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1423 & 1435 Hillview Dr, Sarasota, FL 34239

$18,645,000

Stunning waterfront property featuring a beautifully landscaped yard, a tennis court, and a luxurious home with beautiful palm trees at 1423 & 1435 Hillview Dr, Sarasota, FL 34239
  • Bedrooms

    6

  • Baths

    9

  • Sq. Feet

    11588

  • Year Built

    2006

  • Days On Market

    2

  • $/SqFt

    $1,609

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Home Description

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.

  • Elementary School: Southside Elementary
  • Middle School: Brookside Middle
  • High School: Sarasota High
  • Private Pool: True
  • Pool Features: Gunite,Heated,In Ground,Lighting,Salt Water
  • Spa Features: Heated,In Ground
  • Water View: Bay/Harbor - Full
  • Water Name: SARASOTA BAY
  • Water Frontage: Bay/Harbor
  • Water Feet: 249
  • Water Extras: Bridges - No Fixed Bridges,Lift,Seawall - Concrete
  • Water Access: Bay/Harbor,Gulf/Ocean,Intracoastal Waterway
  • 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
  • Appliances: Built-In Oven,Convection Oven,Dishwasher,Disposal,Dryer,Freezer,Ice Maker,Microwave,Range,Range Hood,Refrigerator,Washer,Wine Refrigerator
  • Fireplace Desc: Family Room,Gas,Living Room,Primary Bedroom
  • Floor Covering: Carpet,Tile,Wood
  • Primary Bathroom Features: Bath w Spa/Hydro Massage Tub,Bidet,Double Vanity,Garden Bath,Granite Counters,Makeup/Vanity Space,Multiple Shower Heads,Rain Shower Head,Split Vanities,Tub with Separate Shower Stall,Water Closet/Priv Toilet,Wet Bar
  • Family Room Features: Built-In Shelving
  • Kitchen Features: Breakfast Bar,Closet Pantry,Granite Counters,Kitchen Island,Pantry
  • Office Features: Built-In Shelving
  • Additional Rooms: Bonus Room,Den/Library/Office,Family Room,Formal Dining Room Separate,Formal Living Room Separate,Inside Utility,Interior In-Law Suite w/Private Entry,Loft,Media Room,Storage Rooms
  • Architectural Style: Custom
  • Exterior Features: Balcony,French Doors,Hurricane Shutters,Lighting,Outdoor Kitchen,Sliding Doors,Tennis Court(s)
  • Exterior Contruction: Block,Brick,Stucco
  • Foundation: Slab
  • Front Exposure: Southwest
  • Roof: Tile
  • Building Sqft: 21492

Available now at $18,645,000

Approximate Room Sizes / Descriptions

Bonus Room20x21SecondCarpet
Primary Bathroom22x24SecondTile
Gym18x24SecondCarpet
Media Room18x31FirstCarpet
Family Room23x34FirstWood
Kitchen17x30FirstWood
Living Room19x20FirstWood
Dining Room15x24FirstWood
Office14x19FirstWood
Bedroom 511x21SecondCarpet
Bedroom 414x30SecondCarpet
Primary Bedroom17x32SecondCarpet
Additional Bedroom9x12SecondCarpet
Bedroom 313x16FirstCarpet
Bedroom 220x21FirstCarpet
  • Attached Garage: True
  • Garage: True
  • Garage Spaces: 8
  • Garage Feature: Basement,Circular Driveway,Covered,Driveway,Garage Door Opener,Ground Level,Guest,Oversized
  • Carport: False
  • Carport Spaces: 0
  • Air Conditioning: Central Air,Zoned
  • Heating: Central,Electric,Zoned
  • Utilities: Cable Connected,Electricity Connected,Natural Gas Connected,Public,Sewer Connected,Sprinkler Well,Water Connected
  • Lot Sqft: 79094.00
  • Lot Dim: 436x249x314x201
  • Lot Acres: 1.8000
  • Total Acre: 1 to less than 2
  • Lot Num: 131
  • HOA Fees: $150 Annually
  • HOA Monthly Amount: $13
  • HOA/Community Assoc: Optional
  • Senior Community: False
  • Style: Single Family Residence
  • Location: City Limits,FloodZone,Oversized Lot,Paved
  • Disaster Mitigation: Hurricane Shutters/Windows
  • Building Num Floors: 2
  • Pets Allowed: Yes
  • : 941-364-4000

Neighborhood

The average asking price of a 6 bedroom Sarasota home in this zip code is $4,720,286 (74.7% less than this home).

This home is priced at $1,609/sqft, which is 46.9% less than similar homes in the 34239 zip code.

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Financial

  • Approx Payment:$90,702*
  • Taxes:$184,585

Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at (727) 946-4296 and speak with one of our real estate consultants.

Listing Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY. For information or to schedule a viewing of this property (MLS# A4653958), call: 727 946 4296

1423 & 1435 Hillview Dr, Sarasota FL is a single family home of 11588 sqft and is currently priced at $18,645,000 . This single family home has 6 bedrooms. A comparable home for sale at 2446 Floyd St in Sarasota is listed at $1,899,000. In addition to single family homes, EasyStreet also makes it easy to find Homes, Condos, New Homes and Foreclosures in Sarasota, FL. San Remo Estates, Hartsdale and McClellan Park are nearby neighborhoods. MLS A4653958 has been posted on this site since 6/5/2025 (today).

2025 6/6/2025.

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