Property
ActiveResidential
1/60
$1,895,000

3331 OLD OAK DRIVE

Sarasota, FL 34239
4
Beds
4
Baths
2,483
SqFt
0.36
Acres
STELLAR
#A4675449
Updated: Jun 1, 2026, 1:08pm

Property Description

A private, gated masterpiece where Old Florida romance meets modern coastal luxury.
Tucked within the coveted West of the Trail enclave, this exquisitely reimagined estate delivers a rare blend of architectural heritage, refined craftsmanship, and elevated contemporary living. Beyond the stately motorized wrought-iron gate, a sweeping brick-paver drive meanders beneath towering live oaks, setting an unforgettable first impression of timeless elegance and privacy.

Wrapped in a freshly painted pecky cypress façade and crowned by a newer standing-seam metal roof, the residence honors classic Florida design while embracing today’s luxury standards. Inside, a welcoming foyer unfolds into an airy, open-concept living space anchored by rich natural wood floors and impeccable finishes throughout. A dramatic dual-sided stone fireplace creates a striking focal point between the living and dining areas, while a sophisticated dry bar sets the stage for effortless entertaining.

A private office—thoughtfully positioned away from the main living areas—offers flexibility as a refined workspace or guest retreat, complete with an adjacent half bath. At the heart of the home, the chef’s kitchen is nothing short of spectacular, featuring premium stainless steel appliances, a natural gas range, custom cabinetry, designer backsplash, and an oversized marble island that commands attention. A built-in coffee bar adds a touch of indulgence, while French doors invite the outdoors in.

Step into a resort-inspired sanctuary where a heated saltwater pool and spa shimmer beneath a newly installed panoramic screen enclosure. Entertain with ease in the fully equipped summer kitchen, complete with stainless gas grill, vent hood, and prep station, or gather around the gas fire pit for evenings under the palms. A newly updated outdoor shower with hot and cold water enhances the spa-like ambiance, while the expansive, lushly landscaped yard offers exceptional privacy and room to relax, play, or unwind.

The primary suite is a true retreat, featuring three generous closets, a cozy fireplace, and French doors opening directly to the lanai for seamless indoor-outdoor living. The spa-inspired en-suite bath showcases luxurious finishes, custom vanities, and a walk-in shower designed for pure relaxation. Additional highlights include a spacious laundry room, oversized two-car garage, and curated architectural lighting that bathes the estate in a warm, elegant glow at dusk.

Perfectly located just minutes from the Siesta Key North Bridge and the boutiques and dining of Southside Village, this property offers the rare balance of serene seclusion and coastal convenience. Situated outside of a flood zone—with flood insurance optional—this estate represents both luxury and peace of mind.
Launch 3D Virtual Tour
Opens in a new window
Included Appliances
Bar FridgeBuilt-In OvenDishwasherDisposalDryerMicrowaveRangeRefrigeratorWasher

Property Details

Highlights
View
Yes
Interior
Additional Rooms
Inside Utility
Appliances
Bar FridgeBuilt-In OvenDishwasherDisposalDryerMicrowaveRangeRefrigeratorWasher
Bathrooms Total Decimal
3.5
Building Area Total
3453
Cooling
Central AirZoned
Fireplace Features
ElectricGasLiving RoomMaster Bedroom
Flooring
Hardwood
Furnished
Unfurnished
Heating
CentralElectricNatural GasZoned
Interior Features
Ceiling Fan(s)Dry BarLiving Room/Dining Room ComboOpen FloorplanSkylight(s)Solid Surface CountersSolid Wood CabinetsSplit BedroomWalk-In Closet(s)
Laundry Features
InsideLaundry Room
Living Area
2483
Rooms Total
8
Construction
Architectural Style
Florida
Building Area Source
Public Records
Building Area Units
Square Feet
Construction Materials
Wood Frame
Direction Faces
West
Foundation Details
Crawlspace
Levels
One
Living Area Source
Public Records
Living Area Units
Square Feet
Property Condition
Completed
Roof
Metal
Year Built
1950
Site & Exterior
Covered Spaces
2
Exterior Features
French DoorsIrrigation SystemLightingOutdoor KitchenOutdoor ShowerRain Gutters
Fencing
Fenced
Flood Zone Code
X500
Garage Spaces
2
I D X Participation
Yes
Lot Features
City LotLandscapedPrivate
Lot Size Acres
0.36
Lot Size Area
15557
Lot Size Square Feet
15557
Lot Size Units
Square Feet
Open Parking
Yes
Other Structures
OtherOutdoor Kitchen
Parking Features
BoatDrivewayGarage Door OpenerGuestOversizedWorkshop in Garage
Patio And Porch Features
DeckEnclosedPatioPorchScreened
Pool Features
HeatedIn GroundSalt Water
Public Survey Range
18
Public Survey Section
31
Road Surface Type
Paved
Sewer
Public Sewer
Spa Features
Heated
Total Acreage
1/4 to less than 1/2
Utilities
BB/HS Internet AvailableNatural Gas AvailablePublicSprinkler Well
Vegetation
Mature Landscaping
View
Trees/Woods
Water Source
Public
Zoning
RSF2
Financials
Calculated List Price By Calculated Sq Ft
763.19
Contract Status Change Date
2025-12-29
Current Price
1895000
Feed Types
BBO
Lease Considered
Yes
Minimum Lease
2 Weeks
Owner Name
ON RECORD
Ownership
Fee Simple
Parcel Number
2039070057
Public Survey Township
36
Tax Annual Amount
18715
Tax Book Number
10-26
Tax Legal Description
PORTION OF LOT 34, BEING DESC AS, COM AT NW COR OF SAID LOT 34 TH S-12-25-W 14.28 FT FOR POB TH CONT S-12-25-W 130 FT TO SW COR OF SAID LOT TH N-89-00-E 135.01 FT TO SE COR OF SAID LOT TH
Tax Lot
34
Tax Year
2025

Neighborhood & Lifestyle

Community & Association
Additional Lease Restrictions
Please contact the city of Sarasota to verify any and all lease restrictions.
Lease Restrictions
Yes
M L S Area Major
34239 - Sarasota/Pinecraft
S W Subdiv Community Name
Shoreland Woods
Subdivision Name
SHORELAND WOODS SUB
Listing provided courtesy of STELLAR via IDX. Updated: Jun 1, 2026, 1:08pm.
Adnan Dedic

Listing Agent

COMPASS FLORIDA LLC

Call Agent