Sarasota Homes with Sarasota High High School

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

$10,500,000

6 Beds ⋅ 7 Baths ⋅ A4702153 MLS

Pre-Construction. To be built. This luxurious grand canal-front estate offers direct deep-water boating to the Gulf, out of one of the most exclusive neighborhoods on north Siesta Key. This in progress New Construction property by Pham Development is on an expansive 17,842 SF and 0.41 acre lot, with a 4,769 SF traditional-style home to be built. Enjoy two separate guests suites on top of the two 2-car garages, for a total of 4 garage spaces, both with elevator access to the above suites. The master bedroom will have water views, and the grand entry home hosts a total of 6 bedrooms, 6 baths, and 1 powder bath. This property's deep-water grand canal with no bridges is ideal for yachts and boats, with up to a 13-foot draft. A new dock and boat lift is set to be installed. Inside, expansive living spaces boast high-end finishes and top-of-the-line appliances, blending timeless elegance with modern comfort. Enjoy the water, and a large backyard perfect for entertaining, a private pool, and new lush landscaping—making this the ultimate waterfront estate for family.

3441 Gulfmead Drive, Siesta Key

$594,000

5 Beds ⋅ 3 Baths ⋅ A4703236 MLS

Welcome to a home designed for gathering and connection in this beautifully updated five-bedroom, three-bath home in Sarasota’s Summerwood neighborhood. This home’s expansive living room/dining room combo with 10-foot ceilings is perfect for conversations, reading, board games, and family dinners. The recently expanded kitchen features gas stove, new cabinetry, a butler's pantry, ample storage, and a breakfast bar adjacent to a family room ideal for chatting while meals are prepared. Pond views from the kitchen, family room and lanai add a peaceful backdrop to everyday moments. The first-floor primary suite is a luxurious retreat with an east-facing bedroom offering sunrise views of the community pond, a spa-inspired bath with porcelain tile floors, soaking tub, frameless glass walk-in shower, private water closet and a generous walk-in closet. Three additional guest bedrooms downstairs provide separate, private space for family and friends. Upstairs, a versatile bonus room with two closets offers endless possibilities—movie room, homeschool space, yoga studio, or 5th bedroom. The home features fresh interior paint, a newer roof installed in 2023, and newer ACs 2022. Outside, the spacious yard offers room to create your own Florida retreat, including the potential for a future pool. A full bath is already conveniently positioned to serve as a pool bath, and fencing is permitted. The pond beyond adds a sense of openness and tranquility to the outdoor setting. Home is built of concreate block construction, the property sits in the X flood zone for peace of mind and no flood insurance required. Located in the charming Summerwood neighborhood where holiday decorations light up the streets and neighbors become friends, you're near award-winning Brentwood Elementary School, McIntosh Middle School, and Sarasota High School. Summerwood is situated near Fruitville and Cattleman Roads; you’ll have quick access to I-75, University Town Center Mall, the scenic and hike-able Celery Fields, and just 25 minutes to Siesta Key's beautiful beaches for those Saturday afternoon getaways. HOA fees are just $300 per year.

1731 Old Summerwood Boulevard, Central Sarasota

$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

$759,900

3 Beds ⋅ 2 Baths ⋅ A4703173 MLS

Welcome to a designer-enhanced lakefront retreat in the gated, maintenance-free community of Cobblestone on Palmer Ranch, where sophisticated interiors, thoughtful upgrades and serene water views create an exceptional Florida lifestyle. Offering 2,483 total square feet, this meticulously maintained three-bedroom, two-bath residence with a private den/office has been beautifully elevated with curated finishes and designer details throughout. At the heart of the home, the bright, open-concept kitchen blends style and function with chef-grade appliances, an induction range with cookware included, a gourmet refrigerator offering three types of ice, granite countertops and a newly installed designer tile backsplash. The adjoining dining and living areas create an effortless flow for entertaining, enhanced by tray ceilings, crown molding, custom lighting, plantation shutters and a fresh designer color palette. The home's unobstructed lake views take center stage from the main living areas and primary suite. Sliding doors open to an expansive screened lanai with paver flooring and desirable west/northwest exposure, the ideal setting to enjoy colorful Florida sunsets reflecting across the water. Generously sized for dining and lounging, the lanai is also plumbed for a future gas outdoor kitchen, offering the opportunity to create an impressive open-air entertaining space overlooking the lake. The private primary suite is a peaceful retreat with tranquil water views, a spacious custom built-out walk-in closet and an en-suite bath featuring a walk-in shower and dual vanities. Two additional bedrooms provide comfortable accommodations for family and guests, while the separate den offers flexibility as a home office, media room or additional retreat. Designer enhancements continue throughout the residence with new luxury vinyl flooring in three rooms, and ceramic tile throughout the remaining living spaces. The two-car garage provides additional attic storage and includes a tankless gas water heater. Professionally refreshed landscaping with new plantings and mulch adds to the home's polished curb appeal. Residents enjoy a resort-inspired lifestyle with a heated community pool, lighted pickleball and bocce courts, dog park, social clubhouse and an on-site lifestyle manager. Ideally positioned in Palmer Ranch, the home is convenient to the Legacy Trail, downtown Sarasota, exceptional dining, arts and cultural attractions, shopping and Sarasota's renowned Gulf beaches. With no CDD fees and no flood insurance required, this beautifully upgraded, move-in-ready residence offers an ideal combination of designer style, low-maintenance living and captivating lake and sunset views, ideal as a full-time residence, seasonal escape or second home.

8737 Bellussi Drive, Palmer Ranch

$1,700,000

3 Beds ⋅ 3 Baths ⋅ A4702710 MLS

Discover the ultimate in modern Sarasota living in this stunning, completely renovated home located in the highly desirable West of Trail gated community near downtown Sarasota. Thoughtfully redesigned with exceptional attention to detail, this residence offers a sophisticated open-concept floor plan, luxurious finishes, and seamless indoor-outdoor living. The spacious living room, dining area, and gourmet kitchen flow effortlessly together, creating an ideal setting for entertaining family and friends. The brand-new custom kitchen features premium GE Monogram appliances and elegant finishes. Every bathroom has been fully renovated with high-end materials and contemporary design. The private primary suite serves as a relaxing retreat, complete with a luxurious ensuite bathroom and tranquil views of the pool and backyard oasis. The serene second bedroom offers direct access to the pool and lanai and shares a beautifully renovated Jack-and-Jill bathroom. A versatile third bedroom can also function as a private home office, guest room, or flex space. This extensively upgraded home includes: New hurricane-impact windows and doors, including the garage door, New porcelain tile flooring throughout, New tile roof, New tankless water heater, New air-conditioning system, New electric, Re-piped plumbing, Refinished pool and jacuzzi with new control system and components, Re-Screened lanai, New planked lanai ceiling, New pool pavers, Fresh interior and exterior paint, and New landscaping and landscape lighting. Ideally situated near downtown Sarasota, this exceptional home is just minutes from the renowned beaches of Siesta Key, Lido Key, and Longboat Key, as well as Sarasota-Bradenton International Airport and University Town Center (UTC) Mall. With its extensive renovations, resort-style amenities, and premier location, this is a rare opportunity to enjoy a turnkey Sarasota lifestyle in one of the area’s most sought-after neighborhoods.

1354 Tearose Place, Central Sarasota

$229,900

2 Beds ⋅ 2 Baths ⋅ A4702505 MLS

Welcome to 4242 Oakhurst Circle E, located in the highly desirable and beautifully landscaped 55+ community of Oakhurst. This spacious 2-bedroom, 2-bathroom villa features a convenient attached 1-car garage and offers 1,543 SqFt of comfortable, maintenance-free living space. Step inside to an inviting, open-concept living and dining layout—perfect for entertaining.The kitchen features a brand-new dishwasher (2026) and leads to a dedicated inside laundry room (yes, the washer and dryer stay!). The true highlight of the home is the all-weather sunroom, providing a bright, versatile space to relax and enjoy the serene surroundings year-round. This welcoming, pet-friendly neighborhood allows for one small pet up to 30 pounds. Location is everything! Enjoy unbeatable convenience with easy access to I-75, shopping, and top-tier healthcare at Doctors Hospital, all while being just moments from outdoor adventures on the famous Legacy Trail. Say goodbye to weekend chores! The low-maintenance lifestyle includes community-covered exterior responsibilities such as the roof, landscaping, building maintenance, and cable TV. Major updates include a new roof (2026) and a newer A/C unit (2019). Residents also enjoy exclusive access to the community clubhouse, gathering spaces, shuffleboard courts, and a refreshing pool. With just a little cosmetic TLC, this villa can easily become your ideal Florida retreat.

4242 Oakhurst Circle E, Central Sarasota

$6,999,900

5 Beds ⋅ 7 Baths ⋅ A4703040 MLS

Welcome to this exceptional waterfront home in the highly sought-after Harbor Acres neighborhood. With more than 5,000 square feet of living space, this five-bedroom, five-full-and-two-half-bath residence combines classic Spanish/Mediterranean style with comfortable living and beautiful waterfront views. Located on a private waterfront basin with direct access to Sarasota Bay, the home offers spectacular sunsets and an ideal setting for enjoying the Florida lifestyle. The home features two primary suites, one on each level. The first-floor suite has private garage access and is well suited for guests, extended family, or multigenerational living. The additional bedrooms offer flexibility for offices, a fitness room, or other uses. The spacious interior includes a gourmet kitchen with granite and quartz countertops, wet bar, wine cooler, breakfast bar, and open access to the family room. Multiple electric fireplaces add warmth and character, and an interior elevator provides easy access between floors. Outdoor living is a major highlight. Covered lanais on both levels overlook the heated PebbleTec pool, spa, and waterfront. A covered outdoor dining area with summer sink and pool bath provides an ideal space for entertaining. Tropical landscaping adds privacy and creates a relaxing resort-style setting. Boating enthusiasts will appreciate the deep-water dock with boat lift and room for a large vessel, with convenient access to Sarasota Bay and the surrounding waterways. The home is move-in ready and has been meticulously maintained. Recent improvements include three new AC/HVAC systems (2024), two new gas water heaters, a variable-speed Jandy pool pump, new seawall cap, and a 22KW Generac generator, along with more than $50,000 in additional upgrades. Harbor Acres is conveniently located near Downtown Sarasota, Lido Key, and Siesta Key, as well as excellent restaurants, boutique shopping, hospitals, medical offices, banks, and everyday conveniences. A rare opportunity to own a spacious waterfront home with direct Sarasota Bay access, excellent boating amenities, a private pool and spa, and flexible living spaces in one of Sarasota's most desirable neighborhoods.

1444 Harbor Drive, Central Sarasota

$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

$1,700,000

4 Beds ⋅ 3 Baths ⋅ A4703055 MLS

RARE 5-ACRE SARASOTA ESTATE - COUNTRY LIVING WITH CITY CONVENIENCE! Welcome to your own private piece of paradise! This charming and meticulously maintained 4-bedroom, 3-bath, 2-Car Garage, Pool home offers approximately 2,580 square feet (3,422 gross sq ft) of living space. Tucked away on a quiet dead-end road, this unique property offers exceptional privacy, abundant wildlife and an increasingly rare opportunity to enjoy acreage living while remaining just minutes to everything in Sarasota! Lovingly maintained by the original owners, this concrete block and stucco home features an updated kitchen with island seating, a wood-burning fireplace, a spacious 18' x 22' family room, formal living/dining rooms and a newer A/C replaced in 2024. A generator provides additional peace of mind. Step outside and discover what truly makes this property amazing. The 15' x 30' inground pool features a screened enclosure and an expansive covered lanai perfect for relaxing, entertaining and enjoying Florida living year-round. The grounds are simply beautiful, with approximately 145 majestic oak trees, a gorgeous magnolia tree, gazebo, storage shed with workshop and a freshwater canal along the rear of the property. This estate is also Perfect for Horse Lovers! This property features an existing horse stall/building with a fenced paddock and you'll have plenty of acreage for grazing and roaming. Wire and wood fencing surround the property and there are no deed restrictions, no HOA and no vehicle restrictions. The home is high and dry and had no wind or water damage from recent hurricanes. The property's flexible OUE zoning creates exciting possibilities for those seeking additional living space, a family compound, accessory structures or the ability to operate certain businesses from home, subject to applicable county requirements. With five acres, there is plenty of room to explore future possibilities while enjoying the existing home today! The location is absolutely hard to beat! Enjoy the peace and privacy of country living while being only minutes to world famous Siesta Key Beaches, Cultural Downtown Sarasota, I-75, University Mall, Mote Marine, Polo Fields, Waterside, fine restaurants and many nearby golf courses. You may go days without seeing a neighbor, yet everything in Sarasota is within easy reach! Ride your four-wheelers, bring your horses and farm animals, park your RV or boat and experience the freedom to call this 5 acre estate YOURS! Properties offering this combination of acreage, privacy, flexibility and location are increasingly difficult to find. This is the one you've been dreaming about, so HURRY!

6455 Mckown Road, I-75 East

$2,999,000

4 Beds ⋅ 4 Baths ⋅ A4703064 MLS

Welcome to an understated masterclass in coastal sophistication. Custom-built by renowned builder Jonas Yoder, this new construction residence offers over 3,000 square feet of impeccably crafted living space in one of Sarasota’s most desirable neighborhoods. From the instant you step toward the entrance—welcomed by the warm, flickering glow of a classic Bevolo gas lantern—it becomes clear that this home was curated for those who appreciate bespoke quality and timeless style. At the heart of the main floor lies a culinary haven engineered for both daily living and grand entertaining. The chef’s kitchen is outfitted with top-tier Thermador appliances, an integrated wine refrigerator, and a massive walk-in pantry equipped with custom built-in cabinetry. Adjoining the kitchen, the formal dining area is anchored by a striking sculptural light fixture, setting the stage for memorable dinner parties. Unwind in the generous great room, where a backlit feature wall with a unique fireplace serves as an eye-catching focal point. Sunlight pours into every corner, while expansive glass doors slide away to connect the interior with the outdoor oasis, mastering the seamless art of indoor-outdoor living. Positioned privately on the main level, the owner's suite is a light-drenched sanctuary designed for ultimate comfort. Framed by serene views of the backyard, this retreat features not one, but two expansive walk-in closets. The master bath resembles a high-end spa, beautifully appointed with classic finishes, double vanities, a deep soaking tub, and a spacious walk-in shower. Also on the first floor, a versatile fourth bedroom or dedicated office offers quiet flexibility for remote work or guests. Upstairs, two additional ensuite bedrooms with large closets provide private quarters for family or visitors, complemented by generous hallway storage. Step through the glass doors onto the covered porch, complete with automated screens that adjust for comfort and shade at the touch of a button. The backyard is a private resort designed for effortless outdoor living: take a dip in the sparkling pool, framed by a pristine, low-maintenance turf lawn illuminated by a low-voltage lighting system. A fully equipped outdoor kitchen boasting a gas grill, sink, and outdoor refrigerator promises endless evenings of effortless hosting under the stars. Location completes the story. Peacefully situated outside of high-risk flood zones, this property places you just steps from desirable Southside Village. Stroll to Morton’s Gourmet Market, explore boutique shopping, or sample approximately 17 nearby neighborhood restaurants. With vibrant downtown Sarasota and the quartz-sand beaches of Siesta and Lido Key only minutes away, this residence isn't just an incredible home it is a masterpiece of Sarasota living.

1426 S Osprey Avenue, Central Sarasota

Sarasota Homes with Sarasota High High School

Newest Sarasota Homes with Sarasota High High School