Property
ActiveResidential
1/60
$2,650,000

5303 HIDDEN HARBOR ROAD

Sarasota, FL 34242
3
Beds
2
Baths
3,201
SqFt
0.55
Acres
STELLAR
#N6143036
Updated: Jun 28, 2026, 10:08am

Property Description

Now is your opportunity to own this waterfront tropical oasis on Siesta Key in the highly sought after exclusive community of Hidden Harbor. Comprised of just 36 homes, Hidden Harbor located on the North end of Siesta Key, is one of the most unique developments in Sarasota with its tropical landscaping reminiscent of old Florida. Most known for its waterfront lots and brick paver streets shaded by a magnificent canopy of lush greenery. This home has been beautifully reimagined to showcase its contemporary design and is situated on over half acre lot enjoying 119’ of deep-water canal front, making this a boater’s dream. The dock spans almost 40 feet and features a 10,000lb boat lift (installed in 2020) and has both electric and water supplies. No bridges to obstruct your journey out to Roberts Bay, which is just a turn of a corner away. The home features a new metal roof (2023), 4 new HVAC units that includes a garage unit (2024), and new hurricane impact sliders and windows (2021). On the inside you will find a floor plan that is flooded with natural light thanks to large sliders and tall architectural style windows that truly bring the Florida landscape inside. The first floor has all new luxury flooring and woodwork, including new solid core doors. The kitchen was recently renovated with European style cabinetry, stone counters, and a luxury Fisher & Paykel appliance package including range hood and induction cooktop. The two light-filled bedrooms on the East side of the home both feature access to outdoor spaces and walk-in closets. The shared bathroom, which also acts as a pool bath with its door to the outside, was renovated with a new seamless glass shower, European style vanity with LED mirror, and all new fixtures and hardware. Throughout the home, you will find restored original fixtures keeping with the home’s integrity. The primary suite dominates the second floor with a loft area, a light filled bedroom that enjoys the cross breeze when both walls of sliding windows are open, and a custom installed closet. There is an updated en-suite bathroom with another seamless glass shower and floating vanity with new upgraded fixtures. Outside the yard is truly a Florida paradise with fire pit area, stunning tropical landscaping with professionally installed low voltage lighting system, pest control misting system, and an impressive heated pool that was resurfaced and upgraded with a travertine deck. This property offers extreme privacy, architectural character and significance, and water views, all within one of the most unique neighborhoods on Siesta Key. The Hidden Harbor canal offers deep water for your boat or sailboat. Enjoy true island life, whether you find yourself relaxing by your pool, boating, fishing, kayaking, and even paddle-boarding all from your property. There is a natural seawall of mangroves, and the riprap was installed by the reputable Duncan Seawall. The world-famous Siesta Key Beach is just a short 1.5-mile bike ride, golf cart ride, or leisurely walk away. Enjoy local restaurants, boutiques, and live music at the island's lively Siesta Village. Close to the mainland and downtown Sarasota, this is a prime location for island living. If you are looking for your own piece of paradise, and a property that is truly unique, set up a private tour today!
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Included Appliances
Built-In OvenCooktopDishwasherDisposalDryerElectric Water HeaterMicrowaveRange HoodRefrigeratorWasher

Property Details

Highlights
View
Yes
Waterfront
Yes
Interior
Additional Rooms
Family RoomInside UtilityLoft
Appliances
Built-In OvenCooktopDishwasherDisposalDryerElectric Water HeaterMicrowaveRange HoodRefrigeratorWasher
Bathrooms Total Decimal
2
Building Area Total
3854
Cooling
Central Air
Fireplace Features
Living RoomWood Burning
Flooring
Luxury Vinyl
Furnished
Unfurnished
Heating
Central
Interior Features
Cathedral Ceiling(s)Ceiling Fan(s)Dry BarHigh CeilingsKitchen/Family Room ComboPrimaryBedroom UpstairsSolid Surface CountersSplit BedroomStone CountersThermostatVaulted Ceiling(s)Walk-In Closet(s)Window Treatments
Laundry Features
Electric Dryer HookupInsideLaundry Room
Living Area
3201
Rooms Total
7
Security Features
Security LightsSecurity SystemSecurity System OwnedSmoke Detector(s)
Window Features
DrapesRodsStorm Window(s)Window Treatments
Construction
Architectural Style
Contemporary
Building Area Source
Public Records
Building Area Units
Square Feet
Construction Materials
HardiPlank TypeWood FrameWood Siding
Direction Faces
Southwest
Foundation Details
Slab
Levels
Two
Living Area Source
Public Records
Living Area Units
Square Feet
Roof
Metal
Year Built
1971
Site & Exterior
Covered Spaces
2
Exterior Features
Irrigation SystemLightingPrivate YardRain GuttersSliding Doors
Flood Zone Code
AE
Garage Dimensions
31x24
Garage Spaces
2
I D X Participation
Yes
Lot Features
In CountyIrregular LotLandscapedPrivateStreet Dead-End
Lot Size Acres
0.55
Lot Size Area
23808
Lot Size Square Feet
23808
Lot Size Units
Square Feet
Open Parking
Yes
Parking Features
DrivewayGarage Door OpenerGarage Faces SideOversized
Patio And Porch Features
Front PorchPatio
Pool Features
DeckGuniteHeatedIn GroundLighting
Public Survey Range
17
Public Survey Section
12
Road Frontage Type
Street BrickStreet Dead-EndPrivate Road
Road Responsibility
Private Maintained Road
Road Surface Type
Brick
Sewer
Public Sewer
Spa Features
HeatedIn Ground
Total Acreage
1/2 to less than 1
Utilities
Cable ConnectedElectricity ConnectedPhone AvailablePublicSewer ConnectedSprinkler MeterUnderground UtilitiesWater Connected
Vegetation
Mature LandscapingOak TreesTrees/Landscaped
View
Water
Water Access
Yes
Water Body Name
HIDDEN HARBOR CANAL
Water Extras
Yes
Water Source
Public
Water View
Yes
Waterfront
Yes
Waterfront Features
Canal FrontGulf/Ocean FrontWaterfrontCanal - Saltwater
Waterfront Feet Total
119
Zoning
RE2
Financials
Association Fee
1995.5
Association Fee Frequency
Semi-Annually
Association Fee Includes
Private Road
Calculated List Price By Calculated Sq Ft
827.87
Contract Status Change Date
2026-02-20
Current Price
2650000
Feed Types
BBO
Lease Considered
Yes
Minimum Lease
1-2 Years
Monthly H O A Amount
332.58
Owner Name
ON RECORD
Ownership
Fee Simple
Parcel Number
0082010006
Public Survey Township
37
Tax Annual Amount
24081
Tax Book Number
6-9
Tax Legal Description
LOT 8 HIDDEN HARBOR
Tax Lot
8
Tax Year
2025
Total Annual Fees
3991
Total Monthly Fees
332.58

Neighborhood & Lifestyle

Community & Association
Additional Lease Restrictions
See HOA Documents. Buyer to Verify.
Association Approval Required
Yes
Association Email
dapilk9@gmail.com
Association Fee Requirement
Required
Association Name
David Pilkey
Association Phone
941-228-7816
Community Features
Canal FrontGulf/Ocean FrontWaterfrontBuyer Approval RequiredDeed RestrictionsGolf Carts OK
Lease Restrictions
Yes
M L S Area Major
34242 - Sarasota/Crescent Beach/Siesta Key
Pets Allowed
Yes
S W Subdiv Community Name
Hidden Harbor
Subdivision Name
HIDDEN HARBOR
Listing provided courtesy of STELLAR via IDX. Updated: Jun 28, 2026, 10:08am.
Walter Shepherd

Listing Agent

COLDWELL BANKER REALTY

Call Agent