1423 & 1435 HILLVIEW DRIVE SARASOTA FL 34239 MLS #A4653958

1423 & 1435 HILLVIEW DRIVE
SARASOTA, FL, 34239
$17,350,000
6 Beds
8 Baths
11,588 SqFt
1.8 Acres
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MLS #A4653958 image #0
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. The vacant lot at 1435 Hillview can be separated and the list price reduced accordingly.

Property Details

Price:
$17,350,000
MLS #:
A4653958
Status:
Active
Beds:
6
Baths:
8
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
HARBOR ACRES
Neighborhood:
34239sarasotapinecraft
Listed Date:
Jun 4, 2025
Finished Sq Ft:
11,588
Total Sq Ft:
21,492
Lot Size:
79,094 sqft / 1.80 acres (approx)
Year Built:
2006
CustomWaterfrontPoolTennis34239 – Sarasota/pinecraft34239sarasotapinecraftHarbor AcresSouthside ElementaryBrookside MiddleSarasota HighSarasota BayVerify Rental Restriction With City Of Sarasota.1 MonthPets Allowed

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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
Interior Features
Built-in Features, Ceiling Fan(s), Central Vacuum, Coffered Ceiling(s), Crown Molding, Eating Space In Kitchen, Elevator, High Ceilings, PrimaryBedroom Upstairs, Solid Wood Cabinets, Split Bedroom, Stone Counters, Tray Ceiling(s), Walk-In Closet(s), Window Treatments
Laundry Features
Inside, Laundry Room, Upper Level
Levels
Two

Exterior

Architectural Style
Custom
Attached Garage YN
1
Community Features
Waterfront
Construction Materials
Block, Brick, Stucco
Covered Spaces
8
Direction Faces
Southwest
Exterior Features
Balcony, French Doors, Hurricane Shutters, Irrigation System, Lighting, Outdoor Kitchen, Sliding Doors, Tennis Court(s)
Garage Spaces
8
Lot Features
FloodZone, City Lot, Oversized Lot
Open Parking YN
1
Other Structures
Outdoor Kitchen, Storage, Tennis Court(s)
Parking Features
Circular Driveway, Covered, Driveway, Garage Door Opener, Ground Level, Guest, Oversized, Under Building
Patio And Porch Features
Covered, Front Porch, Rear Porch
Roof
Tile
Security Features
Security Gate, Smoke Detector(s)
Spa Features
Heated, In Ground
View
Garden, Pool, Water
Waterfront Features
Waterfront, Bay/Harbor
Window Features
Blinds, Drapes, Shades

Financial

HOA Fee
$250
HOA Fee Frequency
Annually
Tax Year
2025
Taxes
$238,008

Map

Community

Subdivisions in SARASOTA

Market Summary

Current real estate data for Single Family in SARASOTA as of May 05, 2026
2,249
Single Family Listed
112
Avg DOM
489
Avg $ / SqFt
$1,500,594
Avg List Price

Property Summary

    Located in the HARBOR ACRES subdivision, 1423 & 1435 HILLVIEW DRIVE SARASOTA FL is a Single Family for sale in SARASOTA, FL, 34239. It is listed for $17,350,000 and features 6 beds, 8 baths, and has approximately 11,588 square feet of living space, and was originally constructed in 2006. The current price per square foot is $1,497. The average price per square foot for Single Family listings in SARASOTA is $489. The average listing price for Single Family in SARASOTA is $1,500,594. To schedule a showing of MLS#a4653958 at 1423 & 1435 HILLVIEW DRIVE in SARASOTA, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.

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