual vanities and a separate water closet. Beachplace is a gated, 31-acre beachfront community known for its mid-century modern architecture and resort-style amenities, including private beach access, a junior Olympic-size pool, spa, kiddie pool, clubhouse, fitness facilities, sauna, tennis and pickleball courts, EV charging stations and grilling areas. Separate membership opportunities are also offered at the nearby Longboat Key Club, with amenities that may include 45 holes of championship golf, tennis, private dining, beach and pool facilities, spa, fitness and marina access, depending on membership category. Rentals are permitted up to 12 times per year with a 30-day minimum, and St. Armands Circle and downtown Sarasota are just minutes away.

1075 Gulf Of Mexico Drive Unit 205, Longboat Key

775 Longboat Club Road Unit 405, Longboat Key
$1,095,000
2 Beds ⋅ 2 Baths ⋅ Beaches Of Longboat Key SubDv. ⋅ 34228 Zip Code
Behind the gates of the Longboat Key Club, this 2BR/2BA corner residence at The Beaches offers 1,602± sq. ft. of comfortable living space, a wraparound terrace and views extending across the golf course to the Gulf. Located on the desirable south end of Longboat Key, the residence offers convenient access to the beach and the amenities of both The Beaches and the Longboat Key Club. Double entry doors open to a foyer with tile floors, high ceilings and neutral finishes. The combined living and dining area features walls of new high impact sliding glass doors that bring in natural light and open to the wraparound terrace. With exposures along two sides of the residence, the terrace provides multiple seating areas and views across the golf course and toward the Gulf. The galley-style kitchen offers generous counter space, stainless steel appliances, a tray ceiling and an adjoining breakfast nook with direct terrace access. The guest bedroom is comfortably sized and overlooks the golf course. The primary suite includes a private bath with dual vanities, a spa tub and a separate water closet with walk-in shower. An in-residence washer and dryer add convenience. The Beaches provides 24-hour concierge service, fitness and social rooms, two private tennis courts, a heated pool and spa, private beach access, garage parking and on-site management. Optional membership opportunities at the Longboat Key Club further expand the lifestyle, with Full, Golf, Tennis and Social membership categories offering access to amenities that may include 45 holes of golf, the Tennis Gardens, private dining venues, beach and pool facilities, spa, fitness and marina privileges. Boaters also have access to Longboat Key Club Moorings, a 291-slip, full-service deep-water marina described by the resort as the largest resort marina on Florida’s west coast. The marina accommodates vessels up to 150 feet, with slips available for lease or purchase, subject to availability and applicable membership requirements.

775 Longboat Club Road Unit 405, Longboat Key

4545 Gulf Of Mexico Drive Unit 311, Longboat Key
$1,095,000
2 Beds ⋅ 2 Baths ⋅ Castillian The SubDv. ⋅ 34228 Zip Code
It doesn't get better than this ... sweeping gulf and beach views, the soothing sound of waves, and instant relaxation at The Castillian on Longboat Key. Residences here rarely become available, so all that's left to do is embrace the casual laid-back lifestyle. The condo's centerpiece is a beautifully renovated open kitchen featuring solid wood cabinetry, granite countertops, GE Monogram appliances, a large stainless steel sink, and a stylish built-in desk area. Both bathrooms have also been updated. The owner's suite, guest bedroom, and great room all open to the balcony, which is equipped with a hurricane shutter for added peace of mind. The Castillian consists of two 30-residence buildings and offers assigned under-building parking, a private storage closet, a heated pool and spa, an outdoor grilling area, and a tennis/pickleball court. This pet-friendly community is conveniently located near Publix and just minutes from the restaurants and shops of St. Armands Circle.

4545 Gulf Of Mexico Drive Unit 311, Longboat Key

3060 Grand Bay Boulevard Unit 133, Longboat Key
$1,095,000
3 Beds ⋅ 4 Baths ⋅ Grand Bay SubDv. ⋅ 34228 Zip Code
Virtually Staged. On the 3rd floor of Building One, this 3-bedroom, 3.5-bath residence opens to one of Longboat Key's signature views: the fairways and lagoons of the golf course in the foreground and Sarasota Bay stretching to the horizon beyond. A semi-private elevator landing opens to 2,369 square feet centered on a great room, where floor-to-ceiling sliders frame the water and open to a wide covered terrace. The living room and owner's suite both capture the bay-and-golf view and open to this terrace, while a second terrace off the kitchen overlooks the treetops and serves the two guest bedrooms. The kitchen features a center island, double wall ovens, and a built-in refrigerator. The owner's suite includes a custom walk-in closet and a marble bath with glass shower, soaking tub, and dual vanities, and one guest bedroom is fitted with a built-in desk and shelving for an easy home office. Original and ready for your finishes, it is a rare chance to make a bayfront retreat your own. Two deeded parking spaces and a private storage unit complete the offering. Behind the gates of Bay Isles, Grand Bay offers two heated pools, Har-Tru tennis, a fitness center, clubhouse, on-site management, and 24-hour security. Owners also receive deeded access to the private Bay Isles Beach Club on the Gulf. St. Armands Circle, downtown Sarasota, Harbourside golf and marina, and the beaches of Lido and Siesta Key are all minutes away.

3060 Grand Bay Boulevard Unit 133, Longboat Key