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$1,039,000

3424 OLD OAK DRIVE, SARASOTA, FL 34239

Active47 days on market

Beds

3

Baths

2

Sq Ft

1,368 sq ft

Year Built

1953

Lot Size

0.22 acres

Garage

1

About This Property

A private garden retreat in one of Sarasota’s most coveted West of Trail locations.** Nestled among lush tropical gardens and mature landscaping, 3424 Old Oak Drive is a captivating Sarasota bungalow where privacy, character, and effortless coastal living come together. From the moment you arrive, the home unfolds through a collection of intimate, inviting spaces. A charming front patio beneath a mature, vine-covered pergola offers a welcoming setting for morning coffee or an evening glass of wine. Winding garden paths and established tropical foliage create the feeling of a secluded sanctuary. The outdoor living experience continues around the heated pool, surrounded by greenery for exceptional privacy. A hot-and-cold outdoor shower adds resort-style convenience—ideal after a relaxing afternoon poolside or a day at nearby Siesta Key Beach. Multiple outdoor gathering areas invite you to follow the sun, unwind in a quiet garden corner, or entertain beneath the Florida sky. Inside, the three-bedroom, two-bath residence is filled with warmth and personality. Vaulted ceilings enhance the sense of openness, while a wood-burning fireplace creates an unexpected and inviting focal point. French doors connect the interior living spaces to the gardens and pool, creating a seamless flow between indoor and outdoor living. The home’s distinctive character is matched by its exceptional West of Trail location. Just over the North Bridge from Siesta Key, you are minutes from its renowned beaches while remaining conveniently close to Southside Village, Sarasota Memorial Hospital, downtown Sarasota, dining, shopping, arts, and entertainment. 3424 Old Oak Drive offers something increasingly difficult to find: an established tropical setting, mature gardens, exceptional privacy, and authentic Sarasota charm. In a location that keeps the best of the city and coast within easy reach.

Property Overview

Property TypeResidential
Sub TypeSingle Family Residence
MLS #A4702989
StatusActive
Year Built1953
Stories1
Total Rooms3
ConstructionWood Frame
RoofShingle
FoundationSlab
FacesSouth
SubdivisionSHORELAND WOODS
CountySarasota
OwnershipFee Simple

Interior Features

InteriorCeiling Fan(s), Skylight(s), Vaulted Ceiling(s)
FlooringTile, Vinyl
AppliancesDishwasher, Disposal, Dryer, Microwave, Range, Range Hood, Refrigerator, Washer
LaundryInside
CoolingCentral Air
HeatingCentral
FireplaceYes ()

Exterior & Lot

ExteriorFrench Doors, Garden, Outdoor Shower, Private Yard, Sliding Doors
FencingFenced, Wood
Other StructuresShed(s)
Lot Size0.22 acres (9,773 sq ft)
Lot Dimensions114 x 85 x 113 x 87
Lot FeaturesIn County
Road SurfacePaved

Pool & Spa

Private PoolYes
Pool FeaturesHeated, In Ground, Screen Enclosure
SpaIn Ground

Utilities

WaterPublic
SewerPublic Sewer
UtilitiesCable Available, Electricity Connected, Public, Water Connected

Parking

GarageYes (1 spaces)

HOA & Community

HOANo
Senior CommunityNo

Financial Details

List Price$1,039,000
Annual Taxes$10,828 (2025)
FinancingCash, Conventional
ZoningRSF2
Parcel #2039110034

Schools

ElementarySouthside Elementary
MiddleBrookside Middle
HighSarasota High

Directions

From Bee Ridge Rd, Take Siesta Dr. Turn Right onto Old Oak Drive. Home is on Corner of Siesta Drive and Old Oak Drive.

Location

3424 OLD OAK DRIVE, SARASOTA, FL 34239

Listing Information

OfficeEXP REALTY LLC
ListedAugust 20, 2026

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Home Price

$1,039,000

20% ($207,800)
6.75%

Loan Term

Principal & Interest$5,391
Property Tax (est.)$952
Insurance (est.)$150
Total Monthly$6,494
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Listing information is deemed reliable but not guaranteed. All measurements and data should be independently verified. This information is provided by the Stellar MLS. The listing broker's offer of compensation is made only to participants of the MLS where the listing is filed. IDX information is provided exclusively for consumers' personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated: September 23, 2026.

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