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$2,690,000
1 Day On Site

4508 WOODSIDE ROAD
SARASOTA, FL 34242

For Sale|Single Family Residence|Active
3
Beds
2
Total Baths
2
Full Baths
2,238
SqFt
$1,202
/SqFt
1969
Built
Subdivision:
SIESTAS BAYSIDE WATERSIDE WOOD
County:
Sarasota
Call Now: (941) 444-5444
Is this the listing for you? We can help make it yours.
(941) 444-5444
Upcoming Open Houses
Sun, Dec 14, 1:00 PM - 3:00 PM
4508 WOODSIDE ROAD4508 WOODSIDE ROAD4508 WOODSIDE ROAD4508 WOODSIDE ROAD
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Luxury Exclusive Living – Boaters’ Paradise Welcome to 4508 Woodside Rd., a true waterfront retreat on Siesta Key offering privacy, boating convenience, and refined coastal living. Positioned on one of the deepest canals on the island, this home delivers three-minute access to the Intracoastal and Sarasota Bay. 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. Step inside to a fully renovated interior featuring designer tile flooring throughout and an open-concept living space framed by massive sliding glass doors with uninterrupted views to the tropical outdoor living area. The chef-inspired kitchen showcases custom kitchen cabinetry and counters, a premium viking hood system and gas cooktop, updated appliances, and a temperature-controlled enclosed walk-in wine cellar that makes an immediate statement. The primary bedroom suite is its own private retreat, offering a spacious layout with large windows overlooking lush tropical landscaping and tranquil water views. Sliding doors provide direct access to the backyard for seamless indoor-outdoor living. The suite includes an oversized walk-in closet and a beautifully updated spa-style bathroom featuring a glass-wrapped indoor shower plus a private outdoor shower. The home is also equipped with a 250-gallon propane tank, supporting the property’s enhanced functionality and systems. Outdoors, the backyard lives like a private luxury resort. A stunning saltwater pool and spa are surrounded by lush, mature landscaping, integrated LED landscape lighting, and thoughtfully designed pavered hardscape. In addition to the pool and spa, a private therapeutic Jacuzzi is tucked into its own secluded setting, offering a quiet escape at the end of the day. A massive covered 18’ x 36’ pergola oasis anchors the outdoor living area, featuring large cooling fans, comfortable lounge seating, a propane fire pit, and space to watch TV while enjoying expansive water views. A 32-foot retractable awning adds flexibility and shade, making this outdoor environment functional year-round. Directly beneath the pergola, the outdoor wet bar with ability to add more and entertainment area make hosting effortless. As you walk toward the dock, you’ll pass the dedicated tiki bar area perfect for parties and entertaining, whether you’re heading out for a day on the boat or coming back in to grab a drink and unwind. The layout is intentionally designed for effortless waterfront living. Additional Property Features Include: Metal roof replaced in 2020 HVAC replaced four years ago Updated hot water heater with circulating system Backup generator 14.5 KW Flood shield barriers for perimeter openings Epoxy-finished garage flooring Updated interior and exterior paint Updated doors, trim, and baseboards Custom kitchen cabinetry and counters Updated appliances Front and rear privacy hedging and landscaping 550 double wall diesel tank for your boat with pump This property is priced to sell. Builders on Siesta Key are constructing similar-sized homes on comparable deep-water lots for $4M+ before adding docks, pools, generators, outdoor living features, and landscaping. The replacement cost of this lifestyle is unmatched. PLUS ALSO AVAILABLE FOR PURCHASE A LUXURY YACHT INQURE FOR MORE INFO....

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Listing Snapshot
Price 
$2,690,000
Days On Site 
1 Day
Bedrooms 
3
Inside Area (SqFt) 
2,238 sqft
Total Baths 
2
Full Baths 
2
Partial Baths 
N/A
Lot Size 
0.26 Acres
Year Built 
1969
MLS® Number 
A4674684
Status 
Active
Property Tax 
$7,045.29
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Owner
Friends & Family
Recent Activity
6 hours agoListing updated with changes from the MLS®
22 hours agoStatus changed to Active
yesterdayListing first seen on site
General Features
Acres 
0.26
Attached Garage 
Yes
Direction Faces 
Northwest
Foundation 
Slab
Garage 
Yes
Garage Spaces 
2
Levels 
One
Parking 
Circular DrivewayDrivewayOff StreetAttached
Pets 
Cats OKDogs OKYes
Property Sub Type 
Single Family Residence
Security 
Security SystemSmoke Detector(s)
Sewer 
Public Sewer
SqFt Total 
2740
Utilities 
Cable AvailableElectricity ConnectedPropaneSewer ConnectedWater Connected
Water Source 
Public
Zoning 
RSF2
Interior Features
Appliances 
DishwasherElectric Water HeaterRangeRange HoodRefrigerator
Cooling 
Central Air
Flooring 
Tile
Furnished 
Unfurnished
Heating 
Central
Interior 
Open FloorplanWalk-In Closet(s)
Laundry Features 
Inside
Spa 
Yes
Balcony/Porch/Lanai 
Level - First
Bedroom 2 
Level - First
Bedroom 3 
Level - First
Kitchen 
Level - First
Living Room 
Level - First
Master Bathroom 
Level - First
Master Bedroom 
Level - First
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Exterior Features
Construction Details 
Stucco
Exterior 
Awning(s)LightingOtherOutdoor ShowerDock
Lot Features 
LandscapedLevelPrivatePavedWaterfront
Other Structures 
Other
Patio And Porch 
Patio
Pool Features 
GuniteHeatedIn GroundSalt WaterSolar CoverPrivate
Private Pool 
Yes
Roof 
Metal
Spa 
Yes
Spa Features 
Above GroundHeatedIn Ground
View 
CanalWaterTrees/Woods
Waterfront 
Yes
Waterfront Features 
Canal Front
Waterview 
CanalWaterTrees/Woods
Community Features
Financing Terms Available 
CashConventional
MLS Area 
34242 - Sarasota/Crescent Beach/Siesta Key
Roads 
Paved
Township 
37
Schools
School District
Unknown
Elementary School
Phillippi Shores Elementary
Middle School
Brookside Middle
High School
Sarasota High
Listing courtesy of KELLER WILLIAMS ON THE WATER S 9419293183



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2025, Stellar MLS.
Last checked: 2025-12-11 05:05 PM EST

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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