Lido Key Homes with Rain Gutters Exterior Features

Lido Key Homes with Rain Gutters Exterior Features

Welcome to Lido Key, Florida—a hidden gem nestled in Sarasota County that boasts stunning coastal views, pristine beaches, and a vibrant community atmosphere. Known for its breathtaking sunsets and crystal-clear waters, Lido Key offers a perfect blend of relaxation and adventure, making it an ideal destination for both vacationers and those looking to call this paradise home.

Lido Key is not just about its natural beauty; it also features a charming array of shops, restaurants, and cultural attractions. Enjoy a leisurely stroll along St. Armands Circle, where you can find unique boutiques and delightful eateries, or immerse yourself in the local art scene at the nearby Ringling Museum of Art. With its close proximity to downtown Sarasota, residents of Lido Key enjoy easy access to a wealth of entertainment options, from theaters to galleries.

When it comes to homes on Lido Key, you'll find a variety of architectural styles that reflect the island's coastal charm. Many properties come equipped with essential exterior features, including rain gutters. These practical additions not only enhance the aesthetic appeal of your home but also serve a vital purpose—protecting your property from water damage and ensuring proper drainage during Florida's rainy seasons.

Whether you're looking for a cozy beach cottage or a luxurious waterfront estate, Lido Key offers a diverse range of real estate opportunities. Embrace the island lifestyle, where every day feels like a vacation, and make Lido Key your new home. Come discover the enchanting allure of this coastal paradise!

Newest Lido Key Homes with Rain Gutters Exterior Features

1 Beds ⋅ 1 Baths ⋅ Pelican Gardens SubDv. ⋅ 34236 Zip Code

LIDO BEACH STUDIO EFFICIENCY — RENOVATED & IDEAL FOR PERSONAL USE OR INCOME Discover an excellent opportunity to own a completely renovated studio efficiency in one of Sarasota’s most desirable beachside locations. Located at 170 Roosevelt Drive, Unit 17, this charming property is just a short walk from beautiful Lido Beach, St. Armands Circle, and Ted Sperling Park, putting dining, shopping, recreation, and the beach lifestyle right outside your door. Completely renovated in 2025, the unit offers a fresh, updated space that is well suited for a personal beach getaway, investment property, or a combination of both. The property has been rented frequently since 2014, providing an established history of rental use. The listing agent is also the property manager and can provide prospective buyers with information regarding rental income and expenses. Whether you're looking for your own Sarasota retreat or an opportunity to generate rental income when you're not using it, this efficiently designed studio offers flexibility in a fantastic location. Enjoy easy access to the Gulf beaches, St. Armands Circle, parks, restaurants, shops, and everything that makes Sarasota's barrier-island lifestyle so appealing. A rare opportunity to own a renovated, low-maintenance beach-area studio in a highly sought-after location

170 Roosevelt Drive Unit 17, Sarasota

4 Beds ⋅ 4 Baths ⋅ Lido C SubDv. ⋅ 34236 Zip Code

Direct Gulf boating access defines this contemporary waterfront residence in Sarasota’s Lido Shores. Positioned at the mouth of New Pass with 143 feet of waterfront, the four-bedroom, four-bath residence spans 3,936 square feet and provides unobstructed access to the Gulf of Mexico with no bridges between the private dock and open water. Expansive living spaces, walls of sliding glass and walnut architectural details create a strong connection between the interiors and waterfront setting. The great room centers on a marble-clad linear gas fireplace, while a dedicated entertaining room features a wet bar with quartzite surfaces, illuminated shelving, an ice maker and wine refrigerator. Water views extend through the main living areas, including the formal dining room and curved-glass breakfast area overlooking the pool and New Pass. The kitchen features quartz waterfall-edge countertops, gloss white and walnut cabinetry, a five-burner Wolf gas cooktop, a Wolf steam oven, Sub-Zero refrigerator, dual paneled dishwashers and an oversized island with seating. A walk-in pantry and fully equipped butler’s pantry provide additional storage, refrigeration, an oven and preparation space. Positioned along the waterfront, the first-floor primary suite opens through sliding glass doors to the outdoor living areas. The suite includes a custom walk-in closet, dressing area and spacious bath with dual vanities, a freestanding soaking tub, a private water closet and a walk-in shower with water views. An additional first-floor bedroom provides flexibility for guests or use as a private office. Upstairs, two en suite bedrooms are separated by a 414-square-foot game room with a fireplace, built-in cabinetry and beverage station. Sliding glass doors lead to a 40-foot waterfront balcony overlooking the pool and New Pass. Outdoor amenities include a covered lanai, silver travertine terrace, heated saltwater pool with raised spa, outdoor kitchen, shaded bar seating, outdoor shower and tropical hardwood waterfront deck. The private dock is equipped with a 20,000-pound boat lift, a 7,000-pound personal watercraft lift, shore power, water service, above- and below-water lighting, filet station and storage. According to the seller, significant improvements include a first-floor renovation completed in 2022, impact-rated windows and doors installed in 2021, a roof system installed in 2021 and replacement of all three air-conditioning systems in 2023 and 2024. The main living level and mechanical equipment are above the base flood elevation. Lido Shores is a waterfront community recognized for its connection to the Sarasota School of Architecture. Optional association membership provides private access to North Lido Beach. St. Armands Circle, Mote Marine Laboratory and Aquarium, Longboat Key Club and downtown Sarasota are minutes away, providing convenient access to dining, shopping, recreation and Sarasota’s cultural attractions.

1475 John Ringling Parkway, Sarasota

5 Beds ⋅ 7 Baths ⋅ Lido Beach SubDv. ⋅ 34236 Zip Code

There is only one – Seascape. An architectural statement set against the white sands of Lido Key. Here, every moment feels curated, whether you maximize the luxury investment income, or never rent it all. Every moment feels curated, the morning light spilling across the bay, the laughter echoing from the pool terrace, the quiet ritual of sunset viewed from your private rooftop terrace. This is not a residence built for everyone. It’s designed for the few who understand that true luxury lies in rarity and time. Steps from the world-renowned Lido Beach and the cosmopolitan energy of St. Armand’s Circle, Seascape embodies the effortless rhythm of coastal sophistication. The design merges the intimacy of boutique hospitality with the privacy of home — spaces framed by soft arches, natural materials and coastal hues reminiscent of the Gulf just outside your window. Inside, over 4,000 square feet of refined, turnkey furnished living offers five private bedroom suites, expansive great room living, and a chef’s kitchen framed by glass and sky. Thoughtful craftsmanship defines every detail, from the butler’s pantry to the seamless transitions to the balconies beyond. Outdoors, the art of leisure unfolds, the oversized resort-style, heated saltwater pool and spa feature a sun shelf, waterslide, and ambient lighting. The covered patio offers multiple smart TVs, a bar, dining areas, and a natural gas grill. Putt-putt and ping pong enhance the backyard fun, all framed by lush native landscaping for privacy and security. The rooftop terrace, a place to engage on the most enchanting level of the house, provides sweeping views of the Gulf of Mexico, Lido Key Beach, St. Armand’s Circle, and downtown Sarasota. More than a home, Seascape is part of an exclusive Vunique collection with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon.

161 Tyler Drive, Sarasota

6 Beds ⋅ 6 Baths ⋅ Lido C SubDv. ⋅ 34236 Zip Code

Some properties tell the story of Sarasota's evolution. Offered for the first time publicly in half a century, this waterfront estate in Lido Shores presents a rare opportunity to become the next steward of 1.34 acres with 247 feet of western shoreline. Held by only two families since 1974, both recognized for their lasting contributions to the Sarasota community. A rare slice of Sarasota's legacy is now ready for its next chapter. Designed by Seibert Architects, the residence reflects an important chapter in Sarasota's architectural heritage. The home encompasses more than 9,000 square feet with six bedrooms and six baths, including a library and billiards room. This home was thoughtfully designed to embrace its waterfront setting through expansive living spaces, gathering areas and water views throughout, including multiple terraces. The generous homesite presents exceptional possibilities for restoration, renovation or the creation of a new waterfront estate. Opportunities offering this scale of western-facing water frontage, private beach access and architectural provenance are increasingly rare along Sarasota's coastline. Offering a remarkable sense of privacy, yet just minutes from the boutiques and fine dining of St. Armands Circle, downtown Sarasota's renowned arts and cultural institutions, theaters, galleries and museums, this exceptional property also enjoys convenient access to international airports and multiple international gateways, connecting this storied waterfront setting to destinations around the world.

1157 Westway Drive, Sarasota

5 Beds ⋅ 8 Baths ⋅ Lido Shores SubDv. ⋅ 34236 Zip Code

At the end of Westway Drive, where Lido Shores meets the open water of New Pass, 1435 Westway Drive occupies one of Sarasota’s most extraordinary waterfront settings. Private, gated, and set on a double lot, the estate captures sweeping views across New Pass toward Longboat Key while offering direct deepwater access to the Gulf of Mexico and Sarasota Bay. This is the rare property that delivers every element of elevated coastal living in one address: boating, privacy, architectural presence, beach access, proximity to St. Armands Circle, and a level of land rarely found on Lido Key. Designed by Brian Phipps and built in 2013, the British West Indies–inspired residence blends timeless coastal architecture with modern luxury. Inside, expansive living spaces are framed by tall ceilings, walls of glass, rich wood flooring, custom millwork, and a natural connection to the water beyond. The great room opens to the waterfront terraces, creating an effortless flow between interior comfort and outdoor living. The kitchen is designed for both daily living and large-scale entertaining, with premium appliances including Sub-Zero and Wolf, generous stone surfaces, custom cabinetry, and an open connection to the main living and dining areas. Whether hosting guests after a day on the boat or enjoying a quiet evening overlooking the water, the home feels equally suited to celebration and retreat. With five bedrooms, two primary suites, and elevator service, the floor plan offers rare flexibility for owners, family, and extended guests. The upper-level owner’s retreat is a private sanctuary, complete with a sitting area, wet bar, wine refrigeration, espresso station, study, dual walk-in closets, and a terrace overlooking New Pass, the Gulf, and the lights of Longboat Key beyond. The outdoor living experience is exceptional. Covered terraces, a summer kitchen, resort-style pool, waterfall feature, and waterfront lounge spaces create a private setting designed around the view. The dock includes a 24,000-lb boat lift and additional jet ski lift, placing premier boating waters directly at your door. From here, New Pass provides immediate access to the Gulf, Sarasota Bay, Longboat Key, and the surrounding barrier islands. What truly sets the property apart is its scale. The estate spans approximately three-quarters of an acre, including an adjacent parcel that has been transformed into a lush private garden with mature landscaping, open lawn, fire pit, pond, cascading waterfall, and meandering paths. It gives the home a sense of arrival and breathing room that is almost impossible to recreate in this location. With its own gated access and generous dimensions, this portion of the property also offers future flexibility for a guest house, wellness pavilion, additional structure, or further reimagining, subject to applicable approvals. Lido Shores remains one of Sarasota’s most coveted coastal enclaves, known for its architectural pedigree, quiet streets, private beach access, and rare positioning between the Gulf, New Pass, St. Armands Circle, downtown Sarasota, and Longboat Key. Residents enjoy the privacy of a true neighborhood while remaining moments from dining, shopping, boating, beaches, and culture. Previously recognized as an HGTV Ultimate House Hunt winner for waterside living, 1435 Westway Drive is more than a waterfront residence—it is a private Sarasota estate with presence, scale, and a setting that cannot be duplicated.

1435 Westway Drive, Sarasota

6 Beds ⋅ 7 Baths ⋅ Lido Beach SubDv. ⋅ 34236 Zip Code

There is only one – Shore Thing. Confident in name and effortless in design, Shore Thing captures the essence of coastal living with a refined, modern ease. Positioned a short stroll from the Lido Key’s beautiful beach with sweeping Gulf views, the residence blends natural textures, soft whites, and hues of blue to create a palette that feels both relaxed and elevated. Wicker accents, warm wood tones, and subtle gold finishes throughout the kitchen and baths introduce a layer of understated luxury that is both current and timeless. Designed for gathering across multiple levels, the home offers over 4,000 square feet of thoughtfully composed living space. The main living level features a fully equipped chef’s kitchen, expansive dining and living areas, and seamless access to a balcony for indoor-outdoor flow. Six bedrooms, including multiple en-suite retreats and custom bunk accommodations, provide flexibility for hosting family and guests with ease. A secondary club level introduces an additional living space complete with wet bar, gaming, and access to an upper terrace with panoramic views of the Gulf of Mexico, Lido Key, and downtown Sarasota. The rooftop deck offers a quiet vantage point for sunrise and sunset, reinforcing the home’s connection to its coastal surroundings. At ground level, the outdoor experience is equally considered — a resort-style pool and spa, covered patio with dining and lounge seating, outdoor grill, and recreational elements including ping pong create a private setting designed for both relaxation and entertainment. Ample parking, beach gear storage, and thoughtful utility spaces enhance everyday functionality. Playful in spirit yet composed in execution, Shore Thing is a residence that delivers exactly what its name suggests — a coastal experience that feels both certain and exceptional. This residence, teeming with innovative engineering and durable materials, is built to withstand coastal elements and the vibrancy of large gatherings and festive coastal vacations. More than a home, Shore Thing is part of an exclusive Vunique collection with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon. Furnishings available under a separate bill of sale.

209 Garfield Drive, Sarasota

8 Beds ⋅ 9 Baths ⋅ Saint Armands Division John Ringling Estates SubDv. ⋅ 34236 Zip Code

Discover an exceptional income-producing asset at 128 Fillmore Drive—an 8-bedroom, 8-bathroom luxury residence designed to perform at the highest level as a short-term vacation rental. Located just steps from world-renowned St. Armands Circle and minutes from the white- sands of Lido Key, this newly built, turnkey-furnished property offers the rare combination of prime location, high-capacity accommodations, and resort-style amenities that today’s travelers seek. Constructed with meticulous attention to durability and design, this home is purpose-built for both elevated living and strong rental performance. Expansive, sun-filled living areas and a coastal-contemporary aesthetic create a welcoming environment for large groups, while the gourmet chef’s kitchen—complete with custom cabinetry, quartz countertops, and premium appliances—supports effortless entertaining and extended stays. Each of the eight bedrooms features an ensuite bathroom, maximizing guest privacy and boosting rental desirability. Multiple balconies and a stunning rooftop terrace provide views of Sarasota Bay and the lush surrounding neighborhood—an unforgettable highlight for vacationers and a standout feature in rental marketing. The outdoor living experience is equally impressive, offering an oversized pool with a swim-up spa, generous patio space, and ample room for lounging or hosting gatherings. These resort-style amenities significantly enhance guest satisfaction and repeat bookings. With its unbeatable walkability to high-end shopping, fine dining, vibrant nightlife, and cultural attractions, plus immediate access to Lido Key’s turquoise waters, this property consistently checks every box for travelers seeking a luxury coastal getaway. Whether you’re expanding your portfolio or entering the short-term rental market, 128 Fillmore Drive represents a rare opportunity to acquire a high-performing asset in one of Sarasota’s most coveted destinations. This is more than a home—it’s a turnkey revenue generator in a premier vacation market.

128 Fillmore Drive, Sarasota

6 Beds ⋅ 7 Baths ⋅ Lido Beach SubDv. ⋅ 34236 Zip Code

Incredible income potential with this premier, Florida vacation-rental property. Ideally located just steps from the coveted, white-powder, sands of Lido Beach, this high-occupancy, luxury rental home combines high-end design with exceptional income-producing potential. A resort-style sanctuary for up to twelve guests, this Sarasota property offers 9,258 of masterfully-curated, square feet. Zoned for seven-day rentals and supported by a strong rental history, the property makes an attractive opportunity for investors, families or business owners seeking both personal enjoyment and revenue generation. The outdoor living is exceptional with more than 3,300 square feet of covered patios and six balconies culminating in a rooftop deck with 360-degree views of the gulf, bay and city skyline. Dine under the stars with a well-appointed summer kitchen and relax after dinner on the fun putting green. The grounds offer a lush, tropical oasis with a refreshing waterfall spilling into a sparkling saltwater pool. Serene, fiber-optic lighting and the exterior music system will transform the evening while guests relax in the twelve-person spa. Multiple outdoor lounging and dining areas accommodate everything from family gatherings to corporate retreats with multiple TVs, beverage refrigerators and game spaces for pool or ping pong. Designed with entertainment in mind, the refined interior spaces come complete with a collection of premium furnishings. A Sonos multi-room audio system and 12 high-definition TVs enhance entertainment throughout the property. The chef’s kitchen offers a spacious waterfall-edge island and features a Sub-Zero refrigerator, Wolf eight-burner gas range, dual dishwashers, floating shelves and sleek European-style cabinetry. Bespoke finishes elevate every space, including quartz countertops, designer lighting, an interior elevator, custom tambour wood walls, artisanal iron stair rails, 7-inch baseboards and 8-foot interior doors. Each floor includes a wet bar with beverage refrigerators, ice makers or dishwashers, creating effortless flow for entertaining. The primary suite offers a serene private retreat with a spa-inspired bath featuring a backlit marble wall, designer fixtures and a walk-in shower with rain and handheld showerheads. Five additional bedrooms each feature uniquely designed en-suite baths with custom mirrors, distinctive tile work, sleek cabinetry and under-lit vanities. Advanced smart-home technology includes a comprehensive surveillance system with high-definition cameras, whole-property Wi-Fi, intelligent access control, programmable architectural lighting and motorized window treatments. Ideally located near pristine Gulf beaches, St. Armands Circle and downtown Sarasota’s dining, arts and entertainment, this residence offers the rare combination of luxury living, strong rental income and exceptional appeal for families, executives or investors.

540 S Polk Drive, Sarasota

4 Beds ⋅ 4 Baths ⋅ Saint Armands Division John Ringling Estates SubDv. ⋅ 34236 Zip Code

Experience refined coastal living in the heart of St. Armands Circle, Sarasota’s premier destination for luxury shopping, fine dining, and island living. This fully turnkey, furnished 4-bedroom, 3.5-bath residence is ideally located just steps from world-class amenities and a short stroll to Lido Beach. Extensively renovated with coastal elegance in mind, this home features impact-rated windows and doors, a new roof with skylights, updated HVAC systems, designer flooring, remodeled bathrooms, upgraded lighting, and premium finishes throughout. The chef’s kitchen showcases Wolf, Sub-Zero, and Bosch appliances, quartz countertops, and custom cabinetry. The private outdoor retreat offers a fully renovated pool, travertine decking, lush landscaping, modern fencing, copper gutters, and a custom privacy wall featuring ceramic artwork by a celebrated Florida artist. Located in one of Sarasota’s most iconic destinations, this rare turnkey residence offers a unique opportunity for full-time living, a seasonal retreat, or an exceptional rental opportunity. Embrace effortless access to Lido Beach, St. Armands Circle, and the best of Sarasota’s island lifestyle.

345 Madison Drive, Sarasota

9 Beds ⋅ 9 Baths ⋅ St Armands Division SubDv. ⋅ 34236 Zip Code

Welcome to Lido Dreams, an exquisite 5,500 square foot luxury retreat nestled in the vibrant heart of St. Armands Circle on Lido Key. This brand-new masterpiece boasts 9 spacious bedrooms and 9 luxurious bathrooms, making it the ideal sanctuary for families or groups seeking both comfort and style. With a private pool, relaxing hot tub, and expansive outdoor living areas, Lido Dreams harmoniously blends modern elegance with the laid-back charm of coastal living. As you step inside, you’ll be greeted by a grand private foyer that sets the tone for the sophistication that awaits. An elevator and stylish stairway provide seamless access to the main living spaces, ensuring that your experience is as convenient as it is enjoyable. The oversized garage accommodates up to five vehicles, providing ample space for parking and storage, perfect for those who love to explore the surrounding area. On the second floor, you’ll find the heart of the home, designed for gatherings and celebrations. The spacious living room invites you to unwind, while the bright dining area and chef’s kitchen create a welcoming hub for shared meals and memorable moments. With five beautifully appointed bedrooms on this level, each featuring its own ensuite bathroom, your guests will enjoy the perfect balance of privacy and comfort. A well-equipped butler's pantry and one of two laundry rooms enhance the functionality of this floor, making it as practical as it is luxurious. Venture to the third floor, where the expansive primary suite offers a private sanctuary. Complete with its own living area, an extra-large bedroom, dual bathroom vanities, and a grand walk-in closet, this suite is designed for relaxation and rejuvenation. Picture yourself enjoying breathtaking views of playful manatees and dolphins from the comfort of your extraordinary owner's suite. Additional bedrooms, each with ensuite baths, ensure that every guest feels at home, with a second laundry room conveniently located on this level for added ease. Ascending to the rooftop, you will discover an open-air living space that redefines outdoor entertaining. This large rooftop deck invites you to savor morning coffee under the sun, enjoy sunset cocktails with friends, or indulge in stargazing on a clear night. It’s the ultimate backdrop for unforgettable moments, whether you're hosting a gathering or simply soaking in the serene surroundings. From sunlit gathering spaces to tranquil private retreats, Lido Dreams strikes the perfect balance between togetherness and solitude. Set in an unbeatable location just steps away from shopping, dining, and the pristine beach, this property embodies the essence of luxury living on Lido Key. Currently operating as a successful short-term rental with impressive bookings, Lido Dreams offers not just a home but an opportunity for a thriving investment. Financials are available upon request, making this an enticing prospect for discerning buyers. Don’t miss your chance to own this exceptional piece of paradise! *not pictured: boat dock & deck and outdoor kitchen & shower to be included in asking price.

551 S Washington Drive, Sarasota

6 Beds ⋅ 8 Baths ⋅ Lido Beach SubDv. ⋅ 34236 Zip Code

Welcome to your dream home on Lido Key! This impressive 3-story residence offers a luxurious living experience with breathtaking water views from its private rooftop oasis. With 6 bedrooms, 6 full bathrooms, and 2 half-bathrooms spread across 3,914 square feet, this home is a masterpiece of modern design, boasting sleek clean lines, abundant natural light, and high-end finishes throughout. As you step into the grand entrance on the main floor, you'll be captivated by the open-concept layout and the panoramic wall-to-wall windows that showcase the stunning living, dining, and gourmet kitchen areas. The kitchen is a chef's delight, featuring stylish pendant lighting, gold accents, a massive island with a waterfall quartz countertop, and herringbone wood tile flooring. Top-of-the-line stainless steel appliances, double ovens, and elegant fixtures complete the sleek design. This home offers multiple dining options, perfect for entertaining. The open-concept dining area is ideal for indoor dining, while the adjacent lanai provides an al fresco experience where you can savor the warm sea breezes. For a more intimate setting, descend the stairs to your own tropical oasis. Surrounded by lush palm trees and greenery, this tranquil retreat features a sparkling heated pool and spa, creating a private resort-like experience. With 6 bedrooms and 6.5 bathrooms, this home provides ample space for your family and guests, each room more luxurious than the last, with unique features adding to the overall opulence. The master retreat, located between the 1st and 2nd levels, offers a serene escape. Relax in the deep soaker stand-alone bathtub while enjoying fantastic views, or pamper yourself in the en-suite bathroom with his and her custom-built vanity sinks, a large walk-in shower with designer tile and fixtures, a water closet, and a walk-in closet. This home also offers the rare convenience of a commercial elevator, allowing easy access to the next level, where you'll find four additional bedrooms, each with its own en-suite bathroom featuring porcelain tile in the bathrooms and wood tile flooring in the bedrooms. Gold accents and custom built-ins add to the beauty found throughout this floor. A full-sized laundry room with two stacked washers and dryers ensures convenience and efficiency. Ascend another flight of stairs, and you'll discover an additional bedroom, attached en-suite bathroom, and a half bath that lead to the spectacular rooftop deck. Enjoy stunning views of the Gulf, dine on the covered deck year-round, and relish in the Florida sunshine from multiple seating areas. Whether you're sunbathing, entertaining guests, playing a game of corn hole, or witnessing awe-inspiring sunsets, the possibilities are endless in this magical space. Located in the heart of desirable Lido Key, just steps away from one of Florida's most beautiful beaches and the renowned St. Armands Circle, this home offers easy access to fabulous dining and shopping. What's more, this neighborhood has no CDD fees or HOA restrictions, providing you with the freedom to truly enjoy the luxury of coastal living.Don't miss the opportunity to turn your dream into a reality. Embrace the true meaning of luxury living in this stunning Lido Key home.

135 Grant Drive, Sarasota

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