Displaying: For Sale
Location: Longboat Key
Property Type(s): Villas
Price: $500,000 to $599,000
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Longboat Key - 3 properties found
4720 GULF OF MEXICO DR #Villa 2, LONGBOAT KEY, FL 34228
$599,000122 Days on yellowkey MLS ID: A4679458
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 912 Built: 1974Monthly Fee: $1,305 Tax: $1,356 (2025)Community: Windward Bay AmdVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,356
Elementary School: Anna Maria Elementary
High School: Bayshore High
Tax Year: 2025
Middle School: Martha B. King Middle
Remarks: Welcome to coastal luxury living in Windward Bay, one of Longboat Key's most sought-after waterfront communities. Perfectly positioned between the sparkling waters of Sarasota Bay and the pristine Gulf beaches, this completely renovated 2-bedroom, 2-bath villa offers an exceptional blend of modern elegance, resort-style amenities, and the coveted island lifestyle buyers dream about. Fully reimagined and rebuilt from the studs, this stunning residence showcases high-end craftsmanship and designer finishes throughout. Every detail has been thoughtfully upgraded, including brand-new electrical systems, plumbing, drywall, insulation, kitchen, bathrooms, fixtures, and finishes—providing the peace of mind and comfort of essentially new construction within an established waterfront community. The bright, open-concept floor plan is flooded with natural light and designed for effortless indoor-outdoor living. The beautifully appointed chef's kitchen flows seamlessly into the living and dining areas, creating an inviting space ideal for entertaining, seasonal gatherings, or everyday enjoyment. A dedicated 220-volt outlet offers convenient electric vehicle charging, adding modern functionality and future-ready convenience. One of the villa's most desirable features is its easy ground-level access with no stairs, making everyday living simple and accessible. Pet lovers will appreciate Windward Bay's generous pet-friendly policy allowing up to two pets, a rare and highly desirable amenity on Longboat Key. Step outside to your private patio retreat surrounded by lush tropical landscaping and mature greenery. Enjoy peaceful mornings with coffee, spectacular sunset skies, and relaxing evenings gathered around the fire pit just moments from beach access. The Gulf of Mexico is only steps away, offering endless opportunities for shelling, beach walks, swimming, paddleboarding, and breathtaking sunsets. Residents of Windward Bay enjoy an unmatched collection of resort-style amenities set across nearly 27 acres of beautifully maintained waterfront property, including: Three beach access points to the powdery sand beaches of Longboat Key. Nearly one-half mile of scenic waterfront walking paths and nature trails. Two heated swimming pools. Six tennis and pickleball courts. Fitness center, sauna, clubhouse, library, and social gathering spaces. Two private marinas with boat slips and jet ski slips (for rent and subject to availability). Private fishing pier with panoramic bay views. Kayak storage and launch areas. Outdoor grilling stations, fire pits, and waterfront gathering areas. Lush park-like grounds with mature tropical landscaping. Whether you're searching for a primary residence, seasonal retreat, second home, snowbird escape, waterfront villa, beach getaway, or investment opportunity, this move-in-ready residence offers an unparalleled combination of location, lifestyle, and value. Ideally located minutes to St. Armands Circle, Sarasota's vibrant arts and dining scene, championship golf courses, boating destinations, waterfront restaurants, and world-renowned Gulf Coast beaches, this exceptional property delivers the very best of Longboat Key living. Experience the ultimate in island living where luxury, comfort, boating, beach access, and resort-style amenities come together in one extraordinary coastal retreat.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-383-2500)
Listing Agent: Sharon Austin (678-756-4020)
4760 GULF OF MEXICO DR. VILLA 7, LONGBOAT KEY, FL 34228
$549,999222 Days on yellowkey MLS ID: A4671823
REDUCED by $24,501 (4.3%) on 04/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 931 Built: 1974Monthly Fee: $21 Tax: $1,629 (2025)Community: Windward Bay AmdVilla
Taxes:$1,629
Remarks: UNBEATABLE VALUE! AMAZING PRICE FOR A BRAND NEW BEACH & BAY VILLA! Renovated with precision, the final finishing touches were completed in 2025 (12 weeks in living time since renovation) for this quality engineered, down to the studs, two-bedroom and two-bath beach getaway villa. From the moment you step inside, you'll be greeted by a thoughtfully designed sunny open floor plan boasting recessed lighting and an array of sleek finishes throughout the home. Distinguishing features include the true craftmanship of custom solid core doors, chic beach themed door and cabinet knobs, custom designed laundry closet housing a Full-sized front load Samsung washer & dryer, self-close solid kitchen cabinets with a bonus spice rack cabinet, pull out shelves in the pantry and below the sink, ceramic floor tiling through-out including a curb less shower entry located in the primary suite’s “ensuite bathroom. The pièce de résistance is the Cambria Quartz (lifetime warranty) kitchen countertop chosen for the beach inspired aqua accents that showcase both a breakfast bar and a dual temperature wine/beer refrigerator for added pleasure. The second bedroom is cleverly designed to serve as both an office and a guest space, complete with a comfortable “guest chest” Murphy bed cabinet. For peace of mind while away, the villa is equipped with the latest Wi-Fi enabled keyless smart lock entry system, as well as a smart remote thermostat to monitor and manage remotely. Worry free living with a New A/C (2022), Water Heater (2024) and recent Hurricane Impact Windows/Sliding Doors, Roof, & Carport (2020). Located directly across the street, with 3 beach access points (one private deeded access) is the tranquil Gulf with its crystal-clear turquoise blue waters and uncrowded sandy beaches that attract visitors from all over the world. A low-density residence and a nature lover’s delight: from captivating bird watching to the frolicking dolphins and manatees of Longboat Key. Windward Bay's unparalleled amenities include 2 tennis/pickleball courts, 2 marinas with 28 boat & jet ski slips for a low monthly fee (first come first served), barbecue grills throughout, fishing piers, 2 fish cleaning stations, kayak racks, 2 heated pools, shuffleboard, bike racks, a clubhouse with kitchen, library, fitness room, meeting room, 2 saunas, and community fire pits throughout the property. Conveniently accessible to Downtown Sarasota, St. Armands Circle, Anna Maria Island, Historic Cortez Fishing Village, Championship Golf Courses, renowned restaurants, shopping destinations, and vibrant cultural attractions, you'll never have a shortage of entertainment options. Welcome home to “Pet Friendly” Windward Bay, where TWO pets are allowed. Windward Bay is a financially healthy Condo Association with a proactive Board. The Milestone Inspection and Capital Reserve Study are complete and Monthly Condo Fees for 2025 were actually reduced. This wonderful condominium exemplifies “Florida Gulf to Bay Living” at its finest. Windward Bay: "A Special Place and A Gem of a Community." Whether you're looking for a vacation home or a permanent residence, book your private showing today. Longboat Key and Villa 7 in Windward Bay offer everything you could desire to live the life you have always dreamed of!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Debby Mccaig (941-544-1713)
4860 GULF OF MEXICO DR #Villa 13, LONGBOAT KEY, FL 34228
$505,000212 Days on yellowkey MLS ID: A4673141
REDUCED by $5,000 (1.0%) on 04/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1025 Built: 1974 Tax: $2,052 (2025)Community: Windward Bay AmdVilla
Taxes:$2,052
Middle School: W.D. Sugg Middle
Remarks: Virtually Staged. This exquisite turnkey-furnished 2-bedroom, 2-bathroom villa has been completely and meticulously renovated, with no expense spared. Beyond its stunning finishes, this home offers something even more valuable: Exceptional Peace of Mind! Major infrastructure updates include Hurricane-Impact Windows and Sliders throughout, new electrical and plumbing, a 2023 HVAC system, 2026 water heater, 2021 roof, and fresh interior and exterior paint. EVEN BETTER...Insurance (including Flood, Hurricane, and Hazard coverage) and Exterior Building Maintenance/Repairs, are all included in the monthly HOA fee, creating a truly low-stress ownership experience. Inside, the open-concept floor plan is bright, inviting, and effortlessly elegant. A soothing neutral palette, recessed LED lighting, solid-core doors with iron hardware, and wood-look luxury vinyl plank flooring throughout create a sophisticated, modern, and allergen-friendly living environment. The expansive eat-in kitchen is designed for both everyday living and entertaining. Features include GE stainless steel appliances, a slide-in 5-burner convection range, exterior-vented architectural hood, French-door refrigerator with bottom freezer, custom cabinetry with crown molding, soft-close hardware, dovetail drawers, and gorgeous quartzite countertops with a full-height backsplash. The adjacent dining area is enhanced by a custom buffet bar with lighted glass display cabinetry, offering both stylish storage and functionality. A spacious utility and storage area provides ample room for bikes, beach gear, and recreational equipment, along with a 2026 GE stackable washer and dryer for added convenience. Single-story living makes daily life effortless, while the covered carport includes a Tesla charging outlet. Outside, your private patio overlooks lush tropical landscaping, creating the perfect setting for morning coffee, outdoor dining, grilling, or simply relaxing in the Florida sunshine. Windward Bay offers an exceptional resort-style lifestyle on 26 beautifully landscaped bayfront acres. Residents enjoy three beach accesses, direct bay access, kayak and paddleboard launches and storage ($35/year), plus two marinas with boat slips available on a first-come, first-served basis for just $50/month. Owners may even install their own boat lift, as lifts are permitted. Community amenities include two heated pools, tennis courts, pickleball, shuffleboard, a clubhouse with fitness center, locker rooms, saunas, lending library, and a fully equipped catering kitchen with banquet hall for social gatherings and special events. The grounds stretch along nearly half a mile of Sarasota Bay and feature scenic walking and biking paths shaded by majestic banyan trees, accented by colorful bougainvillea and fragrant lemon trees. Windward Bay is both pet-friendly, allowing two pets up to 75 pounds each (for owners and renters!), and rental-friendly, permitting two leases per year with a one-month minimum. Adding another layer of confidence for buyers, the community has successfully completed its structural Milestone Inspection and has been re-certified for 10 years. This is a rare opportunity to own a fully renovated, move-in-ready villa that combines luxury, convenience, storm resilience, and carefree coastal living in one of Longboat Key's most desirable bay-to-beach communities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Christina Weger (941-773-4154)
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