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$13,900,000
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Property Description
Welcome to a home that lives like a resort in Sarasota's premier neighborhood, Harbor Acres. With 134 feet of water, this nearly 12,000-square-foot estate is crafted for laid-back luxury and everyday ease, designed for entertaining against breathtaking views of Sarasota Bay, the Ringling Causeway, and the downtown skyline. A 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 effortless. 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 additional seating. 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 the outdoor amenities, and a private dock completes 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 additional 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 residence delivers the ultimate Sarasota lifestyle, just minutes from downtown, Southside Village, and Gulf beaches. The adjacent vacant lot at 1435 Hillview is currently offered separately, with the opportunity to purchase both together. Bank signoff on the sale of this property may be required. The gate and driveway would need to be reconfigured.
Full Property Details
Full Property Details for 1423 Hillview Dr
General
- Price: $13,900,000
- HOA FEE: $21/month
- HOA FEE FREQ.: Annually
- Taxes: $184,274 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: A4686188
- Updated: 3/26/2026
- Added to Site: 7 day(s) ago
Rental Information
- Min. Lease: 1 Month
Interior
- Number of Rooms: 15
- 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
- Fireplace: Yes
- Fireplace(s): Family Room, Gas, Living Room, Master Bedroom
- Appliances: Built-In Oven, Convection Oven, Dishwasher, Disposal, Dryer, Freezer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
- Furnishings: Unfurnished
- Flooring: Carpet, Tile, Hardwood
Rooms
Bathrooms
- Total Bathrooms: 9
- Full Bathrooms: 7
- Half Bathrooms: 2
Bedrooms
- Total Bedrooms: 6
Other Rooms
- Laundry: Inside, Laundry Room, Upper Level
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Gunite, Heated, In Ground, Lighting, Salt Water
- Spa: Yes
- Spa Description: Heated, In Ground
- Security/Safety: Security Gate, Smoke Detector(s)
Exterior
- Exterior Features: Balcony, French Doors, Hurricane Shutters, Irrigation System, Lighting, Outdoor Kitchen, Sliding Doors
- Deck/Patio: Covered, Front Porch, Rear Porch
- Porch/Patio/Deck: Covered, Front Porch, Rear Porch
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 8
- Covered Spaces: 8
- Parking Features: Circular Driveway, Covered, Driveway, Garage Door Opener, Ground Level, Guest, Oversized, Under Building
Location
- Area: 34239 - Sarasota/Pinecraft
- County: Sarasota
- Development Name: 34239 - Sarasota/Pinecraft
- Subdivision: HARBOR ACRES
- Driving Directions: US 41 west on HIllview. Continue straight into Harbor Acres. Follow to property address.
- Direction Faces: Southwest
School Information
- Elementary School: Southside Elementary
- Middle School: Brookside Middle
- High School: Sarasota High
Community
- Community Name: 34239 - Sarasota/Pinecraft
- Community Features: Waterfront
- Association: Yes
Heating & Cooling
- Cooling Type: Central Air, Zoned
- Heating Type: Central, Electric, Zoned
Utilities
- Sewer: Public Sewer
- Water District: SARASOTA BAY
- Water: Public
- Utility Description: Cable Connected, Electricity Connected, Natural Gas Connected, Public, Sewer Connected, Sprinkler Well, Water Connected
Structural Information
- Architectural Info: Custom
- Architectural Style: Custom
- Exterior Const.: Block, Brick, Stucco
- Roof: Tile
- Windows: Blinds, Drapes, Shades
- Stories/Levels: Two
- Square Feet: 11,588
- Sq. Ft. Source: Public Records
- Year Built: 2006
Additional Structures
- Other Structures: Outdoor Kitchen, Storage
Lot Features
- Property View: Garden, Pool, Water
- Lot Size (Acres): 1
- Lot Size (Sq. Ft.): 42,628
- Lot Size: 42628
- Frontage: Street Paved
- Street/Road Desc.: Paved, Asphalt
Water Features
- Water Front: Yes
- Water View: Yes
- Water Access: Yes
- Water Access Desc: Bay/Harbor, Gulf/Ocean, Intracoastal Waterway
- Water Extras: Yes
- Water Front Name: SARASOTA BAY
- Water Front Desc.: Waterfront, Bay/Harbor
Financial Considerations
- Association Fee: $250
- Assoc Fee Freq.: Annually
- Assoc Fee Desc.: Optional
- Tax Amount: $184,274
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: See attachments for full legal descriptions of both parcels included in the sale.
- Flood Zone Info: AE
- APN: 2037110015
- Property ID: 2037110015
Listed by Douglas Elliman
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Schools
Schools serving 1423 Hillview Dr
School District:Sarasota County School District
| Name | Grades | Distance |
|---|---|---|
Southside Elementary School, Sarasota, FL 1901 Webber Street, Sarasota, FL 34239 | PK-5 | 0.9 mi |
Brookside Middle School 3636 South Shade Avenue, Sarasota, FL 34239 | 6-8 | 1.6 mi |
Sarasota High School 2155 Bahia Vista Street, Sarasota, FL 34239 | 9-12 | 1 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 1423 Hillview Dr
Date
Details
Price
Change
Source
3/20/2026
Listed
$13,900,000
90.74%
MLS
1/23/2007
Sold
$7,287,500
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 1423 Hillview Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$181,623
—
$12,204,600
-2%
2024
$181,785
5%
$12,431,900
6%
2023
$172,737
78%
$11,733,400
83%
2022
$97,039
-1%
$6,418,682
3%
2021
$97,559
—
$6,231,730
1%
2021
$97,559
1%
$6,145,690
2%
2019
$96,337
2%
$6,007,517
2%
2018
$94,844
1%
$5,895,502
2%
2017
$93,808
—
$5,774,243
2%
2016
$93,615
-2%
$5,653,225
1%
2015
$95,050
—
$5,613,928
1%
2014
$95,006
—
$5,569,373
1%
2013
$94,867
—
$5,487,067
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 1423 Hillview Dr
1423 Hillview Drive, Sarasota, FL 34239 (MLS# A4686188) is a Single Family property with 6 bedrooms, 7 full bathrooms and 2 partial bathrooms. 1423 Hillview Drive is currently listed for $13,900,000 and was received on March 20, 2026. Want to learn more about 1423 Hillview Drive? Do you have questions about finding other Single Family real estate for sale in Sarasota? You can browse all Sarasota real estate or contact a Coldwell Banker agent to request more information.

