$16,950,000 for Sale
1240 hillview drive , sarasota, FL 34239
| Beds 4 | Baths 4 | 4,852 Sqft | 0.73 Acres |
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1 of 60 |
Property Description
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 wetbar—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.
General Information
Sale Price: $16,950,000
Price/SqFt: $3,493
Status: Active
MLS#: A4688990
City: sarasota
Post Office: sarasota
Schools: sarasota high
County: Sarasota
Subdivision: harbor acres
Acres: 0.73
Lot Dimensions: 309 x 101 x 345 x 100
Bedrooms:4
Bathrooms:4 (3 full, 1 half)
House Size: 4,852 sq.ft.
Acreage: 0.73 est.
Year Built: 1992
Property Type: Single Family Residence
Style: Custom
Features & Room Sizes
Paved Road: Paved, Asphalt
Construction: Block, Stucco, Wood Frame
Exterior Misc: Balcony, Courtyard, French Doors, Lighting, Storage
Pool: Yes
Pool Description: Heated, In Ground, Salt Water
Fireplaces: Yes
Fireplace Description: Family Room, Living Room, Master Bedroom, Wood Burning
Basement: No
Foundation : Slab
Appliances: Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Freezer, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
Cooling: Central Air, Zoned
Heating: Central, Electric, Natural Gas, Zoned
Waste: Public Sewer
Watersource: Public
Tax, Fees & Legal
Est. Summer Taxes: $0
Est. Winter Taxes: $80,000
Legal Description: LOT 153 HARBOR ACRES SEC 2

Information provided by My Florida Regional MLS DBA Stellar MLS, Copyright 2026
All information provided is deemed reliable but is not guaranteed and should be independently verified. Participants are required to indicate on their websites that the information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing By: Ryan Ackerman, PA of COLDWELL BANKER REALTY, Phone: 941-383-6411