Gatsby Manor: The Jewel of Sarasota Bay

1240 Hillview Drive Sarasota, FL, 34239

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For Sale

1240 HILLVIEW DR

1240 HILLVIEW DR, SARASOTA, FL 34239
$16,950,000
4 Beds
4 Baths
4,852 Sq.Ft. Living Area
0.73 Acres Lot

Introducing "Gatsby Manor," a rare bayfront estate along Hillview Drive—one of Sarasota's most coveted waterfront addresses. Set on nearly three-quarters of an acre with boatable water, the property offers sweeping, unobstructed views across Sarasota Bay toward Siesta Key and the Gulf, creating one of Harbor Acres' few true estate-scale open bay settings. Privately gated and framed by grand oaks, the home welcomes you with a circular motor court and a dramatic two-story foyer that immediately draws your eye to the water. Inside, more than 8,000 square feet of living space features soaring ceilings, refined millwork, multiple fireplaces, a two-story library, formal dining, and a wet bar ideal for entertaining. The chef's kitchen includes Sub-Zero refrigeration, dual dishwashers, and a 60-inch Wolf gas range.

The main level owner's suite spans the entire east wing, offering a private waterfront retreat with a fireplace, sitting area, dual walk-in closets, and a spa-inspired bath with a sculptural copper soaking tub. Upstairs, a second primary-style suite and two additional guest rooms offer comfort and privacy. A 3,800+ sq. ft. ground-level bonus space enhances the home's lifestyle with a speakeasy lounge and a 700+ bottle wine room. Outdoors, an expansive marble terrace surrounds the 25' x 60' heated saltwater pool with sun shelf and spa. A brand-new dock with a 20,000-lb lift further elevates the boating experience.

Additional features include a drive-through three-car garage, elevator access to all levels, hurricane-rated garage doors, and extensive storage. All within walking distance of Southside Village and minutes from downtown Sarasota. Gatsby Manor offers estate-scale living, deep-water access, and exceptional walkability in one of Sarasota's most prestigious waterfront neighborhoods.

Features and Amenities

Interior

Total Bedrooms 4
Total Bathrooms 4
Full Bathrooms 3
Half Bathrooms 1
Laundry room Inside, Laundry Room, Washer Hookup
Flooring Carpet, Marble, Wood
Fireplace Family Room, Living Room, Primary Bedroom, Wood Burning
Appliances Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Freezer, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
Other Interior Features Cathedral Ceiling(s), Ceiling Fans(s), Central Vaccum, 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)

Area & Lot

Status For Sale
Living area 4,852 Sq.Ft.
Total area 8,790 Sq.Ft.
Lot Size 0.73 Acres
MLS® ID A4688990
Type: Residential
Year Built 1992
Neighborhood Sarasota
Architecture Styles Custom
Water Frontage Bay/Harbor
View Description Water
Elementary School Southside Elementary
Middle School Sarasota Middle
High School Sarasota High

Exterior

Stories 3
Garage Space 3.0
Water Source Public
Utilities BB/HS Internet Available, Cable Available, Electricity Available, Natural Gas Available, Public, Sewer Available, Sprinkler Well, Water Available
Pool Heated, In Ground, Salt Water
Roof Concrete, Tile
Lot Features Cleared, Flood Zone, City Limits, Oversized Lot, Street Dead-End, Paved
Parking Circular Driveway, Driveway, Garage Door Opener, Garage Faces Rear, Garage Faces Side, Ground Level, Open, Oversized
Heat type Central, Electric, Natural Gas, Zoned
Air conditioning Central Air, Zoned
Sewer Public Sewer
Substructure Slab
Security Features Security Fencing/Lighting/Alarms, Secured Garage/Parking, Security Gate, Security Lights, Security System Owned, Smoke Detector(s)
Other Exterior Features Balcony, Courtyard, French Doors, Lighting, Storage

Finance

SALES PRICE $16,950,000
REAL ESTATE TAXES $80,000/yr
Zoning RSFE

Interior

Total Bedrooms 4
Total Bathrooms 4
Full Bathrooms 3
Half Bathrooms 1
Laundry room Inside, Laundry Room, Washer Hookup
Flooring Carpet, Marble, Wood
Fireplace Family Room, Living Room, Primary Bedroom, Wood Burning
Appliances Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Freezer, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
Other Interior Features Cathedral Ceiling(s), Ceiling Fans(s), Central Vaccum, 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)

Area & Lot

Status For Sale
Living area 4,852 Sq.Ft.
Total area 8,790 Sq.Ft.
Lot Size 0.73 Acres
MLS® ID A4688990
Type: Residential
Year Built 1992
Neighborhood Sarasota
Architecture Styles Custom
Water Frontage Bay/Harbor
View Description Water
Elementary School Southside Elementary
Middle School Sarasota Middle
High School Sarasota High

Exterior

Stories 3
Garage Space 3.0
Water Source Public
Utilities BB/HS Internet Available, Cable Available, Electricity Available, Natural Gas Available, Public, Sewer Available, Sprinkler Well, Water Available
Pool Heated, In Ground, Salt Water
Roof Concrete, Tile
Lot Features Cleared, Flood Zone, City Limits, Oversized Lot, Street Dead-End, Paved
Parking Circular Driveway, Driveway, Garage Door Opener, Garage Faces Rear, Garage Faces Side, Ground Level, Open, Oversized
Heat type Central, Electric, Natural Gas, Zoned
Air conditioning Central Air, Zoned
Sewer Public Sewer
Substructure Slab
Security Features Security Fencing/Lighting/Alarms, Secured Garage/Parking, Security Gate, Security Lights, Security System Owned, Smoke Detector(s)
Other Exterior Features Balcony, Courtyard, French Doors, Lighting, Storage

Finance

SALES PRICE $16,950,000
REAL ESTATE TAXES $80,000/yr
Zoning RSFE
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