Date
Details
Price
Change
Source
12/27/2025
Listed
$12,500
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/81
$12,500
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/81
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.
Full Property Details
Full Property Details for 3348 Old Oak Dr
General
- Rent: $12,500
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: A4675245
- Updated: 12/27/2025
- Added to Site: 20 day(s) ago
Rental Information
- Lease/Rent Term: 12 Months
- Min. Lease: 1-2 Years
Interior
- Number of Rooms: 5
- Interior Features: Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Open Floorplan, Solid Surface Counters, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s)
- Fireplace: Yes
- Fireplace(s): Living Room, Master Bedroom, Wood Burning
- Appliances: Built-In Oven, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Microwave, Range, Range Hood, Refrigerator, Washer
- Furnishings: Furnished
- Flooring: Bamboo, Tile
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 4
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Inside, Laundry Room, Upper Level
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Child Safety Fence, Gunite, Heated, In Ground, Indoor, Lap
Exterior
- Exterior Features: Courtyard, Private Mailbox, Sliding Doors, Storage
- Deck/Patio: Open Patio, Porch, Rear Porch, Screened
- Porch/Patio/Deck: Open Patio, Porch, Rear Porch, Screened
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Electric Vehicle Charging Station(s), Garage Door Opener
Location
- Area: 34239 - Sarasota/Pinecraft
- County: Sarasota
- Development Name: 34239 - Sarasota/Pinecraft
- Subdivision: SHORELAND WOODS SUB
- Driving Directions: From Tamiami Trail take Siesta Drive west and turn right onto Old Oak Street, the house is on the left.
- Direction Faces: East
School Information
- Elementary School: Southside Elementary
- Middle School: Booker Middle
- High School: Sarasota High
Community
- Community Name: 34239 - Sarasota/Pinecraft
- Number of Pets: 2
- Pet Restrictions: Approval from Landlord
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Cable TV Available, Electricity Connected, Public, Sewer Connected, Sprinkler Well, Water Connected
Structural Information
- Stories/Levels: Two
- Square Feet: 3,668
- Sq. Ft. Source: Public Records
- Year Built: 1977
Lot Features
- Property View: Trees/Woods
- Lot Size (Acres): 0.52
- Lot Size (Sq. Ft.): 22,436
- Lot Size: 22436
- Street/Road Desc.: Gravel, Paved
Financial Considerations
- Lease Price: $12,500
- Application Fee: $150
- Security Deposit: $12,500
Disclosures and Reports
- APN: 2039110038
- Property ID: 2039110038
Listed by Loyd Robbins & Co. Llc
Schools
Schools serving 3348 Old Oak Dr
School District:Sarasota County School District
| Name | Grades | Distance |
|---|---|---|
Southside Elementary School, Sarasota, FL 1901 Webber Street, Sarasota, FL 34239 | PK-5 | 0.6 mi |
Brookside Middle School 3636 South Shade Avenue, Sarasota, FL 34239 | 6-8 | 0.9 mi |
Sarasota High School 2155 Bahia Vista Street, Sarasota, FL 34239 | 9-12 | 1.6 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price History for 3348 Old Oak Dr
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- 4Beds
- 4Total Baths
- 3,268Sq. Ft.
Listed by Wagner Realty
- Single Family
- Active
- 4Beds
- 3Total Baths
- 2,450Sq. Ft.
Listed by Preferred Shore Llc
- Single Family
- Active
- 4Beds
- 3Total Baths
- 2,460Sq. Ft.
Listed by Jennette Properties, Inc.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Condo
- Active
- Updated 1 day ago
- 2Beds
- 2Total Baths
- 1,896Sq. Ft.
Listed by Andre Leclair Properties Llc
- Condo
- Active
- Updated 3 days ago
- 4Beds
- 5Total Baths
- 5,334Sq. Ft.
Listed by Douglas Elliman
- Single Family
- Active
- Updated 21 hours ago
- 4Beds
- 4Total Baths
- 3,697Sq. Ft.
Listed by Team Hearon (941) 416-4095
- Single Family
- Active
- Updated 2 days ago
- 3Beds
- 2Total Baths
- 1,417Sq. Ft.
Listed by Silvia Chiaro (941) 376-0775
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Condo
- Active
- Updated 4 days ago
- 3Beds
- 2Total Baths
- 1,731Sq. Ft.
Listed by William Glade Lic. Real Estate Broker
- Condo
- Active
- Updated 2 days ago
- 1Bed
- 1Total Bath
- 721Sq. Ft.
Listed by Florida Gallery Real Estate
- Single Family
- Active
- Updated 30 minutes ago
- 3Beds
- 3Total Baths
- 2,067Sq. Ft.
Listed by Brian Leakeas (941) 840-0190
- Single Family
- Active
- Updated 1 day ago
- 3Beds
- 1Total Bath
- 1,015Sq. Ft.
Listed by Kara Wootson (404) 644-7091
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Condo
- Closed
- 3Beds
- 4Total Baths
- 3,031Sq. Ft.
Listed and Sold by Wagner Realty
- Condo
- Closed
- Updated 2 days ago
- 3Beds
- 3Total Baths
- 2,250Sq. Ft.
Listed and Sold by Wagner Realty
- Commercial Lease
- Closed
Listed and Sold by Svn Commercial Advisory Group
- Commercial Lease
- Closed
Listed and Sold by Svn Commercial Advisory Group
3348 Old Oak Drive, Sarasota, FL 34239 (MLS# A4675245) is a Single Family property with 4 bedrooms and 4 full bathrooms. 3348 Old Oak Drive is currently listed for rent at $12,500 and was received on December 27, 2025. Want to learn more about 3348 Old Oak Drive? Do you have questions about finding other real estate for sale or rent in Sarasota? You can browse all Sarasota rentals or contact a Coldwell Banker agent to request more information.