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$4,700,000

  • Sold
  • Closed
  • Single Family
  • 4 Beds
  • 4 Full Baths
  • 2 Partial Baths
  • 4,007 Sq. Ft.
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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. Days on market shows from pre construction. Certificate of occupancy issued September 2025.

Full Property Details for 4544 Woodside Rd

General

  • Sold For: $4,700,000
  • Taxes: $13,457 (2023)
  • Status: Closed
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: A4611217
  • Added to Site: 598 day(s) ago

Rental Information

  • Min. Lease: 1 Month

Interior

  • Number of Rooms: 8
  • Interior Features: Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Kitchen and Family Room Combination, Open Floorplan, Primary Bedroom Main Floor, PrimaryBedroom Upstairs, Smart Home, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar
  • Fireplace: Yes
  • Fireplace(s): Gas, Living Room
  • Appliances: Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator
  • Flooring: Porcelain Tile, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 6
  • Full Bathrooms: 4
  • Half Bathrooms: 2

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Inside, Laundry Room

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Gunite, Heated, In Ground, Infinity, Outside Bath Access, Salt Water, Self Cleaning
  • Spa: Yes
  • Spa Description: Heated, In Ground, Other

Exterior

  • Exterior Features: Balcony, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Rain Gutters, Sliding Doors, Storage

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2

Location

  • Area: 34242 - Sarasota/Crescent Beach/Siesta Key
  • County: Sarasota
  • Development Name: 34242 - Sarasota/Crescent Beach/Siesta Key
  • Subdivision: SIESTAS BAYSIDE WATERSIDE WOOD
  • Driving Directions: Midnight Pass Road to west on mangrove Point to south on Woodside
  • Direction Faces: East

Community

  • Community Name: 34242 - Sarasota/Crescent Beach/Siesta Key
  • Number of Pets: 10
  • Pet Restrictions: See County rules and regulations, / 200lbs.

Heating & Cooling

  • Cooling Type: Central Air, Zoned
  • Heating Type: Electric, Zoned

Utilities

  • Sewer: Public Sewer
  • Water District: GRAND CANAL
  • Water: Public
  • Utility Description: Cable TV Available, Electricity Connected, Propane, Sewer Connected, Water Connected

Structural Information

  • Builder: Maglich Homes
  • Approx Compl Date: 2025-08-01T04:00:00.000Z
  • Exterior Const.: Block, Stucco
  • Roof: Metal
  • Windows: Storm Window(s)
  • Stories/Levels: Two
  • Square Feet: 4,007
  • Sq. Ft. Source: Builder
  • Living Area: 4,007 Sq. Ft.
  • Year Built: 2025

Lot Features

  • Lot Size (Acres): 0.26
  • Lot Size (Sq. Ft.): 11,400
  • Lot Size: 11400
  • Street/Road Desc.: Asphalt

Water Features

  • Water Front: Yes
  • Water Access: Yes
  • Water Access Desc: Bay/Harbor, Bayou, Canal - Saltwater, Intracoastal Waterway
  • Water Extras: Yes
  • Water Front Name: GRAND CANAL
  • Water Front Desc.: Saltwater Canal

Financial Considerations

  • Tax Amount: $13,457.92
  • Tax Year: 2023

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: LOT 26 SIESTAS BAYSIDE WATERSIDE-WOOD UNIT B
  • Flood Zone Info: AE
  • APN: 79100018
  • Property ID: 79100018
  • Block/Lot/Section: B

Listed by Re/Max Alliance Group
Sold by Compass Florida Llc

Listing agents

— 4544 Woodside Rd —

  • Re/Max Alliance Group

  • Re/Max Alliance Group

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 4544 Woodside Rd

School District:Sarasota County School District
NameGradesDistance
Phillippi Shores Elementary School
4747 South Tamiami Trail, Sarasota, FL 34231
PK-51.8 mi
Brookside Middle School
3636 South Shade Avenue, Sarasota, FL 34239
6-82.2 mi
Sarasota High School
2155 Bahia Vista Street, Sarasota, FL 34239
9-123.2 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 4544 Woodside Rd

Date
Details
Price
Change
Source
11/07/2025
Sold
$4,700,000
-12.95%
MLS
5/29/2024
Listed
$5,399,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by Re/Max Alliance Group
Sold by Compass Florida Llc

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4544 Woodside Road, Sarasota, FL 34242 (MLS# A4611217) is a Single Family property that was sold at $4,700,000 on November 07, 2025. Want to learn more about 4544 Woodside Road? Do you have questions about finding other Single Family real estate for sale in Sarasota? You can browse all Sarasota real estate or contact a Coldwell Banker agent to request more information.