5303 HIDDEN HARBOR ROAD SARASOTA FL 34242 MLS #N6143036

5303 HIDDEN HARBOR ROAD
SARASOTA, FL, 34242
$2,795,000
3 Beds
2 Baths
3,201 SqFt
0.55 Acres
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MLS #N6143036 image #0
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!

Property Details

Price:
$2,795,000
MLS #:
N6143036
Status:
Active
Beds:
3
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
HIDDEN HARBOR
Neighborhood:
34242sarasotacrescentbeachsiestakey
Listed Date:
Feb 20, 2026
Finished Sq Ft:
3,201
Total Sq Ft:
3,854
Lot Size:
23,808 sqft / 0.55 acres (approx)
Year Built:
1971
ContemporaryWaterfrontCanalfrontPool34242 – Sarasota/crescent Beach/siesta Key34242sarasotacrescentbeachsiestakeyHidden HarborHidden Harbor CanalWaterSee Hoa Documents. Buyer To Verify.1-2 YearsPets Allowed

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Schools

Interior

Appliances
Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range Hood, Refrigerator, Washer
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Luxury Vinyl
Heating
Central
Interior Features
Cathedral Ceiling(s), Ceiling Fan(s), Dry Bar, High Ceilings, Kitchen/Family Room Combo, PrimaryBedroom Upstairs, Solid Surface Counters, Split Bedroom, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s), Window Treatments
Laundry Features
Electric Dryer Hookup, Inside, Laundry Room
Levels
Two

Exterior

Architectural Style
Contemporary
Community Features
Canal Front, Gulf/Ocean Front, Waterfront, Buyer Approval Required, Deed Restrictions, Golf Carts OK
Construction Materials
HardiPlank Type, Wood Frame, Wood Siding
Covered Spaces
2
Direction Faces
Southwest
Exterior Features
Irrigation System, Lighting, Private Yard, Rain Gutters, Sliding Doors
Garage Spaces
2
Lot Features
In County, Irregular Lot, Landscaped, Private, Street Dead-End
Open Parking YN
1
Parking Features
Driveway, Garage Door Opener, Garage Faces Side, Oversized
Patio And Porch Features
Front Porch, Patio
Roof
Metal
Security Features
Security Lights, Security System, Security System Owned, Smoke Detector(s)
Spa Features
Heated, In Ground
View
Water
Waterfront Features
Canal Front, Gulf/Ocean Front, Waterfront, Canal – Saltwater
Window Features
Drapes, Rods, Storm Window(s), Window Treatments

Financial

HOA Fee
$1,996
HOA Fee Frequency
Semi-Annually
HOA Includes
Private Road
HOA Name
David Pilkey
HOA Phone
941-228-7816
Tax Year
2025
Taxes
$24,081

Map

Community

Subdivisions in SARASOTA

Market Summary

Current real estate data for Single Family in SARASOTA as of May 02, 2026
2,244
Single Family Listed
110
Avg DOM
489
Avg $ / SqFt
$1,498,673
Avg List Price

Property Summary

    Located in the HIDDEN HARBOR subdivision, 5303 HIDDEN HARBOR ROAD SARASOTA FL is a Single Family for sale in SARASOTA, FL, 34242. It is listed for $2,795,000 and features 3 beds, 2 baths, and has approximately 3,201 square feet of living space, and was originally constructed in 1971. The current price per square foot is $873. The average price per square foot for Single Family listings in SARASOTA is $489. The average listing price for Single Family in SARASOTA is $1,498,673. To schedule a showing of MLS#n6143036 at 5303 HIDDEN HARBOR ROAD in SARASOTA, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.

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