Gulf-View Retreat with Private Pool on Casey Key. Escape to paradise in this beautifully renovated three-bedroom, two-bath Gulf-view cottage, ideally positioned on the coveted barrier island of Casey Key. Known for its pristine shoreline, natural beauty, and relaxed coastal charm, Casey Key offers a rare blend of privacy and convenience along Florida’s Gulf Coast. Wake up to gentle sea breezes and enjoy your morning coffee on the deck as the Gulf shimmers in the distance. Spend the afternoon lounging beside your private pool while taking in the coastal views, then gather in the evening to watch spectacular sunsets that paint the sky over the water. Inside, the home has been thoughtfully renovated with coastal-inspired finishes, modern amenities, and inviting living spaces designed for both relaxation and entertaining. The open-concept living area flows seamlessly into a fully equipped kitchen and dining space—perfect for sharing meals, hosting friends, or simply enjoying the laid-back rhythm of island life. Beyond the cottage, Casey Key places you just minutes from some of the region’s most celebrated destinations. To the north, downtown Sarasota offers world-class arts and culture including theaters, galleries, and renowned performing arts venues, along with a vibrant waterfront and exceptional dining. To the south, charming Historic Venice invites you to stroll tree-lined avenues, boutique shops, cafés, and a lively restaurant scene. Whether you’re exploring nearby beaches, enjoying fresh coastal cuisine, or attending an evening of theater and the arts, everything is within easy reach—while your peaceful Gulf-view retreat remains a world away. This charming coastal cottage offers the perfect balance of island serenity, modern comfort, and access to the very best of Florida’s Gulf Coast.
Est. $4,259 per month, based on comparable rentals
Sale and tax history for 3743 Casey Key Rd
Sale History
Tax History
Date
Event
Price
STELLARMLS #A4693937
May 31, 2026
Rental Removed
$12,000
$7/sq ft
May 18, 2026
Listed for Rent
$12,000
$7/sq ft
Stellar MLS as Distributed by MLS Grid #A4684476
May 12, 2026
Sold
$3,000,000
$1,711/sq ft
Mar 13, 2026
Pending
—
Mar 4, 2026
Listed
$3,350,000
$1,911/sq ft
STELLARMLS #6138078
May 5, 2025
Rental Removed
$12,500
$7/sq ft
Apr 26, 2025
Listed for Rent
$12,500
$7/sq ft
Stellar MLS as Distributed by MLS Grid #A4489668
Jul 14, 2021
Sold
$2,700,000
$1,540/sq ft
May 6, 2021
Pending
—
Apr 15, 2021
Relisted
—
Apr 5, 2021
Pending
—
Jan 28, 2021
Listed
$2,800,000
$1,597/sq ft
This direct beachfront Florida classic ranch is reminiscent of a simpler time where families gathered seashells and shark teeth, had beach bonfires and relaxed in the sunshine. This traditional split plan has the kitchen, living and family room at the center of the home. The swimming pool alongside the Gulf of Mexico is just steps from the sandy beach. Riprap and integrated hurricane shutters protect the shoreline and home. Well maintained and move-in ready, sited on over 1/2 an acre, with 100 feet of beach frontage, this home is located on a highly desirable section of Casey Key. Come see the nearby historic swing bridge, Blackburn Point Park, boat and kayak launch on the Intracoastal Waterway. Land and locations like this are getting harder to find, especially at this price point. The locals will tell you, it’s hard to find a more special place than Casey Key, where commercial development was frozen in time. Building is reserved for single-family homes and you won’t see a major hotel or high-rise condominium on the whole island. Located close to shopping, restaurants, golf and marinas, your beach life awaits.
Stellar MLS as Distributed by MLS Grid #A4433892
Nov 14, 2020
Listing Removed
—
Oct 28, 2020
Relisted
—
Oct 26, 2020
Listing Removed
—
Apr 14, 2019
Listed
*
Public Records
Nov 9, 1993
Sold
$525,000
$299/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$28,449
$2,200,900 + $218,400
$2,419,300
2024
$28,440 (−3.1%)
$2,177,300 + $263,500
$2,440,800
2023
$29,337 (+13.0%)
2022
$25,961 (+19.1%)
$1,879,800 + $308,200
$2,188,000
2021
$21,807 (+3.4%)
$1,542,400 + $219,200
$1,761,600
2020
$21,097 (+0.7%)
$1,446,000 + $219,700
$1,665,700
2019
$20,941 (−10.2%)
$1,446,000 + $215,800
$1,661,800
2018
$23,312 (+10.7%)
2017
$21,067 (+5.9%)
$1,577,400 + $158,900
$1,736,300
2016
$19,889 (+5.3%)
$1,458,500 + $162,400
$1,620,900
2015
$18,882 (−1.5%)
2014
$19,173 (+22.3%)
2013
$15,681 (+8.5%)
2012
$14,453
Public record
Public record
Permits
Beds
3
Baths
2
Stories
1
Lot width
—
Lot depth
—
Lot size
0.53 Acres
Year renovated
1994
Sq. Ft.
1,753
Year built
1969
Style
Single Family Residential
County
Sarasota County
APN
0158040039
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 10, 2026.
Feb 26, 2025 • Final
Residential plumbing and gas
Install a backflow preventer for an irrigation system.
Gas
Plumbing
Jan 22, 2025 • Final
Residential roofing
Remove existing tile roofing and install new metal roofing due to storm damage.
Roofing
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.
Property details
Parking
Parking Information
Garage Dimensions: 20x40
Parking Features: Garage Door Opener
Garage Spaces: 2
Has Attached Garage
Has Garage
Interior
Virtual Tour
Bedroom Information
# of Bedrooms: 3
Bathroom Information
# of Full Baths (Total): 2
Laundry Room Information
Laundry Features: Laundry Closet
Other Rooms Information
# of Rooms: 8
Heating & Cooling
Heating Information: Electric
Cooling Information: Central Air
Interior Features
Interior Features: Ceiling Fans(s), Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Walk-in Closet(s), Wet Bar
Window Features: Blinds, ENERGY STAR Qualified Windows, Storm Window(s)
Appliances: Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Range, Refrigerator, Washer
Property information provided by Stellar MLS as Distributed by MLS Grid when last listed in 2026. This data may not match public records. Learn more.
Listing provided courtesy of: DOUGLAS ELLIMAN
Listing agent: Lisa Napolitano
Based on information submitted to the MLS GRID as of Fri Aug 28 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.