About 1423 & 1435 HILLVIEW DRIVE, Sarasota, Florida, 34239
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.
Additional Rooms : Bonus Room, Den/Library/Office, Family Room, Formal Dining Room Separate, Formal Living Room Separate, Inside Utility, Interior In-Law Suite w/Private Entry, Loft, Media Room, Storage Rooms
Utilities : Cable Connected
Water Access : 1
Sewer : Public Sewer
Parking Features : Balcony
Garage On Property : Yes.
Garage Spaces: 8
Security Features : Security Gate
Exterior Features : Balcony
Lot Features : FloodZone
Patio And Porch Features : Covered
Road Surface Type : Asphalt
Roof : Tile
Zoning : RSFE
Heating : Central
Cooling : Central Air
Construction Materials : Block
Interior Features : Built-in Features
Laundry Features : Inside
Appliances : Built-In Oven
Window Features : Blinds
Flooring : Carpet
Additional Rooms : Bonus Room, Den/Library/Office, Family Room, Formal Dining Room Separate, Formal Living Room Separate, Inside Utility, Interior In-Law Suite w/Private Entry, Loft, Media Room, Storage Rooms
Utilities : Cable Connected
Water Access : 1
Sewer : Public Sewer
Parking Features : Balcony
Garage On Property : Yes.
Garage Spaces: 8
Security Features : Security Gate
Exterior Features : Balcony
Lot Features : FloodZone
Patio And Porch Features : Covered
Road Surface Type : Asphalt
Roof : Tile
Zoning : RSFE
Heating : Central
Cooling : Central Air
Construction Materials : Block
Interior Features : Built-in Features
Laundry Features : Inside
Appliances : Built-In Oven
Window Features : Blinds
Flooring : Carpet

Street Address: 1423 & 1435 HILLVIEW DRIVE
City: Sarasota
State: Florida
Postal Code: 34239
County: Sarasota
Directions: US 41 to west on Hillview. Continue straight into Harbor Acres. Follow to property address.

Property Information :
Listing Status: Active
Size: 11,588 Sqft
Lot Size: 1.80 Acres
MLS #: A4653958
Bedrooms: 6 bd
Bathrooms: 8 ba
Price: $17,350,000
Tax Amount: 184585
Construction Status: Built in 2006
Last Modified : Dec 10 2025 1:50AM
Amenities :
Fireplace

Courtesy of: Joel Schemmel, DOUGLAS ELLIMAN (MLS# 281542877)
Source MLS: StellarMLS