4508 WOODSIDE ROAD SARASOTA FL 34242 MLS #A4674684

4508 WOODSIDE ROAD
SARASOTA, FL, 34242
$2,450,000
3 Beds
2 Baths
2,276 SqFt
0.26 Acres
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MLS #A4674684 image #0
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 exceptional waterfront property provides quick access to the Intracoastal Waterway and Sarasota Bay, featuring 95 feet of waterfrontage and a 75-foot dock designed for serious boating enthusiasts.

Inside, the home showcases a fully renovated interior with designer tile flooring, an open-concept layout, and expansive sliding glass doors that seamlessly blend indoor and outdoor living. The chef’s kitchen is thoughtfully designed with custom cabinetry, premium appliances, a Viking hood system, gas cooktop, and a temperature-controlled wine cellar that adds a true luxury touch.

The primary suite serves as a private retreat with a spacious layout, oversized walk-in closet, and spa-inspired bathroom featuring a glass-enclosed shower and direct outdoor shower access. In addition, the home offers the flexibility and potential to create a fourth bedroom or an additional main-suite-style retreat in the current pergola lounge area, complete with space for its own private bathroom an incredible opportunity for multigenerational living, guest accommodations, or added long-term value.

Step outside to your own private resort-style oasis featuring a saltwater pool and spa, lush tropical landscaping, integrated lighting, and an expansive outdoor entertaining area. The covered pergola currently serves as a luxury outdoor lounge with a propane fire pit and TV viewing space, while a retractable awning and outdoor wet bar make entertaining effortless year-round.

Additional highlights include a 250-gallon propane tank, 14.5 KW generator, updated HVAC system, 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 aggressively positioned to sell, presenting one of the best waterfront opportunities currently available on Siesta Key. With nearby properties trading at substantial premiums for land value alone, this offering delivers exceptional value for both end-users and investors alike.

Luxury yacht also available separately inquire for details.

Property Details

Price:
$2,450,000
MLS #:
A4674684
Status:
Active
Beds:
3
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
SIESTAS BAYSIDE WATERSIDE WOOD
Neighborhood:
34242sarasotacrescentbeachsiestakey
Listed Date:
Dec 10, 2025
Finished Sq Ft:
2,276
Total Sq Ft:
2,740
Lot Size:
11,400 sqft / 0.26 acres (approx)
Year Built:
1969
WaterfrontPoolPrimary Bedroom Main Floor34242 – Sarasota/crescent Beach/siesta Key34242sarasotacrescentbeachsiestakeySiestas Bayside Waterside WoodPhillippi Shores ElementaryBrookside MiddleSarasota HighIntracoastal And Sarasota BayVerify All Restrictions With The CountyNo MinimumPets Allowed

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Schools

Elementary School:
Phillippi Shores Elementary
Middle School:
Brookside Middle
High School:
Sarasota High

Interior

Appliances
Dishwasher, Electric Water Heater, Range, Range Hood, Refrigerator
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Porcelain Tile
Heating
Central
Interior Features
Ceiling Fan(s), Open Floorplan, Primary Bedroom Main Floor, Thermostat, Walk-In Closet(s)
Laundry Features
Inside
Levels
One

Exterior

Attached Garage YN
1
Construction Materials
Stucco
Covered Spaces
2
Direction Faces
Northwest
Exterior Features
Awning(s), Irrigation System, Lighting, Other, Outdoor Shower, Sidewalk, Sliding Doors
Garage Spaces
2
Lot Features
FloodZone, In County, Key Lot, Landscaped, Level, Near Marina, Private
Open Parking YN
1
Other Structures
Other
Parking Features
Circular Driveway, Driveway, Ground Level, Off Street
Patio And Porch Features
Patio
Roof
Metal
Security Features
Security System, Smoke Detector(s)
Spa Features
Above Ground, Heated, In Ground
View
Trees/Woods, Water
Waterfront Features
Canal – Saltwater

Financial

Tax Year
2025
Taxes
$7,045

Map

Community

Subdivisions in SARASOTA

Market Summary

Current real estate data for Single Family in SARASOTA as of May 11, 2026
2,233
Single Family Listed
112
Avg DOM
486
Avg $ / SqFt
$1,482,704
Avg List Price

Property Summary

    Located in the SIESTAS BAYSIDE WATERSIDE WOOD subdivision, 4508 WOODSIDE ROAD SARASOTA FL is a Single Family for sale in SARASOTA, FL, 34242. It is listed for $2,450,000 and features 3 beds, 2 baths, and has approximately 2,276 square feet of living space, and was originally constructed in 1969. The current price per square foot is $1,076. The average price per square foot for Single Family listings in SARASOTA is $486. The average listing price for Single Family in SARASOTA is $1,482,704. To schedule a showing of MLS#a4674684 at 4508 WOODSIDE ROAD in SARASOTA, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.

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