Close to Siesta Key and Southside Village, yet consistently safe from storm damage. This West-of-Trail, midcentury-coastal ranch offers comfortable living with the security of impact windows and a metal roof while safely positioned above flood zone. Entering the residence through the walled, private courtyard with tropical foliage and a peaceful fountain, the stress of your day will be swept away. This nearly 1,900-square-foot home offers a blend of contemporary updates with classic southwest Florida charm. From the vaulted ceiling and the tile floor to the modern, oversized, caged pool and the generous two-car garage, living like you’re on vacation will be your every day. Even when life is less of a vacation, your day-to-day is accommodated by proximity — Siesta Key is just two blocks away, restaurants and shopping are close at hand and the top-rated Southside Elementary is a mere five-minute drive. This three-bedroom, two-bath home offers a split floor plan with a view of the courtyard from the primary suite and a large open living area in the center of the home awash with natural light. The primary bath was recently renovated with a beautiful, modern glass tile design, featuring a step-in shower and dual vanity. A cozy flex space, conveniently positioned near the main entryway, serves as an office. The large two-car garage offers ample storage and a charging station for your EV. AC was replaced in 2023 and the interior was repainted and irrigation was upgraded. The heated saltwater pool features multiple waterfalls, LED lighting and expansive deck space, protected by a new pool cage (2023) and surrounded by tropical foliage and fencing. All of these elements not only make this residence a peaceful retreat for owners but also offer essentials for an excellent investment property. If stress-free, easy living close to the best Sarasota has to offer sounds inviting to you, consider yourself invited and come see for yourself!
Sold for $1,220,000 on 06/06/25
$1,220,000
3414 Old Oak Dr, Sarasota, FL 34239
3beds
1,867sqft
Single Family Residence
Built in 1955
7,826 Square Feet Lot
$1,208,900 Zestimate®
$653/sqft
$4,847 Estimated rent
What's special
Zillow last checked: 7 hours ago
Listing updated: June 06, 2025 at 08:54am
Listing Provided by:
Christopher Bush 941-404-9504,
PREMIER SOTHEBY'S INTERNATIONAL REALTY 941-364-4000,
Angie Walters 941-404-0087,
PREMIER SOTHEBY'S INTERNATIONAL REALTY
Bought with:
Mackenzie Longueuil, 3255391
MICHAEL SAUNDERS & COMPANY
Source: Stellar MLS,MLS#: A4636008
Originating MLS: Sarasota - Manatee

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Features: Ceiling Fan(s), Dual Sinks, Built-in Closet
- Level: First
- Area: 308 Square Feet
- Dimensions: 22x14
Bedroom 2
- Features: Built-in Closet
- Level: First
- Area: 132 Square Feet
- Dimensions: 12x11
Bedroom 3
- Features: Built-in Closet
- Level: First
- Area: 132 Square Feet
- Dimensions: 12x11
Den
- Level: First
- Area: 56 Square Feet
- Dimensions: 8x7
Dining room
- Level: First
- Area: 96 Square Feet
- Dimensions: 12x8
Great room
- Features: Ceiling Fan(s)
- Level: First
- Area: 252 Square Feet
- Dimensions: 21x12
Kitchen
- Level: First
- Area: 288 Square Feet
- Dimensions: 24x12
Heating
- Heat Pump
Cooling
- Central Air
Appliances
- Included: Dishwasher, Disposal, Dryer, Freezer, Range, Range Hood, Refrigerator, Washer
- Laundry: Inside, Laundry Room
Features
- Built-in Features, Ceiling Fan(s), Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Split Bedroom, Vaulted Ceiling(s)
- Flooring: Tile
- Doors: French Doors
- Windows: Storm Window(s), Window Treatments
- Has fireplace: No
Interior area
- Total structure area: 2,399
- Total interior livable area: 1,867 sqft
Property
Parking
- Total spaces: 2
- Parking features: Driveway, Electric Vehicle Charging Station(s), Garage Door Opener
- Attached garage spaces: 2
- Has uncovered spaces: Yes
- Details: Garage Dimensions: 21x20
Features
- Levels: One
- Stories: 1
- Exterior features: Courtyard, Irrigation System, Lighting
- Has private pool: Yes
- Pool features: Gunite, Heated, In Ground, Lighting, Salt Water, Screen Enclosure, Tile
- Fencing: Fenced,Wood
- Has view: Yes
- View description: Pool
Lot
- Size: 7,826 sqft
- Features: In County, Landscaped
- Residential vegetation: Mature Landscaping, Trees/Landscaped
Details
- Additional structures: Shed(s)
- Parcel number: 2039110036
- Zoning: RSF2
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Florida
- Property subtype: Single Family Residence
Materials
- Concrete, Stucco
- Foundation: Slab
- Roof: Metal
Condition
- Completed
- New construction: No
- Year built: 1955
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: BB/HS Internet Available, Cable Connected, Electricity Connected, Public, Sewer Connected, Water Connected
Community & neighborhood
Location
- Region: Sarasota
- Subdivision: SHORELAND WOODS SUB
HOA & financial
HOA
- Has HOA: No
Other fees
- Pet fee: $0 monthly
Other financial information
- Total actual rent: 0
Other
Other facts
- Listing terms: Cash,Conventional
- Ownership: Fee Simple
- Road surface type: Paved
Services availability
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Estimated market value
$1,208,900