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Overview

6 bd9 ba11,588 sqftSingle Family
TypeSingle Family
HOANone listed
Built2006
Lot42,628 sqft
Living area11,588 sqft
Price / sqft$1,286

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Pricing, comps, HOA, the neighborhood. Answers before you fill out anything.

About this home

Built-in FeaturesCeiling Fans(s)Central VaccumCoffered Ceiling(s)Crown MoldingEat-in KitchenElevatorHigh Ceilings

1423 Hillview Dr is a 2006-built home in Harbor Acres, Sarasota. Inside you'll find 6 bedrooms, 9 bathrooms, and 11,588 square feet of living space. Listed at $14,900,000 (about $1,286/sqft), 30 days on market. Flood zone AE - confirm flood insurance requirements with your lender.

From the listing

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.

The essentials

Built
2006
Price / sqft
$1,286
On market
30 days
Annual tax
$184,274
Flood zone
AE
Lot
42,628 sqft
Type
Single Family Residence

At a glance

Single family
Built 2006
Waterfront
Bay/Harbor
Private pool
Heated
1.00 acres
Lot size
11,588 sqft
Living area

Payment

Est. monthly payment
$100,515/mo
Down payment (20%)
$2,980,000
Property taxes
$15,356/mo
Rate assumed
6.8% · 30 yr
View full breakdown

Details

Type
Single Family Residence
Year Built
2006
Lot
42,628 sqft
Cooling
Central Air, Zoned
Heating
Central, Electric, Zoned
Parking
Circular Driveway, Covered, Driveway, Garage Door Opener, Ground Level, Guest, Oversized, Basement
Pool
In Ground, Gunite, Heated, Lighting, Salt Water
Waterfront
Bay/Harbor
Days on Market
30
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
Balcony
Hurricane Shutters
Lighting
Outdoor Kitchen
Built-in Oven
Convection Oven
Dishwasher
Disposal
Dryer
Freezer
Ice Maker
Microwave
Range
Range Hood
Refrigerator
Washer
Wine Refrigerator
Elementary
Southside Elementary
Middle
Brookside Middle
High
Sarasota High

Districts can re-zone, so verify directly with the district before relying on these.

Homestead exemption on file Flood Zone AE
Annual Tax (2025)
$184,274
Parcel #
2037110015

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision
Harbor Acres
County
Sarasota
MLS Area
34239 - Sarasota/Pinecraft
Lot Size
42,628 sqft
FloodZoneCity LimitsOversized LotPaved

Price history

Date
Event
Price
10/15/2026
Listed for sale
Source: Stellar MLS #A4708764
$14,900,000
$1,286/sqft

Neighborhood

1423 Hillview Dr
Sarasota, FL, 34239 · 34239 - Sarasota/Pinecraft

Market insights

Offer Insights

Choose an offer strength

List price: $14,900,000
$14.28M – $14.90M
95.8% – 100% of listTops out right at the list price
80% of listList price
88 of the last 174 home closings in 34239 landed at this number or higher (51%). The median one sat 55 days before it went under contract, and this one is on day 30.

Sample: 174 closed home sales in 34239 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

Talk through an offer with our team

Calculator

Est. monthly payment
$100,516/mo
Principal & interest$77,709
Property taxes$15,356
Insurance$7,450
Down payment20% · $2,980,000
Interest rate6.80%
Loan term

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Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Quick answers.

Price

$14,900,000

$1,286 per sq ft

Beds and baths

6 beds, 9 baths

Size

11,588 sq ft

Time on market

30 days

Year built

2006

Monthly payment

About $100,515/mo

That is 20% down on a 30-year fixed at 6.8%, plus the home's $184,274 annual tax bill, insurance.

Flood zone

Zone AE

That is a high-risk designation, so a lender will normally require flood insurance. Confirm the current rate before you write an offer.

Offer

What should I offer?

Have another question?

Brokered byDOUGLAS ELLIMANListing agent: Joel SchemmelListing data from Stellar MLS, MLS# A4708764.

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