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$1,995,000
New Listing

3331 OLD OAK DRIVE
SARASOTA, FL 34239

For Sale|Single Family Residence|Active
4
Beds
4
Total Baths
3
Full Baths
1
Partial Bath
2,483
SqFt
$803
/SqFt
1950
Built
Subdivision:
SHORELAND WOODS SUB
County:
Sarasota
Call Now: 941-685-5565
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941-685-5565
3331 OLD OAK DRIVE3331 OLD OAK DRIVE3331 OLD OAK DRIVE3331 OLD OAK DRIVE
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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.

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Listing Snapshot
Price 
$1,995,000
Days On Site 
0 Days
Bedrooms 
4
Inside Area (SqFt) 
2,483 sqft
Total Baths 
4
Full Baths 
3
Partial Baths 
1
Lot Size 
0.36 Acres
Year Built 
1950
MLS® Number 
A4675449
Status 
Active
Property Tax 
$18,715
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
6 hours agoListing updated with changes from the MLS®
9 hours agoListing first seen on site
General Features
Acres 
0.36
Attached Garage 
Yes
Direction Faces 
West
Garage 
Yes
Garage Spaces 
2
Levels 
One
Parking 
BoatDrivewayGarage Door OpenerGuestOversizedWorkshop in GarageAttached
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Total 
3453
Style 
Florida
Utilities 
Natural Gas Available
Water Source 
Public
Zoning 
RSF2
Interior Features
Appliances 
Bar FridgeDishwasherDisposalDryerMicrowaveRangeRefrigeratorWasher
Basement 
Crawl Space
Cooling 
Central AirZoned
Fireplace 
Yes
Fireplace Features 
ElectricGasLiving Room
Flooring 
Wood
Furnished 
Unfurnished
Heating 
CentralElectricNatural GasZoned
Interior 
Dry BarOpen FloorplanWalk-In Closet(s)
Laundry Features 
InsideLaundry Room
Spa 
Yes
Window Features 
Skylight(s)
Bedroom 2 
Dimensions - 14x12Level - First
Bedroom 3 
Dimensions - 10x11Level - First
Dining Room 
Dimensions - 13x13Level - First
Kitchen 
Dimensions - 10x21Level - First
Living Room 
Dimensions - 14x18Level - First
Master Bathroom 
Level - First
Master Bedroom 
Dimensions - 18x27Level - First
Office 
Dimensions - 16x10Level - First
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Exterior Features
Construction Details 
Frame
Exterior 
LightingOutdoor KitchenOutdoor ShowerRain Gutters
Fencing 
Fenced
Lot Features 
LandscapedPrivate
Other Structures 
OtherOutdoor Kitchen
Patio And Porch 
DeckEnclosedPatioPorchScreened
Pool Features 
HeatedIn GroundSalt WaterPrivate
Private Pool 
Yes
Roof 
Metal
Spa 
Yes
Spa Features 
Heated
View 
Trees/Woods
Waterview 
Trees/Woods
Windows/Doors 
Skylight(s)
Community Features
Financing Terms Available 
CashConventional
MLS Area 
34239 - Sarasota/Pinecraft
Roads 
Paved
Township 
36
Listing courtesy of COMPASS FLORIDA LLC (941) 726-2917



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2025, Stellar MLS.
Last checked: 2025-12-29 07:35 PM EST

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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