4544 WOODSIDE ROAD, SARASOTA, FL, 34242

Save
Ask
Tour
Hide
Share
$5,399,000
507 Days On Site

4544 WOODSIDE ROAD
SARASOTA, FL 34242

For Sale|Single Family Residence|Active
4
Beds
6
Total Baths
4
Full Baths
2
Partial Baths
4,007
SqFt
$1,347
/SqFt
2025
Built
Subdivision:
SIESTAS BAYSIDE WATERSIDE WOOD
County:
Sarasota

Due to the health concerns created by Coronavirus we are offering personal 1-1 online video walkthough tours where possible.

4544 WOODSIDE ROAD4544 WOODSIDE ROAD4544 WOODSIDE ROAD4544 WOODSIDE ROAD
Save
Ask
Tour
Hide
Share

One or more photo(s) has been virtually staged. Welcome to a brand-new coastal masterpiece that redefines luxury living on world-renowned Siesta Key. Designed with both sophistication and comfort in mind, this waterfront retreat blends timeless architecture with modern amenities, all just moments from Siesta Village and the powdery sands of Siesta Beach. Inside, soaring ceilings and walls of glass bathe the home in natural light, while light wood floors bring warmth and elegance throughout. The heart of the home is a double-island chef’s kitchen, complete with premium appliances, custom cabinetry, and a generous walk-in pantry—perfect for both intimate family meals and grand entertaining. This residence offers four en suite bedrooms, including two primary suites (one upstairs and one downstairs), providing flexibility and privacy for family or guests. An additional private office and 600± SF of unfinished space above the garage present endless possibilities for customization. Seamlessly integrated indoor and outdoor living spaces create a true resort-style atmosphere. Step outside to enjoy multiple balconies, a pool and spa overlooking the water, a fully equipped outdoor kitchen, and a dedicated pool bath. For the boating enthusiast, this property features two boat lifts and quick access—just five minutes by water to the open bay. The location at the end of a quiet dead-end street ensures both serenity and privacy, with the added bonus of no homes directly across the canal, offering wide and peaceful views. This is more than a home; it’s a statement of waterfront luxury and the perfect canvas for your Siesta Key lifestyle.

Save
Ask
Tour
Hide
Share
Listing Snapshot
Price 
$5,399,000
Days On Site 
507 Days
Bedrooms 
4
Inside Area (SqFt) 
4,007 sqft
Total Baths 
6
Full Baths 
4
Partial Baths 
2
Lot Size 
0.26 Acres
Year Built 
2025
MLS® Number 
A4611217
Status 
Active
Property Tax 
$13,457.92
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Builder
Friends & Family
Recent Activity
a month agoListing updated with changes from the MLS®
a month agoStatus changed to Active
a year agoListing first seen on site
General Features
Acres 
0.26
Attached Garage 
Yes
Direction Faces 
East
Garage 
Yes
Garage Spaces 
2
Levels 
Two
Number Of Stories 
1
Parking 
Attached
Pets 
Cats OKDogs OKYes
Property Condition 
New Construction
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Total 
5300
Utilities 
Cable AvailableElectricity ConnectedPropaneSewer ConnectedWater Connected
Water Source 
Public
Zoning 
RSF2
Interior Features
Appliances 
Bar FridgeCooktopDishwasherDisposalDryerGas Water HeaterIce MakerMicrowaveRangeRange HoodRefrigeratorTankless Water HeaterWasherWine Refrigerator
Cooling 
Central AirZoned
Fireplace 
Yes
Fireplace Features 
GasLiving Room
Flooring 
TileWood
Heating 
ElectricZoned
Interior 
Built-in FeaturesCathedral Ceiling(s)Open FloorplanSmart HomeStone CountersVaulted Ceiling(s)Walk-In Closet(s)Wet Bar
Laundry Features 
InsideLaundry Room
Spa 
Yes
Window Features 
Storm Window(s)
Bedroom 3 
Dimensions - 14x12Level - Second
Bedroom 4 
Dimensions - 12x10Level - Second
Dining Room 
Dimensions - 23x20Level - First
Kitchen 
Dimensions - 21x18Level - FirstFeatures - Granite Counters, Kitchen Island
Laundry 
Dimensions - 10x7Level - Second
Living Room 
Dimensions - 23x20Level - First
Master Bedroom 
Dimensions - 17x14Level - Second
Office 
Dimensions - 11x9Level - Second
Primary Bedroom 2 
Dimensions - 16x13Level - First
Save
Ask
Tour
Hide
Share
Exterior Features
Construction Details 
BlockStucco
Exterior 
BalconyLightingOutdoor GrillOutdoor KitchenOutdoor ShowerRain GuttersStorageDock
Lot Features 
Waterfront
Pool Features 
GuniteHeatedIn GroundInfinitySalt WaterPrivate
Private Pool 
Yes
Roof 
Metal
Spa 
Yes
Spa Features 
HeatedIn Ground
View 
CanalWater
Waterfront 
Yes
Waterfront Features 
Canal Front
Waterview 
CanalWater
Windows/Doors 
Storm Window(s)
Community Features
Financing Terms Available 
CashConventionalVA Loan
MLS Area 
34242 - Sarasota/Crescent Beach/Siesta Key
Roads 
Asphalt
Township 
37S
Listing courtesy of RE/MAX ALLIANCE GROUP 9419545454



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: 2025-10-18 05:31 PM EDT

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

Discover

Compare listings

Compare