5376shadowlawndrivesarasotafl34242
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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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