1423 & 1435 Hillview Drive, Sarasota, FL 34239
For Sale $18,645,000
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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.
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
Taxes: $184,585.00
Tax Year: 2024
HOA Frequency 1: Annually
Condo Fee Frequency: Annually
Balcony
French Doors
Hurricane Shutters
Lighting
Outdoor Kitchen
Sliding Doors
Tennis Court(s)
Built-In Oven
Convection Oven
Dishwasher
Disposal
Dryer
Freezer
Ice Maker
Microwave
Range
Range Hood
Refrigerator
Washer
Wine Refrigerator
Garden
Pool
Water
Bay/Harbor
Elementary School: Southside Elementary
Middle School: Brookside Middle
Junior High: Brookside Middle
High School: Sarasota High
MLS Area: 34239 - Sarasota/Pinecraft
Price per Square Feet: $1,608.99
Total Floors: 2
Water: Public
Lot Desc.: Floodzone, City Limits, Oversized Lot, Paved
Construction: Block, Brick, Stucco
Date Listed: 2025-06-04 19:31:57
Pool: Yes
Pool Type: Gunite, Heated, In Ground, Lighting, Salt Water
Private Spa: Yes
Furnished: Unfurnished
Windows: Blinds, Drapes, Shades
Parking: Circular Driveway, Covered, Driveway, Garage Door Opener, Ground Level, Guest, Oversized, Basement
Garage Spaces: 8
Flooring: Carpet, Tile, Wood
Roof: Tile
Heating: Central, Electric, Zoned
Cooling: Central Air, Zoned
Pets: Yes
Sewer: Public Sewer
Listing Courtesy Of: Douglas Elliman
Joel.Schemmel@elliman.com
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
Sq Ft: 11,588
($1,609 per sqft)
Bedrooms: 6
Bathrooms: 7
Partial Baths: 2
City: Sarasota
County: Sarasota
Type: Single Family Reside
Development: Harbor Acres
Acres: 1.80
Virtual Tour/Floorplan: View
Year Built: 2006
Listing Number: A4653958
Status Code: A-Active
Taxes: $184,585.00
Tax Year: 2024
Garage:
8
Furnishings: Unfurnished
Pets Allowed: Yes
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
Financial Information:
Taxes: $184,585.00
Tax Year: 2024
HOA Frequency 1: Annually
Condo Fee Frequency: Annually
Exterior Features:
Balcony
French Doors
Hurricane Shutters
Lighting
Outdoor Kitchen
Sliding Doors
Tennis Court(s)
Equipment:
Built-In Oven
Convection Oven
Dishwasher
Disposal
Dryer
Freezer
Ice Maker
Microwave
Range
Range Hood
Refrigerator
Washer
Wine Refrigerator
View:
Garden
Pool
Water
Waterfront Description:
Bay/Harbor
School Information:
Elementary School: Southside Elementary
Middle School: Brookside Middle
Junior High: Brookside Middle
High School: Sarasota High
Additional Information:
MLS Area: 34239 - Sarasota/Pinecraft
Price per Square Feet: $1,608.99
Total Floors: 2
Water: Public
Lot Desc.: Floodzone, City Limits, Oversized Lot, Paved
Construction: Block, Brick, Stucco
Date Listed: 2025-06-04 19:31:57
Pool: Yes
Pool Type: Gunite, Heated, In Ground, Lighting, Salt Water
Private Spa: Yes
Furnished: Unfurnished
Windows: Blinds, Drapes, Shades
Parking: Circular Driveway, Covered, Driveway, Garage Door Opener, Ground Level, Guest, Oversized, Basement
Garage Spaces: 8
Flooring: Carpet, Tile, Wood
Roof: Tile
Heating: Central, Electric, Zoned
Cooling: Central Air, Zoned
Pets: Yes
Sewer: Public Sewer
Map of 1423 & 1435 Hillview Drive, Sarasota, FL 34239
Listing Courtesy Of: Douglas Elliman
Joel.Schemmel@elliman.com