Set along 134 feet of waterfront in Sarasota’s prestigious Harbor Acres, this nearly 12,000-square-foot estate has been newly enhanced with a new roof, a completely redesigned primary bathroom, and a refreshed kitchen, butler’s pantry, and catering kitchen, bringing a fresh perspective to an exceptional waterfront residence. Sweeping views extend across Sarasota Bay to the Ringling Causeway and downtown skyline, creating a remarkable backdrop for a home that pairs substantial scale with refined interiors, expansive entertaining spaces, and a resort-inspired lifestyle. A palm-lined paver drive leads to the stone-clad residence, where travertine steps, a porte cochere, and an expansive front porch introduce interiors defined by soaring proportions, custom millwork, wood columns, detailed archways, crown molding, and wainscoting. Designed for effortless everyday living and large-scale entertaining, the home features expansive waterfront gathering spaces, including a family room with zero-corner sliders, walls of glass, a coffered wood ceiling, and a stone fireplace. The kitchen is centered around an oversized island and complemented by premium appliances, a walk-in pantry, separate catering kitchen, and casual dining area overlooking the water, while a dedicated wine room, entertaining bar, and fully appointed home theatre create additional spaces for hosting. The primary suite serves as a private waterfront retreat with a terrace, sitting room with fireplace, coffee bar, dual walk-in closets, and newly redesigned spa-inspired bath. A separate in-law suite offers its own kitchenette, living room, laundry, and terrace, while four additional guest suites with private baths, a bonus room with terrace, fitness room, built-in homework area, dual staircases, three-stop elevator, and abundant garage and storage space provide exceptional flexibility. Outdoors, the estate unfolds as a private waterfront resort with a pool featuring a sun shelf, stone accents, and cascading water features, a raised spa, outdoor kitchen and bar, dedicated pool bath, turf lawn, fire pit, hammock area, multiple terraces, and private dock. A spiral staircase provides a direct connection between the primary suite terrace and outdoor living spaces below. Located just minutes from downtown Sarasota and Southside Village, the estate places Sarasota’s acclaimed dining, shopping, arts, and cultural destinations within easy reach, while the world-renowned white-quartz sands of Siesta Key Beach, consistently recognized among the nation’s best beaches by Tripadvisor, are only a short drive away. Sarasota-Bradenton International Airport is also conveniently nearby, offering effortless access for owners and guests alike. This exceptional Harbor Acres estate brings together substantial waterfront living, resort-caliber amenities, and an enviable location at the heart of the Sarasota lifestyle.
Property Details
Price:
$14,900,000
MLS #:
A4708764
Status:
Coming Soon
Beds:
6
Baths:
8
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
HARBOR ACRES
Neighborhood:
34239sarasotapinecraft
Listed Date:
Oct 15, 2026
Finished Sq Ft:
11,588
Total Sq Ft:
21,492
Lot Size:
42,628 sqft / 1.00 acres (approx)
Year Built:
2006
See this Listing
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
Direction Faces
Southwest
Exterior Features
Balcony, French Doors, Hurricane Shutters, Irrigation System, Lighting, Outdoor Kitchen, Sliding Doors
Lot Features
FloodZone, City Lot, Oversized Lot
Open Parking YN
1
Other Structures
Outdoor Kitchen, Storage
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 Frequency
Annually
Tax Year
2025
Taxes
$184,274
Map
Community
- Address1423 HILLVIEW DRIVE SARASOTA FL
- SubdivisionHARBOR ACRES
- CitySARASOTA
- CountySarasota
- Zip Code34239
Market Summary
Current real estate data for Single Family in SARASOTA as of Oct 18, 2026
1,798
Single Family Listed
117
Avg DOM
461
Avg $ / SqFt
$1,342,767
Avg List Price
Property Summary
- Located in the HARBOR ACRES subdivision, 1423 HILLVIEW DRIVE SARASOTA FL is a Single Family for sale in SARASOTA, FL, 34239. It is listed for $14,900,000 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 $1,286. The average price per square foot for Single Family listings in SARASOTA is $461. The average listing price for Single Family in SARASOTA is $1,342,767. To schedule a showing of MLS#a4708764 at 1423 HILLVIEW DRIVE in SARASOTA, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
Similar Listings Nearby
Courtesy of DOUGLAS ELLIMAN. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 1423 HILLVIEW DRIVE
SARASOTA, FL
