3348 OLD OAK DR, Sarasota, FL 34239 - MLS#A4675245

REQUEST A TOUR If you would like to see this home without being there in person, select the "Virtual Tour" option and your advisor will contact you to discuss available opportunities.

In-PersonVirtual Tour

Tue

Dec

Wed

Dec

2026

Jan

Alina Pekarsky

alina@vhrfl.com +1(386) 569-5383

$12,500

4 Beds

4 Baths

3,668 SqFt

Save Virtual Tour

UPDATED:

Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Active

Purchase Type For Rent

Square Footage 3,668 sqft

Subdivision Shoreland Woods Sub

MLS Listing ID A4675245

Bedrooms 4

Full Baths 4

Construction Status Completed

HOA Y/N No

Year Built 1977

Lot Size 0.520 Acres

Acres 0.52

Property Sub-Type Single Family Residence

Source Stellar MLS

Property Description

Architecturally distinctive and exceptionally private, this furnished Mid-Century Modern residence is available for annual lease in one of Sarasota's most sought-after West of the Trail locations. Ideally positioned near Siesta Key Beach, Siesta Village, and the shopping and dining of Southside Village, this home offers a rare combination of space, privacy, and proximity to everyday conveniences. Designed to embrace natural light and indoor-outdoor living, the home spans approximately 3,668 square feet and features four bedrooms, including a loft-style bedroom, along with multiple flexible living spaces. Soaring ceilings, expansive walls of glass, and dramatic cypress detailing throughout create a warm yet modern aesthetic that feels both timeless and livable. The main living areas flow effortlessly, anchored by a striking wood-burning fireplace and an open kitchen designed for gathering and entertaining. Multiple patios and outdoor sitting areas extend the living space into the beautifully landscaped grounds, offering a sense of tranquility and separation while remaining close to Sarasota's most desirable destinations. The upstairs primary retreat provides a private sanctuary with a spacious bedroom, spa-inspired bath, and a dedicated laundry area. 2 additional upstairs bedrooms offer comfortable accommodations for guests or household members with a Jack & Jill bathroom. On the main level, a guest suite and a versatile bonus room provide ideal space for a home office, media room, or fitness area. Set on a large, private yard with bay views, the property features a heated indoor lap pool, allowing for year-round enjoyment regardless of season. A two-car garage with electric vehicle charging station adds modern convenience, and pets may be considered on a case-by-case basis with owner approval. Located West of the Trail and just minutes from Siesta Key Beach, Siesta Village, downtown Sarasota, Sarasota Memorial Hospital, marinas, and top local amenities, this home delivers the perfect balance of privacy, space, and accessibility. An exceptional opportunity for those seeking a long-term luxury rental in a premier Sarasota location.

Location

State FL

County Sarasota

Community Shoreland Woods Sub

Area 34239 - Sarasota/Pinecraft

Rooms

Other Rooms Den/Library/Office

Interior

Interior Features Ceiling Fans(s), Eat-in Kitchen, High Ceilings, Open Floorplan, Solid Surface Counters, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s)

Heating Central

Cooling Central Air

Flooring Bamboo, Tile

Fireplaces Type Living Room, Primary Bedroom, Wood Burning

Furnishings Furnished

Fireplace true

Appliance Built-In Oven, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Microwave, Range, Range Hood, Refrigerator, Washer

Laundry Inside, Laundry Room, Upper Level

Exterior

Exterior Feature Courtyard, Private Mailbox, Sliding Doors, Storage

Parking Features Electric Vehicle Charging Station(s), Garage Door Opener

Garage Spaces 2.0

Pool Child Safety Fence, Gunite, Heated, In Ground, Indoor, Lap

Utilities Available Cable Available, Electricity Connected, Public, Sewer Connected, Sprinkler Well, Water Connected

View Y/N Yes

View Trees/Woods

Porch Patio, Porch, Rear Porch, Screened

Attached Garage true

Garage true

Private Pool Yes

Building

Story 2

Entry Level Two

Sewer Public Sewer

Water Public

New Construction false

Construction Status Completed

Schools

Elementary Schools Southside Elementary

Middle Schools Booker Middle

High Schools Sarasota High

Others

Pets Allowed Cats OK, Dogs OK, Yes

Senior Community No

Num of Pet 2

Virtual Tour https://my.matterport.com/show/?m=19iTsNNsuWu&mls=1

Porch Type Patio,Porch,Rear Porch,Screened

Read Less Info

Listed by Ali Marks LOYD ROBBINS & CO. LLC

Get More Information

Alina Pekarsky

+1(386) 569-5383

Broker | BKBK3118291

Broker BKBK3118291

3348 OLD OAK DR Sarasota, FL 34239

Alina Pekarsky

Key Details

Location

Rooms

Interior

Exterior

Building

Schools

Others

Get More Information

Quick Search