$17,350,000

1423 & 1435 Hillview Drive

Sarasota, FL 34239

Active
6
Beds
9
Baths
11,588
Sq Ft
1.8
Acres
2006
Built
WaterfrontWater accessPrivate poolIn-law suiteFireplace8-car garage1.8 acres$1,497/sqft

About this home

Welcome to a home that lives like a resort, set on two lots consisting of 1.8 lush, waterfront acres in Sarasota’s premier neighborhood, Harbor Acres. Crafted for laid-back luxury and everyday ease, this nearly 12,000-square-foot estate offers 249 waterfront feet and is designed for entertaining, all set against views of Sarasota Bay, Ringling Causeway and the downtown skyline. An expansive paver driveway winds through mature palms to a stone exterior with travertine steps, a porte cochere and an expansive porch, all setting the tone for within. Solid wood doors open to a soaring foyer with wood columns, intricate millwork and custom archways that reflect the home’s detailed character. Designed for easy living, the main spaces flow effortlessly, highlighted by a family room with zero-corner sliders, a wall of windows overlooking the water, a coffered wood ceiling, and a stone fireplace that anchors the room. Detailed trim, crown molding, and wood wainscoting add depth and highlight craftsmanship throughout. The kitchen is anchored by a large island with storage, prep space and a sink, and equipped with top-tier appliances including Dacor double ovens and range, Sub-Zero refrigerator and freezer, dual Bosch dishwashers, a warming drawer and a Scottsman ice maker. A walk-in pantry with custom shelving keeps everything organized, while the adjacent butler’s or catering kitchen—with its own cooktop, refrigerator, microwave and desk area—makes entertaining easy. An eat-in area with an aquarium window and bar-height counter seating keeps it functional and inviting. A wine room with wood-paneled walls and a separate entertaining bar with an oversized wine cooler make this home ideal for gatherings of any scale. The theatre offers the ultimate at-home viewing experience with custom wall and ceiling treatments, tiered seating, blackout glass windows and door, and a built-in bar with sink and more seating, ideal for movie nights, game days or entertaining. Outside is an extension of the home’s lifestyle, offering resort-style features meant for everyday use. The pool features a sun shelf, stone accents, and cascading water features paired with a raised spa, while the outdoor kitchen, with grill, refrigerator and bar seating, makes entertaining effortless. A dedicated pool bath adds convenience, and nearby, the turf yard, fire pit and hammock invite easy relaxation. A spiral staircase connects the primary suite terrace to it all, while a versatile sport court and two private docks for 75-plus-foot yachts complete the experience. Back inside, the home offers a thoughtful blend of privacy and flexibility. The primary suite is a retreat with incredible views, French doors to a private terrace, a coffee bar and a sitting room with a fireplace. Its spa-inspired bath features a jetted tub, multi-head shower, custom dual vanity and dual walk-in closets. A separate in-law suite provides full independence with its kitchenette, living room, laundry and terrace. Guests enjoy four more suites with private baths, a bonus room with a terrace, a fitness room, a built-in homework area, and easy access across all levels via dual staircases and a three-stop elevator. Abundant garage and storage space complete the estate. This Harbor Acres home delivers the ultimate Sarasota lifestyle, just minutes from downtown, Southside Village and Gulf beaches. The vacant lot at 1435 Hillview can be separated and the list price reduced accordingly.

Estimated monthly payment

$115,538/mo

Principal & interest$87,731
Property taxes$19,834
Home insurance (est.)$7,952
HOA dues$21

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 history341 days on market

  1. Status: Active
    Jun 4, 2025
  2. Listed$18,645,000
    Jun 4, 2025
  3. Price reduced$17,350,000

Virtual Tour

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
341
Subdivision
Harbor Acres
County
Sarasota
Year built
2006
Living area
11,588 sq ft
Price/sq ft
$1,497
Building area
21,492 sq ft (Public Records)
Lot size
79,094 sq ft
Lot category
1 to less than 2
Flood zone
AE
Garage
8 spaces
Pool
Private pool
Annual taxes
$238,008 (2025)
Parcel #
2037110016
Zoning
RSFE
MLS #
A4653958

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

Garage spaces
8
Attached garage
Yes
Parking features
Circular Driveway, Covered, Driveway, Garage Door Opener, Ground Level, Guest, Oversized, Basement

HOA & Financial

HOA fee
$250 / Annually
Monthly HOA
$21/mo
Total monthly fees
$21/mo
Total annual fees
$250
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, French Doors, Hurricane Shutters, Lighting, Outdoor Kitchen, Sliding Doors, Tennis Court(s)
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 ↗

School data from listing agent. Verify enrollment with the district.

Room Details

RoomLevelDimensions
Bedroom 5Second11x21
Bedroom 4Second14x30
Bonus RoomSecond20x21
Primary BathroomSecond22x24
Primary BedroomSecond17x32
GymSecond18x24
Additional BedroomSecond9x12
Media RoomFirst18x31
Bedroom 3First13x16
Family RoomFirst23x34
KitchenFirst17x30
Bedroom 2First20x21
Living RoomFirst19x20
Dining RoomFirst15x24
OfficeFirst14x19

Listing Details

Listing date
2025-06-04
On market date
2025-06-04
Original list price
$18,645,000
Occupant type
Owner
MLS area
34239 - Sarasota/Pinecraft
Listing AOR
Sarasota - Manatee
Status changed
2025-06-04
Tax legal description
See attachments for full legal descriptions of both parcels included in the sale.

Location

Flood zone
AE

Directions

US 41 to west on Hillview. Continue straight into Harbor Acres. Follow to property address.

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MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

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 May 11, 2026 at 11:53 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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