Keys of Sarasota
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George Predescu

REALTOR® · Horizon Realty International

1423 Hillview Drive, Sarasota, FL 34239

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$14,900,000

Listing courtesy of DOUGLAS ELLIMAN · MLS# A4708764 · Listed October 16, 2026

  • 6Beds
  • 9Baths
  • 11,588Sq ft
  • 2006Built
  • Waterfront
  • Private pool
  • Garden view

About this home

Set along 134 feet of waterfront in Sarasota’s prestigious Harbor Acres, this nearly 12,000-square-foot estate has been newly enhanced with a new roof, a completely redesigned primary bathroom, and a refreshed kitchen, butler’s pantry, and catering kitchen, bringing a fresh perspective to an exceptional waterfront residence. Sweeping views extend across Sarasota Bay to the Ringling Causeway and downtown skyline, creating a remarkable backdrop for a home that pairs substantial scale with refined interiors, expansive entertaining spaces, and a resort-inspired lifestyle. A palm-lined paver drive leads to the stone-clad residence, where travertine steps, a porte cochere, and an expansive front porch introduce interiors defined by soaring proportions, custom millwork, wood columns, detailed archways, crown molding, and wainscoting. Designed for effortless everyday living and large-scale entertaining, the home features expansive waterfront gathering spaces, including a family room with zero-corner sliders, walls of glass, a coffered wood ceiling, and a stone fireplace. The kitchen is centered around an oversized island and complemented by premium appliances, a walk-in pantry, separate catering kitchen, and casual dining area overlooking the water, while a dedicated wine room, entertaining bar, and fully appointed home theatre create additional spaces for hosting. The primary suite serves as a private waterfront retreat with a terrace, sitting room with fireplace, coffee bar, dual walk-in closets, and newly redesigned spa-inspired bath. A separate in-law suite offers its own kitchenette, living room, laundry, and terrace, while four additional guest suites with private baths, a bonus room with terrace, fitness room, built-in homework area, dual staircases, three-stop elevator, and abundant garage and storage space provide exceptional flexibility. Outdoors, the estate unfolds as a private waterfront resort with a pool featuring a sun shelf, stone accents, and cascading water features, a raised spa, outdoor kitchen and bar, dedicated pool bath, turf lawn, fire pit, hammock area, multiple terraces, and private dock. A spiral staircase provides a direct connection between the primary suite terrace and outdoor living spaces below. Located just minutes from downtown Sarasota and Southside Village, the estate places Sarasota’s acclaimed dining, shopping, arts, and cultural destinations within easy reach, while the world-renowned white-quartz sands of Siesta Key Beach, consistently recognized among the nation’s best beaches by Tripadvisor, are only a short drive away. Sarasota-Bradenton International Airport is also conveniently nearby, offering effortless access for owners and guests alike. This exceptional Harbor Acres estate brings together substantial waterfront living, resort-caliber amenities, and an enviable location at the heart of the Sarasota lifestyle.

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Details

  • Single Family

    Type

  • 2006

    Year built

  • 1 acres

    Lot

  • $184,274/yr

    Property tax

  • AE

    Flood zone

  • $1,286

    Price per sq ft

Interior

Bedrooms
6
Bathrooms
9 (2 half)
Living area
11,588 sq ft
Stories
2
Furnished
Unfurnished

Features

  • Built-in Features
  • Ceiling Fans(s)
  • Central Vaccum
  • Coffered Ceiling(s)
  • Crown Molding
  • Eat-in Kitchen
  • Elevator
  • High Ceilings
  • PrimaryBedroom Upstairs
  • Solid Wood Cabinets
  • Split Bedroom
  • Stone Counters
  • Tray Ceiling(s)
  • Walk-In Closet(s)
  • Window Treatments

Flooring

  • Carpet
  • Tile
  • Wood

Laundry

  • Inside
  • Laundry Room
  • Upper Level

Windows

  • Blinds
  • Drapes
  • Shades

Pool & water

Pool
Private
Waterfront
Yes, 134 ft

Pool

  • In Ground
  • Gunite
  • Heated
  • Lighting
  • Salt Water

Waterfront

  • Bay/Harbor

Exterior & lot

Lot size
1 acres
Roof
Tile

Features

  • Balcony
  • Hurricane Shutters
  • Lighting
  • Outdoor Kitchen

Patio & porch

  • Covered
  • Front Porch
  • Rear Porch

Lot

  • FloodZone
  • City Limits
  • Oversized Lot
  • Paved

Parking

  • Circular Driveway
  • Covered
  • Driveway
  • Garage Door Opener
  • Ground Level
  • Guest
  • Oversized
  • Basement

View

  • Garden
  • Pool
  • Water

Construction

  • Block
  • Brick
  • Stucco
Show all details (Community & HOA · Appliances · Costs & building · Utilities & land) ›

Community & HOA

Community
Harbor Acres
Subdivision
Harbor Acres
County
Sarasota

Appliances

  • Built-In Oven
  • Convection Oven
  • Dishwasher
  • Disposal
  • Dryer
  • Freezer
  • Ice Maker
  • Microwave
  • Range
  • Range Hood
  • Refrigerator
  • Washer
  • Wine Refrigerator

Costs & building

Property tax
$184,274 (2025)
Flood zone
AE
Price per sq ft
$1,286
Year built
2006
Heating
Central, Electric, Zoned
Cooling
Central Air, Zoned

Security

  • Security Gate
  • Smoke Detector(s)

Utilities & land

Zoning
RSFE
Water
Public
Sewer
Public Sewer
Road
Asphalt, Paved

Utilities

  • Cable Connected
  • Electricity Connected
  • Natural Gas Connected
  • Public
  • Sewer Connected
  • Sprinkler Well
  • Water Connected

Location

1423 HILLVIEW DR

Monthly payment

$90,699 / month

Principal & interest
$75,343
Property taxes
$15,356
HOA
$0
Home insurance
enter below

Estimate only, not a loan offer. Rate is a starting value; taxes and HOA are as reported by the listing agent. Florida insurance (including flood) varies widely. Ask George for a lender referral.

Recently sold nearby

Sales in 34239 over the last month. Properties displayed may be listed or sold by various participants in the MLS.

Information deemed reliable but not guaranteed.

Listings courtesy of Stellar MLS as distributed by MLS GRID

Based on information submitted to the MLS GRID as of Oct 18, 2026, 10:00 PM EDT. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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