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.
Sold for $1,395,000
$1,395,000
3446 Anglin Dr, Sarasota, FL 34242
4beds
3,064sqft
Single Family Residence
Built in 1981
10,080 Square Feet Lot
$1,386,400 Zestimate®
$455/sqft
$5,897 Estimated rent
Home value
$1,386,400
$1.26M - $1.53M
$5,897/mo
Zestimate® history
Owner options
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$5,897/mo
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$5,897/mo
Rent Zestimate®
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$8,958/mo
Est. payment
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$8,958/mo
Est. payment
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List your homeWhat's special
Metal roofNew putting greenOversized two-car garageEn-suite bathPrivate pool homeBrick-paver drivewayPrivate tropical setting
Zillow last checked:
Listing updated:
Listing Provided by:
Rachel Woodruff, PA 941-705-8686,
HOUSE MATCH 941-213-7028
Bought with:
Allan Nemore, 3392953
KELLER WILLIAMS ON THE WATER S
Michelle Shiver, 3018043
KELLER WILLIAMS ON THE WATER S
Source: Stellar MLS,MLS#: A4680766
Originating MLS: Sarasota - Manatee
Originating MLS: Sarasota - Manatee
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 3
Primary bedroom
- Features: Walk-In Closet(s)
- Level: Second
- Area: 165 Square Feet
- Dimensions: 11x15
Bedroom 2
- Features: Built-in Closet
- Level: Second
- Area: 132 Square Feet
- Dimensions: 11x12
Bedroom 3
- Features: Built-in Closet
- Level: Second
- Area: 165 Square Feet
- Dimensions: 11x15
Dining room
- Level: Second
- Area: 121 Square Feet
- Dimensions: 11x11
Kitchen
- Level: Second
- Area: 104 Square Feet
- Dimensions: 8x13
Living room
- Level: Second
- Area: 345 Square Feet
- Dimensions: 15x23
Heating
- Heat Pump
Cooling
- Central Air
Appliances
- Included: Oven, Cooktop, Dishwasher, Dryer, Electric Water Heater, Microwave, Range Hood, Refrigerator, Washer
- Laundry: In Garage
Features
- Cathedral Ceiling(s), Ceiling Fan(s), Eating Space In Kitchen, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Split Bedroom, Thermostat, Walk-In Closet(s)
- Flooring: Laminate, Tile
- Doors: French Doors, Outdoor Grill, Sliding Doors
- Windows: Skylight(s), Window Treatments
- Has fireplace: No
Interior area
- Total structure area: 3,064
- Total interior livable area: 3,064 sqft
Property
Parking
- Total spaces: 2
- Parking features: Garage Door Opener, Garage Faces Side, Off Street
- Attached garage spaces: 2
Features
- Levels: Three Or More
- Stories: 3
- Patio & porch: Covered, Deck, Patio, Screened, Side Porch
- Exterior features: Awning(s), Irrigation System, Lighting, Outdoor Grill, Private Mailbox
- Has private pool: Yes
- Pool features: Gunite, In Ground, Lighting
- Has spa: Yes
- Spa features: Heated, In Ground
- Fencing: Fenced,Wood
- Has view: Yes
- View description: Pool, Trees/Woods
Lot
- Size: 10,080 sqft
- Features: CoastalConstruction Control Line, Flood Insurance Required, Landscaped
- Residential vegetation: Mature Landscaping
Details
- Parcel number: 2019100048
- Zoning: RSF2
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Key West
- Property subtype: Single Family Residence
Materials
- Vinyl Siding, Wood Frame
- Foundation: Slab
- Roof: Metal
Condition
- New construction: No
- Year built: 1981
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Connected, Electricity Connected, Public, Sewer Connected, Water Connected
Community & neighborhood
Security
- Security features: Smoke Detector(s)
Location
- Region: Sarasota
- Subdivision: BAY ISLAND PARK
HOA & financial
HOA
- Has HOA: No
Other fees
- Pet fee: $0 monthly
Other financial information
- Total actual rent: 0
Other
Other facts
- Listing terms: Cash,Conventional,VA Loan
- Ownership: Fee Simple
- Road surface type: Paved
Price history
| Date | Event | Price |
|---|---|---|
| 4/17/2026 | Sold | $1,395,000-6.9%$455/sqft |
Source:  Stellar MLS #A4680766 Report a problem | ||
| 3/16/2026 | Pending sale | $1,499,000$489/sqft |
Source: Stellar MLS #A4680766 Report a problem | ||
| 3/11/2026 | Price change | $1,499,000-6%$489/sqft |
Source: Stellar MLS #A4680766 Report a problem | ||
| 2/6/2026 | Listed for sale | $1,595,000-8.8%$521/sqft |
Source: Stellar MLS #A4680766 Report a problem | ||
| 9/9/2025 | Listing removed | $1,749,000$571/sqft |
Source: Stellar MLS #A4654041 Report a problem | ||
| 8/15/2025 | Price change | $1,749,000-2.6%$571/sqft |
Source: Stellar MLS #A4654041 Report a problem | ||
| 7/22/2025 | Price change | $1,795,000-5.3%$586/sqft |
Source: Stellar MLS #A4654041 Report a problem | ||
| 5/29/2025 | Listed for sale | $1,895,000+26.8%$618/sqft |
Source: Stellar MLS #A4654041 Report a problem | ||
| 7/12/2024 | Listing removed | $1,495,000$488/sqft |
Source: Stellar MLS #A4495636 Report a problem | ||
| 4/29/2021 | Pending sale | $1,495,000$488/sqft |
Source: Stellar MLS #A4495636 Report a problem | ||
Public tax history
Tax history is unavailable.
Neighborhood: Bay Isle-Siesta
Nearby schools
GreatSchools rating
- 9/10Phillippi Shores Elementary SchoolGrades: PK-5Distance: 2 mi
- 6/10Brookside Middle SchoolGrades: 6-8Distance: 1.8 mi
- 5/10Sarasota High SchoolGrades: 9-12Distance: 2.2 mi
Schools provided by the listing agent
- Elementary: Phillippi Shores Elementary
- Middle: Brookside Middle
- High: Sarasota High
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$1,386,400
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$1,386,400
- Florida
- Sarasota County
- Sarasota
- 34242
- Bay Isle-Siesta
- 3446 Anglin Dr
Nearby cities
Nearby neighborhoods
Nearby zip codes
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