Longboat Key Homes with Pool View

Longboat Key Homes with Pool View

Welcome to Longboat Key, a picturesque barrier island located in the state of Florida. This stunning city is known for its pristine beaches, luxurious resorts, and a wide range of recreational activities. If you're looking to invest in real estate in Longboat Key, you'll be pleased to know that there are plenty of homes with pool views available.

Imagine waking up to the soothing sound of waves crashing against the shore and stepping out onto your private balcony to enjoy a breathtaking view of a sparkling pool. Homes with pool views in Longboat Key offer the perfect blend of relaxation and luxury. Whether you're looking for a cozy beachfront villa, a spacious single-family home, or a modern condominium, there are options to suit every taste and budget.

In addition to the stunning pool views, these homes often come with a host of amenities. You can expect features like private beach access, state-of-the-art fitness centers, tennis courts, and concierge services. Longboat Key is also home to world-class golf courses, fine dining establishments, and boutique shopping, ensuring that there's always something to do.

Investing in a home with a pool view in Longboat Key not only provides you with a beautiful living space but also serves as a lucrative investment opportunity. The demand for vacation rentals in this area is high, making it an ideal choice for those looking to generate rental income.

Don't miss out on the opportunity to own a piece of paradise in Longboat Key. With its stunning pool views, luxurious amenities, and prime location, this is a real estate investment that you won't regret.

Newest Longboat Key Homes with Pool View

$1,397,000
3 Beds 2.5 Baths Sleepy Lagoon SubDv. 34228 Zip Code
Welcome to your piece of Paradise! This beautiful canal front home located in the serene and picturesque Longboat Key. A charming mid-century style cottage is nestled in one of Longboat Key's most private and serene settings. With homes only on one side of this peaceful street and protected wetlands on the other side, this property offers a rare sense of tranquility while being just steps away from the beach. This spacious 2 bedroom + bunkroom, 2.5 bathroom with outdoor shower residence offers 1,755 square feet of luxurious living space perfect for those seeking a tranquil waterfront lifestyle. The living area boasts an open floor plan with a cozy corner wood-burning fireplace that adds a warm touch, creating the perfect setting for snug evenings during the cooler winter months. The kitchen is equipped with newer appliances and offers plenty of space for culinary adventures. The master suite includes a cedar walk-in closet, an extra linen closet, and direct access to the pool area. In addition to the 2 bedrooms, there is a bonus bunk room—perfect for the little ones or teenagers to make their own retreat. The oversized one-car garage provides plenty of room for storage and vehicles. Enjoy the Florida sunshine in your private, caged pool overlooking the canal. The lanai includes an expansive pool deck offering ample covered outdoor living space with built-in brick barbecue, perfect for entertaining. Outdoor enthusiasts will also love the delightful outdoor shower, ideal for rinsing off after a day at the beach. For the boating enthusiasts the property features a two-tiered private dock with the lower level providing easy access to the water for kayaking. Proximity to a quiet beach via nearby public access allows you to enjoy the pristine beaches of Longboat Key. While you’ll feel worlds away in your private haven, the vibrant culture, dining, and amenities of Sarasota are just a short drive away, offering the best of both beachside living and city conveniences. This home is the perfect blend of coastal charm, modern functionality, and outdoor living, ready to become your dream island retreat. Don’t miss the opportunity to own this exceptional canal front home in Longboat Key. Schedule a viewing today and experience the best of Florida living!

616 Lyons Lane, Longboat Key

$785,000
2 Beds 2 Baths Shore Condominium The SubDv. 34228 Zip Code
The largest Longboat Key Beachfront unit on the market at this value! Welcome to your Beachfront Oasis! Walk out of your Gulf front Patio with a view that's only 60 steps to the Pool and 130 steps to our beautiful Longboat Key Beach! You have a view of the Gulf from the moment you walk in the front door. This large 2 Bed/2 Bath ground floor Condo gives you plenty of space for both yourself and all your friends who won't want to leave! The open Kitchen features Granite Countertops, Stainless Steel Appliances, a workspace area, and a breakfast bar. Two Oversized Bedrooms, the Primary with a great view and sliders to the Patio. The Primary has a walk-in closet, dual sinks, and an updated walk-in shower. The Guest Bedroom is large enough for multiple beds and the updated Guest Bath has a tub/shower combo for the little one's. You'll enjoy Tile throughout the entire home for those days walking back in from the Beach. For peace of mind all windows and sliders are hurricane impact glass and the rear window includes rolldown shutters. Milestone Inspection was completed in 2024 and there's no current assessments. The Roof was replaced in 2023, AC 2021, Water Heater 2021. Nothing left to do but move right in! At Shore you'll enjoy use of the Pool, Hot Tub, Sauna, Gym, and a large Social Room. The Shore is a Pet Friendly community. Your new unit comes with an assigned covered parking space and a large (5.5x10.5) private storage room to keep all your beach gear! Conveniently located near fabulous Dining options with easy access to Anna Maria, Lido Key, and downtown Sarasota.

5757 Gulf Of Mexico Drive Unit 109, Longboat Key

$4,295,000
5 Beds 5 Baths Coquina Beach SubDv. 34228 Zip Code
Discover unparalleled modern living at this custom contemporary residence nestled on a quiet street in the heart of Longboat Key. The exterior of this striking residence is a harmonious fusion of richly stained wood, imported stone, and oversized glass windows, each uniquely shaped to create a stunning visual impact. As you enter through the glass front door, you're immediately greeted by walls of floor-to-ceiling glass and soaring cathedral ceilings that set a grand tone. This impeccably designed home showcases an array of special upgrades, from custom built-ins with inlaid lighting to distinctive stone and wood accents that highlight its sleek surfaces and sophisticated embellishments. Oak wood flooring extends throughout the home, seamlessly connecting each of its three levels, which can be navigated via a three-stop elevator or a stairway with elegant glass railings. The sun-drenched living room is positioned to capture the best of southern sunlight, offering an inviting view of the pool courtyard through a striking glass wall. The dining and living areas are thoughtfully separated by a unique bamboo wood partition wall, creating distinct yet flowing spaces ideal for entertaining. The adjacent eat-in kitchen is a chef’s dream, featuring quartz countertops, a stone backsplash that extends to the ceiling, custom cabinetry, and Monogram stainless-steel appliances, including a six-burner gas stove adorned with Italian gold hardware. The island with a waterfall edge provides ample space for dining. Throughout the residence, Lutron lighting and spectacular light fixtures enhance the modern ambiance, adding artistic flair. The primary suite, located on the main living level and positioned on the south side of the home, offers a secluded retreat with walls of glass that ensure an abundance of natural light. The suite includes a 13-foot walk-in closet and a spa-inspired en-suite bathroom featuring imported stone, floating split vanities set against a wall of Italian porcelain tile, a frameless shower with multiple showerheads, soaking tub, and separate water closet. A spacious guest suite on the same level is versatile enough to serve as an office or den. Ascend a few steps to an upper level, where you will find an in-law suite complete with a large bonus room, kitchenette, separate laundry closet, and a private bedroom suite with its own balcony. The second level is dedicated to guests, featuring a loft-style sitting area and two additional bedroom suites, ensuring privacy and comfort for visitors. The exterior of this residence matches the allure of its interior, with a pool courtyard surrounded by privacy walls of lush foliage. Enjoy the heated swimming pool, spa, and dedicated lounge and dining areas in serene seclusion. Situated centrally on Longboat Key, this home offers proximity to the renowned amenities of the Longboat Key Club, fine dining, and shopping options at St. Armands and downtown. It’s also just a short drive from the charming attractions of Anna Maria Island, with multiple Gulf beach access points within walking distance.

2945 Pyrula Drive, Longboat Key

$648,000
2 Beds 2.5 Baths Longboat Key SubDv. 34228 Zip Code
Discover your coastal dream at 662 Cedars Ct - a hidden gem in the heart of Longboat Key's sun-drenched shores. This charming townhome offers a unique blend of island living and investment potential, all wrapped in a package that's as refreshing as a Gulf breeze. Step into this two-bedroom, two-bath retreat and feel the stress of the mainland melt away. Spread across three levels, this home captures the essence of Florida living with its open layout and abundance of natural light. The main living area flows seamlessly onto a private balcony, where you can sip your morning coffee while surrounded by lush tropical foliage. In the kitchen, beach-inspired design meets modern functionality. Prepare fresh seafood feasts or mix up colorful cocktails in this well-appointed space, complete with durable countertops that can handle sandy hands and salty air. Upstairs, two cozy bedrooms provide peaceful retreats after long days of sun and surf. The primary suite boasts ample closet space and an en-suite bath, while the second bedroom offers flexibility as a guest room or home office with inspiring views. What sets Cedars East apart from other beach side retreats on Long Boat Key, is its oversized garage - a rarity for beachside condominiums in this price range. This generous space not only accommodates your vehicle but also provides ample storage for all your coastal gear, from paddleboards to beach umbrellas. Outside, the Cedars East community is a playground for water enthusiasts. Dive into the Jr. Olympic pool, cast a line from the community fishing pier, or explore the mangrove-lined boardwalks. Tennis lovers will appreciate the optional club membership, granting access to top-notch courts and instruction. This turnkey property presents a golden opportunity for savvy investors. With a 14-day minimum rental policy, you can tap into Longboat Key's lucrative vacation market while still enjoying personal use. The contemporary coastal decor and full furnishings ensure your property stands out in a competitive rental landscape. Moreover, 662 Cedars Ct offers an excellent chance to build equity. Recent market trends have seen remodeled units in this community capture record-high sale prices, making this an ideal time to invest and potentially reap significant returns. Nestled between the calm waters of Sarasota Bay and the Gulf of Mexico, this home puts you minutes away from powdery white sand beaches, world-class dining at St. Armands Circle, and the cultural delights of downtown Sarasota. Don't let this rare opportunity slip through your fingers like sand. 662 Cedars Ct is more than just a home - it's your ticket to the laid-back luxury of island life and a smart investment in one of Florida's most desirable locations. Make your coastal dreams a reality today!

662 Cedars Court, Longboat Key

$6,900,000
5 Beds 5 Baths Cedar Woodlands SubDv. 34228 Zip Code
Behold a sanctuary of contemporary elegance, where luxury and innovation converge to create a residence that stands as a testament to architectural grandeur on beautiful Longboat Key. This 6,000+/- sq. ft. Bayfront marvel, brilliantly crafted by Bruce Saba, offers an unparalleled contemporary living experience. As you step inside, the exceptional style reveals itself, boasting absolutely the very best views of any single-family home on the island. The home’s 360-degree connection to the outdoors is achieved through walls of glass, allowing natural light to flood in and highlight the gorgeous limestone and marble floors and high ceilings. The expansive, oversized 49-foot living room is perfect for both grand entertaining and intimate family moments. The modern kitchen features silver cloud granite countertops and double height silver lacquered cabinets with stainless-steel appliances and elevated dishwasher, while the 4 en-suite bedrooms and 5th den/bedroom with an adjacent bathroom offer unparalleled privacy. The oversized primary suite has sweeping Bay views with a private terrace and a full surround glass sitting room offering four closets for ample storage. Perched at a 40-foot elevation, the observatory provides a breathtaking vantage point, complemented by a treetop-level pool, spa and oversized deck for entertaining. The glass enclosed elevator ensures seamless access to all levels, including a 2,000 sq. ft. flat roof top deck that completes this luxurious retreat offering 360-degree views of the adjacent 30-acre Nature Preserve, breathtaking views of the Sarasota Bay, the John Ringling Bridge, the vibrant downtown Sarasota skyline, and unforgettable Sunsets. Part or all of the ground floor family/game room could easily convert to a colossal 8+ car garage or more for the avid car collector. With 1.06 acres, and room for an additional home, this estate is an oasis where every moment is enhanced by the stunning panoramic views and the serene tropical setting and for the avid Birdwatcher, enjoy all day unique wildlife viewing opportunities. For the water enthusiasts, you have your very own private dock and deeded beach access that leads you to the inviting waters of the Gulf of Mexico. Within a short distance of 1-2 blocks, you’ll find a variety of restaurants offering diverse culinary experiences and the central location provides easy access to world-famous shopping at St. Armands Circle and the vibrant arts and culture scene of downtown Sarasota. Don’t miss this one-of-a-kind estate property located on Longboat Key, famed for its 12 miles of pristine white-sand beaches, opulent resorts, tennis, waterfront golf courses, award-winning restaurants, grand estates and luxurious multi-million dollar condominiums situated in one of Florida’s most desirable and prestigious zip codes. This is a dream opportunity for those seeking great views, privacy, tranquility, and a unique slice of paradise on Longboat Key. The adjacent 2.08-acres can be purchased for $6.9M, which has a proposed site plan allowing for seven new homes and offers endless possibilities with deeded beach access. (See 5440 Gulf of Mexico Drive) The total 3.16-acre estate including the home and the vacant land, which includes the entire subdivision allowing for 8 new homes can be purchased for $13.8M. One or more photos have been virtually staged.

5444 Gulf Of Mexico Drive, Longboat Key

$1,695,000
2 Beds 2 Baths Islander Club Of Longboat SubDv. 34228 Zip Code
Islander Club of Longboat Key - FULL direct Gulf views invite a sense of calm in this beachfront condo as soon as you enter the space, with your gaze immediately drifting to the magnificent blue-green waters and sugar-sand shores below this fifth floor beach retreat. Renovated down to the studs, including all new electrical and plumbing, this exceptional 1,235 sq ft residence is the epitome of beachfront luxury, with two bedrooms, two full bathrooms, and an open floorplan ideal for entertaining. The sprawling 38-foot private balcony is the perfect perch for sunset cocktails as you gaze out over the Gulf of Mexico, and is accessible from sliders in the living room and both bedrooms. A sophisticated extension of the spectacular West and Southwest beach views, the thoughtful design reflects an unparalleled attention to detail throughout with sleek and modern finishes that lend a sense of laid back coastal elegance. Clean lines and designer accents elevate the space with tastefully crafted elements such as pristine 4 x 4 foot porcelain tile floors, frosted-glass paneled interior doors, custom built-ins, and luxurious lighting features that include recessed lighting throughout, under and over cabinet accents in the kitchen, hallway, and primary bath, and in both bathrooms beautiful porcelain tile shower walls, touch-lit mirrors, and bluetooth speakers. The kitchen is at the center of the wide-open living space and features a breakfast bar, sparkling quartz counters, sleek cabinetry with plenty of storage, and new Frigidaire Gallery stainless appliances including an Induction Range, with a Bosch dishwasher. Wake up to unrivaled sweeping Gulf views every morning from the luxurious primary suite, a beachfront oasis of its own with an elegant double-door entry, complete with ensuite bath that includes quartz counter, walk-in shower with herringbone tile floor, and custom walk-in closet. The delightful guest bedroom is adjacent to the guest bathroom and also boasts gorgeous Gulf views and a custom closet. The condo includes an inside unit laundry hookup for stackable washer & dryer, new hot water heater, a private, covered parking space/carport, and additional secure storage. Situated in the heart of Longboat Key, the exquisite beachfront location at Islander Club is just minutes from waterfront dining options, golf, shopping, and only a short drive from the renowned St Armands Circle and legendary cultural experiences in downtown Sarasota. The gated complex offers residents resort-style amenties that include 800-feet private beach frontage, two Har-Tru tennis courts, a renovated community room w/ full size kitchen, billiards and table tennis, library and fitness center, saunas, onsite management and maintenance, plus a beautiful beachfront heated swimming pool that you can see from the balcony in this unit. This is your once-in-a-lifetime opportunity to experience the best of beach life on Longboat Key in this completely updated luxury retreat! Be sure to see the 3-D Tour.

2301 Gulf Of Mexico Drive Unit 52N, Longboat Key

$5,288,000
3 Beds 3 Baths En Provence SubDv. 34228 Zip Code
Escape to the serenity of Longboat Key's coastal charm with this stunning waterfront retreat. Nestled along the shores of the Gulf of Mexico, this boutique condominium offers the ultimate blend of luxury living and breathtaking views. This 3BR/3BA, 4th floor residence is in the centrally located En Provence, a desirable beachfront community. Residents here enjoy access to a range of resort-style amenities, including direct beach access, pool, clubhouse, guard gate, community entertaining area, and fitness center. A private elevator delivers you to your residence's foyer, where you'll step into a world of elegance in this beautiful home. High ceilings feature crown molding, and the spacious interiors are bathed in natural light. Every detail has been carefully curated to create a sense of refinement and sophistication. The open-concept floor plan feels like a single-family home, connecting the living, dining, and kitchen areas which provide the perfect space for entertaining guests or relaxing in style. Sliding glass doors frame panoramic vistas of the water, inviting you to unwind in the beauty of your surroundings. The gourmet kitchen is a chef's delight, featuring top-of-the-line appliances, custom cabinetry, and solid surface countertops with an expansive center island. Retreat to the luxurious primary suite, featuring tray ceilings and beautiful views, you'll wake up to the sound of waves lapping against the shore and savor your morning coffee on the private balcony overlooking the Gulf. The en-suite bathroom offers a spa-like oasis, complete with a soaking tub, walk-in shower, dual vanities and custom tilework. Additional highlights of this exceptional property include a guest bedroom with en-suite bath and private patio, a den/home office/3rd bedroom with an en-suite bath, and an outdoor summer kitchen with a built-in gas grill on the expansive outdoor patio where you can savor the sunset over the Gulf of Mexico. An oversized, private 2 car garage is easily accessible from the residence via a staircase or elevator. Both A/C units have been replaced, one in 2023 and the other one in 2024. Conveniently located just moments from vibrant dining and shopping destinations, this exclusive enclave offers the perfect blend of privacy and convenience.

2151 Gulf Of Mexico Drive Unit 5, Longboat Key

$8,500,000
4 Beds 5 Baths Hideaway Bay Subdivision SubDv. 34228 Zip Code
Introducing Maison d'Azur, a custom waterfront estate nestled amidst the prestigious Hideaway Bay enclave tucked away on the north end of Longboat Key. This exquisite 4,500 sq. ft. Key West inspired home was crafted by acclaimed builder John Cannon. It blends the best of indoor and outdoor living, inviting one to experience the ambience and luxury of a boutique hotel guaranteed to enchant even the most discerning of individuals. Situated on over a quarter of an acre, this bayfront property commands breathtaking, unobstructed views that will transport you to a realm of true serenity. Immerse yourself in the vibrant hues of sunrise and sunset as they cast their glow over tranquil waters, while palm fronds gently sway in the coastal breeze and the heady scent of tropical flowers mingles with the salty air. With a private 40-ft. deep-water dock and boat lift, Maison d'Azur offers a haven for boat enthusiasts and nature lovers alike. Spend the afternoon lazing in the saltwater pool and the evening relaxing on the loggia as the “Belt of Venus” rises over Sarasota Bay. Indulge in al fresco dining prepared in your custom outdoor kitchen, surrounded by lush tropical landscaping that enhances the private, idyllic setting. Step inside into a realm of pure luxury and meticulous craftsmanship, where every detail whispers extravagance. A grand foyer welcomes you with soaring ceilings and custom pillars, showcasing the extensive moldings and engineered hickory wood flooring that graces every corner of the home. The open floor plan seamlessly connects a custom chef's kitchen with an oversized island, fully equipped with Sub-Zero, Miele, Fisher & Paykel, and Wolf appliances to a large family room with built in cabinetry creating an inviting atmosphere for entertaining. The strategically positioned archways open to elegantly decorated formal dining and living rooms. Ascend the private elevator to the second floor and discover a great room with a custom entertainment center or retreat to your study where you can savor a cognac and a cigar outside on the captain’s porch. The abundant second floor offers an expansive loggia off the great room and bedrooms all of which enjoy panoramic views of the pool and Sarasota Bay. The 2nd floor vistas are truly stunning. Maison d'Azur embodies a symphony of exquisite taste and timeless beauty. From imported materials to innovative technology seamlessly integrated throughout the home, every detail has been carefully curated to provide an unparalleled and elegant experience. This turnkey residence is being sold fully furnished, with each piece carefully selected by the sellers to complement the design and ambiance of each room, showcasing the impeccable attention to detail and sophisticated style that defines it. Hideaway Bay resides on Longboat Key, an 11-mile island off the coast of Sarasota. This enclave of only 17 estates is just steps away from the beaches and boasts two private tennis courts, providing residents with a luxurious setting for recreation and relaxation. As a resident, you will also have easy access to the area’s finest country clubs, golf courses, waterfront activities, dining, and upscale shops. Experience the ultimate waterfront lifestyle, where every day feels like a vacation and every moment is an opportunity to savor the beauty and tranquility of the Gulf Coast. Schedule a private tour to discover the unparalleled luxury of Maison d'Azur.

757 Hideaway Bay Drive, Longboat Key

$1,100,000
2 Beds 2 Baths Winding Oaks SubDv. 34228 Zip Code
Welcome to the exclusive enclave of Winding Oaks, nestled within the prestigious Bay Isles community on Longboat Key. This meticulously maintained and furnished 2-bedroom, 2-bath end-unit villa offers a serene retreat with captivating views of the lagoon and the renowned Harbourside golf course at the Longboat Key Club. As the builder's model, this villa boasts significant upgrades, including a multi-level deck overlooking the lake, a private pool, and an inground spa. The interior is bathed in natural light, with soaring ceilings and a great room featuring stacking sliding doors that seamlessly connect to the deck. The spacious kitchen, adorned with a wall of windows overlooking the garden, includes a breakfast bar and a charming dinette with views of the front courtyard. The enclosure of the lanai off the dinette creates an ideal office space with a serene garden view. The expansive primary bedroom is a haven of tranquility, with three closets, including a large walk-in, multiple sliding glass doors leading to the rear deck and pool, and an ensuite bathroom with a walk-in shower, soaking tub, dual sinks, and a private commode. The guest bedroom, located at the front of the home for added privacy, features an en-suite bathroom. Step outside to discover a garden oasis, with a beautifully landscaped courtyard in the front and a stunning private tropical sanctuary in the back. Winding Oaks is a pet-friendly, low-maintenance community of just 56 villa-style residences, offering premier amenities such as a community pool, a guard-gated entry, and access to the Bay Isles Beach Club, which features parking, covered seating, bathrooms and lockers, picnic table pavilions, and of course, the beach. For those who enjoy an active lifestyle, the prestigious Longboat Key Club is closeby, offering golf, tennis, pickleball, fine dining, and boating. Island living doesn't get any better than this, so don't miss out on the opportunity to experience the epitome of coastal luxury at Winding Oaks.

3401 Winding Oaks Drive Unit 1, Longboat Key

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