Sold
Last Sold Price
4 beds4,007 sqft

4544 Woodside Rd, Sarasota, FL 34242

Single FamilyProperty Type
0.26 acresLot Size
2025Year Built
$1,173/sq ftPrice per sq ft
2 carsParking Spaces

Description

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...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.
  • Listed by: Tom Cail, PA 941.954.5454 tom@cailgrande.com Brokerage DRE #1030924 • RE/MAX ALLIANCE GROUP
  • Listed by: Jason Grande 941.504.6678 jason@cailgrande.com Brokerage DRE #1030924 • RE/MAX ALLIANCE GROUP
Listing closed: 11/07/2025 12:00 AM • Source: MFRMLS, MLS#: A4611217
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Recent comparable sales

Median sold price

$4,325,000

Avg days on market

307

Sale-to-list ratio

81.9%

Sarasota, FL

9 comparable properties found

a view of multiple houses with a yard
1/2
1

$4,325,000

Sold 04/17/26

4
Bedrooms
4,213
Square Feet
0.21
Acres
$4,600,000 | 4049 North Shell Road, Sarasota, FL 34242
1/2
2

$4,600,000

Sold 02/21/25

4
Bedrooms
3,844
Square Feet
0.86
Acres
$5,800,000 | 3550 Flamingo Avenue, Sarasota, FL 34242
1/95
3

$5,800,000

Sold 04/07/26

4
Bedrooms
4,711
Square Feet
0.31
Acres
$4,225,000 | 4431 Camino Real, Sarasota, FL 34231
1/77
4

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Sold 09/10/26

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Bedrooms
3,787
Square Feet
0.44
Acres
$5,250,000 | 1300 Tangier Way, Sarasota, FL 34239
1/63
5

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Sold 03/30/26

4
Bedrooms
4,359
Square Feet
0.35
Acres
$4,500,000 | 3920 Red Rock Way, Sarasota, FL 34231
1/2
6

$4,500,000

Sold 04/11/25

4
Bedrooms
4,144
Square Feet
0.78
Acres
a front view of a house with a yard and garage
1/75
7

$4,195,000

Sold 06/15/26

4
Bedrooms
4,087
Square Feet
0.53
Acres
$4,125,000 | 1401 Crocker Street, Sarasota, FL 34231
1/10
8

$4,125,000

Sold 02/27/26

4
Bedrooms
3,862
Square Feet
0.39
Acres
$4,000,000 | 1802 Field Road, Sarasota, FL 34231
1/79
9

$4,000,000

Sold 05/14/26

4
Bedrooms
4,020
Square Feet
0.73
Acres

Location

Listing Courtesy of RE/MAX ALLIANCE GROUP, Tom Cail, PA; RE/MAX ALLIANCE GROUP, Jason Grande

Sold By COMPASS FLORIDA LLC, Adnan Dedic

Add your commute
Payment Calculator

$26,213 per month

30 year fixed, 7.03% Interest

Principal and Interest

$25,091

Property Taxes

$1,122

HOA Dues

$0

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Property Information for 4544 Woodside Road

Property Details

  • Taxes: $13,458 / year
  • MLS Type: Residential / Single Family Residence
  • Subdivision Name: SIESTAS BAYSIDE WATERSIDE WOOD
  • Township: 37S
  • Garage Spaces: 2
  • Waterfront: Yes
  • Water View: Canal

Building Information

  • Stories: 1
  • Year Built: 2025
  • Lot Size: 0.26 AC / 11,400 SF

Summary

Location and General Information
  • Building Area Source: Builder
  • Building Area Total: 5300.0
  • Building Area Units: Square Feet
  • Direction Faces: East
  • Directions: Midnight Pass Road to west on mangrove Point to south on Woodside
  • Mls Major Change Type: Sold
  • Major Change Type: Closed
  • Listing Service: Full Service
  • Senior Community: No
  • SW Subdiv Community Name: Siesta Bayside
  • Unit Number: No
  • Street Number: 4544
  • Street Name: WOODSIDE
  • Street Suffix: ROAD
  • State: FL
  • City: SARASOTA
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage: Yes
Taxes and HOA Information
  • Association Approval Required: No
  • Association: No
  • CDD: No
  • Number Of Pets: 10+
  • Pet Restrictions: See County rules and regulations
  • Pet Size: Extra Large (101+ Lbs.)
  • Tax Block: B
  • Tax Book Number: 18-44
  • Tax Legal Description: LOT 26 SIESTAS BAYSIDE WATERSIDE-WOOD UNIT B
  • Tax Lot: 26
  • Tax Year: 2023
Virtual Tour

Property

Lot Information
  • Additional Parcels: No
  • Parcel Number: 0079100018
  • Total Acreage: 1/4 to less than 1/2
  • Water Access: Bay/Harbor, Bayou, Canal - Saltwater, Intracoastal Waterway
  • Water Access: Yes
  • Water Body Name: GRAND CANAL
  • Water Extras: Lift, No Wake Zone, Seawall - Concrete
  • Water Extras: Yes
  • Water: Lift, No Wake Zone, Seawall - Concrete
  • Zoning: RSF2
  • Zoning Compatible: Yes
  • Living Area: 4007
Property and Assessments
  • Year Built Numeric: 2025
  • Flood Zone Code: AE
  • Homestead: No
  • New Construction: Yes
  • Projected Completion Date: 08-01-2025 12:00:00 AM
  • Property Condition: Completed
  • Public Survey Range: 17E
  • Public Survey Section: 01
  • Dock YN: Yes
  • Dock Description: 2 Point Moorage, Dock - Wood, Dock w/Electric, Dock w/Water Supply, Lift
  • Dock Lift Capacity: 130000
  • Dock Dimensions: 10x3
Utilities
  • Sewer: Public Sewer
  • Utilities: Cable Available, Electricity Connected, Propane, Sewer Connected, Water Connected
  • Water Source: Public

Interior and Exterior Features

Exterior Features
  • Builder License Number: CRC057775
  • Builder Model: Custom
  • Builder Name: Maglich Homes
  • Construction Materials: Block, Stucco
  • Exterior Features: Balcony, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Rain Gutters, Sliding Doors, Storage
  • Foundation Details: Stem Wall
  • Levels: Two
  • Pool Features: Gunite, Heated, In Ground, Infinity, Outside Bath Access, Salt Water, Self Cleaning
  • Pool Private: Yes
  • Pool: Private
  • Pool Private: Yes
  • Roof: Metal
  • Spa Features: Heated, In Ground, Other
  • Spa: Yes
  • Waterfront Features: Canal - Saltwater
  • Waterfront Feet Total: 190
  • Number Of Stories: 1
Interior Features
  • Bedrooms Total: 4
  • Bathrooms Full: 4
  • 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
  • Cooling: Central Air, Zoned
  • Fireplace Features: Gas, Living Room
  • Fireplace: Yes
  • Flooring: Porcelain Tile, Hardwood
  • Heating: Electric, Zoned
  • Interior Features: Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Kitchen/Family Room Combo, 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
  • Laundry Features: Inside, Laundry Room
  • Living Area Source: Builder
  • Living Area Units: Square Feet
  • Room Count: 8.0
  • Water View: Yes
  • Window Features: Storm Window(s)
  • Bathrooms Half: 2

Rental

Rental Information
  • Minimum Lease Period: 0
  • Pets Allowed: Cats OK, Dogs OK, Yes
  • Max Pet Weight: 200

Property History for 4544 Woodside Road

DateEvent & SourcePriceAppreciation
Nov 7, 2025

Sold (Public Record)

Public Record #1918689476

$4,700,000

+57.8% / yr

Nov 7, 2025

Sold

MFRMLS #A4611217

$4,700,000—
Oct 24, 2025

Pending

MFRMLS #A4611217

—
DateEvent & SourcePrice
11/07/2025

Sold (Public Record)

Public Record #1918689476

$4,700,000

+57.8% / yr

11/07/2025

Sold

MFRMLS #A4611217

$4,700,000
10/24/2025

Pending

MFRMLS #A4611217

—

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 4544 Woodside Road

Taxable Value

Land

$960,200

Additions

$22,500
Total$982,700

Tax Record

2025

$11,309 ($942 / month)

Home Facts

Beds

3

Baths

2

Total Finished SqFt

1,905 SqFt

Above Grade Finished SqFt

1,905 SqFt

Stories

1

Lot Size

11,400 SqFt

Style

Single Family Residence

Year Built

1972

Zoning

SKOD; RSF2

County

SARASOTA

APN

0079-10-0018

Schools near 4544 Woodside Road

This home is within Sarasota County Schools.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Public - 9 to 12
Rating
School
Distance
Phillippi Shores Elementary School
PublicPK to 5

Brookside Middle School
Public6 to 8

Sarasota High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 4544 Woodside Road, Sarasota, FL 34242
$4,700,000
4
4,007
11,400
$3,440,000
3
2,484
11,400
$1,275,000
–
–
–
11,335
$845,000
–
2
2,569
10,981
$1,600,000
3
3
2,189
11,400
$930,000
3
3,339
18,021

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of RE/MAX ALLIANCE GROUP, Tom Cail, PA; RE/MAX ALLIANCE GROUP, Jason Grande

The information is being provided in part by Southwest Florida Multiple Listing Service, Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2, and MarcoMls. Information deemed reliable but not guaranteed. Information is provided for consumers' personal, non-commercial use, and may not be used for any purpose other than the identification of potential properties for purchase. Copyright 2026 Southwest Florida Multiple Listing Service and MarcoMls. All Rights Reserved. The data relating to real estate for sale displayed on this website comes in part from the Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2 and MarcoMls. Properties listed with brokerage firms other than Compass are marked with the "BR House" logo. Detailed information about such properties includes the name of the brokerage firm with which the seller has listed the property. The properties displayed may not be all the properties listed with brokerage firms participating in the Naples MLS BR Program, or contained in the database compilation of Naples MLS.