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1240 Hillview Drive

SARASOTA, FL 34239
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Bed 4

Bed

Bath 4

Bath

SqFt4,852

Sqft

Acres0.73

Acre(Lot)

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-ir on 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.

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Detail Ic Property Details

Property Type : Residential

Price : $16,950,000

AD Id : 76864182

MLS Id : MFRA4688990

Beds : 4

Lot Size : 0.73 Acre

Living Area Size : 4,852

Year Built : 1992

Garage : 3

County : Sarasota

Subdivision: Harbor Acres

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Feature Features

  • Bedroom Information

    Total Bedroom: 4

    Bathroom Information

    Total Baths: 4 Full Baths: 3 Half Baths: 1

    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) Roof: Concrete, Tile Appliances: Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Freezer, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator Laundry Features: Inside, Laundry Room, Washer Hookup

    Roofing Information

    Concrete, Tile
  • Flooring Information

    Flooring: Carpet, Marble, Wood Construction Materials: Block, Stucco, Frame
  • Heating & Cooling

    Heating: Central, Electric, Natural Gas, Zoned Cooling: Central Air, Zoned Water front: 1 WaterSource: Public

  • Building Information

    Year Built: 1992
  • Exterior Features

    Balcony, Courtyard, French Doors, Lighting, Storage Construction Materials: Block, Stucco, Frame Foundation Details: Slab
  • Pool Features

    Private Pool: 1 Heated, In Ground, Salt Water

  • Lot Information

    Lot Dimensions: 309x101x345x100 Lot Description: Cleared, FloodZone, City Limits, Oversized Lot, Street Dead-End, Paved Lot Square Feet: 31859 Lot Acres: 0.73 Lot Size (SqMt): 2960

    Property Information

    Property Type: Residential Sub Type: Single Family Residence Style: Custom

  • Listing Price Information

    Original List Price:$16950000

  • Tax Information

    Tax Book Number: 0004/0063 Tax Lot: 153 Tax Legal Description: LOT 153 HARBOR ACRES SEC 2 Annual Tax: $80000 Tax Year: 2025 Parcel Number: 2037130006

  • Parking Information

    Circular Driveway, Driveway, Garage Door Opener, Garage Faces Rear, Garage Faces Side, Ground Level, Open, Oversized

    Garage Information

    Has Garage: Yes Garage Space: 3

  • School Information

    Elementary School: Southside Elementary Junior High School: Sarasota Middle Senior High School: Sarasota High
  • Utility Information

    BB/HS Internet Available, Cable Available, Electricity Available, Natural Gas Available, Public, Sewer Available, Sprinkler Well, Water Available Sewer: Public Sewer Water Source: Public
  • Location Information

    Subdivision: HARBOR ACRES City: SARASOTA Direction: US 41 to Hillview Dr. to 1240, 1240 is on the Left.
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Nearby Home Value

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3317 Pine Valley Drive, Sarasota, FL, 34239 $565,656 2 2 2,200 2,200 SqFt
3337 Spring Mill Circle, Sarasota, FL, 34239 $489,000 3 2 1,989 1,989 SqFt
1967 Brookhaven Drive, Sarasota, FL, 34239 $1,499,000 3 3 2,957 2,957 SqFt
3368 Sheffield Circle, Sarasota, FL, 34239 $425,000 2 2 1,798 1,798 SqFt
3535 Village Green Drive, Sarasota, FL, 34239 $459,900 3 2 1,647 1,647 SqFt
3351 Bahia Vista Street, Sarasota, FL, 34239 $1,499,900 3 2 1,370 1,370 SqFt
2513 Croton Avenue, Sarasota, FL, 34239 $628,000 3 3 1,604 1,604 SqFt
3317 Bougainvillea Street, Sarasota, FL, 34239 $450,000 3 2 1,514 1,514 SqFt
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ByOwner last updated this listing 06/10/2026 @ 18:20

MLS: MFRMLS #A4688990 LISTED BY: Ryan Ackerman, PA, COLDWELL BANKER REALTY 941-383-6411 SOURCE: MFRMLS (My Florida Regional MLS DBA Stellar MLS) (Listings courtesy of MFRMLS (My Florida Regional MLS DBA Stellar MLS) as distributed by MLS GRID)

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