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!
For sale
Price cut: $200K (3/10)
$2,795,000
5303 Hidden Harbor Rd, Sarasota, FL 34242
3beds
3,201sqft
Est.:
Single Family Residence
Built in 1971
0.55 Acres Lot
$-- Zestimate®
$873/sqft
$333/mo HOA
What's special
Waterfront lotsRestored original fixturesNatural seawall of mangrovesStone countersOver half acre lotWater viewsPest control misting system
- 39 days |
- 758 |
- 29 |
Zillow last checked: 7 hours ago
Listing updated: March 10, 2026 at 12:47pm
Listing Provided by:
Walter Shepherd 941-445-2455,
COLDWELL BANKER REALTY 941-493-1000
Source: Stellar MLS,MLS#: N6143036
Originating MLS: Venice
Originating MLS: Venice
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Rooms
- Room types: Family Room, Utility Room, Loft
Primary bedroom
- Features: Ceiling Fan(s), Dual Sinks, En Suite Bathroom, Shower No Tub, Water Closet/Priv Toilet, Walk-In Closet(s)
- Level: Second
- Area: 294 Square Feet
- Dimensions: 14x21
Bedroom 2
- Features: Ceiling Fan(s), Walk-In Closet(s)
- Level: First
- Area: 225 Square Feet
- Dimensions: 15x15
Bedroom 3
- Features: Ceiling Fan(s), Walk-In Closet(s)
- Level: First
- Area: 225 Square Feet
- Dimensions: 15x15
Dining room
- Level: First
- Area: 221 Square Feet
- Dimensions: 13x17
Family room
- Features: Bar
- Level: First
- Area: 304 Square Feet
- Dimensions: 16x19
Kitchen
- Level: First
- Area: 132 Square Feet
- Dimensions: 11x12
Living room
- Level: First
- Area: 378 Square Feet
- Dimensions: 18x21
Heating
- Central
Cooling
- Central Air
Appliances
- Included: Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range Hood, Refrigerator, Washer
- Laundry: Electric Dryer Hookup, Inside, Laundry Room
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)
- Flooring: Luxury Vinyl
- Doors: Sliding Doors
- Windows: Drapes, Rods, Storm Window(s), Window Treatments
- Has fireplace: Yes
- Fireplace features: Living Room, Wood Burning
Interior area
- Total structure area: 3,854
- Total interior livable area: 3,201 sqft
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Driveway, Garage Door Opener, Garage Faces Side, Oversized
- Garage spaces: 2
- Has uncovered spaces: Yes
- Details: Garage Dimensions: 31x24
Features
- Levels: Two
- Stories: 2
- Patio & porch: Front Porch, Patio
- Exterior features: Irrigation System, Lighting, Private Yard, Rain Gutters
- Has private pool: Yes
- Pool features: Deck, Gunite, Heated, In Ground, Lighting
- Spa features: Heated, In Ground
- Has view: Yes
- View description: Water, Canal
- Has water view: Yes
- Water view: Water,Canal
- Waterfront features: Canal Front, Gulf/Ocean Front, Waterfront, Canal - Saltwater, Saltwater Canal Access, Bridges - No Fixed Bridges, Fishing Pier, Lift, No Wake Zone, Riprap, Seawall
- Body of water: HIDDEN HARBOR CANAL
Lot
- Size: 0.55 Acres
- Features: In County, Irregular Lot, Landscaped, Private, Street Dead-End
- Residential vegetation: Mature Landscaping, Oak Trees, Trees/Landscaped
Details
- Parcel number: 0082010006
- Zoning: RE2
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary
- Property subtype: Single Family Residence
Materials
- HardiPlank Type, Wood Frame, Wood Siding
- Foundation: Slab
- Roof: Metal
Condition
- New construction: No
- Year built: 1971
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Connected, Electricity Connected, Phone Available, Public, Sewer Connected, Sprinkler Meter, Underground Utilities, Water Connected
Community & HOA
Community
- Features: Canal Front, Gulf/Ocean Front, Waterfront, Buyer Approval Required, Deed Restrictions, Golf Carts OK
- Security: Security Lights, Security System, Security System Owned, Smoke Detector(s)
- Pet fee: $0 monthly
- Subdivision: HIDDEN HARBOR
HOA
- Has HOA: Yes
- Services included: Private Road
- HOA fee: $333 monthly
- HOA name: David Pilkey
- HOA phone: 941-228-7816
Location
- Region: Sarasota
Financial & listing details
- Price per square foot: $873/sqft
- Tax assessed value: $2,056,900
- Annual tax amount: $24,081
- Date on market: 2/20/2026
- Cumulative days on market: 27 days
- Listing terms: Cash,Conventional
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Brick
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 3/10/2026 | Price change | $2,795,000-6.7%$873/sqft |
Source:  Stellar MLS #N6143036 Report a problem | ||
| 2/20/2026 | Listed for sale | $2,995,000+8.9%$936/sqft |
Source: Stellar MLS #N6143036 Report a problem | ||
| 10/12/2021 | Sold | $2,750,000+4%$859/sqft |
Source: Public Record Report a problem | ||
| 8/29/2021 | Pending sale | $2,645,000+193.9%$826/sqft |
Source: Stellar MLS #A4507776 Report a problem | ||
| 6/9/2020 | Sold | $900,000-18.2%$281/sqft |
Source: Public Record Report a problem | ||
| 5/18/2020 | Pending sale | $1,100,000$344/sqft |
Source: Michael Saunders & Company - Licensed Real Estate Broker #A4421223 Report a problem | ||
| 5/8/2020 | Price change | $1,100,000-5.1%$344/sqft |
Source: Michael Saunders & Company - Licensed Real Estate Broker #A4421223 Report a problem | ||
| 5/3/2020 | Listed for sale | $1,159,000$362/sqft |
Source: Michael Saunders & Company - Licensed Real Estate Broker #A4421223 Report a problem | ||
| 4/21/2020 | Pending sale | $1,159,000$362/sqft |
Source: Michael Saunders & Company - Licensed Real Estate Broker #A4421223 Report a problem | ||
| 3/9/2020 | Price change | $1,159,000-3.3%$362/sqft |
Source: Michael Saunders & Company - Licensed Real Estate Broker #A4421223 Report a problem | ||
| 1/8/2020 | Price change | $1,199,000-4.8%$375/sqft |
Source: Michael Saunders & Company - Licensed Real Estate Broker #A4421223 Report a problem | ||
| 7/12/2019 | Price change | $1,259,000-3.1%$393/sqft |
Source: Michael Saunders & Company - Licensed Real Estate Broker #A4421223 Report a problem | ||
| 4/22/2019 | Price change | $1,299,000-7.1%$406/sqft |
Source: Michael Saunders & Company - Licensed Real Estate Broker #A4421223 Report a problem | ||
| 2/26/2019 | Price change | $1,399,000-6.7%$437/sqft |
Source: Michael Saunders & Company - Licensed Real Estate Broker #A4421223 Report a problem | ||
| 1/24/2019 | Price change | $1,499,000-6.3%$468/sqft |
Source: Michael Saunders & Company - Licensed Real Estate Broker #A4421223 Report a problem | ||
| 12/10/2018 | Listed for sale | $1,599,000+6.7%$500/sqft |
Source: Michael Saunders & Company - Licensed Real Estate Broker #A4421223 Report a problem | ||
| 1/29/2018 | Listing removed | $1,499,000$468/sqft |
Source: DEAR REALTY #A4188873 Report a problem | ||
| 12/5/2017 | Price change | $1,499,000-11.8%$468/sqft |
Source: DEAR REALTY #A4188873 Report a problem | ||
| 8/22/2017 | Price change | $1,699,000-5.6%$531/sqft |
Source: DEAR REALTY #A4188873 Report a problem | ||
| 6/12/2017 | Listed for sale | $1,800,000+5.9%$562/sqft |
Source: DEAR REALTY #A4188912 Report a problem | ||
| 3/11/2016 | Listing removed | $1,700,000$531/sqft |
Source: Owner Report a problem | ||
| 2/25/2016 | Listed for sale | $1,700,000$531/sqft |
Source: Owner Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $24,081 -8.2% | $2,056,900 -8.3% |
| 2024 | $26,232 -2.2% | $2,241,900 -1.8% |
| 2023 | $26,812 +2% | $2,283,407 +3% |
| 2022 | $26,280 +108.7% | $2,216,900 +125.9% |
| 2021 | $12,594 +22.8% | $981,500 +26.8% |
| 2020 | $10,259 -23.8% | $773,900 -25.4% |
| 2019 | $13,457 | $1,036,800 +74.5% |
| 2018 | $13,457 +79.5% | $594,268 +2.1% |
| 2017 | $7,496 -1.9% | $582,045 -44.7% |
| 2016 | $7,642 | $1,052,600 +6.8% |
| 2015 | $7,642 +0.3% | $985,200 +78.1% |
| 2014 | $7,616 0% | $553,317 |
| 2013 | $7,617 +2.7% | $553,317 +1.7% |
| 2012 | $7,416 +4.6% | $544,068 +3% |
| 2011 | $7,087 -1.3% | $528,221 +1.5% |
| 2010 | $7,178 +10.1% | $520,415 +2.7% |
| 2009 | $6,520 | $506,733 +0.1% |
| 2008 | $6,520 +0.2% | $506,227 +3% |
| 2007 | $6,508 | $491,483 +2.5% |
| 2006 | -- | $479,496 +3.2% |
| 2005 | -- | $464,830 +3% |
| 2004 | $6,833 -1.2% | $451,291 +1.9% |
| 2003 | $6,913 +2.3% | $442,876 +2.4% |
| 2002 | $6,754 +7.5% | $432,496 +1.6% |
| 2001 | $6,285 +2.6% | $425,685 +3% |
| 2000 | $6,125 | $413,286 |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$17,794/mo
Principal & interest
$14503
Property taxes
$2958
HOA Fees
$333
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Climate risks
Neighborhood: 34242
Nearby schools
GreatSchools rating
- 9/10Phillippi Shores Elementary SchoolGrades: PK-5Distance: 1.4 mi
- 6/10Brookside Middle SchoolGrades: 6-8Distance: 2.2 mi
- 5/10Sarasota High SchoolGrades: 9-12Distance: 3.6 mi
Local experts in 34242
- Florida
- Sarasota County
- Siesta Key
- 34242
- 5303 Hidden Harbor Rd
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