4508 Woodside Rd
Description
Welcome to 4508 Woodside Rd, a true boater’s paradise on Siesta Key offering privacy, deep-water access, and refined coastal living. Positioned on one of the island’s deepest canals, this property provides quick access to the Intracoastal and Sarasota Bay, with 95 feet of waterfront and a 75-foot dock designed for serious boating. Inside, the home features a fully renovated interior with designer tile flooring, an open-concept layout, and expansive sliding...Luxury Waterfront Living Now Priced to Move
Welcome to 4508 Woodside Rd, a true boater’s paradise on Siesta Key offering privacy, deep-water access, and refined coastal living. Positioned on one of the island’s deepest canals, this property provides quick access to the Intracoastal and Sarasota Bay, with 95 feet of waterfront and a 75-foot dock designed for serious boating. Inside, the home features a fully renovated interior with designer tile flooring, an open-concept layout, and expansive sliding glass doors that seamlessly connect indoor and outdoor living. The chef’s kitchen is equipped with custom cabinetry, a Viking hood system, gas cooktop, and premium appliances, while a temperature-controlled wine cellar adds a true luxury touch. The primary suite is a private retreat with a spacious layout, oversized walk-in closet, and a spa-style bathroom featuring a glass-enclosed shower and outdoor shower access. Every detail has been thoughtfully designed for comfort and functionality. Step outside to your own private resort complete with a saltwater pool and spa, lush landscaping, integrated lighting, and a covered pergola with outdoor lounge space, propane fire pit, and TV viewing area. A retractable awning and outdoor wet bar enhance the space, making it ideal for entertaining year-round. Additional highlights include a 250-gallon propane tank, 14.5 KW generator, updated HVAC, newer water heater with circulating system, epoxy-finished garage, and hurricane protection features. Originally introduced at $2,690,000, the property has undergone multiple strategic price adjustments and is now positioned to sell, presenting one of the best waterfront opportunities on Siesta Key. With nearby properties trading at significant premiums for land value alone, this offering delivers exceptional value for both end-users and investors. Also available: luxury yacht (inquire for details).
- Listed by Derek Edwards • Brokerage DRE #1045241 • KELLER WILLIAMS ON THE WATER SP: (941)-929-3183 C: (941)-929-3183 derek.edwards1123@gmail.com
Property Details for 4508 Woodside Road
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Property Details for 4508 Woodside Road
| Status | Active |
|---|---|
| MLS # | A4674684 |
| Days on Market | 114 |
| Taxes | $7,045 / year |
| HOA Fees | - |
| Condo/Co-op Fees | - |
| Compass Type | Single Family |
| MLS Type | Residential / Single Family Residence |
| Year Built | 1969 |
| Lot Size | 0.26 AC / 11,400 SF |
| County | Sarasota County |
Location
Building Information for 4508 Woodside Road
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$12,924 per month
30 year fixed, 6.46% Interest
$12,337
$587
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1Property Information for 4508 Woodside Road
- Building Area Source: Public Records
- Building Area Total: 2740.0
- Building Area Units: Square Feet
- Direction Faces: Northwest
- Directions: Head south on S Tamiami Trl toward Bougainvillea St, Turn right onto Siesta Dr, Continue onto Higel Ave, Continue straight to stay on Higel Ave, At the traffic circle, continue straight to stay on Higel Ave, Turn left onto Mangrove Point Rd, Turn right onto Woodside Rd, home will be on the right
- Elementary School: Phillippi Shores Elementary
- Middle Or Junior School: Brookside Middle
- High School: Sarasota High
- Other Equipment: Fuel Tank(s), Generator
- Mls Major Change Type: Price Decrease
- Listing Service: Full Service
- Road Frontage Type: Street Paved
- Senior Community: No
- SW Subdiv Community Name: Siesta Bayside
- Unit Number: No
- Street Number: 4508
- Street Name: WOODSIDE
- Street Suffix: ROAD
- State: FL
- City: SARASOTA
- Attached Garage: Yes
- Carport: No
- Garage: Yes
- Parking Features: Circular Driveway, Driveway, Ground Level, Off Street
- Association: No
- CDD: No
- Pet Restrictions: Verify all pet restrictions with the county
- Tax Book Number: 18-44
- Tax Legal Description: LOT 20 SIESTAS BAYSIDE WATERSIDE-WOOD UNIT B
- Tax Lot: 20
- Tax Year: 2025
- Virtual Tour URL Branded: https://my.matterport.com/show?play=1&lang=en-US&m=97jNDc2SUoB
- Virtual Tour URL Branded 2: https://05142016.aryeo.com/sites/vnewrve/unbranded
- Virtual Tour URL Unbranded: https://my.matterport.com/show?play=1&lang=en-US&m=97jNDc2SUoB
- Additional Parcels: No
- Additional Water Information: With 97 feet of water frontage and a 75-foot new dock, this is a legitimate boater’s setup designed for ease, speed, and functionality.
- Lot Features: FloodZone, In County, Key Lot, Landscaped, Level, Near Marina, Private
- Parcel Number: 0079100024
- Total Acreage: 1/4 to less than 1/2
- Water Access: Canal - Saltwater
- Water Access: Yes
- Water Body Name: INTRACOASTAL AND SARASOTA BAY
- Water Extras: No
- Zoning: RSF2
- Living Area: 2276
- Year Built Numeric: 1969
- Flood Zone Code: AE
- Flood Zone Date: 03-27-2024
- Flood Zone Panel: 12115C0141G
- Homestead: Yes
- New Construction: No
- Property Condition: Completed
- Public Survey Range: 17
- Public Survey Section: 01
- Dock YN: Yes
- Dock Description: Dock - Composite, Dock - Wood
- Dock Dimensions: 75ft
- Sewer: Public Sewer
- Utilities: BB/HS Internet Available, Cable Available, Electricity Connected, Propane, Public, Sewer Connected, Water Connected
- Water Source: Public
- Construction Materials: Stucco
- Exterior Features: Awning(s), Irrigation System, Lighting, Other, Outdoor Shower, Sidewalk, Sliding Doors
- Foundation Details: Slab
- Levels: One
- Other Structures: Other
- Patio And Porch Features: Patio
- Pool Features: Gunite, Heated, In Ground, Salt Water, Solar Cover
- Pool Private: Yes
- Pool: Private
- Pool Private: Yes
- Roof: Metal
- Security Features: Security System, Smoke Detector(s)
- Spa Features: Above Ground, Heated, In Ground
- Spa: Yes
- Vegetation: Trees/Landscaped
- Waterfront Features: Canal - Saltwater
- Waterfront Feet Total: 97
- Bedrooms Total: 3
- Bathrooms Full: 2
- Appliances: Dishwasher, Electric Water Heater, Range, Range Hood, Refrigerator
- Cooling: Central Air
- Fireplace: No
- Flooring: Porcelain Tile
- Heating: Central
- Interior Features: Ceiling Fan(s), Open Floorplan, Primary Bedroom Main Floor, Thermostat, Walk-In Closet(s)
- Laundry Features: Inside
- Living Area Source: Owner
- Living Area Units: Square Feet
- Room Count: 7.0
- Water View: Yes
- Bathrooms Half: 0
- Pets Allowed: Cats OK, Dogs OK, Yes
Property History for 4508 Woodside Road
| Date | Event & Source | Price | Appreciation |
|---|---|---|---|
| Mar 13, 2026 | Price Change MFRMLS #A4674684 | $2,450,000 | — |
| Feb 18, 2026 | Price Change MFRMLS #A4674684 | $2,495,000 | — |
| Feb 2, 2026 | Price Change MFRMLS #A4674684 | $2,590,000 | — |
| Dec 10, 2025 | Listed (Active) MFRMLS #A4674684 | $2,690,000 | — |
| Apr 9, 2010 | Expired MFRMLS #A3906112 | $949,000 | — |
| Apr 9, 2009 | Listed (Active) MFRMLS #A3906112 | $1,050,000 | — |
| Date | Event & Source | Price |
|---|---|---|
| 03/13/2026 | Price Change MFRMLS #A4674684 | $2,450,000 |
| 02/18/2026 | Price Change MFRMLS #A4674684 | $2,495,000 |
| 02/02/2026 | Price Change MFRMLS #A4674684 | $2,590,000 |
| 12/10/2025 | Listed (Active) MFRMLS #A4674684 | $2,690,000 |
| 04/09/2010 | Expired MFRMLS #A3906112 | $949,000 |
| 04/09/2009 | Listed (Active) MFRMLS #A3906112 | $1,050,000 |
For completeness, Compass often displays two records for one sale: the MLS record and the public record.
Public Records for 4508 Woodside Road
Schools near 4508 Woodside Road
Rating | School | Type | Grades | Distance |
|---|---|---|---|---|
| Public - | PK to 5 | |||
| Public - | 6 to 8 | |||
| Public - | 9 to 12 | |||
| Public - | 9 to 12 |
Rating | School | Distance |
|---|---|---|
Phillippi Shores Elementary School PublicPK to 5 | ||
Brookside Middle School Public6 to 8 | ||
Sarasota High School Public9 to 12 | ||
Sarasota Virtual Instruction (Course Offerings) Public9 to 12 |
School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.
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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.
Listing Courtesy of KELLER WILLIAMS ON THE WATER S, Derek Edwards
The information is being provided in part by Southwest Florida Multiple Listing Service, Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2, and MarcoMls. Information deemed reliable but not guaranteed. Information is provided for consumers' personal, non-commercial use, and may not be used for any purpose other than the identification of potential properties for purchase. Copyright 2026 Southwest Florida Multiple Listing Service and MarcoMls. All Rights Reserved. The data relating to real estate for sale displayed on this website comes in part from the Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2 and MarcoMls. Properties listed with brokerage firms other than Compass are marked with the "BR House" logo. Detailed information about such properties includes the name of the brokerage firm with which the seller has listed the property. The properties displayed may not be all the properties listed with brokerage firms participating in the Naples MLS BR Program, or contained in the database compilation of Naples MLS.
