1423 Hillview Drive, FL
Stellar MLS
1 / 1

$14,900,000

1423 Hillview DriveSarasota, FL 34239

Listing updated: October 30, 2026 at 10:53 AM ET

Active
Stellar MLSListing courtesy of Douglas Elliman · Joel Schemmel · MLS #A4708764 · Active · 941-867-6199
6
Beds
9
Baths
11,588
Sq Ft
1
Acres
2006
Built
◆Waterfront◆Water access◆Private pool◆In-law suite◆Fireplace◆1 acres◆$1,286/sqft
Single Family Residence

Property type

2006

Year built

42,628 sqft

Lot size

$1,286

Price / sq ft

No HOA

HOA dues

0

Days on market

AE

Flood zone

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.

Estimated monthly payment

Principal & interest$75,343
Property taxes$15,356
Home insurance (est.)$6,829

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history0 days on market

  1. Status: Active
    Oct 30, 2026
  2. Listed$14,900,000
    Oct 30, 2026

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
0
Subdivision
Harbor Acres
County
Sarasota
Year built
2006
Living area
11,588 sq ft
Price/sq ft
$1,286
Building area
21,492 sq ft (Public Records)
Lot size
42,628 sq ft
Lot category
1 to less than 2
Flood zone
AE
Pool
Private pool
Annual taxes
$184,274 (2025)
Parcel #
2037110015
Zoning
RSFE
MLS #
A4708764

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Interior Details

Bedrooms
6
Full bathrooms
7
Half bathrooms
2
Flooring
Carpet, Tile, Wood
Appliances
Built-In Oven, Convection Oven, Dishwasher, Disposal, Dryer, Freezer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
Interior 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
Laundry
Inside, Laundry Room, Upper Level
Stories / Levels
Two
Direction faces
Southwest
Fireplace
Yes
In-law suite
Yes

Heating & Cooling

Heating
Central, Electric, Zoned
Cooling
Central Air, Zoned

Parking

Attached garage
Yes
Parking features
Circular Driveway, Covered, Driveway, Garage Door Opener, Ground Level, Guest, Oversized, Basement

HOA & Financial

Total monthly fees
None
Total annual fees
None
CDD
No
Homestead exemption
Yes
Min lease term
1 Month
Listing terms
Cash, Conventional
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
Yes
Additional lease restrictions
Verify rental restriction with City of Sarasota.

Exterior & Construction

Exterior features
Balcony, Hurricane Shutters, Lighting, Outdoor Kitchen
Construction materials
Block, Brick, Stucco
Roof
Tile
Foundation
Slab
Pool
Private pool
Waterfront
Yes
Water access
Yes
Water view
Yes
Road surface
Asphalt, Paved

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
Cable Connected, Electricity Connected, Natural Gas Connected, Public, Sewer Connected, Sprinkler Well, Water Connected

Community

Pets allowed
Yes

Schools

ElementarySouthside ElementaryGreatSchools ↗
MiddleBrookside MiddleGreatSchools ↗
High SchoolSarasota HighGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

RoomLevelDimensions
Office14x19
Dining Room15x24
Living Room19x20
Bedroom 220x21
Kitchen17x30
Family Room23x34
Bedroom 313x16
Media Room18x31
Primary Bedroom17x32
Primary Bathroom22x24
Bonus Room20x21
Bedroom 414x30
Bedroom 511x21
Additional Bedroom9x12
Gym18x24

Listing Details

Listing date
2026-10-15
On market date
2026-10-30
Original list price
$14,900,000
Occupant type
Owner
MLS area
34239 - Sarasota/Pinecraft
Listing AOR
Sarasota - Manatee
Status changed
2026-10-30
Tax legal description
See attachments for full legal descriptions of both parcels included in the sale.

Flood risk

High riskFEMA Zone AE

FEMA Special Flood Hazard Area (1% annual-chance / “100-year” floodplain). Flood insurance is generally required by mortgage lenders.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

Directions

Orange to west on Hillview

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IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of October 30, 2026 at 10:53 AM ET. 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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