Longboat Key Homes with Contemporary Architectural style

Longboat Key Homes with Contemporary Architectural style

Welcome to Longboat Key, Florida, a stunning barrier island that embodies the perfect blend of luxurious living and serene coastal charm. Nestled between the Gulf of Mexico and Sarasota Bay, this enchanting community offers breathtaking views, pristine beaches, and a vibrant lifestyle that attracts residents and visitors alike.

Longboat Key is renowned for its upscale ambiance, featuring a variety of exquisite homes that showcase contemporary architectural styles. These modern residences are thoughtfully designed, boasting clean lines, open spaces, and an abundance of natural light. With sleek finishes and state-of-the-art amenities, contemporary homes in Longboat Key provide an ideal setting for those who appreciate both elegance and functionality. Imagine waking up to panoramic views of the Gulf, with floor-to-ceiling windows that seamlessly blend indoor and outdoor living spaces.

In addition to its stunning homes, Longboat Key is a paradise for outdoor enthusiasts. Residents can enjoy world-class golfing, boating, and fishing, as well as miles of scenic biking and walking paths. The island is also home to a variety of gourmet dining options, boutique shops, and cultural attractions, ensuring that there’s always something to explore.

Whether you're seeking a permanent residence or a vacation getaway, Longboat Key offers a unique lifestyle that is both peaceful and vibrant. Experience the allure of contemporary living in this coastal gem, where every day feels like a vacation. Discover your dream home in Longboat Key and embrace the beauty and sophistication of Florida living at its finest.

Newest Longboat Key Homes with Contemporary Architectural style

2245 Harbourside Drive Unit 101, Longboat Key
$1,150,000
3 Beds ⋅ 3 Baths ⋅ Harbour Oaks SubDv. ⋅ 34228 Zip Code
PRIVATE POOL, DEEDED GULF BEACH ACCESS, EXCEPTIONAL END-UNIT PRIVACY, GATED BAY ISLES, MOVE-IN READY This is the Longboat Key lifestyle you have been waiting for! Tucked behind the gates of highly sought-after Bay Isles and nestled within the charming Harbour Oaks enclave, this beautifully renovated end-unit villa offers an exceptional blend of privacy, comfort and effortless coastal living. Located at the east end of a single-story building, this 3-bedroom, 2½-bath residence offers 2,219 square feet of thoughtfully designed living space, enhanced by high volume ceilings that create an airy, open feel. A 2-car garage plus an additional dedicated parking space provides exceptional convenience for visiting family and friends. The coveted end-unit location was one of the reasons the current owners chose this home, and its enhanced privacy remains one of the residence’s most desirable features. Step inside and discover a home that has been extensively and thoughtfully updated, with the major improvements already completed. Highlights include a new roof and roof decking, hurricane-rated skylights, windows and doors, Hardie board siding, newer HVAC and ductwork, renovated kitchen and baths, updated flooring, custom California Closets, a full-size Murphy bed, updated appliances, new water heaters, whole-house water filtration and surge protection. The outdoor living spaces have received equally impressive attention. The screened lanai creates a private oasis centered around a heated saltwater pool, with a new pool heater, refinished pool, saltwater conversion and rescreened pool cage. It is the perfect setting for a morning swim, a leisurely afternoon or relaxed entertaining with friends. Inside, the high volume ceilings and open living spaces create an inviting sense of spaciousness, while the layout flows naturally to the screened lanai and pool. Thoughtful custom storage throughout adds both function and elegance, allowing the home to feel beautifully organized without sacrificing style. Harbour Oaks is a distinctive maintenance-free community within Bay Isles, offering lush landscaping, a community pool and spa, and a welcoming neighborhood setting. Best of all, Bay Isles residents enjoy deeded access to the private Bay Isles Beach Club. There is no need to pack up the car or search for parking. Simply grab your beach bag and head to the Gulf. For those seeking an even more expansive resort lifestyle, optional Longboat Key Club membership provides access to an array of amenities, including golf, tennis, pickleball, fitness, marina and dining. The location is equally appealing. Harbour Oaks is less than a mile from Longboat Key's Town Center and close to Publix and everyday conveniences, while the shops and restaurants of St. Armands Circle and downtown Sarasota are just a short drive away. Private pool. Deeded beach access. Exceptional end-unit privacy. Extra parking for guests. High volume ceilings. Extensive updates already completed. This is a home designed to let you spend less time on projects and more time enjoying everything Longboat Key has to offer. Simply move in, unpack and start enjoying paradise. You will be pleasantly surprised by just how much this exceptional home has to offer.

2245 Harbourside Drive Unit 101, Longboat Key

455 Longboat Club Road Unit 402, Longboat Key
$2,000,000
3 Beds ⋅ 4 Baths ⋅ Pierre SubDv. ⋅ 34228 Zip Code
Beachfront mornings begin with dazzling Gulf views on your oversized terrace, above the palms and close enough to see and hear the surf. Spacious, bright and airy, this renovated waterfront three-bedroom condominium lives much larger than its 2,400-plus square feet. Behind the guarded gates of the Longboat Key Club on the island’s southern tip, this peaceful enclave offers an enchanting beach with a rare feeling of privacy. Only minutes from St. Armands Circle, Bay Isles Publix shopping center, the St. Regis and downtown Sarasota’s celebrated arts and culture scene, yet it feels worlds away. The Pierre strikes a rare balance, intimate yet spacious, just 66 residences on nearly seven lush acres. The heated pool, spa, Har-Tru tennis courts, fitness center and beach feel surprisingly uncrowded, even at the height of season. Gulf views fill nearly every room. Evenings bring unforgettable sunsets, then twinkling views of the golf course, Sarasota Bay and city lights to the east. Two expansive balconies make indoor/outdoor living and entertaining easy. The guest room has beach views and its terrace access. A kitchen designed by a serious cook flows beautifully into the living areas, and the dual-aspect dining area offers Gulf and city views with direct access to both balconies, ideal for dinner parties. The flexible layout lets the 3rd bedroom serve as an office or formal dining room, and some owners have added a fourth bedroom! The Pierre’s spacious floor plans stand apart on Longboat Key, where most condominiums are smaller two-bedroom units as few offer this much space at this price. Three guest suites (two one-bedroom, one two-bedroom with large living room and kitchen) welcome overflow guests. Concierge, garage parking, deeded beach access and pet-friendly. Optional Longboat Key Club membership adds 45 holes of golf, tennis, pickleball, spa, fitness, dining, marina and private beach service. Year-round or lock-and-leave, this is so much more than a beach house. It feels like home.

455 Longboat Club Road Unit 402, 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

626 Buttonwood Drive, Longboat Key
$4,395,000
6 Beds ⋅ 6 Baths ⋅ Longboat Shores SubDv. ⋅ 34228 Zip Code
Private Marina. Experience the pinnacle of coastal living in this exceptional new construction waterfront residence, ideally situated in the heart of Longboat Key. Perfectly positioned across from the community marina with direct boating access to the Gulf of Mexico, this move-in-ready home offers an extraordinary blend of modern elegance, superior craftsmanship, and the relaxed sophistication of island life. Spanning 4,106 square feet, this thoughtfully designed residence features 5 spacious bedrooms, a private office/den, and 4 luxurious bathrooms, creating an ideal setting for both everyday living and entertaining. Finished floor elevation above base flood elevation, the home provides added peace of mind while maximizing its commanding presence. Designed to embrace Florida’s indoor-outdoor lifestyle, expansive sliding glass doors seamlessly connect the interior living spaces to two generous covered lanais, overlooking a resort-style heated pool and spa. Whether hosting sunset gatherings or enjoying a quiet morning overlooking the water, every space has been crafted to capture the beauty and serenity of waterfront living. Inside, quality finishes and attention to detail abound. Wide-plank engineered hardwood flooring flows throughout the home, complemented by designer quartz countertops, custom cabinetry, and an open-concept floor plan filled with natural light. The chef-inspired kitchen serves as the centerpiece of the home, featuring an oversized island, premium finishes, and a spacious walk-in pantry. The convenience of dual laundry rooms further enhances the home's thoughtful design. For boating enthusiasts, the property features a concrete seawall and marina access, offering quick and convenient access to Sarasota Bay and the Gulf waters beyond—making it easy to enjoy world-class fishing, waterfront dining, and unforgettable days on the water. A boat slip is currently leased by the owner. Tucked away on a quiet street, yet just moments from Longboat Key’s pristine beautiful sand beaches, championship golf courses, marinas, boutique shopping, and renowned dining destinations, this residence delivers the perfect balance of privacy and accessibility. Offering the rare combination of new construction, waterfront location, elevated construction, luxury finishes, and Gulf boating access, 626 Buttonwood Drive represents an exceptional opportunity to own a premier Longboat Key waterfront retreat in one of Florida’s most coveted coastal communities. Luxury. Boating. Beach Life. Welcome Home.

626 Buttonwood Drive, Longboat Key

1281 Gulf Of Mexico Drive Unit 111, Longboat Key
$1,050,000
2 Beds ⋅ 3 Baths ⋅ Water Club At Longboat Key SubDv. ⋅ 34228 Zip Code
Welcome to a little piece of paradise on Longboat Key at the stunning gated Gulf-front condominium community of Water Club, which offers a coastal lifestyle complete with direct access to sandy beaches, high-end amenities and exceptional security and concierge services. This designer-inspired, two-bedroom, 2.5-bath condominium is on the newer north building's plaza level and features nearly 1,400 square feet, 10-foot ceilings, double crown molding, plank wood flooring in the living areas, natural colors and floor to ceiling storm impact windows and doors. An open floor plan offers garden views from the spacious living room and the kitchen, which has both a breakfast bar and a seating area. A beautiful kitchen renovation was completed in December 2025 with handsome wood cabinets, stone countertops and GE Profile appliances. The split plan allows privacy for owners and guests in the two separate primary en-suite bedrooms, each with large windows, custom drapes and carpet, wall closets with built-ins and baths with combination tub/showers. ?An expansive balcony with glass railing barriers can be accessed through the living area and one of the primary suites. This lovely condo conveniently has a stack washer and dryer, linen closet, underbuilding storage unit and assigned parking and its own front desk concierge. Behind the 24-hour guarded-gate is true luxury living with a modern clubhouse, state-of-the-art fitness room, locker room and spa, sauna, bar and lounge, library, game room, ballroom and catering kitchen and outside terrace for gatherings and watching sunsets over the Gulf waters. Besides the magnificent beach and Florida-friendly landscaped grounds, the outdoor amenities include a peaceful courtyard, fire pit, resort-style pool and hot tub and new Har-tru tennis courts. Water Club is conveniently near island golf courses and Publix, and a short distance from St. Armands Circle and downtown Sarasota for dining, shopping, entertainment and cultural venues.

1281 Gulf Of Mexico Drive Unit 111, 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

2450 Harbourside Drive Unit 234, Longboat Key
$1,800,000
3 Beds ⋅ 3 Baths ⋅ Marina Bay SubDv. ⋅ 34228 Zip Code
Welcome to Marina Bay, one of the most coveted condominium residences within the guard-gated Bay Isles community on Longboat Key. This expansive three-bedroom, three-bath residence offers 3,383 square feet of light-filled living space and exceptional privacy, sharing the floor with only one other residence. Enjoy sweeping panoramic views of Sarasota Bay and downtown Sarasota from the oversized screened balcony—an ideal setting for morning coffee, evening relaxation, and watching the abundant birdlife and marine activity. A second west-facing balcony captures spectacular Gulf sunsets, offering the best of both sunrise and sunset living. Marina Bay delivers a true resort-style lifestyle, featuring a large heated pool, tennis courts, pickleball courts, and a fitness center. Take leisurely strolls along the neighboring marina or around the picturesque Longboat Key Club Harbourside Golf Course. Ideally located, this residence is just a half-mile walk to Publix, CVS, and local shops, and only one mile from the new St. Regis Longboat Key Resort. Membership to the Longboat Key Club is available separately, providing access to world-class golf, dining, tennis, pickleball, and beach amenities. Whether as a full-time residence or an exceptional vacation retreat, this is a rare opportunity to enjoy luxury, convenience, and resort living on Longboat Key—truly, the best of island life.

2450 Harbourside Drive Unit 234, Longboat Key

1571 Harbor Cay Lane, Longboat Key
$4,400,000
4 Beds ⋅ 4 Baths ⋅ Bay Isles SubDv. ⋅ 34228 Zip Code
Experience the ultimate in luxury coastal living in this 4,209-square-foot stunning waterfront home, perfectly situated in the highly sought-after, gated Bay Isles Harbor Section—an exclusive boating community with only 67 custom residences on south Longboat Key. Designed for elegance and comfort, this timeless 4-bedroom, 3.5-bath estate welcomes you with a dramatic open main living area featuring soaring 23-foot ceilings filled with natural light, rich oak flooring, custom lighting and a gas/wood-burning fireplace. Expansive walls provide the perfect showcase for fine artwork, while the spacious living and dining areas flow seamlessly into a warm family room and a chef’s dream kitchen. The gourmet kitchen is equipped with custom mahogany cabinetry, premium stainless-steel appliances including an induction cooktop, a large island topped with quartzite countertops, and a bright breakfast area overlooking the pool and waterway. Sliding glass doors lead to your private outdoor oasis—a massive 28-foot saltwater pool with solar heating and a partially covered patio with heat-resistant coral stone tile. The luxurious master suite offers two walk-in closets, a sitting area or office, and a spa-inspired bathroom with translucent onyx walls and flooring, a soaking tub, and an oversized shower. Additional features include a large laundry and craft room, an oversized two-car garage with workbench, hurricane-impact windows and doors, reinforced garage doors, and a brand-new concrete tile roof. A beautifully landscaped circular drive welcomes guests, while the deep-water bayou behind the home provides direct access to Sarasota Bay—ideal for boating enthusiasts. Residents of Bay Isles enjoy 24-hour gated security, membership to the Bay Isles Beach Club, and close proximity to the Longboat Key Club, St. Armands Circle, world-class dining, shopping, and the brand-new five -star St. Regis Longboat Key Resort. This exceptional property offers the best of luxury, privacy, and the coveted waterfront lifestyle on Florida’s Gulf Coast. Sellers will repaint exterior of house whatever color Buyer selects before closing, upon firm executed Contract.

1571 Harbor Cay Lane, Longboat Key

6489 Gulfside Road, Longboat Key
$13,995,000
4 Beds ⋅ 5 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code
Ready to live directly on the Gulf? This Seaward Homes Curated Collection residence at 6489 Gulfside is move-in ready, with direct Gulf-front private access and stunning views of the Gulf of Mexico. Designed by DSDG Architects and staged by Clive Daniel Homes, the home pairs cutting-edge, hurricane enhanced construction with exceptional quality and attention to detail throughout. Set on a coveted 90' Gulf/beach-front lot, the property offers soft sand, endless Gulf views, and miles of walkability. In 2025, Longboat Key completed a major beach re-nourishment project, giving Gulfside Road homeowners one of the widest and deepest stretches of beach on the island. Gulfside Road is also one of the rare Gulf-side streets set back from the main highway, so the setting feels private and quiet, worlds away from the activity of Gulf of Mexico Drive, just minutes from Whitney Plaza and North Longboat Village, and moments from fine dining at Shore and Mar Vista. The main house is elevated over 15', with 11' ceilings, four oversized en-suite bedrooms, and more than 6,600 square feet of air-conditioned living space, including a grade-level, air-conditioned multipurpose room ready for a home gym, a wellness studio, or whatever fits your lifestyle. The wide-open floor plan, generous room sizes, and large impact-rated safety glass sliding doors and windows fill the home with natural light. Two nearly 40' terraces, one on the main floor and one on the second, are ideal for enjoying the outdoor island lifestyle and breathtaking Gulf views. Interior finishes by Studio G Homes take the home to the next level, with large-format porcelain tile and hardwood flooring, Italian-imported cabinetry, a custom floating steel-and-wood staircase, a three-stop elevator, 8' solid interior doors, high-efficiency mechanical systems, a top-of-the-line Thermador™ appliance package, AXOR™ and Hansgrohe™ plumbing fixtures, temperature-controlled wine storage, and detailed AV, lighting control, and security systems. Exterior features include solid concrete and masonry construction on all floors, a deep concrete piling foundation for added strength, premium Longboard™ aluminum architectural details, and a fine light-sand stucco exterior. A resort-like pool and spa are surrounded by lush tropical landscaping, and the four-car garage leaves room to add car lifts. Longboat Key is an 11-mile barrier island just minutes from St. Armands Circle and downtown Sarasota, with Sarasota Bradenton International Airport about 25 minutes away. This is a rare chance to own this level of coastal luxury directly on the Gulf, don't wait!

6489 Gulfside Road, Longboat Key

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