3331 Old Oak Dr

Sarasota, FL 34239

$2,295,000
Price
4
Beds
2,483 Sq. Ft.
$924 / Sq. Ft.
2,483
Sq. Ft.
$924
per Sq. Ft.

Description

Come experience a Coastal Sanctuary of Timeless Elegance and Modern Luxury!
Nestled in the prestigious West of the Trail enclave, this exquisitely reimagined Old Florida gated estate is a harmonious blend of sophisticated elegance and modern indulgence. A grand entrance, marked by a stately motorized wrought iron gate, opens to an expansive brick-paver driveway, winding beneath a canopy of majestic live oaks. This architectural masterpiece, draped in a freshly painted pecky cypress facade and crowned
...Come experience a Coastal Sanctuary of Timeless Elegance and Modern Luxury!
Nestled in the prestigious West of the Trail enclave, this exquisitely reimagined Old Florida gated estate is a harmonious blend of sophisticated elegance and modern indulgence. A grand entrance, marked by a stately motorized wrought iron gate, opens to an expansive brick-paver driveway, winding beneath a canopy of majestic live oaks. This architectural masterpiece, draped in a freshly painted pecky cypress facade and crowned with a newer standing seam metal roof, offers a rare fusion of historic charm and contemporary refinement.

Upon entering, an inviting foyer sets the tone for the home’s seamless open-concept design, where natural wood floors and exquisite craftsmanship create a warm yet elevated ambiance. At the heart of the living space, a striking dual-sided fireplace, adorned with hand-selected natural stone, serves as a focal point, offering a cozy retreat between the living and dining areas. A sleek dry bar, ideal for entertaining, adds a touch of sophistication. A separate dedicated office, positioned for privacy, offers the perfect space for remote work or an additional guest retreat, enhanced by a conveniently located half bath.

The chef’s kitchen is an epicurean masterpiece, featuring a built-in coffee bar, premium stainless steel appliances, and a natural gas range—all centered around a showstopping marble island with abundant storage and workspace. The custom cabinetry and designer backsplash elevate the aesthetic, while stylish French doors beckon you to a breathtaking outdoor oasis.

Step outside to a serene paradise, where a resort-style saltwater heated pool and spa await beneath a newly installed panoramic screen enclosure. Entertain effortlessly in the fully equipped summer kitchen, complete with a stainless steel gas grill, vent hood, and prep station. Adjacent, a gas fire pit and elegant al fresco dining area invite unforgettable gatherings beneath the swaying palms. A newly updated outdoor shower, with both hot and cold water, enhances the tranquil experience, while the expansive private yard, lined with lush tropical foliage, provides an idyllic setting for pets, children, or simply unwinding in nature.

The primary suite is a private sanctuary, boasting three spacious closets, an intimate fireplace, and French doors that open directly to the lanai, allowing for a seamless indoor-outdoor connection. The en-suite bath is a spa-inspired retreat, featuring luxurious finishes, custom vanity cabinetry, and a walk-in shower designed for ultimate relaxation.

Additional amenities include a sprawling laundry room, an oversized two-car garage, and meticulously curated lighting throughout the property, casting an enchanting glow as twilight falls. Perfectly positioned just minutes from the Siesta Key North Bridge and the charming Southside Village, this estate offers a rare combination of seclusion and convenience. Notably, this property is situated outside of a flood zone, making flood insurance optional—a significant benefit in today’s market.

This exceptional residence is more than just a home—it’s a legacy of fine living, where Old Florida charm meets contemporary grandeur. Indulge in a lifestyle defined by tranquility, sophistication, and coastal allure.

Listing Agent

  1. Adnan Dedic

    Adnan Dedic

    Listing Agent

    Compass

    adnan.dedic@compass.com

    P: (941)-726-2917

Property Details for 3331 Old Oak Drive

Architectural Style
Florida
Subdivision Name
SHORELAND WOODS SUB
Township
36
Garage Spaces
2
View
Trees/Woods
Waterfront
No
Furnished
Unfurnished
LISTING UPDATED: 03/09/2025 02:09 PM

Property Details for 3331 Old Oak Drive

StatusActive
MLS #A4638734
Days on Market135
Taxes$12,696 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1950
Lot Size0.36 AC / 15,557 SF
CountySarasota County
Add your commute

Building Information for 3331 Old Oak Drive

Stories-Year Built1950Building Size-Lot Size0.36 AC / 15,557 SF

Payment Calculator

$13,082 per month

30 year fixed, 6.845% Interest

Principal and Interest

$12,024

Property Taxes

$1,058

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 3331 Old Oak Drive

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 3453.0
  • Building Area Units: Square Feet
  • Direction Faces: West
  • Directions: spring creek to old oak. home is on the left.
  • Mls Major Change Type: Price Decrease
  • Listing Service: Full Service
  • Senior Community: No
  • SW Subdiv Community Name: Shoreland Woods
  • Unit Number: No
  • Street Number: 3331
  • Street Name: Old Oak
  • Street Suffix: DRIVE
  • State: FL
  • City: SARASOTA
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage: Yes
  • Parking Features: Boat, Driveway, Garage Door Opener, Guest, Oversized, Workshop in Garage
Taxes and HOA Information
  • Association: No
  • CDD: No
  • 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: 2024
Virtual Tour
Property
Lot Information
  • Additional Parcels: No
  • Lot Features: City Lot, Landscaped, Private
  • Parcel Number: 2039070057
  • Total Acreage: 1/4 to less than 1/2
  • Water Access: No
  • Water Extras: No
  • Zoning: RSF2
  • Living Area: 2483
Property and Assessments
  • Year Built Numeric: 1950
  • Flood Zone Code: X500
  • Flood Zone Date: 11-04-2016
  • Flood Zone Panel: 12115C0141F
  • Home Warranty: No
  • Homestead: Yes
  • New Construction: No
  • Property Condition: Completed
  • Public Survey Range: 18
  • Public Survey Section: 31
Utilities
  • Sewer: Public Sewer
  • Utilities: BB/HS Internet Available, Natural Gas Available, Public, Sprinkler Well
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Wood Frame
  • Exterior Features: French Doors, Irrigation System, Lighting, Outdoor Kitchen, Outdoor Shower, Rain Gutters
  • Fencing: Fenced
  • Foundation Details: Crawlspace
  • Levels: One
  • Other Structures: Other, Outdoor Kitchen
  • Patio And Porch Features: Deck, Enclosed, Patio, Porch, Screened
  • Pool Dimensions: 20x22
  • Pool Features: Heated, In Ground, Salt Water
  • Pool Private: Yes
  • Pool: Private
  • Pool Private: Yes
  • Roof: Metal
  • Spa Features: Heated
  • Spa: Yes
  • Vegetation: Mature Landscaping
  • Waterfront Feet Total: 0
Interior Features
  • Bedrooms Total: 4
  • Bathrooms Full: 3
  • Additional Rooms: Inside Utility
  • Appliances: Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
  • Cooling: Central Air, Zoned
  • Fireplace Features: Electric, Gas, Living Room, Master Bedroom
  • Fireplace: Yes
  • Flooring: Hardwood
  • Heating: Central, Electric, Natural Gas, Zoned
  • Interior Features: Ceiling Fan(s), Dry Bar, Living Room/Dining Room Combo, Open Floorplan, Skylight(s), Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Walk-In Closet(s)
  • Laundry Features: Inside, Laundry Room
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 8.0
  • Water View: No
  • Bathrooms Half: 1

Property History for 3331 Old Oak Drive

DateEvent & SourcePriceAppreciation
Feb 12, 2025

Price Change

MFRMLS #A4638734

$2,295,000—
Feb 4, 2025

Listed (Active)

MFRMLS #A4638734

$2,385,000—
Feb 22, 2024

Sold

MFRMLS #A4593229

$1,850,000—
Feb 21, 2024

Sold (Public Record)

Public Record #1527400799

$1,850,000

+6.7% / yr

Dec 27, 2023

Pending

MFRMLS #A4593229

—
Dec 27, 2023

Listed (Active)

MFRMLS #A4593229

$1,950,000—
May 29, 2015

Sold (Public Record)

Public Record #549126291

$1,050,000

+25.6% / yr

May 29, 2015

Sold

MFRMLS #A4117065

$1,050,000—
Mar 12, 2015

Pending

MFRMLS #A4117065

—
Mar 12, 2015

Listed (Active)

MFRMLS #A4117065

$1,050,000—
Mar 4, 2015

Withdrawn

MFRMLS #A4108183

$1,150,000—
Nov 13, 2014

Listed (Active)

MFRMLS #A4108183

$1,150,000—
Apr 11, 2011

Sold (Public Record)

Public Record #307585501

$410,000

-12.0% / yr

Apr 11, 2011

Sold

MFRMLS #A3932987

$410,000—
Feb 25, 2011

Pending

MFRMLS #A3932987

—
Oct 4, 2010

Listed (Active)

MFRMLS #A3932987

$395,000—
Feb 1, 2006

Sold

MFRMLS #A285876

$800,000—
Jan 31, 2006

Pending

MFRMLS #A285876

—
Jan 23, 2006

Sold (Public Record)

Public Record #173742546

$800,000

+10.5% / yr

Sep 13, 2005

Listed (Active)

MFRMLS #A285876

$849,000—
Dec 21, 2004

Withdrawn

MFRMLS #A264828

—
Oct 8, 2004

Listed (Active)

MFRMLS #A264828

$799,000—
Jun 9, 2004

Sold (Public Record)

Public Record #136279415

$680,000—
DateEvent & SourcePrice
02/12/2025

Price Change

MFRMLS #A4638734

$2,295,000
02/04/2025

Listed (Active)

MFRMLS #A4638734

$2,385,000
02/22/2024

Sold

MFRMLS #A4593229

$1,850,000
02/21/2024

Sold (Public Record)

Public Record #1527400799

$1,850,000

+6.7% / yr

12/27/2023

Pending

MFRMLS #A4593229

—
12/27/2023

Listed (Active)

MFRMLS #A4593229

$1,950,000
05/29/2015

Sold (Public Record)

Public Record #549126291

$1,050,000

+25.6% / yr

05/29/2015

Sold

MFRMLS #A4117065

$1,050,000
03/12/2015

Pending

MFRMLS #A4117065

—
03/12/2015

Listed (Active)

MFRMLS #A4117065

$1,050,000
03/04/2015

Withdrawn

MFRMLS #A4108183

$1,150,000
11/13/2014

Listed (Active)

MFRMLS #A4108183

$1,150,000
04/11/2011

Sold (Public Record)

Public Record #307585501

$410,000

-12.0% / yr

04/11/2011

Sold

MFRMLS #A3932987

$410,000
02/25/2011

Pending

MFRMLS #A3932987

—
10/04/2010

Listed (Active)

MFRMLS #A3932987

$395,000
02/01/2006

Sold

MFRMLS #A285876

$800,000
01/31/2006

Pending

MFRMLS #A285876

—
01/23/2006

Sold (Public Record)

Public Record #173742546

$800,000

+10.5% / yr

09/13/2005

Listed (Active)

MFRMLS #A285876

$849,000
12/21/2004

Withdrawn

MFRMLS #A264828

—
10/08/2004

Listed (Active)

MFRMLS #A264828

$799,000
06/09/2004

Sold (Public Record)

Public Record #136279415

$680,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 3331 Old Oak Drive

Taxable ValueLand-Additions-Total-
Tax Record2024$13,225 ($1,102 / month)
Home Facts
Beds3Baths3.5Total Finished SqFt2,483 SqFtAbove Grade Finished SqFt2,483 SqFtStories1Lot Size15,557 SqFtStyleSingle Family ResidenceYear Built1950Year Renovated2010ZoningRSF2CountySARASOTAAPN2039-07-0057Fireplace TypeHas Fireplace

Schools near 3331 Old Oak Drive

This home is within Sarasota.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Public - PK to 12
Rating
School
Distance
Southside Elementary School
PublicPK to 5

Brookside Middle School
Public6 to 8

Sarasota High School
Public9 to 12

Ese Special Programs
PublicPK to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

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3331 Old Oak Drive is a single family home for sale in Sarasota, FL 34239. This property was listed for sale on February 4, 2025 by Compass, it's currently listed at $2,295,000. It has been on the market for a total of 135 days and was last sold on February 22, 2024. This listing's school district is Sarasota. Nearby schools include Southside Elementary School, Brookside Middle School and Sarasota High School. 3331 Old Oak Drive is a 4-bed, 3.5-bath, 2,483 sqft single family home built in 1950.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

The information is being provided in part by Southwest Florida Multiple Listing Service, Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2, and MarcoMls. Information deemed reliable but not guaranteed. Information is provided for consumers' personal, non-commercial use, and may not be used for any purpose other than the identification of potential properties for purchase. Copyright 2025 Southwest Florida Multiple Listing Service and MarcoMls. All Rights Reserved. The data relating to real estate for sale displayed on this website comes in part from the Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2 and MarcoMls. Properties listed with brokerage firms other than Compass are marked with the "BR House" logo. Detailed information about such properties includes the name of the brokerage firm with which the seller has listed the property. The properties displayed may not be all the properties listed with brokerage firms participating in the Naples MLS BR Program, or contained in the database compilation of Naples MLS.