Siesta Key Homes with One Story Style

Siesta Key Homes with One Story Style

Welcome to Siesta Key, a charming island paradise located in the sunny state of Florida. Known for its pristine white sand beaches and crystal-clear turquoise waters, Siesta Key is a popular destination for both tourists and residents alike.

If you're in the market for a home with one story style, you're in luck. Siesta Key boasts a variety of single-story homes that offer convenience and accessibility. Whether you're looking for a cozy beach cottage or a spacious villa, there are plenty of options to choose from in this beautiful island community.

Living in a one-story home in Siesta Key allows you to enjoy seamless indoor-outdoor living, with many properties featuring private patios, lush gardens, and stunning waterfront views. Imagine waking up to the sound of waves crashing and the gentle sea breeze on your doorstep.

In addition to its natural beauty, Siesta Key offers a vibrant community with a laid-back atmosphere. Enjoy a leisurely stroll along the quaint streets lined with boutiques and restaurants, or spend your days lounging on the beach and soaking up the sun.

Whether you're looking to retire in paradise or invest in a vacation home, Siesta Key has something for everyone. Explore the real estate market in this picturesque island oasis and find your perfect one-story home today.

Newest Siesta Key Homes with One Story Style

$12,500,000
5 Beds ⋅ 7 Baths ⋅ A4702170 MLS
Pre-Construction. To be built. Discover an extraordinary opportunity to own an expansive double lot of 0.52 acres on North Siesta Key with this single-story, new construction transitional modern-style luxury home by Pham Development. Offering 170 feet of deep-water canal frontage, the residence features 4,353 square feet under air and 15,453 square feet under roof. With 5 bedrooms, 5 full bathrooms, 2 half baths, and a designated private office, the home showcases soaring 17.5-foot vaulted ceilings and a striking glass wine wall, complemented by designer finishes that fill the interiors with natural light and tranquil water views. Across the canal, lush landscaping provides a serene and private backdrop, with flexibility to customize finishes and style. Designed for both comfort and entertaining, the open-concept living spaces flow seamlessly to a resort-style outdoor retreat. The expansive back patio is equipped with remote-controlled electric mosquito screens, allowing you to enclose the space at the touch of a button for year-round enjoyment. Enjoy a spectacular pool with a champagne hot tub spa, a generous patio, and a fully equipped outdoor kitchen perfect for alfresco dining. A scenic path leads to your private dock with a state-of-the-art electric system and space for a boat up to 37 feet, offering smooth access to the bay and Gulf. The primary suite is a private sanctuary with spa-inspired amenities and dedicated quarters. A chef’s kitchen anchors the heart of the home with premium appliances and refined finishes. An elegant circular driveway creates a grand entrance, while the expansive ground level offers room for up to 10 cars, complemented by an impressive 10-car garage—ideal for collectors or additional storage. This exceptional waterfront residence delivers effortless luxury and refined coastal living.

546 Freeling Drive, Siesta Key
$874,900
2 Beds ⋅ 2 Baths ⋅ A4702889 MLS ⋅ 19 Nt BLDG.
ENDLESS POSSIBILITIES ON SIESTA KEY. Welcome to 19 Whispering Sands Drive, Unit 201, an exceptional opportunity to create your own Gulf Coast retreat in one of Siesta Key’s most established beachfront communities. Whether you choose to enjoy the residence as it is, renovate it over time, or completely reimagine the interior to reflect your own style, the possibilities are nearly endless. For buyers who want a more turnkey path, a renovation package can also be made available to help transform the residence into a beautifully updated coastal home. What cannot be recreated is the setting. Whispering Sands offers approximately 800 feet of private quartz-sand beach directly on the Gulf, two heated swimming pools, a beachside Tiki Hut and grills, fitness facilities, kayak and canoe storage, shuffleboard and beautifully maintained grounds. The community continues to invest in its future, with the Clubhouse and exclusive Tower Lounge undergoing renovation and improvements throughout the property. Here, the lifestyle begins outside your door. Spend mornings along the Gulf shoreline, afternoons by the pool and evenings watching Siesta Key’s celebrated sunsets. Siesta Key Village is just moments away, putting restaurants, boutiques, entertainment and island life within easy reach. Make it your own, renovate it with our available design and renovation package, or explore its rental possibilities subject to association requirements. The location is already extraordinary. The next chapter is yours to create.

19 Whispering Sands Drive Unit 201, Siesta Key
$500,000
1 Beds ⋅ 1 Baths ⋅ A4702764 MLS ⋅ B BLDG.
Lender paid 1-0 Buydown Interest Rate by using our preferred lender! Welcome to your own slice of paradise at the Beach Club at Siesta Key! This beautifully furnished 1-bedroom, 1-bathroom condo offers a chic, modern resort-style retreat just steps from the world-famous white-sand beaches of Siesta Key. Located in Building B, this turnkey residence features a full kitchen with stainless steel appliances and stylish stainless-accented cabinetry, a spacious living area, in-unit laundry, and a beautifully updated bathroom with a walk-in glass shower. Freshly painted in 2025 and offered fully furnished, this condo is ready to enjoy as a personal beach getaway, investment property, or both. Step outside and enjoy the community’s heated pool, hot tub, shared patio, and grilling area, with convenient gated beach access through a private walkway shared with surrounding properties. Siesta Key Public Beach is approximately 2 miles away and offers tennis courts, a playground, picnic and grilling areas, concessions, and the island’s famous weekly drum circle. When you’re ready for more island fun, Siesta Key Village is nearby with restaurants, boutiques, live entertainment, and tropical cocktails. Built in 2009 on stem walls, the building is elevated and sustained no storm damage. The Beach Club at Siesta Key has fully recovered from the 2024 hurricanes, with total cash, operating funds, and reserves exceeding $300,000. Recent community improvements include new landscaping in 2026 and new pool heaters and pumps in 2025. The roof is inspected annually, the most recent reserve study was completed in 2024, and a new reserve study is currently in progress. Owners are not required to use the onsite rental office and may rent the unit independently; the onsite RVA office is available for guests who book through RVA. The condo fee includes cable, water, sewer, trash, internet, beach access, pool, spa, and grill. Whether you’re looking for a relaxing island escape or a flexible rental opportunity, this is an exceptional way to enjoy the laid-back luxury and year-round lifestyle of Siesta Key.

1020 Sun N Sea Drive Unit 102, Siesta Key
$2,250,000
3 Beds ⋅ 2 Baths ⋅ A4703004 MLS
Location, waterfront, boating and income potential come together at 4937 Oxford Drive, an exceptionally spacious, one-story pool home with desired frontage on Siesta Key's Grand Canal. Offering an impressive 2,539 square feet of living space with three bedrooms plus an office, this home stands out for its generous proportions, wide-open living areas and rare single-level floor plan. Even more noteworthy, the home has experienced no water intrusion, according to the owner, an important distinction for island living. A previous remodel raised the ceilings, creating a wonderful sense of volume, light and openness throughout the main living spaces. Go outside and the reason for owning on Siesta Key becomes even more compelling. The screened lanai surrounds a heated saltwater pool, while beyond it lies the Grand Canal, one of the island's defining waterways and a tremendous advantage for those who want to embrace the Siesta Key boating lifestyle. Although the former dock was lost years ago, the existing pilings remain, presenting a potential opportunity to reestablish a dock and create your own waterfront setup, subject to applicable permitting and approvals. Beyond its appeal as a full-time residence or island retreat, this property has been a superb income producer, offering potential for an owner seeking lifestyle and investment opportunity. And the location is hard to beat, close to Siesta Key Village, world-famous Siesta Beach, restaurants, shopping and all the energy of island life, with convenient access to the mainland. Large, one-story homes offering this much living space, a private pool, Grand Canal frontage, boating potential, strong income history and no water intrusion are difficult to find. Whether you envision a personal waterfront retreat, a potential income-producing investment or the best of both, 4937 Oxford Drive delivers a rare combination of space, location and Siesta Key lifestyle.

4937 Oxford Drive, Siesta Key
$615,000
2 Beds ⋅ 1 Baths ⋅ A4703083 MLS
Look no further! This beautifully renovated 2-bedroom, 1-bath standalone villa is located on the Gulf side of Siesta Key in Casa Blanca, just yards from the world-famous quartz sand beach. Renovation was completed in August 2026 and is equipped with brand-new hurricane-rated windows and doors, new HVAC system, and new water heater. The villa features porcelain tile throughout, stunning Taj Mahal quartzite countertops, light natural maple cabinetry, stylish matte-black hardware, and all-new kitchen appliances. The bathroom continues the elevated design with matching quartzite surfaces and a striking walk-in shower. Ceiling fans with dimmable lighting are found in the bedrooms, living room, and lanai, while plantation shutters add a refined, upscale finish to the living and kitchen areas. This unfurnished, villa provides a blank canvas ready for your personal touches and style. Casa Blanca offers exceptional amenities including a private beach, heated pool, renovated recreation room, and vacation rental program, making this an excellent choice for a vacation retreat, investment property, or both. With the beach just yards away and Siesta Key Village only minutes from your door, you’ll enjoy effortless access to restaurants, shops, entertainment, and convenient trolley service located right out front. A beautiful beach villa in an unbeatable location—Don’t let this one get away!

6154 Midnight Pass Road Unit VILLA4C, Siesta Key
$435,000
2 Beds ⋅ 1 Baths ⋅ A4702975 MLS ⋅ 20e BLDG.
Community Beach access to Siesta Key's Beach. Community Dock and Fishing Pier. Community Marina. Large Community Heated Pool. Community BBQs. Poolside Tiki Cabana, Bathrooms and showers, Community laundry machines on first floor. Gated and community building at entrance. 1–7-day rentals grandfather in so great rental income or come enjoy it as your family beach/bay condo! Great option for local owners that want beach access and fun waterfront use for family and guests yet can own a home off the key and have the best of both worlds. Cute unit and coastal charming community! Turn-key furnished so ready to enjoy or rent to cover you expenses while enjoying when it is vacant!

5955 Midnight Pass Road Unit 20E, Siesta Key
$1,499,000
3 Beds ⋅ 2 Baths ⋅ C7529628 MLS
Exceptional Siesta Key Retreat on Over Half an Acre with Brand-New Heated Pool. This beautifully transformed 3-bedroom, 2-bathroom residence sits on an impressive 0.50-acre (21,977 SF) parcel, offering a rare blend of space, privacy, high-end craftsmanship, and indoor-outdoor living on Siesta Key. Inside, wide-plank flooring, designer lighting, and warm natural textures anchor a bright, open layout. The centerpiece is a chef’s kitchen equipped with premium Café series appliances, custom cabinetry, an oversized waterfall island with seating, expansive counter space, and elegant brass accents. The kitchen flows seamlessly into the main dining and living areas, creating an ideal setting for entertaining. A separate family room with a wood-burning fireplace offers a second gathering space, framed by large glass doors that open to the outdoor oasis. The primary suite features direct access to the lanai and a redesigned spa-inspired bathroom with dual vanities, an oversized glass-enclosed shower, warm wood detailing, and custom tilework. Two additional bedrooms and a refined guest bath provide high-end accommodations for visitors. Outside, the brand-new heated pool and expansive screened lanai create a resort-style environment for swimming and alfresco dining. Beyond the lanai, mature trees and a sprawling yard provide a level of privacy and green space rarely found with island living. Located minutes from world-famous beaches, dining, shopping, and boating in Sarasota. Schedule your private showing today.

670 Venice Lane, Siesta Key
$899,900
2 Beds ⋅ 2 Baths ⋅ A4702984 MLS ⋅ East Tower BLDG.
**PANORAMIC GULF VIEWS**TURNKEY FURNISHED**STEPS FROM SIESTA KEY BEACH**A HISTORY OF STRONG RENTAL NUMBERS** Wake up to breathtaking panoramic views of the Gulf of Mexico and distant Sarasota skyline from this spacious sixth-floor, two-bedroom, two-bath condominium located directly across the street from world-famous Siesta Key Beach. Offered turnkey furnished, this exceptional vacation property is ready for immediate personal enjoyment or continued use as a rental investment. The spacious primary bedroom features a king-size bed, while the second bedroom comfortably accommodates guests with two queen-size beds. Enjoy spectacular sunsets, city skyline and coastal breezes from two large terraces, or relax in the quiet privacy of this intimate community with just the right amount of amenities. This unit also includes a rare under-building assigned parking space, one of only eight located under the building. Enjoy a quick walk to the beach, or cool off in the community pool! On-site gas grills and two tennis courts are also available for your enjoyment! The location is truly exceptional. Siesta Key Beach is renowned for its powdery white quartz sand and is consistently recognized among the nation’s finest beaches. The public beach area offers lifeguards, restrooms, concessions and beach amenities, making it especially appealing to families and vacationers. Inside, the residence is thoughtfully furnished and equipped for comfortable coastal living, continued rental income or a combination of both! The condo was extensively remodeled and has been enjoyed as a popular vacation destination. New impact windows and sliders give you the peace of mind and protect your investment. High-end finishes, stunning views and an inside laundry closet make this a guest favorite. Recent upgrades include impact windows and doors (2026), HVAC (2023), Water Heater (2026), Electrical Panel (2025) Beyond the beach, you’re just a short walk, bike ride or drive from Siesta Key Village, where you’ll find an array of restaurants, bars, shops and entertainment. Whether you’re looking for a personal beach retreat, a vacation home, or an income-producing investment, this turnkey Siesta Key condo offers an outstanding combination of location, Gulf views, privacy, covered parking and proven rental potential. Bring your suitcase and start enjoying the Siesta Key lifestyle! Very strong rental numbers - ask agent for more details. 2027 high season bookings are already in place!

1055 Beach Road Unit B602, Siesta Key
$2,995,000
3 Beds ⋅ 3 Baths ⋅ A4702888 MLS
For the buyer who believes the best of Siesta Key is experienced by boat, 5178 Oakmont Place delivers an exceptional combination of deep-water canal frontage, estate-sized privacy, refined island living, and effortless access to Sarasota Bay. Set on more than half an acre along Siesta Key’s coveted Grand Canal, this tastefully updated custom residence pairs Caribbean-inspired architecture with 93 feet of waterfront, a private dock, and impressive 30,000-lb boat lift—creating a true luxury retreat for boating enthusiasts just minutes from the bay. A winding paver driveway introduces the private tropical setting, leading to a gracious residence by award-winning builder Lee Wetherington. Inside, high ceilings, substantial crown molding, elegant archways, tray ceilings, recessed lighting, and expansive windows create an airy sense of scale, while warm bamboo flooring brings natural sophistication throughout the primary living spaces. Designed for relaxed island living and entertaining, the open great room is anchored by a striking coral stone gas fireplace and framed by French doors connecting the interior to the expansive covered veranda. The updated kitchen features crisp white cabinetry, granite countertops, stainless steel appliances, breakfast-bar seating, generous storage, and an adjacent service bar, complemented by a separate dining area for effortless entertaining. The spacious primary suite overlooks the tropical grounds, pool, and waterway and features a tray ceiling, two walk-in closets, dual vanities, large shower, and jetted soaking tub. A desirable split-bedroom floor plan provides two additional bedroom suites, while a large private office offers flexibility for working from home, a media room, or additional lounge space. Outdoor living is a defining feature of this Siesta Key waterfront home. The wide covered veranda provides generous spaces for dining and lounging while overlooking the private swimming pool and lush tropical landscape. Beyond the pool, a pathway leads directly to the Grand Canal and an outstanding boating setup featuring approximately 93 feet of deep-water frontage, a large dock, and 30,000-lb boat lift. Cruise to Sarasota Bay, waterfront dining, or Gulf waters before returning home to enjoy sunset along the canal. Built with quality and longevity in mind, the residence was constructed above base flood elevation and includes hurricane shutters, UV window film, foil roof insulation, floored attic storage, central vacuum, and construction to Miami-Dade standards. An oversized three-car garage offers excellent space for vehicles, bikes, kayaks, paddleboards, fishing equipment, and additional storage. Despite its private, estate-like setting, the home is ideally positioned near Siesta Village, world-famous Siesta Key beaches, boating, dining, and island attractions, with downtown Sarasota approximately 15 minutes away by car. For the luxury buyer seeking a Siesta Key waterfront pool home with deep-water boating access, substantial boat lift, oversized private lot, and proximity to Sarasota Bay, 5178 Oakmont Place offers an extraordinary opportunity to embrace the coastal Florida lifestyle

5178 Oakmont Place, Siesta Key
$798,000
1 Beds ⋅ 1 Baths ⋅ A4702765 MLS ⋅ Siesta Sands Resort BLDG.
This spacious and well-appointed beachfront condominium, located at the southern end of Crescent Beach in one of Siesta Key's most desirable boutique resort communities, offers an exceptional coastal living experience. Situated on the third floor, Unit 310 features a private balcony overlooking the beach, with sweeping Gulf views, refreshing tropical breezes, and unforgettable sunsets year-round. Residents of Siesta Sands enjoy an impressive array of resort-style amenities, including beach service with lounge chairs and umbrellas, two heated pools, community Wi-Fi, a poolside gazebo, gas grills, an exercise room, and the serene Bamboo Lounge. With just 31 units, this gated beachfront community offers a private and secluded setting with exclusive access to beautiful Crescent Beach, all just steps from the shops, restaurants, and conveniences of Siesta Key's South Village. Siesta Sands allows weekly rentals and offers the convenience of an excellent on-site rental office to manage the condominium when not being enjoyed for personal use. Offered furnished, Unit 310 has a solid rental history with future bookings already in place, providing the flexibility to enjoy your own Siesta Key retreat while benefiting from rental income when you are away.

1001 Point Of Rocks Road Unit 310, Siesta Key
$669,000
2 Beds ⋅ 2 Baths ⋅ A4702733 MLS ⋅ 36 BLDG.
Discover effortless Siesta Key living in this beautifully updated and fully furnished 2-bedroom, 2-bath condo in the highly desirable Peppertree Bay community. Located on the Gulf side and just steps from the tennis and pickleball courts, heated pool, and private beach access, this second-floor residence offers a peaceful setting with scenic pond views. The interior has been thoughtfully updated with a renovated kitchen and bathrooms, crown molding, fresh paint, new impact windows on lanai and new flooring throughout. The spacious primary suite easily accommodates a king-size bed and features a generous walk-in closet. Additional conveniences include a full-size washer and dryer, tankless water heater, dedicated parking space, and a private storage unit located just outside the front door. Offered fully furnished and truly move-in ready, this condo makes it easy to begin enjoying the Siesta Key lifestyle from day one. Peppertree Bay offers an exceptional Gulf-to-Bay lifestyle with private beach access, a fishing pier, tennis and pickleball courts, two heated pools, two clubhouses, BBQ areas, beach chairs, car wash stations, on-site management, and a rental program. The fitness center and clubhouses are currently being renovated, adding even more to this amenity-rich community. This beautifully maintained residence is an excellent opportunity for a full-time home, seasonal retreat, or Siesta Key getaway. Just bring your suitcase and start enjoying island life!

1141 W Peppertree Drive Unit 1141, Siesta Key
$479,000
1 Beds ⋅ 1 Baths ⋅ A4702254 MLS ⋅ G BLDG.
Beautifully Updated One-Bedroom Condo on Siesta Key Enjoy the best of island living in this beautifully updated one-bedroom, one-bath condominium on Siesta Key. This inviting unit has been completely updated and features all-new appliances and a new water heater, offering a fresh, move-in-ready interior. The community offers an impressive selection of on-site amenities, including: • Two swimming pools • Tennis courts • Four shuffleboard courts • Beach access Located on beautiful Siesta Key, this condo offers the perfect combination of comfort, convenience, and the relaxed Florida lifestyle. Whether you’re looking for a full-time residence, seasonal getaway, or investment opportunity, this property provides an excellent opportunity to own a piece of paradise just steps from the beach.

6006 Midnight Pass Road Unit 60, Siesta Key
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