ActiveOpen House
$2,349,000
Est. $14,013/mo

4508 Woodside Rd, Sarasota, FL, 34242

$1,003/sqft·Siestas Bayside Waterside Wood

3 bd2 ba2,341 sqft2 car garageSingle Family
Listed by KELLER WILLIAMS ON THE WATER S· Last updated · MLS# A4674684

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Est. monthly payment
$14,013/mo
Down payment (20%)
$469,800
Property taxes
$587/mo
Rate assumed
6.8% · 30 yr
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At a glance

Single family
Built 1969
Waterfront
Canal - Saltwater
Private pool
Heated
2 car garage
Circular Driveway
0.26 acres
Lot size

Open house

Sunday, Sep 13· 5:00 PM to 8:00 PM

Stop by, tour the home, and stay for the game! Enjoy complimentary food and refreshments while we have the Bengals vs Buccaneers game on. Come check out the home, grab a bite, and enjoy some football!!!

About this home

Ceiling Fans(s)Open FloorplanPrimary Bedroom Main FloorThermostatWalk-in Closet(s)Awning(s)LightingOutdoor Shower

4508 Woodside Rd is a 1969-built home in Siestas Bayside Waterside Wood, Sarasota. Inside you'll find 3 bedrooms, 2 bathrooms, and 2,341 square feet of living space. Listed at $2,349,000 (about $1,003/sqft), 271 days on market. Flood zone AE - confirm flood insurance requirements with your lender.

From the listing

WHY SPEND 30–45 MINUTES IDLING THROUGH CANALS WHEN YOU CAN REACH SARASOTA BAY IN LESS THAN 3 MINUTES? Offering exceptional open-water access on Siesta Key under $2.4 million, this waterfront residence delivers approximately 95 feet of waterfront, a 75-foot dock and protected deep-water dockage designed for the serious boating enthusiast. For buyers who prioritize time on the water, this location is difficult to replicate. From your backyard, reach Sarasota Bay in less than three minutes ideal for offshore fishing, cruising the Intracoastal, island hopping or sunset runs without the lengthy canal commute. Boater highlights include approximately 95 feet of waterfront, a 75-foot dock, 200-amp dock service, four 50-amp shore-power connections, protected deep-water dockage and near-immediate access to open water. Inside, the home has been thoughtfully renovated with a clean coastal-modern design featuring designer tile flooring, an open-concept floor plan, Viking appliances, custom cabinetry and expansive waterfront views. Spacious living and entertaining areas flow naturally from the kitchen to the outdoor spaces. The private primary suite offers an oversized walk-in closet, spa-inspired bathroom, glass-enclosed shower and direct outdoor access. An additional flexible space provides options for a fourth bedroom, private guest suite, office or media room. Outdoor living is centered around the waterfront lifestyle with a saltwater pool and spa, refreshed tropical landscaping, integrated lighting, retractable awning, propane fire pit, outdoor shower and multiple seating and entertaining areas overlooking the canal. Additional features include a 13.5 kW generator, hurricane protection, an epoxy-finished garage, updated HVAC system, newer water heater with circulation system, 250-gallon propane tank and valuable dry-storage space. Originally introduced at $2,690,000 and now offered at $2,395,000, this property represents a compelling opportunity for buyers seeking the combination that matters most to serious boaters: DEEP WATER, PROTECTED DOCKAGE AND EXCEPTIONALLY FAST ACCESS TO SARASOTA BAY paired with the Siesta Key lifestyle. Luxury yacht available separately.

The essentials

Built
1969
Price / sqft
$1,003
On market
275 days
Annual tax
$7,045
Flood zone
AE
Lot
11,400 sqft
Type
Single Family Residence

Location

4508 Woodside Rd
Sarasota, FL, 34242·34242 - Sarasota/Crescent Beach/Siesta Key
Type
Single Family Residence
Year Built
1969
Lot
11,400 sqft
Cooling
Central Air
Heating
Central
Parking
Circular Driveway, Driveway, Ground Level, Off Street
Pool
Gunite, Heated, In Ground, Salt Water, Solar Cover
Waterfront
Canal - Saltwater
Days on Market
275
Ceiling Fans(s)
Open Floorplan
Primary Bedroom Main Floor
Thermostat
Walk-in Closet(s)
Awning(s)
Lighting
Outdoor Shower
Sidewalk
Dishwasher
Electric Water Heater
Range
Range Hood
Refrigerator

Elementary

Phillippi Shores Elementary

Middle

Brookside Middle

High

Sarasota High

Districts can re-zone, so verify directly with the district before relying on these.

Homestead exemption on fileFlood Zone AE

Annual Tax (2025)

$7,045

Parcel #

0079100024

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision

Siestas Bayside Waterside Wood

County

Sarasota

MLS Area

34242 - Sarasota/Crescent Beach/Siesta Key

Lot Size

11,400 sqft

FloodZoneIn CountyKey LotLandscapedLevelNear MarinaPrivatePaved
Date
Event
Price
8/31/2026
Price change
Source: Stellar MLS #A4674684
$2,349,000-1.9%
$1,003/sqft
Price change
Source: Stellar MLS #A4674684
$2,395,000-11.0%
$1,023/sqft
12/10/2025
Listed for sale
Source: Stellar MLS #A4674684
$2,690,000
$1,149/sqft
Est. monthly payment$14,013/mo
Principal & interest$12,251
Property taxes$587
Insurance$1,175
Down payment20% · $469,800
Interest rate6.80%
Loan term

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Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Offer Insights

Choose an offer strength

List price: $2,349,000
$2.23M – $2.35M
95% – 100% of listTops out right at the list price
80% of listList price
29 of the last 56 home closings in 34242 landed at this number or higher (52%). The median one sat 87 days before it went under contract, and this one is on day 275 after a $341,000 cut.

Sample: 56 closed home sales in 34242 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

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