3424 Old Oak Drive, FL3424 Old Oak Drive, FL3424 Old Oak Drive, FL
Stellar MLS
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$1,095,000

3424 Old Oak Drive

Sarasota, FL 34239

Listing updated: April 28, 2026 at 4:29 PM ET

Active
Stellar MLSListing courtesy of Compass Florida Llc · Adnan Dedic · MLS #A4688216 · Active · 941-279-3630
3
Beds
2
Baths
1,368
Sq Ft
0.22
Acres
1953
Built
Private poolFireplace$800/sqft
Single Family Residence

Property type

1953

Year built

9,773 sqft

Lot size

$800

Price / sq ft

No HOA

HOA dues

28

Days on market

1

Garage space

AE

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

Principal & interest$5,537
Property taxes$902
Home insurance (est.)$502

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

  1. Status: Active
    Mar 31, 2026
  2. Listed$1,195,000
    Mar 31, 2026
  3. 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

ElementarySouthside ElementaryGreatSchools ↗
MiddleBrookside MiddleGreatSchools ↗
High SchoolSarasota HighGreatSchools ↗

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

RoomLevelDimensions
Living RoomFirst21x12
KitchenFirst16x10
Primary BedroomFirst14x12

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

High riskFEMA Zone AE

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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