1423 HILLVIEW DRIVE, Sarasota, FL, 34239 | $13,900,000

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.

Features

  • Elevator: Y
  • Rooms: 15
  • Bedrooms: 6
  • Baths: 7 full / 2 half
  • Laundry: Inside, Laundry Room, Upper Level
  • Style: Custom
  • Year Built: 2006
  • Garage: 8-car Circular Driveway, Covered, Driveway, Garage Door Opener, Ground Level, Guest, Oversized, Under Building
  • Heating: Central, Electric, Zoned
  • Cooling: Central Air, Zoned
  • Approx Sq. Feet: 11,588
  • Acreage: 1
  • Est. Taxes: $184,274
  • HOA Fee: $250 Annually
  • Lot Desc: FloodZone, City Lot, Oversized Lot
  • View: Garden, Pool, Water
  • Water Front: Yes
  • Elem. School: Southside Elementary
  • Middle School: Brookside Middle
  • High School: Sarasota High
  • Pool: Gunite, Heated, In Ground, Lighting, Salt Water
  • Pet Policy: Yes
  • Appliances: Built-In Oven, Convection Oven, Dishwasher, Disposal, Dryer, Freezer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
  • MLS#: A4686188
  • Days on Market: 52 days
  • Website: https://www.raveis.com
    /eprop/A4686188/1423hillviewdrive_sarasota_fl?source=qrflyer
This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of MFRMLS (My Florida Regional MLS DBA Stellar MLS). The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. (last updated 5/27/2026 4:10:13 AM)
Listing courtesy of DOUGLAS ELLIMAN   Phone: 941-867-6199

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NMLS Mortgage Loan Originator ID 16953

917.838.7300

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1423 HILLVIEW DRIVE, Sarasota, FL, 34239

$13,900,000

Customer Service

William Raveis Real Estate

Phone: 888.699.8876

Contact@raveis.com

Melissa Cohn

RVP, Mortgage Banker

William Raveis Mortgage, LLC

Phone: 917.838.7300

Melissa.Cohn@raveis.com

NMLS Mortgage Loan Originator ID 16953

5/6 (30 Yr)
Adjustable Rate Jumbo*
30 Year
Fixed-Rate Jumbo
15 Year
Fixed-Rate Jumbo
Loan Amount $11,120,000 $11,120,000 $11,120,000
Term 360 months 360 months 180 months
Initial Interest Rate** 6.000% 6.250% 6.000%
Interest Rate based on Index + Margin 8.125%
Annual Percentage Rate 6.350% 6.361% 6.223%
Monthly Tax Payment $15,356 $15,356 $15,356
H/O Insurance Payment $125 $125 $125
Initial Principal & Interest Pmt $66,670 $68,468 $93,837
Total Monthly Payment $82,151 $83,949 $109,318

* The Initial Interest Rate and Initial Principal & Interest Payment are fixed for the first and adjust every six months thereafter for the remainder of the loan term. The Interest Rate and annual percentage rate may increase after consummation. The Index for this product is the SOFR. The margin for this adjustable rate mortgage may vary with your unique credit history, and terms of your loan.

** Mortgage Rates are subject to change, loan amount and product restrictions and may not be available for your specific transaction at commitment or closing. Rates, and the margin for adjustable rate mortgages [if applicable], are subject to change without prior notice.

The rates and Annual Percentage Rate (APR) cited above may be only samples for the purpose of calculating payments and are based upon the following assumptions: minimum credit score of 740, 20% down payment (e.g. $20,000 down on a $100,000 purchase price), $1,950 in finance charges, and 30 days prepaid interest, 1 point, 30 day rate lock. The rates and APR will vary depending upon your unique credit history and the terms of your loan, e.g. the actual down payment percentages, points and fees for your transaction. Property taxes and homeowner's insurance are estimates and subject to change.  The Total Monthly Payment does not include the estimated HOA/Common Charge payment.