Back 3446 Anglin Dr
Off Market

3446 Anglin Dr

Sarasota FL 34242

4
3
2
3064 sq. ft.
10080 sq. ft.
Single-Family
Last sold for $1,395,000
Rachel Woodruff, PARachel Woodruff, PA, last sold this property on 17 April 2026 after 322 days on market.

Overview

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.

Features

4 bedrooms
3 bathrooms
2 carspaces
2 garage spaces
3064 sq. ft. floor area
10080 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Sarasota over the last 12 months, the estimated median property value of 3446 Anglin Dr is $1.86m.

Median value
$1.86m
Estimated value range
$725k - $7.45m
Median days on market
72
Estimated value trend
-11%
decrease over the last 12 months
Average days on market is based on recent, comparable sales in Sarasota. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 3446 Anglin Dr

2026
Sold
$1,395,000
17 Apr 2026 by Rachel Woodruff, PA, of HOUSE MATCH
2021
Sold
$1,385,000
11 Jun 2021 by Larisa Trexler, of RE/MAX ALLIANCE GROUP
2018
Sold
$680,000
08 Jan 2018 by Andrea Smith, of COLDWELL BANKER REALTY

Happy sellers in Sarasota

90%
90% of sellers in Sarasota reported that their sale price either exceeded or met their price expectations.

Sarasota stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 13 reviews in Sarasota over the last 12 months.

Local market activity for 4 bedroom single-family properties in Sarasota

In the last 12 months, 55 four-bedroom single-family properties similar to 3446 Anglin Dr, have been sold.

This represents a 6% increase in four-bedroom single-family properties sales when compared to the previous 12 months.

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