3424 OLD OAK DRIVE
SARASOTA, FL 34239
Listing courtesy of EXP REALTY LLC · MLS# A4702989
Open Houses
- Sun, Oct 182:00 PM – 5:00 PM (Eastern)
- Sat, Oct 242:00 PM – 5:00 PM (Eastern)

Property Details
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.
Facts & Costs
- Property type
- Single Family Residence
- Year built
- 1953
- Lot size
- 9,773 sq ft
- Stories
- 1
- Garage
- 1 spaces
- Price per sq ft
- $760
- Days on market
- 41
- Private pool
- Yes
- Waterfront
- No
- Community
- Shoreland Woods
- Subdivision
- SHORELAND WOODS
- County
- Sarasota
- Flood zone
- X
Monthly & yearly costs
- Property taxes
- $10,828 / year (2025)
As reported by the listing agent. Verify with the HOA and county.
Construction & systems
- Heating
- Central
- Cooling
- Central Air
- Flooring
- Tile, Vinyl
- Roof
- Shingle
- Construction
- Frame
- Parking
- Circular Driveway, Driveway
Payment Estimate
$6,156 / month
- Principal & interest
- $5,254
- Property taxes
- $902
- HOA
- $0
- Home insurance
- enter below
Estimate only, not a loan offer. Rate is a starting value; taxes and HOA are as reported by the listing agent. Florida insurance (including flood) varies widely. Ask George for a lender referral.
Location
Features & Amenities
- Dishwasher
- Disposal
- Dryer
- Microwave
- Range
- Range Hood
- Refrigerator
- Washer
- Ceiling Fans(s)
- Vaulted Ceiling(s)
- Garden
- Outdoor Shower
- Private Yard
- Heated
- In Ground
- Screen Enclosure
Information deemed reliable but not guaranteed.
Listings courtesy of Stellar MLS as distributed by MLS GRID
Based on information submitted to the MLS GRID as of Sep 30, 2026, 6:15 PM EDT. All data is obtained from various sources and may not have been verified by 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.
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