1240hillviewdrivesarasotafl34239
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4 Beds
3 Full baths
4,852SqFt
Active
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.
Property Details | ||
|---|---|---|
| Price | $14,950,000 | |
| Bedrooms | 4 | |
| Full Baths | 3 | |
| Half Baths | 1 | |
| Property Style | Custom | |
| Lot Size | 309 x 101 x 345 x 100 | |
| Lot Size Area | 31859 | |
| Lot Size Area Units | Square Feet | |
| Acres | 0.73 | |
| Property Type | Residential | |
| Sub type | SingleFamilyResidence | |
| MLS Sub type | Single Family Residence | |
| Features | Cathedral Ceiling(s), Ceiling Fan(s), Central Vacuum, Crown Molding, Elevator, Kitchen/Family Room Combo, Open Floorplan, Solid Wood Cabinets, Split Bedroom, Stone Counters, Tray Ceiling(s), Vaulted Ceiling(s), Walk-In Closet(s) | |
| Exterior Features | Balcony, Courtyard, French Doors, Lighting, Storage | |
| Year Built | 1992 | |
| Subdivision | HARBOR ACRES | |
| View | Water | |
| Roof | Concrete, Tile | |
| Heating | Central, Electric, Natural Gas, Zoned | |
| Foundation | Slab | |
| Lot Description | Cleared, FloodZone, City Lot, Oversized Lot, Street Dead-End | |
| Laundry Features | Inside, Laundry Room, Washer Hookup | |
| Pool features | Heated, In Ground, Salt Water | |
| Parking Description | Circular Driveway, Driveway, Garage Door Opener, Garage Faces Rear, Garage Faces Side, Ground Level, Open, Oversized | |
| Garage spaces | 0 | |
Geographic Data | ||
| Directions | US 41 to Hillview Dr. to 1240, 1240 is on the Left. | |
| County | Sarasota | |
| Latitude | 27.316651 | |
| Longitude | -82.543906 | |
| Market Area | 34239 - Sarasota/Pinecraft | |
Address Information | ||
| Address | 1240 HILLVIEW DRIVE, SARASOTA, FL 34239 | |
| Postal Code | 34239 | |
| City | SARASOTA | |
| State | FL | |
| Country | United States | |
Listing Information | ||
| Listing Office | COLDWELL BANKER REALTY | |
| Listing Agent | Ryan Ackerman, PA | |
| Virtual Tour U R L Unbranded2 | https://pix360.com/phototour3/42130/ | |
| Compensation Disclaimer | The offer of compensation is made only to participants of the MLS where the listing is filed. | |
| Special listing conditions | None | |
| Ownership | Fee Simple | |
| Terms | Cash, Conventional | |
| Virtual Tour URL | https://pix360.com/video/42130/ | |
School Information | ||
| Elementary School | Southside Elementary | |
| Middle School | Sarasota Middle | |
| High School | Sarasota High | |
MLS Information | ||
| Days on market | 0 | |
| MLS Status | Active | |
| Listing Date | Oct 23, 2026 | |
| Listing Last Modified | Oct 23, 2026 | |
| Tax ID | 2037130006 | |
| Tax Year | 2025 | |
| Tax Annual Amount | 80000 | |
| MLS Area | 34239 - Sarasota/Pinecraft | |
| MLS # | A4710661 | |
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