1240hillviewdrivesarasotafl34239

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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