Longboat Key Homes with Key West Architectural style

Longboat Key Homes with Key West Architectural style

Welcome to Longboat Key, Florida—a slice of paradise nestled in Manatee County, where the sun kisses the shores and the gentle waves sing a soothing lullaby. This idyllic barrier island, known for its pristine beaches and lush landscapes, offers a tranquil retreat for those seeking a luxurious coastal lifestyle. With its charming boutiques, gourmet dining options, and vibrant community events, Longboat Key is a haven for both relaxation and recreation.

One of the standout features of this enchanting locale is its stunning homes, particularly those showcasing the delightful Key West architectural style. Characterized by vibrant colors, metal roofs, and spacious porches, these residences exude a warm, inviting charm that perfectly complements the island's laid-back vibe. Imagine sipping your morning coffee on a breezy veranda, surrounded by swaying palm trees and the gentle sound of ocean waves. The Key West style is not just about aesthetics; it embodies a lifestyle that embraces outdoor living and a strong connection to nature.

In Longboat Key, you’ll find a variety of properties that reflect this beloved architectural style, from cozy beachfront cottages to expansive luxury estates. Each home tells a unique story, blending modern comforts with timeless coastal charm. Whether you're searching for a seasonal getaway or a permanent residence, Longboat Key's Key West-style homes offer a perfect sanctuary where you can create lasting memories with family and friends.

Discover the allure of Longboat Key, where every day feels like a vacation, and the beauty of Key West architecture invites you to live your best life by the sea.

Newest Longboat Key Homes with Key West Architectural style

6 Beds ⋅ 7 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code

Pre-Construction. To be built. An extraordinary opportunity to create a world-class waterfront estate on Sarasota Bay, this stunning new construction residence offers the ultimate blend of luxury, craftsmanship, and coastal living in one of Sarasota’s most coveted locations. Situated on an expansive 11,000+ square foot bayfront homesite, this magnificent two-story design features six spacious bedrooms, six and a half impeccably appointed baths, and a three-car garage, thoughtfully curated to embrace both elegant entertaining and relaxed waterfront living. With permits already in place and construction ready to begin, buyers have the rare advantage of securing a brand-new custom home while potentially taking delivery turnkey furnished for a truly effortless transition to paradise. Designed to maximize breathtaking water views and the coveted Sarasota lifestyle, the residence will showcase superior architectural details, expansive living spaces, and seamless indoor-outdoor connections that celebrate the beauty of its spectacular setting. The resort-inspired outdoor oasis will feature a sparkling pool and spa, a fully equipped outdoor kitchen, and generous entertaining areas perfectly suited for hosting family and friends against the backdrop of stunning bay vistas and unforgettable sunsets. Boating enthusiasts will appreciate the exceptional location, offering immediate access to Sarasota Bay and the Gulf of Mexico, making this an ideal retreat for those who embrace life on the water. Beyond the privacy and prestige of this remarkable homesite, residents will enjoy the convenience of walking to the beloved restaurants, boutiques, and vibrant atmosphere of Sarasota’s charming north end, while the sugar-sand beaches and turquoise waters are just moments away. Every detail of this exceptional offering has been thoughtfully envisioned to deliver a lifestyle defined by luxury, comfort, and coastal elegance, creating a rare opportunity to own a brand-new waterfront masterpiece in one of Florida’s most desirable destinations. Whether envisioned as a year-round residence or an extraordinary seasonal retreat, this soon-to-be-completed estate represents the pinnacle of Sarasota bayfront living, where impeccable design, modern conveniences, and an unrivaled location come together to create a legacy property for generations to come. Construction has not started yet however plans are available! Call now for more details!

7094 Longboat Drive E, Longboat Key

4 Beds ⋅ 4 Baths ⋅ La Lenaire Isle SubDv. ⋅ 34228 Zip Code

Private island living on Jewfish Key, one of eight homes, accessible by boat only. This rare offering presents a lifestyle few will ever experience: a secluded island sanctuary surrounded by the turquoise waters of Longboat Pass and the Gulf Coast’s natural beauty. An address like this comes up for sale about once a generation. 7143 La Lenaire is on the market for the first time in more than two decades. The home is a custom built, over 2,700 square feet of living space designed to embrace panoramic water views and effortless indoor-outdoor living, four bedrooms and four baths, finished in 2011 on a 1.24-acre titled lot with roughly 300 feet of water frontage. From the island you are minutes by water to Longboat Key, St Armands Circle, and Anna Maria Island. Every room captures breathtaking western-facing vistas, creating a constant backdrop of sparkling water, coastal breezes, and unforgettable sunsets. The main living areas open onto covered outdoor space and frame the sunset over the intercoastal waters, and the evening light fills the rooms. It was built to handle a quiet weekend or a full house of guests. The private deep-water dock provides immediate boating access to Sarasota Bay, the Intracoastal Waterway, Longboat Key Pass, and the Gulf of Mexico, making this a true boater’s paradise. Jewfish Key is a hidden gem spanning approximately 38 acres, offering a level of privacy and tranquility rarely found along Florida’s Gulf Coast. Surrounded by pristine shoreline, sandbars, native wildlife, and crystal-clear waters, the island delivers an unmatched blend of exclusivity and natural beauty while still being conveniently located near Longboat Key, Anna Maria Island, and Sarasota’s world-class dining, shopping, and entertainment. Whether used as a private family compound, luxury waterfront getaway, or one-of-a-kind investment opportunity, 7143 La Lenaire Drive represents a truly irreplaceable island lifestyle. Turn Key - Furnished.

7143 La Lenaire Drive, Longboat Key

4 Beds ⋅ 3 Baths ⋅ Triton Cove SubDv. ⋅ 34228 Zip Code

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!

3040 Gulf Of Mexico Drive Unit 3, Longboat Key

4 Beds ⋅ 5 Baths ⋅ Conrad Beach SubDv. ⋅ 34228 Zip Code

Virtually Staged. Experience the best of Longboat Key living in this elevated coastal retreat, ideally located in the desirable Conrad Beach community just a block from the Gulf of Mexico. Designed with timeless style and modern comfort in mind, this 4-bedroom, 4.5-bath residence offers sophisticated finishes, smart upgrades, and all the pleasures of island life without the upkeep of a private pool. Spanning 2,900 square feet, the open-concept layout showcases a chef’s kitchen with an oversized quartz island, premium appliances, and generous counter space ideal for entertaining family and friends. Light-filled second-level living and dining spaces open to an expansive porch and outdoor dining space , creating a seamless indoor-outdoor flow. The first living level features a serene primary suite with a spa-inspired bath and private balcony, offering a peaceful retreat. Upstairs guest suites provide privacy and comfort, with terraces to capture the island’s cooling breezes and glowing Gulf sunsets. A stunning rooftop deck with jacuzzi crowns the home, creating an unforgettable setting for evening relaxation or gatherings under the stars. Additional highlights include impact-rated windows and doors, elevator ready, and a two-car garage with ample storage. The award-winning Conrad Beach community offers a recently renovated resort-style pool with bath facilities and beautifully maintained landscaping, all just a short stroll from the shoreline. Enjoy the vibrant charm of nearby Anna Maria Island, Longbeach Village dining, marinas, and boutique shopping at St. Armands Circle and Sarasota. This home blends coastal sophistication, privacy, and comfort—an ideal winter haven to share with family and friends.

333 Firehouse Court, Longboat Key

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