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$1,039,000

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,368 Sq. Ft.

Next open house:

Open House: 2:00 PM - 5:00 PM

Sunday 10/18 2:00 PM - 5:00 PM

3424 Old Oak Drive,Sarasota, FL 34239

3424 Old Oak DriveSarasotaFL34239

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Join us at 3424 Old Oak Drive on:

  • Open House: 2:00 PM - 5:00 PM

    Saturday 10/24 2:00 PM - 5:00 PM

    3424 Old Oak Drive,Sarasota, FL 34239
    3424 Old Oak DriveSarasotaFL34239
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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.

Full Property Details for 3424 Old Oak Dr

General

  • Price: $1,039,000
  • Taxes: $10,828 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: A4702989
  • Updated: 8/26/2026
  • Added to Site: 50 day(s) ago

Rental Information

  • Min. Lease: 1 Week

Interior

  • Number of Rooms: 3
  • Interior Features: Ceiling Fan(s), Skylight(s), Vaulted Ceiling(s)
  • Fireplace: Yes
  • Fireplace(s): Living Room, Wood Burning
  • Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Range Hood, Refrigerator, Washer
  • Furnishings: Unfurnished
  • Flooring: Tile, Vinyl

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Inside

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Heated, In Ground, Screen Enclosure
  • Spa Description: In Ground

Exterior

  • Exterior Features: French Doors, Garden, Outdoor Shower, Private Yard, Sliding Doors
  • Deck/Patio: Patio
  • Porch/Patio/Deck: Patio

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 1
  • Covered Spaces: 1
  • Parking Features: Circular Driveway, Driveway

Location

  • Area: 34239 - Sarasota/Pinecraft
  • County: Sarasota
  • Development Name: 34239 - Sarasota/Pinecraft
  • Subdivision: SHORELAND WOODS
  • Driving 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.
  • Direction Faces: South

School Information

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

Community

  • Community Name: 34239 - Sarasota/Pinecraft

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable TV Available, Electricity Connected, Public, Water Connected

Structural Information

  • Architectural Info: Florida
  • Architectural Style: Florida
  • Exterior Const.: Wood Frame
  • Roof: Shingle
  • Common Walls: Corner Unit
  • Stories/Levels: One
  • Square Feet: 1,368
  • Sq. Ft. Source: Public Records
  • Year Built: 1953

Additional Structures

  • Other Structures: Shed(s)

Lot Features

  • Lot Size (Acres): 0.22
  • Lot Size (Sq. Ft.): 9,773
  • Lot Size: 9773
  • Lot Dimensions: 114 x 85 x 113 x 87
  • Street/Road Desc.: Paved
  • Fencing (Description): Fenced, Wood

Financial Considerations

  • Tax Amount: $10,828.47
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: BEG AT NW INTRS OF W R/W LINE OF OLD OAK DR & N R/W LINE OF SIESTA KEY RD TH N 03-36-30 E 85 FT TH N 86-23-30 W 115 FT TH S 03-36-30 W TO A PT ON N R/W LINE OF SIESTA KEY RD TH E ALG N R/W LINE OF
  • Flood Zone Info: X
  • APN: 2039110034
  • Property ID: 2039110034

Listed by Exp Realty Llc

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Listing agent

— 3424 Old Oak Dr —

  • Exp Realty Llc

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 3424 Old Oak Dr

School District:Sarasota County School District
NameGradesDistance
Southside Elementary School, Sarasota, FL
1901 Webber Street, Sarasota, FL 34239
PK-50.6 mi
Brookside Middle School
3636 South Shade Avenue, Sarasota, FL 34239
6-80.9 mi
Sarasota High School
2155 Bahia Vista Street, Sarasota, FL 34239
9-121.7 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 3424 Old Oak Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/20/2026
Listed
$1,039,000
59.85%
MLS
3/29/2021
Sold
$650,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 3424 Old Oak Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$11,280
7%
$773,800
4%
2024
$10,562
3%
$741,781
3%
2023
$10,284
72%
$720,176
75%
2021
$5,966
-41%
$411,091
-41%
2022
$10,061
69%
$699,200
72%
2021
$5,966
2%
$405,415
2%
2019
$5,872
-11%
$396,300
-10%
2018
$6,590
—
$440,200
1%
2017
$6,610
3%
$436,200
4%
2016
$6,444
10%
$420,000
33%
2015
$5,875
15%
$316,016
10%
2014
$5,108
27%
$287,287
29%
2013
$4,034
—
$223,400
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Exp Realty Llc

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3424 Old Oak Drive, Sarasota, FL 34239 (MLS# A4702989) is a Single Family property with 3 bedrooms and 2 full bathrooms. 3424 Old Oak Drive is currently listed for $1,039,000 and was received on August 20, 2026. Want to learn more about 3424 Old Oak Drive? Do you have questions about finding other Single Family real estate for sale in Sarasota? You can browse all Sarasota real estate or contact a Coldwell Banker agent to request more information.

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