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
Property Features Property Features
MLS ID: MFRA4707331 Year Built: 1964
Appliances: Dishwasher, Dryer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer Architectural Style: Florida
Construction Materials: Block, Stucco Cooling: Central Air, Zoned
Country: US County Or Parish: Sarasota
Direction Faces: North Exterior Features: Balcony, Courtyard
Fencing: Vinyl Flooring: Ceramic Tile, Luxury Vinyl, Tile
Foundation Details: Block, Slab Furnished: Negotiable
Green Energy Efficient: Windows Heating: Central, Electric, Zoned
Laundry Features: Inside, Washer Hookup Levels: Two
Listing Agreement: Exclusive Right To Sell Listing Terms: Cash, Conventional, Owner Financing
Lot Features: Flood Insurance Required, FloodZone, In County, Landscaped, Oversized Lot, Paved Occupant Type: Owner
Other Equipment: Smart Thermostat, Irrigation Equipment Parking Features: Curb Parking, Driveway, Garage Door Opener, Off Street, On Street
Patio And Porch Features: Enclosed, Patio, Rear Porch, Screened Pets Allowed: Cats OK, Dogs OK, Yes
Pool Features: In Ground, Gunite, Heated, Salt Water Property Condition: Completed
Property Sub Type: Single Family Residence Property Type: Residential
Road Surface Type: Paved Roof: Tile
Security Features: Secured Garage/Parking, Security Lights, Security System, Smoke Detector(s) Sewer: Public Sewer
Showing Requirements: Appointment Only, Call Listing Agent, Listing Agent Must Accompany Spa Features: Heated, In Ground
Special Listing Conditions: None Standard Status: Active
State Or Province: FL Utilities: Public
Vegetation: Mature Landscaping, Oak Trees, Trees/Landscaped View: Water
Water Source: Public Waterfront Features: Canal - Saltwater
Window Features: Aluminum Frames, ENERGY STAR Qualified Windows, Insulated Windows, Low-Emissivity Windows, Storm Window(s), Window Treatments
Rooms Rooms
Media Room: 26x16 ft Primary Bedroom: 17x17 ft
Primary Bathroom: 12x16 ft Primary Bedroom 2: 20x14 ft
Bathroom 2: 12x7 ft Bedroom 3: 16x12 ft
Bedroom 4: 16x13 ft Bathroom 3: 12x8 ft
Bathroom 4: 10x7.5 ft Bedroom 5: 19x16 ft
Living Room: 21x16 ft Kitchen: 16x9 ft
Dining Room: 12x10 ft Balcony/Porch/Lanai: 26x16 ft
Bathroom 5: 6x5 ft
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