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$2,995,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 3,201 Sq. Ft.
  • Updated 1 hour ago
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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!

Full Property Details for 5303 Hidden Harbor Rd

General

  • Price: $2,995,000
  • HOA FEE: $333/month
  • HOA FEE FREQ.: Semi-Annually
  • Taxes: $24,081 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: N6143036
  • Updated: Today (2/20/2026)
  • Added to Site: Today

Rental Information

  • Min. Lease: 1-2 Years

Interior

  • Number of Rooms: 7
  • Interior Features: Cathedral Ceiling(s), Ceiling Fan(s), Dry Bar, High Ceilings, Kitchen and Family Room Combination, PrimaryBedroom Upstairs, Solid Surface Counters, Split Bedroom, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s), Window Treatments
  • Fireplace: Yes
  • Fireplace(s): Living Room, Wood Burning
  • Appliances: Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range Hood, Refrigerator, Washer
  • Furnishings: Unfurnished
  • Flooring: Luxury Vinyl

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Electric Dryer Hookup, Inside, Laundry Room

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Deck, Gunite, Heated, In Ground, Lighting
  • Spa Description: Heated, In Ground
  • Security/Safety: Security Lights, Security System, Security System Owned, Smoke Detector(s)

Exterior

  • Exterior Features: Irrigation System, Lighting, Private Yard, Rain Gutters, Sliding Doors
  • Deck/Patio: Front Porch, Patio
  • Porch/Patio/Deck: Front Porch, Patio

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Driveway, Garage Door Opener, Garage Faces Side, Oversized

Location

  • Area: 34242 - Sarasota/Crescent Beach/Siesta Key
  • County: Sarasota
  • Development Name: 34242 - Sarasota/Crescent Beach/Siesta Key
  • Subdivision: HIDDEN HARBOR
  • Driving Directions: From US-41 drive West on Siesta Dr. Siesta Dr will transition to Higel Ave. Continue on Higel until you veer slightly Left on Midnight Pass Rd. Make a Left into the community of Hidden Harbor and take the first Right on to Hidden Harbor Rd. The home is close to the end on the Left.
  • Direction Faces: Southwest

Community

  • Community Name: 34242 - Sarasota/Crescent Beach/Siesta Key
  • Community Features: Canal Front, Gulf/Ocean Front, Waterfront, Buyer Approval Required, Deed Restrictions, Golf Carts OK
  • Association: Yes
  • Assoc. Name: David Pilkey
  • Assoc. Fees Include: Private Road

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water District: HIDDEN HARBOR CANAL
  • Water: Public
  • Utility Description: Cable Connected, Electricity Connected, Phone Available, Public, Sewer Connected, Sprinkler Meter, Underground Utilities, Water Connected

Structural Information

  • Architectural Info: Contemporary
  • Architectural Style: Contemporary
  • Exterior Const.: HardiPlank Type, Wood Frame, Wood Siding
  • Roof: Metal
  • Windows: Drapes, Rods, Storm Window(s), Window Treatments
  • Stories/Levels: Two
  • Square Feet: 3,201
  • Sq. Ft. Source: Public Records
  • Year Built: 1971

Lot Features

  • Property View: Water
  • Lot Size (Acres): 0.55
  • Lot Size (Sq. Ft.): 23,808
  • Lot Size: 23808
  • Frontage: Street Brick, Street Dead-End, Private Road
  • Street/Road Desc.: Brick

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Access: Yes
  • Water Access Desc: Canal - Saltwater
  • Water Extras: Yes
  • Water Front Name: HIDDEN HARBOR CANAL
  • Water Front Desc.: Canal Front, Gulf/Ocean Front, Waterfront, Saltwater Canal

Financial Considerations

  • Association Fee: $1,996
  • Assoc Fee Freq.: Semi-Annually
  • Assoc Fee Desc.: Required
  • Tax Amount: $24,081
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: LOT 8 HIDDEN HARBOR
  • Flood Zone Info: AE
  • APN: 82010006
  • Property ID: 82010006
Buyer's Brokerage Compensation: Contact Listing Agent
Not binding unless confirmed by separate agreement among applicable parties.

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— 5303 Hidden Harbor Rd —

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NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 5303 Hidden Harbor Rd

School District:Sarasota County School District
NameGradesDistance
Phillippi Shores Elementary School
4747 South Tamiami Trail, Sarasota, FL 34231
PK-51.4 mi
Brookside Middle School
3636 South Shade Avenue, Sarasota, FL 34239
6-82.2 mi
Sarasota High School
2155 Bahia Vista Street, Sarasota, FL 34239
9-123.6 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 5303 Hidden Harbor Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
2/20/2026
Listed
$2,995,000
8.91%
MLS
10/07/2021
Sold
$2,750,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 5303 Hidden Harbor Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$23,244
-11%
$2,056,900
-8%
2024
$26,232
-2%
$2,241,900
-2%
2023
$26,812
2%
$2,283,407
3%
2022
$26,280
109%
$2,216,900
126%
2021
$12,594
—
$981,500
27%
2021
$12,594
-6%
$773,900
-25%
2019
$13,457
80%
$1,036,800
74%
2018
$7,496
—
$594,268
2%
2017
$7,467
—
$582,045
2%
2016
$7,503
-2%
$570,073
1%
2015
$7,642
—
$566,110
1%
2014
$7,616
—
$561,617
2%
2013
$7,617
—
$553,317
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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5303 Hidden Harbor Road, Sarasota, FL 34242 (MLS# N6143036) is a Single Family property with 3 bedrooms and 2 full bathrooms. 5303 Hidden Harbor Road is currently listed for $2,995,000 and was received on February 20, 2026. This property is listed by Walter Shepherd from our Venice/Englewood Office.Want to learn more about 5303 Hidden Harbor Road? Do you have questions about finding other Single Family real estate for sale in Sarasota? You can browse all Sarasota real estate or contact a Coldwell Banker agent to request more information.

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