1423 & 1435 Hillview Drive, SARASOTA, FL

$18,645,000

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6

Beds

9

Baths

11,588

Square feet

1.80

Acres

About 1423 & 1435 Hillview Drive

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.

Features of 1423 & 1435 Hillview Drive

MLS® # A4653958
Price $18,645,000
Bedrooms 6
Bathrooms 9.00
Full Baths 7
Half Baths 2
Square Footage 11,588
Acres 1.80
Year Built 2006
Type Residential
Sub-Type Single Family Residence
Style Custom
Status Active

Community Information

Address 1423 & 1435 Hillview Drive
Area Sarasota/Pinecraft
Subdivision HARBOR ACRES
City SARASOTA
County Sarasota
State FL
Zip Code 34239

Amenities

Parking Circular Driveway, Covered, Driveway, Garage Door Opener, Ground Level, Guest, Oversized, Basement
# of Garages 8
View Garden, Pool, Water
Is Waterfront Yes
Waterfront Bay/Harbor
Has Pool Yes

Interior

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
Appliances Built-In Oven, Convection Oven, Dishwasher, Disposal, Dryer, Freezer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
Heating Central, Electric, Zoned
Cooling Central Air, Zoned
Fireplace Yes
Fireplaces Family Room, Gas, Living Room, Primary Bedroom
# of Stories 2

Exterior

Exterior Features Balcony, French Doors, Hurricane Shutters, Lighting, Outdoor Kitchen, Sliding Doors, Tennis Court(s)
Lot Description FloodZone, City Limits, Oversized Lot, Paved
Roof Tile
Foundation Slab

School Information

Elementary Southside Elementary
Middle Brookside Middle
High Sarasota High

Additional Information

Date Listed June 4th, 2025
Days on Market 14
Zoning RSFE
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficePREMIER SOTHEBY'S INTERNATIONAL REALTY

Listing Map

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