1423 & 1435 HILLVIEW DRIVE SARASOTA FL 34239 MLS #A4653958

1423 & 1435 HILLVIEW DRIVE
SARASOTA, FL, 34239
$18,645,000
6 Beds
8 Baths
21,492 SqFt
1.8 Acres
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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.

Property Details

Price:
$18,645,000
MLS #:
A4653958
Status:
Active
Beds:
6
Baths:
8
Address:
1423 & 1435 HILLVIEW DRIVE
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
HARBOR ACRES
Neighborhood:
34239 – Sarasota/Pinecraft
City:
SARASOTA
Listed Date:
Jun 4, 2025
State:
FL
Finished Sq Ft:
21,492
Total Sq Ft:
21,492
ZIP:
34239
Lot Size:
79,094 sqft / 1.80 acres (approx)
Year Built:
2006
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Schools

Elementary School:
Southside Elementary
Middle School:
Brookside Middle
High School:
Sarasota High

Interior

Appliances
Built- In Oven, Convection Oven, Dishwasher, Disposal, Dryer, Freezer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
Bathrooms
7 Full Bathrooms, 2 Half Bathrooms
Cooling
Central Air, Zoned
Flooring
Carpet, Tile, Hardwood
Heating
Central, Electric, Zoned
Laundry Features
Inside, Laundry Room, Upper Level

Exterior

Architectural Style
Custom
Community Features
Waterfront
Construction Materials
Block, Brick, Stucco
Exterior Features
Balcony, French Doors, Hurricane Shutters, Irrigation System, Lighting, Outdoor Kitchen, Sliding Doors, Tennis Court(s)
Other Structures
Outdoor Kitchen, Storage, Tennis Court(s)
Parking Features
Circular Driveway, Covered, Driveway, Garage Door Opener, Ground Level, Guest, Oversized, Under Building
Roof
Tile
Security Features
Security Gate, Smoke Detector(s)

Financial

HOA Fee
$150
HOA Frequency
Annually
Tax Year
2024
Taxes
$184,585

Map

Community

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