$1,095,000
3424 Old Oak Drive
Sarasota, FL 34239
Listing updated: April 28, 2026 at 4:29 PM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage space
Flood zone
About this home
Craving a low-maintenance, island-inspired lifestyle just moments from sparkling open water, world-famous beaches, and Sarasota’s most coveted destinations? This quaint Florida bungalow located in west of trail delivers the perfect blend of charm, location, and effortless living—just minutes to Siesta Key and steps from the coastal lifestyle you’ve been dreaming of. Tucked away in one of Sarasota’s most desirable “West of the Trail” neighborhoods, 3424 Old Oak Dr has been thoughtfully redesigned to preserve its original character while introducing timeless, modern updates. From the moment you arrive, the lush tropical landscaping, winding garden paths, and private courtyard-style entry create a warm, inviting ambiance that feels like your own hidden oasis. Inside, the home showcases a light-filled, airy design highlighted by vaulted wood-beam ceilings, soft coastal tones, and an open-concept layout that seamlessly blends comfort and style. The beautifully updated kitchen features granite countertops, open shelving, stainless steel appliances, and designer finishes, creating a space that is both functional and visually stunning. The living area centers around a charming wood-burning fireplace, adding warmth and character, while French doors invite natural light and connect indoor and outdoor living spaces effortlessly. The home offers flexible living spaces ideal for a primary residence, seasonal retreat, or income-producing property. Each room reflects a curated, coastal aesthetic with tasteful updates while maintaining the home’s unique bungalow charm. Step outside to your private backyard sanctuary, where a screened-in heated pool is surrounded by mature tropical landscaping, creating a serene and secluded environment perfect for relaxing or entertaining. An outdoor shower adds to the coastal lifestyle experience, while multiple seating areas and garden spaces enhance the home’s tranquil, resort-like feel. Located just minutes from Siesta Key Beach, Southside Village, downtown Sarasota, Sarasota Memorial Hospital, and top-rated dining and shopping, this home offers unmatched convenience paired with a laid-back coastal lifestyle. Rarely does a property combine location, charm, income potential, and lifestyle so seamlessly. This is your opportunity to own a truly special Sarasota bungalow where every day feels like a vacation.
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 history28 days on market
- Status: ActiveMar 31, 2026
- Listed$1,195,000Mar 31, 2026
- Price reduced$1,095,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 28
- Subdivision
- Shoreland Woods
- County
- Sarasota
- Year built
- 1953
- Living area
- 1,368 sq ft
- Price/sq ft
- $800
- Building area
- 1,883 sq ft (Public Records)
- Lot size
- 9,773 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- AE
- Garage
- 1 spaces
- Pool
- Private pool
- Annual taxes
- $10,828 (2025)
- Parcel #
- 2039110034
- Zoning
- RSF2
- MLS #
- A4688216
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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
- 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
- 2026-03-31
- On market date
- 2026-03-31
- Original list price
- $1,195,000
- Occupant type
- Owner
- MLS area
- 34239 - Sarasota/Pinecraft
- Listing AOR
- Sarasota - Manatee
- Status changed
- 2026-03-31
- 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
FEMA Special Flood Hazard Area (1% annual-chance / “100-year” floodplain). Flood insurance is generally required by mortgage lenders.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
From downtown Sarasota, head south on Tamiami Trail (US-41) and turn right onto Bahia Vista Street, then continue west toward Old Oak Drive. Turn left onto Old Oak Drive and follow it into the Shoreland Woods neighborhood. The property at 3424 Old Oak Dr will be on your right.
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IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of April 28, 2026 at 4:29 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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