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Street View
$1,039,000
Monthly Est:$5,171
3 Beds
- 2 Baths
2 full baths
1,368sqft
3424 Old Oak Dr, Sarasota, FL 34239
$1,039,000
$5,171/moEst:
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Single Family Residence
Built in 1953
$-- HOA
9,773 sqft lot
$760/sq.ft
Description
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.
- Houzeo last checked: 3 minutes ago
- Listing updated: October 24, 2026 at 9:05 pm
- Listing Provided by: Lise Wosick (941) 677-2620 | EXP REALTY LLC (888) 883-8509
- Source: Stellar MLS-FL as distributed by MLS GRID | MLS#: A4702989

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
1
County
City
Neighborhood
Year Built
1953
HOA Fees
-
Finished Area
1,368 sqft
Lot Size
9,773 sqft lot
Basement Area
- sqft
MLS Name
Stellar MLS
MLS Number
A4702989
MLS Status
Active
Days on Market
76
Cumulative Days on Market
156

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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 3
Bathrooms: 2
Interior
Appliances
Dishwasher, Disposal, Dryer, Microwave, Range, Range Hood, Refrigerator, Washer
Interior Features
Ceiling Fans(s), Vaulted Ceiling(s)
Sewer
Public Sewer
Window Features
Skylight(s)
Heating
Central
Flooring
Tile, Vinyl
Exterior Features
Garden, Outdoor Shower, Private Yard
Cooling
Central Air
Construction
Year Built
Year Built: 1953
Home type
Single Family Residence
Foundation Details
Slab
Property Condition
Completed
Roof
Shingle
Construction Materials
Frame
Architectural Style
Florida
Utilities & Energy
Laundry Features
Inside
Pool Features
Heated, In Ground, Screen Enclosure
Water Source
Public
Fireplace Features
Living Room, Wood Burning
Parking Features
Circular Driveway, Driveway
Utilities
Cable Available, Electricity Connected, Public, Water Connected
Other Features
Vegetation
Mature Landscaping
Lot Features
In County
Subdivision Name
Shoreland Woods
Patio And Porch Features
Patio
Price History
| Date | Event | Price |
|---|---|---|
08/20/2026 Source: | Listed for Sale | $1,039,000 $760/sqft |
08/14/2026 Source: | Coming Soon | $1,039,000 -5.11% $760/sqft |
07/01/2026 Source: | Listing Removed | $1,095,000 $800/sqft |
04/28/2026 Source: | Price Decreased | $1,095,000 -8.37% $800/sqft |
03/31/2026 Source: | Listed for Sale | $1,195,000 +64.83% $874/sqft |
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Based on information from Stellar MLS® through Oct 30, 2026, 02:45PM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.
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