$1,039,000
3424 Old Oak Drive
Sarasota, FL 34239
Listing updated: August 23, 2026 at 5:06 PM ET
Listing courtesy of Exp Realty Llc · Lise Wosick · MLS #A4702989 · Active · 888-883-8509Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage space
Flood zone
About this home
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.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history3 days on market
- Status: ActiveAug 20, 2026
- Listed$1,039,000Aug 20, 2026
- Price increased$1,039,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 3
- Cumulative DOM
- 94
- Subdivision
- Shoreland Woods
- County
- Sarasota
- Year built
- 1953
- Living area
- 1,368 sq ft
- Price/sq ft
- $760
- Building area
- 1,883 sq ft (Public Records)
- Lot size
- 9,773 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- X
- Garage
- 1 spaces
- Pool
- Private pool
- Annual taxes
- $10,828 (2025)
- Parcel #
- 2039110034
- Zoning
- RSF2
- MLS #
- A4702989
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Interior Details
- Bedrooms
- 3
- Full bathrooms
- 2
- Flooring
- Tile, Vinyl
- Appliances
- Dishwasher, Disposal, Dryer, Microwave, Range, Range Hood, Refrigerator, Washer
- Interior features
- Ceiling Fans(s), Vaulted Ceiling(s)
- Laundry
- Inside
- Stories / Levels
- One
- Direction faces
- South
- Fireplace
- Yes
Heating & Cooling
- Heating
- Central
- Cooling
- Central Air
Parking
- Garage spaces
- 1
- Attached garage
- Yes
- Parking features
- Circular Driveway, Driveway
HOA & Financial
- Total monthly fees
- $0/mo
- Total annual fees
- $0
- CDD
- No
- Min lease term
- No Minimum
- Listing terms
- Cash, Conventional
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
- Additional lease restrictions
- Confirm with Sarasota County Ordinances.
- Approval process
- N/a
Exterior & Construction
- Exterior features
- French Doors, Garden, Outdoor Shower, Private Yard, Sliding Doors
- Construction materials
- Frame
- Roof
- Shingle
- Foundation
- Slab
- Pool
- Private pool
- Road surface
- Paved
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Cable Available, Electricity Connected, Public, Water Connected
Community
- Pets allowed
- Yes
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Living Room | First | 21x12 |
| Kitchen | First | 16x10 |
| Primary Bedroom | First | 14x12 |
Listing Details
- Listing date
- 2026-08-11
- On market date
- 2026-08-20
- Original list price
- $1,039,000
- Occupant type
- Owner
- MLS area
- 34239 - Sarasota/Pinecraft
- Listing AOR
- Sarasota - Manatee
- Status changed
- 2026-08-20
- Tax 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 risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
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.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
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Based on information submitted to the MLS GRID as of August 23, 2026 at 5:06 PM ET. 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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