1240 HILLVIEW DR, Sarasota, FL 34239
1240 HILLVIEW DR, Sarasota, FL 34239
1240 HILLVIEW DR, Sarasota, FL 34239
60
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$16,950,000
Est. payment /mo
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4 Beds
4 Baths
4,852 SqFt
New

1240 HILLVIEW DR Sarasota, FL 34239

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Lisa Bertin-Queena

Lisa Bertin-Queena

+1(407) 952-4468

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Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Active

Purchase Type For Sale

Square Footage 4,852 sqft

Price per Sqft $3,493

Subdivision Harbor Acres

MLS Listing ID A4688990

Bedrooms 4

Full Baths 3

Half Baths 1

Construction Status Completed

HOA Y/N No

Year Built 1992

Annual Tax Amount $80,000

Lot Size 0.730 Acres

Acres 0.73

Lot Dimensions 309x101x345x100

Property Sub-Type Single Family Residence

Source Stellar MLS

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.

Location

State FL

County Sarasota

Community Harbor Acres

Area 34239 - Sarasota/Pinecraft

Zoning RSFE

Rooms

Other Rooms Breakfast Room Separate, Den/Library/Office, Family Room, Formal Dining Room Separate, Formal Living Room Separate, Inside Utility, Storage Rooms

Interior

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)

Heating Central, Electric, Natural Gas, Zoned

Cooling Central Air, Zoned

Flooring Carpet, Marble, Wood

Fireplaces Type Family Room, Living Room, Primary Bedroom, Wood Burning

Furnishings Unfurnished

Fireplace true

Appliance Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Freezer, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator

Laundry Inside, Laundry Room, Washer Hookup

Exterior

Exterior Feature Balcony, Courtyard, French Doors, Lighting, Storage

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

Garage Spaces 3.0

Fence Fenced

Pool Heated, In Ground, Salt Water

Utilities Available BB/HS Internet Available, Cable Available, Electricity Available, Natural Gas Available, Public, Sewer Available, Sprinkler Well, Water Available

Waterfront Description Bay/Harbor

View Y/N Yes

Water Access Yes

Water Access Desc Bay/Harbor,Intracoastal Waterway

View Water

Roof Type Concrete,Tile

Porch Covered, Deck, Patio, Porch, Rear Porch

Attached Garage true

Garage true

Private Pool Yes

Building

Lot Description Cleared, FloodZone, City Limits, Oversized Lot, Street Dead-End, Paved

Story 3

Entry Level Three Or More

Foundation Slab

Lot Size Range 1/2 to less than 1

Sewer Public Sewer

Water Public

Architectural Style Custom

Structure Type Block,Stucco,Frame

New Construction false

Construction Status Completed

Schools

Elementary Schools Southside Elementary

Middle Schools Sarasota Middle

High Schools Sarasota High

Others

Pets Allowed Yes

Senior Community No

Ownership Fee Simple

Acceptable Financing Cash

Listing Terms Cash

Special Listing Condition None

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Stellar MLS
© 2026 My Florida Regional MLS DBA Stellar MLS. All Rights Reserved.
Listed by Ryan Ackerman, PA COLDWELL BANKER REALTY

NEARBY SCHOOL & BUSINESS

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Lisa Bertin-Queena
Lisa Bertin-Queena

Agent | BK SL3402965

+1(407) 952-4468 | lisabq3@gmail.com

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1240 HILLVIEW DR