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$12,500 - 3348 Old Oak Drive, SARASOTA

4
Bedrooms
4
Baths
3,668
SQ. Feet
0.52
Acres

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.

Essential Information

  • MLS® #:
    A4675245
  • Price:
    $12,500
  • Bedrooms:
    4
  • Bathrooms:
    4.00
  • Full Baths:
    4
  • Square Footage:
    3,668
  • Acres:
    0.52
  • Year Built:
    1977
  • Type:
    Residential Lease
  • Sub-Type:
    Single Family Residence
  • Status:
    Pending

Community Information

  • Address:
    3348 Old Oak Drive
  • Area:
    Sarasota/Pinecraft
  • Subdivision:
    SHORELAND WOODS SUB
  • City:
    SARASOTA
  • County:
    Sarasota
  • State:
    FL
  • Zip Code:
    34239

Amenities

  • Parking:
    Electric Vehicle Charging Station(s), Garage Door Opener
  • # of Garages:
    2
  • View:
    Trees/Woods
  • Has Pool:
    Yes

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)
  • Appliances:
    Built-In Oven, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Microwave, Range, Range Hood, Refrigerator, Washer
  • Heating:
    Central
  • Cooling:
    Central Air
  • Fireplace:
    Yes
  • Fireplaces:
    Living Room, Primary Bedroom, Wood Burning
  • # of Stories:
    2

Exterior

  • Exterior Features:
    Courtyard, Private Mailbox, Sliding Doors, Storage

School Information

  • Elementary:
    Southside Elementary
  • Middle:
    Booker Middle
  • High:
    Sarasota High

Additional Information

  • Days on Market:
    57

Listing Details

  • Listing Office:
    Loyd Robbins & Co. Llc

Listing information courtesy of Loyd Robbins & Co. Llc.

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Listing data comes from My Florida Regional MLS.

Listing information last updated on February 23rd, 2026 at 1:33pm EST.