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$18,645,000
1 Day On Site

1423 & 1435 HILLVIEW DRIVE
SARASOTA, FL 34239

For Sale|Single Family Residence|Active
6
Beds
9
Total Baths
7
Full Baths
2
Partial Baths
11,588
SqFt
$1,609
/SqFt
2006
Built
Subdivision:
HARBOR ACRES
County:
Sarasota

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1423 & 1435 HILLVIEW DRIVE1423 & 1435 HILLVIEW DRIVE1423 & 1435 HILLVIEW DRIVE1423 & 1435 HILLVIEW DRIVE
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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.

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Listing Snapshot
Price 
$18,645,000
Days On Site 
1 Day
Bedrooms 
6
Inside Area (SqFt) 
11,588 sqft
Total Baths 
9
Full Baths 
7
Partial Baths 
2
Lot Size 
1.8 Acres
Year Built 
2006
MLS® Number 
A4653958
Status 
Active
Property Tax 
$184,585
HOA/Condo/Coop Fees 
$12.5 monthly
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
yesterdayListing updated with changes from the MLS®
yesterdayListing first seen on site
General Features
Acres 
1.8
Attached Garage 
Yes
Direction Faces 
Southwest
Foundation 
Slab
Garage 
Yes
Garage Spaces 
8
Number Of Stories 
2
Parking 
Circular DrivewayCoveredDrivewayGarage Door OpenerGuestOversizedBasementAttached
Pets 
Yes
Property Sub Type 
Single Family Residence
Security 
Security GateSmoke Detector(s)
Sewer 
Public Sewer
SqFt Total 
21492
Stories 
Two
Style 
Custom
Utilities 
Cable AvailableNatural Gas AvailableCable ConnectedElectricity ConnectedNatural Gas ConnectedSewer ConnectedWater Connected
Water Source 
Public
Zoning 
RSFE
Interior Features
Appliances 
Convection OvenDishwasherDisposalDryerFreezerIce MakerMicrowaveRangeRange HoodRefrigeratorWasherWine Refrigerator
Cooling 
Central AirZoned
Fireplace 
Yes
Fireplace Features 
Family RoomGasLiving Room
Flooring 
CarpetTileWood
Furnished 
Unfurnished
Heating 
CentralElectricZoned
Interior 
ElevatorBuilt-in FeaturesCoffered Ceiling(s)Crown MoldingEat-in KitchenHigh CeilingsStone CountersTray Ceiling(s)Walk-In Closet(s)
Laundry Features 
InsideLaundry RoomUpper Level
Spa 
Yes
Window Features 
BlindsDrapes
Additional Bedroom 
Dimensions - 9x12Level - Second
Bedroom 2 
Dimensions - 20x21Level - First
Bedroom 3 
Dimensions - 13x16Level - First
Bedroom 4 
Dimensions - 14x30Level - Second
Bedroom 5 
Dimensions - 11x21Level - Second
Bonus Room 
Dimensions - 20x21Level - Second
Dining Room 
Dimensions - 15x24Level - First
Family Room 
Dimensions - 23x34Level - First
Gym 
Dimensions - 18x24Level - Second
Kitchen 
Dimensions - 17x30Level - FirstFeatures - Breakfast Bar, Granite Counters, Kitchen Island, Pantry
Living Room 
Dimensions - 19x20Level - First
Master Bathroom 
Dimensions - 22x24Level - SecondFeatures - Bidet, Double Vanity, Granite Counters, Wet Bar
Master Bedroom 
Dimensions - 17x32Level - Second
Media Room 
Dimensions - 18x31Level - First
Office 
Dimensions - 14x19Level - First
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Exterior Features
Construction Details 
BlockBrickStucco
Exterior 
BalconyLightingOutdoor KitchenTennis Court(s)Dock
Lot Features 
PavedWaterfront
Other Structures 
Outdoor KitchenStorageTennis Court(s)
Patio And Porch 
CoveredFront PorchRear Porch
Pool Features 
GuniteHeatedIn GroundSalt WaterPrivate
Private Pool 
Yes
Roof 
Tile
Spa 
Yes
Spa Features 
HeatedIn Ground
View 
WaterGardenPool
Waterfront 
Yes
Waterfront Features 
SARASOTA BAY
Waterview 
WaterGardenPool
Windows/Doors 
BlindsDrapes
Community Features
Association Dues 
150
Financing Terms Available 
CashConventional
HOA Fee Frequency 
Annually
MLS Area 
34239 - Sarasota/Pinecraft
Roads 
AsphaltPaved
Township 
36S
Schools
School District
Unknown
Elementary School
Southside Elementary
Middle School
Brookside Middle
High School
Sarasota High
Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY 9415874894



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2025, Stellar MLS.
Last checked: 2025-06-06 02:20 PM EDT

Neighborhood & Commute
Source: Walkscore
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