4508 WOODSIDE ROAD, Siesta Key, FL, 34242 | $2,450,000

Welcome to one of Siesta Key’s best deep-water boating opportunities, offering quick access to Sarasota Bay and open waters in less than approximately 3 minutes from your dock. Positioned on one of the island’s deeper canals with 95 feet of water-frontage and a 75-foot dock, this exceptional property is ideal for boating enthusiasts seeking protected dockage, convenience to open water, and functionality for larger vessels.

Designed with serious boaters in mind, the property features 200 amp electric service and four 50-amp dockside power services, creating enhanced marina-style functionality rarely found in residential waterfront homes. A 13. 5 KW generator further supports seamless waterfront living.

Originally introduced at $2, 690, 000 and now aggressively repositioned, this home presents one of the best values currently available for buyers prioritizing boating functionality, water access, and location.

Inside, the home has been fully renovated with a clean coastal-modern design featuring designer tile flooring, an open-concept layout, and expansive sliding glass doors that create seamless indoor-outdoor living. The chef’s kitchen includes custom cabinetry, premium appliances, gas cooktop, Viking hood system, and a temperature-controlled wine cellar.

The spacious primary suite offers a private retreat with an oversized walk-in closet, spa-style bathroom, glass-enclosed shower, and direct outdoor shower access. A unique opportunity also exists to create a fourth bedroom or additional private suite within the current pergola lounge area, adding flexibility for guests or multigenerational living.

Outdoor living is designed around the waterfront lifestyle, featuring a saltwater pool and spa, tropical landscaping, integrated lighting, retractable awning, outdoor wet bar, propane fire pit, and multiple entertaining spaces.

Additional highlights include a 250-gallon propane tank, updated HVAC system, newer water heater with circulating system, epoxy-finished garage, hurricane protection features, and dry storage area with wine and whiskey display.

With neighboring waterfront properties trading at substantial premiums for land value alone, this property represents an exceptional opportunity to own a move-in-ready waterfront home designed for both luxury living and serious boating.

Luxury yacht also available separately  inquire for details.

Features

  • Rooms: 7
  • Bedrooms: 3
  • Baths: 2 full
  • Laundry: Inside
  • Year Built: 1969
  • Garage: 2-car Circular Driveway, Driveway, Ground Level, Off Street
  • Heating: Central
  • Cooling: Central Air
  • Approx Sq. Feet: 2,341
  • Acreage: 0.26
  • Est. Taxes: $7,045
  • Lot Desc: FloodZone, In County, Key Lot, Landscaped, Level, Near Marina, Private
  • View: Trees/Woods, Water
  • Water Front: Yes
  • Elem. School: Phillippi Shores Elementary
  • Middle School: Brookside Middle
  • High School: Sarasota High
  • Pool: Gunite, Heated, In Ground, Salt Water, Solar Cover
  • Pet Policy: Cats OK, Dogs OK, Yes
  • Appliances: Dishwasher, Electric Water Heater, Range, Range Hood, Refrigerator
  • MLS#: A4674684
  • Days on Market: 163 days
  • Website: https://www.raveis.com
    /eprop/A4674684/4508woodsideroad_siestakey_fl?source=qrflyer
This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of MFRMLS (My Florida Regional MLS DBA Stellar MLS). The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. (last updated 5/23/2026 4:13:22 AM)

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4508 WOODSIDE ROAD, Siesta Key, FL, 34242

$2,450,000

Christine Turano

Licensed Salesperson

William Raveis Real Estate

Phone: 781.589.4918

Christine.Turano@raveis.com

Kate Rockett

RVP, Mortgage Banker

William Raveis Mortgage, LLC

Phone: 617.281.4872

Kate.Rockett@raveis.com

NMLS Mortgage Loan Originator ID 1500191

5/6 (30 Yr)
Adjustable Rate Jumbo*
30 Year
Fixed-Rate Jumbo
15 Year
Fixed-Rate Jumbo
Loan Amount $1,960,000 $1,960,000 $1,960,000
Term 360 months 360 months 180 months
Initial Interest Rate** 6.000% 6.250% 6.000%
Interest Rate based on Index + Margin 8.125%
Annual Percentage Rate 6.362% 6.385% 6.223%
Monthly Tax Payment $587 $587 $587
H/O Insurance Payment $125 $125 $125
Initial Principal & Interest Pmt $11,751 $12,068 $16,540
Total Monthly Payment $12,463 $12,780 $17,252

* The Initial Interest Rate and Initial Principal & Interest Payment are fixed for the first and adjust every six months thereafter for the remainder of the loan term. The Interest Rate and annual percentage rate may increase after consummation. The Index for this product is the SOFR. The margin for this adjustable rate mortgage may vary with your unique credit history, and terms of your loan.

** Mortgage Rates are subject to change, loan amount and product restrictions and may not be available for your specific transaction at commitment or closing. Rates, and the margin for adjustable rate mortgages [if applicable], are subject to change without prior notice.

The rates and Annual Percentage Rate (APR) cited above may be only samples for the purpose of calculating payments and are based upon the following assumptions: minimum credit score of 740, 20% down payment (e.g. $20,000 down on a $100,000 purchase price), $1,950 in finance charges, and 30 days prepaid interest, 1 point, 30 day rate lock. The rates and APR will vary depending upon your unique credit history and the terms of your loan, e.g. the actual down payment percentages, points and fees for your transaction. Property taxes and homeowner's insurance are estimates and subject to change.