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1423 & 1435 Hillview Drive

Sarasota, FL 34239
  • $17,350,000
  • STATUS: Active
  • ON SITE: 371 Days
  • MLS #: A4653958
UPDATED: 65 min ago
$17,350,000
  • 6
    BEDS
  • 1.8
    ACRES
  • 7
    BATHS
  • 2
    1/2 BATHS
  • 11,588
    SQFT
  • $1,497
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
2006
County:

School Information

Elementary School:
Middle School:
High School:

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. The vacant lot at 1435 Hillview can be separated and the list price reduced accordingly.

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© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2026-06-11T08:46:17.157.
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1423 & 1435 Hillview Drive Sarasota, FL 34239

  • Price: $17,350,000
  • Status: Active
  • On Site: 371 Days
  • Updated: 65 min ago
  • MLS #: A4653958
6
Beds
7
Baths
2
½ Baths
1.8
Acres
11,588
SQFT
$1,497
$/SQFT
2006
Built
Neighborhood:
Harbor Acres
County:
Sarasota
Area:
Sarasota/Pinecraft
Elementary School:
Southside Elementary
Middle School:
Brookside Middle
High School:
Sarasota High
Property 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. The vacant lot at 1435 Hillview can be separated and the list price reduced accordingly.
Exterior Features

Architectural Style Custom Attached Garage Yn Yes Carport Yn No Construction Materials BlockBrickStucco Covered Spaces 8 Direction Faces Southwest Exterior Features BalconyFrench DoorsHurricane ShuttersIrrigation SystemLightingOutdoor KitchenSliding DoorsTennis Court(s) Foundation Details Slab Lot Features FloodZoneCity LotOversized Lot Lot Size Dimensions 436 x 249 x 314 x 201 Open Parking YN Yes Other Structures Outdoor KitchenStorageTennis Court(s) Parking Features Circular DrivewayCoveredDrivewayGarage Door OpenerGround LevelGuestOversizedUnder Building Patio And Porch Features CoveredFront PorchRear Porch Pool Features GuniteHeatedIn GroundLightingSalt Water Pool Private Yn Yes Road Frontage Type Street Paved Road Surface Type PavedAsphalt Roof Tile Spa Features HeatedIn Ground Spa YN Yes View GardenPoolWater Water Access Bay/HarborGulf/OceanIntracoastal Waterway Water Access Yn Yes Water Body Name SARASOTA BAY Water Extras Bridges - No Fixed BridgesLiftSeawall - Concrete Water Extras Yn Yes Water View Bay/Harbor - Full Water View Yn Yes Waterfront Features WaterfrontBay/Harbor Waterfront Yn Yes

Interior Features

Additional Rooms Bonus RoomDen/Library/OfficeFamily RoomFormal Dining Room SeparateFormal Living Room SeparateInside UtilityInterior In-Law Suite w/Private EntryLoftMedia RoomStorage Rooms Appliances Built-In OvenConvection OvenDishwasherDisposalDryerFreezerIce MakerMicrowaveRangeRange HoodRefrigeratorWasherWine Refrigerator Building Area Total 21492 Building Elevator Yn Yes Cooling Central AirZoned Cooling YN Yes Fireplace Features Family RoomGasLiving RoomMaster Bedroom Fireplace Yn Yes Flooring CarpetTileHardwood Furnished Unfurnished Heating CentralElectricZoned Heating YN Yes Interior Features Built-in FeaturesCeiling Fan(s)Central VacuumCoffered Ceiling(s)Crown MoldingEating Space In KitchenElevatorHigh CeilingsPrimaryBedroom UpstairsSolid Wood CabinetsSplit BedroomStone CountersTray Ceiling(s)Walk-In Closet(s)Window Treatments Laundry Features InsideLaundry RoomUpper Level Levels Two Rooms Bedroom 5 (En Suite BathroomWalk-In Closet(s)) Bedroom 4 (En Suite BathroomWalk-In Closet(s)) Bonus Room (Built-in Closet) Gym (Storage Closet) Primary Bedroom (En Suite BathroomWalk-In Closet(s)) Primary Bathroom (Bath w Spa/Hydro Massage TubBidetDual SinksGarden BathGranite CountersMakeup/Vanity SpaceMultiple Shower HeadsRain Shower HeadSplit VanitiesTub with Separate Shower StallWater Closet/Priv ToiletWet Bar) Additional Bedroom (En Suite BathroomWalk-In Closet(s)) Bedr Sewer Public Sewer Stories Total 2 Water Source Public Window Features BlindsDrapesShades

Property Features

Additional Lease Restrictions Verify rental restriction with City of Sarasota. Additional Parcels YN Yes Association Approval Required Yn No Association Fee 250 Association Fee Frequency Annually Association Fee Monthly Amount 20.83 Association Fee Requirement Optional Association Yn Yes Cdd Yn No Community Features Waterfront Down Payment Resource No Flood Zone Code AE Garage Yn Yes Homestead Yn Yes Lease Considered YN Yes Lease Restrictions YN Yes Listing Terms CashConventional Minimum Lease 1 Month New Construction Yn No Number Of Wells 1 Occupant Type Owner Ownership Fee Simple Pets Allowed Yes Property Condition Completed Property Sub Type Single Family Residence Realtor Info Brochure AvailableSignSurvey Available Security Features Security GateSmoke Detector(s) Senior Community Yn No Special Listing Conditions None Sw Subdiv Community Name Harbor Acres Tax Annual Amount 238007.99 Total Annual Fees 250 Total Monthly Fees 20.83 Utilities Cable ConnectedElectricity ConnectedNatural Gas ConnectedPublicSewer ConnectedSprinkler WellWater Connected Yrs Of Owner Prior To Leasing Re No Zoning RSFE


Listing information © 2026 My Florida Regional MLS DBA Stellar MLS..
Listing provided courtesy of DOUGLAS ELLIMAN: 941-867-6199.



© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2026-06-11T08:46:17.157.
 
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