Recently Viewed Properties
See This Home
Save This Listing
Close

$2,250,000

  • Sold
  • Closed
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 3,201 Sq. Ft.
See This Home
Save This Home
See This Home
Save This Home
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

  • Sold For: $2,250,000
  • HOA FEE: $333/month
  • HOA FEE FREQ.: Semi-Annually
  • Taxes: $24,081 (2025)
  • Status: Closed
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: N6143036
  • Added to Site: 233 day(s) ago

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
  • Living Area: 3,201 Sq. Ft.
  • 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

Meet the listing agent

Meet the listing agent
— 5303 Hidden Harbor Rd —

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

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 ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 5303 Hidden Harbor Rd

Date
Details
Price
Change
Source
9/18/2026
Sold
$2,250,000
-15.09%
MLS
6/28/2026
Price Reduced
$2,650,000
-5.19%
MLS
3/10/2026
Price Reduced
$2,795,000
-6.68%
MLS
2/20/2026
Listed
$2,995,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Similar Properties near 5303 Hidden Harbor Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

617 Rountree Dr, Longboat Key, FL 34228 - Photo 1
$2,150,000

617 Rountree Dr  Longboat Key, FL 34228

  • Single Family
  • Active
  • 3
    Beds
  • 2
    Total Baths
  • 1,972
    Sq. Ft.
Listed by Fine Properties
355 S Shore Dr, Sarasota, FL 34234 - Photo 1
$2,295,000

355 S Shore Dr  Sarasota, FL 34234

  • Single Family
  • Active
  • 3
    Beds
  • 3
    Total Baths
  • 3,276
    Sq. Ft.
Listed by Pettingell Professionals (941) 383-6411 and Robbie McLoughlin (941) 705-2349
3606 Palonia Ct, Sarasota, FL 34239 - Photo 1
$2,299,000

3606 Palonia Ct  Sarasota, FL 34239

  • Single Family
  • Active
  • 3
    Beds
  • 3
    Total Baths
  • 2,700
    Sq. Ft.
Listed by Daria Fairchild (941) 650-7207
2424 Ashton Rd, Sarasota, FL 34231 - Photo 1
$2,342,500

2424 Ashton Rd  Sarasota, FL 34231

  • Single Family
  • Active
  • 3
    Beds
  • 3
    Total Baths
  • 2,872
    Sq. Ft.
Listed by Michael Saunders & Company

Just Listed near 5303 Hidden Harbor Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

3060 Grand Bay Blvd, Longboat Key, FL 34228 - Photo 1 Just Listed
$1,595,000

3060 Grand Bay Blvd  #162  Longboat Key, FL 34228

  • Condo
  • Active
  • Updated 4 days ago
  • 3
    Beds
  • 4
    Total Baths
  • 2,250
    Sq. Ft.
Listed by Bruce Myer Group (941) 383-6411
2550 Harbourside Dr, Longboat Key, FL 34228 - Photo 1 Just Listed
$1,400,000

2550 Harbourside Dr  #334  Longboat Key, FL 34228

  • Condo
  • Active
  • Updated 2 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 3,083
    Sq. Ft.
Listed by Abbe Ross Team (941) 383-6411
8049 Tybee Ct, University Park, FL 34201 - Photo 1 Just Listed
$430,000

8049 Tybee Ct  #8049  University Park, FL 34201

  • Condo
  • Active
  • Updated 1 hour ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,664
    Sq. Ft.
Listed by Lokation
2141 Harbourside Dr, Longboat Key, FL 34228 - Photo 1 Just Listed
$1,450,000
Open House

2141 Harbourside Dr  #1203  Longboat Key, FL 34228

  • Condo
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,204
    Sq. Ft.
Listed by Premier Sotheby's International Realty

Price Reduced near 5303 Hidden Harbor Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

1591 Gulf of Mexico Dr, Longboat Key, FL 34228 - Photo 1 Price Reduced
-$10,000 (-0.23%)
$4,409,000

1591 Gulf of Mexico Dr  #413  Longboat Key, FL 34228

  • Condo
  • Active
  • Updated 6 days ago
  • 2
    Beds
  • 3
    Total Baths
  • 2,154
    Sq. Ft.
Listed by Michael Saunders & Company
8009 Hampton Ct, University Park, FL 34201 - Photo 1 Price Reduced
-$20,000 (-2.86%)
$679,900
Open House

8009 Hampton Ct  University Park, FL 34201

  • Single Family
  • Active
  • Updated 4 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,158
    Sq. Ft.
Listed by Fine Properties
4485 Gulf Of Mexico Dr, Longboat Key, FL 34228 - Photo 1 Price Reduced
-$333,223 (-33.74%)
$654,321
Open House

4485 Gulf Of Mexico Dr  #402  Longboat Key, FL 34228

  • Condo
  • Active
  • Updated 6 hours ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,022
    Sq. Ft.
Listed by Neal Van De Ree & Associates
2185 Gulf of Mexico Dr, Longboat Key, FL 34228 - Photo 1 Price Reduced
-$100,000 (-5.01%)
$1,895,000

2185 Gulf of Mexico Dr  #212  Longboat Key, FL 34228

  • Condo
  • Active
  • Updated 4 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,448
    Sq. Ft.
Listed by Michael Saunders & Company

Recent Sales near 5303 Hidden Harbor Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

5225 Hidden Harbor Rd, Sarasota, FL 34242 - Photo 1 Sold
$2,200,000

5225 Hidden Harbor Rd  Sarasota, FL 34242

  • Lots/Land
  • Closed
  • 0.61
    Acres
Listed by Loyd Robbins & Co. Llc
Sold by Michael Saunders & Company
819 Paradise Way, Sarasota, FL 34242 - Photo 1 Sold
$2,225,000

819 Paradise Way  Sarasota, FL 34242

  • Single Family
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 2,505
    Sq. Ft.
Listed by Premier Sotheby's International Realty
Sold by Tim Yocum
5024 Commonwealth Dr, Sarasota, FL 34242 - Photo 1 Sold
$1,954,700

5024 Commonwealth Dr  Sarasota, FL 34242

  • Single Family
  • Closed
  • 3
    Beds
  • 4
    Total Baths
  • 2,468
    Sq. Ft.
Listed by Charity & Weiss International Llc
Sold by Re/Max Alliance Group
605 Avenida De Mayo, Sarasota, FL 34242 - Photo 1 Sold
$2,000,000

605 Avenida De Mayo  Sarasota, FL 34242

  • Single Family
  • Closed
  • 5
    Beds
  • 4
    Total Baths
  • 4,210
    Sq. Ft.
Listed by Premier Sotheby's International Realty
Sold by Stellar Non-Member Office

5303 Hidden Harbor Road, Sarasota, FL 34242 (MLS# N6143036) is a Single Family property that was sold at $2,250,000 on September 18, 2026. This property was 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.