Seller's Agent in 2026
Rachel Woodruff
HOUSE MATCH
(941) 705-8686
5 in this area
376 Total Sales
3446 Anglin Dr Sarasota, FL 34242
4
Beds
3
Baths
3,064
Sq Ft
10,080
Sq Ft Lot Lot
Highlights
- In Ground Pool
- View of Trees or Woods
- Deck
- Phillippi Shores Elementary School Rated A
- Open Floorplan
- Key West Architecture
About This Home
As of April 2026A 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.
Last Agent to Sell the Property
HOUSE MATCH Brokerage Phone: 941-213-7028 License #0694194 Listed on: 02/05/2026
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $17,672
Year Built
- Built in 1981
Lot Details
- 10,080 Sq Ft Lot
- East Facing Home
- Wood Fence
- Mature Landscaping
- Irrigation Equipment
- Property is zoned RSF2
Parking
- 2 Car Attached Garage
- Side Facing Garage
- Garage Door Opener
- Off-Street Parking
Property Views
- Woods
- Pool
Home Design
- Key West Architecture
- Turnkey
- Slab Foundation
- Frame Construction
- Metal Roof
- Vinyl Siding
Interior Spaces
- 3,064 Sq Ft Home
- 3-Story Property
- Open Floorplan
- Cathedral Ceiling
- Ceiling Fan
- Skylights
- Awning
- Window Treatments
- French Doors
- Sliding Doors
- Family Room
- Living Room
- Dining Room
- Bonus Room
- Fire and Smoke Detector
Kitchen
- Eat-In Kitchen
- Built-In Oven
- Cooktop with Range Hood
- Microwave
- Dishwasher
- Solid Surface Countertops
Flooring
- Laminate
- Tile
Bedrooms and Bathrooms
- 4 Bedrooms
- Primary Bedroom on Main
- Split Bedroom Floorplan
- Walk-In Closet
- 3 Full Bathrooms
Laundry
- Laundry in Garage
- Dryer
- Washer
Pool
- In Ground Pool
- Heated Spa
- In Ground Spa
- Gunite Pool
- Pool Lighting
Outdoor Features
- Deck
- Covered Patio or Porch
- Exterior Lighting
- Outdoor Grill
- Private Mailbox
Location
- Flood Insurance May Be Required
Schools
- Phillippi Shores Elementary School
- Brookside Middle School
- Sarasota High School
Utilities
- Central Air
- Heat Pump System
- Thermostat
- Electric Water Heater
- Cable TV Available
Community Details
- No Home Owners Association
- Bay Island Park Community
- Bay Island Park Subdivision
Listing and Financial Details
- Visit Down Payment Resource Website
- Legal Lot and Block 10 / A
- Assessor Parcel Number 2019100048
Ownership History
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Feb 5, 2026
Closed on
Apr 16, 2026
Sold by
Derrow Christopher and Derrow Linda G
Bought by
Calaway Jim and Calaway Marjorie G
Seller's Agent
Rachel Woodruff
HOUSE MATCH
Buyer's Agent
Allan Nemore
KELLER WILLIAMS ON THE WATER S
List Price
$1,595,000
Sold Price
$1,395,000
Premium/Discount to List
-$200,000
-12.54%
Views
35
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
117.20%
Original Mortgage
$1,027,000
Outstanding Balance
$1,027,000
Interest Rate
5.87%
Mortgage Type
New Conventional
Estimated Equity
$411,959
Purchase Details
Listed on
Mar 26, 2021
Closed on
Jun 4, 2021
Sold by
Alita Services Llc
Bought by
Derrow Christopher M and Derrow Linda G
Seller's Agent
Larisa Trexler
RE/MAX ALLIANCE GROUP
Buyer's Agent
Larisa Trexler
RE/MAX ALLIANCE GROUP
List Price
$1,495,000
Sold Price
$1,385,000
Premium/Discount to List
-$110,000
-7.36%
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
0.15%
Original Mortgage
$1,080,000
Interest Rate
2.9%
Mortgage Type
New Conventional
Purchase Details
Closed on
Nov 5, 2018
Sold by
Loffe Anatoly and Stolyar Florita
Bought by
Alita Services Llc
Purchase Details
Listed on
Aug 3, 2017
Closed on
Jan 5, 2018
Sold by
Hyde Martin E
Bought by
Loffe Anatoly and Stolyar Florita
Seller's Agent
Andrea Smith
COLDWELL BANKER REALTY
Buyer's Agent
Larisa Trexler
RE/MAX ALLIANCE GROUP
List Price
$749,000
Sold Price
$680,000
Premium/Discount to List
-$69,000
-9.21%
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
9.43%
Original Mortgage
$424,100
Interest Rate
3.92%
Mortgage Type
New Conventional
Purchase Details
Closed on
Apr 15, 2008
Sold by
Polito James
Bought by
Hyde Martin E
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$377,000
Interest Rate
5.12%
Mortgage Type
Purchase Money Mortgage
Purchase Details
Closed on
Oct 3, 2002
Sold by
Sterka Beverly A and Sterka William E
Bought by
Mourad Thomas A and Polito James E
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$316,000
Interest Rate
6.27%
Purchase Details
Closed on
Jun 11, 2001
Sold by
Sterka Beverly A
Bought by
Sterka Beverly A
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Home Values in the Area
Average Home Value in this Area
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $1,395,000 | None Listed On Document | |
| Special Warranty Deed | $1,385,000 | Alliance Group Title Llc | |
| Interfamily Deed Transfer | -- | None Available | |
| Warranty Deed | $680,000 | Alliance Group Title Llc | |
| Warranty Deed | $527,000 | Concierge Title Agency Of Sa | |
| Warranty Deed | $395,000 | -- | |
| Trustee Deed | -- | -- | |
| Trustee Deed | -- | -- |
Source: Public Records
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $1,027,000 | New Conventional | |
| Previous Owner | $1,080,000 | New Conventional | |
| Previous Owner | $424,100 | New Conventional | |
| Previous Owner | $377,000 | Purchase Money Mortgage | |
| Previous Owner | $316,000 | No Value Available |
Source: Public Records
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 04/17/2026 04/17/26 | Sold | $1,395,000 | -6.9% | $455 / Sq Ft | |
| 03/15/2026 03/15/26 | Pending | -- | -- | -- | |
| 03/11/2026 03/11/26 | Price Changed | $1,499,000 | -0.1% | $489 / Sq Ft | |
| 03/11/2026 03/11/26 | Price Changed | $1,500,000 | -6.0% | $490 / Sq Ft | |
| 02/05/2026 02/05/26 | For Sale | $1,595,000 | +15.2% | $521 / Sq Ft | |
| 06/11/2021 06/11/21 | Sold | $1,385,000 | -7.4% | $565 / Sq Ft | View Prior Sale |
| 04/26/2021 04/26/21 | Pending | -- | -- | -- | |
| 03/28/2021 03/28/21 | For Sale | $1,495,000 | 0.0% | $610 / Sq Ft | |
| 03/27/2021 03/27/21 | Pending | -- | -- | -- | |
| 03/26/2021 03/26/21 | For Sale | $1,495,000 | +119.9% | $610 / Sq Ft | |
| 08/17/2018 08/17/18 | Off Market | $680,000 | -- | -- | |
| 01/08/2018 01/08/18 | Sold | $680,000 | -2.7% | $386 / Sq Ft | View Prior Sale |
| 11/25/2017 11/25/17 | Pending | -- | -- | -- | |
| 10/31/2017 10/31/17 | Price Changed | $699,000 | -6.7% | $397 / Sq Ft | |
| 08/03/2017 08/03/17 | For Sale | $749,000 | -- | $426 / Sq Ft |
Source: Stellar MLS
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $17,672 | $1,007,700 | $617,600 | $390,100 |
| 2024 | $15,673 | $1,137,642 | -- | -- |
| 2023 | $15,673 | $1,034,700 | $609,800 | $424,900 |
| 2022 | $14,361 | $940,200 | $595,000 | $345,200 |
| 2021 | $9,230 | $602,300 | $388,600 | $213,700 |
| 2020 | $8,328 | $506,400 | $315,600 | $190,800 |
| 2019 | $7,950 | $483,900 | $294,600 | $189,300 |
| 2018 | $4,800 | $323,965 | $0 | $0 |
| 2017 | $4,740 | $317,302 | $0 | $0 |
| 2016 | $4,703 | $436,800 | $258,300 | $178,500 |
| 2015 | $4,772 | $454,900 | $305,700 | $149,200 |
| 2014 | $4,764 | $301,642 | $0 | $0 |
Source: Public Records
Agents Affiliated with this Home
-
Rachel Woodruff
-
Allan Nemore
Buyer's Agent in 2026
Allan Nemore
KELLER WILLIAMS ON THE WATER S
(941) 404-4737
25 in this area
46 Total Sales
-
Michelle Shiver
Buyer Co-Listing Agent in 2026
Michelle Shiver
KELLER WILLIAMS ON THE WATER S
(352) 895-5779
22 in this area
71 Total Sales
-
Larisa Trexler
Seller's Agent in 2021
Larisa Trexler
RE/MAX
(941) 928-1347
2 in this area
152 Total Sales
-
Andrea Smith
Seller's Agent in 2018
Andrea Smith
COLDWELL BANKER REALTY
(941) 320-7020
5 Total Sales
-
Harry Knight
Seller Co-Listing Agent in 2018
Harry Knight
COLDWELL BANKER REALTY
(917) 446-5773
9 Total Sales
Map
Source: Stellar MLS
MLS Number: A4680766
APN: 2019-10-0048
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Listings courtesy of Stellar MLS as distributed by MLS GRID.
Based on information submitted to the MLS GRID
Listing Information presented by local MLS brokerage: Ten-X - (888)-952-6393
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