1240 Hillview Drive, Sarasota, FL 34239
$16,950,000 - For Sale
Property Details
Price: $16,950,000
Sq Ft: 4,852
($3,493 per sqft)
Bedrooms: 4
Bathrooms: 3
Partial Baths: 1
City:Sarasota
County:Sarasota
Type:Single Family
Development:Harbor Acres
Subdivision:Harbor Acres
Acres:0.7300
Virtual Tour/Floorplan:View
Year Built:1992
Listing Number:A4688990
Status Code:A-Active
Taxes:$80,000.00
Tax Year: 2025
Garage: 3
/ Y
Furnishings: Unfurnished
Pets Allowed: Yes
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Equipment:
Bar Fridge
Built-In Oven
Dishwasher
Disposal
Dryer
Freezer
Range
Range Hood
Refrigerator
Washer
Wine Refrigerator
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)
Exterior Features:
Balcony
Courtyard
French Doors
Lighting
Storage
View:
Water
Waterfront Description:
Bay/Harbor
Sailboat Water
Seawall - Concrete
View: Bay/Harbor - Full
Intracoastal Waterway
Financial Information:
Taxes: $80,000.00
Tax Year: 2025
Room Dimensions:
Laundry: Inside, Laundry Room, Washer Hookup
School Information:
Elementary School: Southside Elementary
Middle School: Sarasota Middle
Junior High: Sarasota Middle
High School: Sarasota High
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View Virtual Tour
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.
Building Description: Custom
MLS Area: 34239 - Sarasota/Pinecraft
Total Square Footage: 8,790
Price per Square Feet: $3,493.40
Total Floors: 3
Water: Public
Lot Desc.: Cleared, Flood Zone, City Limits, Oversized Lot, Street Dead-End, Paved
Construction: Block, Stucco, Frame
Date Listed: 2026-04-08 00:00:00
Pool: Y
Pool Description: Heated, In Ground, Salt Water
Private Spa: Y
Furnished: Unfurnished
Windows: Blinds, Rods
Parking: Circular Driveway, Driveway, Garage Door Opener, Garage Faces Rear, Garage Faces Side, Ground Level, Open, Oversized
Garage Description: Y
Garage Spaces: 3
Flooring: Carpet, Marble, Wood
Roof: Concrete, Tile
Heating: Central, Electric, Natural Gas, Zoned
Cooling: Central Air, Zoned
Pets: Yes
Sewer: Public Sewer
Listing Courtesy Of: Coldwell Banker Realty
ryan@ackermangroup.net
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.
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Additional Information:
Building Description: Custom
MLS Area: 34239 - Sarasota/Pinecraft
Total Square Footage: 8,790
Price per Square Feet: $3,493.40
Total Floors: 3
Water: Public
Lot Desc.: Cleared, Flood Zone, City Limits, Oversized Lot, Street Dead-End, Paved
Construction: Block, Stucco, Frame
Date Listed: 2026-04-08 00:00:00
Pool: Y
Pool Description: Heated, In Ground, Salt Water
Private Spa: Y
Furnished: Unfurnished
Windows: Blinds, Rods
Parking: Circular Driveway, Driveway, Garage Door Opener, Garage Faces Rear, Garage Faces Side, Ground Level, Open, Oversized
Garage Description: Y
Garage Spaces: 3
Flooring: Carpet, Marble, Wood
Roof: Concrete, Tile
Heating: Central, Electric, Natural Gas, Zoned
Cooling: Central Air, Zoned
Pets: Yes
Sewer: Public Sewer
Map of 1240 Hillview Drive, Sarasota, FL 34239
Listing Courtesy Of: Coldwell Banker Realty
ryan@ackermangroup.net
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Location
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Fort Myers, FL 33966
Contact
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239-887-7631
The data relating to real estate for sale on this Website comes in part from the Broker Reciprocity Program (BR Program) of these sources: M.L.S. of Naples, Inc., Bonita Springs-Estero Association of REALTORS®, Southwest Florida MLS (Gulf Coast), My Florida Regional MLS DBA Stellar MLS, Sanibel and Captiva Island Association of Realtors®. Properties listed with brokerage firms other than Featured Home Listings are marked with the BR House Icon and detailed information about them includes the name of the Listing Brokers. The properties displayed may not be all the properties available through the BR Program. The data is updated every 4 hours, but can be influenced by delays from various real estate companies entering data in MLS. Some properties that appear for sale on this website may subsequently have sold or may otherwise no longer be available. All properties are subject to price or other changes without notice. For the most current information, please contact us using this form, or click on the "Request Info or Appointment" button on the search results and detailed property pages.
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