Map
USAFLSarasotaSiesta Isles5376 Shadow Lawn Dr
Listing image | Image 1

5376 Shadow Lawn Dr, Sarasota, FL

House

For Sale

Listed price in listed location currency (USD).
$2,400,000

552

MLS® A4707331

Overview

Key Facts

Type Single Family Residence
Levels Residential
Size 3721 sqft
Garage Yes
Taxes $11,182
Days Active 1
Lot Size 0.32 Acres
Approx. Age 1964
Avg. Price Per Sqft $644
MLS® Number A4707331

Property Address: 5376 Shadow Lawn Dr, SARASOTA, FL, 34242-1831

Average square foot calculated using Size range provided by listing agent.

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.
MLS® NumberA4707331
Laundry LevelEnsuite
Central VacNo
FireplaceNo
Acreage
Exterior
GarageYes
Approx. Age1964
Basement
DrivewayCurb Parking, Driveway, Garage Door Opener, Off Street, On Street
Garage Spaces
HeatCentral, Electric, Zoned
A/CCentral Air, Zoned

Extras

Rooms

Change to metres

Other:12 × 16 ft
Media Room:26 × 16 ft
Other:17 × 17 ft
Other:20 × 14 ft
Bathroom 2:12 × 7 ft
Bedroom 5:19 × 16 ft
Kitchen:16 × 9 ft
Bathroom 5:6 × 5 ft
Bedroom 4:16 × 13 ft
Other:26 × 16 ft
Dining Room:12 × 10 ft
Bedroom 3:16 × 12 ft
Bathroom 3:12 × 8 ft
Living Room:21 × 16 ft
Bathroom 4:10 × 7.5 ft

Price History

Last Sold Price

$1,860,000$1.9M

Appreciation

--

Avg. Days Listed

117 days

Today, For Sale for $2,400,000

Aerial view of 5376 Shadow Lawn Drive showcasing the home's canal frontage, pool, tropical setting and Siesta Key waterfront lifestyle.
For Sale · 0 days

$2,400,000

MLS® A4707331

An hour ago

Not Sold Yet

October 2026, For Sale for $2,400,000

Aerial view of 5376 Shadow Lawn Drive showcasing the home's canal frontage, pool, tropical setting and Siesta Key waterfront lifestyle.
For Sale · 0 days

$2,400,000

MLS® A4707331

An hour ago

Not Sold Yet

May 2025, Sold for $1,860,000

Welcome to 5376 Shadow Lawn Drive on Siesta Key.
Sold · 117 days

$1,860,000$1,995,000

MLS® A4634690

A year ago

Sold on May 30, 2025

How Much House Can I Afford?

Home Estimate Zoopraisal®

This property is estimated to sell between: $1,751,000 and $2,725,000.
Similar properties in this area sold on average for: $1,751,916
Expected to sell in 123 days. Similar properties sold in 124 days. This home has been on Zoocasa for 1 day.

The estimated sale price does not take into account many variables such as recent renovations, type of appliances, school district etc. To get a more accurate estimate please contact agent.

Powered by Zoocasa

Map

Like what you see?

Complete the form and we'll be in touch. No login necessary.

Add a Comment
Loading...

Similar Listings

Comparable Properties

Company

Stay Connected

1-844-683-4663

[email protected]

800 - 1070 Douglas Street, Victoria, BC, V8W2C4

Download Our App

Apple StoreGoogle Play Store
US Real Estate ListingsCanada Real Estate Listings

Owned by

© 2026 eXp Realty. eXp World Holdings, Inc. All Rights Reserved

Owned by

© 2026 eXp Realty. eXp World Holdings, Inc. All Rights Reserved

A group of people at an event are laughing and cheering, with one man enthusiastically greeting a seated couple in the front row.
A group of people at an event are laughing and cheering, with one man enthusiastically greeting a seated couple in the front row.

The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by The Canadian Real Estate Association (CREA) and identify the quality of services provided by real estate professionals who are members of CREA.

eXp Realty holds real estate brokerage licenses in multiple states. Zoocasa (Canada), Inc. holds real estate brokerage licenses in multiple provinces. For information on licenses please contact us at [email protected]

For listings in Canada, the trademarks REALTOR®, REALTORS®, and the REALTOR® logo are controlled by The Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA. Used under license.

MLS® Compliance Statements
Tony King – Designated Managing Broker, Broker Operations – TX. 
Texas Real Estate Commission information about brokerage services
Texas Real Estate Commission Consumer Protection Notice

eXp Realty® is committed to adhering to the guidelines of The New York State Fair Housing Regulations. The Fair Housing Notice→ 

*Standardized Operating Procedure for Purchasers of Real Estate Pursuant to Real Property Law 442-H. Learn More→ 

eXp Realty of California, Inc. | CA DRE# 01878277 | Deborah Penny – Designated Broker
eXp Realty of Southern California, Inc. | CA DRE# 02187306 | Gina Saad – Designated Broker
eXp Realty of Greater Los Angeles, Inc. | CA DRE# 02188471 | Anita Cruz – Designated Broker
eXp Realty of Northern California, Inc. | CA DRE# 01951343 | Ryan Rosas Penny – Designated Broker
Fair Housing and Reasonable Accommodations
DMCA Notice

2026 AODA Compliance Report
Feedback can be submitted through our standard communication channels such as our internal chat platform, email, phone etc., and accommodations are available upon request. Zoocasa reviews all feedback received, acknowledges concerns, and works to respond in a timely manner. Feedback is assessed and addressed appropriately to support continuous improvement of our services and accessibility practices.