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$1,595,000
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Property Description
A Rare Weekly Rental Opportunity on Siesta Key! Attention second homeowners and investors: opportunities like this are exceptionally rare on Siesta Key. Located in coveted Bay Isle, this private pool home is legally zoned for seven-day minimum rentals - a major advantage on an island where most properties require 30-day stays. The result? Strong income potential in one of America's most in-demand vacation destinations, with average daily rental rates of $613 since 2022. Offered turnkey furnished, this three-story coastal retreat is ideal as a personal escape, income-producing vacation home, or a blend of both. Just a short golf cart ride to Siesta Key Village and the world-famous Siesta Key Beach-voted #1 in the U.S., the home is tucked behind lush, professionally landscaped tropical foliage, creating a true sense of privacy and serenity. A brick-paver driveway winds through the greenery to an oversized two-car garage, providing plenty of room for beach gear, bikes, and toys. Inside, the home is thoughtfully designed with bedrooms and bathrooms spread across three levels, offering exceptional privacy for guests and groups. The first floor addition (2011) includes a fourth bedroom, third bathroom, and sitting area-expanding the home's capacity to comfortably accommodate up to 10 guests. The dining area flows seamlessly to a screened porch, perfect for alfresco meals surrounded by palms and tropical breezes. The entire third floor is dedicated to the owner's suite, a private sanctuary featuring an en-suite bath and direct access to a secluded sun deck-ideal for morning coffee, sunbathing, or unwinding as the sun sets over Siesta Key. Outdoor living shines with recent upgrades, including a new putting green, expansive two-story deck with screened enclosure and paneled ceiling (2024), and a 2024 six-passenger street-legal golf cart-included. Additional improvements include a metal roof (2021), new 50-gallon water heater, and updated AC and heat pump. Whether you're looking to generate immediate rental income, enjoy a personal island retreat, or both, this property delivers on every level. With its rare weekly rental eligibility, upscale amenities, private tropical setting, and prime Siesta Key location, this is a truly exceptional Gulf Coast opportunity.
Full Property Details
Full Property Details for 3446 Anglin Dr
General
- Price: $1,595,000
- Taxes: $17,672 (2024)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: A4680766
- Updated: 2/5/2026
- Added to Site: 9 day(s) ago
Rental Information
- Min. Lease: 1 Week
Interior
- Number of Rooms: 6
- Interior Features: Cathedral Ceiling(s), Ceiling Fan(s), Eating Space In Kitchen, Open Floorplan, Primary Bedroom Main Floor, Skylight(s), Solid Surface Counters, Split Bedroom, Thermostat, Walk-In Closet(s), Window Treatments
- Appliances: Built-In Oven, Cooktop, Dishwasher, Dryer, Electric Water Heater, Microwave, Range Hood, Refrigerator, Washer
- Furnishings: Turnkey
- Flooring: Laminate, Tile
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: In Garage
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Gunite, In Ground, Lighting
- Spa: Yes
- Spa Description: Heated, In Ground
- Security/Safety: Smoke Detector(s)
Exterior
- Exterior Features: Awning(s), French Doors, Irrigation System, Lighting, Outdoor Grill, Private Mailbox, Sliding Doors
- Deck/Patio: Covered, Deck, Patio, Screened, Side Porch
- Porch/Patio/Deck: Covered, Deck, Patio, Screened, Side Porch
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Garage Door Opener, Garage Faces Side, Off Street
Location
- Area: 34242 - Sarasota/Crescent Beach/Siesta Key
- County: Sarasota
- Development Name: 34242 - Sarasota/Crescent Beach/Siesta Key
- Subdivision: BAY ISLAND PARK
- Driving Directions: US-41 West on Siesta Dr to Anglin Dr turn right. House is on the left.
- 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
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Heat Pump
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Cable Connected, Electricity Connected, Public, Sewer Connected, Water Connected
Structural Information
- Architectural Info: Key West
- Architectural Style: Key West
- Exterior Const.: Vinyl Siding, Wood Frame
- Roof: Metal
- Stories/Levels: Three Or More
- Square Feet: 3,064
- Sq. Ft. Source: Owner
- Year Built: 1981
Lot Features
- Property View: Pool, Trees/Woods
- Lot Size (Acres): 0.23
- Lot Size (Sq. Ft.): 10,080
- Lot Size: 10080
- Street/Road Desc.: Paved
- Fencing (Description): Fenced, Wood
Financial Considerations
- Tax Amount: $17,672
- Tax Year: 2024
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: THE NLY 78 FT OF LOT 10 & THE SLY 34 FT OF LOT 12 BLK A BAY ISLAND PARK
- Flood Zone Info: AE
- APN: 2019100048
- Property ID: 2019100048
- Block/Lot/Section: A
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Schools
Schools serving 3446 Anglin Dr
School District:Sarasota County School District
| Name | Grades | Distance |
|---|---|---|
Phillippi Shores Elementary School 4747 South Tamiami Trail, Sarasota, FL 34231 | PK-5 | 2 mi |
Brookside Middle School 3636 South Shade Avenue, Sarasota, FL 34239 | 6-8 | 1.8 mi |
Sarasota High School 2155 Bahia Vista Street, Sarasota, FL 34239 | 9-12 | 2.2 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 3446 Anglin Dr
Date
Details
Price
Change
Source
2/05/2026
Listed
$1,595,000
15.16%
MLS
6/04/2021
Sold
$1,385,000
—
Public Record
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
Tax History for 3446 Anglin Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$14,996
-15%
$1,007,700
-18%
2024
$17,672
13%
$1,225,700
18%
2023
$15,673
9%
$1,034,700
10%
2022
$14,361
56%
$940,200
56%
2021
$9,230
—
$602,300
19%
2021
$9,230
16%
$506,400
5%
2019
$7,950
66%
$483,900
49%
2018
$4,800
1%
$323,965
2%
2017
$4,740
1%
$317,302
2%
2016
$4,703
-1%
$310,776
1%
2015
$4,772
—
$308,616
1%
2014
$4,764
—
$306,167
2%
2013
$4,750
—
$301,642
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 3446 Anglin Dr
3446 Anglin Drive, Sarasota, FL 34242 (MLS# A4680766) is a Single Family property with 4 bedrooms and 3 full bathrooms. 3446 Anglin Drive is currently listed for $1,595,000 and was received on February 05, 2026. Want to learn more about 3446 Anglin 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.

