1423 & 1435 Hillview Drive, SARASOTA, FL 34239

 -  $18,645,000

MLS® # A4653958

  • 6 Bedrooms
  • 9 Bathrooms
  • 11,588 SQ. Feet
  • 2006 Year Built

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. Please note the property consists of two separate parcels that can be separated.

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Property

Location

  • NeighborhoodHarbor Acres
  • Address1423 & 1435 Hillview Drive
  • CitySARASOTA
  • StateFL

Size And Restrictions

  • Acres1.80
  • Lot DescriptionFloodZone, City Limits, Oversized Lot, Paved

Improvements

  • FenceNo
  • SprinklerNo

Features

  • ViewGarden, Pool, Water

Market

Interior

Bedrooms And Bathrooms

  • Bedrooms6
  • Bathrooms9.00

Heating And Cooling

  • HeatingCentral, Electric, Zoned
  • Air ConditioningCentral Air, Zoned
  • FireplaceYes

Interior Features

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

Building

Building Information

  • Year Built2006
  • # Of Stories2
  • RoofTile

Property Features

  • Exterior FeaturesBalcony, French Doors, Hurricane Shutters, Lighting, Outdoor Kitchen, Sliding Doors, Tennis Court(s)

Garage And Parking

  • GarageCircular Driveway, Covered, Driveway, Garage Door Opener, Ground Level, Guest, Oversized, Basement

Community

Schools

  • ElementarySouthside Elementary
  • MiddleBrookside Middle
  • HighSarasota High

Info

  • OfficePREMIER SOTHEBY'S INTERNATIONAL REALTY

Map & Directions

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Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on July 13th, 2025 at 9:19am EDT.

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Allen Real Estate Services, Inc.
7131 Curtiss Ave. Suite 1
Sarasota, Florida 34231
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