4508 WOODSIDE ROAD Sarasota, FL $ 2,690,000
4508 WOODSIDE ROAD
$ 2,690,000
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Open House 12/14 1pm - 3pm
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4508 WOODSIDE ROAD

Sarasota, FL, 34242
$ 2,690,000
Bedrooms3 Baths2.0 Sq 2,238

Monthly Estimate*

$ 16,782

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Single Family Home for sale in Sarasota, FL

for $2,690,000 with 3 bedrooms and 2 full baths. This 2,238 square foot home was built in 1969 on a lot size of 0.26.

Luxury Exclusive Living – Boaters’ Paradise Welcome to 4508 Woodside Rd., a true waterfront retreat on Siesta Key offering privacy, boating convenience, and refined coastal living. Positioned on one of the deepest canals on the island, this home delivers three-minute access to the Intracoastal and Sarasota Bay. With 97 feet of water frontage and a 75-foot new dock, this is a legitimate boater’s setup designed for ease, speed, and functionality. Step inside to a fully renovated interior featuring designer tile flooring throughout and an open-concept living space framed by massive sliding glass doors with uninterrupted views to the tropical outdoor living area. The chef-inspired kitchen showcases custom kitchen cabinetry and counters, a premium viking hood system and gas cooktop, updated appliances, and a temperature-controlled enclosed walk-in wine cellar that makes an immediate statement. The primary bedroom suite is its own private retreat, offering a spacious layout with large windows overlooking lush tropical landscaping and tranquil water views. Sliding doors provide direct access to the backyard for seamless indoor-outdoor living. The suite includes an oversized walk-in closet and a beautifully updated spa-style bathroom featuring a glass-wrapped indoor shower plus a private outdoor shower. The home is also equipped with a 250-gallon propane tank, supporting the property’s enhanced functionality and systems. Outdoors, the backyard lives like a private luxury resort. A stunning saltwater pool and spa are surrounded by lush, mature landscaping, integrated LED landscape lighting, and thoughtfully designed pavered hardscape. In addition to the pool and spa, a private therapeutic Jacuzzi is tucked into its own secluded setting, offering a quiet escape at the end of the day. A massive covered 18’ x 36’ pergola oasis anchors the outdoor living area, featuring large cooling fans, comfortable lounge seating, a propane fire pit, and space to watch TV while enjoying expansive water views. A 32-foot retractable awning adds flexibility and shade, making this outdoor environment functional year-round. Directly beneath the pergola, the outdoor wet bar with ability to add more and entertainment area make hosting effortless. As you walk toward the dock, you’ll pass the dedicated tiki bar area perfect for parties and entertaining, whether you’re heading out for a day on the boat or coming back in to grab a drink and unwind. The layout is intentionally designed for effortless waterfront living. Additional Property Features Include: Metal roof replaced in 2020 HVAC replaced four years ago Updated hot water heater with circulating system Backup generator 14.5 KW Flood shield barriers for perimeter openings Epoxy-finished garage flooring Updated interior and exterior paint Updated doors, trim, and baseboards Custom kitchen cabinetry and counters Updated appliances Front and rear privacy hedging and landscaping 550 double wall diesel tank for your boat with pump This property is priced to sell. Builders on Siesta Key are constructing similar-sized homes on comparable deep-water lots for $4M+ before adding docks, pools, generators, outdoor living features, and landscaping. The replacement cost of this lifestyle is unmatched. PLUS ALSO AVAILABLE FOR PURCHASE A LUXURY YACHT INQURE FOR MORE INFO....

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Open House

12/14/2025 1:00 PM - 3:00 PM
4508 WOODSIDE ROAD Sarasota, FL
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 2,690,000

Bedrooms

3

Full Bath

2

Property Type

Single Family

Taxes

$ 7,045

Style

Single Family Residence

Lot Size

0.26

Year Built

1969

Town/City

Sarasota

County/Region

Sarasota

MLS | Web ID

A4674684

Features
Interior
Interior Amenities ceiling fan(s) open floorplan primary bedroom main floor thermostat walk-in closet(s)
Flooring porcelain tile
Furnished Y/N unfurnished
Air Conditioning Y/N yes
Heating Y/N yes
Fireplace Y/N no
Half Baths 0
Laundry Features inside
Total Bedrooms 3
Total Baths 2
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General
Sewer public sewer
Heating central
Cooling central air
Utilities bb/hs internet available cable available electricity connected propane public sewer connected water connected
Roof metal
Appliances dishwasher electric water heater range range hood refrigerator
Zoning rsf2
Garage Spaces 2
Patio/Porch Features patio
Pool Features gunite heated in ground salt water solar cover
Security Features security system smoke detector(s)
Construction Materials stucco
Pets Allowed cats ok dogs ok yes
Year Built 1969
View trees/woods water
Levels one
Property Subtype single family residence
Tax Year 2025
Ownership fee simple
Waterfront Features canal - saltwater
County sarasota
New Construction no
Property Type residential
HOA N
Attached Garage yes
Subdivision Name siestas bayside waterside wood
Facing Direction northwest
Garage Y/N yes
Other Structures other
Total Rooms 7
Full Baths 2
Status active
Directions head south on s tamiami trl toward bougainvillea st turn right onto siesta dr continue onto higel ave continue straight to stay on higel ave at the traffic circle continue straight to stay on higel a
High School sarasota high
City sarasota
Body of Water intracoastal and sarasota bay
Senior Community Y/N no
MLS Area 34242 - sarasota/crescent beach/siesta key
Lot Size Units square feet
Lot Size Square Feet 11400
Carport Y/N no
Listing Terms cash conventional
Spa Features above ground heated in ground
Elementary School phillippi shores elementary
Land Lease Y/N no
Tax Annual Amount 7045.29
Middle/Junior High School brookside middle
Property Condition completed
Additional Parcels Y/N no
Lease Considered Y/N yes
Virtual Tour https://my.matterport.com/show?play=1&lang=en-us&m=97jndc2suob https://my.matterport.com/show?play=1&lang=en-us&m=97jndc2suob
Building Area Units square feet
Living Area Units square feet
Standard Status active
Occupancy Type vacant
Tax Lot 20
Legal Description lot 20 siestas bayside waterside-wood unit b
Water View canal
Water Access Type canal - saltwater
Minimum Lease no minimum
Water Access Y/N yes
Water View Y/N yes
Flood Zone Code ae
DockY/N yes
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Exterior
Exterior Amenities awning(s) irrigation system lighting other outdoor shower sidewalk sliding doors
Vegetation trees/landscaped
Parking Features circular driveway driveway ground level off street
Lot Features floodzone in county key lot landscaped level near marina private
Water Source public
Lot Size Area 11400
Foundation Details slab
Spa yes
Building Area Total 2740
Lot Size Acres 0.26
Road Surface Type paved
Private Pool yes
Waterfront Y/N yes
Covered Spaces 2
Road Frontage Type street paved
Road Responsibility public maintained road
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Internal Only
Street Number 1 4508
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* Excluded Features
List By
Keller Williams On The Water S

Broker

derek.edwards1123@gmail.com

Email

Affordability Calculator

$17,369
Per Month
97%
3%
0%
Monthly Principal & Interest
$16,782
Monthly Property Taxes
$587
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3325910 Elementary School
3326155 Middle School
Sarasota High High School
Pricing History
DatePricePrice ChangeDescription
12/11/2025$2,690,000 Listed Price

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4508 WOODSIDE ROAD, Sarasota, FL, 34242 is a Single Family Home for sale at $2,690,000 with 2,238 sqft and a lot size of 0.26. 4508 WOODSIDE ROAD has 3 bedrooms, 2.0 baths, and was built in 1969. The property's zip code is 34242 which is in Sarasota, FL