5376shadowlawndrivesarasotafl34242

5 Beds

4 Full baths

3,721SqFt

Active

Some homes on Siesta Key are about the beach. Others are about boating. This one lets you have both. Set along a protected canal with direct boating access to Sarasota Bay through the Grand Canal, and from there to the Intracoastal Waterway and the Gulf, this Siesta Key waterfront home is made for the way life is meant to be lived. Take the boat out for the morning, launch a kayak or paddleboard from your own waterfront, spend some time at Siesta Key Beach, then come home to your private saltwater pool, outdoor kitchen and quiet canal view. The important updates are already here too: a 2021 reroof, impact windows and sliders installed in 2022, plus new first floor flooring, fresh interior paint, a luxury renovation of the first floor primary bath, an outdoor kitchen and waterfront pavers, all completed in 2026. Plantation shutters finish every window and slider. At the center of the home, a fully screened courtyard lanai with a tabletop fire pit extends the living space. Seven impact sliders connect several rooms directly to the courtyard, filling the home with natural light and creating an easy indoor outdoor flow toward the pool and waterfront. Additional sliders from the flex room open toward the pool. The home and pool sustained no storm damage during the 2024 storms. If you haven’t dropped anchor yet, wait until you see the two amazing primary suites. The first floor primary offers courtyard access, two walk in closets and a beautifully renovated 2026 ensuite bath with upscale finishes. Upstairs, the entire second level becomes a private retreat with canal views, a spacious bath, two more walk in closets and its own waterfront balcony. One closet is so large you may wonder if it could qualify as a New York City apartment. When it is time for a little quiet, open the sliders and take in sunset over the canal, or start your morning with fresh air and coffee on the balcony. A redesigned media and flex area now includes an additional bedroom while preserving an approximately 424 square foot flex room for a media room, gym, game room or lounge. Another bedroom includes a Murphy bed and built in desk, making it an easy guest room, home office or both. Outside is where this home really earns its Siesta Key address. The private saltwater pool is surrounded by tropical landscaping and spaces for relaxing, dining and entertaining. The seawall, bulkhead and davits were replaced in 2021, with the waterfront setup planned around a 45 foot Sea Ray. This is a home for boaters who want to use the water, not simply look at it. Set in the heart of Siesta Key, the home is just minutes from Siesta Key Beach, named the No. 1 in the U.S. for 2026 and recognized among the nation’s best many times over. Known for its powdery quartz sand and Gulf waters, it is one of the reasons living here is so special. Siesta Key Village is close by for restaurants, bars, live music and boutiques. Sarasota is just beyond the North Bridge, with downtown waterfront dining, shopping, galleries, theaters, performing arts and cultural attractions close at hand. Whether you are looking for a full time Siesta Key waterfront home or a second home for family and friends, 5376 Shadow Lawn Drive offers true boating access, a private saltwater pool, substantial updates, flexible living space and an exceptional island location. This is the kind of home where every day can include the beach, the boat and dinner by the pool. That is a pretty wonderful way to live.

Property Details
Price $2,400,000
Bedrooms 5
Full Baths 4
Half Baths 1
Property Style Florida
Lot Size Area 14040
Lot Size Area Units Square Feet
Acres 0.32
Property Type Residential
Sub type SingleFamilyResidence
MLS Sub type Single Family Residence
Features Built-in Features, Ceiling Fan(s), Crown Molding, High Ceilings, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, PrimaryBedroom Upstairs, Smart Thermostat, Stone Counters, Tray Ceiling(s), Walk-In Closet(s), Wet Bar, Window Treatments
Exterior Features Balcony, Courtyard, Sliding Doors
Year Built 1964
Subdivision SIESTA ISLES
View Water
Roof Tile
Heating Central, Electric, Zoned
Foundation Block, Slab
Lot Description Flood Insurance Required, FloodZone, In County, Landscaped, Oversized Lot
Laundry Features Inside, Washer Hookup
Pool features In Ground, Gunite, Heated, Salt Water
Parking Description Curb Parking, Driveway, Garage Door Opener, Off Street, On Street
Garage spaces 2
Geographic Data
Directions S. Tamiami Trl to west on Stickney Point Rd. Right on Midnight Pass Rd. Follow Midnight Pass Rd to left on Shadow Lawn Way to 5376 Shadow Lawn Dr on your left
County Sarasota
Latitude 27.272409
Longitude -82.549872
Market Area 34242 - Sarasota/Crescent Beach/Siesta Key
Address Information
Address 5376 SHADOW LAWN DRIVE, SARASOTA, FL 34242
Postal Code 34242
City SARASOTA
State FL
Country United States
Listing Information
Listing Office WILLIAM RAVEIS - FLORIDA LLC
Listing Agent Josie Cline
Special listing conditions None
Ownership Fee Simple
Terms Cash, Conventional, Owner May Carry
Virtual Tour URL https://www.zillow.com/view-imx/20b28206-5db1-44c1-820c-1febc7820a02?setAttribution=mls&wl=true&initialViewType=pano&utm_source=dashboard
School Information
Elementary School Phillippi Shores Elementary
Middle School Brookside Middle
High School Sarasota High
MLS Information
Days on market 0
MLS Status Active
Listing Date Oct 22, 2026
Listing Last Modified Oct 23, 2026
Tax ID 0082090028
Tax Year 2025
Tax Annual Amount 11181
MLS Area 34242 - Sarasota/Crescent Beach/Siesta Key
MLS # A4707331

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