Welcome to one of Siesta Key’s best deep-water boating opportunities, offering quick access to Sarasota Bay and open waters in less than approximately 3 minutes from your dock. Positioned on one of the island’s deeper canals with 95 feet of water-frontage and a 75-foot dock, this exceptional property is ideal for boating enthusiasts seeking protected dockage, convenience to open water, and functionality for larger vessels. Designed with serious boaters in mind, the property features 200 amp electric service and four 50-amp dockside power services, creating enhanced marina-style functionality rarely found in residential waterfront homes. A 13.5 KW generator further supports seamless waterfront living. Originally introduced at $2,690,000 and now aggressively repositioned, this home presents one of the best values currently available for buyers prioritizing boating functionality, water access, and location. Inside, the home has been fully renovated with a clean coastal-modern design featuring designer tile flooring, an open-concept layout, and expansive sliding glass doors that create seamless indoor-outdoor living. The chef’s kitchen includes custom cabinetry, premium appliances, gas cooktop, Viking hood system, and a temperature-controlled wine cellar. The spacious primary suite offers a private retreat with an oversized walk-in closet, spa-style bathroom, glass-enclosed shower, and direct outdoor shower access. A unique opportunity also exists to create a fourth bedroom or additional private suite within the current pergola lounge area, adding flexibility for guests or multigenerational living. Outdoor living is designed around the waterfront lifestyle, featuring a saltwater pool and spa, tropical landscaping, integrated lighting, retractable awning, outdoor wet bar, propane fire pit, and multiple entertaining spaces. Additional highlights include a 250-gallon propane tank, updated HVAC system, newer water heater with circulating system, epoxy-finished garage, hurricane protection features, and dry storage area with wine and whiskey display. With neighboring waterfront properties trading at substantial premiums for land value alone, this property represents an exceptional opportunity to own a move-in-ready waterfront home designed for both luxury living and serious boating. Luxury yacht also available separately inquire for details.
For sale
Price cut: $45K (3/13)
$2,450,000
4508 Woodside Rd, Sarasota, FL 34242
3beds
2,341sqft
Est.:
Single Family Residence
Built in 1969
0.26 Acres Lot
$-- Zestimate®
$1,047/sqft
$-- HOA
What's special
Saltwater pool and spaIntegrated lightingPropane fire pitOutdoor wet barSpa-style bathroomTemperature-controlled wine cellarOpen-concept layout
- 162 days |
- 538 |
- 25 |
Zillow last checked:
Listing updated:
Listing Provided by:
Derek Edwards 941-929-3183,
KELLER WILLIAMS ON THE WATER S 941-803-7522
Source: Stellar MLS,MLS#: A4674684
Originating MLS: Sarasota - Manatee
Originating MLS: Sarasota - Manatee
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Features: En Suite Bathroom, Walk-In Closet(s)
- Level: First
Bedroom 2
- Features: Built-in Closet
- Level: First
Bedroom 3
- Features: Built-in Closet
- Level: First
Primary bathroom
- Level: First
Balcony porch lanai
- Level: First
Kitchen
- Level: First
Living room
- Level: First
Heating
- Central
Cooling
- Central Air
Appliances
- Included: Dishwasher, Electric Water Heater, Range, Range Hood, Refrigerator
- Laundry: Inside
Features
- Ceiling Fan(s), Open Floorplan, Primary Bedroom Main Floor, Thermostat, Walk-In Closet(s)
- Flooring: Porcelain Tile
- Doors: Outdoor Shower, Sliding Doors
- Has fireplace: No
Interior area
- Total structure area: 2,846
- Total interior livable area: 2,341 sqft
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Circular Driveway, Driveway, Ground Level, Off Street
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Features
- Levels: One
- Stories: 1
- Patio & porch: Patio
- Exterior features: Awning(s), Irrigation System, Lighting, Other, Outdoor Shower, Sidewalk
- Has private pool: Yes
- Pool features: Gunite, Heated, In Ground, Salt Water, Solar Cover
- Has spa: Yes
- Spa features: Above Ground, Heated, In Ground
- Has view: Yes
- View description: Trees/Woods, Water, Canal
- Has water view: Yes
- Water view: Water,Canal
- Waterfront features: Canal - Saltwater, Saltwater Canal Access
- Body of water: INTRACOASTAL AND SARASOTA BAY
Lot
- Size: 0.26 Acres
- Features: FloodZone, In County, Key Lot, Landscaped, Level, Near Marina, Private
- Residential vegetation: Trees/Landscaped
Details
- Additional structures: Other
- Parcel number: 0079100024
- Zoning: RSF2
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Stucco
- Foundation: Slab
- Roof: Metal
Condition
- Completed
- New construction: No
- Year built: 1969
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: BB/HS Internet Available, Cable Available, Electricity Connected, Propane, Public, Sewer Connected, Water Connected
Community & HOA
Community
- Security: Security System, Smoke Detector(s)
- Pet fee: $0 monthly
- Subdivision: SIESTAS BAYSIDE WATERSIDE WOOD
HOA
- Has HOA: No
Location
- Region: Sarasota
Financial & listing details
- Price per square foot: $1,047/sqft
- Tax assessed value: $1,162,900
- Annual tax amount: $7,045
- Date on market: 12/10/2025
- Cumulative days on market: 163 days
- Listing terms: Cash,Conventional
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Paved
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 3/13/2026 | Price change | $2,450,000-1.8%$1,047/sqft |
Source:  Stellar MLS #A4674684 Report a problem | ||
| 2/19/2026 | Price change | $2,495,000-3.7%$1,066/sqft |
Source: Stellar MLS #A4674684 Report a problem | ||
| 2/2/2026 | Price change | $2,590,000-3.7%$1,106/sqft |
Source: Stellar MLS #A4674684 Report a problem | ||
| 12/11/2025 | Listed for sale | $2,690,000+3.5%$1,149/sqft |
Source: Stellar MLS #A4674684 Report a problem | ||
| 12/9/2025 | Listing removed | -- |
Source: Owner Report a problem | ||
| 11/4/2025 | Listed for sale | $2,600,000+147.6%$1,111/sqft |
Source: Owner Report a problem | ||
| 5/1/2009 | Listing removed | $1,050,000$449/sqft |
Source: Listhub #A3906112 Report a problem | ||
| 4/11/2009 | Listed for sale | $1,050,000+145.9%$449/sqft |
Source: Listhub #A3906112 Report a problem | ||
| 10/18/1999 | Sold | $427,000$182/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $7,339 -8.1% | $606,886 -9% |
| 2024 | $7,987 +3.3% | $666,782 +3% |
| 2023 | $7,731 +3.7% | $647,361 +4.1% |
| 2022 | $7,454 +0.1% | $621,918 +3% |
| 2021 | $7,450 +0.9% | $603,804 +2.9% |
| 2020 | $7,380 +3.1% | $586,789 +2.3% |
| 2019 | $7,155 | $573,596 +1.9% |
| 2018 | $7,155 +2% | $562,901 +2.6% |
| 2017 | $7,012 -0.6% | $548,769 -21.9% |
| 2016 | $7,057 | $702,400 -1.2% |
| 2015 | $7,057 | $710,700 +36.2% |
| 2014 | $7,057 +0.4% | $521,685 |
| 2013 | $7,032 +3.2% | $521,685 +2.1% |
| 2012 | $6,815 +4.2% | $510,858 +2.5% |
| 2011 | $6,541 -2.7% | $498,600 +0% |
| 2010 | $6,724 -0.3% | $498,500 -7.2% |
| 2009 | $6,745 | $536,976 +0.1% |
| 2008 | $6,745 +0.3% | $536,440 +3% |
| 2007 | $6,725 | $520,816 +2.5% |
| 2006 | -- | $508,113 +3% |
| 2005 | -- | $493,314 +3% |
| 2004 | $7,092 -1.2% | $478,946 +1.9% |
| 2003 | $7,178 +3.1% | $470,016 +2.4% |
| 2002 | $6,959 +1.3% | $459,000 +0.7% |
| 2001 | $6,868 +33.2% | $455,600 +37.1% |
| 2000 | $5,156 | $332,300 |
Find assessor info on the county website
Monthly payment
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HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 34242
Nearby schools
GreatSchools rating
- 9/10Phillippi Shores Elementary SchoolGrades: PK-5Distance: 1.8 mi
- 6/10Brookside Middle SchoolGrades: 6-8Distance: 2.2 mi
- 5/10Sarasota High SchoolGrades: 9-12Distance: 3.2 mi
Schools provided by the listing agent
- Elementary: Phillippi Shores Elementary
- Middle: Brookside Middle
- High: Sarasota High
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
A local lender can help you make sure your offer is ready when you are.
- Florida
- Sarasota County
- Siesta Key
- 34242
- 4508 Woodside Rd
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