Waterfront - Primary on Main - Eco Friendly - Seller Financing
Address
5376 Shadow Lawn Drive, SARASOTA, FL
Price
$ 2,400,000
Property Attributes
- MLS#A4707331
- TypeSingle Family
- Listing Status Active
- CountySarasota
- CitySARASOTA
- AreaSarasota/Crescent Beach/Siesta Key
- NeighborhoodSIESTA ISLES
- Zip34242
- StyleFlorida
- Year Built1964
- Taxes$ 11181
- Price$ 2,400,000
- Bedrooms5
- Full Bathrooms4
- Half Bathrooms1
- Sqr Footage3721
- Lot Size0.32 Acres
Data Source:
Stellar MLS
Property Description
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.
| Elementary School | Middle School | High School |
|---|---|---|
| Phillippi Shores Elementary Elementary School | Brookside Middle Middle School | Sarasota High High School |
| Price History | |
|---|---|
| 10/22/2026 | Listed $2,400,000 |
General Features
| Sewer | Public Sewer |
|---|---|
| Heating | Central,Electric,Zoned |
| Cooling | Central Air,Zoned |
| Utilities | Public |
| Roof | Tile |
| Appliances | Dishwasher,Dryer,Ice Maker,Microwave,Range,Range Hood,Refrigerator,Tankless Water Heater,Washer |
| Zoning | RSF2 |
| Garage Spaces | 2 |
| Patio/Porch Features | Enclosed,Patio,Rear Porch,Screened |
| Architectural Style | Florida |
| Pool Features | In Ground,Gunite,Heated,Salt Water |
| Security Features | Security Lights,Security System,Smoke Detector(s) |
| Construction Materials | Block,Stucco |
| Pets Allowed | Cats OK,Dogs OK,Yes |
| Year Built | 1964 |
| View | Water |
| Levels | Two |
| Property Subtype | Single Family Residence |
| Tax Year | 2025 |
| Ownership | Fee Simple |
| Waterfront Features | Canal Front,Canal - Saltwater |
| Community Features | Canal Front |
| Assoc Fee Paid Per | Annually |
| County | Sarasota |
| New Construction | false |
| Property Type | Residential |
| Attached Garage | true |
| Energy Efficient | Windows |
| Subdivision Name | SIESTA ISLES |
| Facing Direction | North |
| Garage Y/N | true |
| Total Rooms | 15 |
| Full Baths | 4 |
| Status | Active |
| 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 |
| High School | Sarasota High |
| City | SARASOTA |
| Senior Community Y/N | false |
| MLS Area | 34242 - Sarasota/Crescent Beach/Siesta Key |
| Lot Size Units | Square Feet |
| Lot Size Square Feet | 14040 |
| Carport Y/N | false |
| Listing Terms | Cash,Conventional,Owner May Carry |
| Spa Features | Heated,In Ground |
| Elementary School | Phillippi Shores Elementary |
| Land Lease Y/N | false |
| Tax Annual Amount | 11181.58 |
| Middle/Junior High School | Brookside Middle |
| Property Condition | Completed |
| Additional Parcels Y/N | false |
| Lease Considered Y/N | true |
| Virtual Tour | https://www.zillow.com/view-imx/20b28206-5db1-44c1-820c-1febc7820a02?setAttribution=mls&wl=true&initialViewType=pano&utm_source=dashboard |
| Building Area Units | Square Feet |
| Living Area Units | Square Feet |
| Standard Status | Active |
| Occupancy Type | Owner |
| Tax Lot | 137 |
| Legal Description | LOT 137 SIESTA ISLES UNIT 4 |
| Water View | Canal |
| Water Access Type | Canal - Saltwater |
| Minimum Lease | 1 Month |
| Water Access Y/N | true |
| Additional Rooms | Bonus Room,Inside Utility,Media Room |
| Water View Y/N | true |
| Flood Zone Code | AE |
| In Law Suite YN | false |
| DockY/N | true |
Interior Features
| Interior Amenities | 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 |
|---|---|
| Flooring | Ceramic Tile,Luxury Vinyl,Tile |
| Furnished Y/N | Negotiable |
| Total Stories | 2 |
| Air Conditioning Y/N | true |
| Heating Y/N | true |
| Window Features | Aluminum Frames,ENERGY STAR Qualified Windows,Insulated Windows,Low-Emissivity Windows,Storm Window(s),Window Treatments |
| Fireplace Y/N | false |
| Half Baths | 1 |
| Laundry Features | Inside,Washer Hookup |
| Total Bedrooms | 5 |
| LivingAreaSource | Public Records |
| Total Baths | 5 |
Exterior Features
| Exterior Amenities | Balcony,Courtyard,Sliding Doors |
|---|---|
| Vegetation | Mature Landscaping,Oak Trees,Trees/Landscaped |
| Fencing | Vinyl |
| Parking Features | Curb Parking,Driveway,Garage Door Opener,Off Street,On Street |
| Lot Features | Flood Insurance Required,FloodZone,In County,Landscaped,Oversized Lot |
| Water Source | Public |
| Lot Size Area | 14040 |
| Foundation Details | Block,Slab |
| Spa | true |
| Building Area Total | 4457 |
| Lot Size Acres | 0.32 |
| Road Surface Type | Paved |
| Private Pool | true |
| Waterfront Y/N | true |
| Covered Spaces | 2 |
| Road Frontage Type | Street Paved |
Amenities
- Foreclosure
- Views
- Short Sale
- New Construction
- Adult 55+
- Lease To Own
- No HOA Fees
- Furnished
- Primary On Main
- Air Conditioning
- Seller Finance
- Green
- Fixer Upper
- Horse
- Golf
- Fireplace
- Deck
- Garage
- Basement
- Pool
Property vs Single Family Average in 34242
Price
Taxes
Year Built
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Updated on November 7, 2026 12:50 PM UTC
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