An inviting opportunity to enjoy relaxed waterfront living on Siesta Key, this beautifully maintained residence is ideally positioned just moments from the powdery white sands of Siesta Beach and the turquoise waters of the Gulf. Set on an oversized 14,000-square-foot corner lot, this four-bedroom, three-bath home blends comfortable coastal living with everyday functionality in a highly desirable island setting.
Designed for effortless entertaining and easy living, the open-concept floor plan centers around a spacious island kitchen with generous seating, breakfast bar, and abundant workspace—flowing seamlessly into the dining and living areas for gatherings both large and small. A thoughtful split-bedroom layout offers privacy for owners and guests alike. The primary suite enjoys peaceful views of the pool and canal, while a secondary bath doubles conveniently as a pool bath—ideal for indoor-outdoor living.
Step outside to the covered, screened lanai and unwind beside the sparkling pool, framed by tranquil water views and gentle coastal breezes. Tucked along a quiet harbor just off the Grand Canal, the setting is ideal for kayaking, paddleboarding, or boating, with frequent sightings of manatees and coastal birds adding to the natural charm. Evenings bring glowing “mango sunsets” nearby, while mornings begin with soft sunrises reflected on the water.
Additional highlights include an oversized two-car garage and a durable concrete tile roof. Ideally located near the shops, dining, and energy of Siesta Village—and just 15 minutes from downtown Sarasota’s vibrant arts and cultural scene—this home presents a compelling opportunity to enjoy the best of island living, whether as a full-time residence or a serene coastal retreat.
| Price | $1,549,000 | |
| Bedrooms | 4 | |
| Full Baths | 3 | |
| Half Baths | 0 | |
| Total Baths | 3 | |
| Property Style | Florida, Ranch | |
| Lot Size Area | 14300 | |
| Lot Size Area Units | Square Feet | |
| Acres | 0.33 | |
| Property Type | Residential | |
| Sub type | Single Family Residence | |
| MLS Sub type | Single Family Residence | |
| Features | Ceiling Fan(s), Eating Space In Kitchen, Open Floorplan, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s), Window Treatments | |
| Exterior Features | Sliding Doors | |
| Year Built | 1970 | |
| Subdivision | SIESTA ISLES | |
| View | Garden, Pool, Water | |
| Roof | Concrete, Tile | |
| Waterfront | GRAND CANAL TO ICW | |
| Heating | Electric | |
| Foundation | Slab | |
| Lot Description | Corner Lot, In County | |
| Laundry Features | Inside, Laundry Room | |
| Pool features | Gunite, In Ground, Screen Enclosure | |
| Parking Description | Driveway, Garage Faces Side, Off Street | |
| Garage spaces | 2 | |
| Association Name | Siesta Isles Association | |
| Association Fee | 200 | |
| Directions | From Beach Rd, head west on Beach Way, turn right onto Cape Leyte Dr (changes to Shadow Lawn Drive.) At the stop sign, turn left on Contento Drive and right into the driveway. From Midnight Pass, turn onto Shadow Lawn Way, left onto Shadow Lawn Drive, at the stop turn right onto Contento Dr; the driveway is on the right. | |
| County | Sarasota | |
| Latitude | 27.270208 | |
| Longitude | -82.548029 | |
| Market Area | 34242 – Sarasota/Crescent Beach/Siesta Key | |
| Address | 5560 SHADOW LAWN DRIVE, SARASOTA, FL 34242 | |
| Postal Code | 34242 | |
| City | SARASOTA | |
| State | FL | |
| Country | United States | |
| Listing Office | PREMIER SOTHEBYS INTL REALTY | |
| Listing Office Phone | 941-364-4000 | |
| Listing Agent | Judie Berger | |
| Listing Agent Phone | 941-928-3424 | |
| Special listing conditions | None | |
| Ownership | Fee Simple | |
| Terms | Cash, Conventional | |
| Virtual Tour URL | https://tours.coastalhomephotography.net/public/vtour/display/2370581?idx=1#!/ | |
| Elementary School | Phillippi Shores Elementary | |
| Middle School | Brookside Middle | |
| High School | Sarasota High | |
| Days on market | 378 | |
| MLS Status | Active | |
| Listing Date | Jan 22, 2025 | |
| Listing Last Modified | Feb 6, 2026 | |
| Tax ID | 0082160036 | |
| Tax Year | 2025 | |
| Tax Annual Amount | 8052 | |
| MLS Area | 34242 – Sarasota/Crescent Beach/Siesta Key | |
| MLS # | A4636955 | |
Please provide your preferred method of contact below, and one of our agents will be in touch shortly.
Find similar properties to 5560 SHADOW LAWN DRIVE, SARASOTA, FL 34242