Facebook   |    Instagram   |    YouTube   |    Blog
User Login   |    941-928-5555

Property Search

Save
Ask
Tour
Hide
Share
$12,500
5 Days On Site

3348 OLD OAK DRIVE
SARASOTA, FL 34239

For Rent|Single Family Residence|Active
4
Beds
4
Total Baths
4
Full Baths
3,668
SqFt
$3
/SqFt
1977
Built
Subdivision:
SHORELAND WOODS SUB
County:
Sarasota
Call Now: (941) 444-5444
Is this the listing for you? We can help make it yours.
(941) 444-5444
3348 OLD OAK DRIVE3348 OLD OAK DRIVE3348 OLD OAK DRIVE3348 OLD OAK DRIVE
Save
Ask
Tour
Hide
Share

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.

Save
Ask
Tour
Hide
Share
Listing Snapshot
Price 
$12,500
Days On Site 
5 Days
Bedrooms 
4
Inside Area (SqFt) 
3,668 sqft
Total Baths 
4
Full Baths 
4
Partial Baths 
N/A
Lot Size 
0.52 Acres
Year Built 
1977
MLS® Number 
A4675245
Status 
Active
Property Tax 
N/A
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
4 days agoListing updated with changes from the MLS®
6 days agoListing first seen on site
General Features
Acres 
0.52
Attached Garage 
Yes
Available on 
2025-12-29
Direction Faces 
East
Garage 
Yes
Garage Spaces 
2
Levels 
Two
Number Of Stories 
2
Parking 
Electric Vehicle Charging Station(s)Garage Door OpenerAttached
Pets 
Cats OKDogs OKYes
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Total 
7204
Utilities 
Cable AvailableElectricity ConnectedSewer ConnectedWater Connected
Water Source 
Public
Interior Features
Appliances 
DishwasherDisposalDryerExhaust FanFreezerMicrowaveRangeRange HoodRefrigeratorWasher
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
Living RoomWood Burning
Flooring 
WoodBambooTile
Furnished 
Furnished
Heating 
Central
Interior 
Eat-in KitchenHigh CeilingsOpen FloorplanStone CountersWalk-In Closet(s)
Laundry Features 
InsideLaundry RoomUpper Level
Bedroom 2 
Dimensions - 7x14Level - First
Kitchen 
Dimensions - 14x17Level - FirstFeatures - Breakfast Bar, Pantry, Stone Counters
Living Room 
Dimensions - 22x22Level - First
Master Bathroom 
Dimensions - 25x22Level - SecondFeatures - Double Vanity, Stone Counters
Master Bedroom 
Dimensions - 22x16Level - SecondFeatures - Double Vanity
Save
Ask
Tour
Hide
Share
Exterior Features
Exterior 
CourtyardStorage
Patio And Porch 
PatioPorchRear PorchScreened
Pool Features 
GuniteHeatedIn GroundIndoorLapPrivate
Private Pool 
Yes
View 
WaterTrees/Woods
Waterview 
WaterTrees/Woods
Community Features
MLS Area 
34239 - Sarasota/Pinecraft
Roads 
GravelPaved
Schools
School District
Unknown
Elementary School
Southside Elementary
Middle School
Booker Middle
High School
Sarasota High
Listing courtesy of LOYD ROBBINS & CO. LLC (941) 321-5147



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-01-02 07:32 AM EST

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
Save
Ask
Tour
Hide
Share
Scroll to Top