
3348 Old Oak Dr, Sarasota, FL 34239
What This House Offers
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. MLS# A4675245
Unit
- $12,500 / month
- 4 Beds
- 4 Baths
- 3668 sq. ft.
- Available Now
Home Features
- Fireplace
- Furnished
- Views
Community Features
- Garages
- Pool
3348 Old Oak Dr is located in Sarasota, Florida in the 34239 zip code.
Rental Fees and Pet Policies
The fees below are based on community-supplied data and may exclude additional fees and utilities.
One-Time Basics
Home Details
Views
- Full Bay or Harbor
- Woods
Home Design
- Built in 1977
- Single Family Detached Home
Interior Spaces
- Open Floorplan
- Living Room with Fireplace
- High Ceiling
- Furnished
- Den
- Built-In Desk
- Sliding Doors
- Ceiling Fan
- Wood Burning Fireplace
- 3668 Sq Ft Home
- 2-Story Property
Kitchen
- Stone Countertops
- Built-In Oven
- Eat-In Kitchen
- Range with Range Hood
- Freezer
- Microwave
- Dishwasher
- Disposal
- Recirculated Exhaust Fan
Flooring
- Bamboo
- Ceramic Tile
- Travertine
Bedrooms and Bathrooms
- Fireplace in Primary Bedroom
- Shower Only
- Split Bedroom Floorplan
- Walk-In Closet
- Garden Bath
- En-Suite Bathroom
- Makeup or Vanity Space
- 4 Full Bathrooms
- 4 Bedrooms | 4 Bathrooms
- 4 Bedrooms
- Bathtub With Separate Shower Stall
Laundry
- Laundry Room
- Dryer
- Laundry on upper level
- Washer
Parking
- 2 Car Attached Garage
- Electric Vehicle Home Charger
- Garage Door Opener
Pool
- Heated Indoor Pool
- Heated Lap Pool
- Heated In Ground Pool
- Gunite Pool
- Child Gate Fence
Outdoor Features
- Rear Porch
- Screened Patio
- Courtyard
- Outdoor Storage
- Private Mailbox
Lot Details
- 0.52 Acre Lot
- East Facing Home
- Well Sprinkler System
Schools
- Southside Elementary School
- Booker Middle School
- Sarasota High School
Utilities
- Thermostat
- Central Heating and Cooling System
- Cable TV Available
- Public Water Source
- Electricity Connected
- Sewer Connected
- Water Connected
- Public Sewer
- Vented Exhaust Fan
Listing and Financial Details
- Security Deposit $12,500
- Property Available on 2025-12-29
- 12-Month Minimum Lease Term
- $150 Application Fee
- Assessor Parcel Number 2039110038
- Tenant pays for gas
- The owner pays for grounds care, internet, pool maintenance, sewer, trash collection, water
- 1 to 2-Year Minimum Lease Term
- Residential Lease
Community Details
Overview
- No Home Owners Association
- Shoreland Woods Community
- Shoreland Woods Sub Subdivision
- Total HOA Annual Fees
- Total HOA Monthly Fees
Pet Policy
- Dogs and Cats Allowed
- 2 Pets Allowed
Matterport 3D Tours
Explore Commute Options
- Drive Time--
- Walk Time--
- Bike Ride Time--
- Public Transit--
Get In Touch
Sarasota, FL 34239

Information is provided by My Florida Regional MLS DBA Stellar MLS. Information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Listing(s) information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Copyright © 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved.
Neighborhood Scores
Walk Score ®
Car-Dependent46 / 100
Transit Score ®
Some Transit28 / 100
Bike Score ®
Bikeable59 / 100
Soundscore ™
Active76 / 100
Travel and Transit

Local Education
Primary and Secondary Schools
Southside Elementary School
Grades PK-5
Public
Brookside Middle School
Grades 6-8
Public
Incarnation Catholic School
Grades PK-8
Private
Sarasota High School
Grades 9-12
Public
Achievement Center (The)
Grades 7-12
Private
Ese Special Programs
Grades PK-12
Public
Data provided by GreatSchools.org 2024 © 2024. All rights reserved.
Colleges and Universities
School
Commute Time (Distance)
Ringling Coll. of Art & Design
Drive: 11 min (4.9 mi)
New College of Florida
Drive: 15 min (6.6 mi)
SCF, Sarasota, Bradentown
Drive: 24 min (11.8 mi)
SCF, Sarasota, Lakewood Ranch
Drive: 24 min (14.5 mi)
Discover South Sarasota, Sarasota, FL
Shopping Centers
Shoppers will appreciate 3348 Old Oak Dr proximity to Shops at Siesta Row, Westfield Siesta Key, and Bay Road Plaza. Shops at Siesta Row is 0.7 miles away, and Westfield Siesta Key is within a 14 minute walk.
Parks and Recreation
Recreational activities near 3348 Old Oak Dr are plentiful. Discover 3 parks within 4.5 miles, including Marie Selby Botanical Gardens, Phillippi Estate Park, and Red Bug Slough Preserve.
Airports
Living in South Sarasota provides easy access to Sarasota/Bradenton International, located just 16 minutes from 3348 Old Oak Dr.
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