Harbor Acres Homes with Bay Front Water Frontage

Harbor Acres Homes with Bay Front Water Frontage

Welcome to Harbor Acres, a hidden gem nestled in the heart of Central Sarasota, Florida. This exclusive waterfront subdivision offers a serene escape from the hustle and bustle of everyday life, all while being conveniently located near the vibrant cultural and recreational amenities that Sarasota has to offer.

Harbor Acres is renowned for its stunning homes that boast breathtaking bay front water frontage. Imagine waking up to the gentle sounds of waves lapping against the shore, with panoramic views of the sparkling waters right outside your window. Each residence is thoughtfully designed to embrace the coastal lifestyle, featuring expansive outdoor spaces, private docks, and luxurious finishes that make every day feel like a vacation.

The lush, tropical landscaping and tree-lined streets create an inviting atmosphere, making Harbor Acres not just a place to live, but a community to thrive in. Residents enjoy easy access to world-class dining, shopping, and entertainment options, all while being just a stone's throw away from the pristine beaches that Sarasota is famous for.

Whether you’re an avid boater looking for a home with direct access to the bay or simply someone who appreciates the beauty of waterfront living, Harbor Acres has something for everyone. Here, you can indulge in a lifestyle filled with sun-soaked days and tranquil evenings, surrounded by the natural beauty of Florida’s Gulf Coast.

Discover the charm and allure of Harbor Acres, where your dream home awaits amidst the stunning backdrop of Sarasota Bay. Come and experience the magic of waterfront living today!

Newest Harbor Acres Homes with Bay Front Water Frontage

1240 Hillview Drive, Sarasota
$14,950,000
4 Beds ⋅ 4 Baths ⋅ Harbor Acres SubDv. ⋅ 34239 Zip Code
Introducing “Gatsby Manor,” set along Hillview Drive, one of Sarasota’s most coveted bayfront addresses, often compared to Port Royal for its exclusivity and waterfront lifestyle, this rare Harbor Acres estate property spans nearly three-quarters of an acre on deep, boatable water with sweeping, unobstructed Sarasota Bay views stretching south toward Siesta Key and the Gulf of Mexico, representing one of the neighborhood’s most distinguished open-bay offerings where only a select few residences achieve true estate scale. Encompassing more than 8,000 square feet of air-conditioned space with four bedrooms and three-and-a-half baths. The residence is complemented by a grand motor court accommodating 15+ vehicles beneath a canopy of majestic grand oaks. Privately approached through wrought-iron gates and a sweeping circular drive anchored by a multi-tiered fountain, the home opens to a dramatic two-story foyer framing the water beyond. Interiors are defined by soaring ceilings up to 22 ft. in height, exceptional millwork, multiple fireplaces, a striking two-story wood paneled library, formal dining with 12-foot ceilings, and a wet bar—perfectly blending elegant entertaining with comfortable daily living. The chef’s kitchen is designed to support both everyday living and large-scale gatherings, featuring double 36-inch Sub-Zero refrigerators with dual freezer drawers, two dishwashers, and a 60-inch Wolf gas range with six burners and infrared dual griddle. The owner’s suite occupies the entire east wing of the main living level, creating a private waterfront retreat complete with a gas fireplace, sitting area overlooking the pool and bay, dual walk-in closets, and a spa-inspired bath highlighted by a sculptural copper soaking tub, dual vanities, and a dedicated luxury makeup area. Upstairs, a second primary-style suite and two additional guest bedrooms are accessed via the grand staircase or three-stop elevator, offering privacy and flexibility for family and guests. The 3,800+ square-foot ground-level bonus area serves as the home’s ultimate entertaining environment, featuring a remarkable speakeasy lounge and an impressive 700+ bottle wine room. This expansive space functions as a true extension of the residence’s living experience—ideal for hosting gatherings, intimate evenings, or celebrations on a grand scale. Outdoor living is equally exceptional, centered around an expansive marble terrace surrounding the 25’ × 60’ heated saltwater pool with integrated sun shelf and spa. A brand-new deep-water dock with a 20,000 lb. boat lift and seawall replaced in 2017 further enhance the property’s boating capabilities and long-term value. Additional highlights include hurricane-rated garage doors, elevator access to all three levels, a drive-through three-car garage, and extensive storage throughout. Perfectly positioned just a short stroll to Southside Village’s restaurants and boutiques, minutes from downtown Sarasota’s celebrated arts and cultural district, and only four blocks from Sarasota Memorial Hospital. Gatsby Manor offers a truly rare opportunity to enjoy estate-scale open-bay living with deep water, privacy, and exceptional walkability in one of Sarasota’s most prestigious waterfront neighborhoods.

1240 Hillview Drive, Sarasota

1423 Hillview Drive, Sarasota
$14,900,000
6 Beds ⋅ 9 Baths ⋅ Harbor Acres SubDv. ⋅ 34239 Zip Code
Set along 134 feet of waterfront in Sarasota’s prestigious Harbor Acres, this nearly 12,000-square-foot estate has been newly enhanced with a new roof, a completely redesigned primary bathroom, and a refreshed kitchen, butler’s pantry, and catering kitchen, bringing a fresh perspective to an exceptional waterfront residence. Sweeping views extend across Sarasota Bay to the Ringling Causeway and downtown skyline, creating a remarkable backdrop for a home that pairs substantial scale with refined interiors, expansive entertaining spaces, and a resort-inspired lifestyle. A palm-lined paver drive leads to the stone-clad residence, where travertine steps, a porte cochere, and an expansive front porch introduce interiors defined by soaring proportions, custom millwork, wood columns, detailed archways, crown molding, and wainscoting. Designed for effortless everyday living and large-scale entertaining, the home features expansive waterfront gathering spaces, including a family room with zero-corner sliders, walls of glass, a coffered wood ceiling, and a stone fireplace. The kitchen is centered around an oversized island and complemented by premium appliances, a walk-in pantry, separate catering kitchen, and casual dining area overlooking the water, while a dedicated wine room, entertaining bar, and fully appointed home theatre create additional spaces for hosting. The primary suite serves as a private waterfront retreat with a terrace, sitting room with fireplace, coffee bar, dual walk-in closets, and newly redesigned spa-inspired bath. A separate in-law suite offers its own kitchenette, living room, laundry, and terrace, while four additional guest suites with private baths, a bonus room with terrace, fitness room, built-in homework area, dual staircases, three-stop elevator, and abundant garage and storage space provide exceptional flexibility. Outdoors, the estate unfolds as a private waterfront resort with a pool featuring a sun shelf, stone accents, and cascading water features, a raised spa, outdoor kitchen and bar, dedicated pool bath, turf lawn, fire pit, hammock area, multiple terraces, and private dock. A spiral staircase provides a direct connection between the primary suite terrace and outdoor living spaces below. Located just minutes from downtown Sarasota and Southside Village, the estate places Sarasota’s acclaimed dining, shopping, arts, and cultural destinations within easy reach, while the world-renowned white-quartz sands of Siesta Key Beach, consistently recognized among the nation’s best beaches by Tripadvisor, are only a short drive away. Sarasota-Bradenton International Airport is also conveniently nearby, offering effortless access for owners and guests alike. This exceptional Harbor Acres estate brings together substantial waterfront living, resort-caliber amenities, and an enviable location at the heart of the Sarasota lifestyle.

1423 Hillview Drive, Sarasota

1444 Harbor Drive, Sarasota
$6,999,900
5 Beds ⋅ 7 Baths ⋅ Harbor Acres SubDv. ⋅ 34239 Zip Code
Virtually Staged. 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, Sarasota

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