To schedule a showing of 3331 Old Oak Drive, Sarasota, Florida, Call David Shippey at 863-521-4517 TODAY!

$1,895,000 Reduced -$55,000
3331 Old Oak Drive
Sarasota, FL 34239
  • 4Beds
  • 4.00Total Baths
  • 3 Full, 1 HalfBaths
  • 2,483SqFt
  • 1950Year Built
  • 0.36Acres
  • MLS# A4675449
  • Residential
  • SingleFamilyResidence
  • Active

  • Approx Time on Market5 months, 6 days
  • Area34239 - Sarasota/pinecraft
  • CountySarasota
  • Subdivision Shoreland Woods Sub

Overview

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 faade and crowned by a newer standing-seam metal roof, the residence honors classic Florida design while embracing todays 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 officethoughtfully positioned away from the main living areasoffers flexibility as a refined workspace or guest retreat, complete with an adjacent half bath. At the heart of the home, the chefs 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 zonewith flood insurance optionalthis estate represents both luxury and peace of mind.



Agriculture / Farm

Association Fees / Info

Bathroom Info

Total Baths:  4.00

Fullbaths:  3

Building Info

Window Features:  Skylights

Roof:  Metal

Building Area Source:  PublicRecords

Buyer Compensation

Exterior Features

Style:  Florida

Pool Features:  Heated, InGround, SaltWater

Patio:  Deck, Enclosed, Patio, Porch, Screened

Pool Private:  Yes

Exterior Features:  FrenchPatioDoors, SprinklerIrrigation, Lighting, OutdoorKitchen, OutdoorShower, RainGutters

Fees / Restrictions

Financial

Original Price:  $1,995,000

Fencing:  Fenced

Garage / Parking

Parking Features:  Boat, Driveway, Garage, GarageDoorOpener, Guest, Oversized, WorkshopInGarage

Attached Garage:  Yes

Garage:  Yes

Green / Env Info

Interior Features

Fireplace Desc:  Electric, Gas, LivingRoom, PrimaryBedroom

Fireplace:  Yes

Floors:  Wood

Levels:  One

Spa:  Yes

Laundry Features:  Inside, LaundryRoom

Interior Features:  BuiltInFeatures, CeilingFans, DryBar, LivingDiningRoom, OpenFloorplan, SplitBedrooms, SolidSurfaceCounters, Skylights, WalkInClosets, WoodCabinets

Appliances:  BarFridge, BuiltInOven, Dryer, Dishwasher, Disposal, Microwave, Range, Refrigerator, Washer

Spa Features:  Heated

Lot Info

Direction Remarks:  spring creek to old oak. home is on the left.

Lot Size Units:  Acres

Lot Size Acres:  0.36

Lot Sqft:  15,557

Lot Desc:  CityLot, Private, Landscaped

Misc

Other

Other Structures:  OutdoorKitchen, Other

Special Conditions:  None

Other Rooms Info

Basement:  CrawlSpace

Property Info

Section:  31

Class Type:  SingleFamilyResidence

Property Sub Type:  SingleFamilyResidence

Property Condition:  NewConstruction

Construction Materials:  WoodFrame

Stories:  1

Foundation:  Crawlspace

Human Modified:  Yes

Room Info

Total Rooms:  8

Sqft Info

Sqft:  2,483

Bulding Area Sqft:  3,453

Living Area Units:  SquareFeet

Living Area Source:  PublicRecords

Tax Info

Tax Year:  2,025

Tax Lot:  34

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 Annual Amount:  18715

Tax Book Number:  10-26

Unit Info

Utilities / Hvac

Heating:  Central, Electric, NaturalGas, Zoned

Water Source:  Public

Sewer:  PublicSewer

Cool System:  CentralAir, Zoned, CeilingFans

Cooling:  Yes

Heating:  Yes

Utilities:  NaturalGasAvailable, HighSpeedInternetAvailable, MunicipalUtilities

Waterfront / Water

View:  Yes

View:  TreesWoods

Directions

spring creek to old oak. home is on the left.

This listing courtesy of Compass Florida Llc 

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Price & Status History (on davidshippey.com since Mon, Dec 29th 2025)
  • Original Price: $1,995,000
  • Current Price: $1,895,000
  • Price Reduced: $100,000
Date ChangedFromTo
06/01/2026$1,950,000 $1,895,000 Reduced by $55,000

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If you have any questions on 3331 Old Oak Drive, Sarasota, Florida, please call David Shippey at 863-521-4517.


MLS# A4675449 located at 3331 Old Oak Drive, Sarasota, Florida is brought to you by David Shippey REALTOR®

3331 Old Oak Drive, Sarasota, Florida has 4 Beds, 3 Full Bath, and 1 Half Bath.
The MLS Number for 3331 Old Oak Drive, Sarasota, Florida is A4675449.
The price for 3331 Old Oak Drive, Sarasota, Florida is $1,895,000.
The status of 3331 Old Oak Drive, Sarasota, Florida is Active.
The subdivision of 3331 Old Oak Drive, Sarasota, Florida is Shoreland Woods Sub.
The home located at 3331 Old Oak Drive, Sarasota, Florida was built in 2026.