3424 OLD OAK DRIVE SARASOTA FL 34239 | MLS #A4702989

3424 OLD OAK DRIVE
SARASOTA, FL, 34239
$1,039,000
3 Beds
2 Baths
1,368 SqFt
0.22 Acres
Add
MLS #A4702989 image #0
Open House Aug 23, 2026
03:00 – 05:00
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 Details

Price:
$1,039,000
MLS #:
A4702989
Status:
Active
Beds:
3
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
SHORELAND WOODS
Neighborhood:
34239sarasotapinecraft
Listed Date:
Aug 20, 2026
Finished Sq Ft:
1,368
Total Sq Ft:
1,883
Lot Size:
9,773 sqft / 0.22 acres (approx)
Year Built:
1953
FloridaPool34239 – Sarasota/pinecraft34239sarasotapinecraftShoreland WoodsSouthside ElementaryBrookside MiddleSarasota HighConfirm With Sarasota County Ordinances.No MinimumPets Allowed

Ask a Question

See this Listing

Send
  

Schools

Elementary School:
Southside Elementary
Middle School:
Brookside Middle
High School:
Sarasota High

Interior

Appliances
Dishwasher, Disposal, Dryer, Microwave, Range, Range Hood, Refrigerator, Washer
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Tile, Vinyl
Heating
Central
Interior Features
Ceiling Fan(s), Skylight(s), Vaulted Ceiling(s)
Laundry Features
Inside
Levels
One

Exterior

Architectural Style
Florida
Attached Garage YN
1
Common Walls
Corner Unit
Construction Materials
Wood Frame
Covered Spaces
1
Direction Faces
South
Exterior Features
French Doors, Garden, Outdoor Shower, Private Yard, Sliding Doors
Fencing
Fenced, Wood
Garage Spaces
1
Lot Features
In County
Open Parking YN
1
Other Structures
Shed(s)
Parking Features
Circular Driveway, Driveway
Patio And Porch Features
Patio
Roof
Shingle
Spa Features
In Ground

Financial

Tax Year
2025
Taxes
$10,828

Map

Community

Subdivisions in SARASOTA

Market Summary

Current real estate data for Single Family in SARASOTA as of Aug 22, 2026
1,856
Single Family Listed
117
Avg DOM
470
Avg $ / SqFt
$1,430,317
Avg List Price

Property Summary

    Located in the SHORELAND WOODS subdivision, 3424 OLD OAK DRIVE SARASOTA FL is a Single Family for sale in SARASOTA, FL, 34239. It is listed for $1,039,000 and features 3 beds, 2 baths, and has approximately 1,368 square feet of living space, and was originally constructed in 1953. The current price per square foot is $760. The average price per square foot for Single Family listings in SARASOTA is $470. The average listing price for Single Family in SARASOTA is $1,430,317. To schedule a showing of MLS#a4702989 at 3424 OLD OAK DRIVE in SARASOTA, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.

Similar Listings Nearby

broker reciprocity
MLS# A4666531broker reciprocity
2516 BROWNING STREET
SARASOTA, FL

$1,350,000

2.0 miles away

broker reciprocity
MLS# A4677470broker reciprocity
4646 GLEASON AVENUE
SARASOTA, FL

$1,350,000

1.8 miles away

broker reciprocity
MLS# A4671233broker reciprocity
2344 BAY STREET W
SARASOTA, FL

$1,350,000

2.0 miles away

broker reciprocity
MLS# A4693618broker reciprocity
1138 SUN N SEA DRIVE
SARASOTA, FL

$1,349,000

3.7 miles away

broker reciprocity
MLS# A4703164broker reciprocity
445 REID STREET
SARASOTA, FL

$1,340,000

1.8 miles away

broker reciprocity
MLS# A4695803broker reciprocity
2480 ALAMEDA AVENUE
SARASOTA, FL

$1,325,000

4.0 miles away

3424 OLD OAK DRIVE
SARASOTA, FL