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$640,000
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Property Description
Discover a rare opportunity to own a piece of Siesta Key history with this early Ruth Richmond designed single family home, ideally situated on a spacious high and dry 12,000 sq ft lot surrounded by sea grape and mature oaks. The two bedroom two bath fixer upper includes a studio with full bath and separate entrance - perfect for guests or rental income. Inside, enjoy a wood burning fireplace and large sliding glass doors which open to a large patio and a beautiful free form swimming pool. Kitchen is piped for gas stove. While the home needs work and has not been updated, the A/C is brand new. The home offers incredible potential to restore or reimagine. Step outside to your private swimming pool and enjoy the serenity of a 75 foot rear barrier that backs up to Glebe Park, ensuring both privacy and natural beauty. This property did not flood in the hurricanes. Location, character, and potential - this is your chance to create your dream retreat in one of Siesta Key's most sought-after neighborhoods.
Full Property Details
Full Property Details for 5369 Shadow Lawn Dr
General
- Sold For: $640,000
- HOA FEE: $4/month
- HOA FEE FREQ.: Annually
- Taxes: $2,780 (2024)
- Status: Closed
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: N6139320
- Added to Site: 213 day(s) ago
Rental Information
- Min. Lease: 1 Month
Interior
- Number of Rooms: 10
- Interior Features: Open Floorplan, Thermostat
- Fireplace: Yes
- Fireplace(s): Living Room, Wood Burning
- Appliances: Electric Water Heater, Range, Refrigerator, Washer
- Flooring: Concrete, Terrazzo
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 2
Other Rooms
- Laundry: Inside
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Gunite, In Ground
Exterior
- Exterior Features: Garden
Parking
- Carports: Yes
- Carport: 1
- Carport Spaces: 1
- Covered Spaces: 1
Location
- Area: 34242 - Sarasota/Crescent Beach/Siesta Key
- County: Sarasota
- Development Name: 34242 - Sarasota/Crescent Beach/Siesta Key
- Subdivision: SIESTA ISLES
- Driving Directions: From Siesta Key North bridge: follow Higel Ave to Midnight Pass Rd and veer left at traffic light. Turn right on Shadow Lawn Way. Turn right on Shadow Lawn Drive. Home will be on the right before curve. From the Stickney Point Bridge to Siesta Key, turn right onto Midnight Pass Road, follow Midnight Pass bearing right at the traffic light. Turn left on Shadow Lawn Way. From Shadow Lawn Way, turn right on Shadow Lawn Drive. Property will be on your right.
- Direction Faces: Southwest
School Information
- Elementary School: Phillippi Shores Elementary
- Middle School: Brookside Middle
- High School: Sarasota High
Community
- Community Name: 34242 - Sarasota/Crescent Beach/Siesta Key
- Community Features: Park
- Association: Yes
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Electric, Heat Pump
Utilities
- Sewer: Public Sewer
- Water: None
- Utility Description: Cable Connected, Electricity Connected, Natural Gas Connected, Public, Underground Utilities, Water Connected
Structural Information
- Exterior Const.: Block
- Roof: Shingle
- Stories/Levels: One
- Square Feet: 1,348
- Sq. Ft. Source: Owner
- Living Area: 1,348 Sq. Ft.
- Year Built: 1961
Lot Features
- Lot Size (Acres): 0.28
- Lot Size (Sq. Ft.): 12,000
- Lot Size: 12000
- Street/Road Desc.: Concrete
Financial Considerations
- Association Fee: $50
- Assoc Fee Freq.: Annually
- Assoc Fee Desc.: Optional
- Tax Amount: $2,780
- Tax Year: 2024
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: LOT 162 SIESTA ISLES UNIT 4
- Flood Zone Info: AE
- APN: 82090002
- Property ID: 82090002
Listed by Accardi & Associates Real Esta
Sold by Keller Williams On The Water S
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Schools
Schools serving 5369 Shadow Lawn Dr
School District:Sarasota County School District
| Name | Grades | Distance |
|---|---|---|
Phillippi Shores Elementary School 4747 South Tamiami Trail, Sarasota, FL 34231 | PK-5 | 1.6 mi |
Brookside Middle School 3636 South Shade Avenue, Sarasota, FL 34239 | 6-8 | 2.5 mi |
Sarasota High School 2155 Bahia Vista Street, Sarasota, FL 34239 | 9-12 | 3.8 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 5369 Shadow Lawn Dr
Date
Details
Price
Change
Source
10/06/2025
Sold
$640,000
-14.66%
MLS
7/10/2025
Price Reduced
$749,900
-5.67%
MLS
6/18/2025
Listed
$795,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
5369 Shadow Lawn Drive, Sarasota, FL 34242 (MLS# N6139320) is a Single Family property that was sold at $640,000 on October 06, 2025. Want to learn more about 5369 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.

