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).
For sale
Price cut: $45K (3/13)
$2,450,000
4508 Woodside Rd, Sarasota, FL 34242
3beds
2,276sqft
Est.:
Single Family Residence
Built in 1969
0.26 Acres Lot
$-- Zestimate®
$1,076/sqft
$-- HOA
What's special
Epoxy-finished garageFully renovated interiorSaltwater pool and spaIntegrated lightingPropane fire pitOutdoor wet barPrivate resort
- 118 days |
- 915 |
- 44 |
Zillow last checked: 7 hours ago
Listing updated: April 06, 2026 at 05:48am
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: 2,740
- Total interior livable area: 2,276 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: $1,076/sqft
- Tax assessed value: $1,162,900
- Annual tax amount: $7,045
- Date on market: 12/10/2025
- Cumulative days on market: 119 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
Price history
| Date | Event | Price |
|---|---|---|
| 3/13/2026 | Price change | $2,450,000-1.8%$1,076/sqft |
Source:  Stellar MLS #A4674684 Report a problem | ||
| 2/19/2026 | Price change | $2,495,000-3.7%$1,096/sqft |
Source: Stellar MLS #A4674684 Report a problem | ||
| 2/2/2026 | Price change | $2,590,000-3.7%$1,138/sqft |
Source: Stellar MLS #A4674684 Report a problem | ||
| 12/11/2025 | Listed for sale | $2,690,000+3.5%$1,182/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%$1,142/sqft |
Source: Owner Report a problem | ||
| 5/1/2009 | Listing removed | $1,050,000$461/sqft |
Source: Listhub #A3906112 Report a problem | ||
| 4/11/2009 | Listed for sale | $1,050,000+145.9%$461/sqft |
Source: Listhub #A3906112 Report a problem | ||
| 10/18/1999 | Sold | $427,000$188/sqft |
Source: Public Record Report a problem | ||
Public tax history
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
Est. payment
$14,811/mo
Principal & interest
$12218
Property taxes
$2593
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Climate risks
Neighborhood: 34242
Nearby schools
GreatSchools rating
- 9/10Phillippi Shores Elementary SchoolGrades: PK-5Distance: 1.9 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.
Local experts in 34242
- Florida
- Sarasota County
- Siesta Key
- 34242
- 4508 Woodside Rd
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