5560 Shadow Lawn Drive, FL

$1,399,000

5560 Shadow Lawn Drive

Sarasota, FL 34242

Active
4
Beds
3
Baths
2,124
Sq Ft
0.33
Acres
1970
Built
WaterfrontWater accessPrivate pool$659/sqft
🏠Single Family Residence

Property type

🏗️1970

Year built

📐14,300 sqft

Lot size

📊$659

Price / sq ft

🏘️$17/mo

HOA dues

📅486

Days on market

🚗2

Garage spaces

🌊AE

Flood zone

About this home

One of the lowest priced homes on Siesta Key's deep boating water and only 3 blocks to the white quartz sand and aqua Gulf waters! An inviting opportunity to enjoy relaxed waterfront living on Siesta Key, this well-maintained residence is ideally positioned just minutes from the powdery white sands of world-famous 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 on a spacious island kitchen with generous seating, a 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 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.

Estimated monthly payment

Principal & interest$7,074
Property taxes$671
Home insurance (est.)$641
HOA dues$17

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history486 days on market

  1. Status: Active
    Jan 30, 2026
  2. Listed$1,895,000
    Jan 22, 2025
  3. Price reduced$1,399,000

Virtual Tour

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
486
Subdivision
Siesta Isles
County
Sarasota
Year built
1970
Living area
2,124 sq ft
Price/sq ft
$659
Building area
3,030 sq ft (Public Records)
Lot size
14,300 sq ft
Lot category
1/4 to less than 1/2
Flood zone
AE (12115C0143G)
Garage
2 spaces
Pool
Private pool
Annual taxes
$8,052 (2025)
Parcel #
0082160036
Zoning
RSF2
MLS #
A4636955

Interior Details

Bedrooms
4
Full bathrooms
3
Flooring
Bamboo, Luxury Vinyl, Tile
Appliances
Cooktop, Dishwasher, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer
Interior features
Ceiling Fans(s), Eat-in Kitchen, Open Floorplan, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s), Window Treatments
Laundry
Inside, Laundry Room
Stories / Levels
One
Direction faces
East

Heating & Cooling

Heating
Electric
Cooling
Central Air

Parking

Garage spaces
2
Attached garage
Yes
Parking features
Driveway, Garage Faces Side, Off Street

HOA & Financial

HOA fee
$200 / Annually
Monthly HOA
$17/mo
Total monthly fees
$17/mo
Total annual fees
$200
HOA name
Siesta Isles Association
CDD
No
Homestead exemption
Yes
Min lease term
1 Month
Listing terms
Cash, Conventional, Lease Option
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
Yes
Additional lease restrictions
30 days/same as Sarasota County single-family home lease restrictions.

Exterior & Construction

Exterior features
Sliding Doors
Construction materials
Block, Stucco
Roof
Concrete, Tile
Foundation
Slab
Pool
Private pool
Waterfront
Yes
Water access
Yes
Water view
Yes
Road surface
Paved

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
Cable Connected, Electricity Connected, Public, Sewer Connected, Sprinkler Meter, Water Connected

Community

Pets allowed
Yes

Schools

ElementaryPhillippi Shores ElementaryGreatSchools ↗
MiddleBrookside MiddleGreatSchools ↗
High SchoolSarasota HighGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

RoomLevelDimensions
FoyerFirst11x6
Living RoomFirst19x12
Dining RoomFirst20x11
KitchenFirst16x14
Primary BedroomFirst21x10
Primary BathroomFirst9x5
Bedroom 2First26x12
Bathroom 2First5x5
Bedroom 3First13x9
Bedroom 4First11x10
Bathroom 3First7x7
LaundryFirst17x6

Listing Details

Listing date
2025-01-02
On market date
2025-01-22
Original list price
$1,895,000
Occupant type
Owner
MLS area
34242 - Sarasota/Crescent Beach/Siesta Key
Listing AOR
Sarasota - Manatee
Status changed
2026-01-30
Tax legal description
LOT 120 SIESTA ISLES UNIT 7

Flood risk

High riskFEMA Zone AEPanel 12115C0143G

FEMA Special Flood Hazard Area (1% annual-chance / “100-year” floodplain). Flood insurance is generally required by mortgage lenders.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

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.

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MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of May 25, 2026 at 10:44 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA