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$1,549,000

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 2,124 Sq. Ft.
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New Price - Siesta Key Waterfront Living at Its Best. Discover the essence of coastal living in this beautifully appointed waterfront home on Siesta Key, just moments from the world-renowned white sands of Siesta Beach and the shimmering aqua waters of the Gulf. Perfectly positioned on an oversized 14,000-square-foot corner lot, this four-bedroom, three-bath residence offers the ideal blend of relaxed island living and elevated comfort. Designed for effortless entertaining, the open floor plan showcases a spacious contemporary island kitchen with generous seating, a large breakfast bar, and abundant workspace. The dedicated dining area and inviting living space flow seamlessly together, creating an easy, welcoming environment for family and guests. A thoughtful split-bedroom layout provides privacy for owners and visitors alike. The primary suite overlooks the pool and peaceful canal, while a secondary bath conveniently doubles as a pool bath-perfect for days spent outdoors. Step onto the covered, screened lanai and enjoy the sparkling pool framed by tranquil water views. The property's position on a quiet harbor off the Grand Canal invites endless enjoyment-kayaking, paddleboarding, boating, or simply watching manatees and coastal birds drift by. Evenings bring "mango sunsets" at nearby Siesta Beach, while mornings greet you with soft pastel sunrises over the water. Additional features include an oversized two-car garage and a durable concrete tile roof. Ideally located near the charming restaurants and boutiques of Siesta Village and just 15 minutes to downtown Sarasota's vibrant arts, dining, and cultural scene, this home offers a rare opportunity to experience the very best of Siesta Key living-whether your lifestyle leans toward serene retreat or active coastal adventure.

Full Property Details for 5560 Shadow Lawn Dr

General

  • Price: $1,549,000
  • HOA FEE: $17/month
  • HOA FEE FREQ.: Annually
  • Taxes: $8,052 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: A4636955
  • Updated: 12/29/2025
  • Added to Site: 359 day(s) ago

Rental Information

  • Min. Lease: 1 Month

Interior

  • Number of Rooms: 12
  • Interior Features: Ceiling Fan(s), Eating Space In Kitchen, Open Floorplan, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s), Window Treatments
  • Appliances: Cooktop, Dishwasher, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer
  • Flooring: Bamboo, Luxury Vinyl, Tile

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Inside, Laundry Room

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Gunite, In Ground, Screen Enclosure

Exterior

  • Exterior Features: Sliding Doors
  • Deck/Patio: Covered, Front Porch, Rear Porch, Screened
  • Porch/Patio/Deck: Covered, Front Porch, Rear Porch, Screened

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Driveway, Garage Faces Side, Off Street

Location

  • Area: 34242 - Sarasota/Crescent Beach/Siesta Key
  • County: Sarasota
  • Development Name: 34242 - Sarasota/Crescent Beach/Siesta Key
  • Subdivision: SIESTA ISLES
  • Driving 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.
  • Direction Faces: East

School Information

  • Elementary School: Phillippi Shores Elementary
  • Middle School: Brookside Middle
  • High School: Sarasota High

Community

  • Community Name: 34242 - Sarasota/Crescent Beach/Siesta Key
  • Association: Yes
  • Assoc. Name: Siesta Isles Association
  • Pet Restrictions: See Sarasota County pet restrictions.

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Electric

Utilities

  • Sewer: Public Sewer
  • Water District: GRAND CANAL TO ICW
  • Water: Public
  • Utility Description: Cable Connected, Electricity Connected, Public, Sewer Connected, Sprinkler Meter, Water Connected

Structural Information

  • Architectural Info: Florida, Ranch
  • Architectural Style: Florida, Ranch
  • Exterior Const.: Block, Stucco
  • Roof: Concrete, Tile
  • Windows: Storm Window(s)
  • Stories/Levels: One
  • Square Feet: 2,124
  • Sq. Ft. Source: Public Records
  • Year Built: 1970

Lot Features

  • Property View: Garden, Pool, Water
  • Lot Size (Acres): 0.33
  • Lot Size (Sq. Ft.): 14,300
  • Lot Size: 14300
  • Frontage: Street Paved
  • Street/Road Desc.: Paved

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Access: Yes
  • Water Access Desc: Canal - Saltwater, Gulf/Ocean, Intracoastal Waterway
  • Water Extras: Yes
  • Water Front Name: GRAND CANAL TO ICW
  • Water Front Desc.: Saltwater Canal

Financial Considerations

  • Association Fee: $200
  • Assoc Fee Freq.: Annually
  • Assoc Fee Desc.: Optional
  • Tax Amount: $8,052.06
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: LOT 120 SIESTA ISLES UNIT 7
  • Flood Zone Info: AE
  • APN: 82160036
  • Property ID: 82160036

Listed by Premier Sothebys Intl Realty and Premier Sotheby's International Realty

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Listing agents

— 5560 Shadow Lawn Dr —

  • Premier Sothebys Intl Realty

  • Premier Sotheby's International Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 5560 Shadow Lawn Dr

School District:Sarasota County School District
NameGradesDistance
Phillippi Shores Elementary School
4747 South Tamiami Trail, Sarasota, FL 34231
PK-51.6 mi
Brookside Middle School
3636 South Shade Avenue, Sarasota, FL 34239
6-82.5 mi
Sarasota High School
2155 Bahia Vista Street, Sarasota, FL 34239
9-124 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 5560 Shadow Lawn Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
12/01/2025
Price Reduced
$1,549,000
-8.61%
MLS
3/24/2025
Price Reduced
$1,695,000
-10.55%
MLS
1/22/2025
Listed
$1,895,000
—
MLS
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 5560 Shadow Lawn Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$7,796
3%
$652,971
3%
2023
$7,552
3%
$633,952
6%
2021
$7,364
—
$597,560
-3%
2022
$7,375
—
$615,487
4%
2021
$7,364
3%
$589,310
2%
2019
$7,177
2%
$576,061
2%
2018
$7,033
—
$565,320
2%
2017
$7,004
4%
$553,692
6%
2016
$6,726
-2%
$520,458
1%
2015
$6,852
—
$516,840
1%
2014
$6,828
—
$512,738
1%
2013
$6,828
—
$505,161
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Premier Sothebys Intl Realty and Premier Sotheby's International Realty

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5560 Shadow Lawn Drive, Sarasota, FL 34242 (MLS# A4636955) is a Single Family property with 4 bedrooms and 3 full bathrooms. 5560 Shadow Lawn Drive is currently listed for $1,549,000 and was received on January 22, 2025. Want to learn more about 5560 Shadow Lawn Drive? Do you have questions about finding other Single Family real estate for sale in Sarasota? You can browse all Sarasota real estate or contact a Coldwell Banker agent to request more information.

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