Property Details
Price: $2,400,000
Sq Ft: 3,721
($645 per sqft)
Bedrooms: 5
Bathrooms: 4
Partial Baths: 1
City:Sarasota
County:Sarasota
Type:Single Family
Development:Siesta Isles
Subdivision:Siesta Isles
Acres:0.3200
Virtual Tour/Floorplan:
View
Year Built:1964
Listing Number:A4707331
Status Code:A-Active
Taxes:$11,181.58
Tax Year: 2025
Garage: 2
/ Y
Furnishings: Negotiable
Pets Allowed: Cats OK, Dogs OK, Yes
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Equipment:
Dishwasher
Dryer
Ice Maker
Microwave
Range
Range Hood
Refrigerator
Tankless Water Heater
Washer
Interior Features:
Built-in Features
Ceiling Fans(s)
Crown Molding
High Ceilings
Living Room/Dining Room Combo
Open Floorplan
Primary Bedroom Main Floor
Primary Bedroom Upstairs
Stone Counters
Tray Ceiling(s)
Walk-In Closet(s)
Wet Bar
Window Treatments
Exterior Features:
Balcony
Courtyard
View:
Water
Waterfront Description:
Canal - Saltwater
Bridges - Fixed
Davits
Deck
Minimum Wake Zone
Seawall - Concrete
View: Canal
Financial Information:
Taxes: $11,181.58
Tax Year: 2025
Association Fee Frequency: Annually
Room Dimensions:
Laundry: Inside, Washer Hookup
School Information:
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Junior High: Brookside Middle
High School: Sarasota High
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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.
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Additional Information:
Building Description: Florida
MLS Area: 34242 - Sarasota/Crescent Beach/Siesta Key
Total Square Footage: 4,457
Price per Square Feet: $644.99
Total Floors: 2
Water: Public
Construction: Block, Stucco
Date Listed: 2026-10-22 00:00:00
Pool: Y
Pool Description: In Ground, Gunite, Heated, Salt Water
Private Spa: Y
Furnished: Negotiable
Windows: Aluminum Frames, Energy Star Qualified Windows, Insulated Windows, Low-Emissivity Windows, Storm Window(S), Window Treatments
Parking: Curb Parking, Driveway, Garage Door Opener, Off Street, On Street
Garage Description: Y
Garage Spaces: 2
Attached Garage: Y
Flooring: Ceramic Tile, Luxury Vinyl, Tile
Roof: Tile
Heating: Central, Electric, Zoned
Cooling: Central Air, Zoned
Security: Secured Garage/Parking, Security Lights, Security System, Smoke Detector(S)
Laundry: Inside, Washer Hookup
Pets: Cats Ok, Dogs Ok, Yes
Sewer: Public Sewer
Lot Desc.: Flood Insurance Required, Flood Zone, In County, Landscaped, Oversized Lot, Paved
Parcel ID: 0082090028
Map of 5376 Shadow Lawn Drive, Sarasota, FL 34242
Listing Courtesy Of: William Raveis - Florida Llc
josie@siestakeyrealtor.com